(E)-N′-[(E)-3-Phenyl­allyl­idene]benzo­hydrazide

Deng, G.-M.; Chen, Z.; Wang, C.-R.; Zhang, H.-M.

doi:10.1107/S1600536811053645

Volume 68
Part 1
Page o160
January 2012

Received 10 December 2011
Accepted 13 December 2011
Online 17 December 2011

Key indicators
Single-crystal X-ray study
T = 296 K
Mean (C-C) = 0.004 Å
R = 0.041
wR = 0.096
Data-to-parameter ratio = 10.0
Details

(E)-N'-[(E)-3-Phenylallylidene]benzohydrazide

Gui-Ming Deng,^a,^b Zhen Chen,^b Chao-Run Wang ^b and He-Ming Zhang ^a ^*

^aMOE Key Laboratory of Laser Life Science & Institute of Laser Life Science, College of Biophotonics, South China Normal University, Guangzhou 510631, People's Republic of China, and ^bThe First Affiliated Hospital of Hunan University of Chinese Medicine, Changsha, 410007, People's Republic of China
Correspondence e-mail: zhang_heming88@yahoo.com.cn

In the title molecule, C₁₆H₁₄N₂O, the dihedral angle between the two phenyl rings is 23.5 (6)°. In the crystal, N-H-O hydrogen bonds link molecules into chains running along the a axis.

Related literature

For general background to the applications of Schiff bases in the pharmaceutical and agrochemical fields, see: Bernardino et al. (2006); Zhang et al. (2008). For related structures, see: Ji & Shi (2008); He & Liu (2005); Zhen & Han (2005); Zhang et al. (2007).

Experimental

Crystal data

C₁₆H₁₄N₂O
M_r = 250.29
Orthorhombic, P n a 2₁
a = 8.427 (3) Å
b = 10.439 (4) Å
c = 15.724 (6) Å
V = 1383.2 (9) Å³
Z = 4
Mo K radiation
= 0.08 mm^-1
T = 296 K
0.16 × 0.13 × 0.10 mm

Data collection

Bruker APEXII CCD diffractometer
6868 measured reflections
1761 independent reflections
1361 reflections with I > 2(I)
R_int = 0.040

Refinement

R[F² > 2(F²)] = 0.041
wR(F²) = 0.096
S = 1.01
1761 reflections
176 parameters
1 restraint
H atoms treated by a mixture of independent and constrained refinement
_max = 0.09 e Å^-3
_min = -0.12 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
N1-H1AO1ⁱ	0.88 (2)	2.05 (2)	2.898 (3)	161 (2)
Symmetry code: (i) $[x-{\script{1\over 2}}, -y+{\script{3\over 2}}, z]$ .

Data collection: SMART (Bruker, 2001); cell refinement: SAINT-Plus (Bruker, 2003); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL; 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: CV5216 ).

Acknowledgements

This work was supported by the National Natural Science Foundation of China (30940094) and the Science Foundation for Excellent Youth Scholars of the Education Commission of Hunan Province, China (10B077).

References

Bernardino, A. M. R., Gomes, A. O., Charret, K. S., Freita, A. C. C., Machado, G. M. C., Canto-Cavalheiro, M. M., Leon, L. L. & Amaral, V. F. (2006). Eur. J. Med. Chem. 41, 80-87.
Bruker (2001). SMART. Bruker AXS Inc., Madison, Wisconsin, USA.
Bruker (2003). SAINT-Plus. Bruker AXS Inc., Madison, Wisconsin, USA.
He, Y.-Z. & Liu, D.-Z. (2005). Acta Cryst. E61, o3855-o3856.
Ji, N.-N. & Shi, Z.-Q. (2008). Acta Cryst. E64, o1918.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Zhang, H. Q., Li, J. Z., Zhang, Y. & Zhang, D. (2008). Chin. J. Inorg. Chem. 24, 990-993.
Zhang, H.-Q., Li, J.-Z., Zhang, Y., Zhang, D. & Su, Z.-H. (2007). Acta Cryst. E63, o3536.
Zhen, X.-L. & Han, J.-R. (2005). Acta Cryst. E61, o4360-o4361.

organic compounds