Comments
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Greg Hurrell
My first suspect when you get this weird kind of behavior is some kind of corruption on the filesystem (preferences, cache files, database etc), as in theory no application should be able to bring the whole system down like that.
The reason why I suspect corruption rather than a bug is that all the pieces involved (iTunes, Synergy, Mac OS X) have been around for many years now and their stability is pretty much established; if there were a crashing bug in there then you'd expect this to be happening all over the place and people would be complaining loudly.
So the first thing I would try is running Disk First Aid over the entire volume, trashing absolutely everything inside your
~/Library/Caches
folder, and also temporarily blowing away your iTunes and Synergy preferences. The Synergy preferences are at~/Library/Preferences/org.wincent.Synergy.plist
(just drag them out onto your desktop when Synergy isn't running, you can always put them back later).You might also want to do some testing with a clean iTunes library; same deal: just move the entire iTunes library folder some place out of the way and start from scratch for a while. (Seeing as you're using Internet radio you can test even with an empty library.)
If you can't reproduce the problem in this way then you'll know that one of those pieces was somehow corrupt and was provoking the issue.
If you can reproduce the problem please post more details on exactly what happened: like what iTunes was playing at the time, if any other windows were open, which hot key you used etc.
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