Cargando…

Synthesis, crystal structure and Hirshfeld surface analysis of 3-(4,4-dimethyl-2,3,4,5-tetra­hydro-1H-1,5-benzodiazepin-2-yl­idene)-6-methyl-3,4-di­hydro-2H-pyran-2,4-dione

The title compound, C(17)H(18)N(2)O(3), is constructed from a benzodiazepine ring system linked to a pendant di­hydro­pyran ring, where the benzene and pendant di­hydro­pyran rings are oriented at a dihedral angle of 15.14 (4)°. Intra­molecular N—H(Diazp)⋯O(Dhydp) and C—H(Diazp)⋯O(Dhydp) (Diazp = di...

Descripción completa

Detalles Bibliográficos
Autores principales: Samba, Mohamed, Minnih, Mohamed Said, Hökelek, Tuncer, Kaur, Manpreet, Jasinski, Jerry P., Sebbar, Nada Kheira, Essassi, El Mokhtar
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6362647/
https://www.ncbi.nlm.nih.gov/pubmed/30800456
http://dx.doi.org/10.1107/S2056989019000689
_version_ 1783392962315550720
author Samba, Mohamed
Minnih, Mohamed Said
Hökelek, Tuncer
Kaur, Manpreet
Jasinski, Jerry P.
Sebbar, Nada Kheira
Essassi, El Mokhtar
author_facet Samba, Mohamed
Minnih, Mohamed Said
Hökelek, Tuncer
Kaur, Manpreet
Jasinski, Jerry P.
Sebbar, Nada Kheira
Essassi, El Mokhtar
author_sort Samba, Mohamed
collection PubMed
description The title compound, C(17)H(18)N(2)O(3), is constructed from a benzodiazepine ring system linked to a pendant di­hydro­pyran ring, where the benzene and pendant di­hydro­pyran rings are oriented at a dihedral angle of 15.14 (4)°. Intra­molecular N—H(Diazp)⋯O(Dhydp) and C—H(Diazp)⋯O(Dhydp) (Diazp = diazepine and Dhydp = di­hydro­pyran) hydrogen bonds link the seven-membered diazepine ring to the pendant di­hydro­pyran ring, enclosing S(6) ring motifs. In the crystal, N—H(Diazp)⋯O(Dhydp) hydrogen bonds link the mol­ecules into infinite chains along [10[Image: see text]]. These chains are further linked via C—H(Bnz)⋯O(Dhydp), C—H(Dhydp)⋯O(Dhydp) and C—H(Mth)⋯O(Dhydp) (Bnz = benzene and Mth = meth­yl) hydrogen bonds, forming a three-dimensional network. The observed weak C—H(Diazp) ⋯ π inter­action may further stabilize the structure. Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from H⋯H (51.1%), H⋯C/C⋯H (25.3%) and H⋯O/O⋯H (20.3%) inter­actions. Hydrogen bonding and van der Waals inter­actions are the dominant inter­actions in the crystal packing.
format Online
Article
Text
id pubmed-6362647
institution National Center for Biotechnology Information
language English
publishDate 2019
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-63626472019-02-22 Synthesis, crystal structure and Hirshfeld surface analysis of 3-(4,4-dimethyl-2,3,4,5-tetra­hydro-1H-1,5-benzodiazepin-2-yl­idene)-6-methyl-3,4-di­hydro-2H-pyran-2,4-dione Samba, Mohamed Minnih, Mohamed Said Hökelek, Tuncer Kaur, Manpreet Jasinski, Jerry P. Sebbar, Nada Kheira Essassi, El Mokhtar Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(17)H(18)N(2)O(3), is constructed from a benzodiazepine ring system linked to a pendant di­hydro­pyran ring, where the benzene and pendant di­hydro­pyran rings are oriented at a dihedral angle of 15.14 (4)°. Intra­molecular N—H(Diazp)⋯O(Dhydp) and C—H(Diazp)⋯O(Dhydp) (Diazp = diazepine and Dhydp = di­hydro­pyran) hydrogen bonds link the seven-membered diazepine ring to the pendant di­hydro­pyran ring, enclosing S(6) ring motifs. In the crystal, N—H(Diazp)⋯O(Dhydp) hydrogen bonds link the mol­ecules into infinite chains along [10[Image: see text]]. These chains are further linked via C—H(Bnz)⋯O(Dhydp), C—H(Dhydp)⋯O(Dhydp) and C—H(Mth)⋯O(Dhydp) (Bnz = benzene and Mth = meth­yl) hydrogen bonds, forming a three-dimensional network. The observed weak C—H(Diazp) ⋯ π inter­action may further stabilize the structure. Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from H⋯H (51.1%), H⋯C/C⋯H (25.3%) and H⋯O/O⋯H (20.3%) inter­actions. Hydrogen bonding and van der Waals inter­actions are the dominant inter­actions in the crystal packing. International Union of Crystallography 2019-01-18 /pmc/articles/PMC6362647/ /pubmed/30800456 http://dx.doi.org/10.1107/S2056989019000689 Text en © Samba 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
Samba, Mohamed
Minnih, Mohamed Said
Hökelek, Tuncer
Kaur, Manpreet
Jasinski, Jerry P.
Sebbar, Nada Kheira
Essassi, El Mokhtar
Synthesis, crystal structure and Hirshfeld surface analysis of 3-(4,4-dimethyl-2,3,4,5-tetra­hydro-1H-1,5-benzodiazepin-2-yl­idene)-6-methyl-3,4-di­hydro-2H-pyran-2,4-dione
title Synthesis, crystal structure and Hirshfeld surface analysis of 3-(4,4-dimethyl-2,3,4,5-tetra­hydro-1H-1,5-benzodiazepin-2-yl­idene)-6-methyl-3,4-di­hydro-2H-pyran-2,4-dione
title_full Synthesis, crystal structure and Hirshfeld surface analysis of 3-(4,4-dimethyl-2,3,4,5-tetra­hydro-1H-1,5-benzodiazepin-2-yl­idene)-6-methyl-3,4-di­hydro-2H-pyran-2,4-dione
title_fullStr Synthesis, crystal structure and Hirshfeld surface analysis of 3-(4,4-dimethyl-2,3,4,5-tetra­hydro-1H-1,5-benzodiazepin-2-yl­idene)-6-methyl-3,4-di­hydro-2H-pyran-2,4-dione
title_full_unstemmed Synthesis, crystal structure and Hirshfeld surface analysis of 3-(4,4-dimethyl-2,3,4,5-tetra­hydro-1H-1,5-benzodiazepin-2-yl­idene)-6-methyl-3,4-di­hydro-2H-pyran-2,4-dione
title_short Synthesis, crystal structure and Hirshfeld surface analysis of 3-(4,4-dimethyl-2,3,4,5-tetra­hydro-1H-1,5-benzodiazepin-2-yl­idene)-6-methyl-3,4-di­hydro-2H-pyran-2,4-dione
title_sort synthesis, crystal structure and hirshfeld surface analysis of 3-(4,4-dimethyl-2,3,4,5-tetra­hydro-1h-1,5-benzodiazepin-2-yl­idene)-6-methyl-3,4-di­hydro-2h-pyran-2,4-dione
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6362647/
https://www.ncbi.nlm.nih.gov/pubmed/30800456
http://dx.doi.org/10.1107/S2056989019000689
work_keys_str_mv AT sambamohamed synthesiscrystalstructureandhirshfeldsurfaceanalysisof344dimethyl2345tetrahydro1h15benzodiazepin2ylidene6methyl34dihydro2hpyran24dione
AT minnihmohamedsaid synthesiscrystalstructureandhirshfeldsurfaceanalysisof344dimethyl2345tetrahydro1h15benzodiazepin2ylidene6methyl34dihydro2hpyran24dione
AT hokelektuncer synthesiscrystalstructureandhirshfeldsurfaceanalysisof344dimethyl2345tetrahydro1h15benzodiazepin2ylidene6methyl34dihydro2hpyran24dione
AT kaurmanpreet synthesiscrystalstructureandhirshfeldsurfaceanalysisof344dimethyl2345tetrahydro1h15benzodiazepin2ylidene6methyl34dihydro2hpyran24dione
AT jasinskijerryp synthesiscrystalstructureandhirshfeldsurfaceanalysisof344dimethyl2345tetrahydro1h15benzodiazepin2ylidene6methyl34dihydro2hpyran24dione
AT sebbarnadakheira synthesiscrystalstructureandhirshfeldsurfaceanalysisof344dimethyl2345tetrahydro1h15benzodiazepin2ylidene6methyl34dihydro2hpyran24dione
AT essassielmokhtar synthesiscrystalstructureandhirshfeldsurfaceanalysisof344dimethyl2345tetrahydro1h15benzodiazepin2ylidene6methyl34dihydro2hpyran24dione