# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_2018jrh0036_res
_database_code_depnum_ccdc_archive 'CCDC 1855728'
loop_
_audit_author_name
_audit_author_address
'Jennifer Hiscock'
;University of kent
United Kingdom
;
_audit_update_record             
;
2018-07-13 deposited with the CCDC.	2021-02-09 downloaded from the CCDC.
;
_audit_creation_date             2018-06-22
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C15 H10 F6 N2 S, C2 H6 O S'
_chemical_formula_sum            'C17 H16 F6 N2 O S2'
_chemical_formula_weight         442.44
_chemical_melting_point          ?
_chemical_oxdiff_formula         C20H20N2O2
_chemical_oxdiff_usercomment     '100 K rebecca 1/1 + 1/5'
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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.5039(12)
_cell_length_b                   8.281(2)
_cell_length_c                   24.124(8)
_cell_angle_alpha                90
_cell_angle_beta                 96.831(20)
_cell_angle_gamma                90
_cell_volume                     1885.1(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    778
_cell_measurement_temperature    100.0(5)
_cell_measurement_theta_max      69.1850
_cell_measurement_theta_min      4.6610
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.208
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.60903
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.559
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             904
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
5 0 -2 0.0027
-5 0 2 0.0027
0 5 -2 0.0743
0 -5 2 0.0743
-2 0 -5 0.0026
2 0 5 0.0026

_exptl_crystal_size_max          0.151
_exptl_crystal_size_mid          0.011
_exptl_crystal_size_min          0.005
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
4.9802 -0.0133 -1.9281 0.0740 0.0403 -0.8026
-4.9802 0.0133 1.9281 -0.0740 -0.0403 0.8026
-0.0260 4.9845 -1.9801 -0.4741 -0.8033 -0.0801
0.0260 -4.9845 1.9801 0.4741 0.8033 0.0801
-1.9879 -0.0021 -5.0281 0.2637 -0.2468 0.3231
1.9879 0.0021 5.0281 -0.2637 0.2468 -0.3231

_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1420
_diffrn_reflns_av_unetI/netI     0.1376
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            11491
_diffrn_reflns_point_group_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         66.600
_diffrn_reflns_theta_min         3.691
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(5)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2887
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -68.00  31.00   1.00   19.77    --  -41.91  57.00 -60.00   99
  2  ω   -113.00 -19.00   1.00   19.77    --  -41.91 -57.00 150.00   94
  3  ω    -31.00  64.00   1.00   19.77    --   41.91 -38.00   0.00   95
  4  ω     58.00  99.00   1.00   19.77    --   41.91-133.00 107.00   41
  5  ω     53.00  89.00   1.00   30.00    --  105.91  15.00  90.00   36
  6  ω     34.00 117.00   1.00   30.00    --  105.91-125.00  90.00   83
  7  ω     56.00 107.00   1.00   30.00    --  105.91 -94.00 120.00   51
  8  ω     33.00 125.00   1.00   30.00    --  105.91 -45.00  30.00   92
  9  ω     35.00  87.00   1.00   30.00    --  105.91 -61.00 150.00   52
 10  ω     71.00 108.00   1.00   30.00    --  105.91 -94.00-150.00   37
 11  ω    108.00 173.00   1.00   30.00    --  105.91  61.00 120.00   65
 12  ω    126.00 178.00   1.00   30.00    --  105.91  15.00  90.00   52
 13  ω     56.00 109.00   1.00   30.00    --  105.91 -94.00 -60.00   53
 14  ω     40.00 109.00   1.00   30.00    --  105.91 -45.00 -90.00   69
 15  ω     44.00 132.00   1.00   30.00    --  105.91 -45.00-180.00   88
 16  ω     54.00 160.00   1.00   30.00    --  105.91  15.00-120.00  106
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0049745000
_diffrn_orient_matrix_UB_12      -0.1151704000
_diffrn_orient_matrix_UB_13      -0.0504326000
_diffrn_orient_matrix_UB_21      0.0231943000
_diffrn_orient_matrix_UB_22      -0.1451562000
_diffrn_orient_matrix_UB_23      0.0399835000
_diffrn_orient_matrix_UB_31      -0.1613761000
_diffrn_orient_matrix_UB_32      -0.0170868000
_diffrn_orient_matrix_UB_33      -0.0004519000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1755
_reflns_number_total             3331
_reflns_odcompleteness_completeness 99.97
_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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (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         0.369
_refine_diff_density_min         -0.425
_refine_diff_density_rms         0.075
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.981
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     319
_refine_ls_number_reflns         3331
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1461
_refine_ls_R_factor_gt           0.0709
_refine_ls_restrained_S_all      0.981
_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)+(0.0478P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1394
_refine_ls_wR_factor_ref         0.1800
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H,H,H,H) groups
2. Others
 Sof(H16D)=Sof(H16E)=Sof(H16F)=Sof(H17D)=Sof(H17E)=Sof(H17F)=Sof(S2A)=1-FVAR(1)
 Sof(S2)=Sof(H16A)=Sof(H16B)=Sof(H16C)=Sof(H17A)=Sof(H17B)=Sof(H17C)=FVAR(1)
 Sof(F1A)=Sof(F2A)=Sof(F3A)=1-FVAR(2)
 Sof(F2)=Sof(F1)=Sof(F3)=FVAR(2)
 Sof(F5A)=Sof(F6A)=Sof(F4A)=1-FVAR(3)
 Sof(F6)=Sof(F5)=Sof(F4)=FVAR(3)
3.a Me refined with riding coordinates:
 C16(H16A,H16B,H16C), C16(H16D,H16E,H16F), C17(H17A,H17B,H17C), C17(H17D,H17E,
 H17F)
3.b Aromatic/amide H refined with riding coordinates:
 N2(H2), N1(H1), C11(H11), C6(H6), C13(H13), C12(H12), C3(H3), C4(H4),
 C10(H10), C5(H5)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 0.17563(15) 0.73653(19) 0.49405(7) 0.0427(4) Uani 1 1 d . . . . .
S2 S 0.81132(16) 0.6574(2) 0.42916(8) 0.0379(5) Uani 0.871(4) 1 d . . P A 1
O1 O 0.6537(4) 0.6332(5) 0.43442(19) 0.0498(12) Uani 1 1 d . . . . .
N2 N 0.4597(4) 0.7236(5) 0.5080(2) 0.0369(12) Uani 1 1 d . . . . .
H2 H 0.5350 0.6983 0.4934 0.044 Uiso 1 1 calc R . . . .
N1 N 0.3550(4) 0.5805(6) 0.4352(2) 0.0386(12) Uani 1 1 d . . . . .
H1 H 0.4394 0.5832 0.4258 0.046 Uiso 1 1 calc R . . . .
F2 F 0.0164(16) 0.145(2) 0.2497(5) 0.072(4) Uani 0.70(3) 1 d . . P B 1
F6 F 0.659(3) 1.001(3) 0.7458(13) 0.120(13) Uani 0.47(4) 1 d . . P C 1
F5 F 0.615(3) 1.220(2) 0.6985(9) 0.076(6) Uani 0.47(4) 1 d . . P C 1
C11 C 0.5880(5) 0.9257(7) 0.5640(3) 0.0372(14) Uani 1 1 d . . . . .
H11 H 0.6413 0.9441 0.5347 0.045 Uiso 1 1 calc R . . . .
F4 F 0.458(2) 1.090(3) 0.7366(9) 0.090(8) Uani 0.47(4) 1 d . . P C 1
C6 C 0.2885(5) 0.4416(7) 0.3489(3) 0.0384(15) Uani 1 1 d . . . . .
H6 H 0.3661 0.4895 0.3353 0.046 Uiso 1 1 calc R . . . .
C9 C 0.4797(5) 0.8114(7) 0.5581(2) 0.0348(13) Uani 1 1 d . . . . .
C7 C 0.2578(5) 0.4787(7) 0.4019(3) 0.0363(14) Uani 1 1 d . . . . .
C2 C 0.0879(5) 0.2645(7) 0.3357(3) 0.0367(14) Uani 1 1 d . . . . .
C8 C 0.3333(5) 0.6735(7) 0.4796(3) 0.0356(13) Uani 1 1 d . . . . .
C13 C 0.6169(6) 1.0123(7) 0.6134(3) 0.0426(15) Uani 1 1 d . . . . .
H13 H 0.6881 1.0899 0.6168 0.051 Uiso 1 1 calc R . . . .
C12 C 0.4337(6) 0.8656(7) 0.6519(3) 0.0408(15) Uani 1 1 d . . . . .
H12 H 0.3825 0.8447 0.6817 0.049 Uiso 1 1 calc R . . . .
C14 C 0.5406(6) 0.9836(7) 0.6569(3) 0.0408(15) Uani 1 1 d . . . . .
C3 C 0.0550(6) 0.3014(7) 0.3882(3) 0.0441(16) Uani 1 1 d . . . . .
H3 H -0.0231 0.2536 0.4014 0.053 Uiso 1 1 calc R . . . .
C4 C 0.2049(6) 0.3338(7) 0.3157(3) 0.0413(14) Uani 1 1 d . . . . .
H4 H 0.2269 0.3080 0.2802 0.050 Uiso 1 1 calc R . . . .
F1 F -0.1335(8) 0.155(3) 0.3059(7) 0.100(6) Uani 0.70(3) 1 d . . P B 1
C10 C 0.4056(6) 0.7813(7) 0.6029(3) 0.0410(15) Uani 1 1 d . . . . .
H10 H 0.3353 0.7026 0.5997 0.049 Uiso 1 1 calc R . . . .
C5 C 0.1385(6) 0.4104(8) 0.4217(3) 0.0445(15) Uani 1 1 d . . . . .
H5 H 0.1151 0.4376 0.4568 0.053 Uiso 1 1 calc R . . . .
C1 C -0.0011(6) 0.1446(9) 0.3005(3) 0.0460(16) Uani 1 1 d . . . . .
F3 F 0.032(2) -0.0092(12) 0.3188(6) 0.094(5) Uani 0.70(3) 1 d . . P B 1
C15 C 0.5688(7) 1.0745(9) 0.7105(3) 0.0507(17) Uani 1 1 d . . . . .
C16 C 0.8374(6) 0.8677(7) 0.4378(3) 0.0541(19) Uani 1 1 d . . . . .
H16A H 0.9347 0.8935 0.4350 0.081 Uiso 0.871(4) 1 calc R . P A 1
H16B H 0.8137 0.8996 0.4738 0.081 Uiso 0.871(4) 1 calc R . P A 1
H16C H 0.7777 0.9243 0.4093 0.081 Uiso 0.871(4) 1 calc R . P A 1
H16D H 0.7777 0.9328 0.4583 0.081 Uiso 0.129(4) 1 calc R . P A 2
H16E H 0.8967 0.9365 0.4185 0.081 Uiso 0.129(4) 1 calc R . P A 2
H16F H 0.8955 0.7992 0.4632 0.081 Uiso 0.129(4) 1 calc R . P A 2
C17 C 0.8267(7) 0.6481(10) 0.3578(3) 0.069(2) Uani 1 1 d . . . . .
H17A H 0.9241 0.6626 0.3520 0.103 Uiso 0.871(4) 1 calc R . P A 1
H17B H 0.7702 0.7317 0.3387 0.103 Uiso 0.871(4) 1 calc R . P A 1
H17C H 0.7942 0.5447 0.3435 0.103 Uiso 0.871(4) 1 calc R . P A 1
H17D H 0.8591 0.7138 0.3291 0.103 Uiso 0.129(4) 1 calc R . P A 2
H17E H 0.7876 0.5494 0.3417 0.103 Uiso 0.129(4) 1 calc R . P A 2
H17F H 0.9048 0.6238 0.3856 0.103 Uiso 0.129(4) 1 calc R . P A 2
S2A S 0.7190(12) 0.7341(16) 0.3835(6) 0.052(4) Uani 0.129(4) 1 d . . P A 2
F1A F -0.125(4) 0.221(3) 0.277(2) 0.125(16) Uani 0.30(3) 1 d . . P B 2
F2A F 0.056(5) 0.083(7) 0.258(2) 0.14(2) Uani 0.30(3) 1 d . . P B 2
F3A F -0.054(4) 0.030(4) 0.3257(9) 0.075(9) Uani 0.30(3) 1 d . . P B 2
F5A F 0.658(4) 1.195(4) 0.7138(11) 0.109(9) Uani 0.53(4) 1 d . . P C 2
F6A F 0.622(4) 0.994(2) 0.7532(12) 0.109(10) Uani 0.53(4) 1 d . . P C 2
F4A F 0.456(2) 1.145(5) 0.7262(12) 0.162(12) Uani 0.53(4) 1 d . . P C 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 C8 1.662(5) . ?
S2 O1 1.532(4) . ?
S2 C16 1.768(6) . ?
S2 C17 1.746(7) . ?
O1 S2A 1.666(16) . ?
N2 H2 0.8600 . ?
N2 C9 1.406(7) . ?
N2 C8 1.374(7) . ?
N1 H1 0.8600 . ?
N1 C7 1.426(7) . ?
N1 C8 1.355(7) . ?
F2 C1 1.256(14) . ?
F6 C15 1.29(2) . ?
F5 C15 1.32(2) . ?
C11 H11 0.9300 . ?
C11 C9 1.393(8) . ?
C11 C13 1.389(8) . ?
F4 C15 1.296(15) . ?
C6 H6 0.9300 . ?
C6 C7 1.381(8) . ?
C6 C4 1.386(8) . ?
C9 C10 1.380(8) . ?
C7 C5 1.400(8) . ?
C2 C3 1.372(9) . ?
C2 C4 1.389(8) . ?
C2 C1 1.501(8) . ?
C13 H13 0.9300 . ?
C13 C14 1.366(9) . ?
C12 H12 0.9300 . ?
C12 C14 1.404(8) . ?
C12 C10 1.373(8) . ?
C14 C15 1.492(9) . ?
C3 H3 0.9300 . ?
C3 C5 1.395(8) . ?
C4 H4 0.9300 . ?
F1 C1 1.283(10) . ?
C10 H10 0.9300 . ?
C5 H5 0.9300 . ?
C1 F3 1.373(13) . ?
C1 F1A 1.40(2) . ?
C1 F2A 1.32(4) . ?
C1 F3A 1.26(2) . ?
C15 F5A 1.30(2) . ?
C15 F6A 1.28(2) . ?
C15 F4A 1.316(19) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C16 H16D 0.9600 . ?
C16 H16E 0.9600 . ?
C16 H16F 0.9600 . ?
C16 S2A 1.964(14) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C17 H17D 0.9600 . ?
C17 H17E 0.9600 . ?
C17 H17F 0.9600 . ?
C17 S2A 1.445(14) . ?

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
O1 S2 C16 104.1(3) . . ?
O1 S2 C17 105.8(3) . . ?
C17 S2 C16 97.7(4) . . ?
C9 N2 H2 116.4 . . ?
C8 N2 H2 116.4 . . ?
C8 N2 C9 127.3(5) . . ?
C7 N1 H1 115.4 . . ?
C8 N1 H1 115.4 . . ?
C8 N1 C7 129.2(5) . . ?
C9 C11 H11 119.8 . . ?
C13 C11 H11 119.8 . . ?
C13 C11 C9 120.4(6) . . ?
C7 C6 H6 119.7 . . ?
C7 C6 C4 120.6(5) . . ?
C4 C6 H6 119.7 . . ?
C11 C9 N2 117.5(5) . . ?
C10 C9 N2 123.4(5) . . ?
C10 C9 C11 118.9(5) . . ?
C6 C7 N1 117.3(5) . . ?
C6 C7 C5 119.6(6) . . ?
C5 C7 N1 123.0(6) . . ?
C3 C2 C4 120.6(6) . . ?
C3 C2 C1 119.6(5) . . ?
C4 C2 C1 119.8(6) . . ?
N2 C8 S1 123.9(5) . . ?
N1 C8 S1 124.7(4) . . ?
N1 C8 N2 111.0(5) . . ?
C11 C13 H13 120.0 . . ?
C14 C13 C11 120.0(6) . . ?
C14 C13 H13 120.0 . . ?
C14 C12 H12 120.3 . . ?
C10 C12 H12 120.3 . . ?
C10 C12 C14 119.5(6) . . ?
C13 C14 C12 120.0(6) . . ?
C13 C14 C15 121.4(6) . . ?
C12 C14 C15 118.6(6) . . ?
C2 C3 H3 119.9 . . ?
C2 C3 C5 120.1(6) . . ?
C5 C3 H3 119.9 . . ?
C6 C4 C2 119.5(6) . . ?
C6 C4 H4 120.2 . . ?
C2 C4 H4 120.2 . . ?
C9 C10 H10 119.4 . . ?
C12 C10 C9 121.1(6) . . ?
C12 C10 H10 119.4 . . ?
C7 C5 H5 120.2 . . ?
C3 C5 C7 119.5(6) . . ?
C3 C5 H5 120.2 . . ?
F2 C1 C2 114.7(9) . . ?
F2 C1 F1 110.2(11) . . ?
F2 C1 F3 105.3(10) . . ?
F1 C1 C2 113.1(7) . . ?
F1 C1 F3 102.8(9) . . ?
F3 C1 C2 109.7(7) . . ?
F1A C1 C2 108.6(13) . . ?
F2A C1 C2 116.0(18) . . ?
F2A C1 F1A 106(2) . . ?
F3A C1 C2 116.9(11) . . ?
F3A C1 F1A 99.9(15) . . ?
F3A C1 F2A 108(2) . . ?
F6 C15 F5 111.5(17) . . ?
F6 C15 F4 103.8(18) . . ?
F6 C15 C14 111.7(14) . . ?
F5 C15 C14 107.4(11) . . ?
F4 C15 F5 108.8(18) . . ?
F4 C15 C14 113.5(9) . . ?
F5A C15 C14 119.2(11) . . ?
F5A C15 F4A 100.9(17) . . ?
F6A C15 C14 116.6(13) . . ?
F6A C15 F5A 99.2(18) . . ?
F6A C15 F4A 104.7(17) . . ?
F4A C15 C14 113.8(10) . . ?
S2 C16 H16A 109.5 . . ?
S2 C16 H16B 109.5 . . ?
S2 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
H16D C16 H16E 109.5 . . ?
H16D C16 H16F 109.5 . . ?
H16E C16 H16F 109.5 . . ?
S2A C16 H16D 109.5 . . ?
S2A C16 H16E 109.5 . . ?
S2A C16 H16F 109.5 . . ?
S2 C17 H17A 109.5 . . ?
S2 C17 H17B 109.5 . . ?
S2 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
H17D C17 H17E 109.5 . . ?
H17D C17 H17F 109.5 . . ?
H17E C17 H17F 109.5 . . ?
S2A C17 H17D 109.5 . . ?
S2A C17 H17E 109.5 . . ?
S2A C17 H17F 109.5 . . ?
O1 S2A C16 91.4(7) . . ?
C17 S2A O1 114.4(9) . . ?
C17 S2A C16 100.7(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
S2 O1 S2A C16 -52.7(4) . . . . ?
S2 O1 S2A C17 49.6(6) . . . . ?
S2 C17 S2A O1 -42.4(6) . . . . ?
S2 C17 S2A C16 54.1(5) . . . . ?
O1 S2 C16 S2A -61.1(6) . . . . ?
O1 S2 C17 S2A 43.9(8) . . . . ?
N2 C9 C10 C12 176.9(5) . . . . ?
N1 C7 C5 C3 -174.7(5) . . . . ?
C11 C9 C10 C12 2.2(8) . . . . ?
C11 C13 C14 C12 0.5(9) . . . . ?
C11 C13 C14 C15 -179.9(5) . . . . ?
C6 C7 C5 C3 2.3(9) . . . . ?
C9 N2 C8 S1 11.4(9) . . . . ?
C9 N2 C8 N1 -175.1(5) . . . . ?
C9 C11 C13 C14 1.2(9) . . . . ?
C7 N1 C8 S1 -20.5(9) . . . . ?
C7 N1 C8 N2 166.0(5) . . . . ?
C7 C6 C4 C2 1.0(8) . . . . ?
C2 C3 C5 C7 -1.6(9) . . . . ?
C8 N2 C9 C11 -143.5(6) . . . . ?
C8 N2 C9 C10 41.7(9) . . . . ?
C8 N1 C7 C6 157.9(6) . . . . ?
C8 N1 C7 C5 -25.1(9) . . . . ?
C13 C11 C9 N2 -177.6(5) . . . . ?
C13 C11 C9 C10 -2.5(8) . . . . ?
C13 C14 C15 F6 -92(2) . . . . ?
C13 C14 C15 F5 30.6(15) . . . . ?
C13 C14 C15 F4 151.0(17) . . . . ?
C13 C14 C15 F5A 7(3) . . . . ?
C13 C14 C15 F6A -112(2) . . . . ?
C13 C14 C15 F4A 126(2) . . . . ?
C12 C14 C15 F6 88(2) . . . . ?
C12 C14 C15 F5 -149.9(14) . . . . ?
C12 C14 C15 F4 -29.5(18) . . . . ?
C12 C14 C15 F5A -173(2) . . . . ?
C12 C14 C15 F6A 68(2) . . . . ?
C12 C14 C15 F4A -54(2) . . . . ?
C14 C12 C10 C9 -0.5(8) . . . . ?
C3 C2 C4 C6 -0.3(9) . . . . ?
C3 C2 C1 F2 164.9(10) . . . . ?
C3 C2 C1 F1 37.3(15) . . . . ?
C3 C2 C1 F3 -76.8(13) . . . . ?
C3 C2 C1 F1A 79(3) . . . . ?
C3 C2 C1 F2A -163(4) . . . . ?
C3 C2 C1 F3A -33(3) . . . . ?
C4 C6 C7 N1 175.1(5) . . . . ?
C4 C6 C7 C5 -2.0(8) . . . . ?
C4 C2 C3 C5 0.6(9) . . . . ?
C4 C2 C1 F2 -16.8(12) . . . . ?
C4 C2 C1 F1 -144.4(14) . . . . ?
C4 C2 C1 F3 101.5(13) . . . . ?
C4 C2 C1 F1A -103(3) . . . . ?
C4 C2 C1 F2A 16(4) . . . . ?
C4 C2 C1 F3A 145(3) . . . . ?
C10 C12 C14 C13 -0.9(8) . . . . ?
C10 C12 C14 C15 179.6(5) . . . . ?
C1 C2 C3 C5 178.9(6) . . . . ?
C1 C2 C4 C6 -178.6(5) . . . . ?
C16 S2 O1 S2A 65.7(6) . . . . ?
C16 S2 C17 S2A -63.2(7) . . . . ?
C17 S2 O1 S2A -36.7(6) . . . . ?
C17 S2 C16 S2A 47.5(6) . . . . ?

_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 1.653
_oxdiff_exptl_absorpt_empirical_full_min 0.694

# start Validation Reply Form
_vrf_PLAT213_2018jrh0036_res     
;
PROBLEM:  Atom F2A has ADP max/min Ratio ..... 4.4 prolat          
RESPONSE: The F atoms belong to spinning disordered CF3 functionalities.
;


# end Validation Reply Form

# start Validation Reply Form
_vrf_PLAT243_2018jrh0036_res     
;
PROBLEM:  High ?Solvent? Ueq as Compared to Neighbors of C17 Check         
RESPONSE: C17 belongs to a disordered componant of a DMSO solvent molecule.
;


# end Validation Reply Form
