# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_compound1
_database_code_depnum_ccdc_archive 'CCDC 2149933'
loop_
_audit_author_name
_audit_author_address
'Hans-Georg Stammler'
;University of Bielefeld, Department of Chemistry, Inorganic and Structural Chemistry
Germany
;
_audit_update_record             
;
2022-02-03 deposited with the CCDC.	2022-04-21 downloaded from the CCDC.
;

# was becker14

_audit_creation_date             2019-05-22
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2018.12.18 svn.r3554 for Rigaku Oxford Diffraction, GUI svn.r1)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C6 H2 Cl F4 N'
_chemical_formula_sum            'C6 H2 Cl F4 N'
_chemical_formula_weight         199.54
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C6 H2 Cl F4 N'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   7.4856(2)
_cell_length_b                   14.3043(2)
_cell_length_c                   6.6735(2)
_cell_angle_alpha                90
_cell_angle_beta                 112.474(4)
_cell_angle_gamma                90
_cell_volume                     660.30(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6151
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      36.1720
_cell_measurement_theta_min      3.2560
_shelx_estimated_absorpt_T_max   0.912
_shelx_estimated_absorpt_T_min   0.789
_exptl_absorpt_coefficient_mu    0.590
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83165
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.47a (Rigaku Oxford Diffraction, 2019)
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_primary    colourless
_exptl_crystal_density_diffrn    2.007
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             392
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 -20 1 0.1492
-6 -6 -4 0.1259
6 9 4 0.0850
-8 -3 8 0.0692
-7 13 6 0.0841
7 -10 -7 0.0741
8 -12 0 0.1614
7 15 -1 0.1400
-7 -15 1 0.1400
9 4 -8 0.1380
-2 13 7 0.0650
-5 5 -6 0.1360

_exptl_crystal_size_max          0.421
_exptl_crystal_size_mid          0.238
_exptl_crystal_size_min          0.16
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.7741 -20.0990 0.5968 -0.0239 0.0200 0.9995
-6.2939 -6.4310 -4.2593 -0.6920 0.6549 0.3036
5.9823 9.4407 3.8553 0.6472 -0.6121 -0.4544
-8.2690 -2.9458 8.0672 0.6693 0.7070 0.2283
-6.6245 12.5201 6.3416 0.5738 0.6040 -0.5531
7.2878 -10.1351 -7.0062 -0.6220 -0.6553 0.4285
7.9780 -11.9923 0.0203 0.1937 -0.8134 0.5704
6.9872 14.9707 -0.9813 0.1436 -0.6384 -0.7663
-6.9872 -14.9707 0.9813 -0.1436 0.6384 0.7663
9.0043 3.9923 -7.9774 -0.6340 -0.7778 -0.2814
-2.0168 12.9754 6.9962 0.7845 0.1443 -0.5836
-4.9664 5.0058 -6.0136 -0.8140 0.5736 -0.2781

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0241
_diffrn_reflns_av_unetI/netI     0.0149
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            10105
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         36.426
_diffrn_reflns_theta_min         2.848
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0951
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      2.00 102.00   1.00    5.00    --   34.95   0.00 150.00  100
  2  ω     -3.00  95.00   1.00    5.00    --   34.95  19.00-120.00   98
  3  ω     16.00  43.00   1.00    5.00    --   34.95  57.00 -30.00   27
  4  ω     61.00 103.00   1.00    5.00    --   34.95  57.00 -30.00   42
  5  ω     -8.00  68.00   1.00    5.00    --   34.95 -99.00   0.00   76
  6  ω    -19.00  74.00   1.00    5.00    --   34.95 -99.00-150.00   93
  7  ω     -4.00  24.00   1.00    5.00    --   34.95  96.00-102.29   28
  8  ω      4.00  45.00   1.00    5.00    --   34.95  81.00 160.31   41
  9  ω     16.00  43.00   1.00    5.00    --   34.95  57.00-120.00   27
 10  ω     -8.00  75.00   1.00    5.00    --   34.95 -99.00  60.00   83
 11  ω     15.00  57.00   1.00    5.00    --   34.95  38.00 -60.00   42
 12  ω     63.00 102.00   1.00    5.00    --   34.95  38.00 -60.00   39
 13  ω      6.00  87.00   1.00    5.00    --   34.95  77.00   0.00   81
 14  ω      6.00  67.00   1.00    5.00    --   34.95  77.00  90.00   61
 15  ω     59.00 108.00   1.00    5.00    --   34.95-178.00   0.00   49
 16  ω    -28.00  57.00   1.00    5.00    --   34.95 -38.00  60.00   85
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0291791000
_diffrn_orient_matrix_UB_12      0.0034547000
_diffrn_orient_matrix_UB_13      0.1141401000
_diffrn_orient_matrix_UB_21      -0.0982751000
_diffrn_orient_matrix_UB_22      0.0024270000
_diffrn_orient_matrix_UB_23      -0.0122055000
_diffrn_orient_matrix_UB_31      -0.0027770000
_diffrn_orient_matrix_UB_32      -0.0494024000
_diffrn_orient_matrix_UB_33      0.0074117000
_diffrn_oxdiff_digest_frames     
;
01835c38f2f5924c01d4e4e337c321aff9009765cd3
;
_diffrn_oxdiff_digest_hkl        
;
011cc7df536d0e6a4fb4d9185880ce7991a9ca
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1439
_reflns_number_total             1574
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     34.89
_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 1.171.40.47a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.47a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.47a (Rigaku OD, 2019)'
_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         0.603
_refine_diff_density_min         -0.212
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     65
_refine_ls_number_reflns         1574
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0276
_refine_ls_R_factor_gt           0.0247
_refine_ls_restrained_S_all      1.067
_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)+(0.0420P)²+0.1915P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0727
_refine_ls_wR_factor_ref         0.0747
_refine_special_details          
"Hydrogen atom was refined isotropically. The nitogen atom doesn't lie at the crystallographic two-fold axis and is thus disordered in ratio 1:1."
_olex2_refinement_description    
;
1. Others
 Fixed Sof: N1(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
Cl1 Cl 0.500000 0.92210(2) 0.250000 0.02353(8) Uani 1 2 d S T P . .
F1 F 0.19720(7) 0.79737(3) 0.28292(8) 0.02098(11) Uani 1 1 d . . . . .
F2 F 0.20005(7) 0.61007(3) 0.28887(9) 0.02412(11) Uani 1 1 d . . . . .
N1 N 0.5157(6) 0.50785(8) 0.2828(3) 0.0215(5) Uani 0.5 1 d . . . A 1
H1 H 0.5931(19) 0.4823(10) 0.238(2) 0.036(3) Uiso 1 1 d . . . . .
C1 C 0.500000 0.80242(6) 0.250000 0.01452(15) Uani 1 2 d S T P . .
C2 C 0.34834(9) 0.75235(5) 0.26827(10) 0.01446(11) Uani 1 1 d . . . . .
C3 C 0.34936(9) 0.65560(4) 0.26938(10) 0.01550(12) Uani 1 1 d . . . . .
C4 C 0.500000 0.60409(6) 0.250000 0.01673(15) Uani 1 2 d S T P . .


_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
Cl1 C1 1.7119(9) . ?
F1 C2 1.3374(7) . ?
F2 C3 1.3422(7) . ?
N1 N1 0.410(4) 2_655 ?
N1 H1 0.854(13) 2_655 ?
N1 H1 0.830(14) . ?
N1 C4 1.3920(14) . ?
C1 C2 1.3865(8) 2_655 ?
C1 C2 1.3865(8) . ?
C2 C3 1.3841(10) . ?
C3 C4 1.3937(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
N1 N1 H1 72.6(15) 2_655 2_655 ?
N1 N1 H1 79.2(14) 2_655 . ?
N1 N1 C4 81.52(8) 2_655 . ?
H1 N1 H1 120.4(17) . 2_655 ?
C4 N1 H1 114.0(10) . . ?
C4 N1 H1 112.3(10) . 2_655 ?
C2 C1 Cl1 121.10(4) . . ?
C2 C1 Cl1 121.10(4) 2_655 . ?
C2 C1 C2 117.80(8) 2_655 . ?
F1 C2 C1 120.11(6) . . ?
F1 C2 C3 118.96(6) . . ?
C3 C2 C1 120.93(6) . . ?
F2 C3 C2 118.86(6) . . ?
F2 C3 C4 119.06(6) . . ?
C2 C3 C4 122.08(6) . . ?
N1 C4 N1 16.95(15) 2_655 . ?
N1 C4 C3 121.0(2) 2_655 . ?
N1 C4 C3 122.1(2) . . ?
N1 C4 C3 122.1(2) 2_655 2_655 ?
N1 C4 C3 121.0(2) . 2_655 ?
C3 C4 C3 116.18(8) . 2_655 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cl1 C1 C2 F1 1.04(7) . . . . ?
Cl1 C1 C2 C3 -179.65(4) . . . . ?
F1 C2 C3 F2 -1.13(9) . . . . ?
F1 C2 C3 C4 178.60(5) . . . . ?
F2 C3 C4 N1 -9.92(11) . . . . ?
F2 C3 C4 N1 9.96(11) . . . 2_655 ?
F2 C3 C4 C3 -179.92(7) . . . 2_655 ?
N1 N1 C4 C3 91.5(13) 2_655 . . . ?
N1 N1 C4 C3 -98.9(13) 2_655 . . 2_655 ?
C1 C2 C3 F2 179.55(5) . . . . ?
C1 C2 C3 C4 -0.72(9) . . . . ?
C2 C1 C2 F1 -178.96(7) 2_655 . . . ?
C2 C1 C2 C3 0.35(4) 2_655 . . . ?
C2 C3 C4 N1 -169.77(10) . . . 2_655 ?
C2 C3 C4 N1 170.36(10) . . . . ?
C2 C3 C4 C3 0.36(4) . . . 2_655 ?

_olex2_date_sample_data_collection 2019-04-25
_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 1.784
_oxdiff_exptl_absorpt_empirical_full_min 0.704
####################################################################### 
# 
# 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_compound3
_database_code_depnum_ccdc_archive 'CCDC 2149935'
loop_
_audit_author_name
_audit_author_address
'Hans-Georg Stammler'
;University of Bielefeld, Department of Chemistry, Inorganic and Structural Chemistry
Germany
;
_audit_update_record             
;
2022-02-03 deposited with the CCDC.	2022-04-21 downloaded from the CCDC.
;

# was becker15

_audit_creation_date             2019-05-24
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2018.12.18 svn.r3554 for Rigaku Oxford Diffraction, GUI svn.r1)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C6 Cl F4 I'
_chemical_formula_sum            'C6 Cl F4 I'
_chemical_formula_weight         310.41
_chemical_melting_point          ?
_chemical_oxdiff_formula         C6ClF4I
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   5.85998(13)
_cell_length_b                   6.03279(14)
_cell_length_c                   11.1548(3)
_cell_angle_alpha                90
_cell_angle_beta                 94.708(2)
_cell_angle_gamma                90
_cell_volume                     393.015(16)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5570
_cell_measurement_temperature    95.0(1)
_cell_measurement_theta_max      36.4310
_cell_measurement_theta_min      3.3840
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    4.419
_exptl_absorpt_correction_T_max  0.899
_exptl_absorpt_correction_T_min  0.354
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.47a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
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_primary    colourless
_exptl_crystal_density_diffrn    2.623
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             284
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 0 -1 0.1338
1 0 1 0.0809
0 1 1 0.1170
1 0 -1 0.1434
-1 0 1 0.1376
-1 -1 0 0.1460
0 0 -1 0.1273
0 0 1 0.1282
0 -1 0 0.0909
0 1 0 0.1477
-1 1 -1 0.1166
1 -1 1 0.0997
4 -3 11 0.0820
-1 1 1 0.1464

_exptl_crystal_size_max          0.319
_exptl_crystal_size_mid          0.239
_exptl_crystal_size_min          0.215
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.9992 0.0002 -0.9937 -0.0874 -0.1098 0.0179
0.9992 -0.0002 0.9937 0.0874 0.1098 -0.0179
0.0012 0.9979 0.9979 0.0241 0.0021 -0.1313
0.9970 0.0001 -1.0019 0.1227 0.0070 0.0487
-0.9970 -0.0001 1.0019 -0.1227 -0.0070 -0.0487
-0.9982 -0.9981 0.0040 -0.1468 -0.0092 0.0826
-0.0011 0.0001 -0.9978 0.0176 -0.0514 0.0333
0.0011 -0.0001 0.9978 -0.0176 0.0514 -0.0333
-0.0001 -0.9981 -0.0000 -0.0417 0.0492 0.0980
0.0001 0.9981 0.0000 0.0417 -0.0492 -0.0980
-0.9991 0.9982 -0.9937 -0.0457 -0.1590 -0.0801
0.9991 -0.9982 0.9937 0.0457 0.1590 0.0801
4.4503 -3.4917 10.8327 0.1297 0.9903 0.0490
-0.9969 0.9980 1.0019 -0.0809 -0.0563 -0.1467

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0280
_diffrn_reflns_av_unetI/netI     0.0173
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            12071
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         36.890
_diffrn_reflns_theta_min         3.488
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      95.0(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0951
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.961
_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  27.00   1.00    2.00    --   35.98  93.00 -31.29   28
  2  ω     34.00  74.00   1.00    2.00    --   35.98-178.00 -60.00   40
  3  ω     17.00  42.00   1.00    2.00    --   35.98  57.00  60.00   25
  4  ω     64.00 103.00   1.00    2.00    --   35.98  57.00  60.00   39
  5  ω     37.00 111.00   1.00    2.00    --   35.98-178.00-180.00   74
  6  ω     35.00 110.00   1.00    2.00    --   35.98 178.00   0.00   75
  7  ω     14.00 107.00   1.00    2.00    --   35.98  38.00  30.00   93
  8  ω     14.00 106.00   1.00    2.00    --   35.98  38.00 150.00   92
  9  ω    -20.00  76.00   1.00    2.00    --   35.98 -99.00-180.00   96
 10  ω      7.00 101.00   1.00    2.00    --   35.98  77.00-180.00   94
 11  ω      7.00 105.00   1.00    2.00    --   35.98  77.00 -90.00   98
 12  ω      7.00  52.00   1.00    2.00    --   35.98  77.00  90.00   45
 13  ω    -17.00  74.00   1.00    2.00    --   35.98 -99.00   0.00   91
 14  ω    -21.00  70.00   1.00    2.00    --   35.98 -19.00 -30.00   91
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1051941000
_diffrn_orient_matrix_UB_12      0.0418105000
_diffrn_orient_matrix_UB_13      -0.0177661000
_diffrn_orient_matrix_UB_21      0.0587209000
_diffrn_orient_matrix_UB_22      -0.0493318000
_diffrn_orient_matrix_UB_23      0.0513969000
_diffrn_orient_matrix_UB_31      0.0152776000
_diffrn_orient_matrix_UB_32      -0.0981785000
_diffrn_orient_matrix_UB_33      -0.0333974000
_diffrn_oxdiff_digest_frames     
;
01c229f420891f8ca6876b2172d2e5ca6e009850017
;
_diffrn_oxdiff_digest_hkl        
;
01de38802e02fe57626e9b3f2760f782c68cf2
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1598
_reflns_number_total             1904
_reflns_odcompleteness_completeness 99.49
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     35.48
_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 1.171.40.47a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.47a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.47a (Rigaku OD, 2019)'
_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         0.348
_refine_diff_density_min         -0.340
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       0.0119(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     110
_refine_ls_number_reflns         1904
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0264
_refine_ls_R_factor_gt           0.0198
_refine_ls_restrained_S_all      1.069
_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)+(0.0175P)²+0.0732P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0440
_refine_ls_wR_factor_ref         0.0470
_refine_special_details          
'Complete molecule is disordered at a  center of iversion with ratio 1:1.'
_olex2_refinement_description    
;
1. Others
 Fixed Sof: I1(0.5) Cl1(0.5) F1(0.5) F2(0.5) F3(0.5) F4(0.5) C1(0.5) C2(0.5)
 C3(0.5) C4(0.5) C5(0.5) C6(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
I1 I 0.0980(2) 0.7567(3) 0.63778(9) 0.03024(17) Uani 0.5 1 d . . P A -1
Cl1 Cl 0.9117(7) 0.2606(9) 0.3593(3) 0.0294(5) Uani 0.5 1 d . . P A -1
F1 F 0.3627(11) 0.2965(12) 0.6888(6) 0.0426(9) Uani 0.5 1 d . . P A -1
F2 F 0.6896(10) 0.0925(11) 0.5761(7) 0.0444(11) Uani 0.5 1 d . . P A -1
F3 F 0.6860(10) 0.6848(12) 0.2973(6) 0.0389(8) Uani 0.5 1 d . . P A -1
F4 F 0.3624(9) 0.8887(9) 0.4125(6) 0.0321(6) Uani 0.5 1 d . . P A -1
C1 C 0.3552(8) 0.5989(11) 0.5532(6) 0.0221(7) Uani 0.5 1 d . . P A -1
C2 C 0.4429(10) 0.3932(11) 0.5920(6) 0.0266(10) Uani 0.5 1 d . . P A -1
C3 C 0.6095(10) 0.2898(13) 0.5350(8) 0.0279(10) Uani 0.5 1 d . . P A -1
C4 C 0.6971(8) 0.3841(10) 0.4338(6) 0.0235(7) Uani 0.5 1 d . . P A -1
C5 C 0.6079(9) 0.5871(13) 0.3945(6) 0.0245(8) Uani 0.5 1 d . . P A -1
C6 C 0.4423(9) 0.6906(11) 0.4530(7) 0.0230(9) Uani 0.5 1 d . . P A -1


_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
I1 C1 2.074(3) . ?
Cl1 C4 1.732(5) . ?
F1 C2 1.345(8) . ?
F2 C3 1.346(9) . ?
F3 C5 1.346(9) . ?
F4 C6 1.348(8) . ?
C1 C2 1.399(8) . ?
C1 C6 1.382(8) . ?
C2 C3 1.360(7) . ?
C3 C4 1.398(9) . ?
C4 C5 1.389(9) . ?
C5 C6 1.364(7) . ?

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
C2 C1 I1 121.9(4) . . ?
C6 C1 I1 121.0(4) . . ?
C6 C1 C2 117.1(3) . . ?
F1 C2 C1 119.3(4) . . ?
F1 C2 C3 119.2(6) . . ?
C3 C2 C1 121.4(5) . . ?
F2 C3 C2 119.3(6) . . ?
F2 C3 C4 119.6(5) . . ?
C2 C3 C4 121.1(6) . . ?
C3 C4 Cl1 122.8(5) . . ?
C5 C4 Cl1 119.8(5) . . ?
C5 C4 C3 117.4(3) . . ?
F3 C5 C4 119.8(5) . . ?
F3 C5 C6 119.1(6) . . ?
C6 C5 C4 121.1(5) . . ?
F4 C6 C1 119.0(4) . . ?
F4 C6 C5 119.1(6) . . ?
C5 C6 C1 121.9(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
I1 C1 C2 F1 -1.6(10) . . . . ?
I1 C1 C2 C3 179.1(6) . . . . ?
I1 C1 C6 F4 1.9(10) . . . . ?
I1 C1 C6 C5 -178.5(6) . . . . ?
Cl1 C4 C5 F3 1.2(10) . . . . ?
Cl1 C4 C5 C6 -178.6(6) . . . . ?
F1 C2 C3 F2 0.3(12) . . . . ?
F1 C2 C3 C4 179.8(8) . . . . ?
F2 C3 C4 Cl1 -1.4(11) . . . . ?
F2 C3 C4 C5 179.6(7) . . . . ?
F3 C5 C6 F4 -0.5(11) . . . . ?
F3 C5 C6 C1 180.0(8) . . . . ?
C1 C2 C3 F2 179.6(8) . . . . ?
C1 C2 C3 C4 -1.0(11) . . . . ?
C2 C1 C6 F4 180.0(7) . . . . ?
C2 C1 C6 C5 -0.5(10) . . . . ?
C2 C3 C4 Cl1 179.1(6) . . . . ?
C2 C3 C4 C5 0.2(10) . . . . ?
C3 C4 C5 F3 -179.8(7) . . . . ?
C3 C4 C5 C6 0.4(10) . . . . ?
C4 C5 C6 F4 179.3(7) . . . . ?
C4 C5 C6 C1 -0.3(10) . . . . ?
C6 C1 C2 F1 -179.6(7) . . . . ?
C6 C1 C2 C3 1.1(10) . . . . ?

_olex2_date_sample_data_collection 2019-05-09
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.241
_oxdiff_exptl_absorpt_empirical_full_min 0.816
####################################################################### 
# 
# 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_compound2
_database_code_depnum_ccdc_archive 'CCDC 2149934'
loop_
_audit_author_name
_audit_author_address
'Hans-Georg Stammler'
;University of Bielefeld, Department of Chemistry, Inorganic and Structural Chemistry
Germany
;
_audit_update_record             
;
2022-02-03 deposited with the CCDC.	2022-04-21 downloaded from the CCDC.
;

#was becker17

_audit_creation_date             2019-05-28
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
christian.becker@uni-bielefeld.de
beate.neumann@uni-bielefeld.de
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C6 Br Cl F4'
_chemical_formula_sum            'C6 Br Cl F4'
_chemical_formula_weight         263.42
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C6 F4 Cl Br '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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                   9.0190(5)
_cell_length_b                   7.6651(3)
_cell_length_c                   5.2231(2)
_cell_angle_alpha                90
_cell_angle_beta                 97.920(5)
_cell_angle_gamma                90
_cell_volume                     357.64(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4937
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      31.6110
_cell_measurement_theta_min      3.4030
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    6.125
_exptl_absorpt_correction_T_max  0.944
_exptl_absorpt_correction_T_min  0.695
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.51a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
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_primary    colourless
_exptl_crystal_density_diffrn    2.446
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             248
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 0 0 0.0441
1 0 0 0.0441
0 0 1 0.0720
0 0 -1 0.0720
0 -1 0 0.0290
0 1 0 0.0290

_exptl_crystal_size_max          0.158
_exptl_crystal_size_mid          0.088
_exptl_crystal_size_min          0.058
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.9968 0.0022 -0.0006 0.0082 0.0378 0.0691
0.9968 -0.0022 0.0006 -0.0082 -0.0378 -0.0691
-0.0064 0.0260 0.9955 0.0363 0.1030 -0.0819
0.0064 -0.0260 -0.9955 -0.0363 -0.1030 0.0819
-0.0084 -1.0017 0.0032 0.0880 -0.0284 0.0053
0.0084 1.0017 -0.0032 -0.0880 0.0284 -0.0053

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0497
_diffrn_reflns_av_unetI/netI     0.0199
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_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            11243
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.059
_diffrn_reflns_theta_min         3.502
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3114
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -67.00 131.00   1.00    2.00    --   29.36 -19.00  30.00  198
  2  ω    -16.00 133.00   1.00    2.00    --   29.36  77.00  30.00  149
  3  ω     34.00 131.00   1.00    2.00    --   29.36-178.00 150.00   97
  4  ω    -65.00  79.00   1.00    2.00    --   29.36 -38.00 -90.00  144
  5  ω    -16.00 133.00   1.00    2.00    --   29.36  77.00 -90.00  149
  6  ω    -16.00 133.00   1.00    2.00    --   29.36  77.00 150.00  149
  7  ω   -133.00 -57.00   1.00    2.00    --  -29.52-178.00 120.00   76
  8  ω   -131.00 -55.00   1.00    2.00    --  -29.52 178.00  30.00   76
  9  ω    -73.00 132.00   1.00    2.00    --   29.36   0.00-180.00  205
 10  ω    -73.00 132.00   1.00    2.00    --   29.36   0.00-150.00  205
 11  ω    -73.00 132.00   1.00    2.00    --   29.36   0.00-120.00  205
 12  ω    -73.00 132.00   1.00    2.00    --   29.36   0.00 -90.00  205
 13  ω    -73.00 132.00   1.00    2.00    --   29.36   0.00 -60.00  205
 14  ω    -73.00 132.00   1.00    2.00    --   29.36   0.00 -30.00  205
 15  ω   -125.00  15.00   1.00    2.00    --  -29.52 -57.00 -90.00  140
 16  ω    -73.00  62.00   1.00    2.00    --   29.36   0.00  30.00  135
 17  ω    -73.00 132.00   1.00    2.00    --   29.36   0.00   0.00  205
;
_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      -0.0084691000
_diffrn_orient_matrix_UB_12      -0.0876671000
_diffrn_orient_matrix_UB_13      0.0386867000
_diffrn_orient_matrix_UB_21      -0.0379222000
_diffrn_orient_matrix_UB_22      0.0290046000
_diffrn_orient_matrix_UB_23      0.1024415000
_diffrn_orient_matrix_UB_31      -0.0692801000
_diffrn_orient_matrix_UB_32      -0.0049460000
_diffrn_orient_matrix_UB_33      -0.0826036000
_diffrn_oxdiff_digest_frames     
;
01322ef1816210002b5016ad4a6c864cad028608759
;
_diffrn_oxdiff_digest_hkl        
;
01374de801988a1bf64861f18c6a49110678d1
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                581
_reflns_number_total             649
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.01
_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 1.171.40.51a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.51a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.51a (Rigaku OD, 2019)'
_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         0.974
_refine_diff_density_min         -1.005
_refine_diff_density_rms         0.124
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.109
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     33
_refine_ls_number_reflns         649
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0383
_refine_ls_R_factor_gt           0.0320
_refine_ls_restrained_S_all      1.109
_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)+(0.0431P)²+0.5621P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0750
_refine_ls_wR_factor_ref         0.0789
_refine_special_details          
'Chlorine/bromine share nearly the same site 50:50.'
_olex2_refinement_description    
;
1. Uiso/Uaniso restraints and constraints
Uanis(Br1) = Uanis(Cl1)
2. Others
 Fixed Sof: Br1(0.25) Cl1(0.25)
;
_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
Br1 Br 0.2560(12) 0.500000 0.8956(19) 0.0236(3) Uani 0.5 2 d S T P A 1
F1 F 0.39940(15) 0.80804(17) 0.6664(3) 0.0262(3) Uani 1 1 d . . . . .
C2 C 0.4473(2) 0.6555(3) 0.5851(4) 0.0199(4) Uani 1 1 d . . . . .
C1 C 0.3938(3) 0.500000 0.6716(5) 0.0198(5) Uani 1 2 d S T P . .
Cl1 Cl 0.260(3) 0.500000 0.888(5) 0.0236(3) Uani 0.5 2 d S T P A 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
Br1 C1 1.820(11) . ?
F1 C2 1.336(2) . ?
C2 C2 1.388(4) 2_656 ?
C2 C1 1.385(2) . ?
C1 Cl1 1.76(2) . ?

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 C2 C2 118.92(10) . 2_656 ?
F1 C2 C1 120.47(16) . . ?
C1 C2 C2 120.61(12) . 2_656 ?
C2 C1 Br1 120.61(12) 6_565 . ?
C2 C1 Br1 120.61(12) . . ?
C2 C1 C2 118.8(2) 6_565 . ?
C2 C1 Cl1 120.61(12) . . ?
C2 C1 Cl1 120.61(12) 6_565 . ?

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 C2 C1 Br1 0.5(5) . . . . ?
F1 C2 C1 C2 -179.33(16) . . . 6_565 ?
F1 C2 C1 Cl1 0.6(10) . . . . ?
C2 C2 C1 Br1 179.8(4) 2_656 . . . ?
C2 C2 C1 C2 0.0(5) 2_656 . . 6_565 ?
C2 C2 C1 Cl1 179.9(10) 2_656 . . . ?

_olex2_date_sample_data_collection 2019-05-27
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.453
_oxdiff_exptl_absorpt_empirical_full_min 0.793
####################################################################### 
# 
# 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_compound5
_database_code_depnum_ccdc_archive 'CCDC 2149937'
loop_
_audit_author_name
_audit_author_address
'Hans-Georg Stammler'
;University of Bielefeld, Department of Chemistry, Inorganic and Structural Chemistry
Germany
;
_audit_update_record             
;
2022-02-03 deposited with the CCDC.	2022-04-21 downloaded from the CCDC.
;



# was becker18_twin1_hklf4

_audit_creation_date             2021-08-03
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
christian.becker@uni-bielefeld.de
?
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'B C12 Cl3 F8'
_chemical_formula_sum            'C12 B Cl3 F8'
_chemical_formula_weight         413.28
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C12 B Cl3 F8'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   26.726(3)
_cell_length_b                   6.2568(6)
_cell_length_c                   16.8800(17)
_cell_angle_alpha                90
_cell_angle_beta                 106.138(11)
_cell_angle_gamma                90
_cell_volume                     2711.4(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    8137
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      75.5780
_cell_measurement_theta_min      3.4530
_shelx_estimated_absorpt_T_max   0.509
_shelx_estimated_absorpt_T_min   0.272
_exptl_absorpt_coefficient_mu    7.029
_exptl_absorpt_correction_T_max  0.862
_exptl_absorpt_correction_T_min  0.343
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.58a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
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_primary    colourless
_exptl_crystal_density_diffrn    2.025
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1600
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-2 2 1 0.0601
5 2 1 0.0805
2 -1 2 0.0529
-1 -1 -5 0.0568
-5 1 3 0.0722
5 -1 -3 0.0722
5 2 -3 0.0791
4 -1 -5 0.0518
-1 -2 -2 0.0557
1 2 2 0.0557
-5 -1 -3 0.0728
-5 -2 -1 0.0805

_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.198
_exptl_crystal_size_min          0.111
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-1.9889 2.0007 1.0060 0.2162 0.0406 0.4604
5.0182 1.9978 0.9950 0.0527 -0.3466 0.4856
2.0068 -1.0015 1.9925 -0.3330 -0.0546 -0.1020
-1.0280 -0.9982 -4.9946 0.3014 0.0524 -0.4617
-4.9872 1.0013 3.0063 0.0000 0.2627 0.3404
4.9872 -1.0013 -3.0063 -0.0000 -0.2627 -0.3404
5.0000 1.9990 -3.0003 0.3752 -0.3804 0.2862
3.9771 -1.0002 -5.0024 0.1846 -0.2242 -0.4437
-1.0186 -1.9992 -2.0001 -0.0655 0.1169 -0.5211
1.0186 1.9992 2.0001 0.0655 -0.1169 0.5211
-5.0230 -0.9971 -2.9907 0.2336 0.2906 -0.3764
-5.0182 -1.9978 -0.9950 -0.0527 0.3466 -0.4856

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0443
_diffrn_reflns_av_unetI/netI     0.0592
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            17368
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.679
_diffrn_reflns_theta_min         3.443
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3114
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -67.00  40.00   1.00    6.24    --  -38.00  38.00-120.00  107
  2  ω     10.00  38.00   1.00    6.24    --  -38.00  38.00 150.00   28
  3  ω    -71.00 -44.00   1.00    6.24    --  -38.00 178.00 150.00   27
  4  ω   -104.00 -48.00   1.00    6.24    --  -38.00 178.00-180.00   56
  5  ω    -58.00 -18.00   1.00    6.24    --  -38.00  57.00 120.00   40
  6  ω    -10.00  37.00   1.00    6.24    --  -38.00  57.00 120.00   47
  7  ω    -73.00 -38.00   1.00    6.24    --  -38.00 178.00 -90.00   35
  8  ω   -126.00 -94.00   1.00    6.24    --  -38.00 178.00 150.00   32
  9  ω   -104.00 -73.00   1.00    6.24    --  -38.00-143.00-140.00   31
 10  ω    -39.00  31.00   1.00    6.24    --  -38.00  38.00 120.00   70
 11  ω     88.00 126.00   1.00    6.24    --   38.00-178.00 -90.00   38
 12  ω     65.00 131.00   1.00    6.24    --   38.00 178.00 150.00   66
 13  ω     78.00 145.00   1.00   29.00    --  115.00 -45.00-150.00   67
 14  ω     78.00 109.00   1.00   29.00    --  115.00-111.00   0.00   31
 15  ω     40.00  67.00   1.00   29.00    --  115.00 -45.00-150.00   27
 16  ω     84.00 109.00   1.00   29.00    --  115.00-111.00 150.00   25
 17  ω     85.00 133.00   1.00   29.00    --  115.00 -45.00  60.00   48
 18  ω    116.00 175.00   1.00   29.00    --  115.00  30.00-120.00   59
 19  ω     47.00 149.00   1.00   29.00    --  115.00 -77.00 120.00  102
 20  ω     35.00  88.00   1.00   29.00    --  115.00-111.00 -60.00   53
 21  ω    103.00 167.00   1.00   29.00    --  115.00  77.00-180.00   64
 22  ω    110.00 146.00   1.00   29.00    --  115.00 111.00-120.00   36
 23  ω    110.00 175.00   1.00   29.00    --  115.00  77.00 150.00   65
 24  ω     36.00  63.00   1.00   29.00    --  115.00-111.00 150.00   27
 25  ω     55.00 105.00   1.00   29.00    --  115.00-111.00  60.00   50
 26  ω     34.00  61.00   1.00   29.00    --  115.00-111.00   0.00   27
 27  ω     84.00 109.00   1.00   29.00    --  115.00-111.00-120.00   25
 28  ω     41.00 103.00   1.00   29.00    --  115.00-111.00 120.00   62
 29  ω    100.00 142.00   1.00   29.00    --  115.00 -45.00  90.00   42
 30  ω     70.00 109.00   1.00   29.00    --  115.00-111.00 -30.00   39
 31  ω     91.00 119.00   1.00   29.00    --  115.00 178.00  90.00   28
 32  ω     85.00 178.00   1.00   29.00    --  115.00  45.00 -60.00   93
 33  ω     83.00 125.00   1.00   29.00    --  115.00 178.00 150.00   42
;
_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      -0.0234097000
_diffrn_orient_matrix_UB_12      0.1253253000
_diffrn_orient_matrix_UB_13      -0.0805712000
_diffrn_orient_matrix_UB_21      -0.0552701000
_diffrn_orient_matrix_UB_22      -0.0390055000
_diffrn_orient_matrix_UB_23      0.0086747000
_diffrn_orient_matrix_UB_31      0.0037626000
_diffrn_orient_matrix_UB_32      0.2087447000
_diffrn_orient_matrix_UB_33      0.0499526000
_diffrn_oxdiff_digest_frames     
;
01dd1e9e62611c0f7c02e7ba1f056b915801655404e
;
_diffrn_oxdiff_digest_hkl        
;
01a1668bd2b7314f76e6fc64b6a37ccfe58a01
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\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                5885
_reflns_number_total             6816
_reflns_special_details          
;
 _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. Completeness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.58a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.58a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.58a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.695
_refine_diff_density_min         -0.806
_refine_diff_density_rms         0.166
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     434
_refine_ls_number_reflns         6816
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0998
_refine_ls_R_factor_gt           0.0890
_refine_ls_restrained_S_all      1.047
_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)+(0.1421P)²+25.8942P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2465
_refine_ls_wR_factor_ref         0.2582
_refine_special_details          
;Twinned crystal, two domains (80:20). Component 2 rotated by -179.9612° 
 around [-0.41 -0.00 0.91] (reciprocal) or [-0.00 0.00 1.00] (direct).,Twin
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.797(2)
 0.203(2)
;
_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
Cl1 Cl 0.11786(8) 0.1791(3) 0.37461(13) 0.0312(4) Uani 1 1 d . . . . .
Cl2 Cl -0.06885(8) 0.2053(3) -0.01808(12) 0.0302(4) Uani 1 1 d . . . . .
Cl3 Cl 0.29997(8) 0.9374(3) 0.30457(13) 0.0336(5) Uani 1 1 d . . . . .
F1 F 0.00817(19) 0.2564(8) 0.2880(3) 0.0292(10) Uani 1 1 d . . . . .
F2 F -0.07072(17) 0.1909(7) 0.1558(3) 0.0274(10) Uani 1 1 d . . . . .
F3 F 0.0401(2) 0.2893(7) -0.0156(3) 0.0290(10) Uani 1 1 d . . . . .
F4 F 0.12065(18) 0.3481(7) 0.1168(3) 0.0266(10) Uani 1 1 d . . . . .
F5 F 0.11068(17) 0.7435(7) 0.2074(3) 0.0265(10) Uani 1 1 d . . . . .
F6 F 0.18864(18) 1.0105(7) 0.2172(3) 0.0283(10) Uani 1 1 d . . . . .
F7 F 0.30496(17) 0.5125(8) 0.3834(3) 0.0304(10) Uani 1 1 d . . . . .
F8 F 0.22702(19) 0.2498(7) 0.3768(3) 0.0311(11) Uani 1 1 d . . . . .
C1 C 0.0689(3) 0.3032(11) 0.2105(5) 0.0256(16) Uani 1 1 d . . . . .
C2 C 0.0186(3) 0.2626(11) 0.2144(5) 0.0217(15) Uani 1 1 d . . . . .
C3 C -0.0230(3) 0.2294(11) 0.1453(5) 0.0216(15) Uani 1 1 d . . . . .
C4 C -0.0169(3) 0.2398(11) 0.0662(5) 0.0225(15) Uani 1 1 d . . . . .
C5 C 0.0323(3) 0.2800(11) 0.0598(5) 0.0245(16) Uani 1 1 d . . . . .
C6 C 0.0733(3) 0.3135(11) 0.1294(5) 0.0228(15) Uani 1 1 d . . . . .
C7 C 0.1645(3) 0.4822(11) 0.2912(5) 0.0233(16) Uani 1 1 d . . . . .
C8 C 0.1578(3) 0.6817(12) 0.2505(5) 0.0212(14) Uani 1 1 d . . . . .
C9 C 0.1989(3) 0.8202(12) 0.2558(5) 0.0256(16) Uani 1 1 d . . . . .
C10 C 0.2487(3) 0.7662(13) 0.2990(5) 0.0258(16) Uani 1 1 d . . . . .
C11 C 0.2572(3) 0.5695(13) 0.3390(5) 0.0257(16) Uani 1 1 d . . . . .
C12 C 0.2154(3) 0.4367(12) 0.3356(5) 0.0217(15) Uani 1 1 d . . . . .
B1 B 0.1172(4) 0.3287(14) 0.2876(5) 0.0245(18) Uani 1 1 d . . . . .
Cl4 Cl 0.37154(9) 0.0925(4) 0.75181(15) 0.0396(5) Uani 1 1 d . . . . .
Cl5 Cl 0.57714(8) 0.2111(3) 0.55640(13) 0.0300(4) Uani 1 1 d . . . . .
Cl6 Cl 0.20061(8) 0.8357(3) 0.48659(14) 0.0356(5) Uani 1 1 d . . . . .
F9 F 0.4838(2) 0.1525(8) 0.7749(3) 0.0322(11) Uani 1 1 d . . . . .
F10 F 0.56842(19) 0.1250(8) 0.7237(3) 0.0317(11) Uani 1 1 d . . . . .
F11 F 0.47030(19) 0.2873(7) 0.4518(3) 0.0266(10) Uani 1 1 d . . . . .
F12 F 0.38352(18) 0.2923(7) 0.4988(3) 0.0262(10) Uani 1 1 d . . . . .
F13 F 0.38986(17) 0.6639(7) 0.6039(3) 0.0252(10) Uani 1 1 d . . . . .
F14 F 0.3138(2) 0.9202(7) 0.5265(3) 0.0310(11) Uani 1 1 d . . . . .
F15 F 0.18991(19) 0.4074(9) 0.5524(3) 0.0365(12) Uani 1 1 d . . . . .
F16 F 0.2659(2) 0.1520(7) 0.6356(3) 0.0312(11) Uani 1 1 d . . . . .
C13 C 0.4297(3) 0.2232(11) 0.6394(5) 0.0217(15) Uani 1 1 d . . . . .
C14 C 0.4778(3) 0.1797(11) 0.6935(5) 0.0252(16) Uani 1 1 d . . . . .
C15 C 0.5232(3) 0.1695(11) 0.6684(5) 0.0227(15) Uani 1 1 d . . . . .
C16 C 0.5216(3) 0.2109(11) 0.5873(5) 0.0214(15) Uani 1 1 d . . . . .
C17 C 0.4735(3) 0.2512(11) 0.5310(5) 0.0198(14) Uani 1 1 d . . . . .
C18 C 0.4289(3) 0.2580(11) 0.5571(5) 0.0194(14) Uani 1 1 d . . . . .
C19 C 0.3322(3) 0.3929(11) 0.6234(5) 0.0232(15) Uani 1 1 d . . . . .
C20 C 0.3406(3) 0.5949(11) 0.5940(5) 0.0217(15) Uani 1 1 d . . . . .
C21 C 0.3016(3) 0.7304(12) 0.5533(5) 0.0258(16) Uani 1 1 d . . . . .
C22 C 0.2495(3) 0.6724(13) 0.5388(5) 0.0282(17) Uani 1 1 d . . . . .
C23 C 0.2391(3) 0.4697(13) 0.5656(5) 0.0269(17) Uani 1 1 d . . . . .
C24 C 0.2797(3) 0.3391(12) 0.6084(5) 0.0235(15) Uani 1 1 d . . . . .
B2 B 0.3783(4) 0.2410(14) 0.6675(6) 0.0271(19) Uani 1 1 d . . . . .


_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
Cl1 B1 1.737(10) . ?
Cl2 C4 1.704(8) . ?
Cl3 C10 1.720(8) . ?
F1 C2 1.347(9) . ?
F2 C3 1.358(9) . ?
F3 C5 1.348(10) . ?
F4 C6 1.358(9) . ?
F5 C8 1.326(9) . ?
F6 C9 1.348(8) . ?
F7 C11 1.336(8) . ?
F8 C12 1.352(8) . ?
C1 C2 1.387(12) . ?
C1 C6 1.408(12) . ?
C1 B1 1.566(11) . ?
C2 C3 1.385(10) . ?
C3 C4 1.390(11) . ?
C4 C5 1.372(12) . ?
C5 C6 1.381(11) . ?
C7 C8 1.412(10) . ?
C7 C12 1.388(10) . ?
C7 B1 1.576(12) . ?
C8 C9 1.381(11) . ?
C9 C10 1.372(11) . ?
C10 C11 1.392(11) . ?
C11 C12 1.380(11) . ?
Cl4 B2 1.750(10) . ?
Cl5 C16 1.704(8) . ?
Cl6 C22 1.699(8) . ?
F9 C14 1.348(10) . ?
F10 C15 1.335(8) . ?
F11 C17 1.335(9) . ?
F12 C18 1.350(8) . ?
F13 C20 1.350(9) . ?
F14 C21 1.342(9) . ?
F15 C23 1.330(9) . ?
F16 C24 1.346(9) . ?
C13 C14 1.382(11) . ?
C13 C18 1.400(10) . ?
C13 B2 1.578(13) . ?
C14 C15 1.393(12) . ?
C15 C16 1.382(11) . ?
C16 C17 1.394(10) . ?
C17 C18 1.382(11) . ?
C19 C20 1.399(10) . ?
C19 C24 1.397(11) . ?
C19 B2 1.570(12) . ?
C20 C21 1.371(10) . ?
C21 C22 1.394(12) . ?
C22 C23 1.400(12) . ?
C23 C24 1.389(11) . ?

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
C2 C1 C6 113.5(7) . . ?
C2 C1 B1 124.4(8) . . ?
C6 C1 B1 122.1(8) . . ?
F1 C2 C1 120.0(7) . . ?
F1 C2 C3 116.7(7) . . ?
C3 C2 C1 123.2(8) . . ?
F2 C3 C2 118.6(8) . . ?
F2 C3 C4 119.9(7) . . ?
C2 C3 C4 121.4(7) . . ?
C3 C4 Cl2 120.7(6) . . ?
C5 C4 Cl2 122.3(6) . . ?
C5 C4 C3 117.0(7) . . ?
F3 C5 C4 119.0(7) . . ?
F3 C5 C6 120.2(8) . . ?
C4 C5 C6 120.8(8) . . ?
F4 C6 C1 119.5(7) . . ?
F4 C6 C5 116.4(8) . . ?
C5 C6 C1 124.0(8) . . ?
C8 C7 B1 121.9(7) . . ?
C12 C7 C8 114.6(7) . . ?
C12 C7 B1 123.5(7) . . ?
F5 C8 C7 119.8(7) . . ?
F5 C8 C9 118.0(7) . . ?
C9 C8 C7 122.2(7) . . ?
F6 C9 C8 118.2(7) . . ?
F6 C9 C10 120.7(7) . . ?
C10 C9 C8 121.1(7) . . ?
C9 C10 Cl3 121.1(6) . . ?
C9 C10 C11 118.6(7) . . ?
C11 C10 Cl3 120.3(6) . . ?
F7 C11 C10 120.6(7) . . ?
F7 C11 C12 119.9(7) . . ?
C12 C11 C10 119.4(7) . . ?
F8 C12 C7 120.3(7) . . ?
F8 C12 C11 115.6(7) . . ?
C11 C12 C7 124.0(7) . . ?
C1 B1 Cl1 117.4(7) . . ?
C1 B1 C7 124.1(7) . . ?
C7 B1 Cl1 118.5(6) . . ?
C14 C13 C18 116.2(8) . . ?
C14 C13 B2 122.9(7) . . ?
C18 C13 B2 120.9(7) . . ?
F9 C14 C13 121.6(8) . . ?
F9 C14 C15 115.9(7) . . ?
C13 C14 C15 122.5(8) . . ?
F10 C15 C14 119.5(7) . . ?
F10 C15 C16 120.3(7) . . ?
C16 C15 C14 120.2(7) . . ?
C15 C16 Cl5 120.9(6) . . ?
C15 C16 C17 118.5(8) . . ?
C17 C16 Cl5 120.5(6) . . ?
F11 C17 C16 120.3(7) . . ?
F11 C17 C18 119.6(6) . . ?
C18 C17 C16 120.1(7) . . ?
F12 C18 C13 120.7(7) . . ?
F12 C18 C17 116.9(7) . . ?
C17 C18 C13 122.4(7) . . ?
C20 C19 B2 122.2(8) . . ?
C24 C19 C20 113.9(7) . . ?
C24 C19 B2 123.8(7) . . ?
F13 C20 C19 119.4(7) . . ?
F13 C20 C21 116.3(7) . . ?
C21 C20 C19 124.2(8) . . ?
F14 C21 C20 119.6(7) . . ?
F14 C21 C22 119.7(7) . . ?
C20 C21 C22 120.7(7) . . ?
C21 C22 Cl6 121.4(6) . . ?
C21 C22 C23 117.2(7) . . ?
C23 C22 Cl6 121.3(7) . . ?
F15 C23 C22 119.2(7) . . ?
F15 C23 C24 120.5(8) . . ?
C24 C23 C22 120.3(7) . . ?
F16 C24 C19 120.3(7) . . ?
F16 C24 C23 116.1(7) . . ?
C23 C24 C19 123.5(7) . . ?
C13 B2 Cl4 120.1(6) . . ?
C19 B2 Cl4 117.6(7) . . ?
C19 B2 C13 122.3(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
Cl2 C4 C5 F3 -1.1(10) . . . . ?
Cl2 C4 C5 C6 178.1(6) . . . . ?
Cl3 C10 C11 F7 1.1(12) . . . . ?
Cl3 C10 C11 C12 178.3(7) . . . . ?
F1 C2 C3 F2 -0.7(10) . . . . ?
F1 C2 C3 C4 177.7(6) . . . . ?
F2 C3 C4 Cl2 0.1(9) . . . . ?
F2 C3 C4 C5 179.7(6) . . . . ?
F3 C5 C6 F4 -2.0(10) . . . . ?
F3 C5 C6 C1 -178.9(6) . . . . ?
F5 C8 C9 F6 0.2(11) . . . . ?
F5 C8 C9 C10 -179.6(7) . . . . ?
F6 C9 C10 Cl3 -0.6(12) . . . . ?
F6 C9 C10 C11 178.9(8) . . . . ?
F7 C11 C12 F8 -2.1(12) . . . . ?
F7 C11 C12 C7 -179.9(8) . . . . ?
C1 C2 C3 F2 -180.0(6) . . . . ?
C1 C2 C3 C4 -1.6(11) . . . . ?
C2 C1 C6 F4 -178.7(6) . . . . ?
C2 C1 C6 C5 -2.0(10) . . . . ?
C2 C1 B1 Cl1 32.7(10) . . . . ?
C2 C1 B1 C7 -146.7(8) . . . . ?
C2 C3 C4 Cl2 -178.3(6) . . . . ?
C2 C3 C4 C5 1.4(10) . . . . ?
C3 C4 C5 F3 179.3(6) . . . . ?
C3 C4 C5 C6 -1.6(10) . . . . ?
C4 C5 C6 F4 178.8(6) . . . . ?
C4 C5 C6 C1 2.0(11) . . . . ?
C6 C1 C2 F1 -177.5(6) . . . . ?
C6 C1 C2 C3 1.7(10) . . . . ?
C6 C1 B1 Cl1 -145.3(6) . . . . ?
C6 C1 B1 C7 35.3(11) . . . . ?
C7 C8 C9 F6 -177.8(7) . . . . ?
C7 C8 C9 C10 2.4(13) . . . . ?
C8 C7 C12 F8 -179.5(7) . . . . ?
C8 C7 C12 C11 -1.7(12) . . . . ?
C8 C7 B1 Cl1 -144.3(7) . . . . ?
C8 C7 B1 C1 35.1(12) . . . . ?
C8 C9 C10 Cl3 179.2(6) . . . . ?
C8 C9 C10 C11 -1.3(13) . . . . ?
C9 C10 C11 F7 -178.4(8) . . . . ?
C9 C10 C11 C12 -1.1(13) . . . . ?
C10 C11 C12 F8 -179.4(7) . . . . ?
C10 C11 C12 C7 2.8(13) . . . . ?
C12 C7 C8 F5 -178.8(7) . . . . ?
C12 C7 C8 C9 -0.8(12) . . . . ?
C12 C7 B1 Cl1 34.0(11) . . . . ?
C12 C7 B1 C1 -146.6(8) . . . . ?
B1 C1 C2 F1 4.4(11) . . . . ?
B1 C1 C2 C3 -176.4(7) . . . . ?
B1 C1 C6 F4 -0.5(10) . . . . ?
B1 C1 C6 C5 176.2(7) . . . . ?
B1 C7 C8 F5 -0.4(12) . . . . ?
B1 C7 C8 C9 177.6(8) . . . . ?
B1 C7 C12 F8 2.1(12) . . . . ?
B1 C7 C12 C11 179.8(8) . . . . ?
Cl5 C16 C17 F11 1.0(9) . . . . ?
Cl5 C16 C17 C18 -177.8(5) . . . . ?
Cl6 C22 C23 F15 -2.4(11) . . . . ?
Cl6 C22 C23 C24 -179.8(7) . . . . ?
F9 C14 C15 F10 3.0(10) . . . . ?
F9 C14 C15 C16 -175.2(6) . . . . ?
F10 C15 C16 Cl5 -1.2(10) . . . . ?
F10 C15 C16 C17 178.3(6) . . . . ?
F11 C17 C18 F12 2.9(9) . . . . ?
F11 C17 C18 C13 -179.5(6) . . . . ?
F13 C20 C21 F14 -0.5(11) . . . . ?
F13 C20 C21 C22 179.0(7) . . . . ?
F14 C21 C22 Cl6 0.8(11) . . . . ?
F14 C21 C22 C23 177.9(7) . . . . ?
F15 C23 C24 F16 -0.8(11) . . . . ?
F15 C23 C24 C19 179.0(7) . . . . ?
C13 C14 C15 F10 -179.4(7) . . . . ?
C13 C14 C15 C16 2.4(11) . . . . ?
C14 C13 C18 F12 177.0(6) . . . . ?
C14 C13 C18 C17 -0.5(10) . . . . ?
C14 C13 B2 Cl4 -30.1(10) . . . . ?
C14 C13 B2 C19 148.6(7) . . . . ?
C14 C15 C16 Cl5 177.0(5) . . . . ?
C14 C15 C16 C17 -3.5(11) . . . . ?
C15 C16 C17 F11 -178.5(6) . . . . ?
C15 C16 C17 C18 2.7(10) . . . . ?
C16 C17 C18 F12 -178.3(6) . . . . ?
C16 C17 C18 C13 -0.7(11) . . . . ?
C18 C13 C14 F9 177.1(6) . . . . ?
C18 C13 C14 C15 -0.3(11) . . . . ?
C18 C13 B2 Cl4 151.9(6) . . . . ?
C18 C13 B2 C19 -29.4(11) . . . . ?
C19 C20 C21 F14 -179.1(7) . . . . ?
C19 C20 C21 C22 0.4(13) . . . . ?
C20 C19 C24 F16 -178.0(7) . . . . ?
C20 C19 C24 C23 2.3(11) . . . . ?
C20 C19 B2 Cl4 141.2(7) . . . . ?
C20 C19 B2 C13 -37.6(11) . . . . ?
C20 C21 C22 Cl6 -178.7(6) . . . . ?
C20 C21 C22 C23 -1.6(12) . . . . ?
C21 C22 C23 F15 -179.4(7) . . . . ?
C21 C22 C23 C24 3.2(12) . . . . ?
C22 C23 C24 F16 176.6(7) . . . . ?
C22 C23 C24 C19 -3.7(13) . . . . ?
C24 C19 C20 F13 -179.2(7) . . . . ?
C24 C19 C20 C21 -0.7(11) . . . . ?
C24 C19 B2 Cl4 -40.1(10) . . . . ?
C24 C19 B2 C13 141.2(8) . . . . ?
B2 C13 C14 F9 -0.9(11) . . . . ?
B2 C13 C14 C15 -178.4(7) . . . . ?
B2 C13 C18 F12 -4.9(10) . . . . ?
B2 C13 C18 C17 177.6(7) . . . . ?
B2 C19 C20 F13 -0.4(11) . . . . ?
B2 C19 C20 C21 178.2(8) . . . . ?
B2 C19 C24 F16 3.2(12) . . . . ?
B2 C19 C24 C23 -176.5(8) . . . . ?

_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 2.199
_oxdiff_exptl_absorpt_empirical_full_min 0.436
_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 0.797(2) 5054 15794 ref 1.0000 0.0000 0.0000 0.0000 1.0000 0.0000 0.0000
0.0000 1.0000
2 0.203(2) 0 15794 nmt -0.9963 0.0053 -0.9025 -0.0002 -1.0000 0.0001 -0.0061
0.0012 0.9974

_twin_special_details            
;
Component 2 rotated by -179.9612° 
 around [-0.41 -0.00 0.91] (reciprocal) or [-0.00 0.00 1.00] (direct)
;
_vrf_PLAT340_compound5           
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.01158 Ang.   
RESPONSE: Twinned crystal, two domains (80:20).
;
####################################################################### 
# 
# 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_compound4
_database_code_depnum_ccdc_archive 'CCDC 2149936'
loop_
_audit_author_name
_audit_author_address
'Hans-Georg Stammler'
;University of Bielefeld, Department of Chemistry, Inorganic and Structural Chemistry
Germany
;
_audit_update_record             
;
2022-02-03 deposited with the CCDC.	2022-04-21 downloaded from the CCDC.
;

# was becker16

_audit_creation_date             2019-05-11
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
christian.becker@uni-bielefeld.de
georg.stammler@uni-bielefeld.de
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H6 Cl2 F8 Sn'
_chemical_formula_sum            'C14 H6 Cl2 F8 Sn'
_chemical_formula_weight         515.78
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C28 H12 I2 N2 O18 F1 Sn1 Cl1 '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sn Sn -0.6537 1.4246 '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'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.0625(3)
_cell_length_b                   8.4539(3)
_cell_length_c                   12.5784(4)
_cell_angle_alpha                77.556(3)
_cell_angle_beta                 76.536(3)
_cell_angle_gamma                87.824(3)
_cell_volume                     814.12(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8502
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      35.6730
_cell_measurement_theta_min      2.6070
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.976
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.440
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.51a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
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_primary    colourless
_exptl_crystal_density_diffrn    2.104
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             492
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 -1 0.0165
10 6 8 0.0684
-1 0 0 0.1447
1 0 0 0.0731
0 1 0 0.1264
0 0 1 0.0290
0 -1 -1 0.1345
1 1 0 0.0766
-5 10 5 0.1556
-1 -1 0 0.0813

_exptl_crystal_size_max          0.351
_exptl_crystal_size_mid          0.181
_exptl_crystal_size_min          0.045
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.0000 -0.0001 -0.9995 -0.0259 -0.0238 -0.0478
9.9959 5.9974 7.9971 0.9628 -0.0604 -0.2972
-0.9996 -0.0000 -0.0001 -0.0622 0.0581 0.0306
0.9996 0.0000 0.0001 0.0622 -0.0581 -0.0306
-0.0000 0.9994 -0.0000 0.0223 0.0549 -0.0621
0.0000 0.0001 0.9995 0.0259 0.0238 0.0478
0.0000 -0.9995 -0.9995 -0.0482 -0.0787 0.0144
0.9996 0.9995 0.0001 0.0845 -0.0031 -0.0928
-4.9980 9.9946 4.9966 0.0411 0.9587 -0.2295
-0.9996 -0.9995 -0.0001 -0.0845 0.0031 0.0928

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0409
_diffrn_reflns_av_unetI/netI     0.0356
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            19022
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.026
_diffrn_reflns_theta_min         2.684
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3114
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      6.00  87.00   1.00    2.00    --   29.61-130.00  -6.66   81
  2  ω    -39.00  38.00   1.00    2.00    --   29.61 -57.00 120.00   77
  3  ω      6.00  97.00   1.00    2.00    --   29.61  57.00  90.00   91
  4  ω     22.00  96.00   1.00    2.00    --   29.61  38.00-180.00   74
  5  ω      7.00  93.00   1.00    2.00    --   29.61  57.00   0.00   86
  6  ω     35.00  77.00   1.00    2.00    --   29.61 178.00 -30.00   42
  7  ω      4.00  98.00   1.00    2.00    --   29.61  57.00 -90.00   94
  8  ω     -1.00  64.00   1.00    2.00    --   29.61  77.00 150.00   65
  9  ω    -17.00  68.00   1.00    2.00    --   29.61 -99.00-150.00   85
 10  ω    -41.00  47.00   1.00    2.00    --   29.61 -38.00   0.00   88
 11  ω    -94.00 -39.00   1.00    2.00    --  -29.77 142.00  -5.05   55
;
_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      0.0622241000
_diffrn_orient_matrix_UB_12      0.0222819000
_diffrn_orient_matrix_UB_13      0.0259062000
_diffrn_orient_matrix_UB_21      -0.0580798000
_diffrn_orient_matrix_UB_22      0.0549665000
_diffrn_orient_matrix_UB_23      0.0238184000
_diffrn_orient_matrix_UB_31      -0.0306530000
_diffrn_orient_matrix_UB_32      -0.0621753000
_diffrn_orient_matrix_UB_33      0.0477796000
_diffrn_oxdiff_digest_frames     
;
01789a2ffd4993282cab200fb8b42ac1ee008420db2
;
_diffrn_oxdiff_digest_hkl        
;
0141dddcfcbab7d501bc3f1d4fb2ff8192dbb6
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4155
_reflns_number_total             4761
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     29.97
_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 1.171.40.51a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.51a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.51a (Rigaku OD, 2019)'
_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         1.019
_refine_diff_density_min         -0.464
_refine_diff_density_rms         0.088
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     250
_refine_ls_number_reflns         4761
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0343
_refine_ls_R_factor_gt           0.0273
_refine_ls_restrained_S_all      1.067
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0187P)²+0.2740P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0549
_refine_ls_wR_factor_ref         0.0592
_refine_special_details          'Hydrogen atoms were refined isotropically.'
_olex2_refinement_description    
;
;
_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
Sn1 Sn 0.26341(2) 0.84147(2) 0.75562(2) 0.02612(5) Uani 1 1 d . . . . .
Cl1 Cl 0.65364(9) 0.15681(8) 0.93340(6) 0.04502(16) Uani 1 1 d . . . . .
Cl2 Cl -0.00124(11) 0.66105(9) 0.32864(6) 0.04923(19) Uani 1 1 d . . . . .
F1 F 0.63533(18) 0.76230(18) 0.82337(13) 0.0417(4) Uani 1 1 d . . . . .
F2 F 0.79248(17) 0.48784(19) 0.88750(13) 0.0414(4) Uani 1 1 d . . . . .
F3 F 0.3028(2) 0.18989(17) 0.90116(13) 0.0411(4) Uani 1 1 d . . . . .
F4 F 0.14783(17) 0.46579(17) 0.83368(12) 0.0363(3) Uani 1 1 d . . . . .
F5 F 0.43763(19) 0.6608(2) 0.55449(13) 0.0446(4) Uani 1 1 d . . . . .
F6 F 0.3331(2) 0.5900(2) 0.38280(13) 0.0531(4) Uani 1 1 d . . . . .
F7 F -0.19799(19) 0.8249(2) 0.50111(13) 0.0488(4) Uani 1 1 d . . . . .
F8 F -0.08979(18) 0.9043(2) 0.66793(12) 0.0403(4) Uani 1 1 d . . . . .
C1 C 0.3883(3) 0.6242(3) 0.82124(17) 0.0245(4) Uani 1 1 d . . . . .
C2 C 0.5513(3) 0.6212(3) 0.83837(18) 0.0268(5) Uani 1 1 d . . . . .
C3 C 0.6338(3) 0.4810(3) 0.87285(18) 0.0287(5) Uani 1 1 d . . . . .
C4 C 0.5531(3) 0.3333(3) 0.89272(19) 0.0294(5) Uani 1 1 d . . . . .
C5 C 0.3874(3) 0.3317(3) 0.87969(19) 0.0293(5) Uani 1 1 d . . . . .
C6 C 0.3101(3) 0.4740(3) 0.84454(18) 0.0272(5) Uani 1 1 d . . . . .
C7 C 0.1756(3) 0.7797(3) 0.61917(18) 0.0252(4) Uani 1 1 d . . . . .
C8 C 0.2782(3) 0.7016(3) 0.54332(19) 0.0300(5) Uani 1 1 d . . . . .
C9 C 0.2270(3) 0.6643(3) 0.4543(2) 0.0339(5) Uani 1 1 d . . . . .
C10 C 0.0657(3) 0.7045(3) 0.43915(19) 0.0339(6) Uani 1 1 d . . . . .
C11 C -0.0402(3) 0.7819(3) 0.5139(2) 0.0329(5) Uani 1 1 d . . . . .
C12 C 0.0157(3) 0.8201(3) 0.60110(18) 0.0281(5) Uani 1 1 d . . . . .
C13 C 0.4488(4) 1.0284(4) 0.6831(3) 0.0399(6) Uani 1 1 d . . . . .
C14 C 0.0473(4) 0.8811(5) 0.8796(3) 0.0433(7) Uani 1 1 d . . . . .
H13A H 0.501(4) 1.048(3) 0.733(2) 0.041(8) Uiso 1 1 d . . . . .
H13B H 0.394(4) 1.119(4) 0.660(3) 0.049(9) Uiso 1 1 d . . . . .
H13C H 0.525(4) 0.997(4) 0.623(3) 0.064(11) Uiso 1 1 d . . . . .
H14A H -0.040(5) 0.807(5) 0.888(3) 0.088(13) Uiso 1 1 d . . . . .
H14B H 0.073(5) 0.870(5) 0.945(3) 0.089(13) Uiso 1 1 d . . . . .
H14C H 0.006(6) 0.984(5) 0.861(4) 0.105(16) Uiso 1 1 d . . . . .


_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
Sn1 C1 2.159(2) . ?
Sn1 C7 2.168(2) . ?
Sn1 C13 2.118(3) . ?
Sn1 C14 2.120(3) . ?
Cl1 C4 1.708(2) . ?
Cl2 C10 1.715(2) . ?
F1 C2 1.350(3) . ?
F2 C3 1.340(2) . ?
F3 C5 1.346(3) . ?
F4 C6 1.353(2) . ?
F5 C8 1.350(3) . ?
F6 C9 1.334(3) . ?
F7 C11 1.346(3) . ?
F8 C12 1.347(3) . ?
C1 C2 1.379(3) . ?
C1 C6 1.382(3) . ?
C2 C3 1.374(3) . ?
C3 C4 1.377(3) . ?
C4 C5 1.384(3) . ?
C5 C6 1.369(3) . ?
C7 C8 1.376(3) . ?
C7 C12 1.378(3) . ?
C8 C9 1.379(3) . ?
C9 C10 1.377(4) . ?
C10 C11 1.375(4) . ?
C11 C12 1.380(3) . ?
C13 H13A 0.88(3) . ?
C13 H13B 0.89(3) . ?
C13 H13C 0.94(3) . ?
C14 H14A 0.93(4) . ?
C14 H14B 0.88(4) . ?
C14 H14C 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
C1 Sn1 C7 103.51(8) . . ?
C13 Sn1 C1 108.87(11) . . ?
C13 Sn1 C7 106.68(10) . . ?
C13 Sn1 C14 119.41(14) . . ?
C14 Sn1 C1 108.79(12) . . ?
C14 Sn1 C7 108.42(11) . . ?
C2 C1 Sn1 124.08(17) . . ?
C2 C1 C6 114.8(2) . . ?
C6 C1 Sn1 121.10(16) . . ?
F1 C2 C1 119.3(2) . . ?
F1 C2 C3 117.2(2) . . ?
C3 C2 C1 123.5(2) . . ?
F2 C3 C2 120.1(2) . . ?
F2 C3 C4 119.9(2) . . ?
C2 C3 C4 120.0(2) . . ?
C3 C4 Cl1 121.08(18) . . ?
C3 C4 C5 118.1(2) . . ?
C5 C4 Cl1 120.79(19) . . ?
F3 C5 C4 119.9(2) . . ?
F3 C5 C6 120.1(2) . . ?
C6 C5 C4 120.0(2) . . ?
F4 C6 C1 118.8(2) . . ?
F4 C6 C5 117.7(2) . . ?
C5 C6 C1 123.5(2) . . ?
C8 C7 Sn1 121.89(17) . . ?
C8 C7 C12 115.9(2) . . ?
C12 C7 Sn1 122.22(17) . . ?
F5 C8 C7 119.2(2) . . ?
F5 C8 C9 117.7(2) . . ?
C7 C8 C9 123.1(2) . . ?
F6 C9 C8 120.3(2) . . ?
F6 C9 C10 120.0(2) . . ?
C10 C9 C8 119.7(2) . . ?
C9 C10 Cl2 120.9(2) . . ?
C11 C10 Cl2 120.6(2) . . ?
C11 C10 C9 118.6(2) . . ?
F7 C11 C10 120.3(2) . . ?
F7 C11 C12 119.3(2) . . ?
C10 C11 C12 120.3(2) . . ?
F8 C12 C7 119.8(2) . . ?
F8 C12 C11 117.8(2) . . ?
C7 C12 C11 122.4(2) . . ?
Sn1 C13 H13A 111.0(18) . . ?
Sn1 C13 H13B 107.6(19) . . ?
Sn1 C13 H13C 108(2) . . ?
H13A C13 H13B 107(3) . . ?
H13A C13 H13C 112(3) . . ?
H13B C13 H13C 111(3) . . ?
Sn1 C14 H14A 111(2) . . ?
Sn1 C14 H14B 111(3) . . ?
Sn1 C14 H14C 111(3) . . ?
H14A C14 H14B 107(3) . . ?
H14A C14 H14C 109(3) . . ?
H14B C14 H14C 108(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
Sn1 C1 C2 F1 6.2(3) . . . . ?
Sn1 C1 C2 C3 -175.32(17) . . . . ?
Sn1 C1 C6 F4 -5.0(3) . . . . ?
Sn1 C1 C6 C5 175.86(17) . . . . ?
Sn1 C7 C8 F5 0.6(3) . . . . ?
Sn1 C7 C8 C9 -178.41(18) . . . . ?
Sn1 C7 C12 F8 1.7(3) . . . . ?
Sn1 C7 C12 C11 179.57(17) . . . . ?
Cl1 C4 C5 F3 1.2(3) . . . . ?
Cl1 C4 C5 C6 -178.50(18) . . . . ?
Cl2 C10 C11 F7 -0.1(3) . . . . ?
Cl2 C10 C11 C12 -178.42(18) . . . . ?
F1 C2 C3 F2 -1.6(3) . . . . ?
F1 C2 C3 C4 178.2(2) . . . . ?
F2 C3 C4 Cl1 -1.3(3) . . . . ?
F2 C3 C4 C5 178.2(2) . . . . ?
F3 C5 C6 F4 0.6(3) . . . . ?
F3 C5 C6 C1 179.8(2) . . . . ?
F5 C8 C9 F6 0.2(3) . . . . ?
F5 C8 C9 C10 -179.6(2) . . . . ?
F6 C9 C10 Cl2 -0.3(3) . . . . ?
F6 C9 C10 C11 -179.6(2) . . . . ?
F7 C11 C12 F8 -2.1(3) . . . . ?
F7 C11 C12 C7 180.0(2) . . . . ?
C1 C2 C3 F2 179.9(2) . . . . ?
C1 C2 C3 C4 -0.3(4) . . . . ?
C2 C1 C6 F4 177.82(19) . . . . ?
C2 C1 C6 C5 -1.3(3) . . . . ?
C2 C3 C4 Cl1 178.91(18) . . . . ?
C2 C3 C4 C5 -1.6(3) . . . . ?
C3 C4 C5 F3 -178.3(2) . . . . ?
C3 C4 C5 C6 2.0(3) . . . . ?
C4 C5 C6 F4 -179.7(2) . . . . ?
C4 C5 C6 C1 -0.5(4) . . . . ?
C6 C1 C2 F1 -176.7(2) . . . . ?
C6 C1 C2 C3 1.8(3) . . . . ?
C7 C8 C9 F6 179.2(2) . . . . ?
C7 C8 C9 C10 -0.6(4) . . . . ?
C8 C7 C12 F8 -176.6(2) . . . . ?
C8 C7 C12 C11 1.3(3) . . . . ?
C8 C9 C10 Cl2 179.55(18) . . . . ?
C8 C9 C10 C11 0.3(4) . . . . ?
C9 C10 C11 F7 179.2(2) . . . . ?
C9 C10 C11 C12 0.9(4) . . . . ?
C10 C11 C12 F8 176.2(2) . . . . ?
C10 C11 C12 C7 -1.7(4) . . . . ?
C12 C7 C8 F5 178.8(2) . . . . ?
C12 C7 C8 C9 -0.1(3) . . . . ?

_olex2_date_sample_data_collection 2019-05-11
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.185
_oxdiff_exptl_absorpt_empirical_full_min 0.796
####################################################################### 
# 
# 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_compound9
_database_code_depnum_ccdc_archive 'CCDC 2149943'
loop_
_audit_author_name
_audit_author_address
'Hans-Georg Stammler'
;University of Bielefeld, Department of Chemistry, Inorganic and Structural Chemistry
Germany
;
_audit_update_record             
;
2022-02-03 deposited with the CCDC.	2022-04-21 downloaded from the CCDC.
;

# was becker25_twin1_hklf4

_audit_creation_date             2021-05-10
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C34 H6 B2 Cl4 F16'
_chemical_formula_sum            'C34 H6 B2 Cl4 F16'
_chemical_formula_weight         881.81
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C34 H6 B2 Cl4 F16'
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'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.7395(5)
_cell_length_b                   12.2623(5)
_cell_length_c                   13.9981(5)
_cell_angle_alpha                76.888(3)
_cell_angle_beta                 71.805(4)
_cell_angle_gamma                66.695(4)
_cell_volume                     1597.05(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    10151
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      74.1430
_cell_measurement_theta_min      3.3500
_shelx_estimated_absorpt_T_max   0.823
_shelx_estimated_absorpt_T_min   0.292
_exptl_absorpt_coefficient_mu    4.517
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.390
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.104a (Rigaku Oxford Diffraction, 2021)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.834
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             864
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 -1 0.1526
0 -1 0 0.0058
0 1 0 0.0393
1 0 1 0.0624
-1 0 -1 0.1200
-1 -1 0 0.0494
1 1 0 0.1151

_exptl_crystal_size_max          0.361
_exptl_crystal_size_mid          0.193
_exptl_crystal_size_min          0.045
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0000 -0.1999 -1.0002 -0.0130 0.1159 0.0039
-0.0007 -1.0006 0.0003 0.1342 0.0312 0.0011
0.0007 1.0006 -0.0003 -0.1342 -0.0312 -0.0011
0.9998 0.0202 0.9993 0.0813 -0.0562 0.1417
-0.9998 -0.0202 -0.9993 -0.0813 0.0562 -0.1417
-1.0005 -0.8209 0.0012 0.0659 -0.0284 -0.1445
1.0005 0.8209 -0.0012 -0.0659 0.0284 0.1445

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0212
_diffrn_reflns_av_unetI/netI     0.0328
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            20974
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.049
_diffrn_reflns_theta_min         3.347
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3114
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -59.00  16.00   1.00    1.00    --  -38.50  37.00 -30.00   75
  2  ω    -71.00  39.00   1.00    1.00    --  -38.50  19.00-120.00  110
  3  ω    -53.00  32.00   1.00    1.00    --  -38.50  37.00  30.00   85
  4  ω   -115.00  -9.00   1.00    1.00    --  -38.50 -19.00-150.00  106
  5  ω     28.00  96.00   1.00    1.00    --   42.95-125.00-180.00   68
  6  ω     15.00  57.00   1.00    1.00    --   42.95  69.00 -22.38   42
  7  ω     13.00  38.00   1.00    1.00    --   42.95  77.00-179.15   25
  8  ω     12.00  37.00   1.00    1.00    --   42.95  81.00 -89.43   25
  9  ω     70.00 100.00   1.00    1.00    --   42.95  69.00 -22.38   30
 10  ω     13.00  38.00   1.00    1.00    --   42.95  78.00 110.26   25
 11  ω     13.00  41.00   1.00    1.00    --   42.95  80.00  29.25   28
 12  ω     18.00  73.00   1.00    1.00    --   42.95  57.00  90.00   55
 13  ω     11.00  42.00   1.00    1.00    --   42.95  82.00-120.28   31
 14  ω     23.00  49.00   1.00    1.00    --   42.95  57.00 150.00   26
 15  ω     20.00  50.00   1.00    1.00    --   42.95  57.00-150.00   30
 16  ω     11.00  36.00   1.00    1.00    --   42.95  82.00 -59.49   25
 17  ω     80.00 106.00   1.00    1.00    --  106.24  61.00  30.00   26
 18  ω     36.00 112.00   1.00    1.00    --  106.24-125.00-150.00   76
 19  ω     26.00 101.00   1.00    1.00    --  106.24 -94.00 -60.00   75
 20  ω     80.00 175.00   1.00    1.00    --  106.24  61.00  90.00   95
 21  ω     80.00 108.00   1.00    1.00    --  106.24  61.00 120.00   28
 22  ω     43.00  87.00   1.00    1.00    --  106.24-131.00-105.00   44
 23  ω     82.00 174.00   1.00    1.00    --  106.24  55.00-116.94   92
 24  ω     80.00 106.00   1.00    1.00    --  106.24  61.00  60.00   26
 25  ω     80.00 106.00   1.00    1.00    --  106.24  61.00-150.00   26
 26  ω    139.00 165.00   1.00    1.00    --  106.24  61.00-150.00   26
 27  ω    148.00 174.00   1.00    1.00    --  106.24  61.00-180.00   26
 28  ω     81.00 107.00   1.00    1.00    --  106.24  61.00 -60.00   26
 29  ω     80.00 106.00   1.00    1.00    --  106.24  61.00 -30.00   26
 30  ω     80.00 106.00   1.00    1.00    --  106.24  61.00 150.00   26
 31  ω     36.00 106.00   1.00    1.00    --  106.24-125.00 -60.00   70
 32  ω    137.00 163.00   1.00    1.00    --  106.24  61.00 -90.00   26
 33  ω     39.00 132.00   1.00    1.00    --  106.24 -61.00  30.00   93
 34  ω     84.00 147.00   1.00    1.00    --  106.24  45.00 150.00   63
 35  ω     85.00 111.00   1.00    1.00    --  106.24  45.00  30.00   26
 36  ω     84.00 110.00   1.00    1.00    --  106.24  45.00-120.00   26
 37  ω     80.00 106.00   1.00    1.00    --  106.24  61.00 -90.00   26
 38  ω     84.00 147.00   1.00    1.00    --  106.24  45.00  60.00   63
 39  ω     84.00 144.00   1.00    1.00    --  106.24  45.00  90.00   60
 40  ω     84.00 121.00   1.00    1.00    --  106.24  45.00 -60.00   37
 41  ω    127.00 152.00   1.00    1.00    --  106.24  45.00 -60.00   25
 42  ω     80.00 107.00   1.00    1.00    --  106.24  61.00-180.00   27
 43  ω     84.00 150.00   1.00    1.00    --  106.24  45.00 -30.00   66
 44  ω     26.00 106.00   1.00    1.00    --  106.24 -94.00   0.00   80
 45  ω     85.00 115.00   1.00    1.00    --  106.24  45.00   0.00   30
 46  ω     84.00 109.00   1.00    1.00    --  106.24  45.00 -90.00   25
 47  ω     81.00 173.00   1.00    1.00    --  106.24  61.00   0.00   92
 48  ω     80.00 171.00   1.00    1.00    --  106.24  61.00 165.49   91
;
_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      0.0442754000
_diffrn_orient_matrix_UB_12      -0.1341590000
_diffrn_orient_matrix_UB_13      0.0397837000
_diffrn_orient_matrix_UB_21      0.0539575000
_diffrn_orient_matrix_UB_22      -0.0312897000
_diffrn_orient_matrix_UB_23      -0.1096164000
_diffrn_orient_matrix_UB_31      0.1453728000
_diffrn_orient_matrix_UB_32      -0.0011725000
_diffrn_orient_matrix_UB_33      -0.0036256000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6303
_reflns_number_total             6973
_reflns_special_details          
;
 _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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.104a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.104a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.104a (Rigaku OD, 2021)'
_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         0.535
_refine_diff_density_min         -0.355
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     530
_refine_ls_number_reflns         6973
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0354
_refine_ls_R_factor_gt           0.0316
_refine_ls_restrained_S_all      1.060
_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)+(0.0578P)²+0.4389P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0872
_refine_ls_wR_factor_ref         0.0895
_refine_special_details          
;Crystal was a pseudo-meroherdral twin, component 2 rotated by -179.98 deg 
around [0.00 1.00 0.00] (reciprocal) or [-0.38 0.92 -0.09] (direct), 
ratio 64:36. 
All hydogen atoms were refined 
isotropically.,Twin
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.6355(9)
 0.3645(9)
;
_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
Cl1 Cl 0.35891(6) 0.14126(4) 1.04748(4) 0.02646(12) Uani 1 1 d . . . . .
Cl2 Cl -0.13231(7) 0.71844(6) 0.52654(4) 0.03663(15) Uani 1 1 d . . . . .
Cl3 Cl 0.35271(6) 0.85752(5) 0.18854(3) 0.02623(12) Uani 1 1 d . . . . .
Cl4 Cl 0.89060(6) 0.38955(5) 0.75008(4) 0.03488(14) Uani 1 1 d . . . . .
F1 F 0.03713(13) 0.50224(11) 0.88268(9) 0.0229(3) Uani 1 1 d . . . . .
F2 F 0.10074(14) 0.28432(11) 0.97936(9) 0.0243(3) Uani 1 1 d . . . . .
F3 F 0.52706(13) 0.29689(11) 0.99392(9) 0.0248(3) Uani 1 1 d . . . . .
F4 F 0.46628(13) 0.51621(11) 0.89637(9) 0.0227(3) Uani 1 1 d . . . . .
F5 F -0.04023(13) 0.85856(11) 0.79950(9) 0.0249(3) Uani 1 1 d . . . . .
F6 F -0.19534(15) 0.87839(12) 0.67679(11) 0.0330(3) Uani 1 1 d . . . . .
F7 F 0.12758(17) 0.51870(13) 0.55022(9) 0.0337(3) Uani 1 1 d . . . . .
F8 F 0.27909(14) 0.49256(11) 0.67722(9) 0.0273(3) Uani 1 1 d . . . . .
F9 F 0.12537(13) 0.89382(11) 0.55578(9) 0.0261(3) Uani 1 1 d . . . . .
F10 F 0.11527(14) 0.91399(12) 0.36692(9) 0.0265(3) Uani 1 1 d . . . . .
F11 F 0.60733(14) 0.76002(12) 0.26433(8) 0.0259(3) Uani 1 1 d . . . . .
F12 F 0.62128(14) 0.72989(12) 0.45515(9) 0.0264(3) Uani 1 1 d . . . . .
F13 F 0.50508(15) 0.54811(11) 0.57072(9) 0.0289(3) Uani 1 1 d . . . . .
F14 F 0.72483(16) 0.37541(11) 0.62321(10) 0.0333(3) Uani 1 1 d . . . . .
F15 F 0.75403(14) 0.63056(13) 0.81440(9) 0.0302(3) Uani 1 1 d . . . . .
F16 F 0.53246(14) 0.80288(11) 0.76581(9) 0.0265(3) Uani 1 1 d . . . . .
C1 C 0.2244(2) 0.75284(17) 0.86679(14) 0.0168(4) Uani 1 1 d . . . . .
C2 C 0.2316(2) 0.86552(17) 0.81204(14) 0.0169(4) Uani 1 1 d . . . . .
C3 C 0.2753(2) 0.88477(18) 0.70275(14) 0.0193(4) Uani 1 1 d . . . . .
C4 C 0.2575(3) 1.00125(19) 0.65664(16) 0.0251(5) Uani 1 1 d . . . . .
H4 H 0.282(3) 1.017(2) 0.586(2) 0.029(7) Uiso 1 1 d . . . . .
C5 C 0.2115(3) 1.09859(19) 0.71240(16) 0.0265(5) Uani 1 1 d . . . . .
H5 H 0.200(3) 1.176(2) 0.676(2) 0.031(7) Uiso 1 1 d . . . . .
C6 C 0.1856(3) 1.07826(19) 0.81539(16) 0.0246(5) Uani 1 1 d . . . . .
H6 H 0.163(3) 1.141(2) 0.8538(18) 0.021(6) Uiso 1 1 d . . . . .
C7 C 0.1945(2) 0.96253(18) 0.86714(15) 0.0195(4) Uani 1 1 d . . . . .
C8 C 0.1654(2) 0.94448(18) 0.97460(15) 0.0205(4) Uani 1 1 d . . . . .
H8 H 0.136(3) 1.016(2) 1.0098(18) 0.020(6) Uiso 1 1 d . . . . .
C9 C 0.1681(2) 0.83508(19) 1.02616(14) 0.0200(4) Uani 1 1 d . . . . .
H9 H 0.147(3) 0.823(2) 1.0964(19) 0.019(6) Uiso 1 1 d . . . . .
C10 C 0.1966(2) 0.74066(18) 0.97267(14) 0.0182(4) Uani 1 1 d . . . . .
H10 H 0.194(2) 0.666(2) 1.0097(16) 0.011(5) Uiso 1 1 d . . . . .
C11 C 0.2497(2) 0.52018(17) 0.88313(14) 0.0170(4) Uani 1 1 d . . . . .
C12 C 0.1623(2) 0.45420(18) 0.90646(14) 0.0181(4) Uani 1 1 d . . . . .
C13 C 0.1938(2) 0.33971(18) 0.95724(14) 0.0187(4) Uani 1 1 d . . . . .
C14 C 0.3179(2) 0.28371(16) 0.98600(13) 0.0184(4) Uani 1 1 d . . . . .
C15 C 0.4069(2) 0.34669(18) 0.96515(14) 0.0188(4) Uani 1 1 d . . . . .
C16 C 0.3725(2) 0.46171(17) 0.91524(14) 0.0171(4) Uani 1 1 d . . . . .
C17 C 0.1301(2) 0.67659(17) 0.74131(14) 0.0188(4) Uani 1 1 d . . . . .
C18 C 0.0069(2) 0.77288(18) 0.73809(15) 0.0210(4) Uani 1 1 d . . . . .
C19 C -0.0754(2) 0.78492(19) 0.67449(16) 0.0244(4) Uani 1 1 d . . . . .
C20 C -0.0340(3) 0.7016(2) 0.60819(15) 0.0253(5) Uani 1 1 d . . . . .
C21 C 0.0874(3) 0.60395(19) 0.61002(15) 0.0247(5) Uani 1 1 d . . . . .
C22 C 0.1662(2) 0.59214(18) 0.67570(14) 0.0209(4) Uani 1 1 d . . . . .
C23 C 0.3728(2) 0.80781(17) 0.51702(14) 0.0189(4) Uani 1 1 d . . . . .
C24 C 0.2478(2) 0.85749(18) 0.48709(14) 0.0195(4) Uani 1 1 d . . . . .
C25 C 0.2396(2) 0.87123(17) 0.38813(15) 0.0201(4) Uani 1 1 d . . . . .
C26 C 0.3614(2) 0.83957(17) 0.31160(14) 0.0201(4) Uani 1 1 d . . . . .
C27 C 0.4878(2) 0.79228(18) 0.33689(14) 0.0194(4) Uani 1 1 d . . . . .
C28 C 0.4925(2) 0.77620(18) 0.43713(15) 0.0200(4) Uani 1 1 d . . . . .
C29 C 0.5027(2) 0.68309(18) 0.66832(14) 0.0195(4) Uani 1 1 d . . . . .
C30 C 0.5611(2) 0.57100(19) 0.63383(15) 0.0223(4) Uani 1 1 d . . . . .
C31 C 0.6761(3) 0.48096(19) 0.65950(15) 0.0240(4) Uani 1 1 d . . . . .
C32 C 0.7438(2) 0.49901(19) 0.72064(15) 0.0246(5) Uani 1 1 d . . . . .
C33 C 0.6904(2) 0.6089(2) 0.75610(15) 0.0237(4) Uani 1 1 d . . . . .
C34 C 0.5730(2) 0.69787(18) 0.73107(14) 0.0209(4) Uani 1 1 d . . . . .
B1 B 0.2097(2) 0.6528(2) 0.82627(15) 0.0165(4) Uani 1 1 d . . . . .
B2 B 0.3772(3) 0.7889(2) 0.63202(16) 0.0193(5) Uani 1 1 d . . . . .


_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
Cl1 C14 1.7122(19) . ?
Cl2 C20 1.714(2) . ?
Cl3 C26 1.7135(19) . ?
Cl4 C32 1.714(2) . ?
F1 C12 1.352(3) . ?
F2 C13 1.343(2) . ?
F3 C15 1.338(2) . ?
F4 C16 1.348(2) . ?
F5 C18 1.348(2) . ?
F6 C19 1.340(3) . ?
F7 C21 1.340(2) . ?
F8 C22 1.340(2) . ?
F9 C24 1.339(2) . ?
F10 C25 1.330(3) . ?
F11 C27 1.342(2) . ?
F12 C28 1.353(3) . ?
F13 C30 1.342(2) . ?
F14 C31 1.343(2) . ?
F15 C33 1.339(3) . ?
F16 C34 1.339(2) . ?
C1 C2 1.438(3) . ?
C1 C10 1.402(3) . ?
C1 B1 1.542(3) . ?
C2 C3 1.446(3) . ?
C2 C7 1.421(3) . ?
C3 C4 1.391(3) . ?
C3 B2 1.547(3) . ?
C4 H4 0.94(3) . ?
C4 C5 1.412(3) . ?
C5 H5 0.95(3) . ?
C5 C6 1.364(3) . ?
C6 H6 0.94(3) . ?
C6 C7 1.420(3) . ?
C7 C8 1.421(3) . ?
C8 H8 0.99(2) . ?
C8 C9 1.365(3) . ?
C9 H9 0.93(2) . ?
C9 C10 1.402(3) . ?
C10 H10 0.95(2) . ?
C11 C12 1.390(3) . ?
C11 C16 1.390(3) . ?
C11 B1 1.593(3) . ?
C12 C13 1.383(3) . ?
C13 C14 1.377(3) . ?
C14 C15 1.379(3) . ?
C15 C16 1.384(3) . ?
C17 C18 1.387(3) . ?
C17 C22 1.399(3) . ?
C17 B1 1.584(3) . ?
C18 C19 1.387(3) . ?
C19 C20 1.384(3) . ?
C20 C21 1.380(3) . ?
C21 C22 1.382(3) . ?
C23 C24 1.391(3) . ?
C23 C28 1.400(3) . ?
C23 B2 1.587(3) . ?
C24 C25 1.383(3) . ?
C25 C26 1.386(3) . ?
C26 C27 1.375(3) . ?
C27 C28 1.386(3) . ?
C29 C30 1.395(3) . ?
C29 C34 1.403(3) . ?
C29 B2 1.582(3) . ?
C30 C31 1.375(3) . ?
C31 C32 1.383(3) . ?
C32 C33 1.380(3) . ?
C33 C34 1.384(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
C2 C1 B1 127.06(17) . . ?
C10 C1 C2 117.63(17) . . ?
C10 C1 B1 113.70(17) . . ?
C1 C2 C3 122.86(17) . . ?
C7 C2 C1 118.95(17) . . ?
C7 C2 C3 118.19(17) . . ?
C2 C3 B2 126.21(18) . . ?
C4 C3 C2 118.13(18) . . ?
C4 C3 B2 113.32(17) . . ?
C3 C4 H4 119.8(16) . . ?
C3 C4 C5 122.55(19) . . ?
C5 C4 H4 117.5(16) . . ?
C4 C5 H5 118.0(16) . . ?
C6 C5 C4 119.18(19) . . ?
C6 C5 H5 122.8(16) . . ?
C5 C6 H6 120.6(15) . . ?
C5 C6 C7 120.85(19) . . ?
C7 C6 H6 118.6(15) . . ?
C2 C7 C8 120.15(18) . . ?
C6 C7 C2 120.33(18) . . ?
C6 C7 C8 119.52(18) . . ?
C7 C8 H8 117.2(14) . . ?
C9 C8 C7 120.54(18) . . ?
C9 C8 H8 122.1(14) . . ?
C8 C9 H9 120.9(15) . . ?
C8 C9 C10 119.64(17) . . ?
C10 C9 H9 119.4(15) . . ?
C1 C10 H10 118.5(13) . . ?
C9 C10 C1 122.69(18) . . ?
C9 C10 H10 118.8(13) . . ?
C12 C11 C16 114.46(17) . . ?
C12 C11 B1 122.31(18) . . ?
C16 C11 B1 123.22(18) . . ?
F1 C12 C11 120.47(17) . . ?
F1 C12 C13 116.17(18) . . ?
C13 C12 C11 123.33(19) . . ?
F2 C13 C12 119.10(19) . . ?
F2 C13 C14 120.36(17) . . ?
C14 C13 C12 120.53(19) . . ?
C13 C14 Cl1 120.92(16) . . ?
C13 C14 C15 117.90(17) . . ?
C15 C14 Cl1 121.18(16) . . ?
F3 C15 C14 119.94(17) . . ?
F3 C15 C16 119.51(19) . . ?
C14 C15 C16 120.55(19) . . ?
F4 C16 C11 120.02(17) . . ?
F4 C16 C15 116.75(18) . . ?
C15 C16 C11 123.21(19) . . ?
C18 C17 C22 115.39(19) . . ?
C18 C17 B1 121.84(17) . . ?
C22 C17 B1 121.96(18) . . ?
F5 C18 C17 120.76(18) . . ?
F5 C18 C19 116.71(19) . . ?
C19 C18 C17 122.51(19) . . ?
F6 C19 C18 119.7(2) . . ?
F6 C19 C20 119.8(2) . . ?
C20 C19 C18 120.5(2) . . ?
C19 C20 Cl2 120.72(19) . . ?
C21 C20 Cl2 120.70(17) . . ?
C21 C20 C19 118.58(19) . . ?
F7 C21 C20 120.3(2) . . ?
F7 C21 C22 119.6(2) . . ?
C20 C21 C22 120.02(19) . . ?
F8 C22 C17 119.93(19) . . ?
F8 C22 C21 117.06(18) . . ?
C21 C22 C17 123.0(2) . . ?
C24 C23 C28 114.08(17) . . ?
C24 C23 B2 122.36(19) . . ?
C28 C23 B2 123.56(19) . . ?
F9 C24 C23 120.28(17) . . ?
F9 C24 C25 115.75(19) . . ?
C25 C24 C23 123.96(19) . . ?
F10 C25 C24 119.99(19) . . ?
F10 C25 C26 120.33(18) . . ?
C24 C25 C26 119.7(2) . . ?
C25 C26 Cl3 120.16(17) . . ?
C27 C26 Cl3 121.21(16) . . ?
C27 C26 C25 118.63(18) . . ?
F11 C27 C26 119.86(17) . . ?
F11 C27 C28 119.80(19) . . ?
C26 C27 C28 120.33(19) . . ?
F12 C28 C23 120.31(17) . . ?
F12 C28 C27 116.43(18) . . ?
C27 C28 C23 123.3(2) . . ?
C30 C29 C34 114.2(2) . . ?
C30 C29 B2 123.19(19) . . ?
C34 C29 B2 122.40(18) . . ?
F13 C30 C29 119.3(2) . . ?
F13 C30 C31 116.90(18) . . ?
C31 C30 C29 123.8(2) . . ?
F14 C31 C30 119.8(2) . . ?
F14 C31 C32 119.7(2) . . ?
C30 C31 C32 120.6(2) . . ?
C31 C32 Cl4 121.24(17) . . ?
C33 C32 Cl4 120.98(18) . . ?
C33 C32 C31 117.8(2) . . ?
F15 C33 C32 119.6(2) . . ?
F15 C33 C34 119.42(19) . . ?
C32 C33 C34 120.9(2) . . ?
F16 C34 C29 120.65(19) . . ?
F16 C34 C33 116.50(19) . . ?
C33 C34 C29 122.77(19) . . ?
C1 B1 C11 120.37(17) . . ?
C1 B1 C17 123.61(17) . . ?
C17 B1 C11 115.07(17) . . ?
C3 B2 C23 120.17(19) . . ?
C3 B2 C29 119.93(17) . . ?
C29 B2 C23 119.07(18) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cl1 C14 C15 F3 -0.6(3) . . . . ?
Cl1 C14 C15 C16 179.89(15) . . . . ?
Cl2 C20 C21 F7 -2.3(3) . . . . ?
Cl2 C20 C21 C22 179.47(16) . . . . ?
Cl3 C26 C27 F11 0.4(3) . . . . ?
Cl3 C26 C27 C28 -178.67(16) . . . . ?
Cl4 C32 C33 F15 0.0(3) . . . . ?
Cl4 C32 C33 C34 179.05(16) . . . . ?
F1 C12 C13 F2 0.0(3) . . . . ?
F1 C12 C13 C14 -179.10(17) . . . . ?
F2 C13 C14 Cl1 1.7(3) . . . . ?
F2 C13 C14 C15 -177.27(16) . . . . ?
F3 C15 C16 F4 1.5(3) . . . . ?
F3 C15 C16 C11 -179.74(17) . . . . ?
F5 C18 C19 F6 -0.2(3) . . . . ?
F5 C18 C19 C20 179.28(18) . . . . ?
F6 C19 C20 Cl2 1.6(3) . . . . ?
F6 C19 C20 C21 -177.68(19) . . . . ?
F7 C21 C22 F8 -1.4(3) . . . . ?
F7 C21 C22 C17 -179.20(18) . . . . ?
F9 C24 C25 F10 -2.5(3) . . . . ?
F9 C24 C25 C26 177.96(17) . . . . ?
F10 C25 C26 Cl3 1.1(3) . . . . ?
F10 C25 C26 C27 -178.02(18) . . . . ?
F11 C27 C28 F12 1.3(3) . . . . ?
F11 C27 C28 C23 179.81(18) . . . . ?
F13 C30 C31 F14 -1.4(3) . . . . ?
F13 C30 C31 C32 177.20(18) . . . . ?
F14 C31 C32 Cl4 0.8(3) . . . . ?
F14 C31 C32 C33 179.85(18) . . . . ?
F15 C33 C34 F16 1.6(3) . . . . ?
F15 C33 C34 C29 178.32(18) . . . . ?
C1 C2 C3 C4 170.0(2) . . . . ?
C1 C2 C3 B2 -28.6(3) . . . . ?
C1 C2 C7 C6 -173.1(2) . . . . ?
C1 C2 C7 C8 6.7(3) . . . . ?
C2 C1 C10 C9 3.7(3) . . . . ?
C2 C1 B1 C11 161.09(19) . . . . ?
C2 C1 B1 C17 -30.6(3) . . . . ?
C2 C3 C4 C5 6.2(4) . . . . ?
C2 C3 B2 C23 156.9(2) . . . . ?
C2 C3 B2 C29 -33.6(3) . . . . ?
C2 C7 C8 C9 -2.2(3) . . . . ?
C3 C2 C7 C6 7.0(3) . . . . ?
C3 C2 C7 C8 -173.3(2) . . . . ?
C3 C4 C5 C6 1.2(4) . . . . ?
C4 C3 B2 C23 -40.9(3) . . . . ?
C4 C3 B2 C29 128.5(2) . . . . ?
C4 C5 C6 C7 -4.6(4) . . . . ?
C5 C6 C7 C2 0.4(4) . . . . ?
C5 C6 C7 C8 -179.3(2) . . . . ?
C6 C7 C8 C9 177.5(2) . . . . ?
C7 C2 C3 C4 -10.1(3) . . . . ?
C7 C2 C3 B2 151.3(2) . . . . ?
C7 C8 C9 C10 -1.5(3) . . . . ?
C8 C9 C10 C1 0.7(3) . . . . ?
C10 C1 C2 C3 172.64(19) . . . . ?
C10 C1 C2 C7 -7.3(3) . . . . ?
C10 C1 B1 C11 -33.8(3) . . . . ?
C10 C1 B1 C17 134.4(2) . . . . ?
C11 C12 C13 F2 177.86(17) . . . . ?
C11 C12 C13 C14 -1.3(3) . . . . ?
C12 C11 C16 F4 179.51(16) . . . . ?
C12 C11 C16 C15 0.8(3) . . . . ?
C12 C11 B1 C1 132.0(2) . . . . ?
C12 C11 B1 C17 -37.2(3) . . . . ?
C12 C13 C14 Cl1 -179.16(15) . . . . ?
C12 C13 C14 C15 1.9(3) . . . . ?
C13 C14 C15 F3 178.37(17) . . . . ?
C13 C14 C15 C16 -1.1(3) . . . . ?
C14 C15 C16 F4 -178.95(16) . . . . ?
C14 C15 C16 C11 -0.2(3) . . . . ?
C16 C11 C12 F1 177.65(16) . . . . ?
C16 C11 C12 C13 -0.1(3) . . . . ?
C16 C11 B1 C1 -46.7(3) . . . . ?
C16 C11 B1 C17 144.11(19) . . . . ?
C17 C18 C19 F6 178.21(18) . . . . ?
C17 C18 C19 C20 -2.3(3) . . . . ?
C18 C17 C22 F8 -176.25(17) . . . . ?
C18 C17 C22 C21 1.5(3) . . . . ?
C18 C17 B1 C1 -39.2(3) . . . . ?
C18 C17 B1 C11 129.6(2) . . . . ?
C18 C19 C20 Cl2 -177.92(16) . . . . ?
C18 C19 C20 C21 2.8(3) . . . . ?
C19 C20 C21 F7 176.99(18) . . . . ?
C19 C20 C21 C22 -1.3(3) . . . . ?
C20 C21 C22 F8 176.87(18) . . . . ?
C20 C21 C22 C17 -0.9(3) . . . . ?
C22 C17 C18 F5 178.50(17) . . . . ?
C22 C17 C18 C19 0.1(3) . . . . ?
C22 C17 B1 C1 151.5(2) . . . . ?
C22 C17 B1 C11 -39.6(3) . . . . ?
C23 C24 C25 F10 176.52(18) . . . . ?
C23 C24 C25 C26 -3.1(3) . . . . ?
C24 C23 C28 F12 178.20(18) . . . . ?
C24 C23 C28 C27 -0.2(3) . . . . ?
C24 C23 B2 C3 -39.4(3) . . . . ?
C24 C23 B2 C29 151.02(19) . . . . ?
C24 C25 C26 Cl3 -179.35(15) . . . . ?
C24 C25 C26 C27 1.6(3) . . . . ?
C25 C26 C27 F11 179.51(17) . . . . ?
C25 C26 C27 C28 0.4(3) . . . . ?
C26 C27 C28 F12 -179.58(18) . . . . ?
C26 C27 C28 C23 -1.1(3) . . . . ?
C28 C23 C24 F9 -178.75(17) . . . . ?
C28 C23 C24 C25 2.3(3) . . . . ?
C28 C23 B2 C3 140.8(2) . . . . ?
C28 C23 B2 C29 -28.8(3) . . . . ?
C29 C30 C31 F14 179.59(18) . . . . ?
C29 C30 C31 C32 -1.8(3) . . . . ?
C30 C29 C34 F16 176.82(18) . . . . ?
C30 C29 C34 C33 0.3(3) . . . . ?
C30 C29 B2 C3 152.1(2) . . . . ?
C30 C29 B2 C23 -38.4(3) . . . . ?
C30 C31 C32 Cl4 -177.84(16) . . . . ?
C30 C31 C32 C33 1.2(3) . . . . ?
C31 C32 C33 F15 -179.08(18) . . . . ?
C31 C32 C33 C34 0.0(3) . . . . ?
C32 C33 C34 F16 -177.43(18) . . . . ?
C32 C33 C34 C29 -0.7(3) . . . . ?
C34 C29 C30 F13 -177.98(17) . . . . ?
C34 C29 C30 C31 1.0(3) . . . . ?
C34 C29 B2 C3 -33.9(3) . . . . ?
C34 C29 B2 C23 135.7(2) . . . . ?
B1 C1 C2 C3 -22.8(3) . . . . ?
B1 C1 C2 C7 157.3(2) . . . . ?
B1 C1 C10 C9 -162.9(2) . . . . ?
B1 C11 C12 F1 -1.2(3) . . . . ?
B1 C11 C12 C13 -178.89(18) . . . . ?
B1 C11 C16 F4 -1.7(3) . . . . ?
B1 C11 C16 C15 179.64(18) . . . . ?
B1 C17 C18 F5 8.6(3) . . . . ?
B1 C17 C18 C19 -169.77(19) . . . . ?
B1 C17 C22 F8 -6.4(3) . . . . ?
B1 C17 C22 C21 171.36(19) . . . . ?
B2 C3 C4 C5 -157.5(2) . . . . ?
B2 C23 C24 F9 1.4(3) . . . . ?
B2 C23 C24 C25 -177.49(19) . . . . ?
B2 C23 C28 F12 -2.0(3) . . . . ?
B2 C23 C28 C27 179.57(19) . . . . ?
B2 C29 C30 F13 -3.5(3) . . . . ?
B2 C29 C30 C31 175.49(19) . . . . ?
B2 C29 C34 F16 2.3(3) . . . . ?
B2 C29 C34 C33 -174.28(19) . . . . ?

_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 1.754
_oxdiff_exptl_absorpt_empirical_full_min 0.708
_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 0.6355(9) 14021 9466 ref 1.0000 0.0000 0.0000 0.0000 1.0000 0.0000 0.0000
0.0000 1.0000
2 0.3645(9) 0 9466 nmt -1.0003 0.0006 0.0001 -0.8210 1.0003 -0.1992 0.0003
0.0003 -0.9997

_twin_special_details            
;
Component 2 rotated by -179.9832° 
around [0.00 1.00 0.00] (reciprocal) or [-0.38 0.92 -0.09] (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_compound7-H-H-TMP
_database_code_depnum_ccdc_archive 'CCDC 2149940'
loop_
_audit_author_name
_audit_author_address
'Hans-Georg Stammler'
;University of Bielefeld, Department of Chemistry, Inorganic and Structural Chemistry
Germany
;
_audit_update_record             
;
2022-02-03 deposited with the CCDC.	2022-04-21 downloaded from the CCDC.
;

# was becker24

_audit_creation_date             2021-05-26
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
christian.becker@uni-bielefeld.de
?
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H B Cl3 F12, C9 H20 N, C7 H8'
_chemical_formula_sum            'C34 H29 B Cl3 F12 N'
_chemical_formula_weight         796.74
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         C34H29BCl3F12N
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'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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        'P 1'
_space_group_name_Hall           'P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'

_cell_length_a                   11.2083(3)
_cell_length_b                   11.2423(3)
_cell_length_c                   15.8165(3)
_cell_angle_alpha                92.226(2)
_cell_angle_beta                 101.961(2)
_cell_angle_gamma                117.368(3)
_cell_volume                     1710.74(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    17733
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      76.0270
_cell_measurement_theta_min      2.8520
_shelx_estimated_absorpt_T_max   0.697
_shelx_estimated_absorpt_T_min   0.345
_exptl_absorpt_coefficient_mu    3.272
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65522
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.104a (Rigaku Oxford Diffraction, 2021)
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_primary    colourless
_exptl_crystal_density_diffrn    1.547
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             808
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 1 0.0365
0 0 -1 0.0825
0 -1 0 0.1032
-1 -1 0 0.1270
1 1 0 0.1604
1 0 0 0.1127
1 -1 0 0.1665
-1 1 0 0.1849
0 1 0 0.1778

_exptl_crystal_size_max          0.413
_exptl_crystal_size_mid          0.303
_exptl_crystal_size_min          0.119
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.0000 0.0005 1.0001 -0.0997 -0.0107 0.0103
0.0000 -0.0005 -1.0001 0.0997 0.0107 -0.0103
0.0002 -1.0012 0.0011 0.0451 -0.1392 0.0552
-1.0007 -1.0019 0.0028 0.0874 -0.2530 -0.0492
1.0007 1.0019 -0.0028 -0.0874 0.2530 0.0492
1.0010 0.0007 -0.0017 -0.0423 0.1138 0.1044
1.0012 -1.0006 -0.0006 0.0027 -0.0253 0.1596
-1.0012 1.0006 0.0006 -0.0027 0.0253 -0.1596
-0.0002 1.0012 -0.0011 -0.0451 0.1392 -0.0552

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0392
_diffrn_reflns_av_unetI/netI     0.0388
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            37565
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.391
_diffrn_reflns_theta_min         2.891
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3114
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_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    -59.00  33.00   1.00    1.00    --  -38.50  37.00  30.00   92
  2  ω    -87.00  -6.00   1.00    1.00    --  -38.50 125.00-150.00   81
  3  ω   -107.00 -13.00   1.00    1.00    --  -38.50 -57.00  30.00   94
  4  ω   -116.00  -5.00   1.00    1.00    --  -38.50 -19.00-150.00  111
  5  ω     12.00  42.00   1.00    1.00    --   42.70  78.00-110.48   30
  6  ω     12.00  42.00   1.00    1.00    --   42.70  80.00 171.45   30
  7  ω     12.00  42.00   1.00    1.00    --   42.70  79.00 109.70   30
  8  ω    -29.00  63.00   1.00    1.00    --   42.70 -37.00 120.00   92
  9  ω     11.00  42.00   1.00    1.00    --   42.70  81.00 -48.30   31
 10  ω     18.00 111.00   1.00    1.00    --   42.70  57.00  90.00   93
 11  ω     12.00  42.00   1.00    1.00    --   42.70  79.00  38.67   30
 12  ω     12.00  42.00   1.00    1.00    --   42.70  78.00 -86.05   30
 13  ω     12.00  42.00   1.00    1.00    --   42.70  80.00-146.48   30
 14  ω     22.00 114.00   1.00    1.00    --   42.70  37.00-180.00   92
 15  ω     18.00 111.00   1.00    1.00    --   42.70  57.00   0.00   93
 16  ω      6.00  81.00   1.00    1.00    --   42.70 -99.00  90.00   75
 17  ω     83.00 178.00   1.00    1.25    --  111.00  67.00  72.27   95
 18  ω     87.00 178.00   1.00    1.25    --  111.00  54.00 146.30   91
 19  ω     85.00 178.00   1.00    1.25    --  111.00  61.00 -67.62   93
 20  ω     85.00 178.00   1.00    1.25    --  111.00  61.00   0.00   93
 21  ω     37.00 108.00   1.00    1.25    --  111.00-109.00 154.94   71
 22  ω     85.00 178.00   1.00    1.25    --  111.00  61.00  15.83   93
 23  ω     85.00 178.00   1.00    1.25    --  111.00  61.00 -90.00   93
 24  ω     85.00 178.00   1.00    1.25    --  111.00  61.00 -60.00   93
 25  ω     31.00 107.00   1.00    1.25    --  111.00 -94.00  30.00   76
 26  ω     31.00 107.00   1.00    1.25    --  111.00 -94.00  90.00   76
 27  ω     83.00 178.00   1.00    1.25    --  111.00  68.00-107.18   95
 28  ω     37.00 109.00   1.00    1.25    --  111.00-108.00 -53.85   72
 29  ω     82.00 178.00   1.00    1.25    --  111.00  71.00 -91.33   96
 30  ω     83.00 178.00   1.00    1.25    --  111.00  68.00-115.85   95
 31  ω     88.00 178.00   1.00    1.25    --  111.00  48.00  56.90   90
 32  ω     83.00 178.00   1.00    1.25    --  111.00  68.00 159.27   95
 33  ω    147.00 178.00   1.00    1.25    --  111.00  70.00  76.82   31
 34  ω     90.00 126.00   1.00    1.25    --  111.00  45.00-150.00   36
 35  ω     85.00 176.00   1.00    1.25    --  111.00  61.00  30.00   91
 36  ω     85.00 120.00   1.00    1.25    --  111.00  61.00  60.00   35
 37  ω     32.00 102.00   1.00    1.25    --  111.00 -94.00-120.00   70
 38  ω     89.00 131.00   1.00    1.25    --  111.00  45.00 -30.00   42
 39  ω     85.00 111.00   1.00    1.25    --  111.00  61.00-150.00   26
 40  ω     85.00 112.00   1.00    1.25    --  111.00  61.00 150.00   27
 41  ω     85.00 118.00   1.00    1.25    --  111.00  61.00-120.00   33
 42  ω     86.00 112.00   1.00    1.25    --  111.00  61.00-180.00   26
 43  ω    139.00 177.00   1.00    1.25    --  111.00  61.00-180.00   38
 44  ω    143.00 176.00   1.00    1.25    --  111.00  68.00  90.17   33
 45  ω    134.00 177.00   1.00    1.25    --  111.00  61.00 120.00   43
 46  ω     85.00 123.00   1.00    1.25    --  111.00  61.00 120.00   38
 47  ω     89.00 115.00   1.00    1.25    --  111.00  45.00   0.00   26
 48  ω     83.00 110.00   1.00    1.25    --  111.00  68.00  90.17   27
 49  ω    123.00 158.00   1.00    1.25    --  111.00  59.00-136.53   35
 50  ω     32.00 107.00   1.00    1.25    --  111.00 -94.00-180.00   75
 51  ω     43.00 133.00   1.00    1.25    --  111.00 -61.00 -60.00   90
 52  ω    118.00 178.00   1.00    1.25    --  111.00  70.00 -41.27   60
 53  ω     83.00 109.00   1.00    1.25    --  111.00  70.00 -41.27   26
 54  ω     85.00 121.00   1.00    1.25    --  111.00  59.00-136.53   36
 55  ω     83.00 111.00   1.00    1.25    --  111.00  70.00  76.82   28
 56  ω     85.00 112.00   1.00    1.25    --  111.00  59.00  -4.83   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      -0.0424466000
_diffrn_orient_matrix_UB_12      -0.0451201000
_diffrn_orient_matrix_UB_13      -0.0996579000
_diffrn_orient_matrix_UB_21      0.1136090000
_diffrn_orient_matrix_UB_22      0.1389994000
_diffrn_orient_matrix_UB_23      -0.0107600000
_diffrn_orient_matrix_UB_31      0.1043698000
_diffrn_orient_matrix_UB_32      -0.0550864000
_diffrn_orient_matrix_UB_33      0.0103724000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\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         1.000
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.986
_reflns_number_gt                11792
_reflns_number_total             12689
_reflns_odcompleteness_completeness 99.76
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.104a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.104a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.104a (Rigaku OD, 2021)'
_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         0.416
_refine_diff_density_min         -0.290
_refine_diff_density_rms         0.048
_refine_ls_abs_structure_details 
;
 Refined as a perfect inversion twin.
;
_refine_ls_abs_structure_Flack   0.5
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1083
_refine_ls_number_reflns         12689
_refine_ls_number_restraints     548
_refine_ls_R_factor_all          0.0416
_refine_ls_R_factor_gt           0.0374
_refine_ls_restrained_S_all      1.018
_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)+(0.0484P)²+0.5138P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0938
_refine_ls_wR_factor_ref         0.0978
_refine_special_details          
;
The two solvent toluen molecules are disordered 
with different ratios, suitable restraints were applied.
Crysta was an 1:1 inversion twin.
The structure could not been refined in the centrosymmetric space
group P-1 reasonably, because the cations and the toluene molecules 
show hevy disorder in this space group,
the R1 value increases to ca. 20%. Non merohedral twinning could not been detected. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C60-C55 \\sim C56B-C55B
 with sigma of 0.02
 C60-C59 \\sim C56B-C57B
 with sigma of 0.02
 C56-C55 \\sim C60B-C55B
 with sigma of 0.02
 C56-C57 \\sim C60B-C59B
 with sigma of 0.02
 C55-C61 \\sim C55B-C61B
 with sigma of 0.02
 C58-C57 \\sim C58B-C59B
 with sigma of 0.02
 C58-C59 \\sim C58B-C57B
 with sigma of 0.02
 C60-C56 \\sim C56B-C60B
 with sigma of 0.04
 C60-C58 \\sim C56B-C58B
 with sigma of 0.04
 C60-C61 \\sim C56B-C61B
 with sigma of 0.04
 C56-C58 \\sim C60B-C58B
 with sigma of 0.04
 C56-C61 \\sim C60B-C61B
 with sigma of 0.04
 C55-C57 \\sim C55B-C59B
 with sigma of 0.04
 C55-C59 \\sim C55B-C57B
 with sigma of 0.04
 C65-C64 \\sim C65B-C66B
 with sigma of 0.02
 C65-C66 \\sim C65B-C64B
 with sigma of 0.02
 C67-C66 \\sim C63B-C64B
 with sigma of 0.02
 C67-C62 \\sim C63B-C62B
 with sigma of 0.02
 C64-C63 \\sim C66B-C67B
 with sigma of 0.02
 C63-C62 \\sim C67B-C62B
 with sigma of 0.02
 C62-C68 \\sim C62B-C68B
 with sigma of 0.02
 C65-C67 \\sim C65B-C63B
 with sigma of 0.04
 C65-C63 \\sim C65B-C67B
 with sigma of 0.04
 C67-C63 \\sim C63B-C67B
 with sigma of 0.04
 C67-C68 \\sim C63B-C68B
 with sigma of 0.04
 C64-C66 \\sim C66B-C64B
 with sigma of 0.04
 C64-C62 \\sim C66B-C62B
 with sigma of 0.04
 C63-C68 \\sim C67B-C68B
 with sigma of 0.04
 C66-C62 \\sim C64B-C62B
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
C63B \\sim C62B \\sim C67B \\sim C68B \\sim C64B \\sim C66B \\sim C65B: within
2A with sigma of 0.01 and sigma for terminal atoms of 0.02
C55B \\sim C56B \\sim C60B \\sim C61B \\sim C57B \\sim C59B \\sim C58B: within
2A with sigma of 0.01 and sigma for terminal atoms of 0.02
C62 \\sim C60 \\sim C59 \\sim C67 \\sim C57 \\sim C63 \\sim C56 \\sim C65 \\sim
C61 \\sim C64 \\sim C55 \\sim C68 \\sim C66 \\sim C58: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.2
Uanis(C56) \\sim Ueq, Uanis(C67B) \\sim Ueq, Uanis(C55) \\sim Ueq, Uanis(C64B)
\\sim Ueq, Uanis(C57) \\sim Ueq, Uanis(C59) \\sim Ueq, Uanis(C66B) \\sim Ueq,
Uanis(C58B) \\sim Ueq, Uanis(C67) \\sim Ueq, Uanis(C60B) \\sim Ueq, Uanis(C61B)
\\sim Ueq, Uanis(C55B) \\sim Ueq, Uanis(C56B) \\sim Ueq, Uanis(C64) \\sim Ueq,
Uanis(C57B) \\sim Ueq, Uanis(C68) \\sim Ueq, Uanis(C61) \\sim Ueq, Uanis(C63)
\\sim Ueq, Uanis(C60) \\sim Ueq, Uanis(C65B) \\sim Ueq, Uanis(C59B) \\sim Ueq,
Uanis(C68B) \\sim Ueq, Uanis(C66) \\sim Ueq, Uanis(C62) \\sim Ueq, Uanis(C62B)
\\sim Ueq, Uanis(C65) \\sim Ueq, Uanis(C63B) \\sim Ueq, Uanis(C58) \\sim Ueq:
with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 C57, C59B, C63B, C56, C65, C55, C63, C58, C64, C56B, C67B, C59, C66B, C60,
 C62, C55B, C61B, C57B, C66, C61, C68B, C58B, C64B, C60B, C65B, C67, C68, C62B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Others
 Sof(C55B)=Sof(C56B)=Sof(H56B)=Sof(C57B)=Sof(H57B)=Sof(C58B)=Sof(H58B)=
 Sof(C59B)=Sof(H59B)=Sof(C60B)=Sof(H60B)=Sof(C61B)=Sof(H61D)=Sof(H61E)=
 Sof(H61F)=1-FVAR(1)
 Sof(C55)=Sof(C56)=Sof(H56)=Sof(C57)=Sof(H57)=Sof(C58)=Sof(H58)=Sof(C59)=
 Sof(H59)=Sof(C60)=Sof(H60)=Sof(C61)=Sof(H61A)=Sof(H61B)=Sof(H61C)=FVAR(1)
 Sof(C62B)=Sof(C63B)=Sof(H63B)=Sof(C64B)=Sof(H64B)=Sof(C65B)=Sof(H65B)=
 Sof(C66B)=Sof(H66B)=Sof(C67B)=Sof(H67B)=Sof(C68B)=Sof(H68D)=Sof(H68E)=
 Sof(H68F)=1-FVAR(2)
 Sof(C62)=Sof(C63)=Sof(H63)=Sof(C64)=Sof(H64)=Sof(C65)=Sof(H65)=Sof(C66)=
 Sof(H66)=Sof(C67)=Sof(H67)=Sof(C68)=Sof(H68A)=Sof(H68B)=Sof(H68C)=FVAR(2)
6.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C11(H11A,H11B), C12(H12A,H12B),
 C13(H13A,H13B)
6.b Aromatic/amide H refined with riding coordinates:
 C56(H56), C57(H57), C58(H58), C59(H59), C60(H60), C56B(H56B), C57B(H57B),
 C58B(H58B), C59B(H59B), C60B(H60B), C63(H63), C64(H64), C65(H65), C66(H66),
 C67(H67), C63B(H63B), C64B(H64B), C65B(H65B), C66B(H66B), C67B(H67B)
6.c Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C15(H15A,
 H15B,H15C), C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C18(H18A,H18B,H18C),
 C61(H61A,H61B,H61C), C61B(H61D,H61E,H61F), C68(H68A,H68B,H68C), C68B(H68D,H68E,
 H68F)
;
_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
Cl1 Cl 1.10178(11) 0.72750(12) 1.00859(8) 0.0458(3) Uani 1 1 d . . . . .
Cl2 Cl 0.06984(11) 0.38381(12) 0.91795(7) 0.0438(3) Uani 1 1 d . . . . .
Cl3 Cl 0.47412(13) 0.52708(11) 0.36746(7) 0.0421(3) Uani 1 1 d . . . . .
F1 F 0.7478(3) 0.6739(2) 0.73569(16) 0.0350(6) Uani 1 1 d . . . . .
F2 F 0.9923(3) 0.8103(3) 0.8472(2) 0.0461(7) Uani 1 1 d . . . . .
F3 F 0.8805(3) 0.4530(3) 1.01511(15) 0.0351(6) Uani 1 1 d . . . . .
F4 F 0.6352(3) 0.3129(2) 0.90269(15) 0.0290(5) Uani 1 1 d . . . . .
F5 F 0.5511(3) 0.6137(2) 0.87632(16) 0.0322(5) Uani 1 1 d . . . . .
F6 F 0.3575(3) 0.6012(2) 0.95145(15) 0.0317(5) Uani 1 1 d . . . . .
F7 F 0.0422(3) 0.1698(3) 0.7866(2) 0.0506(8) Uani 1 1 d . . . . .
F8 F 0.2337(2) 0.1837(3) 0.70628(16) 0.0367(6) Uani 1 1 d . . . . .
F9 F 0.4041(3) 0.5691(2) 0.66877(15) 0.0307(5) Uani 1 1 d . . . . .
F10 F 0.3804(3) 0.6211(2) 0.50715(16) 0.0368(6) Uani 1 1 d . . . . .
F11 F 0.6060(3) 0.3724(3) 0.44936(16) 0.0407(6) Uani 1 1 d . . . . .
F12 F 0.6274(3) 0.3154(3) 0.61128(16) 0.0340(5) Uani 1 1 d . . . . .
C19 C 0.6788(4) 0.4829(4) 0.8109(2) 0.0238(8) Uani 1 1 d . . . . .
C20 C 0.7767(4) 0.6113(4) 0.8027(3) 0.0268(8) Uani 1 1 d . . . . .
C21 C 0.9058(4) 0.6858(4) 0.8610(3) 0.0315(9) Uani 1 1 d . . . . .
C22 C 0.9436(5) 0.6360(4) 0.9341(3) 0.0327(9) Uani 1 1 d . . . . .
C23 C 0.8493(4) 0.5080(4) 0.9454(2) 0.0275(8) Uani 1 1 d . . . . .
C24 C 0.7218(4) 0.4365(4) 0.8850(2) 0.0240(8) Uani 1 1 d . . . . .
C25 C 0.4055(4) 0.3958(4) 0.7906(2) 0.0222(7) Uani 1 1 d . . . . .
C26 C 0.4270(4) 0.4987(4) 0.8522(2) 0.0233(8) Uani 1 1 d . . . . .
C27 C 0.3268(4) 0.4961(4) 0.8919(2) 0.0247(8) Uani 1 1 d . . . . .
C28 C 0.1954(4) 0.3865(4) 0.8706(3) 0.0281(8) Uani 1 1 d . . . . .
C29 C 0.1689(4) 0.2807(5) 0.8087(3) 0.0324(9) Uani 1 1 d . . . . .
C30 C 0.2709(4) 0.2891(4) 0.7695(2) 0.0273(8) Uani 1 1 d . . . . .
C31 C 0.5112(4) 0.4340(3) 0.6482(2) 0.0216(7) Uani 1 1 d . . . . .
C32 C 0.4523(4) 0.5139(4) 0.6158(3) 0.0251(8) Uani 1 1 d . . . . .
C33 C 0.4403(4) 0.5437(4) 0.5319(3) 0.0271(8) Uani 1 1 d . . . . .
C34 C 0.4907(5) 0.4958(4) 0.4737(3) 0.0303(9) Uani 1 1 d . . . . .
C35 C 0.5527(5) 0.4190(4) 0.5031(3) 0.0279(8) Uani 1 1 d . . . . .
C36 C 0.5623(4) 0.3899(4) 0.5881(3) 0.0259(8) Uani 1 1 d . . . . .
B1 B 0.5239(4) 0.3932(4) 0.7460(3) 0.0204(8) Uani 1 1 d . . . . .
H1 H 0.508(4) 0.283(4) 0.740(2) 0.009(9) Uiso 1 1 d . . . . .
Cl4 Cl 0.41311(11) 0.56369(11) 0.14892(7) 0.0345(2) Uani 1 1 d . . . . .
Cl5 Cl 0.01694(11) 0.50584(11) 0.69539(6) 0.0377(2) Uani 1 1 d . . . . .
Cl6 Cl -0.62927(12) 0.23701(12) 0.06207(8) 0.0459(3) Uani 1 1 d . . . . .
F13 F -0.0641(3) 0.3499(2) 0.19936(18) 0.0358(6) Uani 1 1 d . . . . .
F14 F 0.1282(3) 0.3422(2) 0.13056(17) 0.0367(6) Uani 1 1 d . . . . .
F15 F 0.4345(3) 0.7995(3) 0.2517(3) 0.0657(11) Uani 1 1 d . . . . .
F16 F 0.2434(3) 0.8088(3) 0.3215(3) 0.0645(11) Uani 1 1 d . . . . .
F17 F 0.1001(3) 0.4408(3) 0.40092(15) 0.0351(6) Uani 1 1 d . . . . .
F18 F 0.1243(3) 0.4101(3) 0.56722(16) 0.0359(6) Uani 1 1 d . . . . .
F19 F -0.1150(3) 0.6541(3) 0.60003(17) 0.0436(7) Uani 1 1 d . . . . .
F20 F -0.1399(3) 0.6868(3) 0.43359(16) 0.0360(6) Uani 1 1 d . . . . .
F21 F -0.2580(3) 0.3217(2) 0.33347(15) 0.0339(6) Uani 1 1 d . . . . .
F22 F -0.5122(3) 0.1772(3) 0.23082(18) 0.0435(7) Uani 1 1 d . . . . .
F23 F -0.4073(3) 0.4983(3) 0.03610(16) 0.0405(6) Uani 1 1 d . . . . .
F24 F -0.1557(3) 0.6475(2) 0.13955(16) 0.0332(5) Uani 1 1 d . . . . .
C37 C 0.0772(4) 0.5816(4) 0.2624(2) 0.0249(8) Uani 1 1 d . . . . .
C38 C 0.0571(4) 0.4659(4) 0.2122(2) 0.0250(8) Uani 1 1 d . . . . .
C39 C 0.1560(4) 0.4594(4) 0.1756(2) 0.0247(8) Uani 1 1 d . . . . .
C40 C 0.2854(4) 0.5716(4) 0.1883(2) 0.0268(8) Uani 1 1 d . . . . .
C41 C 0.3098(4) 0.6878(4) 0.2372(3) 0.0349(10) Uani 1 1 d . . . . .
C42 C 0.2075(5) 0.6908(4) 0.2723(3) 0.0341(10) Uani 1 1 d . . . . .
C43 C -0.0198(4) 0.5673(4) 0.4082(2) 0.0256(8) Uani 1 1 d . . . . .
C44 C 0.0463(4) 0.4987(4) 0.4478(2) 0.0259(8) Uani 1 1 d . . . . .
C45 C 0.0600(4) 0.4800(4) 0.5348(2) 0.0265(8) Uani 1 1 d . . . . .
C46 C 0.0047(4) 0.5311(4) 0.5877(3) 0.0284(8) Uani 1 1 d . . . . .
C47 C -0.0612(5) 0.6012(4) 0.5511(3) 0.0305(9) Uani 1 1 d . . . . .
C48 C -0.0712(4) 0.6181(4) 0.4643(3) 0.0288(8) Uani 1 1 d . . . . .
C49 C -0.1962(4) 0.4949(4) 0.2448(2) 0.0251(8) Uani 1 1 d . . . . .
C50 C -0.2921(4) 0.3732(4) 0.2622(2) 0.0279(8) Uani 1 1 d . . . . .
C51 C -0.4244(5) 0.2944(4) 0.2080(3) 0.0328(9) Uani 1 1 d . . . . .
C52 C -0.4669(5) 0.3342(4) 0.1308(3) 0.0319(9) Uani 1 1 d . . . . .
C53 C -0.3727(5) 0.4538(5) 0.1107(3) 0.0306(9) Uani 1 1 d . . . . .
C54 C -0.2424(4) 0.5309(4) 0.1663(3) 0.0275(8) Uani 1 1 d . . . . .
B2 B -0.0376(5) 0.5932(4) 0.3057(3) 0.0242(9) Uani 1 1 d . . . . .
H2 H -0.010(5) 0.707(4) 0.306(3) 0.021(10) Uiso 1 1 d . . . . .
N1 N 0.5163(3) 0.0333(3) 0.8104(2) 0.0254(7) Uani 1 1 d . . . . .
H1A H 0.520(4) 0.109(4) 0.804(2) 0.006(8) Uiso 1 1 d . . . . .
H1B H 0.565(5) 0.048(5) 0.866(3) 0.031(12) Uiso 1 1 d . . . . .
C1 C 0.5895(4) 0.0045(4) 0.7471(2) 0.0285(8) Uani 1 1 d . . . . .
C2 C 0.4946(4) -0.0299(4) 0.6551(2) 0.0315(9) Uani 1 1 d . . . . .
H2A H 0.533317 -0.060962 0.613623 0.038 Uiso 1 1 calc R . . . .
H2B H 0.493353 0.053291 0.637764 0.038 Uiso 1 1 calc R . . . .
C3 C 0.3455(5) -0.1396(4) 0.6479(3) 0.0321(9) Uani 1 1 d . . . . .
H3A H 0.289124 -0.158690 0.587033 0.038 Uiso 1 1 calc R . . . .
H3B H 0.345116 -0.224287 0.663257 0.038 Uiso 1 1 calc R . . . .
C4 C 0.2826(4) -0.0922(4) 0.7096(3) 0.0293(9) Uani 1 1 d . . . . .
H4A H 0.185707 -0.163234 0.703478 0.035 Uiso 1 1 calc R . . . .
H4B H 0.280244 -0.009493 0.692273 0.035 Uiso 1 1 calc R . . . .
C5 C 0.3633(4) -0.0617(4) 0.8051(3) 0.0286(9) Uani 1 1 d . . . . .
C6 C 0.7239(4) 0.1382(5) 0.7582(3) 0.0364(10) Uani 1 1 d . . . . .
H6A H 0.701133 0.210893 0.744667 0.055 Uiso 1 1 calc GR . . . .
H6B H 0.776457 0.129158 0.718266 0.055 Uiso 1 1 calc GR . . . .
H6C H 0.779941 0.160134 0.818620 0.055 Uiso 1 1 calc GR . . . .
C7 C 0.6241(5) -0.1075(5) 0.7721(3) 0.0409(11) Uani 1 1 d . . . . .
H7A H 0.658941 -0.094360 0.835786 0.061 Uiso 1 1 calc GR . . . .
H7B H 0.695357 -0.104630 0.744047 0.061 Uiso 1 1 calc GR . . . .
H7C H 0.540271 -0.195692 0.752664 0.061 Uiso 1 1 calc GR . . . .
C8 C 0.3233(4) 0.0189(5) 0.8621(3) 0.0365(10) Uani 1 1 d . . . . .
H8A H 0.376185 0.035194 0.922953 0.055 Uiso 1 1 calc GR . . . .
H8B H 0.223699 -0.032511 0.858502 0.055 Uiso 1 1 calc GR . . . .
H8C H 0.344095 0.105814 0.841710 0.055 Uiso 1 1 calc GR . . . .
C9 C 0.3464(5) -0.1900(4) 0.8421(3) 0.0401(11) Uani 1 1 d . . . . .
H9A H 0.359636 -0.247449 0.800889 0.060 Uiso 1 1 calc GR . . . .
H9B H 0.253047 -0.239476 0.851370 0.060 Uiso 1 1 calc GR . . . .
H9C H 0.415715 -0.165569 0.898033 0.060 Uiso 1 1 calc GR . . . .
N2 N -0.0099(4) -0.0374(3) 0.3786(2) 0.0269(7) Uani 1 1 d . . . . .
H2C H -0.047(5) -0.033(4) 0.423(3) 0.022(11) Uiso 1 1 d . . . . .
H2D H -0.014(6) -0.118(7) 0.369(4) 0.057(17) Uiso 1 1 d . . . . .
C10 C 0.1445(4) 0.0633(4) 0.4170(2) 0.0279(8) Uani 1 1 d . . . . .
C11 C 0.2147(5) 0.0894(5) 0.3417(3) 0.0333(9) Uani 1 1 d . . . . .
H11A H 0.217029 0.006425 0.321064 0.040 Uiso 1 1 calc R . . . .
H11B H 0.311952 0.162437 0.363599 0.040 Uiso 1 1 calc R . . . .
C12 C 0.1417(5) 0.1303(6) 0.2640(3) 0.0420(11) Uani 1 1 d . . . . .
H12A H 0.191877 0.146548 0.217374 0.050 Uiso 1 1 calc R . . . .
H12B H 0.141094 0.214874 0.283040 0.050 Uiso 1 1 calc R . . . .
C13 C -0.0080(5) 0.0148(6) 0.2289(3) 0.0408(11) Uani 1 1 d . . . . .
H13A H -0.005283 -0.068254 0.208920 0.049 Uiso 1 1 calc R . . . .
H13B H -0.054518 0.039226 0.177596 0.049 Uiso 1 1 calc R . . . .
C14 C -0.0946(4) -0.0162(4) 0.2969(3) 0.0299(9) Uani 1 1 d . . . . .
C15 C 0.1616(5) 0.1893(4) 0.4665(3) 0.0351(9) Uani 1 1 d . . . . .
H15A H 0.256127 0.240039 0.504181 0.053 Uiso 1 1 calc GR . . . .
H15B H 0.094686 0.164206 0.502447 0.053 Uiso 1 1 calc GR . . . .
H15C H 0.144988 0.245943 0.424979 0.053 Uiso 1 1 calc GR . . . .
C16 C 0.1977(5) -0.0118(4) 0.4809(3) 0.0350(9) Uani 1 1 d . . . . .
H16A H 0.148252 -0.031632 0.527195 0.053 Uiso 1 1 calc GR . . . .
H16B H 0.297430 0.045202 0.506895 0.053 Uiso 1 1 calc GR . . . .
H16C H 0.181164 -0.096843 0.449231 0.053 Uiso 1 1 calc GR . . . .
C17 C -0.1260(5) 0.0968(5) 0.3183(3) 0.0372(10) Uani 1 1 d . . . . .
H17A H -0.163842 0.082500 0.369777 0.056 Uiso 1 1 calc GR . . . .
H17B H -0.194032 0.097535 0.268436 0.056 Uiso 1 1 calc GR . . . .
H17C H -0.040339 0.183829 0.330511 0.056 Uiso 1 1 calc GR . . . .
C18 C -0.2294(5) -0.1505(5) 0.2688(3) 0.0375(10) Uani 1 1 d . . . . .
H18A H -0.207843 -0.224316 0.259145 0.056 Uiso 1 1 calc GR . . . .
H18B H -0.287469 -0.146635 0.214501 0.056 Uiso 1 1 calc GR . . . .
H18C H -0.279376 -0.166733 0.314763 0.056 Uiso 1 1 calc GR . . . .
C55 C 0.6726(7) 1.0276(6) 0.4821(4) 0.0331(15) Uani 0.798(12) 1 d D U P A 1
C56 C 0.7935(8) 1.1323(6) 0.5354(4) 0.0346(17) Uani 0.798(12) 1 d D U P A 1
H56 H 0.807898 1.222614 0.537719 0.042 Uiso 0.798(12) 1 calc R . P A 1
C57 C 0.8932(8) 1.1068(7) 0.5850(4) 0.0417(17) Uani 0.798(12) 1 d D U P A 1
H57 H 0.975769 1.179952 0.620960 0.050 Uiso 0.798(12) 1 calc R . P A 1
C58 C 0.8754(8) 0.9788(8) 0.5834(5) 0.0429(17) Uani 0.798(12) 1 d D U P A 1
H58 H 0.945017 0.962668 0.618073 0.051 Uiso 0.798(12) 1 calc R . P A 1
C59 C 0.7545(8) 0.8711(6) 0.5306(5) 0.0396(15) Uani 0.798(12) 1 d D U P A 1
H59 H 0.741126 0.781160 0.529503 0.048 Uiso 0.798(12) 1 calc R . P A 1
C60 C 0.6549(8) 0.8952(6) 0.4802(5) 0.0335(17) Uani 0.798(12) 1 d D U P A 1
H60 H 0.573216 0.821775 0.443664 0.040 Uiso 0.798(12) 1 calc R . P A 1
C61 C 0.5612(7) 1.0526(6) 0.4286(4) 0.0419(16) Uani 0.798(12) 1 d D U P A 1
H61A H 0.562923 1.045804 0.366983 0.063 Uiso 0.798(12) 1 calc GR . P A 1
H61B H 0.577677 1.143541 0.449266 0.063 Uiso 0.798(12) 1 calc GR . P A 1
H61C H 0.470318 0.984940 0.434788 0.063 Uiso 0.798(12) 1 calc GR . P A 1
C55B C 0.810(3) 0.974(2) 0.5584(15) 0.038(5) Uani 0.202(12) 1 d D U P A 2
C56B C 0.689(3) 0.871(2) 0.5025(19) 0.038(6) Uani 0.202(12) 1 d D U P A 2
H56B H 0.673157 0.780285 0.499341 0.046 Uiso 0.202(12) 1 calc R . P A 2
C57B C 0.594(3) 0.899(2) 0.4525(17) 0.042(6) Uani 0.202(12) 1 d D U P A 2
H57B H 0.509741 0.827741 0.415928 0.050 Uiso 0.202(12) 1 calc R . P A 2
C58B C 0.621(3) 1.033(2) 0.456(2) 0.038(6) Uani 0.202(12) 1 d D U P A 2
H58B H 0.556949 1.053027 0.418244 0.045 Uiso 0.202(12) 1 calc R . P A 2
C59B C 0.734(3) 1.134(2) 0.5101(17) 0.035(5) Uani 0.202(12) 1 d D U P A 2
H59B H 0.744462 1.222763 0.516037 0.042 Uiso 0.202(12) 1 calc R . P A 2
C60B C 0.836(3) 1.107(2) 0.5579(19) 0.032(6) Uani 0.202(12) 1 d D U P A 2
H60B H 0.922331 1.179741 0.590016 0.039 Uiso 0.202(12) 1 calc R . P A 2
C61B C 0.909(3) 0.940(2) 0.6172(16) 0.044(7) Uani 0.202(12) 1 d D U P A 2
H61D H 0.958603 0.913762 0.582475 0.066 Uiso 0.202(12) 1 calc GR . P A 2
H61E H 0.857700 0.864766 0.646696 0.066 Uiso 0.202(12) 1 calc GR . P A 2
H61F H 0.976110 1.019492 0.660925 0.066 Uiso 0.202(12) 1 calc GR . P A 2
C62 C 0.7855(8) 0.9944(8) 1.0125(4) 0.0445(17) Uani 0.783(10) 1 d D U P B 1
C63 C 0.7877(9) 1.1174(9) 1.0203(7) 0.0376(18) Uani 0.783(10) 1 d D U P B 1
H63 H 0.859710 1.194142 1.005644 0.045 Uiso 0.783(10) 1 calc R . P B 1
C64 C 0.6850(7) 1.1304(7) 1.0496(4) 0.0353(15) Uani 0.783(10) 1 d D U P B 1
H64 H 0.687736 1.216105 1.054791 0.042 Uiso 0.783(10) 1 calc R . P B 1
C65 C 0.5809(6) 1.0226(6) 1.0710(4) 0.0379(15) Uani 0.783(10) 1 d D U P B 1
H65 H 0.511887 1.032805 1.091641 0.045 Uiso 0.783(10) 1 calc R . P B 1
C66 C 0.5765(8) 0.8985(7) 1.0623(4) 0.0459(19) Uani 0.783(10) 1 d D U P B 1
H66 H 0.503057 0.822377 1.076359 0.055 Uiso 0.783(10) 1 calc R . P B 1
C67 C 0.6785(13) 0.8827(9) 1.0331(10) 0.050(3) Uani 0.783(10) 1 d D U P B 1
H67 H 0.674753 0.796517 1.027370 0.060 Uiso 0.783(10) 1 calc R . P B 1
C68 C 0.9022(12) 0.9814(13) 0.9842(6) 0.086(4) Uani 0.783(10) 1 d D U P B 1
H68A H 0.900274 0.999326 0.923897 0.129 Uiso 0.783(10) 1 calc GR . P B 1
H68B H 0.888997 0.889397 0.987503 0.129 Uiso 0.783(10) 1 calc GR . P B 1
H68C H 0.991990 1.047014 1.022996 0.129 Uiso 0.783(10) 1 calc GR . P B 1
C62B C 0.622(2) 0.964(2) 1.0568(15) 0.041(5) Uani 0.217(10) 1 d D U P B 2
C63B C 0.652(4) 0.861(3) 1.037(3) 0.032(6) Uani 0.217(10) 1 d D U P B 2
H63B H 0.592071 0.770551 1.043453 0.038 Uiso 0.217(10) 1 calc R . P B 2
C64B C 0.7709(19) 0.8914(17) 1.0066(11) 0.031(5) Uani 0.217(10) 1 d D U P B 2
H64B H 0.791806 0.821028 0.993261 0.037 Uiso 0.217(10) 1 calc R . P B 2
C65B C 0.858(2) 1.0233(19) 0.9961(14) 0.038(5) Uani 0.217(10) 1 d D U P B 2
H65B H 0.940098 1.044641 0.977280 0.045 Uiso 0.217(10) 1 calc R . P B 2
C66B C 0.824(3) 1.119(3) 1.013(3) 0.043(6) Uani 0.217(10) 1 d D U P B 2
H66B H 0.882135 1.210093 1.006632 0.051 Uiso 0.217(10) 1 calc R . P B 2
C67B C 0.705(3) 1.089(2) 1.0411(18) 0.042(6) Uani 0.217(10) 1 d D U P B 2
H67B H 0.681108 1.158703 1.049314 0.050 Uiso 0.217(10) 1 calc R . P B 2
C68B C 0.492(3) 0.930(3) 1.093(2) 0.072(8) Uani 0.217(10) 1 d D U P B 2
H68D H 0.408674 0.861677 1.049918 0.109 Uiso 0.217(10) 1 calc GR . P B 2
H68E H 0.484540 1.012562 1.102382 0.109 Uiso 0.217(10) 1 calc GR . P B 2
H68F H 0.502309 0.894977 1.147858 0.109 Uiso 0.217(10) 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
Cl1 C22 1.719(4) . ?
Cl2 C28 1.715(4) . ?
Cl3 C34 1.720(4) . ?
F1 C20 1.359(5) . ?
F2 C21 1.345(5) . ?
F3 C23 1.347(5) . ?
F4 C24 1.362(4) . ?
F5 C26 1.356(4) . ?
F6 C27 1.344(4) . ?
F7 C29 1.352(5) . ?
F8 C30 1.363(4) . ?
F9 C32 1.355(5) . ?
F10 C33 1.348(5) . ?
F11 C35 1.348(5) . ?
F12 C36 1.357(5) . ?
C19 C20 1.387(5) . ?
C19 C24 1.386(6) . ?
C19 B1 1.630(6) . ?
C20 C21 1.384(6) . ?
C21 C22 1.377(6) . ?
C22 C23 1.385(6) . ?
C23 C24 1.385(5) . ?
C25 C26 1.380(5) . ?
C25 C30 1.387(5) . ?
C25 B1 1.638(6) . ?
C26 C27 1.386(5) . ?
C27 C28 1.376(6) . ?
C28 C29 1.388(6) . ?
C29 C30 1.378(6) . ?
C31 C32 1.395(6) . ?
C31 C36 1.388(5) . ?
C31 B1 1.627(5) . ?
C32 C33 1.376(6) . ?
C33 C34 1.384(6) . ?
C34 C35 1.376(6) . ?
C35 C36 1.391(5) . ?
B1 H1 1.16(4) . ?
Cl4 C40 1.711(4) . ?
Cl5 C46 1.725(4) . ?
Cl6 C52 1.717(4) . ?
F13 C38 1.350(5) . ?
F14 C39 1.341(4) . ?
F15 C41 1.347(5) . ?
F16 C42 1.352(4) . ?
F17 C44 1.359(4) . ?
F18 C45 1.342(5) . ?
F19 C47 1.344(5) . ?
F20 C48 1.359(5) . ?
F21 C50 1.352(5) . ?
F22 C51 1.351(5) . ?
F23 C53 1.352(5) . ?
F24 C54 1.373(5) . ?
C37 C38 1.396(5) . ?
C37 C42 1.380(6) . ?
C37 B2 1.631(6) . ?
C38 C39 1.381(6) . ?
C39 C40 1.382(6) . ?
C40 C41 1.373(6) . ?
C41 C42 1.386(6) . ?
C43 C44 1.380(6) . ?
C43 C48 1.385(6) . ?
C43 B2 1.645(6) . ?
C44 C45 1.388(5) . ?
C45 C46 1.386(6) . ?
C46 C47 1.376(6) . ?
C47 C48 1.382(6) . ?
C49 C50 1.379(6) . ?
C49 C54 1.393(6) . ?
C49 B2 1.646(6) . ?
C50 C51 1.388(6) . ?
C51 C52 1.384(7) . ?
C52 C53 1.374(6) . ?
C53 C54 1.379(6) . ?
B2 H2 1.16(4) . ?
N1 H1A 0.85(4) . ?
N1 H1B 0.90(5) . ?
N1 C1 1.529(5) . ?
N1 C5 1.529(5) . ?
C1 C2 1.528(5) . ?
C1 C6 1.532(6) . ?
C1 C7 1.522(6) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.531(6) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.523(6) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C5 1.525(5) . ?
C5 C8 1.521(6) . ?
C5 C9 1.523(6) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
N2 H2C 0.89(5) . ?
N2 H2D 0.89(7) . ?
N2 C10 1.535(5) . ?
N2 C14 1.534(5) . ?
C10 C11 1.526(6) . ?
C10 C15 1.503(6) . ?
C10 C16 1.539(6) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.537(6) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.538(7) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.540(6) . ?
C14 C17 1.509(6) . ?
C14 C18 1.527(6) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C55 C56 1.384(8) . ?
C55 C60 1.406(9) . ?
C55 C61 1.503(9) . ?
C56 H56 0.9500 . ?
C56 C57 1.376(10) . ?
C57 H57 0.9500 . ?
C57 C58 1.357(10) . ?
C58 H58 0.9500 . ?
C58 C59 1.394(10) . ?
C59 H59 0.9500 . ?
C59 C60 1.371(10) . ?
C60 H60 0.9500 . ?
C61 H61A 0.9800 . ?
C61 H61B 0.9800 . ?
C61 H61C 0.9800 . ?
C55B C56B 1.39(2) . ?
C55B C60B 1.39(2) . ?
C55B C61B 1.49(2) . ?
C56B H56B 0.9500 . ?
C56B C57B 1.36(3) . ?
C57B H57B 0.9500 . ?
C57B C58B 1.39(2) . ?
C58B H58B 0.9500 . ?
C58B C59B 1.33(2) . ?
C59B H59B 0.9500 . ?
C59B C60B 1.39(2) . ?
C60B H60B 0.9500 . ?
C61B H61D 0.9800 . ?
C61B H61E 0.9800 . ?
C61B H61F 0.9800 . ?
C62 C63 1.373(11) . ?
C62 C67 1.390(14) . ?
C62 C68 1.532(12) . ?
C63 H63 0.9500 . ?
C63 C64 1.389(10) . ?
C64 H64 0.9500 . ?
C64 C65 1.356(9) . ?
C65 H65 0.9500 . ?
C65 C66 1.373(10) . ?
C66 H66 0.9500 . ?
C66 C67 1.397(15) . ?
C67 H67 0.9500 . ?
C68 H68A 0.9800 . ?
C68 H68B 0.9800 . ?
C68 H68C 0.9800 . ?
C62B C63B 1.38(3) . ?
C62B C67B 1.36(2) . ?
C62B C68B 1.56(2) . ?
C63B H63B 0.9500 . ?
C63B C64B 1.41(3) . ?
C64B H64B 0.9500 . ?
C64B C65B 1.39(2) . ?
C65B H65B 0.9500 . ?
C65B C66B 1.34(3) . ?
C66B H66B 0.9500 . ?
C66B C67B 1.38(2) . ?
C67B H67B 0.9500 . ?
C68B H68D 0.9800 . ?
C68B H68E 0.9800 . ?
C68B H68F 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
C20 C19 B1 125.9(4) . . ?
C24 C19 C20 113.2(4) . . ?
C24 C19 B1 120.8(3) . . ?
F1 C20 C19 120.4(4) . . ?
F1 C20 C21 115.5(4) . . ?
C21 C20 C19 124.1(4) . . ?
F2 C21 C20 119.2(4) . . ?
F2 C21 C22 120.1(4) . . ?
C22 C21 C20 120.7(4) . . ?
C21 C22 Cl1 121.7(3) . . ?
C21 C22 C23 117.4(4) . . ?
C23 C22 Cl1 120.8(4) . . ?
F3 C23 C22 120.3(4) . . ?
F3 C23 C24 119.7(4) . . ?
C24 C23 C22 119.9(4) . . ?
F4 C24 C19 119.7(3) . . ?
F4 C24 C23 115.6(3) . . ?
C23 C24 C19 124.7(4) . . ?
C26 C25 C30 113.4(4) . . ?
C26 C25 B1 125.2(3) . . ?
C30 C25 B1 121.3(3) . . ?
F5 C26 C25 120.6(3) . . ?
F5 C26 C27 115.1(3) . . ?
C25 C26 C27 124.2(4) . . ?
F6 C27 C26 120.0(3) . . ?
F6 C27 C28 119.6(4) . . ?
C28 C27 C26 120.4(4) . . ?
C27 C28 Cl2 120.7(3) . . ?
C27 C28 C29 117.4(4) . . ?
C29 C28 Cl2 121.9(3) . . ?
F7 C29 C28 119.6(4) . . ?
F7 C29 C30 120.2(4) . . ?
C30 C29 C28 120.2(4) . . ?
F8 C30 C25 119.5(3) . . ?
F8 C30 C29 116.2(3) . . ?
C29 C30 C25 124.3(3) . . ?
C32 C31 B1 126.0(3) . . ?
C36 C31 C32 113.4(3) . . ?
C36 C31 B1 120.6(3) . . ?
F9 C32 C31 119.7(3) . . ?
F9 C32 C33 115.8(4) . . ?
C33 C32 C31 124.4(4) . . ?
F10 C33 C32 119.5(4) . . ?
F10 C33 C34 120.3(4) . . ?
C32 C33 C34 120.2(4) . . ?
C33 C34 Cl3 121.8(3) . . ?
C35 C34 Cl3 120.6(3) . . ?
C35 C34 C33 117.6(4) . . ?
F11 C35 C34 119.8(4) . . ?
F11 C35 C36 119.5(4) . . ?
C34 C35 C36 120.7(4) . . ?
F12 C36 C31 120.2(3) . . ?
F12 C36 C35 116.1(4) . . ?
C31 C36 C35 123.7(4) . . ?
C19 B1 C25 111.0(3) . . ?
C19 B1 H1 104.2(19) . . ?
C25 B1 H1 108.0(19) . . ?
C31 B1 C19 113.2(3) . . ?
C31 B1 C25 112.6(3) . . ?
C31 B1 H1 107.4(18) . . ?
C38 C37 B2 125.5(4) . . ?
C42 C37 C38 113.1(4) . . ?
C42 C37 B2 121.4(3) . . ?
F13 C38 C37 119.7(4) . . ?
F13 C38 C39 116.1(3) . . ?
C39 C38 C37 124.2(4) . . ?
F14 C39 C38 119.7(3) . . ?
F14 C39 C40 120.0(4) . . ?
C38 C39 C40 120.2(3) . . ?
C39 C40 Cl4 121.2(3) . . ?
C41 C40 Cl4 121.1(3) . . ?
C41 C40 C39 117.6(4) . . ?
F15 C41 C40 119.8(4) . . ?
F15 C41 C42 119.7(4) . . ?
C40 C41 C42 120.5(4) . . ?
F16 C42 C37 119.8(4) . . ?
F16 C42 C41 115.8(4) . . ?
C37 C42 C41 124.3(4) . . ?
C44 C43 C48 113.4(4) . . ?
C44 C43 B2 126.1(4) . . ?
C48 C43 B2 120.5(4) . . ?
F17 C44 C43 120.4(3) . . ?
F17 C44 C45 115.3(4) . . ?
C43 C44 C45 124.3(4) . . ?
F18 C45 C44 120.0(4) . . ?
F18 C45 C46 120.0(4) . . ?
C46 C45 C44 120.0(4) . . ?
C45 C46 Cl5 120.9(3) . . ?
C47 C46 Cl5 121.5(3) . . ?
C47 C46 C45 117.6(4) . . ?
F19 C47 C46 119.9(4) . . ?
F19 C47 C48 119.9(4) . . ?
C46 C47 C48 120.2(4) . . ?
F20 C48 C43 119.5(4) . . ?
F20 C48 C47 116.0(4) . . ?
C47 C48 C43 124.5(4) . . ?
C50 C49 C54 114.0(4) . . ?
C50 C49 B2 126.2(4) . . ?
C54 C49 B2 119.8(4) . . ?
F21 C50 C49 120.3(4) . . ?
F21 C50 C51 116.1(4) . . ?
C49 C50 C51 123.5(4) . . ?
F22 C51 C50 119.5(4) . . ?
F22 C51 C52 119.8(4) . . ?
C52 C51 C50 120.7(4) . . ?
C51 C52 Cl6 121.4(4) . . ?
C53 C52 Cl6 121.4(3) . . ?
C53 C52 C51 117.2(4) . . ?
F23 C53 C52 120.3(4) . . ?
F23 C53 C54 118.9(4) . . ?
C52 C53 C54 120.9(4) . . ?
F24 C54 C49 120.1(4) . . ?
F24 C54 C53 116.3(4) . . ?
C53 C54 C49 123.6(4) . . ?
C37 B2 C43 112.7(3) . . ?
C37 B2 C49 111.1(3) . . ?
C37 B2 H2 103(2) . . ?
C43 B2 C49 112.5(3) . . ?
C43 B2 H2 107(2) . . ?
C49 B2 H2 110(2) . . ?
H1A N1 H1B 103(4) . . ?
C1 N1 H1A 108(2) . . ?
C1 N1 H1B 111(3) . . ?
C5 N1 H1A 104(3) . . ?
C5 N1 H1B 108(3) . . ?
C5 N1 C1 121.3(3) . . ?
N1 C1 C6 104.2(3) . . ?
C2 C1 N1 107.1(3) . . ?
C2 C1 C6 111.4(4) . . ?
C7 C1 N1 110.9(3) . . ?
C7 C1 C2 113.0(3) . . ?
C7 C1 C6 109.8(4) . . ?
C1 C2 H2A 109.0 . . ?
C1 C2 H2B 109.0 . . ?
C1 C2 C3 113.1(3) . . ?
H2A C2 H2B 107.8 . . ?
C3 C2 H2A 109.0 . . ?
C3 C2 H2B 109.0 . . ?
C2 C3 H3A 109.7 . . ?
C2 C3 H3B 109.7 . . ?
H3A C3 H3B 108.2 . . ?
C4 C3 C2 109.8(3) . . ?
C4 C3 H3A 109.7 . . ?
C4 C3 H3B 109.7 . . ?
C3 C4 H4A 109.0 . . ?
C3 C4 H4B 109.0 . . ?
C3 C4 C5 112.8(4) . . ?
H4A C4 H4B 107.8 . . ?
C5 C4 H4A 109.0 . . ?
C5 C4 H4B 109.0 . . ?
C4 C5 N1 107.8(3) . . ?
C8 C5 N1 104.3(3) . . ?
C8 C5 C4 112.0(4) . . ?
C8 C5 C9 110.0(4) . . ?
C9 C5 N1 110.4(4) . . ?
C9 C5 C4 112.1(3) . . ?
C1 C6 H6A 109.5 . . ?
C1 C6 H6B 109.5 . . ?
C1 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C1 C7 H7A 109.5 . . ?
C1 C7 H7B 109.5 . . ?
C1 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C5 C9 H9A 109.5 . . ?
C5 C9 H9B 109.5 . . ?
C5 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
H2C N2 H2D 111(5) . . ?
C10 N2 H2C 102(3) . . ?
C10 N2 H2D 105(4) . . ?
C14 N2 H2C 107(3) . . ?
C14 N2 H2D 110(4) . . ?
C14 N2 C10 121.2(3) . . ?
N2 C10 C16 104.4(3) . . ?
C11 C10 N2 107.4(3) . . ?
C11 C10 C16 110.6(4) . . ?
C15 C10 N2 110.6(4) . . ?
C15 C10 C11 113.8(4) . . ?
C15 C10 C16 109.5(3) . . ?
C10 C11 H11A 108.9 . . ?
C10 C11 H11B 108.9 . . ?
C10 C11 C12 113.4(4) . . ?
H11A C11 H11B 107.7 . . ?
C12 C11 H11A 108.9 . . ?
C12 C11 H11B 108.9 . . ?
C11 C12 H12A 110.0 . . ?
C11 C12 H12B 110.0 . . ?
C11 C12 C13 108.5(4) . . ?
H12A C12 H12B 108.4 . . ?
C13 C12 H12A 110.0 . . ?
C13 C12 H12B 110.0 . . ?
C12 C13 H13A 108.8 . . ?
C12 C13 H13B 108.8 . . ?
C12 C13 C14 113.6(4) . . ?
H13A C13 H13B 107.7 . . ?
C14 C13 H13A 108.8 . . ?
C14 C13 H13B 108.8 . . ?
N2 C14 C13 106.5(3) . . ?
C17 C14 N2 110.9(3) . . ?
C17 C14 C13 112.0(4) . . ?
C17 C14 C18 109.9(4) . . ?
C18 C14 N2 104.6(3) . . ?
C18 C14 C13 112.6(4) . . ?
C10 C15 H15A 109.5 . . ?
C10 C15 H15B 109.5 . . ?
C10 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C10 C16 H16A 109.5 . . ?
C10 C16 H16B 109.5 . . ?
C10 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C14 C18 H18A 109.5 . . ?
C14 C18 H18B 109.5 . . ?
C14 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C56 C55 C60 118.2(6) . . ?
C56 C55 C61 121.5(6) . . ?
C60 C55 C61 120.3(6) . . ?
C55 C56 H56 119.7 . . ?
C57 C56 C55 120.6(6) . . ?
C57 C56 H56 119.7 . . ?
C56 C57 H57 119.5 . . ?
C58 C57 C56 121.1(6) . . ?
C58 C57 H57 119.4 . . ?
C57 C58 H58 120.2 . . ?
C57 C58 C59 119.7(7) . . ?
C59 C58 H58 120.2 . . ?
C58 C59 H59 120.1 . . ?
C60 C59 C58 119.8(6) . . ?
C60 C59 H59 120.1 . . ?
C55 C60 H60 119.7 . . ?
C59 C60 C55 120.6(6) . . ?
C59 C60 H60 119.7 . . ?
C55 C61 H61A 109.5 . . ?
C55 C61 H61B 109.5 . . ?
C55 C61 H61C 109.5 . . ?
H61A C61 H61B 109.5 . . ?
H61A C61 H61C 109.5 . . ?
H61B C61 H61C 109.5 . . ?
C56B C55B C60B 118(2) . . ?
C56B C55B C61B 120(2) . . ?
C60B C55B C61B 121(2) . . ?
C55B C56B H56B 119.4 . . ?
C57B C56B C55B 121(2) . . ?
C57B C56B H56B 119.4 . . ?
C56B C57B H57B 120.7 . . ?
C56B C57B C58B 119(2) . . ?
C58B C57B H57B 120.7 . . ?
C57B C58B H58B 118.9 . . ?
C59B C58B C57B 122(3) . . ?
C59B C58B H58B 118.9 . . ?
C58B C59B H59B 120.4 . . ?
C58B C59B C60B 119(2) . . ?
C60B C59B H59B 120.4 . . ?
C55B C60B C59B 120(2) . . ?
C55B C60B H60B 120.1 . . ?
C59B C60B H60B 120.1 . . ?
C55B C61B H61D 109.5 . . ?
C55B C61B H61E 109.5 . . ?
C55B C61B H61F 109.5 . . ?
H61D C61B H61E 109.5 . . ?
H61D C61B H61F 109.5 . . ?
H61E C61B H61F 109.5 . . ?
C63 C62 C67 119.2(9) . . ?
C63 C62 C68 120.4(9) . . ?
C67 C62 C68 120.3(9) . . ?
C62 C63 H63 119.8 . . ?
C62 C63 C64 120.3(8) . . ?
C64 C63 H63 119.8 . . ?
C63 C64 H64 119.5 . . ?
C65 C64 C63 121.1(7) . . ?
C65 C64 H64 119.5 . . ?
C64 C65 H65 120.4 . . ?
C64 C65 C66 119.2(7) . . ?
C66 C65 H65 120.4 . . ?
C65 C66 H66 119.5 . . ?
C65 C66 C67 120.9(8) . . ?
C67 C66 H66 119.5 . . ?
C62 C67 C66 119.2(8) . . ?
C62 C67 H67 120.4 . . ?
C66 C67 H67 120.4 . . ?
C62 C68 H68A 109.5 . . ?
C62 C68 H68B 109.5 . . ?
C62 C68 H68C 109.5 . . ?
H68A C68 H68B 109.5 . . ?
H68A C68 H68C 109.5 . . ?
H68B C68 H68C 109.5 . . ?
C63B C62B C68B 119(2) . . ?
C67B C62B C63B 118(2) . . ?
C67B C62B C68B 123(2) . . ?
C62B C63B H63B 120.2 . . ?
C62B C63B C64B 120(2) . . ?
C64B C63B H63B 120.2 . . ?
C63B C64B H64B 119.6 . . ?
C65B C64B C63B 121(2) . . ?
C65B C64B H64B 119.6 . . ?
C64B C65B H65B 121.0 . . ?
C66B C65B C64B 118(2) . . ?
C66B C65B H65B 121.0 . . ?
C65B C66B H66B 119.4 . . ?
C65B C66B C67B 121(3) . . ?
C67B C66B H66B 119.4 . . ?
C62B C67B C66B 122(2) . . ?
C62B C67B H67B 118.8 . . ?
C66B C67B H67B 118.8 . . ?
C62B C68B H68D 109.5 . . ?
C62B C68B H68E 109.5 . . ?
C62B C68B H68F 109.5 . . ?
H68D C68B H68E 109.5 . . ?
H68D C68B H68F 109.5 . . ?
H68E C68B H68F 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
Cl1 C22 C23 F3 -0.3(6) . . . . ?
Cl1 C22 C23 C24 179.4(3) . . . . ?
Cl2 C28 C29 F7 -2.2(6) . . . . ?
Cl2 C28 C29 C30 177.4(4) . . . . ?
Cl3 C34 C35 F11 2.7(6) . . . . ?
Cl3 C34 C35 C36 -177.9(3) . . . . ?
F1 C20 C21 F2 -1.1(6) . . . . ?
F1 C20 C21 C22 176.4(4) . . . . ?
F2 C21 C22 Cl1 -1.3(6) . . . . ?
F2 C21 C22 C23 179.0(4) . . . . ?
F3 C23 C24 F4 0.9(5) . . . . ?
F3 C23 C24 C19 -179.8(4) . . . . ?
F5 C26 C27 F6 -1.8(5) . . . . ?
F5 C26 C27 C28 178.0(4) . . . . ?
F6 C27 C28 Cl2 1.0(6) . . . . ?
F6 C27 C28 C29 180.0(4) . . . . ?
F7 C29 C30 F8 2.8(6) . . . . ?
F7 C29 C30 C25 -177.0(4) . . . . ?
F9 C32 C33 F10 -1.4(5) . . . . ?
F9 C32 C33 C34 177.9(3) . . . . ?
F10 C33 C34 Cl3 -2.3(6) . . . . ?
F10 C33 C34 C35 179.0(4) . . . . ?
F11 C35 C36 F12 0.5(5) . . . . ?
F11 C35 C36 C31 179.6(4) . . . . ?
C19 C20 C21 F2 -179.3(4) . . . . ?
C19 C20 C21 C22 -1.7(7) . . . . ?
C20 C19 C24 F4 178.6(3) . . . . ?
C20 C19 C24 C23 -0.6(6) . . . . ?
C20 C19 B1 C25 -103.4(4) . . . . ?
C20 C19 B1 C31 24.3(5) . . . . ?
C20 C21 C22 Cl1 -178.8(3) . . . . ?
C20 C21 C22 C23 1.5(6) . . . . ?
C21 C22 C23 F3 179.4(4) . . . . ?
C21 C22 C23 C24 -1.0(6) . . . . ?
C22 C23 C24 F4 -178.7(4) . . . . ?
C22 C23 C24 C19 0.5(6) . . . . ?
C24 C19 C20 F1 -176.9(3) . . . . ?
C24 C19 C20 C21 1.2(6) . . . . ?
C24 C19 B1 C25 73.1(4) . . . . ?
C24 C19 B1 C31 -159.2(4) . . . . ?
C25 C26 C27 F6 179.8(4) . . . . ?
C25 C26 C27 C28 -0.4(6) . . . . ?
C26 C25 C30 F8 176.8(4) . . . . ?
C26 C25 C30 C29 -3.4(6) . . . . ?
C26 C25 B1 C19 26.8(5) . . . . ?
C26 C25 B1 C31 -101.2(4) . . . . ?
C26 C27 C28 Cl2 -178.8(3) . . . . ?
C26 C27 C28 C29 0.2(6) . . . . ?
C27 C28 C29 F7 178.9(4) . . . . ?
C27 C28 C29 C30 -1.6(7) . . . . ?
C28 C29 C30 F8 -176.7(4) . . . . ?
C28 C29 C30 C25 3.4(7) . . . . ?
C30 C25 C26 F5 -176.4(4) . . . . ?
C30 C25 C26 C27 1.8(6) . . . . ?
C30 C25 B1 C19 -152.0(4) . . . . ?
C30 C25 B1 C31 80.0(4) . . . . ?
C31 C32 C33 F10 179.4(3) . . . . ?
C31 C32 C33 C34 -1.3(6) . . . . ?
C32 C31 C36 F12 177.5(3) . . . . ?
C32 C31 C36 C35 -1.6(5) . . . . ?
C32 C31 B1 C19 -101.7(4) . . . . ?
C32 C31 B1 C25 25.2(5) . . . . ?
C32 C33 C34 Cl3 178.4(3) . . . . ?
C32 C33 C34 C35 -0.3(6) . . . . ?
C33 C34 C35 F11 -178.6(4) . . . . ?
C33 C34 C35 C36 0.8(6) . . . . ?
C34 C35 C36 F12 -178.9(4) . . . . ?
C34 C35 C36 C31 0.2(6) . . . . ?
C36 C31 C32 F9 -177.0(3) . . . . ?
C36 C31 C32 C33 2.2(5) . . . . ?
C36 C31 B1 C19 77.8(4) . . . . ?
C36 C31 B1 C25 -155.3(3) . . . . ?
B1 C19 C20 F1 -0.2(6) . . . . ?
B1 C19 C20 C21 177.9(4) . . . . ?
B1 C19 C24 F4 1.7(5) . . . . ?
B1 C19 C24 C23 -177.5(4) . . . . ?
B1 C25 C26 F5 4.7(6) . . . . ?
B1 C25 C26 C27 -177.0(4) . . . . ?
B1 C25 C30 F8 -4.3(6) . . . . ?
B1 C25 C30 C29 175.5(4) . . . . ?
B1 C31 C32 F9 2.6(6) . . . . ?
B1 C31 C32 C33 -178.3(4) . . . . ?
B1 C31 C36 F12 -2.1(5) . . . . ?
B1 C31 C36 C35 178.8(3) . . . . ?
Cl4 C40 C41 F15 2.7(7) . . . . ?
Cl4 C40 C41 C42 -176.8(4) . . . . ?
Cl5 C46 C47 F19 1.4(6) . . . . ?
Cl5 C46 C47 C48 -179.0(3) . . . . ?
Cl6 C52 C53 F23 0.8(6) . . . . ?
Cl6 C52 C53 C54 -179.9(3) . . . . ?
F13 C38 C39 F14 -0.1(6) . . . . ?
F13 C38 C39 C40 -177.3(4) . . . . ?
F14 C39 C40 Cl4 -0.9(5) . . . . ?
F14 C39 C40 C41 -178.0(4) . . . . ?
F15 C41 C42 F16 -1.4(7) . . . . ?
F15 C41 C42 C37 -179.1(5) . . . . ?
F17 C44 C45 F18 0.7(5) . . . . ?
F17 C44 C45 C46 -177.9(3) . . . . ?
F18 C45 C46 Cl5 -0.1(5) . . . . ?
F18 C45 C46 C47 -179.5(4) . . . . ?
F19 C47 C48 F20 -1.5(6) . . . . ?
F19 C47 C48 C43 -179.8(4) . . . . ?
F21 C50 C51 F22 3.4(6) . . . . ?
F21 C50 C51 C52 -176.3(4) . . . . ?
F22 C51 C52 Cl6 -0.5(6) . . . . ?
F22 C51 C52 C53 -179.5(4) . . . . ?
F23 C53 C54 F24 -1.5(6) . . . . ?
F23 C53 C54 C49 179.7(4) . . . . ?
C37 C38 C39 F14 178.0(4) . . . . ?
C37 C38 C39 C40 0.7(6) . . . . ?
C38 C37 C42 F16 -178.1(4) . . . . ?
C38 C37 C42 C41 -0.5(7) . . . . ?
C38 C37 B2 C43 95.6(4) . . . . ?
C38 C37 B2 C49 -31.7(5) . . . . ?
C38 C39 C40 Cl4 176.3(3) . . . . ?
C38 C39 C40 C41 -0.8(6) . . . . ?
C39 C40 C41 F15 179.7(4) . . . . ?
C39 C40 C41 C42 0.2(7) . . . . ?
C40 C41 C42 F16 178.2(5) . . . . ?
C40 C41 C42 C37 0.4(8) . . . . ?
C42 C37 C38 F13 177.9(4) . . . . ?
C42 C37 C38 C39 -0.1(6) . . . . ?
C42 C37 B2 C43 -85.0(5) . . . . ?
C42 C37 B2 C49 147.7(4) . . . . ?
C43 C44 C45 F18 179.0(4) . . . . ?
C43 C44 C45 C46 0.4(6) . . . . ?
C44 C43 C48 F20 -179.4(4) . . . . ?
C44 C43 C48 C47 -1.1(6) . . . . ?
C44 C43 B2 C37 -21.8(5) . . . . ?
C44 C43 B2 C49 104.8(5) . . . . ?
C44 C45 C46 Cl5 178.5(3) . . . . ?
C44 C45 C46 C47 -0.9(6) . . . . ?
C45 C46 C47 F19 -179.2(4) . . . . ?
C45 C46 C47 C48 0.4(6) . . . . ?
C46 C47 C48 F20 179.0(4) . . . . ?
C46 C47 C48 C43 0.7(7) . . . . ?
C48 C43 C44 F17 178.8(3) . . . . ?
C48 C43 C44 C45 0.6(6) . . . . ?
C48 C43 B2 C37 157.1(4) . . . . ?
C48 C43 B2 C49 -76.4(5) . . . . ?
C49 C50 C51 F22 -179.2(4) . . . . ?
C49 C50 C51 C52 1.1(7) . . . . ?
C50 C49 C54 F24 -177.9(4) . . . . ?
C50 C49 C54 C53 0.8(6) . . . . ?
C50 C49 B2 C37 104.8(4) . . . . ?
C50 C49 B2 C43 -22.6(6) . . . . ?
C50 C51 C52 Cl6 179.1(3) . . . . ?
C50 C51 C52 C53 0.2(6) . . . . ?
C51 C52 C53 F23 179.8(4) . . . . ?
C51 C52 C53 C54 -0.9(6) . . . . ?
C52 C53 C54 F24 179.1(4) . . . . ?
C52 C53 C54 C49 0.4(6) . . . . ?
C54 C49 C50 F21 175.8(3) . . . . ?
C54 C49 C50 C51 -1.6(6) . . . . ?
C54 C49 B2 C37 -73.3(5) . . . . ?
C54 C49 B2 C43 159.4(4) . . . . ?
B2 C37 C38 F13 -2.7(6) . . . . ?
B2 C37 C38 C39 179.4(4) . . . . ?
B2 C37 C42 F16 2.4(7) . . . . ?
B2 C37 C42 C41 -180.0(4) . . . . ?
B2 C43 C44 F17 -2.3(6) . . . . ?
B2 C43 C44 C45 179.5(4) . . . . ?
B2 C43 C48 F20 1.7(6) . . . . ?
B2 C43 C48 C47 179.9(4) . . . . ?
B2 C49 C50 F21 -2.3(6) . . . . ?
B2 C49 C50 C51 -179.7(4) . . . . ?
B2 C49 C54 F24 0.4(5) . . . . ?
B2 C49 C54 C53 179.1(4) . . . . ?
N1 C1 C2 C3 -51.1(5) . . . . ?
C1 N1 C5 C4 -47.5(5) . . . . ?
C1 N1 C5 C8 -166.7(4) . . . . ?
C1 N1 C5 C9 75.2(4) . . . . ?
C1 C2 C3 C4 60.1(5) . . . . ?
C2 C3 C4 C5 -59.8(4) . . . . ?
C3 C4 C5 N1 51.1(4) . . . . ?
C3 C4 C5 C8 165.2(3) . . . . ?
C3 C4 C5 C9 -70.6(5) . . . . ?
C5 N1 C1 C2 47.4(5) . . . . ?
C5 N1 C1 C6 165.6(4) . . . . ?
C5 N1 C1 C7 -76.4(5) . . . . ?
C6 C1 C2 C3 -164.5(4) . . . . ?
C7 C1 C2 C3 71.4(5) . . . . ?
N2 C10 C11 C12 51.8(5) . . . . ?
C10 N2 C14 C13 48.3(5) . . . . ?
C10 N2 C14 C17 -73.9(5) . . . . ?
C10 N2 C14 C18 167.7(4) . . . . ?
C10 C11 C12 C13 -60.0(5) . . . . ?
C11 C12 C13 C14 60.5(6) . . . . ?
C12 C13 C14 N2 -52.3(5) . . . . ?
C12 C13 C14 C17 69.1(5) . . . . ?
C12 C13 C14 C18 -166.4(4) . . . . ?
C14 N2 C10 C11 -48.3(5) . . . . ?
C14 N2 C10 C15 76.4(5) . . . . ?
C14 N2 C10 C16 -165.8(4) . . . . ?
C15 C10 C11 C12 -71.0(5) . . . . ?
C16 C10 C11 C12 165.2(4) . . . . ?
C55 C56 C57 C58 -0.3(10) . . . . ?
C56 C55 C60 C59 0.6(10) . . . . ?
C56 C57 C58 C59 0.1(10) . . . . ?
C57 C58 C59 C60 0.5(10) . . . . ?
C58 C59 C60 C55 -0.9(10) . . . . ?
C60 C55 C56 C57 0.0(10) . . . . ?
C61 C55 C56 C57 178.8(6) . . . . ?
C61 C55 C60 C59 -178.2(6) . . . . ?
C55B C56B C57B C58B 2(5) . . . . ?
C56B C55B C60B C59B 8(4) . . . . ?
C56B C57B C58B C59B -4(4) . . . . ?
C57B C58B C59B C60B 7(4) . . . . ?
C58B C59B C60B C55B -9(4) . . . . ?
C60B C55B C56B C57B -4(4) . . . . ?
C61B C55B C56B C57B 176(3) . . . . ?
C61B C55B C60B C59B -172(2) . . . . ?
C62 C63 C64 C65 0.0(13) . . . . ?
C63 C62 C67 C66 -0.7(16) . . . . ?
C63 C64 C65 C66 -0.8(10) . . . . ?
C64 C65 C66 C67 0.9(11) . . . . ?
C65 C66 C67 C62 -0.1(16) . . . . ?
C67 C62 C63 C64 0.8(14) . . . . ?
C68 C62 C63 C64 -177.2(7) . . . . ?
C68 C62 C67 C66 177.3(9) . . . . ?
C62B C63B C64B C65B 0(6) . . . . ?
C63B C62B C67B C66B -6(5) . . . . ?
C63B C64B C65B C66B -2(4) . . . . ?
C64B C65B C66B C67B 0(5) . . . . ?
C65B C66B C67B C62B 4(6) . . . . ?
C67B C62B C63B C64B 4(6) . . . . ?
C68B C62B C63B C64B -178(3) . . . . ?
C68B C62B C67B C66B 177(3) . . . . ?

_olex2_date_sample_data_collection 2021-04-20
_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 1.411
_oxdiff_exptl_absorpt_empirical_full_min 0.786
####################################################################### 
# 
# 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_compound8
_database_code_depnum_ccdc_archive 'CCDC 2149941'
loop_
_audit_author_name
_audit_author_address
'Hans-Georg Stammler'
;University of Bielefeld, Department of Chemistry, Inorganic and Structural Chemistry
Germany
;
_audit_update_record             
;
2022-02-03 deposited with the CCDC.	2022-04-21 downloaded from the CCDC.
;

# was becker26_cu

_audit_creation_date             2021-08-03
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
christian.becker@uni-bielefeld.de
?
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H4 B2 Cl4 F16'
_chemical_formula_sum            'C30 H4 B2 Cl4 F16'
_chemical_formula_weight         831.75
_chemical_melting_point          ?
_chemical_oxdiff_formula         C30H4B2Cl4F16
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'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.6373(3)
_cell_length_b                   12.0380(3)
_cell_length_c                   13.5971(4)
_cell_angle_alpha                106.375(2)
_cell_angle_beta                 93.576(2)
_cell_angle_gamma                115.075(3)
_cell_volume                     1479.57(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    16846
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      76.3020
_cell_measurement_theta_min      3.4160
_shelx_estimated_absorpt_T_max   0.761
_shelx_estimated_absorpt_T_min   0.325
_exptl_absorpt_coefficient_mu    4.827
_exptl_absorpt_correction_T_max  0.870
_exptl_absorpt_correction_T_min  0.448
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.104a (Rigaku Oxford Diffraction, 2021)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
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_primary    colourless
_exptl_crystal_density_diffrn    1.867
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             812
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
4 -2 -7 0.0286
-4 2 7 0.0286
1 0 0 0.0513
-1 0 0 0.0721
1 1 0 0.0603
-1 -1 0 0.0892
0 1 0 0.0775
0 -1 0 0.0946
-1 1 0 0.1114
1 -1 0 0.0800

_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.06
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
3.6849 -2.2684 -7.0592 0.4194 0.8807 0.2202
-3.6849 2.2684 7.0592 -0.4194 -0.8807 -0.2202
0.9997 0.0001 0.0001 -0.0402 0.0298 0.1556
-0.9997 -0.0001 -0.0001 0.0402 -0.0298 -0.1556
0.9998 0.9996 0.0004 -0.1864 0.0302 0.1905
-0.9998 -0.9996 -0.0004 0.1864 -0.0302 -0.1905
0.0001 0.9995 0.0003 -0.1461 0.0004 0.0349
-0.0001 -0.9995 -0.0003 0.1461 -0.0004 -0.0349
-0.9997 0.9995 0.0002 -0.1059 -0.0293 -0.1207
0.9997 -0.9995 -0.0002 0.1059 0.0293 0.1207

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0229
_diffrn_reflns_av_unetI/netI     0.0173
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            25319
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.363
_diffrn_reflns_theta_min         3.465
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3114
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -58.00  33.00   1.00    1.00    --  -38.50  37.00 150.00   91
  2  ω    -59.00  33.00   1.00    1.00    --  -38.50  37.00 -30.00   92
  3  ω   -115.00  -9.00   1.00    1.00    --  -38.50 -19.00 150.00  106
  4  ω     71.00  98.00   1.00    1.00    --   42.70  57.00   0.00   27
  5  ω     12.00  41.00   1.00    1.00    --   42.70  80.00  11.26   29
  6  ω     12.00  37.00   1.00    1.00    --   42.70  79.00  46.95   25
  7  ω     13.00  40.00   1.00    1.00    --   42.70  78.00-132.98   27
  8  ω     12.00  73.00   1.00    1.00    --   42.70 -99.00  19.00   61
  9  ω     24.00  66.00   1.00    1.00    --   42.70  57.00-180.00   42
 10  ω     43.00  87.00   1.00    1.00    --   42.70-125.00-150.00   44
 11  ω     19.00  44.00   1.00    1.00    --   42.70  57.00   0.00   25
 12  ω     21.00  46.00   1.00    1.00    --   42.70  57.00 -90.00   25
 13  ω     49.00  93.00   1.00    1.00    --   42.70  57.00  90.00   44
 14  ω     31.00 114.00   1.00    1.00    --   42.70  37.00   0.00   83
 15  ω     49.00 105.00   1.00    1.00    --   42.70  57.00 -90.00   56
 16  ω     18.00  45.00   1.00    1.00    --   42.70  57.00  90.00   27
 17  ω     14.00  42.00   1.00    1.00    --   42.70  81.00 141.97   28
 18  ω     14.00  41.00   1.00    1.00    --   42.70  79.00 -72.91   27
 19  ω     11.00  37.00   1.00    1.00    --   42.70  82.00  98.29   26
 20  ω    -27.00  30.00   1.00    1.00    --   42.70 -37.00-180.00   57
 21  ω     84.00 110.00   1.00    1.50    --  111.00  63.00  60.02   26
 22  ω    122.00 177.00   1.00    1.50    --  111.00  70.00 157.72   55
 23  ω    133.00 162.00   1.00    1.50    --  111.00  53.00  27.69   29
 24  ω     85.00 112.00   1.00    1.50    --  111.00  61.00 -60.00   27
 25  ω     91.00 117.00   1.00    1.50    --  111.00  45.00 150.00   26
 26  ω     83.00 119.00   1.00    1.50    --  111.00  70.00 157.72   36
 27  ω     90.00 129.00   1.00    1.50    --  111.00  45.00-120.00   39
 28  ω     85.00 111.00   1.00    1.50    --  111.00  61.00-120.00   26
 29  ω    115.00 177.00   1.00    1.50    --  111.00  61.00-120.00   62
 30  ω     85.00 111.00   1.00    1.50    --  111.00  61.00 120.00   26
 31  ω     90.00 119.00   1.00    1.50    --  111.00  45.00 -90.00   29
 32  ω    141.00 169.00   1.00    1.50    --  111.00  60.00  -9.08   28
 33  ω     87.00 128.00   1.00    1.50    --  111.00  53.00  27.69   41
 34  ω    132.00 178.00   1.00    1.50    --  111.00  60.00  70.29   46
 35  ω     33.00 104.00   1.00    1.50    --  111.00 -94.00-120.00   71
 36  ω    117.00 178.00   1.00    1.50    --  111.00  45.00 -60.00   61
 37  ω     85.00 111.00   1.00    1.50    --  111.00  60.00  -9.08   26
 38  ω     86.00 111.00   1.00    1.50    --  111.00  61.00-150.00   25
 39  ω     89.00 123.00   1.00    1.50    --  111.00  45.00 -30.00   34
 40  ω    143.00 177.00   1.00    1.50    --  111.00  62.00  41.00   34
 41  ω    144.00 178.00   1.00    1.50    --  111.00  62.00-161.14   34
 42  ω     89.00 116.00   1.00    1.50    --  111.00  45.00 -60.00   27
 43  ω     86.00 111.00   1.00    1.50    --  111.00  61.00   0.00   25
 44  ω     40.00  67.00   1.00    1.50    --  111.00 -77.00 -90.00   27
 45  ω    101.00 140.00   1.00    1.50    --  111.00 -77.00 -90.00   39
 46  ω     37.00 105.00   1.00    1.50    --  111.00 -94.00-180.00   68
 47  ω     45.00 133.00   1.00    1.50    --  111.00 -61.00  30.00   88
 48  ω     86.00 113.00   1.00    1.50    --  111.00  61.00  30.00   27
 49  ω    125.00 178.00   1.00    1.50    --  111.00  61.00  30.00   53
 50  ω     89.00 128.00   1.00    1.50    --  111.00  45.00-150.00   39
 51  ω     85.00 122.00   1.00    1.50    --  111.00  62.00  41.00   37
 52  ω     86.00 111.00   1.00    1.50    --  111.00  61.00 -30.00   25
 53  ω     85.00 111.00   1.00    1.50    --  111.00  61.00 150.00   26
 54  ω    142.00 178.00   1.00    1.50    --  111.00  61.00-180.00   36
 55  ω     85.00 112.00   1.00    1.50    --  111.00  61.00 -90.00   27
 56  ω     85.00 118.00   1.00    1.50    --  111.00  61.00-180.00   33
 57  ω     88.00 113.00   1.00    1.50    --  111.00-125.00-180.00   25
 58  ω     43.00  70.00   1.00    1.50    --  111.00-125.00-180.00   27
 59  ω     42.00 110.00   1.00    1.50    --  111.00-125.00   0.00   68
 60  ω     36.00  64.00   1.00    1.50    --  111.00 -99.00  19.00   28
 61  ω     81.00 106.00   1.00    1.50    --  111.00 -99.00  19.00   25
 62  ω    116.00 170.00   1.00    1.50    --  111.00  61.00 120.00   54
 63  ω     85.00 122.00   1.00    1.50    --  111.00  61.00 100.50   37
 64  ω     85.00 120.00   1.00    1.50    --  111.00  60.00  85.96   35
 65  ω     86.00 113.00   1.00    1.50    --  111.00  62.00-161.14   27
 66  ω     86.00 120.00   1.00    1.50    --  111.00  60.00  70.29   34
 67  ω     85.00 178.00   1.00    1.50    --  111.00  65.00 -29.97   93
;
_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      -0.0402254000
_diffrn_orient_matrix_UB_12      -0.1461946000
_diffrn_orient_matrix_UB_13      -0.0334290000
_diffrn_orient_matrix_UB_21      0.0297981000
_diffrn_orient_matrix_UB_22      0.0004699000
_diffrn_orient_matrix_UB_23      -0.1093530000
_diffrn_orient_matrix_UB_31      0.1556634000
_diffrn_orient_matrix_UB_32      0.0349068000
_diffrn_orient_matrix_UB_33      0.0388392000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\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                5631
_reflns_number_total             6101
_reflns_odcompleteness_completeness 99.69
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_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 1.171.41.104a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.104a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.104a (Rigaku OD, 2021)'
_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         0.489
_refine_diff_density_min         -0.313
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     485
_refine_ls_number_reflns         6101
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0298
_refine_ls_R_factor_gt           0.0270
_refine_ls_restrained_S_all      1.028
_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)+(0.0338P)²+0.7973P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0685
_refine_ls_wR_factor_ref         0.0704
_refine_special_details          'Hydrogen atoms were refined isotropically.'
_olex2_refinement_description    
;
;
_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
Cl1 Cl 1.02015(5) 1.07891(4) 0.67807(4) 0.03691(11) Uani 1 1 d . . . . .
Cl2 Cl 0.55908(5) 0.06890(4) 0.38745(3) 0.03580(10) Uani 1 1 d . . . . .
Cl3 Cl 0.25063(4) -0.17611(3) 0.91330(3) 0.02538(9) Uani 1 1 d . . . . .
Cl4 Cl 0.15792(4) 0.45211(4) 0.58453(3) 0.03254(10) Uani 1 1 d . . . . .
F1 F 1.00613(11) 0.64782(9) 0.65124(7) 0.0294(2) Uani 1 1 d . . . . .
F2 F 1.10442(11) 0.86989(10) 0.60862(8) 0.0374(2) Uani 1 1 d . . . . .
F3 F 0.81165(12) 0.99755(9) 0.80803(10) 0.0396(3) Uani 1 1 d . . . . .
F4 F 0.70948(11) 0.77481(9) 0.84854(8) 0.0341(2) Uani 1 1 d . . . . .
F5 F 0.86329(9) 0.35341(9) 0.74566(6) 0.02337(18) Uani 1 1 d . . . . .
F6 F 0.76078(11) 0.13698(9) 0.57948(7) 0.0306(2) Uani 1 1 d . . . . .
F7 F 0.50107(11) 0.29313(10) 0.41336(7) 0.0322(2) Uani 1 1 d . . . . .
F8 F 0.60297(10) 0.51028(8) 0.58030(7) 0.02533(19) Uani 1 1 d . . . . .
F9 F 0.38462(10) 0.17758(8) 0.64111(7) 0.02445(19) Uani 1 1 d . . . . .
F10 F 0.21149(10) 0.22317(9) 0.52575(7) 0.0300(2) Uani 1 1 d . . . . .
F11 F 0.35075(11) 0.62987(9) 0.78781(7) 0.0300(2) Uani 1 1 d . . . . .
F12 F 0.51990(9) 0.58300(8) 0.90543(6) 0.02212(18) Uani 1 1 d . . . . .
F13 F 0.66591(9) 0.16103(8) 0.83025(7) 0.02304(18) Uani 1 1 d . . . . .
F14 F 0.53106(10) -0.06860(8) 0.85919(7) 0.02536(19) Uani 1 1 d . . . . .
F15 F 0.14903(9) 0.01965(9) 0.93313(7) 0.02519(19) Uani 1 1 d . . . . .
F16 F 0.28064(9) 0.24712(8) 0.90152(7) 0.02333(18) Uani 1 1 d . . . . .
C1 C 0.79744(15) 0.56104(13) 0.88248(11) 0.0167(3) Uani 1 1 d . . . . .
C2 C 0.70836(15) 0.45050(13) 0.90925(10) 0.0165(3) Uani 1 1 d . . . . .
C3 C 0.75031(15) 0.44460(14) 1.00639(11) 0.0182(3) Uani 1 1 d . . . . .
H3 H 0.6906(18) 0.3717(17) 1.0257(13) 0.016(4) Uiso 1 1 d . . . . .
C4 C 0.87200(16) 0.54453(15) 1.07829(11) 0.0211(3) Uani 1 1 d . . . . .
H4 H 0.897(2) 0.5365(18) 1.1443(15) 0.025(5) Uiso 1 1 d . . . . .
C5 C 0.95372(16) 0.65515(14) 1.05527(11) 0.0210(3) Uani 1 1 d . . . . .
H5 H 1.036(2) 0.7261(18) 1.1044(14) 0.022(4) Uiso 1 1 d . . . . .
C6 C 0.91537(16) 0.66278(14) 0.95819(11) 0.0195(3) Uani 1 1 d . . . . .
H6 H 0.9728(19) 0.7394(18) 0.9415(14) 0.021(4) Uiso 1 1 d . . . . .
C7 C 0.85261(15) 0.70197(14) 0.75068(11) 0.0190(3) Uani 1 1 d . . . . .
C8 C 0.95418(16) 0.73238(14) 0.68976(11) 0.0206(3) Uani 1 1 d . . . . .
C9 C 1.00710(16) 0.84701(15) 0.66784(12) 0.0242(3) Uani 1 1 d . . . . .
C10 C 0.95895(16) 0.93760(14) 0.70660(12) 0.0241(3) Uani 1 1 d . . . . .
C11 C 0.85894(17) 0.91117(15) 0.76829(13) 0.0252(3) Uani 1 1 d . . . . .
C12 C 0.80864(16) 0.79597(14) 0.78969(12) 0.0228(3) Uani 1 1 d . . . . .
C13 C 0.73420(15) 0.43964(13) 0.67136(10) 0.0177(3) Uani 1 1 d . . . . .
C14 C 0.77040(15) 0.34024(14) 0.66598(11) 0.0189(3) Uani 1 1 d . . . . .
C15 C 0.71994(17) 0.22755(14) 0.57943(12) 0.0220(3) Uani 1 1 d . . . . .
C16 C 0.62706(17) 0.20943(15) 0.49351(11) 0.0239(3) Uani 1 1 d . . . . .
C17 C 0.58987(17) 0.30703(15) 0.49533(11) 0.0224(3) Uani 1 1 d . . . . .
C18 C 0.64450(16) 0.41936(14) 0.58186(11) 0.0196(3) Uani 1 1 d . . . . .
C19 C 0.46229(15) 0.38029(13) 0.77676(11) 0.0172(3) Uani 1 1 d . . . . .
C20 C 0.44985(15) 0.49457(13) 0.80989(11) 0.0184(3) Uani 1 1 d . . . . .
C21 C 0.36008(17) 0.51901(14) 0.75083(12) 0.0213(3) Uani 1 1 d . . . . .
C22 C 0.27654(16) 0.42702(15) 0.65511(12) 0.0222(3) Uani 1 1 d . . . . .
C23 C 0.28832(16) 0.31269(14) 0.61899(11) 0.0212(3) Uani 1 1 d . . . . .
C24 C 0.37772(16) 0.29064(13) 0.67962(11) 0.0191(3) Uani 1 1 d . . . . .
C25 C 0.47889(15) 0.21315(13) 0.86489(10) 0.0168(3) Uani 1 1 d . . . . .
C26 C 0.53840(15) 0.12905(13) 0.85652(11) 0.0179(3) Uani 1 1 d . . . . .
C27 C 0.46966(16) 0.00935(13) 0.87011(11) 0.0190(3) Uani 1 1 d . . . . .
C28 C 0.33744(15) -0.02894(13) 0.89553(11) 0.0191(3) Uani 1 1 d . . . . .
C29 C 0.27610(15) 0.05376(14) 0.90661(11) 0.0193(3) Uani 1 1 d . . . . .
C30 C 0.34532(15) 0.17086(13) 0.89012(11) 0.0179(3) Uani 1 1 d . . . . .
B1 B 0.79017(17) 0.56747(15) 0.77034(12) 0.0178(3) Uani 1 1 d . . . . .
B2 B 0.55626(17) 0.34886(15) 0.84806(11) 0.0167(3) Uani 1 1 d . . . . .


_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
Cl1 C10 1.7126(15) . ?
Cl2 C16 1.7094(15) . ?
Cl3 C28 1.7125(14) . ?
Cl4 C22 1.7145(15) . ?
F1 C8 1.3521(17) . ?
F2 C9 1.3354(17) . ?
F3 C11 1.3366(18) . ?
F4 C12 1.3454(17) . ?
F5 C14 1.3461(16) . ?
F6 C15 1.3339(17) . ?
F7 C17 1.3385(17) . ?
F8 C18 1.3473(16) . ?
F9 C24 1.3488(16) . ?
F10 C23 1.3381(17) . ?
F11 C21 1.3355(17) . ?
F12 C20 1.3428(16) . ?
F13 C26 1.3457(16) . ?
F14 C27 1.3350(16) . ?
F15 C29 1.3414(16) . ?
F16 C30 1.3449(16) . ?
C1 C2 1.4313(19) . ?
C1 C6 1.400(2) . ?
C1 B1 1.547(2) . ?
C2 C3 1.3983(19) . ?
C2 B2 1.545(2) . ?
C3 H3 0.960(18) . ?
C3 C4 1.392(2) . ?
C4 H4 0.963(19) . ?
C4 C5 1.384(2) . ?
C5 H5 0.953(19) . ?
C5 C6 1.397(2) . ?
C6 H6 0.966(19) . ?
C7 C8 1.391(2) . ?
C7 C12 1.386(2) . ?
C7 B1 1.578(2) . ?
C8 C9 1.380(2) . ?
C9 C10 1.383(2) . ?
C10 C11 1.383(2) . ?
C11 C12 1.383(2) . ?
C13 C14 1.389(2) . ?
C13 C18 1.393(2) . ?
C13 B1 1.578(2) . ?
C14 C15 1.385(2) . ?
C15 C16 1.385(2) . ?
C16 C17 1.384(2) . ?
C17 C18 1.379(2) . ?
C19 C20 1.3875(19) . ?
C19 C24 1.394(2) . ?
C19 B2 1.578(2) . ?
C20 C21 1.385(2) . ?
C21 C22 1.385(2) . ?
C22 C23 1.387(2) . ?
C23 C24 1.376(2) . ?
C25 C26 1.388(2) . ?
C25 C30 1.393(2) . ?
C25 B2 1.579(2) . ?
C26 C27 1.385(2) . ?
C27 C28 1.382(2) . ?
C28 C29 1.385(2) . ?
C29 C30 1.378(2) . ?

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
C2 C1 B1 124.85(12) . . ?
C6 C1 C2 118.36(13) . . ?
C6 C1 B1 115.86(12) . . ?
C1 C2 B2 124.60(13) . . ?
C3 C2 C1 118.22(13) . . ?
C3 C2 B2 116.26(12) . . ?
C2 C3 H3 118.9(10) . . ?
C4 C3 C2 122.05(13) . . ?
C4 C3 H3 118.9(10) . . ?
C3 C4 H4 119.4(11) . . ?
C5 C4 C3 119.86(13) . . ?
C5 C4 H4 120.7(11) . . ?
C4 C5 H5 121.2(11) . . ?
C4 C5 C6 119.26(13) . . ?
C6 C5 H5 119.5(11) . . ?
C1 C6 H6 118.4(11) . . ?
C5 C6 C1 122.03(13) . . ?
C5 C6 H6 119.5(11) . . ?
C8 C7 B1 121.47(13) . . ?
C12 C7 C8 115.38(13) . . ?
C12 C7 B1 123.13(13) . . ?
F1 C8 C7 119.24(13) . . ?
F1 C8 C9 117.83(13) . . ?
C9 C8 C7 122.92(14) . . ?
F2 C9 C8 119.79(14) . . ?
F2 C9 C10 120.10(14) . . ?
C8 C9 C10 120.11(14) . . ?
C9 C10 Cl1 120.95(12) . . ?
C11 C10 Cl1 120.49(12) . . ?
C11 C10 C9 118.56(14) . . ?
F3 C11 C10 119.98(14) . . ?
F3 C11 C12 119.94(14) . . ?
C10 C11 C12 120.08(14) . . ?
F4 C12 C7 119.76(13) . . ?
F4 C12 C11 117.27(13) . . ?
C11 C12 C7 122.94(14) . . ?
C14 C13 C18 115.10(13) . . ?
C14 C13 B1 123.31(13) . . ?
C18 C13 B1 121.59(13) . . ?
F5 C14 C13 119.96(12) . . ?
F5 C14 C15 116.80(13) . . ?
C15 C14 C13 123.18(13) . . ?
F6 C15 C14 119.78(13) . . ?
F6 C15 C16 120.43(13) . . ?
C14 C15 C16 119.78(13) . . ?
C15 C16 Cl2 120.61(12) . . ?
C17 C16 Cl2 120.63(12) . . ?
C17 C16 C15 118.75(13) . . ?
F7 C17 C16 120.34(13) . . ?
F7 C17 C18 119.67(13) . . ?
C18 C17 C16 119.99(13) . . ?
F8 C18 C13 119.22(12) . . ?
F8 C18 C17 117.57(13) . . ?
C17 C18 C13 123.14(13) . . ?
C20 C19 C24 115.51(13) . . ?
C20 C19 B2 122.25(12) . . ?
C24 C19 B2 122.06(12) . . ?
F12 C20 C19 119.84(13) . . ?
F12 C20 C21 117.38(12) . . ?
C21 C20 C19 122.65(13) . . ?
F11 C21 C20 119.87(13) . . ?
F11 C21 C22 119.87(13) . . ?
C20 C21 C22 120.22(13) . . ?
C21 C22 Cl4 120.71(12) . . ?
C21 C22 C23 118.51(13) . . ?
C23 C22 Cl4 120.76(12) . . ?
F10 C23 C22 119.99(13) . . ?
F10 C23 C24 120.01(13) . . ?
C24 C23 C22 119.99(13) . . ?
F9 C24 C19 119.28(13) . . ?
F9 C24 C23 117.62(13) . . ?
C23 C24 C19 123.09(13) . . ?
C26 C25 C30 115.69(12) . . ?
C26 C25 B2 122.89(13) . . ?
C30 C25 B2 121.42(12) . . ?
F13 C26 C25 119.60(12) . . ?
F13 C26 C27 117.54(12) . . ?
C27 C26 C25 122.81(13) . . ?
F14 C27 C26 120.17(13) . . ?
F14 C27 C28 120.05(12) . . ?
C28 C27 C26 119.78(13) . . ?
C27 C28 Cl3 120.67(11) . . ?
C27 C28 C29 118.96(13) . . ?
C29 C28 Cl3 120.38(11) . . ?
F15 C29 C28 119.96(13) . . ?
F15 C29 C30 120.00(13) . . ?
C30 C29 C28 120.04(13) . . ?
F16 C30 C25 119.74(12) . . ?
F16 C30 C29 117.54(13) . . ?
C29 C30 C25 122.70(13) . . ?
C1 B1 C7 121.53(12) . . ?
C1 B1 C13 120.88(12) . . ?
C7 B1 C13 117.30(12) . . ?
C2 B2 C19 122.41(12) . . ?
C2 B2 C25 121.35(13) . . ?
C19 B2 C25 115.79(12) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cl1 C10 C11 F3 -1.5(2) . . . . ?
Cl1 C10 C11 C12 179.08(13) . . . . ?
Cl2 C16 C17 F7 -0.7(2) . . . . ?
Cl2 C16 C17 C18 179.38(12) . . . . ?
Cl3 C28 C29 F15 1.12(19) . . . . ?
Cl3 C28 C29 C30 -178.70(11) . . . . ?
Cl4 C22 C23 F10 3.2(2) . . . . ?
Cl4 C22 C23 C24 -176.00(11) . . . . ?
F1 C8 C9 F2 1.2(2) . . . . ?
F1 C8 C9 C10 -179.10(13) . . . . ?
F2 C9 C10 Cl1 1.1(2) . . . . ?
F2 C9 C10 C11 -179.52(14) . . . . ?
F3 C11 C12 F4 1.8(2) . . . . ?
F3 C11 C12 C7 179.70(14) . . . . ?
F5 C14 C15 F6 2.0(2) . . . . ?
F5 C14 C15 C16 -178.24(13) . . . . ?
F6 C15 C16 Cl2 1.8(2) . . . . ?
F6 C15 C16 C17 -178.42(14) . . . . ?
F7 C17 C18 F8 1.2(2) . . . . ?
F7 C17 C18 C13 178.10(13) . . . . ?
F10 C23 C24 F9 0.4(2) . . . . ?
F10 C23 C24 C19 179.07(13) . . . . ?
F11 C21 C22 Cl4 -1.5(2) . . . . ?
F11 C21 C22 C23 -179.79(13) . . . . ?
F12 C20 C21 F11 2.9(2) . . . . ?
F12 C20 C21 C22 -175.02(12) . . . . ?
F13 C26 C27 F14 1.3(2) . . . . ?
F13 C26 C27 C28 -179.00(12) . . . . ?
F14 C27 C28 Cl3 -0.02(19) . . . . ?
F14 C27 C28 C29 179.88(12) . . . . ?
F15 C29 C30 F16 -0.1(2) . . . . ?
F15 C29 C30 C25 178.42(12) . . . . ?
C1 C2 C3 C4 2.5(2) . . . . ?
C1 C2 B2 C19 -22.9(2) . . . . ?
C1 C2 B2 C25 165.05(13) . . . . ?
C2 C1 C6 C5 4.7(2) . . . . ?
C2 C1 B1 C7 159.46(13) . . . . ?
C2 C1 B1 C13 -27.0(2) . . . . ?
C2 C3 C4 C5 1.4(2) . . . . ?
C3 C2 B2 C19 145.90(13) . . . . ?
C3 C2 B2 C25 -26.15(19) . . . . ?
C3 C4 C5 C6 -2.3(2) . . . . ?
C4 C5 C6 C1 -0.8(2) . . . . ?
C6 C1 C2 C3 -5.39(19) . . . . ?
C6 C1 C2 B2 163.21(13) . . . . ?
C6 C1 B1 C7 -31.76(19) . . . . ?
C6 C1 B1 C13 141.81(14) . . . . ?
C7 C8 C9 F2 -179.90(14) . . . . ?
C7 C8 C9 C10 -0.2(2) . . . . ?
C8 C7 C12 F4 179.26(14) . . . . ?
C8 C7 C12 C11 1.4(2) . . . . ?
C8 C7 B1 C1 123.83(15) . . . . ?
C8 C7 B1 C13 -49.97(19) . . . . ?
C8 C9 C10 Cl1 -178.55(12) . . . . ?
C8 C9 C10 C11 0.8(2) . . . . ?
C9 C10 C11 F3 179.14(14) . . . . ?
C9 C10 C11 C12 -0.3(2) . . . . ?
C10 C11 C12 F4 -178.78(14) . . . . ?
C10 C11 C12 C7 -0.9(2) . . . . ?
C12 C7 C8 F1 178.00(13) . . . . ?
C12 C7 C8 C9 -0.8(2) . . . . ?
C12 C7 B1 C1 -57.9(2) . . . . ?
C12 C7 B1 C13 128.27(15) . . . . ?
C13 C14 C15 F6 179.19(13) . . . . ?
C13 C14 C15 C16 -1.0(2) . . . . ?
C14 C13 C18 F8 179.53(12) . . . . ?
C14 C13 C18 C17 2.7(2) . . . . ?
C14 C13 B1 C1 -42.0(2) . . . . ?
C14 C13 B1 C7 131.79(14) . . . . ?
C14 C15 C16 Cl2 -177.96(12) . . . . ?
C14 C15 C16 C17 1.8(2) . . . . ?
C15 C16 C17 F7 179.58(14) . . . . ?
C15 C16 C17 C18 -0.4(2) . . . . ?
C16 C17 C18 F8 -178.89(13) . . . . ?
C16 C17 C18 C13 -2.0(2) . . . . ?
C18 C13 C14 F5 175.99(12) . . . . ?
C18 C13 C14 C15 -1.2(2) . . . . ?
C18 C13 B1 C1 138.45(14) . . . . ?
C18 C13 B1 C7 -47.72(19) . . . . ?
C19 C20 C21 F11 178.75(13) . . . . ?
C19 C20 C21 C22 0.9(2) . . . . ?
C20 C19 C24 F9 179.26(12) . . . . ?
C20 C19 C24 C23 0.6(2) . . . . ?
C20 C19 B2 C2 -45.9(2) . . . . ?
C20 C19 B2 C25 126.61(14) . . . . ?
C20 C21 C22 Cl4 176.42(11) . . . . ?
C20 C21 C22 C23 -1.9(2) . . . . ?
C21 C22 C23 F10 -178.49(13) . . . . ?
C21 C22 C23 C24 2.3(2) . . . . ?
C22 C23 C24 F9 179.62(13) . . . . ?
C22 C23 C24 C19 -1.7(2) . . . . ?
C24 C19 C20 F12 175.59(12) . . . . ?
C24 C19 C20 C21 -0.2(2) . . . . ?
C24 C19 B2 C2 139.21(14) . . . . ?
C24 C19 B2 C25 -48.33(18) . . . . ?
C25 C26 C27 F14 178.75(12) . . . . ?
C25 C26 C27 C28 -1.6(2) . . . . ?
C26 C25 C30 F16 178.92(12) . . . . ?
C26 C25 C30 C29 0.4(2) . . . . ?
C26 C25 B2 C2 -53.34(19) . . . . ?
C26 C25 B2 C19 134.10(14) . . . . ?
C26 C27 C28 Cl3 -179.71(11) . . . . ?
C26 C27 C28 C29 0.2(2) . . . . ?
C27 C28 C29 F15 -178.78(12) . . . . ?
C27 C28 C29 C30 1.4(2) . . . . ?
C28 C29 C30 F16 179.73(12) . . . . ?
C28 C29 C30 C25 -1.8(2) . . . . ?
C30 C25 C26 F13 178.61(12) . . . . ?
C30 C25 C26 C27 1.2(2) . . . . ?
C30 C25 B2 C2 126.19(15) . . . . ?
C30 C25 B2 C19 -46.36(18) . . . . ?
B1 C1 C2 C3 163.13(13) . . . . ?
B1 C1 C2 B2 -28.3(2) . . . . ?
B1 C1 C6 C5 -164.86(13) . . . . ?
B1 C7 C8 F1 -3.6(2) . . . . ?
B1 C7 C8 C9 177.53(14) . . . . ?
B1 C7 C12 F4 0.9(2) . . . . ?
B1 C7 C12 C11 -176.95(15) . . . . ?
B1 C13 C14 F5 -3.5(2) . . . . ?
B1 C13 C14 C15 179.30(14) . . . . ?
B1 C13 C18 F8 -0.9(2) . . . . ?
B1 C13 C18 C17 -177.80(14) . . . . ?
B2 C2 C3 C4 -167.07(13) . . . . ?
B2 C19 C20 F12 0.3(2) . . . . ?
B2 C19 C20 C21 -175.44(13) . . . . ?
B2 C19 C24 F9 -5.5(2) . . . . ?
B2 C19 C24 C23 175.89(13) . . . . ?
B2 C25 C26 F13 -1.8(2) . . . . ?
B2 C25 C26 C27 -179.22(13) . . . . ?
B2 C25 C30 F16 -0.6(2) . . . . ?
B2 C25 C30 C29 -179.12(13) . . . . ?

_olex2_date_sample_data_collection 2021-05-25
_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 1.322
_oxdiff_exptl_absorpt_empirical_full_min 0.843
####################################################################### 
# 
# 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_compound7xOEt2
_database_code_depnum_ccdc_archive 'CCDC 2149938'
loop_
_audit_author_name
_audit_author_address
'Hans-Georg Stammler'
;University of Bielefeld, Department of Chemistry, Inorganic and Structural Chemistry
Germany
;
_audit_update_record             
;
2022-02-03 deposited with the CCDC.	2022-04-21 downloaded from the CCDC.
;

# was becker22

_audit_creation_date             2021-04-08
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
christian.becker@uni-bielefeld.de
?
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H10 B Cl3 F12 O'
_chemical_formula_sum            'C22 H10 B Cl3 F12 O'
_chemical_formula_weight         635.46
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         C22H10BCl3F12O
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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      tetragonal
_space_group_IT_number           114
_space_group_name_H-M_alt        'P -4 21 c'
_space_group_name_Hall           'P -4 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'y, -x, -z'
'-y, x, -z'
'-x+1/2, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'-y+1/2, -x+1/2, z+1/2'
'y+1/2, x+1/2, z+1/2'

_cell_length_a                   16.90978(13)
_cell_length_b                   16.90978(13)
_cell_length_c                   16.8969(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4831.52(10)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    37202
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      30.2660
_cell_measurement_theta_min      2.4660
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.489
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.625
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.82a (Rigaku Oxford Diffraction, 2020)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
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_primary    colourless
_exptl_crystal_density_diffrn    1.747
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2512
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 -1 0 0.0382
-1 1 0 0.0312
-1 -1 1 0.0653
1 1 -1 0.0653
0 1 2 0.0405
0 -1 -2 0.0405

_exptl_crystal_size_max          0.167
_exptl_crystal_size_mid          0.109
_exptl_crystal_size_min          0.069
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
1.0000 -1.0000 0.0000 -0.0178 0.0242 -0.0512
-1.0000 1.0000 -0.0000 0.0178 -0.0242 0.0512
-1.0000 -1.0000 1.0000 0.0492 -0.0396 -0.0359
1.0000 1.0000 -1.0000 -0.0492 0.0396 0.0359
0.0000 1.0000 2.0000 0.0829 0.0373 0.0232
-0.0000 -1.0000 -2.0000 -0.0829 -0.0373 -0.0232

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0955
_diffrn_reflns_av_unetI/netI     0.0313
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            229607
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         33.125
_diffrn_reflns_theta_min         2.411
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0951
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -33.00  54.00   1.00   16.00    --   35.84 -57.00-150.00   87
  2  ω      2.00  31.00   1.00   16.00    --   35.84  86.00 -52.08   29
  3  ω      2.00  31.00   1.00   16.00    --   35.84  87.00-142.15   29
  4  ω     14.00 106.00   1.00   16.00    --   35.84  38.00 120.00   92
  5  ω     37.00 111.00   1.00   16.00    --   35.84-178.00  90.00   74
  6  ω     14.00 106.00   1.00   16.00    --   35.84  38.00 -60.00   92
  7  ω    -15.00  76.00   1.00   16.00    --   35.84 -99.00-180.00   91
  8  ω     -5.00  83.00   1.00   16.00    --   35.84-112.00 -29.00   88
  9  ω      8.00  36.00   1.00   16.00    --   35.84  75.00-171.75   28
 10  ω    -15.00  76.00   1.00   16.00    --   35.84 -99.00  90.00   91
 11  ω    -35.00  58.00   1.00   16.00    --   35.84 -38.00 120.00   93
 12  ω      8.00  36.00   1.00   16.00    --   35.84  75.00 118.24   28
 13  ω      1.00  30.00   1.00   16.00    --   35.84  89.00  51.14   29
 14  ω     -2.00 108.00   1.00   16.00    --   35.84  19.00 -90.00  110
 15  ω     17.00 104.00   1.00   16.00    --   35.84  57.00 150.00   87
 16  ω     17.00 104.00   1.00   16.00    --   35.84  57.00   0.00   87
 17  ω      2.00  31.00   1.00   16.00    --   35.84  86.00  70.00   29
 18  ω      2.00  31.00   1.00   16.00    --   35.84  86.00 -11.78   29
 19  ω     39.00 110.00   1.00   16.00    --   35.84 178.00-150.00   71
 20  ω     14.00 106.00   1.00   16.00    --   35.84  38.00  90.00   92
 21  ω    -33.00  54.00   1.00   16.00    --   35.84 -57.00 -30.00   87
 22  ω      7.00  42.00   1.00   16.00    --   35.84  77.00-121.33   35
 23  ω     17.00 104.00   1.00   16.00    --   35.84  57.00 -60.00   87
 24  ω     17.00  94.00   1.00   16.00    --   35.84  57.00  90.00   77
 25  ω      1.00  30.00   1.00   16.00    --   35.84  88.00-104.31   29
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0137979000
_diffrn_orient_matrix_UB_12      0.0040090000
_diffrn_orient_matrix_UB_13      0.0394427000
_diffrn_orient_matrix_UB_21      0.0378520000
_diffrn_orient_matrix_UB_22      0.0136483000
_diffrn_orient_matrix_UB_23      0.0118499000
_diffrn_orient_matrix_UB_31      -0.0117005000
_diffrn_orient_matrix_UB_32      0.0394551000
_diffrn_orient_matrix_UB_33      -0.0081155000
_diffrn_oxdiff_digest_frames     
;
010806d55be3e127cf4011587fc072f4530167106c4
;
_diffrn_oxdiff_digest_hkl        
;
012d298e8a366b84f1a294947e9c79ee7ebeab
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.843
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                8075
_reflns_number_total             9187
_reflns_odcompleteness_completeness 99.88
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     29.97
_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 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_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         0.755
_refine_diff_density_min         -0.272
_refine_diff_density_rms         0.077
_refine_ls_abs_structure_details 
;
 Flack x determined using 3256 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.026(15)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     392
_refine_ls_number_reflns         9187
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0458
_refine_ls_R_factor_gt           0.0367
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0327P)²+1.6676P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0759
_refine_ls_wR_factor_ref         0.0794
_refine_special_details          'Hydrogen atoms were refined isotropically.'
_olex2_refinement_description    
;
;
_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
Cl1 Cl 1.03900(4) 0.88883(4) 0.69452(4) 0.02977(13) Uani 1 1 d . . . . .
Cl2 Cl 0.53441(4) 0.88579(4) 0.32744(5) 0.03783(16) Uani 1 1 d . . . . .
Cl3 Cl 0.59935(3) 0.43963(3) 0.64089(4) 0.02571(11) Uani 1 1 d . . . . .
F1 F 0.92316(8) 0.63380(8) 0.59361(8) 0.0234(3) Uani 1 1 d . . . . .
F2 F 1.02061(8) 0.71499(9) 0.68624(9) 0.0271(3) Uani 1 1 d . . . . .
F3 F 0.92635(9) 0.95448(8) 0.57577(10) 0.0305(3) Uani 1 1 d . . . . .
F4 F 0.83118(8) 0.87538(8) 0.48218(9) 0.0236(3) Uani 1 1 d . . . . .
F5 F 0.70194(9) 0.79979(9) 0.55845(8) 0.0261(3) Uani 1 1 d . . . . .
F6 F 0.58569(9) 0.88408(9) 0.49462(10) 0.0340(4) Uani 1 1 d . . . . .
F7 F 0.64236(10) 0.77480(11) 0.24299(10) 0.0369(4) Uani 1 1 d . . . . .
F8 F 0.75923(9) 0.69191(9) 0.30405(8) 0.0259(3) Uani 1 1 d . . . . .
F9 F 0.77645(9) 0.67655(9) 0.65644(8) 0.0254(3) Uani 1 1 d . . . . .
F10 F 0.68519(9) 0.56852(9) 0.72026(8) 0.0255(3) Uani 1 1 d . . . . .
F11 F 0.64327(9) 0.45110(8) 0.47004(9) 0.0273(3) Uani 1 1 d . . . . .
F12 F 0.73406(8) 0.56054(8) 0.40378(8) 0.0212(3) Uani 1 1 d . . . . .
O1 O 0.86913(9) 0.65887(9) 0.41636(9) 0.0171(3) Uani 1 1 d . . . . .
C1 C 0.91340(13) 0.71570(14) 0.36556(14) 0.0205(4) Uani 1 1 d . . . . .
H1A H 0.8836(16) 0.7620(16) 0.3685(16) 0.015(6) Uiso 1 1 d . . . . .
H1B H 0.9070(17) 0.6995(17) 0.3138(18) 0.022(7) Uiso 1 1 d . . . . .
C2 C 0.99953(15) 0.72461(17) 0.38757(17) 0.0273(5) Uani 1 1 d . . . . .
H2A H 1.022(2) 0.765(2) 0.357(2) 0.051(11) Uiso 1 1 d . . . . .
H2B H 1.0330(19) 0.6751(19) 0.3744(18) 0.029(8) Uiso 1 1 d . . . . .
H2C H 1.005(2) 0.740(2) 0.440(2) 0.034(9) Uiso 1 1 d . . . . .
C3 C 0.90481(14) 0.57934(13) 0.42146(14) 0.0205(4) Uani 1 1 d . . . . .
H3A H 0.8748(17) 0.5536(17) 0.4585(17) 0.021(7) Uiso 1 1 d . . . . .
H3B H 0.9576(16) 0.5853(16) 0.4428(16) 0.016(6) Uiso 1 1 d . . . . .
C4 C 0.90183(16) 0.53808(16) 0.34199(15) 0.0273(5) Uani 1 1 d . . . . .
H4A H 0.941(2) 0.562(2) 0.307(2) 0.039(9) Uiso 1 1 d . . . . .
H4B H 0.851(2) 0.539(2) 0.320(2) 0.042(9) Uiso 1 1 d . . . . .
H4C H 0.918(2) 0.484(2) 0.349(2) 0.048(10) Uiso 1 1 d . . . . .
C5 C 0.86776(12) 0.74964(12) 0.53626(12) 0.0162(4) Uani 1 1 d . . . . .
C6 C 0.92087(13) 0.71400(13) 0.58862(13) 0.0179(4) Uani 1 1 d . . . . .
C7 C 0.97268(12) 0.75502(13) 0.63709(13) 0.0197(4) Uani 1 1 d . . . . .
C8 C 0.97537(13) 0.83719(14) 0.63485(14) 0.0212(4) Uani 1 1 d . . . . .
C9 C 0.92547(13) 0.87537(13) 0.58175(14) 0.0207(4) Uani 1 1 d . . . . .
C10 C 0.87439(12) 0.83192(13) 0.53391(13) 0.0181(4) Uani 1 1 d . . . . .
C11 C 0.74024(12) 0.74438(13) 0.43386(12) 0.0171(4) Uani 1 1 d . . . . .
C12 C 0.69045(12) 0.79305(13) 0.47864(13) 0.0196(4) Uani 1 1 d . . . . .
C13 C 0.62910(13) 0.83668(14) 0.44679(16) 0.0239(5) Uani 1 1 d . . . . .
C14 C 0.61154(13) 0.83185(14) 0.36684(16) 0.0256(5) Uani 1 1 d . . . . .
C15 C 0.65748(14) 0.78254(15) 0.32079(15) 0.0243(5) Uani 1 1 d . . . . .
C16 C 0.71945(13) 0.73973(13) 0.35423(13) 0.0198(4) Uani 1 1 d . . . . .
C17 C 0.76258(12) 0.62370(12) 0.52597(12) 0.0151(3) Uani 1 1 d . . . . .
C18 C 0.74613(12) 0.62224(13) 0.60667(13) 0.0172(4) Uani 1 1 d . . . . .
C19 C 0.69725(12) 0.56594(13) 0.64169(12) 0.0182(4) Uani 1 1 d . . . . .
C20 C 0.66125(12) 0.50742(13) 0.59734(14) 0.0185(4) Uani 1 1 d . . . . .
C21 C 0.67620(12) 0.50664(12) 0.51646(14) 0.0188(4) Uani 1 1 d . . . . .
C22 C 0.72429(12) 0.56387(12) 0.48331(13) 0.0161(3) Uani 1 1 d . . . . .
B1 B 0.80985(13) 0.69561(14) 0.48040(13) 0.0152(4) Uani 1 1 d . . . . .


_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
Cl1 C8 1.714(2) . ?
Cl2 C14 1.725(2) . ?
Cl3 C20 1.718(2) . ?
F1 C6 1.359(2) . ?
F2 C7 1.343(2) . ?
F3 C9 1.342(3) . ?
F4 C10 1.356(2) . ?
F5 C12 1.367(3) . ?
F6 C13 1.354(3) . ?
F7 C15 1.346(3) . ?
F8 C16 1.351(3) . ?
F9 C18 1.347(2) . ?
F10 C19 1.344(2) . ?
F11 C21 1.344(2) . ?
F12 C22 1.355(2) . ?
O1 C1 1.490(3) . ?
O1 C3 1.477(3) . ?
O1 B1 1.601(3) . ?
C1 H1A 0.93(3) . ?
C1 H1B 0.92(3) . ?
C1 C2 1.511(3) . ?
C2 H2A 0.94(4) . ?
C2 H2B 1.04(3) . ?
C2 H2C 0.92(4) . ?
C3 H3A 0.92(3) . ?
C3 H3B 0.97(3) . ?
C3 C4 1.514(3) . ?
C4 H4A 0.98(4) . ?
C4 H4B 0.94(4) . ?
C4 H4C 0.96(4) . ?
C5 C6 1.397(3) . ?
C5 C10 1.396(3) . ?
C5 B1 1.638(3) . ?
C6 C7 1.385(3) . ?
C7 C8 1.391(3) . ?
C8 C9 1.391(3) . ?
C9 C10 1.392(3) . ?
C11 C12 1.400(3) . ?
C11 C16 1.393(3) . ?
C11 B1 1.638(3) . ?
C12 C13 1.382(3) . ?
C13 C14 1.386(4) . ?
C14 C15 1.380(4) . ?
C15 C16 1.393(3) . ?
C17 C18 1.392(3) . ?
C17 C22 1.401(3) . ?
C17 B1 1.646(3) . ?
C18 C19 1.393(3) . ?
C19 C20 1.382(3) . ?
C20 C21 1.390(3) . ?
C21 C22 1.383(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
C1 O1 B1 116.99(15) . . ?
C3 O1 C1 114.56(16) . . ?
C3 O1 B1 124.75(16) . . ?
O1 C1 H1A 103.9(17) . . ?
O1 C1 H1B 107.2(18) . . ?
O1 C1 C2 114.01(19) . . ?
H1A C1 H1B 104(2) . . ?
C2 C1 H1A 115.1(17) . . ?
C2 C1 H1B 112.1(18) . . ?
C1 C2 H2A 110(2) . . ?
C1 C2 H2B 113.2(18) . . ?
C1 C2 H2C 111(2) . . ?
H2A C2 H2B 104(3) . . ?
H2A C2 H2C 106(3) . . ?
H2B C2 H2C 112(3) . . ?
O1 C3 H3A 104.2(18) . . ?
O1 C3 H3B 107.7(16) . . ?
O1 C3 C4 110.75(19) . . ?
H3A C3 H3B 108(2) . . ?
C4 C3 H3A 111.6(18) . . ?
C4 C3 H3B 114.1(16) . . ?
C3 C4 H4A 108(2) . . ?
C3 C4 H4B 112(2) . . ?
C3 C4 H4C 108(2) . . ?
H4A C4 H4B 113(3) . . ?
H4A C4 H4C 106(3) . . ?
H4B C4 H4C 109(3) . . ?
C6 C5 B1 120.56(18) . . ?
C10 C5 C6 113.33(19) . . ?
C10 C5 B1 125.96(18) . . ?
F1 C6 C5 119.19(19) . . ?
F1 C6 C7 116.41(19) . . ?
C7 C6 C5 124.4(2) . . ?
F2 C7 C6 119.6(2) . . ?
F2 C7 C8 120.0(2) . . ?
C6 C7 C8 120.3(2) . . ?
C7 C8 Cl1 120.90(18) . . ?
C9 C8 Cl1 121.60(18) . . ?
C9 C8 C7 117.5(2) . . ?
F3 C9 C8 120.3(2) . . ?
F3 C9 C10 119.3(2) . . ?
C8 C9 C10 120.4(2) . . ?
F4 C10 C5 121.01(19) . . ?
F4 C10 C9 114.99(19) . . ?
C9 C10 C5 124.0(2) . . ?
C12 C11 B1 117.95(18) . . ?
C16 C11 C12 113.8(2) . . ?
C16 C11 B1 128.07(19) . . ?
F5 C12 C11 119.79(19) . . ?
F5 C12 C13 116.5(2) . . ?
C13 C12 C11 123.7(2) . . ?
F6 C13 C12 119.4(2) . . ?
F6 C13 C14 120.0(2) . . ?
C12 C13 C14 120.6(2) . . ?
C13 C14 Cl2 120.5(2) . . ?
C15 C14 Cl2 121.8(2) . . ?
C15 C14 C13 117.7(2) . . ?
F7 C15 C14 120.2(2) . . ?
F7 C15 C16 119.2(2) . . ?
C14 C15 C16 120.6(2) . . ?
F8 C16 C11 120.96(19) . . ?
F8 C16 C15 115.5(2) . . ?
C11 C16 C15 123.5(2) . . ?
C18 C17 C22 113.51(18) . . ?
C18 C17 B1 124.63(18) . . ?
C22 C17 B1 121.15(18) . . ?
F9 C18 C17 121.58(19) . . ?
F9 C18 C19 115.26(18) . . ?
C17 C18 C19 123.15(19) . . ?
F10 C19 C18 119.18(19) . . ?
F10 C19 C20 119.46(19) . . ?
C20 C19 C18 121.36(19) . . ?
C19 C20 Cl3 120.92(17) . . ?
C19 C20 C21 117.36(19) . . ?
C21 C20 Cl3 121.71(17) . . ?
F11 C21 C20 120.33(19) . . ?
F11 C21 C22 119.75(19) . . ?
C22 C21 C20 119.9(2) . . ?
F12 C22 C17 118.94(18) . . ?
F12 C22 C21 116.38(18) . . ?
C21 C22 C17 124.68(19) . . ?
O1 B1 C5 103.40(15) . . ?
O1 B1 C11 108.71(16) . . ?
O1 B1 C17 109.49(16) . . ?
C5 B1 C17 115.64(17) . . ?
C11 B1 C5 115.17(17) . . ?
C11 B1 C17 104.32(16) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cl1 C8 C9 F3 0.3(3) . . . . ?
Cl1 C8 C9 C10 179.94(18) . . . . ?
Cl2 C14 C15 F7 -0.6(3) . . . . ?
Cl2 C14 C15 C16 179.95(18) . . . . ?
Cl3 C20 C21 F11 -1.3(3) . . . . ?
Cl3 C20 C21 C22 177.82(16) . . . . ?
F1 C6 C7 F2 -0.9(3) . . . . ?
F1 C6 C7 C8 178.9(2) . . . . ?
F2 C7 C8 Cl1 -0.3(3) . . . . ?
F2 C7 C8 C9 178.8(2) . . . . ?
F3 C9 C10 F4 2.4(3) . . . . ?
F3 C9 C10 C5 -178.9(2) . . . . ?
F5 C12 C13 F6 1.5(3) . . . . ?
F5 C12 C13 C14 -178.1(2) . . . . ?
F6 C13 C14 Cl2 -0.1(3) . . . . ?
F6 C13 C14 C15 -179.8(2) . . . . ?
F7 C15 C16 F8 -1.0(3) . . . . ?
F7 C15 C16 C11 179.3(2) . . . . ?
F9 C18 C19 F10 -1.2(3) . . . . ?
F9 C18 C19 C20 179.05(19) . . . . ?
F10 C19 C20 Cl3 1.7(3) . . . . ?
F10 C19 C20 C21 -179.29(19) . . . . ?
F11 C21 C22 F12 1.1(3) . . . . ?
F11 C21 C22 C17 -178.99(19) . . . . ?
C1 O1 C3 C4 -66.1(2) . . . . ?
C1 O1 B1 C5 -60.0(2) . . . . ?
C1 O1 B1 C11 62.8(2) . . . . ?
C1 O1 B1 C17 176.19(16) . . . . ?
C3 O1 C1 C2 -54.1(3) . . . . ?
C3 O1 B1 C5 97.0(2) . . . . ?
C3 O1 B1 C11 -140.13(19) . . . . ?
C3 O1 B1 C17 -26.8(3) . . . . ?
C5 C6 C7 F2 179.0(2) . . . . ?
C5 C6 C7 C8 -1.2(3) . . . . ?
C6 C5 C10 F4 175.30(18) . . . . ?
C6 C5 C10 C9 -3.4(3) . . . . ?
C6 C5 B1 O1 -71.9(2) . . . . ?
C6 C5 B1 C11 169.61(19) . . . . ?
C6 C5 B1 C17 47.7(3) . . . . ?
C6 C7 C8 Cl1 179.90(17) . . . . ?
C6 C7 C8 C9 -1.0(3) . . . . ?
C7 C8 C9 F3 -178.8(2) . . . . ?
C7 C8 C9 C10 0.9(3) . . . . ?
C8 C9 C10 F4 -177.3(2) . . . . ?
C8 C9 C10 C5 1.5(4) . . . . ?
C10 C5 C6 F1 -176.80(19) . . . . ?
C10 C5 C6 C7 3.2(3) . . . . ?
C10 C5 B1 O1 103.3(2) . . . . ?
C10 C5 B1 C11 -15.1(3) . . . . ?
C10 C5 B1 C17 -137.1(2) . . . . ?
C11 C12 C13 F6 -177.9(2) . . . . ?
C11 C12 C13 C14 2.5(3) . . . . ?
C12 C11 C16 F8 -176.55(19) . . . . ?
C12 C11 C16 C15 3.2(3) . . . . ?
C12 C11 B1 O1 -168.61(17) . . . . ?
C12 C11 B1 C5 -53.2(3) . . . . ?
C12 C11 B1 C17 74.7(2) . . . . ?
C12 C13 C14 Cl2 179.47(17) . . . . ?
C12 C13 C14 C15 -0.3(3) . . . . ?
C13 C14 C15 F7 179.1(2) . . . . ?
C13 C14 C15 C16 -0.3(3) . . . . ?
C14 C15 C16 F8 178.5(2) . . . . ?
C14 C15 C16 C11 -1.3(4) . . . . ?
C16 C11 C12 F5 176.85(19) . . . . ?
C16 C11 C12 C13 -3.8(3) . . . . ?
C16 C11 B1 O1 16.5(3) . . . . ?
C16 C11 B1 C5 132.0(2) . . . . ?
C16 C11 B1 C17 -100.2(2) . . . . ?
C17 C18 C19 F10 179.4(2) . . . . ?
C17 C18 C19 C20 -0.4(3) . . . . ?
C18 C17 C22 F12 178.25(18) . . . . ?
C18 C17 C22 C21 -1.7(3) . . . . ?
C18 C17 B1 O1 139.6(2) . . . . ?
C18 C17 B1 C5 23.4(3) . . . . ?
C18 C17 B1 C11 -104.2(2) . . . . ?
C18 C19 C20 Cl3 -178.55(17) . . . . ?
C18 C19 C20 C21 0.4(3) . . . . ?
C19 C20 C21 F11 179.74(19) . . . . ?
C19 C20 C21 C22 -1.2(3) . . . . ?
C20 C21 C22 F12 -178.04(19) . . . . ?
C20 C21 C22 C17 1.9(3) . . . . ?
C22 C17 C18 F9 -178.46(19) . . . . ?
C22 C17 C18 C19 0.9(3) . . . . ?
C22 C17 B1 O1 -50.7(2) . . . . ?
C22 C17 B1 C5 -166.92(18) . . . . ?
C22 C17 B1 C11 65.5(2) . . . . ?
B1 O1 C1 C2 105.2(2) . . . . ?
B1 O1 C3 C4 136.3(2) . . . . ?
B1 C5 C6 F1 -1.0(3) . . . . ?
B1 C5 C6 C7 179.0(2) . . . . ?
B1 C5 C10 F4 -0.2(3) . . . . ?
B1 C5 C10 C9 -178.9(2) . . . . ?
B1 C11 C12 F5 1.3(3) . . . . ?
B1 C11 C12 C13 -179.4(2) . . . . ?
B1 C11 C16 F8 -1.5(3) . . . . ?
B1 C11 C16 C15 178.2(2) . . . . ?
B1 C17 C18 F9 -8.1(3) . . . . ?
B1 C17 C18 C19 171.31(19) . . . . ?
B1 C17 C22 F12 7.5(3) . . . . ?
B1 C17 C22 C21 -172.47(19) . . . . ?

_olex2_date_sample_data_collection 2021-04-07
_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 1.122
_oxdiff_exptl_absorpt_empirical_full_min 0.887
####################################################################### 
# 
# 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_1-8-bis(dichloroboranyl)naphthalene
_database_code_depnum_ccdc_archive 'CCDC 2149942'
loop_
_audit_author_name
_audit_author_address
'Hans-Georg Stammler'
;University of Bielefeld, Department of Chemistry, Inorganic and Structural Chemistry
Germany
;
_audit_update_record             
;
2022-02-03 deposited with the CCDC.	2022-04-21 downloaded from the CCDC.
;

# was becker13

_audit_creation_date             2019-03-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C10 H6 B2 Cl4'
_chemical_formula_sum            'C10 H6 B2 Cl4'
_chemical_formula_weight         289.57
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C10 H6 B2 Cl4'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   7.0968(2)
_cell_length_b                   9.0337(2)
_cell_length_c                   18.3451(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1176.11(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    14072
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      32.2590
_cell_measurement_theta_min      3.0260
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.967
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.592
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.39a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
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_primary    colourless
_exptl_crystal_density_diffrn    1.635
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       fragment
_exptl_crystal_F_000             576
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 -1 0.0546
0 0 1 0.0546
-1 -1 -1 0.0823
1 1 1 0.0823
5 5 -4 0.0731
3 -10 13 0.1371
-4 -4 23 0.0941
-7 9 4 0.1006
3 5 -23 0.0795
7 -6 -13 0.1043
5 -3 0 0.0912

_exptl_crystal_size_max          0.263
_exptl_crystal_size_mid          0.182
_exptl_crystal_size_min          0.109
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.0003 0.0002 -0.9989 -0.0068 -0.0177 -0.0336
0.0003 -0.0002 0.9989 0.0068 0.0177 0.0336
-1.0002 -0.9993 -0.9987 -0.0189 -0.1287 0.0272
1.0002 0.9993 0.9987 0.0189 0.1287 -0.0272
4.9988 4.9988 -3.9966 0.0333 0.4836 -0.4388
3.3429 -10.2300 12.7662 0.8851 -0.1165 0.4505
-3.7440 -3.8082 22.7045 0.1118 -0.0156 0.9936
-7.0918 8.7293 4.3625 -0.9403 0.1230 0.3174
2.8911 5.0179 -22.5673 -0.2365 0.0319 -0.9711
7.4113 -5.5265 -13.2758 0.7227 -0.0941 -0.6847
4.9979 -2.9996 -0.0058 0.5072 0.1337 -0.1724

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0476
_diffrn_reflns_av_unetI/netI     0.0340
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            29421
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.946
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.754
_diffrn_reflns_theta_min         3.078
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3114
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -4.00  67.00   1.00    1.50    --   16.99-118.00 174.18   71
  2  ω      6.00  75.00   1.00    1.50    --   16.99-131.00  64.07   69
  3  ω    -68.00 102.00   1.00    1.50    --   16.99   0.00 150.00  170
  4  ω    -13.00  88.00   1.00    1.50    --   16.99  77.00-150.00  101
  5  ω     -8.00  85.00   1.00    1.50    --   16.99  57.00 -30.00   93
  6  ω    -54.00  38.00   1.00    1.50    --   16.99 -38.00 -60.00   92
  7  ω     35.00 101.00   1.00    1.50    --   16.99 178.00-150.00   66
  8  ω    -13.00  88.00   1.00    1.50    --   16.99  77.00  90.00  101
  9  ω    -54.00 -49.00   1.00    1.50    --   16.99 -38.00   0.00    5
;
_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      0.0679464000
_diffrn_orient_matrix_UB_12      -0.0558897000
_diffrn_orient_matrix_UB_13      0.0067565000
_diffrn_orient_matrix_UB_21      0.0583401000
_diffrn_orient_matrix_UB_22      0.0526111000
_diffrn_orient_matrix_UB_23      0.0177595000
_diffrn_orient_matrix_UB_31      -0.0443565000
_diffrn_orient_matrix_UB_32      -0.0165026000
_diffrn_orient_matrix_UB_33      0.0336800000
_diffrn_oxdiff_digest_frames     
;
01ffa56b5df49f046a1efaf4427c6da8da00028644b
;
_diffrn_oxdiff_digest_hkl        
;
01c0596b2b3d19fc25066d4884ddbaec2404d8
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.708
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.917
_reflns_number_gt                3741
_reflns_number_total             4105
_reflns_odcompleteness_completeness 99.80
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.01
_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 1.171.40.39a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.39a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.39a (Rigaku OD, 2019)'
_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         0.447
_refine_diff_density_min         -0.323
_refine_diff_density_rms         0.076
_refine_ls_abs_structure_details 
;
 Flack x determined using 1461 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(3)
_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     145
_refine_ls_number_reflns         4105
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0380
_refine_ls_R_factor_gt           0.0310
_refine_ls_restrained_S_all      1.084
_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)+(0.0285P)²+0.3452P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0650
_refine_ls_wR_factor_ref         0.0684
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10)
;
_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
Cl1 Cl 0.70814(9) 0.15497(6) 0.40944(3) 0.02308(13) Uani 1 1 d . . . . .
Cl2 Cl 0.50966(8) 0.44308(6) 0.43004(3) 0.01777(11) Uani 1 1 d . . . . .
Cl3 Cl 0.98298(7) 0.49254(6) 0.43595(3) 0.01649(11) Uani 1 1 d . . . . .
Cl4 Cl 0.78034(9) 0.77663(6) 0.46228(3) 0.01981(12) Uani 1 1 d . . . . .
C1 C 0.7103(3) 0.3741(2) 0.29601(11) 0.0136(4) Uani 1 1 d . . . . .
C2 C 0.7517(3) 0.5221(2) 0.27144(11) 0.0128(4) Uani 1 1 d . . . . .
C3 C 0.7863(3) 0.6448(2) 0.31941(11) 0.0132(4) Uani 1 1 d . . . . .
C4 C 0.8048(3) 0.7857(2) 0.29009(12) 0.0158(4) Uani 1 1 d . . . . .
H4 H 0.817807 0.866037 0.321404 0.019 Uiso 1 1 calc R . . . .
C5 C 0.8046(3) 0.8105(3) 0.21463(12) 0.0181(4) Uani 1 1 d . . . . .
H5 H 0.816514 0.906170 0.196463 0.022 Uiso 1 1 calc R . . . .
C6 C 0.7868(3) 0.6941(3) 0.16814(11) 0.0173(4) Uani 1 1 d . . . . .
H6 H 0.793720 0.710375 0.118149 0.021 Uiso 1 1 calc R . . . .
C7 C 0.7578(3) 0.5483(3) 0.19461(11) 0.0150(4) Uani 1 1 d . . . . .
C8 C 0.7326(3) 0.4293(3) 0.14493(11) 0.0186(4) Uani 1 1 d . . . . .
H8 H 0.737073 0.447447 0.095059 0.022 Uiso 1 1 calc R . . . .
C9 C 0.7020(4) 0.2890(3) 0.16928(12) 0.0203(5) Uani 1 1 d . . . . .
H9 H 0.688228 0.211537 0.136342 0.024 Uiso 1 1 calc R . . . .
C10 C 0.6914(3) 0.2623(2) 0.24475(12) 0.0169(4) Uani 1 1 d . . . . .
H10 H 0.670930 0.166021 0.260844 0.020 Uiso 1 1 calc R . . . .
B1 B 0.6544(4) 0.3304(3) 0.37435(14) 0.0159(5) Uani 1 1 d . . . . .
B2 B 0.8373(3) 0.6344(3) 0.40127(13) 0.0135(4) Uani 1 1 d . . . . .


_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
Cl1 B1 1.752(3) . ?
Cl2 B1 1.771(3) . ?
Cl3 B2 1.765(3) . ?
Cl4 B2 1.751(2) . ?
C1 C2 1.441(3) . ?
C1 C10 1.387(3) . ?
C1 B1 1.542(3) . ?
C2 C3 1.436(3) . ?
C2 C7 1.430(3) . ?
C3 C4 1.388(3) . ?
C3 B2 1.548(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.402(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.360(3) . ?
C6 H6 0.9300 . ?
C6 C7 1.419(3) . ?
C7 C8 1.421(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.361(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.407(3) . ?
C10 H10 0.9300 . ?

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
C2 C1 B1 125.57(19) . . ?
C10 C1 C2 118.90(19) . . ?
C10 C1 B1 114.86(19) . . ?
C3 C2 C1 123.98(18) . . ?
C7 C2 C1 117.90(19) . . ?
C7 C2 C3 118.12(19) . . ?
C2 C3 B2 126.00(19) . . ?
C4 C3 C2 119.10(18) . . ?
C4 C3 B2 114.16(19) . . ?
C3 C4 H4 119.0 . . ?
C3 C4 C5 121.9(2) . . ?
C5 C4 H4 119.0 . . ?
C4 C5 H5 120.1 . . ?
C6 C5 C4 119.7(2) . . ?
C6 C5 H5 120.1 . . ?
C5 C6 H6 119.4 . . ?
C5 C6 C7 121.11(19) . . ?
C7 C6 H6 119.4 . . ?
C6 C7 C2 119.7(2) . . ?
C6 C7 C8 120.08(19) . . ?
C8 C7 C2 120.2(2) . . ?
C7 C8 H8 119.5 . . ?
C9 C8 C7 120.92(19) . . ?
C9 C8 H8 119.5 . . ?
C8 C9 H9 120.3 . . ?
C8 C9 C10 119.4(2) . . ?
C10 C9 H9 120.3 . . ?
C1 C10 C9 122.5(2) . . ?
C1 C10 H10 118.8 . . ?
C9 C10 H10 118.8 . . ?
Cl1 B1 Cl2 115.74(14) . . ?
C1 B1 Cl1 121.20(18) . . ?
C1 B1 Cl2 122.64(18) . . ?
Cl4 B2 Cl3 115.95(13) . . ?
C3 B2 Cl3 122.06(17) . . ?
C3 B2 Cl4 121.44(17) . . ?

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
C1 C2 C3 C4 -173.1(2) . . . . ?
C1 C2 C3 B2 17.3(3) . . . . ?
C1 C2 C7 C6 176.2(2) . . . . ?
C1 C2 C7 C8 -3.0(3) . . . . ?
C2 C1 C10 C9 -3.2(3) . . . . ?
C2 C1 B1 Cl1 -150.90(19) . . . . ?
C2 C1 B1 Cl2 36.9(3) . . . . ?
C2 C3 C4 C5 -4.7(3) . . . . ?
C2 C3 B2 Cl3 36.4(3) . . . . ?
C2 C3 B2 Cl4 -152.40(18) . . . . ?
C2 C7 C8 C9 0.1(3) . . . . ?
C3 C2 C7 C6 -3.5(3) . . . . ?
C3 C2 C7 C8 177.31(19) . . . . ?
C3 C4 C5 C6 -0.4(4) . . . . ?
C4 C3 B2 Cl3 -133.55(19) . . . . ?
C4 C3 B2 Cl4 37.6(3) . . . . ?
C4 C5 C6 C7 3.6(4) . . . . ?
C5 C6 C7 C2 -1.6(3) . . . . ?
C5 C6 C7 C8 177.6(2) . . . . ?
C6 C7 C8 C9 -179.1(2) . . . . ?
C7 C2 C3 C4 6.5(3) . . . . ?
C7 C2 C3 B2 -163.0(2) . . . . ?
C7 C8 C9 C10 1.3(4) . . . . ?
C8 C9 C10 C1 0.3(4) . . . . ?
C10 C1 C2 C3 -175.9(2) . . . . ?
C10 C1 C2 C7 4.5(3) . . . . ?
C10 C1 B1 Cl1 38.6(3) . . . . ?
C10 C1 B1 Cl2 -133.6(2) . . . . ?
B1 C1 C2 C3 14.0(4) . . . . ?
B1 C1 C2 C7 -165.7(2) . . . . ?
B1 C1 C10 C9 168.0(2) . . . . ?
B2 C3 C4 C5 166.0(2) . . . . ?

_olex2_date_sample_data_collection 2019-03-07
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.104
_oxdiff_exptl_absorpt_empirical_full_min 0.950
####################################################################### 
# 
# 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_compound7xOPEt3
_database_code_depnum_ccdc_archive 'CCDC 2149939'
loop_
_audit_author_name
_audit_author_address
'Hans-Georg Stammler'
;University of Bielefeld, Department of Chemistry, Inorganic and Structural Chemistry
Germany
;
_audit_update_record             
;
2022-02-03 deposited with the CCDC.	2022-04-21 downloaded from the CCDC.
;

# was Becker23

_audit_creation_date             2021-05-26
_audit_creation_method           
;
Olex2 1.3-dev
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
loop_
_audit_author_email
christian.becker@uni-bielefeld.de
?
_chemical_formula_moiety         'C24 H15 B1 Cl3 F12 O1 P1'
_chemical_formula_sum            'C24 H15 B Cl3 F12 O P'
_chemical_formula_weight         695.522
_chemical_oxdiff_formula         'C24 H15 B Cl3 F12 O P'
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00210 0.00160 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C' custom
B 0.00060 0.00070 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C' custom
Cl 0.13240 0.15910 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C' custom
H 0.00000 0.00000 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C' custom
F 0.01360 0.01030 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C' custom
O 0.00790 0.00610 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C' custom
P 0.09070 0.09460 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C' custom

_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3'
_space_group_name_Hall           '-R 3'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -y,x-y,z
3 -x+y,-x,z
4 -x,-y,-z
5 y,-x+y,-z
6 x-y,x,-z
7 x+1/3,y+2/3,z+2/3
8 -y+1/3,x-y+2/3,z+2/3
9 -x+y+1/3,-x+2/3,z+2/3
10 -x+1/3,-y+2/3,-z+2/3
11 y+1/3,-x+y+2/3,-z+2/3
12 x-y+1/3,x+2/3,-z+2/3
13 x+2/3,y+1/3,z+1/3
14 -y+2/3,x-y+1/3,z+1/3
15 -x+y+2/3,-x+1/3,z+1/3
16 -x+2/3,-y+1/3,-z+1/3
17 y+2/3,-x+y+1/3,-z+1/3
18 x-y+2/3,x+1/3,-z+1/3

_symmetry_Int_Tables_number      148
_cell_length_a                   13.13211(19)
_cell_length_b                   13.13211(19)
_cell_length_c                   26.3187(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     3930.65(10)
_cell_formula_units_Z            6
_cell_measurement_reflns_used    34218
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      50.9580
_cell_measurement_theta_min      1.9460
_exptl_absorpt_coefficient_mu    0.517
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.480
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.105a (Rigaku Oxford Diffraction, 2021)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.763
_exptl_crystal_description       block
_exptl_crystal_F_000             2080.099
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -1 1 0.0462
0 1 -1 0.0850
1 -1 -1 0.1379
-1 1 1 0.1047
1 0 1 0.0589
-1 0 -1 0.0569
0 7 -33 0.0984
-3 -4 35 0.1213

_exptl_crystal_size_max          0.312
_exptl_crystal_size_mid          0.168
_exptl_crystal_size_min          0.116
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.0016 -0.9975 0.9975 -0.0329 0.0463 0.0371
0.0016 0.9975 -0.9975 0.0329 -0.0463 -0.0371
0.9977 -0.9981 -1.0013 0.0042 -0.0222 0.0640
-0.9977 0.9981 1.0013 -0.0042 0.0222 -0.0640
0.9984 -0.0005 0.9983 0.0654 0.0065 0.0169
-0.9984 0.0005 -0.9983 -0.0654 -0.0065 -0.0169
0.0193 6.9814 -32.9578 -0.0151 -0.9740 -0.1737
-3.0121 -3.9872 34.9626 -0.0069 1.0156 -0.0148

_diffrn_reflns_av_R_equivalents  0.0470
_diffrn_reflns_av_unetI/netI     0.0191
_diffrn_reflns_Laue_measured_fraction_full 0.9981
_diffrn_reflns_Laue_measured_fraction_max 0.9990
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       58
_diffrn_reflns_limit_l_min       -58
_diffrn_reflns_number            124061
_diffrn_reflns_point_group_measured_fraction_full 0.9981
_diffrn_reflns_point_group_measured_fraction_max 0.9990
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         45.29
_diffrn_reflns_theta_min         1.95
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0951
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.9981
_diffrn_measured_fraction_theta_max 0.9990
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -37.00  26.00   1.00    4.00    --    0.00 -77.00 -60.00   63
  2  ω     24.00  60.00   1.00    4.00    --    0.00  19.00 -90.00   36
  3  ω    -22.00  70.00   1.00    4.00    --    0.00  38.00  90.00   92
  4  ω    -36.00  16.00   1.00    4.00    --    0.00  19.00 -90.00   52
  5  ω    -36.00  66.00   1.00    4.00    --    0.00  19.00  30.00  102
  6  ω    -22.00  23.00   1.00    4.00    --    0.00  38.00-180.00   45
  7  ω     46.00  76.00   1.00   16.00    --   71.06  70.00-113.65   30
  8  ω    102.00 128.00   1.00   16.00    --   71.06  71.00 159.90   26
  9  ω     48.00  74.00   1.00   16.00    --   71.06  67.00-177.47   26
 10  ω     46.00  71.00   1.00   16.00    --   71.06  71.00  29.68   25
 11  ω     47.00 139.00   1.00   16.00    --   71.06  69.00  68.80   92
 12  ω     46.00  96.00   1.00   16.00    --   71.06  71.00 -12.81   50
 13  ω     46.00  72.00   1.00   16.00    --   71.06  70.00 -75.17   26
 14  ω     82.00 139.00   1.00   16.00    --   71.06  70.00 -75.17   57
 15  ω     46.00  78.00   1.00   16.00    --   71.06  70.00  45.90   32
 16  ω     46.00  73.00   1.00   16.00    --   71.06  71.00 159.90   27
 17  ω     46.00  71.00   1.00   16.00    --   71.06  71.00 105.04   25
 18  ω     46.00  93.00   1.00   16.00    --   71.06  70.00 -28.89   47
 19  ω     47.00  93.00   1.00   16.00    --   71.06  68.00   3.70   46
 20  ω     52.00  80.00   1.00   16.00    --   71.06  60.00 -77.73   28
 21  ω     49.00  75.00   1.00   16.00    --   71.06  65.00 151.66   26
 22  ω     46.00  72.00   1.00   16.00    --   71.06  71.00 -53.45   26
 23  ω     47.00  75.00   1.00   16.00    --   71.06  70.00 111.96   28
 24  ω     90.00 139.00   1.00   16.00    --   71.06  70.00 111.96   49
 25  ω      2.00 102.00   1.00   16.00    --   71.06 -94.00-150.00  100
 26  ω      5.00  98.00   1.00   16.00    --   71.06 -77.00   0.00   93
 27  ω     46.00  74.00   1.00   16.00    --   71.06  70.00-164.75   28
 28  ω      6.00  56.00   1.00   16.00    --   71.06 -61.00-120.00   50
 29  ω     51.00  80.00   1.00   16.00    --   71.06  61.00 -90.00   29
 30  ω     22.00 129.00   1.00   16.00    --   71.06-156.00-129.00  107
 31  ω     97.00 133.00   1.00   16.00    --   71.06  51.00 151.51   36
 32  ω      5.00  86.00   1.00   16.00    --   71.06 -94.00 -30.00   81
 33  ω     52.00  78.00   1.00   16.00    --   71.06  51.00 151.51   26
 34  ω     97.00 138.00   1.00   16.00    --   71.06  70.00-113.65   41
 35  ω     52.00  77.00   1.00   16.00    --   71.06  61.00  90.00   25
 36  ω     76.00 129.00   1.00   16.00    --   71.06 125.00 -30.00   53
 37  ω     86.00 139.00   1.00   16.00    --   71.06  67.00-177.47   53
 38  ω     77.00 128.00   1.00   16.00    --   71.06  70.00-139.40   51
 39  ω      2.00  85.00   1.00   16.00    --   71.06 -45.00  30.00   83
 40  ω     51.00 139.00   1.00   16.00    --   71.06  61.00  30.00   88
 41  ω     46.00  71.00   1.00   16.00    --   71.06  70.00-139.40   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0560182000
_diffrn_orient_matrix_UB_12      0.0423266000
_diffrn_orient_matrix_UB_13      0.0094569000
_diffrn_orient_matrix_UB_21      -0.0184836000
_diffrn_orient_matrix_UB_22      -0.0213252000
_diffrn_orient_matrix_UB_23      0.0250236000
_diffrn_orient_matrix_UB_31      0.0202099000
_diffrn_orient_matrix_UB_32      -0.0405572000
_diffrn_orient_matrix_UB_33      -0.0033078000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              22
_reflns_limit_h_min              0
_reflns_limit_k_max              22
_reflns_limit_k_min              0
_reflns_limit_l_max              52
_reflns_limit_l_min              -52
_reflns_number_gt                6098
_reflns_number_total             7326
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     52.01
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.41.105a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.105a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.105a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3-dev (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-dev (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.3-dev (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.4108
_refine_diff_density_min         -0.2886
_refine_diff_density_rms         0.0568
_refine_ls_d_res_high            0.5001
_refine_ls_d_res_low             10.4398
_refine_ls_goodness_of_fit_ref   1.0397
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    11
_refine_ls_number_parameters     192
_refine_ls_number_reflns         7326
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0320
_refine_ls_R_factor_gt           0.0232
_refine_ls_restrained_S_all      1.0393
_refine_ls_shift/su_max          0.0003
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0160P)²+0.7069P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0470
_refine_ls_wR_factor_ref         0.0497
_refine_special_details          
;
Using Olex2 [1], the structure was solved with the 
SHELXT [2] structure solution program using Intrinsic Phasing 
and refined with the olex2.refine [3] refinement package 
using Levenberg-Marquardt minimisation. Refinement using NoSpherA2, 
an implementation of NOn-SPHERical Atom-form-factors in Olex2. 
Please cite: F. Kleemiss et al. DOI 10.1039/D0SC05526C - 2020 
NoSpherA2 implementation of HAR makes use of tailor-made aspherical 
atomic form factors calculated on-the-fly from a Hirshfeld-partitioned 
electron density (ED) - not from spherical-atom form factors. 
The ED is calculated from a gaussian basis set single 
determinant SCF wavefunction - either Hartree-Fock or DFT 
using selected funtionals - for a fragment of the crystal. 
This fragment can be embedded in an electrostatic crystal 
field by employing cluster charges. 
The following options were used: 
SOFTWARE: ORCA 
PARTITIONING: NoSpherA2 
INT ACCURACY: Normal 
METHOD: M062X 
BASIS SET: def2-TZVPP 
CHARGE: 0 
MULTIPLICITY: 1 DATE: 2021-05-26_16-51-06
The chlorine atom was refined with anharmonic thermal vibration.
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H,H,H,H) groups
2. Restrained distances
 C2-H5 \\sim C2-H3b \\sim C2-H3 \\sim C2-H4b \\sim C2-H4 \\sim C2-H5b
 with sigma of 0.02
3. Others
 Sof(C1b)=Sof(H1b)=Sof(H2b)=Sof(H3b)=Sof(H4b)=Sof(H5b)=1-FVAR(1)
 Sof(C1)=Sof(H1)=Sof(H2)=Sof(H3)=Sof(H4)=Sof(H5)=FVAR(1)
;
_atom_sites_solution_primary     dual
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_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_group
Cl1 Cl 0.85461(2) 1.01785(2) 0.599388(10) 0.02809(6) Uani 1.000000 1 . . . .
P1 P 0.333333333333 0.666666666667 0.430827(6) 0.01690(3) Uani 1.000000 3 S T P
.
F1 F 0.42321(2) 0.86041(2) 0.625626(9) 0.02138(5) Uani 1.000000 1 . . . .
F2 F 0.64531(3) 1.00789(2) 0.646527(11) 0.02478(5) Uani 1.000000 1 . . . .
F3 F 0.76279(2) 0.81905(3) 0.527102(12) 0.02783(6) Uani 1.000000 1 . . . .
F4 F 0.54002(2) 0.66659(3) 0.507214(11) 0.02423(5) Uani 1.000000 1 . . . .
O1 O 0.333333333333 0.666666666667 0.488103(17) 0.01768(7) Uani 1.000000 3 S T
P .
C1 C 0.18739(7) 0.60909(7) 0.40530(3) 0.02452(15) Uani 0.5870(17) 1 . . . 1
H1 H 0.1933(12) 0.6074(12) 0.3646(5) 0.02943(18) Uiso 0.5870(17) 1 R . . 1
H2 H 0.1383(12) 0.5182(12) 0.4166(5) 0.02943(18) Uiso 0.5870(17) 1 R . . 1
C1b C 0.24458(11) 0.72415(11) 0.40767(4) 0.0273(2) Uani 0.4130(17) 1 . . . 2
H1b H 0.2794(19) 0.8164(18) 0.4215(8) 0.0328(3) Uiso 0.4130(17) 1 R . . 2
H2b H 0.2493(18) 0.7242(18) 0.3655(8) 0.0328(3) Uiso 0.4130(17) 1 R . . 2
C2 C 0.12138(5) 0.66652(7) 0.42213(3) 0.04074(13) Uani 1.000000 1 D . . .
H3 H 0.1713(17) 0.7629(14) 0.4106(7) 0.0611(2) Uiso 0.5870(17) 1 DR . . 1
H4 H 0.0404(15) 0.6411(17) 0.4026(8) 0.0611(2) Uiso 0.5870(17) 1 DR . . 1
H5 H 0.106(2) 0.6473(19) 0.4636(6) 0.0611(2) Uiso 0.5870(17) 1 DR . . 1
H3b H 0.121(3) 0.683(3) 0.4621(8) 0.0611(2) Uiso 0.4130(17) 1 DR . . 2
H4b H 0.068(2) 0.698(2) 0.4074(11) 0.0611(2) Uiso 0.4130(17) 1 DR . . 2
H5b H 0.077(2) 0.5720(17) 0.4069(11) 0.0611(2) Uiso 0.4130(17) 1 DR . . 2
C3 C 0.46899(3) 0.75852(3) 0.563178(12) 0.01448(5) Uani 1.000000 1 . . . .
C4 C 0.50337(3) 0.84721(3) 0.599225(12) 0.01543(5) Uani 1.000000 1 . . . .
C5 C 0.62019(3) 0.92575(3) 0.611125(13) 0.01755(5) Uani 1.000000 1 . . . .
C6 C 0.71036(3) 0.91916(3) 0.586610(14) 0.01916(6) Uani 1.000000 1 . . . .
C7 C 0.67963(3) 0.83020(4) 0.551074(14) 0.01920(6) Uani 1.000000 1 . . . .
C8 C 0.56210(3) 0.75262(3) 0.540757(13) 0.01708(5) Uani 1.000000 1 . . . .
B1 B 0.333333333333 0.666666666667 0.54598(2) 0.01417(9) Uani 1.000000 3 S T P
.

loop_
_atom_site_anharm_GC_C_label
_atom_site_anharm_GC_C_111
_atom_site_anharm_GC_C_112
_atom_site_anharm_GC_C_113
_atom_site_anharm_GC_C_122
_atom_site_anharm_GC_C_123
_atom_site_anharm_GC_C_133
_atom_site_anharm_GC_C_222
_atom_site_anharm_GC_C_223
_atom_site_anharm_GC_C_233
_atom_site_anharm_GC_C_333
Cl1 -0.000000062(14) 0.000000069(10) 0.000000016(4) -0.000000234(11)
-0.000000023(3) -0.0000000181(18) 0.00000042(2) 0.000000169(5) 0.000000022(2)
0.0000000080(16)

loop_
_atom_site_anharm_GC_D_label
_atom_site_anharm_GC_D_1111
_atom_site_anharm_GC_D_1112
_atom_site_anharm_GC_D_1113
_atom_site_anharm_GC_D_1122
_atom_site_anharm_GC_D_1123
_atom_site_anharm_GC_D_1133
_atom_site_anharm_GC_D_1222
_atom_site_anharm_GC_D_1223
_atom_site_anharm_GC_D_1233
_atom_site_anharm_GC_D_1333
_atom_site_anharm_GC_D_2222
_atom_site_anharm_GC_D_2223
_atom_site_anharm_GC_D_2233
_atom_site_anharm_GC_D_2333
_atom_site_anharm_GC_D_3333
Cl1 -0.0000000015(7) -0.0000000010(5) 0.00000000001(18) -0.0000000012(5)
0.00000000013(12) -0.00000000009(7) -0.0000000004(6) -0.00000000006(14)
-0.00000000004(6) -0.00000000000(4) -0.0000000001(11) 0.0000000003(3)
0.00000000069(8) 0.00000000014(5) 0.00000000005(4)


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C6 1.7105(4) . ?
P1 O1 1.5074(5) . ?
P1 C1 1.8020(7) . ?
P1 C1 1.8020(7) 2_665 ?
P1 C1 1.8020(7) 3_565 ?
P1 C1b 1.7832(11) . ?
P1 C1b 1.7832(11) 3_565 ?
P1 C1b 1.7832(11) 2_665 ?
F1 C4 1.3428(4) . ?
F2 C5 1.3359(4) . ?
F3 C7 1.3313(5) . ?
F4 C8 1.3462(4) . ?
O1 B1 1.5233(8) . ?
C1 H1 1.076(14) . ?
C1 H2 1.077(14) . ?
C1 C2 1.4731(10) . ?
C1b H1b 1.12(2) . ?
C1b H2b 1.11(2) . ?
C1b C2 1.4528(14) . ?
C2 H3 1.138(15) . ?
C2 H4 1.074(15) . ?
C2 H5 1.116(17) . ?
C2 H3b 1.07(2) . ?
C2 H4b 1.053(18) . ?
C2 H5b 1.148(18) . ?
C3 C4 1.3909(5) . ?
C3 C8 1.3944(5) . ?
C3 B1 1.6385(4) 2_665 ?
C4 C5 1.3904(5) . ?
C5 C6 1.3887(6) . ?
C6 C7 1.3896(6) . ?
C7 C8 1.3861(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
C1 P1 O1 111.89(2) . . ?
C1 P1 O1 111.89(2) 2_665 . ?
C1 P1 O1 111.89(2) 3_565 . ?
C1 P1 C1 106.95(3) 2_665 . ?
C1 P1 C1 106.95(3) 3_565 2_665 ?
C1 P1 C1 106.95(3) 3_565 . ?
C1b P1 O1 109.99(4) 3_565 . ?
C1b P1 O1 109.99(4) 2_665 . ?
C1b P1 O1 109.99(4) . . ?
C1b P1 C1 135.95(5) 2_665 3_565 ?
C1b P1 C1 135.95(5) . 2_665 ?
C1b P1 C1 68.41(5) . 3_565 ?
C1b P1 C1 42.86(5) . . ?
C1b P1 C1 42.86(5) 3_565 3_565 ?
C1b P1 C1 42.86(5) 2_665 2_665 ?
C1b P1 C1 68.41(5) 3_565 2_665 ?
C1b P1 C1 135.95(5) 3_565 . ?
C1b P1 C1 68.41(5) 2_665 . ?
C1b P1 C1b 108.95(4) 2_665 . ?
C1b P1 C1b 108.95(4) 3_565 . ?
C1b P1 C1b 108.95(4) 3_565 2_665 ?
B1 O1 P1 180.0 . . ?
H1 C1 P1 107.9(7) . . ?
H2 C1 P1 106.5(7) . . ?
H2 C1 H1 105.2(10) . . ?
C2 C1 P1 116.60(5) . . ?
C2 C1 H1 112.2(7) . . ?
C2 C1 H2 107.7(8) . . ?
H1b C1b P1 110.3(11) . . ?
H2b C1b P1 107.1(10) . . ?
H2b C1b H1b 109.4(15) . . ?
C2 C1b P1 118.90(8) . . ?
C2 C1b H1b 102.9(11) . . ?
C2 C1b H2b 108.0(10) . . ?
C1b C2 C1 53.19(6) . . ?
H3 C2 C1 109.2(10) . . ?
H3 C2 C1b 58.5(10) . . ?
H4 C2 C1 116.2(11) . . ?
H4 C2 C1b 135.1(12) . . ?
H4 C2 H3 98.5(14) . . ?
H5 C2 C1 105.4(13) . . ?
H5 C2 C1b 113.8(15) . . ?
H5 C2 H3 116.8(15) . . ?
H5 C2 H4 111.0(19) . . ?
H3b C2 C1 118(2) . . ?
H3b C2 C1b 106(2) . . ?
H3b C2 H3 95.3(17) . . ?
H3b C2 H4 115(2) . . ?
H3b C2 H5 22(2) . . ?
H4b C2 C1 140.4(17) . . ?
H4b C2 C1b 119.0(17) . . ?
H4b C2 H3 65.7(16) . . ?
H4b C2 H4 36.3(16) . . ?
H4b C2 H5 112(2) . . ?
H4b C2 H3b 102(3) . . ?
H5b C2 C1 57.0(14) . . ?
H5b C2 C1b 107.8(14) . . ?
H5b C2 H3 144.0(17) . . ?
H5b C2 H4 66.8(15) . . ?
H5b C2 H5 99.2(18) . . ?
H5b C2 H3b 121(2) . . ?
H5b C2 H4b 102.6(19) . . ?
C8 C3 C4 114.13(3) . . ?
B1 C3 C4 125.67(3) 2_665 . ?
B1 C3 C8 120.20(3) 2_665 . ?
C3 C4 F1 120.92(3) . . ?
C5 C4 F1 115.66(3) . . ?
C5 C4 C3 123.41(3) . . ?
C4 C5 F2 119.44(3) . . ?
C6 C5 F2 120.03(3) . . ?
C6 C5 C4 120.54(3) . . ?
C5 C6 Cl1 121.14(3) . . ?
C7 C6 Cl1 121.03(3) . . ?
C7 C6 C5 117.83(3) . . ?
C6 C7 F3 120.14(3) . . ?
C8 C7 F3 119.97(4) . . ?
C8 C7 C6 119.90(3) . . ?
C3 C8 F4 119.82(3) . . ?
C7 C8 F4 116.03(3) . . ?
C7 C8 C3 124.15(3) . . ?
C3 B1 O1 106.03(2) 2_665 . ?
C3 B1 O1 106.03(2) . . ?
C3 B1 O1 106.03(2) 3_565 . ?
C3 B1 C3 112.68(2) 2_665 . ?
C3 B1 C3 112.68(2) . 3_565 ?
C3 B1 C3 112.68(2) 2_665 3_565 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cl1 C6 C5 F2 -2.14(4) . . . . ?
Cl1 C6 C5 C4 177.98(3) . . . . ?
Cl1 C6 C7 F3 1.45(4) . . . . ?
Cl1 C6 C7 C8 -178.85(3) . . . . ?
P1 C1 C2 C1b 42.67(7) 2_665 . . . ?
P1 C1 C2 C1b 42.67(7) 3_565 . . . ?
P1 C1 C2 C1b 42.67(7) . . . . ?
P1 C1b C2 C1 -44.39(8) . . . . ?
P1 C1b C2 C1 -44.39(8) 3_565 . . . ?
P1 C1b C2 C1 -44.39(8) 2_665 . . . ?
F1 C4 C3 C8 -177.06(3) . . . . ?
F1 C4 C3 B1 3.63(4) . . . 2_665 ?
F1 C4 C5 F2 -0.70(4) . . . . ?
F1 C4 C5 C6 179.18(3) . . . . ?
F2 C5 C4 C3 -179.58(3) . . . . ?
F2 C5 C6 C7 178.29(3) . . . . ?
F3 C7 C6 C5 -178.98(4) . . . . ?
F3 C7 C8 F4 2.01(4) . . . . ?
F3 C7 C8 C3 -178.77(3) . . . . ?
F4 C8 C3 C4 176.51(3) . . . . ?
F4 C8 C3 B1 -4.14(4) . . . 2_665 ?
F4 C8 C7 C6 -177.69(3) . . . . ?
O1 B1 C3 C4 131.86(2) . . 3_565 3_565 ?
O1 B1 C3 C4 131.86(2) . . 2_665 2_665 ?
O1 B1 C3 C4 131.86(2) . . . . ?
O1 B1 C3 C8 -47.41(2) . . . . ?
O1 B1 C3 C8 -47.41(2) . . 3_565 3_565 ?
O1 B1 C3 C8 -47.41(2) . . 2_665 2_665 ?
O1 B1 C3 B1 0(60000000000000) . . . 2_665 ?
O1 B1 C3 B1 -0(50000000000000) . . 2_665 3_565 ?
C3 C4 C5 C6 0.31(4) . . . . ?
C3 C8 C7 C6 1.54(4) . . . . ?
C3 B1 C3 C4 16.29(4) 2_665 3_565 . . ?
C3 B1 C3 C4 -112.57(3) 3_565 . . . ?
C3 B1 C3 C8 -162.98(3) 2_665 3_565 . . ?
C3 B1 C3 C8 68.16(4) 3_565 . . . ?
C3 B1 C3 B1 -0(100000000000000) . 2_665 3_565 . ?
C3 B1 C3 B1 -0(50000000000000) 3_565 . . 2_665 ?
C4 C5 C6 C7 -1.59(4) . . . . ?
C5 C6 C7 C8 0.72(4) . . . . ?


_olex2_date_sample_data_collection 2021-04-19
_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 1.189
_oxdiff_exptl_absorpt_empirical_full_min 0.901
loop_
_restr_equal_distance_atom_site_label_1
_restr_equal_distance_atom_site_label_2
_restr_equal_distance_site_symmetry_2
_restr_equal_distance_class_id
C2 H3 1 1
C2 H4 1 1
C2 H5 1 1
C2 H3b 1 1
C2 H4b 1 1
C2 H5b 1 1

loop_
_restr_equal_distance_class_class_id
_restr_equal_distance_class_target_weight_param
_restr_equal_distance_class_average
_restr_equal_distance_class_esd
_restr_equal_distance_class_diff_max
1 0.0200 1.1004 0.0354 0.0478

