the server cannot fulfill the request

I have one remote user that is running Office 2011 on a Mac which is connected to my exchange server in the corporate office.  Every time he sends an email with attachment greater than 3 megs he gets the following message:  "Http error. The server cannot fulfill the request."
 
What do I do to resolve this?
tips54Asked:
Who is Participating?
 
Exchange_GeekCommented:
Here is what one of my friends passed his notes on this issue.


1) Take a backup (copy) of ApplicationHost.Config (Should be under Inetsrv\Config) and web.config (Should be at installation directory C:\Program Files\Microsoft\Exchange Server\ClientAccess\exchweb\ews)
2) Instal the Administration pack on the Exchange 2010 CAS servers - link

3) Go to IIS Manager -> Choose EWS -> Look for Request Filtering
4) We then double clicked on Request filtering and modified the “Maximum allowed content Length” to value - 83886080 (converts to 80Megs)
5) In IIS Manager -> Choose EWS -> Configuration Editor -> Locate maxRequestLength and change the value to 81920 (converts to 80 Megs)
6) Locate web.config at the following location (C:\Program Files\Microsoft\Exchange Server\ClientAccess\exchweb\ews\web.config)

Find the entries for maxReceivedMessageSize and ensure the value is in Bytes (83886080).  

7) We did an IISRESET and verify results.

Regards,
Exchange_Geek
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Exchange_GeekCommented:
Check if restart of IIS does help fix this issue for you.

Regards,
Exchange_Geek
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tips54Author Commented:
I have rebooted my server several since this error.    do you think this issue is on the server?
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Exchange_GeekCommented:
Seems to me yes. Let me research on this.

Regards,
Exchange_Geek
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databoksCommented:
Are you sure that the Exchange can send data higher that 3 MB attachments?
What happens when another user tries to send exactly the same Email, Exactly the same Attachments? When you have tried this and posted the result here we can see whether this is a PC or server problem.
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tips54Author Commented:
Internally I can send an email 12Meg attachment with no problem.
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Exchange_GeekCommented:
Check if you can modify to a bigger size, that'll help.

Regards,
Exchange_Geek
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tips54Author Commented:
Will do Echange_geek.  
This is Exchange 2007 by the way.
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Exchange_GeekCommented:
Is it on W2k8 or W2k3?

If it is IIS6 - try this resource kit - link

Regards,
Exchange_Geek
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tips54Author Commented:
it's on SBS 2008
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Exchange_GeekCommented:
Perfect so IIS 7 link should work

Regards,
Exchange_Geek
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tips54Author Commented:
After installing the admin pack I don't see EWS in IIS Manager. what am I missing?
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Exchange_GeekCommented:
Do you see that under SBS Web applications?

Regards,
Exchange_Geek
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tips54Author Commented:
I do.  Under request filtering which Tab do I go under?  under the file name tab or Hidden segments when I Edit the feature settings the Max. Content setting is set to: 30000000 which is more than what you have in the notes but the user is still not able to send more than 3 megs out.  Where exactly should I be looking ?
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tips54Author Commented:
The web.config file does not have any entries for maxReceivedMessageSize  either.
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Exchange_GeekCommented:
Interesting,

BTW the entry that you've got is and the entry that i've suggested is written below.
30000000
83886080

Were you able to locate the following setting?
In IIS Manager -> Choose EWS -> Configuration Editor -> Locate maxRequestLength and change the value to 81920 (converts to 80 Megs)

If you can't find the RecievedMessageSize - avoid it.

Regards,
Exchange_Geek
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tips54Author Commented:
I was not.  BTW: yours equals to 81 meg and mine is 30 Meg which is plenty. I just don't think i'm looking in the right place. but there's only so many tabs.
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tips54Author Commented:
did I screw up something Exchange-geek?
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Exchange_GeekCommented:
Perform an IISRESET, to check post applying the changes if something helped.

Apart from that trying to look into my docs to check which all settings you could check in order to get this working.

The above setting did help my friend fix his issue surely.

Regards,
Exchange_Geek
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tips54Author Commented:
I did do a reset prior to the last message.  no luck.  but the thing is I Didn't change anything or knew where to change it.
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tips54Author Commented:
Also the interesting part about this is if I log on via owa in IE I can send a 6 Meg file just fine  But the user can not using his Outlook 2011 on the Mac.  I will have him email me the file back via owa.
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tips54Author Commented:
nothing?
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tips54Author Commented:
this is caused by Exchcange.
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