Exchange Server 2010 to 2016 mailflow problem

I installed a new Exchange Server 2016 in an existing Exchange Server 2010 environment. I am now having trouble to send/receive mails between the Exchange Servers. There is no Firewall between the both Servers, they are in the same LAN.

I am going nuts, do you have any idea why the mailflow does not work?

Exchange

Last Comment

whenz

8/22/2022 - Mon

M A

9/20/2018

HI whenz,
Please make sure Exchange server authentication is enabled

And make sure your internal FQDN is set properly.

Get-clientAccessServer | fl Name,AutoDiscoverServiceInternalUri
Get-OabVirtualDirectory | fl Server,Name,internalurl,externalurl
Get-WebServicesVirtualDirectory | fl Server,Identity,internalurl,externalurl
Get-EcpVirtualDirectory | | fl Server,Identity,internalurl,externalurl
Get-OwaVirtualDirectory | fl Server,Identity,internalurl,externalurl
Get-ActiveSyncVirtualDirectory | fl Server,Identity,internalurl,externalurl
Keep External URLs null in Exchange 2010 and Set the IIS authentication to BASIC + NTLM in Exchange 2010. This is for OutlookAnywhere
Read this for more details.
https://social.technet.microsoft.com/wiki/contents/articles/31708.configure-exchange-2016-with-exchange-2010-coexistence.aspx

Use this URL to set URLs
https://www.experts-exchange.com/articles/31221/Fix-for-Exchange-server-2016-certificate-and-related-issues.html
https://www.experts-exchange.com/articles/29657/Exchange-2010-Fix-for-an-Invalid-certificate-and-related-issues.html
Please restart Transport service after the change.

Hani M .S. Al-habshi

9/20/2018

Go to Server Configuration >> Hub Transport >>Default Receive connector >> Properties >>Authentication

Enabled Exchange server authentication

Go to Server Configuration >> Hub Transport >>Default Receive connector >> Properties >>General
FQDN should be the host bios name example: (Local_Server_Name .domain.com)

whenz

9/20/2018

ASKER

Thank you for the hint. I checked these settings, and everything seems to be correct. I have the following scenario:

- I send an email form external to a mailbox (lets call this mailbox Adrian) which is hosted on the exchange 2016 server
- Adrian's mailbox has a mail forward to another external mail address, let's say thomas@gmail.com
- When sending an email from an external address to Adrian, this mail does not arrive in the Mailbox of Adrian BUT it gets forwarded to thomas@gmail.com

any other idea how to proceed?

thanks!!

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rwheeler23

ASKER CERTIFIED SOLUTION

Arjun Vyavahare

9/20/2018

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Hani M .S. Al-habshi

9/20/2018

this mail does not arrive from external

1-You should recheck Split DNS Records ,A record , ,MX record,Static IP DNS Revers Name..etc (use http://mxtoolbox.com )

2-Recheck your Receive Connectors .

3-Use https://testconnectivity.microsoft.com and give us the report

whenz

9/20/2018

ASKER

Thanks Ajun, it was indeed a relay receive connector where the exchange server was in the ip range. i removed that ip range and now it works. you are my hero!!!!