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

doi:10.1107/S205698901402564X

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

Chemistry

Research output: Contribution to journal › Article › peer-review

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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 language	English
Pages (from-to)	o53-o54
Number of pages	2
Journal	Acta Crystallographica Section E: Structure Reports Online
Volume	71
Issue number	1
DOIs	https://doi.org/10.1107/S205698901402564X
Publication status	Published - 1 Jan 2015

Keywords

C - H⋯O interactions
Carbohydrate
Conformation
Crystal structure

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Crystal structure of [(2R,3R,4S)-3,4-bis(acetyloxy)-5-iodo-3,4-dihydro-2H-pyran-2-yl]methyl acetate
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@article{53189a509da44cd68a01b604598a150e,

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.",

keywords = "C - H⋯O interactions, Carbohydrate, Conformation, Crystal structure",

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. ",

year = "2015",

month = jan,

day = "1",

doi = "10.1107/S205698901402564X",

language = "English",

volume = "71",

pages = "o53--o54",

journal = "Acta Crystallographica Section E: Structure Reports Online",

issn = "1600-5368",

publisher = "International Union of Crystallography",

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TY - JOUR

T1 - Crystal structure of [(2R,3R,4S)-3,4-bis-(acetyloxy)-5-iodo-3,4-dihydro-2H-pyran-2-yl]methyl acetate

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.

PY - 2015/1/1

Y1 - 2015/1/1

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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U2 - 10.1107/S205698901402564X

DO - 10.1107/S205698901402564X

M3 - Article

AN - SCOPUS:84928139956

VL - 71

SP - o53-o54

JO - Acta Crystallographica Section E: Structure Reports Online

JF - Acta Crystallographica Section E: Structure Reports Online

SN - 1600-5368

IS - 1

ER -

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

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