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Crystal structure, Hirshfeld surface analysis and inter­action energy calculation of 1-decyl-2,3-di­hydro-1H-benzimidazol-2-one

The title mol­ecule, C(17)H(26)N(2)O, adopts an L-shaped conformation, with the straight n-decyl chain positioned nearly perpendicular to the di­hydro­benzimidazole moiety. The di­hydro­benzimidazole portion is not quite planar as there is a dihedral angle of 1.20 (6)° between the constituent planes...

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Autores principales: Ait Elmachkouri, Younesse, Saber, Asmaa, Irrou, Ezaddine, Amer, Bushra, Mague, Joel T., Hökelek, Tuncer, Labd Taha, Mohamed, Sebbar, Nada Kheira, Essassi, El Mokhtar
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8100272/
https://www.ncbi.nlm.nih.gov/pubmed/34026265
http://dx.doi.org/10.1107/S2056989021004291
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author Ait Elmachkouri, Younesse
Saber, Asmaa
Irrou, Ezaddine
Amer, Bushra
Mague, Joel T.
Hökelek, Tuncer
Labd Taha, Mohamed
Sebbar, Nada Kheira
Essassi, El Mokhtar
author_facet Ait Elmachkouri, Younesse
Saber, Asmaa
Irrou, Ezaddine
Amer, Bushra
Mague, Joel T.
Hökelek, Tuncer
Labd Taha, Mohamed
Sebbar, Nada Kheira
Essassi, El Mokhtar
author_sort Ait Elmachkouri, Younesse
collection PubMed
description The title mol­ecule, C(17)H(26)N(2)O, adopts an L-shaped conformation, with the straight n-decyl chain positioned nearly perpendicular to the di­hydro­benzimidazole moiety. The di­hydro­benzimidazole portion is not quite planar as there is a dihedral angle of 1.20 (6)° between the constituent planes. In the crystal, N—H⋯O hydrogen bonds form inversion dimers, which are connected into the three-dimensional structure by C—H⋯O hydrogen bonds and C—H⋯π(ring) inter­actions. Hirshfeld surface analysis indicates that the most important contributions for the crystal packing are from H⋯H (75.9%), H⋯C/C⋯H (12.5%) and H⋯O/O⋯H (7.0%) inter­actions. Based on computational chemistry using the CE–B3LYP/6–31 G(d,p) energy model, C—H⋯O hydrogen bond energies are −74.9 (for N—H⋯O) and −42.7 (for C—H⋯O) kJ mol(−1).
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spelling pubmed-81002722021-05-21 Crystal structure, Hirshfeld surface analysis and inter­action energy calculation of 1-decyl-2,3-di­hydro-1H-benzimidazol-2-one Ait Elmachkouri, Younesse Saber, Asmaa Irrou, Ezaddine Amer, Bushra Mague, Joel T. Hökelek, Tuncer Labd Taha, Mohamed Sebbar, Nada Kheira Essassi, El Mokhtar Acta Crystallogr E Crystallogr Commun Research Communications The title mol­ecule, C(17)H(26)N(2)O, adopts an L-shaped conformation, with the straight n-decyl chain positioned nearly perpendicular to the di­hydro­benzimidazole moiety. The di­hydro­benzimidazole portion is not quite planar as there is a dihedral angle of 1.20 (6)° between the constituent planes. In the crystal, N—H⋯O hydrogen bonds form inversion dimers, which are connected into the three-dimensional structure by C—H⋯O hydrogen bonds and C—H⋯π(ring) inter­actions. Hirshfeld surface analysis indicates that the most important contributions for the crystal packing are from H⋯H (75.9%), H⋯C/C⋯H (12.5%) and H⋯O/O⋯H (7.0%) inter­actions. Based on computational chemistry using the CE–B3LYP/6–31 G(d,p) energy model, C—H⋯O hydrogen bond energies are −74.9 (for N—H⋯O) and −42.7 (for C—H⋯O) kJ mol(−1). International Union of Crystallography 2021-04-27 /pmc/articles/PMC8100272/ /pubmed/34026265 http://dx.doi.org/10.1107/S2056989021004291 Text en © Ait Elmachkouri et al. 2021 https://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.
spellingShingle Research Communications
Ait Elmachkouri, Younesse
Saber, Asmaa
Irrou, Ezaddine
Amer, Bushra
Mague, Joel T.
Hökelek, Tuncer
Labd Taha, Mohamed
Sebbar, Nada Kheira
Essassi, El Mokhtar
Crystal structure, Hirshfeld surface analysis and inter­action energy calculation of 1-decyl-2,3-di­hydro-1H-benzimidazol-2-one
title Crystal structure, Hirshfeld surface analysis and inter­action energy calculation of 1-decyl-2,3-di­hydro-1H-benzimidazol-2-one
title_full Crystal structure, Hirshfeld surface analysis and inter­action energy calculation of 1-decyl-2,3-di­hydro-1H-benzimidazol-2-one
title_fullStr Crystal structure, Hirshfeld surface analysis and inter­action energy calculation of 1-decyl-2,3-di­hydro-1H-benzimidazol-2-one
title_full_unstemmed Crystal structure, Hirshfeld surface analysis and inter­action energy calculation of 1-decyl-2,3-di­hydro-1H-benzimidazol-2-one
title_short Crystal structure, Hirshfeld surface analysis and inter­action energy calculation of 1-decyl-2,3-di­hydro-1H-benzimidazol-2-one
title_sort crystal structure, hirshfeld surface analysis and inter­action energy calculation of 1-decyl-2,3-di­hydro-1h-benzimidazol-2-one
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8100272/
https://www.ncbi.nlm.nih.gov/pubmed/34026265
http://dx.doi.org/10.1107/S2056989021004291
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