The Knight of the Sorrowful Face.”
1620	Shelton	“rueful countenance”[1]
1700	Motteux	“woeful figure”
1742	Jervas	“sorrowful figure”
1755	Smollett	“rueful countenance”
1885	Ormsby	“rueful countenance”
1949	Putnam	“mournful countenance”
1950	Cohen	“sad countenance”
1957	Starkie	“rueful figure”
1996	Raffel	“sad face”
2003	Rutherford	“sorry face”
2005	Grossman	“sorrowful face”
https://franklycurious.com/wp/2015/10/03/don-quixote-and-his-sorry-face-translation-comparison/
For more translation issues and examples:  
https://franklycurious.com/wp/don-quixote-english/
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