Date Published: May 01, 2010
Publisher: International Union of Crystallography
Author(s): Ke-Bin Huang, Yan-Shu Tan, Xiao-Yan Song, Yan-Cheng Liu, Zhen-Feng Chen.
http://doi.org/10.1107/S1600536810013899
Abstract
The title mixed-ligand copper(I) complex, [Cu(C18H13N4O5S)(C18H15P)2], was synthesized via solvothermal reaction of [Cu(PPh3)2(MeCN)2]ClO4 and sulfasalazine [systematic name: 2-hydroxy-5-(2-{4-[(2-pyridylamino)sulfonyl]phenyl}diazenyl)benzoic acid]. The mononuclear complex displays a trigonal coordination geometry for the Cu(I) atom, which is surrounded by two P-atom donors from two different PPh3 ligands and one O-atom donor from the monodentate carboxylate group of the sulfasalazinate ligand. The latter ligand is found in a zwitterionic form, with a deprotonated amine N atom and a protonated pyridine N atom. Such a feature was previously described for free sulfasalazine. The crystal structure is stabilized by C—H⋯O, C—H⋯N, N—H⋯N and O—H⋯O hydrogen bonds.
Partial Text
For applications of sulfasalazine, see: Neva et al. (2000 ▶); Mansfield et al. (2002 ▶). For crystal structures of metal complexes with sulfasalazine, see: Chen et al. (2003 ▶, 2008 ▶); Kang et al. (2006 ▶, 2008a ▶,b ▶); Wang et al. (2005 ▶); Yuan et al. (2006 ▶). For the crystal structure of free sulfasalazine, see: van der Sluis & Spek (1990 ▶). For the structure of a zwitterion related to sulfasalazine, see: Eliopoulos et al. (1983 ▶). For spectroscopic evidences supporting the presence of a protonated pyridine, see: Franklin & Richardson (1980 ▶).
Source:
http://doi.org/10.1107/S1600536810013899