#------------------------------------------------------------------------------
#$Date: 2025-08-19 00:06:14 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301780 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/84/1558429.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_1558429
loop_
_publ_author_name
'Yu, Bin'
'Zhou, Shuang'
'Cao, Lixin'
'Hao, Zesheng'
'Yang, Dongyan'
'Guo, Xiaofeng'
'Zhang, Nailou'
'Bakulev, Vasiliy A.'
'Fan, Zhijin'
_publ_section_title
;
 Design, Synthesis and Evaluation of Antifungal Activity of Novel
 Pyrazole-thiazole Carboxamides as Succinate Dehydrogenase Inhibitors.
;
_journal_name_full               'Journal of agricultural and food chemistry'
_journal_paper_doi               10.1021/acs.jafc.0c00062
_journal_year                    2020
_chemical_formula_moiety         'C15 H11 Br F2 N4 O S'
_chemical_formula_sum            'C15 H11 Br F2 N4 O S'
_chemical_formula_weight         413.25
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2019-03-11
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2019-10-19 deposited with the CCDC.	2019-12-24 downloaded from the CCDC.
;
_cell_angle_alpha                92.048(2)
_cell_angle_beta                 106.633(2)
_cell_angle_gamma                102.379(2)
_cell_formula_units_Z            2
_cell_length_a                   8.0375(2)
_cell_length_b                   9.3645(2)
_cell_length_c                   12.0386(3)
_cell_measurement_reflns_used    10027
_cell_measurement_temperature    294.15
_cell_measurement_theta_max      28.6620
_cell_measurement_theta_min      3.6600
_cell_volume                     843.44(4)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      294.15
_diffrn_detector                 PILT
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -84.00  94.00   0.50    1.57    --    5.00  45.00 174.00  356
  2  ω    -97.00  81.00   0.50    1.57    --   -8.10  45.00  30.00  356
  3  ω    -18.00  19.00   0.50    1.57    --   -8.10  45.00 150.00   74
  4  ω    -16.00  81.00   0.50    1.57    --   -8.10  45.00  90.00  194
  5  ω     20.00  51.00   0.50    1.57    --   -8.10  45.00   0.00   62
  6  ω    -78.00 -22.00   0.50    1.57    --   -8.10  45.00 150.00  112
  7  ω    -97.00 -33.00   0.50    1.57    --   -8.10  45.00  90.00  128
  8  ω    -51.00 -25.00   0.50    1.57    --   -8.10  45.00  30.00   52
  9  ω    -97.00  81.00   0.50    1.57    --   -8.10  45.00 179.43  356
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC10 (RCD3): fixed-chi single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0507965000
_diffrn_orient_matrix_UB_12      -0.0050455000
_diffrn_orient_matrix_UB_13      0.0397495000
_diffrn_orient_matrix_UB_21      0.0773145000
_diffrn_orient_matrix_UB_22      -0.0014977000
_diffrn_orient_matrix_UB_23      0.0463073000
_diffrn_orient_matrix_UB_31      0.0204686000
_diffrn_orient_matrix_UB_32      0.0777895000
_diffrn_orient_matrix_UB_33      0.0098988000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0336
_diffrn_reflns_av_unetI/netI     0.0228
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            23620
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.279
_diffrn_reflns_theta_min         3.552
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    2.591
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.34791
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.627
_exptl_crystal_description       plate
_exptl_crystal_F_000             412
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.588
_refine_diff_density_min         -0.820
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     247
_refine_ls_number_reflns         4163
_refine_ls_number_restraints     26
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0530
_refine_ls_R_factor_gt           0.0385
_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)+(0.0421P)²+0.5293P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0946
_refine_ls_wR_factor_ref         0.1018
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3295
_reflns_number_total             4163
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jf0c00062_si_001.cif
_cod_data_source_block           m20190311b
_cod_database_code               1558429
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C15H11BrF2N4OS
_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.
;
_reflns_odcompleteness_completeness 99.33
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     28.22
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C3-C5 \\sim C3-C5A
 with sigma of 0.01
 C5-F1 \\sim C5-F2 \\sim C5A-F1A \\sim C5A-F2A
 with sigma of 0.01
 C3-F1 \\sim C3-F2 \\sim C3-F1A \\sim C3-F2A
 with sigma of 0.01
 F1-F2 \\sim F1A-F2A
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(F2) \\sim Ueq, Uanis(F1A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C5) = Uanis(C5A)
4. Others
 Sof(C5A)=Sof(H5A)=Sof(F1A)=Sof(F2A)=1-FVAR(1)
 Sof(C5)=Sof(H5)=Sof(F1)=Sof(F2)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C5(H5), C5A(H5A)
5.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C7(H7), C11(H11), C13(H13), C14(H14), C15(H15)
5.c Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.098
_oxdiff_exptl_absorpt_empirical_full_min 0.609
loop_
_space_group_symop_operation_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_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
Br1 Br 1.19230(5) 0.19743(4) 1.02360(3) 0.07875(14) Uani 1 1 d . . . . .
S1 S 0.68107(8) 0.72398(7) 0.40119(5) 0.04880(16) Uani 1 1 d . . . . .
O1 O 0.9773(2) 0.4681(2) 0.67214(16) 0.0591(5) Uani 1 1 d . . . . .
N1 N 0.2066(2) 0.9109(2) 0.40343(17) 0.0429(4) Uani 1 1 d . . . . .
N2 N 0.1906(3) 0.8902(2) 0.51011(17) 0.0456(4) Uani 1 1 d . . . . .
N3 N 0.6212(2) 0.6568(2) 0.59277(16) 0.0397(4) Uani 1 1 d . . . . .
N4 N 0.7694(3) 0.4951(2) 0.76112(17) 0.0444(4) Uani 1 1 d . . . . .
H4 H 0.688(4) 0.532(3) 0.751(2) 0.049(7) Uiso 1 1 d . . . . .
C1 C 0.3391(3) 0.8575(2) 0.3837(2) 0.0412(5) Uani 1 1 d . . . . .
H1 H 0.372626 0.860644 0.315901 0.049 Uiso 1 1 calc R . . . .
C2 C 0.4160(3) 0.7969(2) 0.48287(19) 0.0379(4) Uani 1 1 d . . . . .
C3 C 0.3174(3) 0.8214(2) 0.5586(2) 0.0421(5) Uani 1 1 d D . . . .
C4 C 0.0828(4) 0.9805(3) 0.3233(2) 0.0570(6) Uani 1 1 d . . . . .
H4A H -0.012864 0.906226 0.272335 0.086 Uiso 1 1 calc GR . . . .
H4B H 0.144633 1.040856 0.277896 0.086 Uiso 1 1 calc GR . . . .
H4C H 0.035041 1.040358 0.366734 0.086 Uiso 1 1 calc GR . . . .
C5 C 0.3358(4) 0.7801(4) 0.6793(3) 0.0515(8) Uani 0.851(6) 1 d D . P A 1
H5 H 0.336267 0.675582 0.680848 0.062 Uiso 0.851(6) 1 calc R . P A 1
C5A C 0.392(2) 0.8075(13) 0.6847(8) 0.0515(8) Uani 0.149(6) 1 d D . P A 2
H5A H 0.520767 0.819046 0.698700 0.062 Uiso 0.149(6) 1 calc R . P A 2
C6 C 0.5636(3) 0.7249(2) 0.50229(19) 0.0386(4) Uani 1 1 d . . . . .
C7 C 0.8136(3) 0.6267(3) 0.4876(2) 0.0461(5) Uani 1 1 d . . . . .
H7 H 0.906823 0.595548 0.470683 0.059(8) Uiso 1 1 calc R . . . .
C8 C 0.7635(3) 0.6012(2) 0.58457(19) 0.0400(4) Uani 1 1 d . . . . .
C9 C 0.8492(3) 0.5162(2) 0.6761(2) 0.0422(5) Uani 1 1 d . . . . .
C10 C 0.8045(3) 0.4062(3) 0.85303(19) 0.0435(5) Uani 1 1 d . . . . .
C11 C 0.9592(3) 0.3548(3) 0.8863(2) 0.0464(5) Uani 1 1 d . . . . .
H11 H 1.046271 0.378916 0.848752 0.051(7) Uiso 1 1 calc R . . . .
C12 C 0.9806(4) 0.2665(3) 0.9770(2) 0.0541(6) Uani 1 1 d . . . . .
C13 C 0.8566(5) 0.2290(4) 1.0344(3) 0.0719(8) Uani 1 1 d . . . . .
H13 H 0.873994 0.168770 1.094439 0.113(14) Uiso 1 1 calc R . . . .
C14 C 0.7045(4) 0.2825(4) 1.0012(3) 0.0757(9) Uani 1 1 d . . . . .
H14 H 0.619313 0.259269 1.040194 0.091 Uiso 1 1 calc R . . . .
C15 C 0.6770(4) 0.3698(3) 0.9110(2) 0.0603(7) Uani 1 1 d . . . . .
H15 H 0.573263 0.404380 0.889013 0.072 Uiso 1 1 calc R . . . .
F1 F 0.4916(3) 0.8617(4) 0.75227(19) 0.0833(10) Uani 0.851(6) 1 d D . P A 1
F2 F 0.2045(3) 0.8055(4) 0.7163(2) 0.0894(11) Uani 0.851(6) 1 d D U P A 1
F1A F 0.334(3) 0.6751(13) 0.7126(10) 0.137(9) Uani 0.149(6) 1 d D U P A 2
F2A F 0.376(5) 0.9129(15) 0.7535(9) 0.154(15) Uani 0.149(6) 1 d D . P A 2
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'
Br Br -0.2901 2.4595 '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'
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
C7 S1 C6 89.69(11) . . ?
N2 N1 C4 119.63(19) . . ?
C1 N1 N2 112.57(18) . . ?
C1 N1 C4 127.8(2) . . ?
C3 N2 N1 104.55(17) . . ?
C6 N3 C8 110.77(18) . . ?
C9 N4 H4 112(2) . . ?
C9 N4 C10 127.92(19) . . ?
C10 N4 H4 119(2) . . ?
N1 C1 H1 126.4 . . ?
N1 C1 C2 107.24(19) . . ?
C2 C1 H1 126.4 . . ?
C1 C2 C3 103.66(18) . . ?
C1 C2 C6 127.3(2) . . ?
C3 C2 C6 129.0(2) . . ?
N2 C3 C2 111.97(19) . . ?
N2 C3 C5 118.5(2) . . ?
N2 C3 C5A 127.0(7) . . ?
C2 C3 C5 129.5(2) . . ?
C2 C3 C5A 118.7(7) . . ?
N1 C4 H4A 109.5 . . ?
N1 C4 H4B 109.5 . . ?
N1 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C3 C5 H5 109.4 . . ?
F1 C5 C3 109.0(2) . . ?
F1 C5 H5 109.4 . . ?
F2 C5 C3 111.4(2) . . ?
F2 C5 H5 109.4 . . ?
F2 C5 F1 108.1(3) . . ?
C3 C5A H5A 105.7 . . ?
F1A C5A C3 112.5(9) . . ?
F1A C5A H5A 105.7 . . ?
F2A C5A C3 113.7(9) . . ?
F2A C5A H5A 105.7 . . ?
F2A C5A F1A 112.8(11) . . ?
N3 C6 S1 113.75(15) . . ?
N3 C6 C2 125.33(19) . . ?
C2 C6 S1 120.92(16) . . ?
S1 C7 H7 125.0 . . ?
C8 C7 S1 110.05(16) . . ?
C8 C7 H7 125.0 . . ?
N3 C8 C9 120.74(19) . . ?
C7 C8 N3 115.7(2) . . ?
C7 C8 C9 123.50(19) . . ?
O1 C9 N4 124.3(2) . . ?
O1 C9 C8 122.1(2) . . ?
N4 C9 C8 113.56(18) . . ?
C11 C10 N4 122.5(2) . . ?
C11 C10 C15 119.9(2) . . ?
C15 C10 N4 117.6(2) . . ?
C10 C11 H11 120.9 . . ?
C10 C11 C12 118.2(2) . . ?
C12 C11 H11 120.9 . . ?
C11 C12 Br1 118.4(2) . . ?
C13 C12 Br1 118.9(2) . . ?
C13 C12 C11 122.7(2) . . ?
C12 C13 H13 120.8 . . ?
C12 C13 C14 118.3(3) . . ?
C14 C13 H13 120.8 . . ?
C13 C14 H14 119.5 . . ?
C15 C14 C13 121.0(3) . . ?
C15 C14 H14 119.5 . . ?
C10 C15 H15 120.1 . . ?
C14 C15 C10 119.8(3) . . ?
C14 C15 H15 120.1 . . ?
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
Br1 C12 1.892(3) . ?
S1 C6 1.742(2) . ?
S1 C7 1.702(2) . ?
O1 C9 1.221(3) . ?
N1 N2 1.344(3) . ?
N1 C1 1.343(3) . ?
N1 C4 1.456(3) . ?
N2 C3 1.327(3) . ?
N3 C6 1.302(3) . ?
N3 C8 1.380(3) . ?
N4 H4 0.78(3) . ?
N4 C9 1.355(3) . ?
N4 C10 1.409(3) . ?
C1 H1 0.9300 . ?
C1 C2 1.380(3) . ?
C2 C3 1.410(3) . ?
C2 C6 1.453(3) . ?
C3 C5 1.492(4) . ?
C3 C5A 1.486(10) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 H5 0.9800 . ?
C5 F1 1.355(4) . ?
C5 F2 1.319(3) . ?
C5A H5A 0.9800 . ?
C5A F1A 1.320(8) . ?
C5A F2A 1.316(8) . ?
C7 H7 0.9300 . ?
C7 C8 1.352(3) . ?
C8 C9 1.478(3) . ?
C10 C11 1.387(3) . ?
C10 C15 1.389(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.388(3) . ?
C12 C13 1.362(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.379(5) . ?
C14 H14 0.9300 . ?
C14 C15 1.379(4) . ?
C15 H15 0.9300 . ?
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
Br1 C12 C13 C14 178.7(3) . . . . ?
S1 C7 C8 N3 0.1(3) . . . . ?
S1 C7 C8 C9 178.47(18) . . . . ?
N1 N2 C3 C2 -0.2(3) . . . . ?
N1 N2 C3 C5 -179.5(2) . . . . ?
N1 N2 C3 C5A 162.1(7) . . . . ?
N1 C1 C2 C3 -0.3(2) . . . . ?
N1 C1 C2 C6 179.5(2) . . . . ?
N2 N1 C1 C2 0.2(3) . . . . ?
N2 C3 C5 F1 -112.1(3) . . . . ?
N2 C3 C5 F2 7.1(4) . . . . ?
N2 C3 C5A F1A 104.8(13) . . . . ?
N2 C3 C5A F2A -25(2) . . . . ?
N3 C8 C9 O1 -178.6(2) . . . . ?
N3 C8 C9 N4 2.9(3) . . . . ?
N4 C10 C11 C12 -179.3(2) . . . . ?
N4 C10 C15 C14 179.7(3) . . . . ?
C1 N1 N2 C3 0.0(3) . . . . ?
C1 C2 C3 N2 0.3(3) . . . . ?
C1 C2 C3 C5 179.5(3) . . . . ?
C1 C2 C3 C5A -163.7(6) . . . . ?
C1 C2 C6 S1 7.1(3) . . . . ?
C1 C2 C6 N3 -173.0(2) . . . . ?
C2 C3 C5 F1 68.8(4) . . . . ?
C2 C3 C5 F2 -172.1(3) . . . . ?
C2 C3 C5A F1A -93.9(15) . . . . ?
C2 C3 C5A F2A 136.4(16) . . . . ?
C3 C2 C6 S1 -173.24(19) . . . . ?
C3 C2 C6 N3 6.7(4) . . . . ?
C4 N1 N2 C3 178.1(2) . . . . ?
C4 N1 C1 C2 -177.7(2) . . . . ?
C6 S1 C7 C8 0.00(19) . . . . ?
C6 N3 C8 C7 -0.2(3) . . . . ?
C6 N3 C8 C9 -178.6(2) . . . . ?
C6 C2 C3 N2 -179.5(2) . . . . ?
C6 C2 C3 C5 -0.3(4) . . . . ?
C6 C2 C3 C5A 16.6(7) . . . . ?
C7 S1 C6 N3 -0.10(18) . . . . ?
C7 S1 C6 C2 179.81(19) . . . . ?
C7 C8 C9 O1 3.1(4) . . . . ?
C7 C8 C9 N4 -175.4(2) . . . . ?
C8 N3 C6 S1 0.2(2) . . . . ?
C8 N3 C6 C2 -179.7(2) . . . . ?
C9 N4 C10 C11 16.7(4) . . . . ?
C9 N4 C10 C15 -163.2(2) . . . . ?
C10 N4 C9 O1 -6.1(4) . . . . ?
C10 N4 C9 C8 172.3(2) . . . . ?
C10 C11 C12 Br1 -179.50(17) . . . . ?
C10 C11 C12 C13 -0.2(4) . . . . ?
C11 C10 C15 C14 -0.2(4) . . . . ?
C11 C12 C13 C14 -0.6(5) . . . . ?
C12 C13 C14 C15 1.0(5) . . . . ?
C13 C14 C15 C10 -0.6(5) . . . . ?
C15 C10 C11 C12 0.6(4) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168306516
