The effect of the fused-ring substituent on anthracene chalcones: crystal structural and DFT studies of 1-(anthracen-9-yl)-3-(naphthalen-2-yl)prop-2-en-1-one and 1-(anthracen-9-yl)-3-(pyren-1-yl)prop-2-en-1-one

Acta Crystallographica Section E: Crystallographic Communications

Ibrahim Abdul Razak¹  Dian Alwani Zainuri¹  Suhana Arshad¹ 

[1] X-ray Crystallography Unit, School of Physics, Universiti Sains Malaysia, 11800 USM, Penang, Malaysia;

关键词: chalcone;    crystal structure;    DFT;    UV-Vis;    Hirshfeld surface;   

DOI  :  10.1107/S2056989018005467

来源: DOAJ

【 摘 要 】

The title chalcone compounds, C27H18O (I) and C33H20O (II), were synthesized using a Claisen–Schmidt condensation. Both compounds display an s-trans configuration of the enone moiety. The crystal structures feature intermolecular C—H...O and C—H...π interactions. Quantum chemical analysis of density functional theory (DFT) with a B3LYP/6–311++G(d,p) basis set has been employed to study the structural properties of the compound. The effect of the intermolecular interactions in the solid state are responsible for the differences between the experimental and theoretical optimized geometrical parameters. The small HOMO–LUMO energy gap in (I) (exp : 3.18 eV and DFT: 3.15 eV) and (II) (exp : 2.76 eV and DFT: 2.95 eV) indicates the suitability of these compounds for optoelectronic applications. The intermolecular contacts and weak contributions to the supramolecular stabilization are analysed using Hirshfeld surface analysis.

【 授权许可】

Unknown