# Supplementary Information (SI) for Chemical Science.
# 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_exp_5873
_database_code_depnum_ccdc_archive 'CCDC 2538812'
loop_
_audit_author_name
_audit_author_address
'Yohei Adachi'
;Hiroshima University
Japan
;
_audit_update_record             
;
2026-03-18 deposited with the CCDC.	2026-05-26 downloaded from the CCDC.
;
_audit_creation_date             2024-11-22
_audit_creation_method           
;
Olex2 1.5-ac6-020
(compiled 2024.02.14 svn.r2f8d729c for Rigaku Oxford Diffraction, GUI svn.r6966)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        DTTB
_chemical_formula_moiety         'C14 H7 B S4'
_chemical_formula_sum            'C14 H7 B S4'
_chemical_formula_weight         314.25
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         C14H7B1S4
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'
B B 0.0013 0.0007 '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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
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                   3.93830(10)
_cell_length_b                   17.0005(5)
_cell_length_c                   18.7885(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1257.95(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5948
_cell_measurement_temperature    99.97(13)
_cell_measurement_theta_max      30.2630
_cell_measurement_theta_min      2.1570
_shelx_estimated_absorpt_T_max   0.971
_shelx_estimated_absorpt_T_min   0.905
_exptl_absorpt_coefficient_mu    0.731
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85456
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.130a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_density_diffrn    1.659
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             640
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 -1 1 0.0665
1 -1 -1 0.0665
-1 0 1 0.0685
0 -1 1 0.0232
0 1 -1 0.0232
0 1 1 0.0252
0 0 1 0.0265
0 -1 -1 0.0175
0 0 -1 0.0171
0 1 0 0.0247
0 -1 0 0.0193
-1 -1 -1 0.0634
-1 -1 0 0.0639
-1 1 -1 0.0603
1 1 0 0.0716
1 0 1 0.0652
-1 0 -1 0.0616

_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.9990 -0.9993 0.9972 -0.0382 0.1805 -0.0392
0.9990 -0.9983 -0.9974 0.0576 -0.1747 -0.0416
-0.9990 -0.0005 0.9973 -0.0479 0.1776 0.0012
-0.0000 -0.9989 0.9988 -0.0269 0.0011 -0.0493
0.0000 0.9989 -0.9988 0.0269 -0.0011 0.0493
-0.0001 0.9987 0.9989 -0.0463 -0.0047 0.0315
-0.0000 -0.0001 0.9988 -0.0366 -0.0018 -0.0089
0.0001 -0.9987 -0.9989 0.0463 0.0047 -0.0315
0.0000 0.0001 -0.9988 0.0366 0.0018 0.0089
-0.0000 0.9988 0.0001 -0.0097 -0.0029 0.0404
0.0000 -0.9988 -0.0001 0.0097 0.0029 -0.0404
-0.9989 -0.9991 -1.0004 0.0350 0.1840 -0.0214
-0.9989 -0.9992 -0.0016 -0.0016 0.1822 -0.0303
-0.9989 0.9985 -1.0003 0.0156 0.1782 0.0594
0.9989 0.9992 0.0016 0.0016 -0.1822 0.0303
0.9989 0.0003 1.0004 -0.0253 -0.1811 -0.0190
-0.9989 -0.0003 -1.0004 0.0253 0.1811 0.0190

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0391
_diffrn_reflns_av_unetI/netI     0.0361
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.882
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            13118
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.849
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.117
_diffrn_reflns_theta_min         2.168
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.97(13)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.882
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -5.00  67.00   0.50    7.94    --    1.14  38.00 -90.00  144
  2  ω     -6.00  61.00   0.50    7.94    --    1.14  38.00 150.00  134
  3  ω     -6.00  72.00   0.50    7.94    --    1.14  38.00  30.00  156
  4  ω      4.00  29.00   0.50    7.94    --    1.14 -99.00 -30.00   50
  5  ω    -19.00  10.00   0.50    7.94    --    1.99  77.00-150.00   58
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0113431000
_diffrn_orient_matrix_UB_12      -0.0097104000
_diffrn_orient_matrix_UB_13      -0.0366289000
_diffrn_orient_matrix_UB_21      -0.1795187000
_diffrn_orient_matrix_UB_22      -0.0029097000
_diffrn_orient_matrix_UB_23      -0.0017907000
_diffrn_orient_matrix_UB_31      -0.0101086000
_diffrn_orient_matrix_UB_32      0.0404690000
_diffrn_orient_matrix_UB_33      -0.0089237000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.625
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.802
_reflns_number_gt                2912
_reflns_number_total             3168
_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       'CrysAlisPro 1.171.43.130a (Rigaku OD, 2024)'
_computing_data_collection       
'CrysAlisPro system (CCD 43.95a 64-bit (release 03-11-2023))'
_computing_data_reduction        'CrysAlisPro 1.171.43.130a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5-ac6-020 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac6-020 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.435
_refine_diff_density_min         -0.279
_refine_diff_density_rms         0.071
_refine_ls_abs_structure_details 
;
 Flack x determined using 1054 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.03(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         3168
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0355
_refine_ls_R_factor_gt           0.0296
_refine_ls_restrained_S_all      1.047
_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)+(0.0398P)²+0.0693P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0657
_refine_ls_wR_factor_ref         0.0674
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C7(H7), C9(H9), C1(H1), C13(H13), C8(H8), C14(H14)
;
_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
S2 S 0.84971(17) 0.68539(3) 0.44584(3) 0.01165(14) Uani 1 1 d . . . . .
S1 S 0.45636(18) 0.56858(4) 0.26465(3) 0.01505(15) Uani 1 1 d . . . . .
S4 S 0.15383(18) 0.40249(4) 0.31970(4) 0.01746(15) Uani 1 1 d . . . . .
S3 S 0.29622(17) 0.39949(4) 0.54338(3) 0.01621(15) Uani 1 1 d . . . . .
C5 C 0.5630(7) 0.54161(13) 0.49032(13) 0.0113(5) Uani 1 1 d . . . . .
C2 C 0.7429(7) 0.69717(15) 0.30198(14) 0.0149(5) Uani 1 1 d . . . . .
H2 H 0.842257 0.748074 0.300958 0.018 Uiso 1 1 calc R U . . .
C7 C 0.8082(7) 0.63462(14) 0.57753(13) 0.0134(5) Uani 1 1 d . . . . .
H7 H 0.914269 0.683668 0.587137 0.016 Uiso 1 1 calc R U . . .
C6 C 0.7254(7) 0.61395(13) 0.50772(13) 0.0108(5) Uani 1 1 d . . . . .
C4 C 0.5503(7) 0.57863(14) 0.35434(12) 0.0111(5) Uani 1 1 d . . . . .
C10 C 0.4913(7) 0.49214(13) 0.54912(14) 0.0123(5) Uani 1 1 d . . . . .
C3 C 0.7050(7) 0.65079(14) 0.36452(13) 0.0119(5) Uani 1 1 d . . . . .
C11 C 0.2899(7) 0.44008(14) 0.40106(14) 0.0136(5) Uani 1 1 d . . . . .
C9 C 0.5755(7) 0.51250(14) 0.61857(14) 0.0156(5) Uani 1 1 d . . . . .
H9 H 0.522958 0.477531 0.656447 0.019 Uiso 1 1 calc R U . . .
C12 C 0.2093(7) 0.38672(14) 0.45400(14) 0.0149(5) Uani 1 1 d . . . . .
C1 C 0.6184(8) 0.65916(15) 0.24380(14) 0.0164(5) Uani 1 1 d . . . . .
H1 H 0.621041 0.680429 0.197046 0.020 Uiso 1 1 calc R U . . .
C13 C 0.0445(7) 0.31698(15) 0.42915(16) 0.0195(6) Uani 1 1 d . . . . .
H13 H -0.025104 0.274964 0.459123 0.023 Uiso 1 1 calc R U . . .
C8 C 0.7346(7) 0.58305(15) 0.63301(13) 0.0152(5) Uani 1 1 d . . . . .
H8 H 0.793676 0.596359 0.680535 0.018 Uiso 1 1 calc R U . . .
C14 C -0.0001(8) 0.31811(15) 0.35792(16) 0.0210(6) Uani 1 1 d . . . . .
H14 H -0.105021 0.276822 0.331896 0.025 Uiso 1 1 calc R U . . .
B1 B 0.4676(8) 0.51959(16) 0.41317(15) 0.0111(5) Uani 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
S2 C6 1.751(2) . ?
S2 C3 1.733(3) . ?
S1 C4 1.734(2) . ?
S1 C1 1.712(3) . ?
S4 C11 1.741(3) . ?
S4 C14 1.715(3) . ?
S3 C10 1.756(2) . ?
S3 C12 1.728(3) . ?
C5 C6 1.424(3) . ?
C5 C10 1.417(3) . ?
C5 B1 1.543(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.423(3) . ?
C2 C1 1.361(4) . ?
C7 H7 0.9500 . ?
C7 C6 1.397(3) . ?
C7 C8 1.392(3) . ?
C4 C3 1.383(3) . ?
C4 B1 1.528(3) . ?
C10 C9 1.390(4) . ?
C11 C12 1.383(4) . ?
C11 B1 1.539(4) . ?
C9 H9 0.9500 . ?
C9 C8 1.380(4) . ?
C12 C13 1.430(3) . ?
C1 H1 0.9500 . ?
C13 H13 0.9500 . ?
C13 C14 1.350(4) . ?
C8 H8 0.9500 . ?
C14 H14 0.9500 . ?

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
C3 S2 C6 104.94(12) . . ?
C1 S1 C4 93.11(12) . . ?
C14 S4 C11 92.77(13) . . ?
C12 S3 C10 105.02(12) . . ?
C6 C5 B1 122.3(2) . . ?
C10 C5 C6 115.0(2) . . ?
C10 C5 B1 122.7(2) . . ?
C3 C2 H2 124.4 . . ?
C1 C2 H2 124.4 . . ?
C1 C2 C3 111.2(2) . . ?
C6 C7 H7 120.1 . . ?
C8 C7 H7 120.1 . . ?
C8 C7 C6 119.7(2) . . ?
C5 C6 S2 124.89(19) . . ?
C7 C6 S2 112.57(18) . . ?
C7 C6 C5 122.5(2) . . ?
C3 C4 S1 108.42(18) . . ?
C3 C4 B1 125.2(2) . . ?
B1 C4 S1 126.36(18) . . ?
C5 C10 S3 124.87(19) . . ?
C9 C10 S3 112.66(19) . . ?
C9 C10 C5 122.5(2) . . ?
C2 C3 S2 120.35(19) . . ?
C4 C3 S2 124.60(19) . . ?
C4 C3 C2 115.0(2) . . ?
C12 C11 S4 108.65(18) . . ?
C12 C11 B1 125.0(2) . . ?
B1 C11 S4 126.31(19) . . ?
C10 C9 H9 119.7 . . ?
C8 C9 C10 120.6(2) . . ?
C8 C9 H9 119.7 . . ?
C11 C12 S3 124.8(2) . . ?
C11 C12 C13 114.4(2) . . ?
C13 C12 S3 120.8(2) . . ?
S1 C1 H1 123.9 . . ?
C2 C1 S1 112.17(19) . . ?
C2 C1 H1 123.9 . . ?
C12 C13 H13 124.1 . . ?
C14 C13 C12 111.8(2) . . ?
C14 C13 H13 124.1 . . ?
C7 C8 H8 120.2 . . ?
C9 C8 C7 119.6(2) . . ?
C9 C8 H8 120.2 . . ?
S4 C14 H14 123.8 . . ?
C13 C14 S4 112.4(2) . . ?
C13 C14 H14 123.8 . . ?
C4 B1 C5 117.9(2) . . ?
C4 B1 C11 124.5(2) . . ?
C11 B1 C5 117.6(2) . . ?

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
S1 C4 C3 S2 -178.90(16) . . . . ?
S1 C4 C3 C2 0.8(3) . . . . ?
S1 C4 B1 C5 -177.8(2) . . . . ?
S1 C4 B1 C11 1.1(4) . . . . ?
S4 C11 C12 S3 -179.91(16) . . . . ?
S4 C11 C12 C13 0.5(3) . . . . ?
S4 C11 B1 C5 179.3(2) . . . . ?
S4 C11 B1 C4 0.4(4) . . . . ?
S3 C10 C9 C8 179.2(2) . . . . ?
S3 C12 C13 C14 -179.9(2) . . . . ?
C5 C10 C9 C8 0.1(4) . . . . ?
C6 S2 C3 C2 175.9(2) . . . . ?
C6 S2 C3 C4 -4.5(3) . . . . ?
C6 C5 C10 S3 -179.48(19) . . . . ?
C6 C5 C10 C9 -0.4(4) . . . . ?
C6 C5 B1 C4 -0.5(4) . . . . ?
C6 C5 B1 C11 -179.5(2) . . . . ?
C6 C7 C8 C9 -1.1(4) . . . . ?
C4 S1 C1 C2 0.2(2) . . . . ?
C10 S3 C12 C11 1.1(3) . . . . ?
C10 S3 C12 C13 -179.3(2) . . . . ?
C10 C5 C6 S2 178.90(19) . . . . ?
C10 C5 C6 C7 0.0(4) . . . . ?
C10 C5 B1 C4 178.5(2) . . . . ?
C10 C5 B1 C11 -0.5(4) . . . . ?
C10 C9 C8 C7 0.7(4) . . . . ?
C3 S2 C6 C5 4.0(3) . . . . ?
C3 S2 C6 C7 -177.00(19) . . . . ?
C3 C2 C1 S1 0.2(3) . . . . ?
C3 C4 B1 C5 0.0(4) . . . . ?
C3 C4 B1 C11 178.9(3) . . . . ?
C11 S4 C14 C13 0.3(2) . . . . ?
C11 C12 C13 C14 -0.3(4) . . . . ?
C12 S3 C10 C5 -1.6(3) . . . . ?
C12 S3 C10 C9 179.2(2) . . . . ?
C12 C11 B1 C5 -0.1(4) . . . . ?
C12 C11 B1 C4 -179.0(3) . . . . ?
C12 C13 C14 S4 0.0(3) . . . . ?
C1 S1 C4 C3 -0.5(2) . . . . ?
C1 S1 C4 B1 177.6(2) . . . . ?
C1 C2 C3 S2 179.0(2) . . . . ?
C1 C2 C3 C4 -0.6(4) . . . . ?
C8 C7 C6 S2 -178.3(2) . . . . ?
C8 C7 C6 C5 0.7(4) . . . . ?
C14 S4 C11 C12 -0.5(2) . . . . ?
C14 S4 C11 B1 -179.9(2) . . . . ?
B1 C5 C6 S2 -2.0(4) . . . . ?
B1 C5 C6 C7 179.1(2) . . . . ?
B1 C5 C10 S3 1.5(4) . . . . ?
B1 C5 C10 C9 -179.5(3) . . . . ?
B1 C4 C3 S2 2.9(4) . . . . ?
B1 C4 C3 C2 -177.4(2) . . . . ?
B1 C11 C12 S3 -0.4(4) . . . . ?
B1 C11 C12 C13 -180.0(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.511
_oxdiff_exptl_absorpt_empirical_full_min 0.644
