IPad Air Mail App & Exchange 2013

Hi all,
My iPad Air (iOS 7.1.1) Mail App was setup with our work Exchange 2010 and it worked with no problem. Just today they upgrade to Exchange 2013 it stopped connecting. I deleted the account (after searching the internet) and trying to recreate it with no success it says "Unable to verify account information"
Any idea how to solve this.
FYI, my MacBook Pro (OS X 10.9.3) working with no problem with Exchange 2010 and the new Exchange 2013, I just Quit the Mail prog and run it.
TIA

To delete an email account, go to Settings > Mail, Contacts, Calendars > [your account] and find "Delete account" toward the bottom.
Regarding printers, make sure you use an AirPrint printer. They are listed here, along with instructions:
http://support.apple.com/kb/HT4356
... and since you're new to Apple, you may find this useful:
iPad User Guide - For iOS 7 (October 2013)Nov 1, 2013 - 23 MB

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Sorry, I should have been clearer. I'm pretty familiar with how my ipad works. There appears to be a legit bug with the software, at least for some users. When I load mail, sometimes it's stuck in one orientation, even if the rest of the ipad apps are able to rotate freely. I don't always notice it because sometimes the ipad is oriented in the same direction as mail, but other times it's not and when you start the mail app, the screen loads upside down. Switch to another app, back to right side up and so on. You have to either turn the ipad over, or kill the mail app by double tapping the home button and ending the program from the list of running apps.
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Thanks Diavonex, but that's what I tried to discribe that I'd already done. I didn't realise it was called the "task bar".
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Hi Arthur,
If you are having issues with your being unable to use any other alert sound for your incoming mail, you may want to try some things to troubleshoot.
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I can send mail from both environments to the Internet. I can also send internal mail from Exchange 2007 to Exchange 2013.But the problem is that I am unable to send from Exchange 2013 to Exchange 2007. I've debugged, but not solved the problem and there are
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These two sentences are in conflict : "I can also send
internal mail
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the problem is
that I am unable
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Hi,
Any good news from the Mac Forum?
Thanks,
Please remember to mark the replies as answers if they help and unmark them if they provide no help. If you have feedback for TechNet Subscriber Support, contact
[email protected]
Simon Wu
TechNet Community Support

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Maybe try one last thing before contacting Apple:
Log out of the iTunes Store on your device:
Settings>iTunes & App Store...tap your Apple ID, then select "Sign Out"
Reset your device:
Device Reset (won't affect settings/data/music/apps/etc)
1. Press and hold (& continue to hold) BOTH the Sleep/Wake button & the Home button.
2. Continue to hold BOTH (ignoring any other messages that may show) until you see the Apple logo on the screen.
3. Release BOTH buttons when you see the Apple logo and allow the device to boot normally.
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Mail.app exchange 2007 Assertion failure in EWSConnect sendMessage:forReque

Snow leopard hasn't worked properly with our exchange server for months, I was hoping this would be sorted in 10.6.3 but it seems not.
Incoming mail is fine, sending text emails or sendmail with attachments such as PDFs is also ok. The problem is when sending / forwarding any HTML mails, or by sending an email with an embedded image.
Upon doing this the mail sits in the outbox and gives the following error to the console
06/04/2010 18:54:52 *Mail[405] * Assertion failure in -[EWSConnection sendMessage:forRequest:], /SourceCache/Message/Message-1077/MessageStores.subproj/EWSConnection.m:293*
Received an unexpected error: Error Domain=SOAPWebServicesErrorDomain Code=-1 UserInfo=0x115b78510 "The operation couldn’t be completed. (SOAPWebServicesErrorDomain error -1.)", response: (null)
0 Message 0x00007fff864f8119 -[MFAssertionHandler _handleFailureWithPreamble:description:arguments:] + 137
1 Message 0x00007fff864f807e -[MFAssertionHandler handleFailureInMethod:object:file:lineNumber:description:] + 220
2 Message 0x00007fff8643afbe -[EWSConnection sendMessage:forRequest:] + 1117
3 Message 0x00007fff864460ec -[EWSGateway sendMessage:forRequest:] + 79
4 Message 0x00007fff86458fbf -[EWSRequestOperation executeOperation] + 104
5 Message 0x00007fff86506347 -[MonitoredOperation main] + 229
6 Foundation 0x00007fff84f0206d -[__NSOperationInternal start] + 681
7 Foundation 0x00007fff84f01d23 ___startOperations_block_invoke2 + 99
8 libSystem.B.dylib 0x00007fff861b1ce8 dispatch_call_block_andrelease + 15
9 libSystem.B.dylib 0x00007fff86190279 dispatch_workerthread2 + 231
10 libSystem.B.dylib 0x00007fff8618fbb8 pthreadwqthread + 353
11 libSystem.B.dylib 0x00007fff8618fa55 start_wqthread + 13
06/04/2010 18:54:56 Mail[405] * Assertion failure in -[EWSConnection sendMessage:forRequest:], /SourceCache/Message/Message-1077/MessageStores.subproj/EWSConnection.m:293
Received an unexpected error: Error Domain=SOAPWebServicesErrorDomain Code=-1 UserInfo=0x11ca12780 "The operation couldn’t be completed. (SOAPWebServicesErrorDomain error -1.)", response: (null)
0 Message 0x00007fff864f8119 -[MFAssertionHandler _handleFailureWithPreamble:description:arguments:] + 137
1 Message 0x00007fff864f807e -[MFAssertionHandler handleFailureInMethod:object:file:lineNumber:description:] + 220
2 Message 0x00007fff8643afbe -[EWSConnection sendMessage:forRequest:] + 1117
3 Message 0x00007fff864460ec -[EWSGateway sendMessage:forRequest:] + 79
4 Message 0x00007fff86458fbf -[EWSRequestOperation executeOperation] + 104
5 Message 0x00007fff86506347 -[MonitoredOperation main] + 229
6 Foundation 0x00007fff84f0206d -[__NSOperationInternal start] + 681
7 Foundation 0x00007fff84f01d23 ___startOperations_block_invoke2 + 99
8 libSystem.B.dylib 0x00007fff861b1ce8 dispatch_call_block_andrelease + 15
9 libSystem.B.dylib 0x00007fff86190279 dispatch_workerthread2 + 231
10 libSystem.B.dylib 0x00007fff8618fbb8 pthreadwqthread + 353
11 libSystem.B.dylib 0x00007fff8618fa55 start_wqthread + 13
One fix is to switch the outbound SMTP manually to be the exchange hostname or say a home ISP but this is a hack considering sending mail clearly works purely over SSL and web services, it's just certain attachments that are failing. It's also a pain for travelling users with laptops who won't always have access to SMTP due to blocked ports etc.
Similar issues but no fixes
http://discussions.apple.com/thread.jspa?threadID=2268944&tstart=0
Trashing mail.app and the .plist makes no difference which does seem to fix it for some people (still a hack again though)
This is also not related to the issues of sending attachments of 10meg+, for e.g.
http://discussions.apple.com/message.jspa?messageID=11138832
As attaching a 100kb image creates the above error, clearly not an exchange 2007 problem.
Exchange 2007 is completely upto date with SP2 and all updates, various outlook clients connect fine as does entourage 2004/2008

Snow leopard hasn't worked properly with our exchange server for months, I was hoping this would be sorted in 10.6.3 but it seems not.
Incoming mail is fine, sending text emails or sendmail with attachments such as PDFs is also ok. The problem is when sending / forwarding any HTML mails, or by sending an email with an embedded image.
Upon doing this the mail sits in the outbox and gives the following error to the console
06/04/2010 18:54:52 *Mail[405] * Assertion failure in -[EWSConnection sendMessage:forRequest:], /SourceCache/Message/Message-1077/MessageStores.subproj/EWSConnection.m:293*
Received an unexpected error: Error Domain=SOAPWebServicesErrorDomain Code=-1 UserInfo=0x115b78510 "The operation couldn’t be completed. (SOAPWebServicesErrorDomain error -1.)", response: (null)
0 Message 0x00007fff864f8119 -[MFAssertionHandler _handleFailureWithPreamble:description:arguments:] + 137
1 Message 0x00007fff864f807e -[MFAssertionHandler handleFailureInMethod:object:file:lineNumber:description:] + 220
2 Message 0x00007fff8643afbe -[EWSConnection sendMessage:forRequest:] + 1117
3 Message 0x00007fff864460ec -[EWSGateway sendMessage:forRequest:] + 79
4 Message 0x00007fff86458fbf -[EWSRequestOperation executeOperation] + 104
5 Message 0x00007fff86506347 -[MonitoredOperation main] + 229
6 Foundation 0x00007fff84f0206d -[__NSOperationInternal start] + 681
7 Foundation 0x00007fff84f01d23 ___startOperations_block_invoke2 + 99
8 libSystem.B.dylib 0x00007fff861b1ce8 dispatch_call_block_andrelease + 15
9 libSystem.B.dylib 0x00007fff86190279 dispatch_workerthread2 + 231
10 libSystem.B.dylib 0x00007fff8618fbb8 pthreadwqthread + 353
11 libSystem.B.dylib 0x00007fff8618fa55 start_wqthread + 13
06/04/2010 18:54:56 Mail[405] * Assertion failure in -[EWSConnection sendMessage:forRequest:], /SourceCache/Message/Message-1077/MessageStores.subproj/EWSConnection.m:293
Received an unexpected error: Error Domain=SOAPWebServicesErrorDomain Code=-1 UserInfo=0x11ca12780 "The operation couldn’t be completed. (SOAPWebServicesErrorDomain error -1.)", response: (null)
0 Message 0x00007fff864f8119 -[MFAssertionHandler _handleFailureWithPreamble:description:arguments:] + 137
1 Message 0x00007fff864f807e -[MFAssertionHandler handleFailureInMethod:object:file:lineNumber:description:] + 220
2 Message 0x00007fff8643afbe -[EWSConnection sendMessage:forRequest:] + 1117
3 Message 0x00007fff864460ec -[EWSGateway sendMessage:forRequest:] + 79
4 Message 0x00007fff86458fbf -[EWSRequestOperation executeOperation] + 104
5 Message 0x00007fff86506347 -[MonitoredOperation main] + 229
6 Foundation 0x00007fff84f0206d -[__NSOperationInternal start] + 681
7 Foundation 0x00007fff84f01d23 ___startOperations_block_invoke2 + 99
8 libSystem.B.dylib 0x00007fff861b1ce8 dispatch_call_block_andrelease + 15
9 libSystem.B.dylib 0x00007fff86190279 dispatch_workerthread2 + 231
10 libSystem.B.dylib 0x00007fff8618fbb8 pthreadwqthread + 353
11 libSystem.B.dylib 0x00007fff8618fa55 start_wqthread + 13
One fix is to switch the outbound SMTP manually to be the exchange hostname or say a home ISP but this is a hack considering sending mail clearly works purely over SSL and web services, it's just certain attachments that are failing. It's also a pain for travelling users with laptops who won't always have access to SMTP due to blocked ports etc.
Similar issues but no fixes
http://discussions.apple.com/thread.jspa?threadID=2268944&tstart=0
Trashing mail.app and the .plist makes no difference which does seem to fix it for some people (still a hack again though)
This is also not related to the issues of sending attachments of 10meg+, for e.g.
http://discussions.apple.com/message.jspa?messageID=11138832
As attaching a 100kb image creates the above error, clearly not an exchange 2007 problem.
Exchange 2007 is completely upto date with SP2 and all updates, various outlook clients connect fine as does entourage 2004/2008

Migrating from Linux Mail to Exchange 2013

Is there any official documents of the Best Practices of migrating Linux Mail (Exim) to Exchange 2013?
I appreciate any help that I can receive. Thanks in advance.
My best regards.

Hi,
Basic on my research, I’m afraid that there is no tool for this kind of migration, we may need to start from PST file.
We can use Microsoft Exchange PST Capture to search for PST files on computers in your organization and then import those files to mailboxes in your organization, for your reference:
https://technet.microsoft.com/en-us/library/hh781036(v=exchg.141).aspx
Besides, I find an similar thread about Migrate Exim to Exchange:
https://social.technet.microsoft.com/Forums/office/en-US/0ff095c4-2334-4dd6-8d08-bbee1c98867e/migrating-from-linux-to-exchange-server-2010-question?forum=exchangesvradminlegacy
Thanks
Please remember to mark the replies as answers if they help, and unmark the answers if they provide no help. If you have feedback for TechNet Support, contact [email protected]
Allen Wang
TechNet Community Support

Cannot receive mail on Exchange 2013 CAS: 451 4.7.0 Temporary server error. Please try again later. PRX4

Hi all,
I have just deployed Exchange 2013 on two CAS boxes and two MBX boxes as follows:
10.10.20.11
CAS01
10.10.20.12
CAS02
10.10.10.11
MBX01
10.10.10.12
MBX02
If I telnet to the internet facing IP on CAS01 and attempt to send an email internally (to a mailbox on MBX01) I get the following:
220 smtp.myrealdomain.com Microsoft ESMTP MAIL Service ready at Wed, 26 Mar 2014 01:14:24 +1000
EHLO test.com
250-smtp.myrealdomain.com Hello [10.10.20.11]
250-SIZE 36700160
250-PIPELINING
250-DSN
250-ENHANCEDSTATUSCODES
250-STARTTLS
250-AUTH
250-8BITMIME
250-BINARYMIME
250 CHUNKING
MAIL FROM:[email protected]
250 2.1.0 Sender OK
RCPT TO:[email protected]
250 2.1.5 Recipient OK
DATA
354 Start mail input; end with <CRLF>.<CRLF>
Subject:Test email 452
This is test email 452
451 4.7.0 Temporary server error. Please try again later. PRX4
Connectivity Log on CAS01:
2014-03-25T15:27:15.353Z,08D11605A575FAE1,SMTP,internalproxy,+,Undefined 00000000-0000-0000-0000-000000000000;QueueLength=<no priority counts>
2014-03-25T15:27:15.353Z,08D11605A575FAE1,SMTP,internalproxy,>,"MBX02.myaddomain.com[10.10.10.12], MBX01.myaddomain.com[10.10.10.11]"
2014-03-25T15:27:15.353Z,08D11605A575FAE1,SMTP,internalproxy,>,Established connection to 10.10.10.12
2014-03-25T15:27:15.369Z,08D11605A575FAE1,SMTP,internalproxy,-,Messages: 0 Bytes: 0 (Attempting next target)
2014-03-25T15:27:15.369Z,08D11605A575FAE2,SMTP,internalproxy,+,Undefined 00000000-0000-0000-0000-000000000000;QueueLength=<no priority counts>
2014-03-25T15:27:15.369Z,08D11605A575FAE2,SMTP,internalproxy,>,Established connection to 10.10.10.11
2014-03-25T15:27:15.369Z,08D11605A575FAE2,SMTP,internalproxy,-,Messages: 0 Bytes: 0 (Retry : EHLO Options do not match for proxy)
2014-03-25T15:28:10.328Z,08D11605A575FAFA,SMTP,internalproxy,+,Undefined 00000000-0000-0000-0000-000000000000;QueueLength=<no priority counts>
2014-03-25T15:28:21.669Z,08D11605A575FAFA,SMTP,internalproxy,>,"MBX01.myaddomain.com[10.10.10.11], MBX02.myaddomain.com[10.10.10.12]"
2014-03-25T15:28:21.669Z,08D11605A575FAFA,SMTP,internalproxy,>,Established connection to 10.10.10.11
2014-03-25T15:28:21.669Z,08D11605A575FAFA,SMTP,internalproxy,-,Messages: 0 Bytes: 0 (Attempting next target)
2014-03-25T15:28:21.669Z,08D11605A575FAFF,SMTP,internalproxy,+,Undefined 00000000-0000-0000-0000-000000000000;QueueLength=<no priority counts>
2014-03-25T15:28:21.669Z,08D11605A575FAFF,SMTP,internalproxy,>,Established connection to 10.10.10.12
2014-03-25T15:28:21.669Z,08D11605A575FAFF,SMTP,internalproxy,-,Messages: 0 Bytes: 0 (Retry : EHLO Options do not match for proxy)
SmtpSend Log on CAS01:
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB5E,1,10.10.20.11:25495,10.10.10.12:25,+,,
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB5E,2,10.10.20.11:25495,10.10.10.12:25,<,220 ********************************************************************************************************************,
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB5E,3,10.10.20.11:25495,10.10.10.12:25,*,,Proxying inbound session with session id 08D11605A575FB5D
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB5E,4,10.10.20.11:25495,10.10.10.12:25,>,EHLO CAS01.myaddomain.com,
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB5E,5,10.10.20.11:25495,10.10.10.12:25,<,250-MBX02.myaddomain.com Hello [10.10.20.11],
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB5E,6,10.10.20.11:25495,10.10.10.12:25,<,250-SIZE,
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB5E,7,10.10.20.11:25495,10.10.10.12:25,<,250-PIPELINING,
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB5E,8,10.10.20.11:25495,10.10.10.12:25,<,250-DSN,
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB5E,9,10.10.20.11:25495,10.10.10.12:25,<,250-ENHANCEDSTATUSCODES,
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB5E,10,10.10.20.11:25495,10.10.10.12:25,<,250-XXXXXXXA,
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB5E,11,10.10.20.11:25495,10.10.10.12:25,<,250-XXXXXXXXXXXXXB,
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB5E,12,10.10.20.11:25495,10.10.10.12:25,<,250-AUTH NTLM,
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB5E,13,10.10.20.11:25495,10.10.10.12:25,<,250-XXXXXXXXXXXXXXXXXC,
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB5E,14,10.10.20.11:25495,10.10.10.12:25,<,250-8BITMIME,
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB5E,15,10.10.20.11:25495,10.10.10.12:25,<,250-BINARYMIME,
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB5E,16,10.10.20.11:25495,10.10.10.12:25,<,250-XXXXXXXD,
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB5E,17,10.10.20.11:25495,10.10.10.12:25,<,250-XXXXXXE,
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB5E,18,10.10.20.11:25495,10.10.10.12:25,<,250-XXXXF,
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB5E,19,10.10.20.11:25495,10.10.10.12:25,<,250 XXXXXXXXXXXXXG,
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB5E,20,10.10.20.11:25495,10.10.10.12:25,*,,"EHLO options between current server and proxy target do not match : Chunking, Xrdst. Critical non
matching options : Chunking, Xrdst. Failing over."
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB67,0,,10.10.10.11:25,*,,attempting to connect
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB5E,21,10.10.20.11:25495,10.10.10.12:25,>,QUIT,
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB67,1,10.10.20.11:25496,10.10.10.11:25,+,,
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB5E,22,10.10.20.11:25495,10.10.10.12:25,<,221 2.0.0 Service closing transmission channel,
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB5E,23,10.10.20.11:25495,10.10.10.12:25,-,,Local
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB67,2,10.10.20.11:25496,10.10.10.11:25,<,220 ********************************************************************************************************************,
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB67,3,10.10.20.11:25496,10.10.10.11:25,*,,Proxying inbound session with session id 08D11605A575FB5D
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB67,4,10.10.20.11:25496,10.10.10.11:25,>,EHLO CAS01.myaddomain.com,
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB67,5,10.10.20.11:25496,10.10.10.11:25,<,250-MBX01.myaddomain.com Hello [10.10.20.11],
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB67,6,10.10.20.11:25496,10.10.10.11:25,<,250-SIZE,
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB67,7,10.10.20.11:25496,10.10.10.11:25,<,250-PIPELINING,
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB67,8,10.10.20.11:25496,10.10.10.11:25,<,250-DSN,
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB67,9,10.10.20.11:25496,10.10.10.11:25,<,250-ENHANCEDSTATUSCODES,
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB67,10,10.10.20.11:25496,10.10.10.11:25,<,250-XXXXXXXA,
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB67,11,10.10.20.11:25496,10.10.10.11:25,<,250-XXXXXXXXXXXXXB,
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB67,12,10.10.20.11:25496,10.10.10.11:25,<,250-AUTH NTLM,
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB67,13,10.10.20.11:25496,10.10.10.11:25,<,250-XXXXXXXXXXXXXXXXXC,
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB67,14,10.10.20.11:25496,10.10.10.11:25,<,250-8BITMIME,
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB67,15,10.10.20.11:25496,10.10.10.11:25,<,250-BINARYMIME,
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB67,16,10.10.20.11:25496,10.10.10.11:25,<,250-XXXXXXXD,
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB67,17,10.10.20.11:25496,10.10.10.11:25,<,250-XXXXXXE,
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB67,18,10.10.20.11:25496,10.10.10.11:25,<,250-XXXXF,
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB67,19,10.10.20.11:25496,10.10.10.11:25,<,250 XXXXXXXXXXXXXG,
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB67,20,10.10.20.11:25496,10.10.10.11:25,*,,"EHLO options between current server and proxy target do not match : Chunking, Xrdst. Critical non
matching options : Chunking, Xrdst. Failing over."
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB67,21,10.10.20.11:25496,10.10.10.11:25,>,QUIT,
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB67,22,10.10.20.11:25496,10.10.10.11:25,<,221 2.0.0 Service closing transmission channel,
2014-03-25T15:32:34.158Z,Inbound Proxy Internal Send Connector,08D11605A575FB67,23,10.10.20.11:25496,10.10.10.11:25,-,,Local
Can anyone help? I'm at the end of my Googling!

The answer has been found. In our case, we had to disable the Mailguard feature of the Cisco ASA between the CAS subnet and the MBX subnet. Essentially it was stripping AUTH commands from the SMTP handshake which meant the servers could not authenticate
to each other and establish a secured connection.
I guess for future reference, if you're getting a PRX4 error code you should look at any device that could be inspecting SMTP between your CAS and MBX servers.
This Microsoft KB article has more information: http://support.microsoft.com/kb/320027

IPad Air Mail App & Exchange 2013

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