Crystal structure and optical properties of fused-ring chalcone (E)-3-(anthracen-9-yl)-1-(4-nitrophenyl)prop-2-en-1-one

Acta Crystallographica Section E: Crystallographic Communications

卷:75

Wan Mohd Khairul¹  Ibrahim Abdul Razak²  Muhamad Fikri Zaini²  Suhana Arshad² 

[1] School of Fundamental Science, Universiti Malaysia Terengganu, 21030, Kuala Terengganu, Terengganu, Malaysia;

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

关键词: chalcone;    crystal structure;    DFT;    Hirshfeld surface;    UV–Vis;    HOMO–LUMO;   

DOI  :  10.1107/S2056989019005243

来源: DOAJ

【 摘 要 】

The title compound, C23H15NO3, adopts an s-cis conformation with respect to the ethylene C=C and carbonyl C=O double bonds in the enone unit. The molecule is significantly twisted with a dihedral angle of 48.63 (14)° between the anthracene ring system and the benzene ring. In the crystal, molecules are linked into inversion dimers with an R22(10) graph-set motif via pairs of C—H...O hydrogen bonds. The intermolecular interactions were analysed and quantified by Hirshfeld surface analysis. The molecular structure was optimized and a small HOMO–LUMO energy gap of 2.55 eV was obtained using the DFT method at the B3LYP/6–311 G++(d,p) level of theory. This value is in close agreement with the experimental value of 2.52 eV obtained from the UV–vis analysis. The crystal used was a two-component merohedral twin with a refined ratio of 0.1996 (16):0.8004 (16).

【 授权许可】

Unknown