[Exim] Sending to a server seems to go off in limbo.

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Author: William Thompson
Date:  
To: exim-users
Subject: [Exim] Sending to a server seems to go off in limbo.
I don't believe the exim version would matter, but it's 3.35.

This server is behind a hardware firewall (sonicwall). The server that mine
is trying to connect to is mail.chartertn.net [209.225.8.131]. They are
using CommuniGate Pro 3.5.9b according to the message received upon connect.

I recall someone else having this problem as well, but the tcpdump is
different I believe.

tcpdump:
11:11:41.826964 168.10.1.89.51202 > 209.225.8.131.25: S 3028550373:3028550373(0) win 5840 <mss 1460,sackOK,timestamp 605603290 0,nop,wscale 0> (DF)
11:11:42.048410 209.225.8.131.25 > 168.10.1.89.51202: S 3750825985:3750825985(0) ack 3028550374 win 33124 <nop,nop,timestamp 525003437 605603290,nop,wscale 1,nop,nop,sackOK,mss 1460> (DF)
11:11:42.048531 168.10.1.89.51202 > 209.225.8.131.25: . ack 1 win 5840 <nop,nop,timestamp 605603312 525003437> (DF)
11:11:42.216312 209.225.8.131.25 > 168.10.1.89.51202: P 1:57(56) ack 1 win 33124 <nop,nop,timestamp 525003460 605603312> (DF)
11:11:42.216364 168.10.1.89.51202 > 209.225.8.131.25: . ack 57 win 5840 <nop,nop,timestamp 605603329 525003460> (DF)
11:11:42.216712 168.10.1.89.51202 > 209.225.8.131.25: P 1:35(34) ack 57 win 5840 <nop,nop,timestamp 605603329 525003460> (DF)
11:11:42.384568 209.225.8.131.25 > 168.10.1.89.51202: . ack 35 win 33124 <nop,nop,timestamp 525003477 605603329> (DF)
11:11:42.389234 209.225.8.131.25 > 168.10.1.89.51202: P 57:307(250) ack 35 win 33124 <nop,nop,timestamp 525003478 605603329> (DF)
11:11:42.389675 168.10.1.89.51202 > 209.225.8.131.25: P 35:129(94) ack 307 win 6432 <nop,nop,timestamp 605603346 525003478> (DF)
11:11:42.469805 209.225.8.131.25 > 168.10.1.89.51202: P 307:361(54) ack 129 win 33124 <nop,nop,timestamp 525003494 605603346> (DF)
11:11:42.500344 168.10.1.89.51202 > 209.225.8.131.25: . ack 361 win 6432 <nop,nop,timestamp 605603358 525003494> (DF)
11:11:42.574683 209.225.8.131.25 > 168.10.1.89.51202: P 361:460(99) ack 129 win 33124 <nop,nop,timestamp 525003504 605603358> (DF)
11:11:42.574800 168.10.1.89.51202 > 209.225.8.131.25: . ack 460 win 6432 <nop,nop,timestamp 605603365 525003504> (DF)
11:11:42.575482 168.10.1.89.51202 > 209.225.8.131.25: . 129:1577(1448) ack 460 win 6432 <nop,nop,timestamp 605603365 525003504> (DF)
11:11:42.575507 168.10.1.89.51202 > 209.225.8.131.25: . 1577:3025(1448) ack 460 win 6432 <nop,nop,timestamp 605603365 525003504> (DF)
11:11:43.190360 168.10.1.89.51202 > 209.225.8.131.25: . 129:1577(1448) ack 460 win 6432 <nop,nop,timestamp 605603427 525003504> (DF)
11:11:44.430359 168.10.1.89.51202 > 209.225.8.131.25: . 129:1577(1448) ack 460 win 6432 <nop,nop,timestamp 605603551 525003504> (DF)
11:11:46.910354 168.10.1.89.51202 > 209.225.8.131.25: . 129:1577(1448) ack 460 win 6432 <nop,nop,timestamp 605603799 525003504> (DF)
11:11:51.870356 168.10.1.89.51202 > 209.225.8.131.25: . 129:1577(1448) ack 460 win 6432 <nop,nop,timestamp 605604295 525003504> (DF)
11:12:01.790362 168.10.1.89.51202 > 209.225.8.131.25: . 129:1577(1448) ack 460 win 6432 <nop,nop,timestamp 605605287 525003504> (DF)
11:12:10.180396 168.10.1.89.50860 > 209.225.8.131.25: . 2969539907:2969541355(1448) ack 81196423 win 6432 <nop,nop,timestamp 605606126 219228094> (DF)
11:12:21.630359 168.10.1.89.51202 > 209.225.8.131.25: . 129:1577(1448) ack 460 win 6432 <nop,nop,timestamp 605607271 525003504> (DF)
11:12:47.424380 209.225.8.131.25 > 168.10.1.89.50608: F 3387231912:3387231912(0) ack 2797873170 win 33124 <nop,nop,timestamp 525009991 605579870> (DF)
11:12:47.424464 168.10.1.89.50608 > 209.225.8.131.25: R 2797873170:2797873170(0) win 0 (DF)
11:13:01.310346 168.10.1.89.51202 > 209.225.8.131.25: . 129:1577(1448) ack 460 win 6432 <nop,nop,timestamp 605611239 525003504> (DF)
11:13:41.700368 168.10.1.89.50860 > 209.225.8.131.25: . 0:1448(1448) ack 1 win 6432 <nop,nop,timestamp 605615278 219228094> (DF)

Message was finished at 11:11:42.574800

Exim -v -M log (I have removed email addresses):
delivering message 19FEu1-0002p5-00
Connecting to mail.chartertn.net [209.225.8.131.25] ... connected
SMTP<< 220 be02.comm.charter.net ESMTP CommuniGate Pro 3.5.9b
SMTP>> EHLO mail.electro-mechanical.com

  SMTP<< 250-be02.comm.charter.net is pleased to meet you
         250-HELP
         250-PIPELINING
         250-ETRN
         250-DSN
         250-TURN
         250-ATRN
         250-SIZE 31457280
         250-STARTTLS
         250-AUTH=NTLM
         250-AUTH=LOGIN
         250-AUTH LOGIN PLAIN CRAM-MD5 DIGEST-MD5 NTLM
         250-8BITMIME
         250 EHLO

SMTP>> MAIL FROM:<user at electro-mechanical.com> SIZE=32039
SMTP>> RCPT TO:<user at chartertn.net>
SMTP>> DATA

SMTP<< 250 lreynolds@??? sender accepted
SMTP<< 250 lisar@??? will leave the Internet
SMTP<< 354 Enter mail, end with "." on a line by itself
SMTP>> writing message and terminating "."

LOG: 0 MAIN
SMTP timeout while connected to mail.chartertn.net [209.225.8.131] after sending data block (8189 bytes written): Connection timed out
lisar@??? queued for fallback host(s)
Delivering to fallback hosts
<snip>

The fallback delivery FYI did complete successfully.

IF I bypass the firewall using a dialup connection, this message will get
delivered. (They won't let me use our connection to bypass the firewall which
is why I used a dialup which I can use)

Is there anyone else with a similar configuration having this same problem?
I'm interested to see what receiving mailservers are experiencing this
problem.