The gray screen issue was fixed by a dependency on fontconfig1 in

The upgrade issue affected only packages during the Xenial release
cycle. Before wine-development was not in Ubuntu.

Since people on Xenial aren't affected by this anymore, I'm closing this
"Fix Released".

** Changed in: wine-development (Ubuntu)
       Status: New => Fix Released

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  package wine64-development-tools 1.9.0-1 failed to install/upgrade:
  trying to overwrite '/usr/share/man/man1/winegcc-development.1.gz',
  which is also in package wine-development 1.9.0-1

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