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In spite of the pyridyl groups not being coplanar with the vinylenedithio\u2013TTF cores and the significant chair\u2010type distortions of the cores, because of the flexing of the dithiin rings, these substituted donors preserve the stacking ability of the unsubstituted donors in the solid state. The pyridyl substitution does not significantly change the redox potentials of these donors. Electrocrystallisation of a bis(2\u2010pyridyl) donor with perrhenate gave a dicationic salt in which the donor is both protonated and oxidized, and the pyridinium group makes a hydrogen bond to a perrhenate ion. (\u00a9 Wiley\u2010VCH Verlag GmbH &amp; Co. 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