Need to check exchange 2013 logs to see if an email went to a particular domain.

Basically we have a recipient claiming that they cannot receive email from us, though I can get email from them just fine.  What's the best place to check on my exchange 2013 server to ensure that the email is in fact leaving our mail server (thereby helping to conclude that something is happening on their end or in transit)?  Thanks.
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Will SzymkowskiSenior Solution ArchitectCommented:
The most accureate way to accomplish this is by using Message Tracking. This will tell you where the message is going. Also if you have a Smart Host you will be routing mail from your Exchange server to your smart host and out to the internet. Also check your smart host or edge device if you have one to ensure that it is leaving.

Once the email has been successfully sent, and leaves your organization, if you do not receive a DSN or NDR then from your point of view it has made it to its destination.

Couple of things..
- can you send an email to another user at the same domain?
- have the admins of the domain check their smap filter as it might be getting flagged as spam

do you have a SPF record? on the internet you only need a reverse IP address to your domain name which allows you to safely send email. Spam appliances will now sometimes hold mail and do more scanning against them to ensure that it is not spam. If you have an SPF record in place this gives your domain another level of Authenticity, when sending to 3rd parties

Has your Domain been blacklisted recently? Do you have any issues sending to other domains?

You can use to check if your domain is listed on any blacklists.


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LB1234Author Commented:
Thanks for the great write up Will!  Because this is only happening with one client, I'd like to check a few things first, before getting heavily into DNS troubleshooting, domain reputation, etc.

It's my understanding that message tracking happens via log files rather than a GUI like was in the case with Exchange 2007?
LB1234Author Commented:
Will, I resolved the issue, still awarding you points because the methods listed will be useful for similar incidents.
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