# 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_1boczncl
_audit_block_doi                 10.5517/ccdc.csd.cc2r9lxl
_database_code_depnum_ccdc_archive 'CCDC 2541470'
loop_
_audit_author_name
_audit_author_address
'Houcine Naili'
;Faculty of Sciences of Sfax, Tunisia
Tunisia
;
_audit_update_record             
;
2026-03-26 deposited with the CCDC.	2026-05-22 downloaded from the CCDC.
;
_audit_creation_date             2024-05-14
_audit_creation_method           
;
Olex2 1.5-ac6-015
(compiled 2023.12.04 svn.r209d9fb2 for Rigaku Oxford Diffraction, GUI svn.r6873)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
''
''
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C3 H3 Br Cl N2 Zn0.5)'
_chemical_formula_sum            'C6 H6 Br2 Cl2 N4 Zn'
_chemical_formula_weight         430.24
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Zn Cl C H N O'
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'
Br Br -0.2901 2.4595 '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'
N N 0.0061 0.0033 '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           13
_space_group_name_H-M_alt        'P 1 2/c 1'
_space_group_name_Hall           '-P 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'

_cell_length_a                   21.3691(3)
_cell_length_b                   4.08470(10)
_cell_length_c                   14.2396(2)
_cell_angle_alpha                90
_cell_angle_beta                 109.475(2)
_cell_angle_gamma                90
_cell_volume                     1171.81(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    21168
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      30.3450
_cell_measurement_theta_min      2.8310
_shelx_estimated_absorpt_T_max   0.484
_shelx_estimated_absorpt_T_min   0.190
_exptl_absorpt_coefficient_mu    9.342
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.489
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.105a (Rigaku Oxford Diffraction, 2024)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
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    2.439
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             816
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 0 0.0756
-1 0 0 0.0773
1 -2 1 0.1170
-2 -2 1 0.1194
-1 2 -1 0.1391
3 2 -1 0.1400
0 0 1 0.0729
0 0 -1 0.0179
3 0 -2 0.0514
5 -3 15 0.0878
-30 0 5 0.0900
-9 4 13 0.1116
3 4 13 0.1012
-29 -1 11 0.1010
4 -2 16 0.0728
23 3 -14 0.0889

_exptl_crystal_size_max          0.266
_exptl_crystal_size_mid          0.173
_exptl_crystal_size_min          0.091
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
0.9994 0.0000 0.0003 -0.0025 0.0021 0.0350
-0.9994 -0.0000 -0.0003 0.0025 -0.0021 -0.0350
0.9975 -1.9994 1.0017 0.1169 -0.3249 0.0810
-2.0008 -1.9995 1.0008 0.1245 -0.3312 -0.0241
-0.9975 1.9994 -1.0017 -0.1169 0.3249 -0.0810
3.0002 1.9995 -1.0005 -0.1271 0.3334 0.0591
-0.0006 0.0000 0.9999 -0.0450 -0.0227 0.0158
0.0006 -0.0000 -0.9999 0.0450 0.0227 -0.0158
2.9994 -0.0000 -1.9990 0.0824 0.0518 0.0735
4.7933 -2.8099 15.1844 -0.4639 -0.7626 0.4507
-29.9479 -0.1557 4.6839 -0.1226 -0.1937 -0.9734
-9.1888 4.2698 13.3499 -0.9287 0.3267 -0.1754
2.6921 4.0135 12.8686 -0.9159 0.3238 0.2374
-28.9992 -0.8931 10.6350 -0.3320 -0.4392 -0.8348
3.9777 -2.3286 16.2504 -0.5494 -0.7154 0.4317
23.1066 2.5597 -13.8907 0.3561 0.7543 0.5516

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0587
_diffrn_reflns_av_unetI/netI     0.0273
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.910
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            29781
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.910
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.383
_diffrn_reflns_theta_min         2.861
_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 0.910
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -60.00   7.00   0.50    4.00    --   -6.25 -57.00-180.00  134
  2  ω    -19.00  39.00   0.50    4.00    --   -6.25  57.00  90.00  116
  3  ω    -73.00 -40.00   0.50    4.00    --    7.11 -19.00-150.00   66
  4  ω    -73.00 -40.00   0.50    4.00    --    7.11 -19.00 -90.00   66
  5  ω    -73.00 -40.00   0.50    4.00    --    7.11 -19.00 -60.00   66
  6  ω     -6.00  39.00   0.50    4.00    --    7.11  57.00 120.00   90
  7  ω     -6.00  39.00   0.50    4.00    --    7.11  57.00-180.00   90
  8  ω    -85.00 -40.00   0.50    4.00    --   -6.25 -19.00-120.00   90
  9  ω    -19.00  39.00   0.50    4.00    --   -6.25  57.00   0.00  116
 10  ω     -4.00  42.00   0.50    4.00    --    7.11 -99.00 -30.00   92
 11  ω    -73.00 -40.00   0.50    4.00    --    7.11 -19.00-180.00   66
 12  ω     -4.00  42.00   0.50    4.00    --    7.11 -99.00-120.00   92
 13  ω     -6.00  39.00   0.50    4.00    --    7.11  57.00  30.00   90
 14  ω    -85.00 -40.00   0.50    4.00    --   -6.25 -19.00 150.00   90
 15  ω     -4.00  42.00   0.50    4.00    --    7.11 -99.00  60.00   92
 16  ω     -4.00  42.00   0.50    4.00    --    7.11 -99.00  30.00   92
 17  ω    -73.00 -48.00   0.50    4.00    --    7.11 -19.00 -30.00   50
 18  ω     -4.00  42.00   0.50    4.00    --    7.11 -99.00 150.00   92
;
_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      -0.0025150000
_diffrn_orient_matrix_UB_12      -0.0822773000
_diffrn_orient_matrix_UB_13      -0.0449827000
_diffrn_orient_matrix_UB_21      0.0021194000
_diffrn_orient_matrix_UB_22      0.1521617000
_diffrn_orient_matrix_UB_23      -0.0227366000
_diffrn_orient_matrix_UB_31      0.0350559000
_diffrn_orient_matrix_UB_32      -0.0151017000
_diffrn_orient_matrix_UB_33      0.0158234000
_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                3128
_reflns_number_total             3220
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.43.105a (Rigaku OD, 2024)'
_computing_data_collection       
'CrysAlisPro system (CCD 43.120a 64-bit (release 16-04-2024))'
_computing_data_reduction        'CrysAlisPro 1.171.43.105a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5-ac6-015 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac6-015 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.113
_refine_diff_density_min         -1.002
_refine_diff_density_rms         0.146
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     138
_refine_ls_number_reflns         3220
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0263
_refine_ls_R_factor_gt           0.0251
_refine_ls_restrained_S_all      1.038
_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)+(0.0433P)²+0.4231P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0621
_refine_ls_wR_factor_ref         0.0626
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.5876(9)
 0.4124(9)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
3.a Aromatic/amide H refined with riding coordinates:
 N2(H2), C00I(H00I), C1(H1), N4(H4), C3(H3), C5(H5)
;
_atom_sites_solution_hydrogens   geom
_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
Br1 Br 0.77385(2) 0.48101(8) 0.75810(3) 0.01445(8) Uani 1 1 d . . . . .
Zn1 Zn 0.500000 0.75326(12) 0.750000 0.01363(11) Uani 1 2 d S T P . .
Cl1 Cl 0.44451(3) 1.02812(18) 0.60590(6) 0.01548(14) Uani 1 1 d . . . . .
N1 N 0.57820(13) 0.5630(7) 0.71894(19) 0.0128(5) Uani 1 1 d . . . . .
N2 N 0.57659(14) 0.4008(7) 0.63501(19) 0.0146(5) Uani 1 1 d . . . . .
H2 H 0.539851 0.340403 0.588036 0.018 Uiso 1 1 calc R U . . .
C00I C 0.63783(18) 0.3436(8) 0.6323(3) 0.0171(7) Uani 1 1 d . . . . .
H00I H 0.648989 0.230976 0.581709 0.021 Uiso 1 1 calc R U . . .
C1 C 0.64238(16) 0.6169(8) 0.7693(2) 0.0143(6) Uani 1 1 d . . . . .
H1 H 0.658983 0.730600 0.830817 0.017 Uiso 1 1 calc R U . . .
C2 C 0.68130(12) 0.4809(7) 0.7177(3) 0.0119(5) Uani 1 1 d . . . . .
Br2 Br 0.73676(2) -0.19273(7) 0.49343(2) 0.01462(8) Uani 1 1 d . . . . .
Zn2 Zn 1.000000 0.31780(11) 0.750000 0.01026(10) Uani 1 2 d S T P . .
Cl2 Cl 1.05138(3) 0.56159(16) 0.65174(6) 0.01316(13) Uani 1 1 d . . . . .
N3 N 0.92389(13) 0.1184(7) 0.63981(18) 0.0116(5) Uani 1 1 d . . . . .
N4 N 0.92164(14) 0.1348(7) 0.54382(19) 0.0129(5) Uani 1 1 d . . . . .
H4 H 0.954658 0.203509 0.524997 0.016 Uiso 1 1 calc R U . . .
C3 C 0.86274(18) 0.0334(8) 0.4807(3) 0.0157(7) Uani 1 1 d . . . . .
H3 H 0.849639 0.023588 0.410102 0.019 Uiso 1 1 calc R U . . .
C4 C 0.82501(12) -0.0541(6) 0.5392(3) 0.0112(5) Uani 1 1 d . . . . .
C5 C 0.86522(17) 0.0026(7) 0.6376(2) 0.0109(6) Uani 1 1 d . . . . .
H5 H 0.852528 -0.035893 0.694547 0.013 Uiso 1 1 calc R U . . .


_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
Br1 C2 1.866(3) . ?
Zn1 Cl1 2.2923(8) . ?
Zn1 Cl1 2.2924(8) 2_656 ?
Zn1 N1 2.021(3) . ?
Zn1 N1 2.021(3) 2_656 ?
N1 N2 1.357(3) . ?
N1 C1 1.337(4) . ?
N2 H2 0.8800 . ?
N2 C00I 1.342(4) . ?
C00I H00I 0.9500 . ?
C00I C2 1.379(5) . ?
C1 H1 0.9500 . ?
C1 C2 1.396(5) . ?
Br2 C4 1.866(3) . ?
Zn2 Cl2 2.2757(7) . ?
Zn2 Cl2 2.2757(7) 2_756 ?
Zn2 N3 2.017(3) . ?
Zn2 N3 2.017(3) 2_756 ?
N3 N4 1.353(3) . ?
N3 C5 1.331(4) . ?
N4 H4 0.8800 . ?
N4 C3 1.345(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.385(4) . ?
C4 C5 1.397(4) . ?
C5 H5 0.9500 . ?

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 121.35(4) . 2_656 ?
N1 Zn1 Cl1 99.53(8) . 2_656 ?
N1 Zn1 Cl1 102.19(8) . . ?
N1 Zn1 Cl1 99.52(8) 2_656 . ?
N1 Zn1 Cl1 102.19(8) 2_656 2_656 ?
N1 Zn1 N1 134.78(16) . 2_656 ?
N2 N1 Zn1 126.9(2) . . ?
C1 N1 Zn1 126.5(2) . . ?
C1 N1 N2 105.8(3) . . ?
N1 N2 H2 124.1 . . ?
C00I N2 N1 111.8(3) . . ?
C00I N2 H2 124.1 . . ?
N2 C00I H00I 126.8 . . ?
N2 C00I C2 106.3(3) . . ?
C2 C00I H00I 126.8 . . ?
N1 C1 H1 125.1 . . ?
N1 C1 C2 109.7(3) . . ?
C2 C1 H1 125.1 . . ?
C00I C2 Br1 127.2(3) . . ?
C00I C2 C1 106.3(2) . . ?
C1 C2 Br1 126.4(3) . . ?
Cl2 Zn2 Cl2 128.10(4) 2_756 . ?
N3 Zn2 Cl2 103.05(7) . 2_756 ?
N3 Zn2 Cl2 103.05(7) 2_756 . ?
N3 Zn2 Cl2 97.32(7) 2_756 2_756 ?
N3 Zn2 Cl2 97.33(7) . . ?
N3 Zn2 N3 132.37(16) . 2_756 ?
N4 N3 Zn2 120.9(2) . . ?
C5 N3 Zn2 132.1(2) . . ?
C5 N3 N4 106.1(3) . . ?
N3 N4 H4 124.1 . . ?
C3 N4 N3 111.7(3) . . ?
C3 N4 H4 124.1 . . ?
N4 C3 H3 126.9 . . ?
N4 C3 C4 106.3(3) . . ?
C4 C3 H3 126.9 . . ?
C3 C4 Br2 126.2(3) . . ?
C3 C4 C5 105.9(2) . . ?
C5 C4 Br2 127.8(2) . . ?
N3 C5 C4 110.0(3) . . ?
N3 C5 H5 125.0 . . ?
C4 C5 H5 125.0 . . ?

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
Zn1 N1 N2 C00I 172.0(2) . . . . ?
Zn1 N1 C1 C2 -171.8(2) . . . . ?
N1 N2 C00I C2 -1.2(4) . . . . ?
N1 C1 C2 Br1 -178.4(2) . . . . ?
N1 C1 C2 C00I 0.7(4) . . . . ?
N2 N1 C1 C2 -1.4(4) . . . . ?
N2 C00I C2 Br1 179.4(2) . . . . ?
N2 C00I C2 C1 0.3(4) . . . . ?
C1 N1 N2 C00I 1.6(4) . . . . ?
Br2 C4 C5 N3 -176.2(2) . . . . ?
Zn2 N3 N4 C3 -170.5(2) . . . . ?
Zn2 N3 C5 C4 169.1(2) . . . . ?
N3 N4 C3 C4 -0.2(4) . . . . ?
N4 N3 C5 C4 -0.3(3) . . . . ?
N4 C3 C4 Br2 176.4(2) . . . . ?
N4 C3 C4 C5 0.0(3) . . . . ?
C3 C4 C5 N3 0.2(3) . . . . ?
C5 N3 N4 C3 0.3(4) . . . . ?


_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a MITIGEN holder in perfluoroether oil'
_olex2_submission_original_sample_id 1BocZnCl
_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 2.716
_oxdiff_exptl_absorpt_empirical_full_min 0.542
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.5876(9)
2 0.4124(9)

