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The Lagrime di San Pietro is a cycle of 21 madrigals by the late Renaissance composer Orlande de Lassus. It was his last composition, written in 1594, and published posthumously in Munich in 1595. He dedicated it to Pope Clement VIII on May 24, 1594, just three weeks before his death.

The Lagrime sets 21 poems by the Italian poet Luigi Tansillo (1510–1568) depicting the stages of grief experienced by St. Peter after his denial of Christ, and his memory of Christ's admonition (Matthew 26:69–75). The settings by Lassus are for seven voices, and numerical symbolism plays a part throughout: the seven voices represent the seven sorrows of the Virgin Mary; in addition many of the madrigals are in seven sections. The total number of pieces in the set, 21, represents seven times the number of members of the trinity.

In addition, Lassus only sets seven of the eight church modes (modes I through VII), leaving mode VIII entirely out. The madrigals are grouped by successive mode, with madrigals 1 through 4 in mode I, 5 to 8 in mode II, 9 to 12 in modes III and IV, 13 to 15 in mode V, 16 to 18 in mode VI, 19 and 20 in mode VII, and the closing motet based on the tonus perigrinus, entirely outside the Renaissance scheme of the eight church modes. According to David Crook, writing in his 1994 book on the Lassus Magnificat settings:

Mode eight's conspicuous absence and thereby the incomplete representation of the eight-member system in the first twenty madrigals mirror the words of Saint Peter and symbolize all that is imperfect in the world just as surely as the adoption of another tone outside the system for the words of Christ in the Latin envoi serves as a symbol for the other world to come. ^[1]

Musically, the Lagrime are a summation of Lassus's style throughout his career, and he himself indicated in his dedication that they were recently composed. Within the cycle he uses techniques he learned early in his career as a composer of secular madrigals; chromaticism related to his much earlier musica reservata masterpiece Prophetiae Sibyllarum; and the concise, refined, almost austere language he developed late in his career, related to the Palestrina style, in which no note is superfluous. The music sets the text syllabically, with careful regard for diction, and contains pauses where a speaker would naturally stop for breath; and it is entirely through-composed, without repetition or redundancy.

The final piece in the set is not a madrigal, but rather the Latin motet Vide homo, quae pro te patior (Behold, man, how I suffer for you). Here the crucified Christ, speaking in the first person, confronts Peter's betrayal and indeed the sinfulness of all mankind.

The Lagrime di San Pietro is probably the most famous set of madrigali spirituali ever written. Although sacred madrigals were a small subset of the total output of madrigals, this set by Lassus is often considered by scholars to be one of the highest achievements of Renaissance polyphony, and appeared at the end of an age: within 10 years of its composition, the traditional stile antico had been displaced in many centers by new early Baroque forms such as monody and the sacred concerto for few voices and basso continuo.

• "Orlande de Lassus", in The New Grove Dictionary of Music and Musicians, ed. Stanley Sadie. 20 vol. London, Macmillan Publishers Ltd., 1980. ISBN 1-56159-174-2
• Gustave Reese, Music in the Renaissance. New York, W.W. Norton & Co., 1954. ISBN 0-393-09530-4
• James Haar: "Orlande de Lassus", Grove Music Online ed. L. Macy (Accessed June 7, 2005), (subscription access)
• David Crook, Orlando di Lasso's Imitation Magnificats for Counter-Reformation Munich. Princeton University Press, 1994. ISBN 0691036144