[{"role": "user", "content": "I want to apologize to Tom in Italian, can you please help me translate the sentence 'I broke Tom's nose' into Italian so I can express my regret properly?"}, {"role": "assistant", "content": "The translation of 'I broke Tom's nose' in Italian is 'Ho rotto il naso a Tom.' You can use this to apologize to Tom, and perhaps you could also say 'Mi dispiace' which means 'I'm sorry' to express your regret."}]