Supplementary Material (ESI) for Chemical Communications This journal is © The Royal Society of Chemistry 2002 data_global _journal_coden_Cambridge 182 loop_ _publ_author_name 'Hicks, Robin G.' 'Barclay, Tosha M.' 'Lemaire, Martin T.' 'Thompson, Laurence K.' 'Xu, Zhiqiang' _publ_contact_author_name 'Prof Robin G. Hicks' _publ_contact_author_address ; Chemistry University of Victoria Department of Chemistry, University PO Boc 3065 Victoria B.C. V8W 3V6 CANADA ; _publ_contact_author_email ' rhicks@uvic.ca ' _publ_requested_journal 'Chemical Communications' _publ_section_title ; Synthesis and Coordination Chemistry of a Water-Soluble Verdazyl Radical. Structures and Magnetic Properties of M(H2O)2(vdCO2)2.2H2O [M = Co, Ni; vdCO2 = 1,5-dimethyl-6-oxo-verdazyl-3-carboxylate] ; data_rhnicara _database_code_CSD 186282 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H20 N8 Ni O10' _chemical_formula_weight 471.05 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' 'Ni' 'Ni' 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.1957(18) _cell_length_b 9.4812(19) _cell_length_c 10.539(2) _cell_angle_alpha 85.450(3) _cell_angle_beta 84.058(3) _cell_angle_gamma 79.127(3) _cell_volume 895.9(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.746 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 488 _exptl_absorpt_coefficient_mu 1.156 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6814 _diffrn_reflns_av_R_equivalents 0.0201 _diffrn_reflns_av_sigmaI/netI 0.0276 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.95 _diffrn_reflns_theta_max 25.02 _reflns_number_total 3146 _reflns_number_gt 2369 _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^)+(0.0642P)^2^+0.1122P] 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 3146 _refine_ls_number_parameters 262 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0496 _refine_ls_R_factor_gt 0.0355 _refine_ls_wR_factor_ref 0.1094 _refine_ls_wR_factor_gt 0.1008 _refine_ls_goodness_of_fit_ref 1.070 _refine_ls_restrained_S_all 1.070 _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 Ni1 Ni 0.75156(4) 0.62565(4) 0.87172(3) 0.03421(16) Uani 1 1 d . . . O1 O 0.7597(3) 0.7762(2) 0.7253(2) 0.0534(6) Uani 1 1 d . . . HO1A H 0.7386 0.7740 0.6477 0.080 Uiso 1 1 d R . . HO1B H 0.7649 0.8639 0.7213 0.080 Uiso 1 1 d R . . O2 O 0.7449(2) 0.4764(2) 1.02424(19) 0.0442(5) Uani 1 1 d . . . HO2A H 0.7135 0.3954 1.0340 0.066 Uiso 1 1 d R . . HO2B H 0.8068 0.4625 1.0776 0.066 Uiso 1 1 d R . . O3 O 0.9758(2) 0.5615(2) 0.84215(19) 0.0425(5) Uani 1 1 d . . . O4 O 1.1568(2) 0.4345(3) 0.7216(2) 0.0643(7) Uani 1 1 d . . . O5 O 0.6067(2) 0.2837(3) 0.5260(2) 0.0538(6) Uani 1 1 d . . . O6 O 0.5280(2) 0.6831(2) 0.9039(2) 0.0439(5) Uani 1 1 d . . . O7 O 0.3431(2) 0.7926(3) 1.0310(2) 0.0548(6) Uani 1 1 d . . . O8 O 0.8864(2) 0.9656(3) 1.2243(2) 0.0532(6) Uani 1 1 d . . . O9 O 0.8009(3) 1.0464(2) 0.7542(2) 0.0563(6) Uani 1 1 d . . . HO9A H 0.8862 1.0505 0.7632 0.084 Uiso 1 1 d R . . HO9B H 0.7466 1.0839 0.8203 0.084 Uiso 1 1 d R . . O10 O 0.6998(3) 0.7161(3) 0.4955(2) 0.0684(8) Uani 1 1 d . . . HOA H 0.7638 0.6689 0.4368 0.103 Uiso 1 1 d R . . HOB H 0.6039 0.7014 0.4730 0.103 Uiso 1 1 d R . . N1 N 0.7684(2) 0.4697(2) 0.7339(2) 0.0325(5) Uani 1 1 d . . . N2 N 0.9562(3) 0.3425(3) 0.5933(2) 0.0439(6) Uani 1 1 d . . . N3 N 0.8482(3) 0.2967(3) 0.5373(2) 0.0440(7) Uani 1 1 d . . . N4 N 0.6648(3) 0.4173(3) 0.6761(2) 0.0359(6) Uani 1 1 d . . . N5 N 0.7288(3) 0.7844(2) 1.0095(2) 0.0333(5) Uani 1 1 d . . . N6 N 0.5395(3) 0.9030(3) 1.1539(2) 0.0405(6) Uani 1 1 d . . . N7 N 0.6464(3) 0.9468(3) 1.2131(2) 0.0402(6) Uani 1 1 d . . . N8 N 0.8304(3) 0.8412(3) 1.0656(2) 0.0361(6) Uani 1 1 d . . . C1 C 1.0253(3) 0.4781(3) 0.7547(3) 0.0398(7) Uani 1 1 d . . . C2 C 0.9078(3) 0.4260(3) 0.6876(3) 0.0335(6) Uani 1 1 d . . . C3 C 0.8977(4) 0.1997(4) 0.4355(4) 0.0718(12) Uani 1 1 d . . . H3A H 1.0039 0.1873 0.4192 0.108 Uiso 1 1 calc R . . H3B H 0.8523 0.2395 0.3594 0.108 Uiso 1 1 calc R . . H3C H 0.8697 0.1083 0.4605 0.108 Uiso 1 1 calc R . . C4 C 0.6997(3) 0.3298(3) 0.5765(3) 0.0383(7) Uani 1 1 d . . . C5 C 0.5080(3) 0.4618(4) 0.7215(3) 0.0507(9) Uani 1 1 d . . . H5A H 0.5003 0.5216 0.7921 0.076 Uiso 1 1 calc R . . H5B H 0.4654 0.3782 0.7485 0.076 Uiso 1 1 calc R . . H5C H 0.4555 0.5148 0.6535 0.076 Uiso 1 1 calc R . . C6 C 0.4758(3) 0.7622(3) 0.9925(3) 0.0372(7) Uani 1 1 d . . . C7 C 0.5888(3) 0.8226(3) 1.0574(3) 0.0334(6) Uani 1 1 d . . . C8 C 0.5938(4) 1.0317(4) 1.3230(3) 0.0563(9) Uani 1 1 d . . . H8A H 0.4879 1.0398 1.3389 0.084 Uiso 1 1 calc R . . H8B H 0.6182 1.1259 1.3063 0.084 Uiso 1 1 calc R . . H8C H 0.6404 0.9854 1.3966 0.084 Uiso 1 1 calc R . . C10 C 0.9842(3) 0.8057(4) 1.0148(3) 0.0503(9) Uani 1 1 d . . . H10A H 0.9911 0.7495 0.9418 0.075 Uiso 1 1 calc R . . H10B H 1.0418 0.7513 1.0790 0.075 Uiso 1 1 calc R . . H10C H 1.0216 0.8927 0.9897 0.075 Uiso 1 1 calc R . . C9 C 0.7943(3) 0.9208(3) 1.1718(3) 0.0379(7) 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 Ni1 0.0282(2) 0.0427(3) 0.0356(2) -0.01429(16) -0.00396(15) -0.01060(15) O1 0.0744(17) 0.0510(13) 0.0412(12) -0.0068(10) -0.0118(11) -0.0224(12) O2 0.0449(13) 0.0494(13) 0.0444(12) -0.0041(10) -0.0117(10) -0.0194(10) O3 0.0314(11) 0.0579(13) 0.0445(12) -0.0228(10) -0.0050(9) -0.0150(10) O4 0.0262(13) 0.0909(19) 0.0818(18) -0.0419(15) -0.0045(12) -0.0110(12) O5 0.0400(13) 0.0748(16) 0.0557(14) -0.0321(12) -0.0077(11) -0.0204(12) O6 0.0305(11) 0.0536(13) 0.0531(13) -0.0242(11) -0.0081(9) -0.0104(9) O7 0.0262(12) 0.0814(17) 0.0621(15) -0.0308(13) 0.0002(10) -0.0146(11) O8 0.0376(13) 0.0729(16) 0.0576(14) -0.0305(12) -0.0067(11) -0.0196(11) O9 0.0398(13) 0.0644(16) 0.0681(15) -0.0215(13) 0.0030(11) -0.0153(11) O10 0.0442(14) 0.116(2) 0.0494(14) -0.0336(14) -0.0031(11) -0.0135(14) N1 0.0240(13) 0.0390(13) 0.0382(13) -0.0124(11) -0.0068(10) -0.0085(10) N2 0.0319(14) 0.0540(16) 0.0501(15) -0.0200(13) -0.0020(12) -0.0127(12) N3 0.0365(15) 0.0547(17) 0.0464(15) -0.0249(13) 0.0033(12) -0.0170(13) N4 0.0286(13) 0.0441(14) 0.0391(13) -0.0142(11) -0.0053(10) -0.0110(11) N5 0.0280(13) 0.0395(14) 0.0364(12) -0.0125(10) -0.0043(10) -0.0113(10) N6 0.0316(14) 0.0499(16) 0.0430(14) -0.0151(12) -0.0046(11) -0.0097(11) N7 0.0347(15) 0.0495(16) 0.0403(14) -0.0204(12) -0.0038(11) -0.0096(12) N8 0.0261(13) 0.0438(14) 0.0434(14) -0.0171(11) -0.0035(10) -0.0130(11) C1 0.0266(16) 0.0491(18) 0.0476(18) -0.0112(15) -0.0081(13) -0.0110(13) C2 0.0288(15) 0.0380(16) 0.0367(15) -0.0094(13) -0.0042(12) -0.0099(12) C3 0.056(2) 0.093(3) 0.075(3) -0.058(2) 0.017(2) -0.024(2) C4 0.0336(17) 0.0471(18) 0.0379(15) -0.0131(14) -0.0045(13) -0.0115(14) C5 0.0330(17) 0.067(2) 0.059(2) -0.0268(17) -0.0035(15) -0.0161(16) C6 0.0293(16) 0.0453(18) 0.0408(16) -0.0098(14) -0.0065(13) -0.0114(13) C7 0.0277(15) 0.0404(16) 0.0351(15) -0.0079(13) -0.0033(12) -0.0113(12) C8 0.049(2) 0.073(2) 0.0510(19) -0.0336(18) -0.0049(16) -0.0073(18) C10 0.0307(17) 0.065(2) 0.061(2) -0.0289(17) -0.0015(15) -0.0126(15) C9 0.0364(17) 0.0425(17) 0.0390(16) -0.0120(13) -0.0057(13) -0.0129(13) _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 Ni1 O1 2.023(2) . ? Ni1 O6 2.025(2) . ? Ni1 O3 2.035(2) . ? Ni1 O2 2.060(2) . ? Ni1 N1 2.127(2) . ? Ni1 N5 2.141(2) . ? O3 C1 1.255(3) . ? O4 C1 1.225(4) . ? O5 C4 1.216(3) . ? O6 C6 1.244(3) . ? O7 C6 1.233(4) . ? O8 C9 1.213(3) . ? N1 C2 1.325(4) . ? N1 N4 1.369(3) . ? N2 C2 1.309(4) . ? N2 N3 1.360(3) . ? N3 C4 1.369(4) . ? N3 C3 1.450(4) . ? N4 C4 1.365(4) . ? N4 C5 1.464(4) . ? N5 C7 1.327(4) . ? N5 N8 1.367(3) . ? N6 C7 1.311(4) . ? N6 N7 1.361(3) . ? N7 C9 1.366(4) . ? N7 C8 1.453(4) . ? N8 C9 1.377(4) . ? N8 C10 1.446(4) . ? C1 C2 1.525(4) . ? C6 C7 1.519(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 Ni1 O6 92.00(9) . . ? O1 Ni1 O3 89.72(9) . . ? O6 Ni1 O3 178.13(8) . . ? O1 Ni1 O2 178.36(8) . . ? O6 Ni1 O2 88.21(9) . . ? O3 Ni1 O2 90.09(8) . . ? O1 Ni1 N1 88.06(9) . . ? O6 Ni1 N1 100.91(8) . . ? O3 Ni1 N1 78.40(8) . . ? O2 Ni1 N1 93.50(9) . . ? O1 Ni1 N5 91.57(9) . . ? O6 Ni1 N5 77.68(8) . . ? O3 Ni1 N5 103.02(8) . . ? O2 Ni1 N5 86.88(9) . . ? N1 Ni1 N5 178.53(8) . . ? C1 O3 Ni1 118.02(17) . . ? C6 O6 Ni1 118.86(18) . . ? C2 N1 N4 114.7(2) . . ? C2 N1 Ni1 111.99(17) . . ? N4 N1 Ni1 132.98(18) . . ? C2 N2 N3 114.8(2) . . ? N2 N3 C4 124.0(2) . . ? N2 N3 C3 116.4(3) . . ? C4 N3 C3 119.4(3) . . ? C4 N4 N1 123.4(2) . . ? C4 N4 C5 118.6(2) . . ? N1 N4 C5 117.9(2) . . ? C7 N5 N8 115.1(2) . . ? C7 N5 Ni1 112.02(17) . . ? N8 N5 Ni1 132.51(18) . . ? C7 N6 N7 115.1(2) . . ? N6 N7 C9 124.1(2) . . ? N6 N7 C8 115.7(2) . . ? C9 N7 C8 120.1(2) . . ? N5 N8 C9 123.1(2) . . ? N5 N8 C10 117.2(2) . . ? C9 N8 C10 119.5(2) . . ? O4 C1 O3 125.9(3) . . ? O4 C1 C2 118.7(3) . . ? O3 C1 C2 115.3(2) . . ? N2 C2 N1 128.0(3) . . ? N2 C2 C1 116.6(3) . . ? N1 C2 C1 115.4(2) . . ? O5 C4 N4 122.9(3) . . ? O5 C4 N3 122.1(3) . . ? N4 C4 N3 115.0(2) . . ? O7 C6 O6 125.4(3) . . ? O7 C6 C7 119.0(3) . . ? O6 C6 C7 115.6(2) . . ? N6 C7 N5 127.4(3) . . ? N6 C7 C6 117.7(2) . . ? N5 C7 C6 114.8(2) . . ? O8 C9 N7 122.5(3) . . ? O8 C9 N8 122.7(3) . . ? N7 C9 N8 114.8(2) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.464 _refine_diff_density_min -0.297 _refine_diff_density_rms 0.064 #===END data_rhml863a _database_code_CSD 186283 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H20 Co N8 O10' _chemical_formula_weight 471.27 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 ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.1698(16) _cell_length_b 9.6053(17) _cell_length_c 10.5113(18) _cell_angle_alpha 84.802(3) _cell_angle_beta 83.613(3) _cell_angle_gamma 79.995(3) _cell_volume 903.7(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.732 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 486 _exptl_absorpt_coefficient_mu 1.022 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6874 _diffrn_reflns_av_R_equivalents 0.0141 _diffrn_reflns_av_sigmaI/netI 0.0178 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.95 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3168 _reflns_number_gt 2600 _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^)+(0.0529P)^2^+0.2441P] 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 3168 _refine_ls_number_parameters 262 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0377 _refine_ls_R_factor_gt 0.0306 _refine_ls_wR_factor_ref 0.0955 _refine_ls_wR_factor_gt 0.0914 _refine_ls_goodness_of_fit_ref 1.116 _refine_ls_restrained_S_all 1.116 _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 0.75048(3) 0.62765(3) 0.87169(3) 0.03458(13) Uani 1 1 d . . . O1 O 0.7562(2) 0.77932(18) 0.72347(16) 0.0517(5) Uani 1 1 d . . . HO1A H 0.7697 0.8669 0.7289 0.078 Uiso 1 1 d R . . HO1B H 0.7411 0.7720 0.6432 0.078 Uiso 1 1 d R . . O2 O 0.74677(18) 0.47453(17) 1.02701(15) 0.0429(4) Uani 1 1 d . . . HO2A H 0.7178 0.3966 1.0290 0.064 Uiso 1 1 d R . . HO2B H 0.8059 0.4610 1.0807 0.064 Uiso 1 1 d R . . O3 O 0.97618(18) 0.56283(18) 0.83779(15) 0.0431(4) Uani 1 1 d . . . O4 O 1.1566(2) 0.4368(2) 0.7193(2) 0.0647(6) Uani 1 1 d . . . O5 O 0.6054(2) 0.2828(2) 0.52579(18) 0.0542(5) Uani 1 1 d . . . O6 O 0.52541(18) 0.68275(18) 0.91007(16) 0.0430(4) Uani 1 1 d . . . O7 O 0.34102(18) 0.7952(2) 1.03439(18) 0.0562(5) Uani 1 1 d . . . O8 O 0.88670(19) 0.9680(2) 1.22506(17) 0.0502(5) Uani 1 1 d . . . O9 O 0.8011(2) 1.0438(2) 0.75216(19) 0.0559(5) Uani 1 1 d . . . HO9A H 0.8853 1.0568 0.7595 0.084 Uiso 1 1 d R . . HO9B H 0.7429 1.0782 0.8183 0.084 Uiso 1 1 d R . . O10 O 0.7018(2) 0.7235(3) 0.49142(19) 0.0698(6) Uani 1 1 d . . . HOB H 0.7621 0.6669 0.4420 0.105 Uiso 1 1 d R . . HOA H 0.6039 0.7067 0.4784 0.105 Uiso 1 1 d R . . N1 N 0.7674(2) 0.47017(19) 0.73086(17) 0.0339(4) Uani 1 1 d . . . N2 N 0.9563(2) 0.3424(2) 0.5928(2) 0.0446(5) Uani 1 1 d . . . N3 N 0.8476(2) 0.2958(2) 0.5381(2) 0.0454(5) Uani 1 1 d . . . N4 N 0.6634(2) 0.4186(2) 0.67326(18) 0.0367(4) Uani 1 1 d . . . N5 N 0.7284(2) 0.78630(19) 1.01298(17) 0.0327(4) Uani 1 1 d . . . N6 N 0.5378(2) 0.9040(2) 1.15590(18) 0.0399(5) Uani 1 1 d . . . N7 N 0.6456(2) 0.9492(2) 1.21353(18) 0.0401(5) Uani 1 1 d . . . N8 N 0.8305(2) 0.8419(2) 1.06886(18) 0.0349(4) Uani 1 1 d . . . C1 C 1.0247(3) 0.4800(3) 0.7510(2) 0.0402(5) Uani 1 1 d . . . C2 C 0.9073(3) 0.4270(2) 0.6854(2) 0.0343(5) Uani 1 1 d . . . C3 C 0.8973(3) 0.1980(4) 0.4379(3) 0.0710(9) Uani 1 1 d . . . H3A H 1.0037 0.1858 0.4219 0.106 Uiso 1 1 calc R . . H3B H 0.8533 0.2357 0.3607 0.106 Uiso 1 1 calc R . . H3C H 0.8676 0.1081 0.4652 0.106 Uiso 1 1 calc R . . C4 C 0.6982(3) 0.3294(3) 0.5760(2) 0.0397(5) Uani 1 1 d . . . C5 C 0.5077(3) 0.4638(3) 0.7176(3) 0.0474(6) Uani 1 1 d . . . H5A H 0.5010 0.5230 0.7876 0.071 Uiso 1 1 calc R . . H5B H 0.4623 0.3821 0.7460 0.071 Uiso 1 1 calc R . . H5C H 0.4572 0.5161 0.6486 0.071 Uiso 1 1 calc R . . C6 C 0.4735(3) 0.7640(2) 0.9968(2) 0.0367(5) Uani 1 1 d . . . C7 C 0.5878(2) 0.8242(2) 1.0601(2) 0.0326(5) Uani 1 1 d . . . C8 C 0.5929(3) 1.0351(3) 1.3225(3) 0.0561(7) Uani 1 1 d . . . H8A H 0.4867 1.0433 1.3384 0.084 Uiso 1 1 calc R . . H8B H 0.6192 1.1277 1.3035 0.084 Uiso 1 1 calc R . . H8C H 0.6382 0.9906 1.3972 0.084 Uiso 1 1 calc R . . C9 C 0.7946(3) 0.9227(2) 1.1734(2) 0.0363(5) Uani 1 1 d . . . C10 C 0.9853(3) 0.8039(3) 1.0189(3) 0.0456(6) Uani 1 1 d . . . H10A H 0.9913 0.7482 0.9465 0.068 Uiso 1 1 calc R . . H10B H 1.0403 0.7499 1.0845 0.068 Uiso 1 1 calc R . . H10C H 1.0264 0.8885 0.9926 0.068 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 0.02793(19) 0.0405(2) 0.0381(2) -0.01422(13) -0.00351(13) -0.00727(13) O1 0.0683(13) 0.0491(10) 0.0422(9) -0.0072(8) -0.0106(9) -0.0167(9) O2 0.0403(10) 0.0465(9) 0.0461(9) -0.0050(7) -0.0113(7) -0.0134(8) O3 0.0326(9) 0.0564(10) 0.0455(9) -0.0217(8) -0.0048(7) -0.0122(8) O4 0.0265(10) 0.0864(15) 0.0864(15) -0.0414(12) -0.0042(9) -0.0064(9) O5 0.0416(11) 0.0731(13) 0.0564(11) -0.0315(10) -0.0079(8) -0.0171(9) O6 0.0307(9) 0.0498(10) 0.0533(10) -0.0228(8) -0.0090(7) -0.0067(7) O7 0.0252(10) 0.0843(14) 0.0644(12) -0.0319(10) 0.0005(8) -0.0128(9) O8 0.0353(10) 0.0640(11) 0.0585(11) -0.0287(9) -0.0071(8) -0.0139(8) O9 0.0410(11) 0.0626(12) 0.0673(12) -0.0214(10) 0.0039(9) -0.0143(9) O10 0.0442(12) 0.1130(18) 0.0547(12) -0.0364(12) -0.0024(9) -0.0061(11) N1 0.0274(10) 0.0391(10) 0.0383(10) -0.0116(8) -0.0063(8) -0.0074(8) N2 0.0340(11) 0.0522(12) 0.0512(12) -0.0201(10) -0.0002(9) -0.0109(9) N3 0.0368(12) 0.0556(13) 0.0486(12) -0.0255(10) 0.0036(9) -0.0140(10) N4 0.0277(10) 0.0454(11) 0.0409(10) -0.0157(9) -0.0046(8) -0.0094(8) N5 0.0276(10) 0.0366(10) 0.0368(10) -0.0116(8) -0.0041(8) -0.0079(8) N6 0.0295(10) 0.0505(12) 0.0421(11) -0.0149(9) -0.0026(8) -0.0078(9) N7 0.0324(11) 0.0503(12) 0.0404(11) -0.0192(9) -0.0033(8) -0.0071(9) N8 0.0253(10) 0.0399(10) 0.0434(11) -0.0160(8) -0.0039(8) -0.0091(8) C1 0.0276(13) 0.0498(14) 0.0454(13) -0.0107(11) -0.0055(10) -0.0078(10) C2 0.0292(12) 0.0380(12) 0.0375(12) -0.0102(10) -0.0028(9) -0.0070(9) C3 0.0545(19) 0.089(2) 0.077(2) -0.0560(18) 0.0151(15) -0.0210(17) C4 0.0364(14) 0.0471(13) 0.0394(12) -0.0119(10) -0.0042(10) -0.0122(11) C5 0.0307(13) 0.0600(16) 0.0552(15) -0.0241(13) -0.0029(11) -0.0080(11) C6 0.0295(13) 0.0420(12) 0.0406(12) -0.0078(10) -0.0038(10) -0.0090(10) C7 0.0279(12) 0.0364(11) 0.0350(11) -0.0079(9) -0.0020(9) -0.0075(9) C8 0.0462(16) 0.0741(19) 0.0502(15) -0.0339(14) -0.0023(12) -0.0022(14) C9 0.0324(13) 0.0386(12) 0.0402(12) -0.0097(10) -0.0047(10) -0.0078(10) C10 0.0280(13) 0.0550(15) 0.0574(15) -0.0253(12) 0.0010(11) -0.0093(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 2.0371(17) . ? Co1 O6 2.0436(16) . ? Co1 O3 2.0558(17) . ? Co1 O2 2.0975(16) . ? Co1 N1 2.1855(18) . ? Co1 N5 2.1920(18) . ? O3 C1 1.258(3) . ? O4 C1 1.228(3) . ? O5 C4 1.216(3) . ? O6 C6 1.253(3) . ? O7 C6 1.229(3) . ? O8 C9 1.212(3) . ? N1 C2 1.327(3) . ? N1 N4 1.367(3) . ? N2 C2 1.315(3) . ? N2 N3 1.362(3) . ? N3 C4 1.374(3) . ? N3 C3 1.457(3) . ? N4 C4 1.368(3) . ? N4 C5 1.454(3) . ? N5 C7 1.329(3) . ? N5 N8 1.364(3) . ? N6 C7 1.314(3) . ? N6 N7 1.365(3) . ? N7 C9 1.372(3) . ? N7 C8 1.462(3) . ? N8 C9 1.379(3) . ? N8 C10 1.454(3) . ? C1 C2 1.520(3) . ? C6 C7 1.520(3) . ? 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 O6 92.00(7) . . ? O1 Co1 O3 90.61(7) . . ? O6 Co1 O3 177.22(6) . . ? O1 Co1 O2 178.62(6) . . ? O6 Co1 O2 88.36(7) . . ? O3 Co1 O2 89.06(7) . . ? O1 Co1 N1 88.47(7) . . ? O6 Co1 N1 102.17(7) . . ? O3 Co1 N1 76.94(7) . . ? O2 Co1 N1 92.76(7) . . ? O1 Co1 N5 91.50(7) . . ? O6 Co1 N5 76.63(7) . . ? O3 Co1 N5 104.27(6) . . ? O2 Co1 N5 87.28(7) . . ? N1 Co1 N5 178.79(6) . . ? C1 O3 Co1 119.06(15) . . ? C6 O6 Co1 120.01(14) . . ? C2 N1 N4 114.84(18) . . ? C2 N1 Co1 112.03(14) . . ? N4 N1 Co1 132.81(14) . . ? C2 N2 N3 114.5(2) . . ? N2 N3 C4 124.3(2) . . ? N2 N3 C3 116.3(2) . . ? C4 N3 C3 119.4(2) . . ? N1 N4 C4 123.50(18) . . ? N1 N4 C5 117.46(18) . . ? C4 N4 C5 119.03(19) . . ? C7 N5 N8 115.14(18) . . ? C7 N5 Co1 112.01(14) . . ? N8 N5 Co1 132.52(14) . . ? C7 N6 N7 114.60(19) . . ? N6 N7 C9 124.50(19) . . ? N6 N7 C8 115.66(19) . . ? C9 N7 C8 119.8(2) . . ? N5 N8 C9 123.40(18) . . ? N5 N8 C10 116.70(18) . . ? C9 N8 C10 119.76(19) . . ? O4 C1 O3 125.3(2) . . ? O4 C1 C2 118.9(2) . . ? O3 C1 C2 115.8(2) . . ? N2 C2 N1 128.0(2) . . ? N2 C2 C1 116.5(2) . . ? N1 C2 C1 115.51(19) . . ? O5 C4 N4 123.3(2) . . ? O5 C4 N3 121.8(2) . . ? N4 C4 N3 114.9(2) . . ? O7 C6 O6 125.3(2) . . ? O7 C6 C7 119.2(2) . . ? O6 C6 C7 115.49(19) . . ? N6 C7 N5 127.7(2) . . ? N6 C7 C6 117.0(2) . . ? N5 C7 C6 115.28(19) . . ? O8 C9 N7 122.5(2) . . ? O8 C9 N8 123.0(2) . . ? N7 C9 N8 114.46(19) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.331 _refine_diff_density_min -0.286 _refine_diff_density_rms 0.060