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#$Date: 2021-09-01 11:21:13 +0300 (Wed, 01 Sep 2021) $
#$Revision: 268346 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/45/1564504.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_1564504
loop_
_publ_author_name
'Soliman, Saied M.'
'Elsilk, Sobhy E.'
'El-Faham, Ayman'
_publ_section_title
;
 Synthesis, structure and biological activity of zinc(II) pincer complexes
 with 2,4-bis(3,5-dimethyl-1H-pyrazol-1-yl)-6-methoxy-1,3,5-triazine
;
_journal_name_full               'Inorganica Chimica Acta'
_journal_page_first              119627
_journal_paper_doi               10.1016/j.ica.2020.119627
_journal_volume                  508
_journal_year                    2020
_chemical_formula_sum            'C10 H16 Cl2 N4 Zn'
_chemical_formula_weight         328.54
_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                 95.710(15)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   15.028(9)
_cell_length_b                   8.302(5)
_cell_length_c                   24.003(15)
_cell_measurement_reflns_used    7025
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.33
_cell_measurement_theta_min      2.73
_cell_volume                     2980(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      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_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  0.0297
_diffrn_reflns_av_unetI/netI     0.0266
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            11363
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.363
_diffrn_reflns_theta_min         2.724
_exptl_absorpt_coefficient_mu    1.992
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.4225
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2012)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.465
_exptl_crystal_description       plate
_exptl_crystal_F_000             1344
_exptl_crystal_size_max          0.49
_exptl_crystal_size_mid          0.37
_exptl_crystal_size_min          0.29
_refine_diff_density_max         0.299
_refine_diff_density_min         -0.290
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       0.00121(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     167
_refine_ls_number_reflns         2729
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0369
_refine_ls_R_factor_gt           0.0289
_refine_ls_shift/su_max          0.011
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0375P)²+2.4930P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0715
_refine_ls_wR_factor_ref         0.0753
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2351
_reflns_number_total             2729
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ICA-2020-508-119627.cif
_cod_data_source_block           ZnCl2L
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-Scan' was
changed to 'multi-scan' in accordance with the built-in table derived
from the CIF Core dictionary named 'cif_core.dic' version 2.4.5 last
updated on 2014-11-21.

Automatic conversion script
Id: cif_fix_values 8369 2020-08-20 11:38:08Z andrius 
;
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               1564504
_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.
;
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
Zn1 Zn 0.61565(2) 0.21982(4) 0.37888(2) 0.04153(12) Uani 1 1 d . . . . .
H1 H 0.627(2) 0.218(4) 0.2518(13) 0.065(9) Uiso 1 1 d . . . . .
N1 N 0.59319(14) 0.4409(3) 0.40957(8) 0.0471(5) Uani 1 1 d . . . . .
C1 C 0.8321(2) 0.3478(5) 0.38318(13) 0.0741(9) Uani 1 1 d . . . . .
H1A H 0.7927 0.4017 0.4062 0.111 Uiso 1 1 calc R U . . .
H1B H 0.8838 0.4136 0.3799 0.111 Uiso 1 1 calc R U . . .
H1C H 0.8503 0.2466 0.4000 0.111 Uiso 1 1 calc R U . . .
Cl1 Cl 0.49880(5) 0.11312(11) 0.32717(3) 0.0684(2) Uani 1 1 d . . . . .
Cl2 Cl 0.67446(6) 0.09010(9) 0.45488(3) 0.0687(2) Uani 1 1 d . . . . .
H2 H 0.644(2) 0.401(4) 0.4844(14) 0.083(12) Uiso 1 1 d . . . . .
N2 N 0.61924(16) 0.4772(3) 0.46420(9) 0.0512(6) Uani 1 1 d . . . . .
C2 C 0.78481(16) 0.3190(3) 0.32663(11) 0.0471(6) Uani 1 1 d . . . . .
C3 C 0.81324(18) 0.3432(4) 0.27408(12) 0.0542(7) Uani 1 1 d . . . . .
H3 H 0.8689 0.3815 0.2664 0.065 Uiso 1 1 calc R U . . .
N4 N 0.67803(15) 0.2521(3) 0.26513(9) 0.0474(5) Uani 1 1 d . . . . .
C4 C 0.74423(19) 0.3004(3) 0.23581(11) 0.0515(6) Uani 1 1 d . . . . .
C9 C 0.56034(18) 0.5770(3) 0.38715(11) 0.0513(6) Uani 1 1 d . . . . .
C6 C 0.6264(3) 0.6997(4) 0.53308(13) 0.0802(10) Uani 1 1 d . . . . .
H6A H 0.6027 0.8069 0.5345 0.120 Uiso 1 1 calc R U . . .
H6B H 0.6903 0.7032 0.5411 0.120 Uiso 1 1 calc R U . . .
H6C H 0.6013 0.6336 0.5603 0.120 Uiso 1 1 calc R U . . .
C7 C 0.60309(19) 0.6304(3) 0.47577(11) 0.0536(7) Uani 1 1 d . . . . .
C5 C 0.7346(3) 0.3016(5) 0.17323(12) 0.0823(11) Uani 1 1 d . . . . .
H5A H 0.6793 0.3527 0.1598 0.124 Uiso 1 1 calc R U . . .
H5B H 0.7349 0.1930 0.1596 0.124 Uiso 1 1 calc R U . . .
H5C H 0.7836 0.3600 0.1601 0.124 Uiso 1 1 calc R U . . .
C10 C 0.5253(3) 0.5844(4) 0.32624(13) 0.0801(10) Uani 1 1 d . . . . .
H10A H 0.5082 0.6931 0.3165 0.120 Uiso 1 1 calc R U . . .
H10B H 0.4742 0.5150 0.3196 0.120 Uiso 1 1 calc R U . . .
H10C H 0.5711 0.5500 0.3037 0.120 Uiso 1 1 calc R U . . .
N3 N 0.70137(13) 0.2615(2) 0.32094(8) 0.0431(5) Uani 1 1 d . . . . .
C8 C 0.5655(2) 0.6975(3) 0.42745(13) 0.0603(8) Uani 1 1 d . . . . .
H8 H 0.5468 0.8037 0.4223 0.072 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'
Zn Zn 0.2839 1.4301 '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
N3 Zn1 N1 103.71(9) . .
N3 Zn1 Cl2 114.81(7) . .
N1 Zn1 Cl2 102.01(7) . .
N3 Zn1 Cl1 101.89(8) . .
N1 Zn1 Cl1 114.40(7) . .
Cl2 Zn1 Cl1 119.38(4) . .
C9 N1 N2 105.2(2) . .
C9 N1 Zn1 134.11(18) . .
N2 N1 Zn1 120.61(16) . .
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 . .
C7 N2 N1 111.8(2) . .
C7 N2 H2 132(2) . .
N1 N2 H2 116(2) . .
N3 C2 C3 109.3(2) . .
N3 C2 C1 120.6(2) . .
C3 C2 C1 130.1(2) . .
C4 C3 C2 107.0(2) . .
C4 C3 H3 126.5 . .
C2 C3 H3 126.5 . .
C4 N4 N3 111.8(2) . .
C4 N4 H1 126(2) . .
N3 N4 H1 122(2) . .
N4 C4 C3 106.2(2) . .
N4 C4 C5 121.9(3) . .
C3 C4 C5 131.8(3) . .
N1 C9 C8 109.8(2) . .
N1 C9 C10 120.6(3) . .
C8 C9 C10 129.6(3) . .
C7 C6 H6A 109.5 . .
C7 C6 H6B 109.5 . .
H6A C6 H6B 109.5 . .
C7 C6 H6C 109.5 . .
H6A C6 H6C 109.5 . .
H6B C6 H6C 109.5 . .
N2 C7 C8 106.4(2) . .
N2 C7 C6 121.9(3) . .
C8 C7 C6 131.7(3) . .
C4 C5 H5A 109.5 . .
C4 C5 H5B 109.5 . .
H5A C5 H5B 109.5 . .
C4 C5 H5C 109.5 . .
H5A C5 H5C 109.5 . .
H5B C5 H5C 109.5 . .
C9 C10 H10A 109.5 . .
C9 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
C9 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
C2 N3 N4 105.7(2) . .
C2 N3 Zn1 130.40(18) . .
N4 N3 Zn1 123.52(16) . .
C7 C8 C9 106.8(3) . .
C7 C8 H8 126.6 . .
C9 C8 H8 126.6 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 N3 2.017(2) .
Zn1 N1 2.018(2) .
Zn1 Cl2 2.2245(12) .
Zn1 Cl1 2.2304(12) .
N1 C9 1.326(3) .
N1 N2 1.364(3) .
C1 C2 1.487(4) .
C1 H1A 0.9600 .
C1 H1B 0.9600 .
C1 H1C 0.9600 .
N2 C7 1.330(4) .
N2 H2 0.86(3) .
C2 N3 1.336(3) .
C2 C3 1.386(4) .
C3 C4 1.362(4) .
C3 H3 0.9300 .
N4 C4 1.336(4) .
N4 N3 1.353(3) .
N4 H1 0.84(3) .
C4 C5 1.495(4) .
C9 C8 1.388(4) .
C9 C10 1.505(4) .
C6 C7 1.500(4) .
C6 H6A 0.9600 .
C6 H6B 0.9600 .
C6 H6C 0.9600 .
C7 C8 1.358(4) .
C5 H5A 0.9600 .
C5 H5B 0.9600 .
C5 H5C 0.9600 .
C10 H10A 0.9600 .
C10 H10B 0.9600 .
C10 H10C 0.9600 .
C8 H8 0.9300 .
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
C9 N1 N2 C7 0.2(3) . . . .
Zn1 N1 N2 C7 176.65(19) . . . .
N3 C2 C3 C4 0.6(3) . . . .
C1 C2 C3 C4 -179.1(3) . . . .
N3 N4 C4 C3 -0.1(3) . . . .
N3 N4 C4 C5 -179.8(3) . . . .
C2 C3 C4 N4 -0.3(3) . . . .
C2 C3 C4 C5 179.4(3) . . . .
N2 N1 C9 C8 -0.2(3) . . . .
Zn1 N1 C9 C8 -175.9(2) . . . .
N2 N1 C9 C10 179.4(3) . . . .
Zn1 N1 C9 C10 3.6(4) . . . .
N1 N2 C7 C8 -0.1(3) . . . .
N1 N2 C7 C6 -179.6(3) . . . .
C3 C2 N3 N4 -0.7(3) . . . .
C1 C2 N3 N4 179.1(3) . . . .
C3 C2 N3 Zn1 -173.40(19) . . . .
C1 C2 N3 Zn1 6.3(4) . . . .
C4 N4 N3 C2 0.5(3) . . . .
C4 N4 N3 Zn1 173.85(18) . . . .
N2 C7 C8 C9 0.0(3) . . . .
C6 C7 C8 C9 179.4(3) . . . .
N1 C9 C8 C7 0.1(4) . . . .
C10 C9 C8 C7 -179.4(3) . . . .
