One thing that I've done to try to help diagnose issues of this sort is
to create a suite of test files that reflect the problematic filenames
and metadata, but that contain no audio data so they are small enough
to be easily emailed to the developers or posted to
bugs.slimdevices.com.  In my case, I created a WAV file of 60 seconds
of silence using Goldwave and then encoded it with FLAC.  My
"null.flac" file that I use as a template for the test files is only
9kb before I add metadata.

Would it be possible for you to create some small "empty" test files in
whatever encoding scheme you are using that duplicate the problems you
are seeing and post them in a zip file to bug #2219?
http://bugs.slimdevices.com/show_bug.cgi?id=2219


-- 
gharris999
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