( E )-1-(Benzo[ d ][1,3]dioxol-5-yl)-3-([2,2'-bi-thio-phen]-5-yl)prop-2-en-1-one: crystal structure, UV-Vis analysis and theoretical studies of a new π-conjugated chalcone

• Published in: Acta crystallographica. Section E, Crystallographic communications Crystallographic communications, 2019-05, Vol.75 (Pt 5), p.632-637
• Main Authors: Anizaim, Ainizatul Husna, Zaini, Muhamad Fikri, Laruna, Muhammad Adlan, Razak, Ibrahim Abdul, Arshad, Suhana
• Format: Article
• Language: English
• Subjects: crystal structure; DFT; Hirshfeld surface; HOMO–LUMO; Research Communications; UV–Vis
• ISSN: 2056-9890; 2056-9890
• DOI: 10.1107/S2056989019004912

In the title compound, C H O S , synthesized by the Claisen-Schmidt condensation method, the essentially planar chalcone unit adopts an configuration with respect to the carbonyl group within the ethyl-enic bridge. In the crystal, weak C-H⋯π inter-actions connect the mol-ecules into zigzag chains along the -axis direction. The mol-ecular structure was optimized geometrically using Density Functional Theory (DFT) calculations at the B3LYP/6-311 G++(d,p) basis set level and compared with the experimental values. Mol-ecular orbital calculations providing electron-density plots of HOMO and LUMO mol-ecular orbitals and mol-ecular electrostatic potentials (MEP) were also computed both with the DFT/B3LYP/6-311 G++(d,p) basis set. The experimental energy gap is 3.18 eV, whereas the theoretical HOMO-LUMO energy gap value is 2.73 eV. Hirshfeld surface analysis was used to further investigate the weak inter-actions present.