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Is the libpython27.a file actually a 32-bit version or is it just corrupted? It seems to be considerably smaller than the version in the 32-bit installer, but it is certainly not being generated from the 32-bit version.
I didn't write this code originally, and I don't use MinGW, so I'm not entirely familiar with how it should work. Do I need separate 64-bit tools to build the library for the 64-bit DLL or will the 32-bit tools suffice? Are the interfaces stable enough within 64-bit versions of MinGW that shipping the library makes sense, or are people likely to always need to regenerate it anyway?