# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_1432_twin1_hklf4
_database_code_depnum_ccdc_archive 'CCDC 1908125'
loop_
_audit_author_name
_audit_author_address
'Jeremy Karl Cockcroft'
;University College London
United Kingdom
;
_audit_update_record             
;
2019-04-04 deposited with the CCDC.	2019-07-02 downloaded from the CCDC.
;
_audit_creation_date             2019-01-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        'p-xylene:hexafluorobenzene (III)'
_chemical_formula_moiety         'C6 F6, C8 H10'
_chemical_formula_sum            'C14 H10 F6'
_chemical_formula_weight         292.22
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C14 F6 H10'
_chemical_oxdiff_usercomment     'Capillary 0.5mm'
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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'C -1'
_space_group_name_Hall           '-C 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, y+1/2, z'
'-x, -y, -z'
'-x+1/2, -y+1/2, -z'

_cell_length_a                   8.8241(6)
_cell_length_b                   10.8149(6)
_cell_length_c                   7.2972(5)
_cell_angle_alpha                80.420(5)
_cell_angle_beta                 109.086(7)
_cell_angle_gamma                103.477(5)
_cell_volume                     636.89(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3210
_cell_measurement_temperature    150
_cell_measurement_theta_max      75.4880
_cell_measurement_theta_min      7.3060
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.336
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.30767
_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_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.524
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             296
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method 'Grown in situ from the melt'
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0814
_diffrn_reflns_av_unetI/netI     0.0509
_diffrn_reflns_Laue_measured_fraction_full 0.855
_diffrn_reflns_Laue_measured_fraction_max 0.821
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            2638
_diffrn_reflns_point_group_measured_fraction_full 0.855
_diffrn_reflns_point_group_measured_fraction_max 0.821
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.306
_diffrn_reflns_theta_min         7.329
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2031
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.855
_diffrn_measured_fraction_theta_max 0.821
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -46.00 -14.00   1.00    1.00    --  -42.62 -57.00  90.00   32
  2  ω    -60.00 -14.00   1.00    1.00    --  -42.62 -57.00 -60.00   46
  3  ω    -96.00 -10.00   1.00    1.00    --  -42.62 -77.00  60.00   86
  4  ω    -63.00  28.00   1.00    1.00    --  -42.62  38.00 -30.00   91
  5  ω   -104.00 -46.00   1.00    1.00    --  -42.62 -38.00-180.00   58
  6  ω    -41.00 -12.00   1.00    1.00    --  -42.62 -77.00 -30.00   29
  7  ω   -113.00 -64.00   1.00    1.00    --  -42.62 -57.00 -60.00   49
  8  ω    -52.00 -11.00   1.00    1.00    --  -42.62 -77.00-180.00   41
  9  ω   -105.00 -23.00   1.00    1.00    --  -42.62 -77.00 -90.00   82
 10  ω    -99.00 -72.00   1.00    1.00    --  -42.62 -57.00  90.00   27
 11  ω   -115.00 -88.00   1.00    1.00    --  -42.62 -77.00-180.00   27
 12  ω    -27.00  63.00   1.00    1.00    --   42.62 -57.00 150.00   90
 13  ω      2.00  39.00   1.00    1.00    --   42.62 -99.00  60.00   37
 14  ω     40.00  84.00   1.00    1.00    --   42.62 -99.00  60.00   44
 15  ω     79.00 105.00   1.00    1.00    --  112.00  77.00  30.00   26
 16  ω    110.00 178.00   1.00    1.00    --  112.00  77.00   0.00   68
 17  ω     83.00 177.00   1.00    1.00    --  112.00  77.00  60.00   94
 18  ω     48.00  76.00   1.00    1.00    --  112.00 -94.00  60.00   28
 19  ω    140.00 167.00   1.00    1.00    --  112.00  77.00 -60.00   27
 20  ω     39.00  71.00   1.00    1.00    --  112.00-111.00 -60.00   32
 21  ω     83.00 135.00   1.00    1.00    --  112.00  61.00 -60.00   52
 22  ω     30.00  92.00   1.00    1.00    --  112.00 -94.00 150.00   62
 23  ω     81.00 108.00   1.00    1.00    --  112.00  77.00 -30.00   27
 24  ω     77.00 104.00   1.00    1.00    --  112.00-111.00 -60.00   27
 25  ω     80.00 124.00   1.00    1.00    --  112.00  77.00-150.00   44
 26  ω    143.00 170.00   1.00    1.00    --  112.00  77.00-150.00   27
 27  ω     87.00 114.00   1.00    1.00    --  112.00  45.00-150.00   27
 28  ω     84.00 114.00   1.00    1.00    --  112.00  61.00-150.00   30
 29  ω     81.00 118.00   1.00    1.00    --  112.00  77.00  90.00   37
 30  ω    126.00 154.00   1.00    1.00    --  112.00  77.00  30.00   28
 31  ω     69.00 104.00   1.00    1.00    --  112.00 -94.00-150.00   35
 32  ω     83.00 110.00   1.00    1.00    --  112.00  77.00 150.00   27
 33  ω    112.00 137.00   1.00    1.00    --  112.00  61.00  60.00   25
 34  ω     31.00  56.00   1.00    1.00    --  112.00 -94.00-150.00   25
 35  ω    139.00 166.00   1.00    1.00    --  112.00  77.00-120.00   27
 36  ω     84.00 109.00   1.00    1.00    --  112.00  61.00  60.00   25
 37  ω     95.00 130.00   1.00    1.00    --  112.00-143.00 148.00   35
 38  ω     42.00  94.00   1.00    1.00    --  112.00-143.00 148.00   52
 39  ω     79.00 176.00   1.00    1.00    --  112.00  77.00 120.00   97
 40  ω     46.00 113.00   1.00    1.00    --  112.00-111.00   0.00   67
 41  ω    121.00 160.00   1.00    1.00    --  112.00  61.00 150.00   39
 42  ω     84.00 113.00   1.00    1.00    --  112.00  61.00   0.00   29
 43  ω     43.00  73.00   1.00    1.00    --  112.00 -77.00-180.00   30
 44  ω     98.00 138.00   1.00    1.00    --  112.00 -77.00-180.00   40
 45  ω     87.00 131.00   1.00    1.00    --  112.00  61.00  30.00   44
 46  ω     79.00 105.00   1.00    1.00    --  112.00  77.00 -60.00   26
 47  ω     85.00 112.00   1.00    1.00    --  112.00  61.00 150.00   27
 48  ω     83.00 116.00   1.00    1.00    --  112.00  61.00-180.00   33
 49  ω     33.00  81.00   1.00    1.00    --  112.00 -94.00  30.00   48
 50  ω     84.00 171.00   1.00    1.00    --  112.00  61.00 -90.00   87
 51  ω     91.00 118.00   1.00    1.00    --  112.00  61.00  90.00   27
 52  ω    144.00 171.00   1.00    1.00    --  112.00  61.00  90.00   27
 53  ω     84.00 123.00   1.00    1.00    --  112.00  61.00 120.00   39
 54  ω     80.00 107.00   1.00    1.00    --  112.00  77.00   0.00   27
 55  ω     86.00 163.00   1.00    1.00    --  112.00  61.00 -30.00   77
 56  ω     79.00 128.00   1.00    1.00    --  112.00  77.00-120.00   49
 57  ω    120.00 171.00   1.00    1.00    --  112.00  74.00-172.07   51
 58  ω     84.00 109.00   1.00    1.00    --  112.00  61.00-120.00   25
 59  ω     83.00 110.00   1.00    1.00    --  112.00  74.00-172.07   27
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1304754000
_diffrn_orient_matrix_UB_12      -0.1207035000
_diffrn_orient_matrix_UB_13      -0.0579679000
_diffrn_orient_matrix_UB_21      0.1351287000
_diffrn_orient_matrix_UB_22      -0.0796979000
_diffrn_orient_matrix_UB_23      0.0568504000
_diffrn_orient_matrix_UB_31      -0.0121633000
_diffrn_orient_matrix_UB_32      -0.0272822000
_diffrn_orient_matrix_UB_33      0.2092835000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                958
_reflns_number_total             1066
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_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)'
_refine_diff_density_max         0.225
_refine_diff_density_min         -0.219
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     111
_refine_ls_number_reflns         1066
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0575
_refine_ls_R_factor_gt           0.0539
_refine_ls_restrained_S_all      1.083
_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)+(0.0930P)²+0.3710P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1519
_refine_ls_wR_factor_ref         0.1573
_refine_special_details          Twin
_olex2_refinement_description    
;
1. Restrained distances
 H7A-H7B \\sim H7B-H7C \\sim H7C-H7A
 with sigma of 0.02
2. Uiso/Uaniso restraints and constraints
H7A \\sim H7B \\sim H7C: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
F1 F 0.00913(17) 0.23977(11) 0.57400(19) 0.0481(4) Uani 1 1 d . . . A 1
F2 F 0.28725(15) 0.14365(12) 0.6921(2) 0.0488(4) Uani 1 1 d . . . A 1
F3 F 0.27781(16) -0.09609(14) 0.6180(2) 0.0562(5) Uani 1 1 d . . . A 1
C1 C 0.0048(3) 0.12160(18) 0.5376(3) 0.0361(5) Uani 1 1 d . . . A 1
C2 C 0.1455(2) 0.07310(18) 0.5977(3) 0.0356(5) Uani 1 1 d . . . A 1
C3 C 0.1411(3) -0.04897(19) 0.5603(3) 0.0379(5) Uani 1 1 d . . . A 1
C4 C -0.0129(3) 0.12280(18) 0.0106(3) 0.0384(5) Uani 1 1 d . . . B 2
H4 H -0.022(3) 0.211(3) 0.012(4) 0.047(7) Uiso 1 1 d . . . C 2
C5 C 0.1377(2) 0.08667(18) 0.0799(3) 0.0373(5) Uani 1 1 d . . . B 2
H5 H 0.235(4) 0.142(3) 0.142(5) 0.059(8) Uiso 1 1 d . . . D 2
C6 C 0.1541(2) -0.03627(19) 0.0702(3) 0.0370(5) Uani 1 1 d . . . B 2
C7 C 0.3181(3) -0.0754(3) 0.1441(4) 0.0584(7) Uani 1 1 d . . . B 2
H7A H 0.368(7) -0.056(4) 0.055(7) 0.128(15) Uiso 1 1 d D U . E 2
H7B H 0.389(6) -0.034(4) 0.256(6) 0.117(14) Uiso 1 1 d D U . F 2
H7C H 0.310(7) -0.160(4) 0.188(7) 0.144(17) Uiso 1 1 d D U . G 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
F1 C1 1.337(2) . ?
F2 C2 1.337(2) . ?
F3 C3 1.333(2) . ?
C1 C2 1.371(3) . ?
C1 C3 1.378(3) 3_556 ?
C2 C3 1.381(3) . ?
C3 C1 1.378(3) 3_556 ?
C4 H4 0.98(3) . ?
C4 C5 1.382(3) . ?
C4 C6 1.391(3) 3 ?
C5 H5 0.95(3) . ?
C5 C6 1.386(3) . ?
C6 C4 1.391(3) 3 ?
C6 C7 1.505(3) . ?
C7 H7A 0.87(5) . ?
C7 H7B 0.95(4) . ?
C7 H7C 0.92(5) . ?

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
F1 C1 C2 119.92(18) . . ?
F1 C1 C3 119.89(18) . 3_556 ?
C2 C1 C3 120.19(18) . 3_556 ?
F2 C2 C1 120.25(18) . . ?
F2 C2 C3 119.82(19) . . ?
C1 C2 C3 119.94(19) . . ?
F3 C3 C1 120.10(18) . 3_556 ?
F3 C3 C2 120.02(19) . . ?
C1 C3 C2 119.88(19) 3_556 . ?
C5 C4 H4 120.7(16) . . ?
C5 C4 C6 120.98(18) . 3 ?
C6 C4 H4 118.2(16) 3 . ?
C4 C5 H5 122.6(18) . . ?
C4 C5 C6 121.48(18) . . ?
C6 C5 H5 115.9(18) . . ?
C4 C6 C7 121.0(2) 3 . ?
C5 C6 C4 117.54(19) . 3 ?
C5 C6 C7 121.5(2) . . ?
C6 C7 H7A 111(4) . . ?
C6 C7 H7B 113(3) . . ?
C6 C7 H7C 112(4) . . ?
H7A C7 H7B 107(4) . . ?
H7A C7 H7C 111(4) . . ?
H7B C7 H7C 103(3) . . ?

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
F1 C1 C2 F2 -0.2(3) . . . . ?
F1 C1 C2 C3 179.94(17) . . . . ?
F2 C2 C3 F3 -0.1(3) . . . . ?
F2 C2 C3 C1 -179.75(18) . . . 3_556 ?
C1 C2 C3 F3 179.76(18) . . . . ?
C1 C2 C3 C1 0.1(4) . . . 3_556 ?
C3 C1 C2 F2 179.75(18) 3_556 . . . ?
C3 C1 C2 C3 -0.1(4) 3_556 . . . ?
C4 C5 C6 C4 -0.5(4) . . . 3 ?
C4 C5 C6 C7 179.5(2) . . . . ?
C6 C4 C5 C6 0.5(4) 3 . . . ?

_olex2_exptl_crystal_mounting_method '0.5mm glass capillary'
_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 2.139
_oxdiff_exptl_absorpt_empirical_full_min 0.516
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
_oxdiff_twin_reflns_isolated
_oxdiff_twin_reflns_overlapped
_twin_individual_twin_lattice_type
_twin_individual_twin_matrix_11
_twin_individual_twin_matrix_12
_twin_individual_twin_matrix_13
_twin_individual_twin_matrix_21
_twin_individual_twin_matrix_22
_twin_individual_twin_matrix_23
_twin_individual_twin_matrix_31
_twin_individual_twin_matrix_32
_twin_individual_twin_matrix_33
1 0.5400 5138 408 ref 1.0000 0.0000 0.0000 0.0000 1.0000 0.0000 0.0000 0.0000
1.0000
2 0.4600 5179 408 nmt -1.0026 -0.3788 -0.0015 0.0041 1.0019 0.0025 0.0009
0.2248 -1.0004

_twin_special_details            
;
Component 2 rotated by -179.9709° 
 around [-0.18 0.98 0.11] (reciprocal) or [0.00 1.00 0.00] (direct)
;
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_1442
_database_code_depnum_ccdc_archive 'CCDC 1908707'
loop_
_audit_author_name
_audit_author_address
'Jeremy Karl Cockcroft'
;University College London
United Kingdom
;
_audit_update_record             
;
2019-04-08 deposited with the CCDC.	2019-07-02 downloaded from the CCDC.
;
_audit_creation_date             2019-02-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        'toluene:hexafluorobenzene (I)'
_chemical_formula_moiety         '1(C6 F6)'
_chemical_formula_sum            'C6 F6'
_chemical_formula_weight         186.07
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C13 H8 F6'
_chemical_oxdiff_usercomment     
'0.5mm capillary, crystal grown from melt at 284K (nominal)'
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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      trigonal
_space_group_IT_number           166
_space_group_name_H-M_alt        'R -3 m'
_space_group_name_Hall           '-R 3 2"'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'y, x, -z'
'x-y, -y, -z'
'-x, -x+y, -z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'y+2/3, x+1/3, -z+1/3'
'x-y+2/3, -y+1/3, -z+1/3'
'-x+2/3, -x+y+1/3, -z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'y+1/3, x+2/3, -z+2/3'
'x-y+1/3, -y+2/3, -z+2/3'
'-x+1/3, -x+y+2/3, -z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-y, -x, z'
'-x+y, y, z'
'x, x-y, z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-y+2/3, -x+1/3, z+1/3'
'-x+y+2/3, y+1/3, z+1/3'
'x+2/3, x-y+1/3, z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
'-y+1/3, -x+2/3, z+2/3'
'-x+y+1/3, y+2/3, z+2/3'
'x+1/3, x-y+2/3, z+2/3'

_cell_length_a                   12.5609(13)
_cell_length_b                   12.5609(13)
_cell_length_c                   7.1407(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     975.7(2)
_cell_formula_units_Z            2.99988
_cell_measurement_reflns_used    919
_cell_measurement_temperature    260
_cell_measurement_theta_max      41.2410
_cell_measurement_theta_min      10.1880
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.085
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.02244
_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_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    0.950
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       ?
_exptl_crystal_F_000             270
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0956
_diffrn_reflns_av_unetI/netI     0.0230
_diffrn_reflns_Laue_measured_fraction_full 0.955
_diffrn_reflns_Laue_measured_fraction_max 0.955
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       4
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_number            1006
_diffrn_reflns_point_group_measured_fraction_full 0.955
_diffrn_reflns_point_group_measured_fraction_max 0.955
_diffrn_reflns_theta_full        30.826
_diffrn_reflns_theta_max         30.826
_diffrn_reflns_theta_min         10.263
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      260
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2031
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.955
_diffrn_measured_fraction_theta_max 0.955
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -1.00  49.00   1.00    1.00    --    0.00  38.00  60.00   50
  2  ω    -44.00  18.00   1.00    1.00    --    0.00 -57.00-150.00   62
  3  ω    -48.00 -21.00   1.00    2.00    --  -50.50 -77.00  60.00   27
  4  ω    -43.00 -18.00   1.00    2.00    --  -50.50 -77.00 -30.00   25
  5  ω    -70.00 -44.00   1.00    2.00    --  -50.50 -77.00 -30.00   26
  6  ω   -123.00 -92.00   1.00    2.00    --  -50.50 -77.00 150.00   31
  7  ω    -51.00 -24.00   1.00    2.00    --  -50.50 -57.00  90.00   27
  8  ω    -47.00 -19.00   1.00    2.00    --  -50.50 -77.00-120.00   28
  9  ω    -63.00 -18.00   1.00    2.00    --  -50.50 -77.00 150.00   45
 10  ω     29.00 137.00   1.00    2.00    --   61.01  77.00 -90.00  108
 11  ω     78.00 125.00   1.00    2.00    --   61.01  77.00-150.00   47
 12  ω     31.00 137.00   1.00    2.00    --   61.01  77.00  60.00  106
 13  ω     -9.00  75.00   1.00    2.00    --   61.01 -57.00 150.00   84
 14  ω     30.00  64.00   1.00    2.00    --   61.01  77.00-150.00   34
 15  ω    -10.00  88.00   1.00    2.00    --   61.01 -57.00-120.00   98
 16  ω     73.00 129.00   1.00    2.00    --   61.01  77.00-180.00   56
 17  ω     41.00  67.00   1.00    2.00    --   61.01  77.00   0.00   26
 18  ω     76.00 116.00   1.00    2.00    --   61.01  77.00 -30.00   40
 19  ω     78.00 135.00   1.00    2.00    --   61.01  77.00   0.00   57
 20  ω    -12.00  93.00   1.00    2.00    --   61.01 -77.00   0.00  105
 21  ω     70.00 116.00   1.00    2.00    --   61.01-125.00-120.00   46
 22  ω     29.00  74.00   1.00    2.00    --   61.01  77.00 -30.00   45
 23  ω     29.00  62.00   1.00    2.00    --   61.01  77.00-180.00   33
 24  ω     -4.00  78.00   1.00    2.00    --   61.01 -57.00  60.00   82
 25  ω     34.00 121.00   1.00    2.00    --   61.01  77.00 120.00   87
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0256458000
_diffrn_orient_matrix_UB_12      -0.1066945000
_diffrn_orient_matrix_UB_13      -0.0289372000
_diffrn_orient_matrix_UB_21      -0.0216327000
_diffrn_orient_matrix_UB_22      -0.0307620000
_diffrn_orient_matrix_UB_23      0.2103802000
_diffrn_orient_matrix_UB_31      -0.1375155000
_diffrn_orient_matrix_UB_32      -0.0878717000
_diffrn_orient_matrix_UB_33      -0.0384710000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                41
_reflns_number_total             42
_reflns_odcompleteness_completeness 54.65
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_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)'
_refine_diff_density_max         0.150
_refine_diff_density_min         -0.194
_refine_diff_density_rms         0.037
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.783
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     8
_refine_ls_number_reflns         42
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0883
_refine_ls_R_factor_gt           0.0883
_refine_ls_restrained_S_all      1.739
_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)+(0.1209P)²+1.1909P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2745
_refine_ls_wR_factor_ref         0.2745
_refine_special_details          SQUEEZE
_olex2_refinement_description    
;
1. Rigid body (RIGU) restrains
 F1, C1
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
2. Others
 U33(F1)=U33(C1)=FVAR(1)
 Fixed U13: F1(0) C1(0)
 Fixed U23: F1(0) C1(0)
 Fixed X: F1(0) C1(0)
 Fixed Z: F1(0.5) C1(0.5)
;
_atom_sites_solution_hydrogens   .
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
F1 F 0.0000 0.2174(10) 0.5000 0.307(12) Uani 1 2 d S TU P A 1
C1 C 0.0000 0.1216(18) 0.5000 0.248(15) Uani 1 2 d S TU P A 1
C2 C 0 0 0 0.25 Uani . . . . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
F1 C1 1.204(17) . ?
C1 C1 1.53(2) 21_556 ?
C1 C1 1.53(2) 20_556 ?

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
F1 C1 C1 120.001(2) . 21_556 ?
F1 C1 C1 120.001(9) . 20_556 ?
C1 C1 C1 119.999(3) 21_556 20_556 ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.595 -0.743 -0.375 553.4 0.0 'C7 H8'


_olex2_date_sample_data_collection 2019-01-30
_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 20.713
_oxdiff_exptl_absorpt_empirical_full_min 0.348
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_1433_twin1_hklf4
_database_code_depnum_ccdc_archive 'CCDC 1908126'
loop_
_audit_author_name
_audit_author_address
'Jeremy Karl Cockcroft'
;University College London
United Kingdom
;
_audit_update_record             
;
2019-04-04 deposited with the CCDC.	2019-07-02 downloaded from the CCDC.
;
_audit_creation_date             2019-03-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        'p-xylene:hexafluorobenzene (II)'
_chemical_formula_moiety         'C6 F6, C8 H10'
_chemical_formula_sum            'C14 H10 F6'
_chemical_formula_weight         292.22
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C14 F6 H10'
_chemical_oxdiff_usercomment     'Capillary 0.5mm'
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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'C -1'
_space_group_name_Hall           '-C 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, y+1/2, z'
'-x, -y, -z'
'-x+1/2, -y+1/2, -z'

_cell_length_a                   8.8573(6)
_cell_length_b                   10.9100(7)
_cell_length_c                   7.2986(6)
_cell_angle_alpha                83.399(6)
_cell_angle_beta                 107.856(7)
_cell_angle_gamma                98.744(6)
_cell_volume                     661.76(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2341
_cell_measurement_temperature    240
_cell_measurement_theta_max      75.5760
_cell_measurement_theta_min      7.5320
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.285
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.21344
_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_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.467
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             296
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method 'Grown in situ from the melt'
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0972
_diffrn_reflns_av_unetI/netI     0.0634
_diffrn_reflns_Laue_measured_fraction_full 0.937
_diffrn_reflns_Laue_measured_fraction_max 0.937
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            4221
_diffrn_reflns_point_group_measured_fraction_full 0.937
_diffrn_reflns_point_group_measured_fraction_max 0.937
_diffrn_reflns_theta_full        65.082
_diffrn_reflns_theta_max         65.082
_diffrn_reflns_theta_min         7.096
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      240
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2031
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.937
_diffrn_measured_fraction_theta_max 0.937
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -118.00 -83.00   1.00    1.00    --  -42.62 -77.00  90.00   35
  2  ω    -46.00 -10.00   1.00    1.00    --  -42.62 -77.00  90.00   36
  3  ω    -69.00 -11.00   1.00    1.00    --  -42.62 -77.00-120.00   58
  4  ω    -63.00 -22.00   1.00    1.00    --  -42.62 -38.00 120.00   41
  5  ω   -116.00 -87.00   1.00    1.00    --  -42.62 -57.00  30.00   29
  6  ω    -43.00 -11.00   1.00    1.00    --  -42.62 -77.00 150.00   32
  7  ω   -117.00 -72.00   1.00    1.00    --  -42.62 -77.00-120.00   45
  8  ω   -114.00 -83.00   1.00    1.00    --  -42.62 -77.00   0.00   31
  9  ω    -57.00 -11.00   1.00    1.00    --  -42.62 -77.00   0.00   46
 10  ω   -118.00 -80.00   1.00    1.00    --  -42.62 -77.00 -60.00   38
 11  ω    -50.00 -16.00   1.00    1.00    --  -42.62 -77.00 -60.00   34
 12  ω    -50.00 -14.00   1.00    1.00    --  -42.62 -57.00  30.00   36
 13  ω   -119.00 -75.00   1.00    1.00    --  -42.62 -77.00 150.00   44
 14  ω     23.00  57.00   1.00    1.00    --   42.62-125.00  90.00   34
 15  ω      2.00  64.00   1.00    1.00    --   42.62 -99.00 150.00   62
 16  ω      1.00  44.00   1.00    1.00    --   42.62 -99.00   0.00   43
 17  ω      5.00  60.00   1.00    1.00    --   42.62 -99.00 -90.00   55
 18  ω     46.00  75.00   1.00    1.00    --   42.62 -99.00   0.00   29
 19  ω     91.00 120.00   1.00    1.00    --  112.00  61.00-120.00   29
 20  ω    124.00 175.00   1.00    1.00    --  112.00  77.00   0.00   51
 21  ω     85.00 125.00   1.00    1.00    --  112.00  61.00-180.00   40
 22  ω     30.00  98.00   1.00    1.00    --  112.00 -94.00 -90.00   68
 23  ω    116.00 144.00   1.00    1.00    --  112.00  77.00  90.00   28
 24  ω     79.00 106.00   1.00    1.00    --  112.00  77.00 150.00   27
 25  ω     87.00 114.00   1.00    1.00    --  112.00  61.00 120.00   27
 26  ω     38.00  95.00   1.00    1.00    --  112.00-111.00 120.00   57
 27  ω     87.00 122.00   1.00    1.00    --  112.00  45.00-120.00   35
 28  ω    146.00 173.00   1.00    1.00    --  112.00  61.00-180.00   27
 29  ω     80.00 164.00   1.00    1.00    --  112.00  77.00 -60.00   84
 30  ω     85.00 178.00   1.00    1.00    --  112.00  61.00 150.00   93
 31  ω     81.00 175.00   1.00    1.00    --  112.00  77.00-120.00   94
 32  ω     79.00 111.00   1.00    1.00    --  112.00  77.00  90.00   32
 33  ω    116.00 178.00   1.00    1.00    --  112.00  73.00  55.01   62
 34  ω     79.00 105.00   1.00    1.00    --  112.00  77.00-150.00   26
 35  ω    113.00 149.00   1.00    1.00    --  112.00 178.00 150.00   36
 36  ω     82.00 143.00   1.00    1.00    --  112.00  77.00 120.00   61
 37  ω     84.00 112.00   1.00    1.00    --  112.00  61.00  90.00   28
 38  ω     83.00 132.00   1.00    1.00    --  112.00  61.00   0.00   49
 39  ω     78.00 128.00   1.00    1.00    --  112.00 -45.00 -60.00   50
 40  ω    127.00 154.00   1.00    1.00    --  112.00  77.00 -30.00   27
 41  ω     90.00 122.00   1.00    1.00    --  112.00-131.00-121.00   32
 42  ω    122.00 149.00   1.00    1.00    --  112.00  61.00  90.00   27
 43  ω     79.00 105.00   1.00    1.00    --  112.00  77.00 -30.00   26
 44  ω     80.00 131.00   1.00    1.00    --  112.00  77.00  30.00   51
 45  ω     61.00 100.00   1.00    1.00    --  112.00 -94.00 -30.00   39
 46  ω    126.00 159.00   1.00    1.00    --  112.00  77.00-150.00   33
 47  ω    150.00 176.00   1.00    1.00    --  112.00  61.00 -90.00   26
 48  ω     84.00 120.00   1.00    1.00    --  112.00  61.00 -90.00   36
 49  ω     84.00 123.00   1.00    1.00    --  112.00  61.00 -60.00   39
 50  ω     87.00 124.00   1.00    1.00    --  112.00  61.00  30.00   37
 51  ω     32.00  60.00   1.00    1.00    --  112.00 -94.00 -30.00   28
 52  ω     36.00  93.00   1.00    1.00    --  112.00-111.00-120.00   57
 53  ω     80.00 105.00   1.00    1.00    --  112.00  77.00-180.00   25
 54  ω     79.00 106.00   1.00    1.00    --  112.00  77.00   0.00   27
 55  ω     45.00  76.00   1.00    1.00    --  112.00 -45.00 -60.00   31
 56  ω     82.00 108.00   1.00    1.00    --  112.00  73.00  55.01   26
 57  ω     83.00 123.00   1.00    1.00    --  112.00  61.00  60.00   40
 58  ω     61.00 112.00   1.00    1.00    --  112.00-111.00 150.00   51
 59  ω    141.00 168.00   1.00    1.00    --  112.00 111.00 -60.00   27
 60  ω     87.00 120.00   1.00    1.00    --  112.00  30.00-120.00   33
 61  ω     86.00 149.00   1.00    1.00    --  112.00  57.00 -65.78   63
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1289902000
_diffrn_orient_matrix_UB_12      -0.1121087000
_diffrn_orient_matrix_UB_13      -0.0564342000
_diffrn_orient_matrix_UB_21      0.1309199000
_diffrn_orient_matrix_UB_22      -0.0871982000
_diffrn_orient_matrix_UB_23      0.0546341000
_diffrn_orient_matrix_UB_31      -0.0114160000
_diffrn_orient_matrix_UB_32      -0.0186374000
_diffrn_orient_matrix_UB_33      0.2080074000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                873
_reflns_number_total             1062
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_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)'
_refine_diff_density_max         0.227
_refine_diff_density_min         -0.194
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     123
_refine_ls_number_reflns         1062
_refine_ls_number_restraints     60
_refine_ls_R_factor_all          0.0748
_refine_ls_R_factor_gt           0.0674
_refine_ls_restrained_S_all      1.021
_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)+(0.1195P)²+0.1270P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1778
_refine_ls_wR_factor_ref         0.1914
_refine_special_details          Twin
_olex2_refinement_description    
;
1. Restrained distances
 C7-H7A \\sim C7-H7B \\sim C7-H7C \\sim C7-H7D \\sim C7-H7E \\sim C7-H7F
 with sigma of 0.02
 H7A-H7D \\sim H7D-H7B \\sim H7B-H7E \\sim H7E-H7C \\sim H7C-H7F \\sim H7F-H7A
 with sigma of 0.02
 C6-H7A \\sim C6-H7B \\sim C6-H7C \\sim C6-H7D \\sim C6-H7E \\sim C6-H7F
 with sigma of 0.02
2. Uiso/Uaniso restraints and constraints
H7A \\sim H7B \\sim H7C \\sim H7D \\sim H7E \\sim H7F: within 2A with sigma of
0.04 and sigma for terminal atoms of 0.08
3. Others
 Fixed Sof: H7A(0.5) H7B(0.5) H7C(0.5) H7D(0.5) H7E(0.5) H7F(0.5)
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
F1 F 0.0279(3) 0.24324(15) 0.5629(3) 0.1123(8) Uani 1 1 d . . . A 1
F2 F 0.2839(2) 0.11789(18) 0.7017(3) 0.1069(7) Uani 1 1 d . . . A 1
F3 F 0.2568(2) -0.1258(2) 0.6418(3) 0.1187(8) Uani 1 1 d . . . A 1
C1 C 0.0143(3) 0.1231(2) 0.5321(4) 0.0779(7) Uani 1 1 d . . . A 1
C2 C 0.1436(3) 0.0596(2) 0.6012(3) 0.0769(7) Uani 1 1 d . . . A 1
C3 C 0.1295(3) -0.0639(3) 0.5716(4) 0.0798(7) Uani 1 1 d . . . A 1
C4 C -0.0495(4) 0.1141(2) -0.0150(4) 0.0817(8) Uani 1 1 d . . . B 2
H4 H -0.084(5) 0.188(3) -0.024(5) 0.105(10) Uiso 1 1 d . . . C 2
C5 C 0.1083(3) 0.0981(2) 0.0687(4) 0.0819(8) Uani 1 1 d . . . B 2
H5 H 0.176(4) 0.163(3) 0.124(5) 0.098(9) Uiso 1 1 d . . . D 2
C6 C 0.1628(3) -0.0154(2) 0.0866(3) 0.0782(7) Uani 1 1 d D . . B 2
C7 C 0.3355(5) -0.0320(5) 0.1774(6) 0.1262(14) Uani 1 1 d D . . B 2
H7A H 0.402(4) 0.049(3) 0.195(11) 0.124(17) Uiso 0.5 1 d D U P E 2
H7B H 0.375(5) -0.079(6) 0.099(7) 0.111(16) Uiso 0.5 1 d D U P F 2
H7C H 0.352(5) -0.078(7) 0.305(6) 0.122(17) Uiso 0.5 1 d D U P G 2
H7D H 0.400(4) 0.006(7) 0.093(7) 0.111(16) Uiso 0.5 1 d D U P H 2
H7E H 0.348(5) -0.122(3) 0.203(11) 0.119(17) Uiso 0.5 1 d D U P I 2
H7F H 0.379(5) 0.007(7) 0.301(7) 0.123(17) Uiso 0.5 1 d D U P J 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
F1 C1 1.336(3) . ?
F2 C2 1.340(3) . ?
F3 C3 1.337(3) . ?
C1 C2 1.361(4) . ?
C1 C3 1.373(4) 3_556 ?
C2 C3 1.370(4) . ?
C3 C1 1.373(4) 3_556 ?
C4 H4 0.89(4) . ?
C4 C5 1.373(4) . ?
C4 C6 1.385(4) 3 ?
C5 H5 0.90(4) . ?
C5 C6 1.374(4) . ?
C6 C4 1.385(4) 3 ?
C6 C7 1.499(5) . ?
C7 H7A 0.99(3) . ?
C7 H7B 0.98(3) . ?
C7 H7C 0.98(3) . ?
C7 H7D 0.98(3) . ?
C7 H7E 0.99(3) . ?
C7 H7F 0.98(3) . ?

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
F1 C1 C2 120.1(3) . . ?
F1 C1 C3 120.1(2) . 3_556 ?
C2 C1 C3 119.8(3) . 3_556 ?
F2 C2 C1 119.6(3) . . ?
F2 C2 C3 120.2(2) . . ?
C1 C2 C3 120.2(2) . . ?
F3 C3 C1 120.3(3) . 3_556 ?
F3 C3 C2 119.7(3) . . ?
C2 C3 C1 120.0(2) . 3_556 ?
C5 C4 H4 122(3) . . ?
C5 C4 C6 121.2(2) . 3 ?
C6 C4 H4 117(3) 3 . ?
C4 C5 H5 118(2) . . ?
C6 C5 C4 122.4(2) . . ?
C6 C5 H5 119(2) . . ?
C4 C6 C7 121.5(3) 3 . ?
C5 C6 C4 116.4(2) . 3 ?
C5 C6 C7 122.1(3) . . ?
C6 C7 H7A 111(2) . . ?
C6 C7 H7B 112(2) . . ?
C6 C7 H7C 111(2) . . ?
C6 C7 H7D 111(2) . . ?
C6 C7 H7E 110(2) . . ?
C6 C7 H7F 111(2) . . ?
H7A C7 H7B 108(3) . . ?
H7A C7 H7C 108(2) . . ?
H7A C7 H7D 55.5(13) . . ?
H7A C7 H7E 139(4) . . ?
H7A C7 H7F 55.7(13) . . ?
H7B C7 H7C 107(3) . . ?
H7B C7 H7D 55.9(13) . . ?
H7B C7 H7E 55.6(13) . . ?
H7B C7 H7F 137(4) . . ?
H7C C7 H7D 138(4) . . ?
H7C C7 H7E 55.4(13) . . ?
H7C C7 H7F 55.8(13) . . ?
H7D C7 H7E 109(2) . . ?
H7D C7 H7F 108(3) . . ?
H7E C7 H7F 108(2) . . ?

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
F1 C1 C2 F2 0.6(4) . . . . ?
F1 C1 C2 C3 179.3(2) . . . . ?
F2 C2 C3 F3 -0.6(4) . . . . ?
F2 C2 C3 C1 -179.7(2) . . . 3_556 ?
C1 C2 C3 F3 -179.3(2) . . . . ?
C1 C2 C3 C1 1.6(4) . . . 3_556 ?
C3 C1 C2 F2 179.7(2) 3_556 . . . ?
C3 C1 C2 C3 -1.6(4) 3_556 . . . ?
C4 C5 C6 C4 0.1(4) . . . 3 ?
C4 C5 C6 C7 179.7(3) . . . . ?
C6 C4 C5 C6 -0.1(4) 3 . . . ?

_olex2_exptl_crystal_mounting_method '0.5mm glass capillary'
_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 5.281
_oxdiff_exptl_absorpt_empirical_full_min 0.487
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
_oxdiff_twin_reflns_isolated
_oxdiff_twin_reflns_overlapped
_twin_individual_twin_lattice_type
_twin_individual_twin_matrix_11
_twin_individual_twin_matrix_12
_twin_individual_twin_matrix_13
_twin_individual_twin_matrix_21
_twin_individual_twin_matrix_22
_twin_individual_twin_matrix_23
_twin_individual_twin_matrix_31
_twin_individual_twin_matrix_32
_twin_individual_twin_matrix_33
1 0.5156 9065 802 ref 1.0000 0.0000 0.0000 0.0000 1.0000 0.0000 0.0000 0.0000
1.0000
2 0.4844 8969 802 nmt -1.0004 -0.2469 -0.0003 0.0001 1.0000 0.0001 0.0003
0.1531 -0.9998

_twin_special_details            
;
Component 2 rotated by -179.9805° 
 around [-0.12 0.99 0.08] (reciprocal) or [0.00 1.00 -0.00] (direct)
;
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_1435
_database_code_depnum_ccdc_archive 'CCDC 1908128'
loop_
_audit_author_name
_audit_author_address
'Jeremy Karl Cockcroft'
;University College London
United Kingdom
;
_audit_update_record             
;
2019-04-04 deposited with the CCDC.	2019-07-02 downloaded from the CCDC.
;
_audit_creation_date             2019-01-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        'p-xylene:hexafluorobenzene (I)'
_chemical_formula_moiety         'C6 F6, C8 H10'
_chemical_formula_sum            'C14 H10 F6'
_chemical_formula_weight         292.22
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C14 F6 H10'
_chemical_oxdiff_usercomment     'Capillary 0.5mm'
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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           12
_space_group_name_H-M_alt        'C 1 2/m 1'
_space_group_name_Hall           '-C 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z'

_cell_length_a                   8.8690(12)
_cell_length_b                   11.0285(17)
_cell_length_c                   7.3047(10)
_cell_angle_alpha                90
_cell_angle_beta                 106.483(13)
_cell_angle_gamma                90
_cell_volume                     685.12(17)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1414
_cell_measurement_temperature    300
_cell_measurement_theta_max      52.6220
_cell_measurement_theta_min      7.9560
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.242
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.00676
_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_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.417
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             296
_exptl_crystal_recrystallization_method 'From the Melt'
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0413
_diffrn_reflns_av_unetI/netI     0.0143
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            2580
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        52.761
_diffrn_reflns_theta_max         52.761
_diffrn_reflns_theta_min         8.039
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      300
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2031
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -29.00  29.00   1.00    1.00    --    0.00 -77.00  60.00   58
  2  ω    -76.00 -49.00   1.00    1.00    --    0.00 -77.00  60.00   27
  3  ω    -57.00 -18.00   1.00    1.00    --    0.00 -57.00-180.00   39
  4  ω    -85.00 -46.00   1.00    1.00    --    0.00-178.00 -30.00   39
  5  ω    -89.00 -45.00   1.00    1.00    --    0.00-178.00 150.00   44
  6  ω     -4.00  23.00   1.00    1.00    --    0.00 -57.00-180.00   27
  7  ω     75.00 141.00   1.00    4.00    --   64.51  77.00 -90.00   66
  8  ω     33.00  58.00   1.00    4.00    --   64.51  77.00 -90.00   25
  9  ω    -10.00  97.00   1.00    4.00    --   64.51 -77.00  90.00  107
 10  ω     34.00  61.00   1.00    4.00    --   64.51  77.00 -30.00   27
 11  ω     83.00 124.00   1.00    4.00    --   64.51  77.00 -60.00   41
 12  ω     78.00 130.00   1.00    4.00    --   64.51  77.00   0.00   52
 13  ω     37.00  73.00   1.00    4.00    --   64.51  77.00  30.00   36
 14  ω    100.00 139.00   1.00    4.00    --   64.51  77.00  30.00   39
 15  ω     36.00  89.00   1.00    4.00    --   64.51  77.00-180.00   53
 16  ω    101.00 133.00   1.00    4.00    --   64.51  77.00 150.00   32
 17  ω     23.00  77.00   1.00    4.00    --   64.51-125.00 -30.00   54
 18  ω     -5.00  93.00   1.00    4.00    --   64.51 -57.00 150.00   98
 19  ω     67.00 117.00   1.00    4.00    --   64.51  77.00 120.00   50
 20  ω     32.00  65.00   1.00    4.00    --   64.51  77.00 120.00   33
 21  ω     93.00 135.00   1.00    4.00    --   64.51  77.00-180.00   42
 22  ω     34.00  63.00   1.00    4.00    --   64.51  77.00 -60.00   29
 23  ω     -8.00  93.00   1.00    4.00    --   64.51 -57.00 -30.00  101
 24  ω     35.00  74.00   1.00    4.00    --   64.51  77.00   0.00   39
 25  ω     32.00  59.00   1.00    4.00    --   64.51  77.00 150.00   27
 26  ω     60.00 114.00   1.00    4.00    --   64.51-125.00  30.00   54
 27  ω     43.00  94.00   1.00    4.00    --   64.51  57.00  90.00   51
 28  ω     97.00 133.00   1.00    4.00    --   64.51  57.00  90.00   36
 29  ω     33.00  58.00   1.00    4.00    --   64.51  76.00  79.94   25
 30  ω     32.00 108.00   1.00    4.00    --   64.51  77.00-129.64   76
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1327604000
_diffrn_orient_matrix_UB_12      -0.0947210000
_diffrn_orient_matrix_UB_13      -0.0567791000
_diffrn_orient_matrix_UB_21      0.1229352000
_diffrn_orient_matrix_UB_22      -0.1026542000
_diffrn_orient_matrix_UB_23      0.0493526000
_diffrn_orient_matrix_UB_31      -0.0108919000
_diffrn_orient_matrix_UB_32      -0.0014706000
_diffrn_orient_matrix_UB_33      0.2066082000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                347
_reflns_number_total             422
_reflns_odcompleteness_completeness 96.36
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     53.44
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_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)'
_refine_diff_density_max         0.234
_refine_diff_density_min         -0.136
_refine_diff_density_rms         0.031
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.168
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     59
_refine_ls_number_reflns         422
_refine_ls_number_restraints     15
_refine_ls_R_factor_all          0.0859
_refine_ls_R_factor_gt           0.0776
_refine_ls_restrained_S_all      1.145
_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)+(0.1378P)²+0.2368P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2298
_refine_ls_wR_factor_ref         0.2443
_refine_special_details          ?
_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
 C7-H7A \\sim C7-H7B \\sim C7-H7C
 with sigma of 0.02
 C6-H7A \\sim C6-H7B \\sim C6-H7C
 with sigma of 0.02
 H7A-H7A_$1 \\sim H7C-H7C_$1 \\sim H7B-H7C_$1 \\sim H7A-H7B_$1
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
H7A \\sim H7B \\sim H7C: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08
4. Others
 Fixed Sof: H7A(0.5) H7B(0.5) H7C(0.5)
5.a Aromatic/amide H refined with riding coordinates:
 C5(H5)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
F1 F 0.0000 0.2397(6) 0.5000 0.249(3) Uani 1 2 d S T P A 1
F2 F 0.2642(4) 0.1194(5) 0.6772(5) 0.219(2) Uani 1 1 d . . . A 1
C1 C 0.0000 0.1206(7) 0.5000 0.147(2) Uani 1 2 d S T P A 1
C2 C 0.1331(5) 0.0589(5) 0.5885(5) 0.1335(19) Uani 1 1 d . . . A 1
C5 C 0.0788(5) 0.1052(4) 0.0442(5) 0.1315(17) Uani 1 1 d . . . B 2
H5 H 0.1315 0.1787 0.0742 0.158 Uiso 1 1 calc R . . B 2
C6 C 0.1601(7) 0.0000 0.0894(7) 0.129(2) Uani 1 2 d DS T P B 2
C7 C 0.3374(9) 0.0000 0.1861(11) 0.208(6) Uani 1 2 d DS T P B 2
H7A H 0.378(9) 0.036(4) 0.114(11) 0.312 Uiso 0.5 1 d DR U . C 2
H7B H 0.365(9) -0.071(7) 0.201(6) 0.312 Uiso 0.5 1 d DR U . D 2
H7C H 0.351(10) 0.036(4) 0.288(10) 0.312 Uiso 0.5 1 d DR U . E 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
F1 C1 1.314(9) . ?
F2 C2 1.338(5) . ?
C1 C2 1.357(6) 2_556 ?
C1 C2 1.357(6) . ?
C2 C2 1.298(11) 6 ?
C5 C5 1.363(8) 2 ?
C5 H5 0.9300 . ?
C5 C6 1.356(5) . ?
C6 C5 1.356(5) 6 ?
C6 C7 1.530(10) . ?
C7 H7A 0.82(8) . ?
C7 H7B 0.82(8) . ?
C7 H7C 0.82(8) . ?

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
F1 C1 C2 120.1(4) . 2_556 ?
F1 C1 C2 120.1(4) . . ?
C2 C1 C2 119.8(7) 2_556 . ?
F2 C2 C1 120.0(5) . . ?
C2 C2 F2 119.9(3) 6 . ?
C2 C2 C1 120.1(4) 6 . ?
C5 C5 H5 119.4 2 . ?
C6 C5 C5 121.2(3) . 2 ?
C6 C5 H5 119.4 . . ?
C5 C6 C5 117.6(6) 6 . ?
C5 C6 C7 121.2(3) 6 . ?
C5 C6 C7 121.2(3) . . ?
C6 C7 H7A 107(6) . . ?
C6 C7 H7B 107(6) . . ?
C6 C7 H7C 106(6) . . ?
H7A C7 H7B 112(6) . . ?
H7A C7 H7C 112(5) . . ?
H7B C7 H7C 112(6) . . ?

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
F1 C1 C2 F2 0.5(4) . . . . ?
F1 C1 C2 C2 179.999(1) . . . 6 ?
C2 C1 C2 F2 -179.5(4) 2_556 . . . ?
C2 C1 C2 C2 -0.002(1) 2_556 . . 6 ?
C5 C5 C6 C5 -0.3(8) 2 . . 6 ?
C5 C5 C6 C7 179.1(5) 2 . . . ?

_olex2_date_sample_data_collection 2019-01-25
_olex2_exptl_crystal_mounting_method '0.5mm glass capillary'
_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 74.872
_oxdiff_exptl_absorpt_empirical_full_min 0.499
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_1434_twin1_hklf4
_database_code_depnum_ccdc_archive 'CCDC 1908127'
loop_
_audit_author_name
_audit_author_address
'Jeremy Karl Cockcroft'
;University College London
United Kingdom
;
_audit_update_record             
;
2019-04-04 deposited with the CCDC.	2019-07-02 downloaded from the CCDC.
;
_audit_creation_date             2019-01-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        'p-xylene:hexafluorobenzene (II)'
_chemical_formula_moiety         'C6 F6, C8 H10'
_chemical_formula_sum            'C14 H10 F6'
_chemical_formula_weight         292.22
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C14 F6 H10'
_chemical_oxdiff_usercomment     'Capillary 0.5mm'
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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'C -1'
_space_group_name_Hall           '-C 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, y+1/2, z'
'-x, -y, -z'
'-x+1/2, -y+1/2, -z'

_cell_length_a                   8.8830(9)
_cell_length_b                   10.9834(11)
_cell_length_c                   7.3134(8)
_cell_angle_alpha                84.939(9)
_cell_angle_beta                 107.381(10)
_cell_angle_gamma                96.556(9)
_cell_volume                     675.40(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1870
_cell_measurement_temperature    280
_cell_measurement_theta_max      73.1180
_cell_measurement_theta_min      7.5680
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.259
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.05321
_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_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.437
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             296
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0788
_diffrn_reflns_av_unetI/netI     0.0514
_diffrn_reflns_Laue_measured_fraction_full 0.939
_diffrn_reflns_Laue_measured_fraction_max 0.939
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            4799
_diffrn_reflns_point_group_measured_fraction_full 0.939
_diffrn_reflns_point_group_measured_fraction_max 0.939
_diffrn_reflns_theta_full        64.925
_diffrn_reflns_theta_max         64.925
_diffrn_reflns_theta_min         7.625
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      280
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2031
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.939
_diffrn_measured_fraction_theta_max 0.939
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -98.00 -51.00   1.00    1.00    --  -42.37 -38.00  30.00   47
  2  ω    -41.00  -9.00   1.00    1.00    --  -42.37 125.00 -90.00   32
  3  ω    -41.00 -14.00   1.00    1.00    --  -42.37 -57.00 150.00   27
  4  ω   -102.00 -10.00   1.00    1.00    --  -42.37 -77.00 120.00   92
  5  ω   -112.00 -10.00   1.00    1.00    --  -42.37 -77.00-150.00  102
  6  ω   -110.00 -74.00   1.00    1.00    --  -42.37 -77.00  30.00   36
  7  ω   -115.00 -86.00   1.00    1.00    --  -42.37 -57.00 150.00   29
  8  ω    -53.00 -11.00   1.00    1.00    --  -42.37 -77.00  30.00   42
  9  ω    -49.00 -14.00   1.00    1.00    --  -42.37 -77.00 -30.00   35
 10  ω    -87.00 -26.00   1.00    1.00    --  -42.37 -38.00 -90.00   61
 11  ω    -21.00  57.00   1.00    1.00    --   42.37 -38.00  30.00   78
 12  ω     25.00  97.00   1.00    1.00    --   42.37-125.00  30.00   72
 13  ω     13.00  56.00   1.00    1.00    --   42.37  62.00 -33.30   43
 14  ω     89.00 114.00   1.00    1.00    --   42.37  62.00 -33.30   25
 15  ω      2.00  72.00   1.00    1.00    --   42.37 -99.00-120.00   70
 16  ω      1.00  54.00   1.00    1.00    --   42.37 -99.00-180.00   53
 17  ω     80.00 105.00   1.00    2.00    --  112.00  77.00-150.00   25
 18  ω     80.00 109.00   1.00    2.00    --  112.00  77.00-120.00   29
 19  ω    112.00 176.00   1.00    2.00    --  112.00  75.00 177.73   64
 20  ω     80.00 173.00   1.00    2.00    --  112.00  77.00  90.00   93
 21  ω     42.00  95.00   1.00    2.00    --  112.00 -77.00 -30.00   53
 22  ω    131.00 162.00   1.00    2.00    --  112.00  77.00  60.00   31
 23  ω     80.00 106.00   1.00    2.00    --  112.00  75.00 177.73   26
 24  ω     42.00 110.00   1.00    2.00    --  112.00-111.00 -30.00   68
 25  ω     81.00 178.00   1.00    2.00    --  112.00  77.00  30.00   97
 26  ω     86.00 145.00   1.00    2.00    --  112.00  45.00-120.00   59
 27  ω    123.00 170.00   1.00    2.00    --  112.00  77.00-120.00   47
 28  ω     80.00 107.00   1.00    2.00    --  112.00  77.00 -30.00   27
 29  ω     80.00 177.00   1.00    2.00    --  112.00  77.00 -90.00   97
 30  ω     84.00 111.00   1.00    2.00    --  112.00  61.00-120.00   27
 31  ω     82.00 140.00   1.00    2.00    --  112.00  65.00 152.65   58
 32  ω     83.00 115.00   1.00    2.00    --  112.00  61.00  90.00   32
 33  ω     79.00 106.00   1.00    2.00    --  112.00  77.00  60.00   27
 34  ω    126.00 178.00   1.00    2.00    --  112.00  77.00 120.00   52
 35  ω    127.00 154.00   1.00    2.00    --  112.00  61.00 -90.00   27
 36  ω     79.00 121.00   1.00    2.00    --  112.00  77.00 120.00   42
 37  ω     81.00 108.00   1.00    2.00    --  112.00  71.00  27.62   27
 38  ω     90.00 120.00   1.00    2.00    --  112.00  61.00 -90.00   30
 39  ω     85.00 125.00   1.00    2.00    --  112.00  61.00-150.00   40
 40  ω     37.00  97.00   1.00    2.00    --  112.00 -77.00-150.00   60
 41  ω     99.00 132.00   1.00    2.00    --  112.00 -77.00-150.00   33
 42  ω     81.00 108.00   1.00    2.00    --  112.00  77.00 150.00   27
 43  ω     56.00 110.00   1.00    2.00    --  112.00 -94.00-180.00   54
 44  ω     80.00 105.00   1.00    2.00    --  112.00  77.00   0.00   25
 45  ω     83.00 109.00   1.00    2.00    --  112.00  61.00 120.00   26
 46  ω     86.00 117.00   1.00    2.00    --  112.00 -61.00-180.00   31
 47  ω     83.00 126.00   1.00    2.00    --  112.00  61.00  60.00   43
 48  ω    112.00 143.00   1.00    2.00    --  112.00 -77.00 -30.00   31
 49  ω     87.00 141.00   1.00    2.00    --  112.00  61.00 -30.00   54
 50  ω    142.00 176.00   1.00    2.00    --  112.00  61.00 -30.00   34
 51  ω    128.00 177.00   1.00    2.00    --  112.00  77.00 -60.00   49
 52  ω     60.00  87.00   1.00    2.00    --  112.00 -94.00 150.00   27
 53  ω     85.00 178.00   1.00    2.00    --  112.00  61.00   0.00   93
 54  ω     86.00 113.00   1.00    2.00    --  112.00  61.00 -60.00   27
 55  ω     79.00 105.00   1.00    2.00    --  112.00  77.00 -60.00   26
 56  ω     85.00 137.00   1.00    2.00    --  112.00  61.00-180.00   52
 57  ω     54.00 102.00   1.00    2.00    --  112.00-111.00  60.00   48
 58  ω     38.00  65.00   1.00    2.00    --  112.00-111.00  90.00   27
 59  ω     87.00 113.00   1.00    2.00    --  112.00-111.00  90.00   26
 60  ω     47.00 111.00   1.00    2.00    --  112.00-111.00 150.00   64
 61  ω    142.00 170.00   1.00    2.00    --  112.00  77.00-150.00   28
 62  ω     83.00 113.00   1.00    2.00    --  112.00  68.00  22.36   30
 63  ω    145.00 178.00   1.00    2.00    --  112.00  65.00 152.65   33
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1308192000
_diffrn_orient_matrix_UB_12      -0.1062693000
_diffrn_orient_matrix_UB_13      -0.0570381000
_diffrn_orient_matrix_UB_21      0.1268083000
_diffrn_orient_matrix_UB_22      -0.0920923000
_diffrn_orient_matrix_UB_23      0.0514733000
_diffrn_orient_matrix_UB_31      -0.0107032000
_diffrn_orient_matrix_UB_32      -0.0149809000
_diffrn_orient_matrix_UB_33      0.2073114000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                765
_reflns_number_total             1084
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.150
_refine_diff_density_min         -0.118
_refine_diff_density_rms         0.032
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     120
_refine_ls_number_reflns         1084
_refine_ls_number_restraints     60
_refine_ls_R_factor_all          0.0838
_refine_ls_R_factor_gt           0.0677
_refine_ls_restrained_S_all      1.009
_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)+(0.1216P)²+0.1191P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1938
_refine_ls_wR_factor_ref         0.2185
_refine_special_details          Twin
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C7-H7a \\sim C7-H7b \\sim C7-H7c \\sim C7-H7d \\sim C7-H7e \\sim C7-H7f
 with sigma of 0.02
 H7a-H7d \\sim H7d-H7b \\sim H7b-H7e \\sim H7e-H7c \\sim H7c-H7f \\sim H7f-H7a
 with sigma of 0.02
 C6-H7a \\sim C6-H7b \\sim C6-H7c \\sim C6-H7d \\sim C6-H7e \\sim C6-H7f
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
H7a \\sim H7b \\sim H7c \\sim H7d \\sim H7e \\sim H7f: within 2A with sigma of
0.04 and sigma for terminal atoms of 0.08
4. Others
 Fixed Sof: H7a(0.5) H7b(0.5) H7c(0.5) H7d(0.5) H7e(0.5) H7f(0.5)
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
F1 F 0.0232(4) 0.2412(2) 0.5507(4) 0.1685(12) Uani 1 1 d . . . A 1
F2 F 0.2786(3) 0.1158(3) 0.6972(3) 0.1585(11) Uani 1 1 d . . . A 1
F3 F 0.2551(3) -0.1262(3) 0.6503(4) 0.1706(12) Uani 1 1 d . . . A 1
C1 C 0.0128(4) 0.1219(3) 0.5247(5) 0.1130(10) Uani 1 1 d . . . A 1
C2 C 0.1397(4) 0.0583(3) 0.5980(4) 0.1089(9) Uani 1 1 d . . . A 1
C3 C 0.1286(4) -0.0628(4) 0.5751(4) 0.1137(10) Uani 1 1 d . . . A 1
C4 C -0.0590(5) 0.1094(3) -0.0231(5) 0.1118(10) Uani 1 1 d . . . B 2
H4 H -0.094(4) 0.172(3) -0.036(5) 0.114(11) Uiso 1 1 d . . . C 2
C5 C 0.0982(5) 0.1002(3) 0.0614(4) 0.1135(11) Uani 1 1 d . . . B 2
H5 H 0.170(5) 0.160(4) 0.106(6) 0.133(11) Uiso 1 1 d . . . D 2
C6 C 0.1623(4) -0.0106(3) 0.0881(4) 0.1091(10) Uani 1 1 d D . . B 2
C7 C 0.3353(6) -0.0215(6) 0.1806(7) 0.175(2) Uani 1 1 d D . . B 2
H7A H 0.381(7) 0.050(5) 0.18(2) 0.262 Uiso 0.5 1 d DR U P E 2
H7B H 0.364(8) -0.068(14) 0.112(17) 0.262 Uiso 0.5 1 d DR U P F 2
H7C H 0.345(7) -0.053(16) 0.292(11) 0.262 Uiso 0.5 1 d DR U P G 2
H7D H 0.382(6) 0.005(16) 0.099(11) 0.260(19) Uiso 0.5 1 d D U P H 2
H7E H 0.345(7) -0.097(5) 0.21(2) 0.258(19) Uiso 0.5 1 d D U P I 2
H7F H 0.363(8) 0.020(14) 0.278(16) 0.256(19) Uiso 0.5 1 d D U P J 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
F1 C1 1.329(4) . ?
F2 C2 1.348(4) . ?
F3 C3 1.338(4) . ?
C1 C2 1.341(5) . ?
C1 C3 1.372(5) 3_556 ?
C2 C3 1.345(5) . ?
C3 C1 1.372(5) 3_556 ?
C4 H4 0.78(3) . ?
C4 C5 1.359(5) . ?
C4 C6 1.360(5) 3 ?
C5 H5 0.87(4) . ?
C5 C6 1.376(5) . ?
C6 C4 1.360(5) 3 ?
C6 C7 1.497(6) . ?
C7 H7A 0.84(4) . ?
C7 H7B 0.85(4) . ?
C7 H7C 0.84(4) . ?
C7 H7D 0.84(4) . ?
C7 H7E 0.85(4) . ?
C7 H7F 0.84(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
F1 C1 C2 120.3(3) . . ?
F1 C1 C3 120.1(3) . 3_556 ?
C2 C1 C3 119.6(3) . 3_556 ?
C1 C2 F2 119.9(3) . . ?
C1 C2 C3 120.4(3) . . ?
C3 C2 F2 119.8(3) . . ?
F3 C3 C1 119.8(4) . 3_556 ?
F3 C3 C2 120.2(3) . . ?
C2 C3 C1 120.0(3) . 3_556 ?
C5 C4 H4 121(3) . . ?
C5 C4 C6 122.4(3) . 3 ?
C6 C4 H4 117(3) 3 . ?
C4 C5 H5 127(3) . . ?
C4 C5 C6 121.8(3) . . ?
C6 C5 H5 112(3) . . ?
C4 C6 C5 115.8(3) 3 . ?
C4 C6 C7 122.1(4) 3 . ?
C5 C6 C7 122.1(4) . . ?
C6 C7 H7A 107(4) . . ?
C6 C7 H7B 106(4) . . ?
C6 C7 H7C 107(4) . . ?
C6 C7 H7D 107(4) . . ?
C6 C7 H7E 106(4) . . ?
C6 C7 H7F 107(4) . . ?
H7A C7 H7B 112(4) . . ?
H7A C7 H7C 112(4) . . ?
H7A C7 H7D 57.5(17) . . ?
H7A C7 H7E 147(7) . . ?
H7A C7 H7F 57.4(17) . . ?
H7B C7 H7C 111(4) . . ?
H7B C7 H7D 57.0(17) . . ?
H7B C7 H7E 56.6(17) . . ?
H7B C7 H7F 147(7) . . ?
H7C C7 H7D 146(7) . . ?
H7C C7 H7E 57.2(17) . . ?
H7C C7 H7F 57.5(17) . . ?
H7D C7 H7E 111(4) . . ?
H7D C7 H7F 112(4) . . ?
H7E C7 H7F 112(4) . . ?

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
F1 C1 C2 F2 -0.5(5) . . . . ?
F1 C1 C2 C3 178.7(3) . . . . ?
F2 C2 C3 F3 0.0(5) . . . . ?
F2 C2 C3 C1 179.6(3) . . . 3_556 ?
C1 C2 C3 F3 -179.2(3) . . . . ?
C1 C2 C3 C1 0.4(5) . . . 3_556 ?
C3 C1 C2 F2 -179.6(3) 3_556 . . . ?
C3 C1 C2 C3 -0.4(5) 3_556 . . . ?
C4 C5 C6 C4 0.6(5) . . . 3 ?
C4 C5 C6 C7 179.9(4) . . . . ?
C6 C4 C5 C6 -0.6(5) 3 . . . ?

_olex2_exptl_crystal_mounting_method '0.5mm glass capillary'
_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 7.609
_oxdiff_exptl_absorpt_empirical_full_min 0.414
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
_oxdiff_twin_reflns_isolated
_oxdiff_twin_reflns_overlapped
_twin_individual_twin_lattice_type
_twin_individual_twin_matrix_11
_twin_individual_twin_matrix_12
_twin_individual_twin_matrix_13
_twin_individual_twin_matrix_21
_twin_individual_twin_matrix_22
_twin_individual_twin_matrix_23
_twin_individual_twin_matrix_31
_twin_individual_twin_matrix_32
_twin_individual_twin_matrix_33
1 0.5453 10388 878 ref 1.0000 0.0000 0.0000 0.0000 1.0000 0.0000 0.0000 0.0000
1.0000
2 0.4547 10341 878 nmt -1.0001 -0.1841 -0.0007 -0.0002 1.0005 -0.0029 0.0001
0.1158 -1.0001

_twin_special_details            
;
Component 2 rotated by -179.9898° 
 around [-0.09 0.99 0.06] (reciprocal) or [-0.00 1.00 -0.00] (direct)
;
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_1446
_database_code_depnum_ccdc_archive 'CCDC 1908706'
loop_
_audit_author_name
_audit_author_address
'Jeremy Karl Cockcroft'
;University College London
United Kingdom
;
_audit_update_record             
;
2019-04-08 deposited with the CCDC.	2019-07-02 downloaded from the CCDC.
;
_audit_creation_date             2019-04-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        'toluene:hexafluorobenzene (II)'
_chemical_formula_moiety         'C6 F6, 0.5(C14 H16)'
_chemical_formula_sum            'C13 H8 F6'
_chemical_formula_weight         278.19
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C13 H8 F6'
_chemical_oxdiff_usercomment     
'0.5mm capillary, crystal grown from melt at 284K (nominal)'
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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           -1
_space_group_name_H-M_alt        '-I 1'
_space_group_name_Hall           '-I 1'
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'

_cell_length_a                   6.3142(9)
_cell_length_b                   13.629(2)
_cell_length_c                   7.3210(11)
_cell_angle_alpha                81.815(12)
_cell_angle_beta                 84.058(12)
_cell_angle_gamma                93.550(12)
_cell_volume                     618.35(16)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1092
_cell_measurement_temperature    235
_cell_measurement_theta_max      50.3240
_cell_measurement_theta_min      7.3550
_shelx_estimated_absorpt_T_max   0.688
_shelx_estimated_absorpt_T_min   0.688
_exptl_absorpt_coefficient_mu    1.346
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.02388
_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_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.494
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       ?
_exptl_crystal_F_000             280
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0289
_diffrn_reflns_av_unetI/netI     0.0212
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            1555
_diffrn_reflns_point_group_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        44.491
_diffrn_reflns_theta_max         44.491
_diffrn_reflns_theta_min         8.036
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      235
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2031
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -69.00 -41.00   1.00    1.00    --    0.00 -38.00  30.00   28
  2  ω    -26.00   6.00   1.00    1.00    --    0.00 -38.00  30.00   32
  3  ω    -46.00 -20.00   1.00    2.00    --  -50.50 -77.00 -90.00   26
  4  ω    -45.00 -19.00   1.00    2.00    --  -50.50 -77.00-150.00   26
  5  ω    -43.00 -18.00   1.00    2.00    --  -50.50 -77.00  30.00   25
  6  ω    -49.00 -18.00   1.00    2.00    --  -50.50 -77.00 120.00   31
  7  ω    -43.00 -18.00   1.00    2.00    --  -50.50 -77.00 -30.00   25
  8  ω   -115.00 -90.00   1.00    2.00    --  -50.50 -77.00  30.00   25
  9  ω   -122.00 -96.00   1.00    2.00    --  -50.50 -77.00 -30.00   26
 10  ω      9.00  86.00   1.00    2.00    --   61.01 -57.00  30.00   77
 11  ω     85.00 133.00   1.00    2.00    --   61.01  77.00-180.00   48
 12  ω     32.00  81.00   1.00    2.00    --   61.01  77.00-180.00   49
 13  ω     35.00  61.00   1.00    2.00    --   61.01  77.00 -30.00   26
 14  ω     72.00 101.00   1.00    2.00    --   61.01 -99.00 -60.00   29
 15  ω     28.00  56.00   1.00    2.00    --   61.01  77.00 -60.00   28
 16  ω     42.00  86.00   1.00    2.00    --   61.01 -38.00 -90.00   44
 17  ω     32.00  76.00   1.00    2.00    --   61.01  77.00  60.00   44
 18  ω    -13.00  38.00   1.00    2.00    --   61.01 -38.00 -90.00   51
 19  ω     22.00  69.00   1.00    2.00    --   61.01 -99.00 -60.00   47
 20  ω     83.00 128.00   1.00    2.00    --   61.01  77.00  60.00   45
 21  ω     31.00  71.00   1.00    2.00    --   61.01  77.00-120.00   40
 22  ω     74.00 137.00   1.00    2.00    --   61.01  77.00-120.00   63
 23  ω     28.00 119.00   1.00    2.00    --   61.01  77.00 120.00   91
 24  ω    -12.00  89.00   1.00    2.00    --   61.01 -57.00 150.00  101
 25  ω     38.00  67.00   1.00    2.00    --   61.01  57.00  30.00   29
 26  ω     91.00 133.00   1.00    2.00    --   61.01  57.00  30.00   42
 27  ω     61.00 115.00   1.00    2.00    --   61.01-125.00-150.00   54
 28  ω     95.00 133.00   1.00    2.00    --   61.01  77.00 -30.00   38
 29  ω     68.00 112.00   1.00    2.00    --   61.01  77.00 -60.00   44
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.2156377185
_diffrn_orient_matrix_UB_12      0.0446270428
_diffrn_orient_matrix_UB_13      0.0379386983
_diffrn_orient_matrix_UB_21      0.0506317514
_diffrn_orient_matrix_UB_22      0.0115310192
_diffrn_orient_matrix_UB_23      0.1975740119
_diffrn_orient_matrix_UB_31      0.1071273070
_diffrn_orient_matrix_UB_32      0.1048663367
_diffrn_orient_matrix_UB_33      -0.0729027445
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                422
_reflns_number_total             477
_reflns_odcompleteness_completeness 98.01
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     50.38
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_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)'
_refine_diff_density_max         0.379
_refine_diff_density_min         -0.253
_refine_diff_density_rms         0.091
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.373
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     142
_refine_ls_number_reflns         477
_refine_ls_number_restraints     100
_refine_ls_R_factor_all          0.0902
_refine_ls_R_factor_gt           0.0852
_refine_ls_restrained_S_all      1.329
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2518
_refine_ls_wR_factor_ref         0.2612
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H,H) groups
2. Restrained distances
 C7-H7 = C8-H8 = C9-H9 = C10-H10 = C11-H11
 0.9 with sigma of 0.02
 C7-C8 \\sim C8-C9 \\sim C9-C10 \\sim C10-C11 \\sim C11-C12 \\sim C12-C7
 with sigma of 0.02
 C7-C9 \\sim C7-C11 \\sim C8-C10 \\sim C8-C12 \\sim C9-C11 \\sim C10-C12
 with sigma of 0.02
 C12-H7 \\sim C8-H7
 with sigma of 0.02
 C7-H8 \\sim C9-H8
 with sigma of 0.02
 C8-H9 \\sim C10-H9
 with sigma of 0.02
 C9-H10 \\sim C11-H10
 with sigma of 0.02
 C10-H11 \\sim C12-H11
 with sigma of 0.02
 C13-H13C \\sim C13-H13B \\sim C13-H13A
 with sigma of 0.02
 C12-H13C \\sim C12-H13B \\sim C12-H13A
 with sigma of 0.02
 H13C-H13B \\sim H13B-H13A \\sim H13A-H13C
 with sigma of 0.02
 C11-C13 \\sim C7-C13
 with sigma of 0.02
3. Restrained planarity
 C12, C7, C8, H7
 with sigma of 0.1
 C7, C8, C9, H8
 with sigma of 0.1
 C8, C9, C10, H9
 with sigma of 0.1
 C9, C10, C11, H10
 with sigma of 0.1
 C10, C11, C12, H11
 with sigma of 0.1
4. Rigid body (RIGU) restrains
 C7, C8, C9, C10, C11, C12, C13, H7, H8, H9, H10, H11
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Fixed Sof: C7(0.5) H7(0.5) C8(0.5) H8(0.5) C9(0.5) H9(0.5) C10(0.5) H10(0.5)
 C11(0.5) H11(0.5) C12(0.5) C13(0.5) H13A(0.5) H13B(0.5) H13C(0.5)
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
F1 F 0.3419(7) 0.1181(3) 0.3333(6) 0.126(2) Uani 1 1 d . . . A 1
F2 F 0.3574(6) -0.0803(4) 0.3790(6) 0.125(2) Uani 1 1 d . . . A 1
F3 F 0.0142(8) -0.1988(3) 0.5458(6) 0.133(2) Uani 1 1 d . . . A 1
C1 C 0.1721(11) 0.0605(7) 0.4169(8) 0.079(2) Uani 1 1 d . . . A 1
C2 C 0.1789(11) -0.0388(8) 0.4400(8) 0.081(2) Uani 1 1 d . . . A 1
C3 C 0.0103(15) -0.1000(5) 0.5204(9) 0.081(2) Uani 1 1 d . . . A 1
C7 C 0.172(3) 0.0221(11) -0.066(4) 0.093(7) Uani 0.5 1 d D U P B 2
H7 H 0.286(6) 0.062(2) -0.119(11) 0.111 Uiso 0.5 1 d DR U P C 2
C8 C 0.179(2) -0.0771(11) -0.0423(19) 0.099(4) Uani 0.5 1 d D U P B 2
H8 H 0.300(6) -0.104(2) -0.082(10) 0.119 Uiso 0.5 1 d DR U P D 2
C9 C 0.006(3) -0.1388(14) 0.032(5) 0.126(10) Uani 0.5 1 d D U P B 2
H9 H 0.016(6) -0.205(2) 0.050(13) 0.151 Uiso 0.5 1 d DR U P E 2
C10 C -0.177(2) -0.0999(10) 0.0789(17) 0.097(4) Uani 0.5 1 d D U P B 2
H10 H -0.293(5) -0.140(2) 0.131(9) 0.117 Uiso 0.5 1 d DR U P F 2
C11 C -0.189(3) -0.0002(10) 0.055(3) 0.078(5) Uani 0.5 1 d D U P B 2
H11 H -0.315(5) 0.0254(19) 0.079(10) 0.094 Uiso 0.5 1 d DR U P G 2
C12 C -0.0125(19) 0.0609(10) -0.0130(17) 0.085(4) Uani 0.5 1 d D U P B 2
C13 C -0.024(3) 0.165(2) -0.031(5) 0.131(8) Uani 0.5 1 d D U P B 2
H13A H 0.015(19) 0.196(8) 0.055(17) 0.157 Uiso 0.5 1 d DR . P H 2
H13B H -0.147(16) 0.188(8) -0.042(17) 0.157 Uiso 0.5 1 d DR . P I 2
H13C H 0.049(18) 0.201(8) -0.126(15) 0.157 Uiso 0.5 1 d DR . P J 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
F1 C1 1.328(7) . ?
F2 C2 1.355(7) . ?
F3 C3 1.336(7) . ?
C1 C2 1.343(10) . ?
C1 C3 1.365(10) 3_556 ?
C2 C3 1.340(11) . ?
C3 C1 1.365(10) 3_556 ?
C7 H7 0.90(2) . ?
C7 C8 1.342(14) . ?
C7 C9 2.03(3) 3 ?
C7 C10 1.05(2) 3 ?
C7 C11 0.33(3) 3 ?
C7 C12 1.352(15) . ?
C7 C12 1.48(3) 3 ?
C8 H8 0.91(2) . ?
C8 C9 1.348(15) . ?
C8 C11 1.04(2) 3 ?
C8 C12 1.131(19) 3 ?
C8 C13 1.49(3) 3 ?
C9 C7 2.03(3) 3 ?
C9 H9 0.90(2) . ?
C9 C10 1.338(15) . ?
C9 C12 1.048(19) 3 ?
C9 C13 0.37(4) 3 ?
C10 C7 1.05(2) 3 ?
C10 H10 0.90(2) . ?
C10 C11 1.352(15) . ?
C10 C12 1.30(2) 3 ?
C10 C13 1.63(3) 3 ?
C11 C7 0.33(3) 3 ?
C11 C8 1.04(2) 3 ?
C11 H11 0.90(2) . ?
C11 C12 1.356(14) . ?
C11 C12 1.59(2) 3 ?
C12 C7 1.48(3) 3 ?
C12 C8 1.131(19) 3 ?
C12 C9 1.048(19) 3 ?
C12 C10 1.30(2) 3 ?
C12 C11 1.59(2) 3 ?
C12 C12 1.66(3) 3 ?
C12 C13 1.41(3) . ?
C13 C8 1.49(3) 3 ?
C13 C9 0.37(4) 3 ?
C13 C10 1.63(3) 3 ?
C13 H13A 0.86(9) . ?
C13 H13B 0.87(9) . ?
C13 H13C 0.86(9) . ?

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
F1 C1 C2 119.5(8) . . ?
F1 C1 C3 121.4(8) . 3_556 ?
C2 C1 C3 119.1(6) . 3_556 ?
C1 C2 F2 120.5(9) . . ?
C3 C2 F2 117.8(9) . . ?
C3 C2 C1 121.7(6) . . ?
F3 C3 C1 118.1(8) . 3_556 ?
F3 C3 C2 122.7(8) . . ?
C2 C3 C1 119.2(6) . 3_556 ?
C8 C7 H7 120.9(18) . . ?
C8 C7 C9 146.7(13) . 3 ?
C8 C7 C12 47.0(8) . 3 ?
C8 C7 C12 118.9(11) . . ?
C9 C7 H7 92.4(17) 3 . ?
C10 C7 H7 56.5(18) 3 . ?
C10 C7 C8 175(3) 3 . ?
C10 C7 C9 36.1(9) 3 3 ?
C10 C7 C12 135.5(19) 3 3 ?
C10 C7 C12 63.8(13) 3 . ?
C11 C7 H7 106(6) 3 . ?
C11 C7 C8 20(7) 3 . ?
C11 C7 C9 156(8) 3 3 ?
C11 C7 C10 155(9) 3 3 ?
C11 C7 C12 62(5) 3 3 ?
C11 C7 C12 132(6) 3 . ?
C12 C7 H7 168.0(19) 3 . ?
C12 C7 H7 120.1(17) . . ?
C12 C7 C9 99.7(13) 3 3 ?
C12 C7 C9 27.8(7) . 3 ?
C12 C7 C12 71.9(11) . 3 ?
C7 C8 H8 119.6(17) . . ?
C7 C8 C9 121.8(11) . . ?
C7 C8 C13 135.8(14) . 3 ?
C9 C8 H8 118.5(17) . . ?
C9 C8 C13 14.0(14) . 3 ?
C11 C8 C7 6(2) 3 . ?
C11 C8 H8 115(2) 3 . ?
C11 C8 C9 126.1(15) 3 . ?
C11 C8 C12 77.1(13) 3 3 ?
C11 C8 C13 140(2) 3 3 ?
C12 C8 C7 72.7(13) 3 . ?
C12 C8 H8 167(2) 3 . ?
C12 C8 C9 49.1(10) 3 . ?
C12 C8 C13 63.0(16) 3 3 ?
C13 C8 H8 104.5(19) 3 . ?
C7 C9 H9 148.3(19) 3 . ?
C8 C9 C7 91.5(11) . 3 ?
C8 C9 H9 120.1(18) . . ?
C10 C9 C7 27.6(7) . 3 ?
C10 C9 C8 119.0(12) . . ?
C10 C9 H9 121.0(18) . . ?
C12 C9 C7 36.9(8) 3 3 ?
C12 C9 C8 54.6(12) 3 . ?
C12 C9 H9 174(3) 3 . ?
C12 C9 C10 64.4(13) 3 . ?
C13 C9 C7 163(6) 3 3 ?
C13 C9 C8 106(5) 3 . ?
C13 C9 H9 15(6) 3 . ?
C13 C9 C10 135(5) 3 . ?
C13 C9 C12 160(6) 3 3 ?
C7 C10 C9 116.3(14) 3 . ?
C7 C10 H10 123(2) 3 . ?
C7 C10 C11 6(2) 3 . ?
C7 C10 C12 69.5(13) 3 3 ?
C7 C10 C13 126(2) 3 3 ?
C9 C10 H10 120.3(17) . . ?
C9 C10 C11 120.5(11) . . ?
C9 C10 C13 9.3(14) . 3 ?
C11 C10 H10 119.2(17) . . ?
C11 C10 C13 129.8(13) . 3 ?
C12 C10 C9 46.9(9) 3 . ?
C12 C10 H10 167(2) 3 . ?
C12 C10 C11 73.7(11) 3 . ?
C12 C10 C13 56.2(13) 3 3 ?
C13 C10 H10 111.0(19) 3 . ?
C7 C11 C8 153(9) 3 3 ?
C7 C11 C10 19(7) 3 . ?
C7 C11 H11 133(6) 3 . ?
C7 C11 C12 39(5) 3 3 ?
C7 C11 C12 105(6) 3 . ?
C8 C11 C10 172(2) 3 . ?
C8 C11 H11 66.0(19) 3 . ?
C8 C11 C12 122.4(19) 3 3 ?
C8 C11 C12 54.4(12) 3 . ?
C10 C11 H11 120.2(17) . . ?
C10 C11 C12 51.5(8) . 3 ?
C10 C11 C12 119.8(11) . . ?
C12 C11 H11 171(2) 3 . ?
C12 C11 H11 119.9(17) . . ?
C12 C11 C12 68.3(11) . 3 ?
C7 C12 C7 108.1(11) . 3 ?
C7 C12 C11 99.7(12) 3 3 ?
C7 C12 C11 119.9(11) . . ?
C7 C12 C11 8.8(12) . 3 ?
C7 C12 C12 50.6(8) 3 3 ?
C7 C12 C12 57.5(10) . 3 ?
C7 C12 C13 120.5(12) . . ?
C8 C12 C7 168.3(14) 3 . ?
C8 C12 C7 60.2(11) 3 3 ?
C8 C12 C10 144.9(17) 3 3 ?
C8 C12 C11 48.5(10) 3 . ?
C8 C12 C11 159.7(18) 3 3 ?
C8 C12 C12 110.8(15) 3 3 ?
C8 C12 C13 71.2(14) 3 . ?
C9 C12 C7 136.5(18) 3 3 ?
C9 C12 C7 115.3(13) 3 . ?
C9 C12 C8 76.3(13) 3 3 ?
C9 C12 C10 68.7(13) 3 3 ?
C9 C12 C11 124.8(13) 3 . ?
C9 C12 C11 123.5(18) 3 3 ?
C9 C12 C12 173(2) 3 3 ?
C9 C12 C13 5.2(15) 3 . ?
C10 C12 C7 154.4(15) 3 3 ?
C10 C12 C7 46.7(9) 3 . ?
C10 C12 C11 54.8(9) 3 3 ?
C10 C12 C11 166.5(12) 3 . ?
C10 C12 C12 104.1(12) 3 3 ?
C10 C12 C13 73.9(12) 3 . ?
C11 C12 C7 12.3(12) . 3 ?
C11 C12 C11 111.7(11) . 3 ?
C11 C12 C12 49.2(7) 3 3 ?
C11 C12 C12 62.5(10) . 3 ?
C11 C12 C13 119.6(12) . . ?
C13 C12 C7 131.4(12) . 3 ?
C13 C12 C11 128.6(12) . 3 ?
C13 C12 C12 177.2(17) . 3 ?
C8 C13 C10 95.7(18) 3 3 ?
C8 C13 H13A 112(8) 3 . ?
C8 C13 H13B 77(7) 3 . ?
C8 C13 H13C 149(8) 3 . ?
C9 C13 C8 60(5) 3 3 ?
C9 C13 C10 35(4) 3 3 ?
C9 C13 C12 15(4) 3 . ?
C9 C13 H13A 117(10) 3 . ?
C9 C13 H13B 131(10) 3 . ?
C9 C13 H13C 106(10) 3 . ?
C10 C13 H13A 104(7) 3 . ?
C10 C13 H13B 157(8) 3 . ?
C10 C13 H13C 77(8) 3 . ?
C12 C13 C8 45.8(11) . 3 ?
C12 C13 C10 49.9(12) . 3 ?
C12 C13 H13A 119(8) . . ?
C12 C13 H13B 118(7) . . ?
C12 C13 H13C 119(8) . . ?
H13A C13 H13B 99(10) . . ?
H13A C13 H13C 99(9) . . ?
H13B C13 H13C 99(9) . . ?

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
F1 C1 C2 F2 0.1(9) . . . . ?
F1 C1 C2 C3 -178.8(5) . . . . ?
F2 C2 C3 F3 1.6(9) . . . . ?
F2 C2 C3 C1 -179.9(4) . . . 3_556 ?
C1 C2 C3 F3 -179.5(5) . . . . ?
C1 C2 C3 C1 -1.0(11) . . . 3_556 ?
C3 C1 C2 F2 179.9(4) 3_556 . . . ?
C3 C1 C2 C3 1.0(11) 3_556 . . . ?
C7 C8 C9 C7 -1(3) . . . 3 ?
C7 C8 C9 C10 1(4) . . . . ?
C7 C8 C9 C12 -2(3) . . . 3 ?
C7 C8 C9 C13 178(11) . . . 3 ?
C7 C9 C10 C11 5(3) 3 . . . ?
C7 C9 C10 C12 3(3) 3 . . 3 ?
C7 C9 C10 C13 -179(17) 3 . . 3 ?
C7 C10 C11 C12 44(20) 3 . . . ?
C7 C10 C11 C12 44(21) 3 . . 3 ?
C7 C11 C12 C7 18(12) 3 . . . ?
C7 C11 C12 C8 -160(11) 3 . . 3 ?
C7 C11 C12 C9 -164(10) 3 . . 3 ?
C7 C11 C12 C10 14(15) 3 . . 3 ?
C7 C11 C12 C11 14(10) 3 . . 3 ?
C7 C11 C12 C12 14(10) 3 . . 3 ?
C7 C11 C12 C13 -164(10) 3 . . . ?
C7 C12 C13 C8 -179(2) . . . 3 ?
C7 C12 C13 C8 -2(2) 3 . . 3 ?
C7 C12 C13 C9 177(37) 3 . . 3 ?
C7 C12 C13 C9 0(39) . . . 3 ?
C7 C12 C13 C10 175(3) 3 . . 3 ?
C7 C12 C13 C10 -2(2) . . . 3 ?
C8 C7 C12 C7 0.7(18) . . . 3 ?
C8 C7 C12 C8 4(11) . . . 3 ?
C8 C7 C12 C9 178(3) . . . 3 ?
C8 C7 C12 C10 176(4) . . . 3 ?
C8 C7 C12 C11 -3(4) . . . . ?
C8 C7 C12 C11 20(12) . . . 3 ?
C8 C7 C12 C12 0.7(18) . . . 3 ?
C8 C7 C12 C13 178(2) . . . . ?
C8 C9 C10 C7 -6(4) . . . 3 ?
C8 C9 C10 C11 -1(4) . . . . ?
C8 C9 C10 C12 -3.0(16) . . . 3 ?
C8 C9 C10 C13 176(19) . . . 3 ?
C8 C11 C12 C7 178(2) 3 . . . ?
C8 C11 C12 C7 160(11) 3 . . 3 ?
C8 C11 C12 C9 -4(3) 3 . . 3 ?
C8 C11 C12 C10 175(7) 3 . . 3 ?
C8 C11 C12 C11 174(2) 3 . . 3 ?
C8 C11 C12 C12 174(2) 3 . . 3 ?
C8 C11 C12 C13 -3(3) 3 . . . ?
C8 C12 C13 C9 179(100) 3 . . 3 ?
C8 C12 C13 C10 176.9(18) 3 . . 3 ?
C9 C7 C8 C9 2(6) 3 . . . ?
C9 C7 C8 C11 -133(24) 3 . . 3 ?
C9 C7 C8 C12 1(4) 3 . . 3 ?
C9 C7 C8 C13 3(5) 3 . . 3 ?
C9 C7 C12 C7 -178(3) 3 . . 3 ?
C9 C7 C12 C8 -174(10) 3 . . 3 ?
C9 C7 C12 C10 -3(3) 3 . . 3 ?
C9 C7 C12 C11 -159(14) 3 . . 3 ?
C9 C7 C12 C11 178(4) 3 . . . ?
C9 C7 C12 C12 -178(3) 3 . . 3 ?
C9 C7 C12 C13 0(4) 3 . . . ?
C9 C10 C11 C7 -46(22) . . . 3 ?
C9 C10 C11 C12 -2(3) . . . . ?
C9 C10 C11 C12 -2(2) . . . 3 ?
C9 C12 C13 C8 -179(100) 3 . . 3 ?
C9 C12 C13 C10 -2(37) 3 . . 3 ?
C10 C7 C12 C7 -175(3) 3 . . 3 ?
C10 C7 C12 C8 -172(9) 3 . . 3 ?
C10 C7 C12 C9 3(3) 3 . . 3 ?
C10 C7 C12 C11 -179.0(16) 3 . . . ?
C10 C7 C12 C11 -156(15) 3 . . 3 ?
C10 C7 C12 C12 -175(3) 3 . . 3 ?
C10 C7 C12 C13 2(3) 3 . . . ?
C10 C11 C12 C7 -14(9) . . . 3 ?
C10 C11 C12 C7 4(4) . . . . ?
C10 C11 C12 C8 -174(3) . . . 3 ?
C10 C11 C12 C9 -178(3) . . . 3 ?
C10 C11 C12 C10 1(8) . . . 3 ?
C10 C11 C12 C11 0.1(17) . . . 3 ?
C10 C11 C12 C12 0.1(17) . . . 3 ?
C10 C11 C12 C13 -178(2) . . . . ?
C10 C12 C13 C8 -176.9(18) 3 . . 3 ?
C10 C12 C13 C9 2(37) 3 . . 3 ?
C11 C7 C8 C9 135(20) 3 . . . ?
C11 C7 C8 C12 133(21) 3 . . 3 ?
C11 C7 C8 C13 135(20) 3 . . 3 ?
C11 C7 C12 C7 -19(13) 3 . . 3 ?
C11 C7 C12 C8 -16(21) 3 . . 3 ?
C11 C7 C12 C9 159(14) 3 . . 3 ?
C11 C7 C12 C10 156(15) 3 . . 3 ?
C11 C7 C12 C11 -23(16) 3 . . . ?
C11 C7 C12 C12 -19(13) 3 . . 3 ?
C11 C7 C12 C13 159(13) 3 . . . ?
C11 C8 C9 C7 4(3) 3 . . 3 ?
C11 C8 C9 C10 7(4) 3 . . . ?
C11 C8 C9 C12 4(3) 3 . . 3 ?
C11 C8 C9 C13 -176(11) 3 . . 3 ?
C11 C12 C13 C8 3(2) . . . 3 ?
C11 C12 C13 C8 -175(2) 3 . . 3 ?
C11 C12 C13 C9 -178(37) . . . 3 ?
C11 C12 C13 C9 4(39) 3 . . 3 ?
C11 C12 C13 C10 180(2) . . . 3 ?
C11 C12 C13 C10 2.2(19) 3 . . 3 ?
C12 C7 C8 C9 1(2) 3 . . . ?
C12 C7 C8 C9 1(4) . . . . ?
C12 C7 C8 C11 -134(22) . . . 3 ?
C12 C7 C8 C11 -133(21) 3 . . 3 ?
C12 C7 C8 C12 -1(2) . . . 3 ?
C12 C7 C8 C13 2(3) 3 . . 3 ?
C12 C7 C8 C13 1(4) . . . 3 ?
C12 C7 C12 C7 0.000(1) 3 . . 3 ?
C12 C7 C12 C8 3(9) 3 . . 3 ?
C12 C7 C12 C9 178(3) 3 . . 3 ?
C12 C7 C12 C10 175(3) 3 . . 3 ?
C12 C7 C12 C11 -4(3) 3 . . . ?
C12 C7 C12 C11 19(13) 3 . . 3 ?
C12 C7 C12 C13 178(2) 3 . . . ?
C12 C8 C9 C7 0.7(13) 3 . . 3 ?
C12 C8 C9 C10 3.3(18) 3 . . . ?
C12 C8 C9 C13 -180(13) 3 . . 3 ?
C12 C9 C10 C7 -3(3) 3 . . 3 ?
C12 C9 C10 C11 2(3) 3 . . . ?
C12 C9 C10 C13 179(18) 3 . . 3 ?
C12 C10 C11 C7 -44(21) 3 . . 3 ?
C12 C10 C11 C12 0(2) 3 . . . ?
C12 C11 C12 C7 -14(10) 3 . . 3 ?
C12 C11 C12 C7 4(3) 3 . . . ?
C12 C11 C12 C8 -174(2) 3 . . 3 ?
C12 C11 C12 C9 -178(3) 3 . . 3 ?
C12 C11 C12 C10 1(7) 3 . . 3 ?
C12 C11 C12 C11 0.001(1) 3 . . 3 ?
C12 C11 C12 C13 -178(2) 3 . . . ?
C13 C8 C9 C7 -180(13) 3 . . 3 ?
C13 C8 C9 C10 -177(14) 3 . . . ?
C13 C8 C9 C12 180(13) 3 . . 3 ?
C13 C9 C10 C7 179(17) 3 . . 3 ?
C13 C9 C10 C11 -177(16) 3 . . . ?
C13 C9 C10 C12 -179(18) 3 . . 3 ?
C13 C10 C11 C7 -46(22) 3 . . 3 ?
C13 C10 C11 C12 -2(3) 3 . . . ?
C13 C10 C11 C12 -2(2) 3 . . 3 ?

_olex2_date_sample_data_collection 2019-01-30
_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 26.226
_oxdiff_exptl_absorpt_empirical_full_min 0.518
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_1447
_database_code_depnum_ccdc_archive 'CCDC 1908705'
loop_
_audit_author_name
_audit_author_address
'Jeremy Karl Cockcroft'
;University College London
United Kingdom
;
_audit_update_record             
;
2019-04-08 deposited with the CCDC.	2019-07-02 downloaded from the CCDC.
;
_audit_creation_date             2019-02-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        'toluene:hexafluorobenzene (II)'
_chemical_formula_moiety         'C6 F6, 0.5(C14 H16)'
_chemical_formula_sum            'C13 H8 F6'
_chemical_formula_weight         278.19
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C13 H8 F6'
_chemical_oxdiff_usercomment     
'0.5mm capillary, crystal grown from melt at 284K (nominal)'
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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'I -1'
_space_group_name_Hall           '-I 1'
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'

_cell_length_a                   6.2555(12)
_cell_length_b                   13.596(2)
_cell_length_c                   7.3243(12)
_cell_angle_alpha                81.725(13)
_cell_angle_beta                 84.578(15)
_cell_angle_gamma                94.028(14)
_cell_volume                     611.47(18)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1519
_cell_measurement_temperature    210
_cell_measurement_theta_max      60.4970
_cell_measurement_theta_min      7.3480
_shelx_estimated_absorpt_T_max   0.686
_shelx_estimated_absorpt_T_min   0.686
_exptl_absorpt_coefficient_mu    1.361
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.37961
_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_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.511
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             280
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method 'Grown in situ from the melt'
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0388
_diffrn_reflns_av_unetI/netI     0.0293
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            1766
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        44.481
_diffrn_reflns_theta_max         44.480
_diffrn_reflns_theta_min         6.517
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      210
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2031
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -68.00 -39.00   1.00    1.00    --    0.00 -38.00  30.00   29
  2  ω    -73.00 -31.00   1.00    1.00    --    0.00 -19.00 -90.00   42
  3  ω    -59.00  -7.00   1.00    1.00    --    0.00 -57.00-180.00   52
  4  ω    -20.00  25.00   1.00    1.00    --    0.00 -38.00  30.00   45
  5  ω    -25.00  18.00   1.00    1.00    --    0.00 -38.00-180.00   43
  6  ω    -20.00  39.00   1.00    1.00    --    0.00 -19.00 -90.00   59
  7  ω    -42.00   2.00   1.00    1.00    --    0.00 118.00 -68.00   44
  8  ω     29.00  91.00   1.00    2.00    --   82.50-125.00 120.00   62
  9  ω     92.00 159.00   1.00    2.00    --   82.50  77.00 120.00   67
 10  ω     95.00 153.00   1.00    2.00    --   82.50  58.00 -36.08   58
 11  ω    117.00 142.00   1.00    2.00    --   82.50  61.00   0.00   25
 12  ω    130.00 155.00   1.00    2.00    --   82.50  61.00 -30.00   25
 13  ω     50.00  92.00   1.00    2.00    --   82.50  77.00  30.00   42
 14  ω     38.00 117.00   1.00    2.00    --   82.50-125.00   0.00   79
 15  ω     61.00  98.00   1.00    2.00    --   82.50  61.00   0.00   37
 16  ω    116.00 143.00   1.00    2.00    --   82.50  77.00-150.00   27
 17  ω     50.00  85.00   1.00    2.00    --   82.50  77.00 120.00   35
 18  ω     92.00 159.00   1.00    2.00    --   82.50  77.00-180.00   67
 19  ω     51.00  81.00   1.00    2.00    --   82.50  77.00  90.00   30
 20  ω     51.00  94.00   1.00    2.00    --   82.50  77.00 -90.00   43
 21  ω    115.00 148.00   1.00    2.00    --   82.50  77.00 -90.00   33
 22  ω     53.00  86.00   1.00    2.00    --   82.50  61.00  30.00   33
 23  ω     54.00  82.00   1.00    2.00    --   82.50  61.00 -90.00   28
 24  ω     54.00  87.00   1.00    2.00    --   82.50  61.00 -30.00   33
 25  ω      9.00 107.00   1.00    2.00    --   82.50 -45.00-180.00   98
 26  ω     57.00  85.00   1.00    2.00    --   82.50  61.00 150.00   28
 27  ω     88.00 117.00   1.00    2.00    --   82.50  61.00-180.00   29
 28  ω     97.00 145.00   1.00    2.00    --   82.50  77.00  30.00   48
 29  ω     50.00  76.00   1.00    2.00    --   82.50  77.00 150.00   26
 30  ω     58.00  84.00   1.00    2.00    --   82.50  45.00 -30.00   26
 31  ω     51.00  78.00   1.00    2.00    --   82.50  77.00 -30.00   27
 32  ω     59.00  87.00   1.00    2.00    --   82.50  61.00-180.00   28
 33  ω    126.00 151.00   1.00    2.00    --   82.50 125.00  30.00   25
 34  ω     34.00  86.00   1.00    2.00    --   82.50-125.00  60.00   52
 35  ω     62.00 140.00   1.00    2.00    --   82.50  45.00 -90.00   78
 36  ω     50.00  86.00   1.00    2.00    --   82.50  77.00-180.00   36
 37  ω      7.00 115.00   1.00    2.00    --   82.50 -77.00 120.00  108
 38  ω     54.00  84.00   1.00    2.00    --   82.50  77.00-150.00   30
 39  ω     54.00  81.00   1.00    2.00    --   82.50  58.00 -36.08   27
 40  ω     55.00 155.00   1.00    2.00    --   82.50  58.00  79.51  100
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.2166979000
_diffrn_orient_matrix_UB_12      0.0446032000
_diffrn_orient_matrix_UB_13      0.0373541000
_diffrn_orient_matrix_UB_21      0.0534570000
_diffrn_orient_matrix_UB_22      0.0122138000
_diffrn_orient_matrix_UB_23      0.1969846000
_diffrn_orient_matrix_UB_31      0.1087513000
_diffrn_orient_matrix_UB_32      0.1052012000
_diffrn_orient_matrix_UB_33      -0.0741075000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                420
_reflns_number_total             469
_reflns_odcompleteness_completeness 74.71
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.335
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.083
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.368
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     142
_refine_ls_number_reflns         469
_refine_ls_number_restraints     100
_refine_ls_R_factor_all          0.0772
_refine_ls_R_factor_gt           0.0737
_refine_ls_restrained_S_all      1.311
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2436
_refine_ls_wR_factor_ref         0.2560
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H,H) groups
2. Restrained distances
 C7-H7 = C8-H8 = C9-H9 = C10-H10 = C11-H11
 0.9 with sigma of 0.02
 C7-C8 \\sim C8-C9 \\sim C9-C10 \\sim C10-C11 \\sim C11-C12 \\sim C12-C7
 with sigma of 0.02
 C7-C9 \\sim C7-C11 \\sim C8-C10 \\sim C8-C12 \\sim C9-C11 \\sim C10-C12
 with sigma of 0.02
 C12-H7 \\sim C8-H7
 with sigma of 0.02
 C7-H8 \\sim C9-H8
 with sigma of 0.02
 C8-H9 \\sim C10-H9
 with sigma of 0.02
 C9-H10 \\sim C11-H10
 with sigma of 0.02
 C10-H11 \\sim C12-H11
 with sigma of 0.02
 C13-H13C \\sim C13-H13B \\sim C13-H13A
 with sigma of 0.02
 C12-H13C \\sim C12-H13B \\sim C12-H13A
 with sigma of 0.02
 H13C-H13B \\sim H13B-H13A \\sim H13A-H13C
 with sigma of 0.02
 C11-C13 \\sim C7-C13
 with sigma of 0.02
3. Restrained planarity
 C12, C7, C8, H7
 with sigma of 0.1
 C7, C8, C9, H8
 with sigma of 0.1
 C8, C9, C10, H9
 with sigma of 0.1
 C9, C10, C11, H10
 with sigma of 0.1
 C10, C11, C12, H11
 with sigma of 0.1
4. Rigid body (RIGU) restrains
 C7, C8, C9, C10, C11, C12, C13, H7, H8, H9, H10, H11
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Fixed Sof: C7(0.5) H7(0.5) C8(0.5) H8(0.5) C9(0.5) H9(0.5) C10(0.5) H10(0.5)
 C11(0.5) H11(0.5) C12(0.5) C13(0.5) H13A(0.5) H13B(0.5) H13C(0.5)
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
F1 F 0.3419(6) 0.1217(3) 0.3299(5) 0.100(2) Uani 1 1 d . . . A 1
F2 F 0.3620(6) -0.0776(3) 0.3778(5) 0.101(2) Uani 1 1 d . . . A 1
F3 F 0.0213(8) -0.1995(3) 0.5466(5) 0.107(2) Uani 1 1 d . . . A 1
C1 C 0.1763(11) 0.0613(7) 0.4130(7) 0.063(2) Uani 1 1 d . . . A 1
C2 C 0.1816(11) -0.0386(8) 0.4392(8) 0.063(2) Uani 1 1 d . . . A 1
C3 C 0.0102(14) -0.1005(5) 0.5236(9) 0.068(2) Uani 1 1 d . . . A 1
C7 C 0.175(3) 0.0224(12) -0.072(4) 0.073(6) Uani 0.5 1 d D U P B 2
H7 H 0.290(6) 0.063(2) -0.126(10) 0.087 Uiso 0.5 1 d DR U P C 2
C8 C 0.184(2) -0.0780(11) -0.0419(17) 0.086(4) Uani 0.5 1 d D U P B 2
H8 H 0.308(5) -0.104(2) -0.074(9) 0.103 Uiso 0.5 1 d DR U P D 2
C9 C 0.006(3) -0.1411(14) 0.027(4) 0.098(7) Uani 0.5 1 d D U P B 2
H9 H 0.012(6) -0.208(2) 0.037(12) 0.118 Uiso 0.5 1 d DR U P E 2
C10 C -0.180(2) -0.1016(9) 0.0805(17) 0.084(4) Uani 0.5 1 d D U P B 2
H10 H -0.297(5) -0.1418(19) 0.133(9) 0.101 Uiso 0.5 1 d DR U P F 2
C11 C -0.191(3) -0.0003(10) 0.052(4) 0.067(5) Uani 0.5 1 d D U P B 2
H11 H -0.317(5) 0.0253(19) 0.076(10) 0.081 Uiso 0.5 1 d DR U P G 2
C12 C -0.0108(19) 0.0621(10) -0.0167(17) 0.071(4) Uani 0.5 1 d D U P B 2
C13 C -0.027(3) 0.168(2) -0.042(5) 0.113(8) Uani 0.5 1 d D U P B 2
H13A H 0.065(18) 0.212(8) 0.019(16) 0.135 Uiso 0.5 1 d DR . P H 2
H13B H -0.164(14) 0.196(8) -0.006(17) 0.135 Uiso 0.5 1 d DR . P I 2
H13C H -0.001(18) 0.208(8) -0.167(14) 0.135 Uiso 0.5 1 d DR . P J 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
F1 C1 1.317(7) . ?
F2 C2 1.347(7) . ?
F3 C3 1.340(7) . ?
C1 C2 1.347(10) . ?
C1 C3 1.384(10) 3_556 ?
C2 C3 1.356(10) . ?
C3 C1 1.384(10) 3_556 ?
C7 H7 0.90(2) . ?
C7 C8 1.357(14) . ?
C7 C10 1.07(2) 3 ?
C7 C11 0.34(3) 3 ?
C7 C12 1.51(3) 3 ?
C7 C12 1.365(14) . ?
C8 H8 0.90(2) . ?
C8 C9 1.363(15) . ?
C8 C11 1.06(2) 3 ?
C8 C12 1.17(2) 3 ?
C8 C13 1.53(3) 3 ?
C9 H9 0.90(2) . ?
C9 C10 1.364(15) . ?
C9 C12 1.06(2) 3 ?
C9 C13 0.41(4) 3 ?
C10 C7 1.07(2) 3 ?
C10 H10 0.90(2) . ?
C10 C11 1.370(14) . ?
C10 C12 1.29(2) 3 ?
C10 C13 1.66(3) 3 ?
C11 C7 0.34(3) 3 ?
C11 C8 1.06(2) 3 ?
C11 H11 0.90(2) . ?
C11 C12 1.58(2) 3 ?
C11 C12 1.370(14) . ?
C12 C7 1.51(3) 3 ?
C12 C8 1.17(2) 3 ?
C12 C9 1.06(2) 3 ?
C12 C10 1.29(2) 3 ?
C12 C11 1.58(2) 3 ?
C12 C12 1.69(3) 3 ?
C12 C13 1.44(3) . ?
C13 C8 1.53(3) 3 ?
C13 C9 0.41(4) 3 ?
C13 C10 1.66(3) 3 ?
C13 H13A 0.98(9) . ?
C13 H13B 0.98(9) . ?
C13 H13C 0.98(9) . ?

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
F1 C1 C2 122.0(8) . . ?
F1 C1 C3 119.8(8) . 3_556 ?
C2 C1 C3 118.2(7) . 3_556 ?
F2 C2 C1 118.8(8) . . ?
F2 C2 C3 119.4(9) . . ?
C1 C2 C3 121.9(6) . . ?
F3 C3 C1 119.9(8) . 3_556 ?
F3 C3 C2 120.1(8) . . ?
C2 C3 C1 120.0(6) . 3_556 ?
C8 C7 H7 120.6(17) . . ?
C8 C7 C12 47.8(8) . 3 ?
C8 C7 C12 119.4(11) . . ?
C10 C7 H7 57.8(19) 3 . ?
C10 C7 C8 173(3) 3 . ?
C10 C7 C12 62.7(13) 3 . ?
C10 C7 C12 133.6(19) 3 3 ?
C11 C7 H7 110(6) 3 . ?
C11 C7 C8 24(7) 3 . ?
C11 C7 C10 149(10) 3 3 ?
C11 C7 C12 59(5) 3 3 ?
C11 C7 C12 125(6) 3 . ?
C12 C7 H7 120.0(17) . . ?
C12 C7 H7 168.4(19) 3 . ?
C12 C7 C12 71.6(11) . 3 ?
C7 C8 H8 119.5(17) . . ?
C7 C8 C9 121.7(11) . . ?
C7 C8 C13 135.9(14) . 3 ?
C9 C8 H8 118.7(17) . . ?
C9 C8 C13 14.7(14) . 3 ?
C11 C8 C7 7(3) 3 . ?
C11 C8 H8 116(2) 3 . ?
C11 C8 C9 124.7(15) 3 . ?
C11 C8 C12 75.8(14) 3 3 ?
C11 C8 C13 138(2) 3 3 ?
C12 C8 C7 73.0(12) 3 . ?
C12 C8 H8 167(2) 3 . ?
C12 C8 C9 49.0(10) 3 . ?
C12 C8 C13 62.9(15) 3 3 ?
C13 C8 H8 104.5(19) 3 . ?
C8 C9 H9 120.5(18) . . ?
C8 C9 C10 118.8(12) . . ?
C10 C9 H9 120.7(18) . . ?
C12 C9 C8 56.1(12) 3 . ?
C12 C9 H9 176(3) 3 . ?
C12 C9 C10 62.8(12) 3 . ?
C13 C9 C8 107(5) 3 . ?
C13 C9 H9 22(10) 3 . ?
C13 C9 C10 131(6) 3 . ?
C13 C9 C12 155(9) 3 3 ?
C7 C10 C9 117.2(14) 3 . ?
C7 C10 H10 122(2) 3 . ?
C7 C10 C11 7(3) 3 . ?
C7 C10 C12 70.1(13) 3 3 ?
C7 C10 C13 127(2) 3 3 ?
C9 C10 H10 120.3(17) . . ?
C9 C10 C11 120.0(11) . . ?
C9 C10 C13 10.6(15) . 3 ?
C11 C10 H10 119.7(17) . . ?
C11 C10 C13 129.9(13) . 3 ?
C12 C10 C9 47.2(9) 3 . ?
C12 C10 H10 167(2) 3 . ?
C12 C10 C11 73.1(11) 3 . ?
C12 C10 C13 56.9(13) 3 3 ?
C13 C10 H10 110.3(19) 3 . ?
C7 C11 C8 149(10) 3 3 ?
C7 C11 C10 24(7) 3 . ?
C7 C11 H11 128(6) 3 . ?
C7 C11 C12 45(5) 3 3 ?
C7 C11 C12 108(6) 3 . ?
C8 C11 C10 173(3) 3 . ?
C8 C11 H11 64(2) 3 . ?
C8 C11 C12 55.9(13) 3 . ?
C8 C11 C12 124.7(19) 3 3 ?
C10 C11 H11 119.9(17) . . ?
C10 C11 C12 51.2(8) . 3 ?
C12 C11 C10 120.4(11) . . ?
C12 C11 H11 171.0(19) 3 . ?
C12 C11 H11 119.8(17) . . ?
C12 C11 C12 69.2(11) . 3 ?
C7 C12 C7 108.4(11) . 3 ?
C7 C12 C11 119.4(11) . . ?
C7 C12 C11 99.3(12) 3 3 ?
C7 C12 C11 10.1(13) . 3 ?
C7 C12 C12 58.2(10) . 3 ?
C7 C12 C12 50.2(8) 3 3 ?
C7 C12 C13 121.6(12) . . ?
C8 C12 C7 59.2(11) 3 3 ?
C8 C12 C7 167.6(13) 3 . ?
C8 C12 C10 144.9(16) 3 3 ?
C8 C12 C11 158.0(17) 3 3 ?
C8 C12 C11 48.3(10) 3 . ?
C8 C12 C12 109.3(15) 3 3 ?
C8 C12 C13 70.8(14) 3 . ?
C9 C12 C7 117.3(13) 3 . ?
C9 C12 C7 133.7(18) 3 3 ?
C9 C12 C8 75.0(13) 3 3 ?
C9 C12 C10 70.0(13) 3 3 ?
C9 C12 C11 123.3(13) 3 . ?
C9 C12 C11 125.5(18) 3 3 ?
C9 C12 C12 172(2) 3 3 ?
C9 C12 C13 7(2) 3 . ?
C10 C12 C7 154.7(15) 3 3 ?
C10 C12 C7 47.3(9) 3 . ?
C10 C12 C11 55.8(9) 3 3 ?
C10 C12 C11 166.6(12) 3 . ?
C10 C12 C12 105.2(13) 3 3 ?
C10 C12 C13 74.6(12) 3 . ?
C11 C12 C7 12.3(13) . 3 ?
C11 C12 C11 110.8(11) . 3 ?
C11 C12 C12 61.4(10) . 3 ?
C11 C12 C12 49.4(7) 3 3 ?
C11 C12 C13 118.9(12) . . ?
C13 C12 C7 130.0(12) . 3 ?
C13 C12 C11 130.4(12) . 3 ?
C13 C12 C12 179(2) . 3 ?
C8 C13 C10 94.7(17) 3 3 ?
C8 C13 H13A 130(6) 3 . ?
C8 C13 H13B 74(6) 3 . ?
C8 C13 H13C 134(7) 3 . ?
C9 C13 C8 59(4) 3 3 ?
C9 C13 C10 38(4) 3 3 ?
C9 C13 C12 18(6) 3 . ?
C9 C13 H13A 102(9) 3 . ?
C9 C13 H13B 131(8) 3 . ?
C9 C13 H13C 126(9) 3 . ?
C10 C13 H13A 89(7) 3 . ?
C10 C13 H13B 169(7) 3 . ?
C10 C13 H13C 93(6) 3 . ?
C12 C13 C8 46.3(11) . 3 ?
C12 C13 C10 48.5(11) . 3 ?
C12 C13 H13A 121(6) . . ?
C12 C13 H13B 121(6) . . ?
C12 C13 H13C 121(6) . . ?
H13A C13 H13B 96(8) . . ?
H13A C13 H13C 96(8) . . ?
H13B C13 H13C 96(8) . . ?

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
F1 C1 C2 F2 -0.2(8) . . . . ?
F1 C1 C2 C3 -179.4(4) . . . . ?
F2 C2 C3 F3 0.5(8) . . . . ?
F2 C2 C3 C1 -179.9(4) . . . 3_556 ?
C1 C2 C3 F3 179.8(4) . . . . ?
C1 C2 C3 C1 -0.6(10) . . . 3_556 ?
C3 C1 C2 F2 179.9(4) 3_556 . . . ?
C3 C1 C2 C3 0.6(9) 3_556 . . . ?
C7 C8 C9 C10 -5(3) . . . . ?
C7 C8 C9 C12 -7(3) . . . 3 ?
C7 C8 C9 C13 -167(9) . . . 3 ?
C7 C10 C11 C12 65(13) 3 . . . ?
C7 C10 C11 C12 65(13) 3 . . 3 ?
C7 C11 C12 C7 28(12) 3 . . . ?
C7 C11 C12 C8 -150(11) 3 . . 3 ?
C7 C11 C12 C9 -151(10) 3 . . 3 ?
C7 C11 C12 C10 21(15) 3 . . 3 ?
C7 C11 C12 C11 22(9) 3 . . 3 ?
C7 C11 C12 C12 22(9) 3 . . 3 ?
C7 C11 C12 C13 -157(9) 3 . . . ?
C7 C12 C13 C8 -1(2) 3 . . 3 ?
C7 C12 C13 C8 -179(2) . . . 3 ?
C7 C12 C13 C9 125(18) 3 . . 3 ?
C7 C12 C13 C9 -53(20) . . . 3 ?
C7 C12 C13 C10 173(2) 3 . . 3 ?
C7 C12 C13 C10 -5(2) . . . 3 ?
C8 C7 C12 C7 0.2(17) . . . 3 ?
C8 C7 C12 C8 1(9) . . . 3 ?
C8 C7 C12 C9 173(3) . . . 3 ?
C8 C7 C12 C10 172(3) . . . 3 ?
C8 C7 C12 C11 -6(4) . . . . ?
C8 C7 C12 C11 27(9) . . . 3 ?
C8 C7 C12 C12 0.2(17) . . . 3 ?
C8 C7 C12 C13 179(2) . . . . ?
C8 C9 C10 C7 -3(3) . . . 3 ?
C8 C9 C10 C11 5(3) . . . . ?
C8 C9 C10 C12 -2.3(14) . . . 3 ?
C8 C9 C10 C13 -157(15) . . . 3 ?
C8 C11 C12 C7 150(11) 3 . . 3 ?
C8 C11 C12 C7 178.0(18) 3 . . . ?
C8 C11 C12 C9 -1(3) 3 . . 3 ?
C8 C11 C12 C10 171(7) 3 . . 3 ?
C8 C11 C12 C11 172(2) 3 . . 3 ?
C8 C11 C12 C12 172(2) 3 . . 3 ?
C8 C11 C12 C13 -7(3) 3 . . . ?
C8 C12 C13 C9 126(19) 3 . . 3 ?
C8 C12 C13 C10 174.2(17) 3 . . 3 ?
C9 C10 C11 C7 -70(14) . . . 3 ?
C9 C10 C11 C12 -5(3) . . . . ?
C9 C10 C11 C12 -5(2) . . . 3 ?
C9 C12 C13 C8 -126(19) 3 . . 3 ?
C9 C12 C13 C10 48(18) 3 . . 3 ?
C10 C7 C12 C7 -172(2) 3 . . 3 ?
C10 C7 C12 C8 -171(7) 3 . . 3 ?
C10 C7 C12 C9 1(2) 3 . . 3 ?
C10 C7 C12 C11 -145(12) 3 . . 3 ?
C10 C7 C12 C11 -177.9(17) 3 . . . ?
C10 C7 C12 C12 -172(2) 3 . . 3 ?
C10 C7 C12 C13 7(3) 3 . . . ?
C10 C11 C12 C7 -22(8) . . . 3 ?
C10 C11 C12 C7 6(4) . . . . ?
C10 C11 C12 C8 -172(3) . . . 3 ?
C10 C11 C12 C9 -173(3) . . . 3 ?
C10 C11 C12 C10 -1(9) . . . 3 ?
C10 C11 C12 C11 -0.2(17) . . . 3 ?
C10 C11 C12 C12 -0.2(17) . . . 3 ?
C10 C11 C12 C13 -179(2) . . . . ?
C10 C12 C13 C8 -174.2(17) 3 . . 3 ?
C10 C12 C13 C9 -48(18) 3 . . 3 ?
C11 C7 C8 C9 116(13) 3 . . . ?
C11 C7 C8 C12 111(14) 3 . . 3 ?
C11 C7 C8 C13 112(14) 3 . . 3 ?
C11 C7 C12 C7 -27(11) 3 . . 3 ?
C11 C7 C12 C8 -26(17) 3 . . 3 ?
C11 C7 C12 C9 146(11) 3 . . 3 ?
C11 C7 C12 C10 145(12) 3 . . 3 ?
C11 C7 C12 C11 -33(13) 3 . . . ?
C11 C7 C12 C12 -27(11) 3 . . 3 ?
C11 C7 C12 C13 152(10) 3 . . . ?
C11 C8 C9 C10 3(3) 3 . . . ?
C11 C8 C9 C12 1(3) 3 . . 3 ?
C11 C8 C9 C13 -159(10) 3 . . 3 ?
C11 C12 C13 C8 -173(2) 3 . . 3 ?
C11 C12 C13 C8 5(2) . . . 3 ?
C11 C12 C13 C9 -47(19) 3 . . 3 ?
C11 C12 C13 C9 131(18) . . . 3 ?
C11 C12 C13 C10 180(2) . . . 3 ?
C11 C12 C13 C10 1(2) 3 . . 3 ?
C12 C7 C8 C9 6(3) . . . . ?
C12 C7 C8 C9 6(2) 3 . . . ?
C12 C7 C8 C11 -111(15) . . . 3 ?
C12 C7 C8 C11 -111(14) 3 . . 3 ?
C12 C7 C8 C12 0(2) . . . 3 ?
C12 C7 C8 C13 1(4) . . . 3 ?
C12 C7 C8 C13 1(2) 3 . . 3 ?
C12 C7 C12 C7 0.000(0) 3 . . 3 ?
C12 C7 C12 C8 1(8) 3 . . 3 ?
C12 C7 C12 C9 173(3) 3 . . 3 ?
C12 C7 C12 C10 172(2) 3 . . 3 ?
C12 C7 C12 C11 27(11) 3 . . 3 ?
C12 C7 C12 C11 -6(3) 3 . . . ?
C12 C7 C12 C13 179(2) 3 . . . ?
C12 C8 C9 C10 2.5(15) 3 . . . ?
C12 C8 C9 C13 -159(11) 3 . . 3 ?
C12 C9 C10 C7 -1(2) 3 . . 3 ?
C12 C9 C10 C11 7(3) 3 . . . ?
C12 C9 C10 C13 -154(14) 3 . . 3 ?
C12 C10 C11 C7 -65(13) 3 . . 3 ?
C12 C10 C11 C12 0(2) 3 . . . ?
C12 C11 C12 C7 -22(9) 3 . . 3 ?
C12 C11 C12 C7 6(3) 3 . . . ?
C12 C11 C12 C8 -172(2) 3 . . 3 ?
C12 C11 C12 C9 -173(3) 3 . . 3 ?
C12 C11 C12 C10 -1(7) 3 . . 3 ?
C12 C11 C12 C11 0.000(1) 3 . . 3 ?
C12 C11 C12 C13 -179(2) 3 . . . ?
C13 C8 C9 C10 162(12) 3 . . . ?
C13 C8 C9 C12 159(11) 3 . . 3 ?
C13 C9 C10 C7 154(13) 3 . . 3 ?
C13 C9 C10 C11 161(12) 3 . . . ?
C13 C9 C10 C12 154(14) 3 . . 3 ?
C13 C10 C11 C7 -65(14) 3 . . 3 ?
C13 C10 C11 C12 -1(2) 3 . . 3 ?
C13 C10 C11 C12 -1(3) 3 . . . ?

_olex2_date_sample_data_collection 2019-01-30
_olex2_exptl_crystal_mounting_method '0.5mm glass capillary'
_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 2.684
_oxdiff_exptl_absorpt_empirical_full_min 0.599
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_1449_twin1_hklf4
_database_code_depnum_ccdc_archive 'CCDC 1908703'
loop_
_audit_author_name
_audit_author_address
'Jeremy Karl Cockcroft'
;University College London
United Kingdom
;
_audit_update_record             
;
2019-04-08 deposited with the CCDC.	2019-07-02 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_SYMMG02_exp_1449_twin1_hklf4 
;
PROBLEM: The _symmetry_equiv_pos_as_xyz values are inconsistent
RESPONSE: CheckCIF does not work well with non-standard settings...
;
# Added during the CSD deposition process: Monday 08 April 2019 01:37 PM
# end Validation Reply Form

_audit_creation_date             2019-02-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        'toluene:hexafluorobenzene (III)'
_chemical_formula_moiety         '2(C6 F6), 2(C7 H8)'
_chemical_formula_sum            'C26 H16 F12'
_chemical_formula_weight         556.39
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C13 H8 F6'
_chemical_oxdiff_usercomment     
'0.5mm capillary, crystal grown from melt at 284K (nominal)'
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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           'P 1 -1n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, -z+1/2'

_cell_length_a                   6.1528(7)
_cell_length_b                   13.4860(12)
_cell_length_c                   7.2910(7)
_cell_angle_alpha                81.655(8)
_cell_angle_beta                 85.547(9)
_cell_angle_gamma                95.194(9)
_cell_volume                     593.58(10)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    3308
_cell_measurement_temperature    150
_cell_measurement_theta_max      75.9950
_cell_measurement_theta_min      6.1320
_shelx_estimated_absorpt_T_max   0.678
_shelx_estimated_absorpt_T_min   0.678
_exptl_absorpt_coefficient_mu    1.402
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.33745
_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_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.556
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             280
_exptl_crystal_recrystallization_method 'Grown in situ from the melt'
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0987
_diffrn_reflns_av_unetI/netI     0.0664
_diffrn_reflns_Laue_measured_fraction_full 0.966
_diffrn_reflns_Laue_measured_fraction_max 0.947
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            8382
_diffrn_reflns_point_group_measured_fraction_full 0.966
_diffrn_reflns_point_group_measured_fraction_max 0.947
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.717
_diffrn_reflns_theta_min         6.161
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2031
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.966
_diffrn_measured_fraction_theta_max 0.947
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -113.00  -9.00   1.00    1.00    --  -40.87 -77.00  90.00  104
  2  ω    -90.00 -63.00   1.00    1.00    --  -40.87 -77.00 -90.00   27
  3  ω   -116.00  -8.00   1.00    1.00    --  -40.87 -77.00   0.00  108
  4  ω    -92.00 -66.00   1.00    1.00    --  -40.87 -57.00  30.00   26
  5  ω    -66.00  32.00   1.00    1.00    --  -40.87  57.00 120.00   98
  6  ω    -48.00  -8.00   1.00    1.00    --  -40.87 -77.00 -90.00   40
  7  ω    -47.00 -13.00   1.00    1.00    --  -40.87 -57.00-150.00   34
  8  ω   -114.00 -55.00   1.00    1.00    --  -40.87 -57.00-150.00   59
  9  ω    -38.00 -13.00   1.00    1.00    --  -40.87 -57.00  30.00   25
 10  ω    -96.00  -8.00   1.00    1.00    --  -40.87 -77.00-180.00   88
 11  ω     32.00  68.00   1.00    1.00    --   40.87 -57.00 -60.00   36
 12  ω    -29.00  28.00   1.00    1.00    --   40.87 -57.00 -60.00   57
 13  ω    -12.00  66.00   1.00    1.00    --   40.87 -57.00-180.00   78
 14  ω     66.00  97.00   1.00    1.00    --   40.87-125.00 -90.00   31
 15  ω     79.00 106.00   1.00    2.00    --  112.00  77.00-120.00   27
 16  ω     83.00 113.00   1.00    2.00    --  112.00  61.00-180.00   30
 17  ω     40.00 113.00   1.00    2.00    --  112.00-111.00   0.00   73
 18  ω     86.00 120.00   1.00    2.00    --  112.00  45.00-150.00   34
 19  ω     83.00 110.00   1.00    2.00    --  112.00  61.00   0.00   27
 20  ω     49.00 110.00   1.00    2.00    --  112.00-111.00-150.00   61
 21  ω    119.00 177.00   1.00    2.00    --  112.00  75.00 148.86   58
 22  ω     79.00 172.00   1.00    2.00    --  112.00  77.00 120.00   93
 23  ω     84.00 131.00   1.00    2.00    --  112.00  61.00 -30.00   47
 24  ω     79.00 108.00   1.00    2.00    --  112.00  77.00  60.00   29
 25  ω     48.00  89.00   1.00    2.00    --  112.00 -77.00 120.00   41
 26  ω     86.00 113.00   1.00    2.00    --  112.00  45.00  60.00   27
 27  ω     42.00  77.00   1.00    2.00    --  112.00 -94.00 -60.00   35
 28  ω     84.00 109.00   1.00    2.00    --  112.00  61.00 150.00   25
 29  ω    129.00 156.00   1.00    2.00    --  112.00  61.00-180.00   27
 30  ω     80.00 107.00   1.00    2.00    --  112.00  77.00 -90.00   27
 31  ω    129.00 168.00   1.00    2.00    --  112.00  61.00  90.00   39
 32  ω    149.00 176.00   1.00    2.00    --  112.00  61.00-150.00   27
 33  ω     29.00  98.00   1.00    2.00    --  112.00 -94.00  60.00   69
 34  ω    116.00 175.00   1.00    2.00    --  112.00  77.00  30.00   59
 35  ω     79.00 107.00   1.00    2.00    --  112.00  77.00 -60.00   28
 36  ω    116.00 162.00   1.00    2.00    --  112.00  77.00   0.00   46
 37  ω     83.00 144.00   1.00    2.00    --  112.00  61.00-150.00   61
 38  ω     80.00 109.00   1.00    2.00    --  112.00  77.00   0.00   29
 39  ω     84.00 129.00   1.00    2.00    --  112.00  61.00  30.00   45
 40  ω     83.00 113.00   1.00    2.00    --  112.00  61.00  90.00   30
 41  ω     79.00 175.00   1.00    2.00    --  112.00  77.00 -30.00   96
 42  ω     39.00 109.00   1.00    2.00    --  112.00 -94.00-120.00   70
 43  ω     86.00 125.00   1.00    2.00    --  112.00  61.00 -90.00   39
 44  ω     85.00 112.00   1.00    2.00    --  112.00  61.00 120.00   27
 45  ω     79.00 107.00   1.00    2.00    --  112.00  77.00-180.00   28
 46  ω     79.00 107.00   1.00    2.00    --  112.00  77.00-150.00   28
 47  ω     38.00  76.00   1.00    2.00    --  112.00-111.00 120.00   38
 48  ω     83.00 112.00   1.00    2.00    --  112.00-111.00 120.00   29
 49  ω     84.00 120.00   1.00    2.00    --  112.00  61.00  60.00   36
 50  ω    116.00 172.00   1.00    2.00    --  112.00  77.00  60.00   56
 51  ω     59.00  90.00   1.00    2.00    --  112.00 -61.00 -30.00   31
 52  ω     83.00 176.00   1.00    2.00    --  112.00  61.00 -60.00   93
 53  ω     84.00 150.00   1.00    2.00    --  112.00  61.00-120.00   66
 54  ω     83.00 111.00   1.00    2.00    --  112.00  77.00  90.00   28
 55  ω    134.00 171.00   1.00    2.00    --  112.00  77.00 -90.00   37
 56  ω    132.00 177.00   1.00    2.00    --  112.00  77.00-120.00   45
 57  ω     79.00 106.00   1.00    2.00    --  112.00  77.00  30.00   27
 58  ω     80.00 110.00   1.00    2.00    --  112.00  75.00 148.86   30
 59  ω     86.00 139.00   1.00    2.00    --  112.00  50.00 113.90   53
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.2185833000
_diffrn_orient_matrix_UB_12      0.0442584000
_diffrn_orient_matrix_UB_13      0.0369524000
_diffrn_orient_matrix_UB_21      0.0589934000
_diffrn_orient_matrix_UB_22      0.0135835000
_diffrn_orient_matrix_UB_23      0.1969859000
_diffrn_orient_matrix_UB_31      0.1117720000
_diffrn_orient_matrix_UB_32      0.1064444000
_diffrn_orient_matrix_UB_33      -0.0763435000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    0.000
_reflns_Friedel_fraction_max     0.000
_reflns_number_gt                1798
_reflns_number_total             2370
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_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)'
_refine_diff_density_max         0.313
_refine_diff_density_min         -0.293
_refine_diff_density_rms         0.069
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.128
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     204
_refine_ls_number_reflns         2370
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.1012
_refine_ls_R_factor_gt           0.0812
_refine_ls_restrained_S_all      1.125
_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)+(0.0511P)²+0.9675P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1868
_refine_ls_wR_factor_ref         0.2039
_refine_special_details          ?
_olex2_refinement_description    
;
1. Restrained distances
 H13A-H13B \\sim H13B-H13C \\sim H13C-H13A
 with sigma of 0.02
 C13-H13A \\sim C13-H13B \\sim C13-H13C
 with sigma of 0.02
 C12-H13A \\sim C12-H13B \\sim C12-H13C
 with sigma of 0.02
2. Uiso/Uaniso restraints and constraints
H13A \\sim H13B \\sim H13C: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
F1 F 0.3598(4) 0.11835(18) 0.3068(3) 0.0548(6) Uani 1 1 d . . . A 1
F2 F 0.3918(3) -0.08249(18) 0.3593(3) 0.0515(6) Uani 1 1 d . . . A 1
F3 F 0.0506(4) -0.21147(17) 0.5332(4) 0.0587(7) Uani 1 1 d . . . A 1
F4 F -0.3233(3) -0.13996(18) 0.6578(3) 0.0539(6) Uani 1 1 d . . . A 1
F5 F -0.3532(3) 0.06126(19) 0.6100(3) 0.0563(7) Uani 1 1 d . . . A 1
F6 F -0.0118(4) 0.19073(17) 0.4354(4) 0.0611(7) Uani 1 1 d . . . A 1
C1 C 0.1923(5) 0.0553(3) 0.3951(4) 0.0380(7) Uani 1 1 d . . . A 1
C2 C 0.2076(5) -0.0474(3) 0.4203(4) 0.0371(7) Uani 1 1 d . . . A 1
C3 C 0.0354(6) -0.1120(3) 0.5094(5) 0.0398(8) Uani 1 1 d . . . A 1
C4 C -0.1543(5) -0.0768(3) 0.5724(4) 0.0399(8) Uani 1 1 d . . . A 1
C5 C -0.1701(6) 0.0258(3) 0.5483(4) 0.0399(8) Uani 1 1 d . . . A 1
C6 C 0.0025(6) 0.0909(3) 0.4587(5) 0.0398(8) Uani 1 1 d . . . A 1
C7 C 0.1924(6) 0.0351(3) -0.0836(5) 0.0471(9) Uani 1 1 d . . . B 2
H7 H 0.308(8) 0.086(4) -0.136(7) 0.062(13) Uiso 1 1 d . . . C 2
C8 C 0.2108(6) -0.0664(3) -0.0619(5) 0.0484(9) Uani 1 1 d . . . B 2
H8 H 0.361(7) -0.092(3) -0.109(6) 0.061(12) Uiso 1 1 d . . . D 2
C9 C 0.0346(7) -0.1362(4) 0.0152(6) 0.0521(9) Uani 1 1 d . . . B 2
H9 H 0.056(8) -0.212(4) 0.036(7) 0.070(14) Uiso 1 1 d . . . E 2
C10 C -0.1619(7) -0.1003(4) 0.0680(6) 0.0522(10) Uani 1 1 d . . . B 2
H10 H -0.285(8) -0.148(4) 0.133(7) 0.074(15) Uiso 1 1 d . . . F 2
C11 C -0.1806(6) 0.0022(3) 0.0446(5) 0.0452(9) Uani 1 1 d . . . B 2
H11 H -0.317(7) 0.032(3) 0.089(6) 0.057(12) Uiso 1 1 d . . . G 2
C12 C -0.0053(6) 0.0718(3) -0.0321(5) 0.0443(8) Uani 1 1 d D . . B 2
C13 C -0.0259(9) 0.1826(4) -0.0569(7) 0.0660(13) Uani 1 1 d D . . B 2
H13A H 0.100(6) 0.220(3) -0.050(7) 0.14(2) Uiso 1 1 d D U . H 2
H13B H -0.072(8) 0.206(3) -0.168(5) 0.12(2) Uiso 1 1 d D U . I 2
H13C H -0.123(7) 0.200(3) 0.028(6) 0.12(2) Uiso 1 1 d D U . J 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
F1 C1 1.334(4) . ?
F2 C2 1.337(4) . ?
F3 C3 1.340(4) . ?
F4 C4 1.334(4) . ?
F5 C5 1.335(4) . ?
F6 C6 1.344(4) . ?
C1 C2 1.383(5) . ?
C1 C6 1.376(5) . ?
C2 C3 1.366(5) . ?
C3 C4 1.370(5) . ?
C4 C5 1.383(5) . ?
C5 C6 1.372(5) . ?
C7 H7 0.95(5) . ?
C7 C8 1.371(6) . ?
C7 C12 1.400(5) . ?
C8 H8 1.07(4) . ?
C8 C9 1.394(6) . ?
C9 H9 1.03(5) . ?
C9 C10 1.390(6) . ?
C10 H10 0.99(5) . ?
C10 C11 1.385(6) . ?
C11 H11 1.01(4) . ?
C11 C12 1.388(6) . ?
C12 C13 1.496(6) . ?
C13 H13A 0.89(3) . ?
C13 H13B 0.90(3) . ?
C13 H13C 0.90(3) . ?

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
F1 C1 C2 119.8(3) . . ?
F1 C1 C6 120.8(3) . . ?
C6 C1 C2 119.4(3) . . ?
F2 C2 C1 119.7(3) . . ?
F2 C2 C3 120.6(3) . . ?
C3 C2 C1 119.7(3) . . ?
F3 C3 C2 119.6(3) . . ?
F3 C3 C4 119.4(3) . . ?
C2 C3 C4 121.0(3) . . ?
F4 C4 C3 121.0(3) . . ?
F4 C4 C5 119.5(3) . . ?
C3 C4 C5 119.5(3) . . ?
F5 C5 C4 120.2(3) . . ?
F5 C5 C6 120.1(3) . . ?
C6 C5 C4 119.7(3) . . ?
F6 C6 C1 119.4(3) . . ?
F6 C6 C5 119.9(3) . . ?
C5 C6 C1 120.7(3) . . ?
C8 C7 H7 124(3) . . ?
C8 C7 C12 121.0(4) . . ?
C12 C7 H7 115(3) . . ?
C7 C8 H8 119(2) . . ?
C7 C8 C9 121.1(4) . . ?
C9 C8 H8 120(2) . . ?
C8 C9 H9 119(3) . . ?
C10 C9 C8 118.3(4) . . ?
C10 C9 H9 123(3) . . ?
C9 C10 H10 120(3) . . ?
C11 C10 C9 120.5(4) . . ?
C11 C10 H10 120(3) . . ?
C10 C11 H11 123(3) . . ?
C10 C11 C12 121.3(3) . . ?
C12 C11 H11 115(3) . . ?
C7 C12 C13 121.0(4) . . ?
C11 C12 C7 117.8(4) . . ?
C11 C12 C13 121.2(4) . . ?
C12 C13 H13A 114(3) . . ?
C12 C13 H13B 113(3) . . ?
C12 C13 H13C 113(3) . . ?
H13A C13 H13B 106(3) . . ?
H13A C13 H13C 106(3) . . ?
H13B C13 H13C 105(3) . . ?

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
F1 C1 C2 F2 1.3(5) . . . . ?
F1 C1 C2 C3 -179.4(3) . . . . ?
F1 C1 C6 F6 -1.7(5) . . . . ?
F1 C1 C6 C5 179.6(3) . . . . ?
F2 C2 C3 F3 -0.9(5) . . . . ?
F2 C2 C3 C4 -180.0(3) . . . . ?
F3 C3 C4 F4 0.3(5) . . . . ?
F3 C3 C4 C5 179.8(3) . . . . ?
F4 C4 C5 F5 -0.1(5) . . . . ?
F4 C4 C5 C6 -179.3(3) . . . . ?
F5 C5 C6 F6 1.0(5) . . . . ?
F5 C5 C6 C1 179.7(3) . . . . ?
C1 C2 C3 F3 179.9(3) . . . . ?
C1 C2 C3 C4 0.8(5) . . . . ?
C2 C1 C6 F6 179.5(3) . . . . ?
C2 C1 C6 C5 0.7(5) . . . . ?
C2 C3 C4 F4 179.4(3) . . . . ?
C2 C3 C4 C5 -1.1(5) . . . . ?
C3 C4 C5 F5 -179.6(3) . . . . ?
C3 C4 C5 C6 1.2(5) . . . . ?
C4 C5 C6 F6 -179.8(3) . . . . ?
C4 C5 C6 C1 -1.0(5) . . . . ?
C6 C1 C2 F2 -179.8(3) . . . . ?
C6 C1 C2 C3 -0.6(5) . . . . ?
C7 C8 C9 C10 0.7(6) . . . . ?
C8 C7 C12 C11 1.1(5) . . . . ?
C8 C7 C12 C13 -179.6(4) . . . . ?
C8 C9 C10 C11 -0.1(6) . . . . ?
C9 C10 C11 C12 0.1(6) . . . . ?
C10 C11 C12 C7 -0.6(5) . . . . ?
C10 C11 C12 C13 -179.9(4) . . . . ?
C12 C7 C8 C9 -1.2(6) . . . . ?

_olex2_exptl_crystal_mounting_method '0.5mm glass capillary'
_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 1.779
_oxdiff_exptl_absorpt_empirical_full_min 0.537
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
_oxdiff_twin_reflns_isolated
_oxdiff_twin_reflns_overlapped
_twin_individual_twin_lattice_type
_twin_individual_twin_matrix_11
_twin_individual_twin_matrix_12
_twin_individual_twin_matrix_13
_twin_individual_twin_matrix_21
_twin_individual_twin_matrix_22
_twin_individual_twin_matrix_23
_twin_individual_twin_matrix_31
_twin_individual_twin_matrix_32
_twin_individual_twin_matrix_33
1 0.5324 7932 758 ref 1.0000 0.0000 0.0000 0.0000 1.0000 0.0000 0.0000 0.0000
1.0000
2 0.4676 8089 758 nmt 0.1231 -0.3744 -0.3743 -2.0886 -0.3044 0.6961 -0.5428
0.1808 -0.8188

_twin_special_details            
;
Component 2 rotated by 179.9944° 
 around [0.46 -0.86 -0.22] (reciprocal) or [0.90 -0.30 -0.30] (direct)
;
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_1448
_database_code_depnum_ccdc_archive 'CCDC 1908704'
loop_
_audit_author_name
_audit_author_address
'Jeremy Karl Cockcroft'
;University College London
United Kingdom
;
_audit_update_record             
;
2019-04-08 deposited with the CCDC.	2019-07-02 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_SYMMG02_exp_1448            
;
PROBLEM: The _symmetry_equiv_pos_as_xyz values are inconsistent
RESPONSE: CheckCIF does not work well with non-standard settings...
;
# Added during the CSD deposition process: Monday 08 April 2019 01:37 PM
# end Validation Reply Form

_audit_creation_date             2019-04-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        'toluene:hexafluorobenzene (III)'
_chemical_formula_moiety         'C6 F6, C7 H8'
_chemical_formula_sum            'C13 H8 F6'
_chemical_formula_weight         278.19
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C13 H8 F6'
_chemical_oxdiff_usercomment     
'0.5mm capillary, crystal grown from melt at 284K (nominal)'
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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1 (*)'
_space_group_name_Hall           'P 1 -1n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, -z+1/2'

_cell_length_a                   6.1981(10)
_cell_length_b                   13.5489(19)
_cell_length_c                   7.3132(10)
_cell_angle_alpha                81.671(12)
_cell_angle_beta                 85.214(12)
_cell_angle_gamma                94.676(13)
_cell_volume                     602.81(16)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1950
_cell_measurement_temperature    185
_cell_measurement_theta_max      74.7090
_cell_measurement_theta_min      6.1210
_shelx_estimated_absorpt_T_max   0.682
_shelx_estimated_absorpt_T_min   0.682
_exptl_absorpt_coefficient_mu    1.381
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.05887
_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_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.533
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             280
_exptl_crystal_recrystallization_method 'Grown in situ from the melt'
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0472
_diffrn_reflns_av_unetI/netI     0.0386
_diffrn_reflns_Laue_measured_fraction_full 0.979
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            4719
_diffrn_reflns_point_group_measured_fraction_full 0.979
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        50.379
_diffrn_reflns_theta_max         50.379
_diffrn_reflns_theta_min         6.145
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      185
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2031
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -72.00 -10.00   1.00    1.00    --  -40.62 -77.00   0.00   62
  2  ω   -110.00 -61.00   1.00    1.00    --  -40.62 -57.00  30.00   49
  3  ω    -52.00 -12.00   1.00    1.00    --  -40.62 -57.00  30.00   40
  4  ω    -74.00  -9.00   1.00    1.00    --  -40.62 -77.00 -90.00   65
  5  ω   -116.00 -74.00   1.00    1.00    --  -40.62 -77.00   0.00   42
  6  ω   -104.00 -27.00   1.00    1.00    --  -40.62 -38.00-150.00   77
  7  ω    -54.00  -2.00   1.00    1.00    --  -40.62 125.00  30.00   52
  8  ω   -110.00 -69.00   1.00    1.00    --  -40.62-157.00  51.00   41
  9  ω    -48.00 -11.00   1.00    1.00    --  -40.62 -77.00-180.00   37
 10  ω    -88.00 -13.00   1.00    1.00    --  -40.62 -57.00 120.00   75
 11  ω   -115.00 -70.00   1.00    1.00    --  -40.62 -77.00-180.00   45
 12  ω      1.00  59.00   1.00    1.00    --   40.62 -99.00  30.00   58
 13  ω    -33.00  52.00   1.00    1.00    --   40.62 -38.00-120.00   85
 14  ω     50.00  95.00   1.00    1.00    --   40.62-125.00-150.00   45
 15  ω    132.00 159.00   1.00    1.00    --  112.00  77.00 -60.00   27
 16  ω     79.00 106.00   1.00    1.00    --  112.00  77.00 -90.00   27
 17  ω     79.00 127.00   1.00    1.00    --  112.00  77.00 -60.00   48
 18  ω     63.00 113.00   1.00    1.00    --  112.00-111.00  30.00   50
 19  ω     81.00 110.00   1.00    1.00    --  112.00  77.00-150.00   29
 20  ω     40.00 142.00   1.00    1.00    --  112.00 -77.00  90.00  102
 21  ω    141.00 176.00   1.00    1.00    --  112.00  76.00 113.29   35
 22  ω     79.00 106.00   1.00    1.00    --  112.00  77.00 -30.00   27
 23  ω     85.00 119.00   1.00    1.00    --  112.00  61.00   0.00   34
 24  ω    115.00 172.00   1.00    1.00    --  112.00  77.00-150.00   57
 25  ω     85.00 115.00   1.00    1.00    --  112.00  61.00  30.00   30
 26  ω    131.00 177.00   1.00    1.00    --  112.00  61.00  30.00   46
 27  ω     75.00 113.00   1.00    1.00    --  112.00-111.00-120.00   38
 28  ω    128.00 174.00   1.00    1.00    --  112.00  61.00  90.00   46
 29  ω     36.00  99.00   1.00    1.00    --  112.00 -94.00  60.00   63
 30  ω     83.00 163.00   1.00    1.00    --  112.00  61.00 120.00   80
 31  ω    129.00 157.00   1.00    1.00    --  112.00  77.00-180.00   28
 32  ω     88.00 122.00   1.00    1.00    --  112.00  61.00  90.00   34
 33  ω     84.00 117.00   1.00    1.00    --  112.00  61.00-120.00   33
 34  ω     79.00 105.00   1.00    1.00    --  112.00  77.00-180.00   26
 35  ω    101.00 141.00   1.00    1.00    --  112.00 -61.00-120.00   40
 36  ω     82.00 111.00   1.00    1.00    --  112.00  77.00  30.00   29
 37  ω     86.00 113.00   1.00    1.00    --  112.00  61.00 -60.00   27
 38  ω    124.00 168.00   1.00    1.00    --  112.00  77.00-120.00   44
 39  ω     83.00 121.00   1.00    1.00    --  112.00  61.00-150.00   38
 40  ω     83.00 114.00   1.00    1.00    --  112.00  61.00 -30.00   31
 41  ω    129.00 170.00   1.00    1.00    --  112.00  61.00 -30.00   41
 42  ω     89.00 114.00   1.00    1.00    --  112.00  45.00   0.00   25
 43  ω     90.00 154.00   1.00    1.00    --  112.00  30.00 -60.00   64
 44  ω     85.00 154.00   1.00    1.00    --  112.00  61.00-180.00   69
 45  ω     40.00 112.00   1.00    1.00    --  112.00 -45.00  90.00   72
 46  ω     76.00 113.00   1.00    1.00    --  112.00-111.00 -60.00   37
 47  ω     81.00 108.00   1.00    1.00    --  112.00  77.00-120.00   27
 48  ω    118.00 177.00   1.00    1.00    --  112.00  77.00   0.00   59
 49  ω     79.00 106.00   1.00    1.00    --  112.00  77.00  60.00   27
 50  ω     81.00 109.00   1.00    1.00    --  112.00  77.00  90.00   28
 51  ω     83.00 111.00   1.00    1.00    --  112.00  77.00 120.00   28
 52  ω    135.00 170.00   1.00    1.00    --  112.00  61.00 150.00   35
 53  ω    115.00 140.00   1.00    1.00    --  112.00  77.00 150.00   25
 54  ω     41.00  68.00   1.00    1.00    --  112.00-111.00-120.00   27
 55  ω     79.00 107.00   1.00    1.00    --  112.00  77.00 150.00   28
 56  ω     84.00 112.00   1.00    1.00    --  112.00  61.00 150.00   28
 57  ω     79.00 107.00   1.00    1.00    --  112.00  77.00   0.00   28
 58  ω     41.00  90.00   1.00    1.00    --  112.00 -61.00-120.00   49
 59  ω     82.00 109.00   1.00    1.00    --  112.00  76.00 113.29   27
 60  ω     84.00 163.00   1.00    1.00    --  112.00  67.00  58.73   79
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.2172895000
_diffrn_orient_matrix_UB_12      0.0446552000
_diffrn_orient_matrix_UB_13      0.0372064000
_diffrn_orient_matrix_UB_21      0.0573838000
_diffrn_orient_matrix_UB_22      0.0129969000
_diffrn_orient_matrix_UB_23      0.1966072000
_diffrn_orient_matrix_UB_31      0.1107702000
_diffrn_orient_matrix_UB_32      0.1056538000
_diffrn_orient_matrix_UB_33      -0.0755998000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    0.000
_reflns_Friedel_fraction_max     0.000
_reflns_number_gt                936
_reflns_number_total             1239
_reflns_odcompleteness_completeness 98.58
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_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)'
_refine_diff_density_max         0.230
_refine_diff_density_min         -0.230
_refine_diff_density_rms         0.051
_refine_ls_abs_structure_details 
;
No quotients, so Flack parameter determined by classical intensity fit
;
_refine_ls_abs_structure_Flack   10(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     238
_refine_ls_number_reflns         1239
_refine_ls_number_restraints     131
_refine_ls_R_factor_all          0.0776
_refine_ls_R_factor_gt           0.0605
_refine_ls_restrained_S_all      1.043
_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)+(0.1097P)²+0.5022P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1791
_refine_ls_wR_factor_ref         0.1982
_refine_special_details          ?
_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
 C7-C8 \\sim C7A-C8A
 with sigma of 0.02
 C7-C12 \\sim C7A-C12A
 with sigma of 0.02
 C8-C9 \\sim C8A-C9A
 with sigma of 0.02
 C9-C10 \\sim C9A-C10A
 with sigma of 0.02
 C10-C11 \\sim C10A-C11A
 with sigma of 0.02
 C11-C12 \\sim C11A-C12A
 with sigma of 0.02
 C12-C13 \\sim C12A-C13A
 with sigma of 0.02
 C7-C9 \\sim C7A-C9A
 with sigma of 0.04
 C7-C11 \\sim C7A-C11A
 with sigma of 0.04
 C7-C13 \\sim C7A-C13A
 with sigma of 0.04
 C8-C10 \\sim C8A-C10A
 with sigma of 0.04
 C8-C12 \\sim C8A-C12A
 with sigma of 0.04
 C9-C11 \\sim C9A-C11A
 with sigma of 0.04
 C10-C12 \\sim C10A-C12A
 with sigma of 0.04
 C11-C13 \\sim C11A-C13A
 with sigma of 0.04
3. Restrained planarity
 C7, C8, C9, C10, C11, C12, C13
 with sigma of 0.1
 C7A, C8A, C9A, C10A, C11A, C12A, C13A
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
C7 \\sim C7A: within 2A with sigma of 0.02 and sigma for terminal atoms of 0.04
C8 \\sim C8A: within 2A with sigma of 0.02 and sigma for terminal atoms of 0.04
C9 \\sim C9A: within 2A with sigma of 0.02 and sigma for terminal atoms of 0.04
C10 \\sim C10A: within 2A with sigma of 0.02 and sigma for terminal atoms of
0.04
C11 \\sim C11A: within 2A with sigma of 0.02 and sigma for terminal atoms of
0.04
C12 \\sim C12A: within 2A with sigma of 0.02 and sigma for terminal atoms of
0.04
C13 \\sim C13A: within 2A with sigma of 0.02 and sigma for terminal atoms of
0.04
5. Rigid body (RIGU) restrains
 C7, C8, C9, C10, C11, C12, C13
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C7A, C8A, C9A, C10A, C11A, C12A, C13A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Sof(C7A)=Sof(H7A)=Sof(C8A)=Sof(H8A)=Sof(C9A)=Sof(H9A)=Sof(C10A)=Sof(H10A)=
 Sof(C11A)=Sof(H11A)=Sof(C12A)=Sof(C13A)=Sof(H13D)=Sof(H13E)=Sof(H13F)=1-FVAR(1)
 Sof(C7)=Sof(H7)=Sof(C8)=Sof(H8)=Sof(C9)=Sof(H9)=Sof(C10)=Sof(H10)=Sof(C11)=
 Sof(H11)=Sof(C12)=Sof(C13)=Sof(H13A)=Sof(H13B)=Sof(H13C)=FVAR(1)
7.a Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C9(H9), C10(H10), C11(H11), C7A(H7A), C8A(H8A), C9A(H9A),
 C10A(H10A), C11A(H11A)
7.b Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C13A(H13D,H13E,H13F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
F1 F 0.3549(5) 0.1180(2) 0.3145(4) 0.0743(10) Uani 1 1 d . . . A 1
F2 F 0.3838(4) -0.0816(2) 0.3640(4) 0.0728(10) Uani 1 1 d . . . A 1
F3 F 0.0424(5) -0.2080(2) 0.5367(4) 0.0814(11) Uani 1 1 d . . . A 1
F4 F -0.3275(4) -0.1338(2) 0.6603(4) 0.0765(10) Uani 1 1 d . . . A 1
F5 F -0.3544(5) 0.0658(2) 0.6132(4) 0.0779(10) Uani 1 1 d . . . A 1
F6 F -0.0128(5) 0.1934(2) 0.4406(4) 0.0839(11) Uani 1 1 d . . . A 1
C1 C 0.1858(7) 0.0566(4) 0.4018(6) 0.0495(13) Uani 1 1 d . . . A 1
C2 C 0.2019(7) -0.0449(4) 0.4246(6) 0.0522(13) Uani 1 1 d . . . A 1
C3 C 0.0282(7) -0.1088(3) 0.5128(6) 0.0515(13) Uani 1 1 d . . . A 1
C4 C -0.1573(7) -0.0726(4) 0.5747(6) 0.0518(13) Uani 1 1 d . . . A 1
C5 C -0.1721(7) 0.0286(4) 0.5516(6) 0.0551(14) Uani 1 1 d . . . A 1
C6 C 0.0009(8) 0.0937(4) 0.4639(6) 0.0533(13) Uani 1 1 d . . . A 1
C7 C 0.1863(11) 0.0323(6) -0.0790(10) 0.059(2) Uani 0.834(7) 1 d D U P B 2
H7 H 0.3083 0.0778 -0.1307 0.071 Uiso 0.834(7) 1 calc R . P B 2
C8 C 0.2037(10) -0.0690(6) -0.0570(8) 0.0633(19) Uani 0.834(7) 1 d D U P B 2
H8 H 0.3381 -0.0923 -0.0952 0.076 Uiso 0.834(7) 1 calc R . P B 2
C9 C 0.0371(15) -0.1359(7) 0.0167(13) 0.068(2) Uani 0.834(7) 1 d D U P B 2
H9 H 0.0529 -0.2057 0.0320 0.082 Uiso 0.834(7) 1 calc R . P B 2
C10 C -0.1630(10) -0.1004(5) 0.0712(8) 0.0672(19) Uani 0.834(7) 1 d D U P B 2
H10 H -0.2838 -0.1464 0.1233 0.081 Uiso 0.834(7) 1 calc R . P B 2
C11 C -0.1826(13) 0.0017(7) 0.0486(18) 0.060(2) Uani 0.834(7) 1 d D U P B 2
H11 H -0.3173 0.0254 0.0849 0.071 Uiso 0.834(7) 1 calc R . P B 2
C12 C -0.0084(10) 0.0687(5) -0.0262(8) 0.0583(17) Uani 0.834(7) 1 d D U P B 2
C13 C -0.0321(16) 0.1783(6) -0.0496(14) 0.091(3) Uani 0.834(7) 1 d D U P B 2
H13A H 0.1009 0.2140 -0.0191 0.136 Uiso 0.834(7) 1 calc GR . P B 2
H13B H -0.1559 0.1909 0.0335 0.136 Uiso 0.834(7) 1 calc GR . P B 2
H13C H -0.0569 0.2020 -0.1785 0.136 Uiso 0.834(7) 1 calc GR . P B 2
C7A C 0.200(4) 0.000(2) -0.066(4) 0.055(8) Uani 0.166(7) 1 d D U P B -2
H7A H 0.3292 -0.0299 -0.0968 0.066 Uiso 0.166(7) 1 calc R . P B -2
C8A C 0.197(4) 0.102(2) -0.092(3) 0.057(7) Uani 0.166(7) 1 d D U P B -2
H8A H 0.3274 0.1418 -0.1436 0.069 Uiso 0.166(7) 1 calc R . P B -2
C9A C 0.023(5) 0.148(2) -0.049(4) 0.053(8) Uani 0.166(7) 1 d D U P B -2
H9A H 0.0267 0.2193 -0.0720 0.064 Uiso 0.166(7) 1 calc R . P B -2
C10A C -0.168(4) 0.088(2) 0.032(3) 0.059(7) Uani 0.166(7) 1 d D U P B -2
H10A H -0.2926 0.1189 0.0703 0.071 Uiso 0.166(7) 1 calc R . P B -2
C11A C -0.173(5) -0.015(3) 0.056(9) 0.057(8) Uani 0.166(7) 1 d D U P B -2
H11A H -0.3031 -0.0551 0.1064 0.068 Uiso 0.166(7) 1 calc R . P B -2
C12A C 0.011(4) -0.0590(19) 0.005(4) 0.055(6) Uani 0.166(7) 1 d D U P B -2
C13A C -0.015(6) -0.170(2) 0.045(6) 0.056(10) Uani 0.166(7) 1 d D U P B -2
H13D H 0.0594 -0.1972 -0.0575 0.083 Uiso 0.166(7) 1 calc GR . P B -2
H13E H -0.1701 -0.1933 0.0576 0.083 Uiso 0.166(7) 1 calc GR . P B -2
H13F H 0.0479 -0.1922 0.1603 0.083 Uiso 0.166(7) 1 calc GR . P B -2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
F1 C1 1.338(5) . ?
F2 C2 1.336(5) . ?
F3 C3 1.341(5) . ?
F4 C4 1.338(5) . ?
F5 C5 1.344(5) . ?
F6 C6 1.348(6) . ?
C1 C2 1.375(7) . ?
C1 C6 1.359(7) . ?
C2 C3 1.376(7) . ?
C3 C4 1.355(6) . ?
C4 C5 1.369(7) . ?
C5 C6 1.381(7) . ?
C7 H7 0.9500 . ?
C7 C8 1.373(10) . ?
C7 C12 1.387(9) . ?
C7 C8A 0.93(3) . ?
C7 C9A 1.97(3) . ?
C7 C12A 1.59(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.339(11) . ?
C8 C7A 0.93(3) . ?
C8 C12A 1.26(2) . ?
C8 C13A 1.87(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.414(11) . ?
C9 C7A 2.01(3) . ?
C9 C12A 1.06(3) . ?
C9 C13A 0.54(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.385(11) . ?
C10 C11A 1.16(3) . ?
C10 C12A 1.20(2) . ?
C10 C13A 1.39(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.374(10) . ?
C11 C10A 1.16(3) . ?
C11 C12A 1.55(3) . ?
C12 C13 1.490(11) . ?
C12 C7A 1.68(3) . ?
C12 C8A 1.34(3) . ?
C12 C9A 1.07(3) . ?
C12 C10A 1.11(2) . ?
C12 C11A 1.48(3) . ?
C12 C12A 1.73(3) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C13 C8A 1.86(3) . ?
C13 C9A 0.55(3) . ?
C13 C10A 1.45(3) . ?
C7A H7A 0.9500 . ?
C7A C8A 1.37(2) . ?
C7A C12A 1.378(19) . ?
C8A H8A 0.9500 . ?
C8A C9A 1.33(2) . ?
C9A H9A 0.9500 . ?
C9A C10A 1.41(2) . ?
C10A H10A 0.9500 . ?
C10A C11A 1.38(2) . ?
C11A H11A 0.9500 . ?
C11A C12A 1.38(2) . ?
C12A C13A 1.48(2) . ?
C13A H13D 0.9800 . ?
C13A H13E 0.9800 . ?
C13A H13F 0.9800 . ?

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
F1 C1 C2 118.6(4) . . ?
F1 C1 C6 120.8(4) . . ?
C6 C1 C2 120.7(4) . . ?
F2 C2 C1 120.8(4) . . ?
F2 C2 C3 120.2(5) . . ?
C1 C2 C3 119.0(4) . . ?
F3 C3 C2 119.5(4) . . ?
F3 C3 C4 119.7(4) . . ?
C4 C3 C2 120.8(5) . . ?
F4 C4 C3 121.3(5) . . ?
F4 C4 C5 118.7(4) . . ?
C3 C4 C5 119.9(4) . . ?
F5 C5 C4 120.6(5) . . ?
F5 C5 C6 119.3(5) . . ?
C4 C5 C6 120.0(4) . . ?
F6 C6 C1 120.1(4) . . ?
F6 C6 C5 120.3(4) . . ?
C1 C6 C5 119.6(5) . . ?
C8 C7 H7 119.8 . . ?
C8 C7 C12 120.4(6) . . ?
C8 C7 C9A 151.7(10) . . ?
C8 C7 C12A 49.8(10) . . ?
C12 C7 H7 119.8 . . ?
C12 C7 C9A 31.5(9) . . ?
C12 C7 C12A 70.6(11) . . ?
C8A C7 H7 52.4 . . ?
C8A C7 C8 171.2(18) . . ?
C8A C7 C12 67.5(16) . . ?
C8A C7 C9A 36.1(16) . . ?
C8A C7 C12A 137.8(19) . . ?
C9A C7 H7 88.4 . . ?
C12A C7 H7 169.6 . . ?
C12A C7 C9A 102.0(13) . . ?
C7 C8 H8 119.0 . . ?
C7 C8 C13A 126.3(11) . . ?
C9 C8 C7 122.1(7) . . ?
C9 C8 H8 119.0 . . ?
C9 C8 C13A 4.2(13) . . ?
C7A C8 C7 4(2) . . ?
C7A C8 H8 116.9 . . ?
C7A C8 C9 124.0(17) . . ?
C7A C8 C12A 76.2(18) . . ?
C7A C8 C13A 128(2) . . ?
C12A C8 C7 74.2(12) . . ?
C12A C8 H8 166.9 . . ?
C12A C8 C9 47.9(12) . . ?
C12A C8 C13A 52.1(12) . . ?
C13A C8 H8 114.8 . . ?
C8 C9 H9 120.8 . . ?
C8 C9 C10 118.5(7) . . ?
C8 C9 C7A 22.5(8) . . ?
C10 C9 H9 120.8 . . ?
C10 C9 C7A 96.1(10) . . ?
C7A C9 H9 143.1 . . ?
C12A C9 C8 62.4(13) . . ?
C12A C9 H9 176.8 . . ?
C12A C9 C10 56.1(13) . . ?
C12A C9 C7A 40.0(13) . . ?
C13A C9 C8 165(5) . . ?
C13A C9 H9 44.6 . . ?
C13A C9 C10 76(4) . . ?
C13A C9 C7A 172(5) . . ?
C13A C9 C12A 132(5) . . ?
C9 C10 H10 120.0 . . ?
C11 C10 C9 119.9(7) . . ?
C11 C10 H10 120.0 . . ?
C11 C10 C13A 142.2(13) . . ?
C11A C10 C9 118.6(14) . . ?
C11A C10 H10 121.4 . . ?
C11A C10 C11 2(4) . . ?
C11A C10 C12A 71.7(15) . . ?
C11A C10 C13A 140.8(19) . . ?
C12A C10 C9 46.9(12) . . ?
C12A C10 H10 166.9 . . ?
C12A C10 C11 73.1(14) . . ?
C12A C10 C13A 69.2(14) . . ?
C13A C10 C9 22.3(11) . . ?
C13A C10 H10 97.7 . . ?
C10 C11 H11 119.8 . . ?
C10 C11 C12A 48.1(10) . . ?
C12 C11 C10 120.3(7) . . ?
C12 C11 H11 119.8 . . ?
C12 C11 C12A 72.2(10) . . ?
C10A C11 C10 170.3(16) . . ?
C10A C11 H11 68.9 . . ?
C10A C11 C12 51.1(13) . . ?
C10A C11 C12A 123.1(17) . . ?
C12A C11 H11 167.9 . . ?
C7 C12 C13 121.5(7) . . ?
C7 C12 C7A 12.9(10) . . ?
C7 C12 C11A 110.6(12) . . ?
C7 C12 C12A 60.3(9) . . ?
C11 C12 C7 118.8(7) . . ?
C11 C12 C13 119.7(6) . . ?
C11 C12 C7A 106.1(10) . . ?
C11 C12 C11A 8.3(14) . . ?
C11 C12 C12A 58.5(9) . . ?
C13 C12 C7A 134.2(10) . . ?
C13 C12 C12A 178.2(9) . . ?
C7A C12 C12A 47.6(8) . . ?
C8A C12 C7 39.8(12) . . ?
C8A C12 C11 158.4(13) . . ?
C8A C12 C13 81.8(12) . . ?
C8A C12 C7A 52.4(11) . . ?
C8A C12 C11A 150.0(18) . . ?
C8A C12 C12A 100.0(13) . . ?
C9A C12 C7 105.8(15) . . ?
C9A C12 C11 135.3(16) . . ?
C9A C12 C13 16.1(16) . . ?
C9A C12 C7A 118.3(17) . . ?
C9A C12 C8A 66.0(15) . . ?
C9A C12 C10A 81.0(17) . . ?
C9A C12 C11A 143.3(19) . . ?
C9A C12 C12A 165.5(18) . . ?
C10A C12 C7 171.7(15) . . ?
C10A C12 C11 54.2(15) . . ?
C10A C12 C13 65.7(15) . . ?
C10A C12 C7A 159.2(18) . . ?
C10A C12 C8A 147(2) . . ?
C10A C12 C11A 62.3(13) . . ?
C10A C12 C12A 112.5(16) . . ?
C11A C12 C13 127.9(12) . . ?
C11A C12 C7A 97.8(14) . . ?
C11A C12 C12A 50.3(10) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
C12 C13 C8A 45.7(9) . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C8A C13 H13A 71.9 . . ?
C8A C13 H13B 148.3 . . ?
C8A C13 H13C 99.2 . . ?
C9A C13 C12 32(3) . . ?
C9A C13 H13A 80.0 . . ?
C9A C13 H13B 134.4 . . ?
C9A C13 H13C 108.6 . . ?
C9A C13 C8A 15(3) . . ?
C9A C13 C10A 76(4) . . ?
C10A C13 C12 44.4(10) . . ?
C10A C13 H13A 135.3 . . ?
C10A C13 H13B 66.7 . . ?
C10A C13 H13C 113.5 . . ?
C10A C13 C8A 89.8(14) . . ?
C8 C7A C9 33.5(11) . . ?
C8 C7A C12 131(2) . . ?
C8 C7A H7A 57.7 . . ?
C8 C7A C8A 176(3) . . ?
C8 C7A C12A 63.0(17) . . ?
C9 C7A H7A 91.0 . . ?
C12 C7A C9 97.5(12) . . ?
C12 C7A H7A 171.4 . . ?
C8A C7A C9 148(2) . . ?
C8A C7A C12 50.9(14) . . ?
C8A C7A H7A 120.6 . . ?
C8A C7A C12A 119(2) . . ?
C12A C7A C9 29.6(11) . . ?
C12A C7A C12 67.9(15) . . ?
C12A C7A H7A 120.6 . . ?
C7 C8A C12 72.6(17) . . ?
C7 C8A C13 125(2) . . ?
C7 C8A C7A 5.4(17) . . ?
C7 C8A H8A 122.1 . . ?
C7 C8A C9A 120(3) . . ?
C12 C8A C13 52.6(9) . . ?
C12 C8A C7A 76.7(18) . . ?
C12 C8A H8A 164.9 . . ?
C13 C8A H8A 112.5 . . ?
C7A C8A C13 129.3(19) . . ?
C7A C8A H8A 118.2 . . ?
C9A C8A C12 47.0(15) . . ?
C9A C8A C13 6.1(14) . . ?
C9A C8A C7A 124(2) . . ?
C9A C8A H8A 118.2 . . ?
C7 C9A H9A 145.3 . . ?
C12 C9A C7 42.8(11) . . ?
C12 C9A C8A 67.0(18) . . ?
C12 C9A H9A 170.7 . . ?
C12 C9A C10A 50.8(15) . . ?
C13 C9A C7 170(5) . . ?
C13 C9A C12 132(5) . . ?
C13 C9A C8A 159(5) . . ?
C13 C9A H9A 39.6 . . ?
C13 C9A C10A 82(4) . . ?
C8A C9A C7 24.3(12) . . ?
C8A C9A H9A 121.2 . . ?
C8A C9A C10A 118(2) . . ?
C10A C9A C7 93.5(18) . . ?
C10A C9A H9A 121.2 . . ?
C11 C10A C13 144(2) . . ?
C11 C10A C9A 123(2) . . ?
C11 C10A H10A 117.3 . . ?
C11 C10A C11A 3(3) . . ?
C12 C10A C11 74.7(17) . . ?
C12 C10A C13 69.9(14) . . ?
C12 C10A C9A 48.2(16) . . ?
C12 C10A H10A 167.8 . . ?
C12 C10A C11A 72.3(19) . . ?
C13 C10A H10A 97.9 . . ?
C9A C10A C13 22.2(13) . . ?
C9A C10A H10A 119.8 . . ?
C11A C10A C13 142(2) . . ?
C11A C10A C9A 120(2) . . ?
C11A C10A H10A 119.8 . . ?
C10 C11A C12 130(2) . . ?
C10 C11A C10A 175(2) . . ?
C10 C11A H11A 64.5 . . ?
C10 C11A C12A 55.8(14) . . ?
C12 C11A H11A 165.4 . . ?
C10A C11A C12 45.5(14) . . ?
C10A C11A H11A 120.3 . . ?
C10A C11A C12A 119(2) . . ?
C12A C11A C12 74.1(16) . . ?
C12A C11A H11A 120.3 . . ?
C7 C12A C12 49.1(8) . . ?
C8 C12A C7 56.1(10) . . ?
C8 C12A C11 154(2) . . ?
C8 C12A C12 105.2(15) . . ?
C8 C12A C7A 40.8(14) . . ?
C8 C12A C11A 161(2) . . ?
C8 C12A C13A 85.5(18) . . ?
C9 C12A C7 126(2) . . ?
C9 C12A C8 69.7(16) . . ?
C9 C12A C10 77.0(16) . . ?
C9 C12A C11 136(2) . . ?
C9 C12A C12 175(2) . . ?
C9 C12A C7A 110(2) . . ?
C9 C12A C11A 130(2) . . ?
C9 C12A C13A 15.8(16) . . ?
C10 C12A C7 157(2) . . ?
C10 C12A C8 147(2) . . ?
C10 C12A C11 58.8(11) . . ?
C10 C12A C12 108.0(17) . . ?
C10 C12A C7A 172(2) . . ?
C10 C12A C11A 52.5(17) . . ?
C10 C12A C13A 61.3(18) . . ?
C11 C12A C7 98.4(15) . . ?
C11 C12A C12 49.2(8) . . ?
C7A C12A C7 15.5(14) . . ?
C7A C12A C11 113.7(18) . . ?
C7A C12A C12 64.5(15) . . ?
C7A C12A C11A 120(2) . . ?
C7A C12A C13A 126(2) . . ?
C11A C12A C7 104.7(18) . . ?
C11A C12A C11 6.5(17) . . ?
C11A C12A C12 55.5(15) . . ?
C11A C12A C13A 114(2) . . ?
C13A C12A C7 142(2) . . ?
C13A C12A C11 120.1(19) . . ?
C13A C12A C12 169.3(19) . . ?
C8 C13A H13D 76.0 . . ?
C8 C13A H13E 147.4 . . ?
C8 C13A H13F 97.9 . . ?
C9 C13A C8 10(3) . . ?
C9 C13A C10 82(4) . . ?
C9 C13A C12A 32(3) . . ?
C9 C13A H13D 83.8 . . ?
C9 C13A H13E 138.3 . . ?
C9 C13A H13F 102.1 . . ?
C10 C13A C8 92.0(15) . . ?
C10 C13A C12A 49.6(13) . . ?
C10 C13A H13D 139.1 . . ?
C10 C13A H13E 62.4 . . ?
C10 C13A H13F 110.8 . . ?
C12A C13A C8 42.4(11) . . ?
C12A C13A H13D 109.5 . . ?
C12A C13A H13E 109.5 . . ?
C12A C13A H13F 109.5 . . ?
H13D C13A H13E 109.5 . . ?
H13D C13A H13F 109.5 . . ?
H13E C13A H13F 109.5 . . ?

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
F1 C1 C2 F2 1.2(6) . . . . ?
F1 C1 C2 C3 -179.5(4) . . . . ?
F1 C1 C6 F6 -1.0(6) . . . . ?
F1 C1 C6 C5 179.2(4) . . . . ?
F2 C2 C3 F3 -0.4(6) . . . . ?
F2 C2 C3 C4 -179.9(4) . . . . ?
F3 C3 C4 F4 0.2(6) . . . . ?
F3 C3 C4 C5 179.6(4) . . . . ?
F4 C4 C5 F5 -0.2(6) . . . . ?
F4 C4 C5 C6 180.0(4) . . . . ?
F5 C5 C6 F6 0.1(6) . . . . ?
F5 C5 C6 C1 179.8(4) . . . . ?
C1 C2 C3 F3 -179.7(4) . . . . ?
C1 C2 C3 C4 0.8(7) . . . . ?
C2 C1 C6 F6 -179.9(4) . . . . ?
C2 C1 C6 C5 0.3(7) . . . . ?
C2 C3 C4 F4 179.8(4) . . . . ?
C2 C3 C4 C5 -0.8(7) . . . . ?
C3 C4 C5 F5 -179.6(4) . . . . ?
C3 C4 C5 C6 0.6(7) . . . . ?
C4 C5 C6 F6 179.9(4) . . . . ?
C4 C5 C6 C1 -0.3(7) . . . . ?
C6 C1 C2 F2 -179.8(4) . . . . ?
C6 C1 C2 C3 -0.5(7) . . . . ?
C7 C8 C9 C10 0.7(10) . . . . ?
C7 C8 C9 C7A -4(3) . . . . ?
C7 C8 C9 C12A -0.3(18) . . . . ?
C7 C8 C9 C13A -176(25) . . . . ?
C7 C8 C7A C9 63(26) . . . . ?
C7 C8 C7A C12 54(24) . . . . ?
C7 C8 C7A C12A 60(25) . . . . ?
C7 C8 C12A C9 179.8(16) . . . . ?
C7 C8 C12A C10 178(5) . . . . ?
C7 C8 C12A C11 3(5) . . . . ?
C7 C8 C12A C12 0.6(10) . . . . ?
C7 C8 C12A C7A -4(2) . . . . ?
C7 C8 C12A C11A -1(11) . . . . ?
C7 C8 C12A C13A -180(2) . . . . ?
C7 C8 C13A C9 4(26) . . . . ?
C7 C8 C13A C10 1(3) . . . . ?
C7 C8 C13A C12A 0(3) . . . . ?
C7 C12 C13 C8A -3.1(14) . . . . ?
C7 C12 C13 C9A -14(7) . . . . ?
C7 C12 C13 C10A -175.2(16) . . . . ?
C7 C12 C7A C8 -165(9) . . . . ?
C7 C12 C7A C9 -170(7) . . . . ?
C7 C12 C7A C8A 11(6) . . . . ?
C7 C12 C7A C12A -170(7) . . . . ?
C7 C12 C8A C13 175.9(18) . . . . ?
C7 C12 C8A C7A -4(2) . . . . ?
C7 C12 C8A C9A 179(2) . . . . ?
C7 C12 C9A C13 168(6) . . . . ?
C7 C12 C9A C8A -0.6(15) . . . . ?
C7 C12 C9A C10A -175.1(16) . . . . ?
C7 C12 C11A C10 -4(8) . . . . ?
C7 C12 C11A C10A 175.3(17) . . . . ?
C7 C12 C11A C12A -1(3) . . . . ?
C7 C12 C12A C8 -0.7(11) . . . . ?
C7 C12 C12A C10 -179(2) . . . . ?
C7 C12 C12A C11 -179.4(14) . . . . ?
C7 C12 C12A C7A 2.5(17) . . . . ?
C7 C12 C12A C11A 179(4) . . . . ?
C7 C12 C12A C13A -178(15) . . . . ?
C7 C8A C9A C12 1(2) . . . . ?
C7 C8A C9A C13 -154(14) . . . . ?
C7 C8A C9A C10A 6(3) . . . . ?
C7 C9A C10A C11 -4(3) . . . . ?
C7 C9A C10A C12 -3.3(11) . . . . ?
C7 C9A C10A C13 -171(5) . . . . ?
C7 C9A C10A C11A -1(4) . . . . ?
C7 C12A C13A C8 0(3) . . . . ?
C7 C12A C13A C9 -2(11) . . . . ?
C7 C12A C13A C10 -179(4) . . . . ?
C8 C7 C12 C11 0.1(11) . . . . ?
C8 C7 C12 C13 -179.6(6) . . . . ?
C8 C7 C12 C7A 9(5) . . . . ?
C8 C7 C12 C8A 176(2) . . . . ?
C8 C7 C12 C9A 176.5(18) . . . . ?
C8 C7 C12 C11A 2(3) . . . . ?
C8 C7 C12 C12A 0.7(11) . . . . ?
C8 C7 C12A C9 -0.3(18) . . . . ?
C8 C7 C12A C10 -177(6) . . . . ?
C8 C7 C12A C11 -179(2) . . . . ?
C8 C7 C12A C12 -179.2(13) . . . . ?
C8 C7 C12A C7A 9(5) . . . . ?
C8 C7 C12A C11A 180(4) . . . . ?
C8 C7 C12A C13A 0(4) . . . . ?
C8 C9 C10 C11 -0.3(13) . . . . ?
C8 C9 C10 C11A -2(4) . . . . ?
C8 C9 C10 C12A -1.0(18) . . . . ?
C8 C9 C10 C13A -179(7) . . . . ?
C8 C9 C12A C7 0.2(16) . . . . ?
C8 C9 C12A C10 179.0(18) . . . . ?
C8 C9 C12A C11 178(4) . . . . ?
C8 C9 C12A C7A -2.4(17) . . . . ?
C8 C9 C12A C11A -180(5) . . . . ?
C8 C9 C12A C13A -179(9) . . . . ?
C8 C9 C13A C10 177(23) . . . . ?
C8 C9 C13A C12A 175(30) . . . . ?
C8 C7A C12A C7 -168(7) . . . . ?
C8 C7A C12A C9 3(2) . . . . ?
C8 C7A C12A C11 -177(3) . . . . ?
C8 C7A C12A C12 -175(3) . . . . ?
C8 C7A C12A C11A -179(4) . . . . ?
C8 C7A C12A C13A 5(4) . . . . ?
C8 C12A C13A C9 -1(8) . . . . ?
C8 C12A C13A C10 -179(2) . . . . ?
C9 C8 C7A C12 -9(5) . . . . ?
C9 C8 C7A C12A -3(2) . . . . ?
C9 C8 C12A C7 -179.8(16) . . . . ?
C9 C8 C12A C10 -2(3) . . . . ?
C9 C8 C12A C11 -177(6) . . . . ?
C9 C8 C12A C12 -179(2) . . . . ?
C9 C8 C12A C7A 177(2) . . . . ?
C9 C8 C12A C11A 179(12) . . . . ?
C9 C8 C12A C13A 0(2) . . . . ?
C9 C8 C13A C10 -3(23) . . . . ?
C9 C8 C13A C12A -4(24) . . . . ?
C9 C10 C11 C12 -0.2(16) . . . . ?
C9 C10 C11 C12A -0.6(16) . . . . ?
C9 C10 C11A C12 4(9) . . . . ?
C9 C10 C11A C12A 1(3) . . . . ?
C9 C10 C12A C7 177(7) . . . . ?
C9 C10 C12A C8 2(3) . . . . ?
C9 C10 C12A C11 179.3(19) . . . . ?
C9 C10 C12A C12 179(3) . . . . ?
C9 C10 C12A C11A -179(4) . . . . ?
C9 C10 C12A C13A -1(3) . . . . ?
C9 C10 C13A C8 1(4) . . . . ?
C9 C10 C13A C12A 1(5) . . . . ?
C9 C7A C8A C7 -41(16) . . . . ?
C9 C7A C8A C12 -1(3) . . . . ?
C9 C7A C8A C13 -1(4) . . . . ?
C9 C7A C8A C9A 1(3) . . . . ?
C9 C7A C12A C7 -172(5) . . . . ?
C9 C7A C12A C8 -3(2) . . . . ?
C9 C7A C12A C11 180(4) . . . . ?
C9 C7A C12A C12 -179(3) . . . . ?
C9 C7A C12A C11A 178(5) . . . . ?
C9 C7A C12A C13A 1(3) . . . . ?
C9 C12A C13A C8 1(8) . . . . ?
C9 C12A C13A C10 -177(10) . . . . ?
C10 C9 C12A C7 -179(3) . . . . ?
C10 C9 C12A C8 -179.0(18) . . . . ?
C10 C9 C12A C11 -1(2) . . . . ?
C10 C9 C12A C7A 179(3) . . . . ?
C10 C9 C12A C11A 1(4) . . . . ?
C10 C9 C12A C13A 3(9) . . . . ?
C10 C9 C13A C8 -177(23) . . . . ?
C10 C9 C13A C12A -2(8) . . . . ?
C10 C11 C12 C7 0.3(15) . . . . ?
C10 C11 C12 C13 -180.0(8) . . . . ?
C10 C11 C12 C7A -1.7(16) . . . . ?
C10 C11 C12 C8A -8(4) . . . . ?
C10 C11 C12 C9A -175(3) . . . . ?
C10 C11 C12 C10A -174(2) . . . . ?
C10 C11 C12 C11A -10(22) . . . . ?
C10 C11 C12 C12A -0.3(13) . . . . ?
C10 C11 C12A C7 179(2) . . . . ?
C10 C11 C12A C8 177(6) . . . . ?
C10 C11 C12A C9 1(3) . . . . ?
C10 C11 C12A C12 179.7(15) . . . . ?
C10 C11 C12A C7A -178(3) . . . . ?
C10 C11 C12A C11A -14(30) . . . . ?
C10 C11 C12A C13A 0(2) . . . . ?
C10 C11A C12A C7 178(3) . . . . ?
C10 C11A C12A C8 179(10) . . . . ?
C10 C11A C12A C9 -2(5) . . . . ?
C10 C11A C12A C11 165(32) . . . . ?
C10 C11A C12A C12 177(5) . . . . ?
C10 C11A C12A C7A -179(3) . . . . ?
C10 C11A C12A C13A -2(5) . . . . ?
C10 C12A C13A C8 179(2) . . . . ?
C10 C12A C13A C9 177(10) . . . . ?
C11 C10 C11A C12 -123(75) . . . . ?
C11 C10 C11A C12A -126(70) . . . . ?
C11 C10 C12A C7 -2(5) . . . . ?
C11 C10 C12A C8 -178(5) . . . . ?
C11 C10 C12A C9 -179.3(19) . . . . ?
C11 C10 C12A C12 -0.3(12) . . . . ?
C11 C10 C12A C11A 2(4) . . . . ?
C11 C10 C12A C13A 180(2) . . . . ?
C11 C10 C13A C8 -1(4) . . . . ?
C11 C10 C13A C9 -2(8) . . . . ?
C11 C10 C13A C12A 0(4) . . . . ?
C11 C12 C13 C8A 177.2(15) . . . . ?
C11 C12 C13 C9A 167(7) . . . . ?
C11 C12 C13 C10A 5.0(18) . . . . ?
C11 C12 C7A C8 7(4) . . . . ?
C11 C12 C7A C9 2.2(15) . . . . ?
C11 C12 C7A C8A -177.3(14) . . . . ?
C11 C12 C7A C12A 1.7(17) . . . . ?
C11 C12 C8A C7 11(5) . . . . ?
C11 C12 C8A C13 -173(3) . . . . ?
C11 C12 C8A C7A 7(4) . . . . ?
C11 C12 C8A C9A -170(4) . . . . ?
C11 C12 C9A C7 176(2) . . . . ?
C11 C12 C9A C13 -16(8) . . . . ?
C11 C12 C9A C8A 175(2) . . . . ?
C11 C12 C9A C10A 0(2) . . . . ?
C11 C12 C10A C13 -174.6(19) . . . . ?
C11 C12 C10A C9A -179.7(19) . . . . ?
C11 C12 C10A C11A 3(4) . . . . ?
C11 C12 C11A C10 166(29) . . . . ?
C11 C12 C11A C10A -14(21) . . . . ?
C11 C12 C11A C12A 169(25) . . . . ?
C11 C12 C12A C7 179.4(14) . . . . ?
C11 C12 C12A C8 179(2) . . . . ?
C11 C12 C12A C10 0.3(13) . . . . ?
C11 C12 C12A C7A -178.1(19) . . . . ?
C11 C12 C12A C11A -2(4) . . . . ?
C11 C12 C12A C13A 1(14) . . . . ?
C11 C10A C11A C12 134(50) . . . . ?
C11 C10A C11A C12A 138(53) . . . . ?
C11 C12A C13A C8 179(3) . . . . ?
C11 C12A C13A C9 177(8) . . . . ?
C11 C12A C13A C10 0(2) . . . . ?
C12 C7 C8 C9 -0.6(9) . . . . ?
C12 C7 C8 C7A -120(26) . . . . ?
C12 C7 C8 C12A -0.8(14) . . . . ?
C12 C7 C8 C13A -1(2) . . . . ?
C12 C7 C8A C13 -4.0(18) . . . . ?
C12 C7 C8A C7A 138(18) . . . . ?
C12 C7 C8A C9A -0.8(19) . . . . ?
C12 C7 C12A C8 179.2(13) . . . . ?
C12 C7 C12A C9 179(3) . . . . ?
C12 C7 C12A C10 2(5) . . . . ?
C12 C7 C12A C11 0.4(10) . . . . ?
C12 C7 C12A C7A -172(6) . . . . ?
C12 C7 C12A C11A -1(3) . . . . ?
C12 C7 C12A C13A 180(4) . . . . ?
C12 C11 C10A C13 9(3) . . . . ?
C12 C11 C10A C9A 0.3(17) . . . . ?
C12 C11 C10A C11A -45(48) . . . . ?
C12 C11 C12A C7 -0.4(10) . . . . ?
C12 C11 C12A C8 -3(5) . . . . ?
C12 C11 C12A C9 -179(4) . . . . ?
C12 C11 C12A C10 -179.7(15) . . . . ?
C12 C11 C12A C7A 1.9(19) . . . . ?
C12 C11 C12A C11A 167(30) . . . . ?
C12 C11 C12A C13A -180(3) . . . . ?
C12 C13 C8A C7 5(2) . . . . ?
C12 C13 C8A C7A 0.5(16) . . . . ?
C12 C13 C8A C9A -22(14) . . . . ?
C12 C13 C9A C7 52(22) . . . . ?
C12 C13 C9A C8A 149(18) . . . . ?
C12 C13 C9A C10A -13(5) . . . . ?
C12 C13 C10A C11 -9(3) . . . . ?
C12 C13 C10A C9A 10(4) . . . . ?
C12 C13 C10A C11A -4(5) . . . . ?
C12 C7A C8A C7 -41(17) . . . . ?
C12 C7A C8A C13 -0.4(13) . . . . ?
C12 C7A C8A C9A 2.4(12) . . . . ?
C12 C7A C12A C7 7(5) . . . . ?
C12 C7A C12A C8 175(3) . . . . ?
C12 C7A C12A C9 179(3) . . . . ?
C12 C7A C12A C11 -1.6(16) . . . . ?
C12 C7A C12A C11A -4(4) . . . . ?
C12 C7A C12A C13A -180(4) . . . . ?
C12 C8A C9A C7 -1(2) . . . . ?
C12 C8A C9A C13 -156(15) . . . . ?
C12 C8A C9A C10A 4.8(15) . . . . ?
C12 C9A C10A C11 0(2) . . . . ?
C12 C9A C10A C13 -167(5) . . . . ?
C12 C9A C10A C11A 2(4) . . . . ?
C12 C10A C11A C12A 4(5) . . . . ?
C12 C11A C12A C7 1(3) . . . . ?
C12 C11A C12A C8 2(12) . . . . ?
C12 C11A C12A C9 -179(3) . . . . ?
C12 C11A C12A C10 -177(5) . . . . ?
C12 C11A C12A C11 -12(28) . . . . ?
C12 C11A C12A C7A 4(4) . . . . ?
C12 C11A C12A C13A -179(3) . . . . ?
C12 C12A C13A C8 178(15) . . . . ?
C12 C12A C13A C9 176(12) . . . . ?
C12 C12A C13A C10 -1(15) . . . . ?
C13 C12 C7A C8 -175(3) . . . . ?
C13 C12 C7A C9 -179.9(8) . . . . ?
C13 C12 C7A C8A 0.6(17) . . . . ?
C13 C12 C7A C12A 179.5(15) . . . . ?
C13 C12 C8A C7 -175.9(18) . . . . ?
C13 C12 C8A C7A -179.6(13) . . . . ?
C13 C12 C8A C9A 3(2) . . . . ?
C13 C12 C9A C7 -168(6) . . . . ?
C13 C12 C9A C8A -169(7) . . . . ?
C13 C12 C9A C10A 17(7) . . . . ?
C13 C12 C10A C11 174.6(19) . . . . ?
C13 C12 C10A C9A -5(2) . . . . ?
C13 C12 C10A C11A 177(3) . . . . ?
C13 C12 C11A C10 178(5) . . . . ?
C13 C12 C11A C10A -3(4) . . . . ?
C13 C12 C11A C12A -179.7(14) . . . . ?
C13 C8A C9A C7 154(14) . . . . ?
C13 C8A C9A C12 156(15) . . . . ?
C13 C8A C9A C10A 160(16) . . . . ?
C13 C9A C10A C11 167(4) . . . . ?
C13 C9A C10A C12 167(5) . . . . ?
C13 C9A C10A C11A 170(5) . . . . ?
C13 C10A C11A C12 4(5) . . . . ?
C13 C10A C11A C12A 8(9) . . . . ?
C7A C8 C9 C10 5(3) . . . . ?
C7A C8 C9 C12A 4(3) . . . . ?
C7A C8 C9 C13A -172(25) . . . . ?
C7A C8 C12A C7 4(2) . . . . ?
C7A C8 C12A C9 -177(2) . . . . ?
C7A C8 C12A C10 -178(5) . . . . ?
C7A C8 C12A C11 6(6) . . . . ?
C7A C8 C12A C12 4(2) . . . . ?
C7A C8 C12A C11A 3(11) . . . . ?
C7A C8 C12A C13A -176(3) . . . . ?
C7A C8 C13A C9 9(27) . . . . ?
C7A C8 C13A C10 6(5) . . . . ?
C7A C8 C13A C12A 5(4) . . . . ?
C7A C9 C10 C11 1.7(14) . . . . ?
C7A C9 C10 C11A 0(4) . . . . ?
C7A C9 C10 C12A 0.9(18) . . . . ?
C7A C9 C10 C13A -177(7) . . . . ?
C7A C9 C12A C7 2.7(18) . . . . ?
C7A C9 C12A C8 2.4(17) . . . . ?
C7A C9 C12A C10 -179(3) . . . . ?
C7A C9 C12A C11 -179(5) . . . . ?
C7A C9 C12A C11A -177(6) . . . . ?
C7A C9 C12A C13A -176(9) . . . . ?
C7A C12 C13 C8A -0.5(14) . . . . ?
C7A C12 C13 C9A -11(7) . . . . ?
C7A C12 C13 C10A -173(2) . . . . ?
C7A C12 C8A C7 4(2) . . . . ?
C7A C12 C8A C13 179.6(13) . . . . ?
C7A C12 C8A C9A -177.3(14) . . . . ?
C7A C12 C9A C7 3.1(14) . . . . ?
C7A C12 C9A C13 171(6) . . . . ?
C7A C12 C9A C8A 2.5(13) . . . . ?
C7A C12 C9A C10A -172(2) . . . . ?
C7A C12 C10A C11 -20(6) . . . . ?
C7A C12 C10A C13 165(4) . . . . ?
C7A C12 C10A C9A 160(5) . . . . ?
C7A C12 C10A C11A -18(6) . . . . ?
C7A C12 C11A C10 -6(8) . . . . ?
C7A C12 C11A C10A 174(2) . . . . ?
C7A C12 C11A C12A -3(3) . . . . ?
C7A C12 C12A C7 -2.5(17) . . . . ?
C7A C12 C12A C8 -3.1(18) . . . . ?
C7A C12 C12A C10 178(3) . . . . ?
C7A C12 C12A C11 178.1(19) . . . . ?
C7A C12 C12A C11A 176(4) . . . . ?
C7A C12 C12A C13A 179(15) . . . . ?
C7A C8A C9A C7 -4(2) . . . . ?
C7A C8A C9A C12 -3.2(16) . . . . ?
C7A C8A C9A C13 -159(14) . . . . ?
C7A C8A C9A C10A 2(2) . . . . ?
C7A C12A C13A C8 -3(3) . . . . ?
C7A C12A C13A C9 -5(10) . . . . ?
C7A C12A C13A C10 178(3) . . . . ?
C8A C7 C12 C11 -175(2) . . . . ?
C8A C7 C12 C13 5(2) . . . . ?
C8A C7 C12 C7A -167(7) . . . . ?
C8A C7 C12 C9A 1(2) . . . . ?
C8A C7 C12 C11A -174(3) . . . . ?
C8A C7 C12 C12A -175(2) . . . . ?
C8A C7 C12A C8 -174(3) . . . . ?
C8A C7 C12A C9 -174(3) . . . . ?
C8A C7 C12A C10 9(8) . . . . ?
C8A C7 C12A C11 7(4) . . . . ?
C8A C7 C12A C12 7(3) . . . . ?
C8A C7 C12A C7A -165(8) . . . . ?
C8A C7 C12A C11A 6(5) . . . . ?
C8A C7 C12A C13A -173(4) . . . . ?
C8A C12 C13 C9A -10(6) . . . . ?
C8A C12 C13 C10A -172(2) . . . . ?
C8A C12 C7A C8 -176(4) . . . . ?
C8A C12 C7A C9 179.5(16) . . . . ?
C8A C12 C7A C12A 179.0(18) . . . . ?
C8A C12 C9A C7 0.6(15) . . . . ?
C8A C12 C9A C13 169(7) . . . . ?
C8A C12 C9A C10A -174.5(17) . . . . ?
C8A C12 C10A C11 -171(3) . . . . ?
C8A C12 C10A C13 14(4) . . . . ?
C8A C12 C10A C9A 9(3) . . . . ?
C8A C12 C10A C11A -169(4) . . . . ?
C8A C12 C11A C10 -12(12) . . . . ?
C8A C12 C11A C10A 167(4) . . . . ?
C8A C12 C11A C12A -9(7) . . . . ?
C8A C12 C12A C7 -3.3(15) . . . . ?
C8A C12 C12A C8 -4(2) . . . . ?
C8A C12 C12A C10 177.6(18) . . . . ?
C8A C12 C12A C11 177.3(14) . . . . ?
C8A C12 C12A C7A -0.8(14) . . . . ?
C8A C12 C12A C11A 175(4) . . . . ?
C8A C12 C12A C13A 178(14) . . . . ?
C8A C13 C9A C7 -97(29) . . . . ?
C8A C13 C9A C12 -149(18) . . . . ?
C8A C13 C9A C10A -163(14) . . . . ?
C8A C13 C10A C11 -15(4) . . . . ?
C8A C13 C10A C12 -5.6(14) . . . . ?
C8A C13 C10A C9A 4(3) . . . . ?
C8A C13 C10A C11A -10(6) . . . . ?
C8A C7A C12A C7 8(4) . . . . ?
C8A C7A C12A C8 176(3) . . . . ?
C8A C7A C12A C9 180(2) . . . . ?
C8A C7A C12A C11 -1(3) . . . . ?
C8A C7A C12A C12 0.9(16) . . . . ?
C8A C7A C12A C11A -3(5) . . . . ?
C8A C7A C12A C13A -179(3) . . . . ?
C8A C9A C10A C11 -6(3) . . . . ?
C8A C9A C10A C12 -5.7(17) . . . . ?
C8A C9A C10A C13 -173(5) . . . . ?
C8A C9A C10A C11A -3(5) . . . . ?
C9A C7 C8 C9 3(2) . . . . ?
C9A C7 C8 C7A -116(26) . . . . ?
C9A C7 C8 C12A 3(2) . . . . ?
C9A C7 C8 C13A 3(3) . . . . ?
C9A C7 C12 C11 -176(2) . . . . ?
C9A C7 C12 C13 4(2) . . . . ?
C9A C7 C12 C7A -168(6) . . . . ?
C9A C7 C12 C8A -1(2) . . . . ?
C9A C7 C12 C11A -175(4) . . . . ?
C9A C7 C12 C12A -176(2) . . . . ?
C9A C7 C8A C12 0.8(19) . . . . ?
C9A C7 C8A C13 -3.2(17) . . . . ?
C9A C7 C8A C7A 139(17) . . . . ?
C9A C7 C12A C8 -178.5(12) . . . . ?
C9A C7 C12A C9 -179(3) . . . . ?
C9A C7 C12A C10 4(6) . . . . ?
C9A C7 C12A C11 2.7(18) . . . . ?
C9A C7 C12A C12 2.2(11) . . . . ?
C9A C7 C12A C7A -169(6) . . . . ?
C9A C7 C12A C11A 1(3) . . . . ?
C9A C7 C12A C13A -178(4) . . . . ?
C9A C12 C13 C8A 10(6) . . . . ?
C9A C12 C13 C10A -162(7) . . . . ?
C9A C12 C7A C8 -178(4) . . . . ?
C9A C12 C7A C9 177(2) . . . . ?
C9A C12 C7A C8A -2.8(15) . . . . ?
C9A C12 C7A C12A 176(2) . . . . ?
C9A C12 C8A C7 -179(2) . . . . ?
C9A C12 C8A C13 -3(2) . . . . ?
C9A C12 C8A C7A 177.3(14) . . . . ?
C9A C12 C10A C11 179.7(19) . . . . ?
C9A C12 C10A C13 5(2) . . . . ?
C9A C12 C10A C11A -178(4) . . . . ?
C9A C12 C11A C10 -176(4) . . . . ?
C9A C12 C11A C10A 4(6) . . . . ?
C9A C12 C11A C12A -173(4) . . . . ?
C9A C12 C12A C7 -16(8) . . . . ?
C9A C12 C12A C8 -17(9) . . . . ?
C9A C12 C12A C10 165(7) . . . . ?
C9A C12 C12A C11 164(8) . . . . ?
C9A C12 C12A C7A -14(8) . . . . ?
C9A C12 C12A C11A 162(9) . . . . ?
C9A C12 C12A C13A 165(14) . . . . ?
C9A C13 C8A C7 27(15) . . . . ?
C9A C13 C8A C12 22(14) . . . . ?
C9A C13 C8A C7A 23(15) . . . . ?
C9A C13 C10A C11 -19(6) . . . . ?
C9A C13 C10A C12 -10(4) . . . . ?
C9A C13 C10A C11A -14(7) . . . . ?
C9A C10A C11A C12 -2(3) . . . . ?
C9A C10A C11A C12A 2(7) . . . . ?
C10A C11 C12 C7 174.6(18) . . . . ?
C10A C11 C12 C13 -6(2) . . . . ?
C10A C11 C12 C7A 173(2) . . . . ?
C10A C11 C12 C8A 167(4) . . . . ?
C10A C11 C12 C9A 0(3) . . . . ?
C10A C11 C12 C11A 164(23) . . . . ?
C10A C11 C12 C12A 174(2) . . . . ?
C10A C11 C12A C7 -6(3) . . . . ?
C10A C11 C12A C8 -8(6) . . . . ?
C10A C11 C12A C9 176(3) . . . . ?
C10A C11 C12A C10 175(2) . . . . ?
C10A C11 C12A C12 -6(2) . . . . ?
C10A C11 C12A C7A -4(3) . . . . ?
C10A C11 C12A C11A 161(31) . . . . ?
C10A C11 C12A C13A 175(3) . . . . ?
C10A C12 C13 C8A 172(2) . . . . ?
C10A C12 C13 C9A 162(7) . . . . ?
C10A C12 C7A C8 24(7) . . . . ?
C10A C12 C7A C9 19(6) . . . . ?
C10A C12 C7A C8A -160(5) . . . . ?
C10A C12 C7A C12A 19(5) . . . . ?
C10A C12 C8A C7 171(3) . . . . ?
C10A C12 C8A C13 -13(3) . . . . ?
C10A C12 C8A C7A 167(3) . . . . ?
C10A C12 C8A C9A -10(3) . . . . ?
C10A C12 C9A C7 175.1(16) . . . . ?
C10A C12 C9A C13 -17(7) . . . . ?
C10A C12 C9A C8A 174.5(17) . . . . ?
C10A C12 C11A C10 -179(9) . . . . ?
C10A C12 C11A C12A -176(4) . . . . ?
C10A C12 C12A C7 -175.3(16) . . . . ?
C10A C12 C12A C8 -176.0(18) . . . . ?
C10A C12 C12A C10 6(3) . . . . ?
C10A C12 C12A C11 5.2(19) . . . . ?
C10A C12 C12A C7A -173(2) . . . . ?
C10A C12 C12A C11A 3(4) . . . . ?
C10A C12 C12A C13A 6(15) . . . . ?
C10A C13 C8A C7 10(3) . . . . ?
C10A C13 C8A C12 5.5(14) . . . . ?
C10A C13 C8A C7A 6(2) . . . . ?
C10A C13 C8A C9A -17(13) . . . . ?
C10A C13 C9A C7 65(24) . . . . ?
C10A C13 C9A C12 13(5) . . . . ?
C10A C13 C9A C8A 163(14) . . . . ?
C10A C11A C12A C7 -2(6) . . . . ?
C10A C11A C12A C8 -1(15) . . . . ?
C10A C11A C12A C9 178(4) . . . . ?
C10A C11A C12A C10 180(8) . . . . ?
C10A C11A C12A C11 -15(25) . . . . ?
C10A C11A C12A C12 -3(3) . . . . ?
C10A C11A C12A C7A 1(7) . . . . ?
C10A C11A C12A C13A 178(4) . . . . ?
C11A C10 C11 C12 54(68) . . . . ?
C11A C10 C11 C12A 53(68) . . . . ?
C11A C10 C12A C7 -4(7) . . . . ?
C11A C10 C12A C8 -180(6) . . . . ?
C11A C10 C12A C9 179(4) . . . . ?
C11A C10 C12A C11 -2(4) . . . . ?
C11A C10 C12A C12 -2(4) . . . . ?
C11A C10 C12A C13A 178(5) . . . . ?
C11A C10 C13A C8 -4(8) . . . . ?
C11A C10 C13A C9 -5(11) . . . . ?
C11A C10 C13A C12A -3(7) . . . . ?
C11A C12 C13 C8A 175(4) . . . . ?
C11A C12 C13 C9A 165(8) . . . . ?
C11A C12 C13 C10A 3(4) . . . . ?
C11A C12 C7A C8 8(5) . . . . ?
C11A C12 C7A C9 3(3) . . . . ?
C11A C12 C7A C8A -176(3) . . . . ?
C11A C12 C7A C12A 3(3) . . . . ?
C11A C12 C8A C7 12(6) . . . . ?
C11A C12 C8A C13 -173(6) . . . . ?
C11A C12 C8A C7A 8(6) . . . . ?
C11A C12 C8A C9A -169(6) . . . . ?
C11A C12 C9A C7 172(6) . . . . ?
C11A C12 C9A C13 -20(11) . . . . ?
C11A C12 C9A C8A 171(5) . . . . ?
C11A C12 C9A C10A -3(6) . . . . ?
C11A C12 C10A C11 -3(4) . . . . ?
C11A C12 C10A C13 -177(3) . . . . ?
C11A C12 C10A C9A 178(4) . . . . ?
C11A C12 C12A C7 -179(4) . . . . ?
C11A C12 C12A C8 -179(4) . . . . ?
C11A C12 C12A C10 2(4) . . . . ?
C11A C12 C12A C11 2(4) . . . . ?
C11A C12 C12A C7A -176(4) . . . . ?
C11A C12 C12A C13A 3(14) . . . . ?
C11A C12A C13A C8 -180(4) . . . . ?
C11A C12A C13A C9 179(8) . . . . ?
C11A C12A C13A C10 2(4) . . . . ?
C12A C7 C8 C9 0.2(14) . . . . ?
C12A C7 C8 C7A -119(26) . . . . ?
C12A C7 C8 C13A 0(2) . . . . ?
C12A C7 C12 C11 -0.6(13) . . . . ?
C12A C7 C12 C13 179.7(13) . . . . ?
C12A C7 C12 C7A 8(6) . . . . ?
C12A C7 C12 C8A 175(2) . . . . ?
C12A C7 C12 C9A 176(2) . . . . ?
C12A C7 C12 C11A 1(3) . . . . ?
C12A C7 C8A C12 -7(3) . . . . ?
C12A C7 C8A C13 -11(5) . . . . ?
C12A C7 C8A C7A 131(20) . . . . ?
C12A C7 C8A C9A -8(4) . . . . ?
C12A C8 C9 C10 1.0(17) . . . . ?
C12A C8 C9 C7A -4(3) . . . . ?
C12A C8 C9 C13A -176(25) . . . . ?
C12A C8 C7A C9 3(2) . . . . ?
C12A C8 C7A C12 -6(3) . . . . ?
C12A C8 C13A C9 4(24) . . . . ?
C12A C8 C13A C10 1.1(19) . . . . ?
C12A C9 C10 C11 1(2) . . . . ?
C12A C9 C10 C11A -1(4) . . . . ?
C12A C9 C10 C13A -178(7) . . . . ?
C12A C9 C13A C8 -175(30) . . . . ?
C12A C9 C13A C10 2(8) . . . . ?
C12A C10 C11 C12 0.4(16) . . . . ?
C12A C10 C11A C12 3(6) . . . . ?
C12A C10 C13A C8 -0.9(17) . . . . ?
C12A C10 C13A C9 -1(5) . . . . ?
C12A C11 C12 C7 0.6(13) . . . . ?
C12A C11 C12 C13 -179.7(13) . . . . ?
C12A C11 C12 C7A -1.4(15) . . . . ?
C12A C11 C12 C8A -7(4) . . . . ?
C12A C11 C12 C9A -174(3) . . . . ?
C12A C11 C12 C10A -174(2) . . . . ?
C12A C11 C12 C11A -10(22) . . . . ?
C12A C11 C10A C12 7(2) . . . . ?
C12A C11 C10A C13 15(5) . . . . ?
C12A C11 C10A C9A 7(3) . . . . ?
C12A C11 C10A C11A -38(47) . . . . ?
C12A C12 C7A C8 5(3) . . . . ?
C12A C12 C7A C9 0.6(13) . . . . ?
C12A C12 C7A C8A -179.0(18) . . . . ?
C12A C12 C8A C7 4(2) . . . . ?
C12A C12 C8A C13 -179.6(11) . . . . ?
C12A C12 C8A C7A 0.8(13) . . . . ?
C12A C12 C8A C9A -176(2) . . . . ?
C12A C12 C9A C7 15(7) . . . . ?
C12A C12 C9A C13 -177(4) . . . . ?
C12A C12 C9A C8A 14(8) . . . . ?
C12A C12 C9A C10A -161(8) . . . . ?
C12A C12 C10A C11 -6(2) . . . . ?
C12A C12 C10A C13 179.9(12) . . . . ?
C12A C12 C10A C9A 175(2) . . . . ?
C12A C12 C10A C11A -3(3) . . . . ?
C12A C12 C11A C10 -3(5) . . . . ?
C12A C12 C11A C10A 176(4) . . . . ?
C12A C7A C8A C7 -42(17) . . . . ?
C12A C7A C8A C12 -1.1(19) . . . . ?
C12A C7A C8A C13 -2(3) . . . . ?
C12A C7A C8A C9A 1(2) . . . . ?
C13A C8 C9 C10 177(25) . . . . ?
C13A C8 C9 C7A 172(25) . . . . ?
C13A C8 C9 C12A 176(25) . . . . ?
C13A C8 C7A C9 -1(2) . . . . ?
C13A C8 C7A C12 -9(6) . . . . ?
C13A C8 C7A C12A -4(3) . . . . ?
C13A C8 C12A C7 180(2) . . . . ?
C13A C8 C12A C9 0(2) . . . . ?
C13A C8 C12A C10 -2(4) . . . . ?
C13A C8 C12A C11 -177(6) . . . . ?
C13A C8 C12A C12 -180(3) . . . . ?
C13A C8 C12A C7A 176(3) . . . . ?
C13A C8 C12A C11A 179(12) . . . . ?
C13A C9 C10 C11 179(6) . . . . ?
C13A C9 C10 C11A 177(8) . . . . ?
C13A C9 C10 C12A 178(7) . . . . ?
C13A C9 C12A C7 179(8) . . . . ?
C13A C9 C12A C8 179(9) . . . . ?
C13A C9 C12A C10 -3(9) . . . . ?
C13A C9 C12A C11 -3(10) . . . . ?
C13A C9 C12A C7A 176(9) . . . . ?
C13A C9 C12A C11A -1(10) . . . . ?
C13A C10 C11 C12 1(4) . . . . ?
C13A C10 C11 C12A 0(4) . . . . ?
C13A C10 C11A C12 6(12) . . . . ?
C13A C10 C11A C12A 3(7) . . . . ?
C13A C10 C12A C7 178(6) . . . . ?
C13A C10 C12A C8 3(4) . . . . ?
C13A C10 C12A C9 1(3) . . . . ?
C13A C10 C12A C11 -180(2) . . . . ?
C13A C10 C12A C12 180(3) . . . . ?
C13A C10 C12A C11A -178(5) . . . . ?

_olex2_date_sample_data_collection 2019-01-30
_olex2_exptl_crystal_mounting_method '0.5mm glass capillary'
_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 10.521
_oxdiff_exptl_absorpt_empirical_full_min 0.445
