Piston rings cause significant friction losses within internal combustion engines. Especially the first compression ring, which is pressed onto the liner by high cylinder pressure, contributes significantly to the total friction loss of the piston assembly. The tribological behavior of the oil scraper ring is mainly related to the pretensioning force and can lead to high losses even at low and idle speed. Due to this, there is always a markable risk of wear for the contact surfaces of the piston rings and the cylinder. “Diamond-like carbon” coatings on the surface of the piston rings can prevent wear and are able to reduce friction in the ring-liner-contact. The purpose of this work was to investigate the tribological benefit of this coating-system on the compression and oil scraper ring. Experimental studies were carried out on a fired single-cylinder engine using the Indicated Instantaneous Mean Effective Pressure-method (IIMEP) for the crank angle-resolved detection of the piston assembly’s friction force. To be able to determine the component-related fractions of the friction loss and to quantify the hydrodynamic and asperity related parts locally and time dependent, an EHD/MBS model of the engine was created in AVL EXCITE and a simulative investigation was performed. This simulation was validated by the experimental work and provided detailed information about the individual contact conditions and gap height of each tribological contact of the piston group. The combined approach of measurement and simulation enabled the prediction of tribological aspects and performance in parameter studies on a virtual engine test bed.