# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_mm _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C68 H64 N12 O22 Zn3' _chemical_formula_weight 1597.42 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' 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 P2(1)/n _symmetry_space_group_name_Hall '-P 2yn ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 11.0420(7) _cell_length_b 42.9060(10) _cell_length_c 15.604(3) _cell_angle_alpha 90.00 _cell_angle_beta 97.0040(10) _cell_angle_gamma 90.00 _cell_volume 7337.5(14) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 'total reflection' _cell_measurement_theta_min 1.33 _cell_measurement_theta_max 26.04 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.446 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3288 _exptl_absorpt_coefficient_mu 1.055 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.757 _exptl_absorpt_correction_T_max 0.798 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX II CCD area-detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% ? _diffrn_reflns_number 37422 _diffrn_reflns_av_R_equivalents 0.0535 _diffrn_reflns_av_sigmaI/netI 0.0772 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -50 _diffrn_reflns_limit_k_max 48 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 0.95 _diffrn_reflns_theta_max 24.99 _reflns_number_total 12894 _reflns_number_gt 7411 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SMART' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1050P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 12894 _refine_ls_number_parameters 874 _refine_ls_number_restraints 57 _refine_ls_R_factor_all 0.1055 _refine_ls_R_factor_gt 0.0624 _refine_ls_wR_factor_ref 0.1820 _refine_ls_wR_factor_gt 0.1658 _refine_ls_goodness_of_fit_ref 0.969 _refine_ls_restrained_S_all 0.973 _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 C1 C -0.3622(4) 0.22628(12) 1.1862(3) 0.0385(12) Uani 1 1 d . . . C2 C -0.4637(4) 0.22192(12) 1.1253(3) 0.0393(12) Uani 1 1 d . . . H2 H -0.5382 0.2306 1.1343 0.047 Uiso 1 1 calc R . . C3 C -0.4545(4) 0.20484(12) 1.0518(3) 0.0386(12) Uani 1 1 d . . . C4 C -0.3441(4) 0.19051(12) 1.0388(3) 0.0438(13) Uani 1 1 d . . . H4 H -0.3382 0.1786 0.9897 0.053 Uiso 1 1 calc R . . C5 C -0.2444(4) 0.19448(13) 1.1003(4) 0.0458(14) Uani 1 1 d . . . C6 C -0.2505(4) 0.21268(13) 1.1718(3) 0.0449(14) Uani 1 1 d . . . H6 H -0.1810 0.2160 1.2107 0.054 Uiso 1 1 calc R . . C7 C -0.3699(5) 0.24566(12) 1.2650(3) 0.0413(12) Uani 1 1 d . . . C8 C -0.5585(5) 0.20396(13) 0.9795(3) 0.0422(13) Uani 1 1 d . . . C9 C -0.1171(5) 0.16102(15) 1.0262(4) 0.0605(17) Uani 1 1 d . . . H9A H -0.1214 0.1729 0.9730 0.073 Uiso 1 1 calc R . . H9B H -0.1822 0.1457 1.0201 0.073 Uiso 1 1 calc R . . C10 C 0.0051(5) 0.14475(14) 1.0428(3) 0.0466(14) Uani 1 1 d . . . C11 C 0.0158(5) 0.11396(16) 1.0237(4) 0.0656(18) Uani 1 1 d . . . H11 H -0.0532 0.1029 1.0009 0.079 Uiso 1 1 calc R . . C12 C 0.1255(6) 0.09894(17) 1.0372(5) 0.073(2) Uani 1 1 d . . . H12 H 0.1292 0.0778 1.0242 0.087 Uiso 1 1 calc R . . C13 C 0.2292(5) 0.11399(16) 1.0691(4) 0.0564(16) Uani 1 1 d . . . C14 C 0.2213(5) 0.14459(16) 1.0889(4) 0.0590(17) Uani 1 1 d . . . H14 H 0.2917 0.1553 1.1105 0.071 Uiso 1 1 calc R . . C15 C 0.1081(5) 0.16066(14) 1.0776(4) 0.0523(15) Uani 1 1 d . . . H15 H 0.1035 0.1815 1.0933 0.063 Uiso 1 1 calc R . . C16 C 0.3477(8) 0.0967(2) 1.0809(6) 0.1051(13) Uani 1 1 d U . . C17 C 0.7387(5) 0.07404(14) 0.8708(4) 0.0518(15) Uani 1 1 d . . . C18 C 0.6817(5) 0.09619(14) 0.8167(4) 0.0516(15) Uani 1 1 d . . . H18 H 0.6328 0.1112 0.8384 0.062 Uiso 1 1 calc R . . C19 C 0.6965(5) 0.09639(14) 0.7300(4) 0.0550(16) Uani 1 1 d . . . C20 C 0.7724(6) 0.07376(16) 0.6998(5) 0.0684(18) Uani 1 1 d . . . H20 H 0.7829 0.0733 0.6416 0.082 Uiso 1 1 calc R . . C21 C 0.8312(6) 0.05233(16) 0.7547(5) 0.0687(19) Uani 1 1 d . . . C22 C 0.8153(5) 0.05188(14) 0.8402(4) 0.0607(17) Uani 1 1 d . . . H22 H 0.8547 0.0371 0.8772 0.073 Uiso 1 1 calc R . . C23 C 0.7154(5) 0.07255(15) 0.9643(4) 0.0558(15) Uani 1 1 d . . . C24 C 0.6275(6) 0.11874(17) 0.6686(5) 0.0661(18) Uani 1 1 d . . . C25 C 0.9438(8) 0.0308(2) 0.6435(6) 0.1145(15) Uani 1 1 d U . . H25A H 0.9880 0.0501 0.6376 0.137 Uiso 1 1 calc R . . H25B H 0.8731 0.0306 0.6001 0.137 Uiso 1 1 calc R . . C26 C 1.0274(10) 0.0025(3) 0.6308(6) 0.1149(16) Uani 1 1 d U . . C27 C 0.9625(12) -0.0268(2) 0.6113(7) 0.150(4) Uani 1 1 d U . . H27 H 0.8785 -0.0297 0.6079 0.180 Uiso 1 1 calc R . . C28 C 1.0557(11) -0.0519(2) 0.5976(7) 0.132(4) Uani 1 1 d . . . H28 H 1.0284 -0.0723 0.5888 0.159 Uiso 1 1 calc R . . C29 C 1.1775(10) -0.0461(2) 0.5974(5) 0.103(3) Uani 1 1 d D . . C30 C 1.2258(9) -0.0154(3) 0.6103(7) 0.149(5) Uani 1 1 d . . . H30 H 1.3088 -0.0122 0.6088 0.179 Uiso 1 1 calc R . . C31 C 1.1514(10) 0.0101(3) 0.6254(7) 0.148(5) Uani 1 1 d . . . H31 H 1.1811 0.0304 0.6313 0.178 Uiso 1 1 calc R . . C32 C 1.2529(10) -0.0728(3) 0.5755(7) 0.115(2) Uani 1 1 d DU . . C33 C -0.8761(5) 0.24615(15) 1.0745(4) 0.0580(16) Uani 1 1 d . . . H33 H -0.8016 0.2409 1.1055 0.070 Uiso 1 1 calc R . . C34 C -0.9656(6) 0.26066(16) 1.1070(4) 0.0655(18) Uani 1 1 d . . . H34 H -0.9656 0.2671 1.1639 0.079 Uiso 1 1 calc R . . C35 C -1.1738(5) 0.27893(14) 1.0443(4) 0.0517(15) Uani 1 1 d . . . C36 C -1.1867(6) 0.3020(2) 1.1002(5) 0.096(3) Uani 1 1 d . . . H36 H -1.1188 0.3099 1.1344 0.115 Uiso 1 1 calc R . . C37 C -1.3043(7) 0.3143(2) 1.1068(6) 0.102(3) Uani 1 1 d . . . H37 H -1.3147 0.3295 1.1477 0.122 Uiso 1 1 calc R . . C38 C -1.3998(6) 0.30399(16) 1.0544(5) 0.0655(19) Uani 1 1 d . . . C39 C -1.6024(6) 0.30254(18) 1.1097(6) 0.1008(16) Uani 1 1 d U . . H39 H -1.5875 0.2865 1.1496 0.121 Uiso 1 1 calc R . . C40 C -1.7078(6) 0.31802(17) 1.0900(6) 0.1010(16) Uani 1 1 d U . . H40 H -1.7810 0.3129 1.1103 0.121 Uiso 1 1 calc R . . C41 C -1.5760(5) 0.33921(15) 1.0228(4) 0.0630(18) Uani 1 1 d . . . H41 H -1.5376 0.3533 0.9897 0.076 Uiso 1 1 calc R . . C42 C -1.3874(5) 0.28047(16) 0.9952(4) 0.0651(18) Uani 1 1 d . . . H42 H -1.4550 0.2734 0.9591 0.078 Uiso 1 1 calc R . . C43 C -1.2721(5) 0.26755(15) 0.9901(4) 0.0635(18) Uani 1 1 d . . . H43 H -1.2619 0.2517 0.9510 0.076 Uiso 1 1 calc R . . C44 C -1.0199(5) 0.25081(13) 0.9701(4) 0.0482(14) Uani 1 1 d . . . H44 H -1.0661 0.2494 0.9163 0.058 Uiso 1 1 calc R . . C45 C -0.9654(5) 0.16838(15) 0.8193(4) 0.0613(17) Uani 1 1 d . . . H45 H -1.0353 0.1806 0.8091 0.074 Uiso 1 1 calc R . . C46 C -0.9580(6) 0.13885(16) 0.7985(5) 0.076(2) Uani 1 1 d . . . H46 H -1.0206 0.1266 0.7709 0.091 Uiso 1 1 calc R . . C47 C -0.7885(5) 0.09886(13) 0.8206(4) 0.0518(15) Uani 1 1 d . . . C48 C -0.8551(5) 0.07292(15) 0.8344(5) 0.072(2) Uani 1 1 d . . . H48 H -0.9368 0.0749 0.8423 0.086 Uiso 1 1 calc R . . C49 C -0.8023(6) 0.04375(15) 0.8365(4) 0.0681(19) Uani 1 1 d . . . H49 H -0.8479 0.0262 0.8464 0.082 Uiso 1 1 calc R . . C50 C -0.6808(5) 0.04089(14) 0.8238(5) 0.0648(18) Uani 1 1 d . . . C51 C -0.6528(5) -0.01523(15) 0.8568(4) 0.0587(16) Uani 1 1 d . . . H51 H -0.7288 -0.0176 0.8760 0.070 Uiso 1 1 calc R . . C52 C -0.5031(8) -0.0275(2) 0.7967(7) 0.1232(19) Uani 1 1 d U . . H52 H -0.4470 -0.0399 0.7725 0.148 Uiso 1 1 calc R . . C53 C -0.5249(7) 0.0032(2) 0.7790(7) 0.1222(19) Uani 1 1 d U . . H53 H -0.4852 0.0158 0.7428 0.147 Uiso 1 1 calc R . . C54 C -0.6130(6) 0.06687(15) 0.8075(6) 0.084(2) Uani 1 1 d . . . H54 H -0.5317 0.0649 0.7984 0.101 Uiso 1 1 calc R . . C55 C -0.6678(6) 0.09590(16) 0.8051(5) 0.079(2) Uani 1 1 d . . . H55 H -0.6237 0.1135 0.7930 0.095 Uiso 1 1 calc R . . C56 C -0.7824(5) 0.15409(13) 0.8617(4) 0.0506(14) Uani 1 1 d . . . H56 H -0.7014 0.1540 0.8865 0.061 Uiso 1 1 calc R . . C57 C 0.6721(5) 0.13012(14) 1.2322(4) 0.0540(15) Uani 1 1 d . . . H57 H 0.5929 0.1365 1.2376 0.065 Uiso 1 1 calc R . . C58 C 0.7742(5) 0.14312(14) 1.2738(4) 0.0536(15) Uani 1 1 d . . . H58 H 0.7788 0.1600 1.3116 0.064 Uiso 1 1 calc R . . C59 C 0.9972(5) 0.13246(14) 1.2742(4) 0.0474(14) Uani 1 1 d . . . C60 C 1.0338(5) 0.16273(16) 1.2942(4) 0.0601(17) Uani 1 1 d . . . H60 H 0.9763 0.1786 1.2913 0.072 Uiso 1 1 calc R . . C61 C 1.1556(5) 0.16933(14) 1.3185(4) 0.0572(16) Uani 1 1 d . . . H61 H 1.1805 0.1896 1.3323 0.069 Uiso 1 1 calc R . . C62 C 1.2396(5) 0.14568(13) 1.3222(3) 0.0451(13) Uani 1 1 d . . . C63 C 1.4264(5) 0.17909(13) 1.3397(4) 0.0533(15) Uani 1 1 d . . . H63 H 1.3959 0.1967 1.3095 0.064 Uiso 1 1 calc R . . C64 C 1.5397(5) 0.17525(14) 1.3816(4) 0.0541(15) Uani 1 1 d . . . H64 H 1.6014 0.1901 1.3848 0.065 Uiso 1 1 calc R . . C65 C 1.4429(5) 0.13320(14) 1.3983(4) 0.0514(15) Uani 1 1 d . . . H65 H 1.4236 0.1132 1.4151 0.062 Uiso 1 1 calc R . . C66 C 1.2032(5) 0.11520(15) 1.3010(4) 0.0577(16) Uani 1 1 d . . . H66 H 1.2606 0.0993 1.3031 0.069 Uiso 1 1 calc R . . C67 C 1.0816(5) 0.10900(14) 1.2771(4) 0.0540(15) Uani 1 1 d . . . H67 H 1.0566 0.0888 1.2628 0.065 Uiso 1 1 calc R . . C68 C 0.8235(5) 0.10445(15) 1.1936(4) 0.0566(16) Uani 1 1 d . . . H68 H 0.8696 0.0899 1.1674 0.068 Uiso 1 1 calc R . . N1 N -0.8538(4) 0.17854(10) 0.8585(3) 0.0474(11) Uani 1 1 d . . . N2 N -0.8404(4) 0.12926(11) 0.8250(3) 0.0530(12) Uani 1 1 d . . . N3 N -0.6206(6) 0.01198(16) 0.8271(6) 0.1199(19) Uani 1 1 d U . . N4 N -0.5804(4) -0.03774(12) 0.8589(4) 0.0821(19) Uani 1 1 d . . . N5 N -0.9089(4) 0.23981(10) 0.9877(3) 0.0442(11) Uani 1 1 d . . . N6 N -1.0591(4) 0.26448(11) 1.0404(3) 0.0500(12) Uani 1 1 d . . . N7 N -1.5226(5) 0.31491(14) 1.0604(5) 0.0986(16) Uani 1 1 d U . . N8 N -1.6926(4) 0.34162(11) 1.0374(3) 0.0561(13) Uani 1 1 d . . . N9 N 0.7023(4) 0.10604(11) 1.1808(3) 0.0512(12) Uani 1 1 d . . . N10 N 0.8703(4) 0.12624(11) 1.2486(3) 0.0467(11) Uani 1 1 d . . . N11 N 1.3658(4) 0.15203(11) 1.3506(3) 0.0487(12) Uani 1 1 d . . . N12 N 1.5504(4) 0.14664(11) 1.4185(3) 0.0479(12) Uani 1 1 d . . . O1 O -0.2727(3) 0.25003(9) 1.3170(2) 0.0488(9) Uani 1 1 d . . . O2 O -0.4696(3) 0.25748(8) 1.2775(2) 0.0481(9) Uani 1 1 d . . . O3 O -0.6577(3) 0.21635(9) 0.9959(2) 0.0505(10) Uani 1 1 d . . . O4 O -0.5450(3) 0.19185(11) 0.9108(3) 0.0661(12) Uani 1 1 d . . . O5 O -0.1314(3) 0.18111(10) 1.0957(3) 0.0649(12) Uani 1 1 d . . . O6 O 0.4366(5) 0.10827(14) 1.1119(4) 0.1040(13) Uani 1 1 d U . . O7 O 0.3500(5) 0.06861(15) 1.0503(4) 0.1145(14) Uani 1 1 d U . . O8 O 0.7834(4) 0.05686(12) 1.0183(3) 0.0858(15) Uani 1 1 d . . . O9 O 0.6248(4) 0.08697(11) 0.9837(3) 0.0673(12) Uani 1 1 d . . . O10 O 0.5869(5) 0.14281(13) 0.6949(3) 0.0997(17) Uani 1 1 d . . . O11 O 0.6119(4) 0.11037(11) 0.5891(3) 0.0794(14) Uani 1 1 d . . . O12 O 0.9064(5) 0.02904(14) 0.7267(4) 0.1129(15) Uani 1 1 d U . . O13 O 1.3686(6) -0.06947(15) 0.5814(4) 0.1203(18) Uani 1 1 d U . . O14 O 1.2088(5) -0.09552(13) 0.5524(4) 0.0996(18) Uani 1 1 d U . . Zn1 Zn -0.80048(5) 0.220111(14) 0.90830(4) 0.03963(18) Uani 1 1 d . . . Zn2 Zn 0.58068(5) 0.081738(15) 1.09997(4) 0.0459(2) Uani 1 1 d . . . Zn3 Zn 1.31389(5) -0.125760(15) 0.50678(4) 0.0468(2) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.035(3) 0.044(3) 0.036(3) 0.005(2) 0.001(2) 0.007(2) C2 0.028(3) 0.044(3) 0.047(3) -0.002(2) 0.006(2) 0.009(2) C3 0.029(3) 0.047(3) 0.039(3) -0.002(2) 0.000(2) 0.005(2) C4 0.037(3) 0.057(4) 0.037(3) -0.009(3) 0.001(2) 0.013(3) C5 0.025(3) 0.054(4) 0.057(4) -0.002(3) -0.001(2) 0.014(2) C6 0.024(3) 0.062(4) 0.048(4) 0.002(3) 0.001(2) 0.011(2) C7 0.038(3) 0.041(3) 0.044(3) 0.007(2) 0.003(2) 0.002(2) C8 0.039(3) 0.053(4) 0.034(3) -0.001(3) 0.005(2) 0.007(3) C9 0.044(3) 0.078(5) 0.057(4) -0.011(3) -0.001(3) 0.029(3) C10 0.034(3) 0.066(4) 0.040(3) 0.003(3) 0.007(2) 0.013(3) C11 0.043(4) 0.069(5) 0.084(5) -0.012(4) 0.007(3) 0.013(3) C12 0.053(4) 0.073(5) 0.093(6) -0.002(4) 0.014(4) 0.021(4) C13 0.043(4) 0.078(5) 0.050(4) 0.010(3) 0.011(3) 0.026(3) C14 0.040(3) 0.087(5) 0.051(4) 0.009(3) 0.008(3) -0.007(3) C15 0.048(3) 0.056(4) 0.053(4) 0.009(3) 0.007(3) 0.010(3) C16 0.063(2) 0.124(4) 0.127(3) -0.009(3) 0.004(2) 0.029(3) C17 0.039(3) 0.061(4) 0.057(4) -0.014(3) 0.016(3) -0.007(3) C18 0.042(3) 0.056(4) 0.060(4) -0.011(3) 0.019(3) -0.003(3) C19 0.055(4) 0.060(4) 0.054(4) -0.014(3) 0.020(3) -0.012(3) C20 0.079(5) 0.070(5) 0.062(5) -0.014(4) 0.028(4) -0.004(4) C21 0.073(5) 0.064(5) 0.074(5) -0.013(4) 0.029(4) 0.006(4) C22 0.054(4) 0.060(4) 0.071(5) -0.004(3) 0.020(3) 0.008(3) C23 0.043(3) 0.064(4) 0.059(4) -0.010(3) 0.002(3) -0.003(3) C24 0.074(5) 0.064(5) 0.065(5) 0.001(4) 0.025(4) -0.009(4) C25 0.127(4) 0.122(4) 0.105(3) -0.024(3) 0.052(3) 0.038(3) C26 0.127(4) 0.122(4) 0.105(4) -0.024(3) 0.052(3) 0.038(3) C27 0.198(12) 0.085(7) 0.181(11) 0.012(7) 0.085(9) 0.015(7) C28 0.179(10) 0.083(7) 0.161(10) 0.001(6) 0.126(9) -0.025(7) C29 0.154(9) 0.086(7) 0.073(6) -0.010(5) 0.030(6) 0.021(6) C30 0.107(8) 0.181(12) 0.151(10) -0.098(9) -0.016(7) 0.038(8) C31 0.118(8) 0.126(9) 0.193(12) -0.076(8) -0.008(8) 0.039(7) C32 0.110(4) 0.121(4) 0.117(4) -0.022(3) 0.020(4) 0.026(4) C33 0.036(3) 0.080(5) 0.056(4) -0.016(3) 0.001(3) 0.011(3) C34 0.058(4) 0.094(5) 0.043(4) -0.019(3) 0.003(3) 0.009(4) C35 0.038(3) 0.067(4) 0.052(4) 0.006(3) 0.013(3) 0.016(3) C36 0.054(4) 0.115(7) 0.117(7) -0.040(5) 0.005(4) 0.020(4) C37 0.055(5) 0.110(7) 0.144(8) -0.048(6) 0.025(5) 0.013(4) C38 0.055(4) 0.071(5) 0.077(5) 0.020(4) 0.034(4) 0.023(3) C39 0.064(2) 0.088(3) 0.163(4) 0.071(3) 0.061(3) 0.039(2) C40 0.064(3) 0.088(3) 0.163(4) 0.071(3) 0.062(3) 0.039(2) C41 0.041(3) 0.070(5) 0.080(5) 0.019(3) 0.018(3) 0.014(3) C42 0.034(3) 0.093(5) 0.068(5) 0.021(4) 0.007(3) 0.013(3) C43 0.055(4) 0.077(5) 0.061(4) 0.013(3) 0.017(3) 0.027(3) C44 0.041(3) 0.054(4) 0.049(4) 0.009(3) 0.006(3) 0.009(3) C45 0.041(3) 0.059(4) 0.081(5) 0.000(3) -0.005(3) 0.006(3) C46 0.052(4) 0.058(5) 0.115(6) -0.013(4) -0.004(4) 0.003(3) C47 0.049(3) 0.036(3) 0.067(4) -0.003(3) -0.005(3) -0.001(3) C48 0.037(3) 0.056(4) 0.124(6) -0.002(4) 0.018(4) 0.002(3) C49 0.053(4) 0.046(4) 0.109(6) 0.004(3) 0.024(4) -0.007(3) C50 0.043(3) 0.043(4) 0.105(5) 0.002(3) -0.004(3) 0.005(3) C51 0.034(3) 0.062(4) 0.081(5) 0.007(3) 0.012(3) 0.002(3) C52 0.083(3) 0.081(3) 0.214(6) 0.032(4) 0.057(3) 0.023(3) C53 0.082(3) 0.080(3) 0.214(6) 0.032(4) 0.057(3) 0.022(3) C54 0.045(4) 0.045(4) 0.167(8) 0.009(4) 0.030(4) 0.000(3) C55 0.056(4) 0.048(4) 0.137(7) -0.001(4) 0.026(4) -0.011(3) C56 0.042(3) 0.045(4) 0.061(4) 0.004(3) -0.007(3) -0.003(3) C57 0.043(3) 0.064(4) 0.057(4) -0.009(3) 0.013(3) 0.006(3) C58 0.039(3) 0.072(4) 0.051(4) -0.017(3) 0.012(3) 0.006(3) C59 0.035(3) 0.059(4) 0.047(4) -0.002(3) 0.002(2) 0.002(3) C60 0.039(3) 0.074(5) 0.065(4) -0.009(3) -0.002(3) 0.012(3) C61 0.049(4) 0.054(4) 0.066(4) -0.013(3) -0.004(3) -0.002(3) C62 0.036(3) 0.052(4) 0.046(3) -0.001(3) -0.002(2) 0.001(3) C63 0.048(3) 0.044(4) 0.068(4) 0.007(3) 0.005(3) 0.000(3) C64 0.035(3) 0.054(4) 0.074(4) -0.003(3) 0.010(3) -0.005(3) C65 0.039(3) 0.052(4) 0.060(4) 0.010(3) -0.006(3) -0.004(3) C66 0.041(3) 0.059(4) 0.072(4) 0.011(3) 0.005(3) 0.005(3) C67 0.040(3) 0.049(4) 0.070(4) 0.007(3) -0.006(3) -0.006(3) C68 0.036(3) 0.074(5) 0.059(4) -0.016(3) 0.004(3) 0.006(3) N1 0.045(3) 0.046(3) 0.051(3) 0.003(2) 0.004(2) 0.005(2) N2 0.051(3) 0.044(3) 0.063(3) -0.001(2) 0.003(2) -0.001(2) N3 0.079(3) 0.078(3) 0.213(6) 0.032(4) 0.057(3) 0.022(3) N4 0.035(3) 0.056(4) 0.161(6) 0.018(4) 0.030(3) 0.012(3) N5 0.029(2) 0.056(3) 0.047(3) -0.003(2) 0.0018(19) 0.009(2) N6 0.037(3) 0.064(3) 0.050(3) 0.005(2) 0.011(2) 0.013(2) N7 0.062(3) 0.086(3) 0.160(4) 0.071(3) 0.062(3) 0.040(2) N8 0.033(3) 0.050(3) 0.086(4) 0.015(3) 0.011(2) 0.006(2) N9 0.034(3) 0.066(3) 0.054(3) -0.007(2) 0.011(2) 0.006(2) N10 0.029(2) 0.060(3) 0.050(3) -0.008(2) 0.003(2) -0.001(2) N11 0.030(2) 0.056(3) 0.059(3) -0.001(2) 0.003(2) -0.002(2) N12 0.031(2) 0.052(3) 0.061(3) 0.006(2) 0.008(2) -0.004(2) O1 0.036(2) 0.061(3) 0.047(2) -0.0061(18) -0.0047(17) 0.0057(18) O2 0.038(2) 0.054(2) 0.052(2) -0.0099(18) 0.0047(17) 0.0072(18) O3 0.032(2) 0.073(3) 0.044(2) -0.0115(18) -0.0022(16) 0.0169(18) O4 0.040(2) 0.106(4) 0.049(3) -0.025(2) -0.0051(19) 0.015(2) O5 0.035(2) 0.092(3) 0.064(3) -0.023(2) -0.0086(18) 0.030(2) O6 0.060(2) 0.124(4) 0.126(3) -0.009(3) 0.004(2) 0.029(3) O7 0.075(2) 0.129(4) 0.136(4) -0.007(3) 0.000(2) 0.031(3) O8 0.070(3) 0.116(4) 0.076(4) 0.019(3) 0.026(3) 0.029(3) O9 0.056(3) 0.091(3) 0.057(3) -0.002(2) 0.014(2) 0.024(2) O10 0.137(5) 0.090(4) 0.071(4) 0.007(3) 0.008(3) 0.026(4) O11 0.094(4) 0.092(4) 0.055(3) -0.001(2) 0.020(3) -0.033(3) O12 0.125(4) 0.121(4) 0.103(3) -0.025(3) 0.054(3) 0.038(3) O13 0.115(4) 0.124(4) 0.123(4) -0.021(3) 0.019(4) 0.025(4) O14 0.136(5) 0.075(4) 0.098(4) -0.006(3) 0.053(4) 0.007(3) Zn1 0.0322(3) 0.0462(4) 0.0397(4) -0.0002(3) 0.0013(3) 0.0074(3) Zn2 0.0299(3) 0.0515(4) 0.0565(4) -0.0063(3) 0.0059(3) 0.0077(3) Zn3 0.0326(3) 0.0513(4) 0.0566(4) -0.0025(3) 0.0056(3) -0.0036(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.391(7) . ? C1 C6 1.406(6) . ? C1 C7 1.496(7) . ? C2 C3 1.375(7) . ? C2 H2 0.9300 . ? C3 C4 1.402(6) . ? C3 C8 1.509(7) . ? C4 C5 1.380(7) . ? C4 H4 0.9300 . ? C5 C6 1.370(7) . ? C5 O5 1.383(6) . ? C6 H6 0.9300 . ? C7 O2 1.250(6) . ? C7 O1 1.277(6) . ? C8 O4 1.217(6) . ? C8 O3 1.272(6) . ? C9 O5 1.409(6) . ? C9 C10 1.513(7) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.363(8) . ? C10 C15 1.380(8) . ? C11 C12 1.366(8) . ? C11 H11 0.9300 . ? C12 C13 1.355(9) . ? C12 H12 0.9300 . ? C13 C14 1.354(9) . ? C13 C16 1.495(9) . ? C14 C15 1.420(8) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 O6 1.152(9) . ? C16 O7 1.300(10) . ? C17 C18 1.373(8) . ? C17 C22 1.395(8) . ? C17 C23 1.512(8) . ? C18 C19 1.381(8) . ? C18 H18 0.9300 . ? C19 C20 1.402(8) . ? C19 C24 1.497(9) . ? C20 C21 1.366(9) . ? C20 H20 0.9300 . ? C21 C22 1.367(9) . ? C21 O12 1.403(7) . ? C22 H22 0.9300 . ? C23 O9 1.244(7) . ? C23 O8 1.254(7) . ? C24 O10 1.217(8) . ? C24 O11 1.282(8) . ? C25 O12 1.411(9) . ? C25 C26 1.554(11) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 C31 1.421(13) . ? C26 C27 1.460(14) . ? C27 C28 1.523(13) . ? C27 H27 0.9300 . ? C28 C29 1.368(13) . ? C28 H28 0.9300 . ? C29 C30 1.424(13) . ? C29 C32 1.483(8) . ? C30 C31 1.406(12) . ? C30 H30 0.9300 . ? C31 H31 0.9300 . ? C32 O14 1.128(11) . ? C32 O13 1.277(11) . ? C33 C34 1.320(8) . ? C33 N5 1.385(7) . ? C33 H33 0.9300 . ? C34 N6 1.383(7) . ? C34 H34 0.9300 . ? C35 C36 1.338(9) . ? C35 C43 1.382(8) . ? C35 N6 1.418(6) . ? C36 C37 1.417(9) . ? C36 H36 0.9300 . ? C37 C38 1.328(10) . ? C37 H37 0.9300 . ? C38 C42 1.386(9) . ? C38 N7 1.449(7) . ? C39 C40 1.342(8) . ? C39 N7 1.347(8) . ? C39 H39 0.9300 . ? C40 N8 1.327(8) . ? C40 H40 0.9300 . ? C41 N7 1.302(7) . ? C41 N8 1.339(7) . ? C41 H41 0.9300 . ? C42 C43 1.399(8) . ? C42 H42 0.9300 . ? C43 H43 0.9300 . ? C44 N5 1.311(6) . ? C44 N6 1.359(7) . ? C44 H44 0.9300 . ? C45 C46 1.313(8) . ? C45 N1 1.378(7) . ? C45 H45 0.9300 . ? C46 N2 1.377(7) . ? C46 H46 0.9300 . ? C47 C48 1.365(8) . ? C47 C55 1.390(8) . ? C47 N2 1.430(7) . ? C48 C49 1.379(8) . ? C48 H48 0.9300 . ? C49 C50 1.386(8) . ? C49 H49 0.9300 . ? C50 C54 1.383(8) . ? C50 N3 1.405(8) . ? C51 N4 1.252(7) . ? C51 N3 1.321(8) . ? C51 H51 0.9300 . ? C52 C53 1.361(10) . ? C52 N4 1.436(10) . ? C52 H52 0.9300 . ? C53 N3 1.419(10) . ? C53 H53 0.9300 . ? C54 C55 1.383(8) . ? C54 H54 0.9300 . ? C55 H55 0.9300 . ? C56 N1 1.310(6) . ? C56 N2 1.336(7) . ? C56 H56 0.9300 . ? C57 C58 1.351(7) . ? C57 N9 1.375(7) . ? C57 H57 0.9300 . ? C58 N10 1.381(6) . ? C58 H58 0.9300 . ? C59 C67 1.369(7) . ? C59 C60 1.385(8) . ? C59 N10 1.435(6) . ? C60 C61 1.382(8) . ? C60 H60 0.9300 . ? C61 C62 1.371(7) . ? C61 H61 0.9300 . ? C62 C66 1.396(8) . ? C62 N11 1.436(6) . ? C63 C64 1.349(7) . ? C63 N11 1.361(7) . ? C63 H63 0.9300 . ? C64 N12 1.355(7) . ? C64 H64 0.9300 . ? C65 N12 1.324(6) . ? C65 N11 1.333(7) . ? C65 H65 0.9300 . ? C66 C67 1.375(7) . ? C66 H66 0.9300 . ? C67 H67 0.9300 . ? C68 N9 1.330(6) . ? C68 N10 1.330(7) . ? C68 H68 0.9300 . ? N1 Zn1 2.005(5) . ? N4 Zn2 1.994(5) 3_557 ? N5 Zn1 2.011(4) . ? N8 Zn3 2.000(4) 2_456 ? N9 Zn2 2.017(5) . ? N12 Zn3 1.995(4) 3_857 ? O1 Zn1 1.968(4) 4_666 ? O3 Zn1 1.963(3) . ? O6 Zn2 1.984(5) . ? O9 Zn2 1.948(4) . ? O11 Zn3 1.910(4) 3_756 ? O14 Zn3 1.933(5) . ? Zn1 O1 1.968(4) 4_565 ? Zn2 N4 1.994(5) 3_557 ? Zn3 O11 1.910(4) 3_756 ? Zn3 N12 1.995(4) 3_857 ? Zn3 N8 2.000(4) 2_446 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C6 119.0(5) . . ? C2 C1 C7 121.0(4) . . ? C6 C1 C7 120.0(5) . . ? C3 C2 C1 120.4(4) . . ? C3 C2 H2 119.8 . . ? C1 C2 H2 119.8 . . ? C2 C3 C4 120.6(4) . . ? C2 C3 C8 120.7(4) . . ? C4 C3 C8 118.5(5) . . ? C5 C4 C3 118.6(5) . . ? C5 C4 H4 120.7 . . ? C3 C4 H4 120.7 . . ? C6 C5 C4 121.5(5) . . ? C6 C5 O5 114.4(4) . . ? C4 C5 O5 124.1(5) . . ? C5 C6 C1 119.8(5) . . ? C5 C6 H6 120.1 . . ? C1 C6 H6 120.1 . . ? O2 C7 O1 122.0(5) . . ? O2 C7 C1 119.6(5) . . ? O1 C7 C1 118.4(4) . . ? O4 C8 O3 123.8(5) . . ? O4 C8 C3 120.4(5) . . ? O3 C8 C3 115.8(4) . . ? O5 C9 C10 109.4(5) . . ? O5 C9 H9A 109.8 . . ? C10 C9 H9A 109.8 . . ? O5 C9 H9B 109.8 . . ? C10 C9 H9B 109.8 . . ? H9A C9 H9B 108.3 . . ? C11 C10 C15 118.4(5) . . ? C11 C10 C9 120.6(5) . . ? C15 C10 C9 121.0(5) . . ? C10 C11 C12 121.5(6) . . ? C10 C11 H11 119.2 . . ? C12 C11 H11 119.2 . . ? C13 C12 C11 121.7(7) . . ? C13 C12 H12 119.1 . . ? C11 C12 H12 119.1 . . ? C12 C13 C14 118.1(5) . . ? C12 C13 C16 119.8(7) . . ? C14 C13 C16 122.1(7) . . ? C13 C14 C15 121.5(6) . . ? C13 C14 H14 119.3 . . ? C15 C14 H14 119.3 . . ? C10 C15 C14 118.7(6) . . ? C10 C15 H15 120.6 . . ? C14 C15 H15 120.6 . . ? O6 C16 O7 119.9(8) . . ? O6 C16 C13 121.8(9) . . ? O7 C16 C13 118.1(8) . . ? C18 C17 C22 120.8(6) . . ? C18 C17 C23 120.3(5) . . ? C22 C17 C23 118.9(6) . . ? C17 C18 C19 120.5(5) . . ? C17 C18 H18 119.8 . . ? C19 C18 H18 119.8 . . ? C18 C19 C20 118.2(6) . . ? C18 C19 C24 121.3(6) . . ? C20 C19 C24 120.4(6) . . ? C21 C20 C19 120.9(6) . . ? C21 C20 H20 119.6 . . ? C19 C20 H20 119.6 . . ? C22 C21 C20 120.9(6) . . ? C22 C21 O12 116.5(7) . . ? C20 C21 O12 122.5(6) . . ? C21 C22 C17 118.7(6) . . ? C21 C22 H22 120.6 . . ? C17 C22 H22 120.6 . . ? O9 C23 O8 122.5(6) . . ? O9 C23 C17 116.7(6) . . ? O8 C23 C17 120.8(6) . . ? O10 C24 O11 123.5(7) . . ? O10 C24 C19 120.5(7) . . ? O11 C24 C19 116.0(6) . . ? O12 C25 C26 108.7(7) . . ? O12 C25 H25A 110.0 . . ? C26 C25 H25A 110.0 . . ? O12 C25 H25B 110.0 . . ? C26 C25 H25B 110.0 . . ? H25A C25 H25B 108.3 . . ? C31 C26 C27 129.7(9) . . ? C31 C26 C25 114.7(10) . . ? C27 C26 C25 114.6(9) . . ? C26 C27 C28 108.4(10) . . ? C26 C27 H27 125.8 . . ? C28 C27 H27 125.8 . . ? C29 C28 C27 123.5(9) . . ? C29 C28 H28 118.2 . . ? C27 C28 H28 118.2 . . ? C28 C29 C30 121.3(8) . . ? C28 C29 C32 116.0(10) . . ? C30 C29 C32 122.5(10) . . ? C31 C30 C29 121.8(10) . . ? C31 C30 H30 119.1 . . ? C29 C30 H30 119.1 . . ? C30 C31 C26 114.6(10) . . ? C30 C31 H31 122.7 . . ? C26 C31 H31 122.7 . . ? O14 C32 O13 120.6(9) . . ? O14 C32 C29 120.6(11) . . ? O13 C32 C29 118.7(10) . . ? C34 C33 N5 110.5(5) . . ? C34 C33 H33 124.8 . . ? N5 C33 H33 124.8 . . ? C33 C34 N6 107.0(5) . . ? C33 C34 H34 126.5 . . ? N6 C34 H34 126.5 . . ? C36 C35 C43 121.5(6) . . ? C36 C35 N6 121.2(6) . . ? C43 C35 N6 117.3(5) . . ? C35 C36 C37 119.6(7) . . ? C35 C36 H36 120.2 . . ? C37 C36 H36 120.2 . . ? C38 C37 C36 119.8(7) . . ? C38 C37 H37 120.1 . . ? C36 C37 H37 120.1 . . ? C37 C38 C42 121.1(6) . . ? C37 C38 N7 122.1(7) . . ? C42 C38 N7 116.7(7) . . ? C40 C39 N7 106.4(6) . . ? C40 C39 H39 126.8 . . ? N7 C39 H39 126.8 . . ? N8 C40 C39 110.4(6) . . ? N8 C40 H40 124.8 . . ? C39 C40 H40 124.8 . . ? N7 C41 N8 112.2(5) . . ? N7 C41 H41 123.9 . . ? N8 C41 H41 123.9 . . ? C38 C42 C43 119.4(6) . . ? C38 C42 H42 120.3 . . ? C43 C42 H42 120.3 . . ? C35 C43 C42 118.5(6) . . ? C35 C43 H43 120.7 . . ? C42 C43 H43 120.7 . . ? N5 C44 N6 111.6(5) . . ? N5 C44 H44 124.2 . . ? N6 C44 H44 124.2 . . ? C46 C45 N1 109.6(5) . . ? C46 C45 H45 125.2 . . ? N1 C45 H45 125.2 . . ? C45 C46 N2 107.4(6) . . ? C45 C46 H46 126.3 . . ? N2 C46 H46 126.3 . . ? C48 C47 C55 120.0(6) . . ? C48 C47 N2 120.6(5) . . ? C55 C47 N2 119.4(5) . . ? C47 C48 C49 120.6(6) . . ? C47 C48 H48 119.7 . . ? C49 C48 H48 119.7 . . ? C48 C49 C50 119.4(6) . . ? C48 C49 H49 120.3 . . ? C50 C49 H49 120.3 . . ? C54 C50 C49 120.6(6) . . ? C54 C50 N3 117.0(6) . . ? C49 C50 N3 122.3(6) . . ? N4 C51 N3 119.5(6) . . ? N4 C51 H51 120.3 . . ? N3 C51 H51 120.3 . . ? C53 C52 N4 109.2(7) . . ? C53 C52 H52 125.4 . . ? N4 C52 H52 125.4 . . ? C52 C53 N3 105.9(8) . . ? C52 C53 H53 127.0 . . ? N3 C53 H53 127.0 . . ? C55 C54 C50 119.1(6) . . ? C55 C54 H54 120.5 . . ? C50 C54 H54 120.5 . . ? C54 C55 C47 120.2(6) . . ? C54 C55 H55 119.9 . . ? C47 C55 H55 119.9 . . ? N1 C56 N2 111.5(5) . . ? N1 C56 H56 124.2 . . ? N2 C56 H56 124.2 . . ? C58 C57 N9 110.0(5) . . ? C58 C57 H57 125.0 . . ? N9 C57 H57 125.0 . . ? C57 C58 N10 105.8(5) . . ? C57 C58 H58 127.1 . . ? N10 C58 H58 127.1 . . ? C67 C59 C60 120.2(5) . . ? C67 C59 N10 120.7(5) . . ? C60 C59 N10 119.1(5) . . ? C61 C60 C59 120.1(6) . . ? C61 C60 H60 119.9 . . ? C59 C60 H60 119.9 . . ? C62 C61 C60 119.3(6) . . ? C62 C61 H61 120.3 . . ? C60 C61 H61 120.3 . . ? C61 C62 C66 120.7(5) . . ? C61 C62 N11 119.9(5) . . ? C66 C62 N11 119.4(5) . . ? C64 C63 N11 106.0(5) . . ? C64 C63 H63 127.0 . . ? N11 C63 H63 127.0 . . ? C63 C64 N12 110.2(5) . . ? C63 C64 H64 124.9 . . ? N12 C64 H64 124.9 . . ? N12 C65 N11 111.3(5) . . ? N12 C65 H65 124.4 . . ? N11 C65 H65 124.4 . . ? C67 C66 C62 119.2(5) . . ? C67 C66 H66 120.4 . . ? C62 C66 H66 120.4 . . ? C59 C67 C66 120.3(6) . . ? C59 C67 H67 119.8 . . ? C66 C67 H67 119.8 . . ? N9 C68 N10 111.4(5) . . ? N9 C68 H68 124.3 . . ? N10 C68 H68 124.3 . . ? C56 N1 C45 105.4(5) . . ? C56 N1 Zn1 123.4(4) . . ? C45 N1 Zn1 131.1(4) . . ? C56 N2 C46 106.0(5) . . ? C56 N2 C47 125.0(5) . . ? C46 N2 C47 128.8(5) . . ? C51 N3 C50 130.3(6) . . ? C51 N3 C53 101.6(6) . . ? C50 N3 C53 126.5(7) . . ? C51 N4 C52 100.2(6) . . ? C51 N4 Zn2 135.4(5) . 3_557 ? C52 N4 Zn2 122.1(5) . 3_557 ? C44 N5 C33 105.1(4) . . ? C44 N5 Zn1 129.3(4) . . ? C33 N5 Zn1 125.5(3) . . ? C44 N6 C34 105.8(4) . . ? C44 N6 C35 126.7(5) . . ? C34 N6 C35 127.5(5) . . ? C41 N7 C39 106.3(5) . . ? C41 N7 C38 127.3(5) . . ? C39 N7 C38 126.3(5) . . ? C40 N8 C41 104.0(5) . . ? C40 N8 Zn3 128.1(4) . 2_456 ? C41 N8 Zn3 127.8(4) . 2_456 ? C68 N9 C57 105.2(5) . . ? C68 N9 Zn2 130.4(4) . . ? C57 N9 Zn2 124.3(4) . . ? C68 N10 C58 107.5(4) . . ? C68 N10 C59 126.9(5) . . ? C58 N10 C59 125.6(5) . . ? C65 N11 C63 107.2(4) . . ? C65 N11 C62 125.9(5) . . ? C63 N11 C62 126.6(5) . . ? C65 N12 C64 105.3(5) . . ? C65 N12 Zn3 122.1(4) . 3_857 ? C64 N12 Zn3 132.5(4) . 3_857 ? C7 O1 Zn1 111.2(3) . 4_666 ? C8 O3 Zn1 122.2(3) . . ? C5 O5 C9 118.7(4) . . ? C16 O6 Zn2 111.5(6) . . ? C23 O9 Zn2 118.0(4) . . ? C24 O11 Zn3 129.9(4) . 3_756 ? C21 O12 C25 119.9(6) . . ? C32 O14 Zn3 116.2(7) . . ? O3 Zn1 O1 112.01(16) . 4_565 ? O3 Zn1 N1 111.70(17) . . ? O1 Zn1 N1 111.27(17) 4_565 . ? O3 Zn1 N5 95.35(16) . . ? O1 Zn1 N5 109.24(17) 4_565 . ? N1 Zn1 N5 116.36(18) . . ? O9 Zn2 O6 108.4(2) . . ? O9 Zn2 N4 114.8(2) . 3_557 ? O6 Zn2 N4 118.7(2) . 3_557 ? O9 Zn2 N9 107.43(19) . . ? O6 Zn2 N9 97.2(2) . . ? N4 Zn2 N9 108.4(2) 3_557 . ? O11 Zn3 O14 113.0(2) 3_756 . ? O11 Zn3 N12 104.5(2) 3_756 3_857 ? O14 Zn3 N12 121.8(2) . 3_857 ? O11 Zn3 N8 107.8(2) 3_756 2_446 ? O14 Zn3 N8 100.9(2) . 2_446 ? N12 Zn3 N8 108.1(2) 3_857 2_446 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 -0.7(8) . . . . ? C7 C1 C2 C3 178.0(5) . . . . ? C1 C2 C3 C4 2.6(8) . . . . ? C1 C2 C3 C8 -170.9(5) . . . . ? C2 C3 C4 C5 -1.4(8) . . . . ? C8 C3 C4 C5 172.2(5) . . . . ? C3 C4 C5 C6 -1.9(9) . . . . ? C3 C4 C5 O5 178.8(5) . . . . ? C4 C5 C6 C1 3.8(9) . . . . ? O5 C5 C6 C1 -176.8(5) . . . . ? C2 C1 C6 C5 -2.5(8) . . . . ? C7 C1 C6 C5 178.8(5) . . . . ? C2 C1 C7 O2 1.8(8) . . . . ? C6 C1 C7 O2 -179.6(5) . . . . ? C2 C1 C7 O1 -177.0(5) . . . . ? C6 C1 C7 O1 1.7(8) . . . . ? C2 C3 C8 O4 171.5(5) . . . . ? C4 C3 C8 O4 -2.1(8) . . . . ? C2 C3 C8 O3 -8.8(7) . . . . ? C4 C3 C8 O3 177.6(5) . . . . ? O5 C9 C10 C11 139.1(6) . . . . ? O5 C9 C10 C15 -40.9(8) . . . . ? C15 C10 C11 C12 -0.8(9) . . . . ? C9 C10 C11 C12 179.2(6) . . . . ? C10 C11 C12 C13 -1.0(11) . . . . ? C11 C12 C13 C14 1.1(10) . . . . ? C11 C12 C13 C16 -178.5(7) . . . . ? C12 C13 C14 C15 0.5(9) . . . . ? C16 C13 C14 C15 -179.9(6) . . . . ? C11 C10 C15 C14 2.3(8) . . . . ? C9 C10 C15 C14 -177.7(5) . . . . ? C13 C14 C15 C10 -2.2(9) . . . . ? C12 C13 C16 O6 -175.9(9) . . . . ? C14 C13 C16 O6 4.5(13) . . . . ? C12 C13 C16 O7 8.1(12) . . . . ? C14 C13 C16 O7 -171.5(7) . . . . ? C22 C17 C18 C19 1.9(9) . . . . ? C23 C17 C18 C19 -175.8(5) . . . . ? C17 C18 C19 C20 -1.0(8) . . . . ? C17 C18 C19 C24 175.1(6) . . . . ? C18 C19 C20 C21 -0.7(9) . . . . ? C24 C19 C20 C21 -176.9(6) . . . . ? C19 C20 C21 C22 1.6(11) . . . . ? C19 C20 C21 O12 179.0(6) . . . . ? C20 C21 C22 C17 -0.8(10) . . . . ? O12 C21 C22 C17 -178.3(6) . . . . ? C18 C17 C22 C21 -1.0(9) . . . . ? C23 C17 C22 C21 176.7(5) . . . . ? C18 C17 C23 O9 15.7(8) . . . . ? C22 C17 C23 O9 -162.0(6) . . . . ? C18 C17 C23 O8 -165.8(6) . . . . ? C22 C17 C23 O8 16.5(9) . . . . ? C18 C19 C24 O10 22.5(10) . . . . ? C20 C19 C24 O10 -161.5(7) . . . . ? C18 C19 C24 O11 -155.5(6) . . . . ? C20 C19 C24 O11 20.5(9) . . . . ? O12 C25 C26 C31 -112.3(10) . . . . ? O12 C25 C26 C27 78.0(10) . . . . ? C31 C26 C27 C28 10.1(17) . . . . ? C25 C26 C27 C28 178.0(8) . . . . ? C26 C27 C28 C29 -4.7(15) . . . . ? C27 C28 C29 C30 0.0(16) . . . . ? C27 C28 C29 C32 -174.9(9) . . . . ? C28 C29 C30 C31 1.1(17) . . . . ? C32 C29 C30 C31 175.6(10) . . . . ? C29 C30 C31 C26 3.0(17) . . . . ? C27 C26 C31 C30 -9.7(18) . . . . ? C25 C26 C31 C30 -177.5(9) . . . . ? C28 C29 C32 O14 7.3(15) . . . . ? C30 C29 C32 O14 -167.5(11) . . . . ? C28 C29 C32 O13 -174.2(10) . . . . ? C30 C29 C32 O13 11.0(15) . . . . ? N5 C33 C34 N6 -0.9(8) . . . . ? C43 C35 C36 C37 2.7(12) . . . . ? N6 C35 C36 C37 -175.3(7) . . . . ? C35 C36 C37 C38 -3.6(14) . . . . ? C36 C37 C38 C42 2.5(13) . . . . ? C36 C37 C38 N7 177.7(7) . . . . ? N7 C39 C40 N8 -6.6(11) . . . . ? C37 C38 C42 C43 -0.5(11) . . . . ? N7 C38 C42 C43 -176.0(5) . . . . ? C36 C35 C43 C42 -0.7(10) . . . . ? N6 C35 C43 C42 177.3(5) . . . . ? C38 C42 C43 C35 -0.4(9) . . . . ? N1 C45 C46 N2 0.6(8) . . . . ? C55 C47 C48 C49 2.7(11) . . . . ? N2 C47 C48 C49 -175.1(6) . . . . ? C47 C48 C49 C50 -0.6(11) . . . . ? C48 C49 C50 C54 -1.1(11) . . . . ? C48 C49 C50 N3 178.5(7) . . . . ? N4 C52 C53 N3 -2.7(12) . . . . ? C49 C50 C54 C55 0.7(12) . . . . ? N3 C50 C54 C55 -178.9(8) . . . . ? C50 C54 C55 C47 1.4(12) . . . . ? C48 C47 C55 C54 -3.1(11) . . . . ? N2 C47 C55 C54 174.8(6) . . . . ? N9 C57 C58 N10 -1.1(7) . . . . ? C67 C59 C60 C61 -1.0(9) . . . . ? N10 C59 C60 C61 -179.6(5) . . . . ? C59 C60 C61 C62 0.3(9) . . . . ? C60 C61 C62 C66 0.5(9) . . . . ? C60 C61 C62 N11 -177.6(5) . . . . ? N11 C63 C64 N12 -0.3(7) . . . . ? C61 C62 C66 C67 -0.6(9) . . . . ? N11 C62 C66 C67 177.5(5) . . . . ? C60 C59 C67 C66 0.9(9) . . . . ? N10 C59 C67 C66 179.5(5) . . . . ? C62 C66 C67 C59 -0.1(9) . . . . ? N2 C56 N1 C45 1.7(7) . . . . ? N2 C56 N1 Zn1 179.1(4) . . . . ? C46 C45 N1 C56 -1.4(7) . . . . ? C46 C45 N1 Zn1 -178.5(5) . . . . ? N1 C56 N2 C46 -1.3(7) . . . . ? N1 C56 N2 C47 -178.0(5) . . . . ? C45 C46 N2 C56 0.4(8) . . . . ? C45 C46 N2 C47 176.8(6) . . . . ? C48 C47 N2 C56 138.8(6) . . . . ? C55 C47 N2 C56 -39.1(9) . . . . ? C48 C47 N2 C46 -37.0(10) . . . . ? C55 C47 N2 C46 145.1(7) . . . . ? N4 C51 N3 C50 -174.9(8) . . . . ? N4 C51 N3 C53 19.4(11) . . . . ? C54 C50 N3 C51 165.5(9) . . . . ? C49 C50 N3 C51 -14.2(14) . . . . ? C54 C50 N3 C53 -32.1(13) . . . . ? C49 C50 N3 C53 148.3(9) . . . . ? C52 C53 N3 C51 -8.0(11) . . . . ? C52 C53 N3 C50 -174.4(9) . . . . ? N3 C51 N4 C52 -20.6(10) . . . . ? N3 C51 N4 Zn2 177.3(7) . . . 3_557 ? C53 C52 N4 C51 12.9(10) . . . . ? C53 C52 N4 Zn2 178.2(7) . . . 3_557 ? N6 C44 N5 C33 1.4(6) . . . . ? N6 C44 N5 Zn1 -175.3(4) . . . . ? C34 C33 N5 C44 -0.3(7) . . . . ? C34 C33 N5 Zn1 176.5(4) . . . . ? N5 C44 N6 C34 -1.9(7) . . . . ? N5 C44 N6 C35 179.5(5) . . . . ? C33 C34 N6 C44 1.7(7) . . . . ? C33 C34 N6 C35 -179.8(6) . . . . ? C36 C35 N6 C44 -151.8(7) . . . . ? C43 C35 N6 C44 30.1(9) . . . . ? C36 C35 N6 C34 30.0(10) . . . . ? C43 C35 N6 C34 -148.1(6) . . . . ? N8 C41 N7 C39 -6.9(10) . . . . ? N8 C41 N7 C38 175.9(7) . . . . ? C40 C39 N7 C41 8.0(11) . . . . ? C40 C39 N7 C38 -174.7(8) . . . . ? C37 C38 N7 C41 87.6(11) . . . . ? C42 C38 N7 C41 -97.0(10) . . . . ? C37 C38 N7 C39 -89.2(12) . . . . ? C42 C38 N7 C39 86.3(11) . . . . ? C39 C40 N8 C41 2.5(10) . . . . ? C39 C40 N8 Zn3 -175.5(6) . . . 2_456 ? N7 C41 N8 C40 2.8(9) . . . . ? N7 C41 N8 Zn3 -179.2(5) . . . 2_456 ? N10 C68 N9 C57 -0.9(7) . . . . ? N10 C68 N9 Zn2 175.4(4) . . . . ? C58 C57 N9 C68 1.2(7) . . . . ? C58 C57 N9 Zn2 -175.4(4) . . . . ? N9 C68 N10 C58 0.2(7) . . . . ? N9 C68 N10 C59 -176.7(5) . . . . ? C57 C58 N10 C68 0.5(7) . . . . ? C57 C58 N10 C59 177.5(5) . . . . ? C67 C59 N10 C68 -30.6(9) . . . . ? C60 C59 N10 C68 148.0(6) . . . . ? C67 C59 N10 C58 153.0(6) . . . . ? C60 C59 N10 C58 -28.4(8) . . . . ? N12 C65 N11 C63 -0.2(7) . . . . ? N12 C65 N11 C62 -175.7(5) . . . . ? C64 C63 N11 C65 0.3(6) . . . . ? C64 C63 N11 C62 175.8(5) . . . . ? C61 C62 N11 C65 143.2(6) . . . . ? C66 C62 N11 C65 -34.9(8) . . . . ? C61 C62 N11 C63 -31.4(8) . . . . ? C66 C62 N11 C63 150.5(6) . . . . ? N11 C65 N12 C64 0.0(7) . . . . ? N11 C65 N12 Zn3 177.6(4) . . . 3_857 ? C63 C64 N12 C65 0.2(7) . . . . ? C63 C64 N12 Zn3 -177.0(4) . . . 3_857 ? O2 C7 O1 Zn1 -5.2(6) . . . 4_666 ? C1 C7 O1 Zn1 173.5(4) . . . 4_666 ? O4 C8 O3 Zn1 -4.4(8) . . . . ? C3 C8 O3 Zn1 175.9(3) . . . . ? C6 C5 O5 C9 177.7(5) . . . . ? C4 C5 O5 C9 -3.0(9) . . . . ? C10 C9 O5 C5 -169.8(5) . . . . ? O7 C16 O6 Zn2 5.5(12) . . . . ? C13 C16 O6 Zn2 -170.4(6) . . . . ? O8 C23 O9 Zn2 -5.4(8) . . . . ? C17 C23 O9 Zn2 173.0(4) . . . . ? O10 C24 O11 Zn3 74.4(9) . . . 3_756 ? C19 C24 O11 Zn3 -107.7(6) . . . 3_756 ? C22 C21 O12 C25 -169.5(7) . . . . ? C20 C21 O12 C25 13.0(11) . . . . ? C26 C25 O12 C21 179.1(8) . . . . ? O13 C32 O14 Zn3 -9.1(15) . . . . ? C29 C32 O14 Zn3 169.4(7) . . . . ? C8 O3 Zn1 O1 -68.5(4) . . . 4_565 ? C8 O3 Zn1 N1 57.1(5) . . . . ? C8 O3 Zn1 N5 178.2(4) . . . . ? C56 N1 Zn1 O3 -20.8(5) . . . . ? C45 N1 Zn1 O3 155.8(5) . . . . ? C56 N1 Zn1 O1 105.2(4) . . . 4_565 ? C45 N1 Zn1 O1 -78.2(5) . . . 4_565 ? C56 N1 Zn1 N5 -128.9(4) . . . . ? C45 N1 Zn1 N5 47.8(6) . . . . ? C44 N5 Zn1 O3 175.1(5) . . . . ? C33 N5 Zn1 O3 -1.0(5) . . . . ? C44 N5 Zn1 O1 59.5(5) . . . 4_565 ? C33 N5 Zn1 O1 -116.5(5) . . . 4_565 ? C44 N5 Zn1 N1 -67.5(5) . . . . ? C33 N5 Zn1 N1 116.5(5) . . . . ? C23 O9 Zn2 O6 178.6(5) . . . . ? C23 O9 Zn2 N4 -46.1(5) . . . 3_557 ? C23 O9 Zn2 N9 74.5(5) . . . . ? C16 O6 Zn2 O9 79.5(7) . . . . ? C16 O6 Zn2 N4 -53.8(8) . . . 3_557 ? C16 O6 Zn2 N9 -169.4(7) . . . . ? C68 N9 Zn2 O9 -55.7(6) . . . . ? C57 N9 Zn2 O9 120.1(5) . . . . ? C68 N9 Zn2 O6 -167.6(6) . . . . ? C57 N9 Zn2 O6 8.1(5) . . . . ? C68 N9 Zn2 N4 68.9(6) . . . 3_557 ? C57 N9 Zn2 N4 -115.4(5) . . . 3_557 ? C32 O14 Zn3 O11 -58.5(8) . . . 3_756 ? C32 O14 Zn3 N12 67.2(8) . . . 3_857 ? C32 O14 Zn3 N8 -173.4(8) . . . 2_446 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.989 _refine_diff_density_min -0.756 _refine_diff_density_rms 0.084 _database_code_depnum_ccdc_archive 'CCDC 927362' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_mm _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C68 H64 N12 O18 Zn3' _chemical_formula_weight 1533.42 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' 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/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 16.6000(6) _cell_length_b 9.2980(6) _cell_length_c 43.166(3) _cell_angle_alpha 90.00 _cell_angle_beta 100.4240(10) _cell_angle_gamma 90.00 _cell_volume 6552.6(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 'total reflection' _cell_measurement_theta_min 1.33 _cell_measurement_theta_max 26.04 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.554 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3160 _exptl_absorpt_coefficient_mu 1.173 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.752 _exptl_absorpt_correction_T_max 0.816 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX II CCD area-detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% ? _diffrn_reflns_number 19667 _diffrn_reflns_av_R_equivalents 0.0688 _diffrn_reflns_av_sigmaI/netI 0.0955 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -55 _diffrn_reflns_limit_l_max 51 _diffrn_reflns_theta_min 0.96 _diffrn_reflns_theta_max 27.97 _reflns_number_total 7652 _reflns_number_gt 4462 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SMART' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0891P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7652 _refine_ls_number_parameters 465 _refine_ls_number_restraints 318 _refine_ls_R_factor_all 0.1117 _refine_ls_R_factor_gt 0.0531 _refine_ls_wR_factor_ref 0.1721 _refine_ls_wR_factor_gt 0.1335 _refine_ls_goodness_of_fit_ref 0.989 _refine_ls_restrained_S_all 0.984 _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 C1 C 0.5167(3) 1.5024(5) 0.91575(10) 0.0289(10) Uani 1 1 d U . . C2 C 0.5953(3) 1.4810(5) 0.93227(10) 0.0274(9) Uani 1 1 d U . . H2 H 0.6087 1.3952 0.9431 0.033 Uiso 1 1 calc R . . C3 C 0.6544(3) 1.5877(5) 0.93271(10) 0.0291(10) Uani 1 1 d U . . C4 C 0.6348(3) 1.7153(5) 0.91590(11) 0.0351(11) Uani 1 1 d U . . H4 H 0.6743 1.7862 0.9159 0.042 Uiso 1 1 calc R . . C5 C 0.5569(3) 1.7349(5) 0.89935(12) 0.0365(11) Uani 1 1 d U . . C6 C 0.4978(3) 1.6299(5) 0.89936(11) 0.0380(11) Uani 1 1 d U . . H6 H 0.4450 1.6449 0.8883 0.046 Uiso 1 1 calc R . . C7 C 0.4504(3) 1.3908(5) 0.91488(11) 0.0333(10) Uani 1 1 d U . . C8 C 0.7401(3) 1.5670(5) 0.95181(12) 0.0364(11) Uani 1 1 d U . . C9 C 0.5865(3) 1.9719(5) 0.88309(13) 0.0488(14) Uani 1 1 d U . . C10 C 0.5455(3) 2.0851(5) 0.85991(11) 0.0364(11) Uani 1 1 d U . . C11 C 0.5709(3) 2.2250(5) 0.86487(11) 0.0411(12) Uani 1 1 d U . . H11 H 0.6076 2.2487 0.8831 0.049 Uiso 1 1 calc R . . C12 C 0.5426(3) 2.3316(5) 0.84308(11) 0.0371(11) Uani 1 1 d U . . H12 H 0.5607 2.4257 0.8470 0.045 Uiso 1 1 calc R . . C13 C 0.4882(3) 2.3006(5) 0.81577(11) 0.0308(10) Uani 1 1 d U . . C14 C 0.4598(3) 2.1604(5) 0.81176(12) 0.0407(12) Uani 1 1 d U . . H14 H 0.4209 2.1378 0.7941 0.049 Uiso 1 1 calc R . . C15 C 0.4874(3) 2.0533(5) 0.83321(12) 0.0432(12) Uani 1 1 d U . . H15 H 0.4674 1.9601 0.8299 0.052 Uiso 1 1 calc R . . C16 C 0.4671(3) 2.4087(5) 0.78995(11) 0.0347(11) Uani 1 1 d U . . C17 C 0.1015(3) 0.3659(5) 0.77476(12) 0.0389(12) Uani 1 1 d U . . H17 H 0.0581 0.4080 0.7823 0.047 Uiso 1 1 calc R . . C18 C 0.1729(3) 0.2213(6) 0.75256(12) 0.0429(13) Uani 1 1 d U . . H18 H 0.1880 0.1429 0.7415 0.052 Uiso 1 1 calc R . . C19 C 0.2240(3) 0.3269(5) 0.76545(12) 0.0448(13) Uani 1 1 d U . . H19 H 0.2796 0.3357 0.7650 0.054 Uiso 1 1 calc R . . C20 C 0.2035(3) 0.5492(5) 0.79598(11) 0.0328(10) Uani 1 1 d U . . C21 C 0.2727(3) 0.5481(5) 0.81935(12) 0.0467(14) Uani 1 1 d U . . H21 H 0.3022 0.4636 0.8244 0.056 Uiso 1 1 calc R . . C22 C 0.2974(3) 0.6744(6) 0.83510(13) 0.0515(15) Uani 1 1 d U . . H22 H 0.3440 0.6758 0.8507 0.062 Uiso 1 1 calc R . . C23 C 0.2523(3) 0.7990(5) 0.82744(11) 0.0315(10) Uani 1 1 d U . . C24 C 0.1844(3) 0.8001(5) 0.80332(11) 0.0332(11) Uani 1 1 d U . . H24 H 0.1552 0.8845 0.7979 0.040 Uiso 1 1 calc R . . C25 C 0.1613(3) 0.6747(5) 0.78770(11) 0.0324(10) Uani 1 1 d U . . H25 H 0.1165 0.6742 0.7713 0.039 Uiso 1 1 calc R . . C26 C 0.3172(3) 0.9349(5) 0.87458(11) 0.0386(12) Uani 1 1 d U . . H26 H 0.3351 0.8546 0.8867 0.046 Uiso 1 1 calc R . . C27 C 0.2949(4) 1.1520(6) 0.85986(12) 0.0530(15) Uani 1 1 d U . . H27 H 0.2940 1.2520 0.8599 0.064 Uiso 1 1 calc R . . C28 C 0.2616(4) 1.0673(6) 0.83529(13) 0.0576(16) Uani 1 1 d U . . H28 H 0.2344 1.0976 0.8156 0.069 Uiso 1 1 calc R . . C29 C 0.5632(3) 0.8781(5) 0.97969(12) 0.0381(11) Uani 1 1 d U . . H29 H 0.6157 0.8636 0.9911 0.046 Uiso 1 1 calc R . . C30 C 0.5360(3) 0.9965(5) 0.96348(11) 0.0377(11) Uani 1 1 d U . . H30 H 0.5667 1.0788 0.9618 0.045 Uiso 1 1 calc R . . C31 C 0.4354(3) 0.8477(5) 0.95775(11) 0.0346(11) Uani 1 1 d U . . H31 H 0.3840 0.8066 0.9515 0.042 Uiso 1 1 calc R . . C32 C 0.4994(3) 0.6392(4) 0.98881(10) 0.0272(9) Uani 1 1 d U . . C33 C 0.5715(3) 0.5793(5) 1.00443(12) 0.0379(11) Uani 1 1 d U . . H33 H 0.6197 0.6326 1.0073 0.045 Uiso 1 1 calc R . . C34 C 0.5721(3) 0.4398(5) 1.01583(12) 0.0399(12) Uani 1 1 d U . . H34 H 0.6205 0.3997 1.0265 0.048 Uiso 1 1 calc R . . N1 N 0.0959(2) 0.2464(4) 0.75806(9) 0.0343(9) Uani 1 1 d U . . N2 N 0.1767(2) 0.4185(4) 0.77942(9) 0.0314(9) Uani 1 1 d U . . N3 N 0.2760(2) 0.9283(4) 0.84521(9) 0.0372(9) Uani 1 1 d U . . N4 N 0.3296(2) 1.0681(4) 0.88441(9) 0.0341(9) Uani 1 1 d U . . N5 N 0.4558(2) 0.9770(4) 0.94975(9) 0.0326(9) Uani 1 1 d U . . N6 N 0.4993(2) 0.7818(4) 0.97640(8) 0.0311(9) Uani 1 1 d U . . O1 O 0.3802(2) 1.4144(4) 0.90054(9) 0.0505(10) Uani 1 1 d U . . O2 O 0.47204(19) 1.2741(3) 0.92988(8) 0.0379(8) Uani 1 1 d U . . O1W O 0.2802(3) 0.6424(5) 0.91154(11) 0.0760(13) Uani 1 1 d U . . O3 O 0.7551(2) 1.4595(4) 0.96880(10) 0.0654(12) Uani 1 1 d U . . O2W O 0.7150(3) 0.1604(6) 0.96747(13) 0.0908(16) Uani 1 1 d U . . O4 O 0.79201(19) 1.6663(3) 0.94886(8) 0.0390(8) Uani 1 1 d U . . O5 O 0.5262(12) 1.861(2) 0.8857(4) 0.034(3) Uani 0.50 1 d PU . . O6 O 0.5143(2) 2.5168(3) 0.79121(8) 0.0385(8) Uani 1 1 d U . . O7 O 0.4090(2) 2.3877(4) 0.76797(9) 0.0512(10) Uani 1 1 d U . . O51 O 0.5349(14) 1.849(3) 0.8773(4) 0.047(5) Uani 0.50 1 d PU . . Zn1 Zn 0.0000 0.10912(7) 0.7500 0.02633(19) Uani 1 2 d SU . . Zn2 Zn 0.38483(3) 1.13381(5) 0.927456(12) 0.02826(16) Uani 1 1 d U . . 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 0.028(2) 0.024(2) 0.034(2) -0.0019(18) 0.0019(19) -0.0024(18) C2 0.027(2) 0.025(2) 0.030(2) 0.0047(18) 0.0045(19) -0.0006(17) C3 0.029(2) 0.026(2) 0.032(2) 0.0017(18) 0.0047(19) -0.0028(18) C4 0.033(3) 0.031(2) 0.040(3) 0.006(2) 0.002(2) -0.0098(19) C5 0.033(3) 0.029(2) 0.045(3) 0.016(2) 0.000(2) 0.0004(19) C6 0.029(2) 0.035(3) 0.045(3) 0.003(2) -0.007(2) -0.002(2) C7 0.034(3) 0.027(2) 0.039(3) -0.007(2) 0.004(2) -0.0057(19) C8 0.025(2) 0.039(3) 0.044(3) -0.001(2) 0.004(2) -0.002(2) C9 0.050(3) 0.032(3) 0.060(3) 0.025(2) 0.000(3) -0.008(2) C10 0.036(3) 0.035(3) 0.040(3) 0.010(2) 0.009(2) 0.002(2) C11 0.050(3) 0.043(3) 0.029(3) 0.005(2) 0.004(2) -0.002(2) C12 0.050(3) 0.027(2) 0.036(3) 0.0006(19) 0.010(2) -0.002(2) C13 0.029(2) 0.031(2) 0.033(2) 0.0082(19) 0.004(2) 0.0033(18) C14 0.038(3) 0.040(3) 0.042(3) 0.007(2) 0.000(2) -0.005(2) C15 0.047(3) 0.034(3) 0.049(3) 0.009(2) 0.008(2) -0.005(2) C16 0.032(3) 0.034(3) 0.041(3) 0.005(2) 0.012(2) 0.007(2) C17 0.032(3) 0.035(3) 0.052(3) -0.016(2) 0.014(2) -0.010(2) C18 0.036(3) 0.044(3) 0.051(3) -0.020(2) 0.015(2) -0.004(2) C19 0.039(3) 0.043(3) 0.053(3) -0.016(2) 0.012(2) -0.007(2) C20 0.031(2) 0.029(2) 0.038(3) -0.0037(19) 0.007(2) -0.0049(19) C21 0.055(3) 0.028(3) 0.048(3) -0.003(2) -0.012(3) 0.005(2) C22 0.056(3) 0.041(3) 0.046(3) -0.006(2) -0.022(3) 0.003(2) C23 0.034(3) 0.029(2) 0.030(2) -0.0066(19) 0.001(2) -0.0029(19) C24 0.030(2) 0.031(2) 0.037(3) -0.001(2) 0.001(2) 0.0005(19) C25 0.029(2) 0.037(2) 0.029(2) -0.0063(19) -0.0011(19) -0.0052(19) C26 0.049(3) 0.027(2) 0.032(3) -0.0018(19) -0.013(2) -0.004(2) C27 0.077(4) 0.030(3) 0.042(3) 0.003(2) -0.015(3) -0.005(3) C28 0.086(4) 0.034(3) 0.042(3) 0.005(2) -0.015(3) -0.005(3) C29 0.028(2) 0.036(3) 0.047(3) 0.004(2) -0.001(2) 0.003(2) C30 0.031(3) 0.032(2) 0.049(3) 0.005(2) 0.003(2) -0.003(2) C31 0.029(2) 0.031(2) 0.038(3) 0.007(2) -0.009(2) 0.0021(19) C32 0.033(2) 0.023(2) 0.026(2) 0.0013(17) 0.0045(18) 0.0035(18) C33 0.029(3) 0.035(3) 0.047(3) 0.009(2) -0.001(2) -0.001(2) C34 0.031(3) 0.035(3) 0.049(3) 0.014(2) -0.003(2) 0.006(2) N1 0.035(2) 0.029(2) 0.041(2) -0.0071(17) 0.0113(18) -0.0061(16) N2 0.030(2) 0.028(2) 0.036(2) -0.0082(16) 0.0038(17) -0.0062(16) N3 0.045(2) 0.029(2) 0.033(2) -0.0025(17) -0.0053(18) -0.0039(17) N4 0.038(2) 0.025(2) 0.035(2) -0.0012(16) -0.0034(18) -0.0037(16) N5 0.033(2) 0.026(2) 0.034(2) 0.0057(16) -0.0057(17) -0.0008(16) N6 0.031(2) 0.032(2) 0.029(2) 0.0050(16) -0.0007(16) 0.0051(16) O1 0.0309(19) 0.043(2) 0.071(3) -0.0027(18) -0.0094(18) -0.0079(15) O2 0.0364(19) 0.0283(17) 0.047(2) 0.0052(15) 0.0014(15) -0.0109(14) O1W 0.075(3) 0.064(3) 0.086(3) 0.017(2) 0.006(3) 0.007(2) O3 0.041(2) 0.058(3) 0.089(3) 0.038(2) -0.010(2) -0.0028(19) O2W 0.076(3) 0.088(4) 0.110(4) 0.018(3) 0.020(3) 0.001(3) O4 0.0267(17) 0.0358(18) 0.055(2) -0.0023(16) 0.0078(15) -0.0080(14) O5 0.028(5) 0.031(5) 0.043(7) 0.023(5) 0.003(5) 0.001(4) O6 0.046(2) 0.0264(17) 0.0411(19) 0.0076(14) 0.0036(16) -0.0020(14) O7 0.038(2) 0.056(2) 0.053(2) 0.0154(18) -0.0102(17) -0.0076(17) O51 0.050(7) 0.042(6) 0.044(8) 0.015(6) -0.003(6) -0.009(5) Zn1 0.0255(4) 0.0211(4) 0.0304(4) 0.000 -0.0005(3) 0.000 Zn2 0.0273(3) 0.0229(3) 0.0315(3) 0.0019(2) -0.0030(2) -0.0051(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 C1 C2 1.384(6) . ? C1 C6 1.387(6) . ? C1 C7 1.507(6) . ? C2 C3 1.393(6) . ? C2 H2 0.9300 . ? C3 C4 1.398(6) . ? C3 C8 1.522(6) . ? C4 C5 1.372(6) . ? C4 H4 0.9300 . ? C5 O5 1.37(2) . ? C5 C6 1.385(6) . ? C5 O51 1.43(2) . ? C6 H6 0.9300 . ? C7 O1 1.236(5) . ? C7 O2 1.281(5) . ? C8 O3 1.238(6) . ? C8 O4 1.285(5) . ? C9 O51 1.42(3) . ? C9 O5 1.45(2) . ? C9 C10 1.525(6) . ? C10 C11 1.372(7) . ? C10 C15 1.394(7) . ? C11 C12 1.389(6) . ? C11 H11 0.9300 . ? C12 C13 1.380(6) . ? C12 H12 0.9300 . ? C13 C14 1.386(6) . ? C13 C16 1.495(6) . ? C14 C15 1.381(7) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 O7 1.240(6) . ? C16 O6 1.269(5) . ? C17 N1 1.319(6) . ? C17 N2 1.321(6) . ? C17 H17 0.9300 . ? C18 C19 1.350(7) . ? C18 N1 1.362(6) . ? C18 H18 0.9300 . ? C19 N2 1.370(6) . ? C19 H19 0.9300 . ? C20 C25 1.375(6) . ? C20 C21 1.385(6) . ? C20 N2 1.439(5) . ? C21 C22 1.381(7) . ? C21 H21 0.9300 . ? C22 C23 1.387(7) . ? C22 H22 0.9300 . ? C23 C24 1.390(6) . ? C23 N3 1.442(5) . ? C24 C25 1.366(6) . ? C24 H24 0.9300 . ? C25 H25 0.9300 . ? C26 N4 1.314(6) . ? C26 N3 1.328(5) . ? C26 H26 0.9300 . ? C27 C28 1.356(7) . ? C27 N4 1.357(6) . ? C27 H27 0.9300 . ? C28 N3 1.369(6) . ? C28 H28 0.9300 . ? C29 C30 1.338(6) . ? C29 N6 1.376(6) . ? C29 H29 0.9300 . ? C30 N5 1.367(6) . ? C30 H30 0.9300 . ? C31 N5 1.313(6) . ? C31 N6 1.356(5) . ? C31 H31 0.9300 . ? C32 C33 1.379(6) . ? C32 C34 1.380(6) 5_667 ? C32 N6 1.430(5) . ? C33 C34 1.387(6) . ? C33 H33 0.9300 . ? C34 C32 1.380(6) 5_667 ? C34 H34 0.9300 . ? N1 Zn1 2.020(4) . ? N4 Zn2 2.012(4) . ? N5 Zn2 2.008(4) . ? O2 Zn2 1.938(3) . ? O4 Zn2 1.958(3) 3 ? O6 Zn1 1.950(3) 3_575 ? Zn1 O6 1.950(3) 4_526 ? Zn1 O6 1.950(3) 3_425 ? Zn1 N1 2.020(4) 2_556 ? Zn2 O4 1.958(3) 3_445 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C6 119.4(4) . . ? C2 C1 C7 122.0(4) . . ? C6 C1 C7 118.6(4) . . ? C1 C2 C3 120.0(4) . . ? C1 C2 H2 120.0 . . ? C3 C2 H2 120.0 . . ? C2 C3 C4 120.1(4) . . ? C2 C3 C8 120.3(4) . . ? C4 C3 C8 119.7(4) . . ? C5 C4 C3 119.4(4) . . ? C5 C4 H4 120.3 . . ? C3 C4 H4 120.3 . . ? O5 C5 C4 125.4(10) . . ? O5 C5 C6 113.4(10) . . ? C4 C5 C6 120.5(4) . . ? O5 C5 O51 17.5(13) . . ? C4 C5 O51 123.3(10) . . ? C6 C5 O51 115.3(10) . . ? C5 C6 C1 120.5(4) . . ? C5 C6 H6 119.7 . . ? C1 C6 H6 119.7 . . ? O1 C7 O2 123.8(4) . . ? O1 C7 C1 120.5(4) . . ? O2 C7 C1 115.7(4) . . ? O3 C8 O4 124.8(5) . . ? O3 C8 C3 119.4(4) . . ? O4 C8 C3 115.7(4) . . ? O51 C9 O5 17.1(12) . . ? O51 C9 C10 104.9(9) . . ? O5 C9 C10 107.9(8) . . ? C11 C10 C15 118.5(4) . . ? C11 C10 C9 117.6(5) . . ? C15 C10 C9 123.8(4) . . ? C10 C11 C12 121.0(5) . . ? C10 C11 H11 119.5 . . ? C12 C11 H11 119.5 . . ? C13 C12 C11 121.2(5) . . ? C13 C12 H12 119.4 . . ? C11 C12 H12 119.4 . . ? C12 C13 C14 117.3(4) . . ? C12 C13 C16 121.7(4) . . ? C14 C13 C16 120.7(4) . . ? C15 C14 C13 122.0(5) . . ? C15 C14 H14 119.0 . . ? C13 C14 H14 119.0 . . ? C14 C15 C10 119.9(5) . . ? C14 C15 H15 120.1 . . ? C10 C15 H15 120.1 . . ? O7 C16 O6 123.1(4) . . ? O7 C16 C13 120.6(4) . . ? O6 C16 C13 116.2(4) . . ? N1 C17 N2 111.5(4) . . ? N1 C17 H17 124.2 . . ? N2 C17 H17 124.2 . . ? C19 C18 N1 110.1(4) . . ? C19 C18 H18 125.0 . . ? N1 C18 H18 125.0 . . ? C18 C19 N2 105.4(5) . . ? C18 C19 H19 127.3 . . ? N2 C19 H19 127.3 . . ? C25 C20 C21 120.8(4) . . ? C25 C20 N2 119.3(4) . . ? C21 C20 N2 119.8(4) . . ? C22 C21 C20 119.0(5) . . ? C22 C21 H21 120.5 . . ? C20 C21 H21 120.5 . . ? C21 C22 C23 119.6(5) . . ? C21 C22 H22 120.2 . . ? C23 C22 H22 120.2 . . ? C22 C23 C24 121.0(4) . . ? C22 C23 N3 119.1(4) . . ? C24 C23 N3 119.9(4) . . ? C25 C24 C23 118.7(4) . . ? C25 C24 H24 120.6 . . ? C23 C24 H24 120.6 . . ? C24 C25 C20 120.7(4) . . ? C24 C25 H25 119.6 . . ? C20 C25 H25 119.6 . . ? N4 C26 N3 112.1(4) . . ? N4 C26 H26 124.0 . . ? N3 C26 H26 124.0 . . ? C28 C27 N4 109.4(5) . . ? C28 C27 H27 125.3 . . ? N4 C27 H27 125.3 . . ? C27 C28 N3 106.3(5) . . ? C27 C28 H28 126.9 . . ? N3 C28 H28 126.9 . . ? C30 C29 N6 107.5(4) . . ? C30 C29 H29 126.3 . . ? N6 C29 H29 126.3 . . ? C29 C30 N5 109.2(4) . . ? C29 C30 H30 125.4 . . ? N5 C30 H30 125.4 . . ? N5 C31 N6 111.0(4) . . ? N5 C31 H31 124.5 . . ? N6 C31 H31 124.5 . . ? C33 C32 C34 120.2(4) . 5_667 ? C33 C32 N6 120.0(4) . . ? C34 C32 N6 119.8(4) 5_667 . ? C32 C33 C34 120.1(4) . . ? C32 C33 H33 119.9 . . ? C34 C33 H33 119.9 . . ? C32 C34 C33 119.7(4) 5_667 . ? C32 C34 H34 120.2 5_667 . ? C33 C34 H34 120.2 . . ? C17 N1 C18 105.2(4) . . ? C17 N1 Zn1 127.1(3) . . ? C18 N1 Zn1 126.6(3) . . ? C17 N2 C19 107.7(4) . . ? C17 N2 C20 125.9(4) . . ? C19 N2 C20 126.4(4) . . ? C26 N3 C28 106.6(4) . . ? C26 N3 C23 126.2(4) . . ? C28 N3 C23 127.3(4) . . ? C26 N4 C27 105.7(4) . . ? C26 N4 Zn2 127.1(3) . . ? C27 N4 Zn2 127.2(3) . . ? C31 N5 C30 106.5(4) . . ? C31 N5 Zn2 129.4(3) . . ? C30 N5 Zn2 123.6(3) . . ? C31 N6 C29 105.8(4) . . ? C31 N6 C32 126.1(4) . . ? C29 N6 C32 128.0(4) . . ? C7 O2 Zn2 113.9(3) . . ? C8 O4 Zn2 122.3(3) . 3 ? C5 O5 C9 115.6(13) . . ? C16 O6 Zn1 109.7(3) . 3_575 ? C9 O51 C5 114.1(14) . . ? O6 Zn1 O6 127.78(19) 4_526 3_425 ? O6 Zn1 N1 113.42(15) 4_526 . ? O6 Zn1 N1 99.12(15) 3_425 . ? O6 Zn1 N1 99.12(15) 4_526 2_556 ? O6 Zn1 N1 113.42(15) 3_425 2_556 ? N1 Zn1 N1 101.6(2) . 2_556 ? O2 Zn2 O4 120.97(14) . 3_445 ? O2 Zn2 N5 95.44(15) . . ? O4 Zn2 N5 109.26(15) 3_445 . ? O2 Zn2 N4 117.74(15) . . ? O4 Zn2 N4 102.50(15) 3_445 . ? N5 Zn2 N4 110.63(15) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 0.9(7) . . . . ? C7 C1 C2 C3 -179.3(4) . . . . ? C1 C2 C3 C4 -1.4(7) . . . . ? C1 C2 C3 C8 177.7(4) . . . . ? C2 C3 C4 C5 0.8(7) . . . . ? C8 C3 C4 C5 -178.4(4) . . . . ? C3 C4 C5 O5 170.1(9) . . . . ? C3 C4 C5 C6 0.3(8) . . . . ? C3 C4 C5 O51 -168.9(10) . . . . ? O5 C5 C6 C1 -171.8(9) . . . . ? C4 C5 C6 C1 -0.8(8) . . . . ? O51 C5 C6 C1 169.2(9) . . . . ? C2 C1 C6 C5 0.2(7) . . . . ? C7 C1 C6 C5 -179.6(5) . . . . ? C2 C1 C7 O1 178.3(5) . . . . ? C6 C1 C7 O1 -1.9(7) . . . . ? C2 C1 C7 O2 -1.3(7) . . . . ? C6 C1 C7 O2 178.5(4) . . . . ? C2 C3 C8 O3 -5.4(7) . . . . ? C4 C3 C8 O3 173.8(5) . . . . ? C2 C3 C8 O4 174.9(4) . . . . ? C4 C3 C8 O4 -5.9(7) . . . . ? O51 C9 C10 C11 165.2(8) . . . . ? O5 C9 C10 C11 147.6(8) . . . . ? O51 C9 C10 C15 -18.5(10) . . . . ? O5 C9 C10 C15 -36.1(10) . . . . ? C15 C10 C11 C12 -3.1(8) . . . . ? C9 C10 C11 C12 173.4(5) . . . . ? C10 C11 C12 C13 0.0(8) . . . . ? C11 C12 C13 C14 3.2(7) . . . . ? C11 C12 C13 C16 -170.5(4) . . . . ? C12 C13 C14 C15 -3.3(7) . . . . ? C16 C13 C14 C15 170.5(4) . . . . ? C13 C14 C15 C10 0.2(8) . . . . ? C11 C10 C15 C14 3.0(8) . . . . ? C9 C10 C15 C14 -173.2(5) . . . . ? C12 C13 C16 O7 -168.5(5) . . . . ? C14 C13 C16 O7 18.0(7) . . . . ? C12 C13 C16 O6 15.1(7) . . . . ? C14 C13 C16 O6 -158.5(4) . . . . ? N1 C18 C19 N2 0.4(6) . . . . ? C25 C20 C21 C22 2.2(8) . . . . ? N2 C20 C21 C22 -179.7(5) . . . . ? C20 C21 C22 C23 0.5(9) . . . . ? C21 C22 C23 C24 -2.5(8) . . . . ? C21 C22 C23 N3 176.6(5) . . . . ? C22 C23 C24 C25 1.7(7) . . . . ? N3 C23 C24 C25 -177.4(4) . . . . ? C23 C24 C25 C20 1.1(7) . . . . ? C21 C20 C25 C24 -3.0(8) . . . . ? N2 C20 C25 C24 178.9(4) . . . . ? N4 C27 C28 N3 0.3(7) . . . . ? N6 C29 C30 N5 -0.3(6) . . . . ? C34 C32 C33 C34 -0.6(8) 5_667 . . . ? N6 C32 C33 C34 -178.5(4) . . . . ? C32 C33 C34 C32 0.6(8) . . . 5_667 ? N2 C17 N1 C18 1.4(6) . . . . ? N2 C17 N1 Zn1 170.2(3) . . . . ? C19 C18 N1 C17 -1.1(6) . . . . ? C19 C18 N1 Zn1 -170.0(4) . . . . ? N1 C17 N2 C19 -1.1(6) . . . . ? N1 C17 N2 C20 178.4(4) . . . . ? C18 C19 N2 C17 0.4(6) . . . . ? C18 C19 N2 C20 -179.1(5) . . . . ? C25 C20 N2 C17 -51.8(7) . . . . ? C21 C20 N2 C17 130.1(5) . . . . ? C25 C20 N2 C19 127.6(5) . . . . ? C21 C20 N2 C19 -50.5(7) . . . . ? N4 C26 N3 C28 0.7(6) . . . . ? N4 C26 N3 C23 -179.9(4) . . . . ? C27 C28 N3 C26 -0.6(7) . . . . ? C27 C28 N3 C23 -180.0(5) . . . . ? C22 C23 N3 C26 -25.2(7) . . . . ? C24 C23 N3 C26 153.8(5) . . . . ? C22 C23 N3 C28 154.0(6) . . . . ? C24 C23 N3 C28 -26.9(8) . . . . ? N3 C26 N4 C27 -0.5(6) . . . . ? N3 C26 N4 Zn2 177.5(3) . . . . ? C28 C27 N4 C26 0.1(7) . . . . ? C28 C27 N4 Zn2 -177.9(4) . . . . ? N6 C31 N5 C30 0.3(6) . . . . ? N6 C31 N5 Zn2 -171.3(3) . . . . ? C29 C30 N5 C31 0.0(6) . . . . ? C29 C30 N5 Zn2 172.3(3) . . . . ? N5 C31 N6 C29 -0.5(5) . . . . ? N5 C31 N6 C32 -178.4(4) . . . . ? C30 C29 N6 C31 0.5(5) . . . . ? C30 C29 N6 C32 178.3(4) . . . . ? C33 C32 N6 C31 172.4(5) . . . . ? C34 C32 N6 C31 -5.4(7) 5_667 . . . ? C33 C32 N6 C29 -5.0(7) . . . . ? C34 C32 N6 C29 177.2(5) 5_667 . . . ? O1 C7 O2 Zn2 1.2(6) . . . . ? C1 C7 O2 Zn2 -179.2(3) . . . . ? O3 C8 O4 Zn2 69.5(7) . . . 3 ? C3 C8 O4 Zn2 -110.8(4) . . . 3 ? C4 C5 O5 C9 13.8(17) . . . . ? C6 C5 O5 C9 -175.8(9) . . . . ? O51 C5 O5 C9 -75(6) . . . . ? O51 C9 O5 C5 82(5) . . . . ? C10 C9 O5 C5 164.7(9) . . . . ? O7 C16 O6 Zn1 -14.9(6) . . . 3_575 ? C13 C16 O6 Zn1 161.4(3) . . . 3_575 ? O5 C9 O51 C5 -70(5) . . . . ? C10 C9 O51 C5 -172.7(10) . . . . ? O5 C5 O51 C9 77(6) . . . . ? C4 C5 O51 C9 -25.5(17) . . . . ? C6 C5 O51 C9 164.8(9) . . . . ? C17 N1 Zn1 O6 147.1(4) . . . 4_526 ? C18 N1 Zn1 O6 -46.4(5) . . . 4_526 ? C17 N1 Zn1 O6 -74.7(4) . . . 3_425 ? C18 N1 Zn1 O6 91.8(4) . . . 3_425 ? C17 N1 Zn1 N1 41.7(4) . . . 2_556 ? C18 N1 Zn1 N1 -151.8(5) . . . 2_556 ? C7 O2 Zn2 O4 -69.6(4) . . . 3_445 ? C7 O2 Zn2 N5 174.0(3) . . . . ? C7 O2 Zn2 N4 57.3(4) . . . . ? C31 N5 Zn2 O2 177.0(4) . . . . ? C30 N5 Zn2 O2 6.6(4) . . . . ? C31 N5 Zn2 O4 51.5(4) . . . 3_445 ? C30 N5 Zn2 O4 -118.9(4) . . . 3_445 ? C31 N5 Zn2 N4 -60.6(5) . . . . ? C30 N5 Zn2 N4 129.0(4) . . . . ? C26 N4 Zn2 O2 128.9(4) . . . . ? C27 N4 Zn2 O2 -53.6(5) . . . . ? C26 N4 Zn2 O4 -95.7(4) . . . 3_445 ? C27 N4 Zn2 O4 81.9(5) . . . 3_445 ? C26 N4 Zn2 N5 20.7(5) . . . . ? C27 N4 Zn2 N5 -161.8(4) . . . . ? _diffrn_measured_fraction_theta_max 0.967 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.742 _refine_diff_density_min -0.390 _refine_diff_density_rms 0.106 _database_code_depnum_ccdc_archive 'CCDC 927363' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_mm _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C68 H56 N12 O18 Zn3' _chemical_formula_weight 1525.36 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' Zn Zn 0.2839 1.4301 '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 12.8340(12) _cell_length_b 16.3130(15) _cell_length_c 17.9830(17) _cell_angle_alpha 73.8180(10) _cell_angle_beta 82.7680(10) _cell_angle_gamma 67.5620(10) _cell_volume 3341.2(5) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 'total reflection' _cell_measurement_theta_min 1.33 _cell_measurement_theta_max 26.04 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.516 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1564 _exptl_absorpt_coefficient_mu 1.150 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.759 _exptl_absorpt_correction_T_max 0.819 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX II CCD area-detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% ? _diffrn_reflns_number 16984 _diffrn_reflns_av_R_equivalents 0.0326 _diffrn_reflns_av_sigmaI/netI 0.0826 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.40 _diffrn_reflns_theta_max 25.04 _reflns_number_total 11616 _reflns_number_gt 7252 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SMART' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0683P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 11616 _refine_ls_number_parameters 919 _refine_ls_number_restraints 24 _refine_ls_R_factor_all 0.0985 _refine_ls_R_factor_gt 0.0525 _refine_ls_wR_factor_ref 0.1396 _refine_ls_wR_factor_gt 0.1185 _refine_ls_goodness_of_fit_ref 0.972 _refine_ls_restrained_S_all 0.972 _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 0.19121(5) 0.82001(4) 0.78409(3) 0.03586(16) Uani 1 1 d . . . Zn2 Zn 0.38181(5) 1.09674(4) 0.31996(3) 0.03875(16) Uani 1 1 d . . . Zn3 Zn 1.11573(5) 0.61639(4) 1.28294(3) 0.03765(16) Uani 1 1 d . . . O12 O -0.0457(3) 0.8567(2) 0.43927(18) 0.0509(9) Uani 1 1 d . . . C16 C 0.9367(4) 0.5905(4) 1.2543(3) 0.0448(13) Uani 1 1 d . . . O11 O 0.2121(3) 1.0055(2) 0.27976(19) 0.0463(9) Uani 1 1 d . . . N7 N 0.7161(3) 1.4050(2) 0.5250(2) 0.0393(10) Uani 1 1 d . . . O5 O 0.6913(3) 0.5131(2) 1.05947(19) 0.0494(9) Uani 1 1 d . . . N2 N 0.2427(3) 1.0234(3) 0.8506(2) 0.0407(10) Uani 1 1 d . . . O7 O 0.9276(3) 0.6611(3) 1.2042(2) 0.0683(12) Uani 1 1 d . . . O6 O 1.0027(3) 0.5579(2) 1.3111(2) 0.0528(10) Uani 1 1 d . . . C22 C 0.0722(4) 0.8593(3) 0.5339(3) 0.0357(11) Uani 1 1 d . . . H22 H 0.0404 0.8263 0.5746 0.043 Uiso 1 1 calc R . . O1 O 0.3024(3) 0.7321(2) 0.9417(2) 0.0543(10) Uani 1 1 d . . . N6 N 0.4325(3) 1.2985(3) 0.3901(2) 0.0415(10) Uani 1 1 d . . . O2 O 0.3319(3) 0.7198(2) 0.8200(2) 0.0496(9) Uani 1 1 d . . . C1 C 0.4768(4) 0.6239(3) 0.9082(3) 0.0357(11) Uani 1 1 d . . . C18 C 0.2019(4) 0.9388(3) 0.4868(3) 0.0334(11) Uani 1 1 d . . . H18 H 0.2568 0.9587 0.4960 0.040 Uiso 1 1 calc R . . N8 N 0.8121(3) 1.4141(3) 0.6137(2) 0.0382(10) Uani 1 1 d . . . C21 C 0.0366(4) 0.8808(3) 0.4601(3) 0.0340(11) Uani 1 1 d . . . C19 C 0.1648(4) 0.9600(3) 0.4126(3) 0.0305(10) Uani 1 1 d . . . C10 C 0.7256(4) 0.5199(3) 1.1827(3) 0.0380(12) Uani 1 1 d . . . C6 C 0.5254(4) 0.6042(3) 0.9791(3) 0.0338(11) Uani 1 1 d . . . H6 H 0.4860 0.6341 1.0168 0.041 Uiso 1 1 calc R . . O10 O 0.2506(3) 1.0687(2) 0.3633(2) 0.0494(9) Uani 1 1 d . . . C26 C -0.1841(4) 0.7926(3) 0.4593(3) 0.0380(12) Uani 1 1 d . . . N10 N 0.0002(3) 0.6697(3) 0.9069(2) 0.0439(11) Uani 1 1 d . . . O9 O 0.2838(3) 0.8752(3) 0.6384(2) 0.0601(11) Uani 1 1 d . . . N5 N 0.3735(3) 1.2100(3) 0.3483(2) 0.0408(10) Uani 1 1 d . . . N9 N 0.0672(3) 0.7760(3) 0.8445(2) 0.0425(10) Uani 1 1 d . . . C23 C 0.1972(4) 0.8648(3) 0.6279(3) 0.0379(12) Uani 1 1 d . . . C2 C 0.5334(4) 0.5788(3) 0.8518(3) 0.0385(12) Uani 1 1 d . . . H2 H 0.4996 0.5923 0.8049 0.046 Uiso 1 1 calc R . . C48 C 0.5033(4) 1.3274(3) 0.4255(3) 0.0400(12) Uani 1 1 d . . . C51 C 0.6418(4) 1.3795(3) 0.4905(3) 0.0394(12) Uani 1 1 d . . . C30 C -0.3571(4) 0.8523(3) 0.3894(3) 0.0452(13) Uani 1 1 d . . . C60 C -0.0022(4) 0.5828(4) 0.9547(3) 0.0440(13) Uani 1 1 d . . . N1 N 0.1992(3) 0.9352(3) 0.7973(2) 0.0409(10) Uani 1 1 d . . . C14 C 0.8671(4) 0.5351(3) 1.2489(3) 0.0400(12) Uani 1 1 d . . . C13 C 0.8926(4) 0.4474(4) 1.2928(3) 0.0448(13) Uani 1 1 d . . . H13 H 0.9492 0.4226 1.3290 0.054 Uiso 1 1 calc R . . C7 C 0.3606(4) 0.6975(3) 0.8904(3) 0.0410(12) Uani 1 1 d . . . C39 C 0.3385(5) 1.1044(4) 1.0240(3) 0.0465(13) Uani 1 1 d . . . C5 C 0.6335(4) 0.5390(3) 0.9927(3) 0.0360(11) Uani 1 1 d . . . C20 C 0.0817(4) 0.9308(3) 0.3991(3) 0.0347(11) Uani 1 1 d . . . H20 H 0.0567 0.9450 0.3491 0.042 Uiso 1 1 calc R . . C36 C 0.2783(4) 1.0514(3) 0.9086(3) 0.0449(13) Uani 1 1 d . . . C17 C 0.1567(4) 0.8872(3) 0.5479(3) 0.0336(11) Uani 1 1 d . . . C31 C -0.2827(4) 0.8636(3) 0.4329(3) 0.0422(12) Uani 1 1 d . . . H31 H -0.3002 0.9197 0.4441 0.051 Uiso 1 1 calc R . . C3 C 0.6417(4) 0.5128(3) 0.8662(3) 0.0380(12) Uani 1 1 d . . . O8 O 0.1366(3) 0.8361(2) 0.68367(19) 0.0510(9) Uani 1 1 d . . . C4 C 0.6908(4) 0.4942(3) 0.9357(3) 0.0393(12) Uani 1 1 d . . . H4 H 0.7635 0.4511 0.9448 0.047 Uiso 1 1 calc R . . C25 C -0.1003(4) 0.8078(3) 0.4996(3) 0.0416(12) Uani 1 1 d . . . H25A H -0.1379 0.8435 0.5368 0.050 Uiso 1 1 calc R . . H25B H -0.0461 0.7497 0.5265 0.050 Uiso 1 1 calc R . . C50 C 0.6343(4) 1.2946(3) 0.5224(3) 0.0480(14) Uani 1 1 d . . . H50 H 0.6772 1.2548 0.5649 0.058 Uiso 1 1 calc R . . C34 C 0.1819(4) 1.0194(4) 0.7447(3) 0.0485(13) Uani 1 1 d . . . H34 H 0.1565 1.0356 0.6945 0.058 Uiso 1 1 calc R . . C35 C 0.2353(4) 0.9416(3) 0.8595(3) 0.0469(13) Uani 1 1 d . . . H35 H 0.2538 0.8948 0.9047 0.056 Uiso 1 1 calc R . . C24 C 0.2121(4) 1.0148(3) 0.3452(3) 0.0365(11) Uani 1 1 d . . . C55 C 0.5820(5) 1.4378(3) 0.4270(3) 0.0498(14) Uani 1 1 d . . . H55 H 0.5877 1.4950 0.4065 0.060 Uiso 1 1 calc R . . C59 C 0.0859(4) 0.6988(3) 0.8976(3) 0.0419(12) Uani 1 1 d . . . H59 H 0.1517 0.6677 0.9257 0.050 Uiso 1 1 calc R . . C52 C 0.7334(4) 1.3866(3) 0.6004(3) 0.0385(12) Uani 1 1 d . . . H52 H 0.6945 1.3577 0.6392 0.046 Uiso 1 1 calc R . . C54 C 0.7880(5) 1.4482(4) 0.4871(3) 0.0544(15) Uani 1 1 d . . . H54 H 0.7954 1.4696 0.4338 0.065 Uiso 1 1 calc R . . C53 C 0.8461(4) 1.4537(4) 0.5423(3) 0.0488(14) Uani 1 1 d . . . H53 H 0.9005 1.4802 0.5331 0.059 Uiso 1 1 calc R . . C9 C 0.6398(4) 0.5581(3) 1.1205(3) 0.0422(12) Uani 1 1 d . . . H9A H 0.5720 0.5458 1.1404 0.051 Uiso 1 1 calc R . . H9B H 0.6201 0.6238 1.1015 0.051 Uiso 1 1 calc R . . C44 C 0.2541(7) 1.1423(4) 0.9012(4) 0.086(2) Uani 1 1 d . . . H44 H 0.2169 1.1860 0.8580 0.103 Uiso 1 1 calc R . . C15 C 0.7845(4) 0.5713(3) 1.1935(3) 0.0381(11) Uani 1 1 d . . . H15 H 0.7685 0.6309 1.1632 0.046 Uiso 1 1 calc R . . C45 C 0.3267(4) 1.3515(4) 0.3614(3) 0.0563(15) Uani 1 1 d . . . H45 H 0.2868 1.4127 0.3607 0.068 Uiso 1 1 calc R . . C33 C 0.2074(5) 1.0733(4) 0.7767(3) 0.0509(14) Uani 1 1 d . . . H33 H 0.2024 1.1332 0.7538 0.061 Uiso 1 1 calc R . . C27 C -0.1626(5) 0.7099(4) 0.4441(4) 0.0620(17) Uani 1 1 d . . . H27 H -0.0971 0.6610 0.4625 0.074 Uiso 1 1 calc R . . C11 C 0.7508(5) 0.4316(3) 1.2286(3) 0.0517(14) Uani 1 1 d . . . H11 H 0.7115 0.3964 1.2228 0.062 Uiso 1 1 calc R . . C56 C 0.5121(5) 1.4112(4) 0.3930(3) 0.0520(14) Uani 1 1 d . . . H56 H 0.4722 1.4498 0.3489 0.062 Uiso 1 1 calc R . . C29 C -0.3346(4) 0.7690(4) 0.3751(3) 0.0528(14) Uani 1 1 d . . . H29 H -0.3854 0.7611 0.3477 0.063 Uiso 1 1 calc R . . C58 C -0.0375(4) 0.7977(4) 0.8174(3) 0.0584(16) Uani 1 1 d . . . H58 H -0.0739 0.8492 0.7786 0.070 Uiso 1 1 calc R . . C49 C 0.5625(4) 1.2692(3) 0.4906(3) 0.0472(13) Uani 1 1 d . . . H49 H 0.5541 1.2132 0.5128 0.057 Uiso 1 1 calc R . . C28 C -0.2372(5) 0.6970(4) 0.4013(4) 0.0671(18) Uani 1 1 d . . . H28 H -0.2206 0.6406 0.3909 0.080 Uiso 1 1 calc R . . C12 C 0.8345(5) 0.3951(4) 1.2834(3) 0.0587(16) Uani 1 1 d . . . H12 H 0.8515 0.3354 1.3137 0.070 Uiso 1 1 calc R . . C46 C 0.2923(4) 1.2968(3) 0.3345(3) 0.0521(15) Uani 1 1 d . . . H46 H 0.2242 1.3149 0.3104 0.062 Uiso 1 1 calc R . . C47 C 0.4560(4) 1.2143(3) 0.3817(3) 0.0455(13) Uani 1 1 d . . . H47 H 0.5224 1.1650 0.3974 0.055 Uiso 1 1 calc R . . C37 C 0.3276(6) 0.9888(4) 0.9732(4) 0.0720(19) Uani 1 1 d . . . H37 H 0.3425 0.9271 0.9784 0.086 Uiso 1 1 calc R . . C57 C -0.0793(5) 0.7335(4) 0.8554(4) 0.0641(18) Uani 1 1 d . . . H57 H -0.1492 0.7324 0.8481 0.077 Uiso 1 1 calc R . . C38 C 0.3560(6) 1.0158(4) 1.0314(3) 0.0691(18) Uani 1 1 d . . . H38 H 0.3875 0.9723 1.0764 0.083 Uiso 1 1 calc R . . C43 C 0.2860(7) 1.1686(5) 0.9593(4) 0.090(2) Uani 1 1 d . . . H43 H 0.2716 1.2302 0.9543 0.108 Uiso 1 1 calc R . . C8 C 0.7025(5) 0.4630(3) 0.8056(3) 0.0432(12) Uani 1 1 d . . . C32 C -0.4607(5) 0.9332(4) 0.3562(4) 0.0566(15) Uani 1 1 d . . . O14 O -0.4805(3) 1.0074(2) 0.3736(2) 0.0618(11) Uani 1 1 d . . . O4 O 0.8066(3) 0.4410(3) 0.8013(2) 0.0676(11) Uani 1 1 d . . . O3 O 0.6484(3) 0.4464(3) 0.7634(2) 0.0742(12) Uani 1 1 d . . . N3 N 0.3677(4) 1.1304(3) 1.0857(2) 0.0517(12) Uani 1 1 d . . . C40 C 0.3563(4) 1.0939(4) 1.1609(3) 0.0461(13) Uani 1 1 d . . . H40 H 0.3295 1.0464 1.1805 0.055 Uiso 1 1 calc R . . O13 O -0.5196(4) 0.9246(3) 0.3132(3) 0.109(2) Uani 1 1 d . . . C42 C 0.4057(7) 1.2002(5) 1.0807(4) 0.093(3) Uani 1 1 d . . . H42 H 0.4210 1.2390 1.0356 0.111 Uiso 1 1 calc R . . N4 N 0.3872(4) 1.1332(3) 1.2036(2) 0.0500(11) Uani 1 1 d . . . C41 C 0.4160(6) 1.2008(5) 1.1536(4) 0.085(2) Uani 1 1 d . . . H41 H 0.4394 1.2416 1.1678 0.102 Uiso 1 1 calc R . . N11 N 1.0917(3) 0.7495(3) 1.2380(2) 0.0419(10) Uani 1 1 d . . . N12 N 1.0660(3) 0.8742(3) 1.1438(2) 0.0428(10) Uani 1 1 d . . . C66 C 1.0337(4) 0.9381(3) 1.0706(3) 0.0429(12) Uani 1 1 d . . . C65 C 1.0570(4) 0.7919(3) 1.1672(3) 0.0452(13) Uani 1 1 d . . . H65 H 1.0293 0.7674 1.1368 0.054 Uiso 1 1 calc R . . C63 C 1.1099(5) 0.8853(4) 1.2041(3) 0.0549(15) Uani 1 1 d . . . H63 H 1.1257 0.9360 1.2051 0.066 Uiso 1 1 calc R . . C64 C 1.1256(5) 0.8090(4) 1.2614(3) 0.0564(15) Uani 1 1 d . . . H64 H 1.1548 0.7979 1.3095 0.068 Uiso 1 1 calc R . . C68 C 1.0157(5) 1.0278(4) 1.0614(3) 0.0572(16) Uani 1 1 d . . . H68 H 1.0264 1.0473 1.1028 0.069 Uiso 1 1 calc R . . C67 C 1.0187(5) 0.9091(4) 1.0092(3) 0.0602(16) Uani 1 1 d . . . H67 H 1.0314 0.8476 1.0149 0.072 Uiso 1 1 calc R . . C62 C -0.0183(4) 0.5231(3) 0.9214(3) 0.0479(13) Uani 1 1 d . . . H62 H -0.0309 0.5390 0.8686 0.057 Uiso 1 1 calc R . . C61 C 0.0156(4) 0.5609(3) 1.0331(3) 0.0490(13) Uani 1 1 d . . . H61 H 0.0258 0.6026 1.0550 0.059 Uiso 1 1 calc R . . O1W O -0.5965(10) 0.8475(8) 0.2367(7) 0.084(4) Uani 0.50 1 d PU . . O2W O 0.5243(6) 0.3544(5) 0.7124(5) 0.176(3) Uani 1 1 d U . . O3W O 0.2990(7) 0.7498(6) 1.0842(5) 0.203(3) Uani 1 1 d U . . O4W O 0.4700(9) 0.7867(7) 1.1016(6) 0.259(5) Uani 1 1 d U . . O1W' O -0.6279(10) 0.8263(7) 0.2787(8) 0.094(3) Uani 0.50 1 d P . . 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 0.0417(3) 0.0363(3) 0.0302(3) -0.0019(2) -0.0120(3) -0.0161(3) Zn2 0.0438(3) 0.0388(3) 0.0416(4) -0.0118(3) -0.0096(3) -0.0198(3) Zn3 0.0424(3) 0.0386(3) 0.0353(3) -0.0097(2) -0.0103(3) -0.0152(3) O12 0.059(2) 0.078(3) 0.031(2) -0.0009(17) -0.0112(17) -0.046(2) C16 0.045(3) 0.048(3) 0.046(3) -0.011(3) -0.006(3) -0.020(3) O11 0.057(2) 0.056(2) 0.031(2) -0.0042(16) -0.0029(17) -0.0311(18) N7 0.053(3) 0.038(2) 0.033(2) -0.0086(18) -0.012(2) -0.020(2) O5 0.0390(19) 0.065(2) 0.035(2) -0.0196(17) -0.0167(16) 0.0003(17) N2 0.056(3) 0.038(2) 0.032(2) -0.0058(18) -0.006(2) -0.022(2) O7 0.077(3) 0.065(3) 0.075(3) 0.005(2) -0.025(2) -0.049(2) O6 0.056(2) 0.071(3) 0.046(2) -0.0130(19) -0.0139(19) -0.036(2) C22 0.033(3) 0.045(3) 0.031(3) -0.005(2) -0.004(2) -0.018(2) O1 0.045(2) 0.056(2) 0.049(2) -0.0110(19) -0.0100(19) -0.0025(18) N6 0.047(2) 0.034(2) 0.049(3) -0.0164(19) -0.013(2) -0.012(2) O2 0.051(2) 0.046(2) 0.047(2) -0.0023(17) -0.0255(18) -0.0118(17) C1 0.037(3) 0.031(3) 0.041(3) -0.001(2) -0.013(2) -0.017(2) C18 0.032(3) 0.034(3) 0.037(3) -0.011(2) -0.006(2) -0.012(2) N8 0.039(2) 0.044(2) 0.035(2) -0.0105(19) -0.0091(19) -0.0154(19) C21 0.032(3) 0.043(3) 0.031(3) -0.009(2) -0.009(2) -0.017(2) C19 0.034(3) 0.025(2) 0.032(3) -0.0086(19) -0.003(2) -0.008(2) C10 0.042(3) 0.045(3) 0.031(3) -0.009(2) -0.009(2) -0.018(2) C6 0.034(3) 0.035(3) 0.036(3) -0.004(2) -0.005(2) -0.018(2) O10 0.062(2) 0.049(2) 0.051(2) -0.0155(17) 0.0066(19) -0.0353(19) C26 0.040(3) 0.037(3) 0.037(3) -0.002(2) -0.002(2) -0.019(2) N10 0.037(2) 0.045(2) 0.044(3) 0.008(2) -0.006(2) -0.021(2) O9 0.049(2) 0.099(3) 0.046(2) -0.022(2) -0.0104(19) -0.035(2) N5 0.041(2) 0.040(2) 0.049(3) -0.016(2) -0.010(2) -0.018(2) N9 0.048(3) 0.041(2) 0.039(3) 0.0010(19) -0.011(2) -0.020(2) C23 0.040(3) 0.041(3) 0.035(3) -0.010(2) -0.012(2) -0.014(2) C2 0.048(3) 0.041(3) 0.032(3) -0.002(2) -0.013(2) -0.024(2) C48 0.048(3) 0.033(3) 0.043(3) -0.015(2) -0.010(2) -0.013(2) C51 0.048(3) 0.034(3) 0.040(3) -0.009(2) -0.015(2) -0.016(2) C30 0.042(3) 0.046(3) 0.053(3) -0.011(3) -0.006(3) -0.021(3) C60 0.039(3) 0.050(3) 0.037(3) -0.001(2) 0.000(2) -0.018(2) N1 0.049(3) 0.041(2) 0.034(2) -0.0036(19) -0.006(2) -0.020(2) C14 0.047(3) 0.047(3) 0.034(3) -0.012(2) -0.002(2) -0.025(2) C13 0.046(3) 0.056(3) 0.036(3) -0.008(2) -0.011(2) -0.021(3) C7 0.039(3) 0.037(3) 0.049(3) 0.000(2) -0.015(3) -0.020(2) C39 0.071(4) 0.049(3) 0.031(3) -0.007(2) 0.001(3) -0.037(3) C5 0.033(3) 0.038(3) 0.036(3) -0.007(2) -0.011(2) -0.010(2) C20 0.035(3) 0.045(3) 0.025(3) -0.007(2) -0.006(2) -0.016(2) C36 0.060(3) 0.045(3) 0.036(3) -0.014(2) -0.002(3) -0.023(3) C17 0.037(3) 0.037(3) 0.029(3) -0.009(2) -0.006(2) -0.013(2) C31 0.040(3) 0.039(3) 0.051(3) -0.014(2) -0.003(3) -0.015(2) C3 0.039(3) 0.040(3) 0.038(3) -0.007(2) -0.005(2) -0.019(2) O8 0.064(2) 0.065(2) 0.033(2) 0.0051(17) -0.0156(18) -0.041(2) C4 0.028(3) 0.044(3) 0.041(3) -0.010(2) -0.009(2) -0.007(2) C25 0.038(3) 0.049(3) 0.039(3) 0.000(2) -0.007(2) -0.022(2) C50 0.050(3) 0.046(3) 0.050(3) -0.006(2) -0.023(3) -0.017(3) C34 0.061(4) 0.052(3) 0.037(3) -0.005(3) -0.007(3) -0.029(3) C35 0.062(4) 0.040(3) 0.041(3) -0.003(2) -0.008(3) -0.023(3) C24 0.037(3) 0.036(3) 0.039(3) -0.007(2) -0.006(2) -0.016(2) C55 0.074(4) 0.041(3) 0.046(3) -0.005(2) -0.022(3) -0.031(3) C59 0.043(3) 0.046(3) 0.031(3) 0.003(2) -0.007(2) -0.017(2) C52 0.042(3) 0.046(3) 0.032(3) -0.005(2) -0.009(2) -0.021(2) C54 0.084(4) 0.070(4) 0.028(3) -0.006(3) -0.005(3) -0.052(3) C53 0.058(3) 0.059(3) 0.042(3) -0.012(3) -0.004(3) -0.035(3) C9 0.042(3) 0.047(3) 0.043(3) -0.020(2) -0.007(2) -0.014(2) C44 0.159(7) 0.056(4) 0.057(4) 0.006(3) -0.041(4) -0.058(4) C15 0.046(3) 0.041(3) 0.032(3) -0.009(2) -0.004(2) -0.020(2) C45 0.053(3) 0.038(3) 0.073(4) -0.023(3) -0.025(3) 0.002(3) C33 0.072(4) 0.044(3) 0.041(3) 0.000(2) -0.008(3) -0.031(3) C27 0.050(3) 0.049(3) 0.086(5) -0.014(3) -0.025(3) -0.011(3) C11 0.068(4) 0.042(3) 0.056(4) -0.010(3) -0.015(3) -0.029(3) C56 0.071(4) 0.044(3) 0.046(3) -0.007(2) -0.028(3) -0.022(3) C29 0.045(3) 0.051(3) 0.071(4) -0.022(3) -0.009(3) -0.021(3) C58 0.041(3) 0.046(3) 0.071(4) 0.014(3) -0.020(3) -0.013(3) C49 0.056(3) 0.038(3) 0.051(3) -0.006(2) -0.017(3) -0.021(3) C28 0.065(4) 0.048(4) 0.099(5) -0.027(3) -0.017(4) -0.022(3) C12 0.085(4) 0.041(3) 0.050(4) 0.004(3) -0.031(3) -0.025(3) C46 0.046(3) 0.045(3) 0.071(4) -0.022(3) -0.023(3) -0.011(3) C47 0.042(3) 0.034(3) 0.065(4) -0.019(3) -0.015(3) -0.010(2) C37 0.118(5) 0.040(3) 0.063(4) -0.006(3) -0.035(4) -0.029(3) C57 0.040(3) 0.058(4) 0.081(5) 0.012(3) -0.019(3) -0.019(3) C38 0.107(5) 0.051(4) 0.048(4) -0.003(3) -0.026(4) -0.027(4) C43 0.172(8) 0.061(4) 0.064(5) -0.008(3) -0.020(5) -0.071(5) C8 0.052(3) 0.043(3) 0.036(3) -0.007(2) -0.012(3) -0.017(3) C32 0.048(3) 0.051(4) 0.074(4) -0.011(3) -0.022(3) -0.018(3) O14 0.055(2) 0.044(2) 0.089(3) -0.018(2) -0.029(2) -0.0119(19) O4 0.050(2) 0.087(3) 0.073(3) -0.046(2) -0.002(2) -0.014(2) O3 0.077(3) 0.096(3) 0.062(3) -0.041(2) -0.011(2) -0.027(2) N3 0.082(3) 0.054(3) 0.036(3) -0.011(2) 0.004(2) -0.045(3) C40 0.060(3) 0.053(3) 0.038(3) -0.010(3) -0.002(3) -0.036(3) O13 0.089(3) 0.078(3) 0.170(5) -0.047(3) -0.080(4) -0.006(3) C42 0.176(8) 0.104(6) 0.051(4) -0.018(4) 0.014(5) -0.115(6) N4 0.069(3) 0.054(3) 0.046(3) -0.015(2) -0.001(2) -0.040(2) C41 0.152(7) 0.103(5) 0.056(4) -0.028(4) 0.018(4) -0.107(5) N11 0.053(3) 0.037(2) 0.040(3) -0.0099(19) -0.009(2) -0.019(2) N12 0.056(3) 0.037(2) 0.039(3) -0.0052(19) -0.008(2) -0.022(2) C66 0.052(3) 0.040(3) 0.041(3) -0.011(2) 0.000(3) -0.022(2) C65 0.064(4) 0.043(3) 0.039(3) -0.009(2) -0.010(3) -0.029(3) C63 0.076(4) 0.044(3) 0.055(4) -0.009(3) -0.016(3) -0.030(3) C64 0.080(4) 0.044(3) 0.050(4) -0.012(3) -0.024(3) -0.022(3) C68 0.098(5) 0.046(3) 0.037(3) -0.011(3) -0.010(3) -0.033(3) C67 0.101(5) 0.039(3) 0.047(4) -0.011(3) -0.009(3) -0.030(3) C62 0.057(3) 0.048(3) 0.034(3) 0.003(2) -0.004(3) -0.022(3) C61 0.053(3) 0.047(3) 0.046(3) -0.007(3) -0.007(3) -0.019(3) O1W 0.085(4) 0.084(4) 0.084(4) -0.0219(14) -0.0021(10) -0.0309(17) O2W 0.176(3) 0.176(3) 0.177(3) -0.0436(12) -0.0024(10) -0.0647(14) O3W 0.204(4) 0.204(4) 0.202(4) -0.0533(13) -0.0044(10) -0.0713(16) O4W 0.260(5) 0.258(5) 0.258(5) -0.0653(15) -0.0049(10) -0.0932(19) O1W' 0.108(9) 0.066(7) 0.122(11) -0.036(7) -0.031(8) -0.030(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O8 1.933(3) . ? Zn1 O2 1.950(3) . ? Zn1 N1 2.000(4) . ? Zn1 N9 2.057(4) . ? Zn2 O10 1.926(3) . ? Zn2 O14 1.964(3) 1_655 ? Zn2 N4 2.009(4) 1_554 ? Zn2 N5 2.011(4) . ? Zn3 O4 1.965(4) 2_767 ? Zn3 O6 1.967(3) . ? Zn3 N11 2.010(4) . ? Zn3 N8 2.032(4) 2_777 ? O12 C21 1.382(5) . ? O12 C25 1.435(5) . ? C16 O7 1.224(6) . ? C16 O6 1.271(6) . ? C16 C14 1.521(6) . ? O11 C24 1.228(5) . ? N7 C52 1.333(6) . ? N7 C54 1.372(6) . ? N7 C51 1.437(5) . ? O5 C5 1.369(5) . ? O5 C9 1.441(5) . ? N2 C35 1.337(6) . ? N2 C33 1.378(6) . ? N2 C36 1.432(6) . ? C22 C21 1.364(6) . ? C22 C17 1.399(6) . ? C22 H22 0.9300 . ? O1 C7 1.233(6) . ? N6 C47 1.337(6) . ? N6 C45 1.375(6) . ? N6 C48 1.447(6) . ? O2 C7 1.277(6) . ? C1 C2 1.386(7) . ? C1 C6 1.390(6) . ? C1 C7 1.518(6) . ? C18 C19 1.379(6) . ? C18 C17 1.397(6) . ? C18 H18 0.9300 . ? N8 C52 1.322(5) . ? N8 C53 1.366(6) . ? N8 Zn3 2.032(4) 2_777 ? C21 C20 1.381(6) . ? C19 C20 1.392(6) . ? C19 C24 1.503(6) . ? C10 C11 1.381(6) . ? C10 C15 1.388(6) . ? C10 C9 1.500(6) . ? C6 C5 1.390(6) . ? C6 H6 0.9300 . ? O10 C24 1.287(5) . ? C26 C27 1.369(7) . ? C26 C31 1.376(6) . ? C26 C25 1.497(6) . ? N10 C59 1.331(6) . ? N10 C57 1.368(6) . ? N10 C60 1.447(6) . ? O9 C23 1.231(5) . ? N5 C47 1.314(6) . ? N5 C46 1.377(6) . ? N9 C59 1.308(5) . ? N9 C58 1.369(6) . ? C23 O8 1.285(6) . ? C23 C17 1.491(6) . ? C2 C3 1.397(6) . ? C2 H2 0.9300 . ? C48 C56 1.371(6) . ? C48 C49 1.379(6) . ? C51 C55 1.362(6) . ? C51 C50 1.379(6) . ? C30 C29 1.369(7) . ? C30 C31 1.399(6) . ? C30 C32 1.513(7) . ? C60 C62 1.363(7) . ? C60 C61 1.380(7) . ? N1 C35 1.309(6) . ? N1 C34 1.389(6) . ? C14 C13 1.362(6) . ? C14 C15 1.387(6) . ? C13 C12 1.381(7) . ? C13 H13 0.9300 . ? C39 C38 1.345(7) . ? C39 C43 1.372(8) . ? C39 N3 1.430(6) . ? C5 C4 1.393(6) . ? C20 H20 0.9300 . ? C36 C37 1.350(7) . ? C36 C44 1.365(7) . ? C31 H31 0.9300 . ? C3 C4 1.377(6) . ? C3 C8 1.499(7) . ? C4 H4 0.9300 . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C50 C49 1.381(6) . ? C50 H50 0.9300 . ? C34 C33 1.327(7) . ? C34 H34 0.9300 . ? C35 H35 0.9300 . ? C55 C56 1.396(6) . ? C55 H55 0.9300 . ? C59 H59 0.9300 . ? C52 H52 0.9300 . ? C54 C53 1.356(7) . ? C54 H54 0.9300 . ? C53 H53 0.9300 . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C44 C43 1.391(8) . ? C44 H44 0.9300 . ? C15 H15 0.9300 . ? C45 C46 1.349(7) . ? C45 H45 0.9300 . ? C33 H33 0.9300 . ? C27 C28 1.407(7) . ? C27 H27 0.9300 . ? C11 C12 1.389(7) . ? C11 H11 0.9300 . ? C56 H56 0.9300 . ? C29 C28 1.371(7) . ? C29 H29 0.9300 . ? C58 C57 1.339(7) . ? C58 H58 0.9300 . ? C49 H49 0.9300 . ? C28 H28 0.9300 . ? C12 H12 0.9300 . ? C46 H46 0.9300 . ? C47 H47 0.9300 . ? C37 C38 1.378(7) . ? C37 H37 0.9300 . ? C57 H57 0.9300 . ? C38 H38 0.9300 . ? C43 H43 0.9300 . ? C8 O3 1.235(6) . ? C8 O4 1.243(6) . ? C32 O13 1.216(6) . ? C32 O14 1.258(6) . ? O14 Zn2 1.964(3) 1_455 ? O4 Zn3 1.965(4) 2_767 ? N3 C40 1.331(6) . ? N3 C42 1.377(6) . ? C40 N4 1.305(6) . ? C40 H40 0.9300 . ? C42 C41 1.338(8) . ? C42 H42 0.9300 . ? N4 C41 1.356(6) . ? N4 Zn2 2.009(4) 1_556 ? C41 H41 0.9300 . ? N11 C65 1.308(6) . ? N11 C64 1.380(6) . ? N12 C65 1.336(6) . ? N12 C63 1.366(6) . ? N12 C66 1.426(6) . ? C66 C68 1.356(7) . ? C66 C67 1.377(7) . ? C65 H65 0.9300 . ? C63 C64 1.341(7) . ? C63 H63 0.9300 . ? C64 H64 0.9300 . ? C68 C67 1.390(7) 2_777 ? C68 H68 0.9300 . ? C67 C68 1.390(7) 2_777 ? C67 H67 0.9300 . ? C62 C61 1.377(6) 2_567 ? C62 H62 0.9300 . ? C61 C62 1.377(6) 2_567 ? C61 H61 0.9300 . ? O1W O1W' 0.858(14) . ? 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 O2 119.23(16) . . ? O8 Zn1 N1 112.40(15) . . ? O2 Zn1 N1 108.09(15) . . ? O8 Zn1 N9 94.26(15) . . ? O2 Zn1 N9 104.52(15) . . ? N1 Zn1 N9 118.07(16) . . ? O10 Zn2 O14 111.69(16) . 1_655 ? O10 Zn2 N4 113.89(16) . 1_554 ? O14 Zn2 N4 117.93(18) 1_655 1_554 ? O10 Zn2 N5 108.32(15) . . ? O14 Zn2 N5 100.13(15) 1_655 . ? N4 Zn2 N5 103.04(16) 1_554 . ? O4 Zn3 O6 98.24(16) 2_767 . ? O4 Zn3 N11 103.62(17) 2_767 . ? O6 Zn3 N11 128.73(16) . . ? O4 Zn3 N8 122.83(16) 2_767 2_777 ? O6 Zn3 N8 102.01(15) . 2_777 ? N11 Zn3 N8 103.79(16) . 2_777 ? C21 O12 C25 117.9(4) . . ? O7 C16 O6 124.7(5) . . ? O7 C16 C14 119.0(5) . . ? O6 C16 C14 116.2(4) . . ? C52 N7 C54 106.4(4) . . ? C52 N7 C51 126.5(4) . . ? C54 N7 C51 127.0(4) . . ? C5 O5 C9 118.9(3) . . ? C35 N2 C33 106.4(4) . . ? C35 N2 C36 125.2(4) . . ? C33 N2 C36 128.4(4) . . ? C16 O6 Zn3 106.2(3) . . ? C21 C22 C17 119.6(4) . . ? C21 C22 H22 120.2 . . ? C17 C22 H22 120.2 . . ? C47 N6 C45 107.0(4) . . ? C47 N6 C48 126.5(4) . . ? C45 N6 C48 126.4(4) . . ? C7 O2 Zn1 120.8(3) . . ? C2 C1 C6 121.3(4) . . ? C2 C1 C7 118.5(4) . . ? C6 C1 C7 120.3(5) . . ? C19 C18 C17 119.8(4) . . ? C19 C18 H18 120.1 . . ? C17 C18 H18 120.1 . . ? C52 N8 C53 105.4(4) . . ? C52 N8 Zn3 126.2(3) . 2_777 ? C53 N8 Zn3 127.6(3) . 2_777 ? C22 C21 C20 121.0(4) . . ? C22 C21 O12 124.7(4) . . ? C20 C21 O12 114.3(4) . . ? C18 C19 C20 120.0(4) . . ? C18 C19 C24 121.3(4) . . ? C20 C19 C24 118.8(4) . . ? C11 C10 C15 118.5(4) . . ? C11 C10 C9 120.8(4) . . ? C15 C10 C9 120.6(4) . . ? C5 C6 C1 119.0(5) . . ? C5 C6 H6 120.5 . . ? C1 C6 H6 120.5 . . ? C24 O10 Zn2 127.3(3) . . ? C27 C26 C31 118.1(5) . . ? C27 C26 C25 121.4(4) . . ? C31 C26 C25 120.4(4) . . ? C59 N10 C57 105.9(4) . . ? C59 N10 C60 126.7(4) . . ? C57 N10 C60 127.0(4) . . ? C47 N5 C46 105.6(4) . . ? C47 N5 Zn2 123.2(3) . . ? C46 N5 Zn2 131.1(3) . . ? C59 N9 C58 105.1(4) . . ? C59 N9 Zn1 124.6(3) . . ? C58 N9 Zn1 125.2(3) . . ? O9 C23 O8 122.9(4) . . ? O9 C23 C17 120.4(5) . . ? O8 C23 C17 116.7(4) . . ? C1 C2 C3 119.4(4) . . ? C1 C2 H2 120.3 . . ? C3 C2 H2 120.3 . . ? C56 C48 C49 121.2(5) . . ? C56 C48 N6 119.6(4) . . ? C49 C48 N6 119.2(4) . . ? C55 C51 C50 121.4(4) . . ? C55 C51 N7 120.2(4) . . ? C50 C51 N7 118.4(4) . . ? C29 C30 C31 120.1(5) . . ? C29 C30 C32 120.0(5) . . ? C31 C30 C32 119.8(5) . . ? C62 C60 C61 121.2(5) . . ? C62 C60 N10 119.7(5) . . ? C61 C60 N10 119.0(5) . . ? C35 N1 C34 104.9(4) . . ? C35 N1 Zn1 124.1(3) . . ? C34 N1 Zn1 130.6(3) . . ? C13 C14 C15 120.0(4) . . ? C13 C14 C16 120.4(4) . . ? C15 C14 C16 119.3(4) . . ? C14 C13 C12 120.0(5) . . ? C14 C13 H13 120.0 . . ? C12 C13 H13 120.0 . . ? O1 C7 O2 124.8(5) . . ? O1 C7 C1 120.4(4) . . ? O2 C7 C1 114.8(5) . . ? C38 C39 C43 119.0(5) . . ? C38 C39 N3 119.5(5) . . ? C43 C39 N3 121.4(5) . . ? O5 C5 C6 125.2(4) . . ? O5 C5 C4 115.1(4) . . ? C6 C5 C4 119.7(4) . . ? C21 C20 C19 119.8(4) . . ? C21 C20 H20 120.1 . . ? C19 C20 H20 120.1 . . ? C37 C36 C44 120.1(5) . . ? C37 C36 N2 120.0(5) . . ? C44 C36 N2 119.7(5) . . ? C18 C17 C22 119.8(4) . . ? C18 C17 C23 119.3(4) . . ? C22 C17 C23 120.9(4) . . ? C26 C31 C30 120.9(5) . . ? C26 C31 H31 119.6 . . ? C30 C31 H31 119.6 . . ? C4 C3 C2 119.5(5) . . ? C4 C3 C8 121.1(4) . . ? C2 C3 C8 119.5(4) . . ? C23 O8 Zn1 112.3(3) . . ? C3 C4 C5 121.1(4) . . ? C3 C4 H4 119.4 . . ? C5 C4 H4 119.4 . . ? O12 C25 C26 105.1(4) . . ? O12 C25 H25A 110.7 . . ? C26 C25 H25A 110.7 . . ? O12 C25 H25B 110.7 . . ? C26 C25 H25B 110.7 . . ? H25A C25 H25B 108.8 . . ? C51 C50 C49 119.3(5) . . ? C51 C50 H50 120.3 . . ? C49 C50 H50 120.3 . . ? C33 C34 N1 109.7(5) . . ? C33 C34 H34 125.2 . . ? N1 C34 H34 125.2 . . ? N1 C35 N2 112.1(4) . . ? N1 C35 H35 123.9 . . ? N2 C35 H35 123.9 . . ? O11 C24 O10 125.6(4) . . ? O11 C24 C19 120.0(4) . . ? O10 C24 C19 114.4(4) . . ? C51 C55 C56 119.6(5) . . ? C51 C55 H55 120.2 . . ? C56 C55 H55 120.2 . . ? N9 C59 N10 112.5(4) . . ? N9 C59 H59 123.7 . . ? N10 C59 H59 123.7 . . ? N8 C52 N7 112.1(4) . . ? N8 C52 H52 123.9 . . ? N7 C52 H52 123.9 . . ? C53 C54 N7 106.7(4) . . ? C53 C54 H54 126.7 . . ? N7 C54 H54 126.7 . . ? C54 C53 N8 109.4(4) . . ? C54 C53 H53 125.3 . . ? N8 C53 H53 125.3 . . ? O5 C9 C10 106.3(4) . . ? O5 C9 H9A 110.5 . . ? C10 C9 H9A 110.5 . . ? O5 C9 H9B 110.5 . . ? C10 C9 H9B 110.5 . . ? H9A C9 H9B 108.7 . . ? C36 C44 C43 119.0(6) . . ? C36 C44 H44 120.5 . . ? C43 C44 H44 120.5 . . ? C14 C15 C10 120.9(4) . . ? C14 C15 H15 119.5 . . ? C10 C15 H15 119.5 . . ? C46 C45 N6 106.2(4) . . ? C46 C45 H45 126.9 . . ? N6 C45 H45 126.9 . . ? C34 C33 N2 106.9(4) . . ? C34 C33 H33 126.5 . . ? N2 C33 H33 126.5 . . ? C26 C27 C28 121.7(5) . . ? C26 C27 H27 119.1 . . ? C28 C27 H27 119.1 . . ? C10 C11 C12 120.5(5) . . ? C10 C11 H11 119.8 . . ? C12 C11 H11 119.8 . . ? C48 C56 C55 119.0(5) . . ? C48 C56 H56 120.5 . . ? C55 C56 H56 120.5 . . ? C30 C29 C28 120.0(5) . . ? C30 C29 H29 120.0 . . ? C28 C29 H29 120.0 . . ? C57 C58 N9 109.4(4) . . ? C57 C58 H58 125.3 . . ? N9 C58 H58 125.3 . . ? C48 C49 C50 119.4(5) . . ? C48 C49 H49 120.3 . . ? C50 C49 H49 120.3 . . ? C29 C28 C27 119.0(5) . . ? C29 C28 H28 120.5 . . ? C27 C28 H28 120.5 . . ? C13 C12 C11 120.0(5) . . ? C13 C12 H12 120.0 . . ? C11 C12 H12 120.0 . . ? C45 C46 N5 109.5(4) . . ? C45 C46 H46 125.3 . . ? N5 C46 H46 125.3 . . ? N5 C47 N6 111.6(4) . . ? N5 C47 H47 124.2 . . ? N6 C47 H47 124.2 . . ? C36 C37 C38 120.5(5) . . ? C36 C37 H37 119.8 . . ? C38 C37 H37 119.8 . . ? C58 C57 N10 107.1(5) . . ? C58 C57 H57 126.5 . . ? N10 C57 H57 126.5 . . ? C39 C38 C37 120.7(5) . . ? C39 C38 H38 119.6 . . ? C37 C38 H38 119.6 . . ? C39 C43 C44 120.6(6) . . ? C39 C43 H43 119.7 . . ? C44 C43 H43 119.7 . . ? O3 C8 O4 123.8(5) . . ? O3 C8 C3 119.6(5) . . ? O4 C8 C3 116.6(5) . . ? O13 C32 O14 123.0(5) . . ? O13 C32 C30 119.2(5) . . ? O14 C32 C30 117.7(5) . . ? C32 O14 Zn2 106.8(3) . 1_455 ? C8 O4 Zn3 116.2(3) . 2_767 ? C40 N3 C42 106.4(4) . . ? C40 N3 C39 125.4(4) . . ? C42 N3 C39 128.0(4) . . ? N4 C40 N3 111.7(4) . . ? N4 C40 H40 124.2 . . ? N3 C40 H40 124.2 . . ? C41 C42 N3 106.1(5) . . ? C41 C42 H42 126.9 . . ? N3 C42 H42 126.9 . . ? C40 N4 C41 105.9(5) . . ? C40 N4 Zn2 123.2(4) . 1_556 ? C41 N4 Zn2 130.8(4) . 1_556 ? C42 C41 N4 109.8(5) . . ? C42 C41 H41 125.1 . . ? N4 C41 H41 125.1 . . ? C65 N11 C64 104.9(4) . . ? C65 N11 Zn3 121.8(3) . . ? C64 N11 Zn3 132.0(3) . . ? C65 N12 C63 106.5(4) . . ? C65 N12 C66 126.3(4) . . ? C63 N12 C66 127.1(4) . . ? C68 C66 C67 119.7(5) . . ? C68 C66 N12 120.4(5) . . ? C67 C66 N12 119.9(4) . . ? N11 C65 N12 112.3(4) . . ? N11 C65 H65 123.9 . . ? N12 C65 H65 123.9 . . ? C64 C63 N12 106.7(5) . . ? C64 C63 H63 126.6 . . ? N12 C63 H63 126.6 . . ? C63 C64 N11 109.5(5) . . ? C63 C64 H64 125.2 . . ? N11 C64 H64 125.2 . . ? C66 C68 C67 120.7(5) . 2_777 ? C66 C68 H68 119.7 . . ? C67 C68 H68 119.7 2_777 . ? C66 C67 C68 119.7(5) . 2_777 ? C66 C67 H67 120.2 . . ? C68 C67 H67 120.2 2_777 . ? C60 C62 C61 119.3(5) . 2_567 ? C60 C62 H62 120.4 . . ? C61 C62 H62 120.4 2_567 . ? C62 C61 C60 119.5(5) 2_567 . ? C62 C61 H61 120.3 2_567 . ? C60 C61 H61 120.3 . . ? 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 O7 C16 O6 Zn3 -18.5(7) . . . . ? C14 C16 O6 Zn3 160.2(3) . . . . ? O4 Zn3 O6 C16 -68.1(4) 2_767 . . . ? N11 Zn3 O6 C16 46.8(4) . . . . ? N8 Zn3 O6 C16 165.7(3) 2_777 . . . ? O8 Zn1 O2 C7 -168.0(3) . . . . ? N1 Zn1 O2 C7 62.1(4) . . . . ? N9 Zn1 O2 C7 -64.5(4) . . . . ? C17 C22 C21 C20 -0.8(7) . . . . ? C17 C22 C21 O12 179.7(4) . . . . ? C25 O12 C21 C22 1.9(7) . . . . ? C25 O12 C21 C20 -177.6(4) . . . . ? C17 C18 C19 C20 0.7(6) . . . . ? C17 C18 C19 C24 -179.5(4) . . . . ? C2 C1 C6 C5 1.1(6) . . . . ? C7 C1 C6 C5 -177.6(4) . . . . ? O14 Zn2 O10 C24 -86.7(4) 1_655 . . . ? N4 Zn2 O10 C24 50.0(4) 1_554 . . . ? N5 Zn2 O10 C24 164.0(4) . . . . ? O10 Zn2 N5 C47 127.6(4) . . . . ? O14 Zn2 N5 C47 10.5(4) 1_655 . . . ? N4 Zn2 N5 C47 -111.4(4) 1_554 . . . ? O10 Zn2 N5 C46 -57.4(5) . . . . ? O14 Zn2 N5 C46 -174.5(5) 1_655 . . . ? N4 Zn2 N5 C46 63.5(5) 1_554 . . . ? O8 Zn1 N9 C59 125.0(4) . . . . ? O2 Zn1 N9 C59 3.3(5) . . . . ? N1 Zn1 N9 C59 -116.8(4) . . . . ? O8 Zn1 N9 C58 -26.2(5) . . . . ? O2 Zn1 N9 C58 -147.8(4) . . . . ? N1 Zn1 N9 C58 92.1(5) . . . . ? C6 C1 C2 C3 -0.6(7) . . . . ? C7 C1 C2 C3 178.2(4) . . . . ? C47 N6 C48 C56 139.6(6) . . . . ? C45 N6 C48 C56 -43.0(8) . . . . ? C47 N6 C48 C49 -39.0(8) . . . . ? C45 N6 C48 C49 138.4(6) . . . . ? C52 N7 C51 C55 142.4(5) . . . . ? C54 N7 C51 C55 -41.7(8) . . . . ? C52 N7 C51 C50 -38.6(7) . . . . ? C54 N7 C51 C50 137.3(5) . . . . ? C59 N10 C60 C62 -119.0(6) . . . . ? C57 N10 C60 C62 52.7(8) . . . . ? C59 N10 C60 C61 59.0(7) . . . . ? C57 N10 C60 C61 -129.3(6) . . . . ? O8 Zn1 N1 C35 -178.7(4) . . . . ? O2 Zn1 N1 C35 -45.1(4) . . . . ? N9 Zn1 N1 C35 73.2(4) . . . . ? O8 Zn1 N1 C34 -6.5(5) . . . . ? O2 Zn1 N1 C34 127.1(4) . . . . ? N9 Zn1 N1 C34 -114.6(4) . . . . ? O7 C16 C14 C13 165.4(5) . . . . ? O6 C16 C14 C13 -13.3(7) . . . . ? O7 C16 C14 C15 -8.3(7) . . . . ? O6 C16 C14 C15 173.0(5) . . . . ? C15 C14 C13 C12 -1.5(8) . . . . ? C16 C14 C13 C12 -175.1(5) . . . . ? Zn1 O2 C7 O1 3.9(6) . . . . ? Zn1 O2 C7 C1 -174.9(3) . . . . ? C2 C1 C7 O1 172.0(4) . . . . ? C6 C1 C7 O1 -9.2(7) . . . . ? C2 C1 C7 O2 -9.2(6) . . . . ? C6 C1 C7 O2 169.6(4) . . . . ? C9 O5 C5 C6 -2.4(7) . . . . ? C9 O5 C5 C4 177.9(4) . . . . ? C1 C6 C5 O5 179.9(4) . . . . ? C1 C6 C5 C4 -0.5(6) . . . . ? C22 C21 C20 C19 0.0(7) . . . . ? O12 C21 C20 C19 179.5(4) . . . . ? C18 C19 C20 C21 0.1(7) . . . . ? C24 C19 C20 C21 -179.7(4) . . . . ? C35 N2 C36 C37 12.4(8) . . . . ? C33 N2 C36 C37 -169.1(6) . . . . ? C35 N2 C36 C44 -162.3(6) . . . . ? C33 N2 C36 C44 16.2(9) . . . . ? C19 C18 C17 C22 -1.6(7) . . . . ? C19 C18 C17 C23 -179.9(4) . . . . ? C21 C22 C17 C18 1.6(7) . . . . ? C21 C22 C17 C23 179.9(4) . . . . ? O9 C23 C17 C18 -14.3(7) . . . . ? O8 C23 C17 C18 164.7(4) . . . . ? O9 C23 C17 C22 167.4(5) . . . . ? O8 C23 C17 C22 -13.6(7) . . . . ? C27 C26 C31 C30 -2.2(8) . . . . ? C25 C26 C31 C30 174.5(5) . . . . ? C29 C30 C31 C26 2.6(8) . . . . ? C32 C30 C31 C26 -175.5(5) . . . . ? C1 C2 C3 C4 -0.6(7) . . . . ? C1 C2 C3 C8 179.2(4) . . . . ? O9 C23 O8 Zn1 4.1(6) . . . . ? C17 C23 O8 Zn1 -174.9(3) . . . . ? O2 Zn1 O8 C23 -70.7(4) . . . . ? N1 Zn1 O8 C23 57.3(4) . . . . ? N9 Zn1 O8 C23 -179.9(3) . . . . ? C2 C3 C4 C5 1.2(7) . . . . ? C8 C3 C4 C5 -178.6(4) . . . . ? O5 C5 C4 C3 179.0(4) . . . . ? C6 C5 C4 C3 -0.7(7) . . . . ? C21 O12 C25 C26 179.5(4) . . . . ? C27 C26 C25 O12 101.1(6) . . . . ? C31 C26 C25 O12 -75.5(6) . . . . ? C55 C51 C50 C49 -1.7(8) . . . . ? N7 C51 C50 C49 179.3(5) . . . . ? C35 N1 C34 C33 -0.4(6) . . . . ? Zn1 N1 C34 C33 -173.7(4) . . . . ? C34 N1 C35 N2 -0.1(6) . . . . ? Zn1 N1 C35 N2 173.7(3) . . . . ? C33 N2 C35 N1 0.5(6) . . . . ? C36 N2 C35 N1 179.3(5) . . . . ? Zn2 O10 C24 O11 -37.1(7) . . . . ? Zn2 O10 C24 C19 142.6(3) . . . . ? C18 C19 C24 O11 153.2(4) . . . . ? C20 C19 C24 O11 -27.0(6) . . . . ? C18 C19 C24 O10 -26.5(6) . . . . ? C20 C19 C24 O10 153.3(4) . . . . ? C50 C51 C55 C56 -0.4(8) . . . . ? N7 C51 C55 C56 178.5(5) . . . . ? C58 N9 C59 N10 -0.4(6) . . . . ? Zn1 N9 C59 N10 -156.3(3) . . . . ? C57 N10 C59 N9 0.1(6) . . . . ? C60 N10 C59 N9 173.3(5) . . . . ? C53 N8 C52 N7 0.8(5) . . . . ? Zn3 N8 C52 N7 -169.7(3) 2_777 . . . ? C54 N7 C52 N8 -0.6(6) . . . . ? C51 N7 C52 N8 176.0(4) . . . . ? C52 N7 C54 C53 0.1(6) . . . . ? C51 N7 C54 C53 -176.5(4) . . . . ? N7 C54 C53 N8 0.4(6) . . . . ? C52 N8 C53 C54 -0.8(6) . . . . ? Zn3 N8 C53 C54 169.6(4) 2_777 . . . ? C5 O5 C9 C10 -176.3(4) . . . . ? C11 C10 C9 O5 -72.5(6) . . . . ? C15 C10 C9 O5 105.0(5) . . . . ? C37 C36 C44 C43 3.2(11) . . . . ? N2 C36 C44 C43 177.9(6) . . . . ? C13 C14 C15 C10 1.1(7) . . . . ? C16 C14 C15 C10 174.8(4) . . . . ? C11 C10 C15 C14 0.1(7) . . . . ? C9 C10 C15 C14 -177.4(5) . . . . ? C47 N6 C45 C46 -1.9(6) . . . . ? C48 N6 C45 C46 -179.7(5) . . . . ? N1 C34 C33 N2 0.7(6) . . . . ? C35 N2 C33 C34 -0.7(6) . . . . ? C36 N2 C33 C34 -179.4(5) . . . . ? C31 C26 C27 C28 1.4(9) . . . . ? C25 C26 C27 C28 -175.3(5) . . . . ? C15 C10 C11 C12 -0.9(8) . . . . ? C9 C10 C11 C12 176.6(5) . . . . ? C49 C48 C56 C55 -0.4(8) . . . . ? N6 C48 C56 C55 -179.0(5) . . . . ? C51 C55 C56 C48 1.5(8) . . . . ? C31 C30 C29 C28 -2.1(9) . . . . ? C32 C30 C29 C28 176.0(5) . . . . ? C59 N9 C58 C57 0.5(7) . . . . ? Zn1 N9 C58 C57 156.2(4) . . . . ? C56 C48 C49 C50 -1.7(8) . . . . ? N6 C48 C49 C50 176.9(5) . . . . ? C51 C50 C49 C48 2.8(8) . . . . ? C30 C29 C28 C27 1.3(9) . . . . ? C26 C27 C28 C29 -0.9(10) . . . . ? C14 C13 C12 C11 0.7(9) . . . . ? C10 C11 C12 C13 0.6(9) . . . . ? N6 C45 C46 N5 1.9(7) . . . . ? C47 N5 C46 C45 -1.3(7) . . . . ? Zn2 N5 C46 C45 -176.9(4) . . . . ? C46 N5 C47 N6 0.1(6) . . . . ? Zn2 N5 C47 N6 176.2(3) . . . . ? C45 N6 C47 N5 1.1(6) . . . . ? C48 N6 C47 N5 178.9(5) . . . . ? C44 C36 C37 C38 -1.4(10) . . . . ? N2 C36 C37 C38 -176.0(6) . . . . ? N9 C58 C57 N10 -0.5(7) . . . . ? C59 N10 C57 C58 0.2(7) . . . . ? C60 N10 C57 C58 -172.9(5) . . . . ? C43 C39 C38 C37 3.7(10) . . . . ? N3 C39 C38 C37 179.4(6) . . . . ? C36 C37 C38 C39 -2.1(11) . . . . ? C38 C39 C43 C44 -1.8(11) . . . . ? N3 C39 C43 C44 -177.4(6) . . . . ? C36 C44 C43 C39 -1.6(12) . . . . ? C4 C3 C8 O3 146.7(5) . . . . ? C2 C3 C8 O3 -33.1(7) . . . . ? C4 C3 C8 O4 -33.5(7) . . . . ? C2 C3 C8 O4 146.7(5) . . . . ? C29 C30 C32 O13 -4.2(9) . . . . ? C31 C30 C32 O13 173.9(6) . . . . ? C29 C30 C32 O14 177.0(5) . . . . ? C31 C30 C32 O14 -4.9(8) . . . . ? O13 C32 O14 Zn2 0.4(8) . . . 1_455 ? C30 C32 O14 Zn2 179.3(4) . . . 1_455 ? O3 C8 O4 Zn3 3.9(7) . . . 2_767 ? C3 C8 O4 Zn3 -175.8(3) . . . 2_767 ? C38 C39 N3 C40 -36.7(9) . . . . ? C43 C39 N3 C40 138.8(6) . . . . ? C38 C39 N3 C42 147.7(7) . . . . ? C43 C39 N3 C42 -36.7(10) . . . . ? C42 N3 C40 N4 -2.0(7) . . . . ? C39 N3 C40 N4 -178.3(5) . . . . ? C40 N3 C42 C41 0.7(8) . . . . ? C39 N3 C42 C41 176.9(6) . . . . ? N3 C40 N4 C41 2.4(7) . . . . ? N3 C40 N4 Zn2 180.0(4) . . . 1_556 ? N3 C42 C41 N4 0.8(9) . . . . ? C40 N4 C41 C42 -1.9(9) . . . . ? Zn2 N4 C41 C42 -179.2(5) 1_556 . . . ? O4 Zn3 N11 C65 43.4(4) 2_767 . . . ? O6 Zn3 N11 C65 -69.1(5) . . . . ? N8 Zn3 N11 C65 172.7(4) 2_777 . . . ? O4 Zn3 N11 C64 -121.4(5) 2_767 . . . ? O6 Zn3 N11 C64 126.0(5) . . . . ? N8 Zn3 N11 C64 7.9(5) 2_777 . . . ? C65 N12 C66 C68 160.5(5) . . . . ? C63 N12 C66 C68 -18.0(8) . . . . ? C65 N12 C66 C67 -18.3(8) . . . . ? C63 N12 C66 C67 163.2(6) . . . . ? C64 N11 C65 N12 -0.2(6) . . . . ? Zn3 N11 C65 N12 -168.6(3) . . . . ? C63 N12 C65 N11 0.1(6) . . . . ? C66 N12 C65 N11 -178.7(5) . . . . ? C65 N12 C63 C64 0.1(6) . . . . ? C66 N12 C63 C64 178.8(5) . . . . ? N12 C63 C64 N11 -0.2(7) . . . . ? C65 N11 C64 C63 0.2(6) . . . . ? Zn3 N11 C64 C63 166.9(4) . . . . ? C67 C66 C68 C67 0.5(10) . . . 2_777 ? N12 C66 C68 C67 -178.4(5) . . . 2_777 ? C68 C66 C67 C68 -0.5(10) . . . 2_777 ? N12 C66 C67 C68 178.4(5) . . . 2_777 ? C61 C60 C62 C61 -0.6(9) . . . 2_567 ? N10 C60 C62 C61 177.3(4) . . . 2_567 ? C62 C60 C61 C62 0.6(9) . . . 2_567 ? N10 C60 C61 C62 -177.3(4) . . . 2_567 ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 1.176 _refine_diff_density_min -0.592 _refine_diff_density_rms 0.074 _database_code_depnum_ccdc_archive 'CCDC 927364' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_mm _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H17 N2 O8 Zn' _chemical_formula_weight 502.75 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.7030(10) _cell_length_b 10.5200(12) _cell_length_c 11.8400(13) _cell_angle_alpha 81.291(2) _cell_angle_beta 76.006(2) _cell_angle_gamma 88.202(2) _cell_volume 1039.7(2) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 'total reflection' _cell_measurement_theta_min 1.33 _cell_measurement_theta_max 26.04 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.606 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 514 _exptl_absorpt_coefficient_mu 1.236 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.709 _exptl_absorpt_correction_T_max 0.751 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX II CCD area-detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% ? _diffrn_reflns_number 5329 _diffrn_reflns_av_R_equivalents 0.0296 _diffrn_reflns_av_sigmaI/netI 0.0787 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 24.99 _reflns_number_total 3630 _reflns_number_gt 2470 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SMART' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1044P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3630 _refine_ls_number_parameters 308 _refine_ls_number_restraints 201 _refine_ls_R_factor_all 0.0942 _refine_ls_R_factor_gt 0.0543 _refine_ls_wR_factor_ref 0.1795 _refine_ls_wR_factor_gt 0.1408 _refine_ls_goodness_of_fit_ref 1.012 _refine_ls_restrained_S_all 1.004 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 1.31423(8) 0.39679(6) 0.55075(6) 0.0348(3) Uani 1 1 d U . . O1 O 0.6440(6) -0.7480(4) 0.8645(4) 0.0486(12) Uani 1 1 d U . . O5 O 0.8349(5) -0.3485(4) 0.9487(4) 0.0485(12) Uani 1 1 d U . . O3 O 0.4069(5) -0.6275(4) 1.3866(3) 0.0416(10) Uani 1 1 d U . . O4 O 0.5149(5) -0.4359(4) 1.3734(3) 0.0383(10) Uani 1 1 d U . . O6 O 1.1706(5) 0.2638(4) 0.6462(4) 0.0504(12) Uani 1 1 d U . . N2 N 1.0545(6) 0.7378(5) 0.5667(4) 0.0394(12) Uani 1 1 d U . . C20 C 1.0282(7) 0.8724(6) 0.5322(5) 0.0387(15) Uani 1 1 d U . . O7 O 1.3823(5) 0.1409(4) 0.6280(4) 0.0534(12) Uani 1 1 d U . . C6 C 0.7147(7) -0.5476(6) 0.9694(5) 0.0367(14) Uani 1 1 d U . . H6 H 0.7624 -0.5493 0.8903 0.044 Uiso 1 1 calc R . . C15 C 1.1058(7) -0.1668(6) 0.8437(5) 0.0416(16) Uani 1 1 d U . . H15 H 1.1457 -0.2497 0.8537 0.050 Uiso 1 1 calc R . . C3 C 0.5743(6) -0.5432(5) 1.2048(5) 0.0311(13) Uani 1 1 d U . . C8 C 0.4947(7) -0.5348(5) 1.3298(5) 0.0345(14) Uani 1 1 d U . . C5 C 0.7423(7) -0.4446(6) 1.0218(5) 0.0368(14) Uani 1 1 d U . . C14 C 1.1966(7) -0.0718(6) 0.7654(5) 0.0390(15) Uani 1 1 d U . . H14 H 1.2976 -0.0908 0.7237 0.047 Uiso 1 1 calc R . . C1 C 0.6163(7) -0.6494(5) 1.0335(5) 0.0327(13) Uani 1 1 d U . . C22 C 0.8475(7) 1.0472(6) 0.5253(5) 0.0414(15) Uani 1 1 d U . . H22 H 0.7451 1.0794 0.5431 0.050 Uiso 1 1 calc R . . C4 C 0.6726(7) -0.4427(5) 1.1395(5) 0.0360(14) Uani 1 1 d U . . H4 H 0.6915 -0.3739 1.1753 0.043 Uiso 1 1 calc R . . C13 C 1.1385(7) 0.0517(5) 0.7486(5) 0.0362(14) Uani 1 1 d U . . N1 N 1.1668(6) 0.5479(5) 0.5695(4) 0.0400(12) Uani 1 1 d U . . C11 C 0.8956(7) -0.0180(6) 0.8884(5) 0.0407(15) Uani 1 1 d U . . H11 H 0.7944 0.0005 0.9301 0.049 Uiso 1 1 calc R . . C16 C 1.2379(8) 0.1575(6) 0.6693(5) 0.0391(15) Uani 1 1 d U . . C10 C 0.9567(7) -0.1406(6) 0.9073(5) 0.0375(14) Uani 1 1 d U . . C2 C 0.5462(6) -0.6469(5) 1.1521(5) 0.0321(13) Uani 1 1 d U . . H2 H 0.4809 -0.7143 1.1959 0.039 Uiso 1 1 calc R . . C18 C 0.9601(8) 0.6566(7) 0.6555(6) 0.0562(19) Uani 1 1 d U . . H18 H 0.8654 0.6778 0.7048 0.067 Uiso 1 1 calc R . . C21 C 0.8749(8) 0.9179(6) 0.5569(5) 0.0431(16) Uani 1 1 d U . . H21 H 0.7910 0.8622 0.5942 0.052 Uiso 1 1 calc R . . C19 C 1.1786(8) 0.6684(6) 0.5167(6) 0.0482(17) Uani 1 1 d U . . H19 H 1.2610 0.7008 0.4538 0.058 Uiso 1 1 calc R . . C9 C 0.8630(8) -0.2395(6) 1.0009(5) 0.0420(15) Uani 1 1 d U . . H9A H 0.9209 -0.2660 1.0609 0.050 Uiso 1 1 calc R . . H9B H 0.7628 -0.2033 1.0379 0.050 Uiso 1 1 calc R . . C12 C 0.9848(7) 0.0765(6) 0.8080(5) 0.0401(15) Uani 1 1 d U . . H12 H 0.9416 0.1576 0.7934 0.048 Uiso 1 1 calc R . . C17 C 1.0291(8) 0.5404(6) 0.6584(6) 0.0506(18) Uani 1 1 d U . . H17 H 0.9908 0.4672 0.7112 0.061 Uiso 1 1 calc R . . O1W O 0.5697(6) -0.9390(5) 0.7762(4) 0.0565(13) Uani 1 1 d DU . . C7 C 0.5870(7) -0.7598(6) 0.9796(5) 0.0361(14) Uani 1 1 d U . . O2 O 0.5089(6) -0.8534(4) 1.0358(4) 0.0613(14) Uani 1 1 d U . . H1C H 0.632(9) -0.812(7) 0.824(6) 0.07(2) Uiso 1 1 d . . . H1B H 0.508(8) -0.925(8) 0.730(6) 0.100 Uiso 1 1 d D . . H1A H 0.523(9) -1.010(4) 0.808(7) 0.100 Uiso 1 1 d 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 0.0401(4) 0.0239(4) 0.0339(4) -0.0005(3) 0.0020(3) -0.0033(3) O1 0.064(3) 0.037(3) 0.039(3) -0.012(2) 0.002(2) -0.005(2) O5 0.066(3) 0.035(2) 0.038(2) -0.0033(19) 0.002(2) -0.023(2) O3 0.051(2) 0.031(2) 0.036(2) -0.0034(18) 0.0041(19) -0.0133(19) O4 0.045(2) 0.032(2) 0.037(2) -0.0080(18) -0.0074(19) -0.0007(18) O6 0.060(3) 0.028(2) 0.053(3) 0.006(2) -0.002(2) -0.007(2) N2 0.044(3) 0.027(3) 0.040(3) -0.002(2) 0.002(2) 0.007(2) C20 0.048(3) 0.030(3) 0.030(3) -0.001(2) 0.002(3) 0.014(3) O7 0.046(3) 0.048(3) 0.054(3) 0.012(2) 0.001(2) -0.010(2) C6 0.041(3) 0.035(3) 0.029(3) -0.001(2) 0.001(3) 0.000(3) C15 0.046(4) 0.030(3) 0.042(4) 0.013(3) -0.009(3) -0.004(3) C3 0.031(3) 0.029(3) 0.031(3) -0.002(2) -0.005(2) -0.001(2) C8 0.033(3) 0.028(3) 0.041(3) -0.003(3) -0.006(3) 0.003(2) C5 0.042(3) 0.030(3) 0.035(3) 0.003(2) -0.005(3) -0.011(3) C14 0.036(3) 0.033(3) 0.041(4) 0.002(3) -0.001(3) -0.004(3) C1 0.037(3) 0.028(3) 0.030(3) -0.003(2) -0.003(2) 0.000(2) C22 0.037(3) 0.038(3) 0.044(4) -0.003(3) -0.001(3) 0.003(3) C4 0.045(3) 0.028(3) 0.031(3) 0.000(2) -0.004(3) -0.006(3) C13 0.043(3) 0.026(3) 0.039(3) -0.001(2) -0.010(3) -0.005(3) N1 0.047(3) 0.028(3) 0.036(3) 0.006(2) 0.001(2) 0.001(2) C11 0.037(3) 0.041(3) 0.038(4) 0.001(3) 0.000(3) -0.005(3) C16 0.053(4) 0.028(3) 0.034(3) 0.000(3) -0.008(3) -0.011(3) C10 0.041(3) 0.034(3) 0.037(3) 0.002(3) -0.012(3) -0.009(3) C2 0.033(3) 0.027(3) 0.031(3) 0.002(2) 0.000(2) -0.003(2) C18 0.047(4) 0.043(4) 0.063(4) 0.000(3) 0.009(3) 0.010(3) C21 0.049(4) 0.032(3) 0.040(4) 0.004(3) -0.001(3) -0.004(3) C19 0.054(4) 0.030(3) 0.050(4) -0.002(3) 0.006(3) 0.004(3) C9 0.052(4) 0.033(3) 0.041(4) -0.004(3) -0.011(3) -0.010(3) C12 0.046(3) 0.025(3) 0.043(4) 0.008(3) -0.005(3) -0.003(3) C17 0.052(4) 0.036(3) 0.046(4) 0.011(3) 0.012(3) 0.004(3) O1W 0.064(3) 0.054(3) 0.055(3) -0.010(2) -0.018(2) -0.011(2) C7 0.035(3) 0.030(3) 0.038(4) -0.003(3) 0.001(3) -0.001(3) O2 0.082(3) 0.036(3) 0.056(3) -0.009(2) 0.006(3) -0.019(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 O6 1.935(4) . ? Zn1 O3 1.967(4) 1_664 ? Zn1 O4 1.996(4) 2_757 ? Zn1 N1 2.016(5) . ? O1 C7 1.321(7) . ? O1 H1C 0.91(8) . ? O5 C5 1.367(7) . ? O5 C9 1.436(7) . ? O3 C8 1.260(7) . ? O3 Zn1 1.967(4) 1_446 ? O4 C8 1.264(7) . ? O4 Zn1 1.996(4) 2_757 ? O6 C16 1.270(7) . ? N2 C19 1.351(8) . ? N2 C18 1.365(8) . ? N2 C20 1.440(7) . ? C20 C22 1.370(8) 2_776 ? C20 C21 1.381(8) . ? O7 C16 1.251(7) . ? C6 C5 1.382(8) . ? C6 C1 1.397(8) . ? C6 H6 0.9300 . ? C15 C10 1.376(8) . ? C15 C14 1.377(8) . ? C15 H15 0.9300 . ? C3 C2 1.391(8) . ? C3 C4 1.392(7) . ? C3 C8 1.489(8) . ? C5 C4 1.382(8) . ? C14 C13 1.384(8) . ? C14 H14 0.9300 . ? C1 C2 1.394(7) . ? C1 C7 1.465(8) . ? C22 C20 1.370(8) 2_776 ? C22 C21 1.384(8) . ? C22 H22 0.9300 . ? C4 H4 0.9300 . ? C13 C12 1.389(8) . ? C13 C16 1.490(8) . ? N1 C19 1.321(8) . ? N1 C17 1.386(8) . ? C11 C12 1.379(8) . ? C11 C10 1.387(8) . ? C11 H11 0.9300 . ? C10 C9 1.498(8) . ? C2 H2 0.9300 . ? C18 C17 1.345(9) . ? C18 H18 0.9300 . ? C21 H21 0.9300 . ? C19 H19 0.9300 . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C12 H12 0.9300 . ? C17 H17 0.9300 . ? O1W H1B 0.846(10) . ? O1W H1A 0.848(10) . ? C7 O2 1.225(7) . ? 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 O6 Zn1 O3 116.45(18) . 1_664 ? O6 Zn1 O4 112.63(18) . 2_757 ? O3 Zn1 O4 109.84(17) 1_664 2_757 ? O6 Zn1 N1 98.38(19) . . ? O3 Zn1 N1 114.61(18) 1_664 . ? O4 Zn1 N1 103.87(19) 2_757 . ? C7 O1 H1C 121(5) . . ? C5 O5 C9 116.3(5) . . ? C8 O3 Zn1 112.4(4) . 1_446 ? C8 O4 Zn1 129.4(4) . 2_757 ? C16 O6 Zn1 113.7(4) . . ? C19 N2 C18 107.2(5) . . ? C19 N2 C20 126.0(5) . . ? C18 N2 C20 126.9(5) . . ? C22 C20 C21 120.9(5) 2_776 . ? C22 C20 N2 120.5(5) 2_776 . ? C21 C20 N2 118.5(6) . . ? C5 C6 C1 120.9(6) . . ? C5 C6 H6 119.5 . . ? C1 C6 H6 119.5 . . ? C10 C15 C14 120.8(6) . . ? C10 C15 H15 119.6 . . ? C14 C15 H15 119.6 . . ? C2 C3 C4 120.2(5) . . ? C2 C3 C8 120.9(5) . . ? C4 C3 C8 118.9(5) . . ? O3 C8 O4 123.0(6) . . ? O3 C8 C3 117.4(5) . . ? O4 C8 C3 119.6(5) . . ? O5 C5 C6 115.4(5) . . ? O5 C5 C4 125.1(5) . . ? C6 C5 C4 119.5(5) . . ? C15 C14 C13 120.3(6) . . ? C15 C14 H14 119.8 . . ? C13 C14 H14 119.8 . . ? C2 C1 C6 119.3(5) . . ? C2 C1 C7 119.1(5) . . ? C6 C1 C7 121.6(5) . . ? C20 C22 C21 119.7(6) 2_776 . ? C20 C22 H22 120.1 2_776 . ? C21 C22 H22 120.1 . . ? C5 C4 C3 120.4(5) . . ? C5 C4 H4 119.8 . . ? C3 C4 H4 119.8 . . ? C14 C13 C12 118.8(5) . . ? C14 C13 C16 121.2(6) . . ? C12 C13 C16 120.0(5) . . ? C19 N1 C17 106.3(5) . . ? C19 N1 Zn1 132.2(4) . . ? C17 N1 Zn1 121.2(4) . . ? C12 C11 C10 120.1(6) . . ? C12 C11 H11 120.0 . . ? C10 C11 H11 120.0 . . ? O7 C16 O6 121.9(5) . . ? O7 C16 C13 120.6(6) . . ? O6 C16 C13 117.6(6) . . ? C15 C10 C11 119.2(5) . . ? C15 C10 C9 121.4(5) . . ? C11 C10 C9 119.3(6) . . ? C3 C2 C1 119.7(5) . . ? C3 C2 H2 120.2 . . ? C1 C2 H2 120.2 . . ? C17 C18 N2 107.4(6) . . ? C17 C18 H18 126.3 . . ? N2 C18 H18 126.3 . . ? C20 C21 C22 119.3(6) . . ? C20 C21 H21 120.3 . . ? C22 C21 H21 120.3 . . ? N1 C19 N2 110.6(6) . . ? N1 C19 H19 124.7 . . ? N2 C19 H19 124.7 . . ? O5 C9 C10 109.1(5) . . ? O5 C9 H9A 109.9 . . ? C10 C9 H9A 109.9 . . ? O5 C9 H9B 109.9 . . ? C10 C9 H9B 109.9 . . ? H9A C9 H9B 108.3 . . ? C11 C12 C13 120.6(6) . . ? C11 C12 H12 119.7 . . ? C13 C12 H12 119.7 . . ? C18 C17 N1 108.6(5) . . ? C18 C17 H17 125.7 . . ? N1 C17 H17 125.7 . . ? H1B O1W H1A 90.5(14) . . ? O2 C7 O1 122.3(6) . . ? O2 C7 C1 122.6(6) . . ? O1 C7 C1 114.9(5) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O3 Zn1 O6 C16 68.9(5) 1_664 . . . ? O4 Zn1 O6 C16 -59.3(5) 2_757 . . . ? N1 Zn1 O6 C16 -168.2(4) . . . . ? C19 N2 C20 C22 -24.1(10) . . . 2_776 ? C18 N2 C20 C22 155.8(7) . . . 2_776 ? C19 N2 C20 C21 154.9(7) . . . . ? C18 N2 C20 C21 -25.2(10) . . . . ? Zn1 O3 C8 O4 -2.5(7) 1_446 . . . ? Zn1 O3 C8 C3 178.8(4) 1_446 . . . ? Zn1 O4 C8 O3 94.7(6) 2_757 . . . ? Zn1 O4 C8 C3 -86.7(6) 2_757 . . . ? C2 C3 C8 O3 3.0(8) . . . . ? C4 C3 C8 O3 -179.8(5) . . . . ? C2 C3 C8 O4 -175.8(5) . . . . ? C4 C3 C8 O4 1.5(8) . . . . ? C9 O5 C5 C6 179.0(5) . . . . ? C9 O5 C5 C4 1.3(9) . . . . ? C1 C6 C5 O5 -177.2(5) . . . . ? C1 C6 C5 C4 0.6(9) . . . . ? C10 C15 C14 C13 -0.6(10) . . . . ? C5 C6 C1 C2 -0.5(9) . . . . ? C5 C6 C1 C7 -179.4(6) . . . . ? O5 C5 C4 C3 177.1(6) . . . . ? C6 C5 C4 C3 -0.5(9) . . . . ? C2 C3 C4 C5 0.4(9) . . . . ? C8 C3 C4 C5 -176.9(5) . . . . ? C15 C14 C13 C12 -2.9(9) . . . . ? C15 C14 C13 C16 176.7(6) . . . . ? O6 Zn1 N1 C19 -170.3(6) . . . . ? O3 Zn1 N1 C19 -46.0(7) 1_664 . . . ? O4 Zn1 N1 C19 73.8(7) 2_757 . . . ? O6 Zn1 N1 C17 16.6(6) . . . . ? O3 Zn1 N1 C17 140.8(5) 1_664 . . . ? O4 Zn1 N1 C17 -99.3(5) 2_757 . . . ? Zn1 O6 C16 O7 -3.5(8) . . . . ? Zn1 O6 C16 C13 176.2(4) . . . . ? C14 C13 C16 O7 -9.3(9) . . . . ? C12 C13 C16 O7 170.3(6) . . . . ? C14 C13 C16 O6 171.0(6) . . . . ? C12 C13 C16 O6 -9.4(9) . . . . ? C14 C15 C10 C11 2.5(10) . . . . ? C14 C15 C10 C9 -174.0(6) . . . . ? C12 C11 C10 C15 -0.9(9) . . . . ? C12 C11 C10 C9 175.7(6) . . . . ? C4 C3 C2 C1 -0.3(8) . . . . ? C8 C3 C2 C1 176.9(5) . . . . ? C6 C1 C2 C3 0.4(8) . . . . ? C7 C1 C2 C3 179.3(5) . . . . ? C19 N2 C18 C17 0.6(8) . . . . ? C20 N2 C18 C17 -179.3(6) . . . . ? C22 C20 C21 C22 -1.6(11) 2_776 . . . ? N2 C20 C21 C22 179.4(5) . . . . ? C20 C22 C21 C20 1.6(11) 2_776 . . . ? C17 N1 C19 N2 -0.6(8) . . . . ? Zn1 N1 C19 N2 -174.5(4) . . . . ? C18 N2 C19 N1 0.0(8) . . . . ? C20 N2 C19 N1 179.9(6) . . . . ? C5 O5 C9 C10 -176.2(5) . . . . ? C15 C10 C9 O5 -61.4(8) . . . . ? C11 C10 C9 O5 122.1(6) . . . . ? C10 C11 C12 C13 -2.6(10) . . . . ? C14 C13 C12 C11 4.5(10) . . . . ? C16 C13 C12 C11 -175.1(6) . . . . ? N2 C18 C17 N1 -1.0(9) . . . . ? C19 N1 C17 C18 0.9(9) . . . . ? Zn1 N1 C17 C18 175.7(5) . . . . ? C2 C1 C7 O2 -3.4(9) . . . . ? C6 C1 C7 O2 175.5(6) . . . . ? C2 C1 C7 O1 173.1(5) . . . . ? C6 C1 C7 O1 -7.9(8) . . . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.482 _refine_diff_density_min -0.501 _refine_diff_density_rms 0.121 _database_code_depnum_ccdc_archive 'CCDC 927365' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_mm _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H20 N4 O8 Zn2' _chemical_formula_weight 671.22 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.068(4) _cell_length_b 10.373(4) _cell_length_c 14.022(6) _cell_angle_alpha 78.260(6) _cell_angle_beta 83.303(6) _cell_angle_gamma 67.218(6) _cell_volume 1320.7(9) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.688 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 680 _exptl_absorpt_coefficient_mu 1.877 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6703 _diffrn_reflns_av_R_equivalents 0.0303 _diffrn_reflns_av_sigmaI/netI 0.0716 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.48 _diffrn_reflns_theta_max 25.03 _reflns_number_total 4601 _reflns_number_gt 3105 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1365P)^2^+0.3951P] 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 4601 _refine_ls_number_parameters 386 _refine_ls_number_restraints 247 _refine_ls_R_factor_all 0.1055 _refine_ls_R_factor_gt 0.0671 _refine_ls_wR_factor_ref 0.2118 _refine_ls_wR_factor_gt 0.1746 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.058 _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 0.97293(9) 1.01493(9) 0.81112(6) 0.0297(3) Uani 1 1 d U . . Zn2 Zn 0.14955(9) 1.07254(9) 0.60808(6) 0.0316(3) Uani 1 1 d U . . O4 O 0.0944(6) 1.1124(5) 0.8460(4) 0.0346(12) Uani 1 1 d U . . O5 O 0.3127(6) 1.3208(6) 1.0595(4) 0.0385(13) Uani 1 1 d U . . C4 C 0.2615(8) 1.2151(7) 0.9345(5) 0.0280(16) Uani 1 1 d U . . H4 H 0.1637 1.2460 0.9522 0.034 Uiso 1 1 calc R . . O2 O 0.760(3) 0.976(3) 0.804(2) 0.026(6) Uiso 0.40 1 d P . . O8 O -0.0253(6) 1.0591(6) 0.6678(4) 0.0361(13) Uani 1 1 d DU . . O3 O 0.2553(6) 1.0776(6) 0.7197(4) 0.0405(13) Uani 1 1 d U . . N3 N 1.5374(7) 0.2462(7) 0.5262(5) 0.0351(15) Uani 1 1 d U . . C7 C 0.7111(8) 1.0676(8) 0.8559(5) 0.0307(17) Uani 1 1 d U . . C2 C 0.4612(8) 1.0908(8) 0.8332(5) 0.0300(16) Uani 1 1 d U . . H2 H 0.4975 1.0401 0.7823 0.036 Uiso 1 1 calc R . . N2 N 1.2801(7) 0.6156(7) 0.7947(5) 0.0346(15) Uani 1 1 d U . . C3 C 0.3146(7) 1.1381(7) 0.8581(5) 0.0236(15) Uani 1 1 d U . . O1 O 0.7935(6) 1.1160(6) 0.8875(4) 0.0429(14) Uani 1 1 d U . . C20 C 1.3521(8) 0.5118(8) 0.7332(6) 0.0337(18) Uani 1 1 d U . . N1 N 1.1222(6) 0.8101(6) 0.8386(4) 0.0295(14) Uani 1 1 d U . . C5 C 0.3544(8) 1.2453(8) 0.9838(5) 0.0316(17) Uani 1 1 d U . . C6 C 0.4989(8) 1.1975(8) 0.9591(5) 0.0313(17) Uani 1 1 d U . . H6 H 0.5606 1.2179 0.9928 0.038 Uiso 1 1 calc R . . C27 C 1.3308(9) 0.3786(9) 0.6184(6) 0.043(2) Uani 1 1 d U . . H27 H 1.2744 0.3501 0.5856 0.052 Uiso 1 1 calc R . . C1 C 0.5540(8) 1.1196(8) 0.8849(5) 0.0297(16) Uani 1 1 d U . . N4 N 1.6871(7) 0.0906(7) 0.4396(5) 0.0374(16) Uani 1 1 d U . . C23 C 1.4781(8) 0.3324(8) 0.6003(6) 0.0340(18) Uani 1 1 d U . . C24 C 1.6697(10) 0.1481(9) 0.5178(6) 0.044(2) Uani 1 1 d U . . H24 H 1.7411 0.1234 0.5621 0.053 Uiso 1 1 calc R . . C21 C 1.5006(9) 0.4571(9) 0.7195(6) 0.045(2) Uani 1 1 d U . . H21 H 1.5583 0.4781 0.7563 0.054 Uiso 1 1 calc R . . C28 C 1.2674(9) 0.4687(9) 0.6866(6) 0.0379(19) Uani 1 1 d U . . H28 H 1.1685 0.4994 0.7004 0.045 Uiso 1 1 calc R . . C9 C 0.1619(9) 1.3870(9) 1.0807(6) 0.0388(19) Uani 1 1 d U . . H9A H 0.1139 1.3225 1.0793 0.047 Uiso 1 1 calc R . . H9B H 0.1201 1.4716 1.0326 0.047 Uiso 1 1 calc R . . C25 C 1.5601(10) 0.1567(10) 0.3936(7) 0.052(2) Uani 1 1 d U . . H25 H 1.5403 0.1382 0.3358 0.062 Uiso 1 1 calc R . . C17 C 1.1668(8) 0.7313(8) 0.7697(5) 0.0316(17) Uani 1 1 d U . . H17 H 1.1232 0.7549 0.7103 0.038 Uiso 1 1 calc R . . C8 C 0.2129(8) 1.1087(8) 0.8044(5) 0.0281(16) Uani 1 1 d U . . C22 C 1.5624(10) 0.3700(9) 0.6500(6) 0.047(2) Uani 1 1 d U . . H22 H 1.6616 0.3372 0.6373 0.057 Uiso 1 1 calc R . . C18 C 1.2161(9) 0.7406(9) 0.9117(6) 0.0392(19) Uani 1 1 d U . . H18 H 1.2125 0.7715 0.9700 0.047 Uiso 1 1 calc R . . C19 C 1.3148(10) 0.6201(10) 0.8862(7) 0.050(2) Uani 1 1 d U . . H19 H 1.3909 0.5534 0.9228 0.060 Uiso 1 1 calc R . . C26 C 1.4677(11) 0.2537(10) 0.4456(7) 0.053(2) Uani 1 1 d U . . H26 H 1.3741 0.3142 0.4297 0.063 Uiso 1 1 calc R . . C10 C 0.1434(8) 1.4256(8) 1.1808(6) 0.0337(18) Uani 1 1 d U . . C13 C 0.1026(8) 1.4886(8) 1.3673(6) 0.0323(17) Uani 1 1 d U . . H13 H 0.0903 1.5100 1.4297 0.039 Uiso 1 1 calc R . . C11 C 0.1383(8) 1.3217(9) 1.2614(5) 0.0342(18) Uani 1 1 d U . . H11 H 0.1503 1.2317 1.2518 0.041 Uiso 1 1 calc R . . C12 C 0.1157(8) 1.3522(8) 1.3546(5) 0.0314(17) Uani 1 1 d U . . C14 C 0.1080(9) 1.5893(9) 1.2884(6) 0.0379(19) Uani 1 1 d U . . H14 H 0.0999 1.6780 1.2983 0.045 Uiso 1 1 calc R . . C15 C 0.1251(9) 1.5617(9) 1.1950(6) 0.041(2) Uani 1 1 d U . . H15 H 0.1246 1.6322 1.1419 0.049 Uiso 1 1 calc R . . C16 C 0.1042(8) 1.2427(8) 1.4387(5) 0.0309(17) Uani 1 1 d U . . O6 O 0.1352(6) 1.2510(6) 1.5216(4) 0.0354(12) Uani 1 1 d U . . O7 O 0.0685(6) 1.1448(6) 1.4253(4) 0.0452(15) Uani 1 1 d U . . O2B O 0.754(3) 1.004(3) 0.7787(19) 0.035(8) Uiso 0.30 1 d P . . O2A O 0.775(3) 0.954(3) 0.8268(19) 0.033(8) Uiso 0.30 1 d P . . H80 H -0.060(12) 1.024(11) 0.637(7) 0.10(4) Uiso 1 1 d 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 0.0278(5) 0.0307(5) 0.0350(5) -0.0167(4) 0.0025(3) -0.0113(4) Zn2 0.0351(5) 0.0335(5) 0.0303(5) -0.0166(4) 0.0000(4) -0.0122(4) O4 0.0350(15) 0.0357(15) 0.0351(15) -0.0091(10) -0.0015(10) -0.0139(10) O5 0.0381(16) 0.0402(16) 0.0383(16) -0.0103(10) -0.0018(10) -0.0140(10) C4 0.0279(18) 0.0287(18) 0.0278(18) -0.0060(10) -0.0013(10) -0.0103(11) O8 0.0363(15) 0.0367(15) 0.0363(15) -0.0077(10) -0.0025(10) -0.0140(10) O3 0.0411(16) 0.0420(16) 0.0405(16) -0.0102(10) -0.0023(10) -0.0161(10) N3 0.0354(17) 0.0353(18) 0.0350(18) -0.0083(10) -0.0019(10) -0.0123(11) C7 0.0307(19) 0.0309(19) 0.0307(19) -0.0064(10) -0.0013(10) -0.0113(11) C2 0.0302(19) 0.0301(19) 0.0303(19) -0.0066(10) -0.0011(10) -0.0114(11) N2 0.0353(17) 0.0342(17) 0.0344(18) -0.0077(10) -0.0021(10) -0.0121(11) C3 0.0238(17) 0.0238(17) 0.0236(17) -0.0046(10) -0.0012(10) -0.0088(11) O1 0.0421(16) 0.0447(16) 0.0432(17) -0.0104(10) -0.0018(10) -0.0161(10) C20 0.034(2) 0.033(2) 0.034(2) -0.0068(10) -0.0013(10) -0.0121(11) N1 0.0297(16) 0.0294(16) 0.0296(16) -0.0062(10) -0.0013(10) -0.0107(10) C5 0.0321(19) 0.0322(19) 0.0312(19) -0.0073(10) -0.0018(10) -0.0118(11) C6 0.0315(19) 0.0318(19) 0.0311(19) -0.0068(10) -0.0021(10) -0.0116(11) C27 0.044(2) 0.044(2) 0.044(2) -0.0097(11) -0.0029(10) -0.0164(12) C1 0.0297(19) 0.0296(19) 0.0299(19) -0.0060(10) -0.0010(10) -0.0109(11) N4 0.0379(18) 0.0377(18) 0.0369(18) -0.0083(10) -0.0023(10) -0.0134(11) C23 0.034(2) 0.034(2) 0.034(2) -0.0071(10) -0.0021(10) -0.0124(11) C24 0.045(2) 0.045(2) 0.044(2) -0.0093(11) -0.0030(10) -0.0157(12) C21 0.045(2) 0.046(2) 0.045(2) -0.0095(11) -0.0027(10) -0.0168(12) C28 0.038(2) 0.038(2) 0.038(2) -0.0082(11) -0.0021(10) -0.0138(12) C9 0.039(2) 0.039(2) 0.038(2) -0.0080(11) -0.0016(10) -0.0144(12) C25 0.051(3) 0.052(3) 0.051(3) -0.0105(11) -0.0030(10) -0.0183(13) C17 0.0321(19) 0.0318(19) 0.0318(19) -0.0070(10) -0.0021(10) -0.0119(11) C8 0.0287(18) 0.0283(18) 0.0279(18) -0.0064(10) -0.0014(10) -0.0104(11) C22 0.047(2) 0.048(2) 0.048(2) -0.0097(11) -0.0023(10) -0.0173(12) C18 0.040(2) 0.039(2) 0.039(2) -0.0079(11) -0.0026(10) -0.0138(12) C19 0.050(2) 0.050(2) 0.049(2) -0.0098(11) -0.0032(10) -0.0178(13) C26 0.052(3) 0.053(3) 0.052(3) -0.0106(11) -0.0029(10) -0.0188(13) C10 0.033(2) 0.035(2) 0.033(2) -0.0068(10) -0.0016(10) -0.0120(11) C13 0.0329(19) 0.0327(19) 0.0320(19) -0.0077(10) -0.0020(10) -0.0119(11) C11 0.035(2) 0.034(2) 0.034(2) -0.0078(10) -0.0017(10) -0.0127(11) C12 0.0315(19) 0.0316(19) 0.0314(19) -0.0065(10) -0.0015(10) -0.0116(11) C14 0.039(2) 0.038(2) 0.038(2) -0.0077(11) -0.0016(10) -0.0146(12) C15 0.041(2) 0.041(2) 0.041(2) -0.0075(11) -0.0012(10) -0.0154(12) C16 0.0316(19) 0.0312(19) 0.0310(19) -0.0072(10) -0.0022(10) -0.0117(11) O6 0.0372(15) 0.0358(15) 0.0339(15) -0.0083(10) -0.0023(10) -0.0132(10) O7 0.0472(17) 0.0450(17) 0.0460(17) -0.0095(10) -0.0031(10) -0.0189(11) _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 1.968(6) 1_655 ? Zn1 O1 2.012(6) . ? Zn1 O4 2.013(5) 1_655 ? Zn1 N1 2.062(6) . ? Zn1 O2A 2.29(3) . ? Zn1 O2 2.35(2) . ? Zn1 O2B 2.35(3) . ? Zn2 O8 1.902(6) . ? Zn2 O6 1.959(5) 1_554 ? Zn2 O3 2.013(6) . ? Zn2 N4 2.016(7) 2_766 ? O4 C8 1.256(9) . ? O4 Zn1 2.013(5) 1_455 ? O5 C5 1.377(9) . ? O5 C9 1.427(10) . ? C4 C5 1.385(10) . ? C4 C3 1.398(10) . ? C4 H4 0.9300 . ? O2 C7 1.23(3) . ? O8 Zn1 1.968(6) 1_455 ? O8 H80 0.799(11) . ? O3 C8 1.276(9) . ? N3 C24 1.337(11) . ? N3 C26 1.372(11) . ? N3 C23 1.433(10) . ? C7 O2A 1.24(3) . ? C7 O1 1.278(9) . ? C7 O2B 1.33(3) . ? C7 C1 1.496(10) . ? C2 C3 1.389(10) . ? C2 C1 1.396(10) . ? C2 H2 0.9300 . ? N2 C17 1.314(9) . ? N2 C19 1.383(11) . ? N2 C20 1.434(10) . ? C3 C8 1.491(10) . ? C20 C28 1.378(11) . ? C20 C21 1.384(11) . ? N1 C17 1.319(9) . ? N1 C18 1.364(10) . ? C5 C6 1.369(10) . ? C6 C1 1.380(10) . ? C6 H6 0.9300 . ? C27 C23 1.380(11) . ? C27 C28 1.398(11) . ? C27 H27 0.9300 . ? N4 C24 1.316(11) . ? N4 C25 1.361(11) . ? N4 Zn2 2.016(7) 2_766 ? C23 C22 1.365(12) . ? C24 H24 0.9300 . ? C21 C22 1.392(12) . ? C21 H21 0.9300 . ? C28 H28 0.9300 . ? C9 C10 1.509(11) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C25 C26 1.351(13) . ? C25 H25 0.9300 . ? C17 H17 0.9300 . ? C22 H22 0.9300 . ? C18 C19 1.347(12) . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? C26 H26 0.9300 . ? C10 C15 1.403(11) . ? C10 C11 1.405(10) . ? C13 C14 1.370(11) . ? C13 C12 1.415(11) . ? C13 H13 0.9300 . ? C11 C12 1.379(10) . ? C11 H11 0.9300 . ? C12 C16 1.490(10) . ? C14 C15 1.375(12) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 O7 1.254(9) . ? C16 O6 1.265(9) . ? O6 Zn2 1.959(5) 1_556 ? O2B O2A 0.76(4) . ? 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 O1 119.0(2) 1_655 . ? O8 Zn1 O4 103.5(2) 1_655 1_655 ? O1 Zn1 O4 96.6(2) . 1_655 ? O8 Zn1 N1 103.1(2) 1_655 . ? O1 Zn1 N1 130.7(2) . . ? O4 Zn1 N1 97.3(2) 1_655 . ? O8 Zn1 O2A 94.8(7) 1_655 . ? O1 Zn1 O2A 58.4(7) . . ? O4 Zn1 O2A 154.3(7) 1_655 . ? N1 Zn1 O2A 95.9(7) . . ? O8 Zn1 O2 86.8(7) 1_655 . ? O1 Zn1 O2 59.5(6) . . ? O4 Zn1 O2 155.8(6) 1_655 . ? N1 Zn1 O2 101.7(7) . . ? O2A Zn1 O2 9.0(10) . . ? O8 Zn1 O2B 78.2(6) 1_655 . ? O1 Zn1 O2B 61.5(7) . . ? O4 Zn1 O2B 153.8(7) 1_655 . ? N1 Zn1 O2B 107.8(7) . . ? O2A Zn1 O2B 18.7(9) . . ? O2 Zn1 O2B 9.7(10) . . ? O8 Zn2 O6 116.9(2) . 1_554 ? O8 Zn2 O3 103.9(2) . . ? O6 Zn2 O3 101.6(2) 1_554 . ? O8 Zn2 N4 123.7(3) . 2_766 ? O6 Zn2 N4 109.9(3) 1_554 2_766 ? O3 Zn2 N4 95.3(3) . 2_766 ? C8 O4 Zn1 124.9(5) . 1_455 ? C5 O5 C9 117.7(6) . . ? C5 C4 C3 120.0(7) . . ? C5 C4 H4 120.0 . . ? C3 C4 H4 120.0 . . ? C7 O2 Zn1 82.6(13) . . ? Zn2 O8 Zn1 114.4(3) . 1_455 ? Zn2 O8 H80 112(9) . . ? Zn1 O8 H80 121(8) 1_455 . ? C8 O3 Zn2 132.4(5) . . ? C24 N3 C26 105.8(7) . . ? C24 N3 C23 128.7(7) . . ? C26 N3 C23 125.5(7) . . ? O2 C7 O2A 17.2(19) . . ? O2 C7 O1 120.9(13) . . ? O2A C7 O1 114.4(14) . . ? O2 C7 O2B 17.4(18) . . ? O2A C7 O2B 34.2(17) . . ? O1 C7 O2B 119.7(13) . . ? O2 C7 C1 119.4(13) . . ? O2A C7 C1 122.7(14) . . ? O1 C7 C1 119.7(7) . . ? O2B C7 C1 118.1(13) . . ? C3 C2 C1 119.9(7) . . ? C3 C2 H2 120.0 . . ? C1 C2 H2 120.0 . . ? C17 N2 C19 106.8(7) . . ? C17 N2 C20 124.0(7) . . ? C19 N2 C20 129.2(7) . . ? C2 C3 C4 119.4(6) . . ? C2 C3 C8 121.1(6) . . ? C4 C3 C8 119.5(6) . . ? C7 O1 Zn1 96.6(5) . . ? C28 C20 C21 120.5(8) . . ? C28 C20 N2 117.4(7) . . ? C21 C20 N2 122.1(7) . . ? C17 N1 C18 105.5(6) . . ? C17 N1 Zn1 120.9(5) . . ? C18 N1 Zn1 131.8(5) . . ? C6 C5 O5 115.4(7) . . ? C6 C5 C4 120.1(7) . . ? O5 C5 C4 124.5(7) . . ? C5 C6 C1 120.8(7) . . ? C5 C6 H6 119.6 . . ? C1 C6 H6 119.6 . . ? C23 C27 C28 119.1(8) . . ? C23 C27 H27 120.4 . . ? C28 C27 H27 120.4 . . ? C6 C1 C2 119.7(7) . . ? C6 C1 C7 121.9(7) . . ? C2 C1 C7 118.4(7) . . ? C24 N4 C25 105.9(7) . . ? C24 N4 Zn2 131.9(6) . 2_766 ? C25 N4 Zn2 122.0(6) . 2_766 ? C22 C23 C27 121.0(8) . . ? C22 C23 N3 121.9(7) . . ? C27 C23 N3 117.2(7) . . ? N4 C24 N3 112.1(8) . . ? N4 C24 H24 124.0 . . ? N3 C24 H24 124.0 . . ? C20 C21 C22 119.0(8) . . ? C20 C21 H21 120.5 . . ? C22 C21 H21 120.5 . . ? C20 C28 C27 119.7(8) . . ? C20 C28 H28 120.1 . . ? C27 C28 H28 120.1 . . ? O5 C9 C10 107.8(6) . . ? O5 C9 H9A 110.2 . . ? C10 C9 H9A 110.2 . . ? O5 C9 H9B 110.2 . . ? C10 C9 H9B 110.2 . . ? H9A C9 H9B 108.5 . . ? C26 C25 N4 108.9(8) . . ? C26 C25 H25 125.5 . . ? N4 C25 H25 125.5 . . ? N2 C17 N1 112.1(7) . . ? N2 C17 H17 124.0 . . ? N1 C17 H17 124.0 . . ? O4 C8 O3 124.7(7) . . ? O4 C8 C3 118.4(6) . . ? O3 C8 C3 116.9(6) . . ? C23 C22 C21 120.3(9) . . ? C23 C22 H22 119.8 . . ? C21 C22 H22 119.8 . . ? C19 C18 N1 109.4(8) . . ? C19 C18 H18 125.3 . . ? N1 C18 H18 125.3 . . ? C18 C19 N2 106.1(8) . . ? C18 C19 H19 127.0 . . ? N2 C19 H19 127.0 . . ? C25 C26 N3 107.3(9) . . ? C25 C26 H26 126.4 . . ? N3 C26 H26 126.4 . . ? C15 C10 C11 119.9(7) . . ? C15 C10 C9 122.3(7) . . ? C11 C10 C9 117.7(7) . . ? C14 C13 C12 120.6(7) . . ? C14 C13 H13 119.7 . . ? C12 C13 H13 119.7 . . ? C12 C11 C10 120.5(7) . . ? C12 C11 H11 119.7 . . ? C10 C11 H11 119.7 . . ? C11 C12 C13 118.5(7) . . ? C11 C12 C16 119.8(7) . . ? C13 C12 C16 121.7(7) . . ? C13 C14 C15 121.3(8) . . ? C13 C14 H14 119.3 . . ? C15 C14 H14 119.3 . . ? C14 C15 C10 119.0(8) . . ? C14 C15 H15 120.5 . . ? C10 C15 H15 120.5 . . ? O7 C16 O6 122.5(7) . . ? O7 C16 C12 119.8(7) . . ? O6 C16 C12 117.7(7) . . ? C16 O6 Zn2 107.0(5) . 1_556 ? O2A O2B C7 66(2) . . ? O2A O2B Zn1 76(2) . . ? C7 O2B Zn1 80.5(13) . . ? O2B O2A C7 79(2) . . ? O2B O2A Zn1 85(2) . . ? C7 O2A Zn1 84.9(14) . . ? 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 O2 C7 -123.1(13) 1_655 . . . ? O1 Zn1 O2 C7 3.5(10) . . . . ? O4 Zn1 O2 C7 -7(3) 1_655 . . . ? N1 Zn1 O2 C7 134.2(12) . . . . ? O2A Zn1 O2 C7 83(8) . . . . ? O2B Zn1 O2 C7 -95(7) . . . . ? O6 Zn2 O8 Zn1 -123.1(3) 1_554 . . 1_455 ? O3 Zn2 O8 Zn1 -12.2(3) . . . 1_455 ? N4 Zn2 O8 Zn1 94.0(4) 2_766 . . 1_455 ? O8 Zn2 O3 C8 -20.3(7) . . . . ? O6 Zn2 O3 C8 101.5(7) 1_554 . . . ? N4 Zn2 O3 C8 -147.0(7) 2_766 . . . ? Zn1 O2 C7 O2A -78(7) . . . . ? Zn1 O2 C7 O1 -5.6(15) . . . . ? Zn1 O2 C7 O2B 86(7) . . . . ? Zn1 O2 C7 C1 176.2(7) . . . . ? C1 C2 C3 C4 0.4(10) . . . . ? C1 C2 C3 C8 -179.8(7) . . . . ? C5 C4 C3 C2 0.9(11) . . . . ? C5 C4 C3 C8 -178.9(6) . . . . ? O2 C7 O1 Zn1 6.5(17) . . . . ? O2A C7 O1 Zn1 24.5(15) . . . . ? O2B C7 O1 Zn1 -13.6(14) . . . . ? C1 C7 O1 Zn1 -175.3(6) . . . . ? O8 Zn1 O1 C7 62.9(5) 1_655 . . . ? O4 Zn1 O1 C7 172.4(5) 1_655 . . . ? N1 Zn1 O1 C7 -82.0(5) . . . . ? O2A Zn1 O1 C7 -13.8(8) . . . . ? O2 Zn1 O1 C7 -3.4(9) . . . . ? O2B Zn1 O1 C7 7.5(8) . . . . ? C17 N2 C20 C28 -46.0(11) . . . . ? C19 N2 C20 C28 136.9(9) . . . . ? C17 N2 C20 C21 133.3(9) . . . . ? C19 N2 C20 C21 -43.8(12) . . . . ? O8 Zn1 N1 C17 -15.7(6) 1_655 . . . ? O1 Zn1 N1 C17 133.3(5) . . . . ? O4 Zn1 N1 C17 -121.5(6) 1_655 . . . ? O2A Zn1 N1 C17 80.7(9) . . . . ? O2 Zn1 N1 C17 73.7(9) . . . . ? O2B Zn1 N1 C17 65.9(9) . . . . ? O8 Zn1 N1 C18 147.0(7) 1_655 . . . ? O1 Zn1 N1 C18 -64.1(8) . . . . ? O4 Zn1 N1 C18 41.2(7) 1_655 . . . ? O2A Zn1 N1 C18 -116.7(9) . . . . ? O2 Zn1 N1 C18 -123.7(9) . . . . ? O2B Zn1 N1 C18 -131.4(9) . . . . ? C9 O5 C5 C6 172.9(7) . . . . ? C9 O5 C5 C4 -8.1(11) . . . . ? C3 C4 C5 C6 -1.3(11) . . . . ? C3 C4 C5 O5 179.7(7) . . . . ? O5 C5 C6 C1 179.5(7) . . . . ? C4 C5 C6 C1 0.4(11) . . . . ? C5 C6 C1 C2 1.0(11) . . . . ? C5 C6 C1 C7 179.3(7) . . . . ? C3 C2 C1 C6 -1.3(11) . . . . ? C3 C2 C1 C7 -179.7(6) . . . . ? O2 C7 C1 C6 165.6(17) . . . . ? O2A C7 C1 C6 145.9(16) . . . . ? O1 C7 C1 C6 -12.6(11) . . . . ? O2B C7 C1 C6 -174.6(14) . . . . ? O2 C7 C1 C2 -16.0(19) . . . . ? O2A C7 C1 C2 -35.7(17) . . . . ? O1 C7 C1 C2 165.8(7) . . . . ? O2B C7 C1 C2 3.8(16) . . . . ? C28 C27 C23 C22 2.0(12) . . . . ? C28 C27 C23 N3 -176.8(7) . . . . ? C24 N3 C23 C22 28.4(13) . . . . ? C26 N3 C23 C22 -148.7(9) . . . . ? C24 N3 C23 C27 -152.8(8) . . . . ? C26 N3 C23 C27 30.0(12) . . . . ? C25 N4 C24 N3 1.1(10) . . . . ? Zn2 N4 C24 N3 -173.5(5) 2_766 . . . ? C26 N3 C24 N4 -1.7(10) . . . . ? C23 N3 C24 N4 -179.4(7) . . . . ? C28 C20 C21 C22 7.1(12) . . . . ? N2 C20 C21 C22 -172.3(8) . . . . ? C21 C20 C28 C27 -5.7(12) . . . . ? N2 C20 C28 C27 173.7(7) . . . . ? C23 C27 C28 C20 1.1(12) . . . . ? C5 O5 C9 C10 164.1(6) . . . . ? C24 N4 C25 C26 -0.1(10) . . . . ? Zn2 N4 C25 C26 175.3(6) 2_766 . . . ? C19 N2 C17 N1 -1.5(9) . . . . ? C20 N2 C17 N1 -179.1(7) . . . . ? C18 N1 C17 N2 1.4(9) . . . . ? Zn1 N1 C17 N2 168.0(5) . . . . ? Zn1 O4 C8 O3 20.1(10) 1_455 . . . ? Zn1 O4 C8 C3 -158.0(5) 1_455 . . . ? Zn2 O3 C8 O4 17.8(12) . . . . ? Zn2 O3 C8 C3 -164.1(5) . . . . ? C2 C3 C8 O4 158.0(7) . . . . ? C4 C3 C8 O4 -22.2(10) . . . . ? C2 C3 C8 O3 -20.2(10) . . . . ? C4 C3 C8 O3 159.6(7) . . . . ? C27 C23 C22 C21 -0.6(13) . . . . ? N3 C23 C22 C21 178.2(7) . . . . ? C20 C21 C22 C23 -3.9(13) . . . . ? C17 N1 C18 C19 -0.7(9) . . . . ? Zn1 N1 C18 C19 -165.3(6) . . . . ? N1 C18 C19 N2 -0.1(10) . . . . ? C17 N2 C19 C18 0.9(9) . . . . ? C20 N2 C19 C18 178.4(8) . . . . ? N4 C25 C26 N3 -1.0(11) . . . . ? C24 N3 C26 C25 1.6(10) . . . . ? C23 N3 C26 C25 179.3(8) . . . . ? O5 C9 C10 C15 96.2(9) . . . . ? O5 C9 C10 C11 -86.6(8) . . . . ? C15 C10 C11 C12 -0.1(12) . . . . ? C9 C10 C11 C12 -177.3(7) . . . . ? C10 C11 C12 C13 -2.1(11) . . . . ? C10 C11 C12 C16 177.3(7) . . . . ? C14 C13 C12 C11 2.0(11) . . . . ? C14 C13 C12 C16 -177.4(7) . . . . ? C12 C13 C14 C15 0.4(12) . . . . ? C13 C14 C15 C10 -2.7(13) . . . . ? C11 C10 C15 C14 2.5(12) . . . . ? C9 C10 C15 C14 179.6(7) . . . . ? C11 C12 C16 O7 -23.1(11) . . . . ? C13 C12 C16 O7 156.4(8) . . . . ? C11 C12 C16 O6 155.1(7) . . . . ? C13 C12 C16 O6 -25.5(11) . . . . ? O7 C16 O6 Zn2 10.0(9) . . . 1_556 ? C12 C16 O6 Zn2 -168.1(5) . . . 1_556 ? O2 C7 O2B O2A -9(7) . . . . ? O1 C7 O2B O2A 90(2) . . . . ? C1 C7 O2B O2A -108(2) . . . . ? O2 C7 O2B Zn1 -87(7) . . . . ? O2A C7 O2B Zn1 -79(2) . . . . ? O1 C7 O2B Zn1 11.7(12) . . . . ? C1 C7 O2B Zn1 173.6(7) . . . . ? O8 Zn1 O2B O2A 152(2) 1_655 . . . ? O1 Zn1 O2B O2A -75(2) . . . . ? O4 Zn1 O2B O2A -111(2) 1_655 . . . ? N1 Zn1 O2B O2A 52(2) . . . . ? O2 Zn1 O2B O2A 1(7) . . . . ? O8 Zn1 O2B C7 -140.0(12) 1_655 . . . ? O1 Zn1 O2B C7 -7.3(8) . . . . ? O4 Zn1 O2B C7 -43(2) 1_655 . . . ? N1 Zn1 O2B C7 120.0(10) . . . . ? O2A Zn1 O2B C7 68(2) . . . . ? O2 Zn1 O2B C7 68(7) . . . . ? Zn1 O2B O2A C7 85.7(13) . . . . ? C7 O2B O2A Zn1 -85.7(13) . . . . ? O2 C7 O2A O2B 9(7) . . . . ? O1 C7 O2A O2B -107(2) . . . . ? C1 C7 O2A O2B 93(2) . . . . ? O2 C7 O2A Zn1 95(8) . . . . ? O1 C7 O2A Zn1 -21.3(12) . . . . ? O2B C7 O2A Zn1 86(2) . . . . ? C1 C7 O2A Zn1 179.1(7) . . . . ? O8 Zn1 O2A O2B -27(2) 1_655 . . . ? O1 Zn1 O2A O2B 94(2) . . . . ? O4 Zn1 O2A O2B 108(2) 1_655 . . . ? N1 Zn1 O2A O2B -131(2) . . . . ? O2 Zn1 O2A O2B -1(7) . . . . ? O8 Zn1 O2A C7 -107.1(12) 1_655 . . . ? O1 Zn1 O2A C7 14.3(9) . . . . ? O4 Zn1 O2A C7 29(2) 1_655 . . . ? N1 Zn1 O2A C7 149.2(11) . . . . ? O2 Zn1 O2A C7 -80(8) . . . . ? O2B Zn1 O2A C7 -80(2) . . . . ? _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 1.015 _refine_diff_density_min -0.851 _refine_diff_density_rms 0.163 _database_code_depnum_ccdc_archive 'CCDC 927366'