Synthesis, crystal structure, spectral analysis and DFT computational studies on a novel isoindoline derivative

EVECEN M., Duru G., TANAK H., Alaman Ağar A.

JOURNAL OF MOLECULAR STRUCTURE, cilt.1118, ss.1-9, 2016 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 1118
  • Basım Tarihi: 2016
  • Doi Numarası: 10.1016/j.molstruc.2016.03.079
  • Dergi Adı: JOURNAL OF MOLECULAR STRUCTURE
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.1-9
  • Anahtar Kelimeler: Isoindoline-1,3-dione, Vibrational spectra, DFT, UV-Vis, NLO, MEP, DENSITY-FUNCTIONAL THEORY, PHTHALIMIDE DERIVATIVES, VIBRATIONAL-SPECTRA, ELECTRONIC-STRUCTURE, EXCITATION-ENERGIES, MOLECULAR-STRUCTURE, DYEING PROPERTIES, COLOR FASTNESS, FT-RAMAN, IR
  • Ondokuz Mayıs Üniversitesi Adresli: Evet

Özet

The isoindoline compound, 2-(3-chloro-4-(4-chloroPhenoxy)phenyflisoindoline-1,3-dione, has been synthesized and characterized by FT-IR, UV-Vis and X-ray single-crystal determination. The compound crystallizes in the monoclinic space group P21/c with a = 20.441 (3) angstrom, b = 4.0258 (4) angstrom, c = 23.83 6 (2) angstrom, beta = 121.918 (7)degrees and Z = 4. The molecular structure and vibrational frequencies in the ground state were calculated using the density functional theory method (B3LYP) with 6-311++G(d,p) basis set. The results obtained from the optimization and vibrational analyses are agree with the experimental results. Using the TD-DFT method, electronic absorption spectra have been calculated, and they are compatible with the experimental ones. The electric dipole moment (mu), polarizability (alpha) and the first hyperpolarizability (beta) values of the compound were calculated theoretically. The first hyperpolarizability of the molecule shows that the compound can be a good candidate of nonlinear optical material. In addition, OFT calculations of the compound, atomic charges, molecular electrostatic potential and thermodynamic properties were also performed at B3LYP/6-311++G(d,p) level of theory. (C) 2016 Elsevier B.V. All rights reserved.