SMTP sending mail error #1253

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opened 2026-02-05 00:23:43 +03:00 by OVERLORD · 0 comments
Owner

Originally created by @Mickyjohn on GitHub (Apr 19, 2022).

I am self hosting the Vaultwarden on Almalinux 8.5. The postfix works by using echo command to send mail from terminal

Subject of the issue

SMTP mail error: Error sending SMTP test email
SMTP Client error: internal client error: No compatible authentication mechanism was found

Deployment environment

Your environment (Generated via diagnostics page)

  • Vaultwarden version: v1.24.0
  • Web-vault version: v2.25.1
  • Running within Docker: true (Base: Debian)
  • Environment settings overridden: true
  • Uses a reverse proxy: true
  • IP Header check: true (X-Real-IP)
  • Internet access: true
  • Internet access via a proxy: false
  • DNS Check: true
  • Time Check: true
  • Domain Configuration Check: true
  • HTTPS Check: true
  • Database type: SQLite
  • Database version: 3.35.4
  • Clients used:
  • Reverse proxy and version:
  • Other relevant information:

Config (Generated via diagnostics page)

Show Running Config

Environment settings which are overridden: SMTP_HOST, SMTP_SSL, SMTP_PORT, SMTP_FROM

{
  "_duo_akey": null,
  "_enable_duo": false,
  "_enable_email_2fa": false,
  "_enable_smtp": true,
  "_enable_yubico": false,
  "_ip_header_enabled": true,
  "admin_ratelimit_max_burst": 3,
  "admin_ratelimit_seconds": 300,
  "admin_token": "***",
  "allowed_iframe_ancestors": "",
  "attachments_folder": "data/attachments",
  "authenticator_disable_time_drift": false,
  "data_folder": "data",
  "database_max_conns": 10,
  "database_url": "****/**.*******",
  "db_connection_retries": 15,
  "disable_2fa_remember": false,
  "disable_admin_token": false,
  "disable_icon_download": false,
  "domain": "*****://*********.*****************.***",
  "domain_origin": "*****://*********.*****************.***",
  "domain_path": "",
  "domain_set": true,
  "duo_host": null,
  "duo_ikey": null,
  "duo_skey": null,
  "email_attempts_limit": 3,
  "email_expiration_time": 600,
  "email_token_size": 6,
  "emergency_access_allowed": true,
  "emergency_notification_reminder_schedule": "0 5 * * * *",
  "emergency_request_timeout_schedule": "0 5 * * * *",
  "enable_db_wal": true,
  "extended_logging": true,
  "helo_name": "*********",
  "hibp_api_key": null,
  "icon_blacklist_non_global_ips": true,
  "icon_blacklist_regex": null,
  "icon_cache_folder": "data/icon_cache",
  "icon_cache_negttl": 259200,
  "icon_cache_ttl": 2592000,
  "icon_download_timeout": 10,
  "icon_redirect_code": 302,
  "icon_service": "internal",
  "incomplete_2fa_schedule": "30 * * * * *",
  "incomplete_2fa_time_limit": 3,
  "invitation_org_name": "Wenzel Vaultwarden",
  "invitations_allowed": true,
  "ip_header": "X-Real-IP",
  "job_poll_interval_ms": 30000,
  "log_file": null,
  "log_level": "Info",
  "log_timestamp_format": "%Y-%m-%d %H:%M:%S.%3f",
  "login_ratelimit_max_burst": 10,
  "login_ratelimit_seconds": 60,
  "org_attachment_limit": null,
  "org_creation_users": "",
  "password_iterations": 100000,
  "reload_templates": false,
  "require_device_email": false,
  "rsa_key_filename": "data/rsa_key",
  "send_purge_schedule": "0 5 * * * *",
  "sends_allowed": false,
  "sends_folder": "data/sends",
  "show_password_hint": false,
  "signups_allowed": true,
  "signups_domains_whitelist": "",
  "signups_verify": false,
  "signups_verify_resend_limit": 6,
  "signups_verify_resend_time": 3600,
  "smtp_accept_invalid_certs": true,
  "smtp_accept_invalid_hostnames": true,
  "smtp_auth_mechanism": null,
  "smtp_debug": false,
  "smtp_explicit_tls": false,
  "smtp_from": "***********@*****************.***",
  "smtp_from_name": "Vaultwarden",
  "smtp_host": "*********.*****************.***",
  "smtp_password": "***",
  "smtp_port": 25,
  "smtp_ssl": false,
  "smtp_timeout": 150,
  "smtp_username": "",
  "templates_folder": "data/templates",
  "trash_auto_delete_days": null,
  "trash_purge_schedule": "0 5 0 * * *",
  "use_syslog": false,
  "user_attachment_limit": null,
  "web_vault_enabled": true,
  "web_vault_folder": "web-vault/",
  "websocket_address": "0.0.0.0",
  "websocket_enabled": false,
  "websocket_port": 3012,
  "yubico_client_id": null,
  "yubico_secret_key": null,
  "yubico_server": null
}
  • Install method: Docker Image

  • Clients used:

  • Web vault

  • Other relevant details:

Steps to reproduce

docker run -d --name vaultwarden
-e SMTP_HOST=bitwarden.mydomain.com
-e SMTP_FROM=bitwarden@mydomain.com
-e SMTP_PORT=25
-e SMTP_SSL=false
-e SMTP_USERNAME=
-e SMTP_PASSWORD=
-v /vw-data/:/data/
-p 8088:80
vaultwarden/server:latest

Expected behaviour

The mail should be sent

Actual behaviour

and in Postfix mail logs : -
Apr 19 07:48:19 bitwarden postfix/smtpd[188087]: connect from unknown[172.17.0.2]
Apr 19 07:48:19 bitwarden postfix/smtpd[188087]: discarding EHLO keywords: CHUNKING
Apr 19 07:48:19 bitwarden postfix/smtpd[188087]: lost connection after EHLO from unknown[172.17.0.2]
Apr 19 07:48:19 bitwarden postfix/smtpd[188087]: disconnect from unknown[172.17.0.2] ehlo=1 commands=1

Troubleshooting data

Postfix configuration:

postconf -n

alias_database = hash:/etc/aliases
alias_maps = hash:/etc/aliases
command_directory = /usr/sbin
compatibility_level = 2
daemon_directory = /usr/libexec/postfix
data_directory = /var/lib/postfix
debug_peer_level = 2
debugger_command = PATH=/bin:/usr/bin:/usr/local/bin:/usr/X11R6/bin ddd $daemon_directory/$process_name $process_id & sleep 5
html_directory = no
inet_interfaces = all
inet_protocols = all
mail_owner = postfix
mailq_path = /usr/bin/mailq.postfix
manpage_directory = /usr/share/man
meta_directory = /etc/postfix
mydestination = localhost.localdomain, localdomain, localhost, localhost.localdomain, localhost
myhostname = bitwarden.mydomain.com
mynetworks = 127.0.0.0/8, localhost, 172.17.0.0/16, 172.17.0.2
newaliases_path = /usr/bin/newaliases.postfix
queue_directory = /var/spool/postfix
readme_directory = /usr/share/doc/postfix/README_FILES
relayhost =
sample_directory = /usr/share/doc/postfix/samples
sendmail_path = /usr/sbin/sendmail.postfix
setgid_group = postdrop
shlib_directory = /usr/lib64/postfix
smtp_tls_CApath = /etc/pki/tls/certs
smtp_tls_security_level = may
smtpd_tls_cert_file = /etc/pki/tls/certs/postfix.pem
smtpd_tls_key_file = /etc/pki/tls/private/postfix.key
smtpd_tls_security_level = may
unknown_local_recipient_reject_code = 550

Originally created by @Mickyjohn on GitHub (Apr 19, 2022). I am self hosting the Vaultwarden on Almalinux 8.5. The postfix works by using echo command to send mail from terminal ### Subject of the issue SMTP mail error: Error sending SMTP test email SMTP Client error: internal client error: No compatible authentication mechanism was found ### Deployment environment ### Your environment (Generated via diagnostics page) * Vaultwarden version: v1.24.0 * Web-vault version: v2.25.1 * Running within Docker: true (Base: Debian) * Environment settings overridden: true * Uses a reverse proxy: true * IP Header check: true (X-Real-IP) * Internet access: true * Internet access via a proxy: false * DNS Check: true * Time Check: true * Domain Configuration Check: true * HTTPS Check: true * Database type: SQLite * Database version: 3.35.4 * Clients used: * Reverse proxy and version: * Other relevant information: ### Config (Generated via diagnostics page) <details><summary>Show Running Config</summary> **Environment settings which are overridden:** SMTP_HOST, SMTP_SSL, SMTP_PORT, SMTP_FROM ```json { "_duo_akey": null, "_enable_duo": false, "_enable_email_2fa": false, "_enable_smtp": true, "_enable_yubico": false, "_ip_header_enabled": true, "admin_ratelimit_max_burst": 3, "admin_ratelimit_seconds": 300, "admin_token": "***", "allowed_iframe_ancestors": "", "attachments_folder": "data/attachments", "authenticator_disable_time_drift": false, "data_folder": "data", "database_max_conns": 10, "database_url": "****/**.*******", "db_connection_retries": 15, "disable_2fa_remember": false, "disable_admin_token": false, "disable_icon_download": false, "domain": "*****://*********.*****************.***", "domain_origin": "*****://*********.*****************.***", "domain_path": "", "domain_set": true, "duo_host": null, "duo_ikey": null, "duo_skey": null, "email_attempts_limit": 3, "email_expiration_time": 600, "email_token_size": 6, "emergency_access_allowed": true, "emergency_notification_reminder_schedule": "0 5 * * * *", "emergency_request_timeout_schedule": "0 5 * * * *", "enable_db_wal": true, "extended_logging": true, "helo_name": "*********", "hibp_api_key": null, "icon_blacklist_non_global_ips": true, "icon_blacklist_regex": null, "icon_cache_folder": "data/icon_cache", "icon_cache_negttl": 259200, "icon_cache_ttl": 2592000, "icon_download_timeout": 10, "icon_redirect_code": 302, "icon_service": "internal", "incomplete_2fa_schedule": "30 * * * * *", "incomplete_2fa_time_limit": 3, "invitation_org_name": "Wenzel Vaultwarden", "invitations_allowed": true, "ip_header": "X-Real-IP", "job_poll_interval_ms": 30000, "log_file": null, "log_level": "Info", "log_timestamp_format": "%Y-%m-%d %H:%M:%S.%3f", "login_ratelimit_max_burst": 10, "login_ratelimit_seconds": 60, "org_attachment_limit": null, "org_creation_users": "", "password_iterations": 100000, "reload_templates": false, "require_device_email": false, "rsa_key_filename": "data/rsa_key", "send_purge_schedule": "0 5 * * * *", "sends_allowed": false, "sends_folder": "data/sends", "show_password_hint": false, "signups_allowed": true, "signups_domains_whitelist": "", "signups_verify": false, "signups_verify_resend_limit": 6, "signups_verify_resend_time": 3600, "smtp_accept_invalid_certs": true, "smtp_accept_invalid_hostnames": true, "smtp_auth_mechanism": null, "smtp_debug": false, "smtp_explicit_tls": false, "smtp_from": "***********@*****************.***", "smtp_from_name": "Vaultwarden", "smtp_host": "*********.*****************.***", "smtp_password": "***", "smtp_port": 25, "smtp_ssl": false, "smtp_timeout": 150, "smtp_username": "", "templates_folder": "data/templates", "trash_auto_delete_days": null, "trash_purge_schedule": "0 5 0 * * *", "use_syslog": false, "user_attachment_limit": null, "web_vault_enabled": true, "web_vault_folder": "web-vault/", "websocket_address": "0.0.0.0", "websocket_enabled": false, "websocket_port": 3012, "yubico_client_id": null, "yubico_secret_key": null, "yubico_server": null } ``` </details> <!-- How the server was installed: Docker image, OS package, built from source, etc. --> * Install method: Docker Image * Clients used: <!-- web vault, desktop, Android, iOS, etc. (if applicable) --> * Web vault * Other relevant details: ### Steps to reproduce docker run -d --name vaultwarden \ -e SMTP_HOST=bitwarden.mydomain.com \ -e SMTP_FROM=bitwarden@mydomain.com \ -e SMTP_PORT=25 \ -e SMTP_SSL=false \ -e SMTP_USERNAME= \ -e SMTP_PASSWORD= \ -v /vw-data/:/data/ \ -p 8088:80 \ vaultwarden/server:latest ### Expected behaviour The mail should be sent ### Actual behaviour and in Postfix mail logs : - Apr 19 07:48:19 bitwarden postfix/smtpd[188087]: connect from unknown[172.17.0.2] Apr 19 07:48:19 bitwarden postfix/smtpd[188087]: discarding EHLO keywords: CHUNKING Apr 19 07:48:19 bitwarden postfix/smtpd[188087]: lost connection after EHLO from unknown[172.17.0.2] Apr 19 07:48:19 bitwarden postfix/smtpd[188087]: disconnect from unknown[172.17.0.2] ehlo=1 commands=1 ### Troubleshooting data Postfix configuration: postconf -n alias_database = hash:/etc/aliases alias_maps = hash:/etc/aliases command_directory = /usr/sbin compatibility_level = 2 daemon_directory = /usr/libexec/postfix data_directory = /var/lib/postfix debug_peer_level = 2 debugger_command = PATH=/bin:/usr/bin:/usr/local/bin:/usr/X11R6/bin ddd $daemon_directory/$process_name $process_id & sleep 5 html_directory = no inet_interfaces = all inet_protocols = all mail_owner = postfix mailq_path = /usr/bin/mailq.postfix manpage_directory = /usr/share/man meta_directory = /etc/postfix mydestination = localhost.localdomain, localdomain, localhost, localhost.localdomain, localhost myhostname = [bitwarden.mydomain.com](http://bitwarden.mydomain.com/) mynetworks = 127.0.0.0/8, localhost, 172.17.0.0/16, 172.17.0.2 newaliases_path = /usr/bin/newaliases.postfix queue_directory = /var/spool/postfix readme_directory = /usr/share/doc/postfix/README_FILES relayhost = sample_directory = /usr/share/doc/postfix/samples sendmail_path = /usr/sbin/sendmail.postfix setgid_group = postdrop shlib_directory = /usr/lib64/postfix smtp_tls_CApath = /etc/pki/tls/certs smtp_tls_security_level = may smtpd_tls_cert_file = /etc/pki/tls/certs/postfix.pem smtpd_tls_key_file = /etc/pki/tls/private/postfix.key smtpd_tls_security_level = may unknown_local_recipient_reject_code = 550
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Reference: starred/vaultwarden#1253