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rac-5-Bromo-N-benzyl­isatincreatinine ethanol monosolvate

In the title compound [systematic name: rac-1-benzyl-5-bromo-3-hy­droxy-3-(2-imino-3-methyl-5-oxoimidazolidin-4-yl)-2,3-dihydro-1H-indol-2-one ethanol monosolvate], C(19)H(17)BrN(4)O(3)·C(2)H(5)OH, which crystallized as a racemate (RR and SS), the isatin ring is almost planar, with an r.m.s. deviati...

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Detalles Bibliográficos
Autores principales: Penthala, Narsimha Reddy, Crooks, Peter A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3569813/
https://www.ncbi.nlm.nih.gov/pubmed/23424559
http://dx.doi.org/10.1107/S160053681300038X
Descripción
Sumario:In the title compound [systematic name: rac-1-benzyl-5-bromo-3-hy­droxy-3-(2-imino-3-methyl-5-oxoimidazolidin-4-yl)-2,3-dihydro-1H-indol-2-one ethanol monosolvate], C(19)H(17)BrN(4)O(3)·C(2)H(5)OH, which crystallized as a racemate (RR and SS), the isatin ring is almost planar, with an r.m.s. deviations from the mean plane of 0.0276 (14) Å. The phenyl ring of the benzyl group makes a dihedral angle with the mean plane of the isatin ring of 87.40 (5)° and the dihedral angle between the imidazole and isatin rings is 58.56 (7)°. In the crystal, mol­ecules are linked into two-dimensional pleated-sheet networks in the ac plane formed by O—H⋯O, N—H⋯O and O—H⋯N hydrogen bonds; within these sheets there are R (4) (4)(10) rings that involve three mol­ecules of the title compound and a single ethanol solvent mol­ecule. In addition, there are π–π inter­actions between inversion-related benzyl groups, with an inter­planar spacing of 3.444 (3) Å.