O365 and Exchange 2016 recipient unable to receive internal emails

Barry Fields
Barry Fields used Ask the Experts™
on
I have an Exchange 2016/O365 hybrid environment. We just added a new user, she can receive mail from outside the domain but cannot receive mail internally. Our Exchange server returns the following error;

IMCEAEX-_o=NT5_ou=00000000000000000000000000000000_cn=7DC88A5C47EA274580F14F3D64E625DC@securewatch24.com
Remote Server returned '550 5.1.1 RESOLVER.ADR.ExRecipNotFound; not found'. This user is on O365
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MaheshArchitect
Distinguished Expert 2018

Commented:
where your MX points?

Onpremise network?

In that case ensure that user have TargetAddress attribute set to useralias@domain.mail.onmicroosft.com and same email address is populated in user O365 mailbox properties under email addresses - it will get populated after AD sync runs

Then try
Ahmed AbdelbasetInfrastructure Architect

Commented:
The best way to review adsync and after rerun hybrid wizard. But make sure user migrated is correct. As it might be not populated  correctly.

Another way.
As you are missing Exchange remote mailbox settings and the Exchange proxy address on on-perm server. The on-prem server doesn't know the mailbox was made since it was not populated  and the Exchange details are missing in the AD user object. Login to the on-prem Exchange server, use Exchange Management Shell and enable the remote mailbox and set the proxy address to the <user>@<domain>.mail.onmicrosoft.com proxy address that should be listed on O365.
The EMS command syntax is:
Enable-RemoteMailbox <Alias> -RemoteRoutingAddress <Alias>@<accountName>.mail.onmicrosoft.com
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Commented:
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IT manager
Commented:
We took the easy way out recreated the user with a slightly different name and email address, problem went away.
Ahmed AbdelbasetInfrastructure Architect

Commented:
Did my comment give you the clue ?
Barry FieldsIT manager

Author

Commented:
No it didn't the user was deleted and recreated before I looked at your solution.

Thanks to all of you guys

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