Complex sentence: Bradlee's seconed great grandmother, on his mother's side was Sara McDougald, who's family name was originally spelt MacDougalll; the Clan MacDougall of Scotland are descended from King Somerled of Scotland.
Split into simpler sentences: Bradlee's seconed great grandmother, on his mother's side was Sara McDougald, who's family name was originally spelt MacDougalll. The MacDougall Clan of Scotland are descended from King Somerled of Scotland.