# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Liu, Chang-Lin' _publ_contact_author_email liuchl@mail.ccnu.edu.cn _publ_section_title ; Whether the Chelation Targeting Metal-A\^I^2^40 Aggregates Increases or Decreases Their Cytotoxicity? ; loop_ _publ_author_name 'Yong Zhang' 'Li-Yuan Chen' 'Wen-Xing Ying' 'Jun Ying' 'Shi-Bing Zhang' ; Chang-Lin Liu ; # Attachment '1.cif' data_90325zy_0m _database_code_depnum_ccdc_archive 'CCDC 759319' #TrackingRef '1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '6(C25 H20 Cl2 Cu N4 S), C2 H3 N, 8(H2 O)' _chemical_formula_sum 'C152 H139 Cl12 Cu6 N25 O8 S6 ' _chemical_formula_weight 3443.00 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 '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 8.5380(9) _cell_length_b 19.9727(19) _cell_length_c 22.537(2) _cell_angle_alpha 92.188(2) _cell_angle_beta 91.350(2) _cell_angle_gamma 97.128(2) _cell_volume 3809.1(7) _cell_formula_units_Z 1 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 4922 _cell_measurement_theta_min 2.28 _cell_measurement_theta_max 23.67 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.501 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1764 _exptl_absorpt_coefficient_mu 1.181 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7729 _exptl_absorpt_correction_T_max 0.8910 _exptl_absorpt_process_details SADABS,Sheldrick,1997 _exptl_special_details ; ? ; _diffrn_ambient_temperature 294(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23106 _diffrn_reflns_av_R_equivalents 0.0305 _diffrn_reflns_av_sigmaI/netI 0.0626 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 2.21 _diffrn_reflns_theta_max 26.50 _reflns_number_total 15447 _reflns_number_gt 10401 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0893P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 15447 _refine_ls_number_parameters 956 _refine_ls_number_restraints 18 _refine_ls_R_factor_all 0.0844 _refine_ls_R_factor_gt 0.0540 _refine_ls_wR_factor_ref 0.1612 _refine_ls_wR_factor_gt 0.1406 _refine_ls_goodness_of_fit_ref 1.012 _refine_ls_restrained_S_all 1.016 _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 0.20756(5) 0.12187(2) 0.099677(19) 0.03566(13) Uani 1 1 d . . . Cu2 Cu 0.54076(5) 0.93619(2) 0.250972(19) 0.03928(13) Uani 1 1 d . . . Cu3 Cu 0.08630(6) 0.23497(2) 0.46965(2) 0.04200(14) Uani 1 1 d . . . C1 C 0.7628(5) 0.50610(18) -0.02643(18) 0.0433(9) Uani 1 1 d . . . C2 C 0.8391(6) 0.5481(2) -0.0672(2) 0.0589(12) Uani 1 1 d . . . H2 H 0.8248 0.5382 -0.1077 0.071 Uiso 1 1 calc R . . C3 C 0.9368(5) 0.6049(2) -0.0464(2) 0.0593(12) Uani 1 1 d . . . H3 H 0.9908 0.6326 -0.0733 0.071 Uiso 1 1 calc R . . C4 C 0.9557(5) 0.6209(2) 0.0129(2) 0.0583(12) Uani 1 1 d . . . H4 H 1.0206 0.6599 0.0257 0.070 Uiso 1 1 calc R . . C5 C 0.8798(5) 0.5801(2) 0.0542(2) 0.0586(12) Uani 1 1 d . . . H5 H 0.8936 0.5906 0.0947 0.070 Uiso 1 1 calc R . . C6 C 0.7830(5) 0.52324(19) 0.03348(19) 0.0461(10) Uani 1 1 d . . . C7 C 0.6098(4) 0.41905(18) 0.00716(17) 0.0406(9) Uani 1 1 d . . . C8 C 0.5056(4) 0.35441(18) 0.00807(17) 0.0385(9) Uani 1 1 d . . . C9 C 0.4278(5) 0.33430(19) 0.05779(17) 0.0429(9) Uani 1 1 d . . . H9 H 0.4344 0.3633 0.0913 0.051 Uiso 1 1 calc R . . C10 C 0.3394(5) 0.27157(19) 0.05919(17) 0.0440(9) Uani 1 1 d . . . H10 H 0.2897 0.2583 0.0939 0.053 Uiso 1 1 calc R . . C11 C 0.3243(4) 0.22851(17) 0.00965(16) 0.0344(8) Uani 1 1 d . . . C12 C 0.3995(5) 0.2492(2) -0.04133(18) 0.0542(11) Uani 1 1 d . . . H12 H 0.3909 0.2207 -0.0752 0.065 Uiso 1 1 calc R . . C13 C 0.4870(6) 0.3118(2) -0.04229(18) 0.0569(12) Uani 1 1 d . . . H13 H 0.5344 0.3258 -0.0772 0.068 Uiso 1 1 calc R . . C14 C 0.3076(4) 0.10787(18) -0.01822(16) 0.0386(9) Uani 1 1 d . . . H14A H 0.3449 0.1221 -0.0566 0.046 Uiso 1 1 calc R . . H14B H 0.2318 0.0677 -0.0244 0.046 Uiso 1 1 calc R . . C15 C 0.4433(4) 0.09275(16) 0.02003(16) 0.0360(8) Uani 1 1 d . . . C16 C 0.5847(4) 0.07769(18) -0.00155(18) 0.0409(9) Uani 1 1 d . . . H16 H 0.6047 0.0797 -0.0419 0.049 Uiso 1 1 calc R . . C17 C 0.6962(5) 0.05947(18) 0.0381(2) 0.0450(10) Uani 1 1 d . . . H17 H 0.7929 0.0494 0.0245 0.054 Uiso 1 1 calc R . . C18 C 0.6651(4) 0.05614(18) 0.0974(2) 0.0465(10) Uani 1 1 d . . . H18 H 0.7384 0.0424 0.1240 0.056 Uiso 1 1 calc R . . C19 C 0.5221(4) 0.07369(18) 0.11686(18) 0.0414(9) Uani 1 1 d . . . H19 H 0.5011 0.0725 0.1571 0.050 Uiso 1 1 calc R . . C20 C 0.0649(4) 0.16442(19) -0.00851(17) 0.0421(9) Uani 1 1 d . . . H20A H 0.0193 0.1199 -0.0234 0.050 Uiso 1 1 calc R . . H20B H 0.0617 0.1953 -0.0406 0.050 Uiso 1 1 calc R . . C21 C -0.0287(4) 0.18696(18) 0.04208(18) 0.0409(9) Uani 1 1 d . . . C22 C -0.1578(5) 0.22167(19) 0.0338(2) 0.0538(11) Uani 1 1 d . . . H22 H -0.1876 0.2332 -0.0040 0.065 Uiso 1 1 calc R . . C23 C -0.2412(5) 0.2389(2) 0.0824(3) 0.0670(14) Uani 1 1 d . . . H23 H -0.3279 0.2623 0.0776 0.080 Uiso 1 1 calc R . . C24 C -0.1966(6) 0.2217(2) 0.1377(3) 0.0678(14) Uani 1 1 d . . . H24 H -0.2522 0.2331 0.1708 0.081 Uiso 1 1 calc R . . C25 C -0.0664(5) 0.1866(2) 0.1437(2) 0.0543(11) Uani 1 1 d . . . H25 H -0.0357 0.1746 0.1813 0.065 Uiso 1 1 calc R . . C26 C 0.0181(5) 0.5258(2) 0.25433(18) 0.0473(10) Uani 1 1 d . . . C27 C -0.0464(6) 0.4823(2) 0.2077(2) 0.0642(13) Uani 1 1 d . . . H27 H -0.0285 0.4933 0.1685 0.077 Uiso 1 1 calc R . . C28 C -0.1361(6) 0.4232(2) 0.2203(2) 0.0726(14) Uani 1 1 d . . . H28 H -0.1779 0.3935 0.1895 0.087 Uiso 1 1 calc R . . C29 C -0.1649(6) 0.4075(2) 0.2785(2) 0.0716(14) Uani 1 1 d . . . H29 H -0.2260 0.3670 0.2863 0.086 Uiso 1 1 calc R . . C30 C -0.1054(6) 0.4501(2) 0.3253(2) 0.0623(13) Uani 1 1 d . . . H30 H -0.1257 0.4392 0.3644 0.075 Uiso 1 1 calc R . . C31 C -0.0143(5) 0.5096(2) 0.31227(18) 0.0492(10) Uani 1 1 d . . . C32 C 0.1465(5) 0.6188(2) 0.29833(17) 0.0438(9) Uani 1 1 d . . . C33 C 0.2385(4) 0.68519(18) 0.30698(16) 0.0394(9) Uani 1 1 d . . . C34 C 0.3641(5) 0.7053(2) 0.27078(17) 0.0453(10) Uani 1 1 d . . . H34 H 0.3889 0.6761 0.2402 0.054 Uiso 1 1 calc R . . C35 C 0.4516(5) 0.7671(2) 0.27938(17) 0.0462(10) Uani 1 1 d . . . H35 H 0.5348 0.7793 0.2545 0.055 Uiso 1 1 calc R . . C36 C 0.4188(4) 0.81210(18) 0.32457(16) 0.0360(8) Uani 1 1 d . . . C37 C 0.2907(5) 0.79367(19) 0.35969(16) 0.0428(9) Uani 1 1 d . . . H37 H 0.2639 0.8236 0.3892 0.051 Uiso 1 1 calc R . . C38 C 0.2025(5) 0.7309(2) 0.35106(17) 0.0456(10) Uani 1 1 d . . . H38 H 0.1175 0.7192 0.3752 0.055 Uiso 1 1 calc R . . C39 C 0.4553(5) 0.92747(19) 0.37129(16) 0.0416(9) Uani 1 1 d . . . H39A H 0.5376 0.9646 0.3809 0.050 Uiso 1 1 calc R . . H39B H 0.4198 0.9079 0.4081 0.050 Uiso 1 1 calc R . . C40 C 0.3186(5) 0.95324(18) 0.33893(17) 0.0404(9) Uani 1 1 d . . . C41 C 0.1837(5) 0.96857(19) 0.36639(19) 0.0490(10) Uani 1 1 d . . . H41 H 0.1685 0.9605 0.4063 0.059 Uiso 1 1 calc R . . C42 C 0.0713(5) 0.9964(2) 0.3329(2) 0.0539(11) Uani 1 1 d . . . H42 H -0.0209 1.0068 0.3503 0.065 Uiso 1 1 calc R . . C43 C 0.0959(5) 1.0085(2) 0.2745(2) 0.0515(11) Uani 1 1 d . . . H43 H 0.0233 1.0287 0.2521 0.062 Uiso 1 1 calc R . . C44 C 0.2308(5) 0.99022(19) 0.24951(19) 0.0466(10) Uani 1 1 d . . . H44 H 0.2463 0.9968 0.2093 0.056 Uiso 1 1 calc R . . C45 C 0.6850(4) 0.8674(2) 0.34818(16) 0.0419(9) Uani 1 1 d . . . H45A H 0.6871 0.8264 0.3697 0.050 Uiso 1 1 calc R . . H45B H 0.7303 0.9051 0.3742 0.050 Uiso 1 1 calc R . . C46 C 0.7845(4) 0.86400(18) 0.29403(17) 0.0389(9) Uani 1 1 d . . . C47 C 0.9190(5) 0.8325(2) 0.29370(19) 0.0481(10) Uani 1 1 d . . . H47 H 0.9490 0.8111 0.3273 0.058 Uiso 1 1 calc R . . C48 C 1.0099(5) 0.8325(2) 0.2437(2) 0.0569(11) Uani 1 1 d . . . H48 H 1.1012 0.8115 0.2433 0.068 Uiso 1 1 calc R . . C49 C 0.9624(5) 0.8643(2) 0.1947(2) 0.0566(11) Uani 1 1 d . . . H49 H 1.0210 0.8651 0.1604 0.068 Uiso 1 1 calc R . . C50 C 0.8272(5) 0.8950(2) 0.19695(18) 0.0480(10) Uani 1 1 d . . . H50 H 0.7963 0.9169 0.1637 0.058 Uiso 1 1 calc R . . C51 C 0.5498(5) 0.5493(2) 0.2208(2) 0.0538(11) Uani 1 1 d . . . C52 C 0.6204(6) 0.5940(2) 0.1798(2) 0.0686(14) Uani 1 1 d . . . H52 H 0.5994 0.5873 0.1391 0.082 Uiso 1 1 calc R . . C53 C 0.7226(6) 0.6484(2) 0.2026(3) 0.0753(16) Uani 1 1 d . . . H53 H 0.7718 0.6792 0.1770 0.090 Uiso 1 1 calc R . . C54 C 0.7531(6) 0.6577(2) 0.2637(3) 0.0739(15) Uani 1 1 d . . . H54 H 0.8241 0.6942 0.2779 0.089 Uiso 1 1 calc R . . C55 C 0.6815(6) 0.6147(2) 0.3028(2) 0.0688(14) Uani 1 1 d . . . H55 H 0.7016 0.6221 0.3434 0.083 Uiso 1 1 calc R . . C56 C 0.5772(5) 0.5591(2) 0.28118(19) 0.0510(10) Uani 1 1 d . . . C57 C 0.4128(5) 0.4652(2) 0.28245(18) 0.0469(10) Uani 1 1 d . . . C58 C 0.3164(5) 0.4053(2) 0.30513(17) 0.0443(9) Uani 1 1 d . . . C59 C 0.2624(6) 0.3494(2) 0.26966(19) 0.0692(15) Uani 1 1 d . . . H59 H 0.2807 0.3498 0.2292 0.083 Uiso 1 1 calc R . . C60 C 0.1820(6) 0.2930(2) 0.29256(18) 0.0638(14) Uani 1 1 d . . . H60 H 0.1489 0.2555 0.2677 0.077 Uiso 1 1 calc R . . C61 C 0.1499(5) 0.29148(18) 0.35197(16) 0.0393(9) Uani 1 1 d . . . C62 C 0.1988(5) 0.3482(2) 0.38745(17) 0.0467(10) Uani 1 1 d . . . H62 H 0.1762 0.3484 0.4276 0.056 Uiso 1 1 calc R . . C63 C 0.2804(5) 0.4043(2) 0.36436(17) 0.0487(10) Uani 1 1 d . . . H63 H 0.3118 0.4422 0.3890 0.058 Uiso 1 1 calc R . . C64 C 0.1300(5) 0.16825(19) 0.35909(18) 0.0510(11) Uani 1 1 d . . . H64A H 0.1537 0.1685 0.3172 0.061 Uiso 1 1 calc R . . H64B H 0.0533 0.1293 0.3655 0.061 Uiso 1 1 calc R . . C65 C 0.2777(5) 0.16406(19) 0.39543(18) 0.0447(10) Uani 1 1 d . . . C66 C 0.3994(5) 0.1294(2) 0.3754(2) 0.0543(11) Uani 1 1 d . . . H66 H 0.3959 0.1100 0.3372 0.065 Uiso 1 1 calc R . . C67 C 0.5245(6) 0.1247(2) 0.4136(2) 0.0620(13) Uani 1 1 d . . . H67 H 0.6071 0.1017 0.4012 0.074 Uiso 1 1 calc R . . C68 C 0.5287(6) 0.1531(2) 0.4692(2) 0.0649(13) Uani 1 1 d . . . H68 H 0.6130 0.1496 0.4953 0.078 Uiso 1 1 calc R . . C69 C 0.4049(5) 0.1877(2) 0.48655(19) 0.0546(11) Uani 1 1 d . . . H69 H 0.4084 0.2081 0.5244 0.066 Uiso 1 1 calc R . . C70 C -0.1092(5) 0.2269(2) 0.36360(18) 0.0481(10) Uani 1 1 d . . . H70A H -0.1267 0.2413 0.3236 0.058 Uiso 1 1 calc R . . H70B H -0.1578 0.1805 0.3659 0.058 Uiso 1 1 calc R . . C71 C -0.1822(5) 0.2708(2) 0.40696(18) 0.0457(10) Uani 1 1 d . . . C72 C -0.3216(5) 0.2965(2) 0.3942(2) 0.0606(12) Uani 1 1 d . . . H72 H -0.3732 0.2873 0.3574 0.073 Uiso 1 1 calc R . . C73 C -0.3821(6) 0.3359(3) 0.4370(3) 0.0762(15) Uani 1 1 d . . . H73 H -0.4765 0.3533 0.4299 0.091 Uiso 1 1 calc R . . C74 C -0.3026(7) 0.3491(3) 0.4900(3) 0.0801(16) Uani 1 1 d . . . H74 H -0.3413 0.3761 0.5193 0.096 Uiso 1 1 calc R . . C75 C -0.1650(6) 0.3222(2) 0.4998(2) 0.0639(13) Uani 1 1 d . . . H75 H -0.1112 0.3319 0.5361 0.077 Uiso 1 1 calc R . . C76 C 0.615(2) 0.5333(7) 0.4554(6) 0.135(6) Uani 0.50 1 d PU . . H76A H 0.5982 0.4983 0.4248 0.203 Uiso 0.50 1 calc PR . . H76B H 0.5961 0.5755 0.4394 0.203 Uiso 0.50 1 calc PR . . H76C H 0.5436 0.5227 0.4870 0.203 Uiso 0.50 1 calc PR . . C77 C 0.788(2) 0.5389(8) 0.4800(6) 0.107(5) Uani 0.50 1 d PU . . Cl1 Cl 0.06853(11) 0.01238(5) 0.09081(5) 0.0474(2) Uani 1 1 d . . . Cl2 Cl 0.28465(14) 0.16390(6) 0.19448(5) 0.0635(3) Uani 1 1 d . . . Cl3 Cl 0.44047(14) 0.89146(6) 0.16157(5) 0.0608(3) Uani 1 1 d . . . Cl4 Cl 0.68154(13) 1.04325(5) 0.27659(5) 0.0573(3) Uani 1 1 d . . . Cl5 Cl -0.06863(15) 0.12595(6) 0.49230(6) 0.0712(4) Uani 1 1 d . . . Cl6 Cl 0.17554(15) 0.28556(7) 0.55751(5) 0.0679(3) Uani 1 1 d . . . N1 N 0.6650(4) 0.44673(16) -0.04073(15) 0.0486(8) Uani 1 1 d . . . N2 N 0.2314(3) 0.16254(14) 0.01172(13) 0.0332(7) Uani 1 1 d . . . N3 N 0.4137(3) 0.09237(14) 0.07901(13) 0.0341(7) Uani 1 1 d . . . N4 N 0.0163(4) 0.16972(15) 0.09634(14) 0.0398(7) Uani 1 1 d . . . N5 N 0.1108(4) 0.58705(17) 0.24690(15) 0.0500(9) Uani 1 1 d . . . N6 N 0.5186(4) 0.87580(15) 0.33288(13) 0.0375(7) Uani 1 1 d . . . N7 N 0.3406(4) 0.96316(15) 0.28120(14) 0.0390(7) Uani 1 1 d . . . N8 N 0.7376(4) 0.89466(15) 0.24542(13) 0.0396(7) Uani 1 1 d . . . N9 N 0.4971(4) 0.51044(17) 0.31636(16) 0.0540(9) Uani 1 1 d . . . N10 N 0.0647(4) 0.23096(15) 0.37699(13) 0.0392(7) Uani 1 1 d . . . N11 N 0.2814(4) 0.19255(16) 0.45055(14) 0.0427(8) Uani 1 1 d . . . N12 N -0.1048(4) 0.28269(16) 0.45969(14) 0.0455(8) Uani 1 1 d . . . N13 N 0.9086(16) 0.5150(6) 0.4976(5) 0.127(4) Uani 0.50 1 d PU . . O1 O 0.2143(5) 0.63565(18) 0.13699(14) 0.0906(12) Uani 1 1 d . . . H1A H 0.1550 0.6171 0.1612 0.136 Uiso 1 1 d R . . H1B H 0.2542 0.6062 0.1186 0.136 Uiso 1 1 d R . . O2 O 0.6147(4) 0.2027(2) 0.26440(16) 0.0951(12) Uani 1 1 d . . . H2A H 0.5226 0.1975 0.2522 0.143 Uiso 1 1 d R . . H2B H 0.6496 0.1665 0.2597 0.143 Uiso 1 1 d R . . O3 O 0.1739(5) 0.7665(2) 0.11177(17) 0.0991(13) Uani 1 1 d . . . H3A H 0.2516 0.7930 0.1223 0.149 Uiso 1 1 d R . . H3B H 0.1304 0.7527 0.1418 0.149 Uiso 1 1 d R . . O4 O 0.8013(5) 0.9688(2) 0.46108(19) 0.1150(16) Uani 1 1 d . . . H4A H 0.7989 1.0057 0.4781 0.172 Uiso 1 1 d R . . H4B H 0.8277 0.9429 0.4857 0.172 Uiso 1 1 d R . . S1 S 0.67355(14) 0.46226(5) 0.07358(5) 0.0536(3) Uani 1 1 d . . . S2 S 0.07399(16) 0.57446(6) 0.35953(5) 0.0614(3) Uani 1 1 d . . . S3 S 0.42197(15) 0.47613(6) 0.20566(5) 0.0602(3) Uani 1 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 Cu1 0.0283(2) 0.0379(3) 0.0411(3) 0.00106(19) 0.00349(19) 0.00509(19) Cu2 0.0344(3) 0.0465(3) 0.0381(3) 0.0037(2) 0.00379(19) 0.0084(2) Cu3 0.0415(3) 0.0461(3) 0.0396(3) 0.0058(2) 0.0068(2) 0.0077(2) C1 0.042(2) 0.029(2) 0.058(3) 0.0042(18) 0.0054(19) 0.0007(17) C2 0.064(3) 0.044(3) 0.067(3) 0.011(2) 0.010(2) -0.003(2) C3 0.050(3) 0.046(3) 0.081(3) 0.016(2) 0.013(2) -0.004(2) C4 0.043(3) 0.041(2) 0.088(4) 0.009(2) 0.004(2) -0.0081(19) C5 0.050(3) 0.049(3) 0.070(3) -0.005(2) 0.000(2) -0.014(2) C6 0.036(2) 0.037(2) 0.064(3) 0.0022(19) 0.0021(19) -0.0042(17) C7 0.035(2) 0.034(2) 0.052(2) 0.0016(17) 0.0002(17) 0.0007(16) C8 0.031(2) 0.030(2) 0.054(2) 0.0048(17) -0.0015(17) 0.0028(15) C9 0.040(2) 0.035(2) 0.051(2) -0.0083(17) 0.0086(18) -0.0038(17) C10 0.039(2) 0.043(2) 0.048(2) -0.0015(18) 0.0118(18) -0.0027(18) C11 0.0264(19) 0.032(2) 0.045(2) 0.0049(16) -0.0003(15) 0.0038(15) C12 0.069(3) 0.043(2) 0.045(2) -0.0060(18) 0.008(2) -0.014(2) C13 0.074(3) 0.049(3) 0.042(2) 0.0067(19) 0.009(2) -0.014(2) C14 0.041(2) 0.032(2) 0.041(2) -0.0016(15) 0.0025(17) 0.0006(16) C15 0.034(2) 0.0221(18) 0.050(2) -0.0004(15) 0.0025(17) -0.0015(15) C16 0.036(2) 0.032(2) 0.053(2) -0.0002(17) 0.0140(18) -0.0025(16) C17 0.030(2) 0.027(2) 0.077(3) -0.0024(19) 0.011(2) -0.0001(16) C18 0.031(2) 0.032(2) 0.077(3) 0.0064(19) -0.003(2) 0.0062(16) C19 0.032(2) 0.042(2) 0.051(2) 0.0068(17) -0.0002(17) 0.0035(17) C20 0.028(2) 0.040(2) 0.056(2) 0.0069(18) -0.0038(17) -0.0033(16) C21 0.027(2) 0.030(2) 0.064(3) 0.0036(17) -0.0029(18) -0.0026(15) C22 0.036(2) 0.034(2) 0.091(3) 0.016(2) -0.004(2) 0.0004(18) C23 0.036(3) 0.045(3) 0.123(5) 0.005(3) 0.009(3) 0.011(2) C24 0.046(3) 0.063(3) 0.095(4) -0.015(3) 0.018(3) 0.010(2) C25 0.040(2) 0.057(3) 0.065(3) -0.009(2) 0.011(2) 0.004(2) C26 0.043(2) 0.043(2) 0.054(2) 0.0054(19) 0.0063(19) 0.0007(19) C27 0.075(3) 0.059(3) 0.055(3) 0.001(2) 0.005(2) -0.008(3) C28 0.082(4) 0.058(3) 0.072(3) 0.000(3) -0.007(3) -0.012(3) C29 0.070(4) 0.050(3) 0.091(4) 0.017(3) -0.001(3) -0.014(2) C30 0.071(3) 0.055(3) 0.058(3) 0.014(2) 0.008(2) -0.006(2) C31 0.052(3) 0.043(2) 0.052(2) 0.0042(19) 0.005(2) 0.004(2) C32 0.042(2) 0.044(2) 0.047(2) 0.0084(18) 0.0076(18) 0.0078(18) C33 0.036(2) 0.038(2) 0.044(2) 0.0073(17) 0.0030(17) 0.0035(17) C34 0.043(2) 0.044(2) 0.048(2) -0.0033(18) 0.0103(18) 0.0015(18) C35 0.040(2) 0.049(2) 0.049(2) -0.0011(19) 0.0129(18) 0.0000(19) C36 0.031(2) 0.040(2) 0.038(2) 0.0072(16) 0.0012(15) 0.0046(16) C37 0.047(2) 0.045(2) 0.039(2) 0.0027(17) 0.0093(18) 0.0106(19) C38 0.046(2) 0.047(2) 0.044(2) 0.0076(18) 0.0112(18) 0.0037(19) C39 0.046(2) 0.042(2) 0.036(2) -0.0017(16) 0.0052(17) 0.0041(18) C40 0.039(2) 0.033(2) 0.048(2) -0.0001(16) 0.0105(17) -0.0013(16) C41 0.049(3) 0.039(2) 0.058(3) -0.0043(19) 0.018(2) -0.0020(19) C42 0.041(3) 0.043(2) 0.078(3) -0.006(2) 0.014(2) 0.0042(19) C43 0.034(2) 0.041(2) 0.080(3) 0.005(2) 0.005(2) 0.0050(18) C44 0.041(2) 0.040(2) 0.060(3) 0.0053(19) -0.0026(19) 0.0073(18) C45 0.034(2) 0.046(2) 0.045(2) 0.0043(17) -0.0013(17) 0.0013(17) C46 0.031(2) 0.033(2) 0.051(2) 0.0008(17) -0.0034(17) -0.0007(16) C47 0.039(2) 0.040(2) 0.065(3) 0.0035(19) -0.007(2) 0.0063(18) C48 0.042(3) 0.053(3) 0.078(3) -0.003(2) 0.011(2) 0.015(2) C49 0.047(3) 0.063(3) 0.061(3) -0.003(2) 0.016(2) 0.009(2) C50 0.046(3) 0.054(3) 0.044(2) 0.0013(18) 0.0070(19) 0.007(2) C51 0.051(3) 0.043(2) 0.068(3) 0.005(2) 0.016(2) 0.004(2) C52 0.080(4) 0.057(3) 0.070(3) 0.009(2) 0.025(3) 0.005(3) C53 0.066(4) 0.045(3) 0.115(5) 0.020(3) 0.031(3) 0.001(2) C54 0.050(3) 0.040(3) 0.128(5) -0.006(3) 0.004(3) -0.005(2) C55 0.069(3) 0.053(3) 0.082(4) -0.005(3) -0.011(3) 0.003(3) C56 0.047(3) 0.047(3) 0.059(3) 0.003(2) 0.001(2) 0.005(2) C57 0.046(3) 0.044(2) 0.048(2) 0.0006(19) 0.0058(19) -0.0014(19) C58 0.046(2) 0.041(2) 0.044(2) 0.0027(18) 0.0050(18) -0.0006(18) C59 0.097(4) 0.063(3) 0.041(2) -0.004(2) 0.025(2) -0.017(3) C60 0.095(4) 0.043(3) 0.046(2) -0.0105(19) 0.018(2) -0.020(2) C61 0.041(2) 0.035(2) 0.042(2) 0.0013(16) 0.0056(17) 0.0025(17) C62 0.056(3) 0.047(2) 0.035(2) -0.0005(18) 0.0063(18) -0.003(2) C63 0.061(3) 0.041(2) 0.041(2) -0.0032(18) 0.0025(19) -0.005(2) C64 0.063(3) 0.036(2) 0.053(2) -0.0002(18) 0.007(2) 0.000(2) C65 0.050(3) 0.032(2) 0.051(2) 0.0069(17) 0.0102(19) -0.0031(18) C66 0.054(3) 0.038(2) 0.072(3) 0.003(2) 0.025(2) 0.004(2) C67 0.047(3) 0.054(3) 0.088(4) 0.015(3) 0.024(3) 0.013(2) C68 0.046(3) 0.074(3) 0.080(4) 0.028(3) 0.011(2) 0.015(2) C69 0.045(3) 0.070(3) 0.051(3) 0.017(2) 0.011(2) 0.010(2) C70 0.040(2) 0.048(2) 0.054(2) 0.0070(19) -0.0025(19) -0.0046(18) C71 0.039(2) 0.042(2) 0.056(3) 0.0144(19) 0.0089(19) 0.0014(18) C72 0.045(3) 0.064(3) 0.074(3) 0.019(2) 0.005(2) 0.006(2) C73 0.055(3) 0.081(4) 0.099(4) 0.020(3) 0.007(3) 0.025(3) C74 0.077(4) 0.087(4) 0.085(4) 0.005(3) 0.019(3) 0.038(3) C75 0.068(3) 0.067(3) 0.062(3) 0.005(2) 0.009(2) 0.027(3) C76 0.239(16) 0.093(9) 0.076(8) 0.003(7) 0.068(10) 0.019(10) C77 0.117(8) 0.128(8) 0.080(7) 0.014(6) 0.034(7) 0.020(7) Cl1 0.0367(5) 0.0378(5) 0.0666(6) 0.0053(4) 0.0018(5) -0.0005(4) Cl2 0.0610(7) 0.0847(9) 0.0463(6) -0.0199(5) -0.0080(5) 0.0238(6) Cl3 0.0564(7) 0.0833(8) 0.0423(6) -0.0066(5) -0.0061(5) 0.0114(6) Cl4 0.0430(6) 0.0476(6) 0.0803(8) -0.0025(5) 0.0065(5) 0.0023(5) Cl5 0.0524(7) 0.0558(7) 0.1071(10) 0.0309(7) 0.0137(7) 0.0032(5) Cl6 0.0692(8) 0.0855(9) 0.0498(6) -0.0149(6) -0.0052(6) 0.0201(7) N1 0.054(2) 0.0367(19) 0.053(2) 0.0036(15) 0.0051(17) -0.0054(16) N2 0.0249(16) 0.0268(15) 0.0461(17) -0.0002(13) -0.0015(13) -0.0029(12) N3 0.0269(16) 0.0345(17) 0.0406(17) 0.0012(13) 0.0045(13) 0.0017(12) N4 0.0303(17) 0.0350(17) 0.053(2) -0.0020(14) 0.0047(14) 0.0011(13) N5 0.048(2) 0.044(2) 0.056(2) 0.0023(16) 0.0071(17) -0.0041(16) N6 0.0345(18) 0.0399(18) 0.0379(17) 0.0011(13) 0.0012(13) 0.0035(14) N7 0.0357(18) 0.0366(18) 0.0446(18) 0.0033(14) 0.0050(14) 0.0027(14) N8 0.0317(17) 0.0421(18) 0.0446(18) -0.0025(14) 0.0040(14) 0.0037(14) N9 0.053(2) 0.046(2) 0.064(2) 0.0125(18) 0.0085(18) 0.0047(17) N10 0.0385(19) 0.0343(17) 0.0433(18) 0.0003(13) 0.0043(14) -0.0016(14) N11 0.040(2) 0.0435(19) 0.0449(19) 0.0073(15) 0.0089(15) 0.0035(15) N12 0.050(2) 0.044(2) 0.0438(19) 0.0049(15) 0.0083(16) 0.0074(16) N13 0.168(9) 0.100(7) 0.102(7) 0.028(6) 0.041(7) -0.033(7) O1 0.135(4) 0.074(2) 0.057(2) 0.0049(17) 0.021(2) -0.011(2) O2 0.076(3) 0.111(3) 0.092(3) 0.003(2) -0.015(2) -0.009(2) O3 0.092(3) 0.105(3) 0.100(3) -0.009(2) -0.005(2) 0.017(2) O4 0.126(4) 0.089(3) 0.127(4) -0.025(3) -0.054(3) 0.019(3) S1 0.0545(7) 0.0478(6) 0.0527(6) 0.0001(5) 0.0052(5) -0.0166(5) S2 0.0767(9) 0.0543(7) 0.0492(6) 0.0082(5) 0.0076(6) -0.0107(6) S3 0.0686(8) 0.0573(7) 0.0500(6) 0.0029(5) 0.0092(6) -0.0118(6) _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 N3 1.984(3) . ? Cu1 N4 1.993(3) . ? Cu1 N2 2.175(3) . ? Cu1 Cl2 2.3157(11) . ? Cu1 Cl1 2.3544(10) . ? Cu2 N8 1.969(3) . ? Cu2 N7 1.982(3) . ? Cu2 N6 2.242(3) . ? Cu2 Cl3 2.2766(11) . ? Cu2 Cl4 2.3634(12) . ? Cu3 N12 2.002(3) . ? Cu3 N11 2.008(3) . ? Cu3 N10 2.090(3) . ? Cu3 Cl6 2.2600(12) . ? Cu3 Cl5 2.4805(12) . ? C1 C6 1.382(6) . ? C1 N1 1.385(5) . ? C1 C2 1.387(5) . ? C2 C3 1.381(6) . ? C2 H2 0.9300 . ? C3 C4 1.364(6) . ? C3 H3 0.9300 . ? C4 C5 1.379(6) . ? C4 H4 0.9300 . ? C5 C6 1.378(6) . ? C5 H5 0.9300 . ? C6 S1 1.736(4) . ? C7 N1 1.303(5) . ? C7 C8 1.475(5) . ? C7 S1 1.740(4) . ? C8 C9 1.365(5) . ? C8 C13 1.386(5) . ? C9 C10 1.382(5) . ? C9 H9 0.9300 . ? C10 C11 1.377(5) . ? C10 H10 0.9300 . ? C11 C12 1.382(5) . ? C11 N2 1.454(4) . ? C12 C13 1.376(6) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 N2 1.488(4) . ? C14 C15 1.496(5) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 N3 1.359(4) . ? C15 C16 1.375(5) . ? C16 C17 1.381(5) . ? C16 H16 0.9300 . ? C17 C18 1.371(6) . ? C17 H17 0.9300 . ? C18 C19 1.387(5) . ? C18 H18 0.9300 . ? C19 N3 1.341(4) . ? C19 H19 0.9300 . ? C20 N2 1.488(4) . ? C20 C21 1.495(5) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 N4 1.344(5) . ? C21 C22 1.385(5) . ? C22 C23 1.376(6) . ? C22 H22 0.9300 . ? C23 C24 1.363(7) . ? C23 H23 0.9300 . ? C24 C25 1.392(6) . ? C24 H24 0.9300 . ? C25 N4 1.349(5) . ? C25 H25 0.9300 . ? C26 C31 1.383(5) . ? C26 N5 1.390(5) . ? C26 C27 1.396(6) . ? C27 C28 1.367(6) . ? C27 H27 0.9300 . ? C28 C29 1.382(7) . ? C28 H28 0.9300 . ? C29 C30 1.376(7) . ? C29 H29 0.9300 . ? C30 C31 1.383(6) . ? C30 H30 0.9300 . ? C31 S2 1.731(4) . ? C32 N5 1.311(5) . ? C32 C33 1.458(5) . ? C32 S2 1.752(4) . ? C33 C38 1.390(5) . ? C33 C34 1.391(5) . ? C34 C35 1.367(5) . ? C34 H34 0.9300 . ? C35 C36 1.389(5) . ? C35 H35 0.9300 . ? C36 C37 1.386(5) . ? C36 N6 1.444(5) . ? C37 C38 1.384(5) . ? C37 H37 0.9300 . ? C38 H38 0.9300 . ? C39 N6 1.482(4) . ? C39 C40 1.515(5) . ? C39 H39A 0.9700 . ? C39 H39B 0.9700 . ? C40 N7 1.338(5) . ? C40 C41 1.382(5) . ? C41 C42 1.390(6) . ? C41 H41 0.9300 . ? C42 C43 1.362(6) . ? C42 H42 0.9300 . ? C43 C44 1.378(5) . ? C43 H43 0.9300 . ? C44 N7 1.344(5) . ? C44 H44 0.9300 . ? C45 N6 1.486(5) . ? C45 C46 1.508(5) . ? C45 H45A 0.9700 . ? C45 H45B 0.9700 . ? C46 N8 1.352(5) . ? C46 C47 1.376(5) . ? C47 C48 1.383(6) . ? C47 H47 0.9300 . ? C48 C49 1.373(6) . ? C48 H48 0.9300 . ? C49 C50 1.373(6) . ? C49 H49 0.9300 . ? C50 N8 1.348(5) . ? C50 H50 0.9300 . ? C51 C56 1.379(6) . ? C51 C52 1.403(6) . ? C51 S3 1.729(4) . ? C52 C53 1.381(7) . ? C52 H52 0.9300 . ? C53 C54 1.395(7) . ? C53 H53 0.9300 . ? C54 C55 1.356(7) . ? C54 H54 0.9300 . ? C55 C56 1.399(6) . ? C55 H55 0.9300 . ? C56 N9 1.400(5) . ? C57 N9 1.296(5) . ? C57 C58 1.481(5) . ? C57 S3 1.755(4) . ? C58 C59 1.373(6) . ? C58 C63 1.377(5) . ? C59 C60 1.368(6) . ? C59 H59 0.9300 . ? C60 C61 1.374(5) . ? C60 H60 0.9300 . ? C61 C62 1.376(5) . ? C61 N10 1.470(5) . ? C62 C63 1.371(5) . ? C62 H62 0.9300 . ? C63 H63 0.9300 . ? C64 N10 1.479(5) . ? C64 C65 1.500(6) . ? C64 H64A 0.9700 . ? C64 H64B 0.9700 . ? C65 N11 1.345(5) . ? C65 C66 1.392(6) . ? C66 C67 1.371(6) . ? C66 H66 0.9300 . ? C67 C68 1.354(7) . ? C67 H67 0.9300 . ? C68 C69 1.388(6) . ? C68 H68 0.9300 . ? C69 N11 1.331(5) . ? C69 H69 0.9300 . ? C70 C71 1.487(6) . ? C70 N10 1.499(5) . ? C70 H70A 0.9700 . ? C70 H70B 0.9700 . ? C71 N12 1.344(5) . ? C71 C72 1.382(6) . ? C72 C73 1.373(7) . ? C72 H72 0.9300 . ? C73 C74 1.360(8) . ? C73 H73 0.9300 . ? C74 C75 1.368(7) . ? C74 H74 0.9300 . ? C75 N12 1.331(5) . ? C75 H75 0.9300 . ? C76 C77 1.55(2) . ? C76 H76A 0.9600 . ? C76 H76B 0.9600 . ? C76 H76C 0.9600 . ? C77 N13 1.251(18) . ? N13 N13 1.74(3) 2_766 ? O1 H1A 0.8200 . ? O1 H1B 0.8199 . ? O2 H2A 0.8200 . ? O2 H2B 0.8199 . ? O3 H3A 0.8201 . ? O3 H3B 0.8200 . ? O4 H4A 0.8200 . ? O4 H4B 0.8201 . ? 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 N3 Cu1 N4 160.59(12) . . ? N3 Cu1 N2 80.75(11) . . ? N4 Cu1 N2 80.27(12) . . ? N3 Cu1 Cl2 96.06(9) . . ? N4 Cu1 Cl2 94.14(10) . . ? N2 Cu1 Cl2 133.85(8) . . ? N3 Cu1 Cl1 94.47(9) . . ? N4 Cu1 Cl1 95.48(9) . . ? N2 Cu1 Cl1 108.92(8) . . ? Cl2 Cu1 Cl1 117.22(5) . . ? N8 Cu2 N7 161.46(13) . . ? N8 Cu2 N6 81.38(12) . . ? N7 Cu2 N6 80.17(12) . . ? N8 Cu2 Cl3 94.33(9) . . ? N7 Cu2 Cl3 96.69(10) . . ? N6 Cu2 Cl3 121.02(8) . . ? N8 Cu2 Cl4 91.71(9) . . ? N7 Cu2 Cl4 92.43(9) . . ? N6 Cu2 Cl4 108.54(8) . . ? Cl3 Cu2 Cl4 130.43(5) . . ? N12 Cu3 N11 160.81(13) . . ? N12 Cu3 N10 80.46(13) . . ? N11 Cu3 N10 80.84(13) . . ? N12 Cu3 Cl6 97.53(10) . . ? N11 Cu3 Cl6 97.06(10) . . ? N10 Cu3 Cl6 152.60(9) . . ? N12 Cu3 Cl5 93.93(10) . . ? N11 Cu3 Cl5 93.69(9) . . ? N10 Cu3 Cl5 100.51(9) . . ? Cl6 Cu3 Cl5 106.88(5) . . ? C6 C1 N1 115.7(3) . . ? C6 C1 C2 119.2(4) . . ? N1 C1 C2 125.1(4) . . ? C3 C2 C1 118.8(4) . . ? C3 C2 H2 120.6 . . ? C1 C2 H2 120.6 . . ? C4 C3 C2 121.3(4) . . ? C4 C3 H3 119.4 . . ? C2 C3 H3 119.4 . . ? C3 C4 C5 120.9(4) . . ? C3 C4 H4 119.6 . . ? C5 C4 H4 119.6 . . ? C6 C5 C4 117.9(4) . . ? C6 C5 H5 121.1 . . ? C4 C5 H5 121.1 . . ? C5 C6 C1 122.0(4) . . ? C5 C6 S1 128.9(4) . . ? C1 C6 S1 109.1(3) . . ? N1 C7 C8 124.7(3) . . ? N1 C7 S1 115.3(3) . . ? C8 C7 S1 119.9(3) . . ? C9 C8 C13 118.3(3) . . ? C9 C8 C7 121.8(3) . . ? C13 C8 C7 119.9(3) . . ? C8 C9 C10 121.1(4) . . ? C8 C9 H9 119.5 . . ? C10 C9 H9 119.5 . . ? C11 C10 C9 120.5(3) . . ? C11 C10 H10 119.7 . . ? C9 C10 H10 119.7 . . ? C10 C11 C12 118.7(3) . . ? C10 C11 N2 120.0(3) . . ? C12 C11 N2 121.3(3) . . ? C13 C12 C11 120.3(4) . . ? C13 C12 H12 119.8 . . ? C11 C12 H12 119.8 . . ? C12 C13 C8 121.0(4) . . ? C12 C13 H13 119.5 . . ? C8 C13 H13 119.5 . . ? N2 C14 C15 108.8(3) . . ? N2 C14 H14A 109.9 . . ? C15 C14 H14A 109.9 . . ? N2 C14 H14B 109.9 . . ? C15 C14 H14B 109.9 . . ? H14A C14 H14B 108.3 . . ? N3 C15 C16 121.8(3) . . ? N3 C15 C14 114.1(3) . . ? C16 C15 C14 124.1(3) . . ? C15 C16 C17 118.4(4) . . ? C15 C16 H16 120.8 . . ? C17 C16 H16 120.8 . . ? C18 C17 C16 120.4(4) . . ? C18 C17 H17 119.8 . . ? C16 C17 H17 119.8 . . ? C17 C18 C19 118.7(4) . . ? C17 C18 H18 120.6 . . ? C19 C18 H18 120.6 . . ? N3 C19 C18 121.5(4) . . ? N3 C19 H19 119.2 . . ? C18 C19 H19 119.2 . . ? N2 C20 C21 109.8(3) . . ? N2 C20 H20A 109.7 . . ? C21 C20 H20A 109.7 . . ? N2 C20 H20B 109.7 . . ? C21 C20 H20B 109.7 . . ? H20A C20 H20B 108.2 . . ? N4 C21 C22 121.5(4) . . ? N4 C21 C20 116.1(3) . . ? C22 C21 C20 122.4(4) . . ? C23 C22 C21 119.1(4) . . ? C23 C22 H22 120.5 . . ? C21 C22 H22 120.5 . . ? C24 C23 C22 120.0(4) . . ? C24 C23 H23 120.0 . . ? C22 C23 H23 120.0 . . ? C23 C24 C25 118.8(5) . . ? C23 C24 H24 120.6 . . ? C25 C24 H24 120.6 . . ? N4 C25 C24 121.7(5) . . ? N4 C25 H25 119.2 . . ? C24 C25 H25 119.2 . . ? C31 C26 N5 116.2(4) . . ? C31 C26 C27 119.5(4) . . ? N5 C26 C27 124.3(4) . . ? C28 C27 C26 119.3(4) . . ? C28 C27 H27 120.3 . . ? C26 C27 H27 120.3 . . ? C27 C28 C29 120.3(5) . . ? C27 C28 H28 119.8 . . ? C29 C28 H28 119.8 . . ? C30 C29 C28 121.6(4) . . ? C30 C29 H29 119.2 . . ? C28 C29 H29 119.2 . . ? C29 C30 C31 117.8(4) . . ? C29 C30 H30 121.1 . . ? C31 C30 H30 121.1 . . ? C30 C31 C26 121.5(4) . . ? C30 C31 S2 129.7(3) . . ? C26 C31 S2 108.8(3) . . ? N5 C32 C33 125.4(3) . . ? N5 C32 S2 114.2(3) . . ? C33 C32 S2 120.3(3) . . ? C38 C33 C34 117.7(4) . . ? C38 C33 C32 121.2(3) . . ? C34 C33 C32 121.1(3) . . ? C35 C34 C33 121.1(4) . . ? C35 C34 H34 119.5 . . ? C33 C34 H34 119.5 . . ? C34 C35 C36 121.3(4) . . ? C34 C35 H35 119.3 . . ? C36 C35 H35 119.3 . . ? C37 C36 C35 118.2(3) . . ? C37 C36 N6 122.9(3) . . ? C35 C36 N6 118.9(3) . . ? C38 C37 C36 120.4(4) . . ? C38 C37 H37 119.8 . . ? C36 C37 H37 119.8 . . ? C37 C38 C33 121.3(4) . . ? C37 C38 H38 119.4 . . ? C33 C38 H38 119.4 . . ? N6 C39 C40 109.2(3) . . ? N6 C39 H39A 109.8 . . ? C40 C39 H39A 109.8 . . ? N6 C39 H39B 109.8 . . ? C40 C39 H39B 109.8 . . ? H39A C39 H39B 108.3 . . ? N7 C40 C41 121.5(4) . . ? N7 C40 C39 114.7(3) . . ? C41 C40 C39 123.7(4) . . ? C40 C41 C42 118.4(4) . . ? C40 C41 H41 120.8 . . ? C42 C41 H41 120.8 . . ? C43 C42 C41 120.1(4) . . ? C43 C42 H42 120.0 . . ? C41 C42 H42 120.0 . . ? C42 C43 C44 118.5(4) . . ? C42 C43 H43 120.8 . . ? C44 C43 H43 120.8 . . ? N7 C44 C43 122.2(4) . . ? N7 C44 H44 118.9 . . ? C43 C44 H44 118.9 . . ? N6 C45 C46 112.4(3) . . ? N6 C45 H45A 109.1 . . ? C46 C45 H45A 109.1 . . ? N6 C45 H45B 109.1 . . ? C46 C45 H45B 109.1 . . ? H45A C45 H45B 107.8 . . ? N8 C46 C47 120.8(4) . . ? N8 C46 C45 116.9(3) . . ? C47 C46 C45 122.3(3) . . ? C46 C47 C48 120.4(4) . . ? C46 C47 H47 119.8 . . ? C48 C47 H47 119.8 . . ? C49 C48 C47 118.4(4) . . ? C49 C48 H48 120.8 . . ? C47 C48 H48 120.8 . . ? C48 C49 C50 119.2(4) . . ? C48 C49 H49 120.4 . . ? C50 C49 H49 120.4 . . ? N8 C50 C49 122.5(4) . . ? N8 C50 H50 118.7 . . ? C49 C50 H50 118.7 . . ? C56 C51 C52 122.4(4) . . ? C56 C51 S3 110.1(3) . . ? C52 C51 S3 127.5(4) . . ? C53 C52 C51 116.8(5) . . ? C53 C52 H52 121.6 . . ? C51 C52 H52 121.6 . . ? C52 C53 C54 120.9(5) . . ? C52 C53 H53 119.5 . . ? C54 C53 H53 119.5 . . ? C55 C54 C53 121.5(5) . . ? C55 C54 H54 119.2 . . ? C53 C54 H54 119.2 . . ? C54 C55 C56 119.1(5) . . ? C54 C55 H55 120.5 . . ? C56 C55 H55 120.5 . . ? C51 C56 C55 119.2(4) . . ? C51 C56 N9 115.7(4) . . ? C55 C56 N9 125.1(4) . . ? N9 C57 C58 123.6(4) . . ? N9 C57 S3 116.6(3) . . ? C58 C57 S3 119.9(3) . . ? C59 C58 C63 117.8(4) . . ? C59 C58 C57 122.8(4) . . ? C63 C58 C57 119.4(4) . . ? C60 C59 C58 121.5(4) . . ? C60 C59 H59 119.3 . . ? C58 C59 H59 119.3 . . ? C59 C60 C61 120.6(4) . . ? C59 C60 H60 119.7 . . ? C61 C60 H60 119.7 . . ? C60 C61 C62 118.3(4) . . ? C60 C61 N10 120.9(3) . . ? C62 C61 N10 120.8(3) . . ? C63 C62 C61 120.9(4) . . ? C63 C62 H62 119.6 . . ? C61 C62 H62 119.6 . . ? C62 C63 C58 120.9(4) . . ? C62 C63 H63 119.6 . . ? C58 C63 H63 119.6 . . ? N10 C64 C65 108.9(3) . . ? N10 C64 H64A 109.9 . . ? C65 C64 H64A 109.9 . . ? N10 C64 H64B 109.9 . . ? C65 C64 H64B 109.9 . . ? H64A C64 H64B 108.3 . . ? N11 C65 C66 121.6(4) . . ? N11 C65 C64 115.5(4) . . ? C66 C65 C64 122.8(4) . . ? C67 C66 C65 118.2(4) . . ? C67 C66 H66 120.9 . . ? C65 C66 H66 120.9 . . ? C68 C67 C66 120.5(4) . . ? C68 C67 H67 119.8 . . ? C66 C67 H67 119.8 . . ? C67 C68 C69 118.8(5) . . ? C67 C68 H68 120.6 . . ? C69 C68 H68 120.6 . . ? N11 C69 C68 121.9(4) . . ? N11 C69 H69 119.0 . . ? C68 C69 H69 119.0 . . ? C71 C70 N10 109.8(3) . . ? C71 C70 H70A 109.7 . . ? N10 C70 H70A 109.7 . . ? C71 C70 H70B 109.7 . . ? N10 C70 H70B 109.7 . . ? H70A C70 H70B 108.2 . . ? N12 C71 C72 122.4(4) . . ? N12 C71 C70 115.4(4) . . ? C72 C71 C70 122.1(4) . . ? C73 C72 C71 118.4(5) . . ? C73 C72 H72 120.8 . . ? C71 C72 H72 120.8 . . ? C74 C73 C72 119.3(5) . . ? C74 C73 H73 120.4 . . ? C72 C73 H73 120.4 . . ? C73 C74 C75 119.4(5) . . ? C73 C74 H74 120.3 . . ? C75 C74 H74 120.3 . . ? N12 C75 C74 122.8(5) . . ? N12 C75 H75 118.6 . . ? C74 C75 H75 118.6 . . ? C77 C76 H76A 109.5 . . ? C77 C76 H76B 109.5 . . ? H76A C76 H76B 109.5 . . ? C77 C76 H76C 109.5 . . ? H76A C76 H76C 109.5 . . ? H76B C76 H76C 109.5 . . ? N13 C77 C76 153.7(16) . . ? C7 N1 C1 110.6(3) . . ? C11 N2 C14 113.0(3) . . ? C11 N2 C20 111.7(3) . . ? C14 N2 C20 113.7(3) . . ? C11 N2 Cu1 115.3(2) . . ? C14 N2 Cu1 99.2(2) . . ? C20 N2 Cu1 103.2(2) . . ? C19 N3 C15 119.1(3) . . ? C19 N3 Cu1 126.7(2) . . ? C15 N3 Cu1 114.2(2) . . ? C21 N4 C25 119.0(4) . . ? C21 N4 Cu1 115.7(2) . . ? C25 N4 Cu1 125.2(3) . . ? C32 N5 C26 110.7(3) . . ? C36 N6 C39 115.7(3) . . ? C36 N6 C45 112.7(3) . . ? C39 N6 C45 113.2(3) . . ? C36 N6 Cu2 113.9(2) . . ? C39 N6 Cu2 96.8(2) . . ? C45 N6 Cu2 102.9(2) . . ? C40 N7 C44 119.2(3) . . ? C40 N7 Cu2 114.6(3) . . ? C44 N7 Cu2 126.2(3) . . ? C50 N8 C46 118.6(3) . . ? C50 N8 Cu2 124.5(3) . . ? C46 N8 Cu2 116.9(2) . . ? C57 N9 C56 109.3(4) . . ? C61 N10 C64 112.9(3) . . ? C61 N10 C70 110.8(3) . . ? C64 N10 C70 112.7(3) . . ? C61 N10 Cu3 111.2(2) . . ? C64 N10 Cu3 103.9(2) . . ? C70 N10 Cu3 105.0(2) . . ? C69 N11 C65 119.0(4) . . ? C69 N11 Cu3 127.4(3) . . ? C65 N11 Cu3 113.5(3) . . ? C75 N12 C71 117.6(4) . . ? C75 N12 Cu3 127.2(3) . . ? C71 N12 Cu3 115.1(3) . . ? C77 N13 N13 164.5(15) . 2_766 ? H1A O1 H1B 107.7 . . ? H2A O2 H2B 107.7 . . ? H3A O3 H3B 107.7 . . ? H4A O4 H4B 107.7 . . ? C6 S1 C7 89.30(19) . . ? C31 S2 C32 90.1(2) . . ? C51 S3 C57 88.3(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 1.9(7) . . . . ? N1 C1 C2 C3 -178.2(4) . . . . ? C1 C2 C3 C4 -1.8(7) . . . . ? C2 C3 C4 C5 1.3(7) . . . . ? C3 C4 C5 C6 -0.9(7) . . . . ? C4 C5 C6 C1 1.0(7) . . . . ? C4 C5 C6 S1 179.6(3) . . . . ? N1 C1 C6 C5 178.5(4) . . . . ? C2 C1 C6 C5 -1.6(7) . . . . ? N1 C1 C6 S1 -0.3(5) . . . . ? C2 C1 C6 S1 179.7(3) . . . . ? N1 C7 C8 C9 -167.3(4) . . . . ? S1 C7 C8 C9 15.2(5) . . . . ? N1 C7 C8 C13 13.8(6) . . . . ? S1 C7 C8 C13 -163.7(3) . . . . ? C13 C8 C9 C10 3.4(6) . . . . ? C7 C8 C9 C10 -175.5(4) . . . . ? C8 C9 C10 C11 -1.8(6) . . . . ? C9 C10 C11 C12 0.1(6) . . . . ? C9 C10 C11 N2 179.8(3) . . . . ? C10 C11 C12 C13 -0.2(6) . . . . ? N2 C11 C12 C13 -179.9(4) . . . . ? C11 C12 C13 C8 2.0(7) . . . . ? C9 C8 C13 C12 -3.5(7) . . . . ? C7 C8 C13 C12 175.4(4) . . . . ? N2 C14 C15 N3 40.8(4) . . . . ? N2 C14 C15 C16 -141.8(3) . . . . ? N3 C15 C16 C17 2.3(5) . . . . ? C14 C15 C16 C17 -175.0(3) . . . . ? C15 C16 C17 C18 0.5(5) . . . . ? C16 C17 C18 C19 -2.2(5) . . . . ? C17 C18 C19 N3 1.3(6) . . . . ? N2 C20 C21 N4 -31.6(4) . . . . ? N2 C20 C21 C22 150.5(3) . . . . ? N4 C21 C22 C23 0.1(6) . . . . ? C20 C21 C22 C23 178.0(4) . . . . ? C21 C22 C23 C24 -0.1(7) . . . . ? C22 C23 C24 C25 0.0(7) . . . . ? C23 C24 C25 N4 0.3(7) . . . . ? C31 C26 C27 C28 -2.2(7) . . . . ? N5 C26 C27 C28 -180.0(5) . . . . ? C26 C27 C28 C29 1.2(8) . . . . ? C27 C28 C29 C30 0.1(9) . . . . ? C28 C29 C30 C31 -0.3(8) . . . . ? C29 C30 C31 C26 -0.7(7) . . . . ? C29 C30 C31 S2 178.5(4) . . . . ? N5 C26 C31 C30 179.9(4) . . . . ? C27 C26 C31 C30 2.0(7) . . . . ? N5 C26 C31 S2 0.6(5) . . . . ? C27 C26 C31 S2 -177.4(4) . . . . ? N5 C32 C33 C38 143.2(4) . . . . ? S2 C32 C33 C38 -37.0(5) . . . . ? N5 C32 C33 C34 -35.9(6) . . . . ? S2 C32 C33 C34 143.9(3) . . . . ? C38 C33 C34 C35 1.8(6) . . . . ? C32 C33 C34 C35 -179.1(4) . . . . ? C33 C34 C35 C36 0.1(6) . . . . ? C34 C35 C36 C37 -2.3(6) . . . . ? C34 C35 C36 N6 177.9(3) . . . . ? C35 C36 C37 C38 2.5(6) . . . . ? N6 C36 C37 C38 -177.7(3) . . . . ? C36 C37 C38 C33 -0.6(6) . . . . ? C34 C33 C38 C37 -1.6(6) . . . . ? C32 C33 C38 C37 179.3(4) . . . . ? N6 C39 C40 N7 -41.1(4) . . . . ? N6 C39 C40 C41 141.7(4) . . . . ? N7 C40 C41 C42 -1.5(6) . . . . ? C39 C40 C41 C42 175.5(3) . . . . ? C40 C41 C42 C43 -0.6(6) . . . . ? C41 C42 C43 C44 2.5(6) . . . . ? C42 C43 C44 N7 -2.4(6) . . . . ? N6 C45 C46 N8 25.9(5) . . . . ? N6 C45 C46 C47 -155.3(3) . . . . ? N8 C46 C47 C48 0.9(6) . . . . ? C45 C46 C47 C48 -177.8(4) . . . . ? C46 C47 C48 C49 -0.2(6) . . . . ? C47 C48 C49 C50 0.1(7) . . . . ? C48 C49 C50 N8 -0.7(7) . . . . ? C56 C51 C52 C53 1.2(7) . . . . ? S3 C51 C52 C53 -178.2(4) . . . . ? C51 C52 C53 C54 0.1(8) . . . . ? C52 C53 C54 C55 -1.4(8) . . . . ? C53 C54 C55 C56 1.3(8) . . . . ? C52 C51 C56 C55 -1.3(7) . . . . ? S3 C51 C56 C55 178.2(4) . . . . ? C52 C51 C56 N9 179.5(4) . . . . ? S3 C51 C56 N9 -1.0(5) . . . . ? C54 C55 C56 C51 0.0(7) . . . . ? C54 C55 C56 N9 179.1(4) . . . . ? N9 C57 C58 C59 -162.1(5) . . . . ? S3 C57 C58 C59 15.6(6) . . . . ? N9 C57 C58 C63 17.0(7) . . . . ? S3 C57 C58 C63 -165.4(3) . . . . ? C63 C58 C59 C60 -3.2(8) . . . . ? C57 C58 C59 C60 175.8(5) . . . . ? C58 C59 C60 C61 1.5(8) . . . . ? C59 C60 C61 C62 0.8(7) . . . . ? C59 C60 C61 N10 -179.6(5) . . . . ? C60 C61 C62 C63 -1.4(7) . . . . ? N10 C61 C62 C63 179.0(4) . . . . ? C61 C62 C63 C58 -0.4(7) . . . . ? C59 C58 C63 C62 2.7(7) . . . . ? C57 C58 C63 C62 -176.4(4) . . . . ? N10 C64 C65 N11 31.0(4) . . . . ? N10 C64 C65 C66 -153.0(3) . . . . ? N11 C65 C66 C67 0.2(6) . . . . ? C64 C65 C66 C67 -175.6(4) . . . . ? C65 C66 C67 C68 -0.1(6) . . . . ? C66 C67 C68 C69 -0.6(7) . . . . ? C67 C68 C69 N11 1.3(7) . . . . ? N10 C70 C71 N12 -25.3(5) . . . . ? N10 C70 C71 C72 155.9(4) . . . . ? N12 C71 C72 C73 0.4(6) . . . . ? C70 C71 C72 C73 179.1(4) . . . . ? C71 C72 C73 C74 0.9(7) . . . . ? C72 C73 C74 C75 -0.8(8) . . . . ? C73 C74 C75 N12 -0.5(8) . . . . ? C8 C7 N1 C1 -178.2(3) . . . . ? S1 C7 N1 C1 -0.7(4) . . . . ? C6 C1 N1 C7 0.6(5) . . . . ? C2 C1 N1 C7 -179.3(4) . . . . ? C10 C11 N2 C14 -137.7(3) . . . . ? C12 C11 N2 C14 42.0(5) . . . . ? C10 C11 N2 C20 92.7(4) . . . . ? C12 C11 N2 C20 -87.6(4) . . . . ? C10 C11 N2 Cu1 -24.6(4) . . . . ? C12 C11 N2 Cu1 155.0(3) . . . . ? C15 C14 N2 C11 73.6(4) . . . . ? C15 C14 N2 C20 -157.9(3) . . . . ? C15 C14 N2 Cu1 -49.0(3) . . . . ? C21 C20 N2 C11 -84.4(4) . . . . ? C21 C20 N2 C14 146.4(3) . . . . ? C21 C20 N2 Cu1 40.0(3) . . . . ? N3 Cu1 N2 C11 -84.5(2) . . . . ? N4 Cu1 N2 C11 91.4(2) . . . . ? Cl2 Cu1 N2 C11 5.0(3) . . . . ? Cl1 Cu1 N2 C11 -176.1(2) . . . . ? N3 Cu1 N2 C14 36.4(2) . . . . ? N4 Cu1 N2 C14 -147.7(2) . . . . ? Cl2 Cu1 N2 C14 125.93(18) . . . . ? Cl1 Cu1 N2 C14 -55.2(2) . . . . ? N3 Cu1 N2 C20 153.5(2) . . . . ? N4 Cu1 N2 C20 -30.6(2) . . . . ? Cl2 Cu1 N2 C20 -117.0(2) . . . . ? Cl1 Cu1 N2 C20 61.9(2) . . . . ? C18 C19 N3 C15 1.4(5) . . . . ? C18 C19 N3 Cu1 -177.8(3) . . . . ? C16 C15 N3 C19 -3.2(5) . . . . ? C14 C15 N3 C19 174.3(3) . . . . ? C16 C15 N3 Cu1 176.0(3) . . . . ? C14 C15 N3 Cu1 -6.5(4) . . . . ? N4 Cu1 N3 C19 149.0(4) . . . . ? N2 Cu1 N3 C19 161.2(3) . . . . ? Cl2 Cu1 N3 C19 27.7(3) . . . . ? Cl1 Cu1 N3 C19 -90.3(3) . . . . ? N4 Cu1 N3 C15 -30.1(5) . . . . ? N2 Cu1 N3 C15 -17.9(2) . . . . ? Cl2 Cu1 N3 C15 -151.5(2) . . . . ? Cl1 Cu1 N3 C15 90.5(2) . . . . ? C22 C21 N4 C25 0.1(5) . . . . ? C20 C21 N4 C25 -177.9(3) . . . . ? C22 C21 N4 Cu1 -178.6(3) . . . . ? C20 C21 N4 Cu1 3.4(4) . . . . ? C24 C25 N4 C21 -0.3(6) . . . . ? C24 C25 N4 Cu1 178.3(3) . . . . ? N3 Cu1 N4 C21 28.3(5) . . . . ? N2 Cu1 N4 C21 16.1(2) . . . . ? Cl2 Cu1 N4 C21 149.9(2) . . . . ? Cl1 Cu1 N4 C21 -92.2(2) . . . . ? N3 Cu1 N4 C25 -150.3(4) . . . . ? N2 Cu1 N4 C25 -162.5(3) . . . . ? Cl2 Cu1 N4 C25 -28.7(3) . . . . ? Cl1 Cu1 N4 C25 89.2(3) . . . . ? C33 C32 N5 C26 -178.3(4) . . . . ? S2 C32 N5 C26 1.9(5) . . . . ? C31 C26 N5 C32 -1.7(5) . . . . ? C27 C26 N5 C32 176.2(4) . . . . ? C37 C36 N6 C39 -14.2(5) . . . . ? C35 C36 N6 C39 165.6(3) . . . . ? C37 C36 N6 C45 118.2(4) . . . . ? C35 C36 N6 C45 -62.0(4) . . . . ? C37 C36 N6 Cu2 -125.1(3) . . . . ? C35 C36 N6 Cu2 54.8(4) . . . . ? C40 C39 N6 C36 -71.0(4) . . . . ? C40 C39 N6 C45 156.9(3) . . . . ? C40 C39 N6 Cu2 49.6(3) . . . . ? C46 C45 N6 C36 91.3(4) . . . . ? C46 C45 N6 C39 -135.1(3) . . . . ? C46 C45 N6 Cu2 -31.8(3) . . . . ? N8 Cu2 N6 C36 -97.9(2) . . . . ? N7 Cu2 N6 C36 83.9(2) . . . . ? Cl3 Cu2 N6 C36 -8.0(3) . . . . ? Cl4 Cu2 N6 C36 173.2(2) . . . . ? N8 Cu2 N6 C39 140.1(2) . . . . ? N7 Cu2 N6 C39 -38.1(2) . . . . ? Cl3 Cu2 N6 C39 -130.04(19) . . . . ? Cl4 Cu2 N6 C39 51.2(2) . . . . ? N8 Cu2 N6 C45 24.4(2) . . . . ? N7 Cu2 N6 C45 -153.8(2) . . . . ? Cl3 Cu2 N6 C45 114.2(2) . . . . ? Cl4 Cu2 N6 C45 -64.6(2) . . . . ? C41 C40 N7 C44 1.7(5) . . . . ? C39 C40 N7 C44 -175.6(3) . . . . ? C41 C40 N7 Cu2 -179.0(3) . . . . ? C39 C40 N7 Cu2 3.7(4) . . . . ? C43 C44 N7 C40 0.3(6) . . . . ? C43 C44 N7 Cu2 -178.9(3) . . . . ? N8 Cu2 N7 C40 14.8(6) . . . . ? N6 Cu2 N7 C40 20.4(3) . . . . ? Cl3 Cu2 N7 C40 140.8(2) . . . . ? Cl4 Cu2 N7 C40 -88.0(3) . . . . ? N8 Cu2 N7 C44 -166.0(4) . . . . ? N6 Cu2 N7 C44 -160.3(3) . . . . ? Cl3 Cu2 N7 C44 -39.9(3) . . . . ? Cl4 Cu2 N7 C44 91.3(3) . . . . ? C49 C50 N8 C46 1.3(6) . . . . ? C49 C50 N8 Cu2 -178.8(3) . . . . ? C47 C46 N8 C50 -1.4(5) . . . . ? C45 C46 N8 C50 177.3(3) . . . . ? C47 C46 N8 Cu2 178.7(3) . . . . ? C45 C46 N8 Cu2 -2.5(4) . . . . ? N7 Cu2 N8 C50 172.9(4) . . . . ? N6 Cu2 N8 C50 167.3(3) . . . . ? Cl3 Cu2 N8 C50 46.5(3) . . . . ? Cl4 Cu2 N8 C50 -84.2(3) . . . . ? N7 Cu2 N8 C46 -7.2(6) . . . . ? N6 Cu2 N8 C46 -12.9(3) . . . . ? Cl3 Cu2 N8 C46 -133.6(3) . . . . ? Cl4 Cu2 N8 C46 95.6(3) . . . . ? C58 C57 N9 C56 178.2(4) . . . . ? S3 C57 N9 C56 0.4(5) . . . . ? C51 C56 N9 C57 0.4(5) . . . . ? C55 C56 N9 C57 -178.7(4) . . . . ? C60 C61 N10 C64 48.9(5) . . . . ? C62 C61 N10 C64 -131.5(4) . . . . ? C60 C61 N10 C70 -78.5(5) . . . . ? C62 C61 N10 C70 101.1(4) . . . . ? C60 C61 N10 Cu3 165.1(4) . . . . ? C62 C61 N10 Cu3 -15.3(5) . . . . ? C65 C64 N10 C61 77.6(4) . . . . ? C65 C64 N10 C70 -156.1(3) . . . . ? C65 C64 N10 Cu3 -43.0(3) . . . . ? C71 C70 N10 C61 -81.6(4) . . . . ? C71 C70 N10 C64 150.9(3) . . . . ? C71 C70 N10 Cu3 38.5(3) . . . . ? N12 Cu3 N10 C61 88.2(2) . . . . ? N11 Cu3 N10 C61 -87.5(2) . . . . ? Cl6 Cu3 N10 C61 0.2(4) . . . . ? Cl5 Cu3 N10 C61 -179.6(2) . . . . ? N12 Cu3 N10 C64 -150.2(3) . . . . ? N11 Cu3 N10 C64 34.2(2) . . . . ? Cl6 Cu3 N10 C64 121.8(2) . . . . ? Cl5 Cu3 N10 C64 -57.9(2) . . . . ? N12 Cu3 N10 C70 -31.7(2) . . . . ? N11 Cu3 N10 C70 152.7(2) . . . . ? Cl6 Cu3 N10 C70 -119.6(2) . . . . ? Cl5 Cu3 N10 C70 60.6(2) . . . . ? C68 C69 N11 C65 -1.1(6) . . . . ? C68 C69 N11 Cu3 175.7(3) . . . . ? C66 C65 N11 C69 0.4(5) . . . . ? C64 C65 N11 C69 176.5(3) . . . . ? C66 C65 N11 Cu3 -176.8(3) . . . . ? C64 C65 N11 Cu3 -0.8(4) . . . . ? N12 Cu3 N11 C69 150.4(4) . . . . ? N10 Cu3 N11 C69 163.6(3) . . . . ? Cl6 Cu3 N11 C69 11.2(3) . . . . ? Cl5 Cu3 N11 C69 -96.4(3) . . . . ? N12 Cu3 N11 C65 -32.6(5) . . . . ? N10 Cu3 N11 C65 -19.5(2) . . . . ? Cl6 Cu3 N11 C65 -171.9(2) . . . . ? Cl5 Cu3 N11 C65 80.6(2) . . . . ? C74 C75 N12 C71 1.8(7) . . . . ? C74 C75 N12 Cu3 -175.6(4) . . . . ? C72 C71 N12 C75 -1.7(6) . . . . ? C70 C71 N12 C75 179.5(4) . . . . ? C72 C71 N12 Cu3 176.0(3) . . . . ? C70 C71 N12 Cu3 -2.8(4) . . . . ? N11 Cu3 N12 C75 -149.1(4) . . . . ? N10 Cu3 N12 C75 -162.2(4) . . . . ? Cl6 Cu3 N12 C75 -9.9(4) . . . . ? Cl5 Cu3 N12 C75 97.8(4) . . . . ? N11 Cu3 N12 C71 33.5(5) . . . . ? N10 Cu3 N12 C71 20.3(3) . . . . ? Cl6 Cu3 N12 C71 172.7(3) . . . . ? Cl5 Cu3 N12 C71 -79.7(3) . . . . ? C76 C77 N13 N13 96(6) . . . 2_766 ? C5 C6 S1 C7 -178.7(4) . . . . ? C1 C6 S1 C7 -0.1(3) . . . . ? N1 C7 S1 C6 0.4(3) . . . . ? C8 C7 S1 C6 178.1(3) . . . . ? C30 C31 S2 C32 -178.9(5) . . . . ? C26 C31 S2 C32 0.4(3) . . . . ? N5 C32 S2 C31 -1.4(3) . . . . ? C33 C32 S2 C31 178.8(3) . . . . ? C56 C51 S3 C57 1.0(3) . . . . ? C52 C51 S3 C57 -179.6(4) . . . . ? N9 C57 S3 C51 -0.8(4) . . . . ? C58 C57 S3 C51 -178.7(4) . . . . ? _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 0.794 _refine_diff_density_min -0.612 _refine_diff_density_rms 0.084 # Attachment 'FC-1.cif' data_081219am _database_code_depnum_ccdc_archive 'CCDC 759320' #TrackingRef 'FC-1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H19 N4 S' _chemical_formula_weight 407.51 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 10.0651(6) _cell_length_b 6.0997(4) _cell_length_c 16.8565(10) _cell_angle_alpha 90.00 _cell_angle_beta 91.991(12) _cell_angle_gamma 90.00 _cell_volume 1034.26(11) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 1078 _cell_measurement_theta_min 2.32 _cell_measurement_theta_max 21.04 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.309 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 426 _exptl_absorpt_coefficient_mu 0.176 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.9491 _exptl_absorpt_correction_T_max 0.9826 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6275 _diffrn_reflns_av_R_equivalents 0.0318 _diffrn_reflns_av_sigmaI/netI 0.0730 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.02 _diffrn_reflns_theta_max 25.99 _reflns_number_total 4010 _reflns_number_gt 2972 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0549P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.12(11) _refine_ls_number_reflns 4010 _refine_ls_number_parameters 271 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0919 _refine_ls_R_factor_gt 0.0657 _refine_ls_wR_factor_ref 0.1336 _refine_ls_wR_factor_gt 0.1237 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _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 C1 C 0.7072(3) 0.5632(7) 1.0000(2) 0.0454(9) Uani 1 1 d . . . C2 C 0.7865(4) 0.6165(7) 1.0667(2) 0.0567(11) Uani 1 1 d . . . H2 H 0.7751 0.7484 1.0934 0.068 Uiso 1 1 calc R . . C3 C 0.8823(4) 0.4681(9) 1.0921(3) 0.0630(13) Uani 1 1 d . . . H3 H 0.9355 0.4993 1.1369 0.076 Uiso 1 1 calc R . . C4 C 0.9000(4) 0.2761(8) 1.0522(3) 0.0656(14) Uani 1 1 d . . . H4 H 0.9667 0.1803 1.0696 0.079 Uiso 1 1 calc R . . C5 C 0.8210(3) 0.2206(9) 0.9865(2) 0.0601(10) Uani 1 1 d . . . H5 H 0.8330 0.0874 0.9609 0.072 Uiso 1 1 calc R . . C6 C 0.7238(3) 0.3658(7) 0.9594(2) 0.0433(9) Uani 1 1 d . . . C7 C 0.5601(3) 0.4999(6) 0.8827(2) 0.0408(9) Uani 1 1 d . . . C8 C 0.4599(3) 0.5253(6) 0.8173(2) 0.0378(8) Uani 1 1 d . . . C9 C 0.3853(3) 0.7153(8) 0.8076(2) 0.0471(9) Uani 1 1 d . . . H9 H 0.3994 0.8305 0.8431 0.057 Uiso 1 1 calc R . . C10 C 0.2915(3) 0.7380(7) 0.7473(2) 0.0475(9) Uani 1 1 d . . . H10 H 0.2441 0.8684 0.7423 0.057 Uiso 1 1 calc R . . C11 C 0.2657(3) 0.5685(6) 0.6930(2) 0.0395(8) Uani 1 1 d . . . C12 C 0.3416(3) 0.3769(6) 0.7024(2) 0.0435(9) Uani 1 1 d . . . H12 H 0.3285 0.2620 0.6668 0.052 Uiso 1 1 calc R . . C13 C 0.4354(3) 0.3558(6) 0.7635(2) 0.0442(9) Uani 1 1 d . . . H13 H 0.4832 0.2259 0.7689 0.053 Uiso 1 1 calc R . . C14 C 0.1344(4) 0.4140(6) 0.5795(2) 0.0495(10) Uani 1 1 d . . . H14A H 0.0485 0.4459 0.5542 0.059 Uiso 1 1 calc R . . H14B H 0.1248 0.2820 0.6108 0.059 Uiso 1 1 calc R . . C15 C 0.2329(4) 0.3693(7) 0.5155(2) 0.0466(10) Uani 1 1 d . . . N3 N 0.2189(4) 0.1717(6) 0.48145(19) 0.0672(11) Uani 1 1 d . . . C17 C 0.3005(6) 0.1286(10) 0.4228(3) 0.0886(17) Uani 1 1 d . . . H17 H 0.2927 -0.0080 0.3985 0.106 Uiso 1 1 calc R . . C18 C 0.3940(6) 0.2672(13) 0.3954(3) 0.094(2) Uani 1 1 d . . . H18 H 0.4455 0.2286 0.3528 0.113 Uiso 1 1 calc R . . C19 C 0.4096(5) 0.4622(12) 0.4317(3) 0.0924(19) Uani 1 1 d . . . H19 H 0.4757 0.5583 0.4163 0.111 Uiso 1 1 calc R . . C20 C 0.0947(3) 0.7952(6) 0.6236(2) 0.0477(10) Uani 1 1 d . . . H20A H 0.0537 0.7985 0.5707 0.057 Uiso 1 1 calc R . . H20B H 0.1561 0.9175 0.6278 0.057 Uiso 1 1 calc R . . C21 C -0.0128(3) 0.8288(6) 0.6832(2) 0.0407(9) Uani 1 1 d . . . C22 C -0.0553(4) 0.6626(6) 0.7315(2) 0.0497(10) Uani 1 1 d . . . H22 H -0.0164 0.5244 0.7298 0.060 Uiso 1 1 calc R . . C23 C -0.1575(3) 0.7055(9) 0.7829(2) 0.0571(11) Uani 1 1 d . . . H23 H -0.1880 0.5971 0.8165 0.069 Uiso 1 1 calc R . . C24 C -0.2124(4) 0.9128(8) 0.7827(3) 0.0597(12) Uani 1 1 d . . . H24 H -0.2816 0.9458 0.8158 0.072 Uiso 1 1 calc R . . C25 C -0.1643(4) 1.0686(8) 0.7334(3) 0.0603(11) Uani 1 1 d . . . N1 N 0.6394(3) 0.3343(5) 0.89333(17) 0.0440(8) Uani 1 1 d . . . N4 N -0.0649(3) 1.0298(6) 0.6839(2) 0.0582(9) Uani 1 1 d . . . N2 N 0.1703(3) 0.5931(5) 0.63239(17) 0.0438(8) Uani 1 1 d . . . C16 C 0.3252(4) 0.5201(9) 0.4934(2) 0.0677(14) Uani 1 1 d . . . H16 H 0.3320 0.6560 0.5182 0.081 Uiso 1 1 calc R . . S1 S 0.58036(9) 0.71303(18) 0.95370(5) 0.0489(3) Uani 1 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 C1 0.0390(19) 0.058(3) 0.040(2) 0.005(2) 0.0041(16) -0.0065(19) C2 0.055(2) 0.071(3) 0.044(2) 0.004(2) 0.0039(19) -0.014(2) C3 0.048(2) 0.096(4) 0.044(3) 0.005(3) -0.002(2) -0.010(3) C4 0.043(2) 0.091(4) 0.063(3) 0.021(3) -0.003(2) 0.013(2) C5 0.053(2) 0.069(3) 0.058(2) 0.009(3) -0.0002(19) 0.011(3) C6 0.0365(19) 0.056(3) 0.038(2) 0.0039(19) 0.0093(16) 0.0027(18) C7 0.0367(19) 0.051(3) 0.035(2) 0.0020(17) 0.0106(15) 0.0000(17) C8 0.0340(17) 0.042(2) 0.038(2) 0.0012(17) 0.0053(15) 0.0021(16) C9 0.0471(19) 0.045(2) 0.050(2) -0.009(2) 0.0036(17) 0.003(2) C10 0.0441(19) 0.045(2) 0.053(2) -0.002(2) 0.0005(17) 0.005(2) C11 0.0441(19) 0.040(2) 0.035(2) 0.0018(18) 0.0052(15) -0.0022(18) C12 0.054(2) 0.037(2) 0.040(2) -0.0051(17) 0.0034(18) 0.0044(19) C13 0.048(2) 0.040(2) 0.045(2) 0.0052(19) 0.0045(18) 0.0060(18) C14 0.050(2) 0.053(3) 0.046(2) -0.003(2) 0.0000(19) -0.005(2) C15 0.044(2) 0.062(3) 0.034(2) -0.0014(19) -0.0021(17) 0.008(2) N3 0.105(3) 0.055(3) 0.0417(19) -0.0053(18) 0.0040(19) 0.014(2) C17 0.129(5) 0.086(4) 0.051(3) -0.013(3) -0.006(3) 0.046(4) C18 0.087(4) 0.152(7) 0.045(3) -0.014(4) 0.010(3) 0.044(4) C19 0.062(3) 0.157(6) 0.058(3) 0.010(4) 0.014(3) -0.007(4) C20 0.050(2) 0.052(3) 0.041(2) 0.0107(19) -0.0005(18) 0.0001(19) C21 0.0362(18) 0.049(2) 0.037(2) 0.0061(19) -0.0046(16) -0.0033(18) C22 0.051(2) 0.044(3) 0.055(2) 0.009(2) 0.0017(19) 0.0009(18) C23 0.051(2) 0.070(3) 0.051(2) 0.013(3) 0.0104(18) -0.011(3) C24 0.041(2) 0.070(3) 0.068(3) -0.006(3) 0.006(2) 0.002(2) C25 0.051(2) 0.066(3) 0.065(3) -0.006(3) 0.011(2) 0.000(2) N1 0.0404(16) 0.0489(19) 0.0427(18) 0.0048(16) 0.0038(14) 0.0081(16) N4 0.0522(19) 0.052(2) 0.071(3) 0.0025(18) 0.0028(17) 0.0043(17) N2 0.0483(17) 0.0446(19) 0.0383(17) -0.0025(15) -0.0008(14) 0.0055(16) C16 0.061(3) 0.094(4) 0.049(3) -0.012(3) 0.012(2) -0.011(3) S1 0.0531(5) 0.0488(6) 0.0447(5) -0.0046(5) 0.0007(4) 0.0055(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 C1 C2 1.394(5) . ? C1 C6 1.398(5) . ? C1 S1 1.734(4) . ? C2 C3 1.379(6) . ? C2 H2 0.9300 . ? C3 C4 1.365(6) . ? C3 H3 0.9300 . ? C4 C5 1.382(5) . ? C4 H4 0.9300 . ? C5 C6 1.386(5) . ? C5 H5 0.9300 . ? C6 N1 1.390(4) . ? C7 N1 1.296(4) . ? C7 C8 1.476(5) . ? C7 S1 1.774(4) . ? C8 C9 1.387(5) . ? C8 C13 1.391(5) . ? C9 C10 1.371(4) . ? C9 H9 0.9300 . ? C10 C11 1.398(5) . ? C10 H10 0.9300 . ? C11 N2 1.386(4) . ? C11 C12 1.402(5) . ? C12 C13 1.379(5) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 N2 1.448(5) . ? C14 C15 1.515(5) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 N3 1.341(5) . ? C15 C16 1.368(5) . ? N3 C17 1.333(6) . ? C17 C18 1.358(8) . ? C17 H17 0.9300 . ? C18 C19 1.345(9) . ? C18 H18 0.9300 . ? C19 C16 1.410(6) . ? C19 H19 0.9300 . ? C20 N2 1.453(4) . ? C20 C21 1.516(5) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 N4 1.334(5) . ? C21 C22 1.378(5) . ? C22 C23 1.393(5) . ? C22 H22 0.9300 . ? C23 C24 1.380(6) . ? C23 H23 0.9300 . ? C24 C25 1.362(6) . ? C24 H24 0.9300 . ? C25 N4 1.345(5) . ? C16 H16 0.9300 . ? 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 C1 C6 121.5(4) . . ? C2 C1 S1 129.2(3) . . ? C6 C1 S1 109.4(3) . . ? C3 C2 C1 118.1(4) . . ? C3 C2 H2 121.0 . . ? C1 C2 H2 121.0 . . ? C4 C3 C2 120.8(4) . . ? C4 C3 H3 119.6 . . ? C2 C3 H3 119.6 . . ? C3 C4 C5 121.5(4) . . ? C3 C4 H4 119.2 . . ? C5 C4 H4 119.2 . . ? C4 C5 C6 119.2(5) . . ? C4 C5 H5 120.4 . . ? C6 C5 H5 120.4 . . ? C5 C6 N1 125.5(4) . . ? C5 C6 C1 118.9(4) . . ? N1 C6 C1 115.6(3) . . ? N1 C7 C8 125.9(3) . . ? N1 C7 S1 115.0(3) . . ? C8 C7 S1 119.1(3) . . ? C9 C8 C13 117.5(3) . . ? C9 C8 C7 121.9(3) . . ? C13 C8 C7 120.6(3) . . ? C10 C9 C8 121.8(4) . . ? C10 C9 H9 119.1 . . ? C8 C9 H9 119.1 . . ? C9 C10 C11 121.2(4) . . ? C9 C10 H10 119.4 . . ? C11 C10 H10 119.4 . . ? N2 C11 C10 120.7(3) . . ? N2 C11 C12 122.3(3) . . ? C10 C11 C12 117.0(3) . . ? C13 C12 C11 121.2(3) . . ? C13 C12 H12 119.4 . . ? C11 C12 H12 119.4 . . ? C12 C13 C8 121.2(3) . . ? C12 C13 H13 119.4 . . ? C8 C13 H13 119.4 . . ? N2 C14 C15 114.8(3) . . ? N2 C14 H14A 108.6 . . ? C15 C14 H14A 108.6 . . ? N2 C14 H14B 108.6 . . ? C15 C14 H14B 108.6 . . ? H14A C14 H14B 107.6 . . ? N3 C15 C16 123.3(4) . . ? N3 C15 C14 113.9(4) . . ? C16 C15 C14 122.7(4) . . ? C17 N3 C15 115.9(4) . . ? N3 C17 C18 125.6(5) . . ? N3 C17 H17 117.2 . . ? C18 C17 H17 117.2 . . ? C19 C18 C17 117.8(5) . . ? C19 C18 H18 121.1 . . ? C17 C18 H18 121.1 . . ? C18 C19 C16 119.6(5) . . ? C18 C19 H19 120.2 . . ? C16 C19 H19 120.2 . . ? N2 C20 C21 115.5(3) . . ? N2 C20 H20A 108.4 . . ? C21 C20 H20A 108.4 . . ? N2 C20 H20B 108.4 . . ? C21 C20 H20B 108.4 . . ? H20A C20 H20B 107.5 . . ? N4 C21 C22 122.8(3) . . ? N4 C21 C20 114.9(3) . . ? C22 C21 C20 122.4(3) . . ? C21 C22 C23 118.7(4) . . ? C21 C22 H22 120.7 . . ? C23 C22 H22 120.7 . . ? C24 C23 C22 118.4(4) . . ? C24 C23 H23 120.8 . . ? C22 C23 H23 120.8 . . ? C25 C24 C23 119.3(4) . . ? C25 C24 H24 120.3 . . ? C23 C24 H24 120.3 . . ? N4 C25 C24 122.9(4) . . ? C7 N1 C6 111.0(3) . . ? C21 N4 C25 117.9(4) . . ? C11 N2 C14 121.6(3) . . ? C11 N2 C20 120.9(3) . . ? C14 N2 C20 117.3(3) . . ? C15 C16 C19 117.7(5) . . ? C15 C16 H16 121.1 . . ? C19 C16 H16 121.1 . . ? C1 S1 C7 89.03(19) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 -0.2(5) . . . . ? S1 C1 C2 C3 -179.7(3) . . . . ? C1 C2 C3 C4 0.9(6) . . . . ? C2 C3 C4 C5 -1.6(6) . . . . ? C3 C4 C5 C6 1.6(6) . . . . ? C4 C5 C6 N1 178.5(4) . . . . ? C4 C5 C6 C1 -0.9(5) . . . . ? C2 C1 C6 C5 0.3(5) . . . . ? S1 C1 C6 C5 179.8(3) . . . . ? C2 C1 C6 N1 -179.2(3) . . . . ? S1 C1 C6 N1 0.3(4) . . . . ? N1 C7 C8 C9 -175.5(4) . . . . ? S1 C7 C8 C9 3.0(4) . . . . ? N1 C7 C8 C13 5.5(5) . . . . ? S1 C7 C8 C13 -175.9(3) . . . . ? C13 C8 C9 C10 -0.5(5) . . . . ? C7 C8 C9 C10 -179.4(3) . . . . ? C8 C9 C10 C11 0.7(5) . . . . ? C9 C10 C11 N2 179.8(3) . . . . ? C9 C10 C11 C12 -1.0(5) . . . . ? N2 C11 C12 C13 -179.6(3) . . . . ? C10 C11 C12 C13 1.3(5) . . . . ? C11 C12 C13 C8 -1.1(5) . . . . ? C9 C8 C13 C12 0.7(5) . . . . ? C7 C8 C13 C12 179.7(3) . . . . ? N2 C14 C15 N3 162.7(3) . . . . ? N2 C14 C15 C16 -18.9(5) . . . . ? C16 C15 N3 C17 -0.8(6) . . . . ? C14 C15 N3 C17 177.6(3) . . . . ? C15 N3 C17 C18 -0.3(7) . . . . ? N3 C17 C18 C19 2.4(8) . . . . ? C17 C18 C19 C16 -3.2(8) . . . . ? N2 C20 C21 N4 168.5(3) . . . . ? N2 C20 C21 C22 -13.0(5) . . . . ? N4 C21 C22 C23 0.4(5) . . . . ? C20 C21 C22 C23 -178.0(3) . . . . ? C21 C22 C23 C24 0.5(5) . . . . ? C22 C23 C24 C25 -0.8(6) . . . . ? C23 C24 C25 N4 0.4(6) . . . . ? C8 C7 N1 C6 178.3(3) . . . . ? S1 C7 N1 C6 -0.3(4) . . . . ? C5 C6 N1 C7 -179.4(4) . . . . ? C1 C6 N1 C7 0.0(4) . . . . ? C22 C21 N4 C25 -0.9(6) . . . . ? C20 C21 N4 C25 177.6(3) . . . . ? C24 C25 N4 C21 0.5(6) . . . . ? C10 C11 N2 C14 -174.9(3) . . . . ? C12 C11 N2 C14 6.0(5) . . . . ? C10 C11 N2 C20 0.1(5) . . . . ? C12 C11 N2 C20 -179.1(3) . . . . ? C15 C14 N2 C11 -77.5(4) . . . . ? C15 C14 N2 C20 107.4(4) . . . . ? C21 C20 N2 C11 -74.8(4) . . . . ? C21 C20 N2 C14 100.3(4) . . . . ? N3 C15 C16 C19 -0.2(6) . . . . ? C14 C15 C16 C19 -178.5(4) . . . . ? C18 C19 C16 C15 2.3(7) . . . . ? C2 C1 S1 C7 179.1(3) . . . . ? C6 C1 S1 C7 -0.4(3) . . . . ? N1 C7 S1 C1 0.5(3) . . . . ? C8 C7 S1 C1 -178.3(3) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.99 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.294 _refine_diff_density_min -0.167 _refine_diff_density_rms 0.047 # Attachment '2.cif' data_90324zy3_0m _database_code_depnum_ccdc_archive 'CCDC 759321' #TrackingRef '2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C51 H44 Cl4 N8 O S2 Zn2' _chemical_formula_weight 1121.60 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 33.495(3) _cell_length_b 8.9680(7) _cell_length_c 17.7961(13) _cell_angle_alpha 90.00 _cell_angle_beta 94.3510(10) _cell_angle_gamma 90.00 _cell_volume 5330.3(7) _cell_formula_units_Z 4 _cell_measurement_temperature 297(2) _cell_measurement_reflns_used 4536 _cell_measurement_theta_min 2.35 _cell_measurement_theta_max 24.62 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.398 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2296 _exptl_absorpt_coefficient_mu 1.223 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7562 _exptl_absorpt_correction_T_max 0.7920 _exptl_absorpt_process_details SADABS,Sheldrick,1997 _exptl_special_details ; ? ; _diffrn_ambient_temperature 297(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14346 _diffrn_reflns_av_R_equivalents 0.0195 _diffrn_reflns_av_sigmaI/netI 0.0222 _diffrn_reflns_limit_h_min -40 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.35 _diffrn_reflns_theta_max 25.50 _reflns_number_total 4936 _reflns_number_gt 3853 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.1129P)^2^+1.8164P] 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 4936 _refine_ls_number_parameters 316 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0628 _refine_ls_R_factor_gt 0.0493 _refine_ls_wR_factor_ref 0.1750 _refine_ls_wR_factor_gt 0.1657 _refine_ls_goodness_of_fit_ref 1.108 _refine_ls_restrained_S_all 1.108 _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 Zn1 Zn 0.091003(13) 0.44179(4) 0.39525(2) 0.0538(2) Uani 1 1 d . . . C1 C 0.3624(2) 0.4300(6) 0.8358(4) 0.1011(19) Uani 1 1 d . . . H1 H 0.3850 0.3782 0.8548 0.121 Uiso 1 1 calc R . . C2 C 0.34642(15) 0.4014(5) 0.7658(3) 0.0838(14) Uani 1 1 d . . . H2 H 0.3579 0.3298 0.7364 0.101 Uiso 1 1 calc R . . C3 C 0.31262(13) 0.4795(4) 0.7374(2) 0.0635(10) Uani 1 1 d . . . C4 C 0.29599(14) 0.5883(5) 0.7808(3) 0.0709(11) Uani 1 1 d . . . C5 C 0.31322(18) 0.6174(6) 0.8543(3) 0.0873(15) Uani 1 1 d . . . H5 H 0.3028 0.6904 0.8844 0.105 Uiso 1 1 calc R . . C6 C 0.3455(2) 0.5349(7) 0.8792(3) 0.0953(17) Uani 1 1 d . . . H6 H 0.3567 0.5504 0.9281 0.114 Uiso 1 1 calc R . . C7 C 0.26362(11) 0.5564(4) 0.6534(2) 0.0583(9) Uani 1 1 d . . . C8 C 0.23820(11) 0.5701(4) 0.5837(2) 0.0589(9) Uani 1 1 d . . . C9 C 0.24191(13) 0.4711(5) 0.5238(3) 0.0669(11) Uani 1 1 d . . . H9 H 0.2613 0.3966 0.5283 0.080 Uiso 1 1 calc R . . C10 C 0.21792(13) 0.4816(5) 0.4594(3) 0.0695(11) Uani 1 1 d . . . H10 H 0.2214 0.4145 0.4206 0.083 Uiso 1 1 calc R . . C11 C 0.18799(11) 0.5902(4) 0.4493(2) 0.0551(9) Uani 1 1 d . . . C12 C 0.18487(12) 0.6905(4) 0.5073(2) 0.0634(10) Uani 1 1 d . . . H12 H 0.1658 0.7660 0.5020 0.076 Uiso 1 1 calc R . . C13 C 0.20955(12) 0.6809(5) 0.5731(2) 0.0659(10) Uani 1 1 d . . . H13 H 0.2068 0.7505 0.6111 0.079 Uiso 1 1 calc R . . C14 C 0.14263(12) 0.7412(4) 0.3672(2) 0.0580(9) Uani 1 1 d . . . H14A H 0.1351 0.7452 0.3135 0.070 Uiso 1 1 calc R . . H14B H 0.1623 0.8189 0.3786 0.070 Uiso 1 1 calc R . . C15 C 0.10629(11) 0.7741(4) 0.4089(2) 0.0501(8) Uani 1 1 d . . . C16 C 0.09729(13) 0.9192(4) 0.4257(3) 0.0633(10) Uani 1 1 d . . . H16 H 0.1137 0.9960 0.4112 0.076 Uiso 1 1 calc R . . C17 C 0.06446(15) 0.9512(5) 0.4637(3) 0.0789(13) Uani 1 1 d . . . H17 H 0.0582 1.0494 0.4748 0.095 Uiso 1 1 calc R . . C18 C 0.04089(13) 0.8368(5) 0.4852(3) 0.0762(12) Uani 1 1 d . . . H18 H 0.0188 0.8554 0.5125 0.091 Uiso 1 1 calc R . . C19 C 0.05056(12) 0.6936(4) 0.4656(2) 0.0598(9) Uani 1 1 d . . . H19 H 0.0340 0.6161 0.4787 0.072 Uiso 1 1 calc R . . C20 C 0.17116(12) 0.5092(5) 0.3185(2) 0.0635(10) Uani 1 1 d . . . H20A H 0.1938 0.5551 0.2967 0.076 Uiso 1 1 calc R . . H20B H 0.1791 0.4097 0.3349 0.076 Uiso 1 1 calc R . . C21 C 0.13760(13) 0.4976(4) 0.2600(2) 0.0604(9) Uani 1 1 d . . . C22 C 0.14355(18) 0.5196(5) 0.1856(3) 0.0825(14) Uani 1 1 d . . . H22 H 0.1686 0.5469 0.1710 0.099 Uiso 1 1 calc R . . C23 C 0.1115(2) 0.5006(8) 0.1320(3) 0.1039(18) Uani 1 1 d . . . H23 H 0.1147 0.5155 0.0811 0.125 Uiso 1 1 calc R . . C24 C 0.0755(2) 0.4599(8) 0.1553(3) 0.111(2) Uani 1 1 d . . . H24 H 0.0538 0.4452 0.1201 0.133 Uiso 1 1 calc R . . C25 C 0.07091(16) 0.4407(6) 0.2299(3) 0.0815(14) Uani 1 1 d . . . H25 H 0.0459 0.4141 0.2449 0.098 Uiso 1 1 calc R . . Cl1 Cl 0.13065(4) 0.28410(11) 0.46129(6) 0.0733(3) Uani 1 1 d . . . Cl2 Cl 0.02783(4) 0.35021(14) 0.39405(8) 0.0885(4) Uani 1 1 d . . . N1 N 0.29458(10) 0.4520(4) 0.6623(2) 0.0699(10) Uani 1 1 d . . . N2 N 0.16124(9) 0.5970(3) 0.38480(17) 0.0535(7) Uani 1 1 d . . . N3 N 0.08262(9) 0.6607(3) 0.42849(16) 0.0489(7) Uani 1 1 d . . . N4 N 0.10135(10) 0.4588(3) 0.28285(17) 0.0590(8) Uani 1 1 d . . . S1 S 0.25659(4) 0.67342(15) 0.73233(7) 0.0788(4) Uani 1 1 d . . . O1 O 0.0015(9) 0.903(4) 0.2377(15) 0.41(2) Uani 0.50 1 d PD A -1 H1A H 0.0047 0.8954 0.2837 0.615 Uiso 0.50 1 d PR A -1 C26 C 0.0400(8) 0.893(7) 0.214(2) 0.38(3) Uani 0.50 1 d PD A -1 H26A H 0.0554 0.9829 0.2177 0.568 Uiso 0.50 1 d PR A -1 H26B H 0.0353 0.8656 0.1616 0.568 Uiso 0.50 1 d PR A -1 H26C H 0.0544 0.8142 0.2405 0.568 Uiso 0.50 1 d PR A -1 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 Zn1 0.0703(3) 0.0418(3) 0.0514(3) 0.00071(16) 0.0186(2) -0.01059(18) C1 0.117(5) 0.076(4) 0.106(4) 0.015(3) -0.017(4) -0.014(3) C2 0.089(3) 0.060(3) 0.101(4) 0.003(2) -0.007(3) -0.002(2) C3 0.069(2) 0.050(2) 0.073(3) 0.0013(19) 0.010(2) -0.0178(19) C4 0.075(3) 0.058(2) 0.083(3) 0.002(2) 0.022(2) -0.019(2) C5 0.117(4) 0.064(3) 0.084(3) -0.011(2) 0.025(3) -0.031(3) C6 0.123(5) 0.080(4) 0.081(3) 0.014(3) -0.007(3) -0.032(3) C7 0.046(2) 0.058(2) 0.073(2) 0.0007(18) 0.0149(17) -0.0137(16) C8 0.048(2) 0.056(2) 0.074(2) -0.0095(17) 0.0186(18) -0.0136(16) C9 0.061(2) 0.060(2) 0.080(3) -0.013(2) 0.011(2) 0.0066(19) C10 0.069(3) 0.062(2) 0.079(3) -0.021(2) 0.014(2) 0.004(2) C11 0.051(2) 0.048(2) 0.069(2) -0.0111(16) 0.0201(17) -0.0113(16) C12 0.056(2) 0.059(2) 0.077(3) -0.0140(19) 0.0116(19) 0.0031(18) C13 0.061(2) 0.063(2) 0.075(3) -0.020(2) 0.012(2) -0.0014(19) C14 0.069(2) 0.043(2) 0.064(2) 0.0010(16) 0.0211(18) -0.0153(17) C15 0.057(2) 0.0397(18) 0.0536(19) 0.0032(14) 0.0065(15) -0.0060(15) C16 0.070(2) 0.0394(19) 0.081(3) 0.0028(18) 0.012(2) -0.0028(17) C17 0.080(3) 0.045(2) 0.113(4) 0.000(2) 0.016(3) 0.011(2) C18 0.067(3) 0.062(3) 0.103(3) -0.003(2) 0.029(2) 0.014(2) C19 0.058(2) 0.054(2) 0.070(2) 0.0088(18) 0.0192(18) -0.0002(17) C20 0.064(2) 0.067(2) 0.063(2) -0.013(2) 0.0255(19) -0.008(2) C21 0.081(3) 0.051(2) 0.052(2) -0.0066(16) 0.0248(18) -0.0094(19) C22 0.112(4) 0.072(3) 0.068(3) 0.001(2) 0.039(3) -0.012(3) C23 0.138(5) 0.125(5) 0.050(3) 0.006(3) 0.016(3) 0.001(4) C24 0.112(5) 0.162(6) 0.056(3) -0.005(3) -0.004(3) -0.014(4) C25 0.085(3) 0.097(4) 0.062(3) -0.007(2) 0.004(2) -0.018(3) Cl1 0.0966(8) 0.0448(5) 0.0786(7) 0.0080(4) 0.0072(6) -0.0053(5) Cl2 0.0789(8) 0.0810(8) 0.1091(9) -0.0011(7) 0.0287(7) -0.0320(6) N1 0.059(2) 0.083(2) 0.067(2) 0.0228(17) -0.0032(16) -0.0337(18) N2 0.0611(18) 0.0427(16) 0.0591(18) -0.0080(13) 0.0204(14) -0.0063(13) N3 0.0542(16) 0.0410(15) 0.0524(16) 0.0035(12) 0.0112(13) -0.0044(12) N4 0.070(2) 0.0586(19) 0.0493(17) -0.0024(13) 0.0120(15) -0.0125(15) S1 0.0712(7) 0.0820(8) 0.0849(8) -0.0157(6) 0.0175(6) -0.0059(6) O1 0.37(3) 0.72(5) 0.127(17) -0.07(2) -0.051(16) 0.38(4) C26 0.17(3) 0.70(10) 0.27(4) -0.17(5) 0.03(3) -0.12(4) _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 Zn1 N4 2.062(3) . ? Zn1 N3 2.076(3) . ? Zn1 Cl1 2.2153(12) . ? Zn1 Cl2 2.2684(12) . ? C1 C2 1.342(8) . ? C1 C6 1.367(9) . ? C1 H1 0.9300 . ? C2 C3 1.393(6) . ? C2 H2 0.9300 . ? C3 C4 1.388(6) . ? C3 N1 1.445(5) . ? C4 C5 1.413(7) . ? C4 S1 1.702(5) . ? C5 C6 1.357(8) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 N1 1.397(5) . ? C7 C8 1.455(6) . ? C7 S1 1.784(4) . ? C8 C13 1.384(6) . ? C8 C9 1.401(6) . ? C9 C10 1.351(6) . ? C9 H9 0.9300 . ? C10 C11 1.400(6) . ? C10 H10 0.9300 . ? C11 C12 1.378(5) . ? C11 N2 1.403(5) . ? C12 C13 1.385(6) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 N2 1.460(5) . ? C14 C15 1.502(5) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 N3 1.352(4) . ? C15 C16 1.374(5) . ? C16 C17 1.365(7) . ? C16 H16 0.9300 . ? C17 C18 1.366(6) . ? C17 H17 0.9300 . ? C18 C19 1.376(6) . ? C18 H18 0.9300 . ? C19 N3 1.335(5) . ? C19 H19 0.9300 . ? C20 C21 1.477(6) . ? C20 N2 1.477(5) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 N4 1.355(5) . ? C21 C22 1.368(6) . ? C22 C23 1.392(8) . ? C22 H22 0.9300 . ? C23 C24 1.355(10) . ? C23 H23 0.9300 . ? C24 C25 1.359(7) . ? C24 H24 0.9300 . ? C25 N4 1.344(6) . ? C25 H25 0.9300 . ? O1 C26 1.390(10) . ? O1 H1A 0.8200 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? 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 N4 Zn1 N3 104.04(12) . . ? N4 Zn1 Cl1 115.08(10) . . ? N3 Zn1 Cl1 122.77(9) . . ? N4 Zn1 Cl2 104.06(10) . . ? N3 Zn1 Cl2 101.47(9) . . ? Cl1 Zn1 Cl2 107.16(5) . . ? C2 C1 C6 120.2(6) . . ? C2 C1 H1 119.9 . . ? C6 C1 H1 119.9 . . ? C1 C2 C3 119.8(5) . . ? C1 C2 H2 120.1 . . ? C3 C2 H2 120.1 . . ? C4 C3 C2 120.0(4) . . ? C4 C3 N1 118.5(4) . . ? C2 C3 N1 121.4(4) . . ? C3 C4 C5 119.5(5) . . ? C3 C4 S1 111.2(4) . . ? C5 C4 S1 129.3(4) . . ? C6 C5 C4 117.5(5) . . ? C6 C5 H5 121.3 . . ? C4 C5 H5 121.3 . . ? C5 C6 C1 123.0(5) . . ? C5 C6 H6 118.5 . . ? C1 C6 H6 118.5 . . ? N1 C7 C8 122.3(4) . . ? N1 C7 S1 116.5(3) . . ? C8 C7 S1 121.2(3) . . ? C13 C8 C9 116.9(4) . . ? C13 C8 C7 122.1(4) . . ? C9 C8 C7 121.0(4) . . ? C10 C9 C8 121.3(4) . . ? C10 C9 H9 119.4 . . ? C8 C9 H9 119.4 . . ? C9 C10 C11 122.1(4) . . ? C9 C10 H10 118.9 . . ? C11 C10 H10 118.9 . . ? C12 C11 C10 116.9(4) . . ? C12 C11 N2 120.3(4) . . ? C10 C11 N2 122.8(3) . . ? C11 C12 C13 121.2(4) . . ? C11 C12 H12 119.4 . . ? C13 C12 H12 119.4 . . ? C8 C13 C12 121.5(4) . . ? C8 C13 H13 119.2 . . ? C12 C13 H13 119.2 . . ? N2 C14 C15 114.6(3) . . ? N2 C14 H14A 108.6 . . ? C15 C14 H14A 108.6 . . ? N2 C14 H14B 108.6 . . ? C15 C14 H14B 108.6 . . ? H14A C14 H14B 107.6 . . ? N3 C15 C16 120.9(3) . . ? N3 C15 C14 119.6(3) . . ? C16 C15 C14 119.6(3) . . ? C17 C16 C15 120.4(4) . . ? C17 C16 H16 119.8 . . ? C15 C16 H16 119.8 . . ? C16 C17 C18 119.0(4) . . ? C16 C17 H17 120.5 . . ? C18 C17 H17 120.5 . . ? C17 C18 C19 118.5(4) . . ? C17 C18 H18 120.7 . . ? C19 C18 H18 120.7 . . ? N3 C19 C18 123.0(4) . . ? N3 C19 H19 118.5 . . ? C18 C19 H19 118.5 . . ? C21 C20 N2 113.3(3) . . ? C21 C20 H20A 108.9 . . ? N2 C20 H20A 108.9 . . ? C21 C20 H20B 108.9 . . ? N2 C20 H20B 108.9 . . ? H20A C20 H20B 107.7 . . ? N4 C21 C22 121.8(4) . . ? N4 C21 C20 117.2(3) . . ? C22 C21 C20 120.9(4) . . ? C21 C22 C23 118.9(5) . . ? C21 C22 H22 120.5 . . ? C23 C22 H22 120.5 . . ? C24 C23 C22 118.9(5) . . ? C24 C23 H23 120.6 . . ? C22 C23 H23 120.6 . . ? C23 C24 C25 120.1(6) . . ? C23 C24 H24 120.0 . . ? C25 C24 H24 120.0 . . ? N4 C25 C24 122.3(5) . . ? N4 C25 H25 118.9 . . ? C24 C25 H25 118.9 . . ? C7 N1 C3 104.2(4) . . ? C11 N2 C14 116.7(3) . . ? C11 N2 C20 117.5(3) . . ? C14 N2 C20 114.8(3) . . ? C19 N3 C15 118.1(3) . . ? C19 N3 Zn1 118.7(2) . . ? C15 N3 Zn1 122.9(2) . . ? C25 N4 C21 118.0(4) . . ? C25 N4 Zn1 119.8(3) . . ? C21 N4 Zn1 122.1(3) . . ? C4 S1 C7 89.6(2) . . ? C26 O1 H1A 104.4 . . ? O1 C26 H26A 115.4 . . ? O1 C26 H26B 103.0 . . ? H26A C26 H26B 109.5 . . ? O1 C26 H26C 109.8 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 0.2(8) . . . . ? C1 C2 C3 C4 1.2(7) . . . . ? C1 C2 C3 N1 179.9(4) . . . . ? C2 C3 C4 C5 -1.0(6) . . . . ? N1 C3 C4 C5 -179.8(4) . . . . ? C2 C3 C4 S1 177.1(3) . . . . ? N1 C3 C4 S1 -1.7(5) . . . . ? C3 C4 C5 C6 -0.6(7) . . . . ? S1 C4 C5 C6 -178.3(4) . . . . ? C4 C5 C6 C1 2.1(8) . . . . ? C2 C1 C6 C5 -1.9(9) . . . . ? N1 C7 C8 C13 -175.1(3) . . . . ? S1 C7 C8 C13 5.0(5) . . . . ? N1 C7 C8 C9 4.6(6) . . . . ? S1 C7 C8 C9 -175.3(3) . . . . ? C13 C8 C9 C10 -1.5(6) . . . . ? C7 C8 C9 C10 178.8(4) . . . . ? C8 C9 C10 C11 -0.6(7) . . . . ? C9 C10 C11 C12 2.2(6) . . . . ? C9 C10 C11 N2 -176.0(4) . . . . ? C10 C11 C12 C13 -1.8(6) . . . . ? N2 C11 C12 C13 176.5(4) . . . . ? C9 C8 C13 C12 1.9(6) . . . . ? C7 C8 C13 C12 -178.4(4) . . . . ? C11 C12 C13 C8 -0.3(6) . . . . ? N2 C14 C15 N3 -30.9(5) . . . . ? N2 C14 C15 C16 149.9(4) . . . . ? N3 C15 C16 C17 1.0(7) . . . . ? C14 C15 C16 C17 -179.8(4) . . . . ? C15 C16 C17 C18 0.5(8) . . . . ? C16 C17 C18 C19 -2.0(8) . . . . ? C17 C18 C19 N3 2.1(7) . . . . ? N2 C20 C21 N4 -48.1(5) . . . . ? N2 C20 C21 C22 134.4(4) . . . . ? N4 C21 C22 C23 -0.5(7) . . . . ? C20 C21 C22 C23 177.0(5) . . . . ? C21 C22 C23 C24 -0.4(10) . . . . ? C22 C23 C24 C25 1.0(11) . . . . ? C23 C24 C25 N4 -0.8(10) . . . . ? C8 C7 N1 C3 178.2(3) . . . . ? S1 C7 N1 C3 -1.9(4) . . . . ? C4 C3 N1 C7 2.3(4) . . . . ? C2 C3 N1 C7 -176.5(4) . . . . ? C12 C11 N2 C14 24.9(5) . . . . ? C10 C11 N2 C14 -157.0(4) . . . . ? C12 C11 N2 C20 167.2(3) . . . . ? C10 C11 N2 C20 -14.6(5) . . . . ? C15 C14 N2 C11 -83.5(4) . . . . ? C15 C14 N2 C20 133.1(3) . . . . ? C21 C20 N2 C11 167.7(3) . . . . ? C21 C20 N2 C14 -49.2(4) . . . . ? C18 C19 N3 C15 -0.7(6) . . . . ? C18 C19 N3 Zn1 -175.3(3) . . . . ? C16 C15 N3 C19 -0.9(5) . . . . ? C14 C15 N3 C19 180.0(4) . . . . ? C16 C15 N3 Zn1 173.4(3) . . . . ? C14 C15 N3 Zn1 -5.7(5) . . . . ? N4 Zn1 N3 C19 130.0(3) . . . . ? Cl1 Zn1 N3 C19 -97.1(3) . . . . ? Cl2 Zn1 N3 C19 22.2(3) . . . . ? N4 Zn1 N3 C15 -44.2(3) . . . . ? Cl1 Zn1 N3 C15 88.7(3) . . . . ? Cl2 Zn1 N3 C15 -152.1(3) . . . . ? C24 C25 N4 C21 0.0(7) . . . . ? C24 C25 N4 Zn1 175.8(5) . . . . ? C22 C21 N4 C25 0.7(6) . . . . ? C20 C21 N4 C25 -176.9(4) . . . . ? C22 C21 N4 Zn1 -175.0(3) . . . . ? C20 C21 N4 Zn1 7.4(5) . . . . ? N3 Zn1 N4 C25 -95.6(3) . . . . ? Cl1 Zn1 N4 C25 127.3(3) . . . . ? Cl2 Zn1 N4 C25 10.3(3) . . . . ? N3 Zn1 N4 C21 80.0(3) . . . . ? Cl1 Zn1 N4 C21 -57.1(3) . . . . ? Cl2 Zn1 N4 C21 -174.1(3) . . . . ? C3 C4 S1 C7 0.4(3) . . . . ? C5 C4 S1 C7 178.2(4) . . . . ? N1 C7 S1 C4 1.0(3) . . . . ? C8 C7 S1 C4 -179.1(3) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.663 _refine_diff_density_min -0.528 _refine_diff_density_rms 0.083