Spectroscopic (FT-IR and UV-Vis) and theoretical (HF and DFT) investigation of 2-Ethyl-N-[(5-nitrothiophene-2-yl)methylidene] aniline

CEYLAN Ü., Özdemir Tarı G., GÖKCE H., Ağar E.

JOURNAL OF MOLECULAR STRUCTURE, cilt.1110, ss.1-10, 2016 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 1110
  • Basım Tarihi: 2016
  • Doi Numarası: 10.1016/j.molstruc.2016.01.019
  • Dergi Adı: JOURNAL OF MOLECULAR STRUCTURE
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.1-10
  • Anahtar Kelimeler: Schiff base, Hartree Fock, Density functional theory, Quantum chemical calculations, DENSITY-FUNCTIONAL THEORY, SCHIFF-BASES, ELECTRONIC-PROPERTIES, VIBRATIONAL-SPECTRA, CRYSTAL-STRUCTURE, 2ND-ORDER NONLINEARITY, MOLECULAR-STRUCTURE, OPTICAL-PROPERTIES, APPROXIMATION, TAUTOMERISM
  • Ondokuz Mayıs Üniversitesi Adresli: Evet

Özet

Crystal structure of the title compound, 2-Ethyl-N-[(5-nitrothiophene-2-yl)methylidene]aniline, G(13)H(12)N(2)O(2)S, has been synthesized and characterized by FT-IR and UV-Vis spectrum. The compound crystallized in the monoclinic space group P 21/c with a = 113578 (4) angstrom, b = 7.4923 (2) angstrom, c = 14.9676 (6) angstrom and beta = 99.589 (3)degrees and Z = 4 in the unit cell. The molecular geometry was also calculated using the Gaussian 03 software and structure was optimized using the HF and DFT/B3LYP methods with the 6-311++G(d,p) basis set in ground state. Using the TD-DFT method, the electronic absorption spectra of the title compound was computed in both the gas phase and ethanol solvent. The harmonic vibrational frequencies of the title compound were calculated using the same methods with the 6-311++G(d,p) basis set. The calculated results were compared with the experimental determination results of the compound. It was seen that the optimized structure was in excellent agreement with the X-ray crystal structure. The energetic behaviors of the title compound in solvent media were examined using the HF and DFT/B3LYP methods with the 6-311++G(d,p) basis set applying the polarizable continuum model (PCM). In addition, the molecular orbitals (FMOs) analysis, molecular electrostatic potential (MEP), nonlinear optical and thermodynamic properties of the title compound were performed using the same methods with the 6-311++G(d,p) basis set. (C) 2016 Elsevier B.V. All rights reserved.