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thunderbird / thunderbird-android

Thunderbird for Android – Open Source Email App for Android (fka K-9 Mail)
https://thunderbird.net/mobile
Apache License 2.0
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With email in outbox: Failed to send some messages. Negative SMTP reply 501 5.1.3 Bad recipient address syntax #1328

Closed Demel75 closed 6 years ago

Demel75 commented 8 years ago

Failed to send some messages with K9 - Thunderbird/Outlook works fine. Negative SMTP reply 501 5.1.3 Bad recipient address syntax

k9-Mail version: 5.008 Device make: samsung Device model: SM-T520 Android version: 5.1.1

com.fsck.k9.mail.MessagingException: Unable to send message at com.fsck.k9.mail.transport.SmtpTransport.sendMessageTo(SmtpTransport.java:539) at com.fsck.k9.mail.transport.SmtpTransport.sendMessage(SmtpTransport.java:495) at com.fsck.k9.controller.MessagingController.sendPendingMessagesSynchronous(MessagingController.java:3563) at com.fsck.k9.controller.MessagingController$20.run(MessagingController.java:3314) at com.fsck.k9.controller.MessagingController.run(MessagingController.java:435) at java.lang.Thread.run(Thread.java:818) Caused by: com.fsck.k9.mail.transport.SmtpTransport$NegativeSmtpReplyException: Negative SMTP reply: 501 5.1.3 Bad recipient address syntax at com.fsck.k9.mail.transport.SmtpTransport.checkLine(SmtpTransport.java:649) at com.fsck.k9.mail.transport.SmtpTransport.executeSimpleCommand(SmtpTransport.java:690) at com.fsck.k9.mail.transport.SmtpTransport.executeSimpleCommand(SmtpTransport.java:654) at com.fsck.k9.mail.transport.SmtpTransport.sendMessageTo(SmtpTransport.java:524) ... 5 more

I think there's is a problem with german mutated vowel (äöü..) in Email-adress. Other recipient without mutated vowel work fine.

Also ISP reply that: "Guten Tag Herr xxx, leider liegt die Ursache hier doch an K-9. Die eigentliche Ursache ist der Umlaut in der Domain. E-Mailprogramme haben hier Schwierigkeiten, diesen richtig zu interpretieren."

"Good day Mr. xxx, Unfortunately, the cause lies here but at K. 9 The root cause is the umlaut in the domain. Email programs have difficulty interpreting this right here. "

philipwhiuk commented 8 years ago

We probably need to implement RFC 6530, RFC 6531, RFC 6532, RFC 6533 possibly including RFC 2047:

From RFC 6530:

If the extension is not supported by the first-hop system (i.e., the SMTP server accessed by the submission server acting as an SMTP client), message-originating systems SHOULD be prepared to either send conventional envelopes and message headers or to return the message to the originating user so the message may be manually downgraded to the traditional form, possibly using encoded words [RFC2047] in the message headers.

A smaller piece of work we we want to do is to make it because the server isn't advertising the SMTPUTF8 extension rather than trying to send it and then seeing it fail. That doesn't fix the root problem of being unable to send it - but does handle the scenario better.

KopiasCsaba commented 8 years ago

Related: #1362

Valodim commented 8 years ago

(Closed by accident: This is not actually fixed yet, the PR just improved error handling)

9x0rg commented 7 years ago

Expected behavior Email should be sent.

Actual behavior Email is not sent and not saved in Outbox, it disappears. Error message pops up: Negative SMTP reply: 555 5.5.2 Syntax error. This happens with one particular recipient address repeatedly.

Steps to reproduce

Environment

Error com.fsck.k9.mail.transport.SmtpTransport$NegativeSmtpReplyException: Negative SMTP reply: 555 5.5.2

Syntax error. h21sm1818588pgn.18 - gsmtp at com.fsck.k9.mail.transport.SmtpTransport.checkLine(SmtpTransport.java:639) at com.fsck.k9.mail.transport.SmtpTransport.executeSimpleCommand(SmtpTransport.java:680) at com.fsck.k9.mail.transport.SmtpTransport.executeSimpleCommand(SmtpTransport.java:644) at com.fsck.k9.mail.transport.SmtpTransport.sendMessageTo(SmtpTransport.java:523) at com.fsck.k9.mail.transport.SmtpTransport.sendMessage(SmtpTransport.java:496) at com.fsck.k9.controller.MessagingController.sendPendingMessagesSynchronous(MessagingController.java:3014) at com.fsck.k9.controller.MessagingController.access$1700(MessagingController.java:115) at com.fsck.k9.controller.MessagingController$21.run(MessagingController.java:2895) at com.fsck.k9.controller.MessagingController.runInBackground(MessagingController.java:204) at com.fsck.k9.controller.MessagingController.access$000(MessagingController.java:115) at com.fsck.k9.controller.MessagingController$1.run(MessagingController.java:173) at java.lang.Thread.run(Thread.java:761)

I wonder whether the error has anything to do with the recipient address syntax: first.name-name-name@company.com?

philipwhiuk commented 7 years ago

5.5.2 is a different error code - "Undelivered: SMTP sequence error" ( #2339 makes this more obvious by adding support for decoding the error codes). I don't think this is the same issue.

rochester6131 commented 7 years ago

Also getting 5.5.2 error for 1 address in my contacts. Format of address is first.lastN@organization.org Using K-9 V5.206 on a Samung, Android 6, tablet. Address causes no problems if sent using browser webmail from same device or if sent from Windows / Thunderbird.

Screenshot of error is attached as .jpg

screenshot_555 5 5 2 error

cketti commented 6 years ago

Duplicate of #2633