While trying to configure gmail SMTP on my OwnCloud installation, I continued to run into an authentication issue. Oddly enough, I have several other areas where I have this working without issue (server & webcam) and so I'm no stranger to the configuration and setup. I was nearly stumped when I found a solution that may help others as well.
I finally found the following "https://accounts.google.com/UnlockCaptcha". Captcha was causing the hiccup. By unlocking the account, all was back to normal and emails could be sent from my cloud server.
"Gmail SMTP & OwnCloud"
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