Research Article: Benzyl N-(1-{N′-[(E)-2-chloro­benzyl­idene]hydrazinecarbon­yl}-2-hy­droxy­eth­yl)carbamate

Date Published: July 01, 2011

Publisher: International Union of Crystallography

Author(s): Marcus V. N. de Souza, Alessandra C. Pinheiro, Edward R. T. Tiekink, Solange M. S. V. Wardell, James L. Wardell.


The mol­ecule of the title compound, C18H18ClN3O4, is twisted about the chiral C atom with the dihedral angle between the two amide residues being 87.8 (5)°, but, overall, it can be described as curved, with the benzene rings lying on the same side of the mol­ecule [dihedral angle = 62.8 (4)°]. The conformation about the imine bond [1.294 (7) Å] is E. In the crystal, a two-dimensional array in the ab plane is mediated by O—H⋯O and N—H⋯O hydrogen bonds as well as C—H⋯Cl inter­actions. The layers stack along the c-axis direction, being connected by C—H⋯.π contacts.

Partial Text

For background to the use of l-serine derivatives in anti-tumour therapy, see: Jiao et al. (2009 ▶); Yakura et al. (2007 ▶). For background to N-acyl­hydrazone derivatives from l-serine for anti-tumour testing, see: Pinheiro et al. (2010 ▶, 2011a ▶,b ▶); de Souza et al. (2010 ▶); Howie et al. (2011 ▶).




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