2-Methyl-3-(4-methylphenyl)-5,6-diphenyl-2,3-dihydropyrazine

A Thiruvalluvar,D Devanathan,S Chitra,R J Butcher,N Anuradha

doi:10.1107/s1600536812041438

A Thiruvalluvar, D Devanathan + Show 3 more

Open Access

https://doi.org/10.1107/s1600536812041438

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Abstract

In the title molecule, C24H22N2, four atoms (N—C—C—N) of the heterocyclic ring, with their attached H atoms, and all atoms of the methyl group, are disordered over two positions; the site-occupancy factor of the major component is 0.713 (6). The major disorder component of the heterocyclic ring adopts a half-chair conformation, with all substituents equatorial. The benzene ring adjacent to the methyl group forms dihedral angles of 79.68 (11) and 80.92 (11)° with the phenyl rings; the dihedral angle between adjacent phenyl rings is 59.10 (11)°. The crystal structure features three C—H⋯π interactions.

Highlights

In the title molecule, C24H22N2, four atoms (N—C—C—N) of the heterocyclic ring, with their attached H atoms, and all atoms of the methyl group, are disordered over two positions; the site-occupancy factor of the major component is 0.713 (6)
Cg3 and Cg4 are the centroids of the C6–C11 and C12–C17 phenyl rings, respectively
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HG5255)

Summary

Structure Reports Online

Key indicators: single-crystal X-ray study; T = 123 K; mean (C–C) = 0.003 A; disorder in main residue; R factor = 0.069; wR factor = 0.214; data-to-parameter ratio = 15.3. C24H22N2, four atoms (N—C—C—N) of the heterocyclic ring, with their attached H atoms, and all atoms of the methyl group, are disordered over two positions; the site-occupancy factor of the major component is 0.713 (6). The major disorder component of the heterocyclic ring adopts a half-chair conformation, with all substituents equatorial. The benzene ring adjacent to the methyl group forms dihedral angles of 79.68 (11) and 80.92 (11) with the phenyl rings; the dihedral angle between adjacent phenyl rings is 59.10 (11). The crystal structure features three C—HÁ Á Á interactions. Related literature For the biological properties of dihydropyrazines and for closely related crystal structures, see: Anuradha et al (2009, 2011)

Agilent Xcalibur Ruby Gemini diffractometer

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