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Problem with SMTP and IMAP

Posted on 2013-06-27
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Last Modified: 2014-11-12
Hi,

I have a problem to get emails Gmail and other external emails with IMAP (port 993) and smtp (port 465).

We are using Windows live and Outlook email clients. The network configuration is:

Clients behind ISA 2006 server, connected by Cisco switch 3560. The Isa server has to IPs internal and external connected to ADSL modem (Cisco Router 2901). Network map is attcahed

When I try to connect directly to the modem the email works perfectly, I can receive and send. But when connect to the Internet through ISA I get the error:

Your IMAP command could not be sent to the server, due to non-network errors. This could, for example, indicate a lack of memory on your system.

Configuration:
   Account: Gmail (xxxxxxx)
   Server: imap.gmail.com
   User name: xxxxxxxxx@gmail.com
   Protocol: IMAP
   Port: 993
   Secure(SSL): 1
   Code: 800ccc0d

Actually the emails are OK before changes to the network and installing the new switch Cisco 3560 and Government router.

From where should I start to identify the problem? Is it form ISA server or Cisco switch that close the ports 993 and 465???
network.png
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Question by:Alqalam
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Expert Comment

by:Qlemo
ID: 39288030
Unless the switch acts as a VLAN router (L3 switch), only ISA can be the culprit. I would try and see if the ISA logs tell you something.
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Accepted Solution

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Alqalam earned 0 total points
ID: 39295573
Thank you Qlemo for your response.

Actually the IMAP and SMTP didn't work with any ports even the default ports 25 and 143.
After searching I found a solution by installing ISA firewall client on the PC that using outlook. I tried it and it works.

Our network configuration is the reason. The gateway for the client PC is the main switch not the ISA. and the gateway for the main switch is the government router. There are some used application here that need the connection be to the router not to the ISA.  For the Internet Browsing we enter the proxy in the browser setting. But that is not successful to make the email client run emails. It only works after install ISA firewall client and enable outlook on ISA 2006.

Are they any other solution instead of installing ISA firewall client??


Here are some useful links for those who want to know more:

1. Internal Client Concepts in ISA Server 2006
     http://technet.microsoft.com/library/bb794762.aspx

2. Automatic Detection Concepts in ISA Server 2006
    http://technet.microsoft.com/library/bb794779.aspx

3. Understanding and installing ISA Firewall Clients
    http://www.isaserver.org/articles-tutorials/configuration-security/Understanding_and_installing_ISA_Firewall_Clients.html
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Author Closing Comment

by:Alqalam
ID: 39305119
I search the web for a solution and I find out some useful info.
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