BindException: Cannot assign requested address: connect when setting Outgoing SMTP mail server in a JIRA application
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
Summary
Symptoms
After you finish setting up the Outgoing SMTP Mail Server in a JIRA application, while you try to test the connection the the following error appears:
The following stack traces appears in the atlassian-jira.log:
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2013-07-25 15:00:36,343 http-bio-8080-exec-16 ERROR test 900x1185x1 11bp8rq 192.168.0.105 /secure/admin/VerifySmtpServerConnection!update.jspa [plugins.mail.webwork.VerifyMailServer] Unable to connect to the server at test.mail.smtp due to the following exception: java.net.BindException: Cannot assign requested address: connectThe following stack traces appears in the atlassian-jira-outgoing-mail.log:
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An error has occurred with sending the test email:
com.atlassian.mail.MailException: javax.mail.MessagingException: Could not connect to SMTP host: , port: 25;
nested exception is:
java.net.ConnectException: connect: Address is invalid on local machine, or port is not valid on remote machine
at com.atlassian.mail.server.impl.SMTPMailServerImpl.sendWithMessageId(SMTPMailServerImpl.java:201)
at com.atlassian.mail.server.impl.SMTPMailServerImpl.send(SMTPMailServerImpl.java:149)
at com.atlassian.jira.plugins.mail.webwork.SendTestMail.doExecute(SendTestMail.java:107)
at webwork.action.ActionSupport.execute(ActionSupport.java:165)
at com.atlassian.jira.action.JiraActionSupport.execute(JiraActionSupport.java:87)
at webwork.interceptor.DefaultInterceptorChain.proceed(DefaultInterceptorChain.java:39)
at webwork.interceptor.NestedInterceptorChain.proceed(NestedInterceptorChain.java:31)
...
Caused by: javax.mail.MessagingException: Could not connect to SMTP host: , port: 25;
nested exception is:
java.net.ConnectException: connect: Address is invalid on local machine, or port is not valid on remote machine
at com.sun.mail.smtp.SMTPTransport.openServer(SMTPTransport.java:1972)
at com.sun.mail.smtp.SMTPTransport.protocolConnect(SMTPTransport.java:642)
at javax.mail.Service.connect(Service.java:295)
...
Caused by: java.net.ConnectException: connect: Address is invalid on local machine, or port is not valid on remote machine
at java.net.DualStackPlainSocketImpl.connect0(Native Method)
at java.net.DualStackPlainSocketImpl.socketConnect(Unknown Source)
at java.net.AbstractPlainSocketImpl.doConnect(Unknown Source)Diagnosis
Try to verify whether the host name of the SMTP mail server is correct or not.
Check on the credential for the SMTP mail server make sure the username and password is correct
Use netcat or telnet(deprecated) to test the connection to the SMTP mail server and determine if it can be established.
Cause
SMTP host name is invalid or there is some restriction that block JIRA applications to connect to the SMTP host name. On Windows 8 this exception is known to be thrown due to problems with Java trying to use the IPv6 address.
Solution
Resolution
Most probably there is anti-virus and firewall installed in the JIRA applications host machine that is blocking the host name of the SMTP mail server. Try to double check on the inbound and outbound rules on both anti-virus and firewall and set exception for the SMTP host name.
Windows 8 Only:
Stop JIRA applications.
Add the following argument to the JVM as per Setting properties and options on startup:
1-Djava.net.preferIPv4Stack=trueStart JIRA applications.
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