supplementary materials


HTML versionpdf versioncif file3d viewstructure factorssupplementary materialsCIF check reportsimilar papers Open access

is2685 scheme

Acta Cryst. (2011). E67, m427-m428    [ doi:10.1107/S1600536811008646 ]

[[mu]-1,6-Bis(diphenylarsanyl)hexane]bis[chloridogold(I)]

O. bin Shawkataly, A. Tariq, I. A. Khan, C. S. Yeap and H.-K. Fun

Abstract top

In the title compound, [Au2Cl2(C30H32As2)], each Au atom is coordinated by As and Cl atoms in an approximately linear geometry. In the crystal, molecules are linked into two-dimensional networks parallel to the ac plane via intermolecular C-H...Cl interactions. One of the phenyl rings is disordered over two positions, with site occupancies of 0.518 (8) and 0.482 (8).

Comment top

Gold and gold complexes have been used for medicinal purposes over a long period of time (Parish & Cottrill, 1987; Tiekink, 2002). 1,6-Bis(diphenylarsino)hexane has been used for trans chelation in transition metal complexes (Hill et al., 1983). A search of the November 2010 release of the Cambridge Structural Database (Allen, 2002) revealed no such gold (I) complexes containing the above ligand has been reported. Herein, we report the crystal structure of the title complex (Ph)2As(CH2)6As(Ph)2Au2Cl2 (Fig. 1).

The As1—Au1—Cl1 is almost linear with an angle of 174.77 (3)° and As2—Au2—Cl2 with an angle of 175.14 (3)°. The four substituted phenyl rings on both arsines C1—C6/C7—C12, C19—C24/C25,C26B—C30B and C19—C24/C25,C26A—C30A are inclined to one another, with dihedral angles of 69.1 (4), 85.9 (4) and 73.4 (4)°, respectively.

In the crystal packing, (Fig. 2), the molecules are linked into two-dimensional networks parallel to the (010) plane via intermolecular C17—H17B···Cl2 and C18—H18A···Cl1 interactions (Table 2).

Related literature top

For general background and applications of diphenylarsino derivatives, see: Hill et al. (1983). For general background to and applications of gold(I) complexes, see: Parish & Cottrill (1987); Tiekink (2002). For the synthesis of (CH3)2SAuCl, see: Francis (1901). For the synthesis of 1,6-bis(diphenylarsino)hexane, see: Shawkataly et al. (2009). For a closely related structure, see: Shawkataly et al. (2010). For the stability of the temperature controller used in the data collection, see: Cosier & Glazer (1986). For a description of the Cambridge Structural Database, see: Allen (2002).

Experimental top

(Ph)2As(CH2)6As(Ph)2AuCl was prepared by mixing equimolar quantities of Me2SAuCl, obtained as per conventional method (Francis, 1901) and (Ph)2As(CH2)6As(Ph)2, synthesized according to related literature (Shawkataly et al., 2009) in CH2Cl2 held at room temperature. The solution was stirred for 2 h, and white crystalline solid was recovered after the removal of solvent under vacuum. The colourless plate-like crystals were obtained in 90% yield by solvent/solvent diffusion of dichloromethane/methanol at 10 °C after 2 days (m.p. 203 °C).

Refinement top

All atoms are positioned geometrically (C—H = 0.93 or 0.97 Å) and refined using a riding model, with Uiso(H) = 1.2Ueq(C). One out of four phenyl rings is disordered over two positions with refined site-occupancies of 0.518 (8):0.482 (8). The maximum and minimum residual electron density peaks were located 0.84 and 0.86 Å, respectively, from atom Au1.

Computing details top

Data collection: APEX2 (Bruker, 2009); cell refinement: SAINT (Bruker, 2009); data reduction: SAINT (Bruker, 2009); program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009).

Figures top
[Figure 1] Fig. 1. The molecular structure of title compound, with 30% probability ellipsoid for non-H atoms and the atom-numbering scheme.
[Figure 2] Fig. 2. The crystal packing of the title compound, viewed along the b axis. Intermolecular interactions are shown as dashed lines.
[µ-1,6-Bis(diphenylarsanyl)hexane]bis[chloridogold(I)] top
Crystal data top
[Au2Cl2(C30H32As2)]Z = 2
Mr = 1007.23F(000) = 940
Triclinic, P1Dx = 2.231 Mg m−3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 9.4881 (3) ÅCell parameters from 9948 reflections
b = 11.0350 (4) Åθ = 3.2–35.1°
c = 15.5254 (5) ŵ = 12.16 mm−1
α = 69.723 (1)°T = 100 K
β = 83.959 (1)°Plate, colourless
γ = 79.814 (1)°0.37 × 0.22 × 0.09 mm
V = 1499.06 (9) Å3
Data collection top
Bruker SMART APEXII CCD area-detector
diffractometer		7451 independent reflections
Radiation source: fine-focus sealed tube6817 reflections with I > 2σ(I)
graphiteRint = 0.027
φ and ω scansθmax = 28.5°, θmin = 2.5°
Absorption correction: multi-scan
(SADABS; Bruker, 2009)		h = −12→12
Tmin = 0.094, Tmax = 0.407k = −14→14
23816 measured reflectionsl = −20→20
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.031Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.088H-atom parameters constrained
S = 1.09 w = 1/[σ2(Fo2) + (0.0596P)2 + 0.921P]
where P = (Fo2 + 2Fc2)/3
7451 reflections(Δ/σ)max = 0.001
371 parametersΔρmax = 2.52 e Å−3
0 restraintsΔρmin = −3.00 e Å−3
Crystal data top
[Au2Cl2(C30H32As2)]γ = 79.814 (1)°
Mr = 1007.23V = 1499.06 (9) Å3
Triclinic, P1Z = 2
a = 9.4881 (3) ÅMo Kα radiation
b = 11.0350 (4) ŵ = 12.16 mm−1
c = 15.5254 (5) ÅT = 100 K
α = 69.723 (1)°0.37 × 0.22 × 0.09 mm
β = 83.959 (1)°
Data collection top
Bruker SMART APEXII CCD area-detector
diffractometer		7451 independent reflections
Absorption correction: multi-scan
(SADABS; Bruker, 2009)		6817 reflections with I > 2σ(I)
Tmin = 0.094, Tmax = 0.407Rint = 0.027
23816 measured reflectionsθmax = 28.5°
Refinement top
R[F2 > 2σ(F2)] = 0.031H-atom parameters constrained
wR(F2) = 0.088Δρmax = 2.52 e Å−3
S = 1.09Δρmin = −3.00 e Å−3
7451 reflectionsAbsolute structure: ?
371 parametersFlack parameter: ?
0 restraintsRogers parameter: ?
Special details top

Experimental. The crystal was placed in the cold stream of an Oxford Cyrosystems Cobra open-flow nitrogen cryostat (Cosier & Glazer, 1986) operating at 100.0 (1) K.

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 > σ(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*/UeqOcc. (<1)
Au10.293305 (16)0.506581 (14)−0.244387 (10)0.02413 (6)
Au20.485482 (16)0.400959 (15)0.158348 (11)0.02685 (6)
As10.35104 (4)0.28305 (4)−0.16352 (3)0.02363 (9)
As20.29128 (5)0.36296 (4)0.26530 (3)0.02696 (10)
Cl10.22329 (12)0.72149 (10)−0.33185 (7)0.0304 (2)
Cl20.67793 (11)0.42021 (11)0.05371 (7)0.0313 (2)
C10.5539 (4)0.2189 (4)−0.1582 (3)0.0287 (8)
C20.6304 (4)0.2508 (4)−0.0994 (3)0.0295 (8)
H2A0.58320.2955−0.06120.035*
C30.7788 (5)0.2148 (6)−0.0986 (4)0.0404 (11)
H3A0.83090.2350−0.05920.048*
C40.8488 (5)0.1492 (7)−0.1559 (5)0.0505 (15)
H4A0.94810.1272−0.15600.061*
C50.7712 (6)0.1161 (7)−0.2133 (5)0.0550 (16)
H5A0.81840.0697−0.25050.066*
C60.6239 (5)0.1517 (6)−0.2155 (4)0.0438 (12)
H6A0.57220.1310−0.25480.053*
C70.2716 (4)0.1765 (4)−0.2167 (3)0.0273 (8)
C80.1984 (5)0.2365 (5)−0.2958 (3)0.0323 (9)
H8A0.18720.3270−0.32280.039*
C90.1405 (5)0.1616 (5)−0.3361 (4)0.0399 (11)
H9A0.09090.2020−0.38970.048*
C100.1578 (5)0.0266 (5)−0.2953 (4)0.0375 (11)
H10A0.1202−0.0234−0.32210.045*
C110.2301 (5)−0.0338 (5)−0.2156 (4)0.0347 (10)
H11A0.2404−0.1242−0.18860.042*
C120.2882 (4)0.0404 (4)−0.1750 (3)0.0301 (8)
H12A0.3372−0.0001−0.12110.036*
C130.2832 (4)0.2282 (4)−0.0364 (3)0.0278 (8)
H13A0.30470.1339−0.00980.033*
H13B0.33230.2661−0.00250.033*
C140.1221 (5)0.2710 (5)−0.0280 (3)0.0342 (10)
H14A0.07620.2492−0.07250.041*
H14B0.10370.3652−0.04360.041*
C150.0537 (5)0.2088 (6)0.0675 (3)0.0415 (12)
H15A−0.04890.23830.06550.050*
H15B0.06850.11480.08160.050*
C160.1099 (5)0.2384 (5)0.1452 (3)0.0336 (9)
H16A0.06320.19210.20300.040*
H16B0.21200.20710.14900.040*
C170.0834 (5)0.3838 (5)0.1310 (3)0.0355 (10)
H17A−0.01340.41900.11090.043*
H17B0.14880.42660.08200.043*
C180.1019 (5)0.4173 (5)0.2160 (3)0.0331 (9)
H18A0.03340.37750.26380.040*
H18B0.07810.51120.20120.040*
C190.3067 (5)0.1805 (4)0.3382 (3)0.0279 (8)
C200.1897 (5)0.1239 (5)0.3893 (3)0.0334 (9)
H20A0.09960.17410.38740.040*
C210.2088 (5)−0.0067 (5)0.4425 (3)0.0359 (10)
H21A0.1307−0.04490.47490.043*
C220.3447 (5)−0.0821 (5)0.4480 (3)0.0341 (9)
H22A0.3571−0.16950.48510.041*
C230.4612 (5)−0.0265 (5)0.3983 (3)0.0333 (9)
H23A0.5516−0.07650.40190.040*
C240.4421 (5)0.1041 (4)0.3432 (3)0.0316 (9)
H24A0.51990.14110.30920.038*
C250.2720 (8)0.4463 (5)0.3575 (3)0.0541 (17)
C26A0.3553 (10)0.5057 (11)0.3781 (8)0.037 (2)0.482 (8)
H26A0.44470.50760.34710.044*0.482 (8)
C27A0.3295 (14)0.5701 (13)0.4428 (11)0.043 (3)0.482 (8)
H27A0.40240.60610.45610.052*0.482 (8)
C28A0.1990 (16)0.5802 (10)0.4860 (7)0.039 (3)0.482 (8)
H28A0.18370.62300.52900.047*0.482 (8)
C29A0.0882 (11)0.5285 (10)0.4680 (7)0.036 (2)0.482 (8)
H29A−0.00090.53550.49880.043*0.482 (8)
C30A0.1120 (10)0.4651 (10)0.4023 (7)0.033 (2)0.482 (8)
H30A0.03770.43480.38520.039*0.482 (8)
C26B0.2438 (11)0.5670 (9)0.3417 (7)0.036 (2)0.518 (8)
H26B0.22530.62100.28170.043*0.518 (8)
C27B0.2385 (13)0.6253 (10)0.4094 (7)0.042 (2)0.518 (8)
H27B0.19750.71200.39870.050*0.518 (8)
C28B0.2962 (14)0.5497 (11)0.4922 (9)0.036 (2)0.518 (8)
H28B0.29540.58680.53770.044*0.518 (8)
C29B0.3554 (10)0.4201 (10)0.5098 (6)0.037 (2)0.518 (8)
H29B0.39490.37150.56610.044*0.518 (8)
C30B0.3556 (10)0.3630 (10)0.4433 (6)0.034 (2)0.518 (8)
H30B0.40340.27930.45000.041*0.518 (8)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Au10.02936 (9)0.02235 (9)0.02283 (9)−0.00656 (6)−0.00161 (6)−0.00885 (7)
Au20.02824 (9)0.02498 (10)0.02712 (10)−0.00824 (6)−0.00585 (6)−0.00511 (7)
As10.02404 (18)0.02315 (19)0.0253 (2)−0.00406 (14)−0.00259 (14)−0.00946 (16)
As20.0350 (2)0.0243 (2)0.0226 (2)−0.00871 (16)−0.00427 (16)−0.00620 (16)
Cl10.0411 (5)0.0226 (4)0.0278 (5)−0.0079 (4)−0.0033 (4)−0.0069 (4)
Cl20.0305 (5)0.0361 (5)0.0298 (5)−0.0092 (4)−0.0030 (4)−0.0116 (4)
C10.0263 (18)0.029 (2)0.034 (2)−0.0034 (15)−0.0032 (16)−0.0150 (18)
C20.0275 (19)0.032 (2)0.032 (2)−0.0032 (16)−0.0029 (16)−0.0142 (18)
C30.029 (2)0.053 (3)0.050 (3)−0.011 (2)−0.0064 (19)−0.026 (3)
C40.024 (2)0.069 (4)0.075 (4)−0.004 (2)−0.006 (2)−0.046 (3)
C50.035 (2)0.080 (4)0.072 (4)0.003 (3)−0.004 (2)−0.058 (4)
C60.033 (2)0.061 (3)0.053 (3)−0.007 (2)−0.002 (2)−0.039 (3)
C70.0267 (18)0.0243 (19)0.035 (2)−0.0064 (15)−0.0007 (15)−0.0135 (17)
C80.033 (2)0.027 (2)0.040 (2)−0.0030 (16)−0.0113 (18)−0.0135 (19)
C90.040 (2)0.040 (3)0.048 (3)−0.002 (2)−0.013 (2)−0.024 (2)
C100.030 (2)0.039 (3)0.055 (3)−0.0072 (18)0.0001 (19)−0.030 (2)
C110.036 (2)0.026 (2)0.046 (3)−0.0090 (17)0.0064 (19)−0.016 (2)
C120.0281 (19)0.028 (2)0.036 (2)−0.0052 (16)0.0008 (16)−0.0132 (18)
C130.0281 (19)0.028 (2)0.024 (2)−0.0030 (15)−0.0063 (15)−0.0047 (16)
C140.0244 (19)0.053 (3)0.024 (2)−0.0065 (18)−0.0038 (15)−0.010 (2)
C150.036 (2)0.065 (3)0.027 (2)−0.022 (2)−0.0001 (18)−0.013 (2)
C160.037 (2)0.039 (2)0.024 (2)−0.0124 (19)−0.0035 (16)−0.0068 (18)
C170.030 (2)0.043 (3)0.029 (2)−0.0099 (18)−0.0066 (17)−0.002 (2)
C180.031 (2)0.031 (2)0.032 (2)−0.0022 (16)0.0019 (17)−0.0061 (18)
C190.037 (2)0.025 (2)0.0221 (19)−0.0090 (16)−0.0050 (16)−0.0045 (16)
C200.031 (2)0.031 (2)0.035 (2)−0.0039 (17)−0.0010 (17)−0.0074 (19)
C210.038 (2)0.034 (2)0.033 (2)−0.0120 (19)0.0027 (18)−0.0069 (19)
C220.046 (3)0.027 (2)0.026 (2)−0.0081 (18)−0.0031 (18)−0.0048 (18)
C230.036 (2)0.030 (2)0.033 (2)−0.0034 (17)−0.0032 (17)−0.0093 (19)
C240.035 (2)0.029 (2)0.031 (2)−0.0092 (17)−0.0030 (17)−0.0068 (18)
C250.113 (5)0.034 (3)0.022 (2)−0.035 (3)0.002 (3)−0.008 (2)
C26A0.029 (4)0.040 (5)0.048 (6)−0.006 (4)−0.003 (4)−0.023 (5)
C27A0.040 (6)0.052 (7)0.049 (8)−0.008 (6)−0.006 (6)−0.030 (7)
C28A0.060 (8)0.033 (5)0.028 (5)−0.008 (5)0.000 (5)−0.015 (4)
C29A0.036 (5)0.038 (5)0.031 (5)0.001 (4)0.001 (4)−0.010 (4)
C30A0.033 (4)0.039 (5)0.031 (5)−0.007 (4)0.003 (4)−0.018 (4)
C26B0.049 (5)0.030 (4)0.029 (4)−0.006 (4)−0.006 (4)−0.010 (4)
C27B0.057 (7)0.035 (5)0.041 (6)−0.010 (5)0.004 (5)−0.023 (4)
C28B0.040 (6)0.049 (6)0.031 (6)−0.013 (5)0.004 (5)−0.025 (5)
C29B0.042 (5)0.044 (5)0.026 (4)−0.012 (4)−0.002 (3)−0.010 (4)
C30B0.036 (4)0.035 (5)0.031 (4)−0.004 (4)−0.005 (3)−0.011 (4)
Geometric parameters (Å, °) top
Au1—Cl12.3043 (10)C16—C171.520 (7)
Au1—As12.3411 (4)C16—H16A0.9700
Au2—Cl22.3005 (10)C16—H16B0.9700
Au2—As22.3398 (5)C17—C181.524 (7)
As1—C131.929 (4)C17—H17A0.9700
As1—C11.930 (4)C17—H17B0.9700
As1—C71.937 (4)C18—H18A0.9700
As2—C191.925 (4)C18—H18B0.9700
As2—C251.931 (5)C19—C241.400 (6)
As2—C181.940 (4)C19—C201.403 (6)
C1—C21.392 (6)C20—C211.380 (7)
C1—C61.394 (6)C20—H20A0.9300
C2—C31.393 (6)C21—C221.399 (7)
C2—H2A0.9300C21—H21A0.9300
C3—C41.382 (8)C22—C231.387 (7)
C3—H3A0.9300C22—H22A0.9300
C4—C51.390 (7)C23—C241.388 (7)
C4—H4A0.9300C23—H23A0.9300
C5—C61.384 (7)C24—H24A0.9300
C5—H5A0.9300C25—C26A1.240 (11)
C6—H6A0.9300C25—C26B1.251 (11)
C7—C81.373 (6)C25—C30B1.537 (11)
C7—C121.400 (6)C25—C30A1.611 (12)
C8—C91.402 (6)C26A—C27A1.398 (16)
C8—H8A0.9300C26A—H26A0.9300
C9—C101.389 (8)C27A—C28A1.351 (18)
C9—H9A0.9300C27A—H27A0.9300
C10—C111.374 (8)C28A—C29A1.375 (16)
C10—H10A0.9300C28A—H28A0.9300
C11—C121.401 (6)C29A—C30A1.404 (13)
C11—H11A0.9300C29A—H29A0.9300
C12—H12A0.9300C30A—H30A0.9300
C13—C141.524 (6)C26B—C27B1.403 (12)
C13—H13A0.9700C26B—H26B0.9300
C13—H13B0.9700C27B—C28B1.376 (17)
C14—C151.530 (6)C27B—H27B0.9300
C14—H14A0.9700C28B—C29B1.383 (16)
C14—H14B0.9700C28B—H28B0.9300
C15—C161.523 (6)C29B—C30B1.383 (13)
C15—H15A0.9700C29B—H29B0.9300
C15—H15B0.9700C30B—H30B0.9300
Cl1—Au1—As1174.77 (3)C15—C16—H16B109.2
Cl2—Au2—As2175.14 (3)H16A—C16—H16B107.9
C13—As1—C1103.67 (19)C16—C17—C18114.4 (4)
C13—As1—C7104.75 (18)C16—C17—H17A108.7
C1—As1—C7105.48 (17)C18—C17—H17A108.7
C13—As1—Au1115.15 (13)C16—C17—H17B108.7
C1—As1—Au1114.54 (14)C18—C17—H17B108.7
C7—As1—Au1112.21 (14)H17A—C17—H17B107.6
C19—As2—C25102.5 (2)C17—C18—As2115.9 (3)
C19—As2—C18107.7 (2)C17—C18—H18A108.3
C25—As2—C18101.2 (3)As2—C18—H18A108.3
C19—As2—Au2110.57 (14)C17—C18—H18B108.3
C25—As2—Au2117.1 (2)As2—C18—H18B108.3
C18—As2—Au2116.39 (14)H18A—C18—H18B107.4
C2—C1—C6120.8 (4)C24—C19—C20119.4 (4)
C2—C1—As1117.3 (3)C24—C19—As2118.0 (3)
C6—C1—As1121.8 (3)C20—C19—As2122.6 (3)
C1—C2—C3119.1 (4)C21—C20—C19119.7 (4)
C1—C2—H2A120.5C21—C20—H20A120.1
C3—C2—H2A120.5C19—C20—H20A120.1
C4—C3—C2120.4 (4)C20—C21—C22120.5 (4)
C4—C3—H3A119.8C20—C21—H21A119.7
C2—C3—H3A119.8C22—C21—H21A119.7
C3—C4—C5120.1 (5)C23—C22—C21120.1 (4)
C3—C4—H4A120.0C23—C22—H22A120.0
C5—C4—H4A120.0C21—C22—H22A120.0
C6—C5—C4120.3 (5)C22—C23—C24119.7 (4)
C6—C5—H5A119.8C22—C23—H23A120.2
C4—C5—H5A119.8C24—C23—H23A120.2
C5—C6—C1119.3 (4)C23—C24—C19120.6 (4)
C5—C6—H6A120.3C23—C24—H24A119.7
C1—C6—H6A120.3C19—C24—H24A119.7
C8—C7—C12120.5 (4)C26A—C25—C26B59.0 (7)
C8—C7—As1118.9 (3)C26A—C25—C30B66.8 (7)
C12—C7—As1120.6 (3)C26B—C25—C30B117.9 (7)
C7—C8—C9120.1 (4)C26A—C25—C30A113.6 (7)
C7—C8—H8A120.0C26B—C25—C30A76.6 (7)
C9—C8—H8A120.0C30B—C25—C30A101.0 (6)
C10—C9—C8119.5 (5)C26A—C25—As2130.7 (7)
C10—C9—H9A120.2C26B—C25—As2124.9 (6)
C8—C9—H9A120.2C30B—C25—As2112.5 (5)
C11—C10—C9120.6 (4)C30A—C25—As2114.6 (5)
C11—C10—H10A119.7C25—C26A—C27A127.1 (10)
C9—C10—H10A119.7C25—C26A—H26A116.5
C10—C11—C12120.2 (5)C27A—C26A—H26A116.5
C10—C11—H11A119.9C28A—C27A—C26A120.3 (10)
C12—C11—H11A119.9C28A—C27A—H27A119.9
C7—C12—C11119.1 (4)C26A—C27A—H27A119.9
C7—C12—H12A120.5C27A—C28A—C29A121.6 (9)
C11—C12—H12A120.5C27A—C28A—H28A119.2
C14—C13—As1110.6 (3)C29A—C28A—H28A119.2
C14—C13—H13A109.5C28A—C29A—C30A118.7 (9)
As1—C13—H13A109.5C28A—C29A—H29A120.6
C14—C13—H13B109.5C30A—C29A—H29A120.6
As1—C13—H13B109.5C29A—C30A—C25118.1 (8)
H13A—C13—H13B108.1C29A—C30A—H30A121.0
C13—C14—C15114.2 (4)C25—C30A—H30A121.0
C13—C14—H14A108.7C25—C26B—C27B123.6 (9)
C15—C14—H14A108.7C25—C26B—H26B118.2
C13—C14—H14B108.7C27B—C26B—H26B118.2
C15—C14—H14B108.7C28B—C27B—C26B117.6 (10)
H14A—C14—H14B107.6C28B—C27B—H27B121.2
C16—C15—C14115.4 (4)C26B—C27B—H27B121.2
C16—C15—H15A108.4C27B—C28B—C29B122.0 (10)
C14—C15—H15A108.4C27B—C28B—H28B119.0
C16—C15—H15B108.4C29B—C28B—H28B119.0
C14—C15—H15B108.4C30B—C29B—C28B119.7 (9)
H15A—C15—H15B107.5C30B—C29B—H29B120.2
C17—C16—C15111.8 (4)C28B—C29B—H29B120.2
C17—C16—H16A109.2C29B—C30B—C25116.0 (8)
C15—C16—H16A109.2C29B—C30B—H30B122.0
C17—C16—H16B109.2C25—C30B—H30B122.0
C13—As1—C1—C2−51.8 (4)C24—C19—C20—C21−1.1 (7)
C7—As1—C1—C2−161.6 (4)As2—C19—C20—C21−178.0 (4)
Au1—As1—C1—C274.5 (4)C19—C20—C21—C222.0 (7)
C13—As1—C1—C6132.9 (5)C20—C21—C22—C23−1.4 (7)
C7—As1—C1—C623.0 (5)C21—C22—C23—C240.1 (7)
Au1—As1—C1—C6−100.9 (4)C22—C23—C24—C190.8 (7)
C6—C1—C2—C30.1 (8)C20—C19—C24—C23−0.2 (7)
As1—C1—C2—C3−175.2 (4)As2—C19—C24—C23176.8 (3)
C1—C2—C3—C40.5 (8)C19—As2—C25—C26A111.1 (9)
C2—C3—C4—C5−1.5 (10)C18—As2—C25—C26A−137.7 (9)
C3—C4—C5—C61.9 (12)Au2—As2—C25—C26A−10.1 (9)
C4—C5—C6—C1−1.2 (11)C19—As2—C25—C26B−172.1 (8)
C2—C1—C6—C50.3 (9)C18—As2—C25—C26B−60.9 (8)
As1—C1—C6—C5175.4 (5)Au2—As2—C25—C26B66.7 (9)
C13—As1—C7—C8128.8 (4)C19—As2—C25—C30B33.0 (6)
C1—As1—C7—C8−122.1 (4)C18—As2—C25—C30B144.2 (5)
Au1—As1—C7—C83.2 (4)Au2—As2—C25—C30B−88.2 (5)
C13—As1—C7—C12−51.0 (4)C19—As2—C25—C30A−81.7 (6)
C1—As1—C7—C1258.0 (4)C18—As2—C25—C30A29.6 (6)
Au1—As1—C7—C12−176.6 (3)Au2—As2—C25—C30A157.2 (5)
C12—C7—C8—C9−0.5 (7)C26B—C25—C26A—C27A64.7 (13)
As1—C7—C8—C9179.6 (4)C30B—C25—C26A—C27A−83.6 (14)
C7—C8—C9—C100.0 (7)C30A—C25—C26A—C27A8.7 (16)
C8—C9—C10—C110.5 (8)As2—C25—C26A—C27A176.0 (10)
C9—C10—C11—C12−0.5 (7)C25—C26A—C27A—C28A−5(2)
C8—C7—C12—C110.5 (6)C26A—C27A—C28A—C29A0(2)
As1—C7—C12—C11−179.6 (3)C27A—C28A—C29A—C30A−0.6 (18)
C10—C11—C12—C70.0 (7)C28A—C29A—C30A—C254.8 (15)
C1—As1—C13—C14−179.7 (3)C26A—C25—C30A—C29A−8.6 (13)
C7—As1—C13—C14−69.3 (4)C26B—C25—C30A—C29A−55.6 (10)
Au1—As1—C13—C1454.4 (3)C30B—C25—C30A—C29A60.7 (10)
As1—C13—C14—C15168.3 (3)As2—C25—C30A—C29A−178.1 (7)
C13—C14—C15—C1660.8 (7)C26A—C25—C26B—C27B−55.6 (11)
C14—C15—C16—C1761.3 (6)C30B—C25—C26B—C27B−22.5 (14)
C15—C16—C17—C18165.4 (4)C30A—C25—C26B—C27B73.0 (11)
C16—C17—C18—As261.0 (5)As2—C25—C26B—C27B−176.2 (8)
C19—As2—C18—C17−80.8 (4)C25—C26B—C27B—C28B14.1 (17)
C25—As2—C18—C17172.0 (4)C26B—C27B—C28B—C29B−1.1 (18)
Au2—As2—C18—C1744.0 (4)C27B—C28B—C29B—C30B−0.9 (17)
C25—As2—C19—C24−104.7 (4)C28B—C29B—C30B—C25−7.1 (13)
C18—As2—C19—C24149.0 (3)C26A—C25—C30B—C29B49.4 (9)
Au2—As2—C19—C2420.8 (4)C26B—C25—C30B—C29B18.8 (12)
C25—As2—C19—C2072.2 (4)C30A—C25—C30B—C29B−61.8 (9)
C18—As2—C19—C20−34.1 (4)As2—C25—C30B—C29B175.6 (6)
Au2—As2—C19—C20−162.3 (3)
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
C17—H17B···Cl2i0.972.793.754 (5)172
C18—H18A···Cl1ii0.972.803.701 (5)155
Symmetry codes: (i) −x+1, −y+1, −z; (ii) −x, −y+1, −z.
Table 1
Selected geometric parameters (Å, °) top
Au1—Cl12.3043 (10)Au2—Cl22.3005 (10)
Au1—As12.3411 (4)Au2—As22.3398 (5)
Cl1—Au1—As1174.77 (3)Cl2—Au2—As2175.14 (3)
Table 2
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
C17—H17B···Cl2i0.972.793.754 (5)172
C18—H18A···Cl1ii0.972.803.701 (5)155
Symmetry codes: (i) −x+1, −y+1, −z; (ii) −x, −y+1, −z.
Acknowledgements top

The authors would like to thank the Malaysian Government and Universiti Sains Malaysia (USM) for the University Research Grant 1001/PJJAUH/811115. AT is grateful to USM for a post-doctoral Fellowship. IAK is grateful to USM for a Visiting Research Fellowship and to Gokhale Centenary College, Ankola, India, for study leave. HKF and CSY thank USM for the Research University Grant No. 1001/PFIZIK/811160.

references
References top

Allen, F. H. (2002). Acta Cryst. B58, 380–388.

Bruker (2009). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.

Cosier, J. & Glazer, A. M. (1986). J. Appl. Cryst. 19, 105–107.

Francis, C. P. (1901). J. Am. Chem. Soc. 23, 250–258.

Hill, W. E., Minahan, D. M. A. & McAuliffe, C. A. (1983). Inorg. Chem. 22, 3382–3387.

Parish, R. & Cottrill, S. M. (1987). Gold Bull. 20, 3–12.

Shawkataly, O. bin, Khan, I. A., Goh, J. H. & Fun, H.-K. (2009). Acta Cryst. E65, o2591–o2592.

Shawkataly, O. bin, Tariq, A., Yeap, C. S. & Fun, H.-K. (2010). Acta Cryst. E66, m1535–m1536.

Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122.

Spek, A. L. (2009). Acta Cryst. D65, 148–155.

Tiekink, E. R. T. (2002). Crit. Rev. Oncol. Hematol. 42, 225–248.