[ctw] Re: Timeouts after enabling TLS [debug log]

  • From: Tom Shaw <tshaw@xxxxxxxx>
  • To: ctw@xxxxxxxxxxxxx
  • Date: Wed, 1 Apr 2009 11:23:09 -0400

I'll try to take a look later today when I get a chance.

At 11:14 AM -0400 4/1/09, Cory Rau wrote:
On Apr 1, 2009, at 7:06 AM, Cory Rau wrote:


On Mar 31, 2009, at 2:15 PM, Tom Shaw wrote:

At 7:06 PM -0400 3/30/09, Cory Rau wrote:
Since I enabled TLS and confirmed that it seemed to be working nicely, I've noted that there are a large number of "connection timed out after 180 seconds" type errors in the ASSP logs. I'm using the self-signed certs included with ASSP. Could this be the problem? My intention was to get a legit cert from godaddy or somewhere. I first noticed this because one of our subsidiaries using Exchange and a godaddy cert was having intermittent difficulty sending to the parent company. As I looked deeper, it looks as though we've been timing out to a number of servers that I know are legit.


Cory

This can only happen if the per strictly checks your certs. Some do; some don't. Try a self signed one for your host or purchase one.

Tom


Well, seems I may have FUBARed the SSL setup. I installed a self-signed cert and I get this in the logs:

Apr-1-09 06:59:31 10.100.0.11 <> client on port 25 issued STARTTLS - converting to SSL

...but nothing in the headers of the e-mail indicates that TLS was used. This is a departure from when I was getting those timeouts. Switching back to the ASSP-supplied certs yields the same result.

In the interim, I'd installed IO::Socket::SSL 1.24 but I'm not sure if that's related or not. Hmmm...back to the drawing board, I suppose. Unfortunately, I don't know where to look as I don't see any errors in the transaction.

Below is a debug log for what should have been a TLS transaction. I don't personally see anything wrong here and if there had been TLS indications in the headers of the received mail, I wouldn't think anything was amiss. Before TLS went bad, all e-mails sent between two TLS enabled hosts would indicate TLS's usage...Now, nothing. If anyone has any insight, I would appreciate it.

ASSP and EIMS are on the same machine so I'm not too worried about the SSL to client but no SSL to MTA errors.

Thanks in advance,
Cory

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1 Apr 09 14:59:47 <matchIP: ip=10.100.0.11 re=noPB reRE=(?-xism:^(?!))>
1 Apr 09 14:59:47 <matchIP: ip=10.100.0.11 re=noProcessingIPs reRE=(?msx-i:^40(?>0001010(?{'10'})|1111111000000000000000000000001(?{'127.0.0.1'})))>
1 Apr 09 14:59:47 <14>
1 Apr 09 14:59:47 <14>
1 Apr 09 14:59:47 <Connected: IO::Socket::INET6=GLOB(0x296d9dc) -- IO::Socket::INET6=GLOB(0x27383e4)> 1 Apr 09 14:59:47 <matchIP: ip=10.100.0.11 re=acceptAllMail reRE=(?msx-i:^(6(00000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000000(?{''}))|400001010(?>01100100(?{'10.100'})|11001000(?{'10.200'}))))>
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1 Apr 09 14:59:47 <matchIP: ip=10.100.0.11 re=noLog reRE=(?-xism:^(?!))>
1 Apr 09 14:59:47 <34>
Apr-1-09 10:59:47 Connected: 10.100.0.11:28964 -> 10.200.0.2:25 -> 10.200.0.2:125
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1 Apr 09 14:59:47 <injecting STARTTLS into client response>
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1 Apr 09 14:59:47 <34>
Apr-1-09 10:59:47 10.100.0.11 <> client on port 25 issued STARTTLS - converting to SSL
1 Apr 09 14:59:48 <34>
Apr-1-09 10:59:48 10.100.0.11 <> warning: SSL to client but no SSL to MTA
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1 Apr 09 14:59:48 <doing < (10.100.0.11) with Microsoft SMTP Server id 8.1.358.0; Wed, 1 Apr 2009>>
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1 Apr 09 14:59:48 <doing <Message-ID: <098291D7-9D1E-4DC0-B9ED-9C11DF5B21E0@xxxxxxxxxxxxxxxx>>>
1 Apr 09 14:59:48 <18>
1 Apr 09 14:59:48 <doing <From: Cory Rau <cory@xxxxxxxxxxxxxxxx>>>
1 Apr 09 14:59:48 <18>
1 Apr 09 14:59:48 <doing <To: Cory Rau <cory_rau@xxxxxxxxxxxx>>>
1 Apr 09 14:59:48 <18>
1 Apr 09 14:59:48 <doing <Content-Type: text/plain>>
1 Apr 09 14:59:48 <18>
1 Apr 09 14:59:48 <doing <Content-Transfer-Encoding: 7bit>>
1 Apr 09 14:59:48 <18>
1 Apr 09 14:59:48 <doing <MIME-Version: 1.0 (Apple Message framework v930.3)>>
1 Apr 09 14:59:48 <18>
1 Apr 09 14:59:48 <doing <Subject: Test>>
1 Apr 09 14:59:48 <18>
1 Apr 09 14:59:48 <doing <Date: Wed, 1 Apr 2009 10:59:46 -0400>>
1 Apr 09 14:59:48 <18>
1 Apr 09 14:59:48 <doing <X-Mailer: Apple Mail (2.930.3)>>
1 Apr 09 14:59:48 <18>
1 Apr 09 14:59:48 <doing <Return-Path: cory@xxxxxxxxxxxxxxxx>>
1 Apr 09 14:59:48 <18>
1 Apr 09 14:59:48 <doing <>>
1 Apr 09 14:59:48 <18>
1 Apr 09 14:59:48 <ForgedHeloOK>
1 Apr 09 14:59:48 <NoSpoofingOK>
1 Apr 09 14:59:48 <LocalSenderOK>
1 Apr 09 14:59:48 <DenyStrictOK>
1 Apr 09 14:59:48 <BombHeaderOK>
1 Apr 09 14:59:48 <FromStrictOK>
1 Apr 09 14:59:48 <32>
1 Apr 09 14:59:48 <doing <.>>
1 Apr 09 14:59:48 <255>
1 Apr 09 14:59:48 <RBLok>
1 Apr 09 14:59:48 <URIBLok>
1 Apr 09 14:59:48 <362>
1 Apr 09 14:59:48 <19>
1 Apr 09 14:59:48 <366>
1 Apr 09 14:59:48 <34>
Apr-1-09 10:59:48 [Local] 10.100.0.11 <cory@xxxxxxxxxxxxxxxx> to: cory_rau@xxxxxxxxxxxx local: acceptAllMail -> ./notspam/1303.eml;
1 Apr 09 14:59:48 <23>
1 Apr 09 14:59:48 <sq: IO::Socket::INET6=GLOB(0x27383e4) l=692>
1 Apr 09 14:59:48 <3>
1 Apr 09 14:59:48 <6>
1 Apr 09 14:59:48 <13>
1 Apr 09 14:59:48 <IO::Socket::INET6=GLOB(0x27383e4) HASH(0x28baeb8) l=692>
1 Apr 09 14:59:48 <wrote: (692)<long text>>
1 Apr 09 14:59:48 <6>
1 Apr 09 14:59:48 <13>
1 Apr 09 14:59:48 <2>
1 Apr 09 14:59:48 <doing <250 2.6.0 message received OK>>
1 Apr 09 14:59:48 <30>
1 Apr 09 14:59:48 <sq: IO::Socket::SSL=GLOB(0x296d9dc) l=31>
1 Apr 09 14:59:48 <3>
1 Apr 09 14:59:48 <6>
1 Apr 09 14:59:48 <13>
1 Apr 09 14:59:48 <IO::Socket::SSL=GLOB(0x296d9dc) HASH(0x2931e84) l=31>
1 Apr 09 14:59:48 <wrote: (31)<250 2.6.0 message received OK>>
1 Apr 09 14:59:48 <6>
1 Apr 09 14:59:48 <13>
1 Apr 09 14:59:48 <2>
1 Apr 09 14:59:48 <doing <QUIT>>
1 Apr 09 14:59:48 <15>
1 Apr 09 14:59:48 <gl: <QUIT>>
1 Apr 09 14:59:48 <sq: IO::Socket::INET6=GLOB(0x27383e4) l=6>
1 Apr 09 14:59:48 <3>
1 Apr 09 14:59:48 <6>
1 Apr 09 14:59:48 <13>
1 Apr 09 14:59:48 <IO::Socket::INET6=GLOB(0x27383e4) HASH(0x28baeb8) l=6>
1 Apr 09 14:59:48 <wrote: (6)<QUIT>>
1 Apr 09 14:59:48 <6>
1 Apr 09 14:59:48 <13>
1 Apr 09 14:59:48 <2>
1 Apr 09 14:59:48 <doing <221 2.0.0 mail.stimpson.com closing connection>>
1 Apr 09 14:59:48 <30>
1 Apr 09 14:59:48 <sq: IO::Socket::SSL=GLOB(0x296d9dc) l=48>
1 Apr 09 14:59:48 <3>
1 Apr 09 14:59:48 <6>
1 Apr 09 14:59:48 <13>
1 Apr 09 14:59:48 <IO::Socket::SSL=GLOB(0x296d9dc) HASH(0x2931e84) l=48>
1 Apr 09 14:59:48 <wrote: (48)<221 2.0.0 mail.stimpson.com closing connection>>
1 Apr 09 14:59:48 <5>
1 Apr 09 14:59:48 <12>
1 Apr 09 14:59:48 <13>
1 Apr 09 14:59:48 <matchIP: ip=10.100.0.11 re=noLog reRE=(?-xism:^(?!))>
1 Apr 09 14:59:48 <34>
Apr-1-09 10:59:48 Disconnected: 10.100.0.11
1 Apr 09 14:59:48 <closing IO::Socket::SSL=GLOB(0x296d9dc)>
1 Apr 09 14:59:48 <13>
1 Apr 09 14:59:48 <13>
1 Apr 09 14:59:48 <closing IO::Socket::INET6=GLOB(0x27383e4)>
1 Apr 09 14:59:48 <6>
1 Apr 09 14:59:48 <13>
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--
Tom Shaw - Chief Engineer, OITC
<tshaw at oitc.com>, http://www.oitc.com/ local wx: http://www.oitc.com/weather
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