Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2002 data_global _journal_coden_Cambridge 186 _publ_requested_journal 'Dalton Transactions' loop_ _publ_author_name 'Hong, Fung-E' 'Chang, Y.-C.' 'Chen, Cheng-Wei' _publ_contact_author_name 'Prof Fung-E Hong' _publ_contact_author_address ; Department of Chemistry National Chung-Hsing University Taichung 40227 TAIWAN ; _publ_contact_author_email 'FEHONG@DRAGON.NCHU.EDU.TW' _publ_section_title ; A Novel Approach to Synthesis of Azobenzene Using Dicobalt Carbonyl ; data_hong111m _database_code_CSD 186202 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H10 N2' _chemical_formula_weight 230.26 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' _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 3.9108(5) _cell_length_b 5.9654(8) _cell_length_c 25.640(3) _cell_angle_alpha 90.00 _cell_angle_beta 92.214(3) _cell_angle_gamma 90.00 _cell_volume 597.72(13) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 3.505 _cell_measurement_theta_max 25.9315 _exptl_crystal_description ? _exptl_crystal_colour orange _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.56 _exptl_crystal_size_min 0.80 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.279 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 240 _exptl_absorpt_coefficient_mu 0.077 _exptl_absorpt_correction_type SADABS _exptl_absorpt_correction_T_min 0.652593 _exptl_absorpt_correction_T_max 1.000000 _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 '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 3229 _diffrn_reflns_av_R_equivalents 0.0229 _diffrn_reflns_av_sigmaI/netI 0.0183 _diffrn_reflns_limit_h_min -4 _diffrn_reflns_limit_h_max 4 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 3.18 _diffrn_reflns_theta_max 26.01 _reflns_number_total 1175 _reflns_number_gt 919 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.1000P)^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 1175 _refine_ls_number_parameters 86 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0522 _refine_ls_R_factor_gt 0.0416 _refine_ls_wR_factor_ref 0.1362 _refine_ls_wR_factor_gt 0.1249 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_restrained_S_all 1.015 _refine_ls_shift/su_max 0.072 _refine_ls_shift/su_mean 0.009 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 N N 0.4915(3) 0.96888(18) 0.02313(4) 0.0440(4) Uani 1 1 d . . . C1 C 0.6276(3) 1.1247(2) 0.06080(5) 0.0394(4) Uani 1 1 d . . . C2 C 0.7660(3) 1.3320(2) 0.04800(5) 0.0449(4) Uani 1 1 d . . . H2A H 0.7741 1.3756 0.0132 0.054 Uiso 1 1 calc R . . C3 C 0.8908(3) 1.4719(2) 0.08697(5) 0.0453(4) Uani 1 1 d . . . H3A H 0.9845 1.6097 0.0784 0.054 Uiso 1 1 calc R . . C4 C 0.8779(3) 1.4088(2) 0.13928(5) 0.0413(4) Uani 1 1 d . . . C5 C 0.7398(3) 1.2012(2) 0.15163(5) 0.0469(4) Uani 1 1 d . . . H5A H 0.7321 1.1567 0.1863 0.056 Uiso 1 1 calc R . . C6 C 0.6139(4) 1.0608(2) 0.11239(5) 0.0459(4) Uani 1 1 d . . . H6A H 0.5198 0.9230 0.1208 0.055 Uiso 1 1 calc R . . C7 C 1.0096(4) 1.5574(2) 0.17956(5) 0.0472(4) Uani 1 1 d . . . C8 C 1.1203(4) 1.6838(3) 0.21134(6) 0.0602(5) Uani 1 1 d . . . H8A H 1.200(5) 1.790(3) 0.2354(7) 0.080(6) 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 N 0.0490(7) 0.0427(7) 0.0400(6) -0.0021(4) -0.0012(5) -0.0023(5) C1 0.0395(7) 0.0378(7) 0.0406(7) -0.0021(5) 0.0000(5) 0.0023(5) C2 0.0514(8) 0.0464(8) 0.0368(7) 0.0029(5) 0.0002(6) -0.0033(6) C3 0.0513(8) 0.0402(7) 0.0444(8) 0.0000(5) -0.0010(6) -0.0051(6) C4 0.0403(7) 0.0423(7) 0.0409(7) -0.0033(5) -0.0024(5) 0.0044(5) C5 0.0578(8) 0.0463(8) 0.0364(7) 0.0015(5) 0.0006(6) 0.0017(6) C6 0.0529(8) 0.0406(8) 0.0443(8) 0.0021(5) 0.0015(6) -0.0034(5) C7 0.0528(8) 0.0455(8) 0.0429(7) -0.0001(6) -0.0036(6) 0.0030(6) C8 0.0779(11) 0.0545(9) 0.0474(8) -0.0077(7) -0.0095(7) -0.0063(8) _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 N N 1.247(2) 3_675 ? N C1 1.4283(16) . ? C1 C6 1.3794(18) . ? C1 C2 1.394(2) . ? C2 C3 1.3766(18) . ? C3 C4 1.3959(19) . ? C4 C5 1.3923(19) . ? C4 C7 1.4411(17) . ? C5 C6 1.3849(18) . ? C7 C8 1.180(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 N N C1 114.66(13) 3_675 . ? C6 C1 C2 120.03(12) . . ? C6 C1 N 116.20(11) . . ? C2 C1 N 123.77(12) . . ? C3 C2 C1 119.78(12) . . ? C2 C3 C4 120.61(12) . . ? C3 C4 C5 119.14(11) . . ? C3 C4 C7 119.85(11) . . ? C5 C4 C7 121.01(12) . . ? C6 C5 C4 120.18(12) . . ? C5 C6 C1 120.25(12) . . ? C8 C7 C4 177.90(15) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.01 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.158 _refine_diff_density_min -0.203 _refine_diff_density_rms 0.038 data_hong18m _database_code_CSD 186203 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H5 Co2 N O6' _chemical_formula_weight 401.05 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' 'Co' 'Co' 0.3494 0.9721 '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 8.2979(6) _cell_length_b 9.6328(8) _cell_length_c 9.7840(8) _cell_angle_alpha 78.950(2) _cell_angle_beta 75.756(2) _cell_angle_gamma 88.829(2) _cell_volume 743.67(10) _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 1.791 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 396 _exptl_absorpt_coefficient_mu 2.259 _exptl_absorpt_correction_type none _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 '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 4242 _diffrn_reflns_av_R_equivalents 0.0183 _diffrn_reflns_av_sigmaI/netI 0.0242 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.15 _diffrn_reflns_theta_max 26.02 _reflns_number_total 2873 _reflns_number_gt 2385 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.1000P)^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 2873 _refine_ls_number_parameters 208 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0436 _refine_ls_R_factor_gt 0.0363 _refine_ls_wR_factor_ref 0.1101 _refine_ls_wR_factor_gt 0.1026 _refine_ls_goodness_of_fit_ref 0.851 _refine_ls_restrained_S_all 0.851 _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 0.71527(4) 0.68762(4) 0.45456(4) 0.03988(15) Uani 1 1 d . . . Co2 Co 0.68718(4) 0.85736(4) 0.23811(4) 0.04163(15) Uani 1 1 d . . . O1 O 0.7828(3) 0.3960(3) 0.5695(3) 0.0733(7) Uani 1 1 d . . . O2 O 0.9786(4) 0.8401(3) 0.5256(4) 0.0893(9) Uani 1 1 d . . . O3 O 0.4060(3) 0.7294(3) 0.6646(3) 0.0864(9) Uani 1 1 d . . . O4 O 0.6739(4) 0.9108(3) -0.0632(3) 0.0836(8) Uani 1 1 d . . . O5 O 0.3576(3) 0.9568(4) 0.3725(4) 0.0912(10) Uani 1 1 d . . . O6 O 0.9274(4) 1.0846(3) 0.2216(4) 0.0889(9) Uani 1 1 d . . . N N 1.4392(3) 0.4582(3) 0.0213(3) 0.0531(6) Uani 1 1 d . . . C1 C 0.7563(4) 0.5096(3) 0.5296(3) 0.0477(7) Uani 1 1 d . . . C2 C 0.8765(4) 0.7821(3) 0.5011(4) 0.0537(8) Uani 1 1 d . . . C3 C 0.5241(4) 0.7141(3) 0.5847(4) 0.0550(8) Uani 1 1 d . . . C4 C 0.6790(4) 0.8913(3) 0.0534(4) 0.0520(7) Uani 1 1 d . . . C5 C 0.4837(4) 0.9214(4) 0.3181(4) 0.0598(8) Uani 1 1 d . . . C6 C 0.8339(4) 0.9973(4) 0.2316(4) 0.0573(8) Uani 1 1 d . . . C7 C 0.6505(3) 0.6517(3) 0.2853(3) 0.0411(6) Uani 1 1 d . . . H7A H 0.5777 0.5835 0.2651 0.049 Uiso 1 1 calc R . . C8 C 0.8139(3) 0.6835(3) 0.2484(3) 0.0383(6) Uani 1 1 d . . . C9 C 0.9762(3) 0.6315(3) 0.1829(3) 0.0395(6) Uani 1 1 d . . . C10 C 0.9955(3) 0.4880(3) 0.1865(3) 0.0475(7) Uani 1 1 d . . . H10A H 0.9040 0.4263 0.2260 0.057 Uiso 1 1 calc R . . C11 C 1.1492(4) 0.4350(3) 0.1323(4) 0.0505(7) Uani 1 1 d . . . H11A H 1.1608 0.3381 0.1362 0.061 Uiso 1 1 calc R . . C12 C 1.2855(3) 0.5260(3) 0.0723(3) 0.0462(7) Uani 1 1 d . . . C13 C 1.2670(4) 0.6705(4) 0.0645(4) 0.0551(8) Uani 1 1 d . . . H13A H 1.3579 0.7322 0.0218 0.066 Uiso 1 1 calc R . . C14 C 1.1136(4) 0.7228(3) 0.1200(4) 0.0513(7) Uani 1 1 d . . . H14A H 1.1019 0.8197 0.1154 0.062 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 0.0356(2) 0.0414(2) 0.0393(2) -0.00832(16) -0.00292(16) 0.00705(16) Co2 0.0357(2) 0.0395(2) 0.0466(3) -0.00639(17) -0.00656(17) 0.00959(16) O1 0.0856(19) 0.0580(16) 0.0729(17) -0.0031(12) -0.0219(14) 0.0190(14) O2 0.087(2) 0.0824(19) 0.118(3) -0.0339(18) -0.0499(19) -0.0035(16) O3 0.0672(17) 0.088(2) 0.081(2) -0.0187(16) 0.0263(14) 0.0120(15) O4 0.104(2) 0.091(2) 0.0554(16) -0.0056(14) -0.0260(15) 0.0190(17) O5 0.0606(16) 0.096(2) 0.101(2) -0.0157(18) 0.0044(15) 0.0384(15) O6 0.091(2) 0.0717(19) 0.105(2) -0.0129(16) -0.0275(18) -0.0243(17) N 0.0411(13) 0.0614(17) 0.0551(15) -0.0179(13) -0.0045(12) 0.0093(11) C1 0.0456(16) 0.0535(18) 0.0425(15) -0.0091(13) -0.0086(12) 0.0084(13) C2 0.0559(18) 0.0504(18) 0.0567(19) -0.0136(14) -0.0157(15) 0.0083(15) C3 0.0531(18) 0.0527(18) 0.0505(18) -0.0096(14) 0.0026(15) 0.0083(14) C4 0.0482(17) 0.0459(17) 0.058(2) -0.0035(14) -0.0119(14) 0.0108(13) C5 0.0545(19) 0.0532(19) 0.064(2) -0.0038(15) -0.0073(16) 0.0153(15) C6 0.0574(19) 0.0506(18) 0.063(2) -0.0092(15) -0.0154(16) 0.0064(16) C7 0.0357(13) 0.0400(14) 0.0464(15) -0.0104(11) -0.0068(11) 0.0057(11) C8 0.0359(13) 0.0392(14) 0.0370(13) -0.0068(10) -0.0048(11) 0.0100(10) C9 0.0330(13) 0.0505(16) 0.0320(13) -0.0071(11) -0.0039(10) 0.0100(11) C10 0.0362(14) 0.0501(17) 0.0530(17) -0.0132(13) -0.0027(12) 0.0054(12) C11 0.0432(15) 0.0470(16) 0.0601(18) -0.0183(14) -0.0052(13) 0.0133(13) C12 0.0370(14) 0.0595(18) 0.0408(14) -0.0158(13) -0.0034(11) 0.0167(13) C13 0.0333(14) 0.0599(19) 0.0612(19) -0.0057(15) 0.0044(13) 0.0015(13) C14 0.0406(15) 0.0461(16) 0.0591(18) -0.0069(13) 0.0000(13) 0.0072(12) _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 C1 1.792(3) . ? Co1 C3 1.821(3) . ? Co1 C2 1.826(3) . ? Co1 C7 1.954(3) . ? Co1 C8 1.989(3) . ? Co1 Co2 2.4724(5) . ? Co2 C4 1.792(3) . ? Co2 C6 1.816(4) . ? Co2 C5 1.826(3) . ? Co2 C7 1.958(3) . ? Co2 C8 1.958(3) . ? O1 C1 1.125(4) . ? O2 C2 1.122(4) . ? O3 C3 1.120(4) . ? O4 C4 1.131(4) . ? O5 C5 1.129(4) . ? O6 C6 1.131(4) . ? N N 1.240(5) 2_865 ? N C12 1.442(3) . ? C7 C8 1.340(4) . ? C8 C9 1.465(3) . ? C9 C10 1.384(4) . ? C9 C14 1.393(4) . ? C10 C11 1.383(4) . ? C11 C12 1.382(4) . ? C12 C13 1.387(5) . ? C13 C14 1.381(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 C1 Co1 C3 99.65(14) . . ? C1 Co1 C2 99.74(14) . . ? C3 Co1 C2 104.75(15) . . ? C1 Co1 C7 98.70(13) . . ? C3 Co1 C7 106.72(14) . . ? C2 Co1 C7 139.98(14) . . ? C1 Co1 C8 98.50(12) . . ? C3 Co1 C8 144.14(14) . . ? C2 Co1 C8 102.28(13) . . ? C7 Co1 C8 39.73(11) . . ? C1 Co1 Co2 146.89(10) . . ? C3 Co1 Co2 101.73(11) . . ? C2 Co1 Co2 98.89(11) . . ? C7 Co1 Co2 50.88(8) . . ? C8 Co1 Co2 50.67(8) . . ? C4 Co2 C6 99.37(16) . . ? C4 Co2 C5 99.44(15) . . ? C6 Co2 C5 104.83(16) . . ? C4 Co2 C7 100.15(13) . . ? C6 Co2 C7 143.03(13) . . ? C5 Co2 C7 102.53(14) . . ? C4 Co2 C8 101.09(12) . . ? C6 Co2 C8 105.27(13) . . ? C5 Co2 C8 139.93(13) . . ? C7 Co2 C8 40.02(11) . . ? C4 Co2 Co1 149.43(10) . . ? C6 Co2 Co1 101.46(11) . . ? C5 Co2 Co1 96.57(11) . . ? C7 Co2 Co1 50.72(8) . . ? C8 Co2 Co1 51.77(8) . . ? N N C12 113.0(3) 2_865 . ? O1 C1 Co1 176.2(3) . . ? O2 C2 Co1 177.9(3) . . ? O3 C3 Co1 179.4(3) . . ? O4 C4 Co2 179.0(3) . . ? O5 C5 Co2 177.1(3) . . ? O6 C6 Co2 177.2(3) . . ? C8 C7 Co1 71.54(17) . . ? C8 C7 Co2 70.00(17) . . ? Co1 C7 Co2 78.40(10) . . ? C7 C8 C9 142.7(3) . . ? C7 C8 Co2 69.98(16) . . ? C9 C8 Co2 140.0(2) . . ? C7 C8 Co1 68.73(16) . . ? C9 C8 Co1 128.32(19) . . ? Co2 C8 Co1 77.57(9) . . ? C10 C9 C14 118.9(2) . . ? C10 C9 C8 119.5(3) . . ? C14 C9 C8 121.6(3) . . ? C11 C10 C9 120.8(3) . . ? C12 C11 C10 119.9(3) . . ? C11 C12 C13 119.8(3) . . ? C11 C12 N 114.8(3) . . ? C13 C12 N 125.4(3) . . ? C14 C13 C12 120.0(3) . . ? C13 C14 C9 120.5(3) . . ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 26.02 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 0.473 _refine_diff_density_min -0.464 _refine_diff_density_rms 0.083