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@Karellen: Doesnt reproduce for me with the following steps:
1) Run calibre-portable.exe
2) Select a book, click edit book
3) Open two files in the book
4) Close editor
5) Quit calibre
6) Run calibre-portable.exe
7) Select book click edit book
8) Close previously opened files and open two new ones
9) Close editor
10) Quit calibre
11) Run calibre-portable.exe
12) Select book, click edit book
13) Files from step 8 are open as expected
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