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2,4-Bis(3-methoxy­phen­yl)-3-aza­bicyclo­[3.3.1]nonan-9-one

In the crystal structure, the title compound, C(22)H(25)NO(3), exists in a twin-chair conformation with equatorial orientations of the meta-methoxy­phenyl groups on both sides of the secondary amino group. The title compound is a positional isomer of 2,4-bis­(2-methoxy­phen­yl)-3-aza­bicyclo­[3.3.1]...

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Detalles Bibliográficos
Autores principales: Parthiban, P., Ramkumar, V., Jeong, Yeon Tae
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2980113/
https://www.ncbi.nlm.nih.gov/pubmed/21580151
http://dx.doi.org/10.1107/S1600536809050697
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author Parthiban, P.
Ramkumar, V.
Jeong, Yeon Tae
author_facet Parthiban, P.
Ramkumar, V.
Jeong, Yeon Tae
author_sort Parthiban, P.
collection PubMed
description In the crystal structure, the title compound, C(22)H(25)NO(3), exists in a twin-chair conformation with equatorial orientations of the meta-methoxy­phenyl groups on both sides of the secondary amino group. The title compound is a positional isomer of 2,4-bis­(2-methoxy­phen­yl)-3-aza­bicyclo­[3.3.1]nonan-9-one and 2,4-bis­(4-methoxy­phen­yl)-3-aza­bicyclo­[3.3.1]nonan-9-one, which both also exhibit twin-chair conformations with equatorial dispositions of the anisyl rings on both sides of the secondary amino group. In the title compound, the meta-methoxy­phenyl rings are orientated at an angle of 25.02 (3)° with respect to each other, whereas in the ortho and para isomers, the anisyl rings are orientated at dihedral angles of 33.86 (3) and 37.43 (4)°, respectively. The crystal packing is dominated by van der Waals inter­actions and by an inter­molecular N—H⋯O hydrogen bond, whereas in the ortho isomer, an inter­molecular N—H⋯π inter­action (H⋯Cg = 2.75 Å) is found.
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spelling pubmed-29801132010-12-30 2,4-Bis(3-methoxy­phen­yl)-3-aza­bicyclo­[3.3.1]nonan-9-one Parthiban, P. Ramkumar, V. Jeong, Yeon Tae Acta Crystallogr Sect E Struct Rep Online Organic Papers In the crystal structure, the title compound, C(22)H(25)NO(3), exists in a twin-chair conformation with equatorial orientations of the meta-methoxy­phenyl groups on both sides of the secondary amino group. The title compound is a positional isomer of 2,4-bis­(2-methoxy­phen­yl)-3-aza­bicyclo­[3.3.1]nonan-9-one and 2,4-bis­(4-methoxy­phen­yl)-3-aza­bicyclo­[3.3.1]nonan-9-one, which both also exhibit twin-chair conformations with equatorial dispositions of the anisyl rings on both sides of the secondary amino group. In the title compound, the meta-methoxy­phenyl rings are orientated at an angle of 25.02 (3)° with respect to each other, whereas in the ortho and para isomers, the anisyl rings are orientated at dihedral angles of 33.86 (3) and 37.43 (4)°, respectively. The crystal packing is dominated by van der Waals inter­actions and by an inter­molecular N—H⋯O hydrogen bond, whereas in the ortho isomer, an inter­molecular N—H⋯π inter­action (H⋯Cg = 2.75 Å) is found. International Union of Crystallography 2009-12-04 /pmc/articles/PMC2980113/ /pubmed/21580151 http://dx.doi.org/10.1107/S1600536809050697 Text en © Parthiban 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
Parthiban, P.
Ramkumar, V.
Jeong, Yeon Tae
2,4-Bis(3-methoxy­phen­yl)-3-aza­bicyclo­[3.3.1]nonan-9-one
title 2,4-Bis(3-methoxy­phen­yl)-3-aza­bicyclo­[3.3.1]nonan-9-one
title_full 2,4-Bis(3-methoxy­phen­yl)-3-aza­bicyclo­[3.3.1]nonan-9-one
title_fullStr 2,4-Bis(3-methoxy­phen­yl)-3-aza­bicyclo­[3.3.1]nonan-9-one
title_full_unstemmed 2,4-Bis(3-methoxy­phen­yl)-3-aza­bicyclo­[3.3.1]nonan-9-one
title_short 2,4-Bis(3-methoxy­phen­yl)-3-aza­bicyclo­[3.3.1]nonan-9-one
title_sort 2,4-bis(3-methoxy­phen­yl)-3-aza­bicyclo­[3.3.1]nonan-9-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2980113/
https://www.ncbi.nlm.nih.gov/pubmed/21580151
http://dx.doi.org/10.1107/S1600536809050697
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