Re: [exim] sending e-mail through a directnic server

On 2019-11-28 2:40 a.m., Graeme Fowler via Exim-users wrote:
> On 27 Nov 2019, at 20:44, Gary Dale via Exim-users <exim-users@???> wrote:
>> The test message sent by swaks (in the testing section of the howto) again simply sits in the mailq.
> I know this should be a *really* obvious question, but…
>
> What do the logs say for each attempt to deliver the message? Are there any attempts to deliver?
>
> Graeme


Apart from lots of "frozen" messages, I found this and some similar entries:

2019-11-28 06:03:25 1iaHa1-0004fp-1B <= sendmail@??? U=root
P=local S=1519775
2019-11-28 06:03:25 1iaHa1-0004fr-2V <=
root@??? U=root P=local S=990
2019-11-28 06:03:25 1iaHa1-0004fr-2V => garydale
<root@???> R=local_user T=mail_spool
2019-11-28 06:03:25 1iaHa1-0004fr-2V Completed
2019-11-28 06:03:25 1iaHa1-0004fp-1B ** gary@???
R=smarthost T=remote_smtp_smarthost H=rossland.dental [104.171.30.152]
X=TLS1.2:ECDHE_RSA_AES_256_GCM_SHA384:256 CV=no
DN="C=US,postalCode=70002,ST=Louisiana,L=Metaire,street=3500 N. Causeway
Blvd Suite 160,O=DNC Holdings Inc.,OU=Support,OU=Hosted by DNC
Holdings\, Inc.,OU=PremiumSSL Wildcard,CN=*.dnchosting.com": SMTP error
from remote mail server after RCPT TO:<gary@???>:
550-Please turn on SMTP Authentication in your mail
client.\n550-cpe0018e7d3134a-cm00195ed9bd6e.cpe.net.cable.rogers.com\n550-(molar.dentaloffice.rossland.dental)
[99.248.179.149]:51432 is not\n550 permitted to relay through this
server without authentication.
2019-11-28 06:03:25 1iaHa1-0004fv-Nz <= <> R=1iaHa1-0004fp-1B
U=Debian-exim P=local S=2586
2019-11-28 06:03:25 1iaHa1-0004fp-1B Completed
2019-11-28 06:03:32 1iaHa1-0004fv-Nz => sendmail@???
R=smarthost T=remote_smtp_smarthost H=rossland.dental [104.171.30.152]
X=TLS1.2:ECDHE_RSA_AES_256_GCM_SHA384:256 CV=no
DN="C=US,postalCode=70002,ST=Louisiana,L=Metaire,street=3500 N. Causeway
Blvd Suite 160,O=DNC Holdings Inc.,OU=Support,OU=Hosted by DNC
Holdings\, Inc.,OU=PremiumSSL Wildcard,CN=*.dnchosting.com" C="250 OK
id=1iaHa2-002Av7-26"

which I find rather baffling. A later group of message is equally puzzling:

2019-11-28 06:39:36 1iZZ2d-0005S6-MV Unfrozen by errmsg timer
2019-11-28 06:39:42 1iZZ2d-0005S6-MV ** root@??? R=smarthost
T=remote_smtp_smarthost H=rossland.dental [104.171.30.152]
X=TLS1.2:ECDHE_RSA_AES_256_GCM_SHA384:256 CV=no
DN="C=US,postalCode=70002,ST=Louisiana,L=Metaire,street=3500 N. Causeway
Blvd Suite 160,O=DNC Holdings Inc.,OU=Support,OU=Hosted by DNC
Holdings\, Inc.,OU=PremiumSSL Wildcard,CN=*.dnchosting.com": SMTP error
from remote mail server after end of data: 550 This message was
classified as SPAM and may not be delivered
2019-11-28 06:39:42 1iZZ2d-0005S6-MV root@???: error ignored
2019-11-28 06:39:42 1iZZ2d-0005S6-MV Completed


removing the dentaloffice from the domain name, which is how I used to
have it before going through the smtps howto, and sending a new message
to garydale@???, I got this:

2019-11-28 07:39:45 1iaJ5F-00053v-JS <= root@??? U=root
P=local S=791
2019-11-28 07:39:46 1iaJ5F-00053v-JS ** garydale@??? R=smarthost
T=remote_smtp_smarthost H=rossland.dental [104.171.30.152]
X=TLS1.2:ECDHE_RSA_AES_256_GCM_SHA384:256 CV=no
DN="C=US,postalCode=70002,ST=Louisiana,L=Metaire,street=3500 N. Causeway
Blvd Suite 160,O=DNC Holdings Inc.,OU=Support,OU=Hosted by DNC
Holdings\, Inc.,OU=PremiumSSL Wildcard,CN=*.dnchosting.com": SMTP error
from remote mail server after RCPT TO:<garydale@???>: 550-Please
turn on SMTP Authentication in your mail
client.\n550-cpe0018e7d3134a-cm00195ed9bd6e.cpe.net.cable.rogers.com\n550-(molar.dentaloffice.rossland.dental)
[99.248.179.149]:51442 is not\n550 permitted to relay through this
server without authentication.
2019-11-28 07:39:46 1iaJ5G-00053y-5k <= <> R=1iaJ5F-00053v-JS
U=Debian-exim P=local S=2748
2019-11-28 07:39:46 1iaJ5F-00053v-JS Completed
2019-11-28 07:39:52 1iaJ5G-00053y-5k ** root@??? R=smarthost
T=remote_smtp_smarthost H=rossland.dental [104.171.30.152]
X=TLS1.2:ECDHE_RSA_AES_256_GCM_SHA384:256 CV=no
DN="C=US,postalCode=70002,ST=Louisiana,L=Metaire,street=3500 N. Causeway
Blvd Suite 160,O=DNC Holdings Inc.,OU=Support,OU=Hosted by DNC
Holdings\, Inc.,OU=PremiumSSL Wildcard,CN=*.dnchosting.com": SMTP error
from remote mail server after end of data: 550 This message was
classified as SPAM and may not be delivered
2019-11-28 07:39:52 1iaJ5G-00053y-5k Frozen (delivery error message)


It looks like the remote smarthost thinks I'm not using TLS.