5-(3-Methyl­phen­yl)-3-phenyl-1,2-oxazole

Balakrishnan, B.; Praveen, C.; Seshadri, P.R.; Perumal, P.T.

doi:10.1107/S1600536811020198

Volume 67
Part 7
Page o1575
July 2011

Received 10 April 2011
Accepted 26 May 2011
Online 4 June 2011

Key indicators
Single-crystal X-ray study
T = 293 K
Mean (C-C) = 0.004 Å
R = 0.039
wR = 0.109
Data-to-parameter ratio = 9.8
Details

5-(3-Methylphenyl)-3-phenyl-1,2-oxazole

B. Balakrishnan,^a C. Praveen,^b P. R. Seshadri ^c ^* and P. T. Perumal ^b

^aDepartment of Physics, P. T. Lee Chengalvaraya Naicker College of Engineering & Technology, Kancheepuram 631 502, India,^bOrganic Chemistry Division, Central Leather Research Institute, Chennai 600 020, India, and ^cPostGraduate & Research Department of Physics, Agurchand Manmull Jain College, Chennai 600 114, India
Correspondence e-mail: seshadri_pr@yahoo.com

In the title compound, C₁₆H₁₃NO, the isoxazole ring makes dihedral angles of 16.64 (7)° with 3-methylphenzyl ring and 17.60 (7)° with the unsubstituted phenyl ring.

Related literature

For general background to isoxazole derivatives, see: Sperry & Wright (2005); Krogsgaard-Larsen et al. (1996); Deng et al. (2009); Talley (1999).

Experimental

Crystal data

C₁₆H₁₃NO
M_r = 235.27
Orthorhombic, P 2₁ 2₁ 2₁
a = 5.8052 (2) Å
b = 7.7010 (3) Å
c = 27.4363 (8) Å
V = 1226.56 (7) Å³
Z = 4
Mo K radiation
= 0.08 mm^-1
T = 293 K
0.30 × 0.25 × 0.20 mm

Data collection

Bruker Kappa APEXII area-detector diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2004) T_min = 0.977, T_max = 0.984
14583 measured reflections
1599 independent reflections
1302 reflections with I > 2(I)
R_int = 0.034

Refinement

R[F² > 2(F²)] = 0.039
wR(F²) = 0.109
S = 1.08
1599 reflections
164 parameters
H-atom parameters constrained
_max = 0.12 e Å^-3
_min = -0.18 e Å^-3

Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 (Farrugia, 1997) and PLATON (Spek, 2009); software used to prepare material for publication: SHELXL97 and PLATON.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: BT5513 ).

Acknowledgements

BB thanks Dr Babu Varghese, SAIF, IIT-Madras, India, for his help with the data collection.

References

Bruker (2004). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Deng, B. L., Zhao, Y., Hartman, T. L., Watson, K., Buckheit, R. W. Jr, Pannecouque, C., De Clereq, E. & Cushman, M. (2009). Eur. J. Med. Chem. 44, 1210-1214.
Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.
Krogsgaard-Larsen, P., Eber, B., Lund, T. M., Brauner-Osborne, H., Slok, F. A., Johansen, T. N., Brehm, L. & Madsen, U. (1996). Eur. J. Med. Chem. 31, 515-537.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Spek, A. L. (2009). Acta Cryst. D65, 148-155.
Sperry, J. & Wright, D. (2005). Curr. Opin. Drug. Discov. Dev. 8, 723-740.
Talley, J. (1999). J. Prog. Med. Chem. 13, 201-234.

organic compounds