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], C19H17BrN4O3·C2H5OH, which crystallized as a racemate (RR and SS), the isatin ring is almost planar, with an r.m.s. deviations...

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Bibliographic Details
Main Authors: Narsimha Reddy Penthala, Peter A. Crooks
Format: Article
Language:English
Published: International Union of Crystallography 2013-02-01
Series:Acta Crystallographica Section E
Online Access:http://scripts.iucr.org/cgi-bin/paper?S160053681300038X
Description
Summary: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], C19H17BrN4O3·C2H5OH, 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 R44(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.
ISSN:1600-5368