Polymorphic and Isomorphic Cocrystals of a N-Salicylidene-3-aminopyridine with Dicarboxylic Acids: Tuning of Solid-State Photo- and Thermochromism

Andréa Carletta, Xavier Buol, Tom Leyssens, Benoît Champagne, Johan Wouters

Research output: Contribution to journalArticle

Abstract

The crystal structures and optical properties of (E)-2-methoxy-6-(pyridin-3-yliminomethyl)phenol (1), a N-salicylidene-3-aminopyridine, and its 2:1 dimorphic cocrystals with fumaric acid (2 and 3) and succinic acid (4 and 5) were studied at solid state in order to understand the effects of cocrystallization and molecular packing on their photo- and thermochromic behavior. New criteria for prediction of the chromic properties, based on the rationalization of the intermolecular interaction in the crystal, are also proposed. These results confirm once more the influence of the molecular packing on the chromic properties of solids and extend it to polymorphic and isomorphic cocrystals.
Original languageEnglish
Pages (from-to)10001
Number of pages10008
JournalJ. Phys. Chem. C
Volume120
Issue number18
DOIs
Publication statusPublished - 20 Apr 2016

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Dicarboxylic Acids
dicarboxylic acids
Tuning
tuning
solid state
Acids
Succinic Acid
Phenol
Phenols
acids
Optical properties
Crystal structure
phenols
Crystals
optical properties
crystal structure
predictions
crystals
3-aminopyridine
interactions

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title = "Polymorphic and Isomorphic Cocrystals of a N-Salicylidene-3-aminopyridine with Dicarboxylic Acids: Tuning of Solid-State Photo- and Thermochromism",
abstract = "The crystal structures and optical properties of (E)-2-methoxy-6-(pyridin-3-yliminomethyl)phenol (1), a N-salicylidene-3-aminopyridine, and its 2:1 dimorphic cocrystals with fumaric acid (2 and 3) and succinic acid (4 and 5) were studied at solid state in order to understand the effects of cocrystallization and molecular packing on their photo- and thermochromic behavior. New criteria for prediction of the chromic properties, based on the rationalization of the intermolecular interaction in the crystal, are also proposed. These results confirm once more the influence of the molecular packing on the chromic properties of solids and extend it to polymorphic and isomorphic cocrystals.",
author = "Andr{\'e}a Carletta and Xavier Buol and Tom Leyssens and Beno{\^i}t Champagne and Johan Wouters",
year = "2016",
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TY - JOUR

T1 - Polymorphic and Isomorphic Cocrystals of a N-Salicylidene-3-aminopyridine with Dicarboxylic Acids

T2 - Tuning of Solid-State Photo- and Thermochromism

AU - Carletta, Andréa

AU - Buol, Xavier

AU - Leyssens, Tom

AU - Champagne, Benoît

AU - Wouters, Johan

PY - 2016/4/20

Y1 - 2016/4/20

N2 - The crystal structures and optical properties of (E)-2-methoxy-6-(pyridin-3-yliminomethyl)phenol (1), a N-salicylidene-3-aminopyridine, and its 2:1 dimorphic cocrystals with fumaric acid (2 and 3) and succinic acid (4 and 5) were studied at solid state in order to understand the effects of cocrystallization and molecular packing on their photo- and thermochromic behavior. New criteria for prediction of the chromic properties, based on the rationalization of the intermolecular interaction in the crystal, are also proposed. These results confirm once more the influence of the molecular packing on the chromic properties of solids and extend it to polymorphic and isomorphic cocrystals.

AB - The crystal structures and optical properties of (E)-2-methoxy-6-(pyridin-3-yliminomethyl)phenol (1), a N-salicylidene-3-aminopyridine, and its 2:1 dimorphic cocrystals with fumaric acid (2 and 3) and succinic acid (4 and 5) were studied at solid state in order to understand the effects of cocrystallization and molecular packing on their photo- and thermochromic behavior. New criteria for prediction of the chromic properties, based on the rationalization of the intermolecular interaction in the crystal, are also proposed. These results confirm once more the influence of the molecular packing on the chromic properties of solids and extend it to polymorphic and isomorphic cocrystals.

U2 - 10.1021/acs.jpcc.6b02734

DO - 10.1021/acs.jpcc.6b02734

M3 - Article

VL - 120

SP - 10001

JO - Journal of physical chemistry. C

JF - Journal of physical chemistry. C

SN - 1932-7447

IS - 18

ER -