Max limit problem outta nowhere???

[markhenry788]

For a couple of days, I had no problem sending news to my kindle.
In fact, I had been sending Business Insider and The Economist together for a while. However, although I'm having no problem with the latter, whenever I try to send Business Insider which is much smaller than The Economist and certainly much smaller than any book I can easily send, I get an error message. I tried to remove Business Insider from the auto-send list and added again nothing changed. Any help would so be appreciated.

Spoiler:

calibre, version 5.21.0 (win32, embedded-python: True)
Failed to email book: Failed: Email Business Insider to selimtemizyurek@kindle.com

Starting job: Email Business Insider to selimtemizyurek@kindle.com
connect: ('imap.gmail.com', 587)
connect: to ('imap.gmail.com', 587) None
reply: b'220 smtp.gmail.com ESMTP n13sm8115413ejk.97 - gsmtp\r\n'
reply: retcode (220); Msg: b'smtp.gmail.com ESMTP n13sm8115413ejk.97 - gsmtp'
connect: b'smtp.gmail.com ESMTP n13sm8115413ejk.97 - gsmtp'
send: 'ehlo [192.168.1.45]\r\n'
reply: b'250-smtp.gmail.com at your service, [88.241.251.208]\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-CHUNKING\r\n'
reply: b'250 SMTPUTF8\r\n'
reply: retcode (250); Msg: b'smtp.gmail.com at your service, [88.241.251.208]\nSIZE 35882577\n8BITMIME\nSTARTTLS\nENHANCEDSTATUSCODES\ nPIPELINING\nCHUNKING\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 [192.168.1.45]\r\n'
reply: b'250-smtp.gmail.com at your service, [88.241.251.208]\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-CHUNKING\r\n'
reply: b'250 SMTPUTF8\r\n'
reply: retcode (250); Msg: b'smtp.gmail.com at your service, [88.241.251.208]\nSIZE 35882577\n8BITMIME\nAUTH LOGIN PLAIN XOAUTH2 PLAIN-CLIENTTOKEN OAUTHBEARER XOAUTH\nENHANCEDSTATUSCODES\nPIPELINING\nCHUNKING\ nSMTPUTF8'
send: AUTH <censored>
reply: b'235 2.7.0 Accepted\r\n'
reply: retcode (235); Msg: b'2.7.0 Accepted'
send: 'mail FROM:<mykeynoteselim@gmail.com> size=85050605\r\n'
reply: b"552-5.2.3 Your message exceeded Google's message size limits. Please visit\r\n"
reply: b'552-5.2.3 https://support.google.com/mail/?p=MaxSizeError to view our size\r\n'
reply: b'552 5.2.3 guidelines. n13sm8115413ejk.97 - gsmtp\r\n'
reply: retcode (552); Msg: b"5.2.3 Your message exceeded Google's message size limits. Please visit\n5.2.3 https://support.google.com/mail/?p=MaxSizeError to view our size\n5.2.3 guidelines. n13sm8115413ejk.97 - gsmtp"
send: 'rset\r\n'
reply: b'250 2.1.5 Flushed n13sm8115413ejk.97 - gsmtp\r\n'
reply: retcode (250); Msg: b'2.1.5 Flushed n13sm8115413ejk.97 - gsmtp'
send: 'quit\r\n'
reply: b'221 2.0.0 closing connection n13sm8115413ejk.97 - gsmtp\r\n'
reply: retcode (221); Msg: b'2.0.0 closing connection n13sm8115413ejk.97 - gsmtp'

Sending failed...

Traceback (most recent call last):
File "calibre\gui2\email.py", line 45, in run
File "calibre\gui2\email.py", line 129, in sendmail
File "calibre\utils\smtp.py", line 195, in sendmail
File "smtplib.py", line 970, in send_message
File "smtplib.py", line 871, in sendmail
smtplib.SMTPSenderRefused: (552, b"5.2.3 Your message exceeded Google's message size limits. Please visit\n5.2.3 https://support.google.com/mail/?p=MaxSizeError to view our size\n5.2.3 guidelines. n13sm8115413ejk.97 - gsmtp", 'mykeynoteselim@gmail.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: ('imap.gmail.com', 587)
connect: to ('imap.gmail.com', 587) None
reply: b'220 smtp.gmail.com ESMTP g11sm9845892edt.85 - gsmtp\r\n'
reply: retcode (220); Msg: b'smtp.gmail.com ESMTP g11sm9845892edt.85 - gsmtp'
connect: b'smtp.gmail.com ESMTP g11sm9845892edt.85 - gsmtp'
send: 'ehlo [192.168.1.45]\r\n'
reply: b'250-smtp.gmail.com at your service, [88.241.251.208]\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-CHUNKING\r\n'
reply: b'250 SMTPUTF8\r\n'
reply: retcode (250); Msg: b'smtp.gmail.com at your service, [88.241.251.208]\nSIZE 35882577\n8BITMIME\nSTARTTLS\nENHANCEDSTATUSCODES\ nPIPELINING\nCHUNKING\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 [192.168.1.45]\r\n'
reply: b'250-smtp.gmail.com at your service, [88.241.251.208]\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-CHUNKING\r\n'
reply: b'250 SMTPUTF8\r\n'
reply: retcode (250); Msg: b'smtp.gmail.com at your service, [88.241.251.208]\nSIZE 35882577\n8BITMIME\nAUTH LOGIN PLAIN XOAUTH2 PLAIN-CLIENTTOKEN OAUTHBEARER XOAUTH\nENHANCEDSTATUSCODES\nPIPELINING\nCHUNKING\ nSMTPUTF8'
send: AUTH <censored>
reply: b'235 2.7.0 Accepted\r\n'
reply: retcode (235); Msg: b'2.7.0 Accepted'
send: 'mail FROM:<mykeynoteselim@gmail.com> size=85050605\r\n'
reply: b"552-5.2.3 Your message exceeded Google's message size limits. Please visit\r\n"
reply: b'552-5.2.3 https://support.google.com/mail/?p=MaxSizeError to view our size\r\n'
reply: b'552 5.2.3 guidelines. g11sm9845892edt.85 - gsmtp\r\n'
reply: retcode (552); Msg: b"5.2.3 Your message exceeded Google's message size limits. Please visit\n5.2.3 https://support.google.com/mail/?p=MaxSizeError to view our size\n5.2.3 guidelines. g11sm9845892edt.85 - gsmtp"
send: 'rset\r\n'
reply: b'250 2.1.5 Flushed g11sm9845892edt.85 - gsmtp\r\n'
reply: retcode (250); Msg: b'2.1.5 Flushed g11sm9845892edt.85 - gsmtp'
send: 'quit\r\n'
reply: b'221 2.0.0 closing connection g11sm9845892edt.85 - gsmtp\r\n'
reply: retcode (221); Msg: b'2.0.0 closing connection g11sm9845892edt.85 - gsmtp'

Sending failed...

Traceback (most recent call last):
File "calibre\gui2\email.py", line 45, in run
File "calibre\gui2\email.py", line 129, in sendmail
File "calibre\utils\smtp.py", line 195, in sendmail
File "smtplib.py", line 970, in send_message
File "smtplib.py", line 871, in sendmail
smtplib.SMTPSenderRefused: (552, b"5.2.3 Your message exceeded Google's message size limits. Please visit\n5.2.3 https://support.google.com/mail/?p=MaxSizeError to view our size\n5.2.3 guidelines. g11sm9845892edt.85 - gsmtp", 'mykeynoteselim@gmail.com')

Job: "Email Business Insider to selimtemizyurek@kindle.com" failed with error:
Traceback (most recent call last):
File "calibre\gui2\threaded_jobs.py", line 83, in start_work
File "calibre\gui2\email.py", line 102, in __call__
File "calibre\gui2\email.py", line 45, in run
File "calibre\gui2\email.py", line 129, in sendmail
File "calibre\utils\smtp.py", line 195, in sendmail
File "smtplib.py", line 970, in send_message
File "smtplib.py", line 871, in sendmail
smtplib.SMTPSenderRefused: (552, b"5.2.3 Your message exceeded Google's message size limits. Please visit\n5.2.3 https://support.google.com/mail/?p=MaxSizeError to view our size\n5.2.3 guidelines. g11sm9845892edt.85 - gsmtp", 'mykeynoteselim@gmail.com')

Called with args: ('C:\\Users\\Lenovo\\AppData\\Local\\Temp\\calibre _fdtye7a1\\fdx9vvz5caltmpfmt.mobi', 'Business Insider - calibre.mobi', 'selimtemizyurek@kindle.com', 'E-book: Business Insider', 'Attached, you will find the e-book\n\nBusiness Insider\n\tby calibre\n\nin the MOBI format.') {'notifications': <queue.Queue object at 0x0E04D730>, 'abort': <threading.Event object at 0x0E04D7A8>, 'log': <calibre.utils.logging.GUILog object at 0x0E04D8C8>}

[DNSB]

To ask the obvious question, does the total size of the attachments exceed the 25MB limit that Google GMail enforces? Considering that one line repeated twice in your posted logs reads:

send: 'mail FROM:<mykeynoteselim@gmail.com> size=85050605\r\n'

your log files suggests that you are attempting to send an 81.11MB (85,050,605 byte) file which is well over 25MB (26,214,400 bytes).

[markhenry788]

Originally Posted by DNSB

To ask the obvious question, does the total size of the attachments exceed the 25MB limit that Google GMail enforces? Considering that one line repeated twice in your posted logs reads:

send: 'mail FROM:<mykeynoteselim@gmail.com> size=85050605\r\n'

your log files suggests that you are attempting to send an 81.11MB (85,050,605 byte) file which is well over 25MB (26,214,400 bytes).

Yeah I wondered that too first time but I used to send them at the same time and I still can send large book so I don't think I'm exceeding any limit there

[DNSB]

Originally Posted by markhenry788

Yeah I wondered that too first time but I used to send them at the same time and I still can send large book so I don't think I'm exceeding any limit there

Take a look at the file you are attempting to send. The report shows it as being well over the 25MB maximum for GMail. I've seen this once when there was a special anniversary edition with a large number of high resolution images.

[markhenry788]

Hey David,
You're right, sorry. I just checked it again. It seems like it takes more space than it should. I mean it's no special issue or issues together. The book I sent was 0.8mb how come this exceeds 25mb. I had a look at the issues nothing special.

Screen Shot
https://drive.google.com/file/d/1DOt...ew?usp=sharing

[markhenry788]

Originally Posted by DNSB

Take a look at the file you are attempting to send. The report shows it as being well over the 25MB maximum for GMail. I've seen this once when there was a special anniversary edition with a large number of high resolution images.

any suggestions?

[jhowell]

Originally Posted by markhenry788

any suggestions?

Try sending the file using your own email client.