1,3-Diphenyl-3,4-dihydro­benzo[b][1,6]naphthyridine

The title compound, C(24)H(18)N(2), is the first structural example containing the 3,4-dihydro­benzo[b][1,6]naphthyridine fragment. It was synthesized from 2,4,6,8-tetra­phenyl-3,7-diaza­bicyclo­[3.3.1]nonan-9-one and was crystallized from a methanol–ethanol solution over two years as a racemate. Th...

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Detalles Bibliográficos
Autores principales: Seebacher, Werner, Weis, Robert, Saf, Robert, Belaj, Ferdinand
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2979077/
https://www.ncbi.nlm.nih.gov/pubmed/21579165
http://dx.doi.org/10.1107/S1600536810013619
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author Seebacher, Werner
Weis, Robert
Saf, Robert
Belaj, Ferdinand
author_facet Seebacher, Werner
Weis, Robert
Saf, Robert
Belaj, Ferdinand
author_sort Seebacher, Werner
collection PubMed
description The title compound, C(24)H(18)N(2), is the first structural example containing the 3,4-dihydro­benzo[b][1,6]naphthyridine fragment. It was synthesized from 2,4,6,8-tetra­phenyl-3,7-diaza­bicyclo­[3.3.1]nonan-9-one and was crystallized from a methanol–ethanol solution over two years as a racemate. The C=N double bond [1.2868 (15) Å] is bent significantly out of the plane of the aromatic bicyclic ring system [N—C—C—C = −157.63 (12)°] and out of the plane of the phenyl ring bonded at the 1-position [N—C—C—C = 41.15 (16)°].
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spelling pubmed-29790772010-12-30 1,3-Diphenyl-3,4-dihydro­benzo[b][1,6]naphthyridine Seebacher, Werner Weis, Robert Saf, Robert Belaj, Ferdinand Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(24)H(18)N(2), is the first structural example containing the 3,4-dihydro­benzo[b][1,6]naphthyridine fragment. It was synthesized from 2,4,6,8-tetra­phenyl-3,7-diaza­bicyclo­[3.3.1]nonan-9-one and was crystallized from a methanol–ethanol solution over two years as a racemate. The C=N double bond [1.2868 (15) Å] is bent significantly out of the plane of the aromatic bicyclic ring system [N—C—C—C = −157.63 (12)°] and out of the plane of the phenyl ring bonded at the 1-position [N—C—C—C = 41.15 (16)°]. International Union of Crystallography 2010-04-17 /pmc/articles/PMC2979077/ /pubmed/21579165 http://dx.doi.org/10.1107/S1600536810013619 Text en © Seebacher et al. 2010 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
Seebacher, Werner
Weis, Robert
Saf, Robert
Belaj, Ferdinand
1,3-Diphenyl-3,4-dihydro­benzo[b][1,6]naphthyridine
title 1,3-Diphenyl-3,4-dihydro­benzo[b][1,6]naphthyridine
title_full 1,3-Diphenyl-3,4-dihydro­benzo[b][1,6]naphthyridine
title_fullStr 1,3-Diphenyl-3,4-dihydro­benzo[b][1,6]naphthyridine
title_full_unstemmed 1,3-Diphenyl-3,4-dihydro­benzo[b][1,6]naphthyridine
title_short 1,3-Diphenyl-3,4-dihydro­benzo[b][1,6]naphthyridine
title_sort 1,3-diphenyl-3,4-dihydro­benzo[b][1,6]naphthyridine
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2979077/
https://www.ncbi.nlm.nih.gov/pubmed/21579165
http://dx.doi.org/10.1107/S1600536810013619
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