Multi-dimensional pi-pi stacking interaction in neutral radical crystals obtained by electrochemical oxidation of [Co-III(2,3-Nc)(CN)(2)](-) (2,3-Nc=2,3-naphthalocyanine)

Electrochemical oxidation of the dicyano(2,3-naphthalocyanato)cobalt(III) a nion ([Co(2,3-Nc)(CN)(2)](-)) yields electrically conducting crystals compr ised of the Co(2,3-Nc)(CN)(2) neutral radicals and some crystal solvents. T he oxidation of the potassium salt in acetonitrile gives Co(2,3-Nc)(CN)(2). CH3CN, while that in a mixed solvent of acetonitrile/o-dichlorobenzene (DC B) gives Co(2,3-Nc)(CN)(2). 2DCB. X-Ray structure analyses show that two- o r three-dimensional pi-pi stacking interactions are achieved in these cryst als. Compared with the phthalocyanine (Pc) derivatives this higher-dimensio nality in the 2,3-Nc radical crystals, even with a large crystal solvent, a rises from the linear extension of the pi-conjugation system of Pc.