Crystal structure of (-)-methyl (R,E)-4-[(2R,4R)-2-Amino-2-Trichloromethyl-1,3-dioxolan-4-yl]-4-hydroxy-2-methylbut-2-enoate Oishi Takeshi

Takeshi Oishi, Mayu Kidena, Tomoya Sugai, Takaaki Satou, Noritaka Chida

Research output: Contribution to journalArticle

Abstract

In the title compound, C10H14Cl3NO5, the five-membered dioxolane ring adopts an envelope conformation with the C atom bonded to the butenoate side chain as the flap. It deviates from the mean plane of the other atoms in the ring by 0.446 (6) Å. In the crystal, molecules are connected by O-H·O hydrogen bonds into helical chains running along the b-Axis direction. The chains are linked into a sheet structure parallel to (001) by an N-H·O hydrogen bond. These classical hydrogen bonds enclose an R 4 4 (24) graph-set motif in the sheet structure. Furthermore, a weak intermolecular C-H·Cl interaction expands the sheet structures into a three-dimensional network.

Original languageEnglish
Pages (from-to)983-986
Number of pages4
JournalActa Crystallographica Section E: Crystallographic Communications
Volume73
DOIs
Publication statusPublished - 2017

Fingerprint

Hydrogen bonds
Crystal structure
hydrogen bonds
crystal structure
Atoms
rings
atoms
Conformations
envelopes
Crystals
Molecules
crystals
molecules
interactions
formal glycol
Direction compound

Keywords

  • 1,3-dioxolane
  • amino group
  • crystal structure
  • hydrogen bonding
  • hydroxy group

ASJC Scopus subject areas

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

Cite this

@article{2f8f5e53223447acbf744109905b307d,
title = "Crystal structure of (-)-methyl (R,E)-4-[(2R,4R)-2-Amino-2-Trichloromethyl-1,3-dioxolan-4-yl]-4-hydroxy-2-methylbut-2-enoate Oishi Takeshi",
abstract = "In the title compound, C10H14Cl3NO5, the five-membered dioxolane ring adopts an envelope conformation with the C atom bonded to the butenoate side chain as the flap. It deviates from the mean plane of the other atoms in the ring by 0.446 (6) {\AA}. In the crystal, molecules are connected by O-H·O hydrogen bonds into helical chains running along the b-Axis direction. The chains are linked into a sheet structure parallel to (001) by an N-H·O hydrogen bond. These classical hydrogen bonds enclose an R 4 4 (24) graph-set motif in the sheet structure. Furthermore, a weak intermolecular C-H·Cl interaction expands the sheet structures into a three-dimensional network.",
keywords = "1,3-dioxolane, amino group, crystal structure, hydrogen bonding, hydroxy group",
author = "Takeshi Oishi and Mayu Kidena and Tomoya Sugai and Takaaki Satou and Noritaka Chida",
year = "2017",
doi = "10.1107/S2056989017008283",
language = "English",
volume = "73",
pages = "983--986",
journal = "Acta Crystallographica Section E: Crystallographic Communications",
issn = "2056-9890",
publisher = "International Union of Crystallography",

}

TY - JOUR

T1 - Crystal structure of (-)-methyl (R,E)-4-[(2R,4R)-2-Amino-2-Trichloromethyl-1,3-dioxolan-4-yl]-4-hydroxy-2-methylbut-2-enoate Oishi Takeshi

AU - Oishi, Takeshi

AU - Kidena, Mayu

AU - Sugai, Tomoya

AU - Satou, Takaaki

AU - Chida, Noritaka

PY - 2017

Y1 - 2017

N2 - In the title compound, C10H14Cl3NO5, the five-membered dioxolane ring adopts an envelope conformation with the C atom bonded to the butenoate side chain as the flap. It deviates from the mean plane of the other atoms in the ring by 0.446 (6) Å. In the crystal, molecules are connected by O-H·O hydrogen bonds into helical chains running along the b-Axis direction. The chains are linked into a sheet structure parallel to (001) by an N-H·O hydrogen bond. These classical hydrogen bonds enclose an R 4 4 (24) graph-set motif in the sheet structure. Furthermore, a weak intermolecular C-H·Cl interaction expands the sheet structures into a three-dimensional network.

AB - In the title compound, C10H14Cl3NO5, the five-membered dioxolane ring adopts an envelope conformation with the C atom bonded to the butenoate side chain as the flap. It deviates from the mean plane of the other atoms in the ring by 0.446 (6) Å. In the crystal, molecules are connected by O-H·O hydrogen bonds into helical chains running along the b-Axis direction. The chains are linked into a sheet structure parallel to (001) by an N-H·O hydrogen bond. These classical hydrogen bonds enclose an R 4 4 (24) graph-set motif in the sheet structure. Furthermore, a weak intermolecular C-H·Cl interaction expands the sheet structures into a three-dimensional network.

KW - 1,3-dioxolane

KW - amino group

KW - crystal structure

KW - hydrogen bonding

KW - hydroxy group

UR - http://www.scopus.com/inward/record.url?scp=85023165088&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85023165088&partnerID=8YFLogxK

U2 - 10.1107/S2056989017008283

DO - 10.1107/S2056989017008283

M3 - Article

AN - SCOPUS:85023165088

VL - 73

SP - 983

EP - 986

JO - Acta Crystallographica Section E: Crystallographic Communications

JF - Acta Crystallographica Section E: Crystallographic Communications

SN - 2056-9890

ER -