2-(4,5-Dimethoxy-2-nitrophenyl)-4-methoxy-3-methyl-9-phenylsulfonyl-9H-carbazole

Abstract

In the title compound, C28H24N2O7S, the carbazole system is essentially planar, with a maximum deviation of 0.0644 (19) Å for the C atom connected to the 4,5-dimeth­oxy-2-nitro­phenyl group. The dihedral angle between the carbazole moiety and the dimethoxy-substituted nitrophenyl ring is 58.55 (7)°. The sulfonyl group forms two intra­molecular C—H⋯O bonds with the adjacent carbazole system, forming two cyclic S(6) motifs. In the crystal, mol­ecules are linked along the a axis in bands consisting of cyclic R 3 3(15) motifs through two further C—H⋯O hydrogen bonds.

Crystal structures of three carbazole derivatives: 12-ethyl-7-phenylsulfonyl-7H-benzofuro[2,3-b]carbazole, (1), 2-(4,5-dimethoxy-2-nitrophenyl)-4-hydroxy-9-phenylsulfonyl-9H-carbazole-3-carbaldehyde, (2), and 12-phenyl-7-phenylsulfonyl-7H-benzofuro[2,3-b]carbazole, (3)

“…A similar search conducted for compound (2) gave 10 hits of compounds having a phenyl ring attached to a 7-phenylsulfonyl-7H-benzofuran[2,3-b]carbazole skeleton. The closest analogues to compound (2) are 2-(4,5-dimethoxy-2-nitrophenyl)-4-methoxy-3-methyl-9-phenylsulfonyl-9H-carbazole (Narayanan et al, 2014a) and 2-(4,5-dimethoxy-2-nitrophenyl)-4-methoxy-9-phenylsufonyl-9Hcarbazole-3-carbaldehyde (Narayanan et al, 2014b). Both crystallize in the space group Pca2 1 , and differ from compound (2) only in the groups attached to the substituted phenyl ring of the carbazole moiety.…”