Marc,
Looks like it's trying to delete the object repeatedly in the database but it can't and then rolls back and tries again. By looking inside the sqlite database directly through sqlite3 tool I see that the tuple that coredata is trying to delete has Z_OPT equal to null:
That looks bad, and it looks like you have enough information to be worth filing a bug. What version of OSX are you on ?
Two other things you can do are (a) run "pragma integrity_check" on the db file, and (b) "delete from zplayedtrack where z_pk in (660, 661)"
CD shouldn't ever get into that situation, so the SQL generation isn't expecting it. The clause Z_OPT = ? where ? is bound to NULL is wrong. NULL can only be meaningfully compared with "is null" or "is not null", the standard operators don't work as expected in SQL. So the row doesn't match, because nothing is ever "=" to NULL in SQL, and we realize we failed to delete it and try again...again...again
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