# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # 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_10ssg004 _database_code_depnum_ccdc_archive 'CCDC 868506' #TrackingRef '- Compound 1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H28 Co N10 O10' _chemical_formula_weight 579.41 _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 _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.8840(17) _cell_length_b 9.2436(17) _cell_length_c 9.2474(17) _cell_angle_alpha 60.728(5) _cell_angle_beta 72.206(5) _cell_angle_gamma 70.267(6) _cell_volume 614.3(2) _cell_formula_units_Z 1 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 3127 _cell_measurement_theta_min 2.47 _cell_measurement_theta_max 27.06 _exptl_crystal_description Plate _exptl_crystal_colour Pink _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.566 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 301 _exptl_absorpt_coefficient_mu 0.770 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.571246 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'SADABS v.2.03 (Bruker, 2001), R(int)=0.0950 before correction' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(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 APEX-2 CCD area detector' _diffrn_measurement_method '/w scans' _diffrn_detector_area_resol_mean 8 _diffrn_standards_decay_% 0 _diffrn_reflns_number 7783 _diffrn_reflns_av_R_equivalents 0.0479 _diffrn_reflns_av_sigmaI/netI 0.0482 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.47 _diffrn_reflns_theta_max 26.97 _reflns_number_total 2572 _reflns_number_gt 2213 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker APEX-2' _computing_cell_refinement 'Bruker APEX-2' _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 2572 _refine_ls_number_parameters 185 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0657 _refine_ls_R_factor_gt 0.0580 _refine_ls_wR_factor_ref 0.1639 _refine_ls_wR_factor_gt 0.1593 _refine_ls_goodness_of_fit_ref 1.232 _refine_ls_restrained_S_all 1.232 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _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 0.0000 0.0000 0.0000 0.0232(2) Uani 1 2 d S . . N1 N -0.0658(3) -0.1596(3) 0.2580(3) 0.0256(5) Uani 1 1 d . . . O1W O -0.2392(3) 0.1518(3) 0.0129(3) 0.0326(5) Uani 1 1 d . . . H1WA H -0.285(5) 0.219(5) -0.068(6) 0.047(12) Uiso 1 1 d . . . H1WB H -0.278(5) 0.173(5) 0.093(5) 0.040(10) Uiso 1 1 d . . . C1 C -0.0065(4) -0.2109(4) 0.3960(4) 0.0287(6) Uani 1 1 d . . . H1A H 0.0817 -0.1787 0.3966 0.034 Uiso 1 1 calc R . . C1S C 0.6442(4) 0.1377(5) 0.4282(4) 0.0432(8) Uani 1 1 d . . . H1SC H 0.6924 0.0210 0.4481 0.065 Uiso 1 1 calc R . . H1SB H 0.5548 0.1424 0.5171 0.065 Uiso 1 1 calc R . . H1SA H 0.7238 0.1888 0.4249 0.065 Uiso 1 1 calc R . . N1S N 0.5329(3) 0.6347(4) 0.2297(4) 0.0366(6) Uani 1 1 d . A 1 O1S O 0.6567(8) 0.5318(7) 0.2850(10) 0.0351(14) Uiso 0.50 1 d P A 1 O1SA O 0.6191(15) 0.5185(15) 0.3483(16) 0.045(3) Uiso 0.25 1 d P B 2 O1SB O 0.6802(12) 0.5545(13) 0.2230(15) 0.034(3) Uiso 0.25 1 d P C 3 N2 N -0.1917(3) -0.2353(3) 0.3137(3) 0.0271(5) Uani 1 1 d . . . H2A H -0.2519 -0.2233 0.2496 0.033 Uiso 1 1 calc R . . C2 C -0.0936(3) -0.3195(4) 0.5400(4) 0.0255(6) Uani 1 1 d . . . O2S O 0.5087(3) 0.7877(3) 0.1962(3) 0.0388(6) Uani 1 1 d . . . C3 C -0.2115(4) -0.3314(4) 0.4808(4) 0.0292(6) Uani 1 1 d . . . H3A H -0.2903 -0.3945 0.5447 0.035 Uiso 1 1 calc R . . O3S O 0.4353(3) 0.5819(3) 0.2024(3) 0.0403(6) Uani 1 1 d . . . N3 N -0.0884(3) -0.1341(3) 0.9208(3) 0.0260(5) Uani 1 1 d . . . O4S O 0.5875(3) 0.2277(3) 0.2717(3) 0.0395(6) Uani 1 1 d . . . H4S H 0.558(5) 0.323(6) 0.256(5) 0.053(13) Uiso 1 1 d . . . C4 C -0.2569(3) -0.1706(4) 0.8116(4) 0.0298(7) Uani 1 1 d . . . H4A H -0.3505 -0.1568 0.7767 0.036 Uiso 1 1 calc R . . N4 N -0.2391(3) -0.0841(3) 0.8845(3) 0.0285(6) Uani 1 1 d . . . H4B H -0.3146 -0.0060 0.9056 0.034 Uiso 1 1 calc R . . C5 C -0.1120(4) -0.2833(4) 0.7978(3) 0.0267(6) Uani 1 1 d . . . C6 C -0.0105(3) -0.2557(4) 0.8677(4) 0.0270(6) Uani 1 1 d . . . H6A H 0.0969 -0.3144 0.8761 0.032 Uiso 1 1 calc R . . C7 C -0.0685(4) -0.4050(4) 0.7204(4) 0.0312(7) Uani 1 1 d . . . H7A H -0.1340 -0.4893 0.7863 0.037 Uiso 1 1 calc R . . H7B H 0.0444 -0.4644 0.7254 0.037 Uiso 1 1 calc R . . _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 0.0225(3) 0.0285(4) 0.0214(3) -0.0142(3) -0.0007(2) -0.0064(2) N1 0.0263(12) 0.0305(13) 0.0233(12) -0.0151(11) 0.0002(9) -0.0089(10) O1W 0.0279(11) 0.0407(14) 0.0289(13) -0.0203(11) -0.0053(10) 0.0015(9) C1 0.0294(14) 0.0327(16) 0.0290(16) -0.0163(13) -0.0060(12) -0.0074(12) C1S 0.0409(18) 0.045(2) 0.038(2) -0.0205(17) -0.0020(15) -0.0041(15) N1S 0.0300(13) 0.0359(15) 0.0447(17) -0.0166(13) -0.0084(12) -0.0077(11) N2 0.0265(12) 0.0342(14) 0.0262(13) -0.0158(11) -0.0039(10) -0.0095(10) C2 0.0278(14) 0.0247(14) 0.0255(15) -0.0149(12) -0.0027(11) -0.0030(11) O2S 0.0387(12) 0.0345(13) 0.0458(14) -0.0208(11) -0.0059(10) -0.0070(10) C3 0.0329(15) 0.0277(15) 0.0272(16) -0.0136(13) 0.0013(12) -0.0100(12) O3S 0.0373(12) 0.0389(13) 0.0470(14) -0.0131(11) -0.0141(11) -0.0137(10) N3 0.0247(11) 0.0306(13) 0.0246(13) -0.0139(11) -0.0022(9) -0.0072(10) O4S 0.0421(13) 0.0363(14) 0.0366(13) -0.0205(11) -0.0027(10) -0.0010(10) C4 0.0248(13) 0.0398(17) 0.0324(16) -0.0204(14) -0.0036(12) -0.0099(12) N4 0.0220(11) 0.0374(14) 0.0299(14) -0.0210(12) -0.0006(10) -0.0046(10) C5 0.0334(15) 0.0280(15) 0.0178(14) -0.0092(12) -0.0023(11) -0.0089(11) C6 0.0275(14) 0.0293(15) 0.0244(15) -0.0129(12) -0.0027(11) -0.0063(11) C7 0.0427(17) 0.0260(15) 0.0271(16) -0.0127(13) -0.0090(13) -0.0057(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. ; _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 O1W 2.120(2) 2 ? Co1 O1W 2.120(2) . ? Co1 N1 2.121(2) 2 ? Co1 N1 2.121(2) . ? Co1 N3 2.141(2) 2_556 ? Co1 N3 2.141(2) 1_554 ? N1 C1 1.334(4) . ? N1 N2 1.352(3) . ? O1W H1WA 0.82(4) . ? O1W H1WB 0.81(4) . ? C1 C2 1.402(4) . ? C1 H1A 0.9300 . ? C1S O4S 1.423(4) . ? C1S H1SC 0.9600 . ? C1S H1SB 0.9600 . ? C1S H1SA 0.9600 . ? N1S O1S 1.240(6) . ? N1S O2S 1.245(3) . ? N1S O3S 1.262(3) . ? N2 C3 1.344(4) . ? N2 H2A 0.8600 . ? C2 C3 1.377(4) . ? C2 C7 1.509(4) . ? C3 H3A 0.9300 . ? N3 C6 1.339(4) . ? N3 N4 1.351(3) . ? N3 Co1 2.141(2) 1_556 ? O4S H4S 0.78(5) . ? C4 N4 1.341(4) . ? C4 C5 1.372(4) . ? C4 H4A 0.9300 . ? N4 H4B 0.8600 . ? C5 C6 1.403(4) . ? C5 C7 1.501(4) . ? C6 H6A 0.9300 . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? _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 O1W Co1 O1W 180.00(8) 2 . ? O1W Co1 N1 87.21(9) 2 2 ? O1W Co1 N1 92.79(9) . 2 ? O1W Co1 N1 92.79(9) 2 . ? O1W Co1 N1 87.21(9) . . ? N1 Co1 N1 180.00(15) 2 . ? O1W Co1 N3 87.08(9) 2 2_556 ? O1W Co1 N3 92.92(9) . 2_556 ? N1 Co1 N3 92.31(9) 2 2_556 ? N1 Co1 N3 87.69(9) . 2_556 ? O1W Co1 N3 92.92(9) 2 1_554 ? O1W Co1 N3 87.08(9) . 1_554 ? N1 Co1 N3 87.69(9) 2 1_554 ? N1 Co1 N3 92.31(9) . 1_554 ? N3 Co1 N3 180.00(9) 2_556 1_554 ? C1 N1 N2 104.6(2) . . ? C1 N1 Co1 133.55(19) . . ? N2 N1 Co1 121.86(18) . . ? Co1 O1W H1WA 125(3) . . ? Co1 O1W H1WB 119(3) . . ? H1WA O1W H1WB 112(4) . . ? N1 C1 C2 111.7(2) . . ? N1 C1 H1A 124.2 . . ? C2 C1 H1A 124.2 . . ? O4S C1S H1SC 109.5 . . ? O4S C1S H1SB 109.5 . . ? H1SC C1S H1SB 109.5 . . ? O4S C1S H1SA 109.5 . . ? H1SC C1S H1SA 109.5 . . ? H1SB C1S H1SA 109.5 . . ? O1S N1S O2S 120.6(4) . . ? O1S N1S O3S 118.5(4) . . ? O2S N1S O3S 120.9(3) . . ? C3 N2 N1 112.1(2) . . ? C3 N2 H2A 124.0 . . ? N1 N2 H2A 124.0 . . ? C3 C2 C1 104.2(3) . . ? C3 C2 C7 126.6(3) . . ? C1 C2 C7 129.2(3) . . ? N2 C3 C2 107.4(2) . . ? N2 C3 H3A 126.3 . . ? C2 C3 H3A 126.3 . . ? C6 N3 N4 104.8(2) . . ? C6 N3 Co1 131.0(2) . 1_556 ? N4 N3 Co1 123.12(18) . 1_556 ? C1S O4S H4S 106(3) . . ? N4 C4 C5 107.7(2) . . ? N4 C4 H4A 126.2 . . ? C5 C4 H4A 126.2 . . ? C4 N4 N3 111.9(2) . . ? C4 N4 H4B 124.0 . . ? N3 N4 H4B 124.0 . . ? C4 C5 C6 104.5(2) . . ? C4 C5 C7 128.2(3) . . ? C6 C5 C7 127.3(3) . . ? N3 C6 C5 111.2(3) . . ? N3 C6 H6A 124.4 . . ? C5 C6 H6A 124.4 . . ? C5 C7 C2 113.4(2) . . ? C5 C7 H7A 108.9 . . ? C2 C7 H7A 108.9 . . ? C5 C7 H7B 108.9 . . ? C2 C7 H7B 108.9 . . ? H7A C7 H7B 107.7 . . ? _diffrn_measured_fraction_theta_max 0.960 _diffrn_reflns_theta_full 26.97 _diffrn_measured_fraction_theta_full 0.960 _refine_diff_density_max 1.455 _refine_diff_density_min -0.899 _refine_diff_density_rms 0.135 data_10ag008_0m _database_code_depnum_ccdc_archive 'CCDC 868507' #TrackingRef '- Compound 2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H20 Co N10 O6' _chemical_formula_weight 651.47 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 8.7552(2) _cell_length_b 8.8687(2) _cell_length_c 11.2435(3) _cell_angle_alpha 67.1770(10) _cell_angle_beta 69.1740(10) _cell_angle_gamma 62.7150(10) _cell_volume 698.11(3) _cell_formula_units_Z 1 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 4022 _cell_measurement_theta_min 2.68 _cell_measurement_theta_max 29.61 _exptl_crystal_description Needle _exptl_crystal_colour Pink _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.550 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 333 _exptl_absorpt_coefficient_mu 0.678 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.863156 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'SADABS v.2.03 (Bruker, 2001), R(int)=0.0390 before correction' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(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 APEX-2 CCD area detector' _diffrn_measurement_method '/w scans' _diffrn_detector_area_resol_mean 8 _diffrn_standards_decay_% 0 _diffrn_reflns_number 12216 _diffrn_reflns_av_R_equivalents 0.0296 _diffrn_reflns_av_sigmaI/netI 0.0364 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.01 _diffrn_reflns_theta_max 29.99 _reflns_number_total 3916 _reflns_number_gt 3366 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker APEX-2' _computing_cell_refinement 'Bruker APEX-2' _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^)+(0.0881P)^2^+0.2695P] 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 3916 _refine_ls_number_parameters 196 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0599 _refine_ls_R_factor_gt 0.0514 _refine_ls_wR_factor_ref 0.1450 _refine_ls_wR_factor_gt 0.1389 _refine_ls_goodness_of_fit_ref 1.077 _refine_ls_restrained_S_all 1.077 _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 1.0000 1.0000 0.5000 0.01572(13) Uani 1 2 d S . . O1 O 0.81769(19) 1.0163(2) 0.68334(14) 0.0222(3) Uani 1 1 d . . . O2 O 0.9357(3) 1.0192(3) 0.82871(17) 0.0458(5) Uani 1 1 d . . . N1 N 0.8871(2) 0.8285(2) 0.50228(17) 0.0202(3) Uani 1 1 d . . . C9 C 0.6517(3) 1.0049(3) 0.9018(2) 0.0225(4) Uani 1 1 d . . . N2 N 0.8944(2) 0.8021(3) 0.39004(18) 0.0239(4) Uani 1 1 d . . . H2A H 0.9417 0.8517 0.3124 0.029 Uiso 1 1 calc R . . C10 C 0.4971(3) 1.0456(3) 0.8677(2) 0.0272(5) Uani 1 1 d . . . H10A H 0.4945 1.0759 0.7792 0.041 Uiso 1 1 calc R . . C7 C 0.6645(3) 0.5093(3) 0.6235(3) 0.0262(5) Uani 1 1 d . . . H7A H 0.6901 0.4526 0.7110 0.031 Uiso 1 1 calc R . . H7B H 0.7102 0.4184 0.5786 0.031 Uiso 1 1 calc R . . C2 C 0.7576(3) 0.6363(3) 0.5485(2) 0.0214(4) Uani 1 1 d . . . C11 C 0.6538(3) 0.9587(3) 1.0352(2) 0.0287(5) Uani 1 1 d . . . H11A H 0.7571 0.9306 1.0591 0.043 Uiso 1 1 calc R . . C1 C 0.8032(3) 0.7291(3) 0.5989(2) 0.0226(4) Uani 1 1 d . . . H1A H 0.7780 0.7220 0.6881 0.027 Uiso 1 1 calc R . . C5 C 0.4674(3) 0.5956(3) 0.6372(2) 0.0213(4) Uani 1 1 d . . . C8 C 0.8148(3) 1.0138(3) 0.7961(2) 0.0243(4) Uani 1 1 d . . . C3 C 0.8182(3) 0.6882(3) 0.4146(2) 0.0272(5) Uani 1 1 d . . . H3A H 0.8083 0.6512 0.3516 0.033 Uiso 1 1 calc R . . C4 C 0.3719(3) 0.7535(3) 0.5577(2) 0.0223(4) Uani 1 1 d . . . H4A H 0.4224 0.8269 0.4868 0.027 Uiso 1 1 calc R . . C6 C 0.3392(3) 0.5338(3) 0.7282(2) 0.0286(5) Uani 1 1 d . . . H6A H 0.3582 0.4304 0.7967 0.034 Uiso 1 1 calc R . . N3 N 0.1993(2) 0.7866(2) 0.59537(17) 0.0198(3) Uani 1 1 d . . . N4 N 0.1825(2) 0.6503(2) 0.69980(19) 0.0246(4) Uani 1 1 d . . . H4B H 0.0836 0.6389 0.7432 0.030 Uiso 1 1 calc R . . N1S N -0.3014(7) 0.4255(7) 0.9901(5) 0.0535(11) Uiso 0.60 1 d P . 1 C3S C -0.1396(6) 0.2448(5) 0.9792(5) 0.0577(9) Uiso 1 1 d . A 1 O1S O -0.1030(4) 0.5705(5) 0.9025(3) 0.0298(7) Uiso 0.60 1 d P B 1 C1S C -0.2572(13) 0.5664(12) 0.9294(9) 0.088(2) Uiso 0.60 1 d P B 1 C2S C -0.4733(14) 0.4214(12) 1.0251(10) 0.091(3) Uiso 0.60 1 d P . 1 O1SA O -0.0629(8) 0.5127(9) 0.8923(6) 0.0443(14) Uiso 0.40 1 d P C 2 N1SA N -0.569(3) 0.375(2) 1.0517(19) 0.150(6) Uiso 0.40 1 d P D 2 C1SA C -0.1666(13) 0.2516(13) 1.0343(11) 0.054(2) Uiso 0.40 1 d P D 2 C2SA C -0.398(5) 0.267(5) 1.091(4) 0.228(14) Uiso 0.40 1 d P D 2 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 0.0120(2) 0.0218(2) 0.01349(19) -0.00565(14) 0.00088(13) -0.00838(15) O1 0.0178(7) 0.0311(8) 0.0161(7) -0.0087(6) 0.0036(5) -0.0112(6) O2 0.0421(11) 0.0947(17) 0.0211(8) -0.0174(9) 0.0059(7) -0.0499(12) N1 0.0171(8) 0.0265(9) 0.0201(8) -0.0083(7) -0.0017(6) -0.0107(7) C9 0.0219(10) 0.0281(11) 0.0157(9) -0.0066(8) 0.0037(7) -0.0130(8) N2 0.0216(9) 0.0349(10) 0.0197(8) -0.0108(7) 0.0007(7) -0.0152(8) C10 0.0253(11) 0.0383(13) 0.0165(9) -0.0079(9) 0.0017(8) -0.0148(10) C7 0.0173(10) 0.0216(10) 0.0404(12) -0.0057(9) -0.0088(9) -0.0081(8) C2 0.0142(9) 0.0201(10) 0.0310(11) -0.0079(8) -0.0054(8) -0.0059(7) C11 0.0223(11) 0.0453(14) 0.0179(10) -0.0082(9) 0.0007(8) -0.0162(10) C1 0.0213(10) 0.0270(11) 0.0208(9) -0.0037(8) -0.0039(8) -0.0127(8) C5 0.0175(10) 0.0205(10) 0.0287(10) -0.0060(8) -0.0067(8) -0.0086(8) C8 0.0220(10) 0.0336(12) 0.0177(9) -0.0087(8) 0.0040(8) -0.0153(9) C3 0.0212(10) 0.0368(12) 0.0319(11) -0.0175(10) -0.0011(8) -0.0142(9) C4 0.0173(9) 0.0255(10) 0.0221(10) -0.0035(8) -0.0028(7) -0.0098(8) C6 0.0246(11) 0.0232(11) 0.0349(12) 0.0021(9) -0.0099(9) -0.0121(9) N3 0.0165(8) 0.0237(9) 0.0182(8) -0.0038(6) -0.0019(6) -0.0095(7) N4 0.0188(9) 0.0260(9) 0.0273(9) -0.0019(7) -0.0029(7) -0.0127(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O1 2.1209(14) . ? Co1 O1 2.1209(14) 2_776 ? Co1 N3 2.1223(17) 2_676 ? Co1 N3 2.1223(17) 1_655 ? Co1 N1 2.1494(17) . ? Co1 N1 2.1494(17) 2_776 ? O1 C8 1.251(2) . ? O2 C8 1.262(3) . ? N1 C1 1.335(3) . ? N1 N2 1.345(2) . ? C9 C10 1.387(3) . ? C9 C11 1.398(3) . ? C9 C8 1.511(3) . ? N2 C3 1.346(3) . ? N2 H2A 0.8600 . ? C10 C11 1.388(3) 2_677 ? C10 H10A 0.9300 . ? C7 C2 1.504(3) . ? C7 C5 1.510(3) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C2 C3 1.370(3) . ? C2 C1 1.408(3) . ? C11 C10 1.388(3) 2_677 ? C11 H11A 0.9300 . ? C1 H1A 0.9300 . ? C5 C6 1.385(3) . ? C5 C4 1.395(3) . ? C3 H3A 0.9300 . ? C4 N3 1.336(3) . ? C4 H4A 0.9300 . ? C6 N4 1.345(3) . ? C6 H6A 0.9300 . ? N3 N4 1.342(2) . ? N3 Co1 2.1223(17) 1_455 ? N4 H4B 0.8600 . ? N1S C1S 1.331(10) . ? N1S C2S 1.429(12) . ? N1S C3S 1.593(6) . ? N1S C2S 1.835(12) 2_467 ? O1S C1S 1.289(10) . ? C2S C2S 1.208(18) 2_467 ? C2S N1S 1.835(12) 2_467 ? N1SA C2SA 1.48(4) . ? C1SA C2SA 1.85(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Co1 O1 180.000(1) . 2_776 ? O1 Co1 N3 88.34(6) . 2_676 ? O1 Co1 N3 91.66(6) 2_776 2_676 ? O1 Co1 N3 91.66(6) . 1_655 ? O1 Co1 N3 88.34(6) 2_776 1_655 ? N3 Co1 N3 180.0 2_676 1_655 ? O1 Co1 N1 83.65(6) . . ? O1 Co1 N1 96.35(6) 2_776 . ? N3 Co1 N1 87.62(7) 2_676 . ? N3 Co1 N1 92.38(7) 1_655 . ? O1 Co1 N1 96.35(6) . 2_776 ? O1 Co1 N1 83.65(6) 2_776 2_776 ? N3 Co1 N1 92.38(7) 2_676 2_776 ? N3 Co1 N1 87.62(7) 1_655 2_776 ? N1 Co1 N1 180.000(1) . 2_776 ? C8 O1 Co1 138.29(14) . . ? C1 N1 N2 105.20(16) . . ? C1 N1 Co1 133.33(14) . . ? N2 N1 Co1 121.46(13) . . ? C10 C9 C11 119.17(19) . . ? C10 C9 C8 120.47(19) . . ? C11 C9 C8 120.3(2) . . ? N1 N2 C3 111.50(18) . . ? N1 N2 H2A 124.3 . . ? C3 N2 H2A 124.3 . . ? C9 C10 C11 120.4(2) . 2_677 ? C9 C10 H10A 119.8 . . ? C11 C10 H10A 119.8 2_677 . ? C2 C7 C5 113.38(18) . . ? C2 C7 H7A 108.9 . . ? C5 C7 H7A 108.9 . . ? C2 C7 H7B 108.9 . . ? C5 C7 H7B 108.9 . . ? H7A C7 H7B 107.7 . . ? C3 C2 C1 103.97(19) . . ? C3 C2 C7 127.8(2) . . ? C1 C2 C7 128.2(2) . . ? C10 C11 C9 120.4(2) 2_677 . ? C10 C11 H11A 119.8 2_677 . ? C9 C11 H11A 119.8 . . ? N1 C1 C2 111.28(19) . . ? N1 C1 H1A 124.4 . . ? C2 C1 H1A 124.4 . . ? C6 C5 C4 103.68(19) . . ? C6 C5 C7 128.3(2) . . ? C4 C5 C7 128.0(2) . . ? O1 C8 O2 125.6(2) . . ? O1 C8 C9 116.94(19) . . ? O2 C8 C9 117.41(19) . . ? N2 C3 C2 108.05(18) . . ? N2 C3 H3A 126.0 . . ? C2 C3 H3A 126.0 . . ? N3 C4 C5 111.93(19) . . ? N3 C4 H4A 124.0 . . ? C5 C4 H4A 124.0 . . ? N4 C6 C5 107.7(2) . . ? N4 C6 H6A 126.2 . . ? C5 C6 H6A 126.2 . . ? C4 N3 N4 105.03(17) . . ? C4 N3 Co1 126.70(15) . 1_455 ? N4 N3 Co1 128.13(13) . 1_455 ? N3 N4 C6 111.69(18) . . ? N3 N4 H4B 124.2 . . ? C6 N4 H4B 124.2 . . ? C1S N1S C2S 127.0(7) . . ? C1S N1S C3S 113.3(6) . . ? C2S N1S C3S 116.6(5) . . ? C1S N1S C2S 85.9(6) . 2_467 ? C2S N1S C2S 41.1(6) . 2_467 ? C3S N1S C2S 151.8(5) . 2_467 ? O1S C1S N1S 126.8(8) . . ? C2S C2S N1S 87.8(11) 2_467 . ? C2S C2S N1S 51.1(9) 2_467 2_467 ? N1S C2S N1S 138.9(6) . 2_467 ? N1SA C2SA C1SA 140(3) . . ? _diffrn_measured_fraction_theta_max 0.963 _diffrn_reflns_theta_full 29.99 _diffrn_measured_fraction_theta_full 0.963 _refine_diff_density_max 1.163 _refine_diff_density_min -0.647 _refine_diff_density_rms 0.095 data_10ssg029_0m _database_code_depnum_ccdc_archive 'CCDC 868508' #TrackingRef '- Compound 3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H26 Co N8 O5' _chemical_formula_weight 565.46 _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 _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 8.4384(2) _cell_length_b 17.1177(4) _cell_length_c 17.6279(4) _cell_angle_alpha 90.00 _cell_angle_beta 102.7820(10) _cell_angle_gamma 90.00 _cell_volume 2483.18(10) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 9296 _cell_measurement_theta_min 2.37 _cell_measurement_theta_max 32.12 _exptl_crystal_description block _exptl_crystal_colour Pink _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.26 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.513 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1172 _exptl_absorpt_coefficient_mu 0.744 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.859194 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'SADABS v.2.03 (Bruker, 2001), R(int)=0.0576 before correction' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(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 APEX-2 CCD area detector' _diffrn_measurement_method '/w scans' _diffrn_detector_area_resol_mean 8 _diffrn_standards_decay_% 0 _diffrn_reflns_number 44665 _diffrn_reflns_av_R_equivalents 0.0446 _diffrn_reflns_av_sigmaI/netI 0.0396 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.68 _diffrn_reflns_theta_max 31.25 _reflns_number_total 7992 _reflns_number_gt 5765 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker APEX-2' _computing_cell_refinement 'Bruker APEX-2' _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^)+(0.0445P)^2^+0.8737P] 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 7992 _refine_ls_number_parameters 340 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0630 _refine_ls_R_factor_gt 0.0397 _refine_ls_wR_factor_ref 0.1009 _refine_ls_wR_factor_gt 0.0912 _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_restrained_S_all 1.043 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _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 0.29751(2) 0.002003(12) 0.231807(12) 0.01574(6) Uani 1 1 d . . . N1 N 0.15759(16) -0.06357(8) 0.29912(8) 0.0209(3) Uani 1 1 d . . . N1A N 0.43568(16) 0.06440(8) 0.16317(8) 0.0194(3) Uani 1 1 d . . . O1 O 0.20468(14) -0.19261(7) 0.13918(7) 0.0261(3) Uani 1 1 d . . . C1A C 0.54785(19) 0.03813(9) 0.12672(9) 0.0206(3) Uani 1 1 d . . . H1AA H 0.5975 -0.0105 0.1357 0.025 Uiso 1 1 calc R . . C1 C 0.08856(19) -0.03768(10) 0.35558(9) 0.0210(3) Uani 1 1 d . . . H1A H 0.1030 0.0123 0.3766 0.025 Uiso 1 1 calc R . . O1S O 0.1326(4) -0.33343(17) 0.04986(17) 0.0210(7) Uiso 0.50 1 d P A 1 H1SA H 0.1554 -0.2941 0.0766 0.032 Uiso 0.50 1 calc PR A 1 C1S C -0.1156(4) -0.2659(2) -0.0215(2) 0.0300(8) Uiso 0.50 1 d P A 1 H1SB H -0.1737 -0.2551 -0.0737 0.045 Uiso 0.50 1 calc PR A 1 H1SC H -0.0852 -0.2177 0.0056 0.045 Uiso 0.50 1 calc PR A 1 H1SD H -0.1838 -0.2954 0.0049 0.045 Uiso 0.50 1 calc PR A 1 C1SA C -0.1107(8) -0.3188(4) -0.0548(4) 0.0718(16) Uiso 0.50 1 d P B 2 H1SE H -0.1503 -0.2925 -0.1033 0.108 Uiso 0.50 1 calc PR B 2 H1SF H -0.1907 -0.3158 -0.0237 0.108 Uiso 0.50 1 calc PR B 2 H1SG H -0.0898 -0.3726 -0.0645 0.108 Uiso 0.50 1 calc PR B 2 O1SA O 0.1000(4) -0.3247(2) 0.0585(2) 0.0344(9) Uiso 0.50 1 d P B 2 H1SH H 0.1388 -0.2936 0.0930 0.052 Uiso 0.50 1 calc PR B 2 O2 O 0.38553(14) -0.10142(6) 0.19023(7) 0.0226(2) Uani 1 1 d . . . N2A N 0.39703(17) 0.13627(8) 0.13407(8) 0.0224(3) Uani 1 1 d . . . H2AA H 0.3269 0.1664 0.1479 0.027 Uiso 1 1 calc R . . N2 N 0.10289(19) -0.13731(8) 0.28527(9) 0.0273(3) Uani 1 1 d . . . H2A H 0.1285 -0.1675 0.2509 0.033 Uiso 1 1 calc R . . C2 C -0.00856(19) -0.09540(9) 0.37919(9) 0.0209(3) Uani 1 1 d . . . C2A C 0.58190(18) 0.09274(9) 0.07322(9) 0.0190(3) Uani 1 1 d . . . C2S C 0.0351(5) -0.3126(3) -0.0236(2) 0.0283(8) Uiso 0.50 1 d P A 1 H2SA H 0.0025 -0.3601 -0.0530 0.034 Uiso 0.50 1 calc PR A 1 H2SB H 0.1013 -0.2826 -0.0517 0.034 Uiso 0.50 1 calc PR A 1 C2SA C 0.0371(6) -0.2822(4) -0.0140(3) 0.0487(13) Uiso 0.50 1 d P B 2 H2SC H 0.0160 -0.2283 -0.0026 0.058 Uiso 0.50 1 calc PR B 2 H2SD H 0.1167 -0.2828 -0.0461 0.058 Uiso 0.50 1 calc PR B 2 C3A C 0.4827(2) 0.15488(10) 0.08036(10) 0.0227(3) Uani 1 1 d . . . H3AA H 0.4758 0.2016 0.0529 0.027 Uiso 1 1 calc R . . C3 C 0.0037(2) -0.15781(10) 0.33175(11) 0.0283(4) Uani 1 1 d . . . H3A H -0.0478 -0.2058 0.3319 0.034 Uiso 1 1 calc R . . O3 O 0.28160(14) -0.39882(6) 0.21769(7) 0.0217(2) Uani 1 1 d . . . N3A N 1.08781(16) 0.00619(8) 0.13868(8) 0.0201(3) Uani 1 1 d . . . N3 N -0.49833(16) -0.00467(8) 0.32666(8) 0.0197(3) Uani 1 1 d . . . C4 C -0.37122(19) -0.05256(10) 0.33527(9) 0.0227(3) Uani 1 1 d . . . H4A H -0.3551 -0.0881 0.2978 0.027 Uiso 1 1 calc R . . O4 O 0.28424(16) -0.28594(7) 0.28193(8) 0.0293(3) Uani 1 1 d . . . C4A C 0.98449(19) 0.06425(9) 0.11279(9) 0.0203(3) Uani 1 1 d . . . H4AA H 1.0018 0.1161 0.1283 0.024 Uiso 1 1 calc R . . N4A N 1.01694(16) -0.05848(8) 0.10246(8) 0.0212(3) Uani 1 1 d . . . H4AB H 1.0584 -0.1045 0.1091 0.025 Uiso 1 1 calc R . . N4 N -0.47562(16) 0.03603(8) 0.39345(8) 0.0216(3) Uani 1 1 d . . . H4B H -0.5413 0.0711 0.4033 0.026 Uiso 1 1 calc R . . C5 C -0.26452(19) -0.04273(10) 0.40802(9) 0.0209(3) Uani 1 1 d . . . C5A C 0.84686(18) 0.03763(9) 0.05945(9) 0.0187(3) Uani 1 1 d . . . C6 C -0.3361(2) 0.01472(10) 0.44312(10) 0.0238(3) Uani 1 1 d . . . H6A H -0.2957 0.0354 0.4924 0.029 Uiso 1 1 calc R . . C6A C 0.87284(19) -0.04169(10) 0.05452(9) 0.0214(3) Uani 1 1 d . . . H6AA H 0.8035 -0.0771 0.0237 0.026 Uiso 1 1 calc R . . C7A C 0.70055(19) 0.08446(10) 0.02106(9) 0.0213(3) Uani 1 1 d . . . H7AA H 0.6471 0.0590 -0.0270 0.026 Uiso 1 1 calc R . . H7AB H 0.7350 0.1359 0.0082 0.026 Uiso 1 1 calc R . . C7 C -0.1111(2) -0.08859(10) 0.43859(10) 0.0238(3) Uani 1 1 d . . . H7A H -0.0486 -0.0631 0.4848 0.029 Uiso 1 1 calc R . . H7B H -0.1394 -0.1405 0.4533 0.029 Uiso 1 1 calc R . . C8 C 0.48525(19) -0.22734(9) 0.17469(10) 0.0204(3) Uani 1 1 d . . . C9 C 0.47417(19) -0.30343(9) 0.20289(10) 0.0201(3) Uani 1 1 d . . . C10 C 0.6068(2) -0.35387(10) 0.20917(11) 0.0270(4) Uani 1 1 d . . . H10A H 0.5999 -0.4045 0.2273 0.032 Uiso 1 1 calc R . . C11 C 0.7484(2) -0.32948(11) 0.18868(13) 0.0345(4) Uani 1 1 d . . . H11A H 0.8364 -0.3633 0.1939 0.041 Uiso 1 1 calc R . . C12 C 0.7582(2) -0.25461(12) 0.16039(13) 0.0381(5) Uani 1 1 d . . . H12A H 0.8526 -0.2382 0.1461 0.046 Uiso 1 1 calc R . . C13 C 0.6277(2) -0.20415(10) 0.15331(12) 0.0310(4) Uani 1 1 d . . . H13A H 0.6351 -0.1540 0.1340 0.037 Uiso 1 1 calc R . . C14 C 0.3477(2) -0.16969(9) 0.16766(9) 0.0196(3) Uani 1 1 d . . . C15 C 0.33283(19) -0.33079(9) 0.23558(9) 0.0195(3) Uani 1 1 d . . . _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 0.01424(10) 0.01567(10) 0.01760(11) 0.00039(7) 0.00413(7) -0.00002(7) N1 0.0207(7) 0.0202(7) 0.0235(7) 0.0007(5) 0.0085(5) -0.0013(5) N1A 0.0177(6) 0.0178(6) 0.0236(7) 0.0014(5) 0.0066(5) -0.0007(5) O1 0.0215(6) 0.0198(6) 0.0369(7) -0.0016(5) 0.0064(5) 0.0002(4) C1A 0.0177(7) 0.0200(8) 0.0249(8) 0.0012(6) 0.0061(6) 0.0012(6) C1 0.0199(7) 0.0230(8) 0.0205(8) -0.0008(6) 0.0056(6) 0.0003(6) O2 0.0255(6) 0.0167(5) 0.0272(6) -0.0026(4) 0.0090(5) 0.0009(4) N2A 0.0224(7) 0.0187(7) 0.0286(7) 0.0018(5) 0.0107(6) 0.0026(5) N2 0.0339(8) 0.0188(7) 0.0349(8) -0.0035(6) 0.0199(7) -0.0021(6) C2 0.0176(7) 0.0230(8) 0.0226(8) 0.0045(6) 0.0055(6) 0.0032(6) C2A 0.0149(7) 0.0231(8) 0.0187(7) -0.0011(6) 0.0030(6) -0.0019(6) C3A 0.0237(8) 0.0214(8) 0.0240(8) 0.0031(6) 0.0078(6) -0.0007(6) C3 0.0304(9) 0.0210(8) 0.0386(10) 0.0027(7) 0.0186(8) -0.0018(7) O3 0.0242(6) 0.0164(5) 0.0248(6) 0.0019(4) 0.0061(5) -0.0027(4) N3A 0.0179(6) 0.0208(7) 0.0213(7) -0.0019(5) 0.0034(5) -0.0019(5) N3 0.0181(6) 0.0222(7) 0.0192(6) -0.0008(5) 0.0049(5) 0.0004(5) C4 0.0208(8) 0.0262(8) 0.0215(8) -0.0003(6) 0.0053(6) 0.0046(6) O4 0.0368(7) 0.0202(6) 0.0376(7) -0.0013(5) 0.0226(6) -0.0021(5) C4A 0.0203(8) 0.0192(7) 0.0209(8) -0.0012(6) 0.0037(6) -0.0007(6) N4A 0.0193(7) 0.0194(7) 0.0244(7) -0.0021(5) 0.0039(5) 0.0003(5) N4 0.0190(6) 0.0232(7) 0.0234(7) -0.0010(5) 0.0063(5) 0.0027(5) C5 0.0164(7) 0.0268(8) 0.0204(8) 0.0046(6) 0.0064(6) 0.0015(6) C5A 0.0159(7) 0.0244(8) 0.0166(7) 0.0002(6) 0.0052(6) -0.0003(6) C6 0.0200(8) 0.0300(9) 0.0208(8) -0.0005(6) 0.0032(6) 0.0002(6) C6A 0.0177(7) 0.0251(8) 0.0212(8) -0.0021(6) 0.0041(6) -0.0038(6) C7A 0.0173(7) 0.0271(8) 0.0202(8) 0.0024(6) 0.0052(6) 0.0001(6) C7 0.0195(8) 0.0314(9) 0.0213(8) 0.0061(6) 0.0063(6) 0.0046(6) C8 0.0203(8) 0.0173(7) 0.0260(8) -0.0015(6) 0.0102(6) -0.0003(6) C9 0.0193(8) 0.0173(7) 0.0248(8) -0.0014(6) 0.0071(6) 0.0007(6) C10 0.0239(9) 0.0195(8) 0.0382(10) -0.0018(7) 0.0084(7) 0.0028(6) C11 0.0227(9) 0.0295(10) 0.0541(13) -0.0077(8) 0.0145(8) 0.0048(7) C12 0.0261(9) 0.0351(10) 0.0607(13) -0.0068(9) 0.0259(9) -0.0032(8) C13 0.0303(10) 0.0205(8) 0.0482(11) -0.0013(7) 0.0218(8) -0.0034(7) C14 0.0245(8) 0.0175(7) 0.0195(7) 0.0030(6) 0.0110(6) 0.0010(6) C15 0.0205(8) 0.0163(7) 0.0218(8) 0.0050(6) 0.0052(6) 0.0028(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. ; _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 2.0936(11) 2 ? Co1 O2 2.1128(11) . ? Co1 N3 2.1218(13) 1_655 ? Co1 N3A 2.1321(13) 1_455 ? Co1 N1A 2.1419(13) . ? Co1 N1 2.1638(14) . ? N1 C1 1.335(2) . ? N1 N2 1.3477(19) . ? N1A C1A 1.334(2) . ? N1A N2A 1.3450(19) . ? O1 C14 1.263(2) . ? C1A C2A 1.402(2) . ? C1A H1AA 0.9300 . ? C1 C2 1.404(2) . ? C1 H1A 0.9300 . ? O1S C2S 1.418(5) . ? O1S H1SA 0.8200 . ? C1S C2S 1.509(5) . ? C1S H1SB 0.9600 . ? C1S H1SC 0.9600 . ? C1S H1SD 0.9600 . ? C1SA C2SA 1.438(8) . ? C1SA H1SE 0.9600 . ? C1SA H1SF 0.9600 . ? C1SA H1SG 0.9600 . ? O1SA C2SA 1.465(6) . ? O1SA H1SH 0.8200 . ? O2 C14 1.2529(19) . ? N2A C3A 1.350(2) . ? N2A H2AA 0.8600 . ? N2 C3 1.341(2) . ? N2 H2A 0.8600 . ? C2 C3 1.375(2) . ? C2 C7 1.503(2) . ? C2A C3A 1.377(2) . ? C2A C7A 1.508(2) . ? C2S H2SA 0.9700 . ? C2S H2SB 0.9700 . ? C2SA H2SC 0.9700 . ? C2SA H2SD 0.9700 . ? C3A H3AA 0.9300 . ? C3 H3A 0.9300 . ? O3 C15 1.2578(19) . ? O3 Co1 2.0936(11) 2_545 ? N3A C4A 1.334(2) . ? N3A N4A 1.3498(18) . ? N3A Co1 2.1321(13) 1_655 ? N3 C4 1.332(2) . ? N3 N4 1.3448(19) . ? N3 Co1 2.1218(13) 1_455 ? C4 C5 1.404(2) . ? C4 H4A 0.9300 . ? O4 C15 1.254(2) . ? C4A C5A 1.399(2) . ? C4A H4AA 0.9300 . ? N4A C6A 1.349(2) . ? N4A H4AB 0.8600 . ? N4 C6 1.353(2) . ? N4 H4B 0.8600 . ? C5 C6 1.371(2) . ? C5 C7 1.508(2) . ? C5A C6A 1.381(2) . ? C5A C7A 1.502(2) . ? C6 H6A 0.9300 . ? C6A H6AA 0.9300 . ? C7A H7AA 0.9700 . ? C7A H7AB 0.9700 . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C13 1.395(2) . ? C8 C9 1.404(2) . ? C8 C14 1.508(2) . ? C9 C10 1.398(2) . ? C9 C15 1.509(2) . ? C10 C11 1.387(3) . ? C10 H10A 0.9300 . ? C11 C12 1.384(3) . ? C11 H11A 0.9300 . ? C12 C13 1.383(3) . ? C12 H12A 0.9300 . ? C13 H13A 0.9300 . ? _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 O2 175.28(4) 2 . ? O3 Co1 N3 89.33(5) 2 1_655 ? O2 Co1 N3 86.67(5) . 1_655 ? O3 Co1 N3A 90.67(5) 2 1_455 ? O2 Co1 N3A 93.25(5) . 1_455 ? N3 Co1 N3A 178.01(5) 1_655 1_455 ? O3 Co1 N1A 95.76(5) 2 . ? O2 Co1 N1A 86.84(5) . . ? N3 Co1 N1A 91.34(5) 1_655 . ? N3A Co1 N1A 90.64(5) 1_455 . ? O3 Co1 N1 85.61(5) 2 . ? O2 Co1 N1 91.83(5) . . ? N3 Co1 N1 89.22(5) 1_655 . ? N3A Co1 N1 88.80(5) 1_455 . ? N1A Co1 N1 178.52(5) . . ? C1 N1 N2 104.93(13) . . ? C1 N1 Co1 128.13(11) . . ? N2 N1 Co1 126.38(11) . . ? C1A N1A N2A 105.22(13) . . ? C1A N1A Co1 129.55(11) . . ? N2A N1A Co1 123.73(10) . . ? N1A C1A C2A 111.84(14) . . ? N1A C1A H1AA 124.1 . . ? C2A C1A H1AA 124.1 . . ? N1 C1 C2 111.51(15) . . ? N1 C1 H1A 124.2 . . ? C2 C1 H1A 124.2 . . ? C2S O1S H1SA 109.5 . . ? C2S C1S H1SB 109.5 . . ? C2S C1S H1SC 109.5 . . ? H1SB C1S H1SC 109.5 . . ? C2S C1S H1SD 109.5 . . ? H1SB C1S H1SD 109.5 . . ? H1SC C1S H1SD 109.5 . . ? C2SA C1SA H1SE 109.5 . . ? C2SA C1SA H1SF 109.5 . . ? H1SE C1SA H1SF 109.5 . . ? C2SA C1SA H1SG 109.5 . . ? H1SE C1SA H1SG 109.5 . . ? H1SF C1SA H1SG 109.5 . . ? C2SA O1SA H1SH 109.5 . . ? C14 O2 Co1 143.84(11) . . ? N1A N2A C3A 111.17(13) . . ? N1A N2A H2AA 124.4 . . ? C3A N2A H2AA 124.4 . . ? C3 N2 N1 111.67(14) . . ? C3 N2 H2A 124.2 . . ? N1 N2 H2A 124.2 . . ? C3 C2 C1 103.83(15) . . ? C3 C2 C7 128.06(16) . . ? C1 C2 C7 127.99(15) . . ? C3A C2A C1A 103.56(14) . . ? C3A C2A C7A 128.87(15) . . ? C1A C2A C7A 127.58(14) . . ? O1S C2S C1S 115.6(3) . . ? O1S C2S H2SA 108.4 . . ? C1S C2S H2SA 108.4 . . ? O1S C2S H2SB 108.4 . . ? C1S C2S H2SB 108.4 . . ? H2SA C2S H2SB 107.4 . . ? C1SA C2SA O1SA 109.1(5) . . ? C1SA C2SA H2SC 109.9 . . ? O1SA C2SA H2SC 109.9 . . ? C1SA C2SA H2SD 109.9 . . ? O1SA C2SA H2SD 109.9 . . ? H2SC C2SA H2SD 108.3 . . ? N2A C3A C2A 108.21(14) . . ? N2A C3A H3AA 125.9 . . ? C2A C3A H3AA 125.9 . . ? N2 C3 C2 108.03(15) . . ? N2 C3 H3A 126.0 . . ? C2 C3 H3A 126.0 . . ? C15 O3 Co1 140.21(11) . 2_545 ? C4A N3A N4A 105.16(13) . . ? C4A N3A Co1 131.04(11) . 1_655 ? N4A N3A Co1 122.83(10) . 1_655 ? C4 N3 N4 105.30(13) . . ? C4 N3 Co1 128.03(11) . 1_455 ? N4 N3 Co1 126.56(10) . 1_455 ? N3 C4 C5 111.58(15) . . ? N3 C4 H4A 124.2 . . ? C5 C4 H4A 124.2 . . ? N3A C4A C5A 111.70(14) . . ? N3A C4A H4AA 124.2 . . ? C5A C4A H4AA 124.2 . . ? C6A N4A N3A 111.42(13) . . ? C6A N4A H4AB 124.3 . . ? N3A N4A H4AB 124.3 . . ? N3 N4 C6 111.22(13) . . ? N3 N4 H4B 124.4 . . ? C6 N4 H4B 124.4 . . ? C6 C5 C4 103.93(14) . . ? C6 C5 C7 129.86(15) . . ? C4 C5 C7 126.17(15) . . ? C6A C5A C4A 104.05(13) . . ? C6A C5A C7A 128.50(14) . . ? C4A C5A C7A 127.34(15) . . ? N4 C6 C5 107.96(15) . . ? N4 C6 H6A 126.0 . . ? C5 C6 H6A 126.0 . . ? N4A C6A C5A 107.67(14) . . ? N4A C6A H6AA 126.2 . . ? C5A C6A H6AA 126.2 . . ? C5A C7A C2A 111.46(13) . . ? C5A C7A H7AA 109.3 . . ? C2A C7A H7AA 109.3 . . ? C5A C7A H7AB 109.3 . . ? C2A C7A H7AB 109.3 . . ? H7AA C7A H7AB 108.0 . . ? C2 C7 C5 111.86(13) . . ? C2 C7 H7A 109.2 . . ? C5 C7 H7A 109.2 . . ? C2 C7 H7B 109.2 . . ? C5 C7 H7B 109.2 . . ? H7A C7 H7B 107.9 . . ? C13 C8 C9 119.24(15) . . ? C13 C8 C14 119.04(14) . . ? C9 C8 C14 121.72(14) . . ? C10 C9 C8 119.07(15) . . ? C10 C9 C15 117.66(14) . . ? C8 C9 C15 122.89(14) . . ? C11 C10 C9 120.93(17) . . ? C11 C10 H10A 119.5 . . ? C9 C10 H10A 119.5 . . ? C12 C11 C10 119.73(17) . . ? C12 C11 H11A 120.1 . . ? C10 C11 H11A 120.1 . . ? C13 C12 C11 120.06(17) . . ? C13 C12 H12A 120.0 . . ? C11 C12 H12A 120.0 . . ? C12 C13 C8 120.95(17) . . ? C12 C13 H13A 119.5 . . ? C8 C13 H13A 119.5 . . ? O2 C14 O1 124.75(15) . . ? O2 C14 C8 116.55(14) . . ? O1 C14 C8 118.69(14) . . ? O4 C15 O3 125.88(15) . . ? O4 C15 C9 117.30(14) . . ? O3 C15 C9 116.65(14) . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 31.25 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.525 _refine_diff_density_min -0.489 _refine_diff_density_rms 0.070 data_10ssg016 _database_code_depnum_ccdc_archive 'CCDC 868509' #TrackingRef '- Compound 4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C35 H44 Co2 N8 O13' _chemical_formula_weight 902.64 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 Orthorhombic _symmetry_space_group_name_H-M Cmca 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' 'x+1/2, y+1/2, z' '-x+1/2, -y+1, z+1/2' 'x+1/2, -y+1/2, -z' '-x+1/2, y+1, -z+1/2' '-x, -y, -z' 'x, y-1/2, -z-1/2' '-x, y, z' 'x, -y-1/2, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, y, -z-1/2' '-x+1/2, y+1/2, z' 'x+1/2, -y, z-1/2' _cell_length_a 16.0169(5) _cell_length_b 15.6970(5) _cell_length_c 15.6638(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3938.1(2) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 7992 _cell_measurement_theta_min 2.234 _cell_measurement_theta_max 29.33 _exptl_crystal_description Block _exptl_crystal_colour pink _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.522 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1872 _exptl_absorpt_coefficient_mu 0.917 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.713997 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'SADABS v.2.03 (Bruker, 2001), R(int)=0.0561 before correction' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(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 APEX-2 CCD area detector' _diffrn_measurement_method '/w scans' _diffrn_detector_area_resol_mean 8 _diffrn_standards_decay_% 0 _diffrn_reflns_number 31261 _diffrn_reflns_av_R_equivalents 0.0462 _diffrn_reflns_av_sigmaI/netI 0.0240 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.23 _diffrn_reflns_theta_max 29.16 _reflns_number_total 2700 _reflns_number_gt 2036 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker APEX-2' _computing_cell_refinement 'Bruker APEX-2' _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^)+(0.0553P)^2^+9.4799P] 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 2700 _refine_ls_number_parameters 146 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0650 _refine_ls_R_factor_gt 0.0472 _refine_ls_wR_factor_ref 0.1271 _refine_ls_wR_factor_gt 0.1158 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.059 _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 0.7500 0.46579(3) 0.2500 0.02787(15) Uani 1 2 d S . . O2 O 0.84357(13) 0.45931(12) 0.15668(11) 0.0394(4) Uani 1 1 d . C . N3 N 0.82289(14) 0.55725(13) 0.31340(11) 0.0313(4) Uani 1 1 d . . . N4 N 0.80814(15) 0.59036(15) 0.39130(12) 0.0373(5) Uani 1 1 d . . . H4 H 0.7666 0.5765 0.4231 0.045 Uiso 1 1 calc R . . C5 C 0.89145(17) 0.59634(15) 0.28613(14) 0.0312(5) Uani 1 1 d . . . H5 H 0.9163 0.5864 0.2334 0.037 Uiso 1 1 calc R . . O6 O 0.68170(17) 0.36987(14) 0.18362(18) 0.0623(7) Uani 1 1 d D . . H6 H 0.701(2) 0.326(4) 0.157(6) 0.093 Uiso 0.50 1 d PD A 1 H1 H 0.661(6) 0.393(2) 0.228(3) 0.093 Uiso 0.50 1 d PD B 2 C7 C 0.92172(16) 0.65444(14) 0.34674(14) 0.0292(5) Uani 1 1 d . . . C8 C 0.92502(18) 0.35976(15) -0.03458(14) 0.0340(5) Uani 1 1 d . . . H8 H 0.8749 0.3453 -0.0608 0.041 Uiso 1 1 calc R . . C9 C 1.0000 0.7077(2) 0.3423(2) 0.0321(7) Uani 1 2 d S . . H9A H 1.0000 0.7481 0.3892 0.039 Uiso 1 2 calc SR . . H9B H 1.0000 0.7398 0.2894 0.039 Uiso 1 2 calc SR . . C10 C 0.92467(17) 0.40334(14) 0.04387(13) 0.0298(5) Uani 1 1 d . C . C11 C 1.0000 0.42388(19) 0.08220(19) 0.0279(7) Uani 1 2 d S . . H11 H 1.0000 0.4519 0.1345 0.033 Uiso 1 2 calc SR . . C12 C 0.86646(18) 0.64771(17) 0.41290(15) 0.0390(6) Uani 1 1 d . . . H12 H 0.8689 0.6777 0.4640 0.047 Uiso 1 1 calc R . . O13B O 0.7765(2) 0.3886(3) 0.0502(2) 0.0436(8) Uiso 0.60 1 d P C 1 C14 C 0.84294(18) 0.42508(18) 0.08451(15) 0.0383(6) Uani 1 1 d . . . C15 C 1.0000 0.3384(2) -0.0728(2) 0.0368(8) Uani 1 2 d S . . H15 H 1.0000 0.3095 -0.1246 0.044 Uiso 1 2 calc SR . . O1 O 0.5000 0.3895(5) 0.1786(5) 0.0626(18) Uiso 0.50 2 d SP D 2 H1D H 0.5468 0.3937 0.1993 0.094 Uiso 0.25 1 calc PR D 2 C2 C 0.5000 0.4250(7) 0.0957(7) 0.058(2) Uiso 0.50 2 d SP D 2 H2A H 0.5154 0.3820 0.0550 0.087 Uiso 0.25 1 calc PR D 2 H2B H 0.5394 0.4710 0.0933 0.087 Uiso 0.25 1 calc PR D 2 H2C H 0.4452 0.4460 0.0825 0.087 Uiso 0.25 1 calc PR D 2 C3 C 0.5978(5) 0.3757(5) 0.1659(6) 0.069(2) Uiso 0.50 1 d PD E 1 H3A H 0.5677 0.3878 0.2175 0.103 Uiso 0.50 1 calc PR E 1 H3B H 0.5785 0.3227 0.1424 0.103 Uiso 0.50 1 calc PR E 1 H3C H 0.5885 0.4206 0.1253 0.103 Uiso 0.50 1 calc PR E 1 C1 C 0.6895(6) 0.2821(7) 0.2001(7) 0.089(3) Uiso 0.50 1 d PD E 2 H1A H 0.7359 0.2596 0.1685 0.134 Uiso 0.50 1 calc PR E 2 H1B H 0.6392 0.2534 0.1830 0.134 Uiso 0.50 1 calc PR E 2 H1C H 0.6986 0.2733 0.2600 0.134 Uiso 0.50 1 calc PR E 2 O13A O 0.7819(3) 0.4328(4) 0.0384(3) 0.0447(12) Uiso 0.40 1 d P C 1 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 0.0411(3) 0.0235(2) 0.0190(2) 0.000 -0.00232(18) 0.000 O2 0.0490(11) 0.0406(10) 0.0285(9) -0.0144(7) 0.0013(8) 0.0023(8) N3 0.0455(12) 0.0328(10) 0.0157(8) -0.0022(7) 0.0004(8) -0.0031(9) N4 0.0491(13) 0.0443(12) 0.0186(8) -0.0052(8) 0.0073(9) -0.0089(10) C5 0.0461(14) 0.0280(11) 0.0195(10) -0.0038(8) 0.0014(10) -0.0026(10) O6 0.0682(16) 0.0380(11) 0.0808(17) -0.0212(11) -0.0204(14) -0.0032(11) C7 0.0420(13) 0.0221(10) 0.0235(10) -0.0031(8) -0.0017(9) 0.0014(9) C8 0.0546(16) 0.0264(11) 0.0210(10) -0.0031(8) -0.0054(10) 0.0013(11) C9 0.048(2) 0.0191(14) 0.0295(16) -0.0039(12) 0.000 0.000 C10 0.0513(15) 0.0205(10) 0.0176(9) 0.0017(7) -0.0013(9) 0.0036(9) C11 0.051(2) 0.0160(13) 0.0167(12) 0.0022(10) 0.000 0.000 C12 0.0521(16) 0.0407(14) 0.0242(11) -0.0109(10) 0.0027(11) -0.0057(12) C14 0.0458(15) 0.0454(15) 0.0237(11) -0.0061(10) -0.0068(10) 0.0084(12) C15 0.063(3) 0.0281(16) 0.0193(14) -0.0048(12) 0.000 0.000 _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 O2 2.0960(19) . ? Co1 O2 2.0960(19) 8_645 ? Co1 N3 2.100(2) . ? Co1 N3 2.100(2) 8_645 ? Co1 O6 2.132(2) . ? Co1 O6 2.132(2) 8_645 ? Co1 H1 1.86(9) . ? O2 C14 1.252(3) . ? N3 C5 1.328(3) . ? N3 N4 1.347(3) . ? N4 C12 1.341(3) . ? N4 H4 0.8600 . ? C5 C7 1.403(3) . ? C5 H5 0.9300 . ? O6 C3 1.376(9) . ? O6 C1 1.408(11) . ? O6 H6 0.857(10) . ? O6 H1 0.851(10) . ? C7 C12 1.367(4) . ? C7 C9 1.508(3) . ? C8 C15 1.383(3) . ? C8 C10 1.406(3) . ? C8 H8 0.9300 . ? C9 C7 1.508(3) 11_755 ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.386(3) . ? C10 C14 1.495(4) . ? C11 C10 1.386(3) 11_755 ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? O13B O13A 0.722(5) . ? O13B C14 1.322(4) . ? C14 O13A 1.222(6) . ? C15 C8 1.383(3) 11_755 ? C15 H15 0.9300 . ? O1 C2 1.412(12) . ? O1 H1D 0.8200 . ? C2 H2A 0.9600 . ? C2 H2B 0.9600 . ? C2 H2C 0.9600 . ? C3 H1 1.43(9) . ? C3 H3A 0.9600 . ? C3 H3B 0.9600 . ? C3 H3C 0.9600 . ? C1 H6 0.98(11) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? 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 O2 Co1 O2 174.44(10) . 8_645 ? O2 Co1 N3 88.02(7) . . ? O2 Co1 N3 95.79(8) 8_645 . ? O2 Co1 N3 95.79(8) . 8_645 ? O2 Co1 N3 88.02(7) 8_645 8_645 ? N3 Co1 N3 93.74(12) . 8_645 ? O2 Co1 O6 89.57(10) . . ? O2 Co1 O6 86.50(10) 8_645 . ? N3 Co1 O6 177.10(10) . . ? N3 Co1 O6 88.11(9) 8_645 . ? O2 Co1 O6 86.50(10) . 8_645 ? O2 Co1 O6 89.57(10) 8_645 8_645 ? N3 Co1 O6 88.11(9) . 8_645 ? N3 Co1 O6 177.10(10) 8_645 8_645 ? O6 Co1 O6 90.13(14) . 8_645 ? O2 Co1 H1 112.9(4) . . ? O2 Co1 H1 63.4(4) 8_645 . ? N3 Co1 H1 159.1(4) . . ? N3 Co1 H1 84.5(18) 8_645 . ? O6 Co1 H1 23.4(5) . . ? O6 Co1 H1 93.0(18) 8_645 . ? C14 O2 Co1 130.16(19) . . ? C5 N3 N4 104.95(19) . . ? C5 N3 Co1 128.55(15) . . ? N4 N3 Co1 126.48(17) . . ? C12 N4 N3 111.4(2) . . ? C12 N4 H4 124.3 . . ? N3 N4 H4 124.3 . . ? N3 C5 C7 111.6(2) . . ? N3 C5 H5 124.2 . . ? C7 C5 H5 124.2 . . ? C3 O6 C1 100.9(6) . . ? C3 O6 Co1 123.6(4) . . ? C1 O6 Co1 123.8(5) . . ? C3 O6 H6 108(2) . . ? C1 O6 H6 43(8) . . ? Co1 O6 H6 128(2) . . ? C3 O6 H1 76(7) . . ? C1 O6 H1 108(2) . . ? Co1 O6 H1 60(6) . . ? H6 O6 H1 151(8) . . ? C12 C7 C5 103.8(2) . . ? C12 C7 C9 128.0(2) . . ? C5 C7 C9 128.1(2) . . ? C15 C8 C10 119.9(3) . . ? C15 C8 H8 120.0 . . ? C10 C8 H8 120.0 . . ? C7 C9 C7 112.5(3) . 11_755 ? C7 C9 H9A 109.1 . . ? C7 C9 H9A 109.1 11_755 . ? C7 C9 H9B 109.1 . . ? C7 C9 H9B 109.1 11_755 . ? H9A C9 H9B 107.8 . . ? C11 C10 C8 119.2(2) . . ? C11 C10 C14 121.7(2) . . ? C8 C10 C14 119.1(2) . . ? C10 C11 C10 121.1(3) . 11_755 ? C10 C11 H11 119.5 . . ? C10 C11 H11 119.5 11_755 . ? N4 C12 C7 108.2(2) . . ? N4 C12 H12 125.9 . . ? C7 C12 H12 125.9 . . ? O13A O13B C14 66.0(6) . . ? O13A C14 O2 119.9(3) . . ? O13A C14 O13B 32.7(3) . . ? O2 C14 O13B 124.0(3) . . ? O13A C14 C10 118.2(3) . . ? O2 C14 C10 118.4(2) . . ? O13B C14 C10 115.7(2) . . ? C8 C15 C8 120.6(3) 11_755 . ? C8 C15 H15 119.7 11_755 . ? C8 C15 H15 119.7 . . ? C2 O1 H1D 109.5 . . ? O1 C2 H2A 109.5 . . ? O1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? O1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? O6 C3 H1 35.3(15) . . ? O6 C3 H3A 109.5 . . ? H1 C3 H3A 75.2 . . ? O6 C3 H3B 109.5 . . ? H1 C3 H3B 130.8 . . ? O6 C3 H3C 109.5 . . ? H1 C3 H3C 114.7 . . ? O6 C1 H6 36.9(14) . . ? O6 C1 H1A 109.5 . . ? O6 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? O6 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O13B O13A C14 81.3(6) . . ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 29.16 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 0.736 _refine_diff_density_min -0.476 _refine_diff_density_rms 0.071 data_10sd008_2_0m _database_code_depnum_ccdc_archive 'CCDC 868510' #TrackingRef '- Compound 5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H17 Co N8 O4' _chemical_formula_weight 480.34 _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 Orthorhombic _symmetry_space_group_name_H-M Pbca _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 14.7715(8) _cell_length_b 15.5054(9) _cell_length_c 16.6278(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3808.4(4) _cell_formula_units_Z 8 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 1168 _cell_measurement_theta_min 2.45 _cell_measurement_theta_max 26.12 _exptl_crystal_description Plate _exptl_crystal_colour Pink _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.675 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1968 _exptl_absorpt_coefficient_mu 0.951 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.828300 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'SADABS v.2.03 (Bruker, 2001), R(int)=0.0759 before correction' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(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 APEX-2 CCD area detector' _diffrn_measurement_method '/w scans' _diffrn_detector_area_resol_mean 8 _diffrn_standards_decay_% 0 _diffrn_reflns_number 42446 _diffrn_reflns_av_R_equivalents 0.1736 _diffrn_reflns_av_sigmaI/netI 0.0728 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.26 _diffrn_reflns_theta_max 25.04 _reflns_number_total 3370 _reflns_number_gt 2176 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker APEX-2' _computing_cell_refinement 'Bruker APEX-2' _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^)+(0.0443P)^2^+2.1122P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3370 _refine_ls_number_parameters 289 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0926 _refine_ls_R_factor_gt 0.0468 _refine_ls_wR_factor_ref 0.1135 _refine_ls_wR_factor_gt 0.0953 _refine_ls_goodness_of_fit_ref 1.020 _refine_ls_restrained_S_all 1.020 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _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 0.05065(4) 0.25864(3) 0.25866(3) 0.01563(17) Uani 1 1 d . . . O1 O 0.0503(2) 0.16428(16) 0.34929(15) 0.0207(7) Uani 1 1 d . . . N1A N -0.0379(2) 0.1822(2) 0.18199(19) 0.0208(8) Uani 1 1 d . . . N1 N 0.1477(2) 0.3221(2) 0.33710(19) 0.0206(8) Uani 1 1 d . . . C1 C 0.1758(3) 0.3076(3) 0.4125(2) 0.0235(11) Uani 1 1 d . . . H1A H 0.1558 0.2618 0.4438 0.028 Uiso 1 1 calc R . . C1A C -0.0987(3) 0.2018(3) 0.1256(2) 0.0224(10) Uani 1 1 d . . . H1AA H -0.1224 0.2567 0.1177 0.027 Uiso 1 1 calc R . . O2 O 0.08048(19) 0.03576(17) 0.29489(15) 0.0208(7) Uani 1 1 d . . . N2 N 0.1931(2) 0.3936(2) 0.3147(2) 0.0223(9) Uani 1 1 d . . . H2A H 0.1879 0.4174 0.2682 0.027 Uiso 1 1 calc R . . C2 C 0.2384(3) 0.3687(3) 0.4387(2) 0.0204(10) Uani 1 1 d . . . N2A N -0.0217(2) 0.0973(2) 0.17142(19) 0.0244(9) Uani 1 1 d . . . H2AA H 0.0155 0.0680 0.2003 0.029 Uiso 1 1 calc R . . C2A C -0.1226(3) 0.1288(3) 0.0794(2) 0.0218(10) Uani 1 1 d . . . C3 C 0.2475(3) 0.4235(3) 0.3732(2) 0.0238(10) Uani 1 1 d . . . H3A H 0.2844 0.4720 0.3703 0.029 Uiso 1 1 calc R . . C3A C -0.0698(3) 0.0637(3) 0.1111(2) 0.0254(11) Uani 1 1 d . . . H3AA H -0.0681 0.0068 0.0936 0.030 Uiso 1 1 calc R . . N3 N 0.1581(2) 0.2906(2) 0.68911(19) 0.0217(8) Uani 1 1 d . . . N3A N -0.0505(2) 0.1786(2) -0.17207(18) 0.0184(8) Uani 1 1 d . . . O3 O 0.1232(2) 0.03606(19) 0.68330(17) 0.0344(8) Uani 1 1 d . . . C4 C 0.1658(3) 0.3110(3) 0.6114(2) 0.0241(11) Uani 1 1 d . . . H4A H 0.1197 0.3035 0.5740 0.029 Uiso 1 1 calc R . . N4 N 0.2390(3) 0.3120(2) 0.7203(2) 0.0287(9) Uani 1 1 d . . . H4B H 0.2528 0.3053 0.7702 0.034 Uiso 1 1 calc R . . C4A C -0.0742(3) 0.1889(3) -0.0955(2) 0.0228(10) Uani 1 1 d . . . H4AA H -0.0499 0.2308 -0.0618 0.027 Uiso 1 1 calc R . . N4A N -0.1008(2) 0.1111(2) -0.1974(2) 0.0240(9) Uani 1 1 d . . . H4AB H -0.0988 0.0904 -0.2453 0.029 Uiso 1 1 calc R . . O4 O 0.0259(2) 0.14595(17) 0.67217(15) 0.0227(7) Uani 1 1 d . . . C5A C -0.1395(3) 0.1295(3) -0.0716(2) 0.0205(10) Uani 1 1 d . . . C5 C 0.2507(3) 0.3449(3) 0.5926(2) 0.0203(10) Uani 1 1 d . . . C6 C 0.2958(3) 0.3448(3) 0.6658(2) 0.0269(11) Uani 1 1 d . . . H6A H 0.3545 0.3640 0.6751 0.032 Uiso 1 1 calc R . . C6A C -0.1540(3) 0.0803(3) -0.1392(2) 0.0272(11) Uani 1 1 d . . . H6AA H -0.1936 0.0339 -0.1435 0.033 Uiso 1 1 calc R . . C7A C -0.1865(3) 0.1233(3) 0.0085(2) 0.0244(11) Uani 1 1 d . . . H7AA H -0.2191 0.0691 0.0111 0.029 Uiso 1 1 calc R . . H7AB H -0.2306 0.1695 0.0125 0.029 Uiso 1 1 calc R . . C7 C 0.2928(3) 0.3758(3) 0.5152(2) 0.0268(11) Uani 1 1 d . . . H7A H 0.3486 0.3440 0.5074 0.032 Uiso 1 1 calc R . . H7B H 0.3090 0.4359 0.5222 0.032 Uiso 1 1 calc R . . C8 C 0.0249(3) 0.0403(2) 0.4278(2) 0.0142(9) Uani 1 1 d . . . C9 C 0.0466(3) 0.0763(2) 0.5011(2) 0.0146(8) Uani 1 1 d . . . H9A H 0.0775 0.1285 0.5021 0.018 Uiso 1 1 calc R . . C10 C 0.0237(3) 0.0373(2) 0.5738(2) 0.0147(9) Uani 1 1 d . . . C11 C 0.0542(3) 0.0834(3) 0.3508(2) 0.0157(9) Uani 1 1 d . . . C12 C 0.0601(3) 0.0754(2) 0.6506(2) 0.0160(9) Uani 1 1 d . . . _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 0.0206(3) 0.0142(3) 0.0121(3) 0.0019(2) 0.0005(2) 0.0002(3) O1 0.0341(19) 0.0118(16) 0.0160(14) 0.0041(11) -0.0001(13) 0.0000(14) N1A 0.028(2) 0.016(2) 0.0176(18) 0.0009(14) 0.0022(16) -0.0005(17) N1 0.023(2) 0.020(2) 0.0186(19) 0.0002(15) -0.0010(16) -0.0005(17) C1 0.030(3) 0.024(3) 0.016(2) 0.0046(19) 0.0031(19) -0.001(2) C1A 0.026(3) 0.026(3) 0.016(2) 0.0019(18) -0.0011(19) 0.000(2) O2 0.0328(18) 0.0163(16) 0.0133(14) -0.0008(12) 0.0032(12) 0.0033(13) N2 0.027(2) 0.024(2) 0.0158(18) 0.0055(16) 0.0018(16) -0.0024(18) C2 0.023(2) 0.022(2) 0.016(2) 0.0004(18) -0.0019(18) -0.001(2) N2A 0.034(2) 0.020(2) 0.0191(19) 0.0002(16) -0.0047(16) 0.0003(18) C2A 0.021(2) 0.028(3) 0.017(2) 0.0027(19) -0.0026(18) -0.005(2) C3 0.027(3) 0.020(3) 0.025(2) 0.0020(19) -0.001(2) -0.007(2) C3A 0.037(3) 0.022(2) 0.017(2) -0.0012(18) -0.003(2) -0.005(2) N3 0.022(2) 0.028(2) 0.0144(18) 0.0009(15) -0.0041(16) -0.0016(17) N3A 0.022(2) 0.0168(18) 0.0167(17) -0.0028(14) -0.0008(16) -0.0032(17) O3 0.048(2) 0.0283(18) 0.0269(17) -0.0089(14) -0.0205(16) 0.0097(17) C4 0.023(3) 0.032(3) 0.017(2) -0.0027(19) -0.0056(19) -0.004(2) N4 0.032(2) 0.039(2) 0.0152(18) 0.0011(17) -0.0066(17) -0.006(2) C4A 0.030(3) 0.022(2) 0.016(2) -0.0056(18) 0.0004(19) -0.003(2) N4A 0.030(2) 0.028(2) 0.0140(18) -0.0079(16) -0.0033(16) -0.0046(18) O4 0.039(2) 0.0133(16) 0.0160(14) -0.0052(12) -0.0022(13) 0.0056(14) C5A 0.022(2) 0.021(2) 0.018(2) 0.0000(18) -0.0022(19) -0.0017(19) C5 0.020(2) 0.020(2) 0.021(2) -0.0008(18) -0.0017(19) 0.000(2) C6 0.026(3) 0.029(3) 0.026(2) 0.005(2) -0.001(2) -0.006(2) C6A 0.028(3) 0.027(3) 0.027(2) 0.003(2) 0.006(2) -0.010(2) C7A 0.021(2) 0.032(3) 0.020(2) 0.003(2) -0.0017(19) -0.006(2) C7 0.022(2) 0.037(3) 0.022(2) 0.000(2) -0.0037(19) -0.009(2) C8 0.018(2) 0.010(2) 0.0140(19) 0.0025(17) 0.0006(16) 0.0045(17) C9 0.019(2) 0.008(2) 0.0168(19) -0.0010(15) -0.0005(18) -0.0009(18) C10 0.018(2) 0.013(2) 0.0139(19) -0.0016(17) 0.0008(16) 0.0032(17) C11 0.017(2) 0.017(2) 0.0135(19) -0.0018(16) -0.0019(18) -0.002(2) C12 0.025(2) 0.010(2) 0.0135(19) 0.0037(16) 0.0001(19) -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. ; _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 2.096(3) 7_565 ? Co1 O1 2.100(2) . ? Co1 N3 2.107(3) 7_565 ? Co1 N3A 2.123(3) 7_566 ? Co1 N1 2.173(3) . ? Co1 N1A 2.178(3) . ? O1 C11 1.256(4) . ? N1A C1A 1.334(5) . ? N1A N2A 1.349(5) . ? N1 C1 1.339(5) . ? N1 N2 1.349(5) . ? C1 C2 1.394(6) . ? C1 H1A 0.9300 . ? C1A C2A 1.412(6) . ? C1A H1AA 0.9300 . ? O2 C11 1.248(4) . ? N2 C3 1.344(5) . ? N2 H2A 0.8600 . ? C2 C3 1.388(5) . ? C2 C7 1.508(5) . ? N2A C3A 1.335(5) . ? N2A H2AA 0.8600 . ? C2A C3A 1.380(6) . ? C2A C7A 1.513(5) . ? C3 H3A 0.9300 . ? C3A H3AA 0.9300 . ? N3 C4 1.335(5) . ? N3 N4 1.345(5) . ? N3 Co1 2.107(3) 7_566 ? N3A C4A 1.329(5) . ? N3A N4A 1.352(4) . ? N3A Co1 2.123(3) 7_565 ? O3 C12 1.240(5) . ? C4 C5 1.395(6) . ? C4 H4A 0.9300 . ? N4 C6 1.336(5) . ? N4 H4B 0.8600 . ? C4A C5A 1.391(6) . ? C4A H4AA 0.9300 . ? N4A C6A 1.334(5) . ? N4A H4AB 0.8600 . ? O4 C12 1.257(4) . ? O4 Co1 2.096(3) 7_566 ? C5A C6A 1.375(6) . ? C5A C7A 1.505(5) . ? C5 C6 1.387(6) . ? C5 C7 1.508(6) . ? C6 H6A 0.9300 . ? C6A H6AA 0.9300 . ? C7A H7AA 0.9700 . ? C7A H7AB 0.9700 . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.380(5) . ? C8 C10 1.401(5) 5_556 ? C8 C11 1.507(5) . ? C9 C10 1.394(5) . ? C9 H9A 0.9300 . ? C10 C8 1.401(5) 5_556 ? C10 C12 1.506(5) . ? _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 O1 169.67(12) 7_565 . ? O4 Co1 N3 90.61(12) 7_565 7_565 ? O1 Co1 N3 98.24(12) . 7_565 ? O4 Co1 N3A 85.75(11) 7_565 7_566 ? O1 Co1 N3A 85.88(11) . 7_566 ? N3 Co1 N3A 173.79(13) 7_565 7_566 ? O4 Co1 N1 101.97(12) 7_565 . ? O1 Co1 N1 83.47(11) . . ? N3 Co1 N1 89.79(13) 7_565 . ? N3A Co1 N1 86.05(13) 7_566 . ? O4 Co1 N1A 82.97(11) 7_565 . ? O1 Co1 N1A 92.26(11) . . ? N3 Co1 N1A 86.23(13) 7_565 . ? N3A Co1 N1A 98.30(13) 7_566 . ? N1 Co1 N1A 173.70(13) . . ? C11 O1 Co1 135.2(2) . . ? C1A N1A N2A 104.5(3) . . ? C1A N1A Co1 133.8(3) . . ? N2A N1A Co1 120.1(3) . . ? C1 N1 N2 104.0(3) . . ? C1 N1 Co1 133.6(3) . . ? N2 N1 Co1 122.3(2) . . ? N1 C1 C2 112.6(4) . . ? N1 C1 H1A 123.7 . . ? C2 C1 H1A 123.7 . . ? N1A C1A C2A 111.6(4) . . ? N1A C1A H1AA 124.2 . . ? C2A C1A H1AA 124.2 . . ? C3 N2 N1 112.4(3) . . ? C3 N2 H2A 123.8 . . ? N1 N2 H2A 123.8 . . ? C3 C2 C1 103.6(4) . . ? C3 C2 C7 124.4(4) . . ? C1 C2 C7 131.8(4) . . ? C3A N2A N1A 112.6(4) . . ? C3A N2A H2AA 123.7 . . ? N1A N2A H2AA 123.7 . . ? C3A C2A C1A 103.7(4) . . ? C3A C2A C7A 127.5(4) . . ? C1A C2A C7A 128.7(4) . . ? N2 C3 C2 107.4(4) . . ? N2 C3 H3A 126.3 . . ? C2 C3 H3A 126.3 . . ? N2A C3A C2A 107.6(4) . . ? N2A C3A H3AA 126.2 . . ? C2A C3A H3AA 126.2 . . ? C4 N3 N4 103.9(3) . . ? C4 N3 Co1 132.9(3) . 7_566 ? N4 N3 Co1 123.2(2) . 7_566 ? C4A N3A N4A 104.2(3) . . ? C4A N3A Co1 130.5(3) . 7_565 ? N4A N3A Co1 125.0(2) . 7_565 ? N3 C4 C5 112.5(4) . . ? N3 C4 H4A 123.7 . . ? C5 C4 H4A 123.7 . . ? C6 N4 N3 112.9(3) . . ? C6 N4 H4B 123.5 . . ? N3 N4 H4B 123.5 . . ? N3A C4A C5A 112.1(4) . . ? N3A C4A H4AA 123.9 . . ? C5A C4A H4AA 123.9 . . ? C6A N4A N3A 112.0(3) . . ? C6A N4A H4AB 124.0 . . ? N3A N4A H4AB 124.0 . . ? C12 O4 Co1 137.7(3) . 7_566 ? C6A C5A C4A 104.0(4) . . ? C6A C5A C7A 128.0(4) . . ? C4A C5A C7A 127.9(4) . . ? C6 C5 C4 103.6(4) . . ? C6 C5 C7 123.5(4) . . ? C4 C5 C7 133.0(4) . . ? N4 C6 C5 107.2(4) . . ? N4 C6 H6A 126.4 . . ? C5 C6 H6A 126.4 . . ? N4A C6A C5A 107.6(4) . . ? N4A C6A H6AA 126.2 . . ? C5A C6A H6AA 126.2 . . ? C5A C7A C2A 113.5(3) . . ? C5A C7A H7AA 108.9 . . ? C2A C7A H7AA 108.9 . . ? C5A C7A H7AB 108.9 . . ? C2A C7A H7AB 108.9 . . ? H7AA C7A H7AB 107.7 . . ? C5 C7 C2 118.5(4) . . ? C5 C7 H7A 107.7 . . ? C2 C7 H7A 107.7 . . ? C5 C7 H7B 107.7 . . ? C2 C7 H7B 107.7 . . ? H7A C7 H7B 107.1 . . ? C9 C8 C10 118.9(3) . 5_556 ? C9 C8 C11 120.3(3) . . ? C10 C8 C11 120.8(3) 5_556 . ? C8 C9 C10 122.3(4) . . ? C8 C9 H9A 118.8 . . ? C10 C9 H9A 118.8 . . ? C9 C10 C8 118.7(3) . 5_556 ? C9 C10 C12 118.6(3) . . ? C8 C10 C12 122.4(3) 5_556 . ? O2 C11 O1 126.1(3) . . ? O2 C11 C8 117.4(3) . . ? O1 C11 C8 116.5(3) . . ? O3 C12 O4 127.3(4) . . ? O3 C12 C10 116.5(3) . . ? O4 C12 C10 116.1(4) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.04 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.414 _refine_diff_density_min -0.398 _refine_diff_density_rms 0.090 data_10ssg044_0m _database_code_depnum_ccdc_archive 'CCDC 868511' #TrackingRef '- Compound 6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H34 Co N8 O8' _chemical_formula_weight 837.70 _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 _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.7622(2) _cell_length_b 12.4678(3) _cell_length_c 17.6534(5) _cell_angle_alpha 97.7990(10) _cell_angle_beta 96.5530(10) _cell_angle_gamma 98.1920(10) _cell_volume 1873.62(8) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 11598 _cell_measurement_theta_min 2.35 _cell_measurement_theta_max 33.39 _exptl_crystal_description Cube _exptl_crystal_colour Purple _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.485 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 866 _exptl_absorpt_coefficient_mu 0.526 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.859523 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'SADABS v.2.03 (Bruker, 2001), R(int)=0.0366 before correction' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(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 APEX-2 CCD area detector' _diffrn_measurement_method '/w scans' _diffrn_detector_area_resol_mean 8 _diffrn_standards_decay_% 0 _diffrn_reflns_number 32817 _diffrn_reflns_av_R_equivalents 0.0261 _diffrn_reflns_av_sigmaI/netI 0.0315 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.67 _diffrn_reflns_theta_max 30.00 _reflns_number_total 10589 _reflns_number_gt 8670 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker APEX-2' _computing_cell_refinement 'Bruker APEX-2' _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^)+(0.0469P)^2^+0.4303P] 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 10589 _refine_ls_number_parameters 543 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0482 _refine_ls_R_factor_gt 0.0364 _refine_ls_wR_factor_ref 0.0946 _refine_ls_wR_factor_gt 0.0896 _refine_ls_goodness_of_fit_ref 1.063 _refine_ls_restrained_S_all 1.063 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _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 Co1A Co 0.5000 0.0000 0.5000 0.01470(6) Uani 1 2 d S . . N1 N 0.17793(13) -0.06902(9) 0.06060(7) 0.0196(2) Uani 1 1 d . . . Co1 Co 0.0000 0.0000 0.0000 0.01574(6) Uani 1 2 d S . . O1 O 0.05423(12) 0.13307(8) 0.09431(6) 0.0218(2) Uani 1 1 d . . . N1A N 0.65353(13) 0.07509(9) 0.43119(7) 0.0176(2) Uani 1 1 d . . . O1A O 0.49858(11) -0.14385(8) 0.42408(6) 0.0204(2) Uani 1 1 d . . . C1A C 0.77460(15) 0.04211(11) 0.40002(8) 0.0181(3) Uani 1 1 d . . . H1AA H 0.8142 -0.0212 0.4086 0.022 Uiso 1 1 calc R . . C1 C 0.29609(16) -0.01876(11) 0.11373(8) 0.0213(3) Uani 1 1 d . . . H1A H 0.3180 0.0567 0.1295 0.026 Uiso 1 1 calc R . . N2 N 0.18872(14) -0.17639(9) 0.05563(7) 0.0213(2) Uani 1 1 d . . . H2A H 0.1259 -0.2277 0.0252 0.026 Uiso 1 1 calc R . . O2 O 0.06124(11) 0.28941(8) 0.04533(5) 0.0200(2) Uani 1 1 d . . . O2A O 0.50088(12) -0.29017(8) 0.48498(5) 0.0213(2) Uani 1 1 d . . . C2 C 0.38310(15) -0.09353(12) 0.14287(8) 0.0194(3) Uani 1 1 d . . . C2A C 0.83406(15) 0.11507(11) 0.35279(8) 0.0178(3) Uani 1 1 d . . . N2A N 0.63288(13) 0.16825(9) 0.40330(7) 0.0180(2) Uani 1 1 d . . . H2AA H 0.5606 0.2057 0.4137 0.022 Uiso 1 1 calc R . . O3 O 0.07169(12) 0.49658(8) 0.07890(6) 0.0225(2) Uani 1 1 d . . . N3A N 1.30657(13) 0.02661(9) 0.41791(6) 0.0182(2) Uani 1 1 d . . . O3A O 0.61402(13) -0.57382(9) 0.37878(6) 0.0275(2) Uani 1 1 d . . . N3 N 0.83357(13) -0.07442(9) 0.06405(7) 0.0191(2) Uani 1 1 d . . . C3A C 0.73966(15) 0.19520(11) 0.35721(8) 0.0188(3) Uani 1 1 d . . . H3AB H 0.7485 0.2568 0.3326 0.023 Uiso 1 1 calc R . . C3 C 0.30912(17) -0.19359(12) 0.10393(8) 0.0236(3) Uani 1 1 d . . . H3B H 0.3375 -0.2613 0.1100 0.028 Uiso 1 1 calc R . . O4 O -0.08219(15) 0.61938(9) 0.10158(7) 0.0334(3) Uani 1 1 d . . . O4A O 0.67649(13) -0.52044(9) 0.50616(6) 0.0271(2) Uani 1 1 d . . . N4A N 1.29101(14) -0.03635(10) 0.34824(7) 0.0211(2) Uani 1 1 d . . . H4AA H 1.3516 -0.0825 0.3358 0.025 Uiso 1 1 calc R . . N4 N 0.83062(14) -0.17211(9) 0.08875(7) 0.0220(2) Uani 1 1 d . . . H4A H 0.8861 -0.2203 0.0733 0.026 Uiso 1 1 calc R . . C4A C 1.19208(15) 0.08688(11) 0.41277(8) 0.0193(3) Uani 1 1 d . . . H4AB H 1.1747 0.1391 0.4524 0.023 Uiso 1 1 calc R . . C4 C 0.73299(16) -0.02521(11) 0.10238(8) 0.0206(3) Uani 1 1 d . . . H4B H 0.7108 0.0443 0.0970 0.025 Uiso 1 1 calc R . . C5A C 1.10107(15) 0.06089(11) 0.33943(8) 0.0186(3) Uani 1 1 d . . . C5 C 0.66512(15) -0.09115(12) 0.15168(8) 0.0192(3) Uani 1 1 d . . . C6A C 1.16964(16) -0.01847(12) 0.30056(8) 0.0227(3) Uani 1 1 d . . . H6AA H 1.1376 -0.0536 0.2501 0.027 Uiso 1 1 calc R . . C6 C 0.73080(16) -0.18536(12) 0.14028(9) 0.0228(3) Uani 1 1 d . . . H6A H 0.7097 -0.2469 0.1641 0.027 Uiso 1 1 calc R . . C7A C 0.96689(16) 0.11128(13) 0.30613(8) 0.0230(3) Uani 1 1 d . . . H7AA H 1.0065 0.1856 0.2994 0.028 Uiso 1 1 calc R . . H7AB H 0.9266 0.0704 0.2553 0.028 Uiso 1 1 calc R . . C7 C 0.53379(16) -0.07157(13) 0.19689(8) 0.0235(3) Uani 1 1 d . . . H7A H 0.5517 0.0037 0.2230 0.028 Uiso 1 1 calc R . . H7B H 0.5284 -0.1197 0.2357 0.028 Uiso 1 1 calc R . . C8A C 0.46872(16) -0.31567(11) 0.34705(8) 0.0178(3) Uani 1 1 d . . . C8 C 0.08161(16) 0.30070(11) 0.18072(8) 0.0190(3) Uani 1 1 d . . . C9A C 0.58954(16) -0.36465(11) 0.31891(8) 0.0188(3) Uani 1 1 d . . . C9 C -0.03619(16) 0.36093(11) 0.19982(8) 0.0190(3) Uani 1 1 d . . . C10 C -0.01971(19) 0.42355(12) 0.27270(8) 0.0252(3) Uani 1 1 d . . . H10A H -0.0980 0.4623 0.2865 0.030 Uiso 1 1 calc R . . C10A C 0.56379(18) -0.42400(12) 0.24449(8) 0.0248(3) Uani 1 1 d . . . H10B H 0.6434 -0.4562 0.2249 0.030 Uiso 1 1 calc R . . C11 C 0.1133(2) 0.42831(13) 0.32479(8) 0.0285(3) Uani 1 1 d . . . H11A H 0.1244 0.4718 0.3729 0.034 Uiso 1 1 calc R . . C11A C 0.42028(19) -0.43527(12) 0.19949(9) 0.0276(3) Uani 1 1 d . . . H11B H 0.4038 -0.4759 0.1502 0.033 Uiso 1 1 calc R . . C12A C 0.30131(18) -0.38638(12) 0.22759(9) 0.0263(3) Uani 1 1 d . . . H12A H 0.2053 -0.3939 0.1972 0.032 Uiso 1 1 calc R . . C12 C 0.22977(19) 0.36908(13) 0.30604(9) 0.0288(3) Uani 1 1 d . . . H12B H 0.3183 0.3725 0.3414 0.035 Uiso 1 1 calc R . . C13A C 0.32579(16) -0.32639(12) 0.30099(8) 0.0223(3) Uani 1 1 d . . . H13A H 0.2463 -0.2930 0.3197 0.027 Uiso 1 1 calc R . . C13 C 0.21312(17) 0.30465(12) 0.23405(8) 0.0241(3) Uani 1 1 d . . . H13B H 0.2902 0.2639 0.2214 0.029 Uiso 1 1 calc R . . C14 C -0.18104(16) 0.35602(11) 0.14463(8) 0.0201(3) Uani 1 1 d . . . C14A C 0.74644(16) -0.34374(11) 0.36664(8) 0.0188(3) Uani 1 1 d . . . C15A C 0.78723(16) -0.40578(11) 0.42414(8) 0.0189(3) Uani 1 1 d . . . C15 C -0.19521(17) 0.43357(11) 0.09460(8) 0.0217(3) Uani 1 1 d . . . C16A C 0.92962(17) -0.37441(12) 0.47160(8) 0.0233(3) Uani 1 1 d . . . H16A H 0.9552 -0.4142 0.5108 0.028 Uiso 1 1 calc R . . C16 C -0.33435(19) 0.42940(13) 0.04642(9) 0.0292(3) Uani 1 1 d . . . H16B H -0.3436 0.4822 0.0144 0.035 Uiso 1 1 calc R . . C17A C 1.03325(17) -0.28486(12) 0.46107(9) 0.0252(3) Uani 1 1 d . . . H17A H 1.1292 -0.2660 0.4920 0.030 Uiso 1 1 calc R . . C17 C -0.45888(19) 0.34713(15) 0.04603(10) 0.0344(4) Uani 1 1 d . . . H17B H -0.5506 0.3435 0.0130 0.041 Uiso 1 1 calc R . . C18A C 0.99392(17) -0.22357(12) 0.40443(9) 0.0267(3) Uani 1 1 d . . . H18A H 1.0632 -0.1631 0.3973 0.032 Uiso 1 1 calc R . . C18 C -0.44591(19) 0.27046(14) 0.09508(10) 0.0343(4) Uani 1 1 d . . . H18B H -0.5295 0.2154 0.0950 0.041 Uiso 1 1 calc R . . C19A C 0.85110(17) -0.25230(12) 0.35818(8) 0.0240(3) Uani 1 1 d . . . H19A H 0.8246 -0.2098 0.3208 0.029 Uiso 1 1 calc R . . C19 C -0.30924(18) 0.27496(13) 0.14440(9) 0.0274(3) Uani 1 1 d . . . H19B H -0.3028 0.2235 0.1777 0.033 Uiso 1 1 calc R . . C20 C 0.06549(15) 0.23498(11) 0.10140(8) 0.0177(3) Uani 1 1 d . . . C20A C 0.49197(14) -0.24584(11) 0.42547(8) 0.0169(2) Uani 1 1 d . . . C21A C 0.68248(16) -0.50797(11) 0.43309(8) 0.0208(3) Uani 1 1 d . . . C21 C -0.06425(18) 0.52443(11) 0.09232(8) 0.0231(3) Uani 1 1 d . . . H33 H 0.070(3) 0.419(2) 0.0682(13) 0.062(7) Uiso 1 1 d . . . H44 H 0.612(3) -0.5814(19) 0.5085(13) 0.057(7) Uiso 1 1 d . . . _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 Co1A 0.01323(11) 0.01483(12) 0.01611(12) 0.00215(9) 0.00459(9) 0.00071(9) N1 0.0199(5) 0.0167(5) 0.0243(6) 0.0069(4) 0.0053(5) 0.0044(4) Co1 0.01645(12) 0.01397(12) 0.01888(13) 0.00512(9) 0.00564(9) 0.00443(9) O1 0.0270(5) 0.0163(5) 0.0230(5) 0.0033(4) 0.0049(4) 0.0052(4) N1A 0.0159(5) 0.0175(5) 0.0200(6) 0.0040(4) 0.0046(4) 0.0018(4) O1A 0.0233(5) 0.0158(5) 0.0220(5) 0.0015(4) 0.0054(4) 0.0021(4) C1A 0.0155(6) 0.0206(6) 0.0191(6) 0.0039(5) 0.0041(5) 0.0035(5) C1 0.0210(6) 0.0181(6) 0.0252(7) 0.0037(5) 0.0052(5) 0.0024(5) N2 0.0216(6) 0.0174(5) 0.0243(6) 0.0021(5) 0.0003(5) 0.0048(4) O2 0.0266(5) 0.0173(5) 0.0170(5) 0.0027(4) 0.0058(4) 0.0043(4) O2A 0.0265(5) 0.0206(5) 0.0177(5) 0.0032(4) 0.0046(4) 0.0056(4) C2 0.0162(6) 0.0260(7) 0.0186(6) 0.0053(5) 0.0074(5) 0.0060(5) C2A 0.0147(6) 0.0216(6) 0.0161(6) 0.0032(5) 0.0019(5) 0.0000(5) N2A 0.0173(5) 0.0185(5) 0.0192(6) 0.0037(4) 0.0040(4) 0.0044(4) O3 0.0291(5) 0.0175(5) 0.0192(5) 0.0027(4) 0.0006(4) 0.0006(4) N3A 0.0165(5) 0.0205(6) 0.0173(5) 0.0017(4) 0.0046(4) 0.0010(4) O3A 0.0334(6) 0.0232(5) 0.0234(5) 0.0030(4) -0.0001(4) -0.0004(4) N3 0.0198(5) 0.0159(5) 0.0238(6) 0.0057(4) 0.0077(5) 0.0048(4) C3A 0.0195(6) 0.0194(6) 0.0176(6) 0.0057(5) 0.0027(5) 0.0011(5) C3 0.0262(7) 0.0228(7) 0.0240(7) 0.0061(6) 0.0027(6) 0.0101(6) O4 0.0534(7) 0.0188(5) 0.0307(6) 0.0058(4) 0.0073(5) 0.0110(5) O4A 0.0335(6) 0.0259(6) 0.0206(5) 0.0068(4) 0.0025(4) -0.0017(5) N4A 0.0215(6) 0.0248(6) 0.0177(6) 0.0005(5) 0.0055(4) 0.0068(5) N4 0.0239(6) 0.0163(5) 0.0299(7) 0.0076(5) 0.0115(5) 0.0067(4) C4A 0.0177(6) 0.0213(6) 0.0197(7) 0.0033(5) 0.0052(5) 0.0035(5) C4 0.0207(6) 0.0176(6) 0.0259(7) 0.0047(5) 0.0069(5) 0.0068(5) C5A 0.0153(6) 0.0239(7) 0.0176(6) 0.0066(5) 0.0055(5) 0.0009(5) C5 0.0152(6) 0.0253(7) 0.0173(6) 0.0032(5) 0.0024(5) 0.0039(5) C6A 0.0235(7) 0.0285(7) 0.0154(6) 0.0023(5) 0.0039(5) 0.0023(6) C6 0.0223(7) 0.0222(7) 0.0268(7) 0.0100(6) 0.0081(6) 0.0037(5) C7A 0.0186(6) 0.0359(8) 0.0179(6) 0.0110(6) 0.0058(5) 0.0061(6) C7 0.0197(6) 0.0341(8) 0.0177(7) 0.0030(6) 0.0054(5) 0.0064(6) C8A 0.0221(6) 0.0146(6) 0.0165(6) 0.0029(5) 0.0030(5) 0.0013(5) C8 0.0238(6) 0.0159(6) 0.0174(6) 0.0044(5) 0.0051(5) 0.0002(5) C9A 0.0237(6) 0.0158(6) 0.0172(6) 0.0035(5) 0.0022(5) 0.0040(5) C9 0.0271(7) 0.0149(6) 0.0160(6) 0.0045(5) 0.0059(5) 0.0023(5) C10 0.0370(8) 0.0204(7) 0.0192(7) 0.0029(5) 0.0083(6) 0.0044(6) C10A 0.0340(8) 0.0227(7) 0.0187(7) 0.0011(5) 0.0045(6) 0.0090(6) C11 0.0418(9) 0.0260(7) 0.0149(7) 0.0011(6) 0.0034(6) -0.0019(6) C11A 0.0396(9) 0.0237(7) 0.0165(7) -0.0004(5) -0.0015(6) 0.0028(6) C12A 0.0280(7) 0.0252(7) 0.0224(7) 0.0045(6) -0.0049(6) -0.0013(6) C12 0.0292(8) 0.0321(8) 0.0221(7) 0.0080(6) -0.0015(6) -0.0044(6) C13A 0.0217(7) 0.0211(7) 0.0235(7) 0.0038(5) 0.0014(5) 0.0020(5) C13 0.0234(7) 0.0252(7) 0.0238(7) 0.0070(6) 0.0036(6) 0.0008(6) C14 0.0260(7) 0.0191(6) 0.0165(6) 0.0003(5) 0.0065(5) 0.0071(5) C14A 0.0225(6) 0.0190(6) 0.0164(6) 0.0010(5) 0.0064(5) 0.0072(5) C15A 0.0201(6) 0.0193(6) 0.0180(6) 0.0009(5) 0.0046(5) 0.0057(5) C15 0.0284(7) 0.0185(6) 0.0193(7) 0.0007(5) 0.0051(5) 0.0087(5) C16A 0.0241(7) 0.0256(7) 0.0208(7) 0.0037(6) 0.0020(5) 0.0071(6) C16 0.0340(8) 0.0287(8) 0.0272(8) 0.0039(6) 0.0033(6) 0.0140(6) C17A 0.0202(7) 0.0290(8) 0.0248(7) -0.0001(6) 0.0023(6) 0.0032(6) C17 0.0255(8) 0.0415(9) 0.0357(9) 0.0005(7) 0.0000(7) 0.0121(7) C18A 0.0247(7) 0.0241(7) 0.0310(8) 0.0049(6) 0.0081(6) -0.0012(6) C18 0.0259(8) 0.0356(9) 0.0397(10) 0.0006(7) 0.0086(7) 0.0010(7) C19A 0.0271(7) 0.0237(7) 0.0227(7) 0.0062(6) 0.0061(6) 0.0042(6) C19 0.0297(8) 0.0262(7) 0.0279(8) 0.0042(6) 0.0102(6) 0.0048(6) C20 0.0162(6) 0.0183(6) 0.0195(6) 0.0034(5) 0.0040(5) 0.0041(5) C20A 0.0125(5) 0.0178(6) 0.0199(6) 0.0010(5) 0.0032(5) 0.0023(5) C21A 0.0213(6) 0.0208(6) 0.0215(7) 0.0057(5) 0.0019(5) 0.0065(5) C21 0.0357(8) 0.0194(7) 0.0144(6) 0.0038(5) 0.0007(6) 0.0060(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. ; _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1A O1A 2.0858(9) 2_656 ? Co1A O1A 2.0858(9) . ? Co1A N1A 2.1177(11) . ? Co1A N1A 2.1177(11) 2_656 ? Co1A N3A 2.1938(11) 1_455 ? Co1A N3A 2.1938(11) 2_756 ? N1 C1 1.3335(19) . ? N1 N2 1.3471(15) . ? N1 Co1 2.1371(11) . ? Co1 N3 2.1310(11) 1_455 ? Co1 N3 2.1310(11) 2_655 ? Co1 N1 2.1371(11) 2 ? Co1 O1 2.1437(10) . ? Co1 O1 2.1437(10) 2 ? O1 C20 1.2483(16) . ? N1A C1A 1.3392(16) . ? N1A N2A 1.3487(15) . ? O1A C20A 1.2683(16) . ? C1A C2A 1.4015(18) . ? C1A H1AA 0.9300 . ? C1 C2 1.3993(18) . ? C1 H1A 0.9300 . ? N2 C3 1.3397(18) . ? N2 H2A 0.8600 . ? O2 C20 1.2739(16) . ? O2A C20A 1.2516(16) . ? C2 C3 1.373(2) . ? C2 C7 1.5055(19) . ? C2A C3A 1.3847(18) . ? C2A C7A 1.5030(18) . ? N2A C3A 1.3448(17) . ? N2A H2AA 0.8600 . ? O3 C21 1.3249(18) . ? O3 H33 0.96(2) . ? N3A C4A 1.3385(17) . ? N3A N4A 1.3479(16) . ? N3A Co1A 2.1938(11) 1_655 ? O3A C21A 1.2116(18) . ? N3 C4 1.3373(16) . ? N3 N4 1.3462(15) . ? N3 Co1 2.1310(11) 1_655 ? C3A H3AB 0.9300 . ? C3 H3B 0.9300 . ? O4 C21 1.2080(17) . ? O4A C21A 1.3260(17) . ? O4A H44 0.89(2) . ? N4A C6A 1.3428(18) . ? N4A H4AA 0.8600 . ? N4 C6 1.3422(18) . ? N4 H4A 0.8600 . ? C4A C5A 1.4121(19) . ? C4A H4AB 0.9300 . ? C4 C5 1.4000(19) . ? C4 H4B 0.9300 . ? C5A C6A 1.3749(19) . ? C5A C7A 1.5085(18) . ? C5 C6 1.3806(19) . ? C5 C7 1.5026(18) . ? C6A H6AA 0.9300 . ? C6 H6A 0.9300 . ? C7A H7AA 0.9700 . ? C7A H7AB 0.9700 . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8A C13A 1.3920(19) . ? C8A C9A 1.4009(18) . ? C8A C20A 1.5079(18) . ? C8 C13 1.393(2) . ? C8 C9 1.4052(19) . ? C8 C20 1.5043(19) . ? C9A C10A 1.3947(19) . ? C9A C14A 1.4973(19) . ? C9 C10 1.392(2) . ? C9 C14 1.498(2) . ? C10 C11 1.389(2) . ? C10 H10A 0.9300 . ? C10A C11A 1.387(2) . ? C10A H10B 0.9300 . ? C11 C12 1.386(2) . ? C11 H11A 0.9300 . ? C11A C12A 1.386(2) . ? C11A H11B 0.9300 . ? C12A C13A 1.383(2) . ? C12A H12A 0.9300 . ? C12 C13 1.389(2) . ? C12 H12B 0.9300 . ? C13A H13A 0.9300 . ? C13 H13B 0.9300 . ? C14 C19 1.399(2) . ? C14 C15 1.4039(19) . ? C14A C19A 1.394(2) . ? C14A C15A 1.4020(19) . ? C15A C16A 1.395(2) . ? C15A C21A 1.498(2) . ? C15 C16 1.395(2) . ? C15 C21 1.501(2) . ? C16A C17A 1.383(2) . ? C16A H16A 0.9300 . ? C16 C17 1.386(2) . ? C16 H16B 0.9300 . ? C17A C18A 1.381(2) . ? C17A H17A 0.9300 . ? C17 C18 1.382(2) . ? C17 H17B 0.9300 . ? C18A C19A 1.386(2) . ? C18A H18A 0.9300 . ? C18 C19 1.387(2) . ? C18 H18B 0.9300 . ? C19A H19A 0.9300 . ? C19 H19B 0.9300 . ? _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 O1A Co1A O1A 180.0 2_656 . ? O1A Co1A N1A 94.63(4) 2_656 . ? O1A Co1A N1A 85.37(4) . . ? O1A Co1A N1A 85.37(4) 2_656 2_656 ? O1A Co1A N1A 94.63(4) . 2_656 ? N1A Co1A N1A 180.0 . 2_656 ? O1A Co1A N3A 94.79(4) 2_656 1_455 ? O1A Co1A N3A 85.21(4) . 1_455 ? N1A Co1A N3A 87.78(4) . 1_455 ? N1A Co1A N3A 92.22(4) 2_656 1_455 ? O1A Co1A N3A 85.21(4) 2_656 2_756 ? O1A Co1A N3A 94.79(4) . 2_756 ? N1A Co1A N3A 92.22(4) . 2_756 ? N1A Co1A N3A 87.78(4) 2_656 2_756 ? N3A Co1A N3A 180.00(5) 1_455 2_756 ? C1 N1 N2 104.71(11) . . ? C1 N1 Co1 128.94(9) . . ? N2 N1 Co1 126.26(9) . . ? N3 Co1 N3 180.00(5) 1_455 2_655 ? N3 Co1 N1 90.07(4) 1_455 2 ? N3 Co1 N1 89.93(4) 2_655 2 ? N3 Co1 N1 89.93(4) 1_455 . ? N3 Co1 N1 90.07(4) 2_655 . ? N1 Co1 N1 180.00(8) 2 . ? N3 Co1 O1 87.13(4) 1_455 . ? N3 Co1 O1 92.87(4) 2_655 . ? N1 Co1 O1 94.80(4) 2 . ? N1 Co1 O1 85.20(4) . . ? N3 Co1 O1 92.87(4) 1_455 2 ? N3 Co1 O1 87.13(4) 2_655 2 ? N1 Co1 O1 85.20(4) 2 2 ? N1 Co1 O1 94.80(4) . 2 ? O1 Co1 O1 180.00(6) . 2 ? C20 O1 Co1 135.63(9) . . ? C1A N1A N2A 105.32(10) . . ? C1A N1A Co1A 131.56(9) . . ? N2A N1A Co1A 122.82(8) . . ? C20A O1A Co1A 139.02(9) . . ? N1A C1A C2A 111.42(12) . . ? N1A C1A H1AA 124.3 . . ? C2A C1A H1AA 124.3 . . ? N1 C1 C2 111.69(12) . . ? N1 C1 H1A 124.2 . . ? C2 C1 H1A 124.2 . . ? C3 N2 N1 111.78(12) . . ? C3 N2 H2A 124.1 . . ? N1 N2 H2A 124.1 . . ? C3 C2 C1 103.93(12) . . ? C3 C2 C7 126.59(12) . . ? C1 C2 C7 129.10(13) . . ? C3A C2A C1A 103.89(11) . . ? C3A C2A C7A 125.94(12) . . ? C1A C2A C7A 130.17(12) . . ? C3A N2A N1A 111.41(10) . . ? C3A N2A H2AA 124.3 . . ? N1A N2A H2AA 124.3 . . ? C21 O3 H33 113.6(14) . . ? C4A N3A N4A 104.95(11) . . ? C4A N3A Co1A 140.88(9) . 1_655 ? N4A N3A Co1A 114.17(8) . 1_655 ? C4 N3 N4 104.76(11) . . ? C4 N3 Co1 126.86(9) . 1_655 ? N4 N3 Co1 126.89(8) . 1_655 ? N2A C3A C2A 107.94(12) . . ? N2A C3A H3AB 126.0 . . ? C2A C3A H3AB 126.0 . . ? N2 C3 C2 107.88(12) . . ? N2 C3 H3B 126.1 . . ? C2 C3 H3B 126.1 . . ? C21A O4A H44 109.9(15) . . ? C6A N4A N3A 111.92(11) . . ? C6A N4A H4AA 124.0 . . ? N3A N4A H4AA 124.0 . . ? C6 N4 N3 111.92(11) . . ? C6 N4 H4A 124.0 . . ? N3 N4 H4A 124.0 . . ? N3A C4A C5A 111.24(12) . . ? N3A C4A H4AB 124.4 . . ? C5A C4A H4AB 124.4 . . ? N3 C4 C5 111.76(12) . . ? N3 C4 H4B 124.1 . . ? C5 C4 H4B 124.1 . . ? C6A C5A C4A 103.93(12) . . ? C6A C5A C7A 125.91(13) . . ? C4A C5A C7A 130.02(13) . . ? C6 C5 C4 103.82(12) . . ? C6 C5 C7 127.65(13) . . ? C4 C5 C7 127.92(12) . . ? N4A C6A C5A 107.95(12) . . ? N4A C6A H6AA 126.0 . . ? C5A C6A H6AA 126.0 . . ? N4 C6 C5 107.74(12) . . ? N4 C6 H6A 126.1 . . ? C5 C6 H6A 126.1 . . ? C2A C7A C5A 115.95(11) . . ? C2A C7A H7AA 108.3 . . ? C5A C7A H7AA 108.3 . . ? C2A C7A H7AB 108.3 . . ? C5A C7A H7AB 108.3 . . ? H7AA C7A H7AB 107.4 . . ? C5 C7 C2 109.33(11) . . ? C5 C7 H7A 109.8 . . ? C2 C7 H7A 109.8 . . ? C5 C7 H7B 109.8 . . ? C2 C7 H7B 109.8 . . ? H7A C7 H7B 108.3 . . ? C13A C8A C9A 120.11(12) . . ? C13A C8A C20A 118.45(12) . . ? C9A C8A C20A 121.37(12) . . ? C13 C8 C9 120.14(13) . . ? C13 C8 C20 120.79(12) . . ? C9 C8 C20 119.05(12) . . ? C10A C9A C8A 118.92(13) . . ? C10A C9A C14A 121.72(12) . . ? C8A C9A C14A 119.14(12) . . ? C10 C9 C8 119.03(13) . . ? C10 C9 C14 119.47(12) . . ? C8 C9 C14 121.47(12) . . ? C11 C10 C9 120.21(14) . . ? C11 C10 H10A 119.9 . . ? C9 C10 H10A 119.9 . . ? C11A C10A C9A 120.46(14) . . ? C11A C10A H10B 119.8 . . ? C9A C10A H10B 119.8 . . ? C12 C11 C10 120.84(14) . . ? C12 C11 H11A 119.6 . . ? C10 C11 H11A 119.6 . . ? C12A C11A C10A 120.35(14) . . ? C12A C11A H11B 119.8 . . ? C10A C11A H11B 119.8 . . ? C13A C12A C11A 119.78(14) . . ? C13A C12A H12A 120.1 . . ? C11A C12A H12A 120.1 . . ? C11 C12 C13 119.41(14) . . ? C11 C12 H12B 120.3 . . ? C13 C12 H12B 120.3 . . ? C12A C13A C8A 120.38(13) . . ? C12A C13A H13A 119.8 . . ? C8A C13A H13A 119.8 . . ? C12 C13 C8 120.35(14) . . ? C12 C13 H13B 119.8 . . ? C8 C13 H13B 119.8 . . ? C19 C14 C15 118.30(13) . . ? C19 C14 C9 119.75(13) . . ? C15 C14 C9 121.90(13) . . ? C19A C14A C15A 118.60(13) . . ? C19A C14A C9A 118.16(12) . . ? C15A C14A C9A 122.97(12) . . ? C16A C15A C14A 119.64(13) . . ? C16A C15A C21A 119.58(12) . . ? C14A C15A C21A 120.73(12) . . ? C16 C15 C14 120.36(14) . . ? C16 C15 C21 117.96(13) . . ? C14 C15 C21 121.67(13) . . ? C17A C16A C15A 120.80(13) . . ? C17A C16A H16A 119.6 . . ? C15A C16A H16A 119.6 . . ? C17 C16 C15 120.39(15) . . ? C17 C16 H16B 119.8 . . ? C15 C16 H16B 119.8 . . ? C18A C17A C16A 119.82(14) . . ? C18A C17A H17A 120.1 . . ? C16A C17A H17A 120.1 . . ? C18 C17 C16 119.61(15) . . ? C18 C17 H17B 120.2 . . ? C16 C17 H17B 120.2 . . ? C17A C18A C19A 119.90(14) . . ? C17A C18A H18A 120.0 . . ? C19A C18A H18A 120.0 . . ? C17 C18 C19 120.58(16) . . ? C17 C18 H18B 119.7 . . ? C19 C18 H18B 119.7 . . ? C18A C19A C14A 121.20(13) . . ? C18A C19A H19A 119.4 . . ? C14A C19A H19A 119.4 . . ? C18 C19 C14 120.74(15) . . ? C18 C19 H19B 119.6 . . ? C14 C19 H19B 119.6 . . ? O1 C20 O2 124.60(13) . . ? O1 C20 C8 119.33(12) . . ? O2 C20 C8 116.05(11) . . ? O2A C20A O1A 125.57(12) . . ? O2A C20A C8A 119.81(12) . . ? O1A C20A C8A 114.60(12) . . ? O3A C21A O4A 123.68(13) . . ? O3A C21A C15A 123.09(13) . . ? O4A C21A C15A 113.20(12) . . ? O4 C21 O3 121.09(14) . . ? O4 C21 C15 121.41(14) . . ? O3 C21 C15 117.50(12) . . ? _diffrn_measured_fraction_theta_max 0.969 _diffrn_reflns_theta_full 30.00 _diffrn_measured_fraction_theta_full 0.969 _refine_diff_density_max 0.469 _refine_diff_density_min -0.288 _refine_diff_density_rms 0.059 data_10ssg032_3_0m _database_code_depnum_ccdc_archive 'CCDC 868512' #TrackingRef '- Compound 7.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H34 Co N8 O8' _chemical_formula_weight 741.62 _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 _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.8841(9) _cell_length_b 8.9716(9) _cell_length_c 11.3071(12) _cell_angle_alpha 76.853(4) _cell_angle_beta 83.670(4) _cell_angle_gamma 65.110(4) _cell_volume 795.98(14) _cell_formula_units_Z 1 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 870 _cell_measurement_theta_min 2.51 _cell_measurement_theta_max 27.21 _exptl_crystal_description Block _exptl_crystal_colour pink _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.547 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 385 _exptl_absorpt_coefficient_mu 0.608 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.671853 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'SADABS v.2.03 (Bruker, 2001), R(int)=0.0601 before correction' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(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 APEX-2 CCD area detector' _diffrn_measurement_method '/w scans' _diffrn_detector_area_resol_mean 8 _diffrn_standards_decay_% 0 _diffrn_reflns_number 10542 _diffrn_reflns_av_R_equivalents 0.0906 _diffrn_reflns_av_sigmaI/netI 0.1229 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.85 _diffrn_reflns_theta_max 27.77 _reflns_number_total 3569 _reflns_number_gt 1904 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker APEX-2' _computing_cell_refinement 'Bruker APEX-2' _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^)+(0.0629P)^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 3569 _refine_ls_number_parameters 236 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1384 _refine_ls_R_factor_gt 0.0626 _refine_ls_wR_factor_ref 0.1473 _refine_ls_wR_factor_gt 0.1186 _refine_ls_goodness_of_fit_ref 0.959 _refine_ls_restrained_S_all 0.959 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _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 0.5000 0.0000 0.0000 0.0301(3) Uani 1 2 d S . . O1 O 0.3867(3) 0.0129(3) 0.1767(2) 0.0370(7) Uani 1 1 d . . . N1 N 0.7243(4) -0.1923(4) 0.0723(3) 0.0293(8) Uani 1 1 d . . . C1 C 0.8840(5) -0.2341(5) 0.0391(4) 0.0308(9) Uani 1 1 d . . . H1A H 0.9193 -0.1739 -0.0277 0.037 Uiso 1 1 calc R . . O2 O 0.4509(4) 0.1384(4) 0.2993(3) 0.0426(7) Uani 1 1 d . . . N2 N 0.7303(4) -0.3113(4) 0.1712(3) 0.0354(8) Uani 1 1 d . . . H2A H 0.6440 -0.3163 0.2116 0.042 Uiso 1 1 calc R . . C2 C 0.9912(5) -0.3761(5) 0.1144(3) 0.0289(9) Uani 1 1 d . . . O3 O 0.5348(4) -0.3554(4) 0.3768(3) 0.0459(8) Uani 1 1 d . . . C3 C 0.8851(5) -0.4203(5) 0.1993(4) 0.0325(9) Uani 1 1 d . . . H3A H 0.9165 -0.5107 0.2647 0.039 Uiso 1 1 calc R . . N3 N 1.3933(4) -0.1773(4) 0.0053(3) 0.0312(8) Uani 1 1 d . . . O4 O 0.6373(4) -0.2900(4) 0.5168(3) 0.0495(8) Uani 1 1 d . . . C4 C 1.3150(5) -0.2507(5) 0.0906(4) 0.0338(10) Uani 1 1 d . . . H4A H 1.2969 -0.2344 0.1702 0.041 Uiso 1 1 calc R . . N4 N 1.3931(4) -0.2365(4) -0.0946(3) 0.0334(8) Uani 1 1 d . . . H4B H 1.4358 -0.2098 -0.1638 0.040 Uiso 1 1 calc R . . C5 C 1.2637(4) -0.3546(5) 0.0463(4) 0.0295(9) Uani 1 1 d . . . C6 C 1.3175(5) -0.3421(5) -0.0717(4) 0.0341(10) Uani 1 1 d . . . H6A H 1.3041 -0.3977 -0.1272 0.041 Uiso 1 1 calc R . . C7 C 1.1771(5) -0.4629(5) 0.1119(4) 0.0356(10) Uani 1 1 d . . . H7A H 1.2091 -0.5585 0.0735 0.043 Uiso 1 1 calc R . . H7B H 1.2155 -0.5055 0.1949 0.043 Uiso 1 1 calc R . . C8 C 0.1301(5) -0.0232(5) 0.3556(4) 0.0365(10) Uani 1 1 d . . . C9 C 0.2016(5) -0.1713(6) 0.4416(4) 0.0391(10) Uani 1 1 d . . . C10 C 0.1356(5) -0.2907(6) 0.4594(4) 0.0442(11) Uani 1 1 d . . . H10A H 0.1837 -0.3907 0.5151 0.053 Uiso 1 1 calc R . . C11 C -0.0002(6) -0.2626(6) 0.3954(4) 0.0488(12) Uani 1 1 d . . . H11A H -0.0438 -0.3429 0.4087 0.059 Uiso 1 1 calc R . . C12 C -0.0718(5) -0.1154(6) 0.3114(4) 0.0438(11) Uani 1 1 d . . . H12A H -0.1645 -0.0954 0.2689 0.053 Uiso 1 1 calc R . . C13 C -0.0050(5) 0.0012(6) 0.2913(4) 0.0427(11) Uani 1 1 d . . . H13A H -0.0515 0.0989 0.2331 0.051 Uiso 1 1 calc R . . C14 C 0.1943(6) 0.1113(6) 0.3356(5) 0.0547(13) Uani 1 1 d . . . H14A H 0.2056 0.1306 0.4145 0.066 Uiso 1 1 calc R . . H14B H 0.1104 0.2140 0.2923 0.066 Uiso 1 1 calc R . . C15 C 0.3580(5) 0.0807(5) 0.2668(4) 0.0362(10) Uani 1 1 d . . . C16 C 0.3450(5) -0.2047(7) 0.5180(4) 0.0555(13) Uani 1 1 d . . . H16A H 0.3348 -0.0987 0.5333 0.067 Uiso 1 1 calc R . . H16B H 0.3366 -0.2739 0.5958 0.067 Uiso 1 1 calc R . . C17 C 0.5127(5) -0.2886(6) 0.4646(4) 0.0398(11) Uani 1 1 d . . . H44 H 0.601(7) -0.238(7) 0.597(6) 0.11(2) Uiso 1 1 d . . . _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 0.0267(5) 0.0306(5) 0.0356(5) -0.0102(4) 0.0036(4) -0.0133(4) O1 0.0391(17) 0.0392(17) 0.0369(17) -0.0158(14) 0.0099(13) -0.0184(14) N1 0.030(2) 0.0276(18) 0.0324(19) -0.0069(16) 0.0034(15) -0.0147(16) C1 0.025(2) 0.036(2) 0.035(2) -0.0078(19) 0.0025(18) -0.0161(19) O2 0.0457(19) 0.057(2) 0.0377(17) -0.0125(15) 0.0020(14) -0.0317(17) N2 0.031(2) 0.037(2) 0.039(2) -0.0071(17) 0.0084(16) -0.0181(18) C2 0.029(2) 0.028(2) 0.032(2) -0.0096(18) 0.0025(18) -0.0142(19) O3 0.050(2) 0.054(2) 0.0362(17) -0.0127(15) 0.0095(14) -0.0242(17) C3 0.037(3) 0.027(2) 0.032(2) -0.0017(18) -0.0036(19) -0.014(2) N3 0.0273(18) 0.0317(19) 0.0358(19) -0.0113(16) 0.0029(15) -0.0118(16) O4 0.0392(19) 0.067(2) 0.050(2) -0.0215(17) 0.0025(15) -0.0257(17) C4 0.026(2) 0.035(2) 0.041(2) -0.009(2) 0.0039(19) -0.013(2) N4 0.037(2) 0.038(2) 0.0300(19) -0.0089(16) 0.0008(15) -0.0199(17) C5 0.021(2) 0.030(2) 0.038(2) -0.0071(18) 0.0006(18) -0.0117(18) C6 0.033(2) 0.036(2) 0.042(3) -0.015(2) -0.0001(19) -0.020(2) C7 0.033(2) 0.033(2) 0.044(3) -0.007(2) -0.005(2) -0.016(2) C8 0.031(2) 0.047(3) 0.038(2) -0.021(2) 0.013(2) -0.019(2) C9 0.031(2) 0.058(3) 0.031(2) -0.019(2) 0.0048(19) -0.017(2) C10 0.046(3) 0.054(3) 0.033(2) -0.010(2) 0.009(2) -0.021(2) C11 0.057(3) 0.057(3) 0.047(3) -0.020(3) 0.014(2) -0.037(3) C12 0.035(3) 0.061(3) 0.039(3) -0.024(2) 0.003(2) -0.018(2) C13 0.042(3) 0.041(3) 0.036(2) -0.009(2) 0.005(2) -0.009(2) C14 0.047(3) 0.062(3) 0.070(3) -0.040(3) 0.025(3) -0.030(3) C15 0.036(3) 0.035(2) 0.037(3) -0.005(2) -0.001(2) -0.015(2) C16 0.039(3) 0.089(4) 0.044(3) -0.033(3) 0.008(2) -0.023(3) C17 0.037(3) 0.049(3) 0.031(2) -0.001(2) 0.000(2) -0.019(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. ; _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 N1 2.107(3) 2_655 ? Co1 N1 2.107(3) . ? Co1 O1 2.141(3) . ? Co1 O1 2.141(3) 2_655 ? Co1 N3 2.155(3) 1_455 ? Co1 N3 2.155(3) 2_755 ? O1 C15 1.252(5) . ? N1 C1 1.339(5) . ? N1 N2 1.348(4) . ? C1 C2 1.385(5) . ? C1 H1A 0.9300 . ? O2 C15 1.264(5) . ? N2 C3 1.331(5) . ? N2 H2A 0.8600 . ? C2 C3 1.382(5) . ? C2 C7 1.500(5) . ? O3 C17 1.230(5) . ? C3 H3A 0.9300 . ? N3 C4 1.341(5) . ? N3 N4 1.354(4) . ? N3 Co1 2.155(3) 1_655 ? O4 C17 1.306(5) . ? O4 H44 1.07(6) . ? C4 C5 1.396(5) . ? C4 H4A 0.9300 . ? N4 C6 1.342(5) . ? N4 H4B 0.8600 . ? C5 C6 1.363(5) . ? C5 C7 1.504(5) . ? C6 H6A 0.9300 . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C13 1.384(6) . ? C8 C9 1.398(6) . ? C8 C14 1.502(6) . ? C9 C10 1.391(6) . ? C9 C16 1.504(6) . ? C10 C11 1.377(6) . ? C10 H10A 0.9300 . ? C11 C12 1.380(6) . ? C11 H11A 0.9300 . ? C12 C13 1.373(6) . ? C12 H12A 0.9300 . ? C13 H13A 0.9300 . ? C14 C15 1.519(6) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C16 C17 1.488(6) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? _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 N1 Co1 N1 180.0(3) 2_655 . ? N1 Co1 O1 87.97(11) 2_655 . ? N1 Co1 O1 92.03(11) . . ? N1 Co1 O1 92.03(11) 2_655 2_655 ? N1 Co1 O1 87.97(11) . 2_655 ? O1 Co1 O1 180.0 . 2_655 ? N1 Co1 N3 88.32(11) 2_655 1_455 ? N1 Co1 N3 91.68(11) . 1_455 ? O1 Co1 N3 82.76(11) . 1_455 ? O1 Co1 N3 97.24(11) 2_655 1_455 ? N1 Co1 N3 91.68(11) 2_655 2_755 ? N1 Co1 N3 88.32(11) . 2_755 ? O1 Co1 N3 97.24(11) . 2_755 ? O1 Co1 N3 82.76(11) 2_655 2_755 ? N3 Co1 N3 180.00(18) 1_455 2_755 ? C15 O1 Co1 146.2(3) . . ? C1 N1 N2 103.5(3) . . ? C1 N1 Co1 133.6(3) . . ? N2 N1 Co1 122.9(2) . . ? N1 C1 C2 113.2(4) . . ? N1 C1 H1A 123.4 . . ? C2 C1 H1A 123.4 . . ? C3 N2 N1 112.2(3) . . ? C3 N2 H2A 123.9 . . ? N1 N2 H2A 123.9 . . ? C3 C2 C1 102.9(3) . . ? C3 C2 C7 126.4(4) . . ? C1 C2 C7 130.6(4) . . ? N2 C3 C2 108.2(3) . . ? N2 C3 H3A 125.9 . . ? C2 C3 H3A 125.9 . . ? C4 N3 N4 104.1(3) . . ? C4 N3 Co1 134.7(3) . 1_655 ? N4 N3 Co1 121.2(2) . 1_655 ? C17 O4 H44 113(3) . . ? N3 C4 C5 112.2(4) . . ? N3 C4 H4A 123.9 . . ? C5 C4 H4A 123.9 . . ? C6 N4 N3 111.3(3) . . ? C6 N4 H4B 124.4 . . ? N3 N4 H4B 124.4 . . ? C6 C5 C4 103.6(3) . . ? C6 C5 C7 127.0(4) . . ? C4 C5 C7 129.3(4) . . ? N4 C6 C5 108.8(3) . . ? N4 C6 H6A 125.6 . . ? C5 C6 H6A 125.6 . . ? C2 C7 C5 114.8(3) . . ? C2 C7 H7A 108.6 . . ? C5 C7 H7A 108.6 . . ? C2 C7 H7B 108.6 . . ? C5 C7 H7B 108.6 . . ? H7A C7 H7B 107.6 . . ? C13 C8 C9 119.1(4) . . ? C13 C8 C14 120.0(4) . . ? C9 C8 C14 120.9(4) . . ? C10 C9 C8 119.0(4) . . ? C10 C9 C16 118.7(4) . . ? C8 C9 C16 122.3(4) . . ? C11 C10 C9 120.8(4) . . ? C11 C10 H10A 119.6 . . ? C9 C10 H10A 119.6 . . ? C10 C11 C12 120.2(4) . . ? C10 C11 H11A 119.9 . . ? C12 C11 H11A 119.9 . . ? C13 C12 C11 119.4(4) . . ? C13 C12 H12A 120.3 . . ? C11 C12 H12A 120.3 . . ? C12 C13 C8 121.5(4) . . ? C12 C13 H13A 119.2 . . ? C8 C13 H13A 119.2 . . ? C8 C14 C15 117.7(4) . . ? C8 C14 H14A 107.9 . . ? C15 C14 H14A 107.9 . . ? C8 C14 H14B 107.9 . . ? C15 C14 H14B 107.9 . . ? H14A C14 H14B 107.2 . . ? O1 C15 O2 124.1(4) . . ? O1 C15 C14 118.7(4) . . ? O2 C15 C14 116.9(4) . . ? C17 C16 C9 115.4(4) . . ? C17 C16 H16A 108.4 . . ? C9 C16 H16A 108.4 . . ? C17 C16 H16B 108.4 . . ? C9 C16 H16B 108.4 . . ? H16A C16 H16B 107.5 . . ? O3 C17 O4 121.0(4) . . ? O3 C17 C16 122.5(4) . . ? O4 C17 C16 116.5(4) . . ? _diffrn_measured_fraction_theta_max 0.947 _diffrn_reflns_theta_full 27.77 _diffrn_measured_fraction_theta_full 0.947 _refine_diff_density_max 0.564 _refine_diff_density_min -0.512 _refine_diff_density_rms 0.082 data_11ssg076 _database_code_depnum_ccdc_archive 'CCDC 868513' #TrackingRef '- Compound 8.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H32 Co N8 O8' _chemical_formula_weight 619.51 _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 _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.7340(3) _cell_length_b 8.8034(3) _cell_length_c 9.5943(3) _cell_angle_alpha 85.0680(10) _cell_angle_beta 89.4750(10) _cell_angle_gamma 65.3650(10) _cell_volume 667.78(4) _cell_formula_units_Z 1 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 2491 _cell_measurement_theta_min 2.55 _cell_measurement_theta_max 28.21 _exptl_crystal_description Block _exptl_crystal_colour Pink _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.541 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 323 _exptl_absorpt_coefficient_mu 0.707 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.872661 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'SADABS v.2.03 (Bruker, 2001), R(int)=0.0435 before correction' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(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 APEX-2 CCD area detector' _diffrn_measurement_method '/w scans' _diffrn_detector_area_resol_mean 8 _diffrn_standards_decay_% 0 _diffrn_reflns_number 9010 _diffrn_reflns_av_R_equivalents 0.0338 _diffrn_reflns_av_sigmaI/netI 0.0409 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.13 _diffrn_reflns_theta_max 27.50 _reflns_number_total 2954 _reflns_number_gt 2447 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker APEX-2' _computing_cell_refinement 'Bruker APEX-2' _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^)+(0.0369P)^2^+0.1871P] 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 2954 _refine_ls_number_parameters 203 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0453 _refine_ls_R_factor_gt 0.0348 _refine_ls_wR_factor_ref 0.0828 _refine_ls_wR_factor_gt 0.0786 _refine_ls_goodness_of_fit_ref 1.063 _refine_ls_restrained_S_all 1.065 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _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 0.0000 0.0000 0.0000 0.01530(12) Uani 1 2 d S . . O1 O 0.10675(16) -0.08456(16) -0.19163(14) 0.0212(3) Uani 1 1 d . . . N1 N 0.09814(19) 0.18753(19) -0.00706(17) 0.0181(3) Uani 1 1 d . . . C1 C 0.1715(2) 0.2510(2) -0.1037(2) 0.0186(4) Uani 1 1 d . . . H1A H 0.1833 0.2252 -0.1963 0.022 Uiso 1 1 calc R . . O1W O 0.2591(2) 0.4230(2) 0.5052(2) 0.0429(4) Uani 1 1 d D . . H1WB H 0.182(3) 0.388(3) 0.458(3) 0.058(9) Uiso 1 1 d D . . H1WA H 0.352(5) 0.331(5) 0.541(6) 0.20(3) Uiso 1 1 d D . . O2 O 0.04406(17) 0.11797(16) -0.36642(14) 0.0224(3) Uani 1 1 d . . . N2 N 0.1091(2) 0.25612(19) 0.11030(17) 0.0197(3) Uani 1 1 d . . . H2A H 0.0714 0.2358 0.1896 0.024 Uiso 1 1 calc R . . O2W O 0.0300(2) 0.3140(2) 0.39693(17) 0.0311(4) Uani 1 1 d . . . H2WB H 0.047(3) 0.237(3) 0.467(3) 0.047(8) Uiso 1 1 d . . . H2WA H -0.070(4) 0.406(4) 0.417(3) 0.064(9) Uiso 1 1 d . . . C2 C 0.2285(2) 0.3608(2) -0.0488(2) 0.0162(4) Uani 1 1 d . . . C3 C 0.1857(2) 0.3601(2) 0.0889(2) 0.0202(4) Uani 1 1 d . . . H3A H 0.2061 0.4206 0.1556 0.024 Uiso 1 1 calc R . . N3 N 0.76886(19) 0.17143(19) -0.09913(16) 0.0179(3) Uani 1 1 d . . . C4 C 0.6111(2) 0.2268(2) -0.0543(2) 0.0190(4) Uani 1 1 d . . . H4A H 0.5799 0.1819 0.0265 0.023 Uiso 1 1 calc R . . N4 N 0.75884(19) 0.26972(19) -0.21726(17) 0.0185(3) Uani 1 1 d . . . H4B H 0.8436 0.2616 -0.2674 0.022 Uiso 1 1 calc R . . C5 C 0.4991(2) 0.3597(2) -0.1429(2) 0.0170(4) Uani 1 1 d . . . C6 C 0.5997(2) 0.3821(2) -0.2470(2) 0.0200(4) Uani 1 1 d . . . H6A H 0.5637 0.4611 -0.3243 0.024 Uiso 1 1 calc R . . C7 C 0.3135(2) 0.4597(2) -0.1246(2) 0.0193(4) Uani 1 1 d . . . H7A H 0.2980 0.5550 -0.0732 0.023 Uiso 1 1 calc R . . H7B H 0.2592 0.5029 -0.2161 0.023 Uiso 1 1 calc R . . C8 C 0.1291(2) -0.0281(2) -0.3109(2) 0.0169(4) Uani 1 1 d . . . C9 C 0.2722(2) -0.1467(2) -0.3945(2) 0.0228(4) Uani 1 1 d . . . H9A H 0.3363 -0.2486 -0.3352 0.027 Uiso 1 1 calc R . . H9B H 0.2245 -0.1771 -0.4727 0.027 Uiso 1 1 calc R . . C10 C 0.3900(2) -0.0709(2) -0.4497(2) 0.0190(4) Uani 1 1 d . . . C11 C 0.4982(2) -0.0452(2) -0.3594(2) 0.0230(4) Uani 1 1 d . . . H11A H 0.4977 -0.0749 -0.2641 0.034 Uiso 1 1 calc R . . C12 C 0.3925(2) -0.0242(2) -0.5916(2) 0.0210(4) Uani 1 1 d . . . H12A H 0.3205 -0.0394 -0.6542 0.031 Uiso 1 1 calc R . . _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 0.01197(19) 0.01699(18) 0.0172(2) 0.00002(14) 0.00250(14) -0.00663(14) O1 0.0222(7) 0.0234(7) 0.0182(8) -0.0009(6) 0.0055(6) -0.0100(6) N1 0.0165(8) 0.0199(8) 0.0183(9) -0.0006(6) 0.0014(6) -0.0081(6) C1 0.0175(10) 0.0213(9) 0.0181(10) -0.0021(8) 0.0035(8) -0.0093(8) O1W 0.0346(10) 0.0394(10) 0.0545(12) -0.0093(9) 0.0074(9) -0.0145(8) O2 0.0191(7) 0.0245(7) 0.0208(8) 0.0006(6) 0.0055(6) -0.0070(6) N2 0.0206(8) 0.0240(8) 0.0161(9) -0.0013(7) 0.0037(7) -0.0111(7) O2W 0.0321(9) 0.0327(9) 0.0242(9) 0.0018(7) 0.0042(7) -0.0101(7) C2 0.0100(9) 0.0157(8) 0.0212(11) 0.0000(7) -0.0007(7) -0.0041(7) C3 0.0184(10) 0.0197(9) 0.0233(11) -0.0051(8) 0.0010(8) -0.0082(8) N3 0.0154(8) 0.0212(8) 0.0173(9) 0.0005(7) 0.0020(6) -0.0083(7) C4 0.0143(9) 0.0234(9) 0.0196(11) 0.0001(8) 0.0036(8) -0.0088(8) N4 0.0152(8) 0.0230(8) 0.0181(9) 0.0009(7) 0.0049(7) -0.0094(7) C5 0.0157(9) 0.0176(9) 0.0199(10) -0.0019(7) 0.0015(8) -0.0091(7) C6 0.0162(10) 0.0197(9) 0.0228(11) 0.0016(8) 0.0001(8) -0.0070(8) C7 0.0140(9) 0.0178(9) 0.0256(11) 0.0013(8) 0.0012(8) -0.0068(7) C8 0.0140(9) 0.0232(9) 0.0176(10) -0.0041(8) 0.0022(8) -0.0113(8) C9 0.0229(10) 0.0211(9) 0.0265(12) -0.0043(8) 0.0101(9) -0.0112(8) C10 0.0141(9) 0.0177(9) 0.0244(11) -0.0044(8) 0.0075(8) -0.0055(7) C11 0.0231(10) 0.0267(10) 0.0172(11) -0.0008(8) 0.0047(8) -0.0087(8) C12 0.0166(10) 0.0249(10) 0.0213(11) -0.0046(8) 0.0018(8) -0.0079(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. ; _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O1 2.1045(13) 2 ? Co1 O1 2.1045(13) . ? Co1 N3 2.1227(15) 2_655 ? Co1 N3 2.1227(15) 1_455 ? Co1 N1 2.1504(15) 2 ? Co1 N1 2.1504(15) . ? O1 C8 1.255(2) . ? N1 C1 1.334(2) . ? N1 N2 1.345(2) . ? C1 C2 1.398(2) . ? C1 H1A 0.9300 . ? O1W H1WB 0.975(17) . ? O1W H1WA 0.92(2) . ? O2 C8 1.258(2) . ? N2 C3 1.343(2) . ? N2 H2A 0.8600 . ? O2W H2WB 0.88(3) . ? O2W H2WA 0.95(3) . ? C2 C3 1.370(3) . ? C2 C7 1.503(2) . ? C3 H3A 0.9300 . ? N3 C4 1.336(2) . ? N3 N4 1.346(2) . ? N3 Co1 2.1227(15) 1_655 ? C4 C5 1.393(3) . ? C4 H4A 0.9300 . ? N4 C6 1.343(2) . ? N4 H4B 0.8600 . ? C5 C6 1.380(3) . ? C5 C7 1.505(3) . ? C6 H6A 0.9300 . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.527(3) . ? C9 C10 1.512(2) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.387(3) . ? C10 C12 1.391(3) . ? C11 C12 1.390(3) 2_654 ? C11 H11A 0.9300 . ? C12 C11 1.390(3) 2_654 ? C12 H12A 0.9300 . ? _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Co1 O1 180.00(8) 2 . ? O1 Co1 N3 92.51(6) 2 2_655 ? O1 Co1 N3 87.49(6) . 2_655 ? O1 Co1 N3 87.49(6) 2 1_455 ? O1 Co1 N3 92.51(6) . 1_455 ? N3 Co1 N3 180.00(12) 2_655 1_455 ? O1 Co1 N1 92.55(5) 2 2 ? O1 Co1 N1 87.45(5) . 2 ? N3 Co1 N1 92.19(6) 2_655 2 ? N3 Co1 N1 87.81(6) 1_455 2 ? O1 Co1 N1 87.45(5) 2 . ? O1 Co1 N1 92.55(5) . . ? N3 Co1 N1 87.81(6) 2_655 . ? N3 Co1 N1 92.19(6) 1_455 . ? N1 Co1 N1 180.00(6) 2 . ? C8 O1 Co1 140.28(12) . . ? C1 N1 N2 104.55(14) . . ? C1 N1 Co1 135.08(13) . . ? N2 N1 Co1 120.07(12) . . ? N1 C1 C2 111.77(17) . . ? N1 C1 H1A 124.1 . . ? C2 C1 H1A 124.1 . . ? H1WB O1W H1WA 110(4) . . ? C3 N2 N1 111.96(16) . . ? C3 N2 H2A 124.0 . . ? N1 N2 H2A 124.0 . . ? H2WB O2W H2WA 105(2) . . ? C3 C2 C1 104.07(16) . . ? C3 C2 C7 128.10(17) . . ? C1 C2 C7 127.82(18) . . ? N2 C3 C2 107.65(16) . . ? N2 C3 H3A 126.2 . . ? C2 C3 H3A 126.2 . . ? C4 N3 N4 104.86(15) . . ? C4 N3 Co1 130.73(13) . 1_655 ? N4 N3 Co1 123.61(11) . 1_655 ? N3 C4 C5 111.99(17) . . ? N3 C4 H4A 124.0 . . ? C5 C4 H4A 124.0 . . ? C6 N4 N3 111.45(15) . . ? C6 N4 H4B 124.3 . . ? N3 N4 H4B 124.3 . . ? C6 C5 C4 103.71(16) . . ? C6 C5 C7 128.53(17) . . ? C4 C5 C7 127.71(17) . . ? N4 C6 C5 107.99(17) . . ? N4 C6 H6A 126.0 . . ? C5 C6 H6A 126.0 . . ? C2 C7 C5 113.75(15) . . ? C2 C7 H7A 108.8 . . ? C5 C7 H7A 108.8 . . ? C2 C7 H7B 108.8 . . ? C5 C7 H7B 108.8 . . ? H7A C7 H7B 107.7 . . ? O1 C8 O2 125.28(17) . . ? O1 C8 C9 117.05(17) . . ? O2 C8 C9 117.67(17) . . ? C10 C9 C8 112.99(15) . . ? C10 C9 H9A 109.0 . . ? C8 C9 H9A 109.0 . . ? C10 C9 H9B 109.0 . . ? C8 C9 H9B 109.0 . . ? H9A C9 H9B 107.8 . . ? C11 C10 C12 118.13(17) . . ? C11 C10 C9 120.61(18) . . ? C12 C10 C9 121.25(18) . . ? C10 C11 C12 121.37(19) . 2_654 ? C10 C11 H11A 119.3 . . ? C12 C11 H11A 119.3 2_654 . ? C11 C12 C10 120.49(18) 2_654 . ? C11 C12 H12A 119.8 2_654 . ? C10 C12 H12A 119.8 . . ? _diffrn_measured_fraction_theta_max 0.962 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.962 _refine_diff_density_max 0.316 _refine_diff_density_min -0.279 _refine_diff_density_rms 0.062