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Acta Crystallogr Sect E Struct Rep Online. 2010 February 1; 66(Pt 2): m172.
Published online 2010 January 16. doi:  10.1107/S1600536809055470
PMCID: PMC2979903

cis-Dimethyl­bis(triphenyl­arsine)platinum(II)

Abstract

In the title compound, [Pt(CH3)2(C18H15As)2], the PtII atom adopts a distorted cis-PtAs2C2 square-planar coordination geometry. In the crystal, mol­ecules inter­act via aromatic π–π stacking inter­actions [centroid–centroid separation = 3.6741 (18) Å].

Related literature

For the structures of related complexes, see: Anderson et al. (1982 [triangle]); Al-Fawaz et al. (2004 [triangle]); Fun et al. (2006 [triangle]). For further synthetic details, see: Puddephatt et al. (1998 [triangle]).

An external file that holds a picture, illustration, etc.
Object name is e-66-0m172-scheme1.jpg

Experimental

Crystal data

  • [Pt(CH3)2(C18H15As)2]
  • M r = 837.60
  • Triclinic, An external file that holds a picture, illustration, etc.
Object name is e-66-0m172-efi1.jpg
  • a = 10.1033 (9) Å
  • b = 10.3937 (8) Å
  • c = 17.2452 (13) Å
  • α = 91.106 (2)°
  • β = 99.588 (2)°
  • γ = 115.227 (2)°
  • V = 1607.0 (2) Å3
  • Z = 2
  • Mo Kα radiation
  • μ = 6.43 mm−1
  • T = 150 K
  • 0.22 × 0.20 × 0.19 mm

Data collection

  • Bruker APEXII CCD diffractometer
  • Absorption correction: multi-scan (SADABS; Bruker, 2001 [triangle]) T min = 0.332, T max = 0.374
  • 19166 measured reflections
  • 9358 independent reflections
  • 8543 reflections with I > 2σ(I)
  • R int = 0.019

Refinement

  • R[F 2 > 2σ(F 2)] = 0.020
  • wR(F 2) = 0.077
  • S = 0.64
  • 9358 reflections
  • 372 parameters
  • H-atom parameters constrained
  • Δρmax = 0.56 e Å−3
  • Δρmin = −1.07 e Å−3

Data collection: APEX2 (Bruker, 2001 [triangle]); cell refinement: SAINT (Bruker, 2001 [triangle]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 [triangle]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 [triangle]); molecular graphics: SHELXTL (Sheldrick, 2008 [triangle]); software used to prepare material for publication: SHELXTL.

Table 1
Selected bond lengths (Å)

Supplementary Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809055470/hb5294sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809055470/hb5294Isup2.hkl

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

Acknowledgments

I would like to thank Prof. Puddephatt (University of Western Ontario) for financial support and the data collection.

supplementary crystallographic information

Comment

cis- and trans-Dimethylebis(triphenylarsine)platinum(II) are useful to prepare other platinum complexes. The structures of the cis-isomer have been not reported. During the course of our studies on platinium sulfide compounds cis-[Pt2Me4(µ-SMe2)2] with Lewis bases, a colorless crystals of the title compound, (I), was obtained. As shown in Fig.1, the platinum centre is four-coordinated and adopts a nearly square planar geometry. The Pt—As bond lengths (2.3960 (2) and 2.4086 (2) Å) and Pt—C bond lengths (2.060 (3) and 2.083 (3) Å), as well as the bond angles around the Pt atom are similar to those in the above-mentioned structures.

Experimental

The title complex was prepared by the addition of an excess of AsPh3(0.2133 mmol) to an anhydrous diethyl ether solution (20 ml) of cis-[PtMe2(SMe2)2]2 (0.17413 mmol) (Puddephatt et al. 1998) at 298 K. The desired product precipitates spontaneously in near quantitative yield (78.9% yield) and was recrystallized from dichloromethane at 298 K to yield colourless prisms of (I).

Refinement

Thelargest peak in the final difference electron density synthesis was 0.559 e-3 and the largest hole was -1.070 e-3 with an RMS deviation of 0.104 e-3.

Figures

Fig. 1.
The molecular structure of (I) showing 50% displacement ellipsoids (H atoms omitted for clarity).

Crystal data

[Pt(CH3)2(C18H15As)2]Z = 2
Mr = 837.60F(000) = 816
Triclinic, P1Dx = 1.731 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 10.1033 (9) ÅCell parameters from 9885 reflections
b = 10.3937 (8) Åθ = 2.3–30.2°
c = 17.2452 (13) ŵ = 6.43 mm1
α = 91.106 (2)°T = 150 K
β = 99.588 (2)°Prism, colourless
γ = 115.227 (2)°0.22 × 0.20 × 0.19 mm
V = 1607.0 (2) Å3

Data collection

Bruker APEXII CCD diffractometer9358 independent reflections
Radiation source: fine-focus sealed tube8543 reflections with I > 2σ(I)
graphiteRint = 0.019
[var phi] and ω scansθmax = 30.2°, θmin = 1.2°
Absorption correction: multi-scan (SADABS; Bruker, 2001)h = −14→13
Tmin = 0.332, Tmax = 0.374k = −14→14
19166 measured reflectionsl = −24→24

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)] = 0.020Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.077H-atom parameters constrained
S = 0.64w = 1/[σ2(Fo2) + (0.1P)2] where P = (Fo2 + 2Fc2)/3
9358 reflections(Δ/σ)max = 0.066
372 parametersΔρmax = 0.56 e Å3
0 restraintsΔρmin = −1.07 e Å3

Special details

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)

xyzUiso*/Ueq
Pt11.029195 (9)0.072490 (9)0.271372 (5)0.01642 (4)
As11.04466 (3)0.25078 (3)0.367248 (15)0.01542 (6)
As20.85760 (3)0.10672 (3)0.168572 (15)0.01719 (6)
C10.8543 (3)0.2235 (3)0.39079 (15)0.0188 (4)
C20.8076 (3)0.3307 (3)0.39670 (16)0.0236 (5)
H20.87070.42590.38850.028*
C30.6679 (3)0.2982 (4)0.41463 (17)0.0311 (6)
H30.63520.37100.41800.037*
C40.5768 (3)0.1597 (4)0.42758 (19)0.0357 (7)
H40.48290.13820.44120.043*
C50.6223 (3)0.0536 (4)0.42067 (19)0.0336 (7)
H50.5586−0.04140.42880.040*
C60.7605 (3)0.0839 (3)0.40192 (17)0.0248 (5)
H60.79080.00980.39670.030*
C71.1385 (2)0.4450 (3)0.33885 (15)0.0176 (4)
C81.1859 (3)0.4651 (3)0.26647 (16)0.0241 (5)
H81.16960.38490.23220.029*
C91.2570 (3)0.6023 (3)0.2447 (2)0.0322 (6)
H91.28870.61610.19540.039*
C101.2818 (3)0.7199 (3)0.2954 (2)0.0330 (7)
H101.32910.81390.28030.040*
C111.2374 (3)0.6997 (3)0.3677 (2)0.0295 (6)
H111.25590.78000.40260.035*
C121.1659 (3)0.5623 (3)0.38953 (16)0.0227 (5)
H121.13580.54890.43930.027*
C131.1613 (3)0.2778 (3)0.47356 (15)0.0180 (4)
C141.3155 (3)0.3227 (3)0.48190 (17)0.0246 (5)
H141.36040.34030.43660.029*
C151.4027 (3)0.3414 (3)0.55628 (19)0.0299 (6)
H151.50720.37230.56170.036*
C161.3385 (3)0.3152 (3)0.62213 (18)0.0303 (6)
H161.39880.32790.67280.036*
C171.1872 (4)0.2707 (4)0.61499 (18)0.0340 (7)
H171.14340.25330.66070.041*
C181.0979 (3)0.2513 (3)0.54014 (17)0.0264 (5)
H180.99340.21980.53520.032*
C191.0329 (3)−0.0808 (3)0.19328 (19)0.0294 (6)
H19A1.1365−0.06000.19160.044*
H19B0.9808−0.07900.14030.044*
H19C0.9833−0.17570.21120.044*
C201.1755 (3)0.0233 (3)0.34881 (18)0.0297 (6)
H20A1.1554−0.07650.33620.045*
H20B1.16270.03670.40300.045*
H20C1.27800.08620.34400.045*
C210.7011 (3)−0.0729 (3)0.11442 (15)0.0190 (4)
C220.6602 (3)−0.1928 (3)0.15666 (18)0.0266 (5)
H220.7092−0.18560.20970.032*
C230.5468 (3)−0.3232 (3)0.1202 (2)0.0320 (6)
H230.5195−0.40510.14860.038*
C240.4745 (3)−0.3344 (3)0.0442 (2)0.0314 (6)
H240.3960−0.42340.02060.038*
C250.5153 (3)−0.2165 (3)0.00144 (18)0.0286 (6)
H250.4660−0.2248−0.05170.034*
C260.6292 (3)−0.0855 (3)0.03672 (16)0.0231 (5)
H260.6577−0.00460.00750.028*
C270.9495 (3)0.2048 (3)0.08340 (16)0.0208 (5)
C281.0904 (3)0.2177 (3)0.07933 (18)0.0256 (5)
H281.13930.18030.11790.031*
C291.1602 (3)0.2855 (3)0.0186 (2)0.0338 (7)
H291.25600.29250.01550.041*
C301.0929 (4)0.3417 (3)−0.03621 (19)0.0326 (7)
H301.14210.3888−0.07700.039*
C310.9532 (4)0.3303 (3)−0.03262 (18)0.0317 (6)
H310.90590.3689−0.07130.038*
C320.8815 (3)0.2632 (3)0.02676 (17)0.0260 (5)
H320.78560.25660.02910.031*
C330.7360 (3)0.2037 (3)0.18684 (15)0.0196 (5)
C340.7918 (3)0.3515 (3)0.18978 (17)0.0236 (5)
H340.89000.40680.18120.028*
C350.7047 (3)0.4193 (3)0.20524 (18)0.0297 (6)
H350.74310.52030.20630.036*
C360.5628 (4)0.3401 (4)0.2190 (2)0.0328 (6)
H360.50370.38660.22970.039*
C370.5064 (3)0.1928 (4)0.21732 (19)0.0322 (6)
H370.40890.13830.22700.039*
C380.5923 (3)0.1251 (3)0.20146 (17)0.0261 (5)
H380.55320.02410.20050.031*

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Pt10.01636 (6)0.01714 (6)0.01599 (6)0.00868 (4)0.00017 (4)−0.00089 (4)
As10.01461 (10)0.01646 (11)0.01471 (12)0.00679 (9)0.00170 (9)0.00018 (9)
As20.01673 (11)0.01870 (12)0.01557 (12)0.00809 (9)0.00068 (9)0.00099 (9)
C10.0151 (9)0.0246 (12)0.0153 (11)0.0081 (9)0.0010 (8)0.0000 (9)
C20.0226 (11)0.0284 (13)0.0212 (12)0.0137 (10)0.0009 (10)−0.0017 (10)
C30.0269 (12)0.0515 (18)0.0212 (13)0.0245 (13)0.0012 (11)−0.0013 (12)
C40.0186 (11)0.064 (2)0.0231 (14)0.0167 (13)0.0042 (10)0.0064 (14)
C50.0202 (12)0.0395 (17)0.0292 (15)0.0011 (11)0.0062 (11)0.0046 (13)
C60.0183 (10)0.0248 (12)0.0272 (14)0.0060 (9)0.0027 (10)0.0022 (10)
C70.0157 (9)0.0182 (11)0.0183 (11)0.0072 (8)0.0023 (8)0.0003 (9)
C80.0226 (11)0.0270 (13)0.0199 (12)0.0084 (10)0.0034 (10)0.0001 (10)
C90.0307 (13)0.0323 (15)0.0314 (16)0.0094 (12)0.0110 (12)0.0135 (12)
C100.0308 (14)0.0239 (13)0.0427 (18)0.0112 (11)0.0039 (13)0.0125 (13)
C110.0284 (13)0.0202 (12)0.0389 (17)0.0109 (10)0.0031 (12)0.0046 (11)
C120.0254 (11)0.0216 (12)0.0206 (12)0.0104 (10)0.0028 (10)0.0006 (9)
C130.0173 (9)0.0179 (10)0.0159 (11)0.0061 (8)0.0007 (8)0.0004 (8)
C140.0215 (11)0.0284 (13)0.0225 (13)0.0103 (10)0.0025 (10)0.0026 (10)
C150.0206 (11)0.0296 (14)0.0328 (16)0.0082 (10)−0.0044 (11)0.0038 (12)
C160.0316 (13)0.0293 (14)0.0228 (13)0.0116 (11)−0.0088 (11)0.0032 (11)
C170.0377 (15)0.0427 (17)0.0181 (13)0.0153 (14)0.0019 (12)0.0054 (12)
C180.0244 (12)0.0352 (15)0.0203 (13)0.0127 (11)0.0062 (10)0.0057 (11)
C190.0348 (14)0.0320 (15)0.0272 (14)0.0222 (12)0.0009 (12)−0.0050 (11)
C200.0353 (14)0.0370 (15)0.0254 (14)0.0275 (13)−0.0040 (11)−0.0033 (12)
C210.0182 (10)0.0194 (11)0.0177 (11)0.0074 (9)0.0014 (9)0.0016 (9)
C220.0256 (12)0.0269 (13)0.0258 (14)0.0106 (10)0.0024 (10)0.0090 (11)
C230.0261 (12)0.0236 (13)0.0437 (18)0.0082 (11)0.0065 (12)0.0107 (12)
C240.0195 (11)0.0241 (13)0.0434 (18)0.0052 (10)0.0000 (11)−0.0032 (12)
C250.0224 (11)0.0319 (14)0.0252 (14)0.0089 (11)−0.0030 (10)−0.0044 (11)
C260.0219 (11)0.0240 (12)0.0201 (12)0.0083 (10)−0.0001 (9)0.0029 (10)
C270.0201 (10)0.0197 (11)0.0203 (12)0.0065 (9)0.0040 (9)−0.0006 (9)
C280.0230 (11)0.0260 (13)0.0301 (14)0.0115 (10)0.0089 (10)0.0005 (11)
C290.0327 (14)0.0280 (14)0.0405 (18)0.0088 (12)0.0192 (13)0.0018 (12)
C300.0421 (16)0.0236 (13)0.0274 (15)0.0064 (12)0.0172 (13)−0.0010 (11)
C310.0423 (16)0.0275 (14)0.0215 (14)0.0108 (12)0.0079 (12)0.0051 (11)
C320.0277 (12)0.0251 (13)0.0225 (13)0.0091 (10)0.0042 (10)0.0045 (10)
C330.0195 (10)0.0270 (12)0.0151 (11)0.0131 (9)0.0022 (9)0.0039 (9)
C340.0265 (12)0.0242 (12)0.0227 (13)0.0143 (10)0.0024 (10)0.0024 (10)
C350.0374 (15)0.0319 (14)0.0274 (14)0.0220 (13)0.0065 (12)0.0031 (11)
C360.0394 (15)0.0419 (17)0.0301 (15)0.0282 (14)0.0104 (13)0.0077 (13)
C370.0306 (13)0.0448 (18)0.0283 (15)0.0203 (13)0.0129 (12)0.0112 (13)
C380.0261 (12)0.0304 (14)0.0247 (13)0.0137 (11)0.0079 (10)0.0074 (11)

Geometric parameters (Å, °)

Pt1—C202.060 (3)C17—H170.9500
Pt1—C192.083 (3)C18—H180.9500
Pt1—As12.3960 (3)C19—H19A0.9800
Pt1—As22.4086 (3)C19—H19B0.9800
As1—C11.935 (2)C19—H19C0.9800
As1—C71.943 (2)C20—H20A0.9800
As1—C131.951 (2)C20—H20B0.9800
As2—C271.940 (3)C20—H20C0.9800
As2—C211.945 (2)C21—C261.388 (4)
As2—C331.949 (2)C21—C221.397 (4)
C1—C21.391 (4)C22—C231.396 (4)
C1—C61.393 (4)C22—H220.9500
C2—C31.395 (4)C23—C241.366 (5)
C2—H20.9500C23—H230.9500
C3—C41.386 (5)C24—C251.387 (4)
C3—H30.9500C24—H240.9500
C4—C51.374 (5)C25—C261.396 (4)
C4—H40.9500C25—H250.9500
C5—C61.391 (4)C26—H260.9500
C5—H50.9500C27—C281.385 (3)
C6—H60.9500C27—C321.396 (4)
C7—C121.384 (3)C28—C291.395 (4)
C7—C81.398 (4)C28—H280.9500
C8—C91.388 (4)C29—C301.356 (5)
C8—H80.9500C29—H290.9500
C9—C101.395 (5)C30—C311.377 (5)
C9—H90.9500C30—H300.9500
C10—C111.384 (5)C31—C321.380 (4)
C10—H100.9500C31—H310.9500
C11—C121.391 (4)C32—H320.9500
C11—H110.9500C33—C341.389 (4)
C12—H120.9500C33—C381.399 (3)
C13—C181.383 (4)C34—C351.393 (4)
C13—C141.403 (3)C34—H340.9500
C14—C151.388 (4)C35—C361.380 (4)
C14—H140.9500C35—H350.9500
C15—C161.375 (4)C36—C371.385 (5)
C15—H150.9500C36—H360.9500
C16—C171.378 (4)C37—C381.383 (4)
C16—H160.9500C37—H370.9500
C17—C181.403 (4)C38—H380.9500
C20—Pt1—C1984.17 (12)C13—C18—C17120.2 (3)
C20—Pt1—As191.34 (8)C13—C18—H18119.9
C19—Pt1—As1175.17 (8)C17—C18—H18119.9
C20—Pt1—As2172.47 (8)Pt1—C19—H19A109.5
C19—Pt1—As288.30 (9)Pt1—C19—H19B109.5
As1—Pt1—As296.184 (10)H19A—C19—H19B109.5
C1—As1—C7106.44 (10)Pt1—C19—H19C109.5
C1—As1—C13100.90 (10)H19A—C19—H19C109.5
C7—As1—C1399.16 (10)H19B—C19—H19C109.5
C1—As1—Pt1114.16 (8)Pt1—C20—H20A109.5
C7—As1—Pt1114.10 (7)Pt1—C20—H20B109.5
C13—As1—Pt1120.02 (7)H20A—C20—H20B109.5
C27—As2—C21103.04 (11)Pt1—C20—H20C109.5
C27—As2—C33101.73 (11)H20A—C20—H20C109.5
C21—As2—C3399.24 (11)H20B—C20—H20C109.5
C27—As2—Pt1113.51 (8)C26—C21—C22119.6 (2)
C21—As2—Pt1112.60 (8)C26—C21—As2122.77 (19)
C33—As2—Pt1123.96 (7)C22—C21—As2117.67 (19)
C2—C1—C6119.8 (2)C23—C22—C21119.4 (3)
C2—C1—As1125.07 (19)C23—C22—H22120.3
C6—C1—As1115.17 (19)C21—C22—H22120.3
C1—C2—C3119.9 (3)C24—C23—C22120.8 (3)
C1—C2—H2120.1C24—C23—H23119.6
C3—C2—H2120.1C22—C23—H23119.6
C4—C3—C2120.0 (3)C23—C24—C25120.2 (3)
C4—C3—H3120.0C23—C24—H24119.9
C2—C3—H3120.0C25—C24—H24119.9
C5—C4—C3120.1 (3)C24—C25—C26119.7 (3)
C5—C4—H4120.0C24—C25—H25120.1
C3—C4—H4120.0C26—C25—H25120.1
C4—C5—C6120.6 (3)C21—C26—C25120.3 (3)
C4—C5—H5119.7C21—C26—H26119.9
C6—C5—H5119.7C25—C26—H26119.9
C5—C6—C1119.6 (3)C28—C27—C32118.8 (3)
C5—C6—H6120.2C28—C27—As2117.8 (2)
C1—C6—H6120.2C32—C27—As2123.44 (19)
C12—C7—C8119.8 (2)C27—C28—C29119.9 (3)
C12—C7—As1122.02 (19)C27—C28—H28120.0
C8—C7—As1118.05 (19)C29—C28—H28120.0
C9—C8—C7120.0 (3)C30—C29—C28120.8 (3)
C9—C8—H8120.0C30—C29—H29119.6
C7—C8—H8120.0C28—C29—H29119.6
C8—C9—C10119.8 (3)C29—C30—C31119.9 (3)
C8—C9—H9120.1C29—C30—H30120.1
C10—C9—H9120.1C31—C30—H30120.1
C11—C10—C9120.0 (3)C30—C31—C32120.5 (3)
C11—C10—H10120.0C30—C31—H31119.8
C9—C10—H10120.0C32—C31—H31119.8
C10—C11—C12120.2 (3)C31—C32—C27120.2 (3)
C10—C11—H11119.9C31—C32—H32119.9
C12—C11—H11119.9C27—C32—H32119.9
C7—C12—C11120.1 (3)C34—C33—C38118.6 (2)
C7—C12—H12120.0C34—C33—As2121.24 (19)
C11—C12—H12120.0C38—C33—As2120.0 (2)
C18—C13—C14119.1 (2)C33—C34—C35120.4 (3)
C18—C13—As1122.79 (19)C33—C34—H34119.8
C14—C13—As1118.08 (19)C35—C34—H34119.8
C15—C14—C13120.1 (3)C36—C35—C34120.2 (3)
C15—C14—H14119.9C36—C35—H35119.9
C13—C14—H14119.9C34—C35—H35119.9
C16—C15—C14120.3 (3)C35—C36—C37120.0 (3)
C16—C15—H15119.9C35—C36—H36120.0
C14—C15—H15119.9C37—C36—H36120.0
C15—C16—C17120.4 (3)C38—C37—C36119.9 (3)
C15—C16—H16119.8C38—C37—H37120.0
C17—C16—H16119.8C36—C37—H37120.0
C16—C17—C18119.9 (3)C37—C38—C33120.8 (3)
C16—C17—H17120.1C37—C38—H38119.6
C18—C17—H17120.1C33—C38—H38119.6

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HB5294).

References

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