Comparison of chiral and racemic forms of zinc cyclohexane trans-1,2-dicarboxylate frameworks: A structural, computational, and calorimetric study

Andrew J. Bailey; Clare Lee; Russell K. Feller; James B. Orton; Caroline Mellot-Draznieks; Ben Slater; William T.A. Harrison; P. Simoncic; A. Navrotsky; Martin C. Grossel; Anthony K. Cheetham

doi:10.1002/anie.200802564

Comparison of chiral and racemic forms of zinc cyclohexane trans-1,2-dicarboxylate frameworks: A structural, computational, and calorimetric study

Andrew J. Bailey, Clare Lee, Russell K. Feller, James B. Orton, Caroline Mellot-Draznieks, Ben Slater, William T.A. Harrison, P. Simoncic, A. Navrotsky, Martin C. Grossel, Anthony K. Cheetham

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36 Scopus citations

Abstract

(Figure Presented) An integrated study of the organic-inorganic framework material zinc cyclohexane trans-1,2-dicarboxylate involving synthesis,structure elucidation, computer simulation,and calorimetry shows that the chiral R,R form (right in picture) is less stable than its racemic R,R/S,S analogue (left) and adopts a layered structure with a fundamentally different topology. The results point to the possibility that the structural diversity of racemic frameworks and their homochiral analogues may be much greater than has hitherto been suspected.

Original language	English (US)
Pages (from-to)	8634-8637
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	47
Issue number	45
DOIs	https://doi.org/10.1002/anie.200802564
State	Published - Oct 27 2008
Externally published	Yes

Keywords

Calorimetry
Chirality
Crystal engineering
Molecular modeling
Organic-inorganic hybrid composites

ASJC Scopus subject areas

Catalysis
General Chemistry

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Bailey, A. J., Lee, C., Feller, R. K., Orton, J. B., Mellot-Draznieks, C., Slater, B., Harrison, W. T. A., Simoncic, P., Navrotsky, A., Grossel, M. C., & Cheetham, A. K. (2008). Comparison of chiral and racemic forms of zinc cyclohexane trans-1,2-dicarboxylate frameworks: A structural, computational, and calorimetric study. Angewandte Chemie - International Edition, 47(45), 8634-8637. https://doi.org/10.1002/anie.200802564

Bailey, AJ, Lee, C, Feller, RK, Orton, JB, Mellot-Draznieks, C, Slater, B, Harrison, WTA, Simoncic, P, Navrotsky, A, Grossel, MC & Cheetham, AK 2008, 'Comparison of chiral and racemic forms of zinc cyclohexane trans-1,2-dicarboxylate frameworks: A structural, computational, and calorimetric study', Angewandte Chemie - International Edition, vol. 47, no. 45, pp. 8634-8637. https://doi.org/10.1002/anie.200802564

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abstract = "(Figure Presented) An integrated study of the organic-inorganic framework material zinc cyclohexane trans-1,2-dicarboxylate involving synthesis,structure elucidation, computer simulation,and calorimetry shows that the chiral R,R form (right in picture) is less stable than its racemic R,R/S,S analogue (left) and adopts a layered structure with a fundamentally different topology. The results point to the possibility that the structural diversity of racemic frameworks and their homochiral analogues may be much greater than has hitherto been suspected.",

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T1 - Comparison of chiral and racemic forms of zinc cyclohexane trans-1,2-dicarboxylate frameworks

T2 - A structural, computational, and calorimetric study

AU - Bailey, Andrew J.

AU - Lee, Clare

AU - Feller, Russell K.

AU - Orton, James B.

AU - Mellot-Draznieks, Caroline

AU - Slater, Ben

AU - Harrison, William T.A.

AU - Simoncic, P.

AU - Navrotsky, A.

AU - Grossel, Martin C.

AU - Cheetham, Anthony K.

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N2 - (Figure Presented) An integrated study of the organic-inorganic framework material zinc cyclohexane trans-1,2-dicarboxylate involving synthesis,structure elucidation, computer simulation,and calorimetry shows that the chiral R,R form (right in picture) is less stable than its racemic R,R/S,S analogue (left) and adopts a layered structure with a fundamentally different topology. The results point to the possibility that the structural diversity of racemic frameworks and their homochiral analogues may be much greater than has hitherto been suspected.

AB - (Figure Presented) An integrated study of the organic-inorganic framework material zinc cyclohexane trans-1,2-dicarboxylate involving synthesis,structure elucidation, computer simulation,and calorimetry shows that the chiral R,R form (right in picture) is less stable than its racemic R,R/S,S analogue (left) and adopts a layered structure with a fundamentally different topology. The results point to the possibility that the structural diversity of racemic frameworks and their homochiral analogues may be much greater than has hitherto been suspected.

KW - Calorimetry

KW - Chirality

KW - Crystal engineering

KW - Molecular modeling

KW - Organic-inorganic hybrid composites

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Comparison of chiral and racemic forms of zinc cyclohexane trans-1,2-dicarboxylate frameworks: A structural, computational, and calorimetric study

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Keywords

ASJC Scopus subject areas

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