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ok well the slow way is
1. create a new calibre library on target media (SD card)
use the internal calibre function, under the library tab
2. select all books, right click, use copy to library... function
I would expect calbre to then manage any filename length issues, but having said that, I don't buy into your argument....
whatever OS you are using. the same OS will be interfacing with both source & destination media, all the time that SD card is connected to PC, so how can your issue arise ?
if you expect that SD to still show as a valid calibre library, after you take it away & connect it to some PC running a different or older O/S - well that is, shall we say, optimistic ?
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