Abstract

Two salts of tetrachloro- (chloranil, Cl4Q) and tetrabromosemiquinone (bromanil, Br4Q) radical anions with an organic cation N-methylpyridinium (N-MePy), displaying a variety of tunable electrical and magnetic properties, are characterized. These systems comprise π-stacks of equidistant semiquinone radical anions, without Peierls deformation and diamagnetic spin coupling. Both are stable up to 150 and 120 °C in air, respectively, and are semiconductors with conductivities of 10–6–10–7 (Ω cm)−1 in the single crystals. The room-temperature concomitant crystallization of two polymorphs with different magnetic properties (antiferromagnetic and Peierls-distorted diamagnetic) has been observed for Cl4Q·N-MePy. The semiquinone radical organic salts represent a novel class of potential (multi)functional materials with tunable properties.

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