2-Amino-6-[(2,6-dichlorophenyl)imino]-3-oxocyclohexa-1,4-dienecarbaldehyde
authors Neves, CMB; Fernandes, JA; Simoes, MMQ; Neves, MGPMS; Cavaleiro, JAS; Paz, FAA
nationality International
journal ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE
keywords HYDROGEN-PEROXIDE; OXIDATION; METALLOPORPHYRINS; CATALYSTS; HISTORY
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].
publisher WILEY-BLACKWELL
issn 1600-5368
year published 2011
volume 67
beginning page O3022
ending page U1289
digital object identifier (doi) 10.1107/S1600536811042619
web of science category Crystallography
subject category Crystallography
unique article identifier WOS:000297859000108
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