Relay Exim mail to google mail in Debian Linux

Sometimes its necessary to relay your mail through a third party provider. If your server environment has a dedicated sendmail server (most do), then this scenario is applicable to you. It is ideal to centralize your outgoing mail to one server so that changes, policies and configuration is located in a single place.

In this scenario, outgoing mail is relayed to google’s domain mail in an Exim mail environment. These steps are fairly straightforward and will hopefully help you to utilize google’s free mail service to send your mail.

Note that google has queuing and mass mail restrictions so if you plan on sending alot of mail this way, you will just get blocked.

    Step 1

Run dpkg-reconfigure exim4-config

1. Choose mail sent by smarthost; received via SMTP or fetchmail

2. Type System Mail Name: e.g.

3. Type IP Adresses to listen on for incoming SMTP connections:

4. Leave Other destinations for which mail is accepted blank

5. Leave Machines to relay mail for: blank

6. Type Machine handling outgoing mail for this host (smarthost):

7. Choose NO, don’t hide local mail name in outgoing mail.

8. Chose NO, don’t keep number of DNS-queries minimal (Dial-on-Demand).

9. Choose mbox

10. Choose NO, split configuration into small files

11. Mail for postmaster. Leaving blank will not cause any problems though it is not recommended

    Step 2

1. Open the file /etc/exim4/exim4.conf.template
2. Find the line .ifdef DCconfig_smarthost DCconfig_satellite and add the following in that section

If you have any other smarthost defined with “domains = ! +local_domains” remove that smarthost.

3. Find the “begin authenticators”. In that section add the following

Make sure you have no other authenticators with the same public_name (LOGIN). Comment them out if needed (Thanks Jakub for reminding me)

4. Find the comment “transport/30_exim4-config_remote_smtp_smarthost”. In that section add

    Step 3

1. Run update-exim4.conf

2. Do /etc/init.d/exim4 restart

That should be it. You can test by using the command line mail client.

Test :

Setup Up Exim with ClamAV and Spamassassin

I decided to post this article on implementing a simple single mail server with anti-spam and anti-virus capabilities.

This guide hopefully will help you on your way to configuring a basic mail system on Linux (specifically Debian).

Installing and configuring Exim 4 on Debian

1. First, install all the necessary Debian packages are on the system as the root user. (The exim4 package will REPLACE the exim package.)

NOTE: If you are using the stable branch, it is suggested to use the debian volatile packages (along with the security packages) so that your system is using the most up-to-date critical packages (like ClamAV) for security purposes. For production servers, you may not want to run a mixed stable/testing/unstable system (though I know some of you do!). To use these packages, see for more information. For those of you who are impatient and don’t want to find the correct mirror, here’s is what I added to my /etc/apt/sources.list file:

I used aptitude to install these packages, but you could also use the old apt-get method:

When going through the exim4 config, be sure to select the multiple file configuration layout. If you didn’t (or weren’t prompted for it), simply set dc_use_split_config to true in the /etc/exim4/update-exim.conf.conf file. (Thanks Mike!)

2. Create your Maildir directory

3. Now we want to make exim4 use Maildir format mailboxes. Modify the file /etc/exim4/update-exim4.conf.conf so that it contains:

4. We need to Edit /etc/default/spamassassin to enable spamd.

5. Each user can set up their own filters by creating a .forward file in their home directory. If the first line of this file reads

Here is an example of an Exim filter that checks the headers that SpamAssassin adds and puts the mail in the appropriate Maildir folder:

Exim’s Interface To Mail Filtering (PDF format) – Local copy

6. Many system administrators like to set up the Maildir directories and .forward filter file in the /etc/skel directory so that when they make a new user on the system, everything is automatically copied over. I suggest that you do this as well as it makes things easier.

7. Before going live with the mail server, we will want to test it!

Testing the implementation

1. Generate the new configuration:

If you made it through this, then your config files don’t have any syntax errors.

If that works, then there are no config issues

2. Next, start exim by issuing:

Above assumes that you are running exim4 as a daemon, and not through inetd

3. Now, check a local address:

4. Check sending an email:

You should now see some messages to let you know that the email was sent or information about what went wrong.

5. To test with full debug output using a specific config file, use something like:

6. To test the config coming from a specified ip address, use:

8. Add the following to your /etc/exim4/conf.d/main/01_exim4-config_listmacrosdefs file:

9. Edit /etc/exim4/conf.d/acl/40_exim4-config_check_data to inlude the following before the “# accept otherwise” line:

10. Then, you need to enable ClamAV.

a) Firstly, you will want to be sure that it is running against messages. In /etc/exim4/sa-exim.conf, search for SAEximRunCond:

That is simply skipping the scan on anything from the local machine or if the X-SA-Do-Not-Run header in the message is set to Yes. If you just want exim to run ClamAV on all messages, use this:

b) Before restarting ClamAV, we need to be sure that all of the access rights are in place so that the scans actually happen. The best way to handle this is to add the clamav user to the Debian-exim group. Either manually edit /etc/group, or simple run:

c) Be sure that /etc/clamav/clamd.conf contains a line that reads:

d) Set the file permissions for the /var/run/clamav directory to allow for the correct user to use it:

e) A restart of ClamAV is necessary for the changes to take effect:

11. You should now be able to get your mail via IMAP with a mail client like Mozilla.

Check your headers (View Source) and see that SpamAssassin has added its headers. SMTP-end virus scanning should also be taking place. Check your /var/log/clamav/clamav.log to monitor this.

Multiple Domain Alias Files

The steps below are used to enable support for having multiple virtual domains each with its own alias file.

1. Exim will need to have the alias files for each domain.

a) Create the /etc/exim4/virtual directory.
b) For each virtual domain, create a file that contains the aliases to be used named as the domain.

For example, if I was one of my domains, I’d do the following:

a) Create the /etc/exim4/virtual/ file.
b) If my system users were sys1, sys2, and sys3, and their email addresses were to be joe, john, jason, I’d put the following into the domain alias file:

If john was also to get all mail addressed to, you would add this entry:

If you wanted all mail to to go to another email account outside of this domain, you would enter:

If you wanted all mail directed at any address other than what is defined in the alias file to go to joe, you’d enter:

In the above examples, the “@localhost” suffix to the user names forces the delivery to a system user. I found that if you do not include this in the alias files and your machine’s host name is within one of the domains handled by exim, every system user would need an entry in the machine’s domain in order to be delivered corectly.

For instance, if your host name was and was handled by this server this would be needed. This would allow delivery to all the system user names at

The reason is simple, and I will try to illustrate it for you here:

a) exim receives a message delivered to
b) The alias file for this domain has joe.blow: jblow in it.
c) This would translate to jblow@domain-of-the-system
d) The process would be repeated using jblow@domain-of-the-system
e) If there was no entry in the domain-of-the-system alias file for jblow, the message would be undeliverable (or non-routable)

You could even have special redirects like the following:

2. Edit /etc/exim4/conf.d/main/01_exim4-config_listmacrosdefs by replacing the current local_domains line with:

3. Create /etc/exim4/conf.d/router/350_exim4-config_vdom_aliases with the following content:

4. Now, regenerate your exim4 config:

5. If there were no errors, restart exim4:

Domain Dependent Maximum Message Size

The next step for my server is to give each domain a configurable message size limit. Then, when the server get’s a message that is larger than the target domain’s size limit, I want to send a message back to the original sender telling them why the message was not delivered. However, I also want to have that message customized for each domain. That way, the domain owners can provide detailed instructions on how to send large messages to their domain if it is necessary. Of course, there will also need to be some kind of default size limit and message for domains that do not need the customization.

1. Create /etc/exim4/domain-size-limits to contain the list of domains and their maximum message size limits. You can also add a wildcard at the end entry if you want to set a default limit. The file may look something like the following:

This provides you a quick way to edit the values. The values will also take effect as soon as the file is saved – no need to restart exim!

2. OK, now we know what domains we want to customize the size for. Now it’s time to create a message to send for those domains. Create /etc/exim4/domain-size-limit-messages with content similar to:

As you see, we have one domain that has a custom message sent out, and have defined a default message for all other domains. These messages can be edited at any time and do not need an exim restart to take effect.

3. Now for the fun part! We need a way to catch the messages that are too large for the domain! First, create /etc/exim4/conf.d/router/325_exim4-config_large_messages with the following:

This router dynamically checks which domains are available and what their limits are set to.

4. Now create /etc/exim4/conf.d/transport/40_exim4-config_bounce_large_messages with the following content:

This transport then sends the original sender a message using the text looked up from the domain-size-limit-messages file for that domain. The From: field is filled in with the intended recipient of the message – appearing to be a reply.

This was actually very simple to put together once I realized what I needed to do. The above is based on what I found in the Exim FAQ

Configuration Tips

Maybe this is something I should have said in the beginning, but at the time or writing this document, I had never set up an exim4 server, and the only exim3 server I had was used with the default debconf install. Therefore, if you see something on this page that could be done in a more elegant, more efficient or just plain better way, please send me a note.