# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Jian Zhang' _publ_contact_author_email zhj@fjirsm.ac.cn loop_ _publ_author_name 'Jian Zhang' 'Fei Wang' 'Zhi-Qiang Jiang' 'Guiyuan Jiang' 'Zhen Zhao' data_1 _database_code_depnum_ccdc_archive 'CCDC 837715' #TrackingRef '- compounds-revised.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C75 H34 N10 O37 Zn9' _chemical_formula_weight 2255.45 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 Orthorhombic _symmetry_space_group_name_H-M Pnnm loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' '-x+1/2, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z+1/2' '-x, -y, -z' 'x, y, -z' 'x-1/2, -y-1/2, z-1/2' '-x-1/2, y-1/2, z-1/2' _cell_length_a 23.157(5) _cell_length_b 27.317(7) _cell_length_c 22.592(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 14291(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 543 _cell_measurement_theta_min 2.02 _cell_measurement_theta_max 24.2 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max .24 _exptl_crystal_size_mid .15 _exptl_crystal_size_min .10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.048 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4480 _exptl_absorpt_coefficient_mu 1.540 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_correction_T_min 0.5820 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; The high Rint value (0.118) may be due to the poor quality of the crystal. ; _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 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean none _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 85197 _diffrn_reflns_av_R_equivalents 0.1179 _diffrn_reflns_av_sigmaI/netI 0.0784 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -32 _diffrn_reflns_limit_k_max 32 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.14 _diffrn_reflns_theta_max 25.00 _reflns_number_total 12911 _reflns_number_gt 8619 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0680P)^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 none _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 12911 _refine_ls_number_parameters 624 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0677 _refine_ls_R_factor_gt 0.0518 _refine_ls_wR_factor_ref 0.1543 _refine_ls_wR_factor_gt 0.1461 _refine_ls_goodness_of_fit_ref 0.928 _refine_ls_restrained_S_all 0.928 _refine_ls_shift/su_max 0.020 _refine_ls_shift/su_mean 0.002 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 0.41950(3) 0.20346(2) 0.0000 0.03132(17) Uani 1 2 d S . . Zn2 Zn 0.23468(2) 0.010297(19) 0.369619(19) 0.03460(15) Uani 1 1 d . . . Zn3 Zn 0.11843(3) 0.19759(2) 0.0000 0.03407(18) Uani 1 2 d S . . Zn4 Zn 0.23322(3) -0.06886(2) 0.5000 0.03038(18) Uani 1 2 d S . . Zn5 Zn 0.04193(3) 0.16477(2) 0.12781(2) 0.04061(16) Uani 1 1 d . . . Zn6 Zn 0.49675(2) 0.171132(19) 0.12731(2) 0.03856(15) Uani 1 1 d . . . N2 N 0.23848(15) 0.03852(12) 0.45171(14) 0.0332(8) Uani 1 1 d . . . O2 O 0.22719(14) 0.05625(12) 0.30389(13) 0.0482(9) Uani 1 1 d . . . N4 N 0.5007(2) 0.17028(19) 0.0000 0.0381(12) Uani 1 2 d S . . O4 O 0.37504(15) 0.16251(13) 0.06016(13) 0.0595(10) Uani 1 1 d . . . N1 N 0.23652(18) 0.01061(17) 0.5000 0.0287(11) Uani 1 2 d S . . O18 O 0.16869(15) -0.07147(12) 0.43751(13) 0.0528(9) Uani 1 1 d . . . N6 N 0.0367(2) 0.16338(18) 0.0000 0.0378(12) Uani 1 2 d S . . C5 C 0.2180(2) 0.12625(17) 0.14011(18) 0.0384(10) Uani 1 1 d . . . O5 O 0.16289(15) 0.15693(14) 0.06053(13) 0.0612(10) Uani 1 1 d . . . O11 O 0.45828(19) -0.17046(15) 0.19659(15) 0.0789(13) Uani 1 1 d . . . O10 O 0.43973(19) -0.26569(14) 0.37137(17) 0.0838(14) Uani 1 1 d . . . O17 O 0.16430(16) -0.02893(12) 0.35528(15) 0.0631(10) Uani 1 1 d . . . C11 C 0.3615(2) -0.15237(15) 0.39008(19) 0.0433(12) Uani 1 1 d . . . H11A H 0.3464 -0.1565 0.4279 0.052 Uiso 1 1 calc R . . O13 O 0.08269(17) -0.23980(12) 0.44279(14) 0.0679(11) Uani 1 1 d . . . O19 O 0.2321(2) -0.14615(18) 0.5000 0.0657(16) Uani 1 2 d S . . O15 O 0.00306(19) -0.16268(15) 0.19738(15) 0.0817(13) Uani 1 1 d . . . O6 O 0.11614(15) 0.13307(15) 0.14104(16) 0.0669(11) Uani 1 1 d . . . O14 O 0.02309(19) -0.25968(14) 0.37087(18) 0.0880(15) Uani 1 1 d . . . O3 O 0.42374(16) 0.13815(16) 0.13996(17) 0.0746(12) Uani 1 1 d . . . N5 N 0.00695(16) 0.15191(14) 0.04908(15) 0.0410(9) Uani 1 1 d . . . C2 C 0.3228(2) 0.10898(16) 0.19574(19) 0.0442(11) Uani 1 1 d . . . H2A H 0.3578 0.1032 0.2147 0.053 Uiso 1 1 calc R . . O9 O 0.37931(18) -0.24581(13) 0.44208(14) 0.0715(12) Uani 1 1 d . . . C3 C 0.3226(2) 0.12919(16) 0.13961(18) 0.0403(11) Uani 1 1 d . . . C24 C 0.10152(19) -0.14683(15) 0.39148(18) 0.0394(10) Uani 1 1 d . . . H24A H 0.1170 -0.1514 0.4290 0.047 Uiso 1 1 calc R . . C4 C 0.26956(19) 0.13723(17) 0.11115(19) 0.0422(12) Uani 1 1 d . . . H4A H 0.2688 0.1499 0.0729 0.051 Uiso 1 1 calc R . . C23 C 0.11230(19) -0.10329(16) 0.36038(18) 0.0389(11) Uani 1 1 d . . . C9 C 0.1609(2) 0.13975(16) 0.1111(2) 0.0455(12) Uani 1 1 d . . . C20 C 0.0427(2) -0.17595(17) 0.3097(2) 0.0477(12) Uani 1 1 d . . . H20A H 0.0195 -0.2000 0.2929 0.057 Uiso 1 1 calc R . . C6 C 0.2193(2) 0.10540(16) 0.19592(18) 0.0399(11) Uani 1 1 d . . . H6A H 0.1849 0.0968 0.2145 0.048 Uiso 1 1 calc R . . C8 C 0.3780(2) 0.14425(17) 0.1101(2) 0.0480(12) Uani 1 1 d . . . C12 C 0.3952(2) -0.18909(17) 0.36547(18) 0.0471(12) Uani 1 1 d . . . C13 C 0.4182(2) -0.18242(17) 0.3095(2) 0.0501(13) Uani 1 1 d . . . H13A H 0.4401 -0.2071 0.2922 0.060 Uiso 1 1 calc R . . C15 C 0.3747(2) -0.10289(17) 0.3036(2) 0.0545(14) Uani 1 1 d . . . H15A H 0.3683 -0.0740 0.2828 0.065 Uiso 1 1 calc R . . C21 C 0.0528(2) -0.13265(17) 0.27923(19) 0.0488(13) Uani 1 1 d . . . C22 C 0.0882(2) -0.09709(17) 0.30393(19) 0.0486(12) Uani 1 1 d . . . H22A H 0.0961 -0.0687 0.2827 0.058 Uiso 1 1 calc R . . N3 N 0.53154(18) 0.15947(18) 0.04890(16) 0.0602(13) Uani 1 1 d . . . C18 C 0.4359(2) -0.1318(2) 0.2187(2) 0.0598(15) Uani 1 1 d . . . C7 C 0.2740(2) 0.07379(18) 0.2853(2) 0.0472(12) Uani 1 1 d . . . C1 C 0.27119(19) 0.09720(16) 0.22434(18) 0.0397(11) Uani 1 1 d . . . O16 O 0.0333(2) -0.08592(15) 0.19261(16) 0.0970(16) Uani 1 1 d . . . O1 O 0.31971(18) 0.07267(17) 0.31196(16) 0.0857(13) Uani 1 1 d . . . C14 C 0.4089(2) -0.13921(18) 0.27915(19) 0.0519(13) Uani 1 1 d . . . C27 C 0.1513(2) -0.06514(15) 0.38732(19) 0.0397(10) Uani 1 1 d . . . C26 C 0.0279(2) -0.1248(2) 0.2186(2) 0.0588(14) Uani 1 1 d . . . C19 C 0.0671(2) -0.18349(16) 0.36557(18) 0.0393(11) Uani 1 1 d . . . C10 C 0.3498(2) -0.10940(17) 0.35919(19) 0.0437(11) Uani 1 1 d . . . O12 O 0.4343(2) -0.09260(16) 0.19335(18) 0.1071(18) Uani 1 1 d . . . C25 C 0.0567(2) -0.23170(17) 0.3962(2) 0.0455(11) Uani 1 1 d . . . C17 C 0.4063(2) -0.23752(17) 0.3956(2) 0.0481(12) Uani 1 1 d . . . C34 C -0.0437(2) 0.1322(2) 0.0315(2) 0.0582(14) Uani 1 1 d . . . C28 C 0.2432(2) 0.08689(16) 0.46956(19) 0.0505(13) Uani 1 1 d . . . C35 C -0.0919(3) 0.1149(3) 0.0660(3) 0.091(2) Uani 1 1 d . . . H35A H -0.0925 0.1154 0.1072 0.110 Uiso 1 1 calc R . . O8 O 0.29888(15) -0.07314(12) 0.43805(13) 0.0529(9) Uani 1 1 d . . . O7 O 0.29555(19) -0.03710(13) 0.35111(15) 0.0745(12) Uani 1 1 d . . . C16 C 0.3127(2) -0.07030(16) 0.3851(2) 0.0442(11) Uani 1 1 d . . . C29 C 0.2470(3) 0.1302(2) 0.4360(3) 0.086(2) Uani 1 1 d . . . H29A H 0.2487 0.1300 0.3949 0.104 Uiso 1 1 calc R . . C30 C 0.2481(4) 0.1727(2) 0.4680(3) 0.120(3) Uani 1 1 d . . . H30A H 0.2488 0.2024 0.4480 0.144 Uiso 1 1 calc R . . C36 C -0.1380(3) 0.0969(3) 0.0312(3) 0.110(3) Uani 1 1 d . . . H36A H -0.1702 0.0844 0.0506 0.133 Uiso 1 1 calc R . . C31A C 0.5893(11) 0.1606(11) 0.0291(12) 0.092(9) Uani 0.417(13) 1 d P . 1 C32A C 0.6394(8) 0.1449(7) 0.0641(8) 0.093(6) Uiso 0.417(13) 1 d P . 1 H32A H 0.6404 0.1464 0.1052 0.112 Uiso 0.417(13) 1 calc PR . 1 C33A C 0.6848(9) 0.1276(9) 0.0306(8) 0.128(9) Uiso 0.417(13) 1 d P . 1 H33A H 0.7171 0.1153 0.0501 0.154 Uiso 0.417(13) 1 calc PR . 1 C31B C 0.5776(6) 0.1318(6) 0.0309(7) 0.064(4) Uani 0.583(13) 1 d P . 2 C32B C 0.6222(5) 0.1103(5) 0.0637(5) 0.087(4) Uiso 0.583(13) 1 d P . 2 H32B H 0.6217 0.1105 0.1049 0.104 Uiso 0.583(13) 1 calc PR . 2 C33B C 0.6689(6) 0.0881(6) 0.0313(5) 0.112(5) Uiso 0.583(13) 1 d P . 2 H33B H 0.6993 0.0736 0.0518 0.135 Uiso 0.583(13) 1 calc PR . 2 C37 C 0.2313(4) -0.2477(4) 0.5000 0.086(3) Uani 1 2 d S . . N7 N 0.2313(4) -0.2171(3) 0.5501(5) 0.073(3) Uani 0.50 1 d P . . C39 C 0.2334(5) -0.1672(5) 0.5441(6) 0.080(4) Uani 0.50 1 d P . . H39A H 0.2361 -0.1487 0.5786 0.096 Uiso 0.50 1 calc PR . . C38 C 0.2307(5) -0.2376(5) 0.6107(7) 0.094(5) Uani 0.50 1 d P . . H38A H 0.2277 -0.2726 0.6087 0.141 Uiso 0.50 1 calc PR . . H38B H 0.1982 -0.2247 0.6321 0.141 Uiso 0.50 1 calc PR . . H38C H 0.2657 -0.2288 0.6308 0.141 Uiso 0.50 1 calc PR . . 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 0.0442(4) 0.0316(4) 0.0181(3) 0.000 0.000 0.0007(3) Zn2 0.0563(4) 0.0280(3) 0.0195(2) 0.0043(2) 0.0014(2) 0.0004(2) Zn3 0.0480(4) 0.0343(4) 0.0200(3) 0.000 0.000 -0.0042(3) Zn4 0.0445(4) 0.0270(4) 0.0196(3) 0.000 0.000 0.0003(3) Zn5 0.0508(4) 0.0467(3) 0.0243(3) -0.0007(2) 0.0091(2) -0.0125(3) Zn6 0.0495(3) 0.0421(3) 0.0241(3) -0.0004(2) -0.0090(2) 0.0090(2) N2 0.053(2) 0.0276(18) 0.0185(16) 0.0038(15) 0.0018(15) -0.0014(16) O2 0.066(2) 0.047(2) 0.0312(17) 0.0167(15) 0.0041(15) 0.0010(16) N4 0.033(3) 0.053(3) 0.029(3) 0.000 0.000 0.014(2) O4 0.062(2) 0.086(3) 0.0308(17) 0.0131(17) 0.0051(16) -0.0235(19) N1 0.031(3) 0.033(3) 0.022(2) 0.000 0.000 0.001(2) O18 0.070(2) 0.052(2) 0.0364(17) 0.0053(15) -0.0264(16) -0.0210(17) N6 0.044(3) 0.038(3) 0.032(3) 0.000 0.000 -0.006(2) C5 0.046(3) 0.041(3) 0.029(2) 0.009(2) -0.005(2) -0.005(2) O5 0.067(2) 0.091(3) 0.0262(16) 0.0136(17) -0.0086(16) 0.026(2) O11 0.110(3) 0.086(3) 0.040(2) 0.003(2) 0.034(2) 0.032(3) O10 0.112(3) 0.047(2) 0.092(3) 0.020(2) 0.054(3) 0.035(2) O17 0.091(3) 0.044(2) 0.054(2) 0.0078(17) -0.027(2) -0.0292(19) C11 0.061(3) 0.038(2) 0.032(2) 0.002(2) 0.020(2) 0.013(2) O13 0.121(3) 0.047(2) 0.0357(18) 0.0145(16) -0.027(2) -0.028(2) O19 0.121(5) 0.034(3) 0.043(3) 0.000 0.000 -0.004(3) O15 0.116(4) 0.089(3) 0.040(2) 0.012(2) -0.041(2) -0.036(3) O6 0.038(2) 0.095(3) 0.067(2) 0.030(2) 0.0030(18) -0.0002(19) O14 0.112(3) 0.050(2) 0.101(3) 0.020(2) -0.059(3) -0.039(2) O3 0.045(2) 0.108(3) 0.070(3) 0.037(2) -0.0023(19) -0.007(2) N5 0.043(2) 0.050(2) 0.0298(19) 0.0031(18) 0.0069(17) -0.0104(18) C2 0.048(3) 0.048(3) 0.037(2) 0.011(2) -0.010(2) -0.001(2) O9 0.130(3) 0.051(2) 0.0336(18) 0.0168(16) 0.023(2) 0.038(2) C3 0.051(3) 0.039(3) 0.031(2) 0.008(2) 0.006(2) 0.001(2) C24 0.053(3) 0.037(2) 0.027(2) 0.0029(19) -0.012(2) -0.007(2) C4 0.064(3) 0.039(3) 0.024(2) 0.013(2) 0.004(2) 0.000(2) C23 0.047(3) 0.039(2) 0.031(2) -0.0002(19) -0.010(2) -0.012(2) C9 0.064(3) 0.037(3) 0.035(2) 0.005(2) -0.010(2) -0.002(2) C20 0.061(3) 0.045(3) 0.037(2) -0.003(2) -0.013(2) -0.014(2) C6 0.047(3) 0.044(3) 0.029(2) 0.007(2) 0.005(2) -0.006(2) C8 0.071(4) 0.039(3) 0.034(3) 0.003(2) 0.007(3) -0.010(2) C12 0.075(4) 0.035(2) 0.032(2) 0.007(2) 0.011(2) 0.008(2) C13 0.066(3) 0.045(3) 0.039(3) 0.001(2) 0.020(2) 0.019(2) C15 0.081(4) 0.042(3) 0.040(3) 0.012(2) 0.026(3) 0.014(3) C21 0.069(3) 0.046(3) 0.031(2) 0.007(2) -0.027(2) -0.009(2) C22 0.069(3) 0.041(3) 0.036(2) 0.012(2) -0.012(2) -0.006(2) N3 0.055(3) 0.098(4) 0.028(2) -0.001(2) -0.008(2) 0.033(2) C18 0.075(4) 0.071(4) 0.033(3) 0.007(3) 0.028(3) 0.018(3) C7 0.060(3) 0.050(3) 0.033(2) 0.006(2) 0.002(2) -0.005(2) C1 0.056(3) 0.039(3) 0.024(2) 0.008(2) -0.001(2) -0.002(2) O16 0.179(5) 0.070(3) 0.042(2) 0.025(2) -0.043(3) -0.017(3) O1 0.083(3) 0.128(4) 0.046(2) 0.040(2) -0.017(2) -0.008(3) C14 0.072(4) 0.051(3) 0.033(2) 0.011(2) 0.030(2) 0.020(3) C27 0.052(3) 0.030(2) 0.037(2) -0.002(2) -0.005(2) -0.007(2) C26 0.070(4) 0.070(4) 0.036(3) 0.000(3) -0.022(3) -0.006(3) C19 0.054(3) 0.032(2) 0.032(2) 0.0016(19) -0.007(2) -0.009(2) C10 0.050(3) 0.042(3) 0.038(2) 0.005(2) 0.017(2) 0.015(2) O12 0.182(5) 0.077(3) 0.062(3) 0.033(2) 0.063(3) 0.038(3) C25 0.055(3) 0.037(3) 0.044(3) -0.007(2) 0.005(2) -0.010(2) C17 0.069(3) 0.041(3) 0.034(2) -0.002(2) -0.001(2) 0.017(2) C34 0.044(3) 0.077(4) 0.053(3) 0.000(3) -0.003(2) -0.014(3) C28 0.096(4) 0.026(2) 0.030(2) -0.0003(19) -0.002(2) -0.003(2) C35 0.078(5) 0.118(6) 0.079(4) -0.001(4) 0.027(4) -0.038(4) O8 0.068(2) 0.056(2) 0.0346(17) 0.0032(15) 0.0164(16) 0.0233(18) O7 0.118(3) 0.055(2) 0.050(2) 0.0151(18) 0.024(2) 0.049(2) C16 0.057(3) 0.037(2) 0.038(2) -0.002(2) 0.013(2) 0.014(2) C29 0.186(7) 0.033(3) 0.041(3) 0.009(3) 0.000(4) -0.004(4) C30 0.273(10) 0.029(3) 0.058(4) 0.008(3) 0.001(5) -0.011(4) C36 0.059(4) 0.168(8) 0.104(5) -0.006(5) 0.014(3) -0.039(4) C31A 0.048(12) 0.17(3) 0.057(10) 0.012(17) 0.013(8) 0.026(16) C31B 0.036(8) 0.123(13) 0.032(5) 0.019(8) -0.005(5) 0.042(8) C37 0.102(8) 0.058(6) 0.098(8) 0.000 0.000 0.005(5) N7 0.095(8) 0.036(5) 0.089(8) 0.021(5) -0.004(6) 0.005(5) C39 0.107(12) 0.058(8) 0.075(9) -0.005(7) 0.000(8) 0.011(7) C38 0.093(11) 0.057(8) 0.133(13) 0.033(9) -0.009(8) 0.000(7) _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 2.019(3) 3 ? Zn1 O13 2.019(3) 8_665 ? Zn1 O4 2.039(3) . ? Zn1 O4 2.039(3) 6 ? Zn1 N4 2.088(5) . ? Zn2 O2 1.952(3) . ? Zn2 O7 1.959(3) . ? Zn2 O17 1.977(3) . ? Zn2 N2 2.010(3) . ? Zn3 O9 2.026(3) 3 ? Zn3 O9 2.026(3) 8_665 ? Zn3 O5 2.040(3) . ? Zn3 O5 2.040(3) 6 ? Zn3 N6 2.111(5) . ? Zn4 O18 2.057(3) 6_556 ? Zn4 O18 2.057(3) . ? Zn4 O8 2.070(3) . ? Zn4 O8 2.070(3) 6_556 ? Zn4 O19 2.112(5) . ? Zn4 N1 2.172(5) . ? Zn5 O15 1.886(3) 2 ? Zn5 O10 1.947(4) 3 ? Zn5 O6 1.947(4) . ? Zn5 N5 1.986(4) . ? Zn6 O11 1.880(3) 2_655 ? Zn6 O3 1.937(4) . ? Zn6 O14 1.945(4) 3 ? Zn6 N3 1.972(4) . ? N2 N1 1.332(4) . ? N2 C28 1.386(5) . ? O2 C7 1.256(5) . ? N4 N3 1.348(4) . ? N4 N3 1.348(4) 6 ? O4 C8 1.236(5) . ? N1 N2 1.332(4) 6_556 ? O18 C27 1.216(5) . ? N6 N5 1.342(4) 6 ? N6 N5 1.342(4) . ? C5 C6 1.384(5) . ? C5 C4 1.395(6) . ? C5 C9 1.519(6) . ? O5 C9 1.237(5) . ? O11 C18 1.278(6) . ? O11 Zn6 1.880(3) 2_655 ? O10 C17 1.221(5) . ? O10 Zn5 1.947(4) 3_545 ? O17 C27 1.262(5) . ? C11 C12 1.388(6) . ? C11 C10 1.392(6) . ? C11 H11A 0.9300 . ? O13 C25 1.233(5) . ? O13 Zn1 2.019(3) 3_545 ? O19 C39 1.151(13) . ? O19 C39 1.151(13) 6_556 ? O15 C26 1.278(6) . ? O15 Zn5 1.886(3) 2 ? O6 C9 1.252(6) . ? O14 C25 1.232(5) . ? O14 Zn6 1.945(4) 3_545 ? O3 C8 1.267(6) . ? N5 C34 1.351(6) . ? C2 C3 1.383(5) . ? C2 C1 1.397(6) . ? C2 H2A 0.9300 . ? O9 C17 1.243(5) . ? O9 Zn3 2.026(3) 3_545 ? C3 C4 1.403(6) . ? C3 C8 1.503(6) . ? C24 C23 1.404(6) . ? C24 C19 1.407(6) . ? C24 H24A 0.9300 . ? C4 H4A 0.9300 . ? C23 C22 1.402(5) . ? C23 C27 1.507(6) . ? C20 C21 1.389(6) . ? C20 C19 1.399(6) . ? C20 H20A 0.9300 . ? C6 C1 1.381(6) . ? C6 H6A 0.9300 . ? C12 C13 1.385(6) . ? C12 C17 1.510(6) . ? C13 C14 1.382(6) . ? C13 H13A 0.9300 . ? C15 C14 1.385(6) . ? C15 C10 1.393(6) . ? C15 H15A 0.9300 . ? C21 C22 1.389(6) . ? C21 C26 1.501(6) . ? C22 H22A 0.9300 . ? N3 C31B 1.368(17) . ? N3 C31A 1.41(3) . ? C18 O12 1.215(6) . ? C18 C14 1.516(6) . ? C7 O1 1.218(6) . ? C7 C1 1.521(6) . ? O16 C26 1.220(6) . ? C19 C25 1.507(6) . ? C10 C16 1.490(6) . ? C34 C34 1.421(10) 6 ? C34 C35 1.441(7) . ? C28 C28 1.375(9) 6_556 ? C28 C29 1.409(7) . ? C35 C36 1.413(8) . ? C35 H35A 0.9300 . ? O8 C16 1.241(5) . ? O7 C16 1.252(5) . ? C29 C30 1.366(8) . ? C29 H29A 0.9300 . ? C30 C30 1.447(12) 6_556 ? C30 H30A 0.9300 . ? C36 C36 1.411(13) 6 ? C36 H36A 0.9300 . ? C31A C31A 1.32(5) 6 ? C31A C32A 1.47(3) . ? C32A C33A 1.38(2) . ? C32A H32A 0.9300 . ? C33A C33A 1.38(4) 6 ? C33A H33A 0.9300 . ? C31B C31B 1.40(3) 6 ? C31B C32B 1.402(18) . ? C32B C33B 1.440(16) . ? C32B H32B 0.9300 . ? C33B C33B 1.42(2) 6 ? C33B H33B 0.9300 . ? C37 N7 1.408(12) 6_556 ? C37 N7 1.408(12) . ? N7 C39 1.371(15) . ? N7 C38 1.480(16) . ? C39 C39 1.99(3) 6_556 ? C39 H39A 0.9300 . ? C38 H38A 0.9600 . ? C38 H38B 0.9600 . ? C38 H38C 0.9600 . ? 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 O13 79.63(19) 3 8_665 ? O13 Zn1 O4 88.95(15) 3 . ? O13 Zn1 O4 146.64(16) 8_665 . ? O13 Zn1 O4 146.64(16) 3 6 ? O13 Zn1 O4 88.95(15) 8_665 6 ? O4 Zn1 O4 83.59(19) . 6 ? O13 Zn1 N4 110.86(15) 3 . ? O13 Zn1 N4 110.86(15) 8_665 . ? O4 Zn1 N4 102.51(15) . . ? O4 Zn1 N4 102.51(15) 6 . ? O2 Zn2 O7 109.05(14) . . ? O2 Zn2 O17 98.66(14) . . ? O7 Zn2 O17 101.54(19) . . ? O2 Zn2 N2 117.33(14) . . ? O7 Zn2 N2 114.76(15) . . ? O17 Zn2 N2 113.27(14) . . ? O9 Zn3 O9 80.5(2) 3 8_665 ? O9 Zn3 O5 88.25(16) 3 . ? O9 Zn3 O5 146.62(16) 8_665 . ? O9 Zn3 O5 146.62(16) 3 6 ? O9 Zn3 O5 88.25(16) 8_665 6 ? O5 Zn3 O5 84.16(19) . 6 ? O9 Zn3 N6 111.16(15) 3 . ? O9 Zn3 N6 111.16(15) 8_665 . ? O5 Zn3 N6 102.22(15) . . ? O5 Zn3 N6 102.22(15) 6 . ? O18 Zn4 O18 86.68(19) 6_556 . ? O18 Zn4 O8 174.73(14) 6_556 . ? O18 Zn4 O8 93.88(15) . . ? O18 Zn4 O8 93.88(15) 6_556 6_556 ? O18 Zn4 O8 174.73(14) . 6_556 ? O8 Zn4 O8 85.09(19) . 6_556 ? O18 Zn4 O19 87.49(15) 6_556 . ? O18 Zn4 O19 87.49(15) . . ? O8 Zn4 O19 87.30(15) . . ? O8 Zn4 O19 87.30(15) 6_556 . ? O18 Zn4 N1 93.45(12) 6_556 . ? O18 Zn4 N1 93.45(12) . . ? O8 Zn4 N1 91.75(12) . . ? O8 Zn4 N1 91.75(12) 6_556 . ? O19 Zn4 N1 178.71(19) . . ? O15 Zn5 O10 98.17(16) 2 3 ? O15 Zn5 O6 110.24(18) 2 . ? O10 Zn5 O6 103.89(18) 3 . ? O15 Zn5 N5 121.04(17) 2 . ? O10 Zn5 N5 105.67(17) 3 . ? O6 Zn5 N5 114.76(16) . . ? O11 Zn6 O3 110.85(18) 2_655 . ? O11 Zn6 O14 97.05(16) 2_655 3 ? O3 Zn6 O14 104.04(19) . 3 ? O11 Zn6 N3 121.34(18) 2_655 . ? O3 Zn6 N3 114.45(19) . . ? O14 Zn6 N3 105.81(19) 3 . ? N1 N2 C28 108.1(3) . . ? N1 N2 Zn2 122.3(3) . . ? C28 N2 Zn2 129.6(3) . . ? C7 O2 Zn2 115.0(3) . . ? N3 N4 N3 110.1(5) . 6 ? N3 N4 Zn1 124.9(2) . . ? N3 N4 Zn1 124.9(2) 6 . ? C8 O4 Zn1 143.4(3) . . ? N2 N1 N2 110.0(4) 6_556 . ? N2 N1 Zn4 125.0(2) 6_556 . ? N2 N1 Zn4 125.0(2) . . ? C27 O18 Zn4 151.2(3) . . ? N5 N6 N5 111.4(5) 6 . ? N5 N6 Zn3 124.3(2) 6 . ? N5 N6 Zn3 124.3(2) . . ? C6 C5 C4 119.8(4) . . ? C6 C5 C9 120.8(4) . . ? C4 C5 C9 119.4(4) . . ? C9 O5 Zn3 143.9(3) . . ? C18 O11 Zn6 123.9(3) . 2_655 ? C17 O10 Zn5 138.5(4) . 3_545 ? C27 O17 Zn2 121.9(3) . . ? C12 C11 C10 121.2(4) . . ? C12 C11 H11A 119.4 . . ? C10 C11 H11A 119.4 . . ? C25 O13 Zn1 132.3(3) . 3_545 ? C39 O19 C39 120.1(14) . 6_556 ? C39 O19 Zn4 119.9(7) . . ? C39 O19 Zn4 119.9(7) 6_556 . ? C26 O15 Zn5 125.9(4) . 2 ? C9 O6 Zn5 125.7(3) . . ? C25 O14 Zn6 137.9(4) . 3_545 ? C8 O3 Zn6 126.2(3) . . ? N6 N5 C34 107.2(4) . . ? N6 N5 Zn5 119.3(3) . . ? C34 N5 Zn5 133.5(3) . . ? C3 C2 C1 120.8(4) . . ? C3 C2 H2A 119.6 . . ? C1 C2 H2A 119.6 . . ? C17 O9 Zn3 132.2(3) . 3_545 ? C2 C3 C4 119.1(4) . . ? C2 C3 C8 120.8(4) . . ? C4 C3 C8 120.0(4) . . ? C23 C24 C19 119.7(4) . . ? C23 C24 H24A 120.1 . . ? C19 C24 H24A 120.1 . . ? C5 C4 C3 120.1(4) . . ? C5 C4 H4A 120.0 . . ? C3 C4 H4A 120.0 . . ? C22 C23 C24 119.1(4) . . ? C22 C23 C27 121.5(4) . . ? C24 C23 C27 119.4(4) . . ? O5 C9 O6 125.8(5) . . ? O5 C9 C5 117.3(4) . . ? O6 C9 C5 116.9(4) . . ? C21 C20 C19 120.3(4) . . ? C21 C20 H20A 119.9 . . ? C19 C20 H20A 119.9 . . ? C1 C6 C5 120.7(4) . . ? C1 C6 H6A 119.7 . . ? C5 C6 H6A 119.7 . . ? O4 C8 O3 125.8(5) . . ? O4 C8 C3 118.0(5) . . ? O3 C8 C3 116.2(4) . . ? C13 C12 C11 119.2(4) . . ? C13 C12 C17 117.5(4) . . ? C11 C12 C17 123.3(4) . . ? C14 C13 C12 120.3(4) . . ? C14 C13 H13A 119.8 . . ? C12 C13 H13A 119.8 . . ? C14 C15 C10 120.3(4) . . ? C14 C15 H15A 119.8 . . ? C10 C15 H15A 119.8 . . ? C20 C21 C22 119.8(4) . . ? C20 C21 C26 120.6(4) . . ? C22 C21 C26 119.5(4) . . ? C21 C22 C23 121.1(4) . . ? C21 C22 H22A 119.5 . . ? C23 C22 H22A 119.5 . . ? N4 N3 C31B 106.8(7) . . ? N4 N3 C31A 103.8(11) . . ? C31B N3 C31A 34.8(12) . . ? N4 N3 Zn6 119.0(3) . . ? C31B N3 Zn6 132.4(7) . . ? C31A N3 Zn6 131.9(12) . . ? O12 C18 O11 123.8(4) . . ? O12 C18 C14 122.0(5) . . ? O11 C18 C14 114.1(5) . . ? O1 C7 O2 125.1(5) . . ? O1 C7 C1 119.6(4) . . ? O2 C7 C1 115.2(4) . . ? C6 C1 C2 119.5(4) . . ? C6 C1 C7 121.8(4) . . ? C2 C1 C7 118.7(4) . . ? C13 C14 C15 120.2(4) . . ? C13 C14 C18 119.7(4) . . ? C15 C14 C18 120.0(4) . . ? O18 C27 O17 124.5(4) . . ? O18 C27 C23 118.5(4) . . ? O17 C27 C23 117.0(4) . . ? O16 C26 O15 124.7(5) . . ? O16 C26 C21 121.7(5) . . ? O15 C26 C21 113.5(5) . . ? C20 C19 C24 120.0(4) . . ? C20 C19 C25 118.5(4) . . ? C24 C19 C25 121.5(4) . . ? C11 C10 C15 118.6(4) . . ? C11 C10 C16 121.3(4) . . ? C15 C10 C16 120.0(4) . . ? O14 C25 O13 126.4(5) . . ? O14 C25 C19 115.5(4) . . ? O13 C25 C19 118.1(4) . . ? O10 C17 O9 125.7(4) . . ? O10 C17 C12 117.3(4) . . ? O9 C17 C12 117.1(4) . . ? N5 C34 C34 107.1(3) . 6 ? N5 C34 C35 130.0(5) . . ? C34 C34 C35 122.8(3) 6 . ? C28 C28 N2 106.9(2) 6_556 . ? C28 C28 C29 122.6(3) 6_556 . ? N2 C28 C29 130.5(4) . . ? C36 C35 C34 113.4(6) . . ? C36 C35 H35A 123.3 . . ? C34 C35 H35A 123.3 . . ? C16 O8 Zn4 146.9(3) . . ? C16 O7 Zn2 125.2(3) . . ? O8 C16 O7 123.7(4) . . ? O8 C16 C10 118.8(4) . . ? O7 C16 C10 117.5(4) . . ? C30 C29 C28 115.4(5) . . ? C30 C29 H29A 122.3 . . ? C28 C29 H29A 122.3 . . ? C29 C30 C30 121.9(4) . 6_556 ? C29 C30 H30A 119.0 . . ? C30 C30 H30A 119.0 6_556 . ? C36 C36 C35 123.8(4) 6 . ? C36 C36 H36A 118.1 6 . ? C35 C36 H36A 118.1 . . ? C31A C31A N3 108.5(11) 6 . ? C31A C31A C32A 122.5(13) 6 . ? N3 C31A C32A 125(2) . . ? C33A C32A C31A 114.1(19) . . ? C33A C32A H32A 122.9 . . ? C31A C32A H32A 123.0 . . ? C32A C33A C33A 123.3(12) . 6 ? C32A C33A H33A 118.4 . . ? C33A C33A H33A 118.4 6 . ? N3 C31B C31B 107.3(6) . 6 ? N3 C31B C32B 130.4(13) . . ? C31B C31B C32B 122.0(9) 6 . ? C31B C32B C33B 117.5(12) . . ? C31B C32B H32B 121.2 . . ? C33B C32B H32B 121.2 . . ? C33B C33B C32B 120.5(7) 6 . ? C33B C33B H33B 119.7 6 . ? C32B C33B H33B 119.7 . . ? N7 C37 N7 107.1(10) 6_556 . ? C39 N7 C37 120.8(10) . . ? C39 N7 C38 117.9(11) . . ? C37 N7 C38 121.3(9) . . ? O19 C39 N7 125.4(13) . . ? O19 C39 C39 29.9(7) . 6_556 ? N7 C39 C39 95.6(8) . 6_556 ? O19 C39 H39A 117.3 . . ? N7 C39 H39A 117.3 . . ? C39 C39 H39A 146.9 6_556 . ? N7 C38 H38A 109.5 . . ? N7 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? N7 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.639 _refine_diff_density_min -0.597 _refine_diff_density_rms 0.108 #end data_2 _database_code_depnum_ccdc_archive 'CCDC 837716' #TrackingRef '- compounds-revised.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H22 N4 O13 Zn3' _chemical_formula_weight 818.67 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 Tetragonal _symmetry_space_group_name_H-M I4/m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x, z' '-x, -y, z' 'y, -x, z' 'x+1/2, y+1/2, z+1/2' '-y+1/2, x+1/2, z+1/2' '-x+1/2, -y+1/2, z+1/2' 'y+1/2, -x+1/2, z+1/2' '-x, -y, -z' 'y, -x, -z' 'x, y, -z' '-y, x, -z' '-x+1/2, -y+1/2, -z+1/2' 'y+1/2, -x+1/2, -z+1/2' 'x+1/2, y+1/2, -z+1/2' '-y+1/2, x+1/2, -z+1/2' _cell_length_a 22.000(10) _cell_length_b 22.000(10) _cell_length_c 23.000(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 11132(9) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 432 _cell_measurement_theta_min 2.03 _cell_measurement_theta_max 23.6 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max .26 _exptl_crystal_size_mid .15 _exptl_crystal_size_min .12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 0.977 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3295 _exptl_absorpt_coefficient_mu 1.324 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details none _exptl_special_details ; loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.000 0.000 -0.015 2777.6 187.3 2 -0.500 0.500 0.000 2777.6 187.3 _platon_squeeze_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 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean none _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 6807 _diffrn_reflns_av_R_equivalents 0.0384 _diffrn_reflns_av_sigmaI/netI 0.0726 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_theta_min 2.25 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4831 _reflns_number_gt 3346 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0721P)^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 none _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4831 _refine_ls_number_parameters 240 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0739 _refine_ls_R_factor_gt 0.0543 _refine_ls_wR_factor_ref 0.1564 _refine_ls_wR_factor_gt 0.1435 _refine_ls_goodness_of_fit_ref 0.993 _refine_ls_restrained_S_all 0.992 _refine_ls_shift/su_max 0.047 _refine_ls_shift/su_mean 0.003 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 0.16522(2) 0.31450(2) 0.127140(18) 0.0431(2) Uani 1 1 d . . . Zn2 Zn 0.11547(3) 0.22106(4) 0.0000 0.0532(3) Uani 1 2 d S . . O2A O 0.2109(6) 0.2364(8) 0.1284(8) 0.085(5) Uani 0.50 1 d P . . O2B O 0.1821(6) 0.2298(8) 0.1418(6) 0.071(4) Uani 0.50 1 d P . . N2 N 0.1670(2) 0.3159(2) 0.0000 0.0472(13) Uani 1 2 d S . . O5 O 0.3098(2) -0.07668(17) 0.13595(17) 0.0905(14) Uani 1 1 d . . . O6 O 0.24908(16) -0.05017(14) 0.06124(12) 0.0612(9) Uani 1 1 d . . . N1 N 0.18653(19) 0.34617(19) 0.04788(15) 0.0634(12) Uani 1 1 d . . . O1 O 0.17098(16) 0.17591(15) 0.05987(12) 0.0644(10) Uani 1 1 d . . . O3 O 0.29593(16) 0.14877(17) 0.30607(13) 0.0704(10) Uani 1 1 d . . . O4 O 0.3514(2) 0.0619(2) 0.30105(16) 0.1107(17) Uani 1 1 d . . . O2W O 0.0624(3) 0.1327(3) 0.0000 0.126(3) Uani 1 2 d S . . C5 C 0.3136(2) 0.0991(2) 0.28062(19) 0.0591(13) Uani 1 1 d . . . C8 C 0.2750(2) -0.0395(2) 0.10840(17) 0.0461(10) Uani 1 1 d . . . C4 C 0.2856(2) 0.0898(2) 0.22065(17) 0.0503(11) Uani 1 1 d . . . C6 C 0.2925(2) 0.0329(2) 0.19257(16) 0.0503(11) Uani 1 1 d . . . H6A H 0.3137 0.0018 0.2110 0.060 Uiso 1 1 calc R . . C7 C 0.2672(2) 0.0231(2) 0.13623(16) 0.0453(11) Uani 1 1 d . . . C2 C 0.2286(2) 0.1288(2) 0.13625(17) 0.0465(11) Uani 1 1 d . . . C9 C 0.23542(19) 0.07066(19) 0.10896(17) 0.0472(11) Uani 1 1 d . . . H9A H 0.2185 0.0642 0.0724 0.057 Uiso 1 1 calc R . . C3 C 0.2543(2) 0.1368(2) 0.19236(17) 0.0538(12) Uani 1 1 d . . . H3A H 0.2502 0.1742 0.2108 0.065 Uiso 1 1 calc R . . C10 C 0.2181(3) 0.3971(3) 0.0306(2) 0.090(2) Uani 1 1 d D . . C1 C 0.1958(2) 0.1829(2) 0.10716(19) 0.0550(12) Uani 1 1 d . . . C11A C 0.273(3) 0.409(5) 0.061(4) 0.17(4) Uiso 0.125(18) 1 d PD . 1 H11A H 0.2750 0.4030 0.1012 0.202 Uiso 0.125(18) 1 calc PR . 1 C12A C 0.3224(17) 0.429(5) 0.034(4) 0.19(5) Uiso 0.125(18) 1 d PD . 1 H12A H 0.3561 0.4421 0.0543 0.234 Uiso 0.125(18) 1 calc PR . 1 C11B C 0.2479(6) 0.4448(6) 0.0630(3) 0.125(5) Uani 0.875(18) 1 d P . 2 H11B H 0.2456 0.4468 0.1033 0.150 Uiso 0.875(18) 1 calc PR . 2 C12B C 0.2796(7) 0.4870(6) 0.0315(3) 0.183(8) Uani 0.875(18) 1 d P . 2 H12Q H 0.3018 0.5165 0.0512 0.219 Uiso 0.875(18) 1 calc PR . 2 N3 N 0.5000 0.0000 0.3756(3) 0.112(3) Uani 1 2 d S . . C14 C 0.4506(5) 0.0276(5) 0.4139(4) 0.189(5) Uani 1 1 d . . . H14A H 0.4185 0.0431 0.3899 0.284 Uiso 1 1 calc R . . H14B H 0.4676 0.0602 0.4365 0.284 Uiso 1 1 calc R . . H14C H 0.4348 -0.0030 0.4395 0.284 Uiso 1 1 calc R . . C13 C 0.5253(5) 0.0504(4) 0.3387(5) 0.186(5) Uani 1 1 d . . . H13A H 0.5579 0.0350 0.3152 0.279 Uiso 1 1 calc R . . H13B H 0.5403 0.0823 0.3633 0.279 Uiso 1 1 calc R . . H13C H 0.4938 0.0662 0.3140 0.279 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0517(4) 0.0532(4) 0.0242(3) -0.0054(2) -0.0057(2) 0.0032(2) Zn2 0.0527(5) 0.0866(6) 0.0203(3) 0.000 0.000 0.0250(4) O2A 0.102(11) 0.057(6) 0.096(12) -0.019(7) -0.036(8) 0.025(8) O2B 0.106(11) 0.060(6) 0.046(5) -0.012(4) -0.019(7) 0.032(8) N2 0.050(3) 0.065(4) 0.027(2) 0.000 0.000 -0.001(2) O5 0.134(4) 0.057(2) 0.081(2) -0.016(2) -0.045(3) 0.033(2) O6 0.097(3) 0.0490(19) 0.0374(15) -0.0089(15) -0.0105(17) 0.0010(17) N1 0.080(3) 0.080(3) 0.0300(18) 0.001(2) -0.0034(19) -0.022(2) O1 0.092(3) 0.067(2) 0.0345(15) -0.0029(16) -0.0196(17) 0.0234(18) O3 0.085(3) 0.087(3) 0.0395(17) -0.0248(18) -0.0229(17) 0.0082(19) O4 0.158(4) 0.102(3) 0.071(2) -0.025(2) -0.072(3) 0.037(3) O2W 0.143(6) 0.108(5) 0.126(6) 0.000 0.000 -0.036(4) C5 0.080(4) 0.060(3) 0.037(2) -0.001(2) -0.019(3) -0.008(3) C8 0.056(3) 0.049(3) 0.033(2) 0.000(2) -0.003(2) -0.009(2) C4 0.061(3) 0.056(3) 0.033(2) -0.011(2) -0.019(2) 0.003(2) C6 0.064(3) 0.056(3) 0.032(2) -0.001(2) -0.013(2) -0.002(2) C7 0.061(3) 0.050(3) 0.0249(17) -0.0046(19) -0.0068(19) 0.008(2) C2 0.061(3) 0.046(3) 0.0319(19) -0.0017(19) -0.009(2) 0.003(2) C9 0.061(3) 0.053(3) 0.0275(19) -0.009(2) -0.012(2) 0.002(2) C3 0.066(3) 0.057(3) 0.038(2) -0.014(2) -0.011(2) 0.001(2) C10 0.121(5) 0.104(5) 0.046(3) 0.002(3) -0.006(3) -0.053(4) C1 0.069(3) 0.052(3) 0.044(2) -0.010(2) -0.011(2) 0.011(2) C11B 0.203(12) 0.120(9) 0.052(4) -0.018(5) 0.007(5) -0.107(9) C12B 0.303(18) 0.168(12) 0.077(5) -0.010(7) -0.010(8) -0.146(13) N3 0.159(9) 0.089(6) 0.087(5) 0.000 0.000 0.035(6) C14 0.223(12) 0.223(12) 0.122(7) -0.049(7) -0.022(8) 0.111(9) C13 0.278(14) 0.118(8) 0.163(9) 0.062(7) 0.005(9) -0.008(8) _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 O2B 1.930(17) . ? Zn1 O3 1.935(3) 13 ? Zn1 O5 1.961(4) 2 ? Zn1 O2A 1.991(17) . ? Zn1 N1 2.007(4) . ? Zn2 O1 2.092(3) 11 ? Zn2 O1 2.092(3) . ? Zn2 O6 2.104(3) 12 ? Zn2 O6 2.104(3) 2 ? Zn2 O2W 2.268(7) . ? Zn2 N2 2.374(5) . ? O2A O2B 0.722(19) . ? O2A C1 1.316(18) . ? O2B C1 1.339(16) . ? N2 N1 1.357(4) . ? N2 N1 1.357(4) 11 ? O5 C8 1.285(5) . ? O5 Zn1 1.961(4) 4 ? O6 C8 1.248(5) . ? O6 Zn2 2.104(3) 10 ? N1 C10 1.377(6) . ? O1 C1 1.227(5) . ? O3 C5 1.298(6) . ? O3 Zn1 1.935(3) 13 ? O4 C5 1.259(6) . ? C5 C4 1.524(6) . ? C8 C7 1.530(6) . ? C4 C3 1.403(6) . ? C4 C6 1.416(6) . ? C6 C7 1.427(5) . ? C6 H6A 0.9300 . ? C7 C9 1.405(6) . ? C2 C3 1.420(5) . ? C2 C9 1.432(6) . ? C2 C1 1.545(6) . ? C9 H9A 0.9300 . ? C3 H3A 0.9300 . ? C10 C10 1.408(10) 11 ? C10 C11A 1.43(2) . ? C10 C11B 1.444(8) . ? C11A C12A 1.32(10) . ? C11A H11A 0.9300 . ? C12A C12A 1.55(18) 11 ? C12A H12A 0.9300 . ? C11B C12B 1.368(10) . ? C11B H11B 0.9300 . ? C12B C12B 1.451(16) 11 ? C12B H12Q 0.9300 . ? N3 C13 1.503(9) 3_655 ? N3 C13 1.503(9) . ? N3 C14 1.525(9) 3_655 ? N3 C14 1.525(9) . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? 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 O2B Zn1 O3 100.3(5) . 13 ? O2B Zn1 O5 97.0(4) . 2 ? O3 Zn1 O5 112.27(15) 13 2 ? O2B Zn1 O2A 21.1(6) . . ? O3 Zn1 O2A 97.2(5) 13 . ? O5 Zn1 O2A 117.0(5) 2 . ? O2B Zn1 N1 116.7(4) . . ? O3 Zn1 N1 118.23(16) 13 . ? O5 Zn1 N1 110.14(18) 2 . ? O2A Zn1 N1 101.2(5) . . ? O1 Zn2 O1 82.35(17) 11 . ? O1 Zn2 O6 95.57(13) 11 12 ? O1 Zn2 O6 168.10(15) . 12 ? O1 Zn2 O6 168.10(15) 11 2 ? O1 Zn2 O6 95.57(13) . 2 ? O6 Zn2 O6 84.04(18) 12 2 ? O1 Zn2 O2W 83.86(18) 11 . ? O1 Zn2 O2W 83.86(18) . . ? O6 Zn2 O2W 84.26(18) 12 . ? O6 Zn2 O2W 84.26(18) 2 . ? O1 Zn2 N2 97.97(14) 11 . ? O1 Zn2 N2 97.97(14) . . ? O6 Zn2 N2 93.93(14) 12 . ? O6 Zn2 N2 93.93(14) 2 . ? O2W Zn2 N2 177.5(2) . . ? O2B O2A C1 76(3) . . ? O2B O2A Zn1 75(2) . . ? C1 O2A Zn1 129.6(11) . . ? O2A O2B C1 73(2) . . ? O2A O2B Zn1 84(3) . . ? C1 O2B Zn1 133.1(10) . . ? N1 N2 N1 108.5(5) . 11 ? N1 N2 Zn2 125.6(2) . . ? N1 N2 Zn2 125.6(2) 11 . ? C8 O5 Zn1 127.7(3) . 4 ? C8 O6 Zn2 147.5(3) . 10 ? N2 N1 C10 109.0(4) . . ? N2 N1 Zn1 119.5(3) . . ? C10 N1 Zn1 131.5(3) . . ? C1 O1 Zn2 141.6(3) . . ? C5 O3 Zn1 125.2(3) . 13 ? O4 C5 O3 125.3(4) . . ? O4 C5 C4 121.1(5) . . ? O3 C5 C4 113.6(4) . . ? O6 C8 O5 125.6(4) . . ? O6 C8 C7 118.7(4) . . ? O5 C8 C7 115.7(4) . . ? C3 C4 C6 119.5(4) . . ? C3 C4 C5 121.2(4) . . ? C6 C4 C5 119.3(4) . . ? C4 C6 C7 120.4(4) . . ? C4 C6 H6A 119.8 . . ? C7 C6 H6A 119.8 . . ? C9 C7 C6 119.2(4) . . ? C9 C7 C8 122.7(3) . . ? C6 C7 C8 118.2(4) . . ? C3 C2 C9 117.8(4) . . ? C3 C2 C1 118.9(4) . . ? C9 C2 C1 123.2(3) . . ? C7 C9 C2 121.4(4) . . ? C7 C9 H9A 119.3 . . ? C2 C9 H9A 119.3 . . ? C4 C3 C2 121.7(4) . . ? C4 C3 H3A 119.1 . . ? C2 C3 H3A 119.1 . . ? N1 C10 C10 106.8(3) . 11 ? N1 C10 C11A 116(4) . . ? C10 C10 C11A 119(4) 11 . ? N1 C10 C11B 132.2(5) . . ? C10 C10 C11B 121.1(4) 11 . ? C11A C10 C11B 39(4) . . ? O1 C1 O2A 123.6(9) . . ? O1 C1 O2B 121.7(8) . . ? O2A C1 O2B 31.5(8) . . ? O1 C1 C2 119.7(4) . . ? O2A C1 C2 114.2(8) . . ? O2B C1 C2 116.2(8) . . ? C10 C11A C12A 121(8) . . ? C10 C11A H11A 119.3 . . ? C12A C11A H11A 119.5 . . ? C11A C12A C12A 119(4) . 11 ? C11A C12A H12A 120.5 . . ? C12A C12A H12A 120.8 11 . ? C12B C11B C10 116.8(6) . . ? C12B C11B H11B 121.6 . . ? C10 C11B H11B 121.6 . . ? C11B C12B C12B 121.9(4) . 11 ? C11B C12B H12Q 119.0 . . ? C12B C12B H12Q 119.0 11 . ? C13 N3 C13 111.3(10) 3_655 . ? C13 N3 C14 107.2(6) 3_655 3_655 ? C13 N3 C14 110.9(6) . 3_655 ? C13 N3 C14 110.9(6) 3_655 . ? C13 N3 C14 107.2(6) . . ? C14 N3 C14 109.4(9) 3_655 . ? N3 C14 H14A 109.5 . . ? N3 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? N3 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? N3 C13 H13A 109.5 . . ? N3 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? N3 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.959 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.959 _refine_diff_density_max 0.689 _refine_diff_density_min -0.660 _refine_diff_density_rms 0.075 #end data_3 _database_code_depnum_ccdc_archive 'CCDC 837717' #TrackingRef '- compounds-revised.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H20 N4 O13 Zn3' _chemical_formula_weight 768.55 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 Tetragonal _symmetry_space_group_name_H-M I4/m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' '-y, x, z' 'y, -x, z' 'x+1/2, y+1/2, z+1/2' '-x+1/2, -y+1/2, z+1/2' '-y+1/2, x+1/2, z+1/2' 'y+1/2, -x+1/2, z+1/2' '-x, -y, -z' 'x, y, -z' 'y, -x, -z' '-y, x, -z' '-x+1/2, -y+1/2, -z+1/2' 'x+1/2, y+1/2, -z+1/2' 'y+1/2, -x+1/2, -z+1/2' '-y+1/2, x+1/2, -z+1/2' _cell_length_a 21.265(4) _cell_length_b 21.265(4) _cell_length_c 22.666(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 10250(4) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 576 _cell_measurement_theta_min 2.03 _cell_measurement_theta_max 23.2 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max .25 _exptl_crystal_size_mid .11 _exptl_crystal_size_min .10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 0.996 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3088 _exptl_absorpt_coefficient_mu 1.434 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details none _exptl_special_details ; loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.000 0.000 0.000 2591.2 270.0 2 -0.500 0.500 0.500 2591.1 270.0 _platon_squeeze_details The low theta(max) is due to poor quality of the crystal. ; _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 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean none _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 18872 _diffrn_reflns_av_R_equivalents 0.0771 _diffrn_reflns_av_sigmaI/netI 0.0444 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.25 _diffrn_reflns_theta_max 20.09 _reflns_number_total 2485 _reflns_number_gt 1944 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1512P)^2^+32.8513P] 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 none _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2485 _refine_ls_number_parameters 204 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0945 _refine_ls_R_factor_gt 0.0781 _refine_ls_wR_factor_ref 0.2374 _refine_ls_wR_factor_gt 0.2141 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.060 _refine_ls_shift/su_max 0.014 _refine_ls_shift/su_mean 0.001 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 0.68447(5) 0.16891(5) 0.37322(4) 0.0638(6) Uani 1 1 d . . . Zn2 Zn 0.77130(8) 0.12035(7) 0.5000 0.0744(7) Uani 1 2 d S . . O5 O 0.4470(3) 0.2508(4) 0.0618(3) 0.085(2) Uani 1 1 d . . . N2 N 0.6802(5) 0.1662(5) 0.5000 0.067(3) Uani 1 2 d S . . O1 O 0.6522(4) 0.2060(4) 0.3045(3) 0.106(2) Uani 1 1 d . . . O4 O 0.6739(3) 0.3320(4) 0.0592(3) 0.098(2) Uani 1 1 d . . . O3 O 0.7350(4) 0.2892(5) 0.1245(4) 0.129(3) Uani 1 1 d . . . O6 O 0.4178(4) 0.2002(5) 0.1425(4) 0.125(3) Uani 1 1 d . . . C4 C 0.5705(4) 0.2663(4) 0.1078(4) 0.068(3) Uani 1 1 d . . . H4A H 0.5636 0.2835 0.0706 0.082 Uiso 1 1 calc R . . C5 C 0.5217(5) 0.2365(5) 0.1385(4) 0.079(3) Uani 1 1 d . . . C1 C 0.5895(5) 0.2197(5) 0.2230(4) 0.077(3) Uani 1 1 d . . . C3 C 0.6286(5) 0.2697(5) 0.1337(4) 0.069(3) Uani 1 1 d . . . C2 C 0.6371(5) 0.2486(5) 0.1911(4) 0.076(3) Uani 1 1 d . . . H2A H 0.6761 0.2541 0.2089 0.091 Uiso 1 1 calc R . . N1 N 0.6440(4) 0.1818(3) 0.4519(3) 0.076(2) Uani 1 1 d . . . C10 C 0.5898(6) 0.2026(7) 0.4717(5) 0.126(5) Uani 1 1 d . . . H10A H 0.5564 0.2154 0.4482 0.152 Uiso 1 1 calc R . . C6 C 0.5314(5) 0.2139(5) 0.1970(4) 0.083(3) Uani 1 1 d . . . H6A H 0.4984 0.1952 0.2175 0.099 Uiso 1 1 calc R . . C9 C 0.4583(4) 0.2295(5) 0.1105(5) 0.074(3) Uani 1 1 d . . . O2 O 0.5600(5) 0.1666(6) 0.3095(4) 0.168(5) Uani 1 1 d . . . C7 C 0.5986(7) 0.1956(6) 0.2821(5) 0.097(4) Uani 1 1 d . . . C8 C 0.6816(5) 0.3009(5) 0.1046(5) 0.078(3) Uani 1 1 d . . . O1W O 0.8745(14) 0.0579(11) 0.5000 0.276(12) Uani 1 2 d S . . N3 N 0.5000 0.0000 0.3764(9) 0.193(9) Uani 1 2 d S . . C11 C 0.5293(12) 0.0540(10) 0.4118(10) 0.245(11) Uani 1 1 d . . . H11A H 0.5631 0.0381 0.4355 0.368 Uiso 1 1 calc R . . H11B H 0.4979 0.0725 0.4368 0.368 Uiso 1 1 calc R . . H11C H 0.5453 0.0853 0.3851 0.368 Uiso 1 1 calc R . . C12 C 0.5529(12) -0.0249(17) 0.3383(13) 0.344(19) Uani 1 1 d . . . H10B H 0.5859 -0.0407 0.3630 0.516 Uiso 1 1 calc R . . H10C H 0.5690 0.0084 0.3140 0.516 Uiso 1 1 calc R . . H10D H 0.5374 -0.0582 0.3137 0.516 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0832(9) 0.0793(9) 0.0289(8) 0.0055(5) -0.0064(5) -0.0050(5) Zn2 0.1243(14) 0.0753(11) 0.0237(9) 0.000 0.000 -0.0289(9) O5 0.065(4) 0.152(6) 0.037(4) 0.012(4) -0.006(3) 0.005(4) N2 0.080(7) 0.084(7) 0.036(7) 0.000 0.000 -0.006(6) O1 0.125(6) 0.141(7) 0.052(4) 0.037(4) -0.019(5) -0.001(5) O4 0.078(5) 0.170(7) 0.045(4) 0.025(5) -0.005(3) -0.037(5) O3 0.088(6) 0.152(8) 0.147(8) 0.058(6) -0.014(6) -0.039(5) O6 0.074(5) 0.211(9) 0.090(6) 0.044(6) -0.018(4) -0.031(6) C4 0.074(7) 0.104(7) 0.027(5) 0.006(5) -0.006(5) -0.018(6) C5 0.092(8) 0.107(8) 0.037(6) 0.003(5) -0.009(6) 0.002(6) C1 0.086(7) 0.116(8) 0.029(6) 0.004(5) -0.019(6) 0.010(6) C3 0.083(7) 0.092(7) 0.033(6) 0.003(5) -0.009(5) -0.003(6) C2 0.076(7) 0.104(8) 0.047(6) 0.004(5) -0.021(5) 0.002(6) N1 0.116(7) 0.084(5) 0.029(4) 0.010(4) -0.009(5) 0.007(5) C10 0.106(9) 0.223(15) 0.049(6) -0.015(7) -0.005(6) 0.081(10) C6 0.086(8) 0.122(9) 0.040(6) 0.008(6) 0.000(5) 0.002(6) C9 0.055(6) 0.115(8) 0.051(7) -0.007(6) -0.005(6) -0.007(6) O2 0.129(8) 0.274(13) 0.099(7) 0.097(8) -0.018(6) -0.036(8) C7 0.089(9) 0.133(10) 0.068(9) 0.023(7) -0.014(8) 0.019(8) C8 0.063(7) 0.117(8) 0.054(7) -0.001(6) -0.006(6) -0.015(6) O1W 0.37(3) 0.26(2) 0.20(2) 0.000 0.000 0.07(2) N3 0.20(2) 0.25(3) 0.126(18) 0.000 0.000 -0.04(2) C11 0.30(3) 0.22(2) 0.21(2) -0.051(19) -0.07(2) -0.07(2) C12 0.20(2) 0.48(5) 0.35(4) 0.05(4) 0.16(3) 0.00(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 Zn1 O1 1.877(7) . ? Zn1 O6 1.908(7) 15 ? Zn1 O3 1.931(8) 13_655 ? Zn1 N1 1.998(8) . ? Zn2 O4 2.045(7) 6_655 ? Zn2 O4 2.045(7) 13_655 ? Zn2 O5 2.051(7) 15 ? Zn2 O5 2.051(7) 8 ? Zn2 N2 2.169(11) . ? O5 C9 1.216(11) . ? O5 Zn2 2.051(7) 7_544 ? N2 N1 1.375(9) . ? N2 N1 1.375(9) 10_556 ? O1 C7 1.265(13) . ? O4 C8 1.235(11) . ? O4 Zn2 2.045(7) 13_655 ? O3 C8 1.247(11) . ? O3 Zn1 1.931(8) 13_655 ? O6 C9 1.287(12) . ? O6 Zn1 1.908(7) 16_545 ? C4 C3 1.370(12) . ? C4 C5 1.402(12) . ? C4 H4A 0.9300 . ? C5 C6 1.424(12) . ? C5 C9 1.497(13) . ? C1 C6 1.376(13) . ? C1 C2 1.386(13) . ? C1 C7 1.447(15) . ? C3 C2 1.388(12) . ? C3 C8 1.464(13) . ? C2 H2A 0.9300 . ? N1 C10 1.314(12) . ? C10 C10 1.28(2) 10_556 ? C10 H10A 0.9300 . ? C6 H6A 0.9300 . ? O2 C7 1.200(13) . ? N3 C12 1.51(2) 2_655 ? N3 C12 1.51(2) . ? N3 C11 1.533(19) 2_655 ? N3 C11 1.533(19) . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 H10B 0.9600 . ? C12 H10C 0.9600 . ? C12 H10D 0.9600 . ? 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 Zn1 O6 108.4(4) . 15 ? O1 Zn1 O3 98.8(4) . 13_655 ? O6 Zn1 O3 107.2(4) 15 13_655 ? O1 Zn1 N1 121.7(4) . . ? O6 Zn1 N1 112.0(4) 15 . ? O3 Zn1 N1 107.1(4) 13_655 . ? O4 Zn2 O4 82.0(4) 6_655 13_655 ? O4 Zn2 O5 156.2(3) 6_655 15 ? O4 Zn2 O5 91.1(3) 13_655 15 ? O4 Zn2 O5 91.1(3) 6_655 8 ? O4 Zn2 O5 156.2(3) 13_655 8 ? O5 Zn2 O5 86.2(4) 15 8 ? O4 Zn2 N2 106.6(3) 6_655 . ? O4 Zn2 N2 106.6(3) 13_655 . ? O5 Zn2 N2 97.2(3) 15 . ? O5 Zn2 N2 97.2(3) 8 . ? C9 O5 Zn2 146.8(6) . 7_544 ? N1 N2 N1 105.0(10) . 10_556 ? N1 N2 Zn2 127.4(5) . . ? N1 N2 Zn2 127.4(5) 10_556 . ? C7 O1 Zn1 126.0(8) . . ? C8 O4 Zn2 137.5(7) . 13_655 ? C8 O3 Zn1 136.4(8) . 13_655 ? C9 O6 Zn1 128.8(7) . 16_545 ? C3 C4 C5 118.6(8) . . ? C3 C4 H4A 120.7 . . ? C5 C4 H4A 120.7 . . ? C4 C5 C6 120.5(9) . . ? C4 C5 C9 120.0(9) . . ? C6 C5 C9 119.4(10) . . ? C6 C1 C2 118.1(8) . . ? C6 C1 C7 119.1(11) . . ? C2 C1 C7 122.8(10) . . ? C4 C3 C2 120.1(9) . . ? C4 C3 C8 121.6(9) . . ? C2 C3 C8 118.0(9) . . ? C1 C2 C3 122.5(9) . . ? C1 C2 H2A 118.7 . . ? C3 C2 H2A 118.7 . . ? C10 N1 N2 107.5(8) . . ? C10 N1 Zn1 136.8(7) . . ? N2 N1 Zn1 115.7(6) . . ? C10 C10 N1 110.0(6) 10_556 . ? C10 C10 H10A 125.0 10_556 . ? N1 C10 H10A 125.0 . . ? C1 C6 C5 119.9(10) . . ? C1 C6 H6A 120.0 . . ? C5 C6 H6A 120.0 . . ? O5 C9 O6 124.1(9) . . ? O5 C9 C5 121.7(10) . . ? O6 C9 C5 114.2(9) . . ? O2 C7 O1 120.0(11) . . ? O2 C7 C1 124.6(13) . . ? O1 C7 C1 115.4(12) . . ? O4 C8 O3 121.9(10) . . ? O4 C8 C3 121.2(9) . . ? O3 C8 C3 116.6(10) . . ? C12 N3 C12 110(3) 2_655 . ? C12 N3 C11 105.0(17) 2_655 2_655 ? C12 N3 C11 109.8(16) . 2_655 ? C12 N3 C11 109.8(16) 2_655 . ? C12 N3 C11 105.0(17) . . ? C11 N3 C11 117(2) 2_655 . ? N3 C11 H11A 109.5 . . ? N3 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? N3 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N3 C12 H10B 109.5 . . ? N3 C12 H10C 109.5 . . ? H10B C12 H10C 109.5 . . ? N3 C12 H10D 109.5 . . ? H10B C12 H10D 109.5 . . ? H10C C12 H10D 109.5 . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 20.09 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.841 _refine_diff_density_min -0.530 _refine_diff_density_rms 0.101 #end