MobileRead Forums - View Single Post - Major issue with Calibre email functionality

muellerbenjamin · 10-03-2013, 06:28 PM

Hi all,

I've spent a couple of hours trying to set up Calibre to send books to my Kindle via Gmail. No success, unfortunately.

In essence, I always get the same error message when sendning a test e-mail:

Traceback (most recent call last):
File "site-packages/calibre/gui2/wizard/send_email.py", line 173, in test_email_settings
File "site-packages/calibre/utils/smtp.py", line 113, in sendmail
File "site-packages/calibre/utils/smtplib.py", line 617, in login
SMTPAuthenticationError: (535, '5.7.8 Username and Password not accepted. Learn more at\n5.7.8 http://support.google.com/mail/bin/answer.py?answer=14257 mb7sm3889396wic.10 - gsmtp')

Username and password are correct. I have tried the following:
1. Create & use application-specific password
2. Create new dedicated Gmail account for Calibre and use with & without application-specific password
3. Changing SMTP Port from 587 to 465 and encryption from TLS to SSL

None of these worked. With method 3, interestingly, Calibre regularly froze and had to be force-closed.

So I've run out of ideas regarding how to fix this.

Does anyone have any suggestions?

10-03-2013, 06:28 PM	#1
muellerbenjamin Junior Member Posts: 6 Karma: 10 Join Date: Oct 2013 Device: Kindle 3	Major issue with Calibre email functionality Hi all, I've spent a couple of hours trying to set up Calibre to send books to my Kindle via Gmail. No success, unfortunately. In essence, I always get the same error message when sendning a test e-mail: Traceback (most recent call last): File "site-packages/calibre/gui2/wizard/send_email.py", line 173, in test_email_settings File "site-packages/calibre/utils/smtp.py", line 113, in sendmail File "site-packages/calibre/utils/smtplib.py", line 617, in login SMTPAuthenticationError: (535, '5.7.8 Username and Password not accepted. Learn more at\n5.7.8 http://support.google.com/mail/bin/answer.py?answer=14257 mb7sm3889396wic.10 - gsmtp') Username and password are correct. I have tried the following: 1. Create & use application-specific password 2. Create new dedicated Gmail account for Calibre and use with & without application-specific password 3. Changing SMTP Port from 587 to 465 and encryption from TLS to SSL None of these worked. With method 3, interestingly, Calibre regularly froze and had to be force-closed. So I've run out of ideas regarding how to fix this. Does anyone have any suggestions?