SMTP mail send with tls and 2.4.8

[dmanners]

Preconditions and environment

• Magento version: 2.4.8
• Using an external smtp server for email sending

Steps to reproduce

Setup the SMTP config as following

1. Transport: SMTP
2. Host: url.to.smtp.host
3. Port: 587
4. SSL: TLS

Expected result

Email is sent without further issues.

Actual result

We get the following error:

error:1408F10B:SSL routines:ssl3*get*record:wrong version number <] []

When we set up the config with 567 and SSL: SSL or none then emails are sent but according to the smtp server the port 567 should be setup as tls.

This seems to be an change in how emails are sent in the switch from Laminas to Symfony.

Additional information

No response

Release note

No response

Triage and priority

• Severity: S0 - Affects critical data or functionality and leaves users without workaround.
• Severity: S1 - Affects critical data or functionality and forces users to employ a workaround.
• Severity: S2 - Affects non-critical data or functionality and forces users to employ a workaround.
• Severity: S3 - Affects non-critical data or functionality and does not force users to employ a workaround.
• [ > Severity: S4 - Affects aesthetics, professional look and feel, “quality” or “usability”.

[m2-assistant]

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[m2-assistant]

Hi @engcom-November. Thank you for working on this issue.
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[dmanners]

This seems to be related to an old symfony github issue symfony/symfony#34846

[m2-assistant]

Hi @engcom-Hotel. Thank you for working on this issue.
In order to make sure that issue has enough information and ready for development, please read and check the following instruction: 👇

• 1. Verify that issue has all the required information. (Preconditions, Steps to reproduce, Expected result, Actual result).
• 2. Verify that issue has a meaningful description and provides enough information to reproduce the issue.
• 3. Add Area: XXXXX label to the ticket, indicating the functional areas it may be related to.
• 4. Verify that the issue is reproducible on 2.4-develop branch
  Details

  - If the issue is reproducible on 2.4-develop branch, please, add the label Reproduced on 2.4.x.
  - If the issue is not reproducible, add your comment that issue is not reproducible and close the issue and stop verification process here!
• 5. Add label Issue: Confirmed once verification is complete.
• 6. Make sure that automatic system confirms that report has been added to the backlog.

[engcom-Hotel]

Hello @dmanners,

Thanks for the report and collaboration!

We have tried to reproduce this issue in the latest development branch i.e. 2.4-develop and it seems the issue is reproducible for us:

main.ERROR: Transport error while sending email: Connection could not be established with host "ssl://localhost:1025": stream_socket_client(): SSL operation failed with code 1. OpenSSL Error messages:
error:0A00010B:SSL routines::wrong version number [] []

Hence confirming the issue.

Thanks