Crystal structure of ethyl 2-({[(4Z)-3,5-dioxo-1-phenylpyrazolidin-4-ylidene]methyl}amino)acetate

• Main Authors: Shaaban K. Mohamed, Mehmet Akkurt, Joel T. Mague, Eman A. Ahmed, Mustafa R. Albayati
• Format: Article
• Language: English
• Published: International Union of Crystallography 2014-09-01
• Series: Acta Crystallographica Section E
• Subjects: crystal structure; hydrogen bonding; hydrogen-bonded dimers; pyrazolidine-3,5-dione; aminoacetic acid ester
• Online Access: http://scripts.iucr.org/cgi-bin/paper?S1600536814016766
• ISSN: 1600-5368

The title compound, C14H15N3O4, is nearly planar, the dihedral angle between the planes of the phenyl and pyrazolidine rings being 1.13 (7) Å, and that between the plane of the pyrazolidine ring and the mean plane of the side chain [C—N—C–C(=O)—O; r.m.s. deviation = 0.024 Å] being 2.52 (7)°. This is due in large part to the presence of the intramolecular N—H...O and C—H...O hydrogen bonds. In the crystal, pairwise N—H...O hydrogen bonds form inversion dimers, which are further associated into layers, lying very close to plane (-120), via pairwise C—H...O hydrogen bonds. The layers are then weakly connected through C—H...O hydrogen bonds, forming a three-dimensional structure.