Crystal structure of [(2R,3R,4S)-3,4-bis-(acetyloxy)-5-iodo-3,4-dihydro-2H-pyran-2-yl]methyl acetate

Julio Zukerman-Schpector*, Ignez Caracelli, Hélio A. Stefani, Anwar Shamim, Edward R T Tiekink, W. T A Harrison (Editor)

*Corresponding author for this work

Research output: Contribution to journalArticle

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Abstract

In the title compound, C12H15IO7, the 3, 4-dihydro-2H-pyran ring is in a distorted half-boat conformation with the atom bearing the acetyloxy group adjacent to the C atom bearing the methylacetate group lying 0.633 (6) Å above the plane of the remaining ring atoms (r.m.s. deviation = 0.0907 Å). In the crystal, molecules are linked into a supramolecular chain along the a axis through two C - H⋯O interactions to the same acceptor carbonyl O atom; these chains pack with no specific intermolecular interactions between them.

Original languageEnglish
Pages (from-to)o53-o54
Number of pages2
JournalActa Crystallographica Section E: Structure Reports Online
Volume71
Issue number1
DOIs
Publication statusPublished - 1 Jan 2015

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acetates
Bearings (structural)
Crystal structure
Atoms
crystal structure
atoms
rings
boats
Boats
Conformations
interactions
deviation
Crystals
Molecules
methyl acetate
3,4-dihydro-(2H)-pyran
crystals
molecules

Keywords

  • C - H⋯O interactions
  • Carbohydrate
  • Conformation
  • Crystal structure

ASJC Scopus subject areas

  • Condensed Matter Physics
  • Materials Science(all)
  • Chemistry(all)

Cite this

Crystal structure of [(2R,3R,4S)-3,4-bis-(acetyloxy)-5-iodo-3,4-dihydro-2H-pyran-2-yl]methyl acetate. / Zukerman-Schpector, Julio; Caracelli, Ignez; Stefani, Hélio A.; Shamim, Anwar; Tiekink, Edward R T; Harrison, W. T A (Editor).

In: Acta Crystallographica Section E: Structure Reports Online, Vol. 71, No. 1, 01.01.2015, p. o53-o54.

Research output: Contribution to journalArticle

Zukerman-Schpector, Julio ; Caracelli, Ignez ; Stefani, Hélio A. ; Shamim, Anwar ; Tiekink, Edward R T ; Harrison, W. T A (Editor). / Crystal structure of [(2R,3R,4S)-3,4-bis-(acetyloxy)-5-iodo-3,4-dihydro-2H-pyran-2-yl]methyl acetate. In: Acta Crystallographica Section E: Structure Reports Online. 2015 ; Vol. 71, No. 1. pp. o53-o54.
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title = "Crystal structure of [(2R,3R,4S)-3,4-bis-(acetyloxy)-5-iodo-3,4-dihydro-2H-pyran-2-yl]methyl acetate",
abstract = "In the title compound, C12H15IO7, the 3, 4-dihydro-2H-pyran ring is in a distorted half-boat conformation with the atom bearing the acetyloxy group adjacent to the C atom bearing the methylacetate group lying 0.633 (6) {\AA} above the plane of the remaining ring atoms (r.m.s. deviation = 0.0907 {\AA}). In the crystal, molecules are linked into a supramolecular chain along the a axis through two C - H⋯O interactions to the same acceptor carbonyl O atom; these chains pack with no specific intermolecular interactions between them.",
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author = "Julio Zukerman-Schpector and Ignez Caracelli and Stefani, {H{\'e}lio A.} and Anwar Shamim and Tiekink, {Edward R T} and Harrison, {W. T A}",
note = "Acknowledgements We thank Professor Regina H. A. Santos from IQSC–USP for the X-ray data collection. The Brazilian agencies CNPq (305626/2013–2 to JZS; 306121/2013-2 to IC; 308320/2010-7 to HAS) and FAPESP are acknowledged for financial support.",
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AU - Zukerman-Schpector, Julio

AU - Caracelli, Ignez

AU - Stefani, Hélio A.

AU - Shamim, Anwar

AU - Tiekink, Edward R T

A2 - Harrison, W. T A

N1 - Acknowledgements We thank Professor Regina H. A. Santos from IQSC–USP for the X-ray data collection. The Brazilian agencies CNPq (305626/2013–2 to JZS; 306121/2013-2 to IC; 308320/2010-7 to HAS) and FAPESP are acknowledged for financial support.

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N2 - In the title compound, C12H15IO7, the 3, 4-dihydro-2H-pyran ring is in a distorted half-boat conformation with the atom bearing the acetyloxy group adjacent to the C atom bearing the methylacetate group lying 0.633 (6) Å above the plane of the remaining ring atoms (r.m.s. deviation = 0.0907 Å). In the crystal, molecules are linked into a supramolecular chain along the a axis through two C - H⋯O interactions to the same acceptor carbonyl O atom; these chains pack with no specific intermolecular interactions between them.

AB - In the title compound, C12H15IO7, the 3, 4-dihydro-2H-pyran ring is in a distorted half-boat conformation with the atom bearing the acetyloxy group adjacent to the C atom bearing the methylacetate group lying 0.633 (6) Å above the plane of the remaining ring atoms (r.m.s. deviation = 0.0907 Å). In the crystal, molecules are linked into a supramolecular chain along the a axis through two C - H⋯O interactions to the same acceptor carbonyl O atom; these chains pack with no specific intermolecular interactions between them.

KW - C - H⋯O interactions

KW - Carbohydrate

KW - Conformation

KW - Crystal structure

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