Theoretical investigation of 5-(2-Acetoxyethyl)-6-methylpyrimidin-2, 4-dione: Conformational study, NBO and NLO analysis, molecular structure and NMR spectra


Pir H., Gunay N., Tamer O., Avci D., Atalay Y.

SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, cilt.112, ss.331-342, 2013 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 112
  • Basım Tarihi: 2013
  • Doi Numarası: 10.1016/j.saa.2013.04.063
  • Dergi Adı: SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.331-342
  • Anahtar Kelimeler: 5-(2-Acetoxyethyl)-6-methylpyrimidin-2,4-dione, Conformational, NBO and NLO analysis, HF and DFT, NMR spectra, HOMO-LUMO energies, Molecular electrostatic potential (MESP) surfaces, NONLINEAR-OPTICAL-PROPERTIES, DENSITY-FUNCTIONAL THEORY, AB-INITIO HF, 1ST HYPERPOLARIZABILITIES, SOLVENT DEPENDENCE, CHEMICAL-SHIFTS, POLARIZABILITIES, DERIVATIVES, PYRIMIDINE, DFT
  • Kocaeli Üniversitesi Adresli: Hayır

Özet

Structural and conformational, natural bond orbital (NBO) and nonlinear optical (NLO) analysis was performed, and H-1 and C-13 NMR chemical shifts values of 5-(2-Acetoxyethyl)-6-methylpyrimidin-2,4-dione [C9H12N2O4] in the ground state were calculated by using Density Functional Theory (DFT-B3LYP/6-311++G(d,p)) and Hartree-Fock (HF/6-311++G(d,p)) methods. The NMR data were calculated by means of the GIAO, CSGT, and IGAIM methods. In addition, the molecular frontier orbital energies, thermodynamic parameters (in the range of 200-700 K), molecular surfaces, Mulliken charges and atomic polar tensor-based charges were investigated. Besides, the analysis of all possible conformational of the title compound, a detailed potential energy curve for tau(1)(C-8-O-3-C-10-O-4), tau(2)(C-8-O-3-C-10-C-11) and tau(3) (C-3-C-7-C-8-O-3) dihedral angles were performed in steps of 10 from 0 to 360, and depicted to find the most stable form. Finally, the calculated HOMO and LUMO energies show that charge transfer occurs within the title compound. (c) 2013 Elsevier B.V. All rights reserved.