Molecular structure, DFT studies and UV–Vis absorption of two new linear fused ring chalcones: ( E )-1-(anthracen-9-yl)-3-(2-methoxyphenyl)prop-2-en-1-one and ( E )-1-(anthracen-9-yl)-3-(3-fluoro-4-methoxyphenyl)prop-2-en-1-one

• Published in: Acta crystallographica. Section E, Crystallographic communications Vol. 74; no. 8; pp. 1087 - 1092
• Main Authors: Zainuri, Dian Alwani, Razak, Ibrahim Abdul, Arshad, Suhana
• Format: Journal Article
• Language: English
• Published: International Union of Crystallography 01-08-2018
• Subjects: anthracene; chalcone; crystal structure; DFT; UV–Vis
• ISSN: 2056-9890; 2056-9890
• DOI: 10.1107/S205698901800974X

The title compounds, C
24
H
18
O
2
and C
24
H
17
FO
2
, were synthesized using the Claisen–Schmidt condensation method and characterized by UV–Vis spectroscopy. Weak intermolecular C—H...O, C—H...π and π–π hydrogen-bonding interactions help to stabilize the crystal structures of both compounds. The geometrical parameters obtained from the molecular structure were optimized using density functional theory (DFT) calculations at the B3LYP/6–311++G(d,p) level, showing a good correlation with the experimental results. The small HOMO–LUMO energy gaps of 3.11 and 3.07 eV enhances the non-linear responses of these molecular systems.