We have a user whose Mailbox is in Exchange Server 2007(Stand alone). He is using Outlook 2010, mail delivery configured to PST. He has sent a mail and the mail displays in his Outlook Sent item folder, but the mail has not reached any of the recipients. Also there is not trace of email on the Mailbox server tracking logs.

There was no delivery failure messages

Checked all possible things, have also logged a case with Microsoft. But Microsoft also could not find out. The only answer Microsoft says, if in Cache mode or Mail delivery is to personal folders, the mails are moved to Sent Items by the Outlook and then Synced with the server. But as far I know this is always done by Store Driver which moves the message from Outbox to Sent Item.

Any suggestions

• What might have happened to the mail, it has not reached Mailbox server for sure
• How the mail is show in Sent Items
• Is there any difference if the Outlook is in Cache mode or Online mode

Hi Keshav,

I noticed you have post the same thread in Exchange Server Forum. I agree with what Cara said.

Based on client, i suggest you send an email from OWA for test.

If it works normal, it indicates the root is Outlook clent. We could do further troubleshooting.

If the issue still persists, it indicates the reason is Exchange Server. You could follow that thread that you post in Exchange Server Forum.

Hi Keshav,

I noticed you have post the same thread in Exchange Server Forum. I agree with what Cara said.

Based on client, I suggest you send an email from OWA for test.

If it works normal, it indicates the root is Outlook clent. We could do further troubleshooting.

If the issue still persists, it indicates the reason is Exchange Server. You could follow that thread that you post in Exchange Server Forum.

It is all done, checked in OWA, Sync folders, recover deleted items nothing. Also removed cache mode and checked no results. NO NDR received for the mail not sent

Hi,

What's the result of sending from OWA? It's very important for us to narrow down this issue to see whether it is client issue or Exchange Server issue.

If you are an Exchange Server admin, we'd suggest you use Mailbox Audit Logging to analyze the issue.

For more detailed information, please refer to the following article:

Understanding Mailbox Audit Logging

http://technet.microsoft.com/en-us/library/ff459237(v=exchg.141).aspx