Crystal structure of racemic chloramphenicol

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Choriev O., Ashurov J., Torambetov B., HÖKELEK T., Belay A. N., Hasanov K. I., ...Daha Fazla

Acta Crystallographica Section E: Crystallographic Communications, cilt.82, ss.1091-1094, 2026 (ESCI, Scopus)

• Yayın Türü: Makale / Tam Makale
• Cilt numarası: 82
• Basım Tarihi: 2026
• Doi Numarası: 10.1107/s2056989026008765
• Dergi Adı: Acta Crystallographica Section E: Crystallographic Communications
• Derginin Tarandığı İndeksler: Emerging Sources Citation Index (ESCI), Scopus
• Sayfa Sayıları: ss.1091-1094
• Anahtar Kelimeler: chloramphenicol, crystal structure, noncovalent inter­actions
• Hacettepe Üniversitesi Adresli: Evet

Özet

The racemic title compound {systematic name: 2,2-di­chloro-N-[(1R,2R)-1,3-dihy­droxy-1-(4-nitro­phen­yl)propan-2-yl]acetamide}, C11H12Cl2N2O5, 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 22(14), R 22(12), R 22(10) and R 44(4) loops. The title compound complements the known ortho­rhom­bic form of natural (homochiral) chloramphenicol [Acharya et al. (1979). Acta Cryst. B35, 1360–1363], which crystallizes in space group C2221. 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.