Weak Intermolecular Interaction and Lattice Energy Analysis of Some Benzothiazole Derivatives

Abstract

A series of four chemically-similar-looking benzothiazole structures have been analyzed for their crystallographic comparison, weak intermolecular interaction analysis and lattice energy calculations. All the crystal structures are planar. However, the hydrazinyl group is slightly deviated with respect to the benzothiazole moiety in each structure. The N-H...N hydrogen bond plays an important role in the stabilization of the crystal packing in these derivatives. The related interactions of the type N-H...π, C-H...S and N....N act as an important linkage in most of the molecular pairs. A computational method has been used for the quantification of intermolecular interactions, as it allows partitioning of total interaction energy into corresponding coulombic, polarization, dispersion and repulsion contribution which facilitates a better understanding of the nature of intermolecular interactions contributing towards the crystal packing. The dispersive energy, however, lends significant contribution to the stabilization of these structures, thus making the combined nature of interaction energy in all the four molecules as predominately dispersive.