POP3 Outlook 2002 and Zimbra Open Source

[CommandoHoang]

Hello,

I installed Zimbra Open Source 4.0. It works fine using web interface. But it keeps displaying the user/password window when I use Microsoft Outlook 2002 (POP3) to send/receive.

Does Zimbra Open Source support POP3 Outlook 2002?

Please let me know.

Thanks.

[czaveri]

Yes, it does.

The username/password prompt can come up due to several reasons:
1. Username or Password is wrong
2. You haven't configured Outlook properly for the relevant account.

a) Your server is configured to accept SSL connections only and you are not connecting using SSL
b) Vice versa
c) The MTA Global settings are set in a way that you will not be authenticated.

Most common reason is 2.a

What settings have you used to connect to your POP server?

[CommandoHoang]

Thanks Czaveri.

I configured outlook to get email using SSL and it passed that user/password window. However, I cannot receive/send email. When I send from outlook, there is an email comming back with "Relay..." message.

Please help.

Thanks.

[czaveri]

I am thinking that the message is something like "Relay access denied". Am I right?

If it is so, again, there can be a few reasons.

Best is, search the forums for "Relay Access Denied", because this topic has been discussed a number of times and you will be pleased by the depth in which people have already discussed it.

If none of these help you, please do post back.

(For starting, the tip is: create another user in Zimbra and send email from one user to another user both of which are in the same instance of Zimbra. Thing to notice is whether the email is transmitted or it also returns back with error).

[CommandoHoang]

Hello Czaveri,

Thanks for your time. I really appreciate it.

You are right the message is:

Your message did not reach some or all of the intended recipients.

Subject: test
Sent: 10/16/2006 7:03 PM

The following recipient(s) could not be reached:

'Hoang Nguyen' on 10/16/2006 7:03 PM
554 <dhnguyens@gmail.com>: Relay access denied

I will work on your suggestion. Thanks.

[CommandoHoang]

I finally get it to work. Here is what I have done:

1. add my ip to mynetworks in /opt/zimbra/postfix/conf/main.cf
2. do postfix reload

Thanks to Czaveri.

[czaveri]

Originally Posted by CommandoHoang

I finally get it to work. Here is what I have done:

1. add my ip to mynetworks in /opt/zimbra/postfix/conf/main.cf
2. do postfix reload

Thanks to Czaveri.

Congratulations! and thanks for posting about your success!

[CommandoHoang]

The other problem that I have is Cert Warning. Everytime I open outlook, I see this warning message.

The server you are connected to is using a security certificate that could not be verified.

A certificate chain processed correctly, but terminated in a root certificate which is not trusted by the trust provider.

Do you want to continue using this server?

Is there any way we can set on the server or client so that the user only need to accept once?

Thanks.

[mariotre]

I don't know if I should continue on this thread or start up a new thread but I have a similar problem using Outlook 2007 Beta.

It keeps displaying the user/password window when I use Microsoft Outlook and I verified most of the obvious reasons:

The username/password prompt can come up due to several reasons:
1. Username or Password is wrong
2. You haven't configured Outlook properly for the relevant account.

<<< I checked that and I'm sure this is not the issue >>>

a) Your server is configured to accept SSL connections only and you are not connecting using SSL
b) Vice versa
c) The MTA Global settings are set in a way that you will not be authenticated.

<<< 2a/b. I checked that and I'm sure this is not the issue >>>
<<< I'm not using SSL and zimbra is not configured to use SSL >>>
<<< Not sure about 2c. How can I check that? >>>

What settings have you used to connect to your POP server?

In Outlook:
Require Logon using Secure Password Authentication (SPA) is not set.
Outgoing Server:
My outgoing server (SMTP) requires authentication is checked
--- use same settings as my incoming mail server is checked
Log on to incoming server before sending mail : not checked

Advanced:
Incoming server (POP3) port : 110
--- This server requires an encrypted connection (SSL) : Not checked
Outgoing server (SMTP) port : 25
--- Not encrypted connection

[czaveri]

MTA, POP, IMAP and Zimbra are different things.

MTA might require you to use TLS and yet you would have configured Zimbra UI not to use it.

In the Admin Console of the Zimbra Instance, check if the MTA is configured to use TLS or not.

Here's where you should check:

1. Admin Console -> Global Settings -> MTA -> TLS authentication only

2. Admin Console -> Servers -> host.yourdomain.com -> MTA -> TLS authentication only

You should check the above if you are facing problems while "Sending" email. However, if you are facing problems while receiving emails, You should check the POP and/or IMAP tabs for Global and Server Settings.

For example, if you have TLS enabled for MTA and you face problems while sending email, you need to check that you have enabled TLS/SSL in your mail client. In your case, Outlook.