Solid-state investigation on a new dimorphic substituted N-salicylidene compound: Insights into its thermochromic behaviour

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Résumé

Substituted N-salicylidene aniline has been quantitatively prepared by mechanochemical synthesis starting from the corresponding aniline and ortho-vanillin. X-ray diffraction reveals that the compound crystallizes into two different polymorphic forms, due to its conformational flexibility. Ab initio conformational calculations combined with a CSD survey allow proper definition of the conformational space and selection of specific starting geometries for crystal structure prediction studies. Therefore, theoretical packing simulation was able to retrieve the two polymorphic structures in agreement with the experimental data. DSC calorimetric analysis provides extra information on the thermodynamic relationship between polymorphs I and II, and their exposure to liquid nitrogen, coupled with low-temperature X-ray analysis, highlights the structural reasons for the intrinsic thermochromic behaviour of the compound.

langue originaleAnglais
Pages (de - à)3509-3518
Nombre de pages10
journalCrystEngComm
Volume17
Numéro de publication18
Les DOIs
étatPublié - 14 mai 2015

Empreinte digitale

Aniline
aniline
solid state
X ray analysis
Liquid nitrogen
Polymorphism
liquid nitrogen
flexibility
x rays
Crystal structure
Thermodynamics
X ray diffraction
thermodynamics
crystal structure
Geometry
synthesis
geometry
predictions
diffraction
simulation

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title = "Solid-state investigation on a new dimorphic substituted N-salicylidene compound: Insights into its thermochromic behaviour",
abstract = "Substituted N-salicylidene aniline has been quantitatively prepared by mechanochemical synthesis starting from the corresponding aniline and ortho-vanillin. X-ray diffraction reveals that the compound crystallizes into two different polymorphic forms, due to its conformational flexibility. Ab initio conformational calculations combined with a CSD survey allow proper definition of the conformational space and selection of specific starting geometries for crystal structure prediction studies. Therefore, theoretical packing simulation was able to retrieve the two polymorphic structures in agreement with the experimental data. DSC calorimetric analysis provides extra information on the thermodynamic relationship between polymorphs I and II, and their exposure to liquid nitrogen, coupled with low-temperature X-ray analysis, highlights the structural reasons for the intrinsic thermochromic behaviour of the compound.",
author = "A. Carletta and J. Dubois and A. Tilborg and J. Wouters",
year = "2015",
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Solid-state investigation on a new dimorphic substituted N-salicylidene compound: Insights into its thermochromic behaviour. / Carletta, A.; Dubois, J.; Tilborg, A.; Wouters, J.

Dans: CrystEngComm, Vol 17, Numéro 18, 14.05.2015, p. 3509-3518.

Résultats de recherche: Contribution à un journal/une revueArticle

TY - JOUR

T1 - Solid-state investigation on a new dimorphic substituted N-salicylidene compound: Insights into its thermochromic behaviour

AU - Carletta, A.

AU - Dubois, J.

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AU - Wouters, J.

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AB - Substituted N-salicylidene aniline has been quantitatively prepared by mechanochemical synthesis starting from the corresponding aniline and ortho-vanillin. X-ray diffraction reveals that the compound crystallizes into two different polymorphic forms, due to its conformational flexibility. Ab initio conformational calculations combined with a CSD survey allow proper definition of the conformational space and selection of specific starting geometries for crystal structure prediction studies. Therefore, theoretical packing simulation was able to retrieve the two polymorphic structures in agreement with the experimental data. DSC calorimetric analysis provides extra information on the thermodynamic relationship between polymorphs I and II, and their exposure to liquid nitrogen, coupled with low-temperature X-ray analysis, highlights the structural reasons for the intrinsic thermochromic behaviour of the compound.

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