# Electronic Supplementary Material (ESI) for Faraday Discussions.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_I
_database_code_depnum_ccdc_archive 'CCDC 1482940'
_audit_update_record             
;
2016-06-01 deposited with the CCDC.
2016-07-20 downloaded from the CCDC.
;
_chemical_name_systematic        
"(4-Isocyano-4'-propoxy-1,1'-biphenyl)gold(I) chloride"
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H15 Au Cl N O'
_chemical_formula_iupac          ?
_chemical_formula_weight         469.71

_chemical_melting_point          218

_space_group_crystal_system      monoclinic
_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                   10.0233(6)
_cell_length_b                   7.3836(5)
_cell_length_c                   20.4729(13)
_cell_angle_alpha                90
_cell_angle_beta                 93.2347(19)
_cell_angle_gamma                90
_cell_volume                     1512.75(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8012
_cell_measurement_theta_min      2.7671
_cell_measurement_theta_max      33.9844
_cell_measurement_temperature    296.0(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.050
_exptl_crystal_density_diffrn    2.062
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             888

_exptl_absorpt_coefficient_mu    9.896
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/4 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.22
_exptl_absorpt_correction_T_max  0.64

_exptl_special_details           
;
;

_diffrn_ambient_temperature      296.0(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'Bruker D8 goniometer'
_diffrn_measurement_method       'omega scans'

_diffrn_detector_area_resol_mean 10.4167

_diffrn_reflns_number            8255
_diffrn_reflns_av_R_equivalents  0.0532
_diffrn_reflns_av_unetI/netI     0.0526
_diffrn_reflns_theta_min         2.77
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24

_refine_special_details          
;
;

_reflns_number_total             2648
_reflns_number_gt                2388
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0434
_refine_ls_R_factor_gt           0.0401
_refine_ls_wR_factor_gt          0.1003
_refine_ls_wR_factor_ref         0.1029
_refine_ls_goodness_of_fit_ref   0.994
_refine_ls_restrained_S_all      0.977
_refine_ls_number_reflns         2648
_refine_ls_number_parameters     183
_refine_ls_number_restraints     152
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0527P)²+7.2146P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         2.035
_refine_diff_density_min         -1.330
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0029(4)

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'
O O 0.0106 0.0060 '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'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Au Au1 -0.53424(3) 0.37674(4) 0.06778(2) 0.04081(18) Uani d U . . 1 . .
C C1 -0.3671(9) 0.3995(10) 0.1165(4) 0.0448(16) Uani d U . . 1 . .
C C2 -0.1365(7) 0.4334(10) 0.1763(3) 0.0420(14) Uani d U . D 1 . .
C C3 -0.0249(6) 0.4273(11) 0.1398(4) 0.0492(17) Uani d U . D 1 . .
H H3 -0.0341 0.4148 0.0945 0.059 Uiso calc U . R 1 . .
C C4 0.1004(7) 0.4401(11) 0.1710(3) 0.0457(16) Uani d U . D 1 . .
H H4 0.1758 0.4358 0.1466 0.055 Uiso calc U . R 1 . .
C C5 0.1156(6) 0.4593(9) 0.2384(3) 0.0344(13) Uani d U . D 1 . .
C C6 0.0022(5) 0.4675(10) 0.2740(3) 0.0385(14) Uani d U . D 1 . .
H H6 0.0112 0.4826 0.3192 0.046 Uiso calc U . R 1 . .
C C7 -0.1245(6) 0.4534(10) 0.2435(3) 0.0427(15) Uani d U . D 1 . .
H H7 -0.2 0.4574 0.2678 0.051 Uiso calc U . R 1 . .
C C8 0.2518(6) 0.4682(8) 0.2720(3) 0.0331(13) Uani d U . D 1 . .
C C9 0.3576(5) 0.5496(10) 0.2421(3) 0.0381(14) Uani d U . D 1 . .
H H9 0.3427 0.6034 0.2012 0.046 Uiso calc U . R 1 . .
C C10 0.4846(6) 0.5518(9) 0.2721(3) 0.0375(14) Uani d U . D 1 . .
H H10 0.5542 0.6072 0.2515 0.045 Uiso calc U . R 1 . .
C C11 0.5087(6) 0.4718(8) 0.3327(3) 0.0341(13) Uani d U . D 1 . .
C C12 0.4043(6) 0.3943(9) 0.3638(3) 0.0373(14) Uani d U . D 1 . .
H H12 0.419 0.3429 0.4051 0.045 Uiso calc U . R 1 . .
C C13 0.2778(6) 0.3935(8) 0.3334(3) 0.0351(14) Uani d U . D 1 . .
H H13 0.208 0.3412 0.3548 0.042 Uiso calc U . R 1 . .
C C14 0.6714(8) 0.3928(10) 0.4180(4) 0.0416(15) Uani d U . . 1 . .
H H14A 0.639 0.2691 0.4185 0.05 Uiso calc U . R 1 . .
H H14B 0.6302 0.4598 0.4523 0.05 Uiso calc U . R 1 . .
C C15 0.8210(8) 0.3959(10) 0.4290(4) 0.0488(18) Uani d U . . 1 . .
H H15A 0.8603 0.3215 0.3961 0.059 Uiso calc U . R 1 . .
H H15B 0.8527 0.519 0.4239 0.059 Uiso calc U . R 1 . .
C C16 0.8654(11) 0.3286(15) 0.4949(5) 0.075(3) Uani d U . . 1 . .
H H16A 0.84 0.4138 0.5274 0.112 Uiso calc U . R 1 . .
H H16B 0.9608 0.3149 0.4976 0.112 Uiso calc U . R 1 . .
H H16C 0.8243 0.2137 0.5025 0.112 Uiso calc U . R 1 . .
Cl Cl1 -0.7338(2) 0.3434(3) 0.01204(10) 0.0497(5) Uani d . . . 1 . .
N N1 -0.2626(7) 0.4135(9) 0.1452(3) 0.0455(14) Uani d U . . 1 . .
O O1 0.6387(5) 0.4737(7) 0.3562(2) 0.0411(11) Uani d U . . 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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Au1 C1 . 1.908(9) ?
Au1 Cl1 . 2.259(2) ?
C1 N1 . 1.177(11) ?
C2 C3 . 1.381(6) ?
C2 C7 . 1.382(6) ?
C2 N1 . 1.390(10) ?
C3 C4 . 1.381(6) ?
C3 H3 . 0.93 ?
C4 C5 . 1.386(6) ?
C4 H4 . 0.93 ?
C5 C6 . 1.386(6) ?
C5 C8 . 1.496(9) ?
C6 C7 . 1.388(6) ?
C6 H6 . 0.93 ?
C7 H7 . 0.93 ?
C8 C13 . 1.383(6) ?
C8 C9 . 1.392(6) ?
C9 C10 . 1.382(6) ?
C9 H9 . 0.93 ?
C10 C11 . 1.382(6) ?
C10 H10 . 0.93 ?
C11 O1 . 1.363(7) ?
C11 C12 . 1.381(6) ?
C12 C13 . 1.381(6) ?
C12 H12 . 0.93 ?
C13 H13 . 0.93 ?
C14 O1 . 1.421(9) ?
C14 C15 . 1.504(11) ?
C14 H14A . 0.97 ?
C14 H14B . 0.97 ?
C15 C16 . 1.483(12) ?
C15 H15A . 0.97 ?
C15 H15B . 0.97 ?
C16 H16A . 0.96 ?
C16 H16B . 0.96 ?
C16 H16C . 0.96 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 Au1 Cl1 . . 178.4(2) ?
N1 C1 Au1 . . 178.5(7) ?
C3 C2 C7 . . 121.0(6) ?
C3 C2 N1 . . 119.5(6) ?
C7 C2 N1 . . 119.5(6) ?
C4 C3 C2 . . 119.3(6) ?
C4 C3 H3 . . 120.3 ?
C2 C3 H3 . . 120.3 ?
C3 C4 C5 . . 120.9(6) ?
C3 C4 H4 . . 119.5 ?
C5 C4 H4 . . 119.5 ?
C4 C5 C6 . . 118.8(6) ?
C4 C5 C8 . . 120.6(5) ?
C6 C5 C8 . . 120.6(5) ?
C5 C6 C7 . . 121.1(6) ?
C5 C6 H6 . . 119.5 ?
C7 C6 H6 . . 119.5 ?
C2 C7 C6 . . 118.9(6) ?
C2 C7 H7 . . 120.6 ?
C6 C7 H7 . . 120.6 ?
C13 C8 C9 . . 117.6(5) ?
C13 C8 C5 . . 121.4(5) ?
C9 C8 C5 . . 121.0(5) ?
C10 C9 C8 . . 121.0(6) ?
C10 C9 H9 . . 119.5 ?
C8 C9 H9 . . 119.5 ?
C11 C10 C9 . . 120.3(6) ?
C11 C10 H10 . . 119.9 ?
C9 C10 H10 . . 119.9 ?
O1 C11 C12 . . 125.1(5) ?
O1 C11 C10 . . 115.3(5) ?
C12 C11 C10 . . 119.5(6) ?
C13 C12 C11 . . 119.6(6) ?
C13 C12 H12 . . 120.2 ?
C11 C12 H12 . . 120.2 ?
C12 C13 C8 . . 122.0(6) ?
C12 C13 H13 . . 119.0 ?
C8 C13 H13 . . 119.0 ?
O1 C14 C15 . . 107.8(6) ?
O1 C14 H14A . . 110.2 ?
C15 C14 H14A . . 110.2 ?
O1 C14 H14B . . 110.2 ?
C15 C14 H14B . . 110.2 ?
H14A C14 H14B . . 108.5 ?
C16 C15 C14 . . 112.2(8) ?
C16 C15 H15A . . 109.2 ?
C14 C15 H15A . . 109.2 ?
C16 C15 H15B . . 109.2 ?
C14 C15 H15B . . 109.2 ?
H15A C15 H15B . . 107.9 ?
C15 C16 H16A . . 109.5 ?
C15 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
C15 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
C1 N1 C2 . . 177.0(7) ?
C11 O1 C14 . . 118.6(5) ?


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_solvent_exptl_crystal_recrystallization_method hexane/dichloromethane
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_I
_database_code_depnum_ccdc_archive 'CCDC 1482941'
_audit_update_record             
;
2016-06-01 deposited with the CCDC.
2016-07-20 downloaded from the CCDC.
;
_chemical_name_systematic        
"(4-Butoxy-4'-isocyano-1,1'-biphenyl)gold(I) chloride"
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H17 Au Cl N O'
_chemical_formula_iupac          ?
_chemical_formula_weight         483.73

_chemical_melting_point          170

_space_group_crystal_system      triclinic
_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                   10.2724(5)
_cell_length_b                   13.7308(7)
_cell_length_c                   14.1704(7)
_cell_angle_alpha                61.4760(10)
_cell_angle_beta                 71.000(2)
_cell_angle_gamma                69.885(2)
_cell_volume                     1617.15(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5797
_cell_measurement_theta_min      2.4387
_cell_measurement_theta_max      28.5981
_cell_measurement_temperature    296.0(2)

_exptl_crystal_description       rod
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_size_max          0.600
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_crystal_density_diffrn    1.987
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             920

_exptl_absorpt_coefficient_mu    9.260
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/4 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.16
_exptl_absorpt_correction_T_max  0.46

_exptl_special_details           
;
;

_diffrn_ambient_temperature      296.0(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'Bruker D8 goniometer'
_diffrn_measurement_method       'omega scans'

_diffrn_detector_area_resol_mean 10.4167

_diffrn_reflns_number            9969
_diffrn_reflns_av_R_equivalents  0.0390
_diffrn_reflns_av_unetI/netI     0.0543
_diffrn_reflns_theta_min         2.15
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measured_fraction_theta_full 0.971
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16

_refine_special_details          
;
;

_reflns_number_total             5539
_reflns_number_gt                4548
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0461
_refine_ls_R_factor_gt           0.0360
_refine_ls_wR_factor_gt          0.1124
_refine_ls_wR_factor_ref         0.1207
_refine_ls_goodness_of_fit_ref   1.109
_refine_ls_restrained_S_all      1.088
_refine_ls_number_reflns         5539
_refine_ls_number_parameters     382
_refine_ls_number_restraints     330
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0705P)²] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.538
_refine_diff_density_min         -1.478
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0157(7)

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'
O O 0.0106 0.0060 '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'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Au Au1 1.07252(3) 0.32326(2) 0.49607(2) 0.05650(15) Uani d U . . 1 . .
Au Au2 0.97096(3) -0.13778(2) 0.59554(2) 0.05580(15) Uani d U . . 1 . .
C C1 0.8706(8) 0.3605(7) 0.5429(7) 0.0608(18) Uani d U . . 1 . .
C C2 0.6063(7) 0.3934(6) 0.6191(6) 0.0563(16) Uani d U . D 1 . .
C C3 0.5278(6) 0.3520(6) 0.5895(6) 0.0598(17) Uani d U . D 1 . .
H H3 0.572 0.3127 0.5449 0.072 Uiso calc U . R 1 . .
C C4 0.3831(6) 0.3695(6) 0.6268(6) 0.0565(16) Uani d U . D 1 . .
H H4 0.3309 0.3404 0.6079 0.068 Uiso calc U . R 1 . .
C C5 0.3138(7) 0.4294(5) 0.6917(5) 0.0518(15) Uani d U . D 1 . .
C C6 0.3972(6) 0.4676(6) 0.7209(7) 0.0618(18) Uani d U . D 1 . .
H H6 0.3538 0.5046 0.7675 0.074 Uiso calc U . R 1 . .
C C7 0.5421(6) 0.4532(6) 0.6839(6) 0.0616(18) Uani d U . D 1 . .
H H7 0.5946 0.4828 0.7021 0.074 Uiso calc U . R 1 . .
C C8 0.1578(6) 0.4496(5) 0.7289(5) 0.0496(15) Uani d U . D 1 . .
C C9 0.0810(6) 0.3845(5) 0.7286(6) 0.0539(16) Uani d U . D 1 . .
H H9 0.1278 0.3255 0.7063 0.065 Uiso calc U . R 1 . .
C C10 -0.0647(6) 0.4060(5) 0.7612(6) 0.0535(16) Uani d U . D 1 . .
H H10 -0.1141 0.3608 0.7608 0.064 Uiso calc U . R 1 . .
C C11 -0.1378(7) 0.4930(5) 0.7939(6) 0.0533(15) Uani d U . D 1 . .
C C12 -0.0625(6) 0.5582(6) 0.7955(7) 0.0591(17) Uani d U . D 1 . .
H H12 -0.1098 0.6173 0.8175 0.071 Uiso calc U . R 1 . .
C C13 0.0834(6) 0.5356(6) 0.7643(6) 0.0562(16) Uani d U . D 1 . .
H H13 0.1328 0.5792 0.7671 0.067 Uiso calc U . R 1 . .
C C14 -0.3623(7) 0.6043(7) 0.8489(7) 0.0547(16) Uani d U . D 1 . .
H H14A -0.3338 0.674 0.7941 0.066 Uiso calc U . R 1 . .
H H14B -0.3476 0.59 0.9191 0.066 Uiso calc U . R 1 . .
C C15 -0.5160(6) 0.6135(6) 0.8552(6) 0.0589(17) Uani d U . D 1 . .
H H15A -0.5369 0.5387 0.8976 0.071 Uiso calc U . R 1 . .
H H15B -0.5325 0.6415 0.782 0.071 Uiso calc U . R 1 . .
C C16 -0.6138(6) 0.6933(7) 0.9081(7) 0.0633(19) Uani d U . D 1 . .
H H16A -0.6007 0.6632 0.9826 0.076 Uiso calc U . R 1 . .
H H16B -0.5896 0.767 0.8679 0.076 Uiso calc U . R 1 . .
C C17 -0.7674(7) 0.7075(8) 0.9092(8) 0.078(2) Uani d U . D 1 . .
H H17A -0.7797 0.7341 0.8358 0.117 Uiso calc U . R 1 . .
H H17B -0.8262 0.7618 0.9389 0.117 Uiso calc U . R 1 . .
H H17C -0.7936 0.6356 0.9537 0.117 Uiso calc U . R 1 . .
C C18 0.7669(8) -0.0864(7) 0.6254(6) 0.0558(17) Uani d U . . 1 . .
C C19 0.5025(7) -0.0221(5) 0.6761(6) 0.0549(16) Uani d U . D 1 . .
C C20 0.4190(6) -0.0563(6) 0.6434(6) 0.0578(17) Uani d U . D 1 . .
H H20 0.4603 -0.0992 0.6021 0.069 Uiso calc U . R 1 . .
C C21 0.2738(6) -0.0260(6) 0.6728(6) 0.0517(15) Uani d U . D 1 . .
H H21 0.2178 -0.0487 0.6503 0.062 Uiso calc U . R 1 . .
C C22 0.2088(7) 0.0377(5) 0.7351(5) 0.0452(13) Uani d U . D 1 . .
C C23 0.2953(6) 0.0703(6) 0.7671(6) 0.0531(15) Uani d U . D 1 . .
H H23 0.2545 0.1116 0.8099 0.064 Uiso calc U . R 1 . .
C C24 0.4405(6) 0.0429(6) 0.7366(6) 0.0540(16) Uani d U . D 1 . .
H H24 0.4966 0.0678 0.7566 0.065 Uiso calc U . R 1 . .
C C25 0.0529(6) 0.0647(5) 0.7682(5) 0.0460(14) Uani d U . D 1 . .
C C26 -0.0327(6) 0.0672(5) 0.7078(6) 0.0545(16) Uani d U . D 1 . .
H H26 0.0095 0.0534 0.6452 0.065 Uiso calc U . R 1 . .
C C27 -0.1783(6) 0.0896(6) 0.7385(5) 0.0547(16) Uani d U . D 1 . .
H H27 -0.2327 0.09 0.697 0.066 Uiso calc U . R 1 . .
C C28 -0.2430(7) 0.1112(6) 0.8307(5) 0.0500(14) Uani d U . D 1 . .
C C29 -0.1615(6) 0.1122(6) 0.8906(6) 0.0564(16) Uani d U . D 1 . .
H H29 -0.2041 0.1281 0.9521 0.068 Uiso calc U . R 1 . .
C C30 -0.0158(6) 0.0893(6) 0.8586(5) 0.0542(16) Uani d U . D 1 . .
H H30 0.038 0.0905 0.8994 0.065 Uiso calc U . R 1 . .
C C31 -0.4637(7) 0.1649(7) 0.9407(7) 0.0599(17) Uani d U . D 1 . .
H H31A -0.4483 0.2381 0.9228 0.072 Uiso calc U . R 1 . .
H H31B -0.4318 0.1104 1.0085 0.072 Uiso calc U . R 1 . .
C C32 -0.6183(6) 0.1740(7) 0.9535(6) 0.0602(17) Uani d U . D 1 . .
H H32A -0.6471 0.2255 0.8838 0.072 Uiso calc U . R 1 . .
H H32B -0.6321 0.0998 0.9728 0.072 Uiso calc U . R 1 . .
C C33 -0.7107(7) 0.2160(9) 1.0393(8) 0.081(2) Uani d U . D 1 . .
H H33A -0.6961 0.2899 1.0204 0.097 Uiso calc U . R 1 . .
H H33B -0.6824 0.1641 1.109 0.097 Uiso calc U . R 1 . .
C C34 -0.8654(8) 0.2265(9) 1.0518(8) 0.084(3) Uani d U . D 1 . .
H H34A -0.8963 0.2829 0.9851 0.127 Uiso calc U . R 1 . .
H H34B -0.9183 0.2487 1.1108 0.127 Uiso calc U . R 1 . .
H H34C -0.8803 0.1546 1.0674 0.127 Uiso calc U . R 1 . .
Cl Cl1 1.3100(2) 0.27616(19) 0.44779(18) 0.0659(5) Uani d . . . 1 . .
Cl Cl2 1.2084(2) -0.19657(18) 0.56667(19) 0.0645(5) Uani d . . . 1 . .
N N1 0.7517(7) 0.3788(5) 0.5775(5) 0.0599(15) Uani d U . . 1 . .
N N2 0.6484(6) -0.0551(5) 0.6483(5) 0.0564(14) Uani d U . . 1 . .
O O1 -0.2822(5) 0.5099(4) 0.8192(4) 0.0603(12) Uani d U . . 1 . .
O O2 -0.3873(5) 0.1287(4) 0.8552(4) 0.0602(12) Uani d U . . 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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Au1 C1 . 1.924(8) ?
Au1 Cl1 . 2.2553(19) ?
Au2 C18 . 1.940(8) ?
Au2 Cl2 . 2.254(2) ?
C1 N1 . 1.145(10) ?
C2 C7 . 1.380(6) ?
C2 C3 . 1.383(6) ?
C2 N1 . 1.397(9) ?
C3 C4 . 1.382(6) ?
C3 H3 . 0.93 ?
C4 C5 . 1.387(6) ?
C4 H4 . 0.93 ?
C5 C6 . 1.388(6) ?
C5 C8 . 1.485(9) ?
C6 C7 . 1.385(6) ?
C6 H6 . 0.93 ?
C7 H7 . 0.93 ?
C8 C9 . 1.382(6) ?
C8 C13 . 1.387(6) ?
C9 C10 . 1.384(6) ?
C9 H9 . 0.93 ?
C10 C11 . 1.376(6) ?
C10 H10 . 0.93 ?
C11 O1 . 1.371(8) ?
C11 C12 . 1.380(6) ?
C12 C13 . 1.385(6) ?
C12 H12 . 0.93 ?
C13 H13 . 0.93 ?
C14 O1 . 1.447(9) ?
C14 C15 . 1.516(7) ?
C14 H14A . 0.97 ?
C14 H14B . 0.97 ?
C15 C16 . 1.518(7) ?
C15 H15A . 0.97 ?
C15 H15B . 0.97 ?
C16 C17 . 1.518(7) ?
C16 H16A . 0.97 ?
C16 H16B . 0.97 ?
C17 H17A . 0.96 ?
C17 H17B . 0.96 ?
C17 H17C . 0.96 ?
C18 N2 . 1.134(9) ?
C19 C20 . 1.383(6) ?
C19 C24 . 1.386(6) ?
C19 N2 . 1.388(9) ?
C20 C21 . 1.381(6) ?
C20 H20 . 0.93 ?
C21 C22 . 1.394(6) ?
C21 H21 . 0.93 ?
C22 C23 . 1.387(6) ?
C22 C25 . 1.480(9) ?
C23 C24 . 1.380(6) ?
C23 H23 . 0.93 ?
C24 H24 . 0.93 ?
C25 C30 . 1.382(6) ?
C25 C26 . 1.396(6) ?
C26 C27 . 1.382(6) ?
C26 H26 . 0.93 ?
C27 C28 . 1.381(6) ?
C27 H27 . 0.93 ?
C28 O2 . 1.369(8) ?
C28 C29 . 1.380(6) ?
C29 C30 . 1.384(6) ?
C29 H29 . 0.93 ?
C30 H30 . 0.93 ?
C31 O2 . 1.419(9) ?
C31 C32 . 1.507(7) ?
C31 H31A . 0.97 ?
C31 H31B . 0.97 ?
C32 C33 . 1.502(8) ?
C32 H32A . 0.97 ?
C32 H32B . 0.97 ?
C33 C34 . 1.503(8) ?
C33 H33A . 0.97 ?
C33 H33B . 0.97 ?
C34 H34A . 0.96 ?
C34 H34B . 0.96 ?
C34 H34C . 0.96 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 Au1 Cl1 . . 177.8(3) ?
C18 Au2 Cl2 . . 177.7(2) ?
N1 C1 Au1 . . 175.7(8) ?
C7 C2 C3 . . 121.1(6) ?
C7 C2 N1 . . 120.2(6) ?
C3 C2 N1 . . 118.7(6) ?
C4 C3 C2 . . 119.3(6) ?
C4 C3 H3 . . 120.4 ?
C2 C3 H3 . . 120.4 ?
C3 C4 C5 . . 121.8(6) ?
C3 C4 H4 . . 119.1 ?
C5 C4 H4 . . 119.1 ?
C4 C5 C6 . . 116.8(6) ?
C4 C5 C8 . . 120.9(5) ?
C6 C5 C8 . . 122.2(5) ?
C7 C6 C5 . . 123.0(7) ?
C7 C6 H6 . . 118.5 ?
C5 C6 H6 . . 118.5 ?
C2 C7 C6 . . 117.9(7) ?
C2 C7 H7 . . 121.0 ?
C6 C7 H7 . . 121.0 ?
C9 C8 C13 . . 117.4(6) ?
C9 C8 C5 . . 121.5(5) ?
C13 C8 C5 . . 121.1(5) ?
C8 C9 C10 . . 120.9(6) ?
C8 C9 H9 . . 119.6 ?
C10 C9 H9 . . 119.6 ?
C11 C10 C9 . . 121.3(6) ?
C11 C10 H10 . . 119.4 ?
C9 C10 H10 . . 119.4 ?
O1 C11 C10 . . 116.2(5) ?
O1 C11 C12 . . 125.2(5) ?
C10 C11 C12 . . 118.5(6) ?
C11 C12 C13 . . 120.1(6) ?
C11 C12 H12 . . 120.0 ?
C13 C12 H12 . . 120.0 ?
C12 C13 C8 . . 121.8(6) ?
C12 C13 H13 . . 119.1 ?
C8 C13 H13 . . 119.1 ?
O1 C14 C15 . . 106.0(6) ?
O1 C14 H14A . . 110.5 ?
C15 C14 H14A . . 110.5 ?
O1 C14 H14B . . 110.5 ?
C15 C14 H14B . . 110.5 ?
H14A C14 H14B . . 108.7 ?
C14 C15 C16 . . 111.2(6) ?
C14 C15 H15A . . 109.4 ?
C16 C15 H15A . . 109.4 ?
C14 C15 H15B . . 109.4 ?
C16 C15 H15B . . 109.4 ?
H15A C15 H15B . . 108.0 ?
C17 C16 C15 . . 111.3(7) ?
C17 C16 H16A . . 109.4 ?
C15 C16 H16A . . 109.4 ?
C17 C16 H16B . . 109.4 ?
C15 C16 H16B . . 109.4 ?
H16A C16 H16B . . 108.0 ?
C16 C17 H17A . . 109.5 ?
C16 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
C16 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
N2 C18 Au2 . . 175.5(7) ?
C20 C19 C24 . . 120.2(6) ?
C20 C19 N2 . . 118.9(6) ?
C24 C19 N2 . . 121.0(6) ?
C21 C20 C19 . . 119.3(6) ?
C21 C20 H20 . . 120.4 ?
C19 C20 H20 . . 120.4 ?
C20 C21 C22 . . 121.7(6) ?
C20 C21 H21 . . 119.1 ?
C22 C21 H21 . . 119.1 ?
C23 C22 C21 . . 117.7(6) ?
C23 C22 C25 . . 122.3(5) ?
C21 C22 C25 . . 120.0(5) ?
C24 C23 C22 . . 121.4(6) ?
C24 C23 H23 . . 119.3 ?
C22 C23 H23 . . 119.3 ?
C23 C24 C19 . . 119.7(6) ?
C23 C24 H24 . . 120.1 ?
C19 C24 H24 . . 120.1 ?
C30 C25 C26 . . 116.5(6) ?
C30 C25 C22 . . 122.8(5) ?
C26 C25 C22 . . 120.7(5) ?
C27 C26 C25 . . 121.8(6) ?
C27 C26 H26 . . 119.1 ?
C25 C26 H26 . . 119.1 ?
C28 C27 C26 . . 120.0(6) ?
C28 C27 H27 . . 120.0 ?
C26 C27 H27 . . 120.0 ?
O2 C28 C29 . . 125.4(5) ?
O2 C28 C27 . . 115.0(5) ?
C29 C28 C27 . . 119.6(6) ?
C28 C29 C30 . . 119.4(6) ?
C28 C29 H29 . . 120.3 ?
C30 C29 H29 . . 120.3 ?
C25 C30 C29 . . 122.7(6) ?
C25 C30 H30 . . 118.7 ?
C29 C30 H30 . . 118.7 ?
O2 C31 C32 . . 108.1(6) ?
O2 C31 H31A . . 110.1 ?
C32 C31 H31A . . 110.1 ?
O2 C31 H31B . . 110.1 ?
C32 C31 H31B . . 110.1 ?
H31A C31 H31B . . 108.4 ?
C33 C32 C31 . . 112.9(7) ?
C33 C32 H32A . . 109.0 ?
C31 C32 H32A . . 109.0 ?
C33 C32 H32B . . 109.0 ?
C31 C32 H32B . . 109.0 ?
H32A C32 H32B . . 107.8 ?
C32 C33 C34 . . 113.3(7) ?
C32 C33 H33A . . 108.9 ?
C34 C33 H33A . . 108.9 ?
C32 C33 H33B . . 108.9 ?
C34 C33 H33B . . 108.9 ?
H33A C33 H33B . . 107.7 ?
C33 C34 H34A . . 109.5 ?
C33 C34 H34B . . 109.5 ?
H34A C34 H34B . . 109.5 ?
C33 C34 H34C . . 109.5 ?
H34A C34 H34C . . 109.5 ?
H34B C34 H34C . . 109.5 ?
C1 N1 C2 . . 175.4(8) ?
C18 N2 C19 . . 176.8(8) ?
C11 O1 C14 . . 117.5(5) ?
C28 O2 C31 . . 118.7(5) ?


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_solvent_exptl_crystal_recrystallization_method hexane/dichloromethane
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_I
_database_code_depnum_ccdc_archive 'CCDC 1482942'
_audit_update_record             
;
2016-06-01 deposited with the CCDC.
2016-07-20 downloaded from the CCDC.
;
_chemical_name_systematic        
"(4-Isocyano-4'-pentyloxy-1,1'-biphenyl)gold(I) chloride"
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H19 Au Cl N O'
_chemical_formula_iupac          ?
_chemical_formula_weight         497.76

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_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                   35.545(9)
_cell_length_b                   7.0033(17)
_cell_length_c                   6.8729(16)
_cell_angle_alpha                90
_cell_angle_beta                 92.118(5)
_cell_angle_gamma                90
_cell_volume                     1709.7(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2994
_cell_measurement_theta_min      2.8673
_cell_measurement_theta_max      30.1165
_cell_measurement_temperature    296.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.040
_exptl_crystal_density_diffrn    1.934
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             952

_exptl_absorpt_coefficient_mu    8.761
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/4 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.43
_exptl_absorpt_correction_T_max  0.72

_exptl_special_details           
;
;

_diffrn_ambient_temperature      296.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'Bruker D8 goniometer'
_diffrn_measurement_method       'omega scans'

_diffrn_detector_area_resol_mean 10.4167

_diffrn_reflns_number            8604
_diffrn_reflns_av_R_equivalents  0.0572
_diffrn_reflns_av_unetI/netI     0.0749
_diffrn_reflns_theta_min         2.29
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_limit_h_min       -42
_diffrn_reflns_limit_h_max       42
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8

_refine_special_details          
;
;

_reflns_number_total             3002
_reflns_number_gt                2025
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0777
_refine_ls_R_factor_gt           0.0531
_refine_ls_wR_factor_gt          0.1613
_refine_ls_wR_factor_ref         0.1811
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_restrained_S_all      1.026
_refine_ls_number_reflns         3002
_refine_ls_number_parameters     200
_refine_ls_number_restraints     300
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.556
_refine_diff_density_min         -1.585
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
O O 0.0106 0.0060 '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'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Au Au1 0.50341(2) 0.50895(5) 0.24150(6) 0.0454(3) Uani d U . . 1 . .
C C1 0.4496(3) 0.5120(14) 0.2715(16) 0.039(3) Uani d U . . 1 . .
C C2 0.3797(2) 0.5057(10) 0.3310(13) 0.032(2) Uani d U . D 1 . .
C C3 0.3667(2) 0.3535(12) 0.4347(12) 0.036(2) Uani d U . D 1 . .
H H3 0.3827 0.2542 0.4722 0.043 Uiso calc U . R 1 . .
C C4 0.3295(2) 0.3510(12) 0.4819(12) 0.038(2) Uani d U . D 1 . .
H H4 0.3204 0.2504 0.555 0.045 Uiso calc U . R 1 . .
C C5 0.3055(3) 0.4964(10) 0.4219(12) 0.033(2) Uani d U . D 1 . .
C C6 0.3198(2) 0.6430(12) 0.3129(13) 0.042(2) Uani d U . D 1 . .
H H6 0.3037 0.7403 0.2707 0.05 Uiso calc U . R 1 . .
C C7 0.3569(2) 0.6509(13) 0.2644(13) 0.043(2) Uani d U . D 1 . .
H H7 0.3661 0.7502 0.1899 0.051 Uiso calc U . R 1 . .
C C8 0.2660(3) 0.4975(10) 0.4822(11) 0.031(2) Uani d U . D 1 . .
C C9 0.2559(2) 0.4137(13) 0.6559(12) 0.041(2) Uani d U . D 1 . .
H H9 0.2744 0.354 0.7333 0.049 Uiso calc U . R 1 . .
C C10 0.2192(2) 0.4155(14) 0.7187(14) 0.044(3) Uani d U . D 1 . .
H H10 0.2135 0.3569 0.8355 0.053 Uiso calc U . R 1 . .
C C11 0.1912(3) 0.5047(11) 0.6073(13) 0.040(2) Uani d U . D 1 . .
C C12 0.2000(3) 0.5823(13) 0.4287(13) 0.046(3) Uani d U . D 1 . .
H H12 0.1812 0.6357 0.3482 0.055 Uiso calc U . R 1 . .
C C13 0.2369(2) 0.5796(13) 0.3713(14) 0.041(2) Uani d U . D 1 . .
H H13 0.2424 0.6354 0.253 0.049 Uiso calc U . R 1 . .
C C14 0.1455(3) 0.4606(14) 0.8471(17) 0.051(3) Uani d U . D 1 . .
H H14A 0.1633 0.5093 0.9453 0.061 Uiso calc U . R 1 . .
H H14B 0.1462 0.3222 0.8512 0.061 Uiso calc U . R 1 . .
C C15 0.1063(3) 0.5310(14) 0.8864(17) 0.059(3) Uani d U . D 1 . .
H H15A 0.1064 0.6695 0.8866 0.071 Uiso calc U . R 1 . .
H H15B 0.0893 0.4896 0.7811 0.071 Uiso calc U . R 1 . .
C C16 0.0914(3) 0.4618(16) 1.0769(16) 0.060(3) Uani d U . D 1 . .
H H16A 0.1084 0.5019 1.1825 0.071 Uiso calc U . R 1 . .
H H16B 0.0908 0.3233 1.0764 0.071 Uiso calc U . R 1 . .
C C17 0.0523(4) 0.5366(17) 1.1137(18) 0.071(4) Uani d U . D 1 . .
H H17A 0.0531 0.6749 1.1195 0.086 Uiso calc U . R 1 . .
H H17B 0.0354 0.5005 1.0059 0.086 Uiso calc U . R 1 . .
C C18 0.0371(5) 0.4605(19) 1.301(2) 0.097(5) Uani d U . D 1 . .
H H18A 0.0353 0.3239 1.2939 0.146 Uiso calc U . R 1 . .
H H18B 0.0126 0.5134 1.3198 0.146 Uiso calc U . R 1 . .
H H18C 0.0538 0.4958 1.4081 0.146 Uiso calc U . R 1 . .
Cl Cl1 0.56635(10) 0.5051(4) 0.2146(5) 0.0525(8) Uani d U . . 1 . .
N N1 0.4176(3) 0.5136(11) 0.2895(13) 0.045(3) Uani d U . . 1 . .
O O1 0.1550(2) 0.5257(9) 0.6616(13) 0.054(2) Uani d U . . 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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Au1 C1 . 1.933(10) ?
Au1 Cl1 . 2.252(4) ?
Au1 Au1 3_665 3.3219(11) ?
C1 N1 . 1.148(15) ?
C2 C7 . 1.368(7) ?
C2 C3 . 1.372(7) ?
C2 N1 . 1.389(13) ?
C3 C4 . 1.372(7) ?
C3 H3 . 0.93 ?
C4 C5 . 1.382(7) ?
C4 H4 . 0.93 ?
C5 C6 . 1.379(7) ?
C5 C8 . 1.476(13) ?
C6 C7 . 1.373(7) ?
C6 H6 . 0.93 ?
C7 H7 . 0.93 ?
C8 C13 . 1.387(7) ?
C8 C9 . 1.390(7) ?
C9 C10 . 1.388(7) ?
C9 H9 . 0.93 ?
C10 C11 . 1.383(7) ?
C10 H10 . 0.93 ?
C11 O1 . 1.359(13) ?
C11 C12 . 1.389(7) ?
C12 C13 . 1.383(7) ?
C12 H12 . 0.93 ?
C13 H13 . 0.93 ?
C14 O1 . 1.407(14) ?
C14 C15 . 1.512(9) ?
C14 H14A . 0.97 ?
C14 H14B . 0.97 ?
C15 C16 . 1.511(9) ?
C15 H15A . 0.97 ?
C15 H15B . 0.97 ?
C16 C17 . 1.515(9) ?
C16 H16A . 0.97 ?
C16 H16B . 0.97 ?
C17 C18 . 1.511(10) ?
C17 H17A . 0.97 ?
C17 H17B . 0.97 ?
C18 H18A . 0.96 ?
C18 H18B . 0.96 ?
C18 H18C . 0.96 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 Au1 Cl1 . . 178.6(3) ?
C1 Au1 Au1 . 3_665 94.1(3) ?
Cl1 Au1 Au1 . 3_665 87.33(9) ?
N1 C1 Au1 . . 179.9(11) ?
C7 C2 C3 . . 123.0(8) ?
C7 C2 N1 . . 117.9(7) ?
C3 C2 N1 . . 119.1(7) ?
C2 C3 C4 . . 118.6(8) ?
C2 C3 H3 . . 120.7 ?
C4 C3 H3 . . 120.7 ?
C3 C4 C5 . . 120.6(8) ?
C3 C4 H4 . . 119.7 ?
C5 C4 H4 . . 119.7 ?
C6 C5 C4 . . 118.3(9) ?
C6 C5 C8 . . 121.5(7) ?
C4 C5 C8 . . 120.2(7) ?
C7 C6 C5 . . 122.6(9) ?
C7 C6 H6 . . 118.7 ?
C5 C6 H6 . . 118.7 ?
C2 C7 C6 . . 116.8(8) ?
C2 C7 H7 . . 121.6 ?
C6 C7 H7 . . 121.6 ?
C13 C8 C9 . . 115.8(8) ?
C13 C8 C5 . . 123.0(7) ?
C9 C8 C5 . . 121.2(7) ?
C10 C9 C8 . . 122.7(8) ?
C10 C9 H9 . . 118.7 ?
C8 C9 H9 . . 118.7 ?
C11 C10 C9 . . 119.8(8) ?
C11 C10 H10 . . 120.1 ?
C9 C10 H10 . . 120.1 ?
O1 C11 C10 . . 124.4(8) ?
O1 C11 C12 . . 116.6(7) ?
C10 C11 C12 . . 119.0(9) ?
C13 C12 C11 . . 119.6(9) ?
C13 C12 H12 . . 120.2 ?
C11 C12 H12 . . 120.2 ?
C12 C13 C8 . . 123.0(9) ?
C12 C13 H13 . . 118.5 ?
C8 C13 H13 . . 118.5 ?
O1 C14 C15 . . 108.1(9) ?
O1 C14 H14A . . 110.1 ?
C15 C14 H14A . . 110.1 ?
O1 C14 H14B . . 110.1 ?
C15 C14 H14B . . 110.1 ?
H14A C14 H14B . . 108.4 ?
C16 C15 C14 . . 113.9(10) ?
C16 C15 H15A . . 108.8 ?
C14 C15 H15A . . 108.8 ?
C16 C15 H15B . . 108.8 ?
C14 C15 H15B . . 108.8 ?
H15A C15 H15B . . 107.7 ?
C15 C16 C17 . . 112.8(10) ?
C15 C16 H16A . . 109.0 ?
C17 C16 H16A . . 109.0 ?
C15 C16 H16B . . 109.0 ?
C17 C16 H16B . . 109.0 ?
H16A C16 H16B . . 107.8 ?
C18 C17 C16 . . 112.3(12) ?
C18 C17 H17A . . 109.2 ?
C16 C17 H17A . . 109.2 ?
C18 C17 H17B . . 109.2 ?
C16 C17 H17B . . 109.2 ?
H17A C17 H17B . . 107.9 ?
C17 C18 H18A . . 109.5 ?
C17 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C17 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C1 N1 C2 . . 173.6(10) ?
C11 O1 C14 . . 118.4(7) ?


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_solvent_exptl_crystal_recrystallization_method hexane/dichloromethane
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_I
_database_code_depnum_ccdc_archive 'CCDC 1482943'
_audit_update_record             
;
2016-06-01 deposited with the CCDC.
2016-07-20 downloaded from the CCDC.
;
_chemical_name_systematic        
"(4-Hexyloxy-4'-isocyano-1,1'-biphenyl)gold(I) chloride"
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H21 Au Cl N O'
_chemical_formula_iupac          ?
_chemical_formula_weight         511.78

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_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                   76.128(14)
_cell_length_b                   7.0364(13)
_cell_length_c                   6.8648(12)
_cell_angle_alpha                90
_cell_angle_beta                 91.305(4)
_cell_angle_gamma                90
_cell_volume                     3676.3(12)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    5628
_cell_measurement_theta_min      2.6762
_cell_measurement_theta_max      33.2251
_cell_measurement_temperature    296.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.050
_exptl_crystal_density_diffrn    1.849
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1968

_exptl_absorpt_coefficient_mu    8.152
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/4 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.30
_exptl_absorpt_correction_T_max  0.69

_exptl_special_details           
;
;

_diffrn_ambient_temperature      296.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'Bruker D8 goniometer'
_diffrn_measurement_method       'omega scans'

_diffrn_detector_area_resol_mean 10.4167

_diffrn_reflns_number            23381
_diffrn_reflns_av_R_equivalents  0.0772
_diffrn_reflns_av_unetI/netI     0.1000
_diffrn_reflns_theta_min         2.68
_diffrn_reflns_theta_max         37.33
_diffrn_reflns_theta_full        37.33
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measured_fraction_theta_full 0.963
_diffrn_reflns_limit_h_min       -128
_diffrn_reflns_limit_h_max       129
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11

_refine_special_details          
;
;

_reflns_number_total             9201
_reflns_number_gt                4453
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1637
_refine_ls_R_factor_gt           0.0864
_refine_ls_wR_factor_gt          0.2309
_refine_ls_wR_factor_ref         0.2748
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_restrained_S_all      1.063
_refine_ls_number_reflns         9201
_refine_ls_number_parameters     209
_refine_ls_number_restraints     286
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²+52.0749P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         2.754
_refine_diff_density_min         -4.303
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
O O 0.0106 0.0060 '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'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker Instrument Service v4.2.2'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Au Au01 0.50175(2) 0.25395(5) 0.50986(5) 0.03891(13) Uani d U . . 1 . .
Cl Cl02 0.53114(3) 0.2531(4) 0.5547(4) 0.0456(5) Uani d U . . 1 . .
C C1 0.47663(12) 0.2597(12) 0.4663(13) 0.0358(16) Uani d U . . 1 . .
O O004 0.33883(11) 0.2789(9) -0.0235(12) 0.0455(16) Uani d U . . 1 . .
N N005 0.46138(11) 0.2526(11) 0.4342(11) 0.0385(15) Uani d U . . 1 . .
C C11 0.35558(14) 0.2581(12) 0.0427(15) 0.0397(16) Uani d U . . 1 . .
C C2 0.44391(12) 0.2507(11) 0.3840(11) 0.0312(13) Uani d U . . 1 . .
C C8 0.39047(12) 0.2449(11) 0.1930(11) 0.0300(13) Uani d U . . 1 . .
C C5 0.40879(12) 0.2431(11) 0.2667(10) 0.0288(13) Uani d U . . 1 . .
C C3 0.43317(12) 0.3938(12) 0.4419(12) 0.0337(16) Uani d U . . 1 . .
H H3 0.4375 0.4918 0.5201 0.04 Uiso calc U . R 1 . .
C C7 0.43775(11) 0.0998(11) 0.2717(12) 0.0308(15) Uani d U . . 1 . .
H H7 0.4452 0.0021 0.2359 0.037 Uiso calc U . R 1 . .
C C12 0.36860(13) 0.1687(13) -0.0588(14) 0.0373(17) Uani d U . . 1 . .
H H12 0.3659 0.1107 -0.1774 0.045 Uiso calc U . R 1 . .
C C13 0.38601(12) 0.1639(12) 0.0147(13) 0.0349(16) Uani d U . . 1 . .
H H13 0.3947 0.1054 -0.0577 0.042 Uiso calc U . R 1 . .
C C4 0.41558(11) 0.3911(12) 0.3819(12) 0.0316(15) Uani d U . . 1 . .
H H4 0.4082 0.4894 0.4191 0.038 Uiso calc U . R 1 . .
C C9 0.37686(12) 0.3283(12) 0.2973(12) 0.0331(16) Uani d U . . 1 . .
H H9 0.3793 0.3813 0.4189 0.04 Uiso calc U . R 1 . .
C C10 0.35987(13) 0.3333(12) 0.2237(13) 0.0369(17) Uani d U . . 1 . .
H H10 0.3511 0.3885 0.2972 0.044 Uiso calc U . R 1 . .
C C16 0.30974(16) 0.2106(16) -0.4614(17) 0.060(3) Uani d U . D 1 . .
H H16A 0.3178 0.2498 -0.5616 0.072 Uiso calc U . R 1 . .
H H16B 0.3097 0.0728 -0.4575 0.072 Uiso calc U . R 1 . .
C C14 0.33435(14) 0.2114(14) -0.2143(17) 0.047(2) Uani d U . D 1 . .
H H14A 0.3344 0.0735 -0.2162 0.057 Uiso calc U . R 1 . .
H H14B 0.3428 0.2564 -0.307 0.057 Uiso calc U . R 1 . .
C C6 0.42035(11) 0.0980(10) 0.2147(11) 0.0266(13) Uani d U . . 1 . .
H H6 0.4161 -0.0025 0.1393 0.032 Uiso calc U . R 1 . .
C C17 0.29154(18) 0.2787(17) -0.516(2) 0.068(3) Uani d U . D 1 . .
H H17A 0.2917 0.4164 -0.5238 0.082 Uiso calc U . R 1 . .
H H17B 0.2837 0.2442 -0.4123 0.082 Uiso calc U . R 1 . .
C C15 0.31639(14) 0.2851(14) -0.2674(16) 0.051(2) Uani d U . D 1 . .
H H15A 0.3167 0.4228 -0.2719 0.061 Uiso calc U . R 1 . .
H H15B 0.3083 0.2485 -0.1671 0.061 Uiso calc U . R 1 . .
C C18 0.2842(2) 0.201(2) -0.705(2) 0.085(4) Uani d U . D 1 . .
H H18A 0.2921 0.2358 -0.8076 0.102 Uiso calc U . R 1 . .
H H18B 0.2842 0.0637 -0.6964 0.102 Uiso calc U . R 1 . .
C C19 0.2660(2) 0.264(2) -0.768(4) 0.114(6) Uani d U . D 1 . .
H H19A 0.2576 0.2079 -0.6828 0.171 Uiso calc U . R 1 . .
H H19B 0.2636 0.2229 -0.899 0.171 Uiso calc U . R 1 . .
H H19C 0.2652 0.3995 -0.7605 0.171 Uiso calc U . R 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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Au01 C1 . 1.929(9) ?
Au01 Cl02 . 2.252(3) ?
Au01 Au01 2_656 3.3138(9) ?
C1 N005 . 1.178(12) ?
O004 C11 . 1.351(12) ?
O004 C14 . 1.428(13) ?
N005 C2 . 1.367(12) ?
C11 C12 . 1.376(13) ?
C11 C10 . 1.383(13) ?
C2 C3 . 1.362(11) ?
C2 C7 . 1.387(11) ?
C8 C13 . 1.386(11) ?
C8 C9 . 1.401(11) ?
C8 C5 . 1.473(12) ?
C5 C6 . 1.400(11) ?
C5 C4 . 1.400(10) ?
C3 C4 . 1.392(12) ?
C3 H3 . 0.93 ?
C7 C6 . 1.372(11) ?
C7 H7 . 0.93 ?
C12 C13 . 1.408(13) ?
C12 H12 . 0.93 ?
C13 H13 . 0.93 ?
C4 H4 . 0.93 ?
C9 C10 . 1.378(13) ?
C9 H9 . 0.93 ?
C10 H10 . 0.93 ?
C16 C17 . 1.505(9) ?
C16 C15 . 1.508(9) ?
C16 H16A . 0.97 ?
C16 H16B . 0.97 ?
C14 C15 . 1.500(9) ?
C14 H14A . 0.97 ?
C14 H14B . 0.97 ?
C6 H6 . 0.93 ?
C17 C18 . 1.506(10) ?
C17 H17A . 0.97 ?
C17 H17B . 0.97 ?
C15 H15A . 0.97 ?
C15 H15B . 0.97 ?
C18 C19 . 1.503(10) ?
C18 H18A . 0.97 ?
C18 H18B . 0.97 ?
C19 H19A . 0.96 ?
C19 H19B . 0.96 ?
C19 H19C . 0.96 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 Au01 Cl02 . . 178.5(3) ?
C1 Au01 Au01 . 2_656 93.0(3) ?
Cl02 Au01 Au01 . 2_656 88.05(7) ?
N005 C1 Au01 . . 175.9(8) ?
C11 O004 C14 . . 118.4(8) ?
C1 N005 C2 . . 175.8(9) ?
O004 C11 C12 . . 124.3(9) ?
O004 C11 C10 . . 117.5(9) ?
C12 C11 C10 . . 118.1(9) ?
C3 C2 N005 . . 120.4(8) ?
C3 C2 C7 . . 122.0(8) ?
N005 C2 C7 . . 117.6(7) ?
C13 C8 C9 . . 117.0(8) ?
C13 C8 C5 . . 120.7(7) ?
C9 C8 C5 . . 122.2(7) ?
C6 C5 C4 . . 117.4(8) ?
C6 C5 C8 . . 121.0(7) ?
C4 C5 C8 . . 121.5(7) ?
C2 C3 C4 . . 118.9(8) ?
C2 C3 H3 . . 120.6 ?
C4 C3 H3 . . 120.6 ?
C6 C7 C2 . . 118.5(7) ?
C6 C7 H7 . . 120.8 ?
C2 C7 H7 . . 120.8 ?
C11 C12 C13 . . 120.8(8) ?
C11 C12 H12 . . 119.6 ?
C13 C12 H12 . . 119.6 ?
C8 C13 C12 . . 121.1(8) ?
C8 C13 H13 . . 119.5 ?
C12 C13 H13 . . 119.5 ?
C3 C4 C5 . . 121.2(8) ?
C3 C4 H4 . . 119.4 ?
C5 C4 H4 . . 119.4 ?
C10 C9 C8 . . 121.5(8) ?
C10 C9 H9 . . 119.3 ?
C8 C9 H9 . . 119.3 ?
C9 C10 C11 . . 121.3(9) ?
C9 C10 H10 . . 119.3 ?
C11 C10 H10 . . 119.3 ?
C17 C16 C15 . . 113.4(11) ?
C17 C16 H16A . . 108.9 ?
C15 C16 H16A . . 108.9 ?
C17 C16 H16B . . 108.9 ?
C15 C16 H16B . . 108.9 ?
H16A C16 H16B . . 107.7 ?
O004 C14 C15 . . 107.8(9) ?
O004 C14 H14A . . 110.2 ?
C15 C14 H14A . . 110.2 ?
O004 C14 H14B . . 110.2 ?
C15 C14 H14B . . 110.2 ?
H14A C14 H14B . . 108.5 ?
C7 C6 C5 . . 121.9(7) ?
C7 C6 H6 . . 119.0 ?
C5 C6 H6 . . 119.0 ?
C16 C17 C18 . . 114.9(13) ?
C16 C17 H17A . . 108.5 ?
C18 C17 H17A . . 108.5 ?
C16 C17 H17B . . 108.5 ?
C18 C17 H17B . . 108.5 ?
H17A C17 H17B . . 107.5 ?
C14 C15 C16 . . 112.3(10) ?
C14 C15 H15A . . 109.1 ?
C16 C15 H15A . . 109.1 ?
C14 C15 H15B . . 109.1 ?
C16 C15 H15B . . 109.1 ?
H15A C15 H15B . . 107.9 ?
C19 C18 C17 . . 117.5(15) ?
C19 C18 H18A . . 107.9 ?
C17 C18 H18A . . 107.9 ?
C19 C18 H18B . . 107.9 ?
C17 C18 H18B . . 107.9 ?
H18A C18 H18B . . 107.2 ?
C18 C19 H19A . . 109.5 ?
C18 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C18 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?


_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_I
_database_code_depnum_ccdc_archive 'CCDC 1482944'
_audit_update_record             
;
2016-06-01 deposited with the CCDC.
2016-07-20 downloaded from the CCDC.
;
_chemical_name_systematic        
"(4-Heptyloxy-4'-isocyano-1,1'-biphenyl)gold(I) chloride"
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H23 Au Cl N O'
_chemical_formula_iupac          ?
_chemical_formula_weight         525.81

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_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                   78.931(9)
_cell_length_b                   7.0341(8)
_cell_length_c                   6.8739(8)
_cell_angle_alpha                90
_cell_angle_beta                 91.828(3)
_cell_angle_gamma                90
_cell_volume                     3814.5(8)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3080
_cell_measurement_theta_min      2.5818
_cell_measurement_theta_max      29.7116
_cell_measurement_temperature    296.0(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.050
_exptl_crystal_density_diffrn    1.831
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2032

_exptl_absorpt_coefficient_mu    7.859
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/4 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.41
_exptl_absorpt_correction_T_max  0.69

_exptl_special_details           
;
;

_diffrn_ambient_temperature      296.0(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'Bruker D8 goniometer'
_diffrn_measurement_method       'omega scans'

_diffrn_detector_area_resol_mean 10.4167

_diffrn_reflns_number            10421
_diffrn_reflns_av_R_equivalents  0.0553
_diffrn_reflns_av_unetI/netI     0.0786
_diffrn_reflns_theta_min         2.58
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_limit_h_min       -93
_diffrn_reflns_limit_h_max       93
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8

_refine_special_details          
;
;

_reflns_number_total             3373
_reflns_number_gt                2064
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0795
_refine_ls_R_factor_gt           0.0460
_refine_ls_wR_factor_gt          0.1402
_refine_ls_wR_factor_ref         0.1693
_refine_ls_goodness_of_fit_ref   0.897
_refine_ls_restrained_S_all      0.863
_refine_ls_number_reflns         3373
_refine_ls_number_parameters     218
_refine_ls_number_restraints     339
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²+36.5740P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.258
_refine_diff_density_min         -1.457
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
O O 0.0106 0.0060 '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'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Au Au01 0.49834(2) 0.25364(6) 1.00895(5) 0.0427(2) Uani d U . . 1 . .
O O1 0.65535(10) 0.2785(9) 0.5707(11) 0.0472(17) Uani d U . . 1 . .
C C5 0.58793(12) 0.2434(10) 0.8200(10) 0.0306(17) Uani d U . D 1 . .
C C8 0.60565(11) 0.2453(9) 0.7562(10) 0.0314(17) Uani d U . D 1 . .
C C7 0.56003(10) 0.0998(11) 0.8067(10) 0.032(2) Uani d U . D 1 . .
H H7 0.5528 0.0023 0.765 0.038 Uiso calc U . R 1 . .
C C14 0.65997(13) 0.2089(15) 0.3856(16) 0.048(2) Uani d U . D 1 . .
H H14A 0.6518 0.2505 0.2863 0.057 Uiso calc U . R 1 . .
H H14B 0.6601 0.071 0.3866 0.057 Uiso calc U . R 1 . .
C C2 0.55404(12) 0.2489(10) 0.9160(10) 0.0362(19) Uani d U . D 1 . .
C C4 0.58137(11) 0.3902(11) 0.9298(10) 0.034(2) Uani d U . D 1 . .
H H4 0.5885 0.4881 0.9718 0.041 Uiso calc U . R 1 . .
C C11 0.63914(13) 0.2530(10) 0.6272(11) 0.040(2) Uani d U . D 1 . .
C C13 0.60996(11) 0.1651(10) 0.5803(11) 0.034(2) Uani d U . D 1 . .
H H13 0.6015 0.1075 0.5038 0.04 Uiso calc U . R 1 . .
C C12 0.62635(10) 0.1673(11) 0.5138(13) 0.036(2) Uani d U . D 1 . .
H H12 0.6288 0.1122 0.3949 0.043 Uiso calc U . R 1 . .
C C15 0.67730(13) 0.2842(14) 0.3417(15) 0.050(2) Uani d U . D 1 . .
H H15A 0.6852 0.2485 0.4464 0.06 Uiso calc U . R 1 . .
H H15B 0.6769 0.422 0.3369 0.06 Uiso calc U . R 1 . .
C C6 0.57691(9) 0.0991(11) 0.7609(11) 0.0301(19) Uani d U . D 1 . .
H H6 0.581 -0.0012 0.6882 0.036 Uiso calc U . R 1 . .
C C9 0.61855(10) 0.3303(10) 0.8684(12) 0.034(2) Uani d U . D 1 . .
H H9 0.6161 0.3853 0.9873 0.041 Uiso calc U . R 1 . .
C C10 0.63498(11) 0.3333(10) 0.8039(12) 0.038(2) Uani d U . D 1 . .
H H10 0.6434 0.3905 0.8808 0.045 Uiso calc U . R 1 . .
C C17 0.70117(13) 0.2868(14) 0.1084(15) 0.050(2) Uani d U . D 1 . .
H H17A 0.7089 0.2554 0.2166 0.06 Uiso calc U . R 1 . .
H H17B 0.7005 0.4243 0.1003 0.06 Uiso calc U . R 1 . .
C C16 0.68379(13) 0.2105(14) 0.1513(15) 0.048(2) Uani d U . D 1 . .
H H16A 0.6843 0.0728 0.156 0.057 Uiso calc U . R 1 . .
H H16B 0.6759 0.2463 0.0465 0.057 Uiso calc U . R 1 . .
C C3 0.56451(10) 0.3948(12) 0.9785(11) 0.041(2) Uani d U . D 1 . .
H H3 0.5603 0.4944 1.0519 0.049 Uiso calc U . R 1 . .
C C19 0.72595(15) 0.2878(17) -0.1179(17) 0.066(3) Uani d U . D 1 . .
H H19A 0.7335 0.2614 -0.0066 0.079 Uiso calc U . R 1 . .
H H19B 0.7253 0.4247 -0.1327 0.079 Uiso calc U . R 1 . .
C C18 0.70854(14) 0.2119(16) -0.0771(16) 0.057(3) Uani d U . D 1 . .
H H18A 0.7091 0.0744 -0.0694 0.069 Uiso calc U . R 1 . .
H H18B 0.7009 0.2442 -0.1855 0.069 Uiso calc U . R 1 . .
C C20 0.7336(2) 0.2044(19) -0.298(2) 0.084(4) Uani d U . D 1 . .
H H20A 0.7338 0.0683 -0.2874 0.126 Uiso calc U . R 1 . .
H H20B 0.7449 0.2509 -0.3095 0.126 Uiso calc U . R 1 . .
H H20C 0.7268 0.2408 -0.4104 0.126 Uiso calc U . R 1 . .
Cl Cl1 0.46993(4) 0.2527(4) 1.0381(4) 0.0490(7) Uani d U . . 1 . .
C C1 0.52252(13) 0.2532(14) 0.9761(15) 0.037(2) Uani d U . . 1 . .
N N1 0.53682(12) 0.2543(12) 0.9577(12) 0.0414(19) Uani d U . . 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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Au01 C1 . 1.929(10) ?
Au01 Cl1 . 2.257(3) ?
Au01 Au01 2_657 3.3159(8) ?
O1 C11 . 1.361(13) ?
O1 C14 . 1.422(13) ?
C5 C6 . 1.389(7) ?
C5 C4 . 1.390(7) ?
C5 C8 . 1.479(13) ?
C8 C13 . 1.386(7) ?
C8 C9 . 1.392(7) ?
C7 C6 . 1.379(7) ?
C7 C2 . 1.382(7) ?
C7 H7 . 0.93 ?
C14 C15 . 1.506(8) ?
C14 H14A . 0.97 ?
C14 H14B . 0.97 ?
C2 C3 . 1.378(7) ?
C2 N1 . 1.399(13) ?
C4 C3 . 1.382(7) ?
C4 H4 . 0.93 ?
C11 C10 . 1.388(7) ?
C11 C12 . 1.392(7) ?
C13 C12 . 1.386(7) ?
C13 H13 . 0.93 ?
C12 H12 . 0.93 ?
C15 C16 . 1.512(8) ?
C15 H15A . 0.97 ?
C15 H15B . 0.97 ?
C6 H6 . 0.93 ?
C9 C10 . 1.384(7) ?
C9 H9 . 0.93 ?
C10 H10 . 0.93 ?
C17 C16 . 1.511(8) ?
C17 C18 . 1.513(8) ?
C17 H17A . 0.97 ?
C17 H17B . 0.97 ?
C16 H16A . 0.97 ?
C16 H16B . 0.97 ?
C3 H3 . 0.93 ?
C19 C18 . 1.509(8) ?
C19 C20 . 1.510(9) ?
C19 H19A . 0.97 ?
C19 H19B . 0.97 ?
C18 H18A . 0.97 ?
C18 H18B . 0.97 ?
C20 H20A . 0.96 ?
C20 H20B . 0.96 ?
C20 H20C . 0.96 ?
C1 N1 . 1.140(14) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 Au01 Cl1 . . 178.3(3) ?
C1 Au01 Au01 . 2_657 94.0(3) ?
Cl1 Au01 Au01 . 2_657 87.62(8) ?
C11 O1 C14 . . 118.7(7) ?
C6 C5 C4 . . 117.5(8) ?
C6 C5 C8 . . 120.6(7) ?
C4 C5 C8 . . 121.8(7) ?
C13 C8 C9 . . 117.5(8) ?
C13 C8 C5 . . 121.0(7) ?
C9 C8 C5 . . 121.5(7) ?
C6 C7 C2 . . 118.5(8) ?
C6 C7 H7 . . 120.8 ?
C2 C7 H7 . . 120.8 ?
O1 C14 C15 . . 108.6(8) ?
O1 C14 H14A . . 110.0 ?
C15 C14 H14A . . 110.0 ?
O1 C14 H14B . . 110.0 ?
C15 C14 H14B . . 110.0 ?
H14A C14 H14B . . 108.3 ?
C3 C2 C7 . . 121.5(9) ?
C3 C2 N1 . . 119.6(7) ?
C7 C2 N1 . . 118.9(8) ?
C3 C4 C5 . . 121.8(8) ?
C3 C4 H4 . . 119.1 ?
C5 C4 H4 . . 119.1 ?
O1 C11 C10 . . 116.5(7) ?
O1 C11 C12 . . 124.6(7) ?
C10 C11 C12 . . 118.6(9) ?
C12 C13 C8 . . 122.7(8) ?
C12 C13 H13 . . 118.6 ?
C8 C13 H13 . . 118.6 ?
C13 C12 C11 . . 119.2(8) ?
C13 C12 H12 . . 120.4 ?
C11 C12 H12 . . 120.4 ?
C14 C15 C16 . . 112.8(9) ?
C14 C15 H15A . . 109.0 ?
C16 C15 H15A . . 109.0 ?
C14 C15 H15B . . 109.0 ?
C16 C15 H15B . . 109.0 ?
H15A C15 H15B . . 107.8 ?
C7 C6 C5 . . 122.1(8) ?
C7 C6 H6 . . 118.9 ?
C5 C6 H6 . . 118.9 ?
C10 C9 C8 . . 120.4(8) ?
C10 C9 H9 . . 119.8 ?
C8 C9 H9 . . 119.8 ?
C9 C10 C11 . . 121.6(9) ?
C9 C10 H10 . . 119.2 ?
C11 C10 H10 . . 119.2 ?
C16 C17 C18 . . 114.6(9) ?
C16 C17 H17A . . 108.6 ?
C18 C17 H17A . . 108.6 ?
C16 C17 H17B . . 108.6 ?
C18 C17 H17B . . 108.6 ?
H17A C17 H17B . . 107.6 ?
C17 C16 C15 . . 112.4(9) ?
C17 C16 H16A . . 109.1 ?
C15 C16 H16A . . 109.1 ?
C17 C16 H16B . . 109.1 ?
C15 C16 H16B . . 109.1 ?
H16A C16 H16B . . 107.8 ?
C2 C3 C4 . . 118.6(8) ?
C2 C3 H3 . . 120.7 ?
C4 C3 H3 . . 120.7 ?
C18 C19 C20 . . 113.8(11) ?
C18 C19 H19A . . 108.8 ?
C20 C19 H19A . . 108.8 ?
C18 C19 H19B . . 108.8 ?
C20 C19 H19B . . 108.8 ?
H19A C19 H19B . . 107.7 ?
C19 C18 C17 . . 114.2(10) ?
C19 C18 H18A . . 108.7 ?
C17 C18 H18A . . 108.7 ?
C19 C18 H18B . . 108.7 ?
C17 C18 H18B . . 108.7 ?
H18A C18 H18B . . 107.6 ?
C19 C20 H20A . . 109.5 ?
C19 C20 H20B . . 109.5 ?
H20A C20 H20B . . 109.5 ?
C19 C20 H20C . . 109.5 ?
H20A C20 H20C . . 109.5 ?
H20B C20 H20C . . 109.5 ?
N1 C1 Au01 . . 179.4(10) ?
C1 N1 C2 . . 174.2(10) ?


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_solvent_exptl_crystal_recrystallization_method hexane/dichloromethane
####################################################################### 
# 
# 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_I
_database_code_depnum_ccdc_archive 'CCDC 1482945'
_audit_update_record             
;
2016-06-01 deposited with the CCDC.
2016-07-20 downloaded from the CCDC.
;
_chemical_name_systematic        
"(4-Isocyano-4'-octyloxy-1,1'-biphenyl)gold(I) chloride"
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H25 Au Cl N O'
_chemical_formula_iupac          ?
_chemical_formula_weight         539.84

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_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                   42.33(2)
_cell_length_b                   7.082(3)
_cell_length_c                   6.912(3)
_cell_angle_alpha                90
_cell_angle_beta                 91.738(9)
_cell_angle_gamma                90
_cell_volume                     2071.1(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2984
_cell_measurement_theta_min      2.4071
_cell_measurement_theta_max      28.3136
_cell_measurement_temperature    296.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.030
_exptl_crystal_density_diffrn    1.731
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1048

_exptl_absorpt_coefficient_mu    7.241
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/4 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.42
_exptl_absorpt_correction_T_max  0.81

_exptl_special_details           
;
;

_diffrn_ambient_temperature      296.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'Bruker D8 goniometer'
_diffrn_measurement_method       'omega scans'

_diffrn_detector_area_resol_mean 10.4167

_diffrn_reflns_number            10859
_diffrn_reflns_av_R_equivalents  0.0689
_diffrn_reflns_av_unetI/netI     0.0981
_diffrn_reflns_theta_min         2.41
_diffrn_reflns_theta_max         27.88
_diffrn_reflns_theta_full        27.88
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measured_fraction_theta_full 0.969
_diffrn_reflns_limit_h_min       -55
_diffrn_reflns_limit_h_max       55
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       6

_refine_special_details          
;
;

_reflns_number_total             4775
_reflns_number_gt                2989
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1102
_refine_ls_R_factor_gt           0.0727
_refine_ls_wR_factor_gt          0.1992
_refine_ls_wR_factor_ref         0.2207
_refine_ls_goodness_of_fit_ref   1.143
_refine_ls_restrained_S_all      1.123
_refine_ls_number_reflns         4775
_refine_ls_number_parameters     227
_refine_ls_number_restraints     171
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         3.242
_refine_diff_density_min         -3.270
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
O O 0.0106 0.0060 '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'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker Instrument Service v4.2.7'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Au Au1 0.50301(2) 0.50916(6) 0.75998(5) 0.0440(2) Uani d U . . 1 . .
Cl Cl1 0.55642(8) 0.5067(4) 0.8063(5) 0.0524(7) Uani d . . . 1 . .
O O1 0.2075(2) 0.5262(10) 0.2228(12) 0.061(2) Uani d U . . 1 . .
N N1 0.4313(3) 0.5132(12) 0.6833(14) 0.050(3) Uani d U . . 1 . .
C C8 0.3018(3) 0.4942(12) 0.4386(14) 0.038(2) Uani d U . . 1 . .
C C2 0.3988(3) 0.5053(12) 0.6319(13) 0.034(2) Uani d U . . 1 . .
C C1 0.4574(3) 0.5174(14) 0.7180(16) 0.044(3) Uani d U . . 1 . .
C C7 0.3871(2) 0.3565(13) 0.5205(12) 0.038(2) Uani d U . . 1 . .
H H7 0.4005 0.2603 0.4827 0.046 Uiso calc U . R 1 . .
C C5 0.3349(3) 0.4927(13) 0.5119(14) 0.040(2) Uani d U . . 1 . .
C C11 0.2380(3) 0.5040(14) 0.2883(17) 0.050(3) Uani d U . . 1 . .
C C12 0.2618(3) 0.4156(16) 0.1862(14) 0.049(3) Uani d U . . 1 . .
H H12 0.2571 0.3597 0.067 0.059 Uiso calc U . R 1 . .
C C3 0.3782(3) 0.6477(14) 0.6884(13) 0.042(3) Uani d U . . 1 . .
H H3 0.3856 0.7449 0.7681 0.05 Uiso calc U . R 1 . .
C C6 0.3557(3) 0.3514(14) 0.4661(12) 0.041(3) Uani d U . . 1 . .
H H6 0.3481 0.2483 0.3955 0.05 Uiso calc U . R 1 . .
C C4 0.3474(3) 0.6448(15) 0.6272(13) 0.045(3) Uani d U . . 1 . .
H H4 0.3342 0.7436 0.6609 0.055 Uiso calc U . R 1 . .
C C13 0.2926(3) 0.4112(15) 0.2634(13) 0.044(3) Uani d U . . 1 . .
H H13 0.308 0.3492 0.1937 0.053 Uiso calc U . R 1 . .
C C14 0.1992(3) 0.4633(15) 0.0321(17) 0.057(3) Uani d U . D 1 . .
H H14A 0.1994 0.3264 0.0279 0.068 Uiso calc U . R 1 . .
H H14B 0.2145 0.5099 -0.0581 0.068 Uiso calc U . R 1 . .
C C15 0.1667(4) 0.5344(15) -0.0257(19) 0.062(4) Uani d U . D 1 . .
H H15A 0.1672 0.6712 -0.0312 0.075 Uiso calc U . R 1 . .
H H15B 0.1521 0.499 0.0737 0.075 Uiso calc U . R 1 . .
C C9 0.2765(3) 0.5840(15) 0.5438(14) 0.046(3) Uani d U . . 1 . .
H H9 0.2811 0.6433 0.6613 0.055 Uiso calc U . R 1 . .
C C10 0.2456(3) 0.5817(15) 0.4696(14) 0.048(3) Uani d U . . 1 . .
H H10 0.2296 0.6331 0.5424 0.058 Uiso calc U . R 1 . .
C C16 0.1543(4) 0.4601(17) -0.2181(18) 0.064(4) Uani d U . D 1 . .
H H16A 0.1534 0.3233 -0.2123 0.077 Uiso calc U . R 1 . .
H H16B 0.1689 0.4943 -0.3175 0.077 Uiso calc U . R 1 . .
C C17 0.1214(4) 0.5352(17) -0.276(2) 0.072(4) Uani d U . D 1 . .
H H17A 0.1069 0.5033 -0.175 0.086 Uiso calc U . R 1 . .
H H17B 0.1224 0.6718 -0.284 0.086 Uiso calc U . R 1 . .
C C19 0.0758(4) 0.5273(19) -0.527(2) 0.084(5) Uani d U . D 1 . .
H H19A 0.0616 0.499 -0.4225 0.101 Uiso calc U . R 1 . .
H H19B 0.0766 0.6636 -0.5389 0.101 Uiso calc U . R 1 . .
C C18 0.1083(4) 0.4598(18) -0.4653(19) 0.080(5) Uani d U . D 1 . .
H H18A 0.1079 0.3231 -0.4574 0.096 Uiso calc U . R 1 . .
H H18B 0.1228 0.4934 -0.5658 0.096 Uiso calc U . R 1 . .
C C20 0.0613(6) 0.451(3) -0.708(3) 0.125(8) Uani d U . D 1 . .
H H20A 0.0752 0.4814 -0.8126 0.15 Uiso calc U . R 1 . .
H H20B 0.0609 0.3144 -0.6969 0.15 Uiso calc U . R 1 . .
C C21 0.0296(6) 0.513(3) -0.765(4) 0.170(12) Uani d U . D 1 . .
H H21A 0.0181 0.5437 -0.652 0.256 Uiso calc U . R 1 . .
H H21B 0.0189 0.414 -0.8356 0.256 Uiso calc U . R 1 . .
H H21C 0.031 0.623 -0.8461 0.256 Uiso calc U . R 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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Au1 C1 . 1.945(13) ?
Au1 Cl1 . 2.273(4) ?
Au1 Au1 3_667 3.3382(17) ?
O1 C11 . 1.366(15) ?
O1 C14 . 1.426(13) ?
N1 C1 . 1.123(16) ?
N1 C2 . 1.410(15) ?
C8 C13 . 1.390(13) ?
C8 C9 . 1.457(14) ?
C8 C5 . 1.479(16) ?
C2 C7 . 1.388(13) ?
C2 C3 . 1.396(13) ?
C7 C6 . 1.371(13) ?
C7 H7 . 0.93 ?
C5 C6 . 1.374(14) ?
C5 C4 . 1.432(13) ?
C11 C12 . 1.395(16) ?
C11 C10 . 1.398(14) ?
C12 C13 . 1.394(14) ?
C12 H12 . 0.93 ?
C3 C4 . 1.358(13) ?
C3 H3 . 0.93 ?
C6 H6 . 0.93 ?
C4 H4 . 0.93 ?
C13 H13 . 0.93 ?
C14 C15 . 1.507(17) ?
C14 H14A . 0.97 ?
C14 H14B . 0.97 ?
C15 C16 . 1.510(16) ?
C15 H15A . 0.97 ?
C15 H15B . 0.97 ?
C9 C10 . 1.390(14) ?
C9 H9 . 0.93 ?
C10 H10 . 0.93 ?
C16 C17 . 1.530(19) ?
C16 H16A . 0.97 ?
C16 H16B . 0.97 ?
C17 C18 . 1.503(18) ?
C17 H17A . 0.97 ?
C17 H17B . 0.97 ?
C19 C20 . 1.48(2) ?
C19 C18 . 1.51(2) ?
C19 H19A . 0.97 ?
C19 H19B . 0.97 ?
C18 H18A . 0.97 ?
C18 H18B . 0.97 ?
C20 C21 . 1.46(3) ?
C20 H20A . 0.97 ?
C20 H20B . 0.97 ?
C21 H21A . 0.96 ?
C21 H21B . 0.96 ?
C21 H21C . 0.96 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 Au1 Cl1 . . 178.6(3) ?
C1 Au1 Au1 . 3_667 92.5(3) ?
Cl1 Au1 Au1 . 3_667 88.01(9) ?
C11 O1 C14 . . 118.3(10) ?
C1 N1 C2 . . 177.6(11) ?
C13 C8 C9 . . 115.5(11) ?
C13 C8 C5 . . 122.1(9) ?
C9 C8 C5 . . 122.4(9) ?
C7 C2 C3 . . 119.1(10) ?
C7 C2 N1 . . 120.0(9) ?
C3 C2 N1 . . 120.8(9) ?
N1 C1 Au1 . . 175.0(10) ?
C6 C7 C2 . . 120.0(9) ?
C6 C7 H7 . . 120.0 ?
C2 C7 H7 . . 120.0 ?
C6 C5 C4 . . 116.6(11) ?
C6 C5 C8 . . 122.2(9) ?
C4 C5 C8 . . 121.1(9) ?
O1 C11 C12 . . 125.1(11) ?
O1 C11 C10 . . 116.2(11) ?
C12 C11 C10 . . 118.7(12) ?
C13 C12 C11 . . 119.8(10) ?
C13 C12 H12 . . 120.1 ?
C11 C12 H12 . . 120.1 ?
C4 C3 C2 . . 120.2(9) ?
C4 C3 H3 . . 119.9 ?
C2 C3 H3 . . 119.9 ?
C7 C6 C5 . . 122.6(10) ?
C7 C6 H6 . . 118.7 ?
C5 C6 H6 . . 118.7 ?
C3 C4 C5 . . 121.3(10) ?
C3 C4 H4 . . 119.3 ?
C5 C4 H4 . . 119.3 ?
C8 C13 C12 . . 123.8(10) ?
C8 C13 H13 . . 118.1 ?
C12 C13 H13 . . 118.1 ?
O1 C14 C15 . . 109.7(10) ?
O1 C14 H14A . . 109.7 ?
C15 C14 H14A . . 109.7 ?
O1 C14 H14B . . 109.7 ?
C15 C14 H14B . . 109.7 ?
H14A C14 H14B . . 108.2 ?
C14 C15 C16 . . 114.0(11) ?
C14 C15 H15A . . 108.7 ?
C16 C15 H15A . . 108.7 ?
C14 C15 H15B . . 108.7 ?
C16 C15 H15B . . 108.7 ?
H15A C15 H15B . . 107.6 ?
C10 C9 C8 . . 120.5(10) ?
C10 C9 H9 . . 119.8 ?
C8 C9 H9 . . 119.8 ?
C9 C10 C11 . . 121.6(10) ?
C9 C10 H10 . . 119.2 ?
C11 C10 H10 . . 119.2 ?
C15 C16 C17 . . 113.5(11) ?
C15 C16 H16A . . 108.9 ?
C17 C16 H16A . . 108.9 ?
C15 C16 H16B . . 108.9 ?
C17 C16 H16B . . 108.9 ?
H16A C16 H16B . . 107.7 ?
C18 C17 C16 . . 114.3(12) ?
C18 C17 H17A . . 108.7 ?
C16 C17 H17A . . 108.7 ?
C18 C17 H17B . . 108.7 ?
C16 C17 H17B . . 108.7 ?
H17A C17 H17B . . 107.6 ?
C20 C19 C18 . . 118.3(15) ?
C20 C19 H19A . . 107.7 ?
C18 C19 H19A . . 107.7 ?
C20 C19 H19B . . 107.7 ?
C18 C19 H19B . . 107.7 ?
H19A C19 H19B . . 107.1 ?
C17 C18 C19 . . 116.2(13) ?
C17 C18 H18A . . 108.2 ?
C19 C18 H18A . . 108.2 ?
C17 C18 H18B . . 108.2 ?
C19 C18 H18B . . 108.2 ?
H18A C18 H18B . . 107.4 ?
C21 C20 C19 . . 118.(2) ?
C21 C20 H20A . . 107.7 ?
C19 C20 H20A . . 107.7 ?
C21 C20 H20B . . 107.7 ?
C19 C20 H20B . . 107.7 ?
H20A C20 H20B . . 107.1 ?
C20 C21 H21A . . 109.5 ?
C20 C21 H21B . . 109.5 ?
H21A C21 H21B . . 109.5 ?
C20 C21 H21C . . 109.5 ?
H21A C21 H21C . . 109.5 ?
H21B C21 H21C . . 109.5 ?


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_solvent_exptl_crystal_recrystallization_method hexane/dichloromethane
_exptl_crystal_preparation       Luminescent
