# 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_1
_audit_block_doi                 10.5517/ccdc.csd.cc2ntcb6
_database_code_depnum_ccdc_archive 'CCDC 2467238'
loop_
_audit_author_name
_audit_author_address
'Shengqing Ye'
;Taizhou University
China
;
_audit_update_record             
;
2025-06-25 deposited with the CCDC.	2026-04-17 downloaded from the CCDC.
;
_audit_creation_date             2024-07-13
_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 H24 N2 O2 S'
_chemical_formula_sum            'C18 H24 N2 O2 S'
_chemical_formula_weight         332.45
_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 0.0033 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'

_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                   16.2169(15)
_cell_length_b                   10.9188(10)
_cell_length_c                   10.4535(10)
_cell_angle_alpha                90
_cell_angle_beta                 107.393(3)
_cell_angle_gamma                90
_cell_volume                     1766.4(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8839
_cell_measurement_temperature    301(2)
_cell_measurement_theta_max      27.980
_cell_measurement_theta_min      2.632
_shelx_estimated_absorpt_T_max   0.960
_shelx_estimated_absorpt_T_min   0.957
_exptl_absorpt_coefficient_mu    0.194
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6160
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1508 before and 0.0893 after correction.
The Ratio of minimum to maximum transmission is 0.8261.
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    1.250
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             712
_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  0.0686
_diffrn_reflns_av_unetI/netI     0.0577
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            18569
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.336
_diffrn_reflns_theta_min         2.283
_diffrn_ambient_temperature      301.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3231
_reflns_number_total             4377
_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         1.184
_refine_diff_density_min         -0.530
_refine_diff_density_rms         0.086
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     210
_refine_ls_number_reflns         4377
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0932
_refine_ls_R_factor_gt           0.0737
_refine_ls_restrained_S_all      1.069
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1169P)²+0.5095P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1925
_refine_ls_wR_factor_ref         0.2125
_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:
 C15(H15A,H15B), C12(H12A,H12B), C11(H11A,H11B), C17(H17A,H17B), C16(H16A,
 H16B), C13(H13A,H13B)
2.c Aromatic/amide H refined with riding coordinates:
 C8(H8), C6(H6), C4(H4), C7(H7), C3(H3)
2.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C14(H14A,H14B,H14C)
;
_atom_sites_solution_hydrogens   geom
_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
S1 S 0.85866(4) 0.57918(6) 0.69505(6) 0.0432(2) Uani 1 1 d . . . . .
O2 O 0.83634(14) 0.5963(2) 0.81756(19) 0.0615(6) Uani 1 1 d . . . . .
O1 O 0.94636(12) 0.5468(2) 0.7056(3) 0.0674(6) Uani 1 1 d . . . . .
N2 N 0.65322(13) 0.3722(2) 0.5545(2) 0.0447(5) Uani 1 1 d . . . . .
C9 C 0.78928(15) 0.4734(2) 0.5949(2) 0.0418(5) Uani 1 1 d . . . . .
C8 C 0.71511(15) 0.4501(2) 0.6242(3) 0.0426(5) Uani 1 1 d . . . . .
H8 H 0.706066 0.490331 0.697302 0.051 Uiso 1 1 calc R . . . .
C5 C 0.57924(15) 0.3461(2) 0.5956(2) 0.0422(5) Uani 1 1 d . . . . .
C15 C 0.83682(16) 0.7211(2) 0.6087(3) 0.0456(6) Uani 1 1 d . . . . .
H15A H 0.852547 0.715790 0.526321 0.055 Uiso 1 1 calc R . . . .
H15B H 0.775466 0.738606 0.585317 0.055 Uiso 1 1 calc R . . . .
C2 C 0.43275(15) 0.2921(3) 0.6768(3) 0.0490(6) Uani 1 1 d . . . . .
C6 C 0.54628(17) 0.4313(2) 0.6662(3) 0.0509(6) Uani 1 1 d . . . . .
H6 H 0.572532 0.507525 0.686345 0.061 Uiso 1 1 calc R . . . .
C4 C 0.53758(17) 0.2332(3) 0.5658(3) 0.0502(6) Uani 1 1 d . . . . .
H4 H 0.558780 0.174145 0.519775 0.060 Uiso 1 1 calc R . . . .
C10 C 0.81130(16) 0.4125(2) 0.4798(3) 0.0451(6) Uani 1 1 d . . . . .
H10 H 0.840725 0.472285 0.438739 0.054 Uiso 1 1 calc R . . . .
C12 C 0.66663(17) 0.3062(3) 0.4395(3) 0.0494(6) Uani 1 1 d . . . . .
H12A H 0.611248 0.292664 0.372705 0.059 Uiso 1 1 calc R . . . .
H12B H 0.692206 0.226860 0.468965 0.059 Uiso 1 1 calc R . . . .
C7 C 0.47500(17) 0.4036(3) 0.7065(3) 0.0530(7) Uani 1 1 d . . . . .
H7 H 0.454631 0.461338 0.755002 0.064 Uiso 1 1 calc R . . . .
C3 C 0.46504(17) 0.2090(3) 0.6045(3) 0.0519(6) Uani 1 1 d . . . . .
H3 H 0.436991 0.134307 0.581165 0.062 Uiso 1 1 calc R . . . .
C11 C 0.72525(18) 0.3775(3) 0.3767(3) 0.0515(6) Uani 1 1 d . . . . .
H11A H 0.695778 0.451395 0.335661 0.062 Uiso 1 1 calc R . . . .
H11B H 0.736745 0.328318 0.306697 0.062 Uiso 1 1 calc R . . . .
C17 C 0.87061(19) 0.9479(3) 0.6248(3) 0.0550(7) Uani 1 1 d . . . . .
H17A H 0.902454 1.010571 0.685326 0.066 Uiso 1 1 calc R . . . .
H17B H 0.891842 0.946027 0.547312 0.066 Uiso 1 1 calc R . . . .
C16 C 0.88733(18) 0.8240(3) 0.6951(3) 0.0519(6) Uani 1 1 d . . . . .
H16A H 0.948566 0.805560 0.718743 0.062 Uiso 1 1 calc R . . . .
H16B H 0.871550 0.828461 0.777503 0.062 Uiso 1 1 calc R . . . .
C18 C 0.7797(2) 0.9795(2) 0.5818(3) 0.0573(7) Uani 1 1 d . . . . .
N1 N 0.7082(2) 1.0009(3) 0.5470(4) 0.0864(10) Uani 1 1 d . . . . .
C13 C 0.87179(19) 0.3019(3) 0.5277(3) 0.0578(7) Uani 1 1 d . . . . .
H13A H 0.919175 0.326904 0.604542 0.069 Uiso 1 1 calc R . . . .
H13B H 0.840050 0.238202 0.557349 0.069 Uiso 1 1 calc R . . . .
C1 C 0.35501(18) 0.2635(3) 0.7227(3) 0.0627(8) Uani 1 1 d . . . . .
H1A H 0.373852 0.234326 0.813422 0.094 Uiso 1 1 calc GR . . . .
H1B H 0.320686 0.201682 0.665753 0.094 Uiso 1 1 calc GR . . . .
H1C H 0.321058 0.336321 0.718004 0.094 Uiso 1 1 calc GR . . . .
C14 C 0.9085(3) 0.2492(4) 0.4241(5) 0.0978(14) Uani 1 1 d . . . . .
H14A H 0.862441 0.218930 0.350064 0.147 Uiso 1 1 calc GR . . . .
H14B H 0.947059 0.183234 0.462840 0.147 Uiso 1 1 calc GR . . . .
H14C H 0.939644 0.311623 0.393178 0.147 Uiso 1 1 calc GR . . . .


_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 O2 1.443(2) . ?
S1 O1 1.437(2) . ?
S1 C9 1.730(3) . ?
S1 C15 1.775(3) . ?
N2 C8 1.351(3) . ?
N2 C5 1.419(3) . ?
N2 C12 1.472(3) . ?
C9 C8 1.351(3) . ?
C9 C10 1.508(3) . ?
C8 H8 0.9300 . ?
C5 C6 1.390(4) . ?
C5 C4 1.395(4) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.519(3) . ?
C2 C7 1.385(4) . ?
C2 C3 1.381(4) . ?
C2 C1 1.509(4) . ?
C6 H6 0.9300 . ?
C6 C7 1.377(4) . ?
C4 H4 0.9300 . ?
C4 C3 1.379(4) . ?
C10 H10 0.9800 . ?
C10 C11 1.535(4) . ?
C10 C13 1.542(4) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C11 1.521(4) . ?
C7 H7 0.9300 . ?
C3 H3 0.9300 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C16 1.525(4) . ?
C17 C18 1.448(4) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C18 N1 1.131(4) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.498(4) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 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 C9 109.45(12) . . ?
O2 S1 C15 105.88(13) . . ?
O1 S1 O2 117.92(14) . . ?
O1 S1 C9 109.41(13) . . ?
O1 S1 C15 107.23(13) . . ?
C9 S1 C15 106.28(11) . . ?
C8 N2 C5 121.5(2) . . ?
C8 N2 C12 118.8(2) . . ?
C5 N2 C12 119.6(2) . . ?
C8 C9 S1 116.79(19) . . ?
C8 C9 C10 122.5(2) . . ?
C10 C9 S1 120.72(17) . . ?
N2 C8 C9 124.3(2) . . ?
N2 C8 H8 117.8 . . ?
C9 C8 H8 117.8 . . ?
C6 C5 N2 121.3(2) . . ?
C6 C5 C4 118.2(2) . . ?
C4 C5 N2 120.5(2) . . ?
S1 C15 H15A 109.5 . . ?
S1 C15 H15B 109.5 . . ?
H15A C15 H15B 108.1 . . ?
C16 C15 S1 110.66(18) . . ?
C16 C15 H15A 109.5 . . ?
C16 C15 H15B 109.5 . . ?
C7 C2 C1 121.0(3) . . ?
C3 C2 C7 117.2(2) . . ?
C3 C2 C1 121.8(3) . . ?
C5 C6 H6 119.8 . . ?
C7 C6 C5 120.4(2) . . ?
C7 C6 H6 119.8 . . ?
C5 C4 H4 119.9 . . ?
C3 C4 C5 120.2(3) . . ?
C3 C4 H4 119.9 . . ?
C9 C10 H10 108.5 . . ?
C9 C10 C11 106.7(2) . . ?
C9 C10 C13 111.4(2) . . ?
C11 C10 H10 108.5 . . ?
C11 C10 C13 113.0(2) . . ?
C13 C10 H10 108.5 . . ?
N2 C12 H12A 109.3 . . ?
N2 C12 H12B 109.3 . . ?
N2 C12 C11 111.4(2) . . ?
H12A C12 H12B 108.0 . . ?
C11 C12 H12A 109.3 . . ?
C11 C12 H12B 109.3 . . ?
C2 C7 H7 119.0 . . ?
C6 C7 C2 121.9(3) . . ?
C6 C7 H7 119.0 . . ?
C2 C3 H3 119.0 . . ?
C4 C3 C2 122.1(2) . . ?
C4 C3 H3 119.0 . . ?
C10 C11 H11A 109.1 . . ?
C10 C11 H11B 109.1 . . ?
C12 C11 C10 112.3(2) . . ?
C12 C11 H11A 109.1 . . ?
C12 C11 H11B 109.1 . . ?
H11A C11 H11B 107.9 . . ?
H17A C17 H17B 107.9 . . ?
C16 C17 H17A 109.2 . . ?
C16 C17 H17B 109.2 . . ?
C18 C17 H17A 109.2 . . ?
C18 C17 H17B 109.2 . . ?
C18 C17 C16 112.3(2) . . ?
C15 C16 C17 112.5(2) . . ?
C15 C16 H16A 109.1 . . ?
C15 C16 H16B 109.1 . . ?
C17 C16 H16A 109.1 . . ?
C17 C16 H16B 109.1 . . ?
H16A C16 H16B 107.8 . . ?
N1 C18 C17 178.1(3) . . ?
C10 C13 H13A 108.6 . . ?
C10 C13 H13B 108.6 . . ?
H13A C13 H13B 107.6 . . ?
C14 C13 C10 114.7(3) . . ?
C14 C13 H13A 108.6 . . ?
C14 C13 H13B 108.6 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
