# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_KBY-108-01
_database_code_depnum_ccdc_archive 'CCDC 1537738'
_audit_update_record             
;
2017-03-14 deposited with the CCDC.
2017-05-09 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C11 H8 Au N S'
_chemical_formula_moiety         'C11 H8 Au N S'
_chemical_formula_weight         383.22
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_space_group_IT_number           2
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   5.7510(11)
_cell_length_b                   8.2449(13)
_cell_length_c                   11.8285(19)
_cell_angle_alpha                103.379(4)
_cell_angle_beta                 99.477(5)
_cell_angle_gamma                95.776(5)
_cell_volume                     532.54(15)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3240
_cell_measurement_theta_min      3.61
_cell_measurement_theta_max      27.48
_cell_measurement_temperature    123
#------------------------------------------------------------------------------
_exptl_crystal_description       platelet
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.114
_exptl_crystal_size_mid          0.068
_exptl_crystal_size_min          0.015
_exptl_crystal_density_diffrn    2.390
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             352.00
_exptl_absorpt_coefficient_mu    14.013
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.231
_exptl_absorpt_correction_T_max  0.810

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      123
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            5261
_diffrn_reflns_av_R_equivalents  0.0943
_diffrn_reflns_theta_max         27.475
_diffrn_reflns_theta_min         3.491
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             2423
_reflns_number_gt                1453
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.1394
_refine_ls_R_factor_gt           0.0776
_refine_ls_wR_factor_ref         0.2775
_refine_ls_wR_factor_gt          0.1926
_refine_ls_number_restraints     262
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         2423
_refine_ls_number_parameters     164
_refine_ls_goodness_of_fit_ref   1.136
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.1476P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         2.53
_refine_diff_density_min         -5.17
_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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
Au Au -2.0133 8.8022
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 0.47104(14) 0.23528(11) 0.61538(8) 0.0450(4) Uani 1 1 d . . . . .
N3 N 0.070(3) 0.300(2) 0.4244(19) 0.040(4) Uani 1 1 d . . . . .
C4 C -0.109(4) 0.314(3) 0.337(2) 0.040(4) Uani 1 1 d . U . . .
C5 C -0.062(4) 0.433(3) 0.269(2) 0.042(5) Uani 1 1 d . U . . .
H5 H 0.0909 0.4977 0.2818 0.051 Uiso 1 1 calc R U . . .
C6 C -0.240(4) 0.451(3) 0.185(2) 0.043(5) Uani 1 1 d . U . . .
H6 H -0.2146 0.5331 0.1423 0.052 Uiso 1 1 calc R U . . .
C8 C -0.465(4) 0.350(3) 0.161(2) 0.047(5) Uani 1 1 d . U . . .
H8 H -0.5852 0.3569 0.0970 0.056 Uiso 1 1 calc R U . . .
C9 C -0.507(4) 0.245(3) 0.229(2) 0.040(4) Uani 1 1 d . U . . .
H9 H -0.6629 0.1852 0.2170 0.048 Uiso 1 1 calc R U . . .
C10 C -0.329(4) 0.218(3) 0.318(2) 0.044(5) Uani 1 1 d . U . . .
H10 H -0.3597 0.1384 0.3616 0.053 Uiso 1 1 calc R U . . .
C11 C 0.217(4) 0.275(3) 0.488(3) 0.045(6) Uani 1 1 d . . . . .
C7 C 0.717(3) 0.192(3) 0.7416(15) 0.039(3) Uani 1 1 d D U . . .
S2 S 0.694(2) 0.248(2) 0.8849(10) 0.040(2) Uani 0.538(19) 1 d D U P A 1
C16 C 0.954(6) 0.177(8) 0.931(4) 0.041(3) Uani 0.538(19) 1 d D U P A 1
H16 H 1.0189 0.1866 1.0120 0.049 Uiso 0.538(19) 1 calc R U P A 1
C12 C 1.060(10) 0.105(9) 0.841(3) 0.042(3) Uani 0.538(19) 1 d D U P A 1
H12 H 1.2008 0.0542 0.8473 0.050 Uiso 0.538(19) 1 calc R U P A 1
C13 C 0.924(8) 0.121(9) 0.740(5) 0.041(3) Uani 0.538(19) 1 d D U P A 1
H13 H 0.9721 0.0830 0.6660 0.049 Uiso 0.538(19) 1 calc R U P A 1
S2B S 0.957(3) 0.099(3) 0.7175(15) 0.044(3) Uani 0.462(19) 1 d D U P A 2
C16B C 1.049(11) 0.112(10) 0.866(2) 0.042(3) Uani 0.462(19) 1 d D U P A 2
H16B H 1.1895 0.0713 0.8954 0.050 Uiso 0.462(19) 1 calc R U P A 2
C12B C 0.906(8) 0.185(9) 0.937(5) 0.040(3) Uani 0.462(19) 1 d D U P A 2
H12B H 0.9192 0.1969 1.0196 0.048 Uiso 0.462(19) 1 calc R U P A 2
C13B C 0.740(11) 0.236(9) 0.863(2) 0.038(3) Uani 0.462(19) 1 d D U P A 2
H13B H 0.6336 0.3052 0.8960 0.046 Uiso 0.462(19) 1 calc R U P A 2


#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'Superflip (Palatinus, et al., 2007)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.3 (Rigaku, 2016)'
_computing_molecular_graphics    'CrystalStructure 4.2.3'

#==============================================================================
# MOLECULAR GEOMETRY

_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 C7 2.002(18) . ?
Au1 C11 2.02(3) . ?
N3 C11 1.11(3) . ?
N3 C4 1.36(3) . ?
C4 C10 1.38(3) . ?
C4 C5 1.45(3) . ?
C5 C6 1.34(3) . ?
C5 H5 0.9500 . ?
C6 C8 1.41(3) . ?
C6 H6 0.9500 . ?
C8 C9 1.35(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.41(3) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C7 C13B 1.37(2) . ?
C7 C13 1.38(2) . ?
C7 S2B 1.679(16) . ?
C7 S2 1.681(16) . ?
S2 C16 1.713(19) . ?
C16 C12 1.36(2) . ?
C16 H16 0.9500 . ?
C12 C13 1.36(2) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
S2B C16B 1.72(2) . ?
C16B C12B 1.36(2) . ?
C16B H16B 0.9500 . ?
C12B C13B 1.36(2) . ?
C12B H12B 0.9500 . ?
C13B H13B 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
C7 Au1 C11 178.8(8) . . ?
C11 N3 C4 174(3) . . ?
N3 C4 C10 120(2) . . ?
N3 C4 C5 118.5(19) . . ?
C10 C4 C5 121(2) . . ?
C6 C5 C4 118(2) . . ?
C6 C5 H5 120.8 . . ?
C4 C5 H5 120.8 . . ?
C5 C6 C8 121(2) . . ?
C5 C6 H6 119.3 . . ?
C8 C6 H6 119.3 . . ?
C9 C8 C6 119(2) . . ?
C9 C8 H8 120.5 . . ?
C6 C8 H8 120.5 . . ?
C8 C9 C10 123(2) . . ?
C8 C9 H9 118.5 . . ?
C10 C9 H9 118.5 . . ?
C4 C10 C9 117(2) . . ?
C4 C10 H10 121.6 . . ?
C9 C10 H10 121.6 . . ?
N3 C11 Au1 175(2) . . ?
C13B C7 S2B 105(3) . . ?
C13 C7 S2 106(2) . . ?
C13B C7 Au1 130(2) . . ?
C13 C7 Au1 133(2) . . ?
S2B C7 Au1 125.0(10) . . ?
S2 C7 Au1 121.0(9) . . ?
C7 S2 C16 93.0(19) . . ?
C12 C16 S2 114(4) . . ?
C12 C16 H16 123.2 . . ?
S2 C16 H16 123.2 . . ?
C16 C12 C13 106(5) . . ?
C16 C12 H12 126.8 . . ?
C13 C12 H12 126.8 . . ?
C12 C13 C7 121(5) . . ?
C12 C13 H13 119.4 . . ?
C7 C13 H13 119.4 . . ?
C7 S2B C16B 92(2) . . ?
C12B C16B S2B 115(5) . . ?
C12B C16B H16B 122.6 . . ?
S2B C16B H16B 122.6 . . ?
C16B C12B C13B 104(6) . . ?
C16B C12B H12B 128.0 . . ?
C13B C12B H12B 128.0 . . ?
C12B C13B C7 123(5) . . ?
C12B C13B H13B 118.3 . . ?
C7 C13B H13B 118.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N3 C4 C5 C6 -178(2) . . . . ?
C10 C4 C5 C6 1(4) . . . . ?
C4 C5 C6 C8 -3(4) . . . . ?
C5 C6 C8 C9 6(4) . . . . ?
C6 C8 C9 C10 -6(4) . . . . ?
N3 C4 C10 C9 178(2) . . . . ?
C5 C4 C10 C9 -1(4) . . . . ?
C8 C9 C10 C4 4(4) . . . . ?
C13 C7 S2 C16 1(5) . . . . ?
Au1 C7 S2 C16 -179(2) . . . . ?
C7 S2 C16 C12 -2(5) . . . . ?
S2 C16 C12 C13 3(7) . . . . ?
C16 C12 C13 C7 -3(10) . . . . ?
S2 C7 C13 C12 1(8) . . . . ?
Au1 C7 C13 C12 -179(5) . . . . ?
C13B C7 S2B C16B 4(5) . . . . ?
Au1 C7 S2B C16B -179(3) . . . . ?
C7 S2B C16B C12B 0(6) . . . . ?
S2B C16B C12B C13B -5(8) . . . . ?
C16B C12B C13B C7 9(10) . . . . ?
S2B C7 C13B C12B -9(9) . . . . ?
Au1 C7 C13B C12B 174(5) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.



#==============================================================================
#     End of CIF
#==============================================================================
_chemical_name_systematic        1RBlue
_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_KBY-108-02
_database_code_depnum_ccdc_archive 'CCDC 1537737'
_audit_update_record             
;
2017-03-14 deposited with the CCDC.
2017-05-09 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C11 H8 Au N S'
_chemical_formula_moiety         'C11 H8 Au N S'
_chemical_formula_weight         383.22
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_space_group_IT_number           2
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   5.850(3)
_cell_length_b                   8.472(4)
_cell_length_c                   11.703(6)
_cell_angle_alpha                102.488(10)
_cell_angle_beta                 99.645(9)
_cell_angle_gamma                96.731(9)
_cell_volume                     551.1(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1968
_cell_measurement_theta_min      3.42
_cell_measurement_theta_max      27.47
_cell_measurement_temperature    298
#------------------------------------------------------------------------------
_exptl_crystal_description       platelet
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.114
_exptl_crystal_size_mid          0.068
_exptl_crystal_size_min          0.015
_exptl_crystal_density_diffrn    2.309
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             352.00
_exptl_absorpt_coefficient_mu    13.540
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.076
_exptl_absorpt_correction_T_max  0.816

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      298
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            5278
_diffrn_reflns_av_R_equivalents  0.1115
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         3.424
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             2496
_reflns_number_gt                1144
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.1752
_refine_ls_R_factor_gt           0.0725
_refine_ls_wR_factor_ref         0.1666
_refine_ls_wR_factor_gt          0.1296
_refine_ls_number_restraints     188
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         2496
_refine_ls_number_parameters     164
_refine_ls_goodness_of_fit_ref   0.978
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0617P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.77
_refine_diff_density_min         -1.15
_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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
Au Au -2.0133 8.8022
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 0.96760(12) 0.73212(10) 0.61127(7) 0.0754(4) Uani 1 1 d . . . . .
N8 N 0.578(3) 0.8001(17) 0.4239(14) 0.073(4) Uani 1 1 d . . . . .
C7 C 0.728(4) 0.778(2) 0.4933(18) 0.080(6) Uani 1 1 d . . . . .
C9 C 0.386(3) 0.8187(19) 0.3346(15) 0.061(4) Uani 1 1 d . . . . .
C10 C 0.176(3) 0.7178(19) 0.3092(18) 0.077(5) Uani 1 1 d . . . . .
H10 H 0.1526 0.6323 0.3463 0.092 Uiso 1 1 calc R U . . .
C11 C 0.003(3) 0.746(3) 0.228(2) 0.088(6) Uani 1 1 d . . . . .
H11 H -0.1460 0.6855 0.2155 0.106 Uiso 1 1 calc R U . . .
C12 C 0.035(3) 0.861(2) 0.1629(16) 0.077(5) Uani 1 1 d . . . . .
H12 H -0.0836 0.8728 0.1033 0.092 Uiso 1 1 calc R U . . .
C13 C 0.252(3) 0.957(2) 0.1899(19) 0.082(5) Uani 1 1 d . . . . .
H13 H 0.2769 1.0408 0.1509 0.099 Uiso 1 1 calc R U . . .
C14 C 0.435(3) 0.935(2) 0.2727(17) 0.074(5) Uani 1 1 d . . . . .
H14 H 0.5843 0.9951 0.2861 0.089 Uiso 1 1 calc R U . . .
C2 C 1.209(3) 0.686(2) 0.7323(14) 0.071(4) Uani 1 1 d D U . . .
S3 S 1.191(3) 0.741(3) 0.8775(13) 0.086(4) Uani 0.573(16) 1 d D U P A 1
C4 C 1.445(7) 0.670(8) 0.922(4) 0.084(7) Uani 0.573(16) 1 d D U P A 1
H4 H 1.5080 0.6772 1.0017 0.101 Uiso 0.573(16) 1 calc R U P A 1
C5 C 1.545(9) 0.603(7) 0.831(3) 0.082(6) Uani 0.573(16) 1 d D U P A 1
H5 H 1.6868 0.5636 0.8384 0.098 Uiso 0.573(16) 1 calc R U P A 1
C6 C 1.396(8) 0.603(8) 0.724(5) 0.077(8) Uani 0.573(16) 1 d D U P A 1
H6 H 1.4227 0.5499 0.6499 0.093 Uiso 0.573(16) 1 calc R U P A 1
S3B S 1.450(3) 0.604(3) 0.7158(17) 0.075(4) Uani 0.427(16) 1 d D U P A 2
C4B C 1.539(11) 0.618(9) 0.866(2) 0.076(7) Uani 0.427(16) 1 d D U P A 2
H4B H 1.6744 0.5784 0.8929 0.091 Uiso 0.427(16) 1 calc R U P A 2
C5B C 1.411(10) 0.685(10) 0.944(5) 0.080(7) Uani 0.427(16) 1 d D U P A 2
H5B H 1.4320 0.6977 1.0257 0.097 Uiso 0.427(16) 1 calc R U P A 2
C6B C 1.239(14) 0.732(14) 0.865(7) 0.076(8) Uani 0.427(16) 1 d D U P A 2
H6B H 1.1356 0.7955 0.8982 0.091 Uiso 0.427(16) 1 calc R U P A 2


#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'Superflip (Palatinus, et al., 2007)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.3 (Rigaku, 2016)'
_computing_molecular_graphics    'CrystalStructure 4.2.3'

#==============================================================================
# MOLECULAR GEOMETRY

_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 C7 1.932(19) . ?
Au1 C2 1.964(16) . ?
N8 C7 1.15(2) . ?
N8 C9 1.45(2) . ?
C9 C10 1.36(2) . ?
C9 C14 1.37(2) . ?
C10 C11 1.35(2) . ?
C10 H10 0.9300 . ?
C11 C12 1.37(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.37(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.38(2) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C2 C6 1.37(2) . ?
C2 C6B 1.50(8) . ?
C2 S3B 1.66(2) . ?
C2 S3 1.686(16) . ?
S3 C4 1.707(18) . ?
C4 C5 1.349(19) . ?
C4 H4 0.9300 . ?
C5 C6 1.41(2) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
S3B C4B 1.717(19) . ?
C4B C5B 1.35(2) . ?
C4B H4B 0.9300 . ?
C5B C6B 1.40(2) . ?
C5B H5B 0.9300 . ?
C6B H6B 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 Au1 C2 179.5(8) . . ?
C7 N8 C9 177.2(17) . . ?
N8 C7 Au1 176.6(16) . . ?
C10 C9 C14 122.9(16) . . ?
C10 C9 N8 120.9(14) . . ?
C14 C9 N8 116.0(14) . . ?
C11 C10 C9 117.4(16) . . ?
C11 C10 H10 121.3 . . ?
C9 C10 H10 121.3 . . ?
C10 C11 C12 123.2(18) . . ?
C10 C11 H11 118.4 . . ?
C12 C11 H11 118.4 . . ?
C11 C12 C13 116.9(17) . . ?
C11 C12 H12 121.6 . . ?
C13 C12 H12 121.6 . . ?
C12 C13 C14 122.2(16) . . ?
C12 C13 H13 118.9 . . ?
C14 C13 H13 118.9 . . ?
C9 C14 C13 116.8(15) . . ?
C9 C14 H14 121.6 . . ?
C13 C14 H14 121.6 . . ?
C6B C2 S3B 101(3) . . ?
C6 C2 S3 108(2) . . ?
C6 C2 Au1 132(2) . . ?
C6B C2 Au1 129(3) . . ?
S3B C2 Au1 129.5(11) . . ?
S3 C2 Au1 119.2(10) . . ?
C2 S3 C4 92.3(18) . . ?
C5 C4 S3 114(4) . . ?
C5 C4 H4 123.1 . . ?
S3 C4 H4 123.1 . . ?
C4 C5 C6 108(5) . . ?
C4 C5 H5 126.0 . . ?
C6 C5 H5 126.0 . . ?
C2 C6 C5 117(4) . . ?
C2 C6 H6 121.6 . . ?
C5 C6 H6 121.6 . . ?
C2 S3B C4B 94(2) . . ?
C5B C4B S3B 120(5) . . ?
C5B C4B H4B 120.1 . . ?
S3B C4B H4B 120.1 . . ?
C4B C5B C6B 100(7) . . ?
C4B C5B H5B 130.1 . . ?
C6B C5B H5B 130.1 . . ?
C5B C6B C2 124(7) . . ?
C5B C6B H6B 117.9 . . ?
C2 C6B H6B 117.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C14 C9 C10 C11 -7(3) . . . . ?
N8 C9 C10 C11 177.7(17) . . . . ?
C9 C10 C11 C12 6(3) . . . . ?
C10 C11 C12 C13 -5(3) . . . . ?
C11 C12 C13 C14 4(3) . . . . ?
C10 C9 C14 C13 7(3) . . . . ?
N8 C9 C14 C13 -178.1(16) . . . . ?
C12 C13 C14 C9 -5(3) . . . . ?
C6 C2 S3 C4 5(5) . . . . ?
Au1 C2 S3 C4 -179(3) . . . . ?
C2 S3 C4 C5 -1(5) . . . . ?
S3 C4 C5 C6 -4(6) . . . . ?
S3 C2 C6 C5 -9(7) . . . . ?
Au1 C2 C6 C5 176(4) . . . . ?
C4 C5 C6 C2 8(8) . . . . ?
C6B C2 S3B C4B 5(6) . . . . ?
Au1 C2 S3B C4B 179(3) . . . . ?
C2 S3B C4B C5B -2(6) . . . . ?
S3B C4B C5B C6B -3(9) . . . . ?
C4B C5B C6B C2 8(12) . . . . ?
S3B C2 C6B C5B -9(12) . . . . ?
Au1 C2 C6B C5B 177(7) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.



#==============================================================================
#     End of CIF
#==============================================================================
_chemical_name_systematic        1R
_exptl_crystal_preparation       ', Luminescent'
