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Crystal structure of 2-chloroacetamide (α form): A reinvestigation

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Abstract

The crystal structure of the α form of 2-chloroacetamide, grown by sub-limation, has been determined from three-dimensional counter data and refined by full-matrix least-squares techniques. The crystals belong to the monoclinic space groupP21/c witha=10.263(8),b=5.142(5),c=7.458(6) Å, β=98.72(4) °, andD x=1.60 g cm−3 forZ=4. The finalR factor for 518 observed reflections is 0.037. The molecule exists as a hydrogen-bonded dimer in the crystal structure. The configuration of atoms C(1), C(2), O, and N is planar to within 0.008 Å, and the Cl—C(1)—C(2)—O dihedralangle equals 168 °. The dimeric hydrogen bonding as well as the CH2 conformation favors the stabilization of a transient oxygen-centered radical.

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Authors and Affiliations

  1. Department of Chemistry, The University of Alabama, 35486, Tuscaloosa, Alabama

    B. Kalyanaraman, L. D. Kispert & J. L. Atwood

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  1. B. Kalyanaraman
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  2. L. D. Kispert
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  3. J. L. Atwood
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Kalyanaraman, B., Kispert, L.D. & Atwood, J.L. Crystal structure of 2-chloroacetamide (α form): A reinvestigation. Journal of Crystal and Molecular Structure 8, 175–181 (1978). https://doi.org/10.1007/BF01297661

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  • DOI: https://doi.org/10.1007/BF01297661

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