# Supplementary Information (SI) for ChemComm.
# 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_TP1_a
_database_code_depnum_ccdc_archive 'CCDC 2466200'
loop_
_audit_author_name
_audit_author_address
'Satyajit Pal'
;Department of Chemistry Visva Bharati
India
;
_audit_update_record             
;
2025-06-22 deposited with the CCDC.	2026-01-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C25 H16 Br N O2 S'
_chemical_formula_sum            'C25 H16 Br N O2 S'
_chemical_formula_weight         474.35

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'
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.3740(3)
_cell_length_b                   8.7891(3)
_cell_length_c                   16.2598(7)
_cell_angle_alpha                92.277(2)
_cell_angle_beta                 94.132(2)
_cell_angle_gamma                103.090(2)
_cell_volume                     1022.06(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    5857
_cell_measurement_theta_min      2.383
_cell_measurement_theta_max      30.424

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            RED
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.541
_exptl_crystal_F_000             480.0
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    2.136
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17275
_diffrn_reflns_av_unetI/netI     0.0687
_diffrn_reflns_av_R_equivalents  0.0438
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.383
_diffrn_reflns_theta_max         30.424
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6215
_reflns_number_gt                3950
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²+0.5558P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6178
_refine_ls_number_parameters     276
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1014
_refine_ls_R_factor_gt           0.0564
_refine_ls_wR_factor_ref         0.1554
_refine_ls_wR_factor_gt          0.1346
_refine_ls_goodness_of_fit_ref   0.867
_refine_ls_restrained_S_all      0.867
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.66535(5) 1.03182(4) 0.60277(2) 0.04158(14) Uani 1 1 d . . . . .
S1 S 0.55565(12) 0.34415(10) 0.71085(6) 0.0420(2) Uani 1 1 d . . . . .
O1 O 0.2759(4) 0.7452(3) 0.61808(15) 0.0447(6) Uani 1 1 d . . . . .
N1 N 0.7010(4) 0.4584(3) 0.56920(19) 0.0395(7) Uani 1 1 d . . . . .
C6 C 0.7174(4) 0.8604(4) 0.5409(2) 0.0333(7) Uani 1 1 d . . . . .
C1 C 0.6833(4) 0.7107(4) 0.57260(19) 0.0321(6) Uani 1 1 d . . . . .
C16 C 0.5292(4) 0.7197(3) 0.71118(19) 0.0309(6) Uani 1 1 d . . . . .
C18 C 0.2732(5) 0.8543(4) 0.7531(2) 0.0357(7) Uani 1 1 d . . . . .
C17 C 0.3531(4) 0.7727(3) 0.68830(19) 0.0316(6) Uani 1 1 d . . . . .
C2 C 0.7394(4) 0.5917(4) 0.5258(2) 0.0347(7) Uani 1 1 d . . . . .
C3 C 0.8194(5) 0.6165(5) 0.4510(2) 0.0430(8) Uani 1 1 d . . . . .
H3 H 0.856197 0.536667 0.422110 0.052 Uiso 1 1 calc R U . . .
C7 C 0.6091(4) 0.6434(4) 0.64511(19) 0.0319(6) Uani 1 1 d . . . . .
C25 C 0.6009(5) 0.7365(4) 0.7900(2) 0.0388(7) Uani 1 1 d . . . . .
H25 H 0.702519 0.693520 0.803786 0.047 Uiso 1 1 calc R U . . .
C9 C 0.7644(5) 0.3686(4) 0.7781(2) 0.0384(7) Uani 1 1 d . . . . .
O2 O 0.6104(6) 0.8421(5) 0.92388(19) 0.0912(13) Uani 1 1 d . . . . .
C4 C 0.8419(5) 0.7633(5) 0.4215(2) 0.0439(8) Uani 1 1 d . . . . .
H4 H 0.891749 0.782551 0.370957 0.053 Uiso 1 1 calc R U . . .
C23 C 0.3560(5) 0.8750(4) 0.8344(2) 0.0421(8) Uani 1 1 d . . . . .
C8 C 0.6237(4) 0.4897(4) 0.6413(2) 0.0346(7) Uani 1 1 d . . . . .
C19 C 0.1128(5) 0.9084(5) 0.7340(2) 0.0448(8) Uani 1 1 d . . . . .
H19 H 0.056900 0.895199 0.680313 0.054 Uiso 1 1 calc R U . . .
C5 C 0.7907(5) 0.8858(4) 0.4665(2) 0.0415(8) Uani 1 1 d . . . . .
H5 H 0.807061 0.984294 0.445357 0.050 Uiso 1 1 calc R U . . .
C14 C 0.9408(6) 0.4372(5) 0.7556(3) 0.0536(10) Uani 1 1 d . . . . .
H14 H 0.954285 0.475550 0.703306 0.064 Uiso 1 1 calc R U . . .
C24 C 0.5286(6) 0.8184(5) 0.8551(2) 0.0494(9) Uani 1 1 d . . . . .
C10 C 0.7496(6) 0.3111(6) 0.8558(3) 0.0610(11) Uani 1 1 d . . . . .
H10 H 0.633174 0.262136 0.871991 0.073 Uiso 1 1 calc R U . . .
C22 C 0.2758(7) 0.9478(5) 0.8957(2) 0.0573(10) Uani 1 1 d . . . . .
H22 H 0.329606 0.960516 0.949723 0.069 Uiso 1 1 calc R U . . .
C20 C 0.0363(6) 0.9824(5) 0.7954(3) 0.0595(11) Uani 1 1 d . . . . .
H20 H -0.069783 1.020068 0.782509 0.071 Uiso 1 1 calc R U . . .
C21 C 0.1174(7) 1.0002(6) 0.8758(3) 0.0656(12) Uani 1 1 d . . . . .
H21 H 0.064026 1.048233 0.916613 0.079 Uiso 1 1 calc R U . . .
C12 C 1.0838(6) 0.3967(5) 0.8873(3) 0.0577(11) Uani 1 1 d . . . . .
C13 C 1.0952(6) 0.4492(5) 0.8095(3) 0.0631(12) Uani 1 1 d . . . . .
H13 H 1.212086 0.494616 0.792529 0.076 Uiso 1 1 calc R U . . .
C11 C 0.9076(8) 0.3262(7) 0.9096(3) 0.0742(15) Uani 1 1 d . . . . .
H11 H 0.895476 0.288289 0.961997 0.089 Uiso 1 1 calc R U . . .
C15 C 1.2576(8) 0.4127(8) 0.9466(4) 0.0928(18) Uani 1 1 d . . . . .
H15A H 1.334351 0.347196 0.926170 0.139 Uiso 1 1 calc R U . . .
H15B H 1.221218 0.381344 1.000033 0.139 Uiso 1 1 calc R U . . .
H15C H 1.326817 0.519693 0.951019 0.139 Uiso 1 1 calc R U . . .
H1 H 0.722(6) 0.376(6) 0.553(3) 0.050(12) Uiso 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
Br1 C6 1.904(3) . ?
S1 C8 1.753(3) . ?
S1 C9 1.789(4) . ?
O1 C17 1.228(4) . ?
N1 C2 1.377(4) . ?
N1 C8 1.384(4) . ?
C6 C5 1.366(5) . ?
C6 C1 1.408(5) . ?
C1 C2 1.422(4) . ?
C1 C7 1.428(5) . ?
C16 C25 1.340(4) . ?
C16 C7 1.471(4) . ?
C16 C17 1.503(4) . ?
C18 C19 1.391(5) . ?
C18 C23 1.403(5) . ?
C18 C17 1.481(4) . ?
C2 C3 1.394(5) . ?
C3 C4 1.373(6) . ?
C7 C8 1.379(4) . ?
C25 C24 1.456(5) . ?
C9 C10 1.382(5) . ?
C9 C14 1.386(5) . ?
O2 C24 1.219(5) . ?
C4 C5 1.414(5) . ?
C23 C22 1.398(5) . ?
C23 C24 1.489(5) . ?
C19 C20 1.391(6) . ?
C14 C13 1.368(6) . ?
C10 C11 1.384(7) . ?
C22 C21 1.372(6) . ?
C20 C21 1.384(7) . ?
C12 C13 1.366(6) . ?
C12 C11 1.387(7) . ?
C12 C15 1.524(6) . ?

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
C8 S1 C9 101.40(16) . . ?
C2 N1 C8 109.4(3) . . ?
C5 C6 C1 120.9(3) . . ?
C5 C6 Br1 119.0(3) . . ?
C1 C6 Br1 120.0(2) . . ?
C6 C1 C2 116.6(3) . . ?
C6 C1 C7 135.8(3) . . ?
C2 C1 C7 107.6(3) . . ?
C25 C16 C7 123.1(3) . . ?
C25 C16 C17 119.6(3) . . ?
C7 C16 C17 117.2(3) . . ?
C19 C18 C23 119.4(3) . . ?
C19 C18 C17 120.1(3) . . ?
C23 C18 C17 120.5(3) . . ?
O1 C17 C18 121.2(3) . . ?
O1 C17 C16 120.5(3) . . ?
C18 C17 C16 118.3(3) . . ?
N1 C2 C3 129.8(3) . . ?
N1 C2 C1 107.0(3) . . ?
C3 C2 C1 123.2(3) . . ?
C4 C3 C2 117.5(3) . . ?
C8 C7 C1 106.6(3) . . ?
C8 C7 C16 125.7(3) . . ?
C1 C7 C16 127.6(3) . . ?
C16 C25 C24 123.6(3) . . ?
C10 C9 C14 118.2(4) . . ?
C10 C9 S1 118.1(3) . . ?
C14 C9 S1 123.6(3) . . ?
C3 C4 C5 121.2(3) . . ?
C22 C23 C18 119.9(3) . . ?
C22 C23 C24 120.4(3) . . ?
C18 C23 C24 119.7(3) . . ?
C7 C8 N1 109.5(3) . . ?
C7 C8 S1 129.2(3) . . ?
N1 C8 S1 121.3(2) . . ?
C20 C19 C18 119.9(4) . . ?
C6 C5 C4 120.4(3) . . ?
C13 C14 C9 120.6(4) . . ?
O2 C24 C25 120.3(4) . . ?
O2 C24 C23 121.5(4) . . ?
C25 C24 C23 118.1(3) . . ?
C9 C10 C11 120.1(4) . . ?
C21 C22 C23 119.8(4) . . ?
C21 C20 C19 120.3(4) . . ?
C22 C21 C20 120.6(4) . . ?
C13 C12 C11 117.2(4) . . ?
C13 C12 C15 121.4(5) . . ?
C11 C12 C15 121.4(4) . . ?
C12 C13 C14 122.3(4) . . ?
C10 C11 C12 121.6(4) . . ?

_refine_diff_density_max         0.710
_refine_diff_density_min         -0.319
_refine_diff_density_rms         0.090



