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Crystallographic characterization of N,N′-diarylformamidines bearing an alkoxy substituent at either the meta- or ortho-position

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Abstract

Crystal structures of four diphenylformamidines bearing phenyl substituents ortho-CH3O (1), ortho-C2H5O (2), meta-CH3O (3), and meta-nBuO (4) are reported. In each of the structures, formamidine exists as an unsymmetrical cyclic hydrogen bond dimer, and the geometry of the amidine unit is consistent with the localized C–N and C=N bonds. Interesting conformations due to the orientation of aryl groups were also observed. Crystal Data: 1, orthorhombic, Pbca, a = 11.297(1) Å, b = 15.092(1) Å, c = 16.380(2) Å, V = 2792.6(4) Å3, Z = 8; 2, triclinic, P \(\overline 1\), a = 9.651(1) Å, b = 11.974(1) Å, c = 14.583(2) Å, α = 101.789(2)°, β = 99.320(2)°, γ = 99.048(2)°, V = 1595.9(3) Å3, Z = 4; 3, orthorhombic, Pbca, a = 15.562(2) Å, b = 8.626(1) Å, c = 20.110(2) Å, V = 2699.4(5) Å3, Z = 8; 4, monoclinic, P21/c, a = 14.525(2) Å, b = 15.534(2) Å, c = 8.818(1) Å, β = 93.113(2)°, V = 1986.6(4) Å3, Z = 4.

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Authors and Affiliations

  1. Department of Chemistry, University of Miami, P. O. Box 24911B, Coral Gables, Florida, 33124

    Tong Ren, Steven Radak, Yuhua Ni & Guolin Xu

  2. Department of Chemistry, Florida Institute of Technology, Melbourne, Florida

    Tong Ren, Chun Lin, Kelly L. Shaffer & Veronica DeSilva

  3. Department of Chemistry/Earth Science/Physics, Miami–Dade Community College, North Campus, Miami, Florida

    Steven Radak

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  1. Tong Ren
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  2. Steven Radak
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  3. Yuhua Ni
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  4. Guolin Xu
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  5. Chun Lin
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  6. Kelly L. Shaffer
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  7. Veronica DeSilva
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Correspondence to Tong Ren.

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Ren, T., Radak, S., Ni, Y. et al. Crystallographic characterization of N,N′-diarylformamidines bearing an alkoxy substituent at either the meta- or ortho-position. Journal of Chemical Crystallography 32, 197–203 (2002). https://doi.org/10.1023/A:1020244020581

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