# Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 186/1934 data_zhao3 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C222 H180 Cu6 N6 P12' _chemical_formula_weight 3684.60 _chemical_melting_point ? _chemical_compound_source ? 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 hexagonal _symmetry_space_group_name_H-M R-3 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' _cell_length_a 34.402(2) _cell_length_b 34.402(2) _cell_length_c 13.7159(11) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 14057.6(16) _cell_formula_units_Z 3 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.306 _exptl_crystal_density_method ? _exptl_crystal_F_000 5724 _exptl_absorpt_coefficient_mu 0.828 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Smart CCD' _diffrn_measurement_method ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 31566 _diffrn_reflns_av_R_equivalents 0.0395 _diffrn_reflns_av_sigmaI/netI 0.0316 _diffrn_reflns_limit_h_min -38 _diffrn_reflns_limit_h_max 44 _diffrn_reflns_limit_k_min -43 _diffrn_reflns_limit_k_max 44 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.18 _diffrn_reflns_theta_max 27.50 _reflns_number_total 7165 _reflns_number_observed 5359 _reflns_observed_criterion >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0687P)^2^+0.0000P] 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 ? _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.000023(14) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 7165 _refine_ls_number_parameters 491 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0518 _refine_ls_R_factor_obs 0.0346 _refine_ls_wR_factor_all 0.1053 _refine_ls_wR_factor_obs 0.0934 _refine_ls_goodness_of_fit_all 1.002 _refine_ls_goodness_of_fit_obs 1.039 _refine_ls_restrained_S_all 1.002 _refine_ls_restrained_S_obs 1.039 _refine_ls_shift/esd_max 0.163 _refine_ls_shift/esd_mean 0.024 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Cu Cu 0.158805(4) 0.041696(4) 0.441824(9) 0.03063(3) Uani 1 d . . P1 P 0.160982(8) 0.040519(8) 0.27211(2) 0.02901(7) Uani 1 d . . P2 P 0.228190(8) 0.060447(9) 0.50372(2) 0.03261(7) Uani 1 d . . N N 0.11465(3) -0.02024(3) 0.49131(7) 0.0410(3) Uani 1 d . . C C 0.08789(3) -0.05594(3) 0.51548(7) 0.0281(3) Uani 1 d . . C1 C 0.19769(3) 0.02198(3) 0.21704(8) 0.0354(3) Uani 1 d . . C2 C 0.18335(4) -0.02349(4) 0.20932(10) 0.0461(3) Uani 1 d . . H2A H 0.1527(3) -0.0456(4) 0.2306(9) 0.045(3) Uiso 1 d . . C3 C 0.21218(4) -0.03772(4) 0.17502(12) 0.0598(4) Uani 1 d . . H3A H 0.2032(4) -0.0654(4) 0.1717(10) 0.062(4) Uiso 1 d . . C4 C 0.25519(4) -0.00709(5) 0.14845(13) 0.0709(5) Uani 1 d . . H4A H 0.2744(5) -0.0176(5) 0.1180(12) 0.087(5) Uiso 1 d . . C5 C 0.27014(4) 0.03793(5) 0.1580(2) 0.0782(6) Uani 1 d . . H5A H 0.2975(5) 0.0576(5) 0.1418(12) 0.083(5) Uiso 1 d . . C6 C 0.24157(4) 0.05259(4) 0.19212(12) 0.0567(4) Uani 1 d . . H6A H 0.2507(4) 0.0835(4) 0.2002(10) 0.066(4) Uiso 1 d . . C7 C 0.10570(3) 0.00117(3) 0.22140(8) 0.0320(3) Uani 1 d . . C8 C 0.06938(3) -0.01658(4) 0.28489(9) 0.0402(3) Uani 1 d . . H8A H 0.0740(3) -0.0076(3) 0.3475(8) 0.039(3) Uiso 1 d . . C9 C 0.02666(4) -0.04674(5) 0.25218(10) 0.0539(4) Uani 1 d . . H9A H 0.0053(4) -0.0593(4) 0.2958(11) 0.065(4) Uiso 1 d . . C10 C 0.01912(4) -0.05861(4) 0.15648(11) 0.0568(4) Uani 1 d . . H10A H -0.0089(5) -0.0813(5) 0.1281(12) 0.082(5) Uiso 1 d . . C11 C 0.05484(4) -0.04121(4) 0.09180(10) 0.0513(4) Uani 1 d . . H11A H 0.0506(4) -0.0492(4) 0.0318(10) 0.056(4) Uiso 1 d . . C12 C 0.09771(4) -0.01202(4) 0.12384(9) 0.0410(3) Uani 1 d . . H12A H 0.1211(4) -0.0021(4) 0.0777(9) 0.047(3) Uiso 1 d . . C13 C 0.17927(3) 0.09326(3) 0.20493(8) 0.0344(3) Uani 1 d . . C14 C 0.18529(4) 0.09684(4) 0.10467(9) 0.0492(4) Uani 1 d . . H14A H 0.1805(4) 0.0719(4) 0.0692(10) 0.059(4) Uiso 1 d . . C15 C 0.20064(4) 0.13766(5) 0.05797(10) 0.0589(4) Uani 1 d . . H15A H 0.2032(4) 0.1375(4) -0.0063(11) 0.062(4) Uiso 1 d . . C16 C 0.21065(4) 0.17525(4) 0.11050(12) 0.0623(4) Uani 1 d . . H16A H 0.2231(4) 0.2056(5) 0.0771(11) 0.075(5) Uiso 1 d . . C17 C 0.20536(5) 0.17229(4) 0.20894(12) 0.0684(5) Uani 1 d . . H17A H 0.2118(5) 0.1934(5) 0.2408(11) 0.077(5) Uiso 1 d . . C18 C 0.18917(4) 0.13154(4) 0.25657(10) 0.0505(4) Uani 1 d . . H18A H 0.1865(4) 0.1312(4) 0.3203(9) 0.048(4) Uiso 1 d . . C19 C 0.24403(3) 0.01691(4) 0.51298(9) 0.0409(3) Uani 1 d . . C20 C 0.22536(5) -0.01770(5) 0.44665(12) 0.0680(4) Uani 1 d . . H20A H 0.2031(4) -0.0211(5) 0.4121(11) 0.074(5) Uiso 1 d . . C21 C 0.23847(6) -0.04939(5) 0.44266(15) 0.0910(6) Uani 1 d . . H21A H 0.2229(6) -0.0737(6) 0.3907(16) 0.131(8) Uiso 1 d . . C22 C 0.26983(5) -0.04773(5) 0.5061(2) 0.0884(6) Uani 1 d . . H22A H 0.2756(5) -0.0699(5) 0.5084(14) 0.103(6) Uiso 1 d . . C23 C 0.28784(5) -0.01465(5) 0.5750(2) 0.0846(6) Uani 1 d . . H23A H 0.3080(5) -0.0157(5) 0.6224(14) 0.106(6) Uiso 1 d . . C24 C 0.27489(4) 0.01759(5) 0.57820(13) 0.0647(4) Uani 1 d . . H24A H 0.2847(4) 0.0368(5) 0.6217(12) 0.077(5) Uiso 1 d . . C25 C 0.23739(3) 0.08244(3) 0.62755(8) 0.0366(3) Uani 1 d . . C26 C 0.19974(4) 0.06674(4) 0.68744(9) 0.0451(3) Uani 1 d . . H26A H 0.1724(4) 0.0468(3) 0.6624(9) 0.043(3) Uiso 1 d . . C27 C 0.20445(4) 0.07726(4) 0.78520(11) 0.0559(4) Uani 1 d . . H27A H 0.1806(4) 0.0671(4) 0.8205(11) 0.066(4) Uiso 1 d . . C28 C 0.24602(4) 0.10377(4) 0.82513(10) 0.0566(4) Uani 1 d . . H28A H 0.2483(4) 0.1103(4) 0.8939(11) 0.061(4) Uiso 1 d . . C29 C 0.28355(4) 0.12106(4) 0.76650(11) 0.0566(4) Uani 1 d . . H29A H 0.3147(5) 0.1421(5) 0.7977(12) 0.086(5) Uiso 1 d . . C30 C 0.27948(4) 0.11069(4) 0.66853(10) 0.0487(4) Uani 1 d . . H30A H 0.3052(4) 0.1215(4) 0.6297(9) 0.051(4) Uiso 1 d . . C31 C 0.27502(3) 0.10425(4) 0.43335(8) 0.0393(3) Uani 1 d . . C32 C 0.27347(5) 0.14266(4) 0.41127(11) 0.0593(4) Uani 1 d . . H32A H 0.2513(4) 0.1469(4) 0.4388(11) 0.074(5) Uiso 1 d . . C33 C 0.30478(6) 0.17503(5) 0.35005(13) 0.0785(6) Uani 1 d . . H33A H 0.3029(5) 0.2006(5) 0.3404(13) 0.089(6) Uiso 1 d . . C34 C 0.33762(5) 0.16901(6) 0.30891(12) 0.0796(7) Uani 1 d . . H34A H 0.3573(5) 0.1905(5) 0.2660(13) 0.099(6) Uiso 1 d . . C35 C 0.34006(5) 0.13187(6) 0.32994(13) 0.0758(6) Uani 1 d . . H35A H 0.3624(5) 0.1288(5) 0.3044(14) 0.100(6) Uiso 1 d . . C36 C 0.30875(4) 0.09937(5) 0.39257(12) 0.0602(5) Uani 1 d . . H36A H 0.3069(4) 0.0713(4) 0.3990(10) 0.061(4) Uiso 1 d . . 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 Cu 0.02856(5) 0.02853(5) 0.03292(7) -0.00209(5) -0.00118(5) 0.01287(4) P1 0.02805(10) 0.02969(10) 0.02838(13) -0.00120(9) -0.00080(9) 0.01375(8) P2 0.02638(10) 0.03310(11) 0.03543(14) -0.00053(10) -0.00273(10) 0.01268(8) N 0.0418(4) 0.0447(4) 0.0372(5) 0.0000(4) -0.0050(4) 0.0220(3) C 0.0258(4) 0.0240(4) 0.0298(5) 0.0046(4) 0.0003(4) 0.0088(3) C1 0.0329(4) 0.0437(4) 0.0335(6) -0.0045(4) -0.0034(4) 0.0222(3) C2 0.0444(5) 0.0461(5) 0.0512(7) -0.0063(5) -0.0010(5) 0.0252(4) C3 0.0649(6) 0.0558(5) 0.0717(9) -0.0164(6) -0.0041(6) 0.0400(4) C4 0.0591(5) 0.0829(7) 0.0912(11) -0.0159(7) 0.0048(7) 0.0509(5) C5 0.0393(6) 0.0716(8) 0.1215(14) -0.0072(9) 0.0194(7) 0.0260(5) C6 0.0371(5) 0.0488(6) 0.0829(10) -0.0064(6) 0.0048(6) 0.0205(4) C7 0.0299(4) 0.0319(4) 0.0354(6) 0.0002(4) -0.0043(4) 0.0162(3) C8 0.0346(4) 0.0531(5) 0.0358(6) 0.0006(4) -0.0027(4) 0.0239(4) C9 0.0317(5) 0.0687(7) 0.0556(8) 0.0081(6) 0.0004(5) 0.0208(5) C10 0.0335(5) 0.0580(7) 0.0639(9) 0.0015(6) -0.0153(6) 0.0116(5) C11 0.0547(6) 0.0481(6) 0.0404(7) -0.0048(5) -0.0159(5) 0.0178(5) C12 0.0432(5) 0.0393(5) 0.0350(6) -0.0005(4) -0.0031(5) 0.0165(4) C13 0.0297(4) 0.0362(4) 0.0358(6) 0.0057(4) 0.0015(4) 0.0154(3) C14 0.0521(6) 0.0487(6) 0.0362(6) 0.0029(5) 0.0011(5) 0.0173(5) C15 0.0598(7) 0.0644(7) 0.0428(7) 0.0204(6) 0.0083(6) 0.0238(6) C16 0.0628(6) 0.0544(6) 0.0754(9) 0.0308(6) 0.0251(6) 0.0336(5) C17 0.0887(8) 0.0420(6) 0.0761(10) 0.0093(6) 0.0284(7) 0.0339(5) C18 0.0669(6) 0.0405(5) 0.0446(7) 0.0044(5) 0.0139(6) 0.0273(4) C19 0.0389(4) 0.0422(5) 0.0439(6) 0.0060(5) 0.0029(5) 0.0220(4) C20 0.0984(8) 0.0645(6) 0.0606(9) -0.0110(6) -0.0157(7) 0.0555(5) C21 0.1417(10) 0.0775(7) 0.0840(12) -0.0120(8) -0.0062(10) 0.0775(6) C22 0.1094(8) 0.0803(7) 0.1114(15) 0.0106(8) 0.0106(10) 0.0744(5) C23 0.0755(7) 0.0825(7) 0.118(2) 0.0131(8) -0.0112(9) 0.0563(5) C24 0.0610(6) 0.0623(6) 0.0814(10) -0.0038(7) -0.0174(7) 0.0387(5) C25 0.0351(4) 0.0373(4) 0.0365(6) -0.0032(4) -0.0055(4) 0.0173(3) C26 0.0359(5) 0.0496(6) 0.0480(7) -0.0086(5) -0.0048(5) 0.0199(4) C27 0.0563(6) 0.0676(7) 0.0485(8) -0.0059(6) 0.0058(6) 0.0345(5) C28 0.0704(7) 0.0632(6) 0.0419(7) -0.0136(5) -0.0093(6) 0.0376(5) C29 0.0536(6) 0.0554(6) 0.0520(8) -0.0111(6) -0.0186(6) 0.0206(5) C30 0.0363(5) 0.0534(6) 0.0451(7) -0.0033(5) -0.0058(5) 0.0140(5) C31 0.0271(4) 0.0447(5) 0.0355(6) 0.0020(4) -0.0055(4) 0.0100(4) C32 0.0574(7) 0.0492(6) 0.0604(9) 0.0081(6) 0.0007(6) 0.0184(5) C33 0.0830(10) 0.0505(8) 0.0720(11) 0.0182(7) -0.0029(9) 0.0109(7) C34 0.0533(8) 0.0809(10) 0.0507(9) 0.0173(8) -0.0039(7) -0.0069(8) C35 0.0394(6) 0.0998(11) 0.0635(9) 0.0109(9) 0.0109(7) 0.0163(7) C36 0.0396(5) 0.0735(8) 0.0606(9) 0.0102(7) 0.0056(6) 0.0231(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 Cu C 1.9881(8) 12_556 ? Cu N 2.0177(9) . ? Cu P2 2.3010(3) . ? Cu P1 2.3301(4) . ? P1 C7 1.8327(9) . ? P1 C1 1.8378(12) . ? P1 C13 1.8425(11) . ? P2 C25 1.8215(12) . ? P2 C19 1.8364(14) . ? P2 C31 1.8357(10) . ? N C 1.1555(12) . ? C Cu 1.9881(8) 11_556 ? C1 C6 1.3839(14) . ? C1 C2 1.389(2) . ? C2 C3 1.390(2) . ? C3 C4 1.369(2) . ? C4 C5 1.373(2) . ? C5 C6 1.391(2) . ? C7 C8 1.3890(15) . ? C7 C12 1.395(2) . ? C8 C9 1.3831(14) . ? C9 C10 1.361(2) . ? C10 C11 1.386(2) . ? C11 C12 1.377(2) . ? C13 C18 1.380(2) . ? C13 C14 1.387(2) . ? C14 C15 1.385(2) . ? C15 C16 1.366(2) . ? C16 C17 1.359(2) . ? C17 C18 1.386(2) . ? C19 C20 1.376(2) . ? C19 C24 1.380(2) . ? C20 C21 1.373(3) . ? C21 C22 1.365(3) . ? C22 C23 1.366(3) . ? C23 C24 1.387(3) . ? C25 C26 1.395(2) . ? C25 C30 1.3965(15) . ? C26 C27 1.377(2) . ? C27 C28 1.369(2) . ? C28 C29 1.378(2) . ? C29 C30 1.379(2) . ? C31 C36 1.372(2) . ? C31 C32 1.382(2) . ? C32 C33 1.380(2) . ? C33 C34 1.368(3) . ? C34 C35 1.352(3) . ? C35 C36 1.394(2) . ? 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 C Cu N 112.70(4) 12_556 . ? C Cu P2 108.32(3) 12_556 . ? N Cu P2 107.43(3) . . ? C Cu P1 109.37(3) 12_556 . ? N Cu P1 109.36(3) . . ? P2 Cu P1 109.609(11) . . ? C7 P1 C1 103.12(5) . . ? C7 P1 C13 104.77(5) . . ? C1 P1 C13 100.41(5) . . ? C7 P1 Cu 111.19(3) . . ? C1 P1 Cu 116.76(4) . . ? C13 P1 Cu 118.72(4) . . ? C25 P2 C19 102.32(6) . . ? C25 P2 C31 104.50(5) . . ? C19 P2 C31 102.09(6) . . ? C25 P2 Cu 113.63(4) . . ? C19 P2 Cu 119.09(3) . . ? C31 P2 Cu 113.44(4) . . ? C N Cu 176.31(9) . . ? N C Cu 179.44(10) . 11_556 ? C6 C1 C2 118.44(12) . . ? C6 C1 P1 120.98(9) . . ? C2 C1 P1 120.22(8) . . ? C1 C2 C3 120.56(10) . . ? C4 C3 C2 120.41(13) . . ? C3 C4 C5 119.63(15) . . ? C4 C5 C6 120.46(12) . . ? C1 C6 C5 120.46(12) . . ? C8 C7 C12 118.08(9) . . ? C8 C7 P1 117.38(8) . . ? C12 C7 P1 124.54(8) . . ? C9 C8 C7 120.75(11) . . ? C10 C9 C8 120.65(11) . . ? C9 C10 C11 119.55(11) . . ? C12 C11 C10 120.39(12) . . ? C11 C12 C7 120.55(11) . . ? C18 C13 C14 118.00(11) . . ? C18 C13 P1 118.88(9) . . ? C14 C13 P1 123.07(9) . . ? C15 C14 C13 120.85(12) . . ? C16 C15 C14 120.25(13) . . ? C17 C16 C15 119.49(13) . . ? C16 C17 C18 121.00(13) . . ? C13 C18 C17 120.39(13) . . ? C20 C19 C24 117.76(14) . . ? C20 C19 P2 117.36(11) . . ? C24 C19 P2 124.80(10) . . ? C21 C20 C19 121.1(2) . . ? C22 C21 C20 120.5(2) . . ? C23 C22 C21 119.7(2) . . ? C22 C23 C24 119.7(2) . . ? C19 C24 C23 121.17(15) . . ? C26 C25 C30 118.14(11) . . ? C26 C25 P2 116.97(8) . . ? C30 C25 P2 124.67(9) . . ? C27 C26 C25 120.48(10) . . ? C28 C27 C26 120.75(12) . . ? C27 C28 C29 119.70(13) . . ? C30 C29 C28 120.32(11) . . ? C29 C30 C25 120.53(11) . . ? C36 C31 C32 117.83(12) . . ? C36 C31 P2 124.24(11) . . ? C32 C31 P2 117.55(10) . . ? C33 C32 C31 121.1(2) . . ? C34 C33 C32 119.9(2) . . ? C35 C34 C33 120.06(15) . . ? C34 C35 C36 120.1(2) . . ? C31 C36 C35 121.0(2) . . ? _refine_diff_density_max 0.372 _refine_diff_density_min -0.329 _refine_diff_density_rms 0.073 data_hmc _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C27 H20 Cu2 N3 P' _chemical_formula_weight 544.51 _chemical_melting_point ? _chemical_compound_source ? 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 othorommbic _symmetry_space_group_name_H-M pnma loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z' 'x+1/2, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z' '-x-1/2, y-1/2, z-1/2' _cell_length_a 14.362(2) _cell_length_b 19.037(3) _cell_length_c 8.9251(14) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2440.2(7) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.482 _exptl_crystal_density_method ? _exptl_crystal_F_000 936 _exptl_absorpt_coefficient_mu 1.834 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Smart CCD' _diffrn_measurement_method ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15707 _diffrn_reflns_av_R_equivalents 0.0461 _diffrn_reflns_av_sigmaI/netI 0.0320 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.14 _diffrn_reflns_theta_max 27.51 _reflns_number_total 2888 _reflns_number_observed 1826 _reflns_observed_criterion >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0804P)^2^+0.0000P] 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 ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2888 _refine_ls_number_parameters 157 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0707 _refine_ls_R_factor_obs 0.0432 _refine_ls_wR_factor_all 0.1277 _refine_ls_wR_factor_obs 0.1156 _refine_ls_goodness_of_fit_all 0.908 _refine_ls_goodness_of_fit_obs 1.048 _refine_ls_restrained_S_all 0.908 _refine_ls_restrained_S_obs 1.048 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Cu1 Cu 0.67344(3) 0.50012(2) 0.02443(5) 0.0639(2) Uani 1 d . . P1 P 0.14761(6) 0.7500 0.12268(9) 0.0366(2) Uani 1 d S . N1 N 0.7362(2) 0.49859(12) -0.1688(4) 0.0656(7) Uani 1 d . . C1 C 0.5392(3) 0.5005(2) 0.0060(3) 0.0676(10) Uani 1 d . . C2 C 0.7319(2) 0.50041(14) 0.2135(3) 0.0507(7) Uani 1 d . . C11 C 0.0798(2) 0.67537(13) 0.0695(3) 0.0441(6) Uani 1 d . . C12 C 0.0864(3) 0.6474(2) -0.0718(4) 0.0748(10) Uani 1 d . . H12A H 0.1336(3) 0.6620(2) -0.1358(4) 0.090 Uiso 1 calc R . C13 C 0.0232(4) 0.5977(2) -0.1189(5) 0.103(2) Uani 1 d . . H13A H 0.0284(4) 0.5784(2) -0.2143(5) 0.124 Uiso 1 calc R . C14 C -0.0471(3) 0.5765(2) -0.0263(7) 0.105(2) Uani 1 d . . H14A H -0.0913(3) 0.5445(2) -0.0605(7) 0.126 Uiso 1 calc R . C15 C -0.0528(3) 0.6020(2) 0.1161(7) 0.117(2) Uani 1 d . . H15A H -0.0993(3) 0.5862(2) 0.1803(7) 0.140 Uiso 1 calc R . C16 C 0.0109(2) 0.6516(2) 0.1648(5) 0.0920(13) Uani 1 d . . H16A H 0.0073(2) 0.6689(2) 0.2621(5) 0.110 Uiso 1 calc R . C21 C 0.2596(3) 0.7500 0.0331(3) 0.0412(8) Uani 1 d S . C22 C 0.3055(2) 0.6878(2) 0.0058(4) 0.0715(10) Uani 1 d . . H22A H 0.2766(2) 0.6451(2) 0.0260(4) 0.086 Uiso 1 calc R . C23 C 0.3956(3) 0.6890(2) -0.0522(5) 0.0919(13) Uani 1 d . . H23A H 0.4263(3) 0.6469(2) -0.0705(5) 0.110 Uiso 1 calc R . C24 C 0.4387(4) 0.7500 -0.0821(6) 0.087(2) Uani 1 d S . H24A H 0.4981(4) 0.7500 -0.1233(6) 0.130 Uiso 1 calc SR . C31 C 0.1724(2) 0.7500 0.3200(4) 0.0402(8) Uani 1 d S . C32 C 0.1886(3) 0.6883(2) 0.3921(3) 0.0808(11) Uani 1 d . . H32A H 0.1777(3) 0.6459(2) 0.3434(3) 0.097 Uiso 1 calc R . C33 C 0.2215(4) 0.6886(2) 0.5387(4) 0.1000(15) Uani 1 d . . H33A H 0.2328(4) 0.6463(2) 0.5877(4) 0.120 Uiso 1 calc R . C34 C 0.2369(4) 0.7500 0.6098(5) 0.0813(15) Uani 1 d S . H34A H 0.2583(4) 0.7500 0.7082(5) 0.122 Uiso 1 calc SR . 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 0.0665(3) 0.0639(3) 0.0613(3) -0.0020(2) -0.0012(2) 0.0005(2) P1 0.0421(5) 0.0334(4) 0.0342(4) 0.000 0.0008(4) 0.000 N1 0.051(2) 0.078(2) 0.068(2) -0.0081(13) -0.0072(13) -0.0059(12) C1 0.054(2) 0.105(3) 0.0439(15) 0.0103(14) 0.0023(15) 0.008(2) C2 0.040(2) 0.062(2) 0.050(2) 0.0031(12) 0.0014(12) -0.0025(12) C11 0.0452(14) 0.0367(13) 0.0505(13) -0.0028(11) -0.0052(12) -0.0017(11) C12 0.116(3) 0.055(2) 0.053(2) -0.0039(14) -0.009(2) -0.020(2) C13 0.165(4) 0.061(2) 0.084(3) -0.006(2) -0.063(3) -0.027(3) C14 0.071(3) 0.060(2) 0.183(5) -0.009(3) -0.061(3) -0.011(2) C15 0.064(3) 0.091(3) 0.195(6) -0.037(3) 0.027(3) -0.037(2) C16 0.077(2) 0.084(3) 0.115(3) -0.039(2) 0.039(2) -0.033(2) C21 0.042(2) 0.049(2) 0.033(2) 0.000 -0.0014(15) 0.000 C22 0.069(2) 0.068(2) 0.077(2) 0.026(2) 0.022(2) 0.023(2) C23 0.071(2) 0.108(3) 0.097(3) 0.026(2) 0.028(2) 0.044(2) C24 0.056(3) 0.133(5) 0.071(3) 0.000 0.013(2) 0.000 C31 0.046(2) 0.040(2) 0.036(2) 0.000 0.0033(15) 0.000 C32 0.150(4) 0.047(2) 0.045(2) -0.0033(14) -0.011(2) 0.024(2) C33 0.173(4) 0.079(3) 0.048(2) 0.010(2) -0.012(2) 0.045(3) C34 0.095(4) 0.110(4) 0.038(2) 0.000 -0.004(2) 0.000 _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 C2 1.885(3) . ? Cu1 C1 1.935(4) . ? Cu1 N1 1.947(3) . ? P1 C11 1.787(2) . ? P1 C11 1.787(2) 7_575 ? P1 C21 1.797(4) . ? P1 C31 1.797(3) . ? N1 C2 1.145(4) 2_664 ? C1 C1 1.132(8) 5_665 ? C2 N1 1.145(4) 2_665 ? C11 C12 1.372(4) . ? C11 C16 1.382(4) . ? C12 C13 1.377(5) . ? C13 C14 1.366(6) . ? C14 C15 1.363(7) . ? C15 C16 1.384(5) . ? C21 C22 1.377(4) . ? C21 C22 1.377(4) 7_575 ? C22 C23 1.393(5) . ? C23 C24 1.342(5) . ? C24 C23 1.342(5) 7_575 ? C31 C32 1.359(3) 7_575 ? C31 C32 1.359(3) . ? C32 C33 1.391(5) . ? C33 C34 1.349(5) . ? C34 C33 1.349(5) 7_575 ? 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 C2 Cu1 C1 121.33(13) . . ? C2 Cu1 N1 125.94(13) . . ? C1 Cu1 N1 112.73(12) . . ? C11 P1 C11 105.3(2) . 7_575 ? C11 P1 C21 111.70(10) . . ? C11 P1 C21 111.70(10) 7_575 . ? C11 P1 C31 111.61(11) . . ? C11 P1 C31 111.61(11) 7_575 . ? C21 P1 C31 105.0(2) . . ? C2 N1 Cu1 175.6(3) 2_664 . ? C1 C1 Cu1 178.7(5) 5_665 . ? N1 C2 Cu1 177.0(3) 2_665 . ? C12 C11 C16 119.2(3) . . ? C12 C11 P1 121.1(2) . . ? C16 C11 P1 119.2(2) . . ? C11 C12 C13 120.1(4) . . ? C14 C13 C12 120.4(4) . . ? C13 C14 C15 120.2(4) . . ? C14 C15 C16 119.8(4) . . ? C15 C16 C11 120.2(4) . . ? C22 C21 C22 118.6(4) . 7_575 ? C22 C21 P1 120.5(2) . . ? C22 C21 P1 120.5(2) 7_575 . ? C21 C22 C23 119.7(4) . . ? C24 C23 C22 121.1(4) . . ? C23 C24 C23 119.7(5) . 7_575 ? C32 C31 C32 119.5(4) 7_575 . ? C32 C31 P1 119.9(2) 7_575 . ? C32 C31 P1 119.9(2) . . ? C31 C32 C33 120.0(3) . . ? C34 C33 C32 120.1(3) . . ? C33 C34 C33 120.1(4) . 7_575 ? _refine_diff_density_max 0.478 _refine_diff_density_min -0.292 _refine_diff_density_rms 0.069