[μ-1,2-Bis(diphenyl­phosphan­yl)benzene-κ2P:P′]bis­[chloridogold(I)]

Yoshinari, N.; Kitani, N.; Tsukuda, T.; Konno, T.

doi:10.1107/S1600536810052803

metal-organic compounds

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ISSN: 2056-9890

Volume 67| Part 1| January 2011| Page m121

https://doi.org/10.1107/S1600536810052803

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[μ-1,2-Bis(diphenylphosphanyl)benzene-κ²P:P′]bis[chloridogold(I)]

Nobuto Yoshinari,^a ^* Naoki Kitani,^a Toshiaki Tsukuda ^a and Takumi Konno ^a

^aDepartment of Chemistry, Graduate School of Science, Osaka University, Toyonaka, Osaka 560-0043, Japan
^*Correspondence e-mail: nobuto@chem.sci.osaka-u.ac.jp

(Received 13 December 2010; accepted 16 December 2010; online 24 December 2010)

In the crystal structure of the non-solvate form of the title compound, [Au₂Cl₂(C₃₀H₂₄P₂)], two almost linear P—Au^I—Cl units [175.87 (3) and 171.48 (3)°] are in a skewed arrangement with a Cl—Au⋯Au—Cl torsion angle of −65.29 (3)° so as to form an intramolecular Au⋯Au interaction [3.0563 (2) Å]. The complex molecules are connected each other through intermolecular C—H⋯π interactions, giving a sheet structure parallel to the bc plane.

Related literature

For the crystal structure of the diethylether solvate form of the title compound, [(AuCl)₂(C₃₀H₂₄P₂)]·(C₂H₅)₂O, see: Mohamed et al. (2003 ). For closely related structures, see: Hashimoto et al. (2010 ).

Experimental

Crystal data

[Au₂Cl₂(C₃₀H₂₄P₂)]
M_r = 911.27
Monoclinic, P 2₁ /c
a = 13.0733 (2) Å
b = 12.4206 (2) Å
c = 17.4630 (3) Å
β = 96.795 (7)°
V = 2815.69 (8) Å³
Z = 4
Mo Kα radiation
μ = 10.73 mm⁻¹
T = 200 K
0.15 × 0.10 × 0.10 mm

Data collection

Rigaku R-AXIS VII diffractometer
Absorption correction: multi-scan (ABSCOR; Higashi, 1995 ) T_min = 0.189, T_max = 0.341
31710 measured reflections
6438 independent reflections
5897 reflections with I > 2σ(I)
R_int = 0.030

Refinement

R[F² > 2σ(F²)] = 0.023
wR(F²) = 0.041
S = 1.16
6438 reflections
325 parameters
H-atom parameters constrained
Δρ_max = 0.54 e Å⁻³
Δρ_min = −0.80 e Å⁻³

Table 1
Selected bond lengths (Å)

Au1—P1	2.2256 (8)
Au1—Cl1	2.2739 (8)
Au2—P2	2.2279 (7)
Au2—Cl2	2.2792 (8)

Table 2
Hydrogen-bond geometry (Å, °)

Cg is the centroid of the C25–C30 ring.

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C15—H15⋯Cgⁱ	0.95	2.82	3.569 (4)	137
C21—H21⋯Cgⁱⁱ	0.95	2.84	3.559 (4)	134
Symmetry codes: (i) $[x, -y+{\script{3\over 2}}, z-{\script{1\over 2}}]$ ; (ii) $[-x+1, y-{\script{1\over 2}}, -z+{\script{1\over 2}}]$ .

Data collection: PROCESS-AUTO (Rigaku, 1998 ); cell refinement: PROCESS-AUTO; data reduction: Yadokari-XG 2009 (Kabuto et al., 2009 ); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: Mercury (Macrae et al., 2006 ) and ORTEP-3 for Windows (Farrugia, 1997 ); software used to prepare material for publication: Yadokari-XG 2009 and publCIF (Westrip, 2010 ).

Supporting information

Crystal structure: contains datablocks I, global. DOI: https://doi.org/10.1107/S1600536810052803/is2645sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536810052803/is2645Isup2.hkl

checkCIF report

Comment top

[(AuCl)₂(diphosphine)]-type digold(I) complexes have been known as a good starting material to produce [(AuL)₂(diphosphine)]-type digold(I) metallounits. Recently, we found that a digold(I) complex, [{Au(D-Hpen)}₂(dppm)] (D-pen = D-penicillaminate, dppm = 1,2-bis(diphenylphosphino)methane), which was prepared from [(AuCl)₂(dppm)] and D-pen, can act as a hexadentate-S₂N₂O₂ metalloligand toward a Ni^II center to give a unique trinuclear Ni^IIAu^I₂ complex with a nine-membered metalloring, [NiAu₂(D-pen)₂(dppm)] (Hashimoto et al., 2010). In the course of our study on a digold(I) metalloligand system having both D-pen and diphosphines, we started to use [(AuCl)₂(dppbz)] (dppbz = o-phenylenebis(diphenylphosphine)) instead of [(AuCl)₂(dppm)]. Herein, we report the crystal structure of the non-solvate form of [(AuCl)₂(dppbz)] (I). The crystal structure of the diethylether solvate form of the title compound, [(AuCl)₂(dppbz)].Et₂O (II), has been reported by Mohamed et al. (2003).

The asymmetric unit of (I) contains only a complex molecule without a significant solvent accessible space, which is distinct from the solvated structure of (II) (Mohamed et al., 2003). The complex molecule is composed of two [Au^ICl] units that are linked by a dppbz ligand through Au—P bonds, forming a digold(I) structure in [(AuCl)₂(dppbz)] (Fig. 1). In (I), two approximately linear P—Au^I—Cl units are skewed each other so as to form an intramolecular Au···Au interaction. This conformational feature is the same as that in (II). In the crystal (I), the Au···Au distance [3.05634 (17) Å] is longer than that in (II) [2.966 (1) Å], and the Cl—Au···Au—Cl torsion angle [–65.29 (3)°] is larger than that in (II) [–63.92 (7)°]. The other bond distances and angles in (I) are similar to those in (II).

The crystal structure of (I) is stabilized by several intermolecular C—H···π interactions. Each complex molecule is connected with four adjacent molecules through a C—H···π interaction [H15···Cgⁱ = 2.82 Å and H21···Cgⁱⁱ= 2.84 Å; symmetry codes: (i) x, 3/2–y, -1/2 + z, (ii) 1 - x, -1/2 + y, 1/2–z]; Cg is the centroid of the C25–C30 ring] to construct a two-dimensional sheet structure (Fig. 2). Such an intermolecular C—H···π interaction has not been observed in (II).

Related literature top

For the crystal structure of the diethylether solvate form of the title compound, [(AuCl)₂(dppbz)].Et₂O, see: Mohamed et al. (2003). For closely related structures, see: Hashimoto et al. (2010).

Experimental top

To a solution containing tetrahydrothiophenechlorogold(I) (100 mg, 0.32 mmol) in 10 ml of CH₂Cl₂ was added o-phenylenebis(diphenylphosphine) (140 mg, 0.31 mmol). After stirring for 20 minutes, 100 ml of diethylether was added to the reaction solution. The resulting white powder was recrystallized from CH₂Cl₂ by diffusing diethylether, which afforded colorless block crystals of (I).

Structure description top

Computing details top

Data collection: PROCESS-AUTO (Rigaku, 1998); cell refinement: PROCESS-AUTO (Rigaku, 1998); data reduction: Yadokari-XG 2009 (Kabuto et al., 2009); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: Mercury (Macrae et al., 2006) and ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: Yadokari-XG 2009 (Kabuto et al., 2009) and publCIF (Westrip, 2010).

Figures top

	Fig. 1. A view of molecular structure of the title compound, showing the atom-numbering scheme and 50% probability displacement ellipsoids.
	Fig. 2. A crystal packing drawing of the title compound. The blue lines indicate C—H···π interactions.

[µ-1,2-Bis(diphenylphosphanyl)benzene- κ²P:P']bis[chloridogold(I)] top

Crystal data top

[Au₂Cl₂(C₃₀H₂₄P₂)]	F(000) = 1704
M_r = 911.27	D_x = 2.150 Mg m⁻³
Monoclinic, P2₁/c	Mo Kα radiation, λ = 0.71075 Å
Hall symbol: -P 2ybc	Cell parameters from 24394 reflections
a = 13.0733 (2) Å	θ = 3.1–27.5°
b = 12.4206 (2) Å	µ = 10.73 mm⁻¹
c = 17.4630 (3) Å	T = 200 K
β = 96.795 (7)°	Block, white
V = 2815.69 (8) Å³	0.15 × 0.10 × 0.10 mm
Z = 4

Data collection top

Rigaku R-AXIS VII diffractometer	6438 independent reflections
Radiation source: fine-focus sealed tube	5897 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.030
Detector resolution: 10.000 pixels mm^-1	θ_max = 27.5°, θ_min = 3.1°
ω scans	h = −16→16
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	k = −15→16
T_min = 0.189, T_max = 0.341	l = −22→22
31710 measured reflections

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)] = 0.023	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.041	H-atom parameters constrained
S = 1.16	w = 1/[σ²(F_o²) + (0.0112P)² + 2.7453P] where P = (F_o² + 2F_c²)/3
6438 reflections	(Δ/σ)_max = 0.002
325 parameters	Δρ_max = 0.54 e Å⁻³
0 restraints	Δρ_min = −0.80 e Å⁻³

Crystal data top

[Au₂Cl₂(C₃₀H₂₄P₂)]	V = 2815.69 (8) Å³
M_r = 911.27	Z = 4
Monoclinic, P2₁/c	Mo Kα radiation
a = 13.0733 (2) Å	µ = 10.73 mm⁻¹
b = 12.4206 (2) Å	T = 200 K
c = 17.4630 (3) Å	0.15 × 0.10 × 0.10 mm
β = 96.795 (7)°

Data collection top

Rigaku R-AXIS VII diffractometer	6438 independent reflections
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	5897 reflections with I > 2σ(I)
T_min = 0.189, T_max = 0.341	R_int = 0.030
31710 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.023	0 restraints
wR(F²) = 0.041	H-atom parameters constrained
S = 1.16	Δρ_max = 0.54 e Å⁻³
6438 reflections	Δρ_min = −0.80 e Å⁻³
325 parameters

Special details top

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'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 > σ(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
Au1	0.283249 (9)	0.406709 (9)	0.296038 (6)	0.02169 (4)
Au2	0.229077 (9)	0.602225 (9)	0.389584 (6)	0.02065 (4)
Cl1	0.38861 (7)	0.31036 (7)	0.38364 (5)	0.0385 (2)
Cl2	0.13663 (7)	0.53399 (7)	0.48118 (5)	0.0371 (2)
P1	0.18427 (6)	0.49382 (6)	0.20367 (4)	0.01918 (16)
P2	0.33234 (6)	0.68257 (6)	0.31436 (4)	0.01836 (16)
C1	0.0679 (2)	0.5541 (2)	0.23080 (17)	0.0234 (7)
C2	0.0205 (3)	0.5115 (3)	0.29040 (19)	0.0340 (8)
H2	0.0486	0.4490	0.3164	0.041*
C3	−0.0664 (3)	0.5576 (3)	0.3129 (2)	0.0444 (10)
H3	−0.0972	0.5282	0.3548	0.053*
C4	−0.1088 (3)	0.6462 (3)	0.2748 (2)	0.0444 (10)
H4	−0.1690	0.6783	0.2904	0.053*
C5	−0.0643 (3)	0.6886 (3)	0.2142 (3)	0.0523 (11)
H5	−0.0945	0.7492	0.1872	0.063*
C6	0.0241 (3)	0.6436 (3)	0.1923 (2)	0.0379 (9)
H6	0.0550	0.6738	0.1507	0.045*
C7	0.1435 (2)	0.4040 (2)	0.12379 (17)	0.0236 (7)
C8	0.0401 (3)	0.3877 (3)	0.0987 (2)	0.0380 (9)
H8	−0.0107	0.4299	0.1194	0.046*
C9	0.0104 (3)	0.3101 (3)	0.0436 (2)	0.0502 (10)
H9	−0.0606	0.2972	0.0279	0.060*
C10	0.0833 (3)	0.2523 (3)	0.0118 (2)	0.0463 (10)
H10	0.0626	0.2002	−0.0267	0.056*
C11	0.1864 (3)	0.2685 (3)	0.03467 (19)	0.0402 (9)
H11	0.2365	0.2285	0.0115	0.048*
C12	0.2168 (3)	0.3431 (3)	0.09162 (19)	0.0328 (8)
H12	0.2879	0.3527	0.1088	0.039*
C13	0.2511 (2)	0.6058 (2)	0.16336 (17)	0.0197 (6)
C14	0.2447 (3)	0.6146 (2)	0.08372 (18)	0.0280 (7)
H14	0.2084	0.5613	0.0523	0.034*
C15	0.2902 (3)	0.6993 (3)	0.04926 (17)	0.0306 (7)
H15	0.2860	0.7031	−0.0053	0.037*
C16	0.3408 (3)	0.7769 (3)	0.09325 (17)	0.0311 (8)
H16	0.3711	0.8358	0.0695	0.037*
C17	0.3483 (2)	0.7703 (2)	0.17310 (17)	0.0269 (7)
H17	0.3840	0.8250	0.2035	0.032*
C18	0.3046 (2)	0.6855 (2)	0.20917 (16)	0.0202 (6)
C19	0.4619 (2)	0.6301 (2)	0.33296 (16)	0.0209 (6)
C20	0.5251 (3)	0.6146 (3)	0.27570 (18)	0.0305 (7)
H20	0.5006	0.6304	0.2235	0.037*
C21	0.6239 (3)	0.5762 (3)	0.2947 (2)	0.0399 (9)
H21	0.6671	0.5651	0.2553	0.048*
C22	0.6606 (3)	0.5538 (3)	0.37001 (19)	0.0325 (8)
H22	0.7287	0.5276	0.3826	0.039*
C23	0.5983 (3)	0.5693 (3)	0.42694 (19)	0.0298 (7)
H23	0.6237	0.5544	0.4791	0.036*
C24	0.4994 (2)	0.6062 (2)	0.40878 (18)	0.0271 (7)
H24	0.4563	0.6156	0.4484	0.032*
C25	0.3414 (2)	0.8233 (2)	0.34357 (16)	0.0216 (6)
C26	0.2503 (3)	0.8795 (3)	0.34737 (19)	0.0321 (8)
H26	0.1862	0.8474	0.3287	0.039*
C27	0.2528 (3)	0.9822 (3)	0.3782 (2)	0.0422 (9)
H27	0.1904	1.0207	0.3805	0.051*
C28	0.3447 (4)	1.0283 (3)	0.4055 (2)	0.0490 (11)
H28	0.3458	1.0983	0.4275	0.059*
C29	0.4353 (4)	0.9744 (3)	0.4013 (2)	0.0462 (10)
H29	0.4990	1.0076	0.4195	0.055*
C30	0.4338 (3)	0.8710 (3)	0.37043 (19)	0.0339 (8)
H30	0.4965	0.8334	0.3679	0.041*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Au1	0.02405 (7)	0.02000 (6)	0.02113 (6)	−0.00025 (5)	0.00320 (5)	0.00152 (4)
Au2	0.02083 (7)	0.02433 (7)	0.01768 (6)	−0.00245 (5)	0.00596 (5)	0.00182 (4)
Cl1	0.0439 (5)	0.0344 (5)	0.0352 (5)	0.0106 (4)	−0.0034 (4)	0.0077 (4)
Cl2	0.0305 (4)	0.0520 (5)	0.0309 (4)	−0.0058 (4)	0.0116 (4)	0.0160 (4)
P1	0.0189 (4)	0.0204 (4)	0.0184 (4)	−0.0017 (3)	0.0030 (3)	−0.0002 (3)
P2	0.0203 (4)	0.0216 (4)	0.0138 (4)	−0.0025 (3)	0.0045 (3)	−0.0004 (3)
C1	0.0204 (16)	0.0254 (16)	0.0246 (16)	−0.0056 (13)	0.0039 (13)	−0.0075 (12)
C2	0.0252 (18)	0.046 (2)	0.0313 (19)	−0.0061 (16)	0.0074 (15)	0.0009 (15)
C3	0.030 (2)	0.069 (3)	0.038 (2)	−0.0064 (19)	0.0160 (17)	−0.0050 (19)
C4	0.028 (2)	0.048 (2)	0.061 (3)	−0.0017 (18)	0.0181 (19)	−0.025 (2)
C5	0.041 (2)	0.029 (2)	0.090 (3)	0.0116 (18)	0.022 (2)	−0.004 (2)
C6	0.036 (2)	0.0316 (19)	0.048 (2)	0.0066 (16)	0.0167 (18)	0.0031 (16)
C7	0.0255 (17)	0.0236 (16)	0.0214 (16)	−0.0004 (13)	0.0015 (13)	0.0007 (12)
C8	0.0298 (19)	0.037 (2)	0.046 (2)	0.0058 (16)	−0.0034 (17)	−0.0149 (16)
C9	0.041 (2)	0.052 (2)	0.053 (3)	−0.003 (2)	−0.0140 (19)	−0.019 (2)
C10	0.067 (3)	0.034 (2)	0.035 (2)	0.0033 (19)	−0.010 (2)	−0.0139 (16)
C11	0.058 (3)	0.0335 (19)	0.0293 (19)	0.0136 (18)	0.0077 (18)	−0.0084 (15)
C12	0.032 (2)	0.0336 (18)	0.0331 (19)	0.0030 (15)	0.0070 (15)	−0.0048 (14)
C13	0.0181 (15)	0.0222 (15)	0.0190 (15)	0.0019 (12)	0.0030 (12)	0.0018 (11)
C14	0.0326 (18)	0.0284 (17)	0.0222 (16)	−0.0012 (14)	0.0000 (14)	0.0000 (13)
C15	0.042 (2)	0.0367 (18)	0.0139 (15)	−0.0024 (16)	0.0064 (14)	0.0026 (13)
C16	0.041 (2)	0.0308 (18)	0.0217 (16)	−0.0092 (15)	0.0065 (15)	0.0051 (13)
C17	0.0331 (19)	0.0278 (17)	0.0198 (15)	−0.0072 (14)	0.0028 (14)	−0.0021 (12)
C18	0.0191 (15)	0.0271 (16)	0.0148 (14)	−0.0009 (12)	0.0032 (12)	0.0011 (11)
C19	0.0217 (16)	0.0222 (15)	0.0194 (15)	−0.0022 (12)	0.0050 (12)	−0.0005 (11)
C20	0.0272 (18)	0.046 (2)	0.0187 (16)	0.0034 (15)	0.0047 (14)	−0.0029 (14)
C21	0.0284 (19)	0.065 (2)	0.0280 (19)	0.0073 (18)	0.0101 (16)	−0.0085 (17)
C22	0.0213 (17)	0.0395 (19)	0.036 (2)	0.0058 (15)	0.0017 (15)	−0.0024 (15)
C23	0.0304 (19)	0.0355 (18)	0.0228 (17)	0.0012 (15)	0.0004 (14)	0.0043 (13)
C24	0.0256 (17)	0.0354 (18)	0.0212 (16)	0.0027 (14)	0.0072 (13)	0.0015 (13)
C25	0.0299 (17)	0.0228 (15)	0.0131 (14)	−0.0030 (13)	0.0068 (13)	0.0013 (11)
C26	0.043 (2)	0.0284 (17)	0.0262 (17)	0.0031 (16)	0.0101 (16)	0.0053 (13)
C27	0.066 (3)	0.0287 (19)	0.035 (2)	0.0113 (19)	0.0192 (19)	0.0077 (15)
C28	0.097 (4)	0.0248 (18)	0.0281 (19)	−0.001 (2)	0.019 (2)	−0.0004 (15)
C29	0.074 (3)	0.033 (2)	0.030 (2)	−0.021 (2)	0.0001 (19)	−0.0035 (15)
C30	0.041 (2)	0.0309 (18)	0.0297 (18)	−0.0079 (16)	0.0021 (16)	−0.0017 (14)

Geometric parameters (Å, º) top

Au1—P1	2.2256 (8)	C13—C14	1.388 (4)
Au1—Cl1	2.2739 (8)	C13—C18	1.407 (4)
Au1—Au2	3.0563 (2)	C14—C15	1.381 (4)
Au2—P2	2.2279 (7)	C14—H14	0.9500
Au2—Cl2	2.2792 (8)	C15—C16	1.355 (4)
P1—C1	1.808 (3)	C15—H15	0.9500
P1—C7	1.816 (3)	C16—C17	1.389 (4)
P1—C13	1.827 (3)	C16—H16	0.9500
P2—C19	1.809 (3)	C17—C18	1.384 (4)
P2—C25	1.821 (3)	C17—H17	0.9500
P2—C18	1.830 (3)	C19—C20	1.384 (4)
C1—C2	1.378 (4)	C19—C24	1.388 (4)
C1—C6	1.387 (5)	C20—C21	1.381 (5)
C2—C3	1.372 (5)	C20—H20	0.9500
C2—H2	0.9500	C21—C22	1.373 (5)
C3—C4	1.368 (6)	C21—H21	0.9500
C3—H3	0.9500	C22—C23	1.371 (5)
C4—C5	1.373 (6)	C22—H22	0.9500
C4—H4	0.9500	C23—C24	1.373 (5)
C5—C6	1.377 (5)	C23—H23	0.9500
C5—H5	0.9500	C24—H24	0.9500
C6—H6	0.9500	C25—C30	1.377 (4)
C7—C8	1.385 (5)	C25—C26	1.388 (4)
C7—C12	1.391 (4)	C26—C27	1.383 (5)
C8—C9	1.385 (5)	C26—H26	0.9500
C8—H8	0.9500	C27—C28	1.364 (6)
C9—C10	1.362 (5)	C27—H27	0.9500
C9—H9	0.9500	C28—C29	1.370 (6)
C10—C11	1.374 (5)	C28—H28	0.9500
C10—H10	0.9500	C29—C30	1.392 (5)
C11—C12	1.383 (5)	C29—H29	0.9500
C11—H11	0.9500	C30—H30	0.9500
C12—H12	0.9500

P1—Au1—Cl1	175.87 (3)	C14—C13—C18	118.8 (3)
P1—Au1—Au2	81.343 (19)	C14—C13—P1	118.1 (2)
Cl1—Au1—Au2	102.64 (2)	C18—C13—P1	123.1 (2)
P2—Au2—Cl2	171.48 (3)	C15—C14—C13	121.3 (3)
P2—Au2—Au1	81.132 (19)	C15—C14—H14	119.4
Cl2—Au2—Au1	104.79 (2)	C13—C14—H14	119.4
C1—P1—C7	106.00 (14)	C16—C15—C14	120.1 (3)
C1—P1—C13	103.96 (14)	C16—C15—H15	120.0
C7—P1—C13	106.38 (14)	C14—C15—H15	120.0
C1—P1—Au1	116.51 (10)	C15—C16—C17	119.9 (3)
C7—P1—Au1	110.53 (10)	C15—C16—H16	120.0
C13—P1—Au1	112.70 (10)	C17—C16—H16	120.0
C19—P2—C25	105.53 (14)	C18—C17—C16	121.2 (3)
C19—P2—C18	104.91 (13)	C18—C17—H17	119.4
C25—P2—C18	105.09 (13)	C16—C17—H17	119.4
C19—P2—Au2	110.65 (10)	C17—C18—C13	118.8 (3)
C25—P2—Au2	106.77 (9)	C17—C18—P2	115.4 (2)
C18—P2—Au2	122.62 (10)	C13—C18—P2	125.6 (2)
C2—C1—C6	118.5 (3)	C20—C19—C24	119.1 (3)
C2—C1—P1	120.4 (3)	C20—C19—P2	123.1 (2)
C6—C1—P1	121.1 (2)	C24—C19—P2	117.7 (2)
C3—C2—C1	121.1 (3)	C21—C20—C19	119.7 (3)
C3—C2—H2	119.4	C21—C20—H20	120.1
C1—C2—H2	119.4	C19—C20—H20	120.1
C4—C3—C2	119.9 (3)	C22—C21—C20	120.7 (3)
C4—C3—H3	120.0	C22—C21—H21	119.6
C2—C3—H3	120.0	C20—C21—H21	119.6
C3—C4—C5	119.9 (3)	C23—C22—C21	119.7 (3)
C3—C4—H4	120.0	C23—C22—H22	120.1
C5—C4—H4	120.0	C21—C22—H22	120.1
C4—C5—C6	120.3 (4)	C22—C23—C24	120.2 (3)
C4—C5—H5	119.8	C22—C23—H23	119.9
C6—C5—H5	119.8	C24—C23—H23	119.9
C5—C6—C1	120.1 (3)	C23—C24—C19	120.5 (3)
C5—C6—H6	119.9	C23—C24—H24	119.7
C1—C6—H6	119.9	C19—C24—H24	119.7
C8—C7—C12	119.1 (3)	C30—C25—C26	119.3 (3)
C8—C7—P1	121.3 (2)	C30—C25—P2	122.2 (2)
C12—C7—P1	119.4 (3)	C26—C25—P2	117.9 (2)
C9—C8—C7	120.3 (3)	C27—C26—C25	120.1 (3)
C9—C8—H8	119.9	C27—C26—H26	119.9
C7—C8—H8	119.9	C25—C26—H26	119.9
C10—C9—C8	119.8 (4)	C28—C27—C26	120.1 (4)
C10—C9—H9	120.1	C28—C27—H27	120.0
C8—C9—H9	120.1	C26—C27—H27	120.0
C9—C10—C11	120.9 (3)	C27—C28—C29	120.5 (3)
C9—C10—H10	119.5	C27—C28—H28	119.8
C11—C10—H10	119.5	C29—C28—H28	119.7
C10—C11—C12	119.7 (3)	C28—C29—C30	119.9 (4)
C10—C11—H11	120.2	C28—C29—H29	120.0
C12—C11—H11	120.2	C30—C29—H29	120.0
C11—C12—C7	120.1 (3)	C25—C30—C29	120.0 (4)
C11—C12—H12	119.9	C25—C30—H30	120.0
C7—C12—H12	119.9	C29—C30—H30	120.0

P1—Au1—Au2—P2	−70.42 (3)	P1—C13—C14—C15	177.7 (3)
Cl1—Au1—Au2—P2	108.45 (3)	C13—C14—C15—C16	−1.1 (5)
P1—Au1—Au2—Cl2	115.85 (3)	C14—C15—C16—C17	1.0 (5)
Cl1—Au1—Au2—Cl2	−65.29 (3)	C15—C16—C17—C18	−0.1 (5)
Au2—Au1—P1—C1	−42.04 (11)	C16—C17—C18—C13	−0.7 (5)
Au2—Au1—P1—C7	−163.09 (11)	C16—C17—C18—P2	174.4 (3)
Au2—Au1—P1—C13	78.02 (10)	C14—C13—C18—C17	0.6 (4)
Au1—Au2—P2—C19	−63.84 (10)	P1—C13—C18—C17	−176.6 (2)
Au1—Au2—P2—C25	−178.20 (11)	C14—C13—C18—P2	−173.9 (2)
Au1—Au2—P2—C18	60.75 (11)	P1—C13—C18—P2	8.9 (4)
C7—P1—C1—C2	96.0 (3)	C19—P2—C18—C17	−78.0 (3)
C13—P1—C1—C2	−152.0 (3)	C25—P2—C18—C17	33.0 (3)
Au1—P1—C1—C2	−27.4 (3)	Au2—P2—C18—C17	154.9 (2)
C7—P1—C1—C6	−83.8 (3)	C19—P2—C18—C13	96.7 (3)
C13—P1—C1—C6	28.2 (3)	C25—P2—C18—C13	−152.3 (3)
Au1—P1—C1—C6	152.8 (2)	Au2—P2—C18—C13	−30.5 (3)
C6—C1—C2—C3	−1.7 (5)	C25—P2—C19—C20	−101.8 (3)
P1—C1—C2—C3	178.5 (3)	C18—P2—C19—C20	9.0 (3)
C1—C2—C3—C4	1.4 (6)	Au2—P2—C19—C20	143.1 (2)
C2—C3—C4—C5	0.1 (6)	C25—P2—C19—C24	77.1 (3)
C3—C4—C5—C6	−1.2 (6)	C18—P2—C19—C24	−172.2 (2)
C4—C5—C6—C1	0.8 (6)	Au2—P2—C19—C24	−38.1 (3)
C2—C1—C6—C5	0.6 (5)	C24—C19—C20—C21	−0.1 (5)
P1—C1—C6—C5	−179.6 (3)	P2—C19—C20—C21	178.7 (3)
C1—P1—C7—C8	−3.9 (3)	C19—C20—C21—C22	−0.5 (6)
C13—P1—C7—C8	−114.2 (3)	C20—C21—C22—C23	0.2 (6)
Au1—P1—C7—C8	123.2 (3)	C21—C22—C23—C24	0.6 (5)
C1—P1—C7—C12	−178.1 (2)	C22—C23—C24—C19	−1.1 (5)
C13—P1—C7—C12	71.6 (3)	C20—C19—C24—C23	0.9 (5)
Au1—P1—C7—C12	−51.0 (3)	P2—C19—C24—C23	−178.0 (2)
C12—C7—C8—C9	1.4 (5)	C19—P2—C25—C30	2.3 (3)
P1—C7—C8—C9	−172.8 (3)	C18—P2—C25—C30	−108.3 (3)
C7—C8—C9—C10	−2.4 (6)	Au2—P2—C25—C30	120.1 (2)
C8—C9—C10—C11	1.2 (6)	C19—P2—C25—C26	−169.8 (2)
C9—C10—C11—C12	1.1 (6)	C18—P2—C25—C26	79.7 (3)
C10—C11—C12—C7	−2.1 (5)	Au2—P2—C25—C26	−52.0 (2)
C8—C7—C12—C11	0.9 (5)	C30—C25—C26—C27	−0.3 (5)
P1—C7—C12—C11	175.2 (3)	P2—C25—C26—C27	172.0 (2)
C1—P1—C13—C14	−101.0 (3)	C25—C26—C27—C28	−0.4 (5)
C7—P1—C13—C14	10.6 (3)	C26—C27—C28—C29	1.2 (5)
Au1—P1—C13—C14	131.9 (2)	C27—C28—C29—C30	−1.2 (5)
C1—P1—C13—C18	76.2 (3)	C26—C25—C30—C29	0.3 (5)
C7—P1—C13—C18	−172.1 (2)	P2—C25—C30—C29	−171.7 (3)
Au1—P1—C13—C18	−50.9 (3)	C28—C29—C30—C25	0.5 (5)
C18—C13—C14—C15	0.3 (5)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C15—H15···Cgⁱ	0.95	2.82	3.569 (4)	137
C21—H21···Cgⁱⁱ	0.95	2.84	3.559 (4)	134

Symmetry codes: (i) x, −y+3/2, z−1/2; (ii) −x+1, y−1/2, −z+1/2.

Experimental details

Crystal data
Chemical formula	[Au₂Cl₂(C₃₀H₂₄P₂)]
M_r	911.27
Crystal system, space group	Monoclinic, P2₁/c
Temperature (K)	200
a, b, c (Å)	13.0733 (2), 12.4206 (2), 17.4630 (3)
β (°)	96.795 (7)
V (Å³)	2815.69 (8)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	10.73
Crystal size (mm)	0.15 × 0.10 × 0.10

Data collection
Diffractometer	Rigaku R-AXIS VII
Absorption correction	Multi-scan (ABSCOR; Higashi, 1995)
T_min, T_max	0.189, 0.341
No. of measured, independent and observed [I > 2σ(I)] reflections	31710, 6438, 5897
R_int	0.030
(sin θ/λ)_max (Å⁻¹)	0.649

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.023, 0.041, 1.16
No. of reflections	6438
No. of parameters	325
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.54, −0.80

Computer programs: PROCESS-AUTO (Rigaku, 1998), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), Mercury (Macrae et al., 2006) and ORTEP-3 for Windows (Farrugia, 1997), Yadokari-XG 2009 (Kabuto et al., 2009) and publCIF (Westrip, 2010).

Selected bond lengths (Å) top

Au1—P1	2.2256 (8)	Au2—P2	2.2279 (7)
Au1—Cl1	2.2739 (8)	Au2—Cl2	2.2792 (8)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C15—H15···Cgⁱ	0.95	2.82	3.569 (4)	137
C21—H21···Cgⁱⁱ	0.95	2.84	3.559 (4)	134

Symmetry codes: (i) x, −y+3/2, z−1/2; (ii) −x+1, y−1/2, −z+1/2.

References

Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565. CrossRef IUCr Journals Google Scholar
Hashimoto, Y., Tsuge, K. & Konno, T. (2010). Chem. Lett. 39, 601–603. Web of Science CSD CrossRef CAS Google Scholar
Higashi, T. (1995). ABSCOR. Rigaku Corporation, Tokyo, Japan. Google Scholar
Kabuto, C., Akine, S., Nemoto, T. & Kwon, E. (2009). J. Crystallogr. Soc. Jpn, 51, 218–224. CrossRef Google Scholar
Macrae, C. F., Edgington, P. R., McCabe, P., Pidcock, E., Shields, G. P., Taylor, R., Towler, M. & van de Streek, J. (2006). J. Appl. Cryst. 39, 453–457. Web of Science CSD CrossRef CAS IUCr Journals Google Scholar
Mohamed, A. A., Krause Bauer, J. A., Bruce, A. E. & Bruce, M. R. M. (2003). Acta Cryst. C59, m84–m86. Web of Science CSD CrossRef CAS IUCr Journals Google Scholar
Rigaku (1998). PROCESS-AUTO. Rigaku Corporation, Tokyo, Japan. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Westrip, S. P. (2010). J. Appl. Cryst. 43, 920–925. Web of Science CrossRef CAS IUCr Journals Google Scholar

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