Crystal structure and Hirshfeld surface analysis of a new benzodiazepine derivative: 4-di­chloro­methyl-2,3-di­hydro-1H-1,5-benzodiazepin-2-one

In the title compound, C(10)H(8)Cl(2)N(2)O, the seven-membered diazepine ring adopts a boat-shaped conformation. The mean planes of the two rings of the benzodiazepine unit are inclined to each other by 22.05 (6)°. In the crystal, mol­ecules are linked by pairs of N—H⋯O hydrogen bonds, forming inver...

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Autores principales: Chkirate, Karim, Kansiz, Sevgi, Karrouchi, Khalid, Mague, Joel T., Dege, Necmi, Essassi, El Mokhtar
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/PMC6323885/
https://www.ncbi.nlm.nih.gov/pubmed/30713729
http://dx.doi.org/10.1107/S205698901801681X
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author Chkirate, Karim
Kansiz, Sevgi
Karrouchi, Khalid
Mague, Joel T.
Dege, Necmi
Essassi, El Mokhtar
author_facet Chkirate, Karim
Kansiz, Sevgi
Karrouchi, Khalid
Mague, Joel T.
Dege, Necmi
Essassi, El Mokhtar
author_sort Chkirate, Karim
collection PubMed
description In the title compound, C(10)H(8)Cl(2)N(2)O, the seven-membered diazepine ring adopts a boat-shaped conformation. The mean planes of the two rings of the benzodiazepine unit are inclined to each other by 22.05 (6)°. In the crystal, mol­ecules are linked by pairs of N—H⋯O hydrogen bonds, forming inversion dimers with an R (2) (2)(8) ring motif. The dimers are linked by C—H⋯π inter­actions, forming layers lying parallel to (10[Image: see text]). The roles of the inter­molecular inter­actions in the crystal packing were clarified using Hirshfeld surface analysis; the most important contributions are from Cl⋯H/H⋯Cl (30.5%) and H⋯H (22.5%) inter­actions.
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spelling pubmed-63238852019-02-01 Crystal structure and Hirshfeld surface analysis of a new benzodiazepine derivative: 4-di­chloro­methyl-2,3-di­hydro-1H-1,5-benzodiazepin-2-one Chkirate, Karim Kansiz, Sevgi Karrouchi, Khalid Mague, Joel T. Dege, Necmi Essassi, El Mokhtar Acta Crystallogr E Crystallogr Commun Research Communications In the title compound, C(10)H(8)Cl(2)N(2)O, the seven-membered diazepine ring adopts a boat-shaped conformation. The mean planes of the two rings of the benzodiazepine unit are inclined to each other by 22.05 (6)°. In the crystal, mol­ecules are linked by pairs of N—H⋯O hydrogen bonds, forming inversion dimers with an R (2) (2)(8) ring motif. The dimers are linked by C—H⋯π inter­actions, forming layers lying parallel to (10[Image: see text]). The roles of the inter­molecular inter­actions in the crystal packing were clarified using Hirshfeld surface analysis; the most important contributions are from Cl⋯H/H⋯Cl (30.5%) and H⋯H (22.5%) inter­actions. International Union of Crystallography 2019-01-01 /pmc/articles/PMC6323885/ /pubmed/30713729 http://dx.doi.org/10.1107/S205698901801681X Text en © Chkirate et al. 2019 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
Chkirate, Karim
Kansiz, Sevgi
Karrouchi, Khalid
Mague, Joel T.
Dege, Necmi
Essassi, El Mokhtar
Crystal structure and Hirshfeld surface analysis of a new benzodiazepine derivative: 4-di­chloro­methyl-2,3-di­hydro-1H-1,5-benzodiazepin-2-one
title Crystal structure and Hirshfeld surface analysis of a new benzodiazepine derivative: 4-di­chloro­methyl-2,3-di­hydro-1H-1,5-benzodiazepin-2-one
title_full Crystal structure and Hirshfeld surface analysis of a new benzodiazepine derivative: 4-di­chloro­methyl-2,3-di­hydro-1H-1,5-benzodiazepin-2-one
title_fullStr Crystal structure and Hirshfeld surface analysis of a new benzodiazepine derivative: 4-di­chloro­methyl-2,3-di­hydro-1H-1,5-benzodiazepin-2-one
title_full_unstemmed Crystal structure and Hirshfeld surface analysis of a new benzodiazepine derivative: 4-di­chloro­methyl-2,3-di­hydro-1H-1,5-benzodiazepin-2-one
title_short Crystal structure and Hirshfeld surface analysis of a new benzodiazepine derivative: 4-di­chloro­methyl-2,3-di­hydro-1H-1,5-benzodiazepin-2-one
title_sort crystal structure and hirshfeld surface analysis of a new benzodiazepine derivative: 4-di­chloro­methyl-2,3-di­hydro-1h-1,5-benzodiazepin-2-one
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6323885/
https://www.ncbi.nlm.nih.gov/pubmed/30713729
http://dx.doi.org/10.1107/S205698901801681X
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