asked on

Entourage Client on Snow Leopard connecting to Exchange.

Sending an attachment and getting this error on Entourage/Exchange.

Could not Synchronize Record to Exchange server Error -18500

and

HTTP error. The server cannot fulfill the request.

Mail could not be sent. The message has been moved to your Drafts folder. Account Name: XXXXX

Error -18500

Please help.

strung

Does this happen with all attachments? If not, perhaps the attachment in question exceeds the maximum size permitted by your server.

Also see: http://www.entourage.mvps.org/

By the way, if you are using OS 10.6, why not switch from Entourage to the Mac's built in mail client? See:

http://www.apple.com/macosx/exchange/

and

http://images.apple.com/macosx/exchange/docs/MacOSXSL_Exchange.pdf

Cris Hanna

You've placed this in the Small Business Server zone so I'm assuming you're using SBS...if so, which version

strung

By the way, there is no need to use Entourage on the Mac if the Mac is using OS 10.6. The built in Mail, iCal and Address Book programs have Exchange support:

http://www.apple.com/macosx/exchange/

and

http://images.apple.com/macosx/exchange/docs/MacOSXSL_Exchange.pdf

To find out if the Mac is running OS 10.6, pull down the Apple Menu to "About this Mac".

strung

Ignore last post which was intended for a different thread.

OxygenITSolutions

ASKER

Using 2008. Customer wants Entourage.

Cris Hanna

So just to be clear. You have SBS 2008, with a Mac running Entourage and there is a problem sending mail with attachments? Can you send mail without attachments? Can you receive mail in Entourage without issue?

OxygenITSolutions

ASKER

Mail is fine. Just this one particular message sending an attachment. Send and receive normal files and attachments seem fine. Attachment isn't too large. Just gives this one error. SBS 2008.

Cris Hanna

what kind of attachment

strung

Might the SBS security be set to reject certain types of files,.exe files for instance? Or is it possible that that file name contains a character that is legal on a Mac, but illegal on Windows? See:

http://www.macwindows.com/tutfiles.html#DifferencesFiles

OxygenITSolutions

ASKER

SBS Service Pack for Exchange (SP1 or similar) fixed the issue. In fact, it fixed a number of issues relating to Exchange errors.

ASKER CERTIFIED SOLUTION

Cris Hanna

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carp3d

This is not the solution to this problem... We still have the same problem with all macs running either Mac Mail or Entourage (WSE) and a brand new 2010 Exchange server that is completely up to date. It seems there is a size limit for attachments hidden somewhere. we've tried a couple things but cannot find the true cause or solution!