Crystal structure of the 5-chloro salicylamides: Three different types of the h-bonding influenced linear chain formation in the solid state

Abstract

Three N-substituted 5-chlorosalicylamides (4-chlorophenyl, 2a; benzyl, 2b; phenethyl 2c) differing in the length of the 'linker' between the benzene ring and the amide moiety were prepared in order to compare their supramolecular architecture. The intramolecular NH⋯O(H) hydrogen bond and the intermolecular C=O⋯H-O hydrogen bond were found in the crystal structure of 2a and 2c thus forming an infinite linear chain. Compound 2b had a different arrangement with the intramolecular C=O⋯H-O hydrogen bond and another intermolecular NH⋯O(H) hydrogen forming a linear infinite chain. © 2011 by the authors; licensee MDPI, Basel, Switzerland.