Density functional computational studies on (E)-2-[(2-Hydroxy-5-nitrophenyl)-iminiomethyl]-4-nitrophenolate

Tanak H., Yavuz M.

JOURNAL OF MOLECULAR MODELING, cilt.16, sa.2, ss.235-241, 2010 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 16 Sayı: 2
  • Basım Tarihi: 2010
  • Doi Numarası: 10.1007/s00894-009-0539-5
  • Dergi Adı: JOURNAL OF MOLECULAR MODELING
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.235-241
  • Anahtar Kelimeler: Schiff base, Density functional theory, Molecular electrostatic potential, Solvent effect, Natural bond orbital, INITIO MOLECULAR POTENTIALS, HARTREE-FOCK, EQUILIBRIUM GEOMETRIES, ANTIMICROBIAL ACTIVITY, MANNICH-BASES, SOLID-STATE, SCHIFF, TAUTOMERIZATION, DERIVATIVES, PREVISION
  • Ondokuz Mayıs Üniversitesi Adresli: Evet

Özet

Density functional calculations of the structure, atomic charges, molecular electrostatic potential and thermodynamic functions have been performed at B3LYP/6-31G(d,p) level of theory for the title compound (E)-2-[(2-hydroxy-5-nitrophenyl)-iminiomethyl]-4-nitrophenolate. The results show that the phenolate oxygen atom and all of the nitro group oxygen atoms have bigger negative charges, and the coordination ability of these atoms differs in different solvents. The energetic behavior of the title compound in solvent media has been examined using B3LYP method with the 6-31G(d,p) basis set by applying the Onsager method and the isodensity polarized continuum model (IPCM). The results obtained with these methods reveal that the IPCM method yielded a more stable structure than Onsager's method. In addition, natural bond orbital and frontier molecular orbital analysis of the title compound were performed using the B3LYP/6-31G(d,p) method.