If you are looking for data altering bugs then you can look at amigaos 3.5 and 3.9 that had issues with drive geometry.
Then any app in those Oses that calculated drive space reported negative/weird numbers.
It even broke the Installer that could not calculate properly the free drive space available.
Large drive support was a Titanic failure that never got fixed during the lifetime of 3.5 and 3.9. And was one of their main features.
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