tablet        smtp1       smtp2       guard      smtp3
-------       -------       -------       -------      -------
|      |       |      |       |      |      |      |      |      |
|     1|--->|1   2|--->|1   2|--->|1   2|--->|1    |
-------       -------       -------       -------      -------
config are below my email....


My issue;

If i send mail locally on smtp1 via interface 1 my mail is
delivered from smtp1 interface 1 all the way over to
smtp3 interface 1 and can be viewed locally on smtp3.

BUT

If i am on a tablet or any other machine that is connected prior
to smtp1 my message ends up in the queue folder on smtp1.

My packet traces show me that the entire mail message is making
it into smtp1 interface 1 but nothing is happening after that.

I am not sure why mail created on smtp1 can be delivered all the
way to smtp3 but not mail created on a tablet one hop before smtp1.

All of these servers are behind a cluster of multiple firewalls and nothing
from the outside world could ever connect to the smtp servers.

All of the smtp servers are Win2003 server running IIS with smtp
server service.

All of the smtp servers are set up with fully qualified domain
names and relaying is allowed.

What do i need to add to the smtp1 relay that will allow me to
pass email from machines connected on the outside of smtp1 to
smtp3?

Thank you,
Manuel

tablet
inerface 1
192.168.226.2
255.255.255.0
192.168.226.100

smtp1			smtp1
interface1			interface2
192.168.226.100		192.168.227.101
255.255.255.0		255.255.255.0
smarthost
[192.168.224.200]

smtp2			smtp2
interface1			interface2
192.168.224.200		10.10.10.12
255.255.255.0		255.255.255.0
smarthost
[10.10.10.12]

guard
interface1			interface2
10.10.10.12		10.10.20.22
255.255.255.0		255.255.255.0

smtp3
interface1
10.10.20.21
255.255.255.0
smarthost
[10.10.20.22]

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