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Exchange 2007 / SBS 2008 email with certain attachment being delivered but not visible

I have a very odd problem that has just started happening for one user on their SBS 2008 server.

The user is now no longer able to receive certain emails with attachments.  It only started happening yesterday.  No changes have been made on the server.  the issue occurs with both internal and external senders.

To illustrate:

I send the user test email, no attachments, they receive it.
I send the user a test email with a .xls or .xlsx attachment, they do not receive it.

I send the user a test email with a PDF attached, they *DO* receive it.

Other users are receiving excel attachments without any problem.

I have run the Exchange Message Tracking tool also, and it reports that the email with attachments IS received and delivered.  I have checked the results in the tool compared with the plain test email i sent and the results are identical.  I have attached a screenshot of the tool results, the "test again" subject is the plain email with no attachment and the "FW: spread..." email is the one with the .xlsx attachment.

I have also eliminated any local client (ie Outlook issues) interference by ensuring all Outlook connectivity is closed down, and am doing all testing via the OWA webmail interface.

I have stopped and restarted all Exchange services also.  I have checked the event log for anything untoward and all appears to be fine.

I'm now pretty stuck.  help!  :)
msgtrack.JPG
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natrat22
Asked:
natrat22
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1 Solution
 
Manpreet SIngh KhatraSolutions Architect, Project LeadCommented:
Is there any AV of email filtering software if so check that.

- Rancy
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natrat22Author Commented:
Oh I forgot sometihng which may be important.

The user has recently had Outlook 2010 installed on their PC an connected to the server in Cached mode.

this morning I looked on their PC and the .ost file had grown to 47GB and was still growing.  The server says the mailbox is only 10GB in size.

I deleted and allowed the .ost to be recreated and while i watched it is quickly raced to 2GB in size yet there was still no email being populated in the inbox.  I stopped it and switched to non-cached mode.  So there is an issue there which may be related, alrthough Ihoped to isolate that from the question above by doing all testing through OWA, as mentioned.
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Manpreet SIngh KhatraSolutions Architect, Project LeadCommented:
Is user having Full Mailbox access if so will affect as it will try to cache all mailboxes data into this OST.

- Rancy
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natrat22Author Commented:
the user does has full mailbox access to all other users.  I had thought though that even with cached mode on it didnt try an locally cache other users data.  am i incorrect there?  If so thats good to know.

but i think thats a seperate issue then to the original problem, which is showing when not using outlook at all.
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Manpreet SIngh KhatraSolutions Architect, Project LeadCommented:
If i have a mailbox of 1GB and have right to 4 mailboxes approx 8GB in total .... my OST will be around 9GB :(

If the issue isnt there with OWA .... its surely Outlook

- Rancy
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natrat22Author Commented:
ok forget the ost file size issue, which is no issue at all now.  Thats seperate to my problem of the attachments not displaying in OWA  (or Outlook).  the issue *is* there with OWA, with all Outlook clients closed.
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Manpreet SIngh KhatraSolutions Architect, Project LeadCommented:
Is the issue with some specific file format ?
Do you have AV or email filtering tool on the HUB or EDGE ?
Is the issue with receiving these emails from external or internal as well ?

- Rancy
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natrat22Author Commented:
I've uninstalled the AV product from the server.  I think i've found the issue though.

the file that was not getting through (from internal or external senders) was:

Copy of Completed Account Applications 2012 - 21.8.12.xlsx

I renamed the file, just removing the periods from the date at the end of the filename, and it went through successfully from internal and external recipients.

Is that a bug somewhere?
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Manpreet SIngh KhatraSolutions Architect, Project LeadCommented:
Possible .... What is E2k7 SP ? and hope your getting all RU's for it so if any bugs with Exchange they will be fixed .... for example if you have SP2 dont try with RU for RTM or SP1 .... only go for SP3 and all RU's since that SP :)

- Rancy
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FdpxAP-GJLCommented:
Hi,

Sounds like outlook not exchange server to me.

Check user has no filters turned on. Go to view tab and reset view to default see if that helps. I got stuck with this recently ;-(

Does the email show in webmail (OWA)?
If so then the local copy of outlook is at fault.
Try user on another PC with good outlook to confirm Outlook is at fault.
Roll back to the old Outlook and see if that solves it.


regards

Gordon
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natrat22Author Commented:
Rancy - this is a new client and I'm still documenting their sites.  This exchange server seems to have no service packs at all on it.  I'll get it up to spec and re-test the original attachment.
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Manpreet SIngh KhatraSolutions Architect, Project LeadCommented:
Makes sense :)

- Rancy
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natrat22Author Commented:
Self testing found thei ssue, upgrading to latest service packs resolved bug with multiple periods in attachment filename.
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