# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_author_name 'Feng Luo' _publ_contact_author_name 'Feng Luo' _publ_contact_author_email ecitluofeng@163.com data_1 _database_code_depnum_ccdc_archive 'CCDC 891152' #TrackingRef '- 1-R.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C33 H24 N4 O9 Zn2' _chemical_formula_weight 751.30 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' N N 0.0061 0.0033 '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 9.9404(7) _cell_length_b 10.3755(7) _cell_length_c 15.5708(12) _cell_angle_alpha 92.746(4) _cell_angle_beta 99.154(4) _cell_angle_gamma 107.776(3) _cell_volume 1501.80(19) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 9922 _cell_measurement_theta_min 2.49 _cell_measurement_theta_max 27.44 _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.35 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.661 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 764 _exptl_absorpt_coefficient_mu 1.663 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.5216 _exptl_absorpt_correction_T_max 0.5938 _exptl_absorpt_process_details ? _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21487 _diffrn_reflns_av_R_equivalents 0.0306 _diffrn_reflns_av_sigmaI/netI 0.0268 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.33 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5301 _reflns_number_gt 4714 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Demonstration Version 3.0' _computing_publication_material 'Bruker SHELXTL,Demonstration Version 3.0, 3D MAX 2009' _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^)+(0.0574P)^2^+1.8873P] 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 5301 _refine_ls_number_parameters 461 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0484 _refine_ls_R_factor_gt 0.0410 _refine_ls_wR_factor_ref 0.1182 _refine_ls_wR_factor_gt 0.1073 _refine_ls_goodness_of_fit_ref 1.136 _refine_ls_restrained_S_all 1.136 _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 0.6207(4) 0.4647(3) 0.6172(2) 0.0275(7) Uani 1 1 d . . . H1 H 0.7200 0.5001 0.6231 0.033 Uiso 1 1 calc R . . C2 C 0.5559(4) 0.3251(3) 0.6090(2) 0.0264(7) Uani 1 1 d . . . C3 C 0.5401(4) 0.5528(3) 0.6168(2) 0.0269(7) Uani 1 1 d . . . C4 C 0.4069(4) 0.2732(3) 0.5982(2) 0.0265(7) Uani 1 1 d . . . H4 H 0.3620 0.1796 0.5923 0.032 Uiso 1 1 calc R . . C5 C 0.6174(4) 0.7035(3) 0.6260(2) 0.0311(8) Uani 1 1 d . . . C6 C 0.6430(4) 0.2284(3) 0.6088(2) 0.0286(7) Uani 1 1 d . . . C7 C 0.3913(4) 0.5007(3) 0.6062(2) 0.0280(7) Uani 1 1 d . . . H7 H 0.3366 0.5592 0.6059 0.034 Uiso 1 1 calc R . . C8 C 0.3247(3) 0.3604(3) 0.5960(2) 0.0263(7) Uani 1 1 d . . . C9 C 0.1649(4) 0.2994(4) 0.5802(2) 0.0320(8) Uani 1 1 d . . . C10 C 0.6346(6) 0.7380(5) -0.1398(3) 0.0615(13) Uani 1 1 d . . . H10 H 0.6112 0.7677 -0.1939 0.074 Uiso 1 1 calc R . . C11 C 0.7012(4) 0.6408(4) 0.0212(2) 0.0367(8) Uani 1 1 d . . . C12 C 0.7357(6) 0.6696(5) -0.1279(3) 0.0619(13) Uani 1 1 d . . . H12 H 0.7806 0.6559 -0.1740 0.074 Uiso 1 1 calc R . . C13 C 0.8387(5) 0.5204(4) 0.1255(2) 0.0413(9) Uani 1 1 d . . . C14 C 0.6015(5) 0.7140(4) 0.0092(2) 0.0411(9) Uani 1 1 d . . . C15 C 0.4482(5) 0.8352(5) 0.0731(3) 0.0475(10) Uani 1 1 d . . . C16 C 0.7304(4) 0.5926(4) 0.1054(2) 0.0404(9) Uani 1 1 d . . . C17 C 0.5352(5) 0.7393(4) 0.0793(3) 0.0443(9) Uani 1 1 d . . . C18 C 0.9359(4) 0.3322(4) 0.3708(2) 0.0361(8) Uani 1 1 d . . . H18 H 1.0114 0.3998 0.4059 0.043 Uiso 1 1 calc R . . C19 C 0.7698(5) 0.6226(4) -0.0502(3) 0.0495(10) Uani 1 1 d . . . H19 H 0.8385 0.5782 -0.0434 0.059 Uiso 1 1 calc R . . C20 C 0.0131(5) 0.9058(4) 0.0919(3) 0.0487(10) Uani 1 1 d . . . H20 H -0.0449 0.8846 0.0368 0.058 Uiso 1 1 calc R . . C21 C 0.9118(4) 0.3416(4) 0.2821(3) 0.0409(9) Uani 1 1 d . . . C22 C 0.7456(5) 0.1343(4) 0.3586(3) 0.0521(11) Uani 1 1 d . . . H22 H 0.6876 0.0649 0.3847 0.063 Uiso 1 1 calc R . . C23 C 0.1502(5) 0.8979(4) 0.1031(3) 0.0449(10) Uani 1 1 d . . . C24 C 0.0509(5) 0.9790(5) 0.2431(3) 0.0511(11) Uani 1 1 d . . . H24 H 0.0176 1.0085 0.2905 0.061 Uiso 1 1 calc R . . C25 C 0.2137(6) 0.8654(6) 0.0263(3) 0.0555(12) Uani 1 1 d . . . C26 C 0.9983(5) 0.4628(5) 0.2435(3) 0.0478(10) Uani 1 1 d . . . C27 C 0.2318(5) 0.9308(4) 0.1865(3) 0.0439(9) Uani 1 1 d . . . H27 H 0.3244 0.9248 0.1948 0.053 Uiso 1 1 calc R . . C28 C 0.6555(5) 0.6119(5) 0.1684(3) 0.0530(11) Uani 1 1 d . . . H28 H 0.6692 0.5748 0.2210 0.064 Uiso 1 1 calc R . . C29 C 0.5593(5) 0.6855(5) 0.1564(3) 0.0564(12) Uani 1 1 d . . . H29 H 0.5112 0.6981 0.2010 0.068 Uiso 1 1 calc R . . C30 C 0.7161(6) 0.1353(5) 0.2693(3) 0.0649(14) Uani 1 1 d . . . H30 H 0.6406 0.0664 0.2352 0.078 Uiso 1 1 calc R . . C31 C 0.7993(5) 0.2390(5) 0.2318(3) 0.0570(12) Uani 1 1 d . . . H31 H 0.7801 0.2409 0.1715 0.068 Uiso 1 1 calc R . . C32 C -0.0385(5) 0.9453(5) 0.1627(3) 0.0589(12) Uani 1 1 d . . . H32 H -0.1318 0.9490 0.1561 0.071 Uiso 1 1 calc R . . C33 C 0.5698(5) 0.7619(4) -0.0731(3) 0.0508(11) Uani 1 1 d . . . H33 H 0.5043 0.8098 -0.0813 0.061 Uiso 1 1 calc R . . H1M H 0.147(5) 0.820(5) -0.016(3) 0.044(12) Uiso 1 1 d . . . H2M H 0.269(6) 0.948(6) 0.005(4) 0.082(19) Uiso 1 1 d . . . H3M H 0.277(5) 0.702(5) 0.028(3) 0.043(13) Uiso 1 1 d . . . H4M H 1.036(5) 0.425(5) 0.194(3) 0.058(13) Uiso 1 1 d . . . H5M H 1.078(6) 0.522(5) 0.282(3) 0.062(15) Uiso 1 1 d . . . H6M H 0.893(4) 0.593(4) 0.242(3) 0.034(11) Uiso 1 1 d . . . N1 N 0.8561(3) 0.2308(3) 0.4092(2) 0.0384(7) Uani 1 1 d . . . N2 N 0.9111(4) 0.5440(4) 0.2080(2) 0.0451(8) Uani 1 1 d . . . N3 N 0.3074(4) 0.7818(4) 0.0443(3) 0.0526(10) Uani 1 1 d . . . N4 N 0.1850(4) 0.9707(3) 0.2554(2) 0.0394(7) Uani 1 1 d . . . O1 O 0.7713(3) 0.2792(2) 0.59919(18) 0.0381(6) Uani 1 1 d . . . O2 O 0.5823(3) 0.1073(2) 0.61895(19) 0.0397(6) Uani 1 1 d . . . O3 O 0.7971(3) 0.0129(3) 0.53838(19) 0.0386(7) Uani 1 1 d . . . O4 O 0.7496(3) 0.7448(3) 0.6401(2) 0.0496(7) Uani 1 1 d . . . O5 O 0.5409(3) 0.7831(2) 0.61922(18) 0.0377(6) Uani 1 1 d . . . O6 O 0.8617(4) 0.4434(3) 0.07143(18) 0.0524(8) Uani 1 1 d . . . O7 O 0.1081(3) 0.1779(3) 0.5527(2) 0.0514(8) Uani 1 1 d . . . O8 O 0.0875(3) 0.3692(3) 0.5956(2) 0.0544(8) Uani 1 1 d . . . O9 O 0.5082(4) 0.9562(3) 0.0961(2) 0.0608(8) Uani 1 1 d . . . Zn1 Zn 0.89794(4) 0.20244(4) 0.53801(3) 0.03110(14) Uani 1 1 d . . . Zn2 Zn 0.68242(4) -0.03566(4) 0.62461(3) 0.03155(14) Uani 1 1 d . . . H1W H 0.821(5) -0.035(4) 0.527(3) 0.028(13) 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 0.0201(17) 0.0300(17) 0.0291(17) 0.0009(14) 0.0021(13) 0.0046(14) C2 0.0231(17) 0.0261(17) 0.0295(17) 0.0009(13) 0.0044(14) 0.0077(14) C3 0.0279(18) 0.0268(17) 0.0246(16) 0.0026(13) 0.0044(14) 0.0068(14) C4 0.0248(17) 0.0211(16) 0.0316(17) 0.0013(13) 0.0042(14) 0.0053(14) C5 0.035(2) 0.0263(17) 0.0312(18) 0.0028(14) 0.0067(15) 0.0088(16) C6 0.0222(18) 0.0303(18) 0.0324(18) 0.0009(14) 0.0008(14) 0.0094(15) C7 0.0301(19) 0.0284(17) 0.0277(17) 0.0029(14) 0.0053(14) 0.0123(15) C8 0.0207(17) 0.0310(17) 0.0265(16) 0.0018(13) 0.0045(13) 0.0072(14) C9 0.0244(18) 0.039(2) 0.0334(18) 0.0044(15) 0.0082(15) 0.0095(16) C10 0.096(4) 0.062(3) 0.037(2) 0.016(2) 0.017(2) 0.038(3) C11 0.043(2) 0.0327(19) 0.0299(19) 0.0001(15) 0.0039(16) 0.0081(17) C12 0.097(4) 0.069(3) 0.035(2) 0.012(2) 0.024(2) 0.041(3) C13 0.048(2) 0.039(2) 0.033(2) 0.0043(17) 0.0030(18) 0.0107(19) C14 0.050(2) 0.039(2) 0.0309(19) -0.0005(16) 0.0039(17) 0.0116(19) C15 0.057(3) 0.055(3) 0.031(2) -0.0064(18) 0.0014(19) 0.022(2) C16 0.046(2) 0.040(2) 0.033(2) 0.0044(16) 0.0044(17) 0.0120(18) C17 0.046(2) 0.047(2) 0.038(2) -0.0005(18) 0.0048(18) 0.016(2) C18 0.030(2) 0.037(2) 0.039(2) 0.0026(16) 0.0001(16) 0.0112(16) C19 0.066(3) 0.049(2) 0.039(2) 0.0037(18) 0.014(2) 0.024(2) C20 0.041(2) 0.051(3) 0.045(2) 0.0000(19) -0.0070(19) 0.011(2) C21 0.041(2) 0.048(2) 0.037(2) 0.0029(17) 0.0007(17) 0.0219(19) C22 0.046(3) 0.040(2) 0.057(3) 0.007(2) -0.007(2) 0.002(2) C23 0.048(3) 0.043(2) 0.042(2) -0.0051(18) -0.0012(19) 0.019(2) C24 0.042(2) 0.063(3) 0.048(2) -0.004(2) 0.006(2) 0.019(2) C25 0.057(3) 0.071(3) 0.039(2) -0.012(2) -0.006(2) 0.030(3) C26 0.045(3) 0.061(3) 0.039(2) 0.014(2) 0.003(2) 0.020(2) C27 0.041(2) 0.049(2) 0.044(2) -0.0020(18) 0.0025(18) 0.0216(19) C28 0.065(3) 0.071(3) 0.033(2) 0.018(2) 0.015(2) 0.031(3) C29 0.063(3) 0.078(3) 0.039(2) 0.009(2) 0.016(2) 0.034(3) C30 0.070(3) 0.051(3) 0.051(3) -0.006(2) -0.019(2) 0.005(3) C31 0.066(3) 0.061(3) 0.036(2) -0.002(2) -0.006(2) 0.017(3) C32 0.040(3) 0.075(3) 0.060(3) -0.001(2) 0.000(2) 0.021(2) C33 0.071(3) 0.048(2) 0.039(2) 0.0057(18) 0.007(2) 0.028(2) N1 0.0345(18) 0.0381(17) 0.0398(17) 0.0040(14) -0.0006(14) 0.0110(15) N2 0.055(2) 0.050(2) 0.0332(18) 0.0027(16) 0.0036(16) 0.0228(19) N3 0.054(3) 0.052(2) 0.050(2) -0.0168(18) -0.0006(18) 0.022(2) N4 0.0382(19) 0.0378(17) 0.0415(18) -0.0010(14) 0.0026(15) 0.0140(15) O1 0.0222(13) 0.0319(13) 0.0587(17) -0.0025(12) 0.0088(12) 0.0068(11) O2 0.0300(14) 0.0256(13) 0.0660(18) 0.0086(12) 0.0126(13) 0.0098(11) O3 0.0400(16) 0.0280(14) 0.0507(17) 0.0033(12) 0.0193(13) 0.0098(13) O4 0.0324(16) 0.0278(14) 0.082(2) 0.0032(14) 0.0044(14) 0.0034(12) O5 0.0379(15) 0.0263(12) 0.0493(15) 0.0051(11) 0.0088(12) 0.0102(11) O6 0.068(2) 0.0532(18) 0.0385(15) -0.0026(13) 0.0008(14) 0.0288(16) O7 0.0227(14) 0.0368(16) 0.087(2) -0.0058(15) 0.0057(14) 0.0019(12) O8 0.0235(14) 0.0506(17) 0.089(2) -0.0144(16) 0.0113(15) 0.0141(13) O9 0.066(2) 0.052(2) 0.058(2) -0.0074(16) -0.0038(17) 0.0204(17) Zn1 0.0219(2) 0.0291(2) 0.0407(3) 0.00364(17) 0.00516(18) 0.00610(17) Zn2 0.0310(2) 0.0247(2) 0.0385(3) 0.00418(17) 0.00760(18) 0.00744(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.384(5) . ? C1 C3 1.387(5) . ? C1 H1 0.9300 . ? C2 C4 1.392(5) . ? C2 C6 1.512(4) . ? C3 C7 1.390(5) . ? C3 C5 1.506(5) . ? C4 C8 1.390(4) . ? C4 H4 0.9300 . ? C5 O4 1.230(5) . ? C5 O5 1.280(4) . ? C5 Zn2 2.585(3) 1_565 ? C6 O2 1.247(4) . ? C6 O1 1.259(4) . ? C7 C8 1.392(5) . ? C7 H7 0.9300 . ? C8 C9 1.494(5) . ? C9 O7 1.236(5) . ? C9 O8 1.247(4) . ? C9 Zn1 2.497(4) 1_455 ? C10 C33 1.357(6) . ? C10 C12 1.391(7) . ? C10 H10 0.9300 . ? C11 C14 1.418(6) . ? C11 C19 1.427(5) . ? C11 C16 1.444(5) . ? C12 C19 1.359(6) . ? C12 H12 0.9300 . ? C13 O6 1.228(5) . ? C13 N2 1.340(5) . ? C13 C16 1.492(6) . ? C14 C17 1.415(6) . ? C14 C33 1.419(6) . ? C15 O9 1.221(5) . ? C15 N3 1.331(6) . ? C15 C17 1.502(6) . ? C16 C28 1.364(6) . ? C17 C29 1.365(6) . ? C18 N1 1.340(5) . ? C18 C21 1.377(5) . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? C20 C23 1.373(6) . ? C20 C32 1.382(6) . ? C20 H20 0.9300 . ? C21 C31 1.383(6) . ? C21 C26 1.504(6) . ? C22 N1 1.345(5) . ? C22 C30 1.375(7) . ? C22 H22 0.9300 . ? C23 C27 1.383(6) . ? C23 C25 1.508(6) . ? C24 N4 1.346(5) . ? C24 C32 1.376(6) . ? C24 H24 0.9300 . ? C25 N3 1.461(6) . ? C25 H1M 0.86(5) . ? C25 H2M 0.97(6) . ? C26 N2 1.450(5) . ? C26 H4M 1.02(5) . ? C26 H5M 0.94(5) . ? C27 N4 1.332(5) . ? C27 H27 0.9300 . ? C28 C29 1.391(6) . ? C28 H28 0.9300 . ? C29 H29 0.9300 . ? C30 C31 1.362(7) . ? C30 H30 0.9300 . ? C31 H31 0.9300 . ? C32 H32 0.9300 . ? C33 H33 0.9300 . ? N1 Zn1 2.036(3) . ? N2 H6M 0.80(4) . ? N3 H3M 0.80(5) . ? N4 Zn2 2.058(3) 2_666 ? O1 Zn1 2.011(2) . ? O2 Zn2 2.020(2) . ? O3 Zn2 1.886(3) . ? O3 Zn1 1.916(3) . ? O3 H1W 0.64(4) . ? O5 Zn2 1.964(3) 1_565 ? O7 Zn1 2.159(3) 1_455 ? O8 Zn1 2.161(3) 1_455 ? Zn1 O7 2.159(3) 1_655 ? Zn1 O8 2.161(3) 1_655 ? Zn1 C9 2.497(4) 1_655 ? Zn2 O5 1.964(3) 1_545 ? Zn2 N4 2.058(3) 2_666 ? Zn2 C5 2.585(3) 1_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 C2 C1 C3 121.2(3) . . ? C2 C1 H1 119.4 . . ? C3 C1 H1 119.4 . . ? C1 C2 C4 118.9(3) . . ? C1 C2 C6 121.5(3) . . ? C4 C2 C6 119.6(3) . . ? C1 C3 C7 119.8(3) . . ? C1 C3 C5 118.4(3) . . ? C7 C3 C5 121.8(3) . . ? C8 C4 C2 120.5(3) . . ? C8 C4 H4 119.8 . . ? C2 C4 H4 119.8 . . ? O4 C5 O5 123.0(3) . . ? O4 C5 C3 119.4(3) . . ? O5 C5 C3 117.6(3) . . ? O4 C5 Zn2 75.6(2) . 1_565 ? O5 C5 Zn2 47.55(16) . 1_565 ? C3 C5 Zn2 164.6(3) . 1_565 ? O2 C6 O1 126.2(3) . . ? O2 C6 C2 117.5(3) . . ? O1 C6 C2 116.2(3) . . ? C3 C7 C8 119.5(3) . . ? C3 C7 H7 120.2 . . ? C8 C7 H7 120.2 . . ? C4 C8 C7 120.1(3) . . ? C4 C8 C9 118.3(3) . . ? C7 C8 C9 121.6(3) . . ? O7 C9 O8 119.3(3) . . ? O7 C9 C8 119.9(3) . . ? O8 C9 C8 120.8(3) . . ? O7 C9 Zn1 59.81(19) . 1_455 ? O8 C9 Zn1 59.9(2) . 1_455 ? C8 C9 Zn1 174.2(2) . 1_455 ? C33 C10 C12 120.6(4) . . ? C33 C10 H10 119.7 . . ? C12 C10 H10 119.7 . . ? C14 C11 C19 117.8(3) . . ? C14 C11 C16 118.3(3) . . ? C19 C11 C16 124.0(4) . . ? C19 C12 C10 121.0(4) . . ? C19 C12 H12 119.5 . . ? C10 C12 H12 119.5 . . ? O6 C13 N2 120.9(4) . . ? O6 C13 C16 123.5(4) . . ? N2 C13 C16 115.6(4) . . ? C17 C14 C11 119.7(3) . . ? C17 C14 C33 120.7(4) . . ? C11 C14 C33 119.6(4) . . ? O9 C15 N3 123.4(4) . . ? O9 C15 C17 119.3(4) . . ? N3 C15 C17 117.3(4) . . ? C28 C16 C11 119.1(4) . . ? C28 C16 C13 118.8(3) . . ? C11 C16 C13 122.1(3) . . ? C29 C17 C14 120.2(4) . . ? C29 C17 C15 118.8(4) . . ? C14 C17 C15 120.7(4) . . ? N1 C18 C21 123.4(4) . . ? N1 C18 H18 118.3 . . ? C21 C18 H18 118.3 . . ? C12 C19 C11 120.6(4) . . ? C12 C19 H19 119.7 . . ? C11 C19 H19 119.7 . . ? C23 C20 C32 119.9(4) . . ? C23 C20 H20 120.0 . . ? C32 C20 H20 120.0 . . ? C18 C21 C31 116.9(4) . . ? C18 C21 C26 121.0(4) . . ? C31 C21 C26 122.0(4) . . ? N1 C22 C30 121.8(4) . . ? N1 C22 H22 119.1 . . ? C30 C22 H22 119.1 . . ? C20 C23 C27 117.6(4) . . ? C20 C23 C25 121.3(4) . . ? C27 C23 C25 120.9(4) . . ? N4 C24 C32 122.1(4) . . ? N4 C24 H24 118.9 . . ? C32 C24 H24 118.9 . . ? N3 C25 C23 114.4(4) . . ? N3 C25 H1M 105(3) . . ? C23 C25 H1M 111(3) . . ? N3 C25 H2M 107(3) . . ? C23 C25 H2M 111(3) . . ? H1M C25 H2M 108(5) . . ? N2 C26 C21 111.7(4) . . ? N2 C26 H4M 109(3) . . ? C21 C26 H4M 107(3) . . ? N2 C26 H5M 107(3) . . ? C21 C26 H5M 115(3) . . ? H4M C26 H5M 108(4) . . ? N4 C27 C23 123.5(4) . . ? N4 C27 H27 118.2 . . ? C23 C27 H27 118.2 . . ? C16 C28 C29 122.0(4) . . ? C16 C28 H28 119.0 . . ? C29 C28 H28 119.0 . . ? C17 C29 C28 120.3(4) . . ? C17 C29 H29 119.8 . . ? C28 C29 H29 119.8 . . ? C31 C30 C22 118.8(4) . . ? C31 C30 H30 120.6 . . ? C22 C30 H30 120.6 . . ? C30 C31 C21 120.8(4) . . ? C30 C31 H31 119.6 . . ? C21 C31 H31 119.6 . . ? C24 C32 C20 118.7(4) . . ? C24 C32 H32 120.6 . . ? C20 C32 H32 120.6 . . ? C10 C33 C14 120.3(4) . . ? C10 C33 H33 119.8 . . ? C14 C33 H33 119.8 . . ? C18 N1 C22 118.2(4) . . ? C18 N1 Zn1 125.0(3) . . ? C22 N1 Zn1 116.6(3) . . ? C13 N2 C26 122.8(4) . . ? C13 N2 H6M 119(3) . . ? C26 N2 H6M 117(3) . . ? C15 N3 C25 122.5(4) . . ? C15 N3 H3M 117(3) . . ? C25 N3 H3M 119(3) . . ? C27 N4 C24 118.1(4) . . ? C27 N4 Zn2 121.7(3) . 2_666 ? C24 N4 Zn2 119.9(3) . 2_666 ? C6 O1 Zn1 131.5(2) . . ? C6 O2 Zn2 123.4(2) . . ? Zn2 O3 Zn1 117.08(15) . . ? Zn2 O3 H1W 112(4) . . ? Zn1 O3 H1W 124(4) . . ? C5 O5 Zn2 103.7(2) . 1_565 ? C9 O7 Zn1 90.5(2) . 1_455 ? C9 O8 Zn1 90.1(2) . 1_455 ? O3 Zn1 O1 98.46(11) . . ? O3 Zn1 N1 102.45(13) . . ? O1 Zn1 N1 107.24(12) . . ? O3 Zn1 O7 94.99(12) . 1_655 ? O1 Zn1 O7 143.46(12) . 1_655 ? N1 Zn1 O7 102.71(13) . 1_655 ? O3 Zn1 O8 145.20(13) . 1_655 ? O1 Zn1 O8 92.02(10) . 1_655 ? N1 Zn1 O8 105.93(13) . 1_655 ? O7 Zn1 O8 59.49(10) 1_655 1_655 ? O3 Zn1 C9 122.49(12) . 1_655 ? O1 Zn1 C9 120.03(11) . 1_655 ? N1 Zn1 C9 104.31(12) . 1_655 ? O7 Zn1 C9 29.68(11) 1_655 1_655 ? O8 Zn1 C9 29.97(11) 1_655 1_655 ? O3 Zn2 O5 122.18(12) . 1_545 ? O3 Zn2 O2 101.05(12) . . ? O5 Zn2 O2 109.91(10) 1_545 . ? O3 Zn2 N4 107.43(13) . 2_666 ? O5 Zn2 N4 113.73(12) 1_545 2_666 ? O2 Zn2 N4 99.47(12) . 2_666 ? O3 Zn2 C5 106.76(12) . 1_545 ? O5 Zn2 C5 28.75(11) 1_545 1_545 ? O2 Zn2 C5 138.64(11) . 1_545 ? N4 Zn2 C5 100.65(12) 2_666 1_545 ? 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 C3 C1 C2 C4 1.5(5) . . . . ? C3 C1 C2 C6 179.6(3) . . . . ? C2 C1 C3 C7 -1.4(5) . . . . ? C2 C1 C3 C5 180.0(3) . . . . ? C1 C2 C4 C8 -0.3(5) . . . . ? C6 C2 C4 C8 -178.4(3) . . . . ? C1 C3 C5 O4 -5.4(5) . . . . ? C7 C3 C5 O4 176.0(3) . . . . ? C1 C3 C5 O5 175.0(3) . . . . ? C7 C3 C5 O5 -3.6(5) . . . . ? C1 C3 C5 Zn2 161.2(8) . . . 1_565 ? C7 C3 C5 Zn2 -17.4(11) . . . 1_565 ? C1 C2 C6 O2 165.8(3) . . . . ? C4 C2 C6 O2 -16.0(5) . . . . ? C1 C2 C6 O1 -13.5(5) . . . . ? C4 C2 C6 O1 164.7(3) . . . . ? C1 C3 C7 C8 0.0(5) . . . . ? C5 C3 C7 C8 178.6(3) . . . . ? C2 C4 C8 C7 -1.1(5) . . . . ? C2 C4 C8 C9 177.2(3) . . . . ? C3 C7 C8 C4 1.2(5) . . . . ? C3 C7 C8 C9 -177.0(3) . . . . ? C4 C8 C9 O7 -14.1(5) . . . . ? C7 C8 C9 O7 164.2(3) . . . . ? C4 C8 C9 O8 164.8(3) . . . . ? C7 C8 C9 O8 -16.9(5) . . . . ? C4 C8 C9 Zn1 -100(2) . . . 1_455 ? C7 C8 C9 Zn1 78(3) . . . 1_455 ? C33 C10 C12 C19 1.4(9) . . . . ? C19 C11 C14 C17 -177.5(4) . . . . ? C16 C11 C14 C17 0.7(6) . . . . ? C19 C11 C14 C33 2.2(6) . . . . ? C16 C11 C14 C33 -179.6(4) . . . . ? C14 C11 C16 C28 3.8(6) . . . . ? C19 C11 C16 C28 -178.1(4) . . . . ? C14 C11 C16 C13 -177.0(4) . . . . ? C19 C11 C16 C13 1.0(6) . . . . ? O6 C13 C16 C28 144.5(5) . . . . ? N2 C13 C16 C28 -35.2(6) . . . . ? O6 C13 C16 C11 -34.7(6) . . . . ? N2 C13 C16 C11 145.7(4) . . . . ? C11 C14 C17 C29 -4.5(7) . . . . ? C33 C14 C17 C29 175.8(4) . . . . ? C11 C14 C17 C15 170.0(4) . . . . ? C33 C14 C17 C15 -9.7(6) . . . . ? O9 C15 C17 C29 86.2(6) . . . . ? N3 C15 C17 C29 -92.3(5) . . . . ? O9 C15 C17 C14 -88.4(5) . . . . ? N3 C15 C17 C14 93.2(5) . . . . ? C10 C12 C19 C11 0.8(8) . . . . ? C14 C11 C19 C12 -2.6(7) . . . . ? C16 C11 C19 C12 179.3(4) . . . . ? N1 C18 C21 C31 -0.4(6) . . . . ? N1 C18 C21 C26 175.7(4) . . . . ? C32 C20 C23 C27 -0.1(7) . . . . ? C32 C20 C23 C25 -175.3(5) . . . . ? C20 C23 C25 N3 -144.0(5) . . . . ? C27 C23 C25 N3 40.9(7) . . . . ? C18 C21 C26 N2 -112.4(4) . . . . ? C31 C21 C26 N2 63.6(6) . . . . ? C20 C23 C27 N4 -0.7(7) . . . . ? C25 C23 C27 N4 174.5(4) . . . . ? C11 C16 C28 C29 -4.8(7) . . . . ? C13 C16 C28 C29 176.0(4) . . . . ? C14 C17 C29 C28 3.7(7) . . . . ? C15 C17 C29 C28 -170.9(5) . . . . ? C16 C28 C29 C17 1.1(8) . . . . ? N1 C22 C30 C31 -1.6(8) . . . . ? C22 C30 C31 C21 0.1(8) . . . . ? C18 C21 C31 C30 0.8(7) . . . . ? C26 C21 C31 C30 -175.3(5) . . . . ? N4 C24 C32 C20 -2.1(8) . . . . ? C23 C20 C32 C24 1.5(7) . . . . ? C12 C10 C33 C14 -1.7(8) . . . . ? C17 C14 C33 C10 179.6(5) . . . . ? C11 C14 C33 C10 -0.1(7) . . . . ? C21 C18 N1 C22 -1.0(6) . . . . ? C21 C18 N1 Zn1 174.1(3) . . . . ? C30 C22 N1 C18 2.0(7) . . . . ? C30 C22 N1 Zn1 -173.4(4) . . . . ? O6 C13 N2 C26 -12.4(7) . . . . ? C16 C13 N2 C26 167.3(4) . . . . ? C21 C26 N2 C13 -88.6(5) . . . . ? O9 C15 N3 C25 8.5(7) . . . . ? C17 C15 N3 C25 -173.1(4) . . . . ? C23 C25 N3 C15 -90.5(6) . . . . ? C23 C27 N4 C24 0.1(6) . . . . ? C23 C27 N4 Zn2 -174.1(3) . . . 2_666 ? C32 C24 N4 C27 1.3(7) . . . . ? C32 C24 N4 Zn2 175.7(4) . . . 2_666 ? O2 C6 O1 Zn1 35.4(5) . . . . ? C2 C6 O1 Zn1 -145.4(3) . . . . ? O1 C6 O2 Zn2 1.3(5) . . . . ? C2 C6 O2 Zn2 -177.9(2) . . . . ? O4 C5 O5 Zn2 5.4(4) . . . 1_565 ? C3 C5 O5 Zn2 -175.1(2) . . . 1_565 ? O8 C9 O7 Zn1 7.7(4) . . . 1_455 ? C8 C9 O7 Zn1 -173.3(3) . . . 1_455 ? O7 C9 O8 Zn1 -7.7(4) . . . 1_455 ? C8 C9 O8 Zn1 173.3(3) . . . 1_455 ? Zn2 O3 Zn1 O1 -23.53(19) . . . . ? Zn2 O3 Zn1 N1 -133.39(17) . . . . ? Zn2 O3 Zn1 O7 122.40(18) . . . 1_655 ? Zn2 O3 Zn1 O8 82.5(3) . . . 1_655 ? Zn2 O3 Zn1 C9 110.46(17) . . . 1_655 ? C6 O1 Zn1 O3 -21.5(3) . . . . ? C6 O1 Zn1 N1 84.5(3) . . . . ? C6 O1 Zn1 O7 -131.9(3) . . . 1_655 ? C6 O1 Zn1 O8 -168.2(3) . . . 1_655 ? C6 O1 Zn1 C9 -157.0(3) . . . 1_655 ? C18 N1 Zn1 O3 -158.1(3) . . . . ? C22 N1 Zn1 O3 17.1(3) . . . . ? C18 N1 Zn1 O1 98.9(3) . . . . ? C22 N1 Zn1 O1 -86.0(3) . . . . ? C18 N1 Zn1 O7 -60.0(3) . . . 1_655 ? C22 N1 Zn1 O7 115.2(3) . . . 1_655 ? C18 N1 Zn1 O8 1.6(3) . . . 1_655 ? C22 N1 Zn1 O8 176.7(3) . . . 1_655 ? C18 N1 Zn1 C9 -29.5(3) . . . 1_655 ? C22 N1 Zn1 C9 145.7(3) . . . 1_655 ? Zn1 O3 Zn2 O5 166.48(13) . . . 1_545 ? Zn1 O3 Zn2 O2 44.29(19) . . . . ? Zn1 O3 Zn2 N4 -59.42(19) . . . 2_666 ? Zn1 O3 Zn2 C5 -166.69(15) . . . 1_545 ? C6 O2 Zn2 O3 -39.2(3) . . . . ? C6 O2 Zn2 O5 -169.6(3) . . . 1_545 ? C6 O2 Zn2 N4 70.8(3) . . . 2_666 ? C6 O2 Zn2 C5 -171.0(3) . . . 1_545 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 2.121 _refine_diff_density_min -0.754 _refine_diff_density_rms 0.121