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Client outgoing email not being received at .me or .mac recipients

Discussion in 'E-mail Discussions' started by lbeachmike, Aug 29, 2012.

  1. lbeachmike

    lbeachmike Well-Known Member

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    Email messages from my client to email recipients at .me and .mac are not being received and no rejection is being sent back to us. This is true of multiple destination email addresses.

    We are receiving back a "message accepted" result from their server per the mail logs -

    Event: success
    User: xxxxxxx
    Domain: xxxxxxxxx.com
    Sender: yyyyy@xxxxxx.com
    Sent Time: Aug 29, 2012 1:55:13 PM
    Sender Host: pool-98-119-31-128.lsanca.dsl-w.verizon.net
    Sender IP: 98.119.31.128
    Authentication: get_relayhosts_domain
    Spam Score:
    Recipient: xxxxx@mac.com
    Delivery User: -remote-
    Delivery Domain:
    Delivered To: xxxxx@mac.com
    Router: lookuphost
    Transport: remote_smtp
    Out Time: Aug 29, 2012 1:55:13 PM
    ID: 1T6mU9-0006yM-P3
    Delivery Host: mx2.mac.com.akadns.net
    Delivery IP: 17.158.8.110
    Size: 39.09 KB
    Result: Message accepted

    I was thinking that perhaps it was an SPF record issue and included verizon.net to be sure, though I don't believe that applies to this scenario. I do not see our server's IP on any RBLs.

    Does anybody know if .me/.mac has any unique requirements? I'm not hearing of any issues with mail delivery to other destinations other than .me/.mac.

    Thanks.

    Mike
     
  2. cPanelTristan

    cPanelTristan Quality Assurance Analyst
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    Hello Mike,

    Can we see the exigrep results from command line?

    Code:
    exigrep email@mac.com /var/log/exim_mainlog
    Thanks!
     
  3. lbeachmike

    lbeachmike Well-Known Member

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    Hi there Tristan - There is a lot of activity to and from email@mac.com (incoming to our server is not a problem) - so I'm including the last two clusters of log entries - it looks like one outgoing transaction is captured - please let me know if you need additional log data.

    Code:
    2012-08-29 12:55:26 1T6mU9-0006yM-P3 <= [email]user1@ourclient.com[/email] H=pool-98-119-31-128.lsanca.dsl-w.verizon.net (publicity) [98.119.31.128]:1670 P=esmtp S=40028 id=E2376D2CFEA94CAC9E26258A417D4311@publicity T="RE: email issues" for [email]xxxxx@mac.com[/email] [email]user2@ourclient.com[/email] [email]user3@ourclient.com[/email]
    2012-08-29 12:55:26 1T6mU9-0006yM-P3 SMTP connection identification H=pool-98-119-31-128.lsanca.dsl-w.verizon.net A=98.119.31.128 P=1670 M=1T6mU9-0006yM-P3 U=username ID=569 B=relayhosts_domain
    2012-08-29 12:55:26 1T6mU9-0006yM-P3 SMTP connection outbound 1346262926 1T6mU9-0006yM-P3 ourclient.com [email]xxxxx@mac.com[/email]
    2012-08-29 12:55:27 1T6mU9-0006yM-P3 => user2 <user2@ourclient.com> R=virtual_user T=virtual_userdelivery
    2012-08-29 12:55:27 1T6mU9-0006yM-P3 => user3 <user3@ourclient.com> R=virtual_user T=virtual_userdelivery
    2012-08-29 12:55:28 1T6mU9-0006yM-P3 => [email]xxxxx@mac.com[/email] R=lookuphost T=remote_smtp H=mx2.mac.com.akadns.net [17.158.8.110]
    2012-08-29 12:55:28 1T6mU9-0006yM-P3 Completed
    
    2012-08-29 15:51:01 1T6pDk-0001Qt-MS H=exprod6mx247.postini.com (psmtp.com) [64.18.1.147]:33919 Warning: "SpamAssassin as username detected message as NOT spam (0.6)"
    2012-08-29 15:51:01 1T6pDk-0001Qt-MS H=exprod6mx247.postini.com (psmtp.com) [64.18.1.147]:33919 Warning: Message has been scanned: no virus or other harmful content was found
    2012-08-29 15:51:01 1T6pDk-0001Qt-MS <= [email]xxxxx@mac.com[/email] H=exprod6mx247.postini.com (psmtp.com) [64.18.1.147]:33919 P=smtp S=35668 id=E5332819-620B-48B3-A11B-AE24ACD00AC7@mac.com T="repeat question" for [email]user4@ourclient.com[/email] [email]user3@ourclient.com[/email]
    2012-08-29 15:51:01 1T6pDk-0001Qt-MS => user4 <user4@ourclient.com> R=virtual_user T=virtual_userdelivery
    2012-08-29 15:51:01 1T6pDk-0001Qt-MS => user3 <user3@ourclient.com> R=virtual_user T=virtual_userdelivery
    2012-08-29 15:51:01 1T6pDk-0001Qt-MS Completed
    
     
  4. lbeachmike

    lbeachmike Well-Known Member

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    I should also mention that I manually tested connecting to their server and sending an email. It is not known if this reached the intended target but it appears to illustrate that there is no evidence of any issue through this part of the email delivery process -

    Code:
    root@myserver [~]# nslookup
    > set q=mx
    > mac.com
    Server:         10.0.80.11
    Address:        10.0.80.11#53
    
    Non-authoritative answer:
    mac.com mail exchanger = 10 mx4.mac.com.akadns.net.
    mac.com mail exchanger = 10 mx2.mac.com.akadns.net.
    mac.com mail exchanger = 10 mx5.mac.com.akadns.net.
    mac.com mail exchanger = 10 mx6.mac.com.akadns.net.
    mac.com mail exchanger = 10 mx3.mac.com.akadns.net.
    mac.com mail exchanger = 10 mx1.mac.com.akadns.net.
    
    Authoritative answers can be found from:
    > exit
    
    root@myserver [~]# telnet mx2.mac.com.akadns.net 25
    Trying 17.158.8.110...
    Connected to mx2.mac.com.akadns.net.
    Escape character is '^]'.
    220 nk11p00mm-smtpin126.mac.com -- Server ESMTP (Oracle Communications Messaging Server 7u4-24.01(7.0.4.24.0) 64bit (built Nov 17 2011))
    ehlo mac.com
    250-nk11p00mm-smtpin126.mac.com
    250-8BITMIME
    250-PIPELINING
    250-CHUNKING
    250-DSN
    250-ENHANCEDSTATUSCODES
    250-EXPN
    250-HELP
    250-XADR
    250-XSTA
    250-XCIR
    250-XGEN
    250-XLOOP 98FBBF6A63505F930FC1BBBC20110325
    250-ETRN
    250-NO-SOLICITING
    250 SIZE 0
    mail from: <sender@clientdomain.com>
    250 2.5.0 Address Ok.
    rcpt to: <recipient@mac.com>
    250 2.1.5 [email]recipient@mac.com[/email] OK.
    data
    354 Enter mail, end with a single ".".
    Hi there - This is a test from the xxx web host.  Please confirm receipt of this message.
    
    Thanks.
    .
    250 2.5.0 Ok, envelope id [email]0M9J00DTNSWBHG10@nk11p00mm-smtpin126.mac.com[/email]
    quit
    221 2.3.0 Bye received. Goodbye.
    Connection closed by foreign host.
     
  5. cPanelTristan

    cPanelTristan Quality Assurance Analyst
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    The email is delivering per everything. Do you have an address at mac.com or me.com to see if it's going to trash or something there? It's not your server that isn't delivering it. Something is happening when it reaches theirs.

    And by .me and .mac, you really mean @me.com and @mac.com right? Because .me is a tld owned by a whole slew of domains and it wouldn't make sense for .me domains to not work. While Apple might own me.com, they don't own the entire .me tld and I'm not even sure if they have any actual .me tld domains.
     
  6. lbeachmike

    lbeachmike Well-Known Member

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    Yes - I did mean me.com and mac.com, not the TLD :)

    It's extremely clear that the mail is being delivered successfully to their server - that was never in question. My question is whether or not anybody knows what further requirements Apple may have for delivering mail. I've heard they are using outgoing content filtering and silently discard, so I can only assume they do this for incoming as well - but ZERO messages appear to be getting delivered.

    I do not have a me.com/mac.com account, but it should be simple to set one up for some further testing.

    If Apple uses SPF or DKIM, are these rejections done at SMTP time or are they done after their server accepts the message? Clearly they are delivering mail to their users, so it has to be something they don't like about mail coming from our server.

    Thanks.
     
  7. cPanelTristan

    cPanelTristan Quality Assurance Analyst
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    We don't know what mail server Apple is using or how they have it configured, so it isn't possible to answer you question on SPF or DKIM being handled at SMTP time or not on the system being used. The best way to troubleshoot this would be to send emails to a me.com or mac.com address you've setup. If you don't receive the emails at all, you'd then need to contact Apple to ask what is happening to the messages.
     
  8. lbeachmike

    lbeachmike Well-Known Member

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    Yup. I was hoping that somebody here might have had experience with similar circumstances and thus have some info or suggestion.

    We did try with DKIM on and off, so that was not the issue. I believe the SPF record is correct - but either way, I tried sending directly via webmail and that was not received either.

    I cannot signup for my own me.com or mac.com test account because they have discontinued me.com and mac.com other than for existing users.

    There is no contact info anywhere to be found for Apple's server people. The only contact info is for retail support - I did contact them and they were supposed to pass my info along to the right people - we'll see if that happens - I'm not optimistic.
     
  9. lbeachmike

    lbeachmike Well-Known Member

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    I thought it's worth mentioning that we were finally able to get in touch with Apple and they were able to resolve the mail delivery issue on their end.
     
  10. cPanelTristan

    cPanelTristan Quality Assurance Analyst
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    Great to hear. How did you manage to get in contact with them on the issue for anyone in the future who has a similar difficulty in mail delivery to them?
     
  11. lbeachmike

    lbeachmike Well-Known Member

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    I knew that question was coming, but unfortunately there is not a truly simple answer. I was never able to get hold of any direct contact. Security at Apple is apparently better than the CIA, FBI, etc :) I actually contacted one of their user support numbers from their website and spent about an hour on the phone explaining in detail what the issue was, who I was and who I needed to get in contact with. Ultimately I got a savvy support person who reasonably understood and told me he'd pass the details along to the server admins. Sure enough, he followed up with me about five days later to report that the server admins found the stuck emails and resolved the underlying issue - and my clients confirmed that indeed it was resolved.
     
  12. cPanelTristan

    cPanelTristan Quality Assurance Analyst
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    Ah, well, that's unfortunate that there isn't any direct route to actually reach someone there for email issues.
     
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