Solution:

 - fix /usr/share/unattended-upgrades/unattended-upgrades-shutdown to
expect "false" instead of "False"

patching /usr/share/unattended-upgrades/unattended-upgrade-shutdown:


--- /tmp/unattended-upgrade-shutdown    2017-02-03 14:53:03.238103238 +0100
+++ /tmp/unattended-upgrade-shutdown_fix        2017-02-03 14:53:17.685589001 
+0100
@@ -117,7 +117,7 @@
     # run it
     p = None
     apt_pkg.init_config()
-    if apt_pkg.config.find_b("Unattended-Upgrade::InstallOnShutdown", False):
+    if apt_pkg.config.find_b("Unattended-Upgrade::InstallOnShutdown", false):
         env = copy.copy(os.environ)
         env["UNATTENDED_UPGRADES_FORCE_INSTALL_ON_SHUTDOWN"] = "1"
         logging.debug("starting unattended-upgrades in shutdown mode")


The above solves the issue for me.

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https://bugs.launchpad.net/bugs/1661611

Title:
  apt/unattended-upgrades stalls shutdown

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