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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 [sigma](C-C) = 0.004 Å
R = 0.041
wR = 0.096
Data-to-parameter ratio = 10.0
Details
Open access

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

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[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.]); Zhang et al. (2008[Zhang, H. Q., Li, J. Z., Zhang, Y. & Zhang, D. (2008). Chin. J. Inorg. Chem. 24, 990-993.]). For related structures, see: Ji & Shi (2008[Ji, N.-N. & Shi, Z.-Q. (2008). Acta Cryst. E64, o1918.]); He & Liu (2005[He, Y.-Z. & Liu, D.-Z. (2005). Acta Cryst. E61, o3855-o3856.]); Zhen & Han (2005[Zhen, X.-L. & Han, J.-R. (2005). Acta Cryst. E61, o4360-o4361.]); Zhang et al. (2007[Zhang, H.-Q., Li, J.-Z., Zhang, Y., Zhang, D. & Su, Z.-H. (2007). Acta Cryst. E63, o3536.]).

[Scheme 1]

Experimental

Crystal data
  • C16H14N2O

  • Mr = 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[alpha] radiation

  • [mu] = 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[sigma](I)

  • Rint = 0.040

Refinement
  • R[F2 > 2[sigma](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

  • [Delta][rho]max = 0.09 e Å-3

  • [Delta][rho]min = -0.12 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N1-H1A...O1i 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[Bruker (2001). SMART. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT-Plus (Bruker, 2003[Bruker (2003). SAINT-Plus. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXTL; 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: 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.  [ISI] [CrossRef] [PubMed] [ChemPort]
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.  [CSD] [CrossRef] [details]
Ji, N.-N. & Shi, Z.-Q. (2008). Acta Cryst. E64, o1918.  [CSD] [CrossRef] [details]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Zhang, H. Q., Li, J. Z., Zhang, Y. & Zhang, D. (2008). Chin. J. Inorg. Chem. 24, 990-993.  [CSD] [CrossRef] [ChemPort]
Zhang, H.-Q., Li, J.-Z., Zhang, Y., Zhang, D. & Su, Z.-H. (2007). Acta Cryst. E63, o3536.  [CSD] [CrossRef] [details]
Zhen, X.-L. & Han, J.-R. (2005). Acta Cryst. E61, o4360-o4361.  [CSD] [CrossRef] [details]


Acta Cryst (2012). E68, o160  [ doi:10.1107/S1600536811053645 ]

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