metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

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ISSN: 2056-9890

[(Z)-N-(2-Chloro­phen­yl)-O-methyl­thio­carbamato-κS](tri­phenyl­phosphine-κP)gold(I)

aDepartment of Chemistry, National University of Singapore, Singapore 117543, and bDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia
*Correspondence e-mail: edward.tiekink@gmail.com

(Received 17 November 2009; accepted 18 November 2009; online 21 November 2009)

In the title compound, [Au(C8H7ClNOS)(C18H15P)], the AuI atom has a near-linear geometry, defined by an S,P-donor set [S—Au—P = 175.09 (5)°]. The proximity of the meth­oxy O atom to Au may be responsible for the deviation from linearity [Au⋯O = 2.959 (4) Å].

Related literature

For structural systematics and luminescence properties of phosphinegold(I) carbonimidothio­ates, see: Ho et al. (2006[Ho, S. Y., Cheng, E. C.-C., Tiekink, E. R. T. & Yam, V. W.-W. (2006). Inorg. Chem. 45, 8165-8174.]); Ho & Tiekink (2007[Ho, S. Y. & Tiekink, E. R. T. (2007). CrystEngComm, 9, 368-378.]); Kuan et al. (2008[Kuan, F. S., Ho, S. Y., Tadbuppa, P. P. & Tiekink, E. R. T. (2008). CrystEngComm, 10, 548-564.]). For the synthesis, see: Hall et al. (1993[Hall, V. J., Siasios, G. & Tiekink, E. R. T. (1993). Aust. J. Chem. 46, 561-570.]).

[Scheme 1]

Experimental

Crystal data
  • [Au(C8H7ClNOS)(C18H15P)]

  • Mr = 659.89

  • Monoclinic, P 21 /n

  • a = 8.9388 (5) Å

  • b = 26.2804 (15) Å

  • c = 10.3233 (6) Å

  • β = 96.599 (1)°

  • V = 2409.0 (2) Å3

  • Z = 4

  • Mo Kα radiation

  • μ = 6.39 mm−1

  • T = 223 K

  • 0.13 × 0.10 × 0.07 mm

Data collection
  • Bruker SMART CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2000[Bruker (2000). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.521, Tmax = 1

  • 17015 measured reflections

  • 5537 independent reflections

  • 4400 reflections with I > 2σ(I)

  • Rint = 0.047

Refinement
  • R[F2 > 2σ(F2)] = 0.032

  • wR(F2) = 0.085

  • S = 1.04

  • 5537 reflections

  • 290 parameters

  • H-atom parameters constrained

  • Δρmax = 1.17 e Å−3

  • Δρmin = −0.54 e Å−3

Table 1
Selected bond lengths (Å)

Au—S1 2.3086 (12)
Au—P1 2.2508 (12)

Data collection: SMART (Bruker, 2000[Bruker (2000). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2000[Bruker (2000). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SHELXTL (Bruker, 2000[Bruker (2000). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); program(s) used to solve structure: PATTY in DIRDIF92 (Beurskens et al., 1992[Beurskens, P. T., Admiraal, G., Beurskens, G., Bosman, W. P., Garcia-Granda, S., Gould, R. O., Smits, J. M. M. & Smykalla, C. (1992). The DIRDIF Program System. Technical Report. Crystallography Laboratory, University of Nijmegen, The Netherlands.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: DIAMOND (Brandenburg, 2006[Brandenburg, K. (2006). DIAMOND. Crystal Impact GbR, Bonn, Germany.]); software used to prepare material for publication: publCIF (Westrip, 2009[Westrip, S. P. (2009). publCIF. In preparation.]).

Supporting information


Comment top

The motivation for systematic studies of phosphinegold(I) thiocarbamides, e.g. (R3P)PAu[SC(OR')NR''], relates to the delineation of crystal packing characteristics, e.g. the propensity to form aurophilic (Au···Au) interactions (Ho & Tiekink, 2007; Kuan et al., 2008), as well as the examination of their luminescence characteristics (Ho et al. 2006). The title compound, (C5H5)3PAu[SC(OMe)N(C6H4Cl-o)], (I), was synthesized during the course of these studies.

The thiocarbamato anion functions as a thiolate ligand in (I), Fig. 1, as seen in the magnitudes of the C1—S1 and C1N1 bond distances of 1.762 (5) and 1.269 (6) Å, respectively; the conformation about C1N1 is Z. The central SC(O)N chromophore has small but significant twists from planarity as seen in the S1–C1–N1–C2 and O1–C1–N1–C2 torsion angles of 10.0 (7) and -173.1 (4) °, respectively. The N-bound aryl ring is twisted out of this plane: the C1–N1–C2–C3 torsion angle is -126.3 (5) °. The thiocarbamato and phosphine ligands define an approximately linear S, P donor set, Table. The deviation of the S1—Au—P1 angle [175.09 (5) °] from the ideal linear geometry is ascribed to the close approach of the O1 atom [2.959 (4) Å] to Au.

Related literature top

For structural systematics and luminescence properties of phosphinegold(I) carbonimidothioates, see: Ho et al. (2006); Ho & Tiekink (2007); Kuan et al. (2008). For the synthesis, see: Hall et al. (1993).

Experimental top

Compound (I) was prepared following the standard literature procedure from the reaction of Ph3AuCl and MeOC(S)N(H)(C6H4Cl-o) in the presence of base (Hall et al., 1993).

Refinement top

The H atoms were geometrically placed (C—H = 0.94–0.97 Å) and refined as riding with Uiso(H) = 1.2–1.5Ueq(C). A rotating group model was used for the methyl group. The maximum and minimum residual electron density peaks of 1.17 and 0.54 e Å-3, respectively, are located 0.86 Å and 0.38 Å from the Au and H20 atoms, respectively.

Computing details top

Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SHELXTL (Bruker, 2000); program(s) used to solve structure: PATTY in DIRDIF92 (Beurskens et al., 1992); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg, 2006); software used to prepare material for publication: publCIF (Westrip, 2009).

Figures top
[Figure 1] Fig. 1. Molecular structure of (I) showing displacement ellipsoids at the 50% probability level.
[(Z)-N-(2-Chlorophenyl)-O-methylthiocarbamato- κS](triphenylphosphine-κP)gold(I) top
Crystal data top
[Au(C8H7ClNOS)(C18H15P)]F(000) = 1280
Mr = 659.89Dx = 1.819 Mg m3
Monoclinic, P21/nMo Kα radiation, λ = 0.71069 Å
Hall symbol: -P 2ynCell parameters from 3828 reflections
a = 8.9388 (5) Åθ = 2.4–24.2°
b = 26.2804 (15) ŵ = 6.39 mm1
c = 10.3233 (6) ÅT = 223 K
β = 96.599 (1)°Block, colourless
V = 2409.0 (2) Å30.13 × 0.10 × 0.07 mm
Z = 4
Data collection top
Bruker SMART CCD
diffractometer
5537 independent reflections
Radiation source: fine-focus sealed tube4400 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.047
ω scansθmax = 27.5°, θmin = 1.6°
Absorption correction: multi-scan
(SADABS; Bruker, 2000)
h = 1110
Tmin = 0.521, Tmax = 1k = 3433
17015 measured reflectionsl = 1312
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)] = 0.032Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.085H-atom parameters constrained
S = 1.04 w = 1/[σ2(Fo2) + (0.0379P)2]
where P = (Fo2 + 2Fc2)/3
5537 reflections(Δ/σ)max < 0.001
290 parametersΔρmax = 1.17 e Å3
0 restraintsΔρmin = 0.54 e Å3
Crystal data top
[Au(C8H7ClNOS)(C18H15P)]V = 2409.0 (2) Å3
Mr = 659.89Z = 4
Monoclinic, P21/nMo Kα radiation
a = 8.9388 (5) ŵ = 6.39 mm1
b = 26.2804 (15) ÅT = 223 K
c = 10.3233 (6) Å0.13 × 0.10 × 0.07 mm
β = 96.599 (1)°
Data collection top
Bruker SMART CCD
diffractometer
5537 independent reflections
Absorption correction: multi-scan
(SADABS; Bruker, 2000)
4400 reflections with I > 2σ(I)
Tmin = 0.521, Tmax = 1Rint = 0.047
17015 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0320 restraints
wR(F2) = 0.085H-atom parameters constrained
S = 1.04Δρmax = 1.17 e Å3
5537 reflectionsΔρmin = 0.54 e Å3
290 parameters
Special details top

Geometry. All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'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 > 2σ(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
Au0.24654 (2)0.102793 (8)0.096786 (18)0.02961 (8)
Cl10.89614 (16)0.17339 (6)0.09989 (13)0.0446 (3)
S10.37239 (14)0.14902 (5)0.04703 (12)0.0313 (3)
P10.13681 (14)0.06089 (5)0.25093 (12)0.0267 (3)
O10.5076 (4)0.16834 (14)0.1853 (3)0.0349 (9)
N10.6237 (5)0.20523 (16)0.0254 (4)0.0320 (10)
C10.5160 (5)0.17848 (19)0.0581 (5)0.0283 (11)
C20.6239 (6)0.22061 (19)0.1058 (5)0.0299 (11)
C30.7475 (5)0.21050 (19)0.1725 (5)0.0301 (11)
C40.7550 (6)0.2287 (2)0.2976 (5)0.0390 (13)
H40.83950.22130.34070.047*
C50.6403 (7)0.2573 (2)0.3584 (5)0.0405 (13)
H50.64500.26970.44320.049*
C60.5180 (6)0.2676 (2)0.2937 (6)0.0428 (14)
H60.43790.28690.33560.051*
C70.5101 (6)0.2503 (2)0.1685 (5)0.0384 (13)
H70.42650.25890.12530.046*
C80.6204 (7)0.1907 (3)0.2779 (5)0.0468 (15)
H8A0.71690.17480.27020.070*
H8B0.59360.18550.36530.070*
H8C0.62710.22680.26080.070*
C90.1331 (5)0.10132 (18)0.3935 (5)0.0273 (10)
C100.2482 (6)0.1366 (2)0.4224 (5)0.0366 (13)
H100.32250.14070.36580.044*
C110.2530 (6)0.1655 (2)0.5335 (6)0.0444 (14)
H110.33260.18850.55380.053*
C120.1430 (7)0.1611 (2)0.6157 (6)0.0441 (15)
H120.14790.18060.69230.053*
C130.0248 (7)0.1275 (2)0.5843 (6)0.0454 (15)
H130.05270.12530.63840.055*
C140.0199 (6)0.0975 (2)0.4747 (5)0.0379 (13)
H140.05990.07450.45470.045*
C150.2397 (5)0.00408 (19)0.3076 (5)0.0301 (11)
C160.2844 (6)0.0052 (2)0.4394 (5)0.0386 (13)
H160.26400.01850.50310.046*
C170.3602 (7)0.0506 (2)0.4751 (7)0.0510 (16)
H170.39040.05720.56370.061*
C180.3912 (7)0.0857 (2)0.3836 (8)0.0551 (18)
H180.44140.11610.40950.066*
C190.3488 (7)0.0762 (2)0.2546 (7)0.0526 (17)
H190.37090.10010.19170.063*
C200.2728 (6)0.0314 (2)0.2154 (6)0.0422 (14)
H200.24400.02530.12630.051*
C210.0550 (5)0.03955 (19)0.2088 (4)0.0262 (10)
C220.1585 (6)0.0739 (2)0.1473 (5)0.0367 (13)
H220.12740.10650.12450.044*
C230.3071 (6)0.0596 (3)0.1200 (6)0.0470 (15)
H230.37780.08300.08070.056*
C240.3536 (6)0.0114 (3)0.1495 (6)0.0462 (15)
H240.45510.00200.12940.055*
C250.2516 (6)0.0228 (2)0.2083 (6)0.0449 (14)
H250.28290.05580.22830.054*
C260.1020 (6)0.0087 (2)0.2384 (5)0.0332 (12)
H260.03220.03210.27910.040*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Au0.02941 (12)0.03086 (12)0.02991 (12)0.00652 (9)0.00915 (8)0.00018 (9)
Cl10.0407 (8)0.0589 (10)0.0340 (7)0.0071 (7)0.0033 (6)0.0004 (7)
S10.0317 (7)0.0374 (8)0.0257 (6)0.0082 (6)0.0074 (5)0.0005 (5)
P10.0265 (7)0.0255 (7)0.0290 (7)0.0051 (5)0.0073 (5)0.0014 (5)
O10.035 (2)0.045 (2)0.0252 (19)0.0108 (17)0.0040 (15)0.0024 (16)
N10.030 (2)0.032 (3)0.035 (2)0.0076 (19)0.0042 (19)0.0003 (19)
C10.026 (2)0.032 (3)0.028 (3)0.001 (2)0.006 (2)0.004 (2)
C20.032 (3)0.029 (3)0.029 (3)0.009 (2)0.004 (2)0.001 (2)
C30.032 (3)0.027 (3)0.030 (3)0.009 (2)0.001 (2)0.000 (2)
C40.038 (3)0.045 (3)0.036 (3)0.008 (3)0.012 (2)0.004 (3)
C50.054 (4)0.037 (3)0.031 (3)0.006 (3)0.008 (3)0.008 (2)
C60.045 (3)0.034 (3)0.049 (4)0.001 (3)0.003 (3)0.013 (3)
C70.036 (3)0.034 (3)0.046 (3)0.003 (2)0.010 (3)0.008 (3)
C80.050 (4)0.060 (4)0.029 (3)0.018 (3)0.003 (3)0.001 (3)
C90.026 (3)0.025 (3)0.031 (3)0.002 (2)0.004 (2)0.002 (2)
C100.031 (3)0.036 (3)0.043 (3)0.003 (2)0.003 (2)0.005 (2)
C110.040 (3)0.039 (3)0.052 (4)0.006 (3)0.004 (3)0.014 (3)
C120.060 (4)0.034 (3)0.036 (3)0.012 (3)0.002 (3)0.006 (3)
C130.062 (4)0.037 (3)0.040 (3)0.007 (3)0.020 (3)0.000 (3)
C140.042 (3)0.035 (3)0.039 (3)0.007 (3)0.015 (3)0.003 (2)
C150.020 (2)0.029 (3)0.041 (3)0.006 (2)0.006 (2)0.003 (2)
C160.033 (3)0.040 (3)0.042 (3)0.000 (2)0.001 (2)0.002 (3)
C170.040 (3)0.044 (4)0.065 (4)0.000 (3)0.009 (3)0.013 (3)
C180.037 (4)0.035 (3)0.093 (6)0.011 (3)0.004 (3)0.009 (4)
C190.043 (4)0.041 (4)0.078 (5)0.004 (3)0.023 (3)0.009 (3)
C200.037 (3)0.041 (3)0.050 (4)0.001 (3)0.010 (3)0.006 (3)
C210.022 (2)0.033 (3)0.024 (2)0.003 (2)0.0043 (19)0.004 (2)
C220.037 (3)0.033 (3)0.039 (3)0.000 (2)0.003 (2)0.005 (2)
C230.033 (3)0.058 (4)0.050 (4)0.009 (3)0.001 (3)0.004 (3)
C240.024 (3)0.071 (5)0.043 (3)0.007 (3)0.001 (2)0.009 (3)
C250.044 (3)0.043 (3)0.047 (4)0.020 (3)0.001 (3)0.000 (3)
C260.028 (3)0.031 (3)0.039 (3)0.005 (2)0.004 (2)0.006 (2)
Geometric parameters (Å, º) top
Au—S12.3086 (12)C11—H110.9400
Au—P12.2508 (12)C12—C131.386 (8)
Cl1—C31.746 (5)C12—H120.9400
S1—C11.762 (5)C13—C141.376 (8)
P1—C211.809 (5)C13—H130.9400
P1—C151.815 (5)C14—H140.9400
P1—C91.819 (5)C15—C201.389 (7)
O1—C11.350 (6)C15—C161.395 (7)
O1—C81.433 (6)C16—C171.400 (8)
N1—C11.269 (6)C16—H160.9400
N1—C21.414 (6)C17—C181.371 (9)
C2—C71.383 (7)C17—H170.9400
C2—C31.393 (7)C18—C191.365 (9)
C3—C41.385 (7)C18—H180.9400
C4—C51.365 (8)C19—C201.396 (8)
C4—H40.9400C19—H190.9400
C5—C61.372 (8)C20—H200.9400
C5—H50.9400C21—C261.380 (7)
C6—C71.380 (7)C21—C221.393 (7)
C6—H60.9400C22—C231.378 (8)
C7—H70.9400C22—H220.9400
C8—H8A0.9700C23—C241.378 (9)
C8—H8B0.9700C23—H230.9400
C8—H8C0.9700C24—C251.372 (8)
C9—C141.390 (7)C24—H240.9400
C9—C101.391 (7)C25—C261.388 (7)
C10—C111.372 (7)C25—H250.9400
C10—H100.9400C26—H260.9400
C11—C121.376 (8)
P1—Au—S1175.09 (5)C11—C12—C13119.3 (5)
C1—S1—Au102.08 (17)C11—C12—H12120.4
C21—P1—C15104.7 (2)C13—C12—H12120.4
C21—P1—C9105.7 (2)C14—C13—C12120.5 (5)
C15—P1—C9106.0 (2)C14—C13—H13119.7
C21—P1—Au117.37 (16)C12—C13—H13119.7
C15—P1—Au112.61 (16)C13—C14—C9119.9 (5)
C9—P1—Au109.65 (16)C13—C14—H14120.1
C1—O1—C8117.1 (4)C9—C14—H14120.1
C1—N1—C2119.9 (4)C20—C15—C16119.4 (5)
N1—C1—O1119.8 (4)C20—C15—P1118.1 (4)
N1—C1—S1126.9 (4)C16—C15—P1122.5 (4)
O1—C1—S1113.2 (3)C15—C16—C17118.8 (5)
C7—C2—C3117.3 (5)C15—C16—H16120.6
C7—C2—N1121.8 (5)C17—C16—H16120.6
C3—C2—N1120.5 (5)C18—C17—C16121.4 (6)
C4—C3—C2121.4 (5)C18—C17—H17119.3
C4—C3—Cl1118.5 (4)C16—C17—H17119.3
C2—C3—Cl1120.1 (4)C19—C18—C17119.6 (6)
C5—C4—C3120.3 (5)C19—C18—H18120.2
C5—C4—H4119.9C17—C18—H18120.2
C3—C4—H4119.9C18—C19—C20120.6 (6)
C4—C5—C6119.0 (5)C18—C19—H19119.7
C4—C5—H5120.5C20—C19—H19119.7
C6—C5—H5120.5C15—C20—C19120.2 (6)
C5—C6—C7121.3 (5)C15—C20—H20119.9
C5—C6—H6119.3C19—C20—H20119.9
C7—C6—H6119.3C26—C21—C22119.6 (5)
C6—C7—C2120.7 (5)C26—C21—P1122.4 (4)
C6—C7—H7119.7C22—C21—P1118.1 (4)
C2—C7—H7119.7C23—C22—C21119.4 (5)
O1—C8—H8A109.5C23—C22—H22120.3
O1—C8—H8B109.5C21—C22—H22120.3
H8A—C8—H8B109.5C22—C23—C24120.9 (6)
O1—C8—H8C109.5C22—C23—H23119.5
H8A—C8—H8C109.5C24—C23—H23119.5
H8B—C8—H8C109.5C25—C24—C23119.9 (5)
C14—C9—C10119.4 (5)C25—C24—H24120.1
C14—C9—P1121.9 (4)C23—C24—H24120.1
C10—C9—P1118.7 (4)C24—C25—C26119.9 (5)
C11—C10—C9119.9 (5)C24—C25—H25120.1
C11—C10—H10120.1C26—C25—H25120.1
C9—C10—H10120.1C21—C26—C25120.4 (5)
C10—C11—C12120.9 (5)C21—C26—H26119.8
C10—C11—H11119.5C25—C26—H26119.8
C12—C11—H11119.5
C2—N1—C1—O1173.1 (4)C10—C9—C14—C131.8 (8)
C2—N1—C1—S110.0 (7)P1—C9—C14—C13177.5 (4)
C8—O1—C1—N12.5 (7)C21—P1—C15—C2074.9 (4)
C8—O1—C1—S1179.8 (4)C9—P1—C15—C20173.6 (4)
Au—S1—C1—N1174.2 (4)Au—P1—C15—C2053.7 (4)
Au—S1—C1—O12.9 (4)C21—P1—C15—C16104.3 (4)
C1—N1—C2—C760.3 (7)C9—P1—C15—C167.2 (5)
C1—N1—C2—C3126.3 (5)Au—P1—C15—C16127.1 (4)
C7—C2—C3—C41.1 (7)C20—C15—C16—C170.7 (8)
N1—C2—C3—C4174.9 (5)P1—C15—C16—C17178.4 (4)
C7—C2—C3—Cl1179.8 (4)C15—C16—C17—C180.1 (9)
N1—C2—C3—Cl16.1 (7)C16—C17—C18—C190.6 (10)
C2—C3—C4—C50.1 (8)C17—C18—C19—C200.7 (10)
Cl1—C3—C4—C5179.2 (4)C16—C15—C20—C190.6 (8)
C3—C4—C5—C60.0 (9)P1—C15—C20—C19178.6 (4)
C4—C5—C6—C71.0 (9)C18—C19—C20—C150.1 (9)
C5—C6—C7—C22.0 (9)C15—P1—C21—C269.0 (5)
C3—C2—C7—C62.1 (8)C9—P1—C21—C26102.7 (4)
N1—C2—C7—C6175.7 (5)Au—P1—C21—C26134.7 (4)
C21—P1—C9—C1422.3 (5)C15—P1—C21—C22172.6 (4)
C15—P1—C9—C1488.5 (5)C9—P1—C21—C2275.7 (4)
Au—P1—C9—C14149.7 (4)Au—P1—C21—C2246.9 (4)
C21—P1—C9—C10158.4 (4)C26—C21—C22—C231.7 (8)
C15—P1—C9—C1090.8 (4)P1—C21—C22—C23176.7 (4)
Au—P1—C9—C1031.0 (5)C21—C22—C23—C241.8 (9)
C14—C9—C10—C113.2 (8)C22—C23—C24—C250.8 (9)
P1—C9—C10—C11176.1 (4)C23—C24—C25—C260.3 (9)
C9—C10—C11—C121.8 (9)C22—C21—C26—C250.6 (8)
C10—C11—C12—C130.9 (9)P1—C21—C26—C25177.7 (4)
C11—C12—C13—C142.3 (9)C24—C25—C26—C210.3 (8)
C12—C13—C14—C90.9 (9)

Experimental details

Crystal data
Chemical formula[Au(C8H7ClNOS)(C18H15P)]
Mr659.89
Crystal system, space groupMonoclinic, P21/n
Temperature (K)223
a, b, c (Å)8.9388 (5), 26.2804 (15), 10.3233 (6)
β (°) 96.599 (1)
V3)2409.0 (2)
Z4
Radiation typeMo Kα
µ (mm1)6.39
Crystal size (mm)0.13 × 0.10 × 0.07
Data collection
DiffractometerBruker SMART CCD
diffractometer
Absorption correctionMulti-scan
(SADABS; Bruker, 2000)
Tmin, Tmax0.521, 1
No. of measured, independent and
observed [I > 2σ(I)] reflections
17015, 5537, 4400
Rint0.047
(sin θ/λ)max1)0.650
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.032, 0.085, 1.04
No. of reflections5537
No. of parameters290
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)1.17, 0.54

Computer programs: SMART (Bruker, 2000), SAINT (Bruker, 2000), SHELXTL (Bruker, 2000), PATTY in DIRDIF92 (Beurskens et al., 1992), SHELXL97 (Sheldrick, 2008), DIAMOND (Brandenburg, 2006), publCIF (Westrip, 2009).

Selected bond lengths (Å) top
Au—S12.3086 (12)Au—P12.2508 (12)
 

Acknowledgements

The National University of Singapore (grant No. R-143–000–213–112) is thanked for support.

References

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First citationBrandenburg, K. (2006). DIAMOND. Crystal Impact GbR, Bonn, Germany.  Google Scholar
First citationBruker (2000). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.  Google Scholar
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First citationKuan, F. S., Ho, S. Y., Tadbuppa, P. P. & Tiekink, E. R. T. (2008). CrystEngComm, 10, 548–564.  Web of Science CSD CrossRef CAS Google Scholar
First citationSheldrick, G. M. (2008). Acta Cryst. A64, 112–122.  Web of Science CrossRef CAS IUCr Journals Google Scholar
First citationWestrip, S. P. (2009). publCIF. In preparation.  Google Scholar

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