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iPhone sending attachment problems

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Hi,

I'm testing an Exchange 2010 setup. All is setup well, everything works flawless, except for one thing. ActiveSync in combination with iPhone OS 3.1.2. And the only problem that one has is sending attachments. The rest is all working perfect.

Problem:
Send an attachment (photo for example), and initially there's always an error popping up, "Sending this message failed". Go to outbox, hit refresh, and it sends. (9 out of 10 times). ActiveSync logging doesn't reveal anything. Have no other phones to test with. Both iPhones I tested with are having the same issue. I can remember having had the same problem with Exchange 2007 in an early roll up, with the difference that it wouldn't send at all back then. Whether it was the phones firmware, or roll up packages, I can't remember. All I know E2K7 SP1 and SP2 worked flawlessly. Now with E2K10 I'm having troubles again.

I already removed Sent items from Favorites, because I read somewhere that Exchange tries to keep the folders which are in Favorites in sync over ActiveSync. Imagined this could be a problem, but it turned out it didn't help.

All Exchange connectivity tests succeed, certificates are ok and working.

So far I ran out of options, I hope someone here has the same issues or better, has solved it :)

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