http://bugs.winehq.org/show_bug.cgi?id=12044
--- Comment #23 from Bas Koopmans winebugs@badako.nl 2009-01-07 06:12:45 --- Confirmed that this bug is still present in 1.1.11. Adding the propdeathfix addon to Gmod fixes the problem for your own death, but not for the deaths of NPCs in the world (which seems to be a separate piece of code required.)
The author of the fix added to the description that he didn't know how to fix this (yet).
The fact that it is fixable with a add-on does raise some questions as to where the problem lies, as it then may well be a bug in the game itself rather than wine.
For compatibility reasons however, it still would be ideal for the game not to crash under wine as it does not do so under windows.