Hydrogen Bonding in Crystals of an Ammonium Catechoiate NH4[C6H4(OH)2][C6H4(OH)O]· 0.5 H2O

Otto Kumberger; Jürgen Riede; Hubert Schmidbaur

doi:10.1515/znb-1993-0717

Hydrogen Bonding in Crystals of an Ammonium Catechoiate NH₄[C₆H₄(OH)₂][C₆H₄(OH)O]· 0.5 H₂O

Otto Kumberger
, Jürgen Riede
, Hubert Schmidbaur

Department of Chemistry

Technical University of Munich

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

3 Scopus citations

Abstract

A discrete ammonium catechoiate hydrate of the composition NH₄[C₆H₄(OH)₂][C₆H₄(OH)O]·0.5H₂O has been isolated and characterized by a single-crystal X-ray structure analysis. The crystals are monoclinic, space group C2/c (No. 15), Z = 8, a = 24.613(3), b = 8.706(1), c = 11.890(2) Å, β = 110.56(1)°. The crystal lattice features a network of hydrogen bonds, which clearly contribute significantly to the overall stability of the lattice. The water molecule is engaged as a donor and an acceptor in as many as four hydrogen bonds. Surprisingly, the crystalline compound is air-stable, while anhydrous ammonium catechoiate, as obtained by dissolving catechol in dry liquid ammonia, is quickly oxidized in air.

Original language	English
Pages (from-to)	958-960
Number of pages	3
Journal	Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences
Volume	48
Issue number	7
DOIs	https://doi.org/10.1515/znb-1993-0717
State	Published - 1 Jul 1993

Keywords

Catechol
Crystal Packing
Crystal Structure
Hydrogen Bonding
X-Ray

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title = "Hydrogen Bonding in Crystals of an Ammonium Catechoiate NH4[C6H4(OH)2][C6H4(OH)O]· 0.5 H2O",

abstract = "A discrete ammonium catechoiate hydrate of the composition NH4[C6H4(OH)2][C6H4(OH)O]·0.5H2O has been isolated and characterized by a single-crystal X-ray structure analysis. The crystals are monoclinic, space group C2/c (No. 15), Z = 8, a = 24.613(3), b = 8.706(1), c = 11.890(2) {\AA}, β = 110.56(1)°. The crystal lattice features a network of hydrogen bonds, which clearly contribute significantly to the overall stability of the lattice. The water molecule is engaged as a donor and an acceptor in as many as four hydrogen bonds. Surprisingly, the crystalline compound is air-stable, while anhydrous ammonium catechoiate, as obtained by dissolving catechol in dry liquid ammonia, is quickly oxidized in air.",

keywords = "Catechol, Crystal Packing, Crystal Structure, Hydrogen Bonding, X-Ray",

author = "Otto Kumberger and J{\"u}rgen Riede and Hubert Schmidbaur",

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doi = "10.1515/znb-1993-0717",

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T1 - Hydrogen Bonding in Crystals of an Ammonium Catechoiate NH4[C6H4(OH)2][C6H4(OH)O]· 0.5 H2O

AU - Kumberger, Otto

AU - Riede, Jürgen

AU - Schmidbaur, Hubert

PY - 1993/7/1

Y1 - 1993/7/1

N2 - A discrete ammonium catechoiate hydrate of the composition NH4[C6H4(OH)2][C6H4(OH)O]·0.5H2O has been isolated and characterized by a single-crystal X-ray structure analysis. The crystals are monoclinic, space group C2/c (No. 15), Z = 8, a = 24.613(3), b = 8.706(1), c = 11.890(2) Å, β = 110.56(1)°. The crystal lattice features a network of hydrogen bonds, which clearly contribute significantly to the overall stability of the lattice. The water molecule is engaged as a donor and an acceptor in as many as four hydrogen bonds. Surprisingly, the crystalline compound is air-stable, while anhydrous ammonium catechoiate, as obtained by dissolving catechol in dry liquid ammonia, is quickly oxidized in air.

AB - A discrete ammonium catechoiate hydrate of the composition NH4[C6H4(OH)2][C6H4(OH)O]·0.5H2O has been isolated and characterized by a single-crystal X-ray structure analysis. The crystals are monoclinic, space group C2/c (No. 15), Z = 8, a = 24.613(3), b = 8.706(1), c = 11.890(2) Å, β = 110.56(1)°. The crystal lattice features a network of hydrogen bonds, which clearly contribute significantly to the overall stability of the lattice. The water molecule is engaged as a donor and an acceptor in as many as four hydrogen bonds. Surprisingly, the crystalline compound is air-stable, while anhydrous ammonium catechoiate, as obtained by dissolving catechol in dry liquid ammonia, is quickly oxidized in air.

KW - Catechol

KW - Crystal Packing

KW - Crystal Structure

KW - Hydrogen Bonding

KW - X-Ray

UR - https://www.scopus.com/pages/publications/0347342708

U2 - 10.1515/znb-1993-0717

DO - 10.1515/znb-1993-0717

M3 - Article

AN - SCOPUS:0347342708

SN - 0932-0776

VL - 48

SP - 958

EP - 960

JO - Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences

JF - Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences

IS - 7

ER -

Hydrogen Bonding in Crystals of an Ammonium Catechoiate NH₄[C₆H₄(OH)₂][C₆H₄(OH)O]· 0.5 H₂O

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Keywords

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