# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) 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_name 'Guoping Yong' 'Yingzhou Li' 'Chongfu Li' 'Yiman Zhang' 'Wenlong She' _publ_contact_author_name 'Dr. Guoping Yong' _publ_contact_author_email gpyong@ustc.edu.cn data_1 _database_code_depnum_ccdc_archive 'CCDC 779456' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15 H10 N4 O3 Zn' _chemical_formula_weight 359.64 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 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 11.2486(3) _cell_length_b 7.9854(2) _cell_length_c 15.4505(5) _cell_angle_alpha 90.00 _cell_angle_beta 94.418(3) _cell_angle_gamma 90.00 _cell_volume 1383.71(7) _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 ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.36 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.726 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 728 _exptl_absorpt_coefficient_mu 1.797 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4920 _exptl_absorpt_correction_T_max 0.5241 _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 7429 _diffrn_reflns_av_R_equivalents 0.0311 _diffrn_reflns_av_sigmaI/netI 0.0564 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.87 _diffrn_reflns_theta_max 26.37 _reflns_number_total 2819 _reflns_number_gt 1891 _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^)+(0.0898P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment none _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2819 _refine_ls_number_parameters 208 _refine_ls_number_restraints 23 _refine_ls_R_factor_all 0.0766 _refine_ls_R_factor_gt 0.0512 _refine_ls_wR_factor_ref 0.1506 _refine_ls_wR_factor_gt 0.1442 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 1.161 _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 0.61731(5) 0.22047(8) 0.25049(4) 0.0407(3) Uani 1 1 d U . . O1 O 0.7345(3) 0.0415(4) 0.2639(2) 0.0501(10) Uani 1 1 d . . . N2 N 0.6646(3) 0.4832(5) 0.4849(3) 0.0410(11) Uani 1 1 d . . . N1 N 0.6490(4) 0.3155(5) 0.3703(3) 0.0391(10) Uani 1 1 d . . . C8 C 0.7668(4) 0.0740(6) 0.4206(3) 0.0367(12) Uani 1 1 d . . . C6 C 0.7250(4) 0.3367(7) 0.5094(4) 0.0431(13) Uani 1 1 d . . . H6A H 0.7640 0.3123 0.5632 0.052 Uiso 1 1 calc R . . C14 C 0.7771(4) -0.0018(6) 0.3401(4) 0.0383(12) Uani 1 1 d . . . C7 C 0.7148(4) 0.2361(6) 0.4374(4) 0.0358(11) Uani 1 1 d . . . C1 C 0.6211(4) 0.4677(6) 0.4000(4) 0.0408(13) Uani 1 1 d . . . C5 C 0.6454(5) 0.6269(7) 0.5318(4) 0.0531(15) Uani 1 1 d . . . H5A H 0.6737 0.6345 0.5898 0.064 Uiso 1 1 calc R . . C4 C 0.5859(6) 0.7546(7) 0.4931(5) 0.0602(19) Uani 1 1 d . . . H4A H 0.5716 0.8507 0.5247 0.072 Uiso 1 1 calc R . . C3 C 0.5449(6) 0.7451(7) 0.4054(5) 0.0624(19) Uani 1 1 d . . . H3A H 0.5060 0.8360 0.3783 0.075 Uiso 1 1 calc R . . C2 C 0.5619(5) 0.6033(7) 0.3602(4) 0.0563(16) Uani 1 1 d . . . H2A H 0.5338 0.5965 0.3021 0.068 Uiso 1 1 calc R . . O2 O 0.4711(4) 0.0854(6) 0.2352(3) 0.0760(9) Uani 1 1 d U . . C15 C 0.3752(6) 0.1444(10) 0.2431(5) 0.0730(10) Uani 1 1 d U . . H15 H 0.3087 0.0758 0.2455 0.088 Uiso 1 1 calc R . . O3 O 0.3651(5) 0.3009(7) 0.2481(4) 0.0958(13) Uani 1 1 d U . . N4 N 0.8299(3) -0.0282(5) 0.4813(3) 0.0370(10) Uani 1 1 d . . . N3 N 0.8476(3) -0.1426(5) 0.3513(3) 0.0387(10) Uani 1 1 d . . . C12 C 0.9440(5) -0.2786(7) 0.4828(4) 0.0491(14) Uani 1 1 d . . . H12A H 0.9780 -0.3663 0.4537 0.059 Uiso 1 1 calc R . . C13 C 0.8776(4) -0.1588(6) 0.4370(4) 0.0376(12) Uani 1 1 d . . . C9 C 0.8442(5) -0.0207(7) 0.5695(4) 0.0491(14) Uani 1 1 d . . . H9A H 0.8100 0.0663 0.5989 0.059 Uiso 1 1 calc R . . C11 C 0.9600(5) -0.2683(7) 0.5723(4) 0.0552(16) Uani 1 1 d . . . H11A H 1.0058 -0.3480 0.6036 0.066 Uiso 1 1 calc R . . C10 C 0.9085(5) -0.1409(7) 0.6144(4) 0.0538(15) Uani 1 1 d . . . H10A H 0.9174 -0.1360 0.6747 0.065 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0514(4) 0.0387(4) 0.0317(4) 0.0022(3) 0.0026(3) 0.0006(3) O1 0.079(3) 0.044(2) 0.027(2) -0.0009(17) 0.0012(18) 0.0185(19) N2 0.042(2) 0.037(2) 0.044(3) -0.008(2) 0.005(2) -0.0015(18) N1 0.047(2) 0.036(2) 0.034(3) -0.0016(19) 0.0074(19) 0.0007(18) C8 0.045(3) 0.035(3) 0.030(3) 0.001(2) 0.001(2) -0.001(2) C6 0.048(3) 0.044(3) 0.037(3) -0.006(3) 0.000(2) 0.004(2) C14 0.046(3) 0.039(3) 0.030(3) 0.000(2) 0.004(2) -0.001(2) C7 0.039(3) 0.037(3) 0.033(3) -0.004(2) 0.006(2) -0.004(2) C1 0.041(3) 0.040(3) 0.042(4) -0.001(3) 0.009(2) -0.003(2) C5 0.051(3) 0.050(4) 0.059(4) -0.021(3) 0.009(3) -0.005(3) C4 0.054(3) 0.044(4) 0.085(6) -0.020(3) 0.023(3) -0.001(3) C3 0.062(4) 0.044(4) 0.083(6) 0.011(3) 0.018(4) 0.010(3) C2 0.069(4) 0.052(4) 0.050(4) 0.008(3) 0.014(3) 0.014(3) O2 0.0686(10) 0.0785(12) 0.0806(15) -0.0043(11) 0.0047(10) -0.0128(8) C15 0.0656(10) 0.0810(13) 0.0723(16) -0.0008(11) 0.0051(11) -0.0086(10) O3 0.0991(16) 0.0904(13) 0.0980(18) 0.0013(11) 0.0076(11) 0.0043(10) N4 0.046(2) 0.038(2) 0.027(3) 0.0003(19) 0.0000(18) -0.0040(18) N3 0.049(2) 0.030(2) 0.036(3) -0.0013(19) 0.0011(19) 0.0026(19) C12 0.058(3) 0.042(3) 0.046(4) 0.000(3) -0.002(3) 0.001(3) C13 0.043(3) 0.033(2) 0.036(3) -0.003(2) -0.001(2) -0.004(2) C9 0.064(3) 0.046(3) 0.037(4) -0.003(3) 0.000(3) -0.004(3) C11 0.065(4) 0.048(3) 0.050(4) 0.009(3) -0.012(3) 0.001(3) C10 0.069(4) 0.056(4) 0.034(4) 0.004(3) -0.013(3) -0.005(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O1 1.944(3) . ? Zn1 O2 1.966(4) . ? Zn1 N3 1.981(4) 2_655 ? Zn1 N1 2.008(4) . ? O1 C14 1.284(6) . ? N2 C1 1.370(7) . ? N2 C5 1.383(6) . ? N2 C6 1.391(6) . ? N1 C1 1.344(6) . ? N1 C7 1.381(7) . ? C8 C14 1.396(7) . ? C8 N4 1.396(6) . ? C8 C7 1.452(6) . ? C6 C7 1.370(7) . ? C6 H6A 0.9300 . ? C14 N3 1.379(6) . ? C1 C2 1.390(7) . ? C5 C4 1.335(9) . ? C5 H5A 0.9300 . ? C4 C3 1.399(10) . ? C4 H4A 0.9300 . ? C3 C2 1.352(8) . ? C3 H3A 0.9300 . ? C2 H2A 0.9300 . ? O2 C15 1.193(7) . ? C15 O3 1.258(10) . ? C15 H15 0.9300 . ? N4 C9 1.361(7) . ? N4 C13 1.379(6) . ? N3 C13 1.346(7) . ? N3 Zn1 1.981(4) 2_645 ? C12 C11 1.383(8) . ? C12 C13 1.377(7) . ? C12 H12A 0.9300 . ? C9 C10 1.360(8) . ? C9 H9A 0.9300 . ? C11 C10 1.361(8) . ? C11 H11A 0.9300 . ? C10 H10A 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 O2 99.42(19) . . ? O1 Zn1 N3 108.39(16) . 2_655 ? O2 Zn1 N3 115.06(19) . 2_655 ? O1 Zn1 N1 96.24(16) . . ? O2 Zn1 N1 113.96(19) . . ? N3 Zn1 N1 119.45(17) 2_655 . ? C14 O1 Zn1 119.9(3) . . ? C1 N2 C5 121.2(5) . . ? C1 N2 C6 108.4(4) . . ? C5 N2 C6 130.4(5) . . ? C1 N1 C7 106.6(4) . . ? C1 N1 Zn1 128.8(4) . . ? C7 N1 Zn1 124.4(3) . . ? C14 C8 N4 105.8(4) . . ? C14 C8 C7 127.5(5) . . ? N4 C8 C7 126.3(5) . . ? C7 C6 N2 105.3(5) . . ? C7 C6 H6A 127.4 . . ? N2 C6 H6A 127.4 . . ? O1 C14 N3 120.3(5) . . ? O1 C14 C8 130.5(5) . . ? N3 C14 C8 109.2(5) . . ? C6 C7 N1 110.2(4) . . ? C6 C7 C8 131.2(5) . . ? N1 C7 C8 118.4(5) . . ? N1 C1 N2 109.4(5) . . ? N1 C1 C2 132.1(6) . . ? N2 C1 C2 118.5(5) . . ? C4 C5 N2 119.5(6) . . ? C4 C5 H5A 120.3 . . ? N2 C5 H5A 120.3 . . ? C5 C4 C3 120.5(5) . . ? C5 C4 H4A 119.7 . . ? C3 C4 H4A 119.7 . . ? C2 C3 C4 119.8(6) . . ? C2 C3 H3A 120.1 . . ? C4 C3 H3A 120.1 . . ? C3 C2 C1 120.4(6) . . ? C3 C2 H2A 119.8 . . ? C1 C2 H2A 119.8 . . ? C15 O2 Zn1 121.7(5) . . ? O2 C15 O3 119.0(7) . . ? O2 C15 H15 120.5 . . ? O3 C15 H15 120.5 . . ? C9 N4 C13 120.7(5) . . ? C9 N4 C8 131.5(4) . . ? C13 N4 C8 107.8(4) . . ? C13 N3 C14 107.5(4) . . ? C13 N3 Zn1 132.6(3) . 2_645 ? C14 N3 Zn1 119.9(4) . 2_645 ? C11 C12 C13 119.8(5) . . ? C11 C12 H12A 120.1 . . ? C13 C12 H12A 120.1 . . ? N3 C13 N4 109.7(4) . . ? N3 C13 C12 131.1(5) . . ? N4 C13 C12 119.1(5) . . ? N4 C9 C10 119.8(5) . . ? N4 C9 H9A 120.1 . . ? C10 C9 H9A 120.1 . . ? C12 C11 C10 119.7(6) . . ? C12 C11 H11A 120.1 . . ? C10 C11 H11A 120.1 . . ? C9 C10 C11 120.8(6) . . ? C9 C10 H10A 119.6 . . ? C11 C10 H10A 119.6 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 Zn1 O1 C14 -98.8(4) . . . . ? N3 Zn1 O1 C14 140.7(4) 2_655 . . . ? N1 Zn1 O1 C14 16.8(4) . . . . ? O1 Zn1 N1 C1 161.3(4) . . . . ? O2 Zn1 N1 C1 -95.5(4) . . . . ? N3 Zn1 N1 C1 46.1(4) 2_655 . . . ? O1 Zn1 N1 C7 -12.9(4) . . . . ? O2 Zn1 N1 C7 90.3(4) . . . . ? N3 Zn1 N1 C7 -128.1(4) 2_655 . . . ? C1 N2 C6 C7 -0.4(5) . . . . ? C5 N2 C6 C7 179.3(5) . . . . ? Zn1 O1 C14 N3 171.2(3) . . . . ? Zn1 O1 C14 C8 -10.2(7) . . . . ? N4 C8 C14 O1 179.3(5) . . . . ? C7 C8 C14 O1 -7.9(9) . . . . ? N4 C8 C14 N3 -1.9(5) . . . . ? C7 C8 C14 N3 170.9(4) . . . . ? N2 C6 C7 N1 -0.8(5) . . . . ? N2 C6 C7 C8 174.5(5) . . . . ? C1 N1 C7 C6 1.7(5) . . . . ? Zn1 N1 C7 C6 177.0(3) . . . . ? C1 N1 C7 C8 -174.3(4) . . . . ? Zn1 N1 C7 C8 1.0(6) . . . . ? C14 C8 C7 C6 -162.5(5) . . . . ? N4 C8 C7 C6 8.9(8) . . . . ? C14 C8 C7 N1 12.5(7) . . . . ? N4 C8 C7 N1 -176.1(4) . . . . ? C7 N1 C1 N2 -2.0(5) . . . . ? Zn1 N1 C1 N2 -177.0(3) . . . . ? C7 N1 C1 C2 176.3(5) . . . . ? Zn1 N1 C1 C2 1.3(8) . . . . ? C5 N2 C1 N1 -178.3(4) . . . . ? C6 N2 C1 N1 1.5(5) . . . . ? C5 N2 C1 C2 3.2(7) . . . . ? C6 N2 C1 C2 -177.1(4) . . . . ? C1 N2 C5 C4 -1.7(7) . . . . ? C6 N2 C5 C4 178.6(5) . . . . ? N2 C5 C4 C3 -1.1(8) . . . . ? C5 C4 C3 C2 2.3(9) . . . . ? C4 C3 C2 C1 -0.8(9) . . . . ? N1 C1 C2 C3 179.9(5) . . . . ? N2 C1 C2 C3 -1.9(8) . . . . ? O1 Zn1 O2 C15 163.6(6) . . . . ? N3 Zn1 O2 C15 -80.9(6) 2_655 . . . ? N1 Zn1 O2 C15 62.4(6) . . . . ? Zn1 O2 C15 O3 11.1(10) . . . . ? C14 C8 N4 C9 -175.8(5) . . . . ? C7 C8 N4 C9 11.4(8) . . . . ? C14 C8 N4 C13 1.1(5) . . . . ? C7 C8 N4 C13 -171.8(4) . . . . ? O1 C14 N3 C13 -179.0(4) . . . . ? C8 C14 N3 C13 2.0(5) . . . . ? O1 C14 N3 Zn1 -0.3(6) . . . 2_645 ? C8 C14 N3 Zn1 -179.2(3) . . . 2_645 ? C14 N3 C13 N4 -1.4(5) . . . . ? Zn1 N3 C13 N4 -179.9(3) 2_645 . . . ? C14 N3 C13 C12 178.5(5) . . . . ? Zn1 N3 C13 C12 -0.1(8) 2_645 . . . ? C9 N4 C13 N3 177.4(4) . . . . ? C8 N4 C13 N3 0.2(5) . . . . ? C9 N4 C13 C12 -2.4(7) . . . . ? C8 N4 C13 C12 -179.7(4) . . . . ? C11 C12 C13 N3 -178.6(5) . . . . ? C11 C12 C13 N4 1.2(8) . . . . ? C13 N4 C9 C10 1.6(7) . . . . ? C8 N4 C9 C10 178.0(5) . . . . ? C13 C12 C11 C10 0.9(9) . . . . ? N4 C9 C10 C11 0.6(8) . . . . ? C12 C11 C10 C9 -1.9(9) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.166 _refine_diff_density_min -1.333 _refine_diff_density_rms 0.094 #===END # Attachment 'Compd2.CIF' data_2 _database_code_depnum_ccdc_archive 'CCDC 779457' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H9 Br Co N4 O' _chemical_formula_weight 388.09 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 '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 11.189(2) _cell_length_b 8.0372(16) _cell_length_c 15.294(3) _cell_angle_alpha 90.00 _cell_angle_beta 94.20(3) _cell_angle_gamma 90.00 _cell_volume 1371.7(5) _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 ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.41 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.879 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 764 _exptl_absorpt_coefficient_mu 4.166 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.220 _exptl_absorpt_correction_T_max 0.353 _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 5766 _diffrn_reflns_av_R_equivalents 0.0729 _diffrn_reflns_av_sigmaI/netI 0.0957 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 11.72 _diffrn_reflns_theta_max 24.23 _reflns_number_total 1913 _reflns_number_gt 1198 _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^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment none _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.22(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 1913 _refine_ls_number_parameters 199 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1387 _refine_ls_R_factor_gt 0.1010 _refine_ls_wR_factor_ref 0.2951 _refine_ls_wR_factor_gt 0.2716 _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_restrained_S_all 1.067 _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 Co1 Co 0.11346(12) 0.21441(18) 0.25066(9) 0.0521(9) Uani 1 1 d . . . O1 O 0.2289(6) 0.0351(9) 0.2646(4) 0.0508(18) Uani 1 1 d . . . N4 N 0.3301(7) -0.0276(9) 0.4826(5) 0.0417(18) Uani 1 1 d . . . C14 C 0.2731(9) -0.0043(11) 0.3400(6) 0.043(2) Uani 1 1 d . . . C7 C 0.2168(8) 0.2361(11) 0.4394(6) 0.041(2) Uani 1 1 d . . . N2 N 0.1664(7) 0.4797(10) 0.4862(6) 0.045(2) Uani 1 1 d . . . C8 C 0.2656(8) 0.0740(11) 0.4230(6) 0.040(2) Uani 1 1 d . . . N1 N 0.1495(7) 0.3148(9) 0.3706(5) 0.0434(19) Uani 1 1 d . . . C1 C 0.1240(8) 0.4647(12) 0.4019(6) 0.042(2) Uani 1 1 d . . . C5 C 0.1473(8) 0.6224(14) 0.5342(8) 0.056(3) Uani 1 1 d . . . H5A H 0.1758 0.6303 0.5927 0.067 Uiso 1 1 calc R . . C2 C 0.0621(10) 0.6018(14) 0.3596(8) 0.060(3) Uani 1 1 d . . . H2A H 0.0340 0.5953 0.3009 0.072 Uiso 1 1 calc R . . C3 C 0.0456(11) 0.7398(14) 0.4062(9) 0.062(3) Uani 1 1 d . . . H3A H 0.0061 0.8301 0.3792 0.075 Uiso 1 1 calc R . . C6 C 0.2251(8) 0.3367(12) 0.5099(6) 0.044(2) Uani 1 1 d . . . H6A H 0.2636 0.3130 0.5644 0.053 Uiso 1 1 calc R . . C4 C 0.0858(11) 0.7511(14) 0.4936(10) 0.064(3) Uani 1 1 d . . . H4A H 0.0708 0.8470 0.5251 0.077 Uiso 1 1 calc R . . Br1 Br -0.0999(4) 0.1479(6) 0.2412(2) 0.1587(15) Uani 1 1 d . . . C11 C 0.4603(10) -0.2683(14) 0.5731(8) 0.057(3) Uani 1 1 d . . . H11A H 0.5054 -0.3486 0.6043 0.068 Uiso 1 1 calc R . . C12 C 0.4465(9) -0.2786(12) 0.4853(7) 0.046(2) Uani 1 1 d . . . H12A H 0.4827 -0.3643 0.4562 0.055 Uiso 1 1 calc R . . C13 C 0.3765(8) -0.1584(11) 0.4373(6) 0.040(2) Uani 1 1 d . . . C9 C 0.3437(10) -0.0203(13) 0.5709(6) 0.051(2) Uani 1 1 d . . . H9A H 0.3091 0.0665 0.6004 0.061 Uiso 1 1 calc R . . C10 C 0.4087(10) -0.1407(14) 0.6179(7) 0.053(3) Uani 1 1 d . . . H10A H 0.4176 -0.1361 0.6787 0.064 Uiso 1 1 calc R . . N3 N 0.3444(7) -0.1436(10) 0.3518(5) 0.0427(18) Uani 1 1 d . . . Br1A Br -0.130(2) 0.288(3) 0.2535(13) 0.339(7) Uiso 1 1 d . . . Br1B Br -0.022(3) 0.056(3) 0.2383(14) 0.345(7) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0577(11) 0.0522(12) 0.0469(11) 0.0014(6) 0.0079(6) -0.0011(6) O1 0.064(4) 0.052(4) 0.037(4) -0.003(3) 0.008(3) 0.016(3) N4 0.046(4) 0.038(4) 0.041(4) 0.000(3) 0.005(3) -0.009(3) C14 0.056(5) 0.036(5) 0.038(5) -0.002(4) 0.012(4) -0.011(4) C7 0.043(4) 0.040(5) 0.041(5) -0.002(4) 0.009(4) -0.002(4) N2 0.035(4) 0.040(4) 0.061(5) -0.009(3) 0.011(3) -0.006(3) C8 0.047(5) 0.036(4) 0.038(4) -0.002(4) 0.011(3) -0.002(4) N1 0.046(4) 0.040(4) 0.045(4) -0.002(3) 0.011(3) 0.002(3) C1 0.047(5) 0.047(5) 0.035(5) 0.005(4) 0.014(4) -0.001(4) C5 0.031(5) 0.059(7) 0.078(7) -0.027(5) 0.013(4) -0.007(4) C2 0.059(6) 0.053(6) 0.068(7) 0.003(5) 0.010(5) 0.010(5) C3 0.062(6) 0.045(6) 0.082(9) 0.001(5) 0.026(6) 0.004(5) C6 0.043(4) 0.047(5) 0.042(5) -0.005(4) 0.002(4) 0.001(4) C4 0.056(6) 0.042(6) 0.097(10) -0.024(6) 0.031(6) -0.009(5) Br1 0.161(3) 0.173(3) 0.139(2) -0.0036(18) -0.0087(18) -0.003(2) C11 0.049(5) 0.053(6) 0.067(7) 0.004(5) -0.001(5) -0.009(5) C12 0.043(5) 0.045(5) 0.049(5) 0.005(4) 0.001(4) 0.005(4) C13 0.041(4) 0.040(5) 0.040(5) -0.004(4) 0.009(4) -0.007(4) C9 0.062(6) 0.052(6) 0.038(5) -0.006(4) 0.004(4) -0.011(5) C10 0.060(6) 0.060(6) 0.040(5) 0.007(4) -0.005(4) -0.008(5) N3 0.044(4) 0.043(4) 0.042(4) -0.006(3) 0.006(3) -0.003(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O1 1.936(7) . ? Co1 Br1B 1.98(2) . ? Co1 N1 2.018(8) . ? Co1 N3 2.022(7) 2 ? Co1 Br1 2.440(4) . ? Co1 Br1A 2.79(2) . ? O1 C14 1.262(12) . ? N4 C9 1.351(13) . ? N4 C13 1.380(12) . ? N4 C8 1.387(13) . ? C14 N3 1.379(13) . ? C14 C8 1.425(13) . ? C7 C6 1.345(14) . ? C7 N1 1.399(13) . ? C7 C8 1.442(13) . ? N2 C1 1.346(13) . ? N2 C6 1.359(14) . ? N2 C5 1.387(13) . ? N1 C1 1.334(13) . ? C1 C2 1.431(16) . ? C5 C4 1.37(2) . ? C2 C3 1.339(18) . ? C3 C4 1.38(2) . ? Br1 Br1B 1.15(3) . ? Br1 Br1A 1.19(3) . ? C11 C12 1.342(16) . ? C11 C10 1.384(18) . ? C12 C13 1.415(15) . ? C13 N3 1.335(13) . ? C9 C10 1.379(16) . ? N3 Co1 2.022(7) 2_545 ? Br1A Br1B 2.25(4) . ? 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 Co1 Br1B 91.7(9) . . ? O1 Co1 N1 96.4(3) . . ? Br1B Co1 N1 116.5(7) . . ? O1 Co1 N3 108.3(3) . 2 ? Br1B Co1 N3 120.6(7) . 2 ? N1 Co1 N3 115.9(3) . 2 ? O1 Co1 Br1 119.0(3) . . ? Br1B Co1 Br1 27.7(9) . . ? N1 Co1 Br1 105.7(2) . . ? N3 Co1 Br1 111.1(2) 2 . ? O1 Co1 Br1A 143.0(6) . . ? Br1B Co1 Br1A 52.8(11) . . ? N1 Co1 Br1A 91.8(5) . . ? N3 Co1 Br1A 100.2(5) 2 . ? Br1 Co1 Br1A 25.2(5) . . ? C14 O1 Co1 120.1(6) . . ? C9 N4 C13 121.1(8) . . ? C9 N4 C8 130.4(8) . . ? C13 N4 C8 108.4(7) . . ? O1 C14 N3 120.6(8) . . ? O1 C14 C8 131.2(9) . . ? N3 C14 C8 108.2(8) . . ? C6 C7 N1 109.4(8) . . ? C6 C7 C8 132.7(9) . . ? N1 C7 C8 117.8(8) . . ? C1 N2 C6 108.0(7) . . ? C1 N2 C5 121.6(9) . . ? C6 N2 C5 130.4(9) . . ? N4 C8 C14 105.3(7) . . ? N4 C8 C7 127.1(8) . . ? C14 C8 C7 127.1(8) . . ? C1 N1 C7 104.8(7) . . ? C1 N1 Co1 130.8(6) . . ? C7 N1 Co1 124.3(6) . . ? N1 C1 N2 110.8(8) . . ? N1 C1 C2 130.0(9) . . ? N2 C1 C2 119.3(9) . . ? C4 C5 N2 118.5(11) . . ? C3 C2 C1 118.6(12) . . ? C2 C3 C4 121.5(11) . . ? C7 C6 N2 106.9(8) . . ? C5 C4 C3 120.5(9) . . ? Br1B Br1 Br1A 147.0(16) . . ? Br1B Br1 Co1 53.0(12) . . ? Br1A Br1 Co1 94.2(11) . . ? C12 C11 C10 121.3(10) . . ? C11 C12 C13 119.7(9) . . ? N3 C13 N4 109.8(8) . . ? N3 C13 C12 131.8(8) . . ? N4 C13 C12 118.3(8) . . ? N4 C9 C10 120.5(10) . . ? C9 C10 C11 119.1(9) . . ? C13 N3 C14 108.2(7) . . ? C13 N3 Co1 130.4(6) . 2_545 ? C14 N3 Co1 121.4(6) . 2_545 ? Br1 Br1A Br1B 16.2(8) . . ? Br1 Br1A Co1 60.6(10) . . ? Br1B Br1A Co1 44.5(8) . . ? Br1 Br1B Co1 99.3(16) . . ? Br1 Br1B Br1A 16.8(9) . . ? Co1 Br1B Br1A 82.6(12) . . ? _diffrn_measured_fraction_theta_max 0.864 _diffrn_reflns_theta_full 24.23 _diffrn_measured_fraction_theta_full 0.864 _refine_diff_density_max 0.748 _refine_diff_density_min -0.714 _refine_diff_density_rms 0.127 #===END # Attachment 'Compd4.CIF' data_4 _database_code_depnum_ccdc_archive 'CCDC 779458' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H11 Co N4 O3' _chemical_formula_weight 390.24 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co -2.3653 3.6143 '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)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.8748(3) _cell_length_b 7.5962(3) _cell_length_c 21.3359(6) _cell_angle_alpha 90.00 _cell_angle_beta 96.157(2) _cell_angle_gamma 90.00 _cell_volume 1591.19(9) _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 ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.629 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 792 _exptl_absorpt_coefficient_mu 8.705 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1240 _exptl_absorpt_correction_T_max 0.1401 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\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 6034 _diffrn_reflns_av_R_equivalents 0.0237 _diffrn_reflns_av_sigmaI/netI 0.0407 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 4.17 _diffrn_reflns_theta_max 66.60 _reflns_number_total 2755 _reflns_number_gt 2111 _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^)+(0.0320P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment none _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2755 _refine_ls_number_parameters 235 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0405 _refine_ls_R_factor_gt 0.0282 _refine_ls_wR_factor_ref 0.0648 _refine_ls_wR_factor_gt 0.0633 _refine_ls_goodness_of_fit_ref 0.999 _refine_ls_restrained_S_all 0.999 _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 Co1 Co 0.62917(3) 0.20244(5) 0.302215(14) 0.03695(11) Uani 1 1 d . . . O2 O 0.73915(15) 0.0723(2) 0.36848(7) 0.0580(5) Uani 1 1 d . . . N2 N 0.80591(17) 0.5199(3) 0.17215(8) 0.0425(5) Uani 1 1 d . . . N4 N 0.64169(16) -0.0015(2) 0.10008(8) 0.0389(4) Uani 1 1 d . . . O1 O 0.53735(14) 0.0212(2) 0.25063(6) 0.0478(4) Uani 1 1 d . . . N3 N 0.51054(17) -0.1496(3) 0.16095(8) 0.0402(5) Uani 1 1 d . . . O3 O 0.82206(18) 0.3352(3) 0.39789(8) 0.0656(5) Uani 1 1 d . . . N1 N 0.72160(16) 0.3175(3) 0.23282(8) 0.0374(4) Uani 1 1 d . . . C7 C 0.7111(2) 0.2569(3) 0.17091(10) 0.0376(5) Uani 1 1 d . . . C16 C 0.9120(2) 0.0830(3) 0.45398(9) 0.0393(5) Uani 1 1 d . . . C8 C 0.6459(2) 0.0906(3) 0.15676(9) 0.0378(5) Uani 1 1 d . . . C5 C 0.8624(2) 0.6782(3) 0.15826(12) 0.0511(6) Uani 1 1 d . . . H5 H 0.8804 0.7033 0.1173 0.061 Uiso 1 1 calc R . . C13 C 0.5588(2) -0.1486(3) 0.10449(10) 0.0400(6) Uani 1 1 d . . . C4 C 0.8916(2) 0.7969(4) 0.20460(12) 0.0557(7) Uani 1 1 d . . . H4 H 0.9313 0.9039 0.1958 0.067 Uiso 1 1 calc R . . C1 C 0.77722(19) 0.4787(3) 0.23238(10) 0.0385(5) Uani 1 1 d . . . C6 C 0.7637(2) 0.3801(3) 0.13355(10) 0.0470(6) Uani 1 1 d . . . H6 H 0.7699 0.3713 0.0905 0.056 Uiso 1 1 calc R . . C17 C 0.9203(2) -0.0990(3) 0.45596(10) 0.0455(6) Uani 1 1 d . . . H17 H 0.8669 -0.1659 0.4263 0.055 Uiso 1 1 calc R . . C14 C 0.56515(19) -0.0059(3) 0.19383(9) 0.0387(5) Uani 1 1 d . . . C9 C 0.7046(2) 0.0262(3) 0.04656(10) 0.0497(6) Uani 1 1 d . . . H9 H 0.7608 0.1236 0.0440 0.060 Uiso 1 1 calc R . . C11 C 0.6022(3) -0.2342(4) 0.00091(11) 0.0594(8) Uani 1 1 d . . . H11 H 0.5890 -0.3114 -0.0330 0.071 Uiso 1 1 calc R . . C2 C 0.8064(2) 0.6028(3) 0.28032(11) 0.0511(6) Uani 1 1 d . . . H2 H 0.7879 0.5784 0.3213 0.061 Uiso 1 1 calc R . . C10 C 0.6854(3) -0.0872(4) -0.00246(11) 0.0570(7) Uani 1 1 d . . . H10 H 0.7279 -0.0668 -0.0386 0.068 Uiso 1 1 calc R . . C12 C 0.5396(2) -0.2654(3) 0.05438(11) 0.0510(6) Uani 1 1 d . . . H12 H 0.4847 -0.3640 0.0569 0.061 Uiso 1 1 calc R . . C15 C 0.8181(2) 0.1736(4) 0.40347(10) 0.0483(6) Uani 1 1 d . . . C3 C 0.8624(3) 0.7602(3) 0.26615(13) 0.0579(7) Uani 1 1 d . . . H3 H 0.8814 0.8439 0.2977 0.070 Uiso 1 1 calc R . . C18 C 1.0080(2) -0.1821(3) 0.50185(10) 0.0451(6) Uani 1 1 d . . . H18 H 1.0130 -0.3043 0.5030 0.054 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.03465(17) 0.0421(2) 0.03302(17) 0.00050(18) -0.00145(11) 0.00243(17) O2 0.0537(10) 0.0685(14) 0.0477(10) 0.0012(9) -0.0137(7) 0.0105(9) N2 0.0379(10) 0.0387(13) 0.0519(11) 0.0015(10) 0.0103(8) -0.0021(8) N4 0.0400(10) 0.0393(13) 0.0377(10) 0.0027(9) 0.0055(7) 0.0034(8) O1 0.0505(9) 0.0546(12) 0.0387(8) -0.0037(8) 0.0069(7) -0.0172(8) N3 0.0393(9) 0.0436(13) 0.0366(9) -0.0033(9) -0.0010(7) -0.0059(8) O3 0.0759(12) 0.0573(14) 0.0609(11) 0.0157(10) -0.0055(8) 0.0189(10) N1 0.0348(9) 0.0363(13) 0.0406(9) -0.0007(9) 0.0014(7) 0.0012(8) C7 0.0327(11) 0.0385(16) 0.0420(12) -0.0003(11) 0.0063(8) 0.0023(9) C16 0.0353(11) 0.0488(17) 0.0337(11) 0.0074(11) 0.0026(8) 0.0047(10) C8 0.0396(11) 0.0381(15) 0.0353(11) -0.0004(11) 0.0030(8) -0.0003(10) C5 0.0472(13) 0.0454(18) 0.0628(15) 0.0044(14) 0.0154(10) -0.0049(12) C13 0.0368(11) 0.0415(16) 0.0407(12) -0.0016(11) -0.0006(8) 0.0010(10) C4 0.0483(14) 0.0381(17) 0.0806(19) 0.0022(15) 0.0066(12) -0.0088(12) C1 0.0320(11) 0.0379(16) 0.0452(12) 0.0009(11) 0.0024(8) 0.0037(9) C6 0.0517(14) 0.0467(17) 0.0448(13) -0.0060(12) 0.0147(10) -0.0055(11) C17 0.0416(12) 0.0568(19) 0.0367(12) 0.0031(12) -0.0021(8) -0.0019(11) C14 0.0352(11) 0.0444(16) 0.0353(11) -0.0003(11) -0.0020(8) -0.0022(10) C9 0.0601(15) 0.0433(17) 0.0487(14) 0.0031(13) 0.0195(10) 0.0043(12) C11 0.0727(18) 0.061(2) 0.0453(14) -0.0156(14) 0.0072(12) 0.0056(14) C2 0.0539(14) 0.0478(18) 0.0502(14) -0.0031(13) -0.0010(10) -0.0023(12) C10 0.0724(17) 0.056(2) 0.0460(14) -0.0042(14) 0.0213(11) 0.0071(14) C12 0.0554(15) 0.0469(18) 0.0496(14) -0.0092(12) 0.0011(10) -0.0017(11) C15 0.0419(12) 0.065(2) 0.0376(12) 0.0087(13) 0.0045(9) 0.0174(12) C3 0.0582(16) 0.0447(19) 0.0686(17) -0.0083(14) -0.0036(13) -0.0071(12) C18 0.0475(12) 0.0418(16) 0.0452(12) 0.0077(12) 0.0009(9) 0.0019(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 Co1 O1 1.9271(15) . ? Co1 O2 1.9561(14) . ? Co1 N3 2.0044(18) 2_655 ? Co1 N1 2.0197(18) . ? O2 C15 1.278(3) . ? N2 C5 1.372(3) . ? N2 C6 1.381(3) . ? N2 C1 1.381(3) . ? N4 C9 1.373(3) . ? N4 C8 1.394(3) . ? N4 C13 1.394(3) . ? O1 C14 1.288(2) . ? N3 C13 1.343(3) . ? N3 C14 1.375(3) . ? N3 Co1 2.0044(18) 2_645 ? O3 C15 1.234(3) . ? N1 C1 1.342(3) . ? N1 C7 1.392(2) . ? C7 C6 1.367(3) . ? C7 C8 1.436(3) . ? C16 C17 1.385(3) . ? C16 C18 1.386(3) 3_756 ? C16 C15 1.510(3) . ? C8 C14 1.391(3) . ? C5 C4 1.346(3) . ? C5 H5 0.9300 . ? C13 C12 1.387(3) . ? C4 C3 1.403(3) . ? C4 H4 0.9300 . ? C1 C2 1.398(3) . ? C6 H6 0.9300 . ? C17 C18 1.387(3) . ? C17 H17 0.9300 . ? C9 C10 1.352(3) . ? C9 H9 0.9300 . ? C11 C12 1.375(3) . ? C11 C10 1.393(3) . ? C11 H11 0.9300 . ? C2 C3 1.364(3) . ? C2 H2 0.9300 . ? C10 H10 0.9300 . ? C12 H12 0.9300 . ? C3 H3 0.9300 . ? C18 C16 1.386(3) 3_756 ? C18 H18 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 Co1 O2 104.04(7) . . ? O1 Co1 N3 108.85(7) . 2_655 ? O2 Co1 N3 110.62(7) . 2_655 ? O1 Co1 N1 96.45(7) . . ? O2 Co1 N1 119.28(7) . . ? N3 Co1 N1 115.39(8) 2_655 . ? C15 O2 Co1 112.00(16) . . ? C5 N2 C6 130.5(2) . . ? C5 N2 C1 121.9(2) . . ? C6 N2 C1 107.56(19) . . ? C9 N4 C8 132.1(2) . . ? C9 N4 C13 120.0(2) . . ? C8 N4 C13 107.86(17) . . ? C14 O1 Co1 121.15(14) . . ? C13 N3 C14 107.19(18) . . ? C13 N3 Co1 132.91(15) . 2_645 ? C14 N3 Co1 119.58(14) . 2_645 ? C1 N1 C7 106.49(18) . . ? C1 N1 Co1 128.11(15) . . ? C7 N1 Co1 123.99(15) . . ? C6 C7 N1 109.4(2) . . ? C6 C7 C8 132.0(2) . . ? N1 C7 C8 118.47(19) . . ? C17 C16 C18 119.6(2) . 3_756 ? C17 C16 C15 120.5(2) . . ? C18 C16 C15 120.0(2) 3_756 . ? C14 C8 N4 105.27(19) . . ? C14 C8 C7 128.0(2) . . ? N4 C8 C7 126.52(19) . . ? C4 C5 N2 119.3(2) . . ? C4 C5 H5 120.4 . . ? N2 C5 H5 120.4 . . ? N3 C13 C12 131.0(2) . . ? N3 C13 N4 109.43(18) . . ? C12 C13 N4 119.6(2) . . ? C5 C4 C3 120.3(2) . . ? C5 C4 H4 119.8 . . ? C3 C4 H4 119.8 . . ? N1 C1 N2 109.76(19) . . ? N1 C1 C2 131.5(2) . . ? N2 C1 C2 118.7(2) . . ? C7 C6 N2 106.72(19) . . ? C7 C6 H6 126.6 . . ? N2 C6 H6 126.6 . . ? C16 C17 C18 120.4(2) . . ? C16 C17 H17 119.8 . . ? C18 C17 H17 119.8 . . ? O1 C14 N3 119.72(19) . . ? O1 C14 C8 130.1(2) . . ? N3 C14 C8 110.22(18) . . ? C10 C9 N4 120.5(2) . . ? C10 C9 H9 119.7 . . ? N4 C9 H9 119.7 . . ? C12 C11 C10 120.1(2) . . ? C12 C11 H11 120.0 . . ? C10 C11 H11 120.0 . . ? C3 C2 C1 119.0(2) . . ? C3 C2 H2 120.5 . . ? C1 C2 H2 120.5 . . ? C9 C10 C11 120.3(2) . . ? C9 C10 H10 119.8 . . ? C11 C10 H10 119.8 . . ? C11 C12 C13 119.5(2) . . ? C11 C12 H12 120.2 . . ? C13 C12 H12 120.2 . . ? O3 C15 O2 124.5(2) . . ? O3 C15 C16 119.9(2) . . ? O2 C15 C16 115.6(2) . . ? C2 C3 C4 120.7(2) . . ? C2 C3 H3 119.6 . . ? C4 C3 H3 119.6 . . ? C16 C18 C17 120.0(2) 3_756 . ? C16 C18 H18 120.0 3_756 . ? C17 C18 H18 120.0 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 Co1 O2 C15 173.21(15) . . . . ? N3 Co1 O2 C15 -70.05(16) 2_655 . . . ? N1 Co1 O2 C15 67.37(17) . . . . ? O2 Co1 O1 C14 -112.37(16) . . . . ? N3 Co1 O1 C14 129.67(16) 2_655 . . . ? N1 Co1 O1 C14 10.02(17) . . . . ? O1 Co1 N1 C1 162.58(16) . . . . ? O2 Co1 N1 C1 -87.34(18) . . . . ? N3 Co1 N1 C1 48.15(18) 2_655 . . . ? O1 Co1 N1 C7 -1.99(16) . . . . ? O2 Co1 N1 C7 108.08(16) . . . . ? N3 Co1 N1 C7 -116.42(16) 2_655 . . . ? C1 N1 C7 C6 1.6(2) . . . . ? Co1 N1 C7 C6 168.95(14) . . . . ? C1 N1 C7 C8 -175.86(17) . . . . ? Co1 N1 C7 C8 -8.5(3) . . . . ? C9 N4 C8 C14 -177.5(2) . . . . ? C13 N4 C8 C14 0.3(2) . . . . ? C9 N4 C8 C7 7.1(4) . . . . ? C13 N4 C8 C7 -175.09(19) . . . . ? C6 C7 C8 C14 -162.1(2) . . . . ? N1 C7 C8 C14 14.6(3) . . . . ? C6 C7 C8 N4 12.3(4) . . . . ? N1 C7 C8 N4 -170.99(18) . . . . ? C6 N2 C5 C4 178.0(2) . . . . ? C1 N2 C5 C4 0.4(3) . . . . ? C14 N3 C13 C12 177.8(2) . . . . ? Co1 N3 C13 C12 -9.0(4) 2_645 . . . ? C14 N3 C13 N4 -1.7(2) . . . . ? Co1 N3 C13 N4 171.52(14) 2_645 . . . ? C9 N4 C13 N3 179.01(18) . . . . ? C8 N4 C13 N3 0.8(2) . . . . ? C9 N4 C13 C12 -0.6(3) . . . . ? C8 N4 C13 C12 -178.74(19) . . . . ? N2 C5 C4 C3 -1.1(4) . . . . ? C7 N1 C1 N2 -1.7(2) . . . . ? Co1 N1 C1 N2 -168.43(12) . . . . ? C7 N1 C1 C2 177.3(2) . . . . ? Co1 N1 C1 C2 10.6(3) . . . . ? C5 N2 C1 N1 179.40(19) . . . . ? C6 N2 C1 N1 1.3(2) . . . . ? C5 N2 C1 C2 0.2(3) . . . . ? C6 N2 C1 C2 -177.88(19) . . . . ? N1 C7 C6 N2 -0.8(2) . . . . ? C8 C7 C6 N2 176.2(2) . . . . ? C5 N2 C6 C7 -178.2(2) . . . . ? C1 N2 C6 C7 -0.3(2) . . . . ? C18 C16 C17 C18 0.1(4) 3_756 . . . ? C15 C16 C17 C18 179.09(19) . . . . ? Co1 O1 C14 N3 172.00(13) . . . . ? Co1 O1 C14 C8 -8.2(3) . . . . ? C13 N3 C14 O1 -178.26(19) . . . . ? Co1 N3 C14 O1 7.5(3) 2_645 . . . ? C13 N3 C14 C8 1.9(2) . . . . ? Co1 N3 C14 C8 -172.35(14) 2_645 . . . ? N4 C8 C14 O1 178.8(2) . . . . ? C7 C8 C14 O1 -5.8(4) . . . . ? N4 C8 C14 N3 -1.4(2) . . . . ? C7 C8 C14 N3 173.94(19) . . . . ? C8 N4 C9 C10 178.5(2) . . . . ? C13 N4 C9 C10 0.9(3) . . . . ? N1 C1 C2 C3 -179.1(2) . . . . ? N2 C1 C2 C3 -0.1(3) . . . . ? N4 C9 C10 C11 -0.5(4) . . . . ? C12 C11 C10 C9 -0.3(4) . . . . ? C10 C11 C12 C13 0.6(4) . . . . ? N3 C13 C12 C11 -179.7(2) . . . . ? N4 C13 C12 C11 -0.2(3) . . . . ? Co1 O2 C15 O3 2.3(3) . . . . ? Co1 O2 C15 C16 -177.09(14) . . . . ? C17 C16 C15 O3 -172.2(2) . . . . ? C18 C16 C15 O3 6.8(3) 3_756 . . . ? C17 C16 C15 O2 7.3(3) . . . . ? C18 C16 C15 O2 -173.8(2) 3_756 . . . ? C1 C2 C3 C4 -0.6(4) . . . . ? C5 C4 C3 C2 1.2(4) . . . . ? C16 C17 C18 C16 -0.1(4) . . . 3_756 ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 66.60 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 0.195 _refine_diff_density_min -0.271 _refine_diff_density_rms 0.045 #===END