# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2022

####################################################################### 
# 
# 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_Y
_database_code_depnum_ccdc_archive 'CCDC 2189917'
_audit_update_record             
;
2022-07-12 deposited with the CCDC.	2022-09-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C13 H12 F6 N2 O2 S'
_chemical_formula_weight         374.31

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'
O O 0.0106 0.0060 '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'

_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'

_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.
;

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                   11.9474(9)
_cell_length_b                   33.043(3)
_cell_length_c                   8.2924(9)
_cell_angle_alpha                90
_cell_angle_beta                 104.806(2)
_cell_angle_gamma                90
_cell_volume                     3165.0(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9604
_cell_measurement_theta_min      2.61
_cell_measurement_theta_max      27.52

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.571
_exptl_crystal_F_000             1520
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.170
_exptl_absorpt_coefficient_mu    0.279
_shelx_estimated_absorpt_T_min   0.946
_shelx_estimated_absorpt_T_max   0.954
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            159031
_diffrn_reflns_av_unetI/netI     0.0178
_diffrn_reflns_av_R_equivalents  0.0881
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -39
_diffrn_reflns_limit_k_max       39
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.555
_diffrn_reflns_theta_max         25.150
_diffrn_reflns_theta_full        25.150
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5657
_reflns_number_gt                4966
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0711P)²+8.3838P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5657
_refine_ls_number_parameters     409
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0958
_refine_ls_R_factor_gt           0.0863
_refine_ls_wR_factor_ref         0.2130
_refine_ls_wR_factor_gt          0.2041
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.063
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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 0.82804(9) 0.03340(3) 0.68668(11) 0.0784(7) Uani 1 1 d G . . . .
H1 H 0.7559 0.0459 0.6592 0.094 Uiso 1 1 calc R U . . .
C2 C 0.84243(12) -0.00415(3) 0.61910(17) 0.1099(10) Uani 1 1 d G . . . .
H2 H 0.7799 -0.0168 0.5464 0.132 Uiso 1 1 calc R U . . .
C3 C 0.95024(14) -0.02283(4) 0.6602(2) 0.1291(11) Uani 1 1 d G . . . .
H3 H 0.9599 -0.0480 0.6150 0.155 Uiso 1 1 calc R U . . .
C4 C 1.04366(11) -0.00397(5) 0.7688(2) 0.1180(9) Uani 1 1 d G . . . .
H4 H 1.1158 -0.0165 0.7963 0.142 Uiso 1 1 calc R U . . .
C5 C 1.02927(9) 0.03357(5) 0.83643(19) 0.0842(7) Uani 1 1 d G . . . .
H5 H 1.0918 0.0462 0.9091 0.101 Uiso 1 1 calc R U . . .
C6 C 0.92147(10) 0.05226(4) 0.79535(14) 0.0590(5) Uani 1 1 d G . . . .
C7 C 1.05600(17) 0.15744(6) 0.8580(2) 0.0706(6) Uani 1 1 d . . . . .
H7A H 1.1254 0.1413 0.8689 0.085 Uiso 1 1 calc R U . . .
H7B H 1.0544 0.1680 0.9665 0.085 Uiso 1 1 calc R U . . .
C8 C 1.04861(19) 0.19101(6) 0.7322(3) 0.0741(7) Uani 1 1 d . . . . .
H8A H 1.1253 0.2001 0.7296 0.089 Uiso 1 1 calc R U . . .
H8B H 1.0056 0.2138 0.7590 0.089 Uiso 1 1 calc R U . . .
C9 C 0.98499(15) 0.17225(5) 0.5632(2) 0.0557(5) Uani 1 1 d . . . . .
H9 H 0.9401 0.1929 0.4895 0.067 Uiso 1 1 d R U . . .
C10 C 0.90425(13) 0.14196(5) 0.61632(19) 0.0468(4) Uani 1 1 d . . . . .
C11 C 0.76693(15) 0.12960(6) 0.3654(2) 0.0576(5) Uani 1 1 d . . . . .
C12 C 1.06217(15) 0.14908(6) 0.4746(2) 0.0643(6) Uani 1 1 d . . . . .
H12A H 1.1109 0.1309 0.5542 0.077 Uiso 1 1 calc R U . . .
H12B H 1.0132 0.1326 0.3879 0.077 Uiso 1 1 calc R U . . .
C13 C 1.1371(2) 0.17401(9) 0.3985(3) 0.1018(9) Uani 1 1 d . . . . .
C14 C 0.36410(8) 0.07248(2) 1.06913(10) 0.0687(6) Uani 1 1 d G . . . .
H14 H 0.2909 0.0841 1.0359 0.082 Uiso 1 1 calc R U . . .
C15 C 0.40446(10) 0.05759(3) 1.23034(11) 0.0916(8) Uani 1 1 d G . . . .
H15 H 0.3583 0.0593 1.3050 0.110 Uiso 1 1 calc R U . . .
C16 C 0.51384(11) 0.04021(4) 1.28002(15) 0.0925(9) Uani 1 1 d G . . . .
H16 H 0.5408 0.0303 1.3879 0.111 Uiso 1 1 calc R U . . .
C17 C 0.58286(9) 0.03772(4) 1.1685(2) 0.0889(8) Uani 1 1 d G . . . .
H17 H 0.6560 0.0261 1.2017 0.107 Uiso 1 1 calc R U . . .
C18 C 0.54250(10) 0.05261(4) 1.00727(18) 0.0682(6) Uani 1 1 d G . . . .
H18 H 0.5887 0.0509 0.9326 0.082 Uiso 1 1 calc R U . . .
C19 C 0.43312(10) 0.06998(3) 0.95759(12) 0.0500(5) Uani 1 1 d G . . . .
C20 C 0.51416(16) 0.13266(5) 0.60876(19) 0.0581(5) Uani 1 1 d . . . . .
H20A H 0.4730 0.1223 0.5004 0.070 Uiso 1 1 calc R U . . .
H20B H 0.5881 0.1189 0.6453 0.070 Uiso 1 1 calc R U . . .
C21 C 0.52950(16) 0.17803(5) 0.60466(19) 0.0588(5) Uani 1 1 d . . . . .
H21A H 0.4666 0.1903 0.5215 0.071 Uiso 1 1 calc R U . . .
H21B H 0.6022 0.1848 0.5796 0.071 Uiso 1 1 calc R U . . .
C22 C 0.52873(13) 0.19232(5) 0.78069(17) 0.0447(4) Uani 1 1 d . . . . .
H22 H 0.4982 0.2199 0.7771 0.054 Uiso 1 1 d R U . . .
C23 C 0.44476(13) 0.16229(4) 0.82681(17) 0.0432(4) Uani 1 1 d . . . . .
C24 C 0.38107(16) 0.19709(6) 1.0298(2) 0.0679(5) Uani 1 1 d . . . . .
C25 C 0.64572(14) 0.18917(5) 0.9106(2) 0.0539(5) Uani 1 1 d . . . . .
H25A H 0.6329 0.1917 1.0210 0.065 Uiso 1 1 calc R U . . .
H25B H 0.6780 0.1625 0.9029 0.065 Uiso 1 1 calc R U . . .
C26 C 0.73126(17) 0.22000(7) 0.8913(3) 0.0718(6) Uani 1 1 d . . . . .
F1 F 0.65341(10) 0.12878(5) 0.32879(14) 0.0913(5) Uani 1 1 d . . . . .
F2 F 0.79724(12) 0.09924(5) 0.28024(15) 0.1041(5) Uani 1 1 d . . . . .
F3 F 0.79681(14) 0.16224(4) 0.29538(16) 0.1216(5) Uani 1 1 d . . . . .
F4 F 1.21620(14) 0.19432(6) 0.5103(2) 0.1645(7) Uani 1 1 d . . . . .
F5 F 1.08017(16) 0.19935(5) 0.2875(2) 0.1468(7) Uani 1 1 d . . . . .
F6 F 1.19865(13) 0.15133(7) 0.3171(2) 0.1488(8) Uani 1 1 d . . . . .
F7 F 0.29073(13) 0.19947(5) 1.08048(19) 0.1515(5) Uani 1 1 d . . . . .
F8 F 0.46450(19) 0.19990(6) 1.1534(2) 0.2536(8) Uani 1 1 d . . . . .
F9 F 0.3826(2) 0.23136(5) 0.9644(2) 0.2314(8) Uani 1 1 d . . . . .
F10 F 0.76730(12) 0.21460(5) 0.75295(17) 0.1196(6) Uani 1 1 d . . . . .
F11 F 0.82743(11) 0.21918(5) 1.01287(19) 0.1095(6) Uani 1 1 d . . . . .
F12 F 0.69108(13) 0.25725(4) 0.8836(2) 0.1207(7) Uani 1 1 d . . . . .
N1 N 0.95014(12) 0.13364(4) 0.78256(16) 0.0547(4) Uani 1 1 d . . . . .
N2 N 0.81359(12) 0.12374(4) 0.53524(16) 0.0508(4) Uani 1 1 d . . . . .
N3 N 0.44480(12) 0.12822(4) 0.73193(15) 0.0500(4) Uani 1 1 d . . . . .
N4 N 0.38252(12) 0.16349(4) 0.93168(15) 0.0512(4) Uani 1 1 d . . . . .
O1 O 0.98075(14) 0.09937(5) 1.05056(16) 0.0850(5) Uani 1 1 d . . . . .
O2 O 0.78218(11) 0.10320(4) 0.87261(16) 0.0715(4) Uani 1 1 d . . . . .
O3 O 0.41521(14) 0.05782(4) 0.64496(15) 0.0791(5) Uani 1 1 d . . . . .
O4 O 0.25706(12) 0.09236(4) 0.72675(18) 0.0760(5) Uani 1 1 d . . . . .
S1 S 0.90223(4) 0.09764(2) 0.89024(5) 0.05742(13) Uani 1 1 d . . . . .
S2 S 0.37745(4) 0.08503(2) 0.75282(5) 0.05350(12) 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 C2 1.3900 . ?
C1 C6 1.3900 . ?
C1 H1 0.9300 . ?
C2 C3 1.3900 . ?
C2 H2 0.9300 . ?
C3 C4 1.3900 . ?
C3 H3 0.9300 . ?
C4 C5 1.3900 . ?
C4 H4 0.9300 . ?
C5 C6 1.3900 . ?
C5 H5 0.9300 . ?
C6 S1 1.7358(13) . ?
C7 N1 1.485(2) . ?
C7 C8 1.510(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.543(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C12 1.524(3) . ?
C9 C10 1.531(2) . ?
C9 H9 0.9800 . ?
C10 N2 1.2709(19) . ?
C10 N1 1.3748(19) . ?
C11 F1 1.312(2) . ?
C11 F3 1.317(2) . ?
C11 F2 1.329(2) . ?
C11 N2 1.390(2) . ?
C12 C13 1.472(3) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 F5 1.300(3) . ?
C13 F4 1.325(3) . ?
C13 F6 1.347(3) . ?
C14 C15 1.3900 . ?
C14 C19 1.3900 . ?
C14 H14 0.9300 . ?
C15 C16 1.3900 . ?
C15 H15 0.9300 . ?
C16 C17 1.3900 . ?
C16 H16 0.9300 . ?
C17 C18 1.3900 . ?
C17 H17 0.9300 . ?
C18 C19 1.3900 . ?
C18 H18 0.9300 . ?
C19 S2 1.7308(10) . ?
C20 N3 1.478(2) . ?
C20 C21 1.512(3) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 C22 1.536(2) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.528(2) . ?
C22 C25 1.535(2) . ?
C22 H22 0.9800 . ?
C23 N4 1.281(2) . ?
C23 N3 1.3733(19) . ?
C24 F8 1.237(2) . ?
C24 F7 1.257(3) . ?
C24 F9 1.258(3) . ?
C24 N4 1.379(2) . ?
C25 C26 1.480(3) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 F12 1.317(3) . ?
C26 F11 1.321(2) . ?
C26 F10 1.337(3) . ?
N1 S1 1.6736(16) . ?
N3 S2 1.6691(14) . ?
O1 S1 1.4189(13) . ?
O2 S1 1.4160(14) . ?
O3 S2 1.4206(15) . ?
O4 S2 1.4196(15) . ?

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
C2 C1 C6 120.0 . . ?
C2 C1 H1 120.0 . . ?
C6 C1 H1 120.0 . . ?
C1 C2 C3 120.0 . . ?
C1 C2 H2 120.0 . . ?
C3 C2 H2 120.0 . . ?
C4 C3 C2 120.0 . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C5 C4 C3 120.0 . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?
C6 C5 C4 120.0 . . ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C5 C6 C1 120.0 . . ?
C5 C6 S1 119.63(6) . . ?
C1 C6 S1 120.25(6) . . ?
N1 C7 C8 101.83(14) . . ?
N1 C7 H7A 111.4 . . ?
C8 C7 H7A 111.4 . . ?
N1 C7 H7B 111.4 . . ?
C8 C7 H7B 111.4 . . ?
H7A C7 H7B 109.3 . . ?
C7 C8 C9 105.09(15) . . ?
C7 C8 H8A 110.7 . . ?
C9 C8 H8A 110.7 . . ?
C7 C8 H8B 110.7 . . ?
C9 C8 H8B 110.7 . . ?
H8A C8 H8B 108.8 . . ?
C12 C9 C10 108.27(14) . . ?
C12 C9 C8 114.93(15) . . ?
C10 C9 C8 101.66(15) . . ?
C12 C9 H9 110.5 . . ?
C10 C9 H9 110.5 . . ?
C8 C9 H9 110.5 . . ?
N2 C10 N1 120.23(15) . . ?
N2 C10 C9 132.22(14) . . ?
N1 C10 C9 107.45(13) . . ?
F1 C11 F3 107.19(15) . . ?
F1 C11 F2 105.52(15) . . ?
F3 C11 F2 104.04(16) . . ?
F1 C11 N2 110.78(16) . . ?
F3 C11 N2 118.50(15) . . ?
F2 C11 N2 109.89(15) . . ?
C13 C12 C9 115.76(19) . . ?
C13 C12 H12A 108.3 . . ?
C9 C12 H12A 108.3 . . ?
C13 C12 H12B 108.3 . . ?
C9 C12 H12B 108.3 . . ?
H12A C12 H12B 107.4 . . ?
F5 C13 F4 108.7(2) . . ?
F5 C13 F6 104.9(2) . . ?
F4 C13 F6 104.4(2) . . ?
F5 C13 C12 113.5(2) . . ?
F4 C13 C12 112.7(2) . . ?
F6 C13 C12 111.9(2) . . ?
C15 C14 C19 120.0 . . ?
C15 C14 H14 120.0 . . ?
C19 C14 H14 120.0 . . ?
C14 C15 C16 120.0 . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C17 C16 C15 120.0 . . ?
C17 C16 H16 120.0 . . ?
C15 C16 H16 120.0 . . ?
C16 C17 C18 120.0 . . ?
C16 C17 H17 120.0 . . ?
C18 C17 H17 120.0 . . ?
C19 C18 C17 120.0 . . ?
C19 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?
C18 C19 C14 120.0 . . ?
C18 C19 S2 120.39(6) . . ?
C14 C19 S2 119.42(6) . . ?
N3 C20 C21 101.92(14) . . ?
N3 C20 H20A 111.4 . . ?
C21 C20 H20A 111.4 . . ?
N3 C20 H20B 111.4 . . ?
C21 C20 H20B 111.4 . . ?
H20A C20 H20B 109.2 . . ?
C20 C21 C22 104.66(13) . . ?
C20 C21 H21A 110.8 . . ?
C22 C21 H21A 110.8 . . ?
C20 C21 H21B 110.8 . . ?
C22 C21 H21B 110.8 . . ?
H21A C21 H21B 108.9 . . ?
C23 C22 C25 108.60(12) . . ?
C23 C22 C21 101.66(12) . . ?
C25 C22 C21 114.86(14) . . ?
C23 C22 H22 110.5 . . ?
C25 C22 H22 110.4 . . ?
C21 C22 H22 110.5 . . ?
N4 C23 N3 119.97(14) . . ?
N4 C23 C22 133.01(14) . . ?
N3 C23 C22 107.01(13) . . ?
F8 C24 F7 107.29(19) . . ?
F8 C24 F9 101.10(19) . . ?
F7 C24 F9 101.30(19) . . ?
F8 C24 N4 114.84(18) . . ?
F7 C24 N4 112.89(16) . . ?
F9 C24 N4 117.82(17) . . ?
C26 C25 C22 114.07(14) . . ?
C26 C25 H25A 108.7 . . ?
C22 C25 H25A 108.7 . . ?
C26 C25 H25B 108.7 . . ?
C22 C25 H25B 108.7 . . ?
H25A C25 H25B 107.6 . . ?
F12 C26 F11 106.95(18) . . ?
F12 C26 F10 106.03(19) . . ?
F11 C26 F10 104.13(17) . . ?
F12 C26 C25 113.30(18) . . ?
F11 C26 C25 113.17(18) . . ?
F10 C26 C25 112.55(17) . . ?
C10 N1 C7 113.26(14) . . ?
C10 N1 S1 125.02(11) . . ?
C7 N1 S1 121.49(11) . . ?
C10 N2 C11 122.50(15) . . ?
C23 N3 C20 113.39(13) . . ?
C23 N3 S2 124.79(12) . . ?
C20 N3 S2 121.80(11) . . ?
C23 N4 C24 121.49(15) . . ?
O2 S1 O1 120.08(9) . . ?
O2 S1 N1 109.17(8) . . ?
O1 S1 N1 103.71(8) . . ?
O2 S1 C6 108.24(7) . . ?
O1 S1 C6 109.09(8) . . ?
N1 S1 C6 105.62(7) . . ?
O4 S2 O3 118.98(9) . . ?
O4 S2 N3 109.56(8) . . ?
O3 S2 N3 103.70(8) . . ?
O4 S2 C19 108.59(8) . . ?
O3 S2 C19 109.37(6) . . ?
N3 S2 C19 105.84(6) . . ?

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
C6 C1 C2 C3 0.0 . . . . ?
C1 C2 C3 C4 0.0 . . . . ?
C2 C3 C4 C5 0.0 . . . . ?
C3 C4 C5 C6 0.0 . . . . ?
C4 C5 C6 C1 0.0 . . . . ?
C4 C5 C6 S1 176.05(9) . . . . ?
C2 C1 C6 C5 0.0 . . . . ?
C2 C1 C6 S1 -176.02(9) . . . . ?
N1 C7 C8 C9 -30.1(2) . . . . ?
C7 C8 C9 C12 -84.7(2) . . . . ?
C7 C8 C9 C10 32.00(19) . . . . ?
C12 C9 C10 N2 -76.4(2) . . . . ?
C8 C9 C10 N2 162.15(19) . . . . ?
C12 C9 C10 N1 99.78(15) . . . . ?
C8 C9 C10 N1 -21.64(18) . . . . ?
C10 C9 C12 C13 173.62(15) . . . . ?
C8 C9 C12 C13 -73.5(2) . . . . ?
C9 C12 C13 F5 -58.9(3) . . . . ?
C9 C12 C13 F4 65.2(3) . . . . ?
C9 C12 C13 F6 -177.42(15) . . . . ?
C19 C14 C15 C16 0.0 . . . . ?
C14 C15 C16 C17 0.0 . . . . ?
C15 C16 C17 C18 0.0 . . . . ?
C16 C17 C18 C19 0.0 . . . . ?
C17 C18 C19 C14 0.0 . . . . ?
C17 C18 C19 S2 -174.95(8) . . . . ?
C15 C14 C19 C18 0.0 . . . . ?
C15 C14 C19 S2 175.00(8) . . . . ?
N3 C20 C21 C22 30.09(16) . . . . ?
C20 C21 C22 C23 -33.28(16) . . . . ?
C20 C21 C22 C25 83.75(17) . . . . ?
C25 C22 C23 N4 80.9(2) . . . . ?
C21 C22 C23 N4 -157.58(16) . . . . ?
C25 C22 C23 N3 -97.58(14) . . . . ?
C21 C22 C23 N3 23.91(15) . . . . ?
C23 C22 C25 C26 -173.42(15) . . . . ?
C21 C22 C25 C26 73.6(2) . . . . ?
C22 C25 C26 F12 52.2(2) . . . . ?
C22 C25 C26 F11 174.16(17) . . . . ?
C22 C25 C26 F10 -68.1(2) . . . . ?
N2 C10 N1 C7 179.83(16) . . . . ?
C9 C10 N1 C7 3.1(2) . . . . ?
N2 C10 N1 S1 5.3(2) . . . . ?
C9 C10 N1 S1 -171.49(12) . . . . ?
C8 C7 N1 C10 17.3(2) . . . . ?
C8 C7 N1 S1 -167.92(14) . . . . ?
N1 C10 N2 C11 -176.84(16) . . . . ?
C9 C10 N2 C11 -1.0(3) . . . . ?
F1 C11 N2 C10 -143.29(17) . . . . ?
F3 C11 N2 C10 -18.8(3) . . . . ?
F2 C11 N2 C10 100.5(2) . . . . ?
N4 C23 N3 C20 175.84(13) . . . . ?
C22 C23 N3 C20 -5.43(16) . . . . ?
N4 C23 N3 S2 -5.75(19) . . . . ?
C22 C23 N3 S2 172.98(10) . . . . ?
C21 C20 N3 C23 -15.81(16) . . . . ?
C21 C20 N3 S2 165.73(10) . . . . ?
N3 C23 N4 C24 179.53(13) . . . . ?
C22 C23 N4 C24 1.2(2) . . . . ?
F8 C24 N4 C23 -79.6(2) . . . . ?
F7 C24 N4 C23 156.93(15) . . . . ?
F9 C24 N4 C23 39.3(3) . . . . ?
C10 N1 S1 O2 -54.27(16) . . . . ?
C7 N1 S1 O2 131.58(15) . . . . ?
C10 N1 S1 O1 176.61(15) . . . . ?
C7 N1 S1 O1 2.46(17) . . . . ?
C10 N1 S1 C6 61.92(15) . . . . ?
C7 N1 S1 C6 -112.23(14) . . . . ?
C5 C6 S1 O2 -160.63(7) . . . . ?
C1 C6 S1 O2 15.41(10) . . . . ?
C5 C6 S1 O1 -28.37(10) . . . . ?
C1 C6 S1 O1 147.67(10) . . . . ?
C5 C6 S1 N1 82.55(7) . . . . ?
C1 C6 S1 N1 -101.41(8) . . . . ?
C23 N3 S2 O4 59.53(14) . . . . ?
C20 N3 S2 O4 -122.19(13) . . . . ?
C23 N3 S2 O3 -172.46(12) . . . . ?
C20 N3 S2 O3 5.82(13) . . . . ?
C23 N3 S2 C19 -57.37(13) . . . . ?
C20 N3 S2 C19 120.91(11) . . . . ?
C18 C19 S2 O4 166.09(7) . . . . ?
C14 C19 S2 O4 -8.90(9) . . . . ?
C18 C19 S2 O3 34.78(9) . . . . ?
C14 C19 S2 O3 -140.20(8) . . . . ?
C18 C19 S2 N3 -76.36(7) . . . . ?
C14 C19 S2 N3 108.66(8) . . . . ?

_refine_diff_density_max         0.917
_refine_diff_density_min         -0.697
_refine_diff_density_rms         0.066

####################################################################### 
# 
# 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_Y_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2189918'
_audit_update_record             
;
2022-07-12 deposited with the CCDC.	2022-09-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H28 F6 N4 O4 S2'
_chemical_formula_weight         638.66

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'
O O 0.0106 0.0060 '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'

_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'

_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.
;

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                   9.6979(5)
_cell_length_b                   13.7295(6)
_cell_length_c                   11.9468(5)
_cell_angle_alpha                90
_cell_angle_beta                 117.729(3)
_cell_angle_gamma                90
_cell_volume                     1408.01(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9739
_cell_measurement_theta_min      2.70
_cell_measurement_theta_max      27.48

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.506
_exptl_crystal_F_000             660
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.270
_shelx_estimated_absorpt_T_min   0.946
_shelx_estimated_absorpt_T_max   0.953
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            51146
_diffrn_reflns_av_unetI/netI     0.0107
_diffrn_reflns_av_R_equivalents  0.0300
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.700
_diffrn_reflns_theta_max         27.500
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3225
_reflns_number_gt                2952
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0320P)²+0.9589P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3225
_refine_ls_number_parameters     191
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0346
_refine_ls_R_factor_gt           0.0308
_refine_ls_wR_factor_ref         0.0784
_refine_ls_wR_factor_gt          0.0753
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 -0.18680(4) -0.23523(2) -0.14113(3) 0.01774(9) Uani 1 1 d . . . . .
F1 F 0.24983(11) -0.16863(7) 0.45318(8) 0.0345(2) Uani 1 1 d . . . . .
F2 F 0.35759(13) -0.04685(10) 0.41385(9) 0.0557(4) Uani 1 1 d . . . . .
F3 F 0.17504(14) -0.02467(7) 0.46688(9) 0.0435(3) Uani 1 1 d . . . . .
O1 O -0.16760(11) -0.19041(8) -0.24128(9) 0.0248(2) Uani 1 1 d . . . . .
O2 O -0.20527(12) -0.33866(7) -0.14154(10) 0.0280(2) Uani 1 1 d . . . . .
N1 N -0.03869(12) -0.04311(7) -0.03172(10) 0.0158(2) Uani 1 1 d . . . . .
N2 N -0.03098(12) -0.21185(8) -0.00562(10) 0.0169(2) Uani 1 1 d . . . . .
C1 C 0.22064(18) -0.08018(11) 0.39791(13) 0.0270(3) Uani 1 1 d . . . . .
C2 C 0.09900(15) -0.08236(10) 0.26181(12) 0.0195(3) Uani 1 1 d . . . . .
H2A H 0.0612 -0.0152 0.2348 0.023 Uiso 1 1 calc R U . . .
H2B H 0.0096 -0.1216 0.2547 0.023 Uiso 1 1 calc R U . . .
C3 C 0.15541(14) -0.12439(9) 0.17115(12) 0.0179(2) Uani 1 1 d . . . . .
H3 H 0.2471 -0.0865 0.1781 0.021 Uiso 1 1 calc R U . . .
C4 C 0.19363(16) -0.23380(10) 0.18566(13) 0.0230(3) Uani 1 1 d . . . . .
H4A H 0.2753 -0.2488 0.1606 0.028 Uiso 1 1 calc R U . . .
H4B H 0.2304 -0.2548 0.2743 0.028 Uiso 1 1 calc R U . . .
C5 C 0.04067(16) -0.28464(9) 0.09765(13) 0.0210(3) Uani 1 1 d . . . . .
H5A H 0.0594 -0.3474 0.0661 0.025 Uiso 1 1 calc R U . . .
H5B H -0.0247 -0.2960 0.1400 0.025 Uiso 1 1 calc R U . . .
C6 C 0.02287(13) -0.11776(9) 0.03723(11) 0.0149(2) Uani 1 1 d . . . . .
C7 C -0.34242(14) -0.17761(9) -0.13078(12) 0.0167(2) Uani 1 1 d . . . . .
C8 C -0.42582(15) -0.10485(10) -0.21616(12) 0.0202(3) Uani 1 1 d . . . . .
H8 H -0.3984 -0.0852 -0.2795 0.024 Uiso 1 1 calc R U . . .
C9 C -0.55033(15) -0.06097(10) -0.20780(13) 0.0229(3) Uani 1 1 d . . . . .
H9 H -0.6088 -0.0117 -0.2666 0.028 Uiso 1 1 calc R U . . .
C10 C -0.58996(15) -0.08855(10) -0.11435(13) 0.0226(3) Uani 1 1 d . . . . .
C11 C -0.50213(15) -0.16036(11) -0.02806(13) 0.0226(3) Uani 1 1 d . . . . .
H11 H -0.5268 -0.1783 0.0374 0.027 Uiso 1 1 calc R U . . .
C12 C -0.37932(15) -0.20624(10) -0.03592(12) 0.0198(3) Uani 1 1 d . . . . .
H12 H -0.3216 -0.2561 0.0222 0.024 Uiso 1 1 calc R U . . .
C13 C -0.72953(17) -0.04406(12) -0.10972(16) 0.0324(3) Uani 1 1 d . . . . .
H13A H -0.7622 0.0144 -0.1628 0.049 Uiso 1 1 calc R U . . .
H13B H -0.7019 -0.0265 -0.0223 0.049 Uiso 1 1 calc R U . . .
H13C H -0.8152 -0.0913 -0.1410 0.049 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O2 1.4309(10) . ?
S1 O1 1.4326(10) . ?
S1 N2 1.6525(11) . ?
S1 C7 1.7586(12) . ?
F1 C1 1.3479(17) . ?
F2 C1 1.3320(18) . ?
F3 C1 1.3395(18) . ?
N1 C6 1.2759(16) . ?
N1 N1 1.418(2) 3 ?
N2 C6 1.3981(16) . ?
N2 C5 1.4853(16) . ?
C1 C2 1.5005(18) . ?
C2 C3 1.5351(17) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C6 1.5187(16) . ?
C3 C4 1.5375(18) . ?
C3 H3 1.0000 . ?
C4 C5 1.530(2) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C7 C8 1.3874(18) . ?
C7 C12 1.3943(18) . ?
C8 C9 1.3940(19) . ?
C8 H8 0.9500 . ?
C9 C10 1.392(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.394(2) . ?
C10 C13 1.5093(18) . ?
C11 C12 1.3886(19) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?

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 O1 119.22(6) . . ?
O2 S1 N2 104.60(6) . . ?
O1 S1 N2 108.65(6) . . ?
O2 S1 C7 109.67(6) . . ?
O1 S1 C7 108.35(6) . . ?
N2 S1 C7 105.50(6) . . ?
C6 N1 N1 110.69(12) . 3 ?
C6 N2 C5 111.52(10) . . ?
C6 N2 S1 123.62(9) . . ?
C5 N2 S1 122.97(9) . . ?
F2 C1 F3 108.02(13) . . ?
F2 C1 F1 105.74(13) . . ?
F3 C1 F1 105.39(11) . . ?
F2 C1 C2 112.99(11) . . ?
F3 C1 C2 111.09(12) . . ?
F1 C1 C2 113.13(12) . . ?
C1 C2 C3 114.42(11) . . ?
C1 C2 H2A 108.7 . . ?
C3 C2 H2A 108.7 . . ?
C1 C2 H2B 108.7 . . ?
C3 C2 H2B 108.7 . . ?
H2A C2 H2B 107.6 . . ?
C6 C3 C2 108.42(10) . . ?
C6 C3 C4 102.64(10) . . ?
C2 C3 C4 115.72(11) . . ?
C6 C3 H3 109.9 . . ?
C2 C3 H3 109.9 . . ?
C4 C3 H3 109.9 . . ?
C5 C4 C3 105.21(10) . . ?
C5 C4 H4A 110.7 . . ?
C3 C4 H4A 110.7 . . ?
C5 C4 H4B 110.7 . . ?
C3 C4 H4B 110.7 . . ?
H4A C4 H4B 108.8 . . ?
N2 C5 C4 101.13(10) . . ?
N2 C5 H5A 111.5 . . ?
C4 C5 H5A 111.5 . . ?
N2 C5 H5B 111.5 . . ?
C4 C5 H5B 111.5 . . ?
H5A C5 H5B 109.4 . . ?
N1 C6 N2 121.53(11) . . ?
N1 C6 C3 129.84(11) . . ?
N2 C6 C3 108.62(10) . . ?
C8 C7 C12 121.22(12) . . ?
C8 C7 S1 119.87(10) . . ?
C12 C7 S1 118.92(10) . . ?
C7 C8 C9 119.11(12) . . ?
C7 C8 H8 120.4 . . ?
C9 C8 H8 120.4 . . ?
C10 C9 C8 120.77(13) . . ?
C10 C9 H9 119.6 . . ?
C8 C9 H9 119.6 . . ?
C9 C10 C11 118.94(12) . . ?
C9 C10 C13 120.42(14) . . ?
C11 C10 C13 120.60(13) . . ?
C12 C11 C10 121.27(12) . . ?
C12 C11 H11 119.4 . . ?
C10 C11 H11 119.4 . . ?
C11 C12 C7 118.66(12) . . ?
C11 C12 H12 120.7 . . ?
C7 C12 H12 120.7 . . ?
C10 C13 H13A 109.5 . . ?
C10 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C10 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?

_refine_diff_density_max         0.357
_refine_diff_density_min         -0.384
_refine_diff_density_rms         0.047

####################################################################### 
# 
# 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_Y_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2189919'
_audit_update_record             
;
2022-07-12 deposited with the CCDC.	2022-09-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H28 F6 N4 O4 S2'
_chemical_formula_weight         638.64

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'
O O 0.0106 0.0060 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   19.8426(6)
_cell_length_b                   14.7342(4)
_cell_length_c                   21.7333(9)
_cell_angle_alpha                90
_cell_angle_beta                 112.8380(10)
_cell_angle_gamma                90
_cell_volume                     5855.9(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9570
_cell_measurement_theta_min      2.77
_cell_measurement_theta_max      23.71

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.449
_exptl_crystal_F_000             2640
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.170
_exptl_absorpt_coefficient_mu    0.259
_shelx_estimated_absorpt_T_min   0.950
_shelx_estimated_absorpt_T_max   0.957
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.9500
_exptl_absorpt_correction_T_max  0.9572
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            99617
_diffrn_reflns_av_unetI/netI     0.0095
_diffrn_reflns_av_R_equivalents  0.0283
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.765
_diffrn_reflns_theta_max         23.737
_diffrn_reflns_theta_full        23.737
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4444
_reflns_number_gt                4020
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0479P)²+7.7581P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4444
_refine_ls_number_parameters     381
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0438
_refine_ls_R_factor_gt           0.0388
_refine_ls_wR_factor_ref         0.1054
_refine_ls_wR_factor_gt          0.0994
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.68722(3) 0.13982(4) 0.87550(2) 0.04002(16) Uani 1 1 d . . . . .
F1 F 0.38196(10) 0.02567(17) 0.92144(8) 0.1012(7) Uani 1 1 d . . . . .
F2 F 0.30887(9) -0.01488(15) 0.82471(10) 0.0999(6) Uani 1 1 d . . . . .
F3 F 0.33528(10) 0.12421(14) 0.84542(12) 0.1039(7) Uani 1 1 d . . . . .
O1 O 0.74374(8) 0.13428(11) 0.94052(7) 0.0521(4) Uani 1 1 d . . . . .
O2 O 0.69327(8) 0.08842(11) 0.82230(7) 0.0497(4) Uani 1 1 d . . . . .
N1 N 0.61198(9) 0.10716(12) 0.88576(8) 0.0375(4) Uani 1 1 d . . . . .
N2 N 0.53655(9) 0.10405(12) 0.77300(8) 0.0387(4) Uani 1 1 d . . . . .
C1 C 0.36416(14) 0.0416(2) 0.85726(13) 0.0614(7) Uani 1 1 d . . . . .
C2 C 0.42491(12) 0.03160(15) 0.83443(11) 0.0450(5) Uani 1 1 d . . . . .
H2A H 0.4047 0.0355 0.7896 0.054 Uiso 1 1 d R U . . .
H2B H 0.4440 -0.0260 0.8480 0.054 Uiso 1 1 d R U . . .
C3 C 0.48571(11) 0.10168(14) 0.86469(9) 0.0363(4) Uani 1 1 d . . . . .
H3 H 0.4627 0.1632 0.8587 0.044 Uiso 1 1 calc R U . . .
C4 C 0.53151(12) 0.08772(18) 0.93924(10) 0.0507(6) Uani 1 1 d . . . . .
H4A H 0.5101 0.1143 0.9676 0.061 Uiso 1 1 d R U . . .
H4B H 0.5367 0.0216 0.9471 0.061 Uiso 1 1 d R U . . .
C5 C 0.60596(12) 0.12619(17) 0.95062(10) 0.0466(5) Uani 1 1 d . . . . .
H5A H 0.6079 0.1912 0.9578 0.056 Uiso 1 1 d R U . . .
H5B H 0.6451 0.0954 0.9848 0.056 Uiso 1 1 d R U . . .
C6 C 0.54263(10) 0.10271(13) 0.83380(9) 0.0327(4) Uani 1 1 d . . . . .
C7 C 0.67231(11) 0.25463(15) 0.85216(10) 0.0414(5) Uani 1 1 d . . . . .
C8 C 0.63317(14) 0.27810(18) 0.78633(12) 0.0592(7) Uani 1 1 d . . . . .
H8 H 0.6151 0.2327 0.7529 0.071 Uiso 1 1 calc R U . . .
C9 C 0.62091(17) 0.3688(2) 0.77017(14) 0.0717(8) Uani 1 1 d . . . . .
H9 H 0.5934 0.3853 0.7251 0.086 Uiso 1 1 calc R U . . .
C10 C 0.64741(15) 0.43630(18) 0.81746(15) 0.0634(7) Uani 1 1 d . . . . .
C11 C 0.68759(15) 0.41078(18) 0.88223(14) 0.0624(7) Uani 1 1 d . . . . .
H11 H 0.7074 0.4563 0.9153 0.075 Uiso 1 1 calc R U . . .
C12 C 0.69996(13) 0.32076(16) 0.90042(12) 0.0512(6) Uani 1 1 d . . . . .
H12 H 0.7272 0.3045 0.9456 0.061 Uiso 1 1 calc R U . . .
C13 C 0.6338(2) 0.5356(2) 0.7982(2) 0.0954(11) Uani 1 1 d . . . . .
H13A H 0.6501 0.5487 0.7619 0.143 Uiso 1 1 calc R U . . .
H13B H 0.6611 0.5735 0.8369 0.143 Uiso 1 1 calc R U . . .
H13C H 0.5815 0.5487 0.7833 0.143 Uiso 1 1 calc R U . . .
S2 S 0.92866(4) 0.26162(4) 0.88611(3) 0.05249(18) Uani 1 1 d . . . . .
F4 F 0.75073(11) 0.37545(18) 0.56664(10) 0.1188(8) Uani 1 1 d . . . . .
F5 F 0.83471(12) 0.42051(14) 0.53605(9) 0.1041(7) Uani 1 1 d . . . . .
F6 F 0.82044(13) 0.27974(14) 0.54837(9) 0.1123(7) Uani 1 1 d . . . . .
O3 O 0.87403(11) 0.27659(13) 0.91227(9) 0.0688(5) Uani 1 1 d . . . . .
O4 O 0.99395(10) 0.31396(13) 0.91009(8) 0.0642(5) Uani 1 1 d . . . . .
N3 N 0.88673(10) 0.28089(13) 0.80518(10) 0.0505(5) Uani 1 1 d . . . . .
N4 N 0.98855(10) 0.26950(13) 0.77707(9) 0.0474(4) Uani 1 1 d . . . . .
C14 C 0.81942(17) 0.3609(2) 0.57503(14) 0.0704(8) Uani 1 1 d . . . . .
C15 C 0.87234(13) 0.36536(15) 0.64560(11) 0.0506(6) Uani 1 1 d . . . . .
H15A H 0.9183 0.3607 0.6435 0.061 Uiso 1 1 d R U . . .
H15B H 0.8679 0.4228 0.6616 0.061 Uiso 1 1 d R U . . .
C16 C 0.85945(12) 0.29157(15) 0.68945(11) 0.0474(5) Uani 1 1 d . . . . .
H16 H 0.8538 0.2323 0.6656 0.057 Uiso 1 1 calc R U . . .
C17 C 0.79048(14) 0.3076(2) 0.70371(14) 0.0695(7) Uani 1 1 d . . . . .
H17A H 0.7821 0.3753 0.7063 0.083 Uiso 1 1 d R U . . .
H17B H 0.7517 0.2801 0.6709 0.083 Uiso 1 1 d R U . . .
C18 C 0.80660(14) 0.2675(2) 0.77161(14) 0.0664(7) Uani 1 1 d . . . . .
H18A H 0.7824 0.3006 0.7955 0.080 Uiso 1 1 d R U . . .
H18B H 0.7942 0.1979 0.7697 0.080 Uiso 1 1 d R U . . .
C19 C 0.91966(12) 0.28125(14) 0.75812(11) 0.0420(5) Uani 1 1 d . . . . .
C20 C 0.95051(15) 0.14561(17) 0.89465(12) 0.0558(6) Uani 1 1 d . . . . .
C21 C 1.01986(19) 0.1176(2) 0.90574(17) 0.0801(9) Uani 1 1 d . . . . .
H21 H 1.0560 0.1605 0.9069 0.096 Uiso 1 1 calc R U . . .
C22 C 1.0370(2) 0.0268(3) 0.9152(2) 0.1019(12) Uani 1 1 d . . . . .
H22 H 1.0856 0.0080 0.9238 0.122 Uiso 1 1 calc R U . . .
C23 C 0.9863(3) -0.0368(2) 0.91275(16) 0.0927(11) Uani 1 1 d . . . . .
C24 C 0.9164(2) -0.0083(2) 0.90163(17) 0.0923(10) Uani 1 1 d . . . . .
H24 H 0.8804 -0.0518 0.9000 0.111 Uiso 1 1 calc R U . . .
C25 C 0.89766(18) 0.0835(2) 0.89271(16) 0.0757(8) Uani 1 1 d . . . . .
H25 H 0.8495 0.1028 0.8854 0.091 Uiso 1 1 calc R U . . .
C26 C 1.0054(3) -0.1373(2) 0.9225(2) 0.141(2) Uani 1 1 d . . . . .
H26A H 0.9653 -0.1706 0.9279 0.212 Uiso 1 1 calc R U . . .
H26B H 1.0503 -0.1454 0.9624 0.212 Uiso 1 1 calc R U . . .
H26C H 1.0129 -0.1606 0.8834 0.212 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.4253(15) . ?
S1 O2 1.4256(15) . ?
S1 N1 1.6640(17) . ?
S1 C7 1.758(2) . ?
F1 C1 1.320(3) . ?
F2 C1 1.340(3) . ?
F3 C1 1.327(3) . ?
N1 C6 1.402(2) . ?
N1 C5 1.487(2) . ?
N2 C6 1.280(2) . ?
N2 N2 1.406(3) 2_656 ?
C1 C2 1.478(3) . ?
C2 C3 1.529(3) . ?
C2 H2A 0.9003 . ?
C2 H2B 0.9296 . ?
C3 C6 1.521(3) . ?
C3 C4 1.533(3) . ?
C3 H3 1.0000 . ?
C4 C5 1.510(3) . ?
C4 H4A 0.9578 . ?
C4 H4B 0.9884 . ?
C5 H5A 0.9681 . ?
C5 H5B 0.9554 . ?
C7 C12 1.380(3) . ?
C7 C8 1.381(3) . ?
C8 C9 1.380(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.379(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.374(4) . ?
C10 C13 1.516(4) . ?
C11 C12 1.379(4) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
S2 O4 1.4214(19) . ?
S2 O3 1.4231(17) . ?
S2 N3 1.653(2) . ?
S2 C20 1.755(3) . ?
F4 C14 1.321(4) . ?
F5 C14 1.334(3) . ?
F6 C14 1.333(3) . ?
N3 C19 1.411(3) . ?
N3 C18 1.483(3) . ?
N4 C19 1.277(3) . ?
N4 N4 1.416(3) 2_756 ?
C14 C15 1.486(4) . ?
C15 C16 1.531(3) . ?
C15 H15A 0.9328 . ?
C15 H15B 0.9327 . ?
C16 C19 1.514(3) . ?
C16 C17 1.534(3) . ?
C16 H16 1.0000 . ?
C17 C18 1.504(4) . ?
C17 H17A 1.0164 . ?
C17 H17B 0.9153 . ?
C18 H18A 0.9651 . ?
C18 H18B 1.0513 . ?
C20 C21 1.366(4) . ?
C20 C25 1.380(4) . ?
C21 C22 1.376(5) . ?
C21 H21 0.9500 . ?
C22 C23 1.361(6) . ?
C22 H22 0.9500 . ?
C23 C24 1.377(5) . ?
C23 C26 1.523(5) . ?
C24 C25 1.396(4) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?

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 S1 O2 119.49(10) . . ?
O1 S1 N1 104.61(9) . . ?
O2 S1 N1 108.51(9) . . ?
O1 S1 C7 108.70(10) . . ?
O2 S1 C7 109.58(10) . . ?
N1 S1 C7 104.93(9) . . ?
C6 N1 C5 110.94(16) . . ?
C6 N1 S1 123.83(13) . . ?
C5 N1 S1 118.62(13) . . ?
C6 N2 N2 113.06(19) . 2_656 ?
F1 C1 F3 106.6(3) . . ?
F1 C1 F2 106.0(2) . . ?
F3 C1 F2 105.3(2) . . ?
F1 C1 C2 114.7(2) . . ?
F3 C1 C2 111.9(2) . . ?
F2 C1 C2 111.6(2) . . ?
C1 C2 C3 113.5(2) . . ?
C1 C2 H2A 106.1 . . ?
C3 C2 H2A 111.6 . . ?
C1 C2 H2B 105.7 . . ?
C3 C2 H2B 108.9 . . ?
H2A C2 H2B 111.0 . . ?
C6 C3 C2 114.45(16) . . ?
C6 C3 C4 103.33(16) . . ?
C2 C3 C4 114.14(17) . . ?
C6 C3 H3 108.2 . . ?
C2 C3 H3 108.2 . . ?
C4 C3 H3 108.2 . . ?
C5 C4 C3 105.29(17) . . ?
C5 C4 H4A 113.1 . . ?
C3 C4 H4A 113.3 . . ?
C5 C4 H4B 108.2 . . ?
C3 C4 H4B 107.1 . . ?
H4A C4 H4B 109.5 . . ?
N1 C5 C4 101.97(16) . . ?
N1 C5 H5A 109.0 . . ?
C4 C5 H5A 111.8 . . ?
N1 C5 H5B 108.0 . . ?
C4 C5 H5B 113.4 . . ?
H5A C5 H5B 112.0 . . ?
N2 C6 N1 120.03(17) . . ?
N2 C6 C3 131.85(17) . . ?
N1 C6 C3 108.04(15) . . ?
C12 C7 C8 120.6(2) . . ?
C12 C7 S1 119.18(17) . . ?
C8 C7 S1 120.25(17) . . ?
C9 C8 C7 118.6(2) . . ?
C9 C8 H8 120.7 . . ?
C7 C8 H8 120.7 . . ?
C10 C9 C8 122.0(3) . . ?
C10 C9 H9 119.0 . . ?
C8 C9 H9 119.0 . . ?
C11 C10 C9 117.9(2) . . ?
C11 C10 C13 121.1(3) . . ?
C9 C10 C13 120.9(3) . . ?
C10 C11 C12 121.7(2) . . ?
C10 C11 H11 119.2 . . ?
C12 C11 H11 119.2 . . ?
C11 C12 C7 119.2(2) . . ?
C11 C12 H12 120.4 . . ?
C7 C12 H12 120.4 . . ?
C10 C13 H13A 109.5 . . ?
C10 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C10 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O4 S2 O3 119.78(12) . . ?
O4 S2 N3 107.92(10) . . ?
O3 S2 N3 104.58(11) . . ?
O4 S2 C20 109.69(12) . . ?
O3 S2 C20 107.69(12) . . ?
N3 S2 C20 106.34(11) . . ?
C19 N3 C18 110.71(19) . . ?
C19 N3 S2 126.05(16) . . ?
C18 N3 S2 120.10(16) . . ?
C19 N4 N4 112.4(2) . 2_756 ?
F4 C14 F6 105.9(3) . . ?
F4 C14 F5 106.4(3) . . ?
F6 C14 F5 105.6(3) . . ?
F4 C14 C15 114.4(3) . . ?
F6 C14 C15 111.3(2) . . ?
F5 C14 C15 112.5(2) . . ?
C14 C15 C16 112.9(2) . . ?
C14 C15 H15A 105.0 . . ?
C16 C15 H15A 112.3 . . ?
C14 C15 H15B 107.1 . . ?
C16 C15 H15B 110.4 . . ?
H15A C15 H15B 108.8 . . ?
C19 C16 C15 115.23(18) . . ?
C19 C16 C17 103.93(19) . . ?
C15 C16 C17 113.2(2) . . ?
C19 C16 H16 108.1 . . ?
C15 C16 H16 108.1 . . ?
C17 C16 H16 108.1 . . ?
C18 C17 C16 105.7(2) . . ?
C18 C17 H17A 108.0 . . ?
C16 C17 H17A 109.8 . . ?
C18 C17 H17B 112.6 . . ?
C16 C17 H17B 108.7 . . ?
H17A C17 H17B 111.8 . . ?
N3 C18 C17 102.1(2) . . ?
N3 C18 H18A 109.3 . . ?
C17 C18 H18A 111.6 . . ?
N3 C18 H18B 109.8 . . ?
C17 C18 H18B 112.7 . . ?
H18A C18 H18B 111.0 . . ?
N4 C19 N3 120.3(2) . . ?
N4 C19 C16 131.87(19) . . ?
N3 C19 C16 107.73(18) . . ?
C21 C20 C25 120.4(3) . . ?
C21 C20 S2 120.2(2) . . ?
C25 C20 S2 119.3(2) . . ?
C20 C21 C22 119.6(3) . . ?
C20 C21 H21 120.2 . . ?
C22 C21 H21 120.2 . . ?
C23 C22 C21 121.9(4) . . ?
C23 C22 H22 119.1 . . ?
C21 C22 H22 119.1 . . ?
C22 C23 C24 118.4(3) . . ?
C22 C23 C26 121.6(4) . . ?
C24 C23 C26 120.0(4) . . ?
C23 C24 C25 121.0(3) . . ?
C23 C24 H24 119.5 . . ?
C25 C24 H24 119.5 . . ?
C20 C25 C24 118.7(3) . . ?
C20 C25 H25 120.6 . . ?
C24 C25 H25 120.6 . . ?
C23 C26 H26A 109.5 . . ?
C23 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C23 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?

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
O1 S1 N1 C6 179.81(16) . . . . ?
O2 S1 N1 C6 -51.61(18) . . . . ?
C7 S1 N1 C6 65.45(18) . . . . ?
O1 S1 N1 C5 30.98(18) . . . . ?
O2 S1 N1 C5 159.57(16) . . . . ?
C7 S1 N1 C5 -83.37(17) . . . . ?
F1 C1 C2 C3 -65.7(3) . . . . ?
F3 C1 C2 C3 56.0(3) . . . . ?
F2 C1 C2 C3 173.8(2) . . . . ?
C1 C2 C3 C6 -170.63(18) . . . . ?
C1 C2 C3 C4 70.6(2) . . . . ?
C6 C3 C4 C5 26.7(2) . . . . ?
C2 C3 C4 C5 151.60(19) . . . . ?
C6 N1 C5 C4 26.8(2) . . . . ?
S1 N1 C5 C4 179.43(15) . . . . ?
C3 C4 C5 N1 -32.2(2) . . . . ?
N2 N2 C6 N1 -176.77(13) 2_656 . . . ?
N2 N2 C6 C3 -0.4(3) 2_656 . . . ?
C5 N1 C6 N2 166.81(19) . . . . ?
S1 N1 C6 N2 15.9(3) . . . . ?
C5 N1 C6 C3 -10.4(2) . . . . ?
S1 N1 C6 C3 -161.24(14) . . . . ?
C2 C3 C6 N2 48.2(3) . . . . ?
C4 C3 C6 N2 172.9(2) . . . . ?
C2 C3 C6 N1 -135.12(17) . . . . ?
C4 C3 C6 N1 -10.4(2) . . . . ?
O1 S1 C7 C12 -15.4(2) . . . . ?
O2 S1 C7 C12 -147.58(17) . . . . ?
N1 S1 C7 C12 96.09(18) . . . . ?
O1 S1 C7 C8 164.84(19) . . . . ?
O2 S1 C7 C8 32.6(2) . . . . ?
N1 S1 C7 C8 -83.7(2) . . . . ?
C12 C7 C8 C9 -1.5(4) . . . . ?
S1 C7 C8 C9 178.3(2) . . . . ?
C7 C8 C9 C10 1.0(4) . . . . ?
C8 C9 C10 C11 0.5(4) . . . . ?
C8 C9 C10 C13 179.3(3) . . . . ?
C9 C10 C11 C12 -1.6(4) . . . . ?
C13 C10 C11 C12 179.6(3) . . . . ?
C10 C11 C12 C7 1.1(4) . . . . ?
C8 C7 C12 C11 0.5(3) . . . . ?
S1 C7 C12 C11 -179.32(18) . . . . ?
O4 S2 N3 C19 46.4(2) . . . . ?
O3 S2 N3 C19 175.02(19) . . . . ?
C20 S2 N3 C19 -71.2(2) . . . . ?
O4 S2 N3 C18 -155.49(19) . . . . ?
O3 S2 N3 C18 -26.9(2) . . . . ?
C20 S2 N3 C18 86.9(2) . . . . ?
F4 C14 C15 C16 63.6(3) . . . . ?
F6 C14 C15 C16 -56.4(3) . . . . ?
F5 C14 C15 C16 -174.8(2) . . . . ?
C14 C15 C16 C19 168.9(2) . . . . ?
C14 C15 C16 C17 -71.6(3) . . . . ?
C19 C16 C17 C18 -23.4(3) . . . . ?
C15 C16 C17 C18 -149.1(2) . . . . ?
C19 N3 C18 C17 -28.4(3) . . . . ?
S2 N3 C18 C17 170.44(19) . . . . ?
C16 C17 C18 N3 31.0(3) . . . . ?
N4 N4 C19 N3 178.39(15) 2_756 . . . ?
N4 N4 C19 C16 2.5(3) 2_756 . . . ?
C18 N3 C19 N4 -162.7(2) . . . . ?
S2 N3 C19 N4 -2.9(3) . . . . ?
C18 N3 C19 C16 14.1(3) . . . . ?
S2 N3 C19 C16 173.87(16) . . . . ?
C15 C16 C19 N4 -53.2(3) . . . . ?
C17 C16 C19 N4 -177.6(2) . . . . ?
C15 C16 C19 N3 130.5(2) . . . . ?
C17 C16 C19 N3 6.1(2) . . . . ?
O4 S2 C20 C21 -15.7(3) . . . . ?
O3 S2 C20 C21 -147.6(2) . . . . ?
N3 S2 C20 C21 100.8(2) . . . . ?
O4 S2 C20 C25 161.7(2) . . . . ?
O3 S2 C20 C25 29.8(3) . . . . ?
N3 S2 C20 C25 -81.8(2) . . . . ?
C25 C20 C21 C22 -0.2(5) . . . . ?
S2 C20 C21 C22 177.1(3) . . . . ?
C20 C21 C22 C23 1.2(5) . . . . ?
C21 C22 C23 C24 -1.3(6) . . . . ?
C21 C22 C23 C26 179.2(3) . . . . ?
C22 C23 C24 C25 0.4(5) . . . . ?
C26 C23 C24 C25 179.9(3) . . . . ?
C21 C20 C25 C24 -0.6(4) . . . . ?
S2 C20 C25 C24 -178.0(2) . . . . ?
C23 C24 C25 C20 0.6(5) . . . . ?

_refine_diff_density_max         0.236
_refine_diff_density_min         -0.339
_refine_diff_density_rms         0.039

