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

doi:10.1021/acs.jpcc.6b02734

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 journal › Article › peer-review

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 language	English
Pages (from-to)	10001
Number of pages	10008
Journal	Journal of Physical Chemistry C: Nanomaterials and interfaces
Volume	120
Issue number	18
DOIs	https://doi.org/10.1021/acs.jpcc.6b02734
Publication status	Published - 20 Apr 2016

Access to Document

10.1021/acs.jpcc.6b02734

consortium des équipements de calcul intensif
CHAMPAGNE, B.
1/01/11 → 31/12/22
Project: Research

High Performance Computing Technology Platform
Benoît Champagne (Manager)
Technological Platform High Performance Computing
Facility/equipment: Technological Platform
Physical Chemistry and characterization(PC2)
Johan Wouters (Manager) & Carmela Aprile (Manager)
Technological Platform Physical Chemistry and characterization
Facility/equipment: Technological Platform

CCDC 1404101: Experimental Crystal Structure Determination
Buol, X. (Contributor), CARLETTA, A. (Contributor), CHAMPAGNE, B. (Contributor), Leyssens, T. (Contributor) & Wouters, J. (Contributor), Cambridge Crystallographic Data Centre, 1 Jan 2017
DOI: 10.5517/ccdc.csd.cc1j42lb, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc1j42lb&sid=DataCite
Dataset
CCDC 1400289: Experimental Crystal Structure Determination
Buol, X. (Contributor), CARLETTA, A. (Contributor), CHAMPAGNE, B. (Contributor), Leyssens, T. (Contributor) & Wouters, J. (Contributor), Cambridge Crystallographic Data Centre, 1 Jan 2016
DOI: 10.5517/ccdc.csd.cc1j03m8, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc1j03m8&sid=DataCite
Dataset
CCDC 1456340: Experimental Crystal Structure Determination
Buol, X. (Contributor), CARLETTA, A. (Contributor), CHAMPAGNE, B. (Contributor), Leyssens, T. (Contributor) & Wouters, J. (Contributor), Cambridge Crystallographic Data Centre, 1 Jan 2016
DOI: 10.5517/ccdc.csd.cc1kwfql, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc1kwfql&sid=DataCite
Dataset

Photochromic multicomponent crystalline materials based on N-salicylideneanilines
Author: Carletta, A., 13 Sept 2019
Supervisor: Wouters, J. (Supervisor), Leherte, L. (President), Champagne, B. (Jury), Leyssens, T. (External person) (Jury) & Roscini, C. (External person) (Jury)
Student thesis: Doc types › Doctor of Sciences

File

Cite this

@article{9964046db23441739746ff5f815eb860,

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",

month = apr,

day = "20",

doi = "10.1021/acs.jpcc.6b02734",

language = "English",

volume = "120 ",

pages = "10001",

journal = "Journal of Physical Chemistry C: Nanomaterials and interfaces",

issn = "1932-7447",

publisher = "American Chemical Society",

number = "18",

}

Polymorphic and Isomorphic Cocrystals of a N-Salicylidene-3-aminopyridine with Dicarboxylic Acids: Tuning of Solid-State Photo- and Thermochromism. / Carletta, Andréa; Buol, Xavier; Leyssens, Tom et al.
In: Journal of Physical Chemistry C: Nanomaterials and interfaces, Vol. 120 , No. 18, 20.04.2016, p. 10001.

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

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

SN - 1932-7447

VL - 120

SP - 10001

JO - Journal of Physical Chemistry C: Nanomaterials and interfaces

JF - Journal of Physical Chemistry C: Nanomaterials and interfaces

IS - 18

ER -

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

Abstract

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Projects

consortium des équipements de calcul intensif

Equipment

High Performance Computing Technology Platform

Physical Chemistry and characterization(PC2)

Datasets

CCDC 1404101: Experimental Crystal Structure Determination

CCDC 1400289: Experimental Crystal Structure Determination

CCDC 1456340: Experimental Crystal Structure Determination

Student theses

Photochromic multicomponent crystalline materials based on N-salicylideneanilines

Cite this