First and foremost, my install is an old version, Zimbra 7.1.3 OSE on Ubuntu 10 .04.
I'm trying to configure "Auto-response"/"Out-of-Office" response. It is working pretty well on accounts within the domain but responding to external emails are not working. Auto-forward is also not working but in the same scenario (but I'm not after into it).
Our setup is that we download emails from a pop3 servers which also serves as smarthost for our Zimbra installation. Return receipt and calendar invites seems to work well with external emails though.
Logs in /opt/zimbra/log/mailbox.log:
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2016-12-15 11:42:05,454 INFO [LmtpServer-18512] [name=myaccount@zimbradomain.com;mid=343;ip=192.168.0.7;] mailop - Adding Message: id=270, Message-ID=<f494ff12-dc37-4713-aa95-4b967ebd447f@mail.zimbradomain.com>, parentId=269, folderId=2, folderName=Inbox.
2016-12-15 11:42:05,503 INFO [LmtpServer-18512] [name=myaccount@zimbradomain.com;mid=343;ip=192.168.0.7;] smtp - Sending message to MTA at mail.zimbradomain.com: Message-ID=<71834838.2912977.1481773325503.JavaMail.root@mail.zimbradomain.com>
2016-12-15 11:42:05,594 INFO [LmtpServer-18512] [name=myaccount@zimbradomain.com;mid=343;ip=192.168.0.7;] mailbox - outofoffice sent dest='myaccount2@zimbradomain.com' rcpt='myaccount@zimbradomain.com' mid=270
2016-12-15 11:44:28,384 INFO [ScheduledTask-8] [name=myaccount@zimbradomain.com;mid=343;ds=ExternalFolder;] datasource - Requested import.
2016-12-15 11:44:28,384 INFO [ScheduledTask-8] [name=myaccount@zimbradomain.com;mid=343;ds=ExternalFolder;] datasource - Importing data for data source 'ExternalFolder'
2016-12-15 11:44:46,670 INFO [ScheduledTask-8] [name=myaccount@zimbradomain.com;mid=343;ds=ExternalFolder;] datasource - Found 1 new message(s) on remote server
2016-12-15 11:45:14,410 INFO [btpool0-27103://192.168.0.7/service/soap/NoOpRequest] [name=myaccount@zimbradomain.com;mid=343;ip=192.168.0.67;ua=ZimbraWebClient - GC54 (Win)/7.1.3_GA_3346;] soap - NoOpRequest
2016-12-15 11:45:59,223 INFO [btpool0-27086://192.168.0.7/service/soap/SearchRequest] [name=myaccount@zimbradomain.com;mid=343;ip=192.168.0.67;ua=ZimbraWebClient - GC54 (Win)/7.1.3_GA_3346;] soap - SearchRequest
2016-12-15 11:46:02,568 INFO [btpool0-27034://192.168.0.7/service/soap/SearchRequest] [name=myaccount@zimbradomain.com;mid=343;ip=192.168.0.67;ua=ZimbraWebClient - GC54 (Win)/7.1.3_GA_3346;] soap - SearchRequest
2016-12-15 11:46:03,708 INFO [btpool0-27086://192.168.0.7/service/soap/SearchRequest] [name=myaccount@zimbradomain.com;mid=343;ip=192.168.0.67;ua=ZimbraWebClient - GC54 (Win)/7.1.3_GA_3346;] soap - SearchRequest
2016-12-15 11:46:06,378 INFO [btpool0-27128://192.168.0.7/service/soap/SearchRequest] [name=myaccount@zimbradomain.com;mid=343;ip=192.168.0.67;ua=ZimbraWebClient - GC54 (Win)/7.1.3_GA_3346;] soap - SearchRequest
2016-12-15 11:46:10,340 INFO [btpool0-27128://192.168.0.7/service/soap/ImportDataRequest] [name=myaccount@zimbradomain.com;mid=343;ip=192.168.0.67;ua=ZimbraWebClient - GC54 (Win)/7.1.3_GA_3346;] soap - ImportDataRequest
2016-12-15 11:46:10,340 INFO [ImportData-1171] [name=myaccount@zimbradomain.com;mid=343;ds=ExternalFolder;] datasource - Requested import.
2016-12-15 11:46:10,340 INFO [ImportData-1171] [name=myaccount@zimbradomain.com;mid=343;ds=ExternalFolder;] datasource - Attempted to start import while an import process was already running. Ignoring the second request.
2016-12-15 11:46:16,342 INFO [btpool0-26990://192.168.0.7/service/soap/GetImportStatusRequest] [name=myaccount@zimbradomain.com;mid=343;ip=192.168.0.67;ua=ZimbraWebClient - GC54 (Win)/7.1.3_GA_3346;] soap - GetImportStatusRequest
2016-12-15 11:46:22,360 INFO [btpool0-27083://192.168.0.7/service/soap/GetImportStatusRequest] [name=myaccount@zimbradomain.com;mid=343;ip=192.168.0.67;ua=ZimbraWebClient - GC54 (Win)/7.1.3_GA_3346;] soap - GetImportStatusRequest
2016-12-15 11:46:30,379 INFO [btpool0-26990://192.168.0.7/service/soap/GetImportStatusRequest] [name=myaccount@zimbradomain.com;mid=343;ip=192.168.0.67;ua=ZimbraWebClient - GC54 (Win)/7.1.3_GA_3346;] soap - GetImportStatusRequest
2016-12-15 11:46:32,808 INFO [ScheduledTask-8] [name=myaccount@zimbradomain.com;mid=343;ds=ExternalFolder;] mailop - Adding Message: id=271, Message-ID=<CAKGz8W_ui4v9zz+DwjTYs66sXhe4CpPz2ARyJhjhNeyEt9VOSw@mail.gmail.com>, parentId=267, folderId=257, folderName=ExternalFolder.
2016-12-15 11:46:35,620 INFO [ScheduledTask-8] [name=myaccount@zimbradomain.com;mid=343;ds=ExternalFolder;] datasource - Import completed for data source 'ExternalFolder'
As you can see, internal accounts have sent notification:
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2016-12-15 11:42:05,454 INFO [LmtpServer-18512] [name=myaccount@zimbradomain.com;mid=343;ip=192.168.0.7;] mailop - Adding Message: id=270, Message-ID=<f494ff12-dc37-4713-aa95-4b967ebd447f@mail.zimbradomain.com>, parentId=269, folderId=2, folderName=Inbox.
2016-12-15 11:42:05,503 INFO [LmtpServer-18512] [name=myaccount@zimbradomain.com;mid=343;ip=192.168.0.7;] smtp - Sending message to MTA at mail.zimbradomain.com: Message-ID=<71834838.2912977.1481773325503.JavaMail.root@mail.zimbradomain.com>
2016-12-15 11:42:05,594 INFO [LmtpServer-18512] [name=myaccount@zimbradomain.com;mid=343;ip=192.168.0.7;] mailbox - outofoffice sent dest='myaccount2@zimbradomain.com' rcpt='myaccount@zimbradomain.com' mid=270
But have not bothered to send notification on external email (from gmail.com) gotten via POP3:
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2016-12-15 11:46:30,379 INFO [btpool0-26990://192.168.0.7/service/soap/GetImportStatusRequest] [name=myaccount@zimbradomain.com;mid=343;ip=192.168.0.67;ua=ZimbraWebClient - GC54 (Win)/7.1.3_GA_3346;] soap - GetImportStatusRequest
2016-12-15 11:46:32,808 INFO [ScheduledTask-8] [name=myaccount@zimbradomain.com;mid=343;ds=ExternalFolder;] mailop - Adding Message: id=271, Message-ID=<CAKGz8W_ui4v9zz+DwjTYs66sXhe4CpPz2ARyJhjhNeyEt9VOSw@mail.gmail.com>, parentId=267, folderId=257, folderName=ExternalFolder.
2016-12-15 11:46:35,620 INFO [ScheduledTask-8] [name=myaccount@zimbradomain.com;mid=343;ds=ExternalFolder;] datasource - Import completed for data source 'ExternalFolder'
Hope you can help me.