For {H2[TOPP]} 4-, both the B3LYP and CAMY-B3LYP functionals exaggerate the redshift of the far-red hyperporphyrin band (i.e., the lowest energy Q band) by as much as ~200 and ~100 nm, relative to the experimental value (660-705 nm). The large errors suggest that the tetraanion is a rather extreme representation of O-deprotonated H2[THPP]. That said, CAMY-B3LYP, as expected, clearly performs better in that it predicts a less extreme redshift of the hyperporphyrin band. On the other hand, B3LYP successfully predicts transitions of significant intensity (with essentially HOMO-1-to-LUMO/LUMO+1 character) in the 550-600 nm range for {H2[TOPP]} 4-, in agreement with experimental spectra, but in sharp contrast to CAMY-B3LYP, which does not indicate any significant absorption whatsoever in this wavelength range. The differences between the two functionals can be ascribed to a difference in the nature of the HOMO (different degrees of porphyrin-aryl mixing) as well as to orbital reordering for HOMO-2 to HOMO-5 (Figure ). Importantly, other hybrid and range-separated functionals (including the original CAM-B3LYP 31 as well as wB97X, 33 HSE03, and HSE06 and their rangeseparated counterparts) did not exhibit significant advantages relative to B3LYP and CAMY-B3LYP, respectively.