(Benzyl­diphenyl­phosphane)chlorido­gold(I)

Omar bin Shawkataly; Abu Tariq; Chin Sing Yeap; Hoong-Kun Fun

doi:10.1107/S1600536810045071

. 2010 Nov 10;66(Pt 12):m1535–m1536. doi: 10.1107/S1600536810045071

(Benzyldiphenylphosphane)chloridogold(I)

Omar bin Shawkataly ^a,^*,^‡, Abu Tariq ^a, Chin Sing Yeap ^b,^§, Hoong-Kun Fun ^b,^¶

PMCID: PMC3011516 PMID: 21589233

Abstract

In the title compound, [AuCl(C₁₉H₁₇P)], the Au^I atom exists within a P and Cl donor set that constitutes an almost linear geometry. The three phenyl rings make dihedral angles of 38.33 (14), 81.26 (15) and 81.28 (14)° with each other. In the crystal, molecules are linked into chains along the b axis by intermolecular C—H⋯Cl hydrogen bonds.

Related literature

For general background to gold complexes, see: Parish & Cottrill (1987 ▶); Tiekink (2002 ▶); Baenziger et al. (1976 ▶); Chiu et al. (2009 ▶). For the synthesis of (CH₃)₂SAuCl, see: Francis (1901 ▶). For a related structure, see: Shawkataly et al. (2010 ▶). For the stability of the temperature controller used in the data collection, see: Cosier & Glazer (1986 ▶).

Experimental

Crystal data

[AuCl(C₁₉H₁₇P)]
M _r = 508.71
Monoclinic,
a = 16.1403 (11) Å
b = 9.0380 (7) Å
c = 23.5259 (17) Å
β = 91.012 (2)°
V = 3431.3 (4) Å³
Z = 8
Mo Kα radiation
μ = 8.82 mm⁻¹
T = 100 K
0.27 × 0.22 × 0.12 mm

Data collection

Bruker APEXII DUO CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2009 ▶) T _min = 0.196, T _max = 0.408
28002 measured reflections
7489 independent reflections
6751 reflections with I > 2σ(I)
R _int = 0.030

Refinement

R[F ² > 2σ(F ²)] = 0.028
wR(F ²) = 0.053
S = 1.14
7489 reflections
199 parameters
H-atom parameters constrained
Δρ_max = 1.43 e Å⁻³
Δρ_min = −2.38 e Å⁻³

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

Supplementary Material

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536810045071/is2625sup1.cif

e-66-m1535-sup1.cif^{(19.8KB, cif)}

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810045071/is2625Isup2.hkl

e-66-m1535-Isup2.hkl^{(366.5KB, hkl)}

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

Table 1. Selected geometric parameters (Å, °).

Au1—P1	2.2292 (7)
Au1—Cl1	2.2983 (7)

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P1—Au1—Cl1

173.62 (2)

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Table 2. Hydrogen-bond geometry (Å, °).

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C7—H7B⋯Cl1ⁱ	0.97	2.71	3.675 (3)	175

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Symmetry code: (i) Inline graphic .

Acknowledgments

The authors would like to thank the Malaysian Government and Universiti Sains Malaysia (USM) under the University Research Grant 1001/PJJAUH/811115. AT is grateful to USM for a Post-Doctoral Fellowship. HKF and CSY thank USM for the Research University Grant No. 1001/PFIZIK/811160.

supplementary crystallographic information

Comment

Gold and gold compounds have been used for medicinal purposes over a long period of time (Parish and Cottrill, 1987). Phosphinegold (I) forms an important class of compounds of gold (Baenziger et al., 1976). Their thiolate derivatives are compounds with well known medicinal properties (Tiekink, 2002). They are conveniently prepared from their phosphinegold(I) chloride precursors and it is in this context that the title compound C₆H₅CH₂P(C₆H₅)₂AuCl, was prepared and characterized. Complex of Iridium (III) with benzyldiphenyl phospine is reported (Chiu et al., 2009), however, no such metal complex with gold (I) is known. Herein, we report the crystal structure of the title complex C₆H₅CH₂P(C₆H₅)₂AuCl.

In the title compound (Fig. 1), the P1–Au1–Cl1 is almost linear with an angle of 173.62 (2)°. The three phosphine-substituted phenyl rings (C1–C6, C8–C13 and C14–C19) make dihedral angles of 38.33 (14), 81.26 (15) and 81.28 (14)° with each other (C1–C6/C8–C13, C1–C6/C14–C19 and C8–C13/C14–C19). The geometric parameters are comparable to its related structure (Shawkataly et al., 2010). In the crystal structure, the molecules are linked into chains along the b axis by intermolecular C7—H7B···Cl1 hydrogen bonds (Fig. 2, Table 2).

Experimental

The title compound was prepared by mixing equimolar quantities of Me₂SAuCl, obtained as per conventional method (Francis, 1901) and C₆H₅CH₂P(C₆H₅)₂ (Strem Chemicals Co. Ltd.) 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 from the layering of methanol over a concentrated dichloromethane solution of the compound (m.p. 208 °C, decomposition) kept at refrigerator for couple of days.