#------------------------------------------------------------------------------
#$Date: 2025-08-22 12:33:34 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301861 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/16/7151657.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_7151657
loop_
_publ_author_name
'Mei, Haibo'
'Xiong, Yiwen'
'Han, Jianlin'
'Pan, Yi'
_publ_section_title
;
 A facile process for the asymmetric synthesis of
 β-trifluoromethylated β-amino ketones via addition of ketone
 enolates to sulfinylimine.
;
_journal_issue                   5
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              1402
_journal_page_last               1406
_journal_paper_doi               10.1039/C0OB00586J
_journal_volume                  9
_journal_year                    2011
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C14 H18 F3 N O2 S'
_chemical_formula_sum            'C14 H18 F3 N O2 S'
_chemical_formula_weight         321.35
_chemical_melting_point          147.0(10)
_chemical_name_common
;
(S)-2-methyl-N-((S)-1,1,1-trifluoro-4-oxo-4-phenylbutan-2-yl)
propane-2-sulfinamide
;
_chemical_name_systematic
;
(S)-2-methyl-N-((S)-1,1,1-trifluoro-4-oxo-4-phenylbutan-2-yl)
propane-2-sulfinamide
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   10.9351(14)
_cell_length_b                   11.7459(15)
_cell_length_c                   24.978(3)
_cell_measurement_reflns_used    4337
_cell_measurement_temperature    291(2)
_cell_measurement_theta_max      45.929
_cell_measurement_theta_min      4.760
_cell_volume                     3208.2(7)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      291(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker Smart Apex CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0603
_diffrn_reflns_av_sigmaI/netI    0.0628
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            17456
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         1.92
_exptl_absorpt_coefficient_mu    0.235
_exptl_absorpt_correction_T_max  0.9501
_exptl_absorpt_correction_T_min  0.9371
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.331
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1344
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.141
_refine_diff_density_min         -0.115
_refine_diff_density_rms         0.025
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.06(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.980
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     385
_refine_ls_number_reflns         6290
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.980
_refine_ls_R_factor_all          0.0657
_refine_ls_R_factor_gt           0.0348
_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/[σ²(Fo²)+(0.001P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0557
_refine_ls_wR_factor_ref         0.0592
_reflns_number_gt                4010
_reflns_number_total             6290
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            C0OB00586J.TXT
_cod_data_source_block           xx
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1555 2011-01-17 13:19:09Z saulius 

The following automatic conversions were performed:

'_chemical_melting_point' value '146-148' was changed to '147.0(10)'
- the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1569 2011-02-09 13:29:24Z adriana 
;
_cod_original_cell_volume        3208.3(7)
_cod_original_sg_symbol_H-M      'P212121 '
_cod_database_code               7151657
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4375(2) 0.0450(2) 0.22532(9) 0.0646(7) Uani 1 1 d . . .
C2 C 0.3776(3) 0.1351(2) 0.24914(11) 0.0906(9) Uani 1 1 d . . .
H2 H 0.3971 0.2090 0.2389 0.109 Uiso 1 1 calc R . .
C3 C 0.2896(3) 0.1179(4) 0.28776(13) 0.1109(11) Uani 1 1 d . . .
H3 H 0.2493 0.1796 0.3030 0.133 Uiso 1 1 calc R . .
C4 C 0.2623(3) 0.0104(4) 0.30332(12) 0.1112(11) Uani 1 1 d . . .
H4 H 0.2031 -0.0014 0.3294 0.133 Uiso 1 1 calc R . .
C5 C 0.3212(3) -0.0816(3) 0.28091(12) 0.0984(9) Uani 1 1 d . . .
H5 H 0.3027 -0.1551 0.2921 0.118 Uiso 1 1 calc R . .
C6 C 0.4079(2) -0.0637(2) 0.24166(10) 0.0752(7) Uani 1 1 d . . .
H6 H 0.4469 -0.1257 0.2260 0.090 Uiso 1 1 calc R . .
C7 C 0.5289(3) 0.0687(2) 0.18343(10) 0.0683(7) Uani 1 1 d . . .
C8 C 0.6031(2) -0.02757(19) 0.16098(8) 0.0656(7) Uani 1 1 d . . .
H8A H 0.5492 -0.0911 0.1535 0.079 Uiso 1 1 calc R . .
H8B H 0.6615 -0.0523 0.1878 0.079 Uiso 1 1 calc R . .
C9 C 0.6721(2) 0.0036(2) 0.10994(8) 0.0621(6) Uani 1 1 d . . .
H9 H 0.7028 0.0815 0.1140 0.074 Uiso 1 1 calc R . .
C10 C 0.7809(3) -0.0737(3) 0.10194(12) 0.0898(9) Uani 1 1 d . . .
C11 C 0.4504(2) 0.1046(2) -0.00784(9) 0.0666(7) Uani 1 1 d . . .
C12 C 0.4084(2) -0.0093(2) -0.02903(10) 0.0838(8) Uani 1 1 d . . .
H12A H 0.4066 -0.0636 -0.0003 0.126 Uiso 1 1 calc R . .
H12B H 0.4639 -0.0349 -0.0562 0.126 Uiso 1 1 calc R . .
H12C H 0.3279 -0.0017 -0.0440 0.126 Uiso 1 1 calc R . .
C13 C 0.3726(3) 0.1468(2) 0.03834(10) 0.1038(10) Uani 1 1 d . . .
H13A H 0.2935 0.1685 0.0252 0.156 Uiso 1 1 calc R . .
H13B H 0.4114 0.2113 0.0547 0.156 Uiso 1 1 calc R . .
H13C H 0.3637 0.0872 0.0643 0.156 Uiso 1 1 calc R . .
C14 C 0.4548(3) 0.1917(2) -0.05294(10) 0.1099(11) Uani 1 1 d . . .
H14A H 0.4996 0.1609 -0.0826 0.165 Uiso 1 1 calc R . .
H14B H 0.4944 0.2597 -0.0405 0.165 Uiso 1 1 calc R . .
H14C H 0.3730 0.2096 -0.0642 0.165 Uiso 1 1 calc R . .
C15 C 0.1792(2) 0.34940(19) 0.18694(8) 0.0525(6) Uani 1 1 d . . .
C16 C 0.0896(3) 0.3811(2) 0.22328(10) 0.0758(8) Uani 1 1 d . . .
H16 H 0.0960 0.4505 0.2410 0.091 Uiso 1 1 calc R . .
C17 C -0.0076(3) 0.3121(3) 0.23342(12) 0.0952(10) Uani 1 1 d . . .
H17 H -0.0673 0.3354 0.2576 0.114 Uiso 1 1 calc R . .
C18 C -0.0185(3) 0.2093(3) 0.20863(12) 0.0942(9) Uani 1 1 d . . .
H18 H -0.0849 0.1624 0.2159 0.113 Uiso 1 1 calc R . .
C19 C 0.0694(3) 0.1756(2) 0.17278(12) 0.0886(9) Uani 1 1 d . . .
H19 H 0.0627 0.1055 0.1557 0.106 Uiso 1 1 calc R . .
C20 C 0.1674(2) 0.24549(19) 0.16213(9) 0.0683(7) Uani 1 1 d . . .
H20 H 0.2266 0.2221 0.1378 0.082 Uiso 1 1 calc R . .
C21 C 0.2837(2) 0.42748(19) 0.17781(9) 0.0524(6) Uani 1 1 d . . .
C22 C 0.36487(19) 0.40710(17) 0.12979(8) 0.0530(5) Uani 1 1 d . . .
H22A H 0.3150 0.3827 0.0998 0.064 Uiso 1 1 calc R . .
H22B H 0.4223 0.3465 0.1379 0.064 Uiso 1 1 calc R . .
C23 C 0.43525(18) 0.51380(17) 0.11422(8) 0.0502(5) Uani 1 1 d . . .
H23 H 0.4722 0.5455 0.1467 0.060 Uiso 1 1 calc R . .
C24 C 0.5356(2) 0.4875(2) 0.07553(11) 0.0669(7) Uani 1 1 d . . .
C25 C 0.1960(2) 0.76597(18) 0.09976(9) 0.0630(6) Uani 1 1 d . . .
C26 C 0.1172(2) 0.6891(2) 0.13428(10) 0.0821(8) Uani 1 1 d . . .
H26A H 0.0347 0.7171 0.1345 0.123 Uiso 1 1 calc R . .
H26B H 0.1486 0.6884 0.1702 0.123 Uiso 1 1 calc R . .
H26C H 0.1185 0.6132 0.1200 0.123 Uiso 1 1 calc R . .
C27 C 0.1861(3) 0.88976(19) 0.11837(11) 0.1061(10) Uani 1 1 d . . .
H27A H 0.1036 0.9158 0.1137 0.159 Uiso 1 1 calc R . .
H27B H 0.2403 0.9364 0.0975 0.159 Uiso 1 1 calc R . .
H27C H 0.2082 0.8947 0.1555 0.159 Uiso 1 1 calc R . .
C28 C 0.1657(2) 0.75623(19) 0.04061(9) 0.0785(8) Uani 1 1 d . . .
H28A H 0.1658 0.6775 0.0303 0.118 Uiso 1 1 calc R . .
H28B H 0.2258 0.7968 0.0201 0.118 Uiso 1 1 calc R . .
H28C H 0.0863 0.7883 0.0341 0.118 Uiso 1 1 calc R . .
F1 F 0.85771(15) -0.06701(17) 0.14399(6) 0.1373(7) Uani 1 1 d . . .
F2 F 0.75070(17) -0.18204(17) 0.09754(7) 0.1152(6) Uani 1 1 d . . .
F3 F 0.84571(15) -0.04745(17) 0.05933(6) 0.1300(7) Uani 1 1 d . . .
F4 F 0.60962(13) 0.40459(12) 0.09200(5) 0.0864(4) Uani 1 1 d . . .
F5 F 0.49430(14) 0.45545(13) 0.02782(6) 0.0970(5) Uani 1 1 d . . .
F6 F 0.60708(14) 0.57840(13) 0.06697(6) 0.1009(5) Uani 1 1 d . . .
N1 N 0.59146(16) 0.00174(15) 0.06450(7) 0.0589(5) Uani 1 1 d . . .
H1 H 0.5336 -0.0477 0.0628 0.071 Uiso 1 1 calc R . .
N2 N 0.35337(16) 0.59759(13) 0.09234(6) 0.0532(5) Uani 1 1 d . . .
H2A H 0.3014 0.5776 0.0683 0.064 Uiso 1 1 calc R . .
O1 O 0.5457(2) 0.16509(15) 0.16772(8) 0.1090(7) Uani 1 1 d . . .
O2 O 0.67787(13) 0.04476(12) -0.03007(6) 0.0705(5) Uani 1 1 d . . .
O3 O 0.30356(15) 0.50561(14) 0.20844(6) 0.0754(5) Uani 1 1 d . . .
O4 O 0.42801(15) 0.80277(13) 0.07541(8) 0.0904(6) Uani 1 1 d . . .
S1 S 0.60989(6) 0.09436(5) 0.01563(2) 0.05810(16) Uani 1 1 d . . .
S2 S 0.35695(6) 0.72982(5) 0.11225(3) 0.06337(18) Uani 1 1 d . . .
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'
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
C6 C1 C2 118.1(3) . . ?
C6 C1 C7 123.0(3) . . ?
C2 C1 C7 118.9(3) . . ?
C3 C2 C1 121.4(3) . . ?
C3 C2 H2 119.3 . . ?
C1 C2 H2 119.3 . . ?
C4 C3 C2 119.5(3) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.3 . . ?
C3 C4 C5 120.8(3) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
C4 C5 C6 119.4(3) . . ?
C4 C5 H5 120.3 . . ?
C6 C5 H5 120.3 . . ?
C1 C6 C5 120.8(3) . . ?
C1 C6 H6 119.6 . . ?
C5 C6 H6 119.6 . . ?
O1 C7 C1 120.6(2) . . ?
O1 C7 C8 120.1(2) . . ?
C1 C7 C8 119.3(2) . . ?
C7 C8 C9 113.53(19) . . ?
C7 C8 H8A 108.9 . . ?
C9 C8 H8A 108.9 . . ?
C7 C8 H8B 108.9 . . ?
C9 C8 H8B 108.9 . . ?
H8A C8 H8B 107.7 . . ?
N1 C9 C10 111.7(2) . . ?
N1 C9 C8 110.66(18) . . ?
C10 C9 C8 110.9(2) . . ?
N1 C9 H9 107.8 . . ?
C10 C9 H9 107.8 . . ?
C8 C9 H9 107.8 . . ?
F3 C10 F2 107.1(3) . . ?
F3 C10 F1 106.4(2) . . ?
F2 C10 F1 106.1(3) . . ?
F3 C10 C9 113.0(3) . . ?
F2 C10 C9 113.2(2) . . ?
F1 C10 C9 110.7(3) . . ?
C12 C11 C13 112.7(2) . . ?
C12 C11 C14 110.2(2) . . ?
C13 C11 C14 111.1(2) . . ?
C12 C11 S1 109.97(16) . . ?
C13 C11 S1 108.05(18) . . ?
C14 C11 S1 104.43(19) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C20 C15 C16 117.8(2) . . ?
C20 C15 C21 123.5(2) . . ?
C16 C15 C21 118.6(2) . . ?
C17 C16 C15 121.0(2) . . ?
C17 C16 H16 119.5 . . ?
C15 C16 H16 119.5 . . ?
C16 C17 C18 120.8(3) . . ?
C16 C17 H17 119.6 . . ?
C18 C17 H17 119.6 . . ?
C17 C18 C19 119.5(3) . . ?
C17 C18 H18 120.3 . . ?
C19 C18 H18 120.3 . . ?
C18 C19 C20 120.0(3) . . ?
C18 C19 H19 120.0 . . ?
C20 C19 H19 120.0 . . ?
C15 C20 C19 121.0(2) . . ?
C15 C20 H20 119.5 . . ?
C19 C20 H20 119.5 . . ?
O3 C21 C15 120.5(2) . . ?
O3 C21 C22 121.0(2) . . ?
C15 C21 C22 118.5(2) . . ?
C21 C22 C23 111.68(18) . . ?
C21 C22 H22A 109.3 . . ?
C23 C22 H22A 109.3 . . ?
C21 C22 H22B 109.3 . . ?
C23 C22 H22B 109.3 . . ?
H22A C22 H22B 107.9 . . ?
N2 C23 C24 110.66(18) . . ?
N2 C23 C22 110.24(16) . . ?
C24 C23 C22 111.50(18) . . ?
N2 C23 H23 108.1 . . ?
C24 C23 H23 108.1 . . ?
C22 C23 H23 108.1 . . ?
F5 C24 F4 106.0(2) . . ?
F5 C24 F6 106.3(2) . . ?
F4 C24 F6 106.1(2) . . ?
F5 C24 C23 112.9(2) . . ?
F4 C24 C23 113.4(2) . . ?
F6 C24 C23 111.5(2) . . ?
C26 C25 C28 112.59(19) . . ?
C26 C25 C27 110.6(2) . . ?
C28 C25 C27 110.6(2) . . ?
C26 C25 S2 108.06(16) . . ?
C28 C25 S2 110.92(17) . . ?
C27 C25 S2 103.66(17) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C9 N1 S1 120.01(15) . . ?
C9 N1 H1 120.0 . . ?
S1 N1 H1 120.0 . . ?
C23 N2 S2 121.39(14) . . ?
C23 N2 H2A 119.3 . . ?
S2 N2 H2A 119.3 . . ?
O2 S1 N1 111.87(9) . . ?
O2 S1 C11 104.79(10) . . ?
N1 S1 C11 99.37(10) . . ?
O4 S2 N2 112.02(10) . . ?
O4 S2 C25 105.30(10) . . ?
N2 S2 C25 98.36(10) . . ?
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 C6 1.378(3) . ?
C1 C2 1.380(3) . ?
C1 C7 1.474(3) . ?
C2 C3 1.377(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.354(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.377(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.380(3) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 O1 1.213(3) . ?
C7 C8 1.500(3) . ?
C8 C9 1.526(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 N1 1.438(2) . ?
C9 C10 1.510(4) . ?
C9 H9 0.9800 . ?
C10 F3 1.315(3) . ?
C10 F2 1.319(3) . ?
C10 F1 1.347(3) . ?
C11 C12 1.510(3) . ?
C11 C13 1.516(3) . ?
C11 C14 1.523(3) . ?
C11 S1 1.844(3) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 C20 1.375(3) . ?
C15 C16 1.387(3) . ?
C15 C21 1.483(3) . ?
C16 C17 1.360(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.362(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.372(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.376(3) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 O3 1.214(2) . ?
C21 C22 1.511(3) . ?
C22 C23 1.521(3) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 N2 1.438(2) . ?
C23 C24 1.494(3) . ?
C23 H23 0.9800 . ?
C24 F5 1.329(3) . ?
C24 F4 1.332(3) . ?
C24 F6 1.341(3) . ?
C25 C26 1.517(3) . ?
C25 C28 1.519(3) . ?
C25 C27 1.530(3) . ?
C25 S2 1.837(2) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
N1 S1 1.6474(17) . ?
N1 H1 0.8600 . ?
N2 S2 1.6312(16) . ?
N2 H2A 0.8600 . ?
O2 S1 1.4816(15) . ?
O4 S2 1.4780(17) . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 -0.7(4) . . . . ?
C7 C1 C2 C3 178.7(2) . . . . ?
C1 C2 C3 C4 0.9(5) . . . . ?
C2 C3 C4 C5 -0.1(5) . . . . ?
C3 C4 C5 C6 -0.8(5) . . . . ?
C2 C1 C6 C5 -0.3(4) . . . . ?
C7 C1 C6 C5 -179.7(2) . . . . ?
C4 C5 C6 C1 1.0(4) . . . . ?
C6 C1 C7 O1 174.8(3) . . . . ?
C2 C1 C7 O1 -4.7(4) . . . . ?
C6 C1 C7 C8 -6.4(4) . . . . ?
C2 C1 C7 C8 174.2(2) . . . . ?
O1 C7 C8 C9 -14.3(3) . . . . ?
C1 C7 C8 C9 166.9(2) . . . . ?
C7 C8 C9 N1 -78.8(2) . . . . ?
C7 C8 C9 C10 156.7(2) . . . . ?
N1 C9 C10 F3 58.3(3) . . . . ?
C8 C9 C10 F3 -177.8(2) . . . . ?
N1 C9 C10 F2 -63.6(3) . . . . ?
C8 C9 C10 F2 60.3(3) . . . . ?
N1 C9 C10 F1 177.4(2) . . . . ?
C8 C9 C10 F1 -58.6(3) . . . . ?
C20 C15 C16 C17 -0.9(4) . . . . ?
C21 C15 C16 C17 -179.5(2) . . . . ?
C15 C16 C17 C18 0.9(4) . . . . ?
C16 C17 C18 C19 -0.4(5) . . . . ?
C17 C18 C19 C20 0.0(4) . . . . ?
C16 C15 C20 C19 0.4(3) . . . . ?
C21 C15 C20 C19 178.9(2) . . . . ?
C18 C19 C20 C15 0.0(4) . . . . ?
C20 C15 C21 O3 -164.2(2) . . . . ?
C16 C15 C21 O3 14.3(3) . . . . ?
C20 C15 C21 C22 15.5(3) . . . . ?
C16 C15 C21 C22 -166.01(19) . . . . ?
O3 C21 C22 C23 -21.3(3) . . . . ?
C15 C21 C22 C23 158.99(18) . . . . ?
C21 C22 C23 N2 -69.9(2) . . . . ?
C21 C22 C23 C24 166.81(19) . . . . ?
N2 C23 C24 F5 -54.9(3) . . . . ?
C22 C23 C24 F5 68.2(3) . . . . ?
N2 C23 C24 F4 -175.59(19) . . . . ?
C22 C23 C24 F4 -52.5(3) . . . . ?
N2 C23 C24 F6 64.7(3) . . . . ?
C22 C23 C24 F6 -172.2(2) . . . . ?
C10 C9 N1 S1 -91.2(2) . . . . ?
C8 C9 N1 S1 144.70(16) . . . . ?
C24 C23 N2 S2 -103.9(2) . . . . ?
C22 C23 N2 S2 132.24(16) . . . . ?
C9 N1 S1 O2 98.59(17) . . . . ?
C9 N1 S1 C11 -151.23(18) . . . . ?
C12 C11 S1 O2 52.53(18) . . . . ?
C13 C11 S1 O2 175.88(16) . . . . ?
C14 C11 S1 O2 -65.72(18) . . . . ?
C12 C11 S1 N1 -63.20(18) . . . . ?
C13 C11 S1 N1 60.15(19) . . . . ?
C14 C11 S1 N1 178.55(16) . . . . ?
C23 N2 S2 O4 98.04(16) . . . . ?
C23 N2 S2 C25 -151.65(16) . . . . ?
C26 C25 S2 O4 176.93(15) . . . . ?
C28 C25 S2 O4 53.07(18) . . . . ?
C27 C25 S2 O4 -65.63(19) . . . . ?
C26 C25 S2 N2 61.27(16) . . . . ?
C28 C25 S2 N2 -62.59(17) . . . . ?
C27 C25 S2 N2 178.71(17) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139190563
