Theoretical investigation of the conformation and hydrogen bonding ability of 5-arylazosalicylaldoximes

Conformations of 5-arylazosalicylaldoximes 6–10 have been predicted from spectral and theoretical studies. The orientation of OH bond is predicted to be anti to CN bond from the PES analysis. The presence of intramolecular hydrogen bonding in oximes 6–10 and their parent aldehydes 1–5 is supported by the additional bond and ring critical points from AIM analysis, hyperconjugative interaction energies determined from NBO analysis and selected geometrical parameters derived from optimized structures. Molecular properties such as dipole moment, polarizability and hyperpolarizabilities for oximes 6–10 and their parent aldehydes 1–5 were also determined by computational studies.

► Conformations of oximes have been predicted from spectral and theoretical studies. ► Intramolecular hydrogen bonding in oximes and aldehydes. ► Molecular properties for oximes and aldehydes were determined from computational studies.