その問題は主任をひどく苦しめた。
Sentence Analyzer
English Translation
        The problem tortured the chief.
    
Furigana
        その問題 は主任 をひどく苦 しめた。
    
Romanji
        Sono mondai wa shunin o hidoku kurushimeta.
    
Words
            
                其の
            
            
                (その)
            
        
        
            that (something or someone distant from the speaker, close to the listener; actions of the listener, or ideas expressed or understood by the listener); the; um...; er...; uh...
        
    
            
                問題
            
            
                (もんだい)
            
        
        
            question (e.g. on a test); problem; problem (e.g. societal, political); question; issue; subject (e.g. of research); case; matter; question (i.e. doubt); public discussion; controversy; trouble; problem; inconvenience; difficulty
        
    
            
                は
            
            
                (は)
            
        
        
            topic marker particle; indicates contrast with another option (stated or unstated); adds emphasis
        
    
            
                主任
            
            
                (しゅにん)
            
        
        
            person in charge; responsible official; senior staff
        
    
            
                を
            
            
                (を)
            
        
        
            indicates direct object of action; indicates subject of causative expression; indicates an area traversed; indicates time (period) over which action takes place; indicates point of departure or separation of action; indicates object of desire, like, hate, etc.
        
    
            
                酷い
            
            
                (ひどい)
            
        
        
            cruel; heartless; hard; harsh; severe; violent; intense; strong; heavy; extreme; very bad; terrible; awful; excessive; exorbitant; unreasonable; outrageous; unfair; unjust
        
    
            
                苦しめる
            
            
                (くるしめる)
            
        
        
            to torment; to pain; to inflict (physical) pain; to hurt; to harass; to cause (emotional) pain; to afflict; to distress; to bother; to trouble; to stump; to baffle
        
    Kanji
Readings: モン、 と.う、 と.い、 とん
                        Meanings: question, ask, problem
                    Reading: ダイ
                        Meanings: topic, subject
                    Readings: シュ、 ス、 シュウ、 ぬし、 おも、 あるじ
                        Meanings: lord, chief, master, main thing, principal
                    Readings: ニン、 まか.せる、 まか.す
                        Meanings: responsibility, duty, term, entrust to, appoint
                    Readings: ク、 くる.しい、 -ぐる.しい、 くる.しむ、 くる.しめる、 にが.い、 にが.る
                        Meanings: suffering, trial, worry, hardship, feel bitter, scowl