# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 data_Rodriguez_Dieguez _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _publ_section_title ; Novel Metal-Organic Frameworks Based on 5-BromoNicotinic Acid: Multifunctional Materials and Potential H2 Separators. ; _publ_contact_author_name 'Antonio Rodriquez-Dieguez' _publ_contact_author_address ; Departamento de Qu\'imica Inorg\'anica, Facultad de Ciencias, c/ Severo Ochoa s/n, 18071 Granada, Spain ; _publ_contact_author_email antonio5@ugr.es _publ_contact_author_phone '34 958 243236' _publ_contact_author_fax '34 958 248526' loop_ _publ_author_name _publ_author_address A.J.Calahorro ; Departamento de Qu\'imica Inorg\'anica, Facultad de Ciencias, c/ Severo Ochoa s/n, 18071 Granada, Spain ; M.E.Lopez-Viseras ; Departamento de Qu\'imica Inorg\'anica, Facultad de Ciencias, c/ Severo Ochoa s/n, 18071 Granada, Spain ; A.Salinas-Castillo ; Departamento de Qu\'imica Anal\'itica, Facultad de Ciencias, c/ Severo Ochoa s/n, 18071 Granada, Spain ; ; D.Fairen-Jimenez ; ; Institute for Materials and Processes, School of Engineering, The University of Edimburgh, United Kingdom ; E.Colacio ; Departamento de Qu\'imica Inorg\'anica, Facultad de Ciencias, c/ Severo Ochoa s/n, 18071 Granada, Spain ; A.Rodriquez-Dieguez ; Departamento de Qu\'imica Inorg\'anica, Facultad de Ciencias, c/ Severo Ochoa s/n, 18071 Granada, Spain ; data_Compound1 _database_code_depnum_ccdc_archive 'CCDC 869626' #TrackingRef '- July_Rodriguez_Dieguez.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H6 Br2 Cd N2 O4' _chemical_formula_weight 514.41 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' Cd Cd -0.8075 1.2024 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 11.2814(12) _cell_length_b 9.9474(11) _cell_length_c 13.2863(15) _cell_angle_alpha 90.00 _cell_angle_beta 108.7840(10) _cell_angle_gamma 90.00 _cell_volume 1411.6(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2039 _cell_measurement_theta_min 2.61 _cell_measurement_theta_max 25.99 _exptl_crystal_description Prismatic _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.421 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 968 _exptl_absorpt_coefficient_mu 7.223 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.578 _exptl_absorpt_correction_T_max 0.746 _exptl_absorpt_process_details 'Bruker SADABS (Bruker, 1999)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Axs APEX automatic diffractometer' _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 7332 _diffrn_reflns_av_R_equivalents 0.0341 _diffrn_reflns_av_sigmaI/netI 0.0395 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.07 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2474 _reflns_number_gt 2019 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker smart' _computing_cell_refinement 'Bruker smart' _computing_data_reduction 'Bruker smart' _computing_structure_solution 'SHELXL-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0394P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2474 _refine_ls_number_parameters 190 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0423 _refine_ls_R_factor_gt 0.0323 _refine_ls_wR_factor_ref 0.0772 _refine_ls_wR_factor_gt 0.0723 _refine_ls_goodness_of_fit_ref 1.021 _refine_ls_restrained_S_all 1.021 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cd1 Cd 0.58518(3) 0.38010(3) 0.39674(3) 0.02845(13) Uani 1 1 d . . . Br5A Br 1.03152(5) 0.65227(7) 0.70089(5) 0.05144(19) Uani 1 1 d . . . Br5B Br 0.27586(5) -0.00962(5) 0.54900(4) 0.04585(18) Uani 1 1 d . . . C2A C 0.7710(4) 0.6070(5) 0.3577(4) 0.0315(12) Uani 1 1 d . . . H2A H 0.7170 0.5956 0.2887 0.038 Uiso 1 1 calc R . . C2V C 0.3251(4) 0.2297(5) 0.2707(4) 0.0328(12) Uani 1 1 d . . . H2V H 0.3384 0.2764 0.2146 0.039 Uiso 1 1 calc R . . C3A C 0.8668(4) 0.7014(5) 0.3753(4) 0.0315(11) Uani 1 1 d . . . C3B C 0.2193(4) 0.1478(4) 0.2493(4) 0.0281(11) Uani 1 1 d . . . C4A C 0.9460(4) 0.7204(5) 0.4779(4) 0.0358(12) Uani 1 1 d . . . H4A H 1.0094 0.7844 0.4931 0.043 Uiso 1 1 calc R . . C4B C 0.2006(5) 0.0791(4) 0.3337(4) 0.0300(11) Uani 1 1 d . . . H4B H 0.1300 0.0257 0.3234 0.036 Uiso 1 1 calc R . . C5A C 0.9276(5) 0.6409(5) 0.5573(4) 0.0351(12) Uani 1 1 d . . . C5B C 0.2879(5) 0.0914(5) 0.4327(4) 0.0313(11) Uani 1 1 d . . . C6A C 0.8305(5) 0.5495(5) 0.5336(4) 0.0353(12) Uani 1 1 d . . . H6A H 0.8187 0.4982 0.5882 0.042 Uiso 1 1 calc R . . C6B C 0.3902(5) 0.1746(5) 0.4466(4) 0.0375(12) Uani 1 1 d . . . H6B H 0.4490 0.1822 0.5140 0.045 Uiso 1 1 calc R . . C31A C 0.8834(5) 0.7778(5) 0.2829(5) 0.0365(13) Uani 1 1 d . . . C31B C 0.6315(5) 0.3668(4) 0.6378(4) 0.0290(11) Uani 1 1 d . . . N1A N 0.7526(4) 0.5326(4) 0.4341(3) 0.0324(9) Uani 1 1 d . . . N1B N 0.4074(4) 0.2440(4) 0.3669(3) 0.0341(10) Uani 1 1 d . . . O31A O 0.8210(3) 0.7394(3) 0.1915(3) 0.0436(9) Uani 1 1 d . . . O31B O 0.6645(3) 0.3108(4) 0.5665(3) 0.0368(8) Uani 1 1 d . . . O32A O 0.9584(3) 0.8742(3) 0.3012(3) 0.0447(10) Uani 1 1 d . . . O32B O 0.4660(3) 0.5680(4) 0.3771(3) 0.0483(10) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.0261(2) 0.0348(2) 0.0220(2) -0.00074(15) 0.00434(16) -0.00152(15) Br5A 0.0395(3) 0.0755(4) 0.0313(3) -0.0068(3) 0.0004(3) -0.0033(3) Br5B 0.0614(4) 0.0478(3) 0.0267(3) 0.0067(2) 0.0118(3) -0.0079(3) C2A 0.035(3) 0.036(3) 0.020(3) 0.000(2) 0.004(2) 0.001(2) C2V 0.034(3) 0.042(3) 0.022(3) 0.006(2) 0.008(2) -0.002(2) C3A 0.031(3) 0.031(3) 0.033(3) -0.002(2) 0.012(2) 0.003(2) C3B 0.028(3) 0.032(3) 0.022(3) -0.001(2) 0.007(2) -0.002(2) C4A 0.034(3) 0.038(3) 0.035(3) 0.001(2) 0.010(3) -0.006(2) C4B 0.033(3) 0.028(3) 0.029(3) -0.001(2) 0.010(2) -0.004(2) C5A 0.030(3) 0.043(3) 0.031(3) -0.004(2) 0.007(2) 0.002(2) C5B 0.038(3) 0.030(3) 0.025(3) 0.003(2) 0.009(2) -0.002(2) C6A 0.037(3) 0.044(3) 0.026(3) 0.003(2) 0.011(2) -0.005(2) C6B 0.034(3) 0.048(3) 0.025(3) 0.003(2) 0.001(2) 0.001(2) C31A 0.035(3) 0.035(3) 0.046(4) 0.008(3) 0.022(3) 0.010(2) C31B 0.032(3) 0.026(3) 0.025(3) 0.001(2) 0.005(2) -0.004(2) N1A 0.033(2) 0.036(2) 0.027(2) 0.0008(18) 0.009(2) -0.0041(18) N1B 0.030(2) 0.044(3) 0.023(2) 0.0049(19) 0.0014(19) -0.0078(19) O31A 0.052(2) 0.044(2) 0.034(2) -0.0012(17) 0.014(2) -0.0063(18) O31B 0.035(2) 0.049(2) 0.0222(19) -0.0015(16) 0.0042(16) 0.0011(16) O32A 0.048(2) 0.045(2) 0.045(2) -0.0001(18) 0.021(2) -0.0139(18) O32B 0.042(2) 0.051(2) 0.042(2) -0.0006(18) -0.0005(19) 0.0205(19) _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 Cd1 O31B 2.250(3) . ? Cd1 O32B 2.268(3) . ? Cd1 O31A 2.292(3) 2_645 ? Cd1 N1B 2.346(4) . ? Cd1 N1A 2.348(4) . ? Cd1 O32A 2.516(4) 2_645 ? Cd1 C31A 2.721(5) 2_645 ? Br5A C5A 1.894(5) . ? Br5B C5B 1.885(5) . ? C2A N1A 1.325(6) . ? C2A C3A 1.393(7) . ? C2V N1B 1.324(6) . ? C2V C3B 1.396(6) . ? C3A C4A 1.381(7) . ? C3A C31A 1.507(7) . ? C3B C4B 1.386(6) . ? C3B C31B 1.501(7) 4_565 ? C4A C5A 1.386(7) . ? C4B C5B 1.371(7) . ? C5A C6A 1.380(7) . ? C5B C6B 1.383(7) . ? C6A N1A 1.342(6) . ? C6B N1B 1.329(6) . ? C31A O32A 1.250(6) . ? C31A O31A 1.251(6) . ? C31A Cd1 2.721(5) 2_655 ? C31B O32B 1.236(6) 3_666 ? C31B O31B 1.255(6) . ? C31B C3B 1.501(7) 4_666 ? O31A Cd1 2.292(3) 2_655 ? O32A Cd1 2.516(4) 2_655 ? O32B C31B 1.236(6) 3_666 ? 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 O31B Cd1 O32B 113.40(13) . . ? O31B Cd1 O31A 103.05(13) . 2_645 ? O32B Cd1 O31A 143.01(14) . 2_645 ? O31B Cd1 N1B 92.00(13) . . ? O32B Cd1 N1B 90.76(14) . . ? O31A Cd1 N1B 94.12(14) 2_645 . ? O31B Cd1 N1A 87.29(13) . . ? O32B Cd1 N1A 84.20(14) . . ? O31A Cd1 N1A 91.70(13) 2_645 . ? N1B Cd1 N1A 174.14(14) . . ? O31B Cd1 O32A 157.16(12) . 2_645 ? O32B Cd1 O32A 89.42(12) . 2_645 ? O31A Cd1 O32A 54.41(12) 2_645 2_645 ? N1B Cd1 O32A 86.64(13) . 2_645 ? N1A Cd1 O32A 96.27(13) . 2_645 ? O31B Cd1 C31A 130.00(15) . 2_645 ? O32B Cd1 C31A 116.57(15) . 2_645 ? O31A Cd1 C31A 27.23(14) 2_645 2_645 ? N1B Cd1 C31A 88.96(14) . 2_645 ? N1A Cd1 C31A 95.95(14) . 2_645 ? O32A Cd1 C31A 27.26(13) 2_645 2_645 ? N1A C2A C3A 123.5(5) . . ? N1B C2V C3B 123.1(4) . . ? C4A C3A C2A 118.6(5) . . ? C4A C3A C31A 121.6(5) . . ? C2A C3A C31A 119.8(5) . . ? C4B C3B C2V 117.8(4) . . ? C4B C3B C31B 121.8(4) . 4_565 ? C2V C3B C31B 120.4(4) . 4_565 ? C3A C4A C5A 117.7(5) . . ? C5B C4B C3B 118.8(4) . . ? C6A C5A C4A 120.3(5) . . ? C6A C5A Br5A 117.2(4) . . ? C4A C5A Br5A 122.5(4) . . ? C4B C5B C6B 119.5(5) . . ? C4B C5B Br5B 121.3(4) . . ? C6B C5B Br5B 119.1(4) . . ? N1A C6A C5A 121.8(5) . . ? N1B C6B C5B 122.2(5) . . ? O32A C31A O31A 123.9(5) . . ? O32A C31A C3A 118.9(5) . . ? O31A C31A C3A 117.2(5) . . ? O32A C31A Cd1 67.2(3) . 2_655 ? O31A C31A Cd1 56.9(3) . 2_655 ? C3A C31A Cd1 171.6(4) . 2_655 ? O32B C31B O31B 125.2(5) 3_666 . ? O32B C31B C3B 118.7(4) 3_666 4_666 ? O31B C31B C3B 116.2(4) . 4_666 ? C2A N1A C6A 118.1(4) . . ? C2A N1A Cd1 120.8(3) . . ? C6A N1A Cd1 121.1(3) . . ? C2V N1B C6B 118.5(4) . . ? C2V N1B Cd1 121.4(3) . . ? C6B N1B Cd1 120.1(3) . . ? C31A O31A Cd1 95.8(3) . 2_655 ? C31B O31B Cd1 120.2(3) . . ? C31A O32A Cd1 85.5(3) . 2_655 ? C31B O32B Cd1 156.2(4) 3_666 . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.680 _refine_diff_density_min -0.505 _refine_diff_density_rms 0.117 data_Compound2 _database_code_depnum_ccdc_archive 'CCDC 869627' #TrackingRef '- July_Rodriguez_Dieguez.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H14 Br4 Co2 N4 O9' _chemical_formula_weight 939.89 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' Br Br -0.2901 2.4595 '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 Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 15.0926(18) _cell_length_b 16.9747(18) _cell_length_c 14.4400(16) _cell_angle_alpha 90.00 _cell_angle_beta 120.52(4) _cell_angle_gamma 90.00 _cell_volume 3186.9(15) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1255 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 18.29 _exptl_crystal_description Prismatic _exptl_crystal_colour Pink _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.959 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1808 _exptl_absorpt_coefficient_mu 6.109 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.650 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details 'Bruker SADABS (Bruker, 1999)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Axs APEX automatic diffractometer' _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 12736 _diffrn_reflns_av_R_equivalents 0.0964 _diffrn_reflns_av_sigmaI/netI 0.0683 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.97 _diffrn_reflns_theta_max 22.83 _reflns_number_total 2175 _reflns_number_gt 1579 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker smart' _computing_cell_refinement 'Bruker smart' _computing_data_reduction 'Bruker smart' _computing_structure_solution 'SHELXL-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.1467P)^2^+4.6859P] 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 2175 _refine_ls_number_parameters 195 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0923 _refine_ls_R_factor_gt 0.0669 _refine_ls_wR_factor_ref 0.2289 _refine_ls_wR_factor_gt 0.2040 _refine_ls_goodness_of_fit_ref 1.064 _refine_ls_restrained_S_all 1.064 _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 0.40962(11) 0.12337(9) 0.29240(11) 0.0291(5) Uani 1 1 d . . . Br5A Br 0.07480(10) -0.09838(10) 0.18372(10) 0.0586(6) Uani 1 1 d . . . Br5B Br 0.17375(14) 0.34769(12) 0.39262(12) 0.0869(8) Uani 1 1 d . . . O31A O 0.3322(5) -0.0812(5) 0.6332(6) 0.0346(18) Uani 1 1 d . . . O31B O 0.4906(5) 0.1759(4) 0.4508(6) 0.0332(18) Uani 1 1 d . . . O32B O 0.5909(6) 0.2632(5) 0.4278(6) 0.045(2) Uani 1 1 d . . . O32A O 0.4750(6) -0.0393(5) 0.6388(6) 0.0376(19) Uani 1 1 d . . . N1A N 0.3247(6) 0.0459(5) 0.3358(7) 0.031(2) Uani 1 1 d . . . N1B N 0.2876(7) 0.2078(5) 0.2461(7) 0.036(2) Uani 1 1 d . . . C2A C 0.3651(9) 0.0275(7) 0.4398(8) 0.034(3) Uani 1 1 d . . . H2A H 0.4247 0.0532 0.4902 0.040 Uiso 1 1 calc R . . C2B C 0.2208(9) 0.2202(7) 0.1414(8) 0.037(3) Uani 1 1 d . . . H2B H 0.2327 0.1960 0.0909 0.045 Uiso 1 1 calc R . . C3A C 0.3222(8) -0.0286(6) 0.4765(8) 0.029(2) Uani 1 1 d . . . C3B C 0.1346(9) 0.2678(6) 0.1052(8) 0.034(3) Uani 1 1 d . . . C4A C 0.2282(8) -0.0631(7) 0.3999(9) 0.038(3) Uani 1 1 d . . . H4A H 0.1929 -0.0968 0.4207 0.045 Uiso 1 1 calc R . . C4B C 0.1178(10) 0.3074(8) 0.1790(10) 0.051(3) Uani 1 1 d . . . H4B H 0.0621 0.3411 0.1573 0.061 Uiso 1 1 calc R . . C5A C 0.1904(8) -0.0452(7) 0.2932(8) 0.036(3) Uani 1 1 d . . . C5B C 0.1888(10) 0.2940(8) 0.2875(9) 0.048(3) Uani 1 1 d . . . C6A C 0.2385(9) 0.0100(7) 0.2643(9) 0.040(3) Uani 1 1 d . . . H6A H 0.2097 0.0227 0.1920 0.048 Uiso 1 1 calc R . . C6B C 0.2709(10) 0.2454(7) 0.3177(10) 0.043(3) Uani 1 1 d . . . H6B H 0.3170 0.2379 0.3906 0.052 Uiso 1 1 calc R . . C31A C 0.3812(9) -0.0514(6) 0.5928(9) 0.035(3) Uani 1 1 d . . . C31B C 0.5657(9) 0.2230(7) 0.4853(9) 0.033(3) Uani 1 1 d . . . O1 O 0.5000 0.1930(6) 0.2500 0.033(2) Uani 1 2 d S . . H1A H 0.4552 0.2266 0.1899 0.050 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0280(9) 0.0345(9) 0.0226(8) 0.0008(6) 0.0112(7) 0.0017(6) Br5A 0.0444(9) 0.0835(12) 0.0390(9) -0.0119(7) 0.0147(7) -0.0237(7) Br5B 0.1001(14) 0.1163(16) 0.0394(9) -0.0014(8) 0.0319(9) 0.0553(12) O31A 0.034(4) 0.048(5) 0.021(4) 0.008(3) 0.013(4) 0.001(4) O31B 0.027(4) 0.036(4) 0.029(4) -0.013(3) 0.009(3) -0.011(4) O32B 0.049(5) 0.049(5) 0.025(4) -0.001(4) 0.011(4) -0.010(4) O32A 0.022(5) 0.052(5) 0.030(4) 0.011(4) 0.007(4) 0.003(4) N1A 0.026(5) 0.039(6) 0.021(5) 0.004(4) 0.007(4) 0.002(4) N1B 0.034(5) 0.040(6) 0.028(5) 0.001(4) 0.012(5) 0.018(4) C2A 0.033(7) 0.034(7) 0.027(7) 0.002(5) 0.011(5) -0.001(5) C2B 0.043(7) 0.046(7) 0.021(6) 0.005(5) 0.015(6) 0.004(6) C3A 0.026(6) 0.031(6) 0.027(6) 0.002(5) 0.011(5) 0.002(5) C3B 0.035(7) 0.036(7) 0.022(6) -0.006(5) 0.008(5) 0.002(5) C4A 0.028(6) 0.048(7) 0.037(7) -0.008(6) 0.016(6) -0.009(5) C4B 0.052(8) 0.056(9) 0.038(8) 0.006(6) 0.019(7) 0.014(7) C5A 0.024(6) 0.055(8) 0.023(6) -0.006(5) 0.007(5) -0.008(5) C5B 0.046(8) 0.060(9) 0.036(7) 0.001(6) 0.020(6) 0.018(7) C6A 0.035(7) 0.047(8) 0.025(6) 0.011(6) 0.006(6) 0.007(6) C6B 0.043(8) 0.051(8) 0.029(7) 0.005(6) 0.014(6) 0.009(6) C31A 0.047(8) 0.030(6) 0.025(6) 0.007(5) 0.017(6) 0.008(6) C31B 0.035(7) 0.033(6) 0.023(6) -0.001(5) 0.010(5) 0.004(6) O1 0.033(6) 0.038(6) 0.024(6) 0.000 0.011(5) 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 O32A 2.073(8) 5_656 ? Co1 O31A 2.106(7) 6 ? Co1 O1 2.116(6) . ? Co1 N1A 2.140(9) . ? Co1 N1B 2.154(8) . ? Co1 O31B 2.163(7) . ? Br5A C5A 1.885(11) . ? Br5B C5B 1.881(12) . ? O31A C31A 1.258(13) . ? O31A Co1 2.106(7) 6_556 ? O31B C31B 1.264(13) . ? O32B C31B 1.272(13) . ? O32A C31A 1.238(13) . ? O32A Co1 2.073(8) 5_656 ? N1A C6A 1.329(14) . ? N1A C2A 1.340(13) . ? N1B C2B 1.342(13) . ? N1B C6B 1.343(14) . ? C2A C3A 1.397(15) . ? C2A H2A 0.9300 . ? C2B C3B 1.388(16) . ? C2B H2B 0.9300 . ? C3A C4A 1.409(15) . ? C3A C31A 1.498(15) . ? C3B C4B 1.387(16) . ? C3B C31B 1.509(15) 8_455 ? C4A C5A 1.378(15) . ? C4A H4A 0.9300 . ? C4B C5B 1.396(17) . ? C4B H4B 0.9300 . ? C5A C6A 1.375(15) . ? C5B C6B 1.363(17) . ? C6A H6A 0.9300 . ? C6B H6B 0.9300 . ? C31B C3B 1.509(15) 8_556 ? O1 Co1 2.116(6) 2_655 ? O1 H1A 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O32A Co1 O31A 98.9(3) 5_656 6 ? O32A Co1 O1 90.9(3) 5_656 . ? O31A Co1 O1 87.5(2) 6 . ? O32A Co1 N1A 85.3(3) 5_656 . ? O31A Co1 N1A 91.6(3) 6 . ? O1 Co1 N1A 175.9(3) . . ? O32A Co1 N1B 169.8(3) 5_656 . ? O31A Co1 N1B 88.5(3) 6 . ? O1 Co1 N1B 96.5(3) . . ? N1A Co1 N1B 87.4(3) . . ? O32A Co1 O31B 83.7(3) 5_656 . ? O31A Co1 O31B 175.3(3) 6 . ? O1 Co1 O31B 88.5(2) . . ? N1A Co1 O31B 92.5(3) . . ? N1B Co1 O31B 89.4(3) . . ? C31A O31A Co1 120.9(7) . 6_556 ? C31B O31B Co1 126.1(7) . . ? C31A O32A Co1 126.6(7) . 5_656 ? C6A N1A C2A 118.2(9) . . ? C6A N1A Co1 123.3(7) . . ? C2A N1A Co1 118.2(7) . . ? C2B N1B C6B 117.7(10) . . ? C2B N1B Co1 119.3(7) . . ? C6B N1B Co1 122.8(7) . . ? N1A C2A C3A 123.3(10) . . ? N1A C2A H2A 118.3 . . ? C3A C2A H2A 118.3 . . ? N1B C2B C3B 122.7(10) . . ? N1B C2B H2B 118.7 . . ? C3B C2B H2B 118.7 . . ? C2A C3A C4A 117.5(10) . . ? C2A C3A C31A 118.3(10) . . ? C4A C3A C31A 124.1(10) . . ? C4B C3B C2B 119.6(10) . . ? C4B C3B C31B 122.9(11) . 8_455 ? C2B C3B C31B 117.4(10) . 8_455 ? C5A C4A C3A 117.8(10) . . ? C5A C4A H4A 121.1 . . ? C3A C4A H4A 121.1 . . ? C3B C4B C5B 116.6(12) . . ? C3B C4B H4B 121.7 . . ? C5B C4B H4B 121.7 . . ? C6A C5A C4A 120.4(10) . . ? C6A C5A Br5A 118.6(8) . . ? C4A C5A Br5A 121.0(8) . . ? C6B C5B C4B 120.8(12) . . ? C6B C5B Br5B 119.9(9) . . ? C4B C5B Br5B 119.2(9) . . ? N1A C6A C5A 122.4(10) . . ? N1A C6A H6A 118.8 . . ? C5A C6A H6A 118.8 . . ? N1B C6B C5B 122.5(11) . . ? N1B C6B H6B 118.8 . . ? C5B C6B H6B 118.8 . . ? O32A C31A O31A 126.8(10) . . ? O32A C31A C3A 115.2(10) . . ? O31A C31A C3A 118.0(10) . . ? O31B C31B O32B 125.9(10) . . ? O31B C31B C3B 118.3(10) . 8_556 ? O32B C31B C3B 115.7(10) . 8_556 ? Co1 O1 Co1 112.1(5) . 2_655 ? Co1 O1 H1A 109.2 . . ? Co1 O1 H1A 109.2 2_655 . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 22.83 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.316 _refine_diff_density_min -0.845 _refine_diff_density_rms 0.209