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3-(2,3,5,6,7,8-Hexahydro-1H-cyclo­penta­[b]quinolin-9-yl)-1,5-bis­(4-methoxy­phen­yl)biuret

Ipidacrine (2,3,5,6,7,8-hexa­hydro-1H-cyclo­penta­[b]quinolin-9-amine) was reacted with 4-methoxy­phenyl isocyanate to give the title compound, C(28)H(30)N(4)O(4). An intra­molecular N—H⋯O hydrogen bond results in an essentially planar [r.m.s. deviation from the mean plane is 0.126 (1) Å] conformati...

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Detalles Bibliográficos
Autores principales: Sakurai, Kaori, Noguchi, Keiichi, Nishibe, Koichiro
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2983504/
https://www.ncbi.nlm.nih.gov/pubmed/21580406
http://dx.doi.org/10.1107/S1600536810006057
Descripción
Sumario:Ipidacrine (2,3,5,6,7,8-hexa­hydro-1H-cyclo­penta­[b]quinolin-9-amine) was reacted with 4-methoxy­phenyl isocyanate to give the title compound, C(28)H(30)N(4)O(4). An intra­molecular N—H⋯O hydrogen bond results in an essentially planar [r.m.s. deviation from the mean plane is 0.126 (1) Å] conformation for the biuret unit. The central ring of the quinoline unit is twisted by 78.2 (1)° with respect to the biuret mean plane, whereas the two 4-methoxy­benzene rings are twisted out of this plane by 24.3 (1)° and 48.5 (1)°, resulting in an overall propeller-like structure. An inter­molecular N—H⋯N hydrogen bond between the biuret NH atom and the quinoline ring nitro­gen defines the crystal packing.