I'm stumped. Calibre won't email to Kindle

fubox · 04-18-2015, 03:22 PM

I've done a lot of looking through the forums and general Googling to fix this problem, but none of the suggested fixes have worked for me.

Calibre won't send books to my Kindle Voyage. I thought using a Gmail account might be causing my problem, so I created a GMX account instead. No good.

Sending a test email using GMX gives me this:

Quote:

Traceback (most recent call last):
File "site-packages/calibre/gui2/wizard/send_email.py", line 172, in test_email_settings
File "site-packages/calibre/utils/smtp.py", line 135, in sendmail
File "site-packages/calibre/utils/smtplib.py", line 617, in login
SMTPAuthenticationError: (535, 'Authentication credentials invalid')

Log:

I am using a GMX account, not Gmail
I have verified that the GMX account's hostname, username, port, and password are entered correctly in Calibre
I am running OS X and am not using a Firewall or antivirus
I have the latest version of Calibre (2.25 for Mac)
I have added both myname@gmx.com and myname@mail.gmx.com to my "Approved Personal Document E-mail List" on Amazon.
I have restarted and logged outof/into everything just in case.

Any ideas?

kovidgoyal · 04-18-2015, 10:49 PM

Remember to use your full GMX email address as the username.

fubox · 04-19-2015, 12:16 PM

Well, I feel silly.

That was indeed the cause of my problem.

Thank you so much for your time!

Daisy-May · 05-04-2016, 11:09 AM

I have the same problem. When cmx asks for email and user name, should they be different? at the moment I have myname@gmx.com for both email and user name.

eschwartz · 05-04-2016, 11:44 AM

They should be the same?

Can you post the actual error message you get from Test Email?

Daisy-May · 05-04-2016, 12:19 PM

Here it is. I'm a bit thick when it comes to any sort of code so please tell me if I've accidentally given you access to my bank accounts would you!

Traceback (most recent call last):
File "site-packages/calibre/gui2/wizard/send_email.py", line 201, in test_email_settings
File "site-packages/calibre/utils/smtp.py", line 135, in sendmail
File "site-packages/calibre/utils/smtplib.py", line 617, in login
SMTPAuthenticationError: (535, 'Authentication credentials invalid')

Log:
connect: (u'mail.gmx.com', 587)
connect: (u'mail.gmx.com', 587)
reply: '220 gmx.com (mrgmx003) Nemesis ESMTP Service ready\r\n'
reply: retcode (220); Msg: gmx.com (mrgmx003) Nemesis ESMTP Service ready
connect: gmx.com (mrgmx003) Nemesis ESMTP Service ready
send: 'ehlo 6.1.168.192.in-addr.arpa\r\n'
reply: '250-gmx.com Hello 6.1.168.192.in-addr.arpa [87.112.122.47]\r\n'
reply: '250-SIZE 69920427\r\n'
reply: '250-AUTH LOGIN PLAIN\r\n'
reply: '250 STARTTLS\r\n'
reply: retcode (250); Msg: gmx.com Hello 6.1.168.192.in-addr.arpa [87.112.122.47]
SIZE 69920427
AUTH LOGIN PLAIN
STARTTLS
send: 'STARTTLS\r\n'
reply: '220 OK\r\n'
reply: retcode (220); Msg: OK
send: 'ehlo 6.1.168.192.in-addr.arpa\r\n'
reply: '250-gmx.com Hello 6.1.168.192.in-addr.arpa [87.112.122.47]\r\n'
reply: '250-SIZE 69920427\r\n'
reply: '250 AUTH LOGIN PLAIN\r\n'
reply: retcode (250); Msg: gmx.com Hello 6.1.168.192.in-addr.arpa [87.112.122.47]
SIZE 69920427
AUTH LOGIN PLAIN
send: 'AUTH PLAIN AGRhaXN5LW1heUBnbXguY29tAG1rdTE0MWc3ODk=\r\n'
reply: '535 Authentication credentials invalid\r\n'
reply: retcode (535); Msg: Authentication credentials invalid

eschwartz · 05-04-2016, 12:48 PM

As far as I can tell, everything is configured fine, and it is merely rejecting your login credentials, so it must be the email address/password somehow.

So... I guess double-check that the (full!) email address and password are valid and typo-free for logging into the web interface.

...

I know Gmail has their stupid "Insecure Apps" thing because they want you to use OAuth for no good reason, but that is Gmail specific so it shouldn't be a problem with GMX.
If the service was unavailable (GMX is not the most reliable service, sadly) then there should've been an entirely different error message.

Daisy-May · 05-04-2016, 01:35 PM

Thank you very much for your help. I'm sure I'll get it sorted out

CalibreGmxFix · 06-30-2016, 12:56 PM

To anyone having this problem, I registered just to post the solution here

First, make sure that your complete email address is in all the input fields that ask for it.
For me, in the outgoing mail server settings, the field only contained "@gmx.com" - which obviously is not a valid email address.

Then, second, make sure your GMX domain is indeed .com. For me, it was xxx@gmx.de and not xxx@gmx.com.

After changing everything to dot DE (.de), it worked just fine

Happy reading

Calibre Admirer · 08-24-2016, 05:10 PM

August 24, 2016
I had a similar problem. I followed the ideas here and elsewhere. Spent an hour and a half. Didn't fix. Neither did the gmx email idea (maybe my fault?). I did have easy success as follows, and am sharing it as it may save someone some time. I located the calibre library folder and located the mobi file I wanted to send to my tablet. I opened my gmail, pressed the 'compose' button for a new email. I attached the mobi file and emailed the device. That worked.
I suspect gmail might be preventing apps from initiating emails; if that is the case, maybe that is a good thing.
I hope this helps.

eschwartz · 08-24-2016, 06:14 PM

If the email was sent correctly, it should show up in the Sent folder in Gmail.

heymynameisben · 10-06-2016, 12:32 PM

I encountered the same problem and found a fix.

On the GMX website, go to settings -> POP3 & IMAP

and tick "Send and receive emails via external program (Outlook, Thunderbird)"

Hope this helps someone

Lmlsf72 · 10-09-2016, 12:13 AM

I am also having a problem with Calibre sending ebooks to my Kindle devices. I have used Calibre for a few years now and have not had any problems (except for the past month). I have not changed anything on my computer so I don't understand what is going on. I always make sure I update Calibre when I need to as well. I am very frustrated and would appreciate any advice. Thank-you!

matsimo · 10-28-2016, 04:09 AM

Quote:

Originally Posted by heymynameisben

I encountered the same problem and found a fix.

On the GMX website, go to settings -> POP3 & IMAP

and tick "Send and receive emails via external program (Outlook, Thunderbird)"

Hope this helps someone

Man You are may hero, I had a similar problem of authentication fail. Enableing the option you mentioned on gmx settings I could solve it. Thanks a tol

travelerpalm · 10-30-2016, 02:42 PM

Here's part of the message I got from GMX when I had this problem:
he POP3/IMAP/SMTP protocols which are required for e-mail programs are deactivated by default for safety reasons. This is to prevent unauthorized persons from accessing your mailbox via POP3/IMAP/SMTP.
The protocols will also be deactivated if you have set up your GMX mailbox for use in an e-mail program before, but you have not used it for a longer period of time.
To use this function, you must set up the protocols or reactivate them in your mailbox settings. You will find step-by-step instructions in the GMX Help Section.

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04-18-2015, 10:49 PM	#2
kovidgoyal creator of calibre Posts: 45,185 Karma: 27110894 Join Date: Oct 2006 Location: Mumbai, India Device: Various	Remember to use your full GMX email address as the username.

04-19-2015, 12:16 PM	#3
fubox Junior Member Posts: 2 Karma: 10 Join Date: Apr 2015 Device: Kindle Voyage	Well, I feel silly. That was indeed the cause of my problem. Thank you so much for your time!

05-04-2016, 11:09 AM	#4
Daisy-May Junior Member Posts: 5 Karma: 10 Join Date: Apr 2016 Device: kindle paperweight	I have the same problem. When cmx asks for email and user name, should they be different? at the moment I have myname@gmx.com for both email and user name.

05-04-2016, 11:44 AM	#5
eschwartz Ex-Helpdesk Junkie Posts: 19,421 Karma: 85400180 Join Date: Nov 2012 Location: The Beaten Path, USA, Roundworld, This Side of Infinity Device: Kindle Touch fw5.3.7 (Wifi only)	They should be the same? Can you post the actual error message you get from Test Email?

05-04-2016, 12:19 PM	#6
Daisy-May Junior Member Posts: 5 Karma: 10 Join Date: Apr 2016 Device: kindle paperweight	Here it is. I'm a bit thick when it comes to any sort of code so please tell me if I've accidentally given you access to my bank accounts would you! Traceback (most recent call last): File "site-packages/calibre/gui2/wizard/send_email.py", line 201, in test_email_settings File "site-packages/calibre/utils/smtp.py", line 135, in sendmail File "site-packages/calibre/utils/smtplib.py", line 617, in login SMTPAuthenticationError: (535, 'Authentication credentials invalid') Log: connect: (u'mail.gmx.com', 587) connect: (u'mail.gmx.com', 587) reply: '220 gmx.com (mrgmx003) Nemesis ESMTP Service ready\r\n' reply: retcode (220); Msg: gmx.com (mrgmx003) Nemesis ESMTP Service ready connect: gmx.com (mrgmx003) Nemesis ESMTP Service ready send: 'ehlo 6.1.168.192.in-addr.arpa\r\n' reply: '250-gmx.com Hello 6.1.168.192.in-addr.arpa [87.112.122.47]\r\n' reply: '250-SIZE 69920427\r\n' reply: '250-AUTH LOGIN PLAIN\r\n' reply: '250 STARTTLS\r\n' reply: retcode (250); Msg: gmx.com Hello 6.1.168.192.in-addr.arpa [87.112.122.47] SIZE 69920427 AUTH LOGIN PLAIN STARTTLS send: 'STARTTLS\r\n' reply: '220 OK\r\n' reply: retcode (220); Msg: OK send: 'ehlo 6.1.168.192.in-addr.arpa\r\n' reply: '250-gmx.com Hello 6.1.168.192.in-addr.arpa [87.112.122.47]\r\n' reply: '250-SIZE 69920427\r\n' reply: '250 AUTH LOGIN PLAIN\r\n' reply: retcode (250); Msg: gmx.com Hello 6.1.168.192.in-addr.arpa [87.112.122.47] SIZE 69920427 AUTH LOGIN PLAIN send: 'AUTH PLAIN AGRhaXN5LW1heUBnbXguY29tAG1rdTE0MWc3ODk=\r\n' reply: '535 Authentication credentials invalid\r\n' reply: retcode (535); Msg: Authentication credentials invalid

05-04-2016, 12:48 PM	#7
eschwartz Ex-Helpdesk Junkie Posts: 19,421 Karma: 85400180 Join Date: Nov 2012 Location: The Beaten Path, USA, Roundworld, This Side of Infinity Device: Kindle Touch fw5.3.7 (Wifi only)	As far as I can tell, everything is configured fine, and it is merely rejecting your login credentials, so it must be the email address/password somehow. So... I guess double-check that the (full!) email address and password are valid and typo-free for logging into the web interface. ... I know Gmail has their stupid "Insecure Apps" thing because they want you to use OAuth for no good reason, but that is Gmail specific so it shouldn't be a problem with GMX. If the service was unavailable (GMX is not the most reliable service, sadly) then there should've been an entirely different error message.

05-04-2016, 01:35 PM	#8
Daisy-May Junior Member Posts: 5 Karma: 10 Join Date: Apr 2016 Device: kindle paperweight	Thank you very much for your help. I'm sure I'll get it sorted out

06-30-2016, 12:56 PM	#9
CalibreGmxFix Junior Member Posts: 1 Karma: 10 Join Date: Jun 2016 Device: Kindle PaperWhite	To anyone having this problem, I registered just to post the solution here First, make sure that your complete email address is in all the input fields that ask for it. For me, in the outgoing mail server settings, the field only contained "@gmx.com" - which obviously is not a valid email address. Then, second, make sure your GMX domain is indeed .com. For me, it was xxx@gmx.de and not xxx@gmx.com. After changing everything to dot DE (.de), it worked just fine Happy reading

08-24-2016, 05:10 PM	#10
Calibre Admirer Junior Member Posts: 1 Karma: 10 Join Date: Aug 2016 Device: none	August 24, 2016 I had a similar problem. I followed the ideas here and elsewhere. Spent an hour and a half. Didn't fix. Neither did the gmx email idea (maybe my fault?). I did have easy success as follows, and am sharing it as it may save someone some time. I located the calibre library folder and located the mobi file I wanted to send to my tablet. I opened my gmail, pressed the 'compose' button for a new email. I attached the mobi file and emailed the device. That worked. I suspect gmail might be preventing apps from initiating emails; if that is the case, maybe that is a good thing. I hope this helps.

08-24-2016, 06:14 PM	#11
eschwartz Ex-Helpdesk Junkie Posts: 19,421 Karma: 85400180 Join Date: Nov 2012 Location: The Beaten Path, USA, Roundworld, This Side of Infinity Device: Kindle Touch fw5.3.7 (Wifi only)	If the email was sent correctly, it should show up in the Sent folder in Gmail.

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10-06-2016, 12:32 PM	#12
heymynameisben Junior Member Posts: 1 Karma: 10 Join Date: Oct 2016 Device: Kindle	I encountered the same problem and found a fix. On the GMX website, go to settings -> POP3 & IMAP and tick "Send and receive emails via external program (Outlook, Thunderbird)" Hope this helps someone

10-09-2016, 12:13 AM	#13
Lmlsf72 Junior Member Posts: 1 Karma: 10 Join Date: Oct 2016 Device: Kindle	I am also having a problem with Calibre sending ebooks to my Kindle devices. I have used Calibre for a few years now and have not had any problems (except for the past month). I have not changed anything on my computer so I don't understand what is going on. I always make sure I update Calibre when I need to as well. I am very frustrated and would appreciate any advice. Thank-you!

10-30-2016, 02:42 PM	#15
travelerpalm Junior Member Posts: 6 Karma: 10 Join Date: Oct 2016 Device: ipad	Here's part of the message I got from GMX when I had this problem: he POP3/IMAP/SMTP protocols which are required for e-mail programs are deactivated by default for safety reasons. This is to prevent unauthorized persons from accessing your mailbox via POP3/IMAP/SMTP. The protocols will also be deactivated if you have set up your GMX mailbox for use in an e-mail program before, but you have not used it for a longer period of time. To use this function, you must set up the protocols or reactivate them in your mailbox settings. You will find step-by-step instructions in the GMX Help Section.