Disk Crash Disabled 'send to' feature

[Tipiford]

After having to reinstall Windows and all of our programs, including Calibre, the 'send to' email feature no longer works. I have tried the several remedies mentioned in the many posts on this issue, including turning off the firewall and anti-virus, but have not found the solutionn.. I get the following error when I click on 'email to':

calibre, version 7.14.0 (win32, embedded-python: True)
Failed to email book: Failed: Email ********** to **********@kindle.com

Starting job: Email ********** to **********@kindle.com
connect: to ('**********', 465) None

Sending failed...

Traceback (most recent call last):
File "calibre\gui2\email.py", line 45, in run
File "calibre\gui2\email.py", line 134, in sendmail
File "calibre\utils\smtp.py", line 178, in sendmail
File "polyglot\smtplib.py", line 36, in __init__
File "smtplib.py", line 255, in __init__
File "smtplib.py", line 341, in connect
File "smtplib.py", line 312, in _get_socket
File "socket.py", line 851, in create_connection
File "socket.py", line 836, in create_connection
TimeoutError: [WinError 10060] A connection attempt failed because the connected party did not properly respond after a period of time, or established connection failed because connected host has failed to respond


Retrying in 1 seconds...

...

Called with args: ('C:\\Users\\account\\AppData\\Local\\Temp\\calibr e_3lg4d6yk\\rsktufzbcaltmpfmt.mobi', '**********.mobi', '**********@kindle.com', 'zphVSnHQkOFTcUT4IDZlr4', 'csA7ikiqWlXqcQXwtK2OKH') {'notifications': <queue.Queue object at 0x00000195A7A9FE90>, 'abort': <threading.Event at 0x195a7aa6010: unset>, 'log': <calibre.utils.logging.GUILog object at 0x00000195A7AA61D0>}

Called with args: ('C:\\Users\\acct\\AppData\\Local\\Temp\\calibre_4 gq2wpb8\\lvycm_yfcaltmpfmt.MOBI', '**********.MOBI', '**********@kindle.com', '7TJgOyv5xsRPUDSwjKYBw9', 'nBeTQNFuTw4cJxHxnprtaA') {'notifications': <queue.Queue object at 0x000001C021968110>, 'abort': <threading.Event at 0x1c021acf750: unset>, 'log': <calibre.utils.logging.GUILog object at 0x000001C021ACD490>}

[Apache]

You should ask a mod to move this to the Calibre Forum for better results.
Apache

[PeterT]

Are you sure you have fully configured the eMail settings (Preferences / Sharing books by eMail); setting the correct values for eMail server (and of course clicking the Test eMail button to ensure it works).

[PeterT]

Also, strictly speaking, the Disk Crash did not cause the issue; it's the re-installation of calibre caused the problem.

[kovidgoyal]

That's a timeout trying to connect to your SMTP server. Make sure the settings are correct.

[DNSB]

Originally Posted by Tipiford

Called with args: ('C:\\Users\\account\\AppData\\Local\\Temp\\calibr e_3lg4d6yk\\rsktufzbcaltmpfmt.mobi', '**********.mobi', '**********@kindle.com', 'zphVSnHQkOFTcUT4IDZlr4', 'csA7ikiqWlXqcQXwtK2OKH') {'notifications': <queue.Queue object at 0x00000195A7A9FE90>, 'abort': <threading.Event at 0x195a7aa6010: unset>, 'log': <calibre.utils.logging.GUILog object at 0x00000195A7AA61D0>}

Called with args: ('C:\\Users\\acct\\AppData\\Local\\Temp\\calibre_4 gq2wpb8\\lvycm_yfcaltmpfmt.MOBI', '**********.MOBI', '**********@kindle.com', '7TJgOyv5xsRPUDSwjKYBw9', 'nBeTQNFuTw4cJxHxnprtaA') {'notifications': <queue.Queue object at 0x000001C021968110>, 'abort': <threading.Event at 0x1c021acf750: unset>, 'log': <calibre.utils.logging.GUILog object at 0x000001C021ACD490>}

Going by what I see in the quoted section, you are attempting to send a .mobi file which is no longer accepted by Amazon as a valid Send to Kindle format.

[Tipiford]

Originally Posted by kovidgoyal

That's a timeout trying to connect to your SMTP server. Make sure the settings are correct.

After double-checking all settings, we did find a 'recommended' setting which we have changed, but our email, generally works with either setting, but not sending from Calibre.

[kovidgoyal]

If the settings are correct then the next likely cause is some program interfering typically security/firewall/antivirus type programs, easiest way to check that is reboot into safe mode with networking.

[PeterT]

Have you actually tried the Test button on the configure email screen or are you just sending a book?

Sent from my Pixel 7a using Tapatalk

[Tipiford]

Originally Posted by kovidgoyal

If the settings are correct then the next likely cause is some program interfering typically security/firewall/antivirus type programs, easiest way to check that is reboot into safe mode with networking.

Getting the same fail in safe mode:
calibre, version 7.14.0 (win32, embedded-python: True)
Failed to email book: Failed: Email ********** to **********@kindle.com

Starting job: Email ********** to **********@kindle.com
connect: to ('**********', 465) None

Sending failed...

Traceback (most recent call last):
File "calibre\gui2\email.py", line 45, in run
File "calibre\gui2\email.py", line 134, in sendmail
File "calibre\utils\smtp.py", line 178, in sendmail
File "polyglot\smtplib.py", line 36, in __init__
File "smtplib.py", line 255, in __init__
File "smtplib.py", line 341, in connect
File "smtplib.py", line 312, in _get_socket
File "socket.py", line 851, in create_connection
File "socket.py", line 836, in create_connection
TimeoutError: [WinError 10060] A connection attempt failed because the connected party did not properly respond after a period of time, or established connection failed because connected host has failed to respond


Retrying in 1 seconds...

...

Called with args: ('C:\\Users\\account\\AppData\\Local\\Temp\\calibr e_3lg4d6yk\\rsktufzbcaltmpfmt.mobi', '**********.mobi', '**********@kindle.com', 'zphVSnHQkOFTcUT4IDZlr4', 'csA7ikiqWlXqcQXwtK2OKH') {'notifications': <queue.Queue object at 0x00000195A7A9FE90>, 'abort': <threading.Event at 0x195a7aa6010: unset>, 'log': <calibre.utils.logging.GUILog object at 0x00000195A7AA61D0>}

Called with args: ('C:\\Users\\acct\\AppData\\Local\\Temp\\calibre_4 gq2wpb8\\lvycm_yfcaltmpfmt.MOBI', '**********.MOBI', '**********@kindle.com', '7TJgOyv5xsRPUDSwjKYBw9', 'nBeTQNFuTw4cJxHxnprtaA') {'notifications': <queue.Queue object at 0x000001C021968110>, 'abort': <threading.Event at 0x1c021acf750: unset>, 'log': <calibre.utils.logging.GUILog object at 0x000001C021ACD490>}

[Tipiford]

Originally Posted by PeterT

Have you actually tried the Test button on the configure email screen or are you just sending a book?

Sent from my Pixel 7a using Tapatalk

yes, same scenario

[PeterT]

How bout posting a screen shot of the settings?

[Tipiford]

Settings screenshot

[gbm]

Under formats the only format listed should be epub.

I also recommend using GMX as a email relay.
From the calibre FAQ

Note

Microsoft/GMX can disable your account if you use it to send large amounts of email. So, when using these services to send mail calibre automatically restricts itself to sending one book every five minutes. If you don’t mind risking your account being blocked you can reduce this wait interval by going to Preferences → Advanced → Tweaks in calibre.

https://manual.calibre-ebook.com/faq...-using-calibre

From your prior posts you have this setting set to 1 second, please note that Amazon will ban you for an unknown period of time if you use this setting to much, I recommending setting it back to fime minutes.

This is what a successful email using GMX for a relay should look like.

Spoiler:

Starting job: Email Time Reavers to ****************@kindle.com 
connect: to ('mail.gmx.com', 587) None 
reply: b'220 gmx.net (mrgmx004) Nemesis ESMTP Service ready\r\n' 
reply: retcode (220); Msg: b'gmx.net (mrgmx004) Nemesis ESMTP Service ready' 
connect: b'gmx.net (mrgmx004) Nemesis ESMTP Service ready' 
send: 'ehlo [127.0.1.1]\r\n' 
reply: b'250-gmx.net Hello [127.0.1.1] [173.***.***.***]\r\n' 
reply: b'250-8BITMIME\r\n' 
reply: b'250-SIZE 141557760\r\n' 
reply: b'250 STARTTLS\r\n' 
reply: retcode (250); Msg: b'gmx.net Hello [127.0.1.1] [173.***.***.***]\n8BITMIME\nSIZE 141557760\nSTARTTLS' 
send: 'STARTTLS\r\n' 
reply: b'220 OK\r\n' 
reply: retcode (220); Msg: b'OK' 
send: 'ehlo [127.0.1.1]\r\n' 
reply: b'250-gmx.net Hello [127.0.1.1] [173.***.***.***]\r\n' 
reply: b'250-8BITMIME\r\n' 
reply: b'250-AUTH LOGIN PLAIN\r\n' 
reply: b'250 SIZE 141557760\r\n' 
reply: retcode (250); Msg: b'gmx.net Hello [127.0.1.1] [173.***.***.***]\n8BITMIME\nAUTH LOGIN PLAIN\nSIZE 141557760' 
send: AUTH  
reply: b'235 Authentication succeeded\r\n' 
reply: retcode (235); Msg: b'Authentication succeeded' 
send: 'mail FROM: size=2350976\r\n' 
reply: b'250 Requested mail action okay, completed\r\n' 
reply: retcode (250); Msg: b'Requested mail action okay, completed' 
send: 'rcpt TO:\r\n' 
reply: b'250 OK\r\n' 
reply: retcode (250); Msg: b'OK' 
send: 'data\r\n' 
reply: b'354 Start mail input; end with .\r\n' 
reply: retcode (354); Msg: b'Start mail input; end with .' 
data: (354, b'Start mail input; end with .') 
send: b'From: xxxxxxxxxx@gmx.com\r\nTo: ****************@kindle.com\r\nSubject: iGi6JqpSdeMoRCUe4kxjYE\r\nD... 
reply: b'250 Requested mail action okay, completed: id=1Ma20k-1srz1L0hS0-00Oky4\r\n' 
reply: retcode (250); Msg: b'Requested mail action okay, completed: id=1Ma20k-1srz1L0hS0-00Oky4' 
data: (250, b'Requested mail action okay, completed: id=1Ma20k-1srz1L0hS0-00Oky4') 
send: 'quit\r\n' 
reply: b'221 gmx.net Service closing transmission channel\r\n' 
reply: retcode (221); Msg: b'gmx.net Service closing transmission channel' 
Email successfully sent

bernie

Originally Posted by Tipiford

Settings screenshot