Could you check in which kernel routine the process is blocked? (e.g. using ps -Ao pid,wchan)
USER PID %CPU %MEM VSZ RSS TTY STAT START TIME COMMAND jwhite 2531 2.3 14.8 86144 38016 pts/0 D 16:02 0:05 wine --debugmsg +server msimn.exe
PID WCHAN 2531 down
Hmm. Could you try getting a Wine trace (especially the server/ client interaction)?
ftp://wine.codeweavers.com/pub/other/outlook-server.out.gz (about 160K).
Thanks,
Jer