FYI: This is the article I meant to reference for Telnet although both have the steps this one is easier to follow. http://support.microsoft.com/kb/323350
From: Dahl, Peter [mailto:peter.d...@yum.com] Sent: Wednesday, April 01, 2009 9:15 AM To: MS-Exchange Admin Issues Subject: RE: Item could not be opened error - Items stuck in queue If this is only affecting one user then I would try another approach. · Is this client’s PC up to date on Windows security patches? Anti-Virus definitions? I would recommend a full system scan to ensure that the computer is not infected. · Create a new Outlook profile for that client and see if the problem still exists. · Have the client try using Outlook from another computer to see if the problem follows the account or if it is specific to his/her PC. · Have the client connect using OWA to rule out Outlook client issues. Since other people in your organization are able to send to the external recipient that is failing for the one client I would follow these troubleshooting steps to determine the root cause. · Verify that the client is using the correct smtp address for the external recipient · Again Telnet (http://support.microsoft.com/kb/153119) is a great test to determine if you can send from your mail server to the recipient mail server. You could try one message from a sender that is able to send successfully then try another test from the sender who cannot to see if the response from the recipient server is different. (For example their spam filter could be silently blocking mail from that sender address) · Check SMTP logs to determine what is causing the message to timeout – you may have to enable and/or increase the protocol logging on your SMTP Virtual Server in Exchange Considering this is only affecting one user it is less likely that there is a problem with the Exchange server but I still recommend running Exchange Best Practices Analyzer on the server. Good luck and I hope that one of these steps will help you identify the root cause. Peter Dahl. From: Chris Larson [mailto:chr...@xp.etowns.net] Sent: Tuesday, March 31, 2009 3:11 PM To: MS-Exchange Admin Issues Subject: Re: Item could not be opened error - Items stuck in queue The ones that are stuck in the queue are going to external users. There are no issues with other people sending to the same external user. It mainly affects one user and I don't think that there is an attempt to contact the other server. I thought that there may have been some database corruption, but eseutil /k & /g check didn't show anything. ----- Original Message ----- From: "Peter Dahl" <peter.d...@yum.com> To: "MS-Exchange Admin Issues" <exchangelist@lyris.sunbelt-software.com> Sent: Tuesday, March 31, 2009 4:05:36 PM GMT -06:00 US/Canada Central Subject: RE: Item could not be opened error - Items stuck in queue The fact that Outlook for your clients is going to a Not Responding state for 30 minutes to 2 hours is what prompted the advice on checking server performance logs. On the messages getting stuck in the queue on Exchange, are they going to internal or external recipients or both? Are they all for the same domain or different domains? Can you successfully telnet from the Exchange server to the recipient mail server? From: Chris Larson [mailto:chr...@xp.etowns.net] Sent: Tuesday, March 31, 2009 12:16 PM To: MS-Exchange Admin Issues Subject: Re: Item could not be opened error - Items stuck in queue Both systems are exchange 2003. I'm not sure that it is a bottleneck issue as the messages never go out and eventually NDR with a 4.4.7. ----- Original Message ----- From: "Peter Dahl" <peter.d...@yum.com> To: "MS-Exchange Admin Issues" <exchangelist@lyris.sunbelt-software.com> Sent: Tuesday, March 31, 2009 12:55:27 PM GMT -06:00 US/Canada Central Subject: RE: Item could not be opened error - Items stuck in queue 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<http://technet.microsoft.com/en-us/library/aa997270%28EXCHG.65%29.aspx> Exchange Server 2003 Performance: Ten Things to Think About http://technet.microsoft.com/en-us/library/aa996023(EXCHG.65).aspx<http://technet.microsoft.com/en-us/library/aa996023%28EXCHG.65%29.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:chr...@xp.etowns.net] 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" <chr...@xp.etowns.net> To: "MS-Exchange Admin Issues" <exchangelist@lyris.sunbelt-software.com> 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 DISCLAIMER: This communication is confidential and may be legally privileged. 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