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Crystal structure of racemic chloramphenicol

Odil ChorievInstitute of Bioorganic Chemistry, Academy of Sciences of Uzbekistan, Mirzo Ulugbek Str. 83, Tashkent 100125, UzbekistanJamshid AshurovInstitute of Bioorganic Chemistry, Academy of Sciences of Uzbekistan, Mirzo Ulugbek Str. 83, Tashkent 100125, UzbekistanBatirbay TorambetovNational University of Uzbekistan named after Mirzo Ulugbek 4 University St Tashkent 100174 UzbekistanTuncer HökelekHacettepe University, Department of Physics, 06800 Beytepe-Ankara, TürkiyeAlebel N. BelayDepartment of Chemistry, Bahir Dar University, PO Box 79, Bahir Dar, EthiopiaKhudayar I. HasanovAzerbaijan Medical University, Scientific Research Centre (SRC), A. Kasumzade St. 14, AZ 1022, Baku, AzerbaijanReyhan Sh. HajiyevaDepartment of Technology of Chemical and Inorganic Substances, Azerbaijan State Oil and Industry University, Azadliq Avenue 34, AZ1010, Baku, Azerbaijan

2026en

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ABI

Annotatsiya

The racemic title compound {systematic name: 2,2-dichloro- N -[(1 R ,2 R )-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]acetamide}, C 11 H 12 Cl 2 N 2 O 5 , crystallizes in the space group P 1 . In the crystal, O—H...O, N—H...O and C—H...O hydrogen bonds link the molecules into a three-dimensional architecture, enclosing R 2 2 (14), R 2 2 (12), R 2 2 (10) and R 4 4 (4) loops. The title compound complements the known orthorhombic form of natural (homochiral) chloramphenicol [Acharya et al. (1979). Acta Cryst. B 35 , 1360–1363], which crystallizes in space group C 222 1 . The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from H...O/O...H (39.4%), H...H (21.7%), H...C/C...H (15.5%) and Cl...C/C...Cl (8.3%) interactions.

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DOI: 10.1107/s2056989026008765

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