# 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_d _database_code_depnum_ccdc_archive 'CCDC 910007' #TrackingRef '1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H22 O14 Zn3, 3(O)' _chemical_formula_sum 'C24 H26 O17 Zn3' _chemical_formula_weight 782.56 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' 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 10.4354(11) _cell_length_b 11.5091(12) _cell_length_c 12.1928(12) _cell_angle_alpha 80.0500(10) _cell_angle_beta 70.9540(10) _cell_angle_gamma 73.5240(10) _cell_volume 1322.2(2) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.07 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.966 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 792 _exptl_absorpt_coefficient_mu 2.787 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8288 _exptl_absorpt_correction_T_max 0.9211 _exptl_absorpt_process_details 'SADABS (Sheldrick,1996)' _exptl_special_details ; Sheldrick, G. M. (1996). SADABS. University of G\"ottingen, Germany. ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _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 6960 _diffrn_reflns_av_R_equivalents 0.0172 _diffrn_reflns_av_sigmaI/netI 0.0377 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.77 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4596 _reflns_number_gt 4040 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _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^)+(0.0433P)^2^+5.6045P] 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 4596 _refine_ls_number_parameters 397 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0521 _refine_ls_R_factor_gt 0.0451 _refine_ls_wR_factor_ref 0.1122 _refine_ls_wR_factor_gt 0.1052 _refine_ls_goodness_of_fit_ref 1.013 _refine_ls_restrained_S_all 1.013 _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 -0.0531(5) 0.3052(4) 0.3965(4) 0.0237(10) Uani 1 1 d . . . C2 C -0.0326(5) 0.4316(4) 0.3732(4) 0.0234(9) Uani 1 1 d . . . C3 C -0.1420(5) 0.5258(4) 0.4239(4) 0.0255(10) Uani 1 1 d . . . H3 H -0.2302 0.5104 0.4675 0.031 Uiso 1 1 calc R . . C4 C -0.1225(5) 0.6418(4) 0.4109(4) 0.0237(10) Uani 1 1 d . . . C5 C -0.2379(5) 0.7418(4) 0.4704(4) 0.0301(11) Uani 1 1 d . . . C6 C 0.0075(5) 0.6643(4) 0.3487(4) 0.0254(10) Uani 1 1 d . . . H6 H 0.0208 0.7441 0.3393 0.030 Uiso 1 1 calc R . . C7 C 0.1173(5) 0.5693(4) 0.3006(4) 0.0267(10) Uani 1 1 d . . . C8 C 0.0974(5) 0.4533(4) 0.3100(4) 0.0276(10) Uani 1 1 d . . . H8 H 0.1717 0.3894 0.2737 0.033 Uiso 1 1 calc R . . C9 C 0.3597(5) 0.5042(5) 0.1971(6) 0.0453(15) Uani 1 1 d . . . H9A H 0.3380 0.4716 0.1369 0.054 Uiso 1 1 calc R . . H9B H 0.3780 0.4369 0.2569 0.054 Uiso 1 1 calc R . . C10 C 0.4854(5) 0.5541(5) 0.1430(5) 0.0395(13) Uani 1 1 d . . . C11 C 0.4823(6) 0.6544(5) 0.0639(5) 0.0433(14) Uani 1 1 d . . . H11 H 0.3972 0.6949 0.0467 0.052 Uiso 1 1 calc R . . C12 C 0.6016(6) 0.6983(5) 0.0079(5) 0.0452(14) Uani 1 1 d . . . H12 H 0.5967 0.7684 -0.0461 0.054 Uiso 1 1 calc R . . C13 C 0.7249(5) 0.6412(5) 0.0305(5) 0.0387(13) Uani 1 1 d . . . C14 C 0.7299(7) 0.5407(6) 0.1091(7) 0.066(2) Uani 1 1 d . . . H14 H 0.8159 0.4987 0.1240 0.080 Uiso 1 1 calc R . . C15 C 0.6084(7) 0.4992(6) 0.1680(7) 0.067(2) Uani 1 1 d . . . H15 H 0.6120 0.4323 0.2257 0.081 Uiso 1 1 calc R . . C16 C 0.8529(6) 0.6867(6) -0.0321(5) 0.0474(15) Uani 1 1 d . . . H16A H 0.9327 0.6185 -0.0634 0.057 Uiso 1 1 calc R . . H16B H 0.8366 0.7468 -0.0978 0.057 Uiso 1 1 calc R . . C17 C 0.9963(5) 0.7915(5) 0.0125(4) 0.0293(11) Uani 1 1 d . . . C18 C 1.0176(5) 0.8449(4) 0.0961(4) 0.0273(10) Uani 1 1 d . . . H18 H 0.9554 0.8455 0.1730 0.033 Uiso 1 1 calc R . . C19 C 1.1305(5) 0.8980(4) 0.0676(4) 0.0251(10) Uani 1 1 d . . . C20 C 1.1502(5) 0.9578(4) 0.1595(4) 0.0290(11) Uani 1 1 d . . . C21 C 1.2185(5) 0.8986(4) -0.0450(4) 0.0265(10) Uani 1 1 d . . . H21 H 1.2960 0.9339 -0.0645 0.032 Uiso 1 1 calc R . . C22 C 1.1949(5) 0.8483(4) -0.1299(4) 0.0227(9) Uani 1 1 d . . . C23 C 1.2846(5) 0.8549(4) -0.2532(4) 0.0258(10) Uani 1 1 d . . . C24 C 1.0835(5) 0.7931(4) -0.1004(4) 0.0277(10) Uani 1 1 d . . . H24 H 1.0678 0.7568 -0.1576 0.033 Uiso 1 1 calc R . . O1 O -0.1615(4) 0.2867(3) 0.4702(3) 0.0329(8) Uani 1 1 d . . . O2 O 0.0435(3) 0.2216(3) 0.3411(3) 0.0281(7) Uani 1 1 d . . . O3 O -0.3423(4) 0.7160(3) 0.5477(3) 0.0406(9) Uani 1 1 d . . . O4 O -0.2285(4) 0.8496(3) 0.4458(4) 0.0408(9) Uani 1 1 d . . . O5 O 0.2435(3) 0.5992(3) 0.2495(3) 0.0366(9) Uani 1 1 d . . . O6 O 0.8819(4) 0.7422(4) 0.0509(3) 0.0453(10) Uani 1 1 d . . . O7 O 1.0577(4) 0.9577(3) 0.2572(3) 0.0366(8) Uani 1 1 d . . . O8 O 1.2490(5) 1.0043(4) 0.1366(3) 0.0572(12) Uani 1 1 d . . . O9 O 1.3888(4) 0.8980(4) -0.2758(3) 0.0412(9) Uani 1 1 d . . . O10 O 1.2502(4) 0.8171(4) -0.3269(3) 0.0464(10) Uani 1 1 d . . . O13 O -0.3494(5) 0.2144(4) 0.6719(4) 0.0554(11) Uani 1 1 d . . . H13A H -0.4070 0.2811 0.6931 0.067 Uiso 1 1 d R . . H13B H -0.3123 0.1657 0.7202 0.067 Uiso 1 1 d R . . O14 O -0.4589(6) 0.3612(7) 0.4867(6) 0.120(3) Uani 1 1 d . . . H14A H -0.4310 0.4263 0.4734 0.144 Uiso 1 1 d R . . H14B H -0.5438 0.3646 0.4943 0.144 Uiso 1 1 d R . . O11 O -0.4554(3) 0.0813(3) 0.5452(3) 0.0226(7) Uani 1 1 d . . . H11A H -0.5293 0.1218 0.6125 0.027 Uiso 1 1 calc R . . O12 O -0.1374(3) 0.0197(3) 0.5054(3) 0.0272(7) Uani 1 1 d . . . H12A H -0.1622 -0.0488 0.4829 0.033 Uiso 1 1 calc R . . O16 O 0.3874(6) 0.1608(6) 0.7692(5) 0.099(2) Uani 1 1 d . . . O17 O 0.5094(13) 0.9874(11) 0.0754(9) 0.189(4) Uani 1 1 d . . . Zn1 Zn -0.29940(6) 0.17035(5) 0.50272(5) 0.02951(16) Uani 1 1 d . . . Zn3 Zn -0.44536(5) 0.89990(5) 0.58446(5) 0.02515(15) Uani 1 1 d . . . Zn2 Zn 0.02992(6) 0.05257(5) 0.37881(5) 0.03119(17) Uani 1 1 d . . . O15 O -0.3387(4) 0.8752(4) 0.7161(3) 0.0484(10) Uani 1 1 d . . . H15A H -0.2593 0.8253 0.7080 0.058 Uiso 1 1 d R . . H15B H -0.3763 0.9155 0.7756 0.058 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.028(2) 0.025(2) 0.025(2) 0.0005(19) -0.010(2) -0.014(2) C2 0.022(2) 0.026(2) 0.024(2) -0.0032(18) -0.0057(18) -0.0106(18) C3 0.023(2) 0.030(3) 0.025(2) -0.0046(19) -0.0043(19) -0.0100(19) C4 0.026(2) 0.021(2) 0.026(2) -0.0068(18) -0.0058(19) -0.0057(19) C5 0.030(3) 0.029(3) 0.035(3) -0.009(2) -0.013(2) -0.006(2) C6 0.028(2) 0.022(2) 0.028(2) -0.0030(19) -0.007(2) -0.0090(19) C7 0.022(2) 0.030(3) 0.029(2) -0.004(2) -0.0030(19) -0.013(2) C8 0.026(2) 0.023(2) 0.031(2) -0.003(2) -0.003(2) -0.0083(19) C9 0.027(3) 0.035(3) 0.066(4) -0.014(3) 0.006(3) -0.014(2) C10 0.029(3) 0.036(3) 0.050(3) -0.011(3) 0.002(2) -0.015(2) C11 0.029(3) 0.047(3) 0.052(3) -0.009(3) -0.006(3) -0.010(2) C12 0.045(3) 0.043(3) 0.040(3) 0.002(3) 0.000(3) -0.016(3) C13 0.029(3) 0.041(3) 0.047(3) -0.009(3) 0.000(2) -0.019(2) C14 0.032(3) 0.057(4) 0.104(6) 0.021(4) -0.018(4) -0.021(3) C15 0.040(4) 0.047(4) 0.102(6) 0.021(4) -0.012(4) -0.016(3) C16 0.039(3) 0.060(4) 0.047(3) -0.017(3) 0.001(3) -0.028(3) C17 0.025(2) 0.039(3) 0.025(2) 0.001(2) -0.002(2) -0.018(2) C18 0.026(2) 0.036(3) 0.017(2) 0.0001(19) -0.0012(19) -0.011(2) C19 0.027(2) 0.024(2) 0.024(2) -0.0041(19) -0.0061(19) -0.0050(19) C20 0.037(3) 0.025(2) 0.026(2) -0.0046(19) -0.011(2) -0.005(2) C21 0.025(2) 0.030(3) 0.026(2) -0.002(2) -0.0057(19) -0.012(2) C22 0.022(2) 0.024(2) 0.022(2) -0.0032(18) -0.0054(18) -0.0067(18) C23 0.023(2) 0.028(2) 0.025(2) -0.0051(19) -0.0025(19) -0.0091(19) C24 0.031(3) 0.032(3) 0.022(2) -0.005(2) -0.004(2) -0.014(2) O1 0.0350(19) 0.0292(18) 0.0352(19) -0.0073(15) 0.0028(16) -0.0218(15) O2 0.0228(17) 0.0195(16) 0.0387(19) -0.0049(14) -0.0026(14) -0.0066(13) O3 0.031(2) 0.037(2) 0.043(2) -0.0088(17) -0.0001(17) -0.0009(16) O4 0.037(2) 0.028(2) 0.061(3) -0.0190(18) -0.0137(18) -0.0062(16) O5 0.0254(18) 0.0307(19) 0.052(2) -0.0101(17) 0.0049(16) -0.0192(15) O6 0.045(2) 0.066(3) 0.035(2) -0.0077(19) -0.0016(17) -0.039(2) O7 0.048(2) 0.037(2) 0.0237(18) -0.0102(15) -0.0056(16) -0.0103(17) O8 0.072(3) 0.083(3) 0.037(2) -0.016(2) -0.010(2) -0.050(3) O9 0.0287(19) 0.070(3) 0.0282(19) -0.0127(18) 0.0032(15) -0.0264(19) O10 0.057(3) 0.074(3) 0.0200(18) -0.0088(18) 0.0003(17) -0.045(2) O13 0.057(3) 0.064(3) 0.049(2) -0.027(2) -0.001(2) -0.026(2) O14 0.063(4) 0.174(7) 0.148(6) -0.051(5) -0.025(4) -0.051(4) O11 0.0194(15) 0.0242(16) 0.0224(16) -0.0082(13) 0.0020(12) -0.0087(13) O12 0.0291(17) 0.0255(17) 0.0310(17) -0.0059(14) -0.0059(14) -0.0141(14) O16 0.069(4) 0.152(6) 0.075(4) -0.068(4) 0.024(3) -0.047(4) O17 0.196(10) 0.220(12) 0.171(10) -0.024(9) -0.047(9) -0.086(9) Zn1 0.0280(3) 0.0420(4) 0.0231(3) -0.0047(2) -0.0023(2) -0.0206(3) Zn3 0.0194(3) 0.0278(3) 0.0260(3) -0.0056(2) 0.0008(2) -0.0092(2) Zn2 0.0476(4) 0.0249(3) 0.0202(3) -0.0031(2) -0.0023(2) -0.0158(3) O15 0.040(2) 0.065(3) 0.037(2) -0.0142(19) -0.0144(18) 0.0009(19) _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 O1 1.241(6) . ? C1 O2 1.277(6) . ? C1 C2 1.495(6) . ? C2 C3 1.388(6) . ? C2 C8 1.393(6) . ? C3 C4 1.382(6) . ? C3 H3 0.9500 . ? C4 C6 1.393(6) . ? C4 C5 1.495(6) . ? C5 O4 1.249(6) . ? C5 O3 1.257(6) . ? C5 Zn3 2.570(5) . ? C6 C7 1.387(7) . ? C6 H6 0.9500 . ? C7 O5 1.374(5) . ? C7 C8 1.388(7) . ? C8 H8 0.9500 . ? C9 O5 1.434(6) . ? C9 C10 1.489(7) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C15 1.367(9) . ? C10 C11 1.371(8) . ? C11 C12 1.399(8) . ? C11 H11 0.9500 . ? C12 C13 1.361(8) . ? C12 H12 0.9500 . ? C13 C14 1.368(9) . ? C13 C16 1.495(7) . ? C14 C15 1.408(8) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C16 O6 1.435(7) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 O6 1.377(6) . ? C17 C24 1.380(6) . ? C17 C18 1.381(7) . ? C18 C19 1.396(7) . ? C18 H18 0.9500 . ? C19 C21 1.380(6) . ? C19 C20 1.507(6) . ? C20 O8 1.225(6) . ? C20 O7 1.265(6) . ? C21 C22 1.386(6) . ? C21 H21 0.9500 . ? C22 C24 1.397(6) . ? C22 C23 1.491(6) . ? C23 O9 1.252(6) . ? C23 O10 1.249(6) . ? C24 H24 0.9500 . ? O1 Zn1 2.135(3) . ? O2 Zn2 1.955(3) . ? O3 Zn3 2.135(4) . ? O4 Zn3 2.327(4) . ? O7 Zn2 1.891(3) 1_665 ? O9 Zn3 1.996(3) 1_754 ? O10 Zn1 2.024(3) 2_665 ? O13 Zn1 2.072(4) . ? O13 H13A 0.8500 . ? O13 H13B 0.8500 . ? O14 Zn1 2.371(8) . ? O14 H14A 0.8500 . ? O14 H14B 0.8501 . ? O11 Zn3 2.040(3) 1_545 ? O11 Zn1 2.045(3) . ? O11 Zn3 2.107(3) 2_466 ? O11 H11A 1.0000 . ? O12 Zn2 1.997(3) . ? O12 Zn2 2.011(3) 2_556 ? O12 Zn1 2.054(3) . ? O12 H12A 1.0000 . ? Zn1 O10 2.024(3) 2_665 ? Zn3 O9 1.996(3) 1_356 ? Zn3 O11 2.040(3) 1_565 ? Zn3 O11 2.107(3) 2_466 ? Zn3 O15 2.174(4) . ? Zn3 Zn3 3.0420(11) 2_476 ? Zn2 O7 1.891(3) 1_445 ? Zn2 O12 2.011(3) 2_556 ? Zn2 Zn2 2.9285(11) 2_556 ? O15 H15A 0.8500 . ? O15 H15B 0.8499 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 O2 123.5(4) . . ? O1 C1 C2 118.4(4) . . ? O2 C1 C2 118.1(4) . . ? C3 C2 C8 120.3(4) . . ? C3 C2 C1 118.9(4) . . ? C8 C2 C1 120.6(4) . . ? C4 C3 C2 120.0(4) . . ? C4 C3 H3 120.0 . . ? C2 C3 H3 120.0 . . ? C3 C4 C6 120.2(4) . . ? C3 C4 C5 120.0(4) . . ? C6 C4 C5 119.7(4) . . ? O4 C5 O3 120.4(5) . . ? O4 C5 C4 120.1(5) . . ? O3 C5 C4 119.4(4) . . ? O4 C5 Zn3 64.6(3) . . ? O3 C5 Zn3 55.8(2) . . ? C4 C5 Zn3 175.2(4) . . ? C7 C6 C4 119.6(4) . . ? C7 C6 H6 120.2 . . ? C4 C6 H6 120.2 . . ? O5 C7 C6 114.8(4) . . ? O5 C7 C8 124.5(4) . . ? C6 C7 C8 120.6(4) . . ? C7 C8 C2 119.3(4) . . ? C7 C8 H8 120.3 . . ? C2 C8 H8 120.3 . . ? O5 C9 C10 109.2(4) . . ? 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 . . ? C15 C10 C11 118.0(5) . . ? C15 C10 C9 121.1(6) . . ? C11 C10 C9 120.9(5) . . ? C10 C11 C12 121.4(5) . . ? C10 C11 H11 119.3 . . ? C12 C11 H11 119.3 . . ? C13 C12 C11 120.3(5) . . ? C13 C12 H12 119.8 . . ? C11 C12 H12 119.8 . . ? C12 C13 C14 119.0(5) . . ? C12 C13 C16 120.0(5) . . ? C14 C13 C16 121.0(5) . . ? C13 C14 C15 120.4(6) . . ? C13 C14 H14 119.8 . . ? C15 C14 H14 119.8 . . ? C10 C15 C14 120.7(6) . . ? C10 C15 H15 119.6 . . ? C14 C15 H15 119.6 . . ? O6 C16 C13 107.0(4) . . ? O6 C16 H16A 110.3 . . ? C13 C16 H16A 110.3 . . ? O6 C16 H16B 110.3 . . ? C13 C16 H16B 110.3 . . ? H16A C16 H16B 108.6 . . ? O6 C17 C24 124.7(4) . . ? O6 C17 C18 114.7(4) . . ? C24 C17 C18 120.6(4) . . ? C17 C18 C19 120.0(4) . . ? C17 C18 H18 120.0 . . ? C19 C18 H18 120.0 . . ? C21 C19 C18 119.5(4) . . ? C21 C19 C20 121.4(4) . . ? C18 C19 C20 119.1(4) . . ? O8 C20 O7 124.5(5) . . ? O8 C20 C19 120.2(4) . . ? O7 C20 C19 115.3(4) . . ? C19 C21 C22 120.6(4) . . ? C19 C21 H21 119.7 . . ? C22 C21 H21 119.7 . . ? C21 C22 C24 119.7(4) . . ? C21 C22 C23 121.0(4) . . ? C24 C22 C23 119.4(4) . . ? O9 C23 O10 124.5(4) . . ? O9 C23 C22 118.0(4) . . ? O10 C23 C22 117.6(4) . . ? C17 C24 C22 119.6(4) . . ? C17 C24 H24 120.2 . . ? C22 C24 H24 120.2 . . ? C1 O1 Zn1 138.9(3) . . ? C1 O2 Zn2 119.7(3) . . ? C5 O3 Zn3 95.0(3) . . ? C5 O4 Zn3 86.4(3) . . ? C7 O5 C9 116.8(4) . . ? C17 O6 C16 117.5(4) . . ? C20 O7 Zn2 125.5(3) . 1_665 ? C23 O9 Zn3 133.1(3) . 1_754 ? C23 O10 Zn1 136.8(3) . 2_665 ? Zn1 O13 H13A 120.1 . . ? Zn1 O13 H13B 119.9 . . ? H13A O13 H13B 120.0 . . ? Zn1 O14 H14A 119.9 . . ? Zn1 O14 H14B 120.1 . . ? H14A O14 H14B 120.0 . . ? Zn3 O11 Zn1 129.29(15) 1_545 . ? Zn3 O11 Zn3 94.34(12) 1_545 2_466 ? Zn1 O11 Zn3 114.83(14) . 2_466 ? Zn3 O11 H11A 105.4 1_545 . ? Zn1 O11 H11A 105.4 . . ? Zn3 O11 H11A 105.4 2_466 . ? Zn2 O12 Zn2 93.89(13) . 2_556 ? Zn2 O12 Zn1 107.01(15) . . ? Zn2 O12 Zn1 132.63(16) 2_556 . ? Zn2 O12 H12A 106.8 . . ? Zn2 O12 H12A 106.8 2_556 . ? Zn1 O12 H12A 106.8 . . ? O10 Zn1 O11 99.63(13) 2_665 . ? O10 Zn1 O12 92.33(16) 2_665 . ? O11 Zn1 O12 97.41(12) . . ? O10 Zn1 O13 162.07(18) 2_665 . ? O11 Zn1 O13 92.53(14) . . ? O12 Zn1 O13 99.16(16) . . ? O10 Zn1 O1 83.92(14) 2_665 . ? O11 Zn1 O1 171.07(13) . . ? O12 Zn1 O1 90.60(13) . . ? O13 Zn1 O1 82.25(15) . . ? O10 Zn1 O14 84.7(2) 2_665 . ? O11 Zn1 O14 91.41(18) . . ? O12 Zn1 O14 171.05(18) . . ? O13 Zn1 O14 81.9(2) . . ? O1 Zn1 O14 80.72(18) . . ? O9 Zn3 O11 102.41(15) 1_356 1_565 ? O9 Zn3 O11 98.46(13) 1_356 2_466 ? O11 Zn3 O11 85.66(12) 1_565 2_466 ? O9 Zn3 O3 107.99(16) 1_356 . ? O11 Zn3 O3 149.59(13) 1_565 . ? O11 Zn3 O3 90.23(14) 2_466 . ? O9 Zn3 O15 82.49(15) 1_356 . ? O11 Zn3 O15 95.65(15) 1_565 . ? O11 Zn3 O15 178.20(14) 2_466 . ? O3 Zn3 O15 88.01(15) . . ? O9 Zn3 O4 164.09(16) 1_356 . ? O11 Zn3 O4 91.67(12) 1_565 . ? O11 Zn3 O4 89.85(12) 2_466 . ? O3 Zn3 O4 58.15(13) . . ? O15 Zn3 O4 88.87(14) . . ? O9 Zn3 C5 136.78(17) 1_356 . ? O11 Zn3 C5 120.56(14) 1_565 . ? O11 Zn3 C5 89.69(13) 2_466 . ? O3 Zn3 C5 29.16(15) . . ? O15 Zn3 C5 88.58(15) . . ? O4 Zn3 C5 29.00(14) . . ? O9 Zn3 Zn3 104.24(12) 1_356 2_476 ? O11 Zn3 Zn3 43.70(9) 1_565 2_476 ? O11 Zn3 Zn3 41.97(8) 2_466 2_476 ? O3 Zn3 Zn3 125.53(11) . 2_476 ? O15 Zn3 Zn3 139.33(12) . 2_476 ? O4 Zn3 Zn3 91.02(10) . 2_476 ? C5 Zn3 Zn3 109.71(11) . 2_476 ? O7 Zn2 O2 119.30(15) 1_445 . ? O7 Zn2 O12 106.54(15) 1_445 . ? O2 Zn2 O12 117.30(13) . . ? O7 Zn2 O12 117.23(15) 1_445 2_556 ? O2 Zn2 O12 106.02(13) . 2_556 ? O12 Zn2 O12 86.11(13) . 2_556 ? O7 Zn2 Zn2 120.55(11) 1_445 2_556 ? O2 Zn2 Zn2 120.15(10) . 2_556 ? O12 Zn2 Zn2 43.24(9) . 2_556 ? O12 Zn2 Zn2 42.87(9) 2_556 2_556 ? Zn3 O15 H15A 120.0 . . ? Zn3 O15 H15B 120.0 . . ? H15A O15 H15B 120.0 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 C3 -7.6(6) . . . . ? O2 C1 C2 C3 173.8(4) . . . . ? O1 C1 C2 C8 166.9(4) . . . . ? O2 C1 C2 C8 -11.7(7) . . . . ? C8 C2 C3 C4 0.6(7) . . . . ? C1 C2 C3 C4 175.1(4) . . . . ? C2 C3 C4 C6 -1.1(7) . . . . ? C2 C3 C4 C5 -177.0(4) . . . . ? C3 C4 C5 O4 -169.6(5) . . . . ? C6 C4 C5 O4 14.6(7) . . . . ? C3 C4 C5 O3 12.6(7) . . . . ? C6 C4 C5 O3 -163.3(5) . . . . ? C3 C4 C5 Zn3 21(4) . . . . ? C6 C4 C5 Zn3 -155(4) . . . . ? C3 C4 C6 C7 -0.5(7) . . . . ? C5 C4 C6 C7 175.4(4) . . . . ? C4 C6 C7 O5 -174.9(4) . . . . ? C4 C6 C7 C8 2.6(7) . . . . ? O5 C7 C8 C2 174.1(4) . . . . ? C6 C7 C8 C2 -3.1(7) . . . . ? C3 C2 C8 C7 1.5(7) . . . . ? C1 C2 C8 C7 -172.9(4) . . . . ? O5 C9 C10 C15 127.7(7) . . . . ? O5 C9 C10 C11 -54.3(8) . . . . ? C15 C10 C11 C12 1.4(9) . . . . ? C9 C10 C11 C12 -176.6(6) . . . . ? C10 C11 C12 C13 0.5(9) . . . . ? C11 C12 C13 C14 -0.3(9) . . . . ? C11 C12 C13 C16 178.3(5) . . . . ? C12 C13 C14 C15 -1.7(11) . . . . ? C16 C13 C14 C15 179.7(7) . . . . ? C11 C10 C15 C14 -3.5(11) . . . . ? C9 C10 C15 C14 174.5(7) . . . . ? C13 C14 C15 C10 3.7(13) . . . . ? C12 C13 C16 O6 108.3(6) . . . . ? C14 C13 C16 O6 -73.1(8) . . . . ? O6 C17 C18 C19 180.0(4) . . . . ? C24 C17 C18 C19 -1.9(8) . . . . ? C17 C18 C19 C21 1.3(7) . . . . ? C17 C18 C19 C20 178.9(4) . . . . ? C21 C19 C20 O8 -2.9(7) . . . . ? C18 C19 C20 O8 179.5(5) . . . . ? C21 C19 C20 O7 175.7(4) . . . . ? C18 C19 C20 O7 -1.8(6) . . . . ? C18 C19 C21 C22 0.7(7) . . . . ? C20 C19 C21 C22 -176.9(4) . . . . ? C19 C21 C22 C24 -2.0(7) . . . . ? C19 C21 C22 C23 176.5(4) . . . . ? C21 C22 C23 O9 5.9(7) . . . . ? C24 C22 C23 O9 -175.7(5) . . . . ? C21 C22 C23 O10 -173.9(5) . . . . ? C24 C22 C23 O10 4.6(7) . . . . ? O6 C17 C24 C22 178.5(5) . . . . ? C18 C17 C24 C22 0.6(8) . . . . ? C21 C22 C24 C17 1.4(7) . . . . ? C23 C22 C24 C17 -177.1(4) . . . . ? O2 C1 O1 Zn1 -33.1(8) . . . . ? C2 C1 O1 Zn1 148.3(4) . . . . ? O1 C1 O2 Zn2 -4.2(6) . . . . ? C2 C1 O2 Zn2 174.4(3) . . . . ? O4 C5 O3 Zn3 1.4(5) . . . . ? C4 C5 O3 Zn3 179.2(4) . . . . ? O3 C5 O4 Zn3 -1.2(5) . . . . ? C4 C5 O4 Zn3 -179.1(4) . . . . ? C6 C7 O5 C9 -179.1(5) . . . . ? C8 C7 O5 C9 3.5(7) . . . . ? C10 C9 O5 C7 178.1(5) . . . . ? C24 C17 O6 C16 1.2(8) . . . . ? C18 C17 O6 C16 179.2(5) . . . . ? C13 C16 O6 C17 -179.9(5) . . . . ? O8 C20 O7 Zn2 12.4(7) . . . 1_665 ? C19 C20 O7 Zn2 -166.2(3) . . . 1_665 ? O10 C23 O9 Zn3 -12.7(8) . . . 1_754 ? C22 C23 O9 Zn3 167.6(3) . . . 1_754 ? O9 C23 O10 Zn1 -14.5(9) . . . 2_665 ? C22 C23 O10 Zn1 165.3(4) . . . 2_665 ? Zn3 O11 Zn1 O10 96.2(2) 1_545 . . 2_665 ? Zn3 O11 Zn1 O10 -22.84(19) 2_466 . . 2_665 ? Zn3 O11 Zn1 O12 2.6(2) 1_545 . . . ? Zn3 O11 Zn1 O12 -116.49(15) 2_466 . . . ? Zn3 O11 Zn1 O13 -97.0(2) 1_545 . . . ? Zn3 O11 Zn1 O13 143.93(18) 2_466 . . . ? Zn3 O11 Zn1 O1 -150.9(8) 1_545 . . . ? Zn3 O11 Zn1 O1 90.0(9) 2_466 . . . ? Zn3 O11 Zn1 O14 -178.9(2) 1_545 . . . ? Zn3 O11 Zn1 O14 62.0(2) 2_466 . . . ? Zn2 O12 Zn1 O10 44.06(16) . . . 2_665 ? Zn2 O12 Zn1 O10 156.3(2) 2_556 . . 2_665 ? Zn2 O12 Zn1 O11 144.08(14) . . . . ? Zn2 O12 Zn1 O11 -103.7(2) 2_556 . . . ? Zn2 O12 Zn1 O13 -122.13(16) . . . . ? Zn2 O12 Zn1 O13 -9.9(2) 2_556 . . . ? Zn2 O12 Zn1 O1 -39.89(15) . . . . ? Zn2 O12 Zn1 O1 72.3(2) 2_556 . . . ? Zn2 O12 Zn1 O14 -26.1(13) . . . . ? Zn2 O12 Zn1 O14 86.1(13) 2_556 . . . ? C1 O1 Zn1 O10 -33.4(5) . . . 2_665 ? C1 O1 Zn1 O11 -147.4(7) . . . . ? C1 O1 Zn1 O12 58.9(5) . . . . ? C1 O1 Zn1 O13 158.0(5) . . . . ? C1 O1 Zn1 O14 -119.0(5) . . . . ? C5 O3 Zn3 O9 -172.1(3) . . . 1_356 ? C5 O3 Zn3 O11 7.1(5) . . . 1_565 ? C5 O3 Zn3 O11 88.9(3) . . . 2_466 ? C5 O3 Zn3 O15 -90.6(3) . . . . ? C5 O3 Zn3 O4 -0.7(3) . . . . ? C5 O3 Zn3 Zn3 64.6(3) . . . 2_476 ? C5 O4 Zn3 O9 32.2(6) . . . 1_356 ? C5 O4 Zn3 O11 -175.3(3) . . . 1_565 ? C5 O4 Zn3 O11 -89.6(3) . . . 2_466 ? C5 O4 Zn3 O3 0.7(3) . . . . ? C5 O4 Zn3 O15 89.1(3) . . . . ? C5 O4 Zn3 Zn3 -131.6(3) . . . 2_476 ? O4 C5 Zn3 O9 -167.7(3) . . . 1_356 ? O3 C5 Zn3 O9 11.0(4) . . . 1_356 ? C4 C5 Zn3 O9 3(4) . . . 1_356 ? O4 C5 Zn3 O11 5.5(3) . . . 1_565 ? O3 C5 Zn3 O11 -175.8(3) . . . 1_565 ? C4 C5 Zn3 O11 176(4) . . . 1_565 ? O4 C5 Zn3 O11 90.3(3) . . . 2_466 ? O3 C5 Zn3 O11 -91.0(3) . . . 2_466 ? C4 C5 Zn3 O11 -99(4) . . . 2_466 ? O4 C5 Zn3 O3 -178.7(5) . . . . ? C4 C5 Zn3 O3 -8(4) . . . . ? O4 C5 Zn3 O15 -90.2(3) . . . . ? O3 C5 Zn3 O15 88.5(3) . . . . ? C4 C5 Zn3 O15 80(4) . . . . ? O3 C5 Zn3 O4 178.7(5) . . . . ? C4 C5 Zn3 O4 170(4) . . . . ? O4 C5 Zn3 Zn3 52.6(3) . . . 2_476 ? O3 C5 Zn3 Zn3 -128.7(3) . . . 2_476 ? C4 C5 Zn3 Zn3 -137(4) . . . 2_476 ? C1 O2 Zn2 O7 130.7(3) . . . 1_445 ? C1 O2 Zn2 O12 -0.4(4) . . . . ? C1 O2 Zn2 O12 -94.3(3) . . . 2_556 ? C1 O2 Zn2 Zn2 -50.0(4) . . . 2_556 ? Zn2 O12 Zn2 O7 117.28(15) 2_556 . . 1_445 ? Zn1 O12 Zn2 O7 -105.78(16) . . . 1_445 ? Zn2 O12 Zn2 O2 -106.03(15) 2_556 . . . ? Zn1 O12 Zn2 O2 30.9(2) . . . . ? Zn2 O12 Zn2 O12 0.0 2_556 . . 2_556 ? Zn1 O12 Zn2 O12 136.9(2) . . . 2_556 ? Zn1 O12 Zn2 Zn2 136.9(2) . . . 2_556 ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 1.194 _refine_diff_density_min -0.866 _refine_diff_density_rms 0.108 data_a10 _database_code_depnum_ccdc_archive 'CCDC 910008' #TrackingRef '10.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H33 N4 O5 Zn, 3(O)' _chemical_formula_sum 'C56 H66 N8 O16 Zn2' _chemical_formula_weight 1237.91 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 P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.3898(7) _cell_length_b 19.8601(14) _cell_length_c 17.9499(11) _cell_angle_alpha 90.00 _cell_angle_beta 110.534(3) _cell_angle_gamma 90.00 _cell_volume 3134.7(4) _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 block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.312 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1292 _exptl_absorpt_coefficient_mu 0.835 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8992 _exptl_absorpt_correction_T_max 0.9439 _exptl_absorpt_process_details 'SADABS (Sheldrick,1996)' _exptl_special_details ; Sheldrick, G. M. (1996). SADABS. University of G\"ottingen, Germany. ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 19472 _diffrn_reflns_av_R_equivalents 0.0360 _diffrn_reflns_av_sigmaI/netI 0.0473 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.32 _diffrn_reflns_theta_max 27.54 _reflns_number_total 7181 _reflns_number_gt 5403 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.1256P)^2^+4.1524P] 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 7181 _refine_ls_number_parameters 371 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0933 _refine_ls_R_factor_gt 0.0733 _refine_ls_wR_factor_ref 0.2376 _refine_ls_wR_factor_gt 0.2195 _refine_ls_goodness_of_fit_ref 1.072 _refine_ls_restrained_S_all 1.072 _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 1.3929(5) 0.1575(2) 0.1880(3) 0.0400(9) Uani 1 1 d . . . C2 C 1.4402(5) 0.1671(2) 0.1172(2) 0.0356(9) Uani 1 1 d . . . C3 C 1.3603(5) 0.2106(2) 0.0559(2) 0.0364(9) Uani 1 1 d . . . H3 H 1.2748 0.2330 0.0581 0.044 Uiso 1 1 calc R . . C4 C 1.4073(5) 0.2208(2) -0.0081(2) 0.0386(9) Uani 1 1 d . . . C5 C 1.3203(5) 0.2685(2) -0.0727(3) 0.0448(10) Uani 1 1 d . . . C6 C 1.5312(6) 0.1848(2) -0.0140(3) 0.0475(11) Uani 1 1 d . . . H6 H 1.5613 0.1906 -0.0577 0.057 Uiso 1 1 calc R . . C7 C 1.6082(6) 0.1406(3) 0.0464(3) 0.0495(12) Uani 1 1 d . . . C8 C 1.5649(5) 0.1324(2) 0.1122(3) 0.0462(11) Uani 1 1 d . . . H8 H 1.6195 0.1035 0.1530 0.055 Uiso 1 1 calc R . . C9 C 1.7675(7) 0.1022(3) -0.0235(3) 0.0669(17) Uani 1 1 d . . . H9A H 1.8062 0.1460 -0.0307 0.080 Uiso 1 1 calc R . . H9B H 1.6786 0.0922 -0.0698 0.080 Uiso 1 1 calc R . . C10 C 1.8876(6) 0.0490(3) -0.0126(3) 0.0561(13) Uani 1 1 d . . . C11 C 2.0406(6) 0.0676(3) 0.0091(3) 0.0612(14) Uani 1 1 d . . . H11 H 2.0684 0.1128 0.0151 0.073 Uiso 1 1 calc R . . C12 C 1.8502(6) -0.0180(3) -0.0217(3) 0.0632(15) Uani 1 1 d . . . H12 H 1.7485 -0.0305 -0.0366 0.076 Uiso 1 1 calc R . . C13 C 0.9670(6) 0.2621(3) 0.1608(3) 0.0596(14) Uani 1 1 d . . . H13 H 1.0062 0.2418 0.1254 0.071 Uiso 1 1 calc R . . C14 C 0.8543(7) 0.3093(3) 0.1317(4) 0.0701(17) Uani 1 1 d . . . H14 H 0.8180 0.3197 0.0778 0.084 Uiso 1 1 calc R . . C15 C 0.7946(6) 0.3413(3) 0.1826(4) 0.0605(14) Uani 1 1 d . . . C16 C 0.8487(8) 0.3213(3) 0.2601(4) 0.0736(18) Uani 1 1 d . . . H16 H 0.8094 0.3400 0.2963 0.088 Uiso 1 1 calc R . . C17 C 0.9621(7) 0.2732(3) 0.2851(4) 0.0665(16) Uani 1 1 d . . . H17 H 0.9975 0.2606 0.3384 0.080 Uiso 1 1 calc R . . C18 C 0.6813(7) 0.3967(3) 0.1539(5) 0.0752(18) Uani 1 1 d . . . H18A H 0.7344 0.4388 0.1552 0.090 Uiso 1 1 calc R . . H18B H 0.6178 0.3879 0.0991 0.090 Uiso 1 1 calc R . . C19 C 0.5051(7) 0.4678(3) 0.1892(5) 0.0700(18) Uani 1 1 d . . . H19A H 0.4433 0.4722 0.1334 0.084 Uiso 1 1 calc R . . H19B H 0.5787 0.5042 0.2031 0.084 Uiso 1 1 calc R . . C20 C 0.4064(6) 0.4725(3) 0.2385(4) 0.0623(15) Uani 1 1 d . . . H20A H 0.4689 0.4690 0.2943 0.075 Uiso 1 1 calc R . . H20B H 0.3562 0.5160 0.2301 0.075 Uiso 1 1 calc R . . C21 C 0.3712(6) 0.3543(3) 0.2317(4) 0.0649(16) Uani 1 1 d . . . H21A H 0.2967 0.3183 0.2170 0.078 Uiso 1 1 calc R . . H21B H 0.4320 0.3492 0.2876 0.078 Uiso 1 1 calc R . . C22 C 0.4724(7) 0.3497(3) 0.1822(4) 0.0663(16) Uani 1 1 d . . . H22A H 0.5237 0.3065 0.1912 0.080 Uiso 1 1 calc R . . H22B H 0.4106 0.3528 0.1262 0.080 Uiso 1 1 calc R . . C23 C 0.1960(6) 0.4227(3) 0.2654(4) 0.0656(16) Uani 1 1 d . . . H23A H 0.2596 0.4235 0.3213 0.079 Uiso 1 1 calc R . . H23B H 0.1357 0.3819 0.2562 0.079 Uiso 1 1 calc R . . C24 C 0.0901(6) 0.4821(2) 0.2489(3) 0.0486(11) Uani 1 1 d . . . C25 C 0.0509(7) 0.5199(3) 0.1804(4) 0.0696(17) Uani 1 1 d . . . H25 H 0.0914 0.5093 0.1414 0.084 Uiso 1 1 calc R . . C26 C -0.0481(7) 0.5736(3) 0.1691(3) 0.0648(16) Uani 1 1 d . . . H26 H -0.0726 0.5982 0.1223 0.078 Uiso 1 1 calc R . . C27 C -0.0761(7) 0.5540(3) 0.2871(3) 0.0615(15) Uani 1 1 d . . . H27 H -0.1205 0.5651 0.3243 0.074 Uiso 1 1 calc R . . C28 C 0.0206(8) 0.4997(3) 0.3027(3) 0.0684(17) Uani 1 1 d . . . H28 H 0.0394 0.4749 0.3492 0.082 Uiso 1 1 calc R . . N1 N 1.0231(4) 0.2440(2) 0.2366(2) 0.0472(9) Uani 1 1 d . . . N2 N 0.5842(5) 0.4031(2) 0.2027(3) 0.0603(12) Uani 1 1 d . . . N3 N 0.2931(4) 0.4198(2) 0.2186(3) 0.0523(11) Uani 1 1 d . . . N4 N -0.1097(4) 0.59137(19) 0.2223(2) 0.0411(8) Uani 1 1 d . . . O1 O 1.2683(4) 0.18502(15) 0.18361(19) 0.0441(7) Uani 1 1 d . . . O2 O 1.4719(5) 0.1250(2) 0.2457(2) 0.0692(12) Uani 1 1 d . . . O3 O 1.2149(5) 0.3021(2) -0.0662(3) 0.0745(13) Uani 1 1 d . . . O4 O 1.3578(4) 0.27085(18) -0.13423(19) 0.0527(8) Uani 1 1 d . . . O5 O 1.7293(5) 0.1017(2) 0.0459(2) 0.0699(12) Uani 1 1 d . . . O6 O 0.1152(9) 0.4034(5) 0.0465(4) 0.166(3) Uani 1 1 d . . . O7 O 0.1854(13) 0.5482(6) 0.0084(6) 0.223(5) Uani 1 1 d . . . O9 O 0.0487(9) 0.7361(6) 0.0265(4) 0.175(4) Uani 1 1 d . . . Zn1 Zn 1.21103(5) 0.18130(2) 0.27810(3) 0.03643(19) 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 0.051(3) 0.038(2) 0.038(2) 0.0018(18) 0.0240(19) 0.0037(18) C2 0.043(2) 0.036(2) 0.033(2) 0.0029(16) 0.0198(17) 0.0082(16) C3 0.037(2) 0.038(2) 0.037(2) 0.0025(17) 0.0168(17) 0.0082(16) C4 0.040(2) 0.043(2) 0.035(2) 0.0062(17) 0.0170(17) 0.0096(17) C5 0.048(3) 0.049(2) 0.041(2) 0.0097(19) 0.020(2) 0.010(2) C6 0.047(3) 0.065(3) 0.039(2) 0.012(2) 0.026(2) 0.019(2) C7 0.049(3) 0.062(3) 0.046(3) 0.008(2) 0.027(2) 0.026(2) C8 0.057(3) 0.050(3) 0.038(2) 0.0131(19) 0.025(2) 0.023(2) C9 0.067(3) 0.097(4) 0.050(3) 0.015(3) 0.037(3) 0.042(3) C10 0.050(3) 0.083(4) 0.042(3) -0.001(2) 0.024(2) 0.025(3) C11 0.064(3) 0.074(4) 0.053(3) -0.007(3) 0.030(3) 0.016(3) C12 0.041(3) 0.094(4) 0.057(3) -0.009(3) 0.021(2) 0.016(3) C13 0.055(3) 0.075(4) 0.051(3) -0.005(3) 0.021(2) 0.021(3) C14 0.060(4) 0.089(4) 0.061(4) 0.009(3) 0.022(3) 0.030(3) C15 0.044(3) 0.065(3) 0.080(4) -0.001(3) 0.031(3) 0.009(2) C16 0.071(4) 0.091(5) 0.077(4) -0.004(3) 0.048(4) 0.025(3) C17 0.067(4) 0.084(4) 0.064(3) 0.008(3) 0.042(3) 0.025(3) C18 0.058(3) 0.072(4) 0.106(5) 0.010(4) 0.040(3) 0.019(3) C19 0.053(3) 0.040(3) 0.126(6) -0.004(3) 0.044(3) 0.003(2) C20 0.053(3) 0.040(3) 0.097(4) -0.010(3) 0.030(3) 0.005(2) C21 0.051(3) 0.038(3) 0.109(5) 0.002(3) 0.032(3) 0.005(2) C22 0.058(3) 0.042(3) 0.100(5) -0.010(3) 0.029(3) 0.008(2) C23 0.061(3) 0.055(3) 0.089(4) 0.025(3) 0.037(3) 0.021(2) C24 0.047(3) 0.048(3) 0.053(3) 0.009(2) 0.019(2) 0.010(2) C25 0.088(4) 0.071(4) 0.072(4) 0.022(3) 0.056(3) 0.035(3) C26 0.083(4) 0.073(4) 0.055(3) 0.025(3) 0.045(3) 0.038(3) C27 0.088(4) 0.062(3) 0.049(3) 0.013(2) 0.043(3) 0.029(3) C28 0.094(4) 0.067(3) 0.053(3) 0.024(3) 0.037(3) 0.034(3) N1 0.042(2) 0.056(2) 0.052(2) -0.0010(18) 0.0268(18) 0.0054(17) N2 0.042(2) 0.047(2) 0.097(4) -0.004(2) 0.031(2) 0.0076(17) N3 0.040(2) 0.039(2) 0.082(3) 0.0064(19) 0.025(2) 0.0084(15) N4 0.046(2) 0.045(2) 0.0374(19) 0.0044(15) 0.0206(16) 0.0094(16) O1 0.0489(18) 0.0532(18) 0.0411(17) 0.0005(13) 0.0292(14) 0.0075(14) O2 0.092(3) 0.076(3) 0.054(2) 0.0299(19) 0.043(2) 0.041(2) O3 0.074(3) 0.093(3) 0.066(3) 0.037(2) 0.037(2) 0.048(2) O4 0.058(2) 0.064(2) 0.0422(18) 0.0161(16) 0.0246(15) 0.0117(16) O5 0.072(2) 0.099(3) 0.051(2) 0.024(2) 0.0383(19) 0.055(2) O6 0.136(6) 0.234(9) 0.105(5) -0.005(5) 0.015(4) 0.038(6) O7 0.215(10) 0.238(11) 0.166(9) 0.025(8) 0.004(7) 0.005(9) O9 0.146(7) 0.294(12) 0.112(5) 0.042(6) 0.079(5) 0.046(7) Zn1 0.0392(3) 0.0407(3) 0.0349(3) -0.00273(19) 0.0198(2) -0.00404(19) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O2 1.224(5) . ? C1 O1 1.269(5) . ? C1 C2 1.500(6) . ? C2 C8 1.388(6) . ? C2 C3 1.393(6) . ? C3 C4 1.384(6) . ? C3 H3 0.9300 . ? C4 C6 1.400(6) . ? C4 C5 1.499(6) . ? C5 O3 1.233(6) . ? C5 O4 1.272(5) . ? C6 C7 1.385(6) . ? C6 H6 0.9300 . ? C7 O5 1.376(5) . ? C7 C8 1.387(6) . ? C8 H8 0.9300 . ? C9 O5 1.411(6) . ? C9 C10 1.507(7) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C12 1.373(9) . ? C10 C11 1.400(8) . ? C11 C12 1.382(7) 3_955 ? C11 H11 0.9300 . ? C12 C11 1.382(7) 3_955 ? C12 H12 0.9300 . ? C13 N1 1.325(6) . ? C13 C14 1.372(7) . ? C13 H13 0.9300 . ? C14 C15 1.384(8) . ? C14 H14 0.9300 . ? C15 C16 1.362(9) . ? C15 C18 1.491(8) . ? C16 C17 1.383(8) . ? C16 H16 0.9300 . ? C17 N1 1.331(6) . ? C17 H17 0.9300 . ? C18 N2 1.475(7) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 N2 1.460(6) . ? C19 C20 1.492(8) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 N3 1.445(7) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 N3 1.470(6) . ? C21 C22 1.513(8) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 N2 1.447(7) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 N3 1.443(7) . ? C23 C24 1.503(7) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 C25 1.377(7) . ? C24 C28 1.387(7) . ? C25 C26 1.381(7) . ? C25 H25 0.9300 . ? C26 N4 1.326(6) . ? C26 H26 0.9300 . ? C27 N4 1.320(6) . ? C27 C28 1.374(7) . ? C27 H27 0.9300 . ? C28 H28 0.9300 . ? N1 Zn1 2.073(4) . ? N4 Zn1 2.023(4) 2_655 ? O1 Zn1 1.952(3) . ? O4 Zn1 1.938(3) 4_565 ? Zn1 O4 1.938(3) 4_566 ? Zn1 N4 2.022(4) 2_645 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 C1 O1 123.5(4) . . ? O2 C1 C2 120.8(4) . . ? O1 C1 C2 115.7(4) . . ? C8 C2 C3 119.4(4) . . ? C8 C2 C1 120.0(4) . . ? C3 C2 C1 120.7(4) . . ? C4 C3 C2 120.4(4) . . ? C4 C3 H3 119.8 . . ? C2 C3 H3 119.8 . . ? C3 C4 C6 120.3(4) . . ? C3 C4 C5 119.3(4) . . ? C6 C4 C5 120.4(4) . . ? O3 C5 O4 122.6(4) . . ? O3 C5 C4 120.5(4) . . ? O4 C5 C4 117.0(4) . . ? C7 C6 C4 119.0(4) . . ? C7 C6 H6 120.5 . . ? C4 C6 H6 120.5 . . ? O5 C7 C6 123.8(4) . . ? O5 C7 C8 115.4(4) . . ? C6 C7 C8 120.8(4) . . ? C7 C8 C2 120.2(4) . . ? C7 C8 H8 119.9 . . ? C2 C8 H8 119.9 . . ? O5 C9 C10 107.0(4) . . ? O5 C9 H9A 110.3 . . ? C10 C9 H9A 110.3 . . ? O5 C9 H9B 110.3 . . ? C10 C9 H9B 110.3 . . ? H9A C9 H9B 108.6 . . ? C12 C10 C11 118.9(5) . . ? C12 C10 C9 121.0(5) . . ? C11 C10 C9 120.0(6) . . ? C12 C11 C10 119.2(6) 3_955 . ? C12 C11 H11 120.4 3_955 . ? C10 C11 H11 120.4 . . ? C10 C12 C11 121.8(5) . 3_955 ? C10 C12 H12 119.1 . . ? C11 C12 H12 119.1 3_955 . ? N1 C13 C14 123.5(5) . . ? N1 C13 H13 118.3 . . ? C14 C13 H13 118.3 . . ? C13 C14 C15 120.0(6) . . ? C13 C14 H14 120.0 . . ? C15 C14 H14 120.0 . . ? C16 C15 C14 116.6(5) . . ? C16 C15 C18 122.3(6) . . ? C14 C15 C18 121.1(6) . . ? C15 C16 C17 120.1(5) . . ? C15 C16 H16 119.9 . . ? C17 C16 H16 119.9 . . ? N1 C17 C16 123.2(6) . . ? N1 C17 H17 118.4 . . ? C16 C17 H17 118.4 . . ? N2 C18 C15 111.9(5) . . ? N2 C18 H18A 109.2 . . ? C15 C18 H18A 109.2 . . ? N2 C18 H18B 109.2 . . ? C15 C18 H18B 109.2 . . ? H18A C18 H18B 107.9 . . ? N2 C19 C20 110.0(5) . . ? N2 C19 H19A 109.7 . . ? C20 C19 H19A 109.7 . . ? N2 C19 H19B 109.7 . . ? C20 C19 H19B 109.7 . . ? H19A C19 H19B 108.2 . . ? N3 C20 C19 111.4(5) . . ? N3 C20 H20A 109.4 . . ? C19 C20 H20A 109.4 . . ? N3 C20 H20B 109.4 . . ? C19 C20 H20B 109.4 . . ? H20A C20 H20B 108.0 . . ? N3 C21 C22 109.9(5) . . ? N3 C21 H21A 109.7 . . ? C22 C21 H21A 109.7 . . ? N3 C21 H21B 109.7 . . ? C22 C21 H21B 109.7 . . ? H21A C21 H21B 108.2 . . ? N2 C22 C21 110.9(5) . . ? N2 C22 H22A 109.5 . . ? C21 C22 H22A 109.5 . . ? N2 C22 H22B 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 108.1 . . ? N3 C23 C24 115.3(4) . . ? N3 C23 H23A 108.5 . . ? C24 C23 H23A 108.5 . . ? N3 C23 H23B 108.5 . . ? C24 C23 H23B 108.5 . . ? H23A C23 H23B 107.5 . . ? C25 C24 C28 116.1(4) . . ? C25 C24 C23 123.8(5) . . ? C28 C24 C23 120.1(5) . . ? C24 C25 C26 120.5(5) . . ? C24 C25 H25 119.8 . . ? C26 C25 H25 119.8 . . ? N4 C26 C25 122.8(5) . . ? N4 C26 H26 118.6 . . ? C25 C26 H26 118.6 . . ? N4 C27 C28 123.9(5) . . ? N4 C27 H27 118.1 . . ? C28 C27 H27 118.1 . . ? C27 C28 C24 119.7(5) . . ? C27 C28 H28 120.2 . . ? C24 C28 H28 120.2 . . ? C13 N1 C17 116.5(5) . . ? C13 N1 Zn1 120.9(3) . . ? C17 N1 Zn1 122.3(4) . . ? C22 N2 C19 108.7(4) . . ? C22 N2 C18 109.3(5) . . ? C19 N2 C18 111.3(5) . . ? C20 N3 C23 112.7(5) . . ? C20 N3 C21 108.6(4) . . ? C23 N3 C21 108.9(4) . . ? C27 N4 C26 117.0(4) . . ? C27 N4 Zn1 117.8(3) . 2_655 ? C26 N4 Zn1 123.8(3) . 2_655 ? C1 O1 Zn1 117.3(3) . . ? C5 O4 Zn1 112.8(3) . 4_565 ? C7 O5 C9 117.9(4) . . ? O4 Zn1 O1 110.66(14) 4_566 . ? O4 Zn1 N4 129.47(15) 4_566 2_645 ? O1 Zn1 N4 107.62(14) . 2_645 ? O4 Zn1 N1 105.70(16) 4_566 . ? O1 Zn1 N1 97.13(14) . . ? N4 Zn1 N1 100.89(16) 2_645 . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 C1 C2 C8 7.9(7) . . . . ? O1 C1 C2 C8 -172.3(4) . . . . ? O2 C1 C2 C3 -172.1(5) . . . . ? O1 C1 C2 C3 7.7(6) . . . . ? C8 C2 C3 C4 -2.0(7) . . . . ? C1 C2 C3 C4 178.1(4) . . . . ? C2 C3 C4 C6 3.2(7) . . . . ? C2 C3 C4 C5 -179.3(4) . . . . ? C3 C4 C5 O3 5.2(7) . . . . ? C6 C4 C5 O3 -177.2(5) . . . . ? C3 C4 C5 O4 -172.8(4) . . . . ? C6 C4 C5 O4 4.8(7) . . . . ? C3 C4 C6 C7 -1.9(8) . . . . ? C5 C4 C6 C7 -179.4(5) . . . . ? C4 C6 C7 O5 178.5(5) . . . . ? C4 C6 C7 C8 -0.7(8) . . . . ? O5 C7 C8 C2 -177.4(5) . . . . ? C6 C7 C8 C2 1.9(8) . . . . ? C3 C2 C8 C7 -0.6(7) . . . . ? C1 C2 C8 C7 179.4(5) . . . . ? O5 C9 C10 C12 76.8(7) . . . . ? O5 C9 C10 C11 -101.3(6) . . . . ? C12 C10 C11 C12 -0.6(9) . . . 3_955 ? C9 C10 C11 C12 177.7(5) . . . 3_955 ? C11 C10 C12 C11 0.6(9) . . . 3_955 ? C9 C10 C12 C11 -177.6(5) . . . 3_955 ? N1 C13 C14 C15 0.9(10) . . . . ? C13 C14 C15 C16 -2.8(10) . . . . ? C13 C14 C15 C18 175.0(6) . . . . ? C14 C15 C16 C17 2.6(10) . . . . ? C18 C15 C16 C17 -175.2(6) . . . . ? C15 C16 C17 N1 -0.4(11) . . . . ? C16 C15 C18 N2 -27.8(9) . . . . ? C14 C15 C18 N2 154.6(6) . . . . ? N2 C19 C20 N3 -60.3(7) . . . . ? N3 C21 C22 N2 59.0(6) . . . . ? N3 C23 C24 C25 19.2(9) . . . . ? N3 C23 C24 C28 -163.6(6) . . . . ? C28 C24 C25 C26 2.2(10) . . . . ? C23 C24 C25 C26 179.5(6) . . . . ? C24 C25 C26 N4 0.0(11) . . . . ? N4 C27 C28 C24 0.6(10) . . . . ? C25 C24 C28 C27 -2.5(9) . . . . ? C23 C24 C28 C27 -179.9(6) . . . . ? C14 C13 N1 C17 1.3(9) . . . . ? C14 C13 N1 Zn1 -172.3(5) . . . . ? C16 C17 N1 C13 -1.6(9) . . . . ? C16 C17 N1 Zn1 172.0(5) . . . . ? C21 C22 N2 C19 -58.9(7) . . . . ? C21 C22 N2 C18 179.5(5) . . . . ? C20 C19 N2 C22 58.9(7) . . . . ? C20 C19 N2 C18 179.2(5) . . . . ? C15 C18 N2 C22 -76.1(7) . . . . ? C15 C18 N2 C19 163.8(5) . . . . ? C19 C20 N3 C23 179.8(5) . . . . ? C19 C20 N3 C21 59.0(6) . . . . ? C24 C23 N3 C20 68.5(7) . . . . ? C24 C23 N3 C21 -170.9(5) . . . . ? C22 C21 N3 C20 -57.6(6) . . . . ? C22 C21 N3 C23 179.3(5) . . . . ? C28 C27 N4 C26 1.7(9) . . . . ? C28 C27 N4 Zn1 -165.3(5) . . . 2_655 ? C25 C26 N4 C27 -2.0(9) . . . . ? C25 C26 N4 Zn1 164.1(5) . . . 2_655 ? O2 C1 O1 Zn1 5.5(6) . . . . ? C2 C1 O1 Zn1 -174.3(3) . . . . ? O3 C5 O4 Zn1 -10.6(7) . . . 4_565 ? C4 C5 O4 Zn1 167.4(3) . . . 4_565 ? C6 C7 O5 C9 -6.4(9) . . . . ? C8 C7 O5 C9 172.9(5) . . . . ? C10 C9 O5 C7 -172.4(5) . . . . ? C1 O1 Zn1 O4 62.9(3) . . . 4_566 ? C1 O1 Zn1 N4 -83.4(3) . . . 2_645 ? C1 O1 Zn1 N1 172.7(3) . . . . ? C13 N1 Zn1 O4 125.1(4) . . . 4_566 ? C17 N1 Zn1 O4 -48.2(5) . . . 4_566 ? C13 N1 Zn1 O1 11.2(4) . . . . ? C17 N1 Zn1 O1 -162.1(5) . . . . ? C13 N1 Zn1 N4 -98.3(4) . . . 2_645 ? C17 N1 Zn1 N4 88.4(5) . . . 2_645 ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 27.54 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 2.357 _refine_diff_density_min -0.471 _refine_diff_density_rms 0.123 data_2 _database_code_depnum_ccdc_archive 'CCDC 910009' #TrackingRef '2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H22 O12 Zn, O' _chemical_formula_sum 'C24 H22 O13 Zn' _chemical_formula_weight 583.79 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' 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 7.700(4) _cell_length_b 7.867(4) _cell_length_c 19.442(9) _cell_angle_alpha 85.133(6) _cell_angle_beta 88.430(6) _cell_angle_gamma 88.495(6) _cell_volume 1172.6(9) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.653 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 600 _exptl_absorpt_coefficient_mu 1.121 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8499 _exptl_absorpt_correction_T_max 0.9779 _exptl_absorpt_process_details 'SADABS (Sheldrick,1996)' _exptl_special_details ; Sheldrick, G. M. (1996). SADABS. University of G\"ottingen, Germany. ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 6048 _diffrn_reflns_av_R_equivalents 0.0485 _diffrn_reflns_av_sigmaI/netI 0.1027 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.10 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4044 _reflns_number_gt 2510 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.1620P)^2^+1.7850P] 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 4044 _refine_ls_number_parameters 345 _refine_ls_number_restraints 102 _refine_ls_R_factor_all 0.1289 _refine_ls_R_factor_gt 0.0907 _refine_ls_wR_factor_ref 0.2890 _refine_ls_wR_factor_gt 0.2414 _refine_ls_goodness_of_fit_ref 0.984 _refine_ls_restrained_S_all 1.001 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.41044(18) 0.33872(12) 0.44927(5) 0.0786(6) Uani 1 1 d . . . C1 C 0.2811(12) 0.0917(10) 0.3753(4) 0.059(2) Uani 1 1 d . . . C2 C 0.7231(8) 0.9161(8) 0.3307(3) 0.0365(15) Uani 1 1 d . . . H2 H 0.7500 0.9621 0.3715 0.044 Uiso 1 1 calc R . . C3 C 0.7581(8) 1.0064(8) 0.2677(3) 0.0350(15) Uani 1 1 d . . . C4 C 0.6487(9) 0.7767(8) 0.2088(3) 0.0357(15) Uani 1 1 d . . . C5 C 0.7218(9) 0.9367(9) 0.2068(3) 0.0379(15) Uani 1 1 d . . . H5 H 0.7463 0.9970 0.1646 0.046 Uiso 1 1 calc R . . C6 C 0.8399(9) 1.1751(9) 0.2644(4) 0.0407(16) Uani 1 1 d . . . C7 C 0.5460(10) 0.5536(8) 0.1435(3) 0.0433(17) Uani 1 1 d . . . H7A H 0.4364 0.5439 0.1691 0.052 Uiso 1 1 calc R . . H7B H 0.6273 0.4687 0.1638 0.052 Uiso 1 1 calc R . . C8 C 0.1513(9) -0.2267(8) 0.2514(4) 0.0391(16) Uani 1 1 d . . . C9 C 0.6485(9) 0.7585(9) 0.3330(3) 0.0409(16) Uani 1 1 d . . . C10 C 0.1765(9) -0.1539(9) 0.3122(4) 0.0441(17) Uani 1 1 d . . . H10 H 0.1450 -0.2109 0.3544 0.053 Uiso 1 1 calc R . . C11 C 0.0722(9) -0.3977(9) 0.2552(4) 0.0424(17) Uani 1 1 d . . . C12 C 0.1974(9) -0.1444(9) 0.1879(3) 0.0415(16) Uani 1 1 d . . . H12 H 0.1790 -0.1949 0.1472 0.050 Uiso 1 1 calc R . . C13 C 0.6111(9) 0.6875(9) 0.2718(3) 0.0405(16) Uani 1 1 d . . . H13 H 0.5612 0.5809 0.2733 0.049 Uiso 1 1 calc R . . C14 C 0.5209(10) 0.5262(8) 0.0699(3) 0.0406(16) Uani 1 1 d . . . C15 C 0.2716(9) 0.0148(8) 0.1863(4) 0.0412(16) Uani 1 1 d . . . C16 C 0.1574(10) 0.0149(9) 0.0319(4) 0.0462(18) Uani 1 1 d . . . C17 C 0.3331(10) 0.0301(10) 0.0637(4) 0.0501(19) Uani 1 1 d . . . H17A H 0.3853 -0.0831 0.0718 0.060 Uiso 1 1 calc R . . H17B H 0.4077 0.0955 0.0309 0.060 Uiso 1 1 calc R . . C18 C 0.2496(9) 0.0060(9) 0.3095(4) 0.0445(17) Uani 1 1 d . . . C19 C 0.2980(9) 0.0896(9) 0.2464(4) 0.0456(18) Uani 1 1 d . . . H19 H 0.3483 0.1961 0.2448 0.055 Uiso 1 1 calc R . . C20 C 0.6070(10) 0.6640(9) 0.4012(3) 0.0440(17) Uani 1 1 d . . . C21 C 0.6619(10) 0.5369(10) 0.0226(4) 0.0501(19) Uani 1 1 d . . . H21 H 0.7714 0.5622 0.0374 0.060 Uiso 1 1 calc R . . C22 C 0.3610(10) 0.4901(10) 0.0461(4) 0.0507(19) Uani 1 1 d . . . H22 H 0.2659 0.4837 0.0767 0.061 Uiso 1 1 calc R . . C23 C 0.0163(11) 0.1142(10) 0.0490(4) 0.053(2) Uani 1 1 d . . . H23 H 0.0261 0.1912 0.0824 0.064 Uiso 1 1 calc R . . C24 C 0.1416(11) -0.1008(10) -0.0169(4) 0.0522(19) Uani 1 1 d . . . H24 H 0.2362 -0.1698 -0.0283 0.063 Uiso 1 1 calc R . . O1 O 0.2367(11) 0.0195(9) 0.4314(3) 0.092(2) Uani 1 1 d U . . O2 O 0.3488(11) 0.2336(8) 0.3666(3) 0.097(2) Uani 1 1 d U . . O3 O 0.0282(7) -0.4728(7) 0.3108(3) 0.0571(14) Uani 1 1 d U . . O4 O 0.0482(8) -0.4593(7) 0.1965(3) 0.0591(15) Uani 1 1 d U . . H4 H -0.0202 -0.5377 0.2020 0.089 Uiso 1 1 calc R . . O5 O 0.3268(7) 0.1100(6) 0.1277(3) 0.0518(13) Uani 1 1 d . . . O6 O 0.5401(12) 0.5259(9) 0.4004(3) 0.103(2) Uani 1 1 d U . . O7 O 0.8682(8) 1.2334(7) 0.3236(3) 0.0573(15) Uani 1 1 d U . . H7 H 0.9098 1.3285 0.3172 0.086 Uiso 1 1 calc R . . O8 O 0.8751(7) 1.2549(6) 0.2086(3) 0.0515(13) Uani 1 1 d U . . O9 O 0.6133(7) 0.7223(6) 0.1460(2) 0.0484(13) Uani 1 1 d . . . O10 O 0.6439(14) 0.1983(12) 0.4614(4) 0.134(3) Uani 1 1 d U . . H10A H 0.6595 0.1365 0.4279 0.201 Uiso 1 1 d R . . H10B H 0.7269 0.2672 0.4619 0.201 Uiso 1 1 d R . . O11 O 0.1748(13) 0.4887(11) 0.4446(4) 0.117(3) Uani 1 1 d U . . H11A H 0.1207 0.4693 0.4086 0.176 Uiso 1 1 d R . . H11B H 0.1117 0.4620 0.4802 0.176 Uiso 1 1 d R . . O12 O 0.3613(11) 0.2692(9) 0.5463(3) 0.094(2) Uani 1 1 d U . . O13 O 0.0410(19) 0.7802(18) 0.4932(7) 0.190(5) 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 Zn1 0.1670(13) 0.0439(6) 0.0275(6) -0.0044(4) -0.0004(6) -0.0474(7) C1 0.088(6) 0.045(5) 0.047(5) -0.016(4) -0.002(4) -0.017(4) C2 0.043(4) 0.037(4) 0.030(3) -0.006(3) -0.002(3) -0.007(3) C3 0.040(4) 0.035(4) 0.030(3) -0.006(3) 0.003(3) -0.008(3) C4 0.049(4) 0.032(3) 0.028(3) -0.007(3) -0.001(3) -0.009(3) C5 0.049(4) 0.039(4) 0.026(3) -0.004(3) 0.000(3) -0.009(3) C6 0.050(4) 0.035(4) 0.037(4) -0.005(3) -0.003(3) -0.008(3) C7 0.071(5) 0.027(3) 0.033(4) -0.006(3) -0.001(3) -0.010(3) C8 0.043(4) 0.032(4) 0.043(4) -0.007(3) -0.007(3) -0.004(3) C9 0.059(4) 0.032(3) 0.032(4) -0.003(3) -0.002(3) -0.012(3) C10 0.059(5) 0.039(4) 0.035(4) -0.003(3) 0.000(3) -0.010(3) C11 0.051(4) 0.041(4) 0.035(4) -0.004(3) 0.000(3) -0.013(3) C12 0.056(4) 0.035(4) 0.035(4) -0.012(3) -0.004(3) -0.009(3) C13 0.056(4) 0.034(4) 0.033(4) -0.005(3) -0.007(3) -0.011(3) C14 0.062(5) 0.025(3) 0.035(4) -0.007(3) -0.001(3) -0.002(3) C15 0.052(4) 0.030(3) 0.042(4) -0.004(3) -0.003(3) -0.013(3) C16 0.067(5) 0.040(4) 0.031(4) -0.001(3) 0.001(3) -0.007(4) C17 0.065(5) 0.048(4) 0.037(4) -0.002(3) 0.005(3) -0.007(4) C18 0.056(5) 0.039(4) 0.040(4) -0.006(3) -0.008(3) -0.011(3) C19 0.052(4) 0.031(4) 0.055(5) -0.008(3) 0.000(3) -0.011(3) C20 0.065(5) 0.036(4) 0.031(4) 0.002(3) -0.002(3) -0.012(3) C21 0.055(5) 0.045(4) 0.052(5) -0.011(3) -0.009(4) -0.006(4) C22 0.058(5) 0.056(5) 0.040(4) -0.010(3) 0.002(3) -0.011(4) C23 0.081(6) 0.041(4) 0.040(4) -0.017(3) 0.000(4) 0.000(4) C24 0.071(5) 0.046(5) 0.040(4) -0.005(3) -0.001(4) 0.003(4) O1 0.164(6) 0.074(4) 0.040(3) -0.006(3) -0.003(4) -0.044(4) O2 0.195(5) 0.055(3) 0.048(3) -0.021(3) 0.000(3) -0.064(4) O3 0.082(4) 0.044(3) 0.046(3) -0.003(2) -0.002(3) -0.027(3) O4 0.088(4) 0.046(3) 0.047(3) -0.013(2) 0.004(3) -0.031(3) O5 0.079(4) 0.040(3) 0.038(3) -0.005(2) -0.002(2) -0.019(3) O6 0.205(6) 0.064(4) 0.044(3) -0.003(3) 0.005(4) -0.075(4) O7 0.089(4) 0.048(3) 0.037(3) -0.012(2) 0.006(3) -0.033(3) O8 0.078(4) 0.039(3) 0.038(3) 0.003(2) 0.001(2) -0.023(3) O9 0.087(4) 0.036(3) 0.024(2) -0.0056(19) -0.006(2) -0.020(3) O10 0.215(8) 0.120(6) 0.061(4) 0.011(4) 0.021(5) 0.012(6) O11 0.202(7) 0.089(5) 0.061(4) -0.010(4) -0.008(5) -0.005(5) O12 0.188(5) 0.073(4) 0.026(3) -0.003(3) 0.003(3) -0.067(4) O13 0.236(12) 0.164(11) 0.170(10) -0.026(9) 0.032(9) -0.026(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O2 1.944(6) . ? Zn1 O12 1.949(6) . ? Zn1 O6 1.964(6) . ? Zn1 O10 2.093(10) . ? Zn1 O11 2.138(10) . ? C1 O1 1.230(10) . ? C1 O2 1.241(10) . ? C1 C18 1.524(10) . ? C2 C9 1.377(9) . ? C2 C3 1.385(9) . ? C3 C5 1.385(9) . ? C3 C6 1.480(9) . ? C4 O9 1.365(7) . ? C4 C13 1.386(9) . ? C4 C5 1.389(9) . ? C6 O8 1.234(8) . ? C6 O7 1.301(8) . ? C7 O9 1.442(8) . ? C7 C14 1.482(9) . ? C8 C10 1.377(10) . ? C8 C12 1.387(9) . ? C8 C11 1.486(9) . ? C9 C13 1.396(9) . ? C9 C20 1.495(9) . ? C10 C18 1.388(10) . ? C11 O3 1.231(8) . ? C11 O4 1.296(8) . ? C12 C15 1.388(9) . ? C14 C22 1.372(10) . ? C14 C21 1.404(10) . ? C15 O5 1.373(8) . ? C15 C19 1.375(10) . ? C16 C23 1.372(11) . ? C16 C24 1.378(11) . ? C16 C17 1.515(11) . ? C17 O5 1.439(9) . ? C18 C19 1.388(10) . ? C20 O6 1.216(9) . ? C20 O12 1.221(9) 2_666 ? C21 C22 1.386(10) 2_665 ? C22 C21 1.386(10) 2_665 ? C23 C24 1.392(11) 2 ? C24 C23 1.392(11) 2 ? O12 C20 1.221(9) 2_666 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Zn1 O12 130.3(3) . . ? O2 Zn1 O6 95.6(3) . . ? O12 Zn1 O6 134.1(3) . . ? O2 Zn1 O10 94.1(4) . . ? O12 Zn1 O10 86.4(3) . . ? O6 Zn1 O10 89.1(4) . . ? O2 Zn1 O11 90.2(3) . . ? O12 Zn1 O11 90.2(3) . . ? O6 Zn1 O11 91.2(4) . . ? O10 Zn1 O11 175.6(3) . . ? O1 C1 O2 125.5(8) . . ? O1 C1 C18 119.2(7) . . ? O2 C1 C18 115.3(7) . . ? C9 C2 C3 120.2(6) . . ? C5 C3 C2 120.1(6) . . ? C5 C3 C6 119.1(6) . . ? C2 C3 C6 120.8(6) . . ? O9 C4 C13 124.8(6) . . ? O9 C4 C5 115.2(5) . . ? C13 C4 C5 119.9(6) . . ? C3 C5 C4 120.0(6) . . ? O8 C6 O7 123.0(6) . . ? O8 C6 C3 121.3(6) . . ? O7 C6 C3 115.7(6) . . ? O9 C7 C14 107.6(5) . . ? C10 C8 C12 121.7(6) . . ? C10 C8 C11 118.3(6) . . ? C12 C8 C11 120.1(6) . . ? C2 C9 C13 120.1(6) . . ? C2 C9 C20 119.8(6) . . ? C13 C9 C20 120.1(6) . . ? C8 C10 C18 118.9(7) . . ? O3 C11 O4 122.6(6) . . ? O3 C11 C8 121.5(6) . . ? O4 C11 C8 115.9(6) . . ? C15 C12 C8 118.6(6) . . ? C4 C13 C9 119.7(6) . . ? C22 C14 C21 118.1(7) . . ? C22 C14 C7 121.5(7) . . ? C21 C14 C7 120.3(7) . . ? O5 C15 C19 114.1(6) . . ? O5 C15 C12 125.2(6) . . ? C19 C15 C12 120.6(6) . . ? C23 C16 C24 119.6(7) . . ? C23 C16 C17 122.2(7) . . ? C24 C16 C17 118.2(7) . . ? O5 C17 C16 114.1(6) . . ? C10 C18 C19 120.3(7) . . ? C10 C18 C1 120.9(7) . . ? C19 C18 C1 118.8(6) . . ? C15 C19 C18 119.9(6) . . ? O6 C20 O12 124.3(7) . 2_666 ? O6 C20 C9 117.2(6) . . ? O12 C20 C9 118.5(6) 2_666 . ? C22 C21 C14 120.4(7) 2_665 . ? C14 C22 C21 121.4(7) . 2_665 ? C16 C23 C24 120.6(7) . 2 ? C16 C24 C23 119.9(8) . 2 ? C1 O2 Zn1 116.8(6) . . ? C15 O5 C17 118.0(5) . . ? C20 O6 Zn1 149.1(6) . . ? C4 O9 C7 118.5(5) . . ? C20 O12 Zn1 131.5(5) 2_666 . ? _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 1.029 _refine_diff_density_min -0.956 _refine_diff_density_rms 0.128 data_3 _database_code_depnum_ccdc_archive 'CCDC 910010' #TrackingRef '3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H11 O7 Zn' _chemical_formula_sum 'C24 H22 O14 Zn2' _chemical_formula_weight 665.16 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' 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 20.334(2) _cell_length_b 15.2784(16) _cell_length_c 8.0062(9) _cell_angle_alpha 90.00 _cell_angle_beta 105.8440(10) _cell_angle_gamma 90.00 _cell_volume 2392.8(4) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.05 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.846 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1352 _exptl_absorpt_coefficient_mu 2.084 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9030 _exptl_absorpt_correction_T_max 0.9213 _exptl_absorpt_process_details 'SADABS (Sheldrick,1996)' _exptl_special_details ; Sheldrick, G. M. (1996). SADABS. University of G\"ottingen, Germany. ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 7421 _diffrn_reflns_av_R_equivalents 0.0385 _diffrn_reflns_av_sigmaI/netI 0.0521 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -7 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 1.69 _diffrn_reflns_theta_max 27.50 _reflns_number_total 2755 _reflns_number_gt 1947 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0777P)^2^+3.9381P] 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 2755 _refine_ls_number_parameters 181 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0658 _refine_ls_R_factor_gt 0.0404 _refine_ls_wR_factor_ref 0.1287 _refine_ls_wR_factor_gt 0.1087 _refine_ls_goodness_of_fit_ref 0.899 _refine_ls_restrained_S_all 0.899 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.35678(18) 0.1895(2) 0.2707(5) 0.0280(8) Uani 1 1 d . . . C2 C 0.33646(18) 0.2545(2) 0.3860(5) 0.0258(8) Uani 1 1 d . . . C3 C 0.27973(17) 0.3093(2) 0.3186(5) 0.0264(8) Uani 1 1 d . . . H3 H 0.2526 0.3020 0.2054 0.032 Uiso 1 1 calc R . . C4 C 0.26502(17) 0.3744(2) 0.4236(5) 0.0264(8) Uani 1 1 d . . . C5 C 0.20508(18) 0.4352(3) 0.3610(5) 0.0287(8) Uani 1 1 d . . . C6 C 0.30450(19) 0.3830(3) 0.5962(5) 0.0295(8) Uani 1 1 d . . . H6 H 0.2943 0.4266 0.6663 0.035 Uiso 1 1 calc R . . C7 C 0.35864(18) 0.3269(3) 0.6622(5) 0.0306(8) Uani 1 1 d . . . C8 C 0.37465(17) 0.2627(2) 0.5555(5) 0.0256(8) Uani 1 1 d . . . H8 H 0.4114 0.2254 0.5996 0.031 Uiso 1 1 calc R . . C9 C 0.3859(2) 0.3964(3) 0.9422(6) 0.0416(11) Uani 1 1 d . . . H9A H 0.3440 0.3831 0.9726 0.050 Uiso 1 1 calc R . . H9B H 0.3809 0.4531 0.8855 0.050 Uiso 1 1 calc R . . C10 C 0.4450(2) 0.3973(2) 1.1008(5) 0.0345(9) Uani 1 1 d . . . C11 C 0.4339(2) 0.3981(3) 1.2636(6) 0.0408(10) Uani 1 1 d . . . H11 H 0.3894 0.3987 1.2742 0.049 Uiso 1 1 calc R . . C12 C 0.4889(2) 0.3980(3) 1.4114(6) 0.0461(11) Uani 1 1 d . . . H12 H 0.4809 0.3983 1.5204 0.055 Uiso 1 1 calc R . . O1 O 0.32588(14) 0.18875(19) 0.1122(4) 0.0382(7) Uani 1 1 d . . . O2 O 0.40536(14) 0.13641(18) 0.3338(4) 0.0359(6) Uani 1 1 d . . . O3 O 0.45448(14) 0.16687(19) -0.0015(4) 0.0440(8) Uani 1 1 d . . . O4 O 0.44246(14) -0.01426(19) 0.0936(4) 0.0466(8) Uani 1 1 d . . . O5 O 0.15828(14) 0.41538(19) 0.2286(4) 0.0368(7) Uani 1 1 d . . . O6 O 0.20449(14) 0.5009(2) 0.4529(4) 0.0450(8) Uani 1 1 d . . . O7 O 0.39969(14) 0.33021(19) 0.8290(4) 0.0396(7) Uani 1 1 d . . . Zn1 Zn 0.37153(2) 0.08547(3) 0.03178(6) 0.02705(16) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0262(18) 0.0271(19) 0.030(2) -0.0024(16) 0.0060(16) -0.0012(15) C2 0.0244(17) 0.0284(18) 0.0232(19) -0.0028(15) 0.0044(15) -0.0030(14) C3 0.0236(17) 0.0320(19) 0.0216(19) -0.0008(15) 0.0029(15) -0.0014(15) C4 0.0216(16) 0.0307(19) 0.0241(19) 0.0009(16) 0.0012(14) 0.0003(15) C5 0.0242(17) 0.037(2) 0.0223(19) 0.0014(16) 0.0020(15) 0.0019(15) C6 0.0300(19) 0.0338(19) 0.0219(19) -0.0031(16) 0.0022(16) 0.0014(16) C7 0.0280(18) 0.034(2) 0.0233(19) -0.0011(16) -0.0034(15) -0.0007(15) C8 0.0219(17) 0.0259(18) 0.026(2) 0.0020(15) 0.0007(15) 0.0026(14) C9 0.037(2) 0.048(3) 0.030(2) -0.0134(19) -0.0080(18) 0.0133(18) C10 0.037(2) 0.0286(19) 0.030(2) -0.0022(16) -0.0035(18) 0.0068(16) C11 0.029(2) 0.055(3) 0.033(2) 0.007(2) 0.0002(18) -0.0101(18) C12 0.042(2) 0.067(3) 0.027(2) 0.007(2) 0.0044(19) -0.018(2) O1 0.0367(15) 0.0454(17) 0.0287(16) -0.0081(13) 0.0024(13) 0.0089(13) O2 0.0399(15) 0.0336(15) 0.0323(15) -0.0004(12) 0.0066(13) 0.0095(12) O3 0.0307(14) 0.0386(16) 0.057(2) 0.0078(15) 0.0022(14) -0.0032(12) O4 0.0401(16) 0.0376(16) 0.051(2) -0.0091(14) -0.0071(14) 0.0108(13) O5 0.0292(14) 0.0539(19) 0.0223(14) 0.0000(13) -0.0014(12) 0.0045(12) O6 0.0351(15) 0.0443(17) 0.0448(19) -0.0145(15) -0.0073(13) 0.0138(13) O7 0.0402(15) 0.0417(16) 0.0244(15) -0.0082(13) -0.0123(12) 0.0136(13) Zn1 0.0253(2) 0.0279(3) 0.0245(3) -0.00203(17) 0.00086(18) 0.00073(16) _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 O1 1.253(5) . ? C1 O2 1.271(4) . ? C1 C2 1.489(5) . ? C1 Zn1 2.567(4) . ? C2 C8 1.373(5) . ? C2 C3 1.409(5) . ? C3 C4 1.387(5) . ? C4 C6 1.402(5) . ? C4 C5 1.506(5) . ? C5 O6 1.247(5) . ? C5 O5 1.253(4) . ? C6 C7 1.381(5) . ? C7 O7 1.369(4) . ? C7 C8 1.396(5) . ? C9 O7 1.436(5) . ? C9 C10 1.491(5) . ? C10 C12 1.375(6) 2_657 ? C10 C11 1.383(6) . ? C11 C12 1.389(6) . ? C12 C10 1.375(6) 2_657 ? O1 Zn1 2.023(3) . ? O2 Zn1 2.453(3) . ? O3 Zn1 2.170(3) . ? O4 Zn1 2.063(3) . ? O5 Zn1 2.006(3) 7 ? O6 Zn1 2.044(3) 4 ? Zn1 O5 2.006(3) 7 ? Zn1 O6 2.044(3) 4_545 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 O2 121.1(4) . . ? O1 C1 C2 119.1(3) . . ? O2 C1 C2 119.7(3) . . ? O1 C1 Zn1 50.80(19) . . ? O2 C1 Zn1 70.4(2) . . ? C2 C1 Zn1 169.6(3) . . ? C8 C2 C3 120.5(3) . . ? C8 C2 C1 119.8(3) . . ? C3 C2 C1 119.7(3) . . ? C4 C3 C2 118.9(3) . . ? C3 C4 C6 120.3(3) . . ? C3 C4 C5 122.0(3) . . ? C6 C4 C5 117.6(3) . . ? O6 C5 O5 124.5(4) . . ? O6 C5 C4 116.0(3) . . ? O5 C5 C4 119.4(3) . . ? C7 C6 C4 120.0(4) . . ? O7 C7 C6 124.1(4) . . ? O7 C7 C8 116.1(3) . . ? C6 C7 C8 119.8(3) . . ? C2 C8 C7 120.4(3) . . ? O7 C9 C10 107.1(3) . . ? C12 C10 C11 118.8(4) 2_657 . ? C12 C10 C9 121.0(4) 2_657 . ? C11 C10 C9 120.1(4) . . ? C10 C11 C12 120.1(4) . . ? C10 C12 C11 121.0(4) 2_657 . ? C1 O1 Zn1 100.5(2) . . ? C1 O2 Zn1 80.4(2) . . ? C5 O5 Zn1 145.6(3) . 7 ? C5 O6 Zn1 132.4(3) . 4 ? C7 O7 C9 118.0(3) . . ? O5 Zn1 O1 107.51(11) 7 . ? O5 Zn1 O6 92.26(12) 7 4_545 ? O1 Zn1 O6 93.06(13) . 4_545 ? O5 Zn1 O4 103.74(12) 7 . ? O1 Zn1 O4 148.35(12) . . ? O6 Zn1 O4 90.55(13) 4_545 . ? O5 Zn1 O3 84.30(12) 7 . ? O1 Zn1 O3 91.81(12) . . ? O6 Zn1 O3 174.71(13) 4_545 . ? O4 Zn1 O3 86.38(12) . . ? O5 Zn1 O2 161.87(11) 7 . ? O1 Zn1 O2 57.89(10) . . ? O6 Zn1 O2 98.88(11) 4_545 . ? O4 Zn1 O2 90.48(11) . . ? O3 Zn1 O2 85.46(11) . . ? O5 Zn1 C1 135.63(12) 7 . ? O1 Zn1 C1 28.69(11) . . ? O6 Zn1 C1 95.87(13) 4_545 . ? O4 Zn1 C1 119.66(12) . . ? O3 Zn1 C1 89.39(12) . . ? O2 Zn1 C1 29.23(10) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.552 _refine_diff_density_min -0.629 _refine_diff_density_rms 0.093 data_4 _database_code_depnum_ccdc_archive 'CCDC 910011' #TrackingRef '4.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C76 H60 Co2 N2 O32' _chemical_formula_weight 1631.12 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 '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' _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 8.7504(10) _cell_length_b 10.7138(12) _cell_length_c 21.673(2) _cell_angle_alpha 93.144(2) _cell_angle_beta 100.882(2) _cell_angle_gamma 112.205(2) _cell_volume 1829.4(4) _cell_formula_units_Z 1 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour violet _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.481 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 840 _exptl_absorpt_coefficient_mu 0.547 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9372 _exptl_absorpt_correction_T_max 0.9838 _exptl_absorpt_process_details 'SADABS (Sheldrick,1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 9601 _diffrn_reflns_av_R_equivalents 0.0299 _diffrn_reflns_av_sigmaI/netI 0.0677 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.93 _diffrn_reflns_theta_max 25.00 _reflns_number_total 6339 _reflns_number_gt 4403 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.1223P)^2^+0.6067P] 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 6339 _refine_ls_number_parameters 510 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0900 _refine_ls_R_factor_gt 0.0594 _refine_ls_wR_factor_ref 0.1807 _refine_ls_wR_factor_gt 0.1578 _refine_ls_goodness_of_fit_ref 0.873 _refine_ls_restrained_S_all 0.873 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.8922(5) 0.4627(4) 0.17712(17) 0.0309(8) Uani 1 1 d . . . C2 C 0.8180(5) 0.4946(4) 0.11507(18) 0.0349(9) Uani 1 1 d . . . C3 C 0.9543(5) 0.3621(4) 0.17755(18) 0.0324(9) Uani 1 1 d . . . H3 H 0.9495 0.3148 0.1395 0.039 Uiso 1 1 calc R . . C4 C 1.0236(5) 0.3315(4) 0.23440(18) 0.0337(9) Uani 1 1 d . . . C5 C 1.0858(5) 0.2212(4) 0.23466(19) 0.0368(9) Uani 1 1 d . . . C6 C 1.0309(5) 0.4014(4) 0.29156(19) 0.0388(10) Uani 1 1 d . . . H6 H 1.0770 0.3803 0.3298 0.047 Uiso 1 1 calc R . . C7 C 0.9685(5) 0.5038(4) 0.29112(18) 0.0383(10) Uani 1 1 d . . . C8 C 0.8969(5) 0.5327(4) 0.23434(18) 0.0370(9) Uani 1 1 d . . . H8 H 0.8517 0.5986 0.2341 0.044 Uiso 1 1 calc R . . C9 C 0.9306(7) 0.6781(5) 0.3526(2) 0.0548(13) Uani 1 1 d . . . H9A H 0.8079 0.6426 0.3406 0.066 Uiso 1 1 calc R . . H9B H 0.9759 0.7418 0.3241 0.066 Uiso 1 1 calc R . . C10 C 0.9932(6) 0.7477(5) 0.4200(2) 0.0492(12) Uani 1 1 d . . . C11 C 1.1112(8) 0.8789(6) 0.4343(2) 0.0682(16) Uani 1 1 d . . . H11 H 1.1533 0.9255 0.4022 0.082 Uiso 1 1 calc R . . C12 C 1.1683(8) 0.9425(6) 0.4968(2) 0.0695(16) Uani 1 1 d . . . H12 H 1.2477 1.0320 0.5058 0.083 Uiso 1 1 calc R . . C13 C 1.1121(6) 0.8785(5) 0.5446(2) 0.0506(12) Uani 1 1 d . . . C14 C 0.9962(9) 0.7477(7) 0.5302(2) 0.096(2) Uani 1 1 d . . . H14 H 0.9560 0.7014 0.5627 0.115 Uiso 1 1 calc R . . C15 C 0.9361(9) 0.6814(7) 0.4681(2) 0.091(2) Uani 1 1 d . . . H15 H 0.8569 0.5918 0.4595 0.109 Uiso 1 1 calc R . . C16 C 1.1680(7) 0.9470(6) 0.6124(2) 0.0592(14) Uani 1 1 d . . . H16A H 1.2332 1.0437 0.6144 0.071 Uiso 1 1 calc R . . H16B H 1.0701 0.9348 0.6300 0.071 Uiso 1 1 calc R . . C17 C 1.3101(5) 0.9152(4) 0.71203(18) 0.0392(10) Uani 1 1 d . . . C18 C 1.2776(5) 1.0129(4) 0.74559(18) 0.0368(9) Uani 1 1 d . . . H18 H 1.2265 1.0649 0.7241 0.044 Uiso 1 1 calc R . . C19 C 1.3220(5) 1.0327(4) 0.81165(17) 0.0316(9) Uani 1 1 d . . . C20 C 1.2915(5) 1.1363(4) 0.84962(18) 0.0343(9) Uani 1 1 d . . . C21 C 1.3967(5) 0.9542(4) 0.84367(18) 0.0317(9) Uani 1 1 d . . . H21 H 1.4237 0.9659 0.8878 0.038 Uiso 1 1 calc R . . C22 C 1.4312(5) 0.8572(4) 0.80943(18) 0.0331(9) Uani 1 1 d . . . C23 C 1.5091(5) 0.7740(4) 0.84568(19) 0.0369(9) Uani 1 1 d . . . C24 C 1.3869(5) 0.8384(4) 0.74429(18) 0.0375(10) Uani 1 1 d . . . H24 H 1.4088 0.7733 0.7215 0.045 Uiso 1 1 calc R . . C25 C 0.6605(5) 0.3582(4) -0.18286(17) 0.0308(8) Uani 1 1 d . . . C26 C 0.6656(5) 0.4313(4) -0.12115(18) 0.0376(10) Uani 1 1 d . . . C27 C 0.7218(5) 0.2560(4) -0.18185(17) 0.0317(9) Uani 1 1 d . . . H27 H 0.7662 0.2347 -0.1434 0.038 Uiso 1 1 calc R . . C28 C 0.7166(5) 0.1861(4) -0.23841(17) 0.0317(9) Uani 1 1 d . . . C29 C 0.7787(5) 0.0753(4) -0.23750(18) 0.0360(9) Uani 1 1 d . . . C30 C 0.6518(5) 0.2187(4) -0.29662(18) 0.0373(10) Uani 1 1 d . . . H30 H 0.6479 0.1716 -0.3346 0.045 Uiso 1 1 calc R . . C31 C 0.5942(5) 0.3218(4) -0.29648(18) 0.0385(10) Uani 1 1 d . . . C32 C 0.5955(5) 0.3901(4) -0.24011(18) 0.0379(10) Uani 1 1 d . . . H32 H 0.5526 0.4574 -0.2408 0.046 Uiso 1 1 calc R . . C33 C 0.5714(7) 0.3311(5) -0.40792(19) 0.0498(12) Uani 1 1 d . . . H33A H 0.5060 0.2358 -0.4245 0.060 Uiso 1 1 calc R . . H33B H 0.6908 0.3477 -0.4002 0.060 Uiso 1 1 calc R . . C34 C 0.5320(6) 0.4190(5) -0.45494(19) 0.0453(11) Uani 1 1 d . . . C35 C 0.4874(7) 0.3723(5) -0.5193(2) 0.0599(14) Uani 1 1 d . . . H35 H 0.4777 0.2852 -0.5328 0.072 Uiso 1 1 calc R . . C36 C 0.5430(7) 0.5475(5) -0.4363(2) 0.0604(14) Uani 1 1 d . . . H36 H 0.5712 0.5806 -0.3933 0.072 Uiso 1 1 calc R . . C37 C 1.0570(7) 0.7634(6) 0.0014(2) 0.0562(13) Uani 1 1 d . . . C38 C 1.2202(8) 0.8737(6) 0.0035(3) 0.095(2) Uani 1 1 d . . . H38A H 1.3031 0.8365 0.0007 0.143 Uiso 1 1 calc R . . H38B H 1.2554 0.9339 0.0426 0.143 Uiso 1 1 calc R . . H38C H 1.2094 0.9233 -0.0316 0.143 Uiso 1 1 calc R . . Co1 Co 0.70621(7) 0.51807(6) -0.00046(2) 0.0349(2) Uani 1 1 d . . . N1 N 0.9306(5) 0.6781(4) -0.00059(17) 0.0493(10) Uani 1 1 d . . . O1 O 0.7993(4) 0.4204(3) 0.06565(12) 0.0446(7) Uani 1 1 d . . . O2 O 0.7738(4) 0.5929(3) 0.11190(13) 0.0504(8) Uani 1 1 d . . . O3 O 1.0705(4) 0.1537(3) 0.18374(14) 0.0478(8) Uani 1 1 d . . . O4 O 1.1518(5) 0.1972(3) 0.28863(14) 0.0568(9) Uani 1 1 d . . . H4 H 1.2208 0.2690 0.3098 0.085 Uiso 1 1 calc R . . O5 O 0.9871(5) 0.5699(3) 0.34938(13) 0.0561(9) Uani 1 1 d . . . O6 O 1.2694(4) 0.8859(4) 0.64734(13) 0.0579(9) Uani 1 1 d . . . O7 O 1.2296(4) 1.2108(3) 0.81535(13) 0.0494(8) Uani 1 1 d . . . H7 H 1.2128 1.2646 0.8388 0.074 Uiso 1 1 calc R . . O8 O 1.3255(4) 1.1523(3) 0.90718(13) 0.0501(8) Uani 1 1 d . . . O9 O 1.5478(4) 0.7913(3) 0.90318(14) 0.0506(8) Uani 1 1 d . . . O10 O 1.5311(5) 0.6827(3) 0.81018(14) 0.0536(8) Uani 1 1 d . . . H10 H 1.5683 0.6370 0.8328 0.080 Uiso 1 1 calc R . . O11 O 0.7054(4) 0.3862(3) -0.07123(13) 0.0495(8) Uani 1 1 d . . . O12 O 0.6321(4) 0.5344(3) -0.11871(15) 0.0579(9) Uani 1 1 d . . . O13 O 0.8268(4) 0.0444(3) -0.18376(13) 0.0461(7) Uani 1 1 d . . . H13 H 0.8616 -0.0159 -0.1884 0.069 Uiso 1 1 calc R . . O14 O 0.7785(4) 0.0157(3) -0.28946(13) 0.0531(9) Uani 1 1 d . . . O15 O 0.5298(4) 0.3633(3) -0.35070(13) 0.0547(9) Uani 1 1 d . . . O16 O 0.5616(3) 0.6367(3) -0.00171(12) 0.0358(6) Uani 1 1 d . . . H16C H 0.5604 0.6777 0.0328 0.043 Uiso 1 1 d R . . H16D H 0.5043 0.6434 -0.0367 0.043 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.033(2) 0.035(2) 0.028(2) 0.0057(16) 0.0055(16) 0.0169(17) C2 0.036(2) 0.039(2) 0.028(2) 0.0054(17) 0.0015(16) 0.0163(18) C3 0.038(2) 0.034(2) 0.026(2) 0.0019(16) 0.0044(16) 0.0168(18) C4 0.039(2) 0.031(2) 0.035(2) 0.0088(17) 0.0053(17) 0.0197(18) C5 0.041(2) 0.038(2) 0.032(2) 0.0050(18) 0.0043(18) 0.0181(19) C6 0.051(3) 0.042(2) 0.029(2) 0.0091(18) 0.0021(18) 0.027(2) C7 0.048(2) 0.046(2) 0.025(2) 0.0028(17) 0.0023(17) 0.026(2) C8 0.044(2) 0.039(2) 0.031(2) 0.0055(17) 0.0014(18) 0.0233(19) C9 0.076(3) 0.065(3) 0.037(3) -0.003(2) 0.005(2) 0.049(3) C10 0.067(3) 0.065(3) 0.027(2) 0.001(2) 0.005(2) 0.042(3) C11 0.103(4) 0.067(4) 0.032(3) 0.003(2) 0.018(3) 0.031(3) C12 0.101(4) 0.057(3) 0.039(3) 0.002(2) 0.015(3) 0.020(3) C13 0.066(3) 0.063(3) 0.027(2) -0.002(2) 0.006(2) 0.034(3) C14 0.118(5) 0.099(5) 0.029(3) 0.006(3) 0.021(3) -0.003(4) C15 0.113(5) 0.083(4) 0.038(3) -0.007(3) 0.015(3) -0.002(4) C16 0.086(4) 0.071(3) 0.030(2) 0.002(2) 0.001(2) 0.047(3) C17 0.051(3) 0.047(2) 0.021(2) -0.0019(17) 0.0029(17) 0.024(2) C18 0.048(2) 0.036(2) 0.030(2) 0.0031(17) 0.0033(18) 0.0229(19) C19 0.038(2) 0.035(2) 0.0227(19) 0.0003(16) 0.0052(16) 0.0166(18) C20 0.040(2) 0.032(2) 0.032(2) 0.0022(17) 0.0060(17) 0.0169(18) C21 0.039(2) 0.032(2) 0.0223(19) 0.0029(15) 0.0033(16) 0.0147(18) C22 0.033(2) 0.031(2) 0.033(2) 0.0027(16) 0.0055(16) 0.0109(17) C23 0.044(2) 0.038(2) 0.036(2) 0.0071(18) 0.0126(18) 0.0218(19) C24 0.047(2) 0.039(2) 0.033(2) -0.0014(18) 0.0068(18) 0.025(2) C25 0.038(2) 0.032(2) 0.0244(19) 0.0044(16) 0.0095(16) 0.0159(18) C26 0.045(2) 0.041(2) 0.028(2) 0.0005(18) 0.0065(18) 0.019(2) C27 0.042(2) 0.034(2) 0.0225(19) 0.0087(16) 0.0063(16) 0.0187(18) C28 0.036(2) 0.032(2) 0.029(2) 0.0032(16) 0.0048(16) 0.0167(17) C29 0.047(2) 0.041(2) 0.032(2) 0.0110(18) 0.0128(18) 0.027(2) C30 0.053(3) 0.043(2) 0.022(2) 0.0025(17) 0.0084(17) 0.027(2) C31 0.051(3) 0.046(2) 0.027(2) 0.0094(18) 0.0083(18) 0.029(2) C32 0.050(3) 0.039(2) 0.034(2) 0.0072(18) 0.0124(19) 0.026(2) C33 0.076(3) 0.058(3) 0.025(2) 0.007(2) 0.008(2) 0.038(3) C34 0.064(3) 0.053(3) 0.024(2) 0.0054(19) 0.0004(19) 0.033(2) C35 0.101(4) 0.050(3) 0.035(3) 0.003(2) 0.006(3) 0.043(3) C36 0.098(4) 0.068(3) 0.022(2) 0.003(2) -0.004(2) 0.050(3) C37 0.071(4) 0.059(3) 0.045(3) 0.006(2) 0.010(3) 0.033(3) C38 0.082(5) 0.065(4) 0.110(6) 0.011(4) 0.018(4) -0.002(3) Co1 0.0473(4) 0.0384(3) 0.0275(3) 0.0035(2) 0.0062(2) 0.0276(3) N1 0.053(2) 0.052(2) 0.043(2) 0.0039(18) 0.0097(19) 0.022(2) O1 0.067(2) 0.0486(18) 0.0247(15) -0.0005(13) 0.0016(13) 0.0347(16) O2 0.078(2) 0.060(2) 0.0350(17) 0.0100(14) 0.0106(15) 0.0522(18) O3 0.060(2) 0.0522(19) 0.0420(18) 0.0021(15) 0.0084(14) 0.0366(16) O4 0.084(3) 0.056(2) 0.0410(19) 0.0047(15) -0.0048(16) 0.049(2) O5 0.096(3) 0.065(2) 0.0246(16) 0.0018(14) 0.0027(15) 0.058(2) O6 0.088(2) 0.078(2) 0.0221(15) -0.0016(15) 0.0006(15) 0.056(2) O7 0.079(2) 0.057(2) 0.0329(16) 0.0054(14) 0.0095(15) 0.0515(18) O8 0.081(2) 0.0481(18) 0.0276(16) -0.0017(13) 0.0022(15) 0.0380(17) O9 0.083(2) 0.0473(18) 0.0357(18) 0.0114(14) 0.0117(16) 0.0419(17) O10 0.078(2) 0.060(2) 0.0376(17) 0.0003(15) 0.0057(16) 0.0481(19) O11 0.075(2) 0.0554(19) 0.0285(16) 0.0046(14) 0.0137(15) 0.0363(17) O12 0.083(2) 0.062(2) 0.0441(19) -0.0071(16) 0.0046(17) 0.0526(19) O13 0.066(2) 0.055(2) 0.0346(16) 0.0131(14) 0.0103(14) 0.0434(17) O14 0.094(3) 0.058(2) 0.0313(16) 0.0100(14) 0.0203(16) 0.0537(19) O15 0.089(2) 0.073(2) 0.0275(16) 0.0180(15) 0.0120(15) 0.059(2) O16 0.0555(17) 0.0373(15) 0.0221(13) 0.0009(11) 0.0031(12) 0.0297(14) _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 C3 1.378(5) . ? C1 C8 1.399(5) . ? C1 C2 1.495(5) . ? C2 O1 1.244(5) . ? C2 O2 1.252(5) . ? C3 C4 1.380(5) . ? C4 C6 1.390(5) . ? C4 C5 1.477(5) . ? C5 O3 1.242(5) . ? C5 O4 1.288(5) . ? C6 C7 1.398(6) . ? C7 O5 1.364(5) . ? C7 C8 1.378(5) . ? C9 O5 1.425(5) . ? C9 C10 1.503(6) . ? C10 C15 1.359(7) . ? C10 C11 1.368(7) . ? C11 C12 1.392(6) . ? C12 C13 1.341(7) . ? C13 C14 1.359(8) . ? C13 C16 1.509(6) . ? C14 C15 1.393(7) . ? C16 O6 1.424(6) . ? C17 O6 1.367(5) . ? C17 C24 1.386(6) . ? C17 C18 1.388(5) . ? C18 C19 1.393(5) . ? C19 C21 1.387(5) . ? C19 C20 1.479(5) . ? C20 O8 1.213(5) . ? C20 O7 1.312(5) . ? C21 C22 1.399(5) . ? C22 C24 1.374(5) . ? C22 C23 1.488(6) . ? C23 O9 1.212(5) . ? C23 O10 1.304(5) . ? C25 C32 1.381(5) . ? C25 C27 1.389(5) . ? C25 C26 1.497(5) . ? C26 O12 1.246(5) . ? C26 O11 1.252(5) . ? C27 C28 1.385(5) . ? C28 C30 1.401(5) . ? C28 C29 1.480(5) . ? C29 O14 1.263(5) . ? C29 O13 1.267(5) . ? C30 C31 1.377(6) . ? C31 O15 1.375(5) . ? C31 C32 1.385(5) . ? C33 O15 1.417(5) . ? C33 C34 1.504(6) . ? C34 C36 1.375(6) . ? C34 C35 1.384(6) . ? C35 C36 1.380(6) 2_664 ? C36 C35 1.380(6) 2_664 ? C37 N1 1.129(6) . ? C37 C38 1.460(8) . ? Co1 O11 2.025(3) . ? Co1 O1 2.044(3) . ? Co1 N1 2.062(4) . ? Co1 O16 2.103(3) . ? Co1 O16 2.315(3) 2_665 ? Co1 O2 2.410(3) . ? O16 Co1 2.315(3) 2_665 ? 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 C3 C1 C8 120.1(4) . . ? C3 C1 C2 119.3(3) . . ? C8 C1 C2 120.6(4) . . ? O1 C2 O2 119.7(4) . . ? O1 C2 C1 118.6(4) . . ? O2 C2 C1 121.7(4) . . ? C1 C3 C4 120.1(3) . . ? C3 C4 C6 120.4(4) . . ? C3 C4 C5 119.9(3) . . ? C6 C4 C5 119.7(4) . . ? O3 C5 O4 122.4(4) . . ? O3 C5 C4 119.6(4) . . ? O4 C5 C4 117.9(3) . . ? C4 C6 C7 119.5(4) . . ? O5 C7 C8 124.9(4) . . ? O5 C7 C6 115.1(4) . . ? C8 C7 C6 120.0(4) . . ? C7 C8 C1 119.9(4) . . ? O5 C9 C10 107.1(4) . . ? C15 C10 C11 118.7(4) . . ? C15 C10 C9 120.9(5) . . ? C11 C10 C9 120.4(4) . . ? C10 C11 C12 120.0(5) . . ? C13 C12 C11 121.9(5) . . ? C12 C13 C14 117.9(4) . . ? C12 C13 C16 122.8(5) . . ? C14 C13 C16 119.3(5) . . ? C13 C14 C15 121.6(5) . . ? C10 C15 C14 119.9(6) . . ? O6 C16 C13 107.6(4) . . ? O6 C17 C24 115.6(4) . . ? O6 C17 C18 124.4(4) . . ? C24 C17 C18 120.0(4) . . ? C17 C18 C19 119.6(4) . . ? C21 C19 C18 120.2(4) . . ? C21 C19 C20 118.1(3) . . ? C18 C19 C20 121.7(4) . . ? O8 C20 O7 123.7(4) . . ? O8 C20 C19 122.5(4) . . ? O7 C20 C19 113.8(3) . . ? C19 C21 C22 119.8(4) . . ? C24 C22 C21 119.6(4) . . ? C24 C22 C23 122.3(4) . . ? C21 C22 C23 118.0(4) . . ? O9 C23 O10 124.0(4) . . ? O9 C23 C22 121.9(4) . . ? O10 C23 C22 114.1(4) . . ? C22 C24 C17 120.9(4) . . ? C32 C25 C27 120.0(3) . . ? C32 C25 C26 121.3(4) . . ? C27 C25 C26 118.8(3) . . ? O12 C26 O11 120.2(4) . . ? O12 C26 C25 121.7(4) . . ? O11 C26 C25 118.0(4) . . ? C28 C27 C25 119.7(4) . . ? C27 C28 C30 120.5(4) . . ? C27 C28 C29 119.9(3) . . ? C30 C28 C29 119.6(3) . . ? O14 C29 O13 123.7(4) . . ? O14 C29 C28 119.1(4) . . ? O13 C29 C28 117.2(3) . . ? C31 C30 C28 118.7(3) . . ? C30 C31 O15 123.7(4) . . ? C30 C31 C32 121.0(4) . . ? O15 C31 C32 115.3(4) . . ? C25 C32 C31 120.0(4) . . ? O15 C33 C34 108.4(4) . . ? C36 C34 C35 118.1(4) . . ? C36 C34 C33 122.0(4) . . ? C35 C34 C33 119.8(4) . . ? C36 C35 C34 121.2(4) 2_664 . ? C34 C36 C35 120.6(4) . 2_664 ? N1 C37 C38 179.6(6) . . ? O11 Co1 O1 90.44(12) . . ? O11 Co1 N1 99.19(14) . . ? O1 Co1 N1 98.41(14) . . ? O11 Co1 O16 128.99(12) . . ? O1 Co1 O16 135.10(11) . . ? N1 Co1 O16 95.49(13) . . ? O11 Co1 O16 87.36(11) . 2_665 ? O1 Co1 O16 87.14(11) . 2_665 ? N1 Co1 O16 171.34(13) . 2_665 ? O16 Co1 O16 75.92(11) . 2_665 ? O11 Co1 O2 147.67(11) . . ? O1 Co1 O2 57.28(10) . . ? N1 Co1 O2 85.15(13) . . ? O16 Co1 O2 81.85(10) . . ? O16 Co1 O2 92.35(10) 2_665 . ? C37 N1 Co1 176.9(4) . . ? C2 O1 Co1 100.1(3) . . ? C2 O2 Co1 82.8(2) . . ? C7 O5 C9 118.4(3) . . ? C17 O6 C16 117.7(3) . . ? C26 O11 Co1 104.8(3) . . ? C31 O15 C33 118.2(3) . . ? Co1 O16 Co1 104.08(11) . 2_665 ? _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 0.498 _refine_diff_density_min -0.537 _refine_diff_density_rms 0.070 data_130102a_0m _database_code_depnum_ccdc_archive 'CCDC 910012' #TrackingRef '5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C92 H66 N4 O30 Zn2' _chemical_formula_weight 1838.23 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 8.815(4) _cell_length_b 15.386(7) _cell_length_c 16.055(8) _cell_angle_alpha 104.527(6) _cell_angle_beta 92.798(6) _cell_angle_gamma 101.187(6) _cell_volume 2056.9(17) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.05 _exptl_crystal_size_mid 0.03 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.484 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 946 _exptl_absorpt_coefficient_mu 0.674 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9671 _exptl_absorpt_correction_T_max 0.9866 _exptl_absorpt_process_details 'SADABS (Sheldrick,1996)' _exptl_special_details ; Sheldrick, G. M. (1996). SADABS. University of G\"ottingen, Germany. ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 10781 _diffrn_reflns_av_R_equivalents 0.0416 _diffrn_reflns_av_sigmaI/netI 0.0943 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.65 _diffrn_reflns_theta_max 25.00 _reflns_number_total 7132 _reflns_number_gt 4532 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0632P)^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 7132 _refine_ls_number_parameters 581 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1040 _refine_ls_R_factor_gt 0.0609 _refine_ls_wR_factor_ref 0.1530 _refine_ls_wR_factor_gt 0.1290 _refine_ls_goodness_of_fit_ref 1.000 _refine_ls_restrained_S_all 1.000 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.9469(6) 0.1180(3) -0.0356(3) 0.0378(12) Uani 1 1 d . . . C2 C 1.0266(5) 0.2065(3) 0.0260(3) 0.0317(11) Uani 1 1 d . . . C3 C 1.1436(5) 0.2658(3) 0.0011(3) 0.0323(11) Uani 1 1 d . . . H3 H 1.1740 0.2501 -0.0544 0.039 Uiso 1 1 calc R . . C4 C 1.2157(5) 0.3486(3) 0.0591(3) 0.0290(10) Uani 1 1 d . . . C5 C 1.3415(5) 0.4141(3) 0.0339(3) 0.0316(11) Uani 1 1 d . . . C6 C 1.1718(5) 0.3718(3) 0.1420(3) 0.0339(11) Uani 1 1 d . . . H6 H 1.2188 0.4278 0.1805 0.041 Uiso 1 1 calc R . . C7 C 1.0572(5) 0.3111(3) 0.1676(3) 0.0343(11) Uani 1 1 d . . . C8 C 0.9831(5) 0.2291(3) 0.1096(3) 0.0360(11) Uani 1 1 d . . . H8 H 0.9044 0.1893 0.1264 0.043 Uiso 1 1 calc R . . C9 C 0.9325(6) 0.2699(3) 0.2852(3) 0.0487(14) Uani 1 1 d . . . H9A H 0.9770 0.2157 0.2750 0.058 Uiso 1 1 calc R . . H9B H 0.8272 0.2523 0.2570 0.058 Uiso 1 1 calc R . . C10 C 0.9317(6) 0.3099(3) 0.3806(3) 0.0421(13) Uani 1 1 d . . . C11 C 1.0621(7) 0.3304(5) 0.4355(4) 0.079(2) Uani 1 1 d . . . H11 H 1.1536 0.3175 0.4139 0.095 Uiso 1 1 calc R . . C12 C 1.0633(6) 0.3700(5) 0.5225(4) 0.076(2) Uani 1 1 d . . . H12 H 1.1547 0.3821 0.5589 0.091 Uiso 1 1 calc R . . C13 C 0.9323(6) 0.3915(3) 0.5560(3) 0.0364(12) Uani 1 1 d . . . C14 C 0.7992(7) 0.3687(4) 0.5020(3) 0.0647(19) Uani 1 1 d . . . H14 H 0.7077 0.3812 0.5237 0.078 Uiso 1 1 calc R . . C15 C 0.7981(7) 0.3268(4) 0.4145(3) 0.0642(18) Uani 1 1 d . . . H15 H 0.7053 0.3102 0.3787 0.077 Uiso 1 1 calc R . . C16 C 0.9421(6) 0.4444(3) 0.6508(3) 0.0423(13) Uani 1 1 d . . . H16A H 1.0054 0.4187 0.6854 0.051 Uiso 1 1 calc R . . H16B H 0.9927 0.5080 0.6576 0.051 Uiso 1 1 calc R . . C17 C 0.7209(6) 0.3618(3) 0.7013(3) 0.0341(11) Uani 1 1 d . . . C18 C 0.7949(5) 0.2918(3) 0.7086(3) 0.0356(11) Uani 1 1 d . . . H18 H 0.8982 0.2952 0.6978 0.043 Uiso 1 1 calc R . . C19 C 0.7131(5) 0.2171(3) 0.7320(3) 0.0346(11) Uani 1 1 d . . . C20 C 0.7953(6) 0.1431(3) 0.7418(3) 0.0383(12) Uani 1 1 d . . . C21 C 0.5577(5) 0.2102(3) 0.7464(3) 0.0371(12) Uani 1 1 d . . . H21 H 0.5037 0.1597 0.7624 0.045 Uiso 1 1 calc R . . C22 C 0.4831(5) 0.2800(3) 0.7368(3) 0.0356(11) Uani 1 1 d . . . C23 C 0.3141(6) 0.2746(4) 0.7478(3) 0.0391(12) Uani 1 1 d . . . C24 C 0.5655(6) 0.3559(3) 0.7157(3) 0.0374(12) Uani 1 1 d . . . H24 H 0.5171 0.4034 0.7112 0.045 Uiso 1 1 calc R . . C25 C 0.6960(5) -0.1326(3) -0.1573(3) 0.0326(11) Uani 1 1 d . . . C26 C 0.5929(5) -0.2269(3) -0.1853(3) 0.0290(10) Uani 1 1 d . . . C27 C 0.5981(5) -0.2812(3) -0.2680(3) 0.0302(10) Uani 1 1 d . . . H27 H 0.6626 -0.2587 -0.3054 0.036 Uiso 1 1 calc R . . C28 C 0.5066(5) -0.3687(3) -0.2939(3) 0.0293(10) Uani 1 1 d . . . C29 C 0.5072(5) -0.4266(3) -0.3844(3) 0.0327(11) Uani 1 1 d . . . C30 C 0.4094(5) -0.4037(3) -0.2394(3) 0.0302(10) Uani 1 1 d . . . H30 H 0.3506 -0.4635 -0.2570 0.036 Uiso 1 1 calc R . . C31 C 0.4015(5) -0.3472(3) -0.1576(3) 0.0298(10) Uani 1 1 d . . . C32 C 0.4932(5) -0.2592(3) -0.1309(3) 0.0305(11) Uani 1 1 d . . . H32 H 0.4876 -0.2218 -0.0762 0.037 Uiso 1 1 calc R . . C33 C 0.2019(5) -0.4605(3) -0.1288(3) 0.0345(11) Uani 1 1 d . . . H33A H 0.2598 -0.5087 -0.1447 0.041 Uiso 1 1 calc R . . H33B H 0.1378 -0.4611 -0.1799 0.041 Uiso 1 1 calc R . . C34 C 0.0999(5) -0.4785(3) -0.0601(3) 0.0312(11) Uani 1 1 d . . . C35 C 0.1092(5) -0.4177(3) 0.0200(3) 0.0387(12) Uani 1 1 d . . . H35 H 0.1821 -0.3624 0.0343 0.046 Uiso 1 1 calc R . . C36 C -0.0088(5) -0.5605(3) -0.0792(3) 0.0402(12) Uani 1 1 d . . . H36 H -0.0148 -0.6020 -0.1331 0.048 Uiso 1 1 calc R . . C37 C 1.2331(6) -0.0021(4) -0.1802(4) 0.0501(14) Uani 1 1 d . . . H37 H 1.2124 0.0254 -0.1246 0.060 Uiso 1 1 calc R . . C38 C 1.3754(7) -0.0241(4) -0.1911(4) 0.0645(17) Uani 1 1 d . . . H38 H 1.4491 -0.0126 -0.1441 0.077 Uiso 1 1 calc R . . C39 C 1.4057(7) -0.0629(4) -0.2720(5) 0.0659(18) Uani 1 1 d . . . H39 H 1.5018 -0.0782 -0.2809 0.079 Uiso 1 1 calc R . . C40 C 1.2972(7) -0.0800(4) -0.3405(4) 0.0587(16) Uani 1 1 d . . . H40 H 1.3188 -0.1059 -0.3964 0.070 Uiso 1 1 calc R . . C41 C 1.1525(6) -0.0578(3) -0.3256(3) 0.0422(13) Uani 1 1 d . . . C42 C 1.0232(6) -0.0781(4) -0.3945(3) 0.0476(14) Uani 1 1 d . . . C43 C 1.0336(9) -0.1174(5) -0.4814(4) 0.080(2) Uani 1 1 d . . . H43 H 1.1263 -0.1319 -0.4997 0.096 Uiso 1 1 calc R . . C44 C 0.9063(11) -0.1345(6) -0.5395(4) 0.105(3) Uani 1 1 d . . . H44 H 0.9124 -0.1612 -0.5977 0.126 Uiso 1 1 calc R . . C45 C 0.7720(9) -0.1132(5) -0.5136(4) 0.091(2) Uani 1 1 d . . . H45 H 0.6845 -0.1254 -0.5529 0.109 Uiso 1 1 calc R . . C46 C 0.7681(7) -0.0724(4) -0.4263(4) 0.0687(18) Uani 1 1 d . . . H46 H 0.6763 -0.0569 -0.4076 0.082 Uiso 1 1 calc R . . N1 N 1.1229(4) -0.0181(3) -0.2452(3) 0.0377(10) Uani 1 1 d . . . N2 N 0.8917(5) -0.0546(3) -0.3681(2) 0.0436(11) Uani 1 1 d . . . O1 O 0.9878(4) 0.0935(2) -0.1079(2) 0.0436(9) Uani 1 1 d . . . O2 O 0.8342(5) 0.0712(3) -0.0064(2) 0.0652(12) Uani 1 1 d . . . H2 H 0.7979 0.0227 -0.0429 0.098 Uiso 1 1 calc R . . O3 O 1.3803(4) 0.3891(2) -0.0431(2) 0.0495(9) Uani 1 1 d . . . H3A H 1.4573 0.4259 -0.0489 0.074 Uiso 1 1 calc R . . O4 O 1.4032(4) 0.4883(2) 0.0871(2) 0.0442(9) Uani 1 1 d . . . O5 O 1.0229(4) 0.3377(2) 0.25152(19) 0.0463(9) Uani 1 1 d . . . O6 O 0.7916(4) 0.4411(2) 0.6823(2) 0.0436(9) Uani 1 1 d . . . O7 O 0.9375(4) 0.1526(2) 0.7317(2) 0.0484(9) Uani 1 1 d . . . O8 O 0.7218(4) 0.0732(2) 0.7609(2) 0.0450(9) Uani 1 1 d . . . O9 O 0.2463(4) 0.1992(2) 0.7663(3) 0.0522(10) Uani 1 1 d . . . H9 H 0.1545 0.1998 0.7718 0.078 Uiso 1 1 calc R . . O10 O 0.2460(4) 0.3325(3) 0.7357(2) 0.0564(10) Uani 1 1 d . . . O11 O 0.7842(4) -0.1090(2) -0.2105(2) 0.0405(8) Uani 1 1 d . . . O12 O 0.6851(4) -0.0822(2) -0.0845(2) 0.0493(9) Uani 1 1 d . . . O13 O 0.5716(4) -0.3907(2) -0.4390(2) 0.0460(9) Uani 1 1 d . . . O14 O 0.4356(4) -0.5104(2) -0.4014(2) 0.0486(9) Uani 1 1 d . . . H14A H 0.4373 -0.5353 -0.4528 0.073 Uiso 1 1 calc R . . O15 O 0.3076(4) -0.3737(2) -0.09866(18) 0.0396(8) Uani 1 1 d . . . Zn1 Zn 0.89956(6) 0.00721(4) -0.23012(3) 0.03201(18) 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 0.040(3) 0.029(3) 0.042(3) 0.010(2) 0.008(2) -0.001(2) C2 0.037(3) 0.026(3) 0.026(2) 0.003(2) -0.002(2) -0.001(2) C3 0.036(3) 0.029(3) 0.030(3) 0.010(2) 0.006(2) -0.002(2) C4 0.032(3) 0.027(3) 0.026(2) 0.008(2) 0.002(2) 0.002(2) C5 0.034(3) 0.031(3) 0.029(3) 0.010(2) 0.005(2) 0.003(2) C6 0.040(3) 0.027(3) 0.029(3) 0.004(2) -0.003(2) 0.001(2) C7 0.048(3) 0.030(3) 0.023(2) 0.005(2) 0.008(2) 0.006(2) C8 0.042(3) 0.027(3) 0.035(3) 0.010(2) 0.009(2) -0.005(2) C9 0.066(4) 0.029(3) 0.042(3) 0.004(2) 0.022(3) -0.009(2) C10 0.048(3) 0.038(3) 0.037(3) 0.009(2) 0.015(3) -0.001(2) C11 0.034(4) 0.121(6) 0.051(4) -0.020(4) 0.014(3) -0.006(3) C12 0.034(3) 0.113(6) 0.048(4) -0.020(4) 0.006(3) -0.010(3) C13 0.049(3) 0.022(3) 0.035(3) 0.006(2) 0.012(2) -0.001(2) C14 0.061(4) 0.105(5) 0.036(3) 0.006(3) 0.008(3) 0.052(4) C15 0.074(4) 0.098(5) 0.032(3) 0.013(3) 0.007(3) 0.049(4) C16 0.049(3) 0.038(3) 0.034(3) 0.006(2) 0.018(2) -0.005(2) C17 0.050(3) 0.024(3) 0.024(2) 0.003(2) 0.010(2) 0.000(2) C18 0.037(3) 0.033(3) 0.032(3) 0.003(2) 0.007(2) 0.001(2) C19 0.032(3) 0.033(3) 0.036(3) 0.006(2) 0.004(2) 0.006(2) C20 0.036(3) 0.041(3) 0.037(3) 0.008(2) 0.004(2) 0.008(2) C21 0.037(3) 0.030(3) 0.042(3) 0.014(2) 0.003(2) -0.002(2) C22 0.036(3) 0.031(3) 0.039(3) 0.008(2) 0.005(2) 0.008(2) C23 0.038(3) 0.039(3) 0.040(3) 0.011(2) 0.006(2) 0.005(2) C24 0.049(3) 0.031(3) 0.033(3) 0.008(2) 0.007(2) 0.012(2) C25 0.030(3) 0.031(3) 0.036(3) 0.009(2) 0.007(2) 0.003(2) C26 0.030(3) 0.029(3) 0.027(2) 0.005(2) 0.005(2) 0.005(2) C27 0.030(3) 0.034(3) 0.026(2) 0.012(2) 0.007(2) 0.000(2) C28 0.029(3) 0.033(3) 0.024(2) 0.006(2) 0.0019(19) 0.002(2) C29 0.029(3) 0.033(3) 0.031(3) 0.006(2) 0.002(2) -0.002(2) C30 0.031(3) 0.024(2) 0.031(3) 0.006(2) 0.007(2) -0.0047(19) C31 0.028(3) 0.031(3) 0.030(2) 0.011(2) 0.006(2) -0.001(2) C32 0.032(3) 0.034(3) 0.021(2) 0.002(2) 0.007(2) 0.002(2) C33 0.036(3) 0.030(3) 0.033(3) 0.006(2) 0.008(2) -0.005(2) C34 0.028(3) 0.037(3) 0.028(2) 0.011(2) 0.006(2) 0.001(2) C35 0.038(3) 0.034(3) 0.037(3) 0.007(2) 0.012(2) -0.008(2) C36 0.042(3) 0.037(3) 0.033(3) 0.003(2) 0.013(2) -0.008(2) C37 0.037(3) 0.050(4) 0.064(4) 0.019(3) 0.003(3) 0.005(3) C38 0.046(4) 0.065(4) 0.084(5) 0.023(4) 0.002(3) 0.010(3) C39 0.040(4) 0.061(4) 0.104(6) 0.028(4) 0.017(4) 0.018(3) C40 0.053(4) 0.051(4) 0.075(4) 0.014(3) 0.036(3) 0.014(3) C41 0.042(3) 0.035(3) 0.047(3) 0.012(2) 0.018(3) -0.004(2) C42 0.057(4) 0.042(3) 0.041(3) 0.010(3) 0.022(3) 0.004(3) C43 0.093(6) 0.093(6) 0.046(4) 0.001(4) 0.027(4) 0.021(4) C44 0.114(7) 0.151(8) 0.029(4) -0.002(4) 0.009(4) 0.009(6) C45 0.092(6) 0.119(7) 0.042(4) 0.003(4) -0.004(4) 0.003(5) C46 0.052(4) 0.094(5) 0.051(4) 0.015(4) -0.002(3) 0.002(3) N1 0.039(3) 0.028(2) 0.045(3) 0.0111(19) 0.011(2) -0.0004(18) N2 0.041(3) 0.053(3) 0.033(2) 0.009(2) 0.007(2) 0.002(2) O1 0.051(2) 0.039(2) 0.0292(19) -0.0031(15) 0.0090(16) -0.0018(16) O2 0.085(3) 0.037(2) 0.045(2) -0.0088(17) 0.020(2) -0.033(2) O3 0.052(2) 0.050(2) 0.037(2) 0.0095(17) 0.0178(17) -0.0118(17) O4 0.050(2) 0.037(2) 0.0349(19) 0.0042(16) 0.0051(16) -0.0099(16) O5 0.070(3) 0.031(2) 0.0279(18) 0.0004(15) 0.0220(17) -0.0078(17) O6 0.061(2) 0.0292(19) 0.040(2) 0.0078(15) 0.0244(17) 0.0028(16) O7 0.031(2) 0.056(2) 0.061(2) 0.0194(19) 0.0081(17) 0.0109(17) O8 0.035(2) 0.038(2) 0.068(2) 0.0260(18) 0.0102(17) 0.0062(16) O9 0.031(2) 0.050(2) 0.079(3) 0.027(2) 0.009(2) 0.0028(17) O10 0.045(2) 0.050(2) 0.080(3) 0.020(2) 0.008(2) 0.0203(19) O11 0.045(2) 0.0294(19) 0.044(2) 0.0094(16) 0.0149(17) -0.0014(15) O12 0.055(2) 0.033(2) 0.043(2) -0.0048(16) 0.0193(17) -0.0127(16) O13 0.048(2) 0.048(2) 0.0332(19) 0.0080(16) 0.0159(16) -0.0100(17) O14 0.068(3) 0.036(2) 0.0313(19) -0.0014(16) 0.0121(18) -0.0024(18) O15 0.045(2) 0.038(2) 0.0266(17) 0.0030(14) 0.0115(15) -0.0088(15) Zn1 0.0323(3) 0.0308(3) 0.0308(3) 0.0073(2) 0.0074(2) 0.0022(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 O1 1.222(5) . ? C1 O2 1.290(5) . ? C1 C2 1.487(6) . ? C2 C3 1.384(6) . ? C2 C8 1.391(6) . ? C3 C4 1.389(6) . ? C3 H3 0.9300 . ? C4 C6 1.383(6) . ? C4 C5 1.492(6) . ? C5 O4 1.246(5) . ? C5 O3 1.284(5) . ? C6 C7 1.389(6) . ? C6 H6 0.9300 . ? C7 O5 1.373(5) . ? C7 C8 1.384(6) . ? C8 H8 0.9300 . ? C9 O5 1.421(5) . ? C9 C10 1.502(6) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.348(7) . ? C10 C15 1.364(7) . ? C11 C12 1.376(7) . ? C11 H11 0.9300 . ? C12 C13 1.361(7) . ? C12 H12 0.9300 . ? C13 C14 1.357(7) . ? C13 C16 1.524(6) . ? C14 C15 1.388(7) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 O6 1.438(5) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 O6 1.372(5) . ? C17 C18 1.388(6) . ? C17 C24 1.390(6) . ? C18 C19 1.379(6) . ? C18 H18 0.9300 . ? C19 C21 1.389(6) . ? C19 C20 1.498(6) . ? C20 O7 1.257(5) . ? C20 O8 1.259(6) . ? C20 Zn1 2.569(5) 1_556 ? C21 C22 1.399(6) . ? C21 H21 0.9300 . ? C22 C24 1.379(6) . ? C22 C23 1.497(6) . ? C23 O10 1.214(5) . ? C23 O9 1.308(6) . ? C24 H24 0.9300 . ? C25 O11 1.256(5) . ? C25 O12 1.250(5) . ? C25 C26 1.502(6) . ? C26 C27 1.388(6) . ? C26 C32 1.380(6) . ? C27 C28 1.380(6) . ? C27 H27 0.9300 . ? C28 C30 1.385(6) . ? C28 C29 1.502(6) . ? C29 O13 1.252(5) . ? C29 O14 1.275(5) . ? C30 C31 1.394(6) . ? C30 H30 0.9300 . ? C31 O15 1.374(5) . ? C31 C32 1.386(6) . ? C32 H32 0.9300 . ? C33 O15 1.427(5) . ? C33 C34 1.503(6) . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C34 C35 1.375(6) . ? C34 C36 1.382(6) . ? C35 C36 1.388(6) 2_545 ? C35 H35 0.9300 . ? C36 C35 1.388(6) 2_545 ? C36 H36 0.9300 . ? C37 N1 1.332(6) . ? C37 C38 1.369(7) . ? C37 H37 0.9300 . ? C38 C39 1.349(8) . ? C38 H38 0.9300 . ? C39 C40 1.361(8) . ? C39 H39 0.9300 . ? C40 C41 1.399(7) . ? C40 H40 0.9300 . ? C41 N1 1.343(6) . ? C41 C42 1.479(7) . ? C42 N2 1.337(6) . ? C42 C43 1.389(7) . ? C43 C44 1.363(9) . ? C43 H43 0.9300 . ? C44 C45 1.347(9) . ? C44 H44 0.9300 . ? C45 C46 1.390(8) . ? C45 H45 0.9300 . ? C46 N2 1.338(6) . ? C46 H46 0.9300 . ? N1 Zn1 2.094(4) . ? N2 Zn1 2.173(4) . ? O1 Zn1 2.089(3) . ? O2 H2 0.8200 . ? O3 H3A 0.8200 . ? O7 Zn1 2.431(4) 1_556 ? O8 Zn1 2.043(3) 1_556 ? O9 H9 0.8200 . ? O11 Zn1 1.985(3) . ? O14 H14A 0.8200 . ? Zn1 O8 2.043(3) 1_554 ? Zn1 O7 2.431(4) 1_554 ? Zn1 C20 2.569(5) 1_554 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 O2 124.1(4) . . ? O1 C1 C2 121.1(4) . . ? O2 C1 C2 114.7(4) . . ? C3 C2 C8 120.0(4) . . ? C3 C2 C1 120.6(4) . . ? C8 C2 C1 119.4(4) . . ? C2 C3 C4 119.9(4) . . ? C2 C3 H3 120.0 . . ? C4 C3 H3 120.0 . . ? C3 C4 C6 120.2(4) . . ? C3 C4 C5 121.1(4) . . ? C6 C4 C5 118.7(4) . . ? O4 C5 O3 123.8(4) . . ? O4 C5 C4 119.7(4) . . ? O3 C5 C4 116.6(4) . . ? C7 C6 C4 119.7(4) . . ? C7 C6 H6 120.1 . . ? C4 C6 H6 120.1 . . ? O5 C7 C8 123.4(4) . . ? O5 C7 C6 116.3(4) . . ? C8 C7 C6 120.3(4) . . ? C7 C8 C2 119.8(4) . . ? C7 C8 H8 120.1 . . ? C2 C8 H8 120.1 . . ? O5 C9 C10 108.1(4) . . ? O5 C9 H9A 110.1 . . ? C10 C9 H9A 110.1 . . ? O5 C9 H9B 110.1 . . ? C10 C9 H9B 110.1 . . ? H9A C9 H9B 108.4 . . ? C11 C10 C15 117.8(5) . . ? C11 C10 C9 121.4(5) . . ? C15 C10 C9 120.8(5) . . ? C10 C11 C12 121.7(5) . . ? C10 C11 H11 119.1 . . ? C12 C11 H11 119.1 . . ? C13 C12 C11 120.7(5) . . ? C13 C12 H12 119.6 . . ? C11 C12 H12 119.6 . . ? C14 C13 C12 118.1(5) . . ? C14 C13 C16 122.6(4) . . ? C12 C13 C16 119.2(5) . . ? C13 C14 C15 120.8(5) . . ? C13 C14 H14 119.6 . . ? C15 C14 H14 119.6 . . ? C10 C15 C14 120.7(6) . . ? C10 C15 H15 119.6 . . ? C14 C15 H15 119.6 . . ? O6 C16 C13 112.4(4) . . ? O6 C16 H16A 109.1 . . ? C13 C16 H16A 109.1 . . ? O6 C16 H16B 109.1 . . ? C13 C16 H16B 109.1 . . ? H16A C16 H16B 107.9 . . ? O6 C17 C18 124.6(4) . . ? O6 C17 C24 115.0(4) . . ? C18 C17 C24 120.5(4) . . ? C17 C18 C19 119.2(4) . . ? C17 C18 H18 120.4 . . ? C19 C18 H18 120.4 . . ? C21 C19 C18 121.0(4) . . ? C21 C19 C20 120.3(4) . . ? C18 C19 C20 118.7(4) . . ? O7 C20 O8 121.1(4) . . ? O7 C20 C19 119.1(5) . . ? O8 C20 C19 119.8(4) . . ? O7 C20 Zn1 69.4(3) . 1_556 ? O8 C20 Zn1 51.7(2) . 1_556 ? C19 C20 Zn1 171.1(4) . 1_556 ? C19 C21 C22 119.4(4) . . ? C19 C21 H21 120.3 . . ? C22 C21 H21 120.3 . . ? C24 C22 C21 119.8(4) . . ? C24 C22 C23 118.3(4) . . ? C21 C22 C23 121.9(4) . . ? O10 C23 O9 123.8(5) . . ? O10 C23 C22 122.6(5) . . ? O9 C23 C22 113.4(4) . . ? C22 C24 C17 120.1(4) . . ? C22 C24 H24 119.9 . . ? C17 C24 H24 119.9 . . ? O11 C25 O12 124.6(4) . . ? O11 C25 C26 117.0(4) . . ? O12 C25 C26 118.3(4) . . ? C27 C26 C32 120.3(4) . . ? C27 C26 C25 118.6(4) . . ? C32 C26 C25 121.2(4) . . ? C26 C27 C28 119.2(4) . . ? C26 C27 H27 120.4 . . ? C28 C27 H27 120.4 . . ? C30 C28 C27 121.5(4) . . ? C30 C28 C29 118.9(4) . . ? C27 C28 C29 119.5(4) . . ? O13 C29 O14 123.7(4) . . ? O13 C29 C28 119.6(4) . . ? O14 C29 C28 116.6(4) . . ? C28 C30 C31 118.5(4) . . ? C28 C30 H30 120.7 . . ? C31 C30 H30 120.7 . . ? O15 C31 C32 115.9(4) . . ? O15 C31 C30 123.8(4) . . ? C32 C31 C30 120.4(4) . . ? C26 C32 C31 120.0(4) . . ? C26 C32 H32 120.0 . . ? C31 C32 H32 120.0 . . ? O15 C33 C34 110.6(4) . . ? O15 C33 H33A 109.5 . . ? C34 C33 H33A 109.5 . . ? O15 C33 H33B 109.5 . . ? C34 C33 H33B 109.5 . . ? H33A C33 H33B 108.1 . . ? C35 C34 C36 118.9(4) . . ? C35 C34 C33 123.4(4) . . ? C36 C34 C33 117.7(4) . . ? C34 C35 C36 119.5(4) . 2_545 ? C34 C35 H35 120.3 . . ? C36 C35 H35 120.3 2_545 . ? C34 C36 C35 121.6(4) . 2_545 ? C34 C36 H36 119.2 . . ? C35 C36 H36 119.2 2_545 . ? N1 C37 C38 123.3(6) . . ? N1 C37 H37 118.4 . . ? C38 C37 H37 118.4 . . ? C39 C38 C37 118.2(6) . . ? C39 C38 H38 120.9 . . ? C37 C38 H38 120.9 . . ? C38 C39 C40 120.7(6) . . ? C38 C39 H39 119.7 . . ? C40 C39 H39 119.7 . . ? C39 C40 C41 118.8(6) . . ? C39 C40 H40 120.6 . . ? C41 C40 H40 120.6 . . ? N1 C41 C40 120.6(5) . . ? N1 C41 C42 116.1(4) . . ? C40 C41 C42 123.3(5) . . ? N2 C42 C43 120.7(6) . . ? N2 C42 C41 115.3(4) . . ? C43 C42 C41 124.1(5) . . ? C44 C43 C42 119.3(7) . . ? C44 C43 H43 120.4 . . ? C42 C43 H43 120.4 . . ? C45 C44 C43 120.7(7) . . ? C45 C44 H44 119.6 . . ? C43 C44 H44 119.6 . . ? C44 C45 C46 117.9(7) . . ? C44 C45 H45 121.0 . . ? C46 C45 H45 121.0 . . ? N2 C46 C45 122.4(6) . . ? N2 C46 H46 118.8 . . ? C45 C46 H46 118.8 . . ? C41 N1 C37 118.5(4) . . ? C41 N1 Zn1 117.1(3) . . ? C37 N1 Zn1 124.3(3) . . ? C42 N2 C46 119.0(5) . . ? C42 N2 Zn1 115.1(3) . . ? C46 N2 Zn1 125.9(4) . . ? C1 O1 Zn1 139.9(3) . . ? C1 O2 H2 109.5 . . ? C5 O3 H3A 109.5 . . ? C7 O5 C9 117.5(3) . . ? C17 O6 C16 117.7(4) . . ? C20 O7 Zn1 81.6(3) . 1_556 ? C20 O8 Zn1 99.4(3) . 1_556 ? C23 O9 H9 109.5 . . ? C25 O11 Zn1 137.3(3) . . ? C29 O14 H14A 109.5 . . ? C31 O15 C33 116.0(3) . . ? O11 Zn1 O8 100.50(13) . 1_554 ? O11 Zn1 O1 106.20(13) . . ? O8 Zn1 O1 92.66(14) 1_554 . ? O11 Zn1 N1 102.45(14) . . ? O8 Zn1 N1 156.00(14) 1_554 . ? O1 Zn1 N1 87.61(14) . . ? O11 Zn1 N2 92.19(14) . . ? O8 Zn1 N2 95.87(15) 1_554 . ? O1 Zn1 N2 157.95(14) . . ? N1 Zn1 N2 76.42(16) . . ? O11 Zn1 O7 157.67(12) . 1_554 ? O8 Zn1 O7 57.85(12) 1_554 1_554 ? O1 Zn1 O7 82.08(13) . 1_554 ? N1 Zn1 O7 98.53(13) . 1_554 ? N2 Zn1 O7 85.33(14) . 1_554 ? O11 Zn1 C20 129.30(15) . 1_554 ? O8 Zn1 C20 28.92(13) 1_554 1_554 ? O1 Zn1 C20 86.52(14) . 1_554 ? N1 Zn1 C20 127.40(15) . 1_554 ? N2 Zn1 C20 91.17(15) . 1_554 ? O7 Zn1 C20 28.94(12) 1_554 1_554 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 C3 3.7(7) . . . . ? O2 C1 C2 C3 -176.3(5) . . . . ? O1 C1 C2 C8 -175.9(4) . . . . ? O2 C1 C2 C8 4.1(7) . . . . ? C8 C2 C3 C4 -1.2(7) . . . . ? C1 C2 C3 C4 179.2(4) . . . . ? C2 C3 C4 C6 0.6(7) . . . . ? C2 C3 C4 C5 -179.6(4) . . . . ? C3 C4 C5 O4 179.5(4) . . . . ? C6 C4 C5 O4 -0.8(7) . . . . ? C3 C4 C5 O3 -1.0(6) . . . . ? C6 C4 C5 O3 178.8(4) . . . . ? C3 C4 C6 C7 1.1(7) . . . . ? C5 C4 C6 C7 -178.7(4) . . . . ? C4 C6 C7 O5 178.3(4) . . . . ? C4 C6 C7 C8 -2.3(7) . . . . ? O5 C7 C8 C2 -178.9(4) . . . . ? C6 C7 C8 C2 1.7(7) . . . . ? C3 C2 C8 C7 0.0(7) . . . . ? C1 C2 C8 C7 179.6(4) . . . . ? O5 C9 C10 C11 -67.0(7) . . . . ? O5 C9 C10 C15 112.8(6) . . . . ? C15 C10 C11 C12 -2.1(10) . . . . ? C9 C10 C11 C12 177.7(6) . . . . ? C10 C11 C12 C13 -1.3(11) . . . . ? C11 C12 C13 C14 3.2(10) . . . . ? C11 C12 C13 C16 -173.6(6) . . . . ? C12 C13 C14 C15 -1.7(9) . . . . ? C16 C13 C14 C15 175.0(5) . . . . ? C11 C10 C15 C14 3.6(9) . . . . ? C9 C10 C15 C14 -176.2(5) . . . . ? C13 C14 C15 C10 -1.7(10) . . . . ? C14 C13 C16 O6 18.5(7) . . . . ? C12 C13 C16 O6 -164.8(5) . . . . ? O6 C17 C18 C19 177.0(4) . . . . ? C24 C17 C18 C19 -1.3(7) . . . . ? C17 C18 C19 C21 1.4(7) . . . . ? C17 C18 C19 C20 -178.5(4) . . . . ? C21 C19 C20 O7 -177.2(4) . . . . ? C18 C19 C20 O7 2.7(7) . . . . ? C21 C19 C20 O8 1.9(7) . . . . ? C18 C19 C20 O8 -178.1(4) . . . . ? C21 C19 C20 Zn1 -13(2) . . . 1_556 ? C18 C19 C20 Zn1 167(2) . . . 1_556 ? C18 C19 C21 C22 0.2(7) . . . . ? C20 C19 C21 C22 -179.9(4) . . . . ? C19 C21 C22 C24 -2.0(7) . . . . ? C19 C21 C22 C23 177.4(4) . . . . ? C24 C22 C23 O10 3.0(7) . . . . ? C21 C22 C23 O10 -176.5(5) . . . . ? C24 C22 C23 O9 178.9(4) . . . . ? C21 C22 C23 O9 -0.5(7) . . . . ? C21 C22 C24 C17 2.2(7) . . . . ? C23 C22 C24 C17 -177.3(4) . . . . ? O6 C17 C24 C22 -179.0(4) . . . . ? C18 C17 C24 C22 -0.5(7) . . . . ? O11 C25 C26 C27 -1.5(6) . . . . ? O12 C25 C26 C27 176.4(4) . . . . ? O11 C25 C26 C32 179.3(4) . . . . ? O12 C25 C26 C32 -2.8(7) . . . . ? C32 C26 C27 C28 -2.3(7) . . . . ? C25 C26 C27 C28 178.6(4) . . . . ? C26 C27 C28 C30 0.2(7) . . . . ? C26 C27 C28 C29 177.7(4) . . . . ? C30 C28 C29 O13 167.0(4) . . . . ? C27 C28 C29 O13 -10.7(6) . . . . ? C30 C28 C29 O14 -10.6(6) . . . . ? C27 C28 C29 O14 171.7(4) . . . . ? C27 C28 C30 C31 2.0(7) . . . . ? C29 C28 C30 C31 -175.6(4) . . . . ? C28 C30 C31 O15 178.9(4) . . . . ? C28 C30 C31 C32 -2.1(7) . . . . ? C27 C26 C32 C31 2.1(7) . . . . ? C25 C26 C32 C31 -178.7(4) . . . . ? O15 C31 C32 C26 179.1(4) . . . . ? C30 C31 C32 C26 0.1(7) . . . . ? O15 C33 C34 C35 0.7(6) . . . . ? O15 C33 C34 C36 -179.7(4) . . . . ? C36 C34 C35 C36 -0.5(8) . . . 2_545 ? C33 C34 C35 C36 179.1(4) . . . 2_545 ? C35 C34 C36 C35 0.5(8) . . . 2_545 ? C33 C34 C36 C35 -179.1(4) . . . 2_545 ? N1 C37 C38 C39 0.8(9) . . . . ? C37 C38 C39 C40 -0.3(9) . . . . ? C38 C39 C40 C41 -1.0(9) . . . . ? C39 C40 C41 N1 1.9(8) . . . . ? C39 C40 C41 C42 -176.5(5) . . . . ? N1 C41 C42 N2 -0.3(6) . . . . ? C40 C41 C42 N2 178.1(5) . . . . ? N1 C41 C42 C43 178.8(5) . . . . ? C40 C41 C42 C43 -2.8(8) . . . . ? N2 C42 C43 C44 -2.0(10) . . . . ? C41 C42 C43 C44 179.0(6) . . . . ? C42 C43 C44 C45 0.4(12) . . . . ? C43 C44 C45 C46 0.7(13) . . . . ? C44 C45 C46 N2 -0.5(11) . . . . ? C40 C41 N1 C37 -1.4(7) . . . . ? C42 C41 N1 C37 177.1(4) . . . . ? C40 C41 N1 Zn1 -177.7(4) . . . . ? C42 C41 N1 Zn1 0.7(5) . . . . ? C38 C37 N1 C41 0.0(7) . . . . ? C38 C37 N1 Zn1 176.1(4) . . . . ? C43 C42 N2 C46 2.3(8) . . . . ? C41 C42 N2 C46 -178.6(5) . . . . ? C43 C42 N2 Zn1 -179.3(5) . . . . ? C41 C42 N2 Zn1 -0.2(6) . . . . ? C45 C46 N2 C42 -1.0(9) . . . . ? C45 C46 N2 Zn1 -179.2(5) . . . . ? O2 C1 O1 Zn1 23.0(9) . . . . ? C2 C1 O1 Zn1 -157.1(3) . . . . ? C8 C7 O5 C9 14.1(7) . . . . ? C6 C7 O5 C9 -166.5(4) . . . . ? C10 C9 O5 C7 170.9(4) . . . . ? C18 C17 O6 C16 13.1(6) . . . . ? C24 C17 O6 C16 -168.5(4) . . . . ? C13 C16 O6 C17 77.1(5) . . . . ? O8 C20 O7 Zn1 -1.6(4) . . . 1_556 ? C19 C20 O7 Zn1 177.5(4) . . . 1_556 ? O7 C20 O8 Zn1 2.0(5) . . . 1_556 ? C19 C20 O8 Zn1 -177.2(4) . . . 1_556 ? O12 C25 O11 Zn1 -18.3(8) . . . . ? C26 C25 O11 Zn1 159.5(3) . . . . ? C32 C31 O15 C33 174.0(4) . . . . ? C30 C31 O15 C33 -7.0(6) . . . . ? C34 C33 O15 C31 -176.6(4) . . . . ? C25 O11 Zn1 O8 -56.5(5) . . . 1_554 ? C25 O11 Zn1 O1 39.4(5) . . . . ? C25 O11 Zn1 N1 130.6(5) . . . . ? C25 O11 Zn1 N2 -152.9(5) . . . . ? C25 O11 Zn1 O7 -69.8(6) . . . 1_554 ? C25 O11 Zn1 C20 -59.6(5) . . . 1_554 ? C1 O1 Zn1 O11 -44.0(5) . . . . ? C1 O1 Zn1 O8 57.7(5) . . . 1_554 ? C1 O1 Zn1 N1 -146.3(5) . . . . ? C1 O1 Zn1 N2 170.5(5) . . . . ? C1 O1 Zn1 O7 114.7(5) . . . 1_554 ? C1 O1 Zn1 C20 86.0(5) . . . 1_554 ? C41 N1 Zn1 O11 88.6(3) . . . . ? C37 N1 Zn1 O11 -87.5(4) . . . . ? C41 N1 Zn1 O8 -74.1(5) . . . 1_554 ? C37 N1 Zn1 O8 109.7(5) . . . 1_554 ? C41 N1 Zn1 O1 -165.3(3) . . . . ? C37 N1 Zn1 O1 18.6(4) . . . . ? C41 N1 Zn1 N2 -0.6(3) . . . . ? C37 N1 Zn1 N2 -176.7(4) . . . . ? C41 N1 Zn1 O7 -83.7(3) . . . 1_554 ? C37 N1 Zn1 O7 100.2(4) . . . 1_554 ? C41 N1 Zn1 C20 -81.5(4) . . . 1_554 ? C37 N1 Zn1 C20 102.4(4) . . . 1_554 ? C42 N2 Zn1 O11 -101.8(4) . . . . ? C46 N2 Zn1 O11 76.4(5) . . . . ? C42 N2 Zn1 O8 157.4(4) . . . 1_554 ? C46 N2 Zn1 O8 -24.4(5) . . . 1_554 ? C42 N2 Zn1 O1 45.2(6) . . . . ? C46 N2 Zn1 O1 -136.6(5) . . . . ? C42 N2 Zn1 N1 0.5(3) . . . . ? C46 N2 Zn1 N1 178.7(5) . . . . ? C42 N2 Zn1 O7 100.4(4) . . . 1_554 ? C46 N2 Zn1 O7 -81.3(5) . . . 1_554 ? C42 N2 Zn1 C20 128.8(4) . . . 1_554 ? C46 N2 Zn1 C20 -53.0(5) . . . 1_554 ? _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 0.512 _refine_diff_density_min -0.439 _refine_diff_density_rms 0.080 data_6 _database_code_depnum_ccdc_archive 'CCDC 910013' #TrackingRef '6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C96 H66 N4 O30 Zn2' _chemical_formula_weight 1886.27 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' 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' H H 0.0000 0.0000 '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 8.792(9) _cell_length_b 15.468(16) _cell_length_c 15.983(17) _cell_angle_alpha 104.543(16) _cell_angle_beta 93.056(14) _cell_angle_gamma 101.711(14) _cell_volume 2048(4) _cell_formula_units_Z 1 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.530 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 970 _exptl_absorpt_coefficient_mu 0.680 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9383 _exptl_absorpt_correction_T_max 0.9502 _exptl_absorpt_process_details 'SADABS (Sheldrick,1996)' _exptl_special_details ; Sheldrick, G. M. (1996). SADABS. University of G\"ottingen, Germany. ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 8769 _diffrn_reflns_av_R_equivalents 0.0457 _diffrn_reflns_av_sigmaI/netI 0.0967 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.17 _diffrn_reflns_theta_max 25.00 _reflns_number_total 6615 _reflns_number_gt 4298 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.1000P)^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 SHELXL _refine_ls_extinction_coef 0.0039(9) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 6615 _refine_ls_number_parameters 596 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0961 _refine_ls_R_factor_gt 0.0582 _refine_ls_wR_factor_ref 0.1694 _refine_ls_wR_factor_gt 0.1419 _refine_ls_goodness_of_fit_ref 0.875 _refine_ls_restrained_S_all 0.875 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.89500(7) 0.01105(4) 0.27152(3) 0.0321(2) Uani 1 1 d . . . O1 O 0.9369(4) 0.1562(2) 0.2355(2) 0.0439(9) Uani 1 1 d . . . N1 N 0.8817(5) -0.0470(3) 0.1314(2) 0.0360(10) Uani 1 1 d . . . N2 N 1.1177(5) -0.0154(2) 0.2558(2) 0.0338(10) Uani 1 1 d . . . C1 C 0.7137(6) 0.2206(3) 0.2358(3) 0.0315(11) Uani 1 1 d . . . C2 C 0.5584(6) 0.2140(3) 0.2487(3) 0.0349(12) Uani 1 1 d . . . H2A H 0.5014 0.1626 0.2647 0.042 Uiso 1 1 calc R . . C3 C 0.4861(6) 0.2827(3) 0.2381(3) 0.0355(12) Uani 1 1 d . . . C4 C 0.5678(6) 0.3577(3) 0.2156(3) 0.0373(12) Uani 1 1 d . . . H4A H 0.5173 0.4045 0.2085 0.045 Uiso 1 1 calc R . . C5 C 0.7240(6) 0.3646(3) 0.2034(3) 0.0343(12) Uani 1 1 d . . . C6 C 0.7989(6) 0.2953(3) 0.2123(3) 0.0339(11) Uani 1 1 d . . . H6A H 0.9054 0.2992 0.2026 0.041 Uiso 1 1 calc R . . C7 C 0.9488(6) 0.4463(3) 0.1534(3) 0.0427(13) Uani 1 1 d . . . H7A H 1.0130 0.4209 0.1897 0.051 Uiso 1 1 calc R . . H7B H 1.0012 0.5111 0.1605 0.051 Uiso 1 1 calc R . . C8 C 0.9414(6) 0.3943(3) 0.0600(3) 0.0356(12) Uani 1 1 d . . . C9 C 0.8139(7) 0.3824(4) 0.0016(3) 0.0553(16) Uani 1 1 d . . . H9A H 0.7243 0.4032 0.0214 0.066 Uiso 1 1 calc R . . C10 C 0.8137(7) 0.3409(4) -0.0852(3) 0.0568(16) Uani 1 1 d . . . H10A H 0.7237 0.3328 -0.1244 0.068 Uiso 1 1 calc R . . C11 C 0.9417(6) 0.3109(3) -0.1161(3) 0.0368(12) Uani 1 1 d . . . C12 C 1.0682(7) 0.3193(4) -0.0575(3) 0.0536(16) Uani 1 1 d . . . H12A H 1.1560 0.2963 -0.0772 0.064 Uiso 1 1 calc R . . C13 C 1.0680(6) 0.3610(4) 0.0303(3) 0.0494(15) Uani 1 1 d . . . H13A H 1.1559 0.3666 0.0701 0.059 Uiso 1 1 calc R . . C14 C 0.9422(7) 0.2694(3) -0.2101(3) 0.0494(15) Uani 1 1 d . . . H14A H 0.9896 0.2154 -0.2191 0.059 Uiso 1 1 calc R . . H14B H 0.8339 0.2492 -0.2393 0.059 Uiso 1 1 calc R . . C15 C 1.0619(6) 0.3100(3) -0.3302(3) 0.0344(12) Uani 1 1 d . . . C16 C 0.9876(6) 0.2282(3) -0.3874(3) 0.0345(12) Uani 1 1 d . . . H16A H 0.9085 0.1871 -0.3695 0.041 Uiso 1 1 calc R . . C17 C 1.0284(6) 0.2056(3) -0.4716(3) 0.0310(11) Uani 1 1 d . . . C18 C 1.1441(6) 0.2648(3) -0.4976(3) 0.0342(12) Uani 1 1 d . . . H18A H 1.1740 0.2485 -0.5547 0.041 Uiso 1 1 calc R . . C19 C 1.2174(6) 0.3487(3) -0.4396(3) 0.0307(11) Uani 1 1 d . . . C20 C 1.1745(6) 0.3713(3) -0.3566(3) 0.0339(12) Uani 1 1 d . . . H20A H 1.2221 0.4289 -0.3174 0.041 Uiso 1 1 calc R . . C21 C 0.3153(6) 0.2773(4) 0.2474(3) 0.0416(13) Uani 1 1 d . . . C22 C 0.7963(6) 0.1476(3) 0.2463(3) 0.0340(12) Uani 1 1 d . . . C23 C 0.9485(6) 0.1181(3) -0.5325(3) 0.0365(12) Uani 1 1 d . . . C24 C 1.3412(6) 0.4142(3) -0.4657(3) 0.0353(12) Uani 1 1 d . . . C25 C 0.7640(7) -0.0634(4) 0.0708(3) 0.0503(15) Uani 1 1 d . . . H25A H 0.6700 -0.0462 0.0877 0.060 Uiso 1 1 calc R . . C26 C 0.7705(8) -0.1051(4) -0.0173(4) 0.0630(18) Uani 1 1 d . . . H26A H 0.6825 -0.1169 -0.0590 0.076 Uiso 1 1 calc R . . C27 C 0.9047(9) -0.1277(4) -0.0411(4) 0.0636(18) Uani 1 1 d . . . H27A H 0.9122 -0.1546 -0.1007 0.076 Uiso 1 1 calc R . . C28 C 1.0337(7) -0.1122(4) 0.0204(3) 0.0491(15) Uani 1 1 d . . . C29 C 1.1772(8) -0.1372(4) 0.0011(4) 0.0544(16) Uani 1 1 d . . . H29A H 1.1899 -0.1655 -0.0573 0.065 Uiso 1 1 calc R . . C30 C 1.2937(7) -0.1220(4) 0.0628(4) 0.0539(16) Uani 1 1 d . . . H30A H 1.3884 -0.1390 0.0474 0.065 Uiso 1 1 calc R . . C31 C 1.2805(7) -0.0809(3) 0.1515(4) 0.0446(14) Uani 1 1 d . . . C32 C 1.3966(7) -0.0656(4) 0.2192(4) 0.0543(15) Uani 1 1 d . . . H32A H 1.4931 -0.0821 0.2072 0.065 Uiso 1 1 calc R . . C33 C 1.3738(7) -0.0272(4) 0.3027(4) 0.0546(15) Uani 1 1 d . . . H33A H 1.4521 -0.0183 0.3493 0.066 Uiso 1 1 calc R . . C34 C 1.2330(6) -0.0012(3) 0.3183(3) 0.0416(13) Uani 1 1 d . . . H34A H 1.2187 0.0280 0.3763 0.050 Uiso 1 1 calc R . . C35 C 1.1417(6) -0.0544(3) 0.1727(3) 0.0334(11) Uani 1 1 d . . . C36 C 1.0135(6) -0.0712(3) 0.1070(3) 0.0366(12) Uani 1 1 d . . . C37 C 0.5917(5) -0.2259(3) 0.3129(3) 0.0307(11) Uani 1 1 d . . . C38 C 0.5964(6) -0.2809(3) 0.2312(3) 0.0331(11) Uani 1 1 d . . . H38A H 0.6610 -0.2578 0.1923 0.040 Uiso 1 1 calc R . . C39 C 0.5078(5) -0.3692(3) 0.2057(3) 0.0293(11) Uani 1 1 d . . . C40 C 0.4105(6) -0.4035(3) 0.2612(3) 0.0329(11) Uani 1 1 d . . . H40A H 0.3505 -0.4647 0.2435 0.040 Uiso 1 1 calc R . . C41 C 0.4019(6) -0.3478(3) 0.3419(3) 0.0318(11) Uani 1 1 d . . . C42 C 0.4943(6) -0.2582(3) 0.3689(3) 0.0331(11) Uani 1 1 d . . . H42A H 0.4900 -0.2201 0.4251 0.040 Uiso 1 1 calc R . . C43 C 0.2040(6) -0.4601(3) 0.3715(3) 0.0384(12) Uani 1 1 d . . . H43A H 0.2632 -0.5088 0.3553 0.046 Uiso 1 1 calc R . . H43B H 0.1378 -0.4614 0.3189 0.046 Uiso 1 1 calc R . . C44 C 0.1019(6) -0.4787(3) 0.4403(3) 0.0318(11) Uani 1 1 d . . . C45 C -0.0048(6) -0.5607(4) 0.4217(3) 0.0438(14) Uani 1 1 d . . . H45A H -0.0103 -0.6034 0.3666 0.053 Uiso 1 1 calc R . . C46 C 0.1059(6) -0.4165(4) 0.5187(3) 0.0438(13) Uani 1 1 d . . . H46A H 0.1767 -0.3584 0.5325 0.053 Uiso 1 1 calc R . . C47 C 0.6920(6) -0.1308(3) 0.3408(3) 0.0357(12) Uani 1 1 d . . . C48 C 0.5081(5) -0.4265(3) 0.1166(3) 0.0321(11) Uani 1 1 d . . . O2 O 0.7192(4) 0.0782(2) 0.2651(2) 0.0458(9) Uani 1 1 d . . . O3 O 0.2459(4) 0.2027(2) 0.2678(2) 0.0498(10) Uani 1 1 d . . . H3A H 0.1489 0.1932 0.2553 0.075 Uiso 1 1 calc R . . O4 O 0.2468(4) 0.3336(3) 0.2350(3) 0.0537(10) Uani 1 1 d . . . O5 O 0.7982(4) 0.4429(2) 0.1842(2) 0.0441(9) Uani 1 1 d . . . O6 O 1.0312(4) 0.3372(2) -0.2455(2) 0.0429(9) Uani 1 1 d . . . O7 O 0.8352(5) 0.0710(3) -0.5043(2) 0.0654(13) Uani 1 1 d . . . H7C H 0.7994 0.0209 -0.5417 0.098 Uiso 1 1 calc R . . O8 O 0.9888(4) 0.0942(2) -0.6049(2) 0.0418(9) Uani 1 1 d . . . O9 O 1.3793(4) 0.3892(2) -0.5424(2) 0.0503(10) Uani 1 1 d . . . H9B H 1.4478 0.4313 -0.5514 0.075 Uiso 1 1 calc R . . O10 O 1.4036(4) 0.4887(2) -0.4126(2) 0.0472(9) Uani 1 1 d . . . O11 O 0.5730(4) -0.3900(2) 0.0614(2) 0.0484(10) Uani 1 1 d . . . O12 O 0.4380(4) -0.5100(2) 0.0995(2) 0.0483(10) Uani 1 1 d . . . H12B H 0.4411 -0.5357 0.0469 0.073 Uiso 1 1 calc R . . O13 O 0.7778(4) -0.1061(2) 0.2864(2) 0.0404(9) Uani 1 1 d . . . O14 O 0.6845(4) -0.0820(2) 0.4151(2) 0.0517(10) Uani 1 1 d . . . O15 O 0.3103(4) -0.3735(2) 0.4014(2) 0.0419(9) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0326(4) 0.0342(3) 0.0295(3) 0.0112(2) 0.0065(2) 0.0032(3) O1 0.028(2) 0.053(2) 0.052(2) 0.0173(18) 0.0068(18) 0.0073(18) N1 0.036(3) 0.040(2) 0.028(2) 0.0096(18) 0.000(2) 0.000(2) N2 0.035(3) 0.031(2) 0.033(2) 0.0106(18) 0.0046(19) -0.0003(19) C1 0.028(3) 0.032(3) 0.035(3) 0.013(2) 0.003(2) 0.003(2) C2 0.029(3) 0.036(3) 0.038(3) 0.011(2) 0.003(2) 0.000(2) C3 0.034(3) 0.039(3) 0.035(3) 0.011(2) 0.007(2) 0.010(2) C4 0.040(4) 0.040(3) 0.035(3) 0.015(2) 0.007(2) 0.009(3) C5 0.042(4) 0.031(3) 0.028(2) 0.008(2) 0.010(2) 0.002(2) C6 0.031(3) 0.038(3) 0.029(3) 0.007(2) 0.008(2) 0.001(2) C7 0.047(4) 0.037(3) 0.037(3) 0.005(2) 0.013(3) -0.005(3) C8 0.042(3) 0.032(3) 0.032(3) 0.011(2) 0.010(2) 0.004(2) C9 0.059(4) 0.082(4) 0.034(3) 0.012(3) 0.010(3) 0.040(4) C10 0.066(4) 0.076(4) 0.034(3) 0.016(3) 0.003(3) 0.029(4) C11 0.044(4) 0.040(3) 0.026(2) 0.012(2) 0.012(2) 0.002(3) C12 0.043(4) 0.069(4) 0.040(3) 0.004(3) 0.018(3) 0.004(3) C13 0.027(3) 0.062(4) 0.044(3) 0.004(3) -0.005(3) -0.006(3) C14 0.069(4) 0.035(3) 0.039(3) 0.012(2) 0.024(3) -0.007(3) C15 0.048(4) 0.033(3) 0.020(2) 0.005(2) 0.011(2) 0.006(2) C16 0.036(3) 0.033(3) 0.029(3) 0.008(2) 0.006(2) -0.005(2) C17 0.030(3) 0.033(3) 0.029(2) 0.010(2) 0.007(2) 0.001(2) C18 0.035(3) 0.040(3) 0.026(2) 0.009(2) 0.007(2) 0.003(2) C19 0.030(3) 0.030(2) 0.029(2) 0.010(2) 0.003(2) -0.001(2) C20 0.042(3) 0.032(3) 0.026(2) 0.010(2) 0.004(2) 0.003(2) C21 0.035(4) 0.046(3) 0.045(3) 0.018(3) 0.008(3) 0.003(3) C22 0.031(3) 0.040(3) 0.027(2) 0.003(2) -0.001(2) 0.009(2) C23 0.038(3) 0.039(3) 0.029(3) 0.009(2) 0.005(2) 0.000(2) C24 0.040(3) 0.039(3) 0.029(3) 0.015(2) 0.006(2) 0.006(3) C25 0.046(4) 0.055(3) 0.041(3) 0.010(3) -0.003(3) -0.002(3) C26 0.068(5) 0.072(4) 0.039(3) 0.017(3) -0.009(3) -0.005(4) C27 0.089(6) 0.064(4) 0.029(3) 0.008(3) 0.010(3) 0.001(4) C28 0.068(4) 0.039(3) 0.040(3) 0.015(2) 0.016(3) 0.004(3) C29 0.070(5) 0.050(3) 0.040(3) 0.003(3) 0.027(3) 0.011(3) C30 0.050(4) 0.054(4) 0.057(4) 0.011(3) 0.029(3) 0.009(3) C31 0.043(4) 0.039(3) 0.055(3) 0.016(3) 0.022(3) 0.007(3) C32 0.034(4) 0.057(4) 0.075(4) 0.020(3) 0.013(3) 0.010(3) C33 0.037(4) 0.061(4) 0.069(4) 0.022(3) 0.003(3) 0.014(3) C34 0.038(4) 0.045(3) 0.039(3) 0.012(2) 0.002(3) 0.001(3) C35 0.034(3) 0.028(2) 0.038(3) 0.010(2) 0.012(2) 0.002(2) C36 0.044(4) 0.027(2) 0.034(3) 0.008(2) 0.011(3) -0.002(2) C37 0.027(3) 0.030(2) 0.033(3) 0.009(2) 0.001(2) 0.002(2) C38 0.032(3) 0.030(3) 0.034(3) 0.011(2) 0.003(2) -0.003(2) C39 0.026(3) 0.035(3) 0.025(2) 0.010(2) 0.005(2) 0.000(2) C40 0.033(3) 0.034(3) 0.030(3) 0.013(2) 0.007(2) -0.005(2) C41 0.027(3) 0.040(3) 0.026(2) 0.012(2) 0.003(2) -0.001(2) C42 0.034(3) 0.035(3) 0.024(2) 0.006(2) 0.000(2) -0.003(2) C43 0.036(3) 0.040(3) 0.031(3) 0.007(2) 0.009(2) -0.009(2) C44 0.026(3) 0.037(3) 0.030(2) 0.014(2) 0.004(2) -0.004(2) C45 0.047(4) 0.048(3) 0.025(3) 0.002(2) 0.007(2) -0.005(3) C46 0.040(4) 0.045(3) 0.036(3) 0.010(2) 0.007(3) -0.014(3) C47 0.036(3) 0.034(3) 0.037(3) 0.012(2) 0.003(2) 0.002(2) C48 0.022(3) 0.040(3) 0.029(2) 0.009(2) 0.002(2) -0.006(2) O2 0.038(2) 0.040(2) 0.065(2) 0.0257(19) 0.0132(19) 0.0056(17) O3 0.024(2) 0.057(2) 0.073(3) 0.030(2) 0.0024(19) 0.0024(18) O4 0.044(3) 0.060(2) 0.069(3) 0.028(2) 0.010(2) 0.024(2) O5 0.059(3) 0.0344(19) 0.040(2) 0.0127(16) 0.0224(18) 0.0032(18) O6 0.062(3) 0.0349(18) 0.0266(17) 0.0076(14) 0.0210(17) -0.0037(17) O7 0.084(3) 0.049(2) 0.037(2) -0.0043(18) 0.022(2) -0.030(2) O8 0.044(2) 0.042(2) 0.0298(19) -0.0010(15) 0.0097(16) -0.0015(17) O9 0.047(2) 0.056(2) 0.036(2) 0.0112(17) 0.0147(18) -0.0152(19) O10 0.055(3) 0.040(2) 0.036(2) 0.0076(17) 0.0054(18) -0.0101(18) O11 0.051(3) 0.055(2) 0.0305(19) 0.0123(17) 0.0156(17) -0.0129(19) O12 0.062(3) 0.042(2) 0.0310(19) 0.0056(16) 0.0075(18) -0.0051(19) O13 0.040(2) 0.0379(19) 0.0373(19) 0.0121(16) 0.0104(17) -0.0085(17) O14 0.059(3) 0.035(2) 0.044(2) -0.0019(17) 0.0160(19) -0.0123(18) O15 0.045(2) 0.044(2) 0.0273(18) 0.0069(15) 0.0137(16) -0.0113(17) _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 O13 1.972(4) . ? Zn1 O2 2.041(4) . ? Zn1 O8 2.087(4) 1_556 ? Zn1 N2 2.095(4) . ? Zn1 N1 2.181(4) . ? Zn1 O1 2.418(4) . ? Zn1 C22 2.552(5) . ? O1 C22 1.243(6) . ? N1 C25 1.318(6) . ? N1 C36 1.336(6) . ? N2 C34 1.328(6) . ? N2 C35 1.361(6) . ? C1 C2 1.379(7) . ? C1 C6 1.390(6) . ? C1 C22 1.498(6) . ? C2 C3 1.385(6) . ? C2 H2A 0.9500 . ? C3 C4 1.374(7) . ? C3 C21 1.504(7) . ? C4 C5 1.384(7) . ? C4 H4A 0.9500 . ? C5 O5 1.370(5) . ? C5 C6 1.398(7) . ? C6 H6A 0.9500 . ? C7 O5 1.432(6) . ? C7 C8 1.499(6) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.371(7) . ? C8 C13 1.377(7) . ? C9 C10 1.374(7) . ? C9 H9A 0.9500 . ? C10 C11 1.371(7) . ? C10 H10A 0.9500 . ? C11 C12 1.379(7) . ? C11 C14 1.480(6) . ? C12 C13 1.389(7) . ? C12 H12A 0.9500 . ? C13 H13A 0.9500 . ? C14 O6 1.429(5) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 O6 1.372(5) . ? C15 C16 1.372(6) . ? C15 C20 1.386(6) . ? C16 C17 1.389(6) . ? C16 H16A 0.9500 . ? C17 C18 1.380(6) . ? C17 C23 1.467(7) . ? C18 C19 1.397(6) . ? C18 H18A 0.9500 . ? C19 C20 1.378(6) . ? C19 C24 1.483(6) . ? C20 H20A 0.9500 . ? C21 O4 1.203(6) . ? C21 O3 1.317(6) . ? C22 O2 1.261(6) . ? C23 O8 1.218(5) . ? C23 O7 1.283(6) . ? C24 O10 1.246(6) . ? C24 O9 1.274(5) . ? C25 C26 1.404(8) . ? C25 H25A 0.9500 . ? C26 C27 1.345(9) . ? C26 H26A 0.9500 . ? C27 C28 1.401(8) . ? C27 H27A 0.9500 . ? C28 C36 1.406(7) . ? C28 C29 1.420(8) . ? C29 C30 1.325(8) . ? C29 H29A 0.9500 . ? C30 C31 1.422(7) . ? C30 H30A 0.9500 . ? C31 C32 1.388(8) . ? C31 C35 1.396(7) . ? C32 C33 1.361(8) . ? C32 H32A 0.9500 . ? C33 C34 1.394(7) . ? C33 H33A 0.9500 . ? C34 H34A 0.9500 . ? C35 C36 1.435(7) . ? C37 C38 1.377(6) . ? C37 C42 1.384(6) . ? C37 C47 1.497(6) . ? C38 C39 1.376(6) . ? C38 H38A 0.9500 . ? C39 C40 1.390(6) . ? C39 C48 1.477(6) . ? C40 C41 1.376(6) . ? C40 H40A 0.9500 . ? C41 O15 1.361(5) . ? C41 C42 1.404(6) . ? C42 H42A 0.9500 . ? C43 O15 1.421(5) . ? C43 C44 1.503(6) . ? C43 H43A 0.9900 . ? C43 H43B 0.9900 . ? C44 C45 1.370(6) . ? C44 C46 1.369(7) . ? C45 C46 1.397(7) 2_546 ? C45 H45A 0.9500 . ? C46 C45 1.397(7) 2_546 ? C46 H46A 0.9500 . ? C47 O14 1.250(6) . ? C47 O13 1.261(5) . ? C48 O11 1.263(5) . ? C48 O12 1.267(6) . ? O3 H3A 0.8400 . ? O7 H7C 0.8400 . ? O8 Zn1 2.087(4) 1_554 ? O9 H9B 0.8400 . ? O12 H12B 0.8400 . ? 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 O13 Zn1 O2 100.87(16) . . ? O13 Zn1 O8 107.23(14) . 1_556 ? O2 Zn1 O8 93.06(15) . 1_556 ? O13 Zn1 N2 101.59(15) . . ? O2 Zn1 N2 156.49(14) . . ? O8 Zn1 N2 86.86(15) 1_556 . ? O13 Zn1 N1 91.36(15) . . ? O2 Zn1 N1 95.20(15) . . ? O8 Zn1 N1 157.84(15) 1_556 . ? N2 Zn1 N1 77.45(16) . . ? O13 Zn1 O1 157.79(14) . . ? O2 Zn1 O1 58.07(13) . . ? O8 Zn1 O1 82.70(14) 1_556 . ? N2 Zn1 O1 98.71(14) . . ? N1 Zn1 O1 84.30(14) . . ? O13 Zn1 C22 129.90(17) . . ? O2 Zn1 C22 29.27(14) . . ? O8 Zn1 C22 87.08(15) 1_556 . ? N2 Zn1 C22 127.47(16) . . ? N1 Zn1 C22 90.13(15) . . ? O1 Zn1 C22 28.80(13) . . ? C22 O1 Zn1 81.6(3) . . ? C25 N1 C36 117.9(4) . . ? C25 N1 Zn1 129.6(4) . . ? C36 N1 Zn1 112.5(3) . . ? C34 N2 C35 117.9(4) . . ? C34 N2 Zn1 126.8(3) . . ? C35 N2 Zn1 115.2(3) . . ? C2 C1 C6 121.0(4) . . ? C2 C1 C22 121.2(4) . . ? C6 C1 C22 117.8(5) . . ? C1 C2 C3 119.5(5) . . ? C1 C2 H2A 120.2 . . ? C3 C2 H2A 120.2 . . ? C4 C3 C2 120.7(5) . . ? C4 C3 C21 117.4(4) . . ? C2 C3 C21 121.9(5) . . ? C3 C4 C5 119.7(5) . . ? C3 C4 H4A 120.1 . . ? C5 C4 H4A 120.1 . . ? O5 C5 C4 116.0(4) . . ? O5 C5 C6 123.4(5) . . ? C4 C5 C6 120.6(5) . . ? C1 C6 C5 118.4(5) . . ? C1 C6 H6A 120.8 . . ? C5 C6 H6A 120.8 . . ? O5 C7 C8 113.2(4) . . ? O5 C7 H7A 108.9 . . ? C8 C7 H7A 108.9 . . ? O5 C7 H7B 108.9 . . ? C8 C7 H7B 108.9 . . ? H7A C7 H7B 107.7 . . ? C9 C8 C13 118.5(5) . . ? C9 C8 C7 121.6(5) . . ? C13 C8 C7 119.8(5) . . ? C8 C9 C10 121.0(5) . . ? C8 C9 H9A 119.5 . . ? C10 C9 H9A 119.5 . . ? C11 C10 C9 121.0(5) . . ? C11 C10 H10A 119.5 . . ? C9 C10 H10A 119.5 . . ? C10 C11 C12 118.5(5) . . ? C10 C11 C14 120.4(5) . . ? C12 C11 C14 121.0(5) . . ? C11 C12 C13 120.4(5) . . ? C11 C12 H12A 119.8 . . ? C13 C12 H12A 119.8 . . ? C8 C13 C12 120.5(5) . . ? C8 C13 H13A 119.7 . . ? C12 C13 H13A 119.7 . . ? O6 C14 C11 107.9(4) . . ? O6 C14 H14A 110.1 . . ? C11 C14 H14A 110.1 . . ? O6 C14 H14B 110.1 . . ? C11 C14 H14B 110.1 . . ? H14A C14 H14B 108.4 . . ? O6 C15 C16 123.8(4) . . ? O6 C15 C20 115.8(4) . . ? C16 C15 C20 120.5(4) . . ? C15 C16 C17 119.8(4) . . ? C15 C16 H16A 120.1 . . ? C17 C16 H16A 120.1 . . ? C18 C17 C16 120.2(4) . . ? C18 C17 C23 120.2(4) . . ? C16 C17 C23 119.5(4) . . ? C17 C18 C19 119.7(4) . . ? C17 C18 H18A 120.1 . . ? C19 C18 H18A 120.1 . . ? C20 C19 C18 119.7(4) . . ? C20 C19 C24 119.2(4) . . ? C18 C19 C24 121.1(4) . . ? C19 C20 C15 120.1(4) . . ? C19 C20 H20A 120.0 . . ? C15 C20 H20A 120.0 . . ? O4 C21 O3 122.9(5) . . ? O4 C21 C3 123.9(5) . . ? O3 C21 C3 113.2(4) . . ? O1 C22 O2 121.9(5) . . ? O1 C22 C1 119.7(5) . . ? O2 C22 C1 118.4(5) . . ? O1 C22 Zn1 69.6(3) . . ? O2 C22 Zn1 52.3(2) . . ? C1 C22 Zn1 170.7(4) . . ? O8 C23 O7 123.8(5) . . ? O8 C23 C17 120.8(5) . . ? O7 C23 C17 115.5(4) . . ? O10 C24 O9 123.7(5) . . ? O10 C24 C19 119.6(4) . . ? O9 C24 C19 116.7(4) . . ? N1 C25 C26 123.2(6) . . ? N1 C25 H25A 118.4 . . ? C26 C25 H25A 118.4 . . ? C27 C26 C25 118.2(6) . . ? C27 C26 H26A 120.9 . . ? C25 C26 H26A 120.9 . . ? C26 C27 C28 121.1(5) . . ? C26 C27 H27A 119.4 . . ? C28 C27 H27A 119.4 . . ? C27 C28 C36 115.9(6) . . ? C27 C28 C29 124.6(5) . . ? C36 C28 C29 119.5(6) . . ? C30 C29 C28 121.5(5) . . ? C30 C29 H29A 119.3 . . ? C28 C29 H29A 119.3 . . ? C29 C30 C31 121.7(6) . . ? C29 C30 H30A 119.2 . . ? C31 C30 H30A 119.2 . . ? C32 C31 C35 117.3(5) . . ? C32 C31 C30 124.3(5) . . ? C35 C31 C30 118.4(5) . . ? C33 C32 C31 120.7(5) . . ? C33 C32 H32A 119.6 . . ? C31 C32 H32A 119.6 . . ? C32 C33 C34 118.5(6) . . ? C32 C33 H33A 120.8 . . ? C34 C33 H33A 120.8 . . ? N2 C34 C33 123.0(5) . . ? N2 C34 H34A 118.5 . . ? C33 C34 H34A 118.5 . . ? N2 C35 C31 122.6(5) . . ? N2 C35 C36 116.6(4) . . ? C31 C35 C36 120.7(5) . . ? N1 C36 C28 123.7(5) . . ? N1 C36 C35 118.2(4) . . ? C28 C36 C35 118.2(5) . . ? C38 C37 C42 120.1(4) . . ? C38 C37 C47 119.6(4) . . ? C42 C37 C47 120.3(4) . . ? C39 C38 C37 120.1(4) . . ? C39 C38 H38A 119.9 . . ? C37 C38 H38A 119.9 . . ? C38 C39 C40 120.7(4) . . ? C38 C39 C48 119.8(4) . . ? C40 C39 C48 119.3(4) . . ? C41 C40 C39 119.3(4) . . ? C41 C40 H40A 120.4 . . ? C39 C40 H40A 120.4 . . ? O15 C41 C40 124.5(4) . . ? O15 C41 C42 115.2(4) . . ? C40 C41 C42 120.2(4) . . ? C37 C42 C41 119.5(4) . . ? C37 C42 H42A 120.3 . . ? C41 C42 H42A 120.3 . . ? O15 C43 C44 111.1(4) . . ? O15 C43 H43A 109.4 . . ? C44 C43 H43A 109.4 . . ? O15 C43 H43B 109.4 . . ? C44 C43 H43B 109.4 . . ? H43A C43 H43B 108.0 . . ? C45 C44 C46 118.7(4) . . ? C45 C44 C43 117.9(4) . . ? C46 C44 C43 123.4(4) . . ? C44 C45 C46 121.9(5) . 2_546 ? C44 C45 H45A 119.1 . . ? C46 C45 H45A 119.1 2_546 . ? C44 C46 C45 119.4(5) . 2_546 ? C44 C46 H46A 120.3 . . ? C45 C46 H46A 120.3 2_546 . ? O14 C47 O13 125.0(5) . . ? O14 C47 C37 118.3(4) . . ? O13 C47 C37 116.7(4) . . ? O11 C48 O12 123.7(4) . . ? O11 C48 C39 119.1(4) . . ? O12 C48 C39 117.1(4) . . ? C22 O2 Zn1 98.4(3) . . ? C21 O3 H3A 109.5 . . ? C5 O5 C7 118.6(4) . . ? C15 O6 C14 117.5(4) . . ? C23 O7 H7C 109.5 . . ? C23 O8 Zn1 139.4(4) . 1_554 ? C24 O9 H9B 109.5 . . ? C48 O12 H12B 109.5 . . ? C47 O13 Zn1 136.2(3) . . ? C41 O15 C43 115.6(4) . . ? _diffrn_measured_fraction_theta_max 0.918 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.918 _refine_diff_density_max 0.381 _refine_diff_density_min -0.582 _refine_diff_density_rms 0.080 data_7 _database_code_depnum_ccdc_archive 'CCDC 910014' #TrackingRef '7.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H19 N2 O5 Zn, 2(O)' _chemical_formula_sum 'C44 H38 N4 O14 Zn2' _chemical_formula_weight 977.52 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 7.9598(6) _cell_length_b 15.1435(12) _cell_length_c 17.0375(14) _cell_angle_alpha 90.00 _cell_angle_beta 99.4310(10) _cell_angle_gamma 90.00 _cell_volume 2025.9(3) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.602 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1004 _exptl_absorpt_coefficient_mu 1.262 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5834 _exptl_absorpt_correction_T_max 0.7522 _exptl_absorpt_process_details 'SADABS (Sheldrick,1996)' _exptl_special_details ; Sheldrick, G. M. (1996). SADABS. University of G\"ottingen, Germany. ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _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 12626 _diffrn_reflns_av_R_equivalents 0.0299 _diffrn_reflns_av_sigmaI/netI 0.0391 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.81 _diffrn_reflns_theta_max 27.63 _reflns_number_total 4691 _reflns_number_gt 3550 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _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^)+(0.1000P)^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 4691 _refine_ls_number_parameters 289 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0603 _refine_ls_R_factor_gt 0.0426 _refine_ls_wR_factor_ref 0.1458 _refine_ls_wR_factor_gt 0.1271 _refine_ls_goodness_of_fit_ref 0.976 _refine_ls_restrained_S_all 0.976 _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 0.80239(4) 0.86068(2) 0.823953(19) 0.03152(14) Uani 1 1 d . . . O1 O 0.6348(3) 0.84519(15) 0.72794(13) 0.0419(5) Uani 1 1 d . . . O2 O 0.4617(3) 0.94624(18) 0.76259(16) 0.0621(7) Uani 1 1 d . . . C22 C 0.3225(4) 0.7132(2) 0.46615(17) 0.0371(7) Uani 1 1 d . . . O4 O -0.0722(3) 0.91559(17) 0.56855(13) 0.0477(6) Uani 1 1 d . . . O6 O 1.3033(7) 0.8653(4) 1.0293(4) 0.175(3) Uani 1 1 d . . . O7 O 0.4571(4) 0.67162(17) 0.47397(14) 0.0558(7) Uani 1 1 d . . . O8 O 0.5609(7) 0.9720(3) 0.9175(3) 0.149(2) Uani 1 1 d . . . N1 N 0.9958(3) 0.78452(16) 0.78898(14) 0.0340(5) Uani 1 1 d . . . N2 N 1.5899(3) 0.48204(16) 0.67692(14) 0.0334(5) Uani 1 1 d . . . C1 C 1.1582(4) 0.7866(2) 0.82532(17) 0.0361(7) Uani 1 1 d . . . H1A H 1.1878 0.8253 0.8677 0.043 Uiso 1 1 calc R . . C2 C 1.2848(4) 0.7335(2) 0.80270(17) 0.0326(6) Uani 1 1 d . . . H2A H 1.3963 0.7369 0.8294 0.039 Uiso 1 1 calc R . . C3 C 1.2420(4) 0.67496(19) 0.73929(17) 0.0314(6) Uani 1 1 d . . . C4 C 1.3696(4) 0.61395(19) 0.71485(17) 0.0321(6) Uani 1 1 d . . . C5 C 1.5230(5) 0.5951(2) 0.7641(2) 0.0505(9) Uani 1 1 d . . . H5A H 1.5545 0.6268 0.8110 0.061 Uiso 1 1 calc R . . C6 C 1.6278(5) 0.5300(2) 0.7438(2) 0.0505(9) Uani 1 1 d . . . H6A H 1.7294 0.5185 0.7777 0.061 Uiso 1 1 calc R . . C7 C 1.4498(4) 0.5047(2) 0.62657(17) 0.0380(7) Uani 1 1 d . . . H7A H 1.4264 0.4755 0.5780 0.046 Uiso 1 1 calc R . . C8 C 1.3386(4) 0.5687(2) 0.64273(18) 0.0390(7) Uani 1 1 d . . . H8A H 1.2427 0.5820 0.6056 0.047 Uiso 1 1 calc R . . C9 C 1.0737(4) 0.6750(2) 0.7014(2) 0.0476(8) Uani 1 1 d . . . H9A H 1.0400 0.6371 0.6588 0.057 Uiso 1 1 calc R . . C10 C 0.9573(4) 0.7303(2) 0.7263(2) 0.0452(8) Uani 1 1 d . . . H10A H 0.8465 0.7303 0.6985 0.054 Uiso 1 1 calc R . . C11 C 0.4945(4) 0.8877(2) 0.71853(17) 0.0329(6) Uani 1 1 d . . . C12 C 0.3652(4) 0.86049(17) 0.64782(16) 0.0281(6) Uani 1 1 d . . . C13 C 0.4036(4) 0.79756(18) 0.59366(16) 0.0287(6) Uani 1 1 d . . . H13A H 0.5107 0.7714 0.6007 0.034 Uiso 1 1 calc R . . C14 C 0.2819(4) 0.77428(18) 0.52948(16) 0.0306(6) Uani 1 1 d . . . C15 C 0.1191(4) 0.81153(19) 0.52038(16) 0.0337(6) Uani 1 1 d . . . H15A H 0.0361 0.7945 0.4782 0.040 Uiso 1 1 calc R . . C16 C 0.0823(4) 0.8737(2) 0.57436(18) 0.0355(7) Uani 1 1 d . . . C17 C 0.2055(4) 0.89865(19) 0.63742(16) 0.0322(6) Uani 1 1 d . . . H17A H 0.1806 0.9414 0.6730 0.039 Uiso 1 1 calc R . . C18 C -0.1932(4) 0.8970(2) 0.49957(19) 0.0412(7) Uani 1 1 d . . . H18A H -0.2221 0.8347 0.4982 0.049 Uiso 1 1 calc R . . H18B H -0.1452 0.9108 0.4522 0.049 Uiso 1 1 calc R . . C19 C -0.3502(4) 0.9512(2) 0.50108(18) 0.0348(6) Uani 1 1 d . . . C20 C -0.3549(4) 1.0213(2) 0.55227(19) 0.0390(7) Uani 1 1 d . . . H20A H -0.2573 1.0363 0.5877 0.047 Uiso 1 1 calc R . . C21 C -0.5033(4) 1.0697(2) 0.55181(19) 0.0395(7) Uani 1 1 d . . . H21A H -0.5045 1.1165 0.5871 0.047 Uiso 1 1 calc R . . O5 O 0.2140(3) 0.70981(19) 0.40275(13) 0.0575(7) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0251(2) 0.0335(2) 0.0337(2) 0.00483(13) -0.00170(14) -0.00239(13) O1 0.0291(11) 0.0558(13) 0.0364(11) 0.0001(10) -0.0076(9) 0.0038(10) O2 0.0486(15) 0.0750(18) 0.0583(15) -0.0349(14) -0.0046(12) 0.0036(14) C22 0.0398(18) 0.0401(16) 0.0333(14) -0.0032(12) 0.0116(13) -0.0028(14) O4 0.0258(11) 0.0692(16) 0.0439(12) -0.0115(11) -0.0069(10) 0.0181(11) O6 0.126(4) 0.164(5) 0.196(6) -0.060(4) -0.093(4) 0.062(3) O7 0.0666(18) 0.0565(14) 0.0447(13) -0.0084(11) 0.0101(13) 0.0257(14) O8 0.165(5) 0.135(4) 0.122(4) -0.009(3) -0.051(3) 0.017(4) N1 0.0274(13) 0.0383(13) 0.0347(12) -0.0007(10) 0.0008(10) 0.0040(10) N2 0.0348(14) 0.0322(13) 0.0319(12) -0.0010(10) 0.0018(11) 0.0013(10) C1 0.0318(16) 0.0425(16) 0.0325(14) -0.0095(12) 0.0006(12) 0.0024(13) C2 0.0253(14) 0.0386(15) 0.0320(13) -0.0026(12) -0.0006(12) 0.0027(12) C3 0.0295(15) 0.0287(14) 0.0347(14) 0.0010(11) 0.0019(12) 0.0012(11) C4 0.0326(16) 0.0277(13) 0.0349(14) 0.0015(11) 0.0023(12) 0.0016(11) C5 0.043(2) 0.056(2) 0.0468(19) -0.0205(16) -0.0083(15) 0.0163(16) C6 0.0415(19) 0.058(2) 0.0465(18) -0.0182(16) -0.0107(16) 0.0163(16) C7 0.0431(18) 0.0378(16) 0.0310(14) -0.0070(12) -0.0004(13) 0.0039(13) C8 0.0378(17) 0.0402(16) 0.0354(15) 0.0001(13) -0.0045(13) 0.0072(13) C9 0.0361(18) 0.0500(19) 0.0513(19) -0.0204(16) -0.0086(15) 0.0039(15) C10 0.0281(16) 0.0513(19) 0.0516(18) -0.0139(15) -0.0071(14) 0.0025(14) C11 0.0298(16) 0.0382(15) 0.0296(13) -0.0015(12) 0.0018(12) -0.0028(12) C12 0.0230(14) 0.0328(14) 0.0279(13) 0.0014(10) 0.0022(11) 0.0003(11) C13 0.0244(14) 0.0324(13) 0.0292(13) 0.0010(11) 0.0038(11) 0.0038(11) C14 0.0302(15) 0.0332(14) 0.0289(13) -0.0006(11) 0.0060(12) 0.0009(11) C15 0.0250(15) 0.0446(17) 0.0294(14) -0.0032(12) -0.0021(12) 0.0005(12) C16 0.0249(15) 0.0467(17) 0.0333(14) 0.0005(12) 0.0002(12) 0.0067(12) C17 0.0285(15) 0.0353(15) 0.0321(14) -0.0029(12) 0.0029(12) 0.0034(12) C18 0.0296(16) 0.0524(18) 0.0384(16) -0.0025(14) -0.0037(13) 0.0075(14) C19 0.0224(14) 0.0439(16) 0.0367(15) 0.0064(13) 0.0013(12) 0.0019(12) C20 0.0232(14) 0.0483(18) 0.0416(16) 0.0017(14) -0.0060(13) -0.0013(13) C21 0.0306(16) 0.0437(17) 0.0412(16) -0.0014(13) -0.0035(13) 0.0025(13) O5 0.0381(14) 0.095(2) 0.0384(12) -0.0287(13) 0.0037(11) -0.0041(13) _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 O5 1.936(2) 4_676 ? Zn1 O1 1.948(2) . ? Zn1 N2 2.029(2) 2_756 ? Zn1 N1 2.087(2) . ? O1 C11 1.276(4) . ? O2 C11 1.217(4) . ? C22 O7 1.231(4) . ? C22 O5 1.269(4) . ? C22 C14 1.497(4) . ? O4 C16 1.373(3) . ? O4 C18 1.420(4) . ? N1 C1 1.339(4) . ? N1 C10 1.343(4) . ? N2 C7 1.336(4) . ? N2 C6 1.343(4) . ? N2 Zn1 2.029(2) 2_746 ? C1 C2 1.393(4) . ? C2 C3 1.396(4) . ? C3 C9 1.388(4) . ? C3 C4 1.482(4) . ? C4 C8 1.393(4) . ? C4 C5 1.394(4) . ? C5 C6 1.373(5) . ? C7 C8 1.371(4) . ? C9 C10 1.367(5) . ? C11 C12 1.508(4) . ? C12 C17 1.381(4) . ? C12 C13 1.395(4) . ? C13 C14 1.383(4) . ? C14 C15 1.398(4) . ? C15 C16 1.381(4) . ? C16 C17 1.383(4) . ? C18 C19 1.499(4) . ? C19 C20 1.377(4) . ? C19 C21 1.388(4) 3_476 ? C20 C21 1.390(4) . ? C21 C19 1.388(4) 3_476 ? O5 Zn1 1.936(2) 4_575 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O5 Zn1 O1 103.85(10) 4_676 . ? O5 Zn1 N2 134.96(11) 4_676 2_756 ? O1 Zn1 N2 109.56(10) . 2_756 ? O5 Zn1 N1 105.21(11) 4_676 . ? O1 Zn1 N1 97.43(10) . . ? N2 Zn1 N1 99.56(10) 2_756 . ? C11 O1 Zn1 120.6(2) . . ? O7 C22 O5 122.1(3) . . ? O7 C22 C14 121.7(3) . . ? O5 C22 C14 116.2(3) . . ? C16 O4 C18 116.5(2) . . ? C1 N1 C10 117.3(3) . . ? C1 N1 Zn1 123.8(2) . . ? C10 N1 Zn1 118.8(2) . . ? C7 N2 C6 117.0(3) . . ? C7 N2 Zn1 122.5(2) . 2_746 ? C6 N2 Zn1 117.3(2) . 2_746 ? N1 C1 C2 123.1(3) . . ? C1 C2 C3 119.0(3) . . ? C9 C3 C2 117.0(3) . . ? C9 C3 C4 121.5(3) . . ? C2 C3 C4 121.4(3) . . ? C8 C4 C5 116.2(3) . . ? C8 C4 C3 121.6(3) . . ? C5 C4 C3 122.1(3) . . ? C6 C5 C4 120.2(3) . . ? N2 C6 C5 122.8(3) . . ? N2 C7 C8 123.5(3) . . ? C7 C8 C4 119.9(3) . . ? C10 C9 C3 120.5(3) . . ? N1 C10 C9 122.9(3) . . ? O2 C11 O1 124.2(3) . . ? O2 C11 C12 120.3(3) . . ? O1 C11 C12 115.5(2) . . ? C17 C12 C13 119.9(3) . . ? C17 C12 C11 118.8(2) . . ? C13 C12 C11 121.3(3) . . ? C14 C13 C12 119.7(3) . . ? C13 C14 C15 120.1(3) . . ? C13 C14 C22 121.5(3) . . ? C15 C14 C22 118.4(3) . . ? C16 C15 C14 119.7(3) . . ? O4 C16 C15 123.5(3) . . ? O4 C16 C17 116.2(3) . . ? C15 C16 C17 120.2(3) . . ? C12 C17 C16 120.4(3) . . ? O4 C18 C19 109.3(3) . . ? C20 C19 C21 118.7(3) . 3_476 ? C20 C19 C18 122.8(3) . . ? C21 C19 C18 118.5(3) 3_476 . ? C19 C20 C21 120.9(3) . . ? C20 C21 C19 120.4(3) . 3_476 ? C22 O5 Zn1 109.8(2) . 4_575 ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 27.63 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.950 _refine_diff_density_min -0.623 _refine_diff_density_rms 0.076 data_a8 _database_code_depnum_ccdc_archive 'CCDC 910015' #TrackingRef '8.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H23 N2 O5 Zn, 2(O)' _chemical_formula_sum 'C48 H46 N4 O14 Zn2' _chemical_formula_weight 1033.63 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 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 8.695(5) _cell_length_b 16.594(9) _cell_length_c 17.034(9) _cell_angle_alpha 90.00 _cell_angle_beta 100.459(7) _cell_angle_gamma 90.00 _cell_volume 2417(2) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.06 _exptl_crystal_size_mid 0.03 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.420 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1068 _exptl_absorpt_coefficient_mu 1.062 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9688 _exptl_absorpt_correction_T_max 0.9842 _exptl_absorpt_process_details 'SADABS (Sheldrick,1996)' _exptl_special_details ; Sheldrick, G. M. (1996). SADABS. University of G\"ottingen, Germany. ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 14998 _diffrn_reflns_av_R_equivalents 0.0774 _diffrn_reflns_av_sigmaI/netI 0.1086 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.73 _diffrn_reflns_theta_max 27.54 _reflns_number_total 5531 _reflns_number_gt 2586 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.1000P)^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 5531 _refine_ls_number_parameters 302 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1589 _refine_ls_R_factor_gt 0.0737 _refine_ls_wR_factor_ref 0.2383 _refine_ls_wR_factor_gt 0.1960 _refine_ls_goodness_of_fit_ref 1.092 _refine_ls_restrained_S_all 1.092 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C -0.0957(8) 0.3667(4) 0.7055(4) 0.0578(18) Uani 1 1 d . . . C2 C -0.2227(7) 0.3442(4) 0.6362(3) 0.0477(15) Uani 1 1 d . . . C3 C -0.1985(7) 0.2885(4) 0.5812(3) 0.0480(15) Uani 1 1 d . . . H3 H -0.1027 0.2622 0.5870 0.058 Uiso 1 1 calc R . . C4 C -0.3126(7) 0.2709(4) 0.5177(3) 0.0480(15) Uani 1 1 d . . . C5 C -0.2824(8) 0.2112(4) 0.4532(4) 0.0567(17) Uani 1 1 d . . . C6 C -0.4550(7) 0.3102(4) 0.5082(4) 0.0542(16) Uani 1 1 d . . . H6 H -0.5322 0.2987 0.4643 0.065 Uiso 1 1 calc R . . C7 C -0.4831(7) 0.3664(4) 0.5636(4) 0.0559(18) Uani 1 1 d . . . C8 C -0.3660(7) 0.3828(4) 0.6272(4) 0.0560(17) Uani 1 1 d . . . H8 H -0.3833 0.4206 0.6649 0.067 Uiso 1 1 calc R . . C9 C -0.7348(7) 0.3993(5) 0.4893(4) 0.0647(19) Uani 1 1 d . . . H9A H -0.7675 0.3435 0.4830 0.078 Uiso 1 1 calc R . . H9B H -0.6913 0.4149 0.4430 0.078 Uiso 1 1 calc R . . C10 C -0.8720(7) 0.4515(4) 0.4956(3) 0.0503(16) Uani 1 1 d . . . C11 C -1.0198(8) 0.4199(4) 0.4777(4) 0.0663(19) Uani 1 1 d . . . H11 H -1.0347 0.3662 0.4623 0.080 Uiso 1 1 calc R . . C12 C -0.8521(7) 0.5307(5) 0.5173(4) 0.067(2) Uani 1 1 d . . . H12 H -0.7516 0.5521 0.5289 0.080 Uiso 1 1 calc R . . C13 C 0.2898(9) 0.4867(5) 0.7315(4) 0.073(2) Uani 1 1 d . . . H13 H 0.2150 0.4681 0.6893 0.087 Uiso 1 1 calc R . . C14 C 0.3877(8) 0.5472(5) 0.7171(4) 0.075(2) Uani 1 1 d . . . H14 H 0.3778 0.5691 0.6662 0.090 Uiso 1 1 calc R . . C15 C 0.5008(7) 0.5760(4) 0.7779(4) 0.0599(17) Uani 1 1 d . . . C16 C 0.5013(9) 0.5447(5) 0.8530(4) 0.081(2) Uani 1 1 d . . . H16 H 0.5694 0.5651 0.8970 0.098 Uiso 1 1 calc R . . C17 C 0.4003(8) 0.4834(5) 0.8621(4) 0.076(2) Uani 1 1 d . . . H17 H 0.4050 0.4618 0.9129 0.091 Uiso 1 1 calc R . . C18 C 0.6177(9) 0.6381(5) 0.7619(5) 0.076(2) Uani 1 1 d . . . H18A H 0.5966 0.6513 0.7055 0.092 Uiso 1 1 calc R . . H18B H 0.6030 0.6868 0.7911 0.092 Uiso 1 1 calc R . . C19 C 0.7805(9) 0.6128(6) 0.7839(7) 0.110(3) Uani 1 1 d . . . H19A H 0.7929 0.5623 0.7571 0.132 Uiso 1 1 calc R . . H19B H 0.8023 0.6024 0.8409 0.132 Uiso 1 1 calc R . . C20 C 0.8995(9) 0.6702(5) 0.7652(5) 0.078(2) Uani 1 1 d . . . C21 C 0.8707(9) 0.7262(6) 0.7036(5) 0.086(3) Uani 1 1 d . . . H21 H 0.7712 0.7301 0.6726 0.103 Uiso 1 1 calc R . . C22 C 0.9893(9) 0.7762(6) 0.6879(5) 0.087(3) Uani 1 1 d . . . H22 H 0.9648 0.8146 0.6479 0.105 Uiso 1 1 calc R . . C23 C 1.1615(9) 0.7230(6) 0.7918(6) 0.100(3) Uani 1 1 d . . . H23 H 1.2595 0.7239 0.8246 0.120 Uiso 1 1 calc R . . C24 C 1.0490(10) 0.6723(6) 0.8105(6) 0.105(3) Uani 1 1 d . . . H24 H 1.0735 0.6385 0.8546 0.127 Uiso 1 1 calc R . . N1 N 0.2963(6) 0.4530(3) 0.8029(3) 0.0518(13) Uani 1 1 d . . . N2 N 1.1342(6) 0.7723(4) 0.7265(3) 0.0614(15) Uani 1 1 d . . . O1 O 0.0345(5) 0.3292(3) 0.7080(2) 0.0538(11) Uani 1 1 d . . . O2 O -0.1213(6) 0.4155(3) 0.7574(3) 0.0824(16) Uani 1 1 d . . . O3 O -0.3836(5) 0.2098(3) 0.3897(2) 0.0638(13) Uani 1 1 d . . . O4 O -0.1613(6) 0.1721(3) 0.4643(3) 0.0871(18) Uani 1 1 d . . . O5 O -0.6209(5) 0.4081(3) 0.5590(2) 0.0706(15) Uani 1 1 d . . . O6 O 0.8359(10) 0.8125(7) 0.4808(5) 0.181(4) Uani 1 1 d . . . Zn1 Zn 0.19081(7) 0.34437(4) 0.80268(4) 0.0474(3) Uani 1 1 d . . . O7 O 0.8310(12) 0.3971(7) 0.9180(7) 0.217(4) Uiso 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 0.049(4) 0.055(4) 0.061(4) 0.004(4) -0.009(3) -0.001(3) C2 0.044(3) 0.049(4) 0.047(3) -0.005(3) -0.002(3) 0.010(3) C3 0.039(3) 0.051(4) 0.051(4) -0.008(3) 0.001(3) 0.009(3) C4 0.038(3) 0.052(4) 0.050(3) -0.009(3) -0.002(3) 0.009(3) C5 0.048(4) 0.061(5) 0.061(4) -0.013(4) 0.008(3) 0.010(3) C6 0.042(4) 0.069(4) 0.048(4) -0.007(3) 0.000(3) 0.005(3) C7 0.038(3) 0.074(5) 0.053(4) -0.014(3) 0.000(3) 0.017(3) C8 0.056(4) 0.061(4) 0.047(4) -0.008(3) -0.003(3) 0.017(3) C9 0.045(4) 0.086(5) 0.057(4) -0.006(4) -0.006(3) 0.018(4) C10 0.044(4) 0.058(4) 0.046(3) 0.001(3) 0.001(3) 0.016(3) C11 0.052(4) 0.057(4) 0.088(5) -0.007(4) 0.008(4) 0.004(4) C12 0.035(4) 0.074(5) 0.087(5) -0.002(4) 0.000(3) 0.003(4) C13 0.073(5) 0.072(5) 0.065(5) 0.013(4) -0.008(4) -0.023(4) C14 0.072(5) 0.085(6) 0.064(4) 0.018(4) 0.002(4) -0.023(4) C15 0.055(4) 0.049(4) 0.077(5) 0.002(4) 0.017(4) -0.004(3) C16 0.091(6) 0.083(6) 0.063(5) -0.010(4) -0.006(4) -0.044(5) C17 0.075(5) 0.094(6) 0.053(4) 0.002(4) -0.002(4) -0.035(5) C18 0.075(5) 0.065(5) 0.091(6) -0.002(4) 0.019(4) -0.030(4) C19 0.060(5) 0.083(6) 0.187(10) 0.026(7) 0.024(6) -0.020(5) C20 0.058(5) 0.066(5) 0.108(7) 0.007(5) 0.016(4) -0.006(4) C21 0.056(5) 0.115(7) 0.080(5) -0.002(5) -0.007(4) -0.032(5) C22 0.058(5) 0.126(8) 0.073(5) 0.017(5) -0.003(4) -0.023(5) C23 0.058(5) 0.093(7) 0.142(8) 0.050(6) 0.001(5) -0.005(5) C24 0.061(5) 0.107(7) 0.143(8) 0.062(7) 0.004(5) -0.003(5) N1 0.048(3) 0.052(3) 0.053(3) 0.004(3) 0.002(2) -0.006(3) N2 0.049(3) 0.063(4) 0.072(4) 0.007(3) 0.011(3) -0.007(3) O1 0.043(2) 0.059(3) 0.054(3) -0.004(2) -0.0062(19) 0.004(2) O2 0.080(4) 0.091(4) 0.065(3) -0.032(3) -0.016(3) 0.022(3) O3 0.045(3) 0.089(4) 0.053(3) -0.023(3) -0.003(2) 0.009(2) O4 0.078(4) 0.098(4) 0.077(3) -0.036(3) -0.007(3) 0.040(3) O5 0.049(3) 0.095(4) 0.061(3) -0.026(3) -0.011(2) 0.034(3) O6 0.132(7) 0.252(11) 0.149(7) -0.026(7) -0.003(5) -0.023(7) Zn1 0.0385(4) 0.0521(5) 0.0491(4) 0.0038(4) 0.0010(3) -0.0038(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 O2 1.249(8) . ? C1 O1 1.286(8) . ? C1 C2 1.509(8) . ? C2 C3 1.360(8) . ? C2 C8 1.385(8) . ? C3 C4 1.360(7) . ? C4 C6 1.383(8) . ? C4 C5 1.536(8) . ? C5 O4 1.222(7) . ? C5 O3 1.264(7) . ? C6 C7 1.379(8) . ? C7 C8 1.373(8) . ? C7 O5 1.374(7) . ? C9 O5 1.409(7) . ? C9 C10 1.493(8) . ? C10 C11 1.371(9) . ? C10 C12 1.369(9) . ? C11 C12 1.398(9) 3_366 ? C12 C11 1.398(9) 3_366 ? C13 N1 1.330(8) . ? C13 C14 1.368(9) . ? C14 C15 1.377(9) . ? C15 C16 1.380(9) . ? C15 C18 1.507(9) . ? C16 C17 1.371(9) . ? C17 N1 1.326(7) . ? C18 C19 1.459(10) . ? C19 C20 1.482(10) . ? C20 C21 1.390(10) . ? C20 C24 1.387(11) . ? C21 C22 1.387(10) . ? C22 N2 1.313(8) . ? C23 N2 1.366(9) . ? C23 C24 1.372(11) . ? N1 Zn1 2.022(5) . ? N2 Zn1 2.066(5) 2_656 ? O1 Zn1 1.927(4) . ? O3 Zn1 1.942(4) 4_565 ? Zn1 O3 1.942(4) 4_666 ? Zn1 N2 2.066(5) 2_646 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 C1 O1 124.0(6) . . ? O2 C1 C2 121.0(6) . . ? O1 C1 C2 114.9(6) . . ? C3 C2 C8 119.1(5) . . ? C3 C2 C1 121.6(5) . . ? C8 C2 C1 119.3(6) . . ? C4 C3 C2 120.9(5) . . ? C3 C4 C6 119.9(6) . . ? C3 C4 C5 120.9(5) . . ? C6 C4 C5 119.1(5) . . ? O4 C5 O3 124.7(6) . . ? O4 C5 C4 119.0(6) . . ? O3 C5 C4 116.2(5) . . ? C4 C6 C7 120.4(5) . . ? C8 C7 O5 117.3(5) . . ? C8 C7 C6 118.4(5) . . ? O5 C7 C6 124.2(5) . . ? C7 C8 C2 121.3(6) . . ? O5 C9 C10 109.2(5) . . ? C11 C10 C12 119.7(6) . . ? C11 C10 C9 119.4(6) . . ? C12 C10 C9 120.9(6) . . ? C10 C11 C12 119.2(7) . 3_366 ? C10 C12 C11 121.1(6) . 3_366 ? N1 C13 C14 123.2(7) . . ? C13 C14 C15 120.2(7) . . ? C16 C15 C14 116.6(6) . . ? C16 C15 C18 122.4(7) . . ? C14 C15 C18 120.9(7) . . ? C17 C16 C15 119.3(6) . . ? N1 C17 C16 123.9(7) . . ? C19 C18 C15 114.3(7) . . ? C18 C19 C20 116.3(7) . . ? C21 C20 C24 115.2(7) . . ? C21 C20 C19 123.7(8) . . ? C24 C20 C19 121.1(8) . . ? C20 C21 C22 120.5(7) . . ? N2 C22 C21 123.6(8) . . ? N2 C23 C24 122.1(8) . . ? C23 C24 C20 121.5(8) . . ? C17 N1 C13 116.5(6) . . ? C17 N1 Zn1 125.9(5) . . ? C13 N1 Zn1 115.4(4) . . ? C22 N2 C23 116.5(6) . . ? C22 N2 Zn1 122.2(5) . 2_656 ? C23 N2 Zn1 121.1(5) . 2_656 ? C1 O1 Zn1 116.6(4) . . ? C5 O3 Zn1 112.6(4) . 4_565 ? C7 O5 C9 118.0(5) . . ? O1 Zn1 O3 107.24(18) . 4_666 ? O1 Zn1 N1 111.64(19) . . ? O3 Zn1 N1 128.6(2) 4_666 . ? O1 Zn1 N2 99.3(2) . 2_646 ? O3 Zn1 N2 106.2(2) 4_666 2_646 ? N1 Zn1 N2 99.4(2) . 2_646 ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.54 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 1.074 _refine_diff_density_min -0.435 _refine_diff_density_rms 0.116 data_a9 _database_code_depnum_ccdc_archive 'CCDC 910016' #TrackingRef '9.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H19 N4 O5 Zn, 2(O)' _chemical_formula_sum 'C44 H38 N8 O14 Zn2' _chemical_formula_weight 1033.56 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 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 8.158(2) _cell_length_b 17.418(4) _cell_length_c 17.558(4) _cell_angle_alpha 90.00 _cell_angle_beta 98.280(3) _cell_angle_gamma 90.00 _cell_volume 2469.0(11) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.390 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1060 _exptl_absorpt_coefficient_mu 1.042 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8679 _exptl_absorpt_correction_T_max 0.9306 _exptl_absorpt_process_details 'SADABS (Sheldrick,1996)' _exptl_special_details ; Sheldrick, G. M. (1996). SADABS. University of G\"ottingen, Germany. ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 14908 _diffrn_reflns_av_R_equivalents 0.0427 _diffrn_reflns_av_sigmaI/netI 0.0570 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.34 _diffrn_reflns_theta_max 27.55 _reflns_number_total 5634 _reflns_number_gt 3582 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.1296P)^2^+3.2937P] 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 5634 _refine_ls_number_parameters 307 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1269 _refine_ls_R_factor_gt 0.0843 _refine_ls_wR_factor_ref 0.2671 _refine_ls_wR_factor_gt 0.2361 _refine_ls_goodness_of_fit_ref 1.085 _refine_ls_restrained_S_all 1.085 _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 -0.0570(7) 0.6614(3) 0.1604(3) 0.0490(13) Uani 1 1 d . . . C2 C -0.1808(6) 0.6628(3) 0.0885(3) 0.0400(11) Uani 1 1 d . . . C3 C -0.1509(7) 0.7022(3) 0.0248(3) 0.0445(12) Uani 1 1 d . . . H3 H -0.0509 0.7279 0.0253 0.053 Uiso 1 1 calc R . . C4 C -0.2683(7) 0.7044(3) -0.0404(3) 0.0454(13) Uani 1 1 d . . . C5 C -0.2312(8) 0.7472(4) -0.1108(4) 0.0576(15) Uani 1 1 d . . . C6 C -0.4162(7) 0.6661(3) -0.0421(3) 0.0508(14) Uani 1 1 d . . . H6 H -0.4942 0.6665 -0.0863 0.061 Uiso 1 1 calc R . . C7 C -0.4473(7) 0.6268(4) 0.0232(3) 0.0527(14) Uani 1 1 d . . . C8 C -0.3289(7) 0.6244(3) 0.0885(3) 0.0496(13) Uani 1 1 d . . . H8 H -0.3491 0.5972 0.1317 0.059 Uiso 1 1 calc R . . C9 C -0.7165(8) 0.5876(5) -0.0343(4) 0.0667(18) Uani 1 1 d . . . H9A H -0.6747 0.5654 -0.0784 0.080 Uiso 1 1 calc R . . H9B H -0.7510 0.6398 -0.0471 0.080 Uiso 1 1 calc R . . C10 C -0.8628(7) 0.5413(3) -0.0158(4) 0.0547(15) Uani 1 1 d . . . C11 C -1.0025(8) 0.5369(4) -0.0685(4) 0.0648(17) Uani 1 1 d . . . H11 H -1.0059 0.5623 -0.1154 0.078 Uiso 1 1 calc R . . C12 C -0.8618(8) 0.5040(4) 0.0540(4) 0.0629(17) Uani 1 1 d . . . H12 H -0.7686 0.5068 0.0912 0.075 Uiso 1 1 calc R . . C13 C 0.5733(8) 0.7740(4) 0.2538(4) 0.0683(19) Uani 1 1 d . . . H13 H 0.5856 0.7598 0.3053 0.082 Uiso 1 1 calc R . . C14 C 0.7023(9) 0.8113(4) 0.2281(5) 0.0697(19) Uani 1 1 d . . . H14 H 0.7993 0.8212 0.2614 0.084 Uiso 1 1 calc R . . C15 C 0.6865(8) 0.8342(4) 0.1514(4) 0.0620(17) Uani 1 1 d . . . C16 C 0.5354(9) 0.8185(4) 0.1052(4) 0.0637(17) Uani 1 1 d . . . H16 H 0.5176 0.8343 0.0541 0.076 Uiso 1 1 calc R . . C17 C 0.4137(8) 0.7797(4) 0.1357(4) 0.0555(15) Uani 1 1 d . . . H17 H 0.3153 0.7688 0.1038 0.067 Uiso 1 1 calc R . . C18 C 1.0286(8) 0.9430(4) 0.1887(4) 0.0617(17) Uani 1 1 d . . . C19 C 1.1984(9) 0.9517(4) 0.2146(6) 0.076(2) Uani 1 1 d . . . H19 H 1.2692 0.9096 0.2176 0.091 Uiso 1 1 calc R . . C20 C 1.2595(8) 1.0249(5) 0.2360(4) 0.0691(19) Uani 1 1 d . . . H20 H 1.3723 1.0302 0.2527 0.083 Uiso 1 1 calc R . . C21 C 1.0024(8) 1.0773(4) 0.2112(4) 0.0651(17) Uani 1 1 d . . . H21 H 0.9342 1.1201 0.2111 0.078 Uiso 1 1 calc R . . C22 C 0.9314(9) 1.0073(4) 0.1883(5) 0.0691(19) Uani 1 1 d . . . H22 H 0.8178 1.0038 0.1727 0.083 Uiso 1 1 calc R . . N1 N 0.4297(6) 0.7566(3) 0.2094(3) 0.0544(12) Uani 1 1 d . . . N2 N 0.8104(7) 0.8707(3) 0.1207(4) 0.0775(18) Uani 1 1 d . . . N3 N 0.9671(7) 0.8732(3) 0.1633(5) 0.084(2) Uani 1 1 d . . . N4 N 1.1672(6) 1.0859(3) 0.2336(3) 0.0506(11) Uani 1 1 d . . . O1 O 0.0733(5) 0.7040(2) 0.1593(2) 0.0539(10) Uani 1 1 d . . . O2 O -0.0803(5) 0.6224(3) 0.2163(2) 0.0645(12) Uani 1 1 d . . . O3 O -0.0961(6) 0.7811(3) -0.1098(3) 0.0822(16) Uani 1 1 d . . . O4 O -0.3397(5) 0.7468(3) -0.1699(2) 0.0647(12) Uani 1 1 d . . . O5 O -0.5905(5) 0.5877(3) 0.0297(3) 0.0722(13) Uani 1 1 d . . . O6 O 0.9071(12) 0.6393(8) 0.3691(5) 0.197(5) Uani 1 1 d . . . O7 O 0.1931(15) 0.8339(11) 0.9723(7) 0.326(11) Uani 1 1 d . . . Zn1 Zn 0.24581(8) 0.69417(4) 0.24826(4) 0.0496(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.044(3) 0.053(3) 0.048(3) -0.005(3) -0.002(2) 0.002(3) C2 0.035(3) 0.042(3) 0.041(3) 0.000(2) -0.001(2) -0.001(2) C3 0.040(3) 0.048(3) 0.044(3) -0.002(2) 0.001(2) -0.007(2) C4 0.043(3) 0.048(3) 0.043(3) 0.003(2) -0.002(2) 0.001(2) C5 0.060(4) 0.065(4) 0.047(3) 0.001(3) 0.005(3) -0.002(3) C6 0.038(3) 0.063(3) 0.048(3) 0.002(3) -0.004(2) -0.008(3) C7 0.040(3) 0.067(4) 0.050(3) 0.000(3) 0.001(2) -0.008(3) C8 0.051(3) 0.057(3) 0.039(3) 0.002(3) -0.002(2) -0.005(3) C9 0.049(4) 0.086(5) 0.061(4) 0.004(4) -0.005(3) -0.011(3) C10 0.039(3) 0.059(4) 0.065(4) -0.013(3) 0.004(3) -0.005(3) C11 0.055(4) 0.079(4) 0.056(4) 0.002(3) -0.008(3) -0.009(3) C12 0.048(3) 0.081(4) 0.054(4) 0.003(3) -0.010(3) -0.014(3) C13 0.061(4) 0.075(4) 0.064(4) 0.014(4) -0.010(3) -0.020(3) C14 0.053(4) 0.071(4) 0.079(5) -0.003(4) -0.011(3) -0.013(3) C15 0.058(4) 0.048(3) 0.079(5) -0.005(3) 0.004(3) -0.010(3) C16 0.062(4) 0.065(4) 0.064(4) 0.000(3) 0.009(3) -0.006(3) C17 0.056(4) 0.055(3) 0.053(3) -0.004(3) 0.001(3) -0.002(3) C18 0.053(4) 0.052(3) 0.080(5) 0.001(3) 0.008(3) -0.004(3) C19 0.050(4) 0.056(4) 0.119(7) 0.000(4) 0.000(4) -0.002(3) C20 0.041(3) 0.077(5) 0.086(5) 0.002(4) -0.004(3) -0.003(3) C21 0.050(4) 0.061(4) 0.084(5) -0.011(4) 0.007(3) -0.004(3) C22 0.051(4) 0.059(4) 0.095(5) -0.003(4) 0.003(3) -0.009(3) N1 0.043(3) 0.063(3) 0.055(3) -0.002(2) -0.002(2) -0.006(2) N2 0.063(4) 0.065(4) 0.103(5) -0.009(3) 0.008(3) -0.022(3) N3 0.060(4) 0.051(3) 0.137(6) -0.008(4) 0.005(4) -0.011(3) N4 0.048(3) 0.051(3) 0.051(3) -0.002(2) 0.005(2) -0.003(2) O1 0.046(2) 0.064(3) 0.048(2) -0.0002(19) -0.0067(18) -0.0058(19) O2 0.059(3) 0.082(3) 0.048(2) 0.015(2) -0.008(2) -0.003(2) O3 0.072(3) 0.114(4) 0.059(3) 0.019(3) 0.004(2) -0.037(3) O4 0.057(3) 0.086(3) 0.047(2) 0.012(2) -0.005(2) 0.002(2) O5 0.044(2) 0.099(3) 0.068(3) 0.009(3) -0.008(2) -0.026(2) O6 0.150(7) 0.328(14) 0.124(7) -0.068(8) 0.056(6) -0.111(9) O7 0.172(10) 0.64(3) 0.142(9) 0.144(14) -0.057(8) -0.171(15) Zn1 0.0434(4) 0.0568(4) 0.0456(4) 0.0008(3) -0.0032(3) 0.0034(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 O2 1.231(7) . ? C1 O1 1.299(7) . ? C1 C2 1.499(7) . ? C2 C3 1.364(8) . ? C2 C8 1.381(7) . ? C3 C4 1.383(7) . ? C4 C6 1.375(8) . ? C4 C5 1.512(8) . ? C5 O3 1.248(7) . ? C5 O4 1.263(7) . ? C6 C7 1.390(8) . ? C7 O5 1.371(7) . ? C7 C8 1.389(7) . ? C9 O5 1.409(7) . ? C9 C10 1.514(9) . ? C10 C12 1.386(9) . ? C10 C11 1.363(8) . ? C11 C12 1.371(9) 3_365 ? C12 C11 1.371(9) 3_365 ? C13 N1 1.345(7) . ? C13 C14 1.367(10) . ? C14 C15 1.393(10) . ? C15 N2 1.368(9) . ? C15 C16 1.402(9) . ? C16 C17 1.372(9) . ? C17 N1 1.343(8) . ? C18 N3 1.367(8) . ? C18 C22 1.371(9) . ? C18 C19 1.403(9) . ? C19 C20 1.401(10) . ? C20 N4 1.298(9) . ? C21 N4 1.354(8) . ? C21 C22 1.384(9) . ? N1 Zn1 2.048(5) . ? N2 N3 1.385(8) . ? N4 Zn1 2.025(5) 2_655 ? O1 Zn1 1.954(4) . ? O4 Zn1 1.974(5) 4_575 ? Zn1 O4 1.974(5) 4_676 ? Zn1 N4 2.025(5) 2_645 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 C1 O1 123.2(5) . . ? O2 C1 C2 121.2(5) . . ? O1 C1 C2 115.6(5) . . ? C3 C2 C8 120.2(5) . . ? C3 C2 C1 121.3(5) . . ? C8 C2 C1 118.4(5) . . ? C2 C3 C4 120.5(5) . . ? C6 C4 C3 120.4(5) . . ? C6 C4 C5 120.0(5) . . ? C3 C4 C5 119.6(5) . . ? O3 C5 O4 121.8(6) . . ? O3 C5 C4 120.2(5) . . ? O4 C5 C4 118.0(6) . . ? C4 C6 C7 119.0(5) . . ? O5 C7 C8 114.6(5) . . ? O5 C7 C6 124.9(5) . . ? C8 C7 C6 120.5(5) . . ? C2 C8 C7 119.4(5) . . ? O5 C9 C10 109.7(5) . . ? C12 C10 C11 118.1(6) . . ? C12 C10 C9 122.4(5) . . ? C11 C10 C9 119.5(6) . . ? C12 C11 C10 121.4(6) 3_365 . ? C10 C12 C11 120.5(6) . 3_365 ? N1 C13 C14 124.3(7) . . ? C13 C14 C15 119.1(6) . . ? N2 C15 C14 122.9(6) . . ? N2 C15 C16 120.1(7) . . ? C14 C15 C16 117.0(6) . . ? C17 C16 C15 119.7(7) . . ? N1 C17 C16 123.3(6) . . ? N3 C18 C22 122.7(6) . . ? N3 C18 C19 120.0(6) . . ? C22 C18 C19 117.2(6) . . ? C20 C19 C18 118.7(6) . . ? N4 C20 C19 123.6(6) . . ? N4 C21 C22 122.5(6) . . ? C21 C22 C18 120.0(6) . . ? C17 N1 C13 116.5(6) . . ? C17 N1 Zn1 120.4(4) . . ? C13 N1 Zn1 123.1(4) . . ? C15 N2 N3 118.6(7) . . ? C18 N3 N2 118.1(6) . . ? C20 N4 C21 117.8(6) . . ? C20 N4 Zn1 124.6(4) . 2_655 ? C21 N4 Zn1 117.4(4) . 2_655 ? C1 O1 Zn1 115.8(4) . . ? C5 O4 Zn1 108.4(4) . 4_575 ? C7 O5 C9 117.8(5) . . ? O1 Zn1 O4 104.29(18) . 4_676 ? O1 Zn1 N4 113.81(19) . 2_645 ? O4 Zn1 N4 121.6(2) 4_676 2_645 ? O1 Zn1 N1 99.50(19) . . ? O4 Zn1 N1 108.6(2) 4_676 . ? N4 Zn1 N1 106.8(2) 2_645 . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 27.55 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 1.565 _refine_diff_density_min -0.527 _refine_diff_density_rms 0.150 data_a _database_code_depnum_ccdc_archive 'CCDC 918975' #TrackingRef '4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C76 H60 N2 O32 Zn2' _chemical_formula_weight 1644.00 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 8.642(13) _cell_length_b 10.856(16) _cell_length_c 21.62(3) _cell_angle_alpha 93.143(16) _cell_angle_beta 100.055(19) _cell_angle_gamma 111.373(19) _cell_volume 1844(5) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.210 _exptl_crystal_size_mid 0.080 _exptl_crystal_size_min 0.020 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.480 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 846 _exptl_absorpt_coefficient_mu 0.743 _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 0.71073 _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_reflns_number 11132 _diffrn_reflns_av_R_equivalents 0.0522 _diffrn_reflns_av_sigmaI/netI 0.1478 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.03 _diffrn_reflns_theta_max 27.56 _reflns_number_total 7986 _reflns_number_gt 3636 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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. crystal quality is low ; _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^)+(0.2000P)^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 SHELXL _refine_ls_extinction_coef 0.043(8) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 7986 _refine_ls_number_parameters 496 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2484 _refine_ls_R_factor_gt 0.1540 _refine_ls_wR_factor_ref 0.4435 _refine_ls_wR_factor_gt 0.3972 _refine_ls_goodness_of_fit_ref 1.289 _refine_ls_restrained_S_all 1.289 _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 0.1786(15) 0.4998(11) 0.3828(5) 0.054(3) Uani 1 1 d . . . C2 C 0.1056(14) 0.5381(10) 0.3210(4) 0.044(2) Uani 1 1 d . . . C3 C 0.0487(13) 0.6359(9) 0.3214(4) 0.040(2) Uani 1 1 d . . . H3A H 0.0545 0.6832 0.3594 0.048 Uiso 1 1 calc R . . C4 C -0.0197(14) 0.6672(10) 0.2642(5) 0.045(2) Uani 1 1 d . . . C5 C -0.0809(16) 0.7810(11) 0.2662(5) 0.057(3) Uani 1 1 d . . . C6 C -0.0263(13) 0.6023(9) 0.2090(4) 0.043(2) Uani 1 1 d . . . H6A H -0.0696 0.6261 0.1711 0.051 Uiso 1 1 calc R . . C7 C 0.0319(15) 0.4989(12) 0.2086(5) 0.057(3) Uani 1 1 d . . . C8 C 0.1024(15) 0.4696(10) 0.2647(4) 0.052(3) Uani 1 1 d . . . H8A H 0.1480 0.4041 0.2649 0.062 Uiso 1 1 calc R . . C9 C 0.078(3) 0.3282(19) 0.1460(7) 0.125(8) Uani 1 1 d . . . H9A H 0.0420 0.2714 0.1781 0.150 Uiso 1 1 calc R . . H9B H 0.2009 0.3610 0.1528 0.150 Uiso 1 1 calc R . . C10 C -0.002(2) 0.2491(15) 0.0798(6) 0.068(4) Uani 1 1 d . . . C11 C 0.056(3) 0.324(2) 0.0319(8) 0.146(9) Uani 1 1 d . . . H11A H 0.1334 0.4119 0.0406 0.176 Uiso 1 1 calc R . . C12 C -0.013(3) 0.255(2) -0.0320(8) 0.138(9) Uani 1 1 d . . . H12A H 0.0089 0.3031 -0.0661 0.165 Uiso 1 1 calc R . . C13 C -0.106(2) 0.1261(16) -0.0428(6) 0.077(4) Uani 1 1 d . . . C14 C -0.158(3) 0.065(2) 0.0047(7) 0.112(6) Uani 1 1 d . . . H14A H -0.2330 -0.0234 -0.0027 0.135 Uiso 1 1 calc R . . C15 C -0.105(3) 0.132(2) 0.0657(7) 0.102(5) Uani 1 1 d . . . H15A H -0.1481 0.0858 0.0979 0.123 Uiso 1 1 calc R . . C16 C -0.174(3) 0.0509(17) -0.1129(7) 0.118(7) Uani 1 1 d . . . H16A H -0.0802 0.0617 -0.1337 0.142 Uiso 1 1 calc R . . H16B H -0.2351 -0.0437 -0.1122 0.142 Uiso 1 1 calc R . . C17 C -0.3186(17) 0.0821(11) -0.2115(5) 0.059(3) Uani 1 1 d . . . C18 C -0.3942(16) 0.1604(11) -0.2432(5) 0.056(3) Uani 1 1 d . . . H18A H -0.4202 0.2230 -0.2206 0.067 Uiso 1 1 calc R . . C19 C -0.4307(14) 0.1437(10) -0.3093(5) 0.047(3) Uani 1 1 d . . . C20 C -0.5143(16) 0.2237(10) -0.3442(6) 0.057(3) Uani 1 1 d . . . C21 C -0.4023(14) 0.0446(9) -0.3427(4) 0.044(2) Uani 1 1 d . . . H21A H -0.4341 0.0296 -0.3866 0.053 Uiso 1 1 calc R . . C22 C -0.3264(15) -0.0325(10) -0.3105(5) 0.048(3) Uani 1 1 d . . . C23 C -0.2990(15) -0.1393(10) -0.3474(5) 0.053(3) Uani 1 1 d . . . C24 C -0.2827(14) -0.0138(10) -0.2447(4) 0.047(3) Uani 1 1 d . . . H24A H -0.2303 -0.0649 -0.2232 0.056 Uiso 1 1 calc R . . C25 C 0.3216(15) 0.5627(11) 0.6219(5) 0.053(3) Uani 1 1 d . . . C26 C 0.3351(14) 0.6412(9) 0.6825(5) 0.044(2) Uani 1 1 d . . . C27 C 0.2715(12) 0.7433(9) 0.6831(4) 0.036(2) Uani 1 1 d . . . H27A H 0.2271 0.7653 0.6449 0.044 Uiso 1 1 calc R . . C28 C 0.2736(15) 0.8097(10) 0.7377(5) 0.051(3) Uani 1 1 d . . . C29 C 0.2121(15) 0.9219(10) 0.7383(5) 0.048(3) Uani 1 1 d . . . C30 C 0.3369(17) 0.7769(12) 0.7959(5) 0.061(3) Uani 1 1 d . . . H30A H 0.3367 0.8219 0.8337 0.073 Uiso 1 1 calc R . . C31 C 0.4006(17) 0.6753(11) 0.7963(5) 0.060(3) Uani 1 1 d . . . C32 C 0.3982(14) 0.6083(10) 0.7410(5) 0.050(3) Uani 1 1 d . . . H32A H 0.4387 0.5398 0.7418 0.060 Uiso 1 1 calc R . . C33 C 0.439(2) 0.6731(16) 0.9091(6) 0.087(5) Uani 1 1 d . . . H33A H 0.3236 0.6694 0.9046 0.104 Uiso 1 1 calc R . . H33B H 0.5162 0.7636 0.9258 0.104 Uiso 1 1 calc R . . C34 C 0.4676(17) 0.5762(12) 0.9558(5) 0.061(3) Uani 1 1 d . . . C35 C 0.461(2) 0.4574(15) 0.9346(6) 0.085(5) Uani 1 1 d . . . H35A H 0.4370 0.4285 0.8914 0.102 Uiso 1 1 calc R . . C36 C 0.509(3) 0.6245(16) 1.0192(6) 0.107(6) Uani 1 1 d . . . H36A H 0.5174 0.7103 1.0318 0.129 Uiso 1 1 calc R . . O1 O 0.2135(15) 0.3949(10) 0.3832(4) 0.099(4) Uani 1 1 d . . . O2 O 0.1945(12) 0.5667(8) 0.4325(3) 0.065(2) Uani 1 1 d . . . O3 O -0.0649(11) 0.8464(8) 0.3177(3) 0.062(2) Uani 1 1 d . . . O4 O -0.1464(12) 0.8039(8) 0.2104(3) 0.070(2) Uani 1 1 d . . . H4A H -0.1634 0.8732 0.2144 0.104 Uiso 1 1 calc R . . O5 O 0.0243(15) 0.4361(9) 0.1500(4) 0.089(3) Uani 1 1 d . . . O6 O -0.2840(14) 0.1058(11) -0.1461(4) 0.088(3) Uani 1 1 d . . . O7 O -0.5389(13) 0.3129(9) -0.3095(4) 0.082(3) Uani 1 1 d . . . H7A H -0.5709 0.3607 -0.3322 0.123 Uiso 1 1 calc R . . O8 O -0.5506(12) 0.2097(8) -0.4023(3) 0.067(2) Uani 1 1 d . . . O9 O -0.3319(11) -0.1556(8) -0.4044(3) 0.065(2) Uani 1 1 d . . . O10 O -0.2270(11) -0.2050(8) -0.3115(3) 0.062(2) Uani 1 1 d . . . H10A H -0.2219 -0.2669 -0.3334 0.093 Uiso 1 1 calc R . . O11 O 0.3597(14) 0.4625(9) 0.6214(4) 0.085(3) Uani 1 1 d . . . O12 O 0.2809(11) 0.6062(8) 0.5715(3) 0.063(2) Uani 1 1 d . . . O13 O 0.1672(10) 0.9523(7) 0.6835(3) 0.057(2) Uani 1 1 d . . . H13A H 0.1377 1.0156 0.6874 0.086 Uiso 1 1 calc R . . O14 O 0.2114(14) 0.9792(9) 0.7887(4) 0.079(3) Uani 1 1 d . . . O15 O 0.4656(14) 0.6397(10) 0.8516(4) 0.086(3) Uani 1 1 d . . . O16 O 0.4107(10) 0.3583(7) 0.5012(3) 0.0532(19) Uani 1 1 d . . . Zn1 Zn 0.2696(2) 0.47188(13) 0.50147(6) 0.0596(6) Uani 1 1 d . . . N1 N 0.0368(18) 0.3158(14) 0.5011(5) 0.097(4) Uani 1 1 d . . . C102 C -0.133(3) 0.065(2) 0.4963(9) 0.120(6) Uiso 1 1 d . . . C100 C -0.392(4) -0.021(3) 0.5057(14) 0.188(11) Uiso 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 0.064(8) 0.055(7) 0.045(6) 0.004(5) -0.005(5) 0.034(6) C2 0.061(7) 0.043(6) 0.034(5) 0.008(4) 0.012(5) 0.026(5) C3 0.057(7) 0.037(5) 0.025(4) 0.005(4) -0.004(4) 0.023(5) C4 0.054(7) 0.039(5) 0.049(6) 0.001(4) 0.004(5) 0.029(5) C5 0.077(8) 0.050(6) 0.050(6) 0.008(5) 0.000(6) 0.037(6) C6 0.063(7) 0.047(6) 0.024(4) 0.004(4) 0.000(4) 0.033(5) C7 0.071(8) 0.065(7) 0.040(6) 0.016(5) -0.004(5) 0.036(6) C8 0.082(8) 0.049(6) 0.036(5) -0.001(4) 0.000(5) 0.044(6) C9 0.23(2) 0.161(17) 0.052(8) 0.006(9) 0.027(11) 0.157(17) C10 0.099(11) 0.067(9) 0.062(8) 0.013(6) 0.024(7) 0.053(8) C11 0.23(3) 0.143(18) 0.057(10) 0.010(10) 0.013(13) 0.068(18) C12 0.24(3) 0.101(14) 0.064(10) 0.019(9) 0.071(13) 0.043(15) C13 0.123(13) 0.098(11) 0.047(7) 0.010(7) 0.029(8) 0.079(10) C14 0.188(19) 0.127(14) 0.056(9) 0.032(9) 0.045(11) 0.089(14) C15 0.150(17) 0.112(14) 0.058(9) 0.008(9) 0.022(10) 0.065(13) C16 0.20(2) 0.089(12) 0.071(10) 0.011(8) 0.024(12) 0.059(13) C17 0.087(9) 0.048(6) 0.051(6) 0.001(5) 0.010(6) 0.037(6) C18 0.093(9) 0.048(6) 0.040(6) 0.011(4) 0.018(6) 0.038(6) C19 0.062(7) 0.040(6) 0.042(6) 0.006(4) 0.011(5) 0.025(5) C20 0.085(9) 0.044(6) 0.061(7) 0.009(5) 0.017(6) 0.045(6) C21 0.064(7) 0.040(5) 0.034(5) 0.009(4) 0.006(5) 0.027(5) C22 0.063(7) 0.032(5) 0.046(6) 0.010(4) 0.013(5) 0.014(5) C23 0.062(7) 0.046(6) 0.059(7) 0.012(5) 0.012(6) 0.030(6) C24 0.067(7) 0.047(6) 0.034(5) 0.007(4) 0.009(5) 0.030(6) C25 0.069(8) 0.061(7) 0.044(6) 0.010(5) 0.018(5) 0.041(6) C26 0.056(7) 0.037(5) 0.046(6) 0.011(4) 0.023(5) 0.022(5) C27 0.047(6) 0.033(5) 0.040(5) 0.011(4) 0.014(4) 0.024(5) C28 0.080(8) 0.041(6) 0.048(6) 0.020(5) 0.027(6) 0.034(6) C29 0.068(8) 0.052(6) 0.041(6) 0.015(5) 0.016(5) 0.038(6) C30 0.108(10) 0.074(8) 0.038(5) 0.018(5) 0.031(6) 0.070(8) C31 0.097(10) 0.058(7) 0.051(6) 0.027(5) 0.028(6) 0.052(7) C32 0.073(8) 0.044(6) 0.054(6) 0.014(5) 0.027(6) 0.039(6) C33 0.110(12) 0.113(12) 0.062(8) 0.040(8) 0.018(8) 0.067(10) C34 0.090(9) 0.064(8) 0.043(6) 0.013(5) 0.015(6) 0.043(7) C35 0.127(13) 0.107(11) 0.042(7) 0.004(7) 0.003(7) 0.075(10) C36 0.21(2) 0.103(11) 0.051(8) 0.012(7) 0.022(10) 0.113(13) O1 0.178(10) 0.105(7) 0.056(5) 0.000(5) -0.011(6) 0.118(8) O2 0.102(7) 0.063(5) 0.044(4) 0.001(4) 0.004(4) 0.052(5) O3 0.101(6) 0.065(5) 0.045(4) 0.005(4) 0.009(4) 0.063(5) O4 0.121(7) 0.063(5) 0.046(4) 0.005(3) -0.002(4) 0.068(5) O5 0.177(10) 0.072(6) 0.041(4) 0.003(4) 0.008(5) 0.083(7) O6 0.135(9) 0.137(9) 0.042(5) 0.017(5) 0.021(5) 0.106(8) O7 0.142(9) 0.091(7) 0.049(5) 0.007(4) 0.021(5) 0.085(7) O8 0.116(7) 0.074(5) 0.042(4) 0.012(4) 0.017(4) 0.071(5) O9 0.109(7) 0.066(5) 0.034(4) -0.008(3) 0.000(4) 0.057(5) O10 0.096(6) 0.069(5) 0.043(4) 0.010(3) 0.005(4) 0.063(5) O11 0.159(9) 0.079(6) 0.059(5) 0.006(4) 0.032(5) 0.090(7) O12 0.092(6) 0.070(5) 0.050(4) 0.022(4) 0.029(4) 0.048(5) O13 0.089(6) 0.058(5) 0.048(4) 0.016(3) 0.024(4) 0.050(4) O14 0.157(9) 0.079(6) 0.046(4) 0.019(4) 0.032(5) 0.090(6) O15 0.155(10) 0.101(7) 0.047(5) 0.030(4) 0.023(5) 0.096(7) O16 0.074(5) 0.040(4) 0.055(4) 0.003(3) 0.003(4) 0.038(4) Zn1 0.0975(13) 0.0633(10) 0.0431(8) 0.0058(6) 0.0109(7) 0.0615(9) N1 0.129(11) 0.139(12) 0.060(7) 0.004(7) 0.015(7) 0.095(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O2 1.222(12) . ? C1 O1 1.280(13) . ? C1 C2 1.519(14) . ? C2 C3 1.323(13) . ? C2 C8 1.384(13) . ? C3 C4 1.389(12) . ? C3 H3A 0.9300 . ? C4 C6 1.333(13) . ? C4 C5 1.511(14) . ? C5 O3 1.246(12) . ? C5 O4 1.317(12) . ? C6 C7 1.387(14) . ? C6 H6A 0.9300 . ? C7 C8 1.366(13) . ? C7 O5 1.386(13) . ? C8 H8A 0.9300 . ? C9 O5 1.412(16) . ? C9 C10 1.53(2) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C15 1.24(2) . ? C10 C11 1.40(2) . ? C11 C12 1.45(2) . ? C11 H11A 0.9300 . ? C12 C13 1.32(2) . ? C12 H12A 0.9300 . ? C13 C14 1.310(19) . ? C13 C16 1.585(19) . ? C14 C15 1.38(2) . ? C14 H14A 0.9300 . ? C15 H15A 0.9300 . ? C16 O6 1.41(2) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 O6 1.384(13) . ? C17 C24 1.388(14) . ? C17 C18 1.389(15) . ? C18 C19 1.396(14) . ? C18 H18A 0.9300 . ? C19 C21 1.382(13) . ? C19 C20 1.476(14) . ? C20 O8 1.228(13) . ? C20 O7 1.293(12) . ? C21 C22 1.385(14) . ? C21 H21A 0.9300 . ? C22 C24 1.391(13) . ? C22 C23 1.483(15) . ? C23 O9 1.202(12) . ? C23 O10 1.310(12) . ? C24 H24A 0.9300 . ? C25 O11 1.246(13) . ? C25 O12 1.257(12) . ? C25 C26 1.486(14) . ? C26 C27 1.406(12) . ? C26 C32 1.405(14) . ? C27 C28 1.343(13) . ? C27 H27A 0.9300 . ? C28 C30 1.400(14) . ? C28 C29 1.496(13) . ? C29 O14 1.229(12) . ? C29 O13 1.280(11) . ? C30 C31 1.400(14) . ? C30 H30A 0.9300 . ? C31 C32 1.358(14) . ? C31 O15 1.368(12) . ? C32 H32A 0.9300 . ? C33 O15 1.356(15) . ? C33 C34 1.551(16) . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C34 C35 1.321(17) . ? C34 C36 1.377(16) . ? C35 C36 1.427(18) 2_667 ? C35 H35A 0.9300 . ? C36 C35 1.427(18) 2_667 ? C36 H36A 0.9300 . ? O2 Zn1 2.006(8) . ? O4 H4A 0.8200 . ? O7 H7A 0.8200 . ? O10 H10A 0.8200 . ? O12 Zn1 2.007(8) . ? O13 H13A 0.8200 . ? O16 Zn1 2.026(7) . ? Zn1 N1 2.104(15) . ? C100 C100 2.05(6) 2_456 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 C1 O1 120.3(10) . . ? O2 C1 C2 118.8(9) . . ? O1 C1 C2 120.8(9) . . ? C3 C2 C8 120.9(9) . . ? C3 C2 C1 120.7(9) . . ? C8 C2 C1 118.4(9) . . ? C2 C3 C4 119.3(9) . . ? C2 C3 H3A 120.3 . . ? C4 C3 H3A 120.3 . . ? C6 C4 C3 121.3(9) . . ? C6 C4 C5 120.7(9) . . ? C3 C4 C5 118.0(9) . . ? O3 C5 O4 125.0(10) . . ? O3 C5 C4 120.3(9) . . ? O4 C5 C4 114.7(9) . . ? C4 C6 C7 119.5(9) . . ? C4 C6 H6A 120.3 . . ? C7 C6 H6A 120.3 . . ? C8 C7 C6 119.4(10) . . ? C8 C7 O5 123.4(10) . . ? C6 C7 O5 117.1(8) . . ? C7 C8 C2 119.5(10) . . ? C7 C8 H8A 120.2 . . ? C2 C8 H8A 120.2 . . ? O5 C9 C10 108.0(12) . . ? O5 C9 H9A 110.1 . . ? C10 C9 H9A 110.1 . . ? O5 C9 H9B 110.1 . . ? C10 C9 H9B 110.1 . . ? H9A C9 H9B 108.4 . . ? C15 C10 C11 119.8(15) . . ? C15 C10 C9 128.0(15) . . ? C11 C10 C9 112.3(16) . . ? C10 C11 C12 115.4(19) . . ? C10 C11 H11A 122.3 . . ? C12 C11 H11A 122.3 . . ? C13 C12 C11 121.2(16) . . ? C13 C12 H12A 119.4 . . ? C11 C12 H12A 119.4 . . ? C14 C13 C12 118.3(14) . . ? C14 C13 C16 120.3(16) . . ? C12 C13 C16 120.7(13) . . ? C13 C14 C15 120.9(19) . . ? C13 C14 H14A 119.6 . . ? C15 C14 H14A 119.6 . . ? C10 C15 C14 123.5(17) . . ? C10 C15 H15A 118.3 . . ? C14 C15 H15A 118.3 . . ? O6 C16 C13 108.3(13) . . ? O6 C16 H16A 110.0 . . ? C13 C16 H16A 110.0 . . ? O6 C16 H16B 110.0 . . ? C13 C16 H16B 110.0 . . ? H16A C16 H16B 108.4 . . ? O6 C17 C24 123.3(10) . . ? O6 C17 C18 115.8(9) . . ? C24 C17 C18 121.0(10) . . ? C17 C18 C19 119.2(10) . . ? C17 C18 H18A 120.4 . . ? C19 C18 H18A 120.4 . . ? C21 C19 C18 120.2(9) . . ? C21 C19 C20 119.3(9) . . ? C18 C19 C20 120.3(9) . . ? O8 C20 O7 122.6(10) . . ? O8 C20 C19 121.8(9) . . ? O7 C20 C19 115.5(10) . . ? C19 C21 C22 119.9(9) . . ? C19 C21 H21A 120.0 . . ? C22 C21 H21A 120.0 . . ? C21 C22 C24 120.7(10) . . ? C21 C22 C23 118.8(9) . . ? C24 C22 C23 120.5(9) . . ? O9 C23 O10 125.3(10) . . ? O9 C23 C22 121.9(9) . . ? O10 C23 C22 112.7(9) . . ? C22 C24 C17 119.0(10) . . ? C22 C24 H24A 120.5 . . ? C17 C24 H24A 120.5 . . ? O11 C25 O12 121.4(10) . . ? O11 C25 C26 121.1(10) . . ? O12 C25 C26 117.4(9) . . ? C27 C26 C32 118.0(9) . . ? C27 C26 C25 120.7(9) . . ? C32 C26 C25 121.1(9) . . ? C28 C27 C26 121.3(9) . . ? C28 C27 H27A 119.3 . . ? C26 C27 H27A 119.3 . . ? C27 C28 C30 120.5(9) . . ? C27 C28 C29 121.3(9) . . ? C30 C28 C29 118.2(9) . . ? O14 C29 O13 125.0(9) . . ? O14 C29 C28 120.3(9) . . ? O13 C29 C28 114.7(9) . . ? C28 C30 C31 119.1(10) . . ? C28 C30 H30A 120.5 . . ? C31 C30 H30A 120.5 . . ? C32 C31 O15 118.0(10) . . ? C32 C31 C30 120.3(10) . . ? O15 C31 C30 121.7(10) . . ? C31 C32 C26 120.8(9) . . ? C31 C32 H32A 119.6 . . ? C26 C32 H32A 119.6 . . ? O15 C33 C34 110.4(11) . . ? O15 C33 H33A 109.6 . . ? C34 C33 H33A 109.6 . . ? O15 C33 H33B 109.6 . . ? C34 C33 H33B 109.6 . . ? H33A C33 H33B 108.1 . . ? C35 C34 C36 123.1(11) . . ? C35 C34 C33 120.7(11) . . ? C36 C34 C33 116.1(11) . . ? C34 C35 C36 117.0(12) . 2_667 ? C34 C35 H35A 121.5 . . ? C36 C35 H35A 121.5 2_667 . ? C34 C36 C35 119.9(12) . 2_667 ? C34 C36 H36A 120.1 . . ? C35 C36 H36A 120.1 2_667 . ? C1 O2 Zn1 105.8(7) . . ? C5 O4 H4A 109.5 . . ? C7 O5 C9 120.1(9) . . ? C17 O6 C16 117.0(10) . . ? C20 O7 H7A 109.5 . . ? C23 O10 H10A 109.5 . . ? C25 O12 Zn1 105.3(7) . . ? C29 O13 H13A 109.5 . . ? C33 O15 C31 124.1(10) . . ? O2 Zn1 O12 94.0(3) . . ? O2 Zn1 O16 129.5(3) . . ? O12 Zn1 O16 128.2(3) . . ? O2 Zn1 N1 100.0(4) . . ? O12 Zn1 N1 102.0(4) . . ? O16 Zn1 N1 97.0(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 C1 C2 C3 -4.9(17) . . . . ? O1 C1 C2 C3 170.9(12) . . . . ? O2 C1 C2 C8 174.1(11) . . . . ? O1 C1 C2 C8 -10.0(18) . . . . ? C8 C2 C3 C4 2.0(17) . . . . ? C1 C2 C3 C4 -179.0(10) . . . . ? C2 C3 C4 C6 -1.2(17) . . . . ? C2 C3 C4 C5 -179.0(10) . . . . ? C6 C4 C5 O3 -175.7(11) . . . . ? C3 C4 C5 O3 2.1(17) . . . . ? C6 C4 C5 O4 3.1(16) . . . . ? C3 C4 C5 O4 -179.1(10) . . . . ? C3 C4 C6 C7 1.8(17) . . . . ? C5 C4 C6 C7 179.5(11) . . . . ? C4 C6 C7 C8 -3.1(18) . . . . ? C4 C6 C7 O5 -179.1(11) . . . . ? C6 C7 C8 C2 3.8(18) . . . . ? O5 C7 C8 C2 179.6(11) . . . . ? C3 C2 C8 C7 -3.3(18) . . . . ? C1 C2 C8 C7 177.7(11) . . . . ? O5 C9 C10 C15 -116.9(19) . . . . ? O5 C9 C10 C11 64(2) . . . . ? C15 C10 C11 C12 0(3) . . . . ? C9 C10 C11 C12 179.4(17) . . . . ? C10 C11 C12 C13 -9(3) . . . . ? C11 C12 C13 C14 11(3) . . . . ? C11 C12 C13 C16 -177.6(19) . . . . ? C12 C13 C14 C15 -6(3) . . . . ? C16 C13 C14 C15 -177.3(16) . . . . ? C11 C10 C15 C14 5(3) . . . . ? C9 C10 C15 C14 -174.2(16) . . . . ? C13 C14 C15 C10 -2(3) . . . . ? C14 C13 C16 O6 108.4(17) . . . . ? C12 C13 C16 O6 -62(2) . . . . ? O6 C17 C18 C19 179.0(11) . . . . ? C24 C17 C18 C19 -1.5(19) . . . . ? C17 C18 C19 C21 4.3(17) . . . . ? C17 C18 C19 C20 178.7(11) . . . . ? C21 C19 C20 O8 -4.3(18) . . . . ? C18 C19 C20 O8 -178.8(11) . . . . ? C21 C19 C20 O7 178.9(10) . . . . ? C18 C19 C20 O7 4.4(17) . . . . ? C18 C19 C21 C22 -4.5(17) . . . . ? C20 C19 C21 C22 -179.0(10) . . . . ? C19 C21 C22 C24 1.9(17) . . . . ? C19 C21 C22 C23 179.3(10) . . . . ? C21 C22 C23 O9 4.3(17) . . . . ? C24 C22 C23 O9 -178.2(11) . . . . ? C21 C22 C23 O10 -179.7(10) . . . . ? C24 C22 C23 O10 -2.3(16) . . . . ? C21 C22 C24 C17 0.9(17) . . . . ? C23 C22 C24 C17 -176.5(11) . . . . ? O6 C17 C24 C22 178.4(11) . . . . ? C18 C17 C24 C22 -1.1(18) . . . . ? O11 C25 C26 C27 -171.8(11) . . . . ? O12 C25 C26 C27 12.7(16) . . . . ? O11 C25 C26 C32 2.8(18) . . . . ? O12 C25 C26 C32 -172.8(10) . . . . ? C32 C26 C27 C28 1.3(16) . . . . ? C25 C26 C27 C28 176.0(10) . . . . ? C26 C27 C28 C30 -1.1(17) . . . . ? C26 C27 C28 C29 177.6(10) . . . . ? C27 C28 C29 O14 178.3(11) . . . . ? C30 C28 C29 O14 -2.9(18) . . . . ? C27 C28 C29 O13 -3.4(16) . . . . ? C30 C28 C29 O13 175.3(11) . . . . ? C27 C28 C30 C31 1.0(19) . . . . ? C29 C28 C30 C31 -177.8(11) . . . . ? C28 C30 C31 C32 -1(2) . . . . ? C28 C30 C31 O15 179.4(12) . . . . ? O15 C31 C32 C26 -179.2(11) . . . . ? C30 C31 C32 C26 1.3(19) . . . . ? C27 C26 C32 C31 -1.3(17) . . . . ? C25 C26 C32 C31 -176.0(11) . . . . ? O15 C33 C34 C35 -21(2) . . . . ? O15 C33 C34 C36 155.9(14) . . . . ? C36 C34 C35 C36 3(3) . . . 2_667 ? C33 C34 C35 C36 179.1(15) . . . 2_667 ? C35 C34 C36 C35 -3(3) . . . 2_667 ? C33 C34 C36 C35 -179.4(15) . . . 2_667 ? O1 C1 O2 Zn1 -1.8(15) . . . . ? C2 C1 O2 Zn1 174.0(8) . . . . ? C8 C7 O5 C9 6(2) . . . . ? C6 C7 O5 C9 -178.6(15) . . . . ? C10 C9 O5 C7 159.9(13) . . . . ? C24 C17 O6 C16 14(2) . . . . ? C18 C17 O6 C16 -166.1(14) . . . . ? C13 C16 O6 C17 162.0(12) . . . . ? O11 C25 O12 Zn1 6.1(15) . . . . ? C26 C25 O12 Zn1 -178.4(8) . . . . ? C34 C33 O15 C31 158.2(12) . . . . ? C32 C31 O15 C33 -163.1(13) . . . . ? C30 C31 O15 C33 17(2) . . . . ? C1 O2 Zn1 O12 180.0(8) . . . . ? C1 O2 Zn1 O16 30.6(10) . . . . ? C1 O2 Zn1 N1 -77.1(9) . . . . ? C25 O12 Zn1 O2 177.6(8) . . . . ? C25 O12 Zn1 O16 -32.5(9) . . . . ? C25 O12 Zn1 N1 76.5(8) . . . . ? _diffrn_measured_fraction_theta_max 0.937 _diffrn_reflns_theta_full 27.56 _diffrn_measured_fraction_theta_full 0.937 _refine_diff_density_max 1.702 _refine_diff_density_min -0.692 _refine_diff_density_rms 0.265