Pentaho PDI - Mail using gmail account Connection timed out - pentaho

Whilst trying to send email using GMAIL on the PDI job, I face a connection timed out error.
Settings were as give below
SMTP ->smtp.gmail.com
Port -> 465 (also tried with 587 and 25)
And followed by SSL connection with my full credentials.
This is the error I am getting
2016/08/24 11:56:48 - Mail - ERROR (version 6.1.0.1-196, build 1 from 2016-04-07 12.08.49 by buildguy) : Problem while sending message: javax.mail.MessagingException: Could not connect to SMTP host: smtp.gmail.com, port: 465;
nested exception is:
java.net.ConnectException: Connection timed out: connect
I see a similar open question here but with little help
Any help?

by using below server configuration i used to send mail from PDI
1.SMTP ->smtp.gmail.com
2.Port -> 465
3. use authentication [check this]
4.authentication user (use your gmail id)
5.authentication password (use your gmail password)
6.use secure authentication
7. secure connection type = SSL
when this job will execute in your gmail account a security concern mail will be sent by gmail team and you need to allow that security check

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hey guys a have problems with sending mail via sendmail over exim4 and gmail from my server; i created new email on gmail, configured exim to work as a smarthost but im getting error
SMTP error from remote mail server after MAIL FROM:<root#localhost> SIZE=1330: host smtp.gmail.com [64.233.162.108]: 530-5.7.0 Authentication Required. Learn more at\n530 5.7.0 https://support.google.com/mail/?p=WantAuthError r12sm5237727ljd.6 - gsmtp
here is my /etc/exim4/update-exim4.conf.conf
dc_eximconfig_configtype='smarthost'
dc_other_hostnames=''
dc_local_interfaces='127.0.0.1'
dc_readhost='host.ru'
dc_relay_domains=''
dc_minimaldns='false'
dc_relay_nets=''
dc_smarthost='smtp.gmail.com::587'
CFILEMODE='644'
dc_use_split_config='true'
dc_hide_mailname='false'
dc_mailname_in_oh='true'
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smtp.gmail.com:check#gmail.com:pass123
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I was able to configure mbsync and mu4e in order to use my gmail account (so far everything works fine). I am now in the process of using mu4e-context to control multiple accounts.
I cannot retrieve emails from my openmailbox account whereas I receive this error
Reading configuration file .mbsyncrc
Channel ombx
Opening master ombx-remote...
Resolving imap.ombx.io... ok
Connecting to imap.ombx.io (*.*.10*.16*:*9*)...
Opening slave ombx-local...
Connection is now encrypted
Logging in...
IMAP command 'LOGIN <user> <pass>' returned an error: NO [AUTHENTICATIONFAILED] Authentication failed.
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IMAPAccount openmailbox
Host imap.ombx.io
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UseIMAPS yes
# AuthMechs LOGIN
RequireSSl yes
PassCmd "echo ${PASSWORD:-$(gpg2 --no-tty -qd ~/.authinfo.gpg | sed -n 's,^machine imap.ombx.io .*password \\([^ ]*\\).*,\\1,p')}"
IMAPStore ombx-remote
Account openmailbox
MaildirStore ombx-local
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Inbox ~/Mail/user#openmailbox.org/Inbox/
Channel ombx
Master :ombx-remote:
Slave :ombx-local:
# Exclude everything under the internal [Gmail] folder, except the interesting folders
Patterns *
Create Slave
Expunge Both
Sync All
SyncState *
I am using Linux Mint and my isync is version 1.1.2
Thanks in advance for any help
EDIT: I have run a debug option and I have upgraded isync to version 1.2.1
This is what the debug returned:
Reading configuration file .mbsyncrc
Channel ombx
Opening master store ombx-remote...
Resolving imap.ombx.io... ok
Connecting to imap.ombx.io (*.*.10*.16*:*9*)...
Opening slave store ombx-local...
pattern '*' (effective '*'): Path, no INBOX
got mailbox list from slave:
Connection is now encrypted
* OK [CAPABILITY IMAP4rev1 LITERAL+ SASL-IR LOGIN-REFERRALS ID ENABLE IDLE AUTH=PLAIN AUTH=LOGIN] Openmailbox is ready to
handle your requests.
Logging in...
Authenticating with SASL mechanism PLAIN...
>>> 1 AUTHENTICATE PLAIN <authdata>
1 NO [AUTHENTICATIONFAILED] Authentication failed.
IMAP command 'AUTHENTICATE PLAIN <authdata>' returned an error: NO [AUTHENTICATIONFAILED] Authentication failed.
My .msyncrc file now contains these options instead
SSLType IMAPS
SSLVersions TLSv1.2
AuthMechs PLAIN
At the end, the solution was to use the correct password. Since openmailbox uses an application password for third-party e-mail clients I was using the wrong (original) password instead of the application password.

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imap.examine('INBOX')
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