Crystal structure of 4-(2-azidophenyl)-5-benzoyl-2-(1H-indol-3-yl)-1H-pyrrole-3-carbonitrile

Abstract

In the title compound, C26H16N6O, the dihedral angles between the central pyrrole ring and the pendant indole ring system (r.m.s. deviation = 0.027 Å) and the azide-bearing benzene ring are 37.56 (8) and 51.62 (11)°, respectively. The azide group is almost coplanar with its attached benzene ring [C—C—N—N = 3.8 (3)°]. The benzoyl benzene ring is disordered over two orientations twisted with respect to each other by 9.29 (8)° in a 0.514 (2):0.486 (2) ratio. In the crystal, inversion dimers linked by pairs of Np—H⋯O (p = pyrrole) hydrogen bonds generate R 2 2(10) loops. A second inversion dimer arises from a pair of Ni—H⋯Nc (i = indole and c = cyanide) hydrogen bonds, which generates an R 2 2(16) loop. Together, the hydrogen bonds lead to [011] chains in the crystal.

5-Benzoyl-2-(5-bromo-1H-indol-3-yl)-4-(4-methoxyphenyl)-1H-pyrrole-3-carbonitrile

“…The dihedral angle between these two benzene rings is 37.68 (17) . The molecular dimensions in the title compound are in agreement with those reported for closely related compounds (Vimala et al, 2015;Inglebert et al, 2013).…”

5-Benzoyl-2-(1H-indol-3-yl)-4-(naphthalen-2-yl)-1H-pyrrole-3-carbonitrile

“…data reports bond lengths and bond angles are similar to those for reported similar structures (Vimala et al, 2015;Inglebert et al, 2013).…”

5-Benzoyl-2-(5-bromo-1H-indol-3-yl)-4-(4-nitrophenyl)-1H-pyrrole-3-carbonitrile dimethyl sulfoxide monosolvate

“…Atoms N4 and C17 of the carbonitrile substituent deviate from the pyrrole ring plane by 0.197 (2) and 0.109 (1) Å , respectively, similar to the corresponding values in 2-amino-4-(2-naphthyl)thiophene-3-carbonitrile [0.194 (2) and 0.101 (3) Å , respectively; Ç oruh et al., 2005]. A similar structure, 4-(2-azido-phenyl)-5-benzoyl-2-(1H-indol-3-yl)-1H-pyrrole-3-carbonitrile is reported by Vimala et al (2015). Table 1 Hydrogen-bond geometry (Å , ).…”