Support Article
There is an authentication failure sending an email via SMTP
SA-33223
Summary
There is an authentication failure sending an email via SMTP
Error Messages
javax.mail.AuthenticationFailedException: 535 5.7.3 Authentication unsuccessful
at com.sun.mail.smtp.SMTPTransport$Authenticator.authenticate(SMTPTransport.java:914)
at com.sun.mail.smtp.SMTPTransport.authenticate(SMTPTransport.java:825)
at com.sun.mail.smtp.SMTPTransport.protocolConnect(SMTPTransport.java:730)
at javax.mail.Service.connect(Service.java:366)
at javax.mail.Service.connect(Service.java:246)
Steps to Reproduce
Test Connectivity
Root Cause
A software use or operation error The email server does not require authentication and it is an error to provide authentication.
Using the tracer when testing connection the following details were observed in pySMTPDebugInfo property on the ParameterPageContent after calling Data-Email-Account.SMTPConnectivity.
DEBUG SMTP: Attempt to authenticate using mechanisms: LOGIN PLAIN DIGEST-MD5 NTLM XOAUTH2
DEBUG SMTP: mechanism LOGIN not supported by server
DEBUG SMTP: mechanism PLAIN not supported by server
DEBUG SMTP: mechanism DIGEST-MD5 not supported by server
DEBUG SMTP: Using mechanism NTLM
DEBUG NTLM: type 1 message: 4E 54 4C 4D 53 53 50 00 01 00 00 00 03 B2 00 00 09 00 09 00 30 00 00 00 10 00 10 00 20 00 00 00 69 70 2D 31 37 32 2D 31 36 2D 31 35 30 2D 34 35 44 4F 52 46 53 4D 41 49 4E
DEBUG SMTP: AUTH NTLM command trace suppressed
DEBUG SMTP: AUTH NTLM failed
Resolution
Perform the following local-change:
Do not specify any credentials in the Email Account, save, test connectivity.
Published February 2, 2017 - Updated October 8, 2020
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