Jira Data Centers fails to send email with user unknown error when using Exchange

Platform Notice: Data Center Only - This article only applies to Atlassian products on the Data Center platform.

Note that this KB was created for the Data Center version of the product. Data Center KBs for non-Data-Center-specific features may also work for Server versions of the product, however they have not been tested. Support for Server* products ended on February 15th 2024. If you are running a Server product, you can visit the Atlassian Server end of support announcement to review your migration options.

*Except Fisheye and Crucible

Symptoms

  • JIRA's Outgoing mail is not processing mail at all or the queue is not processing all notifications successfully.

The following appears in the atlassian-jira.log:

1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 2013-01-11 18:09:32,764 ERROR [Default SMTP Server] Sending mailitem To='dummy@mail.com' Subject='(TEST-1) Issue Summary' From='null' FromName='Super Trooper #1 (JIRA)' Cc='null' Bcc='null' ReplyTo='null' InReplyTo='null' MimeType='text/plain' Encoding='UTF-8' Multipart='null' MessageId='null' ServiceRunner Mail Queue Service Error occurred in sending e-mail: To='ironman@avengers.com' Subject='(TEST-1) Issue Summary' From='null' FromName='Super Trooper #1 (JIRA)' Cc='null' Bcc='null' ReplyTo='null' InReplyTo='null' MimeType='text/plain' Encoding='UTF-8' Multipart='null' MessageId='null' com.atlassian.mail.MailException: javax.mail.SendFailedException: Invalid Addresses; nested exception is: com.sun.mail.smtp.SMTPAddressFailedException: 550 5.1.1 User unknown at com.atlassian.mail.server.impl.SMTPMailServerImpl.send(SMTPMailServerImpl.java:193) at com.atlassian.mail.queue.SingleMailQueueItem.send(SingleMailQueueItem.java:38) at com.atlassian.mail.queue.MailQueueImpl.sendBuffer(MailQueueImpl.java:66) at com.atlassian.jira.service.services.mail.MailQueueService.run(MailQueueService.java:28) at com.atlassian.jira.service.JiraServiceContainerImpl.run(JiraServiceContainerImpl.java:61) at com.atlassian.jira.service.ServiceRunner.execute(ServiceRunner.java:47) at org.quartz.core.JobRunShell.run(JobRunShell.java:195) at com.atlassian.multitenant.quartz.MultiTenantThreadPool$MultiTenantRunnable.run(MultiTenantThreadPool.java:72) at org.quartz.simpl.SimpleThreadPool$WorkerThread.run(SimpleThreadPool.java:520) Caused by: javax.mail.SendFailedException: Invalid Addresses; nested exception is: com.sun.mail.smtp.SMTPAddressFailedException: 550 5.1.1 User unknown

Cause

  • Usually the SMTP server isn't permitting sending on to other domains

  • This happens because Exchange 2010 automatically sets the attribute Require that all senders are authenticated to enabled by default.

Resolution

Contact the mail server administrator for further assistance in configuring the SMTP server.

ℹ️This is related to the mail server configuration, which falls outside the scope of Atlassian Support Offerings.

Updated on April 8, 2025

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