# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2023

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# 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_18212_auto
_database_code_depnum_ccdc_archive 'CCDC 2243822'
loop_
_audit_author_name
_audit_author_address
'Long-Wu Ye'
;Xiamen University
China
;
_audit_update_record             
;
2023-02-22 deposited with the CCDC.	2023-05-08 downloaded from the CCDC.
;
_audit_creation_date             2023-02-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2013-2
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C21 H15 F O S'
_chemical_formula_sum            'C21 H15 F O S'
_chemical_formula_weight         334.39
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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                   18.5422(2)
_cell_length_b                   9.41480(10)
_cell_length_c                   9.67440(10)
_cell_angle_alpha                90
_cell_angle_beta                 90.0820(10)
_cell_angle_gamma                90
_cell_volume                     1688.87(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7495
_cell_measurement_temperature    233.00(10)
_cell_measurement_theta_max      74.3990
_cell_measurement_theta_min      4.6520
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.817
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89566
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.123a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.315
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             696
_exptl_crystal_size_max          0.01
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0211
_diffrn_reflns_av_unetI/netI     0.0169
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            11495
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.231
_diffrn_reflns_theta_min         4.770
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      233.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4741
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -119.00 -17.00   1.00    1.00    --  -40.50 -19.00   0.00  102
  2  ω    -59.00  32.00   1.00    1.00    --  -40.50  37.00-180.00   91
  3  ω    -54.00  -7.00   1.00    1.00    --  -40.50  37.00   0.00   47
  4  ω     27.00  93.00   1.00    1.00    --   43.04-125.00 -90.00   66
  5  ω     92.00 120.00   1.00    1.00    --   43.04 168.00 134.00   28
  6  ω     99.00 178.00   1.00    1.00    --  107.03  30.00  90.00   79
  7  ω    151.00 178.00   1.00    1.00    --  107.03 125.00 -60.00   27
  8  ω     81.00 176.00   1.00    1.00    --  107.03  61.00  30.00   95
  9  ω     98.00 123.00   1.00    1.00    --  107.03 125.00 -60.00   25
 10  ω     35.00 107.00   1.00    1.00    --  107.03 -94.00  90.00   72
 11  ω     97.00 141.00   1.00    1.00    --  107.03 125.00 -30.00   44
 12  ω     42.00 110.00   1.00    1.00    --  107.03-115.00 -99.00   68
 13  ω     60.00 111.00   1.00    1.00    --  107.03-125.00  60.00   51
 14  ω     68.00 131.00   1.00    1.00    --  107.03 -45.00-120.00   63
 15  ω    150.00 175.00   1.00    1.00    --  107.03  77.00-180.00   25
 16  ω    104.00 151.00   1.00    1.00    --  107.03  77.00 120.00   47
 17  ω     28.00 107.00   1.00    1.00    --  107.03 -94.00 -60.00   79
 18  ω     39.00 127.00   1.00    1.00    --  107.03 -45.00  60.00   88
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0452207000
_diffrn_orient_matrix_UB_12      -0.0104061000
_diffrn_orient_matrix_UB_13      -0.1333589000
_diffrn_orient_matrix_UB_21      0.0682969000
_diffrn_orient_matrix_UB_22      0.0258184000
_diffrn_orient_matrix_UB_23      -0.0869107000
_diffrn_orient_matrix_UB_31      0.0138801000
_diffrn_orient_matrix_UB_32      -0.1612289000
_diffrn_orient_matrix_UB_33      -0.0053215000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3020
_reflns_number_total             3374
_reflns_odcompleteness_completeness 99.88
_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 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.288
_refine_diff_density_min         -0.494
_refine_diff_density_rms         0.113
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.137
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         3374
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0482
_refine_ls_R_factor_gt           0.0436
_refine_ls_restrained_S_all      1.137
_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)+(0.0650P)²+0.3540P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1094
_refine_ls_wR_factor_ref         0.1145
_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:
 C7(H7A,H7B)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C5(H5), C9(H9), C11(H11), C13(H13), C14(H14),
 C17(H17), C18(H18), C20(H20), C21(H21)
;
_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
S24 S 0.67533(2) 0.40711(5) 0.70555(4) 0.03923(14) Uani 1 1 d . . . . .
F23 F 1.05068(6) 0.67579(15) 0.88388(13) 0.0661(4) Uani 1 1 d . . . . .
O22 O 0.75240(8) 0.52539(15) 0.17469(12) 0.0551(4) Uani 1 1 d . . . . .
C1 C 0.53962(10) 0.2422(2) 0.94556(19) 0.0471(4) Uani 1 1 d . . . . .
H1 H 0.5724 0.1784 0.9860 0.057 Uiso 1 1 calc R . . . .
C2 C 0.46616(11) 0.2135(2) 0.9490(2) 0.0567(5) Uani 1 1 d . . . . .
H2 H 0.4495 0.1310 0.9933 0.068 Uiso 1 1 calc R . . . .
C3 C 0.41784(10) 0.3044(2) 0.8884(2) 0.0550(5) Uani 1 1 d . . . . .
H3 H 0.3683 0.2833 0.8896 0.066 Uiso 1 1 calc R . . . .
C4 C 0.44208(10) 0.4264(2) 0.8261(2) 0.0527(5) Uani 1 1 d . . . . .
H4 H 0.4090 0.4892 0.7850 0.063 Uiso 1 1 calc R . . . .
C5 C 0.51504(9) 0.4572(2) 0.82356(18) 0.0447(4) Uani 1 1 d . . . . .
H5 H 0.5312 0.5413 0.7814 0.054 Uiso 1 1 calc R . . . .
C6 C 0.56456(8) 0.36489(19) 0.88265(16) 0.0363(3) Uani 1 1 d . . . . .
C7 C 0.64370(9) 0.4002(2) 0.88304(17) 0.0434(4) Uani 1 1 d . . . . .
H7A H 0.6705 0.3277 0.9345 0.052 Uiso 1 1 calc R . . . .
H7B H 0.6516 0.4922 0.9281 0.052 Uiso 1 1 calc R . . . .
C8 C 0.76224(7) 0.47134(15) 0.72487(14) 0.0285(3) Uani 1 1 d . . . . .
C9 C 0.80252(8) 0.49295(15) 0.83949(14) 0.0300(3) Uani 1 1 d . . . . .
H9 H 0.7875 0.4758 0.9307 0.036 Uiso 1 1 calc R . . . .
C10 C 0.87306(8) 0.54721(15) 0.79885(15) 0.0294(3) Uani 1 1 d . . . . .
C11 C 0.93245(9) 0.58613(17) 0.87911(17) 0.0385(4) Uani 1 1 d . . . . .
H11 H 0.9321 0.5788 0.9760 0.046 Uiso 1 1 calc R . . . .
C12 C 0.99163(9) 0.6359(2) 0.80834(19) 0.0435(4) Uani 1 1 d . . . . .
C13 C 0.99598(9) 0.6483(2) 0.66676(19) 0.0439(4) Uani 1 1 d . . . . .
H13 H 1.0380 0.6830 0.6244 0.053 Uiso 1 1 calc R . . . .
C14 C 0.93640(9) 0.60798(17) 0.58792(17) 0.0368(3) Uani 1 1 d . . . . .
H14 H 0.9374 0.6148 0.4910 0.044 Uiso 1 1 calc R . . . .
C15 C 0.87603(7) 0.55797(15) 0.65488(15) 0.0285(3) Uani 1 1 d . . . . .
C16 C 0.80373(7) 0.51240(15) 0.59282(14) 0.0266(3) Uani 1 1 d . . . . .
C17 C 0.76909(8) 0.63800(15) 0.52353(15) 0.0305(3) Uani 1 1 d . . . . .
H17 H 0.7594 0.7189 0.5773 0.037 Uiso 1 1 calc R . . . .
C18 C 0.75149(9) 0.64079(16) 0.39055(16) 0.0350(3) Uani 1 1 d . . . . .
H18 H 0.7296 0.7227 0.3540 0.042 Uiso 1 1 calc R . . . .
C19 C 0.76524(9) 0.51981(17) 0.29909(15) 0.0353(3) Uani 1 1 d . . . . .
C20 C 0.79563(8) 0.39165(15) 0.36415(16) 0.0329(3) Uani 1 1 d . . . . .
H20 H 0.8033 0.3104 0.3097 0.040 Uiso 1 1 calc R . . . .
C21 C 0.81249(8) 0.38751(15) 0.49747(15) 0.0296(3) Uani 1 1 d . . . . .
H21 H 0.8308 0.3023 0.5341 0.036 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
S24 C7 1.8164(17) . ?
S24 C8 1.7310(14) . ?
F23 C12 1.3681(18) . ?
O22 C19 1.2276(19) . ?
C1 H1 0.9400 . ?
C1 C2 1.389(3) . ?
C1 C6 1.385(3) . ?
C2 H2 0.9400 . ?
C2 C3 1.370(3) . ?
C3 H3 0.9400 . ?
C3 C4 1.373(3) . ?
C4 H4 0.9400 . ?
C4 C5 1.384(2) . ?
C5 H5 0.9400 . ?
C5 C6 1.387(2) . ?
C6 C7 1.505(2) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C8 C9 1.351(2) . ?
C8 C16 1.5415(19) . ?
C9 H9 0.9400 . ?
C9 C10 1.459(2) . ?
C10 C11 1.396(2) . ?
C10 C15 1.398(2) . ?
C11 H11 0.9400 . ?
C11 C12 1.376(3) . ?
C12 C13 1.377(3) . ?
C13 H13 0.9400 . ?
C13 C14 1.394(2) . ?
C14 H14 0.9400 . ?
C14 C15 1.377(2) . ?
C15 C16 1.5295(19) . ?
C16 C17 1.5031(19) . ?
C16 C21 1.5034(19) . ?
C17 H17 0.9400 . ?
C17 C18 1.327(2) . ?
C18 H18 0.9400 . ?
C18 C19 1.465(2) . ?
C19 C20 1.473(2) . ?
C20 H20 0.9400 . ?
C20 C21 1.327(2) . ?
C21 H21 0.9400 . ?

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
C8 S24 C7 102.25(7) . . ?
C2 C1 H1 120.0 . . ?
C6 C1 H1 120.0 . . ?
C6 C1 C2 120.05(18) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 C1 120.60(18) . . ?
C3 C2 H2 119.7 . . ?
C2 C3 H3 120.1 . . ?
C2 C3 C4 119.73(17) . . ?
C4 C3 H3 120.1 . . ?
C3 C4 H4 119.9 . . ?
C3 C4 C5 120.23(19) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 H5 119.7 . . ?
C4 C5 C6 120.54(18) . . ?
C6 C5 H5 119.7 . . ?
C1 C6 C5 118.83(15) . . ?
C1 C6 C7 120.62(16) . . ?
C5 C6 C7 120.51(16) . . ?
S24 C7 H7A 109.9 . . ?
S24 C7 H7B 109.9 . . ?
C6 C7 S24 108.77(11) . . ?
C6 C7 H7A 109.9 . . ?
C6 C7 H7B 109.9 . . ?
H7A C7 H7B 108.3 . . ?
C9 C8 S24 130.88(11) . . ?
C9 C8 C16 111.49(12) . . ?
C16 C8 S24 117.63(10) . . ?
C8 C9 H9 125.5 . . ?
C8 C9 C10 109.05(12) . . ?
C10 C9 H9 125.5 . . ?
C11 C10 C9 130.48(14) . . ?
C11 C10 C15 120.21(14) . . ?
C15 C10 C9 109.31(12) . . ?
C10 C11 H11 121.9 . . ?
C12 C11 C10 116.21(15) . . ?
C12 C11 H11 121.9 . . ?
F23 C12 C11 117.76(16) . . ?
F23 C12 C13 117.39(16) . . ?
C11 C12 C13 124.85(15) . . ?
C12 C13 H13 120.9 . . ?
C12 C13 C14 118.27(15) . . ?
C14 C13 H13 120.9 . . ?
C13 C14 H14 120.7 . . ?
C15 C14 C13 118.67(15) . . ?
C15 C14 H14 120.7 . . ?
C10 C15 C16 109.57(12) . . ?
C14 C15 C10 121.79(14) . . ?
C14 C15 C16 128.60(13) . . ?
C15 C16 C8 100.56(11) . . ?
C17 C16 C8 110.70(11) . . ?
C17 C16 C15 109.15(12) . . ?
C17 C16 C21 112.84(11) . . ?
C21 C16 C8 111.52(12) . . ?
C21 C16 C15 111.40(11) . . ?
C16 C17 H17 118.2 . . ?
C18 C17 C16 123.52(13) . . ?
C18 C17 H17 118.2 . . ?
C17 C18 H18 119.1 . . ?
C17 C18 C19 121.83(14) . . ?
C19 C18 H18 119.1 . . ?
O22 C19 C18 121.69(15) . . ?
O22 C19 C20 121.84(15) . . ?
C18 C19 C20 116.47(13) . . ?
C19 C20 H20 119.0 . . ?
C21 C20 C19 121.93(13) . . ?
C21 C20 H20 119.0 . . ?
C16 C21 H21 118.4 . . ?
C20 C21 C16 123.22(13) . . ?
C20 C21 H21 118.4 . . ?

_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 1.189
_oxdiff_exptl_absorpt_empirical_full_min 0.865
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: hexane and ethyl acetate'
####################################################################### 
# 
# 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_18214_auto
_database_code_depnum_ccdc_archive 'CCDC 2243824'
loop_
_audit_author_name
_audit_author_address
'Long-Wu Ye'
;Xiamen University
China
;
_audit_update_record             
;
2023-02-22 deposited with the CCDC.	2023-05-08 downloaded from the CCDC.
;
_audit_creation_date             2023-02-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2013-2
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C30 H35 O S Si'
_chemical_formula_sum            'C30 H35 O S Si'
_chemical_formula_weight         471.73
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
Si Si 0.2541 0.3302 '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                   27.2173(3)
_cell_length_b                   10.9230(2)
_cell_length_c                   9.02610(10)
_cell_angle_alpha                90
_cell_angle_beta                 93.9680(10)
_cell_angle_gamma                90
_cell_volume                     2676.98(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5329
_cell_measurement_temperature    233.00(10)
_cell_measurement_theta_max      74.2330
_cell_measurement_theta_min      3.2420
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.638
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78443
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.123a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.170
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1012
_exptl_crystal_size_max          0.01
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0215
_diffrn_reflns_av_unetI/netI     0.0306
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            10746
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.321
_diffrn_reflns_theta_min         3.255
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      233.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4741
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -76.00  30.00   1.00    3.98    --  -40.50  19.00-180.00  106
  2  ω     89.00 116.00   1.00    3.98    --   43.16  37.00-150.00   27
  3  ω     15.00  60.00   1.00    3.98    --   43.16 -99.00  30.00   45
  4  ω     46.00  93.00   1.00    3.98    --   43.16-125.00-120.00   47
  5  ω     40.00 101.00   1.00   15.91    --  107.03 -61.00-120.00   61
  6  ω    106.00 178.00   1.00   15.91    --  107.03  77.00   0.00   72
  7  ω    140.00 177.00   1.00   15.91    --  107.03  61.00 150.00   37
  8  ω     59.00 105.00   1.00   15.91    --  107.03-125.00  60.00   46
  9  ω    103.00 160.00   1.00   15.91    --  107.03  77.00 -90.00   57
 10  ω     82.00 164.00   1.00   15.91    --  107.03  61.00 -30.00   82
 11  ω     95.00 120.00   1.00   15.91    --  107.03  61.00 150.00   25
 12  ω     45.00  88.00   1.00   15.91    --  107.03-125.00-120.00   43
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0440639000
_diffrn_orient_matrix_UB_12      0.0864426000
_diffrn_orient_matrix_UB_13      -0.0164323000
_diffrn_orient_matrix_UB_21      0.0348456000
_diffrn_orient_matrix_UB_22      -0.0955693000
_diffrn_orient_matrix_UB_23      0.0762612000
_diffrn_orient_matrix_UB_31      0.0082285000
_diffrn_orient_matrix_UB_32      -0.0570122000
_diffrn_orient_matrix_UB_33      -0.1523177000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4430
_reflns_number_total             5296
_reflns_odcompleteness_completeness 99.94
_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 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.460
_refine_diff_density_min         -0.396
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     304
_refine_ls_number_reflns         5296
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0570
_refine_ls_R_factor_gt           0.0464
_refine_ls_restrained_S_all      1.046
_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)+(0.0640P)²+0.8550P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1229
_refine_ls_wR_factor_ref         0.1312
_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 Ternary CH refined with riding coordinates:
 C22(H22), C25(H25)
2.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C6(H6), C9(H9), C10(H10), C13(H13), C14(H14),
 C18(H18), C19(H19), C20(H20), C21(H21)
2.d Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C26(H26A,H26B,H26C), C27(H27A,H27B,
 H27C), C29(H29A,H29B,H29C), C30(H30A,H30B,H30C)
;
_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
S32 S 0.72318(2) 0.37221(4) 0.61675(5) 0.04537(14) Uani 1 1 d . . . . .
Si33 Si 0.87455(2) 0.53743(5) 0.28823(7) 0.05061(17) Uani 1 1 d . . . . .
O31 O 0.83710(5) 0.64923(14) 0.33474(19) 0.0550(4) Uani 1 1 d . . . . .
C1 C 0.57533(9) 0.3731(3) 0.9474(3) 0.0621(6) Uani 1 1 d . . . . .
H1 H 0.5429 0.3476 0.9600 0.074 Uiso 1 1 calc R . . . .
C2 C 0.59538(11) 0.4693(2) 1.0291(2) 0.0643(6) Uani 1 1 d . . . . .
H2 H 0.5766 0.5105 1.0970 0.077 Uiso 1 1 calc R . . . .
C3 C 0.64289(11) 0.5050(2) 1.0114(2) 0.0634(6) Uani 1 1 d . . . . .
H3 H 0.6566 0.5706 1.0677 0.076 Uiso 1 1 calc R . . . .
C4 C 0.67098(9) 0.44555(19) 0.9113(2) 0.0497(5) Uani 1 1 d . . . . .
H4 H 0.7036 0.4705 0.9007 0.060 Uiso 1 1 calc R . . . .
C5 C 0.65116(7) 0.34936(16) 0.82651(19) 0.0385(4) Uani 1 1 d . . . . .
C6 C 0.60332(8) 0.3135(2) 0.8457(2) 0.0483(5) Uani 1 1 d . . . . .
H6 H 0.5895 0.2481 0.7894 0.058 Uiso 1 1 calc R . . . .
C7 C 0.68034(7) 0.28165(17) 0.7155(2) 0.0426(4) Uani 1 1 d . . . . .
H7A H 0.6570 0.2430 0.6422 0.051 Uiso 1 1 calc R . . . .
H7B H 0.6988 0.2160 0.7681 0.051 Uiso 1 1 calc R . . . .
C8 C 0.68579(6) 0.47835(15) 0.51350(18) 0.0334(3) Uani 1 1 d . . . . .
C9 C 0.76314(6) 0.56663(17) 0.4250(2) 0.0385(4) Uani 1 1 d . . . . .
H9 H 0.7815 0.5059 0.4780 0.046 Uiso 1 1 calc R . . . .
C10 C 0.63596(6) 0.47758(17) 0.50769(18) 0.0366(4) Uani 1 1 d . . . . .
H10 H 0.6198 0.4157 0.5578 0.044 Uiso 1 1 calc R . . . .
C11 C 0.71147(6) 0.56960(15) 0.43127(18) 0.0326(3) Uani 1 1 d . . . . .
C12 C 0.78706(7) 0.65062(18) 0.3433(2) 0.0433(4) Uani 1 1 d . . . . .
C13 C 0.76041(8) 0.74341(19) 0.2686(2) 0.0490(5) Uani 1 1 d . . . . .
H13 H 0.7768 0.8022 0.2142 0.059 Uiso 1 1 calc R . . . .
C14 C 0.71013(7) 0.74916(18) 0.2744(2) 0.0444(4) Uani 1 1 d . . . . .
H14 H 0.6927 0.8126 0.2239 0.053 Uiso 1 1 calc R . . . .
C15 C 0.68402(6) 0.66260(16) 0.35384(18) 0.0344(4) Uani 1 1 d . . . . .
C16 C 0.63065(6) 0.66382(16) 0.35376(18) 0.0357(4) Uani 1 1 d . . . . .
C17 C 0.60734(6) 0.56863(17) 0.42722(18) 0.0366(4) Uani 1 1 d . . . . .
C18 C 0.55557(7) 0.5648(2) 0.4228(2) 0.0495(5) Uani 1 1 d . . . . .
H18 H 0.5400 0.5005 0.4707 0.059 Uiso 1 1 calc R . . . .
C19 C 0.52743(8) 0.6529(2) 0.3502(3) 0.0597(6) Uani 1 1 d . . . . .
H19 H 0.4929 0.6491 0.3483 0.072 Uiso 1 1 calc R . . . .
C20 C 0.55023(8) 0.7482(2) 0.2791(3) 0.0587(6) Uani 1 1 d . . . . .
H20 H 0.5310 0.8093 0.2299 0.070 Uiso 1 1 calc R . . . .
C21 C 0.60080(8) 0.7536(2) 0.2804(2) 0.0485(5) Uani 1 1 d . . . . .
H21 H 0.6157 0.8183 0.2315 0.058 Uiso 1 1 calc R . . . .
C22 C 0.84844(10) 0.4563(2) 0.1177(3) 0.0695(7) Uani 1 1 d . . . . .
H22 H 0.8761 0.4108 0.0781 0.083 Uiso 1 1 calc R . . . .
C23 C 0.82957(16) 0.5442(4) -0.0054(4) 0.1002(11) Uani 1 1 d . . . . .
H23A H 0.8019 0.5904 0.0275 0.150 Uiso 1 1 calc GR . . . .
H23B H 0.8191 0.4978 -0.0937 0.150 Uiso 1 1 calc GR . . . .
H23C H 0.8557 0.6000 -0.0280 0.150 Uiso 1 1 calc GR . . . .
C24 C 0.80893(14) 0.3626(3) 0.1415(5) 0.1052(12) Uani 1 1 d . . . . .
H24A H 0.8200 0.3083 0.2221 0.158 Uiso 1 1 calc GR . . . .
H24B H 0.8023 0.3153 0.0514 0.158 Uiso 1 1 calc GR . . . .
H24C H 0.7791 0.4040 0.1664 0.158 Uiso 1 1 calc GR . . . .
C25 C 0.88390(11) 0.4276(3) 0.4466(4) 0.0825(9) Uani 1 1 d . . . . .
H25 H 0.8527 0.3815 0.4499 0.099 Uiso 1 1 calc R . . . .
C26 C 0.92387(15) 0.3319(4) 0.4209(5) 0.1215(16) Uani 1 1 d . . . . .
H26A H 0.9153 0.2880 0.3293 0.182 Uiso 1 1 calc GR . . . .
H26B H 0.9263 0.2746 0.5032 0.182 Uiso 1 1 calc GR . . . .
H26C H 0.9553 0.3727 0.4139 0.182 Uiso 1 1 calc GR . . . .
C27 C 0.89255(17) 0.4887(5) 0.5975(4) 0.1272(16) Uani 1 1 d . . . . .
H27A H 0.9236 0.5326 0.6019 0.191 Uiso 1 1 calc GR . . . .
H27B H 0.8936 0.4269 0.6749 0.191 Uiso 1 1 calc GR . . . .
H27C H 0.8660 0.5458 0.6122 0.191 Uiso 1 1 calc GR . . . .
C28 C 0.93008(11) 0.6260(3) 0.2387(5) 0.1045(14) Uani 1 1 d . . . . .
C29 C 0.96799(11) 0.5526(3) 0.1608(5) 0.0982(12) Uani 1 1 d . . . . .
H29A H 0.9820 0.4903 0.2277 0.147 Uiso 1 1 calc GR . . . .
H29B H 0.9939 0.6068 0.1317 0.147 Uiso 1 1 calc GR . . . .
H29C H 0.9523 0.5138 0.0732 0.147 Uiso 1 1 calc GR . . . .
C30 C 0.94516(18) 0.7260(4) 0.3133(8) 0.181(3) Uani 1 1 d . . . . .
H30A H 0.9193 0.7873 0.3055 0.272 Uiso 1 1 calc GR . . . .
H30B H 0.9744 0.7582 0.2716 0.272 Uiso 1 1 calc GR . . . .
H30C H 0.9527 0.7054 0.4169 0.272 Uiso 1 1 calc GR . . . .


_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
S32 C7 1.8103(19) . ?
S32 C8 1.7656(17) . ?
Si33 O31 1.6630(15) . ?
Si33 C22 1.873(3) . ?
Si33 C25 1.871(3) . ?
Si33 C28 1.874(3) . ?
O31 C12 1.369(2) . ?
C1 H1 0.9400 . ?
C1 C2 1.375(4) . ?
C1 C6 1.394(3) . ?
C2 H2 0.9400 . ?
C2 C3 1.371(4) . ?
C3 H3 0.9400 . ?
C3 C4 1.385(3) . ?
C4 H4 0.9400 . ?
C4 C5 1.387(3) . ?
C5 C6 1.382(3) . ?
C5 C7 1.514(3) . ?
C6 H6 0.9400 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C8 C10 1.354(2) . ?
C8 C11 1.451(2) . ?
C9 H9 0.9400 . ?
C9 C11 1.412(2) . ?
C9 C12 1.370(3) . ?
C10 H10 0.9400 . ?
C10 C17 1.430(2) . ?
C11 C15 1.416(2) . ?
C12 C13 1.393(3) . ?
C13 H13 0.9400 . ?
C13 C14 1.375(3) . ?
C14 H14 0.9400 . ?
C14 C15 1.408(2) . ?
C15 C16 1.453(2) . ?
C16 C17 1.408(3) . ?
C16 C21 1.409(3) . ?
C17 C18 1.407(3) . ?
C18 H18 0.9400 . ?
C18 C19 1.369(3) . ?
C19 H19 0.9400 . ?
C19 C20 1.391(3) . ?
C20 H20 0.9400 . ?
C20 C21 1.377(3) . ?
C21 H21 0.9400 . ?
C22 H22 0.9900 . ?
C22 C23 1.530(5) . ?
C22 C24 1.510(4) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 H23C 0.9700 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 H24C 0.9700 . ?
C25 H25 0.9900 . ?
C25 C26 1.538(4) . ?
C25 C27 1.521(5) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C26 H26C 0.9700 . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 H27C 0.9700 . ?
C28 C29 1.517(4) . ?
C28 C30 1.333(5) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 H29C 0.9700 . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C30 H30C 0.9700 . ?

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
C8 S32 C7 104.55(9) . . ?
O31 Si33 C22 110.54(11) . . ?
O31 Si33 C25 109.36(12) . . ?
O31 Si33 C28 101.53(11) . . ?
C22 Si33 C28 108.32(15) . . ?
C25 Si33 C22 110.38(15) . . ?
C25 Si33 C28 116.36(18) . . ?
C12 O31 Si33 130.66(13) . . ?
C2 C1 H1 120.1 . . ?
C2 C1 C6 119.7(2) . . ?
C6 C1 H1 120.1 . . ?
C1 C2 H2 120.1 . . ?
C3 C2 C1 119.8(2) . . ?
C3 C2 H2 120.1 . . ?
C2 C3 H3 119.7 . . ?
C2 C3 C4 120.7(2) . . ?
C4 C3 H3 119.7 . . ?
C3 C4 H4 119.9 . . ?
C3 C4 C5 120.3(2) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 C7 122.24(18) . . ?
C6 C5 C4 118.65(18) . . ?
C6 C5 C7 119.10(17) . . ?
C1 C6 H6 119.6 . . ?
C5 C6 C1 120.8(2) . . ?
C5 C6 H6 119.6 . . ?
S32 C7 H7A 108.2 . . ?
S32 C7 H7B 108.2 . . ?
C5 C7 S32 116.38(13) . . ?
C5 C7 H7A 108.2 . . ?
C5 C7 H7B 108.2 . . ?
H7A C7 H7B 107.3 . . ?
C10 C8 S32 123.77(13) . . ?
C10 C8 C11 120.09(15) . . ?
C11 C8 S32 116.15(12) . . ?
C11 C9 H9 119.4 . . ?
C12 C9 H9 119.4 . . ?
C12 C9 C11 121.19(17) . . ?
C8 C10 H10 119.2 . . ?
C8 C10 C17 121.63(16) . . ?
C17 C10 H10 119.2 . . ?
C9 C11 C8 121.41(16) . . ?
C9 C11 C15 119.33(15) . . ?
C15 C11 C8 119.26(15) . . ?
O31 C12 C9 122.30(18) . . ?
O31 C12 C13 117.87(17) . . ?
C9 C12 C13 119.81(17) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 C12 120.09(17) . . ?
C14 C13 H13 120.0 . . ?
C13 C14 H14 119.1 . . ?
C13 C14 C15 121.82(18) . . ?
C15 C14 H14 119.1 . . ?
C11 C15 C16 120.01(15) . . ?
C14 C15 C11 117.72(16) . . ?
C14 C15 C16 122.22(16) . . ?
C17 C16 C15 118.45(16) . . ?
C17 C16 C21 118.12(17) . . ?
C21 C16 C15 123.41(17) . . ?
C16 C17 C10 120.36(16) . . ?
C18 C17 C10 120.17(17) . . ?
C18 C17 C16 119.46(17) . . ?
C17 C18 H18 119.4 . . ?
C19 C18 C17 121.2(2) . . ?
C19 C18 H18 119.4 . . ?
C18 C19 H19 120.2 . . ?
C18 C19 C20 119.65(19) . . ?
C20 C19 H19 120.2 . . ?
C19 C20 H20 119.8 . . ?
C21 C20 C19 120.4(2) . . ?
C21 C20 H20 119.8 . . ?
C16 C21 H21 119.4 . . ?
C20 C21 C16 121.2(2) . . ?
C20 C21 H21 119.4 . . ?
Si33 C22 H22 106.2 . . ?
C23 C22 Si33 112.9(2) . . ?
C23 C22 H22 106.2 . . ?
C24 C22 Si33 115.9(2) . . ?
C24 C22 H22 106.2 . . ?
C24 C22 C23 108.8(3) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
Si33 C25 H25 106.1 . . ?
C26 C25 Si33 112.4(2) . . ?
C26 C25 H25 106.1 . . ?
C27 C25 Si33 114.0(3) . . ?
C27 C25 H25 106.1 . . ?
C27 C25 C26 111.5(3) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C29 C28 Si33 115.1(2) . . ?
C30 C28 Si33 121.8(2) . . ?
C30 C28 C29 118.1(3) . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C28 C30 H30A 109.5 . . ?
C28 C30 H30B 109.5 . . ?
C28 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?

_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 1.535
_oxdiff_exptl_absorpt_empirical_full_min 0.836
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_chemical_compound_source        'hexane and ethyl acetate'
####################################################################### 
# 
# 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_12578_auto
_database_code_depnum_ccdc_archive 'CCDC 2253023'
loop_
_audit_author_name
_audit_author_address
fxy
;Xiamen University
China
;
_audit_update_record             
;
2023-03-31 deposited with the CCDC.	2023-05-08 downloaded from the CCDC.
;
_audit_creation_date             2023-03-26
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2020.09.11 svn.r3730fd0d for OlexSys, GUI svn.r6159)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H16 F O S'
_chemical_formula_sum            'C21 H16 F O S'
_chemical_formula_weight         335.40
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.23110(10)
_cell_length_b                   18.8323(3)
_cell_length_c                   9.30960(10)
_cell_angle_alpha                90
_cell_angle_beta                 94.4650(10)
_cell_angle_gamma                90
_cell_volume                     1613.50(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6559
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      75.1530
_cell_measurement_theta_min      4.6890
_shelx_estimated_absorpt_T_max   0.911
_shelx_estimated_absorpt_T_min   0.833
_exptl_absorpt_coefficient_mu    1.902
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77545
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.72a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.381
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             700
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0363
_diffrn_reflns_av_unetI/netI     0.0326
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            9289
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        66.596
_diffrn_reflns_theta_max         66.596
_diffrn_reflns_theta_min         4.696
_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 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -70.00 -44.00   0.50    0.50    --  -96.00  61.00-150.00   52
  2  ω    -72.00 -41.00   0.50    0.50    --  -96.00  61.00-120.00   62
  3  ω    -98.00 -72.00   0.50    0.50    --  -96.00  77.00   0.00   52
  4  ω    -57.00 -32.00   0.50    0.50    --  -96.00  77.00   0.00   50
  5  ω    -51.00 -26.00   0.50    0.50    --  -96.00  45.00  60.00   50
  6  ω    -51.00 -20.00   0.50    0.50    --  -96.00  45.00 150.00   62
  7  ω    -47.00 -20.00   0.50    0.50    --  -96.00  45.00  90.00   54
  8  ω    -51.00 -20.00   0.50    0.50    --  -96.00  45.00   0.00   62
  9  ω    -46.00 -19.00   0.50    0.50    --  -96.00  45.00 -30.00   54
 10  ω    -27.00  39.00   0.50    0.08    --  -41.99  19.00   0.00  132
 11  ω    -26.00  29.00   0.50    0.08    --  -41.99  19.00-120.00  110
 12  ω    -51.00 -25.00   0.50    0.50    --  -96.00  45.00-180.00   52
 13  ω    -49.00 -20.00   0.50    0.50    --  -96.00  45.00-150.00   58
 14  ω     -2.00  26.00   0.50    0.08    --  -41.99  98.00-128.00   56
 15  ω    -84.00 -43.00   0.50    0.50    --  -96.00  98.00-128.00   82
 16  ω    -74.00 -26.00   0.50    0.50    --  -96.00 125.00-120.00   96
 17  ω   -148.00-105.00   0.50    0.50    --  -96.00 -98.00 124.00   86
 18  ω    -21.00  27.00   0.50    0.08    --   41.99 -19.00-150.00   96
 19  ω     43.00  70.00   0.50    0.50    --  109.70 -61.00-180.00   54
 20  ω     35.00  67.00   0.50    0.50    --  109.70 -61.00 -90.00   64
 21  ω     37.00  62.00   0.50    0.50    --  109.70 -61.00 -60.00   50
 22  ω     39.00  64.00   0.50    0.50    --  109.70 -61.00   0.00   50
 23  ω     83.00 113.00   0.50    0.50    --  109.70-125.00  90.00   60
 24  ω     10.00  82.00   0.50    0.08    --   41.99 -98.00 124.00  144
 25  ω     39.00  75.00   0.50    0.50    --  109.70 -98.00 124.00   72
 26  ω     45.00  71.00   0.50    0.50    --  109.70-125.00  90.00   52
 27  ω     79.00 110.00   0.50    0.50    --  109.70 -98.00 124.00   62
 28  ω     86.00 122.00   0.50    0.50    --  109.70  45.00 150.00   72
 29  ω    130.00 178.00   0.50    0.50    --  109.70  45.00 150.00   96
 30  ω    103.00 141.00   0.50    0.50    --  109.70  98.00-128.00   76
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0553080000
_diffrn_orient_matrix_UB_12      -0.0772020000
_diffrn_orient_matrix_UB_13      0.0039246000
_diffrn_orient_matrix_UB_21      0.0170432000
_diffrn_orient_matrix_UB_22      0.0026150000
_diffrn_orient_matrix_UB_23      0.1657833000
_diffrn_orient_matrix_UB_31      -0.1571604000
_diffrn_orient_matrix_UB_32      -0.0268986000
_diffrn_orient_matrix_UB_33      0.0055614000
_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              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2712
_reflns_number_total             2819
_reflns_odcompleteness_completeness 99.83
_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 1.171.42.72a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.72a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.72a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.331
_refine_diff_density_min         -0.520
_refine_diff_density_rms         0.063
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.202
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         2819
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0539
_refine_ls_R_factor_gt           0.0522
_refine_ls_restrained_S_all      1.202
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0321P)²+2.8213P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1260
_refine_ls_wR_factor_ref         0.1269
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Others
 Sof(F0)=1-FVAR(1)
 Sof(F003)=FVAR(1)
3.a Secondary CH2 refined with riding coordinates:
 C00O(H00A,H00O)
3.b Aromatic/amide H refined with riding coordinates:
 C009(H009), C00B(H00B), C00C(H00C), C00D(H00D), C00E(H00E), C00F(H00F),
 C00G(H00G), C00H(H00H), C00I(H00I), C00J(H00J), C00K(H00K), C00L(H00L),
 C00M(H00M), C00N(H00N)
;
_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
S001 S 0.75391(7) 0.40116(3) 0.83254(7) 0.0228(2) Uani 1 1 d . . . . .
O002 O 0.1984(2) 0.30885(12) 0.6203(2) 0.0305(5) Uani 1 1 d . . . . .
F003 F 0.8092(3) 0.39654(12) 0.9850(2) 0.0357(8) Uani 0.783(6) 1 d . . P A 1
C004 C 0.7185(3) 0.20882(13) 0.6340(3) 0.0159(5) Uani 1 1 d . . . . .
C005 C 0.6443(3) 0.27639(13) 0.6826(3) 0.0159(5) Uani 1 1 d . . . . .
C006 C 0.3307(3) 0.30187(14) 0.6411(3) 0.0199(6) Uani 1 1 d . . . . .
C007 C 0.7761(3) 0.31722(14) 0.7487(3) 0.0167(5) Uani 1 1 d . . . . .
C008 C 0.8381(3) 0.45525(14) 0.5793(3) 0.0208(6) Uani 1 1 d . . . . .
C009 C 0.5399(3) 0.25892(13) 0.7944(3) 0.0187(5) Uani 1 1 d . . . . .
H009 H 0.577557 0.238705 0.883066 0.022 Uiso 1 1 calc R U . . .
C00A C 0.8691(3) 0.21367(14) 0.6674(3) 0.0181(5) Uani 1 1 d . . . . .
C00B C 0.6567(3) 0.14996(14) 0.5648(3) 0.0209(6) Uani 1 1 d . . . . .
H00B H 0.554715 0.146874 0.542692 0.025 Uiso 1 1 calc R U . . .
C00C C 0.4298(3) 0.32431(13) 0.5338(3) 0.0191(5) Uani 1 1 d . . . . .
H00C H 0.390859 0.346848 0.448016 0.023 Uiso 1 1 calc R U . . .
C00D C 0.5722(3) 0.31405(13) 0.5531(3) 0.0165(5) Uani 1 1 d . . . . .
H00D H 0.631670 0.331271 0.481937 0.020 Uiso 1 1 calc R U . . .
C00E C 0.3979(3) 0.27050(14) 0.7746(3) 0.0195(6) Uani 1 1 d . . . . .
H00E H 0.337799 0.258119 0.849061 0.023 Uiso 1 1 calc R U . . .
C00F C 0.9070(3) 0.41585(14) 0.4774(3) 0.0220(6) Uani 1 1 d . . . . .
H00F H 0.987964 0.386773 0.506988 0.026 Uiso 1 1 calc R U . . .
C00G C 0.8995(3) 0.28137(14) 0.7394(3) 0.0175(5) Uani 1 1 d . . . . .
H00G H 0.993176 0.297525 0.774353 0.021 Uiso 1 1 calc R U . . .
C00H C 0.7491(3) 0.09515(14) 0.5284(3) 0.0257(6) Uani 1 1 d . . . . .
H00H H 0.709317 0.054069 0.481114 0.031 Uiso 1 1 calc R U . . .
C00I C 0.8573(3) 0.41909(14) 0.3328(3) 0.0240(6) Uani 1 1 d . . . . .
H00I H 0.904281 0.392156 0.263767 0.029 Uiso 1 1 calc R U . . .
C00J C 0.9603(3) 0.15884(15) 0.6305(3) 0.0231(6) Uani 1 1 d . . . . .
H00J H 1.062320 0.161721 0.652749 0.028 Uiso 1 1 calc R U . . .
C00K C 0.7394(3) 0.46145(15) 0.2890(3) 0.0253(6) Uani 1 1 d . . . . .
H00K H 0.705401 0.463558 0.190140 0.030 Uiso 1 1 calc R U . . .
C00L C 0.8985(3) 0.09982(15) 0.5604(3) 0.0268(6) Uani 1 1 d . . . . .
H00L H 0.959173 0.062051 0.533926 0.032 Uiso 1 1 calc R U . . .
C00M C 0.7198(3) 0.49770(14) 0.5337(3) 0.0258(6) Uani 1 1 d . . . . .
H00M H 0.672295 0.524789 0.602092 0.031 Uiso 1 1 calc R U . . .
C00N C 0.6712(3) 0.50074(15) 0.3899(4) 0.0289(7) Uani 1 1 d . . . . .
H00N H 0.590468 0.529927 0.359961 0.035 Uiso 1 1 calc R U . . .
C00O C 0.8871(3) 0.45078(14) 0.7361(3) 0.0233(6) Uani 1 1 d . . . . .
H00A H 0.898256 0.499211 0.776814 0.028 Uiso 1 1 calc R U . . .
H00O H 0.982612 0.426752 0.748311 0.028 Uiso 1 1 calc R U . . .
F0 F 0.6299(12) 0.4271(7) 0.8244(14) 0.068(4) Uani 0.217(6) 1 d . . P 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
S001 F003 1.473(2) . ?
S001 C007 1.782(3) . ?
S001 C00O 1.833(3) . ?
S001 F0 1.241(11) . ?
O002 C006 1.229(3) . ?
C004 C005 1.531(3) . ?
C004 C00A 1.404(4) . ?
C004 C00B 1.382(4) . ?
C005 C007 1.528(3) . ?
C005 C009 1.508(3) . ?
C005 C00D 1.508(3) . ?
C006 C00C 1.468(4) . ?
C006 C00E 1.469(4) . ?
C007 C00G 1.333(4) . ?
C008 C00F 1.396(4) . ?
C008 C00M 1.393(4) . ?
C008 C00O 1.496(4) . ?
C009 H009 0.9500 . ?
C009 C00E 1.328(4) . ?
C00A C00G 1.458(4) . ?
C00A C00J 1.392(4) . ?
C00B H00B 0.9500 . ?
C00B C00H 1.397(4) . ?
C00C H00C 0.9500 . ?
C00C C00D 1.327(4) . ?
C00D H00D 0.9500 . ?
C00E H00E 0.9500 . ?
C00F H00F 0.9500 . ?
C00F C00I 1.389(4) . ?
C00G H00G 0.9500 . ?
C00H H00H 0.9500 . ?
C00H C00L 1.390(4) . ?
C00I H00I 0.9500 . ?
C00I C00K 1.385(4) . ?
C00J H00J 0.9500 . ?
C00J C00L 1.389(4) . ?
C00K H00K 0.9500 . ?
C00K C00N 1.385(4) . ?
C00L H00L 0.9500 . ?
C00M H00M 0.9500 . ?
C00M C00N 1.379(5) . ?
C00N H00N 0.9500 . ?
C00O H00A 0.9900 . ?
C00O H00O 0.9900 . ?

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
F003 S001 C007 109.07(13) . . ?
F003 S001 C00O 107.86(13) . . ?
C007 S001 C00O 97.66(12) . . ?
F0 S001 C007 117.4(6) . . ?
F0 S001 C00O 114.8(6) . . ?
C00A C004 C005 109.8(2) . . ?
C00B C004 C005 128.8(2) . . ?
C00B C004 C00A 121.4(2) . . ?
C007 C005 C004 100.17(19) . . ?
C009 C005 C004 110.3(2) . . ?
C009 C005 C007 111.3(2) . . ?
C00D C005 C004 109.5(2) . . ?
C00D C005 C007 111.9(2) . . ?
C00D C005 C009 112.9(2) . . ?
O002 C006 C00C 121.8(3) . . ?
O002 C006 C00E 121.7(2) . . ?
C00C C006 C00E 116.5(2) . . ?
C005 C007 S001 120.50(18) . . ?
C00G C007 S001 127.3(2) . . ?
C00G C007 C005 112.1(2) . . ?
C00F C008 C00O 120.9(3) . . ?
C00M C008 C00F 119.0(3) . . ?
C00M C008 C00O 120.0(2) . . ?
C005 C009 H009 118.5 . . ?
C00E C009 C005 123.0(2) . . ?
C00E C009 H009 118.5 . . ?
C004 C00A C00G 108.1(2) . . ?
C00J C00A C004 120.3(2) . . ?
C00J C00A C00G 131.6(2) . . ?
C004 C00B H00B 121.1 . . ?
C004 C00B C00H 117.9(3) . . ?
C00H C00B H00B 121.1 . . ?
C006 C00C H00C 119.0 . . ?
C00D C00C C006 121.9(2) . . ?
C00D C00C H00C 119.0 . . ?
C005 C00D H00D 118.4 . . ?
C00C C00D C005 123.2(2) . . ?
C00C C00D H00D 118.4 . . ?
C006 C00E H00E 119.0 . . ?
C009 C00E C006 122.1(2) . . ?
C009 C00E H00E 119.0 . . ?
C008 C00F H00F 119.9 . . ?
C00I C00F C008 120.1(3) . . ?
C00I C00F H00F 119.9 . . ?
C007 C00G C00A 109.8(2) . . ?
C007 C00G H00G 125.1 . . ?
C00A C00G H00G 125.1 . . ?
C00B C00H H00H 119.5 . . ?
C00L C00H C00B 121.0(3) . . ?
C00L C00H H00H 119.5 . . ?
C00F C00I H00I 119.9 . . ?
C00K C00I C00F 120.2(3) . . ?
C00K C00I H00I 119.9 . . ?
C00A C00J H00J 120.8 . . ?
C00L C00J C00A 118.4(3) . . ?
C00L C00J H00J 120.8 . . ?
C00I C00K H00K 120.1 . . ?
C00N C00K C00I 119.8(3) . . ?
C00N C00K H00K 120.1 . . ?
C00H C00L H00L 119.5 . . ?
C00J C00L C00H 121.0(3) . . ?
C00J C00L H00L 119.5 . . ?
C008 C00M H00M 119.7 . . ?
C00N C00M C008 120.6(3) . . ?
C00N C00M H00M 119.7 . . ?
C00K C00N H00N 119.8 . . ?
C00M C00N C00K 120.3(3) . . ?
C00M C00N H00N 119.8 . . ?
S001 C00O H00A 109.6 . . ?
S001 C00O H00O 109.6 . . ?
C008 C00O S001 110.08(18) . . ?
C008 C00O H00A 109.6 . . ?
C008 C00O H00O 109.6 . . ?
H00A C00O H00O 108.2 . . ?

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
S001 C007 C00G C00A 177.65(19) . . . . ?
O002 C006 C00C C00D -177.0(3) . . . . ?
O002 C006 C00E C009 176.0(3) . . . . ?
F003 S001 C007 C005 119.2(2) . . . . ?
F003 S001 C007 C00G -58.0(3) . . . . ?
F003 S001 C00O C008 178.37(19) . . . . ?
C004 C005 C007 S001 -177.23(17) . . . . ?
C004 C005 C007 C00G 0.4(3) . . . . ?
C004 C005 C009 C00E -117.7(3) . . . . ?
C004 C005 C00D C00C 117.1(3) . . . . ?
C004 C00A C00G C007 -0.8(3) . . . . ?
C004 C00A C00J C00L 0.0(4) . . . . ?
C004 C00B C00H C00L -0.2(4) . . . . ?
C005 C004 C00A C00G 1.1(3) . . . . ?
C005 C004 C00A C00J -178.7(2) . . . . ?
C005 C004 C00B C00H 178.6(2) . . . . ?
C005 C007 C00G C00A 0.3(3) . . . . ?
C005 C009 C00E C006 -0.3(4) . . . . ?
C006 C00C C00D C005 2.4(4) . . . . ?
C007 S001 C00O C008 65.4(2) . . . . ?
C007 C005 C009 C00E 132.0(3) . . . . ?
C007 C005 C00D C00C -132.7(3) . . . . ?
C008 C00F C00I C00K 0.1(4) . . . . ?
C008 C00M C00N C00K 0.1(4) . . . . ?
C009 C005 C007 S001 -60.5(3) . . . . ?
C009 C005 C007 C00G 117.1(2) . . . . ?
C009 C005 C00D C00C -6.2(4) . . . . ?
C00A C004 C005 C007 -0.9(3) . . . . ?
C00A C004 C005 C009 -118.3(2) . . . . ?
C00A C004 C005 C00D 116.9(2) . . . . ?
C00A C004 C00B C00H -0.2(4) . . . . ?
C00A C00J C00L C00H -0.4(4) . . . . ?
C00B C004 C005 C007 -179.8(2) . . . . ?
C00B C004 C005 C009 62.8(3) . . . . ?
C00B C004 C005 C00D -62.0(3) . . . . ?
C00B C004 C00A C00G -179.9(2) . . . . ?
C00B C004 C00A C00J 0.3(4) . . . . ?
C00B C00H C00L C00J 0.5(4) . . . . ?
C00C C006 C00E C009 -4.0(4) . . . . ?
C00D C005 C007 S001 66.8(3) . . . . ?
C00D C005 C007 C00G -115.6(2) . . . . ?
C00D C005 C009 C00E 5.2(4) . . . . ?
C00E C006 C00C C00D 2.9(4) . . . . ?
C00F C008 C00M C00N 0.1(4) . . . . ?
C00F C008 C00O S001 -107.6(2) . . . . ?
C00F C00I C00K C00N 0.1(4) . . . . ?
C00G C00A C00J C00L -179.7(3) . . . . ?
C00I C00K C00N C00M -0.2(4) . . . . ?
C00J C00A C00G C007 178.9(3) . . . . ?
C00M C008 C00F C00I -0.2(4) . . . . ?
C00M C008 C00O S001 70.7(3) . . . . ?
C00O S001 C007 C005 -128.8(2) . . . . ?
C00O S001 C007 C00G 54.0(3) . . . . ?
C00O C008 C00F C00I 178.1(2) . . . . ?
C00O C008 C00M C00N -178.2(3) . . . . ?
F0 S001 C007 C005 -5.7(7) . . . . ?
F0 S001 C007 C00G 177.1(7) . . . . ?
F0 S001 C00O C008 -59.5(7) . . . . ?

_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 1.705
_oxdiff_exptl_absorpt_empirical_full_min 0.815
