Sending Email without encryption NOK

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  • custom_CRM
    Junior Member
    • Jun 2024
    • 13
    #1

    Sending Email without encryption NOK

    Dear,

    I have read a lot of posts that complain about the same issue. But no solution are provided for my Case.

    I have upgraded EspoCRM from 8.4.1 to 9.1.7

    Previously, we use smtp without auth, without encryption, with a local mail relay server. It was working perfercly.
    Since upgrade, it's not working anymore.

    I don't want to enable encryption, I want to setup as it was before.

    Please find my configuration :
    Click image for larger version Name: image.png Views: 45 Size: 58.4 KB ID: 120020

    Click image for larger version Name: image.png Views: 110 Size: 37.2 KB ID: 120016
    Click image for larger version Name: image.png Views: 41 Size: 34.4 KB ID: 120018

    Click image for larger version Name: image.png Views: 41 Size: 31.7 KB ID: 120017

    When I click on "Sent Test Email" I have the following error :
    Click image for larger version Name: image.png Views: 41 Size: 3.1 KB ID: 120019


    Please find the log generated :

    Code:
    [2025-08-04 07:17:10] ERROR: (0) Email sending error: Unable to connect with STARTTLS: stream_socket_enable_crypto(): SSL operation failed with code 1. OpenSSL Error messages:
error:0A000086:SSL routines::certificate verify failed :: /var/www/html/vendor/symfony/mailer/Transport/Smtp/Stream/SocketStream.php(171)
[object] (Symfony\Component\Mailer\Exception\TransportExcep tion(code: 0): Unable to connect with STARTTLS: stream_socket_enable_crypto(): SSL operation failed with code 1. OpenSSL Error messages:
error:0A000086:SSL routines::certificate verify failed at /var/www/html/vendor/symfony/mailer/Transport/Smtp/Stream/SocketStream.php:171)
[stacktrace]
#0 [internal function]: Symfony\Component\Mailer\Transport\Smtp\Stream\Soc ketStream->{closure:Symfony\Component\Mailer\Transport\Smtp\ Stream\SocketStream::startTLS():170}()
#1 /var/www/html/vendor/symfony/mailer/Transport/Smtp/Stream/SocketStream.php(174): stream_socket_enable_crypto()
#2 /var/www/html/vendor/symfony/mailer/Transport/Smtp/EsmtpTransport.php(152): Symfony\Component\Mailer\Transport\Smtp\Stream\Soc ketStream->startTLS()
#3 /var/www/html/vendor/symfony/mailer/Transport/Smtp/EsmtpTransport.php(118): Symfony\Component\Mailer\Transport\Smtp\EsmtpTrans port->doEhloCommand()
#4 /var/www/html/vendor/symfony/mailer/Transport/Smtp/SmtpTransport.php(254): Symfony\Component\Mailer\Transport\Smtp\EsmtpTrans port->executeCommand()
#5 /var/www/html/vendor/symfony/mailer/Transport/Smtp/SmtpTransport.php(277): Symfony\Component\Mailer\Transport\Smtp\SmtpTransp ort->doHeloCommand()
#6 /var/www/html/vendor/symfony/mailer/Transport/Smtp/SmtpTransport.php(210): Symfony\Component\Mailer\Transport\Smtp\SmtpTransp ort->start()
#7 /var/www/html/vendor/symfony/mailer/Transport/AbstractTransport.php(69): Symfony\Component\Mailer\Transport\Smtp\SmtpTransp ort->doSend()
#8 /var/www/html/vendor/symfony/mailer/Transport/Smtp/SmtpTransport.php(137): Symfony\Component\Mailer\Transport\AbstractTranspo rt->send()
#9 /var/www/html/application/Espo/Core/Mail/Sender.php(311): Symfony\Component\Mailer\Transport\Smtp\SmtpTransp ort->send()
#10 /var/www/html/application/Espo/Tools/Email/SendService.php(448): Espo\Core\Mail\Sender->send()
#11 /var/www/html/application/Espo/Tools/Email/Api/PostSendTest.php(114): Espo\Tools\Email\SendService->sendTestEmail()
#12 /var/www/html/application/Espo/Core/Api/ActionHandler.php(73): Espo\Tools\Email\Api\PostSendTest->process()
#13 /var/www/html/vendor/slim/slim/Slim/MiddlewareDispatcher.php(73): Espo\Core\Api\ActionHandler->handle()
#14 /var/www/html/application/Espo/Core/Api/RouteProcessor.php(176): Slim\MiddlewareDispatcher->handle()
#15 /var/www/html/application/Espo/Core/Api/RouteProcessor.php(145): Espo\Core\Api\RouteProcessor->processAction()
#16 /var/www/html/application/Espo/Core/Api/RouteProcessor.php(126): Espo\Core\Api\RouteProcessor->processAfterAuth()
#17 /var/www/html/application/Espo/Core/Api/RouteProcessor.php(78): Espo\Core\Api\RouteProcessor->processInternal()
#18 /var/www/html/application/Espo/Core/Api/Starter.php(126): Espo\Core\Api\RouteProcessor->process()
#19 /var/www/html/vendor/slim/slim/Slim/Handlers/Strategies/RequestResponse.php(38): Espo\Core\Api\Starter->{closure:Espo\Core\Api\Starter::addRoute():117} ()
#20 /var/www/html/vendor/slim/slim/Slim/Routing/Route.php(363): Slim\Handlers\Strategies\RequestResponse->__invoke()
#21 /var/www/html/vendor/slim/slim/Slim/MiddlewareDispatcher.php(73): Slim\Routing\Route->handle()
[NODE="22"]Unminify assets or how to recreate t...o.min.js file?[/NODE] /var/www/html/vendor/slim/slim/Slim/MiddlewareDispatcher.php(73): Slim\MiddlewareDispatcher->handle()
[NODE="23"]Unminify assets or how to recreate t...o.min.js file?[/NODE] /var/www/html/vendor/slim/slim/Slim/Routing/Route.php(321): Slim\MiddlewareDispatcher->handle()
#24 /var/www/html/vendor/slim/slim/Slim/Routing/RouteRunner.php(74): Slim\Routing\Route->run()
[NODE="25"]Unminify assets or how to recreate t...o.min.js file?[/NODE] /var/www/html/vendor/slim/slim/Slim/Middleware/RoutingMiddleware.php(45): Slim\Routing\RouteRunner->handle()
[NODE="26"]how to upgrade ?[/NODE] /var/www/html/vendor/slim/slim/Slim/MiddlewareDispatcher.php(129): Slim\Middleware\RoutingMiddleware->process()
[NODE="27"]how to upgrade ?[/NODE] /var/www/html/vendor/slim/slim/Slim/Middleware/ErrorMiddleware.php(77): Psr\Http\Server\RequestHandlerInterface@anonymous->handle()
#28 /var/www/html/vendor/slim/slim/Slim/MiddlewareDispatcher.php(129): Slim\Middleware\ErrorMiddleware->process()
#29 /var/www/html/vendor/slim/slim/Slim/MiddlewareDispatcher.php(73): Psr\Http\Server\RequestHandlerInterface@anonymous->handle()
#30 /var/www/html/vendor/slim/slim/Slim/App.php(209): Slim\MiddlewareDispatcher->handle()
#31 /var/www/html/vendor/slim/slim/Slim/App.php(193): Slim\App->handle()
[NODE="32"]Unminify assets or how to recreate t...o.min.js file?[/NODE] /var/www/html/application/Espo/Core/Api/Starter.php(84): Slim\App->run()
[NODE="33"]Quotes[/NODE] /var/www/html/application/Espo/Core/ApplicationRunners/Api.php(45): Espo\Core\Api\Starter->start()
[NODE="34"]Quotes[/NODE] /var/www/html/application/Espo/Core/Application/RunnerRunner.php(84): Espo\Core\ApplicationRunners\Api->run()
#35 /var/www/html/application/Espo/Core/Application.php(78): Espo\Core\Application\RunnerRunner->run()
[NODE="36"]how to upgrade ?[/NODE] /var/www/html/public/api/v1/index.php(35): Espo\Core\Application->run()
[NODE="37"]how to upgrade ?[/NODE] {main}
[2025-08-04 07:17:10] WARNING: Email sending:unknownError; 0
[2025-08-04 07:17:10] DEBUG: API (500) sendingFail; POST /Email/sendTest; Input data: {"server":"172.X.X.X","port":25,"auth":false,"secu rity":null,"username":null,"password":null,"authMe chanism":"login","fromName":"APP","fromAddress":"e mail@local.tld","type":"inboundEmail","id":"689057 c1660b3a3eb","emailAddress":"*****"}; Route pattern: /Email/sendTest
[2025-08-04 07:17:10] NOTICE: (500) sendingFail :: POST /Email/sendTest
[object] (Espo\Core\Exceptions\ErrorSilent(code: 500): sendingFail at /var/www/html/application/Espo/Core/Exceptions/Error.php:58)
[stacktrace]
#0 /var/www/html/application/Espo/Tools/Email/SendService.php(453): Espo\Core\Exceptions\Error::createWithBody()
#1 /var/www/html/application/Espo/Tools/Email/Api/PostSendTest.php(114): Espo\Tools\Email\SendService->sendTestEmail()
#2 /var/www/html/application/Espo/Core/Api/ActionHandler.php(73): Espo\Tools\Email\Api\PostSendTest->process()
#3 /var/www/html/vendor/slim/slim/Slim/MiddlewareDispatcher.php(73): Espo\Core\Api\ActionHandler->handle()
#4 /var/www/html/application/Espo/Core/Api/RouteProcessor.php(176): Slim\MiddlewareDispatcher->handle()
#5 /var/www/html/application/Espo/Core/Api/RouteProcessor.php(145): Espo\Core\Api\RouteProcessor->processAction()
#6 /var/www/html/application/Espo/Core/Api/RouteProcessor.php(126): Espo\Core\Api\RouteProcessor->processAfterAuth()
#7 /var/www/html/application/Espo/Core/Api/RouteProcessor.php(78): Espo\Core\Api\RouteProcessor->processInternal()
#8 /var/www/html/application/Espo/Core/Api/Starter.php(126): Espo\Core\Api\RouteProcessor->process()
#9 /var/www/html/vendor/slim/slim/Slim/Handlers/Strategies/RequestResponse.php(38): Espo\Core\Api\Starter->{closure:Espo\Core\Api\Starter::addRoute():117} ()
#10 /var/www/html/vendor/slim/slim/Slim/Routing/Route.php(363): Slim\Handlers\Strategies\RequestResponse->__invoke()
#11 /var/www/html/vendor/slim/slim/Slim/MiddlewareDispatcher.php(73): Slim\Routing\Route->handle()
#12 /var/www/html/vendor/slim/slim/Slim/MiddlewareDispatcher.php(73): Slim\MiddlewareDispatcher->handle()
#13 /var/www/html/vendor/slim/slim/Slim/Routing/Route.php(321): Slim\MiddlewareDispatcher->handle()
#14 /var/www/html/vendor/slim/slim/Slim/Routing/RouteRunner.php(74): Slim\Routing\Route->run()
#15 /var/www/html/vendor/slim/slim/Slim/Middleware/RoutingMiddleware.php(45): Slim\Routing\RouteRunner->handle()
#16 /var/www/html/vendor/slim/slim/Slim/MiddlewareDispatcher.php(129): Slim\Middleware\RoutingMiddleware->process()
#17 /var/www/html/vendor/slim/slim/Slim/Middleware/ErrorMiddleware.php(77): Psr\Http\Server\RequestHandlerInterface@anonymous->handle()
#18 /var/www/html/vendor/slim/slim/Slim/MiddlewareDispatcher.php(129): Slim\Middleware\ErrorMiddleware->process()
#19 /var/www/html/vendor/slim/slim/Slim/MiddlewareDispatcher.php(73): Psr\Http\Server\RequestHandlerInterface@anonymous->handle()
#20 /var/www/html/vendor/slim/slim/Slim/App.php(209): Slim\MiddlewareDispatcher->handle()
#21 /var/www/html/vendor/slim/slim/Slim/App.php(193): Slim\App->handle()
[NODE="22"]Unminify assets or how to recreate t...o.min.js file?[/NODE] /var/www/html/application/Espo/Core/Api/Starter.php(84): Slim\App->run()
[NODE="23"]Unminify assets or how to recreate t...o.min.js file?[/NODE] /var/www/html/application/Espo/Core/ApplicationRunners/Api.php(45): Espo\Core\Api\Starter->start()
#24 /var/www/html/application/Espo/Core/Application/RunnerRunner.php(84): Espo\Core\ApplicationRunners\Api->run()
[NODE="25"]Unminify assets or how to recreate t...o.min.js file?[/NODE] /var/www/html/application/Espo/Core/Application.php(78): Espo\Core\Application\RunnerRunner->run()
[NODE="26"]how to upgrade ?[/NODE] /var/www/html/public/api/v1/index.php(35): Espo\Core\Application->run()
[NODE="27"]how to upgrade ?[/NODE] {main}​
    Tags: None
    • custom_CRM
      Junior Member
      • Jun 2024
      • 13
      #2

      In addition, you can see the logs from the internal relay server :
      Code:
      connect from unknown[172.X.X.X]
Aug 4 09:00:12 SMTPRELAY postfix/smtpd[966539]: SSL_accept error from unknown[172.X.X.X]: -1
Aug 4 09:00:12 SMTPRELAY postfix/smtpd[966539]: warning: TLS library problem: error:0A000418:SSL routines::tlsv1 alert unknown ca:ssl/record/rec_layer_s3.c:1600:SSL alert number 48:
Aug 4 09:00:12 SMTPRELAY postfix/smtpd[966539]: lost connection after STARTTLS from unknown[172.X.X.X]
Aug 4 09:00:12 SMTPRELAY postfix/smtpd[966539]: disconnect from unknown[172.X.X.X] ehlo=1 starttls=0/1 commands=1/2 zz0.6l66i5ufnc3zz

      NB : I tried to force settings in config.php file (without success)

      Code:
      'outboundEmailIsShared' => true,
'outboundEmailFromName' => 'APP',
'outboundEmailFromAddress' => 'email@local.tld',
'smtpServer' => '172.X.X.X',
'smtpPort' => 25,
'smtpAuth' => false,
'smtpSecurity' => NULL,
'smtpUsername' => NULL
      ​

        Comment

        • custom_CRM
          Junior Member
          • Jun 2024
          • 13
          #3
          Hi,

          Can somebody help me?

          Thanks a lot

            Comment

            • custom_CRM
              Junior Member
              • Jun 2024
              • 13
              #4
              Hi,

              Does somebody knows how to handle this topic?

              Regards

                Comment

                • crmclients
                  Senior Member
                  • Jul 2020
                  • 282
                  #5
                  Did you figure out what happened? Are you using Gmail or Outlook?

                    Comment

                    • victor
                      Active Community Member
                      • Aug 2022
                      • 1038
                      #6
                      custom_CRM,

                      Your screenshots show the host as "172.X.X.X". Your logs also show the IP as "172.X.X.X".
                      Does your actual settings show "172.X.X.X" or a real IP address?

                        Comment

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