Acta Crystallographica Section E

Structure Reports Online

Volume 69, Part 2 (February 2013)

organic compounds

Acta Cryst. (2013). E69, o290-o291    [ doi:10.1107/S1600536813000378 ]

rac-N-Benzyl­isatincreatinine (unknown solvate)

N. R. Penthala and P. A. Crooks

Abstract: The title compound, C19H18N4O3 [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 R22(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.

htmldisplay filedownload file

Hyper-Text Markup Language (HTML) file (92.5 kbytes)
[ doi:10.1107/S1600536813000378/hb7013sup0.html ]
Supplementary materials

cmldisplay filedownload file

Chemical Markup Language (CML) file (6.9 kbytes)
[ doi:10.1107/S1600536813000378/hb7013Isup3.cml ]
Supplementary material


To open or display or play some files, you may need to set your browser up to use the appropriate software. See the full list of file types for an explanation of the different file types and their related mime types and, where available links to sites from where the appropriate software may be obtained.

The download button will force most browsers to prompt for a file name to store the data on your hard disk.

Where possible, images are represented by thumbnails.

 bibliographic record in  format

  Find reference:   Volume   Page   
  Search:     From   to      Advanced search

Copyright © International Union of Crystallography
IUCr Webmaster