Density Functional Theory Calculations and Crystal Structures of Some Bis-Chalcone Derivatives
Turkish Computational and Theoretical Chemistry, vol.3, no.1, pp.5-16, 2019 (Scopus)
- Publication Type: Article / Article
- Volume: 3 Issue: 1
- Publication Date: 2019
- Doi Number: 10.33435/tcandtc.457472
- Journal Name: Turkish Computational and Theoretical Chemistry
- Journal Indexes: Scopus
- Page Numbers: pp.5-16
- Keywords: 13CNMR, 1H NMR, bis-chalcone, DFT, FT-IR, stacking interactions, XRD
- Open Archive Collection: AVESIS Open Access Collection
- Dokuz Eylül University Affiliated: Yes
Abstract
© 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.