Crystal structure and theoretical studies of two π-conjugated fused-ring chalcones: (E)-1-(anthra­cen-9-yl)-3-(9-ethyl-9H-carbazol-3-yl)prop-2-en-1-one and (E)-1-(anthracen-9-yl)-3-[4-(9H-carbazol-9-yl)phen­yl]prop-2-en-1-one

Acta Crystallographica Section E: Crystallographic Communications

Zainuri, D.A.¹ 

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

关键词: CHALCONE;    ANTHRACENE;    CRYSTAL STRUCTURE;    DFT;   

DOI  :  10.1107/S2056989018011131

学科分类：数学（综合）

来源: International Union of Crystallography

【 摘 要 】

The title chalcones, C31H23NO and C35H23NO, were synthesized via Claisen–Schmidt condensation reactions. Both structures were solved and refined using single-crystal X-ray diffraction data and optimized at the ground state using the density functional theory (DFT) method with the B3LYP/6-311++G(d,p) level. In the crystals, π–π inter­ations and weak C—H⋯O and C—H⋯π inter­actions are observed. The effect of these inter­molecular inter­actions in the solid state can be seen by the difference between the experimental and theoretical optimized geometrical parameters. The structures have also been characterized by UV–Vis spectroscopy. The smallest energy gaps of 2.86 and 2.96 eV enhance the nonlinear responses of such mol­ecular systems. Hirshfeld surface analyses and 2D (two-dimensional) fingerprint plots were used to qu­antify the inter­molecular inter­actions present in the crystal, indicating that these are the most important contribution to the crystal packing.

【 授权许可】

CC BY