2-(4-Amino­phen­yl)-1,3-benzoxazole

Qu, Y.; Zhang, S.; Teng, L.; Xia, X.; Zhang, Y.

doi:10.1107/S160053680801653X

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 (C-C) = 0.004 Å
R = 0.065
wR = 0.152
Data-to-parameter ratio = 12.6
Details

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

Yuan Qu,^a Shi-lei Zhang,^a Lei Teng,^a Xian-you Xia ^a and Yong Zhang ^a ^*

^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-HN 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); Vinsova et al. (2005).

Experimental

Crystal data

C₁₃H₁₀N₂O
M_r = 210.23
Monoclinic, P 2₁ /n
a = 4.1461 (3) Å
b = 19.5420 (12) Å
c = 12.7705 (8) Å
= 95.243 (1)°
V = 1030.38 (12) Å³
Z = 4
Mo K radiation
= 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) T_min = 0.974, T_max = 0.987
4628 measured reflections
1902 independent reflections
1315 reflections with I > 2(I)
R_int = 0.086

Refinement

R[F² > 2(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
_max = 0.17 e Å^-3
_min = -0.22 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
N2-H2BN1ⁱ	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); cell refinement: SAINT-Plus (Bruker, 2001); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); 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.
Sheldrick, G. M. (2003). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Vinsova, J., Horak, V., Buchta, V. & Kaustova, J. (2005). Molecules, 10, 783-793.

organic compounds