Casey Bralla via plug on 5 Dec 2023 08:02:11 -0800

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Re: [PLUG] OpenSMTPD RFC 2822 Error

Thanks for the suggestion, Albert.  Unfortunately, I tried to format the
date exactly as you had it and fixed the "from" field.   No good.

I think I have something else misconfigured because even Thunderbird is
unable to send mail using this current setup.

Gotta start re-digging into the settings.  Wow, eMail servers are
complex beasts.

On 2023-12-05 10:46 AM, N. Albert via plug wrote:
> On 12/5/2023 10:17 AM, Casey Bralla via plug wrote:
>> I'm building an OpenSMTPD mailer server in a virtualbox test
>> environment.  The test environment has a Bind9 DNS service running
>> that recognizes as a valid domain.  The test OpenSMTPD mail
>> server is listed in the DNS as the mail server for that domain.
>> I'm at the initial testing phase, but getting an RFC 2822 error.  As
>> far as I can tell, my message is RFC 2822 compliant, but OpenSMTPD
>> seems to disagree.
>> Can anybody see what I'm doing wrong?  Here is my test sequence:
>>     telnet localhost 25
>>     Trying ::1...
>>     Connected to localhost.
>>     Escape character is '^]'.
>>     220 T-Mail ESMTP OpenSMTPD
>>     ehlo
>>     250-T-Mail Hello [::1], pleased to meet you
>>     250-8BITMIME
>>     250-SIZE 36700160
>>     250-DSN
>>     250 HELP
>>     mail from:
>>     250 2.0.0 Ok
>>     rcpt to:
>>     250 2.1.5 Destination address valid: Recipient ok
>>     data
>>     354 Enter mail, end with "." on a line by itself
>>     date: Tue, 2023-12-05 10:13:00 AM
>>     from:
>>     subject: Test
>>     This is a test eMail.
>>     .
>>     550 5.7.1 Delivery not authorized, message refused: Message is not
>>     RFC 2822 compliant
>> The logs don't add any additional detail about the error.
>> As far as I can tell, RFC 2822 mandates a "date:" and "From: " field
>> in the message data block.  I think I've got those present.  However,
>> OpenSMTPD is notoriously persnickety about following the RFCs.
> I don't think your "Date" header is compliant. In particular, you're
> missing the UTC offset at the end, which I believe is technically
> required for compliance, and your format in general is non-standard.
> RFC 2822 itself discusses this. Something more like this is what I
> would expect:
> Date: Tue, 5 Dec 2023 10:13:00 -0500
> Also, per the SMTP RFC, there should not be a space between MAIL FROM
> and :, as well as RCPT TO and :. - it looks like your example contains
> spaces. OpenSMTPD appears to be tolerant of this, but other servers
> may not be.
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