# 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_cf3ph
_database_code_depnum_ccdc_archive 'CCDC 2385868'
loop_
_audit_author_name
_audit_author_address
'KAUSHAL KISHOR'
;BANARAS HINDU UNIVERSITY
India
;
_audit_update_record             
;
2024-09-23 deposited with the CCDC.	2025-01-27 downloaded from the CCDC.
;
_audit_creation_date             2024-09-23
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H13 F3 N2 S'
_chemical_formula_sum            'C20 H13 F3 N2 S'
_chemical_formula_weight         370.38
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N F S'
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'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.71930(10)
_cell_length_b                   10.18290(10)
_cell_length_c                   18.9834(2)
_cell_angle_alpha                90
_cell_angle_beta                 90.1380(10)
_cell_angle_gamma                90
_cell_volume                     1685.49(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    14168
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      67.9590
_cell_measurement_theta_min      2.3340
_shelx_estimated_absorpt_T_max   0.837
_shelx_estimated_absorpt_T_min   0.736
_exptl_absorpt_coefficient_mu    2.045
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.20186
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.124a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.460
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             760
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0485
_diffrn_reflns_av_unetI/netI     0.0228
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            21745
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.059
_diffrn_reflns_theta_min         4.659
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.994
_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    -75.00  24.00   0.50    0.20    --  -40.83  99.00 -55.00  198
  2  ω    -32.00  29.00   0.50    0.20    --  -40.83  26.00 132.00  122
  3  ω   -109.00 -53.00   0.50    0.20    --  -40.83-154.00 -40.00  112
  4  ω   -111.00 -26.00   0.50    0.20    --  -40.83 -26.00 -31.00  170
  5  ω     27.00 111.00   0.50    0.20    --   40.83  26.00 132.00  168
  6  ω     49.00 110.00   0.50    0.20    --   40.83-154.00 -40.00  122
  7  ω     31.00  87.00   0.50    0.20    --   40.83-121.00 117.00  112
  8  ω   -152.00 -68.00   0.50    0.76    --  -82.50 -26.00 -31.00  168
  9  ω    -81.00 -10.00   0.50    0.76    --  -82.50  99.00 -55.00  142
 10  ω   -155.00 -85.00   0.50    0.76    --  -82.50 -99.00-161.00  140
 11  ω   -146.00 -75.00   0.50    0.76    --  -82.50-121.00 117.00  142
 12  ω    107.00 168.00   0.50    0.76    --   96.04  99.00 -55.00  122
 13  ω     24.00 107.00   0.50    0.76    --   96.04 -99.00-161.00  166
 14  ω     49.00 133.00   0.50    0.76    --   96.04-154.00 -40.00  168
 15  ω     97.00 160.00   0.50    0.76    --   96.04 121.00-159.00  126
 16  ω     82.00 166.00   0.50    0.76    --   96.04  26.00 132.00  168
 17  ω    -27.00  37.00   0.50    0.20    --   40.83 -32.00-120.00  128
 18  ω    -35.00  24.00   0.50    0.20    --   40.83 -11.00  30.00  118
 19  ω     -2.00  75.00   0.50    0.20    --   40.83 -99.00-161.00  154
 20  ω    -35.00  24.00   0.50    0.20    --   40.83 -11.00  90.00  118
 21  ω    -47.00 -15.00   0.50    0.76    --  -82.50  42.00   0.00   64
 22  ω    -47.00 -15.00   0.50    0.76    --  -82.50  42.00  90.00   64
 23  ω     28.00  68.00   0.50    0.76    --   96.04 -59.00-150.00   80
 24  ω     29.00  57.00   0.50    0.76    --   96.04 -50.00-120.00   56
 25  ω     29.00  57.00   0.50    0.76    --   96.04 -50.00 -30.00   56
 26  ω     28.00  68.00   0.50    0.76    --   96.04 -59.00 -30.00   80
 27  ω     28.00  83.00   0.50    0.76    --   96.04 -68.00-180.00  110
 28  ω     29.00  57.00   0.50    0.76    --   96.04 -50.00 -90.00   56
 29  ω     29.00  57.00   0.50    0.76    --   96.04 -50.00  90.00   56
 30  ω     28.00  68.00   0.50    0.76    --   96.04 -59.00  60.00   80
 31  ω     29.00  57.00   0.50    0.76    --   96.04 -50.00   0.00   56
 32  ω     28.00  68.00   0.50    0.76    --   96.04 -59.00  90.00   80
 33  ω   -109.00 -14.00   0.50    0.20    --  -40.83 -77.00 -90.00  190
 34  ω   -109.00 -14.00   0.50    0.20    --  -40.83 -77.00-150.00  190
 35  ω   -108.00 -17.00   0.50    0.20    --  -40.83 -65.00   0.00  182
 36  ω   -109.00 -14.00   0.50    0.20    --  -40.83 -77.00 120.00  190
 37  ω   -109.00 -14.00   0.50    0.20    --  -40.83 -77.00  60.00  190
 38  ω   -108.00 -17.00   0.50    0.20    --  -40.83 -65.00 -60.00  182
 39  ω   -108.00 -17.00   0.50    0.20    --  -40.83 -65.00-120.00  182
 40  ω    -27.00  37.00   0.50    0.20    --   40.83 -32.00-180.00  128
 41  ω     18.00 109.00   0.50    0.20    --   40.83  65.00-180.00  182
 42  ω   -150.00 -58.00   0.50    0.76    --  -82.50 -68.00  60.00  184
 43  ω     23.00 106.00   0.50    0.76    --   96.04 -96.00   0.00  166
 44  ω     74.00 163.00   0.50    0.76    --   96.04  59.00 150.00  178
 45  ω     79.00 162.00   0.50    0.76    --   96.04  42.00 -90.00  166
 46  ω     74.00 163.00   0.50    0.76    --   96.04  59.00 -60.00  178
 47  ω     74.00 163.00   0.50    0.76    --   96.04  59.00 -30.00  178
 48  ω     82.00 164.00   0.50    0.76    --   96.04  33.00-150.00  164
 49  ω     44.00 127.00   0.50    0.76    --   96.04-145.00-150.00  166
 50  ω     77.00 163.00   0.50    0.76    --   96.04  50.00-120.00  172
 51  ω     74.00 163.00   0.50    0.76    --   96.04  59.00   0.00  178
 52  ω     69.00 136.00   0.50    0.76    --   96.04  77.00  90.00  134
 53  ω     74.00 163.00   0.50    0.76    --   96.04  59.00  60.00  178
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1642635000
_diffrn_orient_matrix_UB_12      -0.0319677000
_diffrn_orient_matrix_UB_13      -0.0243111000
_diffrn_orient_matrix_UB_21      -0.0620628000
_diffrn_orient_matrix_UB_22      -0.0393403000
_diffrn_orient_matrix_UB_23      -0.0730868000
_diffrn_orient_matrix_UB_31      0.0196844000
_diffrn_orient_matrix_UB_32      0.1425261000
_diffrn_orient_matrix_UB_33      -0.0255692000
_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                2740
_reflns_number_total             3052
_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 1.171.43.124a (Rigaku OD, 2024)'
_computing_data_collection       
'CrysAlisPro system (CCD 42.90a 64-bit (release 14-04-2023))'
_computing_data_reduction        'CrysAlisPro 1.171.43.124a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.162
_refine_diff_density_min         -0.228
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     263
_refine_ls_number_reflns         3052
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0391
_refine_ls_R_factor_gt           0.0355
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0528P)²+0.3321P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0941
_refine_ls_wR_factor_ref         0.0970
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 F5-C7 \\sim F1-C7
 with sigma of 0.02
 F2-C7 \\sim F3-C7
 with sigma of 0.02
 F6-C7 \\sim F4-C7
 with sigma of 0.02
3. Rigid body (RIGU) restrains
 F5, F2, F6
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 F1, F3, F4
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Sof(F1)=Sof(F4)=Sof(F3)=1-FVAR(1)
 Sof(F5)=Sof(F2)=Sof(F6)=FVAR(1)
5.a Aromatic/amide H refined with riding coordinates:
 C14(H14), C16(H16), C18(H18), C20(H20), C5(H5), C11(H11), C3(H3), C13(H13),
 C15(H15), C2(H2), C17(H17), C9(H9), C19(H19)
;
_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 0.53471(5) 0.70891(4) 0.29690(2) 0.04730(14) Uani 1 1 d . . . . .
N1 N 0.40097(15) 0.63416(12) 0.17345(6) 0.0445(3) Uani 1 1 d . . . . .
N2 N 0.57565(16) 0.51357(13) 0.11612(6) 0.0477(3) Uani 1 1 d . . . . .
F5 F 0.2239(18) 0.388(2) 0.5685(4) 0.165(7) Uani 0.344(13) 1 d D . P A 1
C1 C 0.63336(18) 0.54827(14) 0.18028(7) 0.0435(3) Uani 1 1 d . . . . .
C4 C 0.44036(16) 0.60158(14) 0.35678(7) 0.0390(3) Uani 1 1 d . . . . .
C6 C 0.78824(18) 0.50200(15) 0.20057(8) 0.0459(3) Uani 1 1 d . . . . .
C8 C 0.43456(18) 0.56545(15) 0.11288(8) 0.0455(3) Uani 1 1 d . . . . .
C10 C 0.29251(17) 0.44631(16) 0.45487(8) 0.0456(4) Uani 1 1 d . . . . .
C12 C 0.52934(18) 0.62391(14) 0.21762(7) 0.0436(3) Uani 1 1 d . . . . .
C14 C 0.42692(19) 0.46831(15) 0.34582(8) 0.0496(4) Uani 1 1 d . . . . .
H14 H 0.468161 0.430542 0.305481 0.059 Uiso 1 1 calc R U . . .
F2 F 0.0579(9) 0.3690(16) 0.4975(9) 0.133(5) Uani 0.344(13) 1 d D . P A 1
C16 C 0.30938(19) 0.57888(17) 0.46684(8) 0.0525(4) Uani 1 1 d . . . . .
H16 H 0.271108 0.615953 0.507978 0.063 Uiso 1 1 calc R U . . .
F6 F 0.217(3) 0.2336(7) 0.4938(12) 0.152(7) Uani 0.344(13) 1 d D . P A 1
C18 C 0.38280(18) 0.65682(16) 0.41808(8) 0.0485(4) Uani 1 1 d . . . . .
H18 H 0.393758 0.746387 0.426259 0.058 Uiso 1 1 calc R U . . .
C20 C 0.2632(2) 0.69714(17) 0.18260(9) 0.0547(4) Uani 1 1 d . . . . .
H20 H 0.242904 0.742687 0.224009 0.066 Uiso 1 1 calc R U . . .
C5 C 0.3526(2) 0.39091(16) 0.39444(9) 0.0525(4) Uani 1 1 d . . . . .
H5 H 0.342759 0.301142 0.386613 0.063 Uiso 1 1 calc R U . . .
C11 C 0.3243(2) 0.55964(17) 0.05877(8) 0.0546(4) Uani 1 1 d . . . . .
H11 H 0.344321 0.513937 0.017386 0.065 Uiso 1 1 calc R U . . .
C3 C 0.8684(2) 0.42071(18) 0.15439(9) 0.0590(4) Uani 1 1 d . . . . .
H3 H 0.825772 0.399791 0.110870 0.071 Uiso 1 1 calc R U . . .
C13 C 0.8580(2) 0.53232(18) 0.26454(9) 0.0578(4) Uani 1 1 d . . . . .
H13 H 0.807772 0.586525 0.296449 0.069 Uiso 1 1 calc R U . . .
C7 C 0.2063(2) 0.3621(2) 0.50534(9) 0.0613(5) Uani 1 1 d D . . . .
C15 C 0.1877(2) 0.62208(19) 0.06801(10) 0.0615(4) Uani 1 1 d . . . . .
H15 H 0.113550 0.618732 0.032767 0.074 Uiso 1 1 calc R U . . .
C2 C 0.1581(2) 0.69190(19) 0.13078(10) 0.0614(5) Uani 1 1 d . . . . .
H2 H 0.064678 0.734758 0.136331 0.074 Uiso 1 1 calc R U . . .
C17 C 1.0010(2) 0.4829(2) 0.28118(10) 0.0657(5) Uani 1 1 d . . . . .
H17 H 1.046422 0.504591 0.323999 0.079 Uiso 1 1 calc R U . . .
C9 C 1.0098(2) 0.3711(2) 0.17246(11) 0.0711(5) Uani 1 1 d . . . . .
H9 H 1.060701 0.315633 0.141414 0.085 Uiso 1 1 calc R U . . .
C19 C 1.0764(2) 0.4024(2) 0.23534(11) 0.0687(5) Uani 1 1 d . . . . .
H19 H 1.172508 0.369016 0.246930 0.082 Uiso 1 1 calc R U . . .
F1 F 0.1775(8) 0.4220(4) 0.5655(2) 0.1075(19) Uani 0.656(13) 1 d D . P A 2
F4 F 0.0779(7) 0.3235(9) 0.4815(3) 0.128(3) Uani 0.656(13) 1 d D . P A 2
F3 F 0.2873(5) 0.2594(6) 0.5256(3) 0.0996(13) Uani 0.656(13) 1 d D . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C4 1.7799(14) . ?
S1 C12 1.7366(15) . ?
N1 C8 1.3782(19) . ?
N1 C12 1.401(2) . ?
N1 C20 1.373(2) . ?
N2 C1 1.3633(19) . ?
N2 C8 1.340(2) . ?
F5 C7 1.236(8) . ?
C1 C6 1.480(2) . ?
C1 C12 1.386(2) . ?
C4 C14 1.378(2) . ?
C4 C18 1.3875(19) . ?
C6 C3 1.395(2) . ?
C6 C13 1.392(2) . ?
C8 C11 1.406(2) . ?
C10 C16 1.377(2) . ?
C10 C5 1.382(2) . ?
C10 C7 1.490(2) . ?
C14 H14 0.9300 . ?
C14 C5 1.377(2) . ?
F2 C7 1.305(8) . ?
C16 H16 0.9300 . ?
C16 C18 1.378(2) . ?
F6 C7 1.330(9) . ?
C18 H18 0.9300 . ?
C20 H20 0.9300 . ?
C20 C2 1.344(3) . ?
C5 H5 0.9300 . ?
C11 H11 0.9300 . ?
C11 C15 1.362(2) . ?
C3 H3 0.9300 . ?
C3 C9 1.375(3) . ?
C13 H13 0.9300 . ?
C13 C17 1.381(3) . ?
C7 F1 1.319(4) . ?
C7 F4 1.270(4) . ?
C7 F3 1.319(4) . ?
C15 H15 0.9300 . ?
C15 C2 1.412(3) . ?
C2 H2 0.9300 . ?
C17 H17 0.9300 . ?
C17 C19 1.365(3) . ?
C9 H9 0.9300 . ?
C9 C19 1.364(3) . ?
C19 H19 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
C12 S1 C4 103.64(7) . . ?
C8 N1 C12 106.89(12) . . ?
C20 N1 C8 122.03(14) . . ?
C20 N1 C12 131.08(13) . . ?
C8 N2 C1 106.00(12) . . ?
N2 C1 C6 118.97(13) . . ?
N2 C1 C12 111.12(14) . . ?
C12 C1 C6 129.90(14) . . ?
C14 C4 S1 123.20(11) . . ?
C14 C4 C18 119.69(14) . . ?
C18 C4 S1 117.08(11) . . ?
C3 C6 C1 118.94(15) . . ?
C13 C6 C1 123.58(14) . . ?
C13 C6 C3 117.46(15) . . ?
N1 C8 C11 118.98(14) . . ?
N2 C8 N1 111.01(13) . . ?
N2 C8 C11 130.01(14) . . ?
C16 C10 C5 119.78(14) . . ?
C16 C10 C7 120.77(15) . . ?
C5 C10 C7 119.43(15) . . ?
N1 C12 S1 120.09(11) . . ?
C1 C12 S1 134.73(13) . . ?
C1 C12 N1 104.96(12) . . ?
C4 C14 H14 119.9 . . ?
C5 C14 C4 120.16(14) . . ?
C5 C14 H14 119.9 . . ?
C10 C16 H16 119.9 . . ?
C10 C16 C18 120.22(14) . . ?
C18 C16 H16 119.9 . . ?
C4 C18 H18 120.0 . . ?
C16 C18 C4 119.95(14) . . ?
C16 C18 H18 120.0 . . ?
N1 C20 H20 120.5 . . ?
C2 C20 N1 118.96(16) . . ?
C2 C20 H20 120.5 . . ?
C10 C5 H5 119.9 . . ?
C14 C5 C10 120.16(15) . . ?
C14 C5 H5 119.9 . . ?
C8 C11 H11 120.6 . . ?
C15 C11 C8 118.87(15) . . ?
C15 C11 H11 120.6 . . ?
C6 C3 H3 119.6 . . ?
C9 C3 C6 120.78(17) . . ?
C9 C3 H3 119.6 . . ?
C6 C13 H13 119.6 . . ?
C17 C13 C6 120.76(16) . . ?
C17 C13 H13 119.6 . . ?
F5 C7 C10 116.2(5) . . ?
F5 C7 F2 102.7(7) . . ?
F5 C7 F6 111.0(7) . . ?
F2 C7 C10 113.4(6) . . ?
F2 C7 F6 95.9(9) . . ?
F6 C7 C10 115.2(4) . . ?
F1 C7 C10 112.8(3) . . ?
F4 C7 C10 113.3(3) . . ?
F4 C7 F1 106.4(4) . . ?
F4 C7 F3 109.2(4) . . ?
F3 C7 C10 111.9(2) . . ?
F3 C7 F1 102.6(3) . . ?
C11 C15 H15 119.8 . . ?
C11 C15 C2 120.39(17) . . ?
C2 C15 H15 119.8 . . ?
C20 C2 C15 120.78(17) . . ?
C20 C2 H2 119.6 . . ?
C15 C2 H2 119.6 . . ?
C13 C17 H17 119.7 . . ?
C19 C17 C13 120.61(18) . . ?
C19 C17 H17 119.7 . . ?
C3 C9 H9 119.6 . . ?
C19 C9 C3 120.82(18) . . ?
C19 C9 H9 119.6 . . ?
C17 C19 H19 120.2 . . ?
C9 C19 C17 119.56(18) . . ?
C9 C19 H19 120.2 . . ?

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
S1 C4 C14 C5 179.89(13) . . . . ?
S1 C4 C18 C16 -179.57(13) . . . . ?
N1 C8 C11 C15 -0.1(2) . . . . ?
N1 C20 C2 C15 0.5(3) . . . . ?
N2 C1 C6 C3 -2.1(2) . . . . ?
N2 C1 C6 C13 179.64(15) . . . . ?
N2 C1 C12 S1 -173.89(12) . . . . ?
N2 C1 C12 N1 0.56(16) . . . . ?
N2 C8 C11 C15 -179.55(16) . . . . ?
C1 N2 C8 N1 0.67(16) . . . . ?
C1 N2 C8 C11 -179.80(16) . . . . ?
C1 C6 C3 C9 -177.27(17) . . . . ?
C1 C6 C13 C17 178.07(16) . . . . ?
C4 S1 C12 N1 85.91(12) . . . . ?
C4 S1 C12 C1 -100.29(16) . . . . ?
C4 C14 C5 C10 -0.7(3) . . . . ?
C6 C1 C12 S1 7.0(3) . . . . ?
C6 C1 C12 N1 -178.51(14) . . . . ?
C6 C3 C9 C19 -1.3(3) . . . . ?
C6 C13 C17 C19 -0.5(3) . . . . ?
C8 N1 C12 S1 175.31(10) . . . . ?
C8 N1 C12 C1 -0.13(15) . . . . ?
C8 N1 C20 C2 -0.2(2) . . . . ?
C8 N2 C1 C6 178.42(13) . . . . ?
C8 N2 C1 C12 -0.77(17) . . . . ?
C8 C11 C15 C2 0.3(3) . . . . ?
C10 C16 C18 C4 -0.2(2) . . . . ?
C12 S1 C4 C14 22.16(15) . . . . ?
C12 S1 C4 C18 -159.88(12) . . . . ?
C12 N1 C8 N2 -0.34(16) . . . . ?
C12 N1 C8 C11 -179.93(14) . . . . ?
C12 N1 C20 C2 179.70(16) . . . . ?
C12 C1 C6 C3 176.92(16) . . . . ?
C12 C1 C6 C13 -1.3(3) . . . . ?
C14 C4 C18 C16 -1.5(2) . . . . ?
C16 C10 C5 C14 -1.0(2) . . . . ?
C16 C10 C7 F5 -38.3(13) . . . . ?
C16 C10 C7 F2 80.4(9) . . . . ?
C16 C10 C7 F6 -170.5(15) . . . . ?
C16 C10 C7 F1 -12.1(4) . . . . ?
C16 C10 C7 F4 108.8(5) . . . . ?
C16 C10 C7 F3 -127.2(4) . . . . ?
C18 C4 C14 C5 2.0(2) . . . . ?
C20 N1 C8 N2 179.59(14) . . . . ?
C20 N1 C8 C11 0.0(2) . . . . ?
C20 N1 C12 S1 -4.6(2) . . . . ?
C20 N1 C12 C1 179.94(15) . . . . ?
C5 C10 C16 C18 1.5(2) . . . . ?
C5 C10 C7 F5 143.4(13) . . . . ?
C5 C10 C7 F2 -97.9(9) . . . . ?
C5 C10 C7 F6 11.2(15) . . . . ?
C5 C10 C7 F1 169.6(4) . . . . ?
C5 C10 C7 F4 -69.5(6) . . . . ?
C5 C10 C7 F3 54.5(4) . . . . ?
C11 C15 C2 C20 -0.5(3) . . . . ?
C3 C6 C13 C17 -0.2(3) . . . . ?
C3 C9 C19 C17 0.6(3) . . . . ?
C13 C6 C3 C9 1.1(3) . . . . ?
C13 C17 C19 C9 0.3(3) . . . . ?
C7 C10 C16 C18 -176.80(15) . . . . ?
C7 C10 C5 C14 177.27(16) . . . . ?

_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 2.393
_oxdiff_exptl_absorpt_empirical_full_min 0.777
