# Electronic Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2013


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#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
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# 
#  This CIF contains data from an original supplementary publication 
#  deposited with the CCDC, and may include chemical, crystal,   
#  experimental, refinement, atomic coordinates, 
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted. 
# 
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#  fide research purposes only. It may contain copyright material 
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data_compound_1AuCl
_database_code_depnum_ccdc_archive 'CCDC 924514'
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H28 Au Cl N2'
_chemical_formula_sum            'C19 H28 Au Cl N2'
_chemical_formula_weight         516.85
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   'P 21/n'
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                   9.8369(11)
_cell_length_b                   17.341(2)
_cell_length_c                   11.3162(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.9140(10)
_cell_angle_gamma                90.00
_cell_volume                     1895.4(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?
_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.811
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1008
_exptl_absorpt_coefficient_mu    7.904
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4195
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_process_details   sadabs
_exptl_special_details           
;
?
;
_diffrn_ambient_temperature      296(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  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10885
_diffrn_reflns_av_R_equivalents  0.0283
_diffrn_reflns_av_sigmaI/netI    0.0310
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.78
_diffrn_reflns_theta_max         27.48
_reflns_number_total             4262
_reflns_number_gt                4078
_reflns_threshold_expression     >2sigma(I)
_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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^)+(0.1000P)^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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4262
_refine_ls_number_parameters     212
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0257
_refine_ls_R_factor_gt           0.0246
_refine_ls_wR_factor_ref         0.0883
_refine_ls_wR_factor_gt          0.0863
_refine_ls_goodness_of_fit_ref   0.789
_refine_ls_restrained_S_all      0.789
_refine_ls_shift/su_max          0.015
_refine_ls_shift/su_mean         0.002
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 0.458987(10) 0.099757(6) 0.194166(9) 0.01342(8) Uani 1 1 d . . .
Cl1 Cl 0.24418(7) 0.14555(4) 0.21124(7) 0.01909(15) Uani 1 1 d . . .
N1 N 0.7550(2) 0.06455(12) 0.2597(2) 0.0126(4) Uani 1 1 d . . .
N2 N 0.6614(2) 0.03066(13) 0.0653(2) 0.0148(5) Uani 1 1 d . . .
C1 C 0.6429(3) 0.06129(14) 0.1733(2) 0.0127(5) Uani 1 1 d . . .
C2 C 0.8990(3) 0.06611(16) 0.2359(2) 0.0162(5) Uani 1 1 d . . .
H11 H 0.9534 0.0271 0.2851 0.019 Uiso 1 1 calc R . .
H10 H 0.9400 0.1159 0.2600 0.019 Uiso 1 1 calc R . .
C3 C 0.9065(3) 0.05193(17) 0.1051(2) 0.0164(5) Uani 1 1 d . . .
H1 H 0.9968 0.0292 0.1012 0.020 Uiso 1 1 calc R . .
C4 C 0.7942(3) -0.00803(16) 0.0631(3) 0.0180(6) Uani 1 1 d . . .
H8 H 0.7980 -0.0254 -0.0177 0.022 Uiso 1 1 calc R . .
H9 H 0.8059 -0.0522 0.1166 0.022 Uiso 1 1 calc R . .
C5 C 0.6248(3) 0.08372(17) -0.0376(3) 0.0168(5) Uani 1 1 d . . .
H7 H 0.5315 0.1032 -0.0423 0.020 Uiso 1 1 calc R . .
H6 H 0.6297 0.0573 -0.1123 0.020 Uiso 1 1 calc R . .
C6 C 0.7300(3) 0.15040(17) -0.0164(3) 0.0211(6) Uani 1 1 d . . .
H5 H 0.7100 0.1829 0.0480 0.025 Uiso 1 1 calc R . .
H4 H 0.7198 0.1816 -0.0887 0.025 Uiso 1 1 calc R . .
C7 C 0.8807(3) 0.12175(19) 0.0169(3) 0.0212(6) Uani 1 1 d . . .
H2 H 0.9382 0.1643 0.0525 0.025 Uiso 1 1 calc R . .
H3 H 0.9114 0.1076 -0.0568 0.025 Uiso 1 1 calc R . .
C8 C 0.7480(3) 0.07689(17) 0.3847(2) 0.0134(5) Uani 1 1 d . . .
C9 C 0.7518(3) 0.01259(16) 0.4590(3) 0.0150(5) Uani 1 1 d . . .
C10 C 0.7605(3) 0.02458(17) 0.5821(3) 0.0172(6) Uani 1 1 d . . .
H21 H 0.7629 -0.0175 0.6334 0.021 Uiso 1 1 calc R . .
C11 C 0.7656(4) 0.09896(16) 0.6286(3) 0.0226(7) Uani 1 1 d . . .
H20 H 0.7738 0.1063 0.7111 0.027 Uiso 1 1 calc R . .
C12 C 0.7585(3) 0.16253(18) 0.5526(3) 0.0190(6) Uani 1 1 d . . .
H19 H 0.7598 0.2120 0.5846 0.023 Uiso 1 1 calc R . .
C13 C 0.7496(3) 0.15277(16) 0.4290(3) 0.0168(5) Uani 1 1 d . . .
C14 C 0.7403(3) 0.22318(16) 0.3481(3) 0.0182(6) Uani 1 1 d . . .
H15 H 0.7305 0.2054 0.2647 0.022 Uiso 1 1 calc R . .
C15 C 0.8717(3) 0.27241(17) 0.3778(3) 0.0239(6) Uani 1 1 d . . .
H12 H 0.8772 0.2956 0.4556 0.036 Uiso 1 1 calc R . .
H14 H 0.8688 0.3121 0.3182 0.036 Uiso 1 1 calc R . .
H13 H 0.9514 0.2404 0.3782 0.036 Uiso 1 1 calc R . .
C16 C 0.6139(3) 0.27191(17) 0.3581(3) 0.0241(6) Uani 1 1 d . . .
H17 H 0.5336 0.2394 0.3493 0.036 Uiso 1 1 calc R . .
H16 H 0.6002 0.3103 0.2959 0.036 Uiso 1 1 calc R . .
H18 H 0.6283 0.2967 0.4354 0.036 Uiso 1 1 calc R . .
C17 C 0.7423(3) -0.06980(15) 0.4097(3) 0.0164(5) Uani 1 1 d . . .
H22 H 0.7450 -0.0672 0.3237 0.020 Uiso 1 1 calc R . .
C18 C 0.6035(4) -0.10540(19) 0.4229(4) 0.0300(9) Uani 1 1 d . . .
H23 H 0.5978 -0.1079 0.5065 0.045 Uiso 1 1 calc R . .
H25 H 0.5964 -0.1565 0.3895 0.045 Uiso 1 1 calc R . .
H24 H 0.5292 -0.0742 0.3808 0.045 Uiso 1 1 calc R . .
C19 C 0.8642(3) -0.12006(19) 0.4708(3) 0.0242(6) Uani 1 1 d . . .
H27 H 0.9496 -0.0975 0.4585 0.036 Uiso 1 1 calc R . .
H28 H 0.8550 -0.1709 0.4366 0.036 Uiso 1 1 calc R . .
H26 H 0.8642 -0.1232 0.5555 0.036 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 0.01080(11) 0.01547(11) 0.01369(11) 0.00030(3) 0.00154(7) 0.00077(3)
Cl1 0.0135(3) 0.0225(3) 0.0220(3) 0.0051(2) 0.0050(2) 0.0030(2)
N1 0.0118(11) 0.0120(10) 0.0136(10) -0.0016(8) 0.0016(8) 0.0005(8)
N2 0.0161(11) 0.0142(10) 0.0134(11) -0.0018(9) 0.0011(9) -0.0004(9)
C1 0.0131(12) 0.0099(11) 0.0150(12) -0.0010(9) 0.0025(10) -0.0022(9)
C2 0.0109(12) 0.0219(14) 0.0157(12) -0.0046(11) 0.0022(10) -0.0018(10)
C3 0.0117(12) 0.0216(13) 0.0156(13) -0.0036(11) 0.0023(10) 0.0012(10)
C4 0.0185(15) 0.0160(13) 0.0184(13) -0.0021(11) 0.0009(11) 0.0027(11)
C5 0.0195(15) 0.0190(11) 0.0107(13) -0.0017(11) -0.0001(11) 0.0024(12)
C6 0.0265(16) 0.0188(13) 0.0181(13) 0.0019(11) 0.0049(12) -0.0005(12)
C7 0.0243(16) 0.0242(14) 0.0168(14) -0.0012(12) 0.0078(12) -0.0069(13)
C8 0.0116(13) 0.0152(12) 0.0132(12) 0.0008(11) 0.0017(10) -0.0005(10)
C9 0.0157(13) 0.0127(12) 0.0161(13) -0.0008(10) 0.0022(10) -0.0014(10)
C10 0.0152(13) 0.0196(13) 0.0162(13) 0.0037(11) 0.0017(11) 0.0004(11)
C11 0.0210(18) 0.0298(19) 0.0182(16) -0.0045(11) 0.0064(14) -0.0039(10)
C12 0.0179(14) 0.0201(14) 0.0184(14) -0.0040(12) 0.0015(11) -0.0013(11)
C13 0.0149(13) 0.0187(13) 0.0168(13) -0.0028(11) 0.0029(10) -0.0033(11)
C14 0.0243(15) 0.0125(12) 0.0179(13) -0.0007(10) 0.0045(11) -0.0010(11)
C15 0.0298(17) 0.0176(13) 0.0241(15) 0.0007(12) 0.0049(13) -0.0057(12)
C16 0.0285(16) 0.0169(13) 0.0263(16) -0.0048(12) 0.0037(13) 0.0029(12)
C17 0.0194(14) 0.0123(13) 0.0172(13) -0.0013(10) 0.0022(11) -0.0007(10)
C18 0.025(2) 0.0271(19) 0.038(2) -0.0076(13) 0.0057(17) -0.0112(12)
C19 0.0249(16) 0.0188(13) 0.0273(16) -0.0027(13) 0.0005(13) 0.0045(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 C1 1.983(3) . ?
Au1 Cl1 2.2994(7) . ?
N1 C1 1.330(3) . ?
N1 C8 1.445(3) . ?
N1 C2 1.491(3) . ?
N2 C1 1.376(4) . ?
N2 C4 1.472(4) . ?
N2 C5 1.474(4) . ?
C2 C3 1.516(4) . ?
C2 H11 0.9700 . ?
C2 H10 0.9700 . ?
C3 C4 1.526(4) . ?
C3 C7 1.559(4) . ?
C3 H1 0.9800 . ?
C4 H8 0.9700 . ?
C4 H9 0.9700 . ?
C5 C6 1.540(4) . ?
C5 H7 0.9700 . ?
C5 H6 0.9700 . ?
C6 C7 1.541(5) . ?
C6 H5 0.9700 . ?
C6 H4 0.9700 . ?
C7 H2 0.9700 . ?
C7 H3 0.9700 . ?
C8 C9 1.392(4) . ?
C8 C13 1.407(4) . ?
C9 C10 1.395(4) . ?
C9 C17 1.530(4) . ?
C10 C11 1.390(4) . ?
C10 H21 0.9300 . ?
C11 C12 1.392(4) . ?
C11 H20 0.9300 . ?
C12 C13 1.396(4) . ?
C12 H19 0.9300 . ?
C13 C14 1.518(4) . ?
C14 C16 1.526(4) . ?
C14 C15 1.532(4) . ?
C14 H15 0.9800 . ?
C15 H12 0.9600 . ?
C15 H14 0.9600 . ?
C15 H13 0.9600 . ?
C16 H17 0.9600 . ?
C16 H16 0.9600 . ?
C16 H18 0.9600 . ?
C17 C18 1.532(5) . ?
C17 C19 1.536(4) . ?
C17 H22 0.9800 . ?
C18 H23 0.9600 . ?
C18 H25 0.9600 . ?
C18 H24 0.9600 . ?
C19 H27 0.9600 . ?
C19 H28 0.9600 . ?
C19 H26 0.9600 . ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Au1 Cl1 177.95(8) . . ?
C1 N1 C8 122.7(2) . . ?
C1 N1 C2 123.5(2) . . ?
C8 N1 C2 113.4(2) . . ?
C1 N2 C4 117.3(2) . . ?
C1 N2 C5 114.0(2) . . ?
C4 N2 C5 110.9(2) . . ?
N1 C1 N2 116.0(2) . . ?
N1 C1 Au1 123.1(2) . . ?
N2 C1 Au1 120.88(19) . . ?
N1 C2 C3 113.4(2) . . ?
N1 C2 H11 108.9 . . ?
C3 C2 H11 108.9 . . ?
N1 C2 H10 108.9 . . ?
C3 C2 H10 108.9 . . ?
H11 C2 H10 107.7 . . ?
C2 C3 C4 104.4(2) . . ?
C2 C3 C7 117.9(2) . . ?
C4 C3 C7 108.0(2) . . ?
C2 C3 H1 108.7 . . ?
C4 C3 H1 108.7 . . ?
C7 C3 H1 108.7 . . ?
N2 C4 C3 106.0(2) . . ?
N2 C4 H8 110.5 . . ?
C3 C4 H8 110.5 . . ?
N2 C4 H9 110.5 . . ?
C3 C4 H9 110.5 . . ?
H8 C4 H9 108.7 . . ?
N2 C5 C6 106.8(2) . . ?
N2 C5 H7 110.4 . . ?
C6 C5 H7 110.4 . . ?
N2 C5 H6 110.4 . . ?
C6 C5 H6 110.4 . . ?
H7 C5 H6 108.6 . . ?
C5 C6 C7 112.5(3) . . ?
C5 C6 H5 109.1 . . ?
C7 C6 H5 109.1 . . ?
C5 C6 H4 109.1 . . ?
C7 C6 H4 109.1 . . ?
H5 C6 H4 107.8 . . ?
C6 C7 C3 116.0(2) . . ?
C6 C7 H2 108.3 . . ?
C3 C7 H2 108.3 . . ?
C6 C7 H3 108.3 . . ?
C3 C7 H3 108.3 . . ?
H2 C7 H3 107.4 . . ?
C9 C8 C13 122.5(3) . . ?
C9 C8 N1 118.1(3) . . ?
C13 C8 N1 119.2(2) . . ?
C8 C9 C10 118.2(3) . . ?
C8 C9 C17 122.4(3) . . ?
C10 C9 C17 119.4(3) . . ?
C11 C10 C9 120.5(3) . . ?
C11 C10 H21 119.8 . . ?
C9 C10 H21 119.8 . . ?
C10 C11 C12 120.4(3) . . ?
C10 C11 H20 119.8 . . ?
C12 C11 H20 119.8 . . ?
C11 C12 C13 120.7(3) . . ?
C11 C12 H19 119.7 . . ?
C13 C12 H19 119.7 . . ?
C12 C13 C8 117.7(3) . . ?
C12 C13 C14 119.5(3) . . ?
C8 C13 C14 122.9(3) . . ?
C13 C14 C16 110.9(2) . . ?
C13 C14 C15 111.4(2) . . ?
C16 C14 C15 109.9(2) . . ?
C13 C14 H15 108.2 . . ?
C16 C14 H15 108.2 . . ?
C15 C14 H15 108.2 . . ?
C14 C15 H12 109.5 . . ?
C14 C15 H14 109.5 . . ?
H12 C15 H14 109.5 . . ?
C14 C15 H13 109.5 . . ?
H12 C15 H13 109.5 . . ?
H14 C15 H13 109.5 . . ?
C14 C16 H17 109.5 . . ?
C14 C16 H16 109.5 . . ?
H17 C16 H16 109.5 . . ?
C14 C16 H18 109.5 . . ?
H17 C16 H18 109.5 . . ?
H16 C16 H18 109.5 . . ?
C9 C17 C18 109.6(2) . . ?
C9 C17 C19 112.2(2) . . ?
C18 C17 C19 111.2(3) . . ?
C9 C17 H22 107.9 . . ?
C18 C17 H22 107.9 . . ?
C19 C17 H22 107.9 . . ?
C17 C18 H23 109.5 . . ?
C17 C18 H25 109.5 . . ?
H23 C18 H25 109.5 . . ?
C17 C18 H24 109.5 . . ?
H23 C18 H24 109.5 . . ?
H25 C18 H24 109.5 . . ?
C17 C19 H27 109.5 . . ?
C17 C19 H28 109.5 . . ?
H27 C19 H28 109.5 . . ?
C17 C19 H26 109.5 . . ?
H27 C19 H26 109.5 . . ?
H28 C19 H26 109.5 . . ?
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
C8 N1 C1 N2 -164.4(2) . . . . ?
C2 N1 C1 N2 23.8(4) . . . . ?
C8 N1 C1 Au1 16.9(3) . . . . ?
C2 N1 C1 Au1 -154.9(2) . . . . ?
C4 N2 C1 N1 11.1(3) . . . . ?
C5 N2 C1 N1 -120.8(3) . . . . ?
C4 N2 C1 Au1 -170.18(19) . . . . ?
C5 N2 C1 Au1 57.9(3) . . . . ?
Cl1 Au1 C1 N1 147.4(19) . . . . ?
Cl1 Au1 C1 N2 -31(2) . . . . ?
C1 N1 C2 C3 -8.4(4) . . . . ?
C8 N1 C2 C3 179.1(2) . . . . ?
N1 C2 C3 C4 -36.9(3) . . . . ?
N1 C2 C3 C7 82.9(3) . . . . ?
C1 N2 C4 C3 -57.7(3) . . . . ?
C5 N2 C4 C3 75.6(3) . . . . ?
C2 C3 C4 N2 66.8(3) . . . . ?
C7 C3 C4 N2 -59.4(3) . . . . ?
C1 N2 C5 C6 66.6(3) . . . . ?
C4 N2 C5 C6 -68.4(3) . . . . ?
N2 C5 C6 C7 48.6(3) . . . . ?
C5 C6 C7 C3 -40.8(4) . . . . ?
C2 C3 C7 C6 -72.3(3) . . . . ?
C4 C3 C7 C6 45.6(3) . . . . ?
C1 N1 C8 C9 96.1(3) . . . . ?
C2 N1 C8 C9 -91.3(3) . . . . ?
C1 N1 C8 C13 -89.3(3) . . . . ?
C2 N1 C8 C13 83.3(3) . . . . ?
C13 C8 C9 C10 -1.4(4) . . . . ?
N1 C8 C9 C10 173.0(2) . . . . ?
C13 C8 C9 C17 176.7(2) . . . . ?
N1 C8 C9 C17 -8.9(4) . . . . ?
C8 C9 C10 C11 -0.2(4) . . . . ?
C17 C9 C10 C11 -178.3(3) . . . . ?
C9 C10 C11 C12 1.6(5) . . . . ?
C10 C11 C12 C13 -1.5(6) . . . . ?
C11 C12 C13 C8 0.0(5) . . . . ?
C11 C12 C13 C14 179.3(3) . . . . ?
C9 C8 C13 C12 1.5(4) . . . . ?
N1 C8 C13 C12 -172.9(3) . . . . ?
C9 C8 C13 C14 -177.8(3) . . . . ?
N1 C8 C13 C14 7.9(4) . . . . ?
C12 C13 C14 C16 -58.9(3) . . . . ?
C8 C13 C14 C16 120.3(3) . . . . ?
C12 C13 C14 C15 63.9(4) . . . . ?
C8 C13 C14 C15 -116.9(3) . . . . ?
C8 C9 C17 C18 -110.5(3) . . . . ?
C10 C9 C17 C18 67.5(3) . . . . ?
C8 C9 C17 C19 125.4(3) . . . . ?
C10 C9 C17 C19 -56.5(4) . . . . ?
_diffrn_measured_fraction_theta_max 0.982
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.982
_refine_diff_density_max         1.536
_refine_diff_density_min         -2.617
_refine_diff_density_rms         0.149


data_compound2
_database_code_depnum_ccdc_archive 'CCDC 924515'
#TrackingRef 'web_deposit_cif_file_0_DavidMartin_1360902246.RX.cif'
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C41 H58 Au Cl6 F3 N4 O3 S'
_chemical_formula_weight         1153.64
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'
F F 0.0171 0.0103 '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'
S S 0.1246 0.1234 '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
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
_cell_length_a                   11.8363(11)
_cell_length_b                   13.7890(13)
_cell_length_c                   16.121(2)
_cell_angle_alpha                110.5960(10)
_cell_angle_beta                 91.5170(10)
_cell_angle_gamma                104.5830(10)
_cell_volume                     2364.3(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9965
_cell_measurement_theta_min      2.49
_cell_measurement_theta_max      29.33
_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      0
_exptl_crystal_density_diffrn    1.621
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1160
_exptl_absorpt_coefficient_mu    3.548
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_special_details           
;
?
;
_diffrn_ambient_temperature      293(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_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            15826
_diffrn_reflns_av_R_equivalents  0.0158
_diffrn_reflns_av_sigmaI/netI    0.0269
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.38
_diffrn_reflns_theta_max         28.32
_reflns_number_total             10419
_reflns_number_gt                9843
_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, 1997)'
_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^)+(0.0415P)^2^+5.2765P] 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         10419
_refine_ls_number_parameters     540
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0313
_refine_ls_R_factor_gt           0.0291
_refine_ls_wR_factor_ref         0.0743
_refine_ls_wR_factor_gt          0.0728
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.003
_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 0.572538(9) 0.723680(9) 0.282197(7) 0.01235(4) Uani 1 1 d . . .
N1 N 0.7644(2) 0.9306(2) 0.36401(17) 0.0143(5) Uani 1 1 d . . .
N2 N 0.7225(2) 0.8779(2) 0.21187(17) 0.0130(5) Uani 1 1 d . . .
N3 N 0.4574(2) 0.4883(2) 0.23893(17) 0.0152(5) Uani 1 1 d . . .
N4 N 0.3499(2) 0.5981(2) 0.31888(17) 0.0142(5) Uani 1 1 d . . .
C1 C 0.6987(3) 0.8567(2) 0.2848(2) 0.0134(6) Uani 1 1 d . . .
C2 C 0.8353(3) 0.8830(3) 0.4067(2) 0.0188(6) Uani 1 1 d . . .
H2A H 0.7857 0.8187 0.4127 0.023 Uiso 1 1 calc R . .
H2B H 0.8713 0.9342 0.4658 0.023 Uiso 1 1 calc R . .
C3 C 0.9307(3) 0.8542(3) 0.3474(2) 0.0198(6) Uani 1 1 d . . .
H3A H 0.8948 0.7901 0.2951 0.024 Uiso 1 1 calc R . .
H3B H 0.9882 0.8376 0.3803 0.024 Uiso 1 1 calc R . .
C4 C 0.9943(3) 0.9461(3) 0.3170(2) 0.0210(7) Uani 1 1 d . . .
H4A H 1.0552 0.9973 0.3646 0.025 Uiso 1 1 calc R . .
H4B H 1.0331 0.9156 0.2658 0.025 Uiso 1 1 calc R . .
C5 C 0.9168(3) 1.0081(3) 0.2916(2) 0.0157(6) Uani 1 1 d . . .
H5 H 0.9676 1.0759 0.2910 0.019 Uiso 1 1 calc R . .
C6 C 0.8345(3) 0.9506(3) 0.2036(2) 0.0153(6) Uani 1 1 d . . .
H6A H 0.8166 1.0041 0.1833 0.018 Uiso 1 1 calc R . .
H6B H 0.8744 0.9086 0.1589 0.018 Uiso 1 1 calc R . .
C7 C 0.8353(3) 1.0342(3) 0.3620(2) 0.0168(6) Uani 1 1 d . . .
H7A H 0.8805 1.0790 0.4199 0.020 Uiso 1 1 calc R . .
H7B H 0.7847 1.0727 0.3471 0.020 Uiso 1 1 calc R . .
C8 C 0.4469(3) 0.5903(2) 0.2804(2) 0.0137(6) Uani 1 1 d . . .
C9 C 0.2736(3) 0.5125(2) 0.3453(2) 0.0160(6) Uani 1 1 d . . .
H9A H 0.1931 0.4960 0.3192 0.019 Uiso 1 1 calc R . .
H9B H 0.2755 0.5395 0.4098 0.019 Uiso 1 1 calc R . .
C10 C 0.3125(3) 0.4090(3) 0.3155(2) 0.0158(6) Uani 1 1 d . . .
H10 H 0.2439 0.3480 0.3080 0.019 Uiso 1 1 calc R . .
C11 C 0.4134(3) 0.4037(3) 0.3744(2) 0.0204(7) Uani 1 1 d . . .
H11A H 0.4156 0.3293 0.3555 0.024 Uiso 1 1 calc R . .
H11B H 0.3955 0.4251 0.4355 0.024 Uiso 1 1 calc R . .
C12 C 0.5369(3) 0.4739(3) 0.3733(2) 0.0197(6) Uani 1 1 d . . .
H12A H 0.5448 0.5480 0.4120 0.024 Uiso 1 1 calc R . .
H12B H 0.5955 0.4493 0.3972 0.024 Uiso 1 1 calc R . .
C13 C 0.5609(3) 0.4703(3) 0.2791(2) 0.0183(6) Uani 1 1 d . . .
H13A H 0.6317 0.5261 0.2824 0.022 Uiso 1 1 calc R . .
H13B H 0.5712 0.4008 0.2432 0.022 Uiso 1 1 calc R . .
C14 C 0.3518(3) 0.3980(2) 0.2243(2) 0.0159(6) Uani 1 1 d . . .
H14A H 0.3698 0.3297 0.1969 0.019 Uiso 1 1 calc R . .
H14B H 0.2901 0.4011 0.1853 0.019 Uiso 1 1 calc R . .
C15 C 0.6427(3) 0.8186(2) 0.1297(2) 0.0143(6) Uani 1 1 d . . .
C16 C 0.6555(3) 0.7202(3) 0.0713(2) 0.0163(6) Uani 1 1 d . . .
C17 C 0.5743(3) 0.6656(3) -0.0064(2) 0.0199(7) Uani 1 1 d . . .
H17 H 0.5791 0.5994 -0.0463 0.024 Uiso 1 1 calc R . .
C18 C 0.4873(3) 0.7086(3) -0.0246(2) 0.0207(7) Uani 1 1 d . . .
H18 H 0.4335 0.6705 -0.0760 0.025 Uiso 1 1 calc R . .
C19 C 0.4796(3) 0.8083(3) 0.0333(2) 0.0197(6) Uani 1 1 d . . .
H19 H 0.4219 0.8370 0.0193 0.024 Uiso 1 1 calc R . .
C20 C 0.5573(3) 0.8658(3) 0.1117(2) 0.0163(6) Uani 1 1 d . . .
C21 C 0.3193(3) 0.6993(2) 0.3481(2) 0.0153(6) Uani 1 1 d . . .
C22 C 0.2447(3) 0.7156(3) 0.2882(2) 0.0174(6) Uani 1 1 d . . .
C23 C 0.2192(3) 0.8140(3) 0.3153(2) 0.0196(6) Uani 1 1 d . . .
H23 H 0.1718 0.8278 0.2764 0.024 Uiso 1 1 calc R . .
C24 C 0.2630(3) 0.8921(3) 0.3994(2) 0.0205(7) Uani 1 1 d . . .
H24 H 0.2449 0.9577 0.4161 0.025 Uiso 1 1 calc R . .
C25 C 0.3336(3) 0.8733(3) 0.4587(2) 0.0200(6) Uani 1 1 d . . .
H25 H 0.3619 0.9261 0.5151 0.024 Uiso 1 1 calc R . .
C26 C 0.3628(3) 0.7753(3) 0.4345(2) 0.0162(6) Uani 1 1 d . . .
C27 C 0.7525(3) 0.6729(3) 0.0886(2) 0.0187(6) Uani 1 1 d . . .
H27 H 0.7985 0.7215 0.1463 0.022 Uiso 1 1 calc R . .
C28 C 0.8359(3) 0.6649(3) 0.0166(2) 0.0238(7) Uani 1 1 d . . .
H28A H 0.7935 0.6150 -0.0402 0.036 Uiso 1 1 calc R . .
H28B H 0.8995 0.6402 0.0317 0.036 Uiso 1 1 calc R . .
H28C H 0.8668 0.7347 0.0133 0.036 Uiso 1 1 calc R . .
C29 C 0.7018(3) 0.5618(3) 0.0943(3) 0.0262(7) Uani 1 1 d . . .
H29A H 0.6477 0.5671 0.1379 0.039 Uiso 1 1 calc R . .
H29B H 0.7647 0.5375 0.1114 0.039 Uiso 1 1 calc R . .
H29C H 0.6614 0.5114 0.0371 0.039 Uiso 1 1 calc R . .
C30 C 0.5463(3) 0.9729(3) 0.1769(2) 0.0185(6) Uani 1 1 d . . .
H30 H 0.6205 1.0095 0.2169 0.022 Uiso 1 1 calc R . .
C31 C 0.4487(4) 0.9534(3) 0.2335(3) 0.0292(8) Uani 1 1 d . . .
H31A H 0.3744 0.9207 0.1961 0.044 Uiso 1 1 calc R . .
H31B H 0.4474 1.0210 0.2781 0.044 Uiso 1 1 calc R . .
H31C H 0.4628 0.9064 0.2621 0.044 Uiso 1 1 calc R . .
C32 C 0.5261(4) 1.0466(3) 0.1292(3) 0.0329(9) Uani 1 1 d . . .
H32A H 0.5853 1.0532 0.0905 0.049 Uiso 1 1 calc R . .
H32B H 0.5305 1.1165 0.1727 0.049 Uiso 1 1 calc R . .
H32C H 0.4497 1.0162 0.0946 0.049 Uiso 1 1 calc R . .
C33 C 0.1934(3) 0.6304(3) 0.1959(2) 0.0217(7) Uani 1 1 d . . .
H33 H 0.2105 0.5634 0.1929 0.026 Uiso 1 1 calc R . .
C34 C 0.0594(3) 0.6079(4) 0.1812(3) 0.0410(11) Uani 1 1 d . . .
H34A H 0.0256 0.5893 0.2290 0.062 Uiso 1 1 calc R . .
H34B H 0.0282 0.5492 0.1254 0.062 Uiso 1 1 calc R . .
H34C H 0.0403 0.6712 0.1802 0.062 Uiso 1 1 calc R . .
C35 C 0.2503(4) 0.6628(4) 0.1227(3) 0.0388(10) Uani 1 1 d . . .
H35A H 0.2344 0.7282 0.1239 0.058 Uiso 1 1 calc R . .
H35B H 0.2186 0.6064 0.0656 0.058 Uiso 1 1 calc R . .
H35C H 0.3338 0.6742 0.1322 0.058 Uiso 1 1 calc R . .
C36 C 0.4382(3) 0.7559(3) 0.5018(2) 0.0174(6) Uani 1 1 d . . .
H36 H 0.4478 0.6833 0.4741 0.021 Uiso 1 1 calc R . .
C37 C 0.3774(3) 0.7613(3) 0.5857(2) 0.0207(7) Uani 1 1 d . . .
H37A H 0.3674 0.8321 0.6140 0.031 Uiso 1 1 calc R . .
H37B H 0.4249 0.7466 0.6264 0.031 Uiso 1 1 calc R . .
H37C H 0.3018 0.7088 0.5691 0.031 Uiso 1 1 calc R . .
C38 C 0.5607(3) 0.8372(3) 0.5270(2) 0.0231(7) Uani 1 1 d . . .
H38A H 0.5970 0.8337 0.4739 0.035 Uiso 1 1 calc R . .
H38B H 0.6083 0.8200 0.5660 0.035 Uiso 1 1 calc R . .
H38C H 0.5534 0.9086 0.5569 0.035 Uiso 1 1 calc R . .
C39 C 0.8497(4) 0.3109(4) 0.1622(3) 0.0379(10) Uani 1 1 d . . .
O1 O 1.0219(3) 0.3494(3) 0.2800(3) 0.0645(12) Uani 1 1 d . . .
O2 O 0.9518(3) 0.1691(2) 0.1651(2) 0.0376(7) Uani 1 1 d . . .
O3 O 0.8389(4) 0.2326(3) 0.2846(3) 0.0591(10) Uani 1 1 d . . .
F1 F 0.7588(3) 0.2396(3) 0.1117(3) 0.0874(13) Uani 1 1 d . . .
F2 F 0.8222(3) 0.3998(3) 0.2110(2) 0.0552(8) Uani 1 1 d . . .
F3 F 0.9205(4) 0.3384(3) 0.1043(2) 0.0754(11) Uani 1 1 d . . .
S1 S 0.92672(8) 0.26069(8) 0.22963(6) 0.02832(19) Uani 1 1 d . . .
C40 C 0.0527(3) 0.3606(3) 0.4857(2) 0.0218(7) Uani 1 1 d . . .
H40 H 0.0198 0.3648 0.4311 0.026 Uiso 1 1 calc R . .
Cl1 Cl 0.13826(8) 0.49029(8) 0.55539(7) 0.0341(2) Uani 1 1 d . . .
Cl2 Cl 0.13993(9) 0.26945(9) 0.45634(7) 0.0351(2) Uani 1 1 d . . .
Cl3 Cl -0.06387(8) 0.31453(8) 0.54010(7) 0.0306(2) Uani 1 1 d . . .
C41 C 0.1489(3) 0.0564(3) 0.1174(3) 0.0274(8) Uani 1 1 d . . .
H41 H 0.0780 0.0814 0.1200 0.033 Uiso 1 1 calc R . .
Cl4 Cl 0.23736(10) 0.10404(9) 0.04623(7) 0.0389(2) Uani 1 1 d . . .
Cl5 Cl 0.22527(9) 0.10808(8) 0.22636(6) 0.0320(2) Uani 1 1 d . . .
Cl6 Cl 0.10611(11) -0.08543(8) 0.07602(8) 0.0461(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 0.01259(6) 0.01247(6) 0.01216(6) 0.00468(4) 0.00308(4) 0.00344(4)
N1 0.0142(11) 0.0156(12) 0.0123(12) 0.0046(10) 0.0013(9) 0.0037(10)
N2 0.0139(11) 0.0116(11) 0.0125(12) 0.0032(9) 0.0018(9) 0.0038(10)
N3 0.0172(12) 0.0143(12) 0.0131(12) 0.0037(10) 0.0033(10) 0.0046(10)
N4 0.0151(12) 0.0116(11) 0.0153(12) 0.0051(10) 0.0035(10) 0.0027(10)
C1 0.0127(13) 0.0118(13) 0.0163(14) 0.0046(11) 0.0013(11) 0.0054(11)
C2 0.0164(14) 0.0261(17) 0.0161(15) 0.0106(13) 0.0015(12) 0.0060(13)
C3 0.0171(14) 0.0256(17) 0.0216(16) 0.0120(14) 0.0042(12) 0.0094(13)
C4 0.0145(14) 0.0277(17) 0.0246(17) 0.0127(14) 0.0043(12) 0.0077(13)
C5 0.0145(13) 0.0146(14) 0.0173(14) 0.0061(12) 0.0022(11) 0.0026(12)
C6 0.0142(13) 0.0157(14) 0.0158(14) 0.0070(12) 0.0027(11) 0.0021(12)
C7 0.0161(14) 0.0144(14) 0.0155(14) 0.0018(11) -0.0004(11) 0.0022(12)
C8 0.0156(13) 0.0143(13) 0.0131(13) 0.0062(11) 0.0016(11) 0.0060(11)
C9 0.0156(13) 0.0134(14) 0.0194(15) 0.0066(12) 0.0064(12) 0.0037(12)
C10 0.0168(14) 0.0129(14) 0.0173(14) 0.0058(12) 0.0031(12) 0.0032(12)
C11 0.0232(16) 0.0221(16) 0.0187(15) 0.0107(13) 0.0028(13) 0.0067(14)
C12 0.0213(15) 0.0202(15) 0.0191(15) 0.0083(13) 0.0007(12) 0.0075(13)
C13 0.0178(14) 0.0170(15) 0.0219(16) 0.0076(13) 0.0047(12) 0.0072(13)
C14 0.0203(14) 0.0118(13) 0.0137(14) 0.0032(11) 0.0003(12) 0.0035(12)
C15 0.0150(13) 0.0153(14) 0.0112(13) 0.0050(11) 0.0018(11) 0.0015(12)
C16 0.0167(14) 0.0176(15) 0.0128(14) 0.0052(12) 0.0037(11) 0.0025(12)
C17 0.0230(15) 0.0189(15) 0.0129(14) 0.0028(12) 0.0027(12) 0.0021(13)
C18 0.0199(15) 0.0252(17) 0.0122(14) 0.0053(13) 0.0001(12) 0.0009(13)
C19 0.0168(14) 0.0242(16) 0.0177(15) 0.0084(13) 0.0005(12) 0.0042(13)
C20 0.0158(13) 0.0198(15) 0.0153(14) 0.0091(12) 0.0032(11) 0.0045(12)
C21 0.0144(13) 0.0112(13) 0.0193(15) 0.0043(12) 0.0067(12) 0.0031(12)
C22 0.0158(14) 0.0176(15) 0.0182(15) 0.0059(12) 0.0061(12) 0.0043(12)
C23 0.0164(14) 0.0197(15) 0.0249(17) 0.0086(13) 0.0048(13) 0.0080(13)
C24 0.0187(15) 0.0147(14) 0.0299(18) 0.0076(13) 0.0096(13) 0.0083(13)
C25 0.0203(15) 0.0138(14) 0.0225(16) 0.0026(12) 0.0058(13) 0.0046(13)
C26 0.0144(13) 0.0125(14) 0.0190(15) 0.0033(12) 0.0055(12) 0.0026(12)
C27 0.0223(15) 0.0148(14) 0.0160(14) 0.0016(12) 0.0013(12) 0.0062(13)
C28 0.0234(16) 0.0239(17) 0.0245(17) 0.0084(14) 0.0060(14) 0.0081(14)
C29 0.0360(19) 0.0204(16) 0.0266(18) 0.0103(14) 0.0112(15) 0.0123(15)
C30 0.0198(15) 0.0190(15) 0.0158(14) 0.0055(12) -0.0010(12) 0.0058(13)
C31 0.0324(19) 0.0264(18) 0.0260(18) 0.0044(15) 0.0101(15) 0.0104(16)
C32 0.051(2) 0.0265(19) 0.0277(19) 0.0128(16) 0.0028(18) 0.0182(19)
C33 0.0207(15) 0.0200(16) 0.0233(17) 0.0066(13) 0.0005(13) 0.0062(13)
C34 0.0212(18) 0.048(3) 0.036(2) -0.003(2) -0.0064(16) 0.0065(18)
C35 0.052(3) 0.032(2) 0.0227(19) 0.0028(16) 0.0120(18) 0.005(2)
C36 0.0172(14) 0.0151(14) 0.0178(15) 0.0024(12) 0.0021(12) 0.0061(12)
C37 0.0201(15) 0.0211(16) 0.0222(16) 0.0085(13) 0.0047(13) 0.0069(13)
C38 0.0177(15) 0.0291(18) 0.0184(15) 0.0063(14) 0.0038(12) 0.0032(14)
C39 0.041(2) 0.039(2) 0.038(2) 0.0146(19) -0.0058(18) 0.018(2)
O1 0.047(2) 0.047(2) 0.078(3) 0.009(2) -0.033(2) 0.0001(17)
O2 0.0513(18) 0.0319(15) 0.0408(17) 0.0173(13) 0.0167(14) 0.0241(14)
O3 0.079(3) 0.063(2) 0.058(2) 0.039(2) 0.035(2) 0.034(2)
F1 0.068(2) 0.086(3) 0.089(3) 0.019(2) -0.052(2) 0.016(2)
F2 0.072(2) 0.0578(18) 0.0604(19) 0.0299(16) 0.0197(16) 0.0486(17)
F3 0.129(3) 0.072(2) 0.062(2) 0.0502(19) 0.042(2) 0.051(2)
S1 0.0299(5) 0.0258(4) 0.0287(5) 0.0080(4) -0.0046(4) 0.0106(4)
C40 0.0222(15) 0.0222(16) 0.0247(17) 0.0124(14) 0.0071(13) 0.0069(14)
Cl1 0.0259(4) 0.0252(4) 0.0448(5) 0.0122(4) -0.0005(4) -0.0018(4)
Cl2 0.0401(5) 0.0376(5) 0.0441(6) 0.0247(5) 0.0220(4) 0.0238(4)
Cl3 0.0247(4) 0.0284(4) 0.0426(5) 0.0180(4) 0.0149(4) 0.0057(4)
C41 0.0245(17) 0.0280(18) 0.0278(18) 0.0088(15) 0.0088(15) 0.0056(15)
Cl4 0.0410(5) 0.0446(6) 0.0374(5) 0.0254(5) 0.0118(4) 0.0074(5)
Cl5 0.0350(5) 0.0295(5) 0.0272(4) 0.0076(4) 0.0054(4) 0.0054(4)
Cl6 0.0544(7) 0.0260(5) 0.0391(6) 0.0006(4) 0.0176(5) -0.0055(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 C1 2.040(3) . ?
Au1 C8 2.044(3) . ?
N1 C1 1.381(4) . ?
N1 C2 1.475(4) . ?
N1 C7 1.475(4) . ?
N2 C1 1.328(4) . ?
N2 C15 1.449(4) . ?
N2 C6 1.488(4) . ?
N3 C8 1.369(4) . ?
N3 C14 1.470(4) . ?
N3 C13 1.484(4) . ?
N4 C8 1.329(4) . ?
N4 C21 1.450(4) . ?
N4 C9 1.493(4) . ?
C2 C3 1.537(5) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.546(5) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C5 1.536(5) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C7 1.514(4) . ?
C5 C6 1.529(4) . ?
C5 H5 0.9800 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C9 C10 1.529(4) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C14 1.522(4) . ?
C10 C11 1.538(5) . ?
C10 H10 0.9800 . ?
C11 C12 1.541(4) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.539(4) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.402(5) . ?
C15 C20 1.406(5) . ?
C16 C17 1.402(4) . ?
C16 C27 1.520(5) . ?
C17 C18 1.383(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.391(5) . ?
C18 H18 0.9300 . ?
C19 C20 1.392(4) . ?
C19 H19 0.9300 . ?
C20 C30 1.521(5) . ?
C21 C26 1.402(4) . ?
C21 C22 1.404(5) . ?
C22 C23 1.385(5) . ?
C22 C33 1.525(5) . ?
C23 C24 1.386(5) . ?
C23 H23 0.9300 . ?
C24 C25 1.386(5) . ?
C24 H24 0.9300 . ?
C25 C26 1.402(5) . ?
C25 H25 0.9300 . ?
C26 C36 1.523(5) . ?
C27 C29 1.534(5) . ?
C27 C28 1.536(5) . ?
C27 H27 0.9800 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 C31 1.520(5) . ?
C30 C32 1.530(5) . ?
C30 H30 0.9800 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C33 C35 1.519(5) . ?
C33 C34 1.533(5) . ?
C33 H33 0.9800 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 C38 1.534(4) . ?
C36 C37 1.536(5) . ?
C36 H36 0.9800 . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C39 F1 1.283(5) . ?
C39 F2 1.328(5) . ?
C39 F3 1.359(6) . ?
C39 S1 1.813(4) . ?
O1 S1 1.409(3) . ?
O2 S1 1.431(3) . ?
O3 S1 1.450(4) . ?
C40 Cl3 1.758(3) . ?
C40 Cl1 1.760(4) . ?
C40 Cl2 1.769(4) . ?
C40 H40 0.9800 . ?
C41 Cl4 1.759(4) . ?
C41 Cl6 1.759(4) . ?
C41 Cl5 1.767(4) . ?
C41 H41 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
C1 Au1 C8 179.54(12) . . ?
C1 N1 C2 112.5(3) . . ?
C1 N1 C7 116.7(2) . . ?
C2 N1 C7 111.2(2) . . ?
C1 N2 C15 119.9(2) . . ?
C1 N2 C6 124.7(2) . . ?
C15 N2 C6 115.0(2) . . ?
C8 N3 C14 117.2(3) . . ?
C8 N3 C13 112.9(2) . . ?
C14 N3 C13 110.9(2) . . ?
C8 N4 C21 120.2(2) . . ?
C8 N4 C9 124.6(3) . . ?
C21 N4 C9 114.8(2) . . ?
N2 C1 N1 116.2(3) . . ?
N2 C1 Au1 122.8(2) . . ?
N1 C1 Au1 121.0(2) . . ?
N1 C2 C3 107.9(3) . . ?
N1 C2 H2A 110.1 . . ?
C3 C2 H2A 110.1 . . ?
N1 C2 H2B 110.1 . . ?
C3 C2 H2B 110.1 . . ?
H2A C2 H2B 108.4 . . ?
C2 C3 C4 112.9(3) . . ?
C2 C3 H3A 109.0 . . ?
C4 C3 H3A 109.0 . . ?
C2 C3 H3B 109.0 . . ?
C4 C3 H3B 109.0 . . ?
H3A C3 H3B 107.8 . . ?
C5 C4 C3 116.2(3) . . ?
C5 C4 H4A 108.2 . . ?
C3 C4 H4A 108.2 . . ?
C5 C4 H4B 108.2 . . ?
C3 C4 H4B 108.2 . . ?
H4A C4 H4B 107.4 . . ?
C7 C5 C6 104.3(2) . . ?
C7 C5 C4 108.8(3) . . ?
C6 C5 C4 117.6(3) . . ?
C7 C5 H5 108.6 . . ?
C6 C5 H5 108.6 . . ?
C4 C5 H5 108.6 . . ?
N2 C6 C5 112.7(2) . . ?
N2 C6 H6A 109.1 . . ?
C5 C6 H6A 109.1 . . ?
N2 C6 H6B 109.1 . . ?
C5 C6 H6B 109.1 . . ?
H6A C6 H6B 107.8 . . ?
N1 C7 C5 107.0(3) . . ?
N1 C7 H7A 110.3 . . ?
C5 C7 H7A 110.3 . . ?
N1 C7 H7B 110.3 . . ?
C5 C7 H7B 110.3 . . ?
H7A C7 H7B 108.6 . . ?
N4 C8 N3 116.4(3) . . ?
N4 C8 Au1 121.7(2) . . ?
N3 C8 Au1 121.9(2) . . ?
N4 C9 C10 112.5(3) . . ?
N4 C9 H9A 109.1 . . ?
C10 C9 H9A 109.1 . . ?
N4 C9 H9B 109.1 . . ?
C10 C9 H9B 109.1 . . ?
H9A C9 H9B 107.8 . . ?
C14 C10 C9 104.5(2) . . ?
C14 C10 C11 108.1(3) . . ?
C9 C10 C11 118.0(3) . . ?
C14 C10 H10 108.6 . . ?
C9 C10 H10 108.6 . . ?
C11 C10 H10 108.6 . . ?
C10 C11 C12 115.9(3) . . ?
C10 C11 H11A 108.3 . . ?
C12 C11 H11A 108.3 . . ?
C10 C11 H11B 108.3 . . ?
C12 C11 H11B 108.3 . . ?
H11A C11 H11B 107.4 . . ?
C13 C12 C11 112.8(3) . . ?
C13 C12 H12A 109.0 . . ?
C11 C12 H12A 109.0 . . ?
C13 C12 H12B 109.0 . . ?
C11 C12 H12B 109.0 . . ?
H12A C12 H12B 107.8 . . ?
N3 C13 C12 107.0(3) . . ?
N3 C13 H13A 110.3 . . ?
C12 C13 H13A 110.3 . . ?
N3 C13 H13B 110.3 . . ?
C12 C13 H13B 110.3 . . ?
H13A C13 H13B 108.6 . . ?
N3 C14 C10 106.9(2) . . ?
N3 C14 H14A 110.3 . . ?
C10 C14 H14A 110.3 . . ?
N3 C14 H14B 110.3 . . ?
C10 C14 H14B 110.3 . . ?
H14A C14 H14B 108.6 . . ?
C16 C15 C20 123.3(3) . . ?
C16 C15 N2 119.5(3) . . ?
C20 C15 N2 117.2(3) . . ?
C15 C16 C17 116.9(3) . . ?
C15 C16 C27 122.9(3) . . ?
C17 C16 C27 120.2(3) . . ?
C18 C17 C16 121.1(3) . . ?
C18 C17 H17 119.5 . . ?
C16 C17 H17 119.5 . . ?
C17 C18 C19 120.5(3) . . ?
C17 C18 H18 119.7 . . ?
C19 C18 H18 119.7 . . ?
C18 C19 C20 120.9(3) . . ?
C18 C19 H19 119.5 . . ?
C20 C19 H19 119.5 . . ?
C19 C20 C15 117.2(3) . . ?
C19 C20 C30 121.1(3) . . ?
C15 C20 C30 121.6(3) . . ?
C26 C21 C22 122.9(3) . . ?
C26 C21 N4 119.4(3) . . ?
C22 C21 N4 117.7(3) . . ?
C23 C22 C21 117.4(3) . . ?
C23 C22 C33 120.1(3) . . ?
C21 C22 C33 122.5(3) . . ?
C22 C23 C24 121.2(3) . . ?
C22 C23 H23 119.4 . . ?
C24 C23 H23 119.4 . . ?
C23 C24 C25 120.5(3) . . ?
C23 C24 H24 119.8 . . ?
C25 C24 H24 119.8 . . ?
C24 C25 C26 120.7(3) . . ?
C24 C25 H25 119.7 . . ?
C26 C25 H25 119.7 . . ?
C21 C26 C25 117.2(3) . . ?
C21 C26 C36 123.3(3) . . ?
C25 C26 C36 119.5(3) . . ?
C16 C27 C29 111.5(3) . . ?
C16 C27 C28 111.3(3) . . ?
C29 C27 C28 110.1(3) . . ?
C16 C27 H27 108.0 . . ?
C29 C27 H27 108.0 . . ?
C28 C27 H27 108.0 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C27 C29 H29A 109.5 . . ?
C27 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C27 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C31 C30 C20 110.1(3) . . ?
C31 C30 C32 111.0(3) . . ?
C20 C30 C32 112.1(3) . . ?
C31 C30 H30 107.8 . . ?
C20 C30 H30 107.8 . . ?
C32 C30 H30 107.8 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C30 C32 H32A 109.5 . . ?
C30 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C30 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C35 C33 C22 111.4(3) . . ?
C35 C33 C34 111.0(4) . . ?
C22 C33 C34 111.0(3) . . ?
C35 C33 H33 107.8 . . ?
C22 C33 H33 107.8 . . ?
C34 C33 H33 107.8 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C33 C35 H35A 109.5 . . ?
C33 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C33 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C26 C36 C38 111.1(3) . . ?
C26 C36 C37 110.7(3) . . ?
C38 C36 C37 110.4(3) . . ?
C26 C36 H36 108.2 . . ?
C38 C36 H36 108.2 . . ?
C37 C36 H36 108.2 . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C36 C38 H38A 109.5 . . ?
C36 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C36 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
F1 C39 F2 110.8(4) . . ?
F1 C39 F3 104.2(4) . . ?
F2 C39 F3 106.0(4) . . ?
F1 C39 S1 113.3(3) . . ?
F2 C39 S1 112.4(3) . . ?
F3 C39 S1 109.6(3) . . ?
O1 S1 O2 118.3(2) . . ?
O1 S1 O3 112.2(3) . . ?
O2 S1 O3 113.5(2) . . ?
O1 S1 C39 104.9(2) . . ?
O2 S1 C39 103.5(2) . . ?
O3 S1 C39 102.4(2) . . ?
Cl3 C40 Cl1 109.8(2) . . ?
Cl3 C40 Cl2 110.16(18) . . ?
Cl1 C40 Cl2 110.72(19) . . ?
Cl3 C40 H40 108.7 . . ?
Cl1 C40 H40 108.7 . . ?
Cl2 C40 H40 108.7 . . ?
Cl4 C41 Cl6 110.5(2) . . ?
Cl4 C41 Cl5 110.3(2) . . ?
Cl6 C41 Cl5 110.2(2) . . ?
Cl4 C41 H41 108.6 . . ?
Cl6 C41 H41 108.6 . . ?
Cl5 C41 H41 108.6 . . ?
_diffrn_measured_fraction_theta_max 0.884
_diffrn_reflns_theta_full        28.32
_diffrn_measured_fraction_theta_full 0.884
_refine_diff_density_max         3.605
_refine_diff_density_min         -1.556
_refine_diff_density_rms         0.114