# Electronic Supplementary Material (ESI) for ChemComm.
# 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_exp_949
_database_code_depnum_ccdc_archive 'CCDC 2208305'
loop_
_audit_author_name
_audit_author_address
'Yang Peng'
;Shandong Normal University
China
;
_audit_update_record             
;
2022-09-20 deposited with the CCDC.	2022-12-09 downloaded from the CCDC.
;
_audit_creation_date             2022-07-31
_audit_creation_method           
;
  Olex2 1.2
  (compiled Apr 23 2013 17:54:37, GUI svn.r4466)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C19 H26 O3 S'
_chemical_formula_sum            'C19 H26 O3 S'
_chemical_formula_weight         334.46
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C1 H1 O1 N1 S1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   6.1676(5)
_cell_length_b                   11.8368(9)
_cell_length_c                   13.6151(10)
_cell_angle_alpha                112.511(7)
_cell_angle_beta                 96.462(6)
_cell_angle_gamma                97.113(6)
_cell_volume                     897.20(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2172
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.4540
_cell_measurement_theta_min      4.0760
_exptl_absorpt_coefficient_mu    1.696
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.45500
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.238
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             360
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.01
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0327
_diffrn_reflns_av_unetI/netI     0.0372
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            6248
_diffrn_reflns_theta_full        67.05
_diffrn_reflns_theta_max         67.06
_diffrn_reflns_theta_min         3.57
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0793
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.9991
_diffrn_measured_fraction_theta_max 0.9774
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -46.00 -20.00   1.00    1.00    --    0.00 132.00   1.00   26
  2  ω    -48.00 -21.00   1.00    1.00    --    0.00 137.00 178.00   27
  3  ω     31.00 105.00   1.00    1.00    --   54.00-132.00 -68.00   74
  4  ω     52.00  77.00   1.00    1.00    --   54.00-137.00 115.00   25
  5  ω    110.00 135.00   1.00    1.00    --  108.00 137.00 178.00   25
  6  ω    112.00 137.00   1.00    1.00    --  108.00 132.00   1.00   25
  7  ω     82.00 118.00   1.00    1.00    --  108.00-132.00 -68.00   36
  8  ω     43.00  79.00   1.00    1.00    --  108.00-132.00 -68.00   36
  9  ω    -17.00  24.00   1.00    1.00    --    0.00 -77.00-150.00   41
 10  ω    -14.00  11.00   1.00    1.00    --    0.00 -77.00 -90.00   25
 11  ω    -19.00  14.00   1.00    1.00    --    0.00 -77.00-180.00   33
 12  ω     90.00 119.00   1.00    1.00    --   54.00  57.00 -30.00   29
 13  ω     28.00  62.00   1.00    1.00    --   54.00-125.00 120.00   34
 14  ω    -15.00  70.00   1.00    1.00    --   54.00 -57.00 -60.00   85
 15  ω    -15.00 107.00   1.00    1.00    --   54.00   0.00 150.00  122
 16  ω     -3.00  65.00   1.00    1.00    --   54.00 -57.00 120.00   68
 17  ω    123.00 155.00   1.00    1.00    --  108.00 111.00 -90.00   32
 18  ω    109.00 155.00   1.00    1.00    --  108.00 111.00-150.00   46
 19  ω     64.00 104.00   1.00    1.00    --  108.00 -77.00  60.00   40
 20  ω     75.00 140.00   1.00    1.00    --  108.00 178.00 120.00   65
 21  ω     90.00 178.00   1.00    1.00    --  108.00  37.00 -60.00   88
 22  ω    145.00 177.00   1.00    1.00    --  108.00  37.00 -30.00   32
 23  ω     91.00 119.00   1.00    1.00    --  108.00  63.00   0.00   28
 24  ω    115.00 176.00   1.00    1.00    --  108.00 111.00 -30.00   61
 25  ω     59.00 127.00   1.00    1.00    --  108.00 -63.00-120.00   68
 26  ω     74.00 104.00   1.00    1.00    --  108.00 -91.00 -90.00   30
 27  ω     51.00 100.00   1.00    1.00    --  108.00-111.00-180.00   49
 28  ω     36.00  63.00   1.00    1.00    --  108.00 -91.00 -90.00   27
 29  ω     91.00 174.00   1.00    1.00    --  108.00  50.00  30.00   83
 30  ω    127.00 152.00   1.00    1.00    --  108.00  63.00   0.00   25
 31  ω    103.00 176.00   1.00    1.00    --  108.00  77.00-120.00   73
 32  ω     37.00  65.00   1.00    1.00    --  108.00 -91.00-180.00   28
 33  ω     89.00 140.00   1.00    1.00    --  108.00  37.00 -30.00   51
 34  ω     39.00 121.00   1.00    1.00    --  108.00-137.00 115.00   82
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0573736000
_diffrn_orient_matrix_UB_12      -0.0937421000
_diffrn_orient_matrix_UB_13      -0.1041764000
_diffrn_orient_matrix_UB_21      0.1761247000
_diffrn_orient_matrix_UB_22      -0.0344199000
_diffrn_orient_matrix_UB_23      0.0679287000
_diffrn_orient_matrix_UB_31      -0.1761821000
_diffrn_orient_matrix_UB_32      -0.1027361000
_diffrn_orient_matrix_UB_33      0.0024876000
_diffrn_oxdiff_digest_frames     
;
01c4c80430fd04e867a4ac6991d7f8eef7000283abf
;
_diffrn_oxdiff_digest_hkl        
;
01480ad69e3a455c3b28ae178162836bae5f71
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                2530
_reflns_number_total             3198
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
XS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.238
_refine_diff_density_min         -0.393
_refine_diff_density_rms         0.067
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         3198
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0742
_refine_ls_R_factor_gt           0.0613
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1182P)²+0.1164P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1682
_refine_ls_wR_factor_ref         0.1884
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_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:
 C9(H9)
2.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B), C13(H13A,H13B),
 C15(H15A,H15B), C19(H19A,H19B), C20(H20A,H20B), C22(H22A,H22B), C23(H23A,H23B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C16(H16)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2128(4) 0.4942(2) 0.1189(2) 0.0554(6) Uani 1 1 d . . .
C2 C 0.3810(4) 0.5985(3) 0.1571(2) 0.0633(7) Uani 1 1 d . . .
H2 H 0.5095 0.5951 0.1270 0.076 Uiso 1 1 calc R . .
C3 C 0.3577(4) 0.7058(2) 0.2387(2) 0.0641(7) Uani 1 1 d . . .
H3 H 0.4705 0.7752 0.2642 0.077 Uiso 1 1 calc R . .
C4 C 0.1665(4) 0.7113(2) 0.2837(2) 0.0546(6) Uani 1 1 d . . .
C5 C -0.0011(4) 0.6077(3) 0.2460(2) 0.0613(6) Uani 1 1 d . . .
H5 H -0.1292 0.6115 0.2764 0.074 Uiso 1 1 calc R . .
C6 C 0.0209(4) 0.4995(3) 0.1641(2) 0.0642(7) Uani 1 1 d . . .
H6 H -0.0919 0.4301 0.1389 0.077 Uiso 1 1 calc R . .
C8 C 0.0915(4) 0.2796(2) -0.0007(2) 0.0625(7) Uani 1 1 d . . .
H8A H -0.0500 0.2925 -0.0296 0.075 Uiso 1 1 calc R . .
H8B H 0.0709 0.2549 0.0583 0.075 Uiso 1 1 calc R . .
C9 C 0.1733(4) 0.1804(3) -0.0869(2) 0.0606(6) Uani 1 1 d . . .
H9 H 0.1832 0.2046 -0.1477 0.073 Uiso 1 1 calc R . .
C10 C 0.3939(5) 0.1501(3) -0.0542(3) 0.0777(8) Uani 1 1 d . . .
H10A H 0.4058 0.1486 0.0169 0.093 Uiso 1 1 calc R . .
H10B H 0.5162 0.2102 -0.0541 0.093 Uiso 1 1 calc R . .
C11 C 0.3921(7) 0.0217(3) -0.1403(3) 0.0987(12) Uani 1 1 d . . .
H11A H 0.4470 0.0281 -0.2023 0.118 Uiso 1 1 calc R . .
H11B H 0.4839 -0.0236 -0.1119 0.118 Uiso 1 1 calc R . .
C12 C 0.1535(8) -0.0423(4) -0.1709(4) 0.1159(16) Uani 1 1 d . . .
H12A H 0.1124 -0.0841 -0.2488 0.139 Uiso 1 1 calc R . .
H12B H 0.1312 -0.1038 -0.1404 0.139 Uiso 1 1 calc R . .
C13 C 0.0148(5) 0.0547(3) -0.1276(2) 0.0748(8) Uani 1 1 d . . .
H13A H -0.0505 0.0452 -0.0690 0.090 Uiso 1 1 calc R . .
H13B H -0.1034 0.0483 -0.1839 0.090 Uiso 1 1 calc R . .
C15 C 0.2733(5) 0.8631(3) 0.5076(2) 0.0669(7) Uani 1 1 d . . .
H15A H 0.4295 0.8655 0.5029 0.080 Uiso 1 1 calc R . .
H15B H 0.2596 0.9411 0.5641 0.080 Uiso 1 1 calc R . .
C16 C 0.1951(4) 0.7589(3) 0.5396(2) 0.0635(7) Uani 1 1 d . . .
H16 H 0.0433 0.7296 0.5270 0.076 Uiso 1 1 calc R . .
C19 C 0.4509(7) 0.6018(6) 0.6903(5) 0.151(2) Uani 1 1 d . . .
H19A H 0.4328 0.6320 0.7654 0.181 Uiso 1 1 calc R . .
H19B H 0.4688 0.5156 0.6673 0.181 Uiso 1 1 calc R . .
C20 C 0.2547(5) 0.6091(3) 0.6255(3) 0.0817(9) Uani 1 1 d . . .
H20A H 0.1404 0.6330 0.6689 0.098 Uiso 1 1 calc R . .
H20B H 0.1965 0.5295 0.5659 0.098 Uiso 1 1 calc R . .
C21 C 0.3283(4) 0.7065(2) 0.5843(2) 0.0567(6) Uani 1 1 d . . .
C22 C 0.5754(5) 0.7389(3) 0.6108(3) 0.0800(9) Uani 1 1 d . . .
H22A H 0.6239 0.8281 0.6492 0.096 Uiso 1 1 calc R . .
H22B H 0.6394 0.7110 0.5455 0.096 Uiso 1 1 calc R . .
C23 C 0.6426(6) 0.6727(5) 0.6807(5) 0.1259(19) Uani 1 1 d . . .
H23A H 0.7445 0.6187 0.6488 0.151 Uiso 1 1 calc R . .
H23B H 0.7171 0.7328 0.7516 0.151 Uiso 1 1 calc R . .
O1 O -0.1053(3) 0.8413(2) 0.38823(18) 0.0794(6) Uani 1 1 d . . .
O2 O 0.2362(4) 0.95248(18) 0.36225(18) 0.0837(7) Uani 1 1 d . . .
O3 O 0.2522(3) 0.39217(17) 0.03738(17) 0.0676(5) Uani 1 1 d . . .
S1 S 0.12743(11) 0.85154(6) 0.38340(5) 0.0620(3) 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
C1 C2 1.393(4) . ?
C1 C6 1.392(4) . ?
C1 O3 1.362(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.367(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.386(4) . ?
C4 C5 1.386(4) . ?
C4 S1 1.761(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.374(4) . ?
C6 H6 0.9300 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.495(4) . ?
C8 O3 1.434(3) . ?
C9 H9 0.9800 . ?
C9 C10 1.511(4) . ?
C9 C13 1.537(4) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.520(5) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.502(6) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.495(5) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.501(4) . ?
C15 S1 1.772(3) . ?
C16 H16 0.9300 . ?
C16 C21 1.316(4) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C20 1.447(5) . ?
C19 C23 1.412(5) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C21 1.508(4) . ?
C21 C22 1.492(4) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 C23 1.502(5) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
O1 S1 1.437(2) . ?
O2 S1 1.438(2) . ?

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
C6 C1 C2 119.8(3) . . ?
O3 C1 C2 115.5(2) . . ?
O3 C1 C6 124.7(2) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 C1 120.1(3) . . ?
C3 C2 H2 119.9 . . ?
C2 C3 H3 119.9 . . ?
C2 C3 C4 120.2(2) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 S1 120.60(19) . . ?
C5 C4 C3 119.9(3) . . ?
C5 C4 S1 119.4(2) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 C4 120.4(3) . . ?
C6 C5 H5 119.8 . . ?
C1 C6 H6 120.2 . . ?
C5 C6 C1 119.6(2) . . ?
C5 C6 H6 120.2 . . ?
H8A C8 H8B 108.4 . . ?
C9 C8 H8A 110.0 . . ?
C9 C8 H8B 110.0 . . ?
O3 C8 H8A 110.0 . . ?
O3 C8 H8B 110.0 . . ?
O3 C8 C9 108.5(2) . . ?
C8 C9 H9 108.6 . . ?
C8 C9 C10 116.3(2) . . ?
C8 C9 C13 111.5(2) . . ?
C10 C9 H9 108.6 . . ?
C10 C9 C13 103.0(2) . . ?
C13 C9 H9 108.6 . . ?
C9 C10 H10A 111.0 . . ?
C9 C10 H10B 111.0 . . ?
C9 C10 C11 103.7(3) . . ?
H10A C10 H10B 109.0 . . ?
C11 C10 H10A 111.0 . . ?
C11 C10 H10B 111.0 . . ?
C10 C11 H11A 110.7 . . ?
C10 C11 H11B 110.7 . . ?
H11A C11 H11B 108.8 . . ?
C12 C11 C10 105.3(3) . . ?
C12 C11 H11A 110.7 . . ?
C12 C11 H11B 110.7 . . ?
C11 C12 H12A 110.2 . . ?
C11 C12 H12B 110.2 . . ?
H12A C12 H12B 108.5 . . ?
C13 C12 C11 107.7(3) . . ?
C13 C12 H12A 110.2 . . ?
C13 C12 H12B 110.2 . . ?
C9 C13 H13A 110.6 . . ?
C9 C13 H13B 110.6 . . ?
C12 C13 C9 105.8(3) . . ?
C12 C13 H13A 110.6 . . ?
C12 C13 H13B 110.6 . . ?
H13A C13 H13B 108.7 . . ?
H15A C15 H15B 107.6 . . ?
C16 C15 H15A 108.6 . . ?
C16 C15 H15B 108.6 . . ?
C16 C15 S1 114.49(19) . . ?
S1 C15 H15A 108.6 . . ?
S1 C15 H15B 108.6 . . ?
C15 C16 H16 118.0 . . ?
C21 C16 C15 124.0(3) . . ?
C21 C16 H16 118.0 . . ?
H19A C19 H19B 108.0 . . ?
C20 C19 H19A 109.4 . . ?
C20 C19 H19B 109.4 . . ?
C23 C19 H19A 109.4 . . ?
C23 C19 H19B 109.4 . . ?
C23 C19 C20 111.3(3) . . ?
C19 C20 H20A 110.6 . . ?
C19 C20 H20B 110.6 . . ?
C19 C20 C21 105.7(3) . . ?
H20A C20 H20B 108.7 . . ?
C21 C20 H20A 110.6 . . ?
C21 C20 H20B 110.6 . . ?
C16 C21 C20 125.3(3) . . ?
C16 C21 C22 126.6(2) . . ?
C22 C21 C20 108.0(2) . . ?
C21 C22 H22A 110.7 . . ?
C21 C22 H22B 110.7 . . ?
C21 C22 C23 105.3(3) . . ?
H22A C22 H22B 108.8 . . ?
C23 C22 H22A 110.7 . . ?
C23 C22 H22B 110.7 . . ?
C19 C23 C22 108.9(3) . . ?
C19 C23 H23A 109.9 . . ?
C19 C23 H23B 109.9 . . ?
C22 C23 H23A 109.9 . . ?
C22 C23 H23B 109.9 . . ?
H23A C23 H23B 108.3 . . ?
C1 O3 C8 118.1(2) . . ?
C4 S1 C15 106.51(13) . . ?
O1 S1 C4 107.66(12) . . ?
O1 S1 C15 108.74(15) . . ?
O1 S1 O2 118.91(14) . . ?
O2 S1 C4 107.93(13) . . ?
O2 S1 C15 106.46(13) . . ?

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
C1 C2 C3 C4 -0.1(4) . . . . ?
C2 C1 C6 C5 0.1(4) . . . . ?
C2 C1 O3 C8 176.1(2) . . . . ?
C2 C3 C4 C5 0.2(4) . . . . ?
C2 C3 C4 S1 -176.3(2) . . . . ?
C3 C4 C5 C6 -0.1(4) . . . . ?
C3 C4 S1 C15 -82.3(2) . . . . ?
C3 C4 S1 O1 161.2(2) . . . . ?
C3 C4 S1 O2 31.7(2) . . . . ?
C4 C5 C6 C1 0.0(4) . . . . ?
C5 C4 S1 C15 101.2(2) . . . . ?
C5 C4 S1 O1 -15.3(2) . . . . ?
C5 C4 S1 O2 -144.8(2) . . . . ?
C6 C1 C2 C3 0.0(4) . . . . ?
C6 C1 O3 C8 -3.9(4) . . . . ?
C8 C9 C10 C11 160.3(3) . . . . ?
C8 C9 C13 C12 -154.7(3) . . . . ?
C9 C8 O3 C1 -178.2(2) . . . . ?
C9 C10 C11 C12 -33.0(4) . . . . ?
C10 C9 C13 C12 -29.3(4) . . . . ?
C10 C11 C12 C13 14.6(5) . . . . ?
C11 C12 C13 C9 9.1(4) . . . . ?
C13 C9 C10 C11 38.1(3) . . . . ?
C15 C16 C21 C20 174.8(3) . . . . ?
C15 C16 C21 C22 -0.3(5) . . . . ?
C16 C15 S1 C4 -60.4(3) . . . . ?
C16 C15 S1 O1 55.4(3) . . . . ?
C16 C15 S1 O2 -175.4(2) . . . . ?
C16 C21 C22 C23 168.3(4) . . . . ?
C19 C20 C21 C16 -166.4(4) . . . . ?
C19 C20 C21 C22 9.5(5) . . . . ?
C20 C19 C23 C22 3.4(7) . . . . ?
C20 C21 C22 C23 -7.5(4) . . . . ?
C21 C22 C23 C19 2.7(6) . . . . ?
C23 C19 C20 C21 -8.0(7) . . . . ?
O3 C1 C2 C3 179.9(2) . . . . ?
O3 C1 C6 C5 -179.9(2) . . . . ?
O3 C8 C9 C10 59.3(3) . . . . ?
O3 C8 C9 C13 177.0(2) . . . . ?
S1 C4 C5 C6 176.4(2) . . . . ?
S1 C15 C16 C21 140.2(3) . . . . ?

_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.897
_oxdiff_exptl_absorpt_empirical_full_min 0.491

####################################################################### 
# 
# 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_964
_database_code_depnum_ccdc_archive 'CCDC 2208307'
loop_
_audit_author_name
_audit_author_address
'Yang Peng'
;Shandong Normal University
China
;
_audit_update_record             
;
2022-09-20 deposited with the CCDC.	2022-12-09 downloaded from the CCDC.
;
_audit_creation_date             2022-08-15
_audit_creation_method           
;
  Olex2 1.2
  (compiled Apr 23 2013 17:54:37, GUI svn.r4466)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C15 H20 O2 S'
_chemical_formula_sum            'C15 H20 O2 S'
_chemical_formula_weight         264.37
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C1 H1 O1 N1 S1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   8.5020(4)
_cell_length_b                   13.0247(10)
_cell_length_c                   13.5023(7)
_cell_angle_alpha                92.066(5)
_cell_angle_beta                 95.165(4)
_cell_angle_gamma                99.518(5)
_cell_volume                     1466.64(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3685
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      69.8700
_cell_measurement_theta_min      7.9630
_exptl_absorpt_coefficient_mu    1.893
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.68182
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.197
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             568
_exptl_crystal_size_max          0.7
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.3
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0176
_diffrn_reflns_av_unetI/netI     0.0221
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10229
_diffrn_reflns_theta_full        67.06
_diffrn_reflns_theta_max         67.07
_diffrn_reflns_theta_min         4.64
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0793
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.9990
_diffrn_measured_fraction_theta_max 0.9788
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -31.00   5.00   1.00    1.00    --    0.00 107.00 147.00   36
  2  ω     23.00 100.00   1.00    1.00    --   54.00-107.00  49.00   77
  3  ω    113.00 142.00   1.00    1.00    --  108.00 107.00 147.00   29
  4  ω     47.00 106.00   1.00    1.00    --  108.00-107.00  49.00   59
  5  ω     39.00  66.00   1.00    1.00    --    0.00  57.00 -30.00   27
  6  ω     -4.00  30.00   1.00    1.00    --    0.00 -77.00   0.00   34
  7  ω      7.00  34.00   1.00    1.00    --    0.00  77.00  60.00   27
  8  ω    -21.00  21.00   1.00    1.00    --    0.00  57.00 -30.00   42
  9  ω     34.00 123.00   1.00    1.00    --   54.00  57.00-150.00   89
 10  ω     39.00 106.00   1.00    1.00    --   54.00  57.00   0.00   67
 11  ω    -12.00  60.00   1.00    1.00    --   54.00 -57.00  90.00   72
 12  ω    -15.00  18.00   1.00    1.00    --   54.00 -57.00  60.00   33
 13  ω     28.00 118.00   1.00    1.00    --   54.00  37.00 -30.00   90
 14  ω     55.00  80.00   1.00    1.00    --   54.00-125.00-180.00   25
 15  ω     68.00  93.00   1.00    1.00    --   54.00  57.00-120.00   25
 16  ω     14.00  75.00   1.00    1.00    --   54.00 -99.00 -90.00   61
 17  ω     39.00 142.00   1.00    1.00    --  108.00 -25.00 120.00  103
 18  ω    113.00 176.00   1.00    1.00    --  108.00 111.00 120.00   63
 19  ω     77.00 105.00   1.00    1.00    --  108.00-111.00 -30.00   28
 20  ω     83.00 145.00   1.00    1.00    --  108.00 178.00  60.00   62
 21  ω     80.00 170.00   1.00    1.00    --  108.00  25.00 -30.00   90
 22  ω     80.00 106.00   1.00    1.00    --  108.00 178.00-120.00   26
 23  ω     54.00 108.00   1.00    1.00    --  108.00-111.00-150.00   54
 24  ω     45.00  85.00   1.00    1.00    --  108.00 -91.00 -90.00   40
 25  ω    121.00 146.00   1.00    1.00    --  108.00 178.00-120.00   25
 26  ω     77.00 103.00   1.00    1.00    --  108.00 -91.00  60.00   26
 27  ω     36.00  68.00   1.00    1.00    --  108.00 -91.00  60.00   32
 28  ω    110.00 162.00   1.00    1.00    --  108.00  77.00-180.00   52
 29  ω     42.00 124.00   1.00    1.00    --  108.00 -63.00  60.00   82
 30  ω     45.00 127.00   1.00    1.00    --  108.00 -63.00-180.00   82
 31  ω     38.00 134.00   1.00    1.00    --  108.00 -25.00   0.00   96
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0483113000
_diffrn_orient_matrix_UB_12      0.1167693000
_diffrn_orient_matrix_UB_13      -0.0173732000
_diffrn_orient_matrix_UB_21      0.0669808000
_diffrn_orient_matrix_UB_22      0.0200967000
_diffrn_orient_matrix_UB_23      0.1101078000
_diffrn_orient_matrix_UB_31      0.1651041000
_diffrn_orient_matrix_UB_32      -0.0195749000
_diffrn_orient_matrix_UB_33      -0.0270942000
_diffrn_oxdiff_digest_frames     
;
01cd06dd08185105c1d31a0ad35ddf05a30002777a9
;
_diffrn_oxdiff_digest_hkl        
;
0110dadb90730831ccf6ad4d61deb86f18fade
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                4204
_reflns_number_total             5224
_reflns_odcompleteness_completeness 99.90
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
XS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.647
_refine_diff_density_min         -0.437
_refine_diff_density_rms         0.060
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     327
_refine_ls_number_reflns         5224
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0961
_refine_ls_R_factor_gt           0.0830
_refine_ls_restrained_S_all      1.075
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1384P)²+0.8680P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2398
_refine_ls_wR_factor_ref         0.2572
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_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. Rigid bond restraints
 C15, C14
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
3.a Ternary CH refined with riding coordinates:
 C7(H7), C22(H22)
3.b Secondary CH2 refined with riding coordinates:
 C30(H30A,H30B), C28(H28A,H28B), C29(H29A,H29B), C26(H26A,H26B), C13(H13A,
 H13B), C14(H14A,H14B), C12(H12A,H12B), C15(H15A,H15B), C11(H11A,H11B),
 C27(H27A,H27B)
3.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C9(H9), C1(H1), C24(H24), C20(H20), C4(H4), C3(H3), C16(H16),
 C19(H19), C18(H18), C17(H17), C2(H2)
3.d Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C23(H23A,H23B,H23C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.49845(9) 0.48855(6) 0.79586(6) 0.0610(3) Uani 1 1 d . . .
S2 S 0.29024(14) 0.22851(13) 0.48747(9) 0.1070(5) Uani 1 1 d . . .
O4 O 0.5924(3) 0.5344(2) 0.8846(2) 0.0851(8) Uani 1 1 d . . .
O3 O 0.5552(3) 0.5195(2) 0.7029(2) 0.0863(8) Uani 1 1 d . . .
C6 C 0.3023(4) 0.5143(3) 0.7993(3) 0.0619(8) Uani 1 1 d . . .
C7 C 0.4764(5) 0.3487(3) 0.7958(3) 0.0739(10) Uani 1 1 d . . .
H7 H 0.4122 0.3189 0.7345 0.089 Uiso 1 1 calc R . .
C5 C 0.2478(6) 0.5353(3) 0.8901(3) 0.0831(11) Uani 1 1 d . . .
H5 H 0.3140 0.5352 0.9488 0.100 Uiso 1 1 calc R . .
O1 O 0.2380(5) 0.3225(4) 0.5171(4) 0.161(2) Uani 1 1 d . . .
C21 C 0.4987(5) 0.2478(4) 0.5107(3) 0.0823(11) Uani 1 1 d . . .
C9 C 0.3925(5) 0.3109(3) 0.8813(3) 0.0768(10) Uani 1 1 d . . .
H9 H 0.4527 0.3195 0.9430 0.092 Uiso 1 1 calc R . .
C25 C 0.4472(5) 0.1081(3) 0.2783(3) 0.0833(11) Uani 1 1 d . . .
C1 C 0.2059(5) 0.5134(4) 0.7120(4) 0.0962(13) Uani 1 1 d . . .
H1 H 0.2429 0.4994 0.6510 0.115 Uiso 1 1 calc R . .
C24 C 0.3130(5) 0.1151(4) 0.3197(3) 0.0837(11) Uani 1 1 d . . .
H24 H 0.2481 0.0518 0.3281 0.100 Uiso 1 1 calc R . .
C20 C 0.5825(6) 0.3476(5) 0.5092(4) 0.1035(15) Uani 1 1 d . . .
H20 H 0.5280 0.4030 0.4977 0.124 Uiso 1 1 calc R . .
C22 C 0.2517(5) 0.2084(4) 0.3544(3) 0.0933(13) Uani 1 1 d . . .
H22 H 0.3054 0.2694 0.3229 0.112 Uiso 1 1 calc R . .
C30 C 0.4895(7) 0.0042(3) 0.2483(4) 0.1051(16) Uani 1 1 d . . .
H30A H 0.5783 -0.0094 0.2934 0.126 Uiso 1 1 calc R . .
H30B H 0.3986 -0.0502 0.2546 0.126 Uiso 1 1 calc R . .
C4 C 0.0973(8) 0.5558(4) 0.8928(6) 0.115(2) Uani 1 1 d . . .
H4 H 0.0610 0.5713 0.9536 0.138 Uiso 1 1 calc R . .
C8 C 0.6435(6) 0.3205(4) 0.7957(5) 0.1014(15) Uani 1 1 d . . .
H8A H 0.7035 0.3420 0.8588 0.152 Uiso 1 1 calc R . .
H8B H 0.6975 0.3553 0.7437 0.152 Uiso 1 1 calc R . .
H8C H 0.6348 0.2465 0.7846 0.152 Uiso 1 1 calc R . .
C3 C -0.0011(6) 0.5541(4) 0.8076(8) 0.127(2) Uani 1 1 d . . .
H3 H -0.1051 0.5667 0.8107 0.152 Uiso 1 1 calc R . .
C28 C 0.6662(7) 0.0872(4) 0.1309(4) 0.1058(16) Uani 1 1 d . . .
H28A H 0.6888 0.0850 0.0617 0.127 Uiso 1 1 calc R . .
H28B H 0.7626 0.0788 0.1718 0.127 Uiso 1 1 calc R . .
C10 C 0.2384(6) 0.2653(4) 0.8806(4) 0.0998(14) Uani 1 1 d . . .
C16 C 0.5815(8) 0.1662(5) 0.5275(4) 0.1053(15) Uani 1 1 d . . .
H16 H 0.5258 0.0986 0.5290 0.126 Uiso 1 1 calc R . .
C19 C 0.7443(7) 0.3648(6) 0.5244(4) 0.125(2) Uani 1 1 d . . .
H19 H 0.8004 0.4324 0.5237 0.150 Uiso 1 1 calc R . .
C18 C 0.8251(7) 0.2859(9) 0.5406(4) 0.133(3) Uani 1 1 d . . .
H18 H 0.9363 0.2995 0.5512 0.159 Uiso 1 1 calc R . .
C29 C 0.5334(8) 0.0000(4) 0.1465(5) 0.1165(19) Uani 1 1 d . . .
H29A H 0.4406 0.0045 0.1005 0.140 Uiso 1 1 calc R . .
H29B H 0.5671 -0.0662 0.1324 0.140 Uiso 1 1 calc R . .
C17 C 0.7451(10) 0.1849(8) 0.5417(4) 0.132(2) Uani 1 1 d . . .
H17 H 0.8016 0.1303 0.5519 0.159 Uiso 1 1 calc R . .
C26 C 0.5713(7) 0.1988(4) 0.2577(5) 0.1098(18) Uani 1 1 d . . .
H26A H 0.5286 0.2628 0.2663 0.132 Uiso 1 1 calc R . .
H26B H 0.6644 0.2022 0.3056 0.132 Uiso 1 1 calc R . .
C2 C 0.0511(7) 0.5341(5) 0.7172(6) 0.128(2) Uani 1 1 d . . .
H2 H -0.0167 0.5342 0.6592 0.154 Uiso 1 1 calc R . .
C23 C 0.0701(7) 0.1983(6) 0.3295(5) 0.139(3) Uani 1 1 d . . .
H23A H 0.0452 0.1936 0.2585 0.209 Uiso 1 1 calc R . .
H23B H 0.0342 0.2584 0.3570 0.209 Uiso 1 1 calc R . .
H23C H 0.0171 0.1367 0.3574 0.209 Uiso 1 1 calc R . .
C13 C -0.0508(7) 0.1204(6) 0.8907(6) 0.151(3) Uani 1 1 d . . .
H13A H -0.1299 0.1647 0.9005 0.182 Uiso 1 1 calc R . .
H13B H -0.1040 0.0483 0.8882 0.182 Uiso 1 1 calc R . .
C14 C 0.0760(9) 0.1391(6) 0.9739(5) 0.148(3) Uani 1 1 d U . .
H14A H 0.0276 0.1289 1.0359 0.178 Uiso 1 1 calc R . .
H14B H 0.1466 0.0883 0.9679 0.178 Uiso 1 1 calc R . .
O2 O 0.2265(6) 0.1360(5) 0.5314(3) 0.163(2) Uani 1 1 d . . .
C12 C 0.0242(9) 0.1445(7) 0.7909(5) 0.155(3) Uani 1 1 d . . .
H12A H 0.0890 0.0921 0.7765 0.186 Uiso 1 1 calc R . .
H12B H -0.0614 0.1395 0.7375 0.186 Uiso 1 1 calc R . .
C15 C 0.1665(9) 0.2392(6) 0.9772(4) 0.132(2) Uani 1 1 d U . .
H15A H 0.2523 0.2451 1.0307 0.159 Uiso 1 1 calc R . .
H15B H 0.0988 0.2896 0.9924 0.159 Uiso 1 1 calc R . .
C11 C 0.1182(8) 0.2420(6) 0.7926(5) 0.142(3) Uani 1 1 d . . .
H11A H 0.0492 0.2943 0.7914 0.170 Uiso 1 1 calc R . .
H11B H 0.1737 0.2472 0.7328 0.170 Uiso 1 1 calc R . .
C27 C 0.6202(8) 0.1912(4) 0.1578(5) 0.123(2) Uani 1 1 d . . .
H27A H 0.7108 0.2459 0.1518 0.147 Uiso 1 1 calc R . .
H27B H 0.5330 0.2031 0.1105 0.147 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 O4 1.431(3) . ?
S1 O3 1.433(3) . ?
S1 C6 1.759(3) . ?
S1 C7 1.800(4) . ?
S2 O1 1.426(5) . ?
S2 C21 1.747(4) . ?
S2 C22 1.799(5) . ?
S2 O2 1.410(5) . ?
C6 C5 1.382(5) . ?
C6 C1 1.372(6) . ?
C7 C9 1.468(5) . ?
C7 C8 1.526(6) . ?
C5 C4 1.353(7) . ?
C21 C20 1.377(7) . ?
C21 C16 1.382(7) . ?
C9 C10 1.345(6) . ?
C25 C24 1.330(6) . ?
C25 C30 1.507(6) . ?
C25 C26 1.501(6) . ?
C1 C2 1.393(7) . ?
C24 C22 1.476(6) . ?
C20 C19 1.352(8) . ?
C22 C23 1.533(7) . ?
C30 C29 1.458(7) . ?
C4 C3 1.358(10) . ?
C3 C2 1.366(10) . ?
C28 C29 1.498(7) . ?
C28 C27 1.512(7) . ?
C10 C15 1.516(7) . ?
C10 C11 1.483(8) . ?
C16 C17 1.367(9) . ?
C19 C18 1.341(10) . ?
C18 C17 1.378(10) . ?
C26 C27 1.451(7) . ?
C13 C14 1.468(9) . ?
C13 C12 1.562(10) . ?
C14 C15 1.397(9) . ?
C12 C11 1.382(9) . ?

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
O4 S1 O3 117.03(19) . . ?
O4 S1 C6 108.37(17) . . ?
O4 S1 C7 109.96(19) . . ?
O3 S1 C6 108.99(17) . . ?
O3 S1 C7 107.37(19) . . ?
C6 S1 C7 104.40(17) . . ?
O1 S2 C21 107.9(2) . . ?
O1 S2 C22 108.7(3) . . ?
C21 S2 C22 104.84(19) . . ?
O2 S2 O1 117.9(3) . . ?
O2 S2 C21 108.2(3) . . ?
O2 S2 C22 108.4(3) . . ?
C5 C6 S1 119.4(3) . . ?
C1 C6 S1 119.5(3) . . ?
C1 C6 C5 121.1(4) . . ?
C9 C7 S1 109.8(3) . . ?
C9 C7 C8 113.6(4) . . ?
C8 C7 S1 107.4(3) . . ?
C4 C5 C6 119.4(5) . . ?
C20 C21 S2 118.3(4) . . ?
C20 C21 C16 119.4(5) . . ?
C16 C21 S2 122.2(4) . . ?
C10 C9 C7 127.4(4) . . ?
C24 C25 C30 121.7(4) . . ?
C24 C25 C26 125.1(4) . . ?
C26 C25 C30 113.2(4) . . ?
C6 C1 C2 118.2(5) . . ?
C25 C24 C22 129.7(4) . . ?
C19 C20 C21 119.8(6) . . ?
C24 C22 S2 110.6(3) . . ?
C24 C22 C23 112.2(4) . . ?
C23 C22 S2 106.8(3) . . ?
C29 C30 C25 112.5(4) . . ?
C5 C4 C3 120.6(6) . . ?
C4 C3 C2 120.7(5) . . ?
C29 C28 C27 110.4(4) . . ?
C9 C10 C15 120.6(5) . . ?
C9 C10 C11 126.9(4) . . ?
C11 C10 C15 112.4(5) . . ?
C17 C16 C21 120.0(6) . . ?
C18 C19 C20 120.9(7) . . ?
C19 C18 C17 120.8(6) . . ?
C30 C29 C28 111.3(5) . . ?
C16 C17 C18 119.1(6) . . ?
C27 C26 C25 112.3(4) . . ?
C3 C2 C1 120.0(6) . . ?
C14 C13 C12 109.5(5) . . ?
C15 C14 C13 112.9(6) . . ?
C11 C12 C13 113.5(7) . . ?
C14 C15 C10 113.0(6) . . ?
C12 C11 C10 114.0(6) . . ?
C26 C27 C28 113.6(5) . . ?

_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.408
_oxdiff_exptl_absorpt_empirical_full_min 0.637

####################################################################### 
# 
# 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_983
_database_code_depnum_ccdc_archive 'CCDC 2208308'
loop_
_audit_author_name
_audit_author_address
'Yang Peng'
;Shandong Normal University
China
;
_audit_update_record             
;
2022-09-20 deposited with the CCDC.	2022-12-09 downloaded from the CCDC.
;
_audit_creation_date             2022-08-17
_audit_creation_method           
;
  Olex2 1.2
  (compiled Apr 23 2013 17:54:37, GUI svn.r4466)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C12 H18 O2 S'
_chemical_formula_sum            'C12 H18 O2 S'
_chemical_formula_weight         226.32
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C1 H1 O1 N1 S1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'

_cell_length_a                   19.9158(17)
_cell_length_b                   12.0713(9)
_cell_length_c                   10.9676(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.873(7)
_cell_angle_gamma                90.00
_cell_volume                     2635.3(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3038
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.4640
_cell_measurement_theta_min      5.9170
_exptl_absorpt_coefficient_mu    2.024
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.46424
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.141
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             976
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.02
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0474
_diffrn_reflns_av_unetI/netI     0.0504
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            11609
_diffrn_reflns_theta_full        67.05
_diffrn_reflns_theta_max         67.06
_diffrn_reflns_theta_min         4.28
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0793
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.9992
_diffrn_measured_fraction_theta_max 0.9825
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -65.00 -29.00   1.00    1.00    --    0.00 -58.00-179.00   36
  2  ω    -23.00  16.00   1.00    1.00    --    0.00 -58.00-179.00   39
  3  ω      0.00  75.00   1.00    1.87    --   54.00 -58.00-179.00   75
  4  ω     33.00 123.00   1.00    1.87    --   54.00  58.00 -38.00   90
  5  ω     41.00  98.00   1.00    1.87    --  108.00 -58.00-179.00   57
  6  ω     87.00 160.00   1.00    1.87    --  108.00  58.00 -38.00   73
  7  ω    -16.00  11.00   1.00    1.00    --    0.00 -77.00  30.00   27
  8  ω     29.00  69.00   1.00    1.00    --    0.00  58.00 -38.00   40
  9  ω    -17.00  24.00   1.00    1.00    --    0.00  58.00 -38.00   41
 10  ω      6.00  33.00   1.00    1.87    --   54.00 -99.00  30.00   27
 11  ω      7.00  59.00   1.00    1.87    --   54.00 -99.00-180.00   52
 12  ω     63.00  94.00   1.00    1.87    --   54.00 -99.00-180.00   31
 13  ω     32.00  77.00   1.00    1.87    --   54.00-125.00  60.00   45
 14  ω     46.00  96.00   1.00    1.87    --   54.00 -99.00  30.00   50
 15  ω    125.00 158.00   1.00    1.87    --  108.00  77.00-150.00   33
 16  ω     61.00 105.00   1.00    1.87    --  108.00 178.00  30.00   44
 17  ω     37.00 107.00   1.00    1.87    --  108.00-111.00  60.00   70
 18  ω    108.00 136.00   1.00    1.87    --  108.00 178.00  30.00   28
 19  ω     75.00 178.00   1.00    1.87    --  108.00  25.00 -90.00  103
 20  ω    104.00 143.00   1.00    1.87    --  108.00 111.00 -30.00   39
 21  ω     39.00 107.00   1.00    1.87    --  108.00 -91.00  90.00   68
 22  ω    108.00 175.00   1.00    1.87    --  108.00 111.00 -90.00   67
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0733863000
_diffrn_orient_matrix_UB_12      -0.0273179000
_diffrn_orient_matrix_UB_13      -0.0372340000
_diffrn_orient_matrix_UB_21      0.0246265000
_diffrn_orient_matrix_UB_22      -0.0834172000
_diffrn_orient_matrix_UB_23      -0.0949532000
_diffrn_orient_matrix_UB_31      -0.0005052000
_diffrn_orient_matrix_UB_32      -0.0926319000
_diffrn_orient_matrix_UB_33      0.0966603000
_diffrn_oxdiff_digest_frames     
;
01ce3a6a7516fb8a6c25c648136c6c674f00028a8ce
;
_diffrn_oxdiff_digest_hkl        
;
010ab2c6600d1f5b2cea7fcb5097579ebfd9a2
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                3262
_reflns_number_total             4705
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
XS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.444
_refine_diff_density_min         -0.394
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     302
_refine_ls_number_reflns         4705
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.1043
_refine_ls_R_factor_gt           0.0613
_refine_ls_restrained_S_all      1.029
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0976P)²+0.8986P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1627
_refine_ls_wR_factor_ref         0.1929
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_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. Restrained distances
 C10-C9 = C11-C9 = C12-C9 = C10'-C9 = C11'-C9 = C12'-C9
 1.53 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
C10 \\sim C11 \\sim C12 \\sim C10' \\sim C11' \\sim C12': within 1.7A with sigma of 0.005 and sigma for terminal atoms of 0.005
4. Others
 Sof(C11')=Sof(H11D)=Sof(H11E)=Sof(H11F)=Sof(C10')=Sof(H10D)=Sof(H10E)=
 Sof(H10F)=Sof(C12')=Sof(H12D)=Sof(H12E)=Sof(H12F)=1-FVAR(1)
 Sof(C10)=Sof(H10A)=Sof(H10B)=Sof(H10C)=Sof(C11)=Sof(H11A)=Sof(H11B)=Sof(H11C)=
 Sof(C12)=Sof(H12A)=Sof(H12B)=Sof(H12C)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C8(H8A,H8B), C19(H19A,H19B), C20(H20A,H20B)
5.b Me refined with riding coordinates:
 C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C11'(H11D,H11E,
 H11F), C10'(H10D,H10E,H10F), C12'(H12D,H12E,H12F)
5.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C5(H5), C13(H13), C14(H14), C15(H15),
 C16(H16), C17(H17)
5.d Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3934(2) 0.8080(3) 0.1559(3) 0.0799(11) Uani 1 1 d . . .
H1 H 0.3662 0.8626 0.1205 0.096 Uiso 1 1 calc R . .
C2 C 0.4589(2) 0.7978(5) 0.1251(4) 0.1012(15) Uani 1 1 d . . .
H2 H 0.4763 0.8462 0.0683 0.121 Uiso 1 1 calc R . .
C3 C 0.4993(2) 0.7177(5) 0.1764(4) 0.0971(14) Uani 1 1 d . . .
H3 H 0.5438 0.7118 0.1541 0.117 Uiso 1 1 calc R . .
C4 C 0.47414(19) 0.6457(4) 0.2610(4) 0.0864(11) Uani 1 1 d . . .
H4 H 0.5015 0.5907 0.2951 0.104 Uiso 1 1 calc R . .
C5 C 0.40872(17) 0.6551(3) 0.2949(3) 0.0680(9) Uani 1 1 d . . .
H5 H 0.3918 0.6081 0.3535 0.082 Uiso 1 1 calc R . .
C6 C 0.36817(15) 0.7358(3) 0.2407(3) 0.0547(7) Uani 1 1 d . . .
C7 C 0.24118(15) 0.6537(3) 0.1773(3) 0.0564(7) Uani 1 1 d . . .
H7A H 0.2462 0.6801 0.0945 0.068 Uiso 1 1 calc R . .
H7B H 0.2613 0.5807 0.1836 0.068 Uiso 1 1 calc R . .
C8 C 0.16793(17) 0.6462(3) 0.2041(3) 0.0739(10) Uani 1 1 d . A .
H8A H 0.1505 0.7209 0.2109 0.089 Uiso 1 1 calc R . .
H8B H 0.1639 0.6110 0.2830 0.089 Uiso 1 1 calc R . .
C9 C 0.12341(17) 0.5834(3) 0.1116(3) 0.0711(9) Uani 1 1 d D . .
C13 C 0.3756(2) 0.2845(3) 0.0743(3) 0.0784(10) Uani 1 1 d . . .
H13 H 0.3916 0.2329 0.1313 0.094 Uiso 1 1 calc R . .
C14 C 0.3915(3) 0.3936(4) 0.0876(4) 0.1065(16) Uani 1 1 d . . .
H14 H 0.4180 0.4170 0.1541 0.128 Uiso 1 1 calc R . .
C15 C 0.3679(3) 0.4700(4) 0.0013(5) 0.1088(17) Uani 1 1 d . . .
H15 H 0.3791 0.5445 0.0088 0.131 Uiso 1 1 calc R . .
C16 C 0.3286(3) 0.4348(4) -0.0935(5) 0.1082(15) Uani 1 1 d . . .
H16 H 0.3124 0.4860 -0.1506 0.130 Uiso 1 1 calc R . .
C17 C 0.3123(2) 0.3257(3) -0.1074(4) 0.0819(11) Uani 1 1 d . . .
H17 H 0.2853 0.3026 -0.1733 0.098 Uiso 1 1 calc R . .
C18 C 0.33603(15) 0.2510(3) -0.0235(3) 0.0570(8) Uani 1 1 d . . .
C19 C 0.25160(17) 0.0739(3) 0.0478(3) 0.0709(9) Uani 1 1 d . . .
H19A H 0.2447 -0.0056 0.0441 0.085 Uiso 1 1 calc R . .
H19B H 0.2634 0.0929 0.1317 0.085 Uiso 1 1 calc R . .
C20 C 0.18750(18) 0.1300(3) 0.0122(3) 0.0746(10) Uani 1 1 d . . .
H20A H 0.1770 0.1136 -0.0729 0.090 Uiso 1 1 calc R . .
H20B H 0.1942 0.2093 0.0191 0.090 Uiso 1 1 calc R . .
C21 C 0.12654(17) 0.0978(3) 0.0874(3) 0.0682(9) Uani 1 1 d . . .
C22 C 0.1381(2) 0.1302(5) 0.2203(4) 0.1129(17) Uani 1 1 d . . .
H22A H 0.0981 0.1158 0.2643 0.169 Uiso 1 1 calc R . .
H22B H 0.1489 0.2076 0.2255 0.169 Uiso 1 1 calc R . .
H22C H 0.1746 0.0875 0.2552 0.169 Uiso 1 1 calc R . .
C23 C 0.1122(2) -0.0251(4) 0.0786(5) 0.1107(16) Uani 1 1 d . . .
H23A H 0.0714 -0.0415 0.1195 0.166 Uiso 1 1 calc R . .
H23B H 0.1487 -0.0657 0.1164 0.166 Uiso 1 1 calc R . .
H23C H 0.1072 -0.0461 -0.0056 0.166 Uiso 1 1 calc R . .
C24 C 0.0667(2) 0.1617(4) 0.0342(5) 0.1069(15) Uani 1 1 d . . .
H24A H 0.0588 0.1403 -0.0493 0.160 Uiso 1 1 calc R . .
H24B H 0.0760 0.2397 0.0383 0.160 Uiso 1 1 calc R . .
H24C H 0.0277 0.1454 0.0801 0.160 Uiso 1 1 calc R . .
O1 O 0.27692(12) 0.7027(2) 0.40191(19) 0.0794(7) Uani 1 1 d . . .
O2 O 0.25976(13) 0.85513(19) 0.2547(3) 0.0825(8) Uani 1 1 d . . .
O3 O 0.29890(16) 0.0925(2) -0.1694(2) 0.0961(9) Uani 1 1 d . . .
O4 O 0.37813(13) 0.0492(2) 0.0021(3) 0.0928(9) Uani 1 1 d . . .
S1 S 0.28307(4) 0.74477(6) 0.28046(7) 0.0569(3) Uani 1 1 d . . .
S2 S 0.32003(5) 0.10869(7) -0.04477(8) 0.0678(3) Uani 1 1 d . . .
C10 C 0.0511(5) 0.595(2) 0.1553(19) 0.109(5) Uani 0.62(3) 1 d PDU A 1
H10A H 0.0490 0.5693 0.2378 0.163 Uiso 0.62(3) 1 calc PR A 1
H10B H 0.0213 0.5519 0.1038 0.163 Uiso 0.62(3) 1 calc PR A 1
H10C H 0.0379 0.6716 0.1515 0.163 Uiso 0.62(3) 1 calc PR A 1
C11 C 0.125(2) 0.639(5) -0.013(3) 0.108(6) Uani 0.62(3) 1 d PDU A 1
H11A H 0.1191 0.7173 -0.0035 0.161 Uiso 0.62(3) 1 calc PR A 1
H11B H 0.0892 0.6098 -0.0644 0.161 Uiso 0.62(3) 1 calc PR A 1
H11C H 0.1672 0.6243 -0.0490 0.161 Uiso 0.62(3) 1 calc PR A 1
C12 C 0.147(2) 0.4629(13) 0.102(4) 0.125(6) Uani 0.62(3) 1 d PDU A 1
H12A H 0.1941 0.4617 0.0846 0.188 Uiso 0.62(3) 1 calc PR A 1
H12B H 0.1222 0.4265 0.0369 0.188 Uiso 0.62(3) 1 calc PR A 1
H12C H 0.1400 0.4252 0.1772 0.188 Uiso 0.62(3) 1 calc PR A 1
C11' C 0.111(4) 0.648(8) -0.006(5) 0.108(6) Uani 0.38(3) 1 d PDU A 2
H11D H 0.0850 0.7131 0.0101 0.161 Uiso 0.38(3) 1 calc PR A 2
H11E H 0.0878 0.6028 -0.0650 0.161 Uiso 0.38(3) 1 calc PR A 2
H11F H 0.1537 0.6706 -0.0378 0.161 Uiso 0.38(3) 1 calc PR A 2
C10' C 0.0602(12) 0.540(3) 0.171(3) 0.109(5) Uani 0.38(3) 1 d PDU A 2
H10D H 0.0727 0.4945 0.2395 0.164 Uiso 0.38(3) 1 calc PR A 2
H10E H 0.0344 0.4970 0.1123 0.164 Uiso 0.38(3) 1 calc PR A 2
H10F H 0.0337 0.6014 0.1973 0.164 Uiso 0.38(3) 1 calc PR A 2
C12' C 0.159(3) 0.477(2) 0.073(7) 0.124(7) Uani 0.38(3) 1 d PDU A 2
H12D H 0.1952 0.4961 0.0203 0.186 Uiso 0.38(3) 1 calc PR A 2
H12E H 0.1281 0.4293 0.0312 0.186 Uiso 0.38(3) 1 calc PR A 2
H12F H 0.1777 0.4404 0.1445 0.186 Uiso 0.38(3) 1 calc PR A 2


_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
C1 H1 0.9300 . ?
C1 C2 1.364(6) . ?
C1 C6 1.381(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.368(7) . ?
C3 H3 0.9300 . ?
C3 C4 1.378(6) . ?
C4 H4 0.9300 . ?
C4 C5 1.371(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.386(5) . ?
C6 S1 1.767(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.500(4) . ?
C7 S1 1.767(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.527(5) . ?
C9 C10 1.538(8) . ?
C9 C11 1.520(8) . ?
C9 C12 1.534(8) . ?
C9 C11' 1.524(10) . ?
C9 C10' 1.527(9) . ?
C9 C12' 1.533(10) . ?
C13 H13 0.9300 . ?
C13 C14 1.361(6) . ?
C13 C18 1.371(5) . ?
C14 H14 0.9300 . ?
C14 C15 1.393(7) . ?
C15 H15 0.9300 . ?
C15 C16 1.349(7) . ?
C16 H16 0.9300 . ?
C16 C17 1.364(6) . ?
C17 H17 0.9300 . ?
C17 C18 1.362(5) . ?
C18 S2 1.762(3) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C20 1.486(5) . ?
C19 S2 1.776(3) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C21 1.540(5) . ?
C21 C22 1.519(5) . ?
C21 C23 1.514(5) . ?
C21 C24 1.520(5) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
O1 S1 1.435(2) . ?
O2 S1 1.436(2) . ?
O3 S2 1.431(3) . ?
O4 S2 1.442(3) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C11' H11D 0.9600 . ?
C11' H11E 0.9600 . ?
C11' H11F 0.9600 . ?
C10' H10D 0.9600 . ?
C10' H10E 0.9600 . ?
C10' H10F 0.9600 . ?
C12' H12D 0.9600 . ?
C12' H12E 0.9600 . ?
C12' H12F 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
C2 C1 H1 120.6 . . ?
C2 C1 C6 118.8(4) . . ?
C6 C1 H1 120.6 . . ?
C1 C2 H2 119.4 . . ?
C1 C2 C3 121.2(4) . . ?
C3 C2 H2 119.4 . . ?
C2 C3 H3 120.0 . . ?
C2 C3 C4 120.0(4) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 120.0(4) . . ?
C5 C4 H4 120.0 . . ?
C4 C5 H5 120.4 . . ?
C4 C5 C6 119.2(3) . . ?
C6 C5 H5 120.4 . . ?
C1 C6 C5 120.9(3) . . ?
C1 C6 S1 120.0(3) . . ?
C5 C6 S1 119.2(2) . . ?
H7A C7 H7B 108.1 . . ?
C8 C7 H7A 109.5 . . ?
C8 C7 H7B 109.5 . . ?
C8 C7 S1 110.7(2) . . ?
S1 C7 H7A 109.5 . . ?
S1 C7 H7B 109.5 . . ?
C7 C8 H8A 108.2 . . ?
C7 C8 H8B 108.2 . . ?
C7 C8 C9 116.5(3) . . ?
H8A C8 H8B 107.3 . . ?
C9 C8 H8A 108.2 . . ?
C9 C8 H8B 108.2 . . ?
C8 C9 C10 106.0(8) . . ?
C8 C9 C12 110(2) . . ?
C8 C9 C12' 109(3) . . ?
C11 C9 C8 110(3) . . ?
C11 C9 C10 106.5(16) . . ?
C11 C9 C12 110(3) . . ?
C11 C9 C11' 11(4) . . ?
C11 C9 C10' 125(2) . . ?
C11 C9 C12' 96(3) . . ?
C12 C9 C10 113.8(13) . . ?
C11' C9 C8 112(4) . . ?
C11' C9 C10 95(3) . . ?
C11' C9 C12 118(4) . . ?
C11' C9 C10' 115(3) . . ?
C11' C9 C12' 105(5) . . ?
C10' C9 C8 110.9(14) . . ?
C10' C9 C10 26.7(11) . . ?
C10' C9 C12 88.0(15) . . ?
C10' C9 C12' 103(2) . . ?
C12' C9 C10 128(2) . . ?
C12' C9 C12 16(3) . . ?
C14 C13 H13 120.2 . . ?
C14 C13 C18 119.6(4) . . ?
C18 C13 H13 120.2 . . ?
C13 C14 H14 120.1 . . ?
C13 C14 C15 119.7(5) . . ?
C15 C14 H14 120.1 . . ?
C14 C15 H15 120.3 . . ?
C16 C15 C14 119.3(4) . . ?
C16 C15 H15 120.3 . . ?
C15 C16 H16 119.3 . . ?
C15 C16 C17 121.3(5) . . ?
C17 C16 H16 119.3 . . ?
C16 C17 H17 120.4 . . ?
C18 C17 C16 119.2(4) . . ?
C18 C17 H17 120.4 . . ?
C13 C18 S2 119.2(3) . . ?
C17 C18 C13 120.7(4) . . ?
C17 C18 S2 119.9(3) . . ?
H19A C19 H19B 107.6 . . ?
C20 C19 H19A 108.7 . . ?
C20 C19 H19B 108.7 . . ?
C20 C19 S2 114.3(3) . . ?
S2 C19 H19A 108.7 . . ?
S2 C19 H19B 108.7 . . ?
C19 C20 H20A 108.4 . . ?
C19 C20 H20B 108.4 . . ?
C19 C20 C21 115.5(3) . . ?
H20A C20 H20B 107.5 . . ?
C21 C20 H20A 108.4 . . ?
C21 C20 H20B 108.4 . . ?
C22 C21 C20 110.6(3) . . ?
C22 C21 C24 109.3(4) . . ?
C23 C21 C20 111.3(3) . . ?
C23 C21 C22 109.6(4) . . ?
C23 C21 C24 109.2(4) . . ?
C24 C21 C20 106.8(3) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C6 S1 C7 103.91(14) . . ?
O1 S1 C6 108.61(15) . . ?
O1 S1 C7 108.76(16) . . ?
O1 S1 O2 118.31(16) . . ?
O2 S1 C6 108.36(16) . . ?
O2 S1 C7 107.95(16) . . ?
C18 S2 C19 107.08(16) . . ?
O3 S2 C18 107.85(16) . . ?
O3 S2 C19 107.85(18) . . ?
O3 S2 O4 118.71(19) . . ?
O4 S2 C18 107.36(16) . . ?
O4 S2 C19 107.46(17) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C9 C11' H11D 109.5 . . ?
C9 C11' H11E 109.5 . . ?
C9 C11' H11F 109.5 . . ?
H11D C11' H11E 109.5 . . ?
H11D C11' H11F 109.5 . . ?
H11E C11' H11F 109.5 . . ?
C9 C10' H10D 109.5 . . ?
C9 C10' H10E 109.5 . . ?
C9 C10' H10F 109.5 . . ?
H10D C10' H10E 109.5 . . ?
H10D C10' H10F 109.5 . . ?
H10E C10' H10F 109.5 . . ?
C9 C12' H12D 109.5 . . ?
C9 C12' H12E 109.5 . . ?
C9 C12' H12F 109.5 . . ?
H12D C12' H12E 109.5 . . ?
H12D C12' H12F 109.5 . . ?
H12E C12' H12F 109.5 . . ?

_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.495
_oxdiff_exptl_absorpt_empirical_full_min 0.488

