# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? loop_ _publ_author_address ;Prof. Debashis Ray Department of Chemistry Indian Institute of Technology Kharagpur-721302 India ; _publ_contact_author_address ;Prof. Debashis Ray Department of Chemistry Indian Institute of Technology Kharagpur-721302 India ; _publ_contact_author_email dray@chem.iitkgp.ernet.in _publ_contact_author_fax 03222-255303 _publ_contact_author_phone 03222-283324 _publ_contact_author_name ' Prof. Debashis Ray ' _publ_author_name 'Debashis Ray' data_draszn _database_code_depnum_ccdc_archive 'CCDC 795505' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H56 N6 O12 Zn3' _chemical_formula_weight 1105.10 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 13.956(2) _cell_length_b 23.659(4) _cell_length_c 15.888(3) _cell_angle_alpha 90.00 _cell_angle_beta 107.112(10) _cell_angle_gamma 90.00 _cell_volume 5013.7(14) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Block _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.29 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.464 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2288 _exptl_absorpt_coefficient_mu 1.490 _exptl_absorpt_correction_type None _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11426 _diffrn_reflns_av_R_equivalents 0.0822 _diffrn_reflns_av_sigmaI/netI 0.0680 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.05 _diffrn_reflns_theta_max 22.50 _reflns_number_total 3208 _reflns_number_gt 2173 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0322P)^2^+31.1256P] 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 3208 _refine_ls_number_parameters 314 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1173 _refine_ls_R_factor_gt 0.0710 _refine_ls_wR_factor_ref 0.1457 _refine_ls_wR_factor_gt 0.1301 _refine_ls_goodness_of_fit_ref 1.079 _refine_ls_restrained_S_all 1.079 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.0000 0.30986(6) 0.7500 0.0657(4) Uani 1 2 d S . . Zn2 Zn 0.14035(6) 0.20967(4) 0.73015(6) 0.0714(4) Uani 1 1 d . . . O1 O 0.1047(3) 0.2943(2) 0.6841(3) 0.0686(14) Uani 1 1 d . . . O2 O 0.4404(5) 0.2655(4) 0.8529(4) 0.109(2) Uani 1 1 d . . . H2 H 0.3948 0.2868 0.8271 0.163 Uiso 1 1 calc R . . O3 O -0.2631(4) 0.3260(3) 0.6380(4) 0.097(2) Uani 1 1 d . . . H3 H -0.2158 0.3039 0.6504 0.145 Uiso 1 1 calc R . . N1 N 0.2752(5) 0.2258(4) 0.7061(5) 0.078(2) Uani 1 1 d . . . N2 N -0.0529(4) 0.3748(3) 0.6531(4) 0.0692(18) Uani 1 1 d . . . C1 C 0.1348(5) 0.3224(4) 0.6262(5) 0.068(2) Uani 1 1 d . . . C2 C 0.2243(6) 0.3072(4) 0.6076(5) 0.073(2) Uani 1 1 d . . . C3 C 0.2544(7) 0.3374(5) 0.5456(7) 0.094(3) Uani 1 1 d . . . H3A H 0.3142 0.3273 0.5351 0.113 Uiso 1 1 calc R . . C4 C 0.2016(8) 0.3814(5) 0.4991(6) 0.090(3) Uani 1 1 d . . . C5 C 0.1143(7) 0.3976(4) 0.5170(6) 0.085(3) Uani 1 1 d . . . H5 H 0.0773 0.4278 0.4864 0.102 Uiso 1 1 calc R . . C6 C 0.0803(6) 0.3689(4) 0.5811(5) 0.068(2) Uani 1 1 d . . . C7 C 0.2385(9) 0.4171(5) 0.4323(7) 0.135(4) Uani 1 1 d . . . H7A H 0.2790 0.4479 0.4626 0.203 Uiso 1 1 calc R . . H7B H 0.1816 0.4318 0.3876 0.203 Uiso 1 1 calc R . . H7C H 0.2775 0.3937 0.4054 0.203 Uiso 1 1 calc R . . C8 C 0.2921(6) 0.2630(5) 0.6535(7) 0.087(3) Uani 1 1 d . . . H8 H 0.3545 0.2615 0.6436 0.104 Uiso 1 1 calc R . . C9 C 0.3612(6) 0.1897(4) 0.7510(6) 0.090(3) Uani 1 1 d . . . H9A H 0.4121 0.1919 0.7208 0.107 Uiso 1 1 calc R . . H9B H 0.3397 0.1507 0.7504 0.107 Uiso 1 1 calc R . . C10 C 0.4046(7) 0.2104(6) 0.8472(6) 0.102(3) Uani 1 1 d . . . H10A H 0.3528 0.2082 0.8766 0.123 Uiso 1 1 calc R . . H10B H 0.4588 0.1855 0.8780 0.123 Uiso 1 1 calc R . . C11 C -0.0105(6) 0.3919(4) 0.5961(5) 0.073(2) Uani 1 1 d . . . H11 H -0.0407 0.4221 0.5607 0.088 Uiso 1 1 calc R . . C12 C -0.1451(5) 0.4060(4) 0.6524(6) 0.078(2) Uani 1 1 d . . . H12A H -0.1433 0.4435 0.6283 0.094 Uiso 1 1 calc R . . H12B H -0.1488 0.4099 0.7121 0.094 Uiso 1 1 calc R . . C13 C -0.2373(6) 0.3744(4) 0.5968(6) 0.093(3) Uani 1 1 d . . . H13A H -0.2938 0.4002 0.5822 0.112 Uiso 1 1 calc R . . H13B H -0.2255 0.3629 0.5421 0.112 Uiso 1 1 calc R . . O4 O -0.1052(3) 0.2494(2) 0.6746(3) 0.0644(14) Uani 1 1 d . . . O5 O 0.1799(4) 0.1334(3) 0.7853(4) 0.0949(19) Uani 1 1 d . . . N3 N 0.0338(5) 0.1727(4) 0.6298(4) 0.0706(19) Uani 1 1 d . . . C14 C 0.1508(7) 0.0836(5) 0.7542(7) 0.082(3) Uani 1 1 d . . . C15 C 0.0690(7) 0.0743(5) 0.6756(7) 0.079(3) Uani 1 1 d . . . C16 C 0.0403(9) 0.0197(6) 0.6494(8) 0.107(4) Uani 1 1 d . . . H16 H -0.0135 0.0147 0.5990 0.129 Uiso 1 1 calc R . . C17 C 0.0855(14) -0.0272(7) 0.6923(13) 0.134(5) Uani 1 1 d . . . C18 C 0.1685(14) -0.0173(8) 0.7665(13) 0.150(7) Uani 1 1 d . . . H18 H 0.2027 -0.0488 0.7954 0.180 Uiso 1 1 calc R . . C19 C 0.2046(10) 0.0369(6) 0.8014(9) 0.111(4) Uani 1 1 d . . . C20 C 0.0472(12) -0.0866(6) 0.6601(11) 0.181(7) Uani 1 1 d . . . H20A H -0.0194 -0.0914 0.6645 0.271 Uiso 1 1 calc R . . H20B H 0.0908 -0.1144 0.6958 0.271 Uiso 1 1 calc R . . H20C H 0.0465 -0.0910 0.5998 0.271 Uiso 1 1 calc R . . C21 C 0.0175(7) 0.1203(5) 0.6227(6) 0.083(3) Uani 1 1 d . . . H21 H -0.0369 0.1098 0.5755 0.100 Uiso 1 1 calc R . . C22 C -0.0330(6) 0.2098(4) 0.5626(5) 0.076(2) Uani 1 1 d . . . H22A H -0.0541 0.1902 0.5065 0.092 Uiso 1 1 calc R . . H22B H 0.0032 0.2435 0.5552 0.092 Uiso 1 1 calc R . . C23 C -0.1239(6) 0.2263(4) 0.5899(5) 0.081(3) Uani 1 1 d . . . H23A H -0.1622 0.2535 0.5476 0.097 Uiso 1 1 calc R . . H23B H -0.1655 0.1930 0.5862 0.097 Uiso 1 1 calc R . . C24 C 0.2943(11) 0.0506(6) 0.8849(9) 0.146(6) Uani 1 1 d . . . H24 H 0.3058 0.0881 0.9024 0.175 Uiso 1 1 calc R . . O6 O 0.3453(12) 0.0174(6) 0.9245(11) 0.287(8) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0460(7) 0.0906(11) 0.0602(8) 0.000 0.0153(6) 0.000 Zn2 0.0552(5) 0.0888(8) 0.0663(6) -0.0035(5) 0.0121(4) 0.0042(5) O1 0.058(3) 0.083(4) 0.071(3) 0.006(3) 0.027(3) 0.006(3) O2 0.084(4) 0.134(7) 0.097(5) -0.018(5) 0.008(4) -0.002(4) O3 0.055(3) 0.113(6) 0.117(5) 0.016(4) 0.018(3) 0.002(3) N1 0.056(4) 0.106(7) 0.069(5) -0.015(4) 0.015(4) 0.008(4) N2 0.053(4) 0.088(6) 0.064(4) 0.006(4) 0.014(3) -0.002(3) C1 0.055(5) 0.097(7) 0.054(5) -0.002(5) 0.019(4) -0.009(5) C2 0.067(5) 0.094(7) 0.064(5) -0.005(5) 0.030(5) -0.011(5) C3 0.076(6) 0.126(10) 0.095(7) -0.027(7) 0.045(6) -0.009(6) C4 0.098(7) 0.109(9) 0.081(7) -0.014(6) 0.050(6) -0.017(7) C5 0.096(7) 0.087(7) 0.074(6) -0.009(5) 0.030(5) -0.017(5) C6 0.062(5) 0.086(7) 0.057(5) -0.011(5) 0.019(4) -0.014(5) C7 0.176(11) 0.138(11) 0.127(9) -0.003(8) 0.099(9) -0.021(9) C8 0.061(6) 0.119(9) 0.086(7) -0.024(6) 0.029(5) -0.013(6) C9 0.061(5) 0.112(8) 0.092(7) -0.011(6) 0.016(5) 0.009(5) C10 0.078(6) 0.133(11) 0.092(7) 0.011(7) 0.020(6) 0.026(7) C11 0.070(5) 0.081(7) 0.065(5) -0.001(5) 0.015(5) -0.001(5) C12 0.052(5) 0.083(7) 0.096(6) 0.009(5) 0.015(4) 0.007(4) C13 0.067(6) 0.100(8) 0.112(7) 0.037(6) 0.026(5) 0.007(5) O4 0.057(3) 0.086(4) 0.050(3) -0.003(3) 0.015(2) -0.016(3) O5 0.092(4) 0.091(6) 0.092(5) 0.012(4) 0.012(4) 0.024(4) N3 0.057(4) 0.099(6) 0.056(4) -0.012(4) 0.015(3) -0.002(4) C14 0.087(7) 0.075(8) 0.104(8) 0.005(7) 0.059(7) 0.015(6) C15 0.083(6) 0.086(9) 0.085(7) -0.005(6) 0.049(6) 0.010(6) C16 0.120(9) 0.087(9) 0.148(10) -0.021(9) 0.091(8) -0.006(8) C17 0.155(13) 0.099(13) 0.203(16) 0.001(12) 0.138(13) 0.015(11) C18 0.167(14) 0.112(14) 0.230(19) 0.067(13) 0.149(14) 0.066(12) C19 0.129(10) 0.083(10) 0.146(11) 0.033(9) 0.080(9) 0.033(8) C20 0.245(16) 0.079(10) 0.289(19) -0.036(11) 0.189(15) -0.034(10) C21 0.073(6) 0.111(9) 0.069(6) -0.023(7) 0.027(5) -0.012(6) C22 0.072(5) 0.104(8) 0.048(5) -0.004(5) 0.010(4) -0.001(5) C23 0.062(5) 0.106(8) 0.064(5) -0.004(5) 0.002(4) -0.004(5) C24 0.155(12) 0.131(12) 0.134(11) 0.069(10) 0.014(10) 0.073(10) O6 0.283(16) 0.177(14) 0.311(18) 0.030(12) -0.050(14) -0.011(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O1 2.066(5) . ? Zn1 O1 2.066(5) 2_556 ? Zn1 O4 2.145(5) . ? Zn1 O4 2.145(5) 2_556 ? Zn1 N2 2.146(7) 2_556 ? Zn1 N2 2.146(7) . ? Zn1 Zn2 3.1494(15) . ? Zn1 Zn2 3.1494(15) 2_556 ? Zn2 O4 1.963(5) 2_556 ? Zn2 O5 2.010(7) . ? Zn2 N3 2.031(7) . ? Zn2 N1 2.064(7) . ? Zn2 O1 2.140(5) . ? O1 C1 1.300(8) . ? O2 C10 1.387(12) . ? O2 H2 0.8200 . ? O3 C13 1.416(10) . ? O3 H3 0.8200 . ? N1 C8 1.283(11) . ? N1 C9 1.473(10) . ? N2 C11 1.284(9) . ? N2 C12 1.481(9) . ? C1 C6 1.407(11) . ? C1 C2 1.414(10) . ? C2 C3 1.379(12) . ? C2 C8 1.453(13) . ? C3 C4 1.360(13) . ? C3 H3A 0.9300 . ? C4 C5 1.385(12) . ? C4 C7 1.558(13) . ? C5 C6 1.418(11) . ? C5 H5 0.9300 . ? C6 C11 1.462(11) . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 H8 0.9300 . ? C9 C10 1.549(12) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 H11 0.9300 . ? C12 C13 1.523(11) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? O4 C23 1.404(8) . ? O4 Zn2 1.963(5) 2_556 ? O5 C14 1.296(11) . ? N3 C21 1.258(11) . ? N3 C22 1.482(10) . ? C14 C19 1.420(14) . ? C14 C15 1.439(13) . ? C15 C16 1.380(14) . ? C15 C21 1.434(13) . ? C16 C17 1.356(17) . ? C16 H16 0.9300 . ? C17 C18 1.409(19) . ? C17 C20 1.536(19) . ? C18 C19 1.43(2) . ? C18 H18 0.9300 . ? C19 C24 1.566(18) . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C21 H21 0.9300 . ? C22 C23 1.507(10) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 O6 1.121(14) . ? C24 H24 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 O1 Zn1 O1 159.5(3) . 2_556 ? O1 Zn1 O4 93.90(19) . . ? O1 Zn1 O4 72.20(19) 2_556 . ? O1 Zn1 O4 72.20(19) . 2_556 ? O1 Zn1 O4 93.90(19) 2_556 2_556 ? O4 Zn1 O4 96.4(3) . 2_556 ? O1 Zn1 N2 110.2(2) . 2_556 ? O1 Zn1 N2 84.8(2) 2_556 2_556 ? O4 Zn1 N2 155.8(2) . 2_556 ? O4 Zn1 N2 92.4(2) 2_556 2_556 ? O1 Zn1 N2 84.8(2) . . ? O1 Zn1 N2 110.2(2) 2_556 . ? O4 Zn1 N2 92.4(2) . . ? O4 Zn1 N2 155.8(2) 2_556 . ? N2 Zn1 N2 88.6(4) 2_556 . ? O1 Zn1 Zn2 42.40(15) . . ? O1 Zn1 Zn2 118.04(16) 2_556 . ? O4 Zn1 Zn2 77.64(14) . . ? O4 Zn1 Zn2 37.86(12) 2_556 . ? N2 Zn1 Zn2 121.18(16) 2_556 . ? N2 Zn1 Zn2 124.05(18) . . ? O1 Zn1 Zn2 118.04(16) . 2_556 ? O1 Zn1 Zn2 42.40(15) 2_556 2_556 ? O4 Zn1 Zn2 37.86(12) . 2_556 ? O4 Zn1 Zn2 77.64(14) 2_556 2_556 ? N2 Zn1 Zn2 124.05(18) 2_556 2_556 ? N2 Zn1 Zn2 121.18(16) . 2_556 ? Zn2 Zn1 Zn2 82.35(5) . 2_556 ? O4 Zn2 O5 101.1(2) 2_556 . ? O4 Zn2 N3 121.4(2) 2_556 . ? O5 Zn2 N3 90.0(3) . . ? O4 Zn2 N1 120.2(2) 2_556 . ? O5 Zn2 N1 95.6(3) . . ? N3 Zn2 N1 115.6(2) . . ? O4 Zn2 O1 74.3(2) 2_556 . ? O5 Zn2 O1 174.3(2) . . ? N3 Zn2 O1 95.3(3) . . ? N1 Zn2 O1 84.1(3) . . ? O4 Zn2 Zn1 42.13(14) 2_556 . ? O5 Zn2 Zn1 136.94(18) . . ? N3 Zn2 Zn1 94.0(2) . . ? N1 Zn2 Zn1 120.5(2) . . ? O1 Zn2 Zn1 40.63(13) . . ? C1 O1 Zn1 133.7(5) . . ? C1 O1 Zn2 129.0(5) . . ? Zn1 O1 Zn2 97.0(2) . . ? C10 O2 H2 109.5 . . ? C13 O3 H3 109.5 . . ? C8 N1 C9 115.7(8) . . ? C8 N1 Zn2 126.8(6) . . ? C9 N1 Zn2 117.4(6) . . ? C11 N2 C12 114.6(7) . . ? C11 N2 Zn1 126.8(6) . . ? C12 N2 Zn1 118.5(5) . . ? O1 C1 C6 121.4(7) . . ? O1 C1 C2 120.5(8) . . ? C6 C1 C2 118.1(8) . . ? C3 C2 C1 119.4(9) . . ? C3 C2 C8 116.3(9) . . ? C1 C2 C8 124.3(8) . . ? C4 C3 C2 123.7(9) . . ? C4 C3 H3A 118.1 . . ? C2 C3 H3A 118.1 . . ? C3 C4 C5 118.0(9) . . ? C3 C4 C7 123.4(10) . . ? C5 C4 C7 118.4(11) . . ? C4 C5 C6 121.1(9) . . ? C4 C5 H5 119.5 . . ? C6 C5 H5 119.5 . . ? C1 C6 C5 119.7(8) . . ? C1 C6 C11 125.0(7) . . ? C5 C6 C11 115.3(9) . . ? C4 C7 H7A 109.5 . . ? C4 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C4 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N1 C8 C2 127.2(8) . . ? N1 C8 H8 116.4 . . ? C2 C8 H8 116.4 . . ? N1 C9 C10 108.8(7) . . ? N1 C9 H9A 109.9 . . ? C10 C9 H9A 109.9 . . ? N1 C9 H9B 109.9 . . ? C10 C9 H9B 109.9 . . ? H9A C9 H9B 108.3 . . ? O2 C10 C9 112.9(8) . . ? O2 C10 H10A 109.0 . . ? C9 C10 H10A 109.0 . . ? O2 C10 H10B 109.0 . . ? C9 C10 H10B 109.0 . . ? H10A C10 H10B 107.8 . . ? N2 C11 C6 126.7(8) . . ? N2 C11 H11 116.6 . . ? C6 C11 H11 116.6 . . ? N2 C12 C13 110.1(7) . . ? N2 C12 H12A 109.6 . . ? C13 C12 H12A 109.6 . . ? N2 C12 H12B 109.6 . . ? C13 C12 H12B 109.6 . . ? H12A C12 H12B 108.1 . . ? O3 C13 C12 114.5(7) . . ? O3 C13 H13A 108.6 . . ? C12 C13 H13A 108.6 . . ? O3 C13 H13B 108.6 . . ? C12 C13 H13B 108.6 . . ? H13A C13 H13B 107.6 . . ? C23 O4 Zn2 122.3(5) . 2_556 ? C23 O4 Zn1 134.3(4) . . ? Zn2 O4 Zn1 100.0(2) 2_556 . ? C14 O5 Zn2 129.4(6) . . ? C21 N3 C22 117.4(8) . . ? C21 N3 Zn2 124.4(7) . . ? C22 N3 Zn2 118.1(6) . . ? O5 C14 C19 116.6(11) . . ? O5 C14 C15 123.3(10) . . ? C19 C14 C15 120.0(11) . . ? C16 C15 C21 118.9(11) . . ? C16 C15 C14 119.4(11) . . ? C21 C15 C14 121.7(10) . . ? C17 C16 C15 124.3(14) . . ? C17 C16 H16 117.8 . . ? C15 C16 H16 117.8 . . ? C16 C17 C18 115.5(16) . . ? C16 C17 C20 121.1(18) . . ? C18 C17 C20 123.4(19) . . ? C17 C18 C19 125.7(15) . . ? C17 C18 H18 117.1 . . ? C19 C18 H18 117.1 . . ? C14 C19 C18 115.0(13) . . ? C14 C19 C24 116.9(13) . . ? C18 C19 C24 128.1(14) . . ? C17 C20 H20A 109.5 . . ? C17 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C17 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? N3 C21 C15 130.5(9) . . ? N3 C21 H21 114.8 . . ? C15 C21 H21 114.8 . . ? N3 C22 C23 110.5(6) . . ? N3 C22 H22A 109.5 . . ? C23 C22 H22A 109.5 . . ? N3 C22 H22B 109.5 . . ? C23 C22 H22B 109.5 . . ? H22A C22 H22B 108.1 . . ? O4 C23 C22 116.2(6) . . ? O4 C23 H23A 108.2 . . ? C22 C23 H23A 108.2 . . ? O4 C23 H23B 108.2 . . ? C22 C23 H23B 108.2 . . ? H23A C23 H23B 107.4 . . ? O6 C24 C19 123.2(17) . . ? O6 C24 H24 118.4 . . ? C19 C24 H24 118.4 . . ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 22.50 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 0.371 _refine_diff_density_min -0.352 _refine_diff_density_rms 0.065 data_drag039_0m _database_code_depnum_ccdc_archive 'CCDC 795506' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C60 H88 Cl4 N8 O32 Zn2' _chemical_formula_weight 1705.98 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0030 0.0020 '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' Cl Cl 0.1480 0.1590 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2840 1.4300 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 25.197(4) _cell_length_b 11.2209(15) _cell_length_c 16.045(2) _cell_angle_alpha 90.00 _cell_angle_beta 121.446(4) _cell_angle_gamma 90.00 _cell_volume 3870.1(9) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Block _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.464 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1776 _exptl_absorpt_coefficient_mu 0.846 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type Bruker _diffrn_measurement_method /W-scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number 25 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 60 _diffrn_standards_decay_% ? _diffrn_reflns_number 24987 _diffrn_reflns_av_R_equivalents 0.0518 _diffrn_reflns_av_sigmaI/netI 0.0377 _diffrn_reflns_limit_h_min -31 _diffrn_reflns_limit_h_max 31 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.89 _diffrn_reflns_theta_max 26.81 _reflns_number_total 4132 _reflns_number_gt 2799 _reflns_threshold_expression >2sigma(I) _computing_data_collection Bruker _computing_cell_refinement Bruker _computing_data_reduction Bruker _computing_structure_solution 'SHELXL-97 (Sheldrick,1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0982P)^2^+14.3396P] 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 4132 _refine_ls_number_parameters 252 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1064 _refine_ls_R_factor_gt 0.0707 _refine_ls_wR_factor_ref 0.2147 _refine_ls_wR_factor_gt 0.1883 _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_restrained_S_all 1.037 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1W O 0.1911(3) 0.3711(5) 0.1186(4) 0.1163(18) Uani 1 1 d . . . O4 O 0.3115(3) 0.2815(4) 0.4591(4) 0.126(2) Uani 1 1 d . . . O5 O 0.2828(4) 0.2814(10) 0.2999(6) 0.207(4) Uani 1 1 d . . . O6 O 0.2140(4) 0.2297(10) 0.3324(7) 0.208(4) Uani 1 1 d . . . O7 O 0.2947(6) 0.1106(7) 0.3770(8) 0.310(8) Uani 1 1 d . . . C13 C 0.2144(5) 0.4732(8) 0.9088(15) 0.262(11) Uani 1 1 d . . . H13A H 0.2162 0.5470 0.8789 0.314 Uiso 1 1 calc R . . H13B H 0.2397 0.4864 0.9787 0.314 Uiso 1 1 calc R . . H1' H 0.130(3) 0.405(7) 0.875(6) 0.12(3) Uiso 1 1 d . . . H2' H -0.078(4) 0.104(8) 0.618(6) 0.12(4) Uiso 1 1 d . . . H3' H 0.338(3) 0.256(7) 0.973(5) 0.11(3) Uiso 1 1 d . . . Zn1 Zn 0.0000 0.21013(6) 0.7500 0.0469(3) Uani 1 2 d S . . O1 O 0.05669(14) 0.3387(3) 0.8527(2) 0.0494(7) Uani 1 1 d . . . N2 N -0.05064(18) 0.2184(3) 0.8205(3) 0.0526(9) Uani 1 1 d . . . O2 O -0.0605(2) 0.0746(4) 0.6549(4) 0.0645(11) Uani 1 1 d . . . C1 C 0.0314(2) 0.4324(4) 0.8642(3) 0.0434(10) Uani 1 1 d . . . C2 C 0.0605(2) 0.5460(4) 0.8808(3) 0.0456(10) Uani 1 1 d . . . C9 C -0.0577(2) 0.3168(4) 0.8540(4) 0.0551(12) Uani 1 1 d . . . H9 H -0.0857 0.3169 0.8754 0.066 Uiso 1 1 calc R . . C5 C -0.0507(2) 0.5338(5) 0.8746(4) 0.0572(12) Uani 1 1 d . . . H5 H -0.0873 0.5291 0.8751 0.069 Uiso 1 1 calc R . . C3 C 0.0322(2) 0.6490(4) 0.8909(3) 0.0525(11) Uani 1 1 d . . . H3 H 0.0520 0.7220 0.9007 0.063 Uiso 1 1 calc R . . C6 C -0.0262(2) 0.4285(4) 0.8617(3) 0.0477(10) Uani 1 1 d . . . C8 C 0.1197(2) 0.5569(5) 0.8911(4) 0.0652(14) Uani 1 1 d . . . H8 H 0.1371 0.6325 0.9006 0.078 Uiso 1 1 calc R . . C4 C -0.0235(2) 0.6452(4) 0.8867(4) 0.0567(12) Uani 1 1 d . . . O3 O 0.3443(2) 0.3371(5) 0.9884(3) 0.0917(14) Uani 1 1 d . . . C12 C -0.0919(3) -0.0067(5) 0.6848(5) 0.0736(16) Uani 1 1 d . . . H12A H -0.0616 -0.0619 0.7324 0.088 Uiso 1 1 calc R . . H12B H -0.1219 -0.0528 0.6285 0.088 Uiso 1 1 calc R . . C11 C -0.1250(3) 0.0544(5) 0.7283(5) 0.0730(16) Uani 1 1 d . . . H11A H -0.1523 0.1146 0.6827 0.088 Uiso 1 1 calc R . . H11B H -0.1508 -0.0038 0.7353 0.088 Uiso 1 1 calc R . . C15 C 0.3058(3) 0.4137(6) 0.9118(5) 0.0818(18) Uani 1 1 d . . . H15A H 0.3051 0.3899 0.8532 0.098 Uiso 1 1 calc R . . H15B H 0.3219 0.4943 0.9281 0.098 Uiso 1 1 calc R . . N1 N 0.1505(3) 0.4678(5) 0.8880(6) 0.097(2) Uani 1 1 d . . . C10 C -0.0836(3) 0.1125(5) 0.8256(5) 0.0721(16) Uani 1 1 d . . . H10A H -0.1086 0.1358 0.8527 0.086 Uiso 1 1 calc R . . H10B H -0.0532 0.0548 0.8696 0.086 Uiso 1 1 calc R . . C7 C -0.0538(3) 0.7555(5) 0.8980(5) 0.0778(17) Uani 1 1 d . . . H7A H -0.0922 0.7338 0.8932 0.117 Uiso 1 1 calc R . . H7B H -0.0620 0.8115 0.8474 0.117 Uiso 1 1 calc R . . H7C H -0.0264 0.7911 0.9607 0.117 Uiso 1 1 calc R . . C14 C 0.2407(4) 0.4102(7) 0.8934(11) 0.177(6) Uani 1 1 d . . . H14A H 0.2146 0.3956 0.8237 0.213 Uiso 1 1 calc R . . H14B H 0.2395 0.3371 0.9246 0.213 Uiso 1 1 calc R . . Cl1 Cl 0.27524(9) 0.21962(15) 0.37166(14) 0.0919(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1W 0.151(5) 0.076(3) 0.112(4) -0.010(3) 0.062(4) -0.006(3) O4 0.134(5) 0.075(3) 0.091(4) -0.001(3) 0.004(3) 0.004(3) O5 0.182(8) 0.281(12) 0.132(6) 0.028(7) 0.063(6) -0.065(7) O6 0.098(5) 0.307(12) 0.191(8) -0.063(8) 0.055(6) -0.054(6) O7 0.390(16) 0.087(5) 0.201(9) -0.041(6) -0.022(10) 0.056(8) C13 0.160(9) 0.095(6) 0.64(3) -0.158(12) 0.290(16) -0.075(6) Zn1 0.0460(4) 0.0354(4) 0.0602(5) 0.000 0.0284(4) 0.000 O1 0.0426(16) 0.0408(16) 0.0618(19) -0.0068(14) 0.0251(15) -0.0003(13) N2 0.051(2) 0.047(2) 0.065(2) 0.0051(19) 0.033(2) -0.0016(18) O2 0.059(2) 0.049(2) 0.076(3) -0.006(2) 0.029(2) -0.0132(18) C1 0.045(2) 0.041(2) 0.042(2) 0.0000(18) 0.0212(19) 0.0041(18) C2 0.045(2) 0.042(2) 0.047(2) -0.0060(19) 0.022(2) -0.0020(19) C9 0.056(3) 0.055(3) 0.066(3) 0.003(2) 0.040(3) 0.001(2) C5 0.059(3) 0.060(3) 0.065(3) 0.003(2) 0.040(3) 0.011(2) C3 0.064(3) 0.039(2) 0.051(3) -0.001(2) 0.028(2) 0.002(2) C6 0.050(2) 0.044(2) 0.053(3) 0.001(2) 0.030(2) 0.002(2) C8 0.062(3) 0.043(3) 0.094(4) -0.022(3) 0.043(3) -0.016(2) C4 0.064(3) 0.046(3) 0.064(3) 0.003(2) 0.036(3) 0.014(2) O3 0.101(3) 0.072(3) 0.084(3) -0.003(2) 0.036(3) 0.026(3) C12 0.080(4) 0.044(3) 0.092(4) -0.001(3) 0.041(3) -0.012(3) C11 0.062(3) 0.061(3) 0.097(4) 0.006(3) 0.041(3) -0.017(3) C15 0.055(3) 0.068(4) 0.118(5) 0.006(4) 0.043(4) 0.009(3) N1 0.072(3) 0.057(3) 0.189(7) -0.045(4) 0.088(4) -0.023(3) C10 0.083(4) 0.054(3) 0.098(4) 0.010(3) 0.061(4) -0.009(3) C7 0.085(4) 0.057(3) 0.094(4) 0.000(3) 0.049(4) 0.021(3) C14 0.087(5) 0.070(5) 0.400(19) -0.053(8) 0.144(9) -0.012(4) Cl1 0.0900(12) 0.0687(11) 0.0859(12) 0.0046(8) 0.0241(10) -0.0030(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 O4 Cl1 1.396(5) . ? O5 Cl1 1.440(8) . ? O6 Cl1 1.334(8) . ? O7 Cl1 1.304(8) . ? C13 C14 1.083(10) . ? C13 N1 1.464(8) . ? Zn1 O1 2.093(3) . ? Zn1 O1 2.093(3) 2_556 ? Zn1 N2 2.103(4) 2_556 ? Zn1 N2 2.103(4) . ? Zn1 O2 2.130(4) . ? Zn1 O2 2.130(4) 2_556 ? O1 C1 1.291(5) . ? N2 C9 1.281(6) . ? N2 C10 1.476(6) . ? O2 C12 1.442(7) . ? C1 C2 1.425(6) . ? C1 C6 1.432(6) . ? C2 C3 1.411(6) . ? C2 C8 1.417(7) . ? C9 C6 1.454(6) . ? C5 C4 1.389(7) . ? C5 C6 1.398(6) . ? C3 C4 1.370(7) . ? C8 N1 1.282(7) . ? C4 C7 1.515(7) . ? O3 C15 1.395(8) . ? C12 C11 1.504(8) . ? C11 C10 1.500(9) . ? C15 C14 1.507(8) . ? 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 C14 C13 N1 130.7(9) . . ? O1 Zn1 O1 92.89(18) . 2_556 ? O1 Zn1 N2 92.13(14) . 2_556 ? O1 Zn1 N2 84.39(14) 2_556 2_556 ? O1 Zn1 N2 84.39(14) . . ? O1 Zn1 N2 92.13(14) 2_556 . ? N2 Zn1 N2 175.0(2) 2_556 . ? O1 Zn1 O2 174.46(15) . . ? O1 Zn1 O2 89.35(16) 2_556 . ? N2 Zn1 O2 93.13(16) 2_556 . ? N2 Zn1 O2 90.47(17) . . ? O1 Zn1 O2 89.35(16) . 2_556 ? O1 Zn1 O2 174.46(15) 2_556 2_556 ? N2 Zn1 O2 90.47(16) 2_556 2_556 ? N2 Zn1 O2 93.13(16) . 2_556 ? O2 Zn1 O2 88.9(3) . 2_556 ? C1 O1 Zn1 119.3(3) . . ? C9 N2 C10 117.7(4) . . ? C9 N2 Zn1 121.3(3) . . ? C10 N2 Zn1 120.7(3) . . ? C12 O2 Zn1 121.7(4) . . ? O1 C1 C2 120.8(4) . . ? O1 C1 C6 122.6(4) . . ? C2 C1 C6 116.6(4) . . ? C3 C2 C8 118.7(4) . . ? C3 C2 C1 120.8(4) . . ? C8 C2 C1 120.4(4) . . ? N2 C9 C6 126.1(4) . . ? C4 C5 C6 123.9(4) . . ? C4 C3 C2 122.4(4) . . ? C5 C6 C1 119.3(4) . . ? C5 C6 C9 118.5(4) . . ? C1 C6 C9 122.0(4) . . ? N1 C8 C2 123.4(5) . . ? C3 C4 C5 116.9(4) . . ? C3 C4 C7 122.4(5) . . ? C5 C4 C7 120.6(5) . . ? O2 C12 C11 113.5(4) . . ? C10 C11 C12 115.4(5) . . ? O3 C15 C14 110.1(7) . . ? C8 N1 C13 125.1(5) . . ? N2 C10 C11 113.5(5) . . ? C13 C14 C15 132.2(9) . . ? O7 Cl1 O6 114.4(8) . . ? O7 Cl1 O4 112.0(5) . . ? O6 Cl1 O4 115.0(5) . . ? O7 Cl1 O5 107.6(9) . . ? O6 Cl1 O5 100.6(6) . . ? O4 Cl1 O5 105.9(5) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.81 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.869 _refine_diff_density_min -0.715 _refine_diff_density_rms 0.081