troubleshooting Question

gmail "sent mail" folder not synchronizing with outlook 2016 "sent mail" folder

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bwierzbickiFlag for United States of America asked on
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I installed office 2016 on a computer.

I configured Outlook to a gmail account manually via IMAP. I couldn't let autodiscover configure the account because it is their domain name, not gmail.com

Everything seemed to work fine until last night I was taking one last look in outlook and noticed that I didn't see  "sent mail" from his iPhone, only sent mail that is from this outlook profile.

When I look on gmail servers I see his iPhone sent mail along with Outlook sent mail.

Apparently the reason I see sent mail in outlook is because I haven't yet unchecked "do not save copies of sent items" When I do check that in the settings of outlook it doesn't even save as sent mail, much less uploading it to the server.

I realize that for gmail I need to check this box in order to not have duplicates in the sent mail folder (1 that gmail automatically creates and 1 that outlook would puts up there when "do not save copies of sent items" isn't checked.

Looking at the synchronization logs I see that "sent mail" shows local changes are synced online to the server but I don't see server changes to the syncing from "sent mail" to Outlook. There is a sync error following that. I'm guessing that's the problem.
Sync log is below

One other thing, has anyone every seen someone "root" an imap account in a users directory?
The reason there is a "'C:\Users\somebody\Documents\OUTLOOK" folder is that the user previously was using office 2010 and they rooted the Imap account there. Which was ok for 2010 when you could chose your sent items and deleted items folder.

Other that that, once I'm sure I have full access to the machine again I will try this suggestion https://www.experts-exchange.com/questions/26414163/Exchange-2010-Error-synchronizing-folder.html ( to see if it applies, although I can't imagine since other folders sync.

 

Importance: : Synchronization Log:



20:16:52 Synchronizer Version 16.0.7369.6529
20:16:52 Synchronizing Mailbox 'somebody@somewhere.com'
20:16:52 Synchronizing Hierarchy
20:16:52          1 folder(s) updated in online store
20:16:53 Synchronizing server changes in folder 'Drafts'
20:16:53 Synchronizing server changes in folder 'Inbox'
20:17:05          1 item(s) added to offline folder
20:17:05 Synchronizing server changes in folder '[Gmail]'
20:17:05 Synchronizing server changes in folder 'Sent Messages'
20:17:05 Synchronizing server changes in folder '[Gmail]Drafts'
20:17:06 Synchronizing server changes in folder '[Gmail]Trash'
20:17:06 Synchronizing server changes in folder 'C:\Users\somebody\Documents\OUTLOOK_PST'
20:17:06 Synchronizing server changes in folder 'Deleted Items'
20:17:10 Synchronizing server changes in folder 'Drafts'
20:17:10 Synchronizing server changes in folder 'Experts'
20:17:11 Synchronizing server changes in folder 'Jerry Bachelor Party'
20:17:11 Synchronizing server changes in folder 'Junk Email'
20:17:11 Synchronizing server changes in folder 'Junk E-mail'
20:17:12 Synchronizing server changes in folder 'John Doe Emails'
20:17:12 Synchronizing server changes in folder 'Sent Items'
20:17:13 Synchronizing server changes in folder 'Deleted Messages'
20:17:14 Synchronizing server changes in folder 'DISD'
20:17:14 Synchronizing server changes in folder 'Drafts'
20:17:14 Synchronizing server changes in folder 'Follow up'
20:17:14 Synchronizing server changes in folder 'Junk E-mail'
20:17:15 Synchronizing server changes in folder 'Misc'
20:17:15 Synchronizing server changes in folder 'ND - Send to NetDocuments'
20:17:15 Synchronizing server changes in folder 'Notes'
20:17:15 Synchronizing server changes in folder 'Priority'
20:17:16 Synchronizing local changes in folder 'Sent Mail'
20:17:16          1 item(s) added to online folder
20:17:16          1 item(s) deleted in online folder
20:17:16 Error synchronizing folder
20:17:16              [80040119-20010C01-800408C4-310]
20:17:16              Outlook Data File
20:17:16 Synchronizing server changes in folder 'Trash'
20:17:16 Synchronizing server changes in folder 'Spam'
20:17:17 Done
ASKER CERTIFIED SOLUTION
Lisa Hendrickson "CallThatGirl"
Outlook Expert

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