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

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

data_exp_14454_auto
_database_code_depnum_ccdc_archive 'CCDC 2405559'
loop_
_audit_author_name
_audit_author_address
'Deng Yupian'
;East China University of Science and Technology
China
;
_audit_update_record             
;
2024-11-26 deposited with the CCDC.	2024-12-26 downloaded from the CCDC.
;
_audit_creation_date             2024-06-12
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H15 F N2 S'
_chemical_formula_sum            'C22 H15 F N2 S'
_chemical_formula_weight         358.42
_chemical_absolute_configuration rmad
_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'
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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   6.7358(7)
_cell_length_b                   7.5353(8)
_cell_length_c                   17.130(2)
_cell_angle_alpha                90
_cell_angle_beta                 96.944(13)
_cell_angle_gamma                90
_cell_volume                     863.06(18)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    696
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      21.5740
_cell_measurement_theta_min      2.9430
_shelx_estimated_absorpt_T_max   0.976
_shelx_estimated_absorpt_T_min   0.960
_exptl_absorpt_coefficient_mu    0.205
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.56921
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.99a (Rigaku Oxford Diffraction, 2023)
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    1.379
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             372
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0240
_diffrn_reflns_av_unetI/netI     0.0635
_diffrn_reflns_Laue_measured_fraction_full 0.969
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            3371
_diffrn_reflns_point_group_measured_fraction_full 0.846
_diffrn_reflns_point_group_measured_fraction_max 0.846
_diffrn_reflns_theta_full        24.493
_diffrn_reflns_theta_max         24.493
_diffrn_reflns_theta_min         2.396
_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 0.969
_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    -46.00   9.00   1.00    7.50    --  -17.59  77.00  90.00   55
  2  ω    -30.00  11.00   1.00    7.50    --  -17.59 -77.00 120.00   41
  3  ω    -84.00  48.00   1.00    7.50    --  -17.59   0.00  60.00  132
;
_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      0.0468559000
_diffrn_orient_matrix_UB_12      -0.0299856000
_diffrn_orient_matrix_UB_13      -0.0325205000
_diffrn_orient_matrix_UB_21      -0.0911571000
_diffrn_orient_matrix_UB_22      0.0112446000
_diffrn_orient_matrix_UB_23      -0.0248596000
_diffrn_orient_matrix_UB_31      0.0274861000
_diffrn_orient_matrix_UB_32      0.0886052000
_diffrn_orient_matrix_UB_33      -0.0077307000
_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         0.611
_reflns_Friedel_fraction_full    0.700
_reflns_Friedel_fraction_max     0.700
_reflns_number_gt                1913
_reflns_number_total             2421
_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 1.171.42.99a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.99a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.99a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.180
_refine_diff_density_min         -0.171
_refine_diff_density_rms         0.039
_refine_ls_abs_structure_details 
;
 Flack x determined using 576 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.09(11)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         2421
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0663
_refine_ls_R_factor_gt           0.0474
_refine_ls_restrained_S_all      1.038
_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)+(0.0305P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0860
_refine_ls_wR_factor_ref         0.0960
_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:
 C8(H8A,H8B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C12(H12), C13(H13), C15(H15), C16(H16),
 C18(H18), C19(H19), C20(H20), C21(H21), C22(H22)
;
_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
C1 C 0.0864(7) 0.4070(6) 0.5083(3) 0.0436(13) Uani 1 1 d . . . . .
C2 C 0.2048(8) 0.4061(6) 0.3996(3) 0.0453(14) Uani 1 1 d . . . . .
C3 C 0.2374(9) 0.3865(7) 0.3210(3) 0.0563(14) Uani 1 1 d . . . . .
H3 H 0.1448 0.3299 0.2847 0.068 Uiso 1 1 calc R U . . .
C4 C 0.4139(10) 0.4552(7) 0.2998(3) 0.0610(17) Uani 1 1 d . . . . .
H4 H 0.4392 0.4452 0.2478 0.073 Uiso 1 1 calc R U . . .
C5 C 0.5535(10) 0.5382(7) 0.3534(3) 0.0554(16) Uani 1 1 d . . . . .
H5 H 0.6700 0.5822 0.3365 0.067 Uiso 1 1 calc R U . . .
C6 C 0.5251(8) 0.5579(6) 0.4319(3) 0.0471(15) Uani 1 1 d . . . . .
H6 H 0.6193 0.6128 0.4682 0.057 Uiso 1 1 calc R U . . .
C7 C 0.3478(7) 0.4906(6) 0.4528(3) 0.0370(12) Uani 1 1 d . . . . .
C8 C 0.3595(8) 0.5666(6) 0.5974(3) 0.0435(13) Uani 1 1 d . . . . .
H8A H 0.3466 0.6947 0.5937 0.052 Uiso 1 1 calc R U . . .
H8B H 0.5011 0.5385 0.6041 0.052 Uiso 1 1 calc R U . . .
C9 C 0.2695(7) 0.5041(6) 0.6685(3) 0.0361(12) Uani 1 1 d . . . . .
C10 C 0.0914(8) 0.4284(6) 0.6622(3) 0.0448(14) Uani 1 1 d . . . . .
C11 C 0.3876(8) 0.5298(6) 0.7471(3) 0.0372(13) Uani 1 1 d . . . . .
C12 C 0.5757(8) 0.4559(7) 0.7634(3) 0.0478(14) Uani 1 1 d . . . . .
H12 H 0.6310 0.3954 0.7239 0.057 Uiso 1 1 calc R U . . .
C13 C 0.6842(8) 0.4698(7) 0.8374(3) 0.0511(15) Uani 1 1 d . . . . .
H13 H 0.8100 0.4176 0.8464 0.061 Uiso 1 1 calc R U . . .
C14 C 0.6095(8) 0.5594(6) 0.8982(3) 0.0402(13) Uani 1 1 d . . . . .
C15 C 0.4227(10) 0.6372(8) 0.8802(3) 0.0624(18) Uani 1 1 d . . . . .
H15 H 0.3683 0.7010 0.9190 0.075 Uiso 1 1 calc R U . . .
C16 C 0.3152(9) 0.6227(8) 0.8065(3) 0.0613(17) Uani 1 1 d . . . . .
H16 H 0.1907 0.6772 0.7970 0.074 Uiso 1 1 calc R U . . .
C17 C 0.7218(8) 0.5657(6) 0.9789(3) 0.0444(14) Uani 1 1 d . . . . .
C18 C 0.9082(11) 0.4871(9) 0.9962(4) 0.079(2) Uani 1 1 d . . . . .
H18 H 0.9674 0.4318 0.9563 0.095 Uiso 1 1 calc R U . . .
C19 C 1.0087(11) 0.4899(9) 1.0728(4) 0.083(2) Uani 1 1 d . . . . .
H19 H 1.1322 0.4339 1.0833 0.100 Uiso 1 1 calc R U . . .
C20 C 0.9293(11) 0.5722(8) 1.1314(3) 0.0694(19) Uani 1 1 d . . . . .
H20 H 0.9983 0.5768 1.1818 0.083 Uiso 1 1 calc R U . . .
C21 C 0.7441(12) 0.6494(10) 1.1153(4) 0.085(2) Uani 1 1 d . . . . .
H21 H 0.6860 0.7054 1.1553 0.102 Uiso 1 1 calc R U . . .
C22 C 0.6446(10) 0.6442(8) 1.0409(3) 0.0689(19) Uani 1 1 d . . . . .
H22 H 0.5188 0.6964 1.0319 0.083 Uiso 1 1 calc R U . . .
F1 F 0.0142(4) 0.3683(5) 0.72711(17) 0.0693(9) Uani 1 1 d . . . . .
N1 N 0.0396(6) 0.3533(6) 0.4359(2) 0.0484(11) Uani 1 1 d . . . . .
N2 N 0.2676(6) 0.4880(4) 0.5243(2) 0.0340(10) Uani 1 1 d . . . . .
S1 S -0.0738(2) 0.3703(2) 0.57981(8) 0.0532(4) 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
C1 N1 1.307(6) . ?
C1 N2 1.363(6) . ?
C1 S1 1.750(5) . ?
C2 C3 1.398(6) . ?
C2 C7 1.397(7) . ?
C2 N1 1.396(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.385(7) . ?
C4 H4 0.9300 . ?
C4 C5 1.383(8) . ?
C5 H5 0.9300 . ?
C5 C6 1.388(7) . ?
C6 H6 0.9300 . ?
C6 C7 1.384(6) . ?
C7 N2 1.397(6) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.501(6) . ?
C8 N2 1.454(6) . ?
C9 C10 1.321(7) . ?
C9 C11 1.492(7) . ?
C10 F1 1.360(5) . ?
C10 S1 1.744(5) . ?
C11 C12 1.381(7) . ?
C11 C16 1.372(6) . ?
C12 H12 0.9300 . ?
C12 C13 1.389(7) . ?
C13 H13 0.9300 . ?
C13 C14 1.386(6) . ?
C14 C15 1.388(8) . ?
C14 C17 1.495(7) . ?
C15 H15 0.9300 . ?
C15 C16 1.382(7) . ?
C16 H16 0.9300 . ?
C17 C18 1.387(8) . ?
C17 C22 1.371(7) . ?
C18 H18 0.9300 . ?
C18 C19 1.403(8) . ?
C19 H19 0.9300 . ?
C19 C20 1.344(8) . ?
C20 H20 0.9300 . ?
C20 C21 1.374(9) . ?
C21 H21 0.9300 . ?
C21 C22 1.367(9) . ?
C22 H22 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
N1 C1 N2 115.9(4) . . ?
N1 C1 S1 121.2(4) . . ?
N2 C1 S1 122.9(4) . . ?
C7 C2 C3 120.0(5) . . ?
N1 C2 C3 128.6(5) . . ?
N1 C2 C7 111.3(4) . . ?
C2 C3 H3 121.5 . . ?
C4 C3 C2 116.9(6) . . ?
C4 C3 H3 121.5 . . ?
C3 C4 H4 118.9 . . ?
C5 C4 C3 122.1(6) . . ?
C5 C4 H4 118.9 . . ?
C4 C5 H5 119.0 . . ?
C4 C5 C6 121.9(6) . . ?
C6 C5 H5 119.0 . . ?
C5 C6 H6 122.1 . . ?
C7 C6 C5 115.9(5) . . ?
C7 C6 H6 122.1 . . ?
C2 C7 N2 104.8(4) . . ?
C6 C7 C2 123.1(5) . . ?
C6 C7 N2 132.0(5) . . ?
H8A C8 H8B 107.7 . . ?
C9 C8 H8A 108.9 . . ?
C9 C8 H8B 108.9 . . ?
N2 C8 H8A 108.9 . . ?
N2 C8 H8B 108.9 . . ?
N2 C8 C9 113.5(4) . . ?
C10 C9 C8 121.5(5) . . ?
C10 C9 C11 120.6(4) . . ?
C11 C9 C8 117.9(4) . . ?
C9 C10 F1 120.7(5) . . ?
C9 C10 S1 131.1(4) . . ?
F1 C10 S1 108.0(4) . . ?
C12 C11 C9 120.4(4) . . ?
C16 C11 C9 122.5(5) . . ?
C16 C11 C12 117.1(5) . . ?
C11 C12 H12 119.3 . . ?
C11 C12 C13 121.5(4) . . ?
C13 C12 H12 119.3 . . ?
C12 C13 H13 119.2 . . ?
C14 C13 C12 121.6(5) . . ?
C14 C13 H13 119.2 . . ?
C13 C14 C15 116.1(5) . . ?
C13 C14 C17 121.4(5) . . ?
C15 C14 C17 122.4(5) . . ?
C14 C15 H15 119.0 . . ?
C16 C15 C14 122.0(5) . . ?
C16 C15 H15 119.0 . . ?
C11 C16 C15 121.6(5) . . ?
C11 C16 H16 119.2 . . ?
C15 C16 H16 119.2 . . ?
C18 C17 C14 121.8(5) . . ?
C22 C17 C14 122.2(5) . . ?
C22 C17 C18 115.9(6) . . ?
C17 C18 H18 119.5 . . ?
C17 C18 C19 121.0(6) . . ?
C19 C18 H18 119.5 . . ?
C18 C19 H19 119.5 . . ?
C20 C19 C18 121.0(7) . . ?
C20 C19 H19 119.5 . . ?
C19 C20 H20 120.7 . . ?
C19 C20 C21 118.6(6) . . ?
C21 C20 H20 120.7 . . ?
C20 C21 H21 119.8 . . ?
C22 C21 C20 120.4(6) . . ?
C22 C21 H21 119.8 . . ?
C17 C22 H22 118.5 . . ?
C21 C22 C17 123.0(6) . . ?
C21 C22 H22 118.5 . . ?
C1 N1 C2 102.7(4) . . ?
C1 N2 C7 105.2(4) . . ?
C1 N2 C8 129.3(4) . . ?
C7 N2 C8 125.4(4) . . ?
C10 S1 C1 98.1(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
C2 C3 C4 C5 0.6(8) . . . . ?
C2 C7 N2 C1 -1.0(5) . . . . ?
C2 C7 N2 C8 -177.7(4) . . . . ?
C3 C2 C7 C6 -0.1(7) . . . . ?
C3 C2 C7 N2 179.6(4) . . . . ?
C3 C2 N1 C1 -178.8(5) . . . . ?
C3 C4 C5 C6 -0.1(9) . . . . ?
C4 C5 C6 C7 -0.5(7) . . . . ?
C5 C6 C7 C2 0.6(7) . . . . ?
C5 C6 C7 N2 -179.0(5) . . . . ?
C6 C7 N2 C1 178.7(5) . . . . ?
C6 C7 N2 C8 2.0(8) . . . . ?
C7 C2 C3 C4 -0.5(7) . . . . ?
C7 C2 N1 C1 0.2(5) . . . . ?
C8 C9 C10 F1 178.3(4) . . . . ?
C8 C9 C10 S1 3.8(7) . . . . ?
C8 C9 C11 C12 -58.5(6) . . . . ?
C8 C9 C11 C16 122.9(5) . . . . ?
C9 C8 N2 C1 19.1(7) . . . . ?
C9 C8 N2 C7 -165.0(4) . . . . ?
C9 C10 S1 C1 9.9(5) . . . . ?
C9 C11 C12 C13 -176.5(4) . . . . ?
C9 C11 C16 C15 176.6(5) . . . . ?
C10 C9 C11 C12 121.4(5) . . . . ?
C10 C9 C11 C16 -57.2(7) . . . . ?
C11 C9 C10 F1 -1.6(7) . . . . ?
C11 C9 C10 S1 -176.1(4) . . . . ?
C11 C12 C13 C14 -0.5(8) . . . . ?
C12 C11 C16 C15 -2.0(9) . . . . ?
C12 C13 C14 C15 -1.3(8) . . . . ?
C12 C13 C14 C17 176.6(5) . . . . ?
C13 C14 C15 C16 1.5(9) . . . . ?
C13 C14 C17 C18 2.0(8) . . . . ?
C13 C14 C17 C22 -175.8(5) . . . . ?
C14 C15 C16 C11 0.2(10) . . . . ?
C14 C17 C18 C19 -178.1(6) . . . . ?
C14 C17 C22 C21 179.2(6) . . . . ?
C15 C14 C17 C18 179.9(6) . . . . ?
C15 C14 C17 C22 2.0(8) . . . . ?
C16 C11 C12 C13 2.1(8) . . . . ?
C17 C14 C15 C16 -176.5(5) . . . . ?
C17 C18 C19 C20 -1.5(11) . . . . ?
C18 C17 C22 C21 1.2(10) . . . . ?
C18 C19 C20 C21 2.0(11) . . . . ?
C19 C20 C21 C22 -0.9(11) . . . . ?
C20 C21 C22 C17 -0.7(12) . . . . ?
C22 C17 C18 C19 -0.1(9) . . . . ?
F1 C10 S1 C1 -165.2(3) . . . . ?
N1 C1 N2 C7 1.3(6) . . . . ?
N1 C1 N2 C8 177.9(5) . . . . ?
N1 C1 S1 C10 168.6(4) . . . . ?
N1 C2 C3 C4 178.4(5) . . . . ?
N1 C2 C7 C6 -179.2(4) . . . . ?
N1 C2 C7 N2 0.5(5) . . . . ?
N2 C1 N1 C2 -0.9(6) . . . . ?
N2 C1 S1 C10 -9.7(4) . . . . ?
N2 C8 C9 C10 -18.4(6) . . . . ?
N2 C8 C9 C11 161.5(4) . . . . ?
S1 C1 N1 C2 -179.3(4) . . . . ?
S1 C1 N2 C7 179.7(3) . . . . ?
S1 C1 N2 C8 -3.8(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 1.310
_oxdiff_exptl_absorpt_empirical_full_min 0.719
####################################################################### 
# 
# 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_14554_auto
_database_code_depnum_ccdc_archive 'CCDC 2405567'
loop_
_audit_author_name
_audit_author_address
'Yupian Deng'
;East China University of Science and Technology
China
;
_audit_update_record             
;
2024-11-26 deposited with the CCDC.	2024-12-26 downloaded from the CCDC.
;
_audit_creation_date             2024-07-29
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H16 F3 N S2'
_chemical_formula_sum            'C18 H16 F3 N S2'
_chemical_formula_weight         367.44
_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'
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.8048(11)
_cell_length_b                   9.9049(12)
_cell_length_c                   18.453(3)
_cell_angle_alpha                78.756(11)
_cell_angle_beta                 87.061(10)
_cell_angle_gamma                87.682(9)
_cell_volume                     1754.5(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2032
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      19.7860
_cell_measurement_theta_min      2.7510
_shelx_estimated_absorpt_T_max   0.971
_shelx_estimated_absorpt_T_min   0.937
_exptl_absorpt_coefficient_mu    0.332
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.54419
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.99a (Rigaku Oxford Diffraction, 2023)
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    1.391
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             760
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0393
_diffrn_reflns_av_unetI/netI     0.0769
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            12956
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         2.253
_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 0.991
_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    -37.00  46.00   1.00    5.00    --   16.96 -77.00  60.00   83
  2  ω    -48.00  31.00   1.00    5.00    --   16.96 -57.00-180.00   79
  3  ω    -51.00  32.00   1.00    5.00    --   16.96 -57.00 -60.00   83
  4  ω     -2.00  46.00   1.00    5.00    --   16.96  57.00 -60.00   48
  5  ω     50.00  84.00   1.00    5.00    --   16.96  57.00 -60.00   34
  6  ω    -39.00  10.00   1.00    5.00    --  -17.43 -77.00  90.00   49
  7  ω    -23.00  10.00   1.00    5.00    --  -17.43 -77.00 -60.00   33
;
_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      0.0506745000
_diffrn_orient_matrix_UB_12      -0.0524128000
_diffrn_orient_matrix_UB_13      0.0103651000
_diffrn_orient_matrix_UB_21      0.0507145000
_diffrn_orient_matrix_UB_22      0.0436649000
_diffrn_orient_matrix_UB_23      -0.0196049000
_diffrn_orient_matrix_UB_31      0.0106038000
_diffrn_orient_matrix_UB_32      0.0261211000
_diffrn_orient_matrix_UB_33      0.0323600000
_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                3634
_reflns_number_total             6131
_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 1.171.42.99a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.99a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.99a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.190
_refine_diff_density_min         -0.198
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     433
_refine_ls_number_reflns         6131
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1150
_refine_ls_R_factor_gt           0.0600
_refine_ls_restrained_S_all      1.020
_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)+(0.0312P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0905
_refine_ls_wR_factor_ref         0.1111
_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 Ternary CH refined with riding coordinates:
 C5(H5), C23(H23)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C20(H20A,H20B), C21(H21A,H21B),
 C22(H22A,H22B)
2.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C10(H10), C11(H11), C13(H13), C14(H14), C15(H15), C16(H16),
 C17(H17), C25(H25), C26(H26), C28(H28), C29(H29), C31(H31), C32(H32), C33(H33),
  C34(H34), C35(H35)
;
_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
C1 C 0.5590(4) 1.2987(3) 0.03328(18) 0.0596(10) Uani 1 1 d . . . . .
C2 C 0.6254(5) 1.3871(5) 0.1475(2) 0.1122(17) Uani 1 1 d . . . . .
H2A H 0.665222 1.338341 0.192651 0.135 Uiso 1 1 calc R U . . .
H2B H 0.634686 1.485132 0.144824 0.135 Uiso 1 1 calc R U . . .
C3 C 0.4805(4) 1.3552(4) 0.14791(19) 0.0832(13) Uani 1 1 d . . . . .
H3A H 0.458685 1.280990 0.189057 0.100 Uiso 1 1 calc R U . . .
H3B H 0.424052 1.435427 0.153728 0.100 Uiso 1 1 calc R U . . .
C4 C 0.3141(3) 1.2933(3) 0.06091(16) 0.0542(9) Uani 1 1 d . . . . .
H4A H 0.302987 1.327045 0.008496 0.065 Uiso 1 1 calc R U . . .
H4B H 0.251427 1.345878 0.087907 0.065 Uiso 1 1 calc R U . . .
C5 C 0.2781(3) 1.1412(3) 0.08042(15) 0.0449(8) Uani 1 1 d . . . . .
H5 H 0.350217 1.090240 0.057344 0.054 Uiso 1 1 calc R U . . .
C6 C 0.2760(3) 1.0824(3) 0.16252(15) 0.0397(8) Uani 1 1 d . . . . .
C7 C 0.3774(3) 0.9895(3) 0.19131(15) 0.0454(8) Uani 1 1 d . . . . .
H7 H 0.445624 0.962694 0.159662 0.054 Uiso 1 1 calc R U . . .
C8 C 0.3796(3) 0.9357(3) 0.26611(16) 0.0454(8) Uani 1 1 d . . . . .
H8 H 0.450192 0.874631 0.283953 0.054 Uiso 1 1 calc R U . . .
C9 C 0.2782(3) 0.9710(3) 0.31546(15) 0.0377(7) Uani 1 1 d . . . . .
C10 C 0.1775(3) 1.0655(3) 0.28620(15) 0.0472(8) Uani 1 1 d . . . . .
H10 H 0.108832 1.092109 0.317642 0.057 Uiso 1 1 calc R U . . .
C11 C 0.1768(3) 1.1210(3) 0.21144(16) 0.0481(8) Uani 1 1 d . . . . .
H11 H 0.108782 1.185298 0.193677 0.058 Uiso 1 1 calc R U . . .
C12 C 0.2768(3) 0.9103(3) 0.39569(15) 0.0382(7) Uani 1 1 d . . . . .
C13 C 0.3986(3) 0.8816(3) 0.43281(16) 0.0513(9) Uani 1 1 d . . . . .
H13 H 0.481839 0.901060 0.407138 0.062 Uiso 1 1 calc R U . . .
C14 C 0.3961(4) 0.8243(3) 0.50743(18) 0.0598(10) Uani 1 1 d . . . . .
H14 H 0.477764 0.806260 0.531500 0.072 Uiso 1 1 calc R U . . .
C15 C 0.2743(4) 0.7935(3) 0.54667(17) 0.0549(9) Uani 1 1 d . . . . .
H15 H 0.273504 0.754384 0.596772 0.066 Uiso 1 1 calc R U . . .
C16 C 0.1545(4) 0.8213(3) 0.51102(17) 0.0524(9) Uani 1 1 d . . . . .
H16 H 0.071682 0.801138 0.537003 0.063 Uiso 1 1 calc R U . . .
C17 C 0.1560(3) 0.8792(3) 0.43653(16) 0.0457(8) Uani 1 1 d . . . . .
H17 H 0.073580 0.897814 0.413221 0.055 Uiso 1 1 calc R U . . .
C18 C 0.1469(4) 1.1203(4) 0.04548(19) 0.0646(11) Uani 1 1 d . . . . .
F1 F 0.1601(2) 1.1498(2) -0.02834(10) 0.0926(7) Uani 1 1 d . . . . .
F2 F 0.1053(3) 0.9931(3) 0.06381(12) 0.1114(9) Uani 1 1 d . . . . .
F3 F 0.0440(2) 1.2012(3) 0.06241(12) 0.0982(8) Uani 1 1 d . . . . .
N1 N 0.4529(3) 1.3146(3) 0.07855(14) 0.0522(7) Uani 1 1 d . . . . .
S1 S 0.71089(11) 1.33622(12) 0.06990(6) 0.0858(4) Uani 1 1 d . . . . .
S2 S 0.55499(12) 1.25033(13) -0.04747(5) 0.0908(4) Uani 1 1 d . . . . .
C19 C 0.0035(3) 0.4945(3) 0.23501(16) 0.0464(8) Uani 1 1 d . . . . .
C20 C 0.0889(4) 0.6789(4) 0.1269(2) 0.0988(16) Uani 1 1 d . . . . .
H20A H 0.173135 0.656693 0.101168 0.119 Uiso 1 1 calc R U . . .
H20B H 0.046053 0.759792 0.097375 0.119 Uiso 1 1 calc R U . . .
C21 C 0.1175(4) 0.7053(4) 0.1998(2) 0.0805(13) Uani 1 1 d . . . . .
H21A H 0.212861 0.726783 0.201070 0.097 Uiso 1 1 calc R U . . .
H21B H 0.061977 0.783346 0.209979 0.097 Uiso 1 1 calc R U . . .
C22 C 0.1265(3) 0.5663(3) 0.33174(16) 0.0566(9) Uani 1 1 d . . . . .
H22A H 0.046518 0.545087 0.364571 0.068 Uiso 1 1 calc R U . . .
H22B H 0.160511 0.652886 0.339350 0.068 Uiso 1 1 calc R U . . .
C23 C 0.2370(3) 0.4522(3) 0.35243(16) 0.0473(8) Uani 1 1 d . . . . .
H23 H 0.219870 0.379650 0.325023 0.057 Uiso 1 1 calc R U . . .
C24 C 0.2305(3) 0.3865(3) 0.43391(16) 0.0436(8) Uani 1 1 d . . . . .
C25 C 0.2226(4) 0.4650(3) 0.48845(17) 0.0619(10) Uani 1 1 d . . . . .
H25 H 0.218085 0.560588 0.475181 0.074 Uiso 1 1 calc R U . . .
C26 C 0.2215(4) 0.4031(3) 0.56247(17) 0.0583(10) Uani 1 1 d . . . . .
H26 H 0.216808 0.458361 0.597928 0.070 Uiso 1 1 calc R U . . .
C27 C 0.2270(3) 0.2611(3) 0.58548(16) 0.0424(8) Uani 1 1 d . . . . .
C28 C 0.2323(3) 0.1847(3) 0.52951(17) 0.0509(9) Uani 1 1 d . . . . .
H28 H 0.234892 0.089026 0.542224 0.061 Uiso 1 1 calc R U . . .
C29 C 0.2340(3) 0.2466(3) 0.45584(17) 0.0499(9) Uani 1 1 d . . . . .
H29 H 0.237506 0.191802 0.420173 0.060 Uiso 1 1 calc R U . . .
C30 C 0.2295(3) 0.1943(3) 0.66431(17) 0.0468(8) Uani 1 1 d . . . . .
C31 C 0.2703(3) 0.2634(4) 0.71817(17) 0.0552(9) Uani 1 1 d . . . . .
H31 H 0.295097 0.354784 0.704499 0.066 Uiso 1 1 calc R U . . .
C32 C 0.2745(4) 0.1984(4) 0.79161(19) 0.0644(10) Uani 1 1 d . . . . .
H32 H 0.301663 0.246911 0.826504 0.077 Uiso 1 1 calc R U . . .
C33 C 0.2391(4) 0.0637(4) 0.81361(19) 0.0692(11) Uani 1 1 d . . . . .
H33 H 0.242382 0.020365 0.862995 0.083 Uiso 1 1 calc R U . . .
C34 C 0.1986(4) -0.0062(4) 0.7614(2) 0.0740(11) Uani 1 1 d . . . . .
H34 H 0.175053 -0.097945 0.775515 0.089 Uiso 1 1 calc R U . . .
C35 C 0.1925(3) 0.0576(4) 0.68861(19) 0.0614(10) Uani 1 1 d . . . . .
H35 H 0.162984 0.008597 0.654506 0.074 Uiso 1 1 calc R U . . .
C36 C 0.3777(4) 0.5021(4) 0.32873(19) 0.0600(10) Uani 1 1 d . . . . .
F4 F 0.3892(2) 0.5603(2) 0.25664(10) 0.0846(7) Uani 1 1 d . . . . .
F5 F 0.4716(2) 0.3991(2) 0.33744(12) 0.0952(7) Uani 1 1 d . . . . .
F6 F 0.4183(2) 0.5953(2) 0.36508(11) 0.0891(7) Uani 1 1 d . . . . .
N2 N 0.0863(3) 0.5828(3) 0.25539(14) 0.0497(7) Uani 1 1 d . . . . .
S3 S -0.02316(10) 0.53710(10) 0.14054(5) 0.0687(3) Uani 1 1 d . . . . .
S4 S -0.06870(10) 0.36049(9) 0.28859(5) 0.0616(3) 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
C1 N1 1.325(4) . ?
C1 S1 1.749(3) . ?
C1 S2 1.654(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.467(5) . ?
C2 S1 1.770(4) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 N1 1.455(4) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.530(4) . ?
C4 N1 1.449(4) . ?
C5 H5 0.9800 . ?
C5 C6 1.513(4) . ?
C5 C18 1.507(4) . ?
C6 C7 1.381(4) . ?
C6 C11 1.386(4) . ?
C7 H7 0.9300 . ?
C7 C8 1.380(4) . ?
C8 H8 0.9300 . ?
C8 C9 1.394(4) . ?
C9 C10 1.387(4) . ?
C9 C12 1.485(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.382(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.399(4) . ?
C12 C17 1.383(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.383(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.378(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.368(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.382(4) . ?
C17 H17 0.9300 . ?
C18 F1 1.337(3) . ?
C18 F2 1.315(4) . ?
C18 F3 1.325(4) . ?
C19 N2 1.335(3) . ?
C19 S3 1.742(3) . ?
C19 S4 1.653(3) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C21 1.463(4) . ?
C20 S3 1.789(4) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 N2 1.460(4) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 C23 1.540(4) . ?
C22 N2 1.459(3) . ?
C23 H23 0.9800 . ?
C23 C24 1.517(4) . ?
C23 C36 1.499(5) . ?
C24 C25 1.384(4) . ?
C24 C29 1.365(4) . ?
C25 H25 0.9300 . ?
C25 C26 1.384(4) . ?
C26 H26 0.9300 . ?
C26 C27 1.387(4) . ?
C27 C28 1.393(4) . ?
C27 C30 1.477(4) . ?
C28 H28 0.9300 . ?
C28 C29 1.378(4) . ?
C29 H29 0.9300 . ?
C30 C31 1.395(4) . ?
C30 C35 1.397(4) . ?
C31 H31 0.9300 . ?
C31 C32 1.384(4) . ?
C32 H32 0.9300 . ?
C32 C33 1.371(5) . ?
C33 H33 0.9300 . ?
C33 C34 1.374(4) . ?
C34 H34 0.9300 . ?
C34 C35 1.371(4) . ?
C35 H35 0.9300 . ?
C36 F4 1.344(3) . ?
C36 F5 1.338(4) . ?
C36 F6 1.326(4) . ?

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
N1 C1 S1 110.8(2) . . ?
N1 C1 S2 126.5(3) . . ?
S2 C1 S1 122.6(2) . . ?
H2A C2 H2B 108.3 . . ?
C3 C2 H2A 110.0 . . ?
C3 C2 H2B 110.0 . . ?
C3 C2 S1 108.7(3) . . ?
S1 C2 H2A 110.0 . . ?
S1 C2 H2B 110.0 . . ?
C2 C3 H3A 109.9 . . ?
C2 C3 H3B 109.9 . . ?
H3A C3 H3B 108.3 . . ?
N1 C3 C2 109.1(3) . . ?
N1 C3 H3A 109.9 . . ?
N1 C3 H3B 109.9 . . ?
H4A C4 H4B 107.9 . . ?
C5 C4 H4A 109.2 . . ?
C5 C4 H4B 109.2 . . ?
N1 C4 H4A 109.2 . . ?
N1 C4 H4B 109.2 . . ?
N1 C4 C5 111.9(3) . . ?
C4 C5 H5 106.7 . . ?
C6 C5 C4 113.6(2) . . ?
C6 C5 H5 106.7 . . ?
C18 C5 C4 109.7(3) . . ?
C18 C5 H5 106.7 . . ?
C18 C5 C6 112.9(3) . . ?
C7 C6 C5 120.0(3) . . ?
C7 C6 C11 117.7(3) . . ?
C11 C6 C5 122.3(3) . . ?
C6 C7 H7 119.3 . . ?
C8 C7 C6 121.3(3) . . ?
C8 C7 H7 119.3 . . ?
C7 C8 H8 119.3 . . ?
C7 C8 C9 121.3(3) . . ?
C9 C8 H8 119.3 . . ?
C8 C9 C12 121.9(3) . . ?
C10 C9 C8 116.9(3) . . ?
C10 C9 C12 121.2(3) . . ?
C9 C10 H10 119.2 . . ?
C11 C10 C9 121.6(3) . . ?
C11 C10 H10 119.2 . . ?
C6 C11 H11 119.5 . . ?
C10 C11 C6 121.0(3) . . ?
C10 C11 H11 119.5 . . ?
C13 C12 C9 121.0(3) . . ?
C17 C12 C9 121.7(3) . . ?
C17 C12 C13 117.4(3) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 C12 120.4(3) . . ?
C14 C13 H13 119.8 . . ?
C13 C14 H14 119.5 . . ?
C15 C14 C13 121.0(3) . . ?
C15 C14 H14 119.5 . . ?
C14 C15 H15 120.4 . . ?
C16 C15 C14 119.2(3) . . ?
C16 C15 H15 120.4 . . ?
C15 C16 H16 119.9 . . ?
C15 C16 C17 120.3(3) . . ?
C17 C16 H16 119.9 . . ?
C12 C17 H17 119.1 . . ?
C16 C17 C12 121.8(3) . . ?
C16 C17 H17 119.1 . . ?
F1 C18 C5 111.5(3) . . ?
F2 C18 C5 112.9(3) . . ?
F2 C18 F1 106.8(3) . . ?
F2 C18 F3 106.8(3) . . ?
F3 C18 C5 113.5(3) . . ?
F3 C18 F1 104.8(3) . . ?
C1 N1 C3 117.3(3) . . ?
C1 N1 C4 122.3(3) . . ?
C4 N1 C3 120.4(3) . . ?
C1 S1 C2 93.26(18) . . ?
N2 C19 S3 111.1(2) . . ?
N2 C19 S4 127.2(2) . . ?
S4 C19 S3 121.71(19) . . ?
H20A C20 H20B 108.5 . . ?
C21 C20 H20A 110.2 . . ?
C21 C20 H20B 110.2 . . ?
C21 C20 S3 107.6(3) . . ?
S3 C20 H20A 110.2 . . ?
S3 C20 H20B 110.2 . . ?
C20 C21 H21A 109.9 . . ?
C20 C21 H21B 109.9 . . ?
H21A C21 H21B 108.3 . . ?
N2 C21 C20 108.8(3) . . ?
N2 C21 H21A 109.9 . . ?
N2 C21 H21B 109.9 . . ?
H22A C22 H22B 107.7 . . ?
C23 C22 H22A 108.9 . . ?
C23 C22 H22B 108.9 . . ?
N2 C22 H22A 108.9 . . ?
N2 C22 H22B 108.9 . . ?
N2 C22 C23 113.3(3) . . ?
C22 C23 H23 107.0 . . ?
C24 C23 C22 113.1(3) . . ?
C24 C23 H23 107.0 . . ?
C36 C23 C22 112.0(3) . . ?
C36 C23 H23 107.0 . . ?
C36 C23 C24 110.5(3) . . ?
C25 C24 C23 121.7(3) . . ?
C29 C24 C23 120.6(3) . . ?
C29 C24 C25 117.7(3) . . ?
C24 C25 H25 119.6 . . ?
C26 C25 C24 120.8(3) . . ?
C26 C25 H25 119.6 . . ?
C25 C26 H26 118.9 . . ?
C25 C26 C27 122.1(3) . . ?
C27 C26 H26 118.9 . . ?
C26 C27 C28 115.9(3) . . ?
C26 C27 C30 122.4(3) . . ?
C28 C27 C30 121.7(3) . . ?
C27 C28 H28 119.1 . . ?
C29 C28 C27 121.9(3) . . ?
C29 C28 H28 119.1 . . ?
C24 C29 C28 121.6(3) . . ?
C24 C29 H29 119.2 . . ?
C28 C29 H29 119.2 . . ?
C31 C30 C27 121.9(3) . . ?
C31 C30 C35 116.5(3) . . ?
C35 C30 C27 121.6(3) . . ?
C30 C31 H31 119.4 . . ?
C32 C31 C30 121.2(3) . . ?
C32 C31 H31 119.4 . . ?
C31 C32 H32 119.5 . . ?
C33 C32 C31 120.9(3) . . ?
C33 C32 H32 119.5 . . ?
C32 C33 H33 120.6 . . ?
C32 C33 C34 118.8(3) . . ?
C34 C33 H33 120.6 . . ?
C33 C34 H34 119.6 . . ?
C35 C34 C33 120.8(4) . . ?
C35 C34 H34 119.6 . . ?
C30 C35 H35 119.1 . . ?
C34 C35 C30 121.8(3) . . ?
C34 C35 H35 119.1 . . ?
F4 C36 C23 112.9(3) . . ?
F5 C36 C23 112.0(3) . . ?
F5 C36 F4 104.8(3) . . ?
F6 C36 C23 113.6(3) . . ?
F6 C36 F4 105.9(3) . . ?
F6 C36 F5 107.0(3) . . ?
C19 N2 C21 115.9(3) . . ?
C19 N2 C22 121.3(3) . . ?
C22 N2 C21 122.3(3) . . ?
C19 S3 C20 92.87(16) . . ?

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
C2 C3 N1 C1 7.2(5) . . . . ?
C2 C3 N1 C4 -172.6(3) . . . . ?
C3 C2 S1 C1 7.7(4) . . . . ?
C4 C5 C6 C7 -109.0(3) . . . . ?
C4 C5 C6 C11 69.3(4) . . . . ?
C4 C5 C18 F1 63.8(4) . . . . ?
C4 C5 C18 F2 -176.0(3) . . . . ?
C4 C5 C18 F3 -54.4(4) . . . . ?
C5 C4 N1 C1 83.4(4) . . . . ?
C5 C4 N1 C3 -96.7(4) . . . . ?
C5 C6 C7 C8 179.0(3) . . . . ?
C5 C6 C11 C10 180.0(3) . . . . ?
C6 C5 C18 F1 -168.5(3) . . . . ?
C6 C5 C18 F2 -48.3(4) . . . . ?
C6 C5 C18 F3 73.4(4) . . . . ?
C6 C7 C8 C9 1.2(5) . . . . ?
C7 C6 C11 C10 -1.7(4) . . . . ?
C7 C8 C9 C10 -1.8(4) . . . . ?
C7 C8 C9 C12 178.0(3) . . . . ?
C8 C9 C10 C11 0.7(4) . . . . ?
C8 C9 C12 C13 36.0(4) . . . . ?
C8 C9 C12 C17 -143.5(3) . . . . ?
C9 C10 C11 C6 1.1(5) . . . . ?
C9 C12 C13 C14 -179.6(3) . . . . ?
C9 C12 C17 C16 179.2(3) . . . . ?
C10 C9 C12 C13 -144.2(3) . . . . ?
C10 C9 C12 C17 36.3(4) . . . . ?
C11 C6 C7 C8 0.6(4) . . . . ?
C12 C9 C10 C11 -179.1(3) . . . . ?
C12 C13 C14 C15 0.4(5) . . . . ?
C13 C12 C17 C16 -0.3(4) . . . . ?
C13 C14 C15 C16 -0.5(5) . . . . ?
C14 C15 C16 C17 0.1(5) . . . . ?
C15 C16 C17 C12 0.3(5) . . . . ?
C17 C12 C13 C14 0.0(4) . . . . ?
C18 C5 C6 C7 125.4(3) . . . . ?
C18 C5 C6 C11 -56.4(4) . . . . ?
N1 C1 S1 C2 -3.9(3) . . . . ?
N1 C4 C5 C6 65.6(3) . . . . ?
N1 C4 C5 C18 -167.0(3) . . . . ?
S1 C1 N1 C3 -1.3(4) . . . . ?
S1 C1 N1 C4 178.5(2) . . . . ?
S1 C2 C3 N1 -9.4(5) . . . . ?
S2 C1 N1 C3 178.7(3) . . . . ?
S2 C1 N1 C4 -1.4(5) . . . . ?
S2 C1 S1 C2 176.1(3) . . . . ?
C20 C21 N2 C19 -19.7(4) . . . . ?
C20 C21 N2 C22 168.7(3) . . . . ?
C21 C20 S3 C19 -12.8(3) . . . . ?
C22 C23 C24 C25 -49.2(4) . . . . ?
C22 C23 C24 C29 131.6(3) . . . . ?
C22 C23 C36 F4 -53.5(4) . . . . ?
C22 C23 C36 F5 -171.5(2) . . . . ?
C22 C23 C36 F6 67.2(4) . . . . ?
C23 C22 N2 C19 76.9(4) . . . . ?
C23 C22 N2 C21 -112.0(3) . . . . ?
C23 C24 C25 C26 -177.8(3) . . . . ?
C23 C24 C29 C28 178.0(3) . . . . ?
C24 C23 C36 F4 179.5(3) . . . . ?
C24 C23 C36 F5 61.5(4) . . . . ?
C24 C23 C36 F6 -59.9(4) . . . . ?
C24 C25 C26 C27 -0.5(6) . . . . ?
C25 C24 C29 C28 -1.2(5) . . . . ?
C25 C26 C27 C28 -0.7(5) . . . . ?
C25 C26 C27 C30 178.3(3) . . . . ?
C26 C27 C28 C29 0.9(5) . . . . ?
C26 C27 C30 C31 -21.1(5) . . . . ?
C26 C27 C30 C35 159.6(3) . . . . ?
C27 C28 C29 C24 0.1(5) . . . . ?
C27 C30 C31 C32 -178.8(3) . . . . ?
C27 C30 C35 C34 178.0(3) . . . . ?
C28 C27 C30 C31 157.8(3) . . . . ?
C28 C27 C30 C35 -21.4(5) . . . . ?
C29 C24 C25 C26 1.4(5) . . . . ?
C30 C27 C28 C29 -178.1(3) . . . . ?
C30 C31 C32 C33 0.3(5) . . . . ?
C31 C30 C35 C34 -1.3(5) . . . . ?
C31 C32 C33 C34 -0.2(6) . . . . ?
C32 C33 C34 C35 -0.5(6) . . . . ?
C33 C34 C35 C30 1.3(6) . . . . ?
C35 C30 C31 C32 0.5(5) . . . . ?
C36 C23 C24 C25 77.3(4) . . . . ?
C36 C23 C24 C29 -102.0(4) . . . . ?
N2 C19 S3 C20 2.1(3) . . . . ?
N2 C22 C23 C24 -151.7(3) . . . . ?
N2 C22 C23 C36 82.7(3) . . . . ?
S3 C19 N2 C21 9.9(4) . . . . ?
S3 C19 N2 C22 -178.4(2) . . . . ?
S3 C20 C21 N2 19.5(4) . . . . ?
S4 C19 N2 C21 -170.0(3) . . . . ?
S4 C19 N2 C22 1.7(4) . . . . ?
S4 C19 S3 C20 -178.0(2) . . . . ?


_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 1.538
_oxdiff_exptl_absorpt_empirical_full_min 0.683
