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Three TCNQ derivatives carrying nitroxide radicals (3a–3c) were prepared and were found to form single-component charge-transfer (CT) complexes by self-assembly, in which outer nitroxide groups of a couple of different molecules work as donors and the inner TCNQ unit of another molecule as an acceptor. While the CT interactions found for the TEMPO (2,2,6,6-tetramethylpiperidin-1-oxy) derivative 3a and the PROXYL (2,2,5,5-tetramethylpirrolidin-1-oxy) derivative 3b are point-to-face fashion between the oxygen atom of each nitroxide group and the six-membered ring of inner TCNQ unit, the CT interactions found for the PO (2,2,5,5-tetramethyl-3-pyrrolin-1-oxy) derivative 3c are point-to-point contacts between the oxygen atoms of outer nitroxide groups and the carbon atoms of a couple of cyano groups

Single-Component Charge-Transfer Crystals Based on Spin-Carrying TCNQ (7,7,8,8-Tetracyanoquinodimethane) Derivatives