Bug#680626: Squeeze->Wheezy: dist-upgrade fails, /usr/bin/python unable to load libssl.so.1.0.0

Package: upgrade-reports
Severity: normal

Hi,

In an attempt to test upgrading Squeeze to Wheezy now that the Big Wheezy
Freeze has come, it failed at the dist-upgrade step.

I installed a fresh Debian Squeeze and tested from it.

I wanted first to see if it would be possible to upgrade with a simple and
graphical method (using update-manager and synaptic), as it was quite
complicated for the Lenny->Squeeze upgrade.

Ended up with this result, so I also tested using plain apt-get upgrade
and dist-upgrade.

Same result, dist-upgrade fails on python-support postintallation script
with the following error:

Processing triggers for python-support ...
/usr/bin/python: error while loading shared libraries: libssl.so.1.0.0: cannot open shared object file: No such file or directory
dpkg: error processing python-support (--unpack): subprocess installed post-installation script returned error exit status 127

I noticed that the python2.7 transition is supposed to be "almost"
finished, might be related.

Attached is the transcript of the full upgrade session, including several
`dpkg -l` at different steps.

bert.



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