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OS 9 will work as a drag-copy 99% of the time, so give it a go.
The only thing you might need to do is open up the OS 9 System folder so the OS "sees" the Finder & System files resident together. If the folder is already "badged" with the correct icon this won't be necessary.
I've done similar (mostly on iMac G5s w/o Classic installed) and not had any trouble.
Cheers,
Jon
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