6,6'-Dimethyl-2,2'-[imidazolidine-1,3-diyl-bis(methyl-ene)]diphenol.

Augusto Rivera,Michael Bolte,Luz Stella Nerio

doi:10.1107/s1600536814002128

Augusto Rivera, Michael Bolte + Show 1 more

Open Access

https://doi.org/10.1107/s1600536814002128

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Abstract

In the title compound, C19H24N2O2, a di-Mannich base derived from 2-methylphenol and 1,3,6,8-tetraazatricyclo[4.4.1.13,8]dodecane, the imidazolidine ring adopts a twist conformation, with a twist about the ring N—C bond [C—N—C—C torsion angle = −44.34 (14)°]. The two 2-hydroxy-3-methylbenzyl groups are located in trans positions with respect to the imidazolidine fragment. The structure displays two intramolecular O—H⋯N hydrogen bonds, which each form an S(6) ring motif. In the crystal, the molecules are linked by weak C—H⋯O interactions with a bifurcated acceptor, forming a three-dimensional network.

Highlights

In the title compound, C19H24N2O2, a di-Mannich base derived from 2-methylphenol and 1,3,6,8-tetraazatricyclo[4.4.1.13,8]dodecane, the imidazolidine ring adopts a twist conformation, with a twist about the ring N—C bond [C—N— C—C torsion angle = À44.34 (14)]
The two 2-hydroxy-3methylbenzyl groups are located in trans positions with respect to the imidazolidine fragment
The molecules are linked by weak C—HÁ Á ÁO interactions with a bifurcated acceptor, forming a three-dimensional network

Summary

Structure Reports Online

C19H24N2O2, a di-Mannich base derived from 2-methylphenol and 1,3,6,8-tetraazatricyclo[4.4.1.13,8]dodecane, the imidazolidine ring adopts a twist conformation, with a twist about the ring N—C bond [C—N— C—C torsion angle = À44.34 (14)]. The structure displays two intramolecular O—HÁ Á ÁN hydrogen bonds, which each form an S(6) ring motif. The molecules are linked by weak C—HÁ Á ÁO interactions with a bifurcated acceptor, forming a three-dimensional network. Related literature For the original synthesis of the title compound, see: Rivera et al (1993). See: Rivera et al (2011, 2012a,b,c, 2013). For hydrogen-bond motifs, see: Bernstein et al (1995). For bifurcated-acceptor hydrogen-bond conformations, see: Desiraju & Steiner (1999)

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