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Old 10-22-2011, 11:09 PM   #1
druggist61
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Trouble uploading newspaper to Kindle keyboard via Calibre

I have just purchased a Kindle Keyboard 3G and am trying to setup Calibre to automatically send the Sydney Morning Herald to my device via 3G.

It works fine when connected to computer with Calibre via USB cable but I get the following message when I try to connect via email.

FailedEmail: The Sydney Morning Herald printed edition to xxxxxxx@free.kindle.com

where xxxxxx is my user name.

I can't see what is causing the problem
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Old 10-22-2011, 11:15 PM   #2
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If I go into calibre - jobs the following is listed as an error message

Starting job: Email The Sydney Morning Herald - Printed edition to xxxxxxxx@free.kindle.com
connect: (u'smtp.gmail.com', 587)
connect: (587, u'smtp.gmail.com')
reply: '220 mx.google.com ESMTP v8sm49171251pbf.8\r\n'
reply: retcode (220); Msg: mx.google.com ESMTP v8sm49171251pbf.8
connect: mx.google.com ESMTP v8sm49171251pbf.8
send: 'ehlo Office-PC.optusnet.com.au\r\n'
reply: '250-mx.google.com at your service, [211.30.211.179]\r\n'
reply: '250-SIZE 35882577\r\n'
reply: '250-8BITMIME\r\n'
reply: '250-STARTTLS\r\n'
reply: '250 ENHANCEDSTATUSCODES\r\n'
reply: retcode (250); Msg: mx.google.com at your service, [211.30.211.179]
SIZE 35882577
8BITMIME
STARTTLS
ENHANCEDSTATUSCODES
send: 'STARTTLS\r\n'
reply: '220 2.0.0 Ready to start TLS\r\n'
reply: retcode (220); Msg: 2.0.0 Ready to start TLS
send: 'ehlo Office-PC.optusnet.com.au\r\n'
reply: '250-mx.google.com at your service, [211.30.211.179]\r\n'
reply: '250-SIZE 35882577\r\n'
reply: '250-8BITMIME\r\n'
reply: '250-AUTH LOGIN PLAIN XOAUTH\r\n'
reply: '250 ENHANCEDSTATUSCODES\r\n'
reply: retcode (250); Msg: mx.google.com at your service, [211.30.211.179]
SIZE 35882577
8BITMIME
AUTH LOGIN PLAIN XOAUTH
ENHANCEDSTATUSCODES
send: AUTH
reply: '535-5.7.1 Username and Password not accepted. Learn more at \r\n'
reply: '535 5.7.1 http://mail.google.com/support/bin/a...y?answer=14257 v8sm49171251pbf.8\r\n'
reply: retcode (535); Msg: 5.7.1 Username and Password not accepted. Learn more at
5.7.1 http://mail.google.com/support/bin/a...y?answer=14257 v8sm49171251pbf.8

Sending failed...

Traceback (most recent call last):
File "site-packages\calibre\gui2\email.py", line 37, in run
File "site-packages\calibre\gui2\email.py", line 112, in sendmail
File "site-packages\calibre\utils\smtp.py", line 112, in sendmail
File "site-packages\calibre\utils\smtplib.py", line 610, in login
SMTPAuthenticationError: (535, '5.7.1 Username and Password not accepted. Learn more at\n5.7.1 http://mail.google.com/support/bin/a...y?answer=14257 v8sm49171251pbf.8')


Retrying in 301 seconds...

connect: (u'smtp.gmail.com', 587)
connect: (587, u'smtp.gmail.com')

Sending failed...

Traceback (most recent call last):
File "site-packages\calibre\gui2\email.py", line 37, in run
File "site-packages\calibre\gui2\email.py", line 112, in sendmail
File "site-packages\calibre\utils\smtp.py", line 105, in sendmail
File "site-packages\calibre\utils\smtplib.py", line 303, in connect
File "site-packages\calibre\utils\smtplib.py", line 281, in _get_socket
File "socket.py", line 553, in create_connection
gaierror: [Errno 11004] getaddrinfo failed

Job: "Email The Sydney Morning Herald - Printed edition to xxxxxxx@free.kindle.com" failed with error:
Traceback (most recent call last):
File "site-packages\calibre\gui2\threaded_jobs.py", line 83, in start_work
File "site-packages\calibre\gui2\email.py", line 92, in __call__
gaierror: [Errno 11004] getaddrinfo failed

Called with args: (u'c:\\users\\office\\appdata\\local\\temp\\calibr e_0.8.23_tmp_wah0_c\\se1bq5caltmpfmt.mobi', u'The Sydney Morning Herald - Printed edition - calibre.mobi', u'xxxxxx@free.kindle.com', u'E-book: The Sydney Morning Herald - Printed edition', u'Attached, you will find the e-book\n\nThe Sydney Morning Herald - Printed edition\n\tby calibre\n\nin the MOBI format.') {u'notifications': , u'abort': , u'log': }

Last edited by druggist61; 10-24-2011 at 07:25 PM.
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Old 10-23-2011, 03:41 AM   #3
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Beware, you protected your email-address but it's visible in your second post, so I would edit that .
Not sure it really matters, but you say you want to send your news via 3G, but the xxxxxxxx@free.kindle.com would transmit only via WiFi if I understood correctly.
I'm not sure the free.kindle.com even exists anymore, with the recent change in personal documents I think this was dropped, and there's only the @free.com address left. Someone will hopefully correct me on this if I'm wrong.
Another cause of the problem could be : in the error log, it seems you use a gmail account, are you sure your login / password is correct ?
Check the preferences in Calibre, where you set you email address you want to send to, you can test it there.
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Old 10-24-2011, 09:11 AM   #4
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Thanks, fixed that password problem.

Is xxx@free.kindle.com working?

I still can't seem to get the newspaper downloaded via 3G to my Kindle daily at no charge
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Old 10-24-2011, 10:02 AM   #5
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I have just had e-chat with Amazon and they say @free.kindle.com is working so I will try and investigate further why news emailed to my 3G device isn't getting there
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Old 10-24-2011, 11:04 AM   #6
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From the manual :
For Kindle models that include 3G, you can avoid 3G delivery fees for the personal document service by addressing the e-mail so that the second part of your Kindle e-mail address is @free.kindle.com. The document will be delivered to your Kindle when your Kindle is connected via Wi-Fi and it will also be e-mailed to your Amazon e-mail address.

So as far as I understand, the @free.kindle.com is delivered only when a WiFi connection is used.
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Old 10-24-2011, 07:24 PM   #7
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Thanks for everyone's assistance. News came via WiFi this morning. Not sure what was wrong, but it now seems fixed.
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