Author Topic: 365 servers cannot be reached. (mail.protection.outlook.com) (no ban)  (Read 3997 times)

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Hello everyone.
I found problems reaching Microsoft 365 mail servers.
The following error occures:
Code: [Select]
Nov 20 12:57:12 4 postfix/smtp[1592]: EED7AC1A5C: to=<p***@****.com>, relay=***-com.mail.protection.outlook.com[213.199.180.170]:25, delay=96174, delays=96158/0/15/0.26, dsn=4.4.4, status=deferred (host *****-com.mail.protection.outlook.com[213.199.180.170] said: 451 4.4.4 Temporary server error. Please try again later ATTR5 (in reply to MAIL FROM command))
I can send mail to Gmail/Hotmail/Outlook.com/Live and receive it.

Also the problem occures on other Centospanel servers.

Could it be that I need a real SSL certificate and not self signed?
When I test it on testconnectivity.microsoft.com there are no problems. Everything is in the green! (No ban)
All rbl's in the green.

Maybe the *.mail.protection.outlook.com having problems with selfsigned certificates?
« Last Edit: November 20, 2016, 12:30:42 PM by Darkanoid »

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Re: 365 servers cannot be reached. (no ban)
« Reply #1 on: November 20, 2016, 12:30:06 PM »
Another strange issue with sending to 365 mail servers from a centospanel server.
In the log it shows it is delivered but it never reaches the inbox of the 365 recipient,



Code: [Select]
Nov 20 13:22:51 100 postfix/smtpd[8710]: 6FD9E601C4: client=localhost[127.0.0.1], sasl_method=LOGIN, ssl_username=info@***.wtf
Nov 20 13:22:51 100 postfix/cleanup[8716]: 6FD9E601C4: message-id=<4570363e9f76068003a945a18cc25b5a@***.wtf>
Nov 20 13:22:51 100 postfix/qmgr[1668]: 6FD9E601C4: from=<info@****.wtf>, size=524, nrcpt=1 (queue active)
Nov 20 13:22:51 100 postfix/smtpd[8710]: disconnect from localhost[127.0.0.1]
Nov 20 13:22:51 100 postfix/smtpd[8710]: connect from unknown[185.125.6.105]
Nov 20 13:22:53 100 postfix/smtp[8717]: 6FD9E601C4: to=<daniel@*****.nl>, relay=****.mail.protection.outlook.com[213.199.154.138]:25, delay=1.9, delays=0.05/0.04/0.2/1.6, dsn=2.6.0, status=sent (250 2.6.0 <4570363e9f76068003a945a18cc25b5a@****.wtf> [InternalId=54335631262498, Hostname=VI1PR07MB1088.eurprd07.prod.outlook.com] 6892 bytes in 0.362, 18.578 KB/sec Queued mail for delivery) Nov 20 13:22:53 100 postfix/qmgr[1668]: 6FD9E601C4: removed
« Last Edit: November 20, 2016, 12:35:27 PM by Darkanoid »

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Re: 365 servers cannot be reached. (mail.protection.outlook.com) (no ban)
« Reply #2 on: November 20, 2016, 06:52:39 PM »
UPDATE

I have replaced my certificates and when I did that I restarted postfix and was able to catch the following.

Code: [Select]
Nov 20 19:31:40 4 postfix/smtp[13872]: certificate verification failed for ***-com.mail.protection.outlook.com[213.199.180.170]:25: untrusted issuer /C=IE/O=Baltimore/OU=CyberTrust/CN=Baltimore CyberTrust Root
Nov 20 19:31:40 4 postfix/smtp[13876]: certificate verification failed for ***b-nl.mail.protection.outlook.com[213.199.154.106]:25: untrusted issuer /C=IE/O=Baltimore/OU=CyberTrust/CN=Baltimore CyberTrust Root
Nov 20 19:31:40 4 postfix/smtp[13875]: certificate verification failed for****t-com.mail.protection.outlook.com[213.199.180.170]:25: untrusted issuer /C=IE/O=Baltimore/OU=CyberTrust/CN=Baltimore CyberTrust Root
Nov 20 19:31:41 4 postfix/smtp[13872]: 3F73DC3458: host ***t-com.mail.protection.outlook.com[213.199.180.170] said: 451 4.4.4 Temporary server error. Please try again later ATTR5 (in reply to MAIL FROM command)
Nov 20 19:31:41 4 postfix/smtp[13876]: 63DFBC3CCB: host ****b-nl.mail.protection.outlook.com[213.199.154.106] said: 451 4.4.4 Temporary server error. Please try again later ATTR5 (in reply to MAIL FROM command)
Nov 20 19:31:41 4 postfix/smtp[13877]: 716E4C3CCC: host ****l.mail.protection.outlook.com[213.199.154.106] said: 451 4.4.4 Temporary server error. Please try again later ATTR5 (in reply to MAIL FROM command)
Nov 20 19:31:41 4 postfix/smtp[13875]: 556B1C3B93: host ****-com.mail.protection.outlook.com[213.199.180.170] said: 451 4.4.4 Temporary server error. Please try again later ATTR5 (in reply to MAIL FROM command)



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Re: 365 servers cannot be reached. (mail.protection.outlook.com) (no ban)
« Reply #4 on: November 21, 2016, 01:02:13 PM »
Yes I have seen those to.  ;D
It seems that it is a certificate issue with microsoft. Also more people are experiencing the same.

My little brother even suggested a man in the middle attack.

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Re: 365 servers cannot be reached. (mail.protection.outlook.com) (no ban)
« Reply #5 on: November 21, 2016, 03:26:29 PM »
Is your server also located in the Netherlands?

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Re: 365 servers cannot be reached. (mail.protection.outlook.com) (no ban)
« Reply #6 on: November 21, 2016, 05:26:29 PM »
No all are based in Germany but senders mail are .nl tld's
Yours?

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Re: 365 servers cannot be reached. (mail.protection.outlook.com) (no ban)
« Reply #7 on: November 21, 2016, 08:17:14 PM »
Servers, senders and recipients all NL. Some of the recipient domains don't any have problems, but they are running on different IP addresses.

Everything works fine when using this tool so I guess it's a regional problem.

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Re: 365 servers cannot be reached. (mail.protection.outlook.com) (no ban)
« Reply #8 on: November 21, 2016, 08:42:32 PM »
Looks like it  ;D

Lets see how fast MS will pick this up.

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Re: 365 servers cannot be reached. (mail.protection.outlook.com) (no ban)
« Reply #9 on: November 23, 2016, 06:33:08 AM »
That looks like Office 365 are Gray listing

Nov 20 19:31:41 4 postfix/smtp[13875]: 556B1C3B93: host ****-com.mail.protection.outlook.com[213.199.180.170] said: 451 4.4.4 Temporary server error. Please try again later ATTR5 (in reply to MAIL FROM command)

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Re: 365 servers cannot be reached. (mail.protection.outlook.com) (no ban)
« Reply #10 on: November 23, 2016, 04:05:33 PM »
Yeah I know but when you look at https://testconnectivity.microsoft.com/ there are no problems. Also allot of other people are experiencing this starting from saturday.

At this time it works for me, but there are still people complaining.

http://answers.microsoft.com/en-us/outlook_com/forum/oemail-osend/451-444-temporary-server-error-please-try-again/6f8f7b76-34c5-416c-a0fe-81867843f7eb

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Re: 365 servers cannot be reached. (mail.protection.outlook.com) (no ban)
« Reply #11 on: November 23, 2016, 10:28:57 PM »
Oh I was to fast.
Again same problem. So its not solved yet.
I dont think anyone has a clue what it is.

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Re: 365 servers cannot be reached. (mail.protection.outlook.com) (no ban)
« Reply #12 on: November 24, 2016, 05:47:34 AM »
Do you have the correct DNS records for your domain ?
SPF,DKIM,PTR

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Re: 365 servers cannot be reached. (mail.protection.outlook.com) (no ban)
« Reply #13 on: November 24, 2016, 04:58:16 PM »
Yes but now I get the report that im blacklisted. Funny part is that my ip in not in any MS banlist at testconnectivity.microsoft.com
More people are reporting the same.