Structure and packing arrangement of molecular compounds. VII. 7,7,8,8-Tetracyanoquinodimethane–naphthalene (1:1)

Shaanan, Boaz; Shmueli, U.; Rabinovich, Daniel

doi:10.1107/s0567740876008297

Cited by 16 publications

(7 citation statements)

References 15 publications

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“…The average standard deviations in the bond distances and angles are 0.007 .A and 0.4 ° in the complex, and 0.003/k and 0.2 ° in the PF 6 group. The dimensions of the naphthalene substituents are close to those reported for naphthalene in other structures, and are consistent with the known picture of incomplete delocalization in this molecule (Cruickshank, 1957;Shaanan, Shmueli & Rabinovich, 1976). The PF 6 group forms an almost perfect octahedron.…”

Section: Discussionsupporting

confidence: 87%

Structure and binding in molecular complexes of cyclic polyethers. III. Host–guest interaction involving two assemblies of binding sites

Goldberg¹

1977

Acta Crystallogr Sect B

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The crystal structure of the one-to-one complex between a synthetic ligand (I) (C40Hs00~z) containing two 18-crown-6 macrocyclic moieties and a bis(hexafluorophosphate) salt of tetramethylenediamine has been determined by X-ray diffraction methods at low temperature (-160°C). Crystals are orthorhombic, space group Pben, with a = 18-971 (3), b = 19.137 (3), c = 13.932 (2)/l,, and Z = 4. The structure was solved by direct methods and refined by full-matrix least-squares methods to R =0.059 for 2371 independent reflexions measured by counter diffractometry. In the solid, the molecules are located on crystallographic twofold axes. The macro-ring assemblies of binding sites in the host are held in a convergent relationship through hydrogen bonding to functional groups of the guest species. The ammonium ions centre into the inside faces of the macrocycles, the tetramethylene chain being strung between the two rings. All the N to O distances range from 2.9 to 3.1 ,~,, suggesting that direct N ÷... :(3 interactions are involved in stabilizing the host-guest complex. Molecular conformation and dimensions, and the geometry of the intermolecular binding are described in detail.

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Section: Discussionsupporting

confidence: 87%

Structure and binding in molecular complexes of cyclic polyethers. III. Host–guest interaction involving two assemblies of binding sites

Goldberg¹

1977

Acta Crystallogr Sect B

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“…All systems are characterized by a 1:1 stoichiometry and crystallized in mixed-stack arrays. The crystals of 4T-TCNQ (4T = quaterthiophene), 4TA-TCNQ (4TA = thieno[2″,3″:4′,5′]thieno[2′,3′- d ]thieno[3,2- b ]thiophene, naphthalene-TCNQ, anthracene-PMDA, tetracene-TCNQ, tetracene-PMDA, chrysene-TCNQ, TTN-TCNQ (TTN = tetrathieno[2,3- a :3′,2′- c :2″,3″-f:3‴,2‴- h ]naphthalene), phenazine-TCNQ, DBT-TCNQ (DBT = dibenzothiophene), and d 14 - p -terphenyl-TCNQ belong to the triclinic space group P 1̅ , while the coronene-TCNQ, pyrene-TCNQ, and 4Me-porphine-TCNQ crystals belong to P2 1 / c , P2 1 / b , and P2 1 / n , respectively. Anthracene-TCNQ and BZ-TCNQ (BZ = benzidine/4,4′-diaminobiphenyl) crystallize in the C 2/ m monoclinic space group.…”

Section: Resultsmentioning

confidence: 99%

Electronic Properties of Mixed-Stack Organic Charge-Transfer Crystals

Zhu

Fonari

et al. 2014

J. Phys. Chem. C

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The electronic structures of a series of donor− acceptor mixed-stack crystals have been investigated by means of density functional theory calculations. The results highlight that a number of the donor−acceptor crystals under consideration are characterized by wide valence and conduction bands, large hole and electron electronic couplings, and as a result very low hole and electron effective masses. The fact that the effective masses and electronic couplings for holes and electrons are nearly equal along the stacking directions implies that the hole and electron mobilities in these systems are also similar. In addition, in several of these crystals, charge transport has a two-dimensional character. The impact on the charge transport properties of the electronic couplings between donor and acceptor frontier orbitals and of the related energy gaps is also discussed.

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“…2-Fluoronaphthalene (3) jumps in the same fashion, but the crystal structure does show disorder in the position of the F atom15 (see Figure Id). Other cases of hindered rotation in the crystal are those of the cyclopentadiene units in ferrocene (4), whose structure is partially disordered at room temperature,16 or of the benzene rings in dibenzenechromium (5). 17 If the reorientational motions become quite easy and widespread, plastic crystals are produced which exhibit a preliquid behavior.…”

Section: B Reorientationsmentioning

confidence: 99%