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test_logging always fails on the OS X Tiger buildbot:
http://www.python.org/dev/buildbot/all/builders/x86%20Tiger%203.x
Traceback (most recent call last):
 File "/Users/db3l/buildarea/3.x.bolen-tiger/build/Lib/smtplib.py", line 365, in getreply
 line = self.file.readline()
 File "/Users/db3l/buildarea/3.x.bolen-tiger/build/Lib/socket.py", line 297, in readinto
 return self._sock.recv_into(b)
socket.timeout: timed out
During handling of the above exception, another exception occurred:
Traceback (most recent call last):
 File "/Users/db3l/buildarea/3.x.bolen-tiger/build/Lib/logging/handlers.py", line 930, in emit
 smtp = smtplib.SMTP(self.mailhost, port, timeout=self.timeout)
 File "/Users/db3l/buildarea/3.x.bolen-tiger/build/Lib/smtplib.py", line 238, in __init__
 (code, msg) = self.connect(host, port)
 File "/Users/db3l/buildarea/3.x.bolen-tiger/build/Lib/smtplib.py", line 319, in connect
 (code, msg) = self.getreply()
 File "/Users/db3l/buildarea/3.x.bolen-tiger/build/Lib/smtplib.py", line 369, in getreply
 + str(e))
smtplib.SMTPServerDisconnected: Connection unexpectedly closed: timed out
Logged from file , line 0
test test_logging failed
ok
======================================================================
FAIL: test_basic (test.test_logging.SMTPHandlerTest)
----------------------------------------------------------------------
Traceback (most recent call last):
 File "/Users/db3l/buildarea/3.x.bolen-tiger/build/Lib/test/test_logging.py", line 941, in test_basic
 self.assertTrue(self.handled.is_set())
AssertionError: False is not true

New changeset bdbcb8f48ddd by Vinay Sajip in branch 'default':
Issue #14644: Increased default timeout for SMTPHandler. Note: last commit message referred to the wrong issue number.
http://hg.python.org/cpython/rev/bdbcb8f48ddd 

I've increased the SMTPHandler timeouts and the tests now seem to be passing, so I'll close this now.

I get failures for the same test on my machine running OSX 10.7, the machine is fairly overloaded right now because I'm running a large VM in the background.
Increasing the timeout from 5.0 to 15.0 seconds ensures that the test passes.