#------------------------------------------------------------------------------
#$Date: 2021-12-10 11:16:28 +0200 (Fri, 10 Dec 2021) $
#$Revision: 271325 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/56/1565660.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_1565660
loop_
_publ_author_name
'Shakirova, Olga'
'Protsenko, Alexandra'
'Protsenko, Alexander'
'Kuratieva, Natalia'
'Fowles, Samantha'
'Turnbull, Mark M.'
_publ_section_title
;
 Syntheses, structures and properties of copper(II) and cobalt(II)
 complexes with 5(3)-amino-2-chloro-3(5)-methylpyridine isomer cations
;
_journal_name_full               'Inorganica Chimica Acta'
_journal_page_first              119246
_journal_paper_doi               10.1016/j.ica.2019.119246
_journal_volume                  500
_journal_year                    2020
_chemical_formula_moiety         '2(C6 H8 Cl N2), Cl4 Co'
_chemical_formula_sum            'C12 H16 Cl6 Co N4'
_chemical_formula_weight         487.92
_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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                92.253(7)
_cell_angle_beta                 95.743(8)
_cell_angle_gamma                111.363(6)
_cell_formula_units_Z            2
_cell_length_a                   7.3697(18)
_cell_length_b                   9.367(2)
_cell_length_c                   14.889(4)
_cell_measurement_reflns_used    5975
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      28.39
_cell_measurement_theta_min      2.34
_cell_volume                     949.2(4)
_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  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 25
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker Apex DUO CCD area-detector'
_diffrn_measurement_method       'φ scans'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0187
_diffrn_reflns_av_unetI/netI     0.0242
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            8670
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.250
_diffrn_reflns_theta_max         28.441
_diffrn_reflns_theta_min         2.620
_exptl_absorpt_coefficient_mu    1.750
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_correction_T_min  0.646
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker SADABS'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.707
_exptl_crystal_description       prism
_exptl_crystal_F_000             490
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.080
_refine_diff_density_max         0.570
_refine_diff_density_min         -0.311
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     210
_refine_ls_number_reflns         4722
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.0246
_refine_ls_R_factor_gt           0.0218
_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)+(0.0235P)²+0.3122P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0547
_refine_ls_wR_factor_ref         0.0559
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4342
_reflns_number_total             4722
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            ICA-2020-500-119246.cif
_cod_data_source_block           shak121
_cod_database_code               1565660
_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   0.744
_shelx_estimated_absorpt_t_max   0.873
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
Co1 Co 0.60509(3) 0.57323(2) 0.22248(2) 0.01632(5) Uani 1 1 d . . . . .
Cl1 Cl 0.16836(6) 1.01505(4) 0.40354(3) 0.03227(9) Uani 1 1 d . . . . .
Cl2 Cl 0.39681(5) 0.93319(4) 0.18208(2) 0.02966(9) Uani 1 1 d . . . . .
Cl3 Cl 0.65080(5) 0.74847(4) 0.33961(2) 0.02748(8) Uani 1 1 d . . . . .
Cl4 Cl 0.32038(5) 0.51840(4) 0.12816(2) 0.02619(8) Uani 1 1 d . . . . .
Cl5 Cl 0.87413(5) 0.66162(4) 0.14671(2) 0.02187(7) Uani 1 1 d . . . . .
Cl6 Cl 0.58620(6) 0.33973(4) 0.26988(2) 0.02546(8) Uani 1 1 d . . . . .
N11 N 0.11962(17) 0.73639(13) 0.34339(8) 0.0214(2) Uani 1 1 d . . . . .
H11 H 0.0714 0.7631 0.2932 0.026 Uiso 1 1 calc R U . . .
N12 N 0.3151(2) 0.89883(15) 0.57330(9) 0.0313(3) Uani 1 1 d . . . . .
H12A H 0.3089 0.9908 0.5719 0.038 Uiso 1 1 calc R U . . .
H12B H 0.3604 0.8708 0.6238 0.038 Uiso 1 1 calc R U . . .
N21 N 0.24930(16) 0.77680(12) 0.02601(8) 0.0189(2) Uani 1 1 d . . . . .
H21 H 0.2684 0.7028 0.0554 0.023 Uiso 1 1 calc R U . . .
N22 N 0.3296(2) 1.17883(14) 0.06978(10) 0.0314(3) Uani 1 1 d . . . . .
H22A H 0.3816 1.1965 0.1269 0.038 Uiso 1 1 calc R U . . .
H22B H 0.3125 1.2536 0.0404 0.038 Uiso 1 1 calc R U . . .
C11 C 0.1818(2) 0.83890(15) 0.41577(9) 0.0204(3) Uani 1 1 d . . . . .
C12 C 0.25489(19) 0.80033(15) 0.49763(9) 0.0202(3) Uani 1 1 d . . . . .
C13 C 0.2620(2) 0.65205(16) 0.49768(9) 0.0204(3) Uani 1 1 d . . . . .
H13 H 0.3110 0.6215 0.5520 0.024 Uiso 1 1 calc R U . . .
C14 C 0.2005(2) 0.54972(16) 0.42168(9) 0.0199(3) Uani 1 1 d . . . . .
C15 C 0.1266(2) 0.59527(16) 0.34318(9) 0.0218(3) Uani 1 1 d . . . . .
H15 H 0.0814 0.5271 0.2898 0.026 Uiso 1 1 calc R U . . .
C16 C 0.2144(2) 0.39369(17) 0.42257(10) 0.0276(3) Uani 1 1 d . . . . .
H16A H 0.2523 0.3753 0.4847 0.041 Uiso 1 1 calc R U . . .
H16B H 0.3133 0.3892 0.3843 0.041 Uiso 1 1 calc R U . . .
H16C H 0.0867 0.3148 0.3992 0.041 Uiso 1 1 calc R U . . .
C21 C 0.30007(19) 0.91491(15) 0.07085(9) 0.0188(2) Uani 1 1 d . . . . .
C22 C 0.27590(19) 1.03673(15) 0.02717(9) 0.0197(3) Uani 1 1 d . . . . .
C23 C 0.1923(2) 1.00308(16) -0.06416(10) 0.0217(3) Uani 1 1 d . . . . .
H23 H 0.1713 1.0825 -0.0962 0.026 Uiso 1 1 calc R U . . .
C24 C 0.1397(2) 0.85982(16) -0.10874(9) 0.0199(3) Uani 1 1 d . . . . .
C25 C 0.1711(2) 0.74448(16) -0.06097(9) 0.0207(3) Uani 1 1 d . . . . .
H25 H 0.1374 0.6443 -0.0896 0.025 Uiso 1 1 calc R U . . .
C26 C 0.0522(2) 0.82827(19) -0.20643(10) 0.0296(3) Uani 1 1 d . . . . .
H26A H -0.0905 0.7756 -0.2102 0.044 Uiso 1 1 calc R U . . .
H26B H 0.1076 0.7630 -0.2380 0.044 Uiso 1 1 calc R U . . .
H26C H 0.0824 0.9256 -0.2347 0.044 Uiso 1 1 calc R U . . .
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'
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'
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
Cl3 Co1 Cl4 114.552(19) . .
Cl3 Co1 Cl5 107.131(19) . .
Cl4 Co1 Cl5 111.77(2) . .
Cl3 Co1 Cl6 112.19(2) . .
Cl4 Co1 Cl6 103.888(17) . .
Cl5 Co1 Cl6 107.134(17) . .
C11 N11 C15 123.66(12) . .
C11 N11 H11 118.2 . .
C15 N11 H11 118.2 . .
C12 N12 H12A 120.0 . .
C12 N12 H12B 120.0 . .
H12A N12 H12B 120.0 . .
C21 N21 C25 123.87(12) . .
C21 N21 H21 118.1 . .
C25 N21 H21 118.1 . .
C22 N22 H22A 120.0 . .
C22 N22 H22B 120.0 . .
H22A N22 H22B 120.0 . .
N11 C11 C12 120.20(12) . .
N11 C11 Cl1 117.62(10) . .
C12 C11 Cl1 122.18(11) . .
N12 C12 C11 122.35(13) . .
N12 C12 C13 121.40(13) . .
C11 C12 C13 116.25(12) . .
C14 C13 C12 122.37(12) . .
C14 C13 H13 118.8 . .
C12 C13 H13 118.8 . .
C13 C14 C15 118.10(13) . .
C13 C14 C16 121.48(12) . .
C15 C14 C16 120.41(13) . .
N11 C15 C14 119.39(13) . .
N11 C15 H15 120.3 . .
C14 C15 H15 120.3 . .
C14 C16 H16A 109.5 . .
C14 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
C14 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
N21 C21 C22 120.42(12) . .
N21 C21 Cl2 116.90(10) . .
C22 C21 Cl2 122.68(10) . .
N22 C22 C21 122.06(13) . .
N22 C22 C23 121.99(13) . .
C21 C22 C23 115.95(12) . .
C24 C23 C22 122.63(12) . .
C24 C23 H23 118.7 . .
C22 C23 H23 118.7 . .
C23 C24 C25 118.09(12) . .
C23 C24 C26 121.22(13) . .
C25 C24 C26 120.69(13) . .
N21 C25 C24 119.03(12) . .
N21 C25 H25 120.5 . .
C24 C25 H25 120.5 . .
C24 C26 H26A 109.5 . .
C24 C26 H26B 109.5 . .
H26A C26 H26B 109.5 . .
C24 C26 H26C 109.5 . .
H26A C26 H26C 109.5 . .
H26B C26 H26C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Co1 Cl3 2.2592(6) .
Co1 Cl4 2.2818(6) .
Co1 Cl5 2.2836(6) .
Co1 Cl6 2.2849(6) .
Cl1 C11 1.7043(14) .
Cl2 C21 1.7125(14) .
N11 C11 1.3389(18) .
N11 C15 1.3414(18) .
N11 H11 0.8800 .
N12 C12 1.3555(18) .
N12 H12A 0.8800 .
N12 H12B 0.8800 .
N21 C21 1.3375(17) .
N21 C25 1.3394(17) .
N21 H21 0.8800 .
N22 C22 1.3529(18) .
N22 H22A 0.8800 .
N22 H22B 0.8800 .
C11 C12 1.3968(19) .
C12 C13 1.4089(19) .
C13 C14 1.3785(19) .
C13 H13 0.9500 .
C14 C15 1.3876(19) .
C14 C16 1.5025(19) .
C15 H15 0.9500 .
C16 H16A 0.9800 .
C16 H16B 0.9800 .
C16 H16C 0.9800 .
C21 C22 1.3929(19) .
C22 C23 1.4091(19) .
C23 C24 1.3752(19) .
C23 H23 0.9500 .
C24 C25 1.3913(19) .
C24 C26 1.5028(19) .
C25 H25 0.9500 .
C26 H26A 0.9800 .
C26 H26B 0.9800 .
C26 H26C 0.9800 .
