# Supplementary Information (SI) for Organic & Biomolecular Chemistry.
# 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_as_rm_41r_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2554860'
loop_
_audit_author_name
_audit_author_address
'Rahul Mondal'
;Jadavpur University
India
;
_audit_update_record             
;
2026-05-18 deposited with the CCDC.	2026-06-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2025/1
_shelx_SHELXL_version_number     2025/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H13 N O2 S'
_chemical_formula_sum            'C10 H13 N O2 S'
_chemical_formula_weight         211.27

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'
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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   5.8153(4)
_cell_length_b                   7.8399(6)
_cell_length_c                   23.7777(17)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1084.06(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    250
_cell_measurement_theta_min      1.7
_cell_measurement_theta_max      27.2

_exptl_crystal_description       Niddle
_exptl_crystal_colour            White
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.294
_exptl_crystal_F_000             448
_exptl_transmission_factor_min   0
_exptl_transmission_factor_max   1
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.273
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   
;
'XPREP' - A PROGRAM DATA PREPARATION & RECIPROCAL 
SPACE EXPLORATION,
Bruker Analytical X-ray Systems, 1997
;
_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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            37526
_diffrn_reflns_av_unetI/netI     0.0492
_diffrn_reflns_av_R_equivalents  0.1941
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         1.713
_diffrn_reflns_theta_max         27.162
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2405
_reflns_number_gt                1547
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.681
_reflns_Friedel_fraction_max     0.997
_reflns_Friedel_fraction_full    1.000

_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 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2025/1 (Sheldrick, 2025)'
_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)+(0.1708P)²+0.2959P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 538 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.05(12)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2405
_refine_ls_number_parameters     130
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1382
_refine_ls_R_factor_gt           0.0837
_refine_ls_wR_factor_ref         0.3092
_refine_ls_wR_factor_gt          0.2107
_refine_ls_goodness_of_fit_ref   1.204
_refine_ls_restrained_S_all      1.204
_refine_ls_shift/su_max          0.000
_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
S001 S 0.4791(4) 0.3288(2) 0.32068(8) 0.0837(7) Uani 1 1 d . . . . .
O002 O 0.1551(9) 0.5674(7) 0.3229(2) 0.0787(14) Uani 1 1 d . . . . .
O003 O 0.5304(10) 0.5470(7) 0.55831(19) 0.0797(14) Uani 1 1 d . . . . .
N004 N 0.2251(11) 0.4530(7) 0.2373(2) 0.0704(15) Uani 1 1 d . . . . .
C005 C 0.7002(12) 0.5436(10) 0.4646(3) 0.0719(18) Uani 1 1 d . . . . .
H005 H 0.827485 0.606840 0.475844 0.086 Uiso 1 1 calc R U . . .
C006 C 0.3218(12) 0.3558(9) 0.4304(3) 0.0730(18) Uani 1 1 d . . . . .
H006 H 0.195312 0.291736 0.419152 0.088 Uiso 1 1 calc R U . . .
C007 C 0.5304(12) 0.5021(8) 0.5031(3) 0.0662(16) Uani 1 1 d . . . . .
C008 C 0.3391(13) 0.4071(9) 0.4857(3) 0.0709(17) Uani 1 1 d . . . . .
H008 H 0.224335 0.378824 0.511283 0.085 Uiso 1 1 calc R U . . .
C009 C 0.2611(13) 0.4685(9) 0.2933(3) 0.0671(16) Uani 1 1 d . . . . .
C00A C 0.4888(13) 0.3978(9) 0.3912(3) 0.0694(16) Uani 1 1 d . . . . .
C00B C 0.6794(13) 0.4907(10) 0.4096(3) 0.0732(18) Uani 1 1 d . . . . .
H00B H 0.795088 0.517546 0.384088 0.088 Uiso 1 1 calc R U . . .
C00C C 0.7240(18) 0.6418(13) 0.5780(4) 0.096(3) Uani 1 1 d . . . . .
H00A H 0.740315 0.743859 0.556030 0.144 Uiso 1 1 calc R U . . .
H00C H 0.860508 0.573772 0.574406 0.144 Uiso 1 1 calc R U . . .
H00D H 0.701480 0.671578 0.616764 0.144 Uiso 1 1 calc R U . . .
C00D C 0.0384(14) 0.5530(12) 0.2116(3) 0.088(2) Uani 1 1 d . . . . .
H00E H -0.107179 0.505161 0.222240 0.132 Uiso 1 1 calc R U . . .
H00F H 0.053515 0.550205 0.171429 0.132 Uiso 1 1 calc R U . . .
H00G H 0.047233 0.668931 0.224458 0.132 Uiso 1 1 calc R U . . .
C00E C 0.3493(17) 0.3386(12) 0.2002(3) 0.092(3) Uani 1 1 d . . . . .
H00H H 0.488524 0.302005 0.218236 0.138 Uiso 1 1 calc R U . . .
H00I H 0.386360 0.397084 0.165894 0.138 Uiso 1 1 calc R U . . .
H00J H 0.255380 0.241144 0.191914 0.138 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
S001 C00A 1.764(7) . ?
S001 C009 1.797(8) . ?
O002 C009 1.215(8) . ?
O003 C007 1.359(8) . ?
O003 C00C 1.428(10) . ?
N004 C009 1.355(8) . ?
N004 C00E 1.451(10) . ?
N004 C00D 1.471(10) . ?
C005 C00B 1.377(10) . ?
C005 C007 1.385(10) . ?
C005 H005 0.9300 . ?
C006 C008 1.378(11) . ?
C006 C00A 1.385(10) . ?
C006 H006 0.9300 . ?
C007 C008 1.402(10) . ?
C008 H008 0.9300 . ?
C00A C00B 1.396(10) . ?
C00B H00B 0.9300 . ?
C00C H00A 0.9600 . ?
C00C H00C 0.9600 . ?
C00C H00D 0.9600 . ?
C00D H00E 0.9600 . ?
C00D H00F 0.9600 . ?
C00D H00G 0.9600 . ?
C00E H00H 0.9600 . ?
C00E H00I 0.9600 . ?
C00E H00J 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
C00A S001 C009 100.4(3) . . ?
C007 O003 C00C 116.8(6) . . ?
C009 N004 C00E 125.2(7) . . ?
C009 N004 C00D 118.3(6) . . ?
C00E N004 C00D 116.4(7) . . ?
C00B C005 C007 119.6(7) . . ?
C00B C005 H005 120.2 . . ?
C007 C005 H005 120.2 . . ?
C008 C006 C00A 121.4(7) . . ?
C008 C006 H006 119.3 . . ?
C00A C006 H006 119.3 . . ?
O003 C007 C005 125.3(7) . . ?
O003 C007 C008 115.0(6) . . ?
C005 C007 C008 119.7(6) . . ?
C006 C008 C007 119.7(6) . . ?
C006 C008 H008 120.2 . . ?
C007 C008 H008 120.2 . . ?
O002 C009 N004 123.2(7) . . ?
O002 C009 S001 122.5(5) . . ?
N004 C009 S001 114.2(5) . . ?
C006 C00A C00B 118.1(7) . . ?
C006 C00A S001 123.0(6) . . ?
C00B C00A S001 118.9(6) . . ?
C005 C00B C00A 121.6(7) . . ?
C005 C00B H00B 119.2 . . ?
C00A C00B H00B 119.2 . . ?
O003 C00C H00A 109.5 . . ?
O003 C00C H00C 109.5 . . ?
H00A C00C H00C 109.5 . . ?
O003 C00C H00D 109.5 . . ?
H00A C00C H00D 109.5 . . ?
H00C C00C H00D 109.5 . . ?
N004 C00D H00E 109.5 . . ?
N004 C00D H00F 109.5 . . ?
H00E C00D H00F 109.5 . . ?
N004 C00D H00G 109.5 . . ?
H00E C00D H00G 109.5 . . ?
H00F C00D H00G 109.5 . . ?
N004 C00E H00H 109.5 . . ?
N004 C00E H00I 109.5 . . ?
H00H C00E H00I 109.5 . . ?
N004 C00E H00J 109.5 . . ?
H00H C00E H00J 109.5 . . ?
H00I C00E H00J 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
C00C O003 C007 C005 -1.3(10) . . . . ?
C00C O003 C007 C008 179.1(7) . . . . ?
C00B C005 C007 O003 -179.8(7) . . . . ?
C00B C005 C007 C008 -0.2(10) . . . . ?
C00A C006 C008 C007 -0.7(11) . . . . ?
O003 C007 C008 C006 179.7(6) . . . . ?
C005 C007 C008 C006 0.1(10) . . . . ?
C00E N004 C009 O002 179.1(7) . . . . ?
C00D N004 C009 O002 -4.0(10) . . . . ?
C00E N004 C009 S001 -1.2(9) . . . . ?
C00D N004 C009 S001 175.7(5) . . . . ?
C00A S001 C009 O002 -4.5(7) . . . . ?
C00A S001 C009 N004 175.8(5) . . . . ?
C008 C006 C00A C00B 1.5(10) . . . . ?
C008 C006 C00A S001 177.7(6) . . . . ?
C009 S001 C00A C006 75.6(6) . . . . ?
C009 S001 C00A C00B -108.1(6) . . . . ?
C007 C005 C00B C00A 1.0(10) . . . . ?
C006 C00A C00B C005 -1.6(10) . . . . ?
S001 C00A C00B C005 -178.0(6) . . . . ?

_refine_diff_density_max         0.383
_refine_diff_density_min         -0.581
_refine_diff_density_rms         0.102

