(±)-3-Oxocyclopentanecarboxylic acid:: the smallest keto acid known to aggregate by catemeric hydrogen bonding

被引：4

作者：

Malak, Muhammad H. ^{[1
]}

Baker, Daniel ^{[1
]}

Brunskill, Andrew P. J. ^{[1
]}

Thompson, Hugh W. ^{[1
]}

Lalancette, Roger A. ^{[1
]}

机构：

[1] Rutgers State Univ, Carl A Olson Mem Labs, Dept Chem, Newark, NJ 07102 USA

来源：

ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY | 2006年 / 62卷 / 12期

关键词：

Carboxylic acids;

D O I：

10.1107/S0108270106041369

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The title compound, C6H8O3, is the smallest keto acid yet found to aggregate in the solid as acid-to-ketone hydrogen-bonded catemers. Four translational chains pass through the cell in the a direction [O center dot center dot center dot O = 2.6915 (14) A and O-H center dot center dot center dot O = 166 degrees]. Two intermolecular C-H center dot center dot center dot O close contacts exist, involving both carbonyl functions.

引用

页码：O669 / O670

页数：2

共 50 条

[31] Phenyl- and mesitylglyoxylic acids:: catemeric hydrogen bonding in two α-keto acids
Chen, CD
Brunskill, APJ
Hall, SS
Lalancette, RA
Thompson, HW
ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, 2000, 56 (09): : 1148 - 1151
[32] Catemeric hydrogen bonding in a gamma-keto acid: (+/-)-2a,3,4,5-tetrahydro-1(2H)-oxoacenaphthylene-2a-carboxylic acid
Brunskill, APJ
Thompson, HW
Lalancette, RA
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1997, 53 : 599 - 601
[33] (±)-3-(3-Oxocyclohexyl)propionic acid:: dual conformational selection and hydrogen bonding in an ε-keto acid
Lalancette, RA
Thompson, HW
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 2001, 57 : 1434 - 1435
[34] (2RS,4aRS,8aRS)-6-Oxoperhydronaphthalene2-acetic acid:: catemeric hydrogen bonding in a bicyclic keto acid
Desai, Janish
Lalancette, Roger A.
Thompson, Hugh W.
ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2007, 63 : O4009 - U2646
[35] CATEMERIC HYDROGEN-BONDING IN (+)-ENDO-CAMPHORCARBOXYLIC AND (+/-)-ENDO-CAMPHORCARBOXYLIC ACID
LALANCETTE, RA
VANDERHOFF, PA
THOMPSON, HW
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1991, 47 : 132 - 136
[36] 3-(4-Oxocyclohexyl)propionic acid monohydrate:: hydrogen bonding in the hydrate of a ζ-keto acid
Witko, Stephanie M.
Davison, Mark
Thompson, Hugh W.
Lalancette, Roger A.
ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2007, 63 : o1173 - o1175
[37] (-)-cis-pinononic acid: hydrogen-bonding pattern of a δ-keto acid
Rutgers Univ, Newark, United States
Acta Crystallogr Sect C Cryst Struct Commun, pt 1 (102-106):
[38] (-)-parasantonic acid and its enol lactone, (+)-parasantonide:: observation of the rare acid-to-acid catemeric hydrogen-bonding mode in a γ,ε-diketocarboxylic acid
Zinczuk, J
Ruveda, EA
Thompson, HW
Lalancette, RA
ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, 2004, 60 : O408 - O410
[39] (2S,4aR,8aS)-6-oxoperhydronaphthalene-2-acetic acid:: 'conglomerate' crystallization and catemeric hydrogen bonding in a bicyclic η-keto acid
Dufort, Marisa DeVita
Desai, Janish
Lalancette, Roger A.
Thompson, Hugh W.
ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2007, 63 : O2753 - U1695
[40] (±)-7-Oxo-1,2,3,4,4a,5,6,7-octahydronaphthalene-1-acetic acid:: catemeric hydrogen bonding and diastereomeric disorder in a bicyclic unsaturated ε-keto acid
Davison, M
Thompson, HW
Lalancette, RA
ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, 2004, 60 : O242 - O244

← 1 2 3 4 5 →