Outlook 2013 Error delivering message, and the original message has disappeared. Where is it?

I am trying to send email to a friend.  I wrote a two-page email and hit send.  It was stuck in Outbox, so I restarted outlook.  On restart I received email from System Adminstrator with exactly this text:

Your message did not reach some or all of the intended recipients.

 

      Subject:    Update from the UK

      Sent: 20/02/2013 23:38

 

The following recipient(s) cannot be reached:


There was no information after the semi-colon about the recipient.  I have subsequently attempted to send another message to same recipient and the same issue.  I received an email from the recipient only one day ago.  However, I can accept there is a problem with his email address, but I want to know where I now find the emails I have composed.  These are not in my Sent Items.


I am using a gmail email account via IMAP/SMTP.  I have connected via IE to gmail and the original message does not exist in gmail (not in Sent Items or any of the deleted items folders).  Where is this email?  I want to recover the text and send to the friend's work address.


I want to understand what the workflow is within Outlook after pressing send?  Message moves out of Drafts to Outbox, and then is sent over the network, and moved where?


Thanks.

 

Question Info


Last updated August 29, 2018 Views 4,549 Applies to:

Hi Nik,

Thank you for posting in Microsoft Community.

As per the description provided, there is an email missing from Outlook sent to a specific email account.

Let me provide you information about the missing email sent to a specific email account.

 

I would need more information to provide you better solution.

Do you have any PST file opened in Outlook navigation pane?

If yes, you may check in the sent items if you find that email sent to the specific user.

 

Do you find any attachment along with the error message?

If yes, check for the attachment which would contain the information which you have typed and sent to the email address.

 

When you send an email from Outlook, it would move from Drafts to Outbox and once the email is sent from Outlook it saves the copy on sent items folder if you have checked the option to leave a copy of sent items.

Once it is sent from your Outlook the process in the webmail start over to send the email to the specific email address.

 

I hope the above information helps. If you need any further assistance you can always reply and I’ll be more than happy to help you.

Thank you.

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Thanks Raju,

To answer your questions, yes I do have pst files opened however the email in not contained within them.  Let me add some more detail for you.

I have used Outlook, with gmail, for at least five years.  I upgrade to Outlook 2013 in January 2013.  This is the first time I have experienced this sort of problem.  All previous emails I have sent DO correctly appear in my sent items folder (to be exact this is now called Sent Mail in Outlook 2013, and does NOT have the 'this computer only' description in the name).  My assumption therefore is that this is an IMAP folder, and indeed I do see the same messages when I look at gmail through a browser.

When I try searching from within Outlook 2013, and include 'All Outlook Items' (which includes pst files) I do not find this email message I sent.  I am searching using a word I used in the email text 'wedding'.  The search returns 200 emails, none of which are the email I composed which failed to send.  This makes me fairly certain it is not in Outlook, unless there are some hidden folders I cannot see.

Now regarding the error email from 'system administrator' received when sending the original.  Where has this originated from please?  My view is that this email appeared too quickly to have been processed via an email client and that Outlook 2013 itself instantly returned this error message.  The person I was emailing to I had not previously emailed from this Outlook 2013 client.  I had recently sorted my email contacts as a consequence of moving to Windows 8 and it linking Facebook and LinkedIn contacts with gmail and outlook.  I had spent time linking this contact's gmail, facebook and linkedin contact information and had updated his address and phone number.  When I originally composed the email I used the 'Check Names' button to find his email address, which successfully appeared to pick up the correct address and placed this information in the To box.  When I retried sending a new email to this contact Outlook 2013 was displaying the correct email address for this contact.  Interestingly, the contact details for this friend had disappeared from my Outlook contacts, and gmail, althouigh Windows 8 People app did still have his LinkedIn contact information, but it had lost the facebook and other contact details and his alternative email addresses. I could not send email messages to this friend until I manually deleted the quick-search email address (by pressing the X button in the search results as I typed part of his name) and then manually typing in his email address directly.  This then resulted in no error message email, and the email appearing in Sent Mail.

The original 'system administrator' error message contains no visible attachment in Outlook, however if I look at it from within gmail via browser I see an attachment that simple contains the text "This attachment is a MAPI 1.0 embedded message and is not supported by this mail system. ".  The size of this error email always makes me fairly sure there is nothing 'hiding' within it that contains the original message, as my guess is that two-pages of text would be at least 50 KB, whereas the attachment I download from gmail is only 1 KB.  If I forward the message back to myself in Outlook I see it with a .dat file attachment, which is 230 Bytes in size.  If I read this file in notepad I see the same single line of text as printed above.  However, if I look in gmail and select 'Show original' I see the below:

From: "System Administrator"
Sender: "System Administrator"
To: "System Administrator"
Subject: Undeliverable: Update from the UK
Date: Wed, 20 Feb 2013 23:38:23 -0000
Message-ID: <000001ce0fc3$616f3340$244d99c0$@Domain>
MIME-Version: 1.0
Content-Type: application/ms-tnef;
	name="winmail.dat"
Content-Transfer-Encoding: base64
Content-Disposition: attachment;
	filename="winmail.dat"
X-Mailer: Microsoft Outlook 15.0
Thread-Index: AQLEetwli/flQCCj33sJtL97OSJI3Q==
X-MS-TNEF-Correlator: 00000000708A27556F054D4492DC2FEE0E709C880700C3B68E10F77511CEB4CD00AA00BBB6E600000000000C0000654C972BB4432F499C6BBF93E755DF65000000000A150000
X-OlkEid: 00000000708A27556F054D4492DC2FEE0E709C880700C3B68E10F77511CEB4CD00AA00BBB6E600000000000C0000654C972BB4432F499C6BBF93E755DF65000000000A150000C0917E5FDB664F478B047B2925312A58

eJ8+IhoXAQaQCAAEAAAAAAABAAEAAQeQBgAIAAAA5AQAAAAAAADoAAEIgAcAIAAAAElQTS5NaWNy
b3NvZnQgTWFpbC5Ob24tRGVsaXZlcnkANwsBCoABACEAAAA1OTQzNzc2NUIwQUU3RTRBOTg2QTQ5
MDY5M0RBOTQ4OQAhBwEDkAYAeAMAAB4AAAALACkAAAAAAB4ASQABAAAAEwAAAFVwZGF0ZSBmcm9

This garbled text continues for many pages, giving me some hope that perhaps my text is here.

Finally, as I have tried to resolve this problem and change my IMAP setting in Outlook 2013 some additional problems have now arisen.  Firstly, ever email I now send appears in 'Drafts' with a line through it and I am unable to delete it.  Secondly, these email do appear in Sent Mail however outlook displays them as having 0 bytes in size, despite the fact that I can view all the text in the message.  Thirdly, Drafts now no longer syncs between Outlook and gmail via browser.  Fourthly, I have many error messages in my synchrinization log such as the below:

15:28:40 Error synchronizing folder

15:28:40                                 [800CCC0F-0-0-440]


I have been reading about multiple problems with Outlook 2013 IMAP implementation.  Please let me know how I should resolve these problems.

I am a MSDN subscriber if that helps with opening a bug fix / support case regarding this issue (MSDN under this email address used in forum *** Email address is removed for privacy ***)

Thanks.

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I have the same issue :  Outlook 2013 - exchange server.  Works perfect on my mobile device, but no info on desktop.

Is there a setting somewhere?

Your message did not reach some or all of the intended recipients.

 

      Subject:    Error Message

      Sent: 10/06/2013 5:15 PM

 

The following recipient(s) cannot be reached:


Thanks

Peter

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Yet another unresolved question with the execrable Outlook 2013.


Found this thread trying to find a lost e-mail - having spent hours composing - only to get the infuriating



Your message did not reach some or all of the intended recipients.


 


      Subject:    This is the process


      Sent: 06/02/2014 15:47


 


The following recipient(s) cannot be reached:


By Feb 2014 thinks are slightly better. If you search using keywords - then the blank undeliverable message above appears in the search findings.


A bit of geek replicating intuition said try opening the dialog boxes. Then try "send again" - and hey presto - your carefully crafted message reappears!!!!!!!!!




DUMB




Modo

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I have the identical problem with Outlook 2013.  I've looked at your reply to Raju Das and your experience matches mine.  The only thing that seems to work is to stop and restart Outlook 2013.  I've not done enough testing yet to confirm that restarting Outlook always works.  Seems like a silly solution.  This has not always happened with my gmail account, but began happening within the last couple of weeks.

Rick

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As above

try opening the dialog boxes. Then click "send again" - and hey presto - your carefully crafted message reappears!!!!!!!!!

Very silly indeed.

I should add that I strongly suspect that the rejected addresses are ones that have come from a Linkedin address book and are offered as auto address options as you type the intended recipient.

Modo

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I can confirm the same, Ted. I think it has to do with the LinkedIn addresses.

Thanks for the advice regarding getting it back. Too late for me, I re-typed it out. 

Would be good to have someone take a look at this from Microsoft's end. 

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Thanks for some corroboration. I am positive it is The LinkedIn Address book causing the problem.

It is hugely frustrating when the auto address offers you two identical looking e-mail addresses.

If you accept both I now know that one of the sends actually works!

Time consuming and makes you look unprofessional to the recipient and indeed may trigger spam blocking to important clients through repeated sending.

Personally I hold no hope of Microsoft resolving any of these ridiculous Office 2013  issues until somebody takes the subscription contract to a small claims type Court (UK, but most countries have equivalents) and wins a rebate on a "not fit for purpose" basis.

Modo

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Thanks everyone.  I'm having the same problem and I too have LinkedIn integrated with Windows 8.1 and Office 2013, with several accounts ranging across a core Exchange and several IMAP accounts across gmail, gmail for business, outlook, rogers (Yahoo!), and an independent ISP. 

I've just restarted Outlook, and same problem.  I've tried resending from another address, still no go.

So I went to another machine on which I have Windows 7 and Office 2010 and no LinkedIn add-in, configured to a few of the same IMAP accounts, found the returned error messages in that machine's inbox, so the messages are getting to my server but beyond that I don't know.   I resent the messages from the second machine with success.

If I learn form the recipients that they've received multiple messages I let you know. 

@peterforint

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