# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name ' Sujittra Youngme' _publ_contact_author_email sujittra@kku.ac.th loop_ _publ_author_name A.Cheansirisomboon C.Pakawatchai 'Sujittra Youngme' data_l132-1ta _database_code_depnum_ccdc_archive 'CCDC 873006' #TrackingRef '- cpd-1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'C7 H7 Co N O6' _chemical_melting_point ? _chemical_formula_moiety 'C7 H7 Co N O6' _chemical_formula_sum 'C7 H7 Co N O6' _chemical_formula_weight 260.07 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 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 9.8871(12) _cell_length_b 11.9597(15) _cell_length_c 7.3885(9) _cell_angle_alpha 90.00 _cell_angle_beta 105.144(2) _cell_angle_gamma 90.00 _cell_volume 843.33(18) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2653 _cell_measurement_theta_min 2.73 _cell_measurement_theta_max 28.29 _exptl_crystal_description block _exptl_crystal_colour pink _exptl_crystal_size_max 0.309 _exptl_crystal_size_mid 0.078 _exptl_crystal_size_min 0.040 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.048 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 524 _exptl_absorpt_coefficient_mu 2.044 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.884 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5015 _diffrn_reflns_av_R_equivalents 0.0237 _diffrn_reflns_av_sigmaI/netI 0.0200 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 2.73 _diffrn_reflns_theta_max 28.30 _reflns_number_total 1055 _reflns_number_gt 1029 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0394P)^2^+0.9113P] 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 1055 _refine_ls_number_parameters 84 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0317 _refine_ls_R_factor_gt 0.0305 _refine_ls_wR_factor_ref 0.0762 _refine_ls_wR_factor_gt 0.0756 _refine_ls_goodness_of_fit_ref 1.224 _refine_ls_restrained_S_all 1.224 _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 0.0000 0.16130(3) 0.2500 0.01546(14) Uani 1 2 d S . . O1 O 0.25180(17) 0.18025(13) 0.2995(3) 0.0288(4) Uani 1 1 d . . . O2 O 0.13767(15) 0.02351(13) 0.2416(2) 0.0267(3) Uani 1 1 d . . . O3 O -0.03713(18) 0.17013(14) -0.0393(2) 0.0246(3) Uani 1 1 d . . . N1 N 0.5000 -0.15573(17) 0.2500 0.0166(4) Uani 1 2 d S . . C1 C 0.24961(19) 0.07785(16) 0.2689(3) 0.0178(4) Uani 1 1 d . . . C2 C 0.38160(18) 0.01855(15) 0.2620(3) 0.0158(4) Uani 1 1 d . . . C4 C 0.38739(19) -0.09736(16) 0.2660(3) 0.0172(4) Uani 1 1 d . . . C3 C 0.5000 0.0770(2) 0.2500 0.0171(5) Uani 1 2 d S . . H4 H 0.315(3) -0.140(2) 0.289(4) 0.022(6) Uiso 1 1 d . . . H3 H 0.5000 0.149(3) 0.2500 0.033(11) Uiso 1 2 d S . . H2 H -0.094(3) 0.212(3) -0.085(4) 0.032(8) Uiso 1 1 d . . . H1 H -0.059(3) 0.117(2) -0.087(4) 0.024(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 0.0157(2) 0.0115(2) 0.0200(2) 0.000 0.00623(14) 0.000 O1 0.0263(8) 0.0160(7) 0.0443(10) -0.0038(6) 0.0095(7) 0.0052(6) O2 0.0157(7) 0.0248(8) 0.0410(9) -0.0059(6) 0.0099(6) -0.0009(5) O3 0.0310(9) 0.0190(8) 0.0225(8) -0.0015(6) 0.0045(6) 0.0014(6) N1 0.0161(11) 0.0118(10) 0.0217(11) 0.000 0.0047(9) 0.000 C1 0.0160(8) 0.0186(9) 0.0189(9) 0.0004(7) 0.0047(7) 0.0036(7) C2 0.0148(8) 0.0150(8) 0.0175(8) -0.0011(6) 0.0039(7) 0.0013(6) C4 0.0139(8) 0.0161(9) 0.0222(9) -0.0006(7) 0.0057(7) -0.0013(6) C3 0.0183(12) 0.0115(11) 0.0213(12) 0.000 0.0049(10) 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 Co1 O3 2.0747(17) . ? Co1 O3 2.0747(17) 2 ? Co1 O2 2.1486(15) 2 ? Co1 O2 2.1486(15) . ? Co1 N1 2.188(2) 3_455 ? O1 C1 1.244(2) . ? O2 C1 1.254(2) . ? O3 H2 0.76(3) . ? O3 H1 0.73(3) . ? N1 C4 1.345(2) 2_655 ? N1 C4 1.345(2) . ? N1 Co1 2.188(2) 3_545 ? C1 C2 1.498(2) . ? C2 C3 1.386(2) . ? C2 C4 1.387(3) . ? C4 H4 0.93(3) . ? C3 C2 1.386(2) 2_655 ? C3 H3 0.86(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 O3 Co1 O3 174.17(9) . 2 ? O3 Co1 O2 97.23(6) . 2 ? O3 Co1 O2 87.26(7) 2 2 ? O3 Co1 O2 87.26(7) . . ? O3 Co1 O2 97.23(6) 2 . ? O2 Co1 O2 79.83(8) 2 . ? O3 Co1 N1 87.08(5) . 3_455 ? O3 Co1 N1 87.08(5) 2 3_455 ? O2 Co1 N1 140.09(4) 2 3_455 ? O2 Co1 N1 140.09(4) . 3_455 ? C1 O2 Co1 97.88(12) . . ? Co1 O3 H2 113(2) . . ? Co1 O3 H1 114(2) . . ? H2 O3 H1 105(3) . . ? C4 N1 C4 117.5(2) 2_655 . ? C4 N1 Co1 121.26(11) 2_655 3_545 ? C4 N1 Co1 121.26(11) . 3_545 ? O1 C1 O2 120.81(17) . . ? O1 C1 C2 119.88(17) . . ? O2 C1 C2 119.31(17) . . ? C3 C2 C4 118.34(17) . . ? C3 C2 C1 121.40(17) . . ? C4 C2 C1 120.26(16) . . ? N1 C4 C2 123.17(17) . . ? N1 C4 H4 115.0(16) . . ? C2 C4 H4 121.7(16) . . ? C2 C3 C2 119.4(2) 2_655 . ? C2 C3 H3 120.31(12) 2_655 . ? C2 C3 H3 120.31(12) . . ? 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 O3 Co1 O2 C1 93.30(13) . . . . ? O3 Co1 O2 C1 -82.96(13) 2 . . . ? O2 Co1 O2 C1 -168.85(16) 2 . . . ? N1 Co1 O2 C1 11.15(16) 3_455 . . . ? Co1 O2 C1 O1 3.6(2) . . . . ? Co1 O2 C1 C2 -175.62(14) . . . . ? O1 C1 C2 C3 -13.6(3) . . . . ? O2 C1 C2 C3 165.67(16) . . . . ? O1 C1 C2 C4 166.97(19) . . . . ? O2 C1 C2 C4 -13.8(3) . . . . ? C4 N1 C4 C2 1.63(14) 2_655 . . . ? Co1 N1 C4 C2 -178.37(14) 3_545 . . . ? C3 C2 C4 N1 -3.2(3) . . . . ? C1 C2 C4 N1 176.28(15) . . . . ? C4 C2 C3 C2 1.49(12) . . . 2_655 ? C1 C2 C3 C2 -177.97(19) . . . 2_655 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 28.30 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.754 _refine_diff_density_min -0.498 _refine_diff_density_rms 0.149 # Attachment '- cpd-2.cif' data_coox_35_2xa-1 _database_code_depnum_ccdc_archive 'CCDC 873007' #TrackingRef '- cpd-2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'C7 H13 Co N O9' _chemical_melting_point ? _chemical_formula_moiety 'C7 H11 Co N O8, H2 O' _chemical_formula_sum 'C7 H13 Co N O9' _chemical_formula_weight 314.11 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/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 11.3780(8) _cell_length_b 7.0973(6) _cell_length_c 14.7445(12) _cell_angle_alpha 90.00 _cell_angle_beta 107.424(4) _cell_angle_gamma 90.00 _cell_volume 1136.03(16) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 4464 _cell_measurement_theta_min 2.69 _cell_measurement_theta_max 33.22 _exptl_crystal_description 'rod ' _exptl_crystal_colour orange _exptl_crystal_size_max 0.80 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.837 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 644 _exptl_absorpt_coefficient_mu 1.553 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3767 _exptl_absorpt_correction_T_max 0.8390 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12508 _diffrn_reflns_av_R_equivalents 0.0211 _diffrn_reflns_av_sigmaI/netI 0.0248 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.00 _diffrn_reflns_theta_max 33.23 _reflns_number_total 4313 _reflns_number_gt 3252 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0621P)^2^+0.0209P] 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 4313 _refine_ls_number_parameters 218 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0433 _refine_ls_R_factor_gt 0.0296 _refine_ls_wR_factor_ref 0.1044 _refine_ls_wR_factor_gt 0.0888 _refine_ls_goodness_of_fit_ref 1.077 _refine_ls_restrained_S_all 1.077 _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 H11 H -0.167(2) 0.453(4) 0.336(2) 0.057(7) Uiso 1 1 d . . . H10 H -0.222(3) 0.461(3) 0.4033(19) 0.055(7) Uiso 1 1 d . . . H13 H 0.814(2) 0.635(4) 0.202(2) 0.080(9) Uiso 1 1 d . . . H12 H 0.711(3) 0.522(3) 0.175(2) 0.078(11) Uiso 1 1 d . . . H7 H -0.148(2) 0.377(3) 0.0997(17) 0.052(6) Uiso 1 1 d . . . H6 H -0.149(2) 0.239(3) 0.0374(17) 0.051(6) Uiso 1 1 d . . . H3 H 0.402(2) 0.485(2) 0.3583(18) 0.036(6) Uiso 1 1 d . . . H5 H -0.106(2) 0.798(3) 0.0153(16) 0.045(6) Uiso 1 1 d . . . H8 H -0.0604(19) 0.834(3) 0.4460(16) 0.048(6) Uiso 1 1 d . . . H1 H 0.2829(17) 0.472(2) 0.0757(14) 0.021(4) Uiso 1 1 d . . . H4 H -0.0517(18) 0.775(3) 0.1038(16) 0.037(5) Uiso 1 1 d . . . H9 H -0.040(2) 0.835(3) 0.5461(17) 0.061(7) Uiso 1 1 d . . . H2 H 0.0437(19) 0.5017(19) 0.2187(16) 0.027(5) Uiso 1 1 d . . . O9 O 0.79308(13) 0.51897(18) 0.19942(12) 0.0356(3) Uani 1 1 d . . . Co1 Co 0.0000 0.5000 0.0000 0.01557(7) Uani 1 2 d S . . Co2 Co 0.0000 0.5000 0.5000 0.01864(8) Uani 1 2 d S . . O6 O 0.07621(9) 0.53819(16) 0.38815(7) 0.0248(2) Uani 1 1 d . . . O4 O 0.57042(8) 0.36816(15) 0.28615(7) 0.0290(2) Uani 1 1 d . . . C7 C 0.49812(11) 0.44780(18) 0.21562(9) 0.0183(2) Uani 1 1 d . . . O8 O -0.07108(10) 0.77207(15) 0.48900(8) 0.0281(2) Uani 1 1 d . . . O1 O -0.06124(10) 0.73912(15) 0.04740(8) 0.0281(2) Uani 1 1 d . . . O5 O 0.27432(9) 0.49386(12) 0.47004(7) 0.0224(2) Uani 1 1 d . . . O7 O -0.15606(9) 0.41035(17) 0.39344(9) 0.0314(2) Uani 1 1 d . . . C2 C 0.36669(11) 0.47511(16) 0.21632(9) 0.0163(2) Uani 1 1 d . . . C3 C 0.34015(12) 0.48679(16) 0.30235(9) 0.0178(2) Uani 1 1 d . . . O2 O -0.10708(10) 0.33197(16) 0.06573(8) 0.0295(2) Uani 1 1 d . . . C1 C 0.26928(12) 0.47974(17) 0.13249(9) 0.0177(2) Uani 1 1 d . . . N1 N 0.15049(10) 0.48913(14) 0.13148(8) 0.0182(2) Uani 1 1 d . . . C6 C 0.18680(12) 0.51101(15) 0.39418(9) 0.0165(2) Uani 1 1 d . . . C4 C 0.21827(12) 0.49910(14) 0.30198(10) 0.0152(2) Uani 1 1 d . . . O3 O 0.52691(10) 0.50464(12) 0.14435(8) 0.0250(2) Uani 1 1 d . . . C5 C 0.12687(12) 0.49745(16) 0.21521(10) 0.0179(2) 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 O9 0.0262(6) 0.0424(7) 0.0393(8) 0.0005(5) 0.0117(5) -0.0023(4) Co1 0.01332(12) 0.02177(13) 0.01103(12) -0.00190(7) 0.00276(9) 0.00159(7) Co2 0.01847(13) 0.02523(14) 0.01408(13) -0.00287(8) 0.00772(10) -0.00200(8) O6 0.0183(4) 0.0420(5) 0.0168(5) 0.0027(4) 0.0094(3) 0.0039(4) O4 0.0192(4) 0.0462(6) 0.0223(5) 0.0119(4) 0.0072(4) 0.0073(4) C7 0.0156(5) 0.0240(5) 0.0167(6) 0.0007(5) 0.0069(4) 0.0010(4) O8 0.0370(5) 0.0272(5) 0.0224(5) -0.0010(4) 0.0123(4) -0.0014(4) O1 0.0327(5) 0.0311(5) 0.0166(5) -0.0041(4) 0.0016(4) 0.0132(4) O5 0.0190(4) 0.0347(6) 0.0125(4) 0.0006(3) 0.0035(3) -0.0018(3) O7 0.0205(4) 0.0467(7) 0.0269(6) -0.0085(5) 0.0069(4) -0.0040(4) C2 0.0135(5) 0.0221(5) 0.0136(5) 0.0005(4) 0.0047(4) 0.0008(4) C3 0.0145(5) 0.0271(6) 0.0118(5) 0.0003(4) 0.0038(4) 0.0016(4) O2 0.0298(5) 0.0352(6) 0.0262(5) -0.0059(4) 0.0124(4) -0.0110(4) C1 0.0170(5) 0.0255(6) 0.0115(5) 0.0002(4) 0.0055(4) 0.0016(4) N1 0.0153(4) 0.0265(6) 0.0123(5) -0.0004(3) 0.0036(4) 0.0017(3) C6 0.0169(5) 0.0202(5) 0.0138(5) -0.0003(4) 0.0065(4) -0.0008(4) C4 0.0143(5) 0.0216(6) 0.0103(5) 0.0002(4) 0.0046(4) 0.0006(3) O3 0.0233(5) 0.0346(6) 0.0206(5) 0.0069(3) 0.0121(4) 0.0036(3) C5 0.0138(5) 0.0257(6) 0.0144(5) -0.0011(4) 0.0045(4) 0.0010(4) _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 O9 H13 0.85(3) . ? O9 H12 0.90(4) . ? Co1 O1 2.0362(10) 3_565 ? Co1 O1 2.0362(10) . ? Co1 O2 2.1338(10) . ? Co1 O2 2.1338(10) 3_565 ? Co1 N1 2.1698(12) 3_565 ? Co1 N1 2.1698(12) . ? Co2 O8 2.0810(11) 3_566 ? Co2 O8 2.0810(11) . ? Co2 O7 2.0870(10) . ? Co2 O7 2.0870(10) 3_566 ? Co2 O6 2.0980(9) 3_566 ? Co2 O6 2.0980(9) . ? O6 C6 1.2495(15) . ? O4 C7 1.2511(15) . ? C7 O3 1.2571(16) . ? C7 C2 1.5111(16) . ? O8 H8 0.81(2) . ? O8 H9 0.93(2) . ? O1 H5 0.72(2) . ? O1 H4 0.85(2) . ? O5 C6 1.2612(16) . ? O7 H11 0.87(3) . ? O7 H10 0.88(3) . ? C2 C3 1.3916(18) . ? C2 C1 1.3917(18) . ? C3 C4 1.3878(18) . ? C3 H3 0.91(3) . ? O2 H7 0.84(2) . ? O2 H6 0.85(2) . ? C1 N1 1.3490(16) . ? C1 H1 0.90(2) . ? N1 C5 1.3411(18) . ? C6 C4 1.5084(18) . ? C4 C5 1.3862(19) . ? C5 H2 0.96(2) . ? 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 H13 O9 H12 104(2) . . ? O1 Co1 O1 180.00(7) 3_565 . ? O1 Co1 O2 89.47(4) 3_565 . ? O1 Co1 O2 90.53(4) . . ? O1 Co1 O2 90.53(4) 3_565 3_565 ? O1 Co1 O2 89.47(4) . 3_565 ? O2 Co1 O2 180.00(7) . 3_565 ? O1 Co1 N1 89.00(4) 3_565 3_565 ? O1 Co1 N1 91.00(4) . 3_565 ? O2 Co1 N1 91.18(4) . 3_565 ? O2 Co1 N1 88.82(4) 3_565 3_565 ? O1 Co1 N1 91.00(4) 3_565 . ? O1 Co1 N1 89.00(4) . . ? O2 Co1 N1 88.82(4) . . ? O2 Co1 N1 91.18(4) 3_565 . ? N1 Co1 N1 180.00(7) 3_565 . ? O8 Co2 O8 180.0 3_566 . ? O8 Co2 O7 89.94(5) 3_566 . ? O8 Co2 O7 90.06(5) . . ? O8 Co2 O7 90.06(5) 3_566 3_566 ? O8 Co2 O7 89.94(5) . 3_566 ? O7 Co2 O7 180.0 . 3_566 ? O8 Co2 O6 93.51(4) 3_566 3_566 ? O8 Co2 O6 86.49(4) . 3_566 ? O7 Co2 O6 95.37(5) . 3_566 ? O7 Co2 O6 84.63(5) 3_566 3_566 ? O8 Co2 O6 86.49(4) 3_566 . ? O8 Co2 O6 93.51(4) . . ? O7 Co2 O6 84.63(5) . . ? O7 Co2 O6 95.37(5) 3_566 . ? O6 Co2 O6 180.0 3_566 . ? C6 O6 Co2 124.65(9) . . ? O4 C7 O3 124.66(11) . . ? O4 C7 C2 117.26(11) . . ? O3 C7 C2 118.08(11) . . ? Co2 O8 H8 114.8(15) . . ? Co2 O8 H9 110.1(14) . . ? H8 O8 H9 110(2) . . ? Co1 O1 H5 120.6(18) . . ? Co1 O1 H4 129.3(13) . . ? H5 O1 H4 109(2) . . ? Co2 O7 H11 117.6(18) . . ? Co2 O7 H10 109.0(17) . . ? H11 O7 H10 98(2) . . ? C3 C2 C1 118.40(11) . . ? C3 C2 C7 119.95(11) . . ? C1 C2 C7 121.57(11) . . ? C4 C3 C2 119.30(12) . . ? C4 C3 H3 120.1(15) . . ? C2 C3 H3 120.6(15) . . ? Co1 O2 H7 123.3(15) . . ? Co1 O2 H6 121.5(16) . . ? H7 O2 H6 105(2) . . ? N1 C1 C2 122.67(12) . . ? N1 C1 H1 116.5(12) . . ? C2 C1 H1 120.8(12) . . ? C5 N1 C1 117.93(12) . . ? C5 N1 Co1 119.93(9) . . ? C1 N1 Co1 122.12(9) . . ? O6 C6 O5 126.08(12) . . ? O6 C6 C4 116.76(12) . . ? O5 C6 C4 117.16(11) . . ? C5 C4 C3 118.41(12) . . ? C5 C4 C6 121.15(11) . . ? C3 C4 C6 120.44(12) . . ? N1 C5 C4 123.25(12) . . ? N1 C5 H2 121.4(13) . . ? C4 C5 H2 115.3(13) . . ? 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 O8 Co2 O6 C6 -54.78(11) 3_566 . . . ? O8 Co2 O6 C6 125.22(11) . . . . ? O7 Co2 O6 C6 -145.06(11) . . . . ? O7 Co2 O6 C6 34.94(11) 3_566 . . . ? O6 Co2 O6 C6 -7(22) 3_566 . . . ? O4 C7 C2 C3 26.17(17) . . . . ? O3 C7 C2 C3 -154.46(12) . . . . ? O4 C7 C2 C1 -150.57(12) . . . . ? O3 C7 C2 C1 28.79(18) . . . . ? C1 C2 C3 C4 1.17(17) . . . . ? C7 C2 C3 C4 -175.68(11) . . . . ? C3 C2 C1 N1 -2.12(17) . . . . ? C7 C2 C1 N1 174.67(11) . . . . ? C2 C1 N1 C5 1.15(17) . . . . ? C2 C1 N1 Co1 179.16(8) . . . . ? O1 Co1 N1 C5 -127.50(9) 3_565 . . . ? O1 Co1 N1 C5 52.50(9) . . . . ? O2 Co1 N1 C5 -38.05(9) . . . . ? O2 Co1 N1 C5 141.95(9) 3_565 . . . ? N1 Co1 N1 C5 175(100) 3_565 . . . ? O1 Co1 N1 C1 54.53(9) 3_565 . . . ? O1 Co1 N1 C1 -125.47(9) . . . . ? O2 Co1 N1 C1 143.97(9) . . . . ? O2 Co1 N1 C1 -36.03(9) 3_565 . . . ? N1 Co1 N1 C1 -3(100) 3_565 . . . ? Co2 O6 C6 O5 -15.08(18) . . . . ? Co2 O6 C6 C4 165.39(8) . . . . ? C2 C3 C4 C5 0.61(16) . . . . ? C2 C3 C4 C6 179.71(10) . . . . ? O6 C6 C4 C5 -6.95(16) . . . . ? O5 C6 C4 C5 173.48(10) . . . . ? O6 C6 C4 C3 173.97(11) . . . . ? O5 C6 C4 C3 -5.60(15) . . . . ? C1 N1 C5 C4 0.79(17) . . . . ? Co1 N1 C5 C4 -177.27(8) . . . . ? C3 C4 C5 N1 -1.66(16) . . . . ? C6 C4 C5 N1 179.24(10) . . . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 33.23 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.585 _refine_diff_density_min -0.521 _refine_diff_density_rms 0.088