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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, molecules are connected by weak C—H⋯N hydrogen bonds, generating a zigzag chain along the ac plane. Weak π–π interactions [centroid–centroid distance = 3.785 (1) Å] between two phenyl rings of the guanidine moiety are also present.
Highlights
Carbazole derivatives play an important role as materials for small-molecule or polymer organic light-emitting diodes (OLEDs)
They are known for their intense blue luminescence (Thomas et al, 2001) and several types of carbazole-based compounds are already used in OLEDs (Agarwal et al, 2011)
In search of new more stable blue emitting materials, we synthesized a new type of carbazole derivative by combination of an aryl substituted carbazole with a guanidine moiety, the crystal structure of which is presented here
Summary
Institut für Organische Chemie, Universität Stuttgart, Pfaffenwaldring 55, 70569. Germany, and bFakultät Chemie/Organische Chemie, Hochschule Aalen, Beethovenstrasse 1, D-73430 Aalen, Germany. R factor = 0.038; wR factor = 0.086; data-to-parameter ratio = 10.1. 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). Molecules are connected by weak C—H N hydrogen bonds, generating a zigzag chain along the ac plane. Weak – interactions [centroid–centroid distance = 3.785 (1) Å] between two phenyl rings of the guanidine moiety are present
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