Crystal structure and Hirshfeld analysis of 2-[bis-(1-methyl-1 H-indol-3-yl)meth-yl]benzoic acid

Suhaila Sapari; Sheryn Wong; Mohammad Fadzlee Ngatiman; Huda Misral; Siti Aishah Hasbullah

doi:10.1107/S2056989018014160

Crystal structure and Hirshfeld analysis of 2-[bis-(1-methyl-1 H-indol-3-yl)meth-yl]benzoic acid

Acta Crystallogr E Crystallogr Commun. 2018 Oct 16;74(Pt 11):1580-1583. doi: 10.1107/S2056989018014160. eCollection 2018 Nov 1.

Authors

Suhaila Sapari¹, Sheryn Wong¹, Mohammad Fadzlee Ngatiman², Huda Misral¹, Siti Aishah Hasbullah¹

Affiliations

¹ Centre of Advanced Materials and Renewable Resources, Faculty of Science and Technology, National University of Malaysia, 43600 UKM Bangi, Selangor, Malaysia.
² Center for Research and Instrumentation Management, Universiti Kebangsaan Malaysia, 43600 UKM Bangi, Selangor, Malaysia.

Abstract

In the title compound, C₂₆H₂₂N₂O₂, the dihedral angles between the 1-methyl-indole units (A and B) and the benzoic acid moiety (C) are A/B = 64.87 (7), A/C = 80.92 (8) and B/C = 75.05 (8)°. An intra-molecular C-H⋯O inter-action arising from the methyne group helps to establish the conformation. In the crystal, R ₂ ²(8) carb-oxy-lic acid inversion dimers linked by pairs of O-H⋯O hydrogen bonds are observed. A Hirshfeld surface analysis shows that the greatest contributions are from H⋯H, C⋯H/H⋯C and O⋯H/H⋯O contacts (percentage values = 54.6%, 29.6% and 10.1%, respectively).

Keywords: benzoic acid; crystal structure; indole derivatives.

Grants and funding

This work was funded by Ministry of Higher Education grant FRGS-1-2015-STO1-UKM-02/2. Universiti Kebangsaan Malaysia grants GUP- 2017-086 and DIP-2015-015.