[{"role": "user", "content": "I want to send condolences to an Italian friend can you help me translate 'Tom passed away' into Italian?"}, {"role": "assistant", "content": "I'm so sorry to hear that. The translation of 'Tom passed away' in Italian is 'Tom deced\u00e9'. If you'd like, I can also help you with a condolence message. Would you like some suggestions?"}, {"role": "user", "content": "That would be great, thank you! What's a good condolence message in Italian?"}, {"role": "assistant", "content": "One common condolence message in Italian is 'Le mie pi\u00f9 sentite condoglianze' which translates to 'My sincerest condolences'. You could also use 'Sono profondamente dispiaciuto per la perdita di Tom' meaning 'I am deeply sorry for the loss of Tom'. Let me know if you need more help."}, {"role": "user", "content": "Grazie mille (thank you very much) for your help!"}, {"role": "assistant", "content": "Prego (you're welcome). I hope your friend finds comfort in your condolences during this difficult time."}]