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exchange 2007 cant send email to @icloud.com email addresses

Posted on 2015-02-09
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Last Modified: 2015-02-10
Hi Experts

I have an issue where I cant send email to anyone with an apple email address (@mac, @icloud and @me.com) There is no bounce back and the email dosent go to the juunk folder. We are using exchange 2007, I have checked the reverse dns and spf records and they all seem fine, we dont have any issues with any other addresses. Is there a tool I can use to test everything is set-up correctly?
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Question by:corecc
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Expert Comment

by:Will Szymkowski
ID: 40598366
When you send an email to any of these domains does the email leave your Exchange environment, or does it get stuck in the queue? Open the queue viewer and see if there are any messages in there from those domains that are not being delivered.

When the email leaves the Exchange environment and hits the internet and you do not get any NDR's or anything reporting a failure, it is very difficult to diagnose the issue.

Have you checked mxtoolbox.com to see if you are blacklisted on any of the spambot servers?

Will.
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Author Comment

by:corecc
ID: 40598435
I believe the message leaves the environment as the event id in exchange message tracking says receive, which I believe means the message was delivered to a mailbox.
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Expert Comment

by:Will Szymkowski
ID: 40598455
Is this a SMTP Accepted domain internally? When a message leaves your Exchange environment it is gone. If you are sending to another account internally you can do more investigating as to why the email is not making the destination.

If this is internally and message tracking is stating received then it has in fact made it to the destination. In that case i would be checking outlook rules/filters/. etc on the mailbox to see where the message is being placed.

Will.
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Author Comment

by:corecc
ID: 40598501
I have the issue sending to any apple mailbox, so external mail
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Will Szymkowski earned 500 total points
ID: 40598521
If this is not internal and you are not receiving any NDR's at this point the message is gone and can assume that it has been received. The times where you do not receive NDR's or bounce backs when messages are not received at the following...
- spambots on the net
- email goes into junk mail
- rules on the recipients mailbox
- local spam appliance on customer site

Will.
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Author Comment

by:corecc
ID: 40598569
I can rule out:

- email goes into junk mail
- rules on the recipients mailbox

as i have setup my own icloud email account and have the same problem, im not sure what you mean by the following:

- spambots on the net
- local spam appliance on customer site
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LVL 53

Expert Comment

by:Will Szymkowski
ID: 40598580
if your MX record has been blaclisted on the internet if @mac @apple reference a specific spambot on the net it could be potentially blocking your emails to this domain.

use www.mxtoolbox.com

Will.
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Author Comment

by:corecc
ID: 40598612
Forgot to mention, the domain isn't black listed
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Author Closing Comment

by:corecc
ID: 40600249
thanks for trying to help, I may just set-up pop mail boxes and configure a pop connector on exchange to see if this helps.
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