Unable to send emails with multiple attachments

[RedtailJasonK]

OS: Windows 7
Mail Client: Outlook 2007 SP2
Connector Version: 6.0.6058.8
Server Version 6.0.7

I have a user that is using the ZOC in Outlook 2007 and they are experiencing 2 issues:

1) Unable to send emails with multiple attachments. Attachments range from 15kb to 263kb with a total of 803 kb. (1 Word doc [15kb], 4 PDFs [43kb to 263kb]) The same message sends with gmail without out a problem. This is just a specific example.

2) Folders beyond S are not syncing either.

Logs are attached. Please let me know if you need more details.

Thank you for any guidance that you may supply.