- Clicking Send on the large email message, which causes the email message to remain in the Outbox folder and to continuously try to send.
- Clicking Send on the large email message, and then deleting it from the Outbox to the Deleted Items folder or moving it to another folder in the mailbox. This causes the email message to try to synchronize to the Exchange server repeatedly.
- Saving a draft of the large email message to the Drafts folder, which causes it to try to synchronize to the Exchange server repeatedly.
In all the previously mentioned scenarios, the large email message is not able to send or synchronize to the Exchange server because of the server-side limits that limit the size of items transmitted to the server. Outlook tries to send or synchronize the item repeatedly after a failure, and this can consume lots of bandwidth.
For scenario 1The Outlook for Mac 2011 14.3.6 update includes an improvement to correct the issue in scenario 1:
An email message that exceeds server-side size limits that tries to send but fails three times (resulting in error code -3253) will be placed in the On My Computer Drafts folder. The On My Computer Drafts folder is a local folder, and does not synchronize to the server. Therefore, this email message will no longer try to send or synchronize to the server.
For scenario 2 and scenario 3In order to work around scenario 2 or scenario 3, find the large email messages, and then permanently delete them, or move them to a local On My Computer folder so that they no longer try to synchronize to the Exchange server.
Details: Mail could not be sent.
Error code: -3253
Article ID: 2937097 - Last Review: 18 Apr 2014 - Revision: 1