#------------------------------------------------------------------------------
#$Date: 2022-07-07 01:25:31 +0300 (Thu, 07 Jul 2022) $
#$Revision: 276707 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/02/26/2022641.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_2022641
loop_
_publ_author_name
'OmarAli, Al-Ameen Bariz'
'Al-Karawi, Ahmed Jasim M.'
'Awad, Adil A.'
'Dege, Necmi'
'Kansız, Sevgi'
'Agar, Erbil'
'Hussein, Zaman Ahmed'
'Mohammed, Iman Rajab'
_publ_section_title
;
 Two new zinc(II) and mercury(II) complexes based on
 N,N'-(cyclohexane-1,2-diylidene)bis(4-fluorobenzohydrazide): synthesis,
 crystal structures and antibacterial activities
;
_journal_coden_ASTM              ACSCGG
_journal_coeditor_code           QF3037
_journal_issue                   5
_journal_name_full
;
 Acta Crystallographica, Section C: Structural Chemistry
;
_journal_page_first              476
_journal_page_last               482
_journal_paper_doi               10.1107/S2053229620004994
_journal_volume                  76
_journal_year                    2020
_chemical_formula_iupac          '[Hg Cl2 (C20 H18 F2 N4 O2)]'
_chemical_formula_moiety         'C20 H18 Cl2 F2 Hg N4 O2'
_chemical_formula_sum            'C20 H18 Cl2 F2 Hg N4 O2'
_chemical_formula_weight         655.87
_chemical_name_systematic
Dichlorido[N,N'-(cyclohexane-1,2-diylidene)bis(4-fluorobenzohydrazide)-κ⁴O,N,N',O']mercury(II)
_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   geom
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 102.769(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.4902(4)
_cell_length_b                   16.7227(8)
_cell_length_c                   12.6827(5)
_cell_measurement_reflns_used    14848
_cell_measurement_temperature    296
_cell_measurement_theta_max      31.46
_cell_measurement_theta_min      2.33
_cell_volume                     2169.83(16)
_computing_cell_refinement
;
X-AREA (Stoe & Cie, 2002)
;
_computing_data_collection
;
X-AREA (Stoe & Cie, 2002)
;
_computing_data_reduction
;
X-RED32 (Stoe & Cie, 2002)
;
_computing_molecular_graphics
;
PLATON (Spek, 2020) and ORTEP-3 for Windows (Farrugia, 2012)
;
_computing_publication_material
;
SHELXL2018 (Sheldrick, 2015b)
;
_computing_structure_refinement
;
SHELXL2018 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      296(2)
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            STOE
_diffrn_measured_fraction_theta_full 0.974
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_details      ' 180 frames, detector distance = 66 mm'
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'Stoe IPDS 2'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_collimation    '0.8 mm diameter, multiple pinhole'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0470
_diffrn_reflns_av_unetI/netI     0.0306
_diffrn_reflns_Laue_measured_fraction_full 0.974
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7006
_diffrn_reflns_point_group_measured_fraction_full 0.974
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        25.050
_diffrn_reflns_theta_max         25.050
_diffrn_reflns_theta_min         2.334
_diffrn_source
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_current           45
_diffrn_source_power             2.25
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    7.382
_exptl_absorpt_correction_T_max  0.4976
_exptl_absorpt_correction_T_min  0.2065
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details
;
(X-RED32; Stoe & Cie, 2002)
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    2.008
_exptl_crystal_description       prism
_exptl_crystal_F_000             1256
_exptl_crystal_size_max          0.470
_exptl_crystal_size_mid          0.267
_exptl_crystal_size_min          0.120
_refine_diff_density_max         0.935
_refine_diff_density_min         -0.723
_refine_diff_density_rms         0.096
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     141
_refine_ls_number_reflns         1875
_refine_ls_number_restraints     71
_refine_ls_restrained_S_all      1.119
_refine_ls_R_factor_all          0.0273
_refine_ls_R_factor_gt           0.0246
_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)+(0.0337P)²+2.9357P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0606
_refine_ls_wR_factor_ref         0.0616
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1756
_reflns_number_total             1875
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            qf3037sup1_shelx_2.cif
_cod_data_source_block           shelx_2
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2022641
_publcif_datablock.id            {a54a34b5-ee3f-488b-a602-1d3d39f5dc8e}
_shelx_shelxl_version_number     2018/3
_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.
;
_publcif_info_exptl_table_max_cols 6
_publcif_info_exptl_table_use_headnotes y
_publcif_funding_html
;<span class="funder">
<span class="fundref-name" data-id="">Ondokuz May&#305;s University</span>
<span class="fundref-subname" data-id=""></span> 
(<span class="fundref-grant-group"><span 
class="fundref-grant-type">contract</span> No. 
<span class="fundref-grant-id">PYO_FEN.1906.19.001</span></span>).
</span>
;
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
Hg1 Hg 0.500000 0.65290(2) 0.750000 0.04720(11) Uani 1 2 d S TU P . .
F1 F 1.0855(3) 0.5866(2) 0.3494(3) 0.0696(8) Uani 1 1 d . . . . .
N2 N 0.6516(3) 0.51689(19) 0.6058(3) 0.0424(7) Uani 1 1 d . U . . .
H2 H 0.690358 0.474158 0.591702 0.051 Uiso 1 1 calc R U . . .
C3 C 0.8594(5) 0.6532(2) 0.5040(4) 0.0511(11) Uani 1 1 d . . . . .
H3 H 0.843729 0.697804 0.542989 0.061 Uiso 1 1 calc R U . . .
C8 C 0.5457(4) 0.4456(2) 0.7125(3) 0.0382(7) Uani 1 1 d . U . . .
C4 C 0.9615(5) 0.6542(3) 0.4522(5) 0.0547(11) Uani 1 1 d . . . . .
H4 H 1.015527 0.698667 0.455775 0.066 Uiso 1 1 calc R U . . .
C2 C 0.7790(4) 0.5863(2) 0.4991(4) 0.0402(9) Uani 1 1 d . . . . .
C9 C 0.6077(5) 0.3686(2) 0.6904(4) 0.0513(9) Uani 1 1 d D U . . .
H9A H 0.585428 0.358532 0.613139 0.062 Uiso 1 1 calc R U . . .
H9B H 0.701942 0.374285 0.711759 0.062 Uiso 1 1 calc R U . . .
C5 C 0.9806(4) 0.5882(3) 0.3957(4) 0.0489(10) Uani 1 1 d . . . . .
C1 C 0.6763(4) 0.5882(2) 0.5626(4) 0.0459(10) Uani 1 1 d . . . . .
C7 C 0.7989(4) 0.5215(2) 0.4369(4) 0.0422(9) Uani 1 1 d . . . . .
H7 H 0.743705 0.477409 0.430856 0.051 Uiso 1 1 calc R U . . .
C10 C 0.5677(6) 0.2982(3) 0.7473(6) 0.0685(12) Uani 1 1 d D U . . .
H10A H 0.585476 0.249945 0.710576 0.082 Uiso 1 1 calc R U . . .
H10B H 0.620898 0.296542 0.820238 0.082 Uiso 1 1 calc R U . . .
C6 C 0.9004(5) 0.5220(3) 0.3838(4) 0.0488(10) Uani 1 1 d . . . . .
H6 H 0.914304 0.478947 0.341211 0.059 Uiso 1 1 calc R U . . .
N1 N 0.5645(3) 0.5138(2) 0.6718(3) 0.0405(6) Uani 1 1 d . U . . .
O2 O 0.6206(5) 0.64934(19) 0.5777(4) 0.0746(13) Uani 1 1 d . . . . .
Cl1 Cl 0.69446(14) 0.68047(9) 0.87181(15) 0.0789(4) Uani 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'
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'
F F 0.0171 0.0103 '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'
Hg Hg -2.3894 9.2266 '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
Cl1 Hg1 Cl1 157.05(8) . 2_656 y
Cl1 Hg1 N1 99.37(9) . . y
Cl1 Hg1 N1 100.57(9) 2_656 . ?
Cl1 Hg1 N1 100.57(9) . 2_656 y
Cl1 Hg1 N1 99.37(9) 2_656 2_656 ?
Cl1 Hg1 O2 92.42(9) . . y
Cl1 Hg1 O2 88.08(9) . 2_656 y
N1 Hg1 N1 59.05(14) . 2_656 y
C1 N2 N1 119.4(3) . . y
C1 N2 H2 120.3 . . ?
N1 N2 H2 120.3 . . ?
C4 C3 C2 121.1(4) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
N1 C8 C8 115.7(2) . 2_656 ?
N1 C8 C9 125.2(3) . . ?
C8 C8 C9 119.1(2) 2_656 . ?
C5 C4 C3 117.7(4) . . ?
C5 C4 H4 121.2 . . ?
C3 C4 H4 121.2 . . ?
C7 C2 C3 119.2(4) . . ?
C7 C2 C1 123.2(4) . . ?
C3 C2 C1 117.6(4) . . ?
C10 C9 C8 114.1(4) . . ?
C10 C9 H9A 108.7 . . ?
C8 C9 H9A 108.7 . . ?
C10 C9 H9B 108.7 . . ?
C8 C9 H9B 108.7 . . ?
H9A C9 H9B 107.6 . . ?
C4 C5 F1 118.3(4) . . ?
C4 C5 C6 123.7(4) . . ?
F1 C5 C6 118.0(4) . . ?
O2 C1 N2 122.3(4) . . y
O2 C1 C2 122.5(4) . . ?
N2 C1 C2 115.2(3) . . y
C6 C7 C2 120.3(4) . . ?
C6 C7 H7 119.9 . . ?
C2 C7 H7 119.9 . . ?
C10 C10 C9 114.3(5) 2_656 . ?
C10 C10 H10A 108.7 2_656 . ?
C9 C10 H10A 108.7 . . ?
C10 C10 H10B 108.7 2_656 . ?
C9 C10 H10B 108.7 . . ?
H10A C10 H10B 107.6 . . ?
C5 C6 C7 118.0(4) . . ?
C5 C6 H6 121.0 . . ?
C7 C6 H6 121.0 . . ?
C8 N1 N2 117.5(3) . . ?
C8 N1 Hg1 123.3(3) . . ?
N2 N1 Hg1 116.8(2) . . ?
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
Hg1 Cl1 2.3167(14) . y
Hg1 Cl1 2.3168(14) 2_656 ?
Hg1 N1 2.674(3) . y
Hg1 N1 2.674(3) 2_656 ?
Hg1 O1 2.757 . ?
Hg1 O2 2.757 . y
F1 C5 1.358(5) . ?
N2 C1 1.361(5) . y
N2 N1 1.371(4) . ?
N2 H2 0.8600 . ?
C3 C4 1.375(7) . ?
C3 C2 1.394(6) . ?
C3 H3 0.9300 . ?
C8 N1 1.284(5) . y
C8 C8 1.493(7) 2_656 ?
C8 C9 1.497(6) . ?
C4 C5 1.354(7) . ?
C4 H4 0.9300 . ?
C2 C7 1.383(6) . ?
C2 C1 1.481(6) . ?
C9 C10 1.489(6) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C5 C6 1.379(7) . ?
C1 O2 1.213(5) . y
C7 C6 1.380(6) . ?
C7 H7 0.9300 . ?
C10 C10 1.437(11) 2_656 ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C6 H6 0.9300 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N2 H2 F1 0.86 2.52 3.198(4) 136.6 5_766 yes
C9 H9B F1 0.97 2.60 3.447(5) 146.0 5_766 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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C2 C3 C4 C5 0.4(8) . . . .
C4 C3 C2 C7 -3.0(7) . . . .
C4 C3 C2 C1 176.4(5) . . . .
N1 C8 C9 C10 -179.3(5) . . . .
C8 C8 C9 C10 0.7(8) 2_656 . . .
C3 C4 C5 F1 -176.2(4) . . . .
C3 C4 C5 C6 2.8(8) . . . .
N1 N2 C1 O2 -2.4(7) . . . .
N1 N2 C1 C2 175.7(4) . . . .
C7 C2 C1 O2 -147.4(5) . . . .
C3 C2 C1 O2 33.3(7) . . . .
C7 C2 C1 N2 34.6(6) . . . .
C3 C2 C1 N2 -144.8(4) . . . .
C3 C2 C7 C6 2.5(7) . . . .
C1 C2 C7 C6 -176.9(4) . . . .
C8 C9 C10 C10 38.4(9) . . . 2_656
C4 C5 C6 C7 -3.3(7) . . . .
F1 C5 C6 C7 175.7(4) . . . .
C2 C7 C6 C5 0.6(7) . . . .
C8 C8 N1 N2 177.6(4) 2_656 . . .
C9 C8 N1 N2 -2.4(7) . . . .
C8 C8 N1 Hg1 15.7(6) 2_656 . . .
C9 C8 N1 Hg1 -164.3(4) . . . .
C1 N2 N1 C8 -178.7(4) . . . .
C1 N2 N1 Hg1 -15.6(5) . . . .
loop_
_publcif_info_tables.block_id
_publcif_info_tables.reference_item
{d9af726e-37b9-43f8-90a1-655538ef0f18} '_publcif_info_datablock.publ_exptl'
{a56bebec-7829-45b3-88da-c42723fcdf7b} '_geom_bond_atom_site_label_1'
{f4181738-b50e-49f8-890d-636d02a071ac} '_geom_bond_atom_site_label_1'
{a54a34b5-ee3f-488b-a602-1d3d39f5dc8e} '_geom_bond_atom_site_label_1'
{a56bebec-7829-45b3-88da-c42723fcdf7b} '_geom_hbond_atom_site_label_D'
{a54a34b5-ee3f-488b-a602-1d3d39f5dc8e} '_geom_hbond_atom_site_label_D'
loop_
_publcif_info_cif.paper_type
CE
loop_
_publcif_info_datablock.id
_publcif_info_datablock.publ_exptl
_publcif_info_datablock.publ_geom
_publcif_info_datablock.structure
{a56bebec-7829-45b3-88da-c42723fcdf7b} y y y
{f4181738-b50e-49f8-890d-636d02a071ac} y ? y
{a54a34b5-ee3f-488b-a602-1d3d39f5dc8e} y y y
{d9af726e-37b9-43f8-90a1-655538ef0f18} ? ? ?
loop_
_publcif_info_exptl_table_extra_item
sin_theta_over_lambda_max
loop_
_publcif_info_exptl_table_header_item
Datablock_name

_cod_database_fobs_code 2022641
