I don't know, it's a little hard to understand what you're trying to explain. It's like you used too many words to explain it or something. All I can suggest is looking into Menu>Settings>Data Synchronation and make sure those are checked off as you'd like.
If you hit Menu while you're in this window you can sync them at that time. Maybe you should try this and see if your phone is having trouble syncing all together. I'm not really sure though, I think it comes down to trial and error on this one.
Maybe even try backing up your information and factory resetting it, although I'd use this as a last resort. I'm sure you can find more information somewhere, or someone will come along eventually.
Oh, one more thing, with the Calendar situation, I know this sounds stupid but make sure you're logged into the same e-mail as your phone. Either that, or make sure both calendars are linked together, this easily be something that slipped your mind.
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four. two. zero.
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