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.
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 ▶).