#------------------------------------------------------------------------------ #$Date: 2016-02-20 03:06:23 +0000 (Sat, 20 Feb 2016) $ #$Revision: 176774 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/51/2205157.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2205157 loop_ _publ_author_name 'Sun, Yu-Xi' _publ_section_title ;Bis[4-bromo-2-(pyridin-2-ylmethyliminomethyl)phenolato-\k^3^N,N',O]cobalt(III) nitrate ; _journal_issue 2 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first m335 _journal_page_last m337 _journal_paper_doi 10.1107/S1600536805001182 _journal_volume 61 _journal_year 2005 _chemical_formula_iupac '[Co (C13 H10 Br N2 O)2] N O3' _chemical_formula_moiety 'C26 H20 Br2 Co N4 O2 + , N O3 -' _chemical_formula_sum 'C26 H20 Br2 Co N5 O5' _chemical_formula_weight 701.22 _chemical_name_systematic ;Bis[4-bromo-2-(pyridin-2-ylmethyliminomethyl)phenolato-\k^3^N,N',O]cobalt(III) nitrate ; _space_group_IT_number 86 _symmetry_cell_setting tetragonal _symmetry_space_group_name_Hall '-P 4bc' _symmetry_space_group_name_H-M 'P 42/n :2' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL97 _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 8 _cell_length_a 17.6100(10) _cell_length_b 17.6100(10) _cell_length_c 17.2060(10) _cell_measurement_reflns_used 6091 _cell_measurement_temperature 295(2) _cell_measurement_theta_max 23.982 _cell_measurement_theta_min 2.313 _cell_volume 5335.8(5) _computing_cell_refinement SMART _computing_data_collection 'SMART (Bruker, 2002)' _computing_data_reduction 'SAINT (Bruker, 2002)' _computing_molecular_graphics 'SHELXTL (Bruker, 2002)' _computing_publication_material SHELXTL _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 295(2) _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_device_type 'Bruker SMART CCD area-detector' _diffrn_measurement_method '\f and \w' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0438 _diffrn_reflns_av_sigmaI/netI 0.0266 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_number 60680 _diffrn_reflns_theta_full 27.50 _diffrn_reflns_theta_max 27.50 _diffrn_reflns_theta_min 1.64 _diffrn_standards_decay_% 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 3.685 _exptl_absorpt_correction_T_max 0.515 _exptl_absorpt_correction_T_min 0.393 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_crystal_colour brown _exptl_crystal_density_diffrn 1.746 _exptl_crystal_density_meas ? _exptl_crystal_density_method . _exptl_crystal_description block _exptl_crystal_F_000 2784 _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.18 _refine_diff_density_max 0.782 _refine_diff_density_min -0.393 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 352 _refine_ls_number_reflns 6123 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.033 _refine_ls_R_factor_all 0.0667 _refine_ls_R_factor_gt 0.0392 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0459P)^2^+4.6927P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0902 _refine_ls_wR_factor_ref 0.1045 _reflns_number_gt 4296 _reflns_number_total 6123 _reflns_threshold_expression I>2\s(I) _cod_data_source_file su6156.cif _cod_data_source_block I _cod_original_cell_volume 5336.0(5) _cod_original_sg_symbol_H-M 'P 42/n' _cod_database_code 2205157 _cod_database_fobs_code 2205157 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z' '-y, x+1/2, z+1/2' 'y+1/2, -x, z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z' 'y, -x-1/2, -z-1/2' '-y-1/2, x, -z-1/2' loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_type_symbol Co1 0.82496(2) 0.00805(2) 0.23972(2) 0.03688(11) Uani d . 1 Co Br1 0.85340(2) -0.09042(2) -0.17142(2) 0.06247(13) Uani d . 1 Br Br2 0.82237(3) -0.14025(3) 0.63260(2) 0.08018(16) Uani d . 1 Br N1 0.74017(14) -0.00878(15) 0.17427(14) 0.0397(6) Uani d . 1 N N2 0.75121(14) 0.06502(14) 0.30132(15) 0.0405(6) Uani d . 1 N N3 0.90744(14) 0.02334(14) 0.30854(15) 0.0385(6) Uani d . 1 N N4 0.86023(14) 0.10333(15) 0.19422(15) 0.0415(6) Uani d . 1 N N5 0.6500(2) 0.08904(19) 0.0017(2) 0.0626(9) Uani d . 1 N O1 0.89300(12) -0.04473(13) 0.17300(13) 0.0462(5) Uani d . 1 O O2 0.79632(13) -0.08270(12) 0.28953(13) 0.0474(5) Uani d . 1 O O3 0.6046(3) 0.0795(3) 0.0521(3) 0.156(2) Uani d . 1 O O4 0.6979(2) 0.1379(2) 0.0079(2) 0.1117(13) Uani d . 1 O O5 0.6507(3) 0.0502(2) -0.0553(3) 0.1287(17) Uani d . 1 O C1 0.88128(17) -0.05343(17) 0.09860(18) 0.0404(7) Uani d . 1 C C2 0.94350(19) -0.0722(2) 0.0504(2) 0.0533(8) Uani d . 1 C H2 0.9914 -0.0770 0.0727 0.064 Uiso calc R 1 H C3 0.9357(2) -0.0836(2) -0.0274(2) 0.0559(9) Uani d . 1 C H3 0.9779 -0.0964 -0.0572 0.067 Uiso calc R 1 H C4 0.8648(2) -0.07611(19) -0.06245(19) 0.0472(8) Uani d . 1 C C5 0.80266(18) -0.05957(18) -0.01870(18) 0.0436(7) Uani d . 1 C H5 0.7552 -0.0561 -0.0422 0.052 Uiso calc R 1 H C6 0.80968(17) -0.04768(17) 0.06154(18) 0.0398(7) Uani d . 1 C C7 0.74138(17) -0.03265(17) 0.10415(18) 0.0404(7) Uani d . 1 C H7 0.6952 -0.0408 0.0793 0.049 Uiso calc R 1 H C8 0.66756(17) 0.0002(2) 0.21437(19) 0.0472(8) Uani d . 1 C H8A 0.6513 -0.0480 0.2361 0.057 Uiso calc R 1 H H8B 0.6290 0.0177 0.1783 0.057 Uiso calc R 1 H C9 0.67869(18) 0.05692(19) 0.27742(18) 0.0436(7) Uani d . 1 C C10 0.6212(2) 0.0990(2) 0.3094(2) 0.0570(9) Uani d . 1 C H10 0.5718 0.0936 0.2911 0.068 Uiso calc R 1 H C11 0.6363(2) 0.1490(2) 0.3682(2) 0.0654(11) Uani d . 1 C H11 0.5976 0.1779 0.3902 0.079 Uiso calc R 1 H C12 0.7099(2) 0.1556(2) 0.3939(2) 0.0634(10) Uani d . 1 C H12 0.7214 0.1882 0.4348 0.076 Uiso calc R 1 H C13 0.7663(2) 0.1140(2) 0.3591(2) 0.0520(8) Uani d . 1 C H13 0.8162 0.1199 0.3759 0.062 Uiso calc R 1 H C14 0.80403(17) -0.09252(17) 0.36387(19) 0.0406(7) Uani d . 1 C C15 0.75451(19) -0.14262(19) 0.4024(2) 0.0516(8) Uani d . 1 C H15 0.7173 -0.1678 0.3740 0.062 Uiso calc R 1 H C16 0.7597(2) -0.1552(2) 0.4808(2) 0.0555(9) Uani d . 1 C H16 0.7254 -0.1875 0.5051 0.067 Uiso calc R 1 H C17 0.8158(2) -0.1200(2) 0.5241(2) 0.0517(8) Uani d . 1 C C18 0.8662(2) -0.07200(19) 0.4899(2) 0.0485(8) Uani d . 1 C H18 0.9043 -0.0494 0.5194 0.058 Uiso calc R 1 H C19 0.86067(17) -0.05660(18) 0.41019(19) 0.0406(7) Uani d . 1 C C20 0.91502(18) -0.00592(18) 0.37599(18) 0.0424(7) Uani d . 1 C H20 0.9582 0.0063 0.4045 0.051 Uiso calc R 1 H C21 0.96561(18) 0.0738(2) 0.2772(2) 0.0481(8) Uani d . 1 C H21A 1.0044 0.0446 0.2507 0.058 Uiso calc R 1 H H21B 0.9895 0.1021 0.3190 0.058 Uiso calc R 1 H C22 0.92811(18) 0.12686(19) 0.22182(19) 0.0450(7) Uani d . 1 C C23 0.9596(2) 0.1950(2) 0.1988(2) 0.0592(9) Uani d . 1 C H23 1.0063 0.2106 0.2182 0.071 Uiso calc R 1 H C24 0.9208(3) 0.2393(2) 0.1468(3) 0.0712(12) Uani d . 1 C H24 0.9408 0.2857 0.1310 0.085 Uiso calc R 1 H C25 0.8523(2) 0.2150(2) 0.1183(3) 0.0674(11) Uani d . 1 C H25 0.8259 0.2443 0.0824 0.081 Uiso calc R 1 H C26 0.8231(2) 0.1468(2) 0.1434(2) 0.0547(9) Uani d . 1 C H26 0.7764 0.1306 0.1245 0.066 Uiso calc R 1 H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Co1 0.0326(2) 0.0395(2) 0.0386(2) -0.00190(17) -0.00526(17) -0.00084(17) Br1 0.0686(3) 0.0741(3) 0.0447(2) -0.00842(19) 0.00930(17) -0.00709(17) Br2 0.1017(4) 0.0880(3) 0.0508(2) 0.0113(3) 0.0160(2) 0.0146(2) N1 0.0317(13) 0.0479(15) 0.0394(14) 0.0010(11) -0.0046(10) -0.0025(11) N2 0.0401(14) 0.0411(14) 0.0404(14) -0.0034(11) -0.0018(11) -0.0001(11) N3 0.0335(13) 0.0415(14) 0.0407(14) -0.0044(11) -0.0051(11) -0.0010(11) N4 0.0407(14) 0.0420(14) 0.0420(14) 0.0011(11) 0.0008(11) 0.0015(11) N5 0.069(2) 0.0502(19) 0.068(2) 0.0141(17) -0.0231(18) 0.0060(17) O1 0.0377(12) 0.0520(13) 0.0490(13) 0.0065(10) -0.0084(10) -0.0058(10) O2 0.0499(13) 0.0409(12) 0.0513(14) -0.0099(10) -0.0119(11) 0.0023(10) O3 0.125(4) 0.191(5) 0.152(4) 0.064(3) 0.046(3) 0.096(4) O4 0.116(3) 0.078(2) 0.141(4) -0.014(2) -0.041(3) -0.007(2) O5 0.142(4) 0.107(3) 0.136(3) 0.050(3) -0.079(3) -0.059(3) C1 0.0411(17) 0.0363(16) 0.0437(18) 0.0006(13) -0.0016(13) -0.0021(13) C2 0.0376(17) 0.062(2) 0.061(2) 0.0011(15) -0.0004(16) -0.0051(18) C3 0.0447(19) 0.063(2) 0.060(2) -0.0010(16) 0.0137(17) -0.0090(18) C4 0.053(2) 0.0462(18) 0.0421(18) -0.0057(15) 0.0043(15) -0.0012(14) C5 0.0428(17) 0.0443(18) 0.0439(18) -0.0014(14) -0.0041(14) -0.0032(14) C6 0.0383(16) 0.0372(16) 0.0438(17) -0.0010(12) -0.0025(13) -0.0016(13) C7 0.0355(16) 0.0425(17) 0.0432(17) -0.0018(13) -0.0078(13) -0.0020(14) C8 0.0341(16) 0.063(2) 0.0445(18) -0.0039(15) -0.0008(14) -0.0055(15) C9 0.0387(17) 0.0496(18) 0.0424(17) 0.0003(14) 0.0018(13) 0.0021(14) C10 0.0436(19) 0.065(2) 0.062(2) 0.0034(17) 0.0054(17) -0.0043(19) C11 0.056(2) 0.062(2) 0.078(3) 0.0072(19) 0.015(2) -0.016(2) C12 0.069(3) 0.055(2) 0.066(2) -0.0025(19) 0.006(2) -0.0186(19) C13 0.052(2) 0.051(2) 0.053(2) -0.0072(16) -0.0013(16) -0.0082(16) C14 0.0376(16) 0.0366(16) 0.0475(18) 0.0034(13) -0.0027(14) 0.0021(13) C15 0.0476(19) 0.0449(19) 0.062(2) -0.0043(15) 0.0004(16) 0.0034(16) C16 0.052(2) 0.0428(19) 0.071(2) 0.0023(16) 0.0142(18) 0.0097(17) C17 0.058(2) 0.0489(19) 0.0480(19) 0.0124(17) 0.0076(16) 0.0054(16) C18 0.051(2) 0.0469(19) 0.0479(19) 0.0048(15) -0.0008(15) -0.0009(15) C19 0.0364(16) 0.0406(16) 0.0449(18) 0.0028(13) -0.0024(13) 0.0024(13) C20 0.0366(16) 0.0454(18) 0.0453(18) 0.0000(13) -0.0093(13) -0.0029(14) C21 0.0358(16) 0.057(2) 0.0512(19) -0.0104(15) -0.0020(14) 0.0041(16) C22 0.0433(18) 0.0466(18) 0.0450(18) -0.0031(14) 0.0040(14) -0.0015(14) C23 0.053(2) 0.053(2) 0.071(2) -0.0089(17) 0.0061(19) 0.0028(19) C24 0.077(3) 0.050(2) 0.087(3) -0.009(2) 0.010(2) 0.014(2) C25 0.073(3) 0.058(2) 0.071(3) 0.006(2) 0.001(2) 0.021(2) C26 0.057(2) 0.053(2) 0.054(2) 0.0035(17) -0.0040(17) 0.0069(17) 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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag O2 Co1 N3 92.38(10) y O2 Co1 N1 85.79(10) y N3 Co1 N1 177.71(11) y O2 Co1 O1 91.65(10) y N3 Co1 O1 87.92(10) y N1 Co1 O1 93.51(10) y O2 Co1 N4 175.72(10) y N3 Co1 N4 83.37(11) y N1 Co1 N4 98.45(11) y O1 Co1 N4 88.71(10) y O2 Co1 N2 90.62(10) y N3 Co1 N2 95.61(11) y N1 Co1 N2 83.04(11) y O1 Co1 N2 175.73(10) y N4 Co1 N2 89.30(11) y C7 N1 C8 119.7(3) ? C7 N1 Co1 126.9(2) ? C8 N1 Co1 113.09(19) ? C13 N2 C9 118.8(3) ? C13 N2 Co1 126.9(2) ? C9 N2 Co1 114.2(2) ? C20 N3 C21 120.5(3) ? C20 N3 Co1 126.3(2) ? C21 N3 Co1 113.2(2) ? C26 N4 C22 119.2(3) ? C26 N4 Co1 126.9(2) ? C22 N4 Co1 113.8(2) ? O3 N5 O5 121.5(5) ? O3 N5 O4 120.3(5) ? O5 N5 O4 118.1(5) ? C1 O1 Co1 123.34(19) ? C14 O2 Co1 122.27(19) ? O1 C1 C2 118.7(3) ? O1 C1 C6 125.0(3) ? C2 C1 C6 116.3(3) ? C3 C2 C1 122.3(3) ? C3 C2 H2 118.9 ? C1 C2 H2 118.9 ? C2 C3 C4 120.2(3) ? C2 C3 H3 119.9 ? C4 C3 H3 119.9 ? C5 C4 C3 120.1(3) ? C5 C4 Br1 119.3(3) ? C3 C4 Br1 120.6(3) ? C4 C5 C6 120.4(3) ? C4 C5 H5 119.8 ? C6 C5 H5 119.8 ? C5 C6 C1 120.7(3) ? C5 C6 C7 117.2(3) ? C1 C6 C7 122.0(3) ? N1 C7 C6 123.9(3) ? N1 C7 H7 118.1 ? C6 C7 H7 118.1 ? N1 C8 C9 107.5(3) ? N1 C8 H8A 110.2 ? C9 C8 H8A 110.2 ? N1 C8 H8B 110.2 ? C9 C8 H8B 110.2 ? H8A C8 H8B 108.5 ? N2 C9 C10 121.3(3) ? N2 C9 C8 114.7(3) ? C10 C9 C8 124.0(3) ? C11 C10 C9 120.2(4) ? C11 C10 H10 119.9 ? C9 C10 H10 119.9 ? C10 C11 C12 118.4(3) ? C10 C11 H11 120.8 ? C12 C11 H11 120.8 ? C13 C12 C11 119.8(4) ? C13 C12 H12 120.1 ? C11 C12 H12 120.1 ? N2 C13 C12 121.5(3) ? N2 C13 H13 119.2 ? C12 C13 H13 119.2 ? O2 C14 C15 118.9(3) ? O2 C14 C19 124.4(3) ? C15 C14 C19 116.7(3) ? C16 C15 C14 121.6(3) ? C16 C15 H15 119.2 ? C14 C15 H15 119.2 ? C15 C16 C17 120.4(3) ? C15 C16 H16 119.8 ? C17 C16 H16 119.8 ? C18 C17 C16 120.8(3) ? C18 C17 Br2 120.1(3) ? C16 C17 Br2 119.1(3) ? C17 C18 C19 119.9(3) ? C17 C18 H18 120.1 ? C19 C18 H18 120.1 ? C18 C19 C14 120.7(3) ? C18 C19 C20 118.4(3) ? C14 C19 C20 120.9(3) ? N3 C20 C19 123.6(3) ? N3 C20 H20 118.2 ? C19 C20 H20 118.2 ? N3 C21 C22 107.9(3) ? N3 C21 H21A 110.1 ? C22 C21 H21A 110.1 ? N3 C21 H21B 110.1 ? C22 C21 H21B 110.1 ? H21A C21 H21B 108.4 ? N4 C22 C23 121.4(3) ? N4 C22 C21 115.2(3) ? C23 C22 C21 123.4(3) ? C24 C23 C22 118.9(4) ? C24 C23 H23 120.6 ? C22 C23 H23 120.6 ? C23 C24 C25 119.6(4) ? C23 C24 H24 120.2 ? C25 C24 H24 120.2 ? C24 C25 C26 119.3(4) ? C24 C25 H25 120.3 ? C26 C25 H25 120.3 ? N4 C26 C25 121.6(4) ? N4 C26 H26 119.2 ? C25 C26 H26 119.2 ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag Co1 O2 1.882(2) y Co1 N3 1.893(2) y Co1 N1 1.894(2) y Co1 O1 1.902(2) y Co1 N4 1.953(3) y Co1 N2 1.954(3) y Br1 C4 1.902(3) ? Br2 C17 1.905(4) ? N1 C7 1.278(4) ? N1 C8 1.462(4) ? N2 C13 1.343(4) ? N2 C9 1.349(4) ? N3 C20 1.277(4) ? N3 C21 1.460(4) ? N4 C26 1.333(4) ? N4 C22 1.351(4) ? N5 O3 1.192(5) ? N5 O5 1.195(5) ? N5 O4 1.210(5) ? O1 C1 1.306(4) ? O2 C14 1.298(4) ? C1 C2 1.413(4) ? C1 C6 1.417(4) ? C2 C3 1.360(5) ? C2 H2 0.9300 ? C3 C4 1.394(5) ? C3 H3 0.9300 ? C4 C5 1.360(5) ? C5 C6 1.402(4) ? C5 H5 0.9300 ? C6 C7 1.433(4) ? C7 H7 0.9300 ? C8 C9 1.488(5) ? C8 H8A 0.9700 ? C8 H8B 0.9700 ? C9 C10 1.371(5) ? C10 C11 1.366(5) ? C10 H10 0.9300 ? C11 C12 1.375(6) ? C11 H11 0.9300 ? C12 C13 1.373(5) ? C12 H12 0.9300 ? C13 H13 0.9300 ? C14 C15 1.407(4) ? C14 C19 1.425(4) ? C15 C16 1.370(5) ? C15 H15 0.9300 ? C16 C17 1.384(5) ? C16 H16 0.9300 ? C17 C18 1.359(5) ? C18 C19 1.402(5) ? C18 H18 0.9300 ? C19 C20 1.435(4) ? C20 H20 0.9300 ? C21 C22 1.489(5) ? C21 H21A 0.9700 ? C21 H21B 0.9700 ? C22 C23 1.381(5) ? C23 C24 1.369(6) ? C23 H23 0.9300 ? C24 C25 1.371(6) ? C24 H24 0.9300 ? C25 C26 1.376(5) ? C25 H25 0.9300 ? C26 H26 0.9300 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag C8 H8B O3 . 0.97 2.47 3.313(6) 146 yes C13 H13 N3 . 0.93 2.61 3.080(4) 112 ? C21 H21B O5 3_645 0.97 2.43 3.197(6) 136 yes C25 H25 O4 2_655 0.93 2.47 3.332(5) 153 yes C26 H26 O4 . 0.93 2.44 3.213(5) 141 yes loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion O2 Co1 N1 C7 -104.4(3) O1 Co1 N1 C7 -13.0(3) N4 Co1 N1 C7 76.2(3) N2 Co1 N1 C7 164.4(3) O2 Co1 N1 C8 69.0(2) O1 Co1 N1 C8 160.4(2) N4 Co1 N1 C8 -110.4(2) N2 Co1 N1 C8 -22.2(2) O2 Co1 N2 C13 108.6(3) N3 Co1 N2 C13 16.1(3) N1 Co1 N2 C13 -165.7(3) N4 Co1 N2 C13 -67.2(3) O2 Co1 N2 C9 -76.8(2) N3 Co1 N2 C9 -169.2(2) N1 Co1 N2 C9 8.9(2) N4 Co1 N2 C9 107.5(2) O2 Co1 N3 C20 -20.8(3) O1 Co1 N3 C20 -112.4(3) N4 Co1 N3 C20 158.7(3) N2 Co1 N3 C20 70.0(3) O2 Co1 N3 C21 159.0(2) O1 Co1 N3 C21 67.4(2) N4 Co1 N3 C21 -21.5(2) N2 Co1 N3 C21 -110.2(2) N3 Co1 N4 C26 -166.9(3) N1 Co1 N4 C26 11.6(3) O1 Co1 N4 C26 105.0(3) N2 Co1 N4 C26 -71.2(3) N3 Co1 N4 C22 9.8(2) N1 Co1 N4 C22 -171.6(2) O1 Co1 N4 C22 -78.3(2) N2 Co1 N4 C22 105.5(2) O2 Co1 O1 C1 110.2(2) N3 Co1 O1 C1 -157.5(2) N1 Co1 O1 C1 24.3(2) N4 Co1 O1 C1 -74.0(2) N3 Co1 O2 C14 34.1(2) N1 Co1 O2 C14 -144.6(2) O1 Co1 O2 C14 122.0(2) N2 Co1 O2 C14 -61.6(2) Co1 O1 C1 C2 161.0(2) Co1 O1 C1 C6 -20.9(4) O1 C1 C2 C3 178.8(3) C6 C1 C2 C3 0.6(5) C1 C2 C3 C4 0.6(6) C2 C3 C4 C5 -1.9(5) C2 C3 C4 Br1 179.1(3) C3 C4 C5 C6 1.9(5) Br1 C4 C5 C6 -179.1(2) C4 C5 C6 C1 -0.7(5) C4 C5 C6 C7 -178.2(3) O1 C1 C6 C5 -178.7(3) C2 C1 C6 C5 -0.6(4) O1 C1 C6 C7 -1.2(5) C2 C1 C6 C7 176.9(3) C8 N1 C7 C6 -176.1(3) Co1 N1 C7 C6 -3.0(5) C5 C6 C7 N1 -168.2(3) C1 C6 C7 N1 14.3(5) C7 N1 C8 C9 -156.2(3) Co1 N1 C8 C9 29.8(3) C13 N2 C9 C10 1.8(5) Co1 N2 C9 C10 -173.3(3) C13 N2 C9 C8 -178.7(3) Co1 N2 C9 C8 6.1(3) N1 C8 C9 N2 -22.8(4) N1 C8 C9 C10 156.7(3) N2 C9 C10 C11 -1.8(6) C8 C9 C10 C11 178.9(4) C9 C10 C11 C12 -0.1(6) C10 C11 C12 C13 1.8(6) C9 N2 C13 C12 -0.1(5) Co1 N2 C13 C12 174.4(3) C11 C12 C13 N2 -1.8(6) Co1 O2 C14 C15 152.3(2) Co1 O2 C14 C19 -28.7(4) O2 C14 C15 C16 -179.8(3) C19 C14 C15 C16 1.1(5) C14 C15 C16 C17 -1.7(5) C15 C16 C17 C18 0.5(5) C15 C16 C17 Br2 -178.9(3) C16 C17 C18 C19 1.3(5) Br2 C17 C18 C19 -179.3(2) C17 C18 C19 C14 -1.9(5) C17 C18 C19 C20 -179.8(3) O2 C14 C19 C18 -178.3(3) C15 C14 C19 C18 0.7(4) O2 C14 C19 C20 -0.5(5) C15 C14 C19 C20 178.5(3) C21 N3 C20 C19 -179.3(3) Co1 N3 C20 C19 0.5(5) C18 C19 C20 N3 -166.3(3) C14 C19 C20 N3 15.9(5) C20 N3 C21 C22 -152.2(3) Co1 N3 C21 C22 27.9(3) C26 N4 C22 C23 0.3(5) Co1 N4 C22 C23 -176.7(3) C26 N4 C22 C21 -179.1(3) Co1 N4 C22 C21 3.9(4) N3 C21 C22 N4 -20.2(4) N3 C21 C22 C23 160.5(3) N4 C22 C23 C24 -0.1(6) C21 C22 C23 C24 179.3(4) C22 C23 C24 C25 -0.6(6) C23 C24 C25 C26 1.0(7) C22 N4 C26 C25 0.1(5) Co1 N4 C26 C25 176.7(3) C24 C25 C26 N4 -0.7(6)