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,O-Diso­propyl­thio­carbamato-κS](tri­cyclo­hexyl­phosphine-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 7 November 2009; accepted 7 November 2009; online 14 November 2009)

In the title compound, [Au(C7H14NOS)(C18H33P)], the AuI atom is coordinated within an S,P-donor set that defines a slightly distorted linear geometry [S—Au—P = 174.94 (2)°], with the distortion due to a short intra­molecular Au⋯O contact [2.908 (2) 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(C7H14NOS)(C18H33P)]

  • Mr = 637.63

  • Triclinic, [P \overline 1]

  • a = 11.1236 (5) Å

  • b = 11.7949 (6) Å

  • c = 11.9037 (6) Å

  • α = 73.869 (1)°

  • β = 85.282 (1)°

  • γ = 66.515 (1)°

  • V = 1375.30 (12) Å3

  • Z = 2

  • Mo Kα radiation

  • μ = 5.50 mm−1

  • T = 223 K

  • 0.19 × 0.16 × 0.11 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, U. S. A.]) Tmin = 0.636, Tmax = 1

  • 10973 measured reflections

  • 6300 independent reflections

  • 5853 reflections with I > 2σ(I)

  • Rint = 0.020

Refinement
  • R[F2 > 2σ(F2)] = 0.021

  • wR(F2) = 0.054

  • S = 0.98

  • 6300 reflections

  • 271 parameters

  • H-atom parameters constrained

  • Δρmax = 1.01 e Å−3

  • Δρmin = −0.78 e Å−3

Table 1
Selected bond lengths (Å)

Au—S1 2.3091 (7)
Au—P1 2.2602 (7)

Data collection: SMART (Bruker, 2000[Bruker (2000). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, U. S. A.]); cell refinement: SAINT (Bruker, 2000[Bruker (2000). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, U. S. A.]); 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, 2006[Brandenburg, K. (2006). DIAMOND. Crystal Impact GbR, Bonn, Germany.]); software used to prepare material for publication: SHELXL97.

Supporting information


Comment top

As a part of an on-going study of the structural systematics of molecules related to the general formula R3PAu[SC(OR')NR''] for R, R' and R'' = alkyl and aryl (Ho et al. 2006; Ho & Tiekink, 2007; Kuan et al., 2008), the title compound, (I), was investigated.

In keeping with previous studies, the gold atom exists within an SP donor set defined by the phosphine-P and thiolate-S atoms, Table 1 and Fig. 1. Confirmation that the carbonimidothioate ligand is functioning as a thiolate is found in the magnitudes of the C1—S1 and C1N1 distances of 1.767 (3) and 1.263 (3) Å, respectively. The coordination geometry is distorted from the ideal linear [S—Au—P = 174.94 (2) °] owing to the close approach of the O1 atom, 2.908 (2) Å.

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 Cy3PAuCl and (iPr)OC(S)N(H)(iPr) in the presence of base (Hall et al., 1993).

Refinement top

The H atoms were geometrically placed (C—H = 0.97–0.99 Å) and refined as riding with Uiso(H) = 1.2–1.5Ueq(C). The maximum and minimum residual electron density peaks of 1.01 and 0.78 e Å-3, respectively, were located 0.92 Å and 0.83 Å from the Au atom.

Computing details top

Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT (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: SHELXL97 (Sheldrick, 2008).

Figures top
[Figure 1] Fig. 1. Molecular structure of (I) showing displacement ellipsoids at the 50% probability level.
[(Z)-N,O-Disopropylthiocarbamato- κS](tricyclohexylphosphine-κP)gold(I) top
Crystal data top
[Au(C7H14NOS)(C18H33P)]Z = 2
Mr = 637.63F(000) = 644
Triclinic, P1Dx = 1.540 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71069 Å
a = 11.1236 (5) ÅCell parameters from 7451 reflections
b = 11.7949 (6) Åθ = 2.2–30.0°
c = 11.9037 (6) ŵ = 5.50 mm1
α = 73.869 (1)°T = 223 K
β = 85.282 (1)°Block, colourless
γ = 66.515 (1)°0.19 × 0.16 × 0.11 mm
V = 1375.30 (12) Å3
Data collection top
Bruker SMART CCD
diffractometer
6300 independent reflections
Radiation source: fine-focus sealed tube5853 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.020
ω scansθmax = 27.5°, θmin = 1.8°
Absorption correction: multi-scan
(SADABS; Bruker, 2000)
h = 1414
Tmin = 0.636, Tmax = 1k = 1515
10973 measured reflectionsl = 1315
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)] = 0.021Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.054H-atom parameters constrained
S = 0.98 w = 1/[σ2(Fo2) + (0.0323P)2]
where P = (Fo2 + 2Fc2)/3
6300 reflections(Δ/σ)max = 0.001
271 parametersΔρmax = 1.01 e Å3
0 restraintsΔρmin = 0.78 e Å3
Crystal data top
[Au(C7H14NOS)(C18H33P)]γ = 66.515 (1)°
Mr = 637.63V = 1375.30 (12) Å3
Triclinic, P1Z = 2
a = 11.1236 (5) ÅMo Kα radiation
b = 11.7949 (6) ŵ = 5.50 mm1
c = 11.9037 (6) ÅT = 223 K
α = 73.869 (1)°0.19 × 0.16 × 0.11 mm
β = 85.282 (1)°
Data collection top
Bruker SMART CCD
diffractometer
6300 independent reflections
Absorption correction: multi-scan
(SADABS; Bruker, 2000)
5853 reflections with I > 2σ(I)
Tmin = 0.636, Tmax = 1Rint = 0.020
10973 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0210 restraints
wR(F2) = 0.054H-atom parameters constrained
S = 0.98Δρmax = 1.01 e Å3
6300 reflectionsΔρmin = 0.78 e Å3
271 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
Au0.099579 (9)0.244875 (8)0.000750 (8)0.02575 (4)
S10.17603 (7)0.13648 (7)0.18959 (6)0.03236 (15)
P10.04149 (6)0.33925 (6)0.19218 (6)0.02396 (13)
O10.30086 (19)0.01420 (18)0.05751 (16)0.0341 (4)
N10.3452 (2)0.1149 (2)0.2521 (2)0.0380 (6)
C10.2845 (3)0.0148 (3)0.1727 (2)0.0302 (6)
C20.3294 (3)0.1112 (3)0.3740 (3)0.0452 (8)
H20.24260.04460.38200.054*
C30.4361 (4)0.0765 (4)0.4098 (3)0.0602 (10)
H3A0.42760.00760.36140.090*
H3B0.52160.13970.39960.090*
H3C0.42700.07530.49130.090*
C40.3361 (4)0.2409 (4)0.4495 (3)0.0616 (11)
H4A0.26680.25970.42470.092*
H4B0.32530.23910.53070.092*
H4C0.42050.30680.44120.092*
C50.3930 (3)0.1300 (3)0.0295 (3)0.0385 (7)
H50.46870.17220.08590.046*
C60.3260 (4)0.2196 (4)0.0361 (4)0.0618 (11)
H6A0.29940.24530.11560.093*
H6B0.38600.29500.01330.093*
H6C0.24940.17660.01630.093*
C70.4384 (3)0.0863 (3)0.0916 (3)0.0458 (7)
H7A0.48200.02980.09090.069*
H7B0.36340.04070.14590.069*
H7C0.49920.16040.11590.069*
C80.0941 (3)0.2106 (3)0.2671 (2)0.0301 (5)
H80.19050.16700.25450.036*
C90.0396 (4)0.1087 (3)0.2087 (3)0.0438 (7)
H9A0.05620.14650.21850.053*
H9B0.06190.07850.12470.053*
C100.0966 (4)0.0041 (3)0.2628 (4)0.0544 (9)
H10A0.19090.04830.24370.065*
H10B0.05560.06510.22870.065*
C110.0755 (4)0.0378 (4)0.3945 (4)0.0631 (11)
H11A0.11890.03670.42580.076*
H11B0.01860.07220.41360.076*
C120.1290 (5)0.1389 (4)0.4514 (3)0.0652 (11)
H12A0.10840.16820.53570.078*
H12B0.22460.10180.44010.078*
C130.0697 (4)0.2527 (3)0.3988 (3)0.0509 (8)
H13A0.10830.31540.43440.061*
H13B0.02490.29440.41640.061*
C140.1314 (2)0.4419 (2)0.2571 (2)0.0274 (5)
H140.10620.48020.34130.033*
C150.2799 (3)0.3628 (3)0.2449 (3)0.0393 (7)
H15A0.30390.31650.16260.047*
H15B0.30280.29920.28970.047*
C160.3585 (3)0.4462 (3)0.2882 (3)0.0469 (8)
H16A0.45220.39260.27360.056*
H16B0.34320.48400.37280.056*
C170.3205 (3)0.5522 (3)0.2277 (3)0.0471 (8)
H17A0.36870.60690.26090.057*
H17B0.34500.51440.14430.057*
C180.1739 (3)0.6335 (3)0.2416 (3)0.0449 (8)
H18A0.15080.67880.32430.054*
H18B0.15150.69780.19760.054*
C190.0950 (3)0.5502 (3)0.1972 (3)0.0345 (6)
H19A0.00130.60420.21140.041*
H19B0.11060.51290.11260.041*
C200.1345 (2)0.4342 (2)0.2282 (2)0.0276 (5)
H200.17230.37300.23460.033*
C210.2064 (3)0.4929 (3)0.1287 (2)0.0329 (6)
H21A0.19260.42450.05590.039*
H21B0.16980.55190.11670.039*
C220.3537 (3)0.5655 (3)0.1575 (3)0.0438 (7)
H22A0.39200.50460.16030.053*
H22B0.39570.60630.09530.053*
C230.3806 (3)0.6671 (3)0.2735 (3)0.0418 (7)
H23A0.47540.70970.29040.050*
H23B0.34850.73200.26900.050*
C240.3136 (3)0.6074 (3)0.3709 (3)0.0467 (8)
H24A0.33050.67450.44500.056*
H24B0.34990.54660.37870.056*
C250.1655 (3)0.5375 (3)0.3458 (3)0.0378 (7)
H25A0.12830.59970.34430.045*
H25B0.12460.49740.40860.045*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Au0.02761 (6)0.01936 (6)0.02462 (6)0.00442 (4)0.00234 (4)0.00356 (4)
S10.0360 (4)0.0243 (3)0.0259 (3)0.0015 (3)0.0027 (3)0.0044 (3)
P10.0252 (3)0.0187 (3)0.0247 (3)0.0053 (3)0.0015 (2)0.0049 (2)
O10.0358 (10)0.0254 (10)0.0282 (10)0.0006 (8)0.0011 (8)0.0048 (8)
N10.0385 (13)0.0281 (13)0.0303 (13)0.0008 (11)0.0010 (10)0.0025 (10)
C10.0285 (13)0.0268 (14)0.0289 (14)0.0059 (11)0.0021 (10)0.0054 (11)
C20.0455 (18)0.0347 (17)0.0309 (16)0.0037 (14)0.0022 (13)0.0008 (13)
C30.064 (2)0.058 (2)0.044 (2)0.011 (2)0.0136 (17)0.0071 (17)
C40.064 (2)0.044 (2)0.046 (2)0.0061 (18)0.0062 (17)0.0104 (16)
C50.0369 (15)0.0297 (15)0.0375 (16)0.0022 (13)0.0065 (12)0.0097 (12)
C60.084 (3)0.041 (2)0.062 (3)0.029 (2)0.030 (2)0.0193 (18)
C70.0444 (18)0.0478 (19)0.0451 (19)0.0154 (16)0.0150 (14)0.0201 (15)
C80.0338 (14)0.0249 (13)0.0318 (14)0.0083 (11)0.0003 (11)0.0126 (11)
C90.058 (2)0.0347 (17)0.0484 (19)0.0249 (16)0.0116 (15)0.0194 (14)
C100.061 (2)0.0403 (19)0.078 (3)0.0250 (18)0.0040 (19)0.0323 (19)
C110.059 (2)0.062 (2)0.080 (3)0.012 (2)0.006 (2)0.052 (2)
C120.094 (3)0.058 (2)0.042 (2)0.018 (2)0.0045 (19)0.0297 (18)
C130.072 (2)0.0406 (18)0.0328 (17)0.0105 (17)0.0007 (15)0.0158 (14)
C140.0288 (13)0.0221 (12)0.0286 (13)0.0088 (11)0.0002 (10)0.0043 (10)
C150.0294 (14)0.0299 (15)0.0532 (19)0.0065 (12)0.0039 (12)0.0112 (13)
C160.0291 (15)0.0450 (19)0.061 (2)0.0141 (14)0.0047 (14)0.0079 (16)
C170.0380 (17)0.0453 (19)0.062 (2)0.0241 (16)0.0003 (15)0.0093 (16)
C180.0431 (17)0.0322 (16)0.063 (2)0.0198 (15)0.0036 (15)0.0102 (15)
C190.0337 (14)0.0280 (14)0.0434 (17)0.0125 (12)0.0055 (12)0.0127 (12)
C200.0252 (12)0.0233 (13)0.0297 (14)0.0053 (10)0.0047 (10)0.0046 (10)
C210.0297 (14)0.0304 (14)0.0325 (15)0.0060 (12)0.0000 (11)0.0075 (11)
C220.0282 (15)0.0349 (17)0.057 (2)0.0050 (13)0.0057 (13)0.0063 (14)
C230.0271 (14)0.0313 (16)0.056 (2)0.0050 (12)0.0045 (13)0.0038 (14)
C240.0392 (17)0.0387 (18)0.0473 (19)0.0044 (14)0.0180 (14)0.0003 (14)
C250.0351 (15)0.0366 (16)0.0298 (15)0.0056 (13)0.0067 (12)0.0012 (12)
Geometric parameters (Å, º) top
Au—S12.3091 (7)C12—C131.524 (5)
Au—P12.2602 (7)C12—H12A0.9800
S1—C11.767 (3)C12—H12B0.9800
P1—C201.842 (3)C13—H13A0.9800
P1—C141.839 (2)C13—H13B0.9800
P1—C81.844 (3)C14—C191.532 (4)
O1—C11.367 (3)C14—C151.535 (4)
O1—C51.452 (3)C14—H140.9900
N1—C11.263 (3)C15—C161.525 (4)
N1—C21.458 (4)C15—H15A0.9800
C2—C41.520 (4)C15—H15B0.9800
C2—C31.524 (5)C16—C171.513 (5)
C2—H20.9900C16—H16A0.9800
C3—H3A0.9700C16—H16B0.9800
C3—H3B0.9700C17—C181.522 (4)
C3—H3C0.9700C17—H17A0.9800
C4—H4A0.9700C17—H17B0.9800
C4—H4B0.9700C18—C191.529 (4)
C4—H4C0.9700C18—H18A0.9800
C5—C71.508 (4)C18—H18B0.9800
C5—C61.500 (5)C19—H19A0.9800
C5—H50.9900C19—H19B0.9800
C6—H6A0.9700C20—C251.536 (4)
C6—H6B0.9700C20—C211.543 (4)
C6—H6C0.9700C20—H200.9900
C7—H7A0.9700C21—C221.531 (4)
C7—H7B0.9700C21—H21A0.9800
C7—H7C0.9700C21—H21B0.9800
C8—C131.519 (4)C22—C231.515 (4)
C8—C91.530 (4)C22—H22A0.9800
C8—H80.9900C22—H22B0.9800
C9—C101.525 (5)C23—C241.512 (5)
C9—H9A0.9800C23—H23A0.9800
C9—H9B0.9800C23—H23B0.9800
C10—C111.514 (6)C24—C251.532 (4)
C10—H10A0.9800C24—H24A0.9800
C10—H10B0.9800C24—H24B0.9800
C11—C121.512 (6)C25—H25A0.9800
C11—H11A0.9800C25—H25B0.9800
C11—H11B0.9800
P1—Au—S1174.94 (2)C8—C13—C12111.3 (3)
C1—S1—Au101.17 (9)C8—C13—H13A109.4
C20—P1—C14108.31 (12)C12—C13—H13A109.4
C20—P1—C8106.97 (12)C8—C13—H13B109.4
C14—P1—C8106.64 (12)C12—C13—H13B109.4
C20—P1—Au116.82 (9)H13A—C13—H13B108.0
C14—P1—Au110.30 (9)C19—C14—C15110.1 (2)
C8—P1—Au107.28 (9)C19—C14—P1109.76 (18)
C1—O1—C5118.2 (2)C15—C14—P1110.57 (18)
C1—N1—C2119.2 (3)C19—C14—H14108.8
N1—C1—O1120.5 (3)C15—C14—H14108.8
N1—C1—S1127.7 (2)P1—C14—H14108.8
O1—C1—S1111.82 (18)C16—C15—C14112.3 (2)
N1—C2—C4109.0 (3)C16—C15—H15A109.1
N1—C2—C3109.0 (3)C14—C15—H15A109.1
C4—C2—C3111.7 (3)C16—C15—H15B109.1
N1—C2—H2109.0C14—C15—H15B109.1
C4—C2—H2109.0H15A—C15—H15B107.9
C3—C2—H2109.0C17—C16—C15111.5 (3)
C2—C3—H3A109.5C17—C16—H16A109.3
C2—C3—H3B109.5C15—C16—H16A109.3
H3A—C3—H3B109.5C17—C16—H16B109.3
C2—C3—H3C109.5C15—C16—H16B109.3
H3A—C3—H3C109.5H16A—C16—H16B108.0
H3B—C3—H3C109.5C16—C17—C18111.4 (3)
C2—C4—H4A109.5C16—C17—H17A109.3
C2—C4—H4B109.5C18—C17—H17A109.3
H4A—C4—H4B109.5C16—C17—H17B109.3
C2—C4—H4C109.5C18—C17—H17B109.3
H4A—C4—H4C109.5H17A—C17—H17B108.0
H4B—C4—H4C109.5C17—C18—C19110.9 (3)
O1—C5—C7105.7 (2)C17—C18—H18A109.5
O1—C5—C6109.4 (3)C19—C18—H18A109.5
C7—C5—C6112.7 (3)C17—C18—H18B109.5
O1—C5—H5109.6C19—C18—H18B109.5
C7—C5—H5109.6H18A—C18—H18B108.0
C6—C5—H5109.6C18—C19—C14112.2 (2)
C5—C6—H6A109.5C18—C19—H19A109.2
C5—C6—H6B109.5C14—C19—H19A109.2
H6A—C6—H6B109.5C18—C19—H19B109.2
C5—C6—H6C109.5C14—C19—H19B109.2
H6A—C6—H6C109.5H19A—C19—H19B107.9
H6B—C6—H6C109.5C25—C20—C21110.5 (2)
C5—C7—H7A109.5C25—C20—P1114.90 (18)
C5—C7—H7B109.5C21—C20—P1111.93 (17)
H7A—C7—H7B109.5C25—C20—H20106.3
C5—C7—H7C109.5C21—C20—H20106.3
H7A—C7—H7C109.5P1—C20—H20106.3
H7B—C7—H7C109.5C22—C21—C20111.2 (2)
C13—C8—C9111.0 (3)C22—C21—H21A109.4
C13—C8—P1116.5 (2)C20—C21—H21A109.4
C9—C8—P1111.1 (2)C22—C21—H21B109.4
C13—C8—H8105.8C20—C21—H21B109.4
C9—C8—H8105.8H21A—C21—H21B108.0
P1—C8—H8105.8C23—C22—C21111.7 (2)
C8—C9—C10110.3 (3)C23—C22—H22A109.3
C8—C9—H9A109.6C21—C22—H22A109.3
C10—C9—H9A109.6C23—C22—H22B109.3
C8—C9—H9B109.6C21—C22—H22B109.3
C10—C9—H9B109.6H22A—C22—H22B107.9
H9A—C9—H9B108.1C24—C23—C22110.5 (3)
C11—C10—C9112.2 (3)C24—C23—H23A109.5
C11—C10—H10A109.2C22—C23—H23A109.5
C9—C10—H10A109.2C24—C23—H23B109.5
C11—C10—H10B109.2C22—C23—H23B109.5
C9—C10—H10B109.2H23A—C23—H23B108.1
H10A—C10—H10B107.9C23—C24—C25110.8 (3)
C12—C11—C10111.6 (3)C23—C24—H24A109.5
C12—C11—H11A109.3C25—C24—H24A109.5
C10—C11—H11A109.3C23—C24—H24B109.5
C12—C11—H11B109.3C25—C24—H24B109.5
C10—C11—H11B109.3H24A—C24—H24B108.1
H11A—C11—H11B108.0C24—C25—C20111.3 (2)
C11—C12—C13110.6 (3)C24—C25—H25A109.4
C11—C12—H12A109.5C20—C25—H25A109.4
C13—C12—H12A109.5C24—C25—H25B109.4
C11—C12—H12B109.5C20—C25—H25B109.4
C13—C12—H12B109.5H25A—C25—H25B108.0
H12A—C12—H12B108.1
C2—N1—C1—O1177.8 (2)Au—P1—C14—C1962.62 (19)
C2—N1—C1—S10.8 (4)C20—P1—C14—C15172.0 (2)
C5—O1—C1—N12.1 (4)C8—P1—C14—C1557.1 (2)
C5—O1—C1—S1176.71 (19)Au—P1—C14—C1559.0 (2)
Au—S1—C1—N1173.7 (2)C19—C14—C15—C1653.6 (3)
Au—S1—C1—O17.64 (19)P1—C14—C15—C16175.1 (2)
C1—N1—C2—C4146.0 (3)C14—C15—C16—C1755.0 (4)
C1—N1—C2—C391.8 (3)C15—C16—C17—C1855.6 (4)
C1—O1—C5—C7153.8 (2)C16—C17—C18—C1955.7 (4)
C1—O1—C5—C684.5 (3)C17—C18—C19—C1455.6 (4)
C20—P1—C8—C1356.3 (3)C15—C14—C19—C1854.1 (3)
C14—P1—C8—C1359.4 (3)P1—C14—C19—C18176.0 (2)
Au—P1—C8—C13177.6 (2)C14—P1—C20—C2531.2 (2)
C20—P1—C8—C972.0 (2)C8—P1—C20—C2583.4 (2)
C14—P1—C8—C9172.2 (2)Au—P1—C20—C25156.48 (18)
Au—P1—C8—C954.1 (2)C14—P1—C20—C2195.9 (2)
C13—C8—C9—C1055.2 (4)C8—P1—C20—C21149.53 (18)
P1—C8—C9—C10173.5 (2)Au—P1—C20—C2129.4 (2)
C8—C9—C10—C1154.5 (4)C25—C20—C21—C2253.5 (3)
C9—C10—C11—C1255.0 (4)P1—C20—C21—C22177.03 (19)
C10—C11—C12—C1355.3 (5)C20—C21—C22—C2355.3 (3)
C9—C8—C13—C1257.0 (4)C21—C22—C23—C2457.4 (4)
P1—C8—C13—C12174.6 (3)C22—C23—C24—C2558.0 (3)
C11—C12—C13—C856.6 (4)C23—C24—C25—C2057.3 (4)
C20—P1—C14—C1966.4 (2)C21—C20—C25—C2454.7 (3)
C8—P1—C14—C19178.80 (19)P1—C20—C25—C24177.5 (2)

Experimental details

Crystal data
Chemical formula[Au(C7H14NOS)(C18H33P)]
Mr637.63
Crystal system, space groupTriclinic, P1
Temperature (K)223
a, b, c (Å)11.1236 (5), 11.7949 (6), 11.9037 (6)
α, β, γ (°)73.869 (1), 85.282 (1), 66.515 (1)
V3)1375.30 (12)
Z2
Radiation typeMo Kα
µ (mm1)5.50
Crystal size (mm)0.19 × 0.16 × 0.11
Data collection
DiffractometerBruker SMART CCD
diffractometer
Absorption correctionMulti-scan
(SADABS; Bruker, 2000)
Tmin, Tmax0.636, 1
No. of measured, independent and
observed [I > 2σ(I)] reflections
10973, 6300, 5853
Rint0.020
(sin θ/λ)max1)0.650
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.021, 0.054, 0.98
No. of reflections6300
No. of parameters271
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)1.01, 0.78

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

Selected bond lengths (Å) top
Au—S12.3091 (7)Au—P12.2602 (7)
 

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, U. S. A.  Google Scholar
First citationHall, V. J., Siasios, G. & Tiekink, E. R. T. (1993). Aust. J. Chem. 46, 561–570.  CSD CrossRef CAS Google Scholar
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First citationSheldrick, G. M. (2008). Acta Cryst. A64, 112–122.  Web of Science CrossRef CAS IUCr Journals Google Scholar

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