Exchange 2010SP IPhone/Cannot Send Mail

Is it your server doing the rejection or a 3rd party server?

Have you modified the default send/receive limits of 10mb globally?

Alan

I tried that, no luck!

C:\Windows\System32\inetsrv\appcmd.exe set config "Default Web Site" -section:system.webServer/serverRuntime /uploadReadAheadSize:"10485760" /commit:apphost

What is the server quota limitation and how big is the attachment?
What app are the iPhone users using to send the message (I could assume Mail but safer to ask!)
What is the exact error message?

"Cannot Send Mail. The message was rejected by the server because it is too large."
Above is the exact error.
iPhone users are using Active Sync.
The email is a thread of conversation, replying with attachment  and without. With attachment, it is less done 3mbs.

On hubs 40mb on the mailboxes DB. No limits.

Can you please post a copy of the error message.

Thanks

Alan

I wear several email hats so have several accounts on my iPhone and I have encountered a similar problem, albeit intermittently and now I think about it, when I've been "roaming". So it has been interesting to dig into this as a couple of the email accounts are Exchange & now I know what to pass on to my IT bods. Hurrah!

Anyway, the digging reveals a possible cause and solution:

Apparently if you use certificate based authentication and you attempt send an attachment you can get stuck in a negative reality inversion! (see The Young Ones, S02E05 "Sick", 1984)

But to paraphrase a few sources (see below) as a summary, the server receives enough data to process the headers but does not receive the entire request. IIS attempts to answer the request with client certificates but fails to renegotiate the connection because the client is still waiting to send the remaining data from the initial POST.

There is a setting in IIS called uploadReadAheadSize that has a default of 48k and if increased could resolve this. Using 10Mb as below effectively sets your limit at 10Mb:

C:\Windows\System32\inetsrv\appcmd.exe set config -section:system.webServer/serverRuntime /uploadReadAheadSize:"10485760" /commit:apphost

C:\Windows\System32\inetsrv\appcmd.exe set config "Default Web Site" -section:system.webServer/serverRuntime /uploadReadAheadSize:"10485760" /commit:apphost

Select allOpen in new window

After this restart the IISAdmin service to load the changed setting.

Give it a whirl & all being well, head home for tea and medals!

Let us know how you get on, would be good to know if this works for you & ditto if anything develops with my IT people.

Sources:
https://discussions.apple.com/thread/5337946

http://technet.microsoft.com/en-us/library/cc737382%28WS.10%29.aspx

http://social.technet.microsoft.com/Forums/exchange/en-US/52f58b47-b95e-4f44-bb4e-6bd8b1b4eb94/iphone-sending-attachment-problems

Alan,
This the exact error.
"Cannot Send Mail. The message was rejected by the server because it is too large."

Murfur,

See my previous comment. I did exactly what you said, prior to posting here in expert exchange. The bottom that didnt help.

Is it your server rejecting the message for being too large or the receiving server?

Alan

Probably a silly question Tom, but did you apply BOTH update commands?

Yes.

Alan,
The answer to your question is yes.

Could you please re-read my question and then answer again.

Many thanks

Alan

Our is server rejecting the message for being too large. Below is the exact error message.

"Cannot Send Mail. The message was rejected by the server because it is too large."

Alan,
That is similar fixed to my earlier post. But i will give a shot anyway.

It looks very different to me and optimistically should solve the problem, but only time will tell.

Alan

Alan,
I believe you got this on the nose. I haven't heard any issues, and all my testing were successful. Great find. Thank you.

Excellent news - long may it stay that way.

Thanks for the points.

Alan

Did you have to reboot the exchange server after this modification? please advise,

Thank you,
Rafael