Regarding problem 1, the Sonys don't have a multi-level sort ability but you can work around it using calibre's Preferences - Metadata Plugboard together with settings in Prefs - Plugins - Device Interface - Sony - Customize.
If you have a bit of time to spare you can read about the
'Sony Sort saga' and its workarounds here. It's not a particularly long thread but it may need a bit of concentration.