Synthesis and crystallographic study of N'-(1-benzylpiperidin-4-yl) acetohydrazide

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

As part of a study into new Fentanyl-derived opioid compounds with potent analgesic activity and reduced side effects the starting material title compound, C14H21N3O (1), was synthesized and characterized by NMR spectroscopy and single-crystal X-ray diffraction. The crystal structure is monoclinic Cc with unit cell parameters a = 14.1480(3) Å, b = 14.1720(4) Å, c = 27.6701(7) Å, β = 96.956(1)°, α = γ = 90°. The compound has crystallized with four crystallographically unique molecules in the asymmetric unit; each molecule has a very similar conformation and an analysis of the structure shows that although all four unique molecules overlay very well there is no evidence of pseudo-symmetry which would relate the molecules in the higher symmetry space group C2/c. The crystal packing consists of two separate hydrogen bonded chains which are linked together to form a thick 2D structure in the ab plane. Index Abstract: The compound N'-(1-benzylpiperidin-4-yl)acetohydrazide crystallizes with four crystallographically unique molecules in the asymmetric unit; each molecule has a very similar conformation but there is no evidence of pseudo-symmetry.[Figure not available: see fulltext.]

Original languageEnglish (US)
Pages (from-to)961-964
Number of pages4
JournalJournal of Chemical Crystallography
Volume40
Issue number11
DOIs
StatePublished - Nov 2010

Fingerprint

Molecules
synthesis
molecules
Conformations
symmetry
Crystal symmetry
Fentanyl
Opioid Analgesics
Nuclear magnetic resonance spectroscopy
Analgesics
Hydrogen
Crystal structure
Single crystals
X ray diffraction
nuclear magnetic resonance
Crystals
crystal structure
single crystals
hydrogen
cells

Keywords

  • Hydrogen bonding
  • Organic compounds
  • Z' > 1

ASJC Scopus subject areas

  • Chemistry(all)
  • Condensed Matter Physics

Cite this

Synthesis and crystallographic study of N'-(1-benzylpiperidin-4-yl) acetohydrazide. / Nichol, Gary S.; Vardanyan, Ruben S; Hruby, Victor J.

In: Journal of Chemical Crystallography, Vol. 40, No. 11, 11.2010, p. 961-964.

Research output: Contribution to journalArticle

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