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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...

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Autores principales: Siaka, Sohro, Soldatenkov, Anatoly T., Malkova, Anastasia V., Sorokina, Elena A., Khrustalev, Victor N.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
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.
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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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