OP, If you want to get your latest version going under wine[bottler], it's likely that reverting to your previously used Inno version would take care of it and be the easiest way forward. In the build system I maintain, I build certain versions with Inno 5.x because some customers demand Windows XP support. You can have both versions installed simultaneously.
Otherwise, you're up for investigating, playing around with wine[bottler] versions and settings, Inno's MinVersion, etc etc.
Personally, I don't have a Mac, sorry. I have to bow out here.