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johnc0817

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Sending e-mail to certain domains with attachments bounces back

A user at this client location that is using an exchange server was receiving the following NDR when trying to send an e-mail with an attachment size of 820KB. I checked to make sure there were no limits set in the SMTP Connector, the Default SMTP Virtual Server and the Global Settings Message Defaults within the Exchange System Manager along with checking under each user in Active Directory Exchange General. I am able to send this same e-mail with the attachment to my other e-mail accounts at gmail and yahoo and using my gmail or yahoo e-mail accounts, I am able to send to the intended recipient at capitalone.com

Your message did not reach some or all of the intended recipients.

      Subject:      FW: Amsterdam lock box deposit
      Sent:      3/8/2008 9:17 AM

The following recipient(s) could not be reached:

      Kelly.Sheehan@capitalonebank.com on 3/8/2008 9:18 AM
            There was a SMTP communication problem with the recipient's email server.  Please contact your system administrator.
            <thmny.com #5.5.0 smtp;552 #5.3.4 message size exceeds limit>

I decided to edit the limits but to something preposterous as 100000KB in all the locations for limits along with for this specific user in Active Directory. Now, I get the following NDR:

Your message did not reach some or all of the intended recipients.

      Subject:      FW: Amsterdam lock box deposit
      Sent:      3/8/2008 9:46 AM

The following recipient(s) could not be reached:

      'Kelly.Sheehan@capitalonebank.com' on 3/8/2008 9:46 AM
            This message is larger than the current system limit or the recipient's mailbox is full.  Create a shorter message body or remove attachments and try sending it again.
            <thmny.com #5.2.3 smtp;450 5.2.3 Msg Size greater than allowed by Remote Host>

Can anyone point me in the right direction? Thanks as I am at wits end.
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Sembee
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Both of those errors are not Exchange errors. The remote site is rejecting the message.

Your server is in the NDR because the remote site is rejecting the message at the point of delivery.

Without knowing what the limit is on the remote site it is, it is impossible to know what the exact problem is. It could be something at your side is bloating the messages - a disclaimer or something like that. Without bypassing anything that your email goes through, like the appliance you have mentioned in the tags, you will not know.

Simon.
Are you sending encrypted Attachments ? .. That might cause problems ,  On the other end, SPAM Filters might think that it is a possible virus  and block em ..

Or the RECIPIENT's Mail Server doesnt allow larger attachments  , or the recipent's mailbox is FULL ...

Problem is not at your End buddy  ...  
Do this test ... Send a test email with out attachment, to the same address  ....  And check the error. ....
If it delivers, then the problem is either SIZE of the attachment or Type of the Attachment  , or ever that user doesnt have enough free space to hold your attachment ...
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johnc0817

ASKER

Yea, I told the user that the error was not on their end but the recipient's end. The user said she was able to send the e-mail with the 820KB attachment which is a pdf document to that domain using her aol account on the same computer. The user sent another e-mail to that recipient at capital one with only an excel spreadsheet .xls file that was only 27KB. I was able to send the same e-mail with that 820KB pdf attachment to the recipient at capital one using my gmail account and yahoo account while on her computer.  I was able to send a test e-mail without any attachments of course with no error. I've checked the Symantec Appliance which is a piece of garbage and we will be replacing it with a sonicwall but there are absolutely no fields in the device that are associated to file sizes of any sort.
Weird ....

Do you have a Reverse DNS entry for your Domain ...  ?  ..
You should check possible configuration problems of your Mail Server using sites like WWW.dnsstuff.com  ,  dnsreport.com etc ..

Some Mail servers dont accept mails from Domains which doesnt have a Reverse DNS entry ..
When you ask about an entry for the domain, are you referring to this client's local domain or their e-mail address domain?
So does anyone have any information that can help me with this issue? I've been racking my brain all day and working remotely from home to try to solve this issue. Any assistance would be greatly appreciated.
As we have already stated, the problem is not with Exchange. That means either the remote site is blocking your messages or something between your site and the remote site. It has nothing to do with DNS, if it was DNS related you would get a different message.

Simon.
Hello John,

The mail server log says it all :

 <thmny.com #5.2.3 smtp;450 5.2.3 Msg Size greater than allowed by Remote Host>
<thmny.com #5.5.0 smtp;552 #5.3.4 message size exceeds limit>

which means that the recipient's mail box is full OR the mail server of the recipient, does not accept messages larger than the one you sent.

The issue is the recipients mail policies and unless the remote administrator fixes them, you will not be able to send any message.
Try sendding a test message (1 word) and you will see that it will go through. If it doesn't than you must provide us wilth the full headers of the bounced email (error message) you received


Hope this helps
Please let us know how it goes
Regards,
Richard
Logging into the user's mailbox, Amy Yue, directly on Concentric.com via Internet Explorer which hosts their thmny.com domain, I am able to send an e-mail to kelly.sheehan@capitalonebank.com. Does that indicate anything besides that the recipient's domain is not blocking nor limiting sizes of e-mails? I sent a test message from Outlook and that went through but again, the moment I send a message with the attachment, it bounces back.
Did you send a message with an attachment through the web interface?

Simon.
As i said :

"The recipient's mail box is full OR the mail server of the recipient, does not accept messages larger than the one you sent."

"Try sendding a test message (1 word) and you will see that it will go through. " => which is what you did and saw the results!! It went through, so the issue is the recipients mail server or mail box
ASKER CERTIFIED SOLUTION
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johnc0817

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