The next larger push-pull fulvalene is sesquifulvalene, in which the three-membered ring is replaced by a seven-membered ring (see Figure for structure). Analogous to calicene, the ground state possesses a dipolar resonance structures and aromatic character. However, despite exhibiting similar orbital features to calicene, no Hund´s rule violation exists among any of its excited states (Figure ). This may be due to its lower intrinsic push-pull character; the dipole of sesquifulvalene is 3.3 D compared to 4.7 D for calicene. We applied the strategy described for calicene above, where electron-donating and -withdrawing substituents were placed at the relevant orbital positions to minimize the orbital gap between the CT-type orbitals, but only one compound with a high-lying violation could be located (Table ) at the EOM-CCSD/cc-pVDZ level.