Structure of Acetanilide

space-filling rendering of the acetanilide crystal structure generated with POV-Ray

Contents: [Acetanilide NMR] [Structure references]

The crystal structures of acetanilide have been published in:

  1. C. J. Brown, D. E. C. Corbridge
    "The crystal structure of acetanilide",
    Acta Crystallogr. 1954, 7, 711; DOI: 10.1107/S0365110X54002174
  2. C. J. Brown,
    "Further refinement of the crystal structure of acetanilide",
    Acta Crystallogr. 1966, 21, 442; DOI: 10.1107/S0365110X66003128
  3. H. J. Wasserman, R. R. Ryan, S. P. Layne,
    "Structure of acetanilide (C8H9NO) at 113 K",
    Acta Cryst. 1985, C41, 783. DOI: 10.1107/S0108270185005492
  4. S. Johnson, J. Eckert, M. Barthes, R. Mc Mullan,
    "Crystal Structure of Acetanilide at 15K and 295K by neutron diffraction",
    J. Phys. Chem. 1995, 99, 16253; DOI: 10.1021/j100044a009
  5. V. R. Hathwar, T. S. Thakur, T. N. G. Row, G. R. Desiraju,
    "Transferability of Multipole Charge Density Parameters for Supramolecular Synthons: A New Tool for Quantitative Crystal Engineering",
    Cryst. Growth Design 2011, 11, 616; DOI: 10.1021/cg101540y
  6. P. Panini, D. Chopra,
    CrystEngComm 2013, 15, 3711; DOI: 10.1039/C3CE40111A
  7. W. Clegg (2019)
    CCDC 1966153; DOI: 10.5517/ccdc.csd.cc23zy9c
  8. A. Kalita (2020)
    CCDC 1995064; DOI: 10.5517/10.5517/ccdc.csd.cc24z0x2
  9. D. Dev, T. Kalita, T. Mondal, B. Mandal,
    "Ethyl 2-Cyano-2-(2-nitrobenzenesulfonyloxyimino) Acetate (ortho-NosylOXY)-Mediated Double Beckmann Rearrangement of Ketoximes under Microwave Irradiation: A Mechanistic Perception",
    Adv. Synth. Catal. 2021, 363, 1427; DOI: 10.1002/adsc.202001416
  10. S. Song, T. Hyodo, H. Ikeda, K. A. L. Vu, Y. Tang, E. S. Chan, Y. Otani, S. Inagaki, K. Yamaguchi, T. Ohwada,
    "Contribution of Solvents to Geometrical Preference in the Z/E Equilibrium of N-Phenylthioacetamide",
    J. Org. Chem. 2022, 87, 1641; DOI: 10.1021/acs.joc.1c00801
  11. J. Mague (2025)
    CCDC 2418421; DOI: 10.5517/ccdc.csd.cc2m5klz

You can download a file containing the coordinates from the Wasserman paper in either PDB or CIF format. If you don't have software to view structures, you may want to try some of the programs listed on my X-ray links page. 

If you have JavaScript enabled, this structure of acetanilide is rendered using the JSmol java script object; you can rotate and change the display style while the mouse is over the grey area. The structure displayed here is based on the investigation of Wasserman.