A picture-restorer is  one who cleans and restores and sometimes ruins old pictures. 
( ( A picture-restorer ) ( ( is ( ( ( one ( who ( ( cleans and ) restores ) ) ) and ) ( ( sometimes ruins ) ( old pictures ) ) ) ) . ) )
(ROOT (S (NP (DT A) (NN picture-restorer)) (VP (VBZ is) (NP (NP (NP (CD one)) (SBAR (WHNP (WP who)) (S (VP (VP (VBZ cleans)) (CC and) (VP (VBZ restores)))))) (CC and) (NP (ADJP (RB sometimes) (VBN ruins)) (JJ old) (NNS pictures)))) (. .)))
It is difficult to determine if a picture can be restored.
( It ( ( is ( difficult ( to ( determine ( if ( ( a picture ) ( can ( be restored ) ) ) ) ) ) ) ) . ) )
(ROOT (S (NP (PRP It)) (VP (VBZ is) (ADJP (JJ difficult) (S (VP (TO to) (VP (VB determine) (SBAR (IN if) (S (NP (DT a) (NN picture)) (VP (MD can) (VP (VB be) (VP (VBN restored))))))))))) (. .)))