SMTP Notification Warning: Connection error while submitting email to (server address). Reason: SMTP AUTH extension not supported by server.

[freddyb]

Describe the bug
Looks like the SMTP code doesn't handle all mail servers. See exact steps below.

Version
v0.45.22

To Reproduce
Steps to reproduce the behavior:

1. Set up a new change detection entry.A
2. When typing the URL go to ""Edit > Watch"
3. In the notifications tab, type in a mailtos address to allow sending email
4. Click on "Send test notification"
5. Check Notification debug logs

2024/05/02 13:06:37,000 - SENDING - null
2024-05-02 13:06:37,804 - WARNING - Connection error while submitting email to smtp.mailbox.org. Reason: SMTP AUTH extension not supported by server.
2024-05-02 13:06:37,786 - DEBUG - Applying user credentials...
2024-05-02 13:06:37,704 - DEBUG - Connecting to remote SMTP server...
2024-05-02 13:06:37,703 - DEBUG - Delivery: smtp.mailbox.org:25
2024-05-02 13:06:37,703 - DEBUG - Login ID: ...
2024-05-02 13:06:37,703 - DEBUG - Email To: ...
2024-05-02 13:06:37,703 - DEBUG - Email From: ....
2024-05-02 13:06:37,703 - DEBUG - Loaded E-Mail URL: mailto://...:****@smtp.mailbox.org/?format=text&overflow=upstream&rto=4.0&cto=15&verify=yes
2024-05-02 13:06:37,703 - INFO - Applying Custom Defaults
2024/05/02 13:05:48,000 - SENDING - null

Expected behavior
I was expecting a successful SMTP connection and a test notification

Additional context
My email address has a @ sign in the login field. I'm currently escaping it with URL-encoding like so mailtos://username%40address:password@smtpserver. Could be related.

[dgtlmoon]

Can you try it from the command line, like

pip3 install apprise

echo hello|apprise "mailto://myuser:[email protected]/?format=text&overflow=upstream&rto=4.0&cto=15&verify=yes"

what happens?

[freddyb]

First attempt without to/from:

# apprise -D -vv "mailtos://8799860%408799860:[email protected]/?format=text&overflow=upstream&rto=4.0&cto=15&verify=yes"
2024-05-03 10:18:09,452 - DEBUG - Language set to en
2024-05-03 10:18:09,595 - DEBUG - Notification Plugin 104(s) and 148 Schema(s) loaded in 0.1383s
2024-05-03 10:18:09,596 - INFO - Applying Custom Defaults
2024-05-03 10:18:09,596 - DEBUG - Loaded E-Mail URL: mailtos://8799860:****@smtp.mailbox.org/?format=text&overflow=upstream&rto=4.0&cto=15.0&verify=yes&mode=starttls
lol
2024-05-03 10:18:11,709 - DEBUG - Email From: Apprise <[email protected]>
2024-05-03 10:18:11,710 - DEBUG - Email To: [email protected]
2024-05-03 10:18:11,710 - DEBUG - Login ID: 8799860@8799860
2024-05-03 10:18:11,710 - DEBUG - Delivery: smtp.mailbox.org:587
2024-05-03 10:18:11,710 - DEBUG - Connecting to remote SMTP server...
2024-05-03 10:18:14,374 - DEBUG - Securing connection with STARTTLS...
2024-05-03 10:18:14,427 - DEBUG - Applying user credentials...
2024-05-03 10:18:22,033 - WARNING - Connection error while submitting email to smtp.mailbox.org. Reason: (535, b'5.7.8 Error: authentication failed: UGFzc3dvcmQ6')

Second attempt with to/from added

# apprise -D -vv "mailtos://8799860%408799860:[email protected]/?format=text&overflow=upstream&rto=4.0&cto=15&verify=yes&[email protected]&[email protected]"
2024-05-03 10:18:46,649 - DEBUG - Language set to en
2024-05-03 10:18:46,779 - DEBUG - Notification Plugin 104(s) and 148 Schema(s) loaded in 0.1253s
2024-05-03 10:18:46,779 - INFO - Applying Custom Defaults
2024-05-03 10:18:46,780 - DEBUG - Loaded E-Mail URL: mailtos://8799860:****@smtp.mailbox.org/?format=text&overflow=upstream&rto=4.0&cto=15.0&verify=yes&mode=starttls
lolz
2024-05-03 10:18:50,420 - DEBUG - Email From: [email protected]
2024-05-03 10:18:50,420 - DEBUG - Email To: [email protected]
2024-05-03 10:18:50,420 - DEBUG - Login ID: 8799860@8799860
2024-05-03 10:18:50,420 - DEBUG - Delivery: smtp.mailbox.org:587
2024-05-03 10:18:50,421 - DEBUG - Connecting to remote SMTP server...
2024-05-03 10:18:50,476 - DEBUG - Securing connection with STARTTLS...
2024-05-03 10:18:50,541 - DEBUG - Applying user credentials...
2024-05-03 10:18:58,375 - WARNING - Connection error while submitting email to smtp.mailbox.org. Reason: (535, b'5.7.8 Error: authentication failed: UGFzc3dvcmQ6')

In both cases the error message contains a base64-encoded response UGFzc3dvcmQ6 which translates into "Password:". However, I'm certain the password is correct ;-)

[dgtlmoon]

Ok so since it can be reproduced from the command-line then its not an issue for changedetection, can you try over at caronc/apprise ?