(IUCr) N'-(2-Hydroxybenzylidene)-4-methoxybenzohydrazide

Volume 64
Part 4
Page o767
April 2008

Received 19 March 2008
Accepted 25 March 2008
Online 29 March 2008

Key indicators
Single-crystal X-ray study
T = 298 K
Mean (C-C) = 0.002 Å
R = 0.038
wR = 0.111
Data-to-parameter ratio = 15.6
Details

N'-(2-Hydroxybenzylidene)-4-methoxybenzohydrazide

Chun-Bao Tang ^a ^*

^aDepartment of Chemistry, Jiaying University, Meizhou 514015, People's Republic of China
Correspondence e-mail: chunbao_tang@163.com

The title Schiff base compound, C₁₅H₁₄N₂O₃, was derived from the condensation reaction of salicylaldehyde with 4-methoxybenzohydrazide. The dihedral angle between the two benzene rings is 2.5 (2)°. In the crystal structure, molecules are linked through intermolecular N-HO hydrogen bonds, forming chains running along the b axis.

Related literature

For related structures, see: Tang (2006, 2007a,b,c,d). For reference structural data, see: Allen et al. (1987).

Experimental

Crystal data

C₁₅H₁₄N₂O₃
M_r = 270.28
Monoclinic, P 2₁ /c
a = 16.283 (4) Å
b = 5.1876 (12) Å
c = 16.303 (4) Å
= 108.093 (2)°
V = 1309.0 (5) Å³
Z = 4
Mo K radiation
= 0.10 mm^-1
T = 298 (2) K
0.23 × 0.20 × 0.17 mm

Data collection

Bruker SMART CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) T_min = 0.978, T_max = 0.984
7166 measured reflections
2862 independent reflections
2288 reflections with I > 2(I)
R_int = 0.024

Refinement

R[F² > 2(F²)] = 0.038
wR(F²) = 0.111
S = 1.03
2862 reflections
183 parameters
H-atom parameters constrained
_max = 0.18 e Å^-3
_min = -0.14 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
N2-H2O2ⁱ	0.90	2.18	3.0112 (15)	153
O1-H1N1	0.82	1.90	2.6171 (14)	146
Symmetry code: (i) x, y+1, z.

Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); 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: SHELXL97.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: SJ2477 ).

Acknowledgements

Financial support from the Jiaying University Research Fund is gratefully acknowledged.

References

Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, pp. S1-19.
Bruker (2002). SAINT and SMART. Bruker AXS Inc., Madison, Wisconsin, USA.
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Tang, C.-B. (2006). Acta Cryst. E62, m2629-m2630.
Tang, C.-B. (2007a). Acta Cryst. E63, m2654.
Tang, C.-B. (2007b). Acta Cryst. E63, m2785-m2786.
Tang, C.-B. (2007c). Acta Cryst. E63, o4545.
Tang, C.-B. (2007d). Acta Cryst. E63, o4841.

organic compounds