Pyrazine-N,N′-dioxide/tetracyanoethylene electron donor-acceptor bonding and the effect of donor steric demand and symmetry on the cocrystal assembly

Diethyldimethylpyrazine-N,N′-dioxide (DEDMPDO) assembles with tetracyanoethylene (TCNE) into a 1:1 purple cocrystal giving layered networks cohered by DEDMPDO-TCNE donor-acceptor (DA) bonds. The NO-C intermolecular contacts are 2.81-3.02 Å and the two-dimensional DA bonded network is built from two unique donors and two unique acceptors within the assembly.