# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 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_SiegelD_mim5nitroSOF2_NTF2_01132020_0m_5
_database_code_depnum_ccdc_archive 'CCDC 2032771'
loop_
_audit_author_name
_audit_author_address
'Matthias Zeller '
;Purdue University
United States of America
;
_audit_update_record             
;
2020-09-18 deposited with the CCDC.	2021-01-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C6 H9 F N3 O4 S, C2 F6 N O4 S2'
_chemical_formula_sum            'C8 H9 F7 N4 O8 S3'
_chemical_formula_weight         518.37

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'
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'
F F 0.0171 0.0103 '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                   7.9991(7)
_cell_length_b                   14.4267(15)
_cell_length_c                   15.7810(16)
_cell_angle_alpha                90
_cell_angle_beta                 91.373(4)
_cell_angle_gamma                90
_cell_volume                     1820.6(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    6226
_cell_measurement_theta_min      2.5844
_cell_measurement_theta_max      33.1115

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.891
_exptl_crystal_F_000             1040
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.410
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.526
_shelx_estimated_absorpt_T_min   0.813
_shelx_estimated_absorpt_T_max   0.979
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.597826
_exptl_absorpt_correction_T_max  0.746545
_exptl_absorpt_process_details   
;
TWINABS 2012/1: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.
(2015). J. Appl. Cryst. 48 3-10.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine focus sealed tube X-ray source'
_diffrn_source_current           '30 mA'
_diffrn_source_voltage           '50 kV'
_diffrn_radiation_monochromator  'Triumph curved graphite crystal'
_diffrn_measurement_device_type  
;
Bruker AXS D8 Quest diffractometer with PhotonII charge-integrating pixel 
array detector (CPAD)
;
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean 7.4074
_diffrn_reflns_number            23921
_diffrn_reflns_av_unetI/netI     0.0628
_diffrn_reflns_av_R_equivalents  0.0600
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.547
_diffrn_reflns_theta_max         33.149
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.857
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.857
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.857
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             6289
_reflns_number_gt                4834
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'Apex3 v2019.1-0 (Bruker, 2019)'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  
;  
SHELXL-2018/3 (Sheldrick, 2015, 2018), 
SHELXLE Rev1117 (Hübschle et al., 2011)
;
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
The crystal under investigation was found to be non-merohedrally 
twinned. The orientation matrices for the two components were 
identified using the program Cell_Now, with the two components 
being related by a 180 degree rotation around the reciprocal 
c-axis. The two components were integrated using Saint and 
corrected for absorption using twinabs, resulting in the 
following statistics:

4440 data (1528 unique) involve domain 1 only, mean I/sigma 16.9
4265 data (1459 unique) involve domain 2 only, mean I/sigma 8.7
20720 data (6010 unique) involve 2 domains, mean I/sigma 11.0
28 data (28 unique) involve 3 domains, mean I/sigma 6.6

The exact twin matrix identified by the integration program was 
found to be: 

-1.00001  0.00029 -0.00018
-0.00089 -1.00000  0.00125
 0.09591  0.00147  1.00001

The structure was solved using direct methods with only the 
non-overlapping reflections of component 1. The structure was 
refined using the hklf 5 routine with all reflections of component 
1 (including the overlapping ones), resulting in a BASF value of 
0.162(1).

The Rint value given is for all reflections and is based on 
agreement between observed single and composite intensities 
and those calculated from refined unique intensities and twin 
fractions (TWINABS (Sheldrick, 2012)).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0557P)²+2.7367P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6289
_refine_ls_number_parameters     273
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0790
_refine_ls_R_factor_gt           0.0544
_refine_ls_wR_factor_ref         0.1405
_refine_ls_wR_factor_gt          0.1305
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_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
C1 C 0.3010(3) 1.02597(19) 0.11954(17) 0.0166(5) Uani 1 1 d . . . . .
H1A H 0.345874 0.992563 0.169944 0.020 Uiso 1 1 calc R U . . .
H1AB H 0.384400 1.073136 0.103500 0.020 Uiso 1 1 calc R U . . .
C2 C 0.1387(4) 1.0745(2) 0.1424(2) 0.0208(6) Uani 1 1 d . . . . .
H2A H 0.101498 1.115423 0.095251 0.025 Uiso 1 1 calc R U . . .
H2AB H 0.050201 1.027827 0.151575 0.025 Uiso 1 1 calc R U . . .
C3 C 0.1642(4) 1.0956(2) 0.30115(19) 0.0199(5) Uani 1 1 d . . . . .
H3 H 0.147011 1.033112 0.317791 0.024 Uiso 1 1 calc R U . . .
C4 C 0.1925(4) 1.1698(2) 0.35266(19) 0.0212(6) Uani 1 1 d . . . . .
C5 C 0.1955(4) 1.22123(19) 0.2237(2) 0.0198(5) Uani 1 1 d . . . . .
H5 H 0.203904 1.260980 0.176024 0.024 Uiso 1 1 calc R U . . .
C6 C 0.2388(4) 1.3449(2) 0.3303(3) 0.0310(7) Uani 1 1 d . . . . .
H6A H 0.250769 1.383906 0.280023 0.046 Uiso 1 1 calc R U . . .
H6B H 0.340774 1.348937 0.365860 0.046 Uiso 1 1 calc R U . . .
H6C H 0.143115 1.366262 0.362665 0.046 Uiso 1 1 calc R U . . .
C7 C 0.2948(6) 0.8108(2) 0.3853(2) 0.0351(8) Uani 1 1 d . . . . .
C8 C 0.3210(4) 0.6199(2) 0.1191(2) 0.0270(6) Uani 1 1 d . . . . .
N1 N 0.1658(3) 1.12990(16) 0.22022(15) 0.0172(4) Uani 1 1 d . . . . .
N2 N 0.2115(3) 1.24758(16) 0.30392(17) 0.0200(5) Uani 1 1 d . . . . .
N3 N 0.1979(4) 1.1689(2) 0.44388(18) 0.0297(6) Uani 1 1 d . . . . .
N4 N 0.1845(3) 0.71292(17) 0.24855(16) 0.0188(5) Uani 1 1 d . . . . .
O1 O 0.4253(3) 0.90139(16) 0.01976(15) 0.0253(5) Uani 1 1 d . . . . .
O2 O 0.2006(3) 0.99860(17) -0.03599(13) 0.0304(5) Uani 1 1 d . . . . .
O3 O 0.2056(4) 1.2431(2) 0.48157(18) 0.0459(7) Uani 1 1 d . . . . .
O4 O 0.1909(5) 1.0931(2) 0.47755(18) 0.0476(8) Uani 1 1 d . . . . .
O5 O 0.1136(3) 0.87633(16) 0.26177(17) 0.0295(5) Uani 1 1 d . . . . .
O6 O 0.4075(3) 0.83893(17) 0.23490(16) 0.0285(5) Uani 1 1 d . . . . .
O7 O 0.4689(3) 0.63407(17) 0.26634(15) 0.0272(5) Uani 1 1 d . . . . .
O8 O 0.2068(3) 0.54455(15) 0.25434(17) 0.0313(5) Uani 1 1 d . . . . .
F1 F 0.1424(3) 0.88085(15) 0.06463(15) 0.0393(5) Uani 1 1 d . . . . .
F2 F 0.3162(4) 0.89742(15) 0.41246(14) 0.0435(6) Uani 1 1 d . . . . .
F3 F 0.1690(4) 0.7741(2) 0.42541(15) 0.0643(9) Uani 1 1 d . . . . .
F4 F 0.4325(4) 0.7631(2) 0.40464(16) 0.0607(9) Uani 1 1 d . . . . .
F5 F 0.3982(3) 0.69434(16) 0.09059(13) 0.0379(5) Uani 1 1 d . . . . .
F6 F 0.1720(3) 0.61315(19) 0.08078(14) 0.0431(6) Uani 1 1 d . . . . .
F7 F 0.4103(3) 0.54649(17) 0.09995(17) 0.0467(6) Uani 1 1 d . . . . .
S1 S 0.27286(10) 0.94694(5) 0.03550(5) 0.02108(15) Uani 1 1 d . . . . .
S2 S 0.25169(9) 0.81312(5) 0.27044(4) 0.01851(14) Uani 1 1 d . . . . .
S3 S 0.30050(9) 0.62575(5) 0.23468(5) 0.01878(14) 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 1.526(4) . ?
C1 S1 1.759(3) . ?
C1 H1A 0.9900 . ?
C1 H1AB 0.9900 . ?
C2 N1 1.477(4) . ?
C2 H2A 0.9900 . ?
C2 H2AB 0.9900 . ?
C3 C4 1.360(4) . ?
C3 N1 1.370(4) . ?
C3 H3 0.9500 . ?
C4 N2 1.371(4) . ?
C4 N3 1.439(4) . ?
C5 N2 1.325(4) . ?
C5 N1 1.340(4) . ?
C5 H5 0.9500 . ?
C6 N2 1.479(4) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 F3 1.314(5) . ?
C7 F4 1.328(5) . ?
C7 F2 1.331(4) . ?
C7 S2 1.837(3) . ?
C8 F7 1.316(4) . ?
C8 F5 1.324(4) . ?
C8 F6 1.327(4) . ?
C8 S3 1.838(3) . ?
N3 O4 1.218(4) . ?
N3 O3 1.225(4) . ?
N4 S2 1.578(3) . ?
N4 S3 1.581(3) . ?
O1 S1 1.413(2) . ?
O2 S1 1.460(2) . ?
O5 S2 1.436(2) . ?
O6 S2 1.429(2) . ?
O7 S3 1.430(2) . ?
O8 S3 1.429(2) . ?
F1 S1 1.494(2) . ?

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 S1 112.41(19) . . ?
C2 C1 H1A 109.1 . . ?
S1 C1 H1A 109.1 . . ?
C2 C1 H1AB 109.1 . . ?
S1 C1 H1AB 109.1 . . ?
H1A C1 H1AB 107.9 . . ?
N1 C2 C1 109.6(2) . . ?
N1 C2 H2A 109.7 . . ?
C1 C2 H2A 109.7 . . ?
N1 C2 H2AB 109.7 . . ?
C1 C2 H2AB 109.7 . . ?
H2A C2 H2AB 108.2 . . ?
C4 C3 N1 105.5(3) . . ?
C4 C3 H3 127.2 . . ?
N1 C3 H3 127.2 . . ?
C3 C4 N2 109.2(3) . . ?
C3 C4 N3 126.3(3) . . ?
N2 C4 N3 124.6(3) . . ?
N2 C5 N1 109.6(3) . . ?
N2 C5 H5 125.2 . . ?
N1 C5 H5 125.2 . . ?
N2 C6 H6A 109.5 . . ?
N2 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
N2 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
F3 C7 F4 108.7(3) . . ?
F3 C7 F2 108.5(3) . . ?
F4 C7 F2 108.2(3) . . ?
F3 C7 S2 110.8(3) . . ?
F4 C7 S2 111.8(3) . . ?
F2 C7 S2 108.7(2) . . ?
F7 C8 F5 108.3(3) . . ?
F7 C8 F6 108.9(3) . . ?
F5 C8 F6 109.0(3) . . ?
F7 C8 S3 109.1(2) . . ?
F5 C8 S3 110.7(2) . . ?
F6 C8 S3 110.8(2) . . ?
C5 N1 C3 108.8(2) . . ?
C5 N1 C2 126.1(3) . . ?
C3 N1 C2 125.1(2) . . ?
C5 N2 C4 107.0(2) . . ?
C5 N2 C6 123.5(3) . . ?
C4 N2 C6 129.5(3) . . ?
O4 N3 O3 125.1(3) . . ?
O4 N3 C4 116.3(3) . . ?
O3 N3 C4 118.5(3) . . ?
S2 N4 S3 124.13(16) . . ?
O1 S1 O2 115.41(15) . . ?
O1 S1 F1 111.68(14) . . ?
O2 S1 F1 107.29(16) . . ?
O1 S1 C1 109.79(14) . . ?
O2 S1 C1 107.03(14) . . ?
F1 S1 C1 105.03(13) . . ?
O6 S2 O5 118.26(15) . . ?
O6 S2 N4 116.67(14) . . ?
O5 S2 N4 107.68(14) . . ?
O6 S2 C7 104.30(18) . . ?
O5 S2 C7 103.37(18) . . ?
N4 S2 C7 104.73(15) . . ?
O8 S3 O7 119.19(15) . . ?
O8 S3 N4 108.01(14) . . ?
O7 S3 N4 115.83(14) . . ?
O8 S3 C8 103.73(16) . . ?
O7 S3 C8 104.19(15) . . ?
N4 S3 C8 103.93(14) . . ?

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 C1 C2 N1 172.4(2) . . . . ?
N1 C3 C4 N2 -0.2(3) . . . . ?
N1 C3 C4 N3 178.3(3) . . . . ?
N2 C5 N1 C3 -0.7(3) . . . . ?
N2 C5 N1 C2 179.2(3) . . . . ?
C4 C3 N1 C5 0.5(3) . . . . ?
C4 C3 N1 C2 -179.4(3) . . . . ?
C1 C2 N1 C5 98.4(3) . . . . ?
C1 C2 N1 C3 -81.7(3) . . . . ?
N1 C5 N2 C4 0.5(3) . . . . ?
N1 C5 N2 C6 -177.6(3) . . . . ?
C3 C4 N2 C5 -0.2(3) . . . . ?
N3 C4 N2 C5 -178.7(3) . . . . ?
C3 C4 N2 C6 177.8(3) . . . . ?
N3 C4 N2 C6 -0.7(5) . . . . ?
C3 C4 N3 O4 6.8(5) . . . . ?
N2 C4 N3 O4 -174.9(3) . . . . ?
C3 C4 N3 O3 -171.7(3) . . . . ?
N2 C4 N3 O3 6.6(5) . . . . ?
C2 C1 S1 O1 -177.4(2) . . . . ?
C2 C1 S1 O2 56.6(3) . . . . ?
C2 C1 S1 F1 -57.2(2) . . . . ?
S3 N4 S2 O6 33.1(2) . . . . ?
S3 N4 S2 O5 168.88(18) . . . . ?
S3 N4 S2 C7 -81.6(2) . . . . ?
F3 C7 S2 O6 -170.2(3) . . . . ?
F4 C7 S2 O6 -48.8(3) . . . . ?
F2 C7 S2 O6 70.7(3) . . . . ?
F3 C7 S2 O5 65.5(3) . . . . ?
F4 C7 S2 O5 -173.0(3) . . . . ?
F2 C7 S2 O5 -53.6(3) . . . . ?
F3 C7 S2 N4 -47.1(3) . . . . ?
F4 C7 S2 N4 74.3(3) . . . . ?
F2 C7 S2 N4 -166.3(3) . . . . ?
S2 N4 S3 O8 154.07(19) . . . . ?
S2 N4 S3 O7 17.4(2) . . . . ?
S2 N4 S3 C8 -96.2(2) . . . . ?
F7 C8 S3 O8 -64.4(3) . . . . ?
F5 C8 S3 O8 176.5(2) . . . . ?
F6 C8 S3 O8 55.4(3) . . . . ?
F7 C8 S3 O7 61.0(3) . . . . ?
F5 C8 S3 O7 -58.1(3) . . . . ?
F6 C8 S3 O7 -179.2(2) . . . . ?
F7 C8 S3 N4 -177.3(2) . . . . ?
F5 C8 S3 N4 63.6(3) . . . . ?
F6 C8 S3 N4 -57.5(3) . . . . ?

_refine_diff_density_max         0.480
_refine_diff_density_min         -0.448
_refine_diff_density_rms         0.092



####################################################################### 
# 
# 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_dmimso2f_ntf2_seigeld_111619_0m
_database_code_depnum_ccdc_archive 'CCDC 2032772'
loop_
_audit_author_name
_audit_author_address
'Matthias Zeller '
;Purdue University
United States of America
;
_audit_update_record             
;
2020-09-18 deposited with the CCDC.	2021-01-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C7 H12 F N2 O2 S, C2 F6 N O4 S2'
_chemical_formula_sum            'C9 H12 F7 N3 O6 S3'
_chemical_formula_weight         487.40

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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   8.7261(7)
_cell_length_b                   10.1432(10)
_cell_length_c                   10.1921(11)
_cell_angle_alpha                86.557(4)
_cell_angle_beta                 88.953(4)
_cell_angle_gamma                80.564(3)
_cell_volume                     888.27(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9026
_cell_measurement_theta_min      2.3669
_cell_measurement_theta_max      33.2509

_exptl_crystal_description       fragment
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.822
_exptl_crystal_F_000             492
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.480
_exptl_crystal_size_mid          0.320
_exptl_crystal_size_min          0.290
_exptl_absorpt_coefficient_mu    0.523
_shelx_estimated_absorpt_T_min   0.788
_shelx_estimated_absorpt_T_max   0.863
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7032
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine focus sealed tube X-ray source'
_diffrn_source_current           '30 mA'
_diffrn_source_voltage           '50 kV'
_diffrn_radiation_monochromator  'Triumph curved graphite crystal'
_diffrn_measurement_device_type  'Bruker AXS D8 Quest CMOS diffractometer'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_reflns_number            29669
_diffrn_reflns_av_unetI/netI     0.0217
_diffrn_reflns_av_R_equivalents  0.0283
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.366
_diffrn_reflns_theta_max         33.238
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             6786
_reflns_number_gt                5686
_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       'Apex3 v2018.1-0 (Bruker, 2018)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2016)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2016)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  
;  
SHELXL-2018/3 (Sheldrick, 2015, 2018), 
SHELXLE Rev988 (Hübschle et al., 2011)
;
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
The five membered ring segment of the cation is disordered by a pseudo-
mirror operation, inducing disorder for the ethylene chain and for the 
anion. Equivalent disordered moieties were restrained to have similar 
geometries. ADPs of some overlapping disordered atoms were constrained 
to be identical. Uij components of ADPs for all disordered atoms closer 
to each other than 2.0 Angstrom were restrained to be similar. Subject 
to these conditions the occupancy ratio refined to 0.8832(19) to 
0.1168(19). 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0518P)²+0.4057P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.021(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6786
_refine_ls_number_parameters     430
_refine_ls_number_restraints     786
_refine_ls_R_factor_all          0.0450
_refine_ls_R_factor_gt           0.0355
_refine_ls_wR_factor_ref         0.1022
_refine_ls_wR_factor_gt          0.0955
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.062
_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 -0.19418(3) 0.19741(3) 0.05240(3) 0.02487(8) Uani 1 1 d . . . . .
F1 F -0.20133(11) 0.34003(9) -0.01612(10) 0.0390(2) Uani 1 1 d . . . . .
N2A N 0.2470(3) 0.2982(2) 0.6303(3) 0.0243(4) Uani 0.8832(19) 1 d D U P A 1
S2 S 0.16918(10) 0.16859(9) 0.65089(9) 0.02147(12) Uani 0.8832(19) 1 d D U P A
1
O4 O 0.2364(2) 0.07727(19) 0.5548(2) 0.0410(5) Uani 0.8832(19) 1 d D U P A 1
O5 O 0.1542(3) 0.1181(2) 0.7826(2) 0.0404(4) Uani 0.8832(19) 1 d D U P A 1
C10A C -0.0286(3) 0.2236(2) 0.5911(3) 0.0362(4) Uani 0.8832(19) 1 d D U P A 1
F2 F -0.0267(2) 0.2650(2) 0.46684(15) 0.0687(5) Uani 0.8832(19) 1 d D U P A 1
F3 F -0.1052(4) 0.3205(3) 0.6588(3) 0.0629(8) Uani 0.8832(19) 1 d D U P A 1
F4 F -0.1070(2) 0.1209(2) 0.6036(2) 0.0615(5) Uani 0.8832(19) 1 d D U P A 1
S3 S 0.25196(12) 0.40495(11) 0.73572(10) 0.02447(14) Uani 0.8832(19) 1 d D U P
A 1
O6 O 0.1270(2) 0.42043(17) 0.83027(16) 0.0314(3) Uani 0.8832(19) 1 d D U P A 1
O7 O 0.2923(2) 0.52342(16) 0.6699(2) 0.0463(4) Uani 0.8832(19) 1 d D U P A 1
C11A C 0.4247(3) 0.3351(2) 0.8334(3) 0.0339(4) Uani 0.8832(19) 1 d D U P A 1
F5 F 0.5496(3) 0.3075(4) 0.7569(3) 0.0510(5) Uani 0.8832(19) 1 d D U P A 1
F6 F 0.4501(3) 0.42302(16) 0.9181(2) 0.0639(6) Uani 0.8832(19) 1 d D U P A 1
F7 F 0.40567(15) 0.22136(13) 0.90014(13) 0.0396(3) Uani 0.8832(19) 1 d D U P A
1
N2B N 0.261(3) 0.2765(17) 0.637(2) 0.026(2) Uani 0.1168(19) 1 d D U P A 2
S2B S 0.1455(10) 0.1755(10) 0.6696(9) 0.0394(14) Uani 0.1168(19) 1 d D U P A 2
O4B O 0.2121(19) 0.0592(15) 0.5912(15) 0.040(3) Uani 0.1168(19) 1 d D U P A 2
O5B O 0.1094(18) 0.1421(19) 0.7959(14) 0.036(2) Uani 0.1168(19) 1 d D U P A 2
C10B C -0.033(2) 0.2435(18) 0.5865(18) 0.0362(4) Uani 0.1168(19) 1 d D U P A 2
F2B F -0.0241(16) 0.3278(14) 0.4858(14) 0.061(2) Uani 0.1168(19) 1 d D U P A 2
F3B F -0.109(2) 0.3122(18) 0.6823(19) 0.031(2) Uani 0.1168(19) 1 d D U P A 2
F4B F -0.1037(15) 0.1488(14) 0.5467(12) 0.048(2) Uani 0.1168(19) 1 d D U P A 2
S3B S 0.2721(10) 0.4071(10) 0.7116(8) 0.0356(14) Uani 0.1168(19) 1 d D U P A 2
O6B O 0.1380(17) 0.4486(16) 0.7948(14) 0.040(3) Uani 0.1168(19) 1 d D U P A 2
O7B O 0.3343(17) 0.4993(14) 0.6293(14) 0.045(2) Uani 0.1168(19) 1 d D U P A 2
C11B C 0.424(2) 0.3525(18) 0.8330(18) 0.0339(4) Uani 0.1168(19) 1 d D U P A 2
F5B F 0.559(2) 0.310(3) 0.782(2) 0.0510(5) Uani 0.1168(19) 1 d D U P A 2
F6B F 0.446(2) 0.4610(14) 0.890(2) 0.0639(6) Uani 0.1168(19) 1 d D U P A 2
F7B F 0.3870(14) 0.2632(11) 0.9169(12) 0.0396(3) Uani 0.1168(19) 1 d D U P A 2
O1 O -0.14649(13) 0.10680(11) -0.04617(11) 0.0371(2) Uani 1 1 d . . . . .
O2 O -0.33765(12) 0.19761(14) 0.11843(12) 0.0423(3) Uani 1 1 d . . . . .
N1A N 0.39996(13) 0.25958(12) 0.32896(11) 0.0198(2) Uani 0.8832(19) 1 d D U P A
1
N3A N 0.21483(13) 0.26176(12) 0.19055(11) 0.0206(2) Uani 0.8832(19) 1 d D U P A
1
C4A C 0.20626(19) 0.39167(14) 0.23051(17) 0.0263(3) Uani 0.8832(19) 1 d D U P A
1
H4A H 0.132806 0.467404 0.202277 0.032 Uiso 0.8832(19) 1 calc R U P A 1
C5A C 0.32162(18) 0.38960(13) 0.31663(16) 0.0262(3) Uani 0.8832(19) 1 d D U P A
1
H5A H 0.344940 0.463682 0.360766 0.031 Uiso 0.8832(19) 1 calc R U P A 1
C2A C 0.33382(14) 0.18278(13) 0.25257(12) 0.0192(2) Uani 0.8832(19) 1 d D U P A
1
C8A C 0.5326(3) 0.2173(5) 0.4146(4) 0.0264(5) Uani 0.8832(19) 1 d D U P A 1
H8AA H 0.496914 0.183392 0.499883 0.040 Uiso 0.8832(19) 1 calc R U P A 1
H8AB H 0.585532 0.293608 0.427090 0.040 Uiso 0.8832(19) 1 calc R U P A 1
H8AC H 0.604849 0.146241 0.374445 0.040 Uiso 0.8832(19) 1 calc R U P A 1
C9A C 0.3849(2) 0.03776(15) 0.2389(2) 0.0309(3) Uani 0.8832(19) 1 d D U P A 1
H9AA H 0.493663 0.021930 0.209587 0.046 Uiso 0.8832(19) 1 calc R U P A 1
H9AB H 0.320006 0.006028 0.174005 0.046 Uiso 0.8832(19) 1 calc R U P A 1
H9AC H 0.374984 -0.010727 0.323873 0.046 Uiso 0.8832(19) 1 calc R U P A 1
C6A C 0.1071(3) 0.2235(5) 0.0970(3) 0.0240(7) Uani 0.8832(19) 1 d D U P A 1
H6AA H 0.155566 0.140191 0.056689 0.029 Uiso 0.8832(19) 1 calc R U P A 1
H6AB H 0.085053 0.294814 0.025962 0.029 Uiso 0.8832(19) 1 calc R U P A 1
C7A C -0.04486(14) 0.20163(13) 0.16545(12) 0.0249(2) Uani 0.8832(19) 1 d D U P
A 1
H7AA H -0.078004 0.274665 0.225150 0.030 Uiso 0.8832(19) 1 calc R U P A 1
H7AB H -0.026992 0.116152 0.219415 0.030 Uiso 0.8832(19) 1 calc R U P A 1
N1B N 0.4210(9) 0.1899(9) 0.3234(8) 0.0216(13) Uani 0.1168(19) 1 d D U P A 2
N3B N 0.2381(9) 0.1783(8) 0.1910(8) 0.0220(14) Uani 0.1168(19) 1 d D U P A 2
C4B C 0.3177(15) 0.0477(10) 0.2144(12) 0.0289(18) Uani 0.1168(19) 1 d D U P A 2
H4B H 0.292354 -0.031114 0.180247 0.035 Uiso 0.1168(19) 1 calc R U P A 2
C5B C 0.4354(12) 0.0546(10) 0.2933(11) 0.0258(17) Uani 0.1168(19) 1 d D U P A 2
H5B H 0.513370 -0.016979 0.323307 0.031 Uiso 0.1168(19) 1 calc R U P A 2
C2B C 0.3029(11) 0.2595(9) 0.2628(9) 0.0214(14) Uani 0.1168(19) 1 d D U P A 2
C8B C 0.549(3) 0.214(4) 0.405(4) 0.0264(5) Uani 0.1168(19) 1 d D U P A 2
H8BA H 0.594262 0.130053 0.452779 0.040 Uiso 0.1168(19) 1 calc R U P A 2
H8BB H 0.509750 0.280763 0.468337 0.040 Uiso 0.1168(19) 1 calc R U P A 2
H8BC H 0.628874 0.246693 0.349192 0.040 Uiso 0.1168(19) 1 calc R U P A 2
C9B C 0.2526(16) 0.4035(9) 0.2728(14) 0.0258(16) Uani 0.1168(19) 1 d D U P A 2
H9BA H 0.250065 0.424893 0.365379 0.039 Uiso 0.1168(19) 1 calc R U P A 2
H9BB H 0.148584 0.429517 0.235476 0.039 Uiso 0.1168(19) 1 calc R U P A 2
H9BC H 0.325546 0.452566 0.224183 0.039 Uiso 0.1168(19) 1 calc R U P A 2
C6B C 0.1107(18) 0.208(4) 0.096(2) 0.022(3) Uani 0.1168(19) 1 d D U P A 2
H6BA H 0.127060 0.142893 0.026564 0.026 Uiso 0.1168(19) 1 calc R U P A 2
H6BB H 0.109632 0.298846 0.053324 0.026 Uiso 0.1168(19) 1 calc R U P A 2
C7B C -0.04486(14) 0.20163(13) 0.16545(12) 0.0249(2) Uani 0.1168(19) 1 d D U P
A 2
H7BA H -0.072738 0.280688 0.218691 0.030 Uiso 0.1168(19) 1 calc R U P A 2
H7BB H -0.034542 0.120530 0.225799 0.030 Uiso 0.1168(19) 1 calc R U 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 O2 1.4103(11) . ?
S1 O1 1.4133(11) . ?
S1 F1 1.5604(9) . ?
S1 C7A 1.7625(12) . ?
S1 C7B 1.7625(12) . ?
N2A S3 1.576(2) . ?
N2A S2 1.5774(19) . ?
S2 O5 1.420(2) . ?
S2 O4 1.4387(17) . ?
S2 C10A 1.828(2) . ?
C10A F2 1.311(3) . ?
C10A F3 1.318(3) . ?
C10A F4 1.336(3) . ?
S3 O7 1.4324(18) . ?
S3 O6 1.4370(17) . ?
S3 C11A 1.840(2) . ?
C11A F6 1.323(2) . ?
C11A F5 1.330(3) . ?
C11A F7 1.336(3) . ?
N2B S2B 1.568(14) . ?
N2B S3B 1.584(14) . ?
S2B O5B 1.356(13) . ?
S2B O4B 1.496(13) . ?
S2B C10B 1.802(14) . ?
C10B F2B 1.306(16) . ?
C10B F4B 1.310(16) . ?
C10B F3B 1.336(16) . ?
S3B O7B 1.389(13) . ?
S3B O6B 1.453(13) . ?
S3B C11B 1.828(14) . ?
C11B F7B 1.285(16) . ?
C11B F5B 1.296(16) . ?
C11B F6B 1.315(16) . ?
N1A C2A 1.3353(16) . ?
N1A C5A 1.3820(18) . ?
N1A C8A 1.454(3) . ?
N3A C2A 1.3453(16) . ?
N3A C4A 1.3924(19) . ?
N3A C6A 1.463(3) . ?
C4A C5A 1.344(2) . ?
C4A H4A 0.9500 . ?
C5A H5A 0.9500 . ?
C2A C9A 1.4797(19) . ?
C8A H8AA 0.9800 . ?
C8A H8AB 0.9800 . ?
C8A H8AC 0.9800 . ?
C9A H9AA 0.9800 . ?
C9A H9AB 0.9800 . ?
C9A H9AC 0.9800 . ?
C6A C7A 1.530(3) . ?
C6A H6AA 0.9900 . ?
C6A H6AB 0.9900 . ?
C7A H7AA 0.9900 . ?
C7A H7AB 0.9900 . ?
N1B C2B 1.294(11) . ?
N1B C5B 1.409(12) . ?
N1B C8B 1.467(16) . ?
N3B C2B 1.332(11) . ?
N3B C4B 1.401(12) . ?
N3B C6B 1.471(16) . ?
C4B C5B 1.330(13) . ?
C4B H4B 0.9500 . ?
C5B H5B 0.9500 . ?
C2B C9B 1.464(11) . ?
C8B H8BA 0.9800 . ?
C8B H8BB 0.9800 . ?
C8B H8BC 0.9800 . ?
C9B H9BA 0.9800 . ?
C9B H9BB 0.9800 . ?
C9B H9BC 0.9800 . ?
C6B C7B 1.530(18) . ?
C6B H6BA 0.9900 . ?
C6B H6BB 0.9900 . ?
C7B H7BA 0.9900 . ?
C7B H7BB 0.9900 . ?

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 120.76(7) . . ?
O2 S1 F1 106.15(7) . . ?
O1 S1 F1 105.75(7) . . ?
O2 S1 C7A 110.55(6) . . ?
O1 S1 C7A 111.91(6) . . ?
F1 S1 C7A 99.10(6) . . ?
O2 S1 C7B 110.55(6) . . ?
O1 S1 C7B 111.91(6) . . ?
F1 S1 C7B 99.10(6) . . ?
S3 N2A S2 125.44(17) . . ?
O5 S2 O4 118.48(13) . . ?
O5 S2 N2A 116.51(15) . . ?
O4 S2 N2A 107.21(12) . . ?
O5 S2 C10A 106.17(13) . . ?
O4 S2 C10A 102.97(13) . . ?
N2A S2 C10A 103.56(13) . . ?
F2 C10A F3 108.8(2) . . ?
F2 C10A F4 108.7(2) . . ?
F3 C10A F4 107.2(3) . . ?
F2 C10A S2 110.59(19) . . ?
F3 C10A S2 112.3(2) . . ?
F4 C10A S2 109.12(17) . . ?
O7 S3 O6 117.95(12) . . ?
O7 S3 N2A 108.23(12) . . ?
O6 S3 N2A 116.70(13) . . ?
O7 S3 C11A 104.14(12) . . ?
O6 S3 C11A 104.32(12) . . ?
N2A S3 C11A 103.58(13) . . ?
F6 C11A F5 109.1(2) . . ?
F6 C11A F7 108.7(2) . . ?
F5 C11A F7 107.3(2) . . ?
F6 C11A S3 109.17(16) . . ?
F5 C11A S3 111.2(2) . . ?
F7 C11A S3 111.35(16) . . ?
S2B N2B S3B 126.5(14) . . ?
O5B S2B O4B 114.5(11) . . ?
O5B S2B N2B 120.7(12) . . ?
O4B S2B N2B 102.3(10) . . ?
O5B S2B C10B 107.7(10) . . ?
O4B S2B C10B 103.6(10) . . ?
N2B S2B C10B 106.5(11) . . ?
F2B C10B F4B 107.1(14) . . ?
F2B C10B F3B 107.4(16) . . ?
F4B C10B F3B 113.6(17) . . ?
F2B C10B S2B 117.0(13) . . ?
F4B C10B S2B 111.6(12) . . ?
F3B C10B S2B 100.1(13) . . ?
O7B S3B O6B 121.1(11) . . ?
O7B S3B N2B 110.5(10) . . ?
O6B S3B N2B 113.3(11) . . ?
O7B S3B C11B 103.5(9) . . ?
O6B S3B C11B 101.8(10) . . ?
N2B S3B C11B 104.2(11) . . ?
F7B C11B F5B 109.8(19) . . ?
F7B C11B F6B 111.8(17) . . ?
F5B C11B F6B 103.2(18) . . ?
F7B C11B S3B 111.9(12) . . ?
F5B C11B S3B 113.9(16) . . ?
F6B C11B S3B 105.9(12) . . ?
C2A N1A C5A 109.54(12) . . ?
C2A N1A C8A 126.9(2) . . ?
C5A N1A C8A 123.5(2) . . ?
C2A N3A C4A 108.83(12) . . ?
C2A N3A C6A 127.9(2) . . ?
C4A N3A C6A 123.3(2) . . ?
C5A C4A N3A 107.00(12) . . ?
C5A C4A H4A 126.5 . . ?
N3A C4A H4A 126.5 . . ?
C4A C5A N1A 107.21(12) . . ?
C4A C5A H5A 126.4 . . ?
N1A C5A H5A 126.4 . . ?
N1A C2A N3A 107.42(11) . . ?
N1A C2A C9A 125.60(13) . . ?
N3A C2A C9A 126.98(13) . . ?
N1A C8A H8AA 109.5 . . ?
N1A C8A H8AB 109.5 . . ?
H8AA C8A H8AB 109.5 . . ?
N1A C8A H8AC 109.5 . . ?
H8AA C8A H8AC 109.5 . . ?
H8AB C8A H8AC 109.5 . . ?
C2A C9A H9AA 109.5 . . ?
C2A C9A H9AB 109.5 . . ?
H9AA C9A H9AB 109.5 . . ?
C2A C9A H9AC 109.5 . . ?
H9AA C9A H9AC 109.5 . . ?
H9AB C9A H9AC 109.5 . . ?
N3A C6A C7A 110.8(2) . . ?
N3A C6A H6AA 109.5 . . ?
C7A C6A H6AA 109.5 . . ?
N3A C6A H6AB 109.5 . . ?
C7A C6A H6AB 109.5 . . ?
H6AA C6A H6AB 108.1 . . ?
C6A C7A S1 112.12(12) . . ?
C6A C7A H7AA 109.2 . . ?
S1 C7A H7AA 109.2 . . ?
C6A C7A H7AB 109.2 . . ?
S1 C7A H7AB 109.2 . . ?
H7AA C7A H7AB 107.9 . . ?
C2B N1B C5B 109.9(8) . . ?
C2B N1B C8B 138.0(18) . . ?
C5B N1B C8B 111.9(18) . . ?
C2B N3B C4B 108.4(8) . . ?
C2B N3B C6B 130.4(18) . . ?
C4B N3B C6B 121.2(18) . . ?
C5B C4B N3B 107.1(8) . . ?
C5B C4B H4B 126.4 . . ?
N3B C4B H4B 126.4 . . ?
C4B C5B N1B 106.0(9) . . ?
C4B C5B H5B 127.0 . . ?
N1B C5B H5B 127.0 . . ?
N1B C2B N3B 108.5(8) . . ?
N1B C2B C9B 124.6(9) . . ?
N3B C2B C9B 126.9(9) . . ?
N1B C8B H8BA 109.5 . . ?
N1B C8B H8BB 109.5 . . ?
H8BA C8B H8BB 109.5 . . ?
N1B C8B H8BC 109.5 . . ?
H8BA C8B H8BC 109.5 . . ?
H8BB C8B H8BC 109.5 . . ?
C2B C9B H9BA 109.5 . . ?
C2B C9B H9BB 109.5 . . ?
H9BA C9B H9BB 109.5 . . ?
C2B C9B H9BC 109.5 . . ?
H9BA C9B H9BC 109.5 . . ?
H9BB C9B H9BC 109.5 . . ?
N3B C6B C7B 110.0(13) . . ?
N3B C6B H6BA 109.7 . . ?
C7B C6B H6BA 109.7 . . ?
N3B C6B H6BB 109.7 . . ?
C7B C6B H6BB 109.7 . . ?
H6BA C6B H6BB 108.2 . . ?
C6B C7B S1 111.6(7) . . ?
C6B C7B H7BA 109.3 . . ?
S1 C7B H7BA 109.3 . . ?
C6B C7B H7BB 109.3 . . ?
S1 C7B H7BB 109.3 . . ?
H7BA C7B H7BB 108.0 . . ?

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
S3 N2A S2 O5 -24.3(3) . . . . ?
S3 N2A S2 O4 -159.7(2) . . . . ?
S3 N2A S2 C10A 91.9(2) . . . . ?
O5 S2 C10A F2 -176.33(19) . . . . ?
O4 S2 C10A F2 -51.1(2) . . . . ?
N2A S2 C10A F2 60.4(2) . . . . ?
O5 S2 C10A F3 61.9(3) . . . . ?
O4 S2 C10A F3 -172.9(2) . . . . ?
N2A S2 C10A F3 -61.3(3) . . . . ?
O5 S2 C10A F4 -56.8(2) . . . . ?
O4 S2 C10A F4 68.4(2) . . . . ?
N2A S2 C10A F4 179.95(19) . . . . ?
S2 N2A S3 O7 -164.15(19) . . . . ?
S2 N2A S3 O6 -28.3(3) . . . . ?
S2 N2A S3 C11A 85.7(2) . . . . ?
O7 S3 C11A F6 60.8(2) . . . . ?
O6 S3 C11A F6 -63.5(2) . . . . ?
N2A S3 C11A F6 173.9(2) . . . . ?
O7 S3 C11A F5 -59.6(2) . . . . ?
O6 S3 C11A F5 176.2(2) . . . . ?
N2A S3 C11A F5 53.6(2) . . . . ?
O7 S3 C11A F7 -179.10(17) . . . . ?
O6 S3 C11A F7 56.6(2) . . . . ?
N2A S3 C11A F7 -66.0(2) . . . . ?
S3B N2B S2B O5B -39(2) . . . . ?
S3B N2B S2B O4B -167.1(18) . . . . ?
S3B N2B S2B C10B 84(2) . . . . ?
O5B S2B C10B F2B 153.5(16) . . . . ?
O4B S2B C10B F2B -84.8(16) . . . . ?
N2B S2B C10B F2B 22.7(18) . . . . ?
O5B S2B C10B F4B -82.6(17) . . . . ?
O4B S2B C10B F4B 39.0(16) . . . . ?
N2B S2B C10B F4B 146.5(15) . . . . ?
O5B S2B C10B F3B 37.9(16) . . . . ?
O4B S2B C10B F3B 159.6(12) . . . . ?
N2B S2B C10B F3B -92.9(14) . . . . ?
S2B N2B S3B O7B -154.9(17) . . . . ?
S2B N2B S3B O6B -15(2) . . . . ?
S2B N2B S3B C11B 95(2) . . . . ?
O7B S3B C11B F7B -178.6(14) . . . . ?
O6B S3B C11B F7B 55.0(16) . . . . ?
N2B S3B C11B F7B -63.0(17) . . . . ?
O7B S3B C11B F5B -53(2) . . . . ?
O6B S3B C11B F5B -179.6(19) . . . . ?
N2B S3B C11B F5B 62(2) . . . . ?
O7B S3B C11B F6B 59.4(17) . . . . ?
O6B S3B C11B F6B -66.9(17) . . . . ?
N2B S3B C11B F6B 175.0(16) . . . . ?
C2A N3A C4A C5A 0.22(17) . . . . ?
C6A N3A C4A C5A 179.60(17) . . . . ?
N3A C4A C5A N1A 0.06(17) . . . . ?
C2A N1A C5A C4A -0.32(17) . . . . ?
C8A N1A C5A C4A -179.7(2) . . . . ?
C5A N1A C2A N3A 0.46(15) . . . . ?
C8A N1A C2A N3A 179.8(2) . . . . ?
C5A N1A C2A C9A 179.83(14) . . . . ?
C8A N1A C2A C9A -0.8(3) . . . . ?
C4A N3A C2A N1A -0.42(15) . . . . ?
C6A N3A C2A N1A -179.76(17) . . . . ?
C4A N3A C2A C9A -179.78(14) . . . . ?
C6A N3A C2A C9A 0.9(3) . . . . ?
C2A N3A C6A C7A 98.2(3) . . . . ?
C4A N3A C6A C7A -81.0(3) . . . . ?
N3A C6A C7A S1 165.0(2) . . . . ?
O2 S1 C7A C6A -171.1(2) . . . . ?
O1 S1 C7A C6A 51.2(2) . . . . ?
F1 S1 C7A C6A -59.9(2) . . . . ?
C2B N3B C4B C5B -4.0(14) . . . . ?
C6B N3B C4B C5B 173.4(12) . . . . ?
N3B C4B C5B N1B 3.2(14) . . . . ?
C2B N1B C5B C4B -1.4(13) . . . . ?
C8B N1B C5B C4B -177(2) . . . . ?
C5B N1B C2B N3B -1.1(12) . . . . ?
C8B N1B C2B N3B 173(3) . . . . ?
C5B N1B C2B C9B 179.3(10) . . . . ?
C8B N1B C2B C9B -7(3) . . . . ?
C4B N3B C2B N1B 3.1(12) . . . . ?
C6B N3B C2B N1B -174.0(13) . . . . ?
C4B N3B C2B C9B -177.3(11) . . . . ?
C6B N3B C2B C9B 5.6(19) . . . . ?
C2B N3B C6B C7B -91(3) . . . . ?
C4B N3B C6B C7B 92(3) . . . . ?
N3B C6B C7B S1 -166.0(18) . . . . ?
O2 S1 C7B C6B -177.2(18) . . . . ?
O1 S1 C7B C6B 45.1(18) . . . . ?
F1 S1 C7B C6B -66.1(18) . . . . ?

_refine_diff_density_max         0.463
_refine_diff_density_min         -0.348
_refine_diff_density_rms         0.061



####################################################################### 
# 
# 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_SiegelID_PySOF2NTF2_01132020_0m
_database_code_depnum_ccdc_archive 'CCDC 2032773'
loop_
_audit_author_name
_audit_author_address
'Matthias Zeller '
;Purdue University
United States of America
;
_audit_update_record             
;
2020-09-18 deposited with the CCDC.	2021-01-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C2 F6 N O4 S2, C7 H9 F N O2 S'
_chemical_formula_sum            'C9 H9 F7 N2 O6 S3'
_chemical_formula_weight         470.36

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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   12.029(3)
_cell_length_b                   15.417(3)
_cell_length_c                   19.656(6)
_cell_angle_alpha                66.957(13)
_cell_angle_beta                 88.617(16)
_cell_angle_gamma                86.55(2)
_cell_volume                     3348.3(16)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9958
_cell_measurement_theta_min      2.2833
_cell_measurement_theta_max      33.1232

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.866
_exptl_crystal_F_000             1888
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.310
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    0.549
_shelx_estimated_absorpt_T_min   0.831
_shelx_estimated_absorpt_T_max   0.952
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6288
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine focus sealed tube X-ray source'
_diffrn_source_current           '30 mA'
_diffrn_source_voltage           '50 kV'
_diffrn_radiation_monochromator  'Triumph curved graphite crystal'
_diffrn_measurement_device_type  
;
Bruker AXS D8 Quest diffractometer with PhotonII charge-integrating pixel 
array detector (CPAD)
;
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean 7.4074
_diffrn_reflns_number            56242
_diffrn_reflns_av_unetI/netI     0.0721
_diffrn_reflns_av_R_equivalents  0.0688
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.283
_diffrn_reflns_theta_max         33.205
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.889
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.889
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.889
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             22814
_reflns_number_gt                17154
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'Apex3 v2019.1-0 (Bruker, 2019)'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  
;  
SHELXL-2018/3 (Sheldrick, 2015, 2018), 
SHELXLE Rev1030 (Hübschle et al., 2011)
;
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
The structure is metrically monoclinic C-centered and is twinned 
by this symmetry. Application of the twin transformation matrix 
-1 0 0, 0 -1 0, 0 -1 1 yielded a twin ratio of 0.4953(6) to 0.5047(6).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0430P)²+0.9624P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         22814
_refine_ls_number_parameters     974
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0681
_refine_ls_R_factor_gt           0.0431
_refine_ls_wR_factor_ref         0.1130
_refine_ls_wR_factor_gt          0.0996
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_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
S1A S 0.23956(8) 0.08991(6) -0.15820(4) 0.03829(18) Uani 1 1 d . . . . .
S2A S 0.47581(6) 0.28651(5) 0.03958(4) 0.02459(13) Uani 1 1 d . . . . .
S3A S 0.57394(6) 0.21076(5) -0.05641(4) 0.02654(14) Uani 1 1 d . . . . .
F1A F 0.2600(2) 0.19212(15) -0.17588(13) 0.0570(6) Uani 1 1 d . . . . .
F2A F 0.4451(2) 0.19665(19) 0.18034(12) 0.0599(6) Uani 1 1 d . . . . .
F3A F 0.54581(18) 0.11738(14) 0.13142(12) 0.0447(5) Uani 1 1 d . . . . .
F4A F 0.61424(18) 0.23114(16) 0.15027(12) 0.0506(5) Uani 1 1 d . . . . .
F5A F 0.5708(2) 0.36087(16) -0.18017(12) 0.0638(7) Uani 1 1 d . . . . .
F6A F 0.5065(2) 0.23823(16) -0.18793(12) 0.0538(6) Uani 1 1 d . . . . .
F7A F 0.40885(19) 0.31756(16) -0.13724(12) 0.0510(5) Uani 1 1 d . . . . .
O1A O 0.3060(3) 0.05629(19) -0.20353(14) 0.0537(7) Uani 1 1 d . . . . .
O2A O 0.1213(2) 0.08400(19) -0.16087(14) 0.0464(6) Uani 1 1 d . . . . .
O3A O 0.4793(2) 0.37671(15) 0.04404(13) 0.0356(5) Uani 1 1 d . . . . .
O4A O 0.37007(17) 0.25471(16) 0.03007(13) 0.0338(4) Uani 1 1 d . . . . .
O5A O 0.50316(19) 0.13246(14) -0.02762(13) 0.0355(5) Uani 1 1 d . . . . .
O6A O 0.68613(19) 0.19229(17) -0.07335(14) 0.0407(5) Uani 1 1 d . . . . .
N1A N 0.2357(2) 0.01592(15) 0.06165(13) 0.0255(4) Uani 1 1 d . . . . .
N2A N 0.57126(19) 0.27915(16) -0.01421(13) 0.0257(4) Uani 1 1 d . . . . .
C1A C 0.1576(3) -0.0455(2) 0.09784(17) 0.0297(6) Uani 1 1 d . . . . .
H1A H 0.093601 -0.049224 0.071918 0.036 Uiso 1 1 calc R U . . .
C2A C 0.1694(3) -0.10254(19) 0.17158(17) 0.0310(6) Uani 1 1 d . . . . .
H2A H 0.113477 -0.144486 0.196813 0.037 Uiso 1 1 calc R U . . .
C3A C 0.2636(3) -0.0980(2) 0.20836(17) 0.0318(6) Uani 1 1 d . . . . .
H3A H 0.273922 -0.137456 0.259117 0.038 Uiso 1 1 calc R U . . .
C4A C 0.3435(3) -0.0348(2) 0.17002(18) 0.0365(7) Uani 1 1 d . . . . .
H4A H 0.408608 -0.030461 0.194726 0.044 Uiso 1 1 calc R U . . .
C5A C 0.3280(3) 0.0212(2) 0.09662(18) 0.0335(6) Uani 1 1 d . . . . .
H5A H 0.382723 0.063940 0.070412 0.040 Uiso 1 1 calc R U . . .
C6A C 0.2206(3) 0.0776(2) -0.01728(16) 0.0321(6) Uani 1 1 d . . . . .
H6AA H 0.250305 0.139932 -0.027216 0.039 Uiso 1 1 calc R U . . .
H6AB H 0.140269 0.087377 -0.029594 0.039 Uiso 1 1 calc R U . . .
C7A C 0.2811(2) 0.03263(18) -0.06487(14) 0.0258(5) Uani 1 1 d . . . . .
H7AA H 0.264805 -0.034911 -0.046613 0.031 Uiso 1 1 calc R U . . .
H7AB H 0.362448 0.036540 -0.061126 0.031 Uiso 1 1 calc R U . . .
C8A C 0.5233(3) 0.2029(2) 0.13095(18) 0.0355(6) Uani 1 1 d . . . . .
C9A C 0.5116(3) 0.2864(2) -0.14566(18) 0.0358(7) Uani 1 1 d . . . . .
S1B S 0.27510(7) 0.56948(5) -0.16700(4) 0.03187(15) Uani 1 1 d . . . . .
S2B S -0.00306(6) 0.66201(5) 0.05322(4) 0.02577(13) Uani 1 1 d . . . . .
S3B S 0.08300(6) 0.82522(4) -0.05455(4) 0.02471(13) Uani 1 1 d . . . . .
F1B F 0.18378(19) 0.50836(16) -0.17508(12) 0.0521(6) Uani 1 1 d . . . . .
F2B F 0.0319(2) 0.75161(15) 0.13764(12) 0.0589(6) Uani 1 1 d . . . . .
F3B F -0.01352(19) 0.60904(16) 0.19534(11) 0.0495(5) Uani 1 1 d . . . . .
F4B F 0.15098(17) 0.6381(2) 0.15135(13) 0.0570(6) Uani 1 1 d . . . . .
F5B F 0.01585(17) 0.77812(15) -0.16023(12) 0.0444(5) Uani 1 1 d . . . . .
F6B F -0.00322(19) 0.92641(14) -0.18306(11) 0.0492(5) Uani 1 1 d . . . . .
F7B F -0.11723(15) 0.83053(14) -0.10979(11) 0.0378(4) Uani 1 1 d . . . . .
O1B O 0.3665(2) 0.5560(2) -0.20880(14) 0.0550(7) Uani 1 1 d . . . . .
O2B O 0.2258(3) 0.66019(17) -0.18309(15) 0.0547(7) Uani 1 1 d . . . . .
O3B O 0.0107(2) 0.56404(15) 0.06542(13) 0.0383(5) Uani 1 1 d . . . . .
O4B O -0.11250(18) 0.70511(17) 0.04267(13) 0.0384(5) Uani 1 1 d . . . . .
O5B O 0.18823(18) 0.84839(15) -0.09055(12) 0.0332(4) Uani 1 1 d . . . . .
O6B O 0.03347(17) 0.88534(14) -0.02110(12) 0.0297(4) Uani 1 1 d . . . . .
N1B N 0.2390(2) 0.47603(17) 0.05455(13) 0.0265(5) Uani 1 1 d . . . . .
N2B N 0.0870(2) 0.71601(16) -0.00628(13) 0.0269(5) Uani 1 1 d . . . . .
C1B C 0.2006(3) 0.3882(2) 0.08685(18) 0.0397(8) Uani 1 1 d . . . . .
H1B H 0.161730 0.362604 0.058128 0.048 Uiso 1 1 calc R U . . .
C2B C 0.2177(3) 0.3363(2) 0.16051(18) 0.0432(8) Uani 1 1 d . . . . .
H2B H 0.189986 0.275001 0.183097 0.052 Uiso 1 1 calc R U . . .
C3B C 0.2749(3) 0.3727(2) 0.20165(16) 0.0331(6) Uani 1 1 d . . . . .
H3B H 0.284334 0.338559 0.253348 0.040 Uiso 1 1 calc R U . . .
C4B C 0.3183(3) 0.4597(2) 0.16676(19) 0.0444(9) Uani 1 1 d . . . . .
H4B H 0.361756 0.484573 0.193909 0.053 Uiso 1 1 calc R U . . .
C5B C 0.2990(3) 0.5109(2) 0.09274(19) 0.0390(7) Uani 1 1 d . . . . .
H5B H 0.328714 0.571186 0.068883 0.047 Uiso 1 1 calc R U . . .
C6B C 0.2161(2) 0.5326(2) -0.02511(15) 0.0290(5) Uani 1 1 d . . . . .
H6BA H 0.215989 0.600702 -0.035022 0.035 Uiso 1 1 calc R U . . .
H6BB H 0.141780 0.519278 -0.038017 0.035 Uiso 1 1 calc R U . . .
C7B C 0.3039(3) 0.5084(2) -0.07197(15) 0.0292(6) Uani 1 1 d . . . . .
H7BA H 0.307011 0.439549 -0.059625 0.035 Uiso 1 1 calc R U . . .
H7BB H 0.377618 0.524972 -0.060789 0.035 Uiso 1 1 calc R U . . .
C8B C 0.0450(3) 0.6654(2) 0.13944(16) 0.0310(6) Uani 1 1 d . . . . .
C9B C -0.0108(3) 0.84063(19) -0.13158(16) 0.0286(6) Uani 1 1 d . . . . .
S1C S 0.26002(8) 0.05533(5) 0.34781(4) 0.03634(17) Uani 1 1 d . . . . .
S2C S 0.50370(6) 0.28282(5) 0.54456(4) 0.02541(13) Uani 1 1 d . . . . .
S3C S 0.41402(6) 0.23028(4) 0.43742(4) 0.02398(13) Uani 1 1 d . . . . .
F1C F 0.2356(2) -0.03521(16) 0.33857(12) 0.0610(7) Uani 1 1 d . . . . .
F2C F 0.34501(19) 0.23219(18) 0.64318(13) 0.0589(6) Uani 1 1 d . . . . .
F3C F 0.4378(2) 0.11693(14) 0.63084(12) 0.0543(6) Uani 1 1 d . . . . .
F4C F 0.51022(19) 0.19319(16) 0.68701(11) 0.0485(5) Uani 1 1 d . . . . .
F5C F 0.47001(17) 0.38413(13) 0.32719(11) 0.0425(4) Uani 1 1 d . . . . .
F6C F 0.50207(18) 0.25558(15) 0.30923(11) 0.0427(5) Uani 1 1 d . . . . .
F7C F 0.60990(15) 0.28873(15) 0.37997(11) 0.0420(5) Uani 1 1 d . . . . .
O1C O 0.3779(2) 0.0634(2) 0.34132(16) 0.0590(8) Uani 1 1 d . . . . .
O2C O 0.1897(3) 0.12990(19) 0.29982(14) 0.0562(7) Uani 1 1 d . . . . .
O3C O 0.5007(2) 0.37169(14) 0.55175(13) 0.0369(5) Uani 1 1 d . . . . .
O4C O 0.61005(18) 0.23928(17) 0.53940(14) 0.0387(5) Uani 1 1 d . . . . .
O5C O 0.46431(17) 0.13603(13) 0.47086(12) 0.0295(4) Uani 1 1 d . . . . .
O6C O 0.30789(17) 0.24214(15) 0.40348(12) 0.0312(4) Uani 1 1 d . . . . .
N1C N 0.2647(2) -0.07947(15) 0.56974(13) 0.0254(4) Uani 1 1 d . . . . .
N2C N 0.4138(2) 0.29183(16) 0.48514(13) 0.0271(5) Uani 1 1 d . . . . .
C1C C 0.1718(3) -0.1204(2) 0.60401(17) 0.0353(7) Uani 1 1 d . . . . .
H1C H 0.119728 -0.139449 0.577751 0.042 Uiso 1 1 calc R U . . .
C2C C 0.1519(3) -0.1346(3) 0.67641(18) 0.0396(7) Uani 1 1 d . . . . .
H2C H 0.085367 -0.161777 0.700030 0.048 Uiso 1 1 calc R U . . .
C3C C 0.2298(3) -0.1090(2) 0.71477(16) 0.0329(6) Uani 1 1 d . . . . .
H3C H 0.218377 -0.119921 0.765396 0.039 Uiso 1 1 calc R U . . .
C4C C 0.3242(3) -0.0673(2) 0.67847(16) 0.0303(6) Uani 1 1 d . . . . .
H4C H 0.378460 -0.049250 0.704010 0.036 Uiso 1 1 calc R U . . .
C5C C 0.3396(2) -0.0521(2) 0.60554(16) 0.0286(5) Uani 1 1 d . . . . .
H5C H 0.403763 -0.021999 0.580189 0.034 Uiso 1 1 calc R U . . .
C6C C 0.2820(3) -0.0640(2) 0.49119(16) 0.0322(6) Uani 1 1 d . . . . .
H6CA H 0.255490 -0.118366 0.482495 0.039 Uiso 1 1 calc R U . . .
H6CB H 0.362592 -0.060173 0.479711 0.039 Uiso 1 1 calc R U . . .
C7C C 0.2204(2) 0.02602(18) 0.44011(14) 0.0235(5) Uani 1 1 d . . . . .
H7CA H 0.236170 0.078404 0.454998 0.028 Uiso 1 1 calc R U . . .
H7CB H 0.139202 0.017633 0.444931 0.028 Uiso 1 1 calc R U . . .
C8C C 0.4453(3) 0.2014(2) 0.63167(16) 0.0295(6) Uani 1 1 d . . . . .
C9C C 0.5054(2) 0.2934(2) 0.35943(17) 0.0295(6) Uani 1 1 d . . . . .
S1D S 0.22160(7) 0.61181(5) 0.33274(4) 0.03355(16) Uani 1 1 d . . . . .
S2D S 0.07600(6) 0.16092(4) 0.54571(4) 0.02430(13) Uani 1 1 d . . . . .
S3D S -0.02185(6) 0.33450(5) 0.45045(4) 0.02659(14) Uani 1 1 d . . . . .
F1D F 0.3208(2) 0.67287(18) 0.32483(13) 0.0615(7) Uani 1 1 d . . . . .
F2D F -0.0862(2) 0.18818(15) 0.62755(13) 0.0547(6) Uani 1 1 d . . . . .
F3D F 0.0106(2) 0.05662(14) 0.67787(12) 0.0589(6) Uani 1 1 d . . . . .
F4D F 0.0784(2) 0.18688(18) 0.66846(12) 0.0613(6) Uani 1 1 d . . . . .
F5D F -0.0555(2) 0.3903(2) 0.30987(12) 0.0640(7) Uani 1 1 d . . . . .
F6D F 0.04106(18) 0.25810(15) 0.35733(12) 0.0452(5) Uani 1 1 d . . . . .
F7D F 0.11545(18) 0.38894(15) 0.33773(12) 0.0492(5) Uani 1 1 d . . . . .
O1D O 0.2576(3) 0.53692(18) 0.31261(14) 0.0515(7) Uani 1 1 d . . . . .
O2D O 0.1317(2) 0.6753(2) 0.29435(14) 0.0538(7) Uani 1 1 d . . . . .
O3D O 0.00370(19) 0.11211(14) 0.51810(13) 0.0344(5) Uani 1 1 d . . . . .
O4D O 0.18851(18) 0.12386(15) 0.56183(13) 0.0356(5) Uani 1 1 d . . . . .
O5D O -0.0161(2) 0.42874(14) 0.44706(14) 0.0406(5) Uani 1 1 d . . . . .
O6D O -0.12822(18) 0.29508(17) 0.46048(13) 0.0389(5) Uani 1 1 d . . . . .
N1D N 0.2616(2) 0.46281(16) 0.55190(13) 0.0264(5) Uani 1 1 d . . . . .
N2D N 0.07445(19) 0.27181(15) 0.50288(13) 0.0254(4) Uani 1 1 d . . . . .
C1D C 0.1831(3) 0.4027(2) 0.58849(17) 0.0329(6) Uani 1 1 d . . . . .
H1D H 0.139051 0.376801 0.562393 0.040 Uiso 1 1 calc R U . . .
C2D C 0.1659(3) 0.3784(2) 0.66247(18) 0.0358(7) Uani 1 1 d . . . . .
H2D H 0.109411 0.336989 0.687513 0.043 Uiso 1 1 calc R U . . .
C3D C 0.2317(3) 0.4148(2) 0.70042(18) 0.0352(6) Uani 1 1 d . . . . .
H3D H 0.222156 0.397808 0.752088 0.042 Uiso 1 1 calc R U . . .
C4D C 0.3107(3) 0.4759(3) 0.66234(19) 0.0480(9) Uani 1 1 d . . . . .
H4D H 0.356316 0.501827 0.687607 0.058 Uiso 1 1 calc R U . . .
C5D C 0.3244(3) 0.4998(3) 0.5878(2) 0.0473(9) Uani 1 1 d . . . . .
H5D H 0.378807 0.542806 0.561579 0.057 Uiso 1 1 calc R U . . .
C6D C 0.2791(3) 0.4890(2) 0.47158(16) 0.0332(6) Uani 1 1 d . . . . .
H6DA H 0.266626 0.434267 0.458784 0.040 Uiso 1 1 calc R U . . .
H6DB H 0.356595 0.507259 0.458244 0.040 Uiso 1 1 calc R U . . .
C7D C 0.1984(3) 0.5709(2) 0.42882(16) 0.0332(6) Uani 1 1 d . . . . .
H7DA H 0.206718 0.623254 0.445255 0.040 Uiso 1 1 calc R U . . .
H7DB H 0.121152 0.550612 0.439771 0.040 Uiso 1 1 calc R U . . .
C8D C 0.0162(3) 0.1473(2) 0.63546(17) 0.0385(7) Uani 1 1 d . . . . .
C9D C 0.0233(3) 0.3437(2) 0.35831(17) 0.0334(6) 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
S1A O1A 1.407(3) . ?
S1A O2A 1.434(3) . ?
S1A F1A 1.509(2) . ?
S1A C7A 1.766(3) . ?
S2A O3A 1.430(2) . ?
S2A O4A 1.432(2) . ?
S2A N2A 1.571(2) . ?
S2A C8A 1.834(3) . ?
S3A O6A 1.421(2) . ?
S3A O5A 1.438(2) . ?
S3A N2A 1.575(2) . ?
S3A C9A 1.832(4) . ?
F2A C8A 1.315(4) . ?
F3A C8A 1.327(4) . ?
F4A C8A 1.317(4) . ?
F5A C9A 1.323(4) . ?
F6A C9A 1.318(3) . ?
F7A C9A 1.330(4) . ?
N1A C5A 1.343(4) . ?
N1A C1A 1.354(4) . ?
N1A C6A 1.477(4) . ?
C1A C2A 1.375(4) . ?
C1A H1A 0.9500 . ?
C2A C3A 1.378(4) . ?
C2A H2A 0.9500 . ?
C3A C4A 1.395(4) . ?
C3A H3A 0.9500 . ?
C4A C5A 1.371(5) . ?
C4A H4A 0.9500 . ?
C5A H5A 0.9500 . ?
C6A C7A 1.517(4) . ?
C6A H6AA 0.9900 . ?
C6A H6AB 0.9900 . ?
C7A H7AA 0.9900 . ?
C7A H7AB 0.9900 . ?
S1B O2B 1.404(3) . ?
S1B O1B 1.410(3) . ?
S1B F1B 1.539(2) . ?
S1B C7B 1.764(3) . ?
S2B O4B 1.420(2) . ?
S2B O3B 1.433(2) . ?
S2B N2B 1.587(2) . ?
S2B C8B 1.824(3) . ?
S3B O6B 1.427(2) . ?
S3B O5B 1.430(2) . ?
S3B N2B 1.575(2) . ?
S3B C9B 1.842(3) . ?
F2B C8B 1.316(4) . ?
F3B C8B 1.321(3) . ?
F4B C8B 1.315(4) . ?
F5B C9B 1.315(3) . ?
F6B C9B 1.321(3) . ?
F7B C9B 1.338(4) . ?
N1B C5B 1.328(4) . ?
N1B C1B 1.356(4) . ?
N1B C6B 1.487(4) . ?
C1B C2B 1.366(4) . ?
C1B H1B 0.9500 . ?
C2B C3B 1.368(4) . ?
C2B H2B 0.9500 . ?
C3B C4B 1.374(4) . ?
C3B H3B 0.9500 . ?
C4B C5B 1.374(5) . ?
C4B H4B 0.9500 . ?
C5B H5B 0.9500 . ?
C6B C7B 1.509(4) . ?
C6B H6BA 0.9900 . ?
C6B H6BB 0.9900 . ?
C7B H7BA 0.9900 . ?
C7B H7BB 0.9900 . ?
S1C O2C 1.414(3) . ?
S1C O1C 1.430(3) . ?
S1C F1C 1.522(2) . ?
S1C C7C 1.751(3) . ?
S2C O4C 1.429(2) . ?
S2C O3C 1.430(2) . ?
S2C N2C 1.571(3) . ?
S2C C8C 1.835(3) . ?
S3C O6C 1.423(2) . ?
S3C O5C 1.440(2) . ?
S3C N2C 1.574(2) . ?
S3C C9C 1.839(3) . ?
F2C C8C 1.317(4) . ?
F3C C8C 1.317(3) . ?
F4C C8C 1.316(3) . ?
F5C C9C 1.337(3) . ?
F6C C9C 1.330(3) . ?
F7C C9C 1.319(3) . ?
N1C C5C 1.339(4) . ?
N1C C1C 1.348(4) . ?
N1C C6C 1.479(4) . ?
C1C C2C 1.370(5) . ?
C1C H1C 0.9500 . ?
C2C C3C 1.383(4) . ?
C2C H2C 0.9500 . ?
C3C C4C 1.379(4) . ?
C3C H3C 0.9500 . ?
C4C C5C 1.369(4) . ?
C4C H4C 0.9500 . ?
C5C H5C 0.9500 . ?
C6C C7C 1.518(4) . ?
C6C H6CA 0.9900 . ?
C6C H6CB 0.9900 . ?
C7C H7CA 0.9900 . ?
C7C H7CB 0.9900 . ?
S1D O1D 1.402(3) . ?
S1D O2D 1.425(3) . ?
S1D F1D 1.532(2) . ?
S1D C7D 1.762(3) . ?
S2D O3D 1.428(2) . ?
S2D O4D 1.430(2) . ?
S2D N2D 1.582(2) . ?
S2D C8D 1.828(3) . ?
S3D O6D 1.426(2) . ?
S3D O5D 1.434(2) . ?
S3D N2D 1.575(2) . ?
S3D C9D 1.832(3) . ?
F2D C8D 1.333(4) . ?
F3D C8D 1.323(4) . ?
F4D C8D 1.319(4) . ?
F5D C9D 1.322(4) . ?
F6D C9D 1.332(4) . ?
F7D C9D 1.314(4) . ?
N1D C5D 1.336(4) . ?
N1D C1D 1.348(4) . ?
N1D C6D 1.481(4) . ?
C1D C2D 1.366(5) . ?
C1D H1D 0.9500 . ?
C2D C3D 1.381(4) . ?
C2D H2D 0.9500 . ?
C3D C4D 1.368(5) . ?
C3D H3D 0.9500 . ?
C4D C5D 1.372(5) . ?
C4D H4D 0.9500 . ?
C5D H5D 0.9500 . ?
C6D C7D 1.518(4) . ?
C6D H6DA 0.9900 . ?
C6D H6DB 0.9900 . ?
C7D H7DA 0.9900 . ?
C7D H7DB 0.9900 . ?

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
O1A S1A O2A 117.49(17) . . ?
O1A S1A F1A 110.21(16) . . ?
O2A S1A F1A 106.61(16) . . ?
O1A S1A C7A 110.62(15) . . ?
O2A S1A C7A 107.59(15) . . ?
F1A S1A C7A 103.32(13) . . ?
O3A S2A O4A 118.58(14) . . ?
O3A S2A N2A 107.74(13) . . ?
O4A S2A N2A 116.21(13) . . ?
O3A S2A C8A 103.88(14) . . ?
O4A S2A C8A 104.51(15) . . ?
N2A S2A C8A 104.07(14) . . ?
O6A S3A O5A 117.93(14) . . ?
O6A S3A N2A 109.22(13) . . ?
O5A S3A N2A 116.30(13) . . ?
O6A S3A C9A 104.67(16) . . ?
O5A S3A C9A 104.38(15) . . ?
N2A S3A C9A 102.22(14) . . ?
C5A N1A C1A 120.7(3) . . ?
C5A N1A C6A 119.1(3) . . ?
C1A N1A C6A 120.2(3) . . ?
S2A N2A S3A 124.74(14) . . ?
N1A C1A C2A 121.0(3) . . ?
N1A C1A H1A 119.5 . . ?
C2A C1A H1A 119.5 . . ?
C1A C2A C3A 119.1(3) . . ?
C1A C2A H2A 120.5 . . ?
C3A C2A H2A 120.5 . . ?
C2A C3A C4A 119.1(3) . . ?
C2A C3A H3A 120.5 . . ?
C4A C3A H3A 120.5 . . ?
C5A C4A C3A 119.9(3) . . ?
C5A C4A H4A 120.1 . . ?
C3A C4A H4A 120.1 . . ?
N1A C5A C4A 120.3(3) . . ?
N1A C5A H5A 119.9 . . ?
C4A C5A H5A 119.9 . . ?
N1A C6A C7A 109.8(2) . . ?
N1A C6A H6AA 109.7 . . ?
C7A C6A H6AA 109.7 . . ?
N1A C6A H6AB 109.7 . . ?
C7A C6A H6AB 109.7 . . ?
H6AA C6A H6AB 108.2 . . ?
C6A C7A S1A 110.8(2) . . ?
C6A C7A H7AA 109.5 . . ?
S1A C7A H7AA 109.5 . . ?
C6A C7A H7AB 109.5 . . ?
S1A C7A H7AB 109.5 . . ?
H7AA C7A H7AB 108.1 . . ?
F2A C8A F4A 109.1(3) . . ?
F2A C8A F3A 108.0(3) . . ?
F4A C8A F3A 108.2(3) . . ?
F2A C8A S2A 109.7(2) . . ?
F4A C8A S2A 110.5(2) . . ?
F3A C8A S2A 111.3(2) . . ?
F6A C9A F5A 108.7(3) . . ?
F6A C9A F7A 108.1(3) . . ?
F5A C9A F7A 107.7(3) . . ?
F6A C9A S3A 109.7(2) . . ?
F5A C9A S3A 111.2(2) . . ?
F7A C9A S3A 111.3(2) . . ?
O2B S1B O1B 120.43(18) . . ?
O2B S1B F1B 107.08(17) . . ?
O1B S1B F1B 105.95(16) . . ?
O2B S1B C7B 112.35(15) . . ?
O1B S1B C7B 109.51(16) . . ?
F1B S1B C7B 99.08(13) . . ?
O4B S2B O3B 118.43(15) . . ?
O4B S2B N2B 116.13(14) . . ?
O3B S2B N2B 107.31(13) . . ?
O4B S2B C8B 105.19(15) . . ?
O3B S2B C8B 103.60(14) . . ?
N2B S2B C8B 104.48(13) . . ?
O6B S3B O5B 118.23(13) . . ?
O6B S3B N2B 116.54(13) . . ?
O5B S3B N2B 108.43(13) . . ?
O6B S3B C9B 104.50(13) . . ?
O5B S3B C9B 102.79(14) . . ?
N2B S3B C9B 104.33(13) . . ?
C5B N1B C1B 120.7(3) . . ?
C5B N1B C6B 119.8(3) . . ?
C1B N1B C6B 119.4(2) . . ?
S3B N2B S2B 125.83(16) . . ?
N1B C1B C2B 120.3(3) . . ?
N1B C1B H1B 119.8 . . ?
C2B C1B H1B 119.8 . . ?
C1B C2B C3B 119.8(3) . . ?
C1B C2B H2B 120.1 . . ?
C3B C2B H2B 120.1 . . ?
C2B C3B C4B 118.7(3) . . ?
C2B C3B H3B 120.6 . . ?
C4B C3B H3B 120.6 . . ?
C5B C4B C3B 120.2(3) . . ?
C5B C4B H4B 119.9 . . ?
C3B C4B H4B 119.9 . . ?
N1B C5B C4B 120.0(3) . . ?
N1B C5B H5B 120.0 . . ?
C4B C5B H5B 120.0 . . ?
N1B C6B C7B 110.0(2) . . ?
N1B C6B H6BA 109.7 . . ?
C7B C6B H6BA 109.7 . . ?
N1B C6B H6BB 109.7 . . ?
C7B C6B H6BB 109.7 . . ?
H6BA C6B H6BB 108.2 . . ?
C6B C7B S1B 111.2(2) . . ?
C6B C7B H7BA 109.4 . . ?
S1B C7B H7BA 109.4 . . ?
C6B C7B H7BB 109.4 . . ?
S1B C7B H7BB 109.4 . . ?
H7BA C7B H7BB 108.0 . . ?
F4B C8B F2B 108.0(3) . . ?
F4B C8B F3B 108.6(3) . . ?
F2B C8B F3B 108.4(3) . . ?
F4B C8B S2B 111.6(2) . . ?
F2B C8B S2B 110.4(2) . . ?
F3B C8B S2B 109.7(2) . . ?
F5B C9B F6B 109.3(3) . . ?
F5B C9B F7B 107.8(2) . . ?
F6B C9B F7B 107.9(3) . . ?
F5B C9B S3B 110.6(2) . . ?
F6B C9B S3B 109.22(19) . . ?
F7B C9B S3B 111.9(2) . . ?
O2C S1C O1C 118.93(19) . . ?
O2C S1C F1C 108.71(17) . . ?
O1C S1C F1C 106.89(17) . . ?
O2C S1C C7C 110.82(15) . . ?
O1C S1C C7C 109.41(15) . . ?
F1C S1C C7C 100.39(13) . . ?
O4C S2C O3C 118.07(14) . . ?
O4C S2C N2C 117.50(13) . . ?
O3C S2C N2C 106.70(13) . . ?
O4C S2C C8C 104.21(15) . . ?
O3C S2C C8C 104.63(14) . . ?
N2C S2C C8C 103.96(13) . . ?
O6C S3C O5C 117.98(12) . . ?
O6C S3C N2C 109.04(13) . . ?
O5C S3C N2C 116.32(13) . . ?
O6C S3C C9C 103.23(14) . . ?
O5C S3C C9C 105.31(13) . . ?
N2C S3C C9C 102.83(13) . . ?
C5C N1C C1C 120.9(2) . . ?
C5C N1C C6C 120.3(3) . . ?
C1C N1C C6C 118.7(2) . . ?
S2C N2C S3C 125.31(15) . . ?
N1C C1C C2C 120.5(3) . . ?
N1C C1C H1C 119.7 . . ?
C2C C1C H1C 119.7 . . ?
C1C C2C C3C 119.3(3) . . ?
C1C C2C H2C 120.4 . . ?
C3C C2C H2C 120.4 . . ?
C4C C3C C2C 119.1(3) . . ?
C4C C3C H3C 120.5 . . ?
C2C C3C H3C 120.5 . . ?
C5C C4C C3C 119.8(3) . . ?
C5C C4C H4C 120.1 . . ?
C3C C4C H4C 120.1 . . ?
N1C C5C C4C 120.3(3) . . ?
N1C C5C H5C 119.8 . . ?
C4C C5C H5C 119.8 . . ?
N1C C6C C7C 111.5(2) . . ?
N1C C6C H6CA 109.3 . . ?
C7C C6C H6CA 109.3 . . ?
N1C C6C H6CB 109.3 . . ?
C7C C6C H6CB 109.3 . . ?
H6CA C6C H6CB 108.0 . . ?
C6C C7C S1C 111.46(19) . . ?
C6C C7C H7CA 109.3 . . ?
S1C C7C H7CA 109.3 . . ?
C6C C7C H7CB 109.3 . . ?
S1C C7C H7CB 109.3 . . ?
H7CA C7C H7CB 108.0 . . ?
F4C C8C F2C 108.9(3) . . ?
F4C C8C F3C 108.2(3) . . ?
F2C C8C F3C 108.2(3) . . ?
F4C C8C S2C 109.7(2) . . ?
F2C C8C S2C 110.9(2) . . ?
F3C C8C S2C 110.9(2) . . ?
F7C C9C F6C 108.1(2) . . ?
F7C C9C F5C 108.8(2) . . ?
F6C C9C F5C 107.9(3) . . ?
F7C C9C S3C 112.3(2) . . ?
F6C C9C S3C 109.3(2) . . ?
F5C C9C S3C 110.2(2) . . ?
O1D S1D O2D 120.29(17) . . ?
O1D S1D F1D 107.74(18) . . ?
O2D S1D F1D 105.89(17) . . ?
O1D S1D C7D 110.64(15) . . ?
O2D S1D C7D 109.79(16) . . ?
F1D S1D C7D 100.50(15) . . ?
O3D S2D O4D 117.63(14) . . ?
O3D S2D N2D 116.26(13) . . ?
O4D S2D N2D 109.54(13) . . ?
O3D S2D C8D 104.05(15) . . ?
O4D S2D C8D 104.52(16) . . ?
N2D S2D C8D 102.82(13) . . ?
O6D S3D O5D 118.27(15) . . ?
O6D S3D N2D 116.60(13) . . ?
O5D S3D N2D 107.65(13) . . ?
O6D S3D C9D 104.86(15) . . ?
O5D S3D C9D 103.75(15) . . ?
N2D S3D C9D 103.84(14) . . ?
C5D N1D C1D 120.2(3) . . ?
C5D N1D C6D 119.2(3) . . ?
C1D N1D C6D 120.6(2) . . ?
S3D N2D S2D 125.23(14) . . ?
N1D C1D C2D 121.1(3) . . ?
N1D C1D H1D 119.5 . . ?
C2D C1D H1D 119.5 . . ?
C1D C2D C3D 119.2(3) . . ?
C1D C2D H2D 120.4 . . ?
C3D C2D H2D 120.4 . . ?
C4D C3D C2D 118.9(3) . . ?
C4D C3D H3D 120.6 . . ?
C2D C3D H3D 120.6 . . ?
C3D C4D C5D 120.3(3) . . ?
C3D C4D H4D 119.9 . . ?
C5D C4D H4D 119.9 . . ?
N1D C5D C4D 120.4(3) . . ?
N1D C5D H5D 119.8 . . ?
C4D C5D H5D 119.8 . . ?
N1D C6D C7D 109.3(2) . . ?
N1D C6D H6DA 109.8 . . ?
C7D C6D H6DA 109.8 . . ?
N1D C6D H6DB 109.8 . . ?
C7D C6D H6DB 109.8 . . ?
H6DA C6D H6DB 108.3 . . ?
C6D C7D S1D 111.8(2) . . ?
C6D C7D H7DA 109.3 . . ?
S1D C7D H7DA 109.3 . . ?
C6D C7D H7DB 109.3 . . ?
S1D C7D H7DB 109.3 . . ?
H7DA C7D H7DB 107.9 . . ?
F4D C8D F3D 109.1(3) . . ?
F4D C8D F2D 108.3(3) . . ?
F3D C8D F2D 108.5(3) . . ?
F4D C8D S2D 110.2(2) . . ?
F3D C8D S2D 109.9(2) . . ?
F2D C8D S2D 110.8(2) . . ?
F7D C9D F5D 108.4(3) . . ?
F7D C9D F6D 108.4(3) . . ?
F5D C9D F6D 108.7(3) . . ?
F7D C9D S3D 111.9(2) . . ?
F5D C9D S3D 109.1(2) . . ?
F6D C9D S3D 110.3(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
O3A S2A N2A S3A -158.02(18) . . . . ?
O4A S2A N2A S3A -22.2(2) . . . . ?
C8A S2A N2A S3A 92.1(2) . . . . ?
O6A S3A N2A S2A -155.39(19) . . . . ?
O5A S3A N2A S2A -18.9(2) . . . . ?
C9A S3A N2A S2A 94.1(2) . . . . ?
C5A N1A C1A C2A 1.4(4) . . . . ?
C6A N1A C1A C2A -179.1(3) . . . . ?
N1A C1A C2A C3A -1.3(4) . . . . ?
C1A C2A C3A C4A 0.9(4) . . . . ?
C2A C3A C4A C5A -0.5(5) . . . . ?
C1A N1A C5A C4A -0.9(5) . . . . ?
C6A N1A C5A C4A 179.5(3) . . . . ?
C3A C4A C5A N1A 0.5(5) . . . . ?
C5A N1A C6A C7A 84.1(3) . . . . ?
C1A N1A C6A C7A -95.5(3) . . . . ?
N1A C6A C7A S1A 166.7(2) . . . . ?
O1A S1A C7A C6A 172.3(2) . . . . ?
O2A S1A C7A C6A -58.1(2) . . . . ?
F1A S1A C7A C6A 54.4(2) . . . . ?
O3A S2A C8A F2A 72.8(3) . . . . ?
O4A S2A C8A F2A -52.2(3) . . . . ?
N2A S2A C8A F2A -174.5(2) . . . . ?
O3A S2A C8A F4A -47.5(3) . . . . ?
O4A S2A C8A F4A -172.4(2) . . . . ?
N2A S2A C8A F4A 65.2(2) . . . . ?
O3A S2A C8A F3A -167.7(2) . . . . ?
O4A S2A C8A F3A 67.3(3) . . . . ?
N2A S2A C8A F3A -55.0(3) . . . . ?
O6A S3A C9A F6A 66.9(3) . . . . ?
O5A S3A C9A F6A -57.7(3) . . . . ?
N2A S3A C9A F6A -179.2(2) . . . . ?
O6A S3A C9A F5A -53.4(3) . . . . ?
O5A S3A C9A F5A -177.9(2) . . . . ?
N2A S3A C9A F5A 60.5(3) . . . . ?
O6A S3A C9A F7A -173.5(2) . . . . ?
O5A S3A C9A F7A 62.0(2) . . . . ?
N2A S3A C9A F7A -59.6(2) . . . . ?
O6B S3B N2B S2B 32.8(2) . . . . ?
O5B S3B N2B S2B 169.21(17) . . . . ?
C9B S3B N2B S2B -81.8(2) . . . . ?
O4B S2B N2B S3B 25.7(2) . . . . ?
O3B S2B N2B S3B 160.75(18) . . . . ?
C8B S2B N2B S3B -89.7(2) . . . . ?
C5B N1B C1B C2B 3.9(5) . . . . ?
C6B N1B C1B C2B -177.9(3) . . . . ?
N1B C1B C2B C3B -0.7(6) . . . . ?
C1B C2B C3B C4B -2.9(6) . . . . ?
C2B C3B C4B C5B 3.5(6) . . . . ?
C1B N1B C5B C4B -3.3(5) . . . . ?
C6B N1B C5B C4B 178.6(3) . . . . ?
C3B C4B C5B N1B -0.5(6) . . . . ?
C5B N1B C6B C7B 92.5(3) . . . . ?
C1B N1B C6B C7B -85.7(3) . . . . ?
N1B C6B C7B S1B 176.8(2) . . . . ?
O2B S1B C7B C6B 34.8(3) . . . . ?
O1B S1B C7B C6B 171.5(2) . . . . ?
F1B S1B C7B C6B -77.9(2) . . . . ?
O4B S2B C8B F4B -172.1(2) . . . . ?
O3B S2B C8B F4B 62.9(3) . . . . ?
N2B S2B C8B F4B -49.3(3) . . . . ?
O4B S2B C8B F2B -51.9(3) . . . . ?
O3B S2B C8B F2B -176.9(2) . . . . ?
N2B S2B C8B F2B 70.8(3) . . . . ?
O4B S2B C8B F3B 67.5(3) . . . . ?
O3B S2B C8B F3B -57.5(3) . . . . ?
N2B S2B C8B F3B -169.7(2) . . . . ?
O6B S3B C9B F5B -170.3(2) . . . . ?
O5B S3B C9B F5B 65.7(2) . . . . ?
N2B S3B C9B F5B -47.5(2) . . . . ?
O6B S3B C9B F6B 69.3(2) . . . . ?
O5B S3B C9B F6B -54.7(2) . . . . ?
N2B S3B C9B F6B -167.8(2) . . . . ?
O6B S3B C9B F7B -50.1(2) . . . . ?
O5B S3B C9B F7B -174.12(19) . . . . ?
N2B S3B C9B F7B 72.8(2) . . . . ?
O4C S2C N2C S3C 21.2(2) . . . . ?
O3C S2C N2C S3C 156.40(18) . . . . ?
C8C S2C N2C S3C -93.3(2) . . . . ?
O6C S3C N2C S2C 166.09(17) . . . . ?
O5C S3C N2C S2C 29.7(2) . . . . ?
C9C S3C N2C S2C -84.8(2) . . . . ?
C5C N1C C1C C2C 0.2(5) . . . . ?
C6C N1C C1C C2C -179.0(3) . . . . ?
N1C C1C C2C C3C -1.8(5) . . . . ?
C1C C2C C3C C4C 1.7(5) . . . . ?
C2C C3C C4C C5C -0.1(5) . . . . ?
C1C N1C C5C C4C 1.6(4) . . . . ?
C6C N1C C5C C4C -179.3(3) . . . . ?
C3C C4C C5C N1C -1.6(4) . . . . ?
C5C N1C C6C C7C -96.1(3) . . . . ?
C1C N1C C6C C7C 83.1(3) . . . . ?
N1C C6C C7C S1C 169.5(2) . . . . ?
O2C S1C C7C C6C 170.5(2) . . . . ?
O1C S1C C7C C6C -56.5(3) . . . . ?
F1C S1C C7C C6C 55.7(2) . . . . ?
O4C S2C C8C F4C 60.7(2) . . . . ?
O3C S2C C8C F4C -63.9(2) . . . . ?
N2C S2C C8C F4C -175.6(2) . . . . ?
O4C S2C C8C F2C -179.0(2) . . . . ?
O3C S2C C8C F2C 56.5(2) . . . . ?
N2C S2C C8C F2C -55.3(2) . . . . ?
O4C S2C C8C F3C -58.7(2) . . . . ?
O3C S2C C8C F3C 176.7(2) . . . . ?
N2C S2C C8C F3C 64.9(2) . . . . ?
O6C S3C C9C F7C -178.8(2) . . . . ?
O5C S3C C9C F7C -54.4(2) . . . . ?
N2C S3C C9C F7C 67.8(2) . . . . ?
O6C S3C C9C F6C -58.7(2) . . . . ?
O5C S3C C9C F6C 65.6(2) . . . . ?
N2C S3C C9C F6C -172.1(2) . . . . ?
O6C S3C C9C F5C 59.7(2) . . . . ?
O5C S3C C9C F5C -175.93(19) . . . . ?
N2C S3C C9C F5C -53.7(2) . . . . ?
O6D S3D N2D S2D 21.1(2) . . . . ?
O5D S3D N2D S2D 156.79(18) . . . . ?
C9D S3D N2D S2D -93.6(2) . . . . ?
O3D S2D N2D S3D 19.8(2) . . . . ?
O4D S2D N2D S3D 156.15(17) . . . . ?
C8D S2D N2D S3D -93.2(2) . . . . ?
C5D N1D C1D C2D 0.1(5) . . . . ?
C6D N1D C1D C2D -179.7(3) . . . . ?
N1D C1D C2D C3D -1.2(5) . . . . ?
C1D C2D C3D C4D 1.4(5) . . . . ?
C2D C3D C4D C5D -0.4(6) . . . . ?
C1D N1D C5D C4D 0.9(6) . . . . ?
C6D N1D C5D C4D -179.3(4) . . . . ?
C3D C4D C5D N1D -0.8(7) . . . . ?
C5D N1D C6D C7D -94.3(4) . . . . ?
C1D N1D C6D C7D 85.5(3) . . . . ?
N1D C6D C7D S1D 175.5(2) . . . . ?
O1D S1D C7D C6D 33.6(3) . . . . ?
O2D S1D C7D C6D 168.7(2) . . . . ?
F1D S1D C7D C6D -80.0(3) . . . . ?
O3D S2D C8D F4D 177.7(2) . . . . ?
O4D S2D C8D F4D 53.8(3) . . . . ?
N2D S2D C8D F4D -60.6(3) . . . . ?
O3D S2D C8D F3D 57.5(3) . . . . ?
O4D S2D C8D F3D -66.4(3) . . . . ?
N2D S2D C8D F3D 179.2(2) . . . . ?
O3D S2D C8D F2D -62.4(2) . . . . ?
O4D S2D C8D F2D 173.6(2) . . . . ?
N2D S2D C8D F2D 59.2(2) . . . . ?
O6D S3D C9D F7D 173.0(2) . . . . ?
O5D S3D C9D F7D 48.3(3) . . . . ?
N2D S3D C9D F7D -64.2(2) . . . . ?
O6D S3D C9D F5D 53.1(3) . . . . ?
O5D S3D C9D F5D -71.6(3) . . . . ?
N2D S3D C9D F5D 175.9(2) . . . . ?
O6D S3D C9D F6D -66.3(2) . . . . ?
O5D S3D C9D F6D 169.0(2) . . . . ?
N2D S3D C9D F6D 56.6(2) . . . . ?

_refine_diff_density_max         0.637
_refine_diff_density_min         -0.490
_refine_diff_density_rms         0.087



####################################################################### 
# 
# 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_siegel10_so3f_mimso2fbeti_0113
_database_code_depnum_ccdc_archive 'CCDC 2032774'
loop_
_audit_author_name
_audit_author_address
'Matthias Zeller '
;Purdue University
United States of America
;
_audit_update_record             
;
2020-09-18 deposited with the CCDC.	2021-01-15 downloaded from the CCDC.
;
_audit_creation_date             2020-08-26
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
# start Validation Reply Form
_PLAT230_ALERT_2_B               
;
PROBLEM: Hirshfeld Test Diff for    S1       --O1       .       10.1 s.u. 
RESPONSE: There is likely some rotational disorder in the functional group. This disorder, however, could not be modeled in a meaningful manner. 
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C6 H10 F N2 O2 S, C4 F10 N1 O4 S2'
_chemical_formula_sum            'C10 H10 F11 N3 O6 S3'
_chemical_formula_weight         573.39
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_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                   9.8011(3)
_cell_length_b                   11.0925(3)
_cell_length_c                   18.3728(6)
_cell_angle_alpha                90
_cell_angle_beta                 97.2610(10)
_cell_angle_gamma                90
_cell_volume                     1981.45(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9890
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      36.33
_cell_measurement_theta_min      2.50
_shelx_estimated_absorpt_T_max   0.821
_shelx_estimated_absorpt_T_min   0.821
_exptl_absorpt_coefficient_mu    0.512
_exptl_absorpt_correction_T_max  0.7471
_exptl_absorpt_correction_T_min  0.6682
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0784 before and 0.0558 after correction.
The Ratio of minimum to maximum transmission is 0.8944.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.922
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1144
_exptl_crystal_size_max          0.312
_exptl_crystal_size_mid          0.208
_exptl_crystal_size_min          0.081
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0324
_diffrn_reflns_av_unetI/netI     0.0191
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            83794
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         36.346
_diffrn_reflns_theta_min         2.149
_diffrn_ambient_temperature      100.0
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  
;
Bruker AXS D8 Quest ECO diffractometer with a Photon II 
charge-integrating pixel array detector (CPAD)
;
_diffrn_detector_area_resol_mean 7.4074
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   '1 kW fine focus sealed tube X-ray source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7876
_reflns_number_total             9618
_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       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       'Apex3 v2018.1-0 (Bruker, 2018)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_refine_diff_density_max         0.638
_refine_diff_density_min         -0.621
_refine_diff_density_rms         0.081
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     581
_refine_ls_number_reflns         9618
_refine_ls_number_restraints     1223
_refine_ls_R_factor_all          0.0633
_refine_ls_R_factor_gt           0.0490
_refine_ls_restrained_S_all      1.129
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0461P)²+1.9361P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1212
_refine_ls_wR_factor_ref         0.1340
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Shared sites
{N4A, N4B}
3. Restrained distances
 N4A-S2A \\sim N4B-S2B \\sim N4C-S2C \\sim N4A-S3A \\sim N4C-S3C
 with sigma of 0.01
4. Uiso/Uaniso restraints and constraints
S2A \\sim S3A \\sim F2A \\sim F3A \\sim F4A \\sim F5A \\sim F6A \\sim F7A \\sim
F8A \\sim F9A \\sim F10A \\sim F11A \\sim O3A \\sim O4A \\sim O5A \\sim O6A
\\sim N4A \\sim C9A \\sim C10A \\sim C11A \\sim C12A \\sim S2B \\sim F2B \\sim
F3B \\sim F4B \\sim F5B \\sim F6B \\sim O3B \\sim O4B \\sim N4B \\sim C9B \\sim
C10B \\sim S2C \\sim S3C \\sim F2C \\sim F3C \\sim F4C \\sim F5C \\sim F6C
\\sim F7C \\sim F8C \\sim F9C \\sim F10C \\sim F11C \\sim O3C \\sim O4C \\sim
O5C \\sim O6C \\sim N4C \\sim C9C \\sim C10C \\sim C11B \\sim C12B: within 2A
with sigma of 0.01 and sigma for terminal atoms of 0.01 within 2A
Uanis(N4A) = Uanis(N4B)
5. Same fragment restrains
{S2A, F2A, F3A, F4A, F5A, F6A, O3A, O4A, N4A, C9A, C10A} sigma for 1-2: 0.02,
1-3: 0.04
as in
{S2B, F2B, F3B, F4B, F5B, F6B, O3B, O4B, N4B, C9B, C10B}
{S2A, F2A, F3A, F4A, F5A, F6A, O3A, O4A, N4A, C9A, C10A} sigma for 1-2: 0.02,
1-3: 0.04
as in
{S2C, F2C, F3C, F4C, F5C, F6C, O3C, O4C, N4C, C9C, C10C}
{S3A, F7A, F8A, F9A, F10A, F11A, O5A, O6A, C11A, C12A} sigma for 1-2: 0.02,
1-3: 0.04
as in
{S3C, F7C, F8C, F9C, F10C, F11C, O5C, O6C, C11B, C12B}
6. Others
 1*[Sof(S2A)+Sof(F2A)+Sof(F3A)+Sof(F4A)+Sof(F5A)+Sof(F6A)+Sof(O3A)+Sof(O4A)+
 Sof(N4A)+Sof(C9A)+Sof(C10A)]+1*[Sof(S2B)+Sof(F2B)+Sof(F3B)+Sof(F4B)+Sof(F5B)+
 Sof(F6B)+Sof(O3B)+Sof(O4B)+Sof(N4B)+Sof(C9B)+Sof(C10B)]+1*[Sof(S3A)+Sof(F7A)+
 Sof(F8A)+Sof(F9A)+Sof(F10A)+Sof(F11A)+Sof(O5A)+Sof(O6A)+Sof(C11A)+Sof(C12A)+
 Sof(S2C)+Sof(F2C)+Sof(F3C)+Sof(F4C)+Sof(F5C)+Sof(F6C)+Sof(O3C)+Sof(O4C)+
 Sof(N4C)+Sof(C9C)+Sof(C10C)+Sof(S3C)+Sof(F7C)+Sof(F8C)+Sof(F9C)+Sof(F10C)+
 Sof(F11C)+Sof(O5C)+Sof(O6C)+Sof(C11B)+Sof(C12B)]=1 with esd of 0
 Sof(S2A)=Sof(F2A)=Sof(F3A)=Sof(F4A)=Sof(F5A)=Sof(F6A)=Sof(O3A)=Sof(O4A)=
 Sof(N4A)=Sof(C9A)=Sof(C10A)=FVAR(1)
 Sof(S2B)=Sof(F2B)=Sof(F3B)=Sof(F4B)=Sof(F5B)=Sof(F6B)=Sof(O3B)=Sof(O4B)=
 Sof(N4B)=Sof(C9B)=Sof(C10B)=FVAR(2)
 Sof(S3A)=Sof(F7A)=Sof(F8A)=Sof(F9A)=Sof(F10A)=Sof(F11A)=Sof(O5A)=Sof(O6A)=
 Sof(C11A)=Sof(C12A)=1-FVAR(3)
 Sof(S2C)=Sof(F2C)=Sof(F3C)=Sof(F4C)=Sof(F5C)=Sof(F6C)=Sof(O3C)=Sof(O4C)=
 Sof(N4C)=Sof(C9C)=Sof(C10C)=Sof(S3C)=Sof(F7C)=Sof(F8C)=Sof(F9C)=Sof(F10C)=
 Sof(F11C)=Sof(O5C)=Sof(O6C)=Sof(C11B)=Sof(C12B)=FVAR(3)
7.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C7(H7A,H7B)
7.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C5(H5)
7.c Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.17843(4) 0.49415(4) 0.90434(2) 0.02738(8) Uani 1 1 d . . . . .
F1 F 0.33304(12) 0.51702(14) 0.91793(8) 0.0476(3) Uani 1 1 d . . . . .
O1 O 0.11439(15) 0.60775(12) 0.88506(8) 0.0382(3) Uani 1 1 d . . . . .
O2 O 0.13855(19) 0.43168(14) 0.96501(8) 0.0447(3) Uani 1 1 d . . . . .
N1 N 0.21922(11) 0.37505(10) 0.70227(7) 0.01962(18) Uani 1 1 d . . . . .
N3 N 0.30954(13) 0.26260(13) 0.62556(8) 0.0268(2) Uani 1 1 d . . . . .
C2 C 0.33488(14) 0.34973(14) 0.67470(9) 0.0249(2) Uani 1 1 d . . . . .
H2 H 0.421282 0.387765 0.687999 0.030 Uiso 1 1 calc R U . . .
C4 C 0.17353(14) 0.22972(14) 0.62173(8) 0.0239(2) Uani 1 1 d . . . . .
H4 H 0.128299 0.169145 0.591056 0.029 Uiso 1 1 calc R U . . .
C5 C 0.11632(13) 0.29999(13) 0.66993(8) 0.0225(2) Uani 1 1 d . . . . .
H5 H 0.023423 0.298104 0.679669 0.027 Uiso 1 1 calc R U . . .
C6 C 0.20764(14) 0.46404(11) 0.75998(8) 0.0216(2) Uani 1 1 d . . . . .
H6A H 0.138299 0.525697 0.742212 0.026 Uiso 1 1 calc R U . . .
H6B H 0.297089 0.504968 0.773223 0.026 Uiso 1 1 calc R U . . .
C7 C 0.16489(15) 0.40020(12) 0.82695(8) 0.0235(2) Uani 1 1 d . . . . .
H7A H 0.223792 0.328374 0.838083 0.028 Uiso 1 1 calc R U . . .
H7B H 0.068607 0.372276 0.815652 0.028 Uiso 1 1 calc R U . . .
C8 C 0.4113(2) 0.2070(3) 0.58449(15) 0.0550(7) Uani 1 1 d . . . . .
H8A H 0.480779 0.266995 0.575642 0.082 Uiso 1 1 calc R U . . .
H8B H 0.365650 0.177058 0.537434 0.082 Uiso 1 1 calc R U . . .
H8C H 0.455760 0.139772 0.612838 0.082 Uiso 1 1 calc R U . . .
S2A S 0.7502(4) 0.5298(3) 0.6954(2) 0.0249(5) Uani 0.591(2) 1 d D U P A 1
F2A F 0.6226(5) 0.4993(4) 0.5617(2) 0.0558(9) Uani 0.591(2) 1 d D U P A 1
F3A F 0.7813(8) 0.3665(5) 0.5966(5) 0.0404(11) Uani 0.591(2) 1 d D U P A 1
F4A F 0.8327(4) 0.6719(2) 0.56164(15) 0.0581(7) Uani 0.591(2) 1 d D U P A 1
F5A F 0.8302(5) 0.5249(4) 0.4868(2) 0.0693(11) Uani 0.591(2) 1 d D U P A 1
F6A F 0.9783(3) 0.5295(3) 0.58207(16) 0.0620(7) Uani 0.591(2) 1 d D U P A 1
O3A O 0.6785(9) 0.6426(6) 0.6911(3) 0.0343(11) Uani 0.591(2) 1 d D U P A 1
O4A O 0.8923(7) 0.5264(10) 0.7234(5) 0.0303(12) Uani 0.591(2) 1 d D U P A 1
N4A N 0.6556(2) 0.42935(17) 0.72296(16) 0.0291(4) Uani 0.591(2) 1 d D U P A 1
C9A C 0.7490(6) 0.4850(5) 0.5985(3) 0.0361(9) Uani 0.591(2) 1 d D U P A 1
C10A C 0.8517(6) 0.5540(3) 0.5571(2) 0.0481(8) Uani 0.591(2) 1 d D U P A 1
S3A S 0.70571(10) 0.30703(11) 0.76129(6) 0.02157(14) Uani 0.8766(17) 1 d D U P
A 1
F7A F 0.7305(2) 0.44231(15) 0.87819(11) 0.0449(4) Uani 0.8766(17) 1 d D U P A 1
F8A F 0.5303(3) 0.3617(3) 0.85018(15) 0.0455(6) Uani 0.8766(17) 1 d D U P A 1
F9A F 0.6537(3) 0.2663(2) 0.97279(11) 0.0689(6) Uani 0.8766(17) 1 d D U P A 1
F10A F 0.6586(3) 0.13589(16) 0.88667(12) 0.0658(5) Uani 0.8766(17) 1 d D U P A
1
F11A F 0.8382(3) 0.2359(3) 0.92860(12) 0.0631(6) Uani 0.8766(17) 1 d D U P A 1
O5A O 0.8498(3) 0.2824(4) 0.7709(2) 0.0288(5) Uani 0.8766(17) 1 d D U P A 1
O6A O 0.6127(2) 0.2136(2) 0.73446(13) 0.0307(4) Uani 0.8766(17) 1 d D U P A 1
C11A C 0.66563(18) 0.34087(15) 0.85440(11) 0.0276(3) Uani 0.8766(17) 1 d D U P
A 1
C12A C 0.7049(3) 0.2416(2) 0.91160(13) 0.0405(4) Uani 0.8766(17) 1 d D U P A 1
S2B S 0.7558(8) 0.5318(8) 0.7028(5) 0.0259(10) Uani 0.285(2) 1 d D U P B 2
F2B F 0.5969(8) 0.4730(7) 0.5798(4) 0.0380(12) Uani 0.285(2) 1 d D U P B 2
F3B F 0.8006(15) 0.3836(10) 0.5975(10) 0.0359(17) Uani 0.285(2) 1 d D U P B 2
F4B F 0.7162(9) 0.6817(4) 0.5531(3) 0.0592(13) Uani 0.285(2) 1 d D U P B 2
F5B F 0.7702(9) 0.5368(9) 0.4851(4) 0.0501(16) Uani 0.285(2) 1 d D U P B 2
F6B F 0.9148(8) 0.6035(8) 0.5795(4) 0.0685(14) Uani 0.285(2) 1 d D U P B 2
O3B O 0.6883(17) 0.6450(12) 0.7071(8) 0.0257(17) Uani 0.285(2) 1 d D U P B 2
O4B O 0.8956(13) 0.520(2) 0.7327(11) 0.0266(18) Uani 0.285(2) 1 d D U P B 2
N4B N 0.6556(2) 0.42935(17) 0.72296(16) 0.0291(4) Uani 0.285(2) 1 d D U P B 2
C9B C 0.7324(12) 0.4873(11) 0.6046(6) 0.0322(13) Uani 0.285(2) 1 d D U P B 2
C10B C 0.7868(11) 0.5798(7) 0.5535(4) 0.0488(12) Uani 0.285(2) 1 d D U P B 2
S2C S 0.7527(13) 0.5233(10) 0.7084(7) 0.0258(13) Uani 0.1234(17) 1 d D U P A 3
F2C F 0.8462(13) 0.4190(9) 0.5983(7) 0.0380(17) Uani 0.1234(17) 1 d D U P A 3
F3C F 0.9006(14) 0.6088(12) 0.6098(7) 0.0500(18) Uani 0.1234(17) 1 d D U P A 3
F4C F 0.5700(14) 0.4898(16) 0.5630(9) 0.041(2) Uani 0.1234(17) 1 d D U P A 3
F5C F 0.6371(16) 0.6723(9) 0.5612(7) 0.050(2) Uani 0.1234(17) 1 d D U P A 3
F6C F 0.7097(17) 0.5449(14) 0.4881(7) 0.052(2) Uani 0.1234(17) 1 d D U P A 3
O3C O 0.8895(17) 0.525(2) 0.7512(8) 0.027(2) Uani 0.1234(17) 1 d D U P A 3
O4C O 0.675(2) 0.6300(15) 0.7145(14) 0.028(2) Uani 0.1234(17) 1 d D U P A 3
N4C N 0.6703(16) 0.4062(11) 0.7227(11) 0.030(2) Uani 0.1234(17) 1 d D U P A 3
C9C C 0.7969(13) 0.5274(11) 0.6134(6) 0.0369(14) Uani 0.1234(17) 1 d D U P A 3
C10C C 0.6760(15) 0.5596(12) 0.5547(7) 0.0427(15) Uani 0.1234(17) 1 d D U P A 3
S3C S 0.7290(8) 0.2952(8) 0.7712(5) 0.0278(12) Uani 0.1234(17) 1 d D U P A 3
F7C F 0.7892(13) 0.4253(10) 0.8867(8) 0.041(2) Uani 0.1234(17) 1 d D U P A 3
F8C F 0.836(2) 0.2225(19) 0.9039(9) 0.059(3) Uani 0.1234(17) 1 d D U P A 3
F9C F 0.5900(16) 0.1745(11) 0.9066(7) 0.057(2) Uani 0.1234(17) 1 d D U P A 3
F10C F 0.6345(18) 0.3273(15) 0.9743(7) 0.060(3) Uani 0.1234(17) 1 d D U P A 3
F11C F 0.5179(19) 0.349(2) 0.8649(11) 0.041(3) Uani 0.1234(17) 1 d D U P A 3
O5C O 0.8658(17) 0.270(3) 0.7614(15) 0.024(2) Uani 0.1234(17) 1 d D U P A 3
O6C O 0.6286(16) 0.1999(14) 0.7550(8) 0.027(2) Uani 0.1234(17) 1 d D U P A 3
C11B C 0.7462(15) 0.3104(13) 0.8733(7) 0.0470(19) Uani 0.1234(17) 1 d D U P A 3
C12B C 0.6130(16) 0.2922(14) 0.9063(8) 0.0543(19) Uani 0.1234(17) 1 d D U P A 3


_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 F1 1.5256(13) . ?
S1 O1 1.4321(13) . ?
S1 O2 1.4092(15) . ?
S1 C7 1.7543(15) . ?
N1 C2 1.3288(18) . ?
N1 C5 1.3828(17) . ?
N1 C6 1.4635(18) . ?
N3 C2 1.324(2) . ?
N3 C4 1.3752(18) . ?
N3 C8 1.461(2) . ?
C2 H2 0.9500 . ?
C4 H4 0.9500 . ?
C4 C5 1.353(2) . ?
C5 H5 0.9500 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.524(2) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
S2A O3A 1.433(6) . ?
S2A O4A 1.422(6) . ?
S2A N4A 1.574(3) . ?
S2A C9A 1.848(6) . ?
F2A C9A 1.343(6) . ?
F3A C9A 1.353(6) . ?
F4A C10A 1.325(4) . ?
F5A C10A 1.321(5) . ?
F6A C10A 1.296(6) . ?
N4A S3A 1.578(2) . ?
C9A C10A 1.540(7) . ?
S3A O5A 1.428(3) . ?
S3A O6A 1.427(2) . ?
S3A C11A 1.842(2) . ?
F7A C11A 1.339(2) . ?
F8A C11A 1.339(3) . ?
F9A C12A 1.316(3) . ?
F10A C12A 1.318(3) . ?
F11A C12A 1.307(4) . ?
C11A C12A 1.537(3) . ?
S2B O3B 1.426(11) . ?
S2B O4B 1.417(11) . ?
S2B N4B 1.577(5) . ?
S2B C9B 1.856(11) . ?
F2B C9B 1.358(11) . ?
F3B C9B 1.345(12) . ?
F4B C10B 1.326(11) . ?
F5B C10B 1.334(10) . ?
F6B C10B 1.311(11) . ?
C9B C10B 1.531(11) . ?
S2C O3C 1.466(14) . ?
S2C O4C 1.421(15) . ?
S2C N4C 1.570(7) . ?
S2C C9C 1.851(12) . ?
F2C C9C 1.338(13) . ?
F3C C9C 1.367(13) . ?
F4C C10C 1.320(15) . ?
F5C C10C 1.317(13) . ?
F6C C10C 1.317(14) . ?
N4C S3C 1.585(8) . ?
C9C C10C 1.540(13) . ?
S3C O5C 1.403(14) . ?
S3C O6C 1.449(13) . ?
S3C C11B 1.869(14) . ?
F7C C11B 1.355(14) . ?
F8C C11B 1.384(16) . ?
F9C C12B 1.325(15) . ?
F10C C12B 1.300(16) . ?
F11C C12B 1.293(17) . ?
C11B C12B 1.522(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
F1 S1 C7 101.72(7) . . ?
O1 S1 F1 106.82(9) . . ?
O1 S1 C7 109.65(8) . . ?
O2 S1 F1 108.75(10) . . ?
O2 S1 O1 118.14(10) . . ?
O2 S1 C7 110.42(8) . . ?
C2 N1 C5 108.66(12) . . ?
C2 N1 C6 124.53(12) . . ?
C5 N1 C6 126.74(11) . . ?
C2 N3 C4 109.00(12) . . ?
C2 N3 C8 125.34(14) . . ?
C4 N3 C8 125.61(14) . . ?
N1 C2 H2 125.7 . . ?
N3 C2 N1 108.58(12) . . ?
N3 C2 H2 125.7 . . ?
N3 C4 H4 126.5 . . ?
C5 C4 N3 107.03(12) . . ?
C5 C4 H4 126.5 . . ?
N1 C5 H5 126.6 . . ?
C4 C5 N1 106.73(11) . . ?
C4 C5 H5 126.6 . . ?
N1 C6 H6A 109.9 . . ?
N1 C6 H6B 109.9 . . ?
N1 C6 C7 109.03(11) . . ?
H6A C6 H6B 108.3 . . ?
C7 C6 H6A 109.9 . . ?
C7 C6 H6B 109.9 . . ?
S1 C7 H7A 109.2 . . ?
S1 C7 H7B 109.2 . . ?
C6 C7 S1 112.22(10) . . ?
C6 C7 H7A 109.2 . . ?
C6 C7 H7B 109.2 . . ?
H7A C7 H7B 107.9 . . ?
N3 C8 H8A 109.5 . . ?
N3 C8 H8B 109.5 . . ?
N3 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O3A S2A N4A 109.3(4) . . ?
O3A S2A C9A 103.8(4) . . ?
O4A S2A O3A 119.6(6) . . ?
O4A S2A N4A 117.0(5) . . ?
O4A S2A C9A 103.2(5) . . ?
N4A S2A C9A 100.8(3) . . ?
S2A N4A S3A 126.1(2) . . ?
F2A C9A S2A 110.3(4) . . ?
F2A C9A F3A 107.8(6) . . ?
F2A C9A C10A 108.2(4) . . ?
F3A C9A S2A 108.2(5) . . ?
F3A C9A C10A 107.5(5) . . ?
C10A C9A S2A 114.7(4) . . ?
F4A C10A C9A 110.7(4) . . ?
F5A C10A F4A 107.2(4) . . ?
F5A C10A C9A 109.1(4) . . ?
F6A C10A F4A 108.7(4) . . ?
F6A C10A F5A 108.8(4) . . ?
F6A C10A C9A 112.2(3) . . ?
N4A S3A C11A 98.53(14) . . ?
O5A S3A N4A 117.8(2) . . ?
O5A S3A C11A 104.37(17) . . ?
O6A S3A N4A 108.74(13) . . ?
O6A S3A O5A 118.88(19) . . ?
O6A S3A C11A 105.48(13) . . ?
F7A C11A S3A 109.04(15) . . ?
F7A C11A F8A 107.5(2) . . ?
F7A C11A C12A 108.15(18) . . ?
F8A C11A S3A 107.91(17) . . ?
F8A C11A C12A 108.89(19) . . ?
C12A C11A S3A 115.14(13) . . ?
F9A C12A F10A 109.3(2) . . ?
F9A C12A C11A 110.2(2) . . ?
F10A C12A C11A 110.8(2) . . ?
F11A C12A F9A 106.5(2) . . ?
F11A C12A F10A 109.2(2) . . ?
F11A C12A C11A 110.8(2) . . ?
O3B S2B N4B 108.3(9) . . ?
O3B S2B C9B 106.7(8) . . ?
O4B S2B O3B 119.5(11) . . ?
O4B S2B N4B 116.2(11) . . ?
O4B S2B C9B 110.3(10) . . ?
N4B S2B C9B 91.9(5) . . ?
F2B C9B S2B 110.7(7) . . ?
F2B C9B C10B 105.9(8) . . ?
F3B C9B S2B 108.7(10) . . ?
F3B C9B F2B 110.1(11) . . ?
F3B C9B C10B 107.3(10) . . ?
C10B C9B S2B 114.1(7) . . ?
F4B C10B F5B 107.3(8) . . ?
F4B C10B C9B 110.7(8) . . ?
F5B C10B C9B 109.1(8) . . ?
F6B C10B F4B 107.8(8) . . ?
F6B C10B F5B 114.3(9) . . ?
F6B C10B C9B 107.6(8) . . ?
O3C S2C N4C 111.9(11) . . ?
O3C S2C C9C 101.4(8) . . ?
O4C S2C O3C 114.5(14) . . ?
O4C S2C N4C 112.5(11) . . ?
O4C S2C C9C 104.3(11) . . ?
N4C S2C C9C 111.4(11) . . ?
S2C N4C S3C 125.4(11) . . ?
F2C C9C S2C 107.9(9) . . ?
F2C C9C F3C 107.1(11) . . ?
F2C C9C C10C 109.2(10) . . ?
F3C C9C S2C 109.0(9) . . ?
F3C C9C C10C 108.9(11) . . ?
C10C C9C S2C 114.5(9) . . ?
F4C C10C C9C 109.3(11) . . ?
F5C C10C F4C 107.7(14) . . ?
F5C C10C C9C 111.3(11) . . ?
F6C C10C F4C 109.2(14) . . ?
F6C C10C F5C 108.1(12) . . ?
F6C C10C C9C 111.2(12) . . ?
N4C S3C C11B 118.4(11) . . ?
O5C S3C N4C 111.5(16) . . ?
O5C S3C O6C 117.7(14) . . ?
O5C S3C C11B 100.3(12) . . ?
O6C S3C N4C 105.3(9) . . ?
O6C S3C C11B 104.1(9) . . ?
F7C C11B S3C 104.7(10) . . ?
F7C C11B F8C 114.9(15) . . ?
F7C C11B C12B 108.3(11) . . ?
F8C C11B S3C 108.5(10) . . ?
F8C C11B C12B 106.1(14) . . ?
C12B C11B S3C 114.5(10) . . ?
F9C C12B C11B 106.7(13) . . ?
F10C C12B F9C 107.4(14) . . ?
F10C C12B C11B 107.5(13) . . ?
F11C C12B F9C 112.0(17) . . ?
F11C C12B F10C 115.9(17) . . ?
F11C C12B C11B 106.9(13) . . ?

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
F1 S1 C7 C6 -64.46(12) . . . . ?
O1 S1 C7 C6 48.36(13) . . . . ?
O2 S1 C7 C6 -179.77(12) . . . . ?
N1 C6 C7 S1 169.22(9) . . . . ?
N3 C4 C5 N1 0.16(17) . . . . ?
C2 N1 C5 C4 -0.52(17) . . . . ?
C2 N1 C6 C7 -117.51(15) . . . . ?
C2 N3 C4 C5 0.26(19) . . . . ?
C4 N3 C2 N1 -0.59(19) . . . . ?
C5 N1 C2 N3 0.68(18) . . . . ?
C5 N1 C6 C7 59.19(17) . . . . ?
C6 N1 C2 N3 177.89(13) . . . . ?
C6 N1 C5 C4 -177.65(13) . . . . ?
C8 N3 C2 N1 -178.2(2) . . . . ?
C8 N3 C4 C5 177.8(2) . . . . ?
S2A N4A S3A O5A -1.5(4) . . . . ?
S2A N4A S3A O6A -140.6(3) . . . . ?
S2A N4A S3A C11A 109.8(3) . . . . ?
S2A C9A C10A F4A -54.8(5) . . . . ?
S2A C9A C10A F5A -172.6(4) . . . . ?
S2A C9A C10A F6A 66.7(5) . . . . ?
F2A C9A C10A F4A 68.7(6) . . . . ?
F2A C9A C10A F5A -49.1(6) . . . . ?
F2A C9A C10A F6A -169.7(4) . . . . ?
F3A C9A C10A F4A -175.1(5) . . . . ?
F3A C9A C10A F5A 67.1(6) . . . . ?
F3A C9A C10A F6A -53.6(6) . . . . ?
O3A S2A N4A S3A -157.3(3) . . . . ?
O3A S2A C9A F2A -46.4(6) . . . . ?
O3A S2A C9A F3A -164.1(6) . . . . ?
O3A S2A C9A C10A 76.0(6) . . . . ?
O4A S2A N4A S3A -17.2(6) . . . . ?
O4A S2A C9A F2A -171.9(6) . . . . ?
O4A S2A C9A F3A 70.4(7) . . . . ?
O4A S2A C9A C10A -49.5(6) . . . . ?
N4A S2A C9A F2A 66.8(4) . . . . ?
N4A S2A C9A F3A -50.9(5) . . . . ?
N4A S2A C9A C10A -170.8(4) . . . . ?
N4A S3A C11A F7A -56.41(17) . . . . ?
N4A S3A C11A F8A 60.0(2) . . . . ?
N4A S3A C11A C12A -178.14(17) . . . . ?
C9A S2A N4A S3A 93.8(3) . . . . ?
S3A C11A C12A F9A -170.5(2) . . . . ?
S3A C11A C12A F10A -49.5(2) . . . . ?
S3A C11A C12A F11A 71.9(2) . . . . ?
F7A C11A C12A F9A 67.3(3) . . . . ?
F7A C11A C12A F10A -171.7(2) . . . . ?
F7A C11A C12A F11A -50.3(3) . . . . ?
F8A C11A C12A F9A -49.2(3) . . . . ?
F8A C11A C12A F10A 71.9(3) . . . . ?
F8A C11A C12A F11A -166.8(3) . . . . ?
O5A S3A C11A F7A 65.3(2) . . . . ?
O5A S3A C11A F8A -178.3(2) . . . . ?
O5A S3A C11A C12A -56.4(2) . . . . ?
O6A S3A C11A F7A -168.66(16) . . . . ?
O6A S3A C11A F8A -52.2(2) . . . . ?
O6A S3A C11A C12A 69.60(18) . . . . ?
S2B C9B C10B F4B -64.7(10) . . . . ?
S2B C9B C10B F5B 177.4(8) . . . . ?
S2B C9B C10B F6B 52.8(11) . . . . ?
F2B C9B C10B F4B 57.3(10) . . . . ?
F2B C9B C10B F5B -60.6(11) . . . . ?
F2B C9B C10B F6B 174.8(9) . . . . ?
F3B C9B C10B F4B 174.9(10) . . . . ?
F3B C9B C10B F5B 57.0(13) . . . . ?
F3B C9B C10B F6B -67.6(12) . . . . ?
O3B S2B C9B F2B -62.0(11) . . . . ?
O3B S2B C9B F3B 176.9(11) . . . . ?
O3B S2B C9B C10B 57.3(12) . . . . ?
O4B S2B C9B F2B 166.7(12) . . . . ?
O4B S2B C9B F3B 45.6(14) . . . . ?
O4B S2B C9B C10B -74.0(14) . . . . ?
N4B S2B C9B F2B 47.8(9) . . . . ?
N4B S2B C9B F3B -73.3(10) . . . . ?
N4B S2B C9B C10B 167.1(8) . . . . ?
S2C N4C S3C O5C -39(2) . . . . ?
S2C N4C S3C O6C -167.5(16) . . . . ?
S2C N4C S3C C11B 76.8(18) . . . . ?
S2C C9C C10C F4C -50.9(15) . . . . ?
S2C C9C C10C F5C 68.0(14) . . . . ?
S2C C9C C10C F6C -171.5(11) . . . . ?
F2C C9C C10C F4C 70.2(15) . . . . ?
F2C C9C C10C F5C -170.9(12) . . . . ?
F2C C9C C10C F6C -50.4(15) . . . . ?
F3C C9C C10C F4C -173.1(13) . . . . ?
F3C C9C C10C F5C -54.3(15) . . . . ?
F3C C9C C10C F6C 66.3(15) . . . . ?
O3C S2C N4C S3C -5(2) . . . . ?
O3C S2C C9C F2C 73.1(13) . . . . ?
O3C S2C C9C F3C -42.8(14) . . . . ?
O3C S2C C9C C10C -165.0(12) . . . . ?
O4C S2C N4C S3C -136.0(18) . . . . ?
O4C S2C C9C F2C -167.7(14) . . . . ?
O4C S2C C9C F3C 76.4(15) . . . . ?
O4C S2C C9C C10C -45.8(15) . . . . ?
N4C S2C C9C F2C -46.1(13) . . . . ?
N4C S2C C9C F3C -162.1(11) . . . . ?
N4C S2C C9C C10C 75.7(12) . . . . ?
N4C S3C C11B F7C -38.5(14) . . . . ?
N4C S3C C11B F8C -161.6(14) . . . . ?
N4C S3C C11B C12B 80.0(13) . . . . ?
C9C S2C N4C S3C 107.3(17) . . . . ?
S3C C11B C12B F9C 76.9(14) . . . . ?
S3C C11B C12B F10C -168.2(12) . . . . ?
S3C C11B C12B F11C -43.1(18) . . . . ?
F7C C11B C12B F9C -166.7(13) . . . . ?
F7C C11B C12B F10C -51.8(17) . . . . ?
F7C C11B C12B F11C 73.2(18) . . . . ?
F8C C11B C12B F9C -42.8(17) . . . . ?
F8C C11B C12B F10C 72.1(17) . . . . ?
F8C C11B C12B F11C -162.8(17) . . . . ?
O5C S3C C11B F7C 83.0(16) . . . . ?
O5C S3C C11B F8C -40.2(19) . . . . ?
O5C S3C C11B C12B -158.5(16) . . . . ?
O6C S3C C11B F7C -154.8(11) . . . . ?
O6C S3C C11B F8C 82.0(15) . . . . ?
O6C S3C C11B C12B -36.4(13) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
