Attachment icons

Hello. Thanks for the help in advance. Just upgraded my storage and turned attachment syncing back on, and trying to sync all the local PDFs that built up but not understanding the behavior. In the web library, what is the difference in the attachment column between the PDF icon and the two circles linked together? And why aren't all the references with PDFs on the local computer also PDF icons in the web library after sync? I did run a sync manually after upgrading and I can't tell that it changed anything.
Thanks, Best
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