# 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 _publ_contact_author_name 'Tong-Liang Hu' _publ_contact_author_email tlhu@nankai.edu.cn _publ_author_name 'Tong-Liang Hu.' # Attachment '- Compounds 1-2.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 846055' #TrackingRef '- Compounds 1-2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C13 H11 Co N O6' _chemical_formula_weight 336.16 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 triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.2332(14) _cell_length_b 10.101(2) _cell_length_c 10.244(2) _cell_angle_alpha 113.69(3) _cell_angle_beta 99.59(3) _cell_angle_gamma 104.37(3) _cell_volume 633.3(2) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6222 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 27.5 _exptl_crystal_description strip _exptl_crystal_colour purple _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas None _exptl_crystal_density_diffrn 1.763 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 342 _exptl_absorpt_coefficient_mu 1.384 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.7324 _exptl_absorpt_correction_T_max 0.7828 _exptl_absorpt_process_details CrystalClear _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 \w _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 5610 _diffrn_reflns_av_R_equivalents 0.0367 _diffrn_reflns_av_sigmaI/netI 0.0439 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 3.05 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2234 _reflns_number_gt 1951 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_cell_refinement CrystalClear _computing_data_reduction CrystalClear _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0292P)^2^+0.6202P] 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 2234 _refine_ls_number_parameters 198 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0480 _refine_ls_R_factor_gt 0.0382 _refine_ls_wR_factor_ref 0.0851 _refine_ls_wR_factor_gt 0.0817 _refine_ls_goodness_of_fit_ref 1.131 _refine_ls_restrained_S_all 1.131 _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 1.08854(6) 1.37837(5) 0.88301(5) 0.01847(15) Uani 1 1 d . . . O4 O 0.8828(3) 1.3942(2) 1.0266(2) 0.0210(5) Uani 1 1 d . . . O2 O 0.8887(3) 0.8341(2) 1.1437(2) 0.0247(5) Uani 1 1 d . . . N1 N 0.1394(4) 0.7266(3) 0.3189(3) 0.0209(6) Uani 1 1 d . . . O1W O 1.3155(5) 1.4007(4) 0.7786(4) 0.0394(7) Uani 1 1 d . . . O3 O 0.8917(4) 1.3614(3) 1.2308(2) 0.0328(6) Uani 1 1 d . . . O1 O 0.6970(3) 0.6293(2) 0.9355(2) 0.0265(5) Uani 1 1 d . . . C11 C 0.6380(5) 1.0788(3) 0.8494(3) 0.0190(7) Uani 1 1 d . . . H11 H 0.6132 1.1459 0.8135 0.023 Uiso 1 1 calc R . . C3 C 0.4150(5) 0.8565(3) 0.6036(3) 0.0194(7) Uani 1 1 d . . . C6 C 0.5533(5) 0.9195(4) 0.7559(3) 0.0185(7) Uani 1 1 d . . . C9 C 0.7957(4) 1.0383(3) 1.0490(3) 0.0164(7) Uani 1 1 d . . . H9 H 0.8730 1.0775 1.1473 0.020 Uiso 1 1 calc R . . C7 C 0.5984(4) 0.8213(3) 0.8103(3) 0.0189(7) Uani 1 1 d . . . H7 H 0.5482 0.7154 0.7480 0.023 Uiso 1 1 calc R . . C8 C 0.7171(4) 0.8793(3) 0.9559(3) 0.0173(7) Uani 1 1 d . . . C10 C 0.7582(4) 1.1385(3) 0.9948(3) 0.0170(7) Uani 1 1 d . . . C13 C 0.8514(5) 1.3099(3) 1.0950(3) 0.0198(7) Uani 1 1 d . . . C2 C 0.4088(5) 0.7218(4) 0.4855(3) 0.0247(8) Uani 1 1 d . . . H2 H 0.4977 0.6727 0.4995 0.030 Uiso 1 1 calc R . . C4 C 0.2827(5) 0.9264(4) 0.5727(4) 0.0278(8) Uani 1 1 d . . . H4 H 0.2836 1.0179 0.6470 0.033 Uiso 1 1 calc R . . C5 C 0.1503(5) 0.8597(4) 0.4316(4) 0.0295(8) Uani 1 1 d . . . H5 H 0.0640 0.9091 0.4131 0.035 Uiso 1 1 calc R . . C1 C 0.2700(5) 0.6617(4) 0.3477(4) 0.0257(8) Uani 1 1 d . . . H1 H 0.2673 0.5711 0.2709 0.031 Uiso 1 1 calc R . . C12 C 0.7676(4) 0.7754(3) 1.0156(3) 0.0184(7) Uani 1 1 d . . . O2W O 0.8213(6) 0.5868(5) 0.4854(4) 0.0841(12) Uani 1 1 d . . . H2WA H 0.8889 0.6038 0.5704 0.126 Uiso 1 1 d R . . H2WB H 0.9181 0.5681 0.4539 0.126 Uiso 1 1 d R . . H1WA H 1.422(7) 1.471(5) 0.826(5) 0.043(13) Uiso 1 1 d . . . H1WB H 1.293(7) 1.406(5) 0.716(5) 0.040(17) 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 0.0230(2) 0.0131(2) 0.0155(2) 0.00586(17) -0.00084(18) 0.00589(18) O4 0.0300(13) 0.0106(11) 0.0204(12) 0.0073(9) 0.0053(10) 0.0052(9) O2 0.0295(13) 0.0174(12) 0.0228(12) 0.0107(10) -0.0034(11) 0.0064(10) N1 0.0249(15) 0.0191(14) 0.0166(14) 0.0079(12) 0.0023(12) 0.0076(12) O1W 0.0332(18) 0.0445(19) 0.0316(18) 0.0149(16) 0.0090(15) 0.0045(15) O3 0.0534(17) 0.0193(12) 0.0160(13) 0.0062(10) 0.0032(12) 0.0051(11) O1 0.0361(14) 0.0147(12) 0.0220(12) 0.0064(10) -0.0005(11) 0.0081(10) C11 0.0222(17) 0.0162(16) 0.0195(17) 0.0099(13) 0.0037(14) 0.0069(13) C3 0.0210(16) 0.0171(16) 0.0175(16) 0.0084(13) 0.0019(13) 0.0045(13) C6 0.0186(16) 0.0204(16) 0.0138(15) 0.0070(13) 0.0034(13) 0.0050(13) C9 0.0166(16) 0.0162(16) 0.0132(15) 0.0065(13) 0.0016(13) 0.0030(13) C7 0.0203(16) 0.0132(15) 0.0175(16) 0.0044(13) 0.0020(13) 0.0039(13) C8 0.0181(16) 0.0177(16) 0.0194(16) 0.0107(13) 0.0068(13) 0.0073(13) C10 0.0179(16) 0.0144(15) 0.0181(16) 0.0082(13) 0.0051(13) 0.0037(13) C13 0.0205(17) 0.0165(16) 0.0214(18) 0.0092(14) 0.0037(14) 0.0058(13) C2 0.0263(18) 0.0236(18) 0.0226(18) 0.0086(15) 0.0020(15) 0.0135(15) C4 0.037(2) 0.0224(18) 0.0171(17) 0.0029(14) -0.0005(15) 0.0155(16) C5 0.035(2) 0.0270(19) 0.0225(18) 0.0076(15) -0.0003(16) 0.0172(16) C1 0.0310(19) 0.0177(17) 0.0198(17) 0.0027(14) 0.0017(15) 0.0092(15) C12 0.0184(16) 0.0199(17) 0.0195(17) 0.0105(14) 0.0061(14) 0.0085(14) O2W 0.085(3) 0.112(3) 0.077(3) 0.060(2) 0.025(2) 0.042(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O4 2.041(2) 2_787 ? Co1 N1 2.087(3) 2_676 ? Co1 O2 2.104(2) 2_777 ? Co1 O1W 2.117(3) . ? Co1 O4 2.250(2) . ? Co1 O1 2.255(2) 2_777 ? O4 C13 1.306(4) . ? O4 Co1 2.041(2) 2_787 ? O2 C12 1.255(4) . ? O2 Co1 2.104(2) 2_777 ? N1 C1 1.334(4) . ? N1 C5 1.347(4) . ? N1 Co1 2.087(3) 2_676 ? O1W H1WA 0.82(5) . ? O1W H1WB 0.66(4) . ? O3 C13 1.225(4) . ? O1 C12 1.275(4) . ? O1 Co1 2.255(2) 2_777 ? C11 C10 1.387(4) . ? C11 C6 1.400(4) . ? C11 H11 0.9300 . ? C3 C4 1.388(4) . ? C3 C2 1.395(4) . ? C3 C6 1.485(4) . ? C6 C7 1.394(4) . ? C9 C10 1.394(4) . ? C9 C8 1.396(4) . ? C9 H9 0.9300 . ? C7 C8 1.389(4) . ? C7 H7 0.9300 . ? C8 C12 1.496(4) . ? C10 C13 1.506(4) . ? C2 C1 1.380(4) . ? C2 H2 0.9300 . ? C4 C5 1.377(5) . ? C4 H4 0.9300 . ? C5 H5 0.9300 . ? C1 H1 0.9300 . ? O2W H2WA 0.8500 . ? O2W H2WB 0.8500 . ? 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 Co1 N1 104.55(10) 2_787 2_676 ? O4 Co1 O2 162.54(8) 2_787 2_777 ? N1 Co1 O2 92.39(10) 2_676 2_777 ? O4 Co1 O1W 95.22(11) 2_787 . ? N1 Co1 O1W 92.66(13) 2_676 . ? O2 Co1 O1W 88.06(11) 2_777 . ? O4 Co1 O4 77.13(9) 2_787 . ? N1 Co1 O4 95.31(9) 2_676 . ? O2 Co1 O4 97.43(9) 2_777 . ? O1W Co1 O4 170.12(11) . . ? O4 Co1 O1 102.62(9) 2_787 2_777 ? N1 Co1 O1 152.44(9) 2_676 2_777 ? O2 Co1 O1 60.20(9) 2_777 2_777 ? O1W Co1 O1 89.37(12) . 2_777 ? O4 Co1 O1 86.27(8) . 2_777 ? C13 O4 Co1 124.26(19) . 2_787 ? C13 O4 Co1 123.33(19) . . ? Co1 O4 Co1 102.87(9) 2_787 . ? C12 O2 Co1 93.42(18) . 2_777 ? C1 N1 C5 116.8(3) . . ? C1 N1 Co1 122.7(2) . 2_676 ? C5 N1 Co1 120.3(2) . 2_676 ? Co1 O1W H1WA 119(3) . . ? Co1 O1W H1WB 117(4) . . ? H1WA O1W H1WB 102(5) . . ? C12 O1 Co1 86.08(18) . 2_777 ? C10 C11 C6 121.1(3) . . ? C10 C11 H11 119.4 . . ? C6 C11 H11 119.4 . . ? C4 C3 C2 116.8(3) . . ? C4 C3 C6 121.8(3) . . ? C2 C3 C6 121.4(3) . . ? C7 C6 C11 118.4(3) . . ? C7 C6 C3 120.8(3) . . ? C11 C6 C3 120.7(3) . . ? C10 C9 C8 120.0(3) . . ? C10 C9 H9 120.0 . . ? C8 C9 H9 120.0 . . ? C8 C7 C6 121.0(3) . . ? C8 C7 H7 119.5 . . ? C6 C7 H7 119.5 . . ? C7 C8 C9 119.8(3) . . ? C7 C8 C12 121.6(3) . . ? C9 C8 C12 118.6(3) . . ? C11 C10 C9 119.6(3) . . ? C11 C10 C13 121.2(3) . . ? C9 C10 C13 119.2(3) . . ? O3 C13 O4 124.5(3) . . ? O3 C13 C10 120.1(3) . . ? O4 C13 C10 115.4(3) . . ? C1 C2 C3 119.7(3) . . ? C1 C2 H2 120.2 . . ? C3 C2 H2 120.2 . . ? C5 C4 C3 119.8(3) . . ? C5 C4 H4 120.1 . . ? C3 C4 H4 120.1 . . ? N1 C5 C4 123.3(3) . . ? N1 C5 H5 118.3 . . ? C4 C5 H5 118.3 . . ? N1 C1 C2 123.5(3) . . ? N1 C1 H1 118.3 . . ? C2 C1 H1 118.3 . . ? O2 C12 O1 119.9(3) . . ? O2 C12 C8 119.1(3) . . ? O1 C12 C8 120.9(3) . . ? H2WA O2W H2WB 87.2 . . ? 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 Co1 O4 C13 -147.3(3) 2_787 . . . ? N1 Co1 O4 C13 109.0(2) 2_676 . . . ? O2 Co1 O4 C13 15.9(2) 2_777 . . . ? O1W Co1 O4 C13 -107.5(7) . . . . ? O1 Co1 O4 C13 -43.4(2) 2_777 . . . ? O4 Co1 O4 Co1 0.0 2_787 . . 2_787 ? N1 Co1 O4 Co1 -103.74(11) 2_676 . . 2_787 ? O2 Co1 O4 Co1 163.14(9) 2_777 . . 2_787 ? O1W Co1 O4 Co1 39.8(7) . . . 2_787 ? O1 Co1 O4 Co1 103.86(10) 2_777 . . 2_787 ? C10 C11 C6 C7 -2.3(5) . . . . ? C10 C11 C6 C3 176.3(3) . . . . ? C4 C3 C6 C7 143.6(3) . . . . ? C2 C3 C6 C7 -34.9(5) . . . . ? C4 C3 C6 C11 -35.0(5) . . . . ? C2 C3 C6 C11 146.5(3) . . . . ? C11 C6 C7 C8 2.9(5) . . . . ? C3 C6 C7 C8 -175.8(3) . . . . ? C6 C7 C8 C9 -1.1(5) . . . . ? C6 C7 C8 C12 -179.7(3) . . . . ? C10 C9 C8 C7 -1.3(5) . . . . ? C10 C9 C8 C12 177.3(3) . . . . ? C6 C11 C10 C9 0.0(5) . . . . ? C6 C11 C10 C13 179.3(3) . . . . ? C8 C9 C10 C11 1.8(5) . . . . ? C8 C9 C10 C13 -177.5(3) . . . . ? Co1 O4 C13 O3 -22.2(4) 2_787 . . . ? Co1 O4 C13 O3 118.2(3) . . . . ? Co1 O4 C13 C10 157.5(2) 2_787 . . . ? Co1 O4 C13 C10 -62.1(3) . . . . ? C11 C10 C13 O3 153.0(3) . . . . ? C9 C10 C13 O3 -27.7(5) . . . . ? C11 C10 C13 O4 -26.8(4) . . . . ? C9 C10 C13 O4 152.5(3) . . . . ? C4 C3 C2 C1 -2.4(5) . . . . ? C6 C3 C2 C1 176.1(3) . . . . ? C2 C3 C4 C5 1.7(5) . . . . ? C6 C3 C4 C5 -176.8(3) . . . . ? C1 N1 C5 C4 -2.3(5) . . . . ? Co1 N1 C5 C4 172.7(3) 2_676 . . . ? C3 C4 C5 N1 0.6(6) . . . . ? C5 N1 C1 C2 1.5(5) . . . . ? Co1 N1 C1 C2 -173.3(3) 2_676 . . . ? C3 C2 C1 N1 0.8(5) . . . . ? Co1 O2 C12 O1 6.8(3) 2_777 . . . ? Co1 O2 C12 C8 -169.8(2) 2_777 . . . ? Co1 O1 C12 O2 -6.3(3) 2_777 . . . ? Co1 O1 C12 C8 170.2(3) 2_777 . . . ? C7 C8 C12 O2 174.1(3) . . . . ? C9 C8 C12 O2 -4.5(4) . . . . ? C7 C8 C12 O1 -2.4(5) . . . . ? C9 C8 C12 O1 179.0(3) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.337 _refine_diff_density_min -0.484 _refine_diff_density_rms 0.073 data_2 _database_code_depnum_ccdc_archive 'CCDC 846056' #TrackingRef '- Compounds 1-2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H20 Co3 N2 O14' _chemical_formula_weight 785.25 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 P21/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 11.122(2) _cell_length_b 17.349(3) _cell_length_c 7.7865(16) _cell_angle_alpha 90.00 _cell_angle_beta 106.64(3) _cell_angle_gamma 90.00 _cell_volume 1439.5(5) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 10529 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 27.9 _exptl_crystal_description strip _exptl_crystal_colour pink _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas None _exptl_crystal_density_diffrn 1.812 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 790 _exptl_absorpt_coefficient_mu 1.787 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.8142 _exptl_absorpt_correction_T_max 0.8703 _exptl_absorpt_process_details CrystalClear _exptl_special_details ; Data collection is performed with three batch runs at phi = 0.00 deg (650 frames), at phi = 120.00 deg (650 frames), and at phi = 240.00 deg (650 frames). Frame width = 0.60 deg in omega. Data is merged, corrected for decay (if any), and treated with multi-scan absorption corrections (if required). All symmetry-equivalent reflections are merged for centrosymmetric data. Friedel pairs are not merged for noncentrosymmetric data. ; _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 \w _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 11927 _diffrn_reflns_av_R_equivalents 0.1706 _diffrn_reflns_av_sigmaI/netI 0.1278 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 3.03 _diffrn_reflns_theta_max 25.01 _reflns_number_total 2544 _reflns_number_gt 1617 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_cell_refinement CrystalClear _computing_data_reduction CrystalClear _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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. The next list restraint was used to fix the geometrical parameter in the water molecule DFIX 0.85 0.01 h1w o1w h2w o1w ; _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^)+(0.0587P)^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 2544 _refine_ls_number_parameters 220 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.1429 _refine_ls_R_factor_gt 0.0812 _refine_ls_wR_factor_ref 0.1739 _refine_ls_wR_factor_gt 0.1481 _refine_ls_goodness_of_fit_ref 1.077 _refine_ls_restrained_S_all 1.076 _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 0.79953(10) -0.07344(6) 0.59106(14) 0.0351(4) Uani 1 1 d . . . Co2 Co 1.0000 0.0000 1.0000 0.0341(5) Uani 1 2 d S . . C13 C 0.8201(7) 0.0876(4) 0.6600(10) 0.032(2) Uani 1 1 d . . . C11 C 0.8063(6) 0.1729(4) 0.6168(9) 0.0300(19) Uani 1 1 d . . . C12 C 0.6960(7) 0.2038(4) 0.5046(10) 0.035(2) Uani 1 1 d . . . H12 H 0.6303 0.1712 0.4473 0.042 Uiso 1 1 calc R . . C5 C 0.3564(8) 0.3092(5) 0.1630(11) 0.048(2) Uani 1 1 d . . . H5 H 0.2854 0.2792 0.1151 0.058 Uiso 1 1 calc R . . N1 N 0.3523(6) 0.3825(4) 0.1119(8) 0.0402(18) Uani 1 1 d . . . C1 C 0.4551(8) 0.4244(5) 0.1864(11) 0.050(3) Uani 1 1 d . . . H1 H 0.4562 0.4759 0.1538 0.060 Uiso 1 1 calc R . . O4 O 0.7506(5) 0.0409(3) 0.5602(7) 0.0475(16) Uani 1 1 d . . . O2 O 1.0039(5) 0.4216(3) 0.7106(7) 0.0384(14) Uani 1 1 d . . . O3 O 0.9033(5) 0.0727(3) 0.8038(7) 0.0478(16) Uani 1 1 d . . . O1 O 1.1032(5) 0.3207(3) 0.8545(7) 0.0515(17) Uani 1 1 d . . . O6 O 0.7079(5) -0.0938(3) 0.7811(8) 0.0528(17) Uani 1 1 d . . . O5 O 0.8343(5) -0.0472(4) 1.0385(7) 0.0562(17) Uani 1 1 d . . . C6 C 0.6831(7) 0.2842(4) 0.4772(10) 0.0320(19) Uani 1 1 d . . . C3 C 0.5654(7) 0.3170(4) 0.3560(9) 0.033(2) Uani 1 1 d . . . C8 C 0.8959(7) 0.3002(4) 0.6664(9) 0.0308(19) Uani 1 1 d . . . O1W O 0.9025(6) -0.0540(4) 0.4063(8) 0.0613(19) Uani 1 1 d D . . C7 C 0.7837(7) 0.3307(4) 0.5610(9) 0.037(2) Uani 1 1 d . . . H7 H 0.7760 0.3839 0.5463 0.044 Uiso 1 1 calc R . . C10 C 0.9058(7) 0.2214(4) 0.6995(10) 0.039(2) Uani 1 1 d . . . H10 H 0.9788 0.2011 0.7767 0.047 Uiso 1 1 calc R . . C9 C 1.0066(7) 0.3499(4) 0.7476(10) 0.035(2) Uani 1 1 d . . . C4 C 0.4583(7) 0.2745(5) 0.2819(11) 0.045(2) Uani 1 1 d . . . H4 H 0.4549 0.2228 0.3119 0.054 Uiso 1 1 calc R . . C2 C 0.5596(7) 0.3943(5) 0.3094(12) 0.054(3) Uani 1 1 d . . . H2 H 0.6272 0.4263 0.3618 0.064 Uiso 1 1 calc R . . C14 C 0.7370(8) -0.0825(5) 0.9441(12) 0.053(3) Uani 1 1 d . . . H14 H 0.6823 -0.1016 1.0046 0.063 Uiso 1 1 calc R . . H1W H 0.874(8) -0.057(6) 0.293(2) 0.079 Uiso 1 1 d D . . H2W H 0.914(9) -0.009(2) 0.369(13) 0.079 Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0300(7) 0.0286(6) 0.0339(7) -0.0019(5) -0.0115(5) -0.0013(5) Co2 0.0331(9) 0.0279(9) 0.0288(9) 0.0017(7) -0.0110(7) 0.0005(7) C13 0.027(5) 0.029(5) 0.030(5) 0.014(4) -0.009(4) 0.004(4) C11 0.031(5) 0.023(4) 0.024(4) 0.001(4) -0.011(3) -0.003(3) C12 0.036(5) 0.031(5) 0.031(5) 0.003(4) -0.002(4) 0.000(4) C5 0.041(5) 0.033(5) 0.049(6) 0.003(4) -0.023(4) 0.001(4) N1 0.031(4) 0.040(4) 0.039(4) 0.001(3) -0.008(3) 0.000(3) C1 0.038(5) 0.033(5) 0.066(6) 0.016(5) -0.006(5) -0.012(4) O4 0.047(4) 0.026(3) 0.053(4) -0.002(3) -0.013(3) -0.002(3) O2 0.039(3) 0.027(3) 0.038(3) 0.006(3) -0.007(3) -0.004(2) O3 0.056(4) 0.028(3) 0.042(3) 0.002(3) -0.016(3) 0.008(3) O1 0.042(4) 0.033(3) 0.055(4) 0.010(3) -0.025(3) -0.003(3) O6 0.045(4) 0.060(4) 0.043(4) 0.000(3) -0.003(3) -0.017(3) O5 0.044(4) 0.082(5) 0.041(4) -0.001(3) 0.009(3) -0.024(3) C6 0.027(4) 0.031(5) 0.030(5) -0.002(4) -0.004(4) 0.000(4) C3 0.027(5) 0.035(5) 0.030(5) -0.001(4) -0.001(4) -0.001(4) C8 0.030(5) 0.026(4) 0.028(5) 0.006(4) -0.006(3) -0.003(3) O1W 0.054(4) 0.078(5) 0.044(4) 0.012(4) 0.000(3) -0.020(4) C7 0.044(5) 0.019(4) 0.036(5) 0.008(4) -0.006(4) 0.006(4) C10 0.037(5) 0.033(5) 0.035(5) 0.009(4) -0.009(4) -0.001(4) C9 0.036(5) 0.025(5) 0.033(5) -0.001(4) -0.006(4) -0.002(4) C4 0.029(5) 0.040(5) 0.053(6) 0.013(4) -0.011(4) 0.000(4) C2 0.031(5) 0.041(5) 0.070(7) 0.012(5) -0.015(5) -0.004(4) C14 0.032(5) 0.069(7) 0.047(6) 0.003(5) -0.006(5) -0.008(5) _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 O4 2.053(5) . ? Co1 O6 2.053(6) . ? Co1 N1 2.099(6) 2_645 ? Co1 O1W 2.107(7) . ? Co1 O1 2.112(5) 2_746 ? Co1 O2 2.289(5) 2_746 ? Co2 O3 2.034(5) . ? Co2 O3 2.034(5) 3_757 ? Co2 O5 2.116(6) 3_757 ? Co2 O5 2.116(6) . ? Co2 O2 2.122(5) 4_566 ? Co2 O2 2.122(5) 2_746 ? C13 O4 1.230(8) . ? C13 O3 1.259(8) . ? C13 C11 1.516(9) . ? C11 C10 1.393(9) . ? C11 C12 1.394(9) . ? C12 C6 1.412(10) . ? C12 H12 0.9300 . ? C5 N1 1.329(9) . ? C5 C4 1.380(9) . ? C5 H5 0.9300 . ? N1 C1 1.339(9) . ? N1 Co1 2.099(6) 2_655 ? C1 C2 1.380(10) . ? C1 H1 0.9300 . ? O2 C9 1.276(8) . ? O2 Co2 2.122(5) 2_756 ? O2 Co1 2.289(5) 2_756 ? O1 C9 1.261(8) . ? O1 Co1 2.112(5) 2_756 ? O6 C14 1.233(9) . ? O5 C14 1.276(9) . ? C6 C7 1.382(9) . ? C6 C3 1.491(9) . ? C3 C4 1.379(9) . ? C3 C2 1.385(10) . ? C8 C7 1.387(9) . ? C8 C10 1.389(10) . ? C8 C9 1.488(9) . ? O1W H1W 0.848(10) . ? O1W H2W 0.849(10) . ? C7 H7 0.9300 . ? C10 H10 0.9300 . ? C4 H4 0.9300 . ? C2 H2 0.9300 . ? C14 H14 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 O4 Co1 O6 94.6(2) . . ? O4 Co1 N1 97.8(2) . 2_645 ? O6 Co1 N1 91.2(2) . 2_645 ? O4 Co1 O1W 86.7(3) . . ? O6 Co1 O1W 177.0(2) . . ? N1 Co1 O1W 91.2(3) 2_645 . ? O4 Co1 O1 165.3(2) . 2_746 ? O6 Co1 O1 92.1(2) . 2_746 ? N1 Co1 O1 95.2(2) 2_645 2_746 ? O1W Co1 O1 85.9(3) . 2_746 ? O4 Co1 O2 106.57(19) . 2_746 ? O6 Co1 O2 94.7(2) . 2_746 ? N1 Co1 O2 154.3(2) 2_645 2_746 ? O1W Co1 O2 82.3(2) . 2_746 ? O1 Co1 O2 59.75(18) 2_746 2_746 ? O3 Co2 O3 180.000(1) . 3_757 ? O3 Co2 O5 87.0(2) . 3_757 ? O3 Co2 O5 93.0(2) 3_757 3_757 ? O3 Co2 O5 93.0(2) . . ? O3 Co2 O5 87.0(2) 3_757 . ? O5 Co2 O5 180.000(1) 3_757 . ? O3 Co2 O2 94.2(2) . 4_566 ? O3 Co2 O2 85.8(2) 3_757 4_566 ? O5 Co2 O2 92.0(2) 3_757 4_566 ? O5 Co2 O2 88.0(2) . 4_566 ? O3 Co2 O2 85.8(2) . 2_746 ? O3 Co2 O2 94.2(2) 3_757 2_746 ? O5 Co2 O2 88.0(2) 3_757 2_746 ? O5 Co2 O2 92.0(2) . 2_746 ? O2 Co2 O2 180.000(1) 4_566 2_746 ? O4 C13 O3 126.6(7) . . ? O4 C13 C11 119.8(6) . . ? O3 C13 C11 113.6(6) . . ? C10 C11 C12 119.8(7) . . ? C10 C11 C13 118.1(6) . . ? C12 C11 C13 122.0(6) . . ? C11 C12 C6 120.5(7) . . ? C11 C12 H12 119.7 . . ? C6 C12 H12 119.7 . . ? N1 C5 C4 124.7(8) . . ? N1 C5 H5 117.7 . . ? C4 C5 H5 117.7 . . ? C5 N1 C1 116.0(7) . . ? C5 N1 Co1 121.7(5) . 2_655 ? C1 N1 Co1 122.1(5) . 2_655 ? N1 C1 C2 122.7(8) . . ? N1 C1 H1 118.6 . . ? C2 C1 H1 118.6 . . ? C13 O4 Co1 117.7(5) . . ? C9 O2 Co2 142.5(5) . 2_756 ? C9 O2 Co1 85.9(4) . 2_756 ? Co2 O2 Co1 107.5(2) 2_756 2_756 ? C13 O3 Co2 153.1(5) . . ? C9 O1 Co1 94.3(4) . 2_756 ? C14 O6 Co1 132.6(6) . . ? C14 O5 Co2 137.1(6) . . ? C7 C6 C12 118.2(7) . . ? C7 C6 C3 121.4(7) . . ? C12 C6 C3 120.4(7) . . ? C4 C3 C2 116.0(7) . . ? C4 C3 C6 123.9(7) . . ? C2 C3 C6 120.1(7) . . ? C7 C8 C10 119.7(7) . . ? C7 C8 C9 121.7(7) . . ? C10 C8 C9 118.6(6) . . ? Co1 O1W H1W 126(7) . . ? Co1 O1W H2W 123(7) . . ? H1W O1W H2W 76(8) . . ? C6 C7 C8 121.7(7) . . ? C6 C7 H7 119.2 . . ? C8 C7 H7 119.2 . . ? C8 C10 C11 119.9(7) . . ? C8 C10 H10 120.0 . . ? C11 C10 H10 120.0 . . ? O1 C9 O2 120.0(7) . . ? O1 C9 C8 119.6(7) . . ? O2 C9 C8 120.4(6) . . ? C3 C4 C5 119.5(8) . . ? C3 C4 H4 120.2 . . ? C5 C4 H4 120.2 . . ? C1 C2 C3 121.0(8) . . ? C1 C2 H2 119.5 . . ? C3 C2 H2 119.5 . . ? O6 C14 O5 126.8(9) . . ? O6 C14 H14 116.6 . . ? O5 C14 H14 116.6 . . ? 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 O4 C13 C11 C10 -162.1(8) . . . . ? O3 C13 C11 C10 19.9(11) . . . . ? O4 C13 C11 C12 20.9(12) . . . . ? O3 C13 C11 C12 -157.1(7) . . . . ? C10 C11 C12 C6 -1.5(12) . . . . ? C13 C11 C12 C6 175.5(7) . . . . ? C4 C5 N1 C1 -1.3(13) . . . . ? C4 C5 N1 Co1 173.1(7) . . . 2_655 ? C5 N1 C1 C2 -0.2(13) . . . . ? Co1 N1 C1 C2 -174.6(7) 2_655 . . . ? O3 C13 O4 Co1 -16.4(12) . . . . ? C11 C13 O4 Co1 165.9(5) . . . . ? O6 Co1 O4 C13 88.2(6) . . . . ? N1 Co1 O4 C13 -179.9(6) 2_645 . . . ? O1W Co1 O4 C13 -89.1(6) . . . . ? O1 Co1 O4 C13 -29.0(12) 2_746 . . . ? O2 Co1 O4 C13 -8.2(7) 2_746 . . . ? O4 C13 O3 Co2 -3.5(19) . . . . ? C11 C13 O3 Co2 174.3(9) . . . . ? O3 Co2 O3 C13 -37(100) 3_757 . . . ? O5 Co2 O3 C13 129.6(13) 3_757 . . . ? O5 Co2 O3 C13 -50.4(13) . . . . ? O2 Co2 O3 C13 -138.5(13) 4_566 . . . ? O2 Co2 O3 C13 41.5(13) 2_746 . . . ? O4 Co1 O6 C14 -81.7(8) . . . . ? N1 Co1 O6 C14 -179.6(8) 2_645 . . . ? O1W Co1 O6 C14 35(5) . . . . ? O1 Co1 O6 C14 85.2(8) 2_746 . . . ? O2 Co1 O6 C14 25.4(8) 2_746 . . . ? O3 Co2 O5 C14 58.7(9) . . . . ? O3 Co2 O5 C14 -121.3(9) 3_757 . . . ? O5 Co2 O5 C14 -75(73) 3_757 . . . ? O2 Co2 O5 C14 152.8(9) 4_566 . . . ? O2 Co2 O5 C14 -27.2(9) 2_746 . . . ? C11 C12 C6 C7 1.6(12) . . . . ? C11 C12 C6 C3 179.5(7) . . . . ? C7 C6 C3 C4 -173.9(8) . . . . ? C12 C6 C3 C4 8.2(12) . . . . ? C7 C6 C3 C2 7.2(12) . . . . ? C12 C6 C3 C2 -170.8(8) . . . . ? C12 C6 C7 C8 1.4(12) . . . . ? C3 C6 C7 C8 -176.6(7) . . . . ? C10 C8 C7 C6 -4.4(12) . . . . ? C9 C8 C7 C6 176.2(7) . . . . ? C7 C8 C10 C11 4.4(12) . . . . ? C9 C8 C10 C11 -176.2(7) . . . . ? C12 C11 C10 C8 -1.6(12) . . . . ? C13 C11 C10 C8 -178.7(7) . . . . ? Co1 O1 C9 O2 2.2(8) 2_756 . . . ? Co1 O1 C9 C8 -177.3(6) 2_756 . . . ? Co2 O2 C9 O1 111.8(8) 2_756 . . . ? Co1 O2 C9 O1 -2.0(8) 2_756 . . . ? Co2 O2 C9 C8 -68.8(11) 2_756 . . . ? Co1 O2 C9 C8 177.4(7) 2_756 . . . ? C7 C8 C9 O1 174.1(7) . . . . ? C10 C8 C9 O1 -5.3(12) . . . . ? C7 C8 C9 O2 -5.3(12) . . . . ? C10 C8 C9 O2 175.3(7) . . . . ? C2 C3 C4 C5 2.7(12) . . . . ? C6 C3 C4 C5 -176.3(7) . . . . ? N1 C5 C4 C3 0.0(14) . . . . ? N1 C1 C2 C3 3.1(15) . . . . ? C4 C3 C2 C1 -4.2(13) . . . . ? C6 C3 C2 C1 174.8(8) . . . . ? Co1 O6 C14 O5 6.3(15) . . . . ? Co2 O5 C14 O6 -6.9(16) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.503 _refine_diff_density_min -0.655 _refine_diff_density_rms 0.116