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#$Date: 2023-09-05 23:11:13 +0300 (Tue, 05 Sep 2023) $
#$Revision: 286175 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/26/7062627.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_7062627
loop_
_publ_author_name
'Garazade, Ismayil M.'
'Gurbanov, Atash V.'
'Gomila, Rosa M.'
'Frontera, Antonio'
'Nunes, Ana V. M.'
'Mahmudov, Kamran T.'
'Pombeiro, Armando J. L.'
_publ_section_title
;
 Spodium, halogen and hydrogen bonds in the reactivity of
 bis(2,4-bis(trichloromethyl)-1,3,5-triazapentadienato)-Zn(ii)
;
_journal_issue                   34
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              15856
_journal_page_last               15861
_journal_paper_doi               10.1039/D3NJ02994H
_journal_volume                  47
_journal_year                    2023
_chemical_formula_moiety         'C8 H4 Cl12 Cu N6, 2(C3 H7 N O)'
_chemical_formula_sum            'C14 H18 Cl12 Cu N8 O2'
_chemical_formula_weight         819.30
_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     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2019/1
_audit_update_record
;
2023-03-30 deposited with the CCDC.	2023-08-01 downloaded from the CCDC.
;
_cell_angle_alpha                112.979(4)
_cell_angle_beta                 96.810(4)
_cell_angle_gamma                102.216(4)
_cell_formula_units_Z            1
_cell_length_a                   5.8826(7)
_cell_length_b                   11.8884(14)
_cell_length_c                   12.3119(14)
_cell_measurement_reflns_used    1143
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      22.06
_cell_measurement_theta_min      3.20
_cell_volume                     755.14(16)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX4'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_computing_structure_solution    'SHELXT 2019/1 (Sheldrick, 2019)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_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  0.0705
_diffrn_reflns_av_unetI/netI     0.1019
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            9003
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.726
_diffrn_reflns_theta_min         1.843
_exptl_absorpt_coefficient_mu    1.816
_exptl_absorpt_correction_T_max  0.791
_exptl_absorpt_correction_T_min  0.725
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2008)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.802
_exptl_crystal_description       prism
_exptl_crystal_F_000             407
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.120
_refine_diff_density_max         0.660
_refine_diff_density_min         -0.559
_refine_diff_density_rms         0.119
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.946
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     171
_refine_ls_number_reflns         2880
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.946
_refine_ls_R_factor_all          0.0924
_refine_ls_R_factor_gt           0.0430
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0212P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0620
_refine_ls_wR_factor_ref         0.0737
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1829
_reflns_number_total             2880
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3nj02994h2.cif
_cod_data_source_block           A36_A
_cod_depositor_comments
'Adding full bibliography for 7062625--7062628.cif.'
_cod_original_cell_volume        755.14(15)
_cod_database_code               7062627
_shelx_shelxl_version_number     2019/1
_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   0.702
_shelx_estimated_absorpt_t_max   0.812
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
Cu1 Cu 1.000000 1.000000 0.500000 0.0191(2) Uani 1 2 d S . P . .
Cl1 Cl 1.45313(17) 0.88641(10) 0.18133(9) 0.0269(3) Uani 1 1 d . . . . .
Cl2 Cl 1.06715(19) 0.66418(9) 0.03425(9) 0.0347(3) Uani 1 1 d . . . . .
Cl3 Cl 1.00872(18) 0.91048(10) 0.07535(9) 0.0300(3) Uani 1 1 d . . . . .
Cl4 Cl 0.5397(2) 0.49620(10) 0.14470(9) 0.0356(3) Uani 1 1 d . . . . .
Cl5 Cl 0.29061(17) 0.62949(10) 0.31410(10) 0.0362(3) Uani 1 1 d . . . . .
Cl6 Cl 0.6701(2) 0.53990(10) 0.39296(10) 0.0361(3) Uani 1 1 d . . . . .
O1 O 0.5342(5) 0.8157(3) 0.6249(2) 0.0334(8) Uani 1 1 d . . . . .
N1 N 1.1123(5) 0.9494(3) 0.3506(3) 0.0241(9) Uani 1 1 d . . . . .
H1N H 1.230009 1.010458 0.348802 0.029 Uiso 1 1 d R U . . .
N2 N 0.8707(5) 0.7356(3) 0.2412(3) 0.0166(8) Uani 1 1 d . . . . .
N3 N 0.7852(5) 0.8288(3) 0.4352(3) 0.0196(8) Uani 1 1 d . . . . .
H3N H 0.695122 0.805966 0.481458 0.023 Uiso 1 1 d R U . . .
N4 N 0.2563(5) 0.7772(3) 0.7289(3) 0.0204(8) Uani 1 1 d . . . . .
C1 C 1.0365(6) 0.8398(4) 0.2572(3) 0.0160(9) Uani 1 1 d . . . . .
C2 C 0.7580(6) 0.7366(3) 0.3290(3) 0.0163(9) Uani 1 1 d . . . . .
C3 C 1.1382(6) 0.8225(3) 0.1423(3) 0.0204(10) Uani 1 1 d . . . . .
C4 C 0.5733(6) 0.6064(3) 0.2950(3) 0.0184(9) Uani 1 1 d . . . . .
C5 C 0.3268(8) 0.7821(4) 0.6329(4) 0.0294(11) Uani 1 1 d . . . . .
H5 H 0.205737 0.757300 0.562979 0.035 Uiso 1 1 calc R U . . .
C6 C 0.4266(7) 0.8122(4) 0.8393(3) 0.0305(11) Uani 1 1 d . . . . .
H6A H 0.408619 0.739315 0.859535 0.046 Uiso 1 1 calc R U . . .
H6B H 0.398099 0.883561 0.905181 0.046 Uiso 1 1 calc R U . . .
H6C H 0.588703 0.837588 0.828202 0.046 Uiso 1 1 calc R U . . .
C7 C 0.0077(7) 0.7305(4) 0.7285(4) 0.0440(14) Uani 1 1 d . . . . .
H7A H -0.036137 0.794876 0.794476 0.066 Uiso 1 1 calc R U . . .
H7D H -0.016620 0.651958 0.739706 0.066 Uiso 1 1 calc R U . . .
H7B H -0.092199 0.713082 0.650958 0.066 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'
O O 0.0106 0.0060 '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'
Cu Cu 0.3201 1.2651 '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
N1 Cu1 N1 180.0 2_776 . ?
N1 Cu1 N3 88.21(12) 2_776 2_776 ?
N1 Cu1 N3 91.79(12) . 2_776 ?
N1 Cu1 N3 91.79(12) 2_776 . ?
N1 Cu1 N3 88.21(12) . . ?
N3 Cu1 N3 180.0 2_776 . ?
C1 N1 Cu1 127.0(2) . . ?
C1 N1 H1N 118.8 . . ?
Cu1 N1 H1N 114.2 . . ?
C2 N2 C1 119.7(3) . . ?
C2 N3 Cu1 127.0(2) . . ?
C2 N3 H3N 113.2 . . ?
Cu1 N3 H3N 119.8 . . ?
C5 N4 C6 121.1(3) . . ?
C5 N4 C7 122.6(4) . . ?
C6 N4 C7 116.2(3) . . ?
N1 C1 N2 129.1(3) . . ?
N1 C1 C3 118.6(3) . . ?
N2 C1 C3 112.2(3) . . ?
N3 C2 N2 128.9(3) . . ?
N3 C2 C4 118.5(3) . . ?
N2 C2 C4 112.6(3) . . ?
C1 C3 Cl2 114.1(3) . . ?
C1 C3 Cl1 111.0(3) . . ?
Cl2 C3 Cl1 108.3(2) . . ?
C1 C3 Cl3 106.1(2) . . ?
Cl2 C3 Cl3 108.4(2) . . ?
Cl1 C3 Cl3 108.87(19) . . ?
C2 C4 Cl4 113.0(2) . . ?
C2 C4 Cl5 109.9(3) . . ?
Cl4 C4 Cl5 107.9(2) . . ?
C2 C4 Cl6 108.6(3) . . ?
Cl4 C4 Cl6 108.3(2) . . ?
Cl5 C4 Cl6 108.97(19) . . ?
O1 C5 N4 126.3(4) . . ?
O1 C5 H5 116.9 . . ?
N4 C5 H5 116.9 . . ?
N4 C6 H6A 109.5 . . ?
N4 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
N4 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N4 C7 H7A 109.5 . . ?
N4 C7 H7D 109.5 . . ?
H7A C7 H7D 109.5 . . ?
N4 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7D C7 H7B 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
Cu1 N1 1.943(3) 2_776 ?
Cu1 N1 1.943(3) . ?
Cu1 N3 1.944(3) 2_776 ?
Cu1 N3 1.944(3) . ?
Cl1 C3 1.775(4) . ?
Cl2 C3 1.752(4) . ?
Cl3 C3 1.792(4) . ?
Cl4 C4 1.758(4) . ?
Cl5 C4 1.770(4) . ?
Cl6 C4 1.783(4) . ?
O1 C5 1.229(4) . ?
N1 C1 1.297(4) . ?
N1 H1N 0.9000 . ?
N2 C2 1.331(4) . ?
N2 C1 1.333(4) . ?
N3 C2 1.302(4) . ?
N3 H3N 0.9000 . ?
N4 C5 1.316(5) . ?
N4 C6 1.443(5) . ?
N4 C7 1.449(4) . ?
C1 C3 1.559(5) . ?
C2 C4 1.557(5) . ?
C5 H5 0.9500 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7D 0.9800 . ?
C7 H7B 0.9800 . ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 N1 C1 N2 -1.7(6) . . . . ?
Cu1 N1 C1 C3 175.4(3) . . . . ?
C2 N2 C1 N1 0.3(6) . . . . ?
C2 N2 C1 C3 -176.9(3) . . . . ?
Cu1 N3 C2 N2 1.3(6) . . . . ?
Cu1 N3 C2 C4 -179.5(3) . . . . ?
C1 N2 C2 N3 -0.1(6) . . . . ?
C1 N2 C2 C4 -179.3(3) . . . . ?
N1 C1 C3 Cl2 168.4(3) . . . . ?
N2 C1 C3 Cl2 -14.1(4) . . . . ?
N1 C1 C3 Cl1 45.7(4) . . . . ?
N2 C1 C3 Cl1 -136.8(3) . . . . ?
N1 C1 C3 Cl3 -72.4(4) . . . . ?
N2 C1 C3 Cl3 105.2(3) . . . . ?
N3 C2 C4 Cl4 175.1(3) . . . . ?
N2 C2 C4 Cl4 -5.7(4) . . . . ?
N3 C2 C4 Cl5 54.4(4) . . . . ?
N2 C2 C4 Cl5 -126.3(3) . . . . ?
N3 C2 C4 Cl6 -64.7(4) . . . . ?
N2 C2 C4 Cl6 114.6(3) . . . . ?
C6 N4 C5 O1 -0.4(6) . . . . ?
C7 N4 C5 O1 -177.0(4) . . . . ?
