The title compound, C8H7Cl2NO2, crystallizes in the triclinic space group P1 with three mol-ecules in the asymmetric unit. Two of them are essentially planar, with mean deviations of 13 non-hydrogen atoms of 0.029 and 0.030 Å, and differ only in the conformation of the O-H hydrogen atom. The third mol-ecule is quite nonplanar, with the CCNO acetamide plane forming a dihedral angle of 67.56 (5)° with the remainder of the mol-ecule. In the extended structure, the two almost planar mol-ecules form anti-parallel hydrogen-bonded chains through N-H⋯O inter-actions of the acetamide substituents. The N-H group of the nonplanar mol-ecule donates a bifurcated hydrogen bond to the O-H group and a Cl substituent of one of the planar mol-ecules. The O-H groups of all mol-ecules form inter-molecular hydrogen bonds to other O-H groups or carbonyl O atoms. Together, the hydrogen bonds generate a three-dimensional network.
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Uppu et al. (Tue,) studied this question.
www.synapsesocial.com/papers/69a75f9ec6e9836116a2b1d9 — DOI: https://doi.org/10.1107/s2414314626000751
Rao M. Uppu
Frank R. Fronczek
IUCrData
Louisiana State University
Southern University and Agricultural and Mechanical College
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