Some mail sent out of the house is removed

Hi

I have an Exchange server 2013, upgraded from 2010, the server hosts both exchange roles.

Sending an e-mail with attachments result in that some recipients don't have en attachment when they receive the mail.

Anyone have a suggestion, or a place to start looking, i'm a bit blank as to where to start.

More info, please ask.

Regards Lars Mortensen

September 26th, 2013 8:58pm

Do the same mail with attatchment get to some users or is this diffrent mails?

Does this always affect the same users?

Do you send through a smarthost?

Can you see anything in you tracking?

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September 27th, 2013 6:58am

I've heard of cases where the format of the message (i.e. HTML, rich text or plain text) has some effect on attachments.

Can you try to send the message in plain text format, for example?

There is also an Exchange setting for "Remote Domains" (organizational level) where you can adjust the format of messages sent.

http://technet.microsoft.com/en-us/library/aa996309(v=exchg.150).aspx

In E2K13, I think that should be under "Organization".

September 27th, 2013 10:24am

Hi Lars Mortensen,   Since not receiving attachments in emails could be caused by several reasons, we need more investigation for troubleshooting.  

1.Does it work via OWA?

2.Does the sent out of the house mean send outbound messages, if so, how about internal and inbound mail flow?

3.Check the Max message size on your Hub server, and make comparison of the size of problematic emails?

4.Did the issue happen on certain recipients, I mean, did they on the same Mailbox Database? And send a test email without or with a small size attachment, see if the problematic recipients can receive?

5.Did you receive any reports or error messages?

6.Use the Get-Sendconnector to check the configuration.   Regards, Rebecca
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September 27th, 2013 11:44am

Do the same mail with attatchment get to some users or is this diffrent mails?

Does this always affect the same users?

Do you send through a smarthost?

Can you see anything in you tracking?

Yes

Yes

No

I don't think so. It's "delivery reports" under "Mailflow" now, right?

I've heard of cases where the format of the message (i.e. HTML, rich text or plain text) has some effect on attachments.

Can you try to send the message in plain text format, for example?

There is also an Exchange setting for "Remote Domains" (organizational level) where you can adjust the format of messages sent.

http://technet.microsoft.com/en-us/library/aa996309(v=exchg.150).aspx

In E2K13, I think that should be under "Organization".

I can't seam to find it, but I will try to send a message as plain text.

Hi Lars Mortensen,   Since not receiving attachments in emails could be caused by several reasons, we need more investigation for troubleshooting.  

1.Does it work via OWA?

2.Does the sent out of the house mean send outbound messages, if so, how about internal and inbound mail flow?

3.Check the Max message size on your Hub server, and make comparison of the size of problematic emails?

4.Did the issue happen on certain recipients, I mean, did they on the same Mailbox Database? And send a test email without or with a small size attachment, see if the problematic recipients can receive?

5.Did you receive any reports or error messages?

6.Use the Get-Sendconnector to check the configuration.   Regards, Rebecca

1: No

2: Inbound and Internal no problem, only outbound to external recipients.

3: Not over any limits

4: 2 different recipients did not get the file, while 1 other did, same mail. Attached file is on around 30KB

5: No

6: Not sure what to look for.

An maybe important note is that the server is configured in hybrid with Office365.

Could I use Office365 as a smarthost?

Regards, and thank you all for your answers.

Lars.

September 30th, 2013 1:49pm

Hi.

This really do not seem to be related to your local Exchange deployment. As some recipients get the mail and others dont you need to make them have a look at their end. Also browse the logfiles on your smarthost.

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September 30th, 2013 3:41pm

Do the same mail with attatchment get to some users or is this diffrent mails?

Does this always affect the same users?

Do you send through a smarthost?

Can you see anything in you tracking?

Yes

No

No

I don't think so. It's "delivery reports" under "Mailflow" now, right?

I've heard of cases where the format of the message (i.e. HTML, rich text or plain text) has some effect on attachments.

Can you try to send the message in plain text format, for example?

There is also an Exchange setting for "Remote Domains" (organizational level) where you can adjust the format of messages sent.

http://technet.microsoft.com/en-us/library/aa996309(v=exchg.150).aspx

In E2K13, I think that should be under "Organization".

I can't seam to find it, but I will try to send a message as plain text.

Hi Lars Mortensen,   Since not receiving attachments in emails could be caused by several reasons, we need more investigation for troubleshooting.  

1.Does it work via OWA?

2.Does the sent out of the house mean send outbound messages, if so, how about internal and inbound mail flow?

3.Check the Max message size on your Hub server, and make comparison of the size of problematic emails?

4.Did the issue happen on certain recipients, I mean, did they on the same Mailbox Database? And send a test email without or with a small size attachment, see if the problematic recipients can receive?

5.Did you receive any reports or error messages?

6.Use the Get-Sendconnector to check the configuration.   Regards, Rebecca

1: No

2: Inbound and Internal no problem, only outbound to external recipients.

3: Not over any limits

4: 2 different recipients did not get the file, while 1 other did, same mail. Attached file is on around 30KB

5: No

6: Not sure what to look for.

An maybe important note is that the server is configured in hybrid with Office365.

Could I use Office365 as a smarthost?

Regards, and thank you all for your answers.

Lars.


  • Edited by nOrphf 3 hours 3 minutes ago
September 30th, 2013 8:46pm

I do agree with you, but it started after I upgraded to Server 2013

EDIT I answered wrong I regards with smarthost, I do not use a smarthost.

I have changed my answer in the original post.

  • Edited by nOrphf 2 hours 54 minutes ago
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October 2nd, 2013 3:44am

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