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Unable to send email when using Port 465 as SMTP port on inSync Server

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This article applies to:

  • OS: Windows and iOS
  • Product edition: inSync On-Premises

Problem description

If you have configured the SMTP port to be port 465 under your email setting on inSync Management Console, the email delivery may fail.

When you try and send a test email from Settings > Email > Edit > Send test email, it would fail with the below error:

CouldNotSendEmail.png

Traceback

The following traceback is generated at C:\ProgramData\Druva\inSyncCloud\logs\CPortal.log

=======================================================================
[ERROR] Error <class 'smtplib.SMTPServerDisconnected'>:Connection unexpectedly closed. Traceback -Traceback (most recent call last): 
File "inSyncWWWLib\Email.pyc", line 116, in send_test_email 
File "inSyncLib\inSyncSMTP.pyc", line 118, in send_email 
File "inSyncLib\inSyncSMTP.pyc", line 150, in send_email_lock 
File "smtplib.pyc", line 251, in __init__ 
File "smtplib.pyc", line 312, in connect 
File "smtplib.pyc", line 363, in getreply 
SMTPServerDisconnected: Connection unexpectedly closed 
=======================================================================

Reason

By design, inSync does not support port 465 as it is not RFC compliant and is a non-standard port for SMTP communication.