# Electronic Supplementary Material (ESI) for Catalysis Science & Technology
# This journal is © The Royal Society of Chemistry 2012


data_global
_journal_name_full               Cat.Sci.Tech.
_journal_coden_cambridge         1486
_journal_year                    ?
_journal_volume                  ?
_journal_page_first              ?
_publ_contact_author_address     ?
_publ_contact_author_email       A.Lee@hw.ac.uk
_publ_contact_author_phone       ?
_publ_contact_author_name        'Ai-Lan Lee'
loop_
_publ_author_name
'Ai-Lan Lee'
"James O'Neill"
'Georgina Rosair'

data_2011ncs0405a
_database_code_depnum_ccdc_archive 'CCDC 878431'
#TrackingRef '- 4.cif'

_audit_creation_date             2011-10-21
_audit_creation_method           
;
Olex2 1.1
(compiled 2011.09.07 svn.r1971, GUI svn.r3853)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
?
;
_chemical_formula_moiety         '2(C12 H12 Au Cl3 N2)'
_chemical_formula_sum            'C12 H12 Au Cl3 N2'
_chemical_formula_weight         487.56
_chemical_melting_point          ?
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   18.1080(10)
_cell_length_b                   9.5124(5)
_cell_length_c                   18.3546(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 113.590(8)
_cell_angle_gamma                90.00
_cell_volume                     2897.4(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11732
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.1
_exptl_absorpt_coefficient_mu    10.691
_exptl_absorpt_correction_T_max  0.8146
_exptl_absorpt_correction_T_min  0.4818
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2009)'
_exptl_crystal_colour            Orange
_exptl_crystal_density_diffrn    2.235
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1824
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_special_details           
;
?
;
_diffrn_reflns_av_R_equivalents  0.0217
_diffrn_reflns_av_unetI/netI     0.0278
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            13122
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.10
_diffrn_ambient_temperature      100.15
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       'profile data from \w-scans'
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_type           Molybdenum
_diffrn_radiation_wavelength     0.710747
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           55.0
_diffrn_source_power             2.475
_diffrn_source_voltage           45.0
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                6001
_reflns_number_total             6581
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.898
_refine_diff_density_min         -0.777
_refine_diff_density_rms         0.118
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     329
_refine_ls_number_reflns         6581
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0199
_refine_ls_R_factor_gt           0.0175
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0196P)^2^+1.5398P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0437
_refine_ls_wR_factor_ref         0.0447
_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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
Au1A Au 0.319442(5) 0.218817(9) 0.465523(5) 0.01194(3) Uani 1 1 d . . .
Au1B Au 0.465253(6) 0.785386(9) 0.823642(5) 0.01235(3) Uani 1 1 d . . .
Cl2B Cl 0.40152(4) 0.84285(7) 0.90494(4) 0.02131(14) Uani 1 1 d . . .
Cl1B Cl 0.53951(4) 0.75053(8) 0.74960(4) 0.02189(14) Uani 1 1 d . . .
Cl2A Cl 0.25087(4) 0.26968(7) 0.54295(4) 0.01838(13) Uani 1 1 d . . .
Cl1A Cl 0.39515(4) 0.15628(7) 0.39636(4) 0.02210(14) Uani 1 1 d . . .
C19A C 0.26739(19) 0.7081(3) 0.3827(2) 0.0282(7) Uani 1 1 d . . .
H19A H 0.2299 0.7645 0.3419 0.034 Uiso 1 1 calc R . .
C12B C 0.3824(2) 0.2955(3) 0.76950(19) 0.0276(7) Uani 1 1 d . . .
H12B H 0.3415 0.2397 0.7316 0.033 Uiso 1 1 calc R . .
C12A C 0.54155(18) 0.2710(3) 0.66597(18) 0.0252(7) Uani 1 1 d . . .
H12A H 0.5772 0.2097 0.7051 0.030 Uiso 1 1 calc R . .
N1A N 0.42040(13) 0.3067(2) 0.55220(12) 0.0135(4) Uani 1 1 d . . .
C11A C 0.47180(16) 0.2181(3) 0.60692(17) 0.0179(6) Uani 1 1 d . . .
N1B N 0.43097(12) 0.5214(3) 0.82277(12) 0.0165(5) Uani 1 1 d . . .
C22B C 0.61114(17) 0.9355(3) 0.94807(16) 0.0224(6) Uani 1 1 d . . .
H22A H 0.5649 0.9817 0.9528 0.034 Uiso 1 1 calc R . .
H22B H 0.6064 0.9431 0.8931 0.034 Uiso 1 1 calc R . .
H22C H 0.6610 0.9812 0.9838 0.034 Uiso 1 1 calc R . .
C19B C 0.67057(18) 0.7315(3) 1.04045(18) 0.0252(7) Uani 1 1 d . . .
H19B H 0.7106 0.7923 1.0756 0.030 Uiso 1 1 calc R . .
C11B C 0.37449(16) 0.4416(3) 0.76901(15) 0.0190(5) Uani 1 1 d . . .
C15B C 0.49661(15) 0.4616(3) 0.87767(15) 0.0154(5) Uani 1 1 d . . .
N2A N 0.32467(12) 0.4832(2) 0.42851(12) 0.0145(4) Uani 1 1 d . . .
C22A C 0.21648(18) 0.4909(3) 0.29782(16) 0.0292(7) Uani 1 1 d . . .
H22D H 0.1649 0.5409 0.2750 0.044 Uiso 1 1 calc R . .
H22E H 0.2072 0.3940 0.3102 0.044 Uiso 1 1 calc R . .
H22F H 0.2416 0.4903 0.2594 0.044 Uiso 1 1 calc R . .
C17B C 0.61318(15) 0.5034(3) 1.00721(15) 0.0205(6) Uani 1 1 d . . .
H17B H 0.6128 0.4067 1.0198 0.025 Uiso 1 1 calc R . .
C20A C 0.27082(16) 0.5633(3) 0.37209(16) 0.0195(5) Uani 1 1 d . . .
C14B C 0.50923(19) 0.3163(3) 0.88067(18) 0.0261(6) Uani 1 1 d . . .
H14B H 0.5567 0.2757 0.9193 0.031 Uiso 1 1 calc R . .
C14A C 0.50593(16) 0.5003(3) 0.61145(15) 0.0220(6) Uani 1 1 d . . .
H14A H 0.5179 0.5975 0.6118 0.026 Uiso 1 1 calc R . .
C18B C 0.67003(16) 0.5920(3) 1.05926(16) 0.0241(6) Uani 1 1 d . . .
H18B H 0.7087 0.5566 1.1080 0.029 Uiso 1 1 calc R . .
C21A C 0.45176(17) 0.0657(3) 0.60258(18) 0.0251(6) Uani 1 1 d . . .
H21D H 0.4552 0.0248 0.5551 0.038 Uiso 1 1 calc R . .
H21E H 0.3969 0.0540 0.5998 0.038 Uiso 1 1 calc R . .
H21F H 0.4899 0.0180 0.6500 0.038 Uiso 1 1 calc R . .
C13A C 0.55909(17) 0.4121(4) 0.66786(16) 0.0274(7) Uani 1 1 d . . .
H13A H 0.6073 0.4483 0.7076 0.033 Uiso 1 1 calc R . .
C20B C 0.61279(17) 0.7841(3) 0.97009(16) 0.0174(5) Uani 1 1 d . . .
N2B N 0.55632(13) 0.6953(2) 0.92016(12) 0.0131(4) Uani 1 1 d . . .
C13B C 0.4501(2) 0.2330(3) 0.8254(2) 0.0328(7) Uani 1 1 d . . .
H13B H 0.4563 0.1338 0.8261 0.039 Uiso 1 1 calc R . .
C21B C 0.30328(17) 0.5172(3) 0.70953(17) 0.0270(6) Uani 1 1 d . . .
H21A H 0.3182 0.5591 0.6686 0.040 Uiso 1 1 calc R . .
H21B H 0.2861 0.5914 0.7364 0.040 Uiso 1 1 calc R . .
H21C H 0.2590 0.4505 0.6848 0.040 Uiso 1 1 calc R . .
C17A C 0.37464(18) 0.6852(3) 0.51071(19) 0.0268(6) Uani 1 1 d . . .
H17A H 0.4112 0.7248 0.5593 0.032 Uiso 1 1 calc R . .
C16B C 0.55637(15) 0.5557(3) 0.93617(15) 0.0146(5) Uani 1 1 d . . .
C16A C 0.37574(15) 0.5421(3) 0.49576(15) 0.0161(5) Uani 1 1 d . . .
C15A C 0.43520(15) 0.4476(3) 0.55442(14) 0.0149(5) Uani 1 1 d . . .
Cl3A Cl 0.20909(4) 0.11057(7) 0.37404(4) 0.02221(14) Uani 1 1 d . . .
C18A C 0.3188(2) 0.7683(3) 0.4529(2) 0.0353(8) Uani 1 1 d . . .
H18A H 0.3160 0.8663 0.4615 0.042 Uiso 1 1 calc R . .
Cl3B Cl 0.36588(4) 0.89279(7) 0.71960(4) 0.02276(14) 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
Au1A 0.01200(5) 0.01124(5) 0.01262(5) -0.00051(3) 0.00497(4) -0.00020(3)
Au1B 0.01337(6) 0.01180(5) 0.01152(5) 0.00017(3) 0.00460(4) -0.00030(3)
Cl2B 0.0225(3) 0.0246(3) 0.0217(3) 0.0035(3) 0.0140(3) 0.0068(3)
Cl1B 0.0242(3) 0.0282(3) 0.0172(3) -0.0010(3) 0.0125(3) 0.0012(3)
Cl2A 0.0164(3) 0.0215(3) 0.0204(3) -0.0015(3) 0.0108(3) 0.0005(2)
Cl1A 0.0238(3) 0.0246(3) 0.0239(3) -0.0080(3) 0.0158(3) -0.0032(3)
C19A 0.0230(16) 0.0202(15) 0.0381(18) 0.0092(13) 0.0089(14) 0.0033(11)
C12B 0.0326(18) 0.0204(15) 0.0250(16) -0.0046(12) 0.0063(14) -0.0085(12)
C12A 0.0160(15) 0.0389(19) 0.0159(13) 0.0072(13) 0.0013(11) 0.0058(12)
N1A 0.0105(10) 0.0181(10) 0.0110(10) -0.0001(9) 0.0033(8) 0.0009(8)
C11A 0.0138(13) 0.0219(14) 0.0185(13) 0.0041(11) 0.0070(11) 0.0033(10)
N1B 0.0161(11) 0.0167(11) 0.0157(11) -0.0019(9) 0.0053(9) -0.0009(8)
C22B 0.0239(15) 0.0195(14) 0.0235(14) -0.0078(12) 0.0091(12) -0.0085(11)
C19B 0.0178(15) 0.0357(18) 0.0182(14) -0.0081(13) 0.0031(12) -0.0062(12)
C11B 0.0208(14) 0.0167(13) 0.0169(12) -0.0023(11) 0.0050(11) -0.0039(10)
C15B 0.0161(13) 0.0170(12) 0.0130(11) -0.0003(10) 0.0058(10) -0.0009(10)
N2A 0.0137(11) 0.0158(10) 0.0125(10) 0.0019(9) 0.0038(9) 0.0002(8)
C22A 0.0265(16) 0.0344(17) 0.0192(14) 0.0043(13) 0.0011(12) 0.0025(13)
C17B 0.0153(13) 0.0267(15) 0.0187(13) 0.0016(12) 0.0059(11) 0.0047(11)
C20A 0.0160(13) 0.0219(14) 0.0194(13) 0.0071(12) 0.0056(11) 0.0018(10)
C14B 0.0298(17) 0.0169(13) 0.0257(15) 0.0004(13) 0.0047(13) 0.0046(12)
C14A 0.0216(14) 0.0258(15) 0.0176(13) -0.0065(12) 0.0068(11) -0.0054(11)
C18B 0.0165(14) 0.0358(16) 0.0160(12) -0.0001(13) 0.0023(11) 0.0033(12)
C21A 0.0216(15) 0.0228(14) 0.0289(15) 0.0102(13) 0.0082(12) 0.0093(11)
C13A 0.0186(14) 0.0416(19) 0.0164(13) -0.0038(13) 0.0012(11) -0.0037(13)
C20B 0.0169(14) 0.0197(14) 0.0161(13) -0.0061(11) 0.0070(11) -0.0031(10)
N2B 0.0105(10) 0.0162(10) 0.0109(10) -0.0035(9) 0.0024(8) -0.0013(8)
C13B 0.0426(19) 0.0125(14) 0.036(2) -0.0010(13) 0.0076(15) -0.0018(13)
C21B 0.0198(15) 0.0254(15) 0.0255(15) -0.0026(13) -0.0017(12) -0.0032(12)
C17A 0.0264(16) 0.0157(13) 0.0306(16) -0.0051(13) 0.0034(13) -0.0020(12)
C16B 0.0131(12) 0.0161(12) 0.0154(12) -0.0003(10) 0.0066(10) 0.0015(9)
C16A 0.0166(13) 0.0139(12) 0.0181(12) -0.0003(11) 0.0072(10) -0.0003(10)
C15A 0.0164(13) 0.0163(12) 0.0115(11) -0.0031(10) 0.0049(10) -0.0018(10)
Cl3A 0.0195(3) 0.0238(3) 0.0198(3) -0.0059(3) 0.0042(3) -0.0078(3)
C18A 0.033(2) 0.0113(14) 0.053(2) 0.0031(14) 0.0093(17) 0.0014(12)
Cl3B 0.0211(3) 0.0240(3) 0.0188(3) 0.0077(3) 0.0034(3) 0.0037(3)

_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
Au1A Cl2A 2.2822(6) . ?
Au1A Cl1A 2.2887(6) . ?
Au1A N1A 2.060(2) . ?
Au1A N2A 2.617(2) . ?
Au1A Cl3A 2.2776(7) . ?
Au1B Cl2B 2.2882(6) . ?
Au1B Cl1B 2.2863(6) . ?
Au1B N1B 2.585(2) . ?
Au1B N2B 2.063(2) . ?
Au1B Cl3B 2.2755(7) . ?
C19A H19A 0.9500 . ?
C19A C20A 1.395(4) . ?
C19A C18A 1.376(5) . ?
C12B H12B 0.9500 . ?
C12B C11B 1.396(4) . ?
C12B C13B 1.379(5) . ?
C12A H12A 0.9500 . ?
C12A C11A 1.388(4) . ?
C12A C13A 1.376(5) . ?
N1A C11A 1.355(3) . ?
N1A C15A 1.364(3) . ?
C11A C21A 1.489(4) . ?
N1B C11B 1.337(3) . ?
N1B C15B 1.339(3) . ?
C22B H22A 0.9800 . ?
C22B H22B 0.9800 . ?
C22B H22C 0.9800 . ?
C22B C20B 1.493(4) . ?
C19B H19B 0.9500 . ?
C19B C18B 1.372(4) . ?
C19B C20B 1.390(4) . ?
C11B C21B 1.498(4) . ?
C15B C14B 1.398(4) . ?
C15B C16B 1.482(4) . ?
N2A C20A 1.340(3) . ?
N2A C16A 1.334(3) . ?
C22A H22D 0.9800 . ?
C22A H22E 0.9800 . ?
C22A H22F 0.9800 . ?
C22A C20A 1.492(4) . ?
C17B H17B 0.9500 . ?
C17B C18B 1.376(4) . ?
C17B C16B 1.390(4) . ?
C14B H14B 0.9500 . ?
C14B C13B 1.391(5) . ?
C14A H14A 0.9500 . ?
C14A C13A 1.380(4) . ?
C14A C15A 1.384(4) . ?
C18B H18B 0.9500 . ?
C21A H21D 0.9800 . ?
C21A H21E 0.9800 . ?
C21A H21F 0.9800 . ?
C13A H13A 0.9500 . ?
C20B N2B 1.360(3) . ?
N2B C16B 1.360(3) . ?
C13B H13B 0.9500 . ?
C21B H21A 0.9800 . ?
C21B H21B 0.9800 . ?
C21B H21C 0.9800 . ?
C17A H17A 0.9500 . ?
C17A C16A 1.390(4) . ?
C17A C18A 1.384(4) . ?
C16A C15A 1.483(4) . ?
C18A H18A 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
Cl2A Au1A Cl1A 175.22(2) . . ?
Cl2A Au1A N2A 92.47(5) . . ?
Cl1A Au1A N2A 90.80(5) . . ?
N1A Au1A Cl2A 88.22(6) . . ?
N1A Au1A Cl1A 89.45(6) . . ?
N1A Au1A N2A 72.39(8) . . ?
N1A Au1A Cl3A 176.75(6) . . ?
Cl3A Au1A Cl2A 91.11(2) . . ?
Cl3A Au1A Cl1A 90.98(2) . . ?
Cl3A Au1A N2A 110.82(5) . . ?
Cl2B Au1B N1B 93.07(5) . . ?
Cl1B Au1B Cl2B 172.91(3) . . ?
Cl1B Au1B N1B 93.00(5) . . ?
N2B Au1B Cl2B 88.72(6) . . ?
N2B Au1B Cl1B 89.54(6) . . ?
N2B Au1B N1B 73.08(8) . . ?
N2B Au1B Cl3B 177.83(6) . . ?
Cl3B Au1B Cl2B 90.24(2) . . ?
Cl3B Au1B Cl1B 91.26(3) . . ?
Cl3B Au1B N1B 108.88(5) . . ?
C20A C19A H19A 120.3 . . ?
C18A C19A H19A 120.3 . . ?
C18A C19A C20A 119.4(3) . . ?
C11B C12B H12B 120.2 . . ?
C13B C12B H12B 120.2 . . ?
C13B C12B C11B 119.5(3) . . ?
C11A C12A H12A 119.9 . . ?
C13A C12A H12A 119.9 . . ?
C13A C12A C11A 120.1(3) . . ?
C11A N1A Au1A 117.02(18) . . ?
C11A N1A C15A 121.3(2) . . ?
C15A N1A Au1A 121.64(18) . . ?
C12A C11A C21A 121.4(3) . . ?
N1A C11A C12A 119.6(3) . . ?
N1A C11A C21A 119.0(3) . . ?
C11B N1B Au1B 131.82(18) . . ?
C11B N1B C15B 120.0(2) . . ?
C15B N1B Au1B 105.64(16) . . ?
H22A C22B H22B 109.5 . . ?
H22A C22B H22C 109.5 . . ?
H22B C22B H22C 109.5 . . ?
C20B C22B H22A 109.5 . . ?
C20B C22B H22B 109.5 . . ?
C20B C22B H22C 109.5 . . ?
C18B C19B H19B 119.9 . . ?
C18B C19B C20B 120.3(3) . . ?
C20B C19B H19B 119.9 . . ?
C12B C11B C21B 122.6(3) . . ?
N1B C11B C12B 120.9(3) . . ?
N1B C11B C21B 116.5(2) . . ?
N1B C15B C14B 122.1(3) . . ?
N1B C15B C16B 117.3(2) . . ?
C14B C15B C16B 120.5(3) . . ?
C20A N2A Au1A 131.03(17) . . ?
C16A N2A Au1A 104.32(16) . . ?
C16A N2A C20A 119.8(2) . . ?
H22D C22A H22E 109.5 . . ?
H22D C22A H22F 109.5 . . ?
H22E C22A H22F 109.5 . . ?
C20A C22A H22D 109.5 . . ?
C20A C22A H22E 109.5 . . ?
C20A C22A H22F 109.5 . . ?
C18B C17B H17B 120.0 . . ?
C18B C17B C16B 120.0(3) . . ?
C16B C17B H17B 120.0 . . ?
C19A C20A C22A 122.2(3) . . ?
N2A C20A C19A 120.8(3) . . ?
N2A C20A C22A 116.9(2) . . ?
C15B C14B H14B 121.0 . . ?
C13B C14B C15B 117.9(3) . . ?
C13B C14B H14B 121.0 . . ?
C13A C14A H14A 119.9 . . ?
C13A C14A C15A 120.3(3) . . ?
C15A C14A H14A 119.9 . . ?
C19B C18B C17B 119.7(3) . . ?
C19B C18B H18B 120.1 . . ?
C17B C18B H18B 120.1 . . ?
C11A C21A H21D 109.5 . . ?
C11A C21A H21E 109.5 . . ?
C11A C21A H21F 109.5 . . ?
H21D C21A H21E 109.5 . . ?
H21D C21A H21F 109.5 . . ?
H21E C21A H21F 109.5 . . ?
C12A C13A C14A 119.3(3) . . ?
C12A C13A H13A 120.4 . . ?
C14A C13A H13A 120.4 . . ?
C19B C20B C22B 121.7(3) . . ?
N2B C20B C22B 119.3(2) . . ?
N2B C20B C19B 119.0(2) . . ?
C20B N2B Au1B 116.58(18) . . ?
C16B N2B Au1B 121.51(18) . . ?
C16B N2B C20B 121.7(2) . . ?
C12B C13B C14B 119.5(3) . . ?
C12B C13B H13B 120.2 . . ?
C14B C13B H13B 120.2 . . ?
C11B C21B H21A 109.5 . . ?
C11B C21B H21B 109.5 . . ?
C11B C21B H21C 109.5 . . ?
H21A C21B H21B 109.5 . . ?
H21A C21B H21C 109.5 . . ?
H21B C21B H21C 109.5 . . ?
C16A C17A H17A 120.9 . . ?
C18A C17A H17A 120.9 . . ?
C18A C17A C16A 118.2(3) . . ?
C17B C16B C15B 121.0(2) . . ?
N2B C16B C15B 119.8(2) . . ?
N2B C16B C17B 119.2(2) . . ?
N2A C16A C17A 122.3(3) . . ?
N2A C16A C15A 116.8(2) . . ?
C17A C16A C15A 120.9(3) . . ?
N1A C15A C14A 119.3(3) . . ?
N1A C15A C16A 119.8(2) . . ?
C14A C15A C16A 120.9(2) . . ?
C19A C18A C17A 119.5(3) . . ?
C19A C18A H18A 120.2 . . ?
C17A C18A H18A 120.2 . . ?

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
Au1A N1A C11A C12A 178.9(2) . . . . ?
Au1A N1A C11A C21A -1.5(3) . . . . ?
Au1A N1A C15A C14A -176.71(17) . . . . ?
Au1A N1A C15A C16A 3.1(3) . . . . ?
Au1A N2A C20A C19A 151.2(2) . . . . ?
Au1A N2A C20A C22A -29.9(3) . . . . ?
Au1A N2A C16A C17A -156.8(2) . . . . ?
Au1A N2A C16A C15A 23.8(2) . . . . ?
Au1B N1B C11B C12B 159.8(2) . . . . ?
Au1B N1B C11B C21B -20.5(3) . . . . ?
Au1B N1B C15B C14B -163.3(2) . . . . ?
Au1B N1B C15B C16B 16.7(2) . . . . ?
Au1B N2B C16B C15B 8.7(3) . . . . ?
Au1B N2B C16B C17B -171.77(17) . . . . ?
Cl2B Au1B N1B C11B 101.2(2) . . . . ?
Cl2B Au1B N1B C15B -97.40(15) . . . . ?
Cl2B Au1B N2B C20B -81.08(18) . . . . ?
Cl2B Au1B N2B C16B 94.09(18) . . . . ?
Cl1B Au1B N1B C11B -82.4(2) . . . . ?
Cl1B Au1B N1B C15B 78.94(15) . . . . ?
Cl1B Au1B N2B C20B 92.04(18) . . . . ?
Cl1B Au1B N2B C16B -92.78(18) . . . . ?
Cl2A Au1A N1A C11A 94.38(18) . . . . ?
Cl2A Au1A N1A C15A -85.88(18) . . . . ?
Cl2A Au1A N2A C20A -84.2(2) . . . . ?
Cl2A Au1A N2A C16A 70.23(15) . . . . ?
Cl1A Au1A N1A C11A -81.45(18) . . . . ?
Cl1A Au1A N1A C15A 98.29(18) . . . . ?
Cl1A Au1A N2A C20A 99.3(2) . . . . ?
Cl1A Au1A N2A C16A -106.29(15) . . . . ?
N1A Au1A N2A C20A -171.5(2) . . . . ?
N1A Au1A N2A C16A -17.12(15) . . . . ?
C11A C12A C13A C14A 1.2(5) . . . . ?
C11A N1A C15A C14A 3.0(4) . . . . ?
C11A N1A C15A C16A -177.2(2) . . . . ?
N1B Au1B N2B C20B -174.68(19) . . . . ?
N1B Au1B N2B C16B 0.49(17) . . . . ?
N1B C15B C14B C13B -1.4(4) . . . . ?
N1B C15B C16B C17B 161.5(2) . . . . ?
N1B C15B C16B N2B -19.0(3) . . . . ?
C22B C20B N2B Au1B -6.7(3) . . . . ?
C22B C20B N2B C16B 178.1(2) . . . . ?
C19B C20B N2B Au1B 173.2(2) . . . . ?
C19B C20B N2B C16B -1.9(4) . . . . ?
C11B C12B C13B C14B 0.3(5) . . . . ?
C11B N1B C15B C14B 0.7(4) . . . . ?
C11B N1B C15B C16B -179.2(2) . . . . ?
C15B N1B C11B C12B 0.6(4) . . . . ?
C15B N1B C11B C21B -179.7(2) . . . . ?
C15B C14B C13B C12B 0.9(5) . . . . ?
N2A Au1A N1A C11A -172.5(2) . . . . ?
N2A Au1A N1A C15A 7.28(17) . . . . ?
N2A C16A C15A N1A -21.8(3) . . . . ?
N2A C16A C15A C14A 158.0(2) . . . . ?
C20A C19A C18A C17A 1.9(5) . . . . ?
C20A N2A C16A C17A 1.1(4) . . . . ?
C20A N2A C16A C15A -178.2(2) . . . . ?
C14B C15B C16B C17B -18.4(4) . . . . ?
C14B C15B C16B N2B 161.1(2) . . . . ?
C18B C19B C20B C22B 179.5(3) . . . . ?
C18B C19B C20B N2B -0.5(4) . . . . ?
C18B C17B C16B C15B 177.5(2) . . . . ?
C18B C17B C16B N2B -2.0(4) . . . . ?
C13A C12A C11A N1A -1.3(4) . . . . ?
C13A C12A C11A C21A 179.1(3) . . . . ?
C13A C14A C15A N1A -3.1(4) . . . . ?
C13A C14A C15A C16A 177.1(2) . . . . ?
C20B C19B C18B C17B 1.6(4) . . . . ?
C20B N2B C16B C15B -176.3(2) . . . . ?
C20B N2B C16B C17B 3.2(4) . . . . ?
N2B Au1B N1B C11B -171.1(2) . . . . ?
N2B Au1B N1B C15B -9.67(15) . . . . ?
C13B C12B C11B N1B -1.1(5) . . . . ?
C13B C12B C11B C21B 179.2(3) . . . . ?
C17A C16A C15A N1A 158.8(3) . . . . ?
C17A C16A C15A C14A -21.4(4) . . . . ?
C16B C15B C14B C13B 178.5(3) . . . . ?
C16B C17B C18B C19B -0.4(4) . . . . ?
C16A N2A C20A C19A 0.0(4) . . . . ?
C16A N2A C20A C22A 179.0(2) . . . . ?
C16A C17A C18A C19A -0.8(5) . . . . ?
C15A N1A C11A C12A -0.8(4) . . . . ?
C15A N1A C11A C21A 178.8(2) . . . . ?
C15A C14A C13A C12A 1.0(4) . . . . ?
Cl3A Au1A N1A C11A 16.2(12) . . . . ?
Cl3A Au1A N1A C15A -164.0(9) . . . . ?
Cl3A Au1A N2A C20A 8.0(2) . . . . ?
Cl3A Au1A N2A C16A 162.36(14) . . . . ?
C18A C19A C20A N2A -1.5(5) . . . . ?
C18A C19A C20A C22A 179.5(3) . . . . ?
C18A C17A C16A N2A -0.7(4) . . . . ?
C18A C17A C16A C15A 178.6(3) . . . . ?
Cl3B Au1B N1B C11B 9.9(2) . . . . ?
Cl3B Au1B N1B C15B 171.30(14) . . . . ?
Cl3B Au1B N2B C20B -19.7(17) . . . . ?
Cl3B Au1B N2B C16B 155.5(14) . . . . ?

# Attachment '- 5b.cif'

data_4256
_database_code_depnum_ccdc_archive 'CCDC 878432'
#TrackingRef '- 5b.cif'

_audit_update_record             
;
2012-04-12 # Formatted by publCIF
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H13 N2, Au Cl4'
_chemical_formula_sum            'C12 H13 Au Cl4 N2'
_chemical_formula_weight         524.01

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'
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   C2/c

loop_
_symmetry_equiv_pos_as_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                   22.1175(10)
_cell_length_b                   14.7910(7)
_cell_length_c                   9.5257(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.676(2)
_cell_angle_gamma                90.00
_cell_volume                     3071.9(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9980
_cell_measurement_theta_min      2.61
_cell_measurement_theta_max      32.12

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.266
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1968
_exptl_absorpt_coefficient_mu    10.260
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.1921
_exptl_absorpt_correction_T_max  0.4941
_exptl_absorpt_process_details   'SADABS (Bruker, 2008)'

_exptl_special_details           ?

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            40918
_diffrn_reflns_av_R_equivalents  0.0574
_diffrn_reflns_av_sigmaI/netI    0.0370
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.75
_diffrn_reflns_theta_max         32.84
_reflns_number_total             5667
_reflns_number_gt                4911
_reflns_threshold_expression     >2sigma(I)

_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-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0350P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5667
_refine_ls_number_parameters     179
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0356
_refine_ls_R_factor_gt           0.0275
_refine_ls_wR_factor_ref         0.0649
_refine_ls_wR_factor_gt          0.0615
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.016
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Au1 Au 0.0000 0.208015(10) 0.7500 0.01017(4) Uani 1 2 d S . .
Cl1 Cl 0.01246(4) 0.31543(5) 0.58542(8) 0.01908(15) Uani 1 1 d . . .
Cl2 Cl 0.00954(4) 0.09930(5) 0.58575(8) 0.01777(15) Uani 1 1 d . . .
Au2 Au 0.2500 0.2500 1.0000 0.01197(4) Uani 1 2 d S . .
Cl3 Cl 0.14995(4) 0.20535(6) 0.94656(9) 0.02066(16) Uani 1 1 d . . .
Cl4 Cl 0.25391(4) 0.19809(6) 1.22731(8) 0.02152(16) Uani 1 1 d . . .
N1 N 0.15698(12) 0.38392(19) 0.4573(3) 0.0152(5) Uani 1 1 d . . .
N2 N 0.14796(12) 0.20592(18) 0.4723(3) 0.0130(5) Uani 1 1 d . . .
H2 H 0.1651(18) 0.240(3) 0.535(4) 0.016 Uiso 1 1 d . . .
C2 C 0.15860(15) 0.4746(2) 0.4643(3) 0.0178(6) Uani 1 1 d . . .
C3 C 0.11998(15) 0.5286(2) 0.3680(4) 0.0226(7) Uani 1 1 d . . .
H3 H 0.1214 0.5926 0.3765 0.027 Uiso 1 1 calc R . .
C4 C 0.07979(17) 0.4880(3) 0.2607(4) 0.0269(8) Uani 1 1 d . . .
H4 H 0.0536 0.5237 0.1932 0.032 Uiso 1 1 calc R . .
C5 C 0.07783(16) 0.3942(2) 0.2517(4) 0.0217(7) Uani 1 1 d . . .
H5 H 0.0506 0.3646 0.1782 0.026 Uiso 1 1 calc R . .
C6 C 0.11669(14) 0.3453(2) 0.3529(3) 0.0134(5) Uani 1 1 d . . .
C7 C 0.11504(15) 0.2459(2) 0.3546(3) 0.0136(6) Uani 1 1 d . . .
C8 C 0.08365(15) 0.1911(2) 0.2504(3) 0.0165(6) Uani 1 1 d . . .
H8 H 0.0602 0.2167 0.1672 0.020 Uiso 1 1 calc R . .
C9 C 0.08660(15) 0.0981(2) 0.2680(3) 0.0192(6) Uani 1 1 d . . .
H9 H 0.0648 0.0599 0.1967 0.023 Uiso 1 1 calc R . .
C10 C 0.12122(14) 0.0602(2) 0.3892(3) 0.0179(6) Uani 1 1 d . . .
H10 H 0.1235 -0.0036 0.4002 0.021 Uiso 1 1 calc R . .
C11 C 0.15232(14) 0.1160(2) 0.4934(3) 0.0144(6) Uani 1 1 d . . .
C12 C 0.18907(15) 0.0825(2) 0.6296(3) 0.0188(6) Uani 1 1 d . . .
H12A H 0.2314 0.1041 0.6376 0.028 Uiso 1 1 calc R . .
H12B H 0.1887 0.0163 0.6303 0.028 Uiso 1 1 calc R . .
H12C H 0.1712 0.1053 0.7101 0.028 Uiso 1 1 calc R . .
C13 C 0.20492(16) 0.5166(2) 0.5791(4) 0.0231(7) Uani 1 1 d . . .
H13A H 0.2186 0.4717 0.6532 0.035 Uiso 1 1 calc R . .
H13B H 0.1862 0.5680 0.6208 0.035 Uiso 1 1 calc R . .
H13C H 0.2402 0.5378 0.5381 0.035 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 0.01227(7) 0.00989(7) 0.00885(7) 0.000 0.00319(5) 0.000
Cl1 0.0311(4) 0.0146(3) 0.0123(3) 0.0018(3) 0.0059(3) -0.0032(3)
Cl2 0.0256(4) 0.0145(3) 0.0141(3) -0.0033(3) 0.0059(3) 0.0022(3)
Au2 0.01336(8) 0.01174(7) 0.01138(7) -0.00029(5) 0.00372(6) 0.00068(5)
Cl3 0.0155(3) 0.0277(4) 0.0192(3) -0.0019(3) 0.0040(3) -0.0041(3)
Cl4 0.0250(4) 0.0262(4) 0.0136(3) 0.0043(3) 0.0039(3) -0.0037(3)
N1 0.0179(13) 0.0147(12) 0.0139(11) -0.0013(10) 0.0050(10) -0.0004(10)
N2 0.0148(12) 0.0128(11) 0.0117(11) -0.0010(9) 0.0029(10) -0.0009(9)
C2 0.0218(16) 0.0143(14) 0.0188(14) -0.0002(12) 0.0075(12) -0.0014(12)
C3 0.0243(17) 0.0143(14) 0.0301(18) 0.0025(13) 0.0071(15) 0.0017(13)
C4 0.0268(18) 0.0215(17) 0.0310(18) 0.0074(15) 0.0006(15) 0.0061(14)
C5 0.0225(16) 0.0208(16) 0.0205(15) 0.0036(13) 0.0004(13) 0.0031(13)
C6 0.0167(13) 0.0124(12) 0.0118(11) 0.0002(10) 0.0048(11) -0.0002(11)
C7 0.0131(13) 0.0160(13) 0.0130(13) -0.0004(10) 0.0060(11) 0.0008(10)
C8 0.0183(15) 0.0181(14) 0.0129(13) -0.0023(11) 0.0023(12) 0.0008(11)
C9 0.0206(16) 0.0208(16) 0.0168(14) -0.0065(12) 0.0048(12) -0.0040(12)
C10 0.0209(16) 0.0131(13) 0.0210(15) -0.0033(12) 0.0071(13) -0.0029(12)
C11 0.0172(14) 0.0131(13) 0.0153(13) 0.0006(11) 0.0094(11) 0.0002(11)
C12 0.0236(16) 0.0163(14) 0.0175(14) 0.0035(12) 0.0059(12) 0.0012(12)
C13 0.0272(18) 0.0159(15) 0.0263(17) -0.0036(13) 0.0049(14) -0.0032(13)

_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 Cl2 2.2779(7) . ?
Au1 Cl2 2.2780(7) 2_556 ?
Au1 Cl1 2.2810(7) . ?
Au1 Cl1 2.2810(7) 2_556 ?
Au2 Cl3 2.2833(8) 7_557 ?
Au2 Cl3 2.2833(8) . ?
Au2 Cl4 2.2853(8) . ?
Au2 Cl4 2.2853(8) 7_557 ?
N1 C2 1.343(4) . ?
N1 C6 1.346(4) . ?
N2 C11 1.347(4) . ?
N2 C7 1.364(4) . ?
N2 H2 0.82(4) . ?
C2 C3 1.395(4) . ?
C2 C13 1.502(4) . ?
C3 C4 1.376(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.389(5) . ?
C4 H4 0.9500 . ?
C5 C6 1.383(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.471(4) . ?
C7 C8 1.376(4) . ?
C8 C9 1.386(5) . ?
C8 H8 0.9500 . ?
C9 C10 1.392(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.382(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.494(4) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?

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
Cl2 Au1 Cl2 90.20(4) . 2_556 ?
Cl2 Au1 Cl1 89.07(3) . . ?
Cl2 Au1 Cl1 178.30(3) 2_556 . ?
Cl2 Au1 Cl1 178.30(3) . 2_556 ?
Cl2 Au1 Cl1 89.07(3) 2_556 2_556 ?
Cl1 Au1 Cl1 91.70(4) . 2_556 ?
Cl3 Au2 Cl3 180.0 7_557 . ?
Cl3 Au2 Cl4 90.29(3) 7_557 . ?
Cl3 Au2 Cl4 89.71(3) . . ?
Cl3 Au2 Cl4 89.71(3) 7_557 7_557 ?
Cl3 Au2 Cl4 90.29(3) . 7_557 ?
Cl4 Au2 Cl4 180.0 . 7_557 ?
C2 N1 C6 118.0(3) . . ?
C11 N2 C7 124.5(3) . . ?
C11 N2 H2 119(3) . . ?
C7 N2 H2 117(3) . . ?
N1 C2 C3 122.1(3) . . ?
N1 C2 C13 117.3(3) . . ?
C3 C2 C13 120.6(3) . . ?
C4 C3 C2 119.1(3) . . ?
C4 C3 H3 120.5 . . ?
C2 C3 H3 120.5 . . ?
C3 C4 C5 119.4(3) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
C6 C5 C4 118.1(3) . . ?
C6 C5 H5 121.0 . . ?
C4 C5 H5 121.0 . . ?
N1 C6 C5 123.3(3) . . ?
N1 C6 C7 115.5(3) . . ?
C5 C6 C7 121.2(3) . . ?
N2 C7 C8 118.2(3) . . ?
N2 C7 C6 115.6(3) . . ?
C8 C7 C6 126.2(3) . . ?
C7 C8 C9 119.3(3) . . ?
C7 C8 H8 120.3 . . ?
C9 C8 H8 120.3 . . ?
C8 C9 C10 120.6(3) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 H9 119.7 . . ?
C11 C10 C9 119.6(3) . . ?
C11 C10 H10 120.2 . . ?
C9 C10 H10 120.2 . . ?
N2 C11 C10 117.9(3) . . ?
N2 C11 C12 118.1(3) . . ?
C10 C11 C12 123.9(3) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C2 C13 H13A 109.5 . . ?
C2 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C2 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2 Cl4 0.82(4) 2.79(4) 3.581(3) 160(4) 7_557

_diffrn_measured_fraction_theta_max 0.989
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         2.160
_refine_diff_density_min         -3.005
_refine_diff_density_rms         0.219

# Attachment '- 7.cif'

data_x83998
_database_code_depnum_ccdc_archive 'CCDC 878433'
#TrackingRef '- 7.cif'

_audit_creation_date             2011-11-11
_audit_creation_method           
;
Olex2 1.1
(compiled 2011.11.01 svn.r2039, GUI svn.r3906)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
?
;
_chemical_formula_moiety         'C12 H12 Au N2 O, Cl O4'
_chemical_formula_sum            'C12 H12 Au Cl N2 O5'
_chemical_formula_weight         496.65
_chemical_melting_point          ?
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'
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'
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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   7.6032(6)
_cell_length_b                   9.2289(8)
_cell_length_c                   9.9600(9)
_cell_angle_alpha                82.321(5)
_cell_angle_beta                 85.907(5)
_cell_angle_gamma                88.085(5)
_cell_volume                     690.65(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5583
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      29.606
_cell_measurement_theta_min      2.687
_exptl_absorpt_coefficient_mu    10.867
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.4048
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
R(int) was 0.1448 before and 0.0653 after correction.
The Ratio of minimum to maximum transmission is 0.5426.
The \l/2 correction factor is 0.0015.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    2.388
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             468
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.04
_exptl_special_details           
;
?
;
_diffrn_reflns_av_R_equivalents  0.0572
_diffrn_reflns_av_unetI/netI     0.0695
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            14381
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         30.58
_diffrn_reflns_theta_min         2.07
_diffrn_ambient_temperature      200.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measurement_device_type  'X8 APEX2 CCD diffractometer'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                3462
_reflns_number_total             4058
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'APEX2 (Bruker, 2011)'
_computing_data_collection       'APEX2 (Bruker, 2011)'
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         13.146
_refine_diff_density_min         -4.461
_refine_diff_density_rms         0.738
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         4058
_refine_ls_number_restraints     421
_refine_ls_R_factor_all          0.0821
_refine_ls_R_factor_gt           0.0724
_refine_ls_restrained_S_all      1.012
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.1573P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1982
_refine_ls_wR_factor_ref         0.2089
_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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 0.67831(4) 0.95456(4) 0.93685(3) 0.01340(16) Uani 1 1 d U . .
Cl1 Cl 0.6289(3) 0.6743(3) 0.7162(3) 0.0174(5) Uani 1 1 d U . .
O1 O 0.5179(11) 0.9040(9) 1.0974(9) 0.0175(15) Uani 1 1 d U . .
N1 N 0.8854(11) 0.8082(10) 0.9826(10) 0.0136(15) Uani 1 1 d U . .
C1 C 0.8864(14) 0.6969(11) 1.0838(11) 0.0177(18) Uani 1 1 d U . .
O2 O 0.5478(11) 0.8152(9) 0.6722(9) 0.0263(17) Uani 1 1 d U . .
N2 N 0.8552(12) 1.0225(10) 0.7735(10) 0.0155(15) Uani 1 1 d U . .
C2 C 1.0468(14) 0.6208(12) 1.1112(11) 0.0194(19) Uani 1 1 d U . .
H2 H 1.0502 0.5462 1.1866 0.023 Uiso 1 1 calc R . .
O3 O 0.8168(10) 0.6903(10) 0.7044(9) 0.0277(18) Uani 1 1 d U . .
C3 C 1.1982(14) 0.6533(12) 1.0301(12) 0.0193(19) Uani 1 1 d U . .
H3 H 1.3059 0.6017 1.0481 0.023 Uiso 1 1 calc R . .
O4 O 0.5789(14) 0.5676(12) 0.6386(11) 0.045(3) Uani 1 1 d U . .
C4 C 1.1895(14) 0.7631(11) 0.9217(12) 0.0178(18) Uani 1 1 d U . .
H4 H 1.2902 0.7832 0.8607 0.021 Uiso 1 1 calc R . .
O5 O 0.5744(11) 0.6343(10) 0.8590(9) 0.0284(19) Uani 1 1 d U . .
C5 C 1.0359(13) 0.8430(10) 0.9020(11) 0.0146(16) Uani 1 1 d U . .
C6 C 1.0154(13) 0.9624(11) 0.7876(10) 0.0139(16) Uani 1 1 d U . .
C7 C 1.1591(14) 1.0043(13) 0.7008(12) 0.023(2) Uani 1 1 d U . .
H7 H 1.2715 0.9585 0.7138 0.027 Uiso 1 1 calc R . .
C8 C 1.1363(14) 1.1163(14) 0.5926(11) 0.022(2) Uani 1 1 d U . .
H8 H 1.2333 1.1501 0.5324 0.027 Uiso 1 1 calc R . .
C9 C 0.9657(15) 1.1769(14) 0.5761(12) 0.024(2) Uani 1 1 d U . .
H9 H 0.9451 1.2516 0.5032 0.029 Uiso 1 1 calc R . .
C10 C 0.8272(13) 1.1262(11) 0.6677(11) 0.0164(17) Uani 1 1 d U . .
C11 C 0.6504(15) 1.1915(14) 0.6476(13) 0.026(2) Uani 1 1 d U . .
H11A H 0.6063 1.1622 0.5654 0.038 Uiso 1 1 calc R . .
H11B H 0.6567 1.2984 0.6378 0.038 Uiso 1 1 calc R . .
H11C H 0.5703 1.1577 0.7261 0.038 Uiso 1 1 calc R . .
C12 C 0.7203(15) 0.6544(15) 1.1712(13) 0.028(3) Uani 1 1 d U . .
H12A H 0.6859 0.7318 1.2269 0.041 Uiso 1 1 calc R . .
H12B H 0.7423 0.5628 1.2303 0.041 Uiso 1 1 calc R . .
H12C H 0.6253 0.6409 1.1129 0.041 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 0.0096(2) 0.0147(2) 0.0162(2) -0.00344(15) -0.00038(14) 0.00017(14)
Cl1 0.0155(11) 0.0176(11) 0.0194(11) -0.0042(9) 0.0003(9) -0.0009(8)
O1 0.015(3) 0.017(3) 0.019(3) -0.001(3) 0.003(3) 0.007(3)
N1 0.007(3) 0.013(3) 0.021(4) -0.006(3) -0.001(3) 0.002(3)
C1 0.019(4) 0.015(4) 0.020(4) -0.008(3) -0.002(3) 0.005(3)
O2 0.020(4) 0.026(4) 0.030(4) 0.004(3) 0.003(3) 0.008(3)
N2 0.014(3) 0.015(3) 0.018(4) -0.007(3) 0.006(3) 0.001(3)
C2 0.020(4) 0.019(4) 0.019(4) -0.002(3) -0.007(3) 0.002(3)
O3 0.016(3) 0.035(5) 0.030(4) 0.001(4) 0.002(3) 0.004(3)
C3 0.014(4) 0.020(4) 0.024(5) -0.001(4) -0.005(3) 0.004(3)
O4 0.053(6) 0.041(5) 0.049(6) -0.030(5) 0.000(5) -0.012(5)
C4 0.014(4) 0.016(4) 0.024(4) -0.005(3) -0.001(3) 0.000(3)
O5 0.022(4) 0.036(5) 0.023(4) 0.009(3) 0.005(3) 0.007(4)
C5 0.016(4) 0.012(4) 0.017(4) -0.007(3) -0.005(3) -0.001(3)
C6 0.016(4) 0.013(4) 0.014(4) -0.011(3) 0.001(3) 0.002(3)
C7 0.015(4) 0.026(5) 0.025(5) 0.001(4) -0.001(3) 0.001(4)
C8 0.014(4) 0.032(5) 0.020(4) 0.001(4) -0.003(3) -0.002(4)
C9 0.021(4) 0.029(5) 0.022(4) -0.002(4) -0.003(3) -0.001(4)
C10 0.014(4) 0.015(4) 0.021(4) -0.008(3) 0.000(3) 0.003(3)
C11 0.016(4) 0.027(6) 0.029(6) 0.002(5) 0.011(4) 0.007(4)
C12 0.020(5) 0.033(6) 0.029(6) 0.009(5) -0.011(4) -0.011(4)

_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 Au1 3.0465(7) 2_677 ?
Au1 O1 1.967(8) 2_677 ?
Au1 O1 1.955(8) . ?
Au1 N1 2.076(9) . ?
Au1 N2 2.079(9) . ?
Cl1 O2 1.447(8) . ?
Cl1 O3 1.436(8) . ?
Cl1 O4 1.408(9) . ?
Cl1 O5 1.455(9) . ?
O1 Au1 1.967(8) 2_677 ?
N1 C1 1.340(14) . ?
N1 C5 1.372(13) . ?
C1 C2 1.412(15) . ?
C1 C12 1.513(16) . ?
N2 C6 1.330(14) . ?
N2 C10 1.350(14) . ?
C2 C3 1.376(15) . ?
C3 C4 1.382(15) . ?
C4 C5 1.373(14) . ?
C5 C6 1.488(15) . ?
C6 C7 1.376(14) . ?
C7 C8 1.406(16) . ?
C8 C9 1.407(16) . ?
C9 C10 1.393(15) . ?
C10 C11 1.471(15) . ?

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
O1 Au1 Au1 38.9(2) 2_677 2_677 ?
O1 Au1 Au1 39.2(2) . 2_677 ?
O1 Au1 O1 78.1(4) . 2_677 ?
O1 Au1 N1 177.2(3) 2_677 . ?
O1 Au1 N1 100.1(4) . . ?
O1 Au1 N2 175.4(3) . . ?
O1 Au1 N2 101.0(4) 2_677 . ?
N1 Au1 Au1 139.2(3) . 2_677 ?
N1 Au1 N2 80.7(4) . . ?
N2 Au1 Au1 139.7(3) . 2_677 ?
O2 Cl1 O5 107.7(5) . . ?
O3 Cl1 O2 108.2(5) . . ?
O3 Cl1 O5 108.2(5) . . ?
O4 Cl1 O2 111.1(7) . . ?
O4 Cl1 O3 110.9(6) . . ?
O4 Cl1 O5 110.7(6) . . ?
Au1 O1 Au1 101.9(4) . 2_677 ?
C1 N1 Au1 127.0(7) . . ?
C1 N1 C5 120.6(9) . . ?
C5 N1 Au1 112.2(7) . . ?
N1 C1 C2 119.1(10) . . ?
N1 C1 C12 121.2(9) . . ?
C2 C1 C12 119.7(10) . . ?
C6 N2 Au1 112.7(7) . . ?
C6 N2 C10 119.8(9) . . ?
C10 N2 Au1 127.1(7) . . ?
C3 C2 C1 120.9(10) . . ?
C2 C3 C4 118.3(10) . . ?
C5 C4 C3 120.2(10) . . ?
N1 C5 C4 120.7(10) . . ?
N1 C5 C6 115.6(9) . . ?
C4 C5 C6 123.5(9) . . ?
N2 C6 C5 117.3(9) . . ?
N2 C6 C7 123.0(10) . . ?
C7 C6 C5 119.7(9) . . ?
C6 C7 C8 118.7(10) . . ?
C7 C8 C9 118.1(10) . . ?
C10 C9 C8 119.3(10) . . ?
N2 C10 C9 121.0(10) . . ?
N2 C10 C11 121.0(9) . . ?
C9 C10 C11 118.1(10) . . ?