Ciao
il serverweb non è un membro del dominio e si trova in dmz mentre il 192.168.16.53 che è un server su cui faccio i test si trova nella rete aziendale e quindi nella rete del server exchange e ache lui non è membro del dominio. Ti posto il nuovo log.
2012-01-22T13:01:27.192Z,SERVER2008EXCH\Default SERVER2008EXCH,08CE6F76F2362E21,2,192.168.16.100:25,192.168.16.53:2968,>,"220 SERVER2008EXCH.TRADETRASPORTI.IT Microsoft ESMTP MAIL Service ready at Sun, 22 Jan 2012 14:01:27 +0100",
2012-01-22T13:01:27.192Z,SERVER2008EXCH\Default SERVER2008EXCH,08CE6F76F2362E21,3,192.168.16.100:25,192.168.16.53:2968,<,EHLO server2003web,
2012-01-22T13:01:27.192Z,SERVER2008EXCH\Default SERVER2008EXCH,08CE6F76F2362E21,4,192.168.16.100:25,192.168.16.53:2968,>,250-SERVER2008EXCH.TRADETRASPORTI.IT Hello [192.168.16.53],
2012-01-22T13:01:27.192Z,SERVER2008EXCH\Default SERVER2008EXCH,08CE6F76F2362E21,5,192.168.16.100:25,192.168.16.53:2968,>,250-SIZE,
2012-01-22T13:01:27.192Z,SERVER2008EXCH\Default SERVER2008EXCH,08CE6F76F2362E21,6,192.168.16.100:25,192.168.16.53:2968,>,250-PIPELINING,
2012-01-22T13:01:27.192Z,SERVER2008EXCH\Default SERVER2008EXCH,08CE6F76F2362E21,7,192.168.16.100:25,192.168.16.53:2968,>,250-DSN,
2012-01-22T13:01:27.192Z,SERVER2008EXCH\Default SERVER2008EXCH,08CE6F76F2362E21,8,192.168.16.100:25,192.168.16.53:2968,>,250-ENHANCEDSTATUSCODES,
2012-01-22T13:01:27.192Z,SERVER2008EXCH\Default SERVER2008EXCH,08CE6F76F2362E21,9,192.168.16.100:25,192.168.16.53:2968,>,250-X-ANONYMOUSTLS,
2012-01-22T13:01:27.192Z,SERVER2008EXCH\Default SERVER2008EXCH,08CE6F76F2362E21,10,192.168.16.100:25,192.168.16.53:2968,>,250-AUTH NTLM,
2012-01-22T13:01:27.192Z,SERVER2008EXCH\Default SERVER2008EXCH,08CE6F76F2362E21,11,192.168.16.100:25,192.168.16.53:2968,>,250-X-EXPS GSSAPI NTLM,
2012-01-22T13:01:27.192Z,SERVER2008EXCH\Default SERVER2008EXCH,08CE6F76F2362E21,12,192.168.16.100:25,192.168.16.53:2968,>,250-8BITMIME,
2012-01-22T13:01:27.192Z,SERVER2008EXCH\Default SERVER2008EXCH,08CE6F76F2362E21,13,192.168.16.100:25,192.168.16.53:2968,>,250-BINARYMIME,
2012-01-22T13:01:27.192Z,SERVER2008EXCH\Default SERVER2008EXCH,08CE6F76F2362E21,14,192.168.16.100:25,192.168.16.53:2968,>,250-CHUNKING,
2012-01-22T13:01:27.192Z,SERVER2008EXCH\Default SERVER2008EXCH,08CE6F76F2362E21,15,192.168.16.100:25,192.168.16.53:2968,>,250-XEXCH50,
2012-01-22T13:01:27.192Z,SERVER2008EXCH\Default SERVER2008EXCH,08CE6F76F2362E21,16,192.168.16.100:25,192.168.16.53:2968,>,250 XRDST,
2012-01-22T13:01:27.192Z,SERVER2008EXCH\Default SERVER2008EXCH,08CE6F76F2362E21,17,192.168.16.100:25,192.168.16.53:2968,<,AUTH NTLM,
2012-01-22T13:01:27.192Z,SERVER2008EXCH\Default SERVER2008EXCH,08CE6F76F2362E21,18,192.168.16.100:25,192.168.16.53:2968,>,334 <authentication response>,
2012-01-22T13:01:27.192Z,SERVER2008EXCH\Default SERVER2008EXCH,08CE6F76F2362E21,19,192.168.16.100:25,192.168.16.53:2968,>,334 <authentication response>,
2012-01-22T13:01:27.207Z,SERVER2008EXCH\Default SERVER2008EXCH,08CE6F76F2362E21,20,192.168.16.100:25,192.168.16.53:2968,*,,Inbound Negotiate failed because of LogonDenied
2012-01-22T13:01:32.230Z,SERVER2008EXCH\Default SERVER2008EXCH,08CE6F76F2362E21,21,192.168.16.100:25,192.168.16.53:2968,>,535 5.7.3 Authentication unsuccessful,
2012-01-22T13:01:32.230Z,SERVER2008EXCH\Default SERVER2008EXCH,08CE6F76F2362E21,22,192.168.16.100:25,192.168.16.53:2968,<,AUTH NTLM,
2012-01-22T13:01:32.230Z,SERVER2008EXCH\Default SERVER2008EXCH,08CE6F76F2362E21,23,192.168.16.100:25,192.168.16.53:2968,>,334 <authentication response>,
2012-01-22T13:01:37.238Z,SERVER2008EXCH\Default SERVER2008EXCH,08CE6F76F2362E21,24,192.168.16.100:25,192.168.16.53:2968,>,501 5.5.4 Authentication cancelled,
2012-01-22T13:01:37.238Z,SERVER2008EXCH\Default SERVER2008EXCH,08CE6F76F2362E21,25,192.168.16.100:25,192.168.16.53:2968,<,MAIL FROM: <massimo.gherardini@tradetrasporti.it>,
2012-01-22T13:01:37.238Z,SERVER2008EXCH\Default SERVER2008EXCH,08CE6F76F2362E21,26,192.168.16.100:25,192.168.16.53:2968,*,08CE6F76F2362E21;2012-01-22T13:01:27.192Z;1,receiving message
2012-01-22T13:01:37.238Z,SERVER2008EXCH\Default SERVER2008EXCH,08CE6F76F2362E21,27,192.168.16.100:25,192.168.16.53:2968,>,250 2.1.0 Sender OK,
2012-01-22T13:01:37.238Z,SERVER2008EXCH\Default SERVER2008EXCH,08CE6F76F2362E21,28,192.168.16.100:25,192.168.16.53:2968,<,RCPT TO: <masgher2@gmail.com>,
2012-01-22T13:01:42.245Z,SERVER2008EXCH\Default SERVER2008EXCH,08CE6F76F2362E21,29,192.168.16.100:25,192.168.16.53:2968,>,550 5.7.1 Unable to relay,
2012-01-22T13:01:42.245Z,SERVER2008EXCH\Default SERVER2008EXCH,08CE6F76F2362E21,30,192.168.16.100:25,192.168.16.53:2968,<,QUIT,
2012-01-22T13:01:42.245Z,SERVER2008EXCH\Default SERVER2008EXCH,08CE6F76F2362E21,31,192.168.16.100:25,192.168.16.53:2968,>,221 2.0.0 Service closing transmission channel,
2012-01-22T13:01:42.245Z,SERVER2008EXCH\Default SERVER2008EXCH,08CE6F76F2362E21,32,192.168.16.100:25,192.168.16.53:2968,-,,Local
Grazie.