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Volume 69 
Part 6 
Page o987  
June 2013  

Received 5 April 2013
Accepted 23 May 2013
Online 31 May 2013

Key indicators
Single-crystal X-ray study
T = 273 K
Mean [sigma](C-C) = 0.005 Å
R = 0.054
wR = 0.186
Data-to-parameter ratio = 13.2
Details
Open access

Ethyl 5-methyl-3-phenylisoxazole-4-carboxylate

aDepartment of Studies in Physics, Manasagangotri, University of Mysore, Mysore 570 006, India,bDepartment of Chemistry, Yuvaraja's College, University of Mysore, Mysore 570 005, India, and cDepartment of Physics, St Philomena's College, Mysore, India
Correspondence e-mail: mahendra@physics.uni-mysore.ac.in

In the title compound, C13H13NO3, the dihedral angle between the phenyl and isoxazole rings is 43.40 (13)°. The ethoxycarbonyl group is rotated out of the plane of the isoxazole ring by 16.2 (13)°.

Related literature

For the biological and pharmacological importance of isoxazoles, see: Lin et al. (1997[Lin, S. T., Kuo, S. H. & Yang, F. M. (1997). J. Org. Chem. 62, 5229-5231.]). For the synthesis of isoxazole derivatives and a related structure, see: Chandra et al. (2013[Chandra, Raghu, K., Srikantamurthy, N., Umesha, K. B., Palani, K. & Mahendra, M. (2013). Acta Cryst. E69, o388.]).

[Scheme 1]

Experimental

Crystal data
  • C13H13NO3

  • Mr = 231.24

  • Monoclinic, P 21 /c

  • a = 9.750 (8) Å

  • b = 14.589 (13) Å

  • c = 9.397 (8) Å

  • [beta] = 116.872 (13)°

  • V = 1192.3 (18) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.09 mm-1

  • T = 273 K

  • 0.30 × 0.25 × 0.20 mm

Data collection
  • Bruker APEXII CCD area-detector diffractometer

  • 10036 measured reflections

  • 2060 independent reflections

  • 1340 reflections with I > 2[sigma](I)

  • Rint = 0.039

Refinement
  • R[F2 > 2[sigma](F2)] = 0.054

  • wR(F2) = 0.186

  • S = 0.99

  • 2060 reflections

  • 156 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.16 e Å-3

  • [Delta][rho]min = -0.17 e Å-3

Data collection: APEX2 (Bruker, 2009[Bruker (2009). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2009[Bruker (2009). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: PLATON (Spek, 2009[Spek, A. L. (2009). Acta Cryst. D65, 148-155.]); software used to prepare material for publication: SHELXL97.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: NC2309 ).


Acknowledgements

Chandra would like to thank the University of Mysore for awarding an RFSMS fellowship under the head DV5/Physics/389/RFSMS/2009-2010/10.07.2012.

References

Bruker (2009). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Chandra, Raghu, K., Srikantamurthy, N., Umesha, K. B., Palani, K. & Mahendra, M. (2013). Acta Cryst. E69, o388.  [CrossRef] [details]
Lin, S. T., Kuo, S. H. & Yang, F. M. (1997). J. Org. Chem. 62, 5229-5231.  [CrossRef] [ChemPort]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [details]
Spek, A. L. (2009). Acta Cryst. D65, 148-155.  [ISI] [CrossRef] [ChemPort] [details]


Acta Cryst (2013). E69, o987  [ doi:10.1107/S160053681301427X ]

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