Please uninstall the obsolete Wine packages, then the file conflict
should be solved and apt be working again:

$ sudo apt purge wine1.4 wine1.4-i386 wine1.4

You may also have to explicitly install the correct wine packages
instead:

$ sudo apt install wine-stable wine32 wine64 libwine libwine:i386 fonts-
wine


Now I wonder where the ancient wine1.4 was coming from when you tried to 
install playonlinux.  Indeed playonlinux should pull in the package wine or any 
of the virtual packages which provides this name (many exist).  Since Ubuntu 
16.10 this should be "wine-stable" or eventually "wine-development".

But the package wine1.4 does not exist in Zesty, and the mentioned
version is not part of any current Ubuntu repository (see
http://packages.ubuntu.com/xenial/wine1.4).  There was a transition from
wine1.4 to wine1.6 in Xenial (16.04LTS), and beginning in 16.10 a
transition from wine1.6 to wine-stable (or alternatively wine-
development).  Therefore we didn't see a need for explicitly handling
wine1.4 in wine-stable, which now causes the error.

Please check the repositories in your /etc/apt/sources.list (and all
files in the folder /etc/apt/sources.list.d/) if they are still relevant
and provide packages for Zesty (17.04).  I assume you have some old PPA
there which breaks current wine from the Ubuntu repositories.


In the past we decided to only handle upgrades from official 16.04 and to 
ignore everything else.  I'm not sure if we need to reconsider this, but for 
now I assume you did something really "exotic" on your system.  So please tell 
me if my solution works for you, and if you found out where wine1.4 was coming 
from.

Greets!
jre

** Changed in: wine (Ubuntu)
       Status: New => Incomplete

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https://bugs.launchpad.net/bugs/1689737

Title:
  package fonts-wine (not installed) failed to install/upgrade: trying
  to overwrite '/usr/share/wine/fonts/coue1255.fon', which is also in
  package wine1.4 1.4.1-0ubuntu5

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