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3-Methyl-1,2,3,4,5,6,1′,2′,3′,4′-decahydrospiro[benz[f]isoquinoline-1,2′-naphthalen]-1′-one
The title compound, C(23)H(23)NO, is the product of a tandem transformation of the double Mannich base bis(1-oxo-1,2,3,4-tertrahydro-2-naphthoylmethyl)amine hydrochloride in HBr solution upon heating. The tetrahydropyridine ring has a non-symmetrical half-chair conformation, whereas the cyclo...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3515312/ https://www.ncbi.nlm.nih.gov/pubmed/23284532 http://dx.doi.org/10.1107/S1600536812043309 |
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author | Siaka, Sohro Soldatenkov, Anatoly T. Malkova, Anastasia V. Sorokina, Elena A. Khrustalev, Victor N. |
author_facet | Siaka, Sohro Soldatenkov, Anatoly T. Malkova, Anastasia V. Sorokina, Elena A. Khrustalev, Victor N. |
author_sort | Siaka, Sohro |
collection | PubMed |
description | The title compound, C(23)H(23)NO, is the product of a tandem transformation of the double Mannich base bis(1-oxo-1,2,3,4-tertrahydro-2-naphthoylmethyl)amine hydrochloride in HBr solution upon heating. The tetrahydropyridine ring has a non-symmetrical half-chair conformation, whereas the cyclohexadiene and cyclohexene rings adopt non-symmetrical half-boat conformations. The dihedral angle between the planes of the terminal benzene rings is 62.85 (6)°. The N atom has a trigonal–pyramidal geometry [sum of the bond angles = 332.4 (3)°]. In the crystal, molecules form [001] chains via weak non-classical C—H⋯N hydrogen bonds. The chains are stacked along the b axis. |
format | Online Article Text |
id | pubmed-3515312 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-35153122013-01-02 3-Methyl-1,2,3,4,5,6,1′,2′,3′,4′-decahydrospiro[benz[f]isoquinoline-1,2′-naphthalen]-1′-one Siaka, Sohro Soldatenkov, Anatoly T. Malkova, Anastasia V. Sorokina, Elena A. Khrustalev, Victor N. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(23)H(23)NO, is the product of a tandem transformation of the double Mannich base bis(1-oxo-1,2,3,4-tertrahydro-2-naphthoylmethyl)amine hydrochloride in HBr solution upon heating. The tetrahydropyridine ring has a non-symmetrical half-chair conformation, whereas the cyclohexadiene and cyclohexene rings adopt non-symmetrical half-boat conformations. The dihedral angle between the planes of the terminal benzene rings is 62.85 (6)°. The N atom has a trigonal–pyramidal geometry [sum of the bond angles = 332.4 (3)°]. In the crystal, molecules form [001] chains via weak non-classical C—H⋯N hydrogen bonds. The chains are stacked along the b axis. International Union of Crystallography 2012-10-27 /pmc/articles/PMC3515312/ /pubmed/23284532 http://dx.doi.org/10.1107/S1600536812043309 Text en © Siaka et al. 2012 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 Siaka, Sohro Soldatenkov, Anatoly T. Malkova, Anastasia V. Sorokina, Elena A. Khrustalev, Victor N. 3-Methyl-1,2,3,4,5,6,1′,2′,3′,4′-decahydrospiro[benz[f]isoquinoline-1,2′-naphthalen]-1′-one |
title | 3-Methyl-1,2,3,4,5,6,1′,2′,3′,4′-decahydrospiro[benz[f]isoquinoline-1,2′-naphthalen]-1′-one |
title_full | 3-Methyl-1,2,3,4,5,6,1′,2′,3′,4′-decahydrospiro[benz[f]isoquinoline-1,2′-naphthalen]-1′-one |
title_fullStr | 3-Methyl-1,2,3,4,5,6,1′,2′,3′,4′-decahydrospiro[benz[f]isoquinoline-1,2′-naphthalen]-1′-one |
title_full_unstemmed | 3-Methyl-1,2,3,4,5,6,1′,2′,3′,4′-decahydrospiro[benz[f]isoquinoline-1,2′-naphthalen]-1′-one |
title_short | 3-Methyl-1,2,3,4,5,6,1′,2′,3′,4′-decahydrospiro[benz[f]isoquinoline-1,2′-naphthalen]-1′-one |
title_sort | 3-methyl-1,2,3,4,5,6,1′,2′,3′,4′-decahydrospiro[benz[f]isoquinoline-1,2′-naphthalen]-1′-one |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3515312/ https://www.ncbi.nlm.nih.gov/pubmed/23284532 http://dx.doi.org/10.1107/S1600536812043309 |
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