I can load my songs purchased from itunes onto my sister in laws ipod from my computer, so I am pretty sure you can load your music onto any ipod. Also I can sync my ipod with both my desktop and my laptop.
As for the calender stuff, I have no idea but I assume you could export your calander in the format supported by itunes, whatever it is. If not, then you may find a program to convert between the 2 formats.
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