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Need help on the SMTP protocol.
Question asked by Char Lee Yeong - 11/6/2017 at 3:58 AM
Unanswered
Hi, 
 
I have issue with my Smartermail 15.7.6443 communication with a Merak according to the log.
I notice that the Smartermail will sent multiple EHLO command because it do not recognize the Ready to start TLS(in bold)?
May I know what is the possible issue and how to address this?
 
2017.11.06] 16:17:53 [10953] Sending remote mail for wxng@infinity.com.my
[2017.11.06] 16:17:53 [10953] Spam check results: [_CUSTOMRULES: ], [_INTERNALSPAMASSASSIN: 5:8], [_BAYESIANFILTERING: passed]
[2017.11.06] 16:17:53 [10953] Initiating connection to 112.199.115.150
[2017.11.06] 16:17:53 [10953] Connecting to 112.199.115.150:25 (Id: 1)
[2017.11.06] 16:17:53 [10953] Connection to 112.199.115.150:25 from 10.6.31.103:64993 succeeded (Id: 1)
[2017.11.06] 16:17:53 [10953] RSP: 220 cyruslogistics.com ESMTP Merak 7.6.4; Mon, 06 Nov 2017 16:17:53 +0800
[2017.11.06] 16:17:53 [10953] CMD: EHLO mail.infinity.com.my
[2017.11.06] 16:17:53 [10953] RSP: 250-cyruslogistics.com Hello mail.infinity.com.my [175.144.132.196], pleased to meet you.
[2017.11.06] 16:17:53 [10953] RSP: 250-ENHANCEDSTATUSCODES
[2017.11.06] 16:17:53 [10953] RSP: 250-SIZE
[2017.11.06] 16:17:53 [10953] RSP: 250-EXPN
[2017.11.06] 16:17:53 [10953] RSP: 250-ETRN
[2017.11.06] 16:17:53 [10953] RSP: 250-ATRN
[2017.11.06] 16:17:53 [10953] RSP: 250-DSN
[2017.11.06] 16:17:53 [10953] RSP: 250-CHECKPOINT
[2017.11.06] 16:17:53 [10953] RSP: 250-8BITMIME
[2017.11.06] 16:17:53 [10953] RSP: 250-AUTH CRAM-MD5 DIGEST-MD5 LOGIN PLAIN
[2017.11.06] 16:17:53 [10953] RSP: 250-AUTH=LOGIN
[2017.11.06] 16:17:53 [10953] RSP: 250-STARTTLS
[2017.11.06] 16:17:53 [10953] RSP: 250 HELP
[2017.11.06] 16:17:53 [10953] CMD: STARTTLS
[2017.11.06] 16:17:53 [10953] RSP: 220 2.0.0 Ready to start TLS
[2017.11.06] 16:17:53 [10953] CMD: EHLO mail.infinity.com.my
[2017.11.06] 16:17:54 [10953] RSP: 500 5.5.1 Command unrecognized: ""
[2017.11.06] 16:17:54 [10953] CMD: HELO mail.infinity.com.my
[2017.11.06] 16:18:54 [10953] The smtp session has timed out.

4 Replies

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0
Char Lee Yeong Replied
11/8/2017 at 8:53 PM
Hi,
 
Anyone can help to explain why the server send EHLO twice? Having problem sending mail to that domain.
0
Richard Frank Replied
11/9/2017 at 2:26 AM
it's normal behaviour, after the starttls command
 
here an succesful example someone sending mail to my mailserver.. receiving
 
[2017.11.09] 10:04:54 [93.93.121.75][21173265] rsp: 220 mail.soko.nl Thu, 09 Nov 2017 09:04:54 +0000 UTC | SMEV
[2017.11.09] 10:04:54 [93.93.121.75][21173265] connected at 9-11-2017 10:04:54
[2017.11.09] 10:04:54 [93.93.121.75][21173265] cmd: EHLO gen1.alkmaar.nl
[2017.11.09] 10:04:54 [93.93.121.75][21173265] rsp: 250-mail.soko.nl Hello [93.93.121.75]250-SIZE 41943040250-AUTH LOGIN CRAM-MD5250-STARTTLS250-8BITMIME250 OK
[2017.11.09] 10:04:54 [93.93.121.75][21173265] cmd: STARTTLS
[2017.11.09] 10:04:54 [93.93.121.75][21173265] rsp: 220 Start TLS negotiation
[2017.11.09] 10:04:54 [93.93.121.75][21173265] cmd: EHLO gen1.alkmaar.nl
[2017.11.09] 10:04:54 [93.93.121.75][21173265] rsp: 250-mail.soko.nl Hello [93.93.121.75]250-SIZE 41943040250-AUTH LOGIN CRAM-MD5250-8BITMIME250 OK
[2017.11.09] 10:04:54 [93.93.121.75][21173265] cmd: MAIL FROM:<> SIZE=4507 BODY=7BIT
[2017.11.09] 10:04:59 [93.93.121.75][21173265] rsp: 250 OK <> Sender ok
[2017.11.09] 10:04:59 [93.93.121.75][21173265] cmd: RCPT TO:<address>
[2017.11.09] 10:04:59 [93.93.121.75][21173265] rsp: 250 OK <address> Recipient ok
[2017.11.09] 10:04:59 [93.93.121.75][21173265] cmd: DATA
[2017.11.09] 10:04:59 [93.93.121.75][21173265] rsp: 354 Start mail input; end with <CRLF>.<CRLF>
[2017.11.09] 10:04:59 [93.93.121.75][21173265] rsp: 250 OK
[2017.11.09] 10:04:59 [93.93.121.75][21173265] Data transfer succeeded, writing mail to 18130235.eml
[2017.11.09] 10:04:59 [93.93.121.75][21173265] cmd: QUIT
[2017.11.09] 10:04:59 [93.93.121.75][21173265] rsp: 221 Service closing transmission channel
[2017.11.09] 10:04:59 [93.93.121.75][21173265] disconnected at 9-11-2017 10:04:59
0
Char Lee Yeong Replied
11/9/2017 at 2:41 AM
This means there is issue with the recipient's email server?
 
I did check other delivery, it also send 2 EHLO but the server did not response command unrecognized.
0
Richard Frank Replied
11/9/2017 at 4:30 AM
first connection is plain text.. ehlo bla bla
then some commands that are support.. and also lets talk tls?
yes..
then there is a new tls session and that also starts with ehlo bla bla
hmm.. no response.. 
lets try helo bla bla
 
But the other server doesn't respond
 
I can't tell which server is ignoring the other, but sending ehlo after tls session is started is normal.
maybe the merak server does answer and your server doesn't 'hear' it?
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