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

Abstract

• X-ray structure of Pent-2-ynol derivatives. • Exploration of noncovalent interactions and self-assemblies. • Bader's theory of ‘atoms-in-molecules’(AIM). • ‘Noncovalent Interaction’ (NCI) plot index. 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∙∙∙π 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. The supramolecular solid-state frameworks of two pent‑2-ynol derivatives have been quantified and are theoretically characterized by Bader's theory of ‘atoms-in-molecules’(AIM) and ‘noncovalent interaction’ (NCI) plot index.