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email to gmail not getting through

My server at 72.15.228.84 had a spam issue 7&8th April - closed that down and yet a few clients still stay there emails are not being delivered. I created a test POP and sent email to gmail and it was not received (it is not in the outbound queue and the logs don't show any blacklist block by gmail) and I didn't get a returned email in Outlook.

Win2003, MailEnable software

I checked mxtoolbox and IP comes up clean.

Any thoughts?
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abacus41
Asked:
abacus41
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2 Solutions
 
Hutch_77Commented:
Is it possibly going to the spam folder in Gmail?
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abacus41Author Commented:
No, that would be way too easy.
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Hutch_77Commented:
I agree, but I had to ask as I know I would over look it.

I have 2 other ideas, but I don't know how likely and neither you can really do anything about.

1 being a routing issue on the internet causing delayed receipts

The other is you got blacklisted and policies have not been applied across the board?
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Hutch_77Commented:
1 thing I can suggest to see if it is in fact a blacklist issue is to run a telnet session to gmail:

1. Telnet into Exchange server hosting IMS service using TCP port 25.
Command is telnet <servername> 25

2. Turn on local echo on your telnet client so that you can see what you are typing.
On Win 9x and NT 3.5/4.0 Telnet client this done by selecting the "preferences" from the "terminal" pull down menu, and checking the local echo radio button.  For Windows 2000 telnet client, issue command "set local_echo", from the telnet command prompt.

3. Issue the following smtp command sequence

helo <your domain name><enter>                  
response should be as follows
250 OK

mail from: <your Email Address><enter>
response should be as follows
250 OK - mail from <your Email address>

rcpt to: <recipient address><enter>
response should be as follows
250 OK - Recipient <recipient address>

data<enter>
response should be as follows
354 Send data.  End with CRLF.CRLF

To: <recipient's display name><enter>
From: <your display name><enter>
Subject: <Subject field of Email message><enter>
<Enter you body text><enter><enter> . <enter>
response should be as follows
250 OK

quit<enter>

if all goes well it is definitely not on the side of the recipient, if it gives an error you know the issue is recipient and needs to be looked at what caused the error.
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abacus41Author Commented:
Thanks, Downloaded putty but (confession) I have never used it. Could you give me a wee bit of guidence and server name would be IP number?
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Hutch_77Commented:
I won't give it to you as it will be a goot learning experience.  MXToolbox will give you all you need.  just look at the MX records.  

as for putty I normally use telnet from cmd prompt.. but I know in 7 that is something you have to add on.

In putty just put the server address or IP and choose telnet and put the port to 25 and hti connect.
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abacus41Author Commented:
tests from myxtool box

all blacklist clear except for last 4 which time out

10      mail.coasttocoastpools.com      72.15.228.84      24 hrs      SMTP Test      Blacklist Check
dns lookup      ns lookup      mx lookup      whois lookup

Reported by ns3.uscomputergroup.com on Thursday, April 28, 2011 at 4:13:09 PM (GMT-5)



220 mail.uscomputergroup.com ESMTP MailEnable Service, Version: 1.981-- ready at 04/28/11 17:08:27

 OK - 72.15.228.84 resolves to ns3.uscomputergroup.com
 OK - Reverse DNS matches SMTP Banner
 0 seconds - Good on Connection time
Not an open relay.
 0.296 seconds - Good on Transaction time



Session Transcript:
HELO please-read-policy.mxtoolbox.com
250 Requested mail action okay, completed [31 ms]
MAIL FROM: <supertool@mxtoolbox.com>
250 Requested mail action okay, completed [109 ms]
RCPT TO: <test@example.com>
503 This mail server requires authentication when attempting to send to a non-local e-mail address. Please check your mail client settings or contact your administrator to verify that the domain or address is defined for this server. [31 ms]
QUIT
221 Service closing transmission channel [47 ms]
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steinmtoCommented:
Are you getting any NDRS back?
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abacus41Author Commented:
Non delivered? Nope - all very weird.
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steinmtoCommented:
I would try the telenet test then as suggested I have fixed a lot of mail issues that way.
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steinmtoCommented:
This is the test I use.

http://support.microsoft.com/kb/153119
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abacus41Author Commented:
By the way guys I do not that email is leaving the server and for example I can send an email to aol or my own POP and it comes through just fine - also I have multiple clients on the server and only a few with issues. Does that help?
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steinmtoCommented:
Does everyone have an issue with gmail or only a few users?
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abacus41Author Commented:
Don't know, I have a gmail account of my own so I send email to it from the POP and it does not get through, nor appear in gmail spam box, nor get returned emails in Outlook.
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abacus41Author Commented:
It was all helpful in helping me understand the process.
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