2,2,10-Trimethyl-2,3-dihydro­pyrano[2,3-a]carbazol-4(11H)-one

The title compound, C(18)H(17)NO(2), was prepared from 1-hydr­oxy-8-methyl­carbazole and 3,3-dimethyl­acrylic acid with trifluoro­acetic acid as the cyclization catalyst. Due to the –CMe(2)– group, the mol­ecule is not quite planar. The packing is dominated by the strong N—H⋯O hydrogen bonds and som...

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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/PMC2959518/
https://www.ncbi.nlm.nih.gov/pubmed/21581017
http://dx.doi.org/10.1107/S1600536808033862
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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(18)H(17)NO(2), was prepared from 1-hydr­oxy-8-methyl­carbazole and 3,3-dimethyl­acrylic acid with trifluoro­acetic acid as the cyclization catalyst. Due to the –CMe(2)– group, the mol­ecule is not quite planar. The packing is dominated by the strong N—H⋯O hydrogen bonds and some weaker C—H⋯O and C—H⋯π inter­actions. π–π Stacking inter­actions [centroid–centroid separation = 3.806 (2) Å] join neighboring mol­ecules into loosely connected inversion dimers.
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spelling pubmed-29595182010-12-30 2,2,10-Trimethyl-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(18)H(17)NO(2), was prepared from 1-hydr­oxy-8-methyl­carbazole and 3,3-dimethyl­acrylic acid with trifluoro­acetic acid as the cyclization catalyst. Due to the –CMe(2)– group, the mol­ecule is not quite planar. The packing is dominated by the strong N—H⋯O hydrogen bonds and some weaker C—H⋯O and C—H⋯π inter­actions. π–π Stacking inter­actions [centroid–centroid separation = 3.806 (2) Å] join neighboring mol­ecules into loosely connected inversion dimers. International Union of Crystallography 2008-10-22 /pmc/articles/PMC2959518/ /pubmed/21581017 http://dx.doi.org/10.1107/S1600536808033862 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
2,2,10-Trimethyl-2,3-dihydro­pyrano[2,3-a]carbazol-4(11H)-one
title 2,2,10-Trimethyl-2,3-dihydro­pyrano[2,3-a]carbazol-4(11H)-one
title_full 2,2,10-Trimethyl-2,3-dihydro­pyrano[2,3-a]carbazol-4(11H)-one
title_fullStr 2,2,10-Trimethyl-2,3-dihydro­pyrano[2,3-a]carbazol-4(11H)-one
title_full_unstemmed 2,2,10-Trimethyl-2,3-dihydro­pyrano[2,3-a]carbazol-4(11H)-one
title_short 2,2,10-Trimethyl-2,3-dihydro­pyrano[2,3-a]carbazol-4(11H)-one
title_sort 2,2,10-trimethyl-2,3-dihydro­pyrano[2,3-a]carbazol-4(11h)-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2959518/
https://www.ncbi.nlm.nih.gov/pubmed/21581017
http://dx.doi.org/10.1107/S1600536808033862
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