# Supplementary Information (SI) for Green Chemistry.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_gujy_a_241224_auto
_database_code_depnum_ccdc_archive 'CCDC 2416983'
loop_
_audit_author_name
_audit_author_address
'Jiayi Gu'
;Sun Yat sen university
China
;
_audit_update_record             
;
2025-01-14 deposited with the CCDC.	2025-06-11 downloaded from the CCDC.
;
_audit_creation_date             2024-12-31
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H15 Cl O S'
_chemical_formula_sum            'C15 H15 Cl O S'
_chemical_formula_weight         278.78
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHOSCl
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'
Cl Cl 0.3639 0.7018 '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'

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

_cell_length_a                   9.2974(2)
_cell_length_b                   10.0625(2)
_cell_length_c                   15.8641(4)
_cell_angle_alpha                76.4892(19)
_cell_angle_beta                 82.2856(18)
_cell_angle_gamma                71.4025(19)
_cell_volume                     1364.85(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    12123
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      75.2610
_cell_measurement_theta_min      2.8380
_shelx_estimated_absorpt_T_max   0.660
_shelx_estimated_absorpt_T_min   0.519
_exptl_absorpt_coefficient_mu    3.773
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75955
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.136a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.357
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             584
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0416
_diffrn_reflns_av_unetI/netI     0.0368
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            17258
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.481
_diffrn_reflns_theta_min         2.871
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -69.00 -27.00   0.50    0.05    -- -100.00  61.00 120.00   84
  2  ω    -67.00 -29.00   0.50    0.05    -- -100.00  61.00  90.00   76
  3  ω    -62.00 -33.00   0.50    0.05    -- -100.00  61.00  60.00   58
  4  ω    -68.00 -28.00   0.50    0.05    -- -100.00  61.00  30.00   80
  5  ω    -28.00  25.00   0.50    0.05    --  -45.64  19.00  60.00  106
  6  ω    -28.00  32.00   0.50    0.05    --  -45.64  19.00-120.00  120
  7  ω     55.00  80.00   0.50    0.05    --   45.64-162.00-142.00   50
  8  ω    102.00 137.00   0.50    0.05    --  105.05-162.00-142.00   70
  9  ω     82.00 112.00   0.50    0.05    --  105.05-125.00 -90.00   60
 10  ω     43.00  73.00   0.50    0.05    --  105.05-125.00 -90.00   60
 11  ω     60.00 112.00   0.50    0.05    --  105.05-125.00 -30.00  104
 12  ω     70.00 109.00   0.50    0.05    --  105.05-117.00   7.00   78
 13  ω     68.00 108.00   0.50    0.05    --  105.05-106.00  34.70   80
 14  ω     32.00  76.00   0.50    0.05    --  105.05 -94.00 -90.00   88
 15  ω     46.00  80.00   0.50    0.05    --  105.05 -94.00-150.00   68
 16  ω     13.00  58.00   0.50    0.05    --   45.64-117.00   7.00   90
 17  ω     39.00  65.00   0.50    0.05    --  105.05 -77.00 120.00   52
 18  ω     32.00  70.00   0.50    0.05    --  105.05 -61.00 120.00   76
 19  ω     36.00  61.00   0.50    0.05    --  105.05 -61.00 150.00   50
 20  ω     68.00  93.00   0.50    0.05    --  105.05 -77.00 120.00   50
 21  ω     32.00  72.00   0.50    0.05    --  105.05 -61.00 -30.00   80
 22  ω     48.00  81.00   0.50    0.05    --  105.05 -77.00-150.00   66
 23  ω    107.00 141.00   0.50    0.05    --  105.05 117.00  94.00   68
 24  ω     89.00 174.00   0.50    0.05    --  105.05  45.00  90.00  170
 25  ω     55.00 118.00   0.50    0.05    --   45.64 162.00-115.00  126
 26  ω     81.00 106.00   0.50    0.05    --  105.05 162.00-115.00   50
 27  ω     96.00 169.00   0.50    0.05    --  105.05  30.00-180.00  146
 28  ω     58.00 119.00   0.50    0.05    --   45.64  57.00-120.00  122
 29  ω   -117.00 -23.00   0.50    0.05    --  -45.64 -77.00 -60.00  188
 30  ω   -112.00 -80.00   0.50    0.05    -- -100.00 -15.00-180.00   64
 31  ω   -175.00-128.00   0.50    0.05    -- -100.00 -15.00-180.00   94
 32  ω   -148.00 -84.00   0.50    0.05    -- -100.00 -45.00 -90.00  128
 33  ω   -135.00-109.00   0.50    0.05    -- -100.00 -30.00  60.00   52
 34  ω   -175.00-138.00   0.50    0.05    -- -100.00 -30.00  60.00   74
 35  ω   -152.00-108.00   0.50    0.05    -- -100.00-117.00   7.00   88
 36  ω   -105.00 -75.00   0.50    0.05    --  -45.64-162.00-142.00   60
 37  ω   -127.00-102.00   0.50    0.05    -- -100.00-162.00-142.00   50
 38  ω   -114.00 -76.00   0.50    0.05    -- -100.00-125.00  60.00   76
 39  ω   -169.00-126.00   0.50    0.05    -- -100.00-125.00  60.00   86
 40  ω    -81.00 -15.00   0.50    0.05    --  -45.64 117.00  94.00  132
 41  ω    -86.00 -61.00   0.50    0.05    -- -100.00 117.00  94.00   50
 42  ω   -111.00 -70.00   0.50    0.05    -- -100.00 125.00  30.00   82
 43  ω   -102.00 -74.00   0.50    0.05    --  -45.64 162.00-115.00   56
 44  ω   -104.00 -50.00   0.50    0.05    -- -100.00 162.00-115.00  108
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0848716000
_diffrn_orient_matrix_UB_12      0.0411935000
_diffrn_orient_matrix_UB_13      0.0621051000
_diffrn_orient_matrix_UB_21      -0.0563942000
_diffrn_orient_matrix_UB_22      -0.0999577000
_diffrn_orient_matrix_UB_23      0.0771464000
_diffrn_orient_matrix_UB_31      0.1425142000
_diffrn_orient_matrix_UB_32      -0.1246130000
_diffrn_orient_matrix_UB_33      -0.0144319000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4993
_reflns_number_total             5444
_reflns_odcompleteness_completeness 99.90
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.43.136a (Rigaku OD, 2024)'
_computing_data_collection       'CrysAlisPro 1.171.43.136a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.136a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.433
_refine_diff_density_min         -0.479
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     325
_refine_ls_number_reflns         5444
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0438
_refine_ls_R_factor_gt           0.0417
_refine_ls_restrained_S_all      1.085
_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)+(0.0806P)²+0.2139P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1215
_refine_ls_wR_factor_ref         0.1235
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C22(H22A,H22B), C23(H23A,H23B), C24(H24A,H24B), C8(H8A,H8B), C9(H9A,H9B),
 C7(H7A,H7B)
2.b Aromatic/amide H refined with riding coordinates:
 C16(H16), C20(H20), C30(H30), C5(H5), C15(H15), C19(H19), C26(H26), C17(H17),
 C4(H4), C27(H27), C29(H29), C14(H14), C1(H1), C3(H3), C18(H18), C2(H2),
 C11(H11), C12(H12)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S2 S 0.45895(4) 0.92727(4) 0.38710(2) 0.01804(12) Uani 1 1 d . . . . .
S1 S 0.95898(4) 0.39396(4) 0.40622(2) 0.02127(12) Uani 1 1 d . . . . .
Cl2 Cl 0.39599(5) 0.86510(5) 0.01098(2) 0.03214(13) Uani 1 1 d . . . . .
Cl1 Cl 0.90201(5) 0.36257(5) 0.02211(3) 0.03476(14) Uani 1 1 d . . . . .
O2 O 0.30381(12) 1.00923(11) 0.41820(7) 0.0230(2) Uani 1 1 d . . . . .
O1 O 0.81177(14) 0.49225(12) 0.43409(8) 0.0336(3) Uani 1 1 d . . . . .
C25 C 0.43987(16) 0.89615(15) 0.28282(10) 0.0176(3) Uani 1 1 d . . . . .
C16 C 0.62981(17) 0.47293(17) 0.75272(11) 0.0230(3) Uani 1 1 d . . . . .
H16 H 0.666108 0.386776 0.731213 0.028 Uiso 1 1 calc R U . . .
C20 C 0.51627(17) 0.72735(16) 0.73003(10) 0.0211(3) Uani 1 1 d . . . . .
H20 H 0.473845 0.816789 0.692774 0.025 Uiso 1 1 calc R U . . .
C30 C 0.56863(16) 0.83151(16) 0.23430(10) 0.0215(3) Uani 1 1 d . . . . .
H30 H 0.665044 0.795280 0.258515 0.026 Uiso 1 1 calc R U . . .
C22 C 0.55727(18) 0.60360(16) 0.60116(10) 0.0226(3) Uani 1 1 d . . . . .
H22A H 0.481922 0.554781 0.597374 0.027 Uiso 1 1 calc R U . . .
H22B H 0.657143 0.547507 0.578567 0.027 Uiso 1 1 calc R U . . .
C10 C 0.94373(16) 0.38489(15) 0.29617(10) 0.0185(3) Uani 1 1 d . . . . .
C5 C 1.02692(17) 0.25684(17) 0.72851(10) 0.0217(3) Uani 1 1 d . . . . .
H5 H 0.985631 0.350062 0.694958 0.026 Uiso 1 1 calc R U . . .
C23 C 0.51256(17) 0.75185(15) 0.54320(10) 0.0214(3) Uani 1 1 d . . . . .
H23A H 0.589821 0.799844 0.544567 0.026 Uiso 1 1 calc R U . . .
H23B H 0.414034 0.809573 0.566252 0.026 Uiso 1 1 calc R U . . .
C15 C 1.07368(17) 0.32641(17) 0.24658(10) 0.0224(3) Uani 1 1 d . . . . .
H15 H 1.170168 0.291359 0.270678 0.027 Uiso 1 1 calc R U . . .
C21 C 0.56752(16) 0.60258(16) 0.69588(10) 0.0199(3) Uani 1 1 d . . . . .
C19 C 0.52629(17) 0.72278(17) 0.81735(10) 0.0232(3) Uani 1 1 d . . . . .
H19 H 0.491356 0.808736 0.839082 0.028 Uiso 1 1 calc R U . . .
C26 C 0.29815(17) 0.95043(16) 0.24850(10) 0.0203(3) Uani 1 1 d . . . . .
H26 H 0.211284 0.994888 0.282137 0.024 Uiso 1 1 calc R U . . .
C24 C 0.49868(17) 0.74642(15) 0.44935(10) 0.0205(3) Uani 1 1 d . . . . .
H24A H 0.415367 0.706683 0.446141 0.025 Uiso 1 1 calc R U . . .
H24B H 0.594618 0.684805 0.426243 0.025 Uiso 1 1 calc R U . . .
C17 C 0.63942(17) 0.46818(17) 0.83998(11) 0.0247(3) Uani 1 1 d . . . . .
H17 H 0.681963 0.379078 0.877517 0.030 Uiso 1 1 calc R U . . .
C4 C 1.02415(17) 0.23802(18) 0.81802(11) 0.0237(3) Uani 1 1 d . . . . .
H4 H 0.983179 0.318262 0.845046 0.028 Uiso 1 1 calc R U . . .
C6 C 1.08920(16) 0.14150(17) 0.68656(10) 0.0221(3) Uani 1 1 d . . . . .
C28 C 0.41325(18) 0.87516(16) 0.11699(10) 0.0220(3) Uani 1 1 d . . . . .
C27 C 0.28450(18) 0.93919(17) 0.16465(10) 0.0235(3) Uani 1 1 d . . . . .
H27 H 0.188196 0.974934 0.140326 0.028 Uiso 1 1 calc R U . . .
C8 C 0.94475(16) 0.18851(16) 0.55394(10) 0.0216(3) Uani 1 1 d . . . . .
H8A H 0.910731 0.102868 0.578868 0.026 Uiso 1 1 calc R U . . .
H8B H 0.868732 0.271466 0.573623 0.026 Uiso 1 1 calc R U . . .
C29 C 0.55529(18) 0.82042(17) 0.15087(10) 0.0235(3) Uani 1 1 d . . . . .
H29 H 0.641999 0.775997 0.117118 0.028 Uiso 1 1 calc R U . . .
C14 C 1.06132(18) 0.31969(17) 0.16195(11) 0.0244(3) Uani 1 1 d . . . . .
H14 H 1.148904 0.279550 0.127278 0.029 Uiso 1 1 calc R U . . .
C1 C 1.14311(17) 0.00507(17) 0.73803(11) 0.0255(3) Uani 1 1 d . . . . .
H1 H 1.182972 -0.075516 0.711246 0.031 Uiso 1 1 calc R U . . .
C3 C 1.08110(17) 0.10222(19) 0.86827(10) 0.0253(3) Uani 1 1 d . . . . .
H3 H 1.080337 0.089207 0.929582 0.030 Uiso 1 1 calc R U . . .
C18 C 0.58713(17) 0.59314(17) 0.87284(10) 0.0228(3) Uani 1 1 d . . . . .
H18 H 0.593051 0.589650 0.932677 0.027 Uiso 1 1 calc R U . . .
C13 C 0.91904(19) 0.37247(17) 0.12839(10) 0.0227(3) Uani 1 1 d . . . . .
C2 C 1.13925(18) -0.01454(18) 0.82812(11) 0.0268(3) Uani 1 1 d . . . . .
H2 H 1.176502 -0.108065 0.862196 0.032 Uiso 1 1 calc R U . . .
C9 C 0.95014(17) 0.21427(16) 0.45494(10) 0.0223(3) Uani 1 1 d . . . . .
H9A H 0.858429 0.200956 0.437123 0.027 Uiso 1 1 calc R U . . .
H9B H 1.040459 0.143426 0.433806 0.027 Uiso 1 1 calc R U . . .
C11 C 0.80225(17) 0.44008(17) 0.26144(11) 0.0243(3) Uani 1 1 d . . . . .
H11 H 0.714890 0.482379 0.295527 0.029 Uiso 1 1 calc R U . . .
C7 C 1.09805(17) 0.16658(18) 0.58872(10) 0.0253(3) Uani 1 1 d . . . . .
H7A H 1.174327 0.083386 0.569435 0.030 Uiso 1 1 calc R U . . .
H7B H 1.132334 0.252162 0.564123 0.030 Uiso 1 1 calc R U . . .
C12 C 0.78941(18) 0.43301(18) 0.17679(11) 0.0260(3) Uani 1 1 d . . . . .
H12 H 0.693224 0.469111 0.152323 0.031 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S2 O2 1.4981(10) . ?
S2 C25 1.7952(15) . ?
S2 C24 1.8036(15) . ?
S1 O1 1.4918(12) . ?
S1 C10 1.7961(15) . ?
S1 C9 1.8161(16) . ?
Cl2 C28 1.7398(15) . ?
Cl1 C13 1.7430(15) . ?
C25 C30 1.392(2) . ?
C25 C26 1.388(2) . ?
C16 H16 0.9500 . ?
C16 C21 1.400(2) . ?
C16 C17 1.388(2) . ?
C20 H20 0.9500 . ?
C20 C21 1.401(2) . ?
C20 C19 1.390(2) . ?
C30 H30 0.9500 . ?
C30 C29 1.379(2) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 C23 1.520(2) . ?
C22 C21 1.516(2) . ?
C10 C15 1.390(2) . ?
C10 C11 1.389(2) . ?
C5 H5 0.9500 . ?
C5 C4 1.386(2) . ?
C5 C6 1.398(2) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.5266(19) . ?
C15 H15 0.9500 . ?
C15 C14 1.382(2) . ?
C19 H19 0.9500 . ?
C19 C18 1.387(2) . ?
C26 H26 0.9500 . ?
C26 C27 1.387(2) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C17 H17 0.9500 . ?
C17 C18 1.392(2) . ?
C4 H4 0.9500 . ?
C4 C3 1.388(2) . ?
C6 C1 1.396(2) . ?
C6 C7 1.509(2) . ?
C28 C27 1.383(2) . ?
C28 C29 1.387(2) . ?
C27 H27 0.9500 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.527(2) . ?
C8 C7 1.529(2) . ?
C29 H29 0.9500 . ?
C14 H14 0.9500 . ?
C14 C13 1.387(2) . ?
C1 H1 0.9500 . ?
C1 C2 1.393(2) . ?
C3 H3 0.9500 . ?
C3 C2 1.389(2) . ?
C18 H18 0.9500 . ?
C13 C12 1.384(2) . ?
C2 H2 0.9500 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C11 H11 0.9500 . ?
C11 C12 1.384(2) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C12 H12 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 S2 C25 106.58(6) . . ?
O2 S2 C24 107.19(7) . . ?
C25 S2 C24 99.56(7) . . ?
O1 S1 C10 106.78(7) . . ?
O1 S1 C9 105.54(7) . . ?
C10 S1 C9 96.39(7) . . ?
C30 C25 S2 119.79(11) . . ?
C26 C25 S2 118.75(11) . . ?
C26 C25 C30 121.13(14) . . ?
C21 C16 H16 119.5 . . ?
C17 C16 H16 119.5 . . ?
C17 C16 C21 121.08(14) . . ?
C21 C20 H20 119.4 . . ?
C19 C20 H20 119.4 . . ?
C19 C20 C21 121.28(14) . . ?
C25 C30 H30 120.2 . . ?
C29 C30 C25 119.56(14) . . ?
C29 C30 H30 120.2 . . ?
H22A C22 H22B 107.6 . . ?
C23 C22 H22A 108.6 . . ?
C23 C22 H22B 108.6 . . ?
C21 C22 H22A 108.6 . . ?
C21 C22 H22B 108.6 . . ?
C21 C22 C23 114.61(12) . . ?
C15 C10 S1 119.67(11) . . ?
C11 C10 S1 119.16(11) . . ?
C11 C10 C15 121.15(14) . . ?
C4 C5 H5 119.3 . . ?
C4 C5 C6 121.37(15) . . ?
C6 C5 H5 119.3 . . ?
C22 C23 H23A 109.2 . . ?
C22 C23 H23B 109.2 . . ?
C22 C23 C24 112.25(11) . . ?
H23A C23 H23B 107.9 . . ?
C24 C23 H23A 109.2 . . ?
C24 C23 H23B 109.2 . . ?
C10 C15 H15 120.3 . . ?
C14 C15 C10 119.44(14) . . ?
C14 C15 H15 120.3 . . ?
C16 C21 C20 117.69(14) . . ?
C16 C21 C22 119.66(13) . . ?
C20 C21 C22 122.64(13) . . ?
C20 C19 H19 119.9 . . ?
C18 C19 C20 120.20(14) . . ?
C18 C19 H19 119.9 . . ?
C25 C26 H26 120.3 . . ?
C27 C26 C25 119.38(14) . . ?
C27 C26 H26 120.3 . . ?
S2 C24 H24A 110.2 . . ?
S2 C24 H24B 110.2 . . ?
C23 C24 S2 107.34(9) . . ?
C23 C24 H24A 110.2 . . ?
C23 C24 H24B 110.2 . . ?
H24A C24 H24B 108.5 . . ?
C16 C17 H17 119.8 . . ?
C16 C17 C18 120.42(15) . . ?
C18 C17 H17 119.8 . . ?
C5 C4 H4 119.9 . . ?
C5 C4 C3 120.14(14) . . ?
C3 C4 H4 119.9 . . ?
C5 C6 C7 120.10(14) . . ?
C1 C6 C5 117.85(14) . . ?
C1 C6 C7 122.05(13) . . ?
C27 C28 Cl2 118.73(12) . . ?
C27 C28 C29 121.99(14) . . ?
C29 C28 Cl2 119.28(12) . . ?
C26 C27 H27 120.5 . . ?
C28 C27 C26 118.98(14) . . ?
C28 C27 H27 120.5 . . ?
H8A C8 H8B 107.7 . . ?
C9 C8 H8A 108.9 . . ?
C9 C8 H8B 108.9 . . ?
C9 C8 C7 113.21(12) . . ?
C7 C8 H8A 108.9 . . ?
C7 C8 H8B 108.9 . . ?
C30 C29 C28 118.96(14) . . ?
C30 C29 H29 120.5 . . ?
C28 C29 H29 120.5 . . ?
C15 C14 H14 120.5 . . ?
C15 C14 C13 118.97(14) . . ?
C13 C14 H14 120.5 . . ?
C6 C1 H1 119.5 . . ?
C2 C1 C6 120.94(14) . . ?
C2 C1 H1 119.5 . . ?
C4 C3 H3 120.3 . . ?
C4 C3 C2 119.42(15) . . ?
C2 C3 H3 120.3 . . ?
C19 C18 C17 119.32(14) . . ?
C19 C18 H18 120.3 . . ?
C17 C18 H18 120.3 . . ?
C14 C13 Cl1 119.30(12) . . ?
C12 C13 Cl1 118.70(12) . . ?
C12 C13 C14 122.00(14) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 C1 120.22(15) . . ?
C3 C2 H2 119.9 . . ?
S1 C9 H9A 109.5 . . ?
S1 C9 H9B 109.5 . . ?
C8 C9 S1 110.90(10) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 108.0 . . ?
C10 C11 H11 120.2 . . ?
C12 C11 C10 119.52(14) . . ?
C12 C11 H11 120.2 . . ?
C6 C7 C8 112.00(12) . . ?
C6 C7 H7A 109.2 . . ?
C6 C7 H7B 109.2 . . ?
C8 C7 H7A 109.2 . . ?
C8 C7 H7B 109.2 . . ?
H7A C7 H7B 107.9 . . ?
C13 C12 C11 118.89(14) . . ?
C13 C12 H12 120.6 . . ?
C11 C12 H12 120.6 . . ?

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
S2 C25 C30 C29 -173.73(12) . . . . ?
S2 C25 C26 C27 173.88(12) . . . . ?
S1 C10 C15 C14 180.00(12) . . . . ?
S1 C10 C11 C12 -179.75(12) . . . . ?
Cl2 C28 C27 C26 -178.55(12) . . . . ?
Cl2 C28 C29 C30 178.63(12) . . . . ?
Cl1 C13 C12 C11 179.50(13) . . . . ?
O2 S2 C25 C30 174.93(12) . . . . ?
O2 S2 C25 C26 1.39(14) . . . . ?
O2 S2 C24 C23 -66.93(11) . . . . ?
O1 S1 C10 C15 166.21(12) . . . . ?
O1 S1 C10 C11 -12.13(15) . . . . ?
O1 S1 C9 C8 -65.02(11) . . . . ?
C25 S2 C24 C23 -177.73(10) . . . . ?
C25 C30 C29 C28 0.4(2) . . . . ?
C25 C26 C27 C28 -0.6(2) . . . . ?
C16 C17 C18 C19 -0.5(2) . . . . ?
C20 C19 C18 C17 0.7(2) . . . . ?
C30 C25 C26 C27 0.4(2) . . . . ?
C22 C23 C24 S2 -175.95(10) . . . . ?
C10 S1 C9 C8 -174.45(10) . . . . ?
C10 C15 C14 C13 0.4(2) . . . . ?
C10 C11 C12 C13 -0.8(2) . . . . ?
C5 C4 C3 C2 -0.7(2) . . . . ?
C5 C6 C1 C2 -2.0(2) . . . . ?
C5 C6 C7 C8 -78.30(18) . . . . ?
C23 C22 C21 C16 -170.28(14) . . . . ?
C23 C22 C21 C20 9.9(2) . . . . ?
C15 C10 C11 C12 1.9(2) . . . . ?
C15 C14 C13 Cl1 -179.26(12) . . . . ?
C15 C14 C13 C12 0.7(3) . . . . ?
C21 C16 C17 C18 -0.1(2) . . . . ?
C21 C20 C19 C18 -0.3(2) . . . . ?
C21 C22 C23 C24 -178.01(12) . . . . ?
C19 C20 C21 C16 -0.2(2) . . . . ?
C19 C20 C21 C22 179.55(14) . . . . ?
C26 C25 C30 C29 -0.3(2) . . . . ?
C24 S2 C25 C30 -73.80(13) . . . . ?
C24 S2 C25 C26 112.66(13) . . . . ?
C17 C16 C21 C20 0.4(2) . . . . ?
C17 C16 C21 C22 -179.35(14) . . . . ?
C4 C5 C6 C1 2.6(2) . . . . ?
C4 C5 C6 C7 -176.76(14) . . . . ?
C4 C3 C2 C1 1.3(2) . . . . ?
C6 C5 C4 C3 -1.3(2) . . . . ?
C6 C1 C2 C3 0.1(2) . . . . ?
C27 C28 C29 C30 -0.6(2) . . . . ?
C29 C28 C27 C26 0.7(2) . . . . ?
C14 C13 C12 C11 -0.5(3) . . . . ?
C1 C6 C7 C8 102.33(16) . . . . ?
C9 S1 C10 C15 -85.41(13) . . . . ?
C9 S1 C10 C11 96.25(13) . . . . ?
C9 C8 C7 C6 179.96(12) . . . . ?
C11 C10 C15 C14 -1.7(2) . . . . ?
C7 C6 C1 C2 177.37(14) . . . . ?
C7 C8 C9 S1 -74.69(14) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.831
_oxdiff_exptl_absorpt_empirical_full_min 0.523
####################################################################### 
# 
# 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_gujy_b_241224_auto
_database_code_depnum_ccdc_archive 'CCDC 2416984'
loop_
_audit_author_name
_audit_author_address
'Jiayi Gu'
;Sun Yat sen university
China
;
_audit_update_record             
;
2025-01-14 deposited with the CCDC.	2025-06-11 downloaded from the CCDC.
;
_audit_creation_date             2024-12-31
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H16 F6 O2 S'
_chemical_formula_sum            'C18 H16 F6 O2 S'
_chemical_formula_weight         410.37
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHNFS
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'
F F 0.0727 0.0534 '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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   21.0767(9)
_cell_length_b                   9.2205(4)
_cell_length_c                   9.3765(3)
_cell_angle_alpha                90
_cell_angle_beta                 95.690(4)
_cell_angle_gamma                90
_cell_volume                     1813.23(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4213
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      74.8390
_cell_measurement_theta_min      2.1410
_shelx_estimated_absorpt_T_max   0.774
_shelx_estimated_absorpt_T_min   0.662
_exptl_absorpt_coefficient_mu    2.249
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83557
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.136a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.503
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             840
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1092
_diffrn_reflns_av_unetI/netI     0.0789
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.870
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            11553
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.870
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         85.063
_diffrn_reflns_theta_min         2.107
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.870
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -79.00 -54.00   0.50    0.50    --  -45.39 127.00 150.00   50
  2  ω   -117.00 -62.00   0.50    0.50    --  -45.39-143.00 -94.00  110
  3  ω   -103.00 -61.00   0.50    0.50    --  -45.39 143.00 -39.00   84
  4  ω     69.00  96.00   0.50    0.50    --   45.39 143.00 -39.00   54
  5  ω     43.00  68.00   0.50    0.50    --   45.39-143.00 -94.00   50
  6  ω   -121.00 -32.00   0.50    3.00    -- -100.00 143.00 -39.00  178
  7  ω   -161.00 -94.00   0.50    3.00    -- -100.00-127.00  75.00  134
  8  ω     99.00 125.00   0.50    3.00    --  105.05-143.00 -94.00   52
  9  ω     34.00  66.00   0.50    3.00    --  105.05-127.00  75.00   64
 10  ω    135.00 161.00   0.50    3.00    --  105.05 143.00 -39.00   52
 11  ω    -24.00  23.00   0.50    0.50    --  -45.39  19.00-180.00   94
 12  ω    -15.00  31.00   0.50    0.50    --  -45.39  19.00-150.00   92
 13  ω     21.00 112.00   0.50    0.50    --   45.39  77.00 150.00  182
 14  ω   -106.00 -69.00   0.50    3.00    -- -100.00 103.00  82.99   74
 15  ω    -68.00 -31.00   0.50    3.00    -- -100.00  61.00 -60.00   74
 16  ω   -172.00 -84.00   0.50    3.00    -- -100.00 -94.00-180.00  176
 17  ω     32.00  68.00   0.50    3.00    --  105.05 -94.00  90.00   72
 18  ω     34.00  74.00   0.50    3.00    --  105.05 -77.00  90.00   80
 19  ω     32.00  58.00   0.50    3.00    --  105.05 -61.00 150.00   52
 20  ω    140.00 166.00   0.50    3.00    --  105.05  30.00  90.00   52
 21  ω     88.00 129.00   0.50    3.00    --  105.05  30.00  90.00   82
 22  ω     78.00 103.00   0.50    3.00    --  105.05 -77.00  90.00   50
 23  ω    123.00 178.00   0.50    3.00    --  105.05  30.00 150.00  110
 24  ω     74.00 104.00   0.50    3.00    --  105.05 -94.00  90.00   60
 25  ω     32.00  76.00   0.50    3.00    --  105.05 -94.00 -90.00   88
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0676953000
_diffrn_orient_matrix_UB_12      0.0646468000
_diffrn_orient_matrix_UB_13      0.0109556000
_diffrn_orient_matrix_UB_21      0.0282445000
_diffrn_orient_matrix_UB_22      -0.1538093000
_diffrn_orient_matrix_UB_23      -0.0056943000
_diffrn_orient_matrix_UB_31      -0.0037777000
_diffrn_orient_matrix_UB_32      0.0095243000
_diffrn_orient_matrix_UB_33      -0.1646326000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2930
_reflns_number_total             3546
_reflns_odcompleteness_completeness 99.05
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.43.136a (Rigaku OD, 2024)'
_computing_data_collection       'CrysAlisPro 1.171.43.136a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.136a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.265
_refine_diff_density_min         -0.844
_refine_diff_density_rms         0.120
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.110
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         3546
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1189
_refine_ls_R_factor_gt           0.1030
_refine_ls_restrained_S_all      1.110
_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)+(0.1058P)²+9.7504P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2660
_refine_ls_wR_factor_ref         0.2803
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C7(H7A,H7B), C9(H9A,H9B)
2.b Aromatic/amide H refined with riding coordinates:
 C14(H14), C3(H3), C1(H1), C11(H11), C15(H15), C12(H12), C5(H5)
2.c Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C)
;
_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 0.27822(7) 0.69672(15) 0.57648(15) 0.0319(4) Uani 1 1 d . . . . .
F4 F 0.02400(18) 0.5586(4) 0.8685(4) 0.0462(9) Uani 1 1 d . . . . .
F1 F 0.03531(18) 0.2986(4) 0.4294(4) 0.0488(10) Uani 1 1 d . . . . .
F5 F 0.0598(2) 0.7748(4) 0.8454(4) 0.0505(10) Uani 1 1 d . . . . .
F6 F 0.1125(2) 0.6230(5) 0.9854(4) 0.0512(10) Uani 1 1 d . . . . .
F2 F 0.1041(2) 0.3630(5) 0.2888(4) 0.0526(11) Uani 1 1 d . . . . .
F3 F 0.1282(2) 0.2017(4) 0.4473(5) 0.0627(13) Uani 1 1 d . . . . .
O2 O 0.6979(2) 0.7293(5) 0.8863(4) 0.0373(10) Uani 1 1 d . . . . .
O1 O 0.2939(2) 0.6473(5) 0.4326(4) 0.0410(10) Uani 1 1 d . . . . .
C14 C 0.6131(3) 0.5686(6) 0.7839(6) 0.0315(12) Uani 1 1 d . . . . .
H14 H 0.641443 0.512334 0.733843 0.038 Uiso 1 1 calc R U . . .
C2 C 0.1223(3) 0.4419(6) 0.5281(6) 0.0306(12) Uani 1 1 d . . . . .
C3 C 0.0878(3) 0.4810(6) 0.6409(6) 0.0310(12) Uani 1 1 d . . . . .
H3 H 0.047996 0.436492 0.652213 0.037 Uiso 1 1 calc R U . . .
C13 C 0.6362(3) 0.6858(6) 0.8692(6) 0.0316(12) Uani 1 1 d . . . . .
C4 C 0.1126(3) 0.5867(6) 0.7373(6) 0.0307(12) Uani 1 1 d . . . . .
C1 C 0.1797(3) 0.5058(6) 0.5089(6) 0.0325(12) Uani 1 1 d . . . . .
H1 H 0.202564 0.479212 0.430490 0.039 Uiso 1 1 calc R U . . .
C8 C 0.3966(3) 0.6398(6) 0.7130(6) 0.0339(13) Uani 1 1 d . . . . .
H8A H 0.413489 0.611544 0.622125 0.041 Uiso 1 1 calc R U . . .
H8B H 0.399877 0.746537 0.722250 0.041 Uiso 1 1 calc R U . . .
C11 C 0.5306(3) 0.7254(7) 0.9355(6) 0.0366(13) Uani 1 1 d . . . . .
H11 H 0.502599 0.779928 0.988176 0.044 Uiso 1 1 calc R U . . .
C6 C 0.2037(3) 0.6100(6) 0.6067(6) 0.0301(12) Uani 1 1 d . . . . .
C15 C 0.5493(3) 0.5358(6) 0.7731(6) 0.0332(13) Uani 1 1 d . . . . .
H15 H 0.533973 0.459476 0.710944 0.040 Uiso 1 1 calc R U . . .
C12 C 0.5937(3) 0.7616(6) 0.9455(6) 0.0334(13) Uani 1 1 d . . . . .
H12 H 0.608722 0.839879 1.005530 0.040 Uiso 1 1 calc R U . . .
C16 C 0.0963(3) 0.3253(6) 0.4236(6) 0.0355(13) Uani 1 1 d . . . . .
C7 C 0.3272(3) 0.5948(6) 0.7086(6) 0.0327(12) Uani 1 1 d . . . . .
H7A H 0.312000 0.610478 0.804018 0.039 Uiso 1 1 calc R U . . .
H7B H 0.323228 0.490089 0.685928 0.039 Uiso 1 1 calc R U . . .
C10 C 0.5059(3) 0.6102(7) 0.8499(6) 0.0347(13) Uani 1 1 d . . . . .
C5 C 0.1710(3) 0.6525(6) 0.7201(6) 0.0324(12) Uani 1 1 d . . . . .
H5 H 0.187827 0.725118 0.785023 0.039 Uiso 1 1 calc R U . . .
C17 C 0.0768(3) 0.6333(7) 0.8592(6) 0.0371(13) Uani 1 1 d . . . . .
C9 C 0.4364(3) 0.5689(8) 0.8378(7) 0.0431(15) Uani 1 1 d . . . . .
H9A H 0.418585 0.595964 0.927893 0.052 Uiso 1 1 calc R U . . .
H9B H 0.432930 0.462284 0.827448 0.052 Uiso 1 1 calc R U . . .
C18 C 0.7406(3) 0.6638(8) 0.7959(8) 0.0442(15) Uani 1 1 d . . . . .
H18A H 0.725680 0.682915 0.695387 0.066 Uiso 1 1 calc R U . . .
H18B H 0.742078 0.558914 0.812689 0.066 Uiso 1 1 calc R U . . .
H18C H 0.783393 0.704775 0.817811 0.066 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.492(4) . ?
S1 C6 1.811(6) . ?
S1 C7 1.797(6) . ?
F4 C17 1.319(7) . ?
F1 C16 1.314(7) . ?
F5 C17 1.356(7) . ?
F6 C17 1.341(7) . ?
F2 C16 1.337(7) . ?
F3 C16 1.331(7) . ?
O2 C13 1.356(7) . ?
O2 C18 1.429(7) . ?
C14 H14 0.9500 . ?
C14 C13 1.402(8) . ?
C14 C15 1.372(9) . ?
C2 C3 1.388(8) . ?
C2 C1 1.375(8) . ?
C2 C16 1.520(8) . ?
C3 H3 0.9500 . ?
C3 C4 1.396(8) . ?
C13 C12 1.390(8) . ?
C4 C5 1.394(8) . ?
C4 C17 1.494(8) . ?
C1 H1 0.9500 . ?
C1 C6 1.388(8) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C7 1.519(9) . ?
C8 C9 1.519(8) . ?
C11 H11 0.9500 . ?
C11 C12 1.365(9) . ?
C11 C10 1.400(9) . ?
C6 C5 1.380(8) . ?
C15 H15 0.9500 . ?
C15 C10 1.399(8) . ?
C12 H12 0.9500 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C10 C9 1.505(9) . ?
C5 H5 0.9500 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?

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 C6 106.3(3) . . ?
O1 S1 C7 107.5(3) . . ?
C7 S1 C6 96.3(3) . . ?
C13 O2 C18 117.3(5) . . ?
C13 C14 H14 120.2 . . ?
C15 C14 H14 120.2 . . ?
C15 C14 C13 119.6(5) . . ?
C3 C2 C16 119.5(5) . . ?
C1 C2 C3 121.5(5) . . ?
C1 C2 C16 119.0(5) . . ?
C2 C3 H3 120.5 . . ?
C2 C3 C4 119.0(5) . . ?
C4 C3 H3 120.5 . . ?
O2 C13 C14 124.7(5) . . ?
O2 C13 C12 116.8(5) . . ?
C12 C13 C14 118.5(6) . . ?
C3 C4 C17 120.8(5) . . ?
C5 C4 C3 120.4(5) . . ?
C5 C4 C17 118.8(5) . . ?
C2 C1 H1 120.7 . . ?
C2 C1 C6 118.5(5) . . ?
C6 C1 H1 120.7 . . ?
H8A C8 H8B 108.0 . . ?
C7 C8 H8A 109.4 . . ?
C7 C8 H8B 109.4 . . ?
C9 C8 H8A 109.4 . . ?
C9 C8 H8B 109.4 . . ?
C9 C8 C7 111.2(5) . . ?
C12 C11 H11 119.0 . . ?
C12 C11 C10 122.0(5) . . ?
C10 C11 H11 119.0 . . ?
C1 C6 S1 117.8(4) . . ?
C5 C6 S1 120.2(4) . . ?
C5 C6 C1 121.9(5) . . ?
C14 C15 H15 118.6 . . ?
C14 C15 C10 122.7(6) . . ?
C10 C15 H15 118.6 . . ?
C13 C12 H12 119.5 . . ?
C11 C12 C13 121.0(5) . . ?
C11 C12 H12 119.5 . . ?
F1 C16 F2 107.5(5) . . ?
F1 C16 F3 108.2(5) . . ?
F1 C16 C2 113.4(5) . . ?
F2 C16 C2 110.8(5) . . ?
F3 C16 F2 105.8(5) . . ?
F3 C16 C2 110.7(5) . . ?
S1 C7 H7A 109.4 . . ?
S1 C7 H7B 109.4 . . ?
C8 C7 S1 111.2(4) . . ?
C8 C7 H7A 109.4 . . ?
C8 C7 H7B 109.4 . . ?
H7A C7 H7B 108.0 . . ?
C11 C10 C9 122.6(6) . . ?
C15 C10 C11 116.2(6) . . ?
C15 C10 C9 121.2(6) . . ?
C4 C5 H5 120.7 . . ?
C6 C5 C4 118.6(5) . . ?
C6 C5 H5 120.7 . . ?
F4 C17 F5 107.0(5) . . ?
F4 C17 F6 107.9(5) . . ?
F4 C17 C4 113.2(5) . . ?
F5 C17 C4 110.6(5) . . ?
F6 C17 F5 105.8(5) . . ?
F6 C17 C4 111.9(5) . . ?
C8 C9 H9A 108.7 . . ?
C8 C9 H9B 108.7 . . ?
C10 C9 C8 114.1(5) . . ?
C10 C9 H9A 108.7 . . ?
C10 C9 H9B 108.7 . . ?
H9A C9 H9B 107.6 . . ?
O2 C18 H18A 109.5 . . ?
O2 C18 H18B 109.5 . . ?
O2 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 C6 C5 C4 177.9(4) . . . . ?
O2 C13 C12 C11 -179.8(5) . . . . ?
O1 S1 C6 C1 7.9(5) . . . . ?
O1 S1 C6 C5 -169.2(4) . . . . ?
O1 S1 C7 C8 70.3(4) . . . . ?
C14 C13 C12 C11 -1.4(8) . . . . ?
C14 C15 C10 C11 2.4(8) . . . . ?
C14 C15 C10 C9 -178.6(5) . . . . ?
C2 C3 C4 C5 0.4(8) . . . . ?
C2 C3 C4 C17 179.3(5) . . . . ?
C2 C1 C6 S1 -178.2(4) . . . . ?
C2 C1 C6 C5 -1.2(8) . . . . ?
C3 C2 C1 C6 1.0(9) . . . . ?
C3 C2 C16 F1 16.5(8) . . . . ?
C3 C2 C16 F2 137.6(6) . . . . ?
C3 C2 C16 F3 -105.3(6) . . . . ?
C3 C4 C5 C6 -0.5(8) . . . . ?
C3 C4 C17 F4 4.1(8) . . . . ?
C3 C4 C17 F5 -115.9(6) . . . . ?
C3 C4 C17 F6 126.4(6) . . . . ?
C13 C14 C15 C10 -3.3(8) . . . . ?
C1 C2 C3 C4 -0.6(9) . . . . ?
C1 C2 C16 F1 -163.7(5) . . . . ?
C1 C2 C16 F2 -42.7(7) . . . . ?
C1 C2 C16 F3 74.4(7) . . . . ?
C1 C6 C5 C4 1.0(8) . . . . ?
C11 C10 C9 C8 93.1(7) . . . . ?
C6 S1 C7 C8 179.5(4) . . . . ?
C15 C14 C13 O2 -179.1(5) . . . . ?
C15 C14 C13 C12 2.7(8) . . . . ?
C15 C10 C9 C8 -85.8(7) . . . . ?
C12 C11 C10 C15 -1.1(8) . . . . ?
C12 C11 C10 C9 180.0(5) . . . . ?
C16 C2 C3 C4 179.1(5) . . . . ?
C16 C2 C1 C6 -178.7(5) . . . . ?
C7 S1 C6 C1 -102.4(5) . . . . ?
C7 S1 C6 C5 80.6(5) . . . . ?
C7 C8 C9 C10 -179.3(5) . . . . ?
C10 C11 C12 C13 0.7(9) . . . . ?
C5 C4 C17 F4 -176.9(5) . . . . ?
C5 C4 C17 F5 63.0(7) . . . . ?
C5 C4 C17 F6 -54.7(7) . . . . ?
C17 C4 C5 C6 -179.5(5) . . . . ?
C9 C8 C7 S1 172.2(4) . . . . ?
C18 O2 C13 C14 9.0(8) . . . . ?
C18 O2 C13 C12 -172.8(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.585
_oxdiff_exptl_absorpt_empirical_full_min 0.319
