title: mailR: sending email to server failed
body: <p>I am trying to send an email using the mailR package. I can do this at home, from my personal computer and internet, but not at work, where we have company installed and managed firewall, antivirus, etc. When I try, I get a 
  long error message, finishing with: </p>
  
  <blockquote>
    <p>Error: EmailException (Java): Sending the email to the following server failed : smtp.gmail.com:465</p>
  </blockquote>
  
  <p>I will paste the complete error message at the bottom of this question. </p>
  
  <p>The code I am using is the following:</p>
  
  <pre><code>send.mail(from="MyEmail@gmail.com",
            to="MyOtherEmail@hotmail.com",
            subject="Test Email",
            body="Test body",
            html=T,
            smtp=list(host.name = "smtp.gmail.com",
                      port = 465, #587,
                      user.name = "MyEmail@gmail.com",
                      passwd = "xxxx",
                      ssl=T), #tls = T),
            authenticate=T,
            debug=T)
  </code></pre>
  
  <p>After reading a few similar questions, I have tried changing the port to 587, simultaneously with <code>tls=T</code> instead of <code>ssl=T</code>. I already have less-secure apps enabled on my google account, and I do not have ''two factor' authentification enabled, but I don't think the problem is related to my google account, as the code works from home. I do not have the option of turning antivirus software off, this is company controlled and is not possible for me. 
  Using the <code>Debug</code> option in <code>send.mail</code>, the final line, where I guess the problem comes up was:</p>
  
  <blockquote>
    <p>DEBUG SMTP: trying to connect to host "smtp.gmail.com", port 465, isSSL false</p>
  </blockquote>
  
  <p>Does anybody have any ideas about how I can get an email notification from R to let me know that my script has finished running and what the outcome was, despite my firewall and antivirus restrictions? I am not fussy about using the <code>mailR</code> package - I also tried <code>mail</code> as suggested in this post:</p>
  
  <p><a href="https://stackoverflow.com/questions/29450427/sending-mail-from-r-mailr">sending mail from R (mailR)</a></p>
  
  <p>with the following code:</p>
  
  <pre><code>sendmail("MyEmail@gmail.com", "mail of R", "Testing!")
  </code></pre>
  
  <p>but with this I got the following error message:</p>
  
  <pre><code>Error in file(con, "r") : cannot open the connection
  In addition: Warning message:
  In file(con, "r") :
  cannot open URL 'http://rmail.linhi.de/rmail.php?Email=MyEmail@gmail.com&amp;Passwort=rmail&amp;Betreff=mail&lt;of&lt;R&amp;Nachricht=Testing!': HTTP status was '404 Not Found'
  
  Here is the full Debug result and error message I get using send.mail:
  &gt;DEBUG: JavaMail version 1.5.2
  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,smtp,com.sun.mail.smtp.SMTPTransport,Oracle]
  DEBUG SMTP: need username and password for authentication
  DEBUG SMTP: useEhlo true, useAuth true
  DEBUG SMTP: trying to connect to host "smtp.gmail.com", port 465, isSSL false
  org.apache.commons.mail.EmailException: Sending the email to the following server failed : smtp.gmail.com:465
      at org.apache.commons.mail.Email.sendMimeMessage(Email.java:1410)
      at org.apache.commons.mail.Email.send(Email.java:1437)
      at sun.reflect.NativeMethodAccessorImpl.invoke0(Native Method)
      at sun.reflect.NativeMethodAccessorImpl.invoke(Unknown Source)
      at sun.reflect.DelegatingMethodAccessorImpl.invoke(Unknown Source)
      at java.lang.reflect.Method.invoke(Unknown Source)
      at RJavaTools.invokeMethod(RJavaTools.java:386)
  Caused by: com.sun.mail.util.MailConnectException: Couldn't connect to host, port: smtp.gmail.com, 465; timeout 60000;
    nested exception is:
      java.net.ConnectException: Connection timed out: connect
      at com.sun.mail.smtp.SMTPTransport.openServer(SMTPTransport.java:2053)
      at com.sun.mail.smtp.SMTPTransport.protocolConnect(SMTPTransport.java:697)
      at javax.mail.Service.connect(Service.java:386)
      at javax.mail.Service.connect(Service.java:245)
      at javax.mail.Service.connect(Service.java:194)
      at javax.mail.Transport.send0(Transport.java:253)
      at javax.mail.Transport.send(Transport.java:124)
      at org.apache.commons.mail.Email.sendMimeMessage(Email.java:1400)
      ... 6 more
  Caused by: java.net.ConnectException: Connection timed out: connect
      at java.net.DualStackPlainSocketImpl.waitForConnect(Native Method)
      at java.net.DualStackPlainSocketImpl.socketConnect(Unknown Source)
      at java.net.AbstractPlainSocketImpl.doConnect(Unknown Source)
      at java.net.AbstractPlainSocketImpl.connectToAddress(Unknown Source)
      at java.net.AbstractPlainSocketImpl.connect(Unknown Source)
      at java.net.PlainSocketImpl.connect(Unknown Source)
      at java.net.SocksSocketImpl.connect(Unknown Source)
      at java.net.Socket.connect(Unknown Source)
      at sun.security.ssl.SSLSocketImpl.connect(Unknown Source)
      at com.sun.mail.util.SocketFetcher.createSocket(SocketFetcher.java:310)
      at com.sun.mail.util.SocketFetcher.getSocket(SocketFetcher.java:215)
      at com.sun.mail.smtp.SMTPTransport.openServer(SMTPTransport.java:2019)
      ... 13 more
  </code></pre>