# 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. 
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data_pcr-bvp-3301r
_audit_block_doi                 10.5517/ccdc.csd.cc2hjk5s
_database_code_depnum_ccdc_archive 'CCDC 2309815'
loop_
_audit_author_name
_audit_author_address
'BARSHA SAMANTA'
;Ravenshaw University
India
;
_audit_update_record             
;
2023-11-23 deposited with the CCDC.	2026-05-07 downloaded from the CCDC.
;
_audit_creation_date             2023-11-23
_audit_creation_method           
;
Olex2 1.5-alpha
(compiled 2021.06.29 svn.r12e2184c for OlexSys, GUI svn.r6374)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H15 N3 O2 S'
_chemical_formula_sum            'C19 H15 N3 O2 S'
_chemical_formula_weight         349.40
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   17.4745(5)
_cell_length_b                   4.70452(12)
_cell_length_c                   20.9252(7)
_cell_angle_alpha                90
_cell_angle_beta                 105.964(4)
_cell_angle_gamma                90
_cell_volume                     1653.90(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4027
_cell_measurement_temperature    300.15
_cell_measurement_theta_max      26.3160
_cell_measurement_theta_min      2.3720
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.890
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.403
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Crystalline
_exptl_crystal_F_000             728
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0399
_diffrn_reflns_av_unetI/netI     0.0347
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       3
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            14156
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.798
_diffrn_reflns_theta_min         4.395
_diffrn_ambient_temperature      300.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_device_type  'XtaLAB Pro II AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3131
_reflns_number_total             3397
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.286
_refine_diff_density_min         -0.528
_refine_diff_density_rms         0.097
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.147
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         3397
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0486
_refine_ls_R_factor_gt           0.0440
_refine_ls_restrained_S_all      1.147
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0666P)²+0.4253P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1169
_refine_ls_wR_factor_ref         0.1230
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C10(H10)
2.b Secondary CH2 refined with riding coordinates:
 C24(H24A,H24B)
2.c Aromatic/amide H refined with riding coordinates:
 C22(H22), C4(H4), C6(H6), C18(H18), C5(H5), C20(H20), C21(H21), C19(H19),
 C15(H15)
2.d Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
S12 S 0.08223(2) 0.20093(9) 0.26251(2) 0.04105(15) Uani 1 1 d . . . . .
O9 O 0.29374(6) 0.5980(2) 0.31152(5) 0.0387(3) Uani 1 1 d . . . . .
O23 O 0.41579(7) 0.9244(3) 0.30985(6) 0.0453(3) Uani 1 1 d . . . . .
N1 N 0.09805(8) 0.4360(3) 0.15674(6) 0.0369(3) Uani 1 1 d . . . . .
N16 N 0.07312(9) 0.4633(4) 0.08929(7) 0.0460(3) Uani 1 1 d . . . . .
N14 N -0.00478(10) 0.1482(4) 0.12643(8) 0.0545(4) Uani 1 1 d . . . . .
C17 C 0.23786(9) 0.3317(3) 0.38517(7) 0.0330(3) Uani 1 1 d . . . . .
C2 C 0.16090(9) 0.5462(3) 0.20692(7) 0.0356(3) Uani 1 1 d . . . . .
C10 C 0.22043(9) 0.5410(3) 0.32833(7) 0.0339(3) Uani 1 1 d . . . . .
H10 H 0.201223 0.718452 0.343004 0.041 Uiso 1 1 calc R U . . .
C11 C 0.16010(9) 0.4392(3) 0.26647(8) 0.0352(3) Uani 1 1 d . . . . .
C3 C 0.22157(9) 0.7432(3) 0.19997(8) 0.0359(3) Uani 1 1 d . . . . .
C7 C 0.35216(9) 0.9332(3) 0.25453(8) 0.0382(3) Uani 1 1 d . . . . .
C8 C 0.28755(9) 0.7614(3) 0.25587(8) 0.0350(3) Uani 1 1 d . . . . .
C22 C 0.30887(10) 0.1853(4) 0.40429(8) 0.0413(4) Uani 1 1 d . . . . .
H22 H 0.347720 0.216930 0.382357 0.050 Uiso 1 1 calc R U . . .
C13 C 0.05164(9) 0.2483(4) 0.17747(9) 0.0412(4) Uani 1 1 d . . . . .
C4 C 0.21903(11) 0.9065(4) 0.14376(8) 0.0425(4) Uani 1 1 d . . . . .
H4 H 0.175185 0.896724 0.106649 0.051 Uiso 1 1 calc R U . . .
C6 C 0.34832(11) 1.0951(4) 0.19836(9) 0.0450(4) Uani 1 1 d . . . . .
H6 H 0.390552 1.213554 0.197276 0.054 Uiso 1 1 calc R U . . .
C18 C 0.18074(10) 0.2851(4) 0.41903(9) 0.0454(4) Uani 1 1 d . . . . .
H18 H 0.132830 0.384021 0.406853 0.055 Uiso 1 1 calc R U . . .
C5 C 0.28193(12) 1.0818(4) 0.14373(9) 0.0476(4) Uani 1 1 d . . . . .
H5 H 0.279988 1.193058 0.106589 0.057 Uiso 1 1 calc R U . . .
C20 C 0.26605(13) -0.0548(4) 0.48939(9) 0.0527(5) Uani 1 1 d . . . . .
H20 H 0.275527 -0.184249 0.524290 0.063 Uiso 1 1 calc R U . . .
C21 C 0.32263(12) -0.0089(4) 0.45608(9) 0.0516(4) Uani 1 1 d . . . . .
H21 H 0.370410 -0.108556 0.468344 0.062 Uiso 1 1 calc R U . . .
C24 C 0.47362(10) 1.1472(4) 0.31823(10) 0.0485(4) Uani 1 1 d . . . . .
H24A H 0.447654 1.331285 0.313029 0.058 Uiso 1 1 calc R U . . .
H24B H 0.503136 1.130041 0.285350 0.058 Uiso 1 1 calc R U . . .
C19 C 0.19512(12) 0.0924(5) 0.47067(9) 0.0540(5) Uani 1 1 d . . . . .
H19 H 0.156664 0.061452 0.493048 0.065 Uiso 1 1 calc R U . . .
C15 C 0.01175(12) 0.2868(5) 0.07493(9) 0.0544(5) Uani 1 1 d . . . . .
H15 H -0.018754 0.258943 0.031369 0.065 Uiso 1 1 calc R U . . .
C25 C 0.52850(13) 1.1175(6) 0.38685(12) 0.0688(6) Uani 1 1 d . . . . .
H25A H 0.552173 0.931793 0.391910 0.103 Uiso 1 1 calc R U . . .
H25B H 0.498966 1.142670 0.418932 0.103 Uiso 1 1 calc R U . . .
H25C H 0.569533 1.259056 0.393691 0.103 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
S12 C11 1.7473(16) . ?
S12 C13 1.7261(18) . ?
O9 C10 1.4438(18) . ?
O9 C8 1.3744(19) . ?
O23 C7 1.368(2) . ?
O23 C24 1.433(2) . ?
N1 N16 1.3638(18) . ?
N1 C2 1.3939(19) . ?
N1 C13 1.349(2) . ?
N16 C15 1.324(3) . ?
N14 C13 1.325(2) . ?
N14 C15 1.357(3) . ?
C17 C10 1.509(2) . ?
C17 C22 1.379(2) . ?
C17 C18 1.391(2) . ?
C2 C11 1.348(2) . ?
C2 C3 1.445(2) . ?
C10 H10 0.9800 . ?
C10 C11 1.505(2) . ?
C3 C8 1.401(2) . ?
C3 C4 1.395(2) . ?
C7 C8 1.395(2) . ?
C7 C6 1.386(2) . ?
C22 H22 0.9300 . ?
C22 C21 1.387(2) . ?
C4 H4 0.9300 . ?
C4 C5 1.374(3) . ?
C6 H6 0.9300 . ?
C6 C5 1.388(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.380(3) . ?
C5 H5 0.9300 . ?
C20 H20 0.9300 . ?
C20 C21 1.374(3) . ?
C20 C19 1.379(3) . ?
C21 H21 0.9300 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 C25 1.498(3) . ?
C19 H19 0.9300 . ?
C15 H15 0.9300 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?

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
C13 S12 C11 88.98(8) . . ?
C8 O9 C10 116.24(12) . . ?
C7 O23 C24 117.59(13) . . ?
N16 N1 C2 134.88(14) . . ?
C13 N1 N16 110.20(13) . . ?
C13 N1 C2 114.85(13) . . ?
C15 N16 N1 100.61(14) . . ?
C13 N14 C15 101.28(16) . . ?
C22 C17 C10 121.67(14) . . ?
C22 C17 C18 119.22(15) . . ?
C18 C17 C10 119.11(14) . . ?
N1 C2 C3 127.63(14) . . ?
C11 C2 N1 110.56(14) . . ?
C11 C2 C3 121.81(14) . . ?
O9 C10 C17 108.24(12) . . ?
O9 C10 H10 108.7 . . ?
O9 C10 C11 107.94(12) . . ?
C17 C10 H10 108.7 . . ?
C11 C10 C17 114.32(13) . . ?
C11 C10 H10 108.7 . . ?
C2 C11 S12 113.70(12) . . ?
C2 C11 C10 119.56(14) . . ?
C10 C11 S12 126.66(11) . . ?
C8 C3 C2 114.40(14) . . ?
C4 C3 C2 125.71(15) . . ?
C4 C3 C8 119.89(15) . . ?
O23 C7 C8 116.06(14) . . ?
O23 C7 C6 124.95(15) . . ?
C6 C7 C8 118.98(15) . . ?
O9 C8 C3 121.88(14) . . ?
O9 C8 C7 117.74(14) . . ?
C7 C8 C3 120.21(14) . . ?
C17 C22 H22 119.9 . . ?
C17 C22 C21 120.30(16) . . ?
C21 C22 H22 119.9 . . ?
N1 C13 S12 111.90(12) . . ?
N14 C13 S12 137.38(15) . . ?
N14 C13 N1 110.71(16) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 C3 119.38(16) . . ?
C5 C4 H4 120.3 . . ?
C7 C6 H6 119.7 . . ?
C7 C6 C5 120.52(16) . . ?
C5 C6 H6 119.7 . . ?
C17 C18 H18 120.0 . . ?
C19 C18 C17 120.05(17) . . ?
C19 C18 H18 120.0 . . ?
C4 C5 C6 120.94(16) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C21 C20 H20 120.2 . . ?
C21 C20 C19 119.52(17) . . ?
C19 C20 H20 120.2 . . ?
C22 C21 H21 119.8 . . ?
C20 C21 C22 120.37(18) . . ?
C20 C21 H21 119.8 . . ?
O23 C24 H24A 110.3 . . ?
O23 C24 H24B 110.3 . . ?
O23 C24 C25 107.05(16) . . ?
H24A C24 H24B 108.6 . . ?
C25 C24 H24A 110.3 . . ?
C25 C24 H24B 110.3 . . ?
C18 C19 H19 119.7 . . ?
C20 C19 C18 120.54(17) . . ?
C20 C19 H19 119.7 . . ?
N16 C15 N14 117.21(16) . . ?
N16 C15 H15 121.4 . . ?
N14 C15 H15 121.4 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?

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
O9 C10 C11 S12 149.17(11) . . . . ?
O9 C10 C11 C2 -34.46(19) . . . . ?
O23 C7 C8 O9 -0.7(2) . . . . ?
O23 C7 C8 C3 -176.20(14) . . . . ?
O23 C7 C6 C5 177.74(16) . . . . ?
N1 N16 C15 N14 -0.3(2) . . . . ?
N1 C2 C11 S12 -0.04(17) . . . . ?
N1 C2 C11 C10 -176.86(13) . . . . ?
N1 C2 C3 C8 -164.89(15) . . . . ?
N1 C2 C3 C4 14.5(3) . . . . ?
N16 N1 C2 C11 -177.38(16) . . . . ?
N16 N1 C2 C3 1.5(3) . . . . ?
N16 N1 C13 S12 178.73(11) . . . . ?
N16 N1 C13 N14 -0.6(2) . . . . ?
C17 C10 C11 S12 28.68(19) . . . . ?
C17 C10 C11 C2 -154.94(14) . . . . ?
C17 C22 C21 C20 -0.8(3) . . . . ?
C17 C18 C19 C20 0.3(3) . . . . ?
C2 N1 N16 C15 177.20(18) . . . . ?
C2 N1 C13 S12 1.34(18) . . . . ?
C2 N1 C13 N14 -178.00(15) . . . . ?
C2 C3 C8 O9 1.6(2) . . . . ?
C2 C3 C8 C7 176.83(14) . . . . ?
C2 C3 C4 C5 -178.80(16) . . . . ?
C10 O9 C8 C3 -35.1(2) . . . . ?
C10 O9 C8 C7 149.48(14) . . . . ?
C10 C17 C22 C21 -179.02(16) . . . . ?
C10 C17 C18 C19 179.30(16) . . . . ?
C11 S12 C13 N1 -1.10(13) . . . . ?
C11 S12 C13 N14 178.0(2) . . . . ?
C11 C2 C3 C8 13.9(2) . . . . ?
C11 C2 C3 C4 -166.71(16) . . . . ?
C3 C2 C11 S12 -178.98(12) . . . . ?
C3 C2 C11 C10 4.2(2) . . . . ?
C3 C4 C5 C6 1.0(3) . . . . ?
C7 O23 C24 C25 170.48(17) . . . . ?
C7 C6 C5 C4 -0.6(3) . . . . ?
C8 O9 C10 C17 173.20(12) . . . . ?
C8 O9 C10 C11 48.97(17) . . . . ?
C8 C3 C4 C5 0.6(2) . . . . ?
C8 C7 C6 C5 -1.4(3) . . . . ?
C22 C17 C10 O9 -12.6(2) . . . . ?
C22 C17 C10 C11 107.71(17) . . . . ?
C22 C17 C18 C19 -0.6(3) . . . . ?
C13 S12 C11 C2 0.65(13) . . . . ?
C13 S12 C11 C10 177.21(14) . . . . ?
C13 N1 N16 C15 0.55(19) . . . . ?
C13 N1 C2 C11 -0.8(2) . . . . ?
C13 N1 C2 C3 178.02(16) . . . . ?
C13 N14 C15 N16 0.0(3) . . . . ?
C4 C3 C8 O9 -177.92(15) . . . . ?
C4 C3 C8 C7 -2.6(2) . . . . ?
C6 C7 C8 O9 178.47(15) . . . . ?
C6 C7 C8 C3 3.0(2) . . . . ?
C18 C17 C10 O9 167.47(14) . . . . ?
C18 C17 C10 C11 -72.21(19) . . . . ?
C18 C17 C22 C21 0.9(3) . . . . ?
C21 C20 C19 C18 -0.1(3) . . . . ?
C24 O23 C7 C8 -164.00(15) . . . . ?
C24 O23 C7 C6 16.9(2) . . . . ?
C19 C20 C21 C22 0.4(3) . . . . ?
C15 N14 C13 S12 -178.74(18) . . . . ?
C15 N14 C13 N1 0.4(2) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
