Exchange 2003 SMTP Problem

[astral_traveller]

Hi guys

 

If this post isn't in the relevant place, please feel free to move it.

 

We have Exchange 2003 SP2 sitting ontop of Windows 2003 SP2. All WinXP SP2 machines in the network. It works absolutely perfectly, bar one problem I can't figure out.

 

Two staff members have now tried to send mail to Yahoo accounts and have had an error message email come back from the server itself. I've tried searching everything I know, but cannot find an answer.

 

The message in the email looks like this:

 

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

 

Subject: xxxxxxxx

Sent: 2007/11/05 13:20

 

The following recipient(s) could not be reached:

 

xxxxxxx on 2007/11/05 13:23

You do not have permission to send to this recipient. For assistance, contact your system administrator.

"

 

Does anyone know what the error is and how to fix it? One staff member encountered this when using Outlook XP, and one with Outlook Web Access. The people with the Yahoo accounts are all together in the "To" field. Not CC or BCC.

 

The above error message will appear in the error email for every recipient the person tried to mail, even if their mail address was not with Yahoo.

 

If anyone can help I'd appreciate it.

 

Thanks

Craig 8)

[Guest coquet636]

We have the same problem but i have been blaming our ISP... maybe its not them.........

[spc-rocket]

Have you got a recipient limit set on the user that is trying to send emails? or is the recipient limit part of a policy?

 

1) To check go to AD Users and Computers on your exchange server and then find the user (the one trying to send emails) and double-click on the user to bring up the properties.

 

2) Click on the Exchange General tab

 

3) Click on the "Delivery Options" button

 

4) Under the section of Recipient limits which option is selected? Use default limit or Maximum recipient?

 

If its use default limit then you may need to look at the policy.

 

HTH,

 

Ash.

[Guest coquet636]

Checked everything and all the defaults are selected. Have not setup anything in the policy to do with email as have just setup the exchange server. think i need to check my smtp connection setting as think thats where the problem lies but cant get anyone at my isp to contact me ..... have the ip address of the external dns but not sure what other settings i need to set in the smtp delivery tab.

[djm968]

Sounds like a reverse DNS issue.

 

Does the Public IP of the SMTP server resolve to the SMTP greeting using a reverse DNS lookup?

 

You can check it here.

 

http://www.zoneedit.com/lookup.html

[Geoff]

Keep in mind there is a receipt limit of 1 to Yahoo hosted domains.

[Guest coquet636]

When i run the reverse lookup it finds our address. when i run the smtp test it finds our site aswell. i get emails in ok just cant get them out.

[djm968]

Still sounds like DNS and I think is the Greeting on the SMTP connector. You need to change it to match the public DNS A record of the mail server.

 

eg. smtp.mydomain.com

 

Open Exchange System Manager.

 

Expand Servers, expand the Exchange server, expand Protocols, and then expand SMTP.

 

Right-click the default SMTP virtual server and select Properties.

 

Select the Delivery tab, and then click Advanced.

 

Under Fully qualified domain name, enter the value for the public FQDN for the exchange server.

 

Click OK to save the changes, and then click OK to close the Properties dialog box of the SMTP virtual server.

[Guest coquet636]

got all those settings in now and the dmain name passes the check.

 

When i look in ques i have the smtp connector with my messages queued now.

[djm968]

got all those settings in now and the dmain name passes the check.

 

When i look in ques i have the smtp connector with my messages queued now.

 

 

You may need to restart the Defualt Virtual Server to flush the queued messages.

[Guest coquet636]

Flushed the queues so only the test message i have sent is in the queue and it still wont deliver.

 

we use sophos puremessaging could that have a setting i need to change.

[Guest coquet636]

deleted the smtp connector and setup a new one and now i get a message back saying it is unable to relay.

 

getting closer...

[djm968]

deleted the smtp connector and setup a new one and now i get a message back saying it is unable to relay.

 

getting closer...

 

The MS technet article below will show you how to telnet into the Exchange server and send a test message.

 

I would give this a try and post the NDR here.

 

http://support.microsoft.com/kb/153119

[Guest coquet636]

tried telnetting into the server and the server it was listing was our web server. Before exchange was reinstalled we had OWA working so i guess its something to do witht he settings we had for that.

 

so,

 

i found my ex-assistants notes that he made when he setup exchange last time and have started a full reinstall of the server.

 

now i have all the settings in correctly as he had them before (when it worked). now i get messages in and can send them within. just cant get them to send out. and i get no error messages back, the email just doesnt send.......

 

he has soem notes about setting up ssl and cedrtificaates vbut there patchy to say the least .... when i setup a certificate in iis it creates fine. i then save it to file fine. but when i try to request a certificate from our CA it uploads the saved certificate but the certificate doesnt send and seems corrupt...

 

so pulling what little hair i have out...

 

got to be gettign close now though..

 

Thanks for your help so far djm968

[djm968]

tried telnetting into the server and the server it was listing was our web server. Before exchange was reinstalled we had OWA working so i guess its something to do witht he settings we had for that.

 

so,

 

i found my ex-assistants notes that he made when he setup exchange last time and have started a full reinstall of the server.

 

now i have all the settings in correctly as he had them before (when it worked). now i get messages in and can send them within. just cant get them to send out. and i get no error messages back, the email just doesnt send.......

 

he has soem notes about setting up ssl and cedrtificaates vbut there patchy to say the least .... when i setup a certificate in iis it creates fine. i then save it to file fine. but when i try to request a certificate from our CA it uploads the saved certificate but the certificate doesnt send and seems corrupt...

 

so pulling what little hair i have out...

 

got to be gettign close now though..

 

Thanks for your help so far djm968

 

No worries

 

IIS, SSL and OWA is separate issue don't worry about that for the moment, you need get the server sending mail externally first.

 

1. Can you access the internet from the Exchange server using the web browser?

2. Are the default gateway and DNS settings correct?

[Guest coquet636]

Yes can access internet and DNS is correct.

 

Could there be settings in ISA 2004 that need done? i have left all the settings in from when we had exchange working so didnt think these would need changed.

[djm968]

Yes can access internet and DNS is correct.

 

Could there be settings in ISA 2004 that need done? i have left all the settings in from when we had exchange working so didnt think these would need changed.

 

As long as the private IP address hasn’t changed this should be fine.

 

So just to re-cap!

 

1.) Internal email is working. (PC - PC)

2.) You are recieving external email for the Internet

3.) You cannot send any email externally

[Guest coquet636]

Correct.

 

But i have had a break through.. well a little one. i didnt realise my assistant had installed puremessaging!!!!!!

 

So i realised it was the old one and upgraded. ANd found it was blocking the emails as they had html content.

 

So now that i have disabled that, email directed to my county email address (the county email server uses the same ISP as our server) delivers. email to my yahoo address has not delivered although puremessaging says both emails were delivered.

[Guest coquet636]

Wait, . . . might be yahoo issue as can send to hotmail....

 

Will try again tomorrow and update.

[astral_traveller]

Hi Everyone

 

Thanks for the reply posts to my problem. Using the info from here and another forum, I think I've narrowed the problem down more or less to SP2 in Exchange and it's built in spam filters. I think what has happened is that the SMTP server is now "aware" of Yahoo's 1 only incoming mail policy, and therefore rejects our staff members who are trying to send to multiple Yahoo addresses at once.

 

I can't recall the problem ever happening with Exchange 2000 or even the plain 2003.

 

Due to the nature of adsl down here in South Africa, we are running our system on a dynamic IP adsl connection, and relay our mail through one of the big smtp servers down here that belongs to the national phone company, Telkom.

 

Since this appears to be because of Yahoo related policy, I will inform staff that they must send messages to Yahoo recipients one at a time. It's a pain in the backside, but they will just have to live with it. As I might have mentioned in the original post, it's only happened twice, and very rarely will they need to mass mail Yahoo based people.

 

Thanks for all the help guys

 

Craig 8)

[Guest coquet636]

Here we go again.. lol..

 

Have the emails going out now, just nothing comming in now.. . So many changes to settings since they worked comming in.... its a lovely merry go round this.....

[Guest coquet636]

Forget last attachment. . got emails in and out now.. Just not to yahoo.co.uk cant understand why though. . maybe i have to do something at yahoo.... ? any ideas.. now just gotta work on OWA

[djm968]

Keep in mind there is a receipt limit of 1 to Yahoo hosted domains.

 

Have you tried a single Yahoo address as Geoff suggested.

 

Telnet the server on port 25 and check the SMTP greeting again, this should also match the MX record you can check it here!

 

http://www.mxtoolbox.com/index.aspx

[Guest coquet636]

Tried that and they are the same.. .

 

i have tried sending to just one yahoo address.. but not fully understanding the reciept limit... does this mwean i can only send to one address at yahoo in one email..

[Geoff]

Receipt limit defines how many email addresses you can have listed in the TO field of an email.