# Supplementary Information (SI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2026

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_qzncl_autored
_database_code_depnum_ccdc_archive 'CCDC 2543095'
loop_
_audit_author_name
_audit_author_address
'Houcine Naili'
;Faculty of Sciences of Sfax, Tunisia
Tunisia
;
_audit_update_record             
;
2026-04-01 deposited with the CCDC.	2026-04-30 downloaded from the CCDC.
;
_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)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
''
''
_chemical_name_common            ?
_chemical_name_systematic        ?
_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
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C18 H20 N2 O2 Cl4 Zn1 '
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
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'

_cell_length_a                   11.7276(3)
_cell_length_b                   9.8806(2)
_cell_length_c                   18.3798(4)
_cell_angle_alpha                90
_cell_angle_beta                 101.355(2)
_cell_angle_gamma                90
_cell_volume                     2088.08(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    16614
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      30.6580
_cell_measurement_theta_min      2.7080
_shelx_estimated_absorpt_T_max   0.933
_shelx_estimated_absorpt_T_min   0.755
_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_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.602
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1024
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

_exptl_crystal_size_max          0.175
_exptl_crystal_size_mid          0.129
_exptl_crystal_size_min          0.041
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

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_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_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_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2570
_reflns_number_total             2856
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_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)'
_refine_diff_density_max         0.346
_refine_diff_density_min         -0.255
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       .
_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_R_factor_all          0.0251
_refine_ls_R_factor_gt           0.0207
_refine_ls_restrained_S_all      1.054
_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
_refine_special_details          ?
_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)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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_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_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) . . . . ?

_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
