4.7 Article

Understanding the Impact of Halogenation on the Crystalline Photomechanical Response Properties of 9-Anthracene Carboxylic Acid from First-Principles

Related references

Note: Only part of the references are listed.
Review Chemistry, Multidisciplinary

Delocalization error: The greatest outstanding challenge in density-functional theory

Kyle R. Bryenton et al.

Summary: This article reviews the history of delocalization error in density-functional theory (DFT), provides conceptual interpretations and illustrative examples of its manifestations, and discusses approaches to reduce this error and its interplay with other shortcomings of popular DFAs.

WILEY INTERDISCIPLINARY REVIEWS-COMPUTATIONAL MOLECULAR SCIENCE (2023)

Article Chemistry, Multidisciplinary

Polymorphs, Solvatomorphs, Hydrate, and Perhydrate of Dabrafenib

Sunil K. Rai et al.

Summary: Crystal form screening of the anticancer drug dabrafenib (DBF) was conducted, leading to the discovery of three crystal forms and eight solvates. The stability of the polymorphs was calculated, with form II being the most stable. The study also analyzed the water content of an isomorphous peroxosolvate and found it to be a mixed hydrate/peroxosolvate. The findings suggest further research opportunities in the solid-form landscape of DBF.

CRYSTAL GROWTH & DESIGN (2023)

Article Chemistry, Physical

Organic Crystal Packing Is Key to Determining the Photomechanical Response

Cameron J. Cook et al.

Summary: Organic photomechanical crystals, as molecular machines, have great potential but lack clear theoretical design principles. Density functional theory calculations show that crystal packing significantly affects the work densities of photochromes. Different crystal structures of the same species can vary the predicted work densities by an order of magnitude. Parallel alignment of molecules produces a highly anisotropic photomechanical response, resulting in the highest work densities. Polymorph screening and crystal engineering could improve these work densities. Additionally, a thermodynamic asymmetry biases photomechanical engines to exhibit higher work densities in the forward stroke direction.

JOURNAL OF PHYSICAL CHEMISTRY LETTERS (2023)

Review Chemistry, Multidisciplinary

Mechanical properties and peculiarities of molecular crystals

Wegood M. Awad et al.

Summary: Molecular crystals have diverse physical properties and can be studied by responding to electric, magnetic, and light fields. The mechanical properties of molecular crystals enhance our understanding of weakly bound molecules under internal and external forces. The importance of mechanical properties to practical applications and the need for improvement in measurement techniques and conceptual tools are emphasized.

CHEMICAL SOCIETY REVIEWS (2023)

Article Chemistry, Multidisciplinary

Correlating Reaction Dynamics and Size Change during the Photomechanical Transformation of 9-Methylanthracene Single Crystals

Kohei Morimoto et al.

Summary: High-quality single crystals of 9-methylanthracene exhibit more homogeneous reaction kinetics compared to polycrystalline samples, resulting in a linear expansion correlated with reaction progress. This class of solid-state phase change material shows clear linear expansion during 100% photoconversion, demonstrating potential for actuation applications.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2022)

Review Chemistry, Multidisciplinary

Global Analysis of the Mechanical Properties of Organic Crystals

Durga Prasad Karothu et al.

Summary: This paper summarizes the mechanical properties of organic crystals over the past three decades and establishes a global mechanical property profile. Organic crystals occupy a specific region in the mechanical property-density space and can be used to predict and identify mechanically robust organic crystal materials.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2022)

Article Chemistry, Physical

The interplay of intra- and intermolecular errors in modeling conformational polymorphs

Gregory J. O. Beran et al.

Summary: This study investigates the conformational polymorphs of organic molecular crystals using various theoretical models, analyzing the impact of dispersion errors in density functionals on monomer conformational energies, intermolecular interactions, and crystal structures. The results provide insights into crystal structure prediction for flexible compounds and establish benchmark datasets for testing quantum chemistry models in complex systems.

JOURNAL OF CHEMICAL PHYSICS (2022)

Article Chemistry, Physical

Spin-component-scaled and dispersion-corrected second-order Moller-Plesset perturbation theory: a path toward chemical accuracy

Chandler Greenwell et al.

Summary: A spin-component-scaled, dispersion-corrected MP2 model (SCS-MP2D) is proposed to address the limitations of MP2 in describing dispersion interactions and reaction thermochemistry. Experimental results show that SCS-MP2D considerably improves the accuracy of MP2 and is comparable in accuracy and computational cost to state-of-the-art density functionals.

PHYSICAL CHEMISTRY CHEMICAL PHYSICS (2022)

Article Multidisciplinary Sciences

Exceptionally high work density of a ferroelectric dynamic organic crystal around room temperature

Durga Prasad Karothu et al.

Summary: This study reports on an organic actuating material with exceptionally large stroke that can convert energy into work at room temperature. The material outperforms electric cylinders, ceramic piezoactuators, and electrostatic actuators in terms of maximum force density and has work capacity comparable to thermal actuators. The study demonstrates the untapped potential of ionic organic crystals for various applications.

NATURE COMMUNICATIONS (2022)

Article Chemistry, Multidisciplinary

The role of free space in photochemical reactions in crystals at high pressure - the case of 9-methylanthracene

Julia Bakowicz et al.

Summary: The influence of pressure on the [4+4] photodimerization of 9-methylanthracene crystals is investigated. Crystals of the pure product are obtained under high pressure, allowing for the monitoring of the reaction. The initial increase in unit-cell volume caused by the reaction is reduced at high pressure due to decreased void volume. Despite the smaller void volume at high pressure, dimer molecules change the orientation of monomer molecules in the crystal structure.

ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE CRYSTAL ENGINEERING AND MATERIALS (2022)

Article Chemistry, Multidisciplinary

Effect of Fluorination on the Polymorphism and Photomechanical Properties of Cinnamalmalononitrile Crystals

Thomas J. Gately et al.

Summary: This paper explores the effects of fluorine substitution on the molecular properties, crystal packing, and solid-state photochemical reactivity of Cinnamalmalononitrile (CM) derivatives. The addition of fluorines shifts the molecular energy gap and enables polymorphism, altering the polymorph landscape and energetics. Experimental and computational results illustrate how even minor modifications to the molecular structure can significantly impact crystal structures and photomechanical behavior.

CRYSTAL GROWTH & DESIGN (2022)

Article Multidisciplinary Sciences

Performance of molecular crystals in conversion of light to mechanical work

Jad Mahmoud Halabi et al.

Summary: Dynamic molecular crystals have shown promising potential as energy-transducing materials for actuators, with the ability to substitute micromotor drivers in mechanical positioning and microgripping tasks. Finite element modeling and performance evaluation are essential tools in predicting and optimizing the mechanical response of these materials for soft microrobotics applications.

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA (2021)

Review Multidisciplinary Sciences

Recent Development of Photodeformable Crystals: From Materials to Mechanisms

Cheng Huang et al.

Summary: Photodeformable materials, which convert photon energy into mechanical energy, have shown great potential in various applications such as actuators and photoswitches due to their unique photoinduced deformable properties. Different categories of photodeformable crystals exhibit diverse light-responsive mechanisms and behaviors, with significant roles in molecular photodeformation and promising applications. Challenges and future development directions for photodeformable crystals are also emphasized.

RESEARCH (2021)

Article Materials Science, Multidisciplinary

Multiple stimuli-responsive flexible crystal with 2D elastic bending, plastic twisting and photoinduced bending capabilities

Kui Chen et al.

Summary: This study reports an anthracene derivative crystal, 9-anthraldehyde, that responds to mechanical force and light, exhibiting properties such as two-dimensional elastic bending, plastic twisting, and photoinduced bending. The unique properties of the crystal can be attributed to the intermolecular interactions and molecular arrangement types, providing a new perspective on creating stimuli-responsive mono-component crystals with multiple properties.

JOURNAL OF MATERIALS CHEMISTRY C (2021)

Article Chemistry, Multidisciplinary

Effect of halogen substitution on energies and dynamics of reversible photomechanical crystals based on 9-anthracenecarboxylic acid

Thomas J. Gately et al.

Summary: 9-Anthracene carboxylic acid derivatives form a family of thermally reversible photomechanical molecular crystals, with steric interactions playing a dominant role in photodimer formation and an energetic threshold of 80-90 kJ per mole for the dimerization reaction. Fluorinated 9ACs exhibit absent intermolecular bonding, explaining observed trends in dissociation kinetics and mechanical reset times. Photodimer dissociation kinetics depend on the initial photodimer amount, leading to a complex relationship between halogen atom substitution and dissociation rates.

CRYSTENGCOMM (2021)

Article Materials Science, Multidisciplinary

Rubrene untwisted: common density functional theory calculations overestimate its deviant tendencies

Chandler Greenwell et al.

Summary: This study investigates the impact of rubrene's electronic properties and crystal structure on carrier mobility, revealing an overestimation of twisting energy in DFT calculations and the potential for discovering new planar-core rubrene derivatives with lower twisting energies through solid form screening.

JOURNAL OF MATERIALS CHEMISTRY C (2021)

Article Chemistry, Multidisciplinary

Bridging photochemistry and photomechanics with NMR crystallography: the molecular basis for the macroscopic expansion of an anthracene ester nanorod

Kevin R. Chalek et al.

Summary: The study demonstrates how a novel combination of techniques including ensemble oriented-crystal solid-state NMR, X-ray diffraction, and first principles computational modeling can establish the atomic-resolution mechanism for the photomechanical response of crystals composed of photoreactive molecules. The model constructed based on these techniques accurately predicts the elongation of the crystal nanorods. Understanding how molecular-level photochemistry generates mechanical displacements allows for the tuning of the expansion of the nanorods by controlling the initial orientation of the unit cell, offering new insights into the relationship between atomic-level structural rearrangement and mechanical response in nanostructured samples.

CHEMICAL SCIENCE (2021)

Article Chemistry, Physical

PSI4 1.4: Open-source software for high-throughput quantum chemistry

Daniel G. A. Smith et al.

JOURNAL OF CHEMICAL PHYSICS (2020)

Article Chemistry, Multidisciplinary

Inaccurate Conformational Energies Still Hinder Crystal Structure Prediction in Flexible Organic Molecules

Chandler Greenwell et al.

CRYSTAL GROWTH & DESIGN (2020)

Review Chemistry, Multidisciplinary

The Rise of the Dynamic Crystals

Pance Naumov et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2020)

Article Materials Science, Multidisciplinary

Photomechanical molecular crystals and nanowire assemblies based on the [2+2] photodimerization of a phenylbutadiene derivative

Fei Tong et al.

JOURNAL OF MATERIALS CHEMISTRY C (2020)

Article Chemistry, Physical

Hybrid Organic Inorganic Photon-Powered Actuators Based on Aligned Diarylethene Nanocrystals

Xinning Dong et al.

CHEMISTRY OF MATERIALS (2019)

Review Chemistry, Multidisciplinary

Photomechanical Organic Crystals as Smart Materials for Advanced Applications

Qi Yu et al.

CHEMISTRY-A EUROPEAN JOURNAL (2019)

Review Chemistry, Multidisciplinary

Commenting on the photoreactions of anthracene derivatives in the solid state

Tommaso Salzillo et al.

CRYSTENGCOMM (2019)

Article Physics, Condensed Matter

Advanced capabilities for materials modelling with QUANTUM ESPRESSO

P. Giannozzi et al.

JOURNAL OF PHYSICS-CONDENSED MATTER (2017)

Article Chemistry, Multidisciplinary

Mechanical motion of molecular crystals induced by [4+4] photodimerisation

Hideko Koshima et al.

CRYSTENGCOMM (2016)

Review Chemistry, Multidisciplinary

Mechanically Responsive Molecular Crystals

Pance Naumov et al.

CHEMICAL REVIEWS (2015)

Article Chemistry, Multidisciplinary

Chemical reaction method for growing photomechanical organic microcrystals

Rabih O. Al-Kaysi et al.

CRYSTENGCOMM (2015)

Review Chemistry, Physical

Organic Photomechanical Materials

Taehyung Kim et al.

CHEMPHYSCHEM (2014)

Article Chemistry, Multidisciplinary

Mechanism of Photoinduced Bending and Twisting in Crystalline Microneedles and Microribbons Composed of 9-Methylanthracene

Taehyung Kim et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2014)

Article Chemistry, Multidisciplinary

A time-resolved powder diffraction study of in-situ photodimerization kinetics of 9-methylanthracene using a CCD area detector and parametric Rietveld refinement

Ahmed F. Mabied et al.

ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE (2012)

Article Chemistry, Multidisciplinary

Light-Driven Molecular-Crystal Actuators: Rapid and Reversible Bending of Rodlike Mixed Crystals of Diarylethene Derivatives

Fumitaka Terao et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2012)

Review Chemistry, Multidisciplinary

Challenges for Density Functional Theory

Aron J. Cohen et al.

CHEMICAL REVIEWS (2012)

Article Chemistry, Physical

Van der Waals interactions in solids using the exchange-hole dipole moment model

A. Otero-de-la-Roza et al.

JOURNAL OF CHEMICAL PHYSICS (2012)

Article Chemistry, Multidisciplinary

Reversible Photoinduced Twisting of Molecular Crystal Microribbons

Lingyan Zhu et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2011)

Article Chemistry, Physical

Photodimerization of Crystalline 9-Anthracenecarboxylic Acid: A Nontopotactic Autocatalytic Transformation

Rene More et al.

JOURNAL OF PHYSICAL CHEMISTRY C (2010)

Article Chemistry, Multidisciplinary

A Diarylethene Cocrystal that Converts Light into Mechanical Work

Masakazu Morimoto et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2010)

Article Chemistry, Multidisciplinary

Reversible photoinduced shape changes of crystalline organic nanorods

Rabih O. Al-Kaysi et al.

ADVANCED MATERIALS (2007)

Article Multidisciplinary Sciences

Rapid and reversible shape changes of molecular crystals on photoirradiation

Seiya Kobatake et al.

NATURE (2007)

Article Chemistry, Multidisciplinary

Photochemically driven shape changes of crystalline organic nanorods

Rabih O. Al-Kaysi et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2006)

Article Chemistry, Multidisciplinary

Monitoring structural transformations in crystals. 6. The [4+4] photodimerization of 9-methylanthracene

I Turowska-Tyrk et al.

ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE (2003)