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Old 12-20-2018, 08:46 AM   #1
ellie0303
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Send to Kindle email not functioning

I am running MacOS Mohave 10.14.2 with no antivirus software. Looking for any insights on how to fix the the following error when running a test:

Traceback (most recent call last):
File "site-packages/calibre/gui2/wizard/send_email.py", line 207, in test_email_settings
File "site-packages/calibre/utils/smtp.py", line 136, in sendmail
File "site-packages/calibre/utils/smtp.py", line 128, in sendmail_direct
IOError: Failed to send mail: error(60, 'Operation timed out')


Log:
Find mail exchanger for kindle.com
Traceback (most recent call last):
File "site-packages/calibre/utils/smtp.py", line 121, in sendmail_direct
File "site-packages/calibre/utils/smtplib.py", line 336, in connect
File "site-packages/calibre/utils/smtplib.py", line 310, in _get_socket
File "lib/python2.7/socket.py", line 575, in create_connection
error: [Errno 60] Operation timed out
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Old 12-20-2018, 10:04 AM   #2
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Follow the steps here: https://manual.calibre-ebook.com/faq...-using-calibre
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Old 12-20-2018, 11:46 AM   #3
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Quote:
Originally Posted by ellie0303 View Post
I am running MacOS Mohave 10.14.2 with no antivirus software.[snipped]
Just FYI, you're crazy not to run antivirus even on a Mac. There are several highly rated free antivirus apps... so no need to pay. https://download.cnet.com/security-antivirus/mac/
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Old 12-20-2018, 05:14 PM   #4
ellie0303
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Thanks, @kovidgoyal

Thanks. I had actually followed those instructions and posted because they don't seem to be working for me. I am sure I am doing something wrong. I have a gmx account, set to allow SMTP, have the email address set up on Amazon, and don't have anti-virus. I was hoping the error message revealed something I am missing.
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Old 12-20-2018, 09:57 PM   #5
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According to the error message you are not using an email relay such as GMX, but sending email directly.
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Old 12-22-2018, 07:24 PM   #6
Bola de Fogo
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Sudenlly I started to have problems with email sending too. Using GMX. Someone knows what to do?

connect: (u'mail.gmx.com', 587)
connect: (u'mail.gmx.com', 587)
reply: '220 gmx.com (mrgmx101) Nemesis ESMTP Service ready\r\n'
reply: retcode (220); Msg: gmx.com (mrgmx101) Nemesis ESMTP Service ready
connect: gmx.com (mrgmx101) Nemesis ESMTP Service ready
send: 'ehlo [192.168.0.11]\r\n'
reply: '250-gmx.com Hello [192.168.0.11] [191.180.209.108]\r\n'
reply: '250-8BITMIME\r\n'
reply: '250-AUTH LOGIN PLAIN\r\n'
reply: '250-SIZE 69920427\r\n'
reply: '250 STARTTLS\r\n'
reply: retcode (250); Msg: gmx.com Hello [192.168.0.11] [191.180.209.108]
8BITMIME
AUTH LOGIN PLAIN
SIZE 69920427
STARTTLS
send: 'STARTTLS\r\n'
reply: '220 OK\r\n'
reply: retcode (220); Msg: OK
send: 'ehlo [192.168.0.11]\r\n'
reply: '250-gmx.com Hello [192.168.0.11] [191.180.209.108]\r\n'
reply: '250-8BITMIME\r\n'
reply: '250-AUTH LOGIN PLAIN\r\n'
reply: '250 SIZE 69920427\r\n'
reply: retcode (250); Msg: gmx.com Hello [192.168.0.11] [191.180.209.108]
8BITMIME
AUTH LOGIN PLAIN
SIZE 69920427
send: AUTH
reply: '535 Authentication credentials invalid\r\n'
reply: retcode (535); Msg: Authentication credentials invalid
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Old 12-22-2018, 10:01 PM   #7
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reply: '535 Authentication credentials invalid\r\n'

that line means gmx is saying your username/password are incorrect. Rememberthat gmx user names are full email addresses.
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Old 12-23-2018, 11:49 AM   #8
Bola de Fogo
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It seems that GMX deleted my account (cant create a new one either).

Changed to Hotmail and it worked fine.
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Old 01-10-2019, 12:00 AM   #9
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Quote:
Originally Posted by Bola de Fogo View Post
It seems that GMX deleted my account (cant create a new one either).

Changed to Hotmail and it worked fine.
I was able to mail books last wee, but I tried now and the send is failing and I tried to login to my gmx account and mine appears to be deleted as well.
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Old 01-10-2019, 03:21 AM   #10
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Same thing happening to me. Seems gmx has deleted our accounts. :/
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Old 01-11-2019, 01:01 AM   #11
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I don't understand GMX, but how do you restore or correct the information in order for the email to work again. Something happened without me doing anything and now it won't work.
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Old 01-18-2019, 02:48 AM   #12
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Quote:
Originally Posted by BdBaldy View Post
I don't understand GMX, but how do you restore or correct the information in order for the email to work again. Something happened without me doing anything and now it won't work.
Try logging in to gmx.com. Likely, as happened to others , your account has been deleted, and you need to use another one to send to your kindle.
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