I wanted to adjust the text layout for two open details windows. The option for separator and bracket just work for one window, while in the other window they will never appear. It won't work with OR without "Edit Group" being checked. Other text options like font, etc. work fine.

The Picture shows, that the "Healing Done" window does not have the separators and brackets. They will miss even when I change to any other trackable option.

You have it set for Aligned Text Columns. Which does not have brackets or separators.