It is not possible to add another Transition to a Precursor that is already in the document.
You have to create a new Transition List which has all of the transitions that you want in it, and insert that complete transition list using the "Edit > Insert > Transition List" menu item.
I am not sure I understand what you are saying about a transition being gray with no data. I do not see anything like that in your screenshot.
If you have other questions, it might be helpful if you sent us your Skyline document and raw files.
In Skyline you can use the menu item:
File > Share
to create a .zip file containing your Skyline document and supporting files including extracted chromatograms.
The Share Document dialog also gives you the option of including the raw files, or you can zip them up and send them to us separately.
Files which are less than 50MB can be attached to these support requests. You can always upload larger files here:
https://skyline.ms/files.url
-- Nick