Density Functional Theory Calculations and Crystal Structures of Some Bis-Chalcone Derivatives

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YAKALI G., BİÇER A., BARUT D., CİN G. T.

Turkish Computational and Theoretical Chemistry, cilt.3, sa.1, ss.5-16, 2019 (Scopus) identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 3 Sayı: 1
  • Basım Tarihi: 2019
  • Doi Numarası: 10.33435/tcandtc.457472
  • Dergi Adı: Turkish Computational and Theoretical Chemistry
  • Derginin Tarandığı İndeksler: Scopus
  • Sayfa Sayıları: ss.5-16
  • Anahtar Kelimeler: 13CNMR, 1H NMR, bis-chalcone, DFT, FT-IR, stacking interactions, XRD
  • Akdeniz Üniversitesi Adresli: Evet

Özet

© 2021. All Rights Reserved.The three bis-chalcone compounds, (2E,6E)-2,6-bis(3-chlorobenzylidene)cyclohexanone (1), (2E,6E)-2,6-bis(2,3-dichlorobenzylidene)cyclohexanone (2) and (2E,5E)-2,5-bis(2,6-dichloro benzylidene) cyclopentanone (3), were studied with theoretical and single-crystal X-ray diffraction (XRD) methods. The molecular geometric parameters, frontier molecular orbitals, MEP, normal mode frequencies and the corresponding vibrational assignments, gauge-including atomic orbital (GIAO) 1H-NMR, 13C-NMR chemical shift values of the bis-chalcone compounds in the ground state have been calculated using the density functional (B3LYP) methods with 6-311G (d,p) basis set. These molecules demonstrate apparently a long and flat shape. The each molecule adopt an (E) configuration about the central olefinic bonds. The most important feature is stacking mode in the molecules. The calculated results reveal that the optimized geometries can well reproduce the crystal structure. The theoretical vibrational frequencies and 1H-NMR and 13C-NMR chemical shift values show good agreement with the experimental data.