As 1 6+ has a -electron count of 50, Casado and Martín described it as spherically aromatic fulfilling Hirsch's 2(n + 1) 2 rule with n = 4. Here, it is noteworthy that Wu and coworkers recently concluded that a similar C2 symmetric cage-type macrocycle with four tethers does not follow this rule. Now, to probe if 1 6+ complies with Hirsch's rule, or if the -electron count is merely coincidental, we analyzed the next larger analogue of 1 6+ , leading to 11 6+ with five instead of four thiopheno rings in each tether. According to EDDB this hexacation exhibits slightly more -electron delocalization than 1 6+ (60.0% in 11 and 59.5% in 1 6+ ) and would be equally aromatic. Yet, 11 6+ has 62 -electrons, a number which is not a 2(n + 1) 2 number (the next is 72 when n = 5). Instead, the slightly enhanced -electron delocalization of 11 seems to be a result of the longer tethers which allow for better -orbital overlap at the bridgehead C atoms because the δ1 -δ3 values are lower in 11 than in 1 6+ (36° vs. 41°). Thus, the reason that the -electron count of 1 6+ is a 2(n + 1) 2 number is coincidental. The -electron count of 11 6+ is a 6n + 2 number. Yet, also this -electron count does not expose 3D-aromaticity since a -electron count of 6n + 2 results coincidentally for a bicyclic molecule with three equal tethers, as described in the qualitative theory section. To confirm this, we examined if cage macrocycles where one linker has four more -electrons (or four less) than the other two linkers are similarly aromatic as 1 6+ and 11 . We tested this through 9 6+ and 10 6+ (Figure ) with total -electron counts of 54 and 58, i.e., counts that are not 6n + 2 numbers. We now find that the extent of -electron delocalization according to EDDB is similar in the four hexacations (Figure ), revealing that it is not the specific 6n + 2 -electron count in 1 and 11 which leads to the high delocalization in these species. Instead, all four species (1 6+ , 9 6+ , 10 6+ , and 11 ) are 2D-aromatic-in-3D, which should be the reason for their high electron delocalization. Notably, similar results were calculated with CAM-B3LYP as with B3LYP (see Table ). Furthermore, by starting at 11 and shortening one of the tethers by either two or three thiopheno rings, we arrive at cage compounds 12 and 13 where the extent of delocalization starts to differ between the macrocyclic paths (see Table ). In 12 the electron delocalization in one circuit reaches 52% while it is 41 -42% in the other two, and in 13 these numbers are 54% and 38%, respectively. This is even a stronger differentiation than seen in 2. in their lowest open-shell quartet states. For the percentage delocalized electrons per cycle, see Table in the SI.