For 18 the situation is changed again, where a through-space interaction is observed between C(1) and C(10) at a CIV of 0.040, indicating an enhanced global 10 homoaromaticity. On the contrary, no through-space interaction can be observed for the local 6-system between C(4) and C(9) even at an CIV as low as 0.01 (see Supplementary Fig. ). We conclude that both 15 and 18 are globally 10 homoaromatic with an enhanced local homoaromaticity in the 6system of 15 and a nearly equalized 10 homoaromatic state in 18. The latter is due to geometric constraints originating from the rearranged scaffold in 18, allowing for efficient homoconjugation between C(1) and C(10) that facilitates a 10 electron ring current.