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Hmmm....
At some point (bitcoin 0.9?) debug.log should contain only really critical errors/warnings. Right now it is more of a trace.log.
Flushing it after every write is the correct thing to do-- otherwise critical information about what caused a crash could easily be lost.
Always closing and re-opening it is darn convenient if you've got a log-rotating script running... but working poorly with FileVault is definitely a bug.