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#1 |
Junior Member
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Karma: 10
Join Date: Aug 2020
Device: Kindle fire HD
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Can't email book to Kindle
I've always been able to send books to my Mom through Calibre. But I tried last night with no success and keep getting the same failure. I'm wondering if anyone has any suggestions. I tried turning off my firewall but haven't had to do that before. Also tried plugging in her kindle to my laptop and transferring it directly but Calibre would freeze up when scanning her device for books. Any help would be appreciated. Below is the error text from trying to email a book to her.
Code:
Starting job: Email Salvatore, R.A - Icewind Dale 02 - Streams of Silver to bknowles621_710@kindle.com Waiting 301 seconds before sending, to avoid being marked as spam. You can control this delay via Preferences->Tweaks connect: (u'smtp.live.com', 587) connect: (u'smtp.live.com', 587) reply: '220 CH2PR14CA0007.outlook.office365.com Microsoft ESMTP MAIL Service ready at Tue, 4 Aug 2020 04:46:45 +0000\r\n' reply: retcode (220); Msg: CH2PR14CA0007.outlook.office365.com Microsoft ESMTP MAIL Service ready at Tue, 4 Aug 2020 04:46:45 +0000 connect: CH2PR14CA0007.outlook.office365.com Microsoft ESMTP MAIL Service ready at Tue, 4 Aug 2020 04:46:45 +0000 send: u'ehlo [192.168.254.68]\r\n' reply: '250-CH2PR14CA0007.outlook.office365.com Hello [98.23.3.6]\r\n' reply: '250-SIZE 157286400\r\n' reply: '250-PIPELINING\r\n' reply: '250-DSN\r\n' reply: '250-ENHANCEDSTATUSCODES\r\n' reply: '250-STARTTLS\r\n' reply: '250-8BITMIME\r\n' reply: '250-BINARYMIME\r\n' reply: '250-CHUNKING\r\n' reply: '250 SMTPUTF8\r\n' reply: retcode (250); Msg: CH2PR14CA0007.outlook.office365.com Hello [98.23.3.6] SIZE 157286400 PIPELINING DSN ENHANCEDSTATUSCODES STARTTLS 8BITMIME BINARYMIME CHUNKING SMTPUTF8 send: 'STARTTLS\r\n' reply: '220 2.0.0 SMTP server ready\r\n' reply: retcode (220); Msg: 2.0.0 SMTP server ready send: u'ehlo [192.168.254.68]\r\n' reply: '250-CH2PR14CA0007.outlook.office365.com Hello [98.23.3.6]\r\n' reply: '250-SIZE 157286400\r\n' reply: '250-PIPELINING\r\n' reply: '250-DSN\r\n' reply: '250-ENHANCEDSTATUSCODES\r\n' reply: '250-AUTH LOGIN XOAUTH2\r\n' reply: '250-8BITMIME\r\n' reply: '250-BINARYMIME\r\n' reply: '250-CHUNKING\r\n' reply: '250 SMTPUTF8\r\n' reply: retcode (250); Msg: CH2PR14CA0007.outlook.office365.com Hello [98.23.3.6] SIZE 157286400 PIPELINING DSN ENHANCEDSTATUSCODES AUTH LOGIN XOAUTH2 8BITMIME BINARYMIME CHUNKING SMTPUTF8 send: AUTH <censored> reply: '334 UGFzc3dvcmQ6\r\n' reply: retcode (334); Msg: UGFzc3dvcmQ6 send: 'ajF1akhDVDA=\r\n' reply: '535 5.7.3 Authentication unsuccessful [CH2PR14CA0007.namprd14.prod.outlook.com]\r\n' reply: retcode (535); Msg: 5.7.3 Authentication unsuccessful [CH2PR14CA0007.namprd14.prod.outlook.com] Sending failed... Traceback (most recent call last): File "site-packages\calibre\gui2\email.py", line 45, in run File "site-packages\calibre\gui2\email.py", line 135, in sendmail File "site-packages\calibre\utils\smtp.py", line 182, in sendmail File "site-packages\calibre\utils\smtplib.py", line 645, in login SMTPAuthenticationError: (535, '5.7.3 Authentication unsuccessful [CH2PR14CA0007.namprd14.prod.outlook.com]') Retrying in 301 seconds... Waiting 301 seconds before sending, to avoid being marked as spam. You can control this delay via Preferences->Tweaks connect: (u'smtp.live.com', 587) connect: (u'smtp.live.com', 587) reply: '220 CH2PR14CA0051.outlook.office365.com Microsoft ESMTP MAIL Service ready at Tue, 4 Aug 2020 04:51:52 +0000\r\n' reply: retcode (220); Msg: CH2PR14CA0051.outlook.office365.com Microsoft ESMTP MAIL Service ready at Tue, 4 Aug 2020 04:51:52 +0000 connect: CH2PR14CA0051.outlook.office365.com Microsoft ESMTP MAIL Service ready at Tue, 4 Aug 2020 04:51:52 +0000 send: u'ehlo [192.168.254.68]\r\n' reply: '250-CH2PR14CA0051.outlook.office365.com Hello [98.23.3.6]\r\n' reply: '250-SIZE 157286400\r\n' reply: '250-PIPELINING\r\n' reply: '250-DSN\r\n' reply: '250-ENHANCEDSTATUSCODES\r\n' reply: '250-STARTTLS\r\n' reply: '250-8BITMIME\r\n' reply: '250-BINARYMIME\r\n' reply: '250-CHUNKING\r\n' reply: '250 SMTPUTF8\r\n' reply: retcode (250); Msg: CH2PR14CA0051.outlook.office365.com Hello [98.23.3.6] SIZE 157286400 PIPELINING DSN ENHANCEDSTATUSCODES STARTTLS 8BITMIME BINARYMIME CHUNKING SMTPUTF8 send: 'STARTTLS\r\n' reply: '220 2.0.0 SMTP server ready\r\n' reply: retcode (220); Msg: 2.0.0 SMTP server ready send: u'ehlo [192.168.254.68]\r\n' reply: '250-CH2PR14CA0051.outlook.office365.com Hello [98.23.3.6]\r\n' reply: '250-SIZE 157286400\r\n' reply: '250-PIPELINING\r\n' reply: '250-DSN\r\n' reply: '250-ENHANCEDSTATUSCODES\r\n' reply: '250-AUTH LOGIN XOAUTH2\r\n' reply: '250-8BITMIME\r\n' reply: '250-BINARYMIME\r\n' reply: '250-CHUNKING\r\n' reply: '250 SMTPUTF8\r\n' reply: retcode (250); Msg: CH2PR14CA0051.outlook.office365.com Hello [98.23.3.6] SIZE 157286400 PIPELINING DSN ENHANCEDSTATUSCODES AUTH LOGIN XOAUTH2 8BITMIME BINARYMIME CHUNKING SMTPUTF8 send: AUTH <censored> reply: '334 UGFzc3dvcmQ6\r\n' reply: retcode (334); Msg: UGFzc3dvcmQ6 send: 'ajF1akhDVDA=\r\n' reply: '535 5.7.3 Authentication unsuccessful [CH2PR14CA0051.namprd14.prod.outlook.com]\r\n' reply: retcode (535); Msg: 5.7.3 Authentication unsuccessful [CH2PR14CA0051.namprd14.prod.outlook.com] Sending failed... Traceback (most recent call last): File "site-packages\calibre\gui2\email.py", line 45, in run File "site-packages\calibre\gui2\email.py", line 135, in sendmail File "site-packages\calibre\utils\smtp.py", line 182, in sendmail File "site-packages\calibre\utils\smtplib.py", line 645, in login SMTPAuthenticationError: (535, '5.7.3 Authentication unsuccessful [CH2PR14CA0051.namprd14.prod.outlook.com]') Job: "Email Salvatore, R.A - Icewind Dale 02 - Streams of Silver to bknowles621_710@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 102, in __call__ SMTPAuthenticationError: (535, '5.7.3 Authentication unsuccessful [CH2PR14CA0051.namprd14.prod.outlook.com]') Called with args: (u'C:\\Users\\sknow\\AppData\\Local\\Temp\\calibre_cs_g13\\n5ox4bcaltmpfmt.mobi', u'Salvatore, R.A - Icewind Dale 02 - Streams of Silver - Salvatore, R.A.mobi', u'bknowles621_710@kindle.com', u'E-book: Salvatore, R.A - Icewind Dale 02 - Streams of Silver', u'Attached, you will find the e-book\n\nSalvatore, R.A - Icewind Dale 02 - Streams of Silver\n\tby Salvatore, R.A\n\nin the MOBI format.') {u'abort': <threading._Event object at 0x000001BE0039EA48>, u'log': <calibre.utils.logging.GUILog object at 0x000001BE0039EB48>, u'notifications': <Queue.Queue instance at 0x000001BE0039E948>} Last edited by issybird; 08-04-2020 at 02:34 AM. Reason: Added code tags. |
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#2 | |
The Grand Mouse 高貴的老鼠
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Karma: 307903668
Join Date: Jul 2007
Location: Norfolk, England
Device: Kindle Voyage
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It just looks like your outlook account password's wrong.
Quote:
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#3 |
Member
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Karma: 134338
Join Date: Aug 2017
Device: Lot'sa Readers :-)
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You could get her Kindle email address and mail it directly to that. Just by-pass Calibre.
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#4 |
Junior Member
![]() Posts: 2
Karma: 10
Join Date: Aug 2020
Device: Kindle fire HD
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Thanks. I'll try updating my password and if that doesn't work I'll try sending it to her directly.
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#5 |
Grand Sorcerer
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Karma: 26963509
Join Date: Apr 2009
Location: USA
Device: iPhone 15PM, Kindle Scribe, iPad mini 6, PocketBook InkPad Color 3
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It is possible Microsoft has tightened security, and isn’t getting the correct handshake from calibre. Make sure you update calibre, of course.
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