Radical anion salt {cryptand[2.2.2] (K + )} 2 (bispheroid) 2À ·3.5C 6 H 4 Cl 2 (1)o ft he double-caged fullerene C 60 derivative,i nw hich fullerene cages are linked by a cyclobutane bridging cycle and additionally by ap yrrolizidine moiety,w as obtained. Each fullerenec age in this derivative accepts one electron on reduction, thus forming the (bispheroid) 2À dianionsw ith two interacting S = 1/2 spins on the neighboring cages. Low-temperature magnetic measurements reveal as inglet ground state of the bispheroid dianions whereas triplet contributions prevail at increased temperature. An estimated exchange interaction betweent wo spins J/k B = À78 Ki n1 indicatess trong magnetic coupling between them,n early two times higher than that (J/k B = À44.7 K) in previously studied (C 60 À ) 2 dimers linked via ac yclobutane bridge only.T he enhancement of magnetic coupling in 1 can be explained by as horter distance between the fullerenec ages and, possibly,a na dditional channel for the magnetic exchange provided by ap yrrolizidine bridge. Quantum-chemical calculations of the lowest electronic state of the dianions by meanso fm ulti-configuration quasi-degenerate perturbation theorys upport the experimental findings.Scheme1.Molecular structure of the double-caged fullerene C 60 derivative (hereinafterbispheroid)s tudied in the present work.[a] Dr.Supporting information and the ORCID identification number(s) for the author(s) of this article can be found under: https://doi.