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Plesk server has IPv6 address. When an email message is sent from the server to a Gmail account it fails to deliver.

In /usr/local/psa/var/log/maillog on Linux or in C:\Program Files (x86)\Parallels\Plesk\Mail Servers\Mail Enable\Logging\SMTP\SMTP-Debug.log on Windows the following error appears:

ipv6_failed_after_I_sent_the_message./Remote_host_said:_550-5.7.1_[ipv6______16]_Our_system_has_detected_that_this/550-5.7.1_message_does_not_meet_IPv6_sending_guidelines_regarding_PTR_records/550-5.7.1_and_authentication._Please_review/550-5.7.1_https://support.google.com/mail/?p=ipv6_authentication_error_for_more/550_5.7.1_information._hg7si388602wjb.61_-_gsmtp/

Published in Dedicated Servers