abstract
The title compound, C13H8Cl2N2O2, was obtained by the oxidation of diclofenac {systematic name: 2-[2-(2,6-dichlorophenylamino)phenyl]acetic acid}, an anti-inflammatory drug, with hydrogen peroxide catalysed by chlorido[5,10,15,20-tetrakis(2,6-dichlorophenyl)porphyrinato]manganese(III), using ammonium acetate as co-catalyst. The asymmetric unit contains two crystallographically independent molecules of the title compound (Z' = 2). The close packing of individual molecules is mediated by a series of strong and rather directional N-H center dot center dot center dot Cl and N-H center dot center dot center dot O hydrogen bonds, plus weak pi-pi [distance between the individual double bonds of symmetry-related iminoquinone rings = 3.7604 (13) angstrom] and Cl center dot center dot center dot O interactions [3.0287 (18) angstrom].
keywords
HYDROGEN-PEROXIDE; OXIDATION; METALLOPORPHYRINS; CATALYSTS; HISTORY
subject category
Crystallography
authors
Neves, CMB; Fernandes, JA; Simoes, MMQ; Neves, MGPMS; Cavaleiro, JAS; Paz, FAA
our authors
Filipe Alexandre Almeida Paz
Principal Researcher
José Alberto Pires Fernandes
Post-doc Fellowshipacknowledgements
We are grateful to the Fundacao para a Ciencia e a Tecnologia (FCT/FEDER, Portugal) for their general financial support to QOPNA and CICECO, and for the post-doctoral research grant No. SFRH/BPD/63736/2009 (to JAF). Thanks are also due to the FCT for specific funding toward the purchase of the single-crystal diffractometer.