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Emails to large Distribution Group are not recieved

    Question

  • Recently migrated from Exchange 2007 to 2013.  A large distribution group (about 1200 entries) is sent email once or twice a week.  All members of this distribution group are contacts with external email addresses.  After the migration emails to this group no longer go through.  Looking in the message tracking logs, I can see messages to this distribution group are flagged as "TRANSFERRED".  Internal mailboxes that are also on these emails receive them without issue.  Apart from that no information in available.

    No NDRs are received.

    I turned on verbose logging on the send connector via the EMC in hopes to get a better handle on where these emails actually go, but I did not find anything.  It is not clear to me where this might be logged in any case, so I may not have found the correct log or need to turn on more logging (maybe via PowerShell?)

    Also set some message restrictions settings to allow up to 1500 recipients in case that was the issue.

    As a test today I sent emails to contacts directly (without specifying the distribution group) and they went through fine up to about 700 at once.  I should have another email to send to the entire group later this week.  I have contacted the our 3rd party spam vendor who says that this message is never received by them.  It appears that Exchange gets the email directed to the group and then just ... drops it?

    There must be a log somewhere to tell me why distribution group members never get the email because it appears it never leaves the Exchange Server.

    Wednesday, November 18, 2015 3:42 AM

All replies

  • I'm surprised that there's no bounce.

    Check Get- and Set-TransportConfig -MaxRecipientEnvelopeLimit.

    Do you have any transport rules that might limit the number of recipients?

    Does your Exchange server send Internet mail through some other server such as a hygiene server, appliance or cloud service?

    To monitor, enable protocol logging on the send connector (Set-SendConnector) and look in the protocol log folder (Get-SendConnector | FL will show you where).  If you don't see it there, then it's probably never making it out of the Exchange server.

    In that case, you might have to enable internal protocol logging.  See this document for more on how to work with SMTP logging.

    https://technet.microsoft.com/en-us/library/aa997624(v=exchg.150).aspx


    Ed Crowley MVP "There are seldom good technological solutions to behavioral problems."
    Celebrating 20 years of providing Exchange peer support!


    Wednesday, November 18, 2015 7:14 AM
    Moderator
  • Hi SGreer,

    'distribution group are flagged as "TRANSFERRED".  ' Where is it transferred to, do you have a Edge server or SMTP gateway. What does the message tracking logs there have to say.

    Just to test are you able to send email to some of the the external users using some new DL.


    Regards,

    Satyajit

    Please “Vote As Helpful” if you find my contribution useful or “Mark As Answer” if it does answer your question. That will encourage me - and others - to take time out to help you.

    Wednesday, November 18, 2015 7:45 AM
  • Ed-

    Get-TransportConfig -MaxRecipientEnvelopeLimit is 1500

    I do not have any Transport Rules configured.

    We use a cloud service (Barracuda ESS).

    Protocol Logging it set to Verbose.

    I will review the link you sent regarding the SMTP logging.

    -S

    Wednesday, November 18, 2015 1:53 PM
  • Satyajit -

    I assume transferred means it was sent to our 3rd party spam filter, but I am having trouble finding the log file that confirms that is true.  They claim the email is never received.

    I will look into creating another DL to send emails to a portion of the users.

    -S

    Wednesday, November 18, 2015 1:57 PM
  • Check the settings in Barracuda ESS.

    Ed Crowley MVP "There are seldom good technological solutions to behavioral problems."
    Celebrating 20 years of providing Exchange peer support!

    Thursday, November 19, 2015 12:49 AM
    Moderator
  • Hi SGreer,

    If your Exchange says it has handed it over to Barracuda ESS and you see the IP listed on the logs, then most likely it has been. Else you would have some other logs or NDR suggesting it.

    Now as Ed suggested you need to check Barracuda ESS for settings and logs.

    "They claim the email is never received" Who the destination admins or your Cloud SMTP Gateway guys.


    Regards,

    Satyajit

    Please “Vote As Helpful” if you find my contribution useful or “Mark As Answer” if it does answer your question. That will encourage me - and others - to take time out to help you.

    Thursday, November 19, 2015 9:10 AM
  • I took some time to track this down, but I found out it is not being handed off to Barracuda ESS.  It appears it is being sent to another Exchange server that will be decommissioned soon.  This server has no ability to send email.  I powered it off today and if nothing major breaks for a week, we will proceed with decommissioning it.

    I am not sure why this DG wants to be sent there, but other ones do not.

    Tuesday, November 24, 2015 8:44 PM
  • In advance of decommissioning it, make sure that it has no send connectors (or SMTP connectors if it's 2003 or older) that route mail outside of the organization.

    Ed Crowley MVP "There are seldom good technological solutions to behavioral problems."
    Celebrating 20 years of providing Exchange peer support!

    Tuesday, November 24, 2015 8:48 PM
    Moderator
  • I wanted to put out an update on this as I am still having this issue.  The old exchange server has been decommissioned.  A recent email that was sent had over 1100 members in the distribution list.  According to the tracking log

    33 were delivered (these are likely emails within the domain)

    764 or so were transferred (I assumed to Barracuda, but I don't know)

    366 or so were unsuccessful (I don't know what happened to these)

    I have tried unsuccessfully to export this to PowerShell (in a usable format) and I am having trouble with it.  I would like a list of just the email addresses that were transferred or not successful so I can compare them with the Barracuda ESS, but there does not seem to be a good way to do that.

    Friday, January 15, 2016 3:11 AM
  • What cmdlet are you trying right now.

    Regards,

    Satyajit

    Please “Vote As Helpful” if you find my contribution useful or “Mark As Answer” if it does answer your question. That will encourage me - and others - to take time out to help you.

    Tuesday, January 19, 2016 11:12 AM