#------------------------------------------------------------------------------
#$Date: 2020-08-06 16:01:46 +0300 (Thu, 06 Aug 2020) $
#$Revision: 254902 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/66/7126669.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_7126669
loop_
_publ_author_name
'Arhangelskis, Mihails'
'Topić, Filip'
'Hindle, Poppy'
'Tran, Ricky'
'Morris, Andrew J.'
'Cinčić, Dominik'
'Friščić, Tomislav'
_publ_section_title
;
 Mechanochemical reactions of cocrystals: comparing theory with experiment
 in the making and breaking of halogen bonds in the solid state.
;
_journal_issue                   59
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              8293
_journal_page_last               8296
_journal_paper_doi               10.1039/d0cc02935a
_journal_volume                  56
_journal_year                    2020
_chemical_formula_moiety         '2(C6 F4 I2), C6 H12 N2'
_chemical_formula_sum            'C18 H12 F8 I4 N2'
_chemical_formula_weight         915.90
_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   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2020-03-15 deposited with the CCDC.	2020-06-10 downloaded from the CCDC.
;
_cell_angle_alpha                94.235(2)
_cell_angle_beta                 102.514(2)
_cell_angle_gamma                102.883(2)
_cell_formula_units_Z            2
_cell_length_a                   7.5107(5)
_cell_length_b                   12.8506(8)
_cell_length_c                   13.4853(9)
_cell_measurement_reflns_used    9914
_cell_measurement_temperature    253.0(1)
_cell_measurement_theta_max      31.88
_cell_measurement_theta_min      2.40
_cell_volume                     1228.41(14)
_computing_cell_refinement       'Bruker APEX3'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker APEX3'
_computing_publication_material
'OLEX2 (Dolomanov et al., 2009) & WinGX (Farrugia, 2012)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT-2014/5 (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      253.0(1)
_diffrn_detector                 CMOS
_diffrn_detector_area_resol_mean 10.24
_diffrn_detector_type            'PHOTON 100'
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.916
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'Bruker D8 Venture, Dual, Cu at zero, PHOTON 100'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0428
_diffrn_reflns_av_unetI/netI     0.0370
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.916
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            50538
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.916
_diffrn_reflns_theta_full        25.250
_diffrn_reflns_theta_max         34.771
_diffrn_reflns_theta_min         3.089
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Incoatec Microfocus X-ray Source I\mS (Mo)'
_exptl_absorpt_coefficient_mu    5.143
_exptl_absorpt_correction_T_max  0.4792
_exptl_absorpt_correction_T_min  0.0749
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Krause, Herbst-Irmer, Sheldrick & Stalke, 2015)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.476
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             836
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: ethanol/water'
_exptl_crystal_size_max          0.873
_exptl_crystal_size_mid          0.358
_exptl_crystal_size_min          0.202
_refine_diff_density_max         1.455
_refine_diff_density_min         -1.121
_refine_diff_density_rms         0.119
_refine_ls_extinction_coef       0.0230(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick, 2015)'
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     363
_refine_ls_number_reflns         9734
_refine_ls_number_restraints     501
_refine_ls_restrained_S_all      1.008
_refine_ls_R_factor_all          0.0658
_refine_ls_R_factor_gt           0.0380
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0266P)²+1.6074P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0769
_refine_ls_wR_factor_ref         0.0862
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6950
_reflns_number_total             9734
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0cc02935a2.cif
_cod_data_source_block           dabco_12tfib_1-2_253K
_cod_depositor_comments
'Adding full bibliography for 7126668--7126671.cif.'
_cod_database_code               7126669
_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.
;
_shelx_estimated_absorpt_t_min   0.094
_shelx_estimated_absorpt_t_max   0.423
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
C1S C 0.4389(4) 0.2257(2) 0.2629(3) 0.0396(6) Uani 1 1 d . . . . .
C2S C 0.4489(4) 0.2149(3) 0.3665(3) 0.0426(6) Uani 1 1 d . . . . .
C3S C 0.3918(5) 0.1128(3) 0.3938(3) 0.0483(7) Uani 1 1 d . . . . .
C4S C 0.3262(5) 0.0244(3) 0.3226(3) 0.0499(8) Uani 1 1 d . . . . .
C5S C 0.3173(5) 0.0336(3) 0.2218(3) 0.0473(7) Uani 1 1 d . . . . .
C6S C 0.3730(5) 0.1338(3) 0.1927(3) 0.0448(7) Uani 1 1 d . . . . .
F1S F 0.3991(4) 0.0990(2) 0.49218(18) 0.0708(6) Uani 1 1 d . . . . .
F2S F 0.2684(4) -0.07445(18) 0.3502(2) 0.0754(7) Uani 1 1 d . . . . .
F3S F 0.2540(4) -0.05380(17) 0.1520(2) 0.0699(6) Uani 1 1 d . . . . .
F4S F 0.3615(4) 0.13926(19) 0.09285(17) 0.0698(6) Uani 1 1 d . . . . .
I1S I 0.51549(3) 0.37608(2) 0.21026(2) 0.04945(7) Uani 1 1 d . . . . .
I2S I 0.55145(5) 0.34429(2) 0.48118(2) 0.07121(10) Uani 1 1 d . . . . .
C1T C 0.9089(4) 1.1842(2) 0.2264(3) 0.0413(6) Uani 1 1 d . . . . .
C2T C 0.9581(4) 1.2347(2) 0.3270(3) 0.0424(6) Uani 1 1 d . . . . .
C3T C 1.0287(4) 1.3455(3) 0.3461(3) 0.0507(8) Uani 1 1 d . . . . .
C4T C 1.0508(5) 1.4056(3) 0.2684(4) 0.0565(9) Uani 1 1 d . . . . .
C5T C 1.0032(5) 1.3580(3) 0.1707(3) 0.0551(9) Uani 1 1 d . . . . .
C6T C 0.9324(5) 1.2477(3) 0.1497(3) 0.0474(7) Uani 1 1 d . . . . .
F1T F 1.0749(4) 1.3969(2) 0.4426(2) 0.0769(7) Uani 1 1 d . . . . .
F2T F 1.1206(4) 1.51323(17) 0.2898(3) 0.0855(8) Uani 1 1 d . . . . .
F3T F 1.0224(4) 1.4173(2) 0.0940(2) 0.0817(8) Uani 1 1 d . . . . .
F4T F 0.8881(4) 1.2037(2) 0.05176(18) 0.0692(6) Uani 1 1 d . . . . .
I1T I 0.80568(3) 1.01583(2) 0.18743(2) 0.05078(8) Uani 1 1 d . . . . .
I2T I 0.93151(4) 1.15030(2) 0.45106(2) 0.06469(9) Uani 1 1 d . . . . .
C1A C 0.752(2) 0.6178(11) 0.1065(9) 0.057(2) Uani 0.53(2) 1 d D U P A 1
H1A1 H 0.689340 0.582187 0.037839 0.068 Uiso 0.53(2) 1 calc R U P A 1
H1A2 H 0.864150 0.592383 0.129498 0.068 Uiso 0.53(2) 1 calc R U P A 1
C2A C 0.8070(19) 0.7403(11) 0.1047(10) 0.051(2) Uani 0.53(2) 1 d D U P A 1
H2A1 H 0.941851 0.767247 0.130757 0.062 Uiso 0.53(2) 1 calc R U P A 1
H2A2 H 0.774070 0.756148 0.034768 0.062 Uiso 0.53(2) 1 calc R U P A 1
C3A C 0.4562(14) 0.6269(10) 0.1366(13) 0.067(3) Uani 0.53(2) 1 d D U P A 1
H3A1 H 0.371960 0.611027 0.181734 0.080 Uiso 0.53(2) 1 calc R U P A 1
H3A2 H 0.391989 0.588522 0.069140 0.080 Uiso 0.53(2) 1 calc R U P A 1
C4A C 0.5050(17) 0.7484(10) 0.1303(12) 0.058(3) Uani 0.53(2) 1 d D U P A 1
H4A1 H 0.465582 0.761291 0.059845 0.070 Uiso 0.53(2) 1 calc R U P A 1
H4A2 H 0.438294 0.783620 0.171018 0.070 Uiso 0.53(2) 1 calc R U P A 1
C5A C 0.721(2) 0.6486(7) 0.2767(6) 0.063(2) Uani 0.53(2) 1 d D U P A 1
H5A1 H 0.836796 0.627113 0.301599 0.076 Uiso 0.53(2) 1 calc R U P A 1
H5A2 H 0.641122 0.630152 0.323714 0.076 Uiso 0.53(2) 1 calc R U P A 1
C6A C 0.766(2) 0.7707(7) 0.2739(6) 0.059(2) Uani 0.53(2) 1 d D U P A 1
H6A1 H 0.699326 0.803452 0.316779 0.071 Uiso 0.53(2) 1 calc R U P A 1
H6A2 H 0.899477 0.801347 0.300487 0.071 Uiso 0.53(2) 1 calc R U P A 1
N1A N 0.6260(15) 0.5904(8) 0.1750(8) 0.053(2) Uani 0.53(2) 1 d D U P A 1
N2A N 0.7080(17) 0.7936(8) 0.1681(8) 0.048(2) Uani 0.53(2) 1 d D U P A 1
C1A' C 0.7737(19) 0.6277(12) 0.1312(13) 0.061(3) Uani 0.47(2) 1 d D U P A 2
H1A3 H 0.758076 0.591312 0.063115 0.073 Uiso 0.47(2) 1 calc R U P A 2
H1A4 H 0.876985 0.608600 0.176774 0.073 Uiso 0.47(2) 1 calc R U P A 2
C2A' C 0.821(2) 0.7502(13) 0.1290(13) 0.056(3) Uani 0.47(2) 1 d D U P A 2
H2A3 H 0.946284 0.782398 0.171174 0.067 Uiso 0.47(2) 1 calc R U P A 2
H2A4 H 0.818785 0.765441 0.059399 0.067 Uiso 0.47(2) 1 calc R U P A 2
C3A' C 0.4487(15) 0.6255(10) 0.0996(9) 0.054(2) Uani 0.47(2) 1 d D U P A 2
H3A3 H 0.334153 0.603096 0.122890 0.065 Uiso 0.47(2) 1 calc R U P A 2
H3A4 H 0.426611 0.590647 0.030271 0.065 Uiso 0.47(2) 1 calc R U P A 2
C4A' C 0.4962(18) 0.7480(10) 0.1000(10) 0.050(2) Uani 0.47(2) 1 d D U P A 2
H4A3 H 0.494828 0.764995 0.030974 0.059 Uiso 0.47(2) 1 calc R U P A 2
H4A4 H 0.402373 0.777462 0.123729 0.059 Uiso 0.47(2) 1 calc R U P A 2
C5A' C 0.630(3) 0.6462(9) 0.2696(7) 0.068(3) Uani 0.47(2) 1 d D U P A 2
H5A3 H 0.730173 0.624910 0.315612 0.082 Uiso 0.47(2) 1 calc R U P A 2
H5A4 H 0.515961 0.624542 0.293518 0.082 Uiso 0.47(2) 1 calc R U P A 2
C6A' C 0.681(3) 0.7688(8) 0.2709(7) 0.067(3) Uani 0.47(2) 1 d D U P A 2
H6A3 H 0.590191 0.799211 0.296609 0.080 Uiso 0.47(2) 1 calc R U P A 2
H6A4 H 0.804138 0.799287 0.316397 0.080 Uiso 0.47(2) 1 calc R U P A 2
N1A' N 0.6011(17) 0.5919(8) 0.1660(8) 0.052(2) Uani 0.47(2) 1 d D U P A 2
N2A' N 0.6829(19) 0.7966(9) 0.1675(8) 0.049(2) Uani 0.47(2) 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 0.0033 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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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'
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
C6S C1S C2S 118.2(3) . . ?
C6S C1S I1S 119.1(2) . . ?
C2S C1S I1S 122.7(2) . . ?
C3S C2S C1S 118.7(3) . . ?
C3S C2S I2S 118.5(3) . . ?
C1S C2S I2S 122.8(2) . . ?
F1S C3S C4S 117.9(3) . . ?
F1S C3S C2S 120.6(3) . . ?
C4S C3S C2S 121.5(3) . . ?
F2S C4S C3S 120.9(3) . . ?
F2S C4S C5S 118.7(3) . . ?
C3S C4S C5S 120.4(3) . . ?
F3S C5S C4S 120.3(3) . . ?
F3S C5S C6S 120.5(3) . . ?
C4S C5S C6S 119.2(3) . . ?
F4S C6S C5S 117.3(3) . . ?
F4S C6S C1S 120.7(3) . . ?
C5S C6S C1S 121.9(3) . . ?
C6T C1T C2T 118.0(3) . . ?
C6T C1T I1T 119.1(2) . . ?
C2T C1T I1T 122.9(2) . . ?
C3T C2T C1T 119.2(3) . . ?
C3T C2T I2T 118.2(3) . . ?
C1T C2T I2T 122.6(2) . . ?
F1T C3T C4T 118.2(3) . . ?
F1T C3T C2T 120.6(4) . . ?
C4T C3T C2T 121.2(3) . . ?
C5T C4T F2T 120.1(4) . . ?
C5T C4T C3T 120.3(3) . . ?
F2T C4T C3T 119.6(4) . . ?
F3T C5T C4T 120.3(3) . . ?
F3T C5T C6T 120.1(4) . . ?
C4T C5T C6T 119.6(3) . . ?
F4T C6T C1T 120.6(3) . . ?
F4T C6T C5T 117.6(3) . . ?
C1T C6T C5T 121.8(3) . . ?
N1A C1A C2A 110.9(6) . . ?
N1A C1A H1A1 109.5 . . ?
C2A C1A H1A1 109.5 . . ?
N1A C1A H1A2 109.5 . . ?
C2A C1A H1A2 109.5 . . ?
H1A1 C1A H1A2 108.1 . . ?
N2A C2A C1A 109.7(6) . . ?
N2A C2A H2A1 109.7 . . ?
C1A C2A H2A1 109.7 . . ?
N2A C2A H2A2 109.7 . . ?
C1A C2A H2A2 109.7 . . ?
H2A1 C2A H2A2 108.2 . . ?
N1A C3A C4A 110.8(6) . . ?
N1A C3A H3A1 109.5 . . ?
C4A C3A H3A1 109.5 . . ?
N1A C3A H3A2 109.5 . . ?
C4A C3A H3A2 109.5 . . ?
H3A1 C3A H3A2 108.1 . . ?
N2A C4A C3A 110.2(6) . . ?
N2A C4A H4A1 109.6 . . ?
C3A C4A H4A1 109.6 . . ?
N2A C4A H4A2 109.6 . . ?
C3A C4A H4A2 109.6 . . ?
H4A1 C4A H4A2 108.1 . . ?
N1A C5A C6A 111.1(6) . . ?
N1A C5A H5A1 109.4 . . ?
C6A C5A H5A1 109.4 . . ?
N1A C5A H5A2 109.4 . . ?
C6A C5A H5A2 109.4 . . ?
H5A1 C5A H5A2 108.0 . . ?
N2A C6A C5A 109.8(5) . . ?
N2A C6A H6A1 109.7 . . ?
C5A C6A H6A1 109.7 . . ?
N2A C6A H6A2 109.7 . . ?
C5A C6A H6A2 109.7 . . ?
H6A1 C6A H6A2 108.2 . . ?
C3A N1A C5A 108.9(7) . . ?
C3A N1A C1A 108.0(7) . . ?
C5A N1A C1A 108.1(6) . . ?
C4A N2A C6A 108.7(6) . . ?
C4A N2A C2A 108.9(7) . . ?
C6A N2A C2A 108.3(6) . . ?
N1A' C1A' C2A' 111.0(6) . . ?
N1A' C1A' H1A3 109.4 . . ?
C2A' C1A' H1A3 109.4 . . ?
N1A' C1A' H1A4 109.4 . . ?
C2A' C1A' H1A4 109.4 . . ?
H1A3 C1A' H1A4 108.0 . . ?
N2A' C2A' C1A' 109.8(6) . . ?
N2A' C2A' H2A3 109.7 . . ?
C1A' C2A' H2A3 109.7 . . ?
N2A' C2A' H2A4 109.7 . . ?
C1A' C2A' H2A4 109.7 . . ?
H2A3 C2A' H2A4 108.2 . . ?
N1A' C3A' C4A' 111.2(6) . . ?
N1A' C3A' H3A3 109.4 . . ?
C4A' C3A' H3A3 109.4 . . ?
N1A' C3A' H3A4 109.4 . . ?
C4A' C3A' H3A4 109.4 . . ?
H3A3 C3A' H3A4 108.0 . . ?
N2A' C4A' C3A' 109.9(6) . . ?
N2A' C4A' H4A3 109.7 . . ?
C3A' C4A' H4A3 109.7 . . ?
N2A' C4A' H4A4 109.7 . . ?
C3A' C4A' H4A4 109.7 . . ?
H4A3 C4A' H4A4 108.2 . . ?
N1A' C5A' C6A' 110.6(6) . . ?
N1A' C5A' H5A3 109.5 . . ?
C6A' C5A' H5A3 109.5 . . ?
N1A' C5A' H5A4 109.5 . . ?
C6A' C5A' H5A4 109.5 . . ?
H5A3 C5A' H5A4 108.1 . . ?
N2A' C6A' C5A' 110.4(6) . . ?
N2A' C6A' H6A3 109.6 . . ?
C5A' C6A' H6A3 109.6 . . ?
N2A' C6A' H6A4 109.6 . . ?
C5A' C6A' H6A4 109.6 . . ?
H6A3 C6A' H6A4 108.1 . . ?
C3A' N1A' C1A' 108.9(7) . . ?
C3A' N1A' C5A' 107.7(7) . . ?
C1A' N1A' C5A' 108.3(7) . . ?
C6A' N2A' C4A' 108.4(7) . . ?
C6A' N2A' C2A' 109.3(7) . . ?
C4A' N2A' C2A' 108.0(7) . . ?
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
C1S C6S 1.381(4) . ?
C1S C2S 1.401(5) . ?
C1S I1S 2.111(3) . ?
C2S C3S 1.389(5) . ?
C2S I2S 2.070(3) . ?
C3S F1S 1.343(4) . ?
C3S C4S 1.355(5) . ?
C4S F2S 1.354(4) . ?
C4S C5S 1.362(5) . ?
C5S F3S 1.336(4) . ?
C5S C6S 1.376(4) . ?
C6S F4S 1.339(4) . ?
C1T C6T 1.380(5) . ?
C1T C2T 1.395(5) . ?
C1T I1T 2.113(3) . ?
C2T C3T 1.388(4) . ?
C2T I2T 2.081(3) . ?
C3T F1T 1.351(4) . ?
C3T C4T 1.364(6) . ?
C4T C5T 1.348(6) . ?
C4T F2T 1.350(4) . ?
C5T F3T 1.343(4) . ?
C5T C6T 1.383(5) . ?
C6T F4T 1.338(4) . ?
C1A N1A 1.465(6) . ?
C1A C2A 1.539(7) . ?
C1A H1A1 0.9700 . ?
C1A H1A2 0.9700 . ?
C2A N2A 1.474(6) . ?
C2A H2A1 0.9700 . ?
C2A H2A2 0.9700 . ?
C3A N1A 1.460(7) . ?
C3A C4A 1.535(7) . ?
C3A H3A1 0.9700 . ?
C3A H3A2 0.9700 . ?
C4A N2A 1.465(6) . ?
C4A H4A1 0.9700 . ?
C4A H4A2 0.9700 . ?
C5A N1A 1.462(6) . ?
C5A C6A 1.535(7) . ?
C5A H5A1 0.9700 . ?
C5A H5A2 0.9700 . ?
C6A N2A 1.470(6) . ?
C6A H6A1 0.9700 . ?
C6A H6A2 0.9700 . ?
C1A' N1A' 1.463(7) . ?
C1A' C2A' 1.538(7) . ?
C1A' H1A3 0.9700 . ?
C1A' H1A4 0.9700 . ?
C2A' N2A' 1.471(7) . ?
C2A' H2A3 0.9700 . ?
C2A' H2A4 0.9700 . ?
C3A' N1A' 1.461(7) . ?
C3A' C4A' 1.534(7) . ?
C3A' H3A3 0.9700 . ?
C3A' H3A4 0.9700 . ?
C4A' N2A' 1.469(7) . ?
C4A' H4A3 0.9700 . ?
C4A' H4A4 0.9700 . ?
C5A' N1A' 1.464(7) . ?
C5A' C6A' 1.535(7) . ?
C5A' H5A3 0.9700 . ?
C5A' H5A4 0.9700 . ?
C6A' N2A' 1.466(7) . ?
C6A' H6A3 0.9700 . ?
C6A' H6A4 0.9700 . ?
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
C6S C1S C2S C3S -0.2(4) . . . . ?
I1S C1S C2S C3S 178.7(2) . . . . ?
C6S C1S C2S I2S 178.2(2) . . . . ?
I1S C1S C2S I2S -2.9(4) . . . . ?
C1S C2S C3S F1S 180.0(3) . . . . ?
I2S C2S C3S F1S 1.5(4) . . . . ?
C1S C2S C3S C4S -0.4(5) . . . . ?
I2S C2S C3S C4S -178.9(3) . . . . ?
F1S C3S C4S F2S 0.6(5) . . . . ?
C2S C3S C4S F2S -179.0(3) . . . . ?
F1S C3S C4S C5S -179.4(3) . . . . ?
C2S C3S C4S C5S 1.0(5) . . . . ?
F2S C4S C5S F3S -0.5(5) . . . . ?
C3S C4S C5S F3S 179.5(3) . . . . ?
F2S C4S C5S C6S 179.1(3) . . . . ?
C3S C4S C5S C6S -0.9(5) . . . . ?
F3S C5S C6S F4S -0.2(5) . . . . ?
C4S C5S C6S F4S -179.8(3) . . . . ?
F3S C5S C6S C1S 179.9(3) . . . . ?
C4S C5S C6S C1S 0.3(5) . . . . ?
C2S C1S C6S F4S -179.6(3) . . . . ?
I1S C1S C6S F4S 1.4(4) . . . . ?
C2S C1S C6S C5S 0.2(5) . . . . ?
I1S C1S C6S C5S -178.7(3) . . . . ?
C6T C1T C2T C3T -0.3(4) . . . . ?
I1T C1T C2T C3T 178.6(2) . . . . ?
C6T C1T C2T I2T -179.9(2) . . . . ?
I1T C1T C2T I2T -1.0(4) . . . . ?
C1T C2T C3T F1T 179.0(3) . . . . ?
I2T C2T C3T F1T -1.4(4) . . . . ?
C1T C2T C3T C4T 0.0(5) . . . . ?
I2T C2T C3T C4T 179.6(3) . . . . ?
F1T C3T C4T C5T -178.8(3) . . . . ?
C2T C3T C4T C5T 0.3(5) . . . . ?
F1T C3T C4T F2T 1.2(5) . . . . ?
C2T C3T C4T F2T -179.7(3) . . . . ?
F2T C4T C5T F3T -0.9(5) . . . . ?
C3T C4T C5T F3T 179.0(3) . . . . ?
F2T C4T C5T C6T 179.8(3) . . . . ?
C3T C4T C5T C6T -0.2(6) . . . . ?
C2T C1T C6T F4T 179.8(3) . . . . ?
I1T C1T C6T F4T 0.9(4) . . . . ?
C2T C1T C6T C5T 0.4(5) . . . . ?
I1T C1T C6T C5T -178.6(3) . . . . ?
F3T C5T C6T F4T 1.2(5) . . . . ?
C4T C5T C6T F4T -179.6(3) . . . . ?
F3T C5T C6T C1T -179.4(3) . . . . ?
C4T C5T C6T C1T -0.1(5) . . . . ?
N1A C1A C2A N2A -3.2(12) . . . . ?
N1A C3A C4A N2A -1.9(12) . . . . ?
N1A C5A C6A N2A -2.8(11) . . . . ?
C4A C3A N1A C5A 59.3(10) . . . . ?
C4A C3A N1A C1A -57.8(10) . . . . ?
C6A C5A N1A C3A -56.6(10) . . . . ?
C6A C5A N1A C1A 60.5(10) . . . . ?
C2A C1A N1A C3A 60.8(10) . . . . ?
C2A C1A N1A C5A -56.9(10) . . . . ?
C3A C4A N2A C6A -57.8(10) . . . . ?
C3A C4A N2A C2A 60.0(10) . . . . ?
C5A C6A N2A C4A 60.4(9) . . . . ?
C5A C6A N2A C2A -57.8(9) . . . . ?
C1A C2A N2A C4A -56.9(10) . . . . ?
C1A C2A N2A C6A 61.2(9) . . . . ?
N1A' C1A' C2A' N2A' 2.7(13) . . . . ?
N1A' C3A' C4A' N2A' 0.0(12) . . . . ?
N1A' C5A' C6A' N2A' 1.1(13) . . . . ?
C4A' C3A' N1A' C1A' -58.1(10) . . . . ?
C4A' C3A' N1A' C5A' 59.0(10) . . . . ?
C2A' C1A' N1A' C3A' 56.5(11) . . . . ?
C2A' C1A' N1A' C5A' -60.3(11) . . . . ?
C6A' C5A' N1A' C3A' -59.6(11) . . . . ?
C6A' C5A' N1A' C1A' 58.0(11) . . . . ?
C5A' C6A' N2A' C4A' 58.3(11) . . . . ?
C5A' C6A' N2A' C2A' -59.2(11) . . . . ?
C3A' C4A' N2A' C6A' -58.9(10) . . . . ?
C3A' C4A' N2A' C2A' 59.4(10) . . . . ?
C1A' C2A' N2A' C6A' 56.8(11) . . . . ?
C1A' C2A' N2A' C4A' -60.9(11) . . . . ?
