# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_120331g _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15 H17 Co N2 O4' _chemical_formula_weight 348.24 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 8.4360(5) _cell_length_b 8.4562(7) _cell_length_c 10.4267(7) _cell_angle_alpha 85.234(2) _cell_angle_beta 78.750(6) _cell_angle_gamma 81.2300(10) _cell_volume 719.89(9) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 1161 _cell_measurement_theta_min 2.4405 _cell_measurement_theta_max 25.3895 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.607 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 360 _exptl_absorpt_coefficient_mu 1.212 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.80 _exptl_absorpt_correction_T_max 0.98 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 'Bruker SMART APEX CCD' _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 3847 _diffrn_reflns_av_R_equivalents 0.0416 _diffrn_reflns_av_unetI/netI 0.0715 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.44 _diffrn_reflns_theta_max 25.02 _reflns_number_total 2518 _reflns_number_gt 1904 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXTL (Sheldrick, 2008)' _computing_structure_refinement 'SHELXTL (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'publCIF (Westrip, 2010)' _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^)+(0.0640P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2518 _refine_ls_number_parameters 199 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0676 _refine_ls_R_factor_gt 0.0503 _refine_ls_wR_factor_ref 0.1252 _refine_ls_wR_factor_gt 0.1164 _refine_ls_goodness_of_fit_ref 0.967 _refine_ls_restrained_S_all 0.967 _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 -0.42565(6) 0.45617(7) 0.37410(5) 0.0326(2) Uani 1 1 d . . . O1 O -0.2959(3) 0.3716(4) 0.5266(3) 0.0475(8) Uani 1 1 d . . . O2 O -0.3992(3) 0.4415(3) 0.7282(3) 0.0425(8) Uani 1 1 d . . . O3 O 0.4565(3) 0.2636(3) 0.4219(3) 0.0369(7) Uani 1 1 d . . . O4 O 0.3405(3) 0.3341(3) 0.6234(3) 0.0378(7) Uani 1 1 d . . . N1 N -0.2331(4) 0.3580(4) 0.2364(3) 0.0300(8) Uani 1 1 d . . . N2 N 0.2010(4) 0.3603(4) 0.1209(4) 0.0433(10) Uani 1 1 d . . . H2 H 0.2229 0.4072 0.1840 0.052 Uiso 1 1 d R . . C1 C -0.2922(5) 0.3649(5) 0.6455(4) 0.0359(10) Uani 1 1 d . . . C2 C -0.1560(5) 0.2565(5) 0.6936(4) 0.0354(10) Uani 1 1 d . . . H2A H -0.1945 0.1559 0.7269 0.042 Uiso 1 1 calc R . . H2B H -0.1288 0.3048 0.7662 0.042 Uiso 1 1 calc R . . C3 C -0.0030(5) 0.2211(5) 0.5929(4) 0.0353(10) Uani 1 1 d . . . H3A H 0.0397 0.3204 0.5619 0.042 Uiso 1 1 calc R . . H3B H -0.0291 0.1751 0.5187 0.042 Uiso 1 1 calc R . . C4 C 0.1271(4) 0.1054(5) 0.6486(4) 0.0353(10) Uani 1 1 d . . . H4A H 0.1404 0.1431 0.7307 0.042 Uiso 1 1 calc R . . H4B H 0.0912 0.0008 0.6666 0.042 Uiso 1 1 calc R . . C5 C 0.2894(5) 0.0900(5) 0.5553(4) 0.0397(10) Uani 1 1 d . . . H5A H 0.3639 0.0061 0.5902 0.048 Uiso 1 1 calc R . . H5B H 0.2739 0.0570 0.4723 0.048 Uiso 1 1 calc R . . C6 C 0.3670(4) 0.2408(5) 0.5310(4) 0.0324(10) Uani 1 1 d . . . C19 C -0.0814(5) 0.3861(5) 0.2248(4) 0.0329(10) Uani 1 1 d . . . H19 H -0.0582 0.4500 0.2853 0.039 Uiso 1 1 calc R . . C20 C 0.0458(5) 0.3263(5) 0.1283(4) 0.0318(9) Uani 1 1 d . . . C21 C 0.0069(5) 0.2302(5) 0.0397(4) 0.0390(10) Uani 1 1 d . . . H21 H 0.0870 0.1866 -0.0274 0.047 Uiso 1 1 calc R . . C22 C -0.1508(5) 0.2009(5) 0.0530(4) 0.0408(11) Uani 1 1 d . . . H22 H -0.1783 0.1363 -0.0049 0.049 Uiso 1 1 calc R . . C23 C -0.2677(5) 0.2664(5) 0.1512(4) 0.0374(10) Uani 1 1 d . . . H23 H -0.3745 0.2462 0.1586 0.045 Uiso 1 1 calc R . . C29 C 0.4123(4) 0.1538(5) 0.0057(4) 0.0310(9) Uani 1 1 d . . . C30 C 0.4872(5) 0.0926(5) -0.1132(4) 0.0341(10) Uani 1 1 d . . . H30 H 0.4787 0.1542 -0.1903 0.041 Uiso 1 1 calc R . . C31 C 0.5743(4) -0.0591(5) -0.1185(4) 0.0344(10) Uani 1 1 d . . . H31 H 0.6248 -0.0982 -0.1993 0.041 Uiso 1 1 calc R . . C35 C 0.3294(5) 0.3242(5) 0.0086(5) 0.0461(12) Uani 1 1 d . . . H35A H 0.4114 0.3939 0.0061 0.055 Uiso 1 1 calc R . . H35B H 0.2834 0.3497 -0.0702 0.055 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 0.0288(3) 0.0334(4) 0.0337(3) -0.0044(2) -0.0023(2) -0.0013(2) O1 0.0433(18) 0.053(2) 0.049(2) 0.0063(16) -0.0225(15) -0.0033(15) O2 0.0300(16) 0.0386(18) 0.057(2) -0.0020(15) -0.0090(14) 0.0032(14) O3 0.0371(16) 0.0339(17) 0.0379(17) -0.0041(13) -0.0008(13) -0.0064(13) O4 0.0350(16) 0.0360(17) 0.0427(17) -0.0062(14) -0.0048(13) -0.0065(13) N1 0.0288(18) 0.0291(19) 0.0312(18) -0.0036(15) -0.0050(14) -0.0007(15) N2 0.0285(19) 0.041(2) 0.060(2) -0.0238(19) 0.0001(17) -0.0012(16) C1 0.031(2) 0.033(2) 0.044(3) 0.008(2) -0.014(2) -0.0004(19) C2 0.030(2) 0.037(3) 0.037(2) 0.0023(19) -0.0086(18) 0.0008(19) C3 0.033(2) 0.038(3) 0.034(2) 0.0008(19) -0.0072(18) -0.0028(19) C4 0.028(2) 0.030(2) 0.046(3) 0.0029(19) -0.0072(18) -0.0009(18) C5 0.030(2) 0.030(2) 0.055(3) -0.001(2) -0.0016(19) 0.0000(18) C6 0.022(2) 0.030(2) 0.043(3) -0.004(2) -0.0062(18) 0.0035(17) C19 0.031(2) 0.031(2) 0.038(2) -0.0122(19) -0.0084(18) -0.0014(18) C20 0.034(2) 0.022(2) 0.038(2) -0.0026(18) -0.0049(18) 0.0000(18) C21 0.040(2) 0.037(3) 0.037(2) -0.010(2) -0.0011(19) -0.002(2) C22 0.046(3) 0.043(3) 0.036(2) -0.013(2) -0.010(2) -0.006(2) C23 0.027(2) 0.047(3) 0.041(2) -0.007(2) -0.0073(19) -0.010(2) C29 0.023(2) 0.030(2) 0.038(2) -0.0023(18) -0.0004(17) -0.0056(17) C30 0.034(2) 0.031(2) 0.034(2) 0.0039(18) -0.0018(18) -0.0030(19) C31 0.030(2) 0.039(3) 0.033(2) -0.0065(19) 0.0026(17) -0.0091(19) C35 0.034(2) 0.028(2) 0.071(3) 0.000(2) 0.004(2) -0.005(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 O3 2.013(3) 1_455 ? Co1 O4 2.017(3) 2_566 ? Co1 O2 2.035(3) 2_466 ? Co1 N1 2.065(3) . ? Co1 O1 2.119(3) . ? Co1 Co1 2.7876(10) 2_466 ? O1 C1 1.242(5) . ? O2 C1 1.261(5) . ? O2 Co1 2.035(3) 2_466 ? O3 C6 1.254(5) . ? O3 Co1 2.013(3) 1_655 ? O4 C6 1.260(5) . ? O4 Co1 2.017(3) 2_566 ? N1 C19 1.318(5) . ? N1 C23 1.327(5) . ? N2 C20 1.369(5) . ? N2 C35 1.450(5) . ? N2 H2 0.8582 . ? C1 C2 1.497(5) . ? C2 C3 1.504(5) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C4 1.525(5) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 C5 1.512(5) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 C6 1.501(6) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C19 C20 1.384(5) . ? C19 H19 0.9300 . ? C20 C21 1.395(5) . ? C21 C22 1.369(6) . ? C21 H21 0.9300 . ? C22 C23 1.364(5) . ? C22 H22 0.9300 . ? C23 H23 0.9300 . ? C29 C30 1.380(5) . ? C29 C31 1.380(5) 2_655 ? C29 C35 1.503(6) . ? C30 C31 1.377(5) . ? C30 H30 0.9300 . ? C31 C29 1.380(5) 2_655 ? C31 H31 0.9300 . ? C35 H35A 0.9700 . ? C35 H35B 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Co1 O4 163.95(11) 1_455 2_566 ? O3 Co1 O2 89.92(12) 1_455 2_466 ? O4 Co1 O2 92.39(12) 2_566 2_466 ? O3 Co1 N1 99.14(12) 1_455 . ? O4 Co1 N1 95.52(12) 2_566 . ? O2 Co1 N1 105.73(12) 2_466 . ? O3 Co1 O1 86.51(12) 1_455 . ? O4 Co1 O1 86.79(12) 2_566 . ? O2 Co1 O1 163.53(12) 2_466 . ? N1 Co1 O1 90.71(12) . . ? O3 Co1 Co1 83.94(8) 1_455 2_466 ? O4 Co1 Co1 80.02(8) 2_566 2_466 ? O2 Co1 Co1 100.27(8) 2_466 2_466 ? N1 Co1 Co1 153.80(10) . 2_466 ? O1 Co1 Co1 63.38(8) . 2_466 ? C1 O1 Co1 147.7(3) . . ? C1 O2 Co1 104.7(3) . 2_466 ? C6 O3 Co1 123.5(3) . 1_655 ? C6 O4 Co1 128.1(3) . 2_566 ? C19 N1 C23 118.6(3) . . ? C19 N1 Co1 124.4(3) . . ? C23 N1 Co1 117.0(3) . . ? C20 N2 C35 122.5(4) . . ? C20 N2 H2 119.1 . . ? C35 N2 H2 118.4 . . ? O1 C1 O2 123.5(4) . . ? O1 C1 C2 118.2(4) . . ? O2 C1 C2 118.2(4) . . ? C1 C2 C3 115.1(4) . . ? C1 C2 H2A 108.5 . . ? C3 C2 H2A 108.5 . . ? C1 C2 H2B 108.5 . . ? C3 C2 H2B 108.5 . . ? H2A C2 H2B 107.5 . . ? C2 C3 C4 111.7(3) . . ? C2 C3 H3A 109.3 . . ? C4 C3 H3A 109.3 . . ? C2 C3 H3B 109.3 . . ? C4 C3 H3B 109.3 . . ? H3A C3 H3B 107.9 . . ? C5 C4 C3 111.9(3) . . ? C5 C4 H4A 109.2 . . ? C3 C4 H4A 109.2 . . ? C5 C4 H4B 109.2 . . ? C3 C4 H4B 109.2 . . ? H4A C4 H4B 107.9 . . ? C6 C5 C4 114.4(3) . . ? C6 C5 H5A 108.7 . . ? C4 C5 H5A 108.7 . . ? C6 C5 H5B 108.7 . . ? C4 C5 H5B 108.7 . . ? H5A C5 H5B 107.6 . . ? O3 C6 O4 124.5(4) . . ? O3 C6 C5 118.1(4) . . ? O4 C6 C5 117.4(4) . . ? N1 C19 C20 124.2(4) . . ? N1 C19 H19 117.9 . . ? C20 C19 H19 117.9 . . ? N2 C20 C19 121.5(3) . . ? N2 C20 C21 122.2(3) . . ? C19 C20 C21 116.4(4) . . ? C22 C21 C20 119.1(4) . . ? C22 C21 H21 120.5 . . ? C20 C21 H21 120.5 . . ? C23 C22 C21 120.0(4) . . ? C23 C22 H22 120.0 . . ? C21 C22 H22 120.0 . . ? N1 C23 C22 121.8(4) . . ? N1 C23 H23 119.1 . . ? C22 C23 H23 119.1 . . ? C30 C29 C31 118.5(4) . 2_655 ? C30 C29 C35 119.1(4) . . ? C31 C29 C35 122.3(4) 2_655 . ? C31 C30 C29 120.5(4) . . ? C31 C30 H30 119.7 . . ? C29 C30 H30 119.7 . . ? C30 C31 C29 121.0(3) . 2_655 ? C30 C31 H31 119.5 . . ? C29 C31 H31 119.5 2_655 . ? N2 C35 C29 115.5(4) . . ? N2 C35 H35A 108.4 . . ? C29 C35 H35A 108.4 . . ? N2 C35 H35B 108.4 . . ? C29 C35 H35B 108.4 . . ? H35A C35 H35B 107.5 . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.519 _refine_diff_density_min -0.432 _refine_diff_density_rms 0.089 _database_code_depnum_ccdc_archive 'CCDC 928986' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_120407d _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C52 H46 Co2 N10 O15' _chemical_formula_weight 1168.85 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 8.792(8) _cell_length_b 10.423(10) _cell_length_c 16.322(16) _cell_angle_alpha 91.708(13) _cell_angle_beta 105.436(13) _cell_angle_gamma 109.670(11) _cell_volume 1346(2) _cell_formula_units_Z 1 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 1739 _cell_measurement_theta_min 2.601 _cell_measurement_theta_max 26.072 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.442 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 602 _exptl_absorpt_coefficient_mu 0.693 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.90 _exptl_absorpt_correction_T_max 0.95 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 'Bruker SMART APEX CCD' _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 6552 _diffrn_reflns_av_R_equivalents 0.0507 _diffrn_reflns_av_unetI/netI 0.1164 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.32 _diffrn_reflns_theta_max 25.02 _reflns_number_total 4627 _reflns_number_gt 3127 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXTL (Sheldrick, 2008)' _computing_structure_refinement 'SHELXTL (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'publCIF (Westrip, 2010)' _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^)+(0.1257P)^2^+31.2190P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4627 _refine_ls_number_parameters 383 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1604 _refine_ls_R_factor_gt 0.1288 _refine_ls_wR_factor_ref 0.3911 _refine_ls_wR_factor_gt 0.3744 _refine_ls_goodness_of_fit_ref 1.138 _refine_ls_restrained_S_all 1.138 _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 1.3286(2) 0.31636(16) 0.35110(11) 0.0237(5) Uani 1 1 d . . . N1 N 0.940(2) 0.7120(15) 0.0599(9) 0.063(4) Uani 1 1 d . . . N2 N 1.1312(13) 0.2685(11) 0.4152(7) 0.033(2) Uani 1 1 d . . . N3 N 0.7447(16) -0.0189(12) 0.4142(8) 0.047(3) Uani 1 1 d . . . H3 H 0.6563 -0.0290 0.4304 0.056 Uiso 1 1 calc R . . N4 N 0.4867(13) -0.3415(11) -0.2798(7) 0.033(2) Uani 1 1 d . . . N5 N 0.4992(17) -0.2633(19) -0.0564(8) 0.070(5) Uani 1 1 d . . . H5 H 0.6041 -0.2493 -0.0324 0.084 Uiso 1 1 calc R . . O1 O 1.3724(11) 0.5403(8) 0.3678(6) 0.033(2) Uani 1 1 d . . . O2 O 1.1925(11) 0.4036(9) 0.2520(6) 0.035(2) Uani 1 1 d . . . O3 O 1.2446(11) 1.1114(8) 0.3032(5) 0.031(2) Uani 1 1 d . . . O4 O 1.3992(14) 1.0316(9) 0.4115(6) 0.045(3) Uani 1 1 d . . . O5 O 0.893(8) 0.604(5) 0.010(3) 0.117(16) Uani 0.75(13) 1 d P A 1 O6 O 0.892(5) 0.809(3) 0.038(3) 0.065(13) Uani 0.75(13) 1 d P A 1 O7 O 1.5063(11) 0.3021(8) 0.4658(5) 0.034(2) Uani 1 1 d . . . H7B H 1.4830 0.2200 0.4774 0.041 Uiso 1 1 d R . . H7C H 1.5120 0.3543 0.5083 0.041 Uiso 1 1 d R . . O5' O 0.85(3) 0.595(18) 0.036(8) 0.117(16) Uani 0.25(13) 1 d P A 2 O6' O 0.94(2) 0.825(13) 0.016(6) 0.11(5) Uani 0.25(13) 1 d P A 2 C1 C 1.2668(17) 0.5226(11) 0.2964(8) 0.028(3) Uani 1 1 d . . . C2 C 1.2988(15) 1.0185(11) 0.3392(8) 0.027(3) Uani 1 1 d . . . C3 C 1.2150(15) 0.6422(12) 0.2602(8) 0.028(3) Uani 1 1 d . A . C4 C 1.2768(17) 0.7694(12) 0.3114(8) 0.028(3) Uani 1 1 d . . . H4 H 1.3515 0.7826 0.3661 0.034 Uiso 1 1 calc R . . C5 C 1.2245(15) 0.8791(12) 0.2793(8) 0.028(3) Uani 1 1 d . A . C6 C 1.1147(17) 0.8613(13) 0.1983(9) 0.036(3) Uani 1 1 d . . . H6 H 1.0797 0.9319 0.1773 0.043 Uiso 1 1 calc R A . C7 C 1.058(2) 0.7323(15) 0.1485(9) 0.044(4) Uani 1 1 d . A . C8 C 1.1043(18) 0.6221(13) 0.1758(8) 0.037(3) Uani 1 1 d . . . H8 H 1.0648 0.5391 0.1404 0.044 Uiso 1 1 calc R A . C9 C 0.750(2) -0.1397(15) 0.3665(10) 0.044(4) Uani 1 1 d . . . H9A H 0.6952 -0.2217 0.3893 0.053 Uiso 1 1 calc R . . H9B H 0.8673 -0.1307 0.3764 0.053 Uiso 1 1 calc R . . C10 C 0.393(2) -0.2491(19) -0.0023(9) 0.057(4) Uani 1 1 d . . . H10A H 0.3515 -0.1752 -0.0184 0.068 Uiso 1 1 calc R . . H10B H 0.2955 -0.3334 -0.0118 0.068 Uiso 1 1 calc R . . C11 C 0.6655(17) -0.1589(14) 0.2691(8) 0.034(3) Uani 1 1 d . . . C12 C 0.6091(19) -0.0660(15) 0.2255(10) 0.043(3) Uani 1 1 d . . . H12 H 0.6279 0.0177 0.2558 0.051 Uiso 1 1 calc R . . C13 C 0.525(2) -0.0903(18) 0.1384(10) 0.054(4) Uani 1 1 d . . . H13 H 0.4911 -0.0231 0.1114 0.065 Uiso 1 1 calc R . . C14 C 0.491(2) -0.2193(17) 0.0898(10) 0.049(4) Uani 1 1 d . . . C15 C 0.556(2) -0.3136(17) 0.1348(11) 0.060(5) Uani 1 1 d . . . H15 H 0.5426 -0.3963 0.1056 0.072 Uiso 1 1 calc R . . C16 C 0.636(2) -0.2829(16) 0.2209(10) 0.052(4) Uani 1 1 d . . . H16 H 0.6741 -0.3478 0.2489 0.063 Uiso 1 1 calc R . . C17 C 1.0034(16) 0.1468(13) 0.3957(8) 0.033(3) Uani 1 1 d . . . H17 H 1.0011 0.0831 0.3538 0.039 Uiso 1 1 calc R . . C18 C 0.8730(16) 0.1096(14) 0.4346(8) 0.032(3) Uani 1 1 d . . . C19 C 0.8731(17) 0.2060(13) 0.4960(9) 0.034(3) Uani 1 1 d . . . H19 H 0.7868 0.1860 0.5218 0.041 Uiso 1 1 calc R . . C20 C 1.0100(18) 0.3374(15) 0.5185(9) 0.041(3) Uani 1 1 d . . . H20 H 1.0155 0.4030 0.5602 0.050 Uiso 1 1 calc R . . C21 C 1.133(2) 0.3635(15) 0.4766(9) 0.040(3) Uani 1 1 d . . . H21 H 1.2204 0.4485 0.4904 0.047 Uiso 1 1 calc R . . C22 C 0.5366(17) -0.3109(14) -0.1962(9) 0.036(3) Uani 1 1 d . . . H22 H 0.6493 -0.2958 -0.1682 0.043 Uiso 1 1 calc R . . C23 C 0.4338(18) -0.2988(15) -0.1449(8) 0.038(3) Uani 1 1 d . . . C24 C 0.2614(18) -0.3311(15) -0.1902(10) 0.042(3) Uani 1 1 d . . . H24 H 0.1849 -0.3301 -0.1605 0.051 Uiso 1 1 calc R . . C25 C 0.2063(17) -0.3641(16) -0.2778(10) 0.045(4) Uani 1 1 d . . . H25 H 0.0933 -0.3833 -0.3074 0.054 Uiso 1 1 calc R . . C26 C 0.3197(17) -0.3688(14) -0.3223(9) 0.035(3) Uani 1 1 d . . . H26 H 0.2817 -0.3907 -0.3817 0.042 Uiso 1 1 calc R . . O8 O 0.485(5) 0.739(4) 0.351(3) 0.048(10) Uani 0.25 1 d P . . O9 O 0.324(6) 0.551(4) 0.049(3) 0.053(11) Uani 0.25 1 d P . . 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 0.0299(9) 0.0165(8) 0.0254(9) 0.0030(6) 0.0072(7) 0.0099(6) N1 0.082(11) 0.045(8) 0.044(8) 0.000(7) -0.010(7) 0.024(8) N2 0.031(6) 0.030(6) 0.034(6) 0.003(5) 0.006(5) 0.011(5) N3 0.046(8) 0.043(7) 0.047(7) -0.004(6) 0.020(6) 0.006(6) N4 0.030(6) 0.033(6) 0.034(6) -0.002(5) 0.011(5) 0.007(5) N5 0.036(8) 0.133(15) 0.033(7) -0.011(8) 0.003(6) 0.026(9) O1 0.041(5) 0.019(4) 0.037(5) 0.006(4) 0.006(4) 0.014(4) O2 0.039(5) 0.025(5) 0.042(5) -0.003(4) 0.008(4) 0.015(4) O3 0.047(5) 0.019(4) 0.031(5) 0.003(4) 0.011(4) 0.016(4) O4 0.075(7) 0.023(5) 0.032(5) 0.002(4) 0.001(5) 0.022(5) O5 0.18(4) 0.110(16) 0.03(2) -0.022(17) -0.02(2) 0.06(2) O6 0.09(2) 0.045(12) 0.043(17) 0.009(10) -0.025(13) 0.038(12) O7 0.047(6) 0.022(4) 0.031(5) 0.002(4) 0.009(4) 0.012(4) O5' 0.18(4) 0.110(16) 0.03(2) -0.022(17) -0.02(2) 0.06(2) O6' 0.20(12) 0.09(6) 0.04(4) 0.04(4) 0.05(6) 0.04(6) C1 0.046(8) 0.015(6) 0.031(7) 0.008(5) 0.021(6) 0.015(5) C2 0.028(6) 0.013(5) 0.041(7) 0.006(5) 0.014(6) 0.005(5) C3 0.022(6) 0.020(6) 0.044(8) 0.011(5) 0.005(5) 0.012(5) C4 0.043(8) 0.028(6) 0.020(6) 0.003(5) 0.008(5) 0.021(6) C5 0.025(6) 0.026(6) 0.033(7) 0.002(5) 0.009(5) 0.008(5) C6 0.041(8) 0.028(7) 0.046(8) 0.015(6) 0.009(6) 0.024(6) C7 0.051(9) 0.040(8) 0.035(8) 0.002(6) -0.005(7) 0.023(7) C8 0.055(9) 0.026(7) 0.028(7) -0.002(5) 0.004(6) 0.020(6) C9 0.050(9) 0.035(8) 0.048(9) 0.006(6) 0.013(7) 0.016(7) C10 0.068(11) 0.068(11) 0.028(8) -0.008(7) 0.003(8) 0.027(9) C11 0.037(8) 0.036(7) 0.028(7) 0.007(6) 0.011(6) 0.011(6) C12 0.051(9) 0.034(7) 0.045(9) 0.007(6) 0.023(7) 0.011(7) C13 0.067(11) 0.057(10) 0.042(9) 0.013(8) 0.012(8) 0.030(9) C14 0.054(10) 0.060(10) 0.042(9) 0.013(7) 0.025(8) 0.024(8) C15 0.086(13) 0.044(9) 0.050(10) -0.003(8) 0.023(9) 0.022(9) C16 0.068(11) 0.045(9) 0.047(9) 0.011(7) 0.014(8) 0.026(8) C17 0.035(7) 0.033(7) 0.028(7) 0.001(5) 0.011(6) 0.008(6) C18 0.028(7) 0.037(7) 0.030(7) 0.007(6) 0.006(5) 0.011(6) C19 0.035(7) 0.030(7) 0.037(7) 0.004(6) 0.015(6) 0.009(6) C20 0.043(8) 0.044(8) 0.035(8) -0.001(6) 0.012(6) 0.014(7) C21 0.060(9) 0.037(8) 0.031(7) 0.009(6) 0.021(7) 0.022(7) C22 0.030(7) 0.048(8) 0.034(7) 0.010(6) 0.010(6) 0.019(6) C23 0.048(8) 0.054(9) 0.022(6) 0.008(6) 0.015(6) 0.028(7) C24 0.031(8) 0.051(9) 0.046(9) -0.002(7) 0.018(7) 0.011(7) C25 0.021(7) 0.064(10) 0.045(9) 0.004(7) 0.007(6) 0.011(7) C26 0.035(7) 0.040(7) 0.030(7) 0.007(6) 0.006(6) 0.017(6) O8 0.05(2) 0.05(2) 0.05(2) 0.006(19) 0.01(2) 0.02(2) O9 0.05(3) 0.05(3) 0.05(3) 0.01(2) 0.01(2) 0.02(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 O3 2.062(8) 1_545 ? Co1 O7 2.140(9) . ? Co1 O2 2.160(9) . ? Co1 N2 2.185(11) . ? Co1 N4 2.190(11) 2_755 ? Co1 O1 2.230(8) . ? N1 O5' 1.20(17) . ? N1 O5 1.24(5) . ? N1 O6 1.24(3) . ? N1 O6' 1.39(10) . ? N1 C7 1.498(19) . ? N2 C17 1.341(16) . ? N2 C21 1.381(17) . ? N3 C18 1.391(17) . ? N3 C9 1.482(18) . ? N3 H3 0.8600 . ? N4 C22 1.310(17) . ? N4 C26 1.372(17) . ? N4 Co1 2.190(11) 2_755 ? N5 C23 1.391(18) . ? N5 C10 1.49(2) . ? N5 H5 0.8600 . ? O1 C1 1.245(15) . ? O2 C1 1.280(14) . ? O3 C2 1.306(14) . ? O3 Co1 2.062(8) 1_565 ? O4 C2 1.242(16) . ? O7 H7B 0.8499 . ? O7 H7C 0.8500 . ? C1 C3 1.547(16) . ? C2 C5 1.560(16) . ? C3 C4 1.400(17) . ? C3 C8 1.421(18) . ? C4 C5 1.434(17) . ? C4 O8 1.91(4) 1_655 ? C4 H4 0.9300 . ? C5 C6 1.378(18) . ? C6 C7 1.409(19) . ? C6 H6 0.9300 . ? C7 C8 1.391(19) . ? C8 H8 0.9300 . ? C9 C11 1.540(19) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C14 1.48(2) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.37(2) . ? C11 C16 1.40(2) . ? C12 C13 1.39(2) . ? C12 H12 0.9300 . ? C13 C14 1.44(2) . ? C13 H13 0.9300 . ? C14 C15 1.42(2) . ? C15 C16 1.37(2) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C17 C18 1.405(18) . ? C17 H17 0.9300 . ? C18 C19 1.397(18) . ? C19 C20 1.444(19) . ? C19 H19 0.9300 . ? C20 C21 1.38(2) . ? C20 H20 0.9300 . ? C21 H21 0.9300 . ? C22 C23 1.418(18) . ? C22 H22 0.9300 . ? C23 C24 1.42(2) . ? C24 C25 1.37(2) . ? C24 H24 0.9300 . ? C25 C26 1.393(19) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? O8 C4 1.91(4) 1_455 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Co1 O7 95.3(3) 1_545 . ? O3 Co1 O2 104.0(3) 1_545 . ? O7 Co1 O2 160.6(3) . . ? O3 Co1 N2 89.3(4) 1_545 . ? O7 Co1 N2 90.5(4) . . ? O2 Co1 N2 92.5(4) . . ? O3 Co1 N4 84.6(4) 1_545 2_755 ? O7 Co1 N4 91.0(4) . 2_755 ? O2 Co1 N4 88.1(4) . 2_755 ? N2 Co1 N4 173.8(4) . 2_755 ? O3 Co1 O1 164.0(3) 1_545 . ? O7 Co1 O1 100.6(3) . . ? O2 Co1 O1 60.1(3) . . ? N2 Co1 O1 92.0(4) . . ? N4 Co1 O1 93.6(4) 2_755 . ? O5' N1 O5 31(8) . . ? O5' N1 O6 121(8) . . ? O5 N1 O6 122(2) . . ? O5' N1 O6' 127(9) . . ? O5 N1 O6' 112(5) . . ? O6 N1 O6' 27(5) . . ? O5' N1 C7 113(7) . . ? O5 N1 C7 122(2) . . ? O6 N1 C7 116.6(18) . . ? O6' N1 C7 120(5) . . ? C17 N2 C21 117.8(12) . . ? C17 N2 Co1 121.2(9) . . ? C21 N2 Co1 121.0(9) . . ? C18 N3 C9 124.3(12) . . ? C18 N3 H3 117.8 . . ? C9 N3 H3 117.8 . . ? C22 N4 C26 118.2(11) . . ? C22 N4 Co1 120.5(9) . 2_755 ? C26 N4 Co1 120.5(9) . 2_755 ? C23 N5 C10 121.8(13) . . ? C23 N5 H5 119.1 . . ? C10 N5 H5 119.1 . . ? C1 O1 Co1 88.3(7) . . ? C1 O2 Co1 90.5(7) . . ? C2 O3 Co1 126.1(8) . 1_565 ? Co1 O7 H7B 111.8 . . ? Co1 O7 H7C 111.7 . . ? H7B O7 H7C 109.6 . . ? O1 C1 O2 121.1(10) . . ? O1 C1 C3 121.1(10) . . ? O2 C1 C3 117.7(11) . . ? O4 C2 O3 127.7(11) . . ? O4 C2 C5 120.3(10) . . ? O3 C2 C5 112.0(11) . . ? C4 C3 C8 120.5(11) . . ? C4 C3 C1 119.5(11) . . ? C8 C3 C1 120.0(11) . . ? C3 C4 C5 119.7(11) . . ? C3 C4 O8 86.5(14) . 1_655 ? C5 C4 O8 136.8(16) . 1_655 ? C3 C4 H4 120.2 . . ? C5 C4 H4 120.2 . . ? O8 C4 H4 48.3 1_655 . ? C6 C5 C4 120.9(11) . . ? C6 C5 C2 121.9(11) . . ? C4 C5 C2 117.2(11) . . ? C5 C6 C7 117.5(11) . . ? C5 C6 H6 121.2 . . ? C7 C6 H6 121.2 . . ? C8 C7 C6 124.4(13) . . ? C8 C7 N1 117.5(12) . . ? C6 C7 N1 118.1(12) . . ? C7 C8 C3 117.0(12) . . ? C7 C8 H8 121.5 . . ? C3 C8 H8 121.5 . . ? N3 C9 C11 114.5(12) . . ? N3 C9 H9A 108.6 . . ? C11 C9 H9A 108.6 . . ? N3 C9 H9B 108.6 . . ? C11 C9 H9B 108.6 . . ? H9A C9 H9B 107.6 . . ? C14 C10 N5 110.5(14) . . ? C14 C10 H10A 109.5 . . ? N5 C10 H10A 109.5 . . ? C14 C10 H10B 109.5 . . ? N5 C10 H10B 109.5 . . ? H10A C10 H10B 108.1 . . ? C12 C11 C16 116.5(13) . . ? C12 C11 C9 124.9(13) . . ? C16 C11 C9 118.5(12) . . ? C11 C12 C13 123.2(14) . . ? C11 C12 H12 118.4 . . ? C13 C12 H12 118.4 . . ? C12 C13 C14 120.1(15) . . ? C12 C13 H13 120.0 . . ? C14 C13 H13 120.0 . . ? C15 C14 C13 116.4(15) . . ? C15 C14 C10 123.3(15) . . ? C13 C14 C10 120.3(15) . . ? C16 C15 C14 120.2(15) . . ? C16 C15 H15 119.9 . . ? C14 C15 H15 119.9 . . ? C15 C16 C11 123.5(15) . . ? C15 C16 H16 118.3 . . ? C11 C16 H16 118.3 . . ? N2 C17 C18 124.0(12) . . ? N2 C17 H17 118.0 . . ? C18 C17 H17 118.0 . . ? N3 C18 C19 119.2(12) . . ? N3 C18 C17 122.4(12) . . ? C19 C18 C17 118.4(12) . . ? C18 C19 C20 118.6(12) . . ? C18 C19 H19 120.7 . . ? C20 C19 H19 120.7 . . ? C21 C20 C19 118.4(13) . . ? C21 C20 H20 120.8 . . ? C19 C20 H20 120.8 . . ? N2 C21 C20 122.8(14) . . ? N2 C21 H21 118.6 . . ? C20 C21 H21 118.6 . . ? N4 C22 C23 125.6(12) . . ? N4 C22 H22 117.2 . . ? C23 C22 H22 117.2 . . ? N5 C23 C24 123.7(13) . . ? N5 C23 C22 121.5(13) . . ? C24 C23 C22 114.8(12) . . ? C25 C24 C23 120.4(13) . . ? C25 C24 H24 119.8 . . ? C23 C24 H24 119.8 . . ? C24 C25 C26 120.0(13) . . ? C24 C25 H25 120.0 . . ? C26 C25 H25 120.0 . . ? N4 C26 C25 120.9(12) . . ? N4 C26 H26 119.6 . . ? C25 C26 H26 119.6 . . ? _diffrn_measured_fraction_theta_max 0.971 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.971 _refine_diff_density_max 1.898 _refine_diff_density_min -0.775 _refine_diff_density_rms 0.167 #===END _database_code_depnum_ccdc_archive 'CCDC 928987'