By 1300 Osman ruled an area in Anatolia stretching from Eskişehir (Dorylaeum) to the plains of İznik (Nicaea), having defeated several organized Byzantine efforts to curb his expansion. Byzantine attempts to secure Il-Khanid support against the Ottomans from the east were unsuccessful, and the Byzantine emperor’s use of mercenary troops from western Europe caused more damage to his own territory than to that of the Turks.