5-(4-Bromo­phen­yl)-1,2,3,4-tetra­hydro­benzo[a]phenanthridine

The title compound, C(23)H(18)BrN, was synthesized by the reaction of 4-bromo­benzaldehyde, naphthalen-2-amine and cyclo­hexa­none in tetra­hydro­furan, catalyzed by iodine. The saturated six-membered ring adopts a half-chair conformation, and the four vicinal rings form a helical conformation, whic...

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Detalles Bibliográficos
Autores principales: Xie, Heng-Shen, Zhang, Ai-Ling, Su, Ling
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2977753/
https://www.ncbi.nlm.nih.gov/pubmed/21583889
http://dx.doi.org/10.1107/S1600536809013713
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author Xie, Heng-Shen
Zhang, Ai-Ling
Su, Ling
author_facet Xie, Heng-Shen
Zhang, Ai-Ling
Su, Ling
author_sort Xie, Heng-Shen
collection PubMed
description The title compound, C(23)H(18)BrN, was synthesized by the reaction of 4-bromo­benzaldehyde, naphthalen-2-amine and cyclo­hexa­none in tetra­hydro­furan, catalyzed by iodine. The saturated six-membered ring adopts a half-chair conformation, and the four vicinal rings form a helical conformation, which results in a significant deviation from planarity for the pyridine ring. In the crystal, a weak C—H⋯π inter­action occurs, leading to inversion dimers.
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spelling pubmed-29777532010-12-30 5-(4-Bromo­phen­yl)-1,2,3,4-tetra­hydro­benzo[a]phenanthridine Xie, Heng-Shen Zhang, Ai-Ling Su, Ling Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(23)H(18)BrN, was synthesized by the reaction of 4-bromo­benzaldehyde, naphthalen-2-amine and cyclo­hexa­none in tetra­hydro­furan, catalyzed by iodine. The saturated six-membered ring adopts a half-chair conformation, and the four vicinal rings form a helical conformation, which results in a significant deviation from planarity for the pyridine ring. In the crystal, a weak C—H⋯π inter­action occurs, leading to inversion dimers. International Union of Crystallography 2009-04-18 /pmc/articles/PMC2977753/ /pubmed/21583889 http://dx.doi.org/10.1107/S1600536809013713 Text en © Xie et al. 2009 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
Xie, Heng-Shen
Zhang, Ai-Ling
Su, Ling
5-(4-Bromo­phen­yl)-1,2,3,4-tetra­hydro­benzo[a]phenanthridine
title 5-(4-Bromo­phen­yl)-1,2,3,4-tetra­hydro­benzo[a]phenanthridine
title_full 5-(4-Bromo­phen­yl)-1,2,3,4-tetra­hydro­benzo[a]phenanthridine
title_fullStr 5-(4-Bromo­phen­yl)-1,2,3,4-tetra­hydro­benzo[a]phenanthridine
title_full_unstemmed 5-(4-Bromo­phen­yl)-1,2,3,4-tetra­hydro­benzo[a]phenanthridine
title_short 5-(4-Bromo­phen­yl)-1,2,3,4-tetra­hydro­benzo[a]phenanthridine
title_sort 5-(4-bromo­phen­yl)-1,2,3,4-tetra­hydro­benzo[a]phenanthridine
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2977753/
https://www.ncbi.nlm.nih.gov/pubmed/21583889
http://dx.doi.org/10.1107/S1600536809013713
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