# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_10487
_database_code_depnum_ccdc_archive 'CCDC 2169397'
loop_
_audit_author_name
_audit_author_address
'Li-Ming Zhao'
;Jiangsu Normal University
China
;
_audit_update_record             
;
2022-04-29 deposited with the CCDC.	2022-09-05 downloaded from the CCDC.
;
_audit_creation_date             2021-12-06
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C13 H16 F N O3 S'
_chemical_formula_sum            'C13 H16 F N O3 S'
_chemical_formula_weight         285.33
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_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                   10.7846(12)
_cell_length_b                   16.6680(18)
_cell_length_c                   16.942(2)
_cell_angle_alpha                90
_cell_angle_beta                 98.592(11)
_cell_angle_gamma                90
_cell_volume                     3011.3(6)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    2712
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      21.4700
_cell_measurement_theta_min      2.4270
_shelx_estimated_absorpt_T_max   0.973
_shelx_estimated_absorpt_T_min   0.954
_exptl_absorpt_coefficient_mu    0.228
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71894
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
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    1.259
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1200
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0362
_diffrn_reflns_av_unetI/netI     0.0514
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            13084
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        24.500
_diffrn_reflns_theta_max         24.500
_diffrn_reflns_theta_min         1.910
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0606
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -38.00  34.00   1.00    7.50    --  -16.59  19.00 -30.00   72
  2  ω    -25.00  20.00   1.00    7.50    --  -16.59 -99.00 -60.00   45
  3  ω    -44.00  10.00   1.00    7.50    --   15.65 -57.00 150.00   54
  4  ω     42.00  85.00   1.00    7.50    --   15.65 178.00 -60.00   43
  5  ω     43.00  75.00   1.00    7.50    --   15.65 178.00  90.00   32
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0619424000
_diffrn_orient_matrix_UB_12      -0.0039300000
_diffrn_orient_matrix_UB_13      0.0087076000
_diffrn_orient_matrix_UB_21      -0.0045218000
_diffrn_orient_matrix_UB_22      -0.0385136000
_diffrn_orient_matrix_UB_23      -0.0182216000
_diffrn_orient_matrix_UB_31      0.0234861000
_diffrn_orient_matrix_UB_32      -0.0178414000
_diffrn_orient_matrix_UB_33      0.0372091000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2783
_reflns_number_total             5015
_reflns_odcompleteness_completeness 99.86
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.380
_refine_diff_density_min         -0.335
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     349
_refine_ls_number_reflns         5015
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.1330
_refine_ls_R_factor_gt           0.0715
_refine_ls_restrained_S_all      1.020
_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)+(0.0767P)²+1.6501P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1632
_refine_ls_wR_factor_ref         0.1998
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid bond restraints
 C7, C8
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.005
 C1, C7
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C8, S1
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
3.a Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2), C19(H19), C17(H17), C3(H3), C20(H20), C15(H15), C6(H6),
 C5(H5), C7(H7), C4(H4), C00V(H00V), C16(H16), C8(H8)
3.b Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C13(H13A,H13B,H13C), C24(H24A,H24B,H24C), C12(H12A,H12B,
 H12C), C11(H11A,H11B,H11C), C25(H25A,H25B,H25C)
;
_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 0.58359(13) 0.35472(10) 0.33439(9) 0.1030(5) Uani 1 1 d . . . . .
S1 S 0.33046(14) 0.53992(9) 0.08509(10) 0.1050(5) Uani 1 1 d . U . . .
O6 O 0.0849(3) 0.33876(16) 0.47743(14) 0.0760(8) Uani 1 1 d . . . . .
N1 N 0.0527(3) 0.25789(17) 0.11120(16) 0.0554(8) Uani 1 1 d . . . . .
H1 H 0.0574 0.2256 0.0722 0.066 Uiso 1 1 calc R U . . .
O3 O 0.1671(3) 0.32505(17) 0.21290(15) 0.0794(8) Uani 1 1 d . . . . .
N2 N 0.1612(3) 0.38281(17) 0.36779(16) 0.0618(9) Uani 1 1 d . . . . .
H2 H 0.1909 0.3671 0.3260 0.074 Uiso 1 1 calc R U . . .
C9 C 0.1583(4) 0.2789(2) 0.1550(2) 0.0575(10) Uani 1 1 d . . . . .
C21 C 0.1348(4) 0.3260(2) 0.4177(2) 0.0588(10) Uani 1 1 d . . . . .
O2 O 0.2013(3) 0.5459(2) 0.0798(2) 0.1236(13) Uani 1 1 d . . . . .
C10 C -0.0725(4) 0.2847(2) 0.1230(2) 0.0629(10) Uani 1 1 d . . . . .
C2 C 0.2764(3) 0.2461(2) 0.1301(2) 0.0581(10) Uani 1 1 d . . . . .
C18 C 0.1680(4) 0.2418(2) 0.3964(2) 0.0595(10) Uani 1 1 d . . . . .
C14 C 0.2834(4) 0.2220(2) 0.3741(2) 0.0666(11) Uani 1 1 d . . . . .
C1 C 0.3604(4) 0.2987(3) 0.1031(2) 0.0719(11) Uani 1 1 d . U . . .
C19 C 0.3840(4) 0.2812(3) 0.3738(2) 0.0714(11) Uani 1 1 d . . . . .
H19 H 0.3852 0.3237 0.4095 0.086 Uiso 1 1 calc R U . . .
F2 F 0.7013(3) 0.3099(3) 0.3652(3) 0.1845(18) Uani 1 1 d . . . . .
F1 F 0.3880(4) 0.5784(2) 0.1637(3) 0.1600(14) Uani 1 1 d . . . . .
C22 C 0.1450(5) 0.4699(2) 0.3767(2) 0.0761(13) Uani 1 1 d . . . . .
C17 C 0.0789(4) 0.1828(3) 0.3990(2) 0.0775(12) Uani 1 1 d . . . . .
H17 H 0.0023 0.1957 0.4147 0.093 Uiso 1 1 calc R U . . .
C3 C 0.3025(4) 0.1655(3) 0.1367(2) 0.0748(12) Uani 1 1 d . . . . .
H3 H 0.2444 0.1307 0.1537 0.090 Uiso 1 1 calc R U . . .
C20 C 0.4722(4) 0.2803(3) 0.3284(3) 0.0793(12) Uani 1 1 d . . . . .
H20 H 0.4746 0.2386 0.2922 0.095 Uiso 1 1 calc R U . . .
O1 O 0.3853(4) 0.5755(3) 0.0249(3) 0.176(2) Uani 1 1 d . . . . .
C15 C 0.3042(5) 0.1425(3) 0.3533(3) 0.0903(14) Uani 1 1 d . . . . .
H15 H 0.3805 0.1283 0.3379 0.108 Uiso 1 1 calc R U . . .
C6 C 0.4714(4) 0.2673(4) 0.0837(3) 0.0935(15) Uani 1 1 d . . . . .
H6 H 0.5288 0.3015 0.0650 0.112 Uiso 1 1 calc R U . . .
C23 C 0.2174(5) 0.4971(3) 0.4565(3) 0.1057(17) Uani 1 1 d . . . . .
H23A H 0.1841 0.4709 0.4993 0.159 Uiso 1 1 calc R U . . .
H23B H 0.2094 0.5541 0.4617 0.159 Uiso 1 1 calc R U . . .
H23C H 0.3043 0.4833 0.4589 0.159 Uiso 1 1 calc R U . . .
C5 C 0.4976(5) 0.1876(4) 0.0916(3) 0.1022(16) Uani 1 1 d . . . . .
H5 H 0.5730 0.1682 0.0789 0.123 Uiso 1 1 calc R U . . .
C7 C 0.3263(5) 0.3863(3) 0.0961(3) 0.0928(15) Uani 1 1 d . U . . .
H7 H 0.2408 0.3964 0.0922 0.111 Uiso 1 1 calc R U . . .
C4 C 0.4143(5) 0.1355(3) 0.1182(3) 0.0918(14) Uani 1 1 d . . . . .
H4 H 0.4327 0.0811 0.1236 0.110 Uiso 1 1 calc R U . . .
C13 C -0.1635(4) 0.2482(3) 0.0555(3) 0.0946(15) Uani 1 1 d . . . . .
H13A H -0.1417 0.2653 0.0052 0.142 Uiso 1 1 calc R U . . .
H13B H -0.2472 0.2655 0.0597 0.142 Uiso 1 1 calc R U . . .
H13C H -0.1591 0.1908 0.0589 0.142 Uiso 1 1 calc R U . . .
C00V C 0.1024(6) 0.1052(3) 0.3788(3) 0.1000(16) Uani 1 1 d . . . . .
H00V H 0.0418 0.0660 0.3811 0.120 Uiso 1 1 calc R U . . .
C24 C 0.2014(6) 0.5085(3) 0.3084(3) 0.1118(19) Uani 1 1 d . . . . .
H24A H 0.2863 0.4905 0.3100 0.168 Uiso 1 1 calc R U . . .
H24B H 0.2003 0.5658 0.3139 0.168 Uiso 1 1 calc R U . . .
H24C H 0.1531 0.4934 0.2583 0.168 Uiso 1 1 calc R U . . .
C16 C 0.2129(6) 0.0851(3) 0.3553(3) 0.1077(17) Uani 1 1 d . . . . .
H16 H 0.2272 0.0326 0.3406 0.129 Uiso 1 1 calc R U . . .
C12 C -0.0808(5) 0.3756(3) 0.1174(3) 0.1014(16) Uani 1 1 d . . . . .
H12A H -0.0255 0.3990 0.1609 0.152 Uiso 1 1 calc R U . . .
H12B H -0.1654 0.3922 0.1199 0.152 Uiso 1 1 calc R U . . .
H12C H -0.0569 0.3929 0.0677 0.152 Uiso 1 1 calc R U . . .
C11 C -0.1013(5) 0.2561(3) 0.2035(3) 0.1043(16) Uani 1 1 d . . . . .
H11A H -0.0915 0.1989 0.2071 0.156 Uiso 1 1 calc R U . . .
H11B H -0.1860 0.2701 0.2089 0.156 Uiso 1 1 calc R U . . .
H11C H -0.0446 0.2811 0.2454 0.156 Uiso 1 1 calc R U . . .
C25 C 0.0079(5) 0.4891(3) 0.3701(3) 0.1121(18) Uani 1 1 d . . . . .
H25A H -0.0341 0.4731 0.3186 0.168 Uiso 1 1 calc R U . . .
H25B H -0.0025 0.5458 0.3768 0.168 Uiso 1 1 calc R U . . .
H25C H -0.0274 0.4608 0.4108 0.168 Uiso 1 1 calc R U . . .
C8 C 0.3886(6) 0.4447(3) 0.0948(4) 0.122(2) Uani 1 1 d . U . . .
H8 H 0.4750 0.4382 0.0993 0.146 Uiso 1 1 calc R U . . .
O4 O 0.6028(4) 0.3783(3) 0.2582(2) 0.1474(16) Uani 1 1 d . . . . .
O5 O 0.5665(4) 0.4109(3) 0.3911(3) 0.170(2) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S2 F2 1.499(4) . ?
S2 C20 1.719(5) . ?
S2 O4 1.394(4) . ?
S2 O5 1.374(4) . ?
S1 O2 1.386(3) . ?
S1 F1 1.525(4) . ?
S1 O1 1.387(4) . ?
S1 C8 1.705(6) . ?
O6 C21 1.234(4) . ?
N1 H1 0.8600 . ?
N1 C9 1.311(4) . ?
N1 C10 1.464(4) . ?
O3 C9 1.238(4) . ?
N2 H2 0.8600 . ?
N2 C21 1.328(4) . ?
N2 C22 1.472(5) . ?
C9 C2 1.503(5) . ?
C21 C18 1.505(5) . ?
C10 C13 1.518(6) . ?
C10 C12 1.520(6) . ?
C10 C11 1.521(6) . ?
C2 C1 1.388(5) . ?
C2 C3 1.374(5) . ?
C18 C14 1.393(5) . ?
C18 C17 1.381(5) . ?
C14 C19 1.467(6) . ?
C14 C15 1.397(6) . ?
C1 C6 1.389(6) . ?
C1 C7 1.507(6) . ?
C19 H19 0.9300 . ?
C19 C20 1.311(5) . ?
C22 C23 1.526(6) . ?
C22 C24 1.528(6) . ?
C22 C25 1.500(6) . ?
C17 H17 0.9300 . ?
C17 C00V 1.371(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.384(6) . ?
C20 H20 0.9300 . ?
C15 H15 0.9300 . ?
C15 C16 1.377(7) . ?
C6 H6 0.9300 . ?
C6 C5 1.361(7) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C5 H5 0.9300 . ?
C5 C4 1.373(7) . ?
C7 H7 0.9300 . ?
C7 C8 1.185(6) . ?
C4 H4 0.9300 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C00V H00V 0.9300 . ?
C00V C16 1.354(7) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C16 H16 0.9300 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C8 H8 0.9300 . ?

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
F2 S2 C20 102.1(2) . . ?
O4 S2 F2 103.2(3) . . ?
O4 S2 C20 110.3(2) . . ?
O5 S2 F2 107.0(3) . . ?
O5 S2 C20 111.6(2) . . ?
O5 S2 O4 120.6(3) . . ?
O2 S1 F1 107.5(3) . . ?
O2 S1 O1 117.2(3) . . ?
O2 S1 C8 115.2(3) . . ?
F1 S1 C8 102.2(3) . . ?
O1 S1 F1 107.4(3) . . ?
O1 S1 C8 106.1(3) . . ?
C9 N1 H1 117.2 . . ?
C9 N1 C10 125.6(3) . . ?
C10 N1 H1 117.2 . . ?
C21 N2 H2 116.7 . . ?
C21 N2 C22 126.7(3) . . ?
C22 N2 H2 116.7 . . ?
N1 C9 C2 116.3(3) . . ?
O3 C9 N1 124.9(4) . . ?
O3 C9 C2 118.7(3) . . ?
O6 C21 N2 124.1(4) . . ?
O6 C21 C18 120.4(3) . . ?
N2 C21 C18 115.5(3) . . ?
N1 C10 C13 106.3(3) . . ?
N1 C10 C12 110.1(3) . . ?
N1 C10 C11 110.1(3) . . ?
C13 C10 C12 109.1(4) . . ?
C13 C10 C11 110.7(4) . . ?
C12 C10 C11 110.5(4) . . ?
C1 C2 C9 119.0(4) . . ?
C3 C2 C9 120.4(4) . . ?
C3 C2 C1 120.5(4) . . ?
C14 C18 C21 122.7(4) . . ?
C17 C18 C21 117.7(4) . . ?
C17 C18 C14 119.6(4) . . ?
C18 C14 C19 122.1(4) . . ?
C18 C14 C15 118.5(4) . . ?
C15 C14 C19 119.4(4) . . ?
C2 C1 C6 118.0(4) . . ?
C2 C1 C7 118.3(4) . . ?
C6 C1 C7 123.7(4) . . ?
C14 C19 H19 116.7 . . ?
C20 C19 C14 126.6(4) . . ?
C20 C19 H19 116.7 . . ?
N2 C22 C23 109.3(4) . . ?
N2 C22 C24 105.7(3) . . ?
N2 C22 C25 109.5(4) . . ?
C23 C22 C24 109.7(4) . . ?
C25 C22 C23 111.7(4) . . ?
C25 C22 C24 110.7(4) . . ?
C18 C17 H17 119.7 . . ?
C00V C17 C18 120.6(5) . . ?
C00V C17 H17 119.7 . . ?
C2 C3 H3 119.7 . . ?
C2 C3 C4 120.7(4) . . ?
C4 C3 H3 119.7 . . ?
S2 C20 H20 119.4 . . ?
C19 C20 S2 121.3(4) . . ?
C19 C20 H20 119.4 . . ?
C14 C15 H15 119.7 . . ?
C16 C15 C14 120.6(5) . . ?
C16 C15 H15 119.7 . . ?
C1 C6 H6 119.4 . . ?
C5 C6 C1 121.2(5) . . ?
C5 C6 H6 119.4 . . ?
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 . . ?
C6 C5 H5 119.6 . . ?
C6 C5 C4 120.9(5) . . ?
C4 C5 H5 119.6 . . ?
C1 C7 H7 114.1 . . ?
C8 C7 C1 131.7(5) . . ?
C8 C7 H7 114.1 . . ?
C3 C4 H4 120.6 . . ?
C5 C4 C3 118.8(5) . . ?
C5 C4 H4 120.6 . . ?
C10 C13 H13A 109.5 . . ?
C10 C13 H13B 109.5 . . ?
C10 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C17 C00V H00V 119.7 . . ?
C16 C00V C17 120.7(5) . . ?
C16 C00V H00V 119.7 . . ?
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 . . ?
C15 C16 H16 120.0 . . ?
C00V C16 C15 120.0(5) . . ?
C00V C16 H16 120.0 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C22 C25 H25A 109.5 . . ?
C22 C25 H25B 109.5 . . ?
C22 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
S1 C8 H8 117.8 . . ?
C7 C8 S1 124.4(5) . . ?
C7 C8 H8 117.8 . . ?

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
O6 C21 C18 C14 -134.2(4) . . . . ?
O6 C21 C18 C17 46.1(5) . . . . ?
N1 C9 C2 C1 114.2(4) . . . . ?
N1 C9 C2 C3 -67.9(5) . . . . ?
O3 C9 C2 C1 -63.7(5) . . . . ?
O3 C9 C2 C3 114.2(4) . . . . ?
N2 C21 C18 C14 46.7(5) . . . . ?
N2 C21 C18 C17 -133.0(4) . . . . ?
C9 N1 C10 C13 177.1(4) . . . . ?
C9 N1 C10 C12 59.1(5) . . . . ?
C9 N1 C10 C11 -63.0(5) . . . . ?
C9 C2 C1 C6 177.2(4) . . . . ?
C9 C2 C1 C7 -2.9(5) . . . . ?
C9 C2 C3 C4 -176.3(4) . . . . ?
C21 N2 C22 C23 56.4(6) . . . . ?
C21 N2 C22 C24 174.3(4) . . . . ?
C21 N2 C22 C25 -66.4(5) . . . . ?
C21 C18 C14 C19 3.3(6) . . . . ?
C21 C18 C14 C15 -178.2(4) . . . . ?
C21 C18 C17 C00V 178.7(4) . . . . ?
O2 S1 C8 C7 0.9(7) . . . . ?
C10 N1 C9 O3 -0.3(6) . . . . ?
C10 N1 C9 C2 -178.0(3) . . . . ?
C2 C1 C6 C5 -0.5(7) . . . . ?
C2 C1 C7 C8 158.2(6) . . . . ?
C2 C3 C4 C5 -1.3(7) . . . . ?
C18 C14 C19 C20 -152.1(4) . . . . ?
C18 C14 C15 C16 -0.5(7) . . . . ?
C18 C17 C00V C16 -0.4(8) . . . . ?
C14 C18 C17 C00V -1.0(6) . . . . ?
C14 C19 C20 S2 179.5(3) . . . . ?
C14 C15 C16 C00V -0.9(8) . . . . ?
C1 C2 C3 C4 1.5(6) . . . . ?
C1 C6 C5 C4 0.8(8) . . . . ?
C1 C7 C8 S1 179.1(4) . . . . ?
C19 C14 C15 C16 178.1(4) . . . . ?
F2 S2 C20 C19 114.4(4) . . . . ?
F1 S1 C8 C7 117.1(6) . . . . ?
C22 N2 C21 O6 4.5(6) . . . . ?
C22 N2 C21 C18 -176.4(4) . . . . ?
C17 C18 C14 C19 -177.1(4) . . . . ?
C17 C18 C14 C15 1.5(6) . . . . ?
C17 C00V C16 C15 1.4(9) . . . . ?
C3 C2 C1 C6 -0.6(6) . . . . ?
C3 C2 C1 C7 179.3(4) . . . . ?
O1 S1 C8 C7 -130.5(6) . . . . ?
C15 C14 C19 C20 29.4(6) . . . . ?
C6 C1 C7 C8 -21.9(9) . . . . ?
C6 C5 C4 C3 0.1(8) . . . . ?
C7 C1 C6 C5 179.6(4) . . . . ?
O4 S2 C20 C19 -136.5(4) . . . . ?
O5 S2 C20 C19 0.4(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 1.362
_oxdiff_exptl_absorpt_empirical_full_min 0.608
