Stabilization of a Host-Guest Type Complex by Bifurcated Hydrogen Bonds: 18-crown-6 · (2, 4-Dinitrophenymydrazme)2

R. Hilgenfeld; W. Saenger

doi:10.1515/znb-1981-0221

Stabilization of a Host-Guest Type Complex by Bifurcated Hydrogen Bonds: 18-crown-6 · (2, 4-Dinitrophenymydrazme)₂

R. Hilgenfeld, W. Saenger

Institute of Biochemistry

Max Planck Institute

22 Citations (Scopus)

Abstract

The X-ray structure of the 1:2 host-guest complex between 1,4,7,10,13,16-hexaoxa-cyclooctadecane (18-crown-6) and 2, 4-dinitrophenylhydrazine is reported. Crystallography data are: space group P2₁/c, α = 8.557(2), b = 16.745(6), c = 12.387(4) Å, β = 117.08(13)°, Z = 2, D_m = 1.37 g · cm^-3, D_c = 1.387 g · cm-³, m.p. 414 K (decomp.). The present R is 0.11 for 1733 diffractometer data. In the complex, the two 2, 4-dinitrophenylhydrazine molecules are located “above” and “below” the plane of the hexaether and related by an inversion centre. They interact with the macrocyclic host via N-H…O hydrogen bonds, two of which are bifurcated. All the ether oxygens of the crown serve as hydrogen bond acceptors.

Original language	English
Journal	Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences
Volume	36
Issue number	2
Pages (from-to)	242-247
Number of pages	6
ISSN	0932-0776
DOIs	https://doi.org/10.1515/znb-1981-0221
Publication status	Published - 01.02.1981

Research Areas and Centers

Academic Focus: Center for Infection and Inflammation Research (ZIEL)

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This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1515/znb-1981-0221

Cite this

@article{2dbe673626c34ef9841d94f0738e1c1b,

title = "Stabilization of a Host-Guest Type Complex by Bifurcated Hydrogen Bonds: 18-crown-6 · (2, 4-Dinitrophenymydrazme)2 ",

abstract = "The X-ray structure of the 1:2 host-guest complex between 1,4,7,10,13,16-hexaoxa-cyclooctadecane (18-crown-6) and 2, 4-dinitrophenylhydrazine is reported. Crystallography data are: space group P21/c, α = 8.557(2), b = 16.745(6), c = 12.387(4) {\AA}, β = 117.08(13)°, Z = 2, Dm = 1.37 g · cm-3, Dc = 1.387 g · cm-3, m.p. 414 K (decomp.). The present R is 0.11 for 1733 diffractometer data. In the complex, the two 2, 4-dinitrophenylhydrazine molecules are located “above” and “below” the plane of the hexaether and related by an inversion centre. They interact with the macrocyclic host via N-H…O hydrogen bonds, two of which are bifurcated. All the ether oxygens of the crown serve as hydrogen bond acceptors.",

author = "R. Hilgenfeld and W. Saenger",

year = "1981",

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AU - Hilgenfeld, R.

AU - Saenger, W.

PY - 1981/2/1

Y1 - 1981/2/1

N2 - The X-ray structure of the 1:2 host-guest complex between 1,4,7,10,13,16-hexaoxa-cyclooctadecane (18-crown-6) and 2, 4-dinitrophenylhydrazine is reported. Crystallography data are: space group P21/c, α = 8.557(2), b = 16.745(6), c = 12.387(4) Å, β = 117.08(13)°, Z = 2, Dm = 1.37 g · cm-3, Dc = 1.387 g · cm-3, m.p. 414 K (decomp.). The present R is 0.11 for 1733 diffractometer data. In the complex, the two 2, 4-dinitrophenylhydrazine molecules are located “above” and “below” the plane of the hexaether and related by an inversion centre. They interact with the macrocyclic host via N-H…O hydrogen bonds, two of which are bifurcated. All the ether oxygens of the crown serve as hydrogen bond acceptors.

AB - The X-ray structure of the 1:2 host-guest complex between 1,4,7,10,13,16-hexaoxa-cyclooctadecane (18-crown-6) and 2, 4-dinitrophenylhydrazine is reported. Crystallography data are: space group P21/c, α = 8.557(2), b = 16.745(6), c = 12.387(4) Å, β = 117.08(13)°, Z = 2, Dm = 1.37 g · cm-3, Dc = 1.387 g · cm-3, m.p. 414 K (decomp.). The present R is 0.11 for 1733 diffractometer data. In the complex, the two 2, 4-dinitrophenylhydrazine molecules are located “above” and “below” the plane of the hexaether and related by an inversion centre. They interact with the macrocyclic host via N-H…O hydrogen bonds, two of which are bifurcated. All the ether oxygens of the crown serve as hydrogen bond acceptors.

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