# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_mo_0721wyl_0m
_audit_block_doi                 10.5517/ccdc.csd.cc2fnkm9
_database_code_depnum_ccdc_archive 'CCDC 2254091'
loop_
_audit_author_name
_audit_author_address
'Le Liu'
;Xian Jiaotong University
China
;
_audit_update_record             
;
2023-04-05 deposited with the CCDC.	2023-05-25 downloaded from the CCDC.
;
_audit_creation_date             2022-07-25
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H14 O4 S'
_chemical_formula_sum            'C17 H14 O4 S'
_chemical_formula_weight         314.34
_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'
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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   13.8755(13)
_cell_length_b                   7.1896(5)
_cell_length_c                   14.6846(13)
_cell_angle_alpha                90
_cell_angle_beta                 93.679(3)
_cell_angle_gamma                90
_cell_volume                     1461.9(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5162
_cell_measurement_temperature    300
_cell_measurement_theta_max      25.71
_cell_measurement_theta_min      2.78
_shelx_estimated_absorpt_T_max   0.871
_shelx_estimated_absorpt_T_min   0.797
_exptl_absorpt_coefficient_mu    0.237
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6830
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0809 before and 0.0607 after correction.
The Ratio of minimum to maximum transmission is 0.9163.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.428
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             656
_exptl_crystal_size_max          1
_exptl_crystal_size_mid          0.8
_exptl_crystal_size_min          0.6
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0568
_diffrn_reflns_av_unetI/netI     0.0305
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            20618
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.381
_diffrn_reflns_theta_min         1.958
_diffrn_ambient_temperature      300
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2242
_reflns_number_total             2974
_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 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.204
_refine_diff_density_min         -0.329
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         2974
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0606
_refine_ls_R_factor_gt           0.0403
_refine_ls_restrained_S_all      1.015
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0432P)²+0.5568P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0931
_refine_ls_wR_factor_ref         0.1050
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C10(H10), C11(H11)
2.b Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C13(H13), C14(H14), C15(H15),
 C16(H16), C17(H17)
;
_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 0.68793(4) 0.20822(7) 0.40393(3) 0.04427(16) Uani 1 1 d . . . . .
O1 O 0.78297(11) 0.2298(2) 0.37250(10) 0.0585(4) Uani 1 1 d . . . . .
O2 O 0.62692(13) 0.0628(2) 0.36590(10) 0.0643(5) Uani 1 1 d . . . . .
O3 O 0.48083(11) 0.5222(2) 0.30964(12) 0.0677(5) Uani 1 1 d . . . . .
O4 O 0.46739(11) 0.3334(2) 0.42870(12) 0.0663(5) Uani 1 1 d . . . . .
C1 C 0.69901(15) 0.1827(2) 0.52311(13) 0.0415(4) Uani 1 1 d . . . . .
C2 C 0.78519(16) 0.2317(3) 0.56944(15) 0.0517(5) Uani 1 1 d . . . . .
H2 H 0.8342 0.2873 0.5388 0.062 Uiso 1 1 calc R U . . .
C3 C 0.79722(19) 0.1972(3) 0.66134(16) 0.0643(6) Uani 1 1 d . . . . .
H3 H 0.8550 0.2292 0.6931 0.077 Uiso 1 1 calc R U . . .
C4 C 0.7249(2) 0.1161(4) 0.70662(16) 0.0696(7) Uani 1 1 d . . . . .
H4 H 0.7341 0.0914 0.7687 0.084 Uiso 1 1 calc R U . . .
C5 C 0.6389(2) 0.0713(4) 0.66076(17) 0.0712(7) Uani 1 1 d . . . . .
H5 H 0.5896 0.0191 0.6923 0.085 Uiso 1 1 calc R U . . .
C6 C 0.62505(18) 0.1031(3) 0.56824(15) 0.0578(6) Uani 1 1 d . . . . .
H6 H 0.5670 0.0715 0.5368 0.069 Uiso 1 1 calc R U . . .
C7 C 0.62559(14) 0.4178(3) 0.38009(12) 0.0398(4) Uani 1 1 d . . . . .
C8 C 0.51812(16) 0.4145(3) 0.37905(15) 0.0504(5) Uani 1 1 d . . . . .
C9 C 0.55512(18) 0.5875(4) 0.25162(16) 0.0651(6) Uani 1 1 d . . . . .
H9A H 0.5504 0.7210 0.2432 0.078 Uiso 1 1 calc R U . . .
H9B H 0.5481 0.5279 0.1923 0.078 Uiso 1 1 calc R U . . .
C10 C 0.65007(16) 0.5371(3) 0.29955(13) 0.0485(5) Uani 1 1 d . . . . .
H10 H 0.7043 0.5018 0.2636 0.058 Uiso 1 1 calc R U . . .
C11 C 0.66968(14) 0.6138(3) 0.39272(13) 0.0420(5) Uani 1 1 d . . . . .
H11 H 0.6225 0.7077 0.4088 0.050 Uiso 1 1 calc R U . . .
C12 C 0.76868(14) 0.6510(3) 0.43379(13) 0.0411(4) Uani 1 1 d . . . . .
C13 C 0.77951(15) 0.7055(3) 0.52411(15) 0.0500(5) Uani 1 1 d . . . . .
H13 H 0.7257 0.7109 0.5586 0.060 Uiso 1 1 calc R U . . .
C14 C 0.86900(17) 0.7520(3) 0.56378(17) 0.0605(6) Uani 1 1 d . . . . .
H14 H 0.8750 0.7884 0.6246 0.073 Uiso 1 1 calc R U . . .
C15 C 0.94920(18) 0.7446(4) 0.51396(19) 0.0685(7) Uani 1 1 d . . . . .
H15 H 1.0094 0.7774 0.5406 0.082 Uiso 1 1 calc R U . . .
C16 C 0.93983(17) 0.6886(4) 0.42470(18) 0.0726(7) Uani 1 1 d . . . . .
H16 H 0.9943 0.6811 0.3911 0.087 Uiso 1 1 calc R U . . .
C17 C 0.85023(17) 0.6432(4) 0.38385(16) 0.0597(6) Uani 1 1 d . . . . .
H17 H 0.8447 0.6074 0.3229 0.072 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
S1 O1 1.4331(16) . ?
S1 O2 1.4355(15) . ?
S1 C1 1.7566(19) . ?
S1 C7 1.7612(19) . ?
O3 C8 1.356(3) . ?
O3 C9 1.457(3) . ?
O4 C8 1.197(3) . ?
C1 C2 1.383(3) . ?
C1 C6 1.381(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.372(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.369(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.370(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.379(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.490(3) . ?
C7 C10 1.517(3) . ?
C7 C11 1.543(3) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.498(3) . ?
C10 H10 0.9800 . ?
C10 C11 1.484(3) . ?
C11 H11 0.9800 . ?
C11 C12 1.489(3) . ?
C12 C13 1.382(3) . ?
C12 C17 1.389(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.378(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.371(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.369(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.384(3) . ?
C17 H17 0.9300 . ?

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
O1 S1 O2 119.03(10) . . ?
O1 S1 C1 107.98(10) . . ?
O1 S1 C7 107.08(9) . . ?
O2 S1 C1 108.87(9) . . ?
O2 S1 C7 106.00(9) . . ?
C1 S1 C7 107.32(9) . . ?
C8 O3 C9 111.93(17) . . ?
C2 C1 S1 118.76(16) . . ?
C6 C1 S1 120.07(16) . . ?
C6 C1 C2 121.02(19) . . ?
C1 C2 H2 120.5 . . ?
C3 C2 C1 119.0(2) . . ?
C3 C2 H2 120.5 . . ?
C2 C3 H3 119.7 . . ?
C4 C3 C2 120.5(2) . . ?
C4 C3 H3 119.7 . . ?
C3 C4 H4 119.9 . . ?
C3 C4 C5 120.2(2) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 H5 119.7 . . ?
C4 C5 C6 120.5(2) . . ?
C6 C5 H5 119.7 . . ?
C1 C6 H6 120.6 . . ?
C5 C6 C1 118.7(2) . . ?
C5 C6 H6 120.6 . . ?
C8 C7 S1 117.84(14) . . ?
C8 C7 C10 105.95(16) . . ?
C8 C7 C11 113.84(16) . . ?
C10 C7 S1 120.47(15) . . ?
C10 C7 C11 58.01(12) . . ?
C11 C7 S1 124.86(14) . . ?
O3 C8 C7 109.40(18) . . ?
O4 C8 O3 121.7(2) . . ?
O4 C8 C7 128.9(2) . . ?
O3 C9 H9A 110.5 . . ?
O3 C9 H9B 110.5 . . ?
O3 C9 C10 106.35(17) . . ?
H9A C9 H9B 108.7 . . ?
C10 C9 H9A 110.5 . . ?
C10 C9 H9B 110.5 . . ?
C7 C10 H10 119.5 . . ?
C9 C10 C7 105.59(18) . . ?
C9 C10 H10 119.5 . . ?
C11 C10 C7 61.87(12) . . ?
C11 C10 C9 116.6(2) . . ?
C11 C10 H10 119.5 . . ?
C7 C11 H11 113.1 . . ?
C10 C11 C7 60.13(12) . . ?
C10 C11 H11 113.1 . . ?
C10 C11 C12 123.38(18) . . ?
C12 C11 C7 124.15(16) . . ?
C12 C11 H11 113.1 . . ?
C13 C12 C11 118.72(18) . . ?
C13 C12 C17 118.44(19) . . ?
C17 C12 C11 122.74(18) . . ?
C12 C13 H13 119.5 . . ?
C14 C13 C12 120.9(2) . . ?
C14 C13 H13 119.5 . . ?
C13 C14 H14 119.8 . . ?
C15 C14 C13 120.3(2) . . ?
C15 C14 H14 119.8 . . ?
C14 C15 H15 120.3 . . ?
C16 C15 C14 119.4(2) . . ?
C16 C15 H15 120.3 . . ?
C15 C16 H16 119.6 . . ?
C15 C16 C17 120.8(2) . . ?
C17 C16 H16 119.6 . . ?
C12 C17 H17 120.0 . . ?
C16 C17 C12 120.1(2) . . ?
C16 C17 H17 120.0 . . ?

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 C1 C2 C3 -174.44(17) . . . . ?
S1 C1 C6 C5 174.87(18) . . . . ?
S1 C7 C8 O3 -140.28(15) . . . . ?
S1 C7 C8 O4 39.5(3) . . . . ?
S1 C7 C10 C9 133.35(17) . . . . ?
S1 C7 C10 C11 -114.48(17) . . . . ?
S1 C7 C11 C10 107.07(18) . . . . ?
S1 C7 C11 C12 -5.1(3) . . . . ?
O1 S1 C1 C2 15.87(18) . . . . ?
O1 S1 C1 C6 -159.71(17) . . . . ?
O1 S1 C7 C8 161.56(15) . . . . ?
O1 S1 C7 C10 29.39(18) . . . . ?
O1 S1 C7 C11 -40.78(18) . . . . ?
O2 S1 C1 C2 146.42(16) . . . . ?
O2 S1 C1 C6 -29.2(2) . . . . ?
O2 S1 C7 C8 33.51(17) . . . . ?
O2 S1 C7 C10 -98.66(16) . . . . ?
O2 S1 C7 C11 -168.82(15) . . . . ?
O3 C9 C10 C7 7.6(2) . . . . ?
O3 C9 C10 C11 -58.3(2) . . . . ?
C1 S1 C7 C8 -82.72(16) . . . . ?
C1 S1 C7 C10 145.12(15) . . . . ?
C1 S1 C7 C11 74.95(17) . . . . ?
C1 C2 C3 C4 -0.2(3) . . . . ?
C2 C1 C6 C5 -0.6(3) . . . . ?
C2 C3 C4 C5 -1.1(4) . . . . ?
C3 C4 C5 C6 1.6(4) . . . . ?
C4 C5 C6 C1 -0.7(4) . . . . ?
C6 C1 C2 C3 1.1(3) . . . . ?
C7 S1 C1 C2 -99.26(17) . . . . ?
C7 S1 C1 C6 85.16(18) . . . . ?
C7 C10 C11 C12 113.4(2) . . . . ?
C7 C11 C12 C13 -99.7(2) . . . . ?
C7 C11 C12 C17 83.9(3) . . . . ?
C8 O3 C9 C10 -9.4(3) . . . . ?
C8 C7 C10 C9 -3.7(2) . . . . ?
C8 C7 C10 C11 108.49(17) . . . . ?
C8 C7 C11 C10 -94.48(19) . . . . ?
C8 C7 C11 C12 153.37(18) . . . . ?
C9 O3 C8 O4 -172.7(2) . . . . ?
C9 O3 C8 C7 7.1(2) . . . . ?
C9 C10 C11 C7 94.2(2) . . . . ?
C9 C10 C11 C12 -152.41(19) . . . . ?
C10 C7 C8 O3 -1.9(2) . . . . ?
C10 C7 C8 O4 177.9(2) . . . . ?
C10 C7 C11 C12 -112.2(2) . . . . ?
C10 C11 C12 C13 -173.81(18) . . . . ?
C10 C11 C12 C17 9.8(3) . . . . ?
C11 C7 C8 O3 59.6(2) . . . . ?
C11 C7 C8 O4 -120.6(2) . . . . ?
C11 C7 C10 C9 -112.2(2) . . . . ?
C11 C12 C13 C14 -176.22(19) . . . . ?
C11 C12 C17 C16 176.6(2) . . . . ?
C12 C13 C14 C15 -0.1(4) . . . . ?
C13 C12 C17 C16 0.2(3) . . . . ?
C13 C14 C15 C16 -0.8(4) . . . . ?
C14 C15 C16 C17 1.3(4) . . . . ?
C15 C16 C17 C12 -1.1(4) . . . . ?
C17 C12 C13 C14 0.3(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
