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The \WINNT directory indicates that it (probably) had NT on it...coulda been 3.1, 3.5 or (more likely) 4.0.
The mangled directory names are because it is using an old FAT file system, not NTFS or other modern ones that support long filenames.
Probably best to just reformat it with your OS of choice. Depending on the hardware I'd try to go to Windows 2000 if it's semi modern or 98 SE if it's really old i.e. a Pentium or PII.
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Chris C.
1973 914 "R" (914-6) | track toy since 2003
2009 911 Turbo 6-speed (997.1TT) | weekend weapon
1964 356C Coupe | family heirloom
2021 Tesla Model 3 Performance | daily driver
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