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Unable to relay to an internal mailbox! RRS feed

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    I am in an Exchange 2010 and  Exchange 2016 co-existence.  I have installed new Relay receive connector on Exchange 2016.

    I have 2 test mailboxes - test2010mbx on Exchange 2010 and test2016mbx on Exchange 2016.

    I can send emails back and forth between the 2 test mailboxes with no issues.

    Now I'm trying to test my relay.  From a system that is on the remoteipranges of the relay connector I issue the SMTP command line to submit an email message.  The message gets queued successfully but NEVER delivered.

    I then go thru get-messagetrackinglog and found the message and saw what happened: Look at recipient status

    RunspaceId              : b72ccc27-6b5a-49fd-b230-dddcca2de02e
    Timestamp               : 3/12/2019 11:20:50 PM
    ClientIp                :
    ClientHostname          : EXCH02
    ServerIp                :
    ServerHostname          :
    SourceContext           :
    ConnectorId             :
    Source                  : ROUTING
    EventId                 : FAIL
    InternalMessageId       : 4294967315
    MessageId               : <951150f7-80ce-46f3-9ea5-441cb4d1bb2f@EXCH02.ecrmc.ci.el-centro.ca.us>
    NetworkMessageId        : 34397cef-1afb-44b9-2f15-08d6a77c09d8
    Recipients              : {test2010mbx@company.com}
    RecipientStatus         : {[{LED=550 5.1.10 RESOLVER.ADR.RecipientNotFound; Recipient not found by SMTP address
                              lookup};{MSG=};{FQDN=};{IP=};{LRT=}]}
    TotalBytes              : 1816
    RecipientCount          : 1
    RelatedRecipientAddress :
    Reference               : {<20622112-9268-41dd-8a4a-6dc7401b0fa4@EXCH02.ecrmc.ci.el-centro.ca.us>}
    MessageSubject          : hello 1111 2222 3333
    Sender                  : test2016mbx@company.com
    ReturnPath              : test2016mbx@company.com
    Directionality          : Incoming
    TenantId                :
    OriginalClientIp        :
    MessageInfo             :
    MessageLatency          :
    MessageLatencyType      : None
    EventData               : {[ToEntity, Unknown], [FromEntity, Internet], [DeliveryPriority, Normal], [AccountForest,
                              company.com]}
    TransportTrafficType    : Email
    SchemaVersion           : 15.01.1591.008

    _____________________________________________

    550 5.1.10 RESOLVER.ADR.RecipientNotFound; Recipient not found by SMTP addresslookup

    What is going on here?  I'm able to send emails via Outlook to each other with no issues, but when I send via the relay I get this message?  These are mailboxes in the same ORG.

    -C-

    Wednesday, March 13, 2019 6:32 AM

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    Hi,

    I request to check and ensure while mail relay, recipient email ID is proper.

    Please check recipient email suffix exists in accepted domain.

    Thanks & Regards, Kumar N

    • Marked as answer by Charlie1313 Friday, March 15, 2019 8:55 PM
    Wednesday, March 13, 2019 8:45 AM
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    Hi,

    As Kumar Nasam mentioned, you should check the recipient's email address.

    Additionall, since you created a new receive connector on Exchange 2016, and you sent a message from test2016mbx to test2010mbx, the newly created receive connector won't be used in this test.

    Regards,

    Lydia Zhou

    Please remember to mark the replies as answers if they helped. If you have feedback for TechNet Subscriber Support, contact tnsf@microsoft.com.

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    • Marked as answer by Charlie1313 Friday, March 15, 2019 8:55 PM
    Thursday, March 14, 2019 7:24 AM

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    Hi,

    I request to check and ensure while mail relay, recipient email ID is proper.

    Please check recipient email suffix exists in accepted domain.

    Thanks & Regards, Kumar N

    • Marked as answer by Charlie1313 Friday, March 15, 2019 8:55 PM
    Wednesday, March 13, 2019 8:45 AM
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    Hi,

    As Kumar Nasam mentioned, you should check the recipient's email address.

    Additionall, since you created a new receive connector on Exchange 2016, and you sent a message from test2016mbx to test2010mbx, the newly created receive connector won't be used in this test.

    Regards,

    Lydia Zhou

    Please remember to mark the replies as answers if they helped. If you have feedback for TechNet Subscriber Support, contact tnsf@microsoft.com.

    Click here to learn more. Visit the dedicated forum to share, explore and talk to experts about Microsoft Teams.

    • Marked as answer by Charlie1313 Friday, March 15, 2019 8:55 PM
    Thursday, March 14, 2019 7:24 AM
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    Actually it will be used.... because I'm simulating an SMTP relay message not an Exchange message....  I'm doing this...:

    telnet server 25

    helo chau.com

    mail from: test@company.com

    rcpt to: test2016mbx@company.com

    data

    subject: test

    .

    Anyways you guys are right, there is a recipient policy that adds a "." in the email address... thanks all!!

    -C-

    Friday, March 15, 2019 8:55 PM