[(Z)-O-Methyl-N-propyl­thio­carbamato-κS](triphenyl­phosphine-κP)gold(I)

Tadbuppa, P.P.; Tiekink, E.R.T.

doi:10.1107/S1600536809046856

metal-organic compounds

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ISSN: 2056-9890

Volume 65| Part 12| December 2009| Page m1558

doi:10.1107/S1600536809046856

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[(Z)-O-Methyl-N-propylthiocarbamato-κS](triphenylphosphine-κP)gold(I)

Primjira P. Tadbuppa ^a and Edward R. T. Tiekink ^b ^*

^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 5 November 2009; accepted 6 November 2009; online 11 November 2009)

In the title compound, [Au(C₅H₁₀NOS)(C₁₈H₁₅P)], the Au^I atom is linearly coordinated within an S,P-donor set with distortion from an ideal linear geometry [S—Au—P = 176.71 (6)°] due to an intramolecular Au⋯O contact [2.943 (4) Å]. In the crystal structure, centrosymmetrically related molecules associate via C—H⋯O interactions.

Related literature

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

Crystal data

[Au(C₅H₁₀NOS)(C₁₈H₁₅P)]
M_r = 591.44
Monoclinic, P 2₁ /n
a = 13.9852 (16) Å
b = 11.1592 (13) Å
c = 15.0975 (17) Å
β = 107.605 (2)°
V = 2245.8 (4) Å³
Z = 4
Mo Kα radiation
μ = 6.73 mm⁻¹
T = 223 K
0.26 × 0.13 × 0.01 mm

Data collection

Bruker SMART CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2000 ) T_min = 0.376, T_max = 1
15397 measured reflections
5165 independent reflections
4702 reflections with I > 2σ(I)
R_int = 0.047

Refinement

R[F² > 2σ(F²)] = 0.045
wR(F²) = 0.106
S = 1.20
5165 reflections
254 parameters
H-atom parameters constrained
Δρ_max = 1.41 e Å⁻³
Δρ_min = −2.23 e Å⁻³

Table 1
Selected bond lengths (Å)

Au—S1	2.3089 (16)
Au—P1	2.2557 (16)

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C14—H14⋯O1ⁱ	0.94	2.51	3.314 (10)	143
Symmetry code: (i) -x+1, -y, -z+1.

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

Supporting information

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536809046856/hg2583sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536809046856/hg2583Isup2.hkl

checkCIF report

Comment top

The structure of the title compound, (I), was determined as a part of an on-going study of the structural systematics, including luminescence properties, 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 Au atom exists within the expected linear geometry defined by the S and P donor atoms. The C1–S1 and C1═N1 bond distances of 1.775 (7) and 1.265 (8) Å, respectively, confirm that the carbonimidothioate ligand is functioning as a thiolate. The small deviation from linearity about the Au atom is ascribed to the close approach of the O1 atom, Au···O1 is 2.943 (4) Å. The most prominent intermolecular interaction occurring in the crystal structure is a C–H···O contact, Table 1, which occurs between centrosymmetrically related molecules leading to a dimeric aggregate, Fig. 2.

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 Ph₃PAuCl and MeOC(S)N(H)Pr in the presence of base (Hall et al., 1993).

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

	Fig. 1. Molecular structure of (I) showing atom-labelling scheme and displacement ellipsoids at the 50% probability level.
	Fig. 2. Supramolecular dimer formation in (I) mediated by C—H···O contacts (orange dashed lines). Colour code: Au, orange; S, yellow; P, pink; O, red; N, blue; C, grey; and H, green.

[(Z)-O-Methyl-N-propylthiocarbamato- κS](triphenylphosphine-κP)gold(I) top

Crystal data top

[Au(C₅H₁₀NOS)(C₁₈H₁₅P)]	F(000) = 1152
M_r = 591.44	D_x = 1.749 Mg m⁻³
Monoclinic, P2₁/n	Mo Kα radiation, λ = 0.71069 Å
Hall symbol: -P 2yn	Cell parameters from 953 reflections
a = 13.9852 (16) Å	θ = 2.3–29.6°
b = 11.1592 (13) Å	µ = 6.73 mm⁻¹
c = 15.0975 (17) Å	T = 223 K
β = 107.605 (2)°	Plate, colourless
V = 2245.8 (4) Å³	0.26 × 0.13 × 0.01 mm
Z = 4

Data collection top

Bruker SMART CCD diffractometer	5165 independent reflections
Radiation source: fine-focus sealed tube	4702 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.047
ω scans	θ_max = 27.5°, θ_min = 1.7°
Absorption correction: multi-scan (SADABS; Bruker, 2000)	h = −18→18
T_min = 0.376, T_max = 1	k = −14→8
15397 measured reflections	l = −19→17

Refinement top

Refinement on F²	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F² > 2σ(F²)] = 0.045	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.106	H-atom parameters constrained
S = 1.20	w = 1/[σ²(F_o²) + (0.0416P)² + 1.6273P] where P = (F_o² + 2F_c²)/3
5165 reflections	(Δ/σ)_max = 0.001
254 parameters	Δρ_max = 1.41 e Å⁻³
0 restraints	Δρ_min = −2.23 e Å⁻³

Crystal data top

[Au(C₅H₁₀NOS)(C₁₈H₁₅P)]	V = 2245.8 (4) Å³
M_r = 591.44	Z = 4
Monoclinic, P2₁/n	Mo Kα radiation
a = 13.9852 (16) Å	µ = 6.73 mm⁻¹
b = 11.1592 (13) Å	T = 223 K
c = 15.0975 (17) Å	0.26 × 0.13 × 0.01 mm
β = 107.605 (2)°

Data collection top

Bruker SMART CCD diffractometer	5165 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2000)	4702 reflections with I > 2σ(I)
T_min = 0.376, T_max = 1	R_int = 0.047
15397 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.045	0 restraints
wR(F²) = 0.106	H-atom parameters constrained
S = 1.20	Δρ_max = 1.41 e Å⁻³
5165 reflections	Δρ_min = −2.23 e Å⁻³
254 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

	x	y	z	U_iso*/U_eq
Au	0.260547 (17)	0.07193 (2)	0.417669 (15)	0.03002 (9)
S1	0.15590 (13)	−0.09274 (15)	0.39447 (11)	0.0358 (4)
P1	0.35886 (12)	0.23644 (14)	0.44661 (10)	0.0289 (3)
O1	0.1670 (3)	−0.0064 (4)	0.5583 (3)	0.0388 (10)
N1	0.0665 (4)	−0.1720 (5)	0.5213 (4)	0.0413 (13)
C1	0.1230 (5)	−0.0969 (6)	0.4992 (5)	0.0361 (14)
C2	0.0194 (6)	−0.2655 (7)	0.4551 (6)	0.0488 (18)
H2A	0.0678	−0.3301	0.4584	0.059*
H2B	0.0002	−0.2325	0.3920	0.059*
C3	−0.0724 (6)	−0.3162 (7)	0.4743 (6)	0.0512 (19)
H3A	−0.1191	−0.2508	0.4744	0.061*
H3B	−0.0526	−0.3530	0.5361	0.061*
C4	−0.1253 (7)	−0.4091 (8)	0.4026 (7)	0.065 (2)
H4A	−0.1845	−0.4379	0.4167	0.097*
H4B	−0.0803	−0.4756	0.4040	0.097*
H4C	−0.1449	−0.3730	0.3412	0.097*
C5	0.1410 (6)	−0.0002 (8)	0.6435 (5)	0.0499 (19)
H5A	0.0687	−0.0055	0.6297	0.075*
H5B	0.1644	0.0752	0.6745	0.075*
H5C	0.1724	−0.0661	0.6837	0.075*
C6	0.4147 (4)	0.2585 (5)	0.5707 (4)	0.0285 (12)
C7	0.5023 (5)	0.3241 (6)	0.6067 (4)	0.0360 (14)
H7	0.5353	0.3561	0.5662	0.043*
C8	0.5413 (5)	0.3427 (6)	0.7009 (5)	0.0427 (16)
H8	0.6009	0.3867	0.7246	0.051*
C9	0.4926 (6)	0.2962 (7)	0.7608 (5)	0.0470 (17)
H9	0.5187	0.3096	0.8251	0.056*
C10	0.4067 (6)	0.2309 (7)	0.7263 (5)	0.0507 (19)
H10	0.3744	0.1991	0.7674	0.061*
C11	0.3664 (5)	0.2108 (7)	0.6318 (4)	0.0412 (15)
H11	0.3073	0.1657	0.6088	0.049*
C12	0.4645 (4)	0.2387 (5)	0.4006 (4)	0.0284 (12)
C13	0.5248 (5)	0.1371 (7)	0.4103 (5)	0.0429 (16)
H13	0.5071	0.0665	0.4355	0.052*
C14	0.6109 (6)	0.1398 (8)	0.3828 (6)	0.053 (2)
H14	0.6528	0.0722	0.3914	0.064*
C15	0.6347 (6)	0.2424 (8)	0.3428 (5)	0.0516 (19)
H15	0.6925	0.2442	0.3234	0.062*
C16	0.5748 (6)	0.3410 (8)	0.3311 (5)	0.053 (2)
H16	0.5918	0.4102	0.3038	0.064*
C17	0.4894 (5)	0.3408 (6)	0.3590 (4)	0.0371 (14)
H17	0.4483	0.4091	0.3500	0.045*
C18	0.2886 (5)	0.3729 (6)	0.4041 (4)	0.0331 (13)
C19	0.3025 (5)	0.4783 (7)	0.4533 (4)	0.0372 (15)
H19	0.3493	0.4819	0.5129	0.045*
C20	0.2475 (6)	0.5802 (7)	0.4153 (5)	0.050 (2)
H20	0.2549	0.6512	0.4503	0.060*
C21	0.1823 (6)	0.5762 (7)	0.3265 (5)	0.0487 (19)
H21	0.1466	0.6453	0.3001	0.058*
C22	0.1691 (6)	0.4714 (7)	0.2761 (5)	0.0472 (18)
H22	0.1235	0.4688	0.2159	0.057*
C23	0.2227 (5)	0.3702 (7)	0.3139 (5)	0.0432 (16)
H23	0.2148	0.2993	0.2789	0.052*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Au	0.03095 (14)	0.02962 (14)	0.02940 (14)	−0.00472 (10)	0.00897 (9)	0.00101 (9)
S1	0.0416 (9)	0.0345 (8)	0.0341 (8)	−0.0110 (7)	0.0155 (7)	−0.0047 (7)
P1	0.0293 (8)	0.0287 (8)	0.0274 (7)	−0.0022 (6)	0.0067 (6)	0.0020 (6)
O1	0.039 (3)	0.046 (3)	0.036 (2)	−0.004 (2)	0.019 (2)	−0.003 (2)
N1	0.041 (3)	0.044 (3)	0.043 (3)	−0.010 (3)	0.018 (3)	0.000 (3)
C1	0.036 (3)	0.036 (3)	0.036 (3)	−0.001 (3)	0.011 (3)	0.002 (3)
C2	0.052 (5)	0.043 (4)	0.060 (5)	−0.017 (3)	0.030 (4)	−0.005 (4)
C3	0.040 (4)	0.052 (5)	0.066 (5)	−0.009 (3)	0.022 (4)	0.003 (4)
C4	0.062 (6)	0.065 (6)	0.068 (6)	−0.022 (5)	0.021 (4)	−0.002 (5)
C5	0.054 (5)	0.061 (5)	0.042 (4)	−0.011 (4)	0.027 (3)	−0.013 (4)
C6	0.029 (3)	0.031 (3)	0.025 (3)	0.002 (2)	0.007 (2)	0.002 (2)
C7	0.036 (3)	0.035 (3)	0.037 (3)	−0.006 (3)	0.012 (3)	0.006 (3)
C8	0.044 (4)	0.040 (4)	0.035 (3)	−0.001 (3)	−0.001 (3)	−0.002 (3)
C9	0.050 (4)	0.054 (5)	0.034 (3)	0.009 (4)	0.008 (3)	−0.006 (3)
C10	0.055 (5)	0.059 (5)	0.042 (4)	0.005 (4)	0.021 (3)	0.004 (4)
C11	0.039 (4)	0.051 (4)	0.036 (3)	0.002 (3)	0.015 (3)	0.002 (3)
C12	0.026 (3)	0.035 (3)	0.025 (3)	−0.005 (2)	0.008 (2)	−0.001 (2)
C13	0.044 (4)	0.038 (4)	0.050 (4)	0.007 (3)	0.019 (3)	0.014 (3)
C14	0.043 (4)	0.058 (5)	0.060 (5)	0.017 (4)	0.017 (4)	0.011 (4)
C15	0.049 (4)	0.071 (6)	0.041 (4)	0.001 (4)	0.023 (3)	−0.003 (4)
C16	0.064 (5)	0.051 (5)	0.058 (5)	−0.004 (4)	0.038 (4)	0.008 (4)
C17	0.047 (4)	0.031 (3)	0.039 (3)	0.002 (3)	0.021 (3)	0.005 (3)
C18	0.037 (3)	0.026 (3)	0.033 (3)	0.004 (3)	0.005 (3)	−0.001 (3)
C19	0.025 (3)	0.050 (4)	0.034 (3)	0.000 (3)	0.004 (2)	0.002 (3)
C20	0.065 (5)	0.036 (4)	0.049 (4)	0.007 (3)	0.016 (4)	−0.002 (3)
C21	0.050 (4)	0.053 (5)	0.046 (4)	0.013 (4)	0.019 (3)	0.018 (4)
C22	0.042 (4)	0.057 (5)	0.039 (4)	0.008 (4)	0.007 (3)	0.012 (3)
C23	0.044 (4)	0.043 (4)	0.039 (4)	−0.007 (3)	0.007 (3)	0.000 (3)

Geometric parameters (Å, º) top

Au—S1	2.3089 (16)	C9—C10	1.367 (11)
Au—P1	2.2557 (16)	C9—H9	0.9400
S1—C1	1.775 (7)	C10—C11	1.385 (10)
P1—C12	1.813 (6)	C10—H10	0.9400
P1—C6	1.816 (6)	C11—H11	0.9400
P1—C18	1.821 (6)	C12—C13	1.394 (9)
O1—C1	1.364 (8)	C12—C17	1.396 (8)
O1—C5	1.440 (7)	C13—C14	1.387 (10)
N1—C1	1.265 (8)	C13—H13	0.9400
N1—C2	1.457 (9)	C14—C15	1.382 (11)
C2—C3	1.508 (9)	C14—H14	0.9400
C2—H2A	0.9800	C15—C16	1.361 (11)
C2—H2B	0.9800	C15—H15	0.9400
C3—C4	1.520 (11)	C16—C17	1.380 (10)
C3—H3A	0.9800	C16—H16	0.9400
C3—H3B	0.9800	C17—H17	0.9400
C4—H4A	0.9700	C18—C19	1.373 (9)
C4—H4B	0.9700	C18—C23	1.395 (9)
C4—H4C	0.9700	C19—C20	1.395 (10)
C5—H5A	0.9700	C19—H19	0.9400
C5—H5B	0.9700	C20—C21	1.375 (10)
C5—H5C	0.9700	C20—H20	0.9400
C6—C7	1.389 (8)	C21—C22	1.377 (11)
C6—C11	1.402 (9)	C21—H21	0.9400
C7—C8	1.377 (9)	C22—C23	1.380 (10)
C7—H7	0.9400	C22—H22	0.9400
C8—C9	1.388 (10)	C23—H23	0.9400
C8—H8	0.9400

P1—Au—S1	176.71 (6)	C10—C9—C8	120.0 (6)
C1—S1—Au	102.0 (2)	C10—C9—H9	120.0
C12—P1—C6	104.3 (3)	C8—C9—H9	120.0
C12—P1—C18	105.6 (3)	C9—C10—C11	121.1 (7)
C6—P1—C18	105.5 (3)	C9—C10—H10	119.5
C12—P1—Au	117.2 (2)	C11—C10—H10	119.5
C6—P1—Au	110.9 (2)	C10—C11—C6	119.3 (7)
C18—P1—Au	112.3 (2)	C10—C11—H11	120.4
C1—O1—C5	115.8 (5)	C6—C11—H11	120.4
C1—N1—C2	118.9 (6)	C13—C12—C17	119.1 (6)
N1—C1—O1	120.8 (6)	C13—C12—P1	119.1 (5)
N1—C1—S1	127.1 (5)	C17—C12—P1	121.8 (5)
O1—C1—S1	112.1 (5)	C14—C13—C12	120.2 (7)
N1—C2—C3	111.8 (6)	C14—C13—H13	119.9
N1—C2—H2A	109.3	C12—C13—H13	119.9
C3—C2—H2A	109.3	C15—C14—C13	119.6 (7)
N1—C2—H2B	109.3	C15—C14—H14	120.2
C3—C2—H2B	109.3	C13—C14—H14	120.2
H2A—C2—H2B	107.9	C16—C15—C14	120.4 (7)
C2—C3—C4	112.2 (7)	C16—C15—H15	119.8
C2—C3—H3A	109.2	C14—C15—H15	119.8
C4—C3—H3A	109.2	C15—C16—C17	121.0 (7)
C2—C3—H3B	109.2	C15—C16—H16	119.5
C4—C3—H3B	109.2	C17—C16—H16	119.5
H3A—C3—H3B	107.9	C16—C17—C12	119.6 (7)
C3—C4—H4A	109.5	C16—C17—H17	120.2
C3—C4—H4B	109.5	C12—C17—H17	120.2
H4A—C4—H4B	109.5	C19—C18—C23	119.4 (6)
C3—C4—H4C	109.5	C19—C18—P1	123.6 (5)
H4A—C4—H4C	109.5	C23—C18—P1	116.9 (5)
H4B—C4—H4C	109.5	C18—C19—C20	120.4 (6)
O1—C5—H5A	109.5	C18—C19—H19	119.8
O1—C5—H5B	109.5	C20—C19—H19	119.8
H5A—C5—H5B	109.5	C21—C20—C19	119.7 (7)
O1—C5—H5C	109.5	C21—C20—H20	120.2
H5A—C5—H5C	109.5	C19—C20—H20	120.2
H5B—C5—H5C	109.5	C20—C21—C22	120.3 (7)
C7—C6—C11	119.1 (6)	C20—C21—H21	119.8
C7—C6—P1	121.8 (5)	C22—C21—H21	119.8
C11—C6—P1	119.0 (5)	C23—C22—C21	120.0 (7)
C8—C7—C6	120.6 (6)	C23—C22—H22	120.0
C8—C7—H7	119.7	C21—C22—H22	120.0
C6—C7—H7	119.7	C22—C23—C18	120.1 (7)
C7—C8—C9	119.9 (7)	C22—C23—H23	119.9
C7—C8—H8	120.0	C18—C23—H23	119.9
C9—C8—H8	120.0

C2—N1—C1—O1	178.7 (6)	C6—P1—C12—C17	−99.5 (5)
C2—N1—C1—S1	−1.6 (10)	C18—P1—C12—C17	11.5 (6)
C5—O1—C1—N1	−2.7 (9)	Au—P1—C12—C17	137.5 (5)
C5—O1—C1—S1	177.6 (5)	C17—C12—C13—C14	3.0 (10)
Au—S1—C1—N1	−179.7 (6)	P1—C12—C13—C14	−174.6 (6)
Au—S1—C1—O1	0.1 (5)	C12—C13—C14—C15	−2.3 (12)
C1—N1—C2—C3	−158.4 (7)	C13—C14—C15—C16	0.7 (13)
N1—C2—C3—C4	176.9 (7)	C14—C15—C16—C17	0.1 (13)
C12—P1—C6—C7	29.9 (6)	C15—C16—C17—C12	0.7 (12)
C18—P1—C6—C7	−81.2 (6)	C13—C12—C17—C16	−2.2 (10)
Au—P1—C6—C7	156.9 (5)	P1—C12—C17—C16	175.3 (6)
C12—P1—C6—C11	−151.9 (5)	C12—P1—C18—C19	−93.4 (6)
C18—P1—C6—C11	97.1 (6)	C6—P1—C18—C19	16.7 (7)
Au—P1—C6—C11	−24.8 (6)	Au—P1—C18—C19	137.7 (5)
C11—C6—C7—C8	−0.3 (10)	C12—P1—C18—C23	81.9 (6)
P1—C6—C7—C8	177.9 (5)	C6—P1—C18—C23	−167.9 (5)
C6—C7—C8—C9	−0.4 (11)	Au—P1—C18—C23	−46.9 (6)
C7—C8—C9—C10	0.8 (11)	C23—C18—C19—C20	3.2 (10)
C8—C9—C10—C11	−0.5 (12)	P1—C18—C19—C20	178.5 (6)
C9—C10—C11—C6	−0.1 (12)	C18—C19—C20—C21	−2.9 (11)
C7—C6—C11—C10	0.5 (10)	C19—C20—C21—C22	1.9 (12)
P1—C6—C11—C10	−177.8 (6)	C20—C21—C22—C23	−1.2 (12)
C6—P1—C12—C13	78.1 (6)	C21—C22—C23—C18	1.5 (11)
C18—P1—C12—C13	−170.9 (5)	C19—C18—C23—C22	−2.6 (11)
Au—P1—C12—C13	−45.0 (6)	P1—C18—C23—C22	−178.1 (6)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C14—H14···O1ⁱ	0.94	2.51	3.314 (10)	143

Symmetry code: (i) −x+1, −y, −z+1.

Experimental details

Crystal data
Chemical formula	[Au(C₅H₁₀NOS)(C₁₈H₁₅P)]
M_r	591.44
Crystal system, space group	Monoclinic, P2₁/n
Temperature (K)	223
a, b, c (Å)	13.9852 (16), 11.1592 (13), 15.0975 (17)
β (°)	107.605 (2)
V (Å³)	2245.8 (4)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	6.73
Crystal size (mm)	0.26 × 0.13 × 0.01

Data collection
Diffractometer	Bruker SMART CCD diffractometer
Absorption correction	Multi-scan (SADABS; Bruker, 2000)
T_min, T_max	0.376, 1
No. of measured, independent and observed [I > 2σ(I)] reflections	15397, 5165, 4702
R_int	0.047
(sin θ/λ)_max (Å⁻¹)	0.650

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.045, 0.106, 1.20
No. of reflections	5165
No. of parameters	254
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	1.41, −2.23

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—S1

2.3089 (16)

Au—P1

2.2557 (16)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C14—H14···O1ⁱ	0.94	2.51	3.314 (10)	143

Symmetry code: (i) −x+1, −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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