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Acta Cryst. (2008). E64, m1126-m1127    [ doi:10.1107/S1600536808024537 ]

([mu]-Diphenylphosphanido-[kappa]2P:P')bis[2,2'-(pyridine-2,6-diyl)diphenyl-[kappa]3C1,N,C1')gold(III)] perchlorate acetonitrile solvate

X.-S. Li, J. Mo, S.-M. Zhang, L. Yuan and J.-H. Liu

Abstract top

The title complex, [Au2(C17H11N)2(C12H10P)]ClO4·C2H3N, contains two AuIII atoms bridged by a diphenylphosphanide ligand. Each Au atom is in a square-planar environment coordinated by diphenylphosphanide and 2,6-diphenylpyridine ligands. There are weak [pi]-[pi] stacking interactions between neighbouring molecules (the interplanar separations between two neighbouring dpp units are 3.40 and 3.57 Å). The intramolecular Au...Au separation is 3.788 (5) Å. The crystal structure shows weak intermolecular C-H...O and C-H...N hydrogen bonds involving an O atom of the perchlorate counter-ion and the N atom of the acetonitrile solvent molecule, respectively.

Comment top

Recently, extensive investigations on the biological properties of gold(III) have been reported (Kui et al., 2006; Wong et al., 1998). The stability of metal compounds is usually enhanced by multidentate chelating ligands. Li and his co-workers have reported multinuclear gold complex of 2,6-diphenyl-Pyridine ligand (dpp) to generate a planar gold(III) moiety (Li et al., 2006). In this context, the title complex, (I), has been prepared and its crystal structure is reported here.

The title compound show gold(III) atoms bridged by diphenylphosphanide. Each Au atom is surrounded by one P atom from diphenylphosphanide ligand and two C atoms, one N atom from dpp in a square-planar geometry, the least-squares plane through AuIII and dpp has a mean deviation of 0.04 (3) Å. The intramolecular Au···Au contact of 3.788Å is beyond a normal range of metal-metal interactions for d8 metal ions (3.09–3.50 Å) (Yam et al., 2002; Goshe et al., 2003; Lu et al., 2004). The Au–N(pyridyl) distances (2.027 (3), 2.041 (3) Å) are comparable to the related distances found in [Au(dpp)L]n+ analogues (1.94–2.06 Å), The Au–C(phenyl) distances (2.091 (3)–2.113 (3) Å) are comparable to the related distances found in [Au(dpp)L]n+ analogues (2.06–2.13 Å) (Li et al., 2006). The interplanar separation between two neighbouring dpp molecules are 3.40 and 3.57Å (Fig. 2). The crystal packing shows weak intermolecular C-H..O and C-H···N hydrogen bonds with O atoms of perchlorate counter-ion and N atom of acetonitrile molecule respectively. (Fig. 3, Table 2).

Related literature top

For related literature, see: Goshe et al. (2003); Kui et al. (2006); Li et al. (2006); Lu et al. (2004); Wong et al. (1998); Yam et al. (2002).

Experimental top

A mixture of Au(dpp)Cl (0.092 g, 0.2 mmol) and diphenylphosphine (0.018 g, 0.1 mmol) in acetonitrile (30 ml) was stirred for 2 h. Excess LiClO4 was then added to yield a yellow precipitate, which was filtered, washed with diethyl ether. The precipitate was redissolve in acetonitrile. Yellow crystals suitable for X-ray diffraction were formed by vapour diffusion of diethyl ethyl ether into acetonitrile solution.

Refinement top

All hydrogen atoms were generated geometrically (C—H bond lengths of methyl group fixed at 0.98 Å, C—H bond lengths of pyridyl and phenyl fixed at 0.95 Å), assigned appropriated isotropic thermal parameters, Uiso(H) = 1.2Ueq(C).

Computing details top

Data collection: SMART (Bruker, 1997); cell refinement: SAINT (Bruker, 1997); data reduction: SHELXL97 (Sheldrick, 2008); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: XP in SHELXTL (Sheldrick, 2008); software used to prepare material for publication: XP in SHELXTL (Sheldrick, 2008).

Figures top
[Figure 1] Fig. 1. Molecular structure of the title compound showing the atom-numbering scheme and displacement ellipsoids drawn at the 40% probability level.
[Figure 2] Fig. 2. There is π-π interaction between between neighbouring molecules. The anions and solvent molecules are not shown, and H atoms have been omitted. Displacement ellipsoids are at the 40% probability level and Atoms without label are generated by the symmetry operation (1 - x, 1 - y, -z).
[Figure 3] Fig. 3. The crystal packing of the complex, viewed down the a axis, showing hydrogen bonds as dashed lines.
[µ-Diphenylphosphanido-κ2P:P']bis[(2,6-diphenylpyridine- κ3C2,N,C2')gold(III)] perchlorate acetonitrile solvate top
Crystal data top
[Au2(C17H11N)2(C12H10P)]ClO4·C2H3NF000 = 2264
Mr = 1178.14Dx = 1.963 Mg m−3
Monoclinic, P21/cMo Kα radiation
λ = 0.71070 Å
Hall symbol: -P 2ybcCell parameters from 13552 reflections
a = 10.0612 (16) Åθ = 1.4–28.7º
b = 13.526 (2) ŵ = 7.51 mm−1
c = 29.640 (5) ÅT = 113 (2) K
β = 98.828 (4)ºBlock, yellow
V = 3985.9 (11) Å30.32 × 0.22 × 0.20 mm
Z = 4
Data collection top
Bruker SMART CCD area-detector
diffractometer		10221 independent reflections
Radiation source: fine-focus sealed tube8923 reflections with I > 2σ(I)
Monochromator: graphiteRint = 0.039
Detector resolution: 7.31 pixels mm-1θmax = 28.7º
T = 113(2) Kθmin = 1.4º
φ and ω scansh = −13→13
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		k = −18→17
Tmin = 0.147, Tmax = 0.221l = −39→39
38570 measured reflections
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.028H-atom parameters constrained
wR(F2) = 0.057  w = 1/[σ2(Fo2) + (0.0278P)2]
where P = (Fo2 + 2Fc2)/3
S = 1.04(Δ/σ)max = 0.002
10221 reflectionsΔρmax = 1.52 e Å−3
534 parametersΔρmin = −1.55 e Å−3
Primary atom site location: structure-invariant direct methodsExtinction correction: none
Crystal data top
[Au2(C17H11N)2(C12H10P)]ClO4·C2H3NV = 3985.9 (11) Å3
Mr = 1178.14Z = 4
Monoclinic, P21/cMo Kα
a = 10.0612 (16) ŵ = 7.51 mm−1
b = 13.526 (2) ÅT = 113 (2) K
c = 29.640 (5) Å0.32 × 0.22 × 0.20 mm
β = 98.828 (4)º
Data collection top
Bruker SMART CCD area-detector
diffractometer		10221 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		8923 reflections with I > 2σ(I)
Tmin = 0.147, Tmax = 0.221Rint = 0.039
38570 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.028534 parameters
wR(F2) = 0.057H-atom parameters constrained
S = 1.04Δρmax = 1.52 e Å−3
10221 reflectionsΔρmin = −1.55 e Å−3
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
xyzUiso*/Ueq
Au10.638497 (12)0.281287 (9)0.032930 (4)0.01055 (4)
Au20.566168 (12)0.331694 (9)0.152497 (4)0.00993 (4)
Cl10.78527 (10)0.29051 (6)0.29597 (3)0.01996 (19)
P10.60967 (9)0.21001 (6)0.10167 (3)0.01063 (17)
O10.6459 (3)0.3221 (3)0.29088 (12)0.0507 (9)
O20.8447 (3)0.3313 (2)0.25911 (10)0.0406 (8)
O30.7868 (3)0.18429 (18)0.29417 (10)0.0324 (7)
O50.8547 (3)0.3239 (2)0.33921 (10)0.0333 (7)
N10.6406 (3)0.33719 (18)−0.03039 (9)0.0119 (6)
N20.5487 (3)0.44270 (18)0.19785 (9)0.0125 (6)
N30.6293 (4)0.8322 (2)0.06888 (13)0.0353 (9)
C10.8332 (3)0.2378 (2)0.02273 (12)0.0134 (7)
C20.9377 (4)0.1917 (3)0.05082 (13)0.0196 (8)
H20.92680.17500.08120.024*
C31.0580 (4)0.1693 (3)0.03557 (14)0.0234 (8)
H31.12760.13720.05560.028*
C41.0781 (4)0.1929 (3)−0.00813 (14)0.0227 (8)
H41.16020.1759−0.01830.027*
C50.9785 (4)0.2413 (3)−0.03691 (13)0.0187 (8)
H50.99240.2590−0.06690.022*
C60.8559 (3)0.2646 (2)−0.02188 (12)0.0134 (7)
C70.7489 (3)0.3170 (2)−0.05110 (12)0.0131 (7)
C80.7447 (4)0.3461 (2)−0.09612 (13)0.0189 (8)
H80.81850.3328−0.11170.023*
C90.6330 (4)0.3944 (3)−0.11806 (13)0.0248 (9)
H90.62980.4134−0.14910.030*
C100.5247 (4)0.4158 (3)−0.09585 (13)0.0214 (8)
H100.44920.4511−0.11100.026*
C110.5288 (3)0.3846 (2)−0.05116 (12)0.0142 (7)
C120.4238 (3)0.3933 (2)−0.02224 (11)0.0127 (7)
C130.3035 (4)0.4442 (2)−0.03724 (12)0.0184 (7)
H130.28950.4741−0.06660.022*
C140.2057 (4)0.4508 (3)−0.00958 (13)0.0205 (8)
H140.12460.4858−0.01950.025*
C150.2268 (4)0.4059 (3)0.03288 (13)0.0207 (8)
H150.15930.41000.05200.025*
C160.3458 (4)0.3546 (2)0.04811 (12)0.0173 (7)
H160.35770.32380.07730.021*
C170.4473 (3)0.3480 (2)0.02116 (12)0.0134 (7)
C180.7480 (3)0.4054 (2)0.15075 (11)0.0134 (7)
C190.8548 (3)0.3858 (3)0.12706 (12)0.0159 (7)
H190.85150.32900.10800.019*
C200.9665 (4)0.4483 (3)0.13097 (13)0.0233 (8)
H201.03800.43320.11460.028*
C210.9750 (4)0.5317 (3)0.15812 (14)0.0232 (8)
H211.05060.57430.15990.028*
C220.8716 (4)0.5523 (3)0.18275 (12)0.0211 (8)
H220.87700.60890.20190.025*
C230.7597 (3)0.4903 (2)0.17957 (12)0.0158 (7)
C240.6487 (4)0.5093 (2)0.20564 (12)0.0154 (7)
C250.6358 (4)0.5876 (2)0.23508 (12)0.0205 (8)
H250.70510.63550.24160.025*
C260.5196 (4)0.5942 (2)0.25476 (12)0.0215 (8)
H260.50770.64870.27390.026*
C270.4211 (4)0.5227 (2)0.24684 (12)0.0188 (8)
H270.34330.52690.26130.023*
C280.4362 (3)0.4449 (2)0.21773 (11)0.0135 (7)
C290.3418 (3)0.3654 (2)0.20285 (12)0.0145 (7)
C300.2188 (4)0.3568 (3)0.22005 (13)0.0190 (8)
H300.19870.40110.24290.023*
C310.1278 (4)0.2837 (3)0.20352 (13)0.0207 (8)
H310.04630.27620.21570.025*
C320.1563 (4)0.2214 (3)0.16901 (13)0.0202 (8)
H320.09260.17270.15690.024*
C330.2777 (3)0.2295 (2)0.15193 (12)0.0171 (7)
H330.29490.18640.12820.021*
C340.3738 (3)0.2993 (2)0.16887 (11)0.0124 (7)
C350.7453 (3)0.1350 (2)0.13295 (11)0.0128 (7)
C360.7981 (3)0.1545 (2)0.17805 (12)0.0139 (7)
H360.77160.21250.19240.017*
C370.8898 (3)0.0893 (2)0.20256 (12)0.0172 (7)
H370.92380.10240.23370.021*
C380.9313 (3)0.0060 (3)0.18167 (13)0.0184 (8)
H380.9949−0.03760.19820.022*
C390.8799 (4)−0.0139 (3)0.13654 (13)0.0208 (8)
H390.9095−0.07070.12200.025*
C400.7854 (4)0.0489 (3)0.11244 (13)0.0204 (8)
H400.74760.03340.08190.024*
C410.4844 (3)0.1125 (2)0.08729 (11)0.0122 (7)
C420.4565 (4)0.0507 (2)0.12251 (13)0.0215 (8)
H420.50130.06110.15280.026*
C430.3644 (4)−0.0252 (3)0.11367 (15)0.0268 (9)
H430.3430−0.06500.13800.032*
C440.3032 (4)−0.0431 (3)0.06923 (16)0.0282 (10)
H440.2401−0.09540.06310.034*
C450.3338 (4)0.0151 (3)0.03385 (14)0.0242 (8)
H450.29400.00110.00340.029*
C460.4236 (3)0.0948 (2)0.04281 (12)0.0155 (7)
H460.44240.13610.01860.019*
C470.6302 (4)0.8197 (3)0.10658 (16)0.0301 (10)
C480.6321 (5)0.8047 (4)0.15590 (16)0.0448 (12)
H48A0.66700.86420.17250.067*
H48B0.68990.74820.16620.067*
H48C0.54050.79160.16180.067*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Au10.01160 (7)0.01217 (6)0.00809 (6)0.00003 (5)0.00215 (5)0.00087 (4)
Au20.01163 (7)0.00982 (6)0.00834 (6)−0.00009 (5)0.00155 (5)−0.00021 (4)
Cl10.0299 (5)0.0169 (4)0.0141 (4)−0.0020 (4)0.0064 (4)−0.0008 (3)
P10.0135 (4)0.0105 (4)0.0080 (4)0.0006 (3)0.0019 (3)−0.0002 (3)
O10.036 (2)0.065 (2)0.050 (2)0.0258 (17)0.0025 (17)−0.0007 (18)
O20.068 (2)0.0353 (17)0.0223 (17)−0.0232 (16)0.0181 (17)−0.0033 (13)
O30.052 (2)0.0138 (13)0.0306 (18)−0.0011 (13)0.0035 (15)−0.0016 (11)
O50.0417 (19)0.0377 (17)0.0206 (16)−0.0132 (14)0.0046 (14)−0.0053 (13)
N10.0158 (15)0.0110 (13)0.0094 (14)−0.0019 (11)0.0036 (12)0.0016 (10)
N20.0196 (15)0.0096 (12)0.0082 (14)0.0016 (12)0.0016 (12)−0.0013 (10)
N30.052 (3)0.0319 (19)0.023 (2)−0.0020 (18)0.0084 (19)−0.0059 (15)
C10.0123 (17)0.0161 (16)0.0127 (17)−0.0003 (13)0.0049 (14)−0.0046 (13)
C20.0166 (19)0.0259 (19)0.0154 (19)0.0015 (15)−0.0007 (15)0.0031 (15)
C30.018 (2)0.030 (2)0.021 (2)0.0035 (16)−0.0010 (16)−0.0006 (16)
C40.0126 (19)0.032 (2)0.024 (2)0.0026 (16)0.0060 (16)−0.0055 (16)
C50.0176 (19)0.0222 (18)0.0174 (19)−0.0019 (15)0.0063 (15)−0.0009 (14)
C60.0142 (18)0.0123 (15)0.0136 (18)−0.0023 (13)0.0022 (14)−0.0010 (12)
C70.0164 (18)0.0111 (15)0.0122 (17)−0.0015 (13)0.0035 (14)−0.0016 (12)
C80.026 (2)0.0181 (17)0.0140 (19)0.0015 (15)0.0083 (16)0.0009 (14)
C90.032 (2)0.030 (2)0.014 (2)0.0038 (18)0.0091 (17)0.0079 (16)
C100.029 (2)0.0221 (18)0.0139 (19)0.0071 (16)0.0040 (16)0.0076 (14)
C110.0203 (18)0.0089 (15)0.0127 (18)−0.0018 (13)0.0004 (14)0.0021 (12)
C120.0162 (18)0.0103 (15)0.0111 (17)−0.0010 (13)0.0003 (14)0.0001 (12)
C130.0211 (19)0.0169 (16)0.0164 (19)−0.0007 (15)0.0002 (15)0.0039 (14)
C140.0180 (19)0.0204 (18)0.023 (2)0.0064 (15)0.0015 (16)0.0034 (15)
C150.0155 (19)0.0259 (19)0.022 (2)0.0023 (15)0.0072 (16)−0.0017 (15)
C160.0186 (19)0.0216 (17)0.0112 (18)0.0016 (15)0.0008 (14)0.0029 (13)
C170.0134 (17)0.0121 (15)0.0151 (18)0.0019 (13)0.0034 (14)0.0002 (13)
C180.0132 (17)0.0153 (16)0.0103 (17)−0.0020 (13)−0.0026 (13)0.0045 (13)
C190.0131 (17)0.0194 (17)0.0147 (18)0.0002 (14)0.0001 (14)0.0009 (14)
C200.018 (2)0.032 (2)0.020 (2)−0.0012 (17)0.0048 (16)0.0053 (16)
C210.0145 (19)0.027 (2)0.027 (2)−0.0088 (16)−0.0008 (16)0.0053 (16)
C220.028 (2)0.0164 (17)0.017 (2)−0.0059 (16)−0.0027 (16)0.0020 (14)
C230.0172 (18)0.0145 (16)0.0145 (18)−0.0003 (14)−0.0013 (14)0.0035 (13)
C240.0219 (19)0.0123 (15)0.0098 (17)−0.0021 (14)−0.0045 (14)0.0009 (12)
C250.031 (2)0.0137 (16)0.0152 (19)−0.0057 (15)−0.0004 (16)−0.0037 (13)
C260.039 (2)0.0150 (17)0.0103 (18)0.0040 (16)0.0026 (17)−0.0039 (13)
C270.026 (2)0.0168 (17)0.0143 (19)0.0075 (15)0.0049 (16)−0.0001 (13)
C280.0166 (18)0.0138 (15)0.0100 (17)0.0046 (14)0.0016 (14)0.0006 (13)
C290.0154 (18)0.0160 (16)0.0116 (17)0.0027 (14)0.0008 (14)0.0036 (13)
C300.0187 (19)0.0213 (18)0.019 (2)0.0076 (15)0.0076 (16)0.0000 (14)
C310.0130 (18)0.029 (2)0.021 (2)0.0020 (15)0.0049 (15)0.0052 (16)
C320.0130 (18)0.0248 (19)0.022 (2)−0.0003 (15)0.0016 (15)0.0050 (15)
C330.0154 (18)0.0188 (17)0.0165 (19)0.0022 (14)0.0001 (15)−0.0004 (14)
C340.0146 (17)0.0144 (15)0.0081 (16)0.0001 (13)0.0019 (13)0.0029 (12)
C350.0154 (17)0.0130 (15)0.0104 (17)0.0010 (13)0.0033 (14)0.0030 (12)
C360.0113 (17)0.0159 (16)0.0151 (18)−0.0001 (13)0.0034 (14)0.0010 (13)
C370.0122 (17)0.0244 (18)0.0143 (19)−0.0003 (14)−0.0001 (14)0.0054 (14)
C380.0141 (18)0.0191 (17)0.023 (2)0.0032 (14)0.0062 (15)0.0063 (14)
C390.025 (2)0.0153 (17)0.024 (2)0.0075 (15)0.0075 (17)−0.0007 (14)
C400.023 (2)0.0201 (18)0.017 (2)0.0035 (15)−0.0011 (15)−0.0027 (14)
C410.0136 (17)0.0104 (15)0.0131 (17)−0.0016 (13)0.0034 (14)−0.0030 (12)
C420.029 (2)0.0169 (17)0.020 (2)−0.0023 (16)0.0071 (17)0.0006 (15)
C430.031 (2)0.0155 (18)0.037 (3)−0.0063 (16)0.015 (2)0.0023 (16)
C440.022 (2)0.0159 (18)0.048 (3)−0.0069 (16)0.009 (2)−0.0033 (17)
C450.020 (2)0.0223 (19)0.028 (2)−0.0004 (16)−0.0060 (16)−0.0089 (16)
C460.0137 (18)0.0177 (16)0.0149 (18)0.0008 (14)0.0019 (14)−0.0018 (13)
C470.040 (3)0.0199 (19)0.031 (3)0.0015 (18)0.006 (2)−0.0050 (17)
C480.062 (3)0.046 (3)0.027 (3)−0.001 (3)0.008 (2)0.008 (2)
Geometric parameters (Å, °) top
Au1—N12.027 (3)C20—C211.380 (5)
Au1—C172.105 (3)C20—H200.9500
Au1—C12.111 (3)C21—C221.388 (5)
Au1—P12.3121 (9)C21—H210.9500
Au2—N22.041 (3)C22—C231.395 (5)
Au2—C182.091 (3)C22—H220.9500
Au2—C342.113 (3)C23—C241.474 (5)
Au2—P12.3180 (8)C24—C251.391 (4)
Cl1—O21.434 (3)C25—C261.387 (5)
Cl1—O51.436 (3)C25—H250.9500
Cl1—O31.438 (3)C26—C271.378 (5)
Cl1—O11.451 (3)C26—H260.9500
P1—C411.829 (3)C27—C281.384 (4)
P1—C351.833 (3)C27—H270.9500
N1—C111.357 (4)C28—C291.458 (5)
N1—C71.358 (4)C29—C301.413 (4)
N2—C241.344 (4)C29—C341.421 (4)
N2—C281.354 (4)C30—C311.386 (5)
N3—C471.129 (5)C30—H300.9500
C1—C21.385 (5)C31—C321.389 (5)
C1—C61.423 (5)C31—H310.9500
C2—C31.389 (5)C32—C331.396 (5)
C2—H20.9500C32—H320.9500
C3—C41.379 (5)C33—C341.389 (5)
C3—H30.9500C33—H330.9500
C4—C51.379 (5)C35—C361.386 (5)
C4—H40.9500C35—C401.402 (4)
C5—C61.409 (4)C36—C371.397 (5)
C5—H50.9500C36—H360.9500
C6—C71.457 (5)C37—C381.382 (5)
C7—C81.386 (5)C37—H370.9500
C8—C91.374 (5)C38—C391.385 (5)
C8—H80.9500C38—H380.9500
C9—C101.387 (5)C39—C401.389 (5)
C9—H90.9500C39—H390.9500
C10—C111.384 (5)C40—H400.9500
C10—H100.9500C41—C461.387 (5)
C11—C121.464 (4)C41—C421.399 (4)
C12—C131.404 (5)C42—C431.382 (5)
C12—C171.412 (4)C42—H420.9500
C13—C141.377 (5)C43—C441.387 (6)
C13—H130.9500C43—H430.9500
C14—C151.384 (5)C44—C451.383 (5)
C14—H140.9500C44—H440.9500
C15—C161.397 (5)C45—C461.405 (5)
C15—H150.9500C45—H450.9500
C16—C171.392 (4)C46—H460.9500
C16—H160.9500C47—C481.473 (6)
C18—C191.397 (4)C48—H48A0.9800
C18—C231.425 (5)C48—H48B0.9800
C19—C201.397 (5)C48—H48C0.9800
C19—H190.9500
N1—Au1—C1779.97 (12)C21—C20—H20119.3
N1—Au1—C180.18 (12)C19—C20—H20119.3
C17—Au1—C1160.10 (13)C20—C21—C22119.1 (3)
N1—Au1—P1172.84 (8)C20—C21—H21120.5
C17—Au1—P195.15 (9)C22—C21—H21120.5
C1—Au1—P1104.75 (10)C21—C22—C23120.4 (3)
N2—Au2—C1880.19 (12)C21—C22—H22119.8
N2—Au2—C3480.02 (12)C23—C22—H22119.8
C18—Au2—C34160.15 (13)C22—C23—C18121.1 (3)
N2—Au2—P1173.99 (8)C22—C23—C24121.9 (3)
C18—Au2—P193.98 (9)C18—C23—C24117.1 (3)
C34—Au2—P1105.84 (9)N2—C24—C25118.6 (3)
O2—Cl1—O5110.88 (18)N2—C24—C23113.6 (3)
O2—Cl1—O3110.39 (17)C25—C24—C23127.8 (3)
O5—Cl1—O3109.96 (18)C26—C25—C24118.6 (3)
O2—Cl1—O1108.4 (2)C26—C25—H25120.7
O5—Cl1—O1109.28 (19)C24—C25—H25120.7
O3—Cl1—O1107.8 (2)C27—C26—C25120.9 (3)
C41—P1—C3598.71 (15)C27—C26—H26119.6
C41—P1—Au1105.69 (11)C25—C26—H26119.6
C35—P1—Au1119.48 (10)C26—C27—C28119.7 (3)
C41—P1—Au2118.14 (10)C26—C27—H27120.2
C35—P1—Au2105.32 (11)C28—C27—H27120.2
Au1—P1—Au2109.78 (3)N2—C28—C27117.8 (3)
C11—N1—C7123.8 (3)N2—C28—C29113.7 (3)
C11—N1—Au1118.1 (2)C27—C28—C29128.4 (3)
C7—N1—Au1117.8 (2)C30—C29—C34120.7 (3)
C24—N2—C28124.4 (3)C30—C29—C28121.2 (3)
C24—N2—Au2117.9 (2)C34—C29—C28118.1 (3)
C28—N2—Au2117.7 (2)C31—C30—C29119.9 (3)
C2—C1—C6117.3 (3)C31—C30—H30120.0
C2—C1—Au1132.4 (3)C29—C30—H30120.0
C6—C1—Au1110.3 (2)C30—C31—C32119.6 (3)
C1—C2—C3121.4 (3)C30—C31—H31120.2
C1—C2—H2119.3C32—C31—H31120.2
C3—C2—H2119.3C31—C32—C33120.7 (3)
C4—C3—C2121.1 (4)C31—C32—H32119.7
C4—C3—H3119.5C33—C32—H32119.7
C2—C3—H3119.5C34—C33—C32121.5 (3)
C5—C4—C3119.6 (3)C34—C33—H33119.3
C5—C4—H4120.2C32—C33—H33119.3
C3—C4—H4120.2C33—C34—C29117.6 (3)
C4—C5—C6120.0 (3)C33—C34—Au2132.0 (2)
C4—C5—H5120.0C29—C34—Au2110.3 (2)
C6—C5—H5120.0C36—C35—C40118.9 (3)
C5—C6—C1120.6 (3)C36—C35—P1121.9 (2)
C5—C6—C7121.5 (3)C40—C35—P1118.8 (3)
C1—C6—C7117.8 (3)C35—C36—C37120.5 (3)
N1—C7—C8118.0 (3)C35—C36—H36119.8
N1—C7—C6113.6 (3)C37—C36—H36119.8
C8—C7—C6128.4 (3)C38—C37—C36120.2 (3)
C9—C8—C7119.5 (3)C38—C37—H37119.9
C9—C8—H8120.2C36—C37—H37119.9
C7—C8—H8120.2C37—C38—C39119.9 (3)
C8—C9—C10121.3 (3)C37—C38—H38120.1
C8—C9—H9119.3C39—C38—H38120.1
C10—C9—H9119.3C38—C39—C40120.2 (3)
C11—C10—C9118.7 (3)C38—C39—H39119.9
C11—C10—H10120.7C40—C39—H39119.9
C9—C10—H10120.7C39—C40—C35120.4 (3)
N1—C11—C10118.6 (3)C39—C40—H40119.8
N1—C11—C12113.2 (3)C35—C40—H40119.8
C10—C11—C12128.1 (3)C46—C41—C42119.8 (3)
C13—C12—C17121.2 (3)C46—C41—P1122.3 (3)
C13—C12—C11121.2 (3)C42—C41—P1117.8 (3)
C17—C12—C11117.6 (3)C43—C42—C41120.6 (4)
C14—C13—C12120.2 (3)C43—C42—H42119.7
C14—C13—H13119.9C41—C42—H42119.7
C12—C13—H13119.9C42—C43—C44119.8 (4)
C13—C14—C15119.2 (3)C42—C43—H43120.1
C13—C14—H14120.4C44—C43—H43120.1
C15—C14—H14120.4C45—C44—C43120.2 (3)
C14—C15—C16121.1 (3)C45—C44—H44119.9
C14—C15—H15119.5C43—C44—H44119.9
C16—C15—H15119.5C44—C45—C46120.3 (4)
C17—C16—C15120.9 (3)C44—C45—H45119.8
C17—C16—H16119.5C46—C45—H45119.8
C15—C16—H16119.5C41—C46—C45119.3 (3)
C16—C17—C12117.4 (3)C41—C46—H46120.3
C16—C17—Au1131.6 (3)C45—C46—H46120.3
C12—C17—Au1111.0 (2)N3—C47—C48179.2 (5)
C19—C18—C23117.1 (3)C47—C48—H48A109.5
C19—C18—Au2131.7 (3)C47—C48—H48B109.5
C23—C18—Au2111.2 (2)H48A—C48—H48B109.5
C18—C19—C20120.9 (3)C47—C48—H48C109.5
C18—C19—H19119.5H48A—C48—H48C109.5
C20—C19—H19119.5H48B—C48—H48C109.5
C21—C20—C19121.4 (3)
C17—Au1—P1—C4169.65 (14)C34—Au2—C18—C233.3 (5)
C1—Au1—P1—C41−109.99 (14)P1—Au2—C18—C23179.9 (2)
C17—Au1—P1—C35179.50 (16)C23—C18—C19—C20−1.3 (5)
C1—Au1—P1—C35−0.14 (16)Au2—C18—C19—C20178.8 (3)
C17—Au1—P1—Au2−58.78 (10)C18—C19—C20—C21−0.2 (6)
C1—Au1—P1—Au2121.58 (10)C19—C20—C21—C221.4 (6)
C18—Au2—P1—C41179.02 (15)C20—C21—C22—C23−0.9 (6)
C34—Au2—P1—C41−2.15 (16)C21—C22—C23—C18−0.7 (5)
C18—Au2—P1—C3570.08 (14)C21—C22—C23—C24179.3 (3)
C34—Au2—P1—C35−111.09 (14)C19—C18—C23—C221.8 (5)
C18—Au2—P1—Au1−59.77 (9)Au2—C18—C23—C22−178.3 (3)
C34—Au2—P1—Au1119.07 (10)C19—C18—C23—C24−178.2 (3)
C17—Au1—N1—C11−2.2 (2)Au2—C18—C23—C241.7 (4)
C1—Au1—N1—C11179.3 (3)C28—N2—C24—C25−1.7 (5)
C17—Au1—N1—C7−176.2 (3)Au2—N2—C24—C25177.5 (2)
C1—Au1—N1—C75.3 (2)C28—N2—C24—C23−179.8 (3)
C18—Au2—N2—C241.2 (2)Au2—N2—C24—C23−0.6 (4)
C34—Au2—N2—C24−177.2 (3)C22—C23—C24—N2179.2 (3)
C18—Au2—N2—C28−179.5 (3)C18—C23—C24—N2−0.8 (4)
C34—Au2—N2—C282.1 (2)C22—C23—C24—C251.3 (6)
N1—Au1—C1—C2175.4 (4)C18—C23—C24—C25−178.7 (3)
C17—Au1—C1—C2171.1 (3)N2—C24—C25—C26−0.7 (5)
P1—Au1—C1—C2−9.9 (4)C23—C24—C25—C26177.0 (3)
N1—Au1—C1—C6−3.4 (2)C24—C25—C26—C272.6 (5)
C17—Au1—C1—C6−7.7 (5)C25—C26—C27—C28−2.1 (5)
P1—Au1—C1—C6171.3 (2)C24—N2—C28—C272.2 (5)
C6—C1—C2—C3−2.3 (5)Au2—N2—C28—C27−177.0 (2)
Au1—C1—C2—C3179.0 (3)C24—N2—C28—C29178.8 (3)
C1—C2—C3—C40.5 (6)Au2—N2—C28—C29−0.4 (4)
C2—C3—C4—C51.3 (6)C26—C27—C28—N2−0.2 (5)
C3—C4—C5—C6−1.3 (6)C26—C27—C28—C29−176.3 (3)
C4—C5—C6—C1−0.6 (5)N2—C28—C29—C30−179.8 (3)
C4—C5—C6—C7179.2 (3)C27—C28—C29—C30−3.6 (6)
C2—C1—C6—C52.3 (5)N2—C28—C29—C34−2.7 (4)
Au1—C1—C6—C5−178.7 (3)C27—C28—C29—C34173.5 (3)
C2—C1—C6—C7−177.5 (3)C34—C29—C30—C31−0.5 (5)
Au1—C1—C6—C71.5 (4)C28—C29—C30—C31176.6 (3)
C11—N1—C7—C8−0.3 (5)C29—C30—C31—C32−2.1 (6)
Au1—N1—C7—C8173.4 (2)C30—C31—C32—C332.2 (6)
C11—N1—C7—C6−179.5 (3)C31—C32—C33—C340.4 (6)
Au1—N1—C7—C6−5.8 (4)C32—C33—C34—C29−2.9 (5)
C5—C6—C7—N1−177.2 (3)C32—C33—C34—Au2179.1 (3)
C1—C6—C7—N12.6 (4)C30—C29—C34—C332.9 (5)
C5—C6—C7—C83.8 (5)C28—C29—C34—C33−174.2 (3)
C1—C6—C7—C8−176.5 (3)C30—C29—C34—Au2−178.7 (3)
N1—C7—C8—C90.3 (5)C28—C29—C34—Au24.2 (4)
C6—C7—C8—C9179.4 (3)N2—Au2—C34—C33174.9 (3)
C7—C8—C9—C100.9 (6)C18—Au2—C34—C33170.1 (3)
C8—C9—C10—C11−2.2 (6)P1—Au2—C34—C33−6.5 (3)
C7—N1—C11—C10−1.0 (5)N2—Au2—C34—C29−3.3 (2)
Au1—N1—C11—C10−174.6 (2)C18—Au2—C34—C29−8.1 (5)
C7—N1—C11—C12177.3 (3)P1—Au2—C34—C29175.4 (2)
Au1—N1—C11—C123.7 (4)C41—P1—C35—C36−120.8 (3)
C9—C10—C11—N12.2 (5)Au1—P1—C35—C36125.5 (2)
C9—C10—C11—C12−175.8 (3)Au2—P1—C35—C361.6 (3)
N1—C11—C12—C13177.0 (3)C41—P1—C35—C4051.5 (3)
C10—C11—C12—C13−4.9 (6)Au1—P1—C35—C40−62.2 (3)
N1—C11—C12—C17−3.5 (4)Au2—P1—C35—C40173.9 (2)
C10—C11—C12—C17174.6 (3)C40—C35—C36—C370.1 (5)
C17—C12—C13—C140.1 (5)P1—C35—C36—C37172.4 (2)
C11—C12—C13—C14179.6 (3)C35—C36—C37—C381.5 (5)
C12—C13—C14—C15−0.7 (5)C36—C37—C38—C39−1.1 (5)
C13—C14—C15—C160.4 (6)C37—C38—C39—C40−1.0 (5)
C14—C15—C16—C170.6 (6)C38—C39—C40—C352.7 (5)
C15—C16—C17—C12−1.2 (5)C36—C35—C40—C39−2.2 (5)
C15—C16—C17—Au1178.4 (3)P1—C35—C40—C39−174.7 (3)
C13—C12—C17—C160.9 (5)C35—P1—C41—C46−125.9 (3)
C11—C12—C17—C16−178.6 (3)Au1—P1—C41—C46−1.8 (3)
C13—C12—C17—Au1−178.8 (3)Au2—P1—C41—C46121.4 (3)
C11—C12—C17—Au11.7 (4)C35—P1—C41—C4250.2 (3)
N1—Au1—C17—C16−179.4 (3)Au1—P1—C41—C42174.3 (2)
C1—Au1—C17—C16−175.2 (3)Au2—P1—C41—C42−62.4 (3)
P1—Au1—C17—C165.8 (3)C46—C41—C42—C43−2.8 (5)
N1—Au1—C17—C120.2 (2)P1—C41—C42—C43−179.0 (3)
C1—Au1—C17—C124.4 (5)C41—C42—C43—C442.8 (5)
P1—Au1—C17—C12−174.6 (2)C42—C43—C44—C45−0.3 (6)
N2—Au2—C18—C19178.4 (3)C43—C44—C45—C46−2.2 (6)
C34—Au2—C18—C19−176.8 (3)C42—C41—C46—C450.4 (5)
P1—Au2—C18—C19−0.1 (3)P1—C41—C46—C45176.4 (2)
N2—Au2—C18—C23−1.5 (2)C44—C45—C46—C412.1 (5)
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
C21—H21···O3i0.952.463.311 (7)149
C36—H36···O20.952.573.372 (8)143
C38—H38···O2ii0.952.593.540 (5)175
C43—H43···O1iii0.952.593.517 (3)165
C46—H46···N3iv0.952.623.417 (4)142
C48—H48C···O1v0.982.543.423 (8)150
Symmetry codes: (i) −x+2, y+1/2, −z+1/2; (ii) −x+2, y−1/2, −z+1/2; (iii) −x+1, y−1/2, −z+1/2; (iv) −x+1, −y+1, −z; (v) −x+1, y+1/2, −z+1/2.
Table 1
Selected geometric parameters (Å, °) top
Au1—N12.027 (3)Au2—N22.041 (3)
Au1—C172.105 (3)Au2—C182.091 (3)
Au1—C12.111 (3)Au2—C342.113 (3)
Au1—P12.3121 (9)Au2—P12.3180 (8)
N1—Au1—C1779.97 (12)N2—Au2—C1880.19 (12)
N1—Au1—C180.18 (12)N2—Au2—C3480.02 (12)
C17—Au1—C1160.10 (13)C18—Au2—C34160.15 (13)
N1—Au1—P1172.84 (8)N2—Au2—P1173.99 (8)
C17—Au1—P195.15 (9)C18—Au2—P193.98 (9)
C1—Au1—P1104.75 (10)C34—Au2—P1105.84 (9)
Table 2
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
C21—H21···O3i0.952.463.311 (7)149
C36—H36···O20.952.573.372 (8)143
C38—H38···O2ii0.952.593.540 (5)175
C43—H43···O1iii0.952.593.517 (3)165
C46—H46···N3iv0.952.623.417 (4)142
C48—H48C···O1v0.982.543.423 (8)150
Symmetry codes: (i) −x+2, y+1/2, −z+1/2; (ii) −x+2, y−1/2, −z+1/2; (iii) −x+1, y−1/2, −z+1/2; (iv) −x+1, −y+1, −z; (v) −x+1, y+1/2, −z+1/2.
Acknowledgements top

We thank Henan Agricultural University for the generous support of this study.

references
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