"Exchange ActiveSync returned an HTTP 500 response" and event ID 3005

Posted on 2011-03-09
Last Modified: 2014-10-07
I have a problem on SBS2003 where ActiveSync does not work, with event ID 3005 logged  several times when a client tries to connect.

The Exchange Remote Connectivity Analyzer says: "Exchange ActiveSync returned an HTTP 500 response."

Outlook Anywhere (over RPC) and all other aspects of IIS / Exchange are working correctly.

I have already tried everything listed at to no avail, and have seen many other questions relating to this error, but none of the answers (that I have read) help in this case.

Can anyone offer any advice before I have to raise a case with Microsoft?

Thanks in advance
Question by:David Haycox
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LVL 76

Accepted Solution

Alan Hardisty earned 500 total points
ID: 35082299
Most of the 3005 / HTTP 500 errors can be ignored, but if the phone / user is unable to sync, is it happening for all users or just the one user?

Have you checked your server configuration is optimal using my article?


Author Comment

by:David Haycox
ID: 35082341
Hi Alan

I'd hoped you might be answering my question!  Yes, I saw your article at (which appears to be the same information but without the screenshots) and have spent most of this morning going through it all, to no avail.

When I got to the part at the bottom "Test Activesync without SSL selected - hopefully this should work or give the OK result " I didn't get an OK result, but carried on through the rest anyway.

There's only one user currently with an iPhone and wanting to sync, but I set up a test user and that behaves in exactly the same way.  To be fair I've only been testing it at and with the "accessmyLAN ActiveSync Tester" , but if it doesn't work there, then there's no point looking at the phone, right?

Author Comment

by:David Haycox
ID: 35082410
Aha!  The default web site had a host header "Blank" (i.e someone had typed the letters - no idea why!)

I was just browsing through some other questions and found the suggestion, this one I think:

In fact, you do mention host headers in your Experts Exchange FAQ but not the one at it-eye.

I'll make sure I use the updated version in future.
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LVL 76

Expert Comment

by:Alan Hardisty
ID: 35082416
: D

My IT-Eye FAQ is deliberately out of date due to plagiarism!  The article on EE or my blog are up-to-date and contains more information.

If the test site fails - it may be worth trying on the phone - you never know!  Sometimes it does work happily.

Can you right-click and browse the Exchange Virtual Directory in IIS happily?  What about the exchange-oma one too?
LVL 76

Expert Comment

by:Alan Hardisty
ID: 35082423
Nice - never seen a 'Blank' host header before :)

Author Comment

by:David Haycox
ID: 35082491
Both virtual directories browse happily, and the errors stopped at precisely the moment I made the change. No need to IISRESET even. Will check with user shortly but looks good.

I wonder whether I will be able to get anyone to admit to the "Blank" gaffe?

Whether the solution was from your previous posts, or first answer today, you deserve the points either way, and thanks for the lightning response!
LVL 76

Expert Comment

by:Alan Hardisty
ID: 35082532
You are welcome - glad your troubles were so simple and good to know that the 3005 errors might be Host Header related - that is always one that quite frequently doesn't get answered!

Thanks for the points.


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