Relative enthalpy of formation for Co-crystals of small organic molecules

Mark A. Oliveira; Matthew L. Peterson; Roger J. Davey

doi:10.1021/cg101214m

Relative enthalpy of formation for Co-crystals of small organic molecules

Mark A. Oliveira, Matthew L. Peterson, Roger J. Davey

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

Abstract

Enthalpy of formation values for 1:1 carbamazepine:saccharin (CBZ:SAC), cyheptamide:saccharin (CYH:SAC), and 10,11-dihydrocarbmazepine:saccharin (HCBZ:SAC) co-crystals and relative enthalpy differences between polymorphs of the co-crystal formers - CBZ(P21/c, P1̄), CYH (P21/c, P1̄), and HCBZ (P21/c, Pbca) - were calculated from enthalpy of solution measurements. The results showed that the co-crystals were enthalpically stabilized and the more stable polymorphs of the co-formers were CBZ-P21/c, CYH-P21/c, and HCBZ-Pbca. The differences in enthalpies between polymorphs were related to the differences in the packing of the molecules. Likewise, the heats of formation of the co-crystals were related to differences in molecular and crystal structures. The transfer enthalpies for the components were assessed and included in the enthalpy of formation calculation. The free energy of formation of CBZ:SAC calculated from the ternary CBZ-SAC-methanol phase diagram showed that the co-crystal was the stable thermodynamic form, and the kinetics of crystallization followed the thermodynamics of crystallization. © 2010 American Chemical Society.

Original language	English
Pages (from-to)	449-457
Number of pages	8
Journal	Crystal Growth and Design
Volume	11
Issue number	2
DOIs	https://doi.org/10.1021/cg101214m
Publication status	Published - 2 Feb 2011

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10.1021/cg101214m

CCDC 835468: Experimental Crystal Structure Determination
Oliveira, M. A. (Contributor), Peterson, M. L. (Contributor) & Davey, R. (Contributor), Cambridge Crystallographic Data Centre, 1 Jan 2011
DOI: 10.5517/ccx1clw, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccx1clw&sid=DataCite
Dataset
CCDC 835467: Experimental Crystal Structure Determination
Oliveira, M. A. (Contributor), Peterson, M. L. (Contributor) & Davey, R. (Contributor), Cambridge Crystallographic Data Centre, 1 Jan 2011
DOI: 10.5517/ccx1ckv, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccx1ckv&sid=DataCite
Dataset

Cite this

@article{8367cf8c8b214a6b8195af28fbef0021,

title = "Relative enthalpy of formation for Co-crystals of small organic molecules",

abstract = "Enthalpy of formation values for 1:1 carbamazepine:saccharin (CBZ:SAC), cyheptamide:saccharin (CYH:SAC), and 10,11-dihydrocarbmazepine:saccharin (HCBZ:SAC) co-crystals and relative enthalpy differences between polymorphs of the co-crystal formers - CBZ(P21/c, P{\=1}), CYH (P21/c, P{\=1}), and HCBZ (P21/c, Pbca) - were calculated from enthalpy of solution measurements. The results showed that the co-crystals were enthalpically stabilized and the more stable polymorphs of the co-formers were CBZ-P21/c, CYH-P21/c, and HCBZ-Pbca. The differences in enthalpies between polymorphs were related to the differences in the packing of the molecules. Likewise, the heats of formation of the co-crystals were related to differences in molecular and crystal structures. The transfer enthalpies for the components were assessed and included in the enthalpy of formation calculation. The free energy of formation of CBZ:SAC calculated from the ternary CBZ-SAC-methanol phase diagram showed that the co-crystal was the stable thermodynamic form, and the kinetics of crystallization followed the thermodynamics of crystallization. {\textcopyright} 2010 American Chemical Society.",

author = "Oliveira, {Mark A.} and Peterson, {Matthew L.} and Davey, {Roger J.}",

year = "2011",

month = feb,

day = "2",

doi = "10.1021/cg101214m",

language = "English",

volume = "11",

pages = "449--457",

journal = "Crystal Growth and Design",

issn = "1528-7483",

publisher = "American Chemical Society",

number = "2",

}

TY - JOUR

T1 - Relative enthalpy of formation for Co-crystals of small organic molecules

AU - Oliveira, Mark A.

AU - Peterson, Matthew L.

AU - Davey, Roger J.

PY - 2011/2/2

Y1 - 2011/2/2

N2 - Enthalpy of formation values for 1:1 carbamazepine:saccharin (CBZ:SAC), cyheptamide:saccharin (CYH:SAC), and 10,11-dihydrocarbmazepine:saccharin (HCBZ:SAC) co-crystals and relative enthalpy differences between polymorphs of the co-crystal formers - CBZ(P21/c, P1̄), CYH (P21/c, P1̄), and HCBZ (P21/c, Pbca) - were calculated from enthalpy of solution measurements. The results showed that the co-crystals were enthalpically stabilized and the more stable polymorphs of the co-formers were CBZ-P21/c, CYH-P21/c, and HCBZ-Pbca. The differences in enthalpies between polymorphs were related to the differences in the packing of the molecules. Likewise, the heats of formation of the co-crystals were related to differences in molecular and crystal structures. The transfer enthalpies for the components were assessed and included in the enthalpy of formation calculation. The free energy of formation of CBZ:SAC calculated from the ternary CBZ-SAC-methanol phase diagram showed that the co-crystal was the stable thermodynamic form, and the kinetics of crystallization followed the thermodynamics of crystallization. © 2010 American Chemical Society.

AB - Enthalpy of formation values for 1:1 carbamazepine:saccharin (CBZ:SAC), cyheptamide:saccharin (CYH:SAC), and 10,11-dihydrocarbmazepine:saccharin (HCBZ:SAC) co-crystals and relative enthalpy differences between polymorphs of the co-crystal formers - CBZ(P21/c, P1̄), CYH (P21/c, P1̄), and HCBZ (P21/c, Pbca) - were calculated from enthalpy of solution measurements. The results showed that the co-crystals were enthalpically stabilized and the more stable polymorphs of the co-formers were CBZ-P21/c, CYH-P21/c, and HCBZ-Pbca. The differences in enthalpies between polymorphs were related to the differences in the packing of the molecules. Likewise, the heats of formation of the co-crystals were related to differences in molecular and crystal structures. The transfer enthalpies for the components were assessed and included in the enthalpy of formation calculation. The free energy of formation of CBZ:SAC calculated from the ternary CBZ-SAC-methanol phase diagram showed that the co-crystal was the stable thermodynamic form, and the kinetics of crystallization followed the thermodynamics of crystallization. © 2010 American Chemical Society.

U2 - 10.1021/cg101214m

DO - 10.1021/cg101214m

M3 - Article

SN - 1528-7483

VL - 11

SP - 449

EP - 457

JO - Crystal Growth and Design

JF - Crystal Growth and Design

IS - 2

ER -

Relative enthalpy of formation for Co-crystals of small organic molecules

Abstract

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CCDC 835468: Experimental Crystal Structure Determination

CCDC 835467: Experimental Crystal Structure Determination

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