Substituent effect in Osingle bondH⋯Se hydrogen bond—Density Functional Theory study of para-substituted phenol–SeH2 complexes

Abstract

Complexes between para-substituted phenol and SeH2 are characterized in the electronic ground state by B3LYP, B3PW91, and wB97xD levels of calculations using 6-311++G(3df,3pd) basis set. Various substituents (single bondNH2, single bondOH, single bondCH3, single bondF, single bondCl, single bondCN, and single bondNO2) are used to investigate the electronic substituent effect on intermolecular Osingle bondH⋯Se hydrogen bond. Electron withdrawing para-substituent increases hydrogen bond interaction energy and red shift in Osingle bondH stretching frequency. Stabilization energy of Osingle bondH⋯Y hydrogen bond are similar in complexes of phenol with YH2 (Y = S and Se), whereas it is almost twice when Y = O.