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Symfony/mailer v6.4.3 + gmail SMTP issues

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Created on 5 February 2024, over 1 year ago

This appears to be an issue with symfony/mailer and not this module per se, but I wanted to post this here in case it can help anyone else.

I updated Drupal Commerce from 2.3.6 to 2.3.7, and in the background, that triggered an update of symfony/mailer from v6.4.0 to v6.4.3.

Once I pushed out that update, I could no longer send any email via SMTP to Google/Gmail. I tried for hours to find the issue, changing my app password and verifying all my settings, DKIM, etc.

I was able to verify via a separate environment that I could still authenticate and send emails with exactly the same credentials as long as symfony/mailer hadn't been updated to v6.4.3

Here's an example of the error message I would receive anytime an email send was attempted:

Error sending email: Failed to authenticate on SMTP server with username "myemail@mydomain.com" using the following authenticators: "LOGIN", "PLAIN", "XOAUTH2". Authenticator "LOGIN" returned "Expected response code "235" but got code "535", with message "535-5.7.8 Username and Password not accepted. For more information, go to 535 5.7.8 https://support.google.com/mail/?p=BadCredentials g17-20020a05620a40d100b007831f8c5aeasm119457qko.55 - gsmtp".". Authenticator "PLAIN" returned "Expected response code "235" but got code "535", with message "535-5.7.8 Username and Password not accepted. For more information, go to 535 5.7.8 https://support.google.com/mail/?p=BadCredentials g17-20020a05620a40d100b007831f8c5aeasm119457qko.55 - gsmtp".". Authenticator "XOAUTH2" returned "Expected response code "235" but got code "334", with message "334 eyJzdGF0dXMiOiI0MDAiLCJzY2hlbWVzIjoiQmVhcmVyIiwic2NvcGUiOiJodHRwczovL21haWwuZ29vZ2xlLmNvbS8ifQ==".".

So in the end, when I rolled back symfony/mailer to v6.4.0 I was able to authenticate via SMTP and send emails again.

composer require 'symfony/mailer:6.4.0'

Again, just wanted to share my findings in case anyone else is having the same issue.

🐛 Bug report
Status

Needs work

Version

1.4

Component

Miscellaneous

Created by

🇺🇸United States bradhawkins

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Comments & Activities

  • Issue created by @bradhawkins
  • Status changed to Active over 1 year ago
  • Comment over 1 year ago →
    🇺🇸United States bradhawkins
  • Comment about 1 year ago →
    🇬🇧United Kingdom adamps
  • Comment about 1 year ago →
    🇬🇧United Kingdom griz

    I found that if you copy the password to the clipboard, it contains spaces between each block of four characters. Removing the spaces worked for me.

  • Comment about 1 year ago →
    🇬🇧United Kingdom jpontet

    I have the same error on v1.4.1 as well. I will also try downgrading to v1.4.0 to try to resolve it.
    Has anyone been able to isolate the issue? Perhaps a patch?

  • Comment 11 months ago →
    Eugene Bocharov

    Thank you @griz ! You save my day)

  • Comment 10 months ago →
    xdzx

    I have created this account just to thanks @griz. You saved my day. My problem was not Drupal but Mautic's symfony mailer DSN.
    I did everything in my power. Wasted the whole day and then finally with enough google search I found your comment and removed the spaces between the app password for Gmail and then it worked like a charm.
    I previously used App Password with space in different applications and they worked, so never thought of this. However thank you again and again.
    And for SEO: Mautic Gmail Google Mailer SMTP error can be fixed if you use App Password and remove spaces between those App Password.
    You are welcome!

  • Comment 9 months ago →
    🇪🇸Spain tolivera

    Thank you @griz

    Indeed, when copying and pasting, the blank spaces are included. Removing them solved the problem.

    I guess many people will have the same problem :(

  • Comment about 1 month ago →
    🇺🇸United States crutch

    We started having this issue recently. I've reset the password for the gmail account and at /admin/config/system/mailer/transport with still the same error as #1. Using symfony/mailer v6.4.18 and drupal core 10.3.13

    Unable to downgrade to symfony/mailer v6.4.0 because of core version. Was able to go down to 6.4.7 but it didn't fix the issue.

    Where are you seeing spaces in the password?

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