7,8,9,10-Tetra­hydro-2-methyl­cyclo­hepta­[b]indol-6(5H)-one

The title compound, C(14)H(15)NO, was synthesized from 2-hydroxy­methyl­enecyclo­hepta­none via a Japp–Klingemann acid-catalyzed cyclization. The seven-membered ring exhibits a slightly distorted envelope conformation. N—H⋯O hydrogen bonds form a centrosymmetric dimer; C—H⋯O hydrogen bonds and π–π s...

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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/PMC2961774/
https://www.ncbi.nlm.nih.gov/pubmed/21202846
http://dx.doi.org/10.1107/S1600536808016498
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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(14)H(15)NO, was synthesized from 2-hydroxy­methyl­enecyclo­hepta­none via a Japp–Klingemann acid-catalyzed cyclization. The seven-membered ring exhibits a slightly distorted envelope conformation. N—H⋯O hydrogen bonds form a centrosymmetric dimer; C—H⋯O hydrogen bonds and π–π stacking inter­actions (the centers of the atoms involved in the stacking interaction are separated by 3.504 Å) give rise to another type of centrosymmetric dimer. In combination, these inter­actions create a stair-like chain of mol­ecules that inter­acts only loosely with neighboring chains via van der Waals inter­actions and weak C—H⋯π contacts.
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spelling pubmed-29617742010-12-30 7,8,9,10-Tetra­hydro-2-methyl­cyclo­hepta­[b]indol-6(5H)-one Sridharan, Makuteswaran Prasad, Karnam J. Rajendra Ngendahimana, Aimable Zeller, Matthias Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(14)H(15)NO, was synthesized from 2-hydroxy­methyl­enecyclo­hepta­none via a Japp–Klingemann acid-catalyzed cyclization. The seven-membered ring exhibits a slightly distorted envelope conformation. N—H⋯O hydrogen bonds form a centrosymmetric dimer; C—H⋯O hydrogen bonds and π–π stacking inter­actions (the centers of the atoms involved in the stacking interaction are separated by 3.504 Å) give rise to another type of centrosymmetric dimer. In combination, these inter­actions create a stair-like chain of mol­ecules that inter­acts only loosely with neighboring chains via van der Waals inter­actions and weak C—H⋯π contacts. International Union of Crystallography 2008-06-07 /pmc/articles/PMC2961774/ /pubmed/21202846 http://dx.doi.org/10.1107/S1600536808016498 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
7,8,9,10-Tetra­hydro-2-methyl­cyclo­hepta­[b]indol-6(5H)-one
title 7,8,9,10-Tetra­hydro-2-methyl­cyclo­hepta­[b]indol-6(5H)-one
title_full 7,8,9,10-Tetra­hydro-2-methyl­cyclo­hepta­[b]indol-6(5H)-one
title_fullStr 7,8,9,10-Tetra­hydro-2-methyl­cyclo­hepta­[b]indol-6(5H)-one
title_full_unstemmed 7,8,9,10-Tetra­hydro-2-methyl­cyclo­hepta­[b]indol-6(5H)-one
title_short 7,8,9,10-Tetra­hydro-2-methyl­cyclo­hepta­[b]indol-6(5H)-one
title_sort 7,8,9,10-tetra­hydro-2-methyl­cyclo­hepta­[b]indol-6(5h)-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2961774/
https://www.ncbi.nlm.nih.gov/pubmed/21202846
http://dx.doi.org/10.1107/S1600536808016498
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