It doesn't relate to "/usr/share/unattended-upgrades/unattended-upgrade-
shutdown" file at all. When you "fix" it - it just fails because of the
invalid python syntax. And shutdown just works.

The real problem is systemd dependencies. Here is the log of the shutdown 
process:
Unattended upgrades should be started before filesystem unmount, but it starts 
after unmount:

[  OK  ] Unmounted /home.
[  OK  ] Stopped File System Check on /dev/mapper/VG-home.
[  OK  ] Unmounted /var.
[  OK  ] Stopped File System Check on /dev/mapper/VG-var.
[  OK  ] Unmounted /boot.
[  OK  ] Stopped File System Check on /dev/mapper/VG-boot.
[  OK  ] Removed slice system-systemd\x2dfsck.slice.
[  OK  ] Stopped Login to default iSCSI targets.
         Stopping iSCSI initiator daemon (iscsid)...
[  OK  ] Stopped iSCSI initiator daemon (iscsid).
[  OK  ] Stopped target Network is Online.
[  OK  ] Stopped target Network.
[  OK  ] Stopped Initial cloud-init job (metadata service crawler).
         Stopping Raise network interfaces...
[  OK  ] Stopped Raise network interfaces.
[  OK  ] Stopped target Local File Systems.
         Unmounting /run/user/1000...
         Starting Unattended Upgrades Shutdown...
[  OK  ] Stopped Apply Kernel Variables.
[  OK  ] Stopped target Network (Pre).
[  OK  ] Stopped Initial cloud-init job (pre-networking).
[  OK  ] Stopped Load Kernel Modules.
[  OK  ] Unmounted /run/user/1000.
[  OK  ] Reached target Unmount All Filesystems.
[  OK  ] Stopped target Local File Systems (Pre).
[  OK  ] Stopped Create Static Device Nodes in /dev.
         Stopping Monitoring of LVM2 mirrors... dmeventd or progress polling...
[  OK  ] Stopped Remount Root and Kernel File Systems.
[  OK  ] Stopped Monitoring of LVM2 mirrors,...ng dmeventd or progress polling.
         Stopping LVM2 metadata daemon...
[  OK  ] Stopped LVM2 metadata daemon.


And it is reproducible with LVM only. Have to spend some time on investigation.

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

Title:
  apt/unattended-upgrades stalls shutdown

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