#------------------------------------------------------------------------------
#$Date: 2026-05-13 03:37:21 +0200 (Wed, 13 May 2026) $
#$Revision: 305953 $
#$URL: svn://saulius.grazulis.lt/cod-secondary/cif/7/25/19/7251981.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_7251981
loop_
_publ_author_name
'Khlifi, Houyem'
'Alghamdi, Mashael A.'
'Tababi, Intissar'
'Edziri, Hayet'
'Melliti, Marwa'
'Guesmi, Ahlem'
'Nasrallah, Hossam H.'
'Mhadhbi, Noureddine'
'Ben Hamadi, Naoufel'
'Naïli, Houcine'
_publ_section_title
;
 Integrated structural, vibrational, thermal, and optical characterization
 of a zinc-based organic--inorganic hybrid with DFT and molecular docking
 insights into its biological properties
;
_journal_issue                   27
_journal_name_full               'RSC Advances'
_journal_page_first              24964
_journal_page_last               24985
_journal_paper_doi               10.1039/D6RA03131E
_journal_volume                  16
_journal_year                    2026
_chemical_formula_moiety         '2(C9 H8 N), Cl4 Zn, 2(H2 O)'
_chemical_formula_sum            'C18 H20 Cl4 N2 O2 Zn'
_chemical_formula_weight         503.53
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2023-10-20
_audit_creation_method
;
Olex2 1.5-ac6-012
(compiled 2023.08.24 svn.re1ec1418 for Rigaku Oxford Diffraction, GUI svn.r6817)
;
_audit_update_record
;
2026-04-01 deposited with the CCDC.	2026-04-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.355(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.7276(3)
_cell_length_b                   9.8806(2)
_cell_length_c                   18.3798(4)
_cell_measurement_reflns_used    16614
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      30.6580
_cell_measurement_theta_min      2.7080
_cell_volume                     2088.08(8)
_computing_cell_refinement       'CrysAlisPro 1.171.43.92a (Rigaku OD, 2023)'
_computing_data_collection
'CrysAlisPro system (CCD 42.100a 64-bit (release 16-08-2023))'
_computing_data_reduction        'CrysAlisPro 1.171.43.92a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5-ac6-012 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac6-012 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 100'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.882
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -82.00 -40.00   0.50    8.00    --   -5.21 -19.00   0.00   84
  2  ω    -82.00 -40.00   0.50    8.00    --   -5.21 -19.00  90.00   84
  3  ω    -71.00 -40.00   0.50    8.00    --    6.38 -19.00 120.00   62
  4  ω    -71.00 -40.00   0.50    8.00    --    6.38 -19.00-180.00   62
  5  ω    -71.00 -40.00   0.50    8.00    --    6.38 -19.00-150.00   62
  6  ω     -4.00  40.00   0.50    8.00    --    8.00 -98.00 -95.05   88
  7  ω      1.00  45.00   0.50    8.00    --    8.00-107.00  68.52   88
  8  ω      8.00  51.00   0.50    8.00    --    8.00-117.00 -45.23   86
  9  ω     -1.00  43.00   0.50    8.00    --    8.00-103.00 140.20   88
 10  ω    -11.00  33.00   0.50    8.00    --    0.00  61.00  34.28   88
 11  ω    -82.00 -40.00   0.50    8.00    --   -5.21 -19.00 120.00   84
 12  ω     17.00  47.00   0.50    8.00    --   -5.21-131.00 114.73   60
 13  ω    -82.00 -40.00   0.50    8.00    --   -5.21 -19.00-120.00   84
 14  ω    -71.00 -40.00   0.50    8.00    --    6.38 -19.00 -90.00   62
 15  ω    -71.00 -40.00   0.50    8.00    --    6.38 -19.00  60.00   62
 16  ω    -71.00 -40.00   0.50    8.00    --    6.38 -19.00  30.00   62
 17  ω    -60.00   6.00   0.50    8.00    --   -5.21 -57.00   0.00  132
 18  ω    -71.00 -46.00   0.50    8.00    --    6.38 -19.00 150.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix-Arc 100'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0132975000
_diffrn_orient_matrix_UB_12      0.0390313000
_diffrn_orient_matrix_UB_13      -0.0329914000
_diffrn_orient_matrix_UB_21      0.0559925000
_diffrn_orient_matrix_UB_22      0.0299978000
_diffrn_orient_matrix_UB_23      0.0085212000
_diffrn_orient_matrix_UB_31      0.0221562000
_diffrn_orient_matrix_UB_32      -0.0522101000
_diffrn_orient_matrix_UB_33      -0.0197626000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0294
_diffrn_reflns_av_unetI/netI     0.0181
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.882
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            23309
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.882
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.729
_diffrn_reflns_theta_min         2.718
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.704
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.73395
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.92a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.602
_exptl_crystal_description       plate
_exptl_crystal_F_000             1024
_exptl_crystal_size_max          0.175
_exptl_crystal_size_mid          0.129
_exptl_crystal_size_min          0.041
_refine_diff_density_max         0.346
_refine_diff_density_min         -0.255
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     126
_refine_ls_number_reflns         2856
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0251
_refine_ls_R_factor_gt           0.0207
_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)+(0.0220P)²+1.8199P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0492
_refine_ls_wR_factor_ref         0.0508
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2570
_reflns_number_total             2856
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d6ra03131e2.cif
_cod_data_source_block           qzncl_autored
_cod_database_code               7251981
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C18 H20 N2 O2 Cl4 Zn1 '
_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_max   0.933
_shelx_estimated_absorpt_t_min   0.755
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All O(H,H) groups
2.a Free rotating group:
 O1(H1B,H1C)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C1(H1A), C2(H2), C3(H3), C5(H5), C6(H6), C7(H7), C8(H8)
;
_olex2_exptl_crystal_mounting_method
'The crystal was mounted on a MITIGEN holder in perfluoroether oil'
_olex2_submission_original_sample_id QZnCl
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.369
_oxdiff_exptl_absorpt_empirical_full_min 0.737
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 0.500000 0.84465(2) 0.750000 0.01398(6) Uani 1 2 d S T P . .
Cl1 Cl 0.65065(3) 0.71237(3) 0.80803(2) 0.02032(7) Uani 1 1 d . . . . .
Cl2 Cl 0.57264(3) 0.97068(3) 0.66770(2) 0.02047(7) Uani 1 1 d . . . . .
O1 O 0.34922(8) 0.39959(10) 0.72508(5) 0.02215(19) Uani 1 1 d G . . . .
H1B H 0.276734 0.380082 0.724626 0.033 Uiso 1 1 d G U . . .
H1C H 0.351326 0.487625 0.724853 0.033 Uiso 1 1 d G U . . .
N1 N 0.43774(9) 0.34680(10) 0.60066(6) 0.0169(2) Uani 1 1 d . . . . .
H1 H 0.408831 0.363810 0.640409 0.020 Uiso 1 1 calc R U . . .
C1 C 0.54303(11) 0.29337(13) 0.60954(7) 0.0187(2) Uani 1 1 d . . . . .
H1A H 0.585369 0.274596 0.658081 0.022 Uiso 1 1 calc R U . . .
C2 C 0.59248(11) 0.26433(13) 0.54800(7) 0.0196(2) Uani 1 1 d . . . . .
H2 H 0.668190 0.226243 0.554504 0.023 Uiso 1 1 calc R U . . .
C3 C 0.53059(11) 0.29139(12) 0.47834(7) 0.0176(2) Uani 1 1 d . . . . .
H3 H 0.563431 0.271470 0.436259 0.021 Uiso 1 1 calc R U . . .
C4 C 0.41800(11) 0.34884(12) 0.46847(7) 0.0150(2) Uani 1 1 d . . . . .
C5 C 0.34896(11) 0.37795(13) 0.39785(7) 0.0184(2) Uani 1 1 d . . . . .
H5 H 0.378340 0.359975 0.354208 0.022 Uiso 1 1 calc R U . . .
C6 C 0.24008(12) 0.43189(13) 0.39234(7) 0.0206(3) Uani 1 1 d . . . . .
H6 H 0.194270 0.450920 0.344809 0.025 Uiso 1 1 calc R U . . .
C7 C 0.19524(11) 0.45950(13) 0.45670(8) 0.0204(3) Uani 1 1 d . . . . .
H7 H 0.119545 0.497043 0.451867 0.025 Uiso 1 1 calc R U . . .
C8 C 0.25926(11) 0.43297(13) 0.52601(7) 0.0180(2) Uani 1 1 d . . . . .
H8 H 0.228699 0.451939 0.569101 0.022 Uiso 1 1 calc R U . . .
C9 C 0.37128(10) 0.37703(12) 0.53214(7) 0.0149(2) 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'
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_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 1 0.0238
0 0 -1 0.0176
1 1 0 0.0721
-1 -1 0 0.0504
-1 1 0 0.0786
2 -2 -1 0.0675
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 Zn1 Cl1 110.252(18) 2_656 . ?
Cl2 Zn1 Cl1 105.647(11) . . ?
Cl2 Zn1 Cl1 105.647(11) 2_656 2_656 ?
Cl2 Zn1 Cl1 111.260(11) . 2_656 ?
Cl2 Zn1 Cl1 111.260(11) 2_656 . ?
Cl2 Zn1 Cl2 112.863(19) 2_656 . ?
H1B O1 H1C 104.5 . . ?
C1 N1 H1 118.5 . . ?
C1 N1 C9 123.07(11) . . ?
C9 N1 H1 118.5 . . ?
N1 C1 H1A 119.7 . . ?
N1 C1 C2 120.50(11) . . ?
C2 C1 H1A 119.7 . . ?
C1 C2 H2 120.4 . . ?
C3 C2 C1 119.26(12) . . ?
C3 C2 H2 120.4 . . ?
C2 C3 H3 119.7 . . ?
C2 C3 C4 120.52(11) . . ?
C4 C3 H3 119.7 . . ?
C3 C4 C5 123.29(11) . . ?
C9 C4 C3 118.45(11) . . ?
C9 C4 C5 118.25(11) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 C4 120.20(11) . . ?
C6 C5 H5 119.9 . . ?
C5 C6 H6 119.7 . . ?
C5 C6 C7 120.60(12) . . ?
C7 C6 H6 119.7 . . ?
C6 C7 H7 119.5 . . ?
C8 C7 C6 121.02(12) . . ?
C8 C7 H7 119.5 . . ?
C7 C8 H8 120.6 . . ?
C7 C8 C9 118.73(11) . . ?
C9 C8 H8 120.6 . . ?
N1 C9 C4 118.19(11) . . ?
N1 C9 C8 120.59(11) . . ?
C8 C9 C4 121.21(11) . . ?
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
Zn1 Cl1 2.2858(3) . ?
Zn1 Cl1 2.2858(3) 2_656 ?
Zn1 Cl2 2.2521(3) . ?
Zn1 Cl2 2.2520(3) 2_656 ?
O1 H1B 0.8701 . ?
O1 H1C 0.8702 . ?
N1 H1 0.8800 . ?
N1 C1 1.3231(17) . ?
N1 C9 1.3772(16) . ?
C1 H1A 0.9500 . ?
C1 C2 1.3986(18) . ?
C2 H2 0.9500 . ?
C2 C3 1.3681(18) . ?
C3 H3 0.9500 . ?
C3 C4 1.4158(17) . ?
C4 C5 1.4174(17) . ?
C4 C9 1.4141(16) . ?
C5 H5 0.9500 . ?
C5 C6 1.3688(19) . ?
C6 H6 0.9500 . ?
C6 C7 1.4125(19) . ?
C7 H7 0.9500 . ?
C7 C8 1.3707(18) . ?
C8 H8 0.9500 . ?
C8 C9 1.4093(17) . ?
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
N1 C1 C2 C3 -0.20(19) . . . . ?
C1 N1 C9 C4 0.30(18) . . . . ?
C1 N1 C9 C8 179.54(11) . . . . ?
C1 C2 C3 C4 0.35(19) . . . . ?
C2 C3 C4 C5 -179.31(12) . . . . ?
C2 C3 C4 C9 -0.18(18) . . . . ?
C3 C4 C5 C6 179.12(12) . . . . ?
C3 C4 C9 N1 -0.14(17) . . . . ?
C3 C4 C9 C8 -179.37(11) . . . . ?
C4 C5 C6 C7 0.15(19) . . . . ?
C5 C4 C9 N1 179.03(11) . . . . ?
C5 C4 C9 C8 -0.20(18) . . . . ?
C5 C6 C7 C8 -0.1(2) . . . . ?
C6 C7 C8 C9 -0.13(19) . . . . ?
C7 C8 C9 N1 -178.94(11) . . . . ?
C7 C8 C9 C4 0.27(18) . . . . ?
C9 N1 C1 C2 -0.13(19) . . . . ?
C9 C4 C5 C6 -0.01(18) . . . . ?
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0004 0.0003 1.0000 -0.0330 0.0086 -0.0198
-0.0004 -0.0003 -1.0000 0.0330 -0.0086 0.0198
1.0004 1.0009 -0.0027 0.0259 0.0860 -0.0300
-1.0004 -1.0009 0.0027 -0.0259 -0.0860 0.0300
-1.0009 1.0001 -0.0005 0.0524 -0.0260 -0.0744
2.0014 -2.0005 -0.9989 -0.0717 0.0435 0.1685
