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Updated: May 13, 2026

Modification and Functionalization of the Guanidine Group by Tailor-made Precursors
Published on: April 27, 2017
1-[4-({4-[(E)-(2-Hy-droxy-naphthalen-1-yl)methyl-idene-amino]-phen-yl}sulfan-yl)phen-yl]ethanone
Rabihe Hebbachi1, Hénia Mousser, Abdelhamid Mousser
1Département de Chimie, Faculté des Sciences Exactes, Université Mentouri Constantine, Route de Ain El Bey, Constantine, Algerie.
Abstract:
The title Schiff base compound, C25H19NO2S, crystallizes in a statistically disordered structure comprising keto and enol tautomeric forms. In the enol form, the benzenoid arrangment is promoted by a strong intra-molecular O-H⋯N hydrogen bond and adopts an E conformation about the imine bond. In the keto form there is an intramolecular N-H⋯O hydrogen bond. In the crystal, an extended network of C-H⋯O hydrogen bonds stabilizes columns parallel to the c axis, forming large voids (there are four cavities of 108 Å(3) per unit cell) with highly disordered residual electron density. The SQUEEZE procedure in PLATON [Spek (2009 ▶). Acta Cryst. D65, 148-155] was used to eliminate the contribution of this electron density from the intensity data, and the solvent-free model was employed for the final refinement. The contribution of this undetermined solvent was ignored in the calculation of the unit-cell characteristics.
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