Greetings everyone,

I'm testing a postfix install on a machine on my local lan. Although I don't expect it to be relevant to the problem, it's an embedded debian system. Postfix is configured to relay through an ISP email server to send outgoing emails (ie relayhost = my.isp.server). Currently, it's set to accept SMTP from the local network (mynetworks = 192.168.200.0/24 127.0.0.0/8).

If I telnet to localhost and send the commands to create an email to an outside domain, the email is created and properly delivered. System emails on the system are forwarded to an outside domain using root aliased to a local user aliased to an email address. This is also working. As such, I believe outgoing email functions properly. Further, if I telnet to the machine from a debian linux box on the subdomain and repeat the process, this also works properly.

I've noticed two issues:

First, if I telnet to the machine from a windows box, I receive the greeting from the box, but there seems to be something corrupted in that the first command I send seems to be ignored until I send a second <enter> which I assume translates to <crlf>. At that point, I get a bad syntax message from the box. Further commands function properly though and the email is created and sent as expected.

Second, I have thunderbird (on the same windows box) configured to use the same outgoing SMTP connection for testing. No authentication, port 25... etc. Sending emails in this fashion times out.

Wireshark monitoring of the transaction between thunderbird and the embedded box finds that the connection is made properly, the box issues the greeting, and the windows machine sends the TCP ACK to the 220 greeting message. Other than that though, there is no response from the windows box or thunderbird specifically to the 220 greeting until thunderbird gives up and I see the FIN and FIN, ACK TCP messages.

I suspect the two observations are related, but thats as far as I've been able to get.

Any help?

I also should note that I also installed and maintain an email server running postfix on debian linux handling a dozen virtual domains. I didn't have this problem there, so I don't think it's some kind of windows incompatibility as much as I'd like to blame windows :)

Steve

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