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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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:
Research Communications
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
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author Baydere, Cemile
Taşçı, Merve
Dege, Necmi
Arslan, Mustafa
Atalay, Yusuf
Golenya, Irina A.
author_facet Baydere, Cemile
Taşçı, Merve
Dege, Necmi
Arslan, Mustafa
Atalay, Yusuf
Golenya, Irina A.
author_sort Baydere, Cemile
collection PubMed
description 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.
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spelling pubmed-66589592019-08-07 Crystal structure and Hirshfeld surface analysis of (E)-2-(2,4,6-tri­methyl­benzyl­idene)-3,4-di­hydro­naphthalen-1(2H)-one Baydere, Cemile Taşçı, Merve Dege, Necmi Arslan, Mustafa Atalay, Yusuf Golenya, Irina A. Acta Crystallogr E Crystallogr Commun Research Communications 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. International Union of Crystallography 2019-05-10 /pmc/articles/PMC6658959/ /pubmed/31391958 http://dx.doi.org/10.1107/S2056989019006182 Text en © Baydere et al. 2019 http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/4.0/
spellingShingle Research Communications
Baydere, Cemile
Taşçı, Merve
Dege, Necmi
Arslan, Mustafa
Atalay, Yusuf
Golenya, Irina A.
Crystal structure and Hirshfeld surface analysis of (E)-2-(2,4,6-tri­methyl­benzyl­idene)-3,4-di­hydro­naphthalen-1(2H)-one
title Crystal structure and Hirshfeld surface analysis of (E)-2-(2,4,6-tri­methyl­benzyl­idene)-3,4-di­hydro­naphthalen-1(2H)-one
title_full Crystal structure and Hirshfeld surface analysis of (E)-2-(2,4,6-tri­methyl­benzyl­idene)-3,4-di­hydro­naphthalen-1(2H)-one
title_fullStr Crystal structure and Hirshfeld surface analysis of (E)-2-(2,4,6-tri­methyl­benzyl­idene)-3,4-di­hydro­naphthalen-1(2H)-one
title_full_unstemmed Crystal structure and Hirshfeld surface analysis of (E)-2-(2,4,6-tri­methyl­benzyl­idene)-3,4-di­hydro­naphthalen-1(2H)-one
title_short Crystal structure and Hirshfeld surface analysis of (E)-2-(2,4,6-tri­methyl­benzyl­idene)-3,4-di­hydro­naphthalen-1(2H)-one
title_sort crystal structure and hirshfeld surface analysis of (e)-2-(2,4,6-tri­methyl­benzyl­idene)-3,4-di­hydro­naphthalen-1(2h)-one
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6658959/
https://www.ncbi.nlm.nih.gov/pubmed/31391958
http://dx.doi.org/10.1107/S2056989019006182
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