Received 4 November 2008
In the title compound, C15H13N3O3·H2O, the two benzene rings form a dihedral angle of 2.03 (2)°. In the crystal structure, adjacent hydrazide molecules are linked into dimers by water molecules; these dimers are then stacked along the b axis. Intermolecular O-HO, O-HN and C-HO hydrogen bonds and a - stacking interaction between the nitrobenzene and tolyl rings with a centroid-centroid distance of 3.8208 (3) Å are observed. There is also a short ON contact [2.6824 (7) Å].
For related literature on hydrazones, see: Sridhar & Perumal (2003). For the biological applications of hydrazides/hydrazones, see: Bedia et al. (2006). For a related structure, see: Fun et al. (2008). For bond-length data, see: Allen et al. (1987).
Data collection: APEX2 (Bruker, 2005); cell refinement: SAINT (Bruker, 2005); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL and PLATON (Spek, 2003).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: IS2358 ).
FHK and SRJ thank the Malaysian Government and Universiti Sains Malaysia for the Science Fund grant No. 305/PFIZIK/613312. SRJ thanks Universiti Sains Malaysia for a post-doctoral research fellowship.
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Sridhar, R. & Perumal, P. T. (2003). Synth. Commun. 33, 1483-1488.