# Supplementary Information (SI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2025

####################################################################### 
# 
# 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_mo240831b
_database_code_depnum_ccdc_archive 'CCDC 2405802'
loop_
_audit_author_name
_audit_author_address
'allylic sulfone'
;Hangzhou Normal University
China
;
_audit_update_record             
;
2024-11-27 deposited with the CCDC.	2025-03-04 downloaded from the CCDC.
;
_audit_creation_date             2024-08-31
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.11.18 svn.ra9532c28 for OlexSys, GUI svn.r6427)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H18 O2 S'
_chemical_formula_sum            'C17 H18 O2 S'
_chemical_formula_weight         286.37
_chemical_absolute_configuration unk
_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      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                   5.6166(2)
_cell_length_b                   7.9642(3)
_cell_length_c                   33.1774(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1484.08(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5302
_cell_measurement_temperature    304.00
_cell_measurement_theta_max      25.58
_cell_measurement_theta_min      2.63
_shelx_estimated_absorpt_T_max   0.983
_shelx_estimated_absorpt_T_min   0.979
_exptl_absorpt_coefficient_mu    0.217
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6863
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0908 before and 0.0691 after correction.
The Ratio of minimum to maximum transmission is 0.9198.
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    1.282
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             608
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0668
_diffrn_reflns_av_unetI/netI     0.0567
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -47
_diffrn_reflns_number            21439
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.523
_diffrn_reflns_theta_min         3.547
_diffrn_ambient_temperature      304.00
_diffrn_detector                 'Bruker Photon II'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           1.6
_diffrn_source_power             0.08
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.702
_reflns_Friedel_fraction_full    0.991
_reflns_Friedel_fraction_max     0.970
_reflns_number_gt                3320
_reflns_number_total             4411
_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  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.398
_refine_diff_density_min         -0.226
_refine_diff_density_rms         0.045
_refine_ls_abs_structure_details 
;
 Flack x determined using 1032 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.06(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     183
_refine_ls_number_reflns         4411
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0853
_refine_ls_R_factor_gt           0.0616
_refine_ls_restrained_S_all      1.096
_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)+(0.0443P)²+0.6464P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1318
_refine_ls_wR_factor_ref         0.1434
_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 Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C9(H9), C12(H12), C13(H13), C14(H14),
 C15(H15), C16(H16)
2.c Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C17(H17A,H17B,H17C)
;
_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 0.40220(16) 0.66326(13) 0.34720(3) 0.0473(3) Uani 1 1 d . . . . .
O1 O 0.6481(5) 0.6184(5) 0.35122(9) 0.0742(10) Uani 1 1 d . . . . .
O2 O 0.3286(6) 0.8257(4) 0.36045(8) 0.0667(9) Uani 1 1 d . . . . .
C1 C 0.3238(6) 0.6443(5) 0.29565(10) 0.0426(8) Uani 1 1 d . . . . .
C2 C 0.1166(7) 0.7169(5) 0.28225(11) 0.0493(9) Uani 1 1 d . . . . .
H2 H 0.014480 0.769332 0.300371 0.059 Uiso 1 1 calc R U . . .
C3 C 0.0606(7) 0.7115(5) 0.24170(12) 0.0529(10) Uani 1 1 d . . . . .
H3 H -0.079876 0.760490 0.232654 0.063 Uiso 1 1 calc R U . . .
C4 C 0.2111(8) 0.6343(5) 0.21443(11) 0.0506(9) Uani 1 1 d . . . . .
C5 C 0.4157(9) 0.5594(5) 0.22868(12) 0.0572(10) Uani 1 1 d . . . . .
H5 H 0.516421 0.505161 0.210639 0.069 Uiso 1 1 calc R U . . .
C6 C 0.4748(8) 0.5628(5) 0.26911(12) 0.0531(10) Uani 1 1 d . . . . .
H6 H 0.613207 0.511407 0.278291 0.064 Uiso 1 1 calc R U . . .
C7 C 0.1554(10) 0.6341(7) 0.17000(12) 0.0766(15) Uani 1 1 d . . . . .
H7A H -0.004780 0.595780 0.165903 0.115 Uiso 1 1 calc R U . . .
H7B H 0.263873 0.560584 0.156266 0.115 Uiso 1 1 calc R U . . .
H7C H 0.171784 0.745903 0.159532 0.115 Uiso 1 1 calc R U . . .
C8 C 0.2258(7) 0.5110(5) 0.37262(11) 0.0487(9) Uani 1 1 d . . . . .
H8A H 0.061539 0.520724 0.363903 0.058 Uiso 1 1 calc R U . . .
H8B H 0.281529 0.399299 0.365731 0.058 Uiso 1 1 calc R U . . .
C9 C 0.2395(7) 0.5349(5) 0.41719(11) 0.0451(8) Uani 1 1 d . . . . .
H9 H 0.137507 0.614931 0.428086 0.054 Uiso 1 1 calc R U . . .
C10 C 0.3794(6) 0.4558(4) 0.44300(10) 0.0390(7) Uani 1 1 d . . . . .
C11 C 0.3689(6) 0.4955(4) 0.48712(10) 0.0386(7) Uani 1 1 d . . . . .
C12 C 0.5510(7) 0.4465(5) 0.51314(12) 0.0513(9) Uani 1 1 d . . . . .
H12 H 0.678076 0.384183 0.503184 0.062 Uiso 1 1 calc R U . . .
C13 C 0.5454(9) 0.4894(6) 0.55380(12) 0.0628(11) Uani 1 1 d . . . . .
H13 H 0.668429 0.455277 0.570685 0.075 Uiso 1 1 calc R U . . .
C14 C 0.3612(8) 0.5810(5) 0.56909(11) 0.0522(10) Uani 1 1 d . . . . .
H14 H 0.359585 0.611628 0.596143 0.063 Uiso 1 1 calc R U . . .
C15 C 0.1782(8) 0.6274(5) 0.54407(12) 0.0543(10) Uani 1 1 d . . . . .
H15 H 0.050816 0.688147 0.554464 0.065 Uiso 1 1 calc R U . . .
C16 C 0.1802(7) 0.5855(5) 0.50377(11) 0.0476(9) Uani 1 1 d . . . . .
H16 H 0.053617 0.617763 0.487436 0.057 Uiso 1 1 calc R U . . .
C17 C 0.5614(9) 0.3270(6) 0.43016(13) 0.0670(12) Uani 1 1 d . . . . .
H17A H 0.715233 0.379026 0.428429 0.101 Uiso 1 1 calc R U . . .
H17B H 0.518288 0.282328 0.404299 0.101 Uiso 1 1 calc R U . . .
H17C H 0.566393 0.237777 0.449598 0.101 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 1.433(3) . ?
S1 O2 1.428(3) . ?
S1 C1 1.772(3) . ?
S1 C8 1.779(4) . ?
C1 C2 1.373(5) . ?
C1 C6 1.384(5) . ?
C2 H2 0.9300 . ?
C2 C3 1.382(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.382(6) . ?
C4 C5 1.378(6) . ?
C4 C7 1.507(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.382(5) . ?
C6 H6 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.493(5) . ?
C9 H9 0.9300 . ?
C9 C10 1.322(5) . ?
C10 C11 1.499(5) . ?
C10 C17 1.509(5) . ?
C11 C12 1.394(5) . ?
C11 C16 1.394(5) . ?
C12 H12 0.9300 . ?
C12 C13 1.392(6) . ?
C13 H13 0.9300 . ?
C13 C14 1.364(6) . ?
C14 H14 0.9300 . ?
C14 C15 1.372(6) . ?
C15 H15 0.9300 . ?
C15 C16 1.378(5) . ?
C16 H16 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 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
O1 S1 C1 107.93(18) . . ?
O1 S1 C8 108.8(2) . . ?
O2 S1 O1 118.5(2) . . ?
O2 S1 C1 107.61(18) . . ?
O2 S1 C8 108.1(2) . . ?
C1 S1 C8 105.13(18) . . ?
C2 C1 S1 119.1(3) . . ?
C2 C1 C6 120.7(3) . . ?
C6 C1 S1 120.1(3) . . ?
C1 C2 H2 120.2 . . ?
C1 C2 C3 119.7(3) . . ?
C3 C2 H2 120.2 . . ?
C2 C3 H3 119.6 . . ?
C2 C3 C4 120.8(4) . . ?
C4 C3 H3 119.6 . . ?
C3 C4 C7 120.9(4) . . ?
C5 C4 C3 118.5(3) . . ?
C5 C4 C7 120.5(4) . . ?
C4 C5 H5 119.2 . . ?
C4 C5 C6 121.6(4) . . ?
C6 C5 H5 119.2 . . ?
C1 C6 H6 120.7 . . ?
C5 C6 C1 118.7(4) . . ?
C5 C6 H6 120.7 . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
S1 C8 H8A 109.5 . . ?
S1 C8 H8B 109.5 . . ?
H8A C8 H8B 108.1 . . ?
C9 C8 S1 110.7(3) . . ?
C9 C8 H8A 109.5 . . ?
C9 C8 H8B 109.5 . . ?
C8 C9 H9 116.2 . . ?
C10 C9 C8 127.7(4) . . ?
C10 C9 H9 116.2 . . ?
C9 C10 C11 120.6(3) . . ?
C9 C10 C17 122.9(3) . . ?
C11 C10 C17 116.5(3) . . ?
C12 C11 C10 121.1(3) . . ?
C16 C11 C10 121.7(3) . . ?
C16 C11 C12 117.2(3) . . ?
C11 C12 H12 119.5 . . ?
C13 C12 C11 121.0(4) . . ?
C13 C12 H12 119.5 . . ?
C12 C13 H13 119.7 . . ?
C14 C13 C12 120.6(4) . . ?
C14 C13 H13 119.7 . . ?
C13 C14 H14 120.4 . . ?
C13 C14 C15 119.2(4) . . ?
C15 C14 H14 120.4 . . ?
C14 C15 H15 119.5 . . ?
C14 C15 C16 121.1(4) . . ?
C16 C15 H15 119.5 . . ?
C11 C16 H16 119.5 . . ?
C15 C16 C11 121.0(4) . . ?
C15 C16 H16 119.5 . . ?
C10 C17 H17A 109.5 . . ?
C10 C17 H17B 109.5 . . ?
C10 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 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
S1 C1 C2 C3 176.2(3) . . . . ?
S1 C1 C6 C5 -176.0(3) . . . . ?
S1 C8 C9 C10 -96.6(4) . . . . ?
O1 S1 C1 C2 -164.8(3) . . . . ?
O1 S1 C1 C6 12.7(4) . . . . ?
O1 S1 C8 C9 75.4(3) . . . . ?
O2 S1 C1 C2 -35.9(4) . . . . ?
O2 S1 C1 C6 141.6(3) . . . . ?
O2 S1 C8 C9 -54.5(3) . . . . ?
C1 S1 C8 C9 -169.2(3) . . . . ?
C1 C2 C3 C4 -0.1(6) . . . . ?
C2 C1 C6 C5 1.5(6) . . . . ?
C2 C3 C4 C5 1.4(6) . . . . ?
C2 C3 C4 C7 -177.6(4) . . . . ?
C3 C4 C5 C6 -1.3(6) . . . . ?
C4 C5 C6 C1 -0.2(7) . . . . ?
C6 C1 C2 C3 -1.4(6) . . . . ?
C7 C4 C5 C6 177.8(4) . . . . ?
C8 S1 C1 C2 79.2(3) . . . . ?
C8 S1 C1 C6 -103.3(3) . . . . ?
C8 C9 C10 C11 -179.8(3) . . . . ?
C8 C9 C10 C17 2.3(6) . . . . ?
C9 C10 C11 C12 -163.8(4) . . . . ?
C9 C10 C11 C16 14.9(5) . . . . ?
C10 C11 C12 C13 177.4(4) . . . . ?
C10 C11 C16 C15 -177.1(3) . . . . ?
C11 C12 C13 C14 -0.1(7) . . . . ?
C12 C11 C16 C15 1.6(5) . . . . ?
C12 C13 C14 C15 1.4(6) . . . . ?
C13 C14 C15 C16 -1.2(6) . . . . ?
C14 C15 C16 C11 -0.4(6) . . . . ?
C16 C11 C12 C13 -1.4(6) . . . . ?
C17 C10 C11 C12 14.3(5) . . . . ?
C17 C10 C11 C16 -167.0(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
