Spectral and crystal studies on 5-(ethoxycarbonylmethoxy)-9-(phenylazo)benzaldoxime: DFT approach

Abstract

5-(Ethoxycarbonylmethoxy)-9-(phenylazo)benzaldoxime was synthesized from arylazosalicylaldehyde and characterized by IR, (1)H and (13)C NMR spectroscopy. The crystal structure of title compound was determined by X-ray crystallography. Single crystal data reveal trans configuration of aromatic rings about N=N bond and the two rings are nearly coplanar and oxime group adopts E configuration. The conformation of title compound was determined theoretically and N-O rotational barrier was also computed theoretically. HOMO-LUMO energies polarizability, hyperpolarizability, natural bond orbital (NBO), atom in molecule (AIM) analysis and atomic charges were also calculated theoretically according to density functional theory (DFT) method and analyzed.

Keywords: 5-(Ethoxycarbonylmethoxy)-9-(phenylazo)benzaldoxime; Computational; Crystal studies; Spectral.