{μ-1,2-Bis[bis(4-meth­oxy­phen­yl)phosphan­yl]-1,2-dimethyl­hydrazine-κ2P:P′}bis­[chloridogold(I)] tetra­hydro­furan disolvate

Kriel, F.H.; Fernandes, M.A.; Coates, J.

doi:10.1107/S1600536811028856

metal-organic compounds

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ISSN: 2056-9890

Volume 67| Part 8| August 2011| Page m1163

doi:10.1107/S1600536811028856

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{μ-1,2-Bis[bis(4-methoxyphenyl)phosphanyl]-1,2-dimethylhydrazine-κ²P:P′}bis[chloridogold(I)] tetrahydrofuran disolvate

Frederik H. Kriel,^a ^* Manuel A. Fernandes ^b and Judy Coates ^a

^aAuTEK, Mintek, Private Bag X3015, Randburg, 2125, South Africa, and ^bMolecular Science Institute, School of Chemistry, University of the Witwatersrand, PO Wits, 2050, Johannesburg, South Africa
^*Correspondence e-mail: erikk@mintek.co.za

(Received 29 June 2011; accepted 18 July 2011; online 30 July 2011)

The title compound, [Au₂Cl₂(C₃₀H₃₄N₂O₄P₂)]·2C₄H₈O, is formed from a bidentate phosphine ligand complexed to two almost linearly coordinated gold(I) atoms [P—Au—Cl = 175.68 (3) Å]. The nuclei are 3.122 (2) Å apart. The molecule exhibits a twofold rotation axis.

Related literature

For the synthesis of the parent ligand and related structures utilizing alternative metals, see: Reddy et al. (1994 , 1995 ); Slawin et al. (2002 ); Kriel et al. (2010a ,b , 2011a ,b ). For Au⋯Au interactions, see: Holleman & Wiberg (2001 ).

Experimental

Crystal data

[Au₂Cl₂(C₃₀H₃₄N₂O₄P₂)]·2C₄H₈O
M_r = 1157.57
Monoclinic, C 2/c
a = 23.208 (5) Å
b = 9.080 (5) Å
c = 20.220 (5) Å
β = 92.414 (5)°
V = 4257 (3) Å³
Z = 4
Mo Kα radiation
μ = 7.13 mm⁻¹
T = 173 K
0.58 × 0.45 × 0.10 mm

Data collection

Bruker SMART CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 1999 ) T_min = 0.044, T_max = 0.567
33198 measured reflections
5264 independent reflections
4679 reflections with I > 2σ(I)
R_int = 0.040

Refinement

R[F² > 2σ(F²)] = 0.019
wR(F²) = 0.049
S = 1.04
5264 reflections
235 parameters
H-atom parameters constrained
Δρ_max = 1.08 e Å⁻³
Δρ_min = −0.80 e Å⁻³

Data collection: SMART-NT (Bruker, 1998 ); cell refinement: SAINT-Plus (Bruker, 1999); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 (Farrugia, 1997 ) and Mercury (Macrae et al., 2008 ); software used to prepare material for publication: WinGX (Farrugia, 1999 ).

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536811028856/bg2412sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536811028856/bg2412Isup2.hkl

checkCIF report

Comment top

The title compound (C₃₀H₃₄Au₂Cl₂N₂O₄P₂.2(C₄H₈O)), formed from a bidentate phosphine ligand complexed to two linear gold(I) nuclei, readilly crystalizes out of dichloromethane (DCM) with the addition of a few drops of tetrahydrofuran (THF). The crystal structure includes a THF solvent molecule. The complex molecule is bisected by a two fold axis throul the N-N' and Au-Au' lines (Fig 1). Gold(I) has an almost linear coordination with a P—Au—Cl angle of 175.68 (3) °. The Au—Au distance within the complex is 3.122 (2) Å, well within the range of aurophilic interactions (described in Holleman et al., 2001, as being normally between 2.7 Å and 3.4 Å). Other bond lengths are within expected ranges.

The structure exhibits columns of complexes arranged head-to-tail along b, forming channels filled with THF. There is an intercolumnar contact involving chloride atoms in one molecule and hydrogen atoms on the methyl substituted hydrazine bridge of a neighbouring one, in the same column (Cl1···H1cⁱ: 2.892Å, (i): 1-x,1+y,1/2-z, site A in Fig 2). There are also weak intercolumnar H-bonding contacts (O1···H13ⁱⁱ: 2.629Å, (ii): 3/2-x,-1/2-y,1-z), site B in Fig 2). Finally, the THF solvato molecule is weakly attached to the columns by a pair of O···H contacts (O3···H15:2.608 Å; O3···H15b: 2.557 Å) (site C in Fig. 2).

Related literature top

For the synthesis of the parent ligand and related structures utilizing alternative metals, see: Reddy et al. (1994, 1995); Slawin et al. (2002); Kriel et al. (2010a,b, 2011a,b). For Au···Au interactions, see: Holleman & Wiberg (2001).

Experimental top

The complex was synthesized by dissolving tetrahydrothiophenegold(I) chloride [(THT)AuCl] in DCM and adding 0.5 equivalents of the corresponding ligand (bis(di(4-methoxyphenyl)phosphino)-1,2-dimethylhydrazine. The addition of a few drops of THF led to the growth of crystals suitable for use in single-crystal X-Ray analysis. The presence of THF during the initial complexation led to undesirable side products as a result of the breakdown of the ligand.

Computing details top

Data collection: SMART-NT (Bruker, 1998); cell refinement: SAINT-Plus (Bruker, 1999); data reduction: SAINT-Plus (Bruker, 1999); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 (Farrugia, 1997) and Mercury (Macrae et al., 2008); software used to prepare material for publication: WinGX (Farrugia, 1999).

Figures top

	Fig. 1. : Molecular structure of I drawn with displacement ellipsoids at the 50% probability level. Hydrogen atoms and solvent THF have been omitted for clarity.
	Fig. 2. : Packing of compound I showing short contacts.

{µ-1,2-Bis[bis(4-methoxyphenyl)phosphanyl]-1,2-dimethylhydrazine- κ²P:P'}bis[chloridogold(I)] tetrahydrofuran disolvate top

Crystal data top

[Au₂Cl₂(C₃₀H₃₄N₂O₄P₂)]·2C₄H₈O	F(000) = 2248
M_r = 1157.57	D_x = 1.806 Mg m⁻³
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 7327 reflections
a = 23.208 (5) Å	θ = 2.4–28.3°
b = 9.080 (5) Å	µ = 7.13 mm⁻¹
c = 20.220 (5) Å	T = 173 K
β = 92.414 (5)°	Plate, colourless
V = 4257 (3) Å³	0.58 × 0.45 × 0.10 mm
Z = 4

Data collection top

Bruker SMART CCD area-detector diffractometer	5264 independent reflections
Radiation source: fine-focus sealed tube	4679 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.040
phi and ω scans	θ_max = 28.3°, θ_min = 1.8°
Absorption correction: multi-scan (SADABS; Bruker, 1999)	h = −30→30
T_min = 0.044, T_max = 0.567	k = −12→11
33198 measured reflections	l = −25→26

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)] = 0.019	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.049	H-atom parameters constrained
S = 1.04	w = 1/[σ²(F_o²) + (0.0199P)² + 7.2119P] where P = (F_o² + 2F_c²)/3
5264 reflections	(Δ/σ)_max = 0.004
235 parameters	Δρ_max = 1.08 e Å⁻³
0 restraints	Δρ_min = −0.80 e Å⁻³

Crystal data top

[Au₂Cl₂(C₃₀H₃₄N₂O₄P₂)]·2C₄H₈O	V = 4257 (3) Å³
M_r = 1157.57	Z = 4
Monoclinic, C2/c	Mo Kα radiation
a = 23.208 (5) Å	µ = 7.13 mm⁻¹
b = 9.080 (5) Å	T = 173 K
c = 20.220 (5) Å	0.58 × 0.45 × 0.10 mm
β = 92.414 (5)°

Data collection top

Bruker SMART CCD area-detector diffractometer	5264 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 1999)	4679 reflections with I > 2σ(I)
T_min = 0.044, T_max = 0.567	R_int = 0.040
33198 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.019	0 restraints
wR(F²) = 0.049	H-atom parameters constrained
S = 1.04	Δρ_max = 1.08 e Å⁻³
5264 reflections	Δρ_min = −0.80 e Å⁻³
235 parameters

Special details top

Experimental. Reaction: bis(di(4-methoxyphenyl)phosphino)-1,2-dimethylhydrazine: 167 mg (0.29 mmol), (THT)AuCl: 200 mg (0.57 mmol), dichloromethane: 5 ml, tetrahydrofuran: few drops, Yield: 75%. Colourless to grey crystals. ¹H NMR: (CDCl₃, 300 MHz) δ_H 7.79 (t, Arom, J = 8.2 Hz, 4H) 7.41 (t, Arom, J = 8.2 Hz, 4H), 6.97 (d, Arom, J = 7.6 Hz, 4H), 6.81 (d, Arom, J = 7.6 Hz, 4H), 3.86 (s, OMe, 6H), 3.81 (s, OMe, 6H), 2.69 (d, NCH₃, ³J (¹H-³¹P) = 5.8 Hz, 6H). ¹³C NMR: (CDCl₃, 75 MHz) δ_C 163.5 (d, Arom, J = 33.4 Hz), 135.9 (m, Arom), 115.3 (m, Arom), 55.52 and 55.45 (s, OCH₃), 35.1 (s, NCH₃). ³¹P NMR:(CDCl₃, 121 MHz) δ_P 85.1. MS: 977 (83%, M - Cl), 245 (80%, P(PhOMe)₂). EA:Calc: (Au₂Cl₂P₂O₄N₂C₃₀H₃₄) C 35.56%, H 3.38%, N 2.76%. Found: C 36.78%, H 3.79%, N 2.47%. MP: 166 – 170 °C.

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
C1	0.56719 (14)	−0.3148 (4)	0.26405 (15)	0.0437 (8)
H1A	0.5974	−0.3050	0.2976	0.066*
H1B	0.5830	−0.3040	0.2212	0.066*
H1C	0.5497	−0.4102	0.2673	0.066*
C11	0.58836 (10)	−0.0866 (3)	0.37553 (12)	0.0238 (5)
C12	0.60878 (11)	−0.1775 (3)	0.42700 (13)	0.0316 (6)
H12	0.5836	−0.2413	0.4473	0.038*
C13	0.66594 (12)	−0.1732 (3)	0.44792 (14)	0.0383 (6)
H13	0.6794	−0.2351	0.4818	0.046*
C14	0.70353 (11)	−0.0767 (3)	0.41852 (15)	0.0360 (6)
C15	0.68388 (11)	0.0165 (3)	0.36871 (13)	0.0337 (6)
H15	0.7089	0.0826	0.3496	0.040*
C16	0.62614 (11)	0.0104 (3)	0.34742 (12)	0.0287 (5)
H16	0.6127	0.0727	0.3137	0.034*
C17	0.80122 (14)	−0.0045 (5)	0.4075 (2)	0.0714 (12)
H17A	0.8385	−0.0180	0.4291	0.107*
H17B	0.7916	0.0983	0.4069	0.107*
H17C	0.8019	−0.0405	0.3629	0.107*
C21	0.47826 (10)	−0.2085 (3)	0.40186 (12)	0.0237 (5)
C22	0.45316 (11)	−0.1382 (3)	0.45396 (13)	0.0287 (5)
H22	0.4534	−0.0358	0.4559	0.034*
C23	0.42742 (12)	−0.2182 (3)	0.50370 (13)	0.0336 (6)
H23	0.4113	−0.1699	0.5390	0.040*
C24	0.42619 (11)	−0.3700 (3)	0.49983 (14)	0.0299 (6)
C25	0.45039 (11)	−0.4422 (3)	0.44695 (13)	0.0283 (5)
H25	0.4490	−0.5444	0.4442	0.034*
C26	0.47638 (11)	−0.3615 (3)	0.39880 (13)	0.0271 (5)
H26	0.4929	−0.4100	0.3638	0.032*
C27	0.3811 (2)	−0.3925 (4)	0.6031 (2)	0.0793 (16)
H27A	0.3653	−0.4664	0.6310	0.119*
H27B	0.3517	−0.3223	0.5906	0.119*
H27C	0.4122	−0.3431	0.6267	0.119*
C31	0.7520 (3)	0.4212 (6)	0.2921 (3)	0.1022 (19)
H31A	0.7121	0.4137	0.2760	0.123*
H31B	0.7767	0.3897	0.2574	0.123*
C32	0.7659 (4)	0.5757 (6)	0.3128 (3)	0.127 (3)
H32A	0.7899	0.6231	0.2809	0.152*
H32B	0.7309	0.6330	0.3167	0.152*
C33	0.7965 (3)	0.5625 (8)	0.3765 (3)	0.124 (2)
H33A	0.8348	0.6048	0.3751	0.149*
H33B	0.7757	0.6114	0.4108	0.149*
C34	0.7993 (5)	0.4148 (8)	0.3874 (6)	0.240 (8)
H34A	0.7915	0.3953	0.4333	0.288*
H34B	0.8381	0.3809	0.3799	0.288*
N1	0.52377 (8)	−0.2011 (2)	0.27315 (10)	0.0240 (4)
O1	0.75927 (9)	−0.0834 (3)	0.44229 (12)	0.0507 (6)
O2	0.40217 (9)	−0.4604 (2)	0.54504 (10)	0.0417 (5)
O3	0.76126 (16)	0.3366 (4)	0.3477 (2)	0.0940 (11)
P1	0.51542 (3)	−0.10079 (7)	0.34180 (3)	0.02187 (13)
Cl1	0.41744 (3)	0.31848 (8)	0.29583 (4)	0.04364 (17)
Au1	0.470213 (4)	0.109672 (10)	0.317798 (4)	0.02473 (4)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
C1	0.0542 (17)	0.0412 (18)	0.0345 (15)	0.0252 (15)	−0.0130 (13)	−0.0115 (13)
C11	0.0244 (11)	0.0244 (13)	0.0223 (12)	0.0004 (9)	−0.0026 (9)	−0.0014 (9)
C12	0.0331 (13)	0.0307 (15)	0.0305 (13)	−0.0038 (11)	−0.0052 (10)	0.0078 (11)
C13	0.0369 (14)	0.0387 (17)	0.0382 (15)	−0.0021 (13)	−0.0091 (11)	0.0123 (13)
C14	0.0283 (12)	0.0405 (17)	0.0384 (16)	−0.0014 (12)	−0.0084 (11)	0.0013 (13)
C15	0.0300 (13)	0.0370 (16)	0.0342 (14)	−0.0065 (11)	0.0013 (11)	0.0036 (12)
C16	0.0310 (12)	0.0309 (14)	0.0241 (12)	0.0002 (11)	−0.0003 (10)	0.0053 (10)
C17	0.0293 (15)	0.090 (3)	0.094 (3)	−0.0153 (18)	−0.0118 (17)	0.027 (2)
C21	0.0246 (11)	0.0223 (13)	0.0239 (12)	−0.0024 (9)	−0.0029 (9)	0.0021 (9)
C22	0.0330 (13)	0.0221 (13)	0.0309 (14)	−0.0019 (10)	0.0028 (10)	−0.0007 (10)
C23	0.0398 (14)	0.0312 (15)	0.0304 (14)	0.0001 (12)	0.0081 (11)	−0.0017 (11)
C24	0.0275 (12)	0.0299 (15)	0.0326 (14)	−0.0018 (10)	0.0026 (10)	0.0079 (11)
C25	0.0303 (12)	0.0209 (13)	0.0333 (14)	−0.0026 (10)	−0.0026 (10)	0.0009 (11)
C26	0.0287 (12)	0.0235 (13)	0.0289 (13)	0.0007 (10)	−0.0001 (10)	−0.0006 (10)
C27	0.114 (4)	0.055 (3)	0.074 (3)	0.018 (2)	0.062 (3)	0.026 (2)
C31	0.154 (6)	0.091 (4)	0.064 (3)	−0.039 (4)	0.022 (3)	0.004 (3)
C32	0.229 (8)	0.068 (4)	0.085 (4)	−0.009 (4)	0.042 (5)	0.008 (3)
C33	0.185 (7)	0.100 (5)	0.090 (5)	−0.055 (5)	0.018 (4)	−0.011 (4)
C34	0.248 (11)	0.096 (6)	0.356 (17)	−0.057 (6)	−0.225 (12)	0.061 (7)
N1	0.0299 (10)	0.0220 (11)	0.0196 (10)	0.0040 (8)	−0.0054 (8)	−0.0014 (8)
O1	0.0295 (10)	0.0591 (15)	0.0620 (15)	−0.0089 (10)	−0.0154 (10)	0.0151 (12)
O2	0.0475 (11)	0.0327 (12)	0.0462 (12)	0.0009 (9)	0.0172 (9)	0.0131 (9)
O3	0.100 (2)	0.061 (2)	0.118 (3)	−0.0244 (18)	−0.025 (2)	0.022 (2)
P1	0.0249 (3)	0.0202 (3)	0.0203 (3)	−0.0005 (2)	−0.0015 (2)	0.0000 (2)
Cl1	0.0563 (4)	0.0254 (4)	0.0495 (4)	0.0139 (3)	0.0055 (3)	0.0033 (3)
Au1	0.03095 (6)	0.01863 (6)	0.02458 (6)	0.00191 (4)	0.00082 (4)	−0.00061 (3)

Geometric parameters (Å, º) top

C1—N1	1.460 (3)	C24—O2	1.365 (3)
C1—H1A	0.9600	C24—C25	1.393 (4)
C1—H1B	0.9600	C25—C26	1.378 (4)
C1—H1C	0.9600	C25—H25	0.9300
C11—C16	1.382 (4)	C26—H26	0.9300
C11—C12	1.395 (4)	C27—O2	1.430 (4)
C11—P1	1.803 (2)	C27—H27A	0.9600
C12—C13	1.376 (4)	C27—H27B	0.9600
C12—H12	0.9300	C27—H27C	0.9600
C13—C14	1.388 (4)	C31—O3	1.371 (6)
C13—H13	0.9300	C31—C32	1.495 (7)
C14—O1	1.362 (3)	C31—H31A	0.9700
C14—C15	1.378 (4)	C31—H31B	0.9700
C15—C16	1.391 (3)	C32—C33	1.449 (9)
C15—H15	0.9300	C32—H32A	0.9700
C16—H16	0.9300	C32—H32B	0.9700
C17—O1	1.419 (4)	C33—C34	1.361 (9)
C17—H17A	0.9600	C33—H33A	0.9700
C17—H17B	0.9600	C33—H33B	0.9700
C17—H17C	0.9600	C34—O3	1.366 (7)
C21—C22	1.382 (4)	C34—H34A	0.9700
C21—C26	1.391 (4)	C34—H34B	0.9700
C21—P1	1.807 (2)	N1—N1ⁱ	1.417 (4)
C22—C23	1.396 (4)	N1—P1	1.678 (2)
C22—H22	0.9300	P1—Au1	2.2238 (11)
C23—C24	1.380 (4)	Cl1—Au1	2.2905 (11)
C23—H23	0.9300	Au1—Au1ⁱ	3.1222 (17)

N1—C1—H1A	109.5	C21—C26—H26	119.6
N1—C1—H1B	109.5	O2—C27—H27A	109.5
H1A—C1—H1B	109.5	O2—C27—H27B	109.5
N1—C1—H1C	109.5	H27A—C27—H27B	109.5
H1A—C1—H1C	109.5	O2—C27—H27C	109.5
H1B—C1—H1C	109.5	H27A—C27—H27C	109.5
C16—C11—C12	118.8 (2)	H27B—C27—H27C	109.5
C16—C11—P1	119.45 (19)	O3—C31—C32	105.7 (5)
C12—C11—P1	121.61 (19)	O3—C31—H31A	110.6
C13—C12—C11	120.4 (3)	C32—C31—H31A	110.6
C13—C12—H12	119.8	O3—C31—H31B	110.6
C11—C12—H12	119.8	C32—C31—H31B	110.6
C12—C13—C14	120.1 (3)	H31A—C31—H31B	108.7
C12—C13—H13	120.0	C33—C32—C31	105.2 (5)
C14—C13—H13	120.0	C33—C32—H32A	110.7
O1—C14—C15	124.4 (3)	C31—C32—H32A	110.7
O1—C14—C13	115.2 (3)	C33—C32—H32B	110.7
C15—C14—C13	120.4 (2)	C31—C32—H32B	110.7
C14—C15—C16	119.1 (3)	H32A—C32—H32B	108.8
C14—C15—H15	120.4	C34—C33—C32	104.1 (6)
C16—C15—H15	120.4	C34—C33—H33A	110.9
C11—C16—C15	121.2 (2)	C32—C33—H33A	110.9
C11—C16—H16	119.4	C34—C33—H33B	110.9
C15—C16—H16	119.4	C32—C33—H33B	110.9
O1—C17—H17A	109.5	H33A—C33—H33B	108.9
O1—C17—H17B	109.5	C33—C34—O3	113.0 (6)
H17A—C17—H17B	109.5	C33—C34—H34A	109.0
O1—C17—H17C	109.5	O3—C34—H34A	109.0
H17A—C17—H17C	109.5	C33—C34—H34B	109.0
H17B—C17—H17C	109.5	O3—C34—H34B	109.0
C22—C21—C26	118.8 (2)	H34A—C34—H34B	107.8
C22—C21—P1	119.4 (2)	N1ⁱ—N1—C1	116.05 (18)
C26—C21—P1	121.73 (19)	N1ⁱ—N1—P1	115.65 (17)
C21—C22—C23	121.0 (3)	C1—N1—P1	126.33 (17)
C21—C22—H22	119.5	C14—O1—C17	117.6 (3)
C23—C22—H22	119.5	C24—O2—C27	117.0 (3)
C24—C23—C22	119.2 (3)	C34—O3—C31	105.4 (5)
C24—C23—H23	120.4	N1—P1—C11	102.26 (11)
C22—C23—H23	120.4	N1—P1—C21	109.71 (12)
O2—C24—C23	124.8 (3)	C11—P1—C21	104.57 (11)
O2—C24—C25	114.8 (3)	N1—P1—Au1	110.83 (8)
C23—C24—C25	120.4 (2)	C11—P1—Au1	116.63 (9)
C26—C25—C24	119.6 (3)	C21—P1—Au1	112.20 (9)
C26—C25—H25	120.2	P1—Au1—Cl1	175.68 (3)
C24—C25—H25	120.2	P1—Au1—Au1ⁱ	88.241 (19)
C25—C26—C21	120.9 (2)	Cl1—Au1—Au1ⁱ	94.74 (2)
C25—C26—H26	119.5

C16—C11—C12—C13	−1.9 (4)	C13—C14—O1—C17	170.4 (3)
P1—C11—C12—C13	174.3 (2)	C23—C24—O2—C27	−5.4 (5)
C11—C12—C13—C14	1.0 (5)	C25—C24—O2—C27	174.8 (3)
C12—C13—C14—O1	−178.9 (3)	C33—C34—O3—C31	26.4 (12)
C12—C13—C14—C15	0.6 (5)	C32—C31—O3—C34	−23.6 (9)
O1—C14—C15—C16	178.3 (3)	N1ⁱ—N1—P1—C11	−165.00 (15)
C13—C14—C15—C16	−1.3 (5)	C1—N1—P1—C11	31.7 (3)
C12—C11—C16—C15	1.3 (4)	N1ⁱ—N1—P1—C21	84.44 (16)
P1—C11—C16—C15	−175.0 (2)	C1—N1—P1—C21	−78.9 (3)
C14—C15—C16—C11	0.3 (4)	N1ⁱ—N1—P1—Au1	−40.01 (16)
C26—C21—C22—C23	1.4 (4)	C1—N1—P1—Au1	156.7 (2)
P1—C21—C22—C23	−175.7 (2)	C16—C11—P1—N1	76.7 (2)
C21—C22—C23—C24	−1.3 (4)	C12—C11—P1—N1	−99.5 (2)
C22—C23—C24—O2	−179.7 (3)	C16—C11—P1—C21	−168.9 (2)
C22—C23—C24—C25	0.1 (4)	C12—C11—P1—C21	14.9 (3)
O2—C24—C25—C26	−179.3 (2)	C16—C11—P1—Au1	−44.4 (2)
C23—C24—C25—C26	0.9 (4)	C12—C11—P1—Au1	139.4 (2)
C24—C25—C26—C21	−0.7 (4)	C22—C21—P1—N1	−162.70 (19)
C22—C21—C26—C25	−0.5 (4)	C26—C21—P1—N1	20.2 (2)
P1—C21—C26—C25	176.63 (19)	C22—C21—P1—C11	88.3 (2)
O3—C31—C32—C33	14.1 (8)	C26—C21—P1—C11	−88.8 (2)
C31—C32—C33—C34	1.1 (10)	C22—C21—P1—Au1	−39.0 (2)
C32—C33—C34—O3	−16.7 (13)	C26—C21—P1—Au1	143.88 (19)
C15—C14—O1—C17	−9.2 (5)

Symmetry code: (i) −x+1, y, −z+1/2.

Experimental details

Crystal data
Chemical formula	[Au₂Cl₂(C₃₀H₃₄N₂O₄P₂)]·2C₄H₈O
M_r	1157.57
Crystal system, space group	Monoclinic, C2/c
Temperature (K)	173
a, b, c (Å)	23.208 (5), 9.080 (5), 20.220 (5)
β (°)	92.414 (5)
V (Å³)	4257 (3)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	7.13
Crystal size (mm)	0.58 × 0.45 × 0.10

Data collection
Diffractometer	Bruker SMART CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Bruker, 1999)
T_min, T_max	0.044, 0.567
No. of measured, independent and observed [I > 2σ(I)] reflections	33198, 5264, 4679
R_int	0.040
(sin θ/λ)_max (Å⁻¹)	0.667

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.019, 0.049, 1.04
No. of reflections	5264
No. of parameters	235
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	1.08, −0.80

Computer programs: SMART-NT (Bruker, 1998), SAINT-Plus (Bruker, 1999), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), ORTEP-3 (Farrugia, 1997) and Mercury (Macrae et al., 2008), WinGX (Farrugia, 1999).

Acknowledgements

The authors would like to thank Project AuTEK (Mintek and Harmony) for financial support and the University of the Witwatersrand for the use of their facilities.

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