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Problems sending mail using Entourage (post data too largE)

Posted on 2009-07-13
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Last Modified: 2012-05-07
I have a customer who's running a SBS-server with exchange 2003.
They have several Apple machines using Entourage and for while now they have had problems sending email from the entourage clients.

They get an error message saying:

"HTTP error. The post data is too large.
Mail could not be sent. The message has been moved to your drafts folder.

Error: -18587"

If they use owa it works fine. And the people running outlook have no such error.

I can't seem to find what's causing this error.
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Question by:joebilek
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Accepted Solution

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tntmax earned 500 total points
ID: 24855549
What are your SSL settings? Are you using a 3rd party cert, or SBS self-signed? Is SSL required in OWA? What if you disable SSL/use HTTP instead? Do you have any IIS logging going on the server?
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Author Closing Comment

by:joebilek
ID: 31602747
Not accurate.
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Expert Comment

by:lwb
ID: 25894885
HI
It seems we too are having this issue. Has it ever been resolved. I have talked to Microsoft about this and all I got was to change the password using OWA but this failed to fix it.
To answer your other questions:
What are your SSL settings? default SSL settings
Are you using a 3rd party cert, or SBS self-signed? we are using a verisign cert
 Is SSL required in OWA? it is not required but it prompts that it is untrusted I think you need to use a self signed cert...... not too sure
 What if you disable SSL/use HTTP instead? tried disabling SSL this still doesnt work
Do you have any IIS logging going on the server? would this capture the failure to send messages, our engineers seem to think this is a local entourage issue
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Author Comment

by:joebilek
ID: 25898221
Hi.

For me the error was caused by the fact that another person with admin rights had installed some kind of enchancement pack for owa that did something to the ssl settings.
I don't remember exactly what we did to resolve it. But it had to do with the ssl-settings in iis.
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