451 4.4.0 Primary target IP address responded with: "451 5.7.3 Cannot achieve Exchange Server authentication." Attempted failover to alternate host, but that did not succeed. Either there are no alternate hosts, or delivery failed to all alternate hosts.
Lets have a look in the SMTP Receive protocol logs:
C:\Program Files\Microsoft\Exchange Server\V14\TransportRoles\Logs\ProtocolLog\SmtpReceive
- We can see connections trying to be established from 10.4.8.1 (in a remote AD site) and 10.4.2.8 (in the same AD site)
- We can see the connections are hitting the receive connector SVR01\External
- The receive connector is terminating the connection with "Service closing transmission channel"
2011-12-29T06:10:25.668Z,SVR01\External,08CE9265B5AAB0D9,0,10.4.2.10:25,10.4.8.1:49547,+,,
2011-12-29T06:10:25.668Z,SVR01\External,08CE9265B5AAB0D9,1,10.4.2.10:25,10.4.8.1:49547,*,SMTPSubmit SMTPAcceptAnySender SMTPAcceptAuthoritativeDomainSender AcceptRoutingHeaders,Set Session Permissions
2011-12-29T06:10:25.668Z,SVR01\External,08CE9265B5AAB0D9,2,10.4.2.10:25,10.4.8.1:49547,>,"220 mail.4logic.com.au Microsoft ESMTP MAIL Service ready at Thu, 29 Dec 2011 14:10:24 +0800",
2011-12-29T06:10:25.699Z,SVR01\External,08CE9265B5AAB0D9,3,10.4.2.10:25,10.4.8.1:49547,<,EHLO OP-SRV1.4logic.lan, 2011-12-29T06:10:25.699Z,SVR01\External,08CE9265B5AAB0D9,4,10.4.2.10:25,10.4.8.1:49547,>,250-mail.4logic.com.au Hello [10.4.8.1],
2011-12-29T06:10:25.699Z,SVR01\External,08CE9265B5AAB0D9,5,10.4.2.10:25,10.4.8.1:49547,>,250-SIZE 31457280,
2011-12-29T06:10:25.699Z,SVR01\External,08CE9265B5AAB0D9,6,10.4.2.10:25,10.4.8.1:49547,>,250-PIPELINING,
2011-12-29T06:10:25.699Z,SVR01\External,08CE9265B5AAB0D9,7,10.4.2.10:25,10.4.8.1:49547,>,250-DSN,
2011-12-29T06:10:25.699Z,SVR01\External,08CE9265B5AAB0D9,8,10.4.2.10:25,10.4.8.1:49547,>,250-ENHANCEDSTATUSCODES,
2011-12-29T06:10:25.699Z,SVR01\External,08CE9265B5AAB0D9,9,10.4.2.10:25,10.4.8.1:49547,>,250-STARTTLS,
2011-12-29T06:10:25.699Z,SVR01\External,08CE9265B5AAB0D9,10,10.4.2.10:25,10.4.8.1:49547,>,250-AUTH,
2011-12-29T06:10:25.699Z,SVR01\External,08CE9265B5AAB0D9,11,10.4.2.10:25,10.4.8.1:49547,>,250-8BITMIME,
2011-12-29T06:10:25.699Z,SVR01\External,08CE9265B5AAB0D9,12,10.4.2.10:25,10.4.8.1:49547,>,250-BINARYMIME,
2011-12-29T06:10:25.699Z,SVR01\External,08CE9265B5AAB0D9,13,10.4.2.10:25,10.4.8.1:49547,>,250 CHUNKING,
2011-12-29T06:10:25.746Z,SVR01\External,08CE9265B5AAB0D9,14,10.4.2.10:25,10.4.8.1:49547,<,QUIT, 2011-12-29T06:10:25.746Z,SVR01\External,08CE9265B5AAB0D9,15,10.4.2.10:25,10.4.8.1:49547,>,221 2.0.0 Service closing transmission channel,
2011-12-29T06:10:25.746Z,SVR01\External,08CE9265B5AAB0D9,16,10.4.2.10:25,10.4.8.1:49547,-,,Local
2011-12-29T06:10:32.761Z,SVR01\External,08CE9265B5AAB0DA,0,10.4.2.10:25,10.4.2.8:65117,+,,
2011-12-29T06:10:32.761Z,SVR01\External,08CE9265B5AAB0DA,1,10.4.2.10:25,10.4.2.8:65117,*,SMTPSubmit SMTPAcceptAnySender SMTPAcceptAuthoritativeDomainSender AcceptRoutingHeaders,Set Session Permissions
2011-12-29T06:10:32.761Z,SVR01\External,08CE9265B5AAB0DA,2,10.4.2.10:25,10.4.2.8:65117,>,"220 mail.4logic.com.au Microsoft ESMTP MAIL Service ready at Thu, 29 Dec 2011 14:10:31 +0800",
2011-12-29T06:10:32.761Z,SVR01\External,08CE9265B5AAB0DA,3,10.4.2.10:25,10.4.2.8:65117,<,EHLO QV1-EXC1.4logic.lan, 2011-12-29T06:10:32.761Z,SVR01\External,08CE9265B5AAB0DA,4,10.4.2.10:25,10.4.2.8:65117,>,250-mail.4logic.com.au Hello [10.4.2.8],
2011-12-29T06:10:32.761Z,SVR01\External,08CE9265B5AAB0DA,5,10.4.2.10:25,10.4.2.8:65117,>,250-SIZE 31457280,
2011-12-29T06:10:32.761Z,SVR01\External,08CE9265B5AAB0DA,6,10.4.2.10:25,10.4.2.8:65117,>,250-PIPELINING,
2011-12-29T06:10:32.761Z,SVR01\External,08CE9265B5AAB0DA,7,10.4.2.10:25,10.4.2.8:65117,>,250-DSN,
2011-12-29T06:10:32.761Z,SVR01\External,08CE9265B5AAB0DA,8,10.4.2.10:25,10.4.2.8:65117,>,250-ENHANCEDSTATUSCODES,
2011-12-29T06:10:32.761Z,SVR01\External,08CE9265B5AAB0DA,9,10.4.2.10:25,10.4.2.8:65117,>,250-STARTTLS,
2011-12-29T06:10:32.761Z,SVR01\External,08CE9265B5AAB0DA,10,10.4.2.10:25,10.4.2.8:65117,>,250-AUTH,
2011-12-29T06:10:32.761Z,SVR01\External,08CE9265B5AAB0DA,11,10.4.2.10:25,10.4.2.8:65117,>,250-8BITMIME,
2011-12-29T06:10:32.761Z,SVR01\External,08CE9265B5AAB0DA,12,10.4.2.10:25,10.4.2.8:65117,>,250-BINARYMIME,
2011-12-29T06:10:32.777Z,SVR01\External,08CE9265B5AAB0DA,13,10.4.2.10:25,10.4.2.8:65117,>,250 CHUNKING,
2011-12-29T06:10:32.777Z,SVR01\External,08CE9265B5AAB0DA,14,10.4.2.10:25,10.4.2.8:65117,<,QUIT, 2011-12-29T06:10:32.777Z,SVR01\External,08CE9265B5AAB0DA,15,10.4.2.10:25,10.4.2.8:65117,>,221 2.0.0 Service closing transmission channel,
2011-12-29T06:10:32.777Z,SVR01\External,08CE9265B5AAB0DA,16,10.4.2.10:25,10.4.2.8:65117,-,,Local
If we look at the receive connector "External" on SVR01 we notice that Exchange Server authentication is not enabled meaning SVR01 is not able to receive mail relay from other hub transport servers in the Exchange organisation.
If we tick the box we will resolve the problem.
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