Complex sentence: The extent of her success against smugglers is hard to judge; although one Henry Sothcott (born 1774) was caught at sea by "Amelia" on 14 August and sentenced to 5 years pressed into the Navy for smuggling.
Split into simpler sentences: The extent of her success against smugglers is hard to judge. On 14 August she did catch at sea one Henry Sothcott (born 1774), who was sentenced to 5 years pressed into the Navy for smuggling.