# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 data_global #TrackingRef 'web_deposit_cif_file_0_DiSun_1321770591.P1-5-r1.cif' _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Sun, Di' _publ_contact_author_email dsun@sdu.edu.cn loop_ _publ_author_name 'Di Sun' 'Xian Zhao' 'Jianmin Dou' data_Co #TrackingRef 'web_deposit_cif_file_0_DiSun_1321770591.P1-5-r1.cif' _database_code_depnum_ccdc_archive 'CCDC 836778' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C34 H24 Co N2 O10, 2(H2 O)' _chemical_formula_sum 'C34 H28 Co N2 O12' _chemical_formula_weight 715.51 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 _symmetry_space_group_name_Hall '-C 2yc' 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 13.974(5) _cell_length_b 19.181(7) _cell_length_c 12.840(5) _cell_angle_alpha 90.00 _cell_angle_beta 117.009(3) _cell_angle_gamma 90.00 _cell_volume 3066(2) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 2818 _cell_measurement_theta_min 2.08 _cell_measurement_theta_max 25.50 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.550 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1476 _exptl_absorpt_coefficient_mu 0.632 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9280 _exptl_absorpt_correction_T_max 0.9511 _exptl_absorpt_process_details '(SADABS; Bruker, 2001)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 APEXII CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 7723 _diffrn_reflns_av_R_equivalents 0.0467 _diffrn_reflns_av_sigmaI/netI 0.0609 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.08 _diffrn_reflns_theta_max 25.50 _reflns_number_total 2818 _reflns_number_gt 2070 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'APEX2 (Bruker, 2004)' _computing_cell_refinement 'SAINT-Plus (Bruker, 2001)' _computing_data_reduction SAINT-Plus _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 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^)+(0.0095P)^2^+8.4268P] 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 2818 _refine_ls_number_parameters 239 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0770 _refine_ls_R_factor_gt 0.0493 _refine_ls_wR_factor_ref 0.0870 _refine_ls_wR_factor_gt 0.0786 _refine_ls_goodness_of_fit_ref 0.998 _refine_ls_restrained_S_all 1.000 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.6135(5) 0.4325(4) 0.1302(6) 0.0383(17) Uani 1 1 d . . . H1 H 0.6334 0.3897 0.1119 0.046 Uiso 1 1 calc R . . C2 C 0.6434(5) 0.4928(4) 0.0925(6) 0.0452(19) Uani 1 1 d . . . H2 H 0.6816 0.4901 0.0493 0.054 Uiso 1 1 calc R . . C3 C 0.6162(5) 0.5560(4) 0.1196(6) 0.0451(19) Uani 1 1 d . . . H3 H 0.6363 0.5967 0.0955 0.054 Uiso 1 1 calc R . . C4 C 0.5580(5) 0.5595(3) 0.1836(6) 0.0357(16) Uani 1 1 d . . . C5 C 0.5304(5) 0.4961(3) 0.2175(5) 0.0285(14) Uani 1 1 d . . . C6 C 0.5267(6) 0.6231(3) 0.2178(6) 0.051(2) Uani 1 1 d . . . H6 H 0.5438 0.6654 0.1949 0.061 Uiso 1 1 calc R . . C7 C 0.2895(5) 0.1994(3) 0.4489(6) 0.0304(15) Uani 1 1 d . . . C8 C 0.2209(5) 0.2526(3) 0.3823(6) 0.0349(16) Uani 1 1 d . . . H8 H 0.2009 0.2549 0.3027 0.042 Uiso 1 1 calc R . . C9 C 0.3180(5) 0.1982(3) 0.5681(6) 0.0355(16) Uani 1 1 d . . . H9 H 0.3641 0.1637 0.6150 0.043 Uiso 1 1 calc R . . C10 C 0.3270(4) 0.1434(3) 0.3958(5) 0.0266(14) Uani 1 1 d . . . C11 C 0.3560(4) 0.1555(3) 0.3057(5) 0.0269(13) Uani 1 1 d . . . C12 C 0.3606(5) 0.2260(3) 0.2552(6) 0.0274(14) Uani 1 1 d . . . C13 C 0.3850(5) 0.1004(3) 0.2561(6) 0.0310(15) Uani 1 1 d . . . H13 H 0.4018 0.1090 0.1950 0.037 Uiso 1 1 calc R . . C14 C 0.3896(5) 0.0329(3) 0.2958(6) 0.0344(16) Uani 1 1 d . . . H14 H 0.4120 -0.0034 0.2640 0.041 Uiso 1 1 calc R . . C15 C 0.3605(5) 0.0200(3) 0.3835(5) 0.0292(14) Uani 1 1 d . . . C16 C 0.3286(5) 0.0752(3) 0.4308(5) 0.0313(15) Uani 1 1 d . . . H16 H 0.3075 0.0657 0.4885 0.038 Uiso 1 1 calc R . . C17 C 0.3559(5) -0.0525(3) 0.4230(6) 0.0344(16) Uani 1 1 d . . . N1 N 0.5582(4) 0.4328(2) 0.1909(4) 0.0279(12) Uani 1 1 d . . . Co1 Co 0.5000 0.34727(6) 0.2500 0.0252(3) Uani 1 2 d S . . O1 O 0.4359(3) 0.2668(2) 0.3168(3) 0.0318(10) Uani 1 1 d . . . O2 O 0.2929(4) 0.2358(2) 0.1516(4) 0.0450(13) Uani 1 1 d . . . O3 O 0.3646(3) 0.3436(3) 0.0881(4) 0.0339(10) Uani 1 1 d D . . O4 O 0.3123(4) -0.0670(2) 0.4829(4) 0.0474(13) Uani 1 1 d . . . O5 O 0.4034(4) -0.0983(2) 0.3856(5) 0.0511(14) Uani 1 1 d . . . H5 H 0.4000 -0.1371 0.4106 0.077 Uiso 1 1 calc R . . O6 O 0.0783(5) 0.2723(3) 0.0500(5) 0.0468(13) Uani 1 1 d D . . H1W H 0.321(3) 0.3759(17) 0.070(5) 0.04(2) Uiso 1 1 d D . . H2W H 0.343(4) 0.3066(15) 0.101(7) 0.08(3) Uiso 1 1 d D . . H3W H 0.151(4) 0.261(8) 0.074(8) 0.27(10) Uiso 1 1 d D . . H4W H 0.036(5) 0.260(4) -0.017(4) 0.08(3) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.038(4) 0.042(4) 0.039(4) 0.000(3) 0.022(4) 0.001(3) C2 0.039(4) 0.067(5) 0.038(4) 0.008(4) 0.025(4) -0.006(4) C3 0.039(4) 0.050(5) 0.042(5) 0.012(4) 0.014(4) -0.014(4) C4 0.035(4) 0.031(4) 0.035(4) 0.005(3) 0.010(3) -0.008(3) C5 0.029(3) 0.030(3) 0.023(4) 0.002(3) 0.009(3) 0.001(3) C6 0.062(5) 0.026(3) 0.057(6) 0.004(4) 0.021(4) -0.007(3) C7 0.033(4) 0.029(3) 0.034(4) -0.003(3) 0.019(3) -0.008(3) C8 0.045(4) 0.036(4) 0.030(4) -0.003(3) 0.022(3) -0.002(3) C9 0.045(4) 0.030(4) 0.035(4) 0.002(3) 0.021(3) 0.003(3) C10 0.029(3) 0.027(3) 0.027(4) -0.003(3) 0.016(3) -0.005(3) C11 0.025(3) 0.027(3) 0.026(3) 0.000(3) 0.009(3) -0.006(3) C12 0.029(3) 0.029(3) 0.030(4) 0.000(3) 0.018(3) -0.001(3) C13 0.039(4) 0.030(4) 0.032(4) -0.002(3) 0.023(3) -0.005(3) C14 0.039(4) 0.030(4) 0.041(4) -0.002(3) 0.024(3) -0.001(3) C15 0.029(3) 0.029(3) 0.032(4) -0.001(3) 0.016(3) -0.003(3) C16 0.037(4) 0.035(4) 0.030(4) -0.001(3) 0.022(3) -0.007(3) C17 0.035(4) 0.028(4) 0.038(4) 0.000(3) 0.014(3) -0.005(3) N1 0.032(3) 0.031(3) 0.026(3) 0.001(2) 0.018(3) 0.001(2) Co1 0.0312(7) 0.0211(6) 0.0256(7) 0.000 0.0150(6) 0.000 O1 0.035(2) 0.029(2) 0.029(3) 0.002(2) 0.012(2) -0.008(2) O2 0.040(3) 0.043(3) 0.036(3) 0.010(2) 0.003(2) -0.010(2) O3 0.038(2) 0.028(3) 0.036(3) 0.005(2) 0.017(2) 0.006(2) O4 0.065(3) 0.036(3) 0.052(3) 0.003(2) 0.036(3) -0.013(2) O5 0.070(4) 0.028(3) 0.068(4) 0.007(3) 0.043(3) 0.005(3) O6 0.050(3) 0.039(3) 0.044(3) -0.013(3) 0.015(3) 0.000(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.323(7) . ? C1 C2 1.391(9) . ? C1 H1 0.9300 . ? C2 C3 1.361(10) . ? C2 H2 0.9300 . ? C3 C4 1.396(9) . ? C3 H3 0.9300 . ? C4 C5 1.404(8) . ? C4 C6 1.430(9) . ? C5 N1 1.364(7) . ? C5 C5 1.437(11) 2_655 ? C6 C6 1.342(14) 2_655 ? C6 H6 0.9300 . ? C7 C9 1.395(8) . ? C7 C8 1.396(8) . ? C7 C10 1.489(8) . ? C8 C9 1.381(8) 7_556 ? C8 H8 0.9300 . ? C9 C8 1.381(8) 7_556 ? C9 H9 0.9300 . ? C10 C16 1.381(8) . ? C10 C11 1.408(8) . ? C11 C13 1.386(8) . ? C11 C12 1.514(8) . ? C12 O2 1.247(7) . ? C12 O1 1.261(7) . ? C13 C14 1.382(8) . ? C13 H13 0.9300 . ? C14 C15 1.382(8) . ? C14 H14 0.9300 . ? C15 C16 1.390(8) . ? C15 C17 1.492(8) . ? C16 H16 0.9300 . ? C17 O4 1.210(7) . ? C17 O5 1.317(7) . ? N1 Co1 2.119(5) . y Co1 O3 2.082(4) . y Co1 O3 2.082(4) 2_655 ? Co1 N1 2.119(5) 2_655 y Co1 O1 2.148(4) . y Co1 O1 2.148(4) 2_655 ? O3 H1W 0.820(2) . ? O3 H2W 0.820(2) . ? O5 H5 0.8200 . ? O6 H3W 0.95(7) . ? O6 H4W 0.826(10) . ? 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 C1 C2 123.4(6) . . ? N1 C1 H1 118.3 . . ? C2 C1 H1 118.3 . . ? C3 C2 C1 119.2(6) . . ? C3 C2 H2 120.4 . . ? C1 C2 H2 120.4 . . ? C2 C3 C4 120.0(6) . . ? C2 C3 H3 120.0 . . ? C4 C3 H3 120.0 . . ? C3 C4 C5 117.1(6) . . ? C3 C4 C6 124.3(6) . . ? C5 C4 C6 118.6(6) . . ? N1 C5 C4 123.0(6) . . ? N1 C5 C5 117.1(3) . 2_655 ? C4 C5 C5 119.9(4) . 2_655 ? C6 C6 C4 121.5(4) 2_655 . ? C6 C6 H6 119.3 2_655 . ? C4 C6 H6 119.3 . . ? C9 C7 C8 117.2(6) . . ? C9 C7 C10 120.5(6) . . ? C8 C7 C10 122.2(6) . . ? C9 C8 C7 121.5(6) 7_556 . ? C9 C8 H8 119.3 7_556 . ? C7 C8 H8 119.3 . . ? C8 C9 C7 121.3(6) 7_556 . ? C8 C9 H9 119.3 7_556 . ? C7 C9 H9 119.3 . . ? C16 C10 C11 117.2(5) . . ? C16 C10 C7 119.4(5) . . ? C11 C10 C7 123.3(5) . . ? C13 C11 C10 120.3(6) . . ? C13 C11 C12 114.0(5) . . ? C10 C11 C12 125.7(5) . . ? O2 C12 O1 126.1(6) . . ? O2 C12 C11 115.6(5) . . ? O1 C12 C11 118.1(5) . . ? C11 C13 C14 121.3(6) . . ? C11 C13 H13 119.4 . . ? C14 C13 H13 119.4 . . ? C15 C14 C13 119.1(6) . . ? C15 C14 H14 120.4 . . ? C13 C14 H14 120.5 . . ? C14 C15 C16 119.4(6) . . ? C14 C15 C17 121.1(6) . . ? C16 C15 C17 119.3(6) . . ? C10 C16 C15 122.6(6) . . ? C10 C16 H16 118.7 . . ? C15 C16 H16 118.7 . . ? O4 C17 O5 124.2(6) . . ? O4 C17 C15 122.8(6) . . ? O5 C17 C15 113.1(6) . . ? C1 N1 C5 117.4(5) . . ? C1 N1 Co1 129.0(4) . . ? C5 N1 Co1 113.6(4) . . ? O3 Co1 O3 176.2(3) . 2_655 y O3 Co1 N1 93.48(18) . 2_655 y O3 Co1 N1 89.48(19) 2_655 2_655 ? O3 Co1 N1 89.48(19) . . ? O3 Co1 N1 93.48(18) 2_655 . y N1 Co1 N1 78.5(3) 2_655 . ? O3 Co1 O1 91.13(17) . . ? O3 Co1 O1 86.12(16) 2_655 . y N1 Co1 O1 96.65(17) 2_655 . ? N1 Co1 O1 175.18(18) . . ? O3 Co1 O1 86.12(16) . 2_655 ? O3 Co1 O1 91.13(17) 2_655 2_655 ? N1 Co1 O1 175.18(18) 2_655 2_655 ? N1 Co1 O1 96.65(17) . 2_655 ? O1 Co1 O1 88.2(2) . 2_655 y C12 O1 Co1 125.2(4) . . y Co1 O3 H1W 118(4) . . ? Co1 O3 H2W 95(5) . . ? H1W O3 H2W 115(6) . . ? C17 O5 H5 109.5 . . ? H3W O6 H4W 115(8) . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.399 _refine_diff_density_min -0.385 _refine_diff_density_rms 0.061 data_Cu #TrackingRef 'web_deposit_cif_file_0_DiSun_1321770591.P1-5-r1.cif' _database_code_depnum_ccdc_archive 'CCDC 836779' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C23 H13 Cu N2 O4' _chemical_formula_sum 'C23 H13 Cu N2 O4' _chemical_formula_weight 444.89 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' Cu Cu 0.3201 1.2651 '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 18.101(4) _cell_length_b 15.391(4) _cell_length_c 16.678(4) _cell_angle_alpha 90.00 _cell_angle_beta 111.648(3) _cell_angle_gamma 90.00 _cell_volume 4318.8(17) _cell_formula_units_Z 8 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 1147 _cell_measurement_theta_min 2.42 _cell_measurement_theta_max 18.41 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.368 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1808 _exptl_absorpt_coefficient_mu 1.041 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8852 _exptl_absorpt_correction_T_max 0.9213 _exptl_absorpt_process_details '(SADABS; Bruker, 2001)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 APEXII CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 11090 _diffrn_reflns_av_R_equivalents 0.0735 _diffrn_reflns_av_sigmaI/netI 0.0870 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.42 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3707 _reflns_number_gt 2360 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'APEX2 (Bruker, 2004)' _computing_cell_refinement 'SAINT-Plus (Bruker, 2001)' _computing_data_reduction SAINT-Plus _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 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^)+(0.1320P)^2^+0.2486P] 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 3707 _refine_ls_number_parameters 271 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1217 _refine_ls_R_factor_gt 0.0772 _refine_ls_wR_factor_ref 0.2194 _refine_ls_wR_factor_gt 0.1892 _refine_ls_goodness_of_fit_ref 1.006 _refine_ls_restrained_S_all 1.006 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.2599(4) -0.0123(4) 0.1152(4) 0.0327(15) Uani 1 1 d . . . C2 C 0.2449(4) -0.0774(4) 0.1755(4) 0.0310(14) Uani 1 1 d . . . C3 C 0.3029(4) -0.1355(4) 0.2238(4) 0.0339(15) Uani 1 1 d . . . H3 H 0.3507 -0.1391 0.2152 0.041 Uiso 1 1 calc R . . C4 C 0.2897(4) -0.1886(4) 0.2850(4) 0.0306(14) Uani 1 1 d . . . H4 H 0.3285 -0.2278 0.3169 0.037 Uiso 1 1 calc R . . C5 C 0.2181(4) -0.1826(4) 0.2982(4) 0.0269(13) Uani 1 1 d . . . C6 C 0.1573(4) -0.1304(4) 0.2457(4) 0.0270(13) Uani 1 1 d . . . C7 C 0.1718(4) -0.0769(4) 0.1834(4) 0.0357(15) Uani 1 1 d . . . H7 H 0.1316 -0.0412 0.1479 0.043 Uiso 1 1 calc R . . C8 C 0.0774(4) -0.1289(4) 0.2487(4) 0.0296(14) Uani 1 1 d . . . C9 C 0.0381(4) -0.2070(4) 0.2493(4) 0.0292(13) Uani 1 1 d . . . H9 H 0.0634 -0.2595 0.2489 0.035 Uiso 1 1 calc R . . C10 C 0.0371(4) -0.0524(4) 0.2484(5) 0.0436(17) Uani 1 1 d . . . H10 H 0.0613 0.0003 0.2460 0.052 Uiso 1 1 calc R . . C11 C 0.2901(4) 0.2702(4) 0.1250(4) 0.0294(14) Uani 1 1 d . . . C12 C 0.2335(5) -0.0507(5) -0.1021(5) 0.0498(19) Uani 1 1 d . . . H12 H 0.1897 -0.0547 -0.0860 0.060 Uiso 1 1 calc R . . C13 C 0.2401(6) -0.1108(5) -0.1619(5) 0.061(2) Uani 1 1 d . . . H13 H 0.2012 -0.1528 -0.1859 0.074 Uiso 1 1 calc R . . C14 C 0.3062(6) -0.1056(5) -0.1842(5) 0.061(2) Uani 1 1 d . . . H14 H 0.3126 -0.1448 -0.2236 0.073 Uiso 1 1 calc R . . C15 C 0.3638(5) -0.0415(5) -0.1476(4) 0.0476(19) Uani 1 1 d . . . C16 C 0.3515(4) 0.0161(4) -0.0881(4) 0.0357(16) Uani 1 1 d . . . C17 C 0.4058(4) 0.0836(4) -0.0507(4) 0.0354(16) Uani 1 1 d . . . C18 C 0.4383(4) 0.2052(5) 0.0380(4) 0.0446(17) Uani 1 1 d . . . H18 H 0.4274 0.2435 0.0753 0.054 Uiso 1 1 calc R . . C19 C 0.5075(5) 0.2174(6) 0.0202(5) 0.062(2) Uani 1 1 d . . . H19 H 0.5408 0.2642 0.0444 0.074 Uiso 1 1 calc R . . C20 C 0.5259(5) 0.1612(6) -0.0321(5) 0.058(2) Uani 1 1 d . . . H20 H 0.5725 0.1686 -0.0427 0.070 Uiso 1 1 calc R . . C21 C 0.4754(4) 0.0928(5) -0.0698(4) 0.0464(19) Uani 1 1 d . . . C22 C 0.4861(5) 0.0296(6) -0.1300(5) 0.058(2) Uani 1 1 d . . . H22 H 0.5320 0.0321 -0.1426 0.070 Uiso 1 1 calc R . . C23 C 0.4319(5) -0.0320(6) -0.1678(5) 0.058(2) Uani 1 1 d . . . H23 H 0.4397 -0.0689 -0.2081 0.070 Uiso 1 1 calc R . . Cu1 Cu 0.28330(5) 0.10607(5) 0.02538(5) 0.0356(3) Uani 1 1 d . . . N1 N 0.3877(3) 0.1405(3) 0.0032(3) 0.0343(12) Uani 1 1 d . . . N2 N 0.2859(3) 0.0117(3) -0.0669(3) 0.0359(13) Uani 1 1 d . . . O1 O 0.2027(2) 0.1841(3) -0.0662(2) 0.0300(10) Uani 1 1 d . . . O2 O 0.2917(3) 0.1884(3) 0.1267(3) 0.0378(11) Uani 1 1 d . . . O3 O 0.2020(3) 0.0301(3) 0.0638(3) 0.0385(11) Uani 1 1 d . . . O4 O 0.3292(3) 0.0015(3) 0.1213(3) 0.0362(10) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.046(4) 0.032(3) 0.024(3) 0.005(3) 0.019(3) -0.002(3) C2 0.038(4) 0.032(3) 0.027(3) 0.000(3) 0.017(3) -0.007(3) C3 0.040(4) 0.035(3) 0.035(4) -0.005(3) 0.023(3) -0.007(3) C4 0.033(3) 0.031(3) 0.026(3) 0.002(3) 0.009(3) -0.001(3) C5 0.036(4) 0.025(3) 0.024(3) -0.006(3) 0.016(3) -0.012(3) C6 0.031(3) 0.029(3) 0.024(3) 0.004(3) 0.015(3) -0.005(3) C7 0.040(4) 0.031(3) 0.036(4) 0.005(3) 0.014(3) -0.003(3) C8 0.035(3) 0.031(3) 0.024(3) 0.002(3) 0.013(3) -0.003(3) C9 0.032(3) 0.022(3) 0.033(3) -0.001(3) 0.012(3) 0.000(3) C10 0.044(4) 0.029(4) 0.062(5) 0.008(3) 0.025(4) -0.004(3) C11 0.034(3) 0.032(3) 0.024(3) -0.001(3) 0.012(3) 0.001(3) C12 0.052(5) 0.047(4) 0.049(4) -0.006(4) 0.018(4) 0.005(4) C13 0.091(7) 0.044(4) 0.054(5) -0.025(4) 0.032(5) -0.019(4) C14 0.092(7) 0.054(5) 0.037(4) -0.018(4) 0.025(4) 0.009(5) C15 0.065(5) 0.044(4) 0.036(4) 0.006(3) 0.021(4) 0.021(4) C16 0.054(4) 0.034(3) 0.024(3) 0.008(3) 0.019(3) 0.014(3) C17 0.043(4) 0.040(4) 0.028(3) 0.013(3) 0.017(3) 0.018(3) C18 0.046(4) 0.047(4) 0.049(4) -0.004(4) 0.027(4) -0.005(3) C19 0.046(5) 0.075(6) 0.064(5) 0.005(5) 0.020(4) -0.018(4) C20 0.041(4) 0.082(6) 0.059(5) 0.016(5) 0.029(4) -0.003(4) C21 0.038(4) 0.072(5) 0.037(4) 0.019(4) 0.022(3) 0.026(4) C22 0.056(5) 0.084(6) 0.052(5) 0.019(5) 0.041(4) 0.037(5) C23 0.070(6) 0.068(6) 0.045(5) 0.006(4) 0.030(4) 0.030(5) Cu1 0.0478(6) 0.0323(5) 0.0315(5) 0.0019(4) 0.0204(4) 0.0015(4) N1 0.043(3) 0.034(3) 0.027(3) 0.007(2) 0.015(2) 0.005(3) N2 0.048(3) 0.031(3) 0.032(3) 0.003(2) 0.018(3) 0.001(3) O1 0.041(3) 0.028(2) 0.026(2) 0.0030(18) 0.0170(19) 0.0013(19) O2 0.065(3) 0.028(2) 0.027(2) 0.0000(19) 0.024(2) 0.001(2) O3 0.039(3) 0.042(3) 0.036(3) 0.014(2) 0.016(2) -0.004(2) O4 0.033(3) 0.038(3) 0.044(3) 0.004(2) 0.021(2) -0.006(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O4 1.240(7) . ? C1 O3 1.263(8) . ? C1 C2 1.513(8) . ? C1 Cu1 2.492(6) . ? C2 C7 1.377(9) . ? C2 C3 1.387(9) . ? C3 C4 1.396(8) . ? C3 H3 0.9300 . ? C4 C5 1.395(8) . ? C4 H4 0.9300 . ? C5 C6 1.383(9) . ? C5 C11 1.527(8) 4_545 ? C6 C7 1.424(8) . ? C6 C8 1.466(8) . ? C7 H7 0.9300 . ? C8 C10 1.383(9) . ? C8 C9 1.399(8) . ? C9 C9 1.389(12) 2 ? C9 H9 0.9300 . ? C10 C10 1.365(13) 2 ? C10 H10 0.9300 . ? C11 O2 1.260(7) . ? C11 O1 1.251(7) 7 ? C11 C5 1.527(8) 4 ? C12 N2 1.325(9) . ? C12 C13 1.397(10) . ? C12 H12 0.9300 . ? C13 C14 1.381(12) . ? C13 H13 0.9300 . ? C14 C15 1.401(11) . ? C14 H14 0.9300 . ? C15 C16 1.407(9) . ? C15 C23 1.401(11) . ? C16 N2 1.361(8) . ? C16 C17 1.408(9) . ? C17 N1 1.377(8) . ? C17 C21 1.415(9) . ? C18 N1 1.332(9) . ? C18 C19 1.401(10) . ? C18 H18 0.9300 . ? C19 C20 1.355(12) . ? C19 H19 0.9300 . ? C20 C21 1.385(11) . ? C20 H20 0.9300 . ? C21 C22 1.462(10) . ? C22 C23 1.342(12) . ? C22 H22 0.9300 . ? C23 H23 0.9300 . ? Cu1 O1 2.064(4) . y Cu1 O2 2.072(4) . y Cu1 N1 2.123(5) . y Cu1 N2 2.129(5) . y Cu1 O3 2.153(4) . y Cu1 O4 2.204(4) . y O1 C11 1.251(7) 7 ? 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 O4 C1 O3 121.9(5) . . ? O4 C1 C2 118.9(6) . . ? O3 C1 C2 119.1(6) . . ? O4 C1 Cu1 62.1(3) . . ? O3 C1 Cu1 59.8(3) . . ? C2 C1 Cu1 174.5(4) . . ? C7 C2 C3 119.7(5) . . ? C7 C2 C1 118.3(6) . . ? C3 C2 C1 122.0(5) . . ? C2 C3 C4 120.3(6) . . ? C2 C3 H3 119.8 . . ? C4 C3 H3 119.8 . . ? C5 C4 C3 119.8(6) . . ? C5 C4 H4 120.1 . . ? C3 C4 H4 120.1 . . ? C4 C5 C6 120.4(5) . . ? C4 C5 C11 119.0(5) . 4_545 ? C6 C5 C11 120.4(5) . 4_545 ? C5 C6 C7 118.7(5) . . ? C5 C6 C8 123.5(5) . . ? C7 C6 C8 117.7(5) . . ? C2 C7 C6 120.6(6) . . ? C2 C7 H7 119.7 . . ? C6 C7 H7 119.7 . . ? C10 C8 C9 117.6(6) . . ? C10 C8 C6 122.6(5) . . ? C9 C8 C6 119.7(5) . . ? C9 C9 C8 120.7(4) 2 . ? C9 C9 H9 119.7 2 . ? C8 C9 H9 119.7 . . ? C8 C10 C10 121.7(4) . 2 ? C8 C10 H10 119.2 . . ? C10 C10 H10 119.2 2 . ? O2 C11 O1 124.9(5) . 7 ? O2 C11 C5 117.6(5) . 4 ? O1 C11 C5 117.4(5) 7 4 ? N2 C12 C13 124.2(7) . . ? N2 C12 H12 117.9 . . ? C13 C12 H12 117.9 . . ? C12 C13 C14 117.7(8) . . ? C12 C13 H13 121.2 . . ? C14 C13 H13 121.2 . . ? C15 C14 C13 120.2(6) . . ? C15 C14 H14 119.9 . . ? C13 C14 H14 119.9 . . ? C16 C15 C14 117.8(7) . . ? C16 C15 C23 119.0(8) . . ? C14 C15 C23 123.2(7) . . ? N2 C16 C15 122.1(7) . . ? N2 C16 C17 117.0(5) . . ? C15 C16 C17 120.8(6) . . ? N1 C17 C21 121.9(7) . . ? N1 C17 C16 117.6(6) . . ? C21 C17 C16 120.4(6) . . ? N1 C18 C19 122.2(7) . . ? N1 C18 H18 118.9 . . ? C19 C18 H18 118.9 . . ? C20 C19 C18 120.1(8) . . ? C20 C19 H19 119.9 . . ? C18 C19 H19 119.9 . . ? C19 C20 C21 119.9(7) . . ? C19 C20 H20 120.0 . . ? C21 C20 H20 120.0 . . ? C17 C21 C20 117.9(6) . . ? C17 C21 C22 116.3(7) . . ? C20 C21 C22 125.8(7) . . ? C23 C22 C21 122.2(7) . . ? C23 C22 H22 118.9 . . ? C21 C22 H22 118.9 . . ? C22 C23 C15 121.1(7) . . ? C22 C23 H23 119.4 . . ? C15 C23 H23 119.4 . . ? O1 Cu1 O2 93.85(16) . . y O1 Cu1 N1 99.07(18) . . y O2 Cu1 N1 100.82(19) . . y O1 Cu1 N2 93.42(18) . . y O2 Cu1 N2 172.72(19) . . y N1 Cu1 N2 77.6(2) . . y O1 Cu1 O3 99.31(17) . . y O2 Cu1 O3 86.67(17) . . y N1 Cu1 O3 159.61(19) . . y N2 Cu1 O3 92.53(19) . . y O1 Cu1 O4 159.43(16) . . y O2 Cu1 O4 87.70(16) . . y N1 Cu1 O4 100.78(17) . . y N2 Cu1 O4 85.62(18) . . y O3 Cu1 O4 60.26(16) . . y O1 Cu1 C1 129.7(2) . . ? O2 Cu1 C1 86.21(18) . . ? N1 Cu1 C1 130.3(2) . . ? N2 Cu1 C1 89.4(2) . . ? O3 Cu1 C1 30.45(19) . . ? O4 Cu1 C1 29.82(18) . . ? C18 N1 C17 117.9(6) . . ? C18 N1 Cu1 128.6(4) . . ? C17 N1 Cu1 113.3(4) . . ? C12 N2 C16 118.1(6) . . ? C12 N2 Cu1 127.7(5) . . ? C16 N2 Cu1 114.1(4) . . ? C11 O1 Cu1 131.1(4) 7 . ? C11 O2 Cu1 126.7(4) . . ? C1 O3 Cu1 89.8(3) . . ? C1 O4 Cu1 88.1(4) . . ? _diffrn_measured_fraction_theta_max 0.973 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.973 _refine_diff_density_max 1.741 _refine_diff_density_min -0.428 _refine_diff_density_rms 0.132 data_Mn #TrackingRef 'web_deposit_cif_file_0_DiSun_1321770591.P1-5-r1.cif' _database_code_depnum_ccdc_archive 'CCDC 836780' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H15 Mn N2 O5' _chemical_formula_weight 454.31 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' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M p2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 11.749(2) _cell_length_b 12.010(2) _cell_length_c 14.524(3) _cell_angle_alpha 90.00 _cell_angle_beta 99.314(2) _cell_angle_gamma 90.00 _cell_volume 2022.3(6) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 2817 _cell_measurement_theta_min 4.864 _cell_measurement_theta_max 47.406 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.492 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 928 _exptl_absorpt_coefficient_mu 0.691 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9216 _exptl_absorpt_correction_T_max 0.9468 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 10880 _diffrn_reflns_av_R_equivalents 0.0321 _diffrn_reflns_av_sigmaI/netI 0.0367 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.07 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3551 _reflns_number_gt 2760 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2004)' _computing_cell_refinement 'SAINT-Plus (Bruker, 2001)' _computing_data_reduction SAINT-Plus _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 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^)+(0.0884P)^2^+2.6302P] 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 3551 _refine_ls_number_parameters 288 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0699 _refine_ls_R_factor_gt 0.0526 _refine_ls_wR_factor_ref 0.1735 _refine_ls_wR_factor_gt 0.1610 _refine_ls_goodness_of_fit_ref 1.112 _refine_ls_restrained_S_all 1.112 _refine_ls_shift/su_max 0.017 _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 C1 C -0.0630(4) 1.0327(3) 0.9179(3) 0.0446(12) Uani 1 1 d . . . H1 H -0.1057 1.0559 0.8616 0.054 Uiso 1 1 calc R . . C2 C -0.0107(4) 0.8927(3) 1.0310(3) 0.0437(11) Uani 1 1 d . . . H2 H -0.0166 0.8205 1.0530 0.052 Uiso 1 1 calc R . . C3 C -0.0760(3) 0.9243(3) 0.9473(3) 0.0326(9) Uani 1 1 d . . . C4 C -0.1600(3) 0.8511(3) 0.8899(3) 0.0298(9) Uani 1 1 d . . . C5 C -0.2672(3) 0.8959(3) 0.8517(3) 0.0326(9) Uani 1 1 d . . . H5 H -0.2851 0.9679 0.8682 0.039 Uiso 1 1 calc R . . C6 C -0.3471(3) 0.8374(3) 0.7906(3) 0.0293(8) Uani 1 1 d . . . C7 C -0.3238(3) 0.7281(3) 0.7706(3) 0.0320(9) Uani 1 1 d . . . H7 H -0.3767 0.6876 0.7290 0.038 Uiso 1 1 calc R . . C8 C -0.2222(3) 0.6786(3) 0.8122(3) 0.0320(9) Uani 1 1 d . . . H8 H -0.2095 0.6036 0.8016 0.038 Uiso 1 1 calc R . . C9 C -0.1382(3) 0.7400(3) 0.8699(3) 0.0286(8) Uani 1 1 d . . . C10 C -0.4554(4) 0.8940(4) 0.7458(3) 0.0359(9) Uani 1 1 d . . . C11 C -0.0218(3) 0.6869(3) 0.9001(3) 0.0338(9) Uani 1 1 d . . . C12 C 0.2472(5) 0.2339(5) 0.8938(4) 0.0594(14) Uani 1 1 d . . . H12 H 0.1814 0.2183 0.8509 0.071 Uiso 1 1 calc R . . C13 C 0.3370(6) 0.1568(5) 0.9054(5) 0.0746(18) Uani 1 1 d . . . H13 H 0.3311 0.0915 0.8705 0.090 Uiso 1 1 calc R . . C14 C 0.4332(6) 0.1781(6) 0.9682(5) 0.0769(19) Uani 1 1 d . . . H14 H 0.4931 0.1266 0.9773 0.092 Uiso 1 1 calc R . . C15 C 0.4427(4) 0.2760(5) 1.0187(4) 0.0583(15) Uani 1 1 d . . . C16 C 0.3481(4) 0.3509(4) 1.0025(3) 0.0417(11) Uani 1 1 d . . . C17 C 0.3550(3) 0.4543(4) 1.0517(3) 0.0398(11) Uani 1 1 d . . . C18 C 0.4543(4) 0.4826(5) 1.1141(3) 0.0531(13) Uani 1 1 d . . . C19 C 0.5476(4) 0.4046(7) 1.1292(4) 0.0737(19) Uani 1 1 d . . . H19 H 0.6137 0.4222 1.1711 0.088 Uiso 1 1 calc R . . C20 C 0.5418(5) 0.3075(7) 1.0846(5) 0.077(2) Uani 1 1 d . . . H20 H 0.6038 0.2586 1.0965 0.093 Uiso 1 1 calc R . . C21 C 0.4558(5) 0.5866(6) 1.1576(3) 0.0699(18) Uani 1 1 d . . . H21 H 0.5205 0.6086 1.1992 0.084 Uiso 1 1 calc R . . C22 C 0.3641(5) 0.6550(6) 1.1398(4) 0.0664(17) Uani 1 1 d . . . H22 H 0.3651 0.7242 1.1687 0.080 Uiso 1 1 calc R . . C23 C 0.2682(4) 0.6209(4) 1.0776(3) 0.0517(12) Uani 1 1 d . . . H23 H 0.2054 0.6689 1.0657 0.062 Uiso 1 1 calc R . . Mn1 Mn 0.10925(5) 0.45727(5) 0.93658(4) 0.0324(2) Uani 1 1 d . . . N1 N 0.2614(3) 0.5243(3) 1.0347(2) 0.0380(8) Uani 1 1 d . . . N2 N 0.2513(3) 0.3283(3) 0.9412(2) 0.0410(9) Uani 1 1 d . . . O1 O -0.0180(2) 0.5959(2) 0.94720(18) 0.0343(6) Uani 1 1 d . . . O2 O 0.0627(3) 0.7301(3) 0.8749(3) 0.0587(10) Uani 1 1 d . . . O3 O -0.4995(3) 0.8619(2) 0.66470(19) 0.0405(7) Uani 1 1 d . . . O4 O -0.4929(3) 0.9707(3) 0.7898(3) 0.0723(12) Uani 1 1 d . . . O5 O 0.1729(3) 0.5484(3) 0.8221(2) 0.0471(8) Uani 1 1 d D . . H1W H 0.125(4) 0.525(4) 0.779(3) 0.09(2) Uiso 1 1 d D . . H2W H 0.160(5) 0.6135(18) 0.834(4) 0.09(2) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.050(3) 0.033(2) 0.040(2) 0.0114(19) -0.025(2) -0.007(2) C2 0.053(3) 0.025(2) 0.044(2) 0.0108(18) -0.019(2) -0.0065(19) C3 0.033(2) 0.0258(19) 0.034(2) 0.0032(16) -0.0117(17) 0.0013(16) C4 0.036(2) 0.0232(19) 0.0262(19) 0.0043(15) -0.0070(16) -0.0010(16) C5 0.036(2) 0.026(2) 0.031(2) -0.0001(16) -0.0077(17) 0.0035(17) C6 0.029(2) 0.033(2) 0.0230(19) 0.0007(16) -0.0052(16) -0.0002(16) C7 0.031(2) 0.035(2) 0.026(2) -0.0042(16) -0.0050(16) -0.0050(17) C8 0.038(2) 0.0227(19) 0.033(2) -0.0025(16) -0.0024(17) -0.0006(17) C9 0.030(2) 0.0257(19) 0.0279(19) 0.0052(16) -0.0031(16) -0.0002(16) C10 0.030(2) 0.043(2) 0.030(2) -0.0038(19) -0.0093(17) 0.0045(18) C11 0.032(2) 0.030(2) 0.037(2) 0.0004(17) -0.0011(18) -0.0016(17) C12 0.068(4) 0.061(3) 0.050(3) -0.010(3) 0.013(3) 0.007(3) C13 0.101(5) 0.056(3) 0.073(4) 0.001(3) 0.032(4) 0.033(3) C14 0.075(4) 0.070(4) 0.095(5) 0.024(4) 0.042(4) 0.037(3) C15 0.038(3) 0.081(4) 0.060(3) 0.030(3) 0.018(2) 0.020(3) C16 0.033(2) 0.057(3) 0.036(2) 0.014(2) 0.0098(19) 0.007(2) C17 0.023(2) 0.068(3) 0.028(2) 0.007(2) 0.0015(16) -0.003(2) C18 0.030(2) 0.091(4) 0.035(2) 0.010(3) -0.0008(19) -0.014(3) C19 0.027(3) 0.123(6) 0.066(4) 0.035(4) -0.006(2) -0.005(3) C20 0.031(3) 0.120(6) 0.082(4) 0.049(4) 0.012(3) 0.025(3) C21 0.049(3) 0.123(5) 0.035(3) -0.005(3) -0.001(2) -0.040(4) C22 0.050(3) 0.097(4) 0.056(3) -0.032(3) 0.020(3) -0.026(3) C23 0.046(3) 0.062(3) 0.049(3) -0.018(2) 0.014(2) -0.011(2) Mn1 0.0237(4) 0.0385(4) 0.0321(4) -0.0009(3) -0.0044(2) 0.0013(3) N1 0.0284(18) 0.052(2) 0.0322(19) -0.0035(16) 0.0024(15) -0.0028(16) N2 0.038(2) 0.049(2) 0.0355(19) -0.0009(17) 0.0029(16) 0.0042(17) O1 0.0334(15) 0.0320(15) 0.0357(15) 0.0084(12) 0.0005(12) 0.0078(12) O2 0.0382(18) 0.0412(19) 0.098(3) 0.0177(18) 0.0153(19) -0.0016(15) O3 0.0386(16) 0.0430(17) 0.0341(16) -0.0015(13) -0.0117(13) 0.0039(13) O4 0.064(2) 0.088(3) 0.054(2) -0.030(2) -0.0242(18) 0.041(2) O5 0.0331(17) 0.059(2) 0.046(2) 0.0003(17) -0.0015(15) -0.0097(16) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.377(6) 3_577 ? C1 C3 1.386(6) . ? C1 H1 0.9300 . ? C2 C1 1.377(6) 3_577 ? C2 C3 1.381(5) . ? C2 H2 0.9300 . ? C3 C4 1.475(5) . ? C4 C9 1.398(5) . ? C4 C5 1.399(5) . ? C5 C6 1.376(5) . ? C5 H5 0.9300 . ? C6 C7 1.382(5) . ? C6 C10 1.497(5) . ? C7 C8 1.382(5) . ? C7 H7 0.9300 . ? C8 C9 1.397(5) . ? C8 H8 0.9300 . ? C9 C11 1.508(5) . ? C10 O4 1.240(5) . ? C10 O3 1.268(5) . ? C11 O2 1.228(5) . ? C11 O1 1.286(5) . ? C12 N2 1.323(6) . ? C12 C13 1.394(8) . ? C12 H12 0.9300 . ? C13 C14 1.357(9) . ? C13 H13 0.9300 . ? C14 C15 1.380(9) . ? C14 H14 0.9300 . ? C15 C16 1.419(6) . ? C15 C20 1.433(9) . ? C16 N2 1.354(6) . ? C16 C17 1.428(7) . ? C17 N1 1.374(6) . ? C17 C18 1.399(6) . ? C18 C21 1.399(9) . ? C18 C19 1.431(9) . ? C19 C20 1.331(9) . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? C21 C22 1.346(9) . ? C21 H21 0.9300 . ? C22 C23 1.387(7) . ? C22 H22 0.9300 . ? C23 N1 1.313(6) . ? C23 H23 0.9300 . ? Mn1 O3 2.127(3) 2_446 y Mn1 O5 2.219(3) . y Mn1 O1 2.234(3) 3_567 y Mn1 N1 2.247(3) . y Mn1 O1 2.259(3) . y Mn1 N2 2.270(4) . y O1 Mn1 2.234(3) 3_567 ? O3 Mn1 2.127(3) 2_456 ? O5 H1W 0.8200(11) . ? O5 H2W 0.8201(11) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C3 122.4(4) 3_577 . ? C2 C1 H1 118.8 3_577 . ? C3 C1 H1 118.8 . . ? C1 C2 C3 120.4(4) 3_577 . ? C1 C2 H2 119.8 3_577 . ? C3 C2 H2 119.8 . . ? C2 C3 C1 117.2(4) . . ? C2 C3 C4 124.0(4) . . ? C1 C3 C4 118.8(3) . . ? C9 C4 C5 117.9(3) . . ? C9 C4 C3 123.9(3) . . ? C5 C4 C3 118.2(3) . . ? C6 C5 C4 122.4(4) . . ? C6 C5 H5 118.8 . . ? C4 C5 H5 118.8 . . ? C5 C6 C7 118.9(4) . . ? C5 C6 C10 119.4(4) . . ? C7 C6 C10 121.6(3) . . ? C8 C7 C6 120.2(4) . . ? C8 C7 H7 119.9 . . ? C6 C7 H7 119.9 . . ? C7 C8 C9 120.8(4) . . ? C7 C8 H8 119.6 . . ? C9 C8 H8 119.6 . . ? C8 C9 C4 119.5(3) . . ? C8 C9 C11 118.1(3) . . ? C4 C9 C11 122.1(3) . . ? O4 C10 O3 125.3(4) . . ? O4 C10 C6 117.5(3) . . ? O3 C10 C6 117.1(4) . . ? O2 C11 O1 124.0(4) . . ? O2 C11 C9 118.2(4) . . ? O1 C11 C9 117.7(3) . . ? N2 C12 C13 122.9(6) . . ? N2 C12 H12 118.5 . . ? C13 C12 H12 118.5 . . ? C14 C13 C12 119.2(6) . . ? C14 C13 H13 120.4 . . ? C12 C13 H13 120.4 . . ? C13 C14 C15 120.3(5) . . ? C13 C14 H14 119.9 . . ? C15 C14 H14 119.8 . . ? C14 C15 C16 117.3(5) . . ? C14 C15 C20 124.5(6) . . ? C16 C15 C20 118.2(6) . . ? N2 C16 C15 122.2(5) . . ? N2 C16 C17 118.5(4) . . ? C15 C16 C17 119.3(5) . . ? N1 C17 C18 121.8(5) . . ? N1 C17 C16 117.6(4) . . ? C18 C17 C16 120.6(4) . . ? C17 C18 C21 117.2(5) . . ? C17 C18 C19 118.6(6) . . ? C21 C18 C19 124.2(5) . . ? C20 C19 C18 121.4(5) . . ? C20 C19 H19 119.3 . . ? C18 C19 H19 119.3 . . ? C19 C20 C15 121.9(5) . . ? C19 C20 H20 119.0 . . ? C15 C20 H20 119.0 . . ? C22 C21 C18 120.5(5) . . ? C22 C21 H21 119.7 . . ? C18 C21 H21 119.7 . . ? C21 C22 C23 119.0(5) . . ? C21 C22 H22 120.5 . . ? C23 C22 H22 120.5 . . ? N1 C23 C22 123.4(5) . . ? N1 C23 H23 118.3 . . ? C22 C23 H23 118.3 . . ? O3 Mn1 O5 89.29(12) 2_446 . y O3 Mn1 O1 93.30(11) 2_446 3_567 y O5 Mn1 O1 165.47(12) . 3_567 y O3 Mn1 N1 164.22(13) 2_446 . y O5 Mn1 N1 88.19(13) . . y O1 Mn1 N1 93.04(12) 3_567 . ? O3 Mn1 O1 96.34(11) 2_446 . y O5 Mn1 O1 89.68(12) . . y O1 Mn1 O1 75.82(10) 3_567 . ? N1 Mn1 O1 99.22(12) . . ? O3 Mn1 N2 90.76(13) 2_446 . ? O5 Mn1 N2 91.38(13) . . ? O1 Mn1 N2 102.86(11) 3_567 . ? N1 Mn1 N2 73.74(13) . . ? O1 Mn1 N2 172.84(12) . . ? C23 N1 C17 118.1(4) . . ? C23 N1 Mn1 126.7(3) . . ? C17 N1 Mn1 115.2(3) . . ? C12 N2 C16 118.1(4) . . ? C12 N2 Mn1 127.2(3) . . ? C16 N2 Mn1 114.7(3) . . ? C11 O1 Mn1 131.7(3) . 3_567 ? C11 O1 Mn1 123.8(3) . . ? Mn1 O1 Mn1 104.18(10) 3_567 . ? C10 O3 Mn1 126.1(3) . 2_456 ? Mn1 O5 H1W 97(5) . . ? Mn1 O5 H2W 102(5) . . ? H1W O5 H2W 112(2) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.340 _refine_diff_density_min -0.302 _refine_diff_density_rms 0.087 data_Ni #TrackingRef 'web_deposit_cif_file_0_DiSun_1321770591.P1-5-r1.cif' _database_code_depnum_ccdc_archive 'CCDC 836781' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C34 H24 Ni N2 O10, 2(H2 O)' _chemical_formula_sum 'C34 H28 N2 Ni O12' _chemical_formula_weight 715.29 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' Ni Ni 0.3393 1.1124 '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 _symmetry_space_group_name_Hall '-C 2yc' 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 14.050(2) _cell_length_b 19.069(3) _cell_length_c 12.814(3) _cell_angle_alpha 90.00 _cell_angle_beta 117.1540(10) _cell_angle_gamma 90.00 _cell_volume 3054.7(10) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 2818 _cell_measurement_theta_min 2.08 _cell_measurement_theta_max 25.50 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.555 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1480 _exptl_absorpt_coefficient_mu 0.708 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9198 _exptl_absorpt_correction_T_max 0.9455 _exptl_absorpt_process_details '(SADABS; Bruker, 2001)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 APEXII CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 7706 _diffrn_reflns_av_R_equivalents 0.0465 _diffrn_reflns_av_sigmaI/netI 0.0605 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.08 _diffrn_reflns_theta_max 25.50 _reflns_number_total 2805 _reflns_number_gt 2069 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'APEX2 (Bruker, 2004)' _computing_cell_refinement 'SAINT-Plus (Bruker, 2001)' _computing_data_reduction SAINT-Plus _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 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^)+(0.0510P)^2^+8.4268P] 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 2805 _refine_ls_number_parameters 239 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0810 _refine_ls_R_factor_gt 0.0538 _refine_ls_wR_factor_ref 0.1262 _refine_ls_wR_factor_gt 0.1137 _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_restrained_S_all 1.003 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.6136(5) 0.4326(4) 0.1302(6) 0.0358(16) Uani 1 1 d . . . H1 H 0.6333 0.3895 0.1119 0.043 Uiso 1 1 calc R . . C2 C 0.6435(5) 0.4928(4) 0.0925(6) 0.0424(18) Uani 1 1 d . . . H2 H 0.6815 0.4900 0.0493 0.051 Uiso 1 1 calc R . . C3 C 0.6164(5) 0.5560(4) 0.1197(6) 0.0425(18) Uani 1 1 d . . . H3 H 0.6366 0.5970 0.0958 0.051 Uiso 1 1 calc R . . C4 C 0.5580(5) 0.5595(3) 0.1837(6) 0.0339(16) Uani 1 1 d . . . C5 C 0.5307(5) 0.4960(3) 0.2172(5) 0.0267(14) Uani 1 1 d . . . C6 C 0.5268(6) 0.6232(4) 0.2177(7) 0.048(2) Uani 1 1 d . . . H6 H 0.5438 0.6658 0.1949 0.058 Uiso 1 1 calc R . . C7 C 0.2895(5) 0.1993(3) 0.4488(6) 0.0281(14) Uani 1 1 d . . . C8 C 0.2208(5) 0.2527(3) 0.3821(6) 0.0323(15) Uani 1 1 d . . . H8 H 0.2009 0.2553 0.3024 0.039 Uiso 1 1 calc R . . C9 C 0.3180(5) 0.1984(3) 0.5682(6) 0.0330(15) Uani 1 1 d . . . H9 H 0.3645 0.1639 0.6154 0.040 Uiso 1 1 calc R . . C10 C 0.3270(5) 0.1435(3) 0.3958(5) 0.0246(14) Uani 1 1 d . . . C11 C 0.3562(4) 0.1555(3) 0.3055(5) 0.0247(13) Uani 1 1 d . . . C12 C 0.3607(5) 0.2259(3) 0.2553(6) 0.0256(14) Uani 1 1 d . . . C13 C 0.3849(5) 0.1005(3) 0.2561(6) 0.0283(15) Uani 1 1 d . . . H13 H 0.4015 0.1092 0.1948 0.034 Uiso 1 1 calc R . . C14 C 0.3896(5) 0.0329(3) 0.2959(6) 0.0317(15) Uani 1 1 d . . . H14 H 0.4120 -0.0036 0.2642 0.038 Uiso 1 1 calc R . . C15 C 0.3605(5) 0.0202(3) 0.3835(6) 0.0274(14) Uani 1 1 d . . . C16 C 0.3287(5) 0.0751(3) 0.4308(6) 0.0292(15) Uani 1 1 d . . . H16 H 0.3077 0.0655 0.4884 0.035 Uiso 1 1 calc R . . C17 C 0.3560(5) -0.0527(3) 0.4231(6) 0.0322(15) Uani 1 1 d . . . N1 N 0.5582(4) 0.4329(2) 0.1909(4) 0.0255(12) Uani 1 1 d . . . Ni1 Ni 0.5000 0.34726(6) 0.2500 0.0270(4) Uani 1 2 d S . . O1 O 0.4359(3) 0.2668(2) 0.3167(4) 0.0288(10) Uani 1 1 d . . . O2 O 0.2929(4) 0.2357(2) 0.1516(4) 0.0417(12) Uani 1 1 d . . . O3 O 0.3646(3) 0.3437(2) 0.0880(4) 0.0307(10) Uani 1 1 d D . . O4 O 0.3124(4) -0.0671(2) 0.4827(4) 0.0443(13) Uani 1 1 d . . . O5 O 0.4034(4) -0.0983(2) 0.3857(5) 0.0476(13) Uani 1 1 d . . . H5 H 0.4007 -0.1373 0.4111 0.071 Uiso 1 1 calc R . . O6 O 0.0782(5) 0.2723(3) 0.0500(5) 0.0435(13) Uani 1 1 d D . . H1W H 0.323(3) 0.3769(16) 0.072(6) 0.03(2) Uiso 1 1 d D . . H2W H 0.343(4) 0.3073(16) 0.104(7) 0.07(3) Uiso 1 1 d D . . H3W H 0.150(4) 0.269(7) 0.070(7) 0.21(10) Uiso 1 1 d D . . H4W H 0.037(5) 0.259(4) -0.017(4) 0.07(3) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.036(4) 0.040(4) 0.035(4) 0.000(3) 0.020(3) 0.001(3) C2 0.037(4) 0.063(5) 0.036(4) 0.008(4) 0.025(4) -0.006(4) C3 0.036(4) 0.049(5) 0.038(4) 0.013(4) 0.013(4) -0.014(3) C4 0.034(4) 0.029(4) 0.031(4) 0.006(3) 0.009(3) -0.008(3) C5 0.028(3) 0.028(3) 0.021(3) 0.002(3) 0.008(3) 0.000(3) C6 0.060(5) 0.023(3) 0.052(5) 0.004(3) 0.018(4) -0.007(3) C7 0.031(3) 0.027(3) 0.031(4) -0.002(3) 0.018(3) -0.008(3) C8 0.043(4) 0.033(4) 0.026(4) -0.002(3) 0.020(3) -0.002(3) C9 0.042(4) 0.027(3) 0.032(4) 0.002(3) 0.019(3) 0.003(3) C10 0.027(3) 0.025(3) 0.025(3) -0.002(3) 0.015(3) -0.005(3) C11 0.023(3) 0.025(3) 0.023(3) 0.000(3) 0.008(3) -0.005(3) C12 0.028(3) 0.026(3) 0.029(4) 0.001(3) 0.019(3) 0.000(3) C13 0.037(4) 0.028(3) 0.029(4) -0.002(3) 0.022(3) -0.005(3) C14 0.038(4) 0.028(3) 0.037(4) -0.002(3) 0.023(3) -0.001(3) C15 0.028(3) 0.026(3) 0.030(4) -0.001(3) 0.015(3) -0.003(3) C16 0.034(3) 0.033(4) 0.028(4) 0.000(3) 0.020(3) -0.006(3) C17 0.034(4) 0.025(3) 0.035(4) 0.001(3) 0.013(3) -0.005(3) N1 0.030(3) 0.028(3) 0.023(3) 0.001(2) 0.017(2) 0.001(2) Ni1 0.0334(7) 0.0227(6) 0.0273(7) 0.000 0.0158(5) 0.000 O1 0.032(2) 0.026(2) 0.025(2) 0.0019(19) 0.010(2) -0.0075(19) O2 0.038(3) 0.039(3) 0.032(3) 0.009(2) 0.002(2) -0.011(2) O3 0.035(2) 0.026(2) 0.032(3) 0.004(2) 0.015(2) 0.005(2) O4 0.062(3) 0.033(3) 0.048(3) 0.003(2) 0.034(3) -0.013(2) O5 0.067(3) 0.025(2) 0.064(4) 0.007(3) 0.042(3) 0.004(2) O6 0.048(3) 0.036(3) 0.041(3) -0.013(2) 0.015(3) 0.000(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.328(8) . ? C1 C2 1.383(9) . ? C1 H1 0.9300 . ? C2 C3 1.355(10) . ? C2 H2 0.9300 . ? C3 C4 1.401(10) . ? C3 H3 0.9300 . ? C4 C5 1.396(8) . ? C4 C6 1.426(10) . ? C5 N1 1.354(7) . ? C5 C5 1.453(12) 2_655 ? C6 C6 1.349(15) 2_655 ? C6 H6 0.9300 . ? C7 C9 1.394(9) . ? C7 C8 1.395(9) . ? C7 C10 1.482(8) . ? C8 C9 1.375(9) 7_556 ? C8 H8 0.9300 . ? C9 C8 1.375(9) 7_556 ? C9 H9 0.9300 . ? C10 C16 1.374(8) . ? C10 C11 1.412(8) . ? C11 C13 1.377(8) . ? C11 C12 1.503(8) . ? C12 O2 1.246(7) . ? C12 O1 1.260(7) . ? C13 C14 1.377(9) . ? C13 H13 0.9300 . ? C14 C15 1.379(8) . ? C14 H14 0.9300 . ? C15 C16 1.383(8) . ? C15 C17 1.491(8) . ? C16 H16 0.9300 . ? C17 O4 1.210(7) . ? C17 O5 1.311(8) . ? N1 Ni1 2.115(5) . y Ni1 O3 2.080(4) . y Ni1 O3 2.080(4) 2_655 y Ni1 N1 2.115(5) 2_655 ? Ni1 O1 2.144(4) . y Ni1 O1 2.144(4) 2_655 ? O3 H1W 0.8197(18) . ? O3 H2W 0.8202(18) . ? O5 H5 0.8200 . ? O6 H3W 0.92(6) . ? O6 H4W 0.826(11) . ? 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 C1 C2 123.6(6) . . ? N1 C1 H1 118.2 . . ? C2 C1 H1 118.2 . . ? C3 C2 C1 118.9(6) . . ? C3 C2 H2 120.6 . . ? C1 C2 H2 120.6 . . ? C2 C3 C4 120.1(6) . . ? C2 C3 H3 120.0 . . ? C4 C3 H3 120.0 . . ? C5 C4 C3 117.1(6) . . ? C5 C4 C6 118.6(6) . . ? C3 C4 C6 124.4(6) . . ? N1 C5 C4 123.0(6) . . ? N1 C5 C5 117.2(3) . 2_655 ? C4 C5 C5 119.8(4) . 2_655 ? C6 C6 C4 121.6(4) 2_655 . ? C6 C6 H6 119.2 2_655 . ? C4 C6 H6 119.2 . . ? C9 C7 C8 117.0(6) . . ? C9 C7 C10 120.6(6) . . ? C8 C7 C10 122.3(6) . . ? C9 C8 C7 121.5(6) 7_556 . ? C9 C8 H8 119.3 7_556 . ? C7 C8 H8 119.3 . . ? C8 C9 C7 121.6(6) 7_556 . ? C8 C9 H9 119.2 7_556 . ? C7 C9 H9 119.2 . . ? C16 C10 C11 116.9(5) . . ? C16 C10 C7 119.3(5) . . ? C11 C10 C7 123.8(5) . . ? C13 C11 C10 120.6(5) . . ? C13 C11 C12 113.8(5) . . ? C10 C11 C12 125.5(5) . . ? O2 C12 O1 126.0(6) . . ? O2 C12 C11 115.5(5) . . ? O1 C12 C11 118.2(5) . . ? C11 C13 C14 121.1(6) . . ? C11 C13 H13 119.4 . . ? C14 C13 H13 119.5 . . ? C15 C14 C13 119.0(6) . . ? C15 C14 H14 120.5 . . ? C13 C14 H14 120.5 . . ? C14 C15 C16 119.8(6) . . ? C14 C15 C17 121.0(6) . . ? C16 C15 C17 119.0(6) . . ? C10 C16 C15 122.5(6) . . ? C10 C16 H16 118.8 . . ? C15 C16 H16 118.8 . . ? O4 C17 O5 124.7(6) . . ? O4 C17 C15 122.6(6) . . ? O5 C17 C15 112.7(6) . . ? C1 N1 C5 117.4(5) . . ? C1 N1 Ni1 129.3(4) . . ? C5 N1 Ni1 113.4(4) . . ? O3 Ni1 O3 176.3(3) . 2_655 y O3 Ni1 N1 93.15(18) . 2_655 y O3 Ni1 N1 89.71(18) 2_655 2_655 y O3 Ni1 N1 89.71(18) . . ? O3 Ni1 N1 93.15(18) 2_655 . ? N1 Ni1 N1 79.0(3) 2_655 . y O3 Ni1 O1 90.88(17) . . y O3 Ni1 O1 86.46(16) 2_655 . y N1 Ni1 O1 96.22(17) 2_655 . y N1 Ni1 O1 175.17(18) . . y O3 Ni1 O1 86.46(16) . 2_655 y O3 Ni1 O1 90.88(17) 2_655 2_655 ? N1 Ni1 O1 175.17(18) 2_655 2_655 ? N1 Ni1 O1 96.22(17) . 2_655 ? O1 Ni1 O1 88.6(2) . 2_655 ? C12 O1 Ni1 125.4(4) . . ? Ni1 O3 H1W 117(4) . . ? Ni1 O3 H2W 93(5) . . ? H1W O3 H2W 114(6) . . ? C17 O5 H5 109.5 . . ? H3W O6 H4W 115(7) . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.440 _refine_diff_density_min -0.508 _refine_diff_density_rms 0.071 data_zn #TrackingRef 'web_deposit_cif_file_0_DiSun_1321770591.P1-5-r1.cif' _database_code_depnum_ccdc_archive 'CCDC 836782' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C68 H42 N4 O18 Zn3' _chemical_formula_weight 1399.17 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 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 22.908(3) _cell_length_b 14.679(3) _cell_length_c 18.591(4) _cell_angle_alpha 90.00 _cell_angle_beta 116.921(3) _cell_angle_gamma 90.00 _cell_volume 5574.0(19) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 6767 _cell_measurement_theta_min 4.706 _cell_measurement_theta_max 52.805 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.667 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2848 _exptl_absorpt_coefficient_mu 1.367 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8531 _exptl_absorpt_correction_T_max 0.8985 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 19143 _diffrn_reflns_av_R_equivalents 0.0282 _diffrn_reflns_av_sigmaI/netI 0.0247 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.35 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4902 _reflns_number_gt 4095 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0980P)^2^+34.9840P] 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 4902 _refine_ls_number_parameters 429 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0621 _refine_ls_R_factor_gt 0.0506 _refine_ls_wR_factor_ref 0.1628 _refine_ls_wR_factor_gt 0.1534 _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_restrained_S_all 1.002 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.2678(3) 0.5328(4) 0.6242(3) 0.0400(12) Uani 1 1 d . . . H1 H 0.3010 0.5319 0.6084 0.048 Uiso 1 1 calc R . . C2 C 0.2441(3) 0.6168(4) 0.6340(4) 0.0526(15) Uani 1 1 d . . . H2 H 0.2606 0.6704 0.6237 0.063 Uiso 1 1 calc R . . C3 C 0.1965(3) 0.6201(4) 0.6590(4) 0.0536(15) Uani 1 1 d . . . H3 H 0.1809 0.6759 0.6667 0.064 Uiso 1 1 calc R . . C4 C 0.1715(3) 0.5391(4) 0.6728(3) 0.0424(12) Uani 1 1 d . . . C5 C 0.1968(2) 0.4564(3) 0.6595(3) 0.0310(10) Uani 1 1 d . . . C6 C 0.1723(2) 0.3712(3) 0.6714(3) 0.0309(10) Uani 1 1 d . . . C7 C 0.1228(2) 0.3698(4) 0.6967(3) 0.0394(12) Uani 1 1 d . . . C8 C 0.0987(3) 0.4551(5) 0.7103(3) 0.0492(15) Uani 1 1 d . . . H8 H 0.0665 0.4548 0.7278 0.059 Uiso 1 1 calc R . . C9 C 0.1210(3) 0.5348(5) 0.6985(4) 0.0526(15) Uani 1 1 d . . . H9 H 0.1036 0.5886 0.7070 0.063 Uiso 1 1 calc R . . C10 C 0.1007(3) 0.2847(5) 0.7070(3) 0.0462(14) Uani 1 1 d . . . H10 H 0.0688 0.2808 0.7247 0.055 Uiso 1 1 calc R . . C11 C 0.1256(3) 0.2069(4) 0.6912(3) 0.0481(14) Uani 1 1 d . . . H11 H 0.1103 0.1501 0.6970 0.058 Uiso 1 1 calc R . . C12 C 0.1743(3) 0.2144(4) 0.6664(3) 0.0392(12) Uani 1 1 d . . . H12 H 0.1912 0.1613 0.6559 0.047 Uiso 1 1 calc R . . C13 C 0.19581(19) 0.3551(3) 0.4367(2) 0.0241(9) Uani 1 1 d . . . C14 C 0.1739(2) 0.4526(3) 0.4247(2) 0.0235(9) Uani 1 1 d . . . C15 C 0.2164(2) 0.5213(3) 0.4256(3) 0.0312(10) Uani 1 1 d . . . H15 H 0.2574 0.5058 0.4302 0.037 Uiso 1 1 calc R . . C16 C 0.1986(2) 0.6119(3) 0.4198(3) 0.0335(11) Uani 1 1 d . . . H16 H 0.2281 0.6572 0.4228 0.040 Uiso 1 1 calc R . . C17 C 0.1363(2) 0.6350(3) 0.4093(3) 0.0282(10) Uani 1 1 d . . . C18 C 0.1164(2) 0.7325(3) 0.3984(3) 0.0323(10) Uani 1 1 d . . . C19 C 0.0937(2) 0.5669(3) 0.4082(3) 0.0258(9) Uani 1 1 d . . . H19 H 0.0524 0.5828 0.4018 0.031 Uiso 1 1 calc R . . C20 C 0.1116(2) 0.4761(3) 0.4163(2) 0.0225(9) Uani 1 1 d . . . C21 C 0.06552(19) 0.4031(3) 0.4141(2) 0.0211(8) Uani 1 1 d . . . C22 C 0.0390(2) 0.4012(3) 0.4682(3) 0.0273(9) Uani 1 1 d . . . H22 H 0.0465 0.4496 0.5037 0.033 Uiso 1 1 calc R . . C23 C 0.0015(2) 0.3279(3) 0.4698(3) 0.0273(10) Uani 1 1 d . . . H23 H -0.0155 0.3278 0.5067 0.033 Uiso 1 1 calc R . . C24 C -0.0115(2) 0.2542(3) 0.4173(2) 0.0213(8) Uani 1 1 d . . . C25 C 0.0124(2) 0.2589(3) 0.3603(2) 0.0240(9) Uani 1 1 d . . . H25 H 0.0028 0.2123 0.3228 0.029 Uiso 1 1 calc R . . C26 C 0.0500(2) 0.3320(3) 0.3587(3) 0.0247(9) Uani 1 1 d . . . H26 H 0.0652 0.3336 0.3200 0.030 Uiso 1 1 calc R . . C27 C -0.0453(2) 0.1715(3) 0.4262(2) 0.0224(9) Uani 1 1 d . . . C28 C -0.0308(2) 0.1425(3) 0.5045(3) 0.0246(9) Uani 1 1 d . . . H28 H -0.0020 0.1768 0.5483 0.029 Uiso 1 1 calc R . . C29 C -0.0581(2) 0.0646(3) 0.5189(3) 0.0252(9) Uani 1 1 d . . . C30 C -0.1013(2) 0.0133(3) 0.4543(3) 0.0316(10) Uani 1 1 d . . . H30 H -0.1200 -0.0390 0.4631 0.038 Uiso 1 1 calc R . . C31 C -0.1164(2) 0.0399(3) 0.3770(3) 0.0343(11) Uani 1 1 d . . . H31 H -0.1460 0.0056 0.3338 0.041 Uiso 1 1 calc R . . C32 C -0.0883(2) 0.1177(3) 0.3620(3) 0.0252(9) Uani 1 1 d . . . C33 C -0.1095(2) 0.1378(3) 0.2742(3) 0.0288(10) Uani 1 1 d . . . C34 C -0.0396(2) 0.0346(3) 0.6023(3) 0.0291(10) Uani 1 1 d . . . N1 N 0.24524(19) 0.4539(3) 0.6362(2) 0.0311(9) Uani 1 1 d . . . N2 N 0.19759(18) 0.2933(3) 0.6570(2) 0.0290(8) Uani 1 1 d . . . O1 O 0.28630(16) 0.1779(2) 0.61211(18) 0.0293(7) Uani 1 1 d . . . O2 O 0.32853(15) 0.3588(2) 0.56590(19) 0.0306(7) Uani 1 1 d D . . O3 O 0.19313(14) 0.31232(19) 0.49449(18) 0.0253(7) Uani 1 1 d . . . O4 O 0.1540(2) 0.7957(2) 0.4192(3) 0.0609(12) Uani 1 1 d . . . O5 O 0.05238(18) 0.7424(2) 0.3615(2) 0.0418(9) Uani 1 1 d D . . O6 O -0.08250(17) 0.0960(3) 0.23828(19) 0.0410(8) Uani 1 1 d . . . O7 O -0.15604(17) 0.1917(2) 0.24128(19) 0.0373(8) Uani 1 1 d . . . O8 O -0.00925(17) 0.0882(2) 0.6613(2) 0.0373(8) Uani 1 1 d . . . O9 O -0.05213(17) -0.0447(2) 0.6156(2) 0.0420(9) Uani 1 1 d . . . Zn1 Zn 0.27140(2) 0.31530(3) 0.62042(3) 0.02721(19) Uani 1 1 d . . . Zn2 Zn 0.0000 0.02261(5) 0.2500 0.0344(2) Uani 1 2 d S . . H2W H 0.329(3) 0.318(3) 0.536(3) 0.080 Uiso 1 1 d D . . H1W H 0.3649(11) 0.377(4) 0.598(3) 0.080 Uiso 1 1 d D . . H5A H 0.043(4) 0.7965(13) 0.358(5) 0.080 Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.042(3) 0.036(3) 0.041(3) -0.005(2) 0.018(2) -0.005(2) C2 0.062(4) 0.034(3) 0.061(4) -0.005(3) 0.027(3) -0.006(3) C3 0.062(4) 0.033(3) 0.061(4) -0.005(3) 0.024(3) 0.008(3) C4 0.041(3) 0.046(3) 0.037(3) -0.003(2) 0.014(2) 0.012(2) C5 0.028(2) 0.036(3) 0.024(2) -0.0017(19) 0.0083(19) 0.005(2) C6 0.023(2) 0.044(3) 0.021(2) -0.0052(19) 0.0062(18) 0.003(2) C7 0.027(2) 0.067(4) 0.025(2) 0.003(2) 0.012(2) 0.003(2) C8 0.038(3) 0.077(4) 0.038(3) 0.002(3) 0.023(2) 0.018(3) C9 0.047(3) 0.068(4) 0.046(3) -0.003(3) 0.024(3) 0.025(3) C10 0.030(3) 0.079(4) 0.032(3) 0.005(3) 0.016(2) -0.005(3) C11 0.041(3) 0.059(4) 0.044(3) 0.003(3) 0.020(3) -0.014(3) C12 0.041(3) 0.038(3) 0.037(3) -0.003(2) 0.017(2) -0.007(2) C13 0.015(2) 0.025(2) 0.026(2) -0.0034(18) 0.0035(17) -0.0005(16) C14 0.023(2) 0.024(2) 0.022(2) -0.0002(17) 0.0099(17) -0.0003(17) C15 0.020(2) 0.030(2) 0.044(3) 0.001(2) 0.014(2) -0.0012(18) C16 0.026(2) 0.029(2) 0.047(3) 0.002(2) 0.017(2) -0.0084(19) C17 0.031(2) 0.022(2) 0.031(2) 0.0008(18) 0.014(2) -0.0021(18) C18 0.036(3) 0.027(2) 0.040(3) -0.002(2) 0.022(2) -0.002(2) C19 0.024(2) 0.027(2) 0.028(2) 0.0009(18) 0.0125(18) 0.0012(17) C20 0.022(2) 0.026(2) 0.019(2) -0.0023(16) 0.0088(17) -0.0039(17) C21 0.019(2) 0.020(2) 0.024(2) 0.0028(16) 0.0093(17) 0.0019(16) C22 0.030(2) 0.023(2) 0.032(2) -0.0057(18) 0.016(2) -0.0012(18) C23 0.032(2) 0.028(2) 0.028(2) -0.0020(18) 0.020(2) -0.0034(19) C24 0.020(2) 0.022(2) 0.021(2) 0.0011(16) 0.0089(17) -0.0004(16) C25 0.028(2) 0.021(2) 0.020(2) -0.0031(16) 0.0083(18) -0.0041(17) C26 0.026(2) 0.027(2) 0.023(2) 0.0000(17) 0.0124(18) -0.0036(17) C27 0.021(2) 0.021(2) 0.023(2) 0.0019(16) 0.0076(17) 0.0001(16) C28 0.026(2) 0.026(2) 0.022(2) 0.0001(17) 0.0108(18) -0.0004(18) C29 0.022(2) 0.026(2) 0.030(2) 0.0048(18) 0.0142(18) 0.0024(17) C30 0.030(2) 0.026(2) 0.037(3) 0.0054(19) 0.015(2) -0.0078(19) C31 0.032(3) 0.033(3) 0.030(2) 0.000(2) 0.007(2) -0.012(2) C32 0.023(2) 0.028(2) 0.022(2) 0.0041(17) 0.0071(18) -0.0013(17) C33 0.031(2) 0.026(2) 0.024(2) 0.0014(18) 0.0082(19) -0.0079(19) C34 0.024(2) 0.034(3) 0.034(3) 0.009(2) 0.017(2) 0.0077(19) N1 0.032(2) 0.033(2) 0.028(2) -0.0067(16) 0.0134(17) -0.0045(17) N2 0.027(2) 0.033(2) 0.0244(19) -0.0054(16) 0.0090(16) -0.0051(16) O1 0.0349(17) 0.0266(16) 0.0286(16) 0.0000(13) 0.0162(14) 0.0048(13) O2 0.0256(16) 0.0334(18) 0.0321(17) -0.0075(14) 0.0124(14) -0.0072(14) O3 0.0238(15) 0.0249(15) 0.0238(15) 0.0012(12) 0.0077(13) 0.0012(12) O4 0.051(2) 0.0246(19) 0.109(4) -0.005(2) 0.038(3) -0.0108(18) O5 0.038(2) 0.0267(18) 0.061(2) -0.0005(17) 0.0227(18) 0.0053(15) O6 0.0371(19) 0.055(2) 0.0273(17) 0.0001(16) 0.0112(15) 0.0139(16) O7 0.040(2) 0.0385(19) 0.0255(17) 0.0053(14) 0.0084(15) 0.0096(15) O8 0.050(2) 0.0345(18) 0.0327(18) 0.0041(15) 0.0231(16) 0.0064(16) O9 0.044(2) 0.039(2) 0.043(2) 0.0174(16) 0.0194(17) -0.0067(16) Zn1 0.0286(3) 0.0273(3) 0.0272(3) -0.0042(2) 0.0139(2) -0.0011(2) Zn2 0.0375(5) 0.0353(5) 0.0293(4) 0.000 0.0140(4) 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 C1 N1 1.328(6) . ? C1 C2 1.392(8) . ? C1 H1 0.9300 . ? C2 C3 1.366(9) . ? C2 H2 0.9300 . ? C3 C4 1.393(8) . ? C3 H3 0.9300 . ? C4 C5 1.416(7) . ? C4 C9 1.437(8) . ? C5 N1 1.362(6) . ? C5 C6 1.429(7) . ? C6 N2 1.362(6) . ? C6 C7 1.410(7) . ? C7 C10 1.394(8) . ? C7 C8 1.437(8) . ? C8 C9 1.334(9) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C10 C11 1.366(9) . ? C10 H10 0.9300 . ? C11 C12 1.392(8) . ? C11 H11 0.9300 . ? C12 N2 1.319(6) . ? C12 H12 0.9300 . ? C13 O1 1.250(5) 7_556 ? C13 O3 1.270(5) . ? C13 C14 1.499(6) . ? C14 C15 1.397(6) . ? C14 C20 1.407(6) . ? C15 C16 1.381(7) . ? C15 H15 0.9300 . ? C16 C17 1.393(6) . ? C16 H16 0.9300 . ? C17 C19 1.389(6) . ? C17 C18 1.488(6) . ? C18 O4 1.205(6) . ? C18 O5 1.317(6) . ? C19 C20 1.383(6) . ? C19 H19 0.9300 . ? C20 C21 1.491(6) . ? C21 C22 1.391(6) . ? C21 C26 1.395(6) . ? C22 C23 1.385(6) . ? C22 H22 0.9300 . ? C23 C24 1.396(6) . ? C23 H23 0.9300 . ? C24 C25 1.396(6) . ? C24 C27 1.488(6) . ? C25 C26 1.385(6) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? C27 C32 1.399(6) . ? C27 C28 1.405(6) . ? C28 C29 1.385(6) . ? C28 H28 0.9300 . ? C29 C30 1.383(6) . ? C29 C34 1.478(6) . ? C30 C31 1.373(7) . ? C30 H30 0.9300 . ? C31 C32 1.401(6) . ? C31 H31 0.9300 . ? C32 C33 1.505(6) . ? C33 O7 1.244(6) . ? C33 O6 1.257(6) . ? C34 O9 1.250(6) . ? C34 O8 1.271(6) . ? N1 Zn1 2.178(4) . y N2 Zn1 2.114(4) . y O1 C13 1.250(5) 7_556 ? O1 Zn1 2.063(3) . y O2 Zn1 2.086(3) . y O2 H2W 0.8200(11) . ? O2 H1W 0.8200(11) . ? O3 Zn1 2.213(3) . ? O5 H5A 0.8200(11) . ? O6 Zn2 2.100(3) . y O7 Zn1 2.107(3) 8_455 y O8 Zn2 2.256(3) 5_556 y O9 Zn2 2.253(4) 5_556 y Zn1 O7 2.107(3) 8_556 y Zn2 O6 2.100(3) 2 y Zn2 O9 2.253(4) 5_556 y Zn2 O9 2.253(4) 6 y Zn2 O8 2.256(3) 6 y Zn2 O8 2.256(3) 5_556 y 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 C1 C2 123.1(5) . . ? N1 C1 H1 118.5 . . ? C2 C1 H1 118.5 . . ? C3 C2 C1 119.6(5) . . ? C3 C2 H2 120.2 . . ? C1 C2 H2 120.2 . . ? C2 C3 C4 119.4(5) . . ? C2 C3 H3 120.3 . . ? C4 C3 H3 120.3 . . ? C3 C4 C5 117.7(5) . . ? C3 C4 C9 123.9(5) . . ? C5 C4 C9 118.4(5) . . ? N1 C5 C4 122.4(5) . . ? N1 C5 C6 117.4(4) . . ? C4 C5 C6 120.2(4) . . ? N2 C6 C7 122.1(5) . . ? N2 C6 C5 118.2(4) . . ? C7 C6 C5 119.7(5) . . ? C10 C7 C6 117.1(5) . . ? C10 C7 C8 124.3(5) . . ? C6 C7 C8 118.6(5) . . ? C9 C8 C7 121.8(5) . . ? C9 C8 H8 119.1 . . ? C7 C8 H8 119.1 . . ? C8 C9 C4 121.3(5) . . ? C8 C9 H9 119.4 . . ? C4 C9 H9 119.4 . . ? C11 C10 C7 120.5(5) . . ? C11 C10 H10 119.8 . . ? C7 C10 H10 119.8 . . ? C10 C11 C12 118.7(5) . . ? C10 C11 H11 120.7 . . ? C12 C11 H11 120.7 . . ? N2 C12 C11 123.1(5) . . ? N2 C12 H12 118.5 . . ? C11 C12 H12 118.5 . . ? O1 C13 O3 125.4(4) 7_556 . ? O1 C13 C14 117.3(4) 7_556 . ? O3 C13 C14 117.2(4) . . ? C15 C14 C20 119.4(4) . . ? C15 C14 C13 120.2(4) . . ? C20 C14 C13 120.3(4) . . ? C16 C15 C14 121.0(4) . . ? C16 C15 H15 119.5 . . ? C14 C15 H15 119.5 . . ? C15 C16 C17 119.5(4) . . ? C15 C16 H16 120.2 . . ? C17 C16 H16 120.2 . . ? C19 C17 C16 119.7(4) . . ? C19 C17 C18 121.4(4) . . ? C16 C17 C18 118.9(4) . . ? O4 C18 O5 123.3(5) . . ? O4 C18 C17 124.6(4) . . ? O5 C18 C17 112.1(4) . . ? C20 C19 C17 121.4(4) . . ? C20 C19 H19 119.3 . . ? C17 C19 H19 119.3 . . ? C19 C20 C14 119.0(4) . . ? C19 C20 C21 121.3(4) . . ? C14 C20 C21 119.8(4) . . ? C22 C21 C26 118.1(4) . . ? C22 C21 C20 122.0(4) . . ? C26 C21 C20 119.9(4) . . ? C23 C22 C21 120.6(4) . . ? C23 C22 H22 119.7 . . ? C21 C22 H22 119.7 . . ? C22 C23 C24 121.7(4) . . ? C22 C23 H23 119.1 . . ? C24 C23 H23 119.1 . . ? C23 C24 C25 117.3(4) . . ? C23 C24 C27 120.8(4) . . ? C25 C24 C27 121.8(4) . . ? C26 C25 C24 121.1(4) . . ? C26 C25 H25 119.4 . . ? C24 C25 H25 119.4 . . ? C25 C26 C21 121.1(4) . . ? C25 C26 H26 119.5 . . ? C21 C26 H26 119.5 . . ? C32 C27 C28 117.3(4) . . ? C32 C27 C24 124.5(4) . . ? C28 C27 C24 118.2(4) . . ? C29 C28 C27 122.3(4) . . ? C29 C28 H28 118.8 . . ? C27 C28 H28 118.8 . . ? C30 C29 C28 119.3(4) . . ? C30 C29 C34 120.1(4) . . ? C28 C29 C34 120.5(4) . . ? C31 C30 C29 119.8(4) . . ? C31 C30 H30 120.1 . . ? C29 C30 H30 120.1 . . ? C30 C31 C32 121.3(4) . . ? C30 C31 H31 119.4 . . ? C32 C31 H31 119.4 . . ? C27 C32 C31 120.0(4) . . ? C27 C32 C33 124.9(4) . . ? C31 C32 C33 115.1(4) . . ? O7 C33 O6 124.5(4) . . ? O7 C33 C32 116.3(4) . . ? O6 C33 C32 119.1(4) . . ? O9 C34 O8 119.4(4) . . ? O9 C34 C29 120.1(4) . . ? O8 C34 C29 120.4(4) . . ? C1 N1 C5 117.7(4) . . ? C1 N1 Zn1 129.8(3) . . ? C5 N1 Zn1 112.4(3) . . ? C12 N2 C6 118.5(4) . . ? C12 N2 Zn1 127.4(3) . . ? C6 N2 Zn1 114.1(3) . . ? C13 O1 Zn1 123.6(3) 7_556 . ? Zn1 O2 H2W 108(4) . . ? Zn1 O2 H1W 114(5) . . ? C13 O3 Zn1 124.0(3) . . ? C18 O5 H5A 110(5) . . ? C33 O6 Zn2 146.3(3) . . ? C33 O7 Zn1 125.5(3) . 8_455 ? C34 O8 Zn2 91.1(3) . 5_556 ? C34 O9 Zn2 91.8(3) . 5_556 ? O1 Zn1 O2 95.84(13) . . y O1 Zn1 O7 87.39(13) . 8_556 y O2 Zn1 O7 99.65(13) . 8_556 y O1 Zn1 N2 93.34(14) . . y O2 Zn1 N2 166.57(14) . . y O7 Zn1 N2 90.52(14) 8_556 . y O1 Zn1 N1 171.22(14) . . y O2 Zn1 N1 92.90(14) . . y O7 Zn1 N1 91.98(14) 8_556 . y N2 Zn1 N1 77.91(15) . . y O1 Zn1 O3 89.07(11) . . y O2 Zn1 O3 82.99(12) . . y O7 Zn1 O3 175.78(12) 8_556 . y N2 Zn1 O3 87.39(13) . . y N1 Zn1 O3 91.17(13) . . y O6 Zn2 O6 118.2(2) . 2 y O6 Zn2 O9 92.37(13) . 5_556 y O6 Zn2 O9 79.11(12) 2 5_556 y O6 Zn2 O9 79.11(12) . 6 y O6 Zn2 O9 92.37(13) 2 6 y O9 Zn2 O9 163.47(18) 5_556 6 y O6 Zn2 O8 120.79(13) . 6 y O6 Zn2 O8 103.20(13) 2 6 y O9 Zn2 O8 137.86(13) 5_556 6 y O9 Zn2 O8 57.71(12) 6 6 y O6 Zn2 O8 103.20(13) . 5_556 y O6 Zn2 O8 120.79(13) 2 5_556 y O9 Zn2 O8 57.71(12) 5_556 5_556 y O9 Zn2 O8 137.86(13) 6 5_556 y O8 Zn2 O8 87.75(17) 6 5_556 y loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O2 H2W O3 0.8200(11) 1.99(4) 2.705(4) 145(6) 7_556 O2 H1W O9 0.8200(11) 2.11(4) 2.837(5) 147(7) 3 O2 H1W O6 0.8200(11) 2.36(5) 2.991(5) 134(6) 8_556 O5 H5A O8 0.8200(11) 1.824(12) 2.639(5) 172(8) 5_566 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.983 _refine_diff_density_min -2.077 _refine_diff_density_rms 0.110