data_gs33 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27.50 H23 Co N5 O6' _chemical_formula_weight 578.44 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 9.675(2) _cell_length_b 9.862(2) _cell_length_c 15.769(4) _cell_angle_alpha 81.956(7) _cell_angle_beta 88.165(7) _cell_angle_gamma 85.393(7) _cell_volume 1484.7(6) _cell_formula_units_Z 2 _cell_measurement_temperature 240(2) _cell_measurement_reflns_used 9994 _cell_measurement_theta_min 2.31 _cell_measurement_theta_max 28.1 _exptl_crystal_description irr _exptl_crystal_colour blue _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.294 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 596 _exptl_absorpt_coefficient_mu 0.624 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8349 _exptl_absorpt_correction_T_max 0.8853 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 240(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 29091 _diffrn_reflns_av_R_equivalents 0.0351 _diffrn_reflns_av_sigmaI/netI 0.0392 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.46 _diffrn_reflns_theta_max 28.12 _reflns_number_total 6938 _reflns_number_gt 5053 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _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^)+(0.1589P)^2^+2.7185P] 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 6938 _refine_ls_number_parameters 370 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1108 _refine_ls_R_factor_gt 0.0820 _refine_ls_wR_factor_ref 0.2687 _refine_ls_wR_factor_gt 0.2405 _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_restrained_S_all 1.034 _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 0.80736(6) 0.48944(6) 0.24362(3) 0.0369(2) Uani 1 1 d . . . N1 N 0.9735(4) 0.5309(4) 0.3088(2) 0.0394(8) Uani 1 1 d . . . N2 N 1.0130(4) 0.6627(4) 0.3025(2) 0.0369(8) Uani 1 1 d . . . N3 N 0.7340(4) 0.6912(4) 0.2322(2) 0.0377(8) Uani 1 1 d . . . N4 N 0.8205(4) 0.7940(4) 0.2331(2) 0.0370(8) Uani 1 1 d . . . O1 O 1.2766(13) 0.5175(8) -0.0961(5) 0.175(5) Uani 1 1 d . . . O2 O 1.0900(10) 0.6181(10) -0.1567(4) 0.172(5) Uani 1 1 d . . . O3 O 0.6843(4) 0.4665(4) 0.4074(3) 0.0629(10) Uani 1 1 d . . . O4 O 0.6805(4) 0.3554(4) 0.2954(2) 0.0525(9) Uani 1 1 d . . . C1 C 1.1702(6) 0.8038(6) 0.3711(4) 0.0555(13) Uani 1 1 d . . . H1A H 1.1321 0.8764 0.3284 0.083 Uiso 1 1 calc R . . H1B H 1.2700 0.7921 0.3628 0.083 Uiso 1 1 calc R . . H1C H 1.1489 0.8279 0.4279 0.083 Uiso 1 1 calc R . . C2 C 1.1085(5) 0.6734(5) 0.3622(3) 0.0439(10) Uani 1 1 d . . . C3 C 1.1297(6) 0.5459(6) 0.4087(3) 0.0557(13) Uani 1 1 d . . . H3A H 1.1901 0.5203 0.4547 0.067 Uiso 1 1 calc R . . C4 C 1.0427(5) 0.4603(5) 0.3740(3) 0.0490(11) Uani 1 1 d . . . C5 C 1.0197(7) 0.3127(6) 0.4004(4) 0.0682(16) Uani 1 1 d . . . H5A H 0.9516 0.2851 0.3636 0.102 Uiso 1 1 calc R . . H5B H 0.9861 0.2995 0.4594 0.102 Uiso 1 1 calc R . . H5C H 1.1063 0.2574 0.3953 0.102 Uiso 1 1 calc R . . C6 C 0.8196(7) 1.0488(5) 0.2164(4) 0.0596(14) Uani 1 1 d . . . H6A H 0.9188 1.0283 0.2223 0.089 Uiso 1 1 calc R . . H6B H 0.7843 1.1013 0.2611 0.089 Uiso 1 1 calc R . . H6C H 0.8009 1.1019 0.1608 0.089 Uiso 1 1 calc R . . C7 C 0.7500(5) 0.9181(5) 0.2239(3) 0.0443(10) Uani 1 1 d . . . C8 C 0.6125(6) 0.8937(6) 0.2206(3) 0.0549(12) Uani 1 1 d . . . H8A H 0.5367 0.9600 0.2161 0.066 Uiso 1 1 calc R . . C9 C 0.6065(5) 0.7522(5) 0.2254(3) 0.0469(11) Uani 1 1 d . . . C10 C 0.4834(6) 0.6707(7) 0.2270(4) 0.0648(15) Uani 1 1 d . . . H10A H 0.5137 0.5739 0.2306 0.097 Uiso 1 1 calc R . . H10B H 0.4316 0.6992 0.1751 0.097 Uiso 1 1 calc R . . H10C H 0.4248 0.6857 0.2764 0.097 Uiso 1 1 calc R . . C11 C 0.9700(4) 0.7616(4) 0.2296(2) 0.0356(8) Uani 1 1 d . . . H11A H 1.0149 0.8472 0.2335 0.043 Uiso 1 1 calc R . . C12 C 1.0177(5) 0.7127(5) 0.1451(3) 0.0418(10) Uani 1 1 d . . . C13 C 1.1334(6) 0.6270(6) 0.1398(4) 0.0582(14) Uani 1 1 d . . . H13A H 1.1827 0.5937 0.1898 0.070 Uiso 1 1 calc R . . C14 C 1.1808(9) 0.5873(7) 0.0628(5) 0.084(2) Uani 1 1 d . . . H14A H 1.2609 0.5272 0.0610 0.100 Uiso 1 1 calc R . . C15 C 1.1117(9) 0.6351(7) -0.0104(4) 0.082(3) Uani 1 1 d . . . C16 C 0.9962(9) 0.7187(9) -0.0058(4) 0.085(3) Uani 1 1 d . . . H16A H 0.9467 0.7501 -0.0559 0.102 Uiso 1 1 calc R . . C17 C 0.9474(7) 0.7605(8) 0.0719(3) 0.0652(16) Uani 1 1 d . . . H17A H 0.8673 0.8207 0.0736 0.078 Uiso 1 1 calc R . . C18 C 1.1571(15) 0.5893(10) -0.0955(7) 0.130(5) Uani 1 1 d . . . C19 C 0.6422(5) 0.3760(5) 0.3712(3) 0.0443(10) Uani 1 1 d . . . C20 C 0.5373(5) 0.2841(5) 0.4153(3) 0.0394(9) Uani 1 1 d . . . C21 C 0.4912(6) 0.1769(5) 0.3787(3) 0.0512(12) Uani 1 1 d . . . H21A H 0.5295 0.1575 0.3258 0.061 Uiso 1 1 calc R . . C22 C 0.3904(6) 0.0985(5) 0.4182(3) 0.0533(12) Uani 1 1 d . . . H22A H 0.3592 0.0270 0.3920 0.064 Uiso 1 1 calc R . . C23 C 0.3353(5) 0.1244(5) 0.4964(3) 0.0453(10) Uani 1 1 d . . . C24 C 0.3806(6) 0.2299(6) 0.5351(3) 0.0526(12) Uani 1 1 d . . . H24A H 0.3426 0.2484 0.5883 0.063 Uiso 1 1 calc R . . C25 C 0.4828(6) 0.3082(5) 0.4945(3) 0.0487(11) Uani 1 1 d . . . H25A H 0.5155 0.3785 0.5212 0.058 Uiso 1 1 calc R . . C26 C 0.2275(6) 0.0447(6) 0.5376(3) 0.0545(12) Uani 1 1 d . . . N5 N 0.1409(6) -0.0150(6) 0.5711(4) 0.0774(16) Uani 1 1 d . . . O5 O 0.7718(18) 0.7909(16) -0.2088(7) 0.131(5) Uani 0.50 1 d P . . O6 O 1.2172(10) 0.9630(10) 0.1662(6) 0.157(3) Uani 1 1 d . . . C27 C 1.2754(16) 0.9608(17) 0.0706(11) 0.168(6) Uani 1 1 d . . . O7 O 1.5009(16) 0.700(2) -0.0755(19) 0.196(11) Uani 0.50 1 d P . . C28 C 1.578(2) 0.7234(19) -0.0094(13) 0.106(6) Uani 0.50 1 d P . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0410(4) 0.0398(3) 0.0328(3) -0.0122(2) 0.0026(2) -0.0092(2) N1 0.0417(19) 0.042(2) 0.0361(18) -0.0106(14) 0.0011(15) -0.0065(15) N2 0.0411(19) 0.0411(19) 0.0308(16) -0.0107(14) -0.0041(14) -0.0063(15) N3 0.0364(18) 0.044(2) 0.0337(17) -0.0051(14) 0.0006(14) -0.0079(15) N4 0.0422(19) 0.0395(19) 0.0300(16) -0.0043(13) 0.0006(14) -0.0081(15) O1 0.318(13) 0.117(6) 0.090(5) -0.041(4) 0.110(7) -0.013(7) O2 0.239(9) 0.246(10) 0.082(4) -0.118(5) 0.107(5) -0.204(9) O3 0.070(2) 0.061(2) 0.065(2) -0.0249(19) 0.0140(19) -0.030(2) O4 0.060(2) 0.052(2) 0.0480(18) -0.0127(15) 0.0171(16) -0.0147(16) C1 0.055(3) 0.064(3) 0.054(3) -0.021(2) -0.011(2) -0.015(2) C2 0.041(2) 0.056(3) 0.038(2) -0.0184(19) -0.0043(18) -0.0062(19) C3 0.054(3) 0.064(3) 0.051(3) -0.011(2) -0.017(2) 0.002(2) C4 0.049(3) 0.049(3) 0.049(3) -0.006(2) -0.005(2) 0.002(2) C5 0.084(4) 0.044(3) 0.075(4) -0.003(3) -0.017(3) 0.004(3) C6 0.072(4) 0.042(3) 0.065(3) -0.009(2) 0.009(3) -0.009(2) C7 0.053(3) 0.045(2) 0.035(2) -0.0051(17) 0.0024(19) -0.003(2) C8 0.052(3) 0.055(3) 0.055(3) -0.006(2) 0.001(2) 0.008(2) C9 0.042(2) 0.056(3) 0.042(2) -0.006(2) 0.0009(19) -0.004(2) C10 0.040(3) 0.072(4) 0.083(4) -0.012(3) -0.005(3) -0.006(2) C11 0.038(2) 0.042(2) 0.0281(18) -0.0064(15) 0.0017(15) -0.0102(17) C12 0.046(2) 0.053(3) 0.032(2) -0.0135(18) 0.0094(17) -0.023(2) C13 0.063(3) 0.060(3) 0.055(3) -0.019(2) 0.027(3) -0.021(3) C14 0.117(6) 0.060(4) 0.080(5) -0.030(3) 0.066(4) -0.032(4) C15 0.116(6) 0.083(4) 0.062(4) -0.042(3) 0.059(4) -0.065(4) C16 0.102(5) 0.132(7) 0.031(3) -0.018(3) 0.013(3) -0.069(5) C17 0.066(3) 0.101(5) 0.033(2) -0.015(3) 0.007(2) -0.026(3) C18 0.217(12) 0.102(6) 0.096(7) -0.063(5) 0.114(8) -0.114(8) C19 0.044(2) 0.042(2) 0.046(2) -0.0072(19) 0.0057(19) -0.0018(19) C20 0.040(2) 0.039(2) 0.039(2) -0.0056(17) 0.0015(17) -0.0014(17) C21 0.059(3) 0.053(3) 0.045(2) -0.016(2) 0.013(2) -0.012(2) C22 0.062(3) 0.051(3) 0.051(3) -0.017(2) 0.005(2) -0.015(2) C23 0.044(2) 0.044(2) 0.045(2) 0.0036(19) -0.0016(19) -0.0065(19) C24 0.066(3) 0.054(3) 0.038(2) -0.005(2) 0.008(2) -0.009(2) C25 0.059(3) 0.048(3) 0.041(2) -0.0104(19) 0.005(2) -0.014(2) C26 0.057(3) 0.054(3) 0.050(3) 0.003(2) 0.002(2) -0.008(2) N5 0.073(3) 0.083(4) 0.074(3) 0.007(3) 0.012(3) -0.028(3) O5 0.200(15) 0.145(12) 0.052(6) -0.004(6) -0.036(7) -0.038(11) O6 0.174(8) 0.156(7) 0.139(7) 0.027(5) 0.004(6) -0.078(6) C27 0.175(13) 0.164(14) 0.168(13) -0.047(10) -0.031(11) 0.023(11) O7 0.093(11) 0.155(17) 0.33(3) 0.027(17) -0.046(15) -0.042(11) C28 0.122(15) 0.075(11) 0.109(13) 0.010(9) 0.000(11) 0.019(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O4 1.953(3) . ? Co1 N1 2.033(4) . ? Co1 O2 2.035(7) 2_765 ? Co1 N3 2.044(4) . ? N1 C4 1.327(6) . ? N1 N2 1.374(5) . ? N2 C2 1.361(5) . ? N2 C11 1.448(5) . ? N3 C9 1.329(6) . ? N3 N4 1.367(5) . ? N4 C7 1.344(6) . ? N4 C11 1.457(6) . ? O1 C18 1.307(18) . ? O2 C18 1.169(18) . ? O2 Co1 2.035(7) 2_765 ? O3 C19 1.226(6) . ? O4 C19 1.278(6) . ? C1 C2 1.486(7) . ? C2 C3 1.368(8) . ? C3 C4 1.411(7) . ? C4 C5 1.489(8) . ? C6 C7 1.490(7) . ? C7 C8 1.376(7) . ? C8 C9 1.392(8) . ? C9 C10 1.488(7) . ? C11 C12 1.524(6) . ? C12 C13 1.355(8) . ? C12 C17 1.365(8) . ? C13 C14 1.380(8) . ? C14 C15 1.359(12) . ? C15 C16 1.340(12) . ? C15 C18 1.517(9) . ? C16 C17 1.403(8) . ? C19 C20 1.504(6) . ? C20 C21 1.383(7) . ? C20 C25 1.384(6) . ? C21 C22 1.373(7) . ? C22 C23 1.376(7) . ? C23 C24 1.385(7) . ? C23 C26 1.440(7) . ? C24 C25 1.388(7) . ? C26 N5 1.137(7) . ? O6 C27 1.594(17) . ? O7 C28 1.36(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O4 Co1 N1 120.67(16) . . ? O4 Co1 O2 100.51(18) . 2_765 ? N1 Co1 O2 98.6(3) . 2_765 ? O4 Co1 N3 116.46(15) . . ? N1 Co1 N3 90.48(15) . . ? O2 Co1 N3 130.1(3) 2_765 . ? C4 N1 N2 105.8(4) . . ? C4 N1 Co1 132.3(3) . . ? N2 N1 Co1 120.4(3) . . ? C2 N2 N1 111.2(4) . . ? C2 N2 C11 128.7(4) . . ? N1 N2 C11 119.3(3) . . ? C9 N3 N4 106.0(4) . . ? C9 N3 Co1 132.2(3) . . ? N4 N3 Co1 121.8(3) . . ? C7 N4 N3 111.5(4) . . ? C7 N4 C11 128.5(4) . . ? N3 N4 C11 119.2(4) . . ? C18 O2 Co1 103.1(9) . 2_765 ? C19 O4 Co1 111.8(3) . . ? N2 C2 C3 106.5(4) . . ? N2 C2 C1 123.4(5) . . ? C3 C2 C1 130.1(4) . . ? C2 C3 C4 106.4(4) . . ? N1 C4 C3 110.1(5) . . ? N1 C4 C5 119.7(5) . . ? C3 C4 C5 130.2(5) . . ? N4 C7 C8 105.9(4) . . ? N4 C7 C6 122.8(5) . . ? C8 C7 C6 131.3(5) . . ? C7 C8 C9 107.1(4) . . ? N3 C9 C8 109.5(4) . . ? N3 C9 C10 121.1(5) . . ? C8 C9 C10 129.4(5) . . ? N2 C11 N4 110.4(3) . . ? N2 C11 C12 111.7(4) . . ? N4 C11 C12 111.9(3) . . ? C13 C12 C17 118.5(5) . . ? C13 C12 C11 121.4(4) . . ? C17 C12 C11 120.0(5) . . ? C12 C13 C14 121.7(7) . . ? C15 C14 C13 120.1(7) . . ? C16 C15 C14 118.7(5) . . ? C16 C15 C18 119.5(10) . . ? C14 C15 C18 121.6(10) . . ? C15 C16 C17 121.7(7) . . ? C12 C17 C16 119.2(7) . . ? O2 C18 O1 122.5(8) . . ? O2 C18 C15 121.9(13) . . ? O1 C18 C15 115.6(13) . . ? O3 C19 O4 123.6(4) . . ? O3 C19 C20 120.1(4) . . ? O4 C19 C20 116.4(4) . . ? C21 C20 C25 118.5(4) . . ? C21 C20 C19 122.2(4) . . ? C25 C20 C19 119.3(4) . . ? C22 C21 C20 121.2(4) . . ? C21 C22 C23 120.0(5) . . ? C22 C23 C24 120.2(4) . . ? C22 C23 C26 120.4(5) . . ? C24 C23 C26 119.3(5) . . ? C23 C24 C25 119.2(4) . . ? C20 C25 C24 121.0(5) . . ? N5 C26 C23 178.0(7) . . ? _diffrn_measured_fraction_theta_max 0.958 _diffrn_reflns_theta_full 28.12 _diffrn_measured_fraction_theta_full 0.958 _refine_diff_density_max 1.438 _refine_diff_density_min -1.205 _refine_diff_density_rms 0.122