PMG Unable to Deliver Mail

I

info.it

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Proxmox Subscriber
Mar 24, 2022
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After PMG upgraded to 8.2, we frequently receive the following errors when receiving external emails. How can I resolve this?

2025-08-05T13:20:52.798370+08:00 pmg01 postfix/smtpd[3451354]: connect from mg1.xxx.com[185.252.36.100]
2025-08-05T13:20:53.780002+08:00 pmg01 postfix/smtpd[3451354]: Anonymous TLS connection established from mg1.xxx.com[185.252.36.100]: TLSv1.2 with cipher ECDHE-RSA-AES256-GCM-SHA384 (256/256 bits)
2025-08-05T13:20:55.043889+08:00 pmg01 postfix/smtpd[3451354]: 0A91A800ACD: client=mg1.xxx.com[185.252.36.100]
2025-08-05T13:20:56.812663+08:00 pmg01 postfix/cleanup[3451934]: 0A91A800ACD: message-id=<AS8PR05MB8757D59DEB7462B04B300E5A9822A@AS8PR05MB8757.eurprd05.prod.outlook.com>
2025-08-05T13:20:58.775016+08:00 pmg01 postfix/qmgr[3400383]: 0A91A800ACD: from=<XXX>, size=1255652, nrcpt=5 (queue active)
2025-08-05T13:21:05.144797+08:00 pmg01 postfix/lmtp[3451278]: 0A91A800ACD: to=<xxx>, relay=127.0.0.1[127.0.0.1]:10024, delay=11, delays=4.5/0/0.04/6.3, dsn=4.4.0, status=deferred (host 127.0.0.1[127.0.0.1] said: 451 4.4.0 detected undelivered mail to <xxx> (in reply to end of DATA command))
 
Last edited:
could you please share the complete logs of the mail - usually there should be logs from pmg-smtp-filter present as well.

without further information I would guess that something caused the mailprocessing to take too long and thus it was not done within the time out...
 
2025-09-22T12:48:47.947186+08:00 pmg01 postfix/lmtp[393073]: 5E41D800A60: to=<user5747@example.com>, relay=127.0.0.1[127.0.0.1]:10024, delay=425187, delays=425181/3.2/0.49/1.9, dsn=4.4.0, status=deferred (host 127.0.0.1[127.0.0.1] said: 451 4.4.0 detected undelivered mail to <user5747@example.com> (in reply to end of DATA command))
2025-09-22T12:48:47.951323+08:00 pmg01 postfix/lmtp[393073]: 5E41D800A60: to=<user10@example.com>, relay=127.0.0.1[127.0.0.1]:10024, delay=425187, delays=425181/3.2/0.49/1.9, dsn=4.4.0, status=deferred (host 127.0.0.1[127.0.0.1] said: 451 4.4.0 detected undelivered mail to <user10@example.com> (in reply to end of DATA command))
2025-09-22T12:48:47.956228+08:00 pmg01 postfix/lmtp[393073]: 5E41D800A60: to=<user5748@example.com>, relay=127.0.0.1[127.0.0.1]:10024, delay=425187, delays=425181/3.2/0.49/1.9, dsn=4.4.0, status=deferred (host 127.0.0.1[127.0.0.1] said: 451 4.4.0 detected undelivered mail to <user5748@example.com> (in reply to end of DATA command))
2025-09-22T12:48:47.960235+08:00 pmg01 postfix/lmtp[393073]: 5E41D800A60: to=<user5749@example.com>, relay=127.0.0.1[127.0.0.1]:10024, delay=425187, delays=425181/3.2/0.49/1.9, dsn=4.4.0, status=deferred (host 127.0.0.1[127.0.0.1] said: 451 4.4.0 detected undelivered mail to <user5749@example.com> (in reply to end of DATA command))
2025-09-22T12:48:47.961859+08:00 pmg01 postfix/lmtp[393073]: 5E41D800A60: to=<user5746@example.com>, relay=127.0.0.1[127.0.0.1]:10024, delay=425187, delays=425181/3.2/0.49/1.9, dsn=4.4.0, status=deferred (host 127.0.0.1[127.0.0.1] said: 451 4.4.0 detected undelivered mail to <user5746@example.com> (in reply to end of DATA command))
2025-09-22T12:48:48.020116+08:00 pmg01 postfix/postscreen[326996]: DISCONNECT [91.238.105.223]:40078
2025-09-22T12:48:48.020416+08:00 pmg01 postfix/tlsproxy[392720]: DISCONNECT [91.238.105.223]:40078
2025-09-22T12:48:48.034190+08:00 pmg01 postfix/postscreen[326996]: CONNECT from [158.247.18.77]:40163 to [203.86.236.156]:25
2025-09-22T12:48:48.184506+08:00 pmg01 postfix/postscreen[326996]: CONNECT from [77.83.199.111]:37013 to [203.86.236.156]:25
2025-09-22T12:48:48.289320+08:00 pmg01 postfix/postscreen[326996]: CONNECT from [159.183.202.60]:35964 to [203.86.236.156]:25
2025-09-22T12:48:48.304649+08:00 pmg01 pmg-smtp-filter[393081]: 80008168D0D52E5CC26: SA score=5/5 time=1.781 bayes=undefined autolearn=disabled hits=DKIM_INVALID(0.1),DKIM_SIGNED(0.1),DMARC_PASS(-0.1),DYN_RDNS_AND_INLINE_IMAGE(1.344),FREEMAIL_ENVFROM_END_DIGIT(1),FREEMAIL_FROM(0.001),HELO_DYNAMIC_IPADDR(3.243),HTML_MESSAGE(0.001),KAM_DMARC_STATUS(0.01),RCVD_IN_DNSWL_NONE(-0.0001),RCVD_IN_MSPIKE_H5(-1),RCVD_IN_MSPIKE_WL(-0.01),RDNS_DYNAMIC(0.363),SPF_HELO_NONE(0.001),SPF_PASS(-0.001),T_FREEMAIL_DOC_PDF(0.01),T_OBFU_PDF_ATTACH(0.01)
2025-09-22T12:48:48.308361+08:00 pmg01 pmg-smtp-filter[393081]: 80008168D0D52E5CC26: sender in user (user5746@example.com) welcomelist
2025-09-22T12:48:48.312679+08:00 pmg01 pmg-smtp-filter[393081]: Can't use an undefined value as an ARRAY reference at /usr/share/perl5/PMG/RuleDB/Remove.pm line 207.
2025-09-22T12:48:48.313251+08:00 pmg01 pmg-smtp-filter[393081]: fast exit because of errors (free 322646016 bytes)
2025-09-22T12:48:48.321402+08:00 pmg01 postfix/lmtp[392986]: 12E0E800109: to=<user5748@example.com>, relay=127.0.0.1[127.0.0.1]:10024, delay=424368, delays=424362/3.3/0.69/1.9, dsn=4.4.0, status=deferred (host 127.0.0.1[127.0.0.1] said: 451 4.4.0 detected undelivered mail to <user5748@example.com> (in reply to end of DATA command))
2025-09-22T12:48:48.323333+08:00 pmg01 postfix/lmtp[392986]: 12E0E800109: to=<user5749@example.com>, relay=127.0.0.1[127.0.0.1]:10024, delay=424368, delays=424362/3.3/0.69/1.9, dsn=4.4.0, status=deferred (host 127.0.0.1[127.0.0.1] said: 451 4.4.0 detected undelivered mail to <user5749@example.com> (in reply to end of DATA command))
2025-09-22T12:48:48.325324+08:00 pmg01 postfix/lmtp[392986]: 12E0E800109: to=<user5746@example.com>, relay=127.0.0.1[127.0.0.1]:10024, delay=424368, delays=424362/3.3/0.69/1.9, dsn=4.4.0, status=deferred (host 127.0.0.1[127.0.0.1] said: 451 4.4.0 detected undelivered mail to <user5746@example.com> (in reply to end of DATA command))
2025-09-22T12:48:48.526522+08:00 pmg01 pmg-smtp-filter[393087]: 80000968D0D52EC42D5: SA score=7/5 time=1.571 bayes=undefined autolearn=disabled hits=DKIM_INVALID(0.1),DKIM_SIGNED(0.1),DMARC_PASS(-0.1),DYN_RDNS_AND_INLINE_IMAGE(1.344),FREEMAIL_ENVFROM_END_DIGIT(1),FREEMAIL_FROM(0.001),HELO_DYNAMIC_IPADDR(3.243),HTML_MESSAGE(0.001),KAM_DMARC_STATUS(0.01),RCVD_IN_DNSWL_NONE(-0.0001),RCVD_IN_HOSTKARMA_BL(1.5),RCVD_IN_MSPIKE_H4(-0.01),RCVD_IN_MSPIKE_WL(-0.01),RDNS_DYNAMIC(0.363),SPF_HELO_NONE(0.001),SPF_PASS(-0.001),T_FREEMAIL_DOC_PDF(0.01),T_OBFU_PDF_ATTACH(0.01)
2025-09-22T12:48:48.528578+08:00 pmg01 pmg-smtp-filter[393087]: 80000968D0D52EC42D5: sender in user (user5746@example.com) welcomelist
2025-09-22T12:48:48.535400+08:00 pmg01 pmg-smtp-filter[393087]: Can't use an undefined value as an ARRAY reference at /usr/share/perl5/PMG/RuleDB/Remove.pm line 207.
2025-09-22T12:48:48.536028+08:00 pmg01 pmg-smtp-filter[393087]: fast exit because of errors (free 322617344 bytes)
2025-09-22T12:48:48.539487+08:00 pmg01 postfix/lmtp[393077]: 302BD8000AE: to=<user5748@example.com>, relay=127.0.0.1[127.0.0.1]:10024, delay=424840, delays=424834/3.4/1/1.7, dsn=4.4.0, status=deferred (host 127.0.0.1[127.0.0.1] said: 451 4.4.0 detected undelivered mail to <user5748@example.com> (in reply to end of DATA command))
2025-09-22T12:48:48.544406+08:00 pmg01 postfix/lmtp[393077]: 302BD8000AE: to=<user5749@example.com>, relay=127.0.0.1[127.0.0.1]:10024, delay=424840, delays=424834/3.4/1/1.7, dsn=4.4.0, status=deferred (host 127.0.0.1[127.0.0.1] said: 451 4.4.0 detected undelivered mail to <user5749@example.com> (in reply to end of DATA command))
2025-09-22T12:48:48.546322+08:00 pmg01 postfix/lmtp[393077]: 302BD8000AE: to=<user5746@example.com>, relay=127.0.0.1[127.0.0.1]:10024, delay=424840, delays=424834/3.4/1/1.7, dsn=4.4.0, status=deferred (host 127.0.0.1[127.0.0.1] said: 451 4.4.0 detected undelivered mail to <user5746@example.com> (in reply to end of DATA command))
2025-09-22T12:48:48.812639+08:00 pmg01 pmg-smtp-filter[393092]: 80006A68D0D52F4815D: SA score=5/5 time=1.417 bayes=undefined autolearn=disabled hits=ARC_SIGNED(0.001),ARC_VALID(-0.1),DKIM_SIGNED(0.1),DKIM_VALID(-0.1),DKIM_VALID_AU(-0.1),DKIM_VALID_EF(-0.1),DMARC_PASS(-0.1),KAM_ASCII_DIVIDERS(0.8),LOTS_OF_MONEY(0.001),MONEY_FORM(2.546),MONEY_NOHTML(2.083),RCVD_IN_DNSWL_NONE(-0.0001),RCVD_IN_MSPIKE_H2(-0.01),SPF_HELO_NONE(0.001),SPF_PASS(-0.001)
2025-09-22T12:48:48.814077+08:00 pmg01 pmg-smtp-filter[393092]: 80006A68D0D52F4815D: sender in user (user5780@example.com) welcomelist
2025-09-22T12:48:48.818131+08:00 pmg01 pmg-smtp-filter[393092]: Can't use an undefined value as an ARRAY reference at /usr/share/perl5/PMG/RuleDB/Remove.pm line 207.
2025-09-22T12:48:48.818771+08:00 pmg01 pmg-smtp-filter[393092]: fast exit because of errors (free 315416576 bytes)
2025-09-22T12:48:48.824884+08:00 pmg01 postfix/lmtp[393057]: 3CC8A8009C4: to=<user5780@example.com>, relay=127.0.0.1[127.0.0.1]:10024, delay=348518, delays=348511/3.5/1.4/1.5, dsn=4.4.0, status=deferred (host 127.0.0.1[127.0.0.1] said: 451 4.4.0 detected undelivered mail to <user5780@example.com> (in reply to end of DATA command))
2025-09-22T12:48:48.826772+08:00 pmg01 postfix/lmtp[393057]: 3CC8A8009C4: to=<user4929@example.com>, relay=127.0.0.1[127.0.0.1]:10024, delay=348518, delays=348511/3.5/1.4/1.5, dsn=4.4.0, status=deferred (host 127.0.0.1[127.0.0.1] said: 451 4.4.0 detected undelivered mail to <user4929@example.com> (in reply to end of DATA command))
2025-09-22T12:48:49.862134+08:00 pmg01 postfix/postscreen[326996]: CONNECT from [159.183.202.60]:36282 to [203.86.236.156]:25
2025-09-22T12:48:50.616643+08:00 pmg01 postfix/postscreen[326996]: CONNECT from [91.238.105.223]:56390 to [203.86.236.156]:25
2025-09-22T12:48:50.617535+08:00 pmg01 postfix/dnsblog[377960]: addr 91.238.105.223 listed by domain b.barracudacentral.org as 127.0.0.2
2025-09-22T12:48:50.617893+08:00 pmg01 postfix/dnsblog[377957]: addr 91.238.105.223 listed by domain spam.spamrats.com as 127.0.0.38
2025-09-22T12:48:50.763461+08:00 pmg01 postfix/postscreen[326996]: CONNECT from [220.196.192.102]:30362 to [203.86.236.156]:25
2025-09-22T12:48:50.763618+08:00 pmg01 postfix/postscreen[326996]: PASS OLD [220.196.192.102]:30362
2025-09-22T12:48:50.764330+08:00 pmg01 postfix/smtpd[392015]: connect from unknown[220.196.192.102]
 
Thanks - please also share `pmgversion -v` (and make sure you've upgraded to the latest available packages)
 
# pmgversion -v
proxmox-mailgateway: 8.2.0 (API: 8.2.2/807da96068ab, running kernel: 6.8.12-13-pve)
pmg-api: 8.2.2
pmg-gui: 4.2.1
proxmox-kernel-helper: 8.1.4
proxmox-kernel-6.8.12-13-pve-signed: 6.8.12-13
proxmox-kernel-6.8: 6.8.12-13
proxmox-kernel-6.8.12-10-pve-signed: 6.8.12-10
proxmox-kernel-6.8.12-9-pve-signed: 6.8.12-9
proxmox-kernel-6.8.12-8-pve-signed: 6.8.12-8
proxmox-kernel-6.8.12-5-pve-signed: 6.8.12-5
proxmox-kernel-6.8.12-4-pve-signed: 6.8.12-4
proxmox-kernel-6.8.12-2-pve-signed: 6.8.12-2
proxmox-kernel-6.8.8-2-pve-signed: 6.8.8-2
proxmox-kernel-6.5.13-6-pve-signed: 6.5.13-6
proxmox-kernel-6.5: 6.5.13-6
proxmox-kernel-6.5.13-5-pve-signed: 6.5.13-5
proxmox-kernel-6.5.13-1-pve-signed: 6.5.13-1
clamav-daemon: 1.0.9+dfsg-1~deb12u1
ifupdown2: 3.2.0-1+pmx11
libarchive-perl: 3.6.2
libjs-extjs: 7.0.0-5
libjs-framework7: 4.4.7-2
libproxmox-acme-perl: 1.6.0
libproxmox-acme-plugins: 1.6.0
libpve-apiclient-perl: 3.3.2
libpve-common-perl: 8.3.4
libpve-http-server-perl: 5.2.2
libxdgmime-perl: 1.1.0
lvm2: 2.03.16-2
pmg-docs: 8.2.0
pmg-i18n: 3.4.5
pmg-log-tracker: 2.5.0
proxmox-mini-journalreader: 1.5
proxmox-offline-mirror-helper: 0.6.7
proxmox-spamassassin: 4.0.1-2
proxmox-widget-toolkit: 4.3.13
pve-firmware: 3.16-3
pve-xtermjs: 5.5.0-2
zfsutils-linux: 2.2.8-pve1
 
might be an interaction of the user's welcome list and a rule where you remove an attachment (or put it in attachment quarantine)...

could you share your ruleset and a mail which triggers the message (anonymize what you have to keep private - but please keep the information consistent (e.g. replace each email address with a different string)

Thanks!
 
info.it said:
May I know what are the default scores in the Spam Detector?
Click to expand...
Not sure if I understand the question 100% correctly - but the scores depend on each mail:
* PMG uses SpamAssassin as its Spamdetector
* SpamAssassin gets updates to its rules quite often (they are stored in /var/lib/spamassassin/<spamassassinversion>)

depending on which rules match for a mail the score of the rules is added to the mail. - this is logged in the journal/tracking center

if you want to know which rules have which scores - you can grep for a rule name in /var/lib/spamassassin)

I hope this helps - else please explain in a bit more detail what you want to achieve and why
 
I have found a workaround for the issue where the mail log shows "451 4.4.0 detected undelivered mail to xxx" and the email remains in the deferred mail queue.

When an email is sent to multiple recipients, it stays in the deferred mail queue with the said error message. However, sending it to a single recipient results in the email landing in the spam quarantine, which allows me to see the exact score and reason, such as ENA_SUBJ_ODD_CASE(2.6).

Interestingly, even if the sender is whitelisted by one recipient, the email still gets deferred when sent to multiple recipients. To solve this, I asked the sender to send the email to one recipient at a time. This way, I could identify the problem in the mail log and adjust the filter score. After the adjustments, the email was successfully sent.
 
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