Crystal structure and DFT study of (E)-N-[2-(1H-indol-3-yl)eth­yl]-1-(anthracen-9-yl)methanimine

Acta Crystallographica Section E: Crystallographic Communications

Faizi, M.S.H.¹  Sliva, T.Y.²  Malinkin, S.²  Dege, N.³ 

[1] Department of Chemistry, College of Science, Sultan Qaboos University, PO Box 36 Al-Khod 123, Muscat, Sultanate of Oman;Department of Chemistry, National Taras Shevchenko University of Kiev, 64/13 Volodymyrska Street, City of Kyiv 01601, Ukraine;Ondokuz May?s University, Arts and Sciences Faculty, Department of Physics, 55139 Atakum-Samsun, Turkey

关键词: CRYSTAL STRUCTURE;    ANTHRACENE;    INDOLE;    SCHIFF BASE;    TRYPTAMINE;    METHANAMINE;    N-H...[PI] INTERACTIONS;    C-H...[PI] INTERACTIONS;   

DOI  :  10.1107/S2056989017011483

学科分类：数学（综合）

来源: International Union of Crystallography

【 摘 要 】

The title compound, C25H20N2, (I), was synthesized from the condensation reaction of anthracene-9-carbaldehyde and tryptamine in dry ethanol. The indole ring system (r.m.s. deviation = 0.016 Å) makes a dihedral angle of 63.56 (8)° with the anthracene ring (r.m.s. deviation = 0.023 Å). There is a short intra­molecular C—H⋯N inter­action present, and a C—H⋯π inter­action involving the two ring systems. In the crystal, the indole H atom forms an inter­molecular N—H⋯π inter­action, linking mol­ecules to form chains along the b-axis direction. There are also C—H⋯π inter­actions present, involving the central and terminal rings of the anthracene unit, linking the chains to form an overall two-dimensional layered structure, with the layers parallel to the bc plane. The density functional theory (DFT) optimized structure, at the B3LYP/6-311 G(d,p) level, is compared with the experimentally determined mol­ecular structure in the solid state.

【 授权许可】

CC BY