# Electronic Supplementary Material (ESI) for ChemComm.
# 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_ll136
_database_code_depnum_ccdc_archive 'CCDC 2031599'
loop_
_audit_author_name
_audit_author_address
'Marilyn M. Olmstead'
;University of California, Davis
United States of America
;
_audit_update_record             
;
2020-09-11 deposited with the CCDC.	2020-11-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            '[(C6H11NC)2Au]PF6'
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H22 Au N2, F6 P'
_chemical_formula_sum            'C14 H22 Au F6 N2 P'
_chemical_formula_weight         560.27

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'
P P 0.1023 0.0942 '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                   16.8465(11)
_cell_length_b                   7.9802(5)
_cell_length_c                   14.5677(15)
_cell_angle_alpha                90
_cell_angle_beta                 118.6160(10)
_cell_angle_gamma                90
_cell_volume                     1719.2(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    10184
_cell_measurement_theta_min      2.427
_cell_measurement_theta_max      26.378

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.165
_exptl_crystal_F_000             1072
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.292
_exptl_crystal_size_mid          0.243
_exptl_crystal_size_min          0.218
_exptl_absorpt_coefficient_mu    8.709
_shelx_estimated_absorpt_T_min   0.185
_shelx_estimated_absorpt_T_max   0.253
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.27196
_exptl_absorpt_correction_T_max  0.32552
_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            10579
_diffrn_reflns_av_unetI/netI     0.0121
_diffrn_reflns_av_R_equivalents  0.0189
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.755
_diffrn_reflns_theta_max         26.488
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             1773
_reflns_number_gt                1772
_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)+(0.0165P)²+2.0718P] 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       0.00627(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1773
_refine_ls_number_parameters     112
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0128
_refine_ls_R_factor_gt           0.0128
_refine_ls_wR_factor_ref         0.0315
_refine_ls_wR_factor_gt          0.0315
_refine_ls_goodness_of_fit_ref   1.208
_refine_ls_restrained_S_all      1.208
_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 0.70497(2) 0.750000 0.01611(7) Uani 1 2 d S T P . .
N1 N 0.37839(12) 0.6921(2) 0.50824(15) 0.0154(4) Uani 1 1 d . . . . .
C1 C 0.42121(16) 0.7004(2) 0.59689(19) 0.0182(4) Uani 1 1 d . . . . .
C2 C 0.32931(13) 0.6776(3) 0.39483(15) 0.0144(4) Uani 1 1 d . . . . .
H2 H 0.275215 0.604365 0.374152 0.017 Uiso 1 1 calc R U . . .
C3 C 0.39205(13) 0.5964(2) 0.35887(15) 0.0144(4) Uani 1 1 d . . . . .
H3A H 0.415464 0.489539 0.396840 0.017 Uiso 1 1 calc R U . . .
H3B H 0.357157 0.570612 0.283297 0.017 Uiso 1 1 calc R U . . .
C4 C 0.47159(14) 0.7102(2) 0.37816(18) 0.0163(4) Uani 1 1 d . . . . .
H4A H 0.511259 0.723616 0.454379 0.020 Uiso 1 1 calc R U . . .
H4B H 0.507538 0.657319 0.348598 0.020 Uiso 1 1 calc R U . . .
C5 C 0.43912(14) 0.8816(3) 0.32850(16) 0.0177(4) Uani 1 1 d . . . . .
H5A H 0.405454 0.869341 0.251503 0.021 Uiso 1 1 calc R U . . .
H5B H 0.492080 0.954426 0.346143 0.021 Uiso 1 1 calc R U . . .
C6 C 0.37814(14) 0.9644(3) 0.36609(16) 0.0184(4) Uani 1 1 d . . . . .
H6A H 0.355241 1.072051 0.328883 0.022 Uiso 1 1 calc R U . . .
H6B H 0.413731 0.988753 0.441797 0.022 Uiso 1 1 calc R U . . .
C7 C 0.29811(13) 0.8515(3) 0.34661(15) 0.0171(4) Uani 1 1 d . . . . .
H7A H 0.262786 0.904430 0.376941 0.021 Uiso 1 1 calc R U . . .
H7B H 0.258028 0.839839 0.270353 0.021 Uiso 1 1 calc R U . . .
P1 P 0.250000 0.250000 0.500000 0.01172(13) Uani 1 2 d S . P . .
F1 F 0.18744(8) 0.41285(15) 0.45232(9) 0.0195(2) Uani 1 1 d . . . . .
F2 F 0.30014(9) 0.29132(14) 0.43264(11) 0.0202(3) Uani 1 1 d . . . . .
F3 F 0.32279(7) 0.36108(16) 0.59461(9) 0.0198(2) 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 1.975(2) . ?
Au1 C1 1.975(2) 2_656 ?
N1 C1 1.140(3) . ?
N1 C2 1.455(3) . ?
C2 C7 1.530(3) . ?
C2 C3 1.530(3) . ?
C2 H2 1.0000 . ?
C3 C4 1.529(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.521(3) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.527(3) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.531(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
P1 F3 1.6031(11) 7_556 ?
P1 F3 1.6032(11) . ?
P1 F2 1.6059(12) 7_556 ?
P1 F2 1.6060(13) . ?
P1 F1 1.6065(12) . ?
P1 F1 1.6065(12) 7_556 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Au1 C1 177.90(11) . 2_656 ?
C1 N1 C2 176.0(2) . . ?
N1 C1 Au1 176.71(19) . . ?
N1 C2 C7 109.44(16) . . ?
N1 C2 C3 108.20(16) . . ?
C7 C2 C3 111.62(17) . . ?
N1 C2 H2 109.2 . . ?
C7 C2 H2 109.2 . . ?
C3 C2 H2 109.2 . . ?
C4 C3 C2 111.95(16) . . ?
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 . . ?
C5 C4 C3 111.26(17) . . ?
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 . . ?
C4 C5 C6 111.66(17) . . ?
C4 C5 H5A 109.3 . . ?
C6 C5 H5A 109.3 . . ?
C4 C5 H5B 109.3 . . ?
C6 C5 H5B 109.3 . . ?
H5A C5 H5B 107.9 . . ?
C5 C6 C7 111.26(17) . . ?
C5 C6 H6A 109.4 . . ?
C7 C6 H6A 109.4 . . ?
C5 C6 H6B 109.4 . . ?
C7 C6 H6B 109.4 . . ?
H6A C6 H6B 108.0 . . ?
C2 C7 C6 111.74(16) . . ?
C2 C7 H7A 109.3 . . ?
C6 C7 H7A 109.3 . . ?
C2 C7 H7B 109.3 . . ?
C6 C7 H7B 109.3 . . ?
H7A C7 H7B 107.9 . . ?
F3 P1 F3 180.00(8) 7_556 . ?
F3 P1 F2 90.12(7) 7_556 7_556 ?
F3 P1 F2 89.88(6) . 7_556 ?
F3 P1 F2 89.88(6) 7_556 . ?
F3 P1 F2 90.12(7) . . ?
F2 P1 F2 180.0 7_556 . ?
F3 P1 F1 90.13(6) 7_556 . ?
F3 P1 F1 89.87(6) . . ?
F2 P1 F1 90.12(6) 7_556 . ?
F2 P1 F1 89.88(6) . . ?
F3 P1 F1 89.87(6) 7_556 7_556 ?
F3 P1 F1 90.13(6) . 7_556 ?
F2 P1 F1 89.88(6) 7_556 7_556 ?
F2 P1 F1 90.12(6) . 7_556 ?
F1 P1 F1 180.0 . 7_556 ?

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 -67.0(2) . . . . ?
C7 C2 C3 C4 53.4(2) . . . . ?
C2 C3 C4 C5 -54.4(2) . . . . ?
C3 C4 C5 C6 55.4(2) . . . . ?
C4 C5 C6 C7 -55.5(2) . . . . ?
N1 C2 C7 C6 66.3(2) . . . . ?
C3 C2 C7 C6 -53.4(2) . . . . ?
C5 C6 C7 C2 54.4(2) . . . . ?

_refine_diff_density_max         0.357
_refine_diff_density_min         -0.821
_refine_diff_density_rms         0.140



