Actually, it's the md5 hash of the full path of the filename, so, provided the file are named exactly the same way and in the same directories, and all the files are present in both Kindles, it should work.
(And a framework restart instead of a full reboot should also be enough to re-parse the collections)
Err, unless I missed something in the OP's request, if both Kindles are registered to your account, there's a 'pull collections from device' (or something like that, check the user manual v5) in the Archive options of the Home screens to merge the collections with the collections from another device registered to your account.
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