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Acta Cryst. (2007). E63, m2529-m2530    [ doi:10.1107/S1600536807043929 ]

Triphenyl-n-propylphosphonium bis(2-thioxo-1,3-dithiole-4,5-dithiolato)aurate(III)

X. Q. Wang, J. D. Fan, D. Xu, W. T. Yu and J. Sun

Abstract top

In the title complex, (C21H22P)[Au(C3S5)2] or (Ph3C3H7P)[Au(dmit)2] (where Ph3C3H7P is the triphenyl-n-propylphosphonium cation and dmit is the 2-thioxo-1,3-dithiole-4,5-dithiolate anion), the AuIII atom exhibits a square-planar coordination involving four S atoms from two dmit ligands. The [Au(dmit)2]- anions form discrete pairs with a long intermolecular Au...S interaction for each Au atom in the crystal structure.

Comment top

In modern communications, all-optical switching is one of the important ways to realise all-optical networks. For realisation of all-optical switching devices, the following material requirements have to be met: W>>1 and T<<1. The two figures of merit are defined as W=n2I/(αλ) and T=βλ/n2, where n2 is the non-linear refractive index, α is the linear absorption coefficient, β is the non-linear absorption coefficient, λ is the wavelength, and I is the light intensity. Furthermore, ultrafast response times are required for the non-linear processes involved. Therefore, to be practically useful for all-optical switching, materials should have a large n2 at the operating wavelength, small α and β, ultrafast response time, together with good physicochemical properties, such as environmental stability, processability etc (Kuang et al., 2003).

Since their discovery nearly three decades ago (Steimeck & Kirmse, 1979), 2-thioxo-1,3-dithiole-4,5-dithiolate (dmit) complexes and related analogues have been of considerable interest as the building units for electrical conductors and superconductors (Svenstrup & Becher, 1995; Cassoux, 1999; Pullen & Olk, 1999; Robertson & Cronin, 2002) and potential candidates of ultrafast optical response capabilities and large third-order non-linear optical (TONLO) effects as special π-electron conjugated systems (Wang et al., 1999; Liu et al., 2002; Coe, 2004). In our recent reports, the TONLO properties of a series of such complexes have been presented; they possess large TONLO properties with sub-picosecond response times (Yang et al., 2005; Sun et al., 2006). Among them, Au-dmit complexes have been found to possess a large n2 and nearly zero absorption with good W and T for all-optical switching applications at 1064 nm. Therefore, they are good candidates for all-optical switching device application. As a continuation of this work, a new Au-dmit complex, the title compound, (I), has been prepared and its crystal structure is reported here.

In the structure of (I), there are one [Au(dmit)2]− anion and one Ph3C3H7P+ counter-cation in the asymmetric unit. The dmit ligand shows its typical behaviour as a bidentate ligand and coordinates the Au3+ ion through S atoms. It is similar to Au-dmit complexes with other large counter-cations (Miura et al., 2004; Li et al., 2006), and different from those with small counter-cations (Matsubayashi & Yokozawa, 1990; Li et al., 2005) in which there are two crystallographically independent [Au(dmit)2]− anions. The S—Au—S bond angles for the vicinal S atoms are almost exact right angles. The other two S—Au—S angles are nearly 180°. The Au—S bond lengths are slightly smaller than the sum of the single-bond covalent radii (1.36 Å; Pauling, 1960) and are in accordance with those observed elsewhere for Au-dmit complexes (Matsubayashi & Yokozawa, 1990; Miura et al., 2004; Li et al., 2005; Li et al., 2006). The C═S double bond is much longer than the typical C═S bond length (1.599 Å; Allen et al., 1987). The other C—S bonds span the range 1.721 (3) to 1.748 (3) Å. They are all shorter than the typical C—S single bond (1.819 Å; Allen et al., 1987) and are essentially single bonds with some double-bond character. The two C═C bond lengths of the dmit ion are are very close to the corresponding double-bond value of 1.34 Å.

In short, [Au(dmit)2]−, comprising the central Au3+ ion, four S atoms and the adjacent C═C units in the quasi-square plane, is the extended electronically delocalized core of (I). The unfilled d electron shell of Au3+ allowing the possibility of low-energy charge-transfer transitions is an important contribution to optical non-linearity. In particular, the 3p orbitals of S and 3 d orbitals of Au3+ can overlap to form a highly delocalized system. The delocalization will greatly enhance the hyperpolarizability and the non-linear susceptibility, and lead to large TONLO properties. The TONLO properties of (I) were measured by the Z-scan technique (Sheik-Bahae et al., 1989, 1990) in mM solutions of both acetone and acetonitrile at 1064 nm. These revealed that the non-linear refractive index n2 of (I) was superior to that of CS2.

Related literature top

For related literature, see: Allen et al. (1987); Cassoux (1999); Coe (2004); Kuang et al. (2003); Li et al. (2005, 2006); Liu et al. (2002); Matsubayashi & Yokozawa (1990); Miura et al. (2004); Pauling (1960); Pullen & Olk (1999); Robertson & Cronin (2002); Sheik-Bahae et al. (1989, 1990); Steimeck & Kirmse (1979); Sun et al. (2006); Svenstrup & Becher (1995); Wang et al. (1999, 2005); Yang et al. (2005).

Experimental top

4,5-Bis(furoylsulfanyl)-1,3-dithiole-2-thione (1.211 g) (Wang et al., 2005) was suspended in methanol (15 ml). Under a nitrogen atmosphere, a sodium methoxide solution obtained from Na (0.145 g) in methanol (15 ml) was added to the above-mentioned mixture at room temperature to give a dark-red solution. To this solution, separate solutions of NaAuCl4·2H2O (0.597 g) dissolved in methanol (5 ml), and C21H22PBr (0.606 g) in methanol (5 ml) were added consecutively with stirring at room temperature. The reaction mixture was stirred for about 30 min. The product was collected by filtration and washed with methanol to afford a dark-brown precipitate of (I). An acetone solution of (I) was left standing at room temperature; thereby brown crystals (I) used for the structure determination were obtained. Thermal analysis (Diamond TGA/DTA Perkin Elmer instrument): m.p. 399.2 K. Electronic absorption (Hitachi model U-3500 recording spectrophotometer; nm): 288 and 330 (π-π* transition of the dmit ligand), 466 (Au←S charge transfer transition).

Refinement top

H atoms were placed in geometrically calculated positions and refined using a riding model with C—H = 0.96%A (for CH2 groups), 0.97%A (for CH3 groups) and 0.93%A (for C6H5 groups); Uiso(H) was set to 1.2 (1.5 for CH3 groups) times Ueq(C).

Computing details top

Data collection: APEX2 (Bruker, 2005); cell refinement: APEX2 (Bruker, 2005); data reduction: APEX2 (Bruker, 2005); program(s) used to solve structure: SIR97 (Altomare et al., 1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).

Figures top
[Figure 1] Fig. 1. The molecular structure of (I), showing 50% probability displacement ellipsoids. H atoms have been omitted for clarity.
[Figure 2] Fig. 2. The crystal packing in (I), viewed along the b axis. H atoms have been omitted.
Triphenyl-n-propylphosphonium bis(2-thioxo-1,3-dithiole-4,5-dithiolato)aurate(III) top
Crystal data top
(C21H22P)[Au(C3S5)2]F000 = 1752
Mr = 894.98Dx = 1.834 Mg m−3
Monoclinic, P21/nMo Kα radiation
λ = 0.71073 Å
a = 8.4916 (1) ÅCell parameters from 5335 reflections
b = 25.8266 (3) Åθ = 2.7–27.4º
c = 14.9202 (2) ŵ = 5.25 mm−1
β = 97.979 (1)ºT = 296 (2) K
V = 3240.46 (7) Å3Prism, brown
Z = 40.23 × 0.19 × 0.17 mm
Data collection top
Bruker APEXII CCD area-detector
diffractometer		7419 independent reflections
Radiation source: fine-focus sealed tube6100 reflections with I > 2σ(I)
Monochromator: graphiteRint = 0.024
T = 296(2) Kθmax = 27.5º
φ and ω scansθmin = 1.6º
Absorption correction: multi-scan
APEX2 (Bruker, 2005)		h = −11→11
Tmin = 0.378, Tmax = 0.469k = −33→25
28396 measured reflectionsl = −19→19
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.025H-atom parameters constrained
wR(F2) = 0.060  w = 1/[σ2(Fo2) + (0.030P)2 + 0.7621P]
where P = (Fo2 + 2Fc2)/3
S = 1.04(Δ/σ)max = 0.005
7419 reflectionsΔρmax = 0.87 e Å−3
353 parametersΔρmin = −0.46 e Å−3
Primary atom site location: structure-invariant direct methodsExtinction correction: none
Crystal data top
(C21H22P)[Au(C3S5)2]V = 3240.46 (7) Å3
Mr = 894.98Z = 4
Monoclinic, P21/nMo Kα
a = 8.4916 (1) ŵ = 5.25 mm−1
b = 25.8266 (3) ÅT = 296 (2) K
c = 14.9202 (2) Å0.23 × 0.19 × 0.17 mm
β = 97.979 (1)º
Data collection top
Bruker APEXII CCD area-detector
diffractometer		7419 independent reflections
Absorption correction: multi-scan
APEX2 (Bruker, 2005)		6100 reflections with I > 2σ(I)
Tmin = 0.378, Tmax = 0.469Rint = 0.024
28396 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.025353 parameters
wR(F2) = 0.060H-atom parameters constrained
S = 1.04Δρmax = 0.87 e Å−3
7419 reflectionsΔρmin = −0.46 e Å−3
Special details top

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

Refinement. 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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Au10.156935 (13)0.033241 (4)0.417388 (8)0.04162 (5)
C1−0.0529 (4)0.16080 (12)0.6775 (2)0.0495 (8)
C20.0957 (3)0.09287 (12)0.5911 (2)0.0433 (7)
C3−0.0135 (4)0.11295 (12)0.5279 (2)0.0475 (8)
C40.3257 (4)−0.04787 (12)0.3078 (2)0.0420 (7)
C50.2135 (4)−0.02857 (12)0.2449 (2)0.0474 (7)
C60.3537 (4)−0.10056 (13)0.1615 (2)0.0529 (8)
C70.2905 (4)0.18091 (14)0.3191 (2)0.0572 (9)
H70.23930.19030.26230.069*
C80.2322 (5)0.19795 (16)0.3954 (3)0.0694 (10)
H80.14230.21890.39060.083*
C90.3091 (5)0.18353 (16)0.4793 (3)0.0696 (11)
H90.27180.19540.53120.083*
C100.4391 (5)0.15204 (18)0.4869 (2)0.0766 (12)
H100.48810.14210.54390.092*
C110.4987 (4)0.13483 (17)0.4108 (2)0.0671 (10)
H110.58750.11340.41620.081*
C120.4244 (4)0.14997 (13)0.3258 (2)0.0489 (8)
C130.7643 (5)0.17737 (15)0.1504 (3)0.0671 (10)
H130.74140.15280.10490.080*
C140.8862 (5)0.21229 (18)0.1470 (3)0.0784 (12)
H140.94590.21090.09930.094*
C150.9200 (5)0.24880 (16)0.2129 (3)0.0696 (11)
H151.00360.27180.21070.084*
C160.8318 (4)0.25141 (15)0.2815 (3)0.0682 (10)
H160.85280.27710.32520.082*
C170.7111 (4)0.21651 (13)0.2873 (2)0.0551 (8)
H170.65300.21830.33560.066*
C180.6757 (4)0.17896 (12)0.2220 (2)0.0444 (7)
C190.3567 (4)0.18961 (16)0.0829 (2)0.0602 (9)
H190.42650.21660.10110.072*
C200.2388 (5)0.19604 (19)0.0095 (3)0.0755 (12)
H200.22880.2277−0.02050.091*
C210.1388 (5)0.1572 (2)−0.0186 (3)0.0904 (16)
H210.06170.1618−0.06870.109*
C220.1506 (6)0.1115 (2)0.0259 (4)0.1092 (18)
H220.08130.08470.00630.131*
C230.2659 (5)0.10439 (18)0.1008 (3)0.0869 (14)
H230.27210.07310.13200.104*
C240.3701 (4)0.14356 (13)0.1283 (2)0.0485 (8)
C250.5824 (5)0.06864 (14)0.2317 (3)0.0704 (11)
H25A0.65840.06410.28590.084*
H25B0.49270.04610.23650.084*
C260.6612 (6)0.05169 (18)0.1486 (4)0.0969 (15)
H26A0.60120.06650.09460.116*
H26B0.76770.06610.15470.116*
C270.6717 (8)−0.0050 (2)0.1361 (4)0.126 (2)
H27A0.7232−0.02050.19090.188*
H27B0.7320−0.01220.08770.188*
H27C0.5666−0.01910.12160.188*
P10.51405 (10)0.13479 (3)0.22710 (5)0.0471 (2)
S1−0.11931 (12)0.19761 (4)0.75427 (7)0.0643 (2)
S20.10232 (11)0.11750 (4)0.70039 (6)0.0542 (2)
S3−0.13337 (10)0.16097 (4)0.56477 (7)0.0599 (2)
S40.23101 (11)0.04451 (3)0.57183 (6)0.0508 (2)
S5−0.04207 (10)0.09517 (4)0.41390 (6)0.0561 (2)
S60.35984 (10)−0.02690 (3)0.41999 (5)0.0508 (2)
S70.08042 (12)0.01999 (4)0.26385 (6)0.0645 (3)
S80.44341 (11)−0.09704 (4)0.27207 (5)0.0531 (2)
S90.20122 (11)−0.05625 (4)0.13737 (6)0.0596 (2)
S100.40964 (17)−0.14087 (5)0.08663 (6)0.0822 (3)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Au10.03750 (7)0.04197 (8)0.04511 (8)−0.00021 (5)0.00474 (5)−0.00546 (5)
C10.0454 (17)0.0439 (18)0.060 (2)−0.0044 (14)0.0109 (15)−0.0071 (15)
C20.0408 (15)0.0412 (17)0.0490 (18)−0.0015 (13)0.0100 (13)−0.0062 (14)
C30.0397 (16)0.0447 (18)0.058 (2)−0.0001 (14)0.0074 (15)−0.0118 (15)
C40.0410 (16)0.0459 (17)0.0381 (16)0.0016 (13)0.0020 (13)−0.0075 (13)
C50.0476 (18)0.053 (2)0.0398 (17)−0.0002 (15)0.0011 (14)−0.0084 (14)
C60.062 (2)0.057 (2)0.0392 (17)−0.0013 (17)0.0052 (15)−0.0068 (15)
C70.064 (2)0.065 (2)0.0406 (18)−0.0034 (18)−0.0003 (16)0.0083 (16)
C80.074 (3)0.078 (3)0.056 (2)0.000 (2)0.009 (2)0.004 (2)
C90.073 (3)0.085 (3)0.052 (2)−0.025 (2)0.0140 (19)−0.005 (2)
C100.074 (3)0.112 (4)0.039 (2)−0.017 (3)−0.0067 (18)0.018 (2)
C110.056 (2)0.096 (3)0.047 (2)−0.002 (2)−0.0034 (16)0.019 (2)
C120.0472 (18)0.055 (2)0.0422 (17)−0.0133 (15)−0.0038 (14)0.0088 (15)
C130.078 (3)0.070 (3)0.056 (2)−0.008 (2)0.0192 (19)−0.0129 (19)
C140.071 (3)0.090 (3)0.082 (3)−0.006 (2)0.040 (2)0.001 (3)
C150.054 (2)0.072 (3)0.083 (3)−0.0133 (19)0.011 (2)0.007 (2)
C160.060 (2)0.071 (3)0.073 (3)−0.018 (2)0.007 (2)−0.014 (2)
C170.0540 (19)0.059 (2)0.053 (2)−0.0087 (17)0.0106 (16)−0.0079 (16)
C180.0432 (16)0.0476 (18)0.0408 (17)0.0029 (14)0.0003 (13)0.0034 (14)
C190.062 (2)0.070 (3)0.047 (2)0.0070 (18)0.0015 (17)0.0071 (17)
C200.079 (3)0.104 (3)0.042 (2)0.026 (3)0.0028 (19)0.012 (2)
C210.075 (3)0.143 (5)0.046 (2)0.033 (3)−0.019 (2)−0.017 (3)
C220.089 (3)0.116 (4)0.106 (4)−0.016 (3)−0.046 (3)−0.020 (3)
C230.085 (3)0.078 (3)0.085 (3)−0.014 (2)−0.034 (2)0.005 (2)
C240.0508 (18)0.054 (2)0.0372 (17)0.0027 (15)−0.0049 (14)−0.0040 (14)
C250.067 (2)0.051 (2)0.086 (3)−0.0014 (19)−0.017 (2)0.0052 (19)
C260.092 (3)0.068 (3)0.134 (5)0.017 (3)0.025 (3)−0.001 (3)
C270.129 (5)0.085 (4)0.163 (6)−0.023 (4)0.023 (4)−0.027 (4)
P10.0484 (5)0.0460 (5)0.0431 (5)−0.0044 (4)−0.0069 (4)0.0035 (4)
S10.0658 (6)0.0614 (6)0.0679 (6)0.0083 (5)0.0171 (5)−0.0170 (5)
S20.0576 (5)0.0557 (5)0.0496 (5)0.0107 (4)0.0085 (4)−0.0060 (4)
S30.0511 (5)0.0594 (6)0.0664 (6)0.0156 (4)−0.0017 (4)−0.0171 (4)
S40.0542 (5)0.0519 (5)0.0462 (5)0.0147 (4)0.0062 (4)−0.0038 (4)
S50.0487 (4)0.0603 (5)0.0555 (5)0.0124 (4)−0.0056 (4)−0.0133 (4)
S60.0536 (5)0.0595 (5)0.0369 (4)0.0149 (4)−0.0027 (3)−0.0108 (4)
S70.0595 (5)0.0776 (6)0.0515 (5)0.0244 (5)−0.0094 (4)−0.0103 (5)
S80.0614 (5)0.0590 (5)0.0377 (4)0.0137 (4)0.0024 (4)−0.0080 (4)
S90.0642 (5)0.0722 (6)0.0385 (4)0.0068 (5)−0.0074 (4)−0.0119 (4)
S100.1166 (9)0.0858 (8)0.0442 (5)0.0266 (7)0.0109 (5)−0.0180 (5)
Geometric parameters (Å, °) top
Au1—S62.3160 (8)C13—C181.390 (4)
Au1—S72.3182 (9)C13—H130.930
Au1—S42.3212 (8)C14—C151.364 (6)
Au1—S52.3221 (8)C14—H140.930
C1—S11.647 (3)C15—C161.351 (5)
C1—S31.725 (3)C15—H150.930
C1—S21.726 (3)C16—C171.377 (5)
C2—C31.332 (4)C16—H160.930
C2—S21.744 (3)C17—C181.378 (4)
C2—S41.748 (3)C17—H170.930
C3—S31.741 (3)C18—P11.794 (3)
C3—S51.746 (3)C19—C241.366 (5)
C4—C51.337 (4)C19—C201.387 (5)
C4—S81.744 (3)C19—H190.930
C4—S61.745 (3)C20—C211.343 (6)
C5—S71.737 (3)C20—H200.930
C5—S91.747 (3)C21—C221.351 (7)
C6—S101.644 (3)C21—H210.930
C6—S81.721 (3)C22—C231.392 (6)
C6—S91.728 (4)C22—H220.930
C7—C81.376 (5)C23—C241.369 (5)
C7—C121.381 (5)C23—H230.930
C7—H70.930C24—P11.794 (3)
C8—C91.379 (5)C25—C261.550 (6)
C8—H80.930C25—P11.802 (4)
C9—C101.363 (6)C25—H25A0.970
C9—H90.930C25—H25B0.970
C10—C111.379 (5)C26—C271.481 (7)
C10—H100.930C26—H26A0.970
C11—C121.392 (4)C26—H26B0.970
C11—H110.930C27—H27A0.960
C12—P11.792 (3)C27—H27B0.960
C13—C141.379 (5)C27—H27C0.960
S6—Au1—S791.34 (3)C16—C17—H17119.8
S6—Au1—S488.22 (3)C18—C17—H17119.8
S7—Au1—S4178.58 (4)C17—C18—C13118.4 (3)
S6—Au1—S5178.54 (3)C17—C18—P1120.7 (2)
S7—Au1—S588.64 (3)C13—C18—P1120.8 (3)
S4—Au1—S591.83 (3)C24—C19—C20119.8 (4)
S1—C1—S3123.3 (2)C24—C19—H19120.1
S1—C1—S2124.2 (2)C20—C19—H19120.1
S3—C1—S2112.52 (18)C21—C20—C19120.9 (4)
C3—C2—S2116.6 (2)C21—C20—H20119.6
C3—C2—S4124.8 (2)C19—C20—H20119.6
S2—C2—S4118.54 (18)C20—C21—C22119.8 (4)
C2—C3—S3115.7 (2)C20—C21—H21120.1
C2—C3—S5125.2 (2)C22—C21—H21120.1
S3—C3—S5119.12 (19)C21—C22—C23120.4 (5)
C5—C4—S8116.1 (2)C21—C22—H22119.8
C5—C4—S6124.4 (2)C23—C22—H22119.8
S8—C4—S6119.54 (18)C24—C23—C22119.7 (4)
C4—C5—S7124.8 (2)C24—C23—H23120.1
C4—C5—S9116.0 (2)C22—C23—H23120.1
S7—C5—S9119.19 (19)C19—C24—C23119.3 (3)
S10—C6—S8123.6 (2)C19—C24—P1121.2 (3)
S10—C6—S9123.8 (2)C23—C24—P1119.4 (3)
S8—C6—S9112.57 (18)C26—C25—P1114.2 (3)
C8—C7—C12120.8 (3)C26—C25—H25A108.7
C8—C7—H7119.6P1—C25—H25A108.7
C12—C7—H7119.6C26—C25—H25B108.7
C7—C8—C9119.0 (4)P1—C25—H25B108.7
C7—C8—H8120.5H25A—C25—H25B107.6
C9—C8—H8120.5C27—C26—C25114.9 (4)
C10—C9—C8120.8 (4)C27—C26—H26A108.6
C10—C9—H9119.6C25—C26—H26A108.6
C8—C9—H9119.6C27—C26—H26B108.6
C9—C10—C11120.6 (3)C25—C26—H26B108.6
C9—C10—H10119.7H26A—C26—H26B107.5
C11—C10—H10119.7C26—C27—H27A109.5
C10—C11—C12119.2 (4)C26—C27—H27B109.5
C10—C11—H11120.4H27A—C27—H27B109.5
C12—C11—H11120.4C26—C27—H27C109.5
C7—C12—C11119.5 (3)H27A—C27—H27C109.5
C7—C12—P1120.4 (2)H27B—C27—H27C109.5
C11—C12—P1119.8 (3)C12—P1—C24109.16 (15)
C14—C13—C18119.9 (3)C12—P1—C18108.09 (15)
C14—C13—H13120.1C24—P1—C18108.85 (15)
C18—C13—H13120.1C12—P1—C25110.34 (18)
C15—C14—C13120.6 (4)C24—P1—C25109.26 (17)
C15—C14—H14119.7C18—P1—C25111.10 (17)
C13—C14—H14119.7C1—S2—C297.27 (15)
C16—C15—C14119.8 (4)C1—S3—C397.82 (16)
C16—C15—H15120.1C2—S4—Au199.15 (11)
C14—C15—H15120.1C3—S5—Au199.04 (11)
C15—C16—C17120.7 (4)C4—S6—Au199.67 (11)
C15—C16—H16119.6C5—S7—Au199.66 (11)
C17—C16—H16119.6C6—S8—C497.77 (16)
C16—C17—C18120.5 (3)C6—S9—C597.60 (15)
S2—C2—C3—S30.0 (3)C19—C24—P1—C25−147.0 (3)
S4—C2—C3—S3−179.71 (17)C23—C24—P1—C2536.6 (4)
S2—C2—C3—S5179.37 (18)C17—C18—P1—C12−0.3 (3)
S4—C2—C3—S5−0.3 (4)C13—C18—P1—C12−177.9 (3)
S8—C4—C5—S7179.35 (19)C17—C18—P1—C24118.1 (3)
S6—C4—C5—S7−0.9 (5)C13—C18—P1—C24−59.4 (3)
S8—C4—C5—S90.7 (4)C17—C18—P1—C25−121.5 (3)
S6—C4—C5—S9−179.52 (19)C13—C18—P1—C2560.9 (3)
C12—C7—C8—C9−0.2 (6)C26—C25—P1—C12179.7 (3)
C7—C8—C9—C10−1.3 (6)C26—C25—P1—C2459.6 (4)
C8—C9—C10—C111.4 (6)C26—C25—P1—C18−60.5 (3)
C9—C10—C11—C120.0 (6)S1—C1—S2—C2177.8 (2)
C8—C7—C12—C111.6 (5)S3—C1—S2—C2−1.5 (2)
C8—C7—C12—P1−172.0 (3)C3—C2—S2—C11.0 (3)
C10—C11—C12—C7−1.4 (5)S4—C2—S2—C1−179.31 (19)
C10—C11—C12—P1172.2 (3)S1—C1—S3—C3−177.8 (2)
C18—C13—C14—C15−0.6 (6)S2—C1—S3—C31.6 (2)
C13—C14—C15—C16−1.1 (7)C2—C3—S3—C1−1.0 (3)
C14—C15—C16—C172.1 (6)S5—C3—S3—C1179.6 (2)
C15—C16—C17—C18−1.5 (6)C3—C2—S4—Au10.9 (3)
C16—C17—C18—C13−0.2 (5)S2—C2—S4—Au1−178.80 (15)
C16—C17—C18—P1−177.8 (3)S6—Au1—S4—C2177.69 (11)
C14—C13—C18—C171.2 (5)S5—Au1—S4—C2−0.85 (11)
C14—C13—C18—P1178.8 (3)C2—C3—S5—Au1−0.5 (3)
C24—C19—C20—C21−1.2 (6)S3—C3—S5—Au1178.91 (16)
C19—C20—C21—C221.3 (7)S7—Au1—S5—C3179.40 (11)
C20—C21—C22—C230.0 (8)S4—Au1—S5—C30.74 (11)
C21—C22—C23—C24−1.4 (8)C5—C4—S6—Au13.0 (3)
C20—C19—C24—C23−0.3 (6)S8—C4—S6—Au1−177.26 (17)
C20—C19—C24—P1−176.7 (3)S7—Au1—S6—C4−2.97 (12)
C22—C23—C24—C191.5 (7)S4—Au1—S6—C4175.68 (11)
C22—C23—C24—P1178.0 (4)C4—C5—S7—Au1−1.8 (3)
P1—C25—C26—C27−161.6 (4)S9—C5—S7—Au1176.79 (17)
C7—C12—P1—C24−21.4 (3)S6—Au1—S7—C52.67 (12)
C11—C12—P1—C24165.0 (3)S5—Au1—S7—C5−178.79 (12)
C7—C12—P1—C1896.9 (3)S10—C6—S8—C4179.8 (2)
C11—C12—P1—C18−76.7 (3)S9—C6—S8—C41.0 (2)
C7—C12—P1—C25−141.4 (3)C5—C4—S8—C6−1.1 (3)
C11—C12—P1—C2545.0 (3)S6—C4—S8—C6179.2 (2)
C19—C24—P1—C1292.3 (3)S10—C6—S9—C5−179.5 (2)
C23—C24—P1—C12−84.1 (4)S8—C6—S9—C5−0.7 (2)
C19—C24—P1—C18−25.5 (3)C4—C5—S9—C60.0 (3)
C23—C24—P1—C18158.1 (3)S7—C5—S9—C6−178.7 (2)
Selected geometric parameters (Å, °) top
Au1—S62.3160 (8)Au1—S42.3212 (8)
Au1—S72.3182 (9)Au1—S52.3221 (8)
S6—Au1—S791.34 (3)S6—Au1—S5178.54 (3)
S6—Au1—S488.22 (3)S7—Au1—S588.64 (3)
S7—Au1—S4178.58 (4)S4—Au1—S591.83 (3)
Acknowledgements top

This work was supported by the Foundation for the Author of National Excellent Doctoral Dissertation of the People's Republic of China (grant No. 200539) and by the National Natural Science Foundation of China (grant Nos. 60476020, 60608010 and 50672049).

references
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