Chiral carboxylic acids and their effects on melting-point behaviour in co-crystals with isonicotinamide

Andreas Lemmerer; Nikoletta B. Báthori; Susan A. Bourne

doi:10.1107/S0108768108034526

Chiral carboxylic acids and their effects on melting-point behaviour in co-crystals with isonicotinamide

Andreas Lemmerer, Nikoletta B. Báthori, Susan A. Bourne

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

36 Scopus citations

Abstract

The crystal structures of co-crystals of two systems of chiral carboxylic acids, optically active and racemic 2-phenylpropionic acid and 2-phenylbutyric acid, with isonicotinamide are reported to investigate the effects of the chirality of the chiral carboxylic acids on the melting point of the co-crystal complexes. It was found that the racemic co-crystal has a higher melting point than the optically active co-crystal, which correlates with the denser packing arrangement inherent in centrosymmetric space groups.

Original language	English
Pages (from-to)	780-790
Number of pages	11
Journal	Acta Crystallographica Section B: Structural Science
Volume	64
Issue number	6
DOIs	https://doi.org/10.1107/S0108768108034526
State	Published - 4 Dec 2008
Externally published	Yes

Keywords

Carboxylic acids
Chirality
Co-crystals
Melting-point behaviour
Wallachs Rule

ASJC Scopus subject areas

General Biochemistry, Genetics and Molecular Biology

Access to Document

10.1107/S0108768108034526

Cite this

@article{0a6ea3f6b23c49bca4576082fc404ec7,

title = "Chiral carboxylic acids and their effects on melting-point behaviour in co-crystals with isonicotinamide",

abstract = "The crystal structures of co-crystals of two systems of chiral carboxylic acids, optically active and racemic 2-phenylpropionic acid and 2-phenylbutyric acid, with isonicotinamide are reported to investigate the effects of the chirality of the chiral carboxylic acids on the melting point of the co-crystal complexes. It was found that the racemic co-crystal has a higher melting point than the optically active co-crystal, which correlates with the denser packing arrangement inherent in centrosymmetric space groups.",

keywords = "Carboxylic acids, Chirality, Co-crystals, Melting-point behaviour, Wallachs Rule",

author = "Andreas Lemmerer and B{\'a}thori, {Nikoletta B.} and Bourne, {Susan A.}",

year = "2008",

month = dec,

day = "4",

doi = "10.1107/S0108768108034526",

language = "English",

volume = "64",

pages = "780--790",

journal = "Acta Crystallographica Section B: Structural Science",

issn = "0108-7681",

publisher = "International Union of Crystallography",

number = "6",

}

TY - JOUR

T1 - Chiral carboxylic acids and their effects on melting-point behaviour in co-crystals with isonicotinamide

AU - Lemmerer, Andreas

AU - Báthori, Nikoletta B.

AU - Bourne, Susan A.

PY - 2008/12/4

Y1 - 2008/12/4

N2 - The crystal structures of co-crystals of two systems of chiral carboxylic acids, optically active and racemic 2-phenylpropionic acid and 2-phenylbutyric acid, with isonicotinamide are reported to investigate the effects of the chirality of the chiral carboxylic acids on the melting point of the co-crystal complexes. It was found that the racemic co-crystal has a higher melting point than the optically active co-crystal, which correlates with the denser packing arrangement inherent in centrosymmetric space groups.

AB - The crystal structures of co-crystals of two systems of chiral carboxylic acids, optically active and racemic 2-phenylpropionic acid and 2-phenylbutyric acid, with isonicotinamide are reported to investigate the effects of the chirality of the chiral carboxylic acids on the melting point of the co-crystal complexes. It was found that the racemic co-crystal has a higher melting point than the optically active co-crystal, which correlates with the denser packing arrangement inherent in centrosymmetric space groups.

KW - Carboxylic acids

KW - Chirality

KW - Co-crystals

KW - Melting-point behaviour

KW - Wallachs Rule

UR - http://www.scopus.com/inward/record.url?scp=56849117590&partnerID=8YFLogxK

U2 - 10.1107/S0108768108034526

DO - 10.1107/S0108768108034526

M3 - Article

C2 - 19029707

AN - SCOPUS:56849117590

SN - 0108-7681

VL - 64

SP - 780

EP - 790

JO - Acta Crystallographica Section B: Structural Science

JF - Acta Crystallographica Section B: Structural Science

IS - 6

ER -

Chiral carboxylic acids and their effects on melting-point behaviour in co-crystals with isonicotinamide

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this