# Electronic Supplementary Material for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _publ_contact_author_name 'Wei Yongqin' _publ_contact_author_email WYQ507@FJIRSM.AC.CN _publ_section_title ; Two cobalt(II) coordination polymers [Co2(H2O)4(Hbidc)2]n and [Co(Hbidc)]n (Hbidc = 1H-Benzimidazole-5,6-dicarboxylate): syntheses, crystal structures, and magnetic properties ; loop_ _publ_author_name 'Wei Yongqin' 'Qiaohong Li' 'Rongjian Sa' 'Kechen Wu' 'Yunfang Yu' # Attachment 'compound_2.CIF' data_14a _database_code_depnum_ccdc_archive 'CCDC 671931' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C9 H4 Co N2 O4' _chemical_formula_weight 263.07 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' 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 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 10.0626(19) _cell_length_b 5.9468(7) _cell_length_c 13.438(2) _cell_angle_alpha 90.00 _cell_angle_beta 95.501(12) _cell_angle_gamma 90.00 _cell_volume 800.4(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 831 _cell_measurement_theta_min 3.0456 _cell_measurement_theta_max 27.4758 _exptl_crystal_description prism _exptl_crystal_colour blue _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.183 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 524 _exptl_absorpt_coefficient_mu 2.141 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.7712 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'Sphere (CrystalStructure)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Rotating Anode' _diffrn_radiation_monochromator 'Graphite Monochromator' _diffrn_measurement_device_type 'Rigaku Mercury CCD' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 5821 _diffrn_reflns_av_R_equivalents 0.0379 _diffrn_reflns_av_sigmaI/netI 0.0378 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.65 _diffrn_reflns_theta_max 27.48 _reflns_number_total 1828 _reflns_number_gt 1557 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Corp., 2000)' _computing_cell_refinement 'CrystalClear (Rigaku Corp., 2000)' _computing_data_reduction 'CrystalClear (Rigaku Corp., 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'CrystalStructure (Rigaku Corp., 2000)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0437P)^2^+0.1886P] 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 1828 _refine_ls_number_parameters 161 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0411 _refine_ls_R_factor_gt 0.0324 _refine_ls_wR_factor_ref 0.0832 _refine_ls_wR_factor_gt 0.0790 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.060 _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 Co Co 1.24817(4) 0.77614(6) -0.17325(3) 0.01571(13) Uani 1 1 d . . . O1 O 0.85061(18) 0.4403(3) 0.27618(13) 0.0171(4) Uani 1 1 d . . . O2 O 1.0381(2) 0.4131(3) 0.37820(13) 0.0230(5) Uani 1 1 d . . . O3 O 0.92201(19) 0.8811(3) 0.28310(13) 0.0177(4) Uani 1 1 d . . . O4 O 0.8956(2) 1.0252(3) 0.13001(14) 0.0235(5) Uani 1 1 d . . . N1 N 1.2676(2) 0.5984(4) -0.04113(15) 0.0178(5) Uani 1 1 d . . . N2 N 1.3131(3) 0.2891(4) 0.04910(17) 0.0208(5) Uani 1 1 d . . . H2 H 1.351(4) 0.163(6) 0.067(3) 0.039(10) Uiso 1 1 d . . . C1 C 1.3385(3) 0.4106(5) -0.0309(2) 0.0207(6) Uani 1 1 d . . . H1 H 1.396(4) 0.362(6) -0.072(3) 0.041(10) Uiso 1 1 d . . . C2 C 1.1903(3) 0.5996(4) 0.04072(18) 0.0156(5) Uani 1 1 d . . . C3 C 1.2185(3) 0.4031(4) 0.09679(19) 0.0171(5) Uani 1 1 d . . . C4 C 1.1543(3) 0.3536(5) 0.1822(2) 0.0177(6) Uani 1 1 d . . . H3 H 1.174(3) 0.212(5) 0.221(2) 0.023(8) Uiso 1 1 d . . . C5 C 1.0603(3) 0.5054(4) 0.20891(18) 0.0153(5) Uani 1 1 d . . . C6 C 1.0353(3) 0.7093(4) 0.15509(19) 0.0156(5) Uani 1 1 d . . . C7 C 1.1005(3) 0.7560(4) 0.0705(2) 0.0166(5) Uani 1 1 d . . . H4 H 1.082(3) 0.892(5) 0.034(2) 0.021(8) Uiso 1 1 d . . . C8 C 0.9813(3) 0.4503(4) 0.29519(19) 0.0151(5) Uani 1 1 d . . . C9 C 0.9448(3) 0.8816(4) 0.19175(19) 0.0155(5) 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 Co 0.0173(2) 0.0157(2) 0.0149(2) 0.00008(13) 0.00552(14) 0.00086(15) O1 0.0138(9) 0.0185(9) 0.0195(9) -0.0032(7) 0.0046(7) -0.0015(8) O2 0.0250(11) 0.0263(11) 0.0172(10) 0.0067(8) -0.0005(8) -0.0074(9) O3 0.0196(10) 0.0198(10) 0.0147(9) -0.0016(7) 0.0065(7) -0.0007(8) O4 0.0254(11) 0.0233(10) 0.0236(10) 0.0087(8) 0.0115(8) 0.0130(9) N1 0.0190(12) 0.0207(12) 0.0146(11) 0.0000(9) 0.0063(9) 0.0061(10) N2 0.0224(13) 0.0200(12) 0.0208(12) 0.0028(10) 0.0065(10) 0.0100(11) C1 0.0215(15) 0.0254(15) 0.0159(13) -0.0041(11) 0.0055(11) 0.0077(12) C2 0.0169(13) 0.0171(13) 0.0134(12) 0.0011(10) 0.0047(10) 0.0021(11) C3 0.0174(14) 0.0158(13) 0.0184(13) -0.0002(10) 0.0031(10) 0.0036(11) C4 0.0181(14) 0.0169(13) 0.0182(13) 0.0030(10) 0.0028(10) 0.0019(11) C5 0.0152(13) 0.0165(12) 0.0146(12) 0.0021(10) 0.0029(10) -0.0007(11) C6 0.0159(13) 0.0161(12) 0.0151(12) 0.0003(10) 0.0025(10) 0.0038(11) C7 0.0207(14) 0.0150(13) 0.0146(13) 0.0028(10) 0.0050(10) 0.0036(11) C8 0.0165(13) 0.0101(12) 0.0191(13) -0.0010(10) 0.0041(10) -0.0010(10) C9 0.0135(13) 0.0153(13) 0.0187(13) -0.0003(10) 0.0067(10) -0.0020(10) _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 Co O4 1.9967(19) 3_775 ? Co N1 2.060(2) . ? Co O1 2.0722(18) 3_765 ? Co O3 2.1154(19) 4_675 ? Co O1 2.1220(18) 4_675 ? O1 C8 1.316(3) . ? O1 Co 2.0722(18) 3_765 ? O1 Co 2.1220(18) 4_576 ? O2 C8 1.224(3) . ? O3 C9 1.270(3) . ? O3 Co 2.1154(19) 4_576 ? O4 C9 1.258(3) . ? O4 Co 1.9967(19) 3_775 ? N1 C1 1.325(4) . ? N1 C2 1.407(3) . ? N2 C1 1.341(4) . ? N2 C3 1.376(3) . ? N2 H2 0.87(4) . ? C1 H1 0.89(4) . ? C2 C7 1.382(4) . ? C2 C3 1.405(4) . ? C3 C4 1.401(4) . ? C4 C5 1.380(4) . ? C4 H3 1.00(3) . ? C5 C6 1.422(4) . ? C5 C8 1.504(3) . ? C6 C7 1.393(4) . ? C6 C9 1.486(4) . ? C7 H4 0.95(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 O4 Co N1 93.69(8) 3_775 . ? O4 Co O1 104.31(8) 3_775 3_765 ? N1 Co O1 104.86(8) . 3_765 ? O4 Co O3 169.62(8) 3_775 4_675 ? N1 Co O3 89.96(8) . 4_675 ? O1 Co O3 84.08(7) 3_765 4_675 ? O4 Co O1 90.62(8) 3_775 4_675 ? N1 Co O1 132.47(8) . 4_675 ? O1 Co O1 119.76(4) 3_765 4_675 ? O3 Co O1 79.78(7) 4_675 4_675 ? C8 O1 Co 124.32(16) . 3_765 ? C8 O1 Co 114.12(15) . 4_576 ? Co O1 Co 119.39(9) 3_765 4_576 ? C9 O3 Co 119.98(17) . 4_576 ? C9 O4 Co 117.36(16) . 3_775 ? C1 N1 C2 104.8(2) . . ? C1 N1 Co 121.83(17) . . ? C2 N1 Co 131.09(18) . . ? C1 N2 C3 107.6(2) . . ? C1 N2 H2 125(2) . . ? C3 N2 H2 127(2) . . ? N1 C1 N2 113.3(2) . . ? N1 C1 H1 126(2) . . ? N2 C1 H1 121(2) . . ? C7 C2 N1 131.0(2) . . ? C7 C2 C3 120.5(2) . . ? N1 C2 C3 108.5(2) . . ? N2 C3 C4 132.2(2) . . ? N2 C3 C2 105.9(2) . . ? C4 C3 C2 121.9(2) . . ? C5 C4 C3 117.2(2) . . ? C5 C4 H3 121.5(19) . . ? C3 C4 H3 121.3(19) . . ? C4 C5 C6 121.2(2) . . ? C4 C5 C8 119.0(2) . . ? C6 C5 C8 119.8(2) . . ? C7 C6 C5 120.7(2) . . ? C7 C6 C9 119.0(2) . . ? C5 C6 C9 120.2(2) . . ? C2 C7 C6 118.3(2) . . ? C2 C7 H4 121.5(18) . . ? C6 C7 H4 120.2(19) . . ? O2 C8 O1 122.6(2) . . ? O2 C8 C5 120.4(2) . . ? O1 C8 C5 116.9(2) . . ? O4 C9 O3 122.9(2) . . ? O4 C9 C6 117.7(2) . . ? O3 C9 C6 119.4(2) . . ? 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 O4 Co N1 C1 169.0(2) 3_775 . . . ? O1 Co N1 C1 63.2(2) 3_765 . . . ? O3 Co N1 C1 -20.7(2) 4_675 . . . ? O1 Co N1 C1 -96.7(2) 4_675 . . . ? O4 Co N1 C2 8.7(3) 3_775 . . . ? O1 Co N1 C2 -97.2(2) 3_765 . . . ? O3 Co N1 C2 179.0(2) 4_675 . . . ? O1 Co N1 C2 102.9(2) 4_675 . . . ? C2 N1 C1 N2 0.8(3) . . . . ? Co N1 C1 N2 -164.0(2) . . . . ? C3 N2 C1 N1 -0.2(3) . . . . ? C1 N1 C2 C7 178.0(3) . . . . ? Co N1 C2 C7 -19.2(5) . . . . ? C1 N1 C2 C3 -1.0(3) . . . . ? Co N1 C2 C3 161.8(2) . . . . ? C1 N2 C3 C4 178.9(3) . . . . ? C1 N2 C3 C2 -0.4(3) . . . . ? C7 C2 C3 N2 -178.3(3) . . . . ? N1 C2 C3 N2 0.9(3) . . . . ? C7 C2 C3 C4 2.3(4) . . . . ? N1 C2 C3 C4 -178.5(2) . . . . ? N2 C3 C4 C5 -178.6(3) . . . . ? C2 C3 C4 C5 0.7(4) . . . . ? C3 C4 C5 C6 -3.4(4) . . . . ? C3 C4 C5 C8 175.2(2) . . . . ? C4 C5 C6 C7 3.3(4) . . . . ? C8 C5 C6 C7 -175.3(2) . . . . ? C4 C5 C6 C9 -173.3(2) . . . . ? C8 C5 C6 C9 8.2(4) . . . . ? N1 C2 C7 C6 178.6(3) . . . . ? C3 C2 C7 C6 -2.4(4) . . . . ? C5 C6 C7 C2 -0.3(4) . . . . ? C9 C6 C7 C2 176.3(2) . . . . ? Co O1 C8 O2 -119.7(2) 3_765 . . . ? Co O1 C8 O2 77.2(3) 4_576 . . . ? Co O1 C8 C5 59.0(3) 3_765 . . . ? Co O1 C8 C5 -104.1(2) 4_576 . . . ? C4 C5 C8 O2 58.1(4) . . . . ? C6 C5 C8 O2 -123.2(3) . . . . ? C4 C5 C8 O1 -120.6(3) . . . . ? C6 C5 C8 O1 58.0(3) . . . . ? Co O4 C9 O3 -11.0(4) 3_775 . . . ? Co O4 C9 C6 170.24(18) 3_775 . . . ? Co O3 C9 O4 84.3(3) 4_576 . . . ? Co O3 C9 C6 -96.9(3) 4_576 . . . ? C7 C6 C9 O4 23.3(4) . . . . ? C5 C6 C9 O4 -160.1(3) . . . . ? C7 C6 C9 O3 -155.5(3) . . . . ? C5 C6 C9 O3 21.1(4) . . . . ? 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 N2 H2 O2 0.87(4) 1.96(4) 2.814(3) 170(3) 2_745 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.398 _refine_diff_density_min -0.437 _refine_diff_density_rms 0.091 # Attachment 'compound_1.CIF' data_14 _database_code_depnum_ccdc_archive 'CCDC 671932' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C9 H8 Co N2 O6' _chemical_formula_weight 299.10 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 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 8.795(5) _cell_length_b 9.031(5) _cell_length_c 12.909(7) _cell_angle_alpha 90.00 _cell_angle_beta 97.180(10) _cell_angle_gamma 90.00 _cell_volume 1017.3(9) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1050 _cell_measurement_theta_min 2.3338 _cell_measurement_theta_max 27.4487 _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.953 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 604 _exptl_absorpt_coefficient_mu 1.711 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.8134 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'Sphere (CrystalStructure)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Rotating Anode' _diffrn_radiation_monochromator 'Graphite Monochromator' _diffrn_measurement_device_type 'Rigaku Mercury CCD' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 7660 _diffrn_reflns_av_R_equivalents 0.0442 _diffrn_reflns_av_sigmaI/netI 0.0416 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.33 _diffrn_reflns_theta_max 27.50 _reflns_number_total 2339 _reflns_number_gt 2012 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Corp., 2000)' _computing_cell_refinement 'CrystalClear (Rigaku Corp., 2000)' _computing_data_reduction 'CrystalClear (Rigaku Corp., 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'CrystalStructure (Rigaku Corp., 2000)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0631P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2339 _refine_ls_number_parameters 195 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0421 _refine_ls_R_factor_gt 0.0345 _refine_ls_wR_factor_ref 0.1005 _refine_ls_wR_factor_gt 0.0946 _refine_ls_goodness_of_fit_ref 1.025 _refine_ls_restrained_S_all 1.025 _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 Co Co 0.59208(3) 0.64162(3) 0.03720(2) 0.01581(13) Uani 1 1 d . . . O1W O 0.6144(3) 0.7361(2) 0.18151(15) 0.0295(5) Uani 1 1 d . . . H6 H 0.649(5) 0.813(5) 0.190(3) 0.043(11) Uiso 1 1 d . . . H5 H 0.529(5) 0.733(5) 0.217(3) 0.071(14) Uiso 1 1 d . . . O1 O 1.2883(2) 0.99449(19) -0.24818(16) 0.0305(5) Uani 1 1 d . . . O2W O 0.5244(2) 0.5381(2) -0.11602(14) 0.0193(4) Uani 1 1 d . . . H8 H 0.470(4) 0.586(4) -0.142(3) 0.032(10) Uiso 1 1 d . . . H7 H 0.585(4) 0.516(3) -0.161(3) 0.035(9) Uiso 1 1 d . . . O2 O 1.3364(2) 0.75453(18) -0.22751(14) 0.0217(4) Uani 1 1 d . . . N1 N 0.7088(2) 0.8113(2) -0.03461(17) 0.0190(4) Uani 1 1 d . . . N2 N 0.7341(2) 1.0042(2) -0.13879(18) 0.0213(5) Uani 1 1 d . . . H2 H 0.714(4) 1.083(4) -0.173(3) 0.046(10) Uiso 1 1 d . . . C1 C 0.6422(3) 0.9283(3) -0.0821(2) 0.0200(5) Uani 1 1 d . . . H1 H 0.541(3) 0.951(3) -0.079(2) 0.027(6) Uiso 1 1 d . . . C2 C 0.8571(3) 0.8115(3) -0.06242(19) 0.0173(5) Uani 1 1 d . . . C3 C 0.8726(3) 0.9311(3) -0.12990(19) 0.0184(5) Uani 1 1 d . . . C4 C 1.0050(3) 0.9548(3) -0.1767(2) 0.0222(5) Uani 1 1 d . . . H3 H 1.002(4) 1.020(4) -0.230(3) 0.046(10) Uiso 1 1 d . . . C5 C 1.1260(3) 0.8582(2) -0.1514(2) 0.0173(5) Uani 1 1 d . . . C6 C 1.1153(3) 0.7435(2) -0.07708(19) 0.0173(5) Uani 1 1 d . . . C7 C 0.9810(3) 0.7178(3) -0.0339(2) 0.0198(5) Uani 1 1 d . . . H4 H 0.980(4) 0.641(3) 0.019(2) 0.025(8) Uiso 1 1 d . . . C8 C 1.2612(3) 0.8693(2) -0.2118(2) 0.0176(5) Uani 1 1 d . . . C9 C 1.2538(3) 0.6521(2) -0.03954(19) 0.0162(5) Uani 1 1 d . . . O4 O 1.23968(19) 0.51365(19) -0.04920(15) 0.0233(4) Uani 1 1 d . . . O3 O 1.37162(18) 0.72068(18) 0.00000(14) 0.0200(4) 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 Co 0.0131(2) 0.0148(2) 0.0203(2) 0.00017(11) 0.00483(13) 0.00092(11) O1W 0.0346(12) 0.0290(12) 0.0262(11) -0.0088(8) 0.0085(9) -0.0093(9) O1 0.0352(11) 0.0183(9) 0.0435(12) 0.0013(8) 0.0263(10) -0.0047(8) O2W 0.0164(9) 0.0218(9) 0.0209(9) 0.0024(7) 0.0073(8) 0.0047(7) O2 0.0202(9) 0.0200(9) 0.0263(9) -0.0011(7) 0.0077(7) 0.0032(7) N1 0.0124(10) 0.0189(10) 0.0263(11) 0.0023(8) 0.0054(8) 0.0014(8) N2 0.0159(10) 0.0174(11) 0.0314(12) 0.0054(9) 0.0055(9) 0.0047(8) C1 0.0133(12) 0.0196(13) 0.0277(13) -0.0006(9) 0.0051(10) 0.0017(9) C2 0.0126(11) 0.0167(11) 0.0237(12) 0.0020(9) 0.0063(9) -0.0007(9) C3 0.0159(12) 0.0162(12) 0.0233(12) 0.0038(9) 0.0035(9) 0.0025(9) C4 0.0208(13) 0.0184(12) 0.0288(14) 0.0070(10) 0.0091(11) 0.0022(9) C5 0.0140(11) 0.0151(12) 0.0239(13) 0.0012(8) 0.0073(10) -0.0020(8) C6 0.0148(11) 0.0138(11) 0.0240(12) 0.0022(9) 0.0048(9) 0.0013(8) C7 0.0173(12) 0.0175(12) 0.0252(13) 0.0049(9) 0.0052(10) 0.0001(9) C8 0.0144(11) 0.0192(12) 0.0201(12) -0.0022(8) 0.0065(9) -0.0028(8) C9 0.0133(11) 0.0189(12) 0.0179(12) 0.0022(8) 0.0082(9) 0.0033(8) O4 0.0148(8) 0.0160(9) 0.0401(11) 0.0035(7) 0.0074(8) 0.0019(6) O3 0.0136(8) 0.0200(9) 0.0267(9) -0.0020(7) 0.0032(7) 0.0013(6) _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 Co O4 2.0304(18) 3_765 ? Co O1W 2.036(2) . ? Co O3 2.0657(19) 1_455 ? Co N1 2.121(2) . ? Co O2W 2.201(2) . ? Co O2W 2.2314(19) 3_665 ? O1W H6 0.76(4) . ? O1W H5 0.93(4) . ? O1 C8 1.258(3) . ? O2W Co 2.2314(19) 3_665 ? O2W H8 0.70(4) . ? O2W H7 0.86(4) . ? O2 C8 1.260(3) . ? N1 C1 1.321(3) . ? N1 C2 1.396(3) . ? N2 C1 1.344(3) . ? N2 C3 1.378(3) . ? N2 H2 0.84(4) . ? C1 H1 0.92(3) . ? C2 C7 1.392(3) . ? C2 C3 1.405(3) . ? C3 C4 1.394(3) . ? C4 C5 1.383(3) . ? C4 H3 0.91(4) . ? C5 C6 1.424(3) . ? C5 C8 1.504(3) . ? C6 C7 1.387(3) . ? C6 C9 1.501(3) . ? C7 H4 0.98(3) . ? C9 O3 1.259(3) . ? C9 O4 1.261(3) . ? O4 Co 2.0305(18) 3_765 ? O3 Co 2.0657(19) 1_655 ? 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 Co O1W 103.49(8) 3_765 . ? O4 Co O3 155.56(7) 3_765 1_455 ? O1W Co O3 92.77(8) . 1_455 ? O4 Co N1 98.31(8) 3_765 . ? O1W Co N1 95.77(9) . . ? O3 Co N1 98.06(8) 1_455 . ? O4 Co O2W 83.57(8) 3_765 . ? O1W Co O2W 169.86(8) . . ? O3 Co O2W 78.31(7) 1_455 . ? N1 Co O2W 90.31(8) . . ? O4 Co O2W 80.48(8) 3_765 3_665 ? O1W Co O2W 83.39(9) . 3_665 ? O3 Co O2W 83.47(8) 1_455 3_665 ? N1 Co O2W 178.30(7) . 3_665 ? O2W Co O2W 90.73(7) . 3_665 ? Co O1W H6 121(3) . . ? Co O1W H5 117(3) . . ? H6 O1W H5 106(4) . . ? Co O2W Co 89.27(7) . 3_665 ? Co O2W H8 106(3) . . ? Co O2W H8 110(3) 3_665 . ? Co O2W H7 125(2) . . ? Co O2W H7 120(2) 3_665 . ? H8 O2W H7 105(3) . . ? C1 N1 C2 104.7(2) . . ? C1 N1 Co 124.75(16) . . ? C2 N1 Co 129.21(16) . . ? C1 N2 C3 107.2(2) . . ? C1 N2 H2 128(3) . . ? C3 N2 H2 125(3) . . ? N1 C1 N2 113.5(2) . . ? N1 C1 H1 122.4(16) . . ? N2 C1 H1 124.1(17) . . ? C7 C2 N1 131.1(2) . . ? C7 C2 C3 119.8(2) . . ? N1 C2 C3 109.1(2) . . ? N2 C3 C4 131.9(2) . . ? N2 C3 C2 105.5(2) . . ? C4 C3 C2 122.6(2) . . ? C5 C4 C3 117.4(2) . . ? C5 C4 H3 122(2) . . ? C3 C4 H3 119(2) . . ? C4 C5 C6 120.3(2) . . ? C4 C5 C8 118.1(2) . . ? C6 C5 C8 121.4(2) . . ? C7 C6 C5 121.6(2) . . ? C7 C6 C9 118.4(2) . . ? C5 C6 C9 119.9(2) . . ? C6 C7 C2 118.0(2) . . ? C6 C7 H4 118.9(18) . . ? C2 C7 H4 122.9(18) . . ? O1 C8 O2 123.5(2) . . ? O1 C8 C5 116.9(2) . . ? O2 C8 C5 119.6(2) . . ? O3 C9 O4 126.4(2) . . ? O3 C9 C6 117.0(2) . . ? O4 C9 C6 116.6(2) . . ? C9 O4 Co 127.96(16) . 3_765 ? C9 O3 Co 128.68(15) . 1_655 ? 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 O4 Co O2W Co 80.33(8) 3_765 . . 3_665 ? O1W Co O2W Co -54.4(5) . . . 3_665 ? O3 Co O2W Co -83.18(8) 1_455 . . 3_665 ? N1 Co O2W Co 178.66(7) . . . 3_665 ? O2W Co O2W Co 0.0 3_665 . . 3_665 ? O4 Co N1 C1 164.1(2) 3_765 . . . ? O1W Co N1 C1 -91.3(2) . . . . ? O3 Co N1 C1 2.4(2) 1_455 . . . ? O2W Co N1 C1 80.6(2) . . . . ? O2W Co N1 C1 -151(2) 3_665 . . . ? O4 Co N1 C2 -0.7(2) 3_765 . . . ? O1W Co N1 C2 103.9(2) . . . . ? O3 Co N1 C2 -162.5(2) 1_455 . . . ? O2W Co N1 C2 -84.3(2) . . . . ? O2W Co N1 C2 44(3) 3_665 . . . ? C2 N1 C1 N2 0.3(3) . . . . ? Co N1 C1 N2 -167.57(17) . . . . ? C3 N2 C1 N1 0.9(3) . . . . ? C1 N1 C2 C7 178.0(3) . . . . ? Co N1 C2 C7 -14.8(4) . . . . ? C1 N1 C2 C3 -1.4(3) . . . . ? Co N1 C2 C3 165.72(17) . . . . ? C1 N2 C3 C4 175.5(3) . . . . ? C1 N2 C3 C2 -1.7(3) . . . . ? C7 C2 C3 N2 -177.5(2) . . . . ? N1 C2 C3 N2 2.0(3) . . . . ? C7 C2 C3 C4 4.9(4) . . . . ? N1 C2 C3 C4 -175.6(2) . . . . ? N2 C3 C4 C5 -179.2(3) . . . . ? C2 C3 C4 C5 -2.4(4) . . . . ? C3 C4 C5 C6 -2.4(4) . . . . ? C3 C4 C5 C8 171.9(2) . . . . ? C4 C5 C6 C7 4.9(4) . . . . ? C8 C5 C6 C7 -169.2(2) . . . . ? C4 C5 C6 C9 -171.9(2) . . . . ? C8 C5 C6 C9 14.0(4) . . . . ? C5 C6 C7 C2 -2.4(4) . . . . ? C9 C6 C7 C2 174.5(2) . . . . ? N1 C2 C7 C6 178.2(3) . . . . ? C3 C2 C7 C6 -2.3(4) . . . . ? C4 C5 C8 O1 28.6(4) . . . . ? C6 C5 C8 O1 -157.2(2) . . . . ? C4 C5 C8 O2 -148.3(2) . . . . ? C6 C5 C8 O2 26.0(4) . . . . ? C7 C6 C9 O3 -120.9(2) . . . . ? C5 C6 C9 O3 56.0(3) . . . . ? C7 C6 C9 O4 57.9(3) . . . . ? C5 C6 C9 O4 -125.1(2) . . . . ? O3 C9 O4 Co -15.5(4) . . . 3_765 ? C6 C9 O4 Co 165.84(16) . . . 3_765 ? O4 C9 O3 Co 12.7(4) . . . 1_655 ? C6 C9 O3 Co -168.61(15) . . . 1_655 ? 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 O1W H6 O1 0.76(4) 1.94(4) 2.685(3) 164(4) 3_775 O1W H5 O2 0.93(4) 1.92(4) 2.843(3) 171(4) 4_476 O2W H8 O2 0.70(4) 2.15(4) 2.834(3) 170(4) 1_455 O2W H7 O1 0.86(4) 1.73(4) 2.582(3) 173(3) 2_744 N2 H2 O2 0.84(4) 2.03(4) 2.865(3) 172(4) 2_754 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.526 _refine_diff_density_min -0.458 _refine_diff_density_rms 0.115