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Old 12-13-2010, 03:16 PM   #1
harold1066
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another cannot email to kindle after fetching news thread
I have been using calibre for a whille but only today got my kindle, I have tried to email a fetched news .mobi to the kindle but receive the following

Email Guardian blogs to xxxxxx@free.kindle.com
connect: (u'smtp.gmail.com', 587)
connect: (587, u'smtp.gmail.com')
reply: '421 Cannot establish SSL with SMTP server 209.85.229.109:587, SSL_connect error 5\r\n'
reply: retcode (421); Msg: Cannot establish SSL with SMTP server 209.85.229.109:587, SSL_connect error 5
connect: Cannot establish SSL with SMTP server 209.85.229.109:587, SSL_connect error 5
send: 'ehlo [192.168.0.2]\r\n'

Sending failed...
Traceback (most recent call last):
File "site-packages\calibre\gui2\email.py", line 116, in run
File "site-packages\calibre\gui2\email.py", line 170, in sendmail
File "site-packages\calibre\utils\smtp.py", line 110, in sendmail
File "site-packages\calibre\utils\smtplib.py", line 568, in login
File "site-packages\calibre\utils\smtplib.py", line 528, in ehlo_or_helo_if_needed
File "site-packages\calibre\utils\smtplib.py", line 401, in ehlo
File "site-packages\calibre\utils\smtplib.py", line 358, in getreply
SMTPServerDisconnected: Connection unexpectedly closed

Retrying in 301 seconds...
connect: (u'smtp.gmail.com', 587)
connect: (587, u'smtp.gmail.com')
reply: '421 Cannot establish SSL with SMTP server 209.85.229.109:587, SSL_connect error 5\r\n'
reply: retcode (421); Msg: Cannot establish SSL with SMTP server 209.85.229.109:587, SSL_connect error 5
connect: Cannot establish SSL with SMTP server 209.85.229.109:587, SSL_connect error 5
send: 'ehlo [192.168.0.2]\r\n'

Sending failed...
Traceback (most recent call last):
File "site-packages\calibre\gui2\email.py", line 116, in run
File "site-packages\calibre\gui2\email.py", line 170, in sendmail
File "site-packages\calibre\utils\smtp.py", line 110, in sendmail
File "site-packages\calibre\utils\smtplib.py", line 568, in login
File "site-packages\calibre\utils\smtplib.py", line 528, in ehlo_or_helo_if_needed
File "site-packages\calibre\utils\smtplib.py", line 401, in ehlo
File "site-packages\calibre\utils\smtplib.py", line 358, in getreply
SMTPServerDisconnected: Connection unexpectedly closed

I have set up a gmail.com email and have this as the send from in calibre.

I'm not really good with computer and such so can't see why this isn't work, any help would be helpful
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Old 12-13-2010, 03:20 PM   #2
kovidgoyal
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You've set your encryption type to SSL instead of TLS as gmail needs. Click the "Use gmail" button in the calibre email preferences, it will automatically setup gmail for you correctly.
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Old 12-13-2010, 04:47 PM   #3
harold1066
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Ok I chanced the setting and also used the @kindle.com address

This is what I have this time

Email Instapaper.com to xxxx@kindle.com
connect: (u'smtp.gmail.com', 587)
connect: (587, u'smtp.gmail.com')
reply: '421 Cannot establish SSL with SMTP server 209.85.227.109:587, SSL_connect error 5\r\n'
reply: retcode (421); Msg: Cannot establish SSL with SMTP server 209.85.227.109:587, SSL_connect error 5
connect: Cannot establish SSL with SMTP server 209.85.227.109:587, SSL_connect error 5
send: 'ehlo [192.168.0.2]\r\n'

Sending failed...
Traceback (most recent call last):
File "site-packages\calibre\gui2\email.py", line 116, in run
File "site-packages\calibre\gui2\email.py", line 170, in sendmail
File "site-packages\calibre\utils\smtp.py", line 105, in sendmail
File "site-packages\calibre\utils\smtplib.py", line 628, in starttls
File "site-packages\calibre\utils\smtplib.py", line 528, in ehlo_or_helo_if_needed
File "site-packages\calibre\utils\smtplib.py", line 401, in ehlo
File "site-packages\calibre\utils\smtplib.py", line 358, in getreply
SMTPServerDisconnected: Connection unexpectedly closed

Retrying in 301 seconds...
connect: (u'smtp.gmail.com', 587)
connect: (587, u'smtp.gmail.com')
reply: '421 Cannot establish SSL with SMTP server 209.85.227.109:587, SSL_connect error 5\r\n'
reply: retcode (421); Msg: Cannot establish SSL with SMTP server 209.85.227.109:587, SSL_connect error 5
connect: Cannot establish SSL with SMTP server 209.85.227.109:587, SSL_connect error 5
send: 'ehlo [192.168.0.2]\r\n'

Sending failed...
Traceback (most recent call last):
File "site-packages\calibre\gui2\email.py", line 116, in run
File "site-packages\calibre\gui2\email.py", line 170, in sendmail
File "site-packages\calibre\utils\smtp.py", line 105, in sendmail
File "site-packages\calibre\utils\smtplib.py", line 628, in starttls
File "site-packages\calibre\utils\smtplib.py", line 528, in ehlo_or_helo_if_needed
File "site-packages\calibre\utils\smtplib.py", line 401, in ehlo
File "site-packages\calibre\utils\smtplib.py", line 358, in getreply
SMTPServerDisconnected: Connection unexpectedly closed
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Old 12-14-2010, 12:34 AM   #4
DoctorOhh
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Quote:
Originally Posted by harold1066 View Post
Ok I chanced the setting and also used the @kindle.com address

Email Instapaper.com to xxxx@kindle.com
connect: (u'smtp.gmail.com', 587)
connect: (587, u'smtp.gmail.com')
reply: '421 Cannot establish SSL with SMTP server 209.85.227.109:587, SSL_connect error 5\r\n'
reply: retcode (421); Msg: Cannot establish SSL with SMTP server 209.85.227.109:587, SSL_connect error 5
connect: Cannot establish SSL with SMTP server 209.85.227.109:587, SSL_connect error 5
send: 'ehlo [192.168.0.2]\r\n'
This still indicates you have SSL encryption selected. If your settings are similar to the attached image then restart calibre and try again.
Attached Thumbnails
Click image for larger version Name: mail_settings_TLS.jpg Views: 356 Size: 25.8 KB ID: 62788  
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Old 12-14-2010, 01:39 PM   #5
harold1066
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Quote:
Originally Posted by dwanthny View Post
This still indicates you have SSL encryption selected. If your settings are similar to the attached image then restart calibre and try again.
I did think that but do have the radio button set to TLS

When I do a test email I get

Traceback (most recent call last):
File "site-packages\calibre\gui2\wizard\send_email.py", line 111, in test_email_settings
File "site-packages\calibre\utils\smtp.py", line 105, in sendmail
File "site-packages\calibre\utils\smtplib.py", line 628, in starttls
File "site-packages\calibre\utils\smtplib.py", line 528, in ehlo_or_helo_if_needed
File "site-packages\calibre\utils\smtplib.py", line 401, in ehlo
File "site-packages\calibre\utils\smtplib.py", line 358, in getreply
SMTPServerDisconnected: Connection unexpectedly closed


Log:

this also tells me that I am using TLS encryption
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Old 12-14-2010, 05:57 PM   #6
harold1066
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Device: Kindle 3
ok been playing around with things again and it seems as its my anti-virus blocked calibre sending the email.

Once I turned it off the emails are being sent.
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Old 12-16-2010, 12:35 PM   #7
harold1066
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Join Date: Oct 2010
Device: Kindle 3
Is there anyway that I can get the emails to be sent without turning my anti-virus off?
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Old 12-16-2010, 12:48 PM   #8
kovidgoyal
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add an exception for calibre to your antivirus program.
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