I added more debug messages and reproduced the issue again.

Here are logs:
lock_file: /var/run/unattended-upgrades.lock

1. xenial (unattended-upgrades-0.90ubuntu0.6):
a. /var/log/unattended-upgrades/unattended-upgrades-shutdown.log
2017-06-22 03:43:09,028 WARNING - get_lock returned...
2017-06-22 03:43:09,040 WARNING - lock not taken

b.
$ ls /var/run/una*
nothing

2. yakkety (unattended-upgrades-0.92ubuntu1.5):
a. /var/log/unattended-upgrades/unattended-upgrades-shutdown.log
2017-06-22 03:35:21,038 WARNING - get_lock returned...
2017-06-22 03:35:21,052 WARNING - log_progress...
2017-06-22 03:35:21,066 WARNING - Unattended-upgrade in progress during 
shutdown, sleeping for 5s
Progress: 17.1429 % (libreoffice-math)
...
2017-06-22 03:41:30,797 WARNING - Unattended-upgrade in progress during 
shutdown, sleeping for 5s
Progress: 98.5525 % (initramfs-tools)
2017-06-22 03:41:35,816 WARNING - get_lock returned...
2017-06-22 03:41:35,833 WARNING - lock not taken
2017-06-22 03:41:35,866 INFO - All upgrades installed

b.
$ ls /var/run/una*
/var/run/unattended-upgrades.lock
/var/run/unattended-upgrades.progress
$ sudo lslocks
COMMAND           PID   TYPE SIZE MODE  M      START        END PATH
...
unattended-upgr  3006  POSIX   0B WRITE 0          0          0 
/run/unattended-upgrades.lock

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https://bugs.launchpad.net/bugs/1690980

Title:
  No pop-up window to warn users that system should not reboot or
  shutdown while installing security updates

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