Research Article: (E)-N′-(2,4,6-Trihydroxy­benzyl­idene)isonicotinohydrazide sesquihydrate

Date Published: May 01, 2010

Publisher: International Union of Crystallography

Author(s): H. S. Naveenkumar, Amirin Sadikun, Pazilah Ibrahim, Wan-Sin Loh, Hoong-Kun Fun.


In the title compound, C13H11N3O4·1.5H2O, the pyridine ring forms a dihedral angle of 1.50 (6)° with the benzene ring. An intra­molecular O—H⋯N hydrogen bond forms a six-membered ring with an S(6) ring motif. In the crystal structure, one water mol­ecule is disordered over two positions around an inversion centre with site-occupancy factors of 0.5. Inter­molecular O—H⋯N, O—H⋯O, N—H⋯O and C—H⋯O hydrogen bonds consolidate the structure into a three dimensional network. A π–π stacking inter­action with a centroid–centroid distance of 3.5949 (7) Å is also present.

Partial Text

For biological applications of isoniazid derivatives, see: Janin (2007 ▶); Maccari et al. (2005 ▶); Slayden & Barry (2000 ▶). For the biological activity of Schiff bases, see: Kahwa et al. (1986 ▶). For related structures, see: Naveenkumar et al. (2009 ▶); Naveenkumar, Sadikun, Ibrahim, Quah & Fun (2010 ▶); Naveenkumar, Sadikun, Ibrahim, Yeap & Fun (2010 ▶); Shi (2005 ▶). For hydrogen-bond motifs, see: Bernstein et al. (1995 ▶). For bond-length data, see: Allen et al. (1987 ▶). For the synthesis, see: Lourenco et al. (2008 ▶). For the stability of the temperature controller used for the data collection, see: Cosier & Glazer (1986 ▶).




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