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Crystal structure and Hirshfeld surface analysis of (E)-2-(2,4,6-tri­methyl­benzyl­idene)-3,4-di­hydro­naphthalen-1(2H)-one

A novel chalcone, C(20)H(20)O, derived from benzyl­idene­tetra­lone, was synthesized via Claissen–Schmidt condensation between tetra­lone and 2,4,6-tri­methyl­benzaldehyde. In the crystal, mol­ecules are linked by C—H⋯O hydrogen bonds, producing R (2) (2)(20) and R (2) (4)(12) ring motifs. In additi...

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Detalles Bibliográficos
Autores principales: Baydere, Cemile, Taşçı, Merve, Dege, Necmi, Arslan, Mustafa, Atalay, Yusuf, Golenya, Irina A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6658959/
https://www.ncbi.nlm.nih.gov/pubmed/31391958
http://dx.doi.org/10.1107/S2056989019006182
Descripción
Sumario:A novel chalcone, C(20)H(20)O, derived from benzyl­idene­tetra­lone, was synthesized via Claissen–Schmidt condensation between tetra­lone and 2,4,6-tri­methyl­benzaldehyde. In the crystal, mol­ecules are linked by C—H⋯O hydrogen bonds, producing R (2) (2)(20) and R (2) (4)(12) ring motifs. In addition, weak C—H⋯π and π-stacking inter­actions are observed. The inter­molecular inter­actions were investigated using Hirshfeld surface analysis and two-dimensional fingerprint plots, revealing that the most important contributions for the crystal packing are from H⋯H (66.0%), H⋯C/ C⋯H (22.3%), H⋯O/O⋯H (9.3%), and C⋯C (2.4%) inter­actions. Shape-index plots show π–π stacking inter­actions and the curvedness plots show flat surface patches characteristic of planar stacking.