#------------------------------------------------------------------------------
#$Date: 2024-08-07 01:05:21 +0300 (Wed, 07 Aug 2024) $
#$Revision: 293994 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/02/31/2023158.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_2023158
loop_
_publ_author_name
'Jagadeesan, Sivaraman'
'Robert, Swinton Darious'
'Venkatesan, Perumal'
'Sundararaj, Rajamanikandan'
'Soundararajan, Krishnan'
'Nithianantham, Jeeva Jasmine'
_publ_section_title
;
 Crystal structure and Hirshfeld surface analysis of
 6,6'-dimethyl-2,2'-bi-pyridine-1,1'-diium tetra-chlorido-cobaltate(II).
;
_journal_coeditor_code           HB8095
_journal_issue                   'Pt 7'
_journal_name_full
'Acta crystallographica. Section E, Crystallographic communications'
_journal_page_first              709
_journal_page_last               712
_journal_paper_doi               10.1107/S2056989024005152
_journal_volume                  80
_journal_year                    2024
_chemical_formula_iupac          '(C12 H14 N2) [Co Cl4]'
_chemical_formula_moiety         'C12 H14 N2 2+, Cl4 Co 2-'
_chemical_formula_sum            'C12 H14 Cl4 Co N2'
_chemical_formula_weight         386.98
_chemical_name_systematic
;
6,6'-Dimethyl-2,2'-bipyridine-1,1'-diium tetrachloridocobaltate(II)
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_method           SHELXL-2019/2
_cell_angle_alpha                99.458(6)
_cell_angle_beta                 98.020(6)
_cell_angle_gamma                97.046(6)
_cell_formula_units_Z            2
_cell_length_a                   6.6419(16)
_cell_length_b                   7.6512(19)
_cell_length_c                   15.837(4)
_cell_measurement_reflns_used    9272
_cell_measurement_temperature    301(2)
_cell_measurement_theta_max      28.57
_cell_measurement_theta_min      2.73
_cell_volume                     777.3(3)
_computing_cell_refinement
;
APEX4 and SAINT (Bruker, 2021)
;
_computing_data_collection
;
APEX4 (Bruker, 2021)
;
_computing_data_reduction
;
APEX4 and SAINT (Bruker, 2021)
;
_computing_molecular_graphics
;
Platon (Spek, 2020)
;
_computing_publication_material
;
publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXL2019/2 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT2019/1 (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      301(2)
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0408
_diffrn_reflns_av_unetI/netI     0.0363
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            13285
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.571
_diffrn_reflns_theta_min         2.729
_exptl_absorpt_coefficient_mu    1.777
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_correction_T_min  0.625
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Krause et al.,  2015)
;
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.653
_exptl_crystal_description       block
_exptl_crystal_F_000             390
_exptl_crystal_size_max          0.208
_exptl_crystal_size_mid          0.113
_exptl_crystal_size_min          0.043
_refine_diff_density_max         0.413
_refine_diff_density_min         -0.358
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     180
_refine_ls_number_reflns         3890
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.0305
_refine_ls_R_factor_gt           0.0291
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0415P)²+0.2392P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0798
_refine_ls_wR_factor_ref         0.0811
_reflns_number_gt                3661
_reflns_number_total             3890
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            hb8095.cif
_cod_data_source_block           I
_cod_depositor_comments          'Adding full bibliography for 2023158.cif.'
_cod_database_code               2023158
_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   0.709
_shelx_estimated_absorpt_t_max   0.927
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_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_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co Co1 0.83193(3) 0.11776(3) 0.75825(2) 0.02835(8) Uani d 1 . .
Cl Cl1 0.50544(6) 0.08040(5) 0.79190(3) 0.03681(10) Uani d 1 . .
Cl Cl2 1.04301(7) 0.30332(6) 0.87001(3) 0.04763(12) Uani d 1 . .
Cl Cl3 0.82188(7) 0.26717(7) 0.64540(3) 0.04459(11) Uani d 1 . .
Cl Cl4 0.91033(8) -0.16382(6) 0.71718(3) 0.04905(12) Uani d 1 . .
N N1 0.34377(19) 0.34550(17) 0.66800(8) 0.0288(2) Uani d 1 . .
H H1 0.371(3) 0.276(3) 0.7098(14) 0.043 Uiso d 1 . .
N N2 0.2849(2) 0.69414(16) 0.82797(8) 0.0295(2) Uani d 1 . .
H H2 0.178(3) 0.719(3) 0.7963(14) 0.044 Uiso d 1 . .
C C1 0.2787(3) 0.0670(3) 0.56372(13) 0.0511(5) Uani d 1 . .
H H1A 0.235167 0.025817 0.502509 0.077 Uiso calc 1 . .
H H1B 0.181069 0.013236 0.594770 0.077 Uiso calc 1 . .
H H1C 0.411174 0.033861 0.580711 0.077 Uiso calc 1 . .
C C2 0.2923(2) 0.2659(2) 0.58417(10) 0.0351(3) Uani d 1 . .
C C3 0.2537(3) 0.3744(3) 0.52323(11) 0.0432(4) Uani d 1 . .
H H3 0.220294 0.323926 0.464580 0.052 Uiso calc 1 . .
C C4 0.2648(3) 0.5561(3) 0.54950(11) 0.0465(4) Uani d 1 . .
H H4 0.239832 0.628226 0.508449 0.056 Uiso calc 1 . .
C C5 0.3130(3) 0.6328(2) 0.63697(11) 0.0386(3) Uani d 1 . .
H H5 0.317851 0.755367 0.655242 0.046 Uiso calc 1 . .
C C6 0.3535(2) 0.52315(19) 0.69586(9) 0.0276(3) Uani d 1 . .
C C7 0.4097(2) 0.58981(18) 0.79017(9) 0.0276(3) Uani d 1 . .
C C8 0.5805(3) 0.5515(2) 0.83936(11) 0.0360(3) Uani d 1 . .
H H8 0.669290 0.481996 0.814006 0.043 Uiso calc 1 . .
C C9 0.6170(3) 0.6193(2) 0.92811(11) 0.0440(4) Uani d 1 . .
H H9 0.731908 0.595592 0.962668 0.053 Uiso calc 1 . .
C C10 0.4840(3) 0.7213(2) 0.96494(10) 0.0441(4) Uani d 1 . .
H H10 0.507794 0.764127 1.024450 0.053 Uiso calc 1 . .
C C11 0.3147(3) 0.7606(2) 0.91364(10) 0.0368(3) Uani d 1 . .
C C12 0.1623(4) 0.8715(3) 0.94657(14) 0.0555(5) Uani d 1 . .
H H12A 0.186823 0.894239 1.008855 0.083 Uiso calc 1 . .
H H12B 0.025769 0.808301 0.925793 0.083 Uiso calc 1 . .
H H12C 0.176477 0.983126 0.926248 0.083 Uiso calc 1 . .
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'
Cl Cl 0.1484 0.1585 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
Cl2 Co1 Cl3 . . 105.46(3) ?
Cl2 Co1 Cl4 . . 117.91(2) ?
Cl3 Co1 Cl4 . . 110.39(2) ?
Cl2 Co1 Cl1 . . 108.93(2) ?
Cl3 Co1 Cl1 . . 107.287(19) ?
Cl4 Co1 Cl1 . . 106.46(2) ?
C2 N1 C6 . . 123.47(14) ?
C2 N1 H1 . . 119.4(14) ?
C6 N1 H1 . . 117.1(14) ?
C11 N2 C7 . . 123.32(14) ?
C11 N2 H2 . . 117.4(14) ?
C7 N2 H2 . . 119.2(14) ?
C2 C1 H1A . . 109.5 ?
C2 C1 H1B . . 109.5 ?
H1A C1 H1B . . 109.5 ?
C2 C1 H1C . . 109.5 ?
H1A C1 H1C . . 109.5 ?
H1B C1 H1C . . 109.5 ?
N1 C2 C3 . . 117.74(15) ?
N1 C2 C1 . . 117.33(16) ?
C3 C2 C1 . . 124.93(16) ?
C4 C3 C2 . . 120.12(15) ?
C4 C3 H3 . . 119.9 ?
C2 C3 H3 . . 119.9 ?
C3 C4 C5 . . 120.43(16) ?
C3 C4 H4 . . 119.8 ?
C5 C4 H4 . . 119.8 ?
C6 C5 C4 . . 118.36(16) ?
C6 C5 H5 . . 120.8 ?
C4 C5 H5 . . 120.8 ?
N1 C6 C5 . . 119.83(14) ?
N1 C6 C7 . . 116.98(12) ?
C5 C6 C7 . . 123.19(14) ?
N2 C7 C8 . . 119.92(14) ?
N2 C7 C6 . . 116.93(13) ?
C8 C7 C6 . . 123.15(14) ?
C7 C8 C9 . . 118.30(16) ?
C7 C8 H8 . . 120.9 ?
C9 C8 H8 . . 120.9 ?
C10 C9 C8 . . 120.32(16) ?
C10 C9 H9 . . 119.8 ?
C8 C9 H9 . . 119.8 ?
C9 C10 C11 . . 120.25(15) ?
C9 C10 H10 . . 119.9 ?
C11 C10 H10 . . 119.9 ?
N2 C11 C10 . . 117.86(16) ?
N2 C11 C12 . . 117.45(17) ?
C10 C11 C12 . . 124.69(17) ?
C11 C12 H12A . . 109.5 ?
C11 C12 H12B . . 109.5 ?
H12A C12 H12B . . 109.5 ?
C11 C12 H12C . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Co1 Cl2 . 2.2600(6) ?
Co1 Cl3 . 2.2720(6) ?
Co1 Cl4 . 2.2901(7) ?
Co1 Cl1 . 2.2997(7) ?
N1 C2 . 1.3441(19) ?
N1 C6 . 1.3490(19) ?
N1 H1 . 0.93(2) ?
N2 C11 . 1.346(2) ?
N2 C7 . 1.3511(19) ?
N2 H2 . 0.87(2) ?
C1 C2 . 1.492(3) ?
C1 H1A . 0.9600 ?
C1 H1B . 0.9600 ?
C1 H1C . 0.9600 ?
C2 C3 . 1.390(3) ?
C3 C4 . 1.374(3) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.389(2) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.374(2) ?
C5 H5 . 0.9300 ?
C6 C7 . 1.4758(19) ?
C7 C8 . 1.375(2) ?
C8 C9 . 1.392(2) ?
C8 H8 . 0.9300 ?
C9 C10 . 1.376(3) ?
C9 H9 . 0.9300 ?
C10 C11 . 1.387(3) ?
C10 H10 . 0.9300 ?
C11 C12 . 1.492(3) ?
C12 H12A . 0.9600 ?
C12 H12B . 0.9600 ?
C12 H12C . 0.9600 ?
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
N1 H1 Cl1 1_555 0.93(2) 2.32(2) 3.2205(16) 164.5(18) yes
N2 H2 Cl4 1_465 0.87(2) 2.38(2) 3.2436(16) 171(2) yes
C4 H4 Cl3 2_666 0.93 2.68 3.571(2) 161 yes
C9 H9 Cl2 2_767 0.93 2.79 3.565(2) 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C6 N1 C2 C3 . . . . 2.1(2) ?
C6 N1 C2 C1 . . . . -177.24(15) ?
N1 C2 C3 C4 . . . . -1.2(3) ?
C1 C2 C3 C4 . . . . 178.05(18) ?
C2 C3 C4 C5 . . . . -0.5(3) ?
C3 C4 C5 C6 . . . . 1.4(3) ?
C2 N1 C6 C5 . . . . -1.2(2) ?
C2 N1 C6 C7 . . . . 179.19(14) ?
C4 C5 C6 N1 . . . . -0.6(2) ?
C4 C5 C6 C7 . . . . 178.99(15) ?
C11 N2 C7 C8 . . . . -2.1(2) ?
C11 N2 C7 C6 . . . . 178.36(14) ?
N1 C6 C7 N2 . . . . -128.78(14) ?
C5 C6 C7 N2 . . . . 51.6(2) ?
N1 C6 C7 C8 . . . . 51.7(2) ?
C5 C6 C7 C8 . . . . -127.95(17) ?
N2 C7 C8 C9 . . . . 1.4(2) ?
C6 C7 C8 C9 . . . . -179.06(15) ?
C7 C8 C9 C10 . . . . 0.3(3) ?
C8 C9 C10 C11 . . . . -1.4(3) ?
C7 N2 C11 C10 . . . . 1.0(2) ?
C7 N2 C11 C12 . . . . -179.01(15) ?
C9 C10 C11 N2 . . . . 0.8(2) ?
C9 C10 C11 C12 . . . . -179.26(18) ?
