#------------------------------------------------------------------------------
#$Date: 2020-10-06 12:57:40 +0300 (Tue, 06 Oct 2020) $
#$Revision: 257714 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/97/7059707.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_7059707
loop_
_publ_author_name
'Ergun, Selin'
'Casselman, Matthew D.'
'Kaur, Aman Preet'
'Attanayake, N. Harsha'
'Parkin, Sean R.'
'Odom, Susan A.'
_publ_section_title
;
 Improved synthesis of N-ethyl-3,7-bis(trifluoromethyl)phenothiazine
;
_journal_issue                   26
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              11349
_journal_page_last               11355
_journal_paper_doi               10.1039/D0NJ00184H
_journal_volume                  44
_journal_year                    2020
_chemical_formula_moiety         'C16 H11 F6 N S'
_chemical_formula_sum            'C16 H11 F6 N S'
_chemical_formula_weight         363.32
_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   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           'SHELXL-2014/7 and CIFFIX'
_audit_update_record
;
2016-05-26 deposited with the CCDC.	2020-05-29 downloaded from the CCDC.
;
_cell_angle_alpha                91.3974(10)
_cell_angle_beta                 92.4383(11)
_cell_angle_gamma                92.1014(10)
_cell_formula_units_Z            4
_cell_length_a                   7.8034(2)
_cell_length_b                   13.0620(3)
_cell_length_c                   14.6101(4)
_cell_measurement_reflns_used    6693
_cell_measurement_temperature    90.0(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      1.00
_cell_volume                     1486.33(7)
_computing_cell_refinement       'SCALEPACK (Otwinowski & Minor, 2006)'
_computing_data_collection       'COLLECT (Nonius, 1998)'
_computing_data_reduction        'DENZO-SMN (Otwinowski & Minor, 2006)'
_computing_molecular_graphics    'XP in SHELXTL (Sheldrick, 2008)'
_computing_publication_material
'SHELX (Sheldrick, 2008) and CIFFIX (Parkin, 2013)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015b)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_diffrn_ambient_temperature      90.0(2)
_diffrn_detector_area_resol_mean 9.1
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Nonius KappaCCD diffractometer'
_diffrn_measurement_method       'φ and ω scans at fixed χ = 55°'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0622
_diffrn_reflns_av_unetI/netI     0.0549
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            50797
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.498
_diffrn_reflns_theta_min         1.395
_diffrn_source                   'fine-focus sealed-tube'
_exptl_absorpt_coefficient_mu    0.283
_exptl_absorpt_correction_T_max  0.962
_exptl_absorpt_correction_T_min  0.753
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Krause et al., 2015)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.624
_exptl_crystal_description       'solvent-rounded tablet'
_exptl_crystal_F_000             736
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.025
_refine_diff_density_max         0.364
_refine_diff_density_min         -0.319
_refine_diff_density_rms         0.081
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     433
_refine_ls_number_reflns         6808
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.1035
_refine_ls_R_factor_gt           0.0576
_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)+(0.0546P)²+2.3134P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1325
_refine_ls_wR_factor_ref         0.1538
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4446
_reflns_number_total             6808
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0nj00184h2.cif
_cod_data_source_block           k14040
_cod_depositor_comments
;Adding full bibliography for 7059707--7059708.cif.

 Adding full bibliography for 7059707--7059708.cif.
;
_cod_database_code               7059707
_shelx_shelxl_version_number     2014/7
_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   0.920
_shelx_estimated_absorpt_t_max   0.993
_exptl_absorpt_special_details
; 
In addition to absorption, multi-scan techniques also correct other slowly 
varying changes in scale factor over reciprocal space, such as those caused 
by x-ray beam inhomogeneity, goniometer imperfection, crystal decomposition, 
crystal longer than the x-ray beam cross section, absorption by the crystal 
mount etc.  These account, by and large, for much of the difference between 
estimated values of Tmin and Tmax and the _exptl_absorpt_correction_ values. 
;
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
N1A N 1.0934(3) 0.16135(18) 0.25392(16) 0.0226(5) Uani 1 1 d . . . . .
S1A S 1.0415(1) 0.39062(6) 0.25591(5) 0.02626(19) Uani 1 1 d . . . . .
F1A F 0.8486(4) 0.27291(16) 0.65405(15) 0.0640(8) Uani 1 1 d . . . . .
F2A F 1.0601(3) 0.38014(18) 0.63898(15) 0.0550(6) Uani 1 1 d . . . . .
F3A F 0.8101(3) 0.41496(16) 0.58901(13) 0.0446(5) Uani 1 1 d . . . . .
F4A F 0.8063(3) 0.26026(16) -0.14972(14) 0.0565(7) Uani 1 1 d . . . . .
F5A F 0.9722(3) 0.38935(18) -0.11652(15) 0.0569(7) Uani 1 1 d . . . . .
F6A F 0.7137(3) 0.38675(19) -0.07560(15) 0.0584(7) Uani 1 1 d . . . . .
C1A C 1.0482(4) 0.2038(2) 0.3386(2) 0.0241(6) Uani 1 1 d . . . . .
C2A C 1.0423(4) 0.1453(2) 0.4173(2) 0.0261(7) Uani 1 1 d . . . . .
H2AA H 1.0697 0.0750 0.4139 0.031 Uiso 1 1 calc R U . . .
C3A C 0.9972(4) 0.1880(2) 0.4999(2) 0.0305(7) Uani 1 1 d . . . . .
H3AA H 0.9957 0.1471 0.5528 0.037 Uiso 1 1 calc R U . . .
C4A C 0.9544(4) 0.2894(2) 0.5066(2) 0.0274(7) Uani 1 1 d . . . . .
C5A C 0.9586(4) 0.3490(2) 0.4288(2) 0.0261(7) Uani 1 1 d . . . . .
H5AA H 0.9266 0.4184 0.4322 0.031 Uiso 1 1 calc R U . . .
C6A C 1.0091(4) 0.3077(2) 0.3468(2) 0.0232(6) Uani 1 1 d . . . . .
C7A C 0.9169(5) 0.3381(2) 0.5974(2) 0.0330(8) Uani 1 1 d . . . . .
C8A C 0.9913(4) 0.3049(2) 0.1639(2) 0.0221(6) Uani 1 1 d . . . . .
C9A C 0.9263(4) 0.3441(2) 0.0825(2) 0.0261(7) Uani 1 1 d . . . . .
H9AA H 0.8969 0.4139 0.0803 0.031 Uiso 1 1 calc R U . . .
C10A C 0.9041(4) 0.2817(2) 0.0045(2) 0.0260(7) Uani 1 1 d . . . . .
C11A C 0.9424(4) 0.1796(2) 0.0091(2) 0.0277(7) Uani 1 1 d . . . . .
H11A H 0.9282 0.1367 -0.0442 0.033 Uiso 1 1 calc R U . . .
C12A C 1.0018(4) 0.1389(2) 0.0916(2) 0.0267(7) Uani 1 1 d . . . . .
H12A H 1.0245 0.0680 0.0940 0.032 Uiso 1 1 calc R U . . .
C13A C 1.0283(4) 0.2007(2) 0.17016(19) 0.0222(6) Uani 1 1 d . . . . .
C14A C 0.8482(4) 0.3285(2) -0.0850(2) 0.0299(7) Uani 1 1 d . . . . .
C15A C 1.1633(4) 0.0582(2) 0.2523(2) 0.0266(7) Uani 1 1 d . . . . .
H15A H 1.2442 0.0528 0.3059 0.032 Uiso 1 1 calc R U . . .
H15B H 1.2299 0.0504 0.1965 0.032 Uiso 1 1 calc R U . . .
C16A C 1.0300(4) -0.0307(2) 0.2537(2) 0.0298(7) Uani 1 1 d . . . . .
H16A H 1.0883 -0.0958 0.2524 0.045 Uiso 1 1 calc R U . . .
H16B H 0.9654 -0.0253 0.3095 0.045 Uiso 1 1 calc R U . . .
H16C H 0.9511 -0.0278 0.1999 0.045 Uiso 1 1 calc R U . . .
N1B N 0.5173(3) 0.37303(18) 0.26360(17) 0.0252(6) Uani 1 1 d . . . . .
S1B S 0.64236(10) 0.15800(6) 0.25940(5) 0.0275(2) Uani 1 1 d . . . . .
F1B F 0.2947(3) 0.19883(16) -0.13734(13) 0.0526(6) Uani 1 1 d . . . . .
F2B F 0.5240(3) 0.11522(19) -0.10856(15) 0.0557(6) Uani 1 1 d . . . . .
F3B F 0.2831(2) 0.06143(14) -0.06002(13) 0.0361(5) Uani 1 1 d . . . . .
F4B F 0.4389(4) 0.21466(19) 0.66961(15) 0.0756(9) Uani 1 1 d . . . . .
F5B F 0.5991(3) 0.09983(17) 0.61470(15) 0.0507(6) Uani 1 1 d . . . . .
F6B F 0.3274(3) 0.08527(17) 0.59145(16) 0.0525(6) Uani 1 1 d . . . . .
C1B C 0.4785(4) 0.3183(2) 0.1802(2) 0.0248(7) Uani 1 1 d . . . . .
C2B C 0.3930(4) 0.3625(2) 0.1064(2) 0.0271(7) Uani 1 1 d . . . . .
H2BA H 0.3557 0.4306 0.1127 0.033 Uiso 1 1 calc R U . . .
C3B C 0.3609(4) 0.3085(2) 0.0233(2) 0.0273(7) Uani 1 1 d . . . . .
H3BA H 0.3042 0.3401 -0.0268 0.033 Uiso 1 1 calc R U . . .
C4B C 0.4125(4) 0.2086(2) 0.0146(2) 0.0278(7) Uani 1 1 d . . . . .
C5B C 0.4934(4) 0.1626(2) 0.0884(2) 0.0274(7) Uani 1 1 d . . . . .
H5BA H 0.5250 0.0933 0.0829 0.033 Uiso 1 1 calc R U . . .
C6B C 0.5283(4) 0.2165(2) 0.1698(2) 0.0231(6) Uani 1 1 d . . . . .
C7B C 0.3791(4) 0.1479(3) -0.0733(2) 0.0313(7) Uani 1 1 d . . . . .
C8B C 0.5476(4) 0.2178(2) 0.3524(2) 0.0261(7) Uani 1 1 d . . . . .
C9B C 0.5334(4) 0.1656(2) 0.4330(2) 0.0288(7) Uani 1 1 d . . . . .
H9BA H 0.5652 0.0962 0.4355 0.035 Uiso 1 1 calc R U . . .
C10B C 0.4730(4) 0.2139(2) 0.5104(2) 0.0308(7) Uani 1 1 d . . . . .
C11B C 0.4185(4) 0.3136(3) 0.5048(2) 0.0305(7) Uani 1 1 d . . . . .
H11B H 0.3738 0.3463 0.5569 0.037 Uiso 1 1 calc R U . . .
C12B C 0.4290(4) 0.3657(2) 0.4235(2) 0.0261(7) Uani 1 1 d . . . . .
H12B H 0.3899 0.4336 0.4203 0.031 Uiso 1 1 calc R U . . .
C13B C 0.4961(4) 0.3196(2) 0.3462(2) 0.0239(6) Uani 1 1 d . . . . .
C14B C 0.4590(5) 0.1547(3) 0.5972(2) 0.0392(8) Uani 1 1 d . . . . .
C15B C 0.5079(4) 0.4848(2) 0.2656(2) 0.0274(7) Uani 1 1 d . . . . .
H15C H 0.5331 0.5109 0.3291 0.033 Uiso 1 1 calc R U . . .
H15D H 0.3894 0.5032 0.2476 0.033 Uiso 1 1 calc R U . . .
C16B C 0.6316(4) 0.5367(2) 0.2025(2) 0.0323(7) Uani 1 1 d . . . . .
H16D H 0.6196 0.6111 0.2067 0.049 Uiso 1 1 calc R U . . .
H16E H 0.7494 0.5202 0.2208 0.049 Uiso 1 1 calc R U . . .
H16F H 0.6057 0.5125 0.1392 0.049 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 0.0033 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'
S S 0.1246 0.1234 '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'
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
C1A N1A C13A 120.8(2) . . ?
C1A N1A C15A 118.4(2) . . ?
C13A N1A C15A 118.2(2) . . ?
C8A S1A C6A 99.19(14) . . ?
C2A C1A N1A 121.7(3) . . ?
C2A C1A C6A 117.7(3) . . ?
N1A C1A C6A 120.6(3) . . ?
C3A C2A C1A 121.0(3) . . ?
C3A C2A H2AA 119.5 . . ?
C1A C2A H2AA 119.5 . . ?
C2A C3A C4A 120.8(3) . . ?
C2A C3A H3AA 119.6 . . ?
C4A C3A H3AA 119.6 . . ?
C3A C4A C5A 119.1(3) . . ?
C3A C4A C7A 121.0(3) . . ?
C5A C4A C7A 119.7(3) . . ?
C6A C5A C4A 120.3(3) . . ?
C6A C5A H5AA 119.8 . . ?
C4A C5A H5AA 119.8 . . ?
C5A C6A C1A 121.0(3) . . ?
C5A C6A S1A 118.2(2) . . ?
C1A C6A S1A 120.6(2) . . ?
F1A C7A F3A 107.1(3) . . ?
F1A C7A F2A 107.8(3) . . ?
F3A C7A F2A 105.1(3) . . ?
F1A C7A C4A 112.9(3) . . ?
F3A C7A C4A 112.4(3) . . ?
F2A C7A C4A 111.1(3) . . ?
C9A C8A C13A 120.9(3) . . ?
C9A C8A S1A 118.1(2) . . ?
C13A C8A S1A 120.7(2) . . ?
C10A C9A C8A 120.4(3) . . ?
C10A C9A H9AA 119.8 . . ?
C8A C9A H9AA 119.8 . . ?
C11A C10A C9A 119.3(3) . . ?
C11A C10A C14A 121.5(3) . . ?
C9A C10A C14A 119.1(3) . . ?
C10A C11A C12A 120.6(3) . . ?
C10A C11A H11A 119.7 . . ?
C12A C11A H11A 119.7 . . ?
C13A C12A C11A 120.9(3) . . ?
C13A C12A H12A 119.6 . . ?
C11A C12A H12A 119.6 . . ?
C12A C13A C8A 117.8(3) . . ?
C12A C13A N1A 121.7(3) . . ?
C8A C13A N1A 120.5(3) . . ?
F4A C14A F6A 107.1(3) . . ?
F4A C14A F5A 106.9(3) . . ?
F6A C14A F5A 106.1(3) . . ?
F4A C14A C10A 113.2(3) . . ?
F6A C14A C10A 111.8(3) . . ?
F5A C14A C10A 111.4(3) . . ?
N1A C15A C16A 115.4(3) . . ?
N1A C15A H15A 108.4 . . ?
C16A C15A H15A 108.4 . . ?
N1A C15A H15B 108.4 . . ?
C16A C15A H15B 108.4 . . ?
H15A C15A H15B 107.5 . . ?
C15A C16A H16A 109.5 . . ?
C15A C16A H16B 109.5 . . ?
H16A C16A H16B 109.5 . . ?
C15A C16A H16C 109.5 . . ?
H16A C16A H16C 109.5 . . ?
H16B C16A H16C 109.5 . . ?
C1B N1B C13B 117.5(2) . . ?
C1B N1B C15B 118.9(2) . . ?
C13B N1B C15B 118.8(2) . . ?
C8B S1B C6B 98.72(14) . . ?
C2B C1B C6B 118.1(3) . . ?
C2B C1B N1B 122.0(3) . . ?
C6B C1B N1B 119.9(3) . . ?
C1B C2B C3B 121.3(3) . . ?
C1B C2B H2BA 119.4 . . ?
C3B C2B H2BA 119.4 . . ?
C4B C3B C2B 119.4(3) . . ?
C4B C3B H3BA 120.3 . . ?
C2B C3B H3BA 120.3 . . ?
C3B C4B C5B 119.9(3) . . ?
C3B C4B C7B 120.9(3) . . ?
C5B C4B C7B 119.1(3) . . ?
C6B C5B C4B 120.7(3) . . ?
C6B C5B H5BA 119.7 . . ?
C4B C5B H5BA 119.7 . . ?
C5B C6B C1B 120.5(3) . . ?
C5B C6B S1B 119.3(2) . . ?
C1B C6B S1B 120.2(2) . . ?
F1B C7B F2B 108.2(3) . . ?
F1B C7B F3B 106.2(3) . . ?
F2B C7B F3B 104.9(3) . . ?
F1B C7B C4B 113.4(3) . . ?
F2B C7B C4B 112.4(3) . . ?
F3B C7B C4B 111.3(3) . . ?
C9B C8B C13B 120.7(3) . . ?
C9B C8B S1B 119.1(2) . . ?
C13B C8B S1B 120.1(2) . . ?
C8B C9B C10B 120.5(3) . . ?
C8B C9B H9BA 119.7 . . ?
C10B C9B H9BA 119.7 . . ?
C11B C10B C9B 119.3(3) . . ?
C11B C10B C14B 121.4(3) . . ?
C9B C10B C14B 119.2(3) . . ?
C12B C11B C10B 120.4(3) . . ?
C12B C11B H11B 119.8 . . ?
C10B C11B H11B 119.8 . . ?
C11B C12B C13B 120.9(3) . . ?
C11B C12B H12B 119.6 . . ?
C13B C12B H12B 119.6 . . ?
C12B C13B C8B 118.1(3) . . ?
C12B C13B N1B 122.1(3) . . ?
C8B C13B N1B 119.8(3) . . ?
F4B C14B F6B 107.8(3) . . ?
F4B C14B F5B 107.4(3) . . ?
F6B C14B F5B 104.9(3) . . ?
F4B C14B C10B 112.5(3) . . ?
F6B C14B C10B 111.9(3) . . ?
F5B C14B C10B 111.9(3) . . ?
N1B C15B C16B 113.1(3) . . ?
N1B C15B H15C 109.0 . . ?
C16B C15B H15C 109.0 . . ?
N1B C15B H15D 109.0 . . ?
C16B C15B H15D 109.0 . . ?
H15C C15B H15D 107.8 . . ?
C15B C16B H16D 109.5 . . ?
C15B C16B H16E 109.5 . . ?
H16D C16B H16E 109.5 . . ?
C15B C16B H16F 109.5 . . ?
H16D C16B H16F 109.5 . . ?
H16E C16B H16F 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
N1A C1A 1.407(4) . ?
N1A C13A 1.420(4) . ?
N1A C15A 1.473(4) . ?
S1A C8A 1.750(3) . ?
S1A C6A 1.755(3) . ?
F1A C7A 1.316(4) . ?
F2A C7A 1.342(4) . ?
F3A C7A 1.333(4) . ?
F4A C14A 1.307(4) . ?
F5A C14A 1.334(4) . ?
F6A C14A 1.328(4) . ?
C1A C2A 1.397(4) . ?
C1A C6A 1.405(4) . ?
C2A C3A 1.383(4) . ?
C2A H2AA 0.9500 . ?
C3A C4A 1.380(4) . ?
C3A H3AA 0.9500 . ?
C4A C5A 1.394(4) . ?
C4A C7A 1.503(4) . ?
C5A C6A 1.380(4) . ?
C5A H5AA 0.9500 . ?
C8A C9A 1.390(4) . ?
C8A C13A 1.406(4) . ?
C9A C10A 1.386(4) . ?
C9A H9AA 0.9500 . ?
C10A C11A 1.380(4) . ?
C10A C14A 1.511(4) . ?
C11A C12A 1.397(4) . ?
C11A H11A 0.9500 . ?
C12A C13A 1.391(4) . ?
C12A H12A 0.9500 . ?
C15A C16A 1.531(4) . ?
C15A H15A 0.9900 . ?
C15A H15B 0.9900 . ?
C16A H16A 0.9800 . ?
C16A H16B 0.9800 . ?
C16A H16C 0.9800 . ?
N1B C1B 1.413(4) . ?
N1B C13B 1.422(4) . ?
N1B C15B 1.464(4) . ?
S1B C8B 1.755(3) . ?
S1B C6B 1.758(3) . ?
F1B C7B 1.327(4) . ?
F2B C7B 1.342(4) . ?
F3B C7B 1.355(4) . ?
F4B C14B 1.319(4) . ?
F5B C14B 1.348(4) . ?
F6B C14B 1.343(4) . ?
C1B C2B 1.391(4) . ?
C1B C6B 1.405(4) . ?
C2B C3B 1.398(4) . ?
C2B H2BA 0.9500 . ?
C3B C4B 1.384(4) . ?
C3B H3BA 0.9500 . ?
C4B C5B 1.386(4) . ?
C4B C7B 1.501(4) . ?
C5B C6B 1.378(4) . ?
C5B H5BA 0.9500 . ?
C8B C9B 1.381(4) . ?
C8B C13B 1.407(4) . ?
C9B C10B 1.390(4) . ?
C9B H9BA 0.9500 . ?
C10B C11B 1.388(5) . ?
C10B C14B 1.507(5) . ?
C11B C12B 1.387(4) . ?
C11B H11B 0.9500 . ?
C12B C13B 1.397(4) . ?
C12B H12B 0.9500 . ?
C15B C16B 1.517(4) . ?
C15B H15C 0.9900 . ?
C15B H15D 0.9900 . ?
C16B H16D 0.9800 . ?
C16B H16E 0.9800 . ?
C16B H16F 0.9800 . ?
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
C13A N1A C1A C2A 151.2(3) . . . . ?
C15A N1A C1A C2A -10.3(4) . . . . ?
C13A N1A C1A C6A -29.5(4) . . . . ?
C15A N1A C1A C6A 169.0(3) . . . . ?
N1A C1A C2A C3A -179.8(3) . . . . ?
C6A C1A C2A C3A 0.9(5) . . . . ?
C1A C2A C3A C4A 0.9(5) . . . . ?
C2A C3A C4A C5A -0.6(5) . . . . ?
C2A C3A C4A C7A -175.8(3) . . . . ?
C3A C4A C5A C6A -1.6(5) . . . . ?
C7A C4A C5A C6A 173.7(3) . . . . ?
C4A C5A C6A C1A 3.5(5) . . . . ?
C4A C5A C6A S1A -171.0(2) . . . . ?
C2A C1A C6A C5A -3.1(4) . . . . ?
N1A C1A C6A C5A 177.6(3) . . . . ?
C2A C1A C6A S1A 171.3(2) . . . . ?
N1A C1A C6A S1A -8.0(4) . . . . ?
C8A S1A C6A C5A -151.0(2) . . . . ?
C8A S1A C6A C1A 34.5(3) . . . . ?
C3A C4A C7A F1A -31.0(5) . . . . ?
C5A C4A C7A F1A 153.7(3) . . . . ?
C3A C4A C7A F3A -152.3(3) . . . . ?
C5A C4A C7A F3A 32.4(4) . . . . ?
C3A C4A C7A F2A 90.2(4) . . . . ?
C5A C4A C7A F2A -85.0(4) . . . . ?
C6A S1A C8A C9A 151.7(2) . . . . ?
C6A S1A C8A C13A -33.1(3) . . . . ?
C13A C8A C9A C10A -3.0(5) . . . . ?
S1A C8A C9A C10A 172.2(2) . . . . ?
C8A C9A C10A C11A 1.9(5) . . . . ?
C8A C9A C10A C14A -174.6(3) . . . . ?
C9A C10A C11A C12A 0.4(5) . . . . ?
C14A C10A C11A C12A 176.9(3) . . . . ?
C10A C11A C12A C13A -1.8(5) . . . . ?
C11A C12A C13A C8A 0.7(4) . . . . ?
C11A C12A C13A N1A -178.1(3) . . . . ?
C9A C8A C13A C12A 1.7(4) . . . . ?
S1A C8A C13A C12A -173.4(2) . . . . ?
C9A C8A C13A N1A -179.5(3) . . . . ?
S1A C8A C13A N1A 5.5(4) . . . . ?
C1A N1A C13A C12A -150.2(3) . . . . ?
C15A N1A C13A C12A 11.3(4) . . . . ?
C1A N1A C13A C8A 31.0(4) . . . . ?
C15A N1A C13A C8A -167.5(3) . . . . ?
C11A C10A C14A F4A 13.5(5) . . . . ?
C9A C10A C14A F4A -170.0(3) . . . . ?
C11A C10A C14A F6A 134.6(3) . . . . ?
C9A C10A C14A F6A -49.0(4) . . . . ?
C11A C10A C14A F5A -107.0(4) . . . . ?
C9A C10A C14A F5A 69.5(4) . . . . ?
C1A N1A C15A C16A 80.5(3) . . . . ?
C13A N1A C15A C16A -81.5(3) . . . . ?
C13B N1B C1B C2B 139.5(3) . . . . ?
C15B N1B C1B C2B -15.8(4) . . . . ?
C13B N1B C1B C6B -41.2(4) . . . . ?
C15B N1B C1B C6B 163.5(3) . . . . ?
C6B C1B C2B C3B -1.6(5) . . . . ?
N1B C1B C2B C3B 177.7(3) . . . . ?
C1B C2B C3B C4B 1.1(5) . . . . ?
C2B C3B C4B C5B 0.8(5) . . . . ?
C2B C3B C4B C7B 179.5(3) . . . . ?
C3B C4B C5B C6B -2.2(5) . . . . ?
C7B C4B C5B C6B 179.0(3) . . . . ?
C4B C5B C6B C1B 1.7(5) . . . . ?
C4B C5B C6B S1B -176.2(2) . . . . ?
C2B C1B C6B C5B 0.2(4) . . . . ?
N1B C1B C6B C5B -179.2(3) . . . . ?
C2B C1B C6B S1B 178.1(2) . . . . ?
N1B C1B C6B S1B -1.3(4) . . . . ?
C8B S1B C6B C5B -148.1(3) . . . . ?
C8B S1B C6B C1B 34.0(3) . . . . ?
C3B C4B C7B F1B -1.5(4) . . . . ?
C5B C4B C7B F1B 177.3(3) . . . . ?
C3B C4B C7B F2B 121.6(3) . . . . ?
C5B C4B C7B F2B -59.6(4) . . . . ?
C3B C4B C7B F3B -121.1(3) . . . . ?
C5B C4B C7B F3B 57.6(4) . . . . ?
C6B S1B C8B C9B 149.6(3) . . . . ?
C6B S1B C8B C13B -34.0(3) . . . . ?
C13B C8B C9B C10B -2.0(5) . . . . ?
S1B C8B C9B C10B 174.3(3) . . . . ?
C8B C9B C10B C11B 3.3(5) . . . . ?
C8B C9B C10B C14B 179.9(3) . . . . ?
C9B C10B C11B C12B -1.9(5) . . . . ?
C14B C10B C11B C12B -178.5(3) . . . . ?
C10B C11B C12B C13B -0.8(5) . . . . ?
C11B C12B C13B C8B 2.0(5) . . . . ?
C11B C12B C13B N1B -176.4(3) . . . . ?
C9B C8B C13B C12B -0.6(5) . . . . ?
S1B C8B C13B C12B -176.9(2) . . . . ?
C9B C8B C13B N1B 177.8(3) . . . . ?
S1B C8B C13B N1B 1.5(4) . . . . ?
C1B N1B C13B C12B -140.5(3) . . . . ?
C15B N1B C13B C12B 14.8(4) . . . . ?
C1B N1B C13B C8B 41.1(4) . . . . ?
C15B N1B C13B C8B -163.6(3) . . . . ?
C11B C10B C14B F4B -18.2(5) . . . . ?
C9B C10B C14B F4B 165.3(3) . . . . ?
C11B C10B C14B F6B 103.5(4) . . . . ?
C9B C10B C14B F6B -73.1(4) . . . . ?
C11B C10B C14B F5B -139.1(3) . . . . ?
C9B C10B C14B F5B 44.3(4) . . . . ?
C1B N1B C15B C16B -61.3(4) . . . . ?
C13B N1B C15B C16B 143.7(3) . . . . ?
