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rac-N-Benzyl­isatincreatinine (unknown solvate)

The title compound, C(19)H(18)N(4)O(3) [systematic name: (RS)-1-benzyl-3-hy­droxy-3-(2-imino-3-methyl-5-oxoimidazolidin-4-yl)-2,3-dihydro-1H-indol-2-one], was prepared as a racemate (RR and SS) by the aldol condensation of N-benzyl­isatin with creatinine in the presence of sodium acetate in acetic a...

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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/PMC3569814/
https://www.ncbi.nlm.nih.gov/pubmed/23424560
http://dx.doi.org/10.1107/S1600536813000378
Descripción
Sumario:The title compound, C(19)H(18)N(4)O(3) [systematic name: (RS)-1-benzyl-3-hy­droxy-3-(2-imino-3-methyl-5-oxoimidazolidin-4-yl)-2,3-dihydro-1H-indol-2-one], was prepared as a racemate (RR and SS) by the aldol condensation of N-benzyl­isatin with creatinine in the presence of sodium acetate in acetic acid. The r.m.s. deviation of the isatin ring system is 0.033 Å. The benzyl group is disordered over two orientations, with refined occupancies of 0.847 (7) and 0.153 (7). The dihedral angles between the isatin ring system and the benzene ring (major disorder component) and the imidazole ring are 82.82 (7) and 51.31 (3)°, respectively, In the crystal, mol­ecules are linked into (001) sheets by N—H⋯O and O—H⋯N hydrogen bonds, which incorporate R (2) (2)(9) ring motifs. The crystal was grown from mixed solvents (ethanol, methanol and possibly also ethyl acetate). These solvents are disordered in the crystal and the resulting electron density was found to be uninter­pretable. The solvent contribution to the scattering was removed with the SQUEEZE routine in PLATON [Spek (2009 ▶). Acta Cryst. D65, 148–155]. The formula mass and density do not take account of the solvent.