Monoclinic modification of 1,2-bis­(diphenyl­seleno­phosphino­yl)ethane

Nemati Kharat, A.; Ahmadian, M.; Bakhoda, G.; Abbasi, A.

doi:10.1107/S1600536808035010

Volume 64
Part 11
Page o2246
November 2008

Received 12 October 2008
Accepted 28 October 2008
Online 31 October 2008

Key indicators
Single-crystal X-ray study
T = 295 K
Mean (C-C) = 0.006 Å
R = 0.052
wR = 0.068
Data-to-parameter ratio = 17.4
Details

Monoclinic modification of 1,2-bis(diphenylselenophosphinoyl)ethane

Ali Nemati Kharat,^a Maryam Ahmadian,^a Ghasem Bakhoda ^a and Alireza Abbasi ^a ^*

^aSchool of Chemistry, University College of Science, University of Tehran, Tehran, Iran
Correspondence e-mail: aabbasi@khayam.ut.ac.ir

The complete molecule of the title compound, C₂₆H₂₄P₂Se₂, is generated by crystallographic 2-fold symmetry, with the rotation axis bisecting the central C-C bond. The dihedral angle between the terminal aromatic rings is 74.1 (1)°.

Related literature

For the synthesis and related compounds, see: Lobana (1992); Lobana et al. (2007). For the triclinic modification, whose molecule lies on a center-of-inversion, see: Risto et al. (2007).

Experimental

Crystal data

C₂₆H₂₄P₂Se₂
M_r = 556.31
Monoclinic, C 2/c
a = 15.828 (2) Å
b = 9.2057 (19) Å
c = 19.697 (3) Å
= 121.654 (8)°
V = 2443.0 (7) Å³
Z = 4
Mo K radiation
= 3.17 mm^-1
T = 295 (2) K
0.20 × 0.12 × 0.11 mm

Data collection

Stoe IPDS-II diffractometer
Absorption correction: numerical (X-SHAPE; Stoe & Cie, 2007) T_min = 0.525, T_max = 0.701
8656 measured reflections
2361 independent reflections
1835 reflections with I > 2(I)
R_int = 0.072

Refinement

R[F² > 2(F²)] = 0.052
wR(F²) = 0.068
S = 1.15
2361 reflections
136 parameters
H-atom parameters constrained
_max = 0.49 e Å^-3
_min = -0.41 e Å^-3

Table 1
Selected bond lengths (Å)

P1-Se1	2.0979 (9)
P1-C1	1.822 (3)
P1-C2	1.809 (3)
P1-C8	1.812 (3)

Data collection: X-AREA (Stoe & Cie, 2007); cell refinement: X-AREA; data reduction: X-RED; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg, 2001); software used to prepare material for publication: PLATON (Spek, 2003).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: NG2502 ).

Acknowledgements

This work was supported by a grant from the University of Tehran.

References

Brandenburg, K. (2001). DIAMOND. Crystal Impact GbR, Bonn, Germany.
Lobana, T. S. (1992). In The Chemistry of Organophosphorous Compounds. Chichester: Wiley.
Lobana, T. S., Wang, J. C. & Liu, C. W. (2007). Coord. Chem. Rev. 251, 91-110.
Risto, M., Jahr, E. M., Oilunkaniemi, R. & Laitinen, R. S. (2007). Acta Cryst. E63, o4169.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Spek, A. L. (2003). J. Appl. Cryst. 36, 7-13.
Stoe & Cie (2007). X-AREA, X-SHAPE and X-RED. Stoe & Cie GmbH, Darmstadt, Germany.

organic compounds