No. It is not nearly this complicated.
In your original question, you stated outlook was asking you for a password. That's simply because the password ***** in outlook is incorrect. When you put in the correct password ***** will work.
Webmail is going to http://mail.google.com with your safari or other browser. It is the same across the world.
I didn't get the PDFs you sent, but they almost certainly do not contain your current and correct passwords. They appear to be informational PDFs containing setting for mail clients. If you put a list of passwords you got from a mail client or keychain, that is also meaningless, and that's why I've instructed you not to do this. This isn't something you need now. If the keychain had the right passwords, you wouldn't be having problems with outlook.
They also don't indicate you have more than one account. A google mail (gmail) account is an email address. If you send and receive messages from more than one email address to other people, then you have more than one account. If you only send and receive with***@******.*** , then that is just one account.
If you are able to login at http://mail.google.com by actually typing in an email address and password, then let me know, and we can make this work via remote. You mention seeing "different mails" when you login. If that's the case , please tell me in detail what you see from the moment after you login with your email address and password. Please remember, if you are already logged in when you go to mail.google.com, then you need to first logout and then log back in as previously instructed.
****Hopefully, when you reply you will have told you have successfully logged into your email account or accounts with http://mail.google.com and have written down the passwords and email address logins you actually typed in to do that. This is what's most important right now, and how to solve your problem. ****