Structural Variability in Cocrystals: Occurrence of Variable Stoichiometry and High Z′ Forms in a Cocrystal System

Crystal Growth & Design, Год журнала: 2024, Номер 24(4), С. 1695 - 1704

Опубликована: Фев. 7, 2024

Structural variability in molecular solids is often attributed to the competition between chemical and geometrical factors. While structural single-component systems mostly manifests polymorphism, high Z′ forms, formation of pseudopolymorphs, cocrystals rarely explored. This work indicates that even cocrystal formed by rather simple-looking commercially available compounds may exhibit a rich landscape with diverse forms. The structures, while analyzed systematically, shed light on large synthon possibilities possible correlations closely related systems.

Язык: Английский

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Unraveling non-covalent interactions in bis-chalcone: A crystallographic and theoretical studies

Journal of Molecular Structure, Год журнала: 2023, Номер 1297, С. 136952 - 136952

Опубликована: Окт. 28, 2023

Язык: Английский

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Rational Design of the Carbamazepine Ternary Cocrystals

Crystal Growth & Design, Год журнала: 2024, Номер 24(11), С. 4862 - 4873

Опубликована: Май 28, 2024

The first ternary cocrystals of carbamazepine (CBZ) were successfully identified through a large-scale screening. A design strategy involved the use an aliphatic dicarboxylic acid to link CBZ and third component into hydrogen-bonded trimeric unit. Out 10 acids tested, only malonic produced positive response in attempt obtain with benzamide picolinamide. crystal structures novel obtained by vapor diffusion crystallization determined single-crystal X-ray diffraction. Structural analysis revealed that are isostructural exhibit packing trimers ladder-like chains. relationship between binary was confirmed comparing structures. cocrystal solubility method applied estimate thermodynamic parameters formation. negative values Gibbs free energy, enthalpy, entropy indicate reaction formation is thermodynamically favored process driven enthalpy. Despite nature, physicochemical properties cocrystals, including melting point solubility, strongly influenced variable coformer.

Язык: Английский

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High-Throughput Encapsulated Nanodroplet Screening for Accelerated Co-Crystal Discovery

Chemical Science, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

A high-throughput nanoscale co-crystallisation approach is presented, that combines automation and small scale to enable the exploration of conditions, resulting in 30 new binary, ternary quaternary co-crystals.

Язык: Английский

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Polymorphism in parabanic acid-urea cocrystals governed by supramolecular synthons: a comparative analysis

CrystEngComm, Год журнала: 2023, Номер 25(33), С. 4680 - 4689

Опубликована: Янв. 1, 2023

A new polymorph of parabanic acid-urea cocrystal (PA-UA Form II) has been discovered. An experimental and theoretical investigation is conducted to compare PA-UA II with I cocrystal.

Язык: Английский

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Anticooperativity and Competition in Some Cocrystals Featuring Iodine‐Nitrogen Halogen Bonds

Chemistry - An Asian Journal, Год журнала: 2023, Номер 18(6)

Опубликована: Янв. 23, 2023

Phenomena such as anticooperativity and competition among non-covalent bond donors acceptors are key considerations when exploring the polymorphic stoichiomorphic landscapes of binary higher-order cocrystalline architectures. We describe preparation four cocrystals 1,3,5-trifluoro-2,4,6-triiodobenzene with N-heterocyclic compounds, namely acridine, 3-aminopyridine, 4-methylaminopyridine, 1,2-di(4-pyridyl)ethane. The cocrystals, which characterized by single-crystal powder X-ray diffraction experiments, all show moderately strong directional iodine⋅⋅⋅nitrogen halogen bonds reduced distance parameters ranging from 0.79 to 0.92 carbon-iodine⋅⋅⋅nitrogen angles 165.4(3) 175.31(7)°. cocrystal comprising acridine provides a relatively rare example where three donor sites form acceptor molecules, overcoming an anticooperative effect. This effect manifests itself through lengthening non-halogen-bonded C-I bonds, weakening their potential bonds. is only observed once two have been formed 1,3,5-trifluoro-2,4,6-triiodobenzene; one does not appear be adequate. Among studied, between pyridyl nitrogen atoms amine suggests that former preferred acceptors. Analysis Hirshfeld fingerprint plots 13 C 19 F magic-angle spinning solid-state nuclear magnetic resonance (NMR) spectroscopy additional insights into prevalence various short contacts in crystal structures spectral response halogen-bond-induced cocrystallization.

Язык: Английский

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Single step synthesis of multi-component cocrystals and salts: the role of laboratory seeding

CrystEngComm, Год журнала: 2024, Номер 26(40), С. 5699 - 5715

Опубликована: Янв. 1, 2024

Single-step and multi-step liquid-assisted grinding mechanochemical methods of molecular components to ternary quaternary cocrystals/salts are compared show speed scalability the single-step method.

Язык: Английский

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Scope and Design of Diversified Supramolecular Synthons of 5-hydroxyisophthalic acid: Crystallographic and Theoretical investigations

Journal of Molecular Structure, Год журнала: 2024, Номер unknown, С. 140097 - 140097

Опубликована: Сен. 1, 2024

Язык: Английский

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Trimesic Acid as a Building Block for Ternary and Quaternary Salts and Salt Cocrystals

Crystal Growth & Design, Год журнала: 2024, Номер 24(22), С. 9403 - 9414

Опубликована: Окт. 31, 2024

In the field of cocrystals, synthon-based design two-component crystals is well established and interest now shifting toward higher order cocrystals as next challenge. Carboxylic acids form a robust synthon with pyridyl coformers interact 2-aminopyrimidines through pair strong, charge-assisted hydrogen bonds. this work we describe formation salts salt trimesic acid using 2,4-diaminopyrimidine (pyrimethamine, trimethoprim) (4,4'-bipyridine, 1,2-di(4-pyridyl)ethylene, 1,3-di(4-pyridyl)propane, 4-phenylpyridine) coformers. We report single crystal structures five binary, eight ternary three quaternary systems compositions AB, A

Язык: Английский

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Driving Forces in the Formation of Paracetamol Cocrystals and Solvate with Naphthalene, Quinoline and Acridine

Molecules, Год журнала: 2024, Номер 29(18), С. 4437 - 4437

Опубликована: Сен. 18, 2024

Paracetamol is an important analgesic and antipyretic drug showing poor tabletability. Among the various approaches used to improve this property, understanding forces that govern crystal packing revealed be crucial. We prepared three stable compounds: (par)2∙(nap) (1), (par)∙(quin) (2), (par)∙(acr) (3) (nap—naphthalene, quin—quinoline, acr—acridine) being cocrystals or solvate. The structural studies showed all reported compounds are composed of alternately arranged layers paracetamol coformer. Several supramolecular motifs in layer were identified: R44(22) (1); R64(20) R22(8) (2); R22(8), R42(12), R44(26) rings (3). stability network was studied by interactions analysis performed Hirshfeld surface fingerprint energy between closest units calculated. It strongest found blocks connected N-H⋯O=C O-H⋯O/N hydrogen bonds due coulombic factor. dispersive becomes for tail-to-tail (and head-to-tail) units, it prevails case stacking coformer molecules. importance increases with size aromatic system XAS confirmed successful preparation provided some details about electron structure.

Язык: Английский

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