# 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. 
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#######################################################################

data_1
_database_code_depnum_ccdc_archive 'CCDC 2524659'
loop_
_audit_author_name
_audit_author_address
Qi
;Taizhou University
China
;
_audit_update_record             
;
2026-01-21 deposited with the CCDC.	2026-03-25 downloaded from the CCDC.
;
_audit_creation_date             2025-07-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H19 Br N2 O3 S'
_chemical_formula_sum            'C18 H18 Br N2 O3 S'
_chemical_formula_weight         422.31
_chemical_absolute_configuration RM
_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'
Br Br -0.6763 1.2805 '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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   10.9109(2)
_cell_length_b                   5.45170(10)
_cell_length_c                   16.0369(3)
_cell_angle_alpha                90
_cell_angle_beta                 95.2550(10)
_cell_angle_gamma                90
_cell_volume                     949.91(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9804
_cell_measurement_temperature    257(2)
_cell_measurement_theta_max      68.29
_cell_measurement_theta_min      4.07
_shelx_estimated_absorpt_T_max   0.477
_shelx_estimated_absorpt_T_min   0.449
_exptl_absorpt_coefficient_mu    4.139
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.4680
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1409 before and 0.0631 after correction.
The Ratio of minimum to maximum transmission is 0.6214.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.476
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             430
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.21
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0326
_diffrn_reflns_av_unetI/netI     0.0261
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            29095
_diffrn_reflns_point_group_measured_fraction_full 0.964
_diffrn_reflns_point_group_measured_fraction_max 0.963
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.286
_diffrn_reflns_theta_min         4.069
_diffrn_ambient_temperature      257.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_reflns_Friedel_coverage         0.749
_reflns_Friedel_fraction_full    0.933
_reflns_Friedel_fraction_max     0.932
_reflns_number_gt                3308
_reflns_number_total             3372
_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       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.156
_refine_diff_density_min         -0.265
_refine_diff_density_rms         0.032
_refine_ls_abs_structure_details 
;
 Flack x determined using 1397 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.035(6)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     239
_refine_ls_number_reflns         3372
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0228
_refine_ls_R_factor_gt           0.0224
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0350P)²+0.1078P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0610
_refine_ls_wR_factor_ref         0.0614
_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:
 C11(H11)
2.b Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B)
2.c Aromatic/amide H refined with riding coordinates:
 C8(H8), C17(H17), C18(H18), C1(H1A), C14(H14), C15(H15), C5(H5), C4(H4),
 C2(H2), C3(H3)
2.d Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C)
;
_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
Br1 Br 0.10223(3) 0.79098(8) 0.96769(2) 0.08449(15) Uani 1 1 d . . . . .
S1 S 0.47314(6) 0.08556(11) 0.79440(4) 0.05354(16) Uani 1 1 d . . . . .
O2 O 0.4089(2) -0.0088(4) 0.71981(13) 0.0669(5) Uani 1 1 d . . . . .
N2 N 0.58433(18) 0.2586(4) 0.76610(12) 0.0507(5) Uani 1 1 d . . . . .
O3 O 0.5265(2) -0.0788(4) 0.85671(13) 0.0680(5) Uani 1 1 d . . . . .
N1 N 0.7226(2) 0.2831(6) 0.61099(14) 0.0610(5) Uani 1 1 d . . . . .
O1 O 0.6251(2) 0.1916(6) 0.55298(14) 0.0968(10) Uani 1 1 d . . . . .
C13 C 0.3706(2) 0.2789(5) 0.84263(15) 0.0512(5) Uani 1 1 d . . . . .
C9 C 0.6656(3) 0.3684(6) 0.83431(17) 0.0598(7) Uani 1 1 d . . . . .
C10 C 0.5547(2) 0.4279(5) 0.69581(15) 0.0513(5) Uani 1 1 d . . . . .
H10A H 0.518555 0.576994 0.715676 0.062 Uiso 1 1 calc R . . . .
H10B H 0.495750 0.352444 0.654626 0.062 Uiso 1 1 calc R . . . .
C6 C 0.8719(2) 0.7361(5) 0.69638(18) 0.0582(6) Uani 1 1 d . . . . .
C11 C 0.6727(2) 0.4877(5) 0.65640(15) 0.0511(5) Uani 1 1 d . . . . .
H11 H 0.654576 0.621640 0.616408 0.061 Uiso 1 1 calc R . . . .
C8 C 0.7642(2) 0.5185(6) 0.80139(17) 0.0584(6) Uani 1 1 d . . . . .
H8 H 0.826148 0.576406 0.840070 0.070 Uiso 1 1 calc R . . . .
C7 C 0.7715(2) 0.5769(5) 0.72220(16) 0.0503(5) Uani 1 1 d . . . . .
C17 C 0.2902(3) 0.4308(7) 0.96604(19) 0.0731(8) Uani 1 1 d . . . . .
H17 H 0.288166 0.431063 1.023884 0.088 Uiso 1 1 calc R . . . .
C18 C 0.3709(3) 0.2787(7) 0.92888(17) 0.0656(6) Uani 1 1 d . . . . .
H18 H 0.424606 0.177565 0.961493 0.079 Uiso 1 1 calc R . . . .
C16 C 0.2129(2) 0.5819(6) 0.91655(18) 0.0604(6) Uani 1 1 d . . . . .
C1 C 0.9187(3) 0.9261(6) 0.7462(2) 0.0691(8) Uani 1 1 d . . . . .
H1A H 0.887816 0.953440 0.797576 0.083 Uiso 1 1 calc R . . . .
C14 C 0.2923(2) 0.4319(6) 0.79364(17) 0.0590(6) Uani 1 1 d . . . . .
H14 H 0.293063 0.430320 0.735707 0.071 Uiso 1 1 calc R . . . .
C15 C 0.2134(2) 0.5859(7) 0.83045(19) 0.0641(7) Uani 1 1 d . . . . .
H15 H 0.161430 0.690858 0.798065 0.077 Uiso 1 1 calc R . . . .
C5 C 0.9200(3) 0.7048(7) 0.6195(2) 0.0807(9) Uani 1 1 d . . . . .
H5 H 0.888761 0.581806 0.583341 0.097 Uiso 1 1 calc R . . . .
C4 C 1.0128(4) 0.8533(9) 0.5964(3) 0.1008(13) Uani 1 1 d . . . . .
H4 H 1.044354 0.827900 0.545174 0.121 Uiso 1 1 calc R . . . .
C2 C 1.0114(3) 1.0783(8) 0.7214(3) 0.0900(11) Uani 1 1 d . . . . .
H2 H 1.040478 1.207863 0.755439 0.108 Uiso 1 1 calc R . . . .
C3 C 1.0591(4) 1.0365(9) 0.6473(3) 0.1004(14) Uani 1 1 d . . . . .
H3 H 1.123288 1.133209 0.631442 0.121 Uiso 1 1 calc R . . . .
C12 C 0.6538(5) 0.242(2) 0.4718(2) 0.181(5) Uani 1 1 d . . . . .
H12A H 0.580685 0.229246 0.433847 0.272 Uiso 1 1 calc GR . . . .
H12B H 0.713777 0.125963 0.456011 0.272 Uiso 1 1 calc GR . . . .
H12C H 0.686598 0.404812 0.469512 0.272 Uiso 1 1 calc GR . . . .
H9A H 0.698(3) 0.239(8) 0.864(2) 0.074(10) Uiso 1 1 d . . . . .
H9B H 0.613(3) 0.476(7) 0.872(2) 0.066(8) Uiso 1 1 d . . . . .
H1 H 0.733(3) 0.179(7) 0.645(2) 0.062(10) 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 C16 1.901(3) . ?
S1 O2 1.426(2) . ?
S1 N2 1.634(2) . ?
S1 O3 1.426(2) . ?
S1 C13 1.766(3) . ?
N2 C9 1.471(3) . ?
N2 C10 1.470(3) . ?
N1 O1 1.437(3) . ?
N1 C11 1.464(4) . ?
N1 H1 0.79(4) . ?
O1 C12 1.394(6) . ?
C13 C18 1.383(4) . ?
C13 C14 1.386(4) . ?
C9 C8 1.486(4) . ?
C9 H9A 0.90(4) . ?
C9 H9B 1.05(4) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.521(4) . ?
C6 C7 1.486(4) . ?
C6 C1 1.378(4) . ?
C6 C5 1.394(5) . ?
C11 H11 0.9800 . ?
C11 C7 1.518(3) . ?
C8 H8 0.9300 . ?
C8 C7 1.319(4) . ?
C17 H17 0.9300 . ?
C17 C18 1.383(5) . ?
C17 C16 1.377(5) . ?
C18 H18 0.9300 . ?
C16 C15 1.381(4) . ?
C1 H1A 0.9300 . ?
C1 C2 1.394(5) . ?
C14 H14 0.9300 . ?
C14 C15 1.373(4) . ?
C15 H15 0.9300 . ?
C5 H5 0.9300 . ?
C5 C4 1.373(5) . ?
C4 H4 0.9300 . ?
C4 C3 1.358(7) . ?
C2 H2 0.9300 . ?
C2 C3 1.361(7) . ?
C3 H3 0.9300 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 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
O2 S1 N2 107.21(12) . . ?
O2 S1 C13 107.48(12) . . ?
N2 S1 C13 107.05(12) . . ?
O3 S1 O2 119.92(13) . . ?
O3 S1 N2 106.96(13) . . ?
O3 S1 C13 107.60(13) . . ?
C9 N2 S1 116.16(17) . . ?
C10 N2 S1 117.31(16) . . ?
C10 N2 C9 113.0(2) . . ?
O1 N1 C11 107.4(2) . . ?
O1 N1 H1 104(3) . . ?
C11 N1 H1 104(3) . . ?
C12 O1 N1 108.7(3) . . ?
C18 C13 S1 119.6(2) . . ?
C18 C13 C14 120.8(3) . . ?
C14 C13 S1 119.57(19) . . ?
N2 C9 C8 111.5(2) . . ?
N2 C9 H9A 104(2) . . ?
N2 C9 H9B 109.7(18) . . ?
C8 C9 H9A 111(2) . . ?
C8 C9 H9B 110(2) . . ?
H9A C9 H9B 110(3) . . ?
N2 C10 H10A 110.0 . . ?
N2 C10 H10B 110.0 . . ?
N2 C10 C11 108.55(19) . . ?
H10A C10 H10B 108.4 . . ?
C11 C10 H10A 110.0 . . ?
C11 C10 H10B 110.0 . . ?
C1 C6 C7 121.4(3) . . ?
C1 C6 C5 117.1(3) . . ?
C5 C6 C7 121.4(3) . . ?
N1 C11 C10 114.3(2) . . ?
N1 C11 H11 107.7 . . ?
N1 C11 C7 108.5(2) . . ?
C10 C11 H11 107.7 . . ?
C7 C11 C10 110.8(2) . . ?
C7 C11 H11 107.7 . . ?
C9 C8 H8 117.1 . . ?
C7 C8 C9 125.8(2) . . ?
C7 C8 H8 117.1 . . ?
C6 C7 C11 119.2(2) . . ?
C8 C7 C6 121.4(2) . . ?
C8 C7 C11 119.3(2) . . ?
C18 C17 H17 120.3 . . ?
C16 C17 H17 120.3 . . ?
C16 C17 C18 119.4(3) . . ?
C13 C18 C17 119.2(3) . . ?
C13 C18 H18 120.4 . . ?
C17 C18 H18 120.4 . . ?
C17 C16 Br1 119.3(2) . . ?
C17 C16 C15 121.8(3) . . ?
C15 C16 Br1 118.8(2) . . ?
C6 C1 H1A 119.3 . . ?
C6 C1 C2 121.5(4) . . ?
C2 C1 H1A 119.3 . . ?
C13 C14 H14 119.9 . . ?
C15 C14 C13 120.2(3) . . ?
C15 C14 H14 119.9 . . ?
C16 C15 H15 120.7 . . ?
C14 C15 C16 118.7(3) . . ?
C14 C15 H15 120.7 . . ?
C6 C5 H5 119.6 . . ?
C4 C5 C6 120.8(4) . . ?
C4 C5 H5 119.6 . . ?
C5 C4 H4 119.5 . . ?
C3 C4 C5 121.0(4) . . ?
C3 C4 H4 119.5 . . ?
C1 C2 H2 120.2 . . ?
C3 C2 C1 119.7(4) . . ?
C3 C2 H2 120.2 . . ?
C4 C3 C2 119.8(4) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
O1 C12 H12A 109.5 . . ?
O1 C12 H12B 109.5 . . ?
O1 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
