Quote:
Originally Posted by kovidgoyal
This is most likely caused by something incorrect in your gmail config. What that might be, I haven't the foggiest idea, though the link to the gmail help docs in that error message provides several clues.
I will note that I personally use gmail with calibre's email sending functionality every day.
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Well there is hardly something 'incorrect' in my Gmail config, since my Gmail works just fine. I use Gmail for a whole host of external applications ('connected applications'): ITunes Google Sync; ipad mail; iphone chrome; Mac calendar; Mac mail; Mac notes; dropbox, camscanner etc. etc.
What all of the above have in common is that their Google logon node is built into the Gmail API.
I think a more sober assessment would be: there is some unknown compatiblity/configuration issue that Calibre has regarding email sending functionality in Gmail.
My hunch is it is an issue with 2-step verification accounts. I think Calibre's 'ad hoc'/independent/unverified login node is likely to be treated with suspicion by Google's servers.
You should explore the possibility with Google of making Calibre's Gmail functionality official.