Grails mail Exchange server configuration - email

Question

I'm trying to configure mail with an Exchange server.
This is my configuration
grails {
mail {
host = "mail.xxx.xx.xx"
port = 443
username = "username"
password = "password"
props = [ "mail.smtp.auth":"true",
"mail.smtp.port":"443",
"mail.smtp.ssl.enable" :"true"
]
}
}
I'm getting the following error
Message: org.springframework.mail.MailSendException: Mail server connection failed; nested exception is javax.mail.MessagingException: Exception reading response;
nested exception is:
java.net.SocketException: Connection reset. Failed messages: javax.mail.MessagingException: Exception reading response;
I know it's an issue with the props that I have to change, since this configuration works on my mail app.
I know that the port is correct, it uses SSL.
I also tried using these props
props = ["mail.smtp.timeout" : "100000",
"mail.smtp.starttls.enable" : "true",
"mail.smtp.EnableSSL.enable" : "true",
"mail.transport.protocol" : "smtps",
"mail.smtp.socketFactory.port" : "443",
"mail.smtp.auth" : "true",
"mail.smtp.socketFactory.class" : "javax.net.ssl.SSLSocketFactory",
"mail.smtp.socketFactory.fallback": "false",
"mail.debug" : "true"]
The debug result it this :
DEBUG: JavaMail version 1.5.1
DEBUG: successfully loaded resource: /META-INF/javamail.default.providers
DEBUG: Tables of loaded providers
DEBUG: Providers Listed By Class Name: {com.sun.mail.smtp.SMTPSSLTransport=javax.mail.Provider[TRANSPORT,smtps,com.sun.mail.smtp.SMTPSSLTransport,Oracle], com.sun.mail.smtp.SMTPTransport=javax.mail.Provider[TRANSPORT,smtp,com.sun.mail.smtp.SMTPTransport,Oracle], com.sun.mail.imap.IMAPSSLStore=javax.mail.Provider[STORE,imaps,com.sun.mail.imap.IMAPSSLStore,Oracle], com.sun.mail.pop3.POP3SSLStore=javax.mail.Provider[STORE,pop3s,com.sun.mail.pop3.POP3SSLStore,Oracle], com.sun.mail.imap.IMAPStore=javax.mail.Provider[STORE,imap,com.sun.mail.imap.IMAPStore,Oracle], com.sun.mail.pop3.POP3Store=javax.mail.Provider[STORE,pop3,com.sun.mail.pop3.POP3Store,Oracle]}
DEBUG: Providers Listed By Protocol: {imaps=javax.mail.Provider[STORE,imaps,com.sun.mail.imap.IMAPSSLStore,Oracle], imap=javax.mail.Provider[STORE,imap,com.sun.mail.imap.IMAPStore,Oracle], smtps=javax.mail.Provider[TRANSPORT,smtps,com.sun.mail.smtp.SMTPSSLTransport,Oracle], pop3=javax.mail.Provider[STORE,pop3,com.sun.mail.pop3.POP3Store,Oracle], pop3s=javax.mail.Provider[STORE,pop3s,com.sun.mail.pop3.POP3SSLStore,Oracle], smtp=javax.mail.Provider[TRANSPORT,smtp,com.sun.mail.smtp.SMTPTransport,Oracle]}
DEBUG: successfully loaded resource: /META-INF/javamail.default.address.map
DEBUG: getProvider() returning javax.mail.Provider[TRANSPORT,smtps,com.sun.mail.smtp.SMTPSSLTransport,Oracle]
DEBUG SMTP: useEhlo true, useAuth false
DEBUG SMTP: trying to connect to host "xxx.xxx.xx.xx", port 443, isSSL true

Answer 1

It looks to me as a certificate problem. If you have access to a server not using SSL, I would test that first, otherwise you should:
Find the certificate issuer (If you don't know it, you could use openssl verify http://www.herongyang.com/Cryptography/OpenSSL-Certificate-Path-Validation-Tests.html)
Look a CA in your java keystore
Locate Either the default java keystore (How do I find out what keystore my JVM is using?) or the one you are using
List the keystore and look for a corresponding CA
If there is a CA then the problem is not likely to be this
If there is no corresponding CA, then obtain the CA certificate and import it to you keystore, restart the server, and should work again.

Answer 2

I had the very same issue a while back. If you are trying to access an exchange server within a network (organization), I believe the port number is the issue here. It could have been changed by the network admin.
Please contact the network administrator and explain to him that you are trying to access the Exchange Server and require the username, password and the relevant port number. Authentication could be optional if the app is run in-house, i.e.
props = ["mail.smtp.auth":"false"]
I hope this helps.