# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_run15
_database_code_depnum_ccdc_archive 'CCDC 1022615'
_audit_update_record             
;
2014-09-02 deposited with the CCDC.
2015-02-09 downloaded from the CCDC.
;

_audit_creation_method           
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.35.8 (release 07-03-2011 CrysAlis171 .NET)
(compiled Mar  7 2011,18:06:32)
;
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H10 Au Cl2 N'
_chemical_formula_sum            'C12 H10 Au Cl2 N'
_chemical_formula_weight         436.08

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'
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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/n
_symmetry_space_group_name_HALL  '-P 2yn'
_Symmetry_Int_Tables_number      14

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.0841(5)
_cell_length_b                   8.5351(4)
_cell_length_c                   17.4924(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.388(6)
_cell_angle_gamma                90.00
_cell_volume                     1206.60(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5635
_cell_measurement_theta_min      2.3814
_cell_measurement_theta_max      26.9977

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.401
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             808
_exptl_absorpt_coefficient_mu    12.604
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2714
_exptl_absorpt_correction_T_max  0.3131
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.8 (release 07-03-2011 CrysAlis171 .NET)
(compiled Mar  7 2011,18:06:32)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 16.1829
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            23878
_diffrn_reflns_av_R_equivalents  0.1264
_diffrn_reflns_av_sigmaI/netI    0.0606
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.66
_diffrn_reflns_theta_max         26.99
_reflns_number_total             2610
_reflns_number_gt                2179
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.8 (release 07-03-2011 CrysAlis171 .NET)
(compiled Mar  7 2011,18:06:32)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.8 (release 07-03-2011 CrysAlis171 .NET)
(compiled Mar  7 2011,18:06:32)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.8 (release 07-03-2011 CrysAlis171 .NET)
(compiled Mar  7 2011,18:06:32)
;
_computing_structure_solution    'BRUKER SHELXTL'
_computing_structure_refinement  'BRUKER SHELXTL'
_computing_molecular_graphics    'BRUKER SHELXTL'
_computing_publication_material  'BRUKER SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0809P)²+28.6501P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2610
_refine_ls_number_parameters     145
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0905
_refine_ls_R_factor_gt           0.0781
_refine_ls_wR_factor_ref         0.1939
_refine_ls_wR_factor_gt          0.1866
_refine_ls_goodness_of_fit_ref   1.150
_refine_ls_restrained_S_all      1.150
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Au1 Au -0.04939(7) 0.10690(7) 0.22085(4) 0.0389(3) Uani 1 1 d . . .
Cl1 Cl -0.2075(6) 0.0227(7) 0.1169(3) 0.0644(14) Uani 1 1 d . . .
Cl2 Cl -0.2304(6) -0.0098(7) 0.3068(4) 0.0712(16) Uani 1 1 d . . .
N1 N 0.1011(18) 0.1880(14) 0.3092(8) 0.038(3) Uani 1 1 d . . .
C1 C 0.037(3) 0.259(2) 0.3691(10) 0.048(4) Uani 1 1 d . . .
H1 H -0.0774 0.2674 0.3724 0.058 Uiso 1 1 calc R . .
C2 C 0.134(3) 0.320(3) 0.4255(11) 0.059(5) Uani 1 1 d . . .
H2 H 0.0872 0.3661 0.4679 0.071 Uiso 1 1 calc R . .
C3 C 0.303(3) 0.314(2) 0.4201(12) 0.061(5) Uani 1 1 d . . .
H3 H 0.3707 0.3630 0.4565 0.073 Uiso 1 1 calc R . .
C4 C 0.373(2) 0.232(2) 0.3593(12) 0.053(5) Uani 1 1 d . . .
H4 H 0.4871 0.2206 0.3574 0.064 Uiso 1 1 calc R . .
C5 C 0.269(2) 0.1659(19) 0.3000(10) 0.041(4) Uani 1 1 d . . .
C6 C 0.335(2) 0.093(2) 0.2329(12) 0.049(4) Uani 1 1 d . . .
H6A H 0.2966 -0.0140 0.2287 0.058 Uiso 1 1 calc R . .
H6B H 0.4551 0.0921 0.2366 0.058 Uiso 1 1 calc R . .
C7 C 0.278(2) 0.1872(19) 0.1624(10) 0.042(4) Uani 1 1 d . . .
C8 C 0.389(2) 0.253(2) 0.1132(12) 0.055(5) Uani 1 1 d . . .
H8 H 0.5016 0.2372 0.1216 0.066 Uiso 1 1 calc R . .
C9 C 0.334(3) 0.342(2) 0.0508(11) 0.055(5) Uani 1 1 d . . .
H9 H 0.4100 0.3856 0.0180 0.066 Uiso 1 1 calc R . .
C10 C 0.168(3) 0.365(2) 0.0380(12) 0.054(5) Uani 1 1 d . . .
H10 H 0.1306 0.4256 -0.0030 0.065 Uiso 1 1 calc R . .
C11 C 0.057(2) 0.2959(18) 0.0874(9) 0.040(4) Uani 1 1 d . . .
H11 H -0.0559 0.3092 0.0787 0.048 Uiso 1 1 calc R . .
C12 C 0.1113(19) 0.2096(16) 0.1479(9) 0.033(3) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Au1 0.0302(4) 0.0305(3) 0.0559(5) 0.0080(3) -0.0034(3) -0.0011(2)
Cl1 0.049(3) 0.059(3) 0.084(4) 0.004(3) -0.021(2) -0.016(2)
Cl2 0.044(3) 0.070(3) 0.100(4) 0.039(3) 0.002(3) -0.008(2)
N1 0.051(8) 0.016(5) 0.047(8) 0.006(5) 0.001(6) 0.001(5)
C1 0.068(13) 0.032(8) 0.044(10) 0.009(7) 0.010(9) 0.008(8)
C2 0.088(17) 0.049(11) 0.041(10) 0.006(8) 0.009(10) -0.003(11)
C3 0.084(16) 0.041(10) 0.057(12) -0.003(9) -0.013(11) 0.005(10)
C4 0.045(11) 0.046(10) 0.068(12) 0.004(9) -0.020(9) 0.007(8)
C5 0.039(9) 0.029(7) 0.056(10) 0.018(7) -0.011(7) -0.011(7)
C6 0.033(9) 0.042(10) 0.071(13) -0.009(8) -0.004(8) 0.010(7)
C7 0.038(9) 0.030(8) 0.057(10) -0.009(7) -0.001(7) 0.000(7)
C8 0.032(9) 0.059(12) 0.075(13) -0.011(10) 0.005(9) -0.007(8)
C9 0.071(14) 0.044(10) 0.051(11) 0.001(8) 0.017(10) -0.013(9)
C10 0.077(15) 0.034(9) 0.053(11) 0.004(7) 0.015(10) 0.000(9)
C11 0.048(10) 0.029(8) 0.044(9) 0.006(6) 0.008(7) 0.002(7)
C12 0.038(8) 0.018(6) 0.042(8) -0.005(5) -0.005(6) -0.008(6)

_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 C12 2.040(15) . ?
Au1 N1 2.063(14) . ?
Au1 Cl1 2.312(5) . ?
Au1 Cl2 2.345(5) . ?
N1 C1 1.33(2) . ?
N1 C5 1.38(2) . ?
C1 C2 1.35(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.37(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.40(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.44(2) . ?
C4 H4 0.9300 . ?
C5 C6 1.44(3) . ?
C6 C7 1.53(3) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C12 1.38(2) . ?
C7 C8 1.38(3) . ?
C8 C9 1.39(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.37(3) . ?
C9 H9 0.9300 . ?
C10 C11 1.39(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.35(2) . ?
C11 H11 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
C12 Au1 N1 87.2(6) . . ?
C12 Au1 Cl1 89.4(4) . . ?
N1 Au1 Cl1 176.6(4) . . ?
C12 Au1 Cl2 178.8(4) . . ?
N1 Au1 Cl2 91.6(4) . . ?
Cl1 Au1 Cl2 91.8(2) . . ?
C1 N1 C5 123.9(16) . . ?
C1 N1 Au1 120.7(13) . . ?
C5 N1 Au1 115.4(11) . . ?
N1 C1 C2 121(2) . . ?
N1 C1 H1 119.3 . . ?
C2 C1 H1 119.3 . . ?
C1 C2 C3 120(2) . . ?
C1 C2 H2 120.0 . . ?
C3 C2 H2 120.0 . . ?
C2 C3 C4 119(2) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C3 C4 C5 120.3(19) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
N1 C5 C4 114.9(17) . . ?
N1 C5 C6 122.7(15) . . ?
C4 C5 C6 122.2(17) . . ?
C5 C6 C7 108.5(14) . . ?
C5 C6 H6A 110.0 . . ?
C7 C6 H6A 110.0 . . ?
C5 C6 H6B 110.0 . . ?
C7 C6 H6B 110.0 . . ?
H6A C6 H6B 108.4 . . ?
C12 C7 C8 118.5(17) . . ?
C12 C7 C6 119.8(15) . . ?
C8 C7 C6 121.7(16) . . ?
C7 C8 C9 120.8(18) . . ?
C7 C8 H8 119.6 . . ?
C9 C8 H8 119.6 . . ?
C10 C9 C8 120.0(18) . . ?
C10 C9 H9 120.0 . . ?
C8 C9 H9 120.0 . . ?
C9 C10 C11 118.8(19) . . ?
C9 C10 H10 120.6 . . ?
C11 C10 H10 120.6 . . ?
C12 C11 C10 120.9(18) . . ?
C12 C11 H11 119.5 . . ?
C10 C11 H11 119.5 . . ?
C11 C12 C7 121.1(16) . . ?
C11 C12 Au1 121.6(12) . . ?
C7 C12 Au1 117.3(12) . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        26.99
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         4.417
_refine_diff_density_min         -1.916
_refine_diff_density_rms         0.335
####################################################################### 
# 
# 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_run20
_database_code_depnum_ccdc_archive 'CCDC 1022616'
_audit_update_record             
;
2014-09-02 deposited with the CCDC.
2015-02-09 downloaded from the CCDC.
;

_audit_creation_method           
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.35.8 (release 07-03-2011 CrysAlis171 .NET)
(compiled Mar  7 2011,18:06:32)
;
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H11 Au Cl3 N'
_chemical_formula_sum            'C12 H11 Au Cl3 N'
_chemical_formula_weight         472.53

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1
_symmetry_space_group_name_HALL  '-P 1'
_Symmetry_Int_Tables_number      2

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.816(5)
_cell_length_b                   8.605(5)
_cell_length_c                   11.558(5)
_cell_angle_alpha                85.425(5)
_cell_angle_beta                 72.501(5)
_cell_angle_gamma                71.714(5)
_cell_volume                     703.8(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3297
_cell_measurement_theta_min      2.4899
_cell_measurement_theta_max      26.3140

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.13
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.230
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             440
_exptl_absorpt_coefficient_mu    10.996
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.1865
_exptl_absorpt_correction_T_max  0.3290
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.8 (release 07-03-2011 CrysAlis171 .NET)
(compiled Mar  7 2011,18:06:32)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 16.1829
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5281
_diffrn_reflns_av_R_equivalents  0.0137
_diffrn_reflns_av_sigmaI/netI    0.0181
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.49
_diffrn_reflns_theta_max         27.00
_reflns_number_total             2969
_reflns_number_gt                2722
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.8 (release 07-03-2011 CrysAlis171 .NET)
(compiled Mar  7 2011,18:06:32)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.8 (release 07-03-2011 CrysAlis171 .NET)
(compiled Mar  7 2011,18:06:32)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.8 (release 07-03-2011 CrysAlis171 .NET)
(compiled Mar  7 2011,18:06:32)
;
_computing_structure_solution    'BRUKER SHELXTL'
_computing_structure_refinement  'BRUKER SHELXTL'
_computing_molecular_graphics    'BRUKER SHELXTL'
_computing_publication_material  'BRUKER SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0273P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2969
_refine_ls_number_parameters     154
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0195
_refine_ls_R_factor_gt           0.0170
_refine_ls_wR_factor_ref         0.0418
_refine_ls_wR_factor_gt          0.0414
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.020
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Au1 Au 0.938990(15) 0.082458(13) 0.319819(10) 0.03664(5) Uani 1 1 d . . .
Cl2 Cl 1.06721(14) -0.17857(11) 0.24883(9) 0.0577(2) Uani 1 1 d . . .
Cl1 Cl 1.20906(13) 0.07189(12) 0.36083(10) 0.0574(2) Uani 1 1 d . . .
Cl3 Cl 0.65905(13) 0.08850(13) 0.29460(11) 0.0632(3) Uani 1 1 d . . .
N1 N 0.8263(4) 0.3222(3) 0.3761(2) 0.0376(5) Uani 1 1 d . . .
C1 C 0.7865(5) 0.3555(4) 0.4953(3) 0.0504(8) Uani 1 1 d . . .
H1 H 0.8071 0.2696 0.5487 0.061 Uiso 1 1 calc R . .
C2 C 0.7172(5) 0.5121(5) 0.5389(4) 0.0620(10) Uani 1 1 d . . .
H2 H 0.6921 0.5336 0.6209 0.074 Uiso 1 1 calc R . .
C3 C 0.6847(6) 0.6388(5) 0.4590(4) 0.0632(11) Uani 1 1 d . . .
H3 H 0.6372 0.7469 0.4866 0.076 Uiso 1 1 calc R . .
C4 C 0.7229(5) 0.6033(5) 0.3398(4) 0.0579(10) Uani 1 1 d . . .
H4 H 0.7005 0.6884 0.2861 0.069 Uiso 1 1 calc R . .
C5 C 0.7942(4) 0.4437(4) 0.2965(3) 0.0417(7) Uani 1 1 d . . .
C6 C 0.8483(5) 0.4026(4) 0.1645(3) 0.0500(8) Uani 1 1 d . . .
H6A H 0.7953 0.4993 0.1224 0.060 Uiso 1 1 calc R . .
H6B H 0.7937 0.3193 0.1547 0.060 Uiso 1 1 calc R . .
C7 C 1.0576(5) 0.3418(4) 0.1066(3) 0.0431(7) Uani 1 1 d . . .
C8 C 1.1764(5) 0.4094(4) 0.1362(3) 0.0488(8) Uani 1 1 d . . .
H8 H 1.1268 0.4916 0.1954 0.059 Uiso 1 1 calc R . .
C9 C 1.3689(6) 0.3580(6) 0.0797(4) 0.0720(12) Uani 1 1 d . . .
H9 H 1.4471 0.4045 0.1020 0.086 Uiso 1 1 calc R . .
C10 C 1.4432(8) 0.2396(7) -0.0082(5) 0.0895(17) Uani 1 1 d . . .
H10 H 1.5719 0.2063 -0.0474 0.107 Uiso 1 1 calc R . .
C11 C 1.3269(9) 0.1695(6) -0.0388(4) 0.0849(16) Uani 1 1 d . . .
H11 H 1.3778 0.0876 -0.0983 0.102 Uiso 1 1 calc R . .
C12 C 1.1357(7) 0.2191(4) 0.0176(3) 0.0640(12) Uani 1 1 d . . .
H12 H 1.0586 0.1704 -0.0038 0.077 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Au1 0.03429(8) 0.03876(7) 0.03930(8) 0.00133(5) -0.01275(5) -0.01272(5)
Cl2 0.0640(6) 0.0434(4) 0.0636(6) -0.0081(4) -0.0193(5) -0.0109(4)
Cl1 0.0431(5) 0.0599(5) 0.0790(6) 0.0058(4) -0.0309(5) -0.0178(4)
Cl3 0.0423(5) 0.0687(6) 0.0882(7) -0.0137(5) -0.0257(5) -0.0198(4)
N1 0.0368(14) 0.0416(13) 0.0361(13) 0.0011(10) -0.0129(11) -0.0123(11)
C1 0.048(2) 0.060(2) 0.0450(19) -0.0016(15) -0.0154(15) -0.0163(17)
C2 0.051(2) 0.076(3) 0.055(2) -0.025(2) -0.0075(17) -0.016(2)
C3 0.056(2) 0.049(2) 0.079(3) -0.014(2) -0.006(2) -0.0167(18)
C4 0.050(2) 0.0466(19) 0.072(3) 0.0068(18) -0.0111(19) -0.0156(17)
C5 0.0323(16) 0.0423(16) 0.0487(18) 0.0076(14) -0.0109(14) -0.0115(13)
C6 0.052(2) 0.059(2) 0.0471(19) 0.0147(15) -0.0239(16) -0.0223(17)
C7 0.057(2) 0.0332(15) 0.0368(16) 0.0085(12) -0.0174(15) -0.0098(14)
C8 0.048(2) 0.0485(18) 0.0462(19) -0.0014(15) -0.0105(16) -0.0126(15)
C9 0.052(2) 0.091(3) 0.068(3) 0.016(2) -0.016(2) -0.020(2)
C10 0.065(3) 0.089(4) 0.069(3) 0.012(3) -0.001(2) 0.019(3)
C11 0.110(4) 0.053(2) 0.051(2) -0.0080(19) -0.010(3) 0.019(3)
C12 0.105(4) 0.0422(19) 0.044(2) 0.0011(15) -0.032(2) -0.012(2)

_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Au1 N1 2.045(3) . ?
Au1 Cl2 2.2605(14) . ?
Au1 Cl1 2.2723(16) . ?
Au1 Cl3 2.2770(17) . ?
N1 C5 1.351(4) . ?
N1 C1 1.352(4) . ?
C1 C2 1.359(5) . ?
C1 H1 0.9300 . ?
C2 C3 1.383(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.357(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.382(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.495(5) . ?
C6 C7 1.503(5) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.371(5) . ?
C7 C12 1.391(5) . ?
C8 C9 1.387(6) . ?
C8 H8 0.9300 . ?
C9 C10 1.359(7) . ?
C9 H9 0.9300 . ?
C10 C11 1.374(8) . ?
C10 H10 0.9300 . ?
C11 C12 1.378(7) . ?
C11 H11 0.9300 . ?
C12 H12 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
N1 Au1 Cl2 177.38(7) . . ?
N1 Au1 Cl1 89.85(8) . . ?
Cl2 Au1 Cl1 90.47(4) . . ?
N1 Au1 Cl3 89.76(8) . . ?
Cl2 Au1 Cl3 90.12(4) . . ?
Cl1 Au1 Cl3 175.42(4) . . ?
C5 N1 C1 120.9(3) . . ?
C5 N1 Au1 121.1(2) . . ?
C1 N1 Au1 118.0(2) . . ?
N1 C1 C2 121.4(3) . . ?
N1 C1 H1 119.3 . . ?
C2 C1 H1 119.3 . . ?
C1 C2 C3 118.8(4) . . ?
C1 C2 H2 120.6 . . ?
C3 C2 H2 120.6 . . ?
C4 C3 C2 119.2(4) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
C3 C4 C5 121.5(4) . . ?
C3 C4 H4 119.2 . . ?
C5 C4 H4 119.2 . . ?
N1 C5 C4 118.2(3) . . ?
N1 C5 C6 119.4(3) . . ?
C4 C5 C6 122.3(3) . . ?
C5 C6 C7 113.4(3) . . ?
C5 C6 H6A 108.9 . . ?
C7 C6 H6A 108.9 . . ?
C5 C6 H6B 108.9 . . ?
C7 C6 H6B 108.9 . . ?
H6A C6 H6B 107.7 . . ?
C8 C7 C12 118.1(4) . . ?
C8 C7 C6 121.2(3) . . ?
C12 C7 C6 120.7(4) . . ?
C7 C8 C9 121.4(4) . . ?
C7 C8 H8 119.3 . . ?
C9 C8 H8 119.3 . . ?
C10 C9 C8 120.0(5) . . ?
C10 C9 H9 120.0 . . ?
C8 C9 H9 120.0 . . ?
C9 C10 C11 119.5(5) . . ?
C9 C10 H10 120.2 . . ?
C11 C10 H10 120.2 . . ?
C10 C11 C12 120.8(4) . . ?
C10 C11 H11 119.6 . . ?
C12 C11 H11 119.6 . . ?
C11 C12 C7 120.2(4) . . ?
C11 C12 H12 119.9 . . ?
C7 C12 H12 119.9 . . ?

_diffrn_measured_fraction_theta_max 0.972
_diffrn_reflns_theta_full        27.00
_diffrn_measured_fraction_theta_full 0.972
_refine_diff_density_max         1.029
_refine_diff_density_min         -0.619
_refine_diff_density_rms         0.089
####################################################################### 
# 
# 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_ln144
_database_code_depnum_ccdc_archive 'CCDC 1022617'
_audit_update_record             
;
2014-09-02 deposited with the CCDC.
2015-02-09 downloaded from the CCDC.
;

_audit_creation_method           
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.35.8 (release 07-03-2011 CrysAlis171 .NET)
(compiled Mar  7 2011,18:06:32)
;
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C11 H6 Au Cl2 F2 N'
_chemical_formula_sum            'C11 H6 Au Cl2 F2 N'
_chemical_formula_weight         458.03

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'
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/c
_symmetry_space_group_name_HALL  '-P 2ybc'
_Symmetry_Int_Tables_number      14

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.058(6)
_cell_length_b                   16.703(2)
_cell_length_c                   9.025(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 106.149(3)
_cell_angle_gamma                90.00
_cell_volume                     1166.8(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       cuboid
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.607
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             840
_exptl_absorpt_coefficient_mu    13.065
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2020
_exptl_absorpt_correction_T_max  0.3031
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.8 (release 07-03-2011 CrysAlis171 .NET)
(compiled Mar  7 2011,18:06:32)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       '/w scan'
_diffrn_detector_area_resol_mean 16.1829
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8421
_diffrn_reflns_av_R_equivalents  0.0694
_diffrn_reflns_av_sigmaI/netI    0.0611
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.44
_diffrn_reflns_theta_max         27.00
_reflns_number_total             2540
_reflns_number_gt                1870
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.8 (release 07-03-2011 CrysAlis171 .NET)
(compiled Mar  7 2011,18:06:32)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.8 (release 07-03-2011 CrysAlis171 .NET)
(compiled Mar  7 2011,18:06:32)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.8 (release 07-03-2011 CrysAlis171 .NET)
(compiled Mar  7 2011,18:06:32)
;
_computing_structure_solution    'BRUKER SHELXTL'
_computing_structure_refinement  'BRUKER SHELXTL'
_computing_molecular_graphics    'BRUKER SHELXTL'
_computing_publication_material  'BRUKER SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0725P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2540
_refine_ls_number_parameters     154
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0779
_refine_ls_R_factor_gt           0.0527
_refine_ls_wR_factor_ref         0.1277
_refine_ls_wR_factor_gt          0.1194
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Au1 Au 0.76136(5) 0.31731(2) 0.32248(5) 0.04110(18) Uani 1 1 d . . .
Cl1 Cl 0.7159(5) 0.4499(2) 0.3374(5) 0.0740(10) Uani 1 1 d . . .
Cl2 Cl 0.9851(4) 0.3447(2) 0.2069(4) 0.0614(8) Uani 1 1 d . . .
C11 C 0.9062(15) 0.1595(7) 0.2630(14) 0.052(3) Uani 1 1 d . . .
H11 H 0.9839 0.1893 0.2264 0.063 Uiso 1 1 calc R . .
C7 C 0.6632(14) 0.1537(7) 0.3628(14) 0.044(3) Uani 1 1 d . . .
F2 F 0.2425(10) 0.3584(5) 0.5889(9) 0.076(2) Uani 1 1 d . . .
C4 C 0.3085(15) 0.2275(8) 0.5318(14) 0.056(3) Uani 1 1 d . . .
H4 H 0.2208 0.2078 0.5703 0.067 Uiso 1 1 calc R . .
N1 N 0.7841(11) 0.1974(5) 0.3136(10) 0.044(2) Uani 1 1 d . . .
F1 F 0.3770(10) 0.0989(4) 0.4789(9) 0.075(2) Uani 1 1 d . . .
C9 C 0.7910(17) 0.0324(8) 0.3092(15) 0.065(4) Uani 1 1 d . . .
H9 H 0.7927 -0.0233 0.3070 0.078 Uiso 1 1 calc R . .
C2 C 0.4666(15) 0.3391(7) 0.4717(14) 0.049(3) Uani 1 1 d . . .
H2 H 0.4842 0.3941 0.4710 0.059 Uiso 1 1 calc R . .
C8 C 0.6651(17) 0.0727(7) 0.3559(16) 0.062(3) Uani 1 1 d . . .
H8 H 0.5796 0.0437 0.3833 0.075 Uiso 1 1 calc R . .
C6 C 0.5438(13) 0.2048(7) 0.4174(13) 0.044(3) Uani 1 1 d . . .
C3 C 0.3402(16) 0.3080(7) 0.5289(15) 0.052(3) Uani 1 1 d . . .
C1 C 0.5678(14) 0.2874(7) 0.4147(13) 0.042(2) Uani 1 1 d . . .
C10 C 0.9169(17) 0.0772(7) 0.2650(16) 0.067(4) Uani 1 1 d . . .
H10 H 1.0064 0.0516 0.2375 0.080 Uiso 1 1 calc R . .
C5 C 0.4088(14) 0.1783(6) 0.4771(15) 0.048(3) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Au1 0.0392(2) 0.0365(3) 0.0487(3) 0.0044(2) 0.01415(18) -0.00125(19)
Cl1 0.082(2) 0.0370(16) 0.114(3) 0.0115(18) 0.046(2) 0.0018(16)
Cl2 0.0540(17) 0.0671(19) 0.071(2) 0.0070(17) 0.0300(16) -0.0104(15)
C11 0.040(6) 0.056(7) 0.057(8) -0.007(6) 0.009(5) 0.004(5)
C7 0.046(6) 0.032(5) 0.052(7) -0.007(5) 0.011(5) -0.002(5)
F2 0.068(5) 0.083(6) 0.087(6) -0.015(5) 0.040(4) 0.014(4)
C4 0.046(6) 0.067(9) 0.058(8) 0.007(7) 0.021(6) -0.008(6)
N1 0.043(5) 0.038(5) 0.048(6) 0.004(4) 0.009(4) 0.004(4)
F1 0.088(5) 0.040(4) 0.113(7) 0.003(4) 0.056(5) -0.017(4)
C9 0.076(9) 0.041(7) 0.078(10) 0.005(7) 0.020(7) 0.005(6)
C2 0.050(7) 0.043(6) 0.054(7) -0.002(6) 0.014(6) 0.009(5)
C8 0.070(8) 0.038(7) 0.083(9) 0.000(7) 0.028(7) -0.010(6)
C6 0.031(5) 0.048(7) 0.051(7) 0.003(5) 0.008(5) 0.001(4)
C3 0.047(6) 0.057(8) 0.053(7) -0.004(6) 0.014(5) 0.008(6)
C1 0.042(6) 0.042(6) 0.041(6) 0.002(5) 0.012(5) -0.009(5)
C10 0.064(8) 0.050(8) 0.089(10) -0.007(7) 0.025(7) 0.015(6)
C5 0.041(6) 0.043(7) 0.058(7) 0.005(6) 0.011(5) -0.004(5)

_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 N1 2.015(9) . ?
Au1 C1 2.024(10) . ?
Au1 Cl1 2.254(3) . ?
Au1 Cl2 2.365(3) . ?
C11 N1 1.352(14) . ?
C11 C10 1.377(16) . ?
C11 H11 0.9300 . ?
C7 C8 1.355(16) . ?
C7 N1 1.385(14) . ?
C7 C6 1.469(15) . ?
F2 C3 1.363(13) . ?
C4 C5 1.340(16) . ?
C4 C3 1.370(16) . ?
C4 H4 0.9300 . ?
F1 C5 1.352(12) . ?
C9 C8 1.379(18) . ?
C9 C10 1.404(17) . ?
C9 H9 0.9300 . ?
C2 C3 1.367(16) . ?
C2 C1 1.381(15) . ?
C2 H2 0.9300 . ?
C8 H8 0.9300 . ?
C6 C1 1.395(15) . ?
C6 C5 1.412(15) . ?
C10 H10 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Au1 C1 82.0(4) . . ?
N1 Au1 Cl1 175.4(3) . . ?
C1 Au1 Cl1 93.5(3) . . ?
N1 Au1 Cl2 94.9(3) . . ?
C1 Au1 Cl2 176.5(3) . . ?
Cl1 Au1 Cl2 89.57(12) . . ?
N1 C11 C10 120.8(12) . . ?
N1 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C8 C7 N1 119.6(10) . . ?
C8 C7 C6 127.7(11) . . ?
N1 C7 C6 112.7(10) . . ?
C5 C4 C3 117.5(11) . . ?
C5 C4 H4 121.3 . . ?
C3 C4 H4 121.3 . . ?
C11 N1 C7 120.3(10) . . ?
C11 N1 Au1 124.2(8) . . ?
C7 N1 Au1 115.5(7) . . ?
C8 C9 C10 118.5(12) . . ?
C8 C9 H9 120.7 . . ?
C10 C9 H9 120.7 . . ?
C3 C2 C1 118.8(11) . . ?
C3 C2 H2 120.6 . . ?
C1 C2 H2 120.6 . . ?
C7 C8 C9 121.4(12) . . ?
C7 C8 H8 119.3 . . ?
C9 C8 H8 119.3 . . ?
C1 C6 C5 116.2(10) . . ?
C1 C6 C7 117.5(10) . . ?
C5 C6 C7 126.2(11) . . ?
F2 C3 C2 119.3(11) . . ?
F2 C3 C4 117.9(11) . . ?
C2 C3 C4 122.9(11) . . ?
C2 C1 C6 120.9(10) . . ?
C2 C1 Au1 126.9(9) . . ?
C6 C1 Au1 112.2(8) . . ?
C11 C10 C9 119.3(12) . . ?
C11 C10 H10 120.4 . . ?
C9 C10 H10 120.4 . . ?
C4 C5 F1 117.5(10) . . ?
C4 C5 C6 123.7(11) . . ?
F1 C5 C6 118.8(10) . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        27.00
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         3.828
_refine_diff_density_min         -1.208
_refine_diff_density_rms         0.252
####################################################################### 
# 
# 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_ln_10111
_database_code_depnum_ccdc_archive 'CCDC 1022618'
_audit_update_record             
;
2014-09-02 deposited with the CCDC.
2015-02-09 downloaded from the CCDC.
;

_audit_creation_method           
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.35.8 (release 07-03-2011 CrysAlis171 .NET)
(compiled Mar  7 2011,18:06:32)
;
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C11 H7 Au Cl3 F2 N'
_chemical_formula_sum            'C11 H7 Au Cl3 F2 N'
_chemical_formula_weight         494.49

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/c
_symmetry_space_group_name_HALL  '-P 2ybc'
_Symmetry_Int_Tables_number      14

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   13.139(4)
_cell_length_b                   7.796(6)
_cell_length_c                   13.139(3)
_cell_angle_alpha                90
_cell_angle_beta                 100.440(11)
_cell_angle_gamma                90
_cell_volume                     1323.6(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3997
_cell_measurement_theta_min      2.4187
_cell_measurement_theta_max      26.9715

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.19
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.482
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             912
_exptl_absorpt_coefficient_mu    11.722
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.1129
_exptl_absorpt_correction_T_max  0.2142
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.8 (release 07-03-2011 CrysAlis171 .NET)
(compiled Mar  7 2011,18:06:32)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 16.1829
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            26607
_diffrn_reflns_av_R_equivalents  0.1012
_diffrn_reflns_av_sigmaI/netI    0.0400
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.05
_diffrn_reflns_theta_max         27.00
_reflns_number_total             2863
_reflns_number_gt                2514
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.8 (release 07-03-2011 CrysAlis171 .NET)
(compiled Mar  7 2011,18:06:32)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.8 (release 07-03-2011 CrysAlis171 .NET)
(compiled Mar  7 2011,18:06:32)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.8 (release 07-03-2011 CrysAlis171 .NET)
(compiled Mar  7 2011,18:06:32)
;
_computing_structure_solution    'BRUKER SHELXTL'
_computing_structure_refinement  'BRUKER SHELXTL'
_computing_molecular_graphics    'BRUKER SHELXTL'
_computing_publication_material  'BRUKER SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0498P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2863
_refine_ls_number_parameters     163
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0354
_refine_ls_R_factor_gt           0.0315
_refine_ls_wR_factor_ref         0.0787
_refine_ls_wR_factor_gt          0.0771
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.021
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Au1 Au 0.861894(14) 0.36593(2) 0.249589(14) 0.02971(10) Uani 1 1 d . . .
Cl3 Cl 0.92132(12) 0.3107(2) 0.41793(11) 0.0501(4) Uani 1 1 d . . .
Cl1 Cl 0.72197(11) 0.4943(2) 0.29245(12) 0.0537(4) Uani 1 1 d . . .
Cl2 Cl 1.00138(13) 0.2427(2) 0.20191(12) 0.0677(5) Uani 1 1 d . . .
C6 C 0.6775(4) 0.2113(7) 0.0807(4) 0.0340(11) Uani 1 1 d . . .
C4 C 0.6852(4) 0.4361(8) -0.0524(4) 0.0459(13) Uani 1 1 d . . .
H4 H 0.6248 0.3929 -0.0923 0.055 Uiso 1 1 calc R . .
C8 C 0.6820(5) -0.0855(8) 0.1275(5) 0.0524(15) Uani 1 1 d . . .
H8 H 0.7171 -0.1895 0.1368 0.063 Uiso 1 1 calc R . .
C11 C 0.5784(4) 0.2166(7) 0.0987(5) 0.0468(14) Uani 1 1 d . . .
F1 F 0.5263(3) 0.3629(4) 0.0849(5) 0.0787(15) Uani 1 1 d . . .
F2 F 0.5376(3) -0.2110(5) 0.1745(4) 0.0767(12) Uani 1 1 d . . .
N1 N 0.8099(3) 0.4330(5) 0.0985(3) 0.0310(9) Uani 1 1 d . . .
C1 C 0.8594(4) 0.5608(7) 0.0625(4) 0.0382(12) Uani 1 1 d . . .
H1 H 0.9210 0.6007 0.1017 0.046 Uiso 1 1 calc R . .
C10 C 0.5294(5) 0.0734(9) 0.1317(5) 0.0528(15) Uani 1 1 d . . .
H10 H 0.4621 0.0794 0.1443 0.063 Uiso 1 1 calc R . .
C3 C 0.7346(5) 0.5717(8) -0.0874(5) 0.0519(15) Uani 1 1 d . . .
H3 H 0.7075 0.6210 -0.1510 0.062 Uiso 1 1 calc R . .
C2 C 0.8224(5) 0.6351(7) -0.0306(5) 0.0447(14) Uani 1 1 d . . .
H2 H 0.8567 0.7271 -0.0543 0.054 Uiso 1 1 calc R . .
C9 C 0.5838(5) -0.0740(8) 0.1444(5) 0.0504(15) Uani 1 1 d . . .
C7 C 0.7300(5) 0.0580(7) 0.0965(5) 0.0464(14) Uani 1 1 d . . .
H7 H 0.7981 0.0511 0.0862 0.056 Uiso 1 1 calc R . .
C5 C 0.7247(4) 0.3630(6) 0.0421(4) 0.0324(11) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Au1 0.03169(14) 0.03531(14) 0.02259(14) 0.00184(7) 0.00614(10) 0.00364(7)
Cl3 0.0502(8) 0.0744(9) 0.0257(7) 0.0106(7) 0.0065(6) 0.0122(7)
Cl1 0.0483(8) 0.0707(10) 0.0447(8) -0.0025(7) 0.0153(7) 0.0220(7)
Cl2 0.0618(10) 0.1056(13) 0.0407(8) 0.0191(9) 0.0223(8) 0.0455(10)
C6 0.037(3) 0.040(3) 0.023(2) 0.000(2) 0.001(2) -0.002(2)
C4 0.045(3) 0.053(3) 0.035(3) 0.007(3) -0.008(3) -0.003(3)
C8 0.071(4) 0.039(3) 0.049(4) 0.008(3) 0.015(3) 0.009(3)
C11 0.041(3) 0.045(3) 0.055(4) 0.005(3) 0.010(3) 0.001(2)
F1 0.047(2) 0.061(3) 0.132(5) 0.032(2) 0.028(3) 0.0205(16)
F2 0.087(3) 0.066(2) 0.079(3) 0.019(2) 0.019(2) -0.029(2)
N1 0.031(2) 0.037(2) 0.026(2) 0.0011(18) 0.0056(18) 0.0025(18)
C1 0.039(3) 0.043(3) 0.033(3) -0.001(2) 0.009(2) -0.009(2)
C10 0.041(3) 0.062(4) 0.057(4) 0.001(3) 0.013(3) -0.010(3)
C3 0.065(4) 0.055(3) 0.031(3) 0.012(3) -0.005(3) -0.001(3)
C2 0.051(4) 0.050(4) 0.034(3) 0.010(2) 0.009(3) -0.008(2)
C9 0.058(4) 0.047(3) 0.043(4) 0.002(3) 0.001(3) -0.014(3)
C7 0.050(3) 0.041(3) 0.052(4) 0.000(3) 0.019(3) 0.002(3)
C5 0.032(3) 0.040(3) 0.024(3) -0.0015(19) 0.000(2) -0.0016(19)

_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 N1 2.047(4) . ?
Au1 Cl3 2.2498(15) . ?
Au1 Cl1 2.2526(14) . ?
Au1 Cl2 2.2562(15) . ?
C6 C11 1.365(7) . ?
C6 C7 1.377(8) . ?
C6 C5 1.468(7) . ?
C4 C3 1.364(8) . ?
C4 C5 1.379(8) . ?
C4 H4 0.9300 . ?
C8 C9 1.351(9) . ?
C8 C7 1.382(8) . ?
C8 H8 0.9300 . ?
C11 F1 1.326(7) . ?
C11 C10 1.396(9) . ?
F2 C9 1.324(7) . ?
N1 C1 1.324(7) . ?
N1 C5 1.341(7) . ?
C1 C2 1.361(8) . ?
C1 H1 0.9300 . ?
C10 C9 1.347(10) . ?
C10 H10 0.9300 . ?
C3 C2 1.350(9) . ?
C3 H3 0.9300 . ?
C2 H2 0.9300 . ?
C7 H7 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
N1 Au1 Cl3 176.21(12) . . ?
N1 Au1 Cl1 89.12(12) . . ?
Cl3 Au1 Cl1 89.59(6) . . ?
N1 Au1 Cl2 89.13(12) . . ?
Cl3 Au1 Cl2 92.11(6) . . ?
Cl1 Au1 Cl2 178.12(6) . . ?
C11 C6 C7 117.9(5) . . ?
C11 C6 C5 120.8(5) . . ?
C7 C6 C5 121.3(5) . . ?
C3 C4 C5 119.9(5) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C9 C8 C7 119.7(6) . . ?
C9 C8 H8 120.1 . . ?
C7 C8 H8 120.1 . . ?
F1 C11 C6 119.2(5) . . ?
F1 C11 C10 118.3(5) . . ?
C6 C11 C10 122.5(6) . . ?
C1 N1 C5 121.6(4) . . ?
C1 N1 Au1 116.0(3) . . ?
C5 N1 Au1 122.1(3) . . ?
N1 C1 C2 121.5(5) . . ?
N1 C1 H1 119.2 . . ?
C2 C1 H1 119.2 . . ?
C9 C10 C11 117.1(6) . . ?
C9 C10 H10 121.4 . . ?
C11 C10 H10 121.4 . . ?
C2 C3 C4 120.6(5) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C3 C2 C1 118.1(5) . . ?
C3 C2 H2 120.9 . . ?
C1 C2 H2 120.9 . . ?
F2 C9 C10 117.6(6) . . ?
F2 C9 C8 119.9(6) . . ?
C10 C9 C8 122.5(6) . . ?
C6 C7 C8 120.2(5) . . ?
C6 C7 H7 119.9 . . ?
C8 C7 H7 119.9 . . ?
N1 C5 C4 118.0(5) . . ?
N1 C5 C6 119.9(5) . . ?
C4 C5 C6 122.0(5) . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        27.00
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         1.594
_refine_diff_density_min         -2.314
_refine_diff_density_rms         0.201
