Hello -

We have had our Zimbra 8 server up and running for a few months now and are generally very happy with it. A very odd thing has happened over the past day or so which I am finding hard to explain. Perhaps other people on the forum have experienced it too?

Last night I sent an email to a client (it contained 1 PDF attachment) using Mac OS 10.8's Mail.app, and the email appeared as expected in my Sent folder, and was also there this morning (I checked).

Just after lunch, I received a reply from the client and upon looking through my Sent folder, the original email had disappeared! I don't have conversation view turned on in Mail.app so I did a search - still nothing. Not in Trash, not in Spam, haven't deleted any other emails today. I have since restarted Zimbra and also reindexed my mailbox through the Administration - still no message.

Looking in /opt/zimbra/log/mailbox.log for last night, I can see the message was saved to the Sent folder (with some warnings that seem endemic to the Mail.app client):

Code:
2013-03-10 23:20:40,288 INFO  [ImapSSLServer-669] [name=me@company.com;ip=8.0.0.0;ua=Mac OS X Mail/6.2 (1499);] imap - copying message data from existing session: Drafts
2013-03-10 23:20:40,288 INFO  [ImapSSLServer-669] [name=me@company.com;ip=8.0.0.0;ua=Mac OS X Mail/6.2 (1499);] imap - selected folder Drafts
2013-03-10 23:20:41,762 INFO  [ImapSSLServer-669] [name=me@company.com;ip=8.0.0.0;ua=Mac OS X Mail/6.2 (1499);] HttpMethodDirector - I/O exception (org.apache.commons.httpclient.NoHttpResponseException) caught when processing request: The server mail.company.com failed to respond
2013-03-10 23:20:41,762 INFO  [ImapSSLServer-669] [name=me@company.com;ip=8.0.0.0;ua=Mac OS X Mail/6.2 (1499);] HttpMethodDirector - Retrying request
2013-03-10 23:20:41,769 WARN  [ImapSSLServer-669] [name=me@company.com;ip=8.0.0.0;ua=Mac OS X Mail/6.2 (1499);] ParsedMessage - Unable to parse part=2 filename=file.pdf content-type=application/pdf message-id=<GHIJKL@company.com>
2013-03-10 23:20:41,769 INFO  [ImapSSLServer-669] [name=me@company.com;ip=8.0.0.0;ua=Mac OS X Mail/6.2 (1499);] mailop - Adding Message: id=138305, Message-ID=<GHIJKL@company.com>, parentId=-1, folderId=5, folderName=Sent.
2013-03-10 23:20:42,696 INFO  [ImapSSLServer-669] [name=me@company.com;mid=8;ip=8.0.0.0;ua=Mac OS X Mail/6.2 (1499);] imap - copying message data from existing session: Drafts
2013-03-10 23:20:42,696 INFO  [ImapSSLServer-669] [name=me@company.com;mid=8;ip=8.0.0.0;ua=Mac OS X Mail/6.2 (1499);] imap - selected folder Drafts
2013-03-10 23:20:42,729 WARN  [ImapSSLServer-669] [name=me@company.com;mid=8;ip=8.0.0.0;ua=Mac OS X Mail/6.2 (1499);] imap - possible misconfigured client; requested ignored header in part BODY[HEADER.FIELDS (CONTENT-CLASS)]
2013-03-10 23:20:42,767 WARN  [ImapSSLServer-669] [name=me@company.com;mid=8;ip=8.0.0.0;ua=Mac OS X Mail/6.2 (1499);] imap - possible misconfigured client; requested ignored header in part BODY[HEADER.FIELDS (CONTENT-CLASS)]
2013-03-10 23:20:42,886 INFO  [ImapSSLServer-670] [name=me@company.com;mid=8;ip=8.0.0.0;ua=Mac OS X Mail/6.2 (1499);] imap - copying message data from existing session: INBOX
2013-03-10 23:20:42,886 INFO  [ImapSSLServer-670] [name=me@company.com;mid=8;ip=8.0.0.0;ua=Mac OS X Mail/6.2 (1499);] imap - selected folder INBOX
2013-03-10 23:20:42,926 WARN  [ImapSSLServer-670] [name=me@company.com;mid=8;ip=8.0.0.0;ua=Mac OS X Mail/6.2 (1499);] imap - possible misconfigured client; requested ignored header in part BODY[HEADER.FIELDS (CONTENT-CLASS)]
2013-03-10 23:20:43,016 INFO  [ImapSSLServer-665] [name=me@company.com;mid=8;ip=8.0.0.0;ua=Mac OS X Mail/6.2 (1499);] imap - copying message data from existing session: Drafts
2013-03-10 23:20:43,016 INFO  [ImapSSLServer-665] [name=me@company.com;mid=8;ip=8.0.0.0;ua=Mac OS X Mail/6.2 (1499);] imap - selected folder Drafts
2013-03-10 23:20:43,083 INFO  [ImapSSLServer-665] [name=me@company.com;mid=8;ip=8.0.0.0;ua=Mac OS X Mail/6.2 (1499);] imap - copying message data from existing session: Sent
2013-03-10 23:20:43,083 INFO  [ImapSSLServer-665] [name=me@company.com;mid=8;ip=8.0.0.0;ua=Mac OS X Mail/6.2 (1499);] imap - selected folder Sent
2013-03-10 23:20:44,329 INFO  [ImapSSLServer-669] [name=me@company.com;ip=8.0.0.0;ua=Mac OS X Mail/6.2 (1499);] imap - copying message data from existing session: Sent
2013-03-10 23:20:44,330 INFO  [ImapSSLServer-669] [name=me@company.com;ip=8.0.0.0;ua=Mac OS X Mail/6.2 (1499);] imap - selected folder Sent
2013-03-10 23:20:44,608 WARN  [ImapSSLServer-665] [name=me@company.com;mid=8;ip=8.0.0.0;ua=Mac OS X Mail/6.2 (1499);] imap - possible misconfigured client; requested ignored header in part BODY[HEADER.FIELDS (CONTENT-CLASS)]
This afternoon, when the reply arrived:

Code:
2013-03-11 14:12:24,053 INFO  [LmtpServer-33] [ip=5.0.0.0;] lmtp - Delivering message: size=5332 bytes, nrcpts=1, sender=prvs=77649b232=user@client.com, msgid=<ABCDEF@client.net>
2013-03-11 14:12:24,056 INFO  [LmtpServer-33] [name=me@company.com;mid=8;ip=5.0.0.0;] mailop - Adding Message: id=138363, Message-ID=<ABCDEF@client.net>, parentId=-1, folderId=2, folderName=Inbox.
2013-03-11 14:12:24,058 INFO  [LmtpServer-33] [name=me@company.com;mid=8;ip=5.0.0.0;] mailbox - merging conversation -138305 for references threading
2013-03-11 14:12:24,060 INFO  [LmtpServer-33] [name=me@company.com;mid=8;ip=5.0.0.0;] mailop - Deleting Message (id=138305).
2013-03-11 14:12:24,090 INFO  [LmtpServer-33] [] lmtp - Handler exiting normally
I'm not sure exactly what Zimbra is doing by merging the conversation and then deleting the original - but it's definitely not something we asked it to do or configured. I'm quite sure that last night's warnings in mailbox.log aren't related as the email and attachment were accessible fine to multiple computers in the Sent folder this morning.

Can anyone else here help shed some light on this odd situation?

Thanks,

BB