Can't Send or Receive Email from Exchange behind ASA 5510 with CSC SSM

Question

We are upgrading from a Pix 515e to a ASA 5510 with CSC SSM.  We cannot send outbound email or receive any email from the outside world. I have placed a call with Cisco Support with no luck. Here is a copy of my config:  Any Help would be appreciated.
show config
: Saved
: Written by enable_15 at 07:17:44.760 CST Wed Jan 18 2012
ASA Version 8.4(3)
names
interface Ethernet0/0
nameif outside
security-level 0
ip address 216.XXX.XXX.XXX 255.XXX.XXX.XXX
interface Ethernet0/1
nameif inside
security-level 100
ip address 192.168.0.5 255.255.255.0
interface Ethernet0/2
shutdown
no nameif
no security-level
<--- More --->
  no ip address
interface Ethernet0/3
shutdown
no nameif
no security-level
no ip address
interface Management0/0
shutdown
nameif management
security-level 100
no ip address
management-only
boot system disk0:/asa843-k8.bin
ftp mode passive
clock timezone CST -6
clock summer-time CDT recurring
object network obj-192.168.5.0
subnet 192.168.5.0 255.255.255.0
object network obj-192.168.0.0
subnet 192.168.0.0 255.255.255.0
<--- More --->
object network obj-192.168.9.2
host 192.168.9.2
object network obj-192.168.1.65
host 192.168.1.65
object network obj-192.168.1.0
subnet 192.168.1.0 255.255.255.0
object network obj-192.168.2.0
subnet 192.168.2.0 255.255.255.0
object network obj-192.168.3.0
subnet 192.168.3.0 255.255.255.0
object network obj-192.168.6.0
subnet 192.168.6.0 255.255.255.0
object network obj-192.168.8.0
subnet 192.168.8.0 255.255.255.0
object-group service DM_INLINE_TCP_1 tcp
port-object eq ftp
port-object eq www
port-object eq pop3
port-object eq smtp
object-group network Red-Condor
description Email Filtering
network-object host 66.234.112.69
network-object host 66.234.112.89
object-group service NetLink tcp
<--- More --->
  port-object eq 36001
object-group network AECSouth
network-object 192.168.11.0 255.255.255.0
object-group service Email_Filter tcp-udp
port-object eq 389
object-group protocol TCPUDP
protocol-object udp
protocol-object tcp
object-group service DM_INLINE_TCP_0 tcp
group-object Email_Filter
port-object eq pop3
port-object eq smtp
object-group network Exchange-Server
description Exchange Server
network-object host 192.168.1.65
access-list global_mpc extended permit tcp any any object-group DM_INLINE_TCP_1
access-list outside_access extended permit tcp any object obj-192.168.9.2
access-list outside_access extended permit icmp any any
access-list outside_access extended permit tcp any object-group Exchange-Server eq https
access-list outside_access extended permit tcp object-group Red-Condor object-group Exchange-Server eq smtp
access-list outside_access extended permit tcp object-group Red-Condor object-group Exchange-Server eq pop3
access-list outside_access extended permit object-group TCPUDP object-group Red-Condor object-group Exchange-Server object-group Email_Filter
access-list inside_access_in extended permit ip any any
access-list inside_access_in extended permit icmp any any
<--- More --->
pager lines 24
logging enable
logging console debugging
logging asdm informational
mtu outside 1500
mtu inside 1500
mtu management 1500
ip local pool vpnpool 192.168.5.1-192.168.5.254 mask 255.255.255.0
icmp unreachable rate-limit 1 burst-size 1
icmp permit any outside
icmp permit any inside
asdm image disk0:/asdm-647.bin
no asdm history enable
arp timeout 14400
object network obj-192.168.9.2
nat (inside,outside) static 216.XXX.XXX.XXX no-proxy-arp
object network obj-192.168.1.65
nat (inside,outside) static 216.XXX.XXX.XXX no-proxy-arp
object network obj-192.168.1.0
nat (inside,outside) dynamic interface
object network obj-192.168.2.0
nat (inside,outside) dynamic interface
object network obj-192.168.3.0
<--- More --->
  nat (inside,outside) dynamic interface
object network obj-192.168.6.0
nat (inside,outside) dynamic interface
object network obj-192.168.8.0
nat (inside,outside) dynamic interface
access-group outside_access in interface outside
access-group inside_access_in in interface inside
route outside 0.0.0.0 0.0.0.0 216.XXX.XXX.XXX 1
route inside 192.168.0.0 255.255.0.0 192.168.0.1 1
timeout xlate 3:00:00
timeout pat-xlate 0:00:30
timeout conn 1:00:00 half-closed 0:10:00 udp 0:02:00 icmp 0:00:02
timeout sunrpc 0:10:00 h323 0:05:00 h225 1:00:00 mgcp 0:05:00 mgcp-pat 0:05:00
timeout sip 0:30:00 sip_media 0:02:00 sip-invite 0:03:00 sip-disconnect 0:02:00
timeout sip-provisional-media 0:02:00 uauth 0:05:00 absolute
timeout tcp-proxy-reassembly 0:01:00
timeout floating-conn 0:00:00
dynamic-access-policy-record DfltAccessPolicy
aaa-server isaconn protocol radius
aaa-server isaconn (inside) host 192.168.1.9
timeout 5
key XXXXXXX
user-identity default-domain LOCAL
aaa authentication ssh console LOCAL
<--- More --->
http server enable
http 192.168.0.0 255.255.0.0 inside
no snmp-server location
no snmp-server contact
snmp-server enable traps snmp authentication linkup linkdown coldstart
crypto ipsec ikev1 transform-set ESP-AES-256-MD5 esp-aes-256 esp-md5-hmac
crypto ipsec ikev1 transform-set ESP-DES-SHA esp-des esp-sha-hmac
crypto ipsec ikev1 transform-set ESP-DES-MD5 esp-des esp-md5-hmac
crypto ipsec ikev1 transform-set ESP-AES-192-MD5 esp-aes-192 esp-md5-hmac
crypto ipsec ikev1 transform-set ESP-3DES-MD5 esp-3des esp-md5-hmac
crypto ipsec ikev1 transform-set ESP-AES-256-SHA esp-aes-256 esp-sha-hmac
crypto ipsec ikev1 transform-set ESP-AES-128-SHA esp-aes esp-sha-hmac
crypto ipsec ikev1 transform-set ESP-AES-192-SHA esp-aes-192 esp-sha-hmac
crypto ipsec ikev1 transform-set ESP-AES-128-MD5 esp-aes esp-md5-hmac
crypto ipsec ikev1 transform-set ESP-3DES-SHA esp-3des esp-sha-hmac
crypto ipsec ikev1 transform-set AEC esp-des esp-md5-hmac
crypto dynamic-map SYSTEM_DEFAULT_CRYPTO_MAP 65535 set pfs group1
crypto dynamic-map SYSTEM_DEFAULT_CRYPTO_MAP 65535 set ikev1 transform-set ESP-AES-128-SHA ESP-AES-128-MD5 ESP-AES-192-SHA ESP-AES-192-MD5 ESP-AES-256-SHA ESP-AES-256-MD5 ESP-3DES-SHA ESP-3DES-MD5 ESP-DES-SHA ESP-DES-MD5
crypto map outside_map 65535 ipsec-isakmp dynamic SYSTEM_DEFAULT_CRYPTO_MAP
crypto map outside_map interface outside
crypto ca trustpoint _SmartCallHome_ServerCA
crl configure
crypto ca server
shutdown
<--- More --->
  smtp from-address [email protected]
crypto ca certificate chain _SmartCallHome_ServerCA
certificate
  quit
crypto ikev1 enable outside
crypto ikev1 policy 10
authentication pre-share
encryption 3des
hash sha
group 2
lifetime 86400
telnet 192.168.0.0 255.255.0.0 inside
telnet timeout 5
ssh 192.168.0.0 255.255.0.0 inside
ssh timeout 5
console timeout 0
management-access inside
threat-detection basic-threat
threat-detection statistics access-list
no threat-detection statistics tcp-intercept
ntp server 208.66.175.36 source outside prefer
webvpn
username cisco password 3USUcOPFUiMCO4Jk encrypted privilege 15
<--- More --->
class-map global-class
match access-list global_mpc
class-map inspection_default
match default-inspection-traffic
policy-map type inspect dns preset_dns_map
parameters
  message-length maximum client auto
  message-length maximum 512
policy-map global_policy
class inspection_default
  inspect dns preset_dns_map
  inspect ftp
  inspect h323 h225
  inspect h323 ras
  inspect rsh
  inspect rtsp
  inspect esmtp
  inspect sqlnet
  inspect skinny 
  inspect sunrpc
  inspect xdmcp
  inspect sip 
<--- More --->
   inspect netbios
  inspect tftp
  inspect ip-options
class global-class
  csc fail-close
service-policy global_policy global
prompt hostname context
call-home reporting anonymous

Answer 1

Hello Scott,
So Exchange server ip is obj-192.168.1.65 natted to 216.x.x.x
object network obj-192.168.1.65
"nat (inside,outside) static 216.XXX.XXX.XXX no-proxy-arp"
The ACL says
access-list outside_access extended permit tcp object-group Red-Condor object-group Exchange-Server eq smtp
access-list outside_access extended permit tcp object-group Red-Condor object-group Exchange-Server eq pop3
From witch ip addresses are you trying to send traffic to the exchange server?
Please do a packet-tracer and give us the output
packet-tracer input outside tcp x.x.x.x( Outside host ip) 1025 216.x.x.x.x 25
Regards,
Julio
Rate helpful posts!!!