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Exchange Server 2003 :: ActiveSync :: Unable to send out attachments

Posted on 2014-01-31
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Last Modified: 2014-02-17
Hi All,

I am facing a weird issue with SBS 2003 (windows server 2003 sp2 with microsoft exchange 2003 sp2) Microsoft Exchange ActiveSync. ActiveSync users are able to configure the devices just fine, send and receive email fine as well but when they try to send any attachment the email will stay in the outbox.

So far i have tried the following fixes

made sure the permissions on the exchange vdirs and activesync vdir are correct

c:\windows\temp and %temp% location has read/write access to authenticated users

uploadreadaheadsize (thru adsutil.vbs) and messagesizelimit for oma reg key are bumped up (20MB each)

testremoteexchange connectivity analyzer shows all green

Now, if i make user the member of administrators group and try to send an email with attachment (i am sending a screenshot of 2.3mb) it goes out fine.

IIS logs shows HttpServerStatusError 500used logparserstudio to parse the iis file
  	cs-username 	cs-uri-stem 	HTTPstatus 	w3-status-details
  	domain\testas 	/Microsoft-Server-ActiveSync 	500 	HttpStatusServerError

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any pointers how this issue can be dealt with and resolved, will be appreciated.

Regards,

Nav
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Question by:Navdeep
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LVL 13

Expert Comment

by:imkottees
ID: 39825746
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LVL 12

Author Comment

by:Navdeep
ID: 39826220
hi mate,

I have already set uploadreadaheadsize to 20MB but that didn't work. What weird behavior that i notice that if i make a user a member of administrator group i am able to send out attachements via phones.

Regards,
navdeep
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LVL 2

Expert Comment

by:purpleoak
ID: 39853008
The best advice is to upgrade Exchange.
ActiveSync on that version of Exchange does not play well with the iOS implementation. You are basically trying to use the latest ActiveSync implementation against a server that is four major revisions out of date - almost 10 YEARS out of date.
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Accepted Solution

by:
Navdeep earned 0 total points
ID: 39855080
Hi mate,

i was able to resolve the issue. The problem was the even though Temp\Tmp folder defined under environment variables had authenticated permission, still it didn't work. I had verify and fixed the permissions on exchange/oma/as vdirs and lastly recreated the temp, permissioned them and redefined temp variables.

That fixed the issue.

Regards,
Nav
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LVL 12

Author Closing Comment

by:Navdeep
ID: 39864343
Resolved the issue by self.
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