# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 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 
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# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
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data_b22071706a0089_0m
_database_code_depnum_ccdc_archive 'CCDC 2251662'
loop_
_audit_author_name
_audit_author_address
'Qingyang Zhao'
;Sun Yat sen University
China
;
_audit_update_record             
;
2023-03-26 deposited with the CCDC.	2023-07-02 downloaded from the CCDC.
;
_audit_creation_date             2022-07-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H18 O3 S'
_chemical_formula_sum            'C24 H18 O3 S'
_chemical_formula_weight         386.44
_chemical_absolute_configuration ad
_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 0.0148 0.0070 '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 0.0412 0.0250 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.2924 0.4247 '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                   9.6878(5)
_cell_length_b                   9.8802(5)
_cell_length_c                   19.6818(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1883.89(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9918
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      69.87
_cell_measurement_theta_min      3.91
_shelx_estimated_absorpt_T_max   0.968
_shelx_estimated_absorpt_T_min   0.936
_exptl_absorpt_coefficient_mu    1.108
_exptl_absorpt_correction_T_max  0.7533
_exptl_absorpt_correction_T_min  0.4848
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1101 before and 0.0772 after correction. The Ratio of minimum to maximum transmission is 0.6436. 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    1.363
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             808
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0397
_diffrn_reflns_av_unetI/netI     0.0274
_diffrn_reflns_Laue_measured_fraction_full 0.973
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            42198
_diffrn_reflns_point_group_measured_fraction_full 0.975
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         57.992
_diffrn_reflns_theta_min         3.908
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34138
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.748
_reflns_Friedel_fraction_full    0.978
_reflns_Friedel_fraction_max     0.977
_reflns_number_gt                3871
_reflns_number_total             3893
_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         0.702
_refine_diff_density_min         -0.372
_refine_diff_density_rms         0.046
_refine_ls_abs_structure_details 
;
 Flack x determined using 1648 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.079(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     254
_refine_ls_number_reflns         3893
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0337
_refine_ls_R_factor_gt           0.0336
_refine_ls_restrained_S_all      1.090
_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)+(0.0521P)²+0.5400P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0891
_refine_ls_wR_factor_ref         0.0892
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C7(H7), C8(H8), C9(H9), C10(H10), C12(H12), C14(H14),
 C15(H15), C16(H16), C17(H17), C18(H18), C20(H20), C21(H21), C22(H22), C23(H23),
  C24(H24)
2.b Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_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 0.06813(5) 0.60310(5) 0.61491(2) 0.02167(15) Uani 1 1 d . . . . .
O1 O 0.06854(18) 0.35818(15) 0.75017(7) 0.0272(3) Uani 1 1 d . . . . .
H1 H 0.0185 0.3179 0.7786 0.041 Uiso 1 1 calc GR . . . .
O2 O -0.06667(17) 0.55101(17) 0.63057(8) 0.0297(4) Uani 1 1 d . . . . .
O3 O 0.10649(19) 0.73328(16) 0.64349(9) 0.0299(4) Uani 1 1 d . . . . .
C1 C 0.1436(2) 0.3383(2) 0.63627(10) 0.0200(4) Uani 1 1 d . . . . .
C2 C 0.0763(2) 0.2836(2) 0.69208(10) 0.0212(4) Uani 1 1 d . . . . .
C3 C 0.0184(2) 0.1526(2) 0.68910(11) 0.0239(4) Uani 1 1 d . . . . .
H3 H -0.0260 0.1159 0.7280 0.029 Uiso 1 1 calc R . . . .
C4 C 0.0258(2) 0.0785(2) 0.63091(11) 0.0244(4) Uani 1 1 d . . . . .
H4 H -0.0167 -0.0081 0.6292 0.029 Uiso 1 1 calc R . . . .
C5 C 0.0958(2) 0.1286(2) 0.57276(11) 0.0216(4) Uani 1 1 d . . . . .
C6 C 0.1578(2) 0.2592(2) 0.57585(11) 0.0199(4) Uani 1 1 d . . . . .
C7 C 0.2349(2) 0.3042(2) 0.51870(11) 0.0238(4) Uani 1 1 d . . . . .
H7 H 0.2795 0.3897 0.5201 0.029 Uiso 1 1 calc R . . . .
C8 C 0.2455(2) 0.2254(3) 0.46156(11) 0.0271(5) Uani 1 1 d . . . . .
H8 H 0.2981 0.2566 0.4240 0.032 Uiso 1 1 calc R . . . .
C9 C 0.1793(2) 0.0989(3) 0.45800(11) 0.0274(5) Uani 1 1 d . . . . .
H9 H 0.1853 0.0464 0.4177 0.033 Uiso 1 1 calc R . . . .
C10 C 0.1062(2) 0.0514(2) 0.51250(12) 0.0255(4) Uani 1 1 d . . . . .
H10 H 0.0621 -0.0343 0.5098 0.031 Uiso 1 1 calc R . . . .
C11 C 0.1945(2) 0.4798(2) 0.63942(10) 0.0201(4) Uani 1 1 d . . . . .
C12 C 0.3181(2) 0.5292(2) 0.65727(10) 0.0232(4) Uani 1 1 d . . . . .
H12 H 0.3257 0.6250 0.6562 0.028 Uiso 1 1 calc R . . . .
C13 C 0.4433(2) 0.4569(2) 0.67822(10) 0.0241(4) Uani 1 1 d . . . . .
C14 C 0.4633(2) 0.3168(2) 0.67266(12) 0.0278(5) Uani 1 1 d . . . . .
H14 H 0.3920 0.2611 0.6549 0.033 Uiso 1 1 calc R . . . .
C15 C 0.5870(3) 0.2597(3) 0.69311(13) 0.0347(5) Uani 1 1 d . . . . .
H15 H 0.6009 0.1651 0.6879 0.042 Uiso 1 1 calc R . . . .
C16 C 0.6903(3) 0.3384(3) 0.72096(13) 0.0400(6) Uani 1 1 d . . . . .
H16 H 0.7733 0.2974 0.7364 0.048 Uiso 1 1 calc R . . . .
C17 C 0.6732(3) 0.4767(3) 0.72635(13) 0.0401(6) Uani 1 1 d . . . . .
H17 H 0.7442 0.5310 0.7454 0.048 Uiso 1 1 calc R . . . .
C18 C 0.5518(2) 0.5359(3) 0.70380(12) 0.0316(5) Uani 1 1 d . . . . .
H18 H 0.5419 0.6315 0.7057 0.038 Uiso 1 1 calc R . . . .
C19 C 0.0836(2) 0.6167(2) 0.52541(10) 0.0226(4) Uani 1 1 d . . . . .
C20 C 0.1908(3) 0.6905(2) 0.49696(13) 0.0329(5) Uani 1 1 d . . . . .
H20 H 0.2556 0.7361 0.5250 0.039 Uiso 1 1 calc R . . . .
C21 C 0.2018(3) 0.6964(3) 0.42700(15) 0.0436(7) Uani 1 1 d . . . . .
H21 H 0.2744 0.7469 0.4068 0.052 Uiso 1 1 calc R . . . .
C22 C 0.1077(4) 0.6293(3) 0.38625(14) 0.0447(7) Uani 1 1 d . . . . .
H22 H 0.1168 0.6331 0.3382 0.054 Uiso 1 1 calc R . . . .
C23 C 0.0007(3) 0.5568(3) 0.41490(14) 0.0409(6) Uani 1 1 d . . . . .
H23 H -0.0645 0.5123 0.3866 0.049 Uiso 1 1 calc R . . . .
C24 C -0.0116(3) 0.5488(3) 0.48522(12) 0.0313(5) Uani 1 1 d . . . . .
H24 H -0.0839 0.4978 0.5054 0.038 Uiso 1 1 calc R . . . .


_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 1.4371(18) . ?
S1 O3 1.4522(17) . ?
S1 C11 1.794(2) . ?
S1 C19 1.773(2) . ?
O1 H1 0.8400 . ?
O1 C2 1.362(2) . ?
C1 C2 1.387(3) . ?
C1 C6 1.429(3) . ?
C1 C11 1.483(3) . ?
C2 C3 1.412(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.361(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.420(3) . ?
C5 C6 1.424(3) . ?
C5 C10 1.414(3) . ?
C6 C7 1.421(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.371(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.406(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.368(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.340(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.467(3) . ?
C13 C14 1.401(3) . ?
C13 C18 1.403(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.384(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.381(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.380(5) . ?
C17 H17 0.9500 . ?
C17 C18 1.387(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.387(3) . ?
C19 C24 1.388(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.382(4) . ?
C21 H21 0.9500 . ?
C21 C22 1.383(5) . ?
C22 H22 0.9500 . ?
C22 C23 1.381(4) . ?
C23 H23 0.9500 . ?
C23 C24 1.391(4) . ?
C24 H24 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
O2 S1 O3 117.81(10) . . ?
O2 S1 C11 108.62(10) . . ?
O2 S1 C19 108.49(10) . . ?
O3 S1 C11 108.84(10) . . ?
O3 S1 C19 107.22(10) . . ?
C19 S1 C11 105.13(10) . . ?
C2 O1 H1 109.5 . . ?
C2 C1 C6 119.38(19) . . ?
C2 C1 C11 119.38(19) . . ?
C6 C1 C11 121.19(19) . . ?
O1 C2 C1 118.65(19) . . ?
O1 C2 C3 120.60(19) . . ?
C1 C2 C3 120.75(19) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.5(2) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4 119.5 . . ?
C3 C4 C5 121.1(2) . . ?
C5 C4 H4 119.5 . . ?
C4 C5 C6 118.87(19) . . ?
C10 C5 C4 121.5(2) . . ?
C10 C5 C6 119.6(2) . . ?
C5 C6 C1 119.36(19) . . ?
C7 C6 C1 122.56(19) . . ?
C7 C6 C5 118.06(19) . . ?
C6 C7 H7 119.6 . . ?
C8 C7 C6 120.7(2) . . ?
C8 C7 H7 119.6 . . ?
C7 C8 H8 119.6 . . ?
C7 C8 C9 120.7(2) . . ?
C9 C8 H8 119.6 . . ?
C8 C9 H9 119.9 . . ?
C10 C9 C8 120.1(2) . . ?
C10 C9 H9 119.9 . . ?
C5 C10 H10 119.7 . . ?
C9 C10 C5 120.6(2) . . ?
C9 C10 H10 119.7 . . ?
C1 C11 S1 113.70(14) . . ?
C12 C11 S1 115.64(16) . . ?
C12 C11 C1 130.66(19) . . ?
C11 C12 H12 115.3 . . ?
C11 C12 C13 129.40(19) . . ?
C13 C12 H12 115.3 . . ?
C14 C13 C12 125.0(2) . . ?
C14 C13 C18 118.3(2) . . ?
C18 C13 C12 116.7(2) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 C13 120.0(2) . . ?
C15 C14 H14 120.0 . . ?
C14 C15 H15 119.6 . . ?
C16 C15 C14 120.9(3) . . ?
C16 C15 H15 119.6 . . ?
C15 C16 H16 120.0 . . ?
C17 C16 C15 120.0(2) . . ?
C17 C16 H16 120.0 . . ?
C16 C17 H17 120.2 . . ?
C16 C17 C18 119.7(2) . . ?
C18 C17 H17 120.2 . . ?
C13 C18 H18 119.5 . . ?
C17 C18 C13 121.0(2) . . ?
C17 C18 H18 119.5 . . ?
C20 C19 S1 120.29(18) . . ?
C20 C19 C24 121.4(2) . . ?
C24 C19 S1 118.25(17) . . ?
C19 C20 H20 120.6 . . ?
C21 C20 C19 118.8(2) . . ?
C21 C20 H20 120.6 . . ?
C20 C21 H21 119.8 . . ?
C20 C21 C22 120.4(3) . . ?
C22 C21 H21 119.8 . . ?
C21 C22 H22 119.8 . . ?
C23 C22 C21 120.4(2) . . ?
C23 C22 H22 119.8 . . ?
C22 C23 H23 120.0 . . ?
C22 C23 C24 120.0(3) . . ?
C24 C23 H23 120.0 . . ?
C19 C24 C23 118.9(2) . . ?
C19 C24 H24 120.6 . . ?
C23 C24 H24 120.6 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1 O3 0.84 2.13 2.963(2) 174.3 3_546

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 C11 C12 C13 -178.54(17) . . . . ?
S1 C19 C20 C21 178.5(2) . . . . ?
S1 C19 C24 C23 -178.9(2) . . . . ?
O1 C2 C3 C4 179.7(2) . . . . ?
O2 S1 C11 C1 29.01(18) . . . . ?
O2 S1 C11 C12 -151.12(16) . . . . ?
O2 S1 C19 C20 166.22(18) . . . . ?
O2 S1 C19 C24 -15.5(2) . . . . ?
O3 S1 C11 C1 158.44(15) . . . . ?
O3 S1 C11 C12 -21.68(19) . . . . ?
O3 S1 C19 C20 38.0(2) . . . . ?
O3 S1 C19 C24 -143.77(18) . . . . ?
C1 C2 C3 C4 -1.1(3) . . . . ?
C1 C6 C7 C8 -179.7(2) . . . . ?
C1 C11 C12 C13 1.3(4) . . . . ?
C2 C1 C6 C5 3.5(3) . . . . ?
C2 C1 C6 C7 -174.79(19) . . . . ?
C2 C1 C11 S1 -87.1(2) . . . . ?
C2 C1 C11 C12 93.0(3) . . . . ?
C2 C3 C4 C5 2.3(3) . . . . ?
C3 C4 C5 C6 -0.6(3) . . . . ?
C3 C4 C5 C10 178.8(2) . . . . ?
C4 C5 C6 C1 -2.3(3) . . . . ?
C4 C5 C6 C7 176.08(19) . . . . ?
C4 C5 C10 C9 -177.1(2) . . . . ?
C5 C6 C7 C8 1.9(3) . . . . ?
C6 C1 C2 O1 177.39(18) . . . . ?
C6 C1 C2 C3 -1.9(3) . . . . ?
C6 C1 C11 S1 90.4(2) . . . . ?
C6 C1 C11 C12 -89.5(3) . . . . ?
C6 C5 C10 C9 2.3(3) . . . . ?
C6 C7 C8 C9 0.6(3) . . . . ?
C7 C8 C9 C10 -1.7(3) . . . . ?
C8 C9 C10 C5 0.3(3) . . . . ?
C10 C5 C6 C1 178.29(18) . . . . ?
C10 C5 C6 C7 -3.3(3) . . . . ?
C11 S1 C19 C20 -77.7(2) . . . . ?
C11 S1 C19 C24 100.50(19) . . . . ?
C11 C1 C2 O1 -5.1(3) . . . . ?
C11 C1 C2 C3 175.67(19) . . . . ?
C11 C1 C6 C5 -173.99(18) . . . . ?
C11 C1 C6 C7 7.7(3) . . . . ?
C11 C12 C13 C14 11.2(4) . . . . ?
C11 C12 C13 C18 -170.7(2) . . . . ?
C12 C13 C14 C15 178.9(2) . . . . ?
C12 C13 C18 C17 178.5(2) . . . . ?
C13 C14 C15 C16 1.9(4) . . . . ?
C14 C13 C18 C17 -3.3(3) . . . . ?
C14 C15 C16 C17 -2.5(4) . . . . ?
C15 C16 C17 C18 0.1(4) . . . . ?
C16 C17 C18 C13 2.8(4) . . . . ?
C18 C13 C14 C15 1.0(3) . . . . ?
C19 S1 C11 C1 -86.95(17) . . . . ?
C19 S1 C11 C12 92.92(17) . . . . ?
C19 C20 C21 C22 -0.3(4) . . . . ?
C20 C19 C24 C23 -0.7(4) . . . . ?
C20 C21 C22 C23 0.7(5) . . . . ?
C21 C22 C23 C24 -1.1(4) . . . . ?
C22 C23 C24 C19 1.1(4) . . . . ?
C24 C19 C20 C21 0.3(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_cxy5077_0m
_database_code_depnum_ccdc_archive 'CCDC 2251663'
loop_
_audit_author_name
_audit_author_address
'Qingyang Zhao'
;Sun Yat sen University
China
;
_audit_update_record             
;
2023-03-26 deposited with the CCDC.	2023-07-02 downloaded from the CCDC.
;
_audit_creation_date             2022-11-22
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/2
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H17 Cl O3 S'
_chemical_formula_sum            'C24 H17 Cl O3 S'
_chemical_formula_weight         420.89
_chemical_absolute_configuration ad
_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 0.0137 0.0067 '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'
Cl Cl 0.3281 0.5435 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.2925 0.4295 '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      hexagonal
_space_group_IT_number           169
_space_group_name_H-M_alt        'P 61'
_space_group_name_Hall           'P 61'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x-y, x, z+1/6'
'y, -x+y, z+5/6'
'-y, x-y, z+1/3'
'-x+y, -x, z+2/3'
'-x, -y, z+1/2'

_cell_length_a                   21.0471(5)
_cell_length_b                   21.0471(5)
_cell_length_c                   8.1060(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     3109.72(19)
_cell_formula_units_Z            6
_cell_measurement_reflns_used    9398
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      57.01
_cell_measurement_theta_min      3.65
_shelx_estimated_absorpt_T_max   0.736
_shelx_estimated_absorpt_T_min   0.603
_exptl_absorpt_coefficient_mu    1.817
_exptl_absorpt_correction_T_max  0.7512
_exptl_absorpt_correction_T_min  0.6887
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0657 before and 0.0523 after correction.
The Ratio of minimum to maximum transmission is 0.9168.
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    1.348
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1308
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0456
_diffrn_reflns_av_unetI/netI     0.0153
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            74919
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         57.034
_diffrn_reflns_theta_min         3.654
_diffrn_ambient_temperature      100.0(2)
_diffrn_detector                 'Bruker PHOTON III area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34138
_diffrn_source                   'microfocus Metaljet'
_diffrn_source_current           3.0
_diffrn_source_power             0.20955
_diffrn_source_type              'Incoatec Metaljet'
_diffrn_source_voltage           69.85
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.862
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.997
_reflns_number_gt                4193
_reflns_number_total             4242
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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       'Apex3 (Bruker 2018)'
_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 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT 2014'
_refine_diff_density_max         0.217
_refine_diff_density_min         -0.285
_refine_diff_density_rms         0.034
_refine_ls_abs_structure_details 
;
 Flack x determined using 1921 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.005(5)
_refine_ls_extinction_coef       0.0013(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     264
_refine_ls_number_reflns         4242
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0232
_refine_ls_R_factor_gt           0.0229
_refine_ls_restrained_S_all      1.026
_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)+(0.0342P)²+0.8283P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0609
_refine_ls_wR_factor_ref         0.0611
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3A), C9(H9), C10(H10), C12(H12), C13(H13), C15(H15),
 C16(H16), C17(H17), C18(H18), C19(H19), C20(H20), C21(H21), C22(H22), C23(H23)
2.b Idealised tetrahedral OH refined as rotating group:
 O3(H3)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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 0.57463(2) 0.91456(2) 0.18860(6) 0.02126(12) Uani 1 1 d . . . . .
Cl1 Cl 0.90754(3) 1.10842(3) 0.94112(9) 0.04345(17) Uani 1 1 d . . . . .
O1 O 0.51261(8) 0.92636(8) 0.19994(19) 0.0262(3) Uani 1 1 d . . . . .
O2 O 0.62905(9) 0.95267(8) 0.06315(19) 0.0303(3) Uani 1 1 d . . . . .
O3 O 0.55781(7) 1.01046(7) 0.53886(19) 0.0239(3) Uani 1 1 d . . . . .
H3 H 0.534027 1.027362 0.586676 0.036 Uiso 1 1 calc R U . . .
C1 C 0.48669(14) 0.67056(12) 0.1546(3) 0.0314(5) Uani 1 1 d . . . . .
H1 H 0.468759 0.619238 0.150977 0.038 Uiso 1 1 calc R U . . .
C2 C 0.44161(12) 0.69657(12) 0.2115(3) 0.0296(4) Uani 1 1 d . . . . .
H2 H 0.392920 0.662973 0.245715 0.036 Uiso 1 1 calc R U . . .
C3 C 0.46748(11) 0.77130(11) 0.2185(2) 0.0234(4) Uani 1 1 d . . . . .
H3A H 0.437028 0.789438 0.257824 0.028 Uiso 1 1 calc R U . . .
C4 C 0.53873(11) 0.81926(10) 0.1670(2) 0.0214(4) Uani 1 1 d . . . . .
C5 C 0.61813(10) 0.93526(10) 0.3869(3) 0.0200(4) Uani 1 1 d . . . . .
C6 C 0.56662(9) 0.90330(10) 0.5277(2) 0.0183(4) Uani 1 1 d . . . . .
C7 C 0.54703(10) 0.83224(10) 0.5906(2) 0.0185(4) Uani 1 1 d . . . . .
C8 C 0.49213(10) 0.80077(10) 0.7142(2) 0.0194(4) Uani 1 1 d . . . . .
C9 C 0.46854(11) 0.72843(11) 0.7695(3) 0.0238(4) Uani 1 1 d . . . . .
H9 H 0.430268 0.706415 0.848701 0.029 Uiso 1 1 calc R U . . .
C10 C 0.50018(12) 0.68995(11) 0.7103(3) 0.0259(4) Uani 1 1 d . . . . .
H10 H 0.483720 0.641415 0.747884 0.031 Uiso 1 1 calc R U . . .
C11 C 0.84431(12) 1.06896(11) 0.7808(3) 0.0314(5) Uani 1 1 d . . . . .
C12 C 0.77016(11) 1.02779(12) 0.8200(3) 0.0294(5) Uani 1 1 d . . . . .
H12 H 0.754590 1.021275 0.931754 0.035 Uiso 1 1 calc R U . . .
C13 C 0.71936(10) 0.99644(11) 0.6942(3) 0.0263(4) Uani 1 1 d . . . . .
H13 H 0.668678 0.968274 0.720509 0.032 Uiso 1 1 calc R U . . .
C14 C 0.74132(10) 1.00549(10) 0.5286(3) 0.0243(4) Uani 1 1 d . . . . .
C15 C 0.81663(12) 1.04678(12) 0.4944(3) 0.0330(5) Uani 1 1 d . . . . .
H15 H 0.832761 1.053270 0.383055 0.040 Uiso 1 1 calc R U . . .
C16 C 0.86794(12) 1.07828(13) 0.6193(4) 0.0373(5) Uani 1 1 d . . . . .
H16 H 0.918770 1.105957 0.594086 0.045 Uiso 1 1 calc R U . . .
C17 C 0.69123(11) 0.97671(10) 0.3869(3) 0.0229(4) Uani 1 1 d . . . . .
H17 H 0.713812 0.989218 0.281332 0.027 Uiso 1 1 calc R U . . .
C18 C 0.55739(13) 0.71886(12) 0.1032(3) 0.0302(5) Uani 1 1 d . . . . .
H18 H 0.587738 0.700575 0.064082 0.036 Uiso 1 1 calc R U . . .
C19 C 0.58438(12) 0.79415(12) 0.1085(3) 0.0259(4) Uani 1 1 d . . . . .
H19 H 0.632885 0.827660 0.073027 0.031 Uiso 1 1 calc R U . . .
C20 C 0.57994(10) 0.79153(10) 0.5351(3) 0.0218(4) Uani 1 1 d . . . . .
H20 H 0.618405 0.812483 0.456176 0.026 Uiso 1 1 calc R U . . .
C21 C 0.55698(11) 0.72226(11) 0.5940(3) 0.0242(4) Uani 1 1 d . . . . .
H21 H 0.579800 0.695890 0.555610 0.029 Uiso 1 1 calc R U . . .
C22 C 0.46289(11) 0.84276(11) 0.7822(2) 0.0218(4) Uani 1 1 d . . . . .
H22 H 0.427144 0.822298 0.867184 0.026 Uiso 1 1 calc R U . . .
C23 C 0.48527(10) 0.91214(11) 0.7275(2) 0.0212(4) Uani 1 1 d . . . . .
H23 H 0.466454 0.940243 0.777040 0.025 Uiso 1 1 calc R U . . .
C24 C 0.53626(10) 0.94201(10) 0.5975(2) 0.0193(4) 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
S1 O1 1.4487(14) . ?
S1 O2 1.4390(16) . ?
S1 C4 1.7633(19) . ?
S1 C5 1.792(2) . ?
Cl1 C11 1.745(2) . ?
O3 H3 0.8400 . ?
O3 C24 1.361(2) . ?
C1 H1 0.9500 . ?
C1 C2 1.390(3) . ?
C1 C18 1.382(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.385(3) . ?
C3 H3A 0.9500 . ?
C3 C4 1.389(3) . ?
C4 C19 1.391(3) . ?
C5 C6 1.484(3) . ?
C5 C17 1.336(3) . ?
C6 C7 1.432(3) . ?
C6 C24 1.383(3) . ?
C7 C8 1.419(3) . ?
C7 C20 1.418(3) . ?
C8 C9 1.418(3) . ?
C8 C22 1.417(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.367(3) . ?
C10 H10 0.9500 . ?
C10 C21 1.403(3) . ?
C11 C12 1.391(3) . ?
C11 C16 1.380(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.383(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.401(3) . ?
C14 C15 1.403(3) . ?
C14 C17 1.470(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.383(4) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C18 C19 1.391(3) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C20 C21 1.372(3) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C22 C23 1.365(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.408(3) . ?

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 C4 106.92(9) . . ?
O1 S1 C5 107.22(9) . . ?
O2 S1 O1 118.91(9) . . ?
O2 S1 C4 109.45(9) . . ?
O2 S1 C5 109.31(9) . . ?
C4 S1 C5 104.00(9) . . ?
C24 O3 H3 109.5 . . ?
C2 C1 H1 119.8 . . ?
C18 C1 H1 119.8 . . ?
C18 C1 C2 120.4(2) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 C1 120.2(2) . . ?
C3 C2 H2 119.9 . . ?
C2 C3 H3A 120.6 . . ?
C2 C3 C4 118.79(19) . . ?
C4 C3 H3A 120.6 . . ?
C3 C4 S1 119.33(15) . . ?
C3 C4 C19 121.76(18) . . ?
C19 C4 S1 118.78(15) . . ?
C6 C5 S1 114.26(13) . . ?
C17 C5 S1 116.13(16) . . ?
C17 C5 C6 129.61(19) . . ?
C7 C6 C5 120.74(16) . . ?
C24 C6 C5 119.72(16) . . ?
C24 C6 C7 119.54(18) . . ?
C8 C7 C6 118.77(17) . . ?
C20 C7 C6 123.09(18) . . ?
C20 C7 C8 118.14(17) . . ?
C9 C8 C7 119.41(17) . . ?
C22 C8 C7 119.33(17) . . ?
C22 C8 C9 121.25(18) . . ?
C8 C9 H9 119.6 . . ?
C10 C9 C8 120.83(19) . . ?
C10 C9 H9 119.6 . . ?
C9 C10 H10 120.1 . . ?
C9 C10 C21 119.88(18) . . ?
C21 C10 H10 120.1 . . ?
C12 C11 Cl1 118.6(2) . . ?
C16 C11 Cl1 120.28(17) . . ?
C16 C11 C12 121.2(2) . . ?
C11 C12 H12 120.4 . . ?
C13 C12 C11 119.2(2) . . ?
C13 C12 H12 120.4 . . ?
C12 C13 H13 119.4 . . ?
C12 C13 C14 121.17(19) . . ?
C14 C13 H13 119.4 . . ?
C13 C14 C15 117.9(2) . . ?
C13 C14 C17 124.95(18) . . ?
C15 C14 C17 117.1(2) . . ?
C14 C15 H15 119.3 . . ?
C16 C15 C14 121.4(2) . . ?
C16 C15 H15 119.3 . . ?
C11 C16 C15 119.1(2) . . ?
C11 C16 H16 120.4 . . ?
C15 C16 H16 120.4 . . ?
C5 C17 C14 128.6(2) . . ?
C5 C17 H17 115.7 . . ?
C14 C17 H17 115.7 . . ?
C1 C18 H18 119.8 . . ?
C1 C18 C19 120.3(2) . . ?
C19 C18 H18 119.8 . . ?
C4 C19 C18 118.5(2) . . ?
C4 C19 H19 120.8 . . ?
C18 C19 H19 120.8 . . ?
C7 C20 H20 119.6 . . ?
C21 C20 C7 120.86(19) . . ?
C21 C20 H20 119.6 . . ?
C10 C21 H21 119.6 . . ?
C20 C21 C10 120.74(19) . . ?
C20 C21 H21 119.6 . . ?
C8 C22 H22 119.5 . . ?
C23 C22 C8 121.05(18) . . ?
C23 C22 H22 119.5 . . ?
C22 C23 H23 120.0 . . ?
C22 C23 C24 119.94(17) . . ?
C24 C23 H23 120.0 . . ?
O3 C24 C6 118.22(17) . . ?
O3 C24 C23 120.67(16) . . ?
C6 C24 C23 121.10(17) . . ?

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 C19 C18 175.34(16) . . . . ?
S1 C5 C6 C7 90.73(18) . . . . ?
S1 C5 C6 C24 -88.27(19) . . . . ?
S1 C5 C17 C14 176.64(15) . . . . ?
Cl1 C11 C12 C13 179.71(16) . . . . ?
Cl1 C11 C16 C15 -179.60(17) . . . . ?
O1 S1 C4 C3 -21.66(19) . . . . ?
O1 S1 C4 C19 162.45(16) . . . . ?
O1 S1 C5 C6 45.58(15) . . . . ?
O1 S1 C5 C17 -134.38(15) . . . . ?
O2 S1 C4 C3 -151.70(16) . . . . ?
O2 S1 C4 C19 32.4(2) . . . . ?
O2 S1 C5 C6 175.74(13) . . . . ?
O2 S1 C5 C17 -4.22(17) . . . . ?
C1 C2 C3 C4 0.3(3) . . . . ?
C1 C18 C19 C4 0.2(3) . . . . ?
C2 C1 C18 C19 0.3(3) . . . . ?
C2 C3 C4 S1 -175.60(16) . . . . ?
C2 C3 C4 C19 0.2(3) . . . . ?
C3 C4 C19 C18 -0.4(3) . . . . ?
C4 S1 C5 C6 -67.45(15) . . . . ?
C4 S1 C5 C17 112.59(16) . . . . ?
C5 S1 C4 C3 91.59(17) . . . . ?
C5 S1 C4 C19 -84.31(18) . . . . ?
C5 C6 C7 C8 -173.80(17) . . . . ?
C5 C6 C7 C20 6.2(3) . . . . ?
C5 C6 C24 O3 -3.2(3) . . . . ?
C5 C6 C24 C23 177.80(17) . . . . ?
C6 C5 C17 C14 -3.3(3) . . . . ?
C6 C7 C8 C9 175.67(17) . . . . ?
C6 C7 C8 C22 -5.5(3) . . . . ?
C6 C7 C20 C21 -177.08(18) . . . . ?
C7 C6 C24 O3 177.79(16) . . . . ?
C7 C6 C24 C23 -1.2(3) . . . . ?
C7 C8 C9 C10 2.8(3) . . . . ?
C7 C8 C22 C23 1.8(3) . . . . ?
C7 C20 C21 C10 0.2(3) . . . . ?
C8 C7 C20 C21 2.9(3) . . . . ?
C8 C9 C10 C21 0.3(3) . . . . ?
C8 C22 C23 C24 2.3(3) . . . . ?
C9 C8 C22 C23 -179.38(18) . . . . ?
C9 C10 C21 C20 -1.8(3) . . . . ?
C11 C12 C13 C14 0.0(3) . . . . ?
C12 C11 C16 C15 0.9(3) . . . . ?
C12 C13 C14 C15 0.6(3) . . . . ?
C12 C13 C14 C17 -177.52(19) . . . . ?
C13 C14 C15 C16 -0.5(3) . . . . ?
C13 C14 C17 C5 -3.1(3) . . . . ?
C14 C15 C16 C11 -0.2(3) . . . . ?
C15 C14 C17 C5 178.74(19) . . . . ?
C16 C11 C12 C13 -0.7(3) . . . . ?
C17 C5 C6 C7 -89.3(2) . . . . ?
C17 C5 C6 C24 91.7(3) . . . . ?
C17 C14 C15 C16 177.8(2) . . . . ?
C18 C1 C2 C3 -0.5(3) . . . . ?
C20 C7 C8 C9 -4.3(3) . . . . ?
C20 C7 C8 C22 174.52(17) . . . . ?
C22 C8 C9 C10 -176.04(19) . . . . ?
C22 C23 C24 O3 178.44(18) . . . . ?
C22 C23 C24 C6 -2.6(3) . . . . ?
C24 C6 C7 C8 5.2(3) . . . . ?
C24 C6 C7 C20 -174.80(18) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.000 -0.712 171.5 57.3 '1.2 C6H14'

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
