The ancient fortified city of San Leo is built on a limestone plateau. The rock slab is tectonized and crossed by several families of joints and faults, while the underlying foundation of the rocky cliff is composed of gentle clay slopes, modelled in the so-called “Argille Scagliose” geological units. The differential weathering of the upper rock formation with respect to the ductile clays has produced ledges and overhangs on the cliff face. Furthermore, weathering and/or movement of the underlying clays has caused the opening and widening of vertical fractures in the brittle limestone rock masses, diffused over the entire rock mass. The evolution of plastic movements (slides and flows) in the underlying clay units might undermine the limestone slab and endanger the stability of the rocky cliff, thus posing risk to the fortified city of San Leo and its notable cultural heritage. In this paper, historical and recent slope instability events are described, on the basis of historical documents and modern investigations
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