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Thread: Email Failure to one address

  1. #1
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    Email Failure to one address

    Hi Guys, (longish post apologies) Recently i have been dealing with a customer who has migrated broadband providers since switching providers they can now no longer send an email to one particular email address, during the past few weeks i,ve checked to see if the user or the isp has been registered on spam cop or any other over enthusiastic spam catcher and found nothing. i have also tried mimicking the customers broadband set up by using the same isp in our test room to send a test email to the problem address this works.
    Before carrying out these tests i thought the problem lay with the provider but now i,m not sure any, the customer never had this problem with they,re previous provider but after talking to the current isp they say everything seems fine from they,re end. if anyone could shed any light or suggest anything i,,d appreciate it many thanks all

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    Will work for beer... nichomach's Avatar
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    If the mail is being bounced they should be receiving a bounce error. However, rough guesses follow.

    They host their own mail server and their IP address is assigned by DHCP? If so, it may well be in a range listed by DNS blacklists as "this shouldn't be hosting a mailserver, it's a DHCP address. Die spammer, die!".

    They host their own mailserver and their IP is static? Their MX records may not have been updated to reflect the new IP of their mailserver. The server at the failed address is doing a reverse DNS check, and finding that either there is no MX record or that the MX record is incorrect is saying "You're not a mailserver, or if you are, you're not the mailserver you SAY you are. Die spammer, die!"?

    If they have an MX record, it may well point to their ISPs smart host. If that is the case they should NOT be attempting to send mail directly from their mail server, but should be relaying it via the smart host.

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    Thanks for the reply, i,ve just checked and the customer uses hosted email again checked with the email provider and they can see no problems from they,re end i,ve had the ptr record updated, no joy i do have a copy of the bounce error (its war and peace)

    <usera@ckelimited.fsnet.co.uk>:

    193.252.22.143 failed after I sent the message.

    Remote host said: 550 Error: Message content rejected



    --- Below this line is a copy of the message.



    Return-Path:

    Received: (qmail 13605 invoked from network); 24 May 2006 10:36:43 -0000

    Received: from unknown (HELO 1234.co.uk) (62.69.38.122)

    by mx-relay-vip.edge-c.murphx.net with SMTP; 24 May 2006 10:36:43 -0000

    Received: from userslaptop ([192.168.0.8])

    by 1234.co.uk (VisNetic.MailServer.v6.0.9.0) with ASMTP id BKD38386

    for <usera@ckelimited.fsnet.co.uk>; Wed, 24 May 2006 11:36:35

    +0100

    Reply-To: <abcd@1234.co.uk>

    From: "user" <user@1234.co.uk>

    To: "user \(E-mail\)" <usera@ckelimited.fsnet.co.uk>

    Subject: Test software

    Date: Wed, 24 May 2006 11:42:56 +0100

    Message-ID: <001401c67f1e$d25637d0$0800a8c0@rafi.co.uk>

    MIME-Version: 1.0

    Content-Type: multipart/mixed;

    boundary="----=_NextPart_000_0015_01C67F27.3421A4B0"

    X-Priority: 3 (Normal)

    X-MSMail-Priority: Normal

    X-Mailer: Microsoft Outlook CWS, Build 9.0.2416 (9.0.2911.0)

    X-MimeOLE: Produced By Microsoft MimeOLE V6.00.2900.2869

    Importance: Normal





    This is a multi-part message in MIME format.



    ------=_NextPart_000_0015_01C67F27.3421A4B0

    Content-Type: text/plain;

    charset="iso-8859-1"

    Content-Transfer-Encoding: 7bit

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    Quote Originally Posted by richy
    Remote host said: 550 Error: Message content rejected
    Here's the most important information. The server at the other end is saying that something's wrong with the message (either the formatting is wrong, or it's being flagged as spam).

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    Thanks for the reply its appreciated as i,m hitting a brick wall with this at the moment you may well have a good point i,ve checked to see if the user or the isp are listed on known spam catchers but i cant find any. The problem email address happens to be in japan which makes it even more tricky in what way could the mail formatting be wrong? many thanks

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    Will work for beer... nichomach's Avatar
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    May well not be the formatting; it may well be that there is a word or combination of characters in the message which is being flagged as objectionable. You say you've sent a test email which worked; have you tried sending EXACTLY THE SAME email as was bounced? "Content rejected" sounds like it's been flagged for supposed indecent or objectionable content, rather than formatting. Just a thought; it may be an innocent combination of characters in English, but if the server at the other end is listening in Japanese then the combination may not be (think crisps called "Bum" and that famous soft drink Pocari Sweat...

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    Even if it isn't on any blacklists it may still get rejected as spam because of the private IP address (viruses can set up their own mail servers to send spam and viruses to others, so some ISPs may block anything with a private IP address).

    It may also be the wording/layout of the e-mail that's causing the problem, as some spam checkers look for certain words/patterns of words and block any e-mail found to contain them.

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    Many thanks guys looks like that is possibley what the prolem is thanks for the advice guys

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    Hi again all, it appears that the customer had a private i.p address previously and had no similar problems in the past so it does look like it possibley is a formatting conflict any ideas how to resolve or work around this, thanks for the help guys

  10. #10
    Will work for beer... nichomach's Avatar
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    Most filtering software will incorporate a sender whitelist, which will exempt certain addresses from filtering even if they'd be otherwise filtered. Ask the recipient whether whatever they're using has such a function.

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    Many thanks for the advice i will give that a try and let you know how it goes

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    Hi guys it looks as tho one of the forwarding servers was blocking by i.p after many hours of telnetting and testing it appears that this was the problem, many thanks for all the advice guys

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