Crystal structure and Hirshfeld surface analysis of 1-benzyl-3-(prop-2-yn-1-yl)-2,3-di­hydro-1H-1,3-benzo­diazol-2-one

The title compound, C(17)H(14)N(2)O, is built up from the planar benzo­diazole unit linked to the benzyl and propynyl substituents. The substituents are rotated significantly out of the benzo­diazole plane, where the benzyl group is inclined by 68.91 (7)° to the benzo­diazole unit. In the crystal, t...

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Autores principales: Saber, Asmaa, Sebbar, Nada Kheira, Hökelek, Tuncer, El hafi, Mohamed, Mague, Joel T., Essassi, El Mokhtar
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2018
Materias:
Research Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6281085/
https://www.ncbi.nlm.nih.gov/pubmed/30574385
http://dx.doi.org/10.1107/S2056989018016298
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author Saber, Asmaa
Sebbar, Nada Kheira
Hökelek, Tuncer
El hafi, Mohamed
Mague, Joel T.
Essassi, El Mokhtar
author_facet Saber, Asmaa
Sebbar, Nada Kheira
Hökelek, Tuncer
El hafi, Mohamed
Mague, Joel T.
Essassi, El Mokhtar
author_sort Saber, Asmaa
collection PubMed
description The title compound, C(17)H(14)N(2)O, is built up from the planar benzo­diazole unit linked to the benzyl and propynyl substituents. The substituents are rotated significantly out of the benzo­diazole plane, where the benzyl group is inclined by 68.91 (7)° to the benzo­diazole unit. In the crystal, the mol­ecules are linked via inter­molecular C—H(Bnzdzl)⋯O and C—H(Bnzy)⋯O (Bnzdzl = benzo­diazole and Bnzy = benz­yl) hydrogen bonds, enclosing R (4) (4)(27) ring motifs, into a network consisting of rectangular layers parallel to the bc plane which are also stacked along the a-axis direction being associated through C—H⋯π (ring) inter­actions. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from H⋯H (43.6%), H⋯C/C⋯H (42.0%) and H⋯O/O⋯H (8.9%) inter­actions.
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spelling pubmed-62810852018-12-20 Crystal structure and Hirshfeld surface analysis of 1-benzyl-3-(prop-2-yn-1-yl)-2,3-di­hydro-1H-1,3-benzo­diazol-2-one Saber, Asmaa Sebbar, Nada Kheira Hökelek, Tuncer El hafi, Mohamed Mague, Joel T. Essassi, El Mokhtar Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(17)H(14)N(2)O, is built up from the planar benzo­diazole unit linked to the benzyl and propynyl substituents. The substituents are rotated significantly out of the benzo­diazole plane, where the benzyl group is inclined by 68.91 (7)° to the benzo­diazole unit. In the crystal, the mol­ecules are linked via inter­molecular C—H(Bnzdzl)⋯O and C—H(Bnzy)⋯O (Bnzdzl = benzo­diazole and Bnzy = benz­yl) hydrogen bonds, enclosing R (4) (4)(27) ring motifs, into a network consisting of rectangular layers parallel to the bc plane which are also stacked along the a-axis direction being associated through C—H⋯π (ring) inter­actions. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from H⋯H (43.6%), H⋯C/C⋯H (42.0%) and H⋯O/O⋯H (8.9%) inter­actions. International Union of Crystallography 2018-11-22 /pmc/articles/PMC6281085/ /pubmed/30574385 http://dx.doi.org/10.1107/S2056989018016298 Text en © Saber et al. 2018 http://creativecommons.org/licenses/by/2.0/uk/ 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/2.0/uk/
spellingShingle Research Communications
Saber, Asmaa
Sebbar, Nada Kheira
Hökelek, Tuncer
El hafi, Mohamed
Mague, Joel T.
Essassi, El Mokhtar
Crystal structure and Hirshfeld surface analysis of 1-benzyl-3-(prop-2-yn-1-yl)-2,3-di­hydro-1H-1,3-benzo­diazol-2-one
title Crystal structure and Hirshfeld surface analysis of 1-benzyl-3-(prop-2-yn-1-yl)-2,3-di­hydro-1H-1,3-benzo­diazol-2-one
title_full Crystal structure and Hirshfeld surface analysis of 1-benzyl-3-(prop-2-yn-1-yl)-2,3-di­hydro-1H-1,3-benzo­diazol-2-one
title_fullStr Crystal structure and Hirshfeld surface analysis of 1-benzyl-3-(prop-2-yn-1-yl)-2,3-di­hydro-1H-1,3-benzo­diazol-2-one
title_full_unstemmed Crystal structure and Hirshfeld surface analysis of 1-benzyl-3-(prop-2-yn-1-yl)-2,3-di­hydro-1H-1,3-benzo­diazol-2-one
title_short Crystal structure and Hirshfeld surface analysis of 1-benzyl-3-(prop-2-yn-1-yl)-2,3-di­hydro-1H-1,3-benzo­diazol-2-one
title_sort crystal structure and hirshfeld surface analysis of 1-benzyl-3-(prop-2-yn-1-yl)-2,3-di­hydro-1h-1,3-benzo­diazol-2-one
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6281085/
https://www.ncbi.nlm.nih.gov/pubmed/30574385
http://dx.doi.org/10.1107/S2056989018016298
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