Carbamohydrazonothioate derivative—experimental and theoretical explorations of the crystal and molecular structure

Abstract

The structural studies of carbamohydrazonothioate derivative and its hydrochloride solvate are the aim of hereunder presented research. The combination of the crystallographic technics and the Hirshfeld surface analysis allows to describe the net of the hydrogen bonds as well as other non-covalent interactions within the crystal structures. The crystal structures of 4-ethenylbenzyl N ′-[(E)-phenylmethylidene] carbamohydrazonothioate (CHT) and CHT hydrochloride solvate are built of bent and linear conformers of the carbamohydrazonothioate derivative, respectively. The theoretical calculations indicate that the alteration of the conformation is possible. While the geometry of the bent conformers allows the crystal structure to propagate, the linear conformation does not encourage formation of the intermolecular interactions between CHT molecules. Therefore, in the latter case, the chloride ions and methanol play the role of the molecular glue. In both crystal structures, the dominant is H•••H interaction; thus, the dispersion energy is an important factor in intermolecular interactions. The theoretical calculations for single molecules and dimers of CHT show the negligible influence of the crystal packing on molecular conformation and dimer formation, when the dispersion energy correction is applied.