Hello,
I recently installed zimbra Release 8.6.0_GA_1153.RHEL7_64_20141215151110 RHEL7_64 on Centos 7
Zimbra smtp is working perfectly fine without nay authentication. But the moment i put on the authentication it doesnt work. Error:

<info@grandistechnology.it>: SASL authentication failed; server smtp.monzambano.gov.it [62.149.128.202] said: 535 5.7.0 ... authentication rejected

For the external smtp configuration i do in this way:








echo smtp.dominio.it utenteassword > /opt/zimbra/conf/relay_password
postmap hash:/opt/zimbra/conf/relay_password
zmlocalconfig -e postfix_smtp_sasl_password_maps=hash:/opt/zimbra/conf/relay_password
zmlocalconfig -e postfix_smtp_sasl_auth_enable=yes
zmlocalconfig -e postfix_smtp_cname_overrides_servername=no
zmlocalconfig -e postfix_smtp_sasl_security_options=noanonymous
zmprov ms nomeserver.dominio.it zimbraMtaRelayHost smtp.dominio.it:25

Or in this way:

echo mailrelay.example.com relay@example.com:RelayExample > /opt/zimbra/conf/relay_password
postmap /opt/zimbra/conf/relay_password
postmap -q mailrelay.example.com /opt/zimbra/conf/relay_password
zmprov ms `zmhostname` zimbraMtaSmtpSaslPasswordMaps lmdb:/opt/zimbra/conf/relay_password
zmprov ms `zmhostname` zimbraMtaSmtpSaslAuthEnable yes
zmprov ms `zmhostname` zimbraMtaSmtpCnameOverridesServername no
zmprov ms `zmhostname` zimbraMtaSmtpSaslSecurityOptions noanonymous
zmprov ms `zmhostname` zimbraMtaRelayHost mailrelay.example.com:25





Can someone help me?

Did you do a as the zimbra user after editing?

Edit. Restart service. Test.

Oh Yeah, Welcome to LQ!

I have already done this but it does not work anyway...

Through /opt/zimbra/libexec/zmmsgtrace i see that the message was sent :

Message ID '331988261.1.1465982577218.JavaMail.zim ... ano.gov.it'
ut-renzo.dallavalle@monzambano.gov.it -->
info@grandistechnology.it
Recipient info@grandistechnology.it
Jun 15 11:22:58 - mail.monzambano.local (192.168.0.13) --> 127.0.0.1:10026 (127.0.0.1:10026) status sent
Jun 15 11:22:58 - mail --> 127.0.0.1:10032 (127.0.0.1:10032) status sent

After a few days the message comes back with this error:

<info@grandistechnology.it>: SASL authentication failed; server smtp.monzambano.gov.it [62.149.128.202] said: 535 5.7.0 ... authentication rejected

I see these messages on my zimbra host as well.
I attributed it to some knucklehead trying to break into my server, not a SASL failure. I could be wrong.

smtp.monzambano.gov.it has several IPs associated with it. Are they all in mynetworks?

Hi, IPs associated with smtp.monzambano.gov.it are all in mynetworks.





I could leave the dispatch of messages with the smtp zimbra , I saw that it works properly , I just went back No. 2 messages sent to the same domain and any messages sent to gmail.com or msn.com addresses it ends in junk mail

Is info@grandistechnology.it a valid and expected sender?

Hi, grandistechnology.it is my domain ,is recorded on ARUBA in Italy is a major isp provider

and all the A Records for mx.grandistechnology.it in mynetworks?

Hi , sorry but I am unable to answer your question ...

info@grandistechnology was one email that I have tried to send a message from the server where I installed zimbra , the problem is also out with other recipients for example josep68@msn.com






if I remove the external SMTP authentication and leave the SMTP zimbra works also dispatched to info@grandistechnology.it

Tried to send how?
You sent from admin@grandistechnology.it to info@grandistechnology.it?

Have you checked the zimbra community portal at https://www.zimbra.com/documentation/ for clues or outright solutions?

Hi, I send regularly from admin... to info...

I don't know.
You've got an excess of A Records in my opinion, on every thing it seems.
I can't make hide-nor-hair of it. Sorry.

Hi, thanks for your time and for your answers

You are very welcome.