Re: [exim] TLS session is required, but an attempt to start TLS failed

2022-10-18 Thread Patrick Porteous via Exim-users
Thanks for the assistance with this issue.  As it turns out I had added 
*hosts_avoid_tls = *.example.com* to the *remote_smtp **transport *when 
this domain would only accept clear text connections some time ago.  It 
had been so long ago that I forgot that the entry had been added.  The 
exim -bt u...@example.com command revealed the transport which helped me 
track down the entry.  I commented out the hosts_avoid_tls config and 
everything is back to normal.  Appreciate the assistance and as always 
am glad to learn more about Exim.


-Patrick

On 10/18/2022 8:56 AM, Cyborg via Exim-users wrote:

Am 18.10.22 um 14:58 schrieb Patrick Porteous via Exim-users:
I've recently started receiving the following message in my log files 
when sending to one host:


2022-10-18 07:12:45 H=example.com [###.###.###.199]: a TLS session is 
required, but an attempt to start TLS failed
2022-10-18 07:12:45 H=example.com [###.###.###.196]: a TLS session is 
required, but an attempt to start TLS failed
2022-10-18 07:12:45 H=example.com [###.###.###.198]: a TLS session is 
required, but an attempt to start TLS failed
2022-10-18 07:12:46 H=example.com [###.###.###.197]: a TLS session is 
required, but an attempt to start TLS failed
2022-10-18 07:12:46 H=example.com [###.###.###.194]: a TLS session is 
required, but an attempt to start TLS failed
2022-10-18 07:12:46 someu...@example.com R=dnslookup T=remote_smtp 
defer (-38) H=example.com [###.###.###.194]: a TLS session is 
required, but an attempt to start TLS failed


The error is causing email addressed to this host to hang in my queue 
and then fail to be delivered after the time out period. My 
exim.config is setup with the following options enabled:


Thats exactly what should happen, if you enforce TLS and the other 
side can't offer it, it fails.


You used:

hosts_require_tls = 
tls_tempfail_tryclear = false

in your transport . Ergo, it fails, if it's not possible. And I go 
10:1 whatever is used in:


tls_require_ciphers = ...

is not been offered in the external mailserver tls offer i.e. because 
it's a malconfigured exchange server.


To not block your queue, you can do this:

begin retry
# Address or Domain    Error   Retries
# -    -   ---

*  refused
*  quota
*  tls_required
*  *   F,2h,15m; G,16h,1h,1.5; F,4d,6h

which instantly sends a delivery-message to the sender, if TLS fails.

best regards,
Marius


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Re: [exim] TLS session is required, but an attempt to start TLS failed

2022-10-18 Thread Cyborg via Exim-users

Am 18.10.22 um 14:58 schrieb Patrick Porteous via Exim-users:
I've recently started receiving the following message in my log files 
when sending to one host:


2022-10-18 07:12:45 H=example.com [###.###.###.199]: a TLS session is 
required, but an attempt to start TLS failed
2022-10-18 07:12:45 H=example.com [###.###.###.196]: a TLS session is 
required, but an attempt to start TLS failed
2022-10-18 07:12:45 H=example.com [###.###.###.198]: a TLS session is 
required, but an attempt to start TLS failed
2022-10-18 07:12:46 H=example.com [###.###.###.197]: a TLS session is 
required, but an attempt to start TLS failed
2022-10-18 07:12:46 H=example.com [###.###.###.194]: a TLS session is 
required, but an attempt to start TLS failed
2022-10-18 07:12:46 someu...@example.com R=dnslookup T=remote_smtp 
defer (-38) H=example.com [###.###.###.194]: a TLS session is 
required, but an attempt to start TLS failed


The error is causing email addressed to this host to hang in my queue 
and then fail to be delivered after the time out period.  My 
exim.config is setup with the following options enabled:


Thats exactly what should happen, if you enforce TLS and the other side 
can't offer it, it fails.


You used:

hosts_require_tls = 
tls_tempfail_tryclear = false

in your transport . Ergo, it fails, if it's not possible. And I go 10:1 
whatever is used in:


tls_require_ciphers = ...

is not been offered in the external mailserver tls offer i.e. because 
it's a malconfigured exchange server.


To not block your queue, you can do this:

begin retry
# Address or Domain    Error   Retries
# -    -   ---

*  refused
*  quota
*  tls_required
*  *   F,2h,15m; G,16h,1h,1.5; F,4d,6h

which instantly sends a delivery-message to the sender, if TLS fails.

best regards,
Marius


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Re: [exim] TLS session is required, but an attempt to start TLS failed

2022-10-18 Thread Heiko Schlittermann via Exim-users
Patrick Porteous via Exim-users  (Di 18 Okt 2022 14:58:49 
CEST):
> I've recently started receiving the following message in my log files when
> sending to one host:
> 
> 2022-10-18 07:12:45 H=example.com [###.###.###.199]: a TLS session is
> required, but an attempt to start TLS failed
…
> 
> The error is causing email addressed to this host to hang in my queue and
> then fail to be delivered after the time out period.  My exim.config is
> setup with the following options enabled:
> 
> tls_advertise_hosts = *
> tls_certificate = /usr/local/ssl/apache-selfsigned.crt
> tls_privatekey = /usr/local/ssl/apache-selfsigned.key

This is for your Exim acting as a server, but I understand, that you're
sending *to another* host, so it irrelevant here.

> verify error:num=18:self signed certificate
… this can be an issue, depending on the TLS settings of your remote
transport.

Find the transport

  exim -bt 

and review the transport configuration (or share it with us).
Normally Exim should fallback to clear text communication if TLS isn't
possible, so I suspect you having some TLS related transport settings.

-- 
Heiko


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Re: [exim] TLS session is required, but an attempt to start TLS failed

2022-10-18 Thread Jeremy Harris via Exim-users

On 18/10/2022 13:58, Patrick Porteous via Exim-users wrote:

I've recently started receiving the following message in my log files when 
sending to one host:

2022-10-18 07:12:45 H=example.com [###.###.###.199]: a TLS session is required, 
but an attempt to start TLS failed
2022-10-18 07:12:45 H=example.com [###.###.###.196]: a TLS session is required, 
but an attempt to start TLS failed
2022-10-18 07:12:45 H=example.com [###.###.###.198]: a TLS session is required, 
but an attempt to start TLS failed
2022-10-18 07:12:46 H=example.com [###.###.###.197]: a TLS session is required, 
but an attempt to start TLS failed
2022-10-18 07:12:46 H=example.com [###.###.###.194]: a TLS session is required, 
but an attempt to start TLS failed
2022-10-18 07:12:46 someu...@example.com R=dnslookup T=remote_smtp defer (-38) 
H=example.com [###.###.###.194]: a TLS session is required, but an attempt to 
start TLS failed


This is your Exim trying to send to some other host?


  My exim.config is setup with the following options enabled:

tls_advertise_hosts = *
tls_certificate = /usr/local/ssl/apache-selfsigned.crt
tls_privatekey = /usr/local/ssl/apache-selfsigned.key


Those are for connections inbound to your host, hence not relevant.

Look at your transport configuration.
--
Cheers,
  Jeremy


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[exim] TLS session is required, but an attempt to start TLS failed

2022-10-18 Thread Patrick Porteous via Exim-users
I've recently started receiving the following message in my log files 
when sending to one host:


2022-10-18 07:12:45 H=example.com [###.###.###.199]: a TLS session is 
required, but an attempt to start TLS failed
2022-10-18 07:12:45 H=example.com [###.###.###.196]: a TLS session is 
required, but an attempt to start TLS failed
2022-10-18 07:12:45 H=example.com [###.###.###.198]: a TLS session is 
required, but an attempt to start TLS failed
2022-10-18 07:12:46 H=example.com [###.###.###.197]: a TLS session is 
required, but an attempt to start TLS failed
2022-10-18 07:12:46 H=example.com [###.###.###.194]: a TLS session is 
required, but an attempt to start TLS failed
2022-10-18 07:12:46 someu...@example.com R=dnslookup T=remote_smtp defer 
(-38) H=example.com [###.###.###.194]: a TLS session is required, but an 
attempt to start TLS failed


The error is causing email addressed to this host to hang in my queue 
and then fail to be delivered after the time out period.  My exim.config 
is setup with the following options enabled:


tls_advertise_hosts = *
tls_certificate = /usr/local/ssl/apache-selfsigned.crt
tls_privatekey = /usr/local/ssl/apache-selfsigned.key

The output from openssl s_client -connect example.com:25 -starttls smtp is:

CONNECTED(0003)
depth=0 C = US, ST = State, L = My City, O = "My ORG", OU = IT, CN = 
mail.example.com, emailAddress = myaddr...@example.com

verify error:num=18:self signed certificate
verify return:1
depth=0 C = US, ST = State, L = My City, O = "My ORG", OU = IT, CN = 
mail.example.com, emailAddress = myaddr...@example.com

verify return:1
---
Certificate chain
 0 s:/C=US/ST=State/L=My City/O=My 
ORG/OU=IT/CN=mail.example.com/emailAddress=myaddr...@example.com
   i:/C=US/ST=State/L=My City/O=My 
ORG/OU=IT/CN=mail.example.com/emailAddress=myaddr...@example.com

---
Server certificate
-BEGIN CERTIFICATE-
MY CERT DATA
-END CERTIFICATE-
subject=/C=US/ST=State/L=My City/O=My 
ORG/OU=IT/CN=mail.example.com/emailAddress=myaddr...@example.com
issuer=/C=US/ST=State/L=My City/O=My 
ORG/OU=IT/CN=mail.example.com/emailAddress=myaddr...@example.com

---
No client certificate CA names sent
Peer signing digest: SHA512
Server Temp Key: ECDH, P-256, 256 bits
---
SSL handshake has read 1783 bytes and written 450 bytes
---
New, TLSv1/SSLv3, Cipher is ECDHE-RSA-AES256-GCM-SHA384
Server public key is 2048 bit
Secure Renegotiation IS supported
Compression: NONE
Expansion: NONE
No StatePN negotiated
SSL-Session:
    Protocol  : TLSv1.2
    Cipher    : ECDHE-RSA-AES256-GCM-SHA384
    Session-ID: 
63CF1FE61EED74FBDBA1A3D8672533D0B9FB72737A05D24D59A5D22ECEFF71CD

    Session-ID-ctx:
    Master-Key: KEY###
    Key-Arg   : None
    Krb5 PrincipState: None
    PSK identity: None
    PSK identity hint: None
    Start Time: 1666097362
    Timeout   : 300 (sec)
    Verify return code: 18 (self signed certificate)
---
250 HELP

I can send mail to all other hosts except this host without receiving 
the error and can receive from this host and all others without issue.  
My question is if there is a way to reconfigure the TLS on my Exim 
server to get around this type of error on the receiving server?


Thanks for the help,

Patrick



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