Tris[4-(methyl­sulfan­yl)phen­yl]arsine

Shawkataly, O. bin; Khan, I.A.; Yeap, C.S.; Fun, H.-K.

doi:10.1107/S160053681002876X

Volume 66
Part 8
Page o2116
August 2010

Received 17 July 2010
Accepted 19 July 2010
Online 24 July 2010

Key indicators
Single-crystal X-ray study
T = 100 K
Mean (C-C) = 0.003 Å
R = 0.039
wR = 0.097
Data-to-parameter ratio = 31.1
Details

Tris[4-(methylsulfanyl)phenyl]arsine

Omar bin Shawkataly,^a ^*⁺ Imthyaz Ahmed Khan,^a ⁺⁺ Chin Sing Yeap ^b ⁺⁺⁺ and Hoong-Kun Fun ^b ⁺⁺⁺⁺

^aChemical Sciences Programme, School of Distance Education, Universiti Sains Malaysia, 11800 USM, Penang, Malaysia, and ^bX-ray Crystallography Unit, School of Physics, Universiti Sains Malaysia, 11800 USM, Penang, Malaysia
Correspondence e-mail: omarsa@usm.my

In the title compound, C₂₁H₂₁AsS₃, the three benzene rings make dihedral angles of 88.41 (10), 87.75 (9) and 74.74 (10)° with each other. The methylsulfanyl groups are roughly coplanar with their attached benzene rings [C-S-C-C torsion angles = -7.6 (2), 11.2 (2) and 4.1 (2)°]. In the crystal, weak C-H [pi] interactions link the molecules.

Related literature

For related structures of trisarylarsines with osmium and ruthenium, see: Cullen et al. (1995); Shawkataly et al. (2009a,b, 2010a,b). For the stability of the temperature controller used in the data collection, see: Cosier & Glazer (1986).

Experimental

Crystal data

C₂₁H₂₁AsS₃
M_r = 444.48
Monoclinic, P 2₁ /c
a = 11.0839 (2) Å
b = 11.4556 (2) Å
c = 17.3247 (2) Å
= 110.860 (1)°
V = 2055.58 (6) Å³
Z = 4
Mo K radiation
= 1.96 mm^-1
T = 100 K
0.35 × 0.13 × 0.11 mm

Data collection

Bruker SMART APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2009) T_min = 0.545, T_max = 0.821
31130 measured reflections
7111 independent reflections
5098 reflections with I > 2(I)
R_int = 0.051

Refinement

R[F² > 2(F²)] = 0.039
wR(F²) = 0.097
S = 1.01
7111 reflections
229 parameters
H-atom parameters constrained
_max = 0.86 e Å^-3
_min = -0.51 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

Cg1 is the centroid of the C7-C12 benzene ring.

D-HA	D-H	HA	DA	D-HA
C21-H21ACg1ⁱ	0.96	2.55	3.441 (3)	155
Symmetry code: (i) x+1, y, z.

Data collection: APEX2 (Bruker, 2009); cell refinement: SAINT (Bruker, 2009); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL and PLATON (Spek, 2009).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HB5559 ).

Acknowledgements

The authors would like to thank the Malaysian Government and Universiti Sains Malaysia (USM) for the Research grant No. 1001/PJJAUH/811115. IAK is grateful to USM for a Visiting Researcher position. HKF and CSY thank USM for the Research University Golden Goose grant No. 1001/PFIZIK/811012. CSY also thanks USM for the award of a USM Fellowship.

References

Bruker (2009). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Cosier, J. & Glazer, A. M. (1986). J. Appl. Cryst. 19, 105-107.
Cullen, W. R., Rettig, S. J. & Zheng, T. C. (1995). Organometallics, 14, 1466-1470.
Shawkataly, O. bin, Khan, I. A., Yeap, C. S. & Fun, H.-K. (2009a). Acta Cryst. E65, m1622-m1623.
Shawkataly, O. bin, Khan, I. A., Yeap, C. S. & Fun, H.-K. (2009b). Acta Cryst. E65, m1624-m1625.
Shawkataly, O. bin, Khan, I. A., Yeap, C. S. & Fun, H.-K. (2010a). Acta Cryst. E66, m30-m31.
Shawkataly, O. bin, Khan, I. A., Yeap, C. S. & Fun, H.-K. (2010b). Acta Cryst. E66, m180-m181.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Spek, A. L. (2009). Acta Cryst. D65, 148-155.

organic compounds