# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_ll134
_database_code_depnum_ccdc_archive 'CCDC 2009608'
loop_
_audit_author_name
_audit_author_address
'Marilyn M. Olmstead'
;Department of Chemistry, University of California, Davis
United States of America
;
_audit_update_record             
;
2020-06-13 deposited with the CCDC.	2020-09-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            C6H6Â.[(C6H11NC)2Au]AsF6
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H22 Au N2, C6 H6, As F6'
_chemical_formula_sum            'C20 H28 As Au F6 N2'
_chemical_formula_weight         682.33

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
As As 0.0499 2.0058 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           128
_space_group_name_H-M_alt        'P 4/m n c'
_space_group_name_Hall           '-P 4 2n'

_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.
;

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'
'-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                   12.741(4)
_cell_length_b                   12.741(4)
_cell_length_c                   13.871(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2251.7(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5921
_cell_measurement_theta_min      2.259
_cell_measurement_theta_max      26.3815

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.013
_exptl_crystal_F_000             1312
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.299
_exptl_crystal_size_mid          0.251
_exptl_crystal_size_min          0.196
_exptl_absorpt_coefficient_mu    8.050
_shelx_estimated_absorpt_T_min   0.197
_shelx_estimated_absorpt_T_max   0.301
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.07402
_exptl_absorpt_correction_T_max  0.15225
_exptl_absorpt_process_details   'SADABS (Sheldrick,2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microsource
_diffrn_measurement_device_type  'Bruker Kappa DUO with Photon 100'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean 10.42
_diffrn_reflns_number            11999
_diffrn_reflns_av_unetI/netI     0.0122
_diffrn_reflns_av_R_equivalents  0.0222
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.261
_diffrn_reflns_theta_max         26.504
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             1229
_reflns_number_gt                1002
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Apex3 (Bruker, 2017)'
_computing_cell_refinement       'SAINT (Bruker, 2017)'
_computing_data_reduction        'SAINT (Bruker, 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0517P)²+8.8430P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0026(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1229
_refine_ls_number_parameters     82
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0362
_refine_ls_R_factor_gt           0.0304
_refine_ls_wR_factor_ref         0.0984
_refine_ls_wR_factor_gt          0.0922
_refine_ls_goodness_of_fit_ref   1.119
_refine_ls_restrained_S_all      1.119
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
Au1 Au 0.500000 0.000000 1.000000 0.0222(2) Uani 1 4 d S T P . .
N1 N 0.2831(4) 0.1111(4) 1.000000 0.0279(12) Uani 1 2 d S T P . .
C1 C 0.3613(5) 0.0674(5) 1.000000 0.0262(13) Uani 1 2 d S T P . .
C2 C 0.1931(5) 0.1820(5) 1.000000 0.0263(14) Uani 1 2 d S T P . .
H2 H 0.126313 0.140728 1.000001 0.032 Uiso 1 2 calc R U P . .
C3 C 0.2000(4) 0.2486(4) 0.9090(4) 0.0303(10) Uani 1 1 d . . . . .
H3A H 0.204054 0.201881 0.852079 0.036 Uiso 1 1 calc R U . . .
H3B H 0.135434 0.291374 0.902923 0.036 Uiso 1 1 calc R U . . .
C4 C 0.2947(4) 0.3208(4) 0.9097(4) 0.0343(11) Uani 1 1 d . . . . .
H4A H 0.292539 0.366706 0.852135 0.041 Uiso 1 1 calc R U . . .
H4B H 0.359532 0.278145 0.906267 0.041 Uiso 1 1 calc R U . . .
C5 C 0.2972(5) 0.3881(5) 1.000000 0.0376(17) Uani 1 2 d S T P . .
H5A H 0.361682 0.431400 1.000001 0.045 Uiso 1 2 calc R U P . .
H5B H 0.236033 0.436065 1.000001 0.045 Uiso 1 2 calc R U P . .
As1 As 0.500000 0.500000 0.71357(8) 0.0206(3) Uani 1 4 d S T P . .
F1 F 0.5123(2) 0.6339(3) 0.7131(3) 0.0538(10) Uiso 1 1 d . . . . .
F2 F 0.500000 0.500000 0.8387(14) 0.037(4) Uiso 0.5 4 d S . P A 3
F3 F 0.500000 0.500000 0.5915(14) 0.043(4) Uiso 0.5 4 d S . P A 3
F4 F 0.456(3) 0.505(4) 0.830(3) 0.049(8) Uiso 0.125 1 d . . P A 4
F5 F 0.454(2) 0.501(2) 0.596(2) 0.033(5) Uiso 0.125 1 d . . P B 4
C6 C 0.4715(8) 0.8969(9) 0.7506(6) 0.024(2) Uiso 0.5 1 d . . P C 1
H6 H 0.451309 0.825093 0.752032 0.028 Uiso 0.5 1 calc R U P C 1
C7 C 0.5775(9) 0.9225(9) 0.750000 0.029(3) Uiso 0.5 2 d S . P C 1
H7 H 0.630196 0.869804 0.750002 0.035 Uiso 0.5 2 calc R U P C 1
C8 C 0.4235(8) 0.9235(8) 0.750000 0.022(3) Uiso 0.5 2 d S . P D 2
H8 H 0.370759 0.870761 0.749999 0.026 Uiso 0.5 2 calc R U P D 2
C9 C 0.5280(8) 0.8961(9) 0.7501(6) 0.025(2) Uiso 0.5 1 d . . P D 2
H9 H 0.547488 0.824116 0.750404 0.030 Uiso 0.5 1 calc R U P D 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
Au1 C1 1.965(6) . ?
Au1 C1 1.965(6) 9_657 ?
N1 C1 1.141(8) . ?
N1 C2 1.460(7) . ?
C2 C3 1.524(6) . ?
C2 C3 1.524(6) 10_557 ?
C2 H2 1.0000 . ?
C3 C4 1.516(7) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.519(6) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
As1 F3 1.69(2) . ?
As1 F4 1.71(4) 4_565 ?
As1 F4 1.71(4) 2_665 ?
As1 F4 1.71(4) 3_655 ?
As1 F4 1.71(4) . ?
As1 F1 1.714(4) 2_665 ?
As1 F1 1.714(4) 4_565 ?
As1 F1 1.714(4) 3_655 ?
As1 F1 1.714(4) . ?
As1 F2 1.736(19) . ?
As1 F5 1.74(3) 3_655 ?
As1 F5 1.74(3) 4_565 ?
F4 F4 0.80(5) 4_565 ?
F4 F4 0.80(5) 3_655 ?
F4 F4 1.13(6) 2_665 ?
F5 F5 0.83(4) 4_565 ?
F5 F5 0.83(4) 3_655 ?
F5 F5 1.17(5) 2_665 ?
C6 C6 1.34(2) 7_456 ?
C6 C7 1.390(14) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 C9 1.377(13) 7_456 ?
C8 C9 1.377(13) . ?
C8 H8 0.9500 . ?
C9 C9 1.37(2) 8_666 ?
C9 H9 0.9500 . ?

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 Au1 C1 180.0 . 9_657 ?
C1 N1 C2 170.9(6) . . ?
N1 C1 Au1 176.8(5) . . ?
N1 C2 C3 107.4(3) . . ?
N1 C2 C3 107.4(3) . 10_557 ?
C3 C2 C3 111.9(5) . 10_557 ?
N1 C2 H2 110.0 . . ?
C3 C2 H2 110.0 . . ?
C3 C2 H2 110.0 10_557 . ?
C4 C3 C2 112.2(4) . . ?
C4 C3 H3A 109.2 . . ?
C2 C3 H3A 109.2 . . ?
C4 C3 H3B 109.2 . . ?
C2 C3 H3B 109.2 . . ?
H3A C3 H3B 107.9 . . ?
C3 C4 C5 111.4(4) . . ?
C3 C4 H4A 109.4 . . ?
C5 C4 H4A 109.4 . . ?
C3 C4 H4B 109.4 . . ?
C5 C4 H4B 109.4 . . ?
H4A C4 H4B 108.0 . . ?
C4 C5 C4 111.2(5) 10_557 . ?
C4 C5 H5A 109.4 10_557 . ?
C4 C5 H5A 109.4 . . ?
C4 C5 H5B 109.4 10_557 . ?
C4 C5 H5B 109.4 . . ?
H5A C5 H5B 108.0 . . ?
F3 As1 F4 160.7(11) . 2_665 ?
F4 As1 F4 27.0(15) 4_565 2_665 ?
F3 As1 F4 160.7(11) . 3_655 ?
F4 As1 F4 39(2) 4_565 3_655 ?
F4 As1 F4 27.0(15) 2_665 3_655 ?
F4 As1 F4 27.0(15) 4_565 . ?
F4 As1 F4 39(2) 2_665 . ?
F4 As1 F4 27.0(15) 3_655 . ?
F3 As1 F1 89.79(15) . 2_665 ?
F4 As1 F1 109.5(11) 4_565 2_665 ?
F4 As1 F1 89.6(16) 2_665 2_665 ?
F4 As1 F1 71.0(11) 3_655 2_665 ?
F4 As1 F1 90.8(16) . 2_665 ?
F1 As1 F1 89.999(2) 2_665 4_565 ?
F3 As1 F1 89.79(15) . 3_655 ?
F4 As1 F1 90.8(16) 4_565 3_655 ?
F4 As1 F1 109.5(11) 2_665 3_655 ?
F4 As1 F1 89.6(16) 3_655 3_655 ?
F4 As1 F1 71.0(11) . 3_655 ?
F1 As1 F1 89.999(3) 2_665 3_655 ?
F1 As1 F1 179.6(3) 4_565 3_655 ?
F3 As1 F1 89.79(15) . . ?
F4 As1 F1 71.0(11) 4_565 . ?
F4 As1 F1 90.8(16) 2_665 . ?
F4 As1 F1 109.5(11) 3_655 . ?
F4 As1 F1 89.6(16) . . ?
F1 As1 F1 179.6(3) 2_665 . ?
F1 As1 F1 89.999(3) 4_565 . ?
F1 As1 F1 89.999(2) 3_655 . ?
F3 As1 F2 180.0 . . ?
F1 As1 F2 90.21(15) 2_665 . ?
F1 As1 F2 90.21(15) 4_565 . ?
F1 As1 F2 90.21(15) 3_655 . ?
F1 As1 F2 90.21(15) . . ?
F3 As1 F5 19.7(9) . 3_655 ?
F4 As1 F5 178(2) 4_565 3_655 ?
F4 As1 F5 151.4(17) 2_665 3_655 ?
F4 As1 F5 141.1(14) 3_655 3_655 ?
F4 As1 F5 154.1(18) . 3_655 ?
F1 As1 F5 70.2(9) 2_665 3_655 ?
F1 As1 F5 88.5(10) 4_565 3_655 ?
F1 As1 F5 91.1(10) 3_655 3_655 ?
F1 As1 F5 109.4(9) . 3_655 ?
F2 As1 F5 160.3(9) . 3_655 ?
F3 As1 F5 19.7(9) . 4_565 ?
F4 As1 F5 141.1(14) 4_565 4_565 ?
F4 As1 F5 154.1(18) 2_665 4_565 ?
F4 As1 F5 178.1(19) 3_655 4_565 ?
F4 As1 F5 151.4(17) . 4_565 ?
F1 As1 F5 109.4(9) 2_665 4_565 ?
F1 As1 F5 91.1(10) 4_565 4_565 ?
F1 As1 F5 88.5(10) 3_655 4_565 ?
F1 As1 F5 70.2(9) . 4_565 ?
F2 As1 F5 160.3(9) . 4_565 ?
F5 As1 F5 39.3(17) 3_655 4_565 ?
F4 F4 F4 90.00(3) 4_565 3_655 ?
F4 F4 F4 44.999(7) 4_565 2_665 ?
F4 F4 F4 45.00(3) 3_655 2_665 ?
F4 F4 As1 76.5(7) 4_565 . ?
F4 F4 As1 76.5(7) 3_655 . ?
F4 F4 As1 70.7(11) 2_665 . ?
F5 F5 F5 89.997(14) 4_565 3_655 ?
F5 F5 F5 44.999(5) 4_565 2_665 ?
F5 F5 F5 44.998(16) 3_655 2_665 ?
F5 F5 As1 76.2(6) 4_565 . ?
F5 F5 As1 76.2(6) 3_655 . ?
F5 F5 As1 70.3(9) 2_665 . ?
C6 C6 C7 121.4(8) 7_456 . ?
C6 C6 H6 119.3 7_456 . ?
C7 C6 H6 119.3 . . ?
C6 C7 C6 117.2(15) . 8_666 ?
C6 C7 H7 121.4 . . ?
C6 C7 H7 121.4 8_666 . ?
C9 C8 C9 119.4(15) 7_456 . ?
C9 C8 H8 120.3 7_456 . ?
C9 C8 H8 120.3 . . ?
C9 C9 C8 120.3(7) 8_666 . ?
C9 C9 H9 119.8 8_666 . ?
C8 C9 H9 119.8 . . ?

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
N1 C2 C3 C4 -65.7(5) . . . . ?
C3 C2 C3 C4 51.9(6) 10_557 . . . ?
C2 C3 C4 C5 -54.1(5) . . . . ?
C3 C4 C5 C4 56.0(7) . . . 10_557 ?
F4 As1 F4 F4 46.65(18) 2_665 . . 4_565 ?
F4 As1 F4 F4 93.3(4) 3_655 . . 4_565 ?
F1 As1 F4 F4 135(4) 2_665 . . 4_565 ?
F1 As1 F4 F4 45(5) 4_565 . . 4_565 ?
F1 As1 F4 F4 -135(5) 3_655 . . 4_565 ?
F1 As1 F4 F4 -45(4) . . . 4_565 ?
F5 As1 F4 F4 177(4) 3_655 . . 4_565 ?
F5 As1 F4 F4 -89(3) 4_565 . . 4_565 ?
F4 As1 F4 F4 -93.3(4) 4_565 . . 3_655 ?
F4 As1 F4 F4 -46.6(2) 2_665 . . 3_655 ?
F1 As1 F4 F4 42(4) 2_665 . . 3_655 ?
F1 As1 F4 F4 -48(5) 4_565 . . 3_655 ?
F1 As1 F4 F4 132(5) 3_655 . . 3_655 ?
F1 As1 F4 F4 -138(4) . . . 3_655 ?
F5 As1 F4 F4 83(4) 3_655 . . 3_655 ?
F5 As1 F4 F4 178(4) 4_565 . . 3_655 ?
F4 As1 F4 F4 -46.65(18) 4_565 . . 2_665 ?
F4 As1 F4 F4 46.65(17) 3_655 . . 2_665 ?
F1 As1 F4 F4 88(4) 2_665 . . 2_665 ?
F1 As1 F4 F4 -2(5) 4_565 . . 2_665 ?
F1 As1 F4 F4 178(5) 3_655 . . 2_665 ?
F1 As1 F4 F4 -92(4) . . . 2_665 ?
F5 As1 F4 F4 130(4) 3_655 . . 2_665 ?
F5 As1 F4 F4 -136(4) 4_565 . . 2_665 ?
F4 As1 F5 F5 84(4) 4_565 . . 4_565 ?
F4 As1 F5 F5 177(4) 3_655 . . 4_565 ?
F4 As1 F5 F5 130(3) . . . 4_565 ?
F1 As1 F5 F5 -140(3) 2_665 . . 4_565 ?
F1 As1 F5 F5 -51(3) 4_565 . . 4_565 ?
F1 As1 F5 F5 129(3) 3_655 . . 4_565 ?
F1 As1 F5 F5 40(3) . . . 4_565 ?
F5 As1 F5 F5 -93.4(3) 3_655 . . 4_565 ?
F4 As1 F5 F5 178(4) 4_565 . . 3_655 ?
F4 As1 F5 F5 -90(3) 3_655 . . 3_655 ?
F4 As1 F5 F5 -136(3) . . . 3_655 ?
F1 As1 F5 F5 -47(3) 2_665 . . 3_655 ?
F1 As1 F5 F5 43(3) 4_565 . . 3_655 ?
F1 As1 F5 F5 -137(3) 3_655 . . 3_655 ?
F1 As1 F5 F5 133(3) . . . 3_655 ?
F5 As1 F5 F5 93.4(3) 4_565 . . 3_655 ?
F4 As1 F5 F5 131(4) 4_565 . . 2_665 ?
F4 As1 F5 F5 -137(3) 3_655 . . 2_665 ?
F4 As1 F5 F5 177(3) . . . 2_665 ?
F1 As1 F5 F5 -94(3) 2_665 . . 2_665 ?
F1 As1 F5 F5 -4(3) 4_565 . . 2_665 ?
F1 As1 F5 F5 176(3) 3_655 . . 2_665 ?
F1 As1 F5 F5 86(3) . . . 2_665 ?
F5 As1 F5 F5 -46.72(15) 3_655 . . 2_665 ?
F5 As1 F5 F5 46.72(15) 4_565 . . 2_665 ?
C6 C6 C7 C6 0.9(8) 7_456 . . 8_666 ?
C9 C8 C9 C9 -0.2(8) 7_456 . . 8_666 ?

_refine_diff_density_max         1.795
_refine_diff_density_min         -1.270
_refine_diff_density_rms         0.141


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Benzene'
_chemical_properties_physical    Air-sensitive
####################################################################### 
# 
# 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_ll113
_database_code_depnum_ccdc_archive 'CCDC 2009609'
loop_
_audit_author_name
_audit_author_address
'Marilyn M. Olmstead'
;Department of Chemistry, University of California, Davis
United States of America
;
_audit_update_record             
;
2020-06-13 deposited with the CCDC.	2020-09-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            C6H6Â.[(C6H11NC)2Au]SbF6
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H22 Au N2, C6 H6, F6 Sb'
_chemical_formula_sum            'C20 H28 Au F6 N2 Sb'
_chemical_formula_weight         729.16

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           128
_space_group_name_H-M_alt        'P 4/m n c'
_space_group_name_Hall           '-P 4 2n'

_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.
;

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'
'-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                   12.948(4)
_cell_length_b                   12.948(4)
_cell_length_c                   13.943(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2337.6(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3481
_cell_measurement_theta_min      2.918
_cell_measurement_theta_max      26.3045

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.072
_exptl_crystal_F_000             1384
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.506
_exptl_crystal_size_mid          0.044
_exptl_crystal_size_min          0.042
_exptl_absorpt_coefficient_mu    7.481
_shelx_estimated_absorpt_T_min   0.116
_shelx_estimated_absorpt_T_max   0.744
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.99847
_exptl_absorpt_correction_T_max  0.99983
_exptl_absorpt_process_details   'SADABS (Sheldrick,2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microsource
_diffrn_measurement_device_type  'Bruker Kappa DUO with Photon 100'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean 10.42
_diffrn_reflns_number            8037
_diffrn_reflns_av_unetI/netI     0.0219
_diffrn_reflns_av_R_equivalents  0.0342
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.146
_diffrn_reflns_theta_max         26.386
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             1251
_reflns_number_gt                887
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Apex3 (Bruker, 2017)'
_computing_cell_refinement       'SAINT (Bruker, 2017)'
_computing_data_reduction        'SAINT (Bruker, 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_refine_special_details          
;
The SbF6 group has disorder in the fluorine atom positions. Sb1 resides on a
special position, Wyckoff letter e, with 4-fold symmetry along the a axis. Atom F1
resides on a general position and belongs to both of the SbF6 orientations and
gives four of the fluorine positions. F2 and F3 contribute two more fluorines to
one orientation; F4 and F5 contribute two fluorines to a second orientation. The
occupanices of these two sets were constrained by use of the SUMP command to add
to a total of 0.25, which adds the remaining fluorine atoms. Based upon the refined
occupancies, the SbF6 groups are divided into 63% with set 1 and 37% with set 2.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0460P)²+5.1186P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1251
_refine_ls_number_parameters     85
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0568
_refine_ls_R_factor_gt           0.0357
_refine_ls_wR_factor_ref         0.0946
_refine_ls_wR_factor_gt          0.0848
_refine_ls_goodness_of_fit_ref   1.168
_refine_ls_restrained_S_all      1.167
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
Au1 Au 0.500000 0.000000 1.000000 0.02466(18) Uani 1 4 d S T P . .
N1 N 0.2865(5) 0.1130(5) 1.000000 0.0262(16) Uani 1 2 d S T P . .
C1 C 0.3629(7) 0.0700(6) 1.000000 0.0264(19) Uani 1 2 d S T P . .
C2 C 0.1967(6) 0.1804(6) 1.000000 0.0287(19) Uani 1 2 d S T P . .
H2 H 0.132122 0.138007 1.000000 0.034 Uiso 1 2 calc R U P . .
C3 C 0.2007(5) 0.2468(5) 0.9099(5) 0.0324(14) Uani 1 1 d . . . . .
H3A H 0.135900 0.287096 0.904807 0.039 Uiso 1 1 calc R U . . .
H3B H 0.205303 0.201388 0.852983 0.039 Uiso 1 1 calc R U . . .
C4 C 0.2929(4) 0.3215(5) 0.9100(5) 0.0326(16) Uani 1 1 d . . . . .
H4A H 0.358058 0.281620 0.906287 0.039 Uiso 1 1 calc R U . . .
H4B H 0.289124 0.366886 0.852962 0.039 Uiso 1 1 calc R U . . .
C5 C 0.2931(7) 0.3869(6) 1.000000 0.041(3) Uani 1 2 d S T P . .
H5A H 0.355052 0.431752 1.000000 0.049 Uiso 1 2 calc R U P . .
H5B H 0.231407 0.432069 1.000000 0.049 Uiso 1 2 calc R U P . .
Sb1 Sb 0.500000 0.500000 0.71604(7) 0.0213(2) Uani 1 4 d S T P . .
F1 F 0.5124(3) 0.6441(3) 0.7169(5) 0.0699(16) Uani 1 1 d . . . . .
F2 F 0.500000 0.500000 0.8517(11) 0.052(4) Uiso 0.629(10) 4 d S . P A 3
F3 F 0.500000 0.500000 0.5852(14) 0.075(5) Uiso 0.629(10) 4 d S . P A 3
F4 F 0.401(2) 0.510(2) 0.810(2) 0.014(7) Uiso 0.093(2) 1 d . . P A 4
F5 F 0.396(2) 0.507(2) 0.622(2) 0.012(6) Uiso 0.093(2) 1 d . . P A 4
C6 C 0.4739(10) 0.8980(11) 0.7509(10) 0.023(3) Uiso 0.5 1 d . . P B 1
H6 H 0.453948 0.827398 0.752875 0.028 Uiso 0.5 1 calc R U P B 1
C7 C 0.5773(11) 0.9227(11) 0.750000 0.029(5) Uiso 0.5 2 d S . P B 1
H7 H 0.629156 0.870845 0.749998 0.035 Uiso 0.5 2 calc R U P B 1
C8 C 0.4229(9) 0.9229(9) 0.750000 0.019(4) Uiso 0.5 2 d S . P C 2
H8 H 0.370977 0.870978 0.750001 0.023 Uiso 0.5 2 calc R U P C 2
C9 C 0.5287(11) 0.8947(12) 0.7501(11) 0.031(3) Uiso 0.5 1 d . . P C 2
H9 H 0.547692 0.823817 0.750228 0.038 Uiso 0.5 1 calc R U P C 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
Au1 C1 1.993(9) 9_657 ?
Au1 C1 1.993(9) . ?
N1 C1 1.135(10) . ?
N1 C2 1.454(10) . ?
C2 C3 1.523(8) 10_557 ?
C2 C3 1.523(8) . ?
C2 H2 1.0000 . ?
C3 C4 1.537(9) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.514(8) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
Sb1 F3 1.825(19) . ?
Sb1 F4 1.84(3) . ?
Sb1 F4 1.84(3) 4_565 ?
Sb1 F4 1.84(3) 2_665 ?
Sb1 F4 1.84(3) 3_655 ?
Sb1 F1 1.873(4) . ?
Sb1 F1 1.873(4) 2_665 ?
Sb1 F1 1.873(4) 4_565 ?
Sb1 F1 1.873(4) 3_655 ?
Sb1 F5 1.89(3) 3_655 ?
Sb1 F5 1.89(3) 4_565 ?
Sb1 F5 1.89(3) 2_665 ?
F1 F5 1.42(3) 4_565 ?
F1 F4 1.42(3) 4_565 ?
C6 C7 1.376(17) . ?
C6 C6 1.39(3) 7_456 ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 C9 1.418(17) 7_456 ?
C8 C9 1.418(17) . ?
C8 H8 0.9500 . ?
C9 C9 1.40(3) 8_666 ?
C9 H9 0.9500 . ?

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 Au1 C1 180.0 9_657 . ?
C1 N1 C2 172.5(8) . . ?
N1 C1 Au1 177.7(7) . . ?
N1 C2 C3 108.2(4) . 10_557 ?
N1 C2 C3 108.2(4) . . ?
C3 C2 C3 111.1(7) 10_557 . ?
N1 C2 H2 109.8 . . ?
C3 C2 H2 109.8 10_557 . ?
C3 C2 H2 109.8 . . ?
C2 C3 C4 112.4(6) . . ?
C2 C3 H3A 109.1 . . ?
C4 C3 H3A 109.1 . . ?
C2 C3 H3B 109.1 . . ?
C4 C3 H3B 109.1 . . ?
H3A C3 H3B 107.9 . . ?
C5 C4 C3 110.7(6) . . ?
C5 C4 H4A 109.5 . . ?
C3 C4 H4A 109.5 . . ?
C5 C4 H4B 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 108.1 . . ?
C4 C5 C4 112.0(7) 10_557 . ?
C4 C5 H5A 109.2 10_557 . ?
C4 C5 H5A 109.2 . . ?
C4 C5 H5B 109.2 10_557 . ?
C4 C5 H5B 109.2 . . ?
H5A C5 H5B 107.9 . . ?
F3 Sb1 F4 135.5(9) . 2_665 ?
F4 Sb1 F4 89.0(19) . 2_665 ?
F4 Sb1 F4 59.4(11) 4_565 2_665 ?
F3 Sb1 F4 135.5(9) . 3_655 ?
F4 Sb1 F4 59.4(11) . 3_655 ?
F4 Sb1 F4 89.0(19) 4_565 3_655 ?
F4 Sb1 F4 59.4(11) 2_665 3_655 ?
F3 Sb1 F1 90.3(2) . . ?
F4 Sb1 F1 89.2(10) . . ?
F4 Sb1 F1 45.1(9) 4_565 . ?
F4 Sb1 F1 90.3(10) 2_665 . ?
F4 Sb1 F1 134.2(10) 3_655 . ?
F3 Sb1 F1 90.3(2) . 2_665 ?
F4 Sb1 F1 90.3(10) . 2_665 ?
F4 Sb1 F1 134.2(10) 4_565 2_665 ?
F4 Sb1 F1 89.2(10) 2_665 2_665 ?
F4 Sb1 F1 45.1(9) 3_655 2_665 ?
F1 Sb1 F1 179.3(4) . 2_665 ?
F1 Sb1 F1 89.997(5) . 4_565 ?
F1 Sb1 F1 89.998(4) 2_665 4_565 ?
F3 Sb1 F1 90.3(2) . 3_655 ?
F4 Sb1 F1 45.1(9) . 3_655 ?
F4 Sb1 F1 90.3(10) 4_565 3_655 ?
F4 Sb1 F1 134.2(10) 2_665 3_655 ?
F4 Sb1 F1 89.2(10) 3_655 3_655 ?
F1 Sb1 F1 89.998(4) . 3_655 ?
F1 Sb1 F1 89.998(5) 2_665 3_655 ?
F1 Sb1 F1 179.3(4) 4_565 3_655 ?
F3 Sb1 F5 45.9(8) . 3_655 ?
F4 Sb1 F5 120.8(13) . 3_655 ?
F4 Sb1 F5 178.1(13) 4_565 3_655 ?
F4 Sb1 F5 118.7(13) 2_665 3_655 ?
F4 Sb1 F5 89.6(13) 3_655 3_655 ?
F1 Sb1 F5 136.2(9) . 3_655 ?
F1 Sb1 F5 44.4(8) 2_665 3_655 ?
F1 Sb1 F5 89.6(9) 4_565 3_655 ?
F1 Sb1 F5 90.9(9) 3_655 3_655 ?
F3 Sb1 F5 45.9(8) . 4_565 ?
F4 Sb1 F5 118.7(13) . 4_565 ?
F4 Sb1 F5 89.6(13) 4_565 4_565 ?
F4 Sb1 F5 120.8(13) 2_665 4_565 ?
F4 Sb1 F5 178.1(13) 3_655 4_565 ?
F1 Sb1 F5 44.4(8) . 4_565 ?
F1 Sb1 F5 136.3(9) 2_665 4_565 ?
F1 Sb1 F5 90.9(9) 4_565 4_565 ?
F1 Sb1 F5 89.6(9) 3_655 4_565 ?
F5 Sb1 F5 91.8(17) 3_655 4_565 ?
F3 Sb1 F5 45.9(8) . 2_665 ?
F4 Sb1 F5 178.1(13) . 2_665 ?
F4 Sb1 F5 118.7(13) 4_565 2_665 ?
F4 Sb1 F5 89.6(13) 2_665 2_665 ?
F4 Sb1 F5 120.8(13) 3_655 2_665 ?
F1 Sb1 F5 89.6(9) . 2_665 ?
F1 Sb1 F5 90.9(9) 2_665 2_665 ?
F1 Sb1 F5 44.4(8) 4_565 2_665 ?
F1 Sb1 F5 136.3(9) 3_655 2_665 ?
F5 Sb1 F5 61.0(10) 3_655 2_665 ?
F5 Sb1 F5 61.0(10) 4_565 2_665 ?
F5 F1 Sb1 68.3(11) 4_565 . ?
F4 F1 Sb1 66.0(12) 4_565 . ?
F1 F4 Sb1 68.8(13) 3_655 . ?
F1 F5 Sb1 67.3(12) 3_655 . ?
C7 C6 C6 121.5(8) . 7_456 ?
C7 C6 H6 119.2 . . ?
C6 C6 H6 119.2 7_456 . ?
C6 C7 C6 116.9(17) 8_666 . ?
C6 C7 H7 121.5 8_666 . ?
C6 C7 H7 121.5 . . ?
C9 C8 C9 119.8(16) 7_456 . ?
C9 C8 H8 120.1 7_456 . ?
C9 C8 H8 120.1 . . ?
C9 C9 C8 120.1(8) 8_666 . ?
C9 C9 H9 120.0 8_666 . ?
C8 C9 H9 120.0 . . ?

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
N1 C2 C3 C4 -65.6(6) . . . . ?
C3 C2 C3 C4 53.0(9) 10_557 . . . ?
C2 C3 C4 C5 -54.5(7) . . . . ?
C3 C4 C5 C4 56.0(9) . . . 10_557 ?
F4 Sb1 F1 F5 -134.6(16) . . . 4_565 ?
F4 Sb1 F1 F5 -179.9(18) 4_565 . . 4_565 ?
F4 Sb1 F1 F5 136.4(16) 2_665 . . 4_565 ?
F4 Sb1 F1 F5 -178.3(19) 3_655 . . 4_565 ?
F1 Sb1 F1 F5 91.2(13) 4_565 . . 4_565 ?
F1 Sb1 F1 F5 -89.5(13) 3_655 . . 4_565 ?
F5 Sb1 F1 F5 2(3) 3_655 . . 4_565 ?
F5 Sb1 F1 F5 46.8(15) 2_665 . . 4_565 ?
F4 Sb1 F1 F4 45.4(17) . . . 4_565 ?
F4 Sb1 F1 F4 -43.7(16) 2_665 . . 4_565 ?
F4 Sb1 F1 F4 2(3) 3_655 . . 4_565 ?
F1 Sb1 F1 F4 -88.8(13) 4_565 . . 4_565 ?
F1 Sb1 F1 F4 90.5(14) 3_655 . . 4_565 ?
F5 Sb1 F1 F4 -178.2(19) 3_655 . . 4_565 ?
F5 Sb1 F1 F4 179.9(18) 4_565 . . 4_565 ?
F5 Sb1 F1 F4 -133.3(16) 2_665 . . 4_565 ?
F4 Sb1 F4 F1 126.7(19) 4_565 . . 3_655 ?
F4 Sb1 F4 F1 -178.8(19) 2_665 . . 3_655 ?
F4 Sb1 F4 F1 -124(2) 3_655 . . 3_655 ?
F1 Sb1 F4 F1 90.8(9) . . . 3_655 ?
F1 Sb1 F4 F1 -89.7(10) 2_665 . . 3_655 ?
F1 Sb1 F4 F1 -179.99(3) 4_565 . . 3_655 ?
F5 Sb1 F4 F1 -55.4(17) 3_655 . . 3_655 ?
F5 Sb1 F4 F1 56.2(16) 4_565 . . 3_655 ?
F4 Sb1 F5 F1 0.0(12) . . . 3_655 ?
F4 Sb1 F5 F1 -53.4(16) 4_565 . . 3_655 ?
F4 Sb1 F5 F1 54.3(16) 3_655 . . 3_655 ?
F1 Sb1 F5 F1 -89.1(9) . . . 3_655 ?
F1 Sb1 F5 F1 90.4(9) 2_665 . . 3_655 ?
F1 Sb1 F5 F1 179.98(3) 4_565 . . 3_655 ?
F5 Sb1 F5 F1 126.1(18) 3_655 . . 3_655 ?
F5 Sb1 F5 F1 -123.6(18) 4_565 . . 3_655 ?
F5 Sb1 F5 F1 -178.7(17) 2_665 . . 3_655 ?
C6 C6 C7 C6 1.2(13) 7_456 . . 8_666 ?
C9 C8 C9 C9 -0.1(15) 7_456 . . 8_666 ?

_refine_diff_density_max         1.567
_refine_diff_density_min         -1.028
_refine_diff_density_rms         0.142


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: benzene'
_chemical_properties_physical    Air-sensitive
####################################################################### 
# 
# 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_ll105
_database_code_depnum_ccdc_archive 'CCDC 2009610'
loop_
_audit_author_name
_audit_author_address
'Marilyn M. Olmstead'
;Department of Chemistry, University of California, Davis
United States of America
;
_audit_update_record             
;
2020-06-13 deposited with the CCDC.	2020-09-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            '[(C6H11NC)2Au]BArF24'
_chemical_melting_point          '122-125 \%C'
_chemical_formula_moiety         'C32 H12 B F24, C14 H22 Au N2'
_chemical_formula_sum            'C46 H34 Au B F24 N2'
_chemical_formula_weight         1278.53

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'
N N 0.0061 0.0033 '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'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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.
;

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                   23.708(3)
_cell_length_b                   9.1838(10)
_cell_length_c                   23.643(3)
_cell_angle_alpha                90
_cell_angle_beta                 114.129(2)
_cell_angle_gamma                90
_cell_volume                     4698.0(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    90(2)
_cell_measurement_reflns_used    18642
_cell_measurement_theta_min      2.0415
_cell_measurement_theta_max      30.513

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.808
_exptl_crystal_F_000             2496
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.401
_exptl_crystal_size_mid          0.292
_exptl_crystal_size_min          0.270
_exptl_absorpt_coefficient_mu    3.264
_shelx_estimated_absorpt_T_min   0.354
_shelx_estimated_absorpt_T_max   0.473
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.66028
_exptl_absorpt_correction_T_max  0.75582
_exptl_absorpt_process_details   'SADABS (Sheldrick,2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      90(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 8.3
_diffrn_reflns_number            37006
_diffrn_reflns_av_unetI/netI     0.0161
_diffrn_reflns_av_R_equivalents  0.0220
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         1.882
_diffrn_reflns_theta_max         30.625
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7232
_reflns_number_gt                6223
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Apex2 (2013.10-2) (Bruker, 2013)'
_computing_cell_refinement       'SAINT (8.34a) (Bruker, 2013)'
_computing_data_reduction        'SAINT (8.34a) (Bruker, 2013)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0219P)²+5.7696P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7232
_refine_ls_number_parameters     336
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0252
_refine_ls_R_factor_gt           0.0192
_refine_ls_wR_factor_ref         0.0469
_refine_ls_wR_factor_gt          0.0449
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Au1 Au 0.500000 0.500000 0.500000 0.02090(3) Uani 1 2 d S . P . .
B1 B 0.500000 0.5531(2) 0.250000 0.0111(4) Uani 1 2 d S T P . .
C1 C 0.56225(7) 0.34258(18) 0.52911(8) 0.0225(3) Uani 1 1 d . . . . .
C2 C 0.64692(7) 0.14236(16) 0.56098(7) 0.0173(3) Uani 1 1 d . . . . .
H2 H 0.631697 0.058767 0.531492 0.021 Uiso 1 1 calc R U . . .
C3 C 0.66170(7) 0.08726(16) 0.62652(7) 0.0172(3) Uani 1 1 d . . . . .
H3A H 0.624250 0.044016 0.628386 0.021 Uiso 1 1 calc R U . . .
H3B H 0.675401 0.169317 0.656222 0.021 Uiso 1 1 calc R U . . .
C4 C 0.71294(8) -0.02748(16) 0.64380(7) 0.0190(3) Uani 1 1 d . . . . .
H4A H 0.723455 -0.061838 0.686613 0.023 Uiso 1 1 calc R U . . .
H4B H 0.697948 -0.112034 0.615599 0.023 Uiso 1 1 calc R U . . .
C5 C 0.77079(8) 0.03511(19) 0.63928(8) 0.0228(3) Uani 1 1 d . . . . .
H5A H 0.787914 0.114027 0.670131 0.027 Uiso 1 1 calc R U . . .
H5B H 0.802521 -0.042076 0.648970 0.027 Uiso 1 1 calc R U . . .
C6 C 0.75582(8) 0.0950(2) 0.57440(8) 0.0250(3) Uani 1 1 d . . . . .
H6A H 0.743369 0.013817 0.544235 0.030 Uiso 1 1 calc R U . . .
H6B H 0.793340 0.140405 0.573541 0.030 Uiso 1 1 calc R U . . .
C7 C 0.70367(7) 0.20832(18) 0.55513(8) 0.0221(3) Uani 1 1 d . . . . .
H7A H 0.717697 0.295319 0.582014 0.027 Uiso 1 1 calc R U . . .
H7B H 0.692738 0.238947 0.511768 0.027 Uiso 1 1 calc R U . . .
C8 C 0.55201(6) 0.65835(14) 0.30172(6) 0.0108(2) Uani 1 1 d . . . . .
C9 C 0.57557(6) 0.63319(15) 0.36593(6) 0.0126(2) Uani 1 1 d . . . . .
H9 H 0.560306 0.552906 0.380813 0.015 Uiso 1 1 calc R U . . .
C10 C 0.62069(6) 0.72247(15) 0.40851(6) 0.0129(2) Uani 1 1 d . . . . .
C11 C 0.64449(6) 0.84116(15) 0.38934(6) 0.0139(2) Uani 1 1 d . . . . .
H11 H 0.675523 0.901057 0.418393 0.017 Uiso 1 1 calc R U . . .
C12 C 0.62130(6) 0.86963(15) 0.32590(6) 0.0121(2) Uani 1 1 d . . . . .
C13 C 0.57608(6) 0.78088(14) 0.28345(6) 0.0115(2) Uani 1 1 d . . . . .
H13 H 0.560943 0.803930 0.240605 0.014 Uiso 1 1 calc R U . . .
C14 C 0.64084(7) 0.69284(17) 0.47635(6) 0.0171(3) Uani 1 1 d . . . . .
C15 C 0.64267(7) 1.00195(15) 0.30299(7) 0.0157(2) Uani 1 1 d . . . . .
C16 C 0.53210(6) 0.44962(15) 0.21449(6) 0.0108(2) Uani 1 1 d . . . . .
C17 C 0.58879(6) 0.48198(14) 0.21167(6) 0.0115(2) Uani 1 1 d . . . . .
H17 H 0.611970 0.563071 0.234308 0.014 Uiso 1 1 calc R U . . .
C18 C 0.61216(6) 0.39909(15) 0.17677(6) 0.0120(2) Uani 1 1 d . . . . .
C19 C 0.58002(6) 0.27886(15) 0.14293(6) 0.0131(2) Uani 1 1 d . . . . .
H19 H 0.595668 0.223040 0.118694 0.016 Uiso 1 1 calc R U . . .
C20 C 0.52421(6) 0.24336(14) 0.14584(6) 0.0123(2) Uani 1 1 d . . . . .
C21 C 0.50101(6) 0.32632(15) 0.18096(6) 0.0122(2) Uani 1 1 d . . . . .
H21 H 0.462952 0.298588 0.182259 0.015 Uiso 1 1 calc R U . . .
C22 C 0.67389(6) 0.43464(16) 0.17676(6) 0.0147(3) Uani 1 1 d . . . . .
C23 C 0.48955(7) 0.11031(16) 0.11267(7) 0.0159(3) Uani 1 1 d . . . . .
F1 F 0.60236(5) 0.75396(12) 0.49879(4) 0.0274(2) Uani 1 1 d . . . . .
F2 F 0.64208(5) 0.55000(12) 0.48916(4) 0.0280(2) Uani 1 1 d . . . . .
F3 F 0.69724(4) 0.74504(13) 0.51127(4) 0.0319(2) Uani 1 1 d . . . . .
F4 F 0.60196(5) 1.11155(11) 0.28966(6) 0.0329(2) Uani 1 1 d . . . . .
F5 F 0.69671(5) 1.05298(14) 0.34399(5) 0.0395(3) Uani 1 1 d . . . . .
F6 F 0.65018(6) 0.97719(11) 0.25075(5) 0.0310(2) Uani 1 1 d . . . . .
F7 F 0.69194(4) 0.57208(10) 0.19494(5) 0.02299(19) Uani 1 1 d . . . . .
F8 F 0.71921(4) 0.34835(10) 0.21542(4) 0.02197(19) Uani 1 1 d . . . . .
F9 F 0.67447(4) 0.41815(13) 0.12051(4) 0.0282(2) Uani 1 1 d . . . . .
F10 F 0.50132(5) -0.00621(9) 0.15018(5) 0.0268(2) Uani 1 1 d . . . . .
F11 F 0.50354(4) 0.07063(11) 0.06492(4) 0.0241(2) Uani 1 1 d . . . . .
F12 F 0.42775(4) 0.12923(10) 0.08865(4) 0.02125(18) Uani 1 1 d . . . . .
N1 N 0.59877(6) 0.25254(14) 0.54373(6) 0.0206(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
Au1 C1 1.9777(16) . ?
Au1 C1 1.9777(16) 5_666 ?
B1 C16 1.6460(19) 2_655 ?
B1 C16 1.6460(19) . ?
B1 C8 1.6484(19) . ?
B1 C8 1.6484(18) 2_655 ?
C1 N1 1.144(2) . ?
C2 N1 1.4535(19) . ?
C2 C3 1.528(2) . ?
C2 C7 1.532(2) . ?
C2 H2 1.0000 . ?
C3 C4 1.532(2) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.531(2) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.529(2) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.535(2) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.4060(18) . ?
C8 C13 1.4071(19) . ?
C9 C10 1.3964(18) . ?
C9 H9 0.9500 . ?
C10 C11 1.3861(19) . ?
C10 C14 1.4994(19) . ?
C11 C12 1.3951(19) . ?
C11 H11 0.9500 . ?
C12 C13 1.3932(18) . ?
C12 C15 1.5004(19) . ?
C13 H13 0.9500 . ?
C14 F3 1.3404(16) . ?
C14 F2 1.3439(19) . ?
C14 F1 1.3509(17) . ?
C15 F5 1.3361(17) . ?
C15 F6 1.3373(17) . ?
C15 F4 1.3399(17) . ?
C16 C17 1.4044(19) . ?
C16 C21 1.4059(19) . ?
C17 C18 1.3932(18) . ?
C17 H17 0.9500 . ?
C18 C19 1.3934(19) . ?
C18 C22 1.4997(19) . ?
C19 C20 1.3915(19) . ?
C19 H19 0.9500 . ?
C20 C21 1.3949(19) . ?
C20 C23 1.5022(19) . ?
C21 H21 0.9500 . ?
C22 F9 1.3442(16) . ?
C22 F7 1.3457(17) . ?
C22 F8 1.3472(17) . ?
C23 F10 1.3443(17) . ?
C23 F12 1.3488(17) . ?
C23 F11 1.3504(17) . ?

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 Au1 C1 180.0 . 5_666 ?
C16 B1 C16 109.48(16) 2_655 . ?
C16 B1 C8 108.78(6) 2_655 . ?
C16 B1 C8 110.81(6) . . ?
C16 B1 C8 110.81(6) 2_655 2_655 ?
C16 B1 C8 108.77(6) . 2_655 ?
C8 B1 C8 108.19(15) . 2_655 ?
N1 C1 Au1 177.04(15) . . ?
N1 C2 C3 110.07(12) . . ?
N1 C2 C7 108.50(12) . . ?
C3 C2 C7 112.12(12) . . ?
N1 C2 H2 108.7 . . ?
C3 C2 H2 108.7 . . ?
C7 C2 H2 108.7 . . ?
C2 C3 C4 109.04(12) . . ?
C2 C3 H3A 109.9 . . ?
C4 C3 H3A 109.9 . . ?
C2 C3 H3B 109.9 . . ?
C4 C3 H3B 109.9 . . ?
H3A C3 H3B 108.3 . . ?
C5 C4 C3 111.01(12) . . ?
C5 C4 H4A 109.4 . . ?
C3 C4 H4A 109.4 . . ?
C5 C4 H4B 109.4 . . ?
C3 C4 H4B 109.4 . . ?
H4A C4 H4B 108.0 . . ?
C6 C5 C4 110.99(13) . . ?
C6 C5 H5A 109.4 . . ?
C4 C5 H5A 109.4 . . ?
C6 C5 H5B 109.4 . . ?
C4 C5 H5B 109.4 . . ?
H5A C5 H5B 108.0 . . ?
C5 C6 C7 111.73(13) . . ?
C5 C6 H6A 109.3 . . ?
C7 C6 H6A 109.3 . . ?
C5 C6 H6B 109.3 . . ?
C7 C6 H6B 109.3 . . ?
H6A C6 H6B 107.9 . . ?
C2 C7 C6 109.60(13) . . ?
C2 C7 H7A 109.8 . . ?
C6 C7 H7A 109.8 . . ?
C2 C7 H7B 109.8 . . ?
C6 C7 H7B 109.8 . . ?
H7A C7 H7B 108.2 . . ?
C9 C8 C13 115.53(12) . . ?
C9 C8 B1 123.44(11) . . ?
C13 C8 B1 121.03(11) . . ?
C10 C9 C8 122.08(13) . . ?
C10 C9 H9 119.0 . . ?
C8 C9 H9 119.0 . . ?
C11 C10 C9 121.35(12) . . ?
C11 C10 C14 119.89(12) . . ?
C9 C10 C14 118.68(12) . . ?
C10 C11 C12 117.70(12) . . ?
C10 C11 H11 121.2 . . ?
C12 C11 H11 121.2 . . ?
C13 C12 C11 120.92(12) . . ?
C13 C12 C15 119.20(12) . . ?
C11 C12 C15 119.80(12) . . ?
C12 C13 C8 122.41(12) . . ?
C12 C13 H13 118.8 . . ?
C8 C13 H13 118.8 . . ?
F3 C14 F2 106.61(12) . . ?
F3 C14 F1 105.85(12) . . ?
F2 C14 F1 105.85(12) . . ?
F3 C14 C10 113.29(12) . . ?
F2 C14 C10 112.72(12) . . ?
F1 C14 C10 111.95(12) . . ?
F5 C15 F6 106.23(12) . . ?
F5 C15 F4 106.98(13) . . ?
F6 C15 F4 105.39(12) . . ?
F5 C15 C12 112.80(12) . . ?
F6 C15 C12 112.81(12) . . ?
F4 C15 C12 112.10(12) . . ?
C17 C16 C21 115.79(12) . . ?
C17 C16 B1 123.57(12) . . ?
C21 C16 B1 120.49(11) . . ?
C18 C17 C16 122.17(12) . . ?
C18 C17 H17 118.9 . . ?
C16 C17 H17 118.9 . . ?
C17 C18 C19 121.11(12) . . ?
C17 C18 C22 120.36(12) . . ?
C19 C18 C22 118.49(12) . . ?
C20 C19 C18 117.71(12) . . ?
C20 C19 H19 121.1 . . ?
C18 C19 H19 121.1 . . ?
C19 C20 C21 121.06(12) . . ?
C19 C20 C23 119.53(12) . . ?
C21 C20 C23 119.37(12) . . ?
C20 C21 C16 122.15(12) . . ?
C20 C21 H21 118.9 . . ?
C16 C21 H21 118.9 . . ?
F9 C22 F7 106.93(12) . . ?
F9 C22 F8 106.09(11) . . ?
F7 C22 F8 105.89(11) . . ?
F9 C22 C18 112.36(11) . . ?
F7 C22 C18 112.77(11) . . ?
F8 C22 C18 112.31(12) . . ?
F10 C23 F12 106.09(12) . . ?
F10 C23 F11 106.33(12) . . ?
F12 C23 F11 106.17(11) . . ?
F10 C23 C20 112.42(11) . . ?
F12 C23 C20 112.53(12) . . ?
F11 C23 C20 112.78(12) . . ?
C1 N1 C2 177.14(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
N1 C2 C3 C4 -179.45(12) . . . . ?
C7 C2 C3 C4 -58.58(16) . . . . ?
C2 C3 C4 C5 57.70(16) . . . . ?
C3 C4 C5 C6 -56.80(18) . . . . ?
C4 C5 C6 C7 55.35(19) . . . . ?
N1 C2 C7 C6 178.84(13) . . . . ?
C3 C2 C7 C6 57.06(17) . . . . ?
C5 C6 C7 C2 -54.77(19) . . . . ?
C16 B1 C8 C9 15.72(17) 2_655 . . . ?
C16 B1 C8 C9 -104.68(13) . . . . ?
C8 B1 C8 C9 136.16(14) 2_655 . . . ?
C16 B1 C8 C13 -164.66(12) 2_655 . . . ?
C16 B1 C8 C13 74.94(16) . . . . ?
C8 B1 C8 C13 -44.22(10) 2_655 . . . ?
C13 C8 C9 C10 -1.17(19) . . . . ?
B1 C8 C9 C10 178.47(12) . . . . ?
C8 C9 C10 C11 0.1(2) . . . . ?
C8 C9 C10 C14 176.74(13) . . . . ?
C9 C10 C11 C12 0.7(2) . . . . ?
C14 C10 C11 C12 -175.88(13) . . . . ?
C10 C11 C12 C13 -0.4(2) . . . . ?
C10 C11 C12 C15 176.28(12) . . . . ?
C11 C12 C13 C8 -0.7(2) . . . . ?
C15 C12 C13 C8 -177.43(12) . . . . ?
C9 C8 C13 C12 1.46(19) . . . . ?
B1 C8 C13 C12 -178.19(12) . . . . ?
C11 C10 C14 F3 -26.33(19) . . . . ?
C9 C10 C14 F3 156.98(13) . . . . ?
C11 C10 C14 F2 -147.51(13) . . . . ?
C9 C10 C14 F2 35.81(18) . . . . ?
C11 C10 C14 F1 93.28(16) . . . . ?
C9 C10 C14 F1 -83.40(16) . . . . ?
C13 C12 C15 F5 -162.15(13) . . . . ?
C11 C12 C15 F5 21.09(19) . . . . ?
C13 C12 C15 F6 -41.77(18) . . . . ?
C11 C12 C15 F6 141.46(14) . . . . ?
C13 C12 C15 F4 77.02(16) . . . . ?
C11 C12 C15 F4 -99.75(15) . . . . ?
C16 B1 C16 C17 -141.30(14) 2_655 . . . ?
C8 B1 C16 C17 -21.32(17) . . . . ?
C8 B1 C16 C17 97.49(13) 2_655 . . . ?
C16 B1 C16 C21 43.24(10) 2_655 . . . ?
C8 B1 C16 C21 163.22(12) . . . . ?
C8 B1 C16 C21 -77.97(16) 2_655 . . . ?
C21 C16 C17 C18 1.35(19) . . . . ?
B1 C16 C17 C18 -174.31(11) . . . . ?
C16 C17 C18 C19 -0.2(2) . . . . ?
C16 C17 C18 C22 -177.97(12) . . . . ?
C17 C18 C19 C20 -0.82(19) . . . . ?
C22 C18 C19 C20 176.99(12) . . . . ?
C18 C19 C20 C21 0.64(19) . . . . ?
C18 C19 C20 C23 -176.97(12) . . . . ?
C19 C20 C21 C16 0.6(2) . . . . ?
C23 C20 C21 C16 178.18(12) . . . . ?
C17 C16 C21 C20 -1.53(19) . . . . ?
B1 C16 C21 C20 174.27(12) . . . . ?
C17 C18 C22 F9 -141.29(13) . . . . ?
C19 C18 C22 F9 40.89(18) . . . . ?
C17 C18 C22 F7 -20.35(18) . . . . ?
C19 C18 C22 F7 161.82(12) . . . . ?
C17 C18 C22 F8 99.20(15) . . . . ?
C19 C18 C22 F8 -78.63(16) . . . . ?
C19 C20 C23 F10 96.14(15) . . . . ?
C21 C20 C23 F10 -81.51(16) . . . . ?
C19 C20 C23 F12 -144.14(13) . . . . ?
C21 C20 C23 F12 38.21(17) . . . . ?
C19 C20 C23 F11 -24.06(18) . . . . ?
C21 C20 C23 F11 158.29(12) . . . . ?

_refine_diff_density_max         0.759
_refine_diff_density_min         -0.467
_refine_diff_density_rms         0.067


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: methanol'
