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I believe this was due to this line:
 return self._gdbframe.name().startswith('pthread_cond_timedwait')
within is_waiting_for_gil(), and your gdb returned None for
self._gdbframe.name() for your build.
I've changed it to:
 name = self._gdbframe.name()
 if name:
 return name.startswith('pthread_cond_timedwait')
in my latest version.
I've also bulletproofed against the --without-threads case by simply
skipping the cases that fail (some tests run into this gdb error:
 Cannot find new threads: generic error
unless we add LD_PRELOAD=PATH-TO-libpthread.so.1 as a workaround, but it
seems that trying to add that workaround is more risky (what path?) than
simply skipping the tests under those circumstances.
Tested successfully on a Fedora 15 x86_64 box (gdb-7.3-43.fc15.x86_64)
with these configurations:
 * --with-pydebug
 * --with-pydebug --enable-shared
 * (no flags = optimized)
 * --enable-shared (optimized)
 * --with-pydebug --without-threads
(Note that because of issue #14774 I have to regenerate
_sysconfigdata.py between each configuration, otherwise it gets confused
about whether or not the build is optimized)