Re: distribution groups don't deliver to some addresses

Have you tried using a TELNET to port 25 of the recipient server and
fat-fingering a message? Do you get a 5xx code?
--
Ed Crowley
Celebrating a decade of Exchange peer support


"John" <jc_nospam@xxxxxxxxxxxxxx> wrote in message
news:1121177096.31887.0@xxxxxxxxxxxxxxxxxxxxx
> I've been trying to create a distribution group that includes both
> internal and external contacts. I've created all the external contacts
> as contacts in AD, adding an Exchange email address
> (SMTP:user@xxxxxxxxxxxxxxxxxx). When sending to this group messages
> fail to be delivered to some people on the list, it would appear that it
> won't deliver to hotmail.com, NTL or Wannadoo.
>
> I've checked that the server has a valid PTR on reverse DNS. I@ve
> checked that the server isn't blacklisted. I also disabled Symantec
> SMTP checking as I read that some people had solved this problem by
> doing that, although it hasn't worked in this case.
>
> I've also tried sending emails to those same people individually by just
> entering their email address and that doesn't get through either.
>
> I've set logging on the SMTP service to 5, but that reports nothing.
> I've tried SMTPDIAG (attached).
>
> Can any one make any suggestions??
>
> Thanks - John
>
>


--------------------------------------------------------------------------------


>
> Searching for Exchange external DNS settings.
> Computer name is STORM.
> VSI 1 has the following external DNS servers:
> 217.158.x.x,192.168.2.2
>
> Checking SOA for hotmail.com.
> Checking external DNS servers.
>
> Checking TCP/UDP SOA serial number using DNS server [217.158.x.x].
> TCP test succeeded.
> UDP test succeeded.
> Serial number: 2005070501
>
> Checking TCP/UDP SOA serial number using DNS server [192.168.2.2].
> TCP test succeeded.
> UDP test succeeded.
> Serial number: 2005070501
> Checking internal DNS servers.
>
> Checking TCP/UDP SOA serial number using DNS server [192.168.2.2].
> TCP test succeeded.
> UDP test succeeded.
> Serial number: 2005070501
>
> Checking TCP/UDP SOA serial number using DNS server [217.158.x.x].
> TCP test succeeded.
> UDP test succeeded.
> Serial number: 2005070501
> SOA serial number match: Passed.
>
> Checking local domain records.
> Starting TCP and UDP DNS queries for the local domain. This test will try
> to
> validate that DNS is set up correctly for inbound mail. This test can fail
> for
> 3 reasons.
> 1) Local domain is not set up in DNS. Inbound mail cannot be routed to
> local mailboxes.
> 2) Firewall blocks TCP/UDP DNS queries. This will not affect inbound
> mail,
> but will affect outbound mail.
> 3) Internal DNS is unaware of external DNS settings. This is a valid
> configuration for certain topologies.
> Checking MX records using TCP: domain.co.uk.
> MX: mail1.2nddomain.net (20)
> MX: mail.domain.co.uk (10)
> A: mail1.2nddomain.net [80.168.x.x]
> Checking MX records using UDP: domain.co.uk.
> MX: mail1.2nddomain.net (20)
> MX: mail.domain.co.uk (10)
> A: mail1.2nddomain.net [80.168.x.x]
> Both TCP and UDP queries succeeded. Local DNS test passed.
>
> Checking remote domain records.
> Starting TCP and UDP DNS queries for the remote domain. This test will try
> to
> validate that DNS is set up correctly for outbound mail. This test can
> fail for
> 3 reasons.
> 1) Firewall blocks TCP/UDP queries which will block outbound mail.
> Windows
> 2000/NT Server requires TCP DNS queries. Windows Server 2003 will use UDP
> queries first, then fall back to TCP queries.
> 2) Internal DNS does not know how to query external domains. You must
> either use an external DNS server or configure DNS server to query
> external
> domains.
> 3) Remote domain does not exist. Failure is expected.
> Checking MX records using TCP: hotmail.com.
> MX: mx1.hotmail.com (5)
> MX: mx2.hotmail.com (5)
> MX: mx3.hotmail.com (5)
> MX: mx4.hotmail.com (5)
> A: mx1.hotmail.com [65.54.252.99]
> A: mx1.hotmail.com [64.4.50.50]
> A: mx1.hotmail.com [64.4.50.99]
> A: mx1.hotmail.com [65.54.166.99]
> A: mx2.hotmail.com [65.54.190.50]
> A: mx2.hotmail.com [65.54.252.230]
> A: mx2.hotmail.com [65.54.166.230]
> A: mx2.hotmail.com [65.54.190.7]
> A: mx3.hotmail.com [65.54.167.5]
> A: mx3.hotmail.com [65.54.253.99]
> A: mx3.hotmail.com [64.4.50.179]
> A: mx3.hotmail.com [64.4.50.239]
> A: mx4.hotmail.com [65.54.167.230]
> A: mx4.hotmail.com [65.54.190.179]
> A: mx4.hotmail.com [65.54.190.230]
> A: mx4.hotmail.com [65.54.253.230]
> Checking MX records using UDP: hotmail.com.
> MX: mx1.hotmail.com (5)
> MX: mx2.hotmail.com (5)
> MX: mx3.hotmail.com (5)
> MX: mx4.hotmail.com (5)
> Both TCP and UDP queries succeeded. Remote DNS test passed.
>
> Checking MX servers listed for a_hotmail_user@xxxxxxxxxxxx
> Connecting to mx4.hotmail.com [65.54.253.230] on port 25.
> Received:
> 220 MC8-F13.hotmail.com Sending unsolicited commercial or bulk e-mail to
> Microsoft's computer network is prohibited. Other restrictions are found
> at http://privacy.msn.com/Anti-spam/. Violations will result in use of
> equipment located in California and other states. Tue, 12 Jul 2005
> 06:55:44 -0700
>
>
> Sent:
> ehlo domain.co.uk
>
> Received:
> 250-MC8-F13.hotmail.com (3.0.1.19) Hello [217.158.189.253]
> 250-SIZE 29696000
> 250-PIPELINING
> 250-8bitmime
> 250-BINARYMIME
> 250-CHUNKING
> 250-AUTH LOGIN
> 250-AUTH=LOGIN
> 250 OK
>
>
> Sent:
> mail from: <admin@xxxxxxxxxxxx>
>
> Received:
> 250 admin@xxxxxxxxxxxxxxxxxxxxxx OK
>
> Sent:
> rcpt to: <a_hotmail_user@xxxxxxxxxxx>
>
> Received:
> 250 a_hotmail_user@xxxxxxxxxxx
>
> Sent:
> quit
>
> Received:
> 221 MC8-F13.hotmail.com Service closing transmission channel
>
> Successfully connected to mx4.hotmail.com.
> Connecting to mx4.hotmail.com [65.54.190.230] on port 25.
> Received:
> 220 mc4-f2.hotmail.com Sending unsolicited commercial or bulk e-mail to
> Microsoft's computer network is prohibited. Other restrictions are found
> at http://privacy.msn.com/Anti-spam/. Violations will result in use of
> equipment located in California and other states. Tue, 12 Jul 2005
> 06:55:46 -0700
>
>
> Sent:
> ehlo domain.co.uk
>
> Received:
> 250-mc4-f2.hotmail.com (3.0.1.19) Hello [217.158.189.253]
> 250-SIZE 29696000
> 250-PIPELINING
> 250-8bitmime
> 250-BINARYMIME
> 250-CHUNKING
> 250-AUTH LOGIN
> 250-AUTH=LOGIN
> 250 OK
>
>
> Sent:
> mail from: <admin@xxxxxxxxxxxx>
>
> Received:
> 250 admin@xxxxxxxxxxxxxxxxxxxxxx OK
>
> Sent:
> rcpt to: <a_hotmail_user@xxxxxxxxxxx>
>
> Received:
> 250 a_hotmail_user@xxxxxxxxxxx
>
> Sent:
> quit
>
> Received:
> 221 mc4-f2.hotmail.com Service closing transmission channel
>
> Successfully connected to mx4.hotmail.com.
> Connecting to mx4.hotmail.com [65.54.190.179] on port 25.
> Connecting to the server failed. Error: 10060
> Failed to submit mail to mx4.hotmail.com.
> Connecting to mx3.hotmail.com [64.4.50.239] on port 25.
> Received:
> 220 mc3-f14.hotmail.com Sending unsolicited commercial or bulk e-mail to
> Microsoft's computer network is prohibited. Other restrictions are found
> at http://privacy.msn.com/Anti-spam/. Violations will result in use of
> equipment located in California and other states. Tue, 12 Jul 2005
> 06:56:09 -0700
>
>
> Sent:
> ehlo domain.co.uk
>
> Received:
> 250-mc3-f14.hotmail.com (3.0.1.19) Hello [217.158.189.253]
> 250-SIZE 29696000
> 250-PIPELINING
> 250-8bitmime
> 250-BINARYMIME
> 250-CHUNKING
> 250-AUTH LOGIN
> 250-AUTH=LOGIN
> 250 OK
>
>
> Sent:
> mail from: <admin@xxxxxxxxxxxx>
>
> Received:
> 250 admin@xxxxxxxxxxxxxxxxxxxxxx OK
>
> Sent:
> rcpt to: <a_hotmail_user@xxxxxxxxxxx>
>
> Received:
> 250 a_hotmail_user@xxxxxxxxxxx
>
> Sent:
> quit
>
> Received:
> 221 mc3-f14.hotmail.com Service closing transmission channel
>
> Successfully connected to mx3.hotmail.com.
> Connecting to mx3.hotmail.com [64.4.50.179] on port 25.
> Connecting to the server failed. Error: 10060
> Failed to submit mail to mx3.hotmail.com.
> Connecting to mx3.hotmail.com [65.54.253.99] on port 25.
> Received:
> 220 mc7-f4.hotmail.com Sending unsolicited commercial or bulk e-mail to
> Microsoft's computer network is prohibited. Other restrictions are found
> at http://privacy.msn.com/Anti-spam/. Violations will result in use of
> equipment located in California and other states. Tue, 12 Jul 2005
> 06:56:32 -0700
>
>
> Sent:
> ehlo domain.co.uk
>
> Received:
> 250-mc7-f4.hotmail.com (3.0.1.19) Hello [217.158.189.253]
> 250-SIZE 29696000
> 250-PIPELINING
> 250-8bitmime
> 250-BINARYMIME
> 250-CHUNKING
> 250-AUTH LOGIN
> 250-AUTH=LOGIN
> 250 OK
>
>
> Sent:
> mail from: <admin@xxxxxxxxxxxx>
>
> Received:
> 250 admin@xxxxxxxxxxxxxxxxxxxxxx OK
>
> Sent:
> rcpt to: <a_hotmail_user@xxxxxxxxxxx>
>
> Received:
> 250 a_hotmail_user@xxxxxxxxxxx
>
> Sent:
> quit
>
> Received:
> 221 mc7-f4.hotmail.com Service closing transmission channel
>
> Successfully connected to mx3.hotmail.com.
> Connecting to mx2.hotmail.com [65.54.190.7] on port 25.
> Received:
> 220 mc2-f14.hotmail.com Sending unsolicited commercial or bulk e-mail to
> Microsoft's computer network is prohibited. Other restrictions are found
> at http://privacy.msn.com/Anti-spam/. Violations will result in use of
> equipment located in California and other states. Tue, 12 Jul 2005
> 06:56:33 -0700
>
>
> Sent:
> ehlo domain.co.uk
>
> Received:
> 250-mc2-f14.hotmail.com (3.0.1.19) Hello [217.158.189.253]
> 250-SIZE 29696000
> 250-PIPELINING
> 250-8bitmime
> 250-BINARYMIME
> 250-CHUNKING
> 250-AUTH LOGIN
> 250-AUTH=LOGIN
> 250 OK
>
>
> Sent:
> mail from: <admin@xxxxxxxxxxxx>
>
> Received:
> 250 admin@xxxxxxxxxxxxxxxxxxxxxx OK
>
> Sent:
> rcpt to: <a_hotmail_user@xxxxxxxxxxx>
>
> Received:
> 250 a_hotmail_user@xxxxxxxxxxx
>
> Sent:
> quit
>
> Received:
> 221 mc2-f14.hotmail.com Service closing transmission channel
>
> Successfully connected to mx2.hotmail.com.
> Connecting to mx2.hotmail.com [65.54.166.230] on port 25.
> Received:
> 220 mc10-f23.hotmail.com Sending unsolicited commercial or bulk e-mail to
> Microsoft's computer network is prohibited. Other restrictions are found
> at http://privacy.msn.com/Anti-spam/. Violations will result in use of
> equipment located in California and other states. Tue, 12 Jul 2005
> 06:56:34 -0700
>
>
> Sent:
> ehlo domain.co.uk
>
> Received:
> 250-mc10-f23.hotmail.com (3.0.1.19) Hello [217.158.189.253]
> 250-SIZE 29696000
> 250-PIPELINING
> 250-8bitmime
> 250-BINARYMIME
> 250-CHUNKING
> 250-AUTH LOGIN
> 250-AUTH=LOGIN
> 250 OK
>
>
> Sent:
> mail from: <admin@xxxxxxxxxxxx>
>
> Received:
> 250 admin@xxxxxxxxxxxxxxxxxxxxxx OK
>
> Sent:
> rcpt to: <a_hotmail_user@xxxxxxxxxxx>
>
> Received:
> 250 a_hotmail_user@xxxxxxxxxxx
>
> Sent:
> quit
>
> Received:
> 221 mc10-f23.hotmail.com Service closing transmission channel
>
> Successfully connected to mx2.hotmail.com.
> Connecting to mx2.hotmail.com [65.54.252.230] on port 25.
> Received:
> 220 MC6-F28.hotmail.com Sending unsolicited commercial or bulk e-mail to
> Microsoft's computer network is prohibited. Other restrictions are found
> at http://privacy.msn.com/Anti-spam/. Violations will result in use of
> equipment located in California and other states. Tue, 12 Jul 2005
> 06:56:36 -0700
>
>
> Sent:
> ehlo domain.co.uk
>
> Received:
> 250-MC6-F28.hotmail.com (3.0.1.19) Hello [217.158.189.253]
> 250-SIZE 29696000
> 250-PIPELINING
> 250-8bitmime
> 250-BINARYMIME
> 250-CHUNKING
> 250-AUTH LOGIN
> 250-AUTH=LOGIN
> 250 OK
>
>
> Sent:
> mail from: <admin@xxxxxxxxxxxx>
>
> Received:
> 250 admin@xxxxxxxxxxxxxxxxxxxxxx OK
>
> Sent:
> rcpt to: <a_hotmail_user@xxxxxxxxxxx>
>
> Received:
> 250 a_hotmail_user@xxxxxxxxxxx
>
> Sent:
> quit
>
> Received:
> 221 MC6-F28.hotmail.com Service closing transmission channel
>
> Successfully connected to mx2.hotmail.com.
> Connecting to mx1.hotmail.com [65.54.166.99] on port 25.
> Received:
> 220 mc9-f35.hotmail.com Sending unsolicited commercial or bulk e-mail to
> Microsoft's computer network is prohibited. Other restrictions are found
> at http://privacy.msn.com/Anti-spam/. Violations will result in use of
> equipment located in California and other states. Tue, 12 Jul 2005
> 06:56:38 -0700
>
>
> Sent:
> ehlo domain.co.uk
>
> Received:
> 250-mc9-f35.hotmail.com (3.0.1.19) Hello [217.158.189.253]
> 250-SIZE 29696000
> 250-PIPELINING
> 250-8bitmime
> 250-BINARYMIME
> 250-CHUNKING
> 250-AUTH LOGIN
> 250-AUTH=LOGIN
> 250 OK
>
>
> Sent:
> mail from: <admin@xxxxxxxxxxxx>
>
> Received:
> 250 admin@xxxxxxxxxxxxxxxxxxxxxx OK
>
> Sent:
> rcpt to: <a_hotmail_user@xxxxxxxxxxx>
>
> Received:
> 250 a_hotmail_user@xxxxxxxxxxx
>
> Sent:
> quit
>
> Received:
> 221 mc9-f35.hotmail.com Service closing transmission channel
>
> Successfully connected to mx1.hotmail.com.
> Connecting to mx1.hotmail.com [64.4.50.99] on port 25.
> Received:
> 220 mc1-f10.hotmail.com Sending unsolicited commercial or bulk e-mail to
> Microsoft's computer network is prohibited. Other restrictions are found
> at http://privacy.msn.com/Anti-spam/. Violations will result in use of
> equipment located in California and other states. Tue, 12 Jul 2005
> 06:56:39 -0700
>
>
> Sent:
> ehlo domain.co.uk
>
> Received:
> 250-mc1-f10.hotmail.com (3.0.1.19) Hello [217.158.189.253]
> 250-SIZE 29696000
> 250-PIPELINING
> 250-8bitmime
> 250-BINARYMIME
> 250-CHUNKING
> 250-AUTH LOGIN
> 250-AUTH=LOGIN
> 250 OK
>
>
> Sent:
> mail from: <admin@xxxxxxxxxxxx>
>
> Received:
> 250 admin@xxxxxxxxxxxxxxxxxxxxxx OK
>
> Sent:
> rcpt to: <a_hotmail_user@xxxxxxxxxxx>
>
> Received:
> 250 a_hotmail_user@xxxxxxxxxxx
>
> Sent:
> quit
>
> Received:
> 221 mc1-f10.hotmail.com Service closing transmission channel
>
> Successfully connected to mx1.hotmail.com.
> Connecting to mx1.hotmail.com [64.4.50.50] on port 25.
> Connecting to the server failed. Error: 10060
> Failed to submit mail to mx1.hotmail.com.
> Connecting to mx4.hotmail.com [65.54.167.230] on port 25.
> Connecting to the server failed. Error: 10060
> Failed to submit mail to mx4.hotmail.com.
> Connecting to mx3.hotmail.com [65.54.167.5] on port 25.
> Received:
> 220 mc11-f21.hotmail.com Sending unsolicited commercial or bulk e-mail to
> Microsoft's computer network is prohibited. Other restrictions are found
> at http://privacy.msn.com/Anti-spam/. Violations will result in use of
> equipment located in California and other states. Tue, 12 Jul 2005
> 06:57:23 -0700
>
>
> Sent:
> ehlo domain.co.uk
>
> Received:
> 250-mc11-f21.hotmail.com (3.0.1.19) Hello [217.158.189.253]
> 250-SIZE 29696000
> 250-PIPELINING
> 250-8bitmime
> 250-BINARYMIME
> 250-CHUNKING
> 250-AUTH LOGIN
> 250-AUTH=LOGIN
> 250 OK
>
>
> Sent:
> mail from: <admin@xxxxxxxxxxxx>
>
> Received:
> 250 admin@xxxxxxxxxxxxxxxxxxxxxx OK
>
> Sent:
> rcpt to: <a_hotmail_user@xxxxxxxxxxx>
>
> Received:
> 250 a_hotmail_user@xxxxxxxxxxx
>
> Sent:
> quit
>
> Received:
> 221 mc11-f21.hotmail.com Service closing transmission channel
>
> Successfully connected to mx3.hotmail.com.
> Connecting to mx2.hotmail.com [65.54.190.50] on port 25.
> Connecting to the server failed. Error: 10060
> Failed to submit mail to mx2.hotmail.com.
> Connecting to mx1.hotmail.com [65.54.252.99] on port 25.
> Received:
> 220 mc5-f17.hotmail.com Sending unsolicited commercial or bulk e-mail to
> Microsoft's computer network is prohibited. Other restrictions are found
> at http://privacy.msn.com/Anti-spam/. Violations will result in use of
> equipment located in California and other states. Tue, 12 Jul 2005
> 06:57:45 -0700
>
>
> Sent:
> ehlo domain.co.uk
>
> Received:
> 250-mc5-f17.hotmail.com (3.0.1.19) Hello [217.158.189.253]
> 250-SIZE 29696000
> 250-PIPELINING
> 250-8bitmime
> 250-BINARYMIME
> 250-CHUNKING
> 250-AUTH LOGIN
> 250-AUTH=LOGIN
> 250 OK
>
>
> Sent:
> mail from: <admin@xxxxxxxxxxxx>
>
> Received:
> 250 admin@xxxxxxxxxxxxxxxxxxxxxx OK
>
> Sent:
> rcpt to: <a_hotmail_user@xxxxxxxxxxx>
>
> Received:
> 250 a_hotmail_user@xxxxxxxxxxx
>
> Sent:
> quit
>
> Received:
> 221 mc5-f17.hotmail.com Service closing transmission channel
>
> Successfully connected to mx1.hotmail.com.
>


.