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-(4-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 15 November 2009; accepted 24 November 2009; online 28 November 2009)

The title compound, [Au(C8H7ClNOS)(C18H15P)], is characterized by a linear S,P-donor set with a small deviation from the ideal linearity [S—Au—P = 175.14 (5)°] due to the close approach of the O atom to the Au atom [Au⋯O = 2.882 (3) Å]. Loosely associated dimers are formed in the crystal structure through C—H⋯O inter­actions.

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 = 9.1781 (6) Å

  • b = 17.5679 (12) Å

  • c = 15.5384 (11) Å

  • β = 104.156 (2)°

  • V = 2429.3 (3) Å3

  • Z = 4

  • Mo Kα radiation

  • μ = 6.34 mm−1

  • T = 223 K

  • 0.11 × 0.10 × 0.07 mm

Data collection
  • Bruker SMART APEX CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2001[Bruker (2001). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.363, Tmax = 1.000

  • 17091 measured reflections

  • 5570 independent reflections

  • 4526 reflections with I > 2σ(I)

  • Rint = 0.042

Refinement
  • R[F2 > 2σ(F2)] = 0.029

  • wR(F2) = 0.090

  • S = 1.06

  • 5570 reflections

  • 290 parameters

  • H-atom parameters constrained

  • Δρmax = 1.17 e Å−3

  • Δρmin = −0.62 e Å−3

Table 1
Selected bond lengths (Å)

Au—S1 2.3018 (12)
Au—P1 2.2473 (12)

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A D—H H⋯A DA D—H⋯A
C3—H3⋯O1i 0.94 2.52 3.365 (6) 150
Symmetry code: (i) -x, -y, -z+1.

Data collection: SMART (Bruker, 2007[Bruker (2007). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2007[Bruker (2007). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; 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, 1999[Brandenburg, K. (1999). 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

As a part of systematic studies of phosphinegold(I) thiocarbamides (Ho et al. 2006; Ho & Tiekink, 2007; Kuan et al., 2008), the title compound, [(C5H5)3P]Au[SC(OMe)N(C6H4Cl-p)], was synthesized.

The thiocarbamide functions as a thiolate ligand as seen in the magnitudes of the C1—S1 and C1—N1 bond distances of 1.756 (5) and 1.271 (6) Å, respectively; the conformation about C1—N1 is Z. While the central SC(O)N chromophore is planar as seen in the S1—C1—N1—C2 and O1—C1—N1—C2 torsion angles of -0.8 (7) and -179.0 (4)°, respectively, the N-bound aryl ring is orthogonal to this plane as seen in the C1–N1–C2–C3 torsion angle of -76.6 (6)°. The thiocarbamide and phosphine ligands define an S, P donor set (Table 1 and Fig. 1). The deviation of the S1—Au—P1 angle [175.14 (5)°] from linearity is traced to the close approach of the O1 atom to the Au atom [2.882 (3) Å]. In the crystal structure, centrosymmetrically related molecules associate via C—H···O interactions (Table 2 and Fig. 2). The dimeric units formed are consolidated into the crystal structure by C—H···π interactions. The closest such contact occurs between C24—H24 and the ring centroid (Cg) of (C15—C20)i [C24···Cgi = 3.552 (6), H24···Cgi = 2.73 Å, C24—H24···Cgi = 146°, symmetry code: (i) -1+x, y, z].

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

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

Refinement top

H atoms were geometrically placed (C—H = 0.94 and 0.97 Å) and refined as riding, with Uiso(H) = 1.2(1.5 for methyl)Ueq(C). The maximum and minimum residual electron density peaks of 1.17 and 0.62 e Å-3, respectively, were located 0.88 and 1.39 Å from the Au atom.

Computing details top

Data collection: SMART (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT (Bruker, 2007); 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, 1999); software used to prepare material for publication: publCIF (Westrip, 2009).

Figures top
[Figure 1] Fig. 1. Molecular structure of the title compound. Displacement ellipsoids are drawn at the 50% probability level.
[Figure 2] Fig. 2. Supramolecular dimer in the title compound, mediated by C—H···O contacts (orange dashed lines). [Colour codes: Au orange; Cl cyan; S yellow; P pink; O red; N blue; C grey; and H green.]
[(Z)-N-(4-Chlorophenyl)-O-methylthiocarbamato- κS](triphenylphosphine-κP)gold(I) top
Crystal data top
[Au(C8H7ClNOS)(C18H15P)]F(000) = 1280
Mr = 659.89Dx = 1.804 Mg m3
Monoclinic, P21/nMo Kα radiation, λ = 0.71069 Å
Hall symbol: -P 2ynCell parameters from 4456 reflections
a = 9.1781 (6) Åθ = 2.3–25.0°
b = 17.5679 (12) ŵ = 6.34 mm1
c = 15.5384 (11) ÅT = 223 K
β = 104.156 (2)°Block, colourless
V = 2429.3 (3) Å30.11 × 0.10 × 0.07 mm
Z = 4
Data collection top
Bruker SMART APEX CCD
diffractometer
5570 independent reflections
Radiation source: fine-focus sealed tube4526 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.042
ϕ and ω scansθmax = 27.5°, θmin = 1.8°
Absorption correction: multi-scan
(SADABS; Bruker, 2001)
h = 1110
Tmin = 0.363, Tmax = 1.000k = 2222
17091 measured reflectionsl = 2014
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)] = 0.029Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.090H-atom parameters constrained
S = 1.06 w = 1/[σ2(Fo2) + (0.0462P)2P]
where P = (Fo2 + 2Fc2)/3
5570 reflections(Δ/σ)max = 0.001
290 parametersΔρmax = 1.17 e Å3
0 restraintsΔρmin = 0.62 e Å3
Crystal data top
[Au(C8H7ClNOS)(C18H15P)]V = 2429.3 (3) Å3
Mr = 659.89Z = 4
Monoclinic, P21/nMo Kα radiation
a = 9.1781 (6) ŵ = 6.34 mm1
b = 17.5679 (12) ÅT = 223 K
c = 15.5384 (11) Å0.11 × 0.10 × 0.07 mm
β = 104.156 (2)°
Data collection top
Bruker SMART APEX CCD
diffractometer
5570 independent reflections
Absorption correction: multi-scan
(SADABS; Bruker, 2001)
4526 reflections with I > 2σ(I)
Tmin = 0.363, Tmax = 1.000Rint = 0.042
17091 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0290 restraints
wR(F2) = 0.090H-atom parameters constrained
S = 1.06Δρmax = 1.17 e Å3
5570 reflectionsΔρmin = 0.62 e Å3
290 parameters
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Au0.14582 (2)0.203115 (10)0.426452 (12)0.02944 (8)
Cl10.2539 (2)0.28046 (9)0.29800 (15)0.0761 (6)
S10.19317 (16)0.07649 (7)0.40658 (8)0.0372 (3)
P10.08624 (13)0.32352 (7)0.45280 (8)0.0265 (3)
O10.2450 (4)0.10253 (19)0.5758 (2)0.0342 (8)
N10.2656 (4)0.0229 (2)0.5444 (3)0.0352 (9)
C10.2379 (5)0.0450 (3)0.5172 (3)0.0303 (10)
C20.2605 (5)0.0827 (3)0.4832 (3)0.0350 (11)
C30.1251 (5)0.1125 (3)0.4349 (3)0.0378 (12)
H30.03430.09110.44100.045*
C40.1222 (6)0.1735 (3)0.3779 (4)0.0428 (13)
H40.03040.19310.34430.051*
C50.2552 (7)0.2045 (3)0.3715 (5)0.0461 (14)
C60.3906 (7)0.1768 (3)0.4203 (5)0.0507 (16)
H60.48090.19960.41530.061*
C70.3939 (6)0.1165 (3)0.4754 (4)0.0434 (13)
H70.48660.09760.50840.052*
C80.2730 (7)0.0813 (4)0.6684 (3)0.0519 (15)
H8A0.19660.04560.67620.078*
H8B0.26990.12630.70400.078*
H8C0.37120.05760.68700.078*
C90.1409 (5)0.3443 (3)0.5711 (3)0.0295 (10)
C100.2879 (6)0.3272 (3)0.6162 (4)0.0466 (14)
H100.35390.30470.58590.056*
C110.3363 (7)0.3434 (4)0.7058 (4)0.0535 (16)
H110.43510.33160.73680.064*
C120.2396 (7)0.3768 (3)0.7492 (4)0.0471 (14)
H120.27300.38850.80990.057*
C130.0944 (6)0.3936 (3)0.7049 (4)0.0436 (13)
H130.02830.41590.73520.052*
C140.0462 (6)0.3773 (3)0.6154 (3)0.0326 (11)
H140.05280.38920.58480.039*
C150.1717 (5)0.3984 (2)0.4012 (3)0.0267 (9)
C160.1530 (5)0.3965 (3)0.3101 (3)0.0323 (10)
H160.09890.35630.27700.039*
C170.2129 (6)0.4530 (3)0.2673 (3)0.0358 (11)
H170.19900.45130.20530.043*
C180.2926 (6)0.5118 (3)0.3152 (4)0.0382 (12)
H180.33280.55060.28620.046*
C190.3131 (6)0.5133 (3)0.4061 (4)0.0382 (12)
H190.36840.55300.43930.046*
C200.2532 (5)0.4570 (3)0.4485 (3)0.0344 (11)
H200.26810.45860.51050.041*
C210.1136 (5)0.3406 (3)0.4161 (3)0.0259 (9)
C220.2118 (6)0.2803 (3)0.4140 (4)0.0425 (13)
H220.17350.23150.43090.051*
C230.3653 (6)0.2911 (3)0.3874 (5)0.0500 (15)
H230.43070.24990.38680.060*
C240.4224 (6)0.3617 (3)0.3618 (4)0.0421 (13)
H240.52680.36890.34280.051*
C250.3268 (6)0.4219 (3)0.3641 (3)0.0361 (11)
H250.36640.47050.34700.043*
C260.1724 (5)0.4122 (3)0.3913 (3)0.0312 (10)
H260.10790.45400.39300.037*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Au0.03688 (12)0.02458 (11)0.02522 (11)0.00819 (7)0.00444 (8)0.00001 (7)
Cl10.0969 (14)0.0355 (8)0.1131 (17)0.0060 (8)0.0587 (13)0.0165 (9)
S10.0577 (8)0.0266 (6)0.0267 (6)0.0125 (6)0.0092 (6)0.0013 (5)
P10.0296 (6)0.0242 (6)0.0250 (6)0.0058 (5)0.0050 (5)0.0002 (5)
O10.0384 (18)0.0375 (19)0.0250 (18)0.0022 (15)0.0045 (14)0.0035 (15)
N10.032 (2)0.037 (2)0.037 (2)0.0053 (17)0.0106 (18)0.0114 (19)
C10.028 (2)0.036 (3)0.027 (3)0.0034 (19)0.007 (2)0.003 (2)
C20.035 (3)0.028 (2)0.043 (3)0.003 (2)0.013 (2)0.012 (2)
C30.033 (3)0.034 (3)0.051 (3)0.004 (2)0.018 (2)0.008 (2)
C40.038 (3)0.035 (3)0.058 (4)0.003 (2)0.016 (3)0.003 (3)
C50.056 (4)0.026 (3)0.065 (4)0.001 (2)0.030 (3)0.006 (2)
C60.047 (3)0.032 (3)0.081 (5)0.014 (2)0.033 (3)0.011 (3)
C70.032 (3)0.040 (3)0.061 (4)0.006 (2)0.019 (3)0.015 (3)
C80.064 (4)0.066 (4)0.021 (3)0.003 (3)0.002 (3)0.001 (3)
C90.038 (3)0.024 (2)0.025 (2)0.0043 (19)0.004 (2)0.0020 (18)
C100.043 (3)0.056 (4)0.036 (3)0.021 (3)0.000 (2)0.006 (3)
C110.053 (4)0.067 (4)0.033 (3)0.017 (3)0.005 (3)0.002 (3)
C120.067 (4)0.043 (3)0.025 (3)0.001 (3)0.002 (3)0.003 (2)
C130.056 (3)0.045 (3)0.033 (3)0.003 (3)0.015 (3)0.005 (2)
C140.036 (3)0.034 (3)0.027 (3)0.001 (2)0.008 (2)0.001 (2)
C150.027 (2)0.023 (2)0.031 (2)0.0050 (17)0.0086 (19)0.0006 (19)
C160.036 (3)0.029 (2)0.030 (3)0.003 (2)0.004 (2)0.001 (2)
C170.040 (3)0.039 (3)0.029 (3)0.006 (2)0.011 (2)0.003 (2)
C180.037 (3)0.030 (3)0.049 (3)0.001 (2)0.014 (2)0.004 (2)
C190.038 (3)0.033 (3)0.043 (3)0.003 (2)0.011 (2)0.003 (2)
C200.041 (3)0.032 (3)0.027 (3)0.005 (2)0.003 (2)0.003 (2)
C210.027 (2)0.030 (2)0.019 (2)0.0047 (18)0.0020 (18)0.0013 (18)
C220.042 (3)0.029 (3)0.050 (3)0.001 (2)0.003 (3)0.011 (2)
C230.037 (3)0.050 (4)0.061 (4)0.008 (2)0.008 (3)0.011 (3)
C240.033 (3)0.055 (4)0.038 (3)0.006 (2)0.008 (2)0.000 (3)
C250.041 (3)0.032 (3)0.033 (3)0.012 (2)0.004 (2)0.001 (2)
C260.033 (3)0.030 (2)0.029 (3)0.0040 (19)0.007 (2)0.002 (2)
Geometric parameters (Å, º) top
Au—S12.3018 (12)C11—H110.9400
Au—P12.2473 (12)C12—C131.374 (8)
Cl1—C51.755 (6)C12—H120.9400
S1—C11.756 (5)C13—C141.381 (7)
P1—C211.808 (4)C13—H130.9400
P1—C151.815 (5)C14—H140.9400
P1—C91.820 (5)C15—C201.375 (6)
O1—C11.352 (6)C15—C161.384 (6)
O1—C81.447 (6)C16—C171.383 (7)
N1—C11.271 (6)C16—H160.9400
N1—C21.409 (7)C17—C181.375 (7)
C2—C31.387 (7)C17—H170.9400
C2—C71.393 (7)C18—C191.380 (7)
C3—C41.387 (8)C18—H180.9400
C3—H30.9400C19—C201.375 (7)
C4—C51.362 (8)C19—H190.9400
C4—H40.9400C20—H200.9400
C5—C61.377 (9)C21—C221.385 (7)
C6—C71.357 (8)C21—C261.386 (6)
C6—H60.9400C22—C231.381 (8)
C7—H70.9400C22—H220.9400
C8—H8A0.9700C23—C241.366 (7)
C8—H8B0.9700C23—H230.9400
C8—H8C0.9700C24—C251.369 (7)
C9—C141.363 (7)C24—H240.9400
C9—C101.393 (7)C25—C261.387 (7)
C10—C111.384 (8)C25—H250.9400
C10—H100.9400C26—H260.9400
C11—C121.370 (8)
P1—Au—S1175.14 (5)C11—C12—C13120.7 (5)
C1—S1—Au100.35 (17)C11—C12—H12119.6
C21—P1—C15104.8 (2)C13—C12—H12119.6
C21—P1—C9107.1 (2)C12—C13—C14119.5 (5)
C15—P1—C9105.0 (2)C12—C13—H13120.2
C21—P1—Au111.82 (15)C14—C13—H13120.2
C15—P1—Au116.79 (15)C9—C14—C13120.6 (5)
C9—P1—Au110.73 (15)C9—C14—H14119.7
C1—O1—C8116.4 (4)C13—C14—H14119.7
C1—N1—C2120.3 (4)C20—C15—C16118.7 (4)
N1—C1—O1120.3 (4)C20—C15—P1123.0 (4)
N1—C1—S1126.9 (4)C16—C15—P1118.4 (3)
O1—C1—S1112.7 (3)C17—C16—C15120.7 (5)
C3—C2—C7118.8 (5)C17—C16—H16119.6
C3—C2—N1121.6 (4)C15—C16—H16119.6
C7—C2—N1119.4 (5)C18—C17—C16120.0 (5)
C4—C3—C2120.8 (5)C18—C17—H17120.0
C4—C3—H3119.6C16—C17—H17120.0
C2—C3—H3119.6C17—C18—C19119.3 (5)
C5—C4—C3118.5 (5)C17—C18—H18120.3
C5—C4—H4120.7C19—C18—H18120.3
C3—C4—H4120.7C20—C19—C18120.4 (5)
C4—C5—C6121.6 (6)C20—C19—H19119.8
C4—C5—Cl1119.2 (5)C18—C19—H19119.8
C6—C5—Cl1119.2 (4)C15—C20—C19120.8 (5)
C7—C6—C5120.1 (5)C15—C20—H20119.6
C7—C6—H6120.0C19—C20—H20119.6
C5—C6—H6120.0C22—C21—C26118.7 (4)
C6—C7—C2120.2 (5)C22—C21—P1119.0 (4)
C6—C7—H7119.9C26—C21—P1122.3 (4)
C2—C7—H7119.9C23—C22—C21120.8 (5)
O1—C8—H8A109.5C23—C22—H22119.6
O1—C8—H8B109.5C21—C22—H22119.6
H8A—C8—H8B109.5C24—C23—C22120.1 (5)
O1—C8—H8C109.5C24—C23—H23119.9
H8A—C8—H8C109.5C22—C23—H23119.9
H8B—C8—H8C109.5C23—C24—C25119.7 (5)
C14—C9—C10119.8 (5)C23—C24—H24120.1
C14—C9—P1122.9 (4)C25—C24—H24120.1
C10—C9—P1117.3 (4)C24—C25—C26120.8 (5)
C11—C10—C9119.6 (5)C24—C25—H25119.6
C11—C10—H10120.2C26—C25—H25119.6
C9—C10—H10120.2C21—C26—C25119.7 (5)
C12—C11—C10119.7 (5)C21—C26—H26120.1
C12—C11—H11120.1C25—C26—H26120.1
C10—C11—H11120.1
C2—N1—C1—O1179.0 (4)P1—C9—C14—C13178.5 (4)
C2—N1—C1—S10.8 (7)C12—C13—C14—C90.6 (8)
C8—O1—C1—N14.9 (6)C21—P1—C15—C20110.4 (4)
C8—O1—C1—S1176.7 (4)C9—P1—C15—C202.2 (4)
Au—S1—C1—N1175.8 (4)Au—P1—C15—C20125.2 (4)
Au—S1—C1—O16.0 (3)C21—P1—C15—C1669.1 (4)
C1—N1—C2—C376.6 (6)C9—P1—C15—C16178.3 (4)
C1—N1—C2—C7108.0 (5)Au—P1—C15—C1655.2 (4)
C7—C2—C3—C41.8 (8)C20—C15—C16—C171.0 (7)
N1—C2—C3—C4177.2 (5)P1—C15—C16—C17178.5 (4)
C2—C3—C4—C51.2 (8)C15—C16—C17—C180.3 (7)
C3—C4—C5—C60.1 (9)C16—C17—C18—C190.5 (8)
C3—C4—C5—Cl1178.7 (4)C17—C18—C19—C200.6 (8)
C4—C5—C6—C70.9 (9)C16—C15—C20—C190.9 (7)
Cl1—C5—C6—C7178.0 (4)P1—C15—C20—C19178.6 (4)
C5—C6—C7—C20.3 (9)C18—C19—C20—C150.1 (8)
C3—C2—C7—C61.0 (8)C15—P1—C21—C22155.3 (4)
N1—C2—C7—C6176.5 (5)C9—P1—C21—C2293.6 (4)
C21—P1—C9—C148.7 (5)Au—P1—C21—C2227.9 (4)
C15—P1—C9—C14102.3 (4)C15—P1—C21—C2625.9 (4)
Au—P1—C9—C14130.9 (4)C9—P1—C21—C2685.3 (4)
C21—P1—C9—C10173.1 (4)Au—P1—C21—C26153.3 (3)
C15—P1—C9—C1075.9 (5)C26—C21—C22—C230.3 (8)
Au—P1—C9—C1051.0 (5)P1—C21—C22—C23179.2 (5)
C14—C9—C10—C110.4 (9)C21—C22—C23—C240.6 (10)
P1—C9—C10—C11178.6 (5)C22—C23—C24—C251.1 (10)
C9—C10—C11—C120.6 (10)C23—C24—C25—C260.5 (8)
C10—C11—C12—C130.8 (10)C22—C21—C26—C250.8 (7)
C11—C12—C13—C140.8 (9)P1—C21—C26—C25179.7 (4)
C10—C9—C14—C130.4 (8)C24—C25—C26—C210.4 (7)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C3—H3···O1i0.942.523.365 (6)150
Symmetry code: (i) x, y, z+1.

Experimental details

Crystal data
Chemical formula[Au(C8H7ClNOS)(C18H15P)]
Mr659.89
Crystal system, space groupMonoclinic, P21/n
Temperature (K)223
a, b, c (Å)9.1781 (6), 17.5679 (12), 15.5384 (11)
β (°) 104.156 (2)
V3)2429.3 (3)
Z4
Radiation typeMo Kα
µ (mm1)6.34
Crystal size (mm)0.11 × 0.10 × 0.07
Data collection
DiffractometerBruker SMART APEX CCD
diffractometer
Absorption correctionMulti-scan
(SADABS; Bruker, 2001)
Tmin, Tmax0.363, 1.000
No. of measured, independent and
observed [I > 2σ(I)] reflections
17091, 5570, 4526
Rint0.042
(sin θ/λ)max1)0.650
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.029, 0.090, 1.06
No. of reflections5570
No. of parameters290
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)1.17, 0.62

Computer programs: SMART (Bruker, 2007), SAINT (Bruker, 2007), PATTY in DIRDIF92 (Beurskens et al., 1992), SHELXL97 (Sheldrick, 2008), DIAMOND (Brandenburg, 1999), publCIF (Westrip, 2009).

Selected bond lengths (Å) top
Au—S12.3018 (12)Au—P12.2473 (12)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C3—H3···O1i0.942.523.365 (6)150
Symmetry code: (i) x, y, z+1.
 

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. (1999). DIAMOND. Crystal Impact GbR, Bonn, Germany.  Google Scholar
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First citationHo, S. Y. & Tiekink, E. R. T. (2007). CrystEngComm, 9, 368–378.  Web of Science CSD CrossRef CAS Google Scholar
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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