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Modification of tetrathiafulvalene with an imidazolyl substituent as a hydrogen-bond donor allows the generation of a hydrogen-bonded 2:1 charge-transfer complex with chloranil. This complex forms a three-dimensional network with columnar stacking of each component and multiple S⋅⋅⋅S interactions (see picture). This strongly hydrogen-bonded purely organic conducting material is the first to display metallic behavior.
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Murata et al. (2004) studied this question.
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