Transport Rule for internal messages not working as expected

Ioannis Giannakopoulos
Ioannis Giannakopoulos used Ask the Experts™
on
Hello to all,
in our organization we want every mail our employees receive to be copied into three mailboxes specific for this purpose (Inbox, Internal, Outbox). Inbox and Outbox I have created according to our needs. For Internal we would like every mail that is being sent from inside our organization and the recipient is inside our organization to be copied to the Internal Mailbox as well, with the exception of this mail having a recipient (either in cc or in to) outside of our organization. If this exception exists then we don't want this rule to copy the mail. You can see below the screenshot of our current configuration which works for the first part, but does not take the exception into consideration at all.
Thanks in advance for any help.

P.S.: We currently use Exchange Server 2007 Sp1

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AmitIT Architect
Distinguished Expert 2017

Commented:
Can you sent a test message from your ID to your external public account and tell me the result.
I have sent a test mail to an external mail address, with the same result. Exchange trecker shows the transport rule agent "Internal" to be activated
AmitIT Architect
Distinguished Expert 2017

Commented:
Any reason to set this exception. Also for your requirement, journaling is the right method. Can you remove except condition and check again. I don't think you need that.
We are currently utilizing journaling, but there are two employees manually forwarding the journal items to these mailboxes (Inbox, Internal, Outbox) according to if they are being sent by outside our organization, if they are being sent internally from inside to inside our organization and finally by inside the organization towards outside.We would like to consider transport rules in order to automate this procedure so that no employee has to do this manually and they could be utilized elsewhere.
AmitIT Architect
Distinguished Expert 2017

Commented:
If you see the rule, it is completing before exception can be set.
First of all I would like to thank you for all your advise!
Is there a way to check for the exception before applying the rule?
AmitIT Architect
Distinguished Expert 2017

Commented:
What is the priority for this rule? Change the priority and see, if it works for you. Change it to 0
I only use 3 other antispam rules and currently try to make these 3 rules I described work as shown below. Priority 0 is the internal rule, Priority 1 is the inbox rule, Priority 2 is the outbox rule.
Capture.JPG
IT Architect
Distinguished Expert 2017
Commented:
If you want to do more in depth troubleshooting, you need to enable pipeline tracing. That will show you exactly, what this rule is doing. For more:
https://technet.microsoft.com/en-us/library/bb125198(v=exchg.80).aspx
Thank you I will try that to see if I can identify why this happens.
Thank you for your help!
AmitIT Architect
Distinguished Expert 2017

Commented:
Pipeline tracing is the best option suggested here.

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