please read this article: https://support.google.com/a/answer/176600?hl=en
Especially this Use the Gmail SMTP server part

as i wrote before
for TLS (port 587) you have to enable "mail.smtp.starttls.enable" in OM ->
Admin -> Config
for SSL (port 465) you have to enable "mail.smtp.ssl.enable" in OM -> Admin
-> Config

and check if connection to smtp.gmail.com through the port selected is
allowed from your OM server

On Sun, 27 Dec 2020 at 12:09, GuruCoool Learnings <i...@gurucoool.com>
wrote:

> Hello dear Maxim,
> By security options, do you mean Forwarding and POP/IMAP in my Gmail?
> If yes, I have enabled it already. If no, then please guide me what
> exactly I need to do for correct security options.
>
> Also, you mentioned about firewall settings, please guide me on this also.
>
> Thanks and regards
> Jitendra
>
> On Sat, 26 Dec 2020 at 08:37, GuruCoool Learnings <i...@gurucoool.com>
> wrote:
>
>> Thanks. Please guide me for correct security options and firewall
>> settings. I am not savy with these processes.
>>
>> Thanks & Regards
>> Jitendra
>>
>> On Sat, Dec 26, 2020, 07:18 Maxim Solodovnik <solomax...@gmail.com>
>> wrote:
>>
>>> The correct settings for gmail are here:
>>> https://support.google.com/mail/answer/7126229?hl=en
>>>
>>> You have to specify only ONE of
>>> mail.smtp.starttls.enable
>>> mail.smtp.ssl.enable
>>>
>>> timeout error might be because you are not setting correct security
>>> option
>>> Or maybe your provider/firewall blocks the connection
>>>
>>>
>>> On Fri, 25 Dec 2020 at 22:20, GuruCoool Learnings <i...@gurucoool.com>
>>> wrote:
>>>
>>>> Nothing happened even after restarting the server.
>>>>
>>>> Jitendra
>>>>
>>>> On Fri, 25 Dec 2020 at 13:44, GuruCoool Learnings <i...@gurucoool.com>
>>>> wrote:
>>>>
>>>>> Okay. I will try and then will let you know.
>>>>>
>>>>> Thanks
>>>>> Jitendra
>>>>>
>>>>> On Fri, Dec 25, 2020, 13:29 Ali Alhaidary <ali.alhaid...@the5stars.org>
>>>>> wrote:
>>>>>
>>>>>> You must restart the server so tat any new settings can take effect
>>>>>>
>>>>>> Ali
>>>>>> On 12/25/20 3:54 AM, GuruCoool Learnings wrote:
>>>>>>
>>>>>> It shows error message in OM email management section only.
>>>>>>
>>>>>> Jitendra
>>>>>>
>>>>>> On Fri, Dec 25, 2020, 01:17 Alvaro <zurca...@gmail.com> wrote:
>>>>>>
>>>>>>> ...right now i tested my OM 5.1.0 at localhost  and gmail
>>>>>>> configuration and send mail ok to "user...@gmail.com".
>>>>>>>
>>>>>>> Please take a look in your spam Gmail web.
>>>>>>>
>>>>>>>
>>>>>>> .....................
>>>>>>>
>>>>>>>
>>>>>>> El jue, 24-12-2020 a las 23:20 +0530, GuruCoool Learnings escribió:
>>>>>>>
>>>>>>> Tried both 587 and 465 one by one but didn't find any solution.
>>>>>>> However thanks for your replies.
>>>>>>>
>>>>>>> I have one more query. generally openmeetings generates user
>>>>>>> specific invitation links. Is it possible to create invitation links 
>>>>>>> that
>>>>>>> can be given to anyone who is not registered on my server?
>>>>>>>
>>>>>>> On Thu, 24 Dec 2020 at 23:16, Ali Alhaidary <
>>>>>>> ali.alhaid...@the5stars.org> wrote:
>>>>>>>
>>>>>>> It did not work with me as well :-)
>>>>>>>
>>>>>>> try port 465
>>>>>>>
>>>>>>> Ali
>>>>>>> On 12/24/20 8:23 PM, GuruCoool Learnings wrote:
>>>>>>>
>>>>>>> gurucoool.com is my main site where I use the same gmail smtp
>>>>>>> details that I want to use with openmeetings. Gmail smtp works fine 
>>>>>>> with my
>>>>>>> main site gurucoool.com but is not working with openmeetings.
>>>>>>>
>>>>>>> On Thu, 24 Dec 2020 at 13:05, Ali Alhaidary <
>>>>>>> ali.alhaid...@the5stars.org> wrote:
>>>>>>>
>>>>>>> I think you should use the SMTP of gurucool.com instead
>>>>>>>
>>>>>>> Ali
>>>>>>> On 12/24/20 10:06 AM, GuruCoool Learnings wrote:
>>>>>>>
>>>>>>> Hi Ali,
>>>>>>> I have followed the guidelines provided by the openmeetings
>>>>>>> documentation which is as follows-
>>>>>>>
>>>>>>> A valid example to configure the mail server with Gmail, is as
>>>>>>> follows:
>>>>>>> (replace j...@gmail.com with your real Gmail account)
>>>>>>>
>>>>>>> Mail-Refer == i...@gurucoool.com
>>>>>>> SMTP-Server == smtp.gmail.com
>>>>>>> SMTP-Server Port (default
>>>>>>> Smtp-Server Port is 25) == 587
>>>>>>> SMTP-Username == i...@gurucoool.com
>>>>>>> SMTP-Userpass == password of i...@gurucoool.com (this is the one I
>>>>>>> use to open the mail box at i...@gurucoool.com)
>>>>>>> Enable TLS in Mail Server Auth == ...turn green the button to
>>>>>>> activate
>>>>>>> Default Language == English
>>>>>>>
>>>>>>> ...the rest you can change it as you likes.
>>>>>>>
>>>>>>> However can it would be a great help if you can clarify what
>>>>>>> actually you mean by the following-
>>>>>>>
>>>>>>> Host name is wrong or
>>>>>>> Connection security is wrong or
>>>>>>> service is not available or
>>>>>>>
>>>>>>> Thanks
>>>>>>> Jitendra
>>>>>>>
>>>>>>>
>>>>>>>
>>>>>>>
>>>>>>> On Thu, 24 Dec 2020 at 11:24, Ali Alhaidary <
>>>>>>> ali.alhaid...@the5stars.org> wrote:
>>>>>>>
>>>>>>> Hi,
>>>>>>>
>>>>>>> It is either:
>>>>>>>
>>>>>>> Host name is wrong or
>>>>>>> SMTP server name is wrong or
>>>>>>> Port number is wrong or
>>>>>>> Connection security is wrong or
>>>>>>> User name is wrong or
>>>>>>> pass word is wrong or
>>>>>>> service is not available or
>>>>>>> some of the above or
>>>>>>> all of the above
>>>>>>>
>>>>>>> Try searching the mailing list, the solution is there as you need to
>>>>>>> check each and every one ...
>>>>>>>
>>>>>>> :-)
>>>>>>>
>>>>>>>
>>>>>>> On 12/23/20 2:18 PM, GuruCoool Learnings wrote:
>>>>>>>
>>>>>>> Hi,
>>>>>>> I am facing mail sending error in my openmeetings server. Whenever I
>>>>>>> try to send a mail I get an error message as follows-
>>>>>>> Error Count 5
>>>>>>> Last Error
>>>>>>> com.sun.mail.util.MailConnectException: Couldn't connect to host,
>>>>>>> port: smtp.gmail.com, 587; timeout 30000; nested exception is:
>>>>>>> java.net.SocketTimeoutException: connect timed out at
>>>>>>> com.sun.mail.smtp.SMTPTransport.openServer(SMTPTransport.java:2209) at
>>>>>>> com.sun.mail.smtp.SMTPTransport.protocolConnect(SMTPTransport.java:740) 
>>>>>>> at
>>>>>>> javax.mail.Service.connect(Service.java:388) at
>>>>>>> javax.mail.Service.connect(Service.java:246) at
>>>>>>> javax.mail.Service.connect(Service.java:195) at
>>>>>>> javax.mail.Transport.send0(Transport.java:254) at
>>>>>>> javax.mail.Transport.send(Transport.java:124) at
>>>>>>> org.apache.openmeetings.core.mail.MailHandler.lambda$send$0(MailHandler.java:221)
>>>>>>> at
>>>>>>> java.base/java.util.concurrent.ThreadPoolExecutor.runWorker(ThreadPoolExecutor.java:1128)
>>>>>>> at
>>>>>>> java.base/java.util.concurrent.ThreadPoolExecutor$Worker.run(ThreadPoolExecutor.java:628)
>>>>>>> at java.base/java.lang.Thread.run(Thread.java:834) Caused by:
>>>>>>> java.net.SocketTimeoutException: connect timed out at
>>>>>>> java.base/java.net.PlainSocketImpl.socketConnect(Native Method) at
>>>>>>> java.base/java.net.AbstractPlainSocketImpl.doConnect(AbstractPlainSocketImpl.java:399)
>>>>>>> at
>>>>>>> java.base/java.net.AbstractPlainSocketImpl.connectToAddress(AbstractPlainSocketImpl.java:242)
>>>>>>> at
>>>>>>> java.base/java.net.AbstractPlainSocketImpl.connect(AbstractPlainSocketImpl.java:224)
>>>>>>> at java.base/java.net.SocksSocketImpl.connect(SocksSocketImpl.java:403) 
>>>>>>> at
>>>>>>> java.base/java.net.Socket.connect(Socket.java:609) at
>>>>>>> com.sun.mail.util.SocketFetcher.createSocket(SocketFetcher.java:357) at
>>>>>>> com.sun.mail.util.SocketFetcher.getSocket(SocketFetcher.java:238) at
>>>>>>> com.sun.mail.smtp.SMTPTransport.openServer(SMTPTransport.java:2175) ... 
>>>>>>> 10
>>>>>>> more
>>>>>>> Please help.
>>>>>>> Thanks
>>>>>>> Jitendra
>>>>>>>
>>>>>>>
>>>>>>>
>>>>>>>
>>>
>>> --
>>> Best regards,
>>> Maxim
>>>
>>

-- 
Best regards,
Maxim

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