Crystal structure and Hirshfeld surface analysis of 3-(hydroxymethyl)-3-methyl-2,6-diphenylpiperidin-4-one

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GÜMÜŞ M. K., Kansiz S., Tulemisova G. B., DEGE N., Saif E.

ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, cilt.78, ss.29-37, 2022 (ESCI) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 78
  • Basım Tarihi: 2022
  • Doi Numarası: 10.1107/s2056989021012640
  • Dergi Adı: ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE
  • Derginin Tarandığı İndeksler: Emerging Sources Citation Index (ESCI), Scopus
  • Sayfa Sayıları: ss.29-37
  • Anahtar Kelimeler: crystal structure, piperidone, benzaldehyde, 4-hydroxy-3-methyl-2-butanone, ammonium acetate, Hirshfeld surface, hydrogen bonding
  • Ondokuz Mayıs Üniversitesi Adresli: Evet

Özet

A new synthesis of the title compound, C19H21NO2, was developed with good yield and purity using the reaction of 4-hydroxy-3-methyl-2-butanone, benzaldehyde and ammonium acetate in glacial acetic acid as a solvent. The central piperidine ring adopts a chair conformation, and its least-squares basal plane forms dihedral angles of 85.71 (11) and 77.27 (11)degrees with the terminal aromatic rings. In the crystal, the molecules are linked by O-H center dot center dot center dot O and C-H center dot center dot center dot O hydrogen bonds into double ribbons. The Hirshfeld surface analysis shows that the most important contributions are from H center dot center dot center dot H (68%), C center dot center dot center dot H/H center dot center dot center dot C (19%) and O center dot center dot center dot H/H center dot center dot center dot O (12%) interactions.