An X-ray charge density study of 4-cyano-N-methylpyridinium salt of 5,6-dichloro-2,3-dicyanosemiquinone radical anion (4-CN-N-MePy+DDQ−) revealed fine details of two-electron multicenter (2e/mc) covalent bonding within stacked dimers of DDQ anion radicals with a short separation distance of 2.87 Å. Since the electron pair is not localized but rather spread over a large area between two semiquinoid rings (28 atoms), the maximum electron density is 0.085 e Å–3; the electron density value is consistent with the existence of a nonlocalized electron pair. However, the presence of multiple bond (3,–1) critical points and a local electron density minimum (which is usually found in cage-like moieties, such as adamantyl) between the rings point to a 3D shape of frontier orbitals, consistent with the presence of a 2e/mc bond.