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Acta Cryst. (2013). E69, o288-o289
[ doi:10.1107/S160053681300038X ]

rac-5-Bromo-N-benzylisatincreatinine ethanol monosolvate

N. R. Penthala and P. A. Crooks

Abstract: 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 [pi]-[pi] interactions between inversion-related benzyl groups, with an interplanar spacing of 3.444 (3) Å.

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