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Unable to send emails from mydomain.local to mydomain.com

Posted on 2010-11-10
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Last Modified: 2012-05-10
I have a Windows 2003 SB Server with Exchange "mydomain.local" I also have an online hosting server thats hosting "mydomain.com"  I use an SMTP connector to send emails thru my internet hosting server; I have also setup the POP3 Connector to download the emails from the same server on the internet.  The SBS 2003 has been configured with a DNS of mydomain.local and is able to send and receive emails fine from the office to the internet to any domain (Ex. Yahoo, Hotmail, etc...) In my hosting server I've created all the emails of the company employees, but not all those users (email accounts) are created or listed on my SBS 2003 server at the office.  This additional emails are used by employees working off-site, they only use email and they have it configured as a POP3 on their computers. They don't have access to our Server at the office. I have the in-office employees that have their own accounts in the SBS 2003 server and are sending emails using the exchange settings in the server.  But this in-office employees are not able to send emails to any off-site employee @mydomain.com.  The server bounces back the email with the error...

Your message did not reach some or all of the intended recipients.

Subject: Test
Sent: Date
The Following recipient(s) cannot be reached:
xxxx@domain.com
This email account does not exist at the organization this message was sent.
<mydomain.com #5.1.1>

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Question by:itnetsecure
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JBond2010 earned 2000 total points
ID: 34108310
Open ESM - Server -  Protocols -- SMTP-- Properties of Default SMTP -- Delivery --Advance
replace the FQDN with your valid public domain name (domain.com)

That should fix the problem. Otherwise, use a smtp connector and let your ISP handle outgoing mail.
http://www.amset.info/exchange/smtp-connector.asp
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by:JBond2010
ID: 34108315
Check your recipient policy as the only way Exchange is going to not forward  an email out for further processing/delivery to any smtp address is if it thinks that it is authoritative for that namespace
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Expert Comment

by:JBond2010
ID: 34108325
This might also be a reverse DNS issue. The receiving server looks up the IP address of the sending SMTP server to check if it has an associated hostname value. If a DNS record comes back for that IP address the receiving server  then tries to lookup the IP information of that DNS record to confirm that it has a valid IP record.

nslookup - 123.123.123.123
returns - someserver.yourdomain.com
nslookup - someserver.yourdomain.com
returns - no valid address

Try that lookup sequence with your IPs and hostnames to see if the IP <-> HOSTNAME <-> IP records all exist.
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by:JBond2010
ID: 34108330
Make sure to check that all DNS records are correctly setup.

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Author Comment

by:itnetsecure
ID: 34109253
You pointed me to the correct direction... The option was not under delivery tab, but I found it with your instructions, it was under messages tab last field "Forward all mail with unresolved recipient to host"  Now they are going out, no problems... But when they arrive to the recipient the arrive at the spam folder...  If it's possible can you give me more detail info on how to set up a reverse DNS...
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Author Comment

by:itnetsecure
ID: 34115726
For some reason the emails went out fine 2 or 3 times last night... Nothing has changed as far as the settings; but still have same problem... I'm able to send emails to Yahoo, Hotmail, Gmail, Etc... but not my regular domain... Emails are not bouncing back this time... But they wont arrive at all...  Pls help I'm stuck with this issue...
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Expert Comment

by:JBond2010
ID: 34115773
In order to setup reverse DNS other wise known as PTR Record - Pointer Record, you will have to contact your Internet Service Provider to get them to set this up for you.
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