We just upgraded from ZCS 5.0.18 to 6.0.5 last Thursday. Ever since then, some users periodically encounter problems sending mail to outside addresses. I cannot figure out a pattern on why this is happening. It happens when creating a new message and when replying. Users receive an error message indicating invalid addresses...but (especially when clicking reply) as far as I can tell there aren't any invalid addresses.
Here is an example:
We've NEVER had this problem before, and it's happening with e-mail addresses that people have successfully been e-mailing for a long while. In some cases, if a user tries multiple times (closes e-mail, deletes draft, re-replies or re-creates e-mail), they're successful...but most of the time they are not.
Could not send message: mail.SEND_FAILURE
msg: SMTP server reported: Invalid Addresses
p: "Suzanne Recipient",
p: "Jim Sender",
Content removed for privacy...I don't think it's important anyway.
_content: "Re: Subject"
name: "ZimbraWebClient - FF3.0 (Mac)",
I worked with a user having this problem and couldn't find any logical reason why it was happening. Nothing stuck out as a possible reason why Zimbra was having trouble. Most of the time it wouldn't work, sometimes it would. The user who was encountering this problem could send/recieve e-mail from many other outside e-mail addresses just fine.
The weirdest thing is that, in some cases, a user will have trouble replying to a message sent to them by the affected address, but they can compose a new message and there is a 50/50 change it'll work. Vice versa as well.
I should mention that the upgrade also involved moving to LVM and expanding storage for Zimbra, so I had to copy Zimbra from one partition to another. I used "cp --archive" could this be an issue? Is there a way to verify all ownerships and permissions are correct?
Where do I start to troubleshoot this?! Any help would be GREATLY appreciated!