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Synthesis, Characterization and X-ray Crystal Structure of the Di-Mannich Base 2,2′-(3aR,7aR/3aS,7aS)-Hexahydro-1H-benzo[d]imidazole-1,3(2H)-diyl)bis(methylene)bis(4-methylphenol)

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Abstract

The crystal structure of new racemic di-Mannich base 2,2′-(3aR,7aR/3aS,7aS)-hexahydro-1H-benzo[d]imidazole-1,3(2H)-diyl)bis(methylene)bis(4-methylphenol) (4), is reported. The structure of the title compound, C23H30N2O2, shows two intramolecular O–H···N hydrogen bonding interactions. This compound crystallizes in triclinic symmetry, in space group P−1, with lattice constants: a = 6.2563(3) Å, b = 12.1743(7) Å, c = 14.7257(7) Å, α = 108.11(1)°, β = 99.77(1)°, γ = 98.78(1), V = 1024.97(9) Å3, Z = 2, F(000) = 396, R 1  = 8.3%, wR 2  = 14.7%.

Graphical Abstract

The synthesis and crystal structure of the racemic di-Mannich base 2,2′-(3aR,7aR/3aS,7aS)-hexahydro-1H-benzo[d] imidazole-1,3(2H)-diyl)bis(methylene)bis(4-methylphenol) are described.

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Acknowledgments

The authors acknowledge the Division de Investigaciones Bogotá (DIB) and Universidad Nacional de Colombia, for support. We are most indebted to Servei Central d`Instrumentació Científica (SCIC) of the Universitat Jaume I (Castelló, Spain) for providing us with X-ray facilities.

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Authors and Affiliations

  1. Departamento de Química, Universidad Nacional de Colombia, Ciudad Universitaria, Carrera 30 No. 45-03, Bogotá D.C., Colombia

    Augusto Rivera, Diego Quiroga & Jaime Ríos-Motta

  2. Departamento de Química Inorgánica y Orgánica Universidad Jaume I, Edifici TC Campus Riu Sec, 12071, Castelló de la Plana, Spain

    Juan Carda

  3. Servei Central d’Instrumentació Científica, Universidad Jaume I, Edifici d’Investigacio, Campus Riu Sec, 12071, Castelló de la Plana, Spain

    Gabriel Peris

Authors
  1. Augusto Rivera
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  2. Diego Quiroga
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  3. Jaime Ríos-Motta
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  4. Juan Carda
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  5. Gabriel Peris
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Correspondence to Augusto Rivera.

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Rivera, A., Quiroga, D., Ríos-Motta, J. et al. Synthesis, Characterization and X-ray Crystal Structure of the Di-Mannich Base 2,2′-(3aR,7aR/3aS,7aS)-Hexahydro-1H-benzo[d]imidazole-1,3(2H)-diyl)bis(methylene)bis(4-methylphenol). J Chem Crystallogr 39, 827–830 (2009). https://doi.org/10.1007/s10870-009-9578-0

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  • DOI: https://doi.org/10.1007/s10870-009-9578-0

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