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  3. Gmail - ipv6. Anyone else with this experience?

Gmail - ipv6. Anyone else with this experience?

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  • andreasduerenA andreasdueren

    @avatar1024 Are the IPv6 reported by google and the one issued by your provider the same?

    avatar1024A Online
    avatar1024A Online
    avatar1024
    wrote on last edited by
    #9

    @andreasdueren As far as I can tell yes.

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    • avatar1024A Online
      avatar1024A Online
      avatar1024
      wrote on last edited by
      #10

      Also I spoke a bit too quickly I'm actually getting delivery issues on all domains, just on two of them, the emails do end up delivering after a couple of retry by the mail server (the retries are still because of the PTR record), whereas on the third one it's just a straight bounce.

      andreasduerenA avatar1024A 2 Replies Last reply
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      • avatar1024A avatar1024

        Also I spoke a bit too quickly I'm actually getting delivery issues on all domains, just on two of them, the emails do end up delivering after a couple of retry by the mail server (the retries are still because of the PTR record), whereas on the third one it's just a straight bounce.

        andreasduerenA Offline
        andreasduerenA Offline
        andreasdueren
        wrote on last edited by
        #11

        @avatar1024 I'd encourage you to double check. The IP without the 2 at the end is my actual IPv6. But google kept complaining that the one with the two didn't match. So I set a PTR record for it as well and now things seem to be fine.

        Screenshot 2025-01-09 at 12.38.02.png

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        • avatar1024A Online
          avatar1024A Online
          avatar1024
          wrote on last edited by
          #12

          What I did is take the IPv6 google wrote in the bounce error message and added the mail serve name against that.

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          • avatar1024A Online
            avatar1024A Online
            avatar1024
            wrote on last edited by avatar1024
            #13

            So the IP is much longer than yours:
            image.png

            As you can tell, I probably do not understand IPv6 very well...

            From my provider my server IPv6 seem to be:
            c6996231-3682-4f5f-95a3-4c0b1b643eab-image.png

            So a bit like yours and something much shorter that what Google write in the bounce error message. Bur I thought this was normal as elsewhere in the provider settings page for my server it says:
            e0f205c5-b891-4fa5-9fca-d4f4728c8dbc-image.png

            So putting top and bottom address together I get the long IP google is writing in the error message.

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            • andreasduerenA Offline
              andreasduerenA Offline
              andreasdueren
              wrote on last edited by
              #14

              Just to clarify: take the IPv6 that is written in the google mail and compare it to the PTR record. Are they identical?

              avatar1024A 1 Reply Last reply
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              • andreasduerenA andreasdueren

                Just to clarify: take the IPv6 that is written in the google mail and compare it to the PTR record. Are they identical?

                avatar1024A Online
                avatar1024A Online
                avatar1024
                wrote on last edited by
                #15

                @andreasdueren said in Gmail - ipv6. Anyone else with this experience?:

                Just to clarify: take the IPv6 that is written in the google mail and compare it to the PTR record. Are they identical?

                Yes they are!

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                • avatar1024A Online
                  avatar1024A Online
                  avatar1024
                  wrote on last edited by
                  #16

                  I've now also set a PTR record against the short IPv6, it has propagated but I'm still getting the straight bounce.

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                  • avatar1024A avatar1024

                    Also I spoke a bit too quickly I'm actually getting delivery issues on all domains, just on two of them, the emails do end up delivering after a couple of retry by the mail server (the retries are still because of the PTR record), whereas on the third one it's just a straight bounce.

                    avatar1024A Online
                    avatar1024A Online
                    avatar1024
                    wrote on last edited by
                    #17

                    @avatar1024 said in Gmail - ipv6. Anyone else with this experience?:

                    on two of them, the emails do end up delivering after a couple of retry by the mail server (the retries are still because of the PTR record)

                    Actually in some rare case, the server retries indefinitely and emails are never delivered. From the email event log:

                    Delivery failure. Will retry in Xs. Upstream error: 421 4.7.23 [2a03:xxxx:xx:xxx:xxxx:7fff:fe49:51af] The IP address sending this 4.7.23 message does not have a PTR record, or the corresponding forward DNS 4.7.23 entry does not match the sending IP. To protect our users from spam, 4.7.23 mail has been temporarily rate limited. To learn more about IP 4.7.23 address requirements for sending to Gmail, visit 4.7.23 https://support.google.com/a?p=sender-guidelines-ip 4.7.23 To learn more about Gmail requirements for bulk senders, visit 4.7.23 https://support.google.com/a?p=sender-guidelines. 4fb4d7f45d1cf-5d807030e25si25472762a12.537 - gsmtp",

                    Using the exact IPv6 in the error message on https://toolbox.googleapps.com/apps/dig/#PTR/ gives the correct PTR.

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                    • avatar1024A Online
                      avatar1024A Online
                      avatar1024
                      wrote on last edited by
                      #18

                      Until this is solved, is it possible to disable IPv6 completely from the mail service? This is affecting basically all of my servers.

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                      • J Offline
                        J Offline
                        joseph
                        Staff
                        wrote on last edited by
                        #19

                        You can just disable ipv6 on the server. It's the OS that decides IPv4/IPv6 for outbound connections. For example, sysctl -w net.ipv6.conf.ens18.disable_ipv6=1 (replace ens18) for specific interface.

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                        • avatar1024A Online
                          avatar1024A Online
                          avatar1024
                          wrote on last edited by
                          #20

                          @joseph Brill, that works, thank you!! All messages are now going through 🙂

                          Is there any big drawbacks in disabling IPv6? Also since it only happens with Gmail, is there a way to tell the system with IPv6 to only use IPv4 for google MX?

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                          • J Offline
                            J Offline
                            joseph
                            Staff
                            wrote on last edited by
                            #21

                            Can't think of a drawback of disabling IPv6 on the server. You should disable IPv6 on Cloudron side if this got auto-enabled Network -> IPv6 -> Diable. This way it won't configure AAAA records. You will have issues when installing new apps otherwise.

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                            • avatar1024A Online
                              avatar1024A Online
                              avatar1024
                              wrote on last edited by avatar1024
                              #22

                              Right so we have a bunch of similar topics referencing the same problem.

                              • https://forum.cloudron.io/topic/13162/unable-to-send-emails-to-gmail
                              • https://forum.cloudron.io/topic/13145/problems-with-sending-mail
                              • https://forum.cloudron.io/topic/13122/email-sending-broken-after-updating-to-8-2-x-due-to-ipv6-issues
                              • https://forum.cloudron.io/topic/13072/gmail-ipv6-anyone-else-with-this-experience

                              Should they all be merged and/or marked as solved?

                              The solution is provided by @girish (here) and @jdaviescoates (here) which I'll compile and summarise here again:

                              1. Activate IPv6 on Cloudron via going to Network > IPv6 > Configure > Public IP
                              2. Check your IPv6 address either via reading the IPv6 address detected by Cloudron when doing 1. or via running curl https://ipv6.api.cloudron.io/api/v1/helper/public_ip on your server (via ssh).
                              3. Set an IPv6 PTR record on your VPS/server provider (not your domain provider) for the above IPv6 address. The next Cloudron release will implement a check on IPv6 PTR record like it currently does for IPv4.
                              4. If using Wildcard DNS then create a * AAAA record for the above IPv6 address.
                              5. If things still don't work, you can go to Cloudron -> Domains -> hit Sync DNS

                              If your VPS provider does not allow you to set IPv6 PTR, then disable IPv6 that way:

                              1. disable IPv6 in Cloudron (Network -> IPv6 -> Disable)
                              2. on your server via ssh run sysctl -w net.ipv6.conf.ens18.disable_ipv6=1 (replacing ens18 for your specific network interface, in my case eth0)
                              3. make it persistent by adding net.ipv6.conf.ens18.disable_ipv6=1 to /etc/sysctl.conf (replacing ens18 for your specific network interface, in my case eth0)

                              Update: I personally still faced issues with Gmail using IPv6 so I ended up disabling it persistently.

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