Outlook Attachment Sending issue

By dcrandell@newtonenterpris ·
I am having an issue when sending email to a web mail account. I can send a message with/without an attachment smaller than 1MB from my domain with Exchange 2003, but nothing larger they get rejected with an NDR. The web mail account is not blocking larger attachments because I am able to send from another web mail account with attachments tested to 5MB. I can also send large files from the web mail to the domain account. Messages are sent using either Outlook 2003 or 2007 accounts.


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All Answers

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Have you talked to your Exchange Server Administrator?

by ThumbsUp2 In reply to Outlook Attachment Sendin ...

Chances are, the Exchange Server is set to limit the size of attachments being sent to outside domains. Check with your Admin.

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Exchange Admin

I am the exchange admin (I am the only IT guy in the company) and there is no limit on sending message size set in ESM. The email that we discovered the issue on was sent to 2 people and one person got it but the other one kicked back a NDR. They are in different domains but the recipient who did receive the message was able to forward it to the other address that didn't. It seems to be something that is blocking email that is approximately 1MB+ from our domain specifically to that web mail domain.


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Message Limits in Exchange 2003

by gpartridge In reply to Outlook Attachment Sendin ...

There is more than one place in Exchange 2003 where these limits can be set. See

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Message Limit

It doesn't seem to be a message size limit because that would block all messages that are larger than the set limit and not depending on the address/domain it's sent to. Everything is set to send messages to 15MB but when sending to a particular domain (2 known addressed in the same domain) from the work domain anything over 1MB sends back a NDR. If that message is sent from another domain it gets there just fine.
Domain A sends to B and C same message same time
Domain B receives but C sends back an NDR to A
Domain B forwards to C email delivered fine
Domain C can send to A without issue
This only happens when the message is 1MB+ if it's something smaller then it sends just fine.


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by gpartridge In reply to Message Limit

What are the error details in the NDR?

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by dcrandell@newtonenterpris In reply to NDR

Here is one of the NDR reports (Personal info modified).

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

Sent: 14/01/2009 10:35 AM

The following recipient(s) cannot be reached: on 14/01/2009 10:35 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.
< #5.2.3 smtp;450 5.2.3 Msg Size greater than allowed by Remote Host>

It says that the message size is greater than what is allowed by the remote but another outside email is able to send to it without and issue but we aren't able to send anything 1MB+. The inbox is not full there is nothing in it at all.


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It does not matter if another outside email is able to send to them

by ThumbsUp2 In reply to NDR

The problem is still on the receiving end, no matter if just one is limited or all are limited. That message comes from the receiving server and there's nothing you can do about it from your end.

Chances are, if they really dig into it and LOOK at their settings, they'll find they've inadvertently limited email size/content from your server.

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I was able to find something yesterday that said it telnet to their server address and run an ehlo to get a size reading. When I did that it gave me a size of 1048576 which I believe would be 1MB after comparing to the response from ours of approximately 15360000 which works out to our 15MB limit. I'll have to see if they can look into this from their end.

Thanks for all the help.

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