# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2019

####################################################################### 
# 
# 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_588
_database_code_depnum_ccdc_archive 'CCDC 1884551'
loop_
_audit_author_name
_audit_author_address
'Xiao-si Hu'
;N???'f-q??3663?
China
;
_audit_update_record             
;
2018-12-12 deposited with the CCDC.	2019-05-30 downloaded from the CCDC.
;
_audit_creation_date             2018-12-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H23 F2 N O3 S'
_chemical_formula_sum            'C25 H23 F2 N O3 S'
_chemical_formula_weight         455.50
_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'
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'
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                   8.0332(2)
_cell_length_b                   8.5272(2)
_cell_length_c                   16.9075(4)
_cell_angle_alpha                99.329(2)
_cell_angle_beta                 99.436(2)
_cell_angle_gamma                101.204(2)
_cell_volume                     1097.99(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    12928
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      74.1710
_cell_measurement_theta_min      5.3730
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.696
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.16212
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.32a (Rigaku Oxford Diffraction, 2017)
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    1.378
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             476
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.46
_exptl_crystal_size_min          0.42
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0586
_diffrn_reflns_av_unetI/netI     0.0344
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            23454
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.590
_diffrn_reflns_theta_min         5.398
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     16.00  89.00   1.00    1.00    --    0.00  77.00  30.00   73
  2  ω    -19.00   7.00   1.00    1.00    --    0.00  38.00 -90.00   26
  3  ω    -12.00  21.00   1.00    1.00    --    0.00  38.00 120.00   33
  4  ω    -26.00  10.00   1.00    1.00    --    0.00  77.00  30.00   36
  5  ω     49.00  78.00   1.00    1.00    --    0.00  57.00 120.00   29
  6  ω    -23.00   7.00   1.00    1.00    --    0.00  57.00 -30.00   30
  7  ω     54.00  88.00   1.00    1.00    --    0.00  38.00 -90.00   34
  8  ω     49.00  74.00   1.00    1.00    --    0.00  38.00 120.00   25
  9  ω     53.00  88.00   1.00    1.00    --    0.00  57.00 -90.00   35
 10  ω     -3.00  23.00   1.00    1.00    --    0.00  57.00 -90.00   26
 11  ω    -19.00  29.00   1.00    1.00    --    0.00  57.00-150.00   48
 12  ω      8.00  34.00   1.00    1.00    --    0.00  57.00 120.00   26
 13  ω     34.00  84.00   1.00    1.00    --    0.00  57.00-150.00   50
 14  ω     15.00  81.00   1.00    1.00    --    0.00  57.00 -30.00   66
 15  ω    -23.00  21.00   1.00    1.00    --    0.00 -57.00-150.00   44
 16  ω    -86.00 -42.00   1.00    1.00    --    0.00 -57.00-150.00   44
 17  ω     75.00 140.00   1.00    1.00    --   95.80  45.00 -90.00   65
 18  ω     73.00 184.00   1.00    1.00    --   95.80  61.00  90.00  111
 19  ω     71.00 104.00   1.00    1.00    --   95.80  61.00 -60.00   33
 20  ω     58.00 117.00   1.00    1.00    --   95.80 -82.00  90.00   59
 21  ω     63.00  89.00   1.00    1.00    --   95.80  82.00   0.00   26
 22  ω     48.00 127.00   1.00    1.00    --   95.80 -82.00-120.00   79
 23  ω     67.00 122.00   1.00    1.00    --   95.80  72.00 -59.14   55
 24  ω    125.00 185.00   1.00    1.00    --   95.80  81.00  17.93   60
 25  ω     71.00 135.00   1.00    1.00    --   95.80  61.00-180.00   64
 26  ω     65.00 107.00   1.00    1.00    --   95.80  77.00  90.00   42
 27  ω     65.00  96.00   1.00    1.00    --   95.80  77.00-150.00   31
 28  ω     65.00  90.00   1.00    1.00    --   95.80  77.00  60.00   25
 29  ω    116.00 142.00   1.00    1.00    --   95.80  77.00  60.00   26
 30  ω     41.00 116.00   1.00    1.00    --   95.80 -77.00-180.00   75
 31  ω    119.00 185.00   1.00    1.00    --   95.80  61.00 -90.00   66
 32  ω     72.00  97.00   1.00    1.00    --   95.80  61.00 -90.00   25
 33  ω      7.00  33.00   1.00    1.00    --   95.80 -82.00-120.00   26
 34  ω     65.00 100.00   1.00    1.00    --   95.80  77.00-180.00   35
 35  ω     70.00 127.00   1.00    1.00    --   95.80 -82.00 -60.00   57
 36  ω    115.00 185.00   1.00    1.00    --   95.80  45.00-120.00   70
 37  ω    133.00 166.00   1.00    1.00    --   95.80  71.00 -30.14   33
 38  ω    104.00 184.00   1.00    1.00    --   95.80  82.00 -30.00   80
 39  ω     63.00  88.00   1.00    1.00    --   95.80  82.00-180.00   25
 40  ω     66.00  92.00   1.00    1.00    --   95.80  77.00   0.00   26
 41  ω     66.00  92.00   1.00    1.00    --   95.80  77.00 120.00   26
 42  ω    130.00 171.00   1.00    1.00    --   95.80  77.00 120.00   41
 43  ω     63.00  88.00   1.00    1.00    --   95.80  82.00-150.00   25
 44  ω     76.00 102.00   1.00    1.00    --   95.80  45.00 -60.00   26
 45  ω    136.00 185.00   1.00    1.00    --   95.80  45.00 -60.00   49
 46  ω     65.00  92.00   1.00    1.00    --   95.80  77.00 150.00   27
 47  ω     63.00  89.00   1.00    1.00    --   95.80  82.00 -30.00   26
 48  ω     12.00  48.00   1.00    1.00    --   95.80 -82.00 -60.00   36
 49  ω     63.00  88.00   1.00    1.00    --   95.80  82.00 -60.00   25
 50  ω     75.00 107.00   1.00    1.00    --   95.80  45.00-120.00   32
 51  ω     63.00  88.00   1.00    1.00    --   95.80  82.00  30.00   25
 52  ω     73.00 123.00   1.00    1.00    --   95.80  61.00  60.00   50
 53  ω     65.00  91.00   1.00    1.00    --   95.80  77.00  30.00   26
 54  ω     63.00  98.00   1.00    1.00    --   95.80  82.00 120.00   35
 55  ω     72.00 105.00   1.00    1.00    --   95.80 -82.00 -90.00   33
 56  ω     65.00  90.00   1.00    1.00    --   95.80  77.00-120.00   25
 57  ω     65.00  91.00   1.00    1.00    --   95.80  77.00 -90.00   26
 58  ω     71.00 182.00   1.00    1.00    --   95.80  61.00   0.00  111
 59  ω      7.00 113.00   1.00    1.00    --   95.80 -61.00  30.00  106
 60  ω     67.00  97.00   1.00    1.00    --   95.80  71.00 -30.14   30
 61  ω     63.00  89.00   1.00    1.00    --   95.80  81.00  17.93   26
 62  ω      9.00  72.00   1.00    1.00    --   95.80 -82.00  30.00   63
 63  ω     79.00 107.00   1.00    1.00    --   95.80 -82.00  30.00   28
 64  ω     66.00 185.00   1.00    1.00    --   95.80  75.00 108.86  119
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0887546000
_diffrn_orient_matrix_UB_12      0.0320459000
_diffrn_orient_matrix_UB_13      -0.0718209000
_diffrn_orient_matrix_UB_21      0.1783939000
_diffrn_orient_matrix_UB_22      0.0194331000
_diffrn_orient_matrix_UB_23      0.0552932000
_diffrn_orient_matrix_UB_31      -0.0119652000
_diffrn_orient_matrix_UB_32      -0.1842170000
_diffrn_orient_matrix_UB_33      -0.0259457000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4015
_reflns_number_total             4381
_reflns_odcompleteness_completeness 99.57
_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 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_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         0.253
_refine_diff_density_min         -0.385
_refine_diff_density_rms         0.038
_refine_ls_extinction_coef       0.0075(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         4381
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0419
_refine_ls_R_factor_gt           0.0391
_refine_ls_restrained_S_all      1.073
_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)+(0.0496P)²+0.2718P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1060
_refine_ls_wR_factor_ref         0.1080
_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, All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1A), C2(H2), C3(H3), C4(H4), C5(H5), C14(H14), C15(H15), C16(H16),
 C17(H17), C18(H18), C20(H20), C21(H21), C23(H23), C24(H24)
2.b X=CH2 refined with riding coordinates:
 C12(H12A,H12B)
2.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C25(H25A,H25B,H25C)
2.d Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_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 0.43263(5) 0.22098(5) 0.67695(2) 0.04255(13) Uani 1 1 d . . . . .
F1 F 0.19577(13) 0.34278(14) 0.93361(6) 0.0566(3) Uani 1 1 d . . . . .
F2 F 0.15646(12) 0.08890(12) 0.87799(6) 0.0524(3) Uani 1 1 d . . . . .
O1 O -0.10987(14) 0.14490(15) 0.79608(9) 0.0537(3) Uani 1 1 d . . . . .
H1 H -0.191206 0.186793 0.782987 0.081 Uiso 1 1 calc GR . . . .
O2 O 0.38652(18) 0.06578(16) 0.62326(8) 0.0603(3) Uani 1 1 d . . . . .
O3 O 0.60510(14) 0.27870(16) 0.72426(7) 0.0521(3) Uani 1 1 d . . . . .
N1 N 0.30327(15) 0.22156(16) 0.74300(7) 0.0379(3) Uani 1 1 d . . . . .
C1 C 0.6042(2) 0.2348(2) 0.94142(10) 0.0504(4) Uani 1 1 d . . . . .
H1A H 0.619276 0.342662 0.967698 0.061 Uiso 1 1 calc R . . . .
C2 C 0.7025(3) 0.1350(3) 0.97522(12) 0.0664(6) Uani 1 1 d . . . . .
H2 H 0.780762 0.176551 1.024682 0.080 Uiso 1 1 calc R . . . .
C3 C 0.6859(3) -0.0212(3) 0.93721(13) 0.0660(6) Uani 1 1 d . . . . .
H3 H 0.753281 -0.086179 0.959946 0.079 Uiso 1 1 calc R . . . .
C4 C 0.5692(3) -0.0825(2) 0.86507(13) 0.0607(5) Uani 1 1 d . . . . .
H4 H 0.558321 -0.189446 0.838389 0.073 Uiso 1 1 calc R . . . .
C5 C 0.4669(2) 0.0127(2) 0.83128(11) 0.0483(4) Uani 1 1 d . . . . .
H5 H 0.385906 -0.031669 0.782928 0.058 Uiso 1 1 calc R . . . .
C6 C 0.48419(18) 0.17352(19) 0.86881(9) 0.0377(3) Uani 1 1 d . . . . .
C7 C 0.36650(18) 0.27770(18) 0.83400(9) 0.0356(3) Uani 1 1 d . . . . .
C8 C 0.18999(19) 0.24125(19) 0.86184(9) 0.0398(3) Uani 1 1 d . . . . .
C9 C 0.04594(18) 0.24796(19) 0.79032(10) 0.0403(3) Uani 1 1 d . . . . .
C10 C 0.11940(19) 0.17461(18) 0.71926(9) 0.0394(3) Uani 1 1 d . . . . .
C11 C 0.4487(2) 0.45983(19) 0.85634(11) 0.0459(4) Uani 1 1 d . . . . .
H11A H 0.556838 0.480041 0.838375 0.069 Uiso 1 1 calc GR . . . .
H11B H 0.468900 0.496126 0.914599 0.069 Uiso 1 1 calc GR . . . .
H11C H 0.372248 0.518111 0.830125 0.069 Uiso 1 1 calc GR . . . .
C12 C 0.0244(2) 0.0810(2) 0.65033(11) 0.0549(4) Uani 1 1 d . . . . .
H12A H 0.077878 0.036904 0.610061 0.066 Uiso 1 1 calc R . . . .
H12B H -0.095820 0.059229 0.642116 0.066 Uiso 1 1 calc R . . . .
C13 C 0.02223(19) 0.42128(19) 0.78873(11) 0.0440(4) Uani 1 1 d . . . . .
C14 C -0.0484(2) 0.4977(2) 0.84998(13) 0.0563(4) Uani 1 1 d . . . . .
H14 H -0.074279 0.445352 0.892089 0.068 Uiso 1 1 calc R . . . .
C15 C -0.0803(3) 0.6504(3) 0.84863(16) 0.0698(6) Uani 1 1 d . . . . .
H15 H -0.127769 0.700244 0.889812 0.084 Uiso 1 1 calc R . . . .
C16 C -0.0423(3) 0.7303(2) 0.78662(17) 0.0746(7) Uani 1 1 d . . . . .
H16 H -0.064726 0.832986 0.785649 0.090 Uiso 1 1 calc R . . . .
C17 C 0.0293(3) 0.6559(2) 0.72633(15) 0.0671(6) Uani 1 1 d . . . . .
H17 H 0.057389 0.709768 0.685028 0.081 Uiso 1 1 calc R . . . .
C18 C 0.0598(2) 0.5011(2) 0.72666(12) 0.0522(4) Uani 1 1 d . . . . .
H18 H 0.105635 0.450991 0.684937 0.063 Uiso 1 1 calc R . . . .
C19 C 0.3863(2) 0.3670(2) 0.61912(9) 0.0440(4) Uani 1 1 d . . . . .
C20 C 0.2743(3) 0.3183(2) 0.54390(11) 0.0564(4) Uani 1 1 d . . . . .
H20 H 0.225832 0.208247 0.522532 0.068 Uiso 1 1 calc R . . . .
C21 C 0.2354(3) 0.4359(3) 0.50079(11) 0.0632(5) Uani 1 1 d . . . . .
H21 H 0.159697 0.403183 0.450210 0.076 Uiso 1 1 calc R . . . .
C22 C 0.3053(3) 0.5997(2) 0.53058(11) 0.0550(4) Uani 1 1 d . . . . .
C23 C 0.4204(3) 0.6452(2) 0.60546(12) 0.0593(5) Uani 1 1 d . . . . .
H23 H 0.470568 0.755158 0.626365 0.071 Uiso 1 1 calc R . . . .
C24 C 0.4619(2) 0.5302(2) 0.64957(11) 0.0537(4) Uani 1 1 d . . . . .
H24 H 0.540094 0.562482 0.699411 0.064 Uiso 1 1 calc R . . . .
C25 C 0.2595(3) 0.7247(3) 0.48250(14) 0.0744(6) Uani 1 1 d . . . . .
H25A H 0.227689 0.676077 0.425254 0.112 Uiso 1 1 calc GR . . . .
H25B H 0.357649 0.814810 0.491758 0.112 Uiso 1 1 calc GR . . . .
H25C H 0.163929 0.762979 0.499829 0.112 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
S1 O2 1.4221(13) . ?
S1 O3 1.4302(12) . ?
S1 N1 1.6455(13) . ?
S1 C19 1.7611(16) . ?
F1 C8 1.3599(18) . ?
F2 C8 1.3557(18) . ?
O1 H1 0.8200 . ?
O1 C9 1.4102(18) . ?
N1 C7 1.5051(18) . ?
N1 C10 1.4236(18) . ?
C1 H1A 0.9300 . ?
C1 C2 1.394(3) . ?
C1 C6 1.385(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.353(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.367(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.385(2) . ?
C5 H5 0.9300 . ?
C5 C6 1.384(2) . ?
C6 C7 1.5306(19) . ?
C7 C8 1.557(2) . ?
C7 C11 1.523(2) . ?
C8 C9 1.547(2) . ?
C9 C10 1.522(2) . ?
C9 C13 1.530(2) . ?
C10 C12 1.322(2) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9300 . ?
C12 H12B 0.9300 . ?
C13 C14 1.392(3) . ?
C13 C18 1.383(2) . ?
C14 H14 0.9300 . ?
C14 C15 1.378(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.383(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.377(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.389(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.381(2) . ?
C19 C24 1.381(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.385(3) . ?
C21 H21 0.9300 . ?
C21 C22 1.376(3) . ?
C22 C23 1.388(3) . ?
C22 C25 1.506(3) . ?
C23 H23 0.9300 . ?
C23 C24 1.383(3) . ?
C24 H24 0.9300 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 S1 O3 119.46(8) . . ?
O2 S1 N1 108.66(8) . . ?
O2 S1 C19 107.91(8) . . ?
O3 S1 N1 106.12(7) . . ?
O3 S1 C19 108.44(8) . . ?
N1 S1 C19 105.42(7) . . ?
C9 O1 H1 109.5 . . ?
C7 N1 S1 123.59(9) . . ?
C10 N1 S1 123.13(10) . . ?
C10 N1 C7 113.24(12) . . ?
C2 C1 H1A 119.9 . . ?
C6 C1 H1A 119.9 . . ?
C6 C1 C2 120.13(18) . . ?
C1 C2 H2 119.5 . . ?
C3 C2 C1 121.06(18) . . ?
C3 C2 H2 119.5 . . ?
C2 C3 H3 120.3 . . ?
C2 C3 C4 119.34(17) . . ?
C4 C3 H3 120.3 . . ?
C3 C4 H4 119.6 . . ?
C3 C4 C5 120.71(19) . . ?
C5 C4 H4 119.6 . . ?
C4 C5 H5 119.7 . . ?
C6 C5 C4 120.62(17) . . ?
C6 C5 H5 119.7 . . ?
C1 C6 C7 120.76(14) . . ?
C5 C6 C1 118.10(15) . . ?
C5 C6 C7 121.04(13) . . ?
N1 C7 C6 111.62(12) . . ?
N1 C7 C8 99.27(11) . . ?
N1 C7 C11 111.24(12) . . ?
C6 C7 C8 109.97(12) . . ?
C11 C7 C6 113.25(12) . . ?
C11 C7 C8 110.65(12) . . ?
F1 C8 C7 110.78(12) . . ?
F1 C8 C9 114.71(12) . . ?
F2 C8 F1 105.09(12) . . ?
F2 C8 C7 110.44(12) . . ?
F2 C8 C9 107.79(12) . . ?
C9 C8 C7 107.96(12) . . ?
O1 C9 C8 108.54(12) . . ?
O1 C9 C10 111.16(13) . . ?
O1 C9 C13 110.78(12) . . ?
C10 C9 C8 98.91(11) . . ?
C10 C9 C13 113.99(13) . . ?
C13 C9 C8 112.84(13) . . ?
N1 C10 C9 107.28(12) . . ?
C12 C10 N1 128.27(16) . . ?
C12 C10 C9 124.42(15) . . ?
C7 C11 H11A 109.5 . . ?
C7 C11 H11B 109.5 . . ?
C7 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 120.0 . . ?
C10 C12 H12B 120.0 . . ?
H12A C12 H12B 120.0 . . ?
C14 C13 C9 118.46(16) . . ?
C18 C13 C9 122.57(16) . . ?
C18 C13 C14 118.89(16) . . ?
C13 C14 H14 119.8 . . ?
C15 C14 C13 120.4(2) . . ?
C15 C14 H14 119.8 . . ?
C14 C15 H15 119.7 . . ?
C14 C15 C16 120.6(2) . . ?
C16 C15 H15 119.7 . . ?
C15 C16 H16 120.4 . . ?
C17 C16 C15 119.20(19) . . ?
C17 C16 H16 120.4 . . ?
C16 C17 H17 119.7 . . ?
C16 C17 C18 120.6(2) . . ?
C18 C17 H17 119.7 . . ?
C13 C18 C17 120.3(2) . . ?
C13 C18 H18 119.8 . . ?
C17 C18 H18 119.8 . . ?
C20 C19 S1 120.04(14) . . ?
C24 C19 S1 119.64(12) . . ?
C24 C19 C20 120.32(16) . . ?
C19 C20 H20 120.5 . . ?
C19 C20 C21 118.97(18) . . ?
C21 C20 H20 120.5 . . ?
C20 C21 H21 119.0 . . ?
C22 C21 C20 121.96(17) . . ?
C22 C21 H21 119.0 . . ?
C21 C22 C23 117.95(17) . . ?
C21 C22 C25 120.71(18) . . ?
C23 C22 C25 121.33(19) . . ?
C22 C23 H23 119.4 . . ?
C24 C23 C22 121.20(18) . . ?
C24 C23 H23 119.4 . . ?
C19 C24 C23 119.56(16) . . ?
C19 C24 H24 120.2 . . ?
C23 C24 H24 120.2 . . ?
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 . . ?

_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 7.646
_oxdiff_exptl_absorpt_empirical_full_min 0.398
