(E)-1,2-Diphenyl­vinyl p-toluene­sulfonate

Cui, D.; Meng, Q.; Zhang, C.; Gu, J.

doi:10.1107/S160053680802607X

Volume 64
Part 9
Page o1787
September 2008

Received 8 May 2008
Accepted 13 August 2008
Online 20 August 2008

Key indicators
Single-crystal X-ray study
T = 296 K
Mean (C-C) = 0.003 Å
R = 0.036
wR = 0.116
Data-to-parameter ratio = 16.6
Details

(E)-1,2-Diphenylvinyl p-toluenesulfonate

Dongmei Cui,^a ^* Qian Meng,^a Chen Zhang ^b and Jianming Gu ^b

^aZhejiang University of Technology, College of Pharmaceutical Science, Hangzhou 310014, People's Republic of China, and ^bZhejiang University, Hangzhou 310058, People's Republic of China
Correspondence e-mail: cuidongmei@zjut.edu.cn

The title compound, C₂₁H₁₈O₃S, is the E isomer, the ester oxy link being trans to one of the phenyl groups. The planes of the phenyl substituents at the vinyl C atoms form a dihedral angle of 66.32 (7)° with each other. The vinyl group shows noticeable non-planarity, the C(Ph)-C=C-C(Ph) torsion angle being 8.4 (3)°.

Related literature

For related literature, see: Ishikawa et al. (2001); Peterson & Indelicato (1968); Yoshihiro & Atsushi (1993); Larson (1970).

Experimental

Crystal data

C₂₁H₁₈O₃S
M_r = 350.43
Monoclinic, P 2₁ /c
a = 19.8000 (7) Å
b = 5.8289 (2) Å
c = 15.5228 (7) Å
= 97.2226 (12)°
V = 1777.31 (12) Å³
Z = 4
Mo K radiation
= 0.20 mm^-1
T = 296 (1) K
0.50 × 0.50 × 0.20 mm

Data collection

Rigaku R-AXIS RAPID diffractometer
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) T_min = 0.879, T_max = 0.961
16497 measured reflections
4064 independent reflections
2454 reflections with I > 2(I)
R_int = 0.037

Refinement

R[F² > 2(F²)] = 0.035
wR(F²) = 0.115
S = 1.01
4064 reflections
245 parameters
H-atom parameters constrained
_max = 0.32 e Å^-3
_min = -0.37 e Å^-3

Data collection: PROCESS-AUTO (Rigaku, 1998); cell refinement: PROCESS-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2004); program(s) used to solve structure: SIR97 (Altomare et al., 1999); program(s) used to refine structure: CRYSTALS (Betteridge et al., 2003); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: CrystalStructure.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: YA2077 ).

Acknowledgements

This work was partially supported by the Natural Science Foundation of China (20572094, 20672099). Mr Xinju Ma of the College of Pharmaceutical Science of Zhejiang University of Technology is acknowledged for interpretation and discussion of the structural results.

References

Altomare, A., Burla, M. C., Camalli, M., Cascarano, G. L., Giacovazzo, C., Guagliardi, A., Moliterni, A. G. G., Polidori, G. & Spagna, R. (1999). J. Appl. Cryst. 32, 115-119.
Betteridge, P. W., Carruthers, J. R., Cooper, R. I., Prout, K. & Watkin, D. J. (2003). J. Appl. Cryst. 36, 1487.
Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.
Higashi, T. (1995). ABSCOR. Rigaku Corporation, Tokyo, Japan.
Ishikawa, T., Kamiyama, K., Nakayama, Y., Iizawa, Y., Okonogi, K. & Miyake, A. (2001). J. Antibiot. 54, 257-277.
Larson, A. C. (1970). Crystallographic Computing, edited by F. R. Ahmed, S. R. Hall & C. P. Huber, pp. 291-294. Copenhagen: Munksgaard.
Peterson, P. E. & Indelicato, J. M. (1968). J. Am. Chem. Soc. 90, 6515-6516.
Rigaku (1998). PROCESS-AUTO. Rigaku Corporation, Tokyo, Japan.
Rigaku/MSC (2004). CrystalStructure. Rigaku/MSC, The Woodlands, Texas, USA.
Yoshihiro, U. & Atsushi, G. (1993). Jpn Patent No. 06-345 719.

organic compounds