# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_BF4 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C54 H54 B2 Cu F8 N12 O21' _chemical_formula_weight 1444.25 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' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _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 8.75800(10) _cell_length_b 19.9716(3) _cell_length_c 20.9905(3) _cell_angle_alpha 61.7270(10) _cell_angle_beta 83.5140(10) _cell_angle_gamma 77.5750(10) _cell_volume 3157.48(7) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 2665 _cell_measurement_theta_min 2.37 _cell_measurement_theta_max 19.58 _exptl_crystal_description BLOCK _exptl_crystal_colour BLUE _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.519 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1482 _exptl_absorpt_coefficient_mu 0.455 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.8608 _exptl_absorpt_correction_T_max 0.9146 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Breeze CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 47385 _diffrn_reflns_av_R_equivalents 0.1312 _diffrn_reflns_av_unetI/netI 0.1976 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.18 _diffrn_reflns_theta_max 26.00 _reflns_number_total 12375 _reflns_number_gt 4601 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker APEX2' _computing_data_reduction 'Bruker APEX2' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The tetrafluoroborate anions and the free pyridyl moiety, owing to their high state of disorder, were restrained using DFIX and ISOR. ; _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^)+(0.0075P)^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 12375 _refine_ls_number_parameters 883 _refine_ls_number_restraints 67 _refine_ls_R_factor_all 0.1636 _refine_ls_R_factor_gt 0.0621 _refine_ls_wR_factor_ref 0.1014 _refine_ls_wR_factor_gt 0.0899 _refine_ls_goodness_of_fit_ref 1.006 _refine_ls_restrained_S_all 1.059 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.91492(7) 0.25186(4) 0.54160(3) 0.03955(19) Uani 1 1 d . . . F1 F 1.1605(3) 0.28230(17) 0.56411(15) 0.0549(9) Uani 1 1 d D . . F2 F 1.4042(5) 0.2621(3) 0.5997(3) 0.180(3) Uani 1 1 d U . . F3 F 1.3448(5) 0.3432(3) 0.4916(3) 0.178(3) Uani 1 1 d U . . F4 F 1.2504(6) 0.3723(4) 0.5709(4) 0.209(3) Uani 1 1 d U . . F5 F 0.9935(5) 0.1238(2) 0.2368(2) 0.1353(18) Uani 1 1 d . . . F6 F 1.0049(9) 0.0480(3) 0.3522(3) 0.223(3) Uani 1 1 d . . . F7 F 0.9586(7) 0.1677(3) 0.3161(2) 0.190(3) Uani 1 1 d . . . F8 F 1.1659(6) 0.1125(5) 0.2991(4) 0.271(4) Uani 1 1 d . . . B1 B 1.2866(10) 0.3155(7) 0.5572(7) 0.105(4) Uani 1 1 d D . . B2 B 1.0238(13) 0.1103(5) 0.3020(5) 0.075(3) Uani 1 1 d U . . O1 O 1.0945(4) -0.0731(2) 0.87828(19) 0.0566(11) Uani 1 1 d . . . O2 O 0.8336(4) -0.0589(2) 0.87376(18) 0.0438(9) Uani 1 1 d . . . O3 O 0.4919(4) -0.0560(2) 0.82356(18) 0.0481(10) Uani 1 1 d . . . O4 O 0.6197(5) 0.0297(3) 0.5435(2) 0.0865(15) Uani 1 1 d . . . O5 O 0.5432(4) -0.0800(2) 0.6289(2) 0.0537(11) Uani 1 1 d . . . O6 O 0.5498(4) -0.2420(2) 0.75113(19) 0.0515(11) Uani 1 1 d . . . O7 O 1.1420(5) -0.4452(3) 0.9003(3) 0.1004(18) Uani 1 1 d . . . O8 O 1.0298(4) -0.3211(2) 0.8359(2) 0.0541(11) Uani 1 1 d . . . O9 O 0.8103(4) -0.2885(2) 0.94689(19) 0.0499(10) Uani 1 1 d . . . O10 O 0.4282(4) 0.5283(2) 0.62381(18) 0.0538(11) Uani 1 1 d . . . O11 O 0.6495(4) 0.50544(19) 0.68248(18) 0.0416(9) Uani 1 1 d . . . O12 O 0.4767(4) 0.3693(2) 0.8073(2) 0.0673(13) Uani 1 1 d . . . O13 O 1.0327(4) 0.3931(2) 0.76220(18) 0.0524(11) Uani 1 1 d . . . O14 O 1.1187(3) 0.4555(2) 0.81317(18) 0.0428(9) Uani 1 1 d . . . O15 O 0.7489(4) 0.5138(2) 0.8492(2) 0.0564(11) Uani 1 1 d . . . O16 O 0.9048(7) 0.0861(3) 0.9158(3) 0.116(2) Uani 1 1 d . . . O17 O 0.8843(5) 0.2062(2) 0.8199(2) 0.0664(12) Uani 1 1 d . . . O18 O 0.9253(4) 0.2553(2) 0.93718(18) 0.0589(12) Uani 1 1 d . . . O19 O 0.6981(3) 0.22545(19) 0.51372(17) 0.0564(11) Uani 1 1 d . . . H19B H 0.6855 0.1879 0.5101 0.068 Uiso 1 1 d R . . H19C H 0.6145 0.2460 0.5242 0.068 Uiso 1 1 d R . . O20 O 0.3035(4) -0.3011(3) 0.7258(2) 0.1032(16) Uani 1 1 d . . . H20B H 0.2117 -0.3016 0.7386 0.124 Uiso 1 1 d R . . H20C H 0.3544 -0.2990 0.7551 0.124 Uiso 1 1 d R . . O21 O 0.2886(5) -0.1573(2) 0.5713(2) 0.1085(16) Uani 1 1 d . . . H21A H 0.3687 -0.1893 0.5761 0.130 Uiso 1 1 d R . . H21B H 0.2172 -0.1691 0.5589 0.130 Uiso 1 1 d R . . N1 N 0.9336(5) 0.1624(2) 0.6424(2) 0.0403(11) Uani 1 1 d . . . N2 N 0.6535(5) -0.1712(2) 0.8867(2) 0.0351(11) Uani 1 1 d . . . N3 N 0.9396(5) -0.1850(2) 0.4964(2) 0.0397(11) Uani 1 1 d . . . N4 N 0.5164(4) -0.1482(2) 0.7870(2) 0.0361(11) Uani 1 1 d . . . N5 N 1.4291(5) -0.2981(3) 0.9712(2) 0.0573(14) Uani 1 1 d . . . N6 N 0.6917(5) -0.2645(2) 0.8456(2) 0.0371(11) Uani 1 1 d . . . N7 N 0.7931(5) 0.3203(2) 0.5830(2) 0.0325(11) Uani 1 1 d . . . N8 N 0.6084(5) 0.4425(3) 0.8299(2) 0.0410(11) Uani 1 1 d . . . N9 N 1.0841(4) 0.6528(2) 0.5557(2) 0.0366(11) Uani 1 1 d . . . N10 N 0.8405(5) 0.3843(3) 0.8947(2) 0.0377(11) Uani 1 1 d . . . N11 N 1.4499(10) 0.1235(6) 0.8382(6) 0.198(4) Uani 1 1 d DU . . N12 N 0.6969(6) 0.3104(3) 0.8750(2) 0.0464(12) Uani 1 1 d . . . C1 C 1.0708(6) 0.1265(3) 0.6770(3) 0.0435(15) Uani 1 1 d . . . H1A H 1.1619 0.1467 0.6536 0.052 Uiso 1 1 calc R . . C2 C 1.0872(6) 0.0634(3) 0.7433(3) 0.0420(14) Uani 1 1 d . . . H2A H 1.1867 0.0406 0.7653 0.050 Uiso 1 1 calc R . . C3 C 0.9560(6) 0.0333(3) 0.7776(3) 0.0392(14) Uani 1 1 d . . . C4 C 0.8115(6) 0.0694(3) 0.7447(3) 0.0484(15) Uani 1 1 d . . . H4A H 0.7189 0.0504 0.7674 0.058 Uiso 1 1 calc R . . C5 C 0.8072(6) 0.1335(3) 0.6781(3) 0.0454(15) Uani 1 1 d . . . H5A H 0.7083 0.1590 0.6559 0.055 Uiso 1 1 calc R . . C6 C 0.9718(7) -0.0385(3) 0.8487(3) 0.0443(15) Uani 1 1 d . . . C7 C 0.8336(6) -0.1310(3) 0.9393(3) 0.0472(15) Uani 1 1 d . . . H7A H 0.8487 -0.1247 0.9820 0.057 Uiso 1 1 calc R . . H7B H 0.9187 -0.1717 0.9375 0.057 Uiso 1 1 calc R . . C8 C 0.6778(6) -0.1523(3) 0.9434(3) 0.0466(15) Uani 1 1 d . . . H8A H 0.6671 -0.1973 0.9910 0.056 Uiso 1 1 calc R . . H8B H 0.5948 -0.1086 0.9405 0.056 Uiso 1 1 calc R . . C9 C 0.5503(6) -0.1199(3) 0.8308(3) 0.0371(14) Uani 1 1 d . . . C10 C 0.9564(6) -0.1125(3) 0.4765(3) 0.0455(15) Uani 1 1 d . . . H10A H 1.0415 -0.0937 0.4453 0.055 Uiso 1 1 calc R . . C11 C 0.8567(6) -0.0638(3) 0.4988(3) 0.0491(16) Uani 1 1 d . . . H11A H 0.8718 -0.0125 0.4825 0.059 Uiso 1 1 calc R . . C12 C 0.7339(7) -0.0914(3) 0.5457(3) 0.0473(16) Uani 1 1 d . . . C13 C 0.7136(6) -0.1663(3) 0.5673(3) 0.0524(16) Uani 1 1 d . . . H13A H 0.6309 -0.1869 0.5993 0.063 Uiso 1 1 calc R . . C14 C 0.8179(6) -0.2097(3) 0.5404(3) 0.0534(16) Uani 1 1 d . . . H14A H 0.8025 -0.2605 0.5540 0.064 Uiso 1 1 calc R . . C15 C 0.6259(7) -0.0386(4) 0.5713(3) 0.0551(17) Uani 1 1 d . . . C16 C 0.4481(6) -0.0389(3) 0.6654(3) 0.0570(18) Uani 1 1 d . . . H16A H 0.3591 -0.0019 0.6349 0.068 Uiso 1 1 calc R . . H16B H 0.5112 -0.0101 0.6764 0.068 Uiso 1 1 calc R . . C17 C 0.3906(6) -0.1004(3) 0.7341(3) 0.0522(16) Uani 1 1 d . . . H17A H 0.3074 -0.0755 0.7562 0.063 Uiso 1 1 calc R . . H17B H 0.3443 -0.1342 0.7222 0.063 Uiso 1 1 calc R . . C18 C 0.5838(6) -0.2197(3) 0.7908(3) 0.0425(15) Uani 1 1 d . . . C19 C 1.4572(6) -0.3721(4) 0.9818(3) 0.0572(17) Uani 1 1 d . . . H19A H 1.5433 -0.4072 1.0108 0.069 Uiso 1 1 calc R . . C20 C 1.3653(7) -0.3985(3) 0.9522(3) 0.0562(17) Uani 1 1 d . . . H20A H 1.3878 -0.4509 0.9611 0.067 Uiso 1 1 calc R . . C21 C 1.2408(7) -0.3477(4) 0.9095(3) 0.0502(16) Uani 1 1 d . . . C22 C 1.2120(6) -0.2712(3) 0.8973(3) 0.0478(15) Uani 1 1 d . . . H22A H 1.1283 -0.2347 0.8675 0.057 Uiso 1 1 calc R . . C23 C 1.3078(7) -0.2499(3) 0.9294(3) 0.0534(16) Uani 1 1 d . . . H23A H 1.2868 -0.1979 0.9214 0.064 Uiso 1 1 calc R . . C24 C 1.1345(7) -0.3773(4) 0.8815(3) 0.0581(17) Uani 1 1 d . . . C25 C 0.9108(6) -0.3422(3) 0.8099(3) 0.0546(16) Uani 1 1 d . . . H25A H 0.9480 -0.3945 0.8139 0.066 Uiso 1 1 calc R . . H25B H 0.8902 -0.3052 0.7583 0.066 Uiso 1 1 calc R . . C26 C 0.7621(6) -0.3415(3) 0.8536(3) 0.0444(15) Uani 1 1 d . . . H26A H 0.6857 -0.3610 0.8384 0.053 Uiso 1 1 calc R . . H26B H 0.7849 -0.3771 0.9053 0.053 Uiso 1 1 calc R . . C27 C 0.7262(6) -0.2444(3) 0.8960(3) 0.0408(14) Uani 1 1 d . . . C28 C 0.8550(5) 0.3293(3) 0.6331(3) 0.0361(13) Uani 1 1 d . . . H28A H 0.9513 0.2971 0.6543 0.043 Uiso 1 1 calc R . . C29 C 0.7837(5) 0.3842(3) 0.6556(2) 0.0349(13) Uani 1 1 d . . . H29A H 0.8311 0.3903 0.6906 0.042 Uiso 1 1 calc R . . C30 C 0.6407(6) 0.4298(3) 0.6252(3) 0.0330(13) Uani 1 1 d . . . C31 C 0.5735(6) 0.4173(3) 0.5768(3) 0.0383(14) Uani 1 1 d . . . H31A H 0.4726 0.4451 0.5583 0.046 Uiso 1 1 calc R . . C32 C 0.6540(6) 0.3641(3) 0.5556(2) 0.0362(14) Uani 1 1 d . . . H32A H 0.6093 0.3579 0.5200 0.043 Uiso 1 1 calc R . . C33 C 0.5587(6) 0.4929(3) 0.6434(3) 0.0404(14) Uani 1 1 d . . . C34 C 0.5778(6) 0.5584(3) 0.7109(3) 0.0481(16) Uani 1 1 d . . . H34A H 0.4984 0.5996 0.6769 0.058 Uiso 1 1 calc R . . H34B H 0.6580 0.5830 0.7170 0.058 Uiso 1 1 calc R . . C35 C 0.5012(6) 0.5134(3) 0.7836(3) 0.0511(16) Uani 1 1 d . . . H35A H 0.4705 0.5463 0.8081 0.061 Uiso 1 1 calc R . . H35B H 0.4054 0.4996 0.7757 0.061 Uiso 1 1 calc R . . C36 C 0.7345(6) 0.4513(4) 0.8579(3) 0.0424(15) Uani 1 1 d . . . C37 C 1.0484(5) 0.5891(3) 0.5603(3) 0.0405(14) Uani 1 1 d . . . H37A H 1.0237 0.5893 0.5173 0.049 Uiso 1 1 calc R . . C38 C 1.0459(5) 0.5227(3) 0.6252(3) 0.0407(14) Uani 1 1 d . . . H38A H 1.0218 0.4781 0.6261 0.049 Uiso 1 1 calc R . . C39 C 1.0785(5) 0.5213(3) 0.6885(3) 0.0339(13) Uani 1 1 d . . . C40 C 1.1167(5) 0.5865(3) 0.6848(3) 0.0343(13) Uani 1 1 d . . . H40A H 1.1401 0.5878 0.7272 0.041 Uiso 1 1 calc R . . C41 C 1.1199(5) 0.6506(3) 0.6169(3) 0.0362(13) Uani 1 1 d . . . H41A H 1.1490 0.6951 0.6141 0.043 Uiso 1 1 calc R . . C42 C 1.0743(5) 0.4495(3) 0.7578(3) 0.0382(14) Uani 1 1 d . . . C43 C 1.1252(5) 0.3871(3) 0.8837(3) 0.0464(15) Uani 1 1 d . . . H43A H 1.2138 0.3835 0.9113 0.056 Uiso 1 1 calc R . . H43B H 1.1435 0.3402 0.8769 0.056 Uiso 1 1 calc R . . C44 C 0.9758(5) 0.3905(3) 0.9259(3) 0.0460(15) Uani 1 1 d . . . H44A H 0.9905 0.3480 0.9760 0.055 Uiso 1 1 calc R . . H44B H 0.9532 0.4399 0.9284 0.055 Uiso 1 1 calc R . . C45 C 0.8291(7) 0.3121(4) 0.9041(3) 0.0453(15) Uani 1 1 d . . . C46 C 1.3865(11) 0.0676(6) 0.8959(6) 0.171(4) Uani 1 1 d DU . . H46A H 1.4543 0.0268 0.9322 0.205 Uiso 1 1 calc R . . C47 C 1.2305(11) 0.0677(5) 0.9036(5) 0.128(3) Uani 1 1 d DU . . H47A H 1.1887 0.0236 0.9376 0.154 Uiso 1 1 calc R . . C48 C 1.1354(10) 0.1370(5) 0.8579(4) 0.096(3) Uani 1 1 d DU . . C49 C 1.2009(10) 0.1977(5) 0.8069(5) 0.121(3) Uani 1 1 d DU . . H49A H 1.1337 0.2453 0.7791 0.145 Uiso 1 1 calc R . . C50 C 1.3613(11) 0.1928(6) 0.7940(6) 0.224(6) Uani 1 1 d DU . . H50A H 1.4057 0.2345 0.7573 0.268 Uiso 1 1 calc R . . C51 C 0.9688(10) 0.1371(5) 0.8709(4) 0.074(2) Uani 1 1 d . . . C52 C 0.7165(7) 0.2139(3) 0.8298(3) 0.0706(19) Uani 1 1 d . . . H52A H 0.6850 0.1647 0.8411 0.085 Uiso 1 1 calc R . . H52B H 0.6647 0.2549 0.7846 0.085 Uiso 1 1 calc R . . C53 C 0.6661(7) 0.2339(3) 0.8902(3) 0.0651(18) Uani 1 1 d . . . H53A H 0.5527 0.2338 0.8993 0.078 Uiso 1 1 calc R . . H53B H 0.7217 0.1935 0.9347 0.078 Uiso 1 1 calc R . . C54 C 0.5869(7) 0.3735(4) 0.8346(3) 0.0483(16) 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 0.0379(4) 0.0396(4) 0.0429(4) -0.0200(4) 0.0078(3) -0.0128(3) F1 0.0364(19) 0.067(2) 0.071(2) -0.0368(19) 0.0061(15) -0.0210(17) F2 0.081(3) 0.163(5) 0.184(5) 0.037(4) -0.055(3) -0.059(3) F3 0.114(4) 0.248(6) 0.130(4) -0.026(4) 0.041(3) -0.120(4) F4 0.151(5) 0.229(6) 0.395(8) -0.245(6) 0.030(5) -0.095(4) F5 0.205(5) 0.100(4) 0.113(4) -0.061(3) -0.063(4) 0.006(3) F6 0.465(11) 0.086(4) 0.109(4) -0.025(3) 0.092(5) -0.133(5) F7 0.330(8) 0.103(4) 0.109(4) -0.053(4) 0.016(4) 0.014(4) F8 0.070(4) 0.537(14) 0.265(7) -0.219(9) -0.012(4) -0.083(6) B1 0.062(7) 0.160(12) 0.146(11) -0.097(10) -0.005(7) -0.058(8) B2 0.110(7) 0.048(5) 0.073(6) -0.033(5) -0.033(5) 0.001(5) O1 0.052(3) 0.051(3) 0.061(3) -0.019(2) -0.013(2) -0.009(2) O2 0.047(3) 0.039(3) 0.042(2) -0.014(2) 0.0006(19) -0.014(2) O3 0.042(3) 0.043(3) 0.056(3) -0.025(2) 0.0032(19) 0.001(2) O4 0.119(4) 0.048(3) 0.073(4) -0.025(3) 0.012(3) 0.008(3) O5 0.053(3) 0.056(3) 0.053(3) -0.032(2) -0.006(2) 0.008(2) O6 0.040(2) 0.063(3) 0.062(3) -0.038(2) -0.0029(19) -0.007(2) O7 0.116(4) 0.057(3) 0.137(4) -0.048(3) -0.057(3) 0.004(3) O8 0.042(3) 0.050(3) 0.067(3) -0.027(2) -0.003(2) -0.003(2) O9 0.053(3) 0.040(3) 0.048(3) -0.013(2) -0.013(2) -0.002(2) O10 0.035(2) 0.062(3) 0.068(3) -0.038(2) -0.011(2) 0.008(2) O11 0.037(2) 0.043(2) 0.052(2) -0.029(2) -0.0042(18) -0.0012(19) O12 0.046(3) 0.080(3) 0.097(3) -0.056(3) 0.001(2) -0.020(2) O13 0.061(3) 0.050(3) 0.044(3) -0.014(2) -0.0024(19) -0.023(2) O14 0.039(2) 0.056(3) 0.031(2) -0.015(2) -0.0018(17) -0.0148(19) O15 0.052(3) 0.041(3) 0.084(3) -0.035(2) -0.020(2) 0.001(2) O16 0.158(6) 0.063(4) 0.106(5) -0.030(3) 0.003(4) -0.007(4) O17 0.068(3) 0.063(3) 0.073(3) -0.037(3) -0.015(3) -0.002(3) O18 0.075(3) 0.039(3) 0.043(3) -0.007(2) -0.005(2) 0.004(2) O19 0.043(2) 0.054(3) 0.079(3) -0.035(2) 0.000(2) -0.013(2) O20 0.063(3) 0.172(5) 0.124(4) -0.101(4) 0.013(3) -0.046(3) O21 0.105(4) 0.131(5) 0.115(4) -0.069(4) -0.017(3) -0.035(3) N1 0.039(3) 0.037(3) 0.045(3) -0.020(2) 0.008(2) -0.010(3) N2 0.040(3) 0.031(3) 0.037(3) -0.019(2) 0.005(2) -0.008(2) N3 0.038(3) 0.037(3) 0.045(3) -0.020(3) 0.010(2) -0.012(2) N4 0.027(3) 0.041(3) 0.041(3) -0.023(3) -0.002(2) 0.003(2) N5 0.041(3) 0.072(4) 0.057(4) -0.029(3) 0.016(3) -0.020(3) N6 0.039(3) 0.033(3) 0.040(3) -0.019(2) 0.002(2) -0.006(2) N7 0.031(3) 0.035(3) 0.028(3) -0.011(2) 0.001(2) -0.009(2) N8 0.033(3) 0.044(3) 0.051(3) -0.027(3) -0.001(2) -0.003(3) N9 0.032(3) 0.047(3) 0.036(3) -0.021(3) 0.006(2) -0.014(2) N10 0.032(3) 0.042(3) 0.037(3) -0.017(3) 0.004(2) -0.007(3) N11 0.130(6) 0.170(7) 0.253(8) -0.064(6) -0.018(6) -0.022(6) N12 0.051(3) 0.037(3) 0.050(3) -0.018(3) 0.006(3) -0.012(3) C1 0.031(4) 0.050(4) 0.058(4) -0.032(4) 0.010(3) -0.013(3) C2 0.034(4) 0.039(4) 0.049(4) -0.021(3) 0.003(3) 0.000(3) C3 0.046(4) 0.030(4) 0.042(4) -0.018(3) -0.004(3) -0.003(3) C4 0.044(4) 0.045(4) 0.044(4) -0.009(3) 0.004(3) -0.016(3) C5 0.036(4) 0.041(4) 0.052(4) -0.014(3) 0.000(3) -0.010(3) C6 0.061(5) 0.033(4) 0.047(4) -0.024(3) 0.001(3) -0.013(4) C7 0.057(4) 0.041(4) 0.036(4) -0.011(3) -0.005(3) -0.010(3) C8 0.064(4) 0.042(4) 0.034(4) -0.019(3) 0.008(3) -0.011(3) C9 0.030(4) 0.045(4) 0.032(4) -0.014(3) 0.008(3) -0.009(3) C10 0.042(4) 0.048(4) 0.050(4) -0.025(3) 0.002(3) -0.011(3) C11 0.049(4) 0.042(4) 0.059(4) -0.027(4) -0.008(3) 0.000(3) C12 0.056(4) 0.045(4) 0.040(4) -0.023(3) -0.014(3) 0.010(4) C13 0.049(4) 0.055(5) 0.050(4) -0.028(4) 0.013(3) -0.004(3) C14 0.054(4) 0.047(4) 0.057(4) -0.023(4) 0.009(3) -0.010(3) C15 0.055(5) 0.061(5) 0.047(5) -0.028(4) -0.002(3) 0.002(4) C16 0.053(4) 0.070(5) 0.051(4) -0.042(4) -0.011(3) 0.024(4) C17 0.036(4) 0.075(5) 0.051(4) -0.042(4) -0.001(3) 0.010(3) C18 0.029(4) 0.052(4) 0.053(4) -0.028(4) 0.008(3) -0.014(3) C19 0.036(4) 0.058(5) 0.067(5) -0.025(4) 0.009(3) -0.003(4) C20 0.045(4) 0.050(4) 0.067(5) -0.026(4) 0.000(3) 0.001(4) C21 0.052(4) 0.057(5) 0.048(4) -0.027(4) 0.012(3) -0.021(4) C22 0.041(4) 0.048(4) 0.050(4) -0.021(3) 0.011(3) -0.011(3) C23 0.049(4) 0.053(4) 0.053(4) -0.020(4) 0.018(3) -0.018(4) C24 0.058(5) 0.053(5) 0.066(5) -0.033(4) 0.006(4) -0.007(4) C25 0.053(4) 0.053(4) 0.067(4) -0.036(4) 0.004(3) -0.009(3) C26 0.037(4) 0.037(4) 0.062(4) -0.028(3) 0.005(3) -0.005(3) C27 0.031(4) 0.045(4) 0.045(4) -0.019(4) 0.009(3) -0.014(3) C28 0.026(3) 0.040(4) 0.038(4) -0.014(3) 0.000(3) -0.008(3) C29 0.020(3) 0.045(4) 0.037(3) -0.017(3) 0.000(2) -0.006(3) C30 0.024(3) 0.034(3) 0.033(3) -0.010(3) 0.006(3) -0.007(3) C31 0.026(3) 0.041(4) 0.043(4) -0.016(3) 0.000(3) -0.006(3) C32 0.035(4) 0.041(4) 0.030(3) -0.014(3) 0.001(3) -0.012(3) C33 0.030(4) 0.046(4) 0.046(4) -0.022(3) 0.006(3) -0.010(3) C34 0.048(4) 0.041(4) 0.061(4) -0.030(4) -0.017(3) 0.005(3) C35 0.033(4) 0.063(5) 0.064(5) -0.039(4) -0.002(3) 0.003(3) C36 0.034(4) 0.047(4) 0.047(4) -0.024(4) 0.006(3) -0.008(3) C37 0.046(4) 0.048(4) 0.038(4) -0.024(3) 0.008(3) -0.022(3) C38 0.038(3) 0.050(4) 0.044(4) -0.024(3) 0.009(3) -0.026(3) C39 0.018(3) 0.043(4) 0.040(4) -0.020(3) 0.003(2) -0.005(3) C40 0.025(3) 0.050(4) 0.039(4) -0.030(3) 0.004(2) -0.008(3) C41 0.024(3) 0.038(4) 0.047(4) -0.020(3) 0.009(3) -0.010(3) C42 0.022(3) 0.054(4) 0.035(4) -0.019(4) 0.006(3) -0.009(3) C43 0.035(4) 0.059(4) 0.036(4) -0.013(3) -0.001(3) -0.012(3) C44 0.041(4) 0.055(4) 0.033(4) -0.015(3) 0.000(3) -0.004(3) C45 0.045(4) 0.046(4) 0.039(4) -0.018(3) 0.009(3) -0.007(4) C46 0.131(7) 0.155(8) 0.202(8) -0.074(6) -0.019(6) 0.008(6) C47 0.132(6) 0.091(6) 0.175(6) -0.070(5) -0.037(5) -0.005(5) C48 0.090(5) 0.095(6) 0.120(6) -0.066(5) -0.026(5) 0.004(5) C49 0.092(6) 0.108(6) 0.184(7) -0.083(6) -0.006(5) -0.017(5) C50 0.180(9) 0.208(9) 0.294(10) -0.102(7) -0.039(7) -0.076(7) C51 0.097(7) 0.055(6) 0.077(6) -0.041(5) -0.018(5) 0.003(5) C52 0.071(5) 0.064(5) 0.089(5) -0.042(4) 0.001(4) -0.020(4) C53 0.073(5) 0.061(5) 0.069(5) -0.037(4) 0.014(4) -0.020(4) C54 0.042(4) 0.048(4) 0.056(4) -0.027(4) 0.013(3) -0.010(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 Cu1 N7 2.012(4) . ? Cu1 N1 2.017(4) . ? Cu1 N3 2.023(4) 2_756 ? Cu1 N9 2.029(4) 2_766 ? Cu1 O19 2.281(3) . ? F1 B1 1.368(5) . ? F2 B1 1.352(11) . ? F3 B1 1.305(11) . ? F4 B1 1.264(11) . ? F5 B2 1.310(8) . ? F6 B2 1.222(9) . ? F7 B2 1.316(8) . ? F8 B2 1.249(10) . ? O1 C6 1.201(5) . ? O2 C6 1.331(6) . ? O2 C7 1.446(5) . ? O3 C9 1.211(5) . ? O4 C15 1.195(7) . ? O5 C15 1.335(7) . ? O5 C16 1.453(5) . ? O6 C18 1.201(5) . ? O7 C24 1.209(6) . ? O8 C24 1.325(6) . ? O8 C25 1.448(5) . ? O9 C27 1.212(5) . ? O10 C33 1.208(5) . ? O11 C33 1.339(5) . ? O11 C34 1.449(5) . ? O12 C54 1.213(6) . ? O13 C42 1.218(5) . ? O14 C42 1.330(5) . ? O14 C43 1.459(5) . ? O15 C36 1.207(6) . ? O16 C51 1.207(8) . ? O17 C51 1.392(7) . ? O17 C52 1.446(6) . ? O18 C45 1.206(6) . ? O19 H19B 0.8200 . ? O19 H19C 0.8200 . ? O20 H20B 0.8200 . ? O20 H20C 0.8200 . ? O21 H21A 0.8200 . ? O21 H21B 0.8199 . ? N1 C5 1.341(6) . ? N1 C1 1.348(5) . ? N2 C27 1.392(6) . ? N2 C9 1.395(6) . ? N2 C8 1.456(5) . ? N3 C10 1.340(6) . ? N3 C14 1.344(6) . ? N3 Cu1 2.023(4) 2_756 ? N4 C9 1.371(6) . ? N4 C18 1.390(6) . ? N4 C17 1.476(5) . ? N5 C23 1.340(6) . ? N5 C19 1.355(6) . ? N6 C27 1.377(6) . ? N6 C18 1.388(6) . ? N6 C26 1.464(5) . ? N7 C28 1.337(5) . ? N7 C32 1.342(5) . ? N8 C36 1.386(6) . ? N8 C54 1.387(6) . ? N8 C35 1.471(5) . ? N9 C37 1.331(5) . ? N9 C41 1.336(5) . ? N9 Cu1 2.028(4) 2_766 ? N10 C36 1.377(6) . ? N10 C45 1.384(6) . ? N10 C44 1.471(5) . ? N11 C46 1.362(10) . ? N11 C50 1.364(6) . ? N12 C54 1.373(6) . ? N12 C45 1.383(6) . ? N12 C53 1.484(6) . ? C1 C2 1.360(6) . ? C1 H1A 0.9500 . ? C2 C3 1.379(6) . ? C2 H2A 0.9500 . ? C3 C4 1.389(6) . ? C3 C6 1.495(7) . ? C4 C5 1.375(6) . ? C4 H4A 0.9500 . ? C5 H5A 0.9500 . ? C7 C8 1.496(6) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C10 C11 1.379(6) . ? C10 H10A 0.9500 . ? C11 C12 1.390(7) . ? C11 H11A 0.9500 . ? C12 C13 1.388(7) . ? C12 C15 1.512(7) . ? C13 C14 1.383(6) . ? C13 H13A 0.9500 . ? C14 H14A 0.9500 . ? C16 C17 1.505(7) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C19 C20 1.386(7) . ? C19 H19A 0.9500 . ? C20 C21 1.380(6) . ? C20 H20A 0.9500 . ? C21 C22 1.392(7) . ? C21 C24 1.501(7) . ? C22 C23 1.375(6) . ? C22 H22A 0.9500 . ? C23 H23A 0.9500 . ? C25 C26 1.508(6) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C28 C29 1.393(6) . ? C28 H28A 0.9500 . ? C29 C30 1.394(5) . ? C29 H29A 0.9500 . ? C30 C31 1.372(6) . ? C30 C33 1.502(6) . ? C31 C32 1.370(6) . ? C31 H31A 0.9500 . ? C32 H32A 0.9500 . ? C34 C35 1.521(6) . ? C34 H34A 0.9900 . ? C34 H34B 0.9900 . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C37 C38 1.381(6) . ? C37 H37A 0.9500 . ? C38 C39 1.378(6) . ? C38 H38A 0.9500 . ? C39 C40 1.378(6) . ? C39 C42 1.486(7) . ? C40 C41 1.396(6) . ? C40 H40A 0.9500 . ? C41 H41A 0.9500 . ? C43 C44 1.503(6) . ? C43 H43A 0.9900 . ? C43 H43B 0.9900 . ? C44 H44A 0.9900 . ? C44 H44B 0.9900 . ? C46 C47 1.357(5) . ? C46 H46A 0.9500 . ? C47 C48 1.399(5) . ? C47 H47A 0.9500 . ? C48 C49 1.369(5) . ? C48 C51 1.454(9) . ? C49 C50 1.392(6) . ? C49 H49A 0.9500 . ? C50 H50A 0.9500 . ? C52 C53 1.496(6) . ? C52 H52A 0.9900 . ? C52 H52B 0.9900 . ? C53 H53A 0.9900 . ? C53 H53B 0.9900 . ? 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 N7 Cu1 N1 88.99(16) . . ? N7 Cu1 N3 173.21(17) . 2_756 ? N1 Cu1 N3 90.01(17) . 2_756 ? N7 Cu1 N9 88.64(16) . 2_766 ? N1 Cu1 N9 172.59(17) . 2_766 ? N3 Cu1 N9 91.52(17) 2_756 2_766 ? N7 Cu1 O19 94.39(14) . . ? N1 Cu1 O19 94.88(15) . . ? N3 Cu1 O19 92.38(14) 2_756 . ? N9 Cu1 O19 92.30(14) 2_766 . ? F4 B1 F3 105.6(10) . . ? F4 B1 F2 111.3(8) . . ? F3 B1 F2 105.3(8) . . ? F4 B1 F1 111.6(8) . . ? F3 B1 F1 112.4(7) . . ? F2 B1 F1 110.3(9) . . ? F6 B2 F8 107.3(9) . . ? F6 B2 F5 117.6(8) . . ? F8 B2 F5 103.9(9) . . ? F6 B2 F7 111.1(10) . . ? F8 B2 F7 102.5(8) . . ? F5 B2 F7 112.8(7) . . ? C6 O2 C7 117.0(4) . . ? C15 O5 C16 116.5(5) . . ? C24 O8 C25 118.2(5) . . ? C33 O11 C34 116.9(4) . . ? C42 O14 C43 116.6(4) . . ? C51 O17 C52 114.5(6) . . ? Cu1 O19 H19B 130.7 . . ? Cu1 O19 H19C 115.1 . . ? H19B O19 H19C 109.5 . . ? H20B O20 H20C 111.0 . . ? H21A O21 H21B 109.5 . . ? C5 N1 C1 116.0(5) . . ? C5 N1 Cu1 120.6(4) . . ? C1 N1 Cu1 123.3(4) . . ? C27 N2 C9 123.5(5) . . ? C27 N2 C8 116.3(4) . . ? C9 N2 C8 119.9(4) . . ? C10 N3 C14 116.7(5) . . ? C10 N3 Cu1 121.4(4) . 2_756 ? C14 N3 Cu1 121.8(4) . 2_756 ? C9 N4 C18 125.8(5) . . ? C9 N4 C17 116.8(4) . . ? C18 N4 C17 117.3(4) . . ? C23 N5 C19 117.0(5) . . ? C27 N6 C18 124.8(5) . . ? C27 N6 C26 118.4(4) . . ? C18 N6 C26 116.5(4) . . ? C28 N7 C32 118.1(4) . . ? C28 N7 Cu1 120.9(3) . . ? C32 N7 Cu1 120.6(3) . . ? C36 N8 C54 125.0(5) . . ? C36 N8 C35 117.1(5) . . ? C54 N8 C35 117.4(5) . . ? C37 N9 C41 117.4(4) . . ? C37 N9 Cu1 120.4(4) . 2_766 ? C41 N9 Cu1 122.2(3) . 2_766 ? C36 N10 C45 124.8(5) . . ? C36 N10 C44 117.3(5) . . ? C45 N10 C44 118.0(5) . . ? C46 N11 C50 121.8(10) . . ? C54 N12 C45 125.7(5) . . ? C54 N12 C53 116.1(5) . . ? C45 N12 C53 118.1(5) . . ? N1 C1 C2 124.3(5) . . ? N1 C1 H1A 117.9 . . ? C2 C1 H1A 117.9 . . ? C1 C2 C3 118.4(5) . . ? C1 C2 H2A 120.8 . . ? C3 C2 H2A 120.8 . . ? C2 C3 C4 119.3(5) . . ? C2 C3 C6 119.6(5) . . ? C4 C3 C6 121.1(5) . . ? C5 C4 C3 117.7(5) . . ? C5 C4 H4A 121.1 . . ? C3 C4 H4A 121.1 . . ? N1 C5 C4 124.2(5) . . ? N1 C5 H5A 117.9 . . ? C4 C5 H5A 117.9 . . ? O1 C6 O2 125.1(6) . . ? O1 C6 C3 123.6(6) . . ? O2 C6 C3 111.3(5) . . ? O2 C7 C8 106.3(4) . . ? O2 C7 H7A 110.5 . . ? C8 C7 H7A 110.5 . . ? O2 C7 H7B 110.5 . . ? C8 C7 H7B 110.5 . . ? H7A C7 H7B 108.7 . . ? N2 C8 C7 113.9(4) . . ? N2 C8 H8A 108.8 . . ? C7 C8 H8A 108.8 . . ? N2 C8 H8B 108.8 . . ? C7 C8 H8B 108.8 . . ? H8A C8 H8B 107.7 . . ? O3 C9 N4 123.1(5) . . ? O3 C9 N2 121.6(5) . . ? N4 C9 N2 115.2(5) . . ? N3 C10 C11 123.5(5) . . ? N3 C10 H10A 118.3 . . ? C11 C10 H10A 118.3 . . ? C10 C11 C12 118.7(6) . . ? C10 C11 H11A 120.6 . . ? C12 C11 H11A 120.6 . . ? C13 C12 C11 119.1(5) . . ? C13 C12 C15 122.0(6) . . ? C11 C12 C15 118.9(6) . . ? C14 C13 C12 117.7(5) . . ? C14 C13 H13A 121.2 . . ? C12 C13 H13A 121.2 . . ? N3 C14 C13 124.3(5) . . ? N3 C14 H14A 117.8 . . ? C13 C14 H14A 117.8 . . ? O4 C15 O5 126.4(6) . . ? O4 C15 C12 123.6(6) . . ? O5 C15 C12 110.0(6) . . ? O5 C16 C17 105.4(5) . . ? O5 C16 H16A 110.7 . . ? C17 C16 H16A 110.7 . . ? O5 C16 H16B 110.7 . . ? C17 C16 H16B 110.7 . . ? H16A C16 H16B 108.8 . . ? N4 C17 C16 112.5(4) . . ? N4 C17 H17A 109.1 . . ? C16 C17 H17A 109.1 . . ? N4 C17 H17B 109.1 . . ? C16 C17 H17B 109.1 . . ? H17A C17 H17B 107.8 . . ? O6 C18 N6 122.4(5) . . ? O6 C18 N4 123.3(5) . . ? N6 C18 N4 114.3(5) . . ? N5 C19 C20 122.7(5) . . ? N5 C19 H19A 118.7 . . ? C20 C19 H19A 118.7 . . ? C21 C20 C19 119.0(6) . . ? C21 C20 H20A 120.5 . . ? C19 C20 H20A 120.5 . . ? C20 C21 C22 118.9(5) . . ? C20 C21 C24 119.2(6) . . ? C22 C21 C24 121.7(6) . . ? C23 C22 C21 118.3(5) . . ? C23 C22 H22A 120.8 . . ? C21 C22 H22A 120.8 . . ? N5 C23 C22 124.0(6) . . ? N5 C23 H23A 118.0 . . ? C22 C23 H23A 118.0 . . ? O7 C24 O8 124.2(6) . . ? O7 C24 C21 123.2(6) . . ? O8 C24 C21 112.6(6) . . ? O8 C25 C26 110.1(4) . . ? O8 C25 H25A 109.6 . . ? C26 C25 H25A 109.6 . . ? O8 C25 H25B 109.6 . . ? C26 C25 H25B 109.6 . . ? H25A C25 H25B 108.1 . . ? N6 C26 C25 113.1(4) . . ? N6 C26 H26A 109.0 . . ? C25 C26 H26A 109.0 . . ? N6 C26 H26B 109.0 . . ? C25 C26 H26B 109.0 . . ? H26A C26 H26B 107.8 . . ? O9 C27 N6 122.2(5) . . ? O9 C27 N2 121.6(5) . . ? N6 C27 N2 116.1(5) . . ? N7 C28 C29 122.5(4) . . ? N7 C28 H28A 118.8 . . ? C29 C28 H28A 118.8 . . ? C28 C29 C30 118.0(5) . . ? C28 C29 H29A 121.0 . . ? C30 C29 H29A 121.0 . . ? C31 C30 C29 119.2(5) . . ? C31 C30 C33 118.9(5) . . ? C29 C30 C33 121.9(5) . . ? C32 C31 C30 119.1(5) . . ? C32 C31 H31A 120.5 . . ? C30 C31 H31A 120.5 . . ? N7 C32 C31 123.0(5) . . ? N7 C32 H32A 118.5 . . ? C31 C32 H32A 118.5 . . ? O10 C33 O11 125.0(5) . . ? O10 C33 C30 123.5(5) . . ? O11 C33 C30 111.5(5) . . ? O11 C34 C35 108.7(4) . . ? O11 C34 H34A 110.0 . . ? C35 C34 H34A 110.0 . . ? O11 C34 H34B 110.0 . . ? C35 C34 H34B 110.0 . . ? H34A C34 H34B 108.3 . . ? N8 C35 C34 111.0(4) . . ? N8 C35 H35A 109.4 . . ? C34 C35 H35A 109.4 . . ? N8 C35 H35B 109.4 . . ? C34 C35 H35B 109.4 . . ? H35A C35 H35B 108.0 . . ? O15 C36 N10 123.4(5) . . ? O15 C36 N8 121.4(5) . . ? N10 C36 N8 115.2(5) . . ? N9 C37 C38 122.6(5) . . ? N9 C37 H37A 118.7 . . ? C38 C37 H37A 118.7 . . ? C39 C38 C37 119.9(5) . . ? C39 C38 H38A 120.1 . . ? C37 C38 H38A 120.1 . . ? C38 C39 C40 118.3(5) . . ? C38 C39 C42 119.1(5) . . ? C40 C39 C42 122.6(5) . . ? C39 C40 C41 118.2(5) . . ? C39 C40 H40A 120.9 . . ? C41 C40 H40A 120.9 . . ? N9 C41 C40 123.5(5) . . ? N9 C41 H41A 118.3 . . ? C40 C41 H41A 118.3 . . ? O13 C42 O14 125.2(5) . . ? O13 C42 C39 123.0(5) . . ? O14 C42 C39 111.8(5) . . ? O14 C43 C44 111.1(4) . . ? O14 C43 H43A 109.4 . . ? C44 C43 H43A 109.4 . . ? O14 C43 H43B 109.4 . . ? C44 C43 H43B 109.4 . . ? H43A C43 H43B 108.0 . . ? N10 C44 C43 113.6(4) . . ? N10 C44 H44A 108.9 . . ? C43 C44 H44A 108.9 . . ? N10 C44 H44B 108.9 . . ? C43 C44 H44B 108.9 . . ? H44A C44 H44B 107.7 . . ? O18 C45 N12 123.3(6) . . ? O18 C45 N10 121.9(6) . . ? N12 C45 N10 114.7(5) . . ? C47 C46 N11 122.7(10) . . ? C47 C46 H46A 118.6 . . ? N11 C46 H46A 118.6 . . ? C46 C47 C48 115.5(9) . . ? C46 C47 H47A 122.3 . . ? C48 C47 H47A 122.3 . . ? C49 C48 C47 120.3(9) . . ? C49 C48 C51 125.6(8) . . ? C47 C48 C51 114.1(9) . . ? C48 C49 C50 123.1(9) . . ? C48 C49 H49A 118.5 . . ? C50 C49 H49A 118.5 . . ? N11 C50 C49 114.8(10) . . ? N11 C50 H50A 122.6 . . ? C49 C50 H50A 122.6 . . ? O16 C51 O17 121.7(8) . . ? O16 C51 C48 128.4(8) . . ? O17 C51 C48 109.8(7) . . ? O17 C52 C53 110.1(5) . . ? O17 C52 H52A 109.6 . . ? C53 C52 H52A 109.6 . . ? O17 C52 H52B 109.6 . . ? C53 C52 H52B 109.6 . . ? H52A C52 H52B 108.2 . . ? N12 C53 C52 113.3(5) . . ? N12 C53 H53A 108.9 . . ? C52 C53 H53A 108.9 . . ? N12 C53 H53B 108.9 . . ? C52 C53 H53B 108.9 . . ? H53A C53 H53B 107.7 . . ? O12 C54 N12 123.2(6) . . ? O12 C54 N8 122.4(6) . . ? N12 C54 N8 114.3(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 N7 Cu1 N1 C5 67.8(4) . . . . ? N3 Cu1 N1 C5 -118.9(4) 2_756 . . . ? N9 Cu1 N1 C5 139.2(12) 2_766 . . . ? O19 Cu1 N1 C5 -26.5(4) . . . . ? N7 Cu1 N1 C1 -114.3(4) . . . . ? N3 Cu1 N1 C1 59.0(4) 2_756 . . . ? N9 Cu1 N1 C1 -42.9(15) 2_766 . . . ? O19 Cu1 N1 C1 151.4(4) . . . . ? N1 Cu1 N7 C28 58.6(4) . . . . ? N3 Cu1 N7 C28 -23.0(17) 2_756 . . . ? N9 Cu1 N7 C28 -114.4(4) 2_766 . . . ? O19 Cu1 N7 C28 153.4(4) . . . . ? N1 Cu1 N7 C32 -128.2(4) . . . . ? N3 Cu1 N7 C32 150.2(14) 2_756 . . . ? N9 Cu1 N7 C32 58.8(4) 2_766 . . . ? O19 Cu1 N7 C32 -33.4(4) . . . . ? C5 N1 C1 C2 1.9(8) . . . . ? Cu1 N1 C1 C2 -176.2(4) . . . . ? N1 C1 C2 C3 0.3(8) . . . . ? C1 C2 C3 C4 -1.8(8) . . . . ? C1 C2 C3 C6 176.7(4) . . . . ? C2 C3 C4 C5 0.9(8) . . . . ? C6 C3 C4 C5 -177.5(5) . . . . ? C1 N1 C5 C4 -2.8(8) . . . . ? Cu1 N1 C5 C4 175.3(4) . . . . ? C3 C4 C5 N1 1.4(8) . . . . ? C7 O2 C6 O1 -4.5(8) . . . . ? C7 O2 C6 C3 175.0(4) . . . . ? C2 C3 C6 O1 -0.7(8) . . . . ? C4 C3 C6 O1 177.8(5) . . . . ? C2 C3 C6 O2 179.8(4) . . . . ? C4 C3 C6 O2 -1.7(7) . . . . ? C6 O2 C7 C8 -163.2(4) . . . . ? C27 N2 C8 C7 77.9(6) . . . . ? C9 N2 C8 C7 -107.9(5) . . . . ? O2 C7 C8 N2 66.6(5) . . . . ? C18 N4 C9 O3 177.4(5) . . . . ? C17 N4 C9 O3 -6.5(7) . . . . ? C18 N4 C9 N2 -4.8(7) . . . . ? C17 N4 C9 N2 171.3(4) . . . . ? C27 N2 C9 O3 -178.4(5) . . . . ? C8 N2 C9 O3 7.9(7) . . . . ? C27 N2 C9 N4 3.8(7) . . . . ? C8 N2 C9 N4 -169.9(4) . . . . ? C14 N3 C10 C11 0.1(8) . . . . ? Cu1 N3 C10 C11 177.5(4) 2_756 . . . ? N3 C10 C11 C12 1.4(8) . . . . ? C10 C11 C12 C13 -1.3(8) . . . . ? C10 C11 C12 C15 179.0(4) . . . . ? C11 C12 C13 C14 -0.2(8) . . . . ? C15 C12 C13 C14 179.5(5) . . . . ? C10 N3 C14 C13 -1.7(8) . . . . ? Cu1 N3 C14 C13 -179.1(4) 2_756 . . . ? C12 C13 C14 N3 1.7(8) . . . . ? C16 O5 C15 O4 -6.5(9) . . . . ? C16 O5 C15 C12 172.6(4) . . . . ? C13 C12 C15 O4 -164.5(6) . . . . ? C11 C12 C15 O4 15.2(9) . . . . ? C13 C12 C15 O5 16.4(7) . . . . ? C11 C12 C15 O5 -163.9(5) . . . . ? C15 O5 C16 C17 -170.7(4) . . . . ? C9 N4 C17 C16 84.3(6) . . . . ? C18 N4 C17 C16 -99.2(6) . . . . ? O5 C16 C17 N4 70.8(5) . . . . ? C27 N6 C18 O6 -174.8(5) . . . . ? C26 N6 C18 O6 -0.6(8) . . . . ? C27 N6 C18 N4 3.7(7) . . . . ? C26 N6 C18 N4 178.0(4) . . . . ? C9 N4 C18 O6 179.8(5) . . . . ? C17 N4 C18 O6 3.8(8) . . . . ? C9 N4 C18 N6 1.3(7) . . . . ? C17 N4 C18 N6 -174.8(4) . . . . ? C23 N5 C19 C20 -0.8(8) . . . . ? N5 C19 C20 C21 0.6(9) . . . . ? C19 C20 C21 C22 0.4(8) . . . . ? C19 C20 C21 C24 -175.8(5) . . . . ? C20 C21 C22 C23 -1.1(8) . . . . ? C24 C21 C22 C23 175.1(5) . . . . ? C19 N5 C23 C22 0.1(8) . . . . ? C21 C22 C23 N5 0.9(8) . . . . ? C25 O8 C24 O7 3.8(9) . . . . ? C25 O8 C24 C21 -174.4(4) . . . . ? C20 C21 C24 O7 8.0(10) . . . . ? C22 C21 C24 O7 -168.2(6) . . . . ? C20 C21 C24 O8 -173.8(5) . . . . ? C22 C21 C24 O8 10.0(8) . . . . ? C24 O8 C25 C26 97.5(5) . . . . ? C27 N6 C26 C25 -94.8(5) . . . . ? C18 N6 C26 C25 90.6(5) . . . . ? O8 C25 C26 N6 64.2(6) . . . . ? C18 N6 C27 O9 172.8(5) . . . . ? C26 N6 C27 O9 -1.3(7) . . . . ? C18 N6 C27 N2 -4.6(7) . . . . ? C26 N6 C27 N2 -178.7(4) . . . . ? C9 N2 C27 O9 -176.9(5) . . . . ? C8 N2 C27 O9 -3.0(7) . . . . ? C9 N2 C27 N6 0.5(7) . . . . ? C8 N2 C27 N6 174.4(4) . . . . ? C32 N7 C28 C29 -2.6(7) . . . . ? Cu1 N7 C28 C29 170.8(4) . . . . ? N7 C28 C29 C30 1.4(7) . . . . ? C28 C29 C30 C31 2.3(7) . . . . ? C28 C29 C30 C33 -177.1(4) . . . . ? C29 C30 C31 C32 -4.7(7) . . . . ? C33 C30 C31 C32 174.7(4) . . . . ? C28 N7 C32 C31 0.1(7) . . . . ? Cu1 N7 C32 C31 -173.3(4) . . . . ? C30 C31 C32 N7 3.6(7) . . . . ? C34 O11 C33 O10 8.4(8) . . . . ? C34 O11 C33 C30 -172.8(4) . . . . ? C31 C30 C33 O10 8.2(8) . . . . ? C29 C30 C33 O10 -172.5(5) . . . . ? C31 C30 C33 O11 -170.6(4) . . . . ? C29 C30 C33 O11 8.8(7) . . . . ? C33 O11 C34 C35 87.1(5) . . . . ? C36 N8 C35 C34 71.2(6) . . . . ? C54 N8 C35 C34 -100.7(6) . . . . ? O11 C34 C35 N8 47.8(5) . . . . ? C45 N10 C36 O15 -178.4(5) . . . . ? C44 N10 C36 O15 1.2(8) . . . . ? C45 N10 C36 N8 0.8(7) . . . . ? C44 N10 C36 N8 -179.5(4) . . . . ? C54 N8 C36 O15 176.9(5) . . . . ? C35 N8 C36 O15 5.7(8) . . . . ? C54 N8 C36 N10 -2.4(7) . . . . ? C35 N8 C36 N10 -173.6(4) . . . . ? C41 N9 C37 C38 0.6(7) . . . . ? Cu1 N9 C37 C38 -179.9(4) 2_766 . . . ? N9 C37 C38 C39 1.2(7) . . . . ? C37 C38 C39 C40 -1.5(7) . . . . ? C37 C38 C39 C42 179.6(4) . . . . ? C38 C39 C40 C41 0.1(7) . . . . ? C42 C39 C40 C41 178.9(4) . . . . ? C37 N9 C41 C40 -2.1(7) . . . . ? Cu1 N9 C41 C40 178.4(3) 2_766 . . . ? C39 C40 C41 N9 1.8(7) . . . . ? C43 O14 C42 O13 3.4(7) . . . . ? C43 O14 C42 C39 -177.6(4) . . . . ? C38 C39 C42 O13 -5.3(7) . . . . ? C40 C39 C42 O13 175.9(5) . . . . ? C38 C39 C42 O14 175.7(4) . . . . ? C40 C39 C42 O14 -3.1(6) . . . . ? C42 O14 C43 C44 -94.6(5) . . . . ? C36 N10 C44 C43 -104.0(5) . . . . ? C45 N10 C44 C43 75.7(6) . . . . ? O14 C43 C44 N10 67.7(6) . . . . ? C54 N12 C45 O18 -177.3(5) . . . . ? C53 N12 C45 O18 4.7(8) . . . . ? C54 N12 C45 N10 5.1(8) . . . . ? C53 N12 C45 N10 -172.9(4) . . . . ? C36 N10 C45 O18 -179.7(5) . . . . ? C44 N10 C45 O18 0.7(8) . . . . ? C36 N10 C45 N12 -2.0(7) . . . . ? C44 N10 C45 N12 178.3(4) . . . . ? C50 N11 C46 C47 17(2) . . . . ? N11 C46 C47 C48 -13.9(16) . . . . ? C46 C47 C48 C49 3.6(12) . . . . ? C46 C47 C48 C51 -175.9(8) . . . . ? C47 C48 C49 C50 4.5(14) . . . . ? C51 C48 C49 C50 -176.1(8) . . . . ? C46 N11 C50 C49 -7.7(18) . . . . ? C48 C49 C50 N11 -2.5(16) . . . . ? C52 O17 C51 O16 5.4(9) . . . . ? C52 O17 C51 C48 -177.4(5) . . . . ? C49 C48 C51 O16 -178.4(8) . . . . ? C47 C48 C51 O16 1.0(12) . . . . ? C49 C48 C51 O17 4.6(10) . . . . ? C47 C48 C51 O17 -175.9(6) . . . . ? C51 O17 C52 C53 77.2(6) . . . . ? C54 N12 C53 C52 83.0(6) . . . . ? C45 N12 C53 C52 -98.9(6) . . . . ? O17 C52 C53 N12 64.2(6) . . . . ? C45 N12 C54 O12 176.3(5) . . . . ? C53 N12 C54 O12 -5.7(8) . . . . ? C45 N12 C54 N8 -6.3(8) . . . . ? C53 N12 C54 N8 171.6(4) . . . . ? C36 N8 C54 O12 -177.7(5) . . . . ? C35 N8 C54 O12 -6.5(8) . . . . ? C36 N8 C54 N12 4.9(7) . . . . ? C35 N8 C54 N12 176.1(4) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.695 _refine_diff_density_min -0.545 _refine_diff_density_rms 0.067 _database_code_depnum_ccdc_archive 'CCDC 936233' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_ClO4 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C33 H40 Cl6 Cu N6 O19 S2' _chemical_formula_weight 1165.07 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' 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' 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)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 14.3708(2) _cell_length_b 16.6625(2) _cell_length_c 20.5020(3) _cell_angle_alpha 90.00 _cell_angle_beta 107.9740(10) _cell_angle_gamma 90.00 _cell_volume 4669.69(11) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5401 _cell_measurement_theta_min 2.40 _cell_measurement_theta_max 22.09 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.657 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2380 _exptl_absorpt_coefficient_mu 0.981 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8131 _exptl_absorpt_correction_T_max 0.8280 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Breeze CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 75995 _diffrn_reflns_av_R_equivalents 0.0686 _diffrn_reflns_av_unetI/netI 0.0476 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.53 _diffrn_reflns_theta_max 26.50 _reflns_number_total 9677 _reflns_number_gt 7095 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker APEX2' _computing_data_reduction 'Bruker APEX2' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0841P)^2^+15.5101P] 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 9677 _refine_ls_number_parameters 614 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0956 _refine_ls_R_factor_gt 0.0674 _refine_ls_wR_factor_ref 0.1854 _refine_ls_wR_factor_gt 0.1681 _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_restrained_S_all 1.034 _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 0.11243(4) 0.30329(3) 0.12091(3) 0.02529(16) Uani 1 1 d . . . Cl1 Cl -0.06574(9) 0.45653(8) 0.15732(7) 0.0394(3) Uani 1 1 d . . . Cl2 Cl -0.04868(9) -0.07475(7) 0.13464(6) 0.0331(3) Uani 1 1 d . . . Cl3 Cl 0.57466(16) 0.17638(13) 0.02952(11) 0.0838(6) Uani 1 1 d . A . Cl4 Cl 0.4288(8) 0.3022(16) 0.0373(9) 0.128(5) Uani 0.42(3) 1 d P A 1 Cl4' Cl 0.4125(5) 0.2496(13) 0.0440(3) 0.101(5) Uani 0.58(3) 1 d P A 2 Cl5 Cl -0.2353(3) -0.1694(2) 0.52423(17) 0.1270(10) Uani 1 1 d . . . Cl6 Cl -0.1122(3) -0.0330(3) 0.51877(15) 0.1446(13) Uani 1 1 d . . . S1 S 0.16451(9) 0.34417(7) 0.27829(6) 0.0301(3) Uani 1 1 d . . . S2 S 0.25921(10) 0.13687(8) 0.17867(7) 0.0388(3) Uani 1 1 d . . . O1 O -0.2713(2) 0.03145(19) 0.06878(16) 0.0300(7) Uani 1 1 d . . . O2 O -0.2670(3) 0.0393(2) -0.03937(17) 0.0385(9) Uani 1 1 d . . . O3 O -0.1248(2) -0.28226(19) 0.21106(15) 0.0259(7) Uani 1 1 d . . . O4 O 0.0382(2) -0.2839(2) 0.23348(17) 0.0375(8) Uani 1 1 d . . . O5 O -0.0196(2) 0.04342(19) 0.31625(18) 0.0302(7) Uani 1 1 d . . . O6 O 0.0788(3) 0.1377(2) 0.2977(3) 0.0677(15) Uani 1 1 d . . . O7 O -0.3070(2) 0.0771(2) 0.19649(18) 0.0346(8) Uani 1 1 d . . . O8 O -0.3375(3) -0.1914(2) 0.15458(18) 0.0362(8) Uani 1 1 d . . . O9 O -0.1352(2) -0.0999(2) 0.35757(17) 0.0335(8) Uani 1 1 d . . . O10 O -0.0338(3) 0.4195(2) 0.10475(19) 0.0431(9) Uani 1 1 d . . . O11 O -0.1076(3) 0.3963(2) 0.1895(2) 0.0498(10) Uani 1 1 d . . . O12 O 0.0173(4) 0.4913(3) 0.2063(3) 0.0782(16) Uani 1 1 d . . . O13 O -0.1355(4) 0.5166(3) 0.1296(3) 0.0789(16) Uani 1 1 d . . . O14 O -0.0349(3) 0.0048(2) 0.1630(2) 0.0507(10) Uani 1 1 d . . . O15 O -0.0974(3) -0.0704(3) 0.0625(2) 0.0565(11) Uani 1 1 d . . . O16 O -0.1050(3) -0.1197(3) 0.1678(3) 0.0620(13) Uani 1 1 d . . . O17 O 0.0445(3) -0.1128(3) 0.1456(2) 0.0575(11) Uani 1 1 d . . . O18 O 0.2223(2) 0.20343(19) 0.12720(18) 0.0346(8) Uani 1 1 d . . . O19 O 0.1125(2) 0.2921(2) 0.21633(16) 0.0313(8) Uani 1 1 d . . . N1 N 0.0003(3) 0.2238(2) 0.09275(19) 0.0249(8) Uani 1 1 d . . . N2 N -0.0956(3) -0.3230(2) -0.02018(19) 0.0285(9) Uani 1 1 d . . . N3 N 0.2819(3) -0.1123(2) 0.35403(19) 0.0275(8) Uani 1 1 d . . . N4 N -0.3219(3) -0.0570(2) 0.17293(19) 0.0263(8) Uani 1 1 d . . . N5 N -0.2339(3) -0.1475(2) 0.25648(19) 0.0252(8) Uani 1 1 d . . . N6 N -0.2181(3) -0.0093(2) 0.27741(18) 0.0229(8) Uani 1 1 d . . . C1 C -0.0687(3) 0.2183(3) 0.1242(2) 0.0263(10) Uani 1 1 d . . . H1A H -0.0640 0.2523 0.1623 0.032 Uiso 1 1 calc R . . C2 C -0.1459(3) 0.1655(3) 0.1036(2) 0.0263(10) Uani 1 1 d . . . H2A H -0.1927 0.1623 0.1277 0.032 Uiso 1 1 calc R . . C3 C -0.1542(3) 0.1168(3) 0.0467(2) 0.0261(10) Uani 1 1 d . . . C4 C -0.0832(3) 0.1213(3) 0.0143(2) 0.0277(10) Uani 1 1 d . . . H4A H -0.0870 0.0885 -0.0244 0.033 Uiso 1 1 calc R . . C5 C -0.0069(3) 0.1740(3) 0.0391(2) 0.0295(10) Uani 1 1 d . . . H5A H 0.0430 0.1757 0.0176 0.035 Uiso 1 1 calc R . . C6 C -0.2359(3) 0.0582(3) 0.0203(2) 0.0281(10) Uani 1 1 d . . . C7 C -0.3409(4) -0.0340(3) 0.0504(2) 0.0329(11) Uani 1 1 d . . . H7A H -0.3066 -0.0847 0.0473 0.040 Uiso 1 1 calc R . . H7B H -0.3898 -0.0233 0.0053 0.040 Uiso 1 1 calc R . . C8 C -0.3909(3) -0.0408(3) 0.1050(2) 0.0321(11) Uani 1 1 d . . . H8A H -0.4262 0.0098 0.1067 0.039 Uiso 1 1 calc R . . H8B H -0.4397 -0.0846 0.0926 0.039 Uiso 1 1 calc R . . C9 C -0.2108(3) -0.2298(3) 0.2836(2) 0.0284(10) Uani 1 1 d . . . H9A H -0.2622 -0.2669 0.2568 0.034 Uiso 1 1 calc R . . H9B H -0.2114 -0.2312 0.3318 0.034 Uiso 1 1 calc R . . C10 C -0.1130(3) -0.2587(3) 0.2809(2) 0.0285(10) Uani 1 1 d . . . H10A H -0.0638 -0.2153 0.2951 0.034 Uiso 1 1 calc R . . H10B H -0.0905 -0.3049 0.3121 0.034 Uiso 1 1 calc R . . C11 C -0.0430(3) -0.2896(3) 0.1945(2) 0.0266(10) Uani 1 1 d . . . C12 C -0.0097(4) -0.3436(3) 0.0252(3) 0.0326(11) Uani 1 1 d . . . H12A H 0.0405 -0.3642 0.0088 0.039 Uiso 1 1 calc R . . C13 C 0.0082(3) -0.3358(3) 0.0954(2) 0.0293(10) Uani 1 1 d . . . H13A H 0.0695 -0.3511 0.1266 0.035 Uiso 1 1 calc R . . C14 C -0.0648(3) -0.3052(3) 0.1189(2) 0.0265(10) Uani 1 1 d . . . C15 C -0.1549(3) -0.2876(3) 0.0728(2) 0.0313(11) Uani 1 1 d . . . H15A H -0.2072 -0.2693 0.0881 0.038 Uiso 1 1 calc R . . C16 C -0.1669(3) -0.2971(3) 0.0041(2) 0.0327(11) Uani 1 1 d . . . H16A H -0.2288 -0.2848 -0.0278 0.039 Uiso 1 1 calc R . . C17 C -0.1795(3) 0.0592(3) 0.3235(2) 0.0283(10) Uani 1 1 d . . . H17A H -0.1548 0.0398 0.3714 0.034 Uiso 1 1 calc R . . H17B H -0.2331 0.0978 0.3205 0.034 Uiso 1 1 calc R . . C18 C -0.0983(3) 0.1011(3) 0.3052(3) 0.0285(10) Uani 1 1 d . . . H18A H -0.1208 0.1186 0.2567 0.034 Uiso 1 1 calc R . . H18B H -0.0762 0.1489 0.3346 0.034 Uiso 1 1 calc R . . C19 C 0.0630(4) 0.0696(3) 0.3105(3) 0.0369(12) Uani 1 1 d . . . C20 C 0.1867(4) -0.1314(3) 0.3307(3) 0.0339(11) Uani 1 1 d . . . H20A H 0.1689 -0.1864 0.3239 0.041 Uiso 1 1 calc R . . C21 C 0.1140(4) -0.0746(3) 0.3162(3) 0.0359(12) Uani 1 1 d . . . H21A H 0.0472 -0.0904 0.3013 0.043 Uiso 1 1 calc R . . C22 C 0.1384(3) 0.0047(3) 0.3236(3) 0.0324(11) Uani 1 1 d . . . C23 C 0.2365(4) 0.0252(3) 0.3441(4) 0.0497(15) Uani 1 1 d . . . H23A H 0.2558 0.0800 0.3468 0.060 Uiso 1 1 calc R . . C24 C 0.3057(4) -0.0348(3) 0.3607(3) 0.0451(14) Uani 1 1 d . . . H24A H 0.3729 -0.0204 0.3775 0.054 Uiso 1 1 calc R . . C25 C -0.2841(3) 0.0085(3) 0.2144(2) 0.0263(10) Uani 1 1 d . . . C26 C -0.3001(3) -0.1366(3) 0.1918(2) 0.0270(10) Uani 1 1 d . . . C27 C -0.1917(3) -0.0860(3) 0.3013(2) 0.0257(10) Uani 1 1 d . . . C28 C 0.1738(5) 0.0576(4) 0.1519(4) 0.0629(19) Uani 1 1 d . . . H28A H 0.1129 0.0718 0.1612 0.075 Uiso 1 1 calc R . . H28B H 0.2008 0.0086 0.1771 0.075 Uiso 1 1 calc R . . H28C H 0.1603 0.0484 0.1026 0.075 Uiso 1 1 calc R . . C29 C 0.3584(4) 0.0938(4) 0.1540(3) 0.0490(15) Uani 1 1 d . . . H29A H 0.4140 0.1309 0.1660 0.059 Uiso 1 1 calc R . . H29B H 0.3370 0.0842 0.1045 0.059 Uiso 1 1 calc R . . H29C H 0.3781 0.0428 0.1783 0.059 Uiso 1 1 calc R . . C30 C 0.2602(4) 0.2826(4) 0.3294(3) 0.0436(13) Uani 1 1 d . . . H30A H 0.3124 0.2789 0.3081 0.052 Uiso 1 1 calc R . . H30B H 0.2347 0.2289 0.3331 0.052 Uiso 1 1 calc R . . H30C H 0.2864 0.3062 0.3753 0.052 Uiso 1 1 calc R . . C31 C 0.0847(4) 0.3402(4) 0.3294(3) 0.0436(13) Uani 1 1 d . . . H31A H 0.0256 0.3715 0.3074 0.052 Uiso 1 1 calc R . . H31B H 0.1178 0.3626 0.3749 0.052 Uiso 1 1 calc R . . H31C H 0.0666 0.2843 0.3342 0.052 Uiso 1 1 calc R . . C32 C 0.4979(6) 0.2582(5) 0.0006(5) 0.086(3) Uani 1 1 d . . . H32A H 0.5405 0.3009 -0.0080 0.103 Uiso 0.42(3) 1 calc PR A 1 H32B H 0.4540 0.2422 -0.0450 0.103 Uiso 0.42(3) 1 calc PR A 1 H32C H 0.5344 0.3093 0.0121 0.103 Uiso 0.58(3) 1 calc PR A 2 H32D H 0.4662 0.2555 -0.0496 0.103 Uiso 0.58(3) 1 calc PR A 2 C33 C -0.2239(8) -0.0823(8) 0.4829(5) 0.128(4) Uani 1 1 d . . . H33A H -0.2776 -0.0455 0.4837 0.154 Uiso 1 1 calc R . . H33B H -0.2314 -0.0948 0.4343 0.154 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0242(3) 0.0273(3) 0.0248(3) -0.0036(2) 0.0082(2) -0.0096(2) Cl1 0.0376(7) 0.0305(7) 0.0588(8) -0.0026(6) 0.0277(6) -0.0015(5) Cl2 0.0361(6) 0.0261(6) 0.0418(7) 0.0077(5) 0.0189(5) 0.0044(5) Cl3 0.0821(14) 0.0692(13) 0.0810(13) -0.0061(10) -0.0028(11) 0.0152(10) Cl4 0.063(4) 0.122(12) 0.196(9) -0.051(8) 0.036(5) 0.016(5) Cl4' 0.049(2) 0.162(11) 0.094(4) -0.007(4) 0.026(2) 0.020(4) Cl5 0.137(3) 0.126(2) 0.122(2) -0.0003(19) 0.046(2) 0.009(2) Cl6 0.136(3) 0.217(4) 0.0787(17) -0.023(2) 0.0310(17) -0.048(3) S1 0.0339(6) 0.0284(6) 0.0269(6) -0.0054(5) 0.0076(5) -0.0102(5) S2 0.0460(8) 0.0323(7) 0.0374(7) -0.0021(5) 0.0116(6) -0.0018(6) O1 0.0301(17) 0.0288(18) 0.0292(17) -0.0036(14) 0.0061(14) -0.0089(14) O2 0.043(2) 0.040(2) 0.0297(18) -0.0054(16) 0.0073(16) -0.0151(17) O3 0.0271(16) 0.0258(17) 0.0260(16) -0.0006(13) 0.0098(13) -0.0020(13) O4 0.0273(18) 0.052(2) 0.0300(18) 0.0087(16) 0.0037(15) 0.0061(16) O5 0.0205(16) 0.0219(17) 0.048(2) 0.0022(15) 0.0102(14) 0.0029(13) O6 0.040(2) 0.029(2) 0.139(5) 0.020(3) 0.034(3) 0.0049(18) O7 0.0358(19) 0.0247(19) 0.0413(19) -0.0012(15) 0.0088(16) 0.0049(14) O8 0.040(2) 0.0294(19) 0.0371(19) -0.0077(16) 0.0094(16) -0.0081(15) O9 0.0360(19) 0.0330(19) 0.0285(17) -0.0001(15) 0.0052(15) 0.0011(15) O10 0.035(2) 0.056(3) 0.043(2) -0.0057(18) 0.0186(17) -0.0016(17) O11 0.049(2) 0.041(2) 0.076(3) 0.006(2) 0.043(2) 0.0020(18) O12 0.081(3) 0.080(4) 0.074(3) -0.039(3) 0.026(3) -0.039(3) O13 0.066(3) 0.049(3) 0.140(5) 0.033(3) 0.059(3) 0.022(2) O14 0.059(3) 0.034(2) 0.054(2) -0.0016(18) 0.009(2) 0.0016(19) O15 0.070(3) 0.055(3) 0.042(2) -0.003(2) 0.015(2) 0.018(2) O16 0.067(3) 0.043(2) 0.096(4) 0.015(2) 0.055(3) -0.004(2) O17 0.046(2) 0.059(3) 0.073(3) 0.012(2) 0.026(2) 0.021(2) O18 0.0343(19) 0.0237(18) 0.047(2) -0.0003(15) 0.0138(16) -0.0021(14) O19 0.0329(18) 0.0350(19) 0.0255(16) -0.0071(14) 0.0082(14) -0.0163(14) N1 0.0251(19) 0.0244(19) 0.0260(19) -0.0014(16) 0.0091(15) -0.0053(15) N2 0.025(2) 0.033(2) 0.028(2) -0.0004(17) 0.0084(16) -0.0054(16) N3 0.026(2) 0.026(2) 0.032(2) 0.0044(17) 0.0113(16) 0.0074(16) N4 0.0220(19) 0.028(2) 0.029(2) -0.0002(16) 0.0082(16) -0.0017(15) N5 0.0243(19) 0.025(2) 0.029(2) 0.0003(16) 0.0125(16) -0.0012(15) N6 0.0191(18) 0.0234(19) 0.0275(19) -0.0022(15) 0.0094(15) -0.0023(15) C1 0.030(2) 0.021(2) 0.027(2) -0.0064(18) 0.0077(19) -0.0037(18) C2 0.029(2) 0.026(2) 0.026(2) -0.0030(19) 0.0108(19) -0.0028(19) C3 0.029(2) 0.023(2) 0.024(2) 0.0017(18) 0.0032(18) -0.0035(18) C4 0.031(2) 0.029(3) 0.022(2) -0.0042(19) 0.0068(19) -0.0022(19) C5 0.029(2) 0.033(3) 0.027(2) -0.003(2) 0.011(2) -0.007(2) C6 0.029(2) 0.026(2) 0.029(2) -0.0002(19) 0.008(2) -0.0031(19) C7 0.032(3) 0.033(3) 0.029(2) 0.000(2) 0.002(2) -0.012(2) C8 0.023(2) 0.037(3) 0.033(3) 0.001(2) 0.004(2) -0.005(2) C9 0.033(2) 0.024(2) 0.032(2) 0.003(2) 0.014(2) -0.0047(19) C10 0.035(3) 0.023(2) 0.027(2) 0.0020(19) 0.008(2) 0.0010(19) C11 0.030(3) 0.017(2) 0.033(2) 0.0084(18) 0.010(2) 0.0036(18) C12 0.028(2) 0.032(3) 0.039(3) 0.001(2) 0.014(2) 0.003(2) C13 0.025(2) 0.031(3) 0.032(2) 0.005(2) 0.0082(19) 0.0035(19) C14 0.028(2) 0.024(2) 0.027(2) 0.0060(19) 0.0073(19) -0.0009(19) C15 0.025(2) 0.036(3) 0.033(3) 0.004(2) 0.011(2) -0.001(2) C16 0.020(2) 0.047(3) 0.030(2) 0.004(2) 0.0063(19) -0.006(2) C17 0.028(2) 0.023(2) 0.035(3) -0.007(2) 0.012(2) 0.0014(19) C18 0.021(2) 0.018(2) 0.044(3) -0.002(2) 0.007(2) 0.0012(17) C19 0.028(3) 0.024(3) 0.060(3) 0.004(2) 0.015(2) 0.000(2) C20 0.032(3) 0.025(3) 0.041(3) -0.002(2) 0.006(2) 0.003(2) C21 0.021(2) 0.030(3) 0.053(3) 0.006(2) 0.006(2) 0.002(2) C22 0.025(2) 0.026(3) 0.049(3) 0.005(2) 0.015(2) 0.0047(19) C23 0.032(3) 0.029(3) 0.094(5) 0.002(3) 0.027(3) -0.002(2) C24 0.023(3) 0.035(3) 0.079(4) 0.000(3) 0.019(3) 0.001(2) C25 0.022(2) 0.028(3) 0.033(2) -0.005(2) 0.0157(19) -0.0022(18) C26 0.021(2) 0.031(3) 0.033(2) -0.001(2) 0.0133(19) -0.0054(19) C27 0.023(2) 0.025(2) 0.034(3) -0.0018(19) 0.016(2) -0.0003(18) C28 0.065(4) 0.037(3) 0.089(5) 0.004(3) 0.026(4) -0.016(3) C29 0.045(3) 0.037(3) 0.057(4) -0.014(3) 0.003(3) 0.007(3) C30 0.035(3) 0.050(3) 0.040(3) 0.001(3) 0.004(2) -0.006(2) C31 0.045(3) 0.054(4) 0.035(3) -0.011(3) 0.017(2) -0.004(3) C32 0.069(5) 0.077(6) 0.112(7) 0.017(5) 0.028(5) 0.014(4) C33 0.109(8) 0.205(14) 0.069(6) 0.004(7) 0.025(6) -0.021(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O19 1.965(3) . ? Cu1 N3 2.017(4) 2 ? Cu1 N1 2.027(4) . ? Cu1 N2 2.030(4) 3 ? Cu1 O18 2.270(3) . ? Cl1 O13 1.406(5) . ? Cl1 O12 1.424(5) . ? Cl1 O11 1.431(4) . ? Cl1 O10 1.435(4) . ? Cl2 O16 1.420(4) . ? Cl2 O15 1.429(4) . ? Cl2 O17 1.435(4) . ? Cl2 O14 1.436(4) . ? Cl3 C32 1.739(8) . ? Cl4 C32 1.597(13) . ? Cl4' C32 1.729(11) . ? Cl5 C33 1.714(12) . ? Cl6 C33 1.750(11) . ? S1 O19 1.529(3) . ? S1 C30 1.775(6) . ? S1 C31 1.778(5) . ? S2 O18 1.510(4) . ? S2 C28 1.772(6) . ? S2 C29 1.802(6) . ? O1 C6 1.327(6) . ? O1 C7 1.447(5) . ? O2 C6 1.207(6) . ? O3 C11 1.326(5) . ? O3 C10 1.442(5) . ? O4 C11 1.197(6) . ? O5 C19 1.304(6) . ? O5 C18 1.448(5) . ? O6 C19 1.203(6) . ? O7 C25 1.214(6) . ? O8 C26 1.205(6) . ? O9 C27 1.211(6) . ? N1 C1 1.342(6) . ? N1 C5 1.357(6) . ? N2 C12 1.341(6) . ? N2 C16 1.341(6) . ? N2 Cu1 2.030(4) 3 ? N3 C24 1.333(7) . ? N3 C20 1.340(6) . ? N3 Cu1 2.017(4) 2_545 ? N4 C25 1.386(6) . ? N4 C26 1.391(6) . ? N4 C8 1.464(6) . ? N5 C26 1.384(6) . ? N5 C27 1.385(6) . ? N5 C9 1.480(6) . ? N6 C25 1.378(6) . ? N6 C27 1.379(6) . ? N6 C17 1.476(6) . ? C1 C2 1.378(6) . ? C1 H1A 0.9500 . ? C2 C3 1.396(6) . ? C2 H2A 0.9500 . ? C3 C4 1.383(6) . ? C3 C6 1.493(6) . ? C4 C5 1.374(6) . ? C4 H4A 0.9500 . ? C5 H5A 0.9500 . ? C7 C8 1.510(7) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.503(6) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C14 1.505(6) . ? C12 C13 1.387(7) . ? C12 H12A 0.9500 . ? C13 C14 1.380(7) . ? C13 H13A 0.9500 . ? C14 C15 1.379(6) . ? C15 C16 1.375(7) . ? C15 H15A 0.9500 . ? C16 H16A 0.9500 . ? C17 C18 1.504(6) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 C22 1.496(7) . ? C20 C21 1.373(7) . ? C20 H20A 0.9500 . ? C21 C22 1.365(7) . ? C21 H21A 0.9500 . ? C22 C23 1.383(7) . ? C23 C24 1.378(7) . ? C23 H23A 0.9500 . ? C24 H24A 0.9500 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? C32 H32C 0.9900 . ? C32 H32D 0.9900 . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? 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 O19 Cu1 N3 92.50(14) . 2 ? O19 Cu1 N1 88.73(14) . . ? N3 Cu1 N1 176.48(16) 2 . ? O19 Cu1 N2 172.42(15) . 3 ? N3 Cu1 N2 89.45(15) 2 3 ? N1 Cu1 N2 88.91(15) . 3 ? O19 Cu1 O18 95.01(14) . . ? N3 Cu1 O18 92.32(14) 2 . ? N1 Cu1 O18 90.86(14) . . ? N2 Cu1 O18 92.23(14) 3 . ? O13 Cl1 O12 109.4(4) . . ? O13 Cl1 O11 109.7(3) . . ? O12 Cl1 O11 109.9(3) . . ? O13 Cl1 O10 110.8(3) . . ? O12 Cl1 O10 108.2(3) . . ? O11 Cl1 O10 108.8(2) . . ? O16 Cl2 O15 110.6(3) . . ? O16 Cl2 O17 109.5(3) . . ? O15 Cl2 O17 108.7(3) . . ? O16 Cl2 O14 108.7(3) . . ? O15 Cl2 O14 109.5(2) . . ? O17 Cl2 O14 109.8(3) . . ? O19 S1 C30 104.7(2) . . ? O19 S1 C31 103.3(2) . . ? C30 S1 C31 98.8(3) . . ? O18 S2 C28 105.7(3) . . ? O18 S2 C29 103.6(3) . . ? C28 S2 C29 98.5(3) . . ? C6 O1 C7 116.8(4) . . ? C11 O3 C10 115.9(4) . . ? C19 O5 C18 116.9(4) . . ? S2 O18 Cu1 131.8(2) . . ? S1 O19 Cu1 128.56(19) . . ? C1 N1 C5 117.8(4) . . ? C1 N1 Cu1 123.2(3) . . ? C5 N1 Cu1 119.0(3) . . ? C12 N2 C16 118.0(4) . . ? C12 N2 Cu1 122.9(3) . 3 ? C16 N2 Cu1 117.4(3) . 3 ? C24 N3 C20 118.0(4) . . ? C24 N3 Cu1 120.0(3) . 2_545 ? C20 N3 Cu1 122.0(3) . 2_545 ? C25 N4 C26 124.6(4) . . ? C25 N4 C8 117.4(4) . . ? C26 N4 C8 118.0(4) . . ? C26 N5 C27 124.7(4) . . ? C26 N5 C9 119.3(4) . . ? C27 N5 C9 115.8(4) . . ? C25 N6 C27 124.5(4) . . ? C25 N6 C17 116.6(4) . . ? C27 N6 C17 118.8(4) . . ? N1 C1 C2 122.7(4) . . ? N1 C1 H1A 118.6 . . ? C2 C1 H1A 118.6 . . ? C1 C2 C3 118.7(4) . . ? C1 C2 H2A 120.6 . . ? C3 C2 H2A 120.6 . . ? C4 C3 C2 119.0(4) . . ? C4 C3 C6 118.4(4) . . ? C2 C3 C6 122.6(4) . . ? C5 C4 C3 118.7(4) . . ? C5 C4 H4A 120.6 . . ? C3 C4 H4A 120.6 . . ? N1 C5 C4 122.9(4) . . ? N1 C5 H5A 118.5 . . ? C4 C5 H5A 118.5 . . ? O2 C6 O1 124.3(4) . . ? O2 C6 C3 122.9(4) . . ? O1 C6 C3 112.8(4) . . ? O1 C7 C8 108.2(4) . . ? O1 C7 H7A 110.1 . . ? C8 C7 H7A 110.1 . . ? O1 C7 H7B 110.1 . . ? C8 C7 H7B 110.1 . . ? H7A C7 H7B 108.4 . . ? N4 C8 C7 112.4(4) . . ? N4 C8 H8A 109.1 . . ? C7 C8 H8A 109.1 . . ? N4 C8 H8B 109.1 . . ? C7 C8 H8B 109.1 . . ? H8A C8 H8B 107.9 . . ? N5 C9 C10 112.8(4) . . ? N5 C9 H9A 109.0 . . ? C10 C9 H9A 109.0 . . ? N5 C9 H9B 109.0 . . ? C10 C9 H9B 109.0 . . ? H9A C9 H9B 107.8 . . ? O3 C10 C9 107.4(4) . . ? O3 C10 H10A 110.2 . . ? C9 C10 H10A 110.2 . . ? O3 C10 H10B 110.2 . . ? C9 C10 H10B 110.2 . . ? H10A C10 H10B 108.5 . . ? O4 C11 O3 125.5(4) . . ? O4 C11 C14 123.4(4) . . ? O3 C11 C14 111.1(4) . . ? N2 C12 C13 122.2(4) . . ? N2 C12 H12A 118.9 . . ? C13 C12 H12A 118.9 . . ? C14 C13 C12 118.7(4) . . ? C14 C13 H13A 120.7 . . ? C12 C13 H13A 120.7 . . ? C15 C14 C13 119.5(4) . . ? C15 C14 C11 121.5(4) . . ? C13 C14 C11 119.0(4) . . ? C16 C15 C14 118.2(5) . . ? C16 C15 H15A 120.9 . . ? C14 C15 H15A 120.9 . . ? N2 C16 C15 123.3(4) . . ? N2 C16 H16A 118.4 . . ? C15 C16 H16A 118.4 . . ? N6 C17 C18 111.5(4) . . ? N6 C17 H17A 109.3 . . ? C18 C17 H17A 109.3 . . ? N6 C17 H17B 109.3 . . ? C18 C17 H17B 109.3 . . ? H17A C17 H17B 108.0 . . ? O5 C18 C17 106.3(4) . . ? O5 C18 H18A 110.5 . . ? C17 C18 H18A 110.5 . . ? O5 C18 H18B 110.5 . . ? C17 C18 H18B 110.5 . . ? H18A C18 H18B 108.7 . . ? O6 C19 O5 125.1(5) . . ? O6 C19 C22 123.1(5) . . ? O5 C19 C22 111.8(4) . . ? N3 C20 C21 122.6(5) . . ? N3 C20 H20A 118.7 . . ? C21 C20 H20A 118.7 . . ? C22 C21 C20 119.4(5) . . ? C22 C21 H21A 120.3 . . ? C20 C21 H21A 120.3 . . ? C21 C22 C23 118.5(5) . . ? C21 C22 C19 122.2(4) . . ? C23 C22 C19 119.4(5) . . ? C24 C23 C22 119.1(5) . . ? C24 C23 H23A 120.4 . . ? C22 C23 H23A 120.4 . . ? N3 C24 C23 122.3(5) . . ? N3 C24 H24A 118.8 . . ? C23 C24 H24A 118.8 . . ? O7 C25 N6 122.0(4) . . ? O7 C25 N4 122.5(4) . . ? N6 C25 N4 115.6(4) . . ? O8 C26 N5 123.2(4) . . ? O8 C26 N4 121.9(4) . . ? N5 C26 N4 114.9(4) . . ? O9 C27 N6 123.1(4) . . ? O9 C27 N5 121.1(4) . . ? N6 C27 N5 115.8(4) . . ? S2 C28 H28A 109.5 . . ? S2 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? S2 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? S2 C29 H29A 109.5 . . ? S2 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? S2 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? S1 C30 H30A 109.5 . . ? S1 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? S1 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? S1 C31 H31A 109.5 . . ? S1 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? S1 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? Cl4 C32 Cl4' 32.1(5) . . ? Cl4 C32 Cl3 128.4(11) . . ? Cl4' C32 Cl3 103.7(7) . . ? Cl4 C32 H32A 105.2 . . ? Cl4' C32 H32A 136.7 . . ? Cl3 C32 H32A 105.2 . . ? Cl4 C32 H32B 105.2 . . ? Cl4' C32 H32B 96.7 . . ? Cl3 C32 H32B 105.2 . . ? H32A C32 H32B 105.9 . . ? Cl4 C32 H32C 81.7 . . ? Cl4' C32 H32C 111.0 . . ? Cl3 C32 H32C 111.0 . . ? H32A C32 H32C 27.3 . . ? H32B C32 H32C 126.4 . . ? Cl4 C32 H32D 110.9 . . ? Cl4' C32 H32D 111.0 . . ? Cl3 C32 H32D 111.0 . . ? H32A C32 H32D 87.6 . . ? H32B C32 H32D 18.3 . . ? H32C C32 H32D 109.0 . . ? Cl5 C33 Cl6 113.9(6) . . ? Cl5 C33 H33A 108.8 . . ? Cl6 C33 H33A 108.8 . . ? Cl5 C33 H33B 108.8 . . ? Cl6 C33 H33B 108.8 . . ? H33A C33 H33B 107.7 . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.056 _refine_diff_density_min -1.391 _refine_diff_density_rms 0.109 _database_code_depnum_ccdc_archive 'CCDC 936234' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_NO3 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C59 H64 Cl4 Cu2 N16 O33' _chemical_formula_weight 1794.14 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' Cu Cu 0.3201 1.2651 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 12.32990(10) _cell_length_b 22.7467(3) _cell_length_c 26.7771(3) _cell_angle_alpha 90.00 _cell_angle_beta 101.1590(10) _cell_angle_gamma 90.00 _cell_volume 7368.04(14) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 8098 _cell_measurement_theta_min 2.46 _cell_measurement_theta_max 22.12 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.43 _exptl_crystal_size_mid 0.42 _exptl_crystal_size_min 0.37 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.617 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3680 _exptl_absorpt_coefficient_mu 0.824 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7183 _exptl_absorpt_correction_T_max 0.7503 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Breeze CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 116416 _diffrn_reflns_av_R_equivalents 0.0729 _diffrn_reflns_av_unetI/netI 0.0558 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 1.18 _diffrn_reflns_theta_max 26.00 _reflns_number_total 14477 _reflns_number_gt 9476 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker APEX2' _computing_data_reduction 'Bruker APEX2' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The solvate methanol molecules and nitrate anions, owing to their high state of disorder, were restrained using EADP, DFIX, and ISOR. ; _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^)+(0.1096P)^2^+31.7767P] 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 14477 _refine_ls_number_parameters 1060 _refine_ls_number_restraints 33 _refine_ls_R_factor_all 0.1357 _refine_ls_R_factor_gt 0.0921 _refine_ls_wR_factor_ref 0.2625 _refine_ls_wR_factor_gt 0.2334 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.052 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu -0.03171(6) -0.14536(3) 1.29368(3) 0.0353(2) Uani 1 1 d . . . Cu2 Cu -0.15005(7) 0.16611(4) 1.42162(4) 0.0568(3) Uani 1 1 d . . . Cl1 Cl -0.7141(6) -0.0693(3) 0.9034(2) 0.221(3) Uani 1 1 d . . . Cl2 Cl -0.6254(6) -0.0379(3) 1.0080(2) 0.233(3) Uani 1 1 d . . . Cl3A Cl -0.3985(6) 0.1287(3) 0.8525(3) 0.125(2) Uani 0.50 1 d P A 1 Cl4A Cl -0.4676(12) 0.0130(4) 0.8555(4) 0.195(5) Uani 0.50 1 d P A 1 Cl3B Cl -0.2311(8) 0.0587(3) 0.8725(3) 0.094(3) Uani 0.35 1 d P A 2 Cl3C Cl -0.1785(14) 0.0418(11) 0.8434(14) 0.137(11) Uani 0.15 1 d P A 3 Cl4B Cl -0.4403(8) 0.1050(4) 0.8194(3) 0.152(4) Uani 0.50 1 d P A 3 O1 O -0.2947(4) 0.1235(2) 1.2215(2) 0.0662(15) Uani 1 1 d . . . O2 O -0.1292(4) 0.13545(18) 1.20011(18) 0.0479(11) Uani 1 1 d . . . O3 O 0.3555(6) 0.0831(3) 1.0949(3) 0.105(3) Uani 1 1 d . . . O4 O 0.2282(4) 0.1453(3) 1.0531(2) 0.0755(18) Uani 1 1 d . . . O5 O -0.0482(5) 0.2199(3) 0.9493(2) 0.089(2) Uani 1 1 d . . . O6 O -0.2204(5) 0.2227(3) 0.9065(2) 0.0800(18) Uani 1 1 d . . . O7 O 0.0824(5) 0.1347(2) 1.1400(2) 0.0649(15) Uani 1 1 d . . . O8 O -0.2349(5) 0.2310(3) 1.0731(2) 0.0746(17) Uani 1 1 d . . . O9 O -0.0963(5) 0.0929(4) 0.9801(3) 0.117(3) Uani 1 1 d . . . O10 O -0.1182(5) -0.0360(3) 1.5251(2) 0.097(3) Uani 1 1 d . . . O11 O -0.2688(4) -0.0897(2) 1.50478(16) 0.0462(11) Uani 1 1 d . . . O12 O -0.5297(4) 0.1752(2) 1.5836(2) 0.0571(13) Uani 1 1 d . . . O13 O -0.3919(4) 0.1223(2) 1.63018(18) 0.0480(11) Uani 1 1 d . . . O14 O -0.1980(4) -0.2074(2) 1.75442(19) 0.0563(13) Uani 1 1 d . . . O15 O -0.2112(4) -0.1095(2) 1.73821(17) 0.0475(11) Uani 1 1 d . . . O16 O -0.3728(4) -0.1518(2) 1.63909(17) 0.0489(11) Uani 1 1 d . . . O17 O -0.4960(4) 0.0222(2) 1.56625(18) 0.0545(12) Uani 1 1 d . . . O18 O -0.4955(4) -0.0099(2) 1.73363(17) 0.0494(12) Uani 1 1 d . . . O19 O -0.2000(4) -0.1953(2) 1.26372(18) 0.0490(11) Uani 1 1 d . . . O20 O -0.3141(6) -0.1748(4) 1.1947(3) 0.110(3) Uani 1 1 d . . . O21 O -0.3664(5) -0.1701(3) 1.2661(3) 0.0788(18) Uani 1 1 d . . . O22 O 0.1507(4) -0.09406(19) 1.31833(18) 0.0467(11) Uani 1 1 d . . . O23 O 0.2129(5) -0.0134(2) 1.3543(2) 0.0737(17) Uani 1 1 d . . . O24 O 0.2439(5) -0.0344(3) 1.2799(2) 0.0771(18) Uani 1 1 d . . . O25 O -0.1570(5) 0.0778(4) 1.4149(3) 0.110(3) Uani 1 1 d D . . O26 O -0.2611(6) 0.0071(3) 1.3786(4) 0.137(4) Uani 1 1 d D . . O27A O -0.3338(7) 0.0919(4) 1.3820(5) 0.112(4) Uani 0.70 1 d PD . . O27B O -0.266(3) 0.1095(10) 1.3687(16) 0.20(2) Uani 0.30 1 d PD . . O28 O -0.1005(6) 0.2459(3) 1.4471(3) 0.088(2) Uani 1 1 d D . . O29 O -0.0234(7) 0.2967(4) 1.5137(4) 0.135(4) Uani 1 1 d D . . O30 O -0.0058(7) 0.1983(5) 1.5073(5) 0.174(5) Uani 1 1 d D . . O31 O -0.2730(5) 0.2221(3) 1.3643(3) 0.0753(17) Uani 1 1 d . . . H31 H -0.2632 0.1973 1.3880 0.090 Uiso 1 1 calc R . . O32 O -0.2301(12) 0.3414(6) 1.4209(6) 0.200(6) Uani 1 1 d D . . H32 H -0.1938 0.3205 1.4441 0.240 Uiso 1 1 calc R . . O33 O 0.009(2) 0.0303(11) 0.8949(13) 0.343(11) Uani 1 1 d U . . H33 H -0.0159 -0.0023 0.9020 0.411 Uiso 1 1 calc R . . N1 N -0.0918(4) -0.0673(2) 1.26427(19) 0.0373(11) Uani 1 1 d . . . N2 N 0.4627(4) 0.2804(2) 1.17183(18) 0.0335(11) Uani 1 1 d . . . N3 N -0.0186(4) 0.1662(2) 0.77162(19) 0.0363(11) Uani 1 1 d . . . N4 N -0.0769(5) 0.1833(3) 1.1073(2) 0.0481(14) Uani 1 1 d . . . N5 N -0.1682(5) 0.1643(4) 1.0255(3) 0.081(2) Uani 1 1 d . . . N6 N -0.0018(5) 0.1145(3) 1.0592(2) 0.0610(17) Uani 1 1 d . . . N7 N -0.0773(4) -0.1243(2) 1.36023(19) 0.0363(11) Uani 1 1 d . . . N8 N -0.2440(5) 0.1605(3) 1.4749(2) 0.0530(15) Uani 1 1 d . . . N9 N 0.0412(5) -0.1659(3) 1.6257(2) 0.0566(16) Uani 1 1 d . . . N10 N -0.4392(4) -0.0659(2) 1.60131(18) 0.0383(12) Uani 1 1 d . . . N11 N -0.4948(4) 0.0087(2) 1.6509(2) 0.0407(12) Uani 1 1 d . . . N12 N -0.4334(4) -0.0815(2) 1.68789(19) 0.0378(12) Uani 1 1 d . . . N13 N -0.2946(5) -0.1794(3) 1.2418(2) 0.0529(15) Uani 1 1 d . . . N14 N 0.2034(4) -0.0465(2) 1.3172(2) 0.0427(13) Uani 1 1 d . . . N15 N -0.2487(5) 0.0603(3) 1.3904(3) 0.078(2) Uani 1 1 d D . . N16 N -0.0412(7) 0.2480(4) 1.4914(3) 0.105(3) Uani 1 1 d D . . C1 C -0.0269(5) -0.0797(3) 1.3880(3) 0.0458(16) Uani 1 1 d . . . H1A H 0.0312 -0.0595 1.3766 0.055 Uiso 1 1 calc R . . C2 C -0.0564(5) -0.0621(3) 1.4324(3) 0.0465(16) Uani 1 1 d . . . H2A H -0.0177 -0.0310 1.4518 0.056 Uiso 1 1 calc R . . C3 C -0.1431(5) -0.0900(3) 1.4490(2) 0.0383(14) Uani 1 1 d . . . C4 C -0.1961(5) -0.1363(3) 1.4206(2) 0.0383(14) Uani 1 1 d . . . H4A H -0.2558 -0.1564 1.4308 0.046 Uiso 1 1 calc R . . C5 C -0.1591(5) -0.1525(3) 1.3765(2) 0.0387(14) Uani 1 1 d . . . H5A H -0.1935 -0.1848 1.3573 0.046 Uiso 1 1 calc R . . C6 C -0.1748(6) -0.0689(3) 1.4965(2) 0.0465(16) Uani 1 1 d . . . C7 C -0.2981(6) -0.0666(4) 1.5511(3) 0.060(2) Uani 1 1 d . . . H7A H -0.2936 -0.0231 1.5514 0.072 Uiso 1 1 calc R . . H7B H -0.2464 -0.0818 1.5814 0.072 Uiso 1 1 calc R . . C8 C -0.4141(5) -0.0859(3) 1.5524(2) 0.0407(14) Uani 1 1 d . . . H8A H -0.4667 -0.0683 1.5236 0.049 Uiso 1 1 calc R . . H8B H -0.4201 -0.1293 1.5497 0.049 Uiso 1 1 calc R . . C9 C -0.4119(5) -0.1039(3) 1.6420(2) 0.0392(14) Uani 1 1 d . . . C10 C -0.3273(6) 0.1979(3) 1.4753(3) 0.0512(17) Uani 1 1 d . . . H10A H -0.3425 0.2271 1.4496 0.061 Uiso 1 1 calc R . . C11 C -0.3921(6) 0.1952(3) 1.5119(3) 0.0484(16) Uani 1 1 d . . . H11A H -0.4516 0.2220 1.5110 0.058 Uiso 1 1 calc R . . C12 C -0.3697(5) 0.1530(3) 1.5500(2) 0.0420(15) Uani 1 1 d . . . C13 C -0.2823(5) 0.1145(3) 1.5492(3) 0.0486(16) Uani 1 1 d . . . H13A H -0.2641 0.0850 1.5745 0.058 Uiso 1 1 calc R . . C14 C -0.2232(6) 0.1198(3) 1.5115(3) 0.0519(17) Uani 1 1 d . . . H14A H -0.1640 0.0932 1.5111 0.062 Uiso 1 1 calc R . . C15 C -0.4391(6) 0.1510(3) 1.5896(3) 0.0467(16) Uani 1 1 d . . . C16 C -0.4580(6) 0.1143(3) 1.6697(3) 0.0512(17) Uani 1 1 d . . . H16A H -0.4951 0.1517 1.6751 0.061 Uiso 1 1 calc R . . H16B H -0.4090 0.1033 1.7022 0.061 Uiso 1 1 calc R . . C17 C -0.5431(6) 0.0673(3) 1.6545(3) 0.0499(17) Uani 1 1 d . . . H17A H -0.5921 0.0659 1.6797 0.060 Uiso 1 1 calc R . . H17B H -0.5890 0.0776 1.6211 0.060 Uiso 1 1 calc R . . C18 C -0.4780(5) -0.0097(3) 1.6036(2) 0.0413(15) Uani 1 1 d . . . C19 C -0.0122(6) -0.1169(3) 1.6344(3) 0.0564(19) Uani 1 1 d . . . H19A H -0.0013 -0.0822 1.6162 0.068 Uiso 1 1 calc R . . C20 C -0.0816(6) -0.1144(3) 1.6684(3) 0.0519(17) Uani 1 1 d . . . H20A H -0.1188 -0.0789 1.6733 0.062 Uiso 1 1 calc R . . C21 C -0.0967(5) -0.1644(3) 1.6954(3) 0.0476(16) Uani 1 1 d . . . C22 C -0.0435(6) -0.2151(3) 1.6872(3) 0.0540(18) Uani 1 1 d . . . H22A H -0.0525 -0.2500 1.7054 0.065 Uiso 1 1 calc R . . C23 C 0.0234(6) -0.2141(4) 1.6517(3) 0.063(2) Uani 1 1 d . . . H23A H 0.0590 -0.2496 1.6452 0.075 Uiso 1 1 calc R . . C24 C -0.1737(6) -0.1640(3) 1.7332(3) 0.0483(16) Uani 1 1 d . . . C25 C -0.2992(6) -0.1037(4) 1.7669(3) 0.0535(18) Uani 1 1 d . . . H25A H -0.3009 -0.0630 1.7796 0.064 Uiso 1 1 calc R . . H25B H -0.2849 -0.1305 1.7966 0.064 Uiso 1 1 calc R . . C26 C -0.4100(5) -0.1187(3) 1.7334(2) 0.0441(15) Uani 1 1 d . . . H26A H -0.4099 -0.1605 1.7230 0.053 Uiso 1 1 calc R . . H26B H -0.4693 -0.1135 1.7532 0.053 Uiso 1 1 calc R . . C27 C -0.4765(5) -0.0261(3) 1.6934(2) 0.0391(14) Uani 1 1 d . . . C28 C -0.1920(5) -0.0469(3) 1.2704(3) 0.0486(17) Uani 1 1 d . . . H28A H -0.2370 -0.0718 1.2864 0.058 Uiso 1 1 calc R . . C29 C -0.2310(6) 0.0073(3) 1.2549(3) 0.0544(19) Uani 1 1 d . . . H29A H -0.3026 0.0194 1.2588 0.065 Uiso 1 1 calc R . . C30 C -0.1642(5) 0.0445(3) 1.2332(2) 0.0407(14) Uani 1 1 d . . . C31 C -0.0625(5) 0.0245(2) 1.2260(2) 0.0362(13) Uani 1 1 d . . . H31A H -0.0160 0.0490 1.2105 0.043 Uiso 1 1 calc R . . C32 C -0.0297(5) -0.0315(3) 1.2416(2) 0.0370(14) Uani 1 1 d . . . H32A H 0.0397 -0.0454 1.2360 0.044 Uiso 1 1 calc R . . C33 C -0.2051(6) 0.1052(3) 1.2175(3) 0.0441(15) Uani 1 1 d . . . C34 C -0.1598(7) 0.1953(3) 1.1836(3) 0.0563(19) Uani 1 1 d . . . H34A H -0.1615 0.2208 1.2134 0.068 Uiso 1 1 calc R . . H34B H -0.2339 0.1957 1.1613 0.068 Uiso 1 1 calc R . . C35 C -0.0743(7) 0.2164(3) 1.1552(3) 0.0523(18) Uani 1 1 d . . . H35A H -0.0868 0.2586 1.1471 0.063 Uiso 1 1 calc R . . H35B H -0.0003 0.2123 1.1771 0.063 Uiso 1 1 calc R . . C36 C 0.0070(6) 0.1430(3) 1.1049(3) 0.0515(17) Uani 1 1 d . . . C37 C 0.3634(6) 0.2837(3) 1.1409(3) 0.0504(17) Uani 1 1 d . . . H37A H 0.3252 0.3202 1.1379 0.060 Uiso 1 1 calc R . . C38 C 0.3151(6) 0.2369(3) 1.1135(3) 0.0541(18) Uani 1 1 d . . . H38A H 0.2442 0.2411 1.0923 0.065 Uiso 1 1 calc R . . C39 C 0.3685(5) 0.1839(3) 1.1165(2) 0.0441(15) Uani 1 1 d . . . C40 C 0.4701(5) 0.1798(3) 1.1486(3) 0.0426(15) Uani 1 1 d . . . H40A H 0.5093 0.1436 1.1520 0.051 Uiso 1 1 calc R . . C41 C 0.5140(5) 0.2282(3) 1.1757(2) 0.0370(13) Uani 1 1 d . . . H41A H 0.5836 0.2247 1.1980 0.044 Uiso 1 1 calc R . . C42 C 0.3190(7) 0.1311(4) 1.0870(3) 0.064(2) Uani 1 1 d . . . C43 C 0.1683(8) 0.0977(5) 1.0253(4) 0.096(4) Uani 1 1 d . . . H43A H 0.2208 0.0666 1.0197 0.115 Uiso 1 1 calc R . . H43B H 0.1296 0.1120 0.9916 0.115 Uiso 1 1 calc R . . C44 C 0.0843(7) 0.0721(4) 1.0542(4) 0.085(3) Uani 1 1 d . . . H44A H 0.0498 0.0369 1.0360 0.102 Uiso 1 1 calc R . . H44B H 0.1227 0.0597 1.0885 0.102 Uiso 1 1 calc R . . C45 C -0.0906(7) 0.1217(5) 1.0188(3) 0.088(3) Uani 1 1 d . . . C46 C 0.0507(6) 0.1623(3) 0.8160(3) 0.0563(19) Uani 1 1 d . . . H46A H 0.1233 0.1479 0.8164 0.068 Uiso 1 1 calc R . . C47 C 0.0224(7) 0.1782(4) 0.8618(3) 0.064(2) Uani 1 1 d . . . H47A H 0.0751 0.1758 0.8928 0.076 Uiso 1 1 calc R . . C48 C -0.0838(6) 0.1975(3) 0.8617(3) 0.0492(17) Uani 1 1 d . . . C49 C -0.1581(6) 0.1997(3) 0.8153(3) 0.0508(17) Uani 1 1 d . . . H49A H -0.2326 0.2115 0.8139 0.061 Uiso 1 1 calc R . . C50 C -0.1222(5) 0.1849(3) 0.7723(3) 0.0442(15) Uani 1 1 d . . . H50A H -0.1729 0.1877 0.7408 0.053 Uiso 1 1 calc R . . C51 C -0.1123(6) 0.2153(4) 0.9115(3) 0.0581(19) Uani 1 1 d . . . C52 C -0.2584(9) 0.2380(7) 0.9531(3) 0.113(5) Uani 1 1 d . . . H52A H -0.3318 0.2571 0.9450 0.136 Uiso 1 1 calc R . . H52B H -0.2057 0.2653 0.9740 0.136 Uiso 1 1 calc R . . C53 C -0.2660(8) 0.1743(7) 0.9844(4) 0.107(4) Uani 1 1 d . . . H53A H -0.3334 0.1747 0.9994 0.128 Uiso 1 1 calc R . . H53B H -0.2727 0.1414 0.9599 0.128 Uiso 1 1 calc R . . C54 C -0.1640(7) 0.1954(4) 1.0690(3) 0.064(2) Uani 1 1 d . . . C55 C -0.3458(13) 0.1999(5) 1.3233(4) 0.130(5) Uani 1 1 d . . . H55A H -0.3889 0.2321 1.3050 0.156 Uiso 1 1 calc R . . H55B H -0.3958 0.1720 1.3352 0.156 Uiso 1 1 calc R . . H55C H -0.3047 0.1798 1.3005 0.156 Uiso 1 1 calc R . . C56 C -0.6004(14) -0.0699(9) 0.9533(6) 0.163(5) Uani 1 1 d . . . H56A H -0.5770 -0.1111 0.9607 0.195 Uiso 1 1 calc R . . H56B H -0.5386 -0.0490 0.9424 0.195 Uiso 1 1 calc R . . C57 C -0.3389(14) 0.0546(8) 0.8299(6) 0.163(5) Uani 1 1 d . . . H57A H -0.2644 0.0440 0.8490 0.195 Uiso 0.50 1 calc PR A 1 H57B H -0.3429 0.0519 0.7927 0.195 Uiso 0.50 1 calc PR A 1 H57C H -0.3619 0.0288 0.8000 0.195 Uiso 0.50 1 calc PR A 3 H57D H -0.3595 0.0324 0.8585 0.195 Uiso 0.50 1 calc PR A 3 C58 C -0.1711(19) 0.3985(7) 1.4181(9) 0.234(10) Uani 1 1 d DU . . H58A H -0.1813 0.4237 1.4466 0.280 Uiso 1 1 calc R . . H58B H -0.2014 0.4181 1.3859 0.280 Uiso 1 1 calc R . . H58C H -0.0921 0.3910 1.4202 0.280 Uiso 1 1 calc R . . C59 C 0.142(2) 0.0258(11) 0.9016(9) 0.248(11) Uani 1 1 d U . . H59A H 0.1683 0.0557 0.8804 0.298 Uiso 1 1 calc R . . H59B H 0.1622 -0.0133 0.8912 0.298 Uiso 1 1 calc R . . H59C H 0.1761 0.0324 0.9374 0.298 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0420(4) 0.0297(4) 0.0380(4) 0.0011(3) 0.0174(3) 0.0034(3) Cu2 0.0500(5) 0.0610(6) 0.0650(6) 0.0019(5) 0.0254(4) -0.0012(4) Cl1 0.308(8) 0.192(5) 0.146(4) -0.017(4) 0.007(5) -0.068(5) Cl2 0.282(8) 0.251(7) 0.168(5) -0.022(5) 0.045(5) 0.007(6) Cl3A 0.121(5) 0.123(6) 0.116(6) 0.017(4) -0.010(4) -0.006(4) Cl4A 0.321(15) 0.130(7) 0.140(7) -0.002(6) 0.058(8) -0.003(8) Cl3B 0.102(6) 0.048(3) 0.103(6) 0.019(4) -0.052(5) -0.018(4) Cl3C 0.049(10) 0.103(16) 0.27(3) 0.063(19) 0.046(14) -0.017(9) Cl4B 0.151(7) 0.181(8) 0.110(6) -0.029(6) -0.012(5) 0.080(6) O1 0.067(3) 0.053(3) 0.087(4) 0.021(3) 0.037(3) 0.027(3) O2 0.062(3) 0.032(2) 0.054(3) 0.007(2) 0.021(2) 0.008(2) O3 0.078(4) 0.072(4) 0.154(7) -0.065(5) -0.005(4) 0.004(4) O4 0.048(3) 0.113(5) 0.063(3) -0.042(3) 0.005(3) -0.005(3) O5 0.076(4) 0.140(6) 0.052(4) -0.033(4) 0.013(3) -0.001(4) O6 0.068(4) 0.125(5) 0.054(3) -0.015(3) 0.028(3) 0.005(4) O7 0.067(3) 0.061(3) 0.058(3) -0.017(3) -0.012(3) 0.015(3) O8 0.061(3) 0.091(4) 0.074(4) 0.024(3) 0.020(3) 0.021(3) O9 0.069(4) 0.199(9) 0.081(5) -0.071(5) 0.009(4) -0.016(5) O10 0.089(4) 0.149(6) 0.067(4) -0.060(4) 0.045(3) -0.076(4) O11 0.047(3) 0.059(3) 0.038(2) -0.017(2) 0.020(2) -0.017(2) O12 0.053(3) 0.057(3) 0.064(3) -0.002(3) 0.019(3) 0.008(2) O13 0.044(3) 0.054(3) 0.048(3) -0.001(2) 0.015(2) 0.002(2) O14 0.066(3) 0.056(3) 0.050(3) 0.001(2) 0.021(3) -0.007(3) O15 0.047(3) 0.056(3) 0.042(3) -0.001(2) 0.015(2) 0.001(2) O16 0.059(3) 0.044(3) 0.045(3) 0.000(2) 0.017(2) 0.006(2) O17 0.067(3) 0.056(3) 0.042(3) 0.008(2) 0.015(2) 0.010(2) O18 0.052(3) 0.063(3) 0.041(3) -0.008(2) 0.028(2) -0.007(2) O19 0.043(3) 0.047(3) 0.054(3) 0.004(2) 0.002(2) -0.001(2) O20 0.075(4) 0.179(8) 0.070(5) 0.021(5) 0.000(4) 0.019(5) O21 0.066(4) 0.075(4) 0.106(5) 0.012(3) 0.040(4) 0.020(3) O22 0.042(2) 0.038(2) 0.060(3) -0.005(2) 0.009(2) -0.009(2) O23 0.103(5) 0.047(3) 0.062(3) -0.017(3) -0.005(3) 0.006(3) O24 0.058(3) 0.116(5) 0.063(4) 0.028(3) 0.024(3) -0.010(3) O25 0.063(4) 0.131(6) 0.148(7) -0.063(6) 0.048(5) -0.031(4) O26 0.079(5) 0.090(6) 0.227(11) -0.020(6) -0.006(6) -0.017(4) O27A 0.064(6) 0.054(5) 0.191(13) 0.019(6) -0.040(7) 0.003(5) O27B 0.17(4) 0.23(5) 0.23(5) -0.06(4) 0.10(4) -0.10(4) O28 0.101(5) 0.087(5) 0.086(5) -0.018(4) 0.042(4) -0.034(4) O29 0.110(6) 0.156(8) 0.144(8) -0.074(7) 0.037(6) -0.060(6) O30 0.074(6) 0.157(10) 0.269(14) 0.034(10) -0.025(7) 0.000(6) O31 0.075(4) 0.061(4) 0.094(5) 0.018(3) 0.027(4) -0.005(3) O32 0.179(12) 0.181(13) 0.219(16) 0.022(10) -0.012(10) -0.045(10) O33 0.355(13) 0.341(13) 0.336(13) -0.006(8) 0.076(8) -0.004(8) N1 0.042(3) 0.032(3) 0.042(3) 0.006(2) 0.019(2) 0.007(2) N2 0.039(3) 0.033(3) 0.030(3) 0.004(2) 0.010(2) 0.002(2) N3 0.039(3) 0.033(3) 0.039(3) 0.001(2) 0.013(2) 0.003(2) N4 0.047(3) 0.051(3) 0.047(3) 0.009(3) 0.011(3) 0.005(3) N5 0.044(4) 0.144(7) 0.053(4) -0.006(4) 0.009(3) 0.016(4) N6 0.043(3) 0.082(5) 0.054(4) -0.030(3) 0.002(3) -0.008(3) N7 0.039(3) 0.032(3) 0.041(3) -0.003(2) 0.015(2) -0.002(2) N8 0.048(3) 0.055(4) 0.059(4) 0.000(3) 0.018(3) -0.003(3) N9 0.051(3) 0.058(4) 0.066(4) 0.016(3) 0.025(3) 0.003(3) N10 0.043(3) 0.046(3) 0.030(3) 0.001(2) 0.015(2) -0.001(2) N11 0.040(3) 0.046(3) 0.040(3) -0.002(2) 0.017(2) 0.003(2) N12 0.036(3) 0.048(3) 0.033(3) 0.005(2) 0.015(2) 0.000(2) N13 0.046(4) 0.059(4) 0.052(4) 0.013(3) 0.007(3) -0.005(3) N14 0.042(3) 0.046(3) 0.040(3) -0.002(3) 0.007(2) -0.003(3) N15 0.068(5) 0.065(5) 0.105(6) -0.018(5) 0.030(5) -0.029(4) N16 0.057(5) 0.119(9) 0.139(10) -0.019(8) 0.021(6) -0.032(6) C1 0.046(4) 0.047(4) 0.049(4) -0.007(3) 0.022(3) -0.011(3) C2 0.043(4) 0.053(4) 0.048(4) -0.018(3) 0.019(3) -0.020(3) C3 0.039(3) 0.039(3) 0.039(3) -0.008(3) 0.014(3) -0.008(3) C4 0.043(3) 0.040(3) 0.036(3) -0.001(3) 0.017(3) -0.008(3) C5 0.049(4) 0.031(3) 0.038(3) -0.002(3) 0.014(3) -0.008(3) C6 0.049(4) 0.054(4) 0.039(4) -0.011(3) 0.018(3) -0.021(3) C7 0.062(5) 0.077(5) 0.051(4) -0.030(4) 0.035(4) -0.031(4) C8 0.043(3) 0.051(4) 0.030(3) -0.001(3) 0.011(3) -0.005(3) C9 0.034(3) 0.046(4) 0.040(4) 0.001(3) 0.014(3) -0.009(3) C10 0.047(4) 0.056(4) 0.052(4) 0.006(3) 0.014(3) 0.004(3) C11 0.044(4) 0.049(4) 0.052(4) -0.002(3) 0.011(3) 0.002(3) C12 0.036(3) 0.044(4) 0.043(4) -0.008(3) 0.002(3) -0.010(3) C13 0.044(4) 0.050(4) 0.052(4) -0.002(3) 0.011(3) 0.000(3) C14 0.045(4) 0.060(4) 0.053(4) 0.008(4) 0.015(3) 0.009(3) C15 0.042(4) 0.046(4) 0.054(4) -0.008(3) 0.013(3) -0.004(3) C16 0.062(4) 0.050(4) 0.048(4) 0.000(3) 0.027(3) 0.011(3) C17 0.046(4) 0.052(4) 0.059(4) 0.003(3) 0.028(3) 0.005(3) C18 0.040(3) 0.048(4) 0.037(4) 0.005(3) 0.012(3) -0.001(3) C19 0.050(4) 0.053(4) 0.070(5) 0.015(4) 0.023(4) 0.011(3) C20 0.047(4) 0.050(4) 0.061(5) 0.004(3) 0.015(3) 0.003(3) C21 0.041(4) 0.056(4) 0.045(4) -0.005(3) 0.007(3) -0.004(3) C22 0.057(4) 0.051(4) 0.058(5) 0.005(3) 0.019(4) -0.001(3) C23 0.059(5) 0.058(5) 0.075(5) 0.008(4) 0.026(4) 0.012(4) C24 0.049(4) 0.060(4) 0.036(4) -0.004(3) 0.006(3) -0.009(3) C25 0.055(4) 0.068(5) 0.041(4) 0.003(3) 0.019(3) 0.002(4) C26 0.047(4) 0.054(4) 0.035(3) 0.006(3) 0.015(3) -0.002(3) C27 0.033(3) 0.050(4) 0.039(4) 0.003(3) 0.016(3) -0.007(3) C28 0.041(4) 0.042(4) 0.072(5) 0.010(3) 0.032(3) 0.006(3) C29 0.045(4) 0.051(4) 0.078(5) 0.013(4) 0.037(4) 0.011(3) C30 0.042(4) 0.036(3) 0.046(4) 0.001(3) 0.016(3) 0.005(3) C31 0.042(3) 0.029(3) 0.042(3) 0.004(3) 0.018(3) 0.001(3) C32 0.037(3) 0.037(3) 0.041(3) -0.002(3) 0.017(3) 0.000(3) C33 0.053(4) 0.039(3) 0.045(4) 0.004(3) 0.021(3) 0.004(3) C34 0.081(5) 0.035(4) 0.060(5) 0.010(3) 0.032(4) 0.015(3) C35 0.071(5) 0.032(3) 0.056(4) 0.008(3) 0.017(4) 0.004(3) C36 0.055(4) 0.045(4) 0.055(4) -0.005(3) 0.012(4) -0.002(3) C37 0.054(4) 0.039(4) 0.053(4) 0.002(3) -0.002(3) 0.009(3) C38 0.052(4) 0.051(4) 0.053(4) -0.001(3) -0.005(3) 0.010(3) C39 0.045(4) 0.049(4) 0.038(4) -0.003(3) 0.009(3) -0.002(3) C40 0.042(4) 0.037(3) 0.050(4) -0.003(3) 0.013(3) 0.005(3) C41 0.039(3) 0.033(3) 0.041(3) 0.002(3) 0.011(3) -0.002(3) C42 0.052(5) 0.067(6) 0.075(6) -0.029(4) 0.015(4) -0.003(4) C43 0.061(5) 0.141(9) 0.085(7) -0.071(7) 0.013(5) -0.013(6) C44 0.060(5) 0.083(6) 0.106(7) -0.061(6) 0.004(5) -0.008(5) C45 0.053(5) 0.153(10) 0.058(6) -0.038(6) 0.013(4) -0.019(6) C46 0.054(4) 0.064(5) 0.052(4) -0.006(4) 0.011(4) 0.008(4) C47 0.059(5) 0.088(6) 0.042(4) -0.009(4) 0.006(4) 0.000(4) C48 0.058(4) 0.047(4) 0.045(4) -0.005(3) 0.017(3) -0.002(3) C49 0.050(4) 0.054(4) 0.051(4) -0.002(3) 0.015(3) 0.004(3) C50 0.043(4) 0.052(4) 0.039(4) -0.003(3) 0.011(3) 0.002(3) C51 0.052(4) 0.078(5) 0.047(4) -0.010(4) 0.016(4) -0.009(4) C52 0.071(6) 0.227(15) 0.047(5) -0.030(7) 0.023(5) 0.024(8) C53 0.055(5) 0.212(14) 0.055(6) 0.008(7) 0.016(4) 0.014(7) C54 0.054(5) 0.084(6) 0.060(5) 0.017(4) 0.025(4) 0.009(4) C55 0.229(16) 0.090(8) 0.054(6) -0.001(6) -0.019(8) -0.008(9) C56 0.158(10) 0.212(13) 0.122(9) -0.017(9) 0.038(8) 0.001(10) C57 0.158(10) 0.212(13) 0.122(9) -0.017(9) 0.038(8) 0.001(10) C58 0.237(13) 0.227(13) 0.241(13) -0.010(8) 0.057(9) -0.019(9) C59 0.256(14) 0.257(14) 0.228(14) -0.030(10) 0.037(10) 0.008(10) _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 2.021(5) 3_557 ? Cu1 N1 2.023(5) . ? Cu1 N7 2.027(5) . ? Cu1 N2 2.031(5) 2_547 ? Cu1 O19 2.365(5) . ? Cu2 O28 1.994(7) . ? Cu2 N8 2.008(6) . ? Cu2 N9 2.016(6) 3_558 ? Cu2 O25 2.018(8) . ? Cu2 O27B 2.22(5) . ? Cl1 C56 1.739(17) . ? Cl2 C56 1.716(16) . ? Cl3A C57 1.980(19) . ? Cl4A C57 2.07(2) . ? Cl3B C57 1.577(18) . ? Cl3C C57 1.96(2) . ? Cl4B C57 1.680(19) . ? O1 C33 1.205(8) . ? O2 C33 1.318(8) . ? O2 C34 1.457(8) . ? O3 C42 1.185(10) . ? O4 C42 1.337(10) . ? O4 C43 1.437(10) . ? O5 C51 1.163(9) . ? O6 C51 1.324(9) . ? O6 C52 1.455(10) . ? O7 C36 1.203(9) . ? O8 C54 1.213(9) . ? O9 C45 1.215(10) . ? O10 C6 1.196(8) . ? O11 C6 1.310(7) . ? O11 C7 1.457(7) . ? O12 C15 1.228(8) . ? O13 C15 1.304(8) . ? O13 C16 1.467(8) . ? O14 C24 1.204(8) . ? O15 C24 1.338(9) . ? O15 C25 1.450(8) . ? O16 C9 1.200(8) . ? O17 C18 1.221(7) . ? O18 C27 1.203(7) . ? O19 N13 1.253(7) . ? O20 N13 1.244(9) . ? O21 N13 1.214(8) . ? O22 N14 1.264(7) . ? O23 N14 1.235(7) . ? O24 N14 1.232(7) . ? O25 N15 1.255(3) . ? O25 O27B 1.79(3) . ? O26 N15 1.253(3) . ? O27A O27B 1.05(3) . ? O27A N15 1.256(4) . ? O27B N15 1.259(4) . ? O28 N16 1.268(5) . ? O29 N16 1.258(4) . ? O30 N16 1.254(4) . ? O31 C55 1.372(12) . ? O31 H31 0.8400 . ? O32 C58 1.496(4) . ? O32 H32 0.8400 . ? O33 C59 1.61(3) . ? O33 H33 0.8400 . ? N1 C32 1.342(7) . ? N1 C28 1.359(8) . ? N2 C41 1.340(7) . ? N2 C37 1.341(8) . ? N2 Cu1 2.031(5) 2_557 ? N3 C46 1.325(9) . ? N3 C50 1.350(8) . ? N3 Cu1 2.021(5) 3_557 ? N4 C54 1.361(10) . ? N4 C36 1.393(9) . ? N4 C35 1.481(9) . ? N5 C54 1.357(11) . ? N5 C45 1.397(13) . ? N5 C53 1.484(11) . ? N6 C36 1.371(9) . ? N6 C45 1.392(11) . ? N6 C44 1.459(10) . ? N7 C5 1.337(8) . ? N7 C1 1.339(8) . ? N8 C10 1.334(9) . ? N8 C14 1.336(9) . ? N9 C23 1.338(10) . ? N9 C19 1.339(9) . ? N9 Cu2 2.016(6) 3_558 ? N10 C18 1.370(8) . ? N10 C9 1.381(8) . ? N10 C8 1.476(7) . ? N11 C27 1.369(8) . ? N11 C18 1.387(8) . ? N11 C17 1.470(8) . ? N12 C27 1.388(8) . ? N12 C9 1.401(8) . ? N12 C26 1.466(8) . ? C1 C2 1.368(9) . ? C1 H1A 0.9500 . ? C2 C3 1.387(8) . ? C2 H2A 0.9500 . ? C3 C4 1.387(8) . ? C3 C6 1.481(9) . ? C4 C5 1.393(8) . ? C4 H4A 0.9500 . ? C5 H5A 0.9500 . ? C7 C8 1.504(9) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C10 C11 1.381(10) . ? C10 H10A 0.9500 . ? C11 C12 1.390(10) . ? C11 H11A 0.9500 . ? C12 C13 1.392(9) . ? C12 C15 1.486(9) . ? C13 C14 1.360(10) . ? C13 H13A 0.9500 . ? C14 H14A 0.9500 . ? C16 C17 1.499(10) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C19 C20 1.364(10) . ? C19 H19A 0.9500 . ? C20 C21 1.382(10) . ? C20 H20A 0.9500 . ? C21 C22 1.365(10) . ? C21 C24 1.516(10) . ? C22 C23 1.374(10) . ? C22 H22A 0.9500 . ? C23 H23A 0.9500 . ? C25 C26 1.521(10) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C28 C29 1.360(9) . ? C28 H28A 0.9500 . ? C29 C30 1.385(9) . ? C29 H29A 0.9500 . ? C30 C31 1.382(8) . ? C30 C33 1.501(9) . ? C31 C32 1.377(8) . ? C31 H31A 0.9500 . ? C32 H32A 0.9500 . ? C34 C35 1.494(10) . ? C34 H34A 0.9900 . ? C34 H34B 0.9900 . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C37 C38 1.362(10) . ? C37 H37A 0.9500 . ? C38 C39 1.368(10) . ? C38 H38A 0.9500 . ? C39 C40 1.378(9) . ? C39 C42 1.501(10) . ? C40 C41 1.372(9) . ? C40 H40A 0.9500 . ? C41 H41A 0.9500 . ? C43 C44 1.523(14) . ? C43 H43A 0.9900 . ? C43 H43B 0.9900 . ? C44 H44A 0.9900 . ? C44 H44B 0.9900 . ? C46 C47 1.389(10) . ? C46 H46A 0.9500 . ? C47 C48 1.380(10) . ? C47 H47A 0.9500 . ? C48 C49 1.395(10) . ? C48 C51 1.497(10) . ? C49 C50 1.354(9) . ? C49 H49A 0.9500 . ? C50 H50A 0.9500 . ? C52 C53 1.685(18) . ? C52 H52A 0.9900 . ? C52 H52B 0.9900 . ? C53 H53A 0.9900 . ? C53 H53B 0.9900 . ? C55 H55A 0.9800 . ? C55 H55B 0.9800 . ? C55 H55C 0.9800 . ? C56 H56A 0.9900 . ? C56 H56B 0.9900 . ? C57 H57A 0.9900 . ? C57 H57B 0.9900 . ? C57 H57C 0.9900 . ? C57 H57D 0.9900 . ? C58 H58A 0.9800 . ? C58 H58B 0.9800 . ? C58 H58C 0.9800 . ? C59 H59A 0.9800 . ? C59 H59B 0.9800 . ? C59 H59C 0.9800 . ? 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 N1 91.1(2) 3_557 . ? N3 Cu1 N7 178.3(2) 3_557 . ? N1 Cu1 N7 89.6(2) . . ? N3 Cu1 N2 91.55(19) 3_557 2_547 ? N1 Cu1 N2 174.9(2) . 2_547 ? N7 Cu1 N2 87.68(19) . 2_547 ? N3 Cu1 O19 89.44(19) 3_557 . ? N1 Cu1 O19 93.31(19) . . ? N7 Cu1 O19 92.12(19) . . ? N2 Cu1 O19 91.05(18) 2_547 . ? O28 Cu2 N8 89.7(2) . . ? O28 Cu2 N9 91.2(3) . 3_558 ? N8 Cu2 N9 172.7(3) . 3_558 ? O28 Cu2 O25 160.5(3) . . ? N8 Cu2 O25 88.9(3) . . ? N9 Cu2 O25 87.9(3) 3_558 . ? O28 Cu2 O27B 149.8(5) . . ? N8 Cu2 O27B 91.7(11) . . ? N9 Cu2 O27B 91.2(11) 3_558 . ? O25 Cu2 O27B 49.7(5) . . ? C33 O2 C34 115.7(5) . . ? C42 O4 C43 116.7(8) . . ? C51 O6 C52 115.5(7) . . ? C6 O11 C7 112.7(5) . . ? C15 O13 C16 116.2(5) . . ? C24 O15 C25 116.4(6) . . ? N13 O19 Cu1 134.2(4) . . ? N15 O25 O27B 44.7(10) . . ? N15 O25 Cu2 112.3(6) . . ? O27B O25 Cu2 70.9(13) . . ? O27B O27A N15 65.4(9) . . ? O27A O27B N15 65.1(9) . . ? O27A O27B O25 98.8(16) . . ? N15 O27B O25 44.6(10) . . ? O27A O27B Cu2 117(3) . . ? N15 O27B Cu2 101(2) . . ? O25 O27B Cu2 59.3(13) . . ? N16 O28 Cu2 115.9(6) . . ? C55 O31 H31 109.5 . . ? C58 O32 H32 109.5 . . ? C59 O33 H33 109.5 . . ? C32 N1 C28 117.3(5) . . ? C32 N1 Cu1 120.7(4) . . ? C28 N1 Cu1 121.7(4) . . ? C41 N2 C37 117.2(5) . . ? C41 N2 Cu1 123.5(4) . 2_557 ? C37 N2 Cu1 119.1(4) . 2_557 ? C46 N3 C50 117.2(6) . . ? C46 N3 Cu1 120.5(4) . 3_557 ? C50 N3 Cu1 122.3(4) . 3_557 ? C54 N4 C36 125.6(7) . . ? C54 N4 C35 115.6(6) . . ? C36 N4 C35 118.8(6) . . ? C54 N5 C45 124.0(7) . . ? C54 N5 C53 116.5(8) . . ? C45 N5 C53 119.3(8) . . ? C36 N6 C45 123.6(7) . . ? C36 N6 C44 117.5(7) . . ? C45 N6 C44 118.9(7) . . ? C5 N7 C1 118.7(5) . . ? C5 N7 Cu1 122.0(4) . . ? C1 N7 Cu1 119.3(4) . . ? C10 N8 C14 118.3(6) . . ? C10 N8 Cu2 121.1(5) . . ? C14 N8 Cu2 120.6(5) . . ? C23 N9 C19 117.1(6) . . ? C23 N9 Cu2 121.4(5) . 3_558 ? C19 N9 Cu2 121.4(5) . 3_558 ? C18 N10 C9 125.6(5) . . ? C18 N10 C8 117.6(5) . . ? C9 N10 C8 116.5(5) . . ? C27 N11 C18 123.8(5) . . ? C27 N11 C17 118.2(5) . . ? C18 N11 C17 117.8(5) . . ? C27 N12 C9 124.4(5) . . ? C27 N12 C26 116.9(5) . . ? C9 N12 C26 118.6(5) . . ? O21 N13 O20 120.7(7) . . ? O21 N13 O19 120.6(6) . . ? O20 N13 O19 118.7(7) . . ? O24 N14 O23 121.7(6) . . ? O24 N14 O22 120.1(6) . . ? O23 N14 O22 118.2(6) . . ? O26 N15 O25 119.4(7) . . ? O26 N15 O27A 116.7(8) . . ? O25 N15 O27A 123.4(8) . . ? O26 N15 O27B 138(2) . . ? O25 N15 O27B 91(2) . . ? O27A N15 O27B 49.6(17) . . ? O30 N16 O29 127.9(11) . . ? O30 N16 O28 112.6(9) . . ? O29 N16 O28 119.4(9) . . ? N7 C1 C2 122.1(6) . . ? N7 C1 H1A 118.9 . . ? C2 C1 H1A 118.9 . . ? C1 C2 C3 119.7(6) . . ? C1 C2 H2A 120.1 . . ? C3 C2 H2A 120.1 . . ? C2 C3 C4 118.8(6) . . ? C2 C3 C6 118.4(5) . . ? C4 C3 C6 122.8(5) . . ? C3 C4 C5 117.9(5) . . ? C3 C4 H4A 121.1 . . ? C5 C4 H4A 121.1 . . ? N7 C5 C4 122.8(6) . . ? N7 C5 H5A 118.6 . . ? C4 C5 H5A 118.6 . . ? O10 C6 O11 122.9(6) . . ? O10 C6 C3 122.4(6) . . ? O11 C6 C3 114.7(5) . . ? O11 C7 C8 107.8(5) . . ? O11 C7 H7A 110.1 . . ? C8 C7 H7A 110.1 . . ? O11 C7 H7B 110.1 . . ? C8 C7 H7B 110.1 . . ? H7A C7 H7B 108.5 . . ? N10 C8 C7 107.0(5) . . ? N10 C8 H8A 110.3 . . ? C7 C8 H8A 110.3 . . ? N10 C8 H8B 110.3 . . ? C7 C8 H8B 110.3 . . ? H8A C8 H8B 108.6 . . ? O16 C9 N10 123.8(6) . . ? O16 C9 N12 122.3(6) . . ? N10 C9 N12 113.9(6) . . ? N8 C10 C11 122.0(7) . . ? N8 C10 H10A 119.0 . . ? C11 C10 H10A 119.0 . . ? C10 C11 C12 119.4(6) . . ? C10 C11 H11A 120.3 . . ? C12 C11 H11A 120.3 . . ? C11 C12 C13 117.8(6) . . ? C11 C12 C15 119.0(6) . . ? C13 C12 C15 123.2(6) . . ? C14 C13 C12 119.0(7) . . ? C14 C13 H13A 120.5 . . ? C12 C13 H13A 120.5 . . ? N8 C14 C13 123.4(7) . . ? N8 C14 H14A 118.3 . . ? C13 C14 H14A 118.3 . . ? O12 C15 O13 125.6(6) . . ? O12 C15 C12 121.8(7) . . ? O13 C15 C12 112.5(6) . . ? O13 C16 C17 110.5(6) . . ? O13 C16 H16A 109.6 . . ? C17 C16 H16A 109.6 . . ? O13 C16 H16B 109.6 . . ? C17 C16 H16B 109.6 . . ? H16A C16 H16B 108.1 . . ? N11 C17 C16 113.2(5) . . ? N11 C17 H17A 108.9 . . ? C16 C17 H17A 108.9 . . ? N11 C17 H17B 108.9 . . ? C16 C17 H17B 108.9 . . ? H17A C17 H17B 107.8 . . ? O17 C18 N10 121.9(6) . . ? O17 C18 N11 122.2(6) . . ? N10 C18 N11 115.9(5) . . ? N9 C19 C20 123.0(7) . . ? N9 C19 H19A 118.5 . . ? C20 C19 H19A 118.5 . . ? C19 C20 C21 118.7(7) . . ? C19 C20 H20A 120.7 . . ? C21 C20 H20A 120.7 . . ? C22 C21 C20 119.5(7) . . ? C22 C21 C24 119.8(7) . . ? C20 C21 C24 120.7(6) . . ? C21 C22 C23 118.0(7) . . ? C21 C22 H22A 121.0 . . ? C23 C22 H22A 121.0 . . ? N9 C23 C22 123.6(7) . . ? N9 C23 H23A 118.2 . . ? C22 C23 H23A 118.2 . . ? O14 C24 O15 126.1(6) . . ? O14 C24 C21 123.7(7) . . ? O15 C24 C21 110.2(6) . . ? O15 C25 C26 110.3(5) . . ? O15 C25 H25A 109.6 . . ? C26 C25 H25A 109.6 . . ? O15 C25 H25B 109.6 . . ? C26 C25 H25B 109.6 . . ? H25A C25 H25B 108.1 . . ? N12 C26 C25 111.7(5) . . ? N12 C26 H26A 109.3 . . ? C25 C26 H26A 109.3 . . ? N12 C26 H26B 109.3 . . ? C25 C26 H26B 109.3 . . ? H26A C26 H26B 107.9 . . ? O18 C27 N11 122.6(6) . . ? O18 C27 N12 121.3(6) . . ? N11 C27 N12 116.1(5) . . ? N1 C28 C29 123.3(6) . . ? N1 C28 H28A 118.3 . . ? C29 C28 H28A 118.3 . . ? C28 C29 C30 118.6(6) . . ? C28 C29 H29A 120.7 . . ? C30 C29 H29A 120.7 . . ? C31 C30 C29 119.1(6) . . ? C31 C30 C33 121.9(6) . . ? C29 C30 C33 119.0(6) . . ? C32 C31 C30 119.0(6) . . ? C32 C31 H31A 120.5 . . ? C30 C31 H31A 120.5 . . ? N1 C32 C31 122.6(5) . . ? N1 C32 H32A 118.7 . . ? C31 C32 H32A 118.7 . . ? O1 C33 O2 125.3(6) . . ? O1 C33 C30 123.8(6) . . ? O2 C33 C30 110.8(5) . . ? O2 C34 C35 106.7(6) . . ? O2 C34 H34A 110.4 . . ? C35 C34 H34A 110.4 . . ? O2 C34 H34B 110.4 . . ? C35 C34 H34B 110.4 . . ? H34A C34 H34B 108.6 . . ? N4 C35 C34 112.2(6) . . ? N4 C35 H35A 109.2 . . ? C34 C35 H35A 109.2 . . ? N4 C35 H35B 109.2 . . ? C34 C35 H35B 109.2 . . ? H35A C35 H35B 107.9 . . ? O7 C36 N6 122.6(7) . . ? O7 C36 N4 122.4(7) . . ? N6 C36 N4 114.9(7) . . ? N2 C37 C38 122.7(6) . . ? N2 C37 H37A 118.6 . . ? C38 C37 H37A 118.6 . . ? C37 C38 C39 120.1(7) . . ? C37 C38 H38A 120.0 . . ? C39 C38 H38A 120.0 . . ? C38 C39 C40 117.8(6) . . ? C38 C39 C42 122.2(7) . . ? C40 C39 C42 120.0(6) . . ? C41 C40 C39 119.5(6) . . ? C41 C40 H40A 120.3 . . ? C39 C40 H40A 120.3 . . ? N2 C41 C40 122.6(6) . . ? N2 C41 H41A 118.7 . . ? C40 C41 H41A 118.7 . . ? O3 C42 O4 125.6(8) . . ? O3 C42 C39 122.9(8) . . ? O4 C42 C39 111.4(7) . . ? O4 C43 C44 110.9(7) . . ? O4 C43 H43A 109.5 . . ? C44 C43 H43A 109.5 . . ? O4 C43 H43B 109.5 . . ? C44 C43 H43B 109.5 . . ? H43A C43 H43B 108.1 . . ? N6 C44 C43 111.9(9) . . ? N6 C44 H44A 109.2 . . ? C43 C44 H44A 109.2 . . ? N6 C44 H44B 109.2 . . ? C43 C44 H44B 109.2 . . ? H44A C44 H44B 107.9 . . ? O9 C45 N6 120.4(10) . . ? O9 C45 N5 123.7(9) . . ? N6 C45 N5 115.9(8) . . ? N3 C46 C47 123.1(7) . . ? N3 C46 H46A 118.5 . . ? C47 C46 H46A 118.5 . . ? C48 C47 C46 118.8(7) . . ? C48 C47 H47A 120.6 . . ? C46 C47 H47A 120.6 . . ? C47 C48 C49 118.2(6) . . ? C47 C48 C51 118.0(7) . . ? C49 C48 C51 123.8(7) . . ? C50 C49 C48 118.9(7) . . ? C50 C49 H49A 120.6 . . ? C48 C49 H49A 120.6 . . ? N3 C50 C49 123.8(6) . . ? N3 C50 H50A 118.1 . . ? C49 C50 H50A 118.1 . . ? O5 C51 O6 125.1(7) . . ? O5 C51 C48 124.3(7) . . ? O6 C51 C48 110.6(7) . . ? O6 C52 C53 106.2(10) . . ? O6 C52 H52A 110.5 . . ? C53 C52 H52A 110.5 . . ? O6 C52 H52B 110.5 . . ? C53 C52 H52B 110.5 . . ? H52A C52 H52B 108.7 . . ? N5 C53 C52 112.7(9) . . ? N5 C53 H53A 109.0 . . ? C52 C53 H53A 109.0 . . ? N5 C53 H53B 109.0 . . ? C52 C53 H53B 109.0 . . ? H53A C53 H53B 107.8 . . ? O8 C54 N5 121.2(8) . . ? O8 C54 N4 122.9(8) . . ? N5 C54 N4 115.8(7) . . ? O31 C55 H55A 109.5 . . ? O31 C55 H55B 109.5 . . ? H55A C55 H55B 109.5 . . ? O31 C55 H55C 109.5 . . ? H55A C55 H55C 109.5 . . ? H55B C55 H55C 109.5 . . ? Cl2 C56 Cl1 113.6(10) . . ? Cl2 C56 H56A 108.8 . . ? Cl1 C56 H56A 108.8 . . ? Cl2 C56 H56B 108.8 . . ? Cl1 C56 H56B 108.8 . . ? H56A C56 H56B 107.7 . . ? Cl3B C57 Cl4B 125.1(12) . . ? Cl3B C57 Cl3C 36.6(11) . . ? Cl4B C57 Cl3C 145.4(14) . . ? Cl3B C57 Cl3A 92.2(9) . . ? Cl4B C57 Cl3A 33.0(5) . . ? Cl3C C57 Cl3A 119.4(14) . . ? Cl3B C57 Cl4A 112.3(11) . . ? Cl4B C57 Cl4A 76.9(8) . . ? Cl3C C57 Cl4A 132.8(12) . . ? Cl3A C57 Cl4A 86.2(7) . . ? Cl3B C57 H57A 22.2 . . ? Cl4B C57 H57A 146.9 . . ? Cl3C C57 H57A 21.2 . . ? Cl3A C57 H57A 114.3 . . ? Cl4A C57 H57A 114.3 . . ? Cl3B C57 H57B 127.1 . . ? Cl4B C57 H57B 89.0 . . ? Cl3C C57 H57B 91.7 . . ? Cl3A C57 H57B 114.3 . . ? Cl4A C57 H57B 114.3 . . ? H57A C57 H57B 111.4 . . ? Cl3B C57 H57C 133.6 . . ? Cl4B C57 H57C 100.5 . . ? Cl3C C57 H57C 100.5 . . ? Cl3A C57 H57C 133.4 . . ? Cl4A C57 H57C 83.1 . . ? H57A C57 H57C 111.4 . . ? H57B C57 H57C 36.6 . . ? Cl3B C57 H57D 77.2 . . ? Cl4B C57 H57D 100.5 . . ? Cl3C C57 H57D 100.5 . . ? Cl3A C57 H57D 91.8 . . ? Cl4A C57 H57D 35.4 . . ? H57A C57 H57D 80.2 . . ? H57B C57 H57D 140.9 . . ? H57C C57 H57D 104.3 . . ? O32 C58 H58A 109.5 . . ? O32 C58 H58B 109.5 . . ? H58A C58 H58B 109.5 . . ? O32 C58 H58C 109.5 . . ? H58A C58 H58C 109.5 . . ? H58B C58 H58C 109.5 . . ? O33 C59 H59A 109.5 . . ? O33 C59 H59B 109.5 . . ? H59A C59 H59B 109.5 . . ? O33 C59 H59C 109.5 . . ? H59A C59 H59C 109.5 . . ? H59B C59 H59C 109.5 . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.793 _refine_diff_density_min -1.113 _refine_diff_density_rms 0.110 _database_code_depnum_ccdc_archive 'CCDC 936235'