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Can not send mail between two internal exchange servers
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Can not send mail between two internal exchange servers - 1.Oct.2008 5:48:47 PM
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terryr
Posts: 21
Joined: 27.Jun.2008
Status: offline
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Hi all,
I have an existing Exchange 2003 Enterprise server and we are in the process of building another as the machine the first one is on is going to be retired. I have what I think to be a successful installation and setup of the new exchange server except for one problem, I can not send an email from one domain user to another when one users exists on the old server and the other exists on the new server. I can send email to outside accounts from both servers. Inbound emails only go to the old server and not any accounts on the new server. I can transfer users from one server to the other, so there does seem to be some communication there.
There is probably a lot more information needed to troubleshoot this issue but I am unsure where the best place to look would be on this one. Any suggestions are more than welcome.
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RE: Can not send mail between two internal exchange ser... - 1.Oct.2008 7:24:04 PM
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josh
Posts: 144
Joined: 1.Oct.2008
Status: offline
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# Check whether if you have a Smarthost configured. If yes, then you could remove the Smarthost and make both the exchange Servers use the DNS
# Create an SMTP connector that would forward emails originating both Exchange Servers to the Spam Control Server through a Smart host
# Assign Relay permissions on the SMTP Spam Control Server to both the exchange server
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RE: Can not send mail between two internal exchange ser... - 2.Oct.2008 2:34:05 AM
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Exchange_Geek
Posts: 1026
Joined: 31.Dec.2006
Status: offline
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quote:
# Check whether if you have a Smarthost configured. If yes, then you could remove the Smarthost and make both the exchange Servers use the DNS
Even though we love to use DNS to forward emails - my exp tells me its best to forward emails directly to ISP - using SmartHost (On SMTP Connector and not SMTP VS)
quote:
# Create an SMTP connector that would forward emails originating both Exchange Servers to the Spam Control Server through a Smart host
# Assign Relay permissions on the SMTP Spam Control Server to both the exchange server
This ideology comes into picture when we have something like a Barracuda lying between Exchange and ISP sitting to check emails and forward.
In simple scenario, we can simply have a SmartHost with ISP's IP Address specified.
Reason, why Josh is asking to check if your having a smarthost on source server - since smarthost server DO NOT route emails back to your environment - they are just dumb boxes used to receive emails and forward to internet (hence, if you have emails to be delivered to second server - smarthost wont understand that and wont route those emails to your second server)
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RE: Can not send mail between two internal exchange ser... - 2.Oct.2008 1:27:03 PM
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josh
Posts: 144
Joined: 1.Oct.2008
Status: offline
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I agree to the above explaination now waiting for Terry's reply on this..
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RE: Can not send mail between two internal exchange ser... - 3.Oct.2008 12:57:12 PM
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terryr
Posts: 21
Joined: 27.Jun.2008
Status: offline
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Thanks for all the info guys. Here is a bit more info on our setup in regards to SMTP.
We use an offsite service to relay our mail through as our ISP blocks outbound on port 25 (even for lower end business accounts). This offsite provider allows SMTP connections on port 27. I have told both Exchange servers to use port 27 for SMTP by going to Administrative Groups->First Administrative Group->Server->Old_Server->Protocols->SMTP->Default SMTP Virtual Server then going to the Delivery tab->Outbound Connections->TCP Port = 27
On the same tab, both machines so not have anything showing in Smart Host:
We also have a SMTP Connector setup in Administrative Groups->First Administrative Group->Routing Groups->First Routing Group->Connectors
In this SMTP connectors General tab we have "Forward all mail through this connector to the following smart hosts" selected and then out offsite SMTP relay address entered. In the "Local bridgeheads" we have the old server and the new server listed.
I have no idea if this is a proper way to set things up as this was all done before me, I am just trying to clean up the mess.
I hope this is enough info to continue. If it isn't please let me know and I will post more.
Terry
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RE: Can not send mail between two internal exchange ser... - 3.Oct.2008 2:07:26 PM
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Exchange_Geek
Posts: 1026
Joined: 31.Dec.2006
Status: offline
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Lets have the telnet test done FROM old server2 TO new server1.
telnet server1.domain.com 25 {Hit Enter}
Mail From: user@domain.com.au {Hit Enter} {user should have mailbox on server1}
RCPT To: user2@domain.com.au {Hit Enter}
Data {Hit Enter}
{Type} Test Email
{Type .} {Hit Enter}
quit
Check if the email gets delivered to your system.
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RE: Can not send mail between two internal exchange ser... - 3.Oct.2008 2:30:52 PM
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terryr
Posts: 21
Joined: 27.Jun.2008
Status: offline
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Ok, here is the results for the telnet tests (I first needed to do a HELO for your instructions to work).
From oldserver I connected to newserver and ran the commands and sent an email from a user that resides on newserver to a user that resides on newserver - No problems there
Then from oldserver I connected to newserver and ran the commands to send an email from a user residing on newserver to a user on oldserver - Problems...
The user on oldserver never received the email, however... I have that user set up to keep a copy of the email and forward it to an external account. The external account DID get the message. Strange.
Any thoughts?
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RE: Can not send mail between two internal exchange ser... - 3.Oct.2008 3:04:58 PM
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Exchange_Geek
Posts: 1026
Joined: 31.Dec.2006
Status: offline
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Perform message tracking and track the message for us please.
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RE: Can not send mail between two internal exchange ser... - 3.Oct.2008 4:33:46 PM
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terryr
Posts: 21
Joined: 27.Jun.2008
Status: offline
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My apologies Exchange_Geek. Sorry for my ignorance. Ive now set up message tracking as per that URL.
When I view the message Message Tracking Center I see the following
10/3/2008 1:20PM SMTP Store Driver:: Message Submitted from Store
10/3/2008 1:20PM SMTP: Message Submitted to Advanced Queue
10/3/2008 1:20PM SMTP: Started Message Submitted to Categorizer
10/3/2008 1:20PM SMTP: Message Categorized and Queued for Routing
10/3/2008 1:20PM SMTP: Message Routed and Queued for Remote Delivery
10/3/2008 1:20PM SMTP: Message Categorized and Queued for Routing
10/3/2008 1:20PM SMTP: Message Routed and Queued for Remote Delivery
10/3/2008 1:20PM SMTP: Started Outbound Transfer of Message
10/3/2008 1:20PM Message transferred to offsite.SMTP.com through SMTP
Also something that may be of note. When I open up Admin Groups->Servers->newserver->Queues I see the following (among other things)
Name = oldserver.domain.com
Protocol = SMTP
Source = Default SMTP Virtual Server
State = Retry
Number of Messages = 2
Total messaging size (KB) = 1
Time oldest message submitted = 10/3/2008 1:07PM
Time next connect retry = 10/3/2008 1:43PM
System = No
I previously cleared the queue on both machines which is why there are only 2 messages there now.
Terry
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RE: Can not send mail between two internal exchange ser... - 3.Oct.2008 4:46:33 PM
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Exchange_Geek
Posts: 1026
Joined: 31.Dec.2006
Status: offline
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10/3/2008 1:20PM SMTP: Started Outbound Transfer of Message
10/3/2008 1:20PM Message transferred to offsite.SMTP.com through SMTP
At this location it should point to your second server.domain.com and not offsite.SMTP.com - and on the left hand side you should be able to click on second server to check if the messages entered in it or not.
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RE: Can not send mail between two internal exchange ser... - 3.Oct.2008 5:35:51 PM
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terryr
Posts: 21
Joined: 27.Jun.2008
Status: offline
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I've removed newserver's smarthost entry and also changed its outbound tcp port back to 25 (oldserver still has the port and SMTP connector active otherwise we wouldnt be able to send email externally at all due to our ISP blocking outbound port 25). I can now send an email from a user on newserver to a user on oldserver however sending from oldserver to newserver still seems to fail and so does sending an email from newserver to anyone outside our domain (maybe I just havnt waited long enough but usually I see it almost immediately)
Here is the Message History on oldserver for the message to a user on newserver
10/3/2008 2:26PM SMTP Store Driver: Messages Submitted from Store
10/3/2008 2:26PM SMTP: Message Submitted to Advanced Queuing
10/3/2008 2:26PM SMTP: Started Message Submission to Advanced Queue
10/3/2008 2:26PM SMTP:Message Submitted to Categorizer
10/3/2008 2:26PM SMTP: Message categorized and Queued for Routing
10/3/2008 2:26PM SMTP: Message Routed and Queued for Remote Delivery
In the "Location" on the left hand tab there is only oldserver (which this email is originating from)
< Message edited by terryr -- 3.Oct.2008 6:11:01 PM >
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RE: Can not send mail between two internal exchange ser... - 3.Oct.2008 5:39:06 PM
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terryr
Posts: 21
Joined: 27.Jun.2008
Status: offline
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Update: mail from newserver to external email did work, it just took some time
The message history shows
newserver->oldserver->offsite.SMTP.com
Looks like we only have issues with oldserver communicating with newserver now.
Terry
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