# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Jonas Peters' _publ_contact_author_email JONAS.PETERS@GMAIL.COM _publ_section_title ; Efficient Luminescence from Easily Prepared Three-Coordinate Copper(I) Arylamidophosphines ; loop_ _publ_author_name 'Jonas Peters' 'Kenneth J. Lotito' # Attachment 'LotitoCuPN.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 766167' #TrackingRef 'LotitoCuPN.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C54 H46 Cu N P2' _chemical_formula_weight 834.40 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.9398(10) _cell_length_b 12.5085(11) _cell_length_c 16.1375(15) _cell_angle_alpha 78.8570(10) _cell_angle_beta 80.204(2) _cell_angle_gamma 82.876(2) _cell_volume 2125.5(3) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9956 _cell_measurement_theta_min 2.44 _cell_measurement_theta_max 30.54 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.304 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 872 _exptl_absorpt_coefficient_mu 0.628 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8244 _exptl_absorpt_correction_T_max 0.9063 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2009)' _exptl_special_details ; 'Siemens three-circle diffractometer, Bruker APEX CCD' ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart APEX CCD' _diffrn_measurement_method 'omega and phi scans' _diffrn_detector_area_resol_mean 8.3 _diffrn_reflns_number 52551 _diffrn_reflns_av_R_equivalents 0.0470 _diffrn_reflns_av_sigmaI/netI 0.0401 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.30 _diffrn_reflns_theta_max 29.57 _reflns_number_total 11890 _reflns_number_gt 9564 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 v2009.9.0 (Bruker-AXS, 2009)' _computing_cell_refinement 'SAINT 7.46A (Bruker-AXS, 2009)' _computing_data_reduction 'SAINT 7.46A (Bruker-AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0570P)^2^+1.1025P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 11890 _refine_ls_number_parameters 578 _refine_ls_number_restraints 59 _refine_ls_R_factor_all 0.0548 _refine_ls_R_factor_gt 0.0403 _refine_ls_wR_factor_ref 0.1159 _refine_ls_wR_factor_gt 0.1066 _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_restrained_S_all 1.041 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.12522(2) 0.127641(17) 0.236593(13) 0.01763(7) Uani 1 1 d . A . P1 P 0.23907(4) 0.13857(4) 0.33860(3) 0.01712(9) Uani 1 1 d . . . P4 P 0.05754(4) 0.27245(4) 0.14464(3) 0.01784(10) Uani 1 1 d . . . N1 N 0.08755(15) -0.02020(12) 0.23233(10) 0.0220(3) Uani 1 1 d . . . C11 C -0.03721(17) -0.04048(14) 0.24328(11) 0.0193(3) Uani 1 1 d . A . C12 C -0.08220(19) -0.11246(15) 0.20015(12) 0.0228(4) Uani 1 1 d . . . H12 H -0.0253 -0.1517 0.1629 0.027 Uiso 1 1 calc R A . C13 C -0.2081(2) -0.12640(16) 0.21158(13) 0.0275(4) Uani 1 1 d . A . H13 H -0.2359 -0.1761 0.1827 0.033 Uiso 1 1 calc R . . C14 C -0.2945(2) -0.06883(18) 0.26469(14) 0.0311(4) Uani 1 1 d . . . H14 H -0.3805 -0.0796 0.2728 0.037 Uiso 1 1 calc R A . C15 C -0.25238(19) 0.00477(16) 0.30557(13) 0.0266(4) Uani 1 1 d . A . H15 H -0.3103 0.0458 0.3410 0.032 Uiso 1 1 calc R . . C16 C -0.12647(18) 0.01860(14) 0.29494(12) 0.0220(4) Uani 1 1 d . . . H16 H -0.0998 0.0694 0.3233 0.026 Uiso 1 1 calc R A . C21A C 0.1770(5) -0.1098(5) 0.2312(5) 0.0176(9) Uani 0.763(14) 1 d PDU A 1 C22A C 0.3021(3) -0.0883(4) 0.2005(3) 0.0212(7) Uani 0.763(14) 1 d PDU A 1 H22A H 0.3203 -0.0148 0.1791 0.025 Uiso 0.763(14) 1 calc PR A 1 C23A C 0.3989(3) -0.1709(4) 0.2004(3) 0.0251(8) Uani 0.763(14) 1 d PDU A 1 H23A H 0.4819 -0.1533 0.1796 0.030 Uiso 0.763(14) 1 calc PR A 1 C24A C 0.3755(4) -0.2798(4) 0.2308(2) 0.0264(9) Uani 0.763(14) 1 d PDU A 1 H24A H 0.4416 -0.3367 0.2306 0.032 Uiso 0.763(14) 1 calc PR A 1 C25A C 0.2525(5) -0.3033(3) 0.2615(2) 0.0255(8) Uani 0.763(14) 1 d PDU A 1 H25A H 0.2351 -0.3771 0.2818 0.031 Uiso 0.763(14) 1 calc PR A 1 C26A C 0.1561(5) -0.2211(4) 0.2629(4) 0.0203(8) Uani 0.763(14) 1 d PU A 1 H26A H 0.0738 -0.2393 0.2855 0.024 Uiso 0.763(14) 1 calc PR A 1 C21B C 0.1985(16) -0.0908(17) 0.2150(17) 0.022(3) Uani 0.237(14) 1 d PDU A 2 C22B C 0.3094(10) -0.0527(14) 0.1728(12) 0.026(3) Uani 0.237(14) 1 d PDU A 2 H22B H 0.3113 0.0224 0.1477 0.031 Uiso 0.237(14) 1 calc PR A 2 C23B C 0.4189(10) -0.1228(16) 0.1664(13) 0.039(4) Uani 0.237(14) 1 d PDU A 2 H23B H 0.4954 -0.0965 0.1374 0.047 Uiso 0.237(14) 1 calc PR A 2 C24B C 0.4126(14) -0.2327(17) 0.2040(12) 0.039(4) Uani 0.237(14) 1 d PDU A 2 H24B H 0.4874 -0.2802 0.2026 0.047 Uiso 0.237(14) 1 calc PR A 2 C25B C 0.3017(17) -0.2756(13) 0.2433(9) 0.031(4) Uani 0.237(14) 1 d PDU A 2 H25B H 0.2988 -0.3515 0.2654 0.037 Uiso 0.237(14) 1 calc PR A 2 C26B C 0.1896(17) -0.1988(14) 0.2492(11) 0.025(3) Uani 0.237(14) 1 d PU A 2 H26B H 0.1116 -0.2237 0.2765 0.030 Uiso 0.237(14) 1 calc PR A 2 C31 C 0.28380(17) 0.00637(14) 0.40154(11) 0.0197(3) Uani 1 1 d . . . C32 C 0.18877(19) -0.06232(16) 0.43389(12) 0.0260(4) Uani 1 1 d . . . H32 H 0.1084 -0.0423 0.4177 0.031 Uiso 1 1 calc R . . C33 C 0.2114(2) -0.15968(17) 0.48959(14) 0.0327(5) Uani 1 1 d . . . H33 H 0.1460 -0.2050 0.5128 0.039 Uiso 1 1 calc R . . C34 C 0.3298(2) -0.19061(16) 0.51121(14) 0.0326(5) Uani 1 1 d . . . H34 H 0.3452 -0.2569 0.5496 0.039 Uiso 1 1 calc R . . C35 C 0.4255(2) -0.12502(17) 0.47687(14) 0.0332(5) Uani 1 1 d . . . H35 H 0.5070 -0.1475 0.4905 0.040 Uiso 1 1 calc R . . C36 C 0.40295(19) -0.02630(16) 0.42244(13) 0.0261(4) Uani 1 1 d . . . H36 H 0.4687 0.0188 0.3995 0.031 Uiso 1 1 calc R . . C41 C 0.38196(16) 0.20636(14) 0.30025(11) 0.0184(3) Uani 1 1 d . . . C42 C 0.47181(18) 0.16409(15) 0.23912(12) 0.0227(4) Uani 1 1 d . . . H42 H 0.4630 0.0959 0.2242 0.027 Uiso 1 1 calc R . . C43 C 0.57388(18) 0.22106(16) 0.20006(12) 0.0245(4) Uani 1 1 d . . . H43 H 0.6352 0.1909 0.1596 0.029 Uiso 1 1 calc R . . C44 C 0.58638(18) 0.32196(16) 0.21999(13) 0.0261(4) Uani 1 1 d . . . H44 H 0.6544 0.3621 0.1917 0.031 Uiso 1 1 calc R . . C45 C 0.4993(2) 0.36366(17) 0.28134(14) 0.0294(4) Uani 1 1 d . . . H45 H 0.5085 0.4321 0.2957 0.035 Uiso 1 1 calc R . . C46 C 0.39775(18) 0.30600(15) 0.32231(13) 0.0250(4) Uani 1 1 d . . . H46 H 0.3394 0.3346 0.3652 0.030 Uiso 1 1 calc R . . C51 C 0.16042(17) 0.21418(14) 0.42190(11) 0.0188(3) Uani 1 1 d . . . C52 C 0.17883(19) 0.18202(15) 0.50710(12) 0.0236(4) Uani 1 1 d . . . H52 H 0.2327 0.1184 0.5231 0.028 Uiso 1 1 calc R . . C53 C 0.1188(2) 0.24252(16) 0.56850(12) 0.0271(4) Uani 1 1 d . . . H53 H 0.1319 0.2201 0.6263 0.032 Uiso 1 1 calc R . . C54 C 0.0395(2) 0.33577(15) 0.54580(12) 0.0253(4) Uani 1 1 d . . . H54 H -0.0021 0.3765 0.5880 0.030 Uiso 1 1 calc R . . C55 C 0.02162(19) 0.36899(15) 0.46103(12) 0.0240(4) Uani 1 1 d . . . H55 H -0.0315 0.4331 0.4451 0.029 Uiso 1 1 calc R . . C56 C 0.08146(18) 0.30848(15) 0.39973(12) 0.0222(4) Uani 1 1 d . . . H56 H 0.0686 0.3314 0.3420 0.027 Uiso 1 1 calc R . . C61 C 0.18582(17) 0.32774(14) 0.06569(11) 0.0193(3) Uani 1 1 d . . . C62 C 0.18405(18) 0.34446(15) -0.02203(12) 0.0237(4) Uani 1 1 d . . . H62 H 0.1123 0.3308 -0.0429 0.028 Uiso 1 1 calc R . . C63 C 0.28690(19) 0.38108(16) -0.07937(12) 0.0269(4) Uani 1 1 d . . . H63 H 0.2849 0.3924 -0.1391 0.032 Uiso 1 1 calc R . . C64 C 0.39185(19) 0.40104(16) -0.04981(13) 0.0263(4) Uani 1 1 d . . . H64 H 0.4620 0.4254 -0.0892 0.032 Uiso 1 1 calc R . . C65 C 0.39460(19) 0.38552(16) 0.03737(13) 0.0271(4) Uani 1 1 d . . . H65 H 0.4662 0.4002 0.0578 0.032 Uiso 1 1 calc R . . C66 C 0.29260(18) 0.34852(15) 0.09478(12) 0.0242(4) Uani 1 1 d . . . H66 H 0.2953 0.3372 0.1544 0.029 Uiso 1 1 calc R . . C71 C -0.01892(17) 0.38895(14) 0.19266(11) 0.0199(3) Uani 1 1 d . . . C72 C 0.02475(19) 0.49240(15) 0.17461(12) 0.0240(4) Uani 1 1 d . . . H72 H 0.0961 0.5063 0.1329 0.029 Uiso 1 1 calc R . . C73 C -0.0356(2) 0.57533(16) 0.21728(14) 0.0300(4) Uani 1 1 d . . . H73 H -0.0048 0.6453 0.2047 0.036 Uiso 1 1 calc R . . C74 C -0.1404(2) 0.55677(17) 0.27809(13) 0.0289(4) Uani 1 1 d . . . H74 H -0.1815 0.6138 0.3068 0.035 Uiso 1 1 calc R . . C75 C -0.18505(19) 0.45388(17) 0.29674(13) 0.0265(4) Uani 1 1 d . . . H75 H -0.2570 0.4407 0.3381 0.032 Uiso 1 1 calc R . . C76 C -0.12438(17) 0.37062(15) 0.25487(12) 0.0223(4) Uani 1 1 d . . . H76 H -0.1546 0.3004 0.2685 0.027 Uiso 1 1 calc R . . C81 C -0.05455(16) 0.25174(14) 0.07873(11) 0.0181(3) Uani 1 1 d . . . C82 C -0.13689(17) 0.33715(14) 0.04451(12) 0.0209(3) Uani 1 1 d . . . H82 H -0.1386 0.4081 0.0578 0.025 Uiso 1 1 calc R . . C83 C -0.21621(18) 0.31836(15) -0.00895(12) 0.0231(4) Uani 1 1 d . . . H83 H -0.2723 0.3764 -0.0318 0.028 Uiso 1 1 calc R . . C84 C -0.21359(19) 0.21489(16) -0.02904(12) 0.0265(4) Uani 1 1 d . . . H84 H -0.2670 0.2023 -0.0661 0.032 Uiso 1 1 calc R . . C85 C -0.1327(2) 0.13006(16) 0.00529(13) 0.0290(4) Uani 1 1 d . . . H85 H -0.1312 0.0593 -0.0083 0.035 Uiso 1 1 calc R . . C86 C -0.05361(18) 0.14749(15) 0.05944(12) 0.0229(4) Uani 1 1 d . . . H86 H 0.0008 0.0887 0.0832 0.027 Uiso 1 1 calc R . . C103 C 0.3976(3) 0.0742(2) -0.01362(17) 0.0518(7) Uani 1 1 d D . . H103 H 0.3271 0.1251 -0.0227 0.062 Uiso 1 1 calc R . . C102 C 0.4830(3) 0.0949(2) 0.03390(17) 0.0550(8) Uani 1 1 d D . . H102 H 0.4713 0.1604 0.0570 0.066 Uiso 1 1 calc R . . C101 C 0.5856(3) 0.0206(2) 0.04811(17) 0.0512(7) Uani 1 1 d D . . H101 H 0.6439 0.0346 0.0812 0.061 Uiso 1 1 calc R . . C91 C 0.5198(6) -0.4091(3) 0.4399(2) 0.0834(14) Uani 1 1 d D . . H91 H 0.5331 -0.3457 0.3975 0.100 Uiso 1 1 calc R . . C92 C 0.4099(4) -0.4549(4) 0.4527(2) 0.0802(13) Uani 1 1 d D . . H92 H 0.3467 -0.4225 0.4195 0.096 Uiso 1 1 calc R . . C93 C 0.3896(4) -0.5459(4) 0.5121(3) 0.0794(12) Uani 1 1 d D . . H93 H 0.3132 -0.5779 0.5203 0.095 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.01974(12) 0.01773(11) 0.01684(11) -0.00394(8) -0.00412(8) -0.00401(8) P1 0.0195(2) 0.0171(2) 0.0160(2) -0.00315(16) -0.00399(16) -0.00427(16) P4 0.0214(2) 0.01634(19) 0.0169(2) -0.00301(16) -0.00477(17) -0.00318(16) N1 0.0228(8) 0.0195(7) 0.0261(8) -0.0077(6) -0.0059(6) -0.0027(6) C11 0.0247(9) 0.0153(7) 0.0188(8) -0.0001(6) -0.0080(7) -0.0033(6) C12 0.0311(10) 0.0198(8) 0.0193(8) -0.0015(7) -0.0086(7) -0.0064(7) C13 0.0355(11) 0.0263(9) 0.0243(9) -0.0002(8) -0.0129(8) -0.0117(8) C14 0.0268(10) 0.0351(11) 0.0330(11) -0.0001(9) -0.0118(8) -0.0076(8) C15 0.0255(10) 0.0274(9) 0.0261(9) -0.0015(8) -0.0069(8) 0.0000(7) C16 0.0271(9) 0.0174(8) 0.0227(8) -0.0027(7) -0.0073(7) -0.0028(7) C21A 0.0177(16) 0.020(2) 0.016(2) -0.0057(16) -0.0023(12) -0.0035(13) C22A 0.0245(15) 0.0224(17) 0.0183(17) -0.0047(12) -0.0025(12) -0.0077(12) C23A 0.0217(14) 0.034(2) 0.0216(16) -0.0065(16) -0.0045(12) -0.0060(14) C24A 0.0243(18) 0.0257(19) 0.0284(16) -0.0056(13) -0.0049(14) 0.0033(14) C25A 0.028(2) 0.0211(14) 0.0261(15) -0.0015(11) -0.0023(14) -0.0019(12) C26A 0.025(2) 0.0158(16) 0.0209(18) -0.0020(13) -0.0035(14) -0.0054(12) C21B 0.037(7) 0.016(6) 0.021(10) -0.012(6) -0.012(6) -0.004(5) C22B 0.017(4) 0.034(6) 0.032(7) -0.016(5) -0.007(4) -0.005(4) C23B 0.027(5) 0.055(9) 0.046(9) -0.035(7) -0.008(5) -0.001(5) C24B 0.033(6) 0.044(8) 0.048(9) -0.023(8) -0.021(6) 0.007(7) C25B 0.031(8) 0.034(7) 0.030(6) -0.015(5) -0.015(6) 0.016(6) C26B 0.031(7) 0.023(7) 0.019(6) 0.004(4) -0.011(5) -0.002(4) C31 0.0251(9) 0.0164(7) 0.0183(8) -0.0043(6) -0.0034(7) -0.0033(6) C32 0.0305(10) 0.0248(9) 0.0249(9) -0.0026(7) -0.0072(8) -0.0101(8) C33 0.0480(13) 0.0233(9) 0.0288(10) 0.0000(8) -0.0084(9) -0.0149(9) C34 0.0500(13) 0.0196(9) 0.0279(10) -0.0010(8) -0.0086(9) -0.0031(9) C35 0.0350(11) 0.0269(10) 0.0356(11) 0.0003(9) -0.0107(9) 0.0032(8) C36 0.0265(10) 0.0228(9) 0.0281(10) -0.0013(8) -0.0054(8) -0.0022(7) C41 0.0203(8) 0.0185(8) 0.0176(8) -0.0018(6) -0.0055(6) -0.0042(6) C42 0.0238(9) 0.0228(8) 0.0220(8) -0.0030(7) -0.0046(7) -0.0040(7) C43 0.0206(9) 0.0302(9) 0.0220(9) -0.0017(7) -0.0026(7) -0.0043(7) C44 0.0230(9) 0.0276(9) 0.0280(10) 0.0007(8) -0.0056(7) -0.0097(7) C45 0.0310(11) 0.0254(9) 0.0348(11) -0.0088(8) -0.0024(8) -0.0121(8) C46 0.0249(9) 0.0252(9) 0.0276(9) -0.0088(8) -0.0023(8) -0.0082(7) C51 0.0205(8) 0.0199(8) 0.0180(8) -0.0044(6) -0.0037(6) -0.0066(6) C52 0.0324(10) 0.0207(8) 0.0181(8) -0.0019(7) -0.0066(7) -0.0017(7) C53 0.0412(12) 0.0241(9) 0.0163(8) -0.0026(7) -0.0070(8) -0.0024(8) C54 0.0364(11) 0.0209(8) 0.0195(8) -0.0062(7) -0.0015(8) -0.0056(8) C55 0.0299(10) 0.0198(8) 0.0228(9) -0.0047(7) -0.0055(7) -0.0006(7) C56 0.0273(9) 0.0228(8) 0.0176(8) -0.0031(7) -0.0059(7) -0.0043(7) C61 0.0214(8) 0.0146(7) 0.0211(8) -0.0018(6) -0.0033(7) -0.0004(6) C62 0.0261(9) 0.0242(9) 0.0221(9) -0.0054(7) -0.0041(7) -0.0045(7) C63 0.0316(10) 0.0292(9) 0.0198(8) -0.0049(7) -0.0012(8) -0.0051(8) C64 0.0267(10) 0.0235(9) 0.0262(9) -0.0020(7) 0.0015(8) -0.0037(7) C65 0.0247(10) 0.0268(9) 0.0291(10) 0.0002(8) -0.0070(8) -0.0043(7) C66 0.0268(10) 0.0240(9) 0.0210(8) 0.0017(7) -0.0069(7) -0.0042(7) C71 0.0224(9) 0.0198(8) 0.0195(8) -0.0046(7) -0.0077(7) -0.0010(6) C72 0.0290(10) 0.0212(8) 0.0234(9) -0.0055(7) -0.0050(7) -0.0043(7) C73 0.0405(12) 0.0204(9) 0.0334(11) -0.0094(8) -0.0115(9) -0.0044(8) C74 0.0344(11) 0.0281(9) 0.0284(10) -0.0140(8) -0.0115(8) 0.0041(8) C75 0.0249(10) 0.0328(10) 0.0234(9) -0.0092(8) -0.0058(7) 0.0002(8) C76 0.0238(9) 0.0220(8) 0.0229(9) -0.0055(7) -0.0063(7) -0.0033(7) C81 0.0204(8) 0.0182(8) 0.0169(7) -0.0041(6) -0.0030(6) -0.0040(6) C82 0.0235(9) 0.0185(8) 0.0211(8) -0.0020(7) -0.0047(7) -0.0037(7) C83 0.0236(9) 0.0244(9) 0.0212(8) -0.0026(7) -0.0054(7) -0.0010(7) C84 0.0296(10) 0.0308(10) 0.0231(9) -0.0101(8) -0.0089(8) -0.0031(8) C85 0.0374(11) 0.0248(9) 0.0301(10) -0.0137(8) -0.0120(9) -0.0003(8) C86 0.0282(10) 0.0203(8) 0.0219(8) -0.0077(7) -0.0059(7) 0.0005(7) C103 0.0595(18) 0.0503(15) 0.0395(14) -0.0033(12) -0.0036(12) 0.0060(13) C102 0.094(2) 0.0346(13) 0.0362(13) -0.0075(11) -0.0084(14) -0.0044(14) C101 0.0637(18) 0.0522(16) 0.0394(14) -0.0002(12) -0.0110(13) -0.0195(14) C91 0.157(4) 0.0358(15) 0.0430(17) -0.0121(13) 0.025(2) 0.001(2) C92 0.089(3) 0.108(3) 0.0434(18) -0.040(2) -0.0232(18) 0.050(3) C93 0.081(3) 0.103(3) 0.068(2) -0.063(2) 0.021(2) -0.032(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N1 1.9602(15) . ? Cu1 P4 2.2435(5) . ? Cu1 P1 2.2598(5) . ? P1 C31 1.8234(18) . ? P1 C51 1.8270(18) . ? P1 C41 1.8282(18) . ? P4 C81 1.8252(18) . ? P4 C71 1.8267(18) . ? P4 C61 1.8338(19) . ? N1 C21A 1.394(6) . ? N1 C11 1.395(2) . ? N1 C21B 1.431(18) . ? C11 C16 1.406(3) . ? C11 C12 1.416(2) . ? C12 C13 1.386(3) . ? C12 H12 0.9500 . ? C13 C14 1.393(3) . ? C13 H13 0.9500 . ? C14 C15 1.392(3) . ? C14 H14 0.9500 . ? C15 C16 1.387(3) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C21A C22A 1.414(5) . ? C21A C26A 1.420(6) . ? C22A C23A 1.385(5) . ? C22A H22A 0.9500 . ? C23A C24A 1.395(4) . ? C23A H23A 0.9500 . ? C24A C25A 1.399(4) . ? C24A H24A 0.9500 . ? C25A C26A 1.379(6) . ? C25A H25A 0.9500 . ? C26A H26A 0.9500 . ? C21B C26B 1.366(19) . ? C21B C22B 1.378(13) . ? C22B C23B 1.395(12) . ? C22B H22B 0.9500 . ? C23B C24B 1.396(14) . ? C23B H23B 0.9500 . ? C24B C25B 1.390(14) . ? C24B H24B 0.9500 . ? C25B C26B 1.462(19) . ? C25B H25B 0.9500 . ? C26B H26B 0.9500 . ? C31 C36 1.394(3) . ? C31 C32 1.398(3) . ? C32 C33 1.389(3) . ? C32 H32 0.9500 . ? C33 C34 1.388(3) . ? C33 H33 0.9500 . ? C34 C35 1.384(3) . ? C34 H34 0.9500 . ? C35 C36 1.392(3) . ? C35 H35 0.9500 . ? C36 H36 0.9500 . ? C41 C46 1.398(2) . ? C41 C42 1.401(3) . ? C42 C43 1.392(3) . ? C42 H42 0.9500 . ? C43 C44 1.389(3) . ? C43 H43 0.9500 . ? C44 C45 1.384(3) . ? C44 H44 0.9500 . ? C45 C46 1.398(3) . ? C45 H45 0.9500 . ? C46 H46 0.9500 . ? C51 C52 1.398(2) . ? C51 C56 1.398(2) . ? C52 C53 1.390(3) . ? C52 H52 0.9500 . ? C53 C54 1.392(3) . ? C53 H53 0.9500 . ? C54 C55 1.391(3) . ? C54 H54 0.9500 . ? C55 C56 1.388(3) . ? C55 H55 0.9500 . ? C56 H56 0.9500 . ? C61 C62 1.394(3) . ? C61 C66 1.401(3) . ? C62 C63 1.394(3) . ? C62 H62 0.9500 . ? C63 C64 1.382(3) . ? C63 H63 0.9500 . ? C64 C65 1.388(3) . ? C64 H64 0.9500 . ? C65 C66 1.389(3) . ? C65 H65 0.9500 . ? C66 H66 0.9500 . ? C71 C72 1.396(3) . ? C71 C76 1.405(3) . ? C72 C73 1.392(3) . ? C72 H72 0.9500 . ? C73 C74 1.388(3) . ? C73 H73 0.9500 . ? C74 C75 1.393(3) . ? C74 H74 0.9500 . ? C75 C76 1.389(3) . ? C75 H75 0.9500 . ? C76 H76 0.9500 . ? C81 C86 1.396(2) . ? C81 C82 1.400(2) . ? C82 C83 1.391(3) . ? C82 H82 0.9500 . ? C83 C84 1.389(3) . ? C83 H83 0.9500 . ? C84 C85 1.387(3) . ? C84 H84 0.9500 . ? C85 C86 1.392(3) . ? C85 H85 0.9500 . ? C86 H86 0.9500 . ? C103 C102 1.382(4) . ? C103 C101 1.384(4) 2_655 ? C103 H103 0.9500 . ? C102 C101 1.387(4) . ? C102 H102 0.9500 . ? C101 C103 1.384(4) 2_655 ? C101 H101 0.9500 . ? C91 C93 1.361(6) 2_646 ? C91 C92 1.363(6) . ? C91 H91 0.9500 . ? C92 C93 1.354(6) . ? C92 H92 0.9500 . ? C93 C91 1.361(6) 2_646 ? C93 H93 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Cu1 P4 120.72(5) . . ? N1 Cu1 P1 115.29(5) . . ? P4 Cu1 P1 123.995(19) . . ? C31 P1 C51 101.54(8) . . ? C31 P1 C41 106.60(8) . . ? C51 P1 C41 102.57(8) . . ? C31 P1 Cu1 113.78(6) . . ? C51 P1 Cu1 115.58(6) . . ? C41 P1 Cu1 115.24(6) . . ? C81 P4 C71 102.46(8) . . ? C81 P4 C61 103.16(8) . . ? C71 P4 C61 104.88(8) . . ? C81 P4 Cu1 117.81(6) . . ? C71 P4 Cu1 115.34(6) . . ? C61 P4 Cu1 111.65(6) . . ? C21A N1 C11 117.6(3) . . ? C21A N1 C21B 15.7(8) . . ? C11 N1 C21B 130.1(9) . . ? C21A N1 Cu1 123.6(3) . . ? C11 N1 Cu1 118.14(12) . . ? C21B N1 Cu1 111.7(9) . . ? N1 C11 C16 119.31(16) . . ? N1 C11 C12 123.67(17) . . ? C16 C11 C12 116.86(17) . . ? C13 C12 C11 120.96(19) . . ? C13 C12 H12 119.5 . . ? C11 C12 H12 119.5 . . ? C12 C13 C14 121.12(18) . . ? C12 C13 H13 119.4 . . ? C14 C13 H13 119.4 . . ? C15 C14 C13 118.69(19) . . ? C15 C14 H14 120.7 . . ? C13 C14 H14 120.7 . . ? C16 C15 C14 120.51(19) . . ? C16 C15 H15 119.7 . . ? C14 C15 H15 119.7 . . ? C15 C16 C11 121.81(17) . . ? C15 C16 H16 119.1 . . ? C11 C16 H16 119.1 . . ? N1 C21A C22A 117.4(4) . . ? N1 C21A C26A 126.2(4) . . ? C22A C21A C26A 116.2(4) . . ? C23A C22A C21A 122.1(4) . . ? C23A C22A H22A 118.9 . . ? C21A C22A H22A 118.9 . . ? C22A C23A C24A 120.5(3) . . ? C22A C23A H23A 119.8 . . ? C24A C23A H23A 119.8 . . ? C23A C24A C25A 118.5(3) . . ? C23A C24A H24A 120.7 . . ? C25A C24A H24A 120.7 . . ? C26A C25A C24A 121.1(3) . . ? C26A C25A H25A 119.4 . . ? C24A C25A H25A 119.4 . . ? C25A C26A C21A 121.5(3) . . ? C25A C26A H26A 119.2 . . ? C21A C26A H26A 119.2 . . ? C26B C21B C22B 121.9(15) . . ? C26B C21B N1 115.0(12) . . ? C22B C21B N1 123.0(14) . . ? C21B C22B C23B 121.0(13) . . ? C21B C22B H22B 119.5 . . ? C23B C22B H22B 119.5 . . ? C22B C23B C24B 117.9(11) . . ? C22B C23B H23B 121.0 . . ? C24B C23B H23B 121.0 . . ? C25B C24B C23B 122.9(10) . . ? C25B C24B H24B 118.6 . . ? C23B C24B H24B 118.6 . . ? C24B C25B C26B 117.1(10) . . ? C24B C25B H25B 121.4 . . ? C26B C25B H25B 121.4 . . ? C21B C26B C25B 119.0(13) . . ? C21B C26B H26B 120.5 . . ? C25B C26B H26B 120.5 . . ? C36 C31 C32 119.34(17) . . ? C36 C31 P1 124.21(14) . . ? C32 C31 P1 116.35(14) . . ? C33 C32 C31 120.27(19) . . ? C33 C32 H32 119.9 . . ? C31 C32 H32 119.9 . . ? C34 C33 C32 119.9(2) . . ? C34 C33 H33 120.0 . . ? C32 C33 H33 120.0 . . ? C35 C34 C33 120.10(19) . . ? C35 C34 H34 120.0 . . ? C33 C34 H34 120.0 . . ? C34 C35 C36 120.3(2) . . ? C34 C35 H35 119.9 . . ? C36 C35 H35 119.9 . . ? C35 C36 C31 120.00(19) . . ? C35 C36 H36 120.0 . . ? C31 C36 H36 120.0 . . ? C46 C41 C42 118.79(17) . . ? C46 C41 P1 121.93(14) . . ? C42 C41 P1 118.85(13) . . ? C43 C42 C41 120.60(18) . . ? C43 C42 H42 119.7 . . ? C41 C42 H42 119.7 . . ? C44 C43 C42 120.23(19) . . ? C44 C43 H43 119.9 . . ? C42 C43 H43 119.9 . . ? C45 C44 C43 119.64(18) . . ? C45 C44 H44 120.2 . . ? C43 C44 H44 120.2 . . ? C44 C45 C46 120.57(18) . . ? C44 C45 H45 119.7 . . ? C46 C45 H45 119.7 . . ? C45 C46 C41 120.10(18) . . ? C45 C46 H46 119.9 . . ? C41 C46 H46 119.9 . . ? C52 C51 C56 118.79(17) . . ? C52 C51 P1 121.99(14) . . ? C56 C51 P1 119.21(13) . . ? C53 C52 C51 120.36(17) . . ? C53 C52 H52 119.8 . . ? C51 C52 H52 119.8 . . ? C52 C53 C54 120.35(17) . . ? C52 C53 H53 119.8 . . ? C54 C53 H53 119.8 . . ? C55 C54 C53 119.68(18) . . ? C55 C54 H54 120.2 . . ? C53 C54 H54 120.2 . . ? C56 C55 C54 119.96(17) . . ? C56 C55 H55 120.0 . . ? C54 C55 H55 120.0 . . ? C55 C56 C51 120.85(17) . . ? C55 C56 H56 119.6 . . ? C51 C56 H56 119.6 . . ? C62 C61 C66 118.73(17) . . ? C62 C61 P4 122.71(14) . . ? C66 C61 P4 118.47(14) . . ? C63 C62 C61 120.35(18) . . ? C63 C62 H62 119.8 . . ? C61 C62 H62 119.8 . . ? C64 C63 C62 120.34(18) . . ? C64 C63 H63 119.8 . . ? C62 C63 H63 119.8 . . ? C63 C64 C65 119.94(18) . . ? C63 C64 H64 120.0 . . ? C65 C64 H64 120.0 . . ? C64 C65 C66 119.95(18) . . ? C64 C65 H65 120.0 . . ? C66 C65 H65 120.0 . . ? C65 C66 C61 120.68(18) . . ? C65 C66 H66 119.7 . . ? C61 C66 H66 119.7 . . ? C72 C71 C76 118.52(17) . . ? C72 C71 P4 124.08(15) . . ? C76 C71 P4 117.31(13) . . ? C73 C72 C71 120.44(19) . . ? C73 C72 H72 119.8 . . ? C71 C72 H72 119.8 . . ? C74 C73 C72 120.64(19) . . ? C74 C73 H73 119.7 . . ? C72 C73 H73 119.7 . . ? C73 C74 C75 119.53(18) . . ? C73 C74 H74 120.2 . . ? C75 C74 H74 120.2 . . ? C76 C75 C74 120.00(19) . . ? C76 C75 H75 120.0 . . ? C74 C75 H75 120.0 . . ? C75 C76 C71 120.86(17) . . ? C75 C76 H76 119.6 . . ? C71 C76 H76 119.6 . . ? C86 C81 C82 119.47(16) . . ? C86 C81 P4 118.11(13) . . ? C82 C81 P4 122.36(13) . . ? C83 C82 C81 120.16(17) . . ? C83 C82 H82 119.9 . . ? C81 C82 H82 119.9 . . ? C84 C83 C82 120.17(17) . . ? C84 C83 H83 119.9 . . ? C82 C83 H83 119.9 . . ? C85 C84 C83 119.72(18) . . ? C85 C84 H84 120.1 . . ? C83 C84 H84 120.1 . . ? C84 C85 C86 120.71(18) . . ? C84 C85 H85 119.6 . . ? C86 C85 H85 119.6 . . ? C85 C86 C81 119.76(17) . . ? C85 C86 H86 120.1 . . ? C81 C86 H86 120.1 . . ? C102 C103 C101 120.2(3) . 2_655 ? C102 C103 H103 119.9 . . ? C101 C103 H103 119.9 2_655 . ? C103 C102 C101 120.4(3) . . ? C103 C102 H102 119.8 . . ? C101 C102 H102 119.8 . . ? C103 C101 C102 119.4(3) 2_655 . ? C103 C101 H101 120.3 2_655 . ? C102 C101 H101 120.3 . . ? C93 C91 C92 120.0(3) 2_646 . ? C93 C91 H91 120.0 2_646 . ? C92 C91 H91 120.0 . . ? C93 C92 C91 120.9(3) . . ? C93 C92 H92 119.6 . . ? C91 C92 H92 119.6 . . ? C92 C93 C91 119.1(4) . 2_646 ? C92 C93 H93 120.4 . . ? C91 C93 H93 120.4 2_646 . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 29.57 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.431 _refine_diff_density_min -0.613 _refine_diff_density_rms 0.073 data_2 _database_code_depnum_ccdc_archive 'CCDC 766168' #TrackingRef 'LotitoCuPN.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C50 H44 Cu N P2, C6 H6' _chemical_formula_sum 'C56 H50 Cu N P2' _chemical_formula_weight 862.45 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P_-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.887(2) _cell_length_b 12.290(2) _cell_length_c 16.185(3) _cell_angle_alpha 76.050(3) _cell_angle_beta 83.284(4) _cell_angle_gamma 88.775(3) _cell_volume 2279.0(8) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9699 _cell_measurement_theta_min 2.39 _cell_measurement_theta_max 27.50 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max .40 _exptl_crystal_size_mid .35 _exptl_crystal_size_min .20 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.257 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 904 _exptl_absorpt_coefficient_mu 0.588 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.677418 _exptl_absorpt_correction_T_max 0.745551 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2009)' _exptl_special_details ; 'Siemens three-circle diffractometer, Bruker APEX CCD' ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart APEX CCD' _diffrn_measurement_method 'omega and phi scans' _diffrn_detector_area_resol_mean 8.3 _diffrn_reflns_number 10466 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0427 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.31 _diffrn_reflns_theta_max 27.57 _reflns_number_total 10466 _reflns_number_gt 9697 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 v2009.9.0 (Bruker-AXS, 2009)' _computing_cell_refinement 'SAINT 7.46A (Bruker-AXS, 2009)' _computing_data_reduction 'SAINT 7.46A (Bruker-AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0280P)^2^+0.8369P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10466 _refine_ls_number_parameters 542 _refine_ls_number_restraints 37 _refine_ls_R_factor_all 0.0360 _refine_ls_R_factor_gt 0.0311 _refine_ls_wR_factor_ref 0.0754 _refine_ls_wR_factor_gt 0.0728 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.042 _refine_ls_shift/su_max 0.025 _refine_ls_shift/su_mean 0.002 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu -0.124667(19) -0.130617(18) -0.245713(15) 0.01502(6) Uani 1 1 d . . . P1 P -0.05970(4) -0.27544(4) -0.15315(3) 0.01532(10) Uani 1 1 d . . . P2 P -0.24058(4) -0.14257(4) -0.34249(3) 0.01531(10) Uani 1 1 d . . . N1 N -0.07509(13) 0.01784(12) -0.24410(11) 0.0176(3) Uani 1 1 d . . . C1 C 0.03974(15) 0.04220(14) -0.25136(12) 0.0162(3) Uani 1 1 d . . . C2 C 0.08482(16) 0.11746(15) -0.20996(12) 0.0187(4) Uani 1 1 d . . . H2 H 0.0352 0.1546 -0.1755 0.022 Uiso 1 1 calc R . . C3 C 0.20025(17) 0.13795(16) -0.21880(13) 0.0213(4) Uani 1 1 d . . . H3 H 0.2279 0.1893 -0.1904 0.026 Uiso 1 1 calc R . . C4 C 0.27739(17) 0.08512(17) -0.26844(13) 0.0241(4) Uani 1 1 d . . . C5 C 0.23348(17) 0.00692(17) -0.30567(13) 0.0221(4) Uani 1 1 d . . . H5 H 0.2840 -0.0334 -0.3372 0.027 Uiso 1 1 calc R . . C6 C 0.11831(17) -0.01391(16) -0.29819(12) 0.0202(4) Uani 1 1 d . . . H6 H 0.0917 -0.0673 -0.3253 0.024 Uiso 1 1 calc R . . C7 C 0.40182(19) 0.1140(2) -0.28192(17) 0.0346(5) Uani 1 1 d . . . H7A H 0.4156 0.1704 -0.2506 0.052 Uiso 1 1 calc R . . H7B H 0.4254 0.1439 -0.3432 0.052 Uiso 1 1 calc R . . H7C H 0.4453 0.0464 -0.2608 0.052 Uiso 1 1 calc R . . C8 C -0.15505(15) 0.10024(15) -0.23732(12) 0.0163(3) Uani 1 1 d . . . C9 C -0.26293(16) 0.06942(16) -0.19339(12) 0.0184(4) Uani 1 1 d . . . H9 H -0.2782 -0.0073 -0.1666 0.022 Uiso 1 1 calc R . . C10 C -0.34751(17) 0.14664(17) -0.18773(12) 0.0203(4) Uani 1 1 d . . . H10 H -0.4194 0.1217 -0.1577 0.024 Uiso 1 1 calc R . . C11 C -0.32988(17) 0.26029(17) -0.22507(13) 0.0233(4) Uani 1 1 d . . . C12 C -0.22375(18) 0.29224(17) -0.27071(14) 0.0252(4) Uani 1 1 d . . . H12 H -0.2098 0.3690 -0.2982 0.030 Uiso 1 1 calc R . . C13 C -0.13863(17) 0.21526(16) -0.27702(13) 0.0214(4) Uani 1 1 d . . . H13 H -0.0677 0.2402 -0.3087 0.026 Uiso 1 1 calc R . . C14 C -0.4198(2) 0.3470(2) -0.21421(17) 0.0369(5) Uani 1 1 d . . . H14A H -0.3916 0.4217 -0.2454 0.055 Uiso 1 1 calc R . . H14B H -0.4375 0.3452 -0.1532 0.055 Uiso 1 1 calc R . . H14C H -0.4884 0.3299 -0.2370 0.055 Uiso 1 1 calc R . . C15 C 0.04601(16) -0.24776(15) -0.08773(12) 0.0167(4) Uani 1 1 d . . . C16 C 0.03629(18) -0.14824(16) -0.06009(13) 0.0226(4) Uani 1 1 d . . . H16 H -0.0198 -0.0950 -0.0796 0.027 Uiso 1 1 calc R . . C17 C 0.10843(19) -0.12722(17) -0.00424(14) 0.0268(4) Uani 1 1 d . . . H17 H 0.1007 -0.0602 0.0153 0.032 Uiso 1 1 calc R . . C18 C 0.19176(19) -0.20345(18) 0.02327(13) 0.0265(4) Uani 1 1 d . . . H18 H 0.2402 -0.1893 0.0623 0.032 Uiso 1 1 calc R . . C19 C 0.20423(18) -0.30061(18) -0.00633(13) 0.0245(4) Uani 1 1 d . . . H19 H 0.2629 -0.3518 0.0110 0.029 Uiso 1 1 calc R . . C20 C 0.13126(17) -0.32300(16) -0.06109(13) 0.0212(4) Uani 1 1 d . . . H20 H 0.1395 -0.3901 -0.0805 0.025 Uiso 1 1 calc R . . C21 C 0.00125(16) -0.39230(15) -0.19400(12) 0.0173(4) Uani 1 1 d . . . C22 C 0.09152(17) -0.36949(16) -0.25937(13) 0.0220(4) Uani 1 1 d . . . H22 H 0.1197 -0.2950 -0.2806 0.026 Uiso 1 1 calc R . . C23 C 0.14039(19) -0.45561(18) -0.29354(14) 0.0258(4) Uani 1 1 d . . . H23 H 0.2024 -0.4399 -0.3374 0.031 Uiso 1 1 calc R . . C24 C 0.0983(2) -0.56456(17) -0.26338(14) 0.0270(5) Uani 1 1 d . . . H24 H 0.1315 -0.6233 -0.2867 0.032 Uiso 1 1 calc R . . C25 C 0.00838(19) -0.58704(17) -0.19955(14) 0.0262(4) Uani 1 1 d . . . H25 H -0.0207 -0.6613 -0.1793 0.031 Uiso 1 1 calc R . . C26 C -0.04018(17) -0.50151(16) -0.16458(13) 0.0212(4) Uani 1 1 d . . . H26 H -0.1019 -0.5179 -0.1205 0.025 Uiso 1 1 calc R . . C27 C -0.17732(17) -0.33661(15) -0.07314(13) 0.0188(4) Uani 1 1 d . . . C28 C -0.28111(18) -0.35256(18) -0.10135(14) 0.0261(4) Uani 1 1 d . . . H28 H -0.2877 -0.3347 -0.1611 0.031 Uiso 1 1 calc R . . C29 C -0.37426(19) -0.39392(19) -0.04369(15) 0.0307(5) Uani 1 1 d . . . H29 H -0.4440 -0.4050 -0.0639 0.037 Uiso 1 1 calc R . . C30 C -0.36591(19) -0.41941(19) 0.04401(15) 0.0305(5) Uani 1 1 d . . . H30 H -0.4299 -0.4477 0.0838 0.037 Uiso 1 1 calc R . . C31 C -0.26391(19) -0.40324(18) 0.07290(14) 0.0275(5) Uani 1 1 d . . . H31 H -0.2578 -0.4206 0.1327 0.033 Uiso 1 1 calc R . . C32 C -0.17057(18) -0.36170(17) 0.01483(13) 0.0231(4) Uani 1 1 d . . . H32 H -0.1011 -0.3502 0.0353 0.028 Uiso 1 1 calc R . . C33 C -0.18140(16) -0.22850(16) -0.41429(12) 0.0174(4) Uani 1 1 d . . . C34 C -0.14547(17) -0.33703(16) -0.37745(13) 0.0208(4) Uani 1 1 d . . . H34 H -0.1484 -0.3619 -0.3169 0.025 Uiso 1 1 calc R . . C35 C -0.10577(18) -0.40821(17) -0.42885(14) 0.0244(4) Uani 1 1 d . . . H35 H -0.0816 -0.4816 -0.4035 0.029 Uiso 1 1 calc R . . C36 C -0.10136(17) -0.37228(18) -0.51742(14) 0.0251(4) Uani 1 1 d . . . H36 H -0.0754 -0.4215 -0.5526 0.030 Uiso 1 1 calc R . . C37 C -0.13495(18) -0.26425(18) -0.55460(13) 0.0247(4) Uani 1 1 d . . . H37 H -0.1301 -0.2389 -0.6152 0.030 Uiso 1 1 calc R . . C38 C -0.17575(17) -0.19316(16) -0.50283(13) 0.0214(4) Uani 1 1 d . . . H38 H -0.1999 -0.1198 -0.5284 0.026 Uiso 1 1 calc R . . C39 C -0.38270(16) -0.20274(16) -0.30740(12) 0.0172(4) Uani 1 1 d . . . C40 C -0.42267(17) -0.29214(16) -0.33528(14) 0.0226(4) Uani 1 1 d . . . H40 H -0.3765 -0.3218 -0.3765 0.027 Uiso 1 1 calc R . . C41 C -0.52948(18) -0.33838(18) -0.30331(15) 0.0271(4) Uani 1 1 d . . . H41 H -0.5553 -0.4000 -0.3221 0.033 Uiso 1 1 calc R . . C42 C -0.59785(17) -0.29493(18) -0.24441(16) 0.0291(4) Uani 1 1 d . . . H42 H -0.6707 -0.3266 -0.2227 0.035 Uiso 1 1 calc R . . C43 C -0.56056(18) -0.2053(2) -0.21681(14) 0.0298(5) Uani 1 1 d . . . H43 H -0.6083 -0.1746 -0.1770 0.036 Uiso 1 1 calc R . . C44 C -0.45330(17) -0.16007(17) -0.24733(14) 0.0244(4) Uani 1 1 d . . . H44 H -0.4275 -0.0995 -0.2272 0.029 Uiso 1 1 calc R . . C45 C -0.26156(17) -0.00759(15) -0.41547(12) 0.0185(4) Uani 1 1 d . . . C46 C -0.36357(18) 0.02618(17) -0.44716(14) 0.0256(4) Uani 1 1 d . . . H46 H -0.4282 -0.0215 -0.4295 0.031 Uiso 1 1 calc R . . C47 C -0.3717(2) 0.12982(19) -0.50481(15) 0.0322(5) Uani 1 1 d . . . H47 H -0.4420 0.1528 -0.5257 0.039 Uiso 1 1 calc R . . C48 C -0.2780(2) 0.19897(18) -0.53155(15) 0.0325(5) Uani 1 1 d . . . H48 H -0.2837 0.2691 -0.5714 0.039 Uiso 1 1 calc R . . C49 C -0.1752(2) 0.16645(18) -0.50040(14) 0.0300(5) Uani 1 1 d . . . H49 H -0.1107 0.2142 -0.5190 0.036 Uiso 1 1 calc R . . C50 C -0.16703(18) 0.06387(17) -0.44203(13) 0.0244(4) Uani 1 1 d . . . H50 H -0.0971 0.0421 -0.4201 0.029 Uiso 1 1 calc R . . C51 C -0.4961(2) 0.0950(2) 0.03096(14) 0.0369(6) Uani 1 1 d DU . . H51 H -0.4934 0.1605 0.0521 0.044 Uiso 1 1 calc R . . C52 C -0.4113(2) 0.0163(2) 0.04428(15) 0.0366(5) Uani 1 1 d DU . . H52 H -0.3506 0.0274 0.0747 0.044 Uiso 1 1 calc R . . C53 C -0.4153(2) -0.0789(2) 0.01304(15) 0.0353(5) Uani 1 1 d DU . . H53 H -0.3570 -0.1332 0.0219 0.042 Uiso 1 1 calc R . . C54 C -0.4212(2) -0.4163(3) -0.5370(2) 0.0500(7) Uani 1 1 d DU . . H54 H -0.3668 -0.3589 -0.5625 0.060 Uiso 1 1 calc R . . C55 C -0.3883(2) -0.5155(3) -0.4861(2) 0.0497(7) Uani 1 1 d DU . . H55 H -0.3111 -0.5260 -0.4764 0.060 Uiso 1 1 calc R . . C56 C -0.4658(3) -0.5999(3) -0.44892(19) 0.0486(7) Uani 1 1 d DU . . H56 H -0.4423 -0.6684 -0.4140 0.058 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.01773(11) 0.01177(10) 0.01585(10) -0.00285(9) -0.00398(9) -0.00084(8) P1 0.0186(2) 0.0117(2) 0.0163(2) -0.00308(17) -0.00521(18) -0.00093(17) P2 0.0173(2) 0.0138(2) 0.0149(2) -0.00293(17) -0.00342(18) -0.00032(17) N1 0.0184(7) 0.0129(7) 0.0223(8) -0.0048(6) -0.0038(7) -0.0014(6) C1 0.0187(9) 0.0130(8) 0.0164(8) -0.0016(7) -0.0038(7) 0.0000(7) C2 0.0216(10) 0.0156(8) 0.0194(9) -0.0047(7) -0.0032(8) -0.0003(7) C3 0.0231(10) 0.0181(9) 0.0233(10) -0.0037(7) -0.0077(8) -0.0022(8) C4 0.0183(9) 0.0234(10) 0.0278(11) 0.0004(8) -0.0048(8) -0.0009(8) C5 0.0209(10) 0.0231(10) 0.0206(9) -0.0027(8) -0.0017(8) 0.0056(8) C6 0.0241(10) 0.0176(9) 0.0190(10) -0.0035(7) -0.0043(8) 0.0007(8) C7 0.0210(11) 0.0369(13) 0.0441(14) -0.0051(11) -0.0062(10) -0.0028(9) C8 0.0187(9) 0.0152(8) 0.0158(9) -0.0045(7) -0.0032(7) -0.0015(7) C9 0.0210(10) 0.0197(9) 0.0151(9) -0.0048(7) -0.0025(7) -0.0055(7) C10 0.0185(9) 0.0287(10) 0.0153(9) -0.0077(8) -0.0025(7) -0.0023(8) C11 0.0239(10) 0.0262(10) 0.0225(10) -0.0093(8) -0.0068(8) 0.0064(8) C12 0.0284(11) 0.0157(9) 0.0303(11) -0.0034(8) -0.0033(8) 0.0008(8) C13 0.0175(9) 0.0166(9) 0.0285(10) -0.0034(8) 0.0009(8) -0.0024(7) C14 0.0329(13) 0.0376(13) 0.0426(14) -0.0157(11) -0.0038(11) 0.0138(10) C15 0.0195(9) 0.0164(8) 0.0146(8) -0.0033(7) -0.0032(7) -0.0043(7) C16 0.0271(10) 0.0193(9) 0.0224(10) -0.0058(8) -0.0054(8) 0.0003(8) C17 0.0359(12) 0.0219(10) 0.0254(11) -0.0100(8) -0.0057(9) -0.0045(9) C18 0.0310(11) 0.0293(11) 0.0192(10) -0.0030(8) -0.0074(8) -0.0113(9) C19 0.0219(10) 0.0247(10) 0.0252(10) 0.0002(8) -0.0077(8) -0.0036(8) C20 0.0234(10) 0.0181(9) 0.0225(9) -0.0042(7) -0.0059(8) -0.0008(8) C21 0.0214(9) 0.0139(8) 0.0180(9) -0.0040(7) -0.0085(7) 0.0019(7) C22 0.0244(10) 0.0164(9) 0.0252(10) -0.0045(8) -0.0044(8) -0.0008(7) C23 0.0300(11) 0.0251(10) 0.0222(10) -0.0062(8) -0.0027(9) 0.0034(9) C24 0.0388(12) 0.0201(9) 0.0264(11) -0.0111(8) -0.0116(9) 0.0075(9) C25 0.0369(12) 0.0150(9) 0.0290(11) -0.0061(8) -0.0108(9) -0.0016(8) C26 0.0260(10) 0.0175(9) 0.0210(10) -0.0040(7) -0.0068(8) -0.0027(8) C27 0.0200(9) 0.0128(8) 0.0226(10) -0.0020(7) -0.0035(7) 0.0006(7) C28 0.0251(11) 0.0257(10) 0.0265(11) -0.0025(8) -0.0062(8) -0.0033(8) C29 0.0230(11) 0.0300(11) 0.0377(13) -0.0042(10) -0.0049(9) -0.0041(9) C30 0.0289(11) 0.0268(11) 0.0339(12) -0.0077(9) 0.0069(9) -0.0046(9) C31 0.0331(12) 0.0267(10) 0.0215(10) -0.0056(8) 0.0015(9) -0.0025(9) C32 0.0248(11) 0.0227(10) 0.0230(10) -0.0068(8) -0.0055(8) 0.0009(8) C33 0.0165(9) 0.0181(9) 0.0188(9) -0.0056(7) -0.0044(7) -0.0002(7) C34 0.0230(10) 0.0199(9) 0.0200(9) -0.0041(7) -0.0065(8) 0.0031(8) C35 0.0236(10) 0.0221(10) 0.0295(11) -0.0082(8) -0.0078(9) 0.0072(8) C36 0.0238(10) 0.0279(10) 0.0263(11) -0.0131(9) -0.0010(8) 0.0050(9) C37 0.0281(11) 0.0280(10) 0.0177(9) -0.0064(8) -0.0004(8) 0.0010(9) C38 0.0241(10) 0.0190(9) 0.0193(9) -0.0018(7) -0.0021(8) 0.0007(8) C39 0.0179(9) 0.0181(9) 0.0154(9) -0.0016(7) -0.0057(7) 0.0005(7) C40 0.0222(10) 0.0184(9) 0.0282(11) -0.0068(8) -0.0044(8) 0.0006(8) C41 0.0232(10) 0.0203(10) 0.0379(12) -0.0046(9) -0.0083(9) -0.0038(8) C42 0.0179(9) 0.0327(11) 0.0331(11) 0.0005(10) -0.0041(9) -0.0048(8) C43 0.0204(10) 0.0442(13) 0.0251(11) -0.0100(9) -0.0011(8) 0.0019(9) C44 0.0227(10) 0.0290(10) 0.0241(10) -0.0106(9) -0.0044(9) 0.0012(8) C45 0.0271(10) 0.0141(8) 0.0142(9) -0.0029(7) -0.0024(7) 0.0013(7) C46 0.0260(11) 0.0212(10) 0.0278(11) -0.0014(8) -0.0050(9) 0.0014(8) C47 0.0343(12) 0.0265(11) 0.0327(12) 0.0013(9) -0.0104(10) 0.0089(9) C48 0.0480(14) 0.0195(10) 0.0268(11) 0.0017(8) -0.0069(10) 0.0028(10) C49 0.0392(13) 0.0217(10) 0.0270(11) -0.0008(9) -0.0048(10) -0.0067(9) C50 0.0277(11) 0.0218(10) 0.0227(10) -0.0008(8) -0.0068(8) -0.0032(8) C51 0.0538(16) 0.0319(12) 0.0235(11) -0.0078(9) 0.0062(11) -0.0141(11) C52 0.0371(13) 0.0457(14) 0.0231(11) -0.0015(10) 0.0007(10) -0.0180(11) C53 0.0346(13) 0.0380(13) 0.0265(12) 0.0003(10) 0.0084(10) -0.0037(10) C54 0.0448(16) 0.0514(17) 0.0589(18) -0.0247(14) 0.0000(14) -0.0151(14) C55 0.0353(14) 0.0634(19) 0.0581(18) -0.0269(15) -0.0095(13) -0.0061(13) C56 0.0518(17) 0.0505(16) 0.0487(17) -0.0218(14) -0.0060(13) -0.0036(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N1 1.9363(15) . ? Cu1 P1 2.2215(6) . ? Cu1 P2 2.2357(6) . ? P1 C15 1.8218(19) . ? P1 C21 1.8237(19) . ? P1 C27 1.830(2) . ? P2 C45 1.8209(19) . ? P2 C33 1.8247(19) . ? P2 C39 1.830(2) . ? N1 C8 1.389(2) . ? N1 C1 1.389(2) . ? C1 C6 1.408(3) . ? C1 C2 1.413(2) . ? C2 C3 1.385(3) . ? C2 H2 0.9500 . ? C3 C4 1.401(3) . ? C3 H3 0.9500 . ? C4 C5 1.390(3) . ? C4 C7 1.507(3) . ? C5 C6 1.384(3) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 C9 1.404(3) . ? C8 C13 1.412(3) . ? C9 C10 1.378(3) . ? C9 H9 0.9500 . ? C10 C11 1.391(3) . ? C10 H10 0.9500 . ? C11 C12 1.398(3) . ? C11 C14 1.519(3) . ? C12 C13 1.382(3) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 C20 1.392(3) . ? C15 C16 1.398(3) . ? C16 C17 1.387(3) . ? C16 H16 0.9500 . ? C17 C18 1.385(3) . ? C17 H17 0.9500 . ? C18 C19 1.389(3) . ? C18 H18 0.9500 . ? C19 C20 1.386(3) . ? C19 H19 0.9500 . ? C20 H20 0.9500 . ? C21 C26 1.391(3) . ? C21 C22 1.398(3) . ? C22 C23 1.394(3) . ? C22 H22 0.9500 . ? C23 C24 1.392(3) . ? C23 H23 0.9500 . ? C24 C25 1.380(3) . ? C24 H24 0.9500 . ? C25 C26 1.394(3) . ? C25 H25 0.9500 . ? C26 H26 0.9500 . ? C27 C32 1.394(3) . ? C27 C28 1.398(3) . ? C28 C29 1.382(3) . ? C28 H28 0.9500 . ? C29 C30 1.393(3) . ? C29 H29 0.9500 . ? C30 C31 1.384(3) . ? C30 H30 0.9500 . ? C31 C32 1.387(3) . ? C31 H31 0.9500 . ? C32 H32 0.9500 . ? C33 C38 1.387(3) . ? C33 C34 1.403(3) . ? C34 C35 1.386(3) . ? C34 H34 0.9500 . ? C35 C36 1.390(3) . ? C35 H35 0.9500 . ? C36 C37 1.390(3) . ? C36 H36 0.9500 . ? C37 C38 1.393(3) . ? C37 H37 0.9500 . ? C38 H38 0.9500 . ? C39 C40 1.396(3) . ? C39 C44 1.400(3) . ? C40 C41 1.392(3) . ? C40 H40 0.9500 . ? C41 C42 1.378(3) . ? C41 H41 0.9500 . ? C42 C43 1.384(3) . ? C42 H42 0.9500 . ? C43 C44 1.389(3) . ? C43 H43 0.9500 . ? C44 H44 0.9500 . ? C45 C46 1.388(3) . ? C45 C50 1.402(3) . ? C46 C47 1.395(3) . ? C46 H46 0.9500 . ? C47 C48 1.379(3) . ? C47 H47 0.9500 . ? C48 C49 1.390(3) . ? C48 H48 0.9500 . ? C49 C50 1.390(3) . ? C49 H49 0.9500 . ? C50 H50 0.9500 . ? C51 C52 1.381(4) . ? C51 C53 1.382(4) 2_455 ? C51 H51 0.9500 . ? C52 C53 1.386(3) . ? C52 H52 0.9500 . ? C53 C51 1.382(4) 2_455 ? C53 H53 0.9500 . ? C54 C55 1.374(4) . ? C54 C56 1.392(4) 2_444 ? C54 H54 0.9500 . ? C55 C56 1.378(4) . ? C55 H55 0.9500 . ? C56 C54 1.391(4) 2_444 ? C56 H56 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Cu1 P1 117.59(5) . . ? N1 Cu1 P2 117.20(5) . . ? P1 Cu1 P2 125.20(2) . . ? C15 P1 C21 102.87(9) . . ? C15 P1 C27 102.83(9) . . ? C21 P1 C27 105.09(9) . . ? C15 P1 Cu1 117.89(6) . . ? C21 P1 Cu1 118.07(6) . . ? C27 P1 Cu1 108.41(6) . . ? C45 P2 C33 103.07(9) . . ? C45 P2 C39 105.28(9) . . ? C33 P2 C39 102.13(9) . . ? C45 P2 Cu1 112.43(6) . . ? C33 P2 Cu1 112.08(6) . . ? C39 P2 Cu1 120.08(6) . . ? C8 N1 C1 120.31(14) . . ? C8 N1 Cu1 119.53(12) . . ? C1 N1 Cu1 120.15(11) . . ? N1 C1 C6 119.88(16) . . ? N1 C1 C2 123.46(17) . . ? C6 C1 C2 116.57(17) . . ? C3 C2 C1 121.06(18) . . ? C3 C2 H2 119.5 . . ? C1 C2 H2 119.5 . . ? C2 C3 C4 121.90(18) . . ? C2 C3 H3 119.1 . . ? C4 C3 H3 119.1 . . ? C5 C4 C3 116.96(18) . . ? C5 C4 C7 121.9(2) . . ? C3 C4 C7 121.12(19) . . ? C6 C5 C4 121.89(19) . . ? C6 C5 H5 119.1 . . ? C4 C5 H5 119.1 . . ? C5 C6 C1 121.49(18) . . ? C5 C6 H6 119.3 . . ? C1 C6 H6 119.3 . . ? C4 C7 H7A 109.5 . . ? C4 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C4 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N1 C8 C9 119.54(16) . . ? N1 C8 C13 124.31(17) . . ? C9 C8 C13 116.01(17) . . ? C10 C9 C8 122.31(18) . . ? C10 C9 H9 118.8 . . ? C8 C9 H9 118.8 . . ? C9 C10 C11 121.42(18) . . ? C9 C10 H10 119.3 . . ? C11 C10 H10 119.3 . . ? C10 C11 C12 117.08(18) . . ? C10 C11 C14 121.8(2) . . ? C12 C11 C14 121.1(2) . . ? C13 C12 C11 121.84(19) . . ? C13 C12 H12 119.1 . . ? C11 C12 H12 119.1 . . ? C12 C13 C8 121.31(18) . . ? C12 C13 H13 119.3 . . ? C8 C13 H13 119.3 . . ? C11 C14 H14A 109.5 . . ? C11 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C11 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C20 C15 C16 119.27(17) . . ? C20 C15 P1 123.13(14) . . ? C16 C15 P1 117.52(15) . . ? C17 C16 C15 120.02(19) . . ? C17 C16 H16 120.0 . . ? C15 C16 H16 120.0 . . ? C18 C17 C16 120.37(18) . . ? C18 C17 H17 119.8 . . ? C16 C17 H17 119.8 . . ? C17 C18 C19 119.80(19) . . ? C17 C18 H18 120.1 . . ? C19 C18 H18 120.1 . . ? C20 C19 C18 120.12(19) . . ? C20 C19 H19 119.9 . . ? C18 C19 H19 119.9 . . ? C19 C20 C15 120.36(18) . . ? C19 C20 H20 119.8 . . ? C15 C20 H20 119.8 . . ? C26 C21 C22 119.14(17) . . ? C26 C21 P1 122.89(15) . . ? C22 C21 P1 117.95(14) . . ? C23 C22 C21 120.26(18) . . ? C23 C22 H22 119.9 . . ? C21 C22 H22 119.9 . . ? C24 C23 C22 120.0(2) . . ? C24 C23 H23 120.0 . . ? C22 C23 H23 120.0 . . ? C25 C24 C23 119.81(19) . . ? C25 C24 H24 120.1 . . ? C23 C24 H24 120.1 . . ? C24 C25 C26 120.44(19) . . ? C24 C25 H25 119.8 . . ? C26 C25 H25 119.8 . . ? C21 C26 C25 120.31(19) . . ? C21 C26 H26 119.8 . . ? C25 C26 H26 119.8 . . ? C32 C27 C28 118.31(19) . . ? C32 C27 P1 123.19(15) . . ? C28 C27 P1 118.38(15) . . ? C29 C28 C27 121.0(2) . . ? C29 C28 H28 119.5 . . ? C27 C28 H28 119.5 . . ? C28 C29 C30 120.0(2) . . ? C28 C29 H29 120.0 . . ? C30 C29 H29 120.0 . . ? C31 C30 C29 119.6(2) . . ? C31 C30 H30 120.2 . . ? C29 C30 H30 120.2 . . ? C30 C31 C32 120.2(2) . . ? C30 C31 H31 119.9 . . ? C32 C31 H31 119.9 . . ? C31 C32 C27 120.9(2) . . ? C31 C32 H32 119.6 . . ? C27 C32 H32 119.6 . . ? C38 C33 C34 119.10(17) . . ? C38 C33 P2 122.89(15) . . ? C34 C33 P2 117.93(15) . . ? C35 C34 C33 120.39(19) . . ? C35 C34 H34 119.8 . . ? C33 C34 H34 119.8 . . ? C34 C35 C36 120.03(19) . . ? C34 C35 H35 120.0 . . ? C36 C35 H35 120.0 . . ? C35 C36 C37 120.01(19) . . ? C35 C36 H36 120.0 . . ? C37 C36 H36 120.0 . . ? C36 C37 C38 119.88(19) . . ? C36 C37 H37 120.1 . . ? C38 C37 H37 120.1 . . ? C33 C38 C37 120.58(18) . . ? C33 C38 H38 119.7 . . ? C37 C38 H38 119.7 . . ? C40 C39 C44 118.29(18) . . ? C40 C39 P2 123.06(15) . . ? C44 C39 P2 118.61(14) . . ? C41 C40 C39 120.72(19) . . ? C41 C40 H40 119.6 . . ? C39 C40 H40 119.6 . . ? C42 C41 C40 120.10(19) . . ? C42 C41 H41 120.0 . . ? C40 C41 H41 120.0 . . ? C41 C42 C43 120.1(2) . . ? C41 C42 H42 119.9 . . ? C43 C42 H42 119.9 . . ? C42 C43 C44 120.0(2) . . ? C42 C43 H43 120.0 . . ? C44 C43 H43 120.0 . . ? C43 C44 C39 120.72(19) . . ? C43 C44 H44 119.6 . . ? C39 C44 H44 119.6 . . ? C46 C45 C50 119.16(18) . . ? C46 C45 P2 123.92(15) . . ? C50 C45 P2 116.90(15) . . ? C45 C46 C47 120.3(2) . . ? C45 C46 H46 119.8 . . ? C47 C46 H46 119.8 . . ? C48 C47 C46 120.2(2) . . ? C48 C47 H47 119.9 . . ? C46 C47 H47 119.9 . . ? C47 C48 C49 120.2(2) . . ? C47 C48 H48 119.9 . . ? C49 C48 H48 119.9 . . ? C48 C49 C50 119.8(2) . . ? C48 C49 H49 120.1 . . ? C50 C49 H49 120.1 . . ? C49 C50 C45 120.3(2) . . ? C49 C50 H50 119.9 . . ? C45 C50 H50 119.9 . . ? C52 C51 C53 120.3(2) . 2_455 ? C52 C51 H51 119.9 . . ? C53 C51 H51 119.9 2_455 . ? C51 C52 C53 119.7(2) . . ? C51 C52 H52 120.1 . . ? C53 C52 H52 120.1 . . ? C51 C53 C52 120.0(2) 2_455 . ? C51 C53 H53 120.0 2_455 . ? C52 C53 H53 120.0 . . ? C55 C54 C56 119.9(3) . 2_444 ? C55 C54 H54 120.0 . . ? C56 C54 H54 120.0 2_444 . ? C54 C55 C56 120.9(3) . . ? C54 C55 H55 119.6 . . ? C56 C55 H55 119.6 . . ? C55 C56 C54 119.2(3) . 2_444 ? C55 C56 H56 120.4 . . ? C54 C56 H56 120.4 2_444 . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.57 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.335 _refine_diff_density_min -0.336 _refine_diff_density_rms 0.056 data_3 _database_code_depnum_ccdc_archive 'CCDC 766169' #TrackingRef 'LotitoCuPN.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H38 Cu F2 N P2' _chemical_formula_weight 792.27 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.0998(19) _cell_length_b 21.800(4) _cell_length_c 16.617(4) _cell_angle_alpha 90.00 _cell_angle_beta 106.574(6) _cell_angle_gamma 90.00 _cell_volume 3853.8(13) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9501 _cell_measurement_theta_min 2.72 _cell_measurement_theta_max 30.69 _exptl_crystal_description rod _exptl_crystal_colour brown _exptl_crystal_size_max .4 _exptl_crystal_size_mid .3 _exptl_crystal_size_min .1 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.366 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1640 _exptl_absorpt_coefficient_mu 0.695 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6763 _exptl_absorpt_correction_T_max 0.7463 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2009)' _exptl_special_details ; 'Siemens three-circle diffractometer, Bruker APEX CCD' ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 8.3 _diffrn_reflns_number 83522 _diffrn_reflns_av_R_equivalents 0.0648 _diffrn_reflns_av_sigmaI/netI 0.0385 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -29 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.58 _diffrn_reflns_theta_max 29.15 _reflns_number_total 10382 _reflns_number_gt 7863 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT, SADABS and XPREP' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0463P)^2^+3.3575P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10382 _refine_ls_number_parameters 487 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0639 _refine_ls_R_factor_gt 0.0425 _refine_ls_wR_factor_ref 0.1115 _refine_ls_wR_factor_gt 0.0990 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.029 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.35530(15) 0.80903(8) 0.45775(11) 0.0198(3) Uani 1 1 d . . . Cu1 Cu 0.36024(2) 0.719505(11) 0.452958(15) 0.01764(7) Uani 1 1 d . . . P1 P 0.21256(4) 0.67728(2) 0.50347(3) 0.01681(11) Uani 1 1 d . . . C1 C 0.24399(18) 0.83902(9) 0.41933(13) 0.0196(4) Uani 1 1 d . . . F1 F -0.10198(12) 0.91873(7) 0.30591(10) 0.0424(4) Uani 1 1 d . . . P2 P 0.49861(5) 0.67508(2) 0.39806(3) 0.01727(11) Uani 1 1 d . . . C2 C 0.20629(19) 0.89378(10) 0.44938(14) 0.0243(4) Uani 1 1 d . . . H2 H 0.2613 0.9129 0.4972 0.029 Uiso 1 1 calc R . . F2 F 0.79132(12) 0.93733(6) 0.60816(9) 0.0343(3) Uani 1 1 d . . . C3 C 0.0914(2) 0.92060(11) 0.41128(15) 0.0291(5) Uani 1 1 d . . . H3 H 0.0680 0.9581 0.4319 0.035 Uiso 1 1 calc R . . C4 C 0.0117(2) 0.89201(11) 0.34316(15) 0.0300(5) Uani 1 1 d . . . C5 C 0.0425(2) 0.83844(11) 0.31150(14) 0.0276(5) Uani 1 1 d . . . H5 H -0.0147 0.8193 0.2646 0.033 Uiso 1 1 calc R . . C6 C 0.15932(19) 0.81234(10) 0.34921(13) 0.0233(4) Uani 1 1 d . . . H6 H 0.1821 0.7755 0.3268 0.028 Uiso 1 1 calc R . . C7 C 0.46155(18) 0.84293(9) 0.49541(12) 0.0185(4) Uani 1 1 d . . . C8 C 0.55487(18) 0.81762(9) 0.56268(13) 0.0212(4) Uani 1 1 d . . . H8 H 0.5417 0.7783 0.5832 0.025 Uiso 1 1 calc R . . C9 C 0.66605(19) 0.84860(10) 0.60000(14) 0.0246(4) Uani 1 1 d . . . H9 H 0.7289 0.8306 0.6450 0.030 Uiso 1 1 calc R . . C10 C 0.68331(19) 0.90571(10) 0.57063(14) 0.0247(4) Uani 1 1 d . . . C11 C 0.59596(19) 0.93248(10) 0.50460(14) 0.0250(4) Uani 1 1 d . . . H11 H 0.6107 0.9719 0.4849 0.030 Uiso 1 1 calc R . . C12 C 0.48611(19) 0.90110(10) 0.46711(13) 0.0228(4) Uani 1 1 d . . . H12 H 0.4256 0.9193 0.4210 0.027 Uiso 1 1 calc R . . C13 C 0.12858(18) 0.73761(9) 0.54016(12) 0.0199(4) Uani 1 1 d . . . C14 C 0.1949(2) 0.77379(10) 0.60706(13) 0.0239(4) Uani 1 1 d . . . H14 H 0.2789 0.7634 0.6368 0.029 Uiso 1 1 calc R . . C15 C 0.1390(2) 0.82485(10) 0.63058(15) 0.0293(5) Uani 1 1 d . . . H15 H 0.1835 0.8488 0.6774 0.035 Uiso 1 1 calc R . . C16 C 0.0178(2) 0.84096(11) 0.58563(15) 0.0324(5) Uani 1 1 d . . . H16 H -0.0196 0.8768 0.6005 0.039 Uiso 1 1 calc R . . C17 C -0.0484(2) 0.80539(11) 0.51957(15) 0.0318(5) Uani 1 1 d . . . H17 H -0.1319 0.8163 0.4894 0.038 Uiso 1 1 calc R . . C18 C 0.0067(2) 0.75356(10) 0.49677(14) 0.0250(4) Uani 1 1 d . . . H18 H -0.0395 0.7289 0.4512 0.030 Uiso 1 1 calc R . . C19 C 0.08956(17) 0.63283(9) 0.43087(12) 0.0178(4) Uani 1 1 d . . . C20 C 0.0635(2) 0.64489(11) 0.34577(13) 0.0264(4) Uani 1 1 d . . . H20 H 0.1113 0.6749 0.3269 0.032 Uiso 1 1 calc R . . C21 C -0.0313(2) 0.61384(11) 0.28794(14) 0.0307(5) Uani 1 1 d . . . H21 H -0.0488 0.6228 0.2298 0.037 Uiso 1 1 calc R . . C22 C -0.1001(2) 0.56996(11) 0.31459(14) 0.0289(5) Uani 1 1 d . . . H22 H -0.1645 0.5483 0.2748 0.035 Uiso 1 1 calc R . . C23 C -0.0758(2) 0.55738(11) 0.39888(15) 0.0321(5) Uani 1 1 d . . . H23 H -0.1239 0.5272 0.4173 0.039 Uiso 1 1 calc R . . C24 C 0.0189(2) 0.58881(10) 0.45707(14) 0.0264(4) Uani 1 1 d . . . H24 H 0.0354 0.5801 0.5152 0.032 Uiso 1 1 calc R . . C25 C 0.26764(17) 0.62658(9) 0.59328(12) 0.0191(4) Uani 1 1 d . . . C26 C 0.21073(19) 0.62305(10) 0.65753(13) 0.0219(4) Uani 1 1 d . . . H26 H 0.1422 0.6494 0.6568 0.026 Uiso 1 1 calc R . . C27 C 0.2527(2) 0.58156(10) 0.72276(13) 0.0239(4) Uani 1 1 d . . . H27 H 0.2126 0.5793 0.7661 0.029 Uiso 1 1 calc R . . C28 C 0.3527(2) 0.54359(10) 0.72452(14) 0.0258(4) Uani 1 1 d . . . H28 H 0.3815 0.5151 0.7691 0.031 Uiso 1 1 calc R . . C29 C 0.4112(2) 0.54688(11) 0.66176(14) 0.0286(5) Uani 1 1 d . . . H29 H 0.4803 0.5207 0.6633 0.034 Uiso 1 1 calc R . . C30 C 0.36931(19) 0.58833(10) 0.59628(13) 0.0250(4) Uani 1 1 d . . . H30 H 0.4102 0.5906 0.5533 0.030 Uiso 1 1 calc R . . C31 C 0.43264(18) 0.61760(9) 0.31790(12) 0.0184(4) Uani 1 1 d . . . C32 C 0.33644(18) 0.57999(9) 0.32784(13) 0.0219(4) Uani 1 1 d . . . H32 H 0.3087 0.5841 0.3766 0.026 Uiso 1 1 calc R . . C33 C 0.2806(2) 0.53676(10) 0.26786(14) 0.0255(4) Uani 1 1 d . . . H33 H 0.2154 0.5114 0.2758 0.031 Uiso 1 1 calc R . . C34 C 0.3197(2) 0.53048(10) 0.19633(14) 0.0256(4) Uani 1 1 d . . . H34 H 0.2819 0.5006 0.1553 0.031 Uiso 1 1 calc R . . C35 C 0.4142(2) 0.56793(10) 0.18483(13) 0.0248(4) Uani 1 1 d . . . H35 H 0.4406 0.5640 0.1355 0.030 Uiso 1 1 calc R . . C36 C 0.47026(19) 0.61115(10) 0.24499(13) 0.0225(4) Uani 1 1 d . . . H36 H 0.5350 0.6367 0.2366 0.027 Uiso 1 1 calc R . . C37 C 0.62865(18) 0.63727(10) 0.47380(12) 0.0202(4) Uani 1 1 d . . . C38 C 0.6366(2) 0.57462(11) 0.48505(14) 0.0287(5) Uani 1 1 d . . . H38 H 0.5732 0.5489 0.4511 0.034 Uiso 1 1 calc R . . C39 C 0.7368(2) 0.54893(12) 0.54562(16) 0.0363(6) Uani 1 1 d . . . H39 H 0.7412 0.5057 0.5530 0.044 Uiso 1 1 calc R . . C40 C 0.8296(2) 0.58540(13) 0.59510(15) 0.0350(5) Uani 1 1 d . . . H40 H 0.8982 0.5675 0.6362 0.042 Uiso 1 1 calc R . . C41 C 0.8224(2) 0.64811(12) 0.58459(14) 0.0316(5) Uani 1 1 d . . . H41 H 0.8865 0.6735 0.6185 0.038 Uiso 1 1 calc R . . C42 C 0.7223(2) 0.67427(11) 0.52496(14) 0.0262(4) Uani 1 1 d . . . H42 H 0.7173 0.7176 0.5188 0.031 Uiso 1 1 calc R . . C43 C 0.57857(18) 0.72714(9) 0.34545(13) 0.0199(4) Uani 1 1 d . . . C44 C 0.69387(19) 0.71318(10) 0.33222(14) 0.0246(4) Uani 1 1 d . . . H44 H 0.7353 0.6759 0.3531 0.030 Uiso 1 1 calc R . . C45 C 0.7481(2) 0.75378(11) 0.28860(14) 0.0288(5) Uani 1 1 d . . . H45 H 0.8267 0.7442 0.2796 0.035 Uiso 1 1 calc R . . C46 C 0.6883(2) 0.80812(12) 0.25819(16) 0.0344(5) Uani 1 1 d . . . H46 H 0.7256 0.8358 0.2282 0.041 Uiso 1 1 calc R . . C47 C 0.5750(3) 0.82188(12) 0.27151(16) 0.0372(6) Uani 1 1 d . . . H47 H 0.5340 0.8593 0.2507 0.045 Uiso 1 1 calc R . . C48 C 0.5200(2) 0.78177(10) 0.31491(14) 0.0277(5) Uani 1 1 d . . . H48 H 0.4415 0.7918 0.3238 0.033 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.0173(8) 0.0188(8) 0.0225(9) -0.0002(7) 0.0044(6) 0.0006(6) Cu1 0.01659(12) 0.01762(13) 0.01927(13) -0.00145(9) 0.00599(9) -0.00073(9) P1 0.0155(2) 0.0180(2) 0.0176(2) -0.00168(18) 0.00563(18) -0.00068(18) C1 0.0202(9) 0.0185(10) 0.0198(10) 0.0035(7) 0.0051(8) -0.0012(7) F1 0.0233(7) 0.0467(9) 0.0498(9) 0.0153(7) -0.0015(6) 0.0080(6) P2 0.0168(2) 0.0167(2) 0.0193(2) -0.00059(19) 0.00689(19) -0.00084(18) C2 0.0206(9) 0.0244(11) 0.0259(11) -0.0004(8) 0.0035(8) 0.0007(8) F2 0.0212(6) 0.0331(8) 0.0416(8) 0.0003(6) -0.0026(6) -0.0072(5) C3 0.0253(10) 0.0262(12) 0.0354(13) 0.0046(9) 0.0082(9) 0.0050(9) C4 0.0184(9) 0.0343(13) 0.0339(12) 0.0124(10) 0.0020(9) 0.0019(9) C5 0.0233(10) 0.0321(12) 0.0228(11) 0.0073(9) -0.0010(8) -0.0072(9) C6 0.0242(10) 0.0229(11) 0.0213(10) 0.0022(8) 0.0041(8) -0.0053(8) C7 0.0184(9) 0.0190(10) 0.0184(9) -0.0020(7) 0.0055(7) 0.0008(7) C8 0.0219(9) 0.0179(10) 0.0234(10) 0.0021(8) 0.0062(8) 0.0008(7) C9 0.0204(9) 0.0274(11) 0.0233(11) 0.0033(8) 0.0017(8) 0.0029(8) C10 0.0181(9) 0.0267(11) 0.0274(11) -0.0030(9) 0.0036(8) -0.0023(8) C11 0.0224(10) 0.0229(11) 0.0292(11) 0.0023(9) 0.0063(9) -0.0023(8) C12 0.0217(9) 0.0219(10) 0.0228(10) 0.0041(8) 0.0030(8) 0.0001(8) C13 0.0225(9) 0.0190(9) 0.0210(10) 0.0003(8) 0.0105(8) 0.0008(7) C14 0.0236(10) 0.0248(11) 0.0238(10) -0.0038(8) 0.0078(8) -0.0018(8) C15 0.0381(12) 0.0249(11) 0.0274(12) -0.0071(9) 0.0133(10) -0.0018(9) C16 0.0426(13) 0.0263(12) 0.0353(13) -0.0014(10) 0.0226(11) 0.0070(10) C17 0.0290(11) 0.0338(13) 0.0362(13) 0.0039(10) 0.0152(10) 0.0104(10) C18 0.0226(10) 0.0282(11) 0.0252(11) -0.0018(9) 0.0083(8) 0.0014(8) C19 0.0162(8) 0.0178(9) 0.0197(9) -0.0014(7) 0.0057(7) 0.0003(7) C20 0.0271(10) 0.0299(12) 0.0222(11) 0.0022(9) 0.0072(9) -0.0077(9) C21 0.0303(11) 0.0400(14) 0.0193(11) 0.0011(9) 0.0031(9) -0.0077(10) C22 0.0261(10) 0.0319(12) 0.0266(11) -0.0042(9) 0.0041(9) -0.0099(9) C23 0.0327(12) 0.0313(12) 0.0316(12) -0.0004(10) 0.0080(10) -0.0130(10) C24 0.0293(11) 0.0292(12) 0.0203(10) 0.0011(9) 0.0062(9) -0.0071(9) C25 0.0177(8) 0.0194(10) 0.0186(9) -0.0038(7) 0.0027(7) -0.0024(7) C26 0.0211(9) 0.0220(10) 0.0225(10) -0.0006(8) 0.0060(8) 0.0024(8) C27 0.0284(10) 0.0232(11) 0.0206(10) -0.0001(8) 0.0076(8) -0.0017(8) C28 0.0305(11) 0.0212(11) 0.0218(11) -0.0009(8) 0.0011(9) 0.0014(8) C29 0.0287(11) 0.0291(12) 0.0248(11) -0.0009(9) 0.0026(9) 0.0105(9) C30 0.0230(10) 0.0311(12) 0.0205(10) -0.0031(8) 0.0057(8) 0.0049(8) C31 0.0190(9) 0.0172(9) 0.0185(9) -0.0002(7) 0.0042(7) 0.0001(7) C32 0.0222(9) 0.0216(10) 0.0234(10) 0.0001(8) 0.0091(8) -0.0027(8) C33 0.0251(10) 0.0210(10) 0.0296(12) 0.0003(8) 0.0063(9) -0.0052(8) C34 0.0275(10) 0.0235(11) 0.0221(11) -0.0033(8) 0.0011(8) -0.0010(8) C35 0.0262(10) 0.0280(11) 0.0197(10) 0.0000(8) 0.0057(8) 0.0032(8) C36 0.0232(10) 0.0223(10) 0.0226(10) 0.0011(8) 0.0076(8) -0.0010(8) C37 0.0202(9) 0.0243(10) 0.0179(9) 0.0011(8) 0.0086(8) 0.0019(8) C38 0.0313(11) 0.0260(12) 0.0286(12) 0.0040(9) 0.0085(9) -0.0004(9) C39 0.0431(14) 0.0307(13) 0.0355(14) 0.0132(10) 0.0116(11) 0.0072(10) C40 0.0322(12) 0.0502(16) 0.0216(11) 0.0118(10) 0.0058(9) 0.0077(11) C41 0.0273(11) 0.0456(15) 0.0208(11) -0.0017(10) 0.0048(9) 0.0006(10) C42 0.0269(10) 0.0279(11) 0.0236(11) -0.0015(9) 0.0070(9) -0.0001(9) C43 0.0207(9) 0.0208(10) 0.0191(10) 0.0005(8) 0.0071(8) -0.0036(7) C44 0.0217(9) 0.0248(11) 0.0281(11) -0.0004(9) 0.0082(8) -0.0023(8) C45 0.0246(10) 0.0343(13) 0.0306(12) -0.0021(10) 0.0127(9) -0.0088(9) C46 0.0408(13) 0.0326(13) 0.0342(13) 0.0051(10) 0.0177(11) -0.0090(10) C47 0.0492(15) 0.0297(13) 0.0389(14) 0.0151(11) 0.0225(12) 0.0077(11) C48 0.0285(11) 0.0283(12) 0.0296(12) 0.0073(9) 0.0135(9) 0.0052(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C7 1.381(2) . ? N1 C1 1.383(2) . ? N1 Cu1 1.9547(18) . ? Cu1 P2 2.2200(6) . ? Cu1 P1 2.2414(6) . ? P1 C13 1.815(2) . ? P1 C25 1.817(2) . ? P1 C19 1.822(2) . ? C1 C6 1.398(3) . ? C1 C2 1.403(3) . ? F1 C4 1.367(2) . ? P2 C43 1.812(2) . ? P2 C37 1.819(2) . ? P2 C31 1.823(2) . ? C2 C3 1.382(3) . ? C2 H2 0.9500 . ? F2 C10 1.369(2) . ? C3 C4 1.372(3) . ? C3 H3 0.9500 . ? C4 C5 1.364(3) . ? C5 C6 1.390(3) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C8 1.402(3) . ? C7 C12 1.406(3) . ? C8 C9 1.388(3) . ? C8 H8 0.9500 . ? C9 C10 1.371(3) . ? C9 H9 0.9500 . ? C10 C11 1.370(3) . ? C11 C12 1.382(3) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C13 C18 1.384(3) . ? C13 C14 1.390(3) . ? C14 C15 1.384(3) . ? C14 H14 0.9500 . ? C15 C16 1.384(3) . ? C15 H15 0.9500 . ? C16 C17 1.373(4) . ? C16 H16 0.9500 . ? C17 C18 1.387(3) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? C19 C20 1.385(3) . ? C19 C24 1.385(3) . ? C20 C21 1.383(3) . ? C20 H20 0.9500 . ? C21 C22 1.374(3) . ? C21 H21 0.9500 . ? C22 C23 1.376(3) . ? C22 H22 0.9500 . ? C23 C24 1.390(3) . ? C23 H23 0.9500 . ? C24 H24 0.9500 . ? C25 C26 1.389(3) . ? C25 C30 1.392(3) . ? C26 C27 1.386(3) . ? C26 H26 0.9500 . ? C27 C28 1.379(3) . ? C27 H27 0.9500 . ? C28 C29 1.378(3) . ? C28 H28 0.9500 . ? C29 C30 1.389(3) . ? C29 H29 0.9500 . ? C30 H30 0.9500 . ? C31 C32 1.393(3) . ? C31 C36 1.397(3) . ? C32 C33 1.383(3) . ? C32 H32 0.9500 . ? C33 C34 1.384(3) . ? C33 H33 0.9500 . ? C34 C35 1.384(3) . ? C34 H34 0.9500 . ? C35 C36 1.385(3) . ? C35 H35 0.9500 . ? C36 H36 0.9500 . ? C37 C38 1.378(3) . ? C37 C42 1.396(3) . ? C38 C39 1.387(3) . ? C38 H38 0.9500 . ? C39 C40 1.373(4) . ? C39 H39 0.9500 . ? C40 C41 1.378(4) . ? C40 H40 0.9500 . ? C41 C42 1.383(3) . ? C41 H41 0.9500 . ? C42 H42 0.9500 . ? C43 C48 1.382(3) . ? C43 C44 1.393(3) . ? C44 C45 1.386(3) . ? C44 H44 0.9500 . ? C45 C46 1.381(4) . ? C45 H45 0.9500 . ? C46 C47 1.371(3) . ? C46 H46 0.9500 . ? C47 C48 1.382(3) . ? C47 H47 0.9500 . ? C48 H48 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C7 N1 C1 119.43(17) . . ? C7 N1 Cu1 121.50(13) . . ? C1 N1 Cu1 119.02(13) . . ? N1 Cu1 P2 118.88(5) . . ? N1 Cu1 P1 111.27(5) . . ? P2 Cu1 P1 129.82(2) . . ? C13 P1 C25 104.45(9) . . ? C13 P1 C19 104.37(9) . . ? C25 P1 C19 103.50(9) . . ? C13 P1 Cu1 109.19(7) . . ? C25 P1 Cu1 116.53(6) . . ? C19 P1 Cu1 117.42(6) . . ? N1 C1 C6 119.20(19) . . ? N1 C1 C2 123.77(19) . . ? C6 C1 C2 116.92(19) . . ? C43 P2 C37 102.50(9) . . ? C43 P2 C31 103.17(9) . . ? C37 P2 C31 105.55(9) . . ? C43 P2 Cu1 114.62(7) . . ? C37 P2 Cu1 114.76(7) . . ? C31 P2 Cu1 114.79(6) . . ? C3 C2 C1 121.8(2) . . ? C3 C2 H2 119.1 . . ? C1 C2 H2 119.1 . . ? C4 C3 C2 118.7(2) . . ? C4 C3 H3 120.7 . . ? C2 C3 H3 120.7 . . ? C5 C4 F1 119.4(2) . . ? C5 C4 C3 122.2(2) . . ? F1 C4 C3 118.3(2) . . ? C4 C5 C6 118.7(2) . . ? C4 C5 H5 120.6 . . ? C6 C5 H5 120.6 . . ? C5 C6 C1 121.6(2) . . ? C5 C6 H6 119.2 . . ? C1 C6 H6 119.2 . . ? N1 C7 C8 119.46(18) . . ? N1 C7 C12 123.57(18) . . ? C8 C7 C12 116.87(18) . . ? C9 C8 C7 121.67(19) . . ? C9 C8 H8 119.2 . . ? C7 C8 H8 119.2 . . ? C10 C9 C8 118.7(2) . . ? C10 C9 H9 120.7 . . ? C8 C9 H9 120.7 . . ? F2 C10 C11 118.56(19) . . ? F2 C10 C9 119.22(19) . . ? C11 C10 C9 122.2(2) . . ? C10 C11 C12 118.8(2) . . ? C10 C11 H11 120.6 . . ? C12 C11 H11 120.6 . . ? C11 C12 C7 121.74(19) . . ? C11 C12 H12 119.1 . . ? C7 C12 H12 119.1 . . ? C18 C13 C14 119.34(19) . . ? C18 C13 P1 121.77(16) . . ? C14 C13 P1 118.31(15) . . ? C15 C14 C13 120.3(2) . . ? C15 C14 H14 119.9 . . ? C13 C14 H14 119.9 . . ? C14 C15 C16 119.8(2) . . ? C14 C15 H15 120.1 . . ? C16 C15 H15 120.1 . . ? C17 C16 C15 120.3(2) . . ? C17 C16 H16 119.9 . . ? C15 C16 H16 119.9 . . ? C16 C17 C18 120.1(2) . . ? C16 C17 H17 120.0 . . ? C18 C17 H17 120.0 . . ? C13 C18 C17 120.2(2) . . ? C13 C18 H18 119.9 . . ? C17 C18 H18 119.9 . . ? C20 C19 C24 118.68(19) . . ? C20 C19 P1 118.30(15) . . ? C24 C19 P1 123.00(16) . . ? C21 C20 C19 120.8(2) . . ? C21 C20 H20 119.6 . . ? C19 C20 H20 119.6 . . ? C22 C21 C20 120.0(2) . . ? C22 C21 H21 120.0 . . ? C20 C21 H21 120.0 . . ? C21 C22 C23 120.1(2) . . ? C21 C22 H22 119.9 . . ? C23 C22 H22 119.9 . . ? C22 C23 C24 120.0(2) . . ? C22 C23 H23 120.0 . . ? C24 C23 H23 120.0 . . ? C19 C24 C23 120.5(2) . . ? C19 C24 H24 119.8 . . ? C23 C24 H24 119.8 . . ? C26 C25 C30 118.75(19) . . ? C26 C25 P1 123.00(15) . . ? C30 C25 P1 118.22(15) . . ? C27 C26 C25 120.81(19) . . ? C27 C26 H26 119.6 . . ? C25 C26 H26 119.6 . . ? C28 C27 C26 119.8(2) . . ? C28 C27 H27 120.1 . . ? C26 C27 H27 120.1 . . ? C29 C28 C27 120.2(2) . . ? C29 C28 H28 119.9 . . ? C27 C28 H28 119.9 . . ? C28 C29 C30 120.2(2) . . ? C28 C29 H29 119.9 . . ? C30 C29 H29 119.9 . . ? C29 C30 C25 120.3(2) . . ? C29 C30 H30 119.9 . . ? C25 C30 H30 119.9 . . ? C32 C31 C36 118.20(18) . . ? C32 C31 P2 118.66(15) . . ? C36 C31 P2 123.08(15) . . ? C33 C32 C31 121.11(19) . . ? C33 C32 H32 119.4 . . ? C31 C32 H32 119.4 . . ? C32 C33 C34 120.04(19) . . ? C32 C33 H33 120.0 . . ? C34 C33 H33 120.0 . . ? C33 C34 C35 119.7(2) . . ? C33 C34 H34 120.1 . . ? C35 C34 H34 120.1 . . ? C34 C35 C36 120.2(2) . . ? C34 C35 H35 119.9 . . ? C36 C35 H35 119.9 . . ? C35 C36 C31 120.69(19) . . ? C35 C36 H36 119.7 . . ? C31 C36 H36 119.7 . . ? C38 C37 C42 118.8(2) . . ? C38 C37 P2 123.40(17) . . ? C42 C37 P2 117.73(16) . . ? C37 C38 C39 120.4(2) . . ? C37 C38 H38 119.8 . . ? C39 C38 H38 119.8 . . ? C40 C39 C38 120.6(2) . . ? C40 C39 H39 119.7 . . ? C38 C39 H39 119.7 . . ? C39 C40 C41 119.5(2) . . ? C39 C40 H40 120.3 . . ? C41 C40 H40 120.3 . . ? C40 C41 C42 120.4(2) . . ? C40 C41 H41 119.8 . . ? C42 C41 H41 119.8 . . ? C41 C42 C37 120.3(2) . . ? C41 C42 H42 119.9 . . ? C37 C42 H42 119.9 . . ? C48 C43 C44 119.19(19) . . ? C48 C43 P2 118.21(15) . . ? C44 C43 P2 122.55(16) . . ? C45 C44 C43 119.9(2) . . ? C45 C44 H44 120.0 . . ? C43 C44 H44 120.0 . . ? C46 C45 C44 120.3(2) . . ? C46 C45 H45 119.9 . . ? C44 C45 H45 119.9 . . ? C47 C46 C45 119.7(2) . . ? C47 C46 H46 120.2 . . ? C45 C46 H46 120.2 . . ? C46 C47 C48 120.6(2) . . ? C46 C47 H47 119.7 . . ? C48 C47 H47 119.7 . . ? C47 C48 C43 120.3(2) . . ? C47 C48 H48 119.8 . . ? C43 C48 H48 119.8 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 29.15 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.080 _refine_diff_density_min -0.446 _refine_diff_density_rms 0.075 data_7 _database_code_depnum_ccdc_archive 'CCDC 766170' #TrackingRef 'LotitoCuPN.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H38 Cu N P2' _chemical_formula_weight 754.27 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P_-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.9487(10) _cell_length_b 13.8065(11) _cell_length_c 13.8302(11) _cell_angle_alpha 63.1870(10) _cell_angle_beta 71.7160(10) _cell_angle_gamma 69.4760(10) _cell_volume 1873.7(3) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9704 _cell_measurement_theta_min 2.72 _cell_measurement_theta_max 31.28 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.55 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.337 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 784 _exptl_absorpt_coefficient_mu 0.704 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6539 _exptl_absorpt_correction_T_max 0.7463 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2009)' _exptl_special_details ; 'Siemens three-circle diffractometer, Bruker APEX CCD' ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart APEX CCD' _diffrn_measurement_method 'omega and phi scans' _diffrn_detector_area_resol_mean 8.3 _diffrn_reflns_number 49936 _diffrn_reflns_av_R_equivalents 0.0357 _diffrn_reflns_av_sigmaI/netI 0.0258 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.68 _diffrn_reflns_theta_max 29.57 _reflns_number_total 10471 _reflns_number_gt 9398 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 v2009.9.0 (Bruker-AXS, 2009)' _computing_cell_refinement 'SAINT 7.46A (Bruker-AXS, 2009)' _computing_data_reduction 'SAINT 7.46A (Bruker-AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0448P)^2^+0.8585P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10471 _refine_ls_number_parameters 469 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0356 _refine_ls_R_factor_gt 0.0311 _refine_ls_wR_factor_ref 0.0859 _refine_ls_wR_factor_gt 0.0824 _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_restrained_S_all 1.043 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.107316(13) -0.258210(12) -0.290550(12) 0.01343(5) Uani 1 1 d . . . P2 P 0.26767(3) -0.35006(3) -0.38040(3) 0.01346(7) Uani 1 1 d . . . N1 N 0.12205(10) -0.14213(9) -0.25506(9) 0.0151(2) Uani 1 1 d . . . C3 C -0.03199(13) 0.08604(11) -0.15838(11) 0.0222(3) Uani 1 1 d . . . H3 H -0.0163 0.1164 -0.1159 0.027 Uiso 1 1 calc R . . C16 C -0.30473(13) -0.13659(12) 0.02375(11) 0.0214(3) Uani 1 1 d . . . H16 H -0.3483 -0.1044 0.0770 0.026 Uiso 1 1 calc R . . P1 P -0.08092(3) -0.29148(3) -0.23512(3) 0.01351(7) Uani 1 1 d . . . C6 C -0.07933(12) -0.00395(11) -0.28544(11) 0.0189(2) Uani 1 1 d . . . H6 H -0.0954 -0.0328 -0.3291 0.023 Uiso 1 1 calc R . . C5 C -0.16092(13) 0.08771(12) -0.26425(12) 0.0229(3) Uani 1 1 d . . . H5 H -0.2338 0.1210 -0.2932 0.027 Uiso 1 1 calc R . . C20 C -0.17680(14) -0.47396(12) -0.07179(12) 0.0246(3) Uani 1 1 d . . . H20 H -0.2205 -0.4260 -0.0330 0.030 Uiso 1 1 calc R . . C47 C 0.42765(14) -0.60601(12) -0.12682(11) 0.0235(3) Uani 1 1 d . . . H47 H 0.4019 -0.6622 -0.0593 0.028 Uiso 1 1 calc R . . C39 C 0.48444(12) -0.21577(11) -0.68005(11) 0.0198(3) Uani 1 1 d . . . H39 H 0.5317 -0.2367 -0.7402 0.024 Uiso 1 1 calc R . . C2 C 0.05172(12) -0.00625(10) -0.17909(10) 0.0165(2) Uani 1 1 d . . . C11 C 0.24533(13) -0.06561(12) -0.09675(11) 0.0208(3) Uani 1 1 d . . . H11 H 0.2183 -0.0131 -0.0625 0.025 Uiso 1 1 calc R . . C42 C 0.34300(12) -0.15269(11) -0.50507(10) 0.0180(2) Uani 1 1 d . . . H42 H 0.2939 -0.1304 -0.4462 0.022 Uiso 1 1 calc R . . C14 C -0.12979(13) -0.26215(13) -0.03960(12) 0.0236(3) Uani 1 1 d . . . H14 H -0.0535 -0.3148 -0.0295 0.028 Uiso 1 1 calc R . . C41 C 0.40735(13) -0.08081(11) -0.59477(11) 0.0208(3) Uani 1 1 d . . . H41 H 0.4028 -0.0100 -0.5964 0.025 Uiso 1 1 calc R . . C22 C -0.13100(14) -0.65229(11) -0.08518(12) 0.0240(3) Uani 1 1 d . . . H22 H -0.1435 -0.7252 -0.0568 0.029 Uiso 1 1 calc R . . C29 C -0.18909(14) -0.11669(12) -0.53467(11) 0.0229(3) Uani 1 1 d . . . H29 H -0.1572 -0.0703 -0.6065 0.027 Uiso 1 1 calc R . . C30 C -0.12362(12) -0.16234(11) -0.44998(10) 0.0186(2) Uani 1 1 d . . . H30 H -0.0479 -0.1459 -0.4641 0.022 Uiso 1 1 calc R . . C23 C -0.04977(13) -0.61592(11) -0.18297(11) 0.0207(3) Uani 1 1 d . . . H23 H -0.0060 -0.6645 -0.2211 0.025 Uiso 1 1 calc R . . C34 C 0.16332(14) -0.54995(15) -0.51713(14) 0.0299(3) Uani 1 1 d . . . H34 H 0.1392 -0.5898 -0.5448 0.036 Uiso 1 1 calc R . . C27 C -0.34696(13) -0.20804(12) -0.40950(12) 0.0208(3) Uani 1 1 d . . . H27 H -0.4237 -0.2227 -0.3955 0.025 Uiso 1 1 calc R . . C36 C 0.27077(12) -0.54886(12) -0.39654(12) 0.0212(3) Uani 1 1 d . . . H36 H 0.3204 -0.5888 -0.3419 0.025 Uiso 1 1 calc R . . C28 C -0.30080(14) -0.13883(12) -0.51417(11) 0.0221(3) Uani 1 1 d . . . H28 H -0.3458 -0.1066 -0.5717 0.026 Uiso 1 1 calc R . . C24 C -0.03205(12) -0.50843(11) -0.22550(11) 0.0189(2) Uani 1 1 d . . . H24 H 0.0242 -0.4845 -0.2922 0.023 Uiso 1 1 calc R . . C18 C -0.28810(12) -0.15367(11) -0.14671(10) 0.0178(2) Uani 1 1 d . . . H18 H -0.3216 -0.1331 -0.2092 0.021 Uiso 1 1 calc R . . C40 C 0.47834(12) -0.11244(11) -0.68211(11) 0.0201(3) Uani 1 1 d . . . H40 H 0.5225 -0.0635 -0.7430 0.024 Uiso 1 1 calc R . . C12 C 0.17087(12) -0.06960(11) -0.15492(10) 0.0163(2) Uani 1 1 d . . . C26 C -0.28083(12) -0.25581(11) -0.32528(11) 0.0179(2) Uani 1 1 d . . . H26 H -0.3116 -0.3047 -0.2544 0.021 Uiso 1 1 calc R . . C37 C 0.35063(11) -0.25779(10) -0.50155(10) 0.0146(2) Uani 1 1 d . . . C38 C 0.42141(12) -0.28884(11) -0.58997(11) 0.0178(2) Uani 1 1 d . . . H38 H 0.4265 -0.3597 -0.5886 0.021 Uiso 1 1 calc R . . C35 C 0.23502(14) -0.60729(13) -0.43708(14) 0.0273(3) Uani 1 1 d . . . H35 H 0.2600 -0.6868 -0.4096 0.033 Uiso 1 1 calc R . . C9 C 0.39960(13) -0.21664(12) -0.14139(11) 0.0221(3) Uani 1 1 d . . . H9 H 0.4786 -0.2656 -0.1370 0.026 Uiso 1 1 calc R . . C7 C 0.21006(11) -0.14977(10) -0.20447(10) 0.0150(2) Uani 1 1 d . . . C1 C 0.02714(11) -0.05297(10) -0.24119(10) 0.0153(2) Uani 1 1 d . . . C32 C 0.16120(13) -0.37476(12) -0.51651(11) 0.0211(3) Uani 1 1 d . . . H32 H 0.1353 -0.2953 -0.5438 0.025 Uiso 1 1 calc R . . C25 C -0.16890(11) -0.23229(10) -0.34428(10) 0.0147(2) Uani 1 1 d . . . C19 C -0.09661(11) -0.43585(10) -0.17052(10) 0.0154(2) Uani 1 1 d . . . C8 C 0.32667(12) -0.22297(11) -0.19857(10) 0.0180(2) Uani 1 1 d . . . H8 H 0.3550 -0.2755 -0.2328 0.022 Uiso 1 1 calc R . . C31 C 0.23408(11) -0.43234(11) -0.43565(10) 0.0164(2) Uani 1 1 d . . . C13 C -0.17665(11) -0.23202(10) -0.13302(10) 0.0149(2) Uani 1 1 d . . . C48 C 0.34455(12) -0.52983(11) -0.19503(11) 0.0196(2) Uani 1 1 d . . . H48 H 0.2616 -0.5325 -0.1722 0.024 Uiso 1 1 calc R . . C43 C 0.38227(11) -0.44938(10) -0.29690(10) 0.0149(2) Uani 1 1 d . . . C44 C 0.50455(12) -0.44548(11) -0.32794(11) 0.0179(2) Uani 1 1 d . . . H44 H 0.5319 -0.3923 -0.3973 0.021 Uiso 1 1 calc R . . C45 C 0.58638(13) -0.51923(13) -0.25756(12) 0.0236(3) Uani 1 1 d . . . H45 H 0.6685 -0.5143 -0.2781 0.028 Uiso 1 1 calc R . . C10 C 0.35928(14) -0.13977(13) -0.09007(12) 0.0235(3) Uani 1 1 d . . . H10 H 0.4104 -0.1385 -0.0504 0.028 Uiso 1 1 calc R . . C33 C 0.12679(14) -0.43353(15) -0.55678(13) 0.0281(3) Uani 1 1 d . . . H33 H 0.0778 -0.3940 -0.6119 0.034 Uiso 1 1 calc R . . C21 C -0.19370(15) -0.58141(13) -0.02942(13) 0.0296(3) Uani 1 1 d . . . H21 H -0.2485 -0.6063 0.0381 0.036 Uiso 1 1 calc R . . C46 C 0.54840(14) -0.59970(13) -0.15772(12) 0.0253(3) Uani 1 1 d . . . H46 H 0.6047 -0.6505 -0.1105 0.030 Uiso 1 1 calc R . . C17 C -0.35085(12) -0.10529(11) -0.06917(11) 0.0200(3) Uani 1 1 d . . . H17 H -0.4257 -0.0505 -0.0802 0.024 Uiso 1 1 calc R . . C15 C -0.19442(14) -0.21524(14) 0.03847(13) 0.0275(3) Uani 1 1 d . . . H15 H -0.1627 -0.2373 0.1023 0.033 Uiso 1 1 calc R . . C4 C -0.13814(14) 0.13240(12) -0.20080(13) 0.0255(3) Uani 1 1 d . . . H4 H -0.1959 0.1947 -0.1870 0.031 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.01212(8) 0.01384(8) 0.01486(8) -0.00686(6) -0.00121(5) -0.00310(6) P2 0.01191(14) 0.01369(14) 0.01475(14) -0.00664(11) -0.00075(11) -0.00306(11) N1 0.0135(5) 0.0150(5) 0.0179(5) -0.0077(4) -0.0023(4) -0.0032(4) C3 0.0270(7) 0.0170(6) 0.0221(6) -0.0104(5) -0.0011(5) -0.0042(5) C16 0.0213(6) 0.0258(7) 0.0215(6) -0.0153(5) 0.0014(5) -0.0073(5) P1 0.01241(14) 0.01374(14) 0.01413(14) -0.00586(11) -0.00067(10) -0.00383(11) C6 0.0183(6) 0.0163(6) 0.0213(6) -0.0057(5) -0.0037(5) -0.0053(5) C5 0.0187(6) 0.0175(6) 0.0266(7) -0.0056(5) -0.0046(5) -0.0015(5) C20 0.0277(7) 0.0185(6) 0.0227(6) -0.0088(5) 0.0053(5) -0.0076(5) C47 0.0247(7) 0.0198(6) 0.0171(6) -0.0036(5) -0.0014(5) -0.0024(5) C39 0.0169(6) 0.0204(6) 0.0164(6) -0.0063(5) -0.0004(5) -0.0016(5) C2 0.0190(6) 0.0145(5) 0.0155(5) -0.0058(4) -0.0007(4) -0.0057(5) C11 0.0267(7) 0.0215(6) 0.0184(6) -0.0073(5) -0.0046(5) -0.0107(5) C42 0.0197(6) 0.0168(6) 0.0166(6) -0.0067(5) -0.0028(5) -0.0038(5) C14 0.0178(6) 0.0300(7) 0.0253(7) -0.0154(6) -0.0079(5) 0.0015(5) C41 0.0256(7) 0.0164(6) 0.0202(6) -0.0056(5) -0.0046(5) -0.0065(5) C22 0.0296(7) 0.0150(6) 0.0269(7) -0.0037(5) -0.0090(6) -0.0075(5) C29 0.0292(7) 0.0226(6) 0.0152(6) -0.0045(5) -0.0030(5) -0.0092(6) C30 0.0199(6) 0.0192(6) 0.0162(6) -0.0059(5) -0.0004(5) -0.0080(5) C23 0.0267(7) 0.0159(6) 0.0214(6) -0.0080(5) -0.0090(5) -0.0023(5) C34 0.0213(7) 0.0456(9) 0.0395(8) -0.0320(8) 0.0029(6) -0.0137(6) C27 0.0203(6) 0.0207(6) 0.0258(6) -0.0107(5) -0.0062(5) -0.0058(5) C36 0.0167(6) 0.0218(6) 0.0289(7) -0.0152(5) -0.0023(5) -0.0033(5) C28 0.0281(7) 0.0200(6) 0.0208(6) -0.0084(5) -0.0104(5) -0.0032(5) C24 0.0205(6) 0.0173(6) 0.0169(6) -0.0062(5) -0.0024(5) -0.0040(5) C18 0.0175(6) 0.0188(6) 0.0163(5) -0.0069(5) -0.0034(4) -0.0033(5) C40 0.0192(6) 0.0187(6) 0.0165(6) -0.0012(5) -0.0029(5) -0.0057(5) C12 0.0192(6) 0.0157(5) 0.0141(5) -0.0051(4) -0.0007(4) -0.0074(5) C26 0.0181(6) 0.0180(6) 0.0175(6) -0.0064(5) -0.0013(4) -0.0068(5) C37 0.0128(5) 0.0148(5) 0.0147(5) -0.0047(4) -0.0029(4) -0.0026(4) C38 0.0161(6) 0.0156(6) 0.0187(6) -0.0072(5) -0.0017(4) -0.0014(5) C35 0.0212(7) 0.0276(7) 0.0416(8) -0.0245(7) 0.0019(6) -0.0071(6) C9 0.0158(6) 0.0252(7) 0.0217(6) -0.0050(5) -0.0041(5) -0.0063(5) C7 0.0160(6) 0.0154(5) 0.0138(5) -0.0046(4) -0.0007(4) -0.0075(4) C1 0.0156(6) 0.0129(5) 0.0159(5) -0.0054(4) -0.0001(4) -0.0046(4) C32 0.0187(6) 0.0265(7) 0.0193(6) -0.0100(5) -0.0018(5) -0.0070(5) C25 0.0157(6) 0.0141(5) 0.0146(5) -0.0062(4) -0.0020(4) -0.0036(4) C19 0.0146(5) 0.0141(5) 0.0164(5) -0.0048(4) -0.0030(4) -0.0035(4) C8 0.0168(6) 0.0181(6) 0.0178(6) -0.0064(5) -0.0010(4) -0.0053(5) C31 0.0121(5) 0.0208(6) 0.0186(5) -0.0109(5) 0.0010(4) -0.0056(5) C13 0.0148(6) 0.0150(5) 0.0152(5) -0.0064(4) -0.0003(4) -0.0052(4) C48 0.0177(6) 0.0195(6) 0.0180(6) -0.0061(5) 0.0001(5) -0.0048(5) C43 0.0154(6) 0.0143(5) 0.0148(5) -0.0074(4) -0.0016(4) -0.0021(4) C44 0.0161(6) 0.0180(6) 0.0171(6) -0.0059(5) -0.0007(4) -0.0046(5) C45 0.0151(6) 0.0279(7) 0.0234(6) -0.0083(5) -0.0037(5) -0.0024(5) C10 0.0239(7) 0.0283(7) 0.0219(6) -0.0063(5) -0.0074(5) -0.0123(6) C33 0.0200(7) 0.0459(9) 0.0271(7) -0.0209(7) -0.0022(5) -0.0107(6) C21 0.0326(8) 0.0212(7) 0.0267(7) -0.0059(6) 0.0063(6) -0.0121(6) C46 0.0222(7) 0.0252(7) 0.0209(6) -0.0063(5) -0.0071(5) 0.0022(5) C17 0.0161(6) 0.0193(6) 0.0239(6) -0.0108(5) -0.0012(5) -0.0024(5) C15 0.0263(7) 0.0367(8) 0.0253(7) -0.0192(6) -0.0091(6) -0.0008(6) C4 0.0236(7) 0.0178(6) 0.0295(7) -0.0110(5) -0.0013(5) 0.0005(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N1 1.9499(11) . ? Cu1 P2 2.2467(4) . ? Cu1 P1 2.2765(4) . ? P2 C37 1.8250(12) . ? P2 C31 1.8250(13) . ? P2 C43 1.8264(13) . ? N1 C7 1.3869(16) . ? N1 C1 1.3913(16) . ? C3 C4 1.386(2) . ? C3 C2 1.4007(18) . ? C3 H3 0.9500 . ? C16 C17 1.3851(19) . ? C16 C15 1.387(2) . ? C16 H16 0.9500 . ? P1 C25 1.8256(13) . ? P1 C13 1.8304(13) . ? P1 C19 1.8321(13) . ? C6 C5 1.3885(19) . ? C6 C1 1.4009(18) . ? C6 H6 0.9500 . ? C5 C4 1.407(2) . ? C5 H5 0.9500 . ? C20 C21 1.392(2) . ? C20 C19 1.3942(18) . ? C20 H20 0.9500 . ? C47 C46 1.393(2) . ? C47 C48 1.3937(19) . ? C47 H47 0.9500 . ? C39 C40 1.390(2) . ? C39 C38 1.3954(18) . ? C39 H39 0.9500 . ? C2 C1 1.4250(18) . ? C2 C12 1.4371(18) . ? C11 C10 1.388(2) . ? C11 C12 1.4019(18) . ? C11 H11 0.9500 . ? C42 C41 1.3931(18) . ? C42 C37 1.4009(18) . ? C42 H42 0.9500 . ? C14 C15 1.392(2) . ? C14 C13 1.4006(18) . ? C14 H14 0.9500 . ? C41 C40 1.3937(19) . ? C41 H41 0.9500 . ? C22 C21 1.385(2) . ? C22 C23 1.389(2) . ? C22 H22 0.9500 . ? C29 C28 1.388(2) . ? C29 C30 1.3944(19) . ? C29 H29 0.9500 . ? C30 C25 1.3995(17) . ? C30 H30 0.9500 . ? C23 C24 1.3956(18) . ? C23 H23 0.9500 . ? C34 C35 1.384(2) . ? C34 C33 1.392(2) . ? C34 H34 0.9500 . ? C27 C28 1.391(2) . ? C27 C26 1.3911(19) . ? C27 H27 0.9500 . ? C36 C31 1.3936(19) . ? C36 C35 1.396(2) . ? C36 H36 0.9500 . ? C28 H28 0.9500 . ? C24 C19 1.3982(18) . ? C24 H24 0.9500 . ? C18 C13 1.3938(18) . ? C18 C17 1.3960(18) . ? C18 H18 0.9500 . ? C40 H40 0.9500 . ? C12 C7 1.4260(17) . ? C26 C25 1.4036(18) . ? C26 H26 0.9500 . ? C37 C38 1.4014(17) . ? C38 H38 0.9500 . ? C35 H35 0.9500 . ? C9 C8 1.3930(19) . ? C9 C10 1.403(2) . ? C9 H9 0.9500 . ? C7 C8 1.4068(18) . ? C32 C33 1.387(2) . ? C32 C31 1.4016(19) . ? C32 H32 0.9500 . ? C8 H8 0.9500 . ? C48 C43 1.4010(17) . ? C48 H48 0.9500 . ? C43 C44 1.4009(18) . ? C44 C45 1.3947(19) . ? C44 H44 0.9500 . ? C45 C46 1.387(2) . ? C45 H45 0.9500 . ? C10 H10 0.9500 . ? C33 H33 0.9500 . ? C21 H21 0.9500 . ? C46 H46 0.9500 . ? C17 H17 0.9500 . ? C15 H15 0.9500 . ? C4 H4 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Cu1 P2 121.05(3) . . ? N1 Cu1 P1 115.34(3) . . ? P2 Cu1 P1 123.616(14) . . ? C37 P2 C31 102.94(6) . . ? C37 P2 C43 104.78(6) . . ? C31 P2 C43 104.23(6) . . ? C37 P2 Cu1 113.45(4) . . ? C31 P2 Cu1 116.16(4) . . ? C43 P2 Cu1 113.95(4) . . ? C7 N1 C1 104.97(10) . . ? C7 N1 Cu1 126.98(9) . . ? C1 N1 Cu1 124.93(9) . . ? C4 C3 C2 118.98(13) . . ? C4 C3 H3 120.5 . . ? C2 C3 H3 120.5 . . ? C17 C16 C15 119.48(12) . . ? C17 C16 H16 120.3 . . ? C15 C16 H16 120.3 . . ? C25 P1 C13 104.76(6) . . ? C25 P1 C19 100.66(6) . . ? C13 P1 C19 103.05(6) . . ? C25 P1 Cu1 115.12(4) . . ? C13 P1 Cu1 111.62(4) . . ? C19 P1 Cu1 119.82(4) . . ? C5 C6 C1 118.63(13) . . ? C5 C6 H6 120.7 . . ? C1 C6 H6 120.7 . . ? C6 C5 C4 121.52(13) . . ? C6 C5 H5 119.2 . . ? C4 C5 H5 119.2 . . ? C21 C20 C19 120.83(13) . . ? C21 C20 H20 119.6 . . ? C19 C20 H20 119.6 . . ? C46 C47 C48 119.98(13) . . ? C46 C47 H47 120.0 . . ? C48 C47 H47 120.0 . . ? C40 C39 C38 120.26(12) . . ? C40 C39 H39 119.9 . . ? C38 C39 H39 119.9 . . ? C3 C2 C1 120.50(12) . . ? C3 C2 C12 133.98(13) . . ? C1 C2 C12 105.45(11) . . ? C10 C11 C12 118.77(13) . . ? C10 C11 H11 120.6 . . ? C12 C11 H11 120.6 . . ? C41 C42 C37 120.14(12) . . ? C41 C42 H42 119.9 . . ? C37 C42 H42 119.9 . . ? C15 C14 C13 120.32(13) . . ? C15 C14 H14 119.8 . . ? C13 C14 H14 119.8 . . ? C42 C41 C40 120.21(12) . . ? C42 C41 H41 119.9 . . ? C40 C41 H41 119.9 . . ? C21 C22 C23 119.50(13) . . ? C21 C22 H22 120.2 . . ? C23 C22 H22 120.2 . . ? C28 C29 C30 120.13(12) . . ? C28 C29 H29 119.9 . . ? C30 C29 H29 119.9 . . ? C29 C30 C25 120.36(12) . . ? C29 C30 H30 119.8 . . ? C25 C30 H30 119.8 . . ? C22 C23 C24 120.41(13) . . ? C22 C23 H23 119.8 . . ? C24 C23 H23 119.8 . . ? C35 C34 C33 119.54(14) . . ? C35 C34 H34 120.2 . . ? C33 C34 H34 120.2 . . ? C28 C27 C26 120.02(13) . . ? C28 C27 H27 120.0 . . ? C26 C27 H27 120.0 . . ? C31 C36 C35 120.41(14) . . ? C31 C36 H36 119.8 . . ? C35 C36 H36 119.8 . . ? C29 C28 C27 120.11(13) . . ? C29 C28 H28 119.9 . . ? C27 C28 H28 119.9 . . ? C23 C24 C19 120.33(12) . . ? C23 C24 H24 119.8 . . ? C19 C24 H24 119.8 . . ? C13 C18 C17 120.40(12) . . ? C13 C18 H18 119.8 . . ? C17 C18 H18 119.8 . . ? C39 C40 C41 119.92(12) . . ? C39 C40 H40 120.0 . . ? C41 C40 H40 120.0 . . ? C11 C12 C7 120.80(12) . . ? C11 C12 C2 133.45(12) . . ? C7 C12 C2 105.74(11) . . ? C27 C26 C25 120.46(12) . . ? C27 C26 H26 119.8 . . ? C25 C26 H26 119.8 . . ? C42 C37 C38 119.42(11) . . ? C42 C37 P2 118.28(9) . . ? C38 C37 P2 122.29(10) . . ? C39 C38 C37 120.04(12) . . ? C39 C38 H38 120.0 . . ? C37 C38 H38 120.0 . . ? C34 C35 C36 120.27(15) . . ? C34 C35 H35 119.9 . . ? C36 C35 H35 119.9 . . ? C8 C9 C10 121.62(13) . . ? C8 C9 H9 119.2 . . ? C10 C9 H9 119.2 . . ? N1 C7 C8 128.51(12) . . ? N1 C7 C12 111.84(11) . . ? C8 C7 C12 119.65(12) . . ? N1 C1 C6 128.01(12) . . ? N1 C1 C2 111.94(11) . . ? C6 C1 C2 119.92(12) . . ? C33 C32 C31 120.11(14) . . ? C33 C32 H32 119.9 . . ? C31 C32 H32 119.9 . . ? C30 C25 C26 118.90(12) . . ? C30 C25 P1 119.44(10) . . ? C26 C25 P1 121.67(9) . . ? C20 C19 C24 118.62(12) . . ? C20 C19 P1 122.27(10) . . ? C24 C19 P1 118.97(9) . . ? C9 C8 C7 118.50(12) . . ? C9 C8 H8 120.7 . . ? C7 C8 H8 120.7 . . ? C36 C31 C32 119.05(12) . . ? C36 C31 P2 123.24(10) . . ? C32 C31 P2 117.58(10) . . ? C18 C13 C14 118.81(12) . . ? C18 C13 P1 123.92(10) . . ? C14 C13 P1 117.11(10) . . ? C47 C48 C43 120.60(13) . . ? C47 C48 H48 119.7 . . ? C43 C48 H48 119.7 . . ? C44 C43 C48 118.77(12) . . ? C44 C43 P2 122.99(9) . . ? C48 C43 P2 118.18(10) . . ? C45 C44 C43 120.38(12) . . ? C45 C44 H44 119.8 . . ? C43 C44 H44 119.8 . . ? C46 C45 C44 120.29(13) . . ? C46 C45 H45 119.9 . . ? C44 C45 H45 119.9 . . ? C11 C10 C9 120.61(13) . . ? C11 C10 H10 119.7 . . ? C9 C10 H10 119.7 . . ? C32 C33 C34 120.62(14) . . ? C32 C33 H33 119.7 . . ? C34 C33 H33 119.7 . . ? C22 C21 C20 120.30(13) . . ? C22 C21 H21 119.9 . . ? C20 C21 H21 119.9 . . ? C45 C46 C47 119.91(13) . . ? C45 C46 H46 120.0 . . ? C47 C46 H46 120.0 . . ? C16 C17 C18 120.46(13) . . ? C16 C17 H17 119.8 . . ? C18 C17 H17 119.8 . . ? C16 C15 C14 120.51(13) . . ? C16 C15 H15 119.7 . . ? C14 C15 H15 119.7 . . ? C3 C4 C5 120.41(13) . . ? C3 C4 H4 119.8 . . ? C5 C4 H4 119.8 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 29.57 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.483 _refine_diff_density_min -0.303 _refine_diff_density_rms 0.061