Date Published: February 01, 2012
Publisher: International Union of Crystallography
Author(s): Rahman Bikas, Parisa Mahboubi Anarjan, Seik Weng Ng, Edward R. T. Tiekink.
The organic molecule of the title monohydrate, C12H9IN2O3·H2O, features a disordered furyl ring with the major component [site occupancy = 0.575 (18)] having the carbonyl O and furyl O atoms syn, and the other conformation having these atoms anti. The molecule is slightly twisted with the dihedral angle between the benzene and furyl rings being 10.3 (6)° (major component). An intramolecular O—H⋯N(imine) hydrogen bond is formed. In the crystal, the water molecule accepts a hydrogen bond from an amine H atom, and forms two O—H⋯O(carbonyl) hydrogen bonds, thereby linking three different carbohydrazide molecules. The result is a supramolecular layer parallel to (001). The closest contacts between layers are of the type I⋯I, at a distance of 3.6986 (6) Å.
For historical background to aroylhydrazones, see: Craliz et al. (1955 ▶). For the structure of the isomorphous bromido derivative, see: Tai et al. (2007 ▶). For the structures of related carbohydrazides, see: Abdel-Aziz et al. (2011 ▶); Bikas et al. (2012 ▶). For the synthesis of a precursor molecule, see: Nielsen & Gothelf (2001 ▶).