How to say i felt very sorry about the sudden death of my friend's father. in Japanese

1)友人友人(yuujin) (n) friendの(no) (prt) indicates possessive/nominalizes verbs and adjectives/substitutes for "ga" in subordinate phrases/indicates a confident conclusion/ indicates emotional emphasis/indicates question父親父親(chichioya) (n) fatherが(ga) (prt) indicates sentence subject/indicates possessive/but/however/still/and急死急死(kyuushi) (n,vs) sudden deathしたした(shita) (n) did/a past form of the previous verb/tongue/tongue-like object/clapper/talonの(no) (prt) indicates possessive/nominalizes verbs and adjectives/substitutes for "ga" in subordinate phrases/indicates a confident conclusion/ indicates emotional emphasis/indicates questionを(wo) (prt) indicates direct object of action/indicates subject of causative expression/indicates an area traversed/indicates time over which action takes place/indicates point of departure or separation of action/indicates object of desire, like, hate,大変大変(taihen) (adv) very/greatly/immense/enormous/great/serious/grave/dreadful/terrible/difficult/hard/major incident/disaster気の毒気の毒(kinodoku) (adj-na,n) pitiful/unfortunate/pityに(ni) (prt) indicates such things as location of person or thing, location of short-term action, etc.思ったno dictionary result, likely a conjigated verbno dictionary result, likely a conjigated verb。(。) Japanese period "."    
yuujin no chichioya ga kyuushi shitanowo taihen kinodoku ni omotta 。
Grammer form日常会話 (Casual form)Casual form (nichijoukaiwa)
everyday casual language, commonly used between friends and family.
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2)私(watashi) (pn,adj-no) i/meは(ha) (int) indicating a subject/yes/indeed/well/ha!/what?/huh?/sigh、(、) Japanese comma友人友人(yuujin) (n) friendの(no) (prt) indicates possessive/nominalizes verbs and adjectives/substitutes for "ga" in subordinate phrases/indicates a confident conclusion/ indicates emotional emphasis/indicates question父(chichi) (ok) fatherが(ga) (prt) indicates sentence subject/indicates possessive/but/however/still/and急死急死(kyuushi) (n,vs) sudden deathしたした(shita) (n) did/a past form of the previous verb/tongue/tongue-like object/clapper/talonの(no) (prt) indicates possessive/nominalizes verbs and adjectives/substitutes for "ga" in subordinate phrases/indicates a confident conclusion/ indicates emotional emphasis/indicates questionを(wo) (prt) indicates direct object of action/indicates subject of causative expression/indicates an area traversed/indicates time over which action takes place/indicates point of departure or separation of action/indicates object of desire, like, hate,気の毒気の毒(kinodoku) (adj-na,n) pitiful/unfortunate/pityに(ni) (prt) indicates such things as location of person or thing, location of short-term action, etc.思ったno dictionary result, likely a conjigated verbno dictionary result, likely a conjigated verb。(。) Japanese period "."    
watashi ha 、 yuujin no chichi ga kyuushi shitanowo kinodoku ni omotta 。
Grammer form日常会話 (Casual form)Casual form (nichijoukaiwa)
everyday casual language, commonly used between friends and family.
Click for examples / more info
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