It looks to me like the file package was never configured, from apt-
term.log with line numbers:

 888 Preparing to unpack .../19-file_1%3a5.29-3_amd64.deb ...^M
 889 Unpacking file (1:5.29-3) over (1:5.28-2ubuntu1) ...^M


** Also affects: apt (Ubuntu)
   Importance: Undecided
       Status: New

** Changed in: cracklib2 (Ubuntu)
       Status: Incomplete => New

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https://bugs.launchpad.net/bugs/1681231

Title:
  package cracklib-runtime 2.9.2-3 failed to install/upgrade: dependency
  problems - leaving triggers unprocessed

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