Thermal expansion properties of organic crystals: a CSD study

Lee, Arie van der; Dumitrescu, Dan

doi:10.1039/d1sc01076j

Cited by 48 publications

(42 citation statements)

References 76 publications

(74 reference statements)

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“…Firstly, due to the gradual increase in temperature from 118 K to 258 K, the single crystal of Form II showed a periodic trend with respect to the thermal expansion coefficients which were computed via PASCal software. 32,41 SCXRD data sets for a crystal were collected from 118 K to 258 K at an interval of 20 K, and the unit cell dimensions were used as input data in PASCal for computing the thermal expansion coefficient (Table S6, ESI †). As shown in Fig.…”

Section: Resultsmentioning

confidence: 99%

Tracing shape memory effect and elastic bending in a conformationally flexible organic salt

et al. 2022

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Section: Resultsmentioning

confidence: 99%

Tracing shape memory effect and elastic bending in a conformationally flexible organic salt

et al. 2022

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“…Similar behavior has been observed before for organic crystals. 51,52 The overall effect is a large thermal expansion a V 4 300 M K À1 (the mean value for volumetric thermal expansion of organic compounds was estimated as a V = 168.6 M K À1 , with a standard deviation s of 72.5 M K À1 ), 31 which means that in the range of temperature investigated (35-82 1C) the increase in volume is about 2%. This large thermal expansion effect is reflected in the observed shift of the diffracted peaks with temperature.…”

Section: Thermal Expansionmentioning

confidence: 99%

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

et al. 2022

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“…The orthogonal thermal expansion coefficients ∝ X 1 , ∝ X 2 , ∝ X 3 , and ∝ V calculated from the cell parameters at low temperatures and near ambient temperatures have been collected in Table . The thermal indicatrix anisotropy coefficients (IACs ,, ), which are a measure, between −1 and 1, of the anisotropy of the thermal expansion, have also been calculated. The IAC ellipsoid is very oblate for values close to −1 and very prolate for values close to 1 when all lengths of the principal axes are positive.…”

Section: Resultsmentioning

confidence: 99%

Packing Polymorphism Affecting the Optoelectronic Properties of a π-Conjugated Organic Compound

Roche

Moreau

Dautel

et al. 2021

Crystal Growth & Design

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Benzothieno[3,benzothiophene (BTBT) derivatives are widely employed as hole transport materials in organic field-effect transistors. The electronic properties of these 2 materials depend critically on the crystal packing, which depends on its turn on the choice of the attached functional group. With symmetrically attached alcohol chains the structure may display different packing modes depending on the number of CH2 groups in the alkyl chain. The dipentanol BTBT derivative has two polymorphs I and II, crystallizing from different solvents, with distinct packing modes and consequently different electronic properties. Whereas the conformational changes are very small between I and II and the hydrogen bonding networks in the structures are identical, the adjacent BTBT cores are differently shifted and oriented with respect to each other. It is shown by Density Functional Theory that polymorph I having unfavorable electronic properties is slightly more stable than polymorph II. This is caused by the much more attractive cross stacking between BTBT cores and C5OH chains in I than in II. The stacking in II originates rather from electrostatic interactions between the BTBT cores. The differences and resemblances with the packing modes of the di-butanol and di-hexanol derivatives are discussed. Both polymorphic forms I and II display negative uniaxial thermal expansion, but in different directions with respect to the packing of the molecules. SynopsisThe present study describes the packing polymorphism of a benzothienobenzothiophene derivative containing symmetric hydroxy aliphatic chains of which one form is semiconducting and the other not. Density Functional Theory and Non-Covalent Interaction calculations are used to discriminate the two forms. They are also structurally compared with very similar compounds having one methylene spacer more or less in the aliphatic chain. IntroductionASSOCIATED CONTENT Supporting Information. Crystal structure data of BTBT-C5OH-I and BTBT-C5OH-II, packing similarities between BTBT-C5OH-I and BTBT-C5OH-II and other structures in the Cambridge Structural Database, photomicrographs of crystals of polymorph I and II, thermal expansion data of BTBT-C5-OH-I, atomic displacement plots for the low-temperature structures of I and II with atom labelling, unusual geometric observations (Mogul analysis), 6-molecules clusters for polymorph I and II used for the promolecular NCI calculations, electron density variation between BTBT-C5-OH isolated subunits (DFT calculations). Crystallographic Information Framework (CIF) files for all structural models reported in this paper have been deposited at the Cambridge Structural Database under the numbers CCDC 2059375, 2060594-2060599. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/structures" AUTHOR INFORMATION

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Thermal expansion properties of organic crystals: a CSD study

Abstract: The thermal expansion properties of crystalline organic compounds are investigated by data mining of the Cambridge Structural Database (CSD). The mean volumetric thermal expansion coefficient is 168.8 10-6K-1 and...

Cited by 48 publications

References 76 publications

Tracing shape memory effect and elastic bending in a conformationally flexible organic salt

Tracing shape memory effect and elastic bending in a conformationally flexible organic salt

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

Packing Polymorphism Affecting the Optoelectronic Properties of a π-Conjugated Organic Compound

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