Crystal structure of diethyl 2-acetoxy-2-[3-(4-nitrophenyl)-3-oxo-1-phenylpropyl]malonate

Nora Veronika May, Gyula TamasGal, Zsolt Rapib, P. Bakó

Research output: Contribution to journalArticle

Abstract

In the racemic title compound, C24H25NO9, the dihedral angle between the planes of the two benzene-ring systems is 80.16 (6)°, while the side-chain conformation is stabilized by a methylene-carboxyl C-H. O hydrogen bond. Weak intermolecular C-H. O hydrogen bonds form inversion dimers [graph set R2 2(16)] which are linked into chains extending along a. Further C-H. O hydrogen bonding extends the structure along b through cyclic R2 2(10) motifs. Although no π-π aromatic ring interactions are present in the structure, C-H.π ring interactions across c generate an overall three-dimensional supramolecular structure.

Original languageEnglish
Pages (from-to)257-260
Number of pages4
JournalActa Crystallographica Section E: Crystallographic Communications
Volume72
Issue number2
DOIs
Publication statusPublished - Feb 1 2016

Fingerprint

Hydrogen bonds
Crystal structure
crystal structure
rings
hydrogen bonds
Dihedral angle
Benzene
methylene
Dimers
Conformations
dihedral angle
benzene
dimers
interactions
inversions
hydrogen
4-nitrophenyl
malonic acid

Keywords

  • C-H.π ring interactions
  • crown ether catalyst
  • Crystal structure
  • hydrogen bonding
  • phase-transfer reaction
  • phenylpropyl malonate

ASJC Scopus subject areas

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

Cite this

Crystal structure of diethyl 2-acetoxy-2-[3-(4-nitrophenyl)-3-oxo-1-phenylpropyl]malonate. / Veronika May, Nora; TamasGal, Gyula; Rapib, Zsolt; Bakó, P.

In: Acta Crystallographica Section E: Crystallographic Communications, Vol. 72, No. 2, 01.02.2016, p. 257-260.

Research output: Contribution to journalArticle

@article{677f7216da44454eac21a50a62f65771,
title = "Crystal structure of diethyl 2-acetoxy-2-[3-(4-nitrophenyl)-3-oxo-1-phenylpropyl]malonate",
abstract = "In the racemic title compound, C24H25NO9, the dihedral angle between the planes of the two benzene-ring systems is 80.16 (6)°, while the side-chain conformation is stabilized by a methylene-carboxyl C-H. O hydrogen bond. Weak intermolecular C-H. O hydrogen bonds form inversion dimers [graph set R2 2(16)] which are linked into chains extending along a. Further C-H. O hydrogen bonding extends the structure along b through cyclic R2 2(10) motifs. Although no π-π aromatic ring interactions are present in the structure, C-H.π ring interactions across c generate an overall three-dimensional supramolecular structure.",
keywords = "C-H.π ring interactions, crown ether catalyst, Crystal structure, hydrogen bonding, phase-transfer reaction, phenylpropyl malonate",
author = "{Veronika May}, Nora and Gyula TamasGal and Zsolt Rapib and P. Bak{\'o}",
year = "2016",
month = "2",
day = "1",
doi = "10.1107/S2056989016001432",
language = "English",
volume = "72",
pages = "257--260",
journal = "Acta Crystallographica Section E: Crystallographic Communications",
issn = "2056-9890",
publisher = "International Union of Crystallography",
number = "2",

}

TY - JOUR

T1 - Crystal structure of diethyl 2-acetoxy-2-[3-(4-nitrophenyl)-3-oxo-1-phenylpropyl]malonate

AU - Veronika May, Nora

AU - TamasGal, Gyula

AU - Rapib, Zsolt

AU - Bakó, P.

PY - 2016/2/1

Y1 - 2016/2/1

N2 - In the racemic title compound, C24H25NO9, the dihedral angle between the planes of the two benzene-ring systems is 80.16 (6)°, while the side-chain conformation is stabilized by a methylene-carboxyl C-H. O hydrogen bond. Weak intermolecular C-H. O hydrogen bonds form inversion dimers [graph set R2 2(16)] which are linked into chains extending along a. Further C-H. O hydrogen bonding extends the structure along b through cyclic R2 2(10) motifs. Although no π-π aromatic ring interactions are present in the structure, C-H.π ring interactions across c generate an overall three-dimensional supramolecular structure.

AB - In the racemic title compound, C24H25NO9, the dihedral angle between the planes of the two benzene-ring systems is 80.16 (6)°, while the side-chain conformation is stabilized by a methylene-carboxyl C-H. O hydrogen bond. Weak intermolecular C-H. O hydrogen bonds form inversion dimers [graph set R2 2(16)] which are linked into chains extending along a. Further C-H. O hydrogen bonding extends the structure along b through cyclic R2 2(10) motifs. Although no π-π aromatic ring interactions are present in the structure, C-H.π ring interactions across c generate an overall three-dimensional supramolecular structure.

KW - C-H.π ring interactions

KW - crown ether catalyst

KW - Crystal structure

KW - hydrogen bonding

KW - phase-transfer reaction

KW - phenylpropyl malonate

UR - http://www.scopus.com/inward/record.url?scp=84988646870&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84988646870&partnerID=8YFLogxK

U2 - 10.1107/S2056989016001432

DO - 10.1107/S2056989016001432

M3 - Article

VL - 72

SP - 257

EP - 260

JO - Acta Crystallographica Section E: Crystallographic Communications

JF - Acta Crystallographica Section E: Crystallographic Communications

SN - 2056-9890

IS - 2

ER -