Cannot send mail through VPN

All the clients on the local network can use smtp.mydomain.com to send mail. If they try remotely connected through the VPN it times out with mail server may be too busy. There are no restrictions for users using the IP addresses given by the server including the VPN clients. Also the VPN client has use VPN for all traffic turned on. Tried different methods of authentication for sending mail and get the same error.
Can anyone help?
TIA
Jeremiah

Thank you so much for your help. Yes it seems to.....where do I go from there? The first is connected to VPN the second is not.
; <<>> DiG 9.4.2-P1 <<>> smtp.XXXXXXX.com
;; global options: printcmd
;; Got answer:
;; ->>HEADER<<- opcode: QUERY, status: NXDOMAIN, id: 43733
;; flags: qr aa rd ra; QUERY: 1, ANSWER: 0, AUTHORITY: 1, ADDITIONAL: 0
;; QUESTION SECTION:
;smtp.XXXXXXX.com. IN A
;; AUTHORITY SECTION:
XXXXXXX.com. 3600 IN SOA server.XXXXXXX.com. admin.example.com. 2008082417 10800 3600 604800 3600
;; Query time: 21 msec
;; SERVER: 192.168.2.1#53(192.168.2.1)
;; WHEN: Mon Aug 25 12:57:04 2008
;; MSG SIZE rcvd: 96
XXXXXXX-XXXXXXX-computer:~ XXXXXXX$ dig smtp.XXXXXXX.com
; <<>> DiG 9.4.2-P1 <<>> smtp.XXXXXXX.com
;; global options: printcmd
;; Got answer:
;; ->>HEADER<<- opcode: QUERY, status: NXDOMAIN, id: 65519
;; flags: qr aa rd ra; QUERY: 1, ANSWER: 0, AUTHORITY: 0, ADDITIONAL: 0
;; QUESTION SECTION:
;smtp.XXXXXXX.com. IN A
;; Query time: 47 msec
;; SERVER: 10.0.1.1#53(10.0.1.1)
;; WHEN: Mon Aug 25 12:57:29 2008
;; MSG SIZE rcvd: 39
XXXXXXX-computer:~ XXXXXXX$

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