Two-Dimensional Networks of Ethylenedithiotetrathiafulvalene Derivatives with the Hydrogen-Bonded Functionality of Uracil, and Channel Structure of Its Tetracyanoquinodimethane Complex

Ethylenedithiotetrathiafulvalene (EDT-TTF) derivatives with N1-butyluracil or N1-phenyluracil moiety
were designed and synthesized as new hydrogen-bonded electron-donor molecules with the aim of
introducing multiple S···S interactions into the hydrogen-bonded structures composed of the TTF−nucleobase systems. In the crystals of the EDT-TTF derivatives, two-dimensional sheet and layer structures
were formed through π···π, multiple S···S interactions, and complementary double hydrogen bonds. In
the tetracyanoquinodimethane (TCNQ) charge-transfer complex of the EDT-TTF−N1-butyluracil dyad
with a segregated column, a layer structure of the electron-donor molecules was constructed through the
noncovalent interactions. The n-butyl group of the uracil moiety served to separate the space between
the donor layers, resulting in construction of a channel structure. Disordered TCNQ molecules were
located in the microporous space of the channel. The TCNQ complex exhibited high electric conductivity
(σrt = 2.1 S cm-1) in a single crystal.