# Supplementary Information (SI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 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_JS4
_database_code_depnum_ccdc_archive 'CCDC 2463238'
loop_
_audit_author_name
_audit_author_address
'Ali Ben Ahmed'
;university of sfax
Tunisia
;
_audit_update_record             
;
2026-03-16 deposited with the CCDC.	2026-04-17 downloaded from the CCDC.
;

_audit_creation_date             2025-06-06T12:45:55-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.5
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         'C7 H4 N2 O3 S'
_chemical_formula_sum            'C7 H4 N2 O3 S'
_chemical_formula_weight         196.18

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   4.5721(2)
_cell_length_b                   15.6411(7)
_cell_length_c                   10.7748(5)
_cell_angle_alpha                90
_cell_angle_beta                 98.719(2)
_cell_angle_gamma                90
_cell_volume                     761.63(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9936
_cell_measurement_theta_min      2.60
_cell_measurement_theta_max      28.30
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       needle
_exptl_crystal_colour            Colourless
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_crystal_density_diffrn    1.711
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             400

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.395
_exptl_absorpt_process_details   'BRUKER SADABS-2016/2'
_exptl_absorpt_correction_T_min  0.4863
_exptl_absorpt_correction_T_max  0.9775
_shelx_estimated_absorpt_T_min   0.947
_shelx_estimated_absorpt_T_max   0.969

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_detector                 'APEX-II CCD'
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II'
_diffrn_measurement_method       'φ or ω oscillation scans'
_diffrn_standards_decay_%        ?
_diffrn_reflns_av_R_equivalents  0.0378
_diffrn_reflns_av_unetI/netI     0.0196
_diffrn_reflns_number            17343
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.314
_diffrn_reflns_theta_max         28.316
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 1
_diffrn_reflns_Laue_measured_fraction_full 1
_diffrn_reflns_Laue_measured_fraction_max 1
_diffrn_reflns_point_group_measured_fraction_full 1
_diffrn_reflns_point_group_measured_fraction_max 1
_reflns_Friedel_coverage         0
_reflns_number_total             1892
_reflns_number_gt                1710
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'APPEX5v2023.9-2 (BRUKER AXS, 2021-2023)'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   dual
_atom_sites_solution_hydrogens   mixed

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_shelx_SHELXL_version_number     2019/3
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0427P)²+0.2733P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         1892
_refine_ls_number_parameters     121
_refine_ls_number_restraints     0
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.0359
_refine_ls_R_factor_gt           0.0273
_refine_ls_wR_factor_ref         0.0785
_refine_ls_wR_factor_gt          0.0759
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_restrained_S_all      1.104
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.368
_refine_diff_density_min         -0.317
_refine_diff_density_rms         0.09

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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
S1 S -0.18288(7) 0.72735(2) 0.48491(3) 0.01964(11) Uani 1 1 d . . . . .
O1 O 0.7418(2) 0.33356(6) 0.73127(9) 0.0303(2) Uani 1 1 d . . . . .
O2 O 1.0981(2) 0.39238(6) 0.85613(10) 0.0278(2) Uani 1 1 d . . . . .
O3 O 0.11903(19) 0.58783(5) 0.55913(8) 0.01711(19) Uani 1 1 d . . . . .
N2 N 0.2813(2) 0.70152(6) 0.66928(9) 0.0159(2) Uani 1 1 d . . . . .
N3 N 0.8617(2) 0.39631(7) 0.78465(9) 0.0195(2) Uani 1 1 d . . . . .
C1 C 0.0774(3) 0.67429(7) 0.57346(11) 0.0160(2) Uani 1 1 d . . . . .
C7 C 0.4629(3) 0.63481(7) 0.71660(11) 0.0153(2) Uani 1 1 d . . . . .
C2 C 0.3568(3) 0.56359(7) 0.64685(10) 0.0148(2) Uani 1 1 d . . . . .
C3 C 0.4758(3) 0.48327(7) 0.66551(11) 0.0167(2) Uani 1 1 d . . . . .
H3 H 0.399647 0.434807 0.618137 0.02 Uiso 1 1 calc R U . . .
C4 C 0.7188(3) 0.47944(7) 0.76044(11) 0.0165(2) Uani 1 1 d . . . . .
C5 C 0.8339(3) 0.54907(8) 0.83202(11) 0.0180(2) Uani 1 1 d . . . . .
H5 H 1.001498 0.541841 0.894993 0.022 Uiso 1 1 calc R U . . .
C6 C 0.7043(3) 0.62921(8) 0.81153(11) 0.0179(2) Uani 1 1 d . . . . .
H6 H 0.776843 0.677605 0.859912 0.022 Uiso 1 1 calc R U . . .
H2 H 0.308(4) 0.7547(11) 0.6846(15) 0.022 Uiso 1 1 d . U . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
S1 C1 1.6343(12) . ?
O1 N3 1.2242(15) . ?
O2 N3 1.2301(14) . ?
O3 C1 1.3775(14) . ?
O3 C2 1.3811(13) . ?
N2 C1 1.3507(15) . ?
N2 C7 1.3822(15) . ?
N2 H2 0.852(17) . ?
N3 C4 1.4609(15) . ?
C7 C6 1.3889(16) . ?
C7 C2 1.3894(16) . ?
C2 C3 1.3717(16) . ?
C3 C4 1.3925(16) . ?
C3 H3 0.95 . ?
C4 C5 1.3911(17) . ?
C5 C6 1.3898(17) . ?
C5 H5 0.95 . ?
C6 H6 0.95 . ?

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
C1 O3 C2 107.49(9) . . ?
C1 N2 C7 110.51(10) . . ?
C1 N2 H2 121.1(11) . . ?
C7 N2 H2 127.3(11) . . ?
O1 N3 O2 122.85(11) . . ?
O1 N3 C4 118.25(10) . . ?
O2 N3 C4 118.89(11) . . ?
N2 C1 O3 107.71(10) . . ?
N2 C1 S1 130.03(9) . . ?
O3 C1 S1 122.26(9) . . ?
N2 C7 C6 133.25(11) . . ?
N2 C7 C2 105.35(10) . . ?
C6 C7 C2 121.41(11) . . ?
C3 C2 O3 127.26(10) . . ?
C3 C2 C7 123.83(11) . . ?
O3 C2 C7 108.92(10) . . ?
C2 C3 C4 113.68(10) . . ?
C2 C3 H3 123.2 . . ?
C4 C3 H3 123.2 . . ?
C5 C4 C3 124.49(11) . . ?
C5 C4 N3 118.45(10) . . ?
C3 C4 N3 117.05(10) . . ?
C6 C5 C4 120.10(11) . . ?
C6 C5 H5 120 . . ?
C4 C5 H5 120 . . ?
C7 C6 C5 116.49(11) . . ?
C7 C6 H6 121.8 . . ?
C5 C6 H6 121.8 . . ?

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
C7 N2 C1 O3 1.62(13) . . . . ?
C7 N2 C1 S1 -178.90(10) . . . . ?
C2 O3 C1 N2 -1.19(12) . . . . ?
C2 O3 C1 S1 179.28(8) . . . . ?
C1 N2 C7 C6 178.79(13) . . . . ?
C1 N2 C7 C2 -1.39(13) . . . . ?
C1 O3 C2 C3 -179.74(12) . . . . ?
C1 O3 C2 C7 0.34(12) . . . . ?
N2 C7 C2 C3 -179.31(11) . . . . ?
C6 C7 C2 C3 0.54(19) . . . . ?
N2 C7 C2 O3 0.61(13) . . . . ?
C6 C7 C2 O3 -179.53(11) . . . . ?
O3 C2 C3 C4 179.09(11) . . . . ?
C7 C2 C3 C4 -0.99(17) . . . . ?
C2 C3 C4 C5 0.51(17) . . . . ?
C2 C3 C4 N3 -178.93(10) . . . . ?
O1 N3 C4 C5 172.28(11) . . . . ?
O2 N3 C4 C5 -8.66(17) . . . . ?
O1 N3 C4 C3 -8.24(16) . . . . ?
O2 N3 C4 C3 170.81(11) . . . . ?
C3 C4 C5 C6 0.45(19) . . . . ?
N3 C4 C5 C6 179.88(11) . . . . ?
N2 C7 C6 C5 -179.73(12) . . . . ?
C2 C7 C6 C5 0.47(18) . . . . ?
C4 C5 C6 C7 -0.92(18) . . . . ?

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 O1 0.852(17) 2.454(17) 3.0756(14) 130.4(14) 2_656 yes
N2 H2 O2 0.852(17) 2.253(17) 3.0556(14) 157.0(15) 2_656 yes
C3 H3 S1 0.95 2.88 3.8230(12) 170.2 3_566 yes
C6 H6 O1 0.95 2.63 3.2441(16) 123.1 2_656 yes

