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    How to solve “Our system has detected that this message does not meet IPv6 sending guidelines regarding PTR records”

    >>Symptoms

    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/

    The email message sender receives following message:

    Remote host said: 550-5.7.1 [2a00:14e8:211:2123::2 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. la8si618732wjb.94 – gsmtp

    >>Cause

    Gmail Guidelines for IPv6 are not met.

    >>Resolution

    Verify that the IPv6 address has a PTR-record from any Linux shell:

    # dig -x 2001:db8:f61:a1ff:0:0:0:80 |grep PTR

    ;0.8.0.0.0.0.0.0.0.0.0.0.0.0.0.0.f.f.1.a.1.6.f.0.8.b.d.0.1.0.0.2.ip6.arpa. IN PTR example.com

    Verify that an answer for PTR record query matches the IP obtained via the forward DNS resolution of the hostname specified in the PTR record:

    # dig example.com|grep IN|grep A

    203.0.113.2

    2001:db8:f61:a1ff:0:0:0:80

    In case these conditions are not met, contact your ISP.

    >>Workaround

    On Linux, Postfix can be configured to use only IPv4 addresses:

    Connect to the server via SSH.

    Check the current protocols:

    # postconf inet_protocols,

    inet_protocols = all

    In /etc/postfix/main.cf, replace inet_protocols=all with inet_protocols=ipv4 using a text editor (for example, vi):

    # grep ‘inet_protocols’ /etc/postfix/main.cf

    add “inet_protocols = ipv4” and add ‘#’ to “inet_protocols = all”

    inet_protocols = ipv4

    #inet_protocols = all

    Restart Postfix:

    # service postfix restart

    Ensure that the configuration is updated:

    # postconf inet_protocols

    inet_protocols = ipv4

    Source: V. CHUKWUKA

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