Classification of the isostructurality of organic molecules in the crystalline state

Kàlmán, Alajos; Pa̋rkányi, László; Argay, Gyula

doi:10.1107/s010876819300610x

Cited by 226 publications

(119 citation statements)

References 4 publications

(9 reference statements)

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“…1a, b) in the asymmetric parts of the unit cells of similar dimensions (Table 1). The values of the unit-cell similarity index (P) [58] and the isostructurality index [59] (I i (n); n denote a number of identical heavy atoms in the related structures, and here it is equal 13) calculated for these two compounds are 0.016 and 98.8 %, respectively. These values are very close to the values of 0.000 and 100 %, respectively, and as such indicate that structures 1 and 2 are close to the ideal case of isostructurality.…”

Section: Resultsmentioning

confidence: 99%

Two isostructural halogen derivatives of 9-ethylcarbazole: crystal structure, Hirshfeld surface analysis, and structural comparison with other simple analogs

et al. 2015

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This article describes a detailed study of the molecular packing and intermolecular interactions in crystals of two derivatives of 9-ethylcarbazole, i.e., 3-chloro-and 3-bromo-9-ethylcarbazole (1 and 2, respectively). A significance of this study lies both in the comparison drawn between the crystal structures of these compounds and those of several of their simple analogs [i.e., 3,6-dibromo-9-ethylcarbazole (3), 3,6-dibromo-9-methylcarbazole (4), 3,6-dibromocarbazole (5), 3-bromocarbazole (6), 3,6-diiodocarbazole (7), 9-ethylcarbazole (8), 9-methylcarbazole (9) and carbazole (10)], and in the preliminary assessment of their suitability as active materials for organic electronics. This comparison shows a close similarity in the packing of molecules of three of them (i.e., 3, 4, 6) that form the p-stacks along the shortest crystallographic axes, with a substantial spatial overlap between adjacent molecules in the stacks, depending mainly on the length of substituent at position 9 of carbazole skeleton and on the ratio of (%CÁÁÁH)/(%CÁÁÁC) interactions. Similar to them, in the crystal structures of 1 and 2 there is slipped face-to-face pÁÁÁp interaction, but in contrast this interaction connects two molecules of these compounds into the dimers that are further connected by C-HÁÁÁp interaction. The molecular packing in crystals of these compounds is intermediate between the arrangement of molecules of 3, 4, and 6, where the slipped p-stacking is predominant, and the typical herringbone packing in compounds 5 and 7-10. Thus, it can be supposed that out of ten compounds analyzed here, only 3, 4, and 6 will turn to be the most promising materials for device applications (particularly for field-effect transistors).

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Section: Resultsmentioning

confidence: 99%

Two isostructural halogen derivatives of 9-ethylcarbazole: crystal structure, Hirshfeld surface analysis, and structural comparison with other simple analogs

et al. 2015

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“…where (a + b + c) > (aꞌ + bꞌ + cꞌ) [58]. The calculation employs orthogonalised unit cell parameters which are generated automatically in PLATON [37] (22) present case, Π computes to 0.56.…”

Section: Molecular Packing In 1-3mentioning

confidence: 99%

Structural systematics of aryl-1,3-dithiane derivatives: crystal and energy-minimised structures, and Hirshfeld surface analysis

Zukerman-Schpector

Madureira

Stefani

et al. 2016

Zeitschrift Für Kristallographie - Crystalline Materials

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“…The cell similarity indices (π) as well as the isostructurality [I(s)] and molecular isometricity indices [I(m)] were estimated for each pair of compounds [10][11][12], and are listed in Table V. The cell similarity index (π) was calculated as…”

Section: Isostructurality Calculationsmentioning

confidence: 99%

“…In the event of great similarity of the two unit cells, the value of π is close to zero [10,12]. Despite the difference in the host-guest stoichiometries (Table I) ... [3] ... [8] ... [5] ... [9] ... [4] ... [6] ... [1] ... [7] indices (Table V).…”

Section: Isostructurality Calculationsmentioning

confidence: 99%

“…Nevertheless, systematic and/or comparative studies, using X-ray diffraction methods on single crystals, may further extend our knowledge on the chemistry of the calixarene complexes, in particular when an individual calixarene is the host for different organic guests. Such a comparative series of compounds is described here, reporting the preparation, X-ray crystal structures and isostructurality calculations [10][11][12] of four inclusion species formed by calix [4]arene 1 (Scheme 1) and various guest solvents, such as acetone, dimethyl formamide (DMF), dimethyl sulfoxide (DMSO) and butan-1-ol (n-BuOH).…”

Section: Introductionmentioning

confidence: 99%

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Versatile Inclusion Behaviour of a Dinitrocalix[4]arene Having Two Ester Pendants – Preparation and X-ray Crystal Structures of Complexes

Gruber

Weber

Seichter

et al. 2006

Supramolecular Chemistry

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Classification of the isostructurality of organic molecules in the crystalline state

Cited by 226 publications

References 4 publications

Two isostructural halogen derivatives of 9-ethylcarbazole: crystal structure, Hirshfeld surface analysis, and structural comparison with other simple analogs

Two isostructural halogen derivatives of 9-ethylcarbazole: crystal structure, Hirshfeld surface analysis, and structural comparison with other simple analogs

Structural systematics of aryl-1,3-dithiane derivatives: crystal and energy-minimised structures, and Hirshfeld surface analysis

Versatile Inclusion Behaviour of a Dinitrocalix[4]arene Having Two Ester Pendants – Preparation and X-ray Crystal Structures of Complexes

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