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#$Date: 2023-05-05 14:23:26 +0300 (Fri, 05 May 2023) $
#$Revision: 283521 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/90/1569036.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1569036
loop_
_publ_author_name
'Sakhapov, Ilyas F.'
'Zagidullin, Almaz A.'
'Dobrynin, Alexey B.'
'Litvinov, Igor A.'
'Yakhvarov, Dmitry G.'
'Bondarenko, Mikhail A.'
'Novikov, Alexander S.'
'Fedin, Vladimir P.'
'Adonin, Sergey A.'
_publ_section_title
;
 Crystal Structures of
 3,3′,5,5′-Tetrabromo-4,4′-bipyridine and Co(II)
 Coordination Polymer Based Thereon
;
_journal_issue                   4
_journal_name_full               Crystals
_journal_page_first              704
_journal_paper_doi               10.3390/cryst13040704
_journal_volume                  13
_journal_year                    2023
_chemical_formula_sum            'C12 H12 Br4 Co N4 O8'
_chemical_formula_weight         718.83
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 132.282(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   18.3716(10)
_cell_length_b                   11.4111(6)
_cell_length_c                   13.2287(12)
_cell_measurement_reflns_used    9936
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      37.34
_cell_measurement_theta_min      2.33
_cell_volume                     2051.8(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.914
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0925
_diffrn_reflns_av_unetI/netI     0.0538
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.914
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            23514
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.914
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         37.384
_diffrn_reflns_theta_min         2.330
_exptl_absorpt_coefficient_mu    8.674
_exptl_absorpt_correction_T_max  0.7474
_exptl_absorpt_correction_T_min  0.3308
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    2.327
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             1372
_exptl_crystal_size_max          0.054
_exptl_crystal_size_mid          0.023
_exptl_crystal_size_min          0.018
_refine_diff_density_max         1.201
_refine_diff_density_min         -1.850
_refine_diff_density_rms         0.159
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     139
_refine_ls_number_reflns         4908
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.019
_refine_ls_R_factor_all          0.0433
_refine_ls_R_factor_gt           0.0324
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0312P)²+0.3993P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0758
_refine_ls_wR_factor_ref         0.0790
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4079
_reflns_number_total             4908
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            2.cif
_cod_data_source_block           IlyasSakh5_0ma_a
_cod_original_cell_volume        2051.8(2)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               1569036
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.652
_shelx_estimated_absorpt_t_max   0.859
loop_
_space_group_symop_operation_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'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br6 Br 0.39932(2) 0.40598(2) 0.34526(2) 0.01464(5) Uani 1 1 d . . . . .
Br3 Br 0.33314(2) 0.30002(2) -0.03682(2) 0.01821(5) Uani 1 1 d . . . . .
Co1 Co 0.5000 0.84933(3) 0.2500 0.00800(6) Uani 1 2 d S T P . .
O10 O 0.58112(11) 0.86057(12) 0.46036(14) 0.0135(2) Uani 1 1 d . . . . .
O8 O 0.37460(11) 0.85716(13) 0.22193(16) 0.0155(3) Uani 1 1 d . . . . .
N1 N 0.5000 0.04209(17) 0.2500 0.0100(3) Uani 1 2 d S T P . .
N3 N 0.66520(12) 0.81510(13) 0.54959(16) 0.0109(3) Uani 1 1 d . . . . .
N2 N 0.5000 0.66359(17) 0.2500 0.0090(3) Uani 1 2 d S T P . .
O11 O 0.68512(13) 0.71965(16) 0.5273(2) 0.0339(5) Uani 1 1 d . . . . .
C4 C 0.5000 0.28855(19) 0.2500 0.0091(4) Uani 1 2 d S T P . .
O12 O 0.72750(16) 0.8632(2) 0.6600(2) 0.0460(7) Uani 1 1 d . . . . .
C5 C 0.5000 0.41867(19) 0.2500 0.0092(4) Uani 1 2 d S T P . .
C7 C 0.45934(13) 0.60432(14) 0.28873(18) 0.0097(3) Uani 1 1 d . . . . .
H7 H 0.4308 0.6465 0.3166 0.012 Uiso 1 1 calc R U . . .
C2 C 0.43086(14) 0.10234(14) 0.13503(19) 0.0115(3) Uani 1 1 d . . . . .
H2 H 0.3811 0.0604 0.0534 0.014 Uiso 1 1 calc R U . . .
C6 C 0.45784(14) 0.48274(14) 0.28916(19) 0.0100(3) Uani 1 1 d . . . . .
C3 C 0.42965(14) 0.22406(15) 0.13157(18) 0.0114(3) Uani 1 1 d . . . . .
C9 C 0.35756(18) 0.94203(18) 0.2838(3) 0.0195(4) Uani 1 1 d . . . . .
H9A H 0.4203 0.9633 0.3740 0.029 Uiso 1 1 calc R U . . .
H9B H 0.3134 0.9088 0.2936 0.029 Uiso 1 1 calc R U . . .
H9C H 0.3273 1.0121 0.2260 0.029 Uiso 1 1 calc R U . . .
H8 H 0.327(3) 0.829(3) 0.166(3) 0.026(9) Uiso 1 1 d . . . . .
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'
O O 0.0106 0.0060 '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'
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
O8 Co1 O8 175.07(8) 2_655 . ?
O8 Co1 O10 92.73(6) 2_655 . ?
O8 Co1 O10 86.97(6) . . ?
O8 Co1 O10 86.97(6) 2_655 2_655 ?
O8 Co1 O10 92.73(6) . 2_655 ?
O10 Co1 O10 172.99(8) . 2_655 ?
O8 Co1 N2 92.47(4) 2_655 . ?
O8 Co1 N2 92.47(4) . . ?
O10 Co1 N2 93.50(4) . . ?
O10 Co1 N2 93.51(4) 2_655 . ?
O8 Co1 N1 87.53(4) 2_655 1_565 ?
O8 Co1 N1 87.53(4) . 1_565 ?
O10 Co1 N1 86.50(4) . 1_565 ?
O10 Co1 N1 86.49(4) 2_655 1_565 ?
N2 Co1 N1 180.0 . 1_565 ?
N3 O10 Co1 123.05(12) . . ?
C9 O8 Co1 124.77(13) . . ?
C9 O8 H8 108(3) . . ?
Co1 O8 H8 125(3) . . ?
C2 N1 C2 118.3(2) 2_655 . ?
C2 N1 Co1 120.83(10) 2_655 1_545 ?
C2 N1 Co1 120.83(10) . 1_545 ?
O12 N3 O11 119.16(19) . . ?
O12 N3 O10 120.34(17) . . ?
O11 N3 O10 120.49(17) . . ?
C7 N2 C7 119.3(2) 2_655 . ?
C7 N2 Co1 120.34(10) 2_655 . ?
C7 N2 Co1 120.34(10) . . ?
C3 C4 C3 116.3(2) . 2_655 ?
C3 C4 C5 121.87(10) . . ?
C3 C4 C5 121.88(10) 2_655 . ?
C6 C5 C6 116.7(2) 2_655 . ?
C6 C5 C4 121.63(10) 2_655 . ?
C6 C5 C4 121.64(10) . . ?
N2 C7 C6 121.62(17) . . ?
N2 C7 H7 119.2 . . ?
C6 C7 H7 119.2 . . ?
N1 C2 C3 122.11(17) . . ?
N1 C2 H2 118.9 . . ?
C3 C2 H2 118.9 . . ?
C7 C6 C5 120.35(17) . . ?
C7 C6 Br6 118.99(14) . . ?
C5 C6 Br6 120.65(12) . . ?
C2 C3 C4 120.58(17) . . ?
C2 C3 Br3 118.74(14) . . ?
C4 C3 Br3 120.67(13) . . ?
O8 C9 H9A 109.5 . . ?
O8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
O8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
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
Br6 C6 1.8834(18) . ?
Br3 C3 1.8822(18) . ?
Co1 O8 2.0741(15) 2_655 ?
Co1 O8 2.0742(15) . ?
Co1 O10 2.0978(14) . ?
Co1 O10 2.0979(14) 2_655 ?
Co1 N2 2.119(2) . ?
Co1 N1 2.200(2) 1_565 ?
O10 N3 1.263(2) . ?
O8 C9 1.432(3) . ?
O8 H8 0.74(3) . ?
N1 C2 1.342(2) 2_655 ?
N1 C2 1.342(2) . ?
N1 Co1 2.200(2) 1_545 ?
N3 O12 1.223(2) . ?
N3 O11 1.246(2) . ?
N2 C7 1.339(2) 2_655 ?
N2 C7 1.339(2) . ?
C4 C3 1.393(2) . ?
C4 C3 1.393(2) 2_655 ?
C4 C5 1.485(3) . ?
C5 C6 1.394(2) 2_655 ?
C5 C6 1.394(2) . ?
C7 C6 1.388(2) . ?
C7 H7 0.9500 . ?
C2 C3 1.389(2) . ?
C2 H2 0.9500 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
