Ethyl 3-[2-(p-toluene­sulfonamido)phen­yl]acrylate

Jin, M.-F.; Zhu, B.-Y.

doi:10.1107/S1600536809034163

Volume 65
Part 10
Page o2312
October 2009

Received 22 August 2009
Accepted 26 August 2009
Online 5 September 2009

Key indicators
Single-crystal X-ray study
T = 291 K
Mean (C-C) = 0.003 Å
R = 0.044
wR = 0.147
Data-to-parameter ratio = 16.2
Details

Ethyl 3-[2-(p-toluenesulfonamido)phenyl]acrylate

Mei-Fang Jin ^a ^* and Bao-Yong Zhu ^b

^aDepartment of Chemical Engineering, Anyang Institute of Technology, 455000 Anyang, People's Republic of China, and ^bDepartment of Chemistry, Dezhou University, 253023 Dezhou, People's Republic of China
Correspondence e-mail: jmeifangns@163.com

In the title compound, C₁₈H₁₉NO₄S, the two benzene rings form a dihedral angle of 52.2 (7)°. The crystal struture is stabilized by N-HO hydrogen bonds, which link the molecules into dimers.

Related literature

For functionalized carbon frameworks, see: Mukherjee et al. (2007). For sulfonamido compounds and their use in pharmaceuticals, see: Patchett et al. (1995). For a related structure, see: Senthil Kumaret al. (2006).

Experimental

Crystal data

C₁₈H₁₉NO₄S
M_r = 345.40
Triclinic, $[P \overline 1]$
a = 8.001 (4) Å
b = 10.245 (5) Å
c = 11.402 (5) Å
= 81.182 (5)°
= 70.895 (4)°
= 86.604 (5)°
V = 872.7 (8) Å³
Z = 2
Mo K radiation
= 0.21 mm^-1
T = 291 K
0.46 × 0.43 × 0.38 mm

Data collection

Oxford Diffraction Gemini S Ultra diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2001) T_min = 0.91, T_max = 0.93
15343 measured reflections
3553 independent reflections
2784 reflections with I > 2(I)
R_int = 0.020

Refinement

R[F² > 2(F²)] = 0.044
wR(F²) = 0.147
S = 1.18
3553 reflections
219 parameters
H-atom parameters constrained
_max = 0.24 e Å^-3
_min = -0.28 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
N1-H1O3ⁱ	0.92	2.01	2.920 (2)	172
Symmetry code: (i) -x+1, -y+1, -z.

Data collection: CrysAlis Pro (Oxford Diffraction, 2006 $[Oxford Diffraction (2006). CrysAlis Pro. Oxford Diffraction Ltd, Abingdon, England.]$ ); cell refinement: CrysAlis Pro; data reduction: CrysAlis Pro; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997) and CAMERON (Pearce & Watkin, 1993); software used to prepare material for publication: WinGX (Farrugia, 1999).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: BG2295 ).

Acknowledgements

The authours thank the Anyang Institute of Technology, the Natural Science Foundation of Shandong (project code: Y 2007F 68), the Scientific Research Developmental Project of Shandong Provincial Education Department (project code: J07WC09) and the Scientific Developmental Project of Dezhou City (project code 050702) for support.

References

Bruker (2001). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.
Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838.
Mukherjee, S., Yang, J. W., Hoffmann, S. & List, B. (2007). Chem. Rev. 107, 5471-5569.
Oxford Diffraction (2006). CrysAlis Pro. Oxford Diffraction Ltd, Abingdon, England.
Patchett, A. A., Nargund, R. P. & Tata, J. R. (1995). Proc. Natl Acad. Sci. USA, 92, 7001-7005.
Pearce, L. J. & Watkin, D. J. (1993). CAMERON. Chemical Crystallography Laboratory, University of Oxford, England.
Senthil Kumar, G., Chinnakali, K., Ramesh, N., Mohanakrishnan, A. K. & Fun, H.-K. (2006). Acta Cryst. E62, o5905-o5907.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.

organic compounds