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The message could not be delivered because the recipient's destination email system is unknown or invalid

For some reason one user cannot send an email to a recipient who is also on the same domain (internal email), it is bounced back with Delivery Status Notification (Failure).

No one else has this problem. Should I rebuild the Recipient Update Service?   The domain was changed a while back from .biz to .net. Though it is only a week since the problem happened.
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brokenwindow
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brokenwindow
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1 Solution
 
xmlmagicianCommented:
is the recipients email working correctly?
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brokenwindowAuthor Commented:
yes
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xmlmagicianCommented:
have a look on the link below:

http://www.junknet.net/blog/21-geek-stuff/154-funky-exchange-problem-solved

also check that the autocomplete does not mess up the email address.
delete the nk2 file if that is the case

one last thing:
go into the outlook properties of the email address you are sending to and change it from MAILTO: to SMTP.
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brokenwindowAuthor Commented:
I could not find the nk2 file doesnt seem to be one. Infact there is no outlook folder in the Microsoft folder.

outlook properties of the email address you are sending to and change it from MAILTO: to SMTP.  Sorry where is this?
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xmlmagicianCommented:
as quoted at: http://www.nirsoft.net/utils/nk2_file_location.html

The location of the NK2 file of Outlook

The location of the NK2 AutoCompelete file created by Outlook might be different from one computer to another, depending on the operating system and the version of Outlook.
Here's the rules for finding the location of your NK2 file:

For Outlook 2003/2007 with Windows 2000, Windows XP, or Windows Server 2003:
The location of the nk2 file is C:\Documents and Settings\[User Profile]\Application Data\Microsoft\Outlook
The name of the NK2 file is identical to the Outlook profile name, with .nk2 extension.

For Outlook 2003/2007 with Windows Vista, Windows 7, or Windows server 2008:
The location of the nk2 file is C:\Users\[User Profile]\AppData\Roaming\Microsoft\Outlook
The name of the NK2 file is identical to the Outlook profile name, with .nk2 extension.

For Outlook 2010 with Windows Vista, Windows 7, or Windows server 2008:
The nk2 file is located in C:\Users\[User Profile]\AppData\Local\Microsoft\Outlook\RoamCache
The name of the NK2 file is in the following format: Stream_Autocomplete_X_AAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA.dat The X is the file index (usually 0) and AAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA is a random 16-byte key in hexadecimal format.

For Outlook 2010 with Windows XP:
The nk2 file is located in C:\Documents and Settings\[User Profile]\Local Settings\Application Data\Microsoft\Outlook\RoamCache
The name of the NK2 file is in the following format: Stream_Autocomplete_X_AAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA.dat The X is the file index (usually 0) and AAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA is a random 16-byte key in hexadecimal format.
When you use the NK2Edit utility, you don't have to worry about locating the NK2 filename, because NK2Edit automatically open the default NK2 file for you.

this is another link:
http://www.nirsoft.net/utils/outlook_nk2_edit.html

for the properties go to contacts find the email address you want to send, high light it blue and right click properties
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David AtkinIT ProfessionalCommented:
Type the email address in manually rather than going through the address book.  See if it sends or not.
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brokenwindowAuthor Commented:
if you reply from the same recipient it works but not a new email
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xmlmagicianCommented:
do you mean if i was to send you and email and you reply to it then it works but if i was to email you directly then it is not working?

in that case i would focus on the original email address....the other thing you could do is go to the sent items and look at the header of the successful email.
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brokenwindowAuthor Commented:
yes if I was to reply it works but not if I want to create a new email to you. I will investigate the emails
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brokenwindowAuthor Commented:
I deleted the NK2 file but no luck. I then released when I copied the email address which was sent to me and pasted in a new email the email would be sent successfully. In outlook I emptied the auto-complete mail and it works fine now.
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xmlmagicianCommented:
good to hear that you resolved the issue, one thing that i wanted to let you know is that NK2 is where the auto-complete file stores all its values. Anyway as long as it works all is well in the world :-)
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