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Hydrogen bonding effects on charge distribution and vibrational spectra of N-(2-carboxyphenyl)salicylidenimine tautomers
Journal article

Hydrogen bonding effects on charge distribution and vibrational spectra of N-(2-carboxyphenyl)salicylidenimine tautomers

Nilesh R Dhumal and Shridhar P Gejji
Journal of molecular structure. Theochem, Vol.640(1), pp.117-122
2003

Abstract

Ab initio Hybrid density functional Tautomer
Structures of the phenol-imine and quinoid tautomers of the titled ligand have been obtained from the ab initio and hybrid density functional methods. The phenol-imine tautomer having bifurcated N⋯H hydrogen bonds (1.799 and 1.833 Å), has been predicted to be 14.9 kJ mol −1 more stable than the quinoid tautomer wherein O⋯H hydrogen bonded interactions are present. Charge distributions in these tautomers have been calculated using the molecular electrostatic potential as a tool. Consequences of hydrogen bonding to the vibrational spectra are discussed.

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