#------------------------------------------------------------------------------
#$Date: 2022-01-06 22:31:01 +0100 (jue 06 de ene de 2022) $
#$Revision: 271851 $
#$URL: svn://www.crystallography.net/cod/cif/7/24/38/7243893.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_7243893
loop_
_publ_author_name
'Guo, Sheng-Qiang'
'Yang, Hui-Qing'
'Wang, Ai-Lian'
'Jiang, Yu-Zhen'
'Xu, Guo-Qiang'
'Luo, Yong-Chun'
'Chen, Zhao-Xu'
'Xu, Peng-Fei'
_publ_section_title
;
 Divergent Ritter-type amination via photoredox catalytic four-component
 radical-polar crossover reactions
;
_journal_issue                   23
_journal_name_full               'Green Chemistry'
_journal_page_first              9571
_journal_page_last               9576
_journal_paper_doi               10.1039/D1GC03048E
_journal_volume                  23
_journal_year                    2021
_chemical_formula_moiety         'C22 H18 Cl F N4 O2 S'
_chemical_formula_sum            'C22 H19 Cl F N4 O2 S'
_chemical_formula_weight         457.92
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2020-06-12
_audit_creation_method
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_audit_update_record
;
2021-03-27 deposited with the CCDC.	2021-10-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.637(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.17026(19)
_cell_length_b                   21.7971(5)
_cell_length_c                   13.6848(4)
_cell_measurement_reflns_used    3105
_cell_measurement_temperature    293.1(2)
_cell_measurement_theta_max      69.5310
_cell_measurement_theta_min      6.9120
_cell_volume                     2114.55(10)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_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  (Sheldrick, 2008)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      293.1(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0733
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -9.00  16.00   1.00    1.00    --    0.00  57.00  30.00   25
  2  ω     30.00  68.00   1.00    1.00    --    0.00  57.00  90.00   38
  3  ω     25.00 121.00   1.00    1.00    --   54.00  19.00 -30.00   96
  4  ω     76.00 123.00   1.00    2.00    --  108.00 -38.00 -60.00   47
  5  ω    103.00 164.00   1.00    2.00    --  108.00  38.00-150.00   61
  6  ω     92.00 176.00   1.00    2.00    --  108.00  63.00-120.00   84
  7  ω    119.00 145.00   1.00    2.00    --  108.00 111.00   0.00   26
  8  ω     34.00 124.00   1.00    1.00    --   54.00  38.00-150.00   90
  9  ω     39.00  66.00   1.00    2.00    --  108.00 -38.00 -60.00   27
 10  ω     42.00 129.00   1.00    2.00    --  108.00 -77.00   0.00   87
 11  ω     38.00 124.00   1.00    2.00    --  108.00 -50.00  90.00   86
 12  ω     36.00  62.00   1.00    2.00    --  108.00-111.00 -30.00   26
 13  ω     31.00 111.00   1.00    1.00    --   54.00-125.00   0.00   80
 14  ω     53.00 116.00   1.00    2.00    --  108.00-111.00-180.00   63
 15  ω    -20.00  16.00   1.00    1.00    --    0.00  57.00-150.00   36
 16  ω     -1.00  25.00   1.00    1.00    --    0.00  57.00  90.00   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0605163000
_diffrn_orient_matrix_UB_12      -0.0373976000
_diffrn_orient_matrix_UB_13      0.0854728000
_diffrn_orient_matrix_UB_21      -0.2033764000
_diffrn_orient_matrix_UB_22      -0.0028331000
_diffrn_orient_matrix_UB_23      -0.0555167000
_diffrn_orient_matrix_UB_31      0.0474888000
_diffrn_orient_matrix_UB_32      -0.0598779000
_diffrn_orient_matrix_UB_33      -0.0507052000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0262
_diffrn_reflns_av_unetI/netI     0.0321
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            7622
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        66.592
_diffrn_reflns_theta_max         66.592
_diffrn_reflns_theta_min         3.845
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.837
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.68738
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.438
_exptl_crystal_description       block
_exptl_crystal_F_000             948
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.266
_refine_diff_density_min         -0.586
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         3737
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0629
_refine_ls_R_factor_gt           0.0545
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0829P)²+0.9638P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1452
_refine_ls_wR_factor_ref         0.1552
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3148
_reflns_number_total             3737
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1gc03048e2.cif
_cod_data_source_block           guoshq_0605
_cod_depositor_comments
'Adding full bibliography for 7243893--7243896.cif.'
_cod_original_cell_volume        2114.56(10)
_cod_database_code               7243893
_shelx_shelxl_version_number     2018/3
_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 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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.a Ternary CH refined with riding coordinates:
 C8(H8)
2.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B)
2.c Aromatic/amide H refined with riding coordinates:
 C14(H14), C19(H19), C2(H2), C20(H20), C10(H10), C6(H6), C21(H21), C5(H5),
 C13(H13), C11(H11), C12(H12), C18(H18)
2.d Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C)
;
_olex2_date_sample_data_collection 2020-06-05
_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 2.122
_oxdiff_exptl_absorpt_empirical_full_min 0.545
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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
Cl1 Cl 0.2310(3) 0.31771(4) 0.04428(7) 0.1404(7) Uani 1 1 d . . . . .
S1 S 0.30251(9) 0.07286(3) 0.01759(4) 0.0484(2) Uani 1 1 d . . . . .
F1 F -0.1615(5) 0.28428(16) 0.0692(2) 0.1676(17) Uani 1 1 d . . . . .
O2 O 0.4916(3) 0.08340(11) 0.06531(16) 0.0729(7) Uani 1 1 d . . . . .
O1 O 0.2064(4) 0.01995(10) 0.04749(16) 0.0803(7) Uani 1 1 d . . . . .
N1 N 0.0246(3) 0.11815(9) -0.18122(14) 0.0397(4) Uani 1 1 d . . . . .
N3 N -0.4244(3) 0.18159(12) -0.19622(19) 0.0592(6) Uani 1 1 d . . . . .
N2 N -0.2371(3) 0.17733(10) -0.20603(15) 0.0429(5) Uani 1 1 d . . . . .
N4 N -0.4673(3) 0.23909(13) -0.1897(2) 0.0672(7) Uani 1 1 d . . . . .
C1 C 0.1665(4) 0.13805(12) 0.03386(18) 0.0465(6) Uani 1 1 d . . . . .
C17 C -0.1595(3) 0.23482(11) -0.20495(16) 0.0417(5) Uani 1 1 d . . . . .
C14 C 0.1989(4) 0.08321(13) -0.3494(2) 0.0547(6) Uani 1 1 d . . . . .
H14 H 0.190912 0.124812 -0.335523 0.066 Uiso 1 1 calc R U . . .
C7 C 0.3127(3) 0.06680(11) -0.11059(17) 0.0405(5) Uani 1 1 d . . . . .
H7A H 0.374088 0.103293 -0.130937 0.049 Uiso 1 1 calc R U . . .
H7B H 0.392233 0.032066 -0.120630 0.049 Uiso 1 1 calc R U . . .
C3 C 0.1356(7) 0.24596(15) 0.0447(2) 0.0796(11) Uani 1 1 d . . . . .
C19 C 0.0374(5) 0.31968(14) -0.2172(2) 0.0620(7) Uani 1 1 d . . . . .
H19 H 0.153318 0.336514 -0.225217 0.074 Uiso 1 1 calc R U . . .
C2 C 0.2474(5) 0.19468(12) 0.03236(19) 0.0568(7) Uani 1 1 d . . . . .
H2 H 0.372752 0.199052 0.023426 0.068 Uiso 1 1 calc R U . . .
C20 C -0.1132(5) 0.35929(14) -0.2071(2) 0.0703(9) Uani 1 1 d . . . . .
H20 H -0.094191 0.401468 -0.208521 0.084 Uiso 1 1 calc R U . . .
C4 C -0.0498(7) 0.2363(2) 0.0572(2) 0.0892(14) Uani 1 1 d . . . . .
C10 C 0.1759(5) -0.02110(14) -0.3029(2) 0.0716(9) Uani 1 1 d . . . . .
H10 H 0.152316 -0.050556 -0.257149 0.086 Uiso 1 1 calc R U . . .
C6 C -0.0203(4) 0.12997(17) 0.0469(2) 0.0635(8) Uani 1 1 d . . . . .
H6 H -0.070998 0.090691 0.046757 0.076 Uiso 1 1 calc R U . . .
C21 C -0.2856(5) 0.33746(15) -0.1953(2) 0.0666(8) Uani 1 1 d . . . . .
H21 H -0.384301 0.363829 -0.187641 0.080 Uiso 1 1 calc R U . . .
C8 C 0.1248(3) 0.05911(10) -0.17877(17) 0.0393(5) Uani 1 1 d . . . . .
H8 H 0.049777 0.027202 -0.152507 0.047 Uiso 1 1 calc R U . . .
C5 C -0.1287(5) 0.1795(2) 0.0599(3) 0.0876(13) Uani 1 1 d . . . . .
H5 H -0.253139 0.174774 0.070307 0.105 Uiso 1 1 calc R U . . .
C15 C -0.1509(3) 0.11837(11) -0.20837(17) 0.0396(5) Uani 1 1 d . . . . .
C13 C 0.2443(5) 0.06456(19) -0.4395(2) 0.0721(9) Uani 1 1 d . . . . .
H13 H 0.268591 0.093711 -0.485599 0.087 Uiso 1 1 calc R U . . .
C9 C 0.1657(3) 0.04033(11) -0.28009(18) 0.0414(5) Uani 1 1 d . . . . .
C11 C 0.2210(6) -0.03918(18) -0.3932(3) 0.0895(13) Uani 1 1 d . . . . .
H11 H 0.229107 -0.080702 -0.407651 0.107 Uiso 1 1 calc R U . . .
C22 C -0.3091(4) 0.27385(13) -0.19527(19) 0.0525(6) Uani 1 1 d . . . . .
C12 C 0.2536(5) 0.0035(2) -0.4613(2) 0.0816(11) Uani 1 1 d . . . . .
H12 H 0.282081 -0.008772 -0.522404 0.098 Uiso 1 1 calc R U . . .
C18 C 0.0194(4) 0.25711(13) -0.21551(18) 0.0494(6) Uani 1 1 d . . . . .
H18 H 0.119923 0.231045 -0.221071 0.059 Uiso 1 1 calc R U . . .
C16 C -0.2798(4) 0.06685(13) -0.2451(2) 0.0550(7) Uani 1 1 d . . . . .
H16A H -0.217475 0.040026 -0.285478 0.082 Uiso 1 1 calc R U . . .
H16B H -0.392056 0.083057 -0.283509 0.082 Uiso 1 1 calc R U . . .
H16C H -0.312921 0.044338 -0.189880 0.082 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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
O2 S1 O1 117.47(15) . . ?
O2 S1 C1 108.54(13) . . ?
O2 S1 C7 106.65(13) . . ?
O1 S1 C1 108.34(14) . . ?
O1 S1 C7 108.39(13) . . ?
C1 S1 C7 106.98(11) . . ?
C15 N1 C8 118.3(2) . . ?
N4 N3 N2 108.6(2) . . ?
N3 N2 C15 119.8(2) . . ?
C17 N2 N3 109.8(2) . . ?
C17 N2 C15 130.28(19) . . ?
N3 N4 C22 108.8(2) . . ?
C2 C1 S1 119.0(2) . . ?
C2 C1 C6 122.5(3) . . ?
C6 C1 S1 118.6(2) . . ?
N2 C17 C22 104.0(2) . . ?
N2 C17 C18 133.9(2) . . ?
C22 C17 C18 122.0(3) . . ?
C13 C14 H14 119.9 . . ?
C9 C14 H14 119.9 . . ?
C9 C14 C13 120.2(3) . . ?
S1 C7 H7A 108.1 . . ?
S1 C7 H7B 108.1 . . ?
H7A C7 H7B 107.3 . . ?
C8 C7 S1 116.68(16) . . ?
C8 C7 H7A 108.1 . . ?
C8 C7 H7B 108.1 . . ?
C2 C3 Cl1 119.6(4) . . ?
C4 C3 Cl1 122.2(3) . . ?
C4 C3 C2 118.2(3) . . ?
C20 C19 H19 118.9 . . ?
C18 C19 H19 118.9 . . ?
C18 C19 C20 122.3(3) . . ?
C1 C2 C3 117.9(3) . . ?
C1 C2 H2 121.1 . . ?
C3 C2 H2 121.1 . . ?
C19 C20 H20 119.2 . . ?
C21 C20 C19 121.6(3) . . ?
C21 C20 H20 119.2 . . ?
F1 C4 C3 119.9(5) . . ?
F1 C4 C5 116.5(5) . . ?
C5 C4 C3 123.5(3) . . ?
C9 C10 H10 119.8 . . ?
C9 C10 C11 120.5(3) . . ?
C11 C10 H10 119.8 . . ?
C1 C6 H6 120.0 . . ?
C5 C6 C1 119.9(4) . . ?
C5 C6 H6 120.0 . . ?
C20 C21 H21 121.3 . . ?
C20 C21 C22 117.4(3) . . ?
C22 C21 H21 121.3 . . ?
N1 C8 C7 107.49(18) . . ?
N1 C8 H8 109.6 . . ?
N1 C8 C9 112.09(18) . . ?
C7 C8 H8 109.6 . . ?
C9 C8 C7 108.31(18) . . ?
C9 C8 H8 109.6 . . ?
C4 C5 H5 121.0 . . ?
C6 C5 C4 118.1(4) . . ?
C6 C5 H5 121.0 . . ?
N1 C15 N2 114.5(2) . . ?
N1 C15 C16 129.7(2) . . ?
N2 C15 C16 115.8(2) . . ?
C14 C13 H13 119.8 . . ?
C12 C13 C14 120.4(3) . . ?
C12 C13 H13 119.8 . . ?
C14 C9 C10 118.8(3) . . ?
C14 C9 C8 121.6(2) . . ?
C10 C9 C8 119.6(2) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 C10 120.3(3) . . ?
C12 C11 H11 119.9 . . ?
N4 C22 C17 108.8(2) . . ?
N4 C22 C21 130.3(3) . . ?
C17 C22 C21 120.8(3) . . ?
C13 C12 H12 120.1 . . ?
C11 C12 C13 119.8(3) . . ?
C11 C12 H12 120.1 . . ?
C17 C18 H18 122.0 . . ?
C19 C18 C17 115.9(3) . . ?
C19 C18 H18 122.0 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
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
Cl1 C3 1.707(4) . ?
S1 O2 1.432(2) . ?
S1 O1 1.434(2) . ?
S1 C1 1.756(2) . ?
S1 C7 1.771(2) . ?
F1 C4 1.342(4) . ?
N1 C8 1.472(3) . ?
N1 C15 1.257(3) . ?
N3 N2 1.372(3) . ?
N3 N4 1.297(4) . ?
N2 C17 1.370(3) . ?
N2 C15 1.429(3) . ?
N4 C22 1.376(4) . ?
C1 C2 1.365(4) . ?
C1 C6 1.389(4) . ?
C17 C22 1.391(3) . ?
C17 C18 1.399(4) . ?
C14 H14 0.9300 . ?
C14 C13 1.383(4) . ?
C14 C9 1.378(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.528(3) . ?
C3 C2 1.400(4) . ?
C3 C4 1.382(7) . ?
C19 H19 0.9300 . ?
C19 C20 1.405(5) . ?
C19 C18 1.371(4) . ?
C2 H2 0.9300 . ?
C20 H20 0.9300 . ?
C20 C21 1.357(5) . ?
C4 C5 1.365(6) . ?
C10 H10 0.9300 . ?
C10 C9 1.379(4) . ?
C10 C11 1.381(5) . ?
C6 H6 0.9300 . ?
C6 C5 1.357(5) . ?
C21 H21 0.9300 . ?
C21 C22 1.397(4) . ?
C8 H8 0.9800 . ?
C8 C9 1.516(3) . ?
C5 H5 0.9300 . ?
C15 C16 1.493(3) . ?
C13 H13 0.9300 . ?
C13 C12 1.367(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.362(6) . ?
C12 H12 0.9300 . ?
C18 H18 0.9300 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
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
Cl1 C3 C2 C1 179.5(2) . . . . ?
Cl1 C3 C4 F1 0.2(4) . . . . ?
Cl1 C3 C4 C5 -178.6(3) . . . . ?
S1 C1 C2 C3 179.49(19) . . . . ?
S1 C1 C6 C5 179.8(2) . . . . ?
S1 C7 C8 N1 71.5(2) . . . . ?
S1 C7 C8 C9 -167.18(16) . . . . ?
F1 C4 C5 C6 179.3(3) . . . . ?
O2 S1 C1 C2 36.4(2) . . . . ?
O2 S1 C1 C6 -144.1(2) . . . . ?
O2 S1 C7 C8 -176.54(17) . . . . ?
O1 S1 C1 C2 165.0(2) . . . . ?
O1 S1 C1 C6 -15.5(2) . . . . ?
O1 S1 C7 C8 56.1(2) . . . . ?
N1 C8 C9 C14 31.7(3) . . . . ?
N1 C8 C9 C10 -150.4(2) . . . . ?
N3 N2 C17 C22 -0.7(3) . . . . ?
N3 N2 C17 C18 -177.4(3) . . . . ?
N3 N2 C15 N1 -155.0(2) . . . . ?
N3 N2 C15 C16 26.7(3) . . . . ?
N3 N4 C22 C17 -0.6(3) . . . . ?
N3 N4 C22 C21 177.4(3) . . . . ?
N2 N3 N4 C22 0.1(3) . . . . ?
N2 C17 C22 N4 0.8(3) . . . . ?
N2 C17 C22 C21 -177.4(2) . . . . ?
N2 C17 C18 C19 175.3(3) . . . . ?
N4 N3 N2 C17 0.4(3) . . . . ?
N4 N3 N2 C15 176.0(2) . . . . ?
C1 S1 C7 C8 -60.5(2) . . . . ?
C1 C6 C5 C4 1.6(5) . . . . ?
C17 N2 C15 N1 19.6(3) . . . . ?
C17 N2 C15 C16 -158.7(2) . . . . ?
C14 C13 C12 C11 -1.1(5) . . . . ?
C7 S1 C1 C2 -78.3(2) . . . . ?
C7 S1 C1 C6 101.1(2) . . . . ?
C7 C8 C9 C14 -86.7(3) . . . . ?
C7 C8 C9 C10 91.2(3) . . . . ?
C3 C4 C5 C6 -1.8(5) . . . . ?
C19 C20 C21 C22 -1.1(5) . . . . ?
C2 C1 C6 C5 -0.7(4) . . . . ?
C2 C3 C4 F1 -180.0(3) . . . . ?
C2 C3 C4 C5 1.2(5) . . . . ?
C20 C19 C18 C17 1.1(4) . . . . ?
C20 C21 C22 N4 -176.6(3) . . . . ?
C20 C21 C22 C17 1.2(4) . . . . ?
C4 C3 C2 C1 -0.3(4) . . . . ?
C10 C11 C12 C13 0.9(6) . . . . ?
C6 C1 C2 C3 0.1(4) . . . . ?
C8 N1 C15 N2 178.44(19) . . . . ?
C8 N1 C15 C16 -3.5(4) . . . . ?
C15 N1 C8 C7 -159.9(2) . . . . ?
C15 N1 C8 C9 81.2(3) . . . . ?
C15 N2 C17 C22 -175.7(2) . . . . ?
C15 N2 C17 C18 7.6(4) . . . . ?
C13 C14 C9 C10 -0.9(4) . . . . ?
C13 C14 C9 C8 177.1(3) . . . . ?
C9 C14 C13 C12 1.0(5) . . . . ?
C9 C10 C11 C12 -0.8(6) . . . . ?
C11 C10 C9 C14 0.8(5) . . . . ?
C11 C10 C9 C8 -177.2(3) . . . . ?
C22 C17 C18 C19 -0.9(4) . . . . ?
C18 C17 C22 N4 178.0(2) . . . . ?
C18 C17 C22 C21 -0.3(4) . . . . ?
C18 C19 C20 C21 -0.1(5) . . . . ?
