# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Dr Muhammad Mazhar' _publ_contact_author_email mazhar42pk@yahoo.com _publ_section_title ; Isostructural copper-zinc mixed metal complexes for single source deposition of Cu-ZnO composite thin films ; loop_ _publ_author_name M.Sultan M.Mazhar A.Tahir U.Wijayantha M.Zeller # Attachment '- Cif file complex -2 Sultan et al' data_07mz450m _database_code_depnum_ccdc_archive 'CCDC 807290' #TrackingRef '- Cif file complex -2 Sultan et al' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H31 Cl Cu3 F9 N3 O10 Zn, C4 H8 O' _chemical_formula_sum 'C22 H39 Cl Cu3 F9 N3 O11 Zn' _chemical_formula_weight 984.00 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 16.4206(18) _cell_length_b 12.2146(14) _cell_length_c 17.766(2) _cell_angle_alpha 90.00 _cell_angle_beta 94.628(2) _cell_angle_gamma 90.00 _cell_volume 3551.8(7) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 6398 _cell_measurement_theta_min 2.30 _cell_measurement_theta_max 30.50 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.65 _exptl_crystal_size_mid 0.46 _exptl_crystal_size_min 0.37 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.840 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1980 _exptl_absorpt_coefficient_mu 2.617 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.326 _exptl_absorpt_correction_T_max 0.380 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2007)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker AXS SMART APEX CCD diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 15141 _diffrn_reflns_av_R_equivalents 0.0167 _diffrn_reflns_av_sigmaI/netI 0.0164 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.15 _diffrn_reflns_theta_max 28.28 _reflns_number_total 4606 _reflns_number_gt 4186 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART 5.630 (Bruker, 1997-2002)' _computing_cell_refinement 'SAINT+ 6.45 (Bruker, 2003)' _computing_data_reduction 'SAINT+ 6.45' _computing_structure_solution 'SHELXTL 6.14 (Bruker, 2000-2003)' _computing_structure_refinement 'SHELXTL 6.14' _computing_molecular_graphics 'SHELXTL 6.14' _computing_publication_material 'SHELXTL 6.14' _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^)+(0.0261P)^2^+7.3260P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4606 _refine_ls_number_parameters 390 _refine_ls_number_restraints 288 _refine_ls_R_factor_all 0.0298 _refine_ls_R_factor_gt 0.0258 _refine_ls_wR_factor_ref 0.0648 _refine_ls_wR_factor_gt 0.0601 _refine_ls_goodness_of_fit_ref 1.071 _refine_ls_restrained_S_all 1.081 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.6513(2) 0.3678(3) 0.45670(19) 0.0212(7) Uani 0.50 1 d PDU . -1 H1A H 0.6379 0.4125 0.5005 0.025 Uiso 0.50 1 calc PR . -1 H1B H 0.7046 0.3318 0.4693 0.025 Uiso 0.50 1 calc PR . -1 C2 C 0.5854(3) 0.2820(3) 0.4393(2) 0.0194(8) Uani 0.50 1 d PDU . -1 H2A H 0.5906 0.2236 0.4780 0.023 Uiso 0.50 1 calc PR . -1 H2B H 0.5309 0.3161 0.4409 0.023 Uiso 0.50 1 calc PR . -1 C3 C 0.6673(4) 0.1650(6) 0.3621(5) 0.0237(15) Uani 0.50 1 d PDU . -1 H3A H 0.6604 0.0980 0.3912 0.036 Uiso 0.50 1 calc PR . -1 H3B H 0.7147 0.2057 0.3843 0.036 Uiso 0.50 1 calc PR . -1 H3C H 0.6758 0.1460 0.3097 0.036 Uiso 0.50 1 calc PR . -1 C4 C 0.5201(3) 0.1673(3) 0.3404(3) 0.0246(8) Uani 0.50 1 d PDU . -1 H4A H 0.5192 0.1021 0.3726 0.037 Uiso 0.50 1 calc PR . -1 H4B H 0.5221 0.1449 0.2877 0.037 Uiso 0.50 1 calc PR . -1 H4C H 0.4706 0.2107 0.3456 0.037 Uiso 0.50 1 calc PR . -1 C5 C 0.8402(2) 0.3767(3) 0.2431(2) 0.0204(7) Uani 0.50 1 d PDU . -1 H5A H 0.8291 0.3237 0.2014 0.024 Uiso 0.50 1 calc PR . -1 H5B H 0.8737 0.3398 0.2845 0.024 Uiso 0.50 1 calc PR . -1 C6 C 0.88504(19) 0.4748(3) 0.21589(19) 0.0216(10) Uani 0.50 1 d PDU . -1 H6A H 0.9032 0.5221 0.2593 0.026 Uiso 0.50 1 calc PR . -1 H6B H 0.9340 0.4506 0.1914 0.026 Uiso 0.50 1 calc PR . -1 C7 C 0.8570(2) 0.6537(3) 0.1599(2) 0.0267(8) Uani 0.50 1 d PDU . -1 H7A H 0.9114 0.6577 0.1410 0.040 Uiso 0.50 1 calc PR . -1 H7B H 0.8593 0.6835 0.2113 0.040 Uiso 0.50 1 calc PR . -1 H7C H 0.8183 0.6964 0.1269 0.040 Uiso 0.50 1 calc PR . -1 C8 C 0.8308(2) 0.4923(14) 0.08389(18) 0.0274(14) Uani 0.50 1 d PDU . -1 H8A H 0.8812 0.5146 0.0621 0.041 Uiso 0.50 1 calc PR . -1 H8B H 0.7836 0.5200 0.0523 0.041 Uiso 0.50 1 calc PR . -1 H8C H 0.8282 0.4122 0.0861 0.041 Uiso 0.50 1 calc PR . -1 C9 C 0.7551(2) 0.7320(3) 0.3680(2) 0.0195(7) Uani 0.50 1 d PDU . -1 H9A H 0.7993 0.7667 0.3418 0.023 Uiso 0.50 1 calc PR . -1 H9B H 0.7774 0.7111 0.4195 0.023 Uiso 0.50 1 calc PR . -1 C10 C 0.6851(4) 0.8120(6) 0.3729(5) 0.0179(13) Uani 0.50 1 d PDU . -1 H10A H 0.6989 0.8652 0.4140 0.021 Uiso 0.50 1 calc PR . -1 H10B H 0.6763 0.8530 0.3249 0.021 Uiso 0.50 1 calc PR . -1 C11 C 0.6150(3) 0.7054(4) 0.4649(2) 0.0221(8) Uani 0.50 1 d PDU . -1 H11A H 0.5641 0.6670 0.4734 0.033 Uiso 0.50 1 calc PR . -1 H11B H 0.6240 0.7645 0.5019 0.033 Uiso 0.50 1 calc PR . -1 H11C H 0.6608 0.6538 0.4704 0.033 Uiso 0.50 1 calc PR . -1 C12 C 0.5386(2) 0.8285(3) 0.3783(3) 0.0243(8) Uani 0.50 1 d PDU . -1 H12A H 0.4883 0.7898 0.3884 0.036 Uiso 0.50 1 calc PR . -1 H12B H 0.5336 0.8566 0.3265 0.036 Uiso 0.50 1 calc PR . -1 H12C H 0.5474 0.8897 0.4137 0.036 Uiso 0.50 1 calc PR . -1 C15 C 0.4497(2) 0.5122(17) 0.31345(18) 0.026(3) Uani 0.50 1 d PU . -1 C16 C 0.3544(2) 0.5305(3) 0.3064(2) 0.0234(8) Uani 0.50 1 d PDU . -1 Cu2 Cu 0.71638(2) 0.47918(3) 0.19653(2) 0.01404(15) Uani 0.50 1 d P . -1 F4 F 0.31647(15) 0.4517(2) 0.26488(18) 0.0411(6) Uani 0.50 1 d PD . -1 F5 F 0.32685(14) 0.5248(4) 0.37503(14) 0.0508(17) Uani 0.50 1 d PD . -1 F6 F 0.33048(13) 0.6249(2) 0.27498(15) 0.0306(5) Uani 0.50 1 d PD . -1 N1 N 0.5929(3) 0.2339(4) 0.3637(3) 0.0167(9) Uani 0.50 1 d PDU . -1 N2 N 0.82989(17) 0.5377(2) 0.16086(16) 0.0193(6) Uani 0.50 1 d PDU . -1 N3 N 0.6090(3) 0.7518(4) 0.3879(2) 0.0162(9) Uani 0.50 1 d PDU . -1 O2 O 0.65548(14) 0.4362(2) 0.39144(12) 0.0165(5) Uani 0.50 1 d PDU . -1 O3 O 0.76525(13) 0.4143(2) 0.26944(13) 0.0157(4) Uani 0.50 1 d PDU . -1 O4 O 0.72567(14) 0.63621(19) 0.32720(13) 0.0157(4) Uani 0.50 1 d PDU . -1 O7 O 0.47993(10) 0.40739(16) 0.31690(9) 0.0364(4) Uani 1 1 d U . -1 O8 O 0.48132(16) 0.5224(2) 0.14296(16) 0.0297(9) Uani 0.50 1 d PDU A -1 C17 C 0.4477(3) 0.4289(5) 0.1034(3) 0.0300(11) Uani 0.50 1 d PDU A -1 H17A H 0.4257 0.3766 0.1392 0.036 Uiso 0.50 1 calc PR A -1 H17B H 0.4904 0.3913 0.0767 0.036 Uiso 0.50 1 calc PR A -1 C18 C 0.3792(2) 0.4703(3) 0.0467(3) 0.0322(11) Uani 0.50 1 d PDU A -1 H18A H 0.3982 0.4774 -0.0045 0.039 Uiso 0.50 1 calc PR A -1 H18B H 0.3312 0.4211 0.0447 0.039 Uiso 0.50 1 calc PR A -1 C19 C 0.3596(3) 0.5816(4) 0.0793(2) 0.0322(9) Uani 0.50 1 d PDU A -1 H19A H 0.3370 0.6322 0.0393 0.039 Uiso 0.50 1 calc PR A -1 H19B H 0.3203 0.5749 0.1185 0.039 Uiso 0.50 1 calc PR A -1 C20 C 0.4427(3) 0.6197(4) 0.1130(3) 0.0256(10) Uani 0.50 1 d PDU A -1 H20A H 0.4745 0.6527 0.0738 0.031 Uiso 0.50 1 calc PR A -1 H20B H 0.4368 0.6743 0.1534 0.031 Uiso 0.50 1 calc PR A -1 C13 C 0.63069(10) 0.28341(15) 0.14980(10) 0.0198(3) Uani 1 1 d U . . C14 C 0.62307(12) 0.18606(17) 0.09445(11) 0.0290(4) Uani 1 1 d DU . . O1 O 0.61403(10) 0.5000 0.24504(9) 0.0154(3) Uani 1 2 d SD . . H1 H 0.5810(16) 0.5000 0.2079(14) 0.023 Uiso 1 2 d SD . . O5 O 0.67117(8) 0.36192(11) 0.12844(7) 0.0242(3) Uani 1 1 d U . . O6 O 0.59572(8) 0.26875(12) 0.20863(7) 0.0247(3) Uani 1 1 d U . . F1 F 0.5601(3) 0.1216(3) 0.0984(3) 0.0450(12) Uani 0.50 1 d PD B 2 F2 F 0.68891(18) 0.1266(2) 0.09295(19) 0.0436(7) Uani 0.50 1 d PD B 2 F3 F 0.6113(2) 0.2275(2) 0.02096(13) 0.0446(7) Uani 0.50 1 d PD B 2 F1B F 0.5491(3) 0.1663(5) 0.0714(4) 0.084(2) Uani 0.50 1 d PD B 3 F2B F 0.6505(3) 0.0980(2) 0.1392(2) 0.0690(11) Uani 0.50 1 d PD B 3 F3B F 0.6712(2) 0.1883(3) 0.04204(18) 0.0473(7) Uani 0.50 1 d PD B 3 Cu1 Cu 0.605343(12) 0.369009(17) 0.306243(13) 0.02093(7) Uani 1 1 d . . . Zn1 Zn 0.762158(16) 0.5000 0.365912(15) 0.01813(7) Uani 1 2 d S . . Cl1 Cl 0.86789(4) 0.5000 0.44995(3) 0.02470(13) Uani 1 2 d S . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0217(16) 0.0271(19) 0.0147(15) 0.0006(13) 0.0007(12) -0.0054(15) C2 0.021(2) 0.0217(19) 0.015(2) 0.0018(16) 0.0010(15) -0.0038(16) C3 0.023(3) 0.020(3) 0.028(3) 0.002(2) 0.004(3) 0.005(2) C4 0.025(2) 0.0200(19) 0.028(2) 0.0028(18) 0.0004(17) -0.0085(16) C5 0.0211(16) 0.0215(18) 0.0191(15) 0.0006(13) 0.0050(12) 0.0055(13) C6 0.0159(13) 0.026(3) 0.0226(14) 0.0010(12) 0.0012(11) 0.0015(12) C7 0.0252(18) 0.026(2) 0.0295(19) 0.0021(15) 0.0056(15) -0.0075(15) C8 0.0257(13) 0.037(4) 0.0203(13) -0.001(3) 0.0076(10) 0.010(4) C9 0.0148(14) 0.0203(17) 0.0231(16) -0.0053(13) -0.0006(12) 0.0014(13) C10 0.020(3) 0.015(3) 0.018(2) 0.0021(18) -0.0051(19) -0.002(2) C11 0.027(2) 0.025(2) 0.014(2) -0.0004(16) 0.0033(16) -0.0021(18) C12 0.0197(19) 0.0210(19) 0.032(2) -0.0071(19) 0.0007(17) 0.0018(15) C15 0.0170(13) 0.045(8) 0.0156(12) 0.006(3) 0.0032(10) 0.017(4) C16 0.0202(16) 0.021(2) 0.0295(17) 0.0094(12) 0.0024(14) -0.0006(12) Cu2 0.01354(15) 0.0159(4) 0.01269(15) -0.00109(13) 0.00096(11) -0.00029(14) F4 0.0212(12) 0.0323(14) 0.0676(19) 0.0002(13) -0.0101(12) -0.0061(11) F5 0.0266(10) 0.087(5) 0.0416(12) 0.0267(19) 0.0183(9) 0.0197(16) F6 0.0180(10) 0.0256(13) 0.0480(14) 0.0153(11) 0.0012(9) 0.0036(9) N1 0.016(2) 0.0159(19) 0.019(2) -0.0012(18) 0.0034(16) -0.0010(15) N2 0.0180(13) 0.0218(14) 0.0186(13) 0.0020(10) 0.0034(10) -0.0005(10) N3 0.015(2) 0.0152(19) 0.018(3) -0.0032(18) -0.0013(16) 0.0016(15) O2 0.0160(11) 0.0201(12) 0.0135(10) 0.0006(9) 0.0010(8) -0.0023(9) O3 0.0135(10) 0.0186(12) 0.0149(10) -0.0007(9) 0.0009(8) 0.0017(9) O4 0.0151(10) 0.0132(11) 0.0182(11) -0.0010(9) -0.0019(8) -0.0002(9) O7 0.0334(8) 0.0454(10) 0.0316(8) -0.0067(7) 0.0108(6) -0.0202(8) O8 0.0306(12) 0.018(3) 0.0369(13) -0.0017(11) -0.0183(10) 0.0006(10) C17 0.031(2) 0.025(3) 0.032(2) -0.002(2) -0.0083(18) -0.001(2) C18 0.0270(18) 0.036(3) 0.0310(19) -0.0021(16) -0.0126(15) -0.0010(15) C19 0.027(2) 0.043(3) 0.026(2) 0.0024(19) -0.0059(16) 0.0041(19) C20 0.025(2) 0.024(3) 0.027(2) 0.003(2) -0.0037(15) 0.005(2) C13 0.0192(8) 0.0211(9) 0.0186(8) -0.0058(6) -0.0027(6) 0.0008(7) C14 0.0349(10) 0.0228(10) 0.0299(10) -0.0091(8) 0.0064(8) -0.0031(8) O1 0.0140(7) 0.0199(8) 0.0120(7) 0.000 -0.0007(6) 0.000 O5 0.0257(6) 0.0253(7) 0.0221(6) -0.0079(5) 0.0059(5) -0.0054(5) O6 0.0252(6) 0.0311(7) 0.0181(6) -0.0060(5) 0.0029(5) -0.0077(6) F1 0.050(3) 0.037(2) 0.050(2) -0.0253(16) 0.0178(19) -0.0232(19) F2 0.0438(16) 0.0296(15) 0.0582(19) -0.0201(14) 0.0096(14) 0.0082(12) F3 0.084(2) 0.0334(15) 0.0160(11) -0.0066(10) -0.0009(12) -0.0105(15) F1B 0.0305(18) 0.107(5) 0.113(5) -0.090(4) -0.004(3) -0.013(3) F2B 0.132(4) 0.0211(14) 0.055(2) -0.0052(14) 0.011(2) 0.0127(18) F3B 0.0560(18) 0.0457(18) 0.0433(16) -0.0241(15) 0.0236(14) -0.0075(15) Cu1 0.01359(10) 0.01407(11) 0.03486(13) 0.00490(9) 0.00029(8) -0.00046(7) Zn1 0.01406(13) 0.02695(16) 0.01310(13) 0.000 -0.00064(9) 0.000 Cl1 0.0190(3) 0.0342(3) 0.0197(3) 0.000 -0.0055(2) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O2 1.435(4) . ? C1 C2 1.519(5) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 N1 1.479(5) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 N1 1.486(8) . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 N1 1.477(5) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 O3 1.428(4) . ? C5 C6 1.506(5) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 N2 1.491(4) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 N2 1.486(4) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 N2 1.477(7) . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 O4 1.439(4) . ? C9 C10 1.515(7) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 N3 1.493(8) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 N3 1.476(5) . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 N3 1.487(6) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C15 O7 1.373(19) . ? C15 C16 1.575(6) . ? C16 F6 1.327(4) . ? C16 F4 1.336(4) . ? C16 F5 1.336(4) . ? Cu2 O3 1.668(2) . ? Cu2 O1 1.9660(17) . ? Cu2 O5 1.9801(13) . ? Cu2 N2 2.140(3) . ? Cu2 O5 2.3743(13) 6_565 ? Cu2 Zn1 3.0529(6) . ? N1 Cu1 1.960(5) . ? N3 Cu1 2.068(5) 6_565 ? O2 Cu1 1.855(2) . ? O2 Zn1 2.002(2) . ? O3 Zn1 2.012(2) . ? O4 Zn1 1.880(2) . ? O4 Cu1 1.982(2) 6_565 ? O7 Cu1 2.1354(17) . ? O8 C17 1.428(6) . ? O8 C20 1.430(5) . ? C17 C18 1.534(6) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 C19 1.522(6) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 C20 1.518(6) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C13 O5 1.243(2) . ? C13 O6 1.245(2) . ? C13 C14 1.542(2) . ? C14 F3B 1.270(3) . ? C14 F1B 1.272(5) . ? C14 F2 1.305(3) . ? C14 F1 1.307(5) . ? C14 F2B 1.391(4) . ? C14 F3 1.399(3) . ? O1 Cu1 1.9462(10) 6_565 ? O1 Cu1 1.9462(10) . ? O1 Cu2 1.9661(17) 6_565 ? O1 H1 0.820(18) . ? O5 Cu2 2.3742(13) 6_565 ? O6 Cu1 2.1184(13) . ? Cu1 O4 1.982(2) 6_565 ? Cu1 N3 2.068(5) 6_565 ? Zn1 O4 1.880(2) 6_565 ? Zn1 O2 2.002(2) 6_565 ? Zn1 O3 2.012(2) 6_565 ? Zn1 Cl1 2.1966(6) . ? Zn1 Cu2 3.0529(6) 6_565 ? 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 O2 C1 C2 108.5(3) . . ? O2 C1 H1A 110.0 . . ? C2 C1 H1A 110.0 . . ? O2 C1 H1B 110.0 . . ? C2 C1 H1B 110.0 . . ? H1A C1 H1B 108.4 . . ? N1 C2 C1 110.4(3) . . ? N1 C2 H2A 109.6 . . ? C1 C2 H2A 109.6 . . ? N1 C2 H2B 109.6 . . ? C1 C2 H2B 109.6 . . ? H2A C2 H2B 108.1 . . ? N1 C3 H3A 109.5 . . ? N1 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? N1 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? N1 C4 H4A 109.5 . . ? N1 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? N1 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? O3 C5 C6 107.8(3) . . ? O3 C5 H5A 110.1 . . ? C6 C5 H5A 110.1 . . ? O3 C5 H5B 110.1 . . ? C6 C5 H5B 110.1 . . ? H5A C5 H5B 108.5 . . ? N2 C6 C5 109.5(3) . . ? N2 C6 H6A 109.8 . . ? C5 C6 H6A 109.8 . . ? N2 C6 H6B 109.8 . . ? C5 C6 H6B 109.8 . . ? H6A C6 H6B 108.2 . . ? N2 C7 H7A 109.5 . . ? N2 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? N2 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N2 C8 H8A 109.5 . . ? N2 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? N2 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? O4 C9 C10 109.1(4) . . ? O4 C9 H9A 109.9 . . ? C10 C9 H9A 109.9 . . ? O4 C9 H9B 109.9 . . ? C10 C9 H9B 109.9 . . ? H9A C9 H9B 108.3 . . ? N3 C10 C9 110.0(5) . . ? N3 C10 H10A 109.7 . . ? C9 C10 H10A 109.7 . . ? N3 C10 H10B 109.7 . . ? C9 C10 H10B 109.7 . . ? H10A C10 H10B 108.2 . . ? N3 C11 H11A 109.5 . . ? N3 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? N3 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N3 C12 H12A 109.5 . . ? N3 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? N3 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? O7 C15 C16 119.3(11) . . ? F6 C16 F4 106.6(3) . . ? F6 C16 F5 108.5(3) . . ? F4 C16 F5 106.8(3) . . ? F6 C16 C15 114.5(7) . . ? F4 C16 C15 111.0(7) . . ? F5 C16 C15 109.1(3) . . ? O3 Cu2 O1 95.50(9) . . ? O3 Cu2 O5 105.31(9) . . ? O1 Cu2 O5 94.00(5) . . ? O3 Cu2 N2 90.73(11) . . ? O1 Cu2 N2 151.95(8) . . ? O5 Cu2 N2 110.69(9) . . ? O3 Cu2 O5 153.52(9) . 6_565 ? O1 Cu2 O5 82.79(4) . 6_565 ? O5 Cu2 O5 101.17(8) . 6_565 ? N2 Cu2 O5 79.62(8) . 6_565 ? O3 Cu2 Zn1 37.75(8) . . ? O1 Cu2 Zn1 73.04(5) . . ? O5 Cu2 Zn1 135.46(4) . . ? N2 Cu2 Zn1 96.49(8) . . ? O5 Cu2 Zn1 118.43(4) 6_565 . ? C4 N1 C2 110.4(4) . . ? C4 N1 C3 109.3(4) . . ? C2 N1 C3 111.8(4) . . ? C4 N1 Cu1 115.7(3) . . ? C2 N1 Cu1 99.1(3) . . ? C3 N1 Cu1 110.2(5) . . ? C8 N2 C7 108.8(6) . . ? C8 N2 C6 111.3(5) . . ? C7 N2 C6 109.4(3) . . ? C8 N2 Cu2 102.9(3) . . ? C7 N2 Cu2 126.2(2) . . ? C6 N2 Cu2 97.53(19) . . ? C11 N3 C12 110.0(4) . . ? C11 N3 C10 111.1(4) . . ? C12 N3 C10 108.9(4) . . ? C11 N3 Cu1 111.8(3) . 6_565 ? C12 N3 Cu1 113.0(3) . 6_565 ? C10 N3 Cu1 101.7(4) . 6_565 ? C1 O2 Cu1 110.8(2) . . ? C1 O2 Zn1 120.64(19) . . ? Cu1 O2 Zn1 109.03(11) . . ? C5 O3 Cu2 105.78(19) . . ? C5 O3 Zn1 121.9(2) . . ? Cu2 O3 Zn1 111.76(12) . . ? C9 O4 Zn1 116.80(19) . . ? C9 O4 Cu1 114.18(19) . 6_565 ? Zn1 O4 Cu1 108.89(11) . 6_565 ? C15 O7 Cu1 123.3(3) . . ? C17 O8 C20 109.9(4) . . ? O8 C17 C18 107.0(4) . . ? O8 C17 H17A 110.3 . . ? C18 C17 H17A 110.3 . . ? O8 C17 H17B 110.3 . . ? C18 C17 H17B 110.3 . . ? H17A C17 H17B 108.6 . . ? C19 C18 C17 102.2(3) . . ? C19 C18 H18A 111.3 . . ? C17 C18 H18A 111.3 . . ? C19 C18 H18B 111.3 . . ? C17 C18 H18B 111.3 . . ? H18A C18 H18B 109.2 . . ? C20 C19 C18 102.3(3) . . ? C20 C19 H19A 111.3 . . ? C18 C19 H19A 111.3 . . ? C20 C19 H19B 111.3 . . ? C18 C19 H19B 111.3 . . ? H19A C19 H19B 109.2 . . ? O8 C20 C19 104.5(4) . . ? O8 C20 H20A 110.9 . . ? C19 C20 H20A 110.9 . . ? O8 C20 H20B 110.9 . . ? C19 C20 H20B 110.9 . . ? H20A C20 H20B 108.9 . . ? O5 C13 O6 131.38(17) . . ? O5 C13 C14 114.72(15) . . ? O6 C13 C14 113.90(16) . . ? F3B C14 F1B 113.7(4) . . ? F2 C14 F1 109.1(3) . . ? F3B C14 F2B 104.1(3) . . ? F1B C14 F2B 107.1(4) . . ? F2 C14 F3 103.6(3) . . ? F1 C14 F3 102.6(3) . . ? F3B C14 C13 115.3(2) . . ? F1B C14 C13 112.2(3) . . ? F2 C14 C13 114.7(2) . . ? F1 C14 C13 117.0(3) . . ? F2B C14 C13 103.0(2) . . ? F3 C14 C13 108.30(18) . . ? Cu1 O1 Cu1 110.59(8) 6_565 . ? Cu1 O1 Cu2 117.07(6) 6_565 . ? Cu1 O1 Cu2 104.03(5) . . ? Cu1 O1 Cu2 104.02(5) 6_565 6_565 ? Cu1 O1 Cu2 117.07(6) . 6_565 ? Cu1 O1 H1 112.1(10) 6_565 . ? Cu1 O1 H1 112.1(10) . . ? Cu2 O1 H1 100(2) . . ? Cu2 O1 H1 100(2) 6_565 . ? C13 O5 Cu2 123.69(12) . . ? C13 O5 Cu2 128.90(11) . 6_565 ? C13 O6 Cu1 126.51(12) . . ? O2 Cu1 O1 92.55(8) . . ? O2 Cu1 N1 90.31(14) . . ? O1 Cu1 N1 177.08(13) . . ? O2 Cu1 O4 59.39(10) . 6_565 ? O1 Cu1 O4 90.83(8) . 6_565 ? N1 Cu1 O4 91.12(15) . 6_565 ? O2 Cu1 N3 75.95(14) . 6_565 ? O1 Cu1 N3 168.47(12) . 6_565 ? N1 Cu1 N3 14.42(12) . 6_565 ? O4 Cu1 N3 82.73(15) 6_565 6_565 ? O2 Cu1 O6 157.30(8) . . ? O1 Cu1 O6 91.25(6) . . ? N1 Cu1 O6 86.32(14) . . ? O4 Cu1 O6 98.19(8) 6_565 . ? N3 Cu1 O6 99.09(13) 6_565 . ? O2 Cu1 O7 101.43(8) . . ? O1 Cu1 O7 89.07(7) . . ? N1 Cu1 O7 89.80(16) . . ? O4 Cu1 O7 160.81(8) 6_565 . ? N3 Cu1 O7 93.89(16) 6_565 . ? O6 Cu1 O7 101.00(6) . . ? O4 Zn1 O4 124.52(14) 6_565 . ? O4 Zn1 O2 99.70(10) 6_565 6_565 ? O4 Zn1 O2 58.64(10) . 6_565 ? O4 Zn1 O2 58.64(10) 6_565 . ? O4 Zn1 O2 99.70(10) . . ? O2 Zn1 O2 45.81(14) 6_565 . ? O4 Zn1 O3 42.03(10) 6_565 . ? O4 Zn1 O3 100.25(10) . . ? O2 Zn1 O3 118.55(9) 6_565 . ? O2 Zn1 O3 94.20(9) . . ? O4 Zn1 O3 100.25(10) 6_565 6_565 ? O4 Zn1 O3 42.04(10) . 6_565 ? O2 Zn1 O3 94.19(9) 6_565 6_565 ? O2 Zn1 O3 118.56(9) . 6_565 ? O3 Zn1 O3 62.68(14) . 6_565 ? O4 Zn1 Cl1 117.37(7) 6_565 . ? O4 Zn1 Cl1 117.37(7) . . ? O2 Zn1 Cl1 120.26(7) 6_565 . ? O2 Zn1 Cl1 120.26(7) . . ? O3 Zn1 Cl1 120.40(7) . . ? O3 Zn1 Cl1 120.40(7) 6_565 . ? O4 Zn1 Cu2 61.30(7) 6_565 . ? O4 Zn1 Cu2 70.56(7) . . ? O2 Zn1 Cu2 96.05(6) 6_565 . ? O2 Zn1 Cu2 92.32(6) . . ? O3 Zn1 Cu2 30.49(7) . . ? O3 Zn1 Cu2 39.19(7) 6_565 . ? Cl1 Zn1 Cu2 142.02(2) . . ? O4 Zn1 Cu2 70.56(7) 6_565 6_565 ? O4 Zn1 Cu2 61.30(7) . 6_565 ? O2 Zn1 Cu2 92.32(6) 6_565 6_565 ? O2 Zn1 Cu2 96.05(6) . 6_565 ? O3 Zn1 Cu2 39.19(7) . 6_565 ? O3 Zn1 Cu2 30.49(7) 6_565 6_565 ? Cl1 Zn1 Cu2 142.02(2) . 6_565 ? 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 O2 C1 C2 N1 45.3(4) . . . . ? O3 C5 C6 N2 -52.4(3) . . . . ? O4 C9 C10 N3 40.6(6) . . . . ? O7 C15 C16 F6 -155.2(3) . . . . ? O7 C15 C16 F4 -34.5(4) . . . . ? O7 C15 C16 F5 83.0(5) . . . . ? C1 C2 N1 C4 -168.8(4) . . . . ? C1 C2 N1 C3 69.2(6) . . . . ? C1 C2 N1 Cu1 -46.9(4) . . . . ? C5 C6 N2 C8 -84.7(5) . . . . ? C5 C6 N2 C7 155.0(3) . . . . ? C5 C6 N2 Cu2 22.3(3) . . . . ? O3 Cu2 N2 C8 120.7(6) . . . . ? O1 Cu2 N2 C8 -136.1(6) . . . . ? O5 Cu2 N2 C8 14.0(6) . . . . ? O5 Cu2 N2 C8 -84.1(6) 6_565 . . . ? Zn1 Cu2 N2 C8 158.1(6) . . . . ? O3 Cu2 N2 C7 -114.0(3) . . . . ? O1 Cu2 N2 C7 -10.8(4) . . . . ? O5 Cu2 N2 C7 139.3(3) . . . . ? O5 Cu2 N2 C7 41.2(3) 6_565 . . . ? Zn1 Cu2 N2 C7 -76.6(3) . . . . ? O3 Cu2 N2 C6 6.8(2) . . . . ? O1 Cu2 N2 C6 109.9(2) . . . . ? O5 Cu2 N2 C6 -99.90(18) . . . . ? O5 Cu2 N2 C6 161.97(19) 6_565 . . . ? Zn1 Cu2 N2 C6 44.18(18) . . . . ? C9 C10 N3 C11 69.1(7) . . . . ? C9 C10 N3 C12 -169.6(5) . . . . ? C9 C10 N3 Cu1 -50.1(5) . . . 6_565 ? C2 C1 O2 Cu1 -17.7(3) . . . . ? C2 C1 O2 Zn1 -146.7(2) . . . . ? C6 C5 O3 Cu2 57.4(3) . . . . ? C6 C5 O3 Zn1 -71.6(3) . . . . ? O1 Cu2 O3 C5 172.36(19) . . . . ? O5 Cu2 O3 C5 76.7(2) . . . . ? N2 Cu2 O3 C5 -35.0(2) . . . . ? O5 Cu2 O3 C5 -102.8(2) 6_565 . . . ? Zn1 Cu2 O3 C5 -134.7(3) . . . . ? O1 Cu2 O3 Zn1 -52.92(11) . . . . ? O5 Cu2 O3 Zn1 -148.61(9) . . . . ? N2 Cu2 O3 Zn1 99.69(13) . . . . ? O5 Cu2 O3 Zn1 31.9(3) 6_565 . . . ? C10 C9 O4 Zn1 -137.6(3) . . . . ? C10 C9 O4 Cu1 -8.9(4) . . . 6_565 ? C16 C15 O7 Cu1 168.4(2) . . . . ? C20 O8 C17 C18 -3.1(5) . . . . ? O8 C17 C18 C19 -20.0(5) . . . . ? C17 C18 C19 C20 34.1(5) . . . . ? C17 O8 C20 C19 25.3(5) . . . . ? C18 C19 C20 O8 -37.0(4) . . . . ? O5 C13 C14 F3B 13.3(3) . . . . ? O6 C13 C14 F3B -166.0(3) . . . . ? O5 C13 C14 F1B -119.2(4) . . . . ? O6 C13 C14 F1B 61.6(4) . . . . ? O5 C13 C14 F2 74.8(3) . . . . ? O6 C13 C14 F2 -104.4(3) . . . . ? O5 C13 C14 F1 -155.5(3) . . . . ? O6 C13 C14 F1 25.2(3) . . . . ? O5 C13 C14 F2B 126.0(3) . . . . ? O6 C13 C14 F2B -53.3(3) . . . . ? O5 C13 C14 F3 -40.2(3) . . . . ? O6 C13 C14 F3 140.5(2) . . . . ? O3 Cu2 O1 Cu1 87.76(11) . . . 6_565 ? O5 Cu2 O1 Cu1 -166.42(8) . . . 6_565 ? N2 Cu2 O1 Cu1 -14.2(2) . . . 6_565 ? O5 Cu2 O1 Cu1 -65.65(7) 6_565 . . 6_565 ? Zn1 Cu2 O1 Cu1 57.06(7) . . . 6_565 ? O3 Cu2 O1 Cu1 -34.57(10) . . . . ? O5 Cu2 O1 Cu1 71.25(7) . . . . ? N2 Cu2 O1 Cu1 -136.56(17) . . . . ? O5 Cu2 O1 Cu1 172.02(7) 6_565 . . . ? Zn1 Cu2 O1 Cu1 -65.27(5) . . . . ? O3 Cu2 O1 Cu2 117.95(8) . . . 6_565 ? O5 Cu2 O1 Cu2 -136.23(4) . . . 6_565 ? N2 Cu2 O1 Cu2 15.96(19) . . . 6_565 ? O5 Cu2 O1 Cu2 -35.46(4) 6_565 . . 6_565 ? Zn1 Cu2 O1 Cu2 87.250(8) . . . 6_565 ? O6 C13 O5 Cu2 16.1(3) . . . . ? C14 C13 O5 Cu2 -163.00(12) . . . . ? O6 C13 O5 Cu2 7.7(3) . . . 6_565 ? C14 C13 O5 Cu2 -171.36(12) . . . 6_565 ? O3 Cu2 O5 C13 50.16(17) . . . . ? O1 Cu2 O5 C13 -46.66(15) . . . . ? N2 Cu2 O5 C13 146.90(16) . . . . ? O5 Cu2 O5 C13 -130.09(13) 6_565 . . . ? Zn1 Cu2 O5 C13 23.11(17) . . . . ? O3 Cu2 O5 Cu2 -179.75(10) . . . 6_565 ? O1 Cu2 O5 Cu2 83.43(5) . . . 6_565 ? N2 Cu2 O5 Cu2 -83.00(9) . . . 6_565 ? O5 Cu2 O5 Cu2 0.005(2) 6_565 . . 6_565 ? Zn1 Cu2 O5 Cu2 153.21(8) . . . 6_565 ? O5 C13 O6 Cu1 -9.0(3) . . . . ? C14 C13 O6 Cu1 170.06(12) . . . . ? C1 O2 Cu1 O1 171.8(2) . . . . ? Zn1 O2 Cu1 O1 -53.18(11) . . . . ? C1 O2 Cu1 N1 -7.6(3) . . . . ? Zn1 O2 Cu1 N1 127.39(18) . . . . ? C1 O2 Cu1 O4 -98.7(2) . . . 6_565 ? Zn1 O2 Cu1 O4 36.27(10) . . . 6_565 ? C1 O2 Cu1 N3 -8.9(2) . . . 6_565 ? Zn1 O2 Cu1 N3 126.07(19) . . . 6_565 ? C1 O2 Cu1 O6 -88.8(3) . . . . ? Zn1 O2 Cu1 O6 46.2(3) . . . . ? C1 O2 Cu1 O7 82.2(2) . . . . ? Zn1 O2 Cu1 O7 -142.75(10) . . . . ? Cu1 O1 Cu1 O2 -32.64(10) 6_565 . . . ? Cu2 O1 Cu1 O2 93.86(9) . . . . ? Cu2 O1 Cu1 O2 86.22(10) 6_565 . . . ? Cu1 O1 Cu1 O4 -92.04(10) 6_565 . . 6_565 ? Cu2 O1 Cu1 O4 34.46(9) . . . 6_565 ? Cu2 O1 Cu1 O4 26.82(10) 6_565 . . 6_565 ? Cu1 O1 Cu1 N3 -36.3(8) 6_565 . . 6_565 ? Cu2 O1 Cu1 N3 90.2(8) . . . 6_565 ? Cu2 O1 Cu1 N3 82.6(8) 6_565 . . 6_565 ? Cu1 O1 Cu1 O6 169.75(8) 6_565 . . . ? Cu2 O1 Cu1 O6 -63.75(7) . . . . ? Cu2 O1 Cu1 O6 -71.39(8) 6_565 . . . ? Cu1 O1 Cu1 O7 68.77(8) 6_565 . . . ? Cu2 O1 Cu1 O7 -164.73(7) . . . . ? Cu2 O1 Cu1 O7 -172.37(8) 6_565 . . . ? C4 N1 Cu1 O2 148.2(4) . . . . ? C2 N1 Cu1 O2 30.2(3) . . . . ? C3 N1 Cu1 O2 -87.1(3) . . . . ? C4 N1 Cu1 O4 -152.4(4) . . . 6_565 ? C2 N1 Cu1 O4 89.6(3) . . . 6_565 ? C3 N1 Cu1 O4 -27.7(4) . . . 6_565 ? C4 N1 Cu1 N3 153.4(14) . . . 6_565 ? C2 N1 Cu1 N3 35.4(10) . . . 6_565 ? C3 N1 Cu1 N3 -82.0(11) . . . 6_565 ? C4 N1 Cu1 O6 -54.3(3) . . . . ? C2 N1 Cu1 O6 -172.2(3) . . . . ? C3 N1 Cu1 O6 70.4(3) . . . . ? C4 N1 Cu1 O7 46.8(4) . . . . ? C2 N1 Cu1 O7 -71.2(3) . . . . ? C3 N1 Cu1 O7 171.4(3) . . . . ? C13 O6 Cu1 O2 -64.8(3) . . . . ? C13 O6 Cu1 O1 34.82(16) . . . . ? C13 O6 Cu1 N1 -146.8(2) . . . . ? C13 O6 Cu1 O4 -56.19(17) . . . 6_565 ? C13 O6 Cu1 N3 -140.1(2) . . . 6_565 ? C13 O6 Cu1 O7 124.12(15) . . . . ? C15 O7 Cu1 O2 64.7(2) . . . . ? C15 O7 Cu1 O1 -27.7(2) . . . . ? C15 O7 Cu1 N1 155.0(3) . . . . ? C15 O7 Cu1 O4 62.2(4) . . . 6_565 ? C15 O7 Cu1 N3 141.2(2) . . . 6_565 ? C15 O7 Cu1 O6 -118.8(2) . . . . ? C9 O4 Zn1 O4 174.77(15) . . . 6_565 ? Cu1 O4 Zn1 O4 43.6(2) 6_565 . . 6_565 ? C9 O4 Zn1 O2 95.1(2) . . . 6_565 ? Cu1 O4 Zn1 O2 -36.02(10) 6_565 . . 6_565 ? C9 O4 Zn1 O2 116.3(2) . . . . ? Cu1 O4 Zn1 O2 -14.82(13) 6_565 . . . ? C9 O4 Zn1 O3 -147.6(2) . . . . ? Cu1 O4 Zn1 O3 81.29(12) 6_565 . . . ? C9 O4 Zn1 O3 -121.4(3) . . . 6_565 ? Cu1 O4 Zn1 O3 107.50(17) 6_565 . . 6_565 ? C9 O4 Zn1 Cl1 -15.3(2) . . . . ? Cu1 O4 Zn1 Cl1 -146.44(7) 6_565 . . . ? C9 O4 Zn1 Cu2 -154.6(2) . . . . ? Cu1 O4 Zn1 Cu2 74.22(9) 6_565 . . . ? C9 O4 Zn1 Cu2 -152.1(2) . . . 6_565 ? Cu1 O4 Zn1 Cu2 76.80(9) 6_565 . . 6_565 ? C1 O2 Zn1 O4 90.8(2) . . . 6_565 ? Cu1 O2 Zn1 O4 -38.96(11) . . . 6_565 ? C1 O2 Zn1 O4 -144.5(2) . . . . ? Cu1 O2 Zn1 O4 85.73(13) . . . . ? C1 O2 Zn1 O2 -119.0(2) . . . 6_565 ? Cu1 O2 Zn1 O2 111.24(10) . . . 6_565 ? C1 O2 Zn1 O3 114.4(2) . . . . ? Cu1 O2 Zn1 O3 -15.43(13) . . . . ? C1 O2 Zn1 O3 175.4(2) . . . 6_565 ? Cu1 O2 Zn1 O3 45.62(16) . . . 6_565 ? C1 O2 Zn1 Cl1 -14.7(3) . . . . ? Cu1 O2 Zn1 Cl1 -144.49(7) . . . . ? C1 O2 Zn1 Cu2 144.9(2) . . . . ? Cu1 O2 Zn1 Cu2 15.06(11) . . . . ? C1 O2 Zn1 Cu2 153.7(2) . . . 6_565 ? Cu1 O2 Zn1 Cu2 23.89(11) . . . 6_565 ? C5 O3 Zn1 O4 -115.6(3) . . . 6_565 ? Cu2 O3 Zn1 O4 118.05(18) . . . 6_565 ? C5 O3 Zn1 O4 113.2(2) . . . . ? Cu2 O3 Zn1 O4 -13.21(14) . . . . ? C5 O3 Zn1 O2 172.9(2) . . . 6_565 ? Cu2 O3 Zn1 O2 46.54(16) . . . 6_565 ? C5 O3 Zn1 O2 -146.2(2) . . . . ? Cu2 O3 Zn1 O2 87.45(13) . . . . ? C5 O3 Zn1 O3 93.7(2) . . . 6_565 ? Cu2 O3 Zn1 O3 -32.66(14) . . . 6_565 ? C5 O3 Zn1 Cl1 -17.2(3) . . . . ? Cu2 O3 Zn1 Cl1 -143.59(8) . . . . ? C5 O3 Zn1 Cu2 126.4(3) . . . . ? C5 O3 Zn1 Cu2 119.4(3) . . . 6_565 ? Cu2 O3 Zn1 Cu2 -6.98(4) . . . 6_565 ? O3 Cu2 Zn1 O4 -42.35(15) . . . 6_565 ? O1 Cu2 Zn1 O4 81.53(8) . . . 6_565 ? O5 Cu2 Zn1 O4 3.40(10) . . . 6_565 ? N2 Cu2 Zn1 O4 -125.11(11) . . . 6_565 ? O5 Cu2 Zn1 O4 153.20(9) 6_565 . . 6_565 ? O3 Cu2 Zn1 O4 166.20(15) . . . . ? O1 Cu2 Zn1 O4 -69.92(8) . . . . ? O5 Cu2 Zn1 O4 -148.05(10) . . . . ? N2 Cu2 Zn1 O4 83.45(11) . . . . ? O5 Cu2 Zn1 O4 1.76(8) 6_565 . . . ? O3 Cu2 Zn1 O2 -140.12(15) . . . 6_565 ? O1 Cu2 Zn1 O2 -16.25(7) . . . 6_565 ? O5 Cu2 Zn1 O2 -94.37(9) . . . 6_565 ? N2 Cu2 Zn1 O2 137.12(11) . . . 6_565 ? O5 Cu2 Zn1 O2 55.43(8) 6_565 . . 6_565 ? O3 Cu2 Zn1 O2 -94.33(14) . . . . ? O1 Cu2 Zn1 O2 29.55(7) . . . . ? O5 Cu2 Zn1 O2 -48.57(9) . . . . ? N2 Cu2 Zn1 O2 -177.08(10) . . . . ? O5 Cu2 Zn1 O2 101.23(8) 6_565 . . . ? O1 Cu2 Zn1 O3 123.88(13) . . . . ? O5 Cu2 Zn1 O3 45.75(14) . . . . ? N2 Cu2 Zn1 O3 -82.76(15) . . . . ? O5 Cu2 Zn1 O3 -164.44(13) 6_565 . . . ? O3 Cu2 Zn1 O3 130.7(2) . . . 6_565 ? O1 Cu2 Zn1 O3 -105.47(10) . . . 6_565 ? O5 Cu2 Zn1 O3 176.40(12) . . . 6_565 ? N2 Cu2 Zn1 O3 47.90(13) . . . 6_565 ? O5 Cu2 Zn1 O3 -33.79(11) 6_565 . . 6_565 ? O3 Cu2 Zn1 Cl1 56.30(13) . . . . ? O1 Cu2 Zn1 Cl1 -179.819(8) . . . . ? O5 Cu2 Zn1 Cl1 102.06(6) . . . . ? N2 Cu2 Zn1 Cl1 -26.45(8) . . . . ? O5 Cu2 Zn1 Cl1 -108.14(4) 6_565 . . . ? O3 Cu2 Zn1 Cu2 152.45(13) . . . 6_565 ? O1 Cu2 Zn1 Cu2 -83.674(13) . . . 6_565 ? O5 Cu2 Zn1 Cu2 -161.80(6) . . . 6_565 ? N2 Cu2 Zn1 Cu2 69.69(8) . . . 6_565 ? O5 Cu2 Zn1 Cu2 -12.00(4) 6_565 . . 6_565 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H1 O8 0.820(18) 1.94(2) 2.734(3) 162(3) 6_565 O1 H1 O8 0.820(18) 1.94(2) 2.734(3) 162(3) . _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.529 _refine_diff_density_min -0.588 _refine_diff_density_rms 0.069 # Attachment '- Cif file complex -1 Sultan et al' data_07mz034m _database_code_depnum_ccdc_archive 'CCDC 807291' #TrackingRef '- Cif file complex -1 Sultan et al' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H31 Br Cu3 F9 N3 O10 Zn, C4 H8 O' _chemical_formula_sum 'C22 H39 Br Cu3 F9 N3 O11 Zn' _chemical_formula_weight 1028.50 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' F F 0.0171 0.0103 '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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.183(2) _cell_length_b 10.293(2) _cell_length_c 18.243(4) _cell_angle_alpha 85.435(3) _cell_angle_beta 85.286(3) _cell_angle_gamma 72.248(3) _cell_volume 1811.9(6) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 6347 _cell_measurement_theta_min 0.00 _cell_measurement_theta_max 0.00 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.885 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1026 _exptl_absorpt_coefficient_mu 3.594 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.308 _exptl_absorpt_correction_T_max 0.438 _exptl_absorpt_process_details 'SADABS in SAINT+ (Bruker, 2003)' _exptl_special_details ; The structure observed was found to be pseudo-merohedrally twinned by a 180 rotation of a double volume C-centered monoclinic cell ("chameleon twinning"). The dimensions of the emulated cell are a = 16.539, b = 12.072, c = 18.243, beta = 95.75. The resultant twin matrix, obtained via the program Rotax, was found to be 0 -1 0, -1 0 0, 0 0 -1. The BASF value refined to 0.238(1). One of the dmae ligands is disordered over two positions with occupancy ratios of 0.574(6) to 0.426(6). It's bond distances were restrained to be same in both moieties, equivalent atoms were set to have identical ADPs and carbon atom C15 was restrained to be isotropic within a standard deviation of 0.01. Treatment of hydrogen atoms: All hydrogen atoms were placed in calculated positions and were refined with an isotropic displacement parameter 1.5 (methyl) or 1.2 times (all others) that of the adjacent carbon atom. ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker AXS SMART APEX CCD diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17931 _diffrn_reflns_av_R_equivalents 0.0353 _diffrn_reflns_av_sigmaI/netI 0.0576 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.08 _diffrn_reflns_theta_max 28.28 _reflns_number_total 8916 _reflns_number_gt 7673 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART 5.630 (Bruker, 1997-2002)' _computing_cell_refinement 'SAINT+ 6.45 (Bruker, 2003)' _computing_data_reduction 'SAINT+ 6.45' _computing_structure_solution 'SHELXTL 6.14 (Bruker, 2000-2003)' _computing_structure_refinement 'SHELXTL 6.14' _computing_molecular_graphics 'SHELXTL 6.14' _computing_publication_material 'SHELXTL 6.14' _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^)+(0.0603P)^2^+2.8921P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8916 _refine_ls_number_parameters 476 _refine_ls_number_restraints 17 _refine_ls_R_factor_all 0.0567 _refine_ls_R_factor_gt 0.0462 _refine_ls_wR_factor_ref 0.1235 _refine_ls_wR_factor_gt 0.1174 _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_restrained_S_all 1.042 _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 Zn1 Zn 0.23051(6) 0.24057(6) 0.35950(3) 0.02374(11) Uani 1 1 d . A . Cu1 Cu 0.26943(6) 0.51902(6) 0.29397(3) 0.02370(12) Uani 1 1 d . A . Cu2 Cu 0.30069(6) 0.26267(6) 0.19251(3) 0.02332(12) Uani 1 1 d . A . Cu3 Cu 0.52894(6) 0.25079(6) 0.30322(3) 0.02366(12) Uani 1 1 d . A . Br1 Br 0.10684(6) 0.13997(6) 0.44748(3) 0.03448(12) Uani 1 1 d . . . C1 C 0.5802(6) 0.5120(6) 0.3123(3) 0.0342(12) Uani 1 1 d . A . C2 C 0.6929(7) 0.5796(8) 0.3265(5) 0.061(2) Uani 1 1 d . . . C3 C 0.1552(5) 0.5843(5) 0.1500(3) 0.0288(10) Uani 1 1 d . . . C4 C 0.0528(7) 0.6997(7) 0.1039(4) 0.0458(15) Uani 1 1 d . . . C5 C 0.5883(6) 0.1407(5) 0.1429(3) 0.0302(11) Uani 1 1 d . A . C6 C 0.6875(6) 0.0641(6) 0.0806(3) 0.0408(13) Uani 1 1 d . . . C21 C 0.7283(8) 0.5493(9) 0.0778(4) 0.062(2) Uani 1 1 d . . . H21A H 0.7574 0.5936 0.1171 0.075 Uiso 1 1 calc R . . H21B H 0.8051 0.5225 0.0397 0.075 Uiso 1 1 calc R . . C22 C 0.6841(7) 0.4281(7) 0.1085(4) 0.0498(16) Uani 1 1 d . . . H22A H 0.6942 0.3625 0.0700 0.060 Uiso 1 1 calc R . . H22B H 0.7404 0.3806 0.1499 0.060 Uiso 1 1 calc R . . C24 C 0.6033(9) 0.6392(9) 0.0459(4) 0.062(2) Uani 1 1 d . . . H24A H 0.5940 0.6129 -0.0040 0.075 Uiso 1 1 calc R . . H24B H 0.6030 0.7358 0.0431 0.075 Uiso 1 1 calc R . . C25 C 0.4884(7) 0.6166(7) 0.1001(4) 0.0505(16) Uani 1 1 d . . . H25A H 0.4639 0.6854 0.1379 0.061 Uiso 1 1 calc R . . H25B H 0.4049 0.6238 0.0740 0.061 Uiso 1 1 calc R . . C7 C 0.2348(7) 0.4658(6) 0.4487(3) 0.0420(14) Uani 1 1 d . . . H7A H 0.2970 0.4295 0.4894 0.050 Uiso 1 1 calc R . . H7B H 0.1446 0.4510 0.4638 0.050 Uiso 1 1 calc R . . C8 C 0.2158(6) 0.6153(6) 0.4345(3) 0.0375(12) Uani 1 1 d . . . H8A H 0.3060 0.6332 0.4341 0.045 Uiso 1 1 calc R . . H8B H 0.1540 0.6668 0.4741 0.045 Uiso 1 1 calc R . . C9 C 0.1591(6) 0.8005(6) 0.3401(4) 0.0411(13) Uani 1 1 d . . . H9A H 0.1033 0.8635 0.3762 0.062 Uiso 1 1 calc R . . H9B H 0.1226 0.8287 0.2913 0.062 Uiso 1 1 calc R . . H9C H 0.2551 0.8021 0.3385 0.062 Uiso 1 1 calc R . . C10 C 0.0084(6) 0.6584(7) 0.3639(3) 0.0394(13) Uani 1 1 d . . . H10A H -0.0465 0.7174 0.4020 0.059 Uiso 1 1 calc R . . H10B H 0.0058 0.5646 0.3755 0.059 Uiso 1 1 calc R . . H10C H -0.0300 0.6912 0.3160 0.059 Uiso 1 1 calc R . . C11 C 0.0295(5) 0.2901(6) 0.2430(3) 0.0308(10) Uani 1 1 d . . . H11A H -0.0141 0.3571 0.2035 0.037 Uiso 1 1 calc R . . H11B H -0.0397 0.2939 0.2849 0.037 Uiso 1 1 calc R . . C12 C 0.0793(6) 0.1480(6) 0.2149(3) 0.0346(12) Uani 1 1 d . . . H12A H 0.1089 0.0798 0.2564 0.042 Uiso 1 1 calc R . . H12B H 0.0032 0.1281 0.1920 0.042 Uiso 1 1 calc R . . C13 C 0.1470(6) 0.1881(6) 0.0853(3) 0.0371(12) Uani 1 1 d . . . H13A H 0.1047 0.1238 0.0675 0.056 Uiso 1 1 calc R . . H13B H 0.2245 0.1948 0.0513 0.056 Uiso 1 1 calc R . . H13C H 0.0781 0.2782 0.0883 0.056 Uiso 1 1 calc R . . C14 C 0.2858(6) -0.0061(6) 0.1570(3) 0.0382(12) Uani 1 1 d . . . H14A H 0.2287 -0.0639 0.1481 0.057 Uiso 1 1 calc R . . H14B H 0.3284 -0.0357 0.2042 0.057 Uiso 1 1 calc R . . H14C H 0.3581 -0.0139 0.1173 0.057 Uiso 1 1 calc R . . C15A C 0.4907(12) -0.0050(9) 0.3415(6) 0.029(2) Uani 0.574(6) 1 d PDU A 1 H15A H 0.5560 -0.0517 0.3018 0.035 Uiso 0.574(6) 1 calc PR A 1 H15B H 0.4308 -0.0619 0.3599 0.035 Uiso 0.574(6) 1 calc PR A 1 C16A C 0.5677(9) 0.0243(9) 0.4039(5) 0.0315(15) Uani 0.574(6) 1 d PD A 1 H16A H 0.5004 0.0633 0.4447 0.038 Uiso 0.574(6) 1 calc PR A 1 H16B H 0.6322 -0.0623 0.4230 0.038 Uiso 0.574(6) 1 calc PR A 1 C17A C 0.7845(10) 0.0479(12) 0.3448(6) 0.040(2) Uani 0.574(6) 1 d PD A 1 H17A H 0.8395 -0.0124 0.3827 0.060 Uiso 0.574(6) 1 calc PR A 1 H17B H 0.8316 0.1138 0.3243 0.060 Uiso 0.574(6) 1 calc PR A 1 H17C H 0.7734 -0.0068 0.3055 0.060 Uiso 0.574(6) 1 calc PR A 1 C18A C 0.6638(11) 0.1943(10) 0.4421(5) 0.0330(18) Uani 0.574(6) 1 d PD A 1 H18A H 0.7156 0.1278 0.4788 0.049 Uiso 0.574(6) 1 calc PR A 1 H18B H 0.5728 0.2434 0.4640 0.049 Uiso 0.574(6) 1 calc PR A 1 H18C H 0.7145 0.2596 0.4257 0.049 Uiso 0.574(6) 1 calc PR A 1 C15B C 0.4689(18) 0.0107(13) 0.3662(7) 0.029(2) Uani 0.426(6) 1 d PD A 2 H15C H 0.4524 -0.0714 0.3489 0.035 Uiso 0.426(6) 1 calc PR A 2 H15D H 0.4241 0.0266 0.4163 0.035 Uiso 0.426(6) 1 calc PR A 2 C16B C 0.6301(12) -0.0126(12) 0.3682(7) 0.0315(15) Uani 0.426(6) 1 d PD A 2 H16C H 0.6683 -0.0778 0.4096 0.038 Uiso 0.426(6) 1 calc PR A 2 H16D H 0.6789 -0.0496 0.3217 0.038 Uiso 0.426(6) 1 calc PR A 2 C17B C 0.7971(11) 0.1087(17) 0.3638(8) 0.040(2) Uani 0.426(6) 1 d PD A 2 H17D H 0.8523 0.0230 0.3877 0.060 Uiso 0.426(6) 1 calc PR A 2 H17E H 0.8169 0.1858 0.3838 0.060 Uiso 0.426(6) 1 calc PR A 2 H17F H 0.8205 0.1086 0.3106 0.060 Uiso 0.426(6) 1 calc PR A 2 C18B C 0.6016(14) 0.1692(15) 0.4528(6) 0.0330(18) Uani 0.426(6) 1 d PD A 2 H18D H 0.6492 0.0990 0.4892 0.049 Uiso 0.426(6) 1 calc PR A 2 H18E H 0.5016 0.1860 0.4609 0.049 Uiso 0.426(6) 1 calc PR A 2 H18F H 0.6241 0.2539 0.4580 0.049 Uiso 0.426(6) 1 calc PR A 2 O8 O 0.2928(4) 0.3946(4) 0.38338(18) 0.0307(8) Uani 1 1 d . . . O9 O 0.1463(3) 0.3214(3) 0.26625(17) 0.0247(7) Uani 1 1 d . . . O10 O 0.4098(4) 0.1296(4) 0.3161(2) 0.0314(8) Uani 1 1 d D . . F1 F 0.6556(5) 0.1241(6) 0.0146(2) 0.0760(15) Uani 1 1 d . . . F2 F 0.6823(5) -0.0608(5) 0.0801(3) 0.0817(15) Uani 1 1 d . . . F3 F 0.8192(4) 0.0584(5) 0.0868(2) 0.0636(11) Uani 1 1 d . . . F4 F 0.0052(6) 0.6574(5) 0.0504(3) 0.0882(17) Uani 1 1 d . . . F5 F -0.0597(6) 0.7578(7) 0.1469(3) 0.113(2) Uani 1 1 d . . . F6 F 0.1077(6) 0.7939(6) 0.0792(4) 0.098(2) Uani 1 1 d . . . F7 F 0.6468(5) 0.6812(5) 0.3689(3) 0.0773(14) Uani 1 1 d . . . F8 F 0.7593(7) 0.6032(9) 0.2683(3) 0.139(3) Uani 1 1 d . . . F9 F 0.7935(4) 0.4928(5) 0.3707(2) 0.0620(11) Uani 1 1 d . . . N1 N 0.1538(4) 0.6615(5) 0.3613(3) 0.0311(9) Uani 1 1 d . . . N2 N 0.1977(5) 0.1387(5) 0.1594(2) 0.0303(9) Uani 1 1 d . . . N3 N 0.6466(4) 0.1220(5) 0.3780(2) 0.0300(9) Uani 1 1 d D . . O1 O 0.4609(4) 0.5891(4) 0.3080(2) 0.0341(8) Uani 1 1 d . . . O2 O 0.6312(4) 0.3841(4) 0.3091(2) 0.0363(8) Uani 1 1 d . . . O3 O 0.1850(4) 0.6282(4) 0.20673(19) 0.0287(7) Uani 1 1 d . . . O4 O 0.1913(4) 0.4704(4) 0.12521(19) 0.0319(8) Uani 1 1 d . . . O5 O 0.6424(4) 0.1467(4) 0.2000(2) 0.0330(8) Uani 1 1 d . . . O6 O 0.4637(4) 0.1809(4) 0.12651(19) 0.0299(8) Uani 1 1 d . . . O7 O 0.3953(3) 0.3730(3) 0.23852(16) 0.0221(6) Uani 1 1 d D . . H7 H 0.430(5) 0.405(6) 0.2019(19) 0.026 Uiso 1 1 d D . . O11 O 0.5422(5) 0.4826(5) 0.1334(2) 0.0490(11) 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 Zn1 0.0314(3) 0.0255(3) 0.0171(2) -0.00159(19) -0.0008(2) -0.0128(2) Cu1 0.0278(3) 0.0227(3) 0.0228(3) -0.0035(2) -0.0007(2) -0.0104(2) Cu2 0.0291(3) 0.0289(3) 0.0163(2) -0.0033(2) -0.0005(2) -0.0148(2) Cu3 0.0254(3) 0.0257(3) 0.0225(3) 0.0004(2) -0.0040(2) -0.0112(2) Br1 0.0481(3) 0.0364(3) 0.0229(2) -0.00035(19) 0.0051(2) -0.0207(2) C1 0.035(3) 0.044(3) 0.034(2) -0.014(2) 0.000(2) -0.024(2) C2 0.042(3) 0.053(4) 0.101(6) -0.025(4) -0.007(4) -0.027(3) C3 0.030(2) 0.032(3) 0.027(2) 0.0086(19) -0.0067(19) -0.013(2) C4 0.048(3) 0.043(3) 0.050(3) 0.012(3) -0.023(3) -0.018(3) C5 0.033(3) 0.028(3) 0.029(2) -0.0024(19) 0.004(2) -0.009(2) C6 0.038(3) 0.041(3) 0.040(3) -0.012(2) 0.002(2) -0.005(3) C21 0.060(4) 0.078(5) 0.057(4) -0.001(4) 0.009(4) -0.038(4) C22 0.045(3) 0.053(4) 0.052(4) -0.002(3) 0.013(3) -0.019(3) C24 0.084(5) 0.065(5) 0.048(3) 0.008(3) 0.012(4) -0.044(4) C25 0.045(3) 0.054(4) 0.053(4) 0.014(3) 0.001(3) -0.021(3) C7 0.063(4) 0.048(3) 0.024(2) -0.014(2) 0.002(2) -0.026(3) C8 0.045(3) 0.042(3) 0.031(3) -0.017(2) 0.002(2) -0.018(3) C9 0.036(3) 0.030(3) 0.060(4) -0.014(3) -0.003(3) -0.009(2) C10 0.029(3) 0.050(3) 0.044(3) -0.019(3) 0.009(2) -0.017(2) C11 0.026(2) 0.044(3) 0.023(2) 0.000(2) -0.0052(19) -0.010(2) C12 0.042(3) 0.048(3) 0.024(2) -0.002(2) 0.000(2) -0.029(3) C13 0.048(3) 0.049(3) 0.022(2) -0.006(2) -0.005(2) -0.026(3) C14 0.043(3) 0.033(3) 0.041(3) -0.008(2) -0.001(2) -0.016(2) C15A 0.032(4) 0.019(3) 0.037(6) -0.014(4) -0.004(4) -0.006(3) C16A 0.031(4) 0.030(4) 0.033(4) 0.005(3) -0.004(3) -0.008(3) C17A 0.033(4) 0.042(6) 0.040(5) 0.003(4) -0.004(3) -0.006(4) C18A 0.040(5) 0.038(4) 0.022(3) 0.001(3) -0.009(4) -0.013(4) C15B 0.032(4) 0.019(3) 0.037(6) -0.014(4) -0.004(4) -0.006(3) C16B 0.031(4) 0.030(4) 0.033(4) 0.005(3) -0.004(3) -0.008(3) C17B 0.033(4) 0.042(6) 0.040(5) 0.003(4) -0.004(3) -0.006(4) C18B 0.040(5) 0.038(4) 0.022(3) 0.001(3) -0.009(4) -0.013(4) O8 0.046(2) 0.0326(19) 0.0190(15) -0.0020(13) -0.0052(14) -0.0193(16) O9 0.0265(16) 0.0296(17) 0.0211(15) -0.0039(13) -0.0014(12) -0.0123(14) O10 0.0300(18) 0.0277(18) 0.0388(19) -0.0014(15) -0.0062(15) -0.0112(15) F1 0.075(3) 0.103(4) 0.0299(19) -0.012(2) 0.0085(19) 0.002(3) F2 0.084(3) 0.063(3) 0.100(4) -0.048(3) 0.026(3) -0.023(3) F3 0.044(2) 0.078(3) 0.062(2) -0.020(2) 0.0146(19) -0.009(2) F4 0.116(4) 0.075(3) 0.087(3) 0.029(3) -0.077(3) -0.039(3) F5 0.078(4) 0.132(5) 0.079(4) 0.018(4) -0.011(3) 0.038(4) F6 0.103(4) 0.076(3) 0.135(5) 0.067(3) -0.072(4) -0.059(3) F7 0.098(3) 0.048(2) 0.103(3) -0.008(2) -0.051(3) -0.034(2) F8 0.183(5) 0.273(8) 0.051(3) 0.036(4) -0.022(3) -0.209(6) F9 0.054(2) 0.071(3) 0.070(3) -0.014(2) -0.014(2) -0.026(2) N1 0.029(2) 0.030(2) 0.039(2) -0.0147(18) -0.0003(18) -0.0138(18) N2 0.042(2) 0.034(2) 0.0210(18) -0.0051(16) -0.0001(16) -0.0205(19) N3 0.031(2) 0.032(2) 0.029(2) 0.0017(17) -0.0061(17) -0.0131(19) O1 0.038(2) 0.035(2) 0.038(2) -0.0049(15) -0.0029(16) -0.0220(17) O2 0.039(2) 0.036(2) 0.042(2) 0.0003(17) -0.0110(17) -0.0206(17) O3 0.0329(18) 0.0286(18) 0.0257(17) 0.0008(14) -0.0074(14) -0.0101(15) O4 0.043(2) 0.033(2) 0.0233(16) 0.0017(14) -0.0069(15) -0.0167(16) O5 0.0308(18) 0.038(2) 0.0304(18) -0.0065(15) 0.0022(15) -0.0107(16) O6 0.0302(18) 0.0343(19) 0.0252(16) -0.0078(14) 0.0042(14) -0.0098(15) O7 0.0275(16) 0.0204(16) 0.0201(13) -0.0010(12) -0.0011(12) -0.0099(12) O11 0.043(2) 0.049(3) 0.052(2) 0.014(2) 0.0099(19) -0.018(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O8 1.969(3) . ? Zn1 O10 1.975(4) . ? Zn1 O9 1.975(3) . ? Zn1 Br1 2.3309(7) . ? Zn1 Cu2 3.0781(9) . ? Cu1 O7 1.944(3) . ? Cu1 O3 1.971(4) . ? Cu1 O8 1.975(3) . ? Cu1 N1 2.010(4) . ? Cu1 O1 2.315(4) . ? Cu2 O9 1.962(3) . ? Cu2 O7 1.968(3) . ? Cu2 O6 1.974(3) . ? Cu2 N2 2.033(4) . ? Cu2 O4 2.382(4) . ? Cu3 O7 1.952(3) . ? Cu3 O2 1.972(4) . ? Cu3 O10 1.977(3) . ? Cu3 N3 2.017(4) . ? Cu3 O5 2.289(4) . ? C1 O1 1.237(7) . ? C1 O2 1.263(7) . ? C1 C2 1.560(8) . ? C2 F8 1.258(10) . ? C2 F7 1.297(9) . ? C2 F9 1.400(9) . ? C3 O4 1.228(7) . ? C3 O3 1.256(6) . ? C3 C4 1.561(8) . ? C4 F4 1.285(8) . ? C4 F6 1.294(8) . ? C4 F5 1.339(9) . ? C5 O5 1.232(7) . ? C5 O6 1.262(7) . ? C5 C6 1.549(7) . ? C6 F2 1.303(8) . ? C6 F1 1.327(8) . ? C6 F3 1.338(7) . ? C21 C24 1.460(12) . ? C21 C22 1.505(10) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 O11 1.431(8) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C24 C25 1.530(9) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 O11 1.425(8) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C7 O8 1.438(6) . ? C7 C8 1.496(9) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 N1 1.504(7) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 N1 1.469(7) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 N1 1.488(7) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 O9 1.427(6) . ? C11 C12 1.511(8) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 N2 1.494(6) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 N2 1.483(6) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 N2 1.488(7) . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15A O10 1.441(9) . ? C15A C16A 1.532(14) . ? C15A H15A 0.9900 . ? C15A H15B 0.9900 . ? C16A N3 1.495(9) . ? C16A H16A 0.9900 . ? C16A H16B 0.9900 . ? C17A N3 1.484(9) . ? C17A H17A 0.9800 . ? C17A H17B 0.9800 . ? C17A H17C 0.9800 . ? C18A N3 1.484(8) . ? C18A H18A 0.9800 . ? C18A H18B 0.9800 . ? C18A H18C 0.9800 . ? C15B O10 1.469(12) . ? C15B C16B 1.59(2) . ? C15B H15C 0.9900 . ? C15B H15D 0.9900 . ? C16B N3 1.472(12) . ? C16B H16C 0.9900 . ? C16B H16D 0.9900 . ? C17B N3 1.499(11) . ? C17B H17D 0.9800 . ? C17B H17E 0.9800 . ? C17B H17F 0.9800 . ? C18B N3 1.474(10) . ? C18B H18D 0.9800 . ? C18B H18E 0.9800 . ? C18B H18F 0.9800 . ? O7 H7 0.822(19) . ? 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 O8 Zn1 O10 96.64(15) . . ? O8 Zn1 O9 97.76(14) . . ? O10 Zn1 O9 97.44(14) . . ? O8 Zn1 Br1 120.74(10) . . ? O10 Zn1 Br1 119.75(11) . . ? O9 Zn1 Br1 119.28(10) . . ? O8 Zn1 Cu2 96.00(10) . . ? O10 Zn1 Cu2 59.41(11) . . ? O9 Zn1 Cu2 38.42(10) . . ? Br1 Zn1 Cu2 141.94(2) . . ? O7 Cu1 O3 95.15(14) . . ? O7 Cu1 O8 89.55(14) . . ? O3 Cu1 O8 160.04(15) . . ? O7 Cu1 N1 173.20(17) . . ? O3 Cu1 N1 91.33(18) . . ? O8 Cu1 N1 85.04(18) . . ? O7 Cu1 O1 85.91(13) . . ? O3 Cu1 O1 104.42(15) . . ? O8 Cu1 O1 95.24(15) . . ? N1 Cu1 O1 90.47(15) . . ? O9 Cu2 O7 88.60(13) . . ? O9 Cu2 O6 172.41(16) . . ? O7 Cu2 O6 92.74(14) . . ? O9 Cu2 N2 85.96(15) . . ? O7 Cu2 N2 172.03(14) . . ? O6 Cu2 N2 91.91(16) . . ? O9 Cu2 O4 85.50(14) . . ? O7 Cu2 O4 84.81(13) . . ? O6 Cu2 O4 102.06(14) . . ? N2 Cu2 O4 100.54(16) . . ? O9 Cu2 Zn1 38.72(10) . . ? O7 Cu2 Zn1 73.23(9) . . ? O6 Cu2 Zn1 134.93(11) . . ? N2 Cu2 Zn1 98.94(11) . . ? O4 Cu2 Zn1 118.39(9) . . ? O7 Cu3 O2 93.24(15) . . ? O7 Cu3 O10 88.68(14) . . ? O2 Cu3 O10 168.89(16) . . ? O7 Cu3 N3 172.87(15) . . ? O2 Cu3 N3 91.17(17) . . ? O10 Cu3 N3 85.93(17) . . ? O7 Cu3 O5 87.42(14) . . ? O2 Cu3 O5 98.80(16) . . ? O10 Cu3 O5 92.21(15) . . ? N3 Cu3 O5 97.44(16) . . ? O1 C1 O2 132.2(5) . . ? O1 C1 C2 116.6(5) . . ? O2 C1 C2 111.2(5) . . ? F8 C2 F7 115.2(7) . . ? F8 C2 F9 104.6(6) . . ? F7 C2 F9 99.2(6) . . ? F8 C2 C1 112.7(6) . . ? F7 C2 C1 112.7(6) . . ? F9 C2 C1 111.2(6) . . ? O4 C3 O3 132.3(5) . . ? O4 C3 C4 116.0(5) . . ? O3 C3 C4 111.7(5) . . ? F4 C4 F6 109.6(6) . . ? F4 C4 F5 104.1(6) . . ? F6 C4 F5 107.9(7) . . ? F4 C4 C3 114.3(6) . . ? F6 C4 C3 111.3(5) . . ? F5 C4 C3 109.2(5) . . ? O5 C5 O6 131.4(5) . . ? O5 C5 C6 115.6(5) . . ? O6 C5 C6 112.9(5) . . ? F2 C6 F1 107.5(6) . . ? F2 C6 F3 107.8(5) . . ? F1 C6 F3 105.5(5) . . ? F2 C6 C5 110.5(5) . . ? F1 C6 C5 112.0(5) . . ? F3 C6 C5 113.1(5) . . ? C24 C21 C22 102.8(6) . . ? C24 C21 H21A 111.2 . . ? C22 C21 H21A 111.2 . . ? C24 C21 H21B 111.2 . . ? C22 C21 H21B 111.2 . . ? H21A C21 H21B 109.1 . . ? O11 C22 C21 105.5(6) . . ? O11 C22 H22A 110.6 . . ? C21 C22 H22A 110.6 . . ? O11 C22 H22B 110.6 . . ? C21 C22 H22B 110.6 . . ? H22A C22 H22B 108.8 . . ? C21 C24 C25 102.8(6) . . ? C21 C24 H24A 111.2 . . ? C25 C24 H24A 111.2 . . ? C21 C24 H24B 111.2 . . ? C25 C24 H24B 111.2 . . ? H24A C24 H24B 109.1 . . ? O11 C25 C24 106.0(6) . . ? O11 C25 H25A 110.5 . . ? C24 C25 H25A 110.5 . . ? O11 C25 H25B 110.5 . . ? C24 C25 H25B 110.5 . . ? H25A C25 H25B 108.7 . . ? O8 C7 C8 110.0(4) . . ? O8 C7 H7A 109.7 . . ? C8 C7 H7A 109.7 . . ? O8 C7 H7B 109.7 . . ? C8 C7 H7B 109.7 . . ? H7A C7 H7B 108.2 . . ? C7 C8 N1 109.1(4) . . ? C7 C8 H8A 109.9 . . ? N1 C8 H8A 109.9 . . ? C7 C8 H8B 109.9 . . ? N1 C8 H8B 109.9 . . ? H8A C8 H8B 108.3 . . ? N1 C9 H9A 109.5 . . ? N1 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? N1 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? N1 C10 H10A 109.5 . . ? N1 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? N1 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? O9 C11 C12 107.9(4) . . ? O9 C11 H11A 110.1 . . ? C12 C11 H11A 110.1 . . ? O9 C11 H11B 110.1 . . ? C12 C11 H11B 110.1 . . ? H11A C11 H11B 108.4 . . ? N2 C12 C11 109.3(4) . . ? N2 C12 H12A 109.8 . . ? C11 C12 H12A 109.8 . . ? N2 C12 H12B 109.8 . . ? C11 C12 H12B 109.8 . . ? H12A C12 H12B 108.3 . . ? N2 C13 H13A 109.5 . . ? N2 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? N2 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N2 C14 H14A 109.5 . . ? N2 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? N2 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? O10 C15A C16A 102.9(7) . . ? O10 C15A H15A 111.2 . . ? C16A C15A H15A 111.2 . . ? O10 C15A H15B 111.2 . . ? C16A C15A H15B 111.2 . . ? H15A C15A H15B 109.1 . . ? N3 C16A C15A 111.4(7) . . ? N3 C16A H16A 109.4 . . ? C15A C16A H16A 109.4 . . ? N3 C16A H16B 109.4 . . ? C15A C16A H16B 109.4 . . ? H16A C16A H16B 108.0 . . ? N3 C17A H17A 109.5 . . ? N3 C17A H17B 109.5 . . ? N3 C17A H17C 109.5 . . ? N3 C18A H18A 109.5 . . ? N3 C18A H18B 109.5 . . ? N3 C18A H18C 109.5 . . ? O10 C15B C16B 109.1(12) . . ? O10 C15B H15C 109.9 . . ? C16B C15B H15C 109.9 . . ? O10 C15B H15D 109.9 . . ? C16B C15B H15D 109.9 . . ? H15C C15B H15D 108.3 . . ? N3 C16B C15B 106.3(9) . . ? N3 C16B H16C 110.5 . . ? C15B C16B H16C 110.5 . . ? N3 C16B H16D 110.5 . . ? C15B C16B H16D 110.5 . . ? H16C C16B H16D 108.7 . . ? N3 C17B H17D 109.5 . . ? N3 C17B H17E 109.5 . . ? H17D C17B H17E 109.5 . . ? N3 C17B H17F 109.5 . . ? H17D C17B H17F 109.5 . . ? H17E C17B H17F 109.5 . . ? N3 C18B H18D 109.5 . . ? N3 C18B H18E 109.5 . . ? H18D C18B H18E 109.5 . . ? N3 C18B H18F 109.5 . . ? H18D C18B H18F 109.5 . . ? H18E C18B H18F 109.5 . . ? C7 O8 Zn1 119.2(3) . . ? C7 O8 Cu1 112.1(3) . . ? Zn1 O8 Cu1 105.61(15) . . ? C11 O9 Cu2 108.9(3) . . ? C11 O9 Zn1 121.4(3) . . ? Cu2 O9 Zn1 102.86(16) . . ? C15A O10 Zn1 127.2(5) . . ? C15B O10 Zn1 109.6(7) . . ? C15A O10 Cu3 109.2(6) . . ? C15B O10 Cu3 111.0(8) . . ? Zn1 O10 Cu3 106.03(17) . . ? C9 N1 C10 109.7(5) . . ? C9 N1 C8 109.7(4) . . ? C10 N1 C8 111.3(5) . . ? C9 N1 Cu1 114.1(4) . . ? C10 N1 Cu1 108.6(3) . . ? C8 N1 Cu1 103.4(3) . . ? C13 N2 C14 109.2(4) . . ? C13 N2 C12 110.5(4) . . ? C14 N2 C12 109.3(4) . . ? C13 N2 Cu2 109.4(3) . . ? C14 N2 Cu2 112.3(3) . . ? C12 N2 Cu2 106.0(3) . . ? C16B N3 C18B 112.8(8) . . ? C18A N3 C17A 109.4(7) . . ? C18A N3 C16A 108.7(6) . . ? C17A N3 C16A 110.5(7) . . ? C16B N3 C17B 107.1(8) . . ? C18B N3 C17B 109.0(8) . . ? C16B N3 Cu3 105.4(5) . . ? C18B N3 Cu3 110.1(6) . . ? C18A N3 Cu3 111.8(5) . . ? C17A N3 Cu3 111.5(5) . . ? C16A N3 Cu3 104.8(4) . . ? C17B N3 Cu3 112.4(6) . . ? C1 O1 Cu1 124.9(3) . . ? C1 O2 Cu3 126.8(3) . . ? C3 O3 Cu1 127.1(3) . . ? C3 O4 Cu2 125.1(3) . . ? C5 O5 Cu3 125.4(3) . . ? C5 O6 Cu2 126.9(3) . . ? Cu1 O7 Cu3 109.99(14) . . ? Cu1 O7 Cu2 113.12(16) . . ? Cu3 O7 Cu2 107.96(15) . . ? Cu1 O7 H7 110(4) . . ? Cu3 O7 H7 115(4) . . ? Cu2 O7 H7 101(4) . . ? C25 O11 C22 109.0(4) . . ? 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 O8 Zn1 Cu2 O9 -94.94(19) . . . . ? O10 Zn1 Cu2 O9 170.87(19) . . . . ? Br1 Zn1 Cu2 O9 70.50(16) . . . . ? O8 Zn1 Cu2 O7 14.64(15) . . . . ? O10 Zn1 Cu2 O7 -79.55(16) . . . . ? O9 Zn1 Cu2 O7 109.58(19) . . . . ? Br1 Zn1 Cu2 O7 -179.92(11) . . . . ? O8 Zn1 Cu2 O6 91.33(19) . . . . ? O10 Zn1 Cu2 O6 -2.86(19) . . . . ? O9 Zn1 Cu2 O6 -173.7(2) . . . . ? Br1 Zn1 Cu2 O6 -103.23(16) . . . . ? O8 Zn1 Cu2 N2 -166.87(18) . . . . ? O10 Zn1 Cu2 N2 98.95(18) . . . . ? O9 Zn1 Cu2 N2 -71.9(2) . . . . ? Br1 Zn1 Cu2 N2 -1.42(15) . . . . ? O8 Zn1 Cu2 O4 -59.68(16) . . . . ? O10 Zn1 Cu2 O4 -153.87(15) . . . . ? O9 Zn1 Cu2 O4 35.26(18) . . . . ? Br1 Zn1 Cu2 O4 105.76(11) . . . . ? O1 C1 C2 F8 -97.6(8) . . . . ? O2 C1 C2 F8 84.0(8) . . . . ? O1 C1 C2 F7 34.9(9) . . . . ? O2 C1 C2 F7 -143.5(6) . . . . ? O1 C1 C2 F9 145.4(6) . . . . ? O2 C1 C2 F9 -33.1(8) . . . . ? O4 C3 C4 F4 8.5(8) . . . . ? O3 C3 C4 F4 -171.6(6) . . . . ? O4 C3 C4 F6 -116.4(7) . . . . ? O3 C3 C4 F6 63.5(8) . . . . ? O4 C3 C4 F5 124.5(6) . . . . ? O3 C3 C4 F5 -55.5(7) . . . . ? O5 C5 C6 F2 98.6(6) . . . . ? O6 C5 C6 F2 -78.4(7) . . . . ? O5 C5 C6 F1 -141.5(6) . . . . ? O6 C5 C6 F1 41.5(7) . . . . ? O5 C5 C6 F3 -22.4(8) . . . . ? O6 C5 C6 F3 160.6(5) . . . . ? C24 C21 C22 O11 -34.2(7) . . . . ? C22 C21 C24 C25 36.3(8) . . . . ? C21 C24 C25 O11 -26.6(8) . . . . ? O8 C7 C8 N1 44.4(6) . . . . ? O9 C11 C12 N2 -51.6(5) . . . . ? O10 C15A C16A N3 -54.9(10) . . . . ? O10 C15B C16B N3 47.1(12) . . . . ? C8 C7 O8 Zn1 -142.5(4) . . . . ? C8 C7 O8 Cu1 -18.6(6) . . . . ? O10 Zn1 O8 C7 -145.2(4) . . . . ? O9 Zn1 O8 C7 116.3(4) . . . . ? Br1 Zn1 O8 C7 -14.6(4) . . . . ? Cu2 Zn1 O8 C7 155.0(4) . . . . ? O10 Zn1 O8 Cu1 87.70(18) . . . . ? O9 Zn1 O8 Cu1 -10.78(19) . . . . ? Br1 Zn1 O8 Cu1 -141.72(10) . . . . ? Cu2 Zn1 O8 Cu1 27.89(16) . . . . ? O7 Cu1 O8 C7 169.1(3) . . . . ? O3 Cu1 O8 C7 -87.0(5) . . . . ? N1 Cu1 O8 C7 -6.8(4) . . . . ? O1 Cu1 O8 C7 83.2(4) . . . . ? O7 Cu1 O8 Zn1 -59.69(17) . . . . ? O3 Cu1 O8 Zn1 44.3(5) . . . . ? N1 Cu1 O8 Zn1 124.44(19) . . . . ? O1 Cu1 O8 Zn1 -145.54(17) . . . . ? C12 C11 O9 Cu2 43.7(4) . . . . ? C12 C11 O9 Zn1 -75.3(4) . . . . ? O7 Cu2 O9 C11 165.5(3) . . . . ? N2 Cu2 O9 C11 -20.3(3) . . . . ? O4 Cu2 O9 C11 80.6(3) . . . . ? Zn1 Cu2 O9 C11 -130.0(4) . . . . ? O7 Cu2 O9 Zn1 -64.47(15) . . . . ? N2 Cu2 O9 Zn1 109.70(18) . . . . ? O4 Cu2 O9 Zn1 -149.38(15) . . . . ? O8 Zn1 O9 C11 -148.2(3) . . . . ? O10 Zn1 O9 C11 114.0(3) . . . . ? Br1 Zn1 O9 C11 -16.3(4) . . . . ? Cu2 Zn1 O9 C11 121.9(4) . . . . ? O8 Zn1 O9 Cu2 89.88(16) . . . . ? O10 Zn1 O9 Cu2 -7.91(16) . . . . ? Br1 Zn1 O9 Cu2 -138.22(9) . . . . ? C16A C15A O10 C15B -52(3) . . . . ? C16A C15A O10 Zn1 -81.9(9) . . . . ? C16A C15A O10 Cu3 47.2(8) . . . . ? C16B C15B O10 C15A 66(3) . . . . ? C16B C15B O10 Zn1 -138.9(8) . . . . ? C16B C15B O10 Cu3 -22.1(11) . . . . ? O8 Zn1 O10 C15A 118.8(6) . . . . ? O9 Zn1 O10 C15A -142.5(6) . . . . ? Br1 Zn1 O10 C15A -12.5(7) . . . . ? Cu2 Zn1 O10 C15A -148.2(7) . . . . ? O8 Zn1 O10 C15B 108.4(8) . . . . ? O9 Zn1 O10 C15B -152.8(8) . . . . ? Br1 Zn1 O10 C15B -22.9(8) . . . . ? Cu2 Zn1 O10 C15B -158.6(8) . . . . ? O8 Zn1 O10 Cu3 -11.55(18) . . . . ? O9 Zn1 O10 Cu3 87.21(17) . . . . ? Br1 Zn1 O10 Cu3 -142.80(11) . . . . ? Cu2 Zn1 O10 Cu3 81.51(15) . . . . ? O7 Cu3 O10 C15A 159.9(5) . . . . ? O2 Cu3 O10 C15A -99.9(9) . . . . ? N3 Cu3 O10 C15A -24.8(5) . . . . ? O5 Cu3 O10 C15A 72.6(5) . . . . ? O7 Cu3 O10 C15B -179.0(6) . . . . ? O2 Cu3 O10 C15B -78.9(11) . . . . ? N3 Cu3 O10 C15B -3.7(6) . . . . ? O5 Cu3 O10 C15B 93.6(6) . . . . ? O7 Cu3 O10 Zn1 -60.05(17) . . . . ? O2 Cu3 O10 Zn1 40.1(9) . . . . ? N3 Cu3 O10 Zn1 115.27(19) . . . . ? O5 Cu3 O10 Zn1 -147.42(17) . . . . ? C7 C8 N1 C9 -169.2(5) . . . . ? C7 C8 N1 C10 69.2(6) . . . . ? C7 C8 N1 Cu1 -47.1(5) . . . . ? O3 Cu1 N1 C9 -51.3(4) . . . . ? O8 Cu1 N1 C9 148.4(4) . . . . ? O1 Cu1 N1 C9 53.2(4) . . . . ? O3 Cu1 N1 C10 71.4(4) . . . . ? O8 Cu1 N1 C10 -88.9(4) . . . . ? O1 Cu1 N1 C10 175.9(4) . . . . ? O3 Cu1 N1 C8 -170.3(3) . . . . ? O8 Cu1 N1 C8 29.4(3) . . . . ? O1 Cu1 N1 C8 -65.8(3) . . . . ? C11 C12 N2 C13 -85.4(5) . . . . ? C11 C12 N2 C14 154.4(4) . . . . ? C11 C12 N2 Cu2 33.1(5) . . . . ? O9 Cu2 N2 C13 111.4(4) . . . . ? O6 Cu2 N2 C13 -75.9(4) . . . . ? O4 Cu2 N2 C13 26.8(4) . . . . ? Zn1 Cu2 N2 C13 148.0(3) . . . . ? O9 Cu2 N2 C14 -127.1(3) . . . . ? O6 Cu2 N2 C14 45.6(3) . . . . ? O4 Cu2 N2 C14 148.3(3) . . . . ? Zn1 Cu2 N2 C14 -90.5(3) . . . . ? O9 Cu2 N2 C12 -7.8(3) . . . . ? O6 Cu2 N2 C12 164.9(3) . . . . ? O4 Cu2 N2 C12 -92.4(3) . . . . ? Zn1 Cu2 N2 C12 28.8(3) . . . . ? C15B C16B N3 C18B 72.1(11) . . . . ? C15B C16B N3 C18A 96.6(11) . . . . ? C15B C16B N3 C17A -157.5(10) . . . . ? C15B C16B N3 C16A 45.9(9) . . . . ? C15B C16B N3 C17B -168.0(10) . . . . ? C15B C16B N3 Cu3 -48.1(9) . . . . ? C15A C16A N3 C16B -61.0(9) . . . . ? C15A C16A N3 C18B 143.3(9) . . . . ? C15A C16A N3 C18A 154.4(7) . . . . ? C15A C16A N3 C17A -85.5(9) . . . . ? C15A C16A N3 C17B -108.9(11) . . . . ? C15A C16A N3 Cu3 34.8(8) . . . . ? O2 Cu3 N3 C16B -160.4(6) . . . . ? O10 Cu3 N3 C16B 30.3(6) . . . . ? O5 Cu3 N3 C16B -61.4(6) . . . . ? O2 Cu3 N3 C18B 77.6(7) . . . . ? O10 Cu3 N3 C18B -91.6(7) . . . . ? O5 Cu3 N3 C18B 176.7(6) . . . . ? O2 Cu3 N3 C18A 45.7(5) . . . . ? O10 Cu3 N3 C18A -123.5(5) . . . . ? O5 Cu3 N3 C18A 144.8(5) . . . . ? O2 Cu3 N3 C17A -77.1(6) . . . . ? O10 Cu3 N3 C17A 113.6(6) . . . . ? O5 Cu3 N3 C17A 21.9(6) . . . . ? O2 Cu3 N3 C16A 163.3(4) . . . . ? O10 Cu3 N3 C16A -6.0(4) . . . . ? O5 Cu3 N3 C16A -97.7(4) . . . . ? O2 Cu3 N3 C17B -44.1(7) . . . . ? O10 Cu3 N3 C17B 146.6(7) . . . . ? O5 Cu3 N3 C17B 54.9(7) . . . . ? O2 C1 O1 Cu1 1.7(9) . . . . ? C2 C1 O1 Cu1 -176.3(4) . . . . ? O7 Cu1 O1 C1 -32.0(4) . . . . ? O3 Cu1 O1 C1 -126.3(4) . . . . ? O8 Cu1 O1 C1 57.1(5) . . . . ? N1 Cu1 O1 C1 142.2(5) . . . . ? O1 C1 O2 Cu3 -5.4(9) . . . . ? C2 C1 O2 Cu3 172.7(4) . . . . ? O7 Cu3 O2 C1 37.9(5) . . . . ? O10 Cu3 O2 C1 -61.8(10) . . . . ? N3 Cu3 O2 C1 -136.5(5) . . . . ? O5 Cu3 O2 C1 125.8(4) . . . . ? O4 C3 O3 Cu1 -16.7(8) . . . . ? C4 C3 O3 Cu1 163.4(4) . . . . ? O7 Cu1 O3 C3 39.0(4) . . . . ? O8 Cu1 O3 C3 -64.0(7) . . . . ? N1 Cu1 O3 C3 -143.1(4) . . . . ? O1 Cu1 O3 C3 126.1(4) . . . . ? O3 C3 O4 Cu2 15.4(8) . . . . ? C4 C3 O4 Cu2 -164.7(4) . . . . ? O9 Cu2 O4 C3 52.2(4) . . . . ? O7 Cu2 O4 C3 -36.8(4) . . . . ? O6 Cu2 O4 C3 -128.5(4) . . . . ? N2 Cu2 O4 C3 137.2(4) . . . . ? Zn1 Cu2 O4 C3 31.0(4) . . . . ? O6 C5 O5 Cu3 -3.6(9) . . . . ? C6 C5 O5 Cu3 -179.9(4) . . . . ? O7 Cu3 O5 C5 -28.3(4) . . . . ? O2 Cu3 O5 C5 -121.1(4) . . . . ? O10 Cu3 O5 C5 60.3(4) . . . . ? N3 Cu3 O5 C5 146.5(4) . . . . ? O5 C5 O6 Cu2 -4.2(9) . . . . ? C6 C5 O6 Cu2 172.2(4) . . . . ? O7 Cu2 O6 C5 40.8(4) . . . . ? N2 Cu2 O6 C5 -132.7(4) . . . . ? O4 Cu2 O6 C5 126.1(4) . . . . ? Zn1 Cu2 O6 C5 -28.1(5) . . . . ? O3 Cu1 O7 Cu3 169.75(16) . . . . ? O8 Cu1 O7 Cu3 -29.67(16) . . . . ? O1 Cu1 O7 Cu3 65.62(16) . . . . ? O3 Cu1 O7 Cu2 -69.45(17) . . . . ? O8 Cu1 O7 Cu2 91.12(17) . . . . ? O1 Cu1 O7 Cu2 -173.59(17) . . . . ? O2 Cu3 O7 Cu1 -73.04(17) . . . . ? O10 Cu3 O7 Cu1 96.01(16) . . . . ? O5 Cu3 O7 Cu1 -171.72(16) . . . . ? O2 Cu3 O7 Cu2 163.10(17) . . . . ? O10 Cu3 O7 Cu2 -27.85(16) . . . . ? O5 Cu3 O7 Cu2 64.42(16) . . . . ? O9 Cu2 O7 Cu1 -22.98(17) . . . . ? O6 Cu2 O7 Cu1 164.50(17) . . . . ? O4 Cu2 O7 Cu1 62.62(16) . . . . ? Zn1 Cu2 O7 Cu1 -59.11(12) . . . . ? O9 Cu2 O7 Cu3 98.96(16) . . . . ? O6 Cu2 O7 Cu3 -73.56(17) . . . . ? O4 Cu2 O7 Cu3 -175.43(16) . . . . ? Zn1 Cu2 O7 Cu3 62.83(11) . . . . ? C24 C25 O11 C22 5.3(7) . . . . ? C21 C22 O11 C25 17.6(7) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O7 H7 O11 0.822(19) 1.92(2) 2.720(5) 166(5) . _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 1.683 _refine_diff_density_min -0.778 _refine_diff_density_rms 0.115 # Attachment '- Cif file complex -3 Sultan et al' data_08amj001_0m _database_code_depnum_ccdc_archive 'CCDC 807292' #TrackingRef '- Cif file complex -3 Sultan et al' _audit_creation_method SHELXL-97 _chemical_name_systematic ; y ; _chemical_name_common y _chemical_melting_point y _chemical_formula_moiety 'C18 H31 Br0.71 Cl0.29 Cu3 F9 N3 O10 Zn, C4 H8 O' _chemical_formula_sum 'C22 H39 Br0.71 Cl0.29 Cu3 F9 N3 O11 Zn' _chemical_formula_weight 1015.52 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' F F 0.0171 0.0103 '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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 '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 C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 16.4574(8) _cell_length_b 12.2853(8) _cell_length_c 35.696(2) _cell_angle_alpha 90.00 _cell_angle_beta 94.6710(10) _cell_angle_gamma 90.00 _cell_volume 7193.3(7) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9965 _cell_measurement_theta_min 2.18 _cell_measurement_theta_max 28.43 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.59 _exptl_crystal_size_mid 0.54 _exptl_crystal_size_min 0.40 _exptl_crystal_density_meas y _exptl_crystal_density_diffrn 1.875 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4062 _exptl_absorpt_coefficient_mu 3.318 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.208 _exptl_absorpt_correction_T_max 0.265 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2007)' _exptl_special_details ; The site of the halogen atom is occupied by both chloride and bromide in a 0.292(3) to 0.708(3) ratio. The ADPs of the two halogen atoms were restrained to be the same. ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker AXS SMART APEX CCD diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean y _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% y _diffrn_reflns_number 35652 _diffrn_reflns_av_R_equivalents 0.0306 _diffrn_reflns_av_sigmaI/netI 0.0265 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -47 _diffrn_reflns_limit_l_max 47 _diffrn_reflns_theta_min 2.07 _diffrn_reflns_theta_max 28.28 _reflns_number_total 8927 _reflns_number_gt 7897 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART 5.630 (Bruker, 1997-2002)' _computing_cell_refinement 'SAINT+ 6.45 (Bruker, 2003)' _computing_data_reduction 'SAINT+ 6.45' _computing_structure_solution 'SHELXTL 6.14 (Bruker, 2000-2003)' _computing_structure_refinement 'SHELXTL 6.14' _computing_molecular_graphics 'SHELXTL 6.14' _computing_publication_material 'SHELXTL 6.14' _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^)+(0.0163P)^2^+29.3631P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef y _refine_ls_number_reflns 8927 _refine_ls_number_parameters 464 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0403 _refine_ls_R_factor_gt 0.0340 _refine_ls_wR_factor_ref 0.0713 _refine_ls_wR_factor_gt 0.0696 _refine_ls_goodness_of_fit_ref 1.127 _refine_ls_restrained_S_all 1.127 _refine_ls_shift/su_max 0.004 _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 Br1 Br 0.12609(9) 0.50749(19) 0.27451(7) 0.0164(2) Uani 0.708(3) 1 d P . . C1 C 0.24543(16) 0.2703(2) 0.31669(8) 0.0173(5) Uani 1 1 d . . . H1A H 0.2245 0.2916 0.2909 0.021 Uiso 1 1 calc R . . H1B H 0.2003 0.2362 0.3292 0.021 Uiso 1 1 calc R . . C2 C 0.31521(16) 0.1899(2) 0.31492(8) 0.0170(5) Uani 1 1 d . . . H2A H 0.3236 0.1501 0.3390 0.020 Uiso 1 1 calc R . . H2B H 0.3016 0.1361 0.2947 0.020 Uiso 1 1 calc R . . C3 C 0.46156(17) 0.1738(2) 0.31239(9) 0.0246(6) Uani 1 1 d . . . H3A H 0.4540 0.1140 0.2943 0.037 Uiso 1 1 calc R . . H3B H 0.4654 0.1444 0.3380 0.037 Uiso 1 1 calc R . . H3C H 0.5118 0.2132 0.3082 0.037 Uiso 1 1 calc R . . C4 C 0.38581(19) 0.2953(2) 0.26886(8) 0.0238(6) Uani 1 1 d . . . H4A H 0.4353 0.3371 0.2653 0.036 Uiso 1 1 calc R . . H4B H 0.3382 0.3432 0.2654 0.036 Uiso 1 1 calc R . . H4C H 0.3803 0.2360 0.2504 0.036 Uiso 1 1 calc R . . C5 C 0.16066(16) 0.6226(2) 0.37909(8) 0.0179(5) Uani 1 1 d . . . H5A H 0.1276 0.6596 0.3584 0.022 Uiso 1 1 calc R . . H5B H 0.1719 0.6752 0.3999 0.022 Uiso 1 1 calc R . . C6 C 0.11492(16) 0.5257(2) 0.39264(8) 0.0210(6) Uani 1 1 d . . . H6A H 0.0662 0.5505 0.4048 0.025 Uiso 1 1 calc R . . H6B H 0.0965 0.4787 0.3711 0.025 Uiso 1 1 calc R . . C7 C 0.16852(18) 0.5087(3) 0.45834(8) 0.0250(6) Uani 1 1 d . . . H7A H 0.1138 0.5006 0.4669 0.037 Uiso 1 1 calc R . . H7B H 0.1830 0.5860 0.4579 0.037 Uiso 1 1 calc R . . H7C H 0.2079 0.4698 0.4755 0.037 Uiso 1 1 calc R . . C8 C 0.14226(18) 0.3476(2) 0.42044(9) 0.0255(6) Uani 1 1 d . . . H8A H 0.1755 0.3074 0.4398 0.038 Uiso 1 1 calc R . . H8B H 0.1482 0.3147 0.3958 0.038 Uiso 1 1 calc R . . H8C H 0.0849 0.3450 0.4259 0.038 Uiso 1 1 calc R . . C9 C 0.34947(18) 0.6306(2) 0.27300(7) 0.0201(6) Uani 1 1 d . . . H9A H 0.2962 0.6662 0.2665 0.024 Uiso 1 1 calc R . . H9B H 0.3630 0.5858 0.2513 0.024 Uiso 1 1 calc R . . C10 C 0.41477(16) 0.7161(2) 0.28144(7) 0.0179(5) Uani 1 1 d . . . H10A H 0.4694 0.6827 0.2808 0.022 Uiso 1 1 calc R . . H10B H 0.4093 0.7741 0.2622 0.022 Uiso 1 1 calc R . . C11 C 0.47859(18) 0.8312(2) 0.33058(9) 0.0237(6) Uani 1 1 d . . . H11A H 0.4825 0.8909 0.3126 0.036 Uiso 1 1 calc R . . H11B H 0.5278 0.7862 0.3310 0.036 Uiso 1 1 calc R . . H11C H 0.4733 0.8612 0.3557 0.036 Uiso 1 1 calc R . . C12 C 0.33201(18) 0.8314(2) 0.31947(9) 0.0243(6) Uani 1 1 d . . . H12A H 0.3342 0.8900 0.3009 0.036 Uiso 1 1 calc R . . H12B H 0.3290 0.8630 0.3445 0.036 Uiso 1 1 calc R . . H12C H 0.2837 0.7863 0.3132 0.036 Uiso 1 1 calc R . . C13 C 0.36757(17) 0.2789(2) 0.42484(7) 0.0173(5) Uani 1 1 d . . . C14 C 0.3762(2) 0.1882(2) 0.45512(9) 0.0265(6) Uani 1 1 d . . . C15 C 0.36938(16) 0.7094(2) 0.42671(7) 0.0158(5) Uani 1 1 d . . . C16 C 0.3760(2) 0.8131(2) 0.45132(9) 0.0266(6) Uani 1 1 d . . . C17 C 0.55089(15) 0.4845(2) 0.34404(7) 0.0154(5) Uani 1 1 d . . . C18 C 0.64472(17) 0.4695(2) 0.34665(9) 0.0241(6) Uani 1 1 d . . . Cl1 Cl 0.1367(7) 0.5012(12) 0.2733(4) 0.0164(2) Uani 0.292(3) 1 d P . . F1 F 0.45038(14) 0.8304(2) 0.46540(9) 0.0764(10) Uani 1 1 d . . . F2 F 0.3511(2) 0.90028(18) 0.43132(7) 0.0700(8) Uani 1 1 d . . . F3 F 0.32807(14) 0.81100(18) 0.47912(6) 0.0494(6) Uani 1 1 d . . . F4 F 0.43883(13) 0.12298(17) 0.45115(6) 0.0432(5) Uani 1 1 d . . . F5 F 0.38670(16) 0.22834(17) 0.48974(5) 0.0503(6) Uani 1 1 d . . . F6 F 0.30947(14) 0.12706(18) 0.45297(7) 0.0518(6) Uani 1 1 d . . . F7 F 0.66936(10) 0.37671(14) 0.36254(6) 0.0304(4) Uani 1 1 d . . . F8 F 0.67142(12) 0.4741(2) 0.31252(6) 0.0517(6) Uani 1 1 d . . . F9 F 0.68364(11) 0.54847(17) 0.36697(7) 0.0465(6) Uani 1 1 d . . . N1 N 0.39130(13) 0.24914(18) 0.30740(6) 0.0166(4) Uani 1 1 d . . . N2 N 0.16986(13) 0.46286(19) 0.42009(6) 0.0169(4) Uani 1 1 d . . . N3 N 0.40619(13) 0.76356(17) 0.31915(6) 0.0147(4) Uani 1 1 d . . . O1 O 0.27422(11) 0.36438(14) 0.33729(5) 0.0145(4) Uani 1 1 d . . . O2 O 0.23489(11) 0.58508(14) 0.36618(5) 0.0136(3) Uani 1 1 d . . . O3 O 0.34471(11) 0.56316(15) 0.30526(5) 0.0147(4) Uani 1 1 d . . . O4 O 0.40096(12) 0.26120(15) 0.39573(5) 0.0191(4) Uani 1 1 d . . . O5 O 0.32459(12) 0.35758(15) 0.43416(5) 0.0179(4) Uani 1 1 d . . . O6 O 0.33147(12) 0.63263(16) 0.43845(5) 0.0196(4) Uani 1 1 d . . . O7 O 0.40626(11) 0.72101(15) 0.39716(5) 0.0170(4) Uani 1 1 d . . . O8 O 0.52710(11) 0.57931(15) 0.34409(6) 0.0201(4) Uani 1 1 d . . . O9 O 0.51232(11) 0.39567(15) 0.34124(6) 0.0189(4) Uani 1 1 d . . . O10 O 0.38546(11) 0.49427(15) 0.37837(5) 0.0123(3) Uani 1 1 d . . . H10 H 0.416(2) 0.489(3) 0.3908(10) 0.018 Uiso 1 1 d . . . Cu1 Cu 0.283353(18) 0.47939(2) 0.402453(8) 0.01187(7) Uani 1 1 d . . . Zn1 Zn 0.238368(17) 0.50798(2) 0.318054(8) 0.01243(7) Uani 1 1 d . . . Cu2 Cu 0.394358(18) 0.63185(2) 0.351675(8) 0.01181(7) Uani 1 1 d . . . Cu3 Cu 0.394536(18) 0.37180(2) 0.344160(8) 0.01248(7) Uani 1 1 d . . . C19 C 0.5528(2) 0.5720(3) 0.44870(9) 0.0297(7) Uani 1 1 d . . . H19A H 0.5110 0.6111 0.4620 0.036 Uiso 1 1 calc R . . H19B H 0.5755 0.6227 0.4307 0.036 Uiso 1 1 calc R . . C20 C 0.6200(2) 0.5293(3) 0.47661(10) 0.0327(7) Uani 1 1 d . . . H20A H 0.6679 0.5783 0.4782 0.039 Uiso 1 1 calc R . . H20B H 0.6004 0.5211 0.5020 0.039 Uiso 1 1 calc R . . C21 C 0.64057(19) 0.4194(3) 0.46027(9) 0.0300(7) Uani 1 1 d . . . H21A H 0.6794 0.4269 0.4407 0.036 Uiso 1 1 calc R . . H21B H 0.6635 0.3690 0.4800 0.036 Uiso 1 1 calc R . . C22 C 0.55800(19) 0.3817(2) 0.44377(9) 0.0261(6) Uani 1 1 d . . . H22A H 0.5637 0.3283 0.4234 0.031 Uiso 1 1 calc R . . H22B H 0.5271 0.3476 0.4633 0.031 Uiso 1 1 calc R . . O11 O 0.51744(13) 0.47827(17) 0.42930(6) 0.0295(5) 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 Br1 0.0141(6) 0.0182(4) 0.0161(3) 0.0013(2) -0.0023(4) 0.0025(4) C1 0.0151(12) 0.0140(12) 0.0227(13) -0.0026(10) 0.0007(10) -0.0015(10) C2 0.0181(13) 0.0141(12) 0.0185(12) -0.0021(10) -0.0005(10) -0.0007(10) C3 0.0180(14) 0.0206(14) 0.0348(16) -0.0105(12) 0.0004(12) 0.0069(11) C4 0.0281(16) 0.0244(14) 0.0195(13) -0.0043(11) 0.0055(11) -0.0017(12) C5 0.0153(13) 0.0194(13) 0.0194(12) 0.0012(10) 0.0026(10) 0.0059(10) C6 0.0149(13) 0.0260(14) 0.0222(13) -0.0001(11) 0.0026(10) 0.0003(11) C7 0.0242(14) 0.0341(16) 0.0174(13) -0.0036(12) 0.0075(11) -0.0017(13) C8 0.0228(15) 0.0245(15) 0.0298(15) 0.0021(12) 0.0066(12) -0.0070(12) C9 0.0251(14) 0.0257(14) 0.0096(11) 0.0038(10) 0.0028(10) -0.0037(11) C10 0.0178(13) 0.0208(13) 0.0161(12) 0.0041(10) 0.0065(10) -0.0001(10) C11 0.0225(15) 0.0188(13) 0.0299(15) 0.0014(11) 0.0020(12) -0.0069(11) C12 0.0208(14) 0.0210(14) 0.0319(16) 0.0073(12) 0.0068(12) 0.0076(11) C13 0.0202(13) 0.0142(12) 0.0169(12) 0.0017(10) -0.0027(10) -0.0029(10) C14 0.0336(17) 0.0202(14) 0.0260(15) 0.0058(12) 0.0044(13) 0.0032(12) C15 0.0151(12) 0.0159(12) 0.0160(12) -0.0046(10) -0.0018(10) 0.0030(10) C16 0.0323(17) 0.0229(15) 0.0253(15) -0.0095(12) 0.0062(12) -0.0030(12) C17 0.0110(11) 0.0202(13) 0.0152(12) 0.0031(10) 0.0026(9) 0.0020(10) C18 0.0131(13) 0.0219(14) 0.0380(17) 0.0124(12) 0.0068(12) 0.0024(10) Cl1 0.0141(6) 0.0182(4) 0.0161(3) 0.0013(2) -0.0023(4) 0.0025(4) F1 0.0298(12) 0.095(2) 0.103(2) -0.0812(18) -0.0032(13) -0.0082(13) F2 0.132(3) 0.0229(11) 0.0558(16) -0.0072(10) 0.0135(16) 0.0146(13) F3 0.0587(14) 0.0486(13) 0.0444(12) -0.0282(10) 0.0266(11) -0.0073(11) F4 0.0513(13) 0.0359(11) 0.0434(12) 0.0188(9) 0.0103(10) 0.0232(10) F5 0.0964(19) 0.0343(11) 0.0194(9) 0.0082(8) -0.0006(10) 0.0141(12) F6 0.0462(13) 0.0357(12) 0.0736(16) 0.0280(11) 0.0059(12) -0.0124(10) F7 0.0168(8) 0.0251(9) 0.0497(11) 0.0164(8) 0.0041(8) 0.0049(7) F8 0.0292(11) 0.0826(17) 0.0468(13) 0.0299(12) 0.0238(9) 0.0223(11) F9 0.0188(10) 0.0304(11) 0.0880(18) 0.0033(11) -0.0095(10) -0.0056(8) N1 0.0152(11) 0.0164(11) 0.0181(11) -0.0037(9) 0.0009(8) 0.0034(9) N2 0.0157(11) 0.0203(11) 0.0152(10) 0.0015(9) 0.0036(8) -0.0005(9) N3 0.0125(10) 0.0141(10) 0.0177(10) 0.0024(8) 0.0030(8) 0.0003(8) O1 0.0124(9) 0.0118(8) 0.0192(9) -0.0020(7) 0.0004(7) -0.0004(7) O2 0.0139(9) 0.0143(8) 0.0126(8) -0.0007(7) 0.0019(7) 0.0023(7) O3 0.0153(9) 0.0175(9) 0.0114(8) 0.0010(7) 0.0015(7) -0.0015(7) O4 0.0234(10) 0.0171(9) 0.0166(9) -0.0002(7) 0.0010(8) 0.0025(8) O5 0.0203(10) 0.0180(9) 0.0155(9) 0.0041(7) 0.0024(7) 0.0014(7) O6 0.0224(10) 0.0206(10) 0.0159(9) -0.0036(7) 0.0026(7) -0.0036(8) O7 0.0192(10) 0.0157(9) 0.0163(9) -0.0030(7) 0.0019(7) -0.0024(7) O8 0.0127(9) 0.0183(9) 0.0297(11) 0.0043(8) 0.0045(8) 0.0023(7) O9 0.0124(9) 0.0179(9) 0.0266(10) -0.0036(8) 0.0033(7) 0.0004(7) O10 0.0115(8) 0.0136(8) 0.0114(8) -0.0001(7) -0.0016(6) 0.0009(7) Cu1 0.01168(14) 0.01308(14) 0.01098(14) 0.00128(11) 0.00169(11) 0.00018(11) Zn1 0.01269(13) 0.01252(14) 0.01199(13) 0.00005(10) 0.00046(10) -0.00002(11) Cu2 0.01301(15) 0.01055(14) 0.01195(14) 0.00050(11) 0.00141(11) -0.00079(11) Cu3 0.01183(15) 0.01207(14) 0.01352(14) -0.00249(11) 0.00101(11) 0.00073(11) C19 0.0272(16) 0.0256(15) 0.0341(17) -0.0044(13) -0.0107(13) -0.0012(12) C20 0.0232(15) 0.0397(19) 0.0334(17) -0.0038(14) -0.0083(13) -0.0019(14) C21 0.0203(15) 0.0380(18) 0.0306(16) 0.0038(14) -0.0052(12) 0.0053(13) C22 0.0262(15) 0.0220(14) 0.0291(15) 0.0041(12) -0.0041(12) 0.0014(12) O11 0.0278(11) 0.0199(10) 0.0376(12) -0.0011(9) -0.0175(9) 0.0007(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 Br1 Zn1 2.316(2) . y C1 O1 1.430(3) . y C1 C2 1.520(4) . y C1 H1A 0.9900 . y C1 H1B 0.9900 . y C2 N1 1.492(3) . y C2 H2A 0.9900 . y C2 H2B 0.9900 . y C3 N1 1.480(3) . y C3 H3A 0.9800 . y C3 H3B 0.9800 . y C3 H3C 0.9800 . y C4 N1 1.484(4) . y C4 H4A 0.9800 . y C4 H4B 0.9800 . y C4 H4C 0.9800 . y C5 O2 1.417(3) . y C5 C6 1.509(4) . y C5 H5A 0.9900 . y C5 H5B 0.9900 . y C6 N2 1.493(3) . y C6 H6A 0.9900 . y C6 H6B 0.9900 . y C7 N2 1.479(3) . y C7 H7A 0.9800 . y C7 H7B 0.9800 . y C7 H7C 0.9800 . y C8 N2 1.487(4) . y C8 H8A 0.9800 . y C8 H8B 0.9800 . y C8 H8C 0.9800 . y C9 O3 1.426(3) . y C9 C10 1.515(4) . y C9 H9A 0.9900 . y C9 H9B 0.9900 . y C10 N3 1.484(3) . y C10 H10A 0.9900 . y C10 H10B 0.9900 . y C11 N3 1.482(3) . y C11 H11A 0.9800 . y C11 H11B 0.9800 . y C11 H11C 0.9800 . y C12 N3 1.479(3) . y C12 H12A 0.9800 . y C12 H12B 0.9800 . y C12 H12C 0.9800 . y C13 O4 1.233(3) . y C13 O5 1.259(3) . y C13 C14 1.551(4) . y C14 F4 1.322(4) . y C14 F6 1.328(4) . y C14 F5 1.329(4) . y C15 O6 1.223(3) . y C15 O7 1.267(3) . y C15 C16 1.546(4) . y C16 F1 1.303(4) . y C16 F3 1.317(4) . y C16 F2 1.333(4) . y C17 O8 1.229(3) . y C17 O9 1.262(3) . y C17 C18 1.550(4) . y C18 F7 1.323(3) . y C18 F8 1.329(4) . y C18 F9 1.342(4) . y Cl1 Zn1 2.219(14) . y N1 Cu3 1.996(2) . y N2 Cu1 2.029(2) . y N3 Cu2 2.010(2) . y O1 Zn1 1.9662(18) . y O1 Cu3 1.9774(18) . y O2 Cu1 1.9571(17) . y O2 Zn1 1.9667(17) . y O3 Zn1 1.9650(18) . y O3 Cu2 1.9759(18) . y O4 Cu3 2.2836(19) . y O5 Cu1 1.9635(18) . y O6 Cu1 2.3783(19) . y O7 Cu2 1.9552(18) . y O8 Cu2 2.3148(19) . y O9 Cu3 1.9717(18) . y O10 Cu3 1.9511(18) . y O10 Cu2 1.9517(18) . y O10 Cu1 1.9573(18) . y O10 H10 0.64(3) . y Cu1 Zn1 3.0635(4) . y C19 O11 1.442(4) . y C19 C20 1.521(4) . y C19 H19A 0.9900 . y C19 H19B 0.9900 . y C20 C21 1.520(5) . y C20 H20A 0.9900 . y C20 H20B 0.9900 . y C21 C22 1.509(4) . y C21 H21A 0.9900 . y C21 H21B 0.9900 . y C22 O11 1.436(3) . y C22 H22A 0.9900 . y C22 H22B 0.9900 . y 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 O1 C1 C2 109.1(2) . . y O1 C1 H1A 109.9 . . y C2 C1 H1A 109.9 . . y O1 C1 H1B 109.9 . . y C2 C1 H1B 109.9 . . y H1A C1 H1B 108.3 . . y N1 C2 C1 109.8(2) . . y N1 C2 H2A 109.7 . . y C1 C2 H2A 109.7 . . y N1 C2 H2B 109.7 . . y C1 C2 H2B 109.7 . . y H2A C2 H2B 108.2 . . y N1 C3 H3A 109.5 . . y N1 C3 H3B 109.5 . . y H3A C3 H3B 109.5 . . y N1 C3 H3C 109.5 . . y H3A C3 H3C 109.5 . . y H3B C3 H3C 109.5 . . y N1 C4 H4A 109.5 . . y N1 C4 H4B 109.5 . . y H4A C4 H4B 109.5 . . y N1 C4 H4C 109.5 . . y H4A C4 H4C 109.5 . . y H4B C4 H4C 109.5 . . y O2 C5 C6 108.3(2) . . y O2 C5 H5A 110.0 . . y C6 C5 H5A 110.0 . . y O2 C5 H5B 110.0 . . y C6 C5 H5B 110.0 . . y H5A C5 H5B 108.4 . . y N2 C6 C5 109.1(2) . . y N2 C6 H6A 109.9 . . y C5 C6 H6A 109.9 . . y N2 C6 H6B 109.9 . . y C5 C6 H6B 109.9 . . y H6A C6 H6B 108.3 . . y N2 C7 H7A 109.5 . . y N2 C7 H7B 109.5 . . y H7A C7 H7B 109.5 . . y N2 C7 H7C 109.5 . . y H7A C7 H7C 109.5 . . y H7B C7 H7C 109.5 . . y N2 C8 H8A 109.5 . . y N2 C8 H8B 109.5 . . y H8A C8 H8B 109.5 . . y N2 C8 H8C 109.5 . . y H8A C8 H8C 109.5 . . y H8B C8 H8C 109.5 . . y O3 C9 C10 109.1(2) . . y O3 C9 H9A 109.9 . . y C10 C9 H9A 109.9 . . y O3 C9 H9B 109.9 . . y C10 C9 H9B 109.9 . . y H9A C9 H9B 108.3 . . y N3 C10 C9 109.5(2) . . y N3 C10 H10A 109.8 . . y C9 C10 H10A 109.8 . . y N3 C10 H10B 109.8 . . y C9 C10 H10B 109.8 . . y H10A C10 H10B 108.2 . . y N3 C11 H11A 109.5 . . y N3 C11 H11B 109.5 . . y H11A C11 H11B 109.5 . . y N3 C11 H11C 109.5 . . y H11A C11 H11C 109.5 . . y H11B C11 H11C 109.5 . . y N3 C12 H12A 109.5 . . y N3 C12 H12B 109.5 . . y H12A C12 H12B 109.5 . . y N3 C12 H12C 109.5 . . y H12A C12 H12C 109.5 . . y H12B C12 H12C 109.5 . . y O4 C13 O5 131.0(2) . . y O4 C13 C14 116.0(2) . . y O5 C13 C14 112.9(2) . . y F4 C14 F6 107.4(3) . . y F4 C14 F5 106.4(3) . . y F6 C14 F5 107.9(3) . . y F4 C14 C13 112.9(2) . . y F6 C14 C13 109.7(2) . . y F5 C14 C13 112.3(2) . . y O6 C15 O7 131.6(2) . . y O6 C15 C16 117.0(2) . . y O7 C15 C16 111.3(2) . . y F1 C16 F3 108.3(3) . . y F1 C16 F2 108.3(3) . . y F3 C16 F2 104.1(3) . . y F1 C16 C15 111.9(3) . . y F3 C16 C15 113.2(3) . . y F2 C16 C15 110.7(2) . . y O8 C17 O9 131.4(2) . . y O8 C17 C18 115.4(2) . . y O9 C17 C18 113.2(2) . . y F7 C18 F8 108.4(2) . . y F7 C18 F9 106.0(2) . . y F8 C18 F9 106.6(2) . . y F7 C18 C17 113.4(2) . . y F8 C18 C17 110.0(2) . . y F9 C18 C17 112.1(2) . . y C3 N1 C4 109.8(2) . . y C3 N1 C2 109.4(2) . . y C4 N1 C2 111.4(2) . . y C3 N1 Cu3 114.46(17) . . y C4 N1 Cu3 108.50(17) . . y C2 N1 Cu3 103.19(15) . . y C7 N2 C8 109.1(2) . . y C7 N2 C6 110.8(2) . . y C8 N2 C6 109.2(2) . . y C7 N2 Cu1 109.37(17) . . y C8 N2 Cu1 112.79(17) . . y C6 N2 Cu1 105.55(16) . . y C12 N3 C11 109.1(2) . . y C12 N3 C10 111.6(2) . . y C11 N3 C10 109.6(2) . . y C12 N3 Cu2 109.29(16) . . y C11 N3 Cu2 113.94(17) . . y C10 N3 Cu2 103.20(15) . . y C1 O1 Zn1 117.91(15) . . y C1 O1 Cu3 112.81(15) . . y Zn1 O1 Cu3 105.72(8) . . y C5 O2 Cu1 108.43(15) . . y C5 O2 Zn1 121.85(15) . . y Cu1 O2 Zn1 102.65(8) . . y C9 O3 Zn1 119.77(16) . . y C9 O3 Cu2 112.51(15) . . y Zn1 O3 Cu2 105.53(8) . . y C13 O4 Cu3 125.43(17) . . y C13 O5 Cu1 127.47(17) . . y C15 O6 Cu1 125.58(17) . . y C15 O7 Cu2 127.28(17) . . y C17 O8 Cu2 124.64(17) . . y C17 O9 Cu3 127.92(17) . . y Cu3 O10 Cu2 110.46(9) . . y Cu3 O10 Cu1 108.37(9) . . y Cu2 O10 Cu1 113.36(9) . . y Cu3 O10 H10 105(3) . . y Cu2 O10 H10 110(3) . . y Cu1 O10 H10 109(3) . . y O2 Cu1 O10 88.03(7) . . y O2 Cu1 O5 171.90(8) . . y O10 Cu1 O5 93.18(8) . . y O2 Cu1 N2 86.33(8) . . y O10 Cu1 N2 172.06(8) . . y O5 Cu1 N2 91.63(8) . . y O2 Cu1 O6 86.10(7) . . y O10 Cu1 O6 84.45(7) . . y O5 Cu1 O6 101.99(7) . . y N2 Cu1 O6 100.72(8) . . y O2 Cu1 Zn1 38.79(5) . . y O10 Cu1 Zn1 72.83(5) . . y O5 Cu1 Zn1 134.32(6) . . y N2 Cu1 Zn1 99.31(6) . . y O6 Cu1 Zn1 118.93(5) . . y O3 Zn1 O1 98.23(7) . . y O3 Zn1 O2 97.28(7) . . y O1 Zn1 O2 98.99(7) . . y O3 Zn1 Cl1 118.6(4) . . y O1 Zn1 Cl1 113.9(4) . . y O2 Zn1 Cl1 125.0(3) . . y O3 Zn1 Br1 121.46(7) . . y O1 Zn1 Br1 115.62(8) . . y O2 Zn1 Br1 120.61(7) . . y Cl1 Zn1 Br1 4.4(4) . . y O3 Zn1 Cu1 96.87(5) . . y O1 Zn1 Cu1 60.79(5) . . y O2 Zn1 Cu1 38.56(5) . . y Cl1 Zn1 Cu1 144.3(4) . . y Br1 Zn1 Cu1 140.86(5) . . y O10 Cu2 O7 94.94(8) . . y O10 Cu2 O3 89.84(7) . . y O7 Cu2 O3 160.43(8) . . y O10 Cu2 N3 173.59(8) . . y O7 Cu2 N3 91.19(8) . . y O3 Cu2 N3 84.97(8) . . y O10 Cu2 O8 85.68(7) . . y O7 Cu2 O8 102.81(8) . . y O3 Cu2 O8 96.46(7) . . y N3 Cu2 O8 91.16(8) . . y O10 Cu3 O9 92.53(8) . . y O10 Cu3 O1 89.21(7) . . y O9 Cu3 O1 168.29(8) . . y O10 Cu3 N1 173.88(8) . . y O9 Cu3 N1 92.94(9) . . y O1 Cu3 N1 84.88(8) . . y O10 Cu3 O4 87.43(7) . . y O9 Cu3 O4 98.62(8) . . y O1 Cu3 O4 93.02(7) . . y N1 Cu3 O4 94.46(8) . . y O11 C19 C20 106.4(2) . . y O11 C19 H19A 110.5 . . y C20 C19 H19A 110.5 . . y O11 C19 H19B 110.5 . . y C20 C19 H19B 110.5 . . y H19A C19 H19B 108.6 . . y C21 C20 C19 103.2(2) . . y C21 C20 H20A 111.1 . . y C19 C20 H20A 111.1 . . y C21 C20 H20B 111.1 . . y C19 C20 H20B 111.1 . . y H20A C20 H20B 109.1 . . y C22 C21 C20 101.5(2) . . y C22 C21 H21A 111.5 . . y C20 C21 H21A 111.5 . . y C22 C21 H21B 111.5 . . y C20 C21 H21B 111.5 . . y H21A C21 H21B 109.3 . . y O11 C22 C21 105.4(2) . . y O11 C22 H22A 110.7 . . y C21 C22 H22A 110.7 . . y O11 C22 H22B 110.7 . . y C21 C22 H22B 110.7 . . y H22A C22 H22B 108.8 . . y C22 O11 C19 109.2(2) . . y 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 O1 C1 C2 N1 -42.0(3) . . . . y O2 C5 C6 N2 52.3(3) . . . . y O3 C9 C10 N3 -45.1(3) . . . . y O4 C13 C14 F4 21.1(4) . . . . y O5 C13 C14 F4 -161.0(3) . . . . y O4 C13 C14 F6 -98.6(3) . . . . y O5 C13 C14 F6 79.3(3) . . . . y O4 C13 C14 F5 141.4(3) . . . . y O5 C13 C14 F5 -40.8(4) . . . . y O6 C15 C16 F1 112.3(3) . . . . y O7 C15 C16 F1 -67.4(3) . . . . y O6 C15 C16 F3 -10.5(4) . . . . y O7 C15 C16 F3 169.9(3) . . . . y O6 C15 C16 F2 -126.8(3) . . . . y O7 C15 C16 F2 53.5(3) . . . . y O8 C17 C18 F7 152.1(3) . . . . y O9 C17 C18 F7 -29.6(4) . . . . y O8 C17 C18 F8 -86.3(3) . . . . y O9 C17 C18 F8 92.0(3) . . . . y O8 C17 C18 F9 32.2(3) . . . . y O9 C17 C18 F9 -149.5(2) . . . . y C1 C2 N1 C3 170.0(2) . . . . y C1 C2 N1 C4 -68.4(3) . . . . y C1 C2 N1 Cu3 47.8(2) . . . . y C5 C6 N2 C7 85.1(3) . . . . y C5 C6 N2 C8 -154.7(2) . . . . y C5 C6 N2 Cu1 -33.2(2) . . . . y C9 C10 N3 C12 -69.7(3) . . . . y C9 C10 N3 C11 169.3(2) . . . . y C9 C10 N3 Cu2 47.5(2) . . . . y C2 C1 O1 Zn1 138.14(17) . . . . y C2 C1 O1 Cu3 14.4(2) . . . . y C6 C5 O2 Cu1 -44.1(2) . . . . y C6 C5 O2 Zn1 74.6(2) . . . . y C10 C9 O3 Zn1 143.72(18) . . . . y C10 C9 O3 Cu2 18.9(3) . . . . y O5 C13 O4 Cu3 -1.1(4) . . . . y C14 C13 O4 Cu3 176.28(18) . . . . y O4 C13 O5 Cu1 7.3(4) . . . . y C14 C13 O5 Cu1 -170.15(18) . . . . y O7 C15 O6 Cu1 -15.5(4) . . . . y C16 C15 O6 Cu1 164.92(18) . . . . y O6 C15 O7 Cu2 16.9(4) . . . . y C16 C15 O7 Cu2 -163.51(18) . . . . y O9 C17 O8 Cu2 14.0(4) . . . . y C18 C17 O8 Cu2 -168.08(17) . . . . y O8 C17 O9 Cu3 -11.3(4) . . . . y C18 C17 O9 Cu3 170.81(18) . . . . y C5 O2 Cu1 O10 -165.24(16) . . . . y Zn1 O2 Cu1 O10 64.60(8) . . . . y C5 O2 Cu1 N2 20.36(16) . . . . y Zn1 O2 Cu1 N2 -109.80(9) . . . . y C5 O2 Cu1 O6 -80.66(16) . . . . y Zn1 O2 Cu1 O6 149.18(8) . . . . y C5 O2 Cu1 Zn1 130.16(19) . . . . y Cu3 O10 Cu1 O2 -99.48(9) . . . . y Cu2 O10 Cu1 O2 23.52(9) . . . . y Cu3 O10 Cu1 O5 72.50(9) . . . . y Cu2 O10 Cu1 O5 -164.50(9) . . . . y Cu3 O10 Cu1 O6 174.25(9) . . . . y Cu2 O10 Cu1 O6 -62.75(9) . . . . y Cu3 O10 Cu1 Zn1 -63.16(7) . . . . y Cu2 O10 Cu1 Zn1 59.84(7) . . . . y C13 O5 Cu1 O10 -40.9(2) . . . . y C13 O5 Cu1 N2 132.8(2) . . . . y C13 O5 Cu1 O6 -125.9(2) . . . . y C13 O5 Cu1 Zn1 28.1(3) . . . . y C7 N2 Cu1 O2 -111.40(18) . . . . y C8 N2 Cu1 O2 127.00(19) . . . . y C6 N2 Cu1 O2 7.87(16) . . . . y C7 N2 Cu1 O5 76.44(19) . . . . y C8 N2 Cu1 O5 -45.15(19) . . . . y C6 N2 Cu1 O5 -164.28(17) . . . . y C7 N2 Cu1 O6 -26.08(19) . . . . y C8 N2 Cu1 O6 -147.68(18) . . . . y C6 N2 Cu1 O6 93.20(17) . . . . y C7 N2 Cu1 Zn1 -148.08(17) . . . . y C8 N2 Cu1 Zn1 90.32(18) . . . . y C6 N2 Cu1 Zn1 -28.80(17) . . . . y C15 O6 Cu1 O2 -51.4(2) . . . . y C15 O6 Cu1 O10 37.0(2) . . . . y C15 O6 Cu1 O5 129.1(2) . . . . y C15 O6 Cu1 N2 -136.9(2) . . . . y C15 O6 Cu1 Zn1 -29.8(2) . . . . y C9 O3 Zn1 O1 144.30(18) . . . . y Cu2 O3 Zn1 O1 -87.61(9) . . . . y C9 O3 Zn1 O2 -115.46(18) . . . . y Cu2 O3 Zn1 O2 12.63(9) . . . . y C9 O3 Zn1 Cl1 21.3(5) . . . . y Cu2 O3 Zn1 Cl1 149.4(4) . . . . y C9 O3 Zn1 Br1 17.4(2) . . . . y Cu2 O3 Zn1 Br1 145.47(8) . . . . y C9 O3 Zn1 Cu1 -154.33(17) . . . . y Cu2 O3 Zn1 Cu1 -26.24(8) . . . . y C1 O1 Zn1 O3 -114.05(17) . . . . y Cu3 O1 Zn1 O3 13.16(9) . . . . y C1 O1 Zn1 O2 147.18(17) . . . . y Cu3 O1 Zn1 O2 -85.61(9) . . . . y C1 O1 Zn1 Cl1 12.3(4) . . . . y Cu3 O1 Zn1 Cl1 139.5(4) . . . . y C1 O1 Zn1 Br1 16.81(19) . . . . y Cu3 O1 Zn1 Br1 144.02(7) . . . . y C1 O1 Zn1 Cu1 152.64(18) . . . . y Cu3 O1 Zn1 Cu1 -80.14(7) . . . . y C5 O2 Zn1 O3 146.70(18) . . . . y Cu1 O2 Zn1 O3 -91.91(8) . . . . y C5 O2 Zn1 O1 -113.73(18) . . . . y Cu1 O2 Zn1 O1 7.66(9) . . . . y C5 O2 Zn1 Cl1 14.0(5) . . . . y Cu1 O2 Zn1 Cl1 135.3(5) . . . . y C5 O2 Zn1 Br1 13.3(2) . . . . y Cu1 O2 Zn1 Br1 134.70(9) . . . . y C5 O2 Zn1 Cu1 -121.4(2) . . . . y O2 Cu1 Zn1 O3 93.07(10) . . . . y O10 Cu1 Zn1 O3 -16.03(8) . . . . y O5 Cu1 Zn1 O3 -93.28(10) . . . . y N2 Cu1 Zn1 O3 165.14(8) . . . . y O6 Cu1 Zn1 O3 57.33(8) . . . . y O2 Cu1 Zn1 O1 -171.32(10) . . . . y O10 Cu1 Zn1 O1 79.58(8) . . . . y O5 Cu1 Zn1 O1 2.32(10) . . . . y N2 Cu1 Zn1 O1 -99.25(9) . . . . y O6 Cu1 Zn1 O1 152.94(8) . . . . y O10 Cu1 Zn1 O2 -109.10(10) . . . . y O5 Cu1 Zn1 O2 173.65(12) . . . . y N2 Cu1 Zn1 O2 72.08(11) . . . . y O6 Cu1 Zn1 O2 -35.74(10) . . . . y O2 Cu1 Zn1 Cl1 -80.3(6) . . . . y O10 Cu1 Zn1 Cl1 170.6(6) . . . . y O5 Cu1 Zn1 Cl1 93.3(6) . . . . y N2 Cu1 Zn1 Cl1 -8.3(6) . . . . y O6 Cu1 Zn1 Cl1 -116.1(6) . . . . y O2 Cu1 Zn1 Br1 -75.70(12) . . . . y O10 Cu1 Zn1 Br1 175.20(10) . . . . y O5 Cu1 Zn1 Br1 97.95(12) . . . . y N2 Cu1 Zn1 Br1 -3.62(11) . . . . y O6 Cu1 Zn1 Br1 -111.43(10) . . . . y Cu3 O10 Cu2 O7 -168.31(9) . . . . y Cu1 O10 Cu2 O7 69.85(10) . . . . y Cu3 O10 Cu2 O3 30.70(9) . . . . y Cu1 O10 Cu2 O3 -91.14(10) . . . . y Cu3 O10 Cu2 O8 -65.80(9) . . . . y Cu1 O10 Cu2 O8 172.36(10) . . . . y C15 O7 Cu2 O10 -39.0(2) . . . . y C15 O7 Cu2 O3 64.6(3) . . . . y C15 O7 Cu2 N3 142.9(2) . . . . y C15 O7 Cu2 O8 -125.7(2) . . . . y C9 O3 Cu2 O10 -170.01(17) . . . . y Zn1 O3 Cu2 O10 57.68(9) . . . . y C9 O3 Cu2 O7 85.6(3) . . . . y Zn1 O3 Cu2 O7 -46.8(3) . . . . y C9 O3 Cu2 N3 6.22(17) . . . . y Zn1 O3 Cu2 N3 -126.09(9) . . . . y C9 O3 Cu2 O8 -84.38(17) . . . . y Zn1 O3 Cu2 O8 143.31(8) . . . . y C12 N3 Cu2 O7 -71.33(18) . . . . y C11 N3 Cu2 O7 51.01(19) . . . . y C10 N3 Cu2 O7 169.82(16) . . . . y C12 N3 Cu2 O3 89.45(18) . . . . y C11 N3 Cu2 O3 -148.21(19) . . . . y C10 N3 Cu2 O3 -29.40(15) . . . . y C12 N3 Cu2 O8 -174.16(18) . . . . y C11 N3 Cu2 O8 -51.82(19) . . . . y C10 N3 Cu2 O8 66.98(16) . . . . y C17 O8 Cu2 O10 25.5(2) . . . . y C17 O8 Cu2 O7 119.6(2) . . . . y C17 O8 Cu2 O3 -63.9(2) . . . . y C17 O8 Cu2 N3 -148.9(2) . . . . y Cu2 O10 Cu3 O9 72.38(10) . . . . y Cu1 O10 Cu3 O9 -162.88(9) . . . . y Cu2 O10 Cu3 O1 -96.03(9) . . . . y Cu1 O10 Cu3 O1 28.71(9) . . . . y Cu2 O10 Cu3 O4 170.91(9) . . . . y Cu1 O10 Cu3 O4 -64.35(9) . . . . y C17 O9 Cu3 O10 -30.4(2) . . . . y C17 O9 Cu3 O1 67.9(5) . . . . y C17 O9 Cu3 N1 146.8(2) . . . . y C17 O9 Cu3 O4 -118.2(2) . . . . y C1 O1 Cu3 O10 -171.46(17) . . . . y Zn1 O1 Cu3 O10 58.31(9) . . . . y C1 O1 Cu3 O9 89.9(4) . . . . y Zn1 O1 Cu3 O9 -40.4(4) . . . . y C1 O1 Cu3 N1 10.13(17) . . . . y Zn1 O1 Cu3 N1 -120.10(10) . . . . y C1 O1 Cu3 O4 -84.08(16) . . . . y Zn1 O1 Cu3 O4 145.69(8) . . . . y C3 N1 Cu3 O9 41.2(2) . . . . y C4 N1 Cu3 O9 -81.72(18) . . . . y C2 N1 Cu3 O9 160.02(16) . . . . y C3 N1 Cu3 O1 -150.3(2) . . . . y C4 N1 Cu3 O1 86.74(18) . . . . y C2 N1 Cu3 O1 -31.52(15) . . . . y C3 N1 Cu3 O4 -57.7(2) . . . . y C4 N1 Cu3 O4 179.38(17) . . . . y C2 N1 Cu3 O4 61.12(16) . . . . y C13 O4 Cu3 O10 30.8(2) . . . . y C13 O4 Cu3 O9 123.0(2) . . . . y C13 O4 Cu3 O1 -58.2(2) . . . . y C13 O4 Cu3 N1 -143.3(2) . . . . y O11 C19 C20 C21 22.2(3) . . . . y C19 C20 C21 C22 -35.2(3) . . . . y C20 C21 C22 O11 36.4(3) . . . . y C21 C22 O11 C19 -23.6(3) . . . . y C20 C19 O11 C22 0.6(4) . . . . y loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O10 H10 O11 0.64(3) 2.08(3) 2.724(3) 177(4) . _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.046 _refine_diff_density_min -0.629 _refine_diff_density_rms 0.088