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Mark,

On 8/5/12 6:16 PM, Mark Eggers wrote:
> This system currently does not have nonlocal mail capabilities.

Do you mean that you can only connect to localhost:25 or that you can
(and must) connect to Gmail in order to send email to non-local
destinations? I suspect you mean the latter.

> The only other applications at this point (Icinga, Redmine) talk to
> a GMail service account directly.
> 
> I'm really at a tipping point here - configure postfix to forward 
> nonlocal mail to GMail using the service account, or configure
> (another) direct connection.

Direct-connect isn't too bad, though it might be nice to have postfix
doing the queuing (and re-trying) for you locally.

> Just to get things running, I'm thinking of using the direct
> connection and defining all of the parameters in a Resource element
> in context.xml.
> 
> I understand from the documentation that I can define the host name
> with the attribute mail.smtp.host.
> 
> Will translating the other properties I need to send mail via GMail
> to attributes work (port, password, auth, and so on)? The other
> mechanism is to set these in CATALINA_OPTS. The latter makes these
> values more easily accessible (casual ps command for example).

See the JNDI Resources HOWTO:
http://tomcat.apache.org/tomcat-7.0-doc/jndi-resources-howto.html

Specifically, there is this passage under "Configure Tomcat's Resource
Factory" (the one for "mail/Session"... there are like 5 of those
titles in the JNDI HOWTO but only one for SMTP):

"
Additional resource attributes and values will be converted to
properties and values and passed to
javax.mail.Session.getInstance(java.util.Properties) as part of the
java.util.Properties collection. In addition to the properties defined
in Annex A of the JavaMail specification, individual providers may
also support additional properties like password.
"

You can find big lists of properties that can you set in the following
locations:

http://java.sun.com/products/javamail/javadocs/javax/mail/package-summary.html
http://javamail.kenai.com/nonav/javadocs/com/sun/mail/smtp/package-summary.html
http://java.sun.com/products/javamail/javadocs/javax/mail/internet/package-summary.html

> I suppose it's time to set up postfix.

Not a terrible idea, though not strictly necessary.

- -chris
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