2,2-Dimethyl-2,3-dihydro­pyrano[2,3-a]carbazol-4(11H)-one

The title compound, C(17)H(15)NO(2), was prepared from 1-hydroxy­carbazole and 3,3-dimethyl­acrylic acid with a mixture of AlCl(3) and POCl(3) as the cyclization catalyst. Owing to the presence of the –CMe(2)– group, the mol­ecule is not quite planar. In the crystal structre, strong N—H⋯O hydrogen b...

Descripción completa

Detalles Bibliográficos
Autores principales: Sridharan, Makuteswaran, Prasad, Karnam J. Rajendra, Ngendahimana, Aimable, Zeller, Matthias
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2959512/
https://www.ncbi.nlm.nih.gov/pubmed/21581015
http://dx.doi.org/10.1107/S1600536808033849
_version_ 1782188517311381504
author Sridharan, Makuteswaran
Prasad, Karnam J. Rajendra
Ngendahimana, Aimable
Zeller, Matthias
author_facet Sridharan, Makuteswaran
Prasad, Karnam J. Rajendra
Ngendahimana, Aimable
Zeller, Matthias
author_sort Sridharan, Makuteswaran
collection PubMed
description The title compound, C(17)H(15)NO(2), was prepared from 1-hydroxy­carbazole and 3,3-dimethyl­acrylic acid with a mixture of AlCl(3) and POCl(3) as the cyclization catalyst. Owing to the presence of the –CMe(2)– group, the mol­ecule is not quite planar. In the crystal structre, strong N—H⋯O hydrogen bonds and weaker C—H⋯π inter­actions occur, and a slipped π–π stacking inter­action [centroid–centroid separation = 3.8425 (8) Å] is also observed.
format Text
id pubmed-2959512
institution National Center for Biotechnology Information
language English
publishDate 2008
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-29595122010-12-30 2,2-Dimethyl-2,3-dihydro­pyrano[2,3-a]carbazol-4(11H)-one Sridharan, Makuteswaran Prasad, Karnam J. Rajendra Ngendahimana, Aimable Zeller, Matthias Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(17)H(15)NO(2), was prepared from 1-hydroxy­carbazole and 3,3-dimethyl­acrylic acid with a mixture of AlCl(3) and POCl(3) as the cyclization catalyst. Owing to the presence of the –CMe(2)– group, the mol­ecule is not quite planar. In the crystal structre, strong N—H⋯O hydrogen bonds and weaker C—H⋯π inter­actions occur, and a slipped π–π stacking inter­action [centroid–centroid separation = 3.8425 (8) Å] is also observed. International Union of Crystallography 2008-10-22 /pmc/articles/PMC2959512/ /pubmed/21581015 http://dx.doi.org/10.1107/S1600536808033849 Text en © Sridharan et al. 2008 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Sridharan, Makuteswaran
Prasad, Karnam J. Rajendra
Ngendahimana, Aimable
Zeller, Matthias
2,2-Dimethyl-2,3-dihydro­pyrano[2,3-a]carbazol-4(11H)-one
title 2,2-Dimethyl-2,3-dihydro­pyrano[2,3-a]carbazol-4(11H)-one
title_full 2,2-Dimethyl-2,3-dihydro­pyrano[2,3-a]carbazol-4(11H)-one
title_fullStr 2,2-Dimethyl-2,3-dihydro­pyrano[2,3-a]carbazol-4(11H)-one
title_full_unstemmed 2,2-Dimethyl-2,3-dihydro­pyrano[2,3-a]carbazol-4(11H)-one
title_short 2,2-Dimethyl-2,3-dihydro­pyrano[2,3-a]carbazol-4(11H)-one
title_sort 2,2-dimethyl-2,3-dihydro­pyrano[2,3-a]carbazol-4(11h)-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2959512/
https://www.ncbi.nlm.nih.gov/pubmed/21581015
http://dx.doi.org/10.1107/S1600536808033849
work_keys_str_mv AT sridharanmakuteswaran 22dimethyl23dihydropyrano23acarbazol411hone
AT prasadkarnamjrajendra 22dimethyl23dihydropyrano23acarbazol411hone
AT ngendahimanaaimable 22dimethyl23dihydropyrano23acarbazol411hone
AT zellermatthias 22dimethyl23dihydropyrano23acarbazol411hone

Ejemplares similares