[Bug 2055806] Re: sshd.service ssh.socket systemd-tmpfiles-setup:Before= - Missing privilege separation directory: /run/sshd

Nick Rosbrook 2055806 at bugs.launchpad.net
Mon Jun 3 15:03:38 UTC 2024


There are lots of "Found ordering cycle on..." errors in your logs.
Please check your custom units/overrides to find where a cycle might be
created. I don't think this is related to this bug.

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https://bugs.launchpad.net/bugs/2055806

Title:
  sshd.service ssh.socket systemd-tmpfiles-setup:Before= - Missing
  privilege separation directory: /run/sshd

Status in openssh package in Ubuntu:
  Fix Released
Status in openssh source package in Mantic:
  New

Bug description:
  Symptom: ssh.service is not running and not accepting new SSH
  connections and returns socket closed error upon attempted connection.
  ssh.service shows a failed with error message "Missing privilege
  separation directory: /run/sshd".

  The following line is needed in the SystemD Unit configuration of the
  ssh.service file for the openssh-server package to fix what appears to
  be a race condition when ssh.service is sometimes started before
  systemd-tmpfiles-setup.service is finished processing the file in
  /usr/lib/tmpfiles.d/openssh.server.conf that is required to create the
  /run/sshd directory that is required by ssh.service to start property.

  There might be more depth or an alternative reason to why /run/sshd/
  still didn't exist after using ```systemctl reset-failed
  ssh.service```.  So more investigation is needed by someone with more
  background in systemd-tmpfiles-setup.service and openssh-server
  package after it when to socket activation.

  = Error Messages =

  ```
  $journalctl -u ssh.service -b-1

  Mar 02 21:30:56 server systemd[1]: Starting ssh.service - OpenBSD Secure Shell server...
  Mar 02 21:30:56 server sshd[1271]: Missing privilege separation directory: /run/sshd
  Mar 02 21:30:56 server systemd[1]: ssh.service: Control process exited, code=exited, status=255/EXCEPTION
  Mar 02 21:30:56 server systemd[1]: ssh.service: Failed with result 'exit-code'.
  Mar 02 21:30:56 server systemd[1]: Failed to start ssh.service - OpenBSD Secure Shell server.
  Mar 02 21:30:56 server systemd[1]: ssh.service: Scheduled restart job, restart counter is at 1.
  Mar 02 21:30:56 server systemd[1]: Stopped ssh.service - OpenBSD Secure Shell server.
  Mar 02 21:30:56 server systemd[1]: Starting ssh.service - OpenBSD Secure Shell server...
  Mar 02 21:30:56 server sshd[1369]: Missing privilege separation directory: /run/sshd
  Mar 02 21:30:56 server systemd[1]: ssh.service: Control process exited, code=exited, status=255/EXCEPTION
  Mar 02 21:30:56 server systemd[1]: ssh.service: Failed with result 'exit-code'.
  Mar 02 21:30:56 server systemd[1]: Failed to start ssh.service - OpenBSD Secure Shell server.
  Mar 02 21:30:56 server systemd[1]: ssh.service: Scheduled restart job, restart counter is at 2.
  Mar 02 21:30:56 server systemd[1]: Stopped ssh.service - OpenBSD Secure Shell server.
  Mar 02 21:30:56 server systemd[1]: Starting ssh.service - OpenBSD Secure Shell server...
  Mar 02 21:30:56 server sshd[1454]: Missing privilege separation directory: /run/sshd
  Mar 02 21:30:56 server systemd[1]: ssh.service: Control process exited, code=exited, status=255/EXCEPTION
  Mar 02 21:30:56 server systemd[1]: ssh.service: Failed with result 'exit-code'.
  Mar 02 21:30:56 server systemd[1]: Failed to start ssh.service - OpenBSD Secure Shell server.
  Mar 02 21:30:57 server systemd[1]: ssh.service: Scheduled restart job, restart counter is at 3.
  Mar 02 21:30:57 server systemd[1]: Stopped ssh.service - OpenBSD Secure Shell server.
  Mar 02 21:30:57 server systemd[1]: Starting ssh.service - OpenBSD Secure Shell server...
  Mar 02 21:30:57 server sshd[1465]: Missing privilege separation directory: /run/sshd
  Mar 02 21:30:57 server systemd[1]: ssh.service: Control process exited, code=exited, status=255/EXCEPTION
  Mar 02 21:30:57 server systemd[1]: ssh.service: Failed with result 'exit-code'.
  Mar 02 21:30:57 server systemd[1]: Failed to start ssh.service - OpenBSD Secure Shell server.
  Mar 02 21:30:57 server systemd[1]: ssh.service: Scheduled restart job, restart counter is at 4.
  Mar 02 21:30:57 server systemd[1]: Stopped ssh.service - OpenBSD Secure Shell server.
  Mar 02 21:30:57 server systemd[1]: Starting ssh.service - OpenBSD Secure Shell server...
  Mar 02 21:30:57 server sshd[1475]: Missing privilege separation directory: /run/sshd
  Mar 02 21:30:57 server systemd[1]: ssh.service: Control process exited, code=exited, status=255/EXCEPTION
  Mar 02 21:30:57 server systemd[1]: ssh.service: Failed with result 'exit-code'.
  Mar 02 21:30:57 server systemd[1]: Failed to start ssh.service - OpenBSD Secure Shell server.
  Mar 02 21:30:57 server systemd[1]: ssh.service: Scheduled restart job, restart counter is at 5.
  Mar 02 21:30:57 server systemd[1]: Stopped ssh.service - OpenBSD Secure Shell server.
  Mar 02 21:30:57 server systemd[1]: ssh.service: Start request repeated too quickly.
  Mar 02 21:30:57 server systemd[1]: ssh.service: Failed with result 'exit-code'.
  Mar 02 21:30:57 server systemd[1]: Failed to start ssh.service - OpenBSD Secure Shell server.
  Mar 02 22:19:25 server systemd[1]: Starting ssh.service - OpenBSD Secure Shell server...
  Mar 02 22:19:25 server sshd[47238]: Missing privilege separation directory: /run/sshd
  Mar 02 22:19:25 server systemd[1]: ssh.service: Control process exited, code=exited, status=255/EXCEPTION
  Mar 02 22:19:25 server systemd[1]: ssh.service: Failed with result 'exit-code'.
  Mar 02 22:19:25 server systemd[1]: Failed to start ssh.service - OpenBSD Secure Shell server.
  Mar 02 22:19:25 server systemd[1]: ssh.service: Scheduled restart job, restart counter is at 1.
  Mar 02 22:19:25 server systemd[1]: Stopped ssh.service - OpenBSD Secure Shell server.
  Mar 02 22:19:25 server systemd[1]: Starting ssh.service - OpenBSD Secure Shell server...
  Mar 02 22:19:25 server sshd[47240]: Missing privilege separation directory: /run/sshd
  Mar 02 22:19:25 server systemd[1]: ssh.service: Control process exited, code=exited, status=255/EXCEPTION
  Mar 02 22:19:25 server systemd[1]: ssh.service: Failed with result 'exit-code'.
  Mar 02 22:19:25 server systemd[1]: Failed to start ssh.service - OpenBSD Secure Shell server.
  Mar 02 22:19:26 server systemd[1]: ssh.service: Scheduled restart job, restart counter is at 2.
  Mar 02 22:19:26 server systemd[1]: Stopped ssh.service - OpenBSD Secure Shell server.
  Mar 02 22:19:26 server systemd[1]: Starting ssh.service - OpenBSD Secure Shell server...
  Mar 02 22:19:26 server sshd[47241]: Missing privilege separation directory: /run/sshd
  Mar 02 22:19:26 server systemd[1]: ssh.service: Control process exited, code=exited, status=255/EXCEPTION
  Mar 02 22:19:26 server systemd[1]: ssh.service: Failed with result 'exit-code'.
  Mar 02 22:19:26 server systemd[1]: Failed to start ssh.service - OpenBSD Secure Shell server.
  Mar 02 22:19:26 server systemd[1]: ssh.service: Scheduled restart job, restart counter is at 3.
  Mar 02 22:19:26 server systemd[1]: Stopped ssh.service - OpenBSD Secure Shell server.
  Mar 02 22:19:26 server systemd[1]: Starting ssh.service - OpenBSD Secure Shell server...
  Mar 02 22:19:26 server sshd[47242]: Missing privilege separation directory: /run/sshd
  Mar 02 22:19:26 server systemd[1]: ssh.service: Control process exited, code=exited, status=255/EXCEPTION
  Mar 02 22:19:26 server systemd[1]: ssh.service: Failed with result 'exit-code'.
  Mar 02 22:19:26 server systemd[1]: Failed to start ssh.service - OpenBSD Secure Shell server.
  Mar 02 22:19:26 server systemd[1]: ssh.service: Scheduled restart job, restart counter is at 4.
  Mar 02 22:19:26 server systemd[1]: Stopped ssh.service - OpenBSD Secure Shell server.
  Mar 02 22:19:26 server systemd[1]: Starting ssh.service - OpenBSD Secure Shell server...
  Mar 02 22:19:26 server sshd[47243]: Missing privilege separation directory: /run/sshd
  Mar 02 22:19:26 server systemd[1]: ssh.service: Control process exited, code=exited, status=255/EXCEPTION
  Mar 02 22:19:26 server systemd[1]: ssh.service: Failed with result 'exit-code'.
  Mar 02 22:19:26 server systemd[1]: Failed to start ssh.service - OpenBSD Secure Shell server.
  Mar 02 22:19:26 server systemd[1]: ssh.service: Scheduled restart job, restart counter is at 5.
  Mar 02 22:19:26 server systemd[1]: Stopped ssh.service - OpenBSD Secure Shell server.
  Mar 02 22:19:26 server systemd[1]: ssh.service: Start request repeated too quickly.
  Mar 02 22:19:26 server systemd[1]: ssh.service: Failed with result 'exit-code'.
  Mar 02 22:19:26 server systemd[1]: Failed to start ssh.service - OpenBSD Secure Shell server.
  Mar 02 22:19:37 server systemd[1]: Starting ssh.service - OpenBSD Secure Shell server...
  Mar 02 22:19:37 server sshd[47253]: Missing privilege separation directory: /run/sshd
  Mar 02 22:19:37 server systemd[1]: ssh.service: Control process exited, code=exited, status=255/EXCEPTION
  Mar 02 22:19:37 server systemd[1]: ssh.service: Failed with result 'exit-code'.
  Mar 02 22:19:37 server systemd[1]: Failed to start ssh.service - OpenBSD Secure Shell server.
  Mar 02 22:19:37 server systemd[1]: ssh.service: Scheduled restart job, restart counter is at 1.
  Mar 02 22:19:37 server systemd[1]: Stopped ssh.service - OpenBSD Secure Shell server.
  Mar 02 22:19:37 server systemd[1]: Starting ssh.service - OpenBSD Secure Shell server...
  Mar 02 22:19:37 server sshd[47254]: Missing privilege separation directory: /run/sshd
  Mar 02 22:19:37 server systemd[1]: ssh.service: Control process exited, code=exited, status=255/EXCEPTION
  Mar 02 22:19:37 server systemd[1]: ssh.service: Failed with result 'exit-code'.
  Mar 02 22:19:37 server systemd[1]: Failed to start ssh.service - OpenBSD Secure Shell server.
  Mar 02 22:19:37 server systemd[1]: ssh.service: Scheduled restart job, restart counter is at 2.
  Mar 02 22:19:37 server systemd[1]: Stopped ssh.service - OpenBSD Secure Shell server.
  Mar 02 22:19:37 server systemd[1]: Starting ssh.service - OpenBSD Secure Shell server...
  Mar 02 22:19:37 server sshd[47255]: Missing privilege separation directory: /run/sshd
  Mar 02 22:19:37 server systemd[1]: ssh.service: Control process exited, code=exited, status=255/EXCEPTION
  Mar 02 22:19:37 server systemd[1]: ssh.service: Failed with result 'exit-code'.
  Mar 02 22:19:37 server systemd[1]: Failed to start ssh.service - OpenBSD Secure Shell server.
  Mar 02 22:19:38 server systemd[1]: ssh.service: Scheduled restart job, restart counter is at 3.
  Mar 02 22:19:38 server systemd[1]: Stopped ssh.service - OpenBSD Secure Shell server.
  Mar 02 22:19:38 server systemd[1]: Starting ssh.service - OpenBSD Secure Shell server...
  Mar 02 22:19:38 server sshd[47256]: Missing privilege separation directory: /run/sshd
  Mar 02 22:19:38 server systemd[1]: ssh.service: Control process exited, code=exited, status=255/EXCEPTION
  Mar 02 22:19:38 server systemd[1]: ssh.service: Failed with result 'exit-code'.
  Mar 02 22:19:38 server systemd[1]: Failed to start ssh.service - OpenBSD Secure Shell server.
  Mar 02 22:19:38 server systemd[1]: ssh.service: Scheduled restart job, restart counter is at 4.
  Mar 02 22:19:38 server systemd[1]: Stopped ssh.service - OpenBSD Secure Shell server.
  Mar 02 22:19:38 server systemd[1]: Starting ssh.service - OpenBSD Secure Shell server...
  Mar 02 22:19:38 server sshd[47257]: Missing privilege separation directory: /run/sshd
  Mar 02 22:19:38 server systemd[1]: ssh.service: Control process exited, code=exited, status=255/EXCEPTION
  Mar 02 22:19:38 server systemd[1]: ssh.service: Failed with result 'exit-code'.
  Mar 02 22:19:38 server systemd[1]: Failed to start ssh.service - OpenBSD Secure Shell server.
  Mar 02 22:19:38 server systemd[1]: ssh.service: Scheduled restart job, restart counter is at 5.
  Mar 02 22:19:38 server systemd[1]: Stopped ssh.service - OpenBSD Secure Shell server.
  Mar 02 22:19:38 server systemd[1]: ssh.service: Start request repeated too quickly.
  Mar 02 22:19:38 server systemd[1]: ssh.service: Failed with result 'exit-code'.
  Mar 02 22:19:38 server systemd[1]: Failed to start ssh.service - OpenBSD Secure Shell server.
  Mar 02 22:19:45 server systemd[1]: ssh.service: Start request repeated too quickly.
  Mar 02 22:19:45 server systemd[1]: ssh.service: Failed with result 'exit-code'.
  Mar 02 22:19:45 server systemd[1]: Failed to start ssh.service - OpenBSD Secure Shell server.
  ```

  Note: Errors showed up a total of 3x5 times because the ```systemctl
  reset-failed ssh.service``` command was used and it still showed up.

  = Add to Package SystemD Unit File =

  ```
  ''/lib/systemd/system/ssh.service''

  [Unit]
  After=systemd-tmpfiles-setup.service
  ```

  = System Configuration =

  ```
  ''lsb_release -rd''

  No LSB modules are available.
  Description:    Ubuntu 23.10
  Release:        23.10
  ```

  ```
  ''cat /etc/lsb-release''

  DISTRIB_ID=Ubuntu
  DISTRIB_RELEASE=23.10
  DISTRIB_CODENAME=mantic
  DISTRIB_DESCRIPTION="Ubuntu 23.10"
  ```

  ```
  ''apt-cache policy openssh-server''

  openssh-server:
    Installed: 1:9.3p1-1ubuntu3.2
    Candidate: 1:9.3p1-1ubuntu3.2
    Version table:
   *** 1:9.3p1-1ubuntu3.2 500
          500 http://us.archive.ubuntu.com/ubuntu mantic-updates/main amd64 Packages
          500 http://security.ubuntu.com/ubuntu mantic-security/main amd64 Packages
          100 /var/lib/dpkg/status
       1:9.3p1-1ubuntu3 500
          500 http://us.archive.ubuntu.com/ubuntu mantic/main amd64 Packages
  ```

  = Package Configuration Problems =

  ```
  ''systemctl --property=After show ssh.service''

  After=network.target sysinit.target basic.target auditd.service system.slice ssh.socket pollinate.service systemd-journald.socket
  ```

  ```
  ''systemctl --no-pager --property=Before show systemd-tmpfiles-setup.service''

  Before=ssh.service man-db.service logrotate.service systemd-timesyncd.service vgauth.service ModemManager.service fwupd.service e2scrub_reap.service initrd-switch-root.target systemd-update-utmp.service bluetooth.service open-vm-tools.service systemd-resolved.service polkit.service systemd-logind.service cockpit.service sysinit.target upower.service shutdown.target
  ```

  **Note: ssh.service needs to be in the Before= clause above to fix the
  race condition of the ssh.service starting before the
  /usr/lib/tmpfiles.d/openssh-server.conf is processed by systemd-
  tmpfiles-setup.service during start-up sequence otherwise /run/sshd
  directory won't exist.**

  ```
  ''cat /usr/lib/tmpfiles.d/openssh-server.conf''

  #Type   Path                            Mode    UID     GID     Age     Arguments
  D       /run/sshd                       0755    root    root    -       -
  ```

  = Temporary Solution =

  Create the directory and the Unit file with the After= clause to
  populate the Before= clause for systemd-tmpfiles-setup.service

  ```
  ''mkdir -p /etc/systemd/system/ssh.service.d''

  cat >/etc/systemd/system/ssh.service.d/after.conf <<EOF
  [Unit]
  After=systemd-tmpfiles-setup.service
  EOF

  ```

  Verify the file.

  ```
  ''cat /etc/systemd/system/ssh.service.d/after.conf''

  [Unit]
  After=systemd-tmpfiles-setup.service
  ```

  ```

  Reload SystemD config

  ```
  systemctl daemon-reload
  ```

  Verify new active config.

  ```
  ''systemctl --no-pager --property=Before show systemd-tmpfiles-setup.service''

  Before=... ssh.service ...
  ```

  ```
  ''systemctl --property=After show ssh.service''

  After=... systemd-tmpfiles-setup.service ...```

  === End of Bug Report ===

  ProblemType: Bug
  DistroRelease: Ubuntu 23.10
  Package: openssh-server 1:9.3p1-1ubuntu3.2
  ProcVersionSignature: Ubuntu 6.5.0-21.21-generic 6.5.8
  Uname: Linux 6.5.0-21-generic x86_64
  NonfreeKernelModules: zfs
  ApportVersion: 2.27.0-0ubuntu5
  Architecture: amd64
  CasperMD5CheckResult: unknown
  Date: Sun Mar  3 02:22:39 2024
  InstallationDate: Installed on 2020-12-14 (1174 days ago)
  InstallationMedia: Ubuntu 20.04.1 LTS "Focal Fossa" - Release amd64 (20200731)
  ProcEnviron:
   LANG=en_US.UTF-8
   PATH=(custom, no user)
   SHELL=/bin/bash
   TERM=putty
  SourcePackage: openssh
  UpgradeStatus: Upgraded to mantic on 2024-02-26 (6 days ago)

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