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Volume 70 
Part 1 
Page o94  
January 2014  

Received 29 November 2013
Accepted 8 December 2013
Online 24 December 2013

Key indicators
Single-crystal X-ray study
T = 296 K
Mean [sigma](C-C) = 0.003 Å
R = 0.047
wR = 0.128
Data-to-parameter ratio = 13.4
Details
Open access

N,N-Dimethyl-3-phenyl­isoxazole-5-carbox­amide

aAffiliated Hospital of Xi'an Medical College, 48 Fenghao West Road, 710077 Xi'an, People's Republic of China
Correspondence e-mail: liyajun9@hotmail.com

In the title compound, C12H12N2O2, synthesized by ammonolysis of 3-phenyl­isoxazole-5-carbonyl chloride in di­chloro­methane, the dihedral angle between the isoxazole ring and the phenyl ring is 14.05 (7)°. In the crystal, centrosym­metrically related mol­ecules are linked into dimers by pairs of C-H...O hydrogen bonds, generating rings of graph-set motif R22(10).

Related literature

For the biological activity of isoxazole derivatives, see: Lopes et al. (2011[Lopes, S., Nunes, C. M., Gómez-Zavaglia, A., Pinho e Melo, T. M. V. D. & Fausto, R. (2011). J. Phys. Chem. A, 115, 1199-1209.]). For the synthesis and structure of a related compound, see: Wang et al. (2013[Wang, L., Liu, X.-Y., Li, Z.-W. & Zhang, S.-Y. (2013). Acta Cryst. E69, o733.]).

[Scheme 1]

Experimental

Crystal data
  • C12H12N2O2

  • Mr = 216.24

  • Monoclinic, P 21 /c

  • a = 7.596 (3) Å

  • b = 12.377 (6) Å

  • c = 12.123 (6) Å

  • [beta] = 102.964 (8)°

  • V = 1110.7 (9) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.09 mm-1

  • T = 296 K

  • 0.36 × 0.25 × 0.13 mm

Data collection
  • Bruker APEXII CCD area detector diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2008[Bruker (2008). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.970, Tmax = 0.989

  • 5434 measured reflections

  • 1977 independent reflections

  • 1373 reflections with I > 2[sigma](I)

  • Rint = 0.032

Refinement
  • R[F2 > 2[sigma](F2)] = 0.047

  • wR(F2) = 0.128

  • S = 1.03

  • 1977 reflections

  • 148 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.14 e Å-3

  • [Delta][rho]min = -0.17 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
C8-H8...O2i 0.93 2.43 3.340 (3) 165
Symmetry code: (i) -x, -y, -z.

Data collection: APEX2 (Bruker, 2008[Bruker (2008). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2008[Bruker (2008). APEX2, SAINT and SADABS. 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: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); software used to prepare material for publication: publCIF (Westrip, 2010[Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.]).


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: RZ5100 ).


Acknowledgements

Part of this work was supported by the Scientific Reserch Project of Xi'an Medical College (No. 10FC07) and the Scientific Reserch Project of the Affiliated Hospital of Xi'an Medical College (No. XYFY10-11).

References

Bruker (2008). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Lopes, S., Nunes, C. M., Gómez-Zavaglia, A., Pinho e Melo, T. M. V. D. & Fausto, R. (2011). J. Phys. Chem. A, 115, 1199-1209.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [IUCr Journals]
Wang, L., Liu, X.-Y., Li, Z.-W. & Zhang, S.-Y. (2013). Acta Cryst. E69, o733.  [CSD] [CrossRef] [IUCr Journals]
Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.  [Web of Science] [CrossRef] [ChemPort] [IUCr Journals]


Acta Cryst (2014). E70, o94  [ doi:10.1107/S1600536813033199 ]

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