You have multiple symptoms that may or may not be related. I would start by 
running the Exchange Best Practices Analyzer to verify if the Exchange server 
configuration is as you expect.  I would also gather performance log data to 
determine where the bottleneck is occurring.  I am not sure what version of 
Exchange you are running but these links may be helpful.

Exchange 2003 Performance Troubleshooting Document:
http://technet.microsoft.com/en-us/library/aa997270(EXCHG.65).aspx
Exchange Server 2003 Performance: Ten Things to Think About
http://technet.microsoft.com/en-us/library/aa996023(EXCHG.65).aspx

Exchange 2007 Performance Counters and Thresholds
http://msexchangeteam.com/archive/2008/07/01/449113.aspx
Performance Issues - Applies to: Exchange Server 2007 SP1, Exchange Server 2007
http://technet.microsoft.com/en-us/library/bb397229.aspx



From: Chris Larson [mailto:[email protected]]
Sent: Tuesday, March 31, 2009 10:47 AM
To: MS-Exchange Admin Issues
Subject: Re: Item could not be opened error - Items stuck in queue

Also I ran eseutil /k and /g on all of the stores and everything seems to be 
okay.

----- Original Message -----
From: "Chris Larson" <[email protected]>
To: "MS-Exchange Admin Issues" <[email protected]>
Sent: Tuesday, March 31, 2009 9:42:05 AM GMT -06:00 US/Canada Central
Subject: Item could not be opened error - Items stuck in queue
Hi,

We have two exchange systems and we have an issue where certain e-mail are 
stuck at a retry status in our connector queue. These items will show numerous 
retries, but I can't see anything other that the message that the "Item could 
not be opened" down in the bottom of the queue viewer.

There is also an issue with the users systems being very slow. Especially in 
the morning. Outlook will be at a "Not Responding" status for 30 to 120 minutes.

I have spent a lot of time trying to troubleshoot this and frankly everyone is 
pretty ticked off at this point.

System setup.

Exchange server #1:

Runs fetchmail scripts to pull in mail from POP3 accounts at ISP and delivers 
to local SMTP for distribution
Hosts account that we use to archive a copy of all e-mails from all accounts.
Public folders stored here

Exchange server #2

All user accounts hosted on this server - copies of all e-mail are sent to 
account on serer #1
All clients running Outlook 2007









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