Outlook 2010 additional account same server - mail not sending

Hi,
I have setup a new domain (child.domain.local) and a second mailbox for the boss on our Exchange 2010 server. I have created a new User account in the new domain for him and a new mailbox in Exchange. I have given Send As and Full Access permission
on the new mailbox to his original user account ([email protected]) and added the new mailbox as an additional account in Outlook 2010.
The new mailbox is visible in Outlook with emails addressed to the new email address but when trying to send from the new email address the email just sits in the Outbox, despite sending and receiving completing fully with no errors.
Any ideas what I am missing please?
Also, I have disabled the new user account in ADUC in the new domain ([email protected]).

Hi Tippers,
Sorry for the late reply.
Yes, you are right. OWA works well but Outlook not, it seems like an issue on the Outlook Client side.
Our emails stuck in Outbox without errors, this problem is likely to be related to our local Outlook configuration.
If Outlook is not sending only some Outbox emails, please make sure we don't have the habit to preview/open/click on Outbox emails.
If Outlook is not sending any of our Outbox emails, please try one of the following methods:
1. Please make sure Outlook is not set to the Offline mode.
2. Run Outlook under safe mode to avoid some AVs, add-ins and firewall.
3. Our Outlook data files may be corrupted. Please performing a data file scan via Outlook ScanPST tool.
More details in the following article:
Outlook is not sending email – stuck in Outbox
PLEASE NOTE:
Microsoft is providing this information as a convenience to you. The sites are not controlled by Microsoft. Microsoft cannot make any representations regarding the quality, safety, or suitability of any software or information found there. Please make sure
that you completely understand the risk before retrieving any suggestions from the above link.
Also suggest re-creating a new thread on Outlook Forum to double confirm this issue.
For your convenience:
http://social.technet.microsoft.com/Forums/office/en-us/home?forum=outlook
Hope it is helpful
Thanks
Mavis
Mavis Huang
TechNet Community Support

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