#------------------------------------------------------------------------------
#$Date: 2025-08-21 23:24:23 +0100 (Thu, 21 Aug 2025) $
#$Revision: 301857 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/26/7112614.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7112614
loop_
_publ_author_name
'Alicea A. Leitch'
'Ilia Korobkov'
'Abdeljalil Assoud'
'Jaclyn L. Brusso'
_publ_section_title
;
 Non-innocent pyridyl nitrogens: unprecedented interconversion of
 N-bridgehead-thiadiazolium salts and thiatriazine in the generation of
 thiatriazinyl
;
_journal_name_full               Chem.Commun.
_journal_page_first              4934
_journal_paper_doi               10.1039/C4CC01433B
_journal_volume                  50
_journal_year                    2014
_chemical_formula_sum            'C14 H9 F6 N5 O6 S4'
_chemical_formula_weight         585.50
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                88.7192(17)
_cell_angle_beta                 78.5886(16)
_cell_angle_gamma                83.6975(17)
_cell_formula_units_Z            2
_cell_length_a                   8.4770(3)
_cell_length_b                   10.1380(3)
_cell_length_c                   12.6490(4)
_cell_measurement_reflns_used    452
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      30
_cell_measurement_theta_min      1.5
_cell_volume                     1059.12(6)
_computing_cell_refinement       'Bruker APEX II'
_computing_data_collection       'Bruker Kappa APEX II'
_computing_data_reduction        'Bruker APEX II'
_computing_molecular_graphics    Mercury
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'Direct Method'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker Kappa APEX II'
_diffrn_measurement_method       'Omega and phi scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0188
_diffrn_reflns_av_sigmaI/netI    0.0182
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            16882
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         1.64
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  90
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.547
_exptl_absorpt_correction_T_max  0.9679
_exptl_absorpt_correction_T_min  0.9032
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.836
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             588
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.06
_refine_diff_density_max         1.232
_refine_diff_density_min         -0.663
_refine_diff_density_rms         0.079
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.224
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     317
_refine_ls_number_reflns         4339
_refine_ls_number_restraints     91
_refine_ls_restrained_S_all      1.212
_refine_ls_R_factor_all          0.0661
_refine_ls_R_factor_gt           0.0548
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0166P)^2^+2.2024P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1116
_refine_ls_wR_factor_ref         0.1195
_reflns_number_gt                3639
_reflns_number_total             4339
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4cc01433b2.cif
_cod_data_source_block           double5_0m
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7112614
#BEGIN Tags that were not found in dictionaries:
_shelxl_version_number           2013-4
_shelx_res_file
;
TITL Double5_0m in P-1
CELL 0.71073   8.47700  10.13800  12.64900  88.7192  78.5886  83.6975
ZERR    2.00   0.00030   0.00030   0.00040   0.0017   0.0016   0.0017
LATT  1
SFAC C H N S F O
UNIT 28 18 10 8 12 12
TEMP 23.000
SIZE 0.06 0.09 0.19
SHEL 999 0.800
OMIT -3 56
L.S. 10
BOND
LIST 6
FMAP 2
PLAN 5
TWIN
DELU
ACTA
WGHT    0.016620    2.202400
BASF   0.36154
FVAR       0.50796
S1    4    0.007544    0.402392    0.619276    11.00000    0.05984    0.03153 =
         0.02744   -0.00152    0.00287    0.00291
S2    4    0.334181    0.454474    0.178078    11.00000    0.04821    0.02860 =
         0.02970   -0.00042   -0.00121   -0.00765
C1    1    0.151341    0.243190    0.481896    11.00000    0.03937    0.02734 =
         0.02583    0.00063   -0.00432   -0.00141
N1    3    0.085463    0.365096    0.494014    11.00000    0.04996    0.02948 =
         0.02638   -0.00134   -0.00078    0.00372
N2    3    0.222240    0.188150    0.383029    11.00000    0.05696    0.02282 =
         0.02595   -0.00128   -0.00260    0.00290
AFIX  43
H2A   2    0.239129    0.103126    0.377784    11.00000   -1.20000
AFIX   0
C2    1    0.267462    0.263516    0.291848    11.00000    0.03523    0.02873 =
         0.02538   -0.00155   -0.00446    0.00184
N3    3    0.292215    0.387187    0.296397    11.00000    0.04493    0.03031 =
         0.02615   -0.00244   -0.00295   -0.00186
C3    1    0.141964    0.167709    0.580740    11.00000    0.04045    0.03095 =
         0.02615    0.00036   -0.00657   -0.00449
C4    1    0.197006    0.038379    0.601580    11.00000    0.06595    0.03255 =
         0.03940    0.00287   -0.01017    0.00312
AFIX  43
H4B   2    0.251046   -0.017849    0.545829    11.00000   -1.20000
AFIX   0
C5    1    0.170146   -0.005461    0.706623    11.00000    0.07425    0.04005 =
         0.04792    0.01619   -0.01686   -0.00279
AFIX  43
H5B   2    0.207740   -0.091890    0.722356    11.00000   -1.20000
AFIX   0
 
C6    1    0.087757    0.077877    0.788956    11.00000    0.05522    0.05588 =
         0.03106    0.01448   -0.01234   -0.01428
AFIX  43
H6B   2    0.068696    0.046547    0.859507    11.00000   -1.20000
AFIX   0
C7    1    0.034563    0.204538    0.767973    11.00000    0.05035    0.05012 =
         0.02530    0.00404   -0.00446   -0.01197
AFIX  43
H7A   2   -0.020745    0.261046    0.823174    11.00000   -1.20000
AFIX   0
N4    3    0.064269    0.247110    0.663634    11.00000    0.04345    0.03184 =
         0.02585    0.00099   -0.00414   -0.00538
C8    1    0.286981    0.210763    0.184302    11.00000    0.02927    0.02777 =
         0.02586   -0.00046   -0.00507    0.00049
C9    1    0.271618    0.086487    0.147560    11.00000    0.04661    0.02801 =
         0.03663   -0.00082   -0.00812   -0.00337
AFIX  43
H9A   2    0.243531    0.018352    0.195725    11.00000   -1.20000
AFIX   0
C10   1    0.298802    0.065852    0.038169    11.00000    0.05648    0.03795 =
         0.04328   -0.01339   -0.01324   -0.00436
AFIX  43
H10A  2    0.287981   -0.016770    0.011570    11.00000   -1.20000
AFIX   0
C11   1    0.342456    0.168272   -0.032825    11.00000    0.05238    0.05613 =
         0.02619   -0.00929   -0.00864   -0.00583
AFIX  43
H11A  2    0.363106    0.153021   -0.106760    11.00000   -1.20000
AFIX   0
C12   1    0.355249    0.290168    0.004577    11.00000    0.04445    0.04493 =
         0.02351    0.00228   -0.00429   -0.00551
AFIX  43
H12A  2    0.383672    0.358969   -0.042809    11.00000   -1.20000
AFIX   0
N5    3    0.325566    0.309294    0.112828    11.00000    0.03341    0.02902 =
         0.02569   -0.00100   -0.00305   -0.00257
S3    4    0.773783    0.295408    0.075155    11.00000    0.04670    0.03747 =
         0.03247   -0.00201   -0.00861   -0.00253
O1    6    0.919499    0.222662    0.021525    11.00000    0.07430    0.11664 =
         0.07869   -0.04770    0.00114    0.02270
O2    6    0.663940    0.215889    0.140222    11.00000    0.06585    0.05099 =
         0.07330    0.02759   -0.03018   -0.02256
O3    6    0.697466    0.392997    0.012948    11.00000    0.08807    0.06042 =
         0.05192    0.02502   -0.03295   -0.02010
C13   1    0.839779    0.394084    0.172296    11.00000    0.05479    0.04641 =
         0.05827   -0.00699   -0.02200   -0.00386
F1    5    0.944357    0.473986    0.125760    11.00000    0.16151    0.11568 =
         0.14064    0.03327   -0.06816   -0.09881
F2    5    0.721902    0.466962    0.229444    11.00000    0.10213    0.15236 =
         0.14091   -0.11232   -0.05658    0.05232
F3    5    0.916034    0.321573    0.237639    11.00000    0.09665    0.08719 =
         0.08430    0.00030   -0.06073   -0.00463
S4    4    0.382830    0.802228    0.331452    11.00000    0.07478    0.04178 =
         0.03865    0.00181   -0.01423   -0.01796
O4    6    0.521476    0.863955    0.296226    11.00000    0.17536    0.29789 =
         0.08496    0.06287   -0.05323   -0.17907
O5    6    0.245635    0.892709    0.376848    11.00000    0.17370    0.06696 =
         0.07268   -0.02531   -0.05536    0.05313
O6    6    0.341715    0.714941    0.258889    11.00000    0.09674    0.06701 =
         0.05548   -0.01467   -0.02714   -0.01038
C14   1    0.421817    0.704315    0.445875    11.00000    0.07938    0.05157 =
         0.06377    0.00262   -0.03116    0.00651
F4    5    0.552400    0.621957    0.413457    11.00000    0.20908    0.15307 =
         0.14591   -0.04239   -0.07531    0.12788
F5    5    0.308014    0.642057    0.488569    11.00000    0.20179    0.23472 =
         0.12929    0.13185   -0.10550   -0.16035
F6    5    0.462480    0.774727    0.519568    11.00000    0.09705    0.11639 =
         0.06073   -0.00803   -0.04200   -0.00186
HKLF 4
 
REM  Double5_0m in P-1
REM R1 =  0.0548 for   3639 Fo > 4sig(Fo)  and  0.0661 for all   4339 data
REM    317 parameters refined using     91 restraints
 
END  
     
WGHT      0.0657      2.2092 
REM Highest difference peak  1.232,  deepest hole -0.663,  1-sigma level  0.079
Q1    1   0.4010  0.9260  0.3615  11.00000  0.05    1.23
Q2    1   0.5768  0.7433  0.2922  11.00000  0.05    0.79
Q3    1   0.2238  0.7492  0.5015  11.00000  0.05    0.74
Q4    1   0.4171  0.5824  0.4255  11.00000  0.05    0.72
Q5    1   0.8300  0.5026  0.1637  11.00000  0.05    0.58
;
_shelx_res_checksum              21958
#END Tags that were not found in dictionaries
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
S1 S 0.00754(12) 0.40239(9) 0.61928(7) 0.0418(2) Uani 1 1 d U
S2 S 0.33418(11) 0.45447(8) 0.17808(7) 0.0361(2) Uani 1 1 d U
C1 C 0.1513(4) 0.2432(3) 0.4819(2) 0.0313(7) Uani 1 1 d U
N1 N 0.0855(4) 0.3651(3) 0.4940(2) 0.0368(6) Uani 1 1 d U
N2 N 0.2222(4) 0.1881(3) 0.3830(2) 0.0365(7) Uani 1 1 d U
H2A H 0.2391 0.1031 0.3778 0.044 Uiso 1 1 calc R
C2 C 0.2675(4) 0.2635(3) 0.2918(2) 0.0304(7) Uani 1 1 d U
N3 N 0.2922(3) 0.3872(3) 0.2964(2) 0.0345(6) Uani 1 1 d U
C3 C 0.1420(4) 0.1677(3) 0.5807(3) 0.0325(7) Uani 1 1 d U
C4 C 0.1970(5) 0.0384(4) 0.6016(3) 0.0467(9) Uani 1 1 d U
H4B H 0.2510 -0.0178 0.5458 0.056 Uiso 1 1 calc R
C5 C 0.1701(5) -0.0055(4) 0.7066(3) 0.0539(10) Uani 1 1 d U
H5B H 0.2077 -0.0919 0.7224 0.065 Uiso 1 1 calc R
C6 C 0.0878(5) 0.0779(4) 0.7890(3) 0.0464(9) Uani 1 1 d U
H6B H 0.0687 0.0465 0.8595 0.056 Uiso 1 1 calc R
C7 C 0.0346(5) 0.2045(4) 0.7680(3) 0.0419(8) Uani 1 1 d U
H7A H -0.0207 0.2610 0.8232 0.050 Uiso 1 1 calc R
N4 N 0.0643(3) 0.2471(3) 0.6636(2) 0.0340(6) Uani 1 1 d U
C8 C 0.2870(4) 0.2108(3) 0.1843(2) 0.0279(6) Uani 1 1 d U
C9 C 0.2716(4) 0.0865(3) 0.1476(3) 0.0371(8) Uani 1 1 d U
H9A H 0.2435 0.0184 0.1957 0.045 Uiso 1 1 calc R
C10 C 0.2988(5) 0.0659(4) 0.0382(3) 0.0453(9) Uani 1 1 d U
H10A H 0.2880 -0.0168 0.0116 0.054 Uiso 1 1 calc R
C11 C 0.3425(5) 0.1683(4) -0.0328(3) 0.0446(9) Uani 1 1 d U
H11A H 0.3631 0.1530 -0.1068 0.054 Uiso 1 1 calc R
C12 C 0.3552(4) 0.2902(4) 0.0046(3) 0.0379(8) Uani 1 1 d U
H12A H 0.3837 0.3590 -0.0428 0.046 Uiso 1 1 calc R
N5 N 0.3256(3) 0.3093(3) 0.1128(2) 0.0298(6) Uani 1 1 d U
S3 S 0.77378(11) 0.29541(9) 0.07515(7) 0.0389(2) Uani 1 1 d U
O1 O 0.9195(4) 0.2227(4) 0.0215(3) 0.0939(13) Uani 1 1 d U
O2 O 0.6639(4) 0.2159(3) 0.1402(3) 0.0603(8) Uani 1 1 d U
O3 O 0.6975(4) 0.3930(3) 0.0129(2) 0.0636(8) Uani 1 1 d U
C13 C 0.8398(5) 0.3941(4) 0.1723(4) 0.0517(10) Uani 1 1 d U
F1 F 0.9444(5) 0.4740(4) 0.1258(3) 0.1281(15) Uani 1 1 d U
F2 F 0.7219(4) 0.4670(4) 0.2294(3) 0.1306(17) Uani 1 1 d U
F3 F 0.9160(4) 0.3216(3) 0.2376(2) 0.0839(9) Uani 1 1 d U
S4 S 0.38283(14) 0.80223(10) 0.33145(8) 0.0505(3) Uani 1 1 d U
O4 O 0.5215(7) 0.8640(7) 0.2962(4) 0.172(3) Uani 1 1 d U
O5 O 0.2456(6) 0.8927(4) 0.3768(3) 0.1048(15) Uani 1 1 d U
O6 O 0.3417(4) 0.7149(3) 0.2589(3) 0.0711(9) Uani 1 1 d U
C14 C 0.4218(6) 0.7043(5) 0.4459(4) 0.0636(12) Uani 1 1 d U
F4 F 0.5524(7) 0.6220(5) 0.4135(4) 0.174(2) Uani 1 1 d U
F5 F 0.3080(6) 0.6421(5) 0.4886(4) 0.170(2) Uani 1 1 d U
F6 F 0.4625(4) 0.7747(3) 0.5196(2) 0.0883(9) Uani 1 1 d U
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1 0.0598(6) 0.0315(4) 0.0274(4) -0.0015(3) 0.0029(4) 0.0029(4)
S2 0.0482(5) 0.0286(4) 0.0297(4) -0.0004(3) -0.0012(4) -0.0077(4)
C1 0.0394(18) 0.0273(16) 0.0258(15) 0.0006(12) -0.0043(13) -0.0014(13)
N1 0.0500(17) 0.0295(14) 0.0264(14) -0.0013(11) -0.0008(12) 0.0037(12)
N2 0.0570(18) 0.0228(13) 0.0260(13) -0.0013(11) -0.0026(12) 0.0029(12)
C2 0.0352(17) 0.0287(16) 0.0254(15) -0.0015(12) -0.0045(13) 0.0018(13)
N3 0.0449(16) 0.0303(14) 0.0261(14) -0.0024(11) -0.0030(12) -0.0019(12)
C3 0.0405(18) 0.0310(16) 0.0262(15) 0.0004(12) -0.0066(13) -0.0045(14)
C4 0.066(3) 0.0325(18) 0.039(2) 0.0029(15) -0.0102(18) 0.0031(17)
C5 0.074(3) 0.040(2) 0.048(2) 0.0162(17) -0.017(2) -0.0028(19)
C6 0.055(2) 0.056(2) 0.0311(18) 0.0145(16) -0.0123(17) -0.0143(18)
C7 0.050(2) 0.050(2) 0.0253(16) 0.0040(15) -0.0045(15) -0.0120(17)
N4 0.0435(16) 0.0318(14) 0.0259(13) 0.0010(11) -0.0041(12) -0.0054(12)
C8 0.0293(15) 0.0278(15) 0.0259(15) -0.0005(12) -0.0051(12) 0.0005(12)
C9 0.047(2) 0.0280(16) 0.0366(18) -0.0008(14) -0.0081(15) -0.0034(14)
C10 0.056(2) 0.0380(19) 0.043(2) -0.0134(16) -0.0132(18) -0.0044(17)
C11 0.052(2) 0.056(2) 0.0262(17) -0.0093(16) -0.0086(16) -0.0058(18)
C12 0.0444(19) 0.045(2) 0.0235(16) 0.0023(14) -0.0043(14) -0.0055(16)
N5 0.0334(14) 0.0290(14) 0.0257(13) -0.0010(10) -0.0031(11) -0.0026(11)
S3 0.0467(5) 0.0375(5) 0.0325(4) -0.0020(4) -0.0086(4) -0.0025(4)
O1 0.074(2) 0.117(3) 0.079(2) -0.048(2) 0.0011(19) 0.023(2)
O2 0.0659(19) 0.0510(17) 0.073(2) 0.0276(15) -0.0302(16) -0.0226(14)
O3 0.088(2) 0.0604(19) 0.0519(17) 0.0250(14) -0.0330(16) -0.0201(16)
C13 0.055(2) 0.046(2) 0.058(3) -0.0070(18) -0.022(2) -0.0039(18)
F1 0.162(4) 0.116(3) 0.141(3) 0.033(2) -0.068(3) -0.099(3)
F2 0.102(3) 0.152(3) 0.141(3) -0.112(3) -0.057(2) 0.052(2)
F3 0.097(2) 0.087(2) 0.084(2) 0.0003(16) -0.0607(18) -0.0046(17)
S4 0.0748(7) 0.0418(5) 0.0387(5) 0.0018(4) -0.0142(5) -0.0180(5)
O4 0.175(5) 0.298(8) 0.085(3) 0.063(4) -0.053(3) -0.179(5)
O5 0.174(4) 0.067(2) 0.073(2) -0.0253(19) -0.055(3) 0.053(3)
O6 0.097(3) 0.067(2) 0.0555(19) -0.0147(15) -0.0271(18) -0.0104(18)
C14 0.079(3) 0.052(3) 0.064(3) 0.003(2) -0.031(2) 0.007(2)
F4 0.209(5) 0.153(4) 0.146(4) -0.042(3) -0.075(3) 0.128(4)
F5 0.202(4) 0.235(5) 0.129(3) 0.132(4) -0.105(3) -0.160(4)
F6 0.097(2) 0.116(3) 0.0607(17) -0.0080(17) -0.0420(16) -0.0019(19)
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'
S S 0.1246 0.1234 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
N1 S1 N4 92.81(14)
N3 S2 N5 92.93(13)
N1 C1 N2 123.3(3)
N1 C1 C3 114.7(3)
N2 C1 C3 122.1(3)
C1 N1 S1 112.7(2)
C1 N2 C2 122.9(3)
N3 C2 N2 122.6(3)
N3 C2 C8 115.1(3)
N2 C2 C8 122.2(3)
C2 N3 S2 112.6(2)
N4 C3 C4 119.3(3)
N4 C3 C1 108.5(3)
C4 C3 C1 132.2(3)
C5 C4 C3 118.5(4)
C4 C5 C6 120.5(4)
C7 C6 C5 120.6(3)
C6 C7 N4 118.1(3)
C3 N4 C7 122.9(3)
C3 N4 S1 111.3(2)
C7 N4 S1 125.8(3)
N5 C8 C9 119.9(3)
N5 C8 C2 108.2(3)
C9 C8 C2 131.9(3)
C10 C9 C8 118.4(3)
C9 C10 C11 120.1(3)
C12 C11 C10 120.7(3)
C11 C12 N5 118.4(3)
C8 N5 C12 122.5(3)
C8 N5 S2 111.1(2)
C12 N5 S2 126.4(2)
O1 S3 O2 114.0(2)
O1 S3 O3 116.8(2)
O2 S3 O3 113.61(18)
O1 S3 C13 103.5(2)
O2 S3 C13 103.6(2)
O3 S3 C13 103.06(19)
F2 C13 F1 106.7(4)
F2 C13 F3 108.3(4)
F1 C13 F3 104.4(4)
F2 C13 S3 112.2(3)
F1 C13 S3 112.0(3)
F3 C13 S3 112.7(3)
O4 S4 O6 116.9(3)
O4 S4 O5 113.1(4)
O6 S4 O5 110.8(2)
O4 S4 C14 105.0(3)
O6 S4 C14 106.7(2)
O5 S4 C14 103.1(2)
F5 C14 F6 108.9(5)
F5 C14 F4 110.1(5)
F6 C14 F4 103.1(4)
F5 C14 S4 113.8(4)
F6 C14 S4 112.6(3)
F4 C14 S4 107.8(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 N1 1.627(3)
S1 N4 1.710(3)
S2 N3 1.621(3)
S2 N5 1.719(3)
C1 N1 1.298(4)
C1 N2 1.377(4)
C1 C3 1.444(4)
N2 C2 1.382(4)
C2 N3 1.298(4)
C2 C8 1.445(4)
C3 N4 1.352(4)
C3 C4 1.380(5)
C4 C5 1.375(5)
C5 C6 1.381(6)
C6 C7 1.352(5)
C7 N4 1.363(4)
C8 N5 1.355(4)
C8 C9 1.381(4)
C9 C10 1.374(5)
C10 C11 1.390(5)
C11 C12 1.356(5)
C12 N5 1.357(4)
S3 O1 1.421(3)
S3 O2 1.423(3)
S3 O3 1.429(3)
S3 C13 1.809(4)
C13 F2 1.282(5)
C13 F1 1.311(5)
C13 F3 1.312(5)
S4 O4 1.383(4)
S4 O6 1.406(3)
S4 O5 1.431(4)
S4 C14 1.801(5)
C14 F5 1.238(6)
C14 F6 1.307(5)
C14 F4 1.313(6)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139184538