[Last Call] Learn how to a build a cloud-first strategyRegister Now

x
  • Status: Solved
  • Priority: Medium
  • Security: Public
  • Views: 449
  • Last Modified:

The magically blocked PDF

This just started about six weeks ago.

Incomming mail arrives fine.
Outgoing mail is delivered fine, unless it contains a PDF attachment, and only if that PDF attachment is 2MB+ in size.  Should this 2MB attachment be split into two 1MB attachments, and sent one at a time, both arrive fine.

There are no send or receive limits set for Exchange.

These 2MB+ PDF messages just sit in the queue.  We first noticed this after 5 days had passed.

After a reboot, they are sent out and delivered as intended.  For a period everything works fine, then some random time later (few days to a week, no definate trigger,) process starts over again.  2MB+ of other files can get sent fine, PDFs 2MB+ sit in queue.  Reboot, delivered, rinse and repeat.  No significant errors being reported with OS, Exchange, DNS, AV.

Any ideas?
0
olivejar
Asked:
olivejar
1 Solution
 
ksharma4Commented:
Check the size of the mail being sent from ur exchange server.
0
 
kupzpennyCommented:
What kind of Firewall do you have?
Check this link. It looks like you firewall is interfering with the delivery.
http://www.experts-exchange.com/Networking/Email_Groupware/Exchange_Server/Q_21529275.html?query=PDF+stuck+on+exchange+queue&clearTAFilter=true

0
 
ksharma4Commented:
it should not be the firewall because user is saying that it is stuck in the smtp queue (Please tell me if i understand it incorrectly). It is not even going from exchange to firewall

Thanks
0
Transaction-level recovery for Oracle database

Veeam Explore for Oracle delivers low RTOs and RPOs with agentless transaction log backup and transaction-level recovery of Oracle databases. You can restore the database to a precise point in time, even to a specific transaction.

 
olivejarAuthor Commented:
kupzpenny:

that is close, and gives me something to go on.  It's a watchguard firewall (x15 to be exact.)

That persons are being sent and resent.  In my case, some with PDFs are not being sent at all.  On the firewall, it's a lower model, so there are no proxys... it's simple port forwarding, so I am thinking that SMTP commands are not being filtered out.  In any case, I am also going to bother Watchguard with this now too.

ksharma4:  I do not think it is the firewall either, as there is no proxy/filter, and only port forwarding.  But, this would not be the first time I've encountered a Watchguard product fighting with another product/application.  If the firewall is playing with the SMTP commands, i can imagine Exchange thinking "ok, that didn't go so well. I will try to redeliver again later."

But I am not so sure it is the firewall anyway.  At one of their machines, I send three email to one of my accounts.  1) "Hello" 2) "hello" with 1MB PDF, and 3) "hello" with 2MB PDF.  #1 and #2 are delivered to me fine.  #3 sits in the Exchange queue until a reboot occurs.  Even "force connection" does nothing until rebooted.
0
 
olivejarAuthor Commented:
Made some headway, but not much.

took the firewall out of the loop.
attempted to send the PDF in question again.
Hits and sits in exchange queue.
1 hour passes and nothing.
"Force connection" and delivers as intended.

took the firewall out, so it's not the firewall.
AV? sure maybe, but 1) pdf is not a blocked extension, 2) sends fine when "force connection"
0
 
olivejarAuthor Commented:
Mcafee has a --feature-- for real-time scanning. Something about blocking large traffic over port 25, as it could be a worm.

disabled that and all is well.
0
 
CetusMODCommented:
PAQed with points refunded (500)

CetusMOD
Community Support Moderator
0

Featured Post

Get your Disaster Recovery as a Service basics

Disaster Recovery as a Service is one go-to solution that revolutionizes DR planning. Implementing DRaaS could be an efficient process, easily accessible to non-DR experts. Learn about monitoring, testing, executing failovers and failbacks to ensure a "healthy" DR environment.

Tackle projects and never again get stuck behind a technical roadblock.
Join Now