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What "Main", the Kindle uses a folder called "documents".
And yes, calibre will match them if you use "Match books" to match them all, one at a time. There is no magic wand which will match them automatically, not if the metadata is bad, and if they have different names then the metadata is bad (or, not standard anyway).
Once again, what are you trying to accomplish?
I cannot help you if I don't understand your goal.Telling me what you tried and failed, does not help me figure out what your goal is so I can help you reach it.
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