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RE: Mail sent to gmail not making it

From: Gerry (gerrymassat.net)
Date: Tue May 02 2006 - 13:19:22 CDT


Most would prefer that you don't top-post
---------- Original Message ----------------------------------
From: "Jamie Starkel - Defenseweb Technologies" <jamie.starkeldefenseweb.com>
Date: Tue, 2 May 2006 10:20:11 -0700

>No PIX firewalls here. The strange thing is that my one-word email would
>make it though, but a 100 word email wouldn't. I tested telnetting to
>the gmail mail server directly and sending the same longer email and it
>had no problem going though. Seems to only be a problem with gmail as
>all my other mails are going out fine.
>
>Jamie Starkel
>Systems Administrator
>DefenseWeb Technologies
>jamie.starkeldefenseweb.com
>
>
>-----Original Message-----
>From: Elijah Savage [mailto:esavagedigitalrage.org]
>Sent: Tuesday, May 02, 2006 10:07 AM
>To: Jamie Starkel - Defenseweb Technologies
>Cc: postfix-userspostfix.org
>Subject: Re: Mail sent to gmail not making it
>
>> I'm trying to test sending some outgoing mail from my new relay server
>> and it looks like most things I send to gmail aren't making it.
>>
>> I can send a message with the word 'test' in the subject and body and
>it
>> will make it:
>>
>> May 2 09:21:42 smtp postfix/smtp[1050]: 71ED17FDD:
>> to=<jstarkelgmail.com>, relay=127.0.0.1[127.0.0.1], delay=0,
>> status=sent (250 2.6.0 Ok, id=31157-02, from MTA([127.0.0.1]:10025):
>250
>> Ok: queued as BF57C7FE0)
>>
>> May 2 09:21:42 smtp postfix/qmgr[27352]: 71ED17FDD: removed

127.0.0.1 accepted it, and log from original email showed BF57C7FE0 was accepted by GMail.

>> If I send another email with a few paragraphs of text it won't make it
>> (notice the last few lines):
>>
>> May 2 09:22:26 smtp postfix/smtp[1050]: 165D67FDD:
>> to=<jstarkelgmail.com>, relay=127.0.0.1[127.0.0.1], delay=0,
>> status=sent (250 2.6.0 Ok, id=30922-06, from MTA([127.0.0.1]:10025):
>250
>> Ok: queued as 556717FE2)
>> May 2 09:22:26 smtp postfix/qmgr[27352]: 165D67FDD: removed
>> May 2 09:22:27 smtp postfix/smtp[1059]: 556717FE2:
>> to=<jstarkelgmail.com>,
>relay=gmail-smtp-in.l.google.com[66.249.83.27],
>> delay=1, status=sent (250 2.0.0 OK 1146586946 i39si6225476wxd)
>> May 2 09:22:27 smtp postfix/qmgr[27352]: 556717FE2: removed

Where's the problem? Queued to 127.0.0.1 and then sent to GMail. What did I miss on the last few lines?

>> The emails will just sit in the mailqueue for days and never clear
>out.
>> Looking in the logs I am also seeing things like this:
>>
>> May 2 09:25:10 smtp postfix/smtp[1040]: B400F7FD3: conversation with
>> gmail-smtp-in.l.google.com[72.14.205.27] timed out while sending end
>of
>> data -- message may be sent more than once

Where's the earlier log info for this message? Perhaps if you use postcat to examine the message, it might shed some light on the problem.

>> Is this just gmail's server being flaky or what?

Without postconf -n and more complete log info we can't be sure.