Here is the section of “shutdown.txt” that seems to apply to the same shutdown delay. It appears to be quite similar to the last:
3626.856332] systemd-cryptsetup[8483]: Allocating crypt device context by device 10T.
3626.856338] systemd-cryptsetup[8483]: Initialising device-mapper backend library.
3626.856422] systemd-cryptsetup[8483]: dm version opencount flush ] [16384] (*1)
3626.856431] systemd-cryptsetup[8483]: dm versions opencount flush ] [16384] (*1)
3626.856439] systemd-cryptsetup[8483]: Detected dm-ioctl version 4.42.0.
3626.856441] systemd-cryptsetup[8483]: Detected dm-crypt version 1.22.0.
3626.856455] systemd-cryptsetup[8483]: Device-mapper backend running with UDEV support enabled.
3626.856461] systemd-cryptsetup[8483]: dm status 10T opencount noflush ] [16384] (*1)
3626.856468] systemd-cryptsetup[8483]: Releasing device-mapper backend.
3626.856495] systemd-cryptsetup[8483]: Trying to open and read device /dev/sdb1 with direct-io.
3626.856791] systemd-journald[918]: Successfully sent stream file descriptor to service manager.
3626.858575] systemd-cryptsetup[8487]: Allocating crypt device context by device 04T.
3626.858580] systemd-cryptsetup[8487]: Initialising device-mapper backend library.
3626.858655] systemd-cryptsetup[8487]: dm version opencount flush ] [16384] (*1)
3626.858663] systemd-cryptsetup[8487]: dm versions opencount flush ] [16384] (*1)
3626.858670] systemd-cryptsetup[8487]: Detected dm-ioctl version 4.42.0.
3626.858672] systemd-cryptsetup[8487]: Detected dm-crypt version 1.22.0.
3626.858684] systemd-cryptsetup[8487]: Device-mapper backend running with UDEV support enabled.
3626.858689] systemd-cryptsetup[8487]: dm status 04T opencount noflush ] [16384] (*1)
3626.858697] systemd-cryptsetup[8487]: Releasing device-mapper backend.
3626.858721] systemd-cryptsetup[8487]: Trying to open and read device /dev/sdc1 with direct-io.
3626.866311] systemd-cryptsetup[8483]: Allocating context for crypt device /dev/sdb1.
3626.866315] systemd-cryptsetup[8483]: Trying to open and read device /dev/sdb1 with direct-io.
3626.866541] systemd-cryptsetup[8483]: Initialising device-mapper backend library.
3626.866557] systemd-cryptsetup[8483]: dm versions opencount flush ] [16384] (*1)
3626.866575] systemd-cryptsetup[8483]: dm table 10T opencount flush securedata ] [16384] (*1)
3626.866594] systemd-cryptsetup[8483]: Trying to open and read device /dev/sdb1 with direct-io.
3626.866765] systemd-cryptsetup[8483]: dm versions opencount flush ] [16384] (*1)
3626.866773] systemd-cryptsetup[8483]: dm deps 10T opencount flush ] [16384] (*1)
3626.866797] systemd-cryptsetup[8483]: Crypto backend (OpenSSL 1.1.1d 10 Sep 2019) initialized in cryptsetup library version 2.3.4.
3626.866800] systemd-cryptsetup[8483]: Detected kernel Linux 5.3.18-59.16-default x86_64.
3626.867014] systemd-cryptsetup[8483]: PBKDF pbkdf2-sha256, time_ms 2000 (iterations 0).
3626.867017] systemd-cryptsetup[8483]: Reading LUKS header of size 1024 from device /dev/sdb1
3626.867179] systemd-cryptsetup[8483]: Key length 32, device size 19532871647 sectors, header size 2050 sectors.
3626.867185] systemd-cryptsetup[8483]: Deactivating volume 10T.
3626.867193] systemd-cryptsetup[8483]: dm versions opencount flush ] [16384] (*1)
3626.867203] systemd-cryptsetup[8483]: dm status 10T opencount noflush ] [16384] (*1)
3626.867211] systemd-cryptsetup[8483]: dm versions opencount flush ] [16384] (*1)
3626.867217] systemd-cryptsetup[8483]: dm table 10T opencount flush securedata ] [16384] (*1)
3626.867234] systemd-cryptsetup[8483]: Trying to open and read device /dev/sdb1 with direct-io.
3626.867488] systemd-cryptsetup[8487]: Allocating context for crypt device /dev/sdc1.
3626.867493] systemd-cryptsetup[8487]: Trying to open and read device /dev/sdc1 with direct-io.
3626.867587] systemd-cryptsetup[8487]: Initialising device-mapper backend library.
3626.867602] systemd-cryptsetup[8487]: dm versions opencount flush ] [16384] (*1)
3626.867609] systemd-cryptsetup[8483]: dm versions opencount flush ] [16384] (*1)
3626.867618] systemd-cryptsetup[8487]: dm table 04T opencount flush securedata ] [16384] (*1)
3626.867631] systemd-cryptsetup[8483]: Udev cookie 0xd4d6101 (semid 21) created
3626.867635] systemd-cryptsetup[8483]: Udev cookie 0xd4d6101 (semid 21) incremented to 1
3626.867641] systemd-cryptsetup[8487]: Trying to open and read device /dev/sdc1 with direct-io.
3626.867641] systemd-cryptsetup[8483]: Udev cookie 0xd4d6101 (semid 21) incremented to 2
3626.867647] systemd-cryptsetup[8483]: Udev cookie 0xd4d6101 (semid 21) assigned to REMOVE task(2) with flags DISABLE_LIBRARY_FALLBACK (0x20)
3626.867652] systemd-cryptsetup[8483]: dm remove 10T opencount flush retryremove ] [16384] (*1)
3626.867731] systemd-cryptsetup[8487]: dm versions opencount flush ] [16384] (*1)
3626.867740] systemd-cryptsetup[8487]: dm deps 04T opencount flush ] [16384] (*1)
3626.867764] systemd-cryptsetup[8487]: Crypto backend (OpenSSL 1.1.1d 10 Sep 2019) initialized in cryptsetup library version 2.3.4.
3626.867767] systemd-cryptsetup[8487]: Detected kernel Linux 5.3.18-59.16-default x86_64.
3626.867901] systemd-cryptsetup[8487]: PBKDF pbkdf2-sha256, time_ms 2000 (iterations 0).
3626.867904] systemd-cryptsetup[8487]: Reading LUKS header of size 1024 from device /dev/sdc1
3626.867989] systemd-cryptsetup[8487]: Key length 32, device size 7814033408 sectors, header size 2050 sectors.
3626.867995] systemd-cryptsetup[8487]: Deactivating volume 04T.
3626.868002] systemd-cryptsetup[8487]: dm versions opencount flush ] [16384] (*1)
3626.868011] systemd-cryptsetup[8487]: dm status 04T opencount noflush ] [16384] (*1)
3626.868018] systemd-cryptsetup[8487]: dm versions opencount flush ] [16384] (*1)
3626.868024] systemd-cryptsetup[8487]: dm table 04T opencount flush securedata ] [16384] (*1)
3626.868046] systemd-cryptsetup[8487]: Trying to open and read device /dev/sdc1 with direct-io.
3626.868319] systemd-cryptsetup[8487]: dm versions opencount flush ] [16384] (*1)
3626.868336] systemd-cryptsetup[8487]: Udev cookie 0xd4d0a39 (semid 22) created
3626.868340] systemd-cryptsetup[8487]: Udev cookie 0xd4d0a39 (semid 22) incremented to 1
3626.868345] systemd-cryptsetup[8487]: Udev cookie 0xd4d0a39 (semid 22) incremented to 2
3626.868350] systemd-cryptsetup[8487]: Udev cookie 0xd4d0a39 (semid 22) assigned to REMOVE task(2) with flags DISABLE_LIBRARY_FALLBACK (0x20)
3626.868354] systemd-cryptsetup[8487]: dm remove 04T opencount flush retryremove ] [16384] (*1)
3626.874472] systemd-journald[918]: Successfully sent stream file descriptor to service manager.
3626.896108] systemd-cryptsetup[8483]: Udev cookie 0xd4d6101 (semid 21) decremented to 0
3626.896112] systemd-cryptsetup[8483]: Udev cookie 0xd4d6101 (semid 21) waiting for zero
3626.896118] systemd-cryptsetup[8487]: Udev cookie 0xd4d0a39 (semid 22) decremented to 0
3626.896118] systemd-cryptsetup[8483]: Udev cookie 0xd4d6101 (semid 21) destroyed
3626.896123] systemd-cryptsetup[8487]: Udev cookie 0xd4d0a39 (semid 22) waiting for zero
3626.896128] systemd-cryptsetup[8483]: Releasing crypt device /dev/sdb1 context.
3626.896128] systemd-cryptsetup[8487]: Udev cookie 0xd4d0a39 (semid 22) destroyed
3626.896131] systemd-cryptsetup[8483]: Releasing device-mapper backend.
3626.896136] systemd-cryptsetup[8487]: Releasing crypt device /dev/sdc1 context.
3626.896137] systemd-cryptsetup[8483]: Closing read only fd for /dev/sdb1.
3626.896138] systemd-cryptsetup[8487]: Releasing device-mapper backend.
3626.896143] systemd-cryptsetup[8487]: Closing read only fd for /dev/sdc1.
3628.294243] systemd-journald[918]: Successfully sent stream file descriptor to service manager.
3628.296834] systemd-journald[918]: Successfully sent stream file descriptor to service manager.
3656.810168] systemd[1]: systemd-logind.service: Got notification message from PID 1428 (WATCHDOG=1)
3716.810040] systemd[1]: session-2.scope: Stopping timed out. Killing.
3716.810192] systemd[1]: session-2.scope: Killing process 3095 (kdesud) with signal SIGKILL.
3716.810250] systemd[1]: session-2.scope: Failed with result 'timeout'.
3716.810257] systemd[1]: session-2.scope changed stop-sigterm -> failed