# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_20210528mat2
_database_code_depnum_ccdc_archive 'CCDC 2324904'
loop_
_audit_author_name
_audit_author_address
'Mio Matsumura'
;Aichi Gakuin University
Japan
;
_audit_update_record             
;
2024-01-11 deposited with the CCDC.	2024-03-14 downloaded from the CCDC.
;
_audit_creation_date             2021-05-29
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H17 F3 N2 O3 S'
_chemical_formula_sum            'C23 H17 F3 N2 O3 S'
_chemical_formula_weight         458.44
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C23 H17 F3 N2 O3 S1'
_chemical_oxdiff_usercomment     MKA21-15
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'
N N 0.0311 0.0180 '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'
F F 0.0727 0.0534 '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                   7.5716(2)
_cell_length_b                   10.5701(3)
_cell_length_c                   13.3435(4)
_cell_angle_alpha                81.216(2)
_cell_angle_beta                 83.633(2)
_cell_angle_gamma                76.137(2)
_cell_volume                     1021.57(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6767
_cell_measurement_temperature    100
_cell_measurement_theta_max      68.2020
_cell_measurement_theta_min      3.3370
_shelx_estimated_absorpt_T_max   0.766
_shelx_estimated_absorpt_T_min   0.579
_exptl_absorpt_coefficient_mu    1.919
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76016
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.80a (Rigaku Oxford Diffraction, 2020)
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    1.490
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             472
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
3 6 5 0.1213
0 0 -8 0.0796
-2 -4 -8 0.1006
0 0 9 0.0662
0 6 -3 0.1161
-5 1 0 0.1759
-5 -2 1 0.1827
1 -6 3 0.1020
5 0 0 0.0880
0 5 6 0.1241
-3 -5 3 0.1512
-3 0 6 0.1030
0 -4 -7 0.1142

_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.272
_exptl_crystal_size_min          0.147
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
2.9393 5.5982 4.7928 0.1009 0.7748 0.6242
0.1220 0.1201 -8.4937 -0.1157 -0.8664 0.4858
-1.9459 -3.7640 -7.6522 -0.1286 -0.9759 -0.1762
-0.0748 -0.0308 8.5176 0.1166 0.8733 -0.4730
-0.1321 5.9708 -2.6696 0.6023 -0.1469 0.7847
-4.5209 1.0874 -0.1024 0.9289 -0.2228 -0.2960
-4.7291 -1.9614 1.2843 0.6715 -0.1598 -0.7235
0.5473 -5.8497 2.5798 -0.6662 0.1621 -0.7279
4.6850 -0.3357 -0.2491 -0.8860 0.2121 0.4124
-0.4459 5.0873 6.0154 0.6769 0.7119 0.1873
-2.9656 -4.8282 3.4798 0.0859 0.0940 -0.9919
-2.8332 0.1949 6.4575 0.6136 0.5216 -0.5928
0.1536 -3.9223 -7.4855 -0.5229 -0.8523 -0.0074

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0321
_diffrn_reflns_av_unetI/netI     0.0310
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8540
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.332
_diffrn_reflns_theta_min         3.362
_diffrn_ambient_temperature      100
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     21.00  47.00   0.50    0.20    --   40.40  50.00   0.00   52
  2  ω     81.00 106.00   0.50    0.20    --   40.40  50.00   0.00   50
  3  ω     78.00 104.00   0.50    0.20    --   40.40  63.00  90.00   52
  4  ω     63.00  90.00   0.50    0.20    --   40.40 138.00 120.00   54
  5  ω     74.00 162.00   0.50    0.20    --   96.04  59.00 120.00  176
  6  ω    102.00 165.00   0.50    0.20    --   96.04  77.00  30.00  126
  7  ω    101.00 163.00   0.50    0.20    --   96.04  59.00  90.00  124
  8  ω     96.00 121.00   0.50    0.20    --   96.04  85.00 142.00   50
  9  ω     70.00 165.00   0.50    0.20    --   96.04  77.00  60.00  190
 10  ω     85.00 153.00   0.50    0.20    --   96.04  33.00-120.00  136
 11  ω     71.00 163.00   0.50    0.20    --   96.04  77.00-180.00  184
 12  ω     61.00  87.00   0.50    0.20    --   40.40 138.00-180.00   52
 13  ω     -3.00  22.00   0.50    0.20    --  -40.71  37.00 -60.00   50
 14  ω     -1.00  24.00   0.50    0.20    --  -40.71  37.00 -90.00   50
 15  ω    -12.00  28.00   0.50    0.20    --  -40.71  77.00 -60.00   80
 16  ω    -30.00  26.00   0.50    0.20    --  -40.71  25.00-120.00  112
 17  ω    -38.00  -9.00   0.50    0.20    --  -40.71  37.00 -60.00   58
 18  ω    -38.00 -12.00   0.50    0.20    --  -40.71  37.00 -90.00   52
 19  ω    -67.00 -23.00   0.50    0.20    --  -40.71  77.00 -60.00   88
 20  ω    -57.00 -31.00   0.50    0.20    --  -96.35  50.00-120.00   52
 21  ω    -55.00 -30.00   0.50    0.20    --  -96.35  50.00 -90.00   50
 22  ω    -69.00 -31.00   0.50    0.20    --  -96.35  59.00 -90.00   76
 23  ω    -82.00 -31.00   0.50    0.20    --  -96.35  68.00 -90.00  102
 24  ω    -83.00 -30.00   0.50    0.20    --  -96.35  77.00 -60.00  106
 25  ω   -107.00 -29.00   0.50    0.20    --  -96.35  96.00 -60.00  156
 26  ω   -104.00 -79.00   0.50    0.20    --  -96.35  77.00 -90.00   50
 27  ω   -113.00 -30.00   0.50    0.20    --  -96.35 117.00 -60.00  166
 28  ω    -22.00  29.00   0.50    0.20    --  -40.71  25.00 120.00  102
 29  ω     -7.00  25.00   0.50    0.20    --  -40.71  85.00 142.00   64
 30  ω     26.00  69.00   0.50    0.20    --   40.40  63.00  90.00   86
 31  ω      3.00  31.00   0.50    0.20    --   40.40 -25.00  60.00   56
 32  ω     10.00  69.00   0.50    0.20    --   40.40 -85.00  23.00  118
 33  ω     34.00  79.00   0.50    0.20    --   40.40-138.00  30.00   90
 34  ω     44.00  70.00   0.50    0.20    --   40.40-138.00 -90.00   52
 35  ω     52.00  77.00   0.50    0.20    --   96.04 -85.00  23.00   50
 36  ω     37.00  68.00   0.50    0.20    --   96.04 -59.00  60.00   62
 37  ω     39.00  69.00   0.50    0.20    --   96.04 -59.00  30.00   60
 38  ω      8.00  33.00   0.50    0.20    --   40.40 -37.00 -30.00   50
 39  ω    -29.00  -4.00   0.50    0.20    --   40.40 -85.00  23.00   50
 40  ω    -21.00  13.00   0.50    0.20    --   40.40 -37.00 120.00   68
 41  ω    -28.00  -3.00   0.50    0.20    --   40.40 -25.00  60.00   50
 42  ω    -61.00 -17.00   0.50    0.20    --  -40.71  85.00 142.00   88
 43  ω    -87.00 -61.00   0.50    0.20    --  -96.35 117.00 150.00   52
 44  ω   -113.00 -88.00   0.50    0.20    --  -96.35 117.00 150.00   50
 45  ω   -121.00 -69.00   0.50    0.20    --  -96.35  85.00 142.00  104
 46  ω   -119.00 -29.00   0.50    0.20    --  -96.35 144.00  90.00  180
 47  ω   -123.00 -33.00   0.50    0.20    --  -96.35 144.00 -60.00  180
 48  ω   -137.00-111.00   0.50    0.20    --  -96.35 -33.00-120.00   52
 49  ω   -163.00 -98.00   0.50    0.20    --  -96.35-117.00   0.00  130
 50  ω   -130.00-104.00   0.50    0.20    --  -96.35 -85.00  23.00   52
 51  ω   -118.00 -73.00   0.50    0.20    --  -96.35 -68.00  30.00   90
 52  ω   -156.00-130.00   0.50    0.20    --  -96.35 -68.00  30.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1811036000
_diffrn_orient_matrix_UB_12      0.1024382000
_diffrn_orient_matrix_UB_13      0.0124669000
_diffrn_orient_matrix_UB_21      0.0523861000
_diffrn_orient_matrix_UB_22      0.0226422000
_diffrn_orient_matrix_UB_23      0.1030757000
_diffrn_orient_matrix_UB_31      0.0929612000
_diffrn_orient_matrix_UB_32      0.1091860000
_diffrn_orient_matrix_UB_33      -0.0543158000
_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                3503
_reflns_number_total             3708
_reflns_odcompleteness_completeness 99.95
_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 1.171.40.80a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.80a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.80a (Rigaku OD, 2020)'
_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         0.217
_refine_diff_density_min         -0.543
_refine_diff_density_rms         0.075
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     290
_refine_ls_number_reflns         3708
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0382
_refine_ls_R_factor_gt           0.0367
_refine_ls_restrained_S_all      1.070
_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)+(0.0549P)²+0.3700P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0971
_refine_ls_wR_factor_ref         0.0986
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C14(H14), C17(H17), C12(H12), C21(H21), C20(H20), C9(H9), C6(H6), C2(H2),
 C18(H18), C10(H10), C3(H3), C11(H11), C4(H4), C5(H5)
2.b Idealised Me refined as rotating group:
 C22(H22a,H22b,H22c)
;
_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 -0.23735(5) -0.11188(3) 0.74853(3) 0.01882(12) Uani 1 1 d . . . . .
F1 F -0.14201(15) -0.02745(11) 0.90575(8) 0.0360(3) Uani 1 1 d . . . . .
F2 F -0.43187(15) 0.01203(11) 0.89352(8) 0.0407(3) Uani 1 1 d . . . . .
F3 F -0.28325(17) -0.18453(10) 0.94452(8) 0.0398(3) Uani 1 1 d . . . . .
O3 O -0.06260(15) -0.20381(11) 0.74638(8) 0.0244(3) Uani 1 1 d . . . . .
O1 O -0.23898(16) 0.01494(11) 0.68934(9) 0.0260(3) Uani 1 1 d . . . . .
O2 O -0.38995(16) -0.16660(11) 0.73797(10) 0.0291(3) Uani 1 1 d . . . . .
N2 N -0.11176(16) 0.33696(12) 0.62740(9) 0.0160(3) Uani 1 1 d . . . . .
N1 N 0.05199(17) 0.16007(12) 0.56669(10) 0.0178(3) Uani 1 1 d . . . . .
C7 C -0.1286(2) 0.35254(14) 0.52207(11) 0.0168(3) Uani 1 1 d . . . . .
C14 C -0.2902(2) 0.55196(14) 0.63908(11) 0.0185(3) Uani 1 1 d . . . . .
H14 H -0.344321 0.621151 0.678306 0.022 Uiso 1 1 calc R U . . .
C8 C -0.22957(19) 0.47407(14) 0.47152(11) 0.0170(3) Uani 1 1 d . . . . .
C1 C 0.0046(2) 0.21821(14) 0.65401(11) 0.0170(3) Uani 1 1 d . . . . .
C13 C -0.3071(2) 0.57596(15) 0.53101(11) 0.0180(3) Uani 1 1 d . . . . .
C17 C -0.2843(2) 0.30260(15) 0.84930(11) 0.0188(3) Uani 1 1 d . . . . .
H17 H -0.309693 0.241258 0.810934 0.023 Uiso 1 1 calc R U . . .
C16 C -0.2136(2) 0.40840(14) 0.79978(11) 0.0174(3) Uani 1 1 d . . . . .
C12 C -0.4067(2) 0.69503(15) 0.48307(12) 0.0214(3) Uani 1 1 d . . . . .
H12 H -0.460534 0.764521 0.522056 0.026 Uiso 1 1 calc R U . . .
C21 C -0.1767(2) 0.49736(15) 0.85743(12) 0.0197(3) Uani 1 1 d . . . . .
H21 H -0.127878 0.569309 0.824833 0.024 Uiso 1 1 calc R U . . .
C15 C -0.2018(2) 0.43668(14) 0.68761(11) 0.0168(3) Uani 1 1 d . . . . .
C20 C -0.2114(2) 0.48067(15) 0.96240(12) 0.0213(3) Uani 1 1 d . . . . .
H20 H -0.186177 0.541993 1.000838 0.026 Uiso 1 1 calc R U . . .
C9 C -0.2480(2) 0.49287(15) 0.36651(12) 0.0208(3) Uani 1 1 d . . . . .
H9 H -0.192971 0.424636 0.326533 0.025 Uiso 1 1 calc R U . . .
C6 C -0.0292(2) 0.24148(14) 0.48552(11) 0.0183(3) Uani 1 1 d . . . . .
H6 H -0.017894 0.223508 0.417190 0.022 Uiso 1 1 calc R U . . .
C2 C 0.0819(2) 0.15583(15) 0.74448(12) 0.0201(3) Uani 1 1 d . . . . .
H2 H 0.053406 0.195943 0.805084 0.024 Uiso 1 1 calc R U . . .
C18 C -0.3174(2) 0.28702(15) 0.95441(12) 0.0207(3) Uani 1 1 d . . . . .
H18 H -0.364657 0.214443 0.987213 0.025 Uiso 1 1 calc R U . . .
C19 C -0.2826(2) 0.37586(15) 1.01272(11) 0.0199(3) Uani 1 1 d . . . . .
C10 C -0.3466(2) 0.61119(16) 0.32177(12) 0.0232(3) Uani 1 1 d . . . . .
H10 H -0.359802 0.624086 0.250717 0.028 Uiso 1 1 calc R U . . .
C22 C -0.3206(2) 0.35938(17) 1.12647(12) 0.0268(4) Uani 1 1 d . . . . .
H22A H -0.205859 0.322637 1.158673 0.040 Uiso 1 1 calc R U . . .
H22B H -0.403226 0.299703 1.146166 0.040 Uiso 1 1 calc R U . . .
H22C H -0.377472 0.445078 1.148669 0.040 Uiso 1 1 calc R U . . .
C3 C 0.1992(2) 0.03574(16) 0.74305(13) 0.0237(3) Uani 1 1 d . . . . .
H3 H 0.252357 -0.008623 0.803692 0.028 Uiso 1 1 calc R U . . .
C11 C -0.4277(2) 0.71262(16) 0.38007(12) 0.0233(3) Uani 1 1 d . . . . .
H11 H -0.496867 0.793331 0.348747 0.028 Uiso 1 1 calc R U . . .
C4 C 0.2428(2) -0.02358(16) 0.65279(13) 0.0249(3) Uani 1 1 d . . . . .
H4 H 0.323138 -0.107862 0.653548 0.030 Uiso 1 1 calc R U . . .
C23 C -0.2748(2) -0.07625(16) 0.87977(13) 0.0266(4) Uani 1 1 d . . . . .
C5 C 0.1708(2) 0.03902(15) 0.56522(12) 0.0220(3) Uani 1 1 d . . . . .
H5 H 0.201537 0.000304 0.504037 0.026 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 O3 1.4421(11) . ?
S1 O1 1.4463(12) . ?
S1 O2 1.4390(12) . ?
S1 C23 1.8246(17) . ?
F1 C23 1.333(2) . ?
F2 C23 1.338(2) . ?
F3 C23 1.3347(19) . ?
O1 N1 3.1526(17) . ?
O1 C1 3.1044(18) . ?
N2 C7 1.4063(19) . ?
N2 C1 1.3716(19) . ?
N2 C15 1.4191(18) . ?
N1 C1 1.3727(19) . ?
N1 C6 1.379(2) . ?
N1 C5 1.3781(19) . ?
C7 C8 1.438(2) . ?
C7 C6 1.361(2) . ?
C14 H14 0.9500 . ?
C14 C13 1.440(2) . ?
C14 C15 1.348(2) . ?
C8 C13 1.410(2) . ?
C8 C9 1.403(2) . ?
C1 C2 1.401(2) . ?
C13 C12 1.403(2) . ?
C17 H17 0.9500 . ?
C17 C16 1.399(2) . ?
C17 C18 1.389(2) . ?
C16 C21 1.396(2) . ?
C16 C15 1.478(2) . ?
C12 H12 0.9500 . ?
C12 C11 1.380(2) . ?
C21 H21 0.9500 . ?
C21 C20 1.388(2) . ?
C20 H20 0.9500 . ?
C20 C19 1.395(2) . ?
C9 H9 0.9500 . ?
C9 C10 1.379(2) . ?
C6 H6 0.9500 . ?
C2 H2 0.9500 . ?
C2 C3 1.365(2) . ?
C18 H18 0.9500 . ?
C18 C19 1.394(2) . ?
C19 C22 1.504(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.402(2) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C3 H3 0.9500 . ?
C3 C4 1.413(2) . ?
C11 H11 0.9500 . ?
C4 H4 0.9500 . ?
C4 C5 1.354(2) . ?
C5 H5 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
O3 S1 O1 114.74(7) . . ?
O3 S1 C23 103.40(7) . . ?
O1 S1 C23 103.84(7) . . ?
O2 S1 O3 114.81(7) . . ?
O2 S1 O1 114.92(7) . . ?
O2 S1 C23 102.86(7) . . ?
S1 O1 N1 136.62(7) . . ?
S1 O1 C1 137.29(7) . . ?
C1 O1 N1 25.33(4) . . ?
C7 N2 C15 121.38(12) . . ?
C1 N2 C7 108.40(12) . . ?
C1 N2 C15 130.19(13) . . ?
C1 N1 O1 75.37(8) . . ?
C1 N1 C6 110.48(12) . . ?
C1 N1 C5 121.98(13) . . ?
C6 N1 O1 108.03(9) . . ?
C5 N1 O1 88.07(9) . . ?
C5 N1 C6 127.50(13) . . ?
N2 C7 C8 120.40(13) . . ?
C6 C7 N2 107.99(13) . . ?
C6 C7 C8 131.51(14) . . ?
C13 C14 H14 118.2 . . ?
C15 C14 H14 118.2 . . ?
C15 C14 C13 123.57(14) . . ?
C13 C8 C7 117.61(13) . . ?
C9 C8 C7 121.75(14) . . ?
C9 C8 C13 120.63(14) . . ?
N2 C1 O1 105.07(9) . . ?
N2 C1 N1 106.24(12) . . ?
N2 C1 C2 133.81(14) . . ?
N1 C1 O1 79.30(8) . . ?
N1 C1 C2 119.87(13) . . ?
C2 C1 O1 86.87(9) . . ?
C8 C13 C14 119.14(14) . . ?
C12 C13 C14 122.36(14) . . ?
C12 C13 C8 118.41(14) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 H17 119.9 . . ?
C18 C17 C16 120.15(14) . . ?
C17 C16 C15 120.61(13) . . ?
C21 C16 C17 119.12(14) . . ?
C21 C16 C15 119.74(13) . . ?
C13 C12 H12 119.5 . . ?
C11 C12 C13 120.93(15) . . ?
C11 C12 H12 119.5 . . ?
C16 C21 H21 120.0 . . ?
C20 C21 C16 119.99(14) . . ?
C20 C21 H21 120.0 . . ?
N2 C15 C16 120.29(13) . . ?
C14 C15 N2 117.62(13) . . ?
C14 C15 C16 121.75(13) . . ?
C21 C20 H20 119.3 . . ?
C21 C20 C19 121.48(14) . . ?
C19 C20 H20 119.3 . . ?
C8 C9 H9 120.3 . . ?
C10 C9 C8 119.46(15) . . ?
C10 C9 H9 120.3 . . ?
N1 C6 H6 126.6 . . ?
C7 C6 N1 106.83(13) . . ?
C7 C6 H6 126.6 . . ?
C1 C2 H2 120.9 . . ?
C3 C2 C1 118.10(14) . . ?
C3 C2 H2 120.9 . . ?
C17 C18 H18 119.4 . . ?
C17 C18 C19 121.26(14) . . ?
C19 C18 H18 119.4 . . ?
C20 C19 C22 120.93(14) . . ?
C18 C19 C20 118.00(14) . . ?
C18 C19 C22 121.07(14) . . ?
C9 C10 H10 119.7 . . ?
C9 C10 C11 120.67(15) . . ?
C11 C10 H10 119.7 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C2 C3 H3 119.5 . . ?
C2 C3 C4 121.03(15) . . ?
C4 C3 H3 119.5 . . ?
C12 C11 C10 119.88(15) . . ?
C12 C11 H11 120.1 . . ?
C10 C11 H11 120.1 . . ?
C3 C4 H4 119.8 . . ?
C5 C4 C3 120.36(15) . . ?
C5 C4 H4 119.8 . . ?
F1 C23 S1 112.08(11) . . ?
F1 C23 F2 107.42(13) . . ?
F1 C23 F3 107.58(14) . . ?
F2 C23 S1 110.69(12) . . ?
F3 C23 S1 111.09(11) . . ?
F3 C23 F2 107.79(13) . . ?
N1 C5 H5 120.7 . . ?
C4 C5 N1 118.62(14) . . ?
C4 C5 H5 120.7 . . ?

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
O3 S1 O1 N1 -6.65(12) . . . . ?
O3 S1 O1 C1 -44.11(12) . . . . ?
O3 S1 C23 F1 58.33(13) . . . . ?
O3 S1 C23 F2 178.24(11) . . . . ?
O3 S1 C23 F3 -62.05(13) . . . . ?
O1 S1 C23 F1 -61.79(13) . . . . ?
O1 S1 C23 F2 58.12(13) . . . . ?
O1 S1 C23 F3 177.83(12) . . . . ?
O1 N1 C1 N2 -102.74(10) . . . . ?
O1 N1 C1 C2 80.06(13) . . . . ?
O1 N1 C6 C7 80.86(12) . . . . ?
O1 N1 C5 C4 -71.63(14) . . . . ?
O1 C1 C2 C3 73.83(14) . . . . ?
O2 S1 O1 N1 -142.99(9) . . . . ?
O2 S1 O1 C1 179.55(9) . . . . ?
O2 S1 C23 F1 178.12(11) . . . . ?
O2 S1 C23 F2 -61.97(12) . . . . ?
O2 S1 C23 F3 57.75(14) . . . . ?
N2 C7 C8 C13 1.0(2) . . . . ?
N2 C7 C8 C9 179.67(13) . . . . ?
N2 C7 C6 N1 -1.65(16) . . . . ?
N2 C1 C2 C3 -178.20(15) . . . . ?
N1 C1 C2 C3 -1.9(2) . . . . ?
C7 N2 C1 O1 -85.37(11) . . . . ?
C7 N2 C1 N1 -2.37(15) . . . . ?
C7 N2 C1 C2 174.26(16) . . . . ?
C7 N2 C15 C14 -6.1(2) . . . . ?
C7 N2 C15 C16 167.44(13) . . . . ?
C7 C8 C13 C14 -3.2(2) . . . . ?
C7 C8 C13 C12 -179.74(13) . . . . ?
C7 C8 C9 C10 179.86(14) . . . . ?
C14 C13 C12 C11 -176.82(14) . . . . ?
C8 C7 C6 N1 174.66(15) . . . . ?
C8 C13 C12 C11 -0.4(2) . . . . ?
C8 C9 C10 C11 0.3(2) . . . . ?
C1 N2 C7 C8 -174.25(13) . . . . ?
C1 N2 C7 C6 2.55(16) . . . . ?
C1 N2 C15 C14 171.35(14) . . . . ?
C1 N2 C15 C16 -15.1(2) . . . . ?
C1 N1 C6 C7 0.18(16) . . . . ?
C1 N1 C5 C4 -0.2(2) . . . . ?
C1 C2 C3 C4 0.5(2) . . . . ?
C13 C14 C15 N2 3.9(2) . . . . ?
C13 C14 C15 C16 -169.54(13) . . . . ?
C13 C8 C9 C10 -1.6(2) . . . . ?
C13 C12 C11 C10 -0.8(2) . . . . ?
C17 C16 C21 C20 -0.5(2) . . . . ?
C17 C16 C15 N2 -53.7(2) . . . . ?
C17 C16 C15 C14 119.59(17) . . . . ?
C17 C18 C19 C20 -0.7(2) . . . . ?
C17 C18 C19 C22 179.33(14) . . . . ?
C16 C17 C18 C19 0.4(2) . . . . ?
C16 C21 C20 C19 0.2(2) . . . . ?
C21 C16 C15 N2 134.77(15) . . . . ?
C21 C16 C15 C14 -52.0(2) . . . . ?
C21 C20 C19 C18 0.3(2) . . . . ?
C21 C20 C19 C22 -179.64(14) . . . . ?
C15 N2 C7 C8 3.7(2) . . . . ?
C15 N2 C7 C6 -179.51(12) . . . . ?
C15 N2 C1 O1 96.93(14) . . . . ?
C15 N2 C1 N1 179.93(13) . . . . ?
C15 N2 C1 C2 -3.4(3) . . . . ?
C15 C14 C13 C8 0.7(2) . . . . ?
C15 C14 C13 C12 177.13(14) . . . . ?
C15 C16 C21 C20 171.23(14) . . . . ?
C9 C8 C13 C14 178.15(13) . . . . ?
C9 C8 C13 C12 1.6(2) . . . . ?
C9 C10 C11 C12 0.9(2) . . . . ?
C6 N1 C1 O1 104.12(10) . . . . ?
C6 N1 C1 N2 1.38(16) . . . . ?
C6 N1 C1 C2 -175.82(13) . . . . ?
C6 N1 C5 C4 177.00(15) . . . . ?
C6 C7 C8 C13 -174.89(15) . . . . ?
C6 C7 C8 C9 3.7(2) . . . . ?
C2 C3 C4 C5 1.1(2) . . . . ?
C18 C17 C16 C21 0.2(2) . . . . ?
C18 C17 C16 C15 -171.46(14) . . . . ?
C3 C4 C5 N1 -1.2(2) . . . . ?
C23 S1 O1 N1 105.46(10) . . . . ?
C23 S1 O1 C1 68.00(11) . . . . ?
C5 N1 C1 O1 -78.23(13) . . . . ?
C5 N1 C1 N2 179.03(13) . . . . ?
C5 N1 C1 C2 1.8(2) . . . . ?
C5 N1 C6 C7 -177.30(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 1.320
_oxdiff_exptl_absorpt_empirical_full_min 0.746
