Understanding the thermal stability of apalutamide crystalline solvates through crystal structure analyses and computational studies

CrystEngComm, Год журнала: 2022, Номер 24(19), С. 3511 - 3528

Опубликована: Янв. 1, 2022

The conformational flexibility of APA molecules leads to different crystal packing. stability the solvent in structures was established through their strong intermolecular interactions with host molecule.

Язык: Английский

---

Thorough investigation on the high-temperature polymorphism of dipentyl-perylenediimide: thermal expansion vs. polymorphic transition

Journal of Materials Chemistry C, Год журнала: 2022, Номер 10(20), С. 8089 - 8100

Опубликована: Янв. 1, 2022

An extensive study on polymorphs, crystal structures and thermal expansion of PDI-C 5

Язык: Английский

---

Rationalizing the Formation of Belinostat Solvates with Experimental Screening and Computational Predictions

Crystal Growth & Design, Год журнала: 2021, Номер 21(9), С. 4986 - 4996

Опубликована: Авг. 5, 2021

Belinostat is a histone deacetylase inhibitor for the treatment of refractory T-cell lymphoma. Our study found that tendency to form solvates belinostat with hydrogen-bond acceptor type solvents was obvious based on COSMO-RS model. Motivated by prediction results, we investigated eight novel solvates, 1,4-dioxane, tetrahydrofuran, furan, 3-picoline, cyclopentanone, 1-methyl-2-pyrrolidinone, and dimethyl sulfoxide/water as guest molecules, obtained different crystallization methods. The solid forms were thoroughly characterized various analytical techniques, namely, powder X-ray diffraction, Fourier transform infrared spectroscopy, thermal analysis. stability order S3PC > S′Diox SNMP SCP SFuran STHF SDiox SDMSO/H2O, strong correlation between boiling points crystal lattice energy observed. Additionally, six structures five reported Form I successfully determined from single-crystal diffraction data. results revealed molecule adopted flexible conformations in structures; meanwhile, formation solvate mainly driven belinostat–solvent intermolecular interactions improved packing efficiency due introduction solvent molecules.

Язык: Английский

---

Isomorphic Channel-Type Pseudopolymorphs of Azathioprine: From Structural Confirmations to a Rational Polymorph Screening Approach

Crystal Growth & Design, Год журнала: 2021, Номер 21(9), С. 4837 - 4846

Опубликована: Июль 29, 2021

The ability of the immunosuppressant agent 6-((1-methyl-4-nitro-1H-imidazol-5-yl)thio)-9H-purine (AZA) to form pseudopolymorphs was investigated by applying conventional solid-state screening methods on 57 solvent systems. Based solubility data and physicochemical properties AZA, a comprehensive polymorph screen designed using both kinetic thermodynamic controlled experiments. Moreover, output AZA in N,N-Dimethylacetamide (DMA), N-Methyl-2-pyrrolidone (NMP), N,N-Dimethylformamide (DMF), Dimethyl sulfoxide (DMSO) caught our attention, indicating values higher than majority tested solvents Single-crystal X-ray diffraction revealed four isostructural with DMA, NMP, DMF, DMSO, as expected. thermodynamics reproducible forms were further TG/DSC analysis, establishing transitions relations between pseudopolymorphic species. Structural features novel compared presented Hirshfeld surfaces associated two-dimensional fingerprint plots, according their molecular packing asymmetric unit-cell.

Язык: Английский

---

[2]Rotaxane Solvates: Insights into the Presence of Solvents in the Crystal Lattice

Crystal Growth & Design, Год журнала: 2024, Номер 24(10), С. 4030 - 4044

Опубликована: Фев. 13, 2024

During synthesis and purification, compounds are exposed to various solvents. These solvents can, at times, assemble in the solid state. This association can arise from intermolecular interactions, allowing solvent molecules bind with chemical substances resulting a unique crystalline structure known as solvate. Nevertheless, such an substantially alter properties of compounds. In state, occurrence solvates is recurrent among mechanically interlocked (MIMs), including rotaxanes; however, frequently considered incidental or inconsequential. this context, we sought investigate role relevance crystallization process rotaxanes by systematically analyzing 24 models, employing supramolecular cluster demarcation tool using tetralactam-macrocycle based [2]rotaxanes. general, most occurring [2]rotaxane chloroform water (∼66%). The does not follow any rule pattern, implying that similar structures do contain different varying proportions. By mechanisms proposed, it was feasible determine which stage formed, energetic topological contributions during were assessed. "trap" crystallization, interestingly, certain instances, these essential for contributing up 40% total stabilization energy cluster.

Язык: Английский

---

Transition Energy, Orientation Force and Work Done in Transitional Behavior Atoms: Formulating New Principles in Thermodynamics

Опубликована: Март 14, 2024

Studying the basic parameters of heat and thermodynamics can lead to new insights. Gaseous solid atoms under transitional conditions are candidates for exploring remarkable advances in chemical physical sciences. There is an anomaly first law when studying behaviors atoms. By gaining transition energy, gaseous undergo a state. Thus, they perform work self. Symbolically, plus sign needed. However, occurs because absorbing where electrons decrease potential energy. Therefore, rating minus sign. The force exerted at electron level atom different than that atom. energy changes from thus controlling orientation. An resolves by changing equations internal introduce cooling effects elastically driven electronic states reaching mid-states. A state between re-crystallization liquid be considered mid-state. In generating or heating executes dynamics remaining within occupied knot. constantly cause disorder irreversible cycling. This study provides understanding thermodynamics, cold entropy, condensed matter science atomic levels.

Язык: Английский

---

Survey of Crystallographic Data and Thermodynamic Stabilities of Pharmaceutical Solvates: A Step toward Predicting the Formation of Drug Solvent Adducts

Crystal Growth & Design, Год журнала: 2021, Номер 21(8), С. 4362 - 4371

Опубликована: Июль 14, 2021

Solid form screens of active pharmaceutical ingredients are a key component drug development. Beyond forming multiple neat crystal structures, also known as polymorphs, drugs can crystallize with variety solvent molecules to solvates. They display physiochemical properties different from the solid selected for Hence, using computational structure prediction (CSP) methods predict formation solvates would be valuable industry. However, CSP solvate faces range obstacles. This work addresses two important challenges: determination computationally feasible search space on and extent which these adducts is driven by thermodynamics. First, survey ∼12,000 druglike extracted Cambridge Structural Database revealed that majority them have stoichiometries numbers constituents in asymmetric unit routinely accessible CSP. Then, quantum mechanical calculations performed subset demonstrated their generally thermodynamics: ∼80% more stable than an average 6.6 kJ·mol–1. The implications potential discussed.

Язык: Английский

---

Competitive Mechanochemical Solvate Formation of Theophylline in the Presence of Miscible Liquid Mixtures

Crystal Growth & Design, Год журнала: 2023, Номер 23(11), С. 8094 - 8102

Опубликована: Окт. 16, 2023

In this study, we investigated the mechanochemical competitive solvate formation of polymorphic Form II theophylline in presence two solvate/hydrate-forming miscible liquids, namely, water and 2-pyrrolidone. It is known that transforms into a monohydrate water, while 2-pyrrolidone gives monosolvate or sesquisolvate, depending on experimental conditions. Different theophylline-to-liquid molar ratios several water:2-pyrrolidone mixtures were used to understand and/or transformation between these solvates. Interconversion studies hydrate/monosolvate/sesquisolvate forms also conducted. The obtained results suggest have detrimental effect multicomponent phases, as they dramatically reduce efficiency incorporation both liquids crystal. fact, all milling experiments performed suggested higher stoichiometric ratio needed obtain pure form specific solvate. Importantly, additional revealed preferential inclusion over water. Based datasets performed, conclude propensity liquid consequence complex interplaying physicochemical kinetic factors.

Язык: Английский

---

Prior Likelihoods and Space-Group Preferences of Solvates

Crystal Growth & Design, Год журнала: 2021, Номер 21(2), С. 1178 - 1189

Опубликована: Янв. 25, 2021

For a range of organic solvents, the likelihood solvent forming solvates has been estimated using recrystallization (RS) data in Cambridge Structural Database (CSD). Although RS are viewed with caution by some crystallographers, most estimates shown to have good precision. Strong trends apparent results. example, high likelihoods found for aromatic solvents electron-withdrawing substituents and low acyclic aliphatic hydrocarbons. Results different CSD subsets, such as metalloorganic, highly correlated. The that will form is almost always higher when part mixture than it pure. two heterosolvate (i.e., both structure) can be well product normal only one structure). space-group preferences vary significantly nature cocrystallized solvent. Those nonsolvates solvent(s) from which they were crystallized. Solvents inversion centers favor solvate crystallization centrosymmetric space groups, 2-fold rotational symmetry promote groups proper axes. inclusion cyclohexane carbon tetrachloride lattice facilitate trigonal tetragonal respectively. Our results can: (a) guide selection undesired; (b) assist predicting formation, e.g., Bayesian algorithms; (c) choice crystal structure prediction; (d) suggest ways incorporation used influence groups.

Язык: Английский

---

The formation mechanism of hollow spherulites and molecular conformation of curcumin and solvate

CrystEngComm, Год журнала: 2020, Номер 22(48), С. 8405 - 8411

Опубликована: Янв. 1, 2020

In this study, curcumin 1,4-dioxane solvates (CUR–DIO) were obtained in two molecular ratios of 1 : 1.5 (CUR–DIO-1.5) and (CUR–DIO-1) at different temperatures.

Язык: Английский

---