Co-crystal of suberic acid and 1,2-bis(4-pyridyl)ethane: A new case of packing polymorphism

Maria A. Susano; Pablo Martin-Ramos; Teresa M. R. Maria; Steven Folkersma; Laura C. J. Pereira; Manuela Ramos Silva

doi:10.1016/j.molstruc.2017.06.043

Co-crystal of suberic acid and 1,2-bis(4-pyridyl)ethane: A new case of packing polymorphism

Maria A. Susano, Pablo Martin-Ramos, Teresa M. R. Maria, Steven Folkersma, Laura C. J. Pereira, Manuela Ramos Silva^*

^*Corresponding author for this work

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

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Abstract

The polymorphic behaviour of a co-crystal composed of neutral suberic acid and 1,2-bis(4-pyridyl)ethane is reported. A multidisciplinary approach has been employed, using thermal analysis methods (differential scanning calorimetry and polarized light thermomicroscopy), spectroscopic methods (infrared spectroscopy) and X-ray single crystal and powder diffraction. Two new polymorphs, Land III; have been identified, and for one of them the crystal structure has been elucidated and compared to that of a known polymorph, form II, showing that the assembling of the molecules in chains via H-bonds is a common feature of both polymorphs. Polymorph II, obtained by crystallization from an aqueous or ethanol solution or by grinding, undergoes a solid-solid transition to polyniorph I, which melts at 180.5 degrees C. Upon cooling from the melt, polymorph I is obtained, and a solid-solid transformation also occurs, to poly morph III'. Polymorph III was obtained serendipitously in an attempt to prepare a Nd(III) complex. The relative stability of the three polymorphic forms was established. (C) 2017 Elsevier B.V. All rights reserved.

Original language	English
Pages (from-to)	76-83
Number of pages	8
Journal	Journal of Molecular Structure
Volume	1147
DOIs	https://doi.org/10.1016/j.molstruc.2017.06.043
Publication status	Published - 5-Nov-2017

Keywords

Co-crystal
Phase transition
Polymorph
Thermal analysis
X-ray diffraction
THERMODYNAMIC RULES
MOLECULAR-CRYSTALS
CARBOXYLIC-ACIDS
COCRYSTALS
PHARMACEUTICALS
ABSORPTION
COMPLEXES
ADDUCTS

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10.1016/j.molstruc.2017.06.043

Co-crystal of suberic acid and 1,2-bis(4-pyridyl)ethaneFinal publisher's version, 2.97 MBLicence: Taverne

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CCDC 1544884: Experimental Crystal Structure Determination
Susano, M. A. (Contributor), Martín-Ramos, P. (Contributor), Maria, T. M. R. (Contributor), Folkersma, S. (Contributor), Pereira, L. C. J. (Contributor) & Silva, M. R. (Contributor), University of Groningen, 19-Apr-2017
DOI: 10.5517/ccdc.csd.cc1nvkz1
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@article{57c6fd60e1c1494795c04046987b1cda,

title = "Co-crystal of suberic acid and 1,2-bis(4-pyridyl)ethane: A new case of packing polymorphism",

abstract = "The polymorphic behaviour of a co-crystal composed of neutral suberic acid and 1,2-bis(4-pyridyl)ethane is reported. A multidisciplinary approach has been employed, using thermal analysis methods (differential scanning calorimetry and polarized light thermomicroscopy), spectroscopic methods (infrared spectroscopy) and X-ray single crystal and powder diffraction. Two new polymorphs, Land III; have been identified, and for one of them the crystal structure has been elucidated and compared to that of a known polymorph, form II, showing that the assembling of the molecules in chains via H-bonds is a common feature of both polymorphs. Polymorph II, obtained by crystallization from an aqueous or ethanol solution or by grinding, undergoes a solid-solid transition to polyniorph I, which melts at 180.5 degrees C. Upon cooling from the melt, polymorph I is obtained, and a solid-solid transformation also occurs, to poly morph III'. Polymorph III was obtained serendipitously in an attempt to prepare a Nd(III) complex. The relative stability of the three polymorphic forms was established. (C) 2017 Elsevier B.V. All rights reserved.",

keywords = "Co-crystal, Phase transition, Polymorph, Thermal analysis, X-ray diffraction, THERMODYNAMIC RULES, MOLECULAR-CRYSTALS, CARBOXYLIC-ACIDS, COCRYSTALS, PHARMACEUTICALS, ABSORPTION, COMPLEXES, ADDUCTS",

author = "Susano, {Maria A.} and Pablo Martin-Ramos and Maria, {Teresa M. R.} and Steven Folkersma and Pereira, {Laura C. J.} and Silva, {Manuela Ramos}",

year = "2017",

month = nov,

day = "5",

doi = "10.1016/j.molstruc.2017.06.043",

language = "English",

volume = "1147",

pages = "76--83",

journal = "Journal of Molecular Structure",

issn = "0022-2860",

publisher = "ELSEVIER SCIENCE BV",

}

TY - JOUR

T1 - Co-crystal of suberic acid and 1,2-bis(4-pyridyl)ethane

T2 - A new case of packing polymorphism

AU - Susano, Maria A.

AU - Martin-Ramos, Pablo

AU - Maria, Teresa M. R.

AU - Folkersma, Steven

AU - Pereira, Laura C. J.

AU - Silva, Manuela Ramos

PY - 2017/11/5

Y1 - 2017/11/5

N2 - The polymorphic behaviour of a co-crystal composed of neutral suberic acid and 1,2-bis(4-pyridyl)ethane is reported. A multidisciplinary approach has been employed, using thermal analysis methods (differential scanning calorimetry and polarized light thermomicroscopy), spectroscopic methods (infrared spectroscopy) and X-ray single crystal and powder diffraction. Two new polymorphs, Land III; have been identified, and for one of them the crystal structure has been elucidated and compared to that of a known polymorph, form II, showing that the assembling of the molecules in chains via H-bonds is a common feature of both polymorphs. Polymorph II, obtained by crystallization from an aqueous or ethanol solution or by grinding, undergoes a solid-solid transition to polyniorph I, which melts at 180.5 degrees C. Upon cooling from the melt, polymorph I is obtained, and a solid-solid transformation also occurs, to poly morph III'. Polymorph III was obtained serendipitously in an attempt to prepare a Nd(III) complex. The relative stability of the three polymorphic forms was established. (C) 2017 Elsevier B.V. All rights reserved.

AB - The polymorphic behaviour of a co-crystal composed of neutral suberic acid and 1,2-bis(4-pyridyl)ethane is reported. A multidisciplinary approach has been employed, using thermal analysis methods (differential scanning calorimetry and polarized light thermomicroscopy), spectroscopic methods (infrared spectroscopy) and X-ray single crystal and powder diffraction. Two new polymorphs, Land III; have been identified, and for one of them the crystal structure has been elucidated and compared to that of a known polymorph, form II, showing that the assembling of the molecules in chains via H-bonds is a common feature of both polymorphs. Polymorph II, obtained by crystallization from an aqueous or ethanol solution or by grinding, undergoes a solid-solid transition to polyniorph I, which melts at 180.5 degrees C. Upon cooling from the melt, polymorph I is obtained, and a solid-solid transformation also occurs, to poly morph III'. Polymorph III was obtained serendipitously in an attempt to prepare a Nd(III) complex. The relative stability of the three polymorphic forms was established. (C) 2017 Elsevier B.V. All rights reserved.

KW - Co-crystal

KW - Phase transition

KW - Polymorph

KW - Thermal analysis

KW - X-ray diffraction

KW - THERMODYNAMIC RULES

KW - MOLECULAR-CRYSTALS

KW - CARBOXYLIC-ACIDS

KW - COCRYSTALS

KW - PHARMACEUTICALS

KW - ABSORPTION

KW - COMPLEXES

KW - ADDUCTS

U2 - 10.1016/j.molstruc.2017.06.043

DO - 10.1016/j.molstruc.2017.06.043

M3 - Article

VL - 1147

SP - 76

EP - 83

JO - Journal of Molecular Structure

JF - Journal of Molecular Structure

SN - 0022-2860

ER -

Co-crystal of suberic acid and 1,2-bis(4-pyridyl)ethane: A new case of packing polymorphism

Abstract

Keywords

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Datasets

CCDC 1544884: Experimental Crystal Structure Determination

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