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Volume 64 
Part 7 
Page o1210  
July 2008  

Received 19 May 2008
Accepted 30 May 2008
Online 7 June 2008

Key indicators
Single-crystal X-ray study
T = 298 K
Mean [sigma](C-C) = 0.004 Å
R = 0.065
wR = 0.152
Data-to-parameter ratio = 12.6
Details
Open access

2-(4-Aminophenyl)-1,3-benzoxazole

aSchool of Chemical and Materials Engineering, Huangshi Institute of Technology, Huangshi 435003, People's Republic of China
Correspondence e-mail: zy0340907@yahoo.com.cn

In the title molecule, C13H10N2O, the dihedral angle between the benzoxazole ring system and the benzene ring is 11.8 (1)°. In the crystal structure, molecules are linked by intermolecular N-H...N hydrogen bonds and [pi]...[pi] interactions [centroid-centroid distance = 3.6560 (15) Å] to form a two-dimensional network.

Related literature

For related literature, see: Prudhomme et al. (1986[Prudhomme, M., Guyot, J. & Jeminet, G. (1986). J. Antibiot. 39, 934-937.]); Vinsova et al. (2005[Vinsova, J., Horak, V., Buchta, V. & Kaustova, J. (2005). Molecules, 10, 783-793.]).

[Scheme 1]

Experimental

Crystal data
  • C13H10N2O

  • Mr = 210.23

  • Monoclinic, P 21 /n

  • a = 4.1461 (3) Å

  • b = 19.5420 (12) Å

  • c = 12.7705 (8) Å

  • [beta] = 95.243 (1)°

  • V = 1030.38 (12) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.09 mm-1

  • T = 298 (2) K

  • 0.30 × 0.20 × 0.15 mm

Data collection
  • Bruker SMART CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 2003[Sheldrick, G. M. (2003). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.974, Tmax = 0.987

  • 4628 measured reflections

  • 1902 independent reflections

  • 1315 reflections with I > 2[sigma](I)

  • Rint = 0.086

Refinement
  • R[F2 > 2[sigma](F2)] = 0.065

  • wR(F2) = 0.151

  • S = 1.08

  • 1902 reflections

  • 151 parameters

  • 2 restraints

  • H atoms treated by a mixture of independent and constrained refinement

  • [Delta][rho]max = 0.17 e Å-3

  • [Delta][rho]min = -0.22 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N2-H2B...N1i 0.868 (10) 2.174 (12) 3.028 (3) 168 (3)
Symmetry code: (i) [x-{\script{1\over 2}}, -y+{\script{3\over 2}}, z-{\script{1\over 2}}].

Data collection: SMART (Bruker, 2001[Bruker (2001). SAINT-Plus and SMART. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT-Plus (Bruker, 2001[Bruker (2001). SAINT-Plus and SMART. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT-Plus; 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: SHELXTL.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: LH2630 ).


References

Bruker (2001). SAINT-Plus and SMART. Bruker AXS Inc., Madison, Wisconsin, USA.
Prudhomme, M., Guyot, J. & Jeminet, G. (1986). J. Antibiot. 39, 934-937.  [ChemPort] [PubMed]
Sheldrick, G. M. (2003). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Vinsova, J., Horak, V., Buchta, V. & Kaustova, J. (2005). Molecules, 10, 783-793.  [PubMed] [ChemPort]


Acta Cryst (2008). E64, o1210  [ doi:10.1107/S160053680801653X ]

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