This is a difficult problem.

The package information only tells us how big the installed fileset is.
We also know the package size before installation. We do not truely know
where a package will put files until the installer runs.

If the user uses a custom partitioning scheme such as yourself, we need
to open ever package, extract where files are to be placed, sum the file
size for ever one of the 100's of packages to upgrade. Then make the
desicion on whether it will fit or not.

In addition to that challenge, some packages download more data after
installation, think flash and mscorefonts. The only way to be sure those
package would fit is to install them and see if the data will fit.

I think this is reason enough for 'wont fix' seeing that anything that
we do will make the already painfully long install process longer. It
works with the default and recommended disk configuration of a single /
partition. If a user changes the disk configuration he should now know
the consequences.

-- 
package update proceeds without adequate disk space
https://bugs.launchpad.net/bugs/126774
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