For all 5 versions of the OS/2 table, the usWinDescent is an unsigned 16 bit (uint16), so it will always be a positive number. But FontCreator is displaying the Win Descent as a negative number. The descender value in the hhea table is a signed 16 bit (FWORD), so it can be negative, and FontCreator is displaying it correctly.
The OpenType specification appendix titled, “Recommendations for OpenType Fonts” states:
internal leading = usWinAscent + usWinDescent - unitsPerEm
If the usWinDescent were negative, then this expression would be incorrect.
I found that the Win Descent has shown as a negative number going back to at least FontCreator v6. But I suspect this is just a display issue. A positive number is probably being stored in the OS/2 table; otherwise, fonts would not be rendering correctly. Just out of curiosity, I checked another font editor and it showed a positive number for the Win Descent and a negative number for the Descender. Both had the same magnitude.