# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_publication_text _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _publ_contact_author_name 'Yaming, Zhou' _publ_contact_author_address 'Department of Chemistry, Fudan University, Shanghai, China' _publ_contact_author_email ymzhou@fudan.edu.cn _publ_contact_author_phone ;+86 21 65642649 ; _publ_contact_author_fax '+86 21 65643925' loop_ _publ_author_name _publ_author_address 'Yun Ling' ; Department of Chemistry, Fudan University, Shanghai, China ; 'Feilong Yang' ; Department of Chemistry, Fudan University, Shanghai, China ; 'Zhenxia Chen' ; Department of Chemistry, Fudan University, Shanghai, China ; 'Xiaofeng Liu' ; Department of Chemistry, Fudan University, Shanghai, China ; 'Linhong Weng' ; Department of Chemistry, Fudan University, Shanghai, China ; ; Xiaofeng Liu ; ; Department of Chemistry, Fudan University, Shanghai, China ; 'Yaming Zhou' ; Department of Chemistry, Fudan University, Shanghai, China ; data_1 _database_code_depnum_ccdc_archive 'CCDC 850788' #TrackingRef '1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C39 H40 N10 O15 Zn5' _chemical_formula_weight 1215.66 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 Pnma loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z+1/2' '-x, y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z-1/2' 'x, -y-1/2, z' _cell_length_a 15.508(11) _cell_length_b 19.220(13) _cell_length_c 25.211(17) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 7514(9) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3507 _cell_measurement_theta_min 2.62 _cell_measurement_theta_max 21.2 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.075 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2456 _exptl_absorpt_coefficient_mu 1.621 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.673 _exptl_absorpt_correction_T_max 0.747 _exptl_absorpt_process_details SADABS _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 '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 36894 _diffrn_reflns_av_R_equivalents 0.1384 _diffrn_reflns_av_sigmaI/netI 0.1410 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 1.33 _diffrn_reflns_theta_max 25.20 _reflns_number_total 6992 _reflns_number_gt 3438 _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 '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^)+(0.0827P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6992 _refine_ls_number_parameters 331 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1016 _refine_ls_R_factor_gt 0.0551 _refine_ls_wR_factor_ref 0.1700 _refine_ls_wR_factor_gt 0.1619 _refine_ls_goodness_of_fit_ref 0.892 _refine_ls_restrained_S_all 0.892 _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 0.44628(5) 0.33782(4) 0.72766(3) 0.0334(2) Uani 1 1 d . . . Zn2 Zn 0.47421(6) 0.46432(4) 0.95013(3) 0.0431(3) Uani 1 1 d . . . Zn3 Zn 0.31710(6) 0.2500 0.80419(4) 0.0349(3) Uani 1 2 d S . . N1 N 0.4325(3) 0.3693(3) 0.80332(19) 0.0346(13) Uani 1 1 d . . . N2 N 0.3732(3) 0.3344(3) 0.83405(19) 0.0368(13) Uani 1 1 d . . . N3 N 0.4336(4) 0.4154(3) 0.8834(2) 0.0406(14) Uani 1 1 d . . . N4 N 0.5595(3) 0.2853(3) 0.7189(2) 0.0381(13) Uani 1 1 d . . . N5 N 0.6918(4) 0.2500 0.7020(3) 0.0368(19) Uani 1 2 d S . . N6 N 0.6642(8) 0.2500 0.9014(4) 0.079(3) Uani 1 2 d S . . O1 O 0.4876(3) 0.3793(2) 0.9994(2) 0.0539(13) Uani 1 1 d . . . O2 O 0.5205(4) 0.4336(3) 1.0739(2) 0.0735(18) Uani 1 1 d . . . O3 O 0.6047(3) 0.4602(3) 0.9386(2) 0.0639(15) Uani 1 1 d . . . O4 O 0.6409(3) 0.5163(3) 1.01296(19) 0.0666(16) Uani 1 1 d . . . O5 O 0.8329(6) 0.3890(4) 0.8132(3) 0.137(4) Uani 1 1 d . . . O6 O 0.9608(5) 0.4133(5) 0.8282(3) 0.147(4) Uani 1 1 d . . . O7 O 0.3749(3) 0.2500 0.7337(2) 0.0314(14) Uani 1 2 d S . . H7A H 0.3315 0.2500 0.7102 0.038 Uiso 1 2 d SR . . O8 O 0.7253(7) 0.2500 0.8233(6) 0.133(4) Uani 1 2 d S . . O9 O 1.068(3) 0.2500 0.9332(10) 0.58(3) Uani 1 2 d S . . H9A H 1.0293 0.2500 0.9571 0.692 Uiso 1 2 d SR . . H9B H 1.1180 0.2500 0.9470 0.692 Uiso 1 2 d SR . . C1 C 0.5326(5) 0.4681(4) 0.8172(3) 0.071(3) Uani 1 1 d . . . H1A H 0.5887 0.4475 0.8207 0.106 Uiso 1 1 calc R . . H1B H 0.5292 0.5090 0.8390 0.106 Uiso 1 1 calc R . . H1C H 0.5230 0.4807 0.7808 0.106 Uiso 1 1 calc R . . C2 C 0.4659(4) 0.4174(3) 0.8342(3) 0.0395(17) Uani 1 1 d . . . C3 C 0.3751(4) 0.3636(4) 0.8817(3) 0.0383(16) Uani 1 1 d . . . C4 C 0.3175(5) 0.3421(4) 0.9256(3) 0.072(3) Uani 1 1 d . . . H4A H 0.2764 0.3088 0.9127 0.109 Uiso 1 1 calc R . . H4B H 0.2877 0.3821 0.9391 0.109 Uiso 1 1 calc R . . H4C H 0.3512 0.3215 0.9534 0.109 Uiso 1 1 calc R . . C5 C 0.5061(5) 0.3802(4) 1.0471(3) 0.0495(19) Uani 1 1 d . . . C6 C 0.5118(6) 0.3132(4) 1.0758(3) 0.064(2) Uani 1 1 d . . . C7 C 0.5281(9) 0.3127(5) 1.1293(4) 0.129(5) Uani 1 1 d . . . H7 H 0.5351 0.3546 1.1473 0.155 Uiso 1 1 calc R . . C8 C 0.5342(15) 0.2500 1.1571(6) 0.175(11) Uani 1 2 d S . . H8 H 0.5422 0.2500 1.1937 0.211 Uiso 1 2 calc SR . . C9 C 0.5046(7) 0.2500 1.0493(4) 0.047(3) Uani 1 2 d S . . H9 H 0.4946 0.2500 1.0129 0.056 Uiso 1 2 calc SR . . C10 C 0.8855(7) 0.4153(5) 0.8396(3) 0.072(3) Uani 1 1 d . . . C11 C 0.8595(7) 0.4567(6) 0.8894(4) 0.093(3) Uani 1 1 d . . . C12 C 0.9219(8) 0.4973(10) 0.9171(6) 0.218(10) Uani 1 1 d . . . H12 H 0.9777 0.5030 0.9043 0.262 Uiso 1 1 calc R . . C13 C 0.8950(8) 0.5278(12) 0.9641(7) 0.310(15) Uani 1 1 d . . . H13 H 0.9356 0.5493 0.9857 0.372 Uiso 1 1 calc R . . C14 C 0.8099(7) 0.5270(9) 0.9795(5) 0.213(10) Uani 1 1 d . . . H14 H 0.7931 0.5523 1.0092 0.255 Uiso 1 1 calc R . . C15 C 0.7497(6) 0.4898(5) 0.9520(3) 0.080(3) Uani 1 1 d . . . C16 C 0.7747(5) 0.4551(4) 0.9065(3) 0.063(2) Uani 1 1 d . . . H16 H 0.7339 0.4303 0.8871 0.075 Uiso 1 1 calc R . . C17 C 0.6580(5) 0.4882(4) 0.9694(3) 0.057(2) Uani 1 1 d . . . C18 C 0.6677(5) 0.3787(4) 0.7055(3) 0.068(3) Uani 1 1 d . . . H18A H 0.7145 0.3865 0.7296 0.102 Uiso 1 1 calc R . . H18B H 0.6202 0.4084 0.7147 0.102 Uiso 1 1 calc R . . H18C H 0.6861 0.3890 0.6700 0.102 Uiso 1 1 calc R . . C19 C 0.6400(4) 0.3047(3) 0.7087(2) 0.0390(16) Uani 1 1 d . . . C20 C 0.7388(18) 0.2500 0.8665(6) 0.157(12) Uani 1 2 d S . . H20 H 0.7948 0.2500 0.8796 0.188 Uiso 1 2 calc SR . . C21 C 0.5781(11) 0.2500 0.8890(8) 0.155(8) Uani 1 2 d S . . H21A H 0.5549 0.2958 0.8943 0.187 Uiso 0.50 1 d PR . . H21B H 0.5483 0.2175 0.9113 0.187 Uiso 0.50 1 d PR . . H21C H 0.5709 0.2367 0.8525 0.187 Uiso 0.50 1 d PR . . C22 C 0.6779(12) 0.2500 0.9551(6) 0.209(13) Uani 1 2 d S . . H22A H 0.7109 0.2096 0.9647 0.250 Uiso 0.50 1 d PR . . H22B H 0.6236 0.2500 0.9733 0.250 Uiso 1 2 d SR . . H22C H 0.7092 0.2912 0.9649 0.250 Uiso 0.50 1 d 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 0.0353(4) 0.0361(5) 0.0288(4) 0.0002(4) -0.0012(3) 0.0024(4) Zn2 0.0709(6) 0.0280(4) 0.0305(4) -0.0078(4) 0.0052(4) -0.0028(4) Zn3 0.0296(6) 0.0360(7) 0.0391(6) 0.000 -0.0037(5) 0.000 N1 0.040(3) 0.037(3) 0.027(3) -0.001(3) -0.003(3) -0.001(3) N2 0.035(3) 0.043(3) 0.032(3) -0.004(3) 0.001(2) -0.003(3) N3 0.056(4) 0.036(3) 0.029(3) -0.006(3) 0.006(3) -0.008(3) N4 0.035(3) 0.030(3) 0.050(3) 0.001(2) 0.003(3) 0.003(2) N5 0.026(4) 0.029(4) 0.056(5) 0.000 0.001(4) 0.000 N6 0.084(9) 0.101(9) 0.052(7) 0.000 0.034(6) 0.000 O1 0.085(4) 0.030(3) 0.046(3) 0.002(2) -0.006(3) -0.003(3) O2 0.143(5) 0.026(3) 0.052(3) -0.005(3) -0.001(3) -0.005(3) O3 0.068(4) 0.070(4) 0.054(3) -0.017(3) 0.014(3) -0.012(3) O4 0.068(4) 0.080(4) 0.051(3) -0.031(3) 0.006(3) 0.018(3) O5 0.143(7) 0.165(8) 0.104(6) -0.083(6) 0.066(5) -0.067(6) O6 0.080(5) 0.268(11) 0.094(5) -0.102(7) -0.011(4) 0.073(6) O7 0.028(3) 0.033(4) 0.033(3) 0.000 -0.011(3) 0.000 O8 0.107(9) 0.144(11) 0.147(11) 0.000 0.015(8) 0.000 O9 0.93(8) 0.53(5) 0.27(3) 0.000 -0.36(4) 0.000 C1 0.102(7) 0.069(6) 0.041(5) -0.011(4) 0.021(4) -0.042(5) C2 0.051(5) 0.038(4) 0.029(4) -0.002(3) 0.003(3) -0.008(4) C3 0.039(4) 0.041(4) 0.035(4) -0.005(3) 0.003(3) 0.001(3) C4 0.088(6) 0.078(6) 0.051(5) -0.010(5) 0.030(5) -0.025(5) C5 0.077(6) 0.028(4) 0.044(5) -0.004(4) 0.010(4) -0.003(4) C6 0.119(7) 0.034(5) 0.038(4) 0.000(3) -0.003(5) -0.004(5) C7 0.297(17) 0.038(6) 0.052(6) -0.009(5) -0.024(8) -0.001(8) C8 0.41(4) 0.057(11) 0.056(10) 0.000 -0.066(15) 0.000 C9 0.080(8) 0.029(6) 0.032(5) 0.000 0.008(5) 0.000 C10 0.069(7) 0.099(8) 0.047(6) -0.007(5) 0.017(5) 0.031(6) C11 0.078(7) 0.119(9) 0.082(7) -0.051(6) -0.002(6) 0.035(6) C12 0.073(8) 0.38(3) 0.198(15) -0.217(17) 0.010(9) 0.025(12) C13 0.067(9) 0.60(4) 0.263(18) -0.35(2) 0.013(10) -0.004(14) C14 0.057(7) 0.39(2) 0.188(13) -0.230(16) 0.015(8) 0.007(10) C15 0.062(6) 0.117(8) 0.062(6) -0.056(6) -0.004(5) 0.021(6) C16 0.069(6) 0.069(6) 0.050(5) -0.021(4) 0.005(4) 0.009(5) C17 0.063(6) 0.053(5) 0.054(5) -0.007(4) 0.004(4) 0.014(4) C18 0.042(5) 0.039(5) 0.123(8) -0.007(5) 0.011(5) -0.004(4) C19 0.032(4) 0.038(4) 0.046(4) -0.004(3) 0.004(3) -0.003(3) C20 0.34(4) 0.081(12) 0.048(10) 0.000 -0.075(16) 0.000 C21 0.086(14) 0.21(2) 0.17(2) 0.000 0.028(13) 0.000 C22 0.123(16) 0.43(4) 0.075(13) 0.000 0.020(12) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 N1 2.012(5) . ? Zn1 O7 2.025(3) . ? Zn1 O6 2.035(7) 6_557 ? Zn1 N4 2.037(5) . ? Zn1 O5 2.264(8) 6_557 ? Zn1 C10 2.445(9) 6_557 ? Zn2 N3 2.027(5) . ? Zn2 O3 2.046(6) . ? Zn2 O4 2.048(5) 5_667 ? Zn2 O2 2.055(5) 5_667 ? Zn2 O1 2.063(5) . ? Zn2 Zn2 2.974(2) 5_667 ? Zn3 N5 1.949(7) 6_557 ? Zn3 N2 1.988(5) . ? Zn3 N2 1.988(5) 8_565 ? Zn3 O7 1.989(6) . ? N1 C2 1.316(8) . ? N1 N2 1.377(7) . ? N2 C3 1.326(7) . ? N3 C2 1.338(8) . ? N3 C3 1.347(8) . ? N4 C19 1.327(7) . ? N4 N4 1.358(10) 8_565 ? N5 C19 1.334(7) 8_565 ? N5 C19 1.334(7) . ? N5 Zn3 1.949(7) 6_657 ? N6 C21 1.371(18) . ? N6 C22 1.372(17) . ? N6 C20 1.45(3) . ? O1 C5 1.238(8) . ? O2 C5 1.248(8) . ? O2 Zn2 2.055(5) 5_667 ? O3 C17 1.254(9) . ? O4 C17 1.253(8) . ? O4 Zn2 2.048(5) 5_667 ? O5 C10 1.167(10) . ? O5 Zn1 2.264(8) 6_657 ? O6 C10 1.204(10) . ? O6 Zn1 2.035(7) 6_657 ? O7 Zn1 2.025(3) 8_565 ? O7 H7A 0.8965 . ? O8 C20 1.109(15) . ? O9 H9A 0.8500 . ? O9 H9B 0.8500 . ? C1 C2 1.484(9) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C3 C4 1.480(9) . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C5 C6 1.479(10) . ? C6 C7 1.372(11) . ? C6 C9 1.392(9) . ? C7 C8 1.397(11) . ? C7 H7 0.9300 . ? C8 C7 1.397(11) 8_565 ? C8 H8 0.9300 . ? C9 C6 1.392(9) 8_565 ? C9 H9 0.9300 . ? C10 C11 1.540(11) . ? C10 Zn1 2.445(9) 6_657 ? C11 C16 1.385(12) . ? C11 C12 1.426(15) . ? C12 C13 1.385(14) . ? C12 H12 0.9300 . ? C13 C14 1.376(15) . ? C13 H13 0.9300 . ? C14 C15 1.367(13) . ? C14 H14 0.9300 . ? C15 C16 1.382(10) . ? C15 C17 1.488(11) . ? C16 H16 0.9300 . ? C18 C19 1.488(9) . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C20 H20 0.9300 . ? C21 H21A 0.9600 . ? C21 H21B 0.9602 . ? C21 H21C 0.9600 . ? C22 H22A 0.9600 . ? C22 H22B 0.9598 . ? C22 H22C 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 N1 Zn1 O7 96.9(2) . . ? N1 Zn1 O6 117.0(3) . 6_557 ? O7 Zn1 O6 135.0(3) . 6_557 ? N1 Zn1 N4 110.1(2) . . ? O7 Zn1 N4 93.8(2) . . ? O6 Zn1 N4 100.5(2) 6_557 . ? N1 Zn1 O5 102.6(3) . 6_557 ? O7 Zn1 O5 88.4(2) . 6_557 ? O6 Zn1 O5 57.4(2) 6_557 6_557 ? N4 Zn1 O5 146.7(3) . 6_557 ? N1 Zn1 C10 115.7(3) . 6_557 ? O7 Zn1 C10 110.5(3) . 6_557 ? O6 Zn1 C10 29.4(3) 6_557 6_557 ? N4 Zn1 C10 124.0(3) . 6_557 ? O5 Zn1 C10 28.4(2) 6_557 6_557 ? N3 Zn2 O3 99.9(2) . . ? N3 Zn2 O4 101.0(2) . 5_667 ? O3 Zn2 O4 159.06(19) . 5_667 ? N3 Zn2 O2 102.2(2) . 5_667 ? O3 Zn2 O2 87.5(2) . 5_667 ? O4 Zn2 O2 89.7(2) 5_667 5_667 ? N3 Zn2 O1 99.4(2) . . ? O3 Zn2 O1 87.4(2) . . ? O4 Zn2 O1 87.6(2) 5_667 . ? O2 Zn2 O1 158.4(2) 5_667 . ? N3 Zn2 Zn2 177.43(16) . 5_667 ? O3 Zn2 Zn2 82.63(15) . 5_667 ? O4 Zn2 Zn2 76.49(15) 5_667 5_667 ? O2 Zn2 Zn2 78.35(15) 5_667 5_667 ? O1 Zn2 Zn2 80.19(15) . 5_667 ? N5 Zn3 N2 117.79(17) 6_557 . ? N5 Zn3 N2 117.79(17) 6_557 8_565 ? N2 Zn3 N2 109.3(3) . 8_565 ? N5 Zn3 O7 112.2(3) 6_557 . ? N2 Zn3 O7 98.11(17) . . ? N2 Zn3 O7 98.11(17) 8_565 . ? C2 N1 N2 105.8(5) . . ? C2 N1 Zn1 137.0(4) . . ? N2 N1 Zn1 117.2(4) . . ? C3 N2 N1 106.8(5) . . ? C3 N2 Zn3 134.3(5) . . ? N1 N2 Zn3 118.5(4) . . ? C2 N3 C3 104.1(5) . . ? C2 N3 Zn2 129.7(5) . . ? C3 N3 Zn2 125.4(4) . . ? C19 N4 N4 106.3(4) . 8_565 ? C19 N4 Zn1 133.8(4) . . ? N4 N4 Zn1 119.69(14) 8_565 . ? C19 N5 C19 103.9(7) 8_565 . ? C19 N5 Zn3 127.7(4) 8_565 6_657 ? C19 N5 Zn3 127.7(4) . 6_657 ? C21 N6 C22 112.1(13) . . ? C21 N6 C20 129.5(14) . . ? C22 N6 C20 118.3(14) . . ? C5 O1 Zn2 126.7(4) . . ? C5 O2 Zn2 129.3(5) . 5_667 ? C17 O3 Zn2 123.2(5) . . ? C17 O4 Zn2 131.4(5) . 5_667 ? C10 O5 Zn1 84.5(7) . 6_657 ? C10 O6 Zn1 94.6(7) . 6_657 ? Zn3 O7 Zn1 108.30(17) . . ? Zn3 O7 Zn1 108.30(17) . 8_565 ? Zn1 O7 Zn1 113.0(3) . 8_565 ? Zn3 O7 H7A 104.7 . . ? Zn1 O7 H7A 111.1 . . ? Zn1 O7 H7A 111.1 8_565 . ? H9A O9 H9B 110.9 . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 N3 112.4(6) . . ? N1 C2 C1 124.3(6) . . ? N3 C2 C1 123.3(6) . . ? N2 C3 N3 110.9(6) . . ? N2 C3 C4 123.0(6) . . ? N3 C3 C4 126.0(6) . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? O1 C5 O2 125.3(7) . . ? O1 C5 C6 118.5(6) . . ? O2 C5 C6 116.2(7) . . ? C7 C6 C9 118.8(8) . . ? C7 C6 C5 119.9(7) . . ? C9 C6 C5 121.3(7) . . ? C6 C7 C8 120.8(9) . . ? C6 C7 H7 119.6 . . ? C8 C7 H7 119.6 . . ? C7 C8 C7 119.2(13) . 8_565 ? C7 C8 H8 120.4 . . ? C7 C8 H8 120.4 8_565 . ? C6 C9 C6 121.6(9) 8_565 . ? C6 C9 H9 119.2 8_565 . ? C6 C9 H9 119.2 . . ? O5 C10 O6 122.0(9) . . ? O5 C10 C11 120.3(9) . . ? O6 C10 C11 117.7(10) . . ? O5 C10 Zn1 67.2(6) . 6_657 ? O6 C10 Zn1 56.0(5) . 6_657 ? C11 C10 Zn1 168.6(7) . 6_657 ? C16 C11 C12 120.3(8) . . ? C16 C11 C10 119.4(9) . . ? C12 C11 C10 120.3(9) . . ? C13 C12 C11 116.5(11) . . ? C13 C12 H12 121.7 . . ? C11 C12 H12 121.7 . . ? C14 C13 C12 121.7(11) . . ? C14 C13 H13 119.1 . . ? C12 C13 H13 119.1 . . ? C15 C14 C13 121.1(9) . . ? C15 C14 H14 119.4 . . ? C13 C14 H14 119.4 . . ? C14 C15 C16 118.9(8) . . ? C14 C15 C17 120.9(8) . . ? C16 C15 C17 120.2(8) . . ? C15 C16 C11 120.9(8) . . ? C15 C16 H16 119.5 . . ? C11 C16 H16 119.5 . . ? O4 C17 O3 126.0(7) . . ? O4 C17 C15 116.8(8) . . ? O3 C17 C15 117.2(7) . . ? C19 C18 H18A 109.5 . . ? C19 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C19 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? N4 C19 N5 111.8(6) . . ? N4 C19 C18 123.3(6) . . ? N5 C19 C18 124.9(6) . . ? O8 C20 N6 116(2) . . ? O8 C20 H20 121.8 . . ? N6 C20 H20 121.8 . . ? N6 C21 H21A 109.5 . . ? N6 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? N6 C21 H21C 109.4 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? N6 C22 H22A 109.4 . . ? N6 C22 H22B 109.6 . . ? H22A C22 H22B 110.3 . . ? N6 C22 H22C 109.4 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 108.7 . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.20 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.842 _refine_diff_density_min -0.553 _refine_diff_density_rms 0.174 # Attachment '2.cif' data_2 _database_code_depnum_ccdc_archive 'CCDC 850789' #TrackingRef '2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C39 H48 N10 O22 Zn5' _chemical_formula_weight 1335.72 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 Pnma loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z+1/2' '-x, y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z-1/2' 'x, -y-1/2, z' _cell_length_a 15.585(4) _cell_length_b 19.237(5) _cell_length_c 25.305(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 7587(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2760 _cell_measurement_theta_min 2.61 _cell_measurement_theta_max 24.44 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.169 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2712 _exptl_absorpt_coefficient_mu 1.618 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7818 _exptl_absorpt_correction_T_max 0.8815 _exptl_absorpt_process_details SADABS _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 '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 34119 _diffrn_reflns_av_R_equivalents 0.2020 _diffrn_reflns_av_sigmaI/netI 0.1704 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 1.33 _diffrn_reflns_theta_max 25.15 _reflns_number_total 7018 _reflns_number_gt 3487 _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 '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^)+(0.1845P)^2^+38.7182P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0030(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 7018 _refine_ls_number_parameters 366 _refine_ls_number_restraints 32 _refine_ls_R_factor_all 0.2056 _refine_ls_R_factor_gt 0.1067 _refine_ls_wR_factor_ref 0.3441 _refine_ls_wR_factor_gt 0.2725 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.046 _refine_ls_shift/su_max 0.006 _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 -0.05378(8) 0.83754(8) 0.72887(5) 0.0303(5) Uani 1 1 d . . . Zn2 Zn -0.02841(9) 0.96438(8) 0.95049(5) 0.0334(5) Uani 1 1 d . . . Zn3 Zn -0.18421(11) 0.7500 0.80386(7) 0.0285(6) Uani 1 2 d S . . N1 N -0.1287(6) 0.8346(5) 0.8343(3) 0.032(2) Uani 1 1 d . . . N2 N -0.0701(6) 0.8695(5) 0.8043(3) 0.028(2) Uani 1 1 d . . . N3 N -0.0691(6) 0.9154(5) 0.8839(4) 0.034(3) Uani 1 1 d . . . N4 N -0.3090(9) 0.7500 0.7961(5) 0.032(3) Uani 1 2 d S . . N5 N -0.4409(6) 0.7852(5) 0.7788(4) 0.031(2) Uani 1 1 d . . . N13 N 0.6595(13) 0.7500 0.6031(7) 0.065(6) Uani 1 2 d SD . . O1 O -0.0155(6) 0.8789(5) 0.9983(4) 0.050(2) Uani 1 1 d . . . O2 O 0.0242(6) 0.9340(5) 1.0719(4) 0.053(3) Uani 1 1 d . . . O3 O 0.1006(6) 0.9617(5) 0.9379(4) 0.053(3) Uani 1 1 d . . . O4 O 0.1405(6) 1.0174(5) 1.0104(4) 0.059(3) Uani 1 1 d . . . O5 O 0.3251(9) 0.8947(8) 0.8071(5) 0.104(5) Uani 1 1 d . . . O6 O 0.4565(7) 0.9106(8) 0.8271(4) 0.095(5) Uani 1 1 d . . . O7 O -0.1248(7) 0.7500 0.7348(4) 0.028(3) Uani 1 2 d S . . H7A H -0.1659 0.7500 0.7099 0.042 Uiso 1 2 d SR . . O8 O 0.0454(18) 0.7500 1.2088(7) 0.138(9) Uani 1 2 d SU . . H8A H 0.0148 0.7500 1.2385 0.207 Uiso 1 2 d SR . . O9 O 0.4471(13) 1.0752(17) 0.9815(12) 0.301(16) Uani 1 1 d U . . H9 H 0.4830 1.0491 0.9944 0.452 Uiso 1 1 calc R . . O11 O 0.734(2) 0.7500 0.6892(10) 0.41(5) Uani 1 2 d SD . . O12 O 0.477(4) 0.2500 0.0635(18) 0.38(3) Uani 1 2 d SU . . H12A H 0.5067 0.2500 0.0349 0.451 Uiso 1 2 d SR . . H12B H 0.4235 0.2500 0.0559 0.451 Uiso 1 2 d SR . . O13 O 0.058(4) 0.624(3) 0.263(2) 0.54(4) Uani 1 1 d U . . H13A H 0.0078 0.6244 0.2493 0.649 Uiso 1 1 d R . . H13B H 0.0919 0.5974 0.2441 0.649 Uiso 1 1 d R . . O14 O 0.398(4) 0.900(3) 0.084(2) 0.52(3) Uani 1 1 d U . . H14A H 0.3538 0.8748 0.0750 0.624 Uiso 1 1 d R . . H14B H 0.3805 0.9296 0.1083 0.624 Uiso 1 1 d R . . C1 C -0.1846(10) 0.8431(8) 0.9258(5) 0.064(5) Uani 1 1 d . . . H1A H -0.1530 0.8155 0.9507 0.096 Uiso 1 1 calc R . . H1B H -0.2316 0.8164 0.9120 0.096 Uiso 1 1 calc R . . H1C H -0.2065 0.8838 0.9432 0.096 Uiso 1 1 calc R . . C2 C -0.1273(8) 0.8643(7) 0.8819(4) 0.034(3) Uani 1 1 d . . . C3 C -0.0356(7) 0.9178(7) 0.8349(4) 0.033(3) Uani 1 1 d . . . C4 C 0.0307(10) 0.9678(8) 0.8172(6) 0.064(5) Uani 1 1 d . . . H4A H 0.0864 0.9469 0.8204 0.096 Uiso 1 1 calc R . . H4B H 0.0282 1.0088 0.8387 0.096 Uiso 1 1 calc R . . H4C H 0.0206 0.9800 0.7809 0.096 Uiso 1 1 calc R . . C5 C 0.0071(8) 0.8802(7) 1.0466(5) 0.038(3) Uani 1 1 d . . . C6 C 0.0112(9) 0.8132(7) 1.0745(5) 0.042(3) Uani 1 1 d . . . C7 C 0.0030(11) 0.7500 1.0485(7) 0.036(4) Uani 1 2 d S . . H7 H -0.0083 0.7500 1.0124 0.044 Uiso 1 2 calc SR . . C8 C 0.0255(12) 0.8139(8) 1.1294(6) 0.072(5) Uani 1 1 d . . . H8 H 0.0337 0.8557 1.1471 0.087 Uiso 1 1 calc R . . C9 C 0.027(2) 0.7500 1.1574(9) 0.093(10) Uani 1 2 d S . . C10 C 0.1553(9) 0.9892(8) 0.9665(5) 0.047(4) Uani 1 1 d . . . C11 C 0.2451(9) 0.9954(10) 0.9462(6) 0.068(5) Uani 1 1 d . . . C12 C 0.3030(13) 1.0334(16) 0.9715(10) 0.180(16) Uani 1 1 d . . . H12 H 0.2869 1.0587 1.0013 0.216 Uiso 1 1 calc R . . C13 C 0.3853(15) 1.036(2) 0.9546(14) 0.26(3) Uani 1 1 d . . . C14 C 0.4129(13) 1.0017(16) 0.9087(10) 0.161(13) Uani 1 1 d . . . H14 H 0.4685 1.0064 0.8959 0.193 Uiso 1 1 calc R . . C15 C 0.3528(9) 0.9609(9) 0.8838(6) 0.065(5) Uani 1 1 d . . . C16 C 0.2701(8) 0.9586(8) 0.9013(5) 0.049(4) Uani 1 1 d . . . H16 H 0.2298 0.9322 0.8830 0.059 Uiso 1 1 calc R . . C17 C 0.3794(11) 0.9185(9) 0.8364(6) 0.055(4) Uani 1 1 d . . . C18 C -0.3334(9) 0.8789(7) 0.7919(6) 0.053(4) Uani 1 1 d . . . H18A H -0.3033 0.8867 0.8245 0.080 Uiso 1 1 calc R . . H18B H -0.3831 0.9083 0.7905 0.080 Uiso 1 1 calc R . . H18C H -0.2963 0.8895 0.7627 0.080 Uiso 1 1 calc R . . C19 C -0.3604(8) 0.8050(7) 0.7888(5) 0.035(3) Uani 1 1 d . . . C53 C 0.676(3) 0.7500 0.5518(16) 0.32(5) Uani 1 2 d S . . H53A H 0.6711 0.7035 0.5384 0.475 Uiso 0.50 1 d PR . . H53B H 0.7327 0.7672 0.5453 0.475 Uiso 0.50 1 d PR . . H53C H 0.6349 0.7793 0.5343 0.475 Uiso 0.50 1 d PR . . C54 C 0.570(2) 0.7500 0.6145(19) 0.18(2) Uani 1 2 d S . . H54A H 0.5593 0.7781 0.6451 0.275 Uiso 0.50 1 d PR . . H54B H 0.5512 0.7033 0.6211 0.275 Uiso 0.50 1 d PR . . H54C H 0.5391 0.7687 0.5849 0.275 Uiso 0.50 1 d PR . . C56 C 0.741(4) 0.7500 0.6424(11) 0.14(2) Uani 1 2 d SD . . H56 H 0.7959 0.7500 0.6279 0.169 Uiso 1 2 calc SR . . 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 0.0340(8) 0.0317(10) 0.0252(7) 0.0015(6) 0.0011(6) 0.0022(7) Zn2 0.0467(9) 0.0271(10) 0.0265(7) -0.0062(7) 0.0030(6) -0.0029(7) Zn3 0.0268(10) 0.0305(14) 0.0282(10) 0.000 -0.0027(8) 0.000 N1 0.035(5) 0.035(7) 0.026(5) -0.002(5) -0.002(4) 0.001(5) N2 0.039(5) 0.026(6) 0.019(4) -0.002(4) 0.009(4) -0.012(5) N3 0.033(5) 0.028(7) 0.040(6) -0.005(5) 0.006(5) -0.008(5) N4 0.037(8) 0.022(9) 0.037(8) 0.000 0.002(6) 0.000 N5 0.033(5) 0.016(6) 0.043(6) 0.001(4) -0.001(4) 0.001(4) N13 0.077(13) 0.080(15) 0.038(10) 0.000 -0.027(9) 0.000 O1 0.071(6) 0.032(6) 0.046(6) -0.004(5) -0.007(5) -0.009(5) O2 0.080(7) 0.027(6) 0.053(6) -0.002(5) 0.000(5) -0.011(5) O3 0.053(6) 0.060(7) 0.046(5) -0.015(5) 0.004(5) -0.009(5) O4 0.058(6) 0.069(8) 0.049(6) -0.022(5) 0.011(5) 0.001(6) O5 0.097(10) 0.137(13) 0.079(8) -0.068(9) 0.043(8) -0.041(9) O6 0.066(7) 0.156(14) 0.063(7) -0.047(8) 0.003(6) 0.048(8) O7 0.033(6) 0.025(7) 0.025(6) 0.000 -0.009(5) 0.000 O8 0.28(3) 0.100(16) 0.039(9) 0.000 -0.031(13) 0.000 O9 0.137(15) 0.48(3) 0.28(2) -0.30(3) 0.092(16) -0.154(19) O11 0.21(5) 0.16(4) 0.85(15) 0.000 0.28(9) 0.000 O12 0.52(5) 0.40(5) 0.21(4) 0.000 -0.13(4) 0.000 O13 0.65(6) 0.50(5) 0.47(5) 0.05(4) -0.06(4) -0.03(4) O14 0.56(5) 0.54(5) 0.46(5) -0.07(4) -0.05(4) -0.16(4) C1 0.088(12) 0.053(12) 0.051(9) -0.013(8) 0.029(8) -0.031(9) C2 0.042(7) 0.035(8) 0.025(6) -0.002(6) 0.002(5) 0.002(7) C3 0.036(7) 0.033(9) 0.029(6) -0.001(6) 0.009(5) -0.010(6) C4 0.088(12) 0.062(12) 0.043(8) -0.008(8) 0.022(8) -0.035(9) C5 0.048(8) 0.019(8) 0.048(8) -0.004(7) 0.008(6) -0.008(7) C6 0.063(9) 0.025(9) 0.037(7) 0.000(6) -0.002(6) 0.001(7) C7 0.054(11) 0.025(12) 0.030(9) 0.000 -0.009(8) 0.000 C8 0.135(17) 0.031(11) 0.051(9) -0.008(8) -0.011(10) 0.007(10) C9 0.20(3) 0.038(16) 0.037(12) 0.000 -0.018(16) 0.000 C10 0.048(8) 0.052(11) 0.041(8) -0.003(7) 0.008(7) 0.013(8) C11 0.046(8) 0.091(14) 0.066(10) -0.051(10) 0.012(8) 0.005(9) C12 0.069(13) 0.29(4) 0.18(2) -0.20(3) 0.061(15) -0.057(18) C13 0.076(15) 0.40(5) 0.30(4) -0.30(4) 0.09(2) -0.10(2) C14 0.069(13) 0.25(3) 0.16(2) -0.16(2) 0.041(14) -0.038(18) C15 0.048(8) 0.084(13) 0.062(10) -0.044(9) 0.009(8) 0.009(9) C16 0.043(8) 0.055(10) 0.050(8) -0.014(8) 0.002(6) 0.007(7) C17 0.062(10) 0.059(12) 0.044(8) -0.014(8) 0.017(8) 0.017(9) C18 0.046(8) 0.035(10) 0.080(11) 0.002(8) -0.015(8) -0.008(7) C19 0.042(7) 0.027(8) 0.037(7) 0.000(6) 0.000(6) 0.000(7) C53 0.11(3) 0.75(16) 0.09(3) 0.000 0.01(3) 0.000 C54 0.09(3) 0.25(6) 0.21(5) 0.000 0.00(3) 0.000 C56 0.25(7) 0.08(3) 0.09(3) 0.000 0.04(3) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O6 2.002(12) 6_557 ? Zn1 O7 2.021(6) . ? Zn1 N2 2.021(9) . ? Zn1 N5 2.036(9) 6_657 ? Zn1 O5 2.367(12) 6_557 ? Zn1 C17 2.498(14) 6_557 ? Zn2 N3 2.034(10) . ? Zn2 O3 2.036(10) . ? Zn2 O2 2.037(10) 5_577 ? Zn2 O4 2.038(9) 5_577 ? Zn2 O1 2.050(9) . ? Zn2 Zn2 2.990(3) 5_577 ? Zn3 N4 1.955(14) . ? Zn3 O7 1.978(10) . ? Zn3 N1 1.997(10) . ? Zn3 N1 1.997(10) 8_575 ? N1 C2 1.333(14) . ? N1 N2 1.364(12) . ? N2 C3 1.325(14) . ? N3 C2 1.338(15) . ? N3 C3 1.345(14) . ? N4 C19 1.340(14) 8_575 ? N4 C19 1.340(14) . ? N5 C19 1.335(15) . ? N5 N5 1.356(19) 8_575 ? N5 Zn1 2.036(9) 6_557 ? N13 C53 1.32(4) . ? N13 C54 1.42(4) . ? N13 C56 1.61(5) . ? O1 C5 1.273(15) . ? O2 C5 1.246(15) . ? O2 Zn2 2.037(10) 5_577 ? O3 C10 1.237(16) . ? O4 C10 1.257(15) . ? O4 Zn2 2.038(9) 5_577 ? O5 C17 1.216(18) . ? O5 Zn1 2.367(12) 6_657 ? O6 C17 1.233(17) . ? O6 Zn1 2.002(12) 6_657 ? O7 Zn1 2.021(6) 8_575 ? O7 H7A 0.8997 . ? O8 C9 1.33(3) . ? O8 H8A 0.8902 . ? O9 C13 1.40(3) . ? O9 H9 0.8200 . ? O11 C56 1.189(19) . ? O12 H12A 0.8572 . ? O12 H12B 0.8594 . ? O13 H13A 0.8626 . ? O13 H13B 0.8786 . ? O14 H14A 0.8663 . ? O14 H14B 0.8853 . ? C1 C2 1.483(16) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C3 C4 1.481(17) . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C5 C6 1.471(18) . ? C6 C7 1.388(15) . ? C6 C8 1.406(19) . ? C7 C6 1.388(15) 8_575 ? C7 H7 0.9300 . ? C8 C9 1.419(19) . ? C8 H8 0.9300 . ? C9 C8 1.419(19) 8_575 ? C10 C11 1.497(19) . ? C11 C12 1.33(2) . ? C11 C16 1.394(18) . ? C12 C13 1.35(3) . ? C12 H12 0.9300 . ? C13 C14 1.40(3) . ? C14 C15 1.37(2) . ? C14 H14 0.9300 . ? C15 C16 1.364(19) . ? C15 C17 1.508(18) . ? C16 H16 0.9300 . ? C17 Zn1 2.498(14) 6_657 ? C18 C19 1.484(18) . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C53 H53A 0.9600 . ? C53 H53B 0.9600 . ? C53 H53C 0.9600 . ? C54 H54A 0.9600 . ? C54 H54B 0.9600 . ? C54 H54C 0.9600 . ? C56 H56 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O6 Zn1 O7 133.0(5) 6_557 . ? O6 Zn1 N2 117.7(5) 6_557 . ? O7 Zn1 N2 96.6(4) . . ? O6 Zn1 N5 102.1(4) 6_557 6_657 ? O7 Zn1 N5 93.9(4) . 6_657 ? N2 Zn1 N5 110.5(4) . 6_657 ? O6 Zn1 O5 57.7(4) 6_557 6_557 ? O7 Zn1 O5 88.8(4) . 6_557 ? N2 Zn1 O5 97.0(5) . 6_557 ? N5 Zn1 O5 151.9(5) 6_657 6_557 ? O6 Zn1 C17 29.2(5) 6_557 6_557 ? O7 Zn1 C17 109.9(5) . 6_557 ? N2 Zn1 C17 112.5(5) . 6_557 ? N5 Zn1 C17 127.2(5) 6_657 6_557 ? O5 Zn1 C17 28.8(4) 6_557 6_557 ? N3 Zn2 O3 99.6(4) . . ? N3 Zn2 O2 103.0(4) . 5_577 ? O3 Zn2 O2 87.1(4) . 5_577 ? N3 Zn2 O4 102.4(4) . 5_577 ? O3 Zn2 O4 157.9(4) . 5_577 ? O2 Zn2 O4 89.9(4) 5_577 5_577 ? N3 Zn2 O1 98.5(4) . . ? O3 Zn2 O1 88.6(4) . . ? O2 Zn2 O1 158.5(4) 5_577 . ? O4 Zn2 O1 86.3(4) 5_577 . ? N3 Zn2 Zn2 178.9(3) . 5_577 ? O3 Zn2 Zn2 81.4(3) . 5_577 ? O2 Zn2 Zn2 77.5(3) 5_577 5_577 ? O4 Zn2 Zn2 76.6(3) 5_577 5_577 ? O1 Zn2 Zn2 81.0(3) . 5_577 ? N4 Zn3 O7 112.1(5) . . ? N4 Zn3 N1 118.0(3) . . ? O7 Zn3 N1 97.9(3) . . ? N4 Zn3 N1 118.0(3) . 8_575 ? O7 Zn3 N1 97.9(3) . 8_575 ? N1 Zn3 N1 109.1(6) . 8_575 ? C2 N1 N2 106.3(10) . . ? C2 N1 Zn3 134.8(9) . . ? N2 N1 Zn3 118.4(7) . . ? C3 N2 N1 107.0(8) . . ? C3 N2 Zn1 135.6(7) . . ? N1 N2 Zn1 117.4(7) . . ? C2 N3 C3 104.8(10) . . ? C2 N3 Zn2 125.7(8) . . ? C3 N3 Zn2 128.7(8) . . ? C19 N4 C19 104.3(15) 8_575 . ? C19 N4 Zn3 127.5(7) 8_575 . ? C19 N4 Zn3 127.5(7) . . ? C19 N5 N5 106.6(7) . 8_575 ? C19 N5 Zn1 133.6(9) . 6_557 ? N5 N5 Zn1 119.6(3) 8_575 6_557 ? C53 N13 C54 113(3) . . ? C53 N13 C56 117(3) . . ? C54 N13 C56 130(3) . . ? C5 O1 Zn2 125.4(8) . . ? C5 O2 Zn2 131.4(9) . 5_577 ? C10 O3 Zn2 125.3(9) . . ? C10 O4 Zn2 131.3(10) . 5_577 ? C17 O5 Zn1 81.6(10) . 6_657 ? C17 O6 Zn1 98.3(11) . 6_657 ? Zn3 O7 Zn1 108.8(3) . . ? Zn3 O7 Zn1 108.8(3) . 8_575 ? Zn1 O7 Zn1 112.9(5) . 8_575 ? Zn3 O7 H7A 106.6 . . ? Zn1 O7 H7A 109.8 . . ? Zn1 O7 H7A 109.8 8_575 . ? C9 O8 H8A 135.3 . . ? C13 O9 H9 109.5 . . ? H12A O12 H12B 109.4 . . ? H13A O13 H13B 108.9 . . ? H14A O14 H14B 107.4 . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 N3 111.1(10) . . ? N1 C2 C1 123.3(12) . . ? N3 C2 C1 125.6(11) . . ? N2 C3 N3 110.9(10) . . ? N2 C3 C4 124.2(10) . . ? N3 C3 C4 124.9(11) . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? O2 C5 O1 124.6(12) . . ? O2 C5 C6 118.1(12) . . ? O1 C5 C6 117.2(12) . . ? C7 C6 C8 119.5(13) . . ? C7 C6 C5 122.4(12) . . ? C8 C6 C5 118.2(12) . . ? C6 C7 C6 122.2(16) . 8_575 ? C6 C7 H7 118.9 . . ? C6 C7 H7 118.9 8_575 . ? C6 C8 C9 119.1(15) . . ? C6 C8 H8 120.4 . . ? C9 C8 H8 120.4 . . ? O8 C9 C8 119.5(11) . 8_575 ? O8 C9 C8 119.5(11) . . ? C8 C9 C8 120(2) 8_575 . ? O3 C10 O4 125.1(13) . . ? O3 C10 C11 118.5(12) . . ? O4 C10 C11 116.1(14) . . ? C12 C11 C16 118.9(14) . . ? C12 C11 C10 121.0(14) . . ? C16 C11 C10 120.0(14) . . ? C11 C12 C13 120.7(18) . . ? C11 C12 H12 119.6 . . ? C13 C12 H12 119.6 . . ? C12 C13 O9 121(2) . . ? C12 C13 C14 122(2) . . ? O9 C13 C14 116.4(19) . . ? C15 C14 C13 116.0(18) . . ? C15 C14 H14 122.0 . . ? C13 C14 H14 122.0 . . ? C16 C15 C14 120.9(14) . . ? C16 C15 C17 120.0(14) . . ? C14 C15 C17 119.1(14) . . ? C15 C16 C11 120.7(14) . . ? C15 C16 H16 119.6 . . ? C11 C16 H16 119.6 . . ? O5 C17 O6 121.0(14) . . ? O5 C17 C15 119.9(14) . . ? O6 C17 C15 119.1(15) . . ? O5 C17 Zn1 69.6(9) . 6_657 ? O6 C17 Zn1 52.5(8) . 6_657 ? C15 C17 Zn1 167.8(12) . 6_657 ? C19 C18 H18A 109.5 . . ? C19 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C19 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? N5 C19 N4 111.3(12) . . ? N5 C19 C18 123.3(11) . . ? N4 C19 C18 125.4(11) . . ? N13 C53 H53A 109.3 . . ? N13 C53 H53B 110.2 . . ? H53A C53 H53B 109.5 . . ? N13 C53 H53C 108.8 . . ? H53A C53 H53C 109.5 . . ? H53B C53 H53C 109.5 . . ? N13 C54 H54A 109.5 . . ? N13 C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? N13 C54 H54C 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? O11 C56 N13 123(5) . . ? O11 C56 H56 118.7 . . ? N13 C56 H56 118.7 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.15 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.492 _refine_diff_density_min -1.038 _refine_diff_density_rms 0.229