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Acta Crystallogr Sect E Struct Rep Online. 2009 November 1; 65(Pt 11): m1468.
Published online 2009 October 31. doi:  10.1107/S1600536809043876
PMCID: PMC2971450

[(Z)-O-Ethyl N-(4-nitro­phen­yl)thio­carbamato-κS](triphenyl­phosphine-κP)gold(I) dichloro­methane solvate

Abstract

An S,P-donor set in the title solvate, [Au(C9H9N2O3S)(C18H15P)]·CH2Cl2, defines a linear geometry for the AuI atom [S—Au—P = 177.75 (7)°], with the minor distortion ascribed to the influence of an intra­molecular Au(...)O contact [3.019 (6) Å]. In the crystal, the packing is stabilized by a network of C—H(...)S, C—H(...)N and C—H(...)O contacts.

Related literature

For structural systematics and luminescence properties of phosphinegold(I) carbonimidothio­ates, see: Ho et al. (2006 [triangle]); Ho & Tiekink (2007 [triangle]); Kuan et al. (2008 [triangle]). For the synthesis, see: Hall et al. (1993 [triangle]).

An external file that holds a picture, illustration, etc.
Object name is e-65-m1468-scheme1.jpg

Experimental

Crystal data

  • [Au(C9H9N2O3S)(C18H15P)]·CH2Cl2
  • M r = 769.40
  • Triclinic, An external file that holds a picture, illustration, etc.
Object name is e-65-m1468-efi1.jpg
  • a = 8.7525 (7) Å
  • b = 11.1373 (9) Å
  • c = 15.8981 (13) Å
  • α = 104.311 (2)°
  • β = 105.559 (2)°
  • γ = 91.775 (2)°
  • V = 1438.7 (2) Å3
  • Z = 2
  • Mo Kα radiation
  • μ = 5.46 mm−1
  • T = 238 K
  • 0.39 × 0.34 × 0.10 mm

Data collection

  • Bruker SMART CCD diffractometer
  • Absorption correction: multi-scan (SADABS; Bruker, 2000 [triangle]) T min = 0.561, T max = 1
  • 10007 measured reflections
  • 6534 independent reflections
  • 5162 reflections with I > 2σ(I)
  • R int = 0.064

Refinement

  • R[F 2 > 2σ(F 2)] = 0.055
  • wR(F 2) = 0.128
  • S = 0.94
  • 6534 reflections
  • 343 parameters
  • H-atom parameters constrained
  • Δρmax = 2.69 e Å−3
  • Δρmin = −1.19 e Å−3

Data collection: SMART (Bruker, 2000 [triangle]); cell refinement: SAINT (Bruker, 2000 [triangle]); data reduction: SAINT; program(s) used to solve structure: PATTY in DIRDIF92 (Beurskens et al., 1992 [triangle]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 [triangle]); molecular graphics: ORTEP-3 (Farrugia, 1997 [triangle]) and DIAMOND (Brandenburg, 2006 [triangle]); software used to prepare material for publication: SHELXL97.

Table 1
Selected bond lengths (Å)
Table 2
Hydrogen-bond geometry (Å, °)

Supplementary Material

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536809043876/hb5169sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809043876/hb5169Isup2.hkl

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

Acknowledgments

The National University of Singapore (grant No. R-143–000–213–112) is thanked for support.

supplementary crystallographic information

Comment

As a continuation of studies into the structural systematics of molecules with 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 title dichloromethane solvate, (I), was characterized. The Au atom in (I) exists in the expected linear geometry defined by S and P atoms, Table 1 and Fig. 1, with the deviation from the ideal 180° angle being related to the close approach of the O1 atom, 3.019 (6) Å. The structure follows closely literature precedents.

The crystal structure of (I) is stabilized by a series of large rings mediated by C—H···S, O and N contacts, Table 2 and Fig. 2. Thus, CphenylH···Onitro contacts link centrosymmetrically related molecules via 30-membered {···ONC4NCSAuPC3H}2 synthons. Smaller centrosymmetric rings are formed through the agency of CphenylH···Nimine contacts that lead to 16-membered {···NCSAuPC2H}2 synthons. Centrosymmetrically related dichloromethane molecules bridge a pair of complex molecules, forming C—H···O1, S1 contacts, leading to the formation of 12-membered {···OCS···HCH}2 synthons.

Experimental

The unsolvated compound was prepared following the standard literature procedure from the reaction of Ph3PAuCl and EtOC(S)N(H)C6H4NO2-4 in the presence of base (Hall et al., 1993); m. pt. 423–425 K. Analysis for C27H24AuN2O3PS: found (calculated): C: 47.25 (47.38); H: 3.39 (3.53); N: 4.33 (4.09); S: 4.50 (4.68). IR (cm-1): ν(C—S) 1102 s, 849m; ν(C—N) 1582 s; ν(C—O) 1145m. 31P{1H} NMR: δ 37.7 p.p.m. Yellow crystals of the dichloromethane solvate (I) were obtained from the layering of ethanol on a dichloromethane solution of the characterized product.

Refinement

The H atoms were geometrically placed (C—H = 0.94–0.98 Å) and refined as riding with Uiso(H) = 1.2–1.5Ueq(C). The maximum and minimum residual electron density peaks of 2.69 and 1.19 e Å-3, respectively, were located 0.99 Å and 0.97 Å from the Au atom.

Figures

Fig. 1.
Molecular structure of (I) showing displacement ellipsoids at the 50% probability level.
Fig. 2.
Unit-cell contents for (I) viewed in projection down the a axis. Colour code: Au, orange; Cl, cyan; S, yellow; P, pink; O, red; N, blue; C, grey; and H, green.

Crystal data

[Au(C9H9N2O3S)(C18H15P)]·CH2Cl2Z = 2
Mr = 769.40F(000) = 752
Triclinic, P1Dx = 1.776 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71069 Å
a = 8.7525 (7) ÅCell parameters from 3380 reflections
b = 11.1373 (9) Åθ = 2.7–25.5°
c = 15.8981 (13) ŵ = 5.46 mm1
α = 104.311 (2)°T = 238 K
β = 105.559 (2)°Block, yellow
γ = 91.775 (2)°0.39 × 0.34 × 0.10 mm
V = 1438.7 (2) Å3

Data collection

Bruker SMART CCD diffractometer6534 independent reflections
Radiation source: fine-focus sealed tube5162 reflections with I > 2σ(I)
graphiteRint = 0.064
ω scansθmax = 27.5°, θmin = 1.4°
Absorption correction: multi-scan (SADABS; Bruker, 2000)h = −11→11
Tmin = 0.561, Tmax = 1k = −12→14
10007 measured reflectionsl = −20→18

Refinement

Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.055Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.128H-atom parameters constrained
S = 0.94w = 1/[σ2(Fo2) + (0.0474P)2] where P = (Fo2 + 2Fc2)/3
6534 reflections(Δ/σ)max < 0.001
343 parametersΔρmax = 2.69 e Å3
0 restraintsΔρmin = −1.19 e Å3

Special details

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)

xyzUiso*/Ueq
Au0.08336 (3)0.29401 (3)0.155405 (19)0.02476 (11)
S10.1369 (2)0.2101 (2)0.02002 (14)0.0337 (5)
P10.0409 (2)0.37531 (18)0.29087 (13)0.0227 (4)
O1−0.0966 (6)0.3429 (5)−0.0214 (4)0.0304 (12)
O20.3929 (8)−0.1228 (7)−0.3297 (5)0.061 (2)
O30.4680 (9)0.0425 (7)−0.3643 (5)0.066 (2)
N10.0125 (8)0.2734 (6)−0.1360 (5)0.0347 (16)
N20.3922 (9)−0.0126 (8)−0.3252 (5)0.048 (2)
C10.0107 (9)0.2789 (7)−0.0565 (5)0.0289 (17)
C20.1120 (9)0.2009 (7)−0.1789 (5)0.0281 (17)
C30.1034 (10)0.0715 (8)−0.1934 (6)0.038 (2)
H30.03360.0315−0.17070.046*
C40.1951 (9)0.0029 (8)−0.2401 (6)0.037 (2)
H40.1889−0.0840−0.24930.044*
C50.2968 (9)0.0618 (8)−0.2736 (6)0.0337 (19)
C60.3108 (11)0.1898 (9)−0.2601 (6)0.044 (2)
H60.38100.2292−0.28300.053*
C70.2176 (11)0.2575 (8)−0.2117 (6)0.038 (2)
H70.22640.3446−0.20080.046*
C8−0.2083 (10)0.4005 (8)−0.0801 (6)0.035 (2)
H8A−0.26960.3377−0.13490.042*
H8B−0.15170.4629−0.09790.042*
C9−0.3173 (11)0.4610 (9)−0.0275 (7)0.047 (2)
H9A−0.39480.5008−0.06480.070*
H9B−0.25520.52300.02640.070*
H9C−0.37220.3983−0.01010.070*
C100.0794 (8)0.2722 (6)0.3657 (5)0.0175 (14)
C11−0.0100 (9)0.2683 (7)0.4250 (5)0.0289 (17)
H11−0.09280.31970.42740.035*
C120.0222 (10)0.1895 (8)0.4802 (6)0.0348 (19)
H12−0.03910.18610.52000.042*
C130.1461 (11)0.1148 (8)0.4770 (6)0.043 (2)
H130.16980.06270.51620.051*
C140.2344 (10)0.1157 (8)0.4174 (6)0.040 (2)
H140.31600.06330.41440.048*
C150.2008 (9)0.1957 (8)0.3617 (6)0.0328 (19)
H150.26070.19790.32100.039*
C16−0.1630 (8)0.4119 (7)0.2803 (5)0.0244 (16)
C17−0.1997 (10)0.5095 (8)0.3435 (5)0.0346 (19)
H17−0.11800.56010.39170.042*
C18−0.4767 (11)0.4562 (10)0.2640 (7)0.049 (3)
H18−0.58360.47130.25830.059*
C19−0.3572 (11)0.5311 (9)0.3346 (6)0.043 (2)
H19−0.38300.59690.37670.052*
C20−0.4417 (10)0.3609 (10)0.2025 (8)0.054 (3)
H20−0.52400.30940.15530.065*
C21−0.2840 (9)0.3400 (8)0.2099 (6)0.037 (2)
H21−0.25960.27590.16610.045*
C220.1646 (8)0.5220 (7)0.3530 (5)0.0241 (16)
C230.1571 (9)0.6150 (7)0.3100 (5)0.0281 (17)
H230.08860.60270.25120.034*
C240.2522 (11)0.7291 (8)0.3543 (6)0.042 (2)
H240.24730.79420.32600.051*
C250.3540 (11)0.7435 (8)0.4411 (6)0.041 (2)
H250.41980.81860.47100.049*
C260.3595 (9)0.6500 (8)0.4834 (6)0.0351 (19)
H260.42700.66190.54240.042*
C270.2666 (9)0.5388 (8)0.4397 (5)0.0293 (17)
H270.27190.47400.46850.035*
C280.6962 (11)0.0796 (10)0.9653 (7)0.052 (3)
H28A0.78670.14370.99620.063*
H28B0.70870.01380.99700.063*
Cl10.5199 (3)0.1453 (2)0.9715 (2)0.0559 (7)
Cl20.6994 (4)0.0171 (4)0.8542 (2)0.0823 (10)

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Au0.02296 (16)0.03345 (18)0.01681 (16)0.00492 (11)0.00790 (11)0.00206 (11)
S10.0337 (11)0.0484 (12)0.0218 (10)0.0176 (10)0.0134 (9)0.0068 (9)
P10.0173 (9)0.0305 (10)0.0186 (10)0.0038 (8)0.0062 (7)0.0019 (8)
O10.029 (3)0.038 (3)0.029 (3)0.015 (2)0.014 (2)0.010 (2)
O20.057 (5)0.050 (4)0.070 (5)0.012 (4)0.034 (4)−0.011 (4)
O30.071 (5)0.092 (6)0.065 (5)0.044 (5)0.051 (4)0.036 (4)
N10.039 (4)0.040 (4)0.031 (4)0.016 (3)0.018 (3)0.011 (3)
N20.034 (4)0.065 (6)0.036 (5)0.020 (4)0.012 (4)−0.003 (4)
C10.024 (4)0.038 (5)0.026 (4)0.013 (3)0.010 (3)0.007 (3)
C20.031 (4)0.039 (5)0.011 (4)0.015 (4)0.002 (3)0.004 (3)
C30.035 (5)0.042 (5)0.032 (5)−0.004 (4)0.013 (4)−0.004 (4)
C40.031 (4)0.033 (4)0.034 (5)−0.002 (4)0.008 (4)−0.014 (4)
C50.022 (4)0.049 (5)0.027 (4)0.008 (4)0.008 (3)0.003 (4)
C60.045 (5)0.057 (6)0.044 (6)0.017 (5)0.028 (5)0.021 (5)
C70.051 (5)0.038 (5)0.042 (5)0.022 (4)0.028 (5)0.022 (4)
C80.034 (4)0.044 (5)0.034 (5)0.025 (4)0.012 (4)0.018 (4)
C90.045 (5)0.047 (5)0.062 (7)0.021 (5)0.036 (5)0.014 (5)
C100.016 (3)0.019 (3)0.014 (3)0.003 (3)−0.001 (3)0.004 (3)
C110.031 (4)0.027 (4)0.030 (4)0.003 (3)0.014 (4)0.001 (3)
C120.037 (5)0.042 (5)0.030 (5)0.007 (4)0.014 (4)0.012 (4)
C130.050 (5)0.037 (5)0.044 (6)0.003 (4)0.005 (5)0.024 (4)
C140.038 (5)0.034 (5)0.049 (6)0.014 (4)0.010 (4)0.012 (4)
C150.022 (4)0.048 (5)0.027 (4)0.010 (4)0.010 (3)0.003 (4)
C160.022 (4)0.024 (4)0.028 (4)0.006 (3)0.006 (3)0.010 (3)
C170.031 (4)0.049 (5)0.023 (4)0.012 (4)0.011 (4)0.004 (4)
C180.029 (5)0.073 (7)0.055 (7)0.023 (5)0.011 (5)0.031 (6)
C190.040 (5)0.058 (6)0.044 (6)0.031 (5)0.023 (5)0.022 (5)
C200.017 (4)0.073 (7)0.064 (7)0.004 (4)0.003 (4)0.011 (6)
C210.024 (4)0.047 (5)0.031 (5)0.007 (4)0.002 (4)−0.001 (4)
C220.019 (3)0.030 (4)0.020 (4)0.004 (3)0.006 (3)0.001 (3)
C230.030 (4)0.031 (4)0.026 (4)0.005 (3)0.012 (3)0.007 (3)
C240.052 (6)0.039 (5)0.045 (6)0.006 (4)0.030 (5)0.010 (4)
C250.042 (5)0.032 (5)0.039 (5)−0.011 (4)0.012 (4)−0.008 (4)
C260.024 (4)0.046 (5)0.028 (5)−0.009 (4)0.006 (3)0.002 (4)
C270.030 (4)0.040 (5)0.016 (4)0.006 (4)0.007 (3)0.003 (3)
C280.031 (5)0.058 (6)0.065 (7)0.006 (5)0.009 (5)0.015 (5)
Cl10.0490 (14)0.0489 (14)0.0709 (19)0.0094 (12)0.0188 (13)0.0154 (13)
Cl20.0596 (18)0.116 (3)0.064 (2)0.0261 (18)0.0179 (16)0.0083 (18)

Geometric parameters (Å, °)

Au—S12.3019 (19)C12—C131.391 (12)
Au—P12.2545 (18)C12—H120.9400
S1—C11.755 (8)C13—C141.376 (13)
P1—C161.816 (7)C13—H130.9400
P1—C101.825 (7)C14—C151.389 (12)
P1—C221.826 (8)C14—H140.9400
O1—C11.352 (8)C15—H150.9400
O1—C81.444 (9)C16—C211.373 (11)
O2—N21.212 (10)C16—C171.396 (10)
O3—N21.260 (11)C17—C191.383 (11)
N1—C11.255 (10)C17—H170.9400
N1—C21.401 (9)C18—C201.356 (13)
N2—C51.460 (10)C18—C191.380 (13)
C2—C71.382 (11)C18—H180.9400
C2—C31.397 (12)C19—H190.9400
C3—C41.362 (11)C20—C211.386 (11)
C3—H30.9400C20—H200.9400
C4—C51.377 (12)C21—H210.9400
C4—H40.9400C22—C231.370 (11)
C5—C61.385 (12)C22—C271.390 (10)
C6—C71.383 (11)C23—C241.408 (12)
C6—H60.9400C23—H230.9400
C7—H70.9400C24—C251.395 (13)
C8—C91.500 (10)C24—H240.9400
C8—H8A0.9800C25—C261.367 (13)
C8—H8B0.9800C25—H250.9400
C9—H9A0.9700C26—C271.374 (11)
C9—H9B0.9700C26—H260.9400
C9—H9C0.9700C27—H270.9400
C10—C111.385 (10)C28—Cl21.740 (11)
C10—C151.387 (9)C28—Cl11.743 (9)
C11—C121.373 (11)C28—H28A0.9800
C11—H110.9400C28—H28B0.9800
P1—Au—S1177.75 (7)C11—C12—H12120.1
C1—S1—Au104.1 (2)C13—C12—H12120.1
C16—P1—C10106.1 (3)C14—C13—C12121.1 (8)
C16—P1—C22105.1 (3)C14—C13—H13119.5
C10—P1—C22106.5 (3)C12—C13—H13119.5
C16—P1—Au112.4 (3)C13—C14—C15118.8 (8)
C10—P1—Au113.5 (2)C13—C14—H14120.6
C22—P1—Au112.5 (2)C15—C14—H14120.6
C1—O1—C8116.9 (6)C10—C15—C14120.5 (8)
C1—N1—C2123.2 (7)C10—C15—H15119.7
O2—N2—O3123.5 (7)C14—C15—H15119.7
O2—N2—C5119.3 (8)C21—C16—C17119.3 (7)
O3—N2—C5117.1 (8)C21—C16—P1119.2 (6)
N1—C1—O1120.4 (7)C17—C16—P1121.4 (6)
N1—C1—S1126.9 (6)C19—C17—C16119.4 (8)
O1—C1—S1112.7 (6)C19—C17—H17120.3
C7—C2—C3118.4 (7)C16—C17—H17120.3
C7—C2—N1119.4 (7)C20—C18—C19120.8 (8)
C3—C2—N1122.2 (8)C20—C18—H18119.6
C4—C3—C2120.7 (8)C19—C18—H18119.6
C4—C3—H3119.6C18—C19—C17120.0 (8)
C2—C3—H3119.6C18—C19—H19120.0
C3—C4—C5119.5 (8)C17—C19—H19120.0
C3—C4—H4120.2C18—C20—C21119.6 (9)
C5—C4—H4120.2C18—C20—H20120.2
C4—C5—C6121.9 (7)C21—C20—H20120.2
C4—C5—N2119.2 (8)C16—C21—C20120.8 (8)
C6—C5—N2118.9 (8)C16—C21—H21119.6
C7—C6—C5117.4 (8)C20—C21—H21119.6
C7—C6—H6121.3C23—C22—C27120.6 (7)
C5—C6—H6121.3C23—C22—P1117.4 (6)
C2—C7—C6122.0 (8)C27—C22—P1122.0 (6)
C2—C7—H7119.0C22—C23—C24119.7 (8)
C6—C7—H7119.0C22—C23—H23120.2
O1—C8—C9106.9 (7)C24—C23—H23120.2
O1—C8—H8A110.3C25—C24—C23118.7 (8)
C9—C8—H8A110.3C25—C24—H24120.7
O1—C8—H8B110.3C23—C24—H24120.7
C9—C8—H8B110.3C26—C25—C24121.0 (8)
H8A—C8—H8B108.6C26—C25—H25119.5
C8—C9—H9A109.5C24—C25—H25119.5
C8—C9—H9B109.5C25—C26—C27120.1 (8)
H9A—C9—H9B109.5C25—C26—H26119.9
C8—C9—H9C109.5C27—C26—H26119.9
H9A—C9—H9C109.5C26—C27—C22120.0 (8)
H9B—C9—H9C109.5C26—C27—H27120.0
C11—C10—C15119.9 (7)C22—C27—H27120.0
C11—C10—P1121.6 (5)Cl2—C28—Cl1112.4 (6)
C15—C10—P1118.5 (6)Cl2—C28—H28A109.1
C12—C11—C10120.0 (7)Cl1—C28—H28A109.1
C12—C11—H11120.0Cl2—C28—H28B109.1
C10—C11—H11120.0Cl1—C28—H28B109.1
C11—C12—C13119.7 (8)H28A—C28—H28B107.9
C2—N1—C1—O1−174.9 (7)C12—C13—C14—C151.8 (14)
C2—N1—C1—S15.0 (13)C11—C10—C15—C14−0.6 (12)
C8—O1—C1—N11.3 (11)P1—C10—C15—C14180.0 (6)
C8—O1—C1—S1−178.6 (6)C13—C14—C15—C10−0.6 (13)
Au—S1—C1—N1170.3 (8)C10—P1—C16—C21−92.8 (7)
Au—S1—C1—O1−9.8 (6)C22—P1—C16—C21154.5 (7)
C1—N1—C2—C7−122.3 (9)Au—P1—C16—C2131.8 (7)
C1—N1—C2—C360.6 (12)C10—P1—C16—C1785.6 (7)
C7—C2—C3—C4−1.1 (13)C22—P1—C16—C17−27.1 (8)
N1—C2—C3—C4176.0 (8)Au—P1—C16—C17−149.8 (6)
C2—C3—C4—C5−0.3 (13)C21—C16—C17—C190.7 (13)
C3—C4—C5—C61.0 (13)P1—C16—C17—C19−177.6 (7)
C3—C4—C5—N2−178.7 (8)C20—C18—C19—C170.0 (15)
O2—N2—C5—C4−7.6 (12)C16—C17—C19—C180.3 (14)
O3—N2—C5—C4171.2 (8)C19—C18—C20—C21−1.2 (17)
O2—N2—C5—C6172.6 (8)C17—C16—C21—C20−2.0 (14)
O3—N2—C5—C6−8.5 (12)P1—C16—C21—C20176.4 (8)
C4—C5—C6—C7−0.4 (14)C18—C20—C21—C162.3 (16)
N2—C5—C6—C7179.4 (8)C16—P1—C22—C23−68.1 (6)
C3—C2—C7—C61.8 (13)C10—P1—C22—C23179.5 (5)
N1—C2—C7—C6−175.4 (8)Au—P1—C22—C2354.5 (6)
C5—C6—C7—C2−1.1 (14)C16—P1—C22—C27113.7 (6)
C1—O1—C8—C9178.0 (7)C10—P1—C22—C271.3 (7)
C16—P1—C10—C11−21.5 (7)Au—P1—C22—C27−123.7 (6)
C22—P1—C10—C1190.1 (6)C27—C22—C23—C24−0.6 (11)
Au—P1—C10—C11−145.5 (5)P1—C22—C23—C24−178.9 (6)
C16—P1—C10—C15157.9 (6)C22—C23—C24—C250.9 (11)
C22—P1—C10—C15−90.4 (6)C23—C24—C25—C26−1.3 (13)
Au—P1—C10—C1534.0 (6)C24—C25—C26—C271.4 (13)
C15—C10—C11—C120.5 (11)C25—C26—C27—C22−1.2 (12)
P1—C10—C11—C12179.9 (6)C23—C22—C27—C260.8 (11)
C10—C11—C12—C130.7 (12)P1—C22—C27—C26178.9 (6)
C11—C12—C13—C14−1.9 (14)

Hydrogen-bond geometry (Å, °)

D—H···AD—HH···AD···AD—H···A
C23—H23···N1i0.942.553.318 (11)139
C14—H14···O3ii0.942.473.366 (12)160
C28—H28a···O1iii0.982.523.330 (13)140
C28—H28b···S1iv0.982.863.617 (11)134

Symmetry codes: (i) −x, −y+1, −z; (ii) −x+1, −y, −z; (iii) x+1, y, z+1; (iv) −x+1, −y, −z+1.

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HB5169).

References

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