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Updated: May 7, 2026

Modification and Functionalization of the Guanidine Group by Tailor-made Precursors
Published on: April 27, 2017
2-[4-(Carbazol-9-yl)phen-yl]-1,3-diethyl-1,3-di-phenyl-guanidine
Ioannis Tiritiris1, Willi Kantlehner
1Institut für Organische Chemie, Universität Stuttgart, Pfaffenwaldring 55, 70569 Stuttgart, Germany.
Abstract:
In the title compound, C35H32N4, the C-N bond lengths in the guanidine part are 1.286 (3), 1.387 (2) and 1.414 (2) Å, indicating double- and single-bond character. The N-C-N angles are 114.48 (17), 118.78 (17) and 126.72 (17)°, showing a deviation of the CN3 plane from an ideal trigonal-planar geometry. The carbazole ring system is almost planar (r.m.s. deviation = 0.002 Å). In the crystal, mol-ecules are connected by weak C-H⋯N hydrogen bonds, generating a zigzag chain along the ac plane. Weak π-π inter-actions [centroid-centroid distance = 3.785 (1) Å] between two phenyl rings of the guanidine moiety are also present.
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