Study of the structure of 2-phenylquinazolin-4(3h)-one hydrochloride by X-ray diffraction analysis

Abstract

The structure of 2-phenylquinazolin-4(3H)-one hydrochloride was investigated in the study context using X-ray crystallography, including the comparison to the structure of the corresponding neutral molecule., At that, more complex packing of molecules in the crystal was observed in the case of hydrochloride. The results of X-ray crystallography analysis were registered in the Cambridge Structural Data Base under the number CCDC 2448813. For the described hydrochloride, intermolecular hydrogen bonds should be noted, realized in the pseudo-layer: C(8)-H…Cl(1), C(8)-H…O(1), N(1) H…Cl(1). In addition, the π stacking was observed between the phenyl substituents of adjacent molecules. The layered structure was stabilized by weak non-centered interactions between the electron-deficient carbon atom of the quinazolinone cycle, bonded to two electron-acceptor nitrogen atoms, and the chloride anion (C(2)…Cl– 3.40(9) Å). According to theoretical and experimental studies in the literature, such non-covalent interactions between electron-deficient aromatic systems and anions are energetically favorable and have received significant recognition due to their importance in many chemical and biological key processes.