Date Published: July 01, 2012
Publisher: International Union of Crystallography
Author(s): Reza Kia, Hadi Kargar, Amir Adabi Ardakani, Muhammad Nawaz Tahir.
The asymmetric unit of the title compound, C16H12Cl4N2O2, comprises half of a potentially tetradentate Schiff base ligand, located about a twofold rotation axis which bisects the central C—C bond of the ethane-1,2-diamine group. In the solid state, the compound exists in the zwitterionic form. There are two intramolecular N—H⋯O hydrogen bonds making S(6) ring motifs. In the crystal, molecules are linked by C—H⋯O hydrogen bonds, forming two-dimensional frameworks which lie parallel to (100). There are also short Cl⋯Cl [3.4395 (9) Å] contacts present.
For standard bond lengths, see: Allen et al. (1987 ▶). For hydrogen-bond motifs, see: Bernstein et al. (1995 ▶). For van der Waals radii, see: Bondi (1964 ▶). For related Schiff base ligands, see: Kargar et al. (2011 ▶); Kia et al. (2010 ▶).