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Pix 501 to Email Server Config Help Needed 1

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cisconewbee

cisconewbee

Programmer
Dec 1, 2004
18
US
Hi,
I have a web server and a sendmail/pop3s based email server behind a PIX 501 with one external IP. I have a problem with the email server. When a user tries to download theiremail using Outlook, the pop3s server cannot be reached.They can send outbound email just fine. I have the Outlook client configured to contact the POP server on Port 995. Tests inside the network are successful. (I can download and send email on any machine on the 192.168.1.x network)

Outlook error:
Task 'mail.mydomain.com - Receiving' reported error (0x800CCC0F) : 'The connection to the server was interrupted. If this problem continues, contact your server administrator or Internet service provider (ISP).'

Ping and tracert are both successful from the PC, so DNS is OK.

Pix Config:
interface ethernet0 auto
interface ethernet1 100full
nameif ethernet0 outside security0
nameif ethernet1 inside security100
enable password xxxxxxxxxxxxx encrypted
passwd xxxxxxxxxxxxx encrypted
hostname pixxxxxxxxxx
fixup protocol dns maximum-length 512
fixup protocol ftp 21
fixup protocol h323 h225 1720
fixup protocol h323 ras 1718-1719
fixup protocol http 80
fixup protocol rsh 514
fixup protocol rtsp 554
fixup protocol sip 5060
fixup protocol sip udp 5060
fixup protocol skinny 2000
fixup protocol smtp 25
fixup protocol sqlnet 1521
fixup protocol tftp 69
names
access-list 101 permit tcp any host x.x.6.39 eq smtp
access-list 101 permit tcp any host x.x.6.39 eq http
access-list 101 permit tcp any host x.x.6.39 eq www
access-list 101 permit tcp any host x.x.6.39 eq https
access-list 101 permit tcp any host x.x.6.39 eq pop3
access-list 101 permit tcp any host x.x.6.39 eq ftp
access-list 101 permit tcp any any eq 443
access-list 101 permit tcp any host x.x.6.39 eq 995
pager lines 24
logging on
logging timestamp
logging standby
logging trap notifications
logging facility 19
logging host inside 192.168.1.11
mtu outside 1500
mtu inside 1500
ip address outside x.x.6.39 255.255.255.0
ip address inside 192.168.1.1 255.255.255.0
ip audit info action alarm
ip audit attack action alarm
pdm logging informational 100
pdm history enable
arp timeout 14400
global (outside) 1 interface
nat (inside) 1 0.0.0.0 0.0.0.0 0 0
static (inside,outside) tcp x.x.6.39 smtp 192.168.1.11 smtp netmask 255.255.255.255 0 0
static (inside,outside) tcp x.x.6.39 pop3 192.168.1.11 pop3 netmask 255.255.255.255 0 0
static (inside,outside) tcp x.x.6.39 995 192.168.1.11 995 netmask 255.255.255.255 0 0
static (inside,outside) tcp x.x.6.39 http 192.168.1.54 http netmask 255.255.255.255 0 0
static (inside,outside) tcp x.x.6.39 https 192.168.1.54 https netmask 255.255.255.255 0 0
static (inside,outside) tcp x.x.6.39 255.255.255.255 0 0
static (inside,outside) tcp x.x.6.39 ftp 192.168.1.54 ftp netmask 255.255.255.255 0 0
access-group 101 in interface outside
route outside 0.0.0.0 0.0.0.0 x.x.6.1 1
timeout xlate 0:05:00
timeout conn 1:00:00 half-closed 0:10:00 udp 0:02:00 rpc 0:10:00 h225 1:00:00
timeout h323 0:05:00 mgcp 0:05:00 sip 0:30:00 sip_media 0:02:00
timeout uauth 0:05:00 absolute
aaa-server TACACS+ protocol tacacs+
aaa-server RADIUS protocol radius
aaa-server LOCAL protocol local
http server enable
http 192.168.1.0 255.255.255.0 inside
no snmp-server location
no snmp-server contact
snmp-server community public
no snmp-server enable traps
floodguard enable
telnet timeout 5
ssh timeout 5
console timeout 0
dhcpd address 192.168.1.100-192.168.1.249 inside
dhcpd dns x.x.x.200 x.x.x.202
dhcpd lease 3600
dhcpd ping_timeout 750
dhcpd enable inside
terminal width 80
 
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I seem to recall a sendmail bug that enterprets a <CR><LF> as <CR> and never gets the rest of the mail or something, are you running version 6.3(4) on your pix if not try upgrading ?

Jan


Network Systems Engineer
CCNA/CQS/CCSP/Infosec
 
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Also, I did testing inside the same subnet and the mail download is successful. So my conclusion is that it's not sendmail related. The only other variables are the Outlook config and the PIX.
 
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Ya, well....the bug is a combination of sendmail and the pix. So try to uograde unless of course you already are running 6.3(3) minimum.

Jan


Network Systems Engineer
CCNA/CQS/CCSP/Infosec
 
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sho version
Cisco PIX Firewall Version 6.3(3)
Cisco PIX Device Manager Version 3.0(1)

I'll try an upgrade to sendmail 8.13.2 and post results
 
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Hmm, shouldn't really be a problem. Maybe sendmail is configured for esmtp ? can you even do that ? cause then you will need to do "no fixup protocol smtp 25" on the pix.

Jan


Network Systems Engineer
CCNA/CQS/CCSP/Infosec
 
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I did:
no fixup protocol smtp 25

and then telnet to port 25 and the banner says ESMTP.

Good call! However, the Outlook client is still returning the same error. One interesting thing I discovered is that I can only telnet to port 25 using the IP address. But if I do an nslookup, mail.mydomain.com and pop.mydomain.com do resolve.

Any ideas?
 
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I just looked at your statics and seem to remember something about using the outside interface ip address for port nat'ing making problems, try changing your statics to "interface" instead of putting the ip address of the pix in the static like i have done below, of course you have to remove them first.

static (inside,outside) tcp interface smtp 192.168.1.11 smtp netmask 255.255.255.255 0 0
static (inside,outside) tcp interface pop3 192.168.1.11 pop3 netmask 255.255.255.255 0 0
static (inside,outside) tcp interface 995 192.168.1.11 995 netmask 255.255.255.255 0 0
static (inside,outside) tcp interface http 192.168.1.54 http netmask 255.255.255.255 0 0
static (inside,outside) tcp interface https 192.168.1.54 https netmask 255.255.255.255 0 0
static (inside,outside) tcp interface 255.255.255.255 0 0
static (inside,outside) tcp interface ftp 192.168.1.54 ftp netmask 255.255.255.255 0 0

Jan


Network Systems Engineer
CCNA/CQS/CCSP/Infosec
 
Upvote 0 Downvote
Thanks for all of your help. I am able to get the Outlook client to pull down mail now. I did two things:
1. did the no fix up on smtp port 25
2. added some ICMP echo statements

I will look at your latest recommendation to see if that further stabilizes the config.
 
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Hi cisconewbee,

I have a similar problem, can you post the ICMP echo statements you added.

Thanks.
 
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I am out of the office all week due to personal circumstances.
If you can wait until next week, I would be glad to help you out
 
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Sorry for the big delay, here you go:

For PIX Version 6.3(3):
(note, I am using secure POP3)

interface ethernet0 auto
interface ethernet1 100full
nameif ethernet0 outside security0
nameif ethernet1 inside security100
enable password xxx encrypted
passwd xxx encrypted
hostname pixfirewall
domain-name mydomainx.com
fixup protocol dns maximum-length 512
fixup protocol ftp 21
fixup protocol h323 h225 1720
fixup protocol h323 ras 1718-1719
fixup protocol http 80
fixup protocol rsh 514
fixup protocol rtsp 554
fixup protocol sip 5060
fixup protocol sip udp 5060
fixup protocol skinny 2000
no fixup protocol smtp 25
fixup protocol sqlnet 1521
fixup protocol tftp 69
names
access-list 101 permit tcp any host [insert your pix IP here] eq smtp
access-list 101 permit tcp any host [insert your pix IP here] eq www
access-list 101 permit tcp any host [insert your pix IP here] eq https
access-list 101 permit tcp any host [insert your pix IP here] eq pop3
access-list 101 permit tcp any host [insert your pix IP here] eq ftp
access-list 101 permit tcp any any eq https
access-list 101 permit tcp any host [insert your pix IP here] eq 995
access-list 101 permit icmp any any echo-reply
access-list 101 permit icmp any any time-exceeded
access-list 101 permit icmp any any unreachable
access-list 101 permit icmp any host [insert your mail server IP here] echo
access-group 101 in interface outside
pager lines 24
logging on
logging buffered errors
logging trap notifications
logging host inside [insert your mail server IP here]
icmp permit [insert your gateway router IP here, with last octet = .0] 255.255.255.0 echo outside
mtu outside 1500
mtu inside 1500
ip address outside [insert your pix IP here] 255.255.255.0
ip address inside 192.168.1.1 255.255.255.0
ip audit info action alarm
ip audit attack action alarm
pdm location [insert your mail server IP here] 255.255.255.255 inside
static (inside,outside) tcp [insert your pix IP here] https [insert your IP here] https netmask 255.255.255.255 0 0
static (inside,outside) tcp [insert your pix IP here] www [insert your IP here] 255.255.255.255 0 0
static (inside,outside) tcp [insert your pix IP here] ftp [insert your mail server IP here] ftp netmask 255.255.255.255 0 0
static (inside,outside) tcp [insert your pix IP here] pop3 [[insert your mail server IP here] pop3 netmask 255.255.255.255 0 0
static (inside,outside) tcp [insert your pix IP here] 995 [insert your mail server IP here] 995 netmask 255.255.255.255 0 0
access-group 101 in interface outside
route outside 0.0.0.0 0.0.0.0 [insert your gateway router IP here] 1
timeout xlate 0:05:00
timeout conn 1:00:00 half-closed 0:10:00 udp 0:02:00 rpc 0:10:00 h225 1:00:00
timeout h323 0:05:00 mgcp 0:05:00 sip 0:30:00 sip_media 0:02:00
timeout uauth 0:05:00 absolute
aaa-server TACACS+ protocol tacacs+
aaa-server RADIUS protocol radius
aaa-server LOCAL protocol local
http server enable
http 192.168.1.0 255.255.255.0 inside
no snmp-server location
no snmp-server contact
snmp-server community public
no snmp-server enable traps
floodguard enable
telnet timeout 5
ssh timeout 5
console timeout 0
dhcpd address 192.168.1.100-192.168.1.249 inside
dhcpd dns [insert your DNS server IPs here]
dhcpd lease 3600
dhcpd ping_timeout 750
dhcpd enable inside
terminal width 80
 
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