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Delivery problem - 19.Oct.2006 1:10:32 PM

vkoprivica

Posts: 19
Joined: 19.Oct.2006
Status: offline

I have installed Windows Exchange server 2003 sp2 on Windows Server sp1, and all the outbound massages that I'm sending, my email server are not delivering. I'm running my domain from dynamic Ip address ( Isp Comcast, DynDns). Event Viewer doesn't report any problem. My email server receives massages form any domain with no problem at all. Does anyone can tell me what can couse this problem?

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RE: Delivery problem - 19.Oct.2006 1:21:50 PM

jchong

Posts: 2516
Joined: 1.Dec.2005
From: Centreville, Virginia
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Run a telnet session to a remote domain's mail server. Some ISP's block outbound SMTP 25 traffic.

_____________________________

James Chong
MCSE | M+, S+, MCTS, Security+
msexchangetips.blogspot.com

(in reply to vkoprivica)

Post #: 2

RE: Delivery problem - 19.Oct.2006 1:32:53 PM

vkoprivica

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Joined: 19.Oct.2006
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I have been running Windows 2000/ Exchange 2000 two weeks ago and everything worked fine.

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Post #: 3

RE: Delivery problem - 19.Oct.2006 1:36:15 PM

jchong

Posts: 2516
Joined: 1.Dec.2005
From: Centreville, Virginia
Status: offline

Ok, wasn't sure if this was a new setup. Were you able to sucessfully perform a telnet session to a remote domains mail server and send email?

_____________________________

James Chong
MCSE | M+, S+, MCTS, Security+
msexchangetips.blogspot.com

(in reply to vkoprivica)

Post #: 4

RE: Delivery problem - 19.Oct.2006 1:58:19 PM

vkoprivica

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Joined: 19.Oct.2006
Status: offline

I can contact email accounts inside of my domain, but when I tried to send mail to my gmail account, it didn't work. The Queues Properties for email which I send shows Delivery Falitures 0.

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Post #: 5

RE: Delivery problem - 19.Oct.2006 2:03:20 PM

jchong

Posts: 2516
Joined: 1.Dec.2005
From: Centreville, Virginia
Status: offline

Did you perform this via telnet? If not,

1. Go to start run type cmd
2. telnet gmail-smtp-in.l.google.com 25
3. If it asks for helo. Type helo yourdomain.com
4. mail from:you@yourdomain.com
5. rcpt to:yourgmailaccount@gmail.com
6. data
7. . (these are periods hit enter after period)
8. . (these are periods hit enter after period)

Did it go through, you should get a message such as message queued for delivery. Check your gmail account. If it doesn't what part does it fail at?

_____________________________

James Chong
MCSE | M+, S+, MCTS, Security+
msexchangetips.blogspot.com

(in reply to vkoprivica)

Post #: 6

RE: Delivery problem - 19.Oct.2006 2:25:24 PM

vkoprivica

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Joined: 19.Oct.2006
Status: offline

Could not open connection to the host.

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Post #: 7

RE: Delivery problem - 19.Oct.2006 2:32:41 PM

vkoprivica

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Joined: 19.Oct.2006
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I failed after step #2.

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Post #: 8

RE: Delivery problem - 19.Oct.2006 2:48:12 PM

jchong

Posts: 2516
Joined: 1.Dec.2005
From: Centreville, Virginia
Status: offline

Looks like outbound port 25 may be blocked. Can you verify your network port/firewall?

_____________________________

James Chong
MCSE | M+, S+, MCTS, Security+
msexchangetips.blogspot.com

(in reply to vkoprivica)

Post #: 9

RE: Delivery problem - 19.Oct.2006 3:25:13 PM

vkoprivica

Posts: 19
Joined: 19.Oct.2006
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I received massage 4.4.7 with returning email.

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Post #: 10

RE: Delivery problem - 19.Oct.2006 4:09:17 PM

uemurad

Posts: 5574
Joined: 7.Jan.2004
From: California, USA
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NDR 4.4.7 is a timeout. Did you get it sending Email through Exchange, or using a Telnet session?

_____________________________

Regards,

Dean T. Uemura
Microsoft MVP - Exchange
exchangeguy.blogspot.com
uemurad@yahoo.com

(in reply to vkoprivica)

Post #: 11

RE: Delivery problem - 19.Oct.2006 4:17:34 PM

vkoprivica

Posts: 19
Joined: 19.Oct.2006
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Sending Email true Exchange server.

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Post #: 12

RE: Delivery problem - 19.Oct.2006 5:01:39 PM

uemurad

Posts: 5574
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From: California, USA
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I didn't see a reply to James' question. Have you confirmed that outbound port 25 is open to the Internet?

_____________________________

Regards,

Dean T. Uemura
Microsoft MVP - Exchange
exchangeguy.blogspot.com
uemurad@yahoo.com

(in reply to vkoprivica)

Post #: 13

RE: Delivery problem - 19.Oct.2006 5:07:58 PM

vkoprivica

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Joined: 19.Oct.2006
Status: offline

It is opend. I have Linksys firewall and port (25) forward it is on , I'm also receiving outbound mail from gmail.

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Post #: 14

RE: Delivery problem - 19.Oct.2006 5:19:05 PM

uemurad

Posts: 5574
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From: California, USA
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Just to clarify, outbound means from your system to the outside world. Receiving mail from Gmail is an inbound connection.

Firewalls can control communications via a specific port in either direction. In other words, you can be allowing inbound on port 25 but blocking outbound on port 25. Port 80 (HTTP) is a good example of when you might block inbound (because you don't host any websites) but allow outbound (allowing web browsing).

Does your firewall allow you to view or log the traffic? If so, you should look for evidence that the Exchange Server is actually talking to the outside mail system.

Also, you said before that your Telnet test failed after Step #2. What specifically did you see? Did it look blank and eventually drop you back to the command prompt?

_____________________________

Regards,

Dean T. Uemura
Microsoft MVP - Exchange
exchangeguy.blogspot.com
uemurad@yahoo.com

(in reply to vkoprivica)

Post #: 15

RE: Delivery problem - 19.Oct.2006 5:43:26 PM

vkoprivica

Posts: 19
Joined: 19.Oct.2006
Status: offline

The massage is:
220 mx.google.com esmip 15si153028nzo

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Post #: 16

RE: Delivery problem - 19.Oct.2006 6:00:40 PM

uemurad

Posts: 5574
Joined: 7.Jan.2004
From: California, USA
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That is actually Google responding to your session. That is the point at which you give it the HELO (or EHLO) command.

In any case, that indicates port 25 is open.

The next test is use the Telnet commands to one of the domains that you cannot send messages to.

_____________________________

Regards,

Dean T. Uemura
Microsoft MVP - Exchange
exchangeguy.blogspot.com
uemurad@yahoo.com

(in reply to vkoprivica)

Post #: 17

RE: Delivery problem - 19.Oct.2006 6:39:55 PM

vkoprivica

Posts: 19
Joined: 19.Oct.2006
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I have connection with google.com, but when I tried to send mail:
mail from:administrator@mydomain.net
error comes out: 5.5.2 Syntax error 37si266246nzf

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Post #: 18

RE: Delivery problem - 19.Oct.2006 6:41:58 PM

vkoprivica

Posts: 19
Joined: 19.Oct.2006
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it is
555 5.5.2 Syntax error

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Post #: 19

RE: Delivery problem - 19.Oct.2006 6:50:17 PM

jchong

Posts: 2516
Joined: 1.Dec.2005
From: Centreville, Virginia
Status: offline

Try with the brakets, this is really the rfc standard to use brakets but some mail servers don't require them.

mail from:<administrator@mydomain.net >

_____________________________

James Chong
MCSE | M+, S+, MCTS, Security+
msexchangetips.blogspot.com

(in reply to vkoprivica)

Post #: 20