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Old 08-10-2023, 02:46 AM   #1
Hugo99
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Posts: 1
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Join Date: Nov 2010
Device: Amazon Kindle 3
Help for Calibre to SMTP
Spoiler:
Starting job: E-mail Svět po otřesech pro XXXt_42@kindle.com
connect: to ('smtp.gmail.com', 587) None
reply: b'220 smtp.gmail.com ESMTP d14-20020aa7ce0e000000b0051bed21a635sm374014edv.74 - gsmtp\r\n'
reply: retcode (220); Msg: b'smtp.gmail.com ESMTP d14-20020aa7ce0e000000b0051bed21a635sm374014edv.74 - gsmtp'
connect: b'smtp.gmail.com ESMTP d14-20020aa7ce0e000000b0051bed21a635sm374014edv.74 - gsmtp'
send: 'ehlo DESKTOP-K9H789D.home\r\n'
reply: b'250-smtp.gmail.com at your service, [2a02:8308:12:9c00:f04e:a0c3:5fef:1a3b]\r\n'
reply: b'250-SIZE 35882577\r\n'
reply: b'250-8BITMIME\r\n'
reply: b'250-STARTTLS\r\n'
reply: b'250-ENHANCEDSTATUSCODES\r\n'
reply: b'250-PIPELINING\r\n'
reply: b'250 SMTPUTF8\r\n'
reply: retcode (250); Msg: b'smtp.gmail.com at your service, [2a02:8308:12:9c00:f04e:a0c3:5fef:1a3b]\nSIZE 35882577\n8BITMIME\nSTARTTLS\nENHANCEDSTATUSCODES\ nPIPELINING\nSMTPUTF8'
send: 'STARTTLS\r\n'
reply: b'220 2.0.0 Ready to start TLS\r\n'
reply: retcode (220); Msg: b'2.0.0 Ready to start TLS'
send: 'ehlo DESKTOP-K9H789D.home\r\n'
reply: b'250-smtp.gmail.com at your service, [2a02:8308:12:9c00:f04e:a0c3:5fef:1a3b]\r\n'
reply: b'250-SIZE 35882577\r\n'
reply: b'250-8BITMIME\r\n'
reply: b'250-AUTH LOGIN PLAIN XOAUTH2 PLAIN-CLIENTTOKEN OAUTHBEARER XOAUTH\r\n'
reply: b'250-ENHANCEDSTATUSCODES\r\n'
reply: b'250-PIPELINING\r\n'
reply: b'250 SMTPUTF8\r\n'
reply: retcode (250); Msg: b'smtp.gmail.com at your service, [2a02:8308:12:9c00:f04e:a0c3:5fef:1a3b]\nSIZE 35882577\n8BITMIME\nAUTH LOGIN PLAIN XOAUTH2 PLAIN-CLIENTTOKEN OAUTHBEARER XOAUTH\nENHANCEDSTATUSCODES\nPIPELINING\nSMTPUTF8'
send: AUTH
reply: b'534-5.7.9 Application-specific password required. Learn more at\r\n'
reply: b'534 5.7.9 https://support.google.com/mail/?p=InvalidSecondFactor d14-20020aa7ce0e000000b0051bed21a635sm374014edv.74 - gsmtp\r\n'
reply: retcode (534); Msg: b'5.7.9 Application-specific password required. Learn more at\n5.7.9 https://support.google.com/mail/?p=InvalidSecondFactor d14-20020aa7ce0e000000b0051bed21a635sm374014edv.74 - gsmtp'
send: AUTH
reply: b'334 UGFzc3dvcmQ6\r\n'
reply: retcode (334); Msg: b'UGFzc3dvcmQ6'
send: 'S29udHJ5aGVsLjIwMjI=\r\n'
reply: b'534-5.7.9 Application-specific password required. Learn more at\r\n'
reply: b'534 5.7.9 https://support.google.com/mail/?p=InvalidSecondFactor d14-20020aa7ce0e000000b0051bed21a635sm374014edv.74 - gsmtp\r\n'
reply: retcode (534); Msg: b'5.7.9 Application-specific password required. Learn more at\n5.7.9 https://support.google.com/mail/?p=InvalidSecondFactor d14-20020aa7ce0e000000b0051bed21a635sm374014edv.74 - gsmtp'

Sending failed...

Traceback (most recent call last):
File "calibre\gui2\email.py", line 48, in run
File "calibre\gui2\email.py", line 137, in sendmail
File "calibre\utils\smtp.py", line 181, in sendmail
File "smtplib.py", line 750, in login
File "smtplib.py", line 739, in login
File "smtplib.py", line 662, in auth
smtplib.SMTPAuthenticationError: (534, b'5.7.9 Application-specific password required. Learn more at\n5.7.9 https://support.google.com/mail/?p=InvalidSecondFactor d14-20020aa7ce0e000000b0051bed21a635sm374014edv.74 - gsmtp')


Retrying in 301 seconds...

Waiting 301 seconds before sending, to avoid being marked as spam.
You can control this delay via Preferences->Tweaks
connect: to ('smtp.gmail.com', 587) None
reply: b'220 smtp.gmail.com ESMTP k10-20020aa7c38a000000b00522bd24790asm381807edq.58 - gsmtp\r\n'
reply: retcode (220); Msg: b'smtp.gmail.com ESMTP k10-20020aa7c38a000000b00522bd24790asm381807edq.58 - gsmtp'
connect: b'smtp.gmail.com ESMTP k10-20020aa7c38a000000b00522bd24790asm381807edq.58 - gsmtp'
send: 'ehlo DESKTOP-K9H789D.home\r\n'
reply: b'250-smtp.gmail.com at your service, [2a02:8308:12:9c00:f04e:a0c3:5fef:1a3b]\r\n'
reply: b'250-SIZE 35882577\r\n'
reply: b'250-8BITMIME\r\n'
reply: b'250-STARTTLS\r\n'
reply: b'250-ENHANCEDSTATUSCODES\r\n'
reply: b'250-PIPELINING\r\n'
reply: b'250 SMTPUTF8\r\n'
reply: retcode (250); Msg: b'smtp.gmail.com at your service, [2a02:8308:12:9c00:f04e:a0c3:5fef:1a3b]\nSIZE 35882577\n8BITMIME\nSTARTTLS\nENHANCEDSTATUSCODES\ nPIPELINING\nSMTPUTF8'
send: 'STARTTLS\r\n'
reply: b'220 2.0.0 Ready to start TLS\r\n'
reply: retcode (220); Msg: b'2.0.0 Ready to start TLS'
send: 'ehlo DESKTOP-K9H789D.home\r\n'
reply: b'250-smtp.gmail.com at your service, [2a02:8308:12:9c00:f04e:a0c3:5fef:1a3b]\r\n'
reply: b'250-SIZE 35882577\r\n'
reply: b'250-8BITMIME\r\n'
reply: b'250-AUTH LOGIN PLAIN XOAUTH2 PLAIN-CLIENTTOKEN OAUTHBEARER XOAUTH\r\n'
reply: b'250-ENHANCEDSTATUSCODES\r\n'
reply: b'250-PIPELINING\r\n'
reply: b'250 SMTPUTF8\r\n'
reply: retcode (250); Msg: b'smtp.gmail.com at your service, [2a02:8308:12:9c00:f04e:a0c3:5fef:1a3b]\nSIZE 35882577\n8BITMIME\nAUTH LOGIN PLAIN XOAUTH2 PLAIN-CLIENTTOKEN OAUTHBEARER XOAUTH\nENHANCEDSTATUSCODES\nPIPELINING\nSMTPUTF8'
send: AUTH
reply: b'534-5.7.9 Application-specific password required. Learn more at\r\n'
reply: b'534 5.7.9 https://support.google.com/mail/?p=InvalidSecondFactor k10-20020aa7c38a000000b00522bd24790asm381807edq.58 - gsmtp\r\n'
reply: retcode (534); Msg: b'5.7.9 Application-specific password required. Learn more at\n5.7.9 https://support.google.com/mail/?p=InvalidSecondFactor k10-20020aa7c38a000000b00522bd24790asm381807edq.58 - gsmtp'
send: AUTH
reply: b'334 UGFzc3dvcmQ6\r\n'
reply: retcode (334); Msg: b'UGFzc3dvcmQ6'
send: 'S29udHJ5aGVsLjIwMjI=\r\n'
reply: b'534-5.7.9 Application-specific password required. Learn more at\r\n'
reply: b'534 5.7.9 https://support.google.com/mail/?p=InvalidSecondFactor k10-20020aa7c38a000000b00522bd24790asm381807edq.58 - gsmtp\r\n'
reply: retcode (534); Msg: b'5.7.9 Application-specific password required. Learn more at\n5.7.9 https://support.google.com/mail/?p=InvalidSecondFactor k10-20020aa7c38a000000b00522bd24790asm381807edq.58 - gsmtp'

Sending failed...

Traceback (most recent call last):
File "calibre\gui2\email.py", line 48, in run
File "calibre\gui2\email.py", line 137, in sendmail
File "calibre\utils\smtp.py", line 181, in sendmail
File "smtplib.py", line 750, in login
File "smtplib.py", line 739, in login
File "smtplib.py", line 662, in auth
smtplib.SMTPAuthenticationError: (534, b'5.7.9 Application-specific password required. Learn more at\n5.7.9 https://support.google.com/mail/?p=InvalidSecondFactor k10-20020aa7c38a000000b00522bd24790asm381807edq.58 - gsmtp')

Job: "E-mail Svět po otřesech pro milan.kunst_42@kindle.com" failed with error:
Traceback (most recent call last):
File "calibre\gui2\threaded_jobs.py", line 82, in start_work
File "calibre\gui2\email.py", line 105, in __call__
File "calibre\gui2\email.py", line 48, in run
File "calibre\gui2\email.py", line 137, in sendmail
File "calibre\utils\smtp.py", line 181, in sendmail
File "smtplib.py", line 750, in login
File "smtplib.py", line 739, in login
File "smtplib.py", line 662, in auth
smtplib.SMTPAuthenticationError: (534, b'5.7.9 Application-specific password required. Learn more at\n5.7.9 https://support.google.com/mail/?p=InvalidSecondFactor k10-20020aa7c38a000000b00522bd24790asm381807edq.58 - gsmtp')

Called with args: ('C:\\Users\\MILANK~1\\AppData\\Local\\Temp\\calib re_szlfnq1u\\wchwxnbycaltmpfmt.azw3', 'Svet po otresech.azw3', 'XXXt_42@kindle.com', '7erTXsF6wMVzhQNWOjcBY4', 'LLBgJOhMbGRELh4Y5U2Hn9') {'notifications': , 'abort': , 'log': }
Last edited by theducks; 08-10-2023 at 11:37 AM. Reason: OBSCUR DATA
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Old 08-10-2023, 11:33 AM   #2
theducks
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Code:
smtplib.SMTPAuthenticationError: (534, b'5.7.9 Application-specific password required. Learn more at\n5.7.9 https://support.google.com/mail/?p=InvalidSecondFactor d14-20020aa7ce0e000000b0051bed21a635sm374014edv.74 - gsmtp')
2 factor auth is failing. https://support.google.com/accounts/...form%3DDesktop

I don't believe this is supported by Calibre.
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Old 08-10-2023, 09:33 PM   #3
gbm
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Quote:
k10-20020aa7c38a000000b00522bd24790asm381807edq.58 - gsmtp\r\n'
reply: retcode (534); Msg: b'5.7.9 Application-specific password required. Learn more at\n5.7.9 https://support.google.com/mail/?p=InvalidSecondFactor
For gmail you need an app password for calibre click the bold link and follow the step by step. Not guaranteed to work because google.

I use gmx email.

bernie

Quote:
Originally Posted by Hugo99 View Post
Spoiler:
Starting job: E-mail Svět po otřesech pro XXXt_42@kindle.com
connect: to ('smtp.gmail.com', 587) None
reply: b'220 smtp.gmail.com ESMTP d14-20020aa7ce0e000000b0051bed21a635sm374014edv.74 - gsmtp\r\n'
reply: retcode (220); Msg: b'smtp.gmail.com ESMTP d14-20020aa7ce0e000000b0051bed21a635sm374014edv.74 - gsmtp'
connect: b'smtp.gmail.com ESMTP d14-20020aa7ce0e000000b0051bed21a635sm374014edv.74 - gsmtp'
send: 'ehlo DESKTOP-K9H789D.home\r\n'
reply: b'250-smtp.gmail.com at your service, [2a02:8308:12:9c00:f04e:a0c3:5fef:1a3b]\r\n'
reply: b'250-SIZE 35882577\r\n'
reply: b'250-8BITMIME\r\n'
reply: b'250-STARTTLS\r\n'
reply: b'250-ENHANCEDSTATUSCODES\r\n'
reply: b'250-PIPELINING\r\n'
reply: b'250 SMTPUTF8\r\n'
reply: retcode (250); Msg: b'smtp.gmail.com at your service, [2a02:8308:12:9c00:f04e:a0c3:5fef:1a3b]\nSIZE 35882577\n8BITMIME\nSTARTTLS\nENHANCEDSTATUSCODES\ nPIPELINING\nSMTPUTF8'
send: 'STARTTLS\r\n'
reply: b'220 2.0.0 Ready to start TLS\r\n'
reply: retcode (220); Msg: b'2.0.0 Ready to start TLS'
send: 'ehlo DESKTOP-K9H789D.home\r\n'
reply: b'250-smtp.gmail.com at your service, [2a02:8308:12:9c00:f04e:a0c3:5fef:1a3b]\r\n'
reply: b'250-SIZE 35882577\r\n'
reply: b'250-8BITMIME\r\n'
reply: b'250-AUTH LOGIN PLAIN XOAUTH2 PLAIN-CLIENTTOKEN OAUTHBEARER XOAUTH\r\n'
reply: b'250-ENHANCEDSTATUSCODES\r\n'
reply: b'250-PIPELINING\r\n'
reply: b'250 SMTPUTF8\r\n'
reply: retcode (250); Msg: b'smtp.gmail.com at your service, [2a02:8308:12:9c00:f04e:a0c3:5fef:1a3b]\nSIZE 35882577\n8BITMIME\nAUTH LOGIN PLAIN XOAUTH2 PLAIN-CLIENTTOKEN OAUTHBEARER XOAUTH\nENHANCEDSTATUSCODES\nPIPELINING\nSMTPUTF8'
send: AUTH
reply: b'534-5.7.9 Application-specific password required. Learn more at\r\n'
reply: b'534 5.7.9 https://support.google.com/mail/?p=InvalidSecondFactor d14-20020aa7ce0e000000b0051bed21a635sm374014edv.74 - gsmtp\r\n'
reply: retcode (534); Msg: b'5.7.9 Application-specific password required. Learn more at\n5.7.9 https://support.google.com/mail/?p=InvalidSecondFactor d14-20020aa7ce0e000000b0051bed21a635sm374014edv.74 - gsmtp'
send: AUTH
reply: b'334 UGFzc3dvcmQ6\r\n'
reply: retcode (334); Msg: b'UGFzc3dvcmQ6'
send: 'S29udHJ5aGVsLjIwMjI=\r\n'
reply: b'534-5.7.9 Application-specific password required. Learn more at\r\n'
reply: b'534 5.7.9 https://support.google.com/mail/?p=InvalidSecondFactor d14-20020aa7ce0e000000b0051bed21a635sm374014edv.74 - gsmtp\r\n'
reply: retcode (534); Msg: b'5.7.9 Application-specific password required. Learn more at\n5.7.9 https://support.google.com/mail/?p=InvalidSecondFactor d14-20020aa7ce0e000000b0051bed21a635sm374014edv.74 - gsmtp'

Sending failed...

Traceback (most recent call last):
File "calibre\gui2\email.py", line 48, in run
File "calibre\gui2\email.py", line 137, in sendmail
File "calibre\utils\smtp.py", line 181, in sendmail
File "smtplib.py", line 750, in login
File "smtplib.py", line 739, in login
File "smtplib.py", line 662, in auth
smtplib.SMTPAuthenticationError: (534, b'5.7.9 Application-specific password required. Learn more at\n5.7.9 https://support.google.com/mail/?p=InvalidSecondFactor d14-20020aa7ce0e000000b0051bed21a635sm374014edv.74 - gsmtp')


Retrying in 301 seconds...

Waiting 301 seconds before sending, to avoid being marked as spam.
You can control this delay via Preferences->Tweaks
connect: to ('smtp.gmail.com', 587) None
reply: b'220 smtp.gmail.com ESMTP k10-20020aa7c38a000000b00522bd24790asm381807edq.58 - gsmtp\r\n'
reply: retcode (220); Msg: b'smtp.gmail.com ESMTP k10-20020aa7c38a000000b00522bd24790asm381807edq.58 - gsmtp'
connect: b'smtp.gmail.com ESMTP k10-20020aa7c38a000000b00522bd24790asm381807edq.58 - gsmtp'
send: 'ehlo DESKTOP-K9H789D.home\r\n'
reply: b'250-smtp.gmail.com at your service, [2a02:8308:12:9c00:f04e:a0c3:5fef:1a3b]\r\n'
reply: b'250-SIZE 35882577\r\n'
reply: b'250-8BITMIME\r\n'
reply: b'250-STARTTLS\r\n'
reply: b'250-ENHANCEDSTATUSCODES\r\n'
reply: b'250-PIPELINING\r\n'
reply: b'250 SMTPUTF8\r\n'
reply: retcode (250); Msg: b'smtp.gmail.com at your service, [2a02:8308:12:9c00:f04e:a0c3:5fef:1a3b]\nSIZE 35882577\n8BITMIME\nSTARTTLS\nENHANCEDSTATUSCODES\ nPIPELINING\nSMTPUTF8'
send: 'STARTTLS\r\n'
reply: b'220 2.0.0 Ready to start TLS\r\n'
reply: retcode (220); Msg: b'2.0.0 Ready to start TLS'
send: 'ehlo DESKTOP-K9H789D.home\r\n'
reply: b'250-smtp.gmail.com at your service, [2a02:8308:12:9c00:f04e:a0c3:5fef:1a3b]\r\n'
reply: b'250-SIZE 35882577\r\n'
reply: b'250-8BITMIME\r\n'
reply: b'250-AUTH LOGIN PLAIN XOAUTH2 PLAIN-CLIENTTOKEN OAUTHBEARER XOAUTH\r\n'
reply: b'250-ENHANCEDSTATUSCODES\r\n'
reply: b'250-PIPELINING\r\n'
reply: b'250 SMTPUTF8\r\n'
reply: retcode (250); Msg: b'smtp.gmail.com at your service, [2a02:8308:12:9c00:f04e:a0c3:5fef:1a3b]\nSIZE 35882577\n8BITMIME\nAUTH LOGIN PLAIN XOAUTH2 PLAIN-CLIENTTOKEN OAUTHBEARER XOAUTH\nENHANCEDSTATUSCODES\nPIPELINING\nSMTPUTF8'
send: AUTH
reply: b'534-5.7.9 Application-specific password required. Learn more at\r\n'
reply: b'534 5.7.9 https://support.google.com/mail/?p=InvalidSecondFactor k10-20020aa7c38a000000b00522bd24790asm381807edq.58 - gsmtp\r\n'
reply: retcode (534); Msg: b'5.7.9 Application-specific password required. Learn more at\n5.7.9 https://support.google.com/mail/?p=InvalidSecondFactor k10-20020aa7c38a000000b00522bd24790asm381807edq.58 - gsmtp'
send: AUTH
reply: b'334 UGFzc3dvcmQ6\r\n'
reply: retcode (334); Msg: b'UGFzc3dvcmQ6'
send: 'S29udHJ5aGVsLjIwMjI=\r\n'
reply: b'534-5.7.9 Application-specific password required. Learn more at\r\n'
reply: b'534 5.7.9 https://support.google.com/mail/?p=InvalidSecondFactor k10-20020aa7c38a000000b00522bd24790asm381807edq.58 - gsmtp\r\n'
reply: retcode (534); Msg: b'5.7.9 Application-specific password required. Learn more at\n5.7.9 https://support.google.com/mail/?p=InvalidSecondFactor k10-20020aa7c38a000000b00522bd24790asm381807edq.58 - gsmtp'

Sending failed...

Traceback (most recent call last):
File "calibre\gui2\email.py", line 48, in run
File "calibre\gui2\email.py", line 137, in sendmail
File "calibre\utils\smtp.py", line 181, in sendmail
File "smtplib.py", line 750, in login
File "smtplib.py", line 739, in login
File "smtplib.py", line 662, in auth
smtplib.SMTPAuthenticationError: (534, b'5.7.9 Application-specific password required. Learn more at\n5.7.9 https://support.google.com/mail/?p=InvalidSecondFactor k10-20020aa7c38a000000b00522bd24790asm381807edq.58 - gsmtp')

Job: "E-mail Svět po otřesech pro milan.kunst_42@kindle.com" failed with error:
Traceback (most recent call last):
File "calibre\gui2\threaded_jobs.py", line 82, in start_work
File "calibre\gui2\email.py", line 105, in __call__
File "calibre\gui2\email.py", line 48, in run
File "calibre\gui2\email.py", line 137, in sendmail
File "calibre\utils\smtp.py", line 181, in sendmail
File "smtplib.py", line 750, in login
File "smtplib.py", line 739, in login
File "smtplib.py", line 662, in auth
smtplib.SMTPAuthenticationError: (534, b'5.7.9 Application-specific password required. Learn more at\n5.7.9 https://support.google.com/mail/?p=InvalidSecondFactor k10-20020aa7c38a000000b00522bd24790asm381807edq.58 - gsmtp')

Called with args: ('C:\\Users\\MILANK~1\\AppData\\Local\\Temp\\calib re_szlfnq1u\\wchwxnbycaltmpfmt.azw3', 'Svet po otresech.azw3', 'XXXt_42@kindle.com', '7erTXsF6wMVzhQNWOjcBY4', 'LLBgJOhMbGRELh4Y5U2Hn9') {'notifications': , 'abort': , 'log': }
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Old 08-11-2023, 04:40 AM   #4
Quoth
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Google hardly works now with anything unless it also uses Oauth or something. Deliberate so you have to use Andriod client (a terminal to Google server) or Google Web mail. All my gmail accounts are setup to forward to other accounts and I can't use google's SMTP. I use the one of my hosting, or the ISP I'm connected to if they block all 3rd party SMTP. Both work for any email "from" or "to" address/domain as I'm logging into that SMTP.
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