A combined experimental and theoretical analysis on the solid-state supramolecular assemblies of pent-2-ynol derivatives

Abstract

Two new compounds namely, 6-methyl-1-(p-tolyl)hept-3-yne-1,5-diol (1) and N-(5-hydroxy-1-phenylhex-3-yn-1-yl)-4-nitrobenzenesulfonamide (2) have been synthesized and structurally characterized through single-crystal X-ray diffraction analysis. X-ray crystallography reveals that the structures are stabilized through hydrogen bonds. However, compound (1) exhibits dual C-H center dot center dot center dot pi interactions. The solid-state supramolecular self-assemblies have been reconnoitered in detail for both structures. The noncovalent interactions that are exhibited by the structures are quantified through Hirshfeld surface analyses. The noncovalent interactions are characterized by Bader's theory of `atoms-in-molecules' (AIM). Additionally, the supramolecular frameworks are further characterized by the theoretical `Noncovalent Interaction' (NCI) plot index. (C) 2021 Published by Elsevier B.V.