I can't delete mail that is in my sent folder

When I go to delete messages from my sent folder, I hit edit and the delete does not highlight.

Hi just wondering if anyone can help me with the above question. Thanks!

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    We are a small college, with a fair number of users who use Macs and iOS devices, and we run an IMAP mail server. By default, our accounts are configured with Sent, Trash, Drafts, and Junk folders. Apple's Mail.app insists on "Sent Messages" and "Deleted Messages" rather than "Sent" and "Trash".
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    Apple has a support document about this issue, "Mountain Lion Mail: If messages aren't stored where expected on the server" (  http://support.apple.com/kb/PH11810 ).
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    Unfortunately, I have not found a consise way to explain this to the general user, just a huge wall of text to work around something that Apple got wrong the first time they created an IMAP client, and has stubbornly persited with. Here's our documentation for this silly problem:
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    Similarly for Trash, though most users find it more problematic to have two different Sent collections than to have multiple trash buckets.
    To unify things, you can either set your non-Apple mail programs to use "Sent Messages" and "Deleted Items"; OR, you can set all of your Apple devices to use "Sent" and "Trash". Doesn't really matter which way you go, though if a majority of your devices are doing it a particular way, you should change the non-matching devices to agree with the majority.
    (All clear so far? Why did Apple make this so hard? It would have been utterly simple for them to check for an existing "Sent" folder, and to use one if there is one, rather than to always stubbornly create and use a new "Sent Messages" folder. Then, they add to the problem by pretending that their new "Sent Messages" folder is really just named "Sent". Stupidity all the way down.)
    Anyways, to find out what the majority of your devices are doing, check them each to see which of the "sent" folders shows up in the "normal" list of folders rather than in the "special" location, that is, what folder name is in the list at the bottom of the folder area, rather than up at the special "Sent" icon, (because the special one will always be labeled "Sent", not matter what the actual folder name is).
    For example, say that on all-but-one of your mail setups, you see a "Sent Messages" folder down in the normal list, and on the other device, you see "Sent" down in the normal list.
    In that case, you'd want to set the "different" device to make the folder named "Sent" be the special one, instead of the "Sent Messages" that it was currently using.
    Conversely, if all but one showed "Sent" down in the regular folder area, and only one showed "Sent Messages", then you'd want to make "Sent Messages" the special folder on the odd device.
    Once you have decided, see the specific sections below for the procedure to set the "special" folders for Apple's Mail.app on a Mac, Apple's Mail on an iPhone/Pad/Pod, or for RoundCube webmail, or for Thunderbird.
    Once you have every device using the same sent folder, then you can move any messages from the "extra" version of the folder into your special folder, and then you can delete the extra folder. (If you delete this extra folder and it later re-appears, then it means one of your mail programs is still using it as its "special" folder, and recreating it.)
    Similarly for Trash, though probably you could delete the extra trash folder without moving the files, because they are trash.
    Here are the details for changing the Special Mail Folders on the systems we use:
    A) iPhone, iPad, iPod:
    As a first step, use Settings > Mail to set your device to read your email account, then open the Mail program so that it will read the list of all of your folders from the mail server. After that, go back to Settings > Mail to make sure it is using the desired special mailboxes on the server.
    Select your IMAP account in the settings tool, and then press the button for "Advanced" settings, and find the list of special mailboxes, e.g. Sent, Trash, Drafts. For each, scroll through the list of folders on the server to choose the folder you wish to use for that function.
    Note: iPhones/Pads/Pods also can be set to keep sent mail locally on the device. This is a spectacularly stupid choice for normal IMAP, as none of your other devices will be able to see the messages you send from your phone.
    B) Mail.app on Mac desktops and laptops:
    Set up mail so that it reads your messages and folders from the mail server.
    Select the "Sent" folder that you wish to use in the list of folders at the lower left of the mail window. (On newer Macs, the folders may be hidden by default. Use the "View > Show Folder List" menu command to display them if necessary.)
    Use the menu command "Mailbox > Use This Mailbox For > Sent" to specify that the selected mail box is the special folder for sent mail, and similarly for your Trash, Junk, or Drafts folders.
    C) RoundCube Webmail (with the standard skin):
    Login to your webmail site , and select the "Settings" icon in the upper right of the window, which has a "Gear" icon. This will display a "Settings" panel with buttons for "Preferences", "Folders", and "Identities" settings. When you first open the Settings panel, the "Section" panel shows a row of buttons for different Preferences.
    Click "Special Folders" in the "Section" list to open a list of "Drafts", "Sent", "Junk", and "Trash". Each special folder is followed by a menu of all your server folders. Select the server folder to use for each special folder.
    D): Thunderbird:
    After you have set up your connection to your IMAP account, click "Get Mail" to fetch your existing mail and list of folders on the server.
    Next, select the menu command "Options > Account Settings…" (Note that on current versions of Thunderbird, the default menu drops down from an icon of three horizontal bars, in the upper right corner of the mail window. You can use the Options command in this menu to display a menu bar at the top of the Thunderbird window if you wish. With the full menu, the menu command to access the special folders settings is "Tools > Account Settings…"
    Select "Copies and Folders" in the list at the left of the Account Settings window. This panel has a section for Sent mail, Archives, Drafts, and Templates. Select "Junk Settings" in the list at left to specify the location of the Junk special folder.
    For each special folder, the default choice is the the folder on the server with the "typical" name, e.g. "Sent" for sent, and "Trash" for trash. To use a different name, select the "Other:" option for the folder, and then choose the desired folder from the list of folders on the server.
    Oof! That's a lot of explaining for a issue that Apple should have gotten right in the first place, or at least should have fixed in their next several tries. It would not break any existing functionality if they merely used whatever folder the server had created, and only made their own if there was none.

  • "Sent" folder in Mail doesn't sync with "Sent" folder on Gmail. PLEASE HELP!!!!

    I am completely stumped by this and really REALLY frustrated.
    I can't figure out how to make the "sent" folder in mail (i.e the one with the paper plane icon) contain ALL my sent messages from Gmail.
    It works perfectly fine on my iPhone and iPad but just not mail on my mac!!!
    I am using Mail version 4.5 and Snow Leopard.
    PLEASE someone HELP!!!
    Thanks

    I'm new here so you'll have to bear with me if my explanation needs work!
    I suspect that your problem may be that your Mac is storing the sent stuff on the local folder (probably hapening with junk and trash too???) If this is the case then...
    Make sure you have the correct IMAP path prefix - entered in Mail Preferences > Accounts > Advanced - I believe that the prefix you need is Gmail
    Quit Mail so it doesn't interfere with what you're doing,
    Open  ~/Library/Preferences/com.apple.mail.plist with the Property List Editor
    Take a back up copy (I saved mine to desk top) of com.apple.mail.plist
    Look for the key named MailAccounts and click the arrow to expand it
    you should see all your accounts indexed as 0, 1, 2, etx
    Find your IMAP accounts (check that the key AccountType is IMAPAccount)
    Find the key SentMessagesMailboxName and change it to Gmail/Sent (substitute INBOX for IMAP Path Prefix if incorrect)
    Find the key TrashMailboxName and change it to Gmail/Trash
    I think I had to do the same with junk too
    Hope that is of some use or at least makes enough sense :-)

  • Sent mail occasionally not stored in sent folder

    Hi,
    we encountered weird problem with OS X server behaviour where user sent email via smtp server and it is not stored in his/her mailbox.
    This issue is happening time to time I would say almost randomly.
    Do you have any idea why this is happening and where is the sent mail?
    I picked a case and gathered relevant logs:
    Thank you in advance
    Server OS 10.10.1 server 4.0.3
    Amavis.log
    Apr  1 17:10:28 smtp.server.tld /Applications/Server.app/Contents/ServerRoot/usr/bin/amavisd[99344]: (99344-14) ESMTP:[127.0.0.1]:10024 /Library/Server/Mail/Data/scanner/amavis/tmp/amavis-20150401T162847-99344-AfuMa tsy: <[email protected]> -> <[email protected]>,<[email protected]> SIZE=42753 Received: from smtp.server.tld ([127.0.0.1]) by localhost (smtp.server.tld [127.0.0.1]) (amavisd-new, port 10024) with ESMTP; Wed,  1 Apr 2015 17:10:28 +0200 (CEST)
    Apr  1 17:10:28 smtp.server.tld /Applications/Server.app/Contents/ServerRoot/usr/bin/amavisd[99344]: (99344-14) Checking: JjUbZ6HVURz7 [31.7.245.146] <[email protected]> -> <[email protected]>,<[email protected]>
    Apr  1 17:10:28 smtp.server.tld /Applications/Server.app/Contents/ServerRoot/usr/bin/amavisd[99344]: (99344-14) Open relay? Nonlocal recips but not originating: [email protected]
    Apr  1 17:10:28 smtp.server.tld /Applications/Server.app/Contents/ServerRoot/usr/bin/amavisd[99344]: (99344-14) FWD from <[email protected]> -> <[email protected]>,<[email protected]>,BODY=7BIT 250 2.0.0 from MTA(smtp:[127.0.0.1]:10025): 250 2.0.0 Ok: queued as 920CA6DC5A3
    Apr  1 17:10:28 smtp.server.tld /Applications/Server.app/Contents/ServerRoot/usr/bin/amavisd[99344]: (99344-14) Passed CLEAN {RelayedInbound,RelayedOpenRelay}, [31.7.245.146]:47116 [31.7.245.146] <[email protected]> -> <[email protected]>,<[email protected]>, Queue-ID: 1D4EE6DC589, Message-ID: <[email protected]>, mail_id: JjUbZ6HVURz7, Hits: 0.732, size: 42753, queued_as: 920CA6DC5A3, 493 ms
    mail.log
    Apr  1 17:10:28 smtp.server.tld postfix/smtp[1487]: 1D4EE6DC589: to=<[email protected]>, relay=127.0.0.1[127.0.0.1]:10024, delay=0.55, delays=0.03/0.02/0/0.49, dsn=2.0.0, status=sent (250 2.0.0 from MTA(smtp:[127.0.0.1]:10025): 250 2.0.0 Ok: queued as 920CA6DC5A3)
    Apr  1 17:10:36 smtp.server.tld postfix/smtp[1493]: 920CA6DC5A3: to=<[email protected]>, relay=mail.receiverserver.com[11.22.33.44]:25, delay=7.4, delays=0.06/0.03/0.37/7, dsn=2.0.0, status=sent (250 OK id=1YdKHr-0006of-5z)
    filter na 920CA6DC5A3
    Apr  1 17:10:28 smtp.server.tld postfix/smtpd[1491]: 920CA6DC5A3: client=localhost[127.0.0.1]
    Apr  1 17:10:28 smtp.server.tld postfix/cleanup[1486]: 920CA6DC5A3: message-id=<[email protected]>
    Apr  1 17:10:28 smtp.server.tld postfix/qmgr[215]: 920CA6DC5A3: from=<[email protected]>, size=43163, nrcpt=2 (queue active)
    Apr  1 17:10:28 smtp.server.tld postfix/smtp[1487]: 1D4EE6DC589: to=<[email protected]>, relay=127.0.0.1[127.0.0.1]:10024, delay=0.55, delays=0.03/0.02/0/0.49, dsn=2.0.0, status=sent (250 2.0.0 from MTA(smtp:[127.0.0.1]:10025): 250 2.0.0 Ok: queued as 920CA6DC5A3)
    Apr  1 17:10:28 smtp.server.tld postfix/smtp[1487]: 1D4EE6DC589: to=<[email protected]>, relay=127.0.0.1[127.0.0.1]:10024, delay=0.55, delays=0.03/0.02/0/0.49, dsn=2.0.0, status=sent (250 2.0.0 from MTA(smtp:[127.0.0.1]:10025): 250 2.0.0 Ok: queued as 920CA6DC5A3)
    Apr  1 17:10:28 smtp.server.tld postfix/pipe[1495]: 920CA6DC5A3: to=<[email protected]>, orig_to=<[email protected]>, relay=dovecot, delay=0.16, delays=0.06/0.01/0/0.1, dsn=2.0.0, status=sent (delivered via dovecot service)
    Apr  1 17:10:36 smtp.server.tld postfix/smtp[1493]: 920CA6DC5A3: to=<[email protected]>, relay=mail.receiverserver.com[11.22.33.44]:25, delay=7.4, delays=0.06/0.03/0.37/7, dsn=2.0.0, status=sent (250 OK id=1YdKHr-0006of-5z)
    Apr  1 17:10:36 smtp.server.tld postfix/qmgr[215]: 920CA6DC5A3: removed

    I have a few users reporting the same problem. It is inconsistent and I have not found a way to reproduce it at will.
    Our users have been BCC them selves so they have a copy to move to sent it if is not there.
    They have also reported mail being copied to the Send and Drafts folders when they send it.
    When they login from a different mail client the folders are the same. So I am assuming the problem is server side? Or at least the result is.
    Is it the clients job to ask the server to move the mail from outbox to the sent folder?
    I think this is where the problem is occurring.
    We were looking at it this morning and moving mail around from Drafts to Trash and Sent. Mostly it moved around fine but there was one instance where we moved mail from Drafts to Trash.
    We then quit and opened mail again (we waited until the activity window was empty)
    The mail we moved to Trash was gone. But a new mail was in Drafts that had been sent earlier that morning. A copy was still in the Sent folder.
    We could not reproduce this.
    We also have roundcube but it is the mail.app clients that notice the problems. They are the majority so it is to be expected.
    Clients OS X 10.10.2, mail.app 8.2
    Server 4.0.3, OS X 10.10.2, Roundcube 1.0.3 (Topicdesk Roundcube Installer 1.0.3a)

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