The short answer is no to both your questions, unless you are willing to do some configuration, and even then, only the classic style of the menu can open the Shutdown dialog with Event Tracker UI when you click either "Restart" or "Shutdown".
The user interface that Windows 8 or Windows 10 display for the Shutdown Event Tracker is a new addition to these OSes since these OSes no longer call the old Shutdown dialog via their Start Menu/Start screen. Microsoft has not allowed a way for third party developers to call this Metro style UI.
So, the old Shutdown dialog is the only way possible to use Classic Shell's menu and use the Shutdown Event Tracker.Now, only in Classic styles of the menu, there *
is* a way to launch the old Shutdown dialog when you click "Restart". For that you'll have to do some configuration in Classic Start Menu Settings. Go to the Customize Start Menu tab and in the left column, scroll down and locate the "restart" item. Double click this to bring up the "Edit Menu Item" dialog. Change the Command to "Shutdown_box" from "restart" but keep the "Label" and "Tip" unchanged. Click OK to save settings. Repeat this for "Shutdown" too if you want (Change command to "Shutdown_Box). Click OK in the main settings dialog to save changes and close it.
Now when users click "Restart", they will get the old dialog and if the policy for Shutdown Event Tracker is enabled, you can document the reason there.
If you are using the "Windows 7 style" of CSM, then it doesn't allow customizing the "Command" field of the power related actions. You can only hide certain actions there as I showed in the screenshot above and make the default command as "Shutdown dialog".
The default command that this old dialog itself uses can be customized by editing the Registry:
http://winaero.com/blog/how-to-set-the- ... indows-10/On server, the shutdown tracker is turned on by default, so the OLD Shutdown dialog (that is part of Windows, not Classic Shell btw) *
should* also have it enabled out-of-the-box but you will still have to at least configure Classic Shell to call this old dialog (for Windows 7 style). Classic Shell supports Group Policy too and the settings can be imported via command line, the installer supports command line switches also.
Which style of the Classic Shell menu are you using - Classic style or Windows 7 style?