When changing it to port 587 it gives me a new error and still does not
succeed in sending an email.

*com.sun.mail.smtp.SMTPSendFailedException: 530 5.7.0 Must issue a STARTTLS
command first. a8sm26133363ibi.11

        at
com.sun.mail.smtp.SMTPTransport.issueSendCommand(SMTPTransport.java:1388)
        at com.sun.mail.smtp.SMTPTransport.mailFrom(SMTPTransport.java:959)
        at
com.sun.mail.smtp.SMTPTransport.sendMessage(SMTPTransport.java:583)
        at javax.mail.Transport.send0(Transport.java:169)
        at javax.mail.Transport.send(Transport.java:98)
        at org.dspace.core.Email.send(Email.java:362)
        at
org.dspace.eperson.AccountManager.sendEmail(AccountManager.java:296)
        at
org.dspace.eperson.AccountManager.sendInfo(AccountManager.java:256)
        at
org.dspace.eperson.AccountManager.sendRegistrationInfo(AccountManager.java:101)
        at
org.dspace.app.webui.servlet.RegisterServlet.processEnterEmail(RegisterServlet.java:287)
        at
org.dspace.app.webui.servlet.RegisterServlet.doDSPost(RegisterServlet.java:202)
        at
org.dspace.app.webui.servlet.DSpaceServlet.processRequest(DSpaceServlet.java:147)
        at
org.dspace.app.webui.servlet.DSpaceServlet.doPost(DSpaceServlet.java:105)
        at javax.servlet.http.HttpServlet.service(HttpServlet.java:637)
        at javax.servlet.http.HttpServlet.service(HttpServlet.java:717)
        at
org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:290)
        at
org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:206)
        at
org.apache.catalina.core.StandardWrapperValve.invoke(StandardWrapperValve.java:233)
        at
org.apache.catalina.core.StandardContextValve.invoke(StandardContextValve.java:191)
        at
org.apache.catalina.core.StandardHostValve.invoke(StandardHostValve.java:128)
        at
org.apache.catalina.valves.ErrorReportValve.invoke(ErrorReportValve.java:102)
        at
org.apache.catalina.core.StandardEngineValve.invoke(StandardEngineValve.java:109)
        at
org.apache.catalina.connector.CoyoteAdapter.service(CoyoteAdapter.java:293)
        at
org.apache.jk.server.JkCoyoteHandler.invoke(JkCoyoteHandler.java:190)
        at
org.apache.jk.common.HandlerRequest.invoke(HandlerRequest.java:291)
        at org.apache.jk.common.ChannelSocket.invoke(ChannelSocket.java:769)
        at
org.apache.jk.common.ChannelSocket.processConnection(ChannelSocket.java:698)
        at
org.apache.jk.common.ChannelSocket$SocketConnection.runIt(ChannelSocket.java:891)
        at
org.apache.tomcat.util.threads.ThreadPool$ControlRunnable.run(ThreadPool.java:690)
        at java.lang.Thread.run(Thread.java:619)*


I also want to note that when the original error occurs it takes about 120
seconds to process the email command before it gives up and issues an
internal error.  When I changed the port to 587 it was almost instant.

On Tue, Jun 8, 2010 at 12:12 AM, Hardik Mishra <[email protected]> wrote:

> Hi Bryce
>
> Please try to connect with port no. 587
>
>
> Thanks &  Regards
> Hardik Mishra
> Software Engineer
>
> Give a man a fish, and you feed him for a day. Teach a man to catch fish
> and you feed him for a lifetime.
>
>
>
> Message: 4
> Date: Mon, 7 Jun 2010 20:14:52 -0500
> From: bryce ray <[email protected]>
> Subject: Re: [Dspace-tech] Unable to connect to Gmail SMTP server
> To: Stuart Lewis <[email protected]>
> Cc: "[email protected]"
>        <[email protected]>
> Message-ID:
>        <[email protected]>
> Content-Type: text/plain; charset="iso-8859-1"
>
> I just double checked but i do not think it has to do with a server
> setting/firewall.  I can connect to the gmail server without problem on my
> apache based applications.  Its dspace/tomcat specifically which I can not
> connect to the gmail server.
>
> On Mon, Jun 7, 2010 at 7:23 PM, Stuart Lewis <[email protected]>
> wrote:
>
> > Hi Bryce,
> >
> > It could be that your server is firewalled from talking to external
> > servers. Log into your server, and try the following:
> >
> > > telnet smtp.gmail.com 465
> >
> > If your server can connect then you should see a message such as:
> >
> > Trying 72.14.213.109...
> > Connected to gmail-smtp-msa.l.google.com.
> > Escape character is '^]'.
> >
> >
> > If you get an error about 'Connection Refused' or 'Unable to connect' (or
> > similar) then it may be a firewall issue.
> >
> > Thanks,
> >
> >
> > Stuart Lewis
> > IT Innovations Analyst and Developer
> > Te Tumu Herenga The University of Auckland Library
> > Auckland Mail Centre, Private Bag 92019, Auckland 1142, New Zealand
> > Ph: +64 (0)9 373 7599 x81928
> >
> >
> > On 8/06/2010, at 9:52 AM, bryce ray wrote:
> >
> > > I'm getting the following error when attempting to connect to the Gmail
> > smtp server:
> > >
> > > javax.mail.MessagingException: Could not connect to SMTP host:
> > smtp.gmail.com, port: 465, response: -1
> > >         at
> > com.sun.mail.smtp.
> SMTPTransport.openServer(SMTPTransport.java:1270)
> > >         at
> > com.sun.mail.smtp.SMTPTransport.protocolConnect(SMTPTransport.java:370)
> > >         at javax.mail.Service.connect(Service.java:297)
> > >         at javax.mail.Service.connect(Service.java:156)
> > >         at javax.mail.Service.connect(Service.java:105)
> > >         at javax.mail.Transport.send0(Transport.java:168)
> > >         at javax.mail.Transport.send(Transport.java:98)
> > >         at org.dspace.core.Email.send(Email.java:362)
> > >         at
> > org.dspace.eperson.AccountManager.sendEmail(AccountManager.java:296)
> > >         at
> > org.dspace.eperson.AccountManager.sendInfo(AccountManager.java:256)
> > >         at
> >
> org.dspace.eperson.AccountManager.sendRegistrationInfo(AccountManager.java:101)
> > >         at
> >
> org.dspace.app.webui.servlet.RegisterServlet.processEnterEmail(RegisterServlet.java:287)
> > >         at
> >
> org.dspace.app.webui.servlet.RegisterServlet.doDSPost(RegisterServlet.java:202)
> > >         at
> >
> org.dspace.app.webui.servlet.DSpaceServlet.processRequest(DSpaceServlet.java:147)
> > >         at
> > org.dspace.app.webui.servlet.DSpaceServlet.doPost(DSpaceServlet.java:105)
> > >         at javax.servlet.http.HttpServlet.service(HttpServlet.java:637)
> > >         at javax.servlet.http.HttpServlet.service(HttpServlet.java:717)
> > >         at
> >
> org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:290)
> > >         at
> >
> org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:206)
> > >         at
> >
> org.apache.catalina.core.StandardWrapperValve.invoke(StandardWrapperValve.java:233)
> > >         at
> >
> org.apache.catalina.core.StandardContextValve.invoke(StandardContextValve.java:191)
> > >         at
> >
> org.apache.catalina.core.StandardHostValve.invoke(StandardHostValve.java:128)
> > >         at
> >
> org.apache.catalina.valves.ErrorReportValve.invoke(ErrorReportValve.java:102)
> > >         at
> >
> org.apache.catalina.core.StandardEngineValve.invoke(StandardEngineValve.java:109)
> > >         at
> >
> org.apache.catalina.connector.CoyoteAdapter.service(CoyoteAdapter.java:293)
> > >         at
> > org.apache.jk.server.JkCoyoteHandler.invoke(JkCoyoteHandler.java:190)
> > >         at
> > org.apache.jk.common.HandlerRequest.invoke(HandlerRequest.java:291)
> > >         at
> > org.apache.jk.common.ChannelSocket.invoke(ChannelSocket.java:769)
> > >         at
> >
> org.apache.jk.common.ChannelSocket.processConnection(ChannelSocket.java:698)
> > >         at
> >
> org.apache.jk.common.ChannelSocket$SocketConnection.runIt(ChannelSocket.java:891)
> > >         at
> >
> org.apache.tomcat.util.threads.ThreadPool$ControlRunnable.run(ThreadPool.java:690)
> > >         at java.lang.Thread.run(Thread.java:619)
> > >
> > > I'm running Dspace v1.5.2.  I've been following the tutorial that I
> found
> > here: http://blog.stuartlewis.com/2009/09/05/using-gmail-with-dspace/
> > >
> > > I've applied this patch to my Email.java file and re-packaged:
> > > http://jira.dspace.org/jira/browse/DS-234
> > >
> > > Below is my dspace.cfg file as it pertains to the mail settings:
> > >
> > > ##### Email settings ######
> > >
> > > # SMTP mail server
> > > mail.server=smtp.gmail.com
> > >
> > > # SMTP mail server authentication username and password (if required)
> > > mail.server.username = [email protected]
> > > mail.server.password = password
> > >
> > > # SMTP mail server alternate port (defaults to 25)
> > > mail.server.port = 465
> > >
> > > # From address for mail
> > > mail.from.address = [email protected]
> > >
> > > # Currently limited to one recipient!
> > > feedback.recipient = [email protected]
> > >
> > > # General site administration (Webmaster) e-mail
> > > mail.admin = [email protected]
> > >
> > > # Recipient for server errors and alerts
> > > # alert.recipient = email-address-here
> > >
> > > # Recipient for new user registration emails
> > > # registration.notify = email-address-here
> > >
> > > # Set the default mail character set. This may be over ridden by
> > providing a line
> > > # inside the email template "charset: <encoding>", otherwise this
> default
> > is used.
> > > #mail.charset = UTF8
> > >
> > > mail.ssl.enable = true
> > >
> > > mail.extraproperties = mail.smtp.socketFactory.port=465, \
> > >         mail.smtp.socketFactory.class=javax.net.ssl.SSLSocketFactory, \
> > >         mail.smtp.socketFactory.fallback=false
> > >
> > > # Default language for metadata values
> > > default.language = en_US
>
>
>
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