#------------------------------------------------------------------------------
#$Date: 2022-09-22 12:06:47 +0300 (Thu, 22 Sep 2022) $
#$Revision: 278072 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/58/8105829.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_8105829
loop_
_publ_author_name
'Chen, Lianqing'
'Wu, Zhongda'
_publ_section_title
;
 Synthesis and crystal structure of
 1-(2,6-dichloro-4-trifluoromethyl-phenyl)-5-(3-methoxy-benzylamino)-4-trifluoromethanesulfinyl-1H-pyrazole-3-carbonitrile,
 C20H12N4Cl2F6O2S
;
_journal_issue                   4
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              715
_journal_page_last               717
_journal_paper_doi               10.1515/ncrs-2019-0065
_journal_volume                  234
_journal_year                    2019
_chemical_formula_moiety         'C20 H12 Cl2 F6 N4 O2 S'
_chemical_formula_sum            'C20 H12 Cl2 F6 N4 O2 S'
_chemical_formula_weight         557.30
_chemical_name_systematic
;
1-(2,6-Dichloro-4-trifluoromethyl-phenyl)-5-(3-methoxy-benzylamino)-4-
trifluoromethanesulfinyl-1H-pyrazole-3-carbonitrile
;
_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     direct
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                106.287(4)
_cell_angle_beta                 105.505(4)
_cell_angle_gamma                101.592(4)
_cell_formula_units_Z            2
_cell_length_a                   8.581(3)
_cell_length_b                   10.967(4)
_cell_length_c                   13.802(5)
_cell_measurement_reflns_used    3744
_cell_measurement_temperature    173
_cell_measurement_theta_max      27.327
_cell_measurement_theta_min      2.536
_cell_volume                     1146.7(7)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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      173
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.924
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0472
_diffrn_reflns_av_unetI/netI     0.0665
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.924
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            8996
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.924
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.451
_diffrn_reflns_theta_min         2.107
_exptl_absorpt_coefficient_mu    0.450
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.614
_exptl_crystal_density_meas      .
_exptl_crystal_description       block
_exptl_crystal_F_000             560
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.685
_refine_diff_density_min         -0.518
_refine_diff_density_rms         0.083
_refine_ls_abs_structure_details
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     348
_refine_ls_number_reflns         4840
_refine_ls_number_restraints     50
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0618
_refine_ls_R_factor_gt           0.0500
_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)+(0.0831P)²+0.0204P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1341
_refine_ls_wR_factor_ref         0.1426
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3883
_reflns_number_total             4840
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2019-0065_suppl.cif
_cod_data_source_block           exp_1115
_cod_database_code               8105829
_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.
;
_olex2_refinement_description
;
#==============================================================================
# In the abstract of the paper_refine_ls_wR_factor_ref and 
# _refine_ls_wR_factor_gt will be given. 
#==============================================================================
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 F6A-F4A
 2.1 with sigma of 0.02
 F6A-F5A
 2.1 with sigma of 0.02
3. Rigid bond restraints
 C19, F4, F5, F6, F4A, F5A, F6A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
Uanis(F5) \\sim Ueq, Uanis(F6A) \\sim Ueq, Uanis(F4) \\sim Ueq, Uanis(F4A)
\\sim Ueq, Uanis(F6) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms
of 0.01
Uanis(F5A) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.001
5. Others
 Sof(F4A)=Sof(F5A)=Sof(F6A)=1-FVAR(1)
 Sof(F4)=Sof(F5)=Sof(F6)=FVAR(1)
6.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B)
6.b Aromatic/amide H refined with riding coordinates:
 C9(H9), C12(H12), C13(H13), C14(H14), C17(H17), C20(H20)
6.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C)
;
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
Cl1 Cl 0.42976(7) 0.64428(6) 0.46938(5) 0.02837(17) Uani 1 1 d . . . . .
Cl2 Cl 0.12755(8) 0.22127(6) 0.10049(5) 0.03224(18) Uani 1 1 d . . . . .
S1 S 0.58199(7) 0.67201(6) 0.09013(5) 0.02390(17) Uani 1 1 d . . . . .
F1 F 0.6659(2) 0.88764(15) 0.26399(13) 0.0397(4) Uani 1 1 d . . . . .
F2 F 0.86959(19) 0.80324(16) 0.25479(15) 0.0467(5) Uani 1 1 d . . . . .
F3 F 0.7904(2) 0.90945(17) 0.15035(16) 0.0573(5) Uani 1 1 d . . . . .
O1 O 0.6947(2) 0.60694(18) 0.04333(14) 0.0314(4) Uani 1 1 d . . . . .
O2 O 0.3537(2) 1.07381(17) 0.40044(15) 0.0345(4) Uani 1 1 d . . . . .
N1 N 0.3930(2) 0.47616(18) 0.25036(16) 0.0212(4) Uani 1 1 d . . . . .
N2 N 0.5489(2) 0.4542(2) 0.27234(17) 0.0253(5) Uani 1 1 d . . . . .
N3 N 0.2240(2) 0.57975(19) 0.15852(17) 0.0219(4) Uani 1 1 d . . . . .
H3 H 0.146(4) 0.549(3) 0.177(2) 0.026 Uiso 1 1 d R . . . .
N4 N 0.9221(3) 0.5047(3) 0.2248(2) 0.0387(6) Uani 1 1 d . . . . .
C1 C 0.2862(3) 0.4873(2) 0.3982(2) 0.0228(5) Uani 1 1 d . . . . .
C2 C 0.2757(3) 0.4200(2) 0.29383(19) 0.0212(5) Uani 1 1 d . . . . .
C3 C 0.6278(3) 0.5235(2) 0.2263(2) 0.0231(5) Uani 1 1 d . . . . .
C4 C 0.5278(3) 0.5920(2) 0.17467(19) 0.0220(5) Uani 1 1 d . . . . .
C5 C 0.7361(3) 0.8270(2) 0.1972(2) 0.0317(6) Uani 1 1 d . . . . .
C6 C 0.3725(3) 0.5558(2) 0.18978(18) 0.0200(5) Uani 1 1 d . . . . .
C7 C 0.1827(3) 0.6551(2) 0.0879(2) 0.0250(5) Uani 1 1 d . . . . .
H7A H 0.0581 0.6362 0.0597 0.030 Uiso 1 1 calc R . . . .
H7B H 0.2202 0.6240 0.0259 0.030 Uiso 1 1 calc R . . . .
C8 C 0.2637(3) 0.8046(2) 0.1430(2) 0.0236(5) Uani 1 1 d . . . . .
C9 C 0.2717(3) 0.8661(2) 0.2480(2) 0.0252(5) Uani 1 1 d . . . . .
H9 H 0.2302 0.8143 0.2857 0.030 Uiso 1 1 calc R . . . .
C10 C 0.3409(3) 1.0042(2) 0.2981(2) 0.0278(5) Uani 1 1 d . . . . .
C11 C 0.2849(4) 1.0000(3) 0.4585(2) 0.0374(6) Uani 1 1 d . . . . .
H11A H 0.1631 0.9574 0.4201 0.056 Uiso 1 1 calc GR . . . .
H11B H 0.3036 1.0605 0.5307 0.056 Uiso 1 1 calc GR . . . .
H11C H 0.3413 0.9316 0.4642 0.056 Uiso 1 1 calc GR . . . .
C12 C 0.4030(3) 1.0798(2) 0.2425(2) 0.0327(6) Uani 1 1 d . . . . .
H12 H 0.4516 1.1735 0.2764 0.039 Uiso 1 1 calc R . . . .
C13 C 0.3935(4) 1.0181(3) 0.1386(2) 0.0348(6) Uani 1 1 d . . . . .
H13 H 0.4351 1.0699 0.1010 0.042 Uiso 1 1 calc R . . . .
C14 C 0.3236(3) 0.8806(3) 0.0878(2) 0.0297(6) Uani 1 1 d . . . . .
H14 H 0.3169 0.8391 0.0158 0.036 Uiso 1 1 calc R . . . .
C15 C 0.7929(3) 0.5144(3) 0.2259(2) 0.0285(5) Uani 1 1 d . . . . .
C16 C 0.1529(3) 0.2977(2) 0.2339(2) 0.0241(5) Uani 1 1 d . . . . .
C17 C 0.0494(3) 0.2382(2) 0.2801(2) 0.0274(5) Uani 1 1 d . . . . .
H17 H -0.0324 0.1536 0.2400 0.033 Uiso 1 1 calc R . . . .
C18 C 0.0677(3) 0.3046(2) 0.3860(2) 0.0266(5) Uani 1 1 d . . . . .
C19 C -0.0419(4) 0.2381(3) 0.4364(3) 0.0392(7) Uani 1 1 d . U . . .
C20 C 0.1832(3) 0.4296(2) 0.4452(2) 0.0251(5) Uani 1 1 d . . . . .
H20 H 0.1915 0.4749 0.5169 0.030 Uiso 1 1 calc R . . . .
F4 F -0.0202(4) 0.3086(3) 0.5348(2) 0.0628(11) Uani 0.826(5) 1 d . U P A 1
F5 F -0.0321(5) 0.1164(3) 0.4271(3) 0.0682(10) Uani 0.826(5) 1 d . U P A 1
F6 F -0.2091(3) 0.2166(3) 0.3821(3) 0.0687(10) Uani 0.826(5) 1 d . U P A 1
F4A F -0.135(2) 0.2866(16) 0.4619(16) 0.073(4) Uani 0.174(5) 1 d D U P A 2
F5A F -0.1058(18) 0.1210(16) 0.3930(11) 0.058(4) Uani 0.174(5) 1 d D U P A 2
F6A F 0.0812(14) 0.2373(13) 0.5368(9) 0.060(4) Uani 0.174(5) 1 d D U 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 0.0030 0.0020 '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 0.1480 0.1590 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0170 0.0100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1250 0.1230 '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
O1 S1 C4 107.48(11) . .
O1 S1 C5 102.07(12) . .
C4 S1 C5 97.29(12) . .
C10 O2 C11 117.4(2) . .
N2 N1 C2 118.60(18) . .
C6 N1 N2 113.71(18) . .
C6 N1 C2 127.65(18) . .
C3 N2 N1 103.46(18) . .
C6 N3 H3 120.3(19) . .
C6 N3 C7 124.9(2) . .
C7 N3 H3 114.7(19) . .
C2 C1 Cl1 119.56(18) . .
C20 C1 Cl1 119.98(19) . .
C20 C1 C2 120.5(2) . .
C1 C2 N1 119.5(2) . .
C1 C2 C16 119.7(2) . .
C16 C2 N1 120.8(2) . .
N2 C3 C4 113.2(2) . .
N2 C3 C15 118.5(2) . .
C4 C3 C15 128.1(2) . .
C3 C4 S1 124.55(18) . .
C6 C4 S1 129.71(18) . .
C6 C4 C3 104.5(2) . .
F1 C5 S1 111.84(18) . .
F1 C5 F3 108.5(2) . .
F2 C5 S1 111.86(17) . .
F2 C5 F1 108.2(2) . .
F2 C5 F3 108.1(2) . .
F3 C5 S1 108.26(19) . .
N1 C6 C4 105.04(19) . .
N3 C6 N1 119.7(2) . .
N3 C6 C4 135.2(2) . .
N3 C7 H7A 108.8 . .
N3 C7 H7B 108.8 . .
N3 C7 C8 113.7(2) . .
H7A C7 H7B 107.7 . .
C8 C7 H7A 108.8 . .
C8 C7 H7B 108.8 . .
C9 C8 C7 119.6(2) . .
C14 C8 C7 120.4(2) . .
C14 C8 C9 120.0(2) . .
C8 C9 H9 120.0 . .
C8 C9 C10 120.0(2) . .
C10 C9 H9 120.0 . .
O2 C10 C9 124.4(2) . .
O2 C10 C12 115.9(2) . .
C9 C10 C12 119.7(2) . .
O2 C11 H11A 109.5 . .
O2 C11 H11B 109.5 . .
O2 C11 H11C 109.5 . .
H11A C11 H11B 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
C10 C12 H12 120.1 . .
C13 C12 C10 119.8(2) . .
C13 C12 H12 120.1 . .
C12 C13 H13 119.6 . .
C12 C13 C14 120.9(3) . .
C14 C13 H13 119.6 . .
C8 C14 C13 119.6(3) . .
C8 C14 H14 120.2 . .
C13 C14 H14 120.2 . .
N4 C15 C3 178.7(3) . .
C2 C16 Cl2 119.59(19) . .
C17 C16 Cl2 120.01(19) . .
C17 C16 C2 120.4(2) . .
C16 C17 H17 120.6 . .
C18 C17 C16 118.8(2) . .
C18 C17 H17 120.6 . .
C17 C18 C19 118.4(2) . .
C20 C18 C17 121.6(2) . .
C20 C18 C19 119.9(2) . .
C18 C19 F6A 104.5(4) . .
F4 C19 C18 114.5(2) . .
F4 C19 F5 111.8(3) . .
F4 C19 F6 103.8(3) . .
F5 C19 C18 112.1(2) . .
F5 C19 F6 103.1(3) . .
F6 C19 C18 110.5(3) . .
F4A C19 C18 118.2(7) . .
F4A C19 F5A 110.3(12) . .
F4A C19 F6A 106.6(10) . .
F5A C19 C18 116.3(8) . .
F5A C19 F6A 98.2(8) . .
C1 C20 C18 118.9(2) . .
C1 C20 H20 120.6 . .
C18 C20 H20 120.6 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cl1 C1 1.731(2) .
Cl2 C16 1.728(3) .
S1 O1 1.4879(18) .
S1 C4 1.746(2) .
S1 C5 1.862(3) .
F1 C5 1.330(3) .
F2 C5 1.327(3) .
F3 C5 1.331(3) .
O2 C10 1.368(3) .
O2 C11 1.439(3) .
N1 N2 1.377(3) .
N1 C2 1.426(3) .
N1 C6 1.373(3) .
N2 C3 1.317(3) .
N3 H3 0.82(3) .
N3 C6 1.336(3) .
N3 C7 1.464(3) .
N4 C15 1.139(3) .
C1 C2 1.391(3) .
C1 C20 1.385(3) .
C2 C16 1.391(3) .
C3 C4 1.428(3) .
C3 C15 1.442(3) .
C4 C6 1.399(3) .
C7 H7A 0.9900 .
C7 H7B 0.9900 .
C7 C8 1.519(3) .
C8 C9 1.393(3) .
C8 C14 1.391(3) .
C9 H9 0.9500 .
C9 C10 1.398(3) .
C10 C12 1.399(4) .
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C11 H11C 0.9800 .
C12 H12 0.9500 .
C12 C13 1.375(4) .
C13 H13 0.9500 .
C13 C14 1.394(4) .
C14 H14 0.9500 .
C16 C17 1.388(3) .
C17 H17 0.9500 .
C17 C18 1.388(4) .
C18 C19 1.503(4) .
C18 C20 1.387(3) .
C19 F4 1.302(4) .
C19 F5 1.326(4) .
C19 F6 1.366(4) .
C19 F4A 1.125(12) .
C19 F5A 1.191(15) .
C19 F6A 1.505(11) .
C20 H20 0.9500 .
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
Cl1 C1 C2 N1 5.3(3) . . . .
Cl1 C1 C2 C16 -175.79(17) . . . .
Cl1 C1 C20 C18 179.15(17) . . . .
Cl2 C16 C17 C18 -177.23(17) . . . .
S1 C4 C6 N1 169.83(18) . . . .
S1 C4 C6 N3 -9.0(4) . . . .
O1 S1 C4 C3 25.5(2) . . . .
O1 S1 C4 C6 -139.9(2) . . . .
O1 S1 C5 F1 -167.16(18) . . . .
O1 S1 C5 F2 -45.7(2) . . . .
O1 S1 C5 F3 73.4(2) . . . .
O2 C10 C12 C13 -179.2(2) . . . .
N1 N2 C3 C4 0.4(3) . . . .
N1 N2 C3 C15 -175.0(2) . . . .
N1 C2 C16 Cl2 -6.9(3) . . . .
N1 C2 C16 C17 174.1(2) . . . .
N2 N1 C2 C1 84.2(3) . . . .
N2 N1 C2 C16 -94.7(3) . . . .
N2 N1 C6 N3 176.8(2) . . . .
N2 N1 C6 C4 -2.2(3) . . . .
N2 C3 C4 S1 -170.13(18) . . . .
N2 C3 C4 C6 -1.7(3) . . . .
N3 C7 C8 C9 -40.0(3) . . . .
N3 C7 C8 C14 142.5(2) . . . .
C1 C2 C16 Cl2 174.23(16) . . . .
C1 C2 C16 C17 -4.7(3) . . . .
C2 N1 N2 C3 -176.9(2) . . . .
C2 N1 C6 N3 -5.3(4) . . . .
C2 N1 C6 C4 175.6(2) . . . .
C2 C1 C20 C18 -1.0(3) . . . .
C2 C16 C17 C18 1.7(3) . . . .
C3 C4 C6 N1 2.2(2) . . . .
C3 C4 C6 N3 -176.6(3) . . . .
C4 S1 C5 F1 -57.5(2) . . . .
C4 S1 C5 F2 64.0(2) . . . .
C4 S1 C5 F3 -176.90(18) . . . .
C5 S1 C4 C3 -79.6(2) . . . .
C5 S1 C4 C6 115.0(2) . . . .
C6 N1 N2 C3 1.2(3) . . . .
C6 N1 C2 C1 -93.6(3) . . . .
C6 N1 C2 C16 87.6(3) . . . .
C6 N3 C7 C8 -75.4(3) . . . .
C7 N3 C6 N1 -175.6(2) . . . .
C7 N3 C6 C4 3.1(4) . . . .
C7 C8 C9 C10 -177.9(2) . . . .
C7 C8 C14 C13 178.3(2) . . . .
C8 C9 C10 O2 179.7(2) . . . .
C8 C9 C10 C12 -0.5(3) . . . .
C9 C8 C14 C13 0.8(4) . . . .
C9 C10 C12 C13 0.9(4) . . . .
C10 C12 C13 C14 -0.4(4) . . . .
C11 O2 C10 C9 -2.6(3) . . . .
C11 O2 C10 C12 177.6(2) . . . .
C12 C13 C14 C8 -0.4(4) . . . .
C14 C8 C9 C10 -0.4(3) . . . .
C15 C3 C4 S1 4.7(4) . . . .
C15 C3 C4 C6 173.1(2) . . . .
C16 C17 C18 C19 -178.6(2) . . . .
C16 C17 C18 C20 1.7(3) . . . .
C17 C18 C19 F4 -178.1(3) . . . .
C17 C18 C19 F5 53.1(4) . . . .
C17 C18 C19 F6 -61.4(3) . . . .
C17 C18 C19 F4A -116.2(12) . . . .
C17 C18 C19 F5A 18.5(9) . . . .
C17 C18 C19 F6A 125.5(6) . . . .
C17 C18 C20 C1 -2.1(3) . . . .
C19 C18 C20 C1 178.2(2) . . . .
C20 C1 C2 N1 -174.5(2) . . . .
C20 C1 C2 C16 4.4(3) . . . .
C20 C18 C19 F4 1.6(4) . . . .
C20 C18 C19 F5 -127.2(3) . . . .
C20 C18 C19 F6 118.4(3) . . . .
C20 C18 C19 F4A 63.6(13) . . . .
C20 C18 C19 F5A -161.8(9) . . . .
C20 C18 C19 F6A -54.8(7) . . . .
