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1b1ed1a
(Get the code!)
I also noticed it depends on file names (?!?!?!). I created 2 files with the names "1" and "2" and I had a Nautilus Script to compare selected files. The behavior was exactly as you described. I would select these two files and then right-click on them. As soon as I right-click the selection disappears. It worked on the other files though. So I renamed these files and it worked again.
BTW it is reproducible. Just create 2 files with names "1" and "2" in the same folder, Ctrl+click-select them and then right-click on the selection and there you go .........