Sorry for the delay, this is the log with the leading part that I unintentionally omitted:
Jun 10 14:08:17 mx iredapd [192.168.11.114] RCPT, person1@company.com => person3@company2.com, DUNNO [sasl_username=person1@company.com, sender=person1@company.com, client_name=unknown, reverse_client_name=person1, helo=smtpclient.apple, encryption_protocol=TLSv1.2, encryption_cipher=ECDHE-RSA-AES256-GCM-SHA384, server_port=587, process_time=0.0072s]
Jun 10 14:08:17 mx iredapd [policy] request=smtpd_access_policy
Jun 10 14:08:17 mx iredapd [policy] protocol_state=RCPT
Jun 10 14:08:17 mx iredapd [policy] protocol_name=ESMTP
Jun 10 14:08:17 mx iredapd [policy] client_address=192.168.11.114
Jun 10 14:08:17 mx iredapd [policy] client_name=unknown
Jun 10 14:08:17 mx iredapd [policy] client_port=60421
Jun 10 14:08:17 mx iredapd [policy] reverse_client_name=person1
Jun 10 14:08:17 mx iredapd [policy] server_address=192.168.11.247
Jun 10 14:08:17 mx iredapd [policy] server_port=587
Jun 10 14:08:17 mx iredapd [policy] helo_name=smtpclient.apple
Jun 10 14:08:17 mx iredapd [policy] sender=person1@company.com
Jun 10 14:08:17 mx iredapd [policy] recipient=person2@gmail.com
Jun 10 14:08:17 mx iredapd [policy] recipient_count=0
Jun 10 14:08:17 mx iredapd [policy] queue_id=4LKN8x0TLzzltv5
Jun 10 14:08:17 mx iredapd [policy] instance=2b29d.62a35050.e907a.0
Jun 10 14:08:17 mx iredapd [policy] size=0
Jun 10 14:08:17 mx iredapd [policy] etrn_domain=
Jun 10 14:08:17 mx iredapd [policy] stress=
Jun 10 14:08:17 mx iredapd [policy] sasl_method=PLAIN
Jun 10 14:08:17 mx iredapd [policy] sasl_username=person1@company.com
Jun 10 14:08:17 mx iredapd [policy] sasl_sender=
Jun 10 14:08:17 mx iredapd [policy] ccert_subject=
Jun 10 14:08:17 mx iredapd [policy] ccert_issuer=
Jun 10 14:08:17 mx iredapd [policy] ccert_fingerprint=
Jun 10 14:08:17 mx iredapd [policy] ccert_pubkey_fingerprint=
Jun 10 14:08:17 mx iredapd [policy] encryption_protocol=TLSv1.2
Jun 10 14:08:17 mx iredapd [policy] encryption_cipher=ECDHE-RSA-AES256-GCM-SHA384
Jun 10 14:08:17 mx iredapd [policy] encryption_keysize=256
Jun 10 14:08:17 mx iredapd [policy] policy_context=
Jun 10 14:08:17 mx iredapd --> Apply plugin: reject_null_sender
Jun 10 14:08:17 mx iredapd <-- Result: DUNNO
Jun 10 14:08:17 mx iredapd --> Apply plugin: wblist_rdns
Jun 10 14:08:17 mx iredapd Found SASL username, bypass rDNS check for outbound.
Jun 10 14:08:17 mx iredapd <-- Result: DUNNO
Jun 10 14:08:17 mx iredapd --> Apply plugin: reject_sender_login_mismatch
Jun 10 14:08:17 mx iredapd Sender: person1@company.com, SASL username: person1@company.com
Jun 10 14:08:17 mx iredapd SKIP: sender == sasl username.
Jun 10 14:08:17 mx iredapd <-- Result: DUNNO
Jun 10 14:08:17 mx iredapd --> Apply plugin: greylisting
Jun 10 14:08:17 mx iredapd Found SASL username, bypass greylisting for outbound email.
Jun 10 14:08:17 mx iredapd <-- Result: DUNNO
Jun 10 14:08:17 mx iredapd Skip plugin: throttle (protocol_state != RCPT)
Jun 10 14:08:17 mx iredapd --> Apply plugin: sql_alias_access_policy
Jun 10 14:08:17 mx iredapd [SQL] query access policy: #012SELECT accesspolicy#012 FROM alias#012 WHERE address='person2@gmail.com'#012 LIMIT 1
Jun 10 14:08:17 mx iredapd [SQL] query result: None
Jun 10 14:08:17 mx iredapd [SQL] query target domain of given alias domain (gmail.com): #012"SELECT alias_domain.target_domain\n FROM alias_domain, domain\n WHERE domain.active=1\n AND domain.domain=alias_domain.target_domain\n AND alias_domain.alias_domain='gmail.com'\n LIMIT 1"
Jun 10 14:08:17 mx iredapd [SQL] query result: None
Jun 10 14:08:17 mx iredapd Recipient domain is not an alias domain.
Jun 10 14:08:17 mx iredapd <-- Result: DUNNO Recipient is not a mail alias account or no access policy
Jun 10 14:08:17 mx iredapd --> Apply plugin: amavisd_wblist
Jun 10 14:08:17 mx iredapd [SQL] query target domain of given alias domain (company.com): #012"SELECT alias_domain.target_domain\n FROM alias_domain, domain\n WHERE domain.active=1\n AND domain.domain=alias_domain.target_domain\n AND alias_domain.alias_domain='company.com'\n LIMIT 1"
Jun 10 14:08:17 mx iredapd [SQL] query result: None
Jun 10 14:08:17 mx iredapd [SQL] query target domain of given alias domain (gmail.com): #012"SELECT alias_domain.target_domain\n FROM alias_domain, domain\n WHERE domain.active=1\n AND domain.domain=alias_domain.target_domain\n AND alias_domain.alias_domain='gmail.com'\n LIMIT 1"
Jun 10 14:08:17 mx iredapd [SQL] query result: None
Jun 10 14:08:17 mx iredapd Possible policy senders: ['person1@company.com', '@company.com', '@.', '@.company.com', '@.com', '192.168.11.114', '192.168.11.*', '192.168.*.114']
Jun 10 14:08:17 mx iredapd Possible policy recipients: ['person2@gmail.com', '@gmail.com', '@.', '@.gmail.com', '@.com']
Jun 10 14:08:17 mx iredapd Apply wblist for outbound message.
Jun 10 14:08:17 mx iredapd [SQL] Query local addresses: #012SELECT id, email#012 FROM users#012 WHERE email IN ('person1@company.com', '@company.com', '@.', '@.company.com', '@.com', '192.168.11.114', '192.168.11.*', '192.168.*.114')#012 ORDER BY priority DESC
Jun 10 14:08:17 mx iredapd Local addresses (in `amavisd.users`): [(1, <memory at 0x7ff8865a8940>)]
Jun 10 14:08:17 mx iredapd [SQL] Query external addresses: #012SELECT id, email#012 FROM mailaddr#012 WHERE email IN ('person2@gmail.com', '@gmail.com', '@.', '@.gmail.com', '@.com')#012 ORDER BY priority DESC
Jun 10 14:08:17 mx iredapd No record found in SQL database.
Jun 10 14:08:17 mx iredapd [SQL] Query CIDR network: #012SELECT id, email#012 FROM mailaddr#012 WHERE email LIKE '192.%%'#012 ORDER BY priority DESC
Jun 10 14:08:17 mx iredapd IDs of CIDR network(s): []
Jun 10 14:08:17 mx iredapd No valid sender id or recipient id.
Jun 10 14:08:17 mx iredapd [SQL] query local domain (gmail.com): #012SELECT domain#012 FROM domain#012 WHERE domain='gmail.com' AND active=1 #012 LIMIT 1
Jun 10 14:08:17 mx iredapd SQL query result: None
Jun 10 14:08:17 mx iredapd <-- Result: DUNNO
Jun 10 14:08:17 mx iredapd Session ended.
Jun 10 14:08:17 mx iredapd [192.16.11.114] RCPT, person1@company.com => person2@gmail.com, DUNNO [sasl_username=person1@company.com, sender=person1@company.com, client_name=unknown, reverse_client_name=person1, helo=smtpclient.apple, encryption_protocol=TLSv1.2, encryption_cipher=ECDHE-RSA-AES256-GCM-SHA384, server_port=587, process_time=0.0065s]
Jun 10 14:08:17 mx iredapd [policy] request=smtpd_access_policy
Jun 10 14:08:17 mx iredapd [policy] protocol_state=END-OF-MESSAGE
Jun 10 14:08:17 mx iredapd [policy] protocol_name=ESMTP
Jun 10 14:08:17 mx iredapd [policy] client_address=192.16.11.114
Jun 10 14:08:17 mx iredapd [policy] client_name=unknown
Jun 10 14:08:17 mx iredapd [policy] client_port=60421
Jun 10 14:08:17 mx iredapd [policy] reverse_client_name=person1
Jun 10 14:08:17 mx iredapd [policy] server_address=192.16.11.247
Jun 10 14:08:17 mx iredapd [policy] server_port=587
Jun 10 14:08:17 mx iredapd [policy] helo_name=smtpclient.apple
Jun 10 14:08:17 mx iredapd [policy] sender=person1@company.com
Jun 10 14:08:17 mx iredapd [policy] recipient=
Jun 10 14:08:17 mx iredapd [policy] recipient_count=5
Jun 10 14:08:17 mx iredapd [policy] queue_id=4LKN8x0TLzzltv5
Jun 10 14:08:17 mx iredapd [policy] instance=2b29d.62a35050.e907a.0
Jun 10 14:08:17 mx iredapd [policy] size=15184
Jun 10 14:08:17 mx iredapd [policy] etrn_domain=
Jun 10 14:08:17 mx iredapd [policy] stress=
Jun 10 14:08:17 mx iredapd [policy] sasl_method=PLAIN
Jun 10 14:08:17 mx iredapd [policy] sasl_username=person1@company.com
Jun 10 14:08:17 mx iredapd [policy] sasl_sender=
Jun 10 14:08:17 mx iredapd [policy] ccert_subject=
Jun 10 14:08:17 mx iredapd [policy] ccert_issuer=
Jun 10 14:08:17 mx iredapd [policy] ccert_fingerprint=
Jun 10 14:08:17 mx iredapd [policy] ccert_pubkey_fingerprint=
Jun 10 14:08:17 mx iredapd [policy] encryption_protocol=TLSv1.2
Jun 10 14:08:17 mx iredapd [policy] encryption_cipher=ECDHE-RSA-AES256-GCM-SHA384
Jun 10 14:08:17 mx iredapd [policy] encryption_keysize=256
Jun 10 14:08:17 mx iredapd [policy] policy_context=
Jun 10 14:08:17 mx iredapd Skip plugin: reject_null_sender (protocol_state != END-OF-MESSAGE)
Jun 10 14:08:17 mx iredapd Skip plugin: wblist_rdns (protocol_state != END-OF-MESSAGE)
Jun 10 14:08:17 mx iredapd Skip plugin: reject_sender_login_mismatch (protocol_state != END-OF-MESSAGE)
Jun 10 14:08:17 mx iredapd Skip plugin: greylisting (protocol_state != END-OF-MESSAGE)
Jun 10 14:08:17 mx iredapd --> Apply plugin: throttle
Jun 10 14:08:17 mx iredapd Found sasl_username, consider this sender as an internal sender.
Jun 10 14:08:17 mx iredapd Check sender throttling.
Jun 10 14:08:17 mx iredapd [SQL] query target domain of given alias domain (company.com): #012"SELECT alias_domain.target_domain\n FROM alias_domain, domain\n WHERE domain.active=1\n AND domain.domain=alias_domain.target_domain\n AND alias_domain.alias_domain='company.com'\n LIMIT 1"
Jun 10 14:08:17 mx iredapd [SQL] query result: None
Jun 10 14:08:17 mx iredapd [SQL] Query throttle setting: #012 SELECT id, account, priority, period, max_msgs, max_quota, max_rcpts, msg_size#012 FROM throttle#012 WHERE kind='outbound' AND account IN ('192.16.11.114', '@ip', 'person1@company.com', '@company.com', '@.', '@.company.com', '@.it', '192.16.11.*', '192.168.*.114')#012 ORDER BY priority DESC#012
Jun 10 14:08:17 mx iredapd [SQL] Query result: []
Jun 10 14:08:17 mx iredapd No sender throttle setting.
Jun 10 14:08:17 mx iredapd Bypass recipient throttling (found sasl_username).
Jun 10 14:08:17 mx iredapd <-- Result: DUNNO
Jun 10 14:08:17 mx iredapd Skip plugin: sql_alias_access_policy (protocol_state != END-OF-MESSAGE)
Jun 10 14:08:17 mx iredapd Skip plugin: amavisd_wblist (protocol_state != END-OF-MESSAGE)
Jun 10 14:08:17 mx iredapd Session ended.
Jun 10 14:08:17 mx iredapd [192.16.11.114] END-OF-MESSAGE, person1@company.com => , DUNNO [recipient_count=5, size=15184, process_time=0.0051s]
Jun 10 14:08:17 mx iredapd [SQL] Insert into smtp_sessions: #012 INSERT INTO smtp_sessions (#012 time, time_num,#012 action, reason, instance,#012 client_address, client_name, reverse_client_name, helo_name,#012 encryption_protocol, encryption_cipher,#012 server_address, server_port,#012 sender, sender_domain,#012 sasl_username, sasl_domain,#012 recipient, recipient_domain)#012 VALUES (#012 '2022-06-10 14:08:17', 1654870097,#012 'DUNNO', '', '2b29d.62a35050.e907a.0',#012 '192.16.11.114', 'unknown', 'person1', 'smtpclient.apple',#012 'TLSv1.2', 'ECDHE-RSA-AES256-GCM-SHA384',#012 '192.16.11.247', '587',#012 'person1@company.com', 'company.com',#012 'person1@company.com', 'company.com',#012 '', '')#012
The new line in the middle of the log is to divide the new leading part from the old one that I had already posted.
The snippet of the log is from an email with multiple receivers, but it's not the one that I need to block. I don't know if this can help you.