N′-[4-(Dimethyl­amino)benzyl­idene]benzohydrazide

Cui, C.; Meng, Q.; Wang, Y.

doi:10.1107/S1600536809036460

Volume 65
Part 10
Page o2472
October 2009

Received 28 August 2009
Accepted 9 September 2009
Online 16 September 2009

Key indicators
Single-crystal X-ray study
T = 298 K
Mean (C-C) = 0.005 Å
R = 0.048
wR = 0.066
Data-to-parameter ratio = 8.1
Details

N'-[4-(Dimethylamino)benzylidene]benzohydrazide

Chuansheng Cui,^a ^* Qingan Meng ^a and Yong Wang ^a

^aCollege of Chemistry and Chemical Engineering, Liaocheng University, Shandong 252059, People's Republic of China
Correspondence e-mail: cuichuansheng@lcu.edu.cn

In the title molecule, C₁₆H₁₇N₃O, the two aromatic rings form a dihedral angle of 4.51 (18)°. In the crystal structure, intermolecular N-HO hydrogen bonds link molecules related by translation along the a axis into ribbons.

Related literature

For the biological properties of Schiff base ligands, see Bedia et al. (2006). For related crystal structures, see: Fun et al. (2008); Alhadi et al. (2008); Nie (2008).

Experimental

Crystal data

C₁₆H₁₇N₃O
M_r = 267.33
Orthorhombic, P 2₁ 2₁ 2₁
a = 5.131 (3) Å
b = 8.446 (4) Å
c = 32.502 (16) Å
V = 1408.5 (13) Å³
Z = 4
Mo K radiation
= 0.08 mm^-1
T = 298 K
0.40 × 0.31 × 0.15 mm

Data collection

Bruker SMART APEX CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) T_min = 0.968, T_max = 0.988
6499 measured reflections
1489 independent reflections
768 reflections with I > 2(I)
R_int = 0.072

Refinement

R[F² > 2(F²)] = 0.048
wR(F²) = 0.066
S = 1.00
1489 reflections
183 parameters
H-atom parameters constrained
_max = 0.13 e Å^-3
_min = -0.11 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
N1-H1O1ⁱ	0.86	2.19	2.982 (4)	153
Symmetry code: (i) x+1, y, z.

Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT; 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: CV2609 ).

Acknowledgements

The authors acknowledge the financial support of the University Student Science and Technology Culture Foundation of Liaocheng University (grant No. SRT08041HX2).

References

Alhadi, A. A., Ali, H. M., Puvaneswary, S., Robinson, W. T. & Ng, S. W. (2008). Acta Cryst. E64, o1584.
Bedia, K. K., Elcin, O., Seda, U., Fatma, K., Nathaly, S., Sevim, R. & Dimoglo, A. (2006). Eur. J. Med. Chem. 41, 1253-1261.
Fun, H.-K., Patil, P. S., Jebas, S. R., Sujith, K. V. & Kalluraya, B. (2008). Acta Cryst. E64, o1594-o1595.
Nie, Y. (2008). Acta Cryst. E64, o471.
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Siemens (1996). SMART and SAINT. Siemens Analytical X-ray Instruments Inc., Madison, Wisconsin, USA.

organic compounds