If you say something is too bad, you can mean either that you feel sympathy about a problem, or that you do not. The difference is in what is being talked about and the way that you say it.

It's too bad that you can't come to see Mark in his school play. 你不能来看马克在学校的戏剧演出，太遗憾了。

"I can't come on Friday." "That's too bad - I've already bought the tickets, so you'll still have to pay." “我星期五来不了。”“那太糟糕了——我已经买了票，所以你仍然得付钱。”