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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
Descripción
Sumario: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.