Ammonium 3-cyano-4-(dicyanomethylene)-5-oxo-4,5-dihydro-1<i>H</i>-pyrrol-2-olate monohydrate

Тафеенко, В. А.; Peschar, R.; Kajukov, Yakov S.; Kornilov, K. N.; Aslanov, L. A.

doi:10.1107/s0108270105009200

Cited by 7 publications

(3 citation statements)

References 3 publications

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“…Our previous research showed that salts based on new organic anion HA – (Figure ) are a convenient model to investigate and develop new approaches toward engineering certain crystal structures with desired properties. − Mainly our research was dedicated to influence such factors as π–π interactions, hydrogen bonds, and coordination bonds on solid-state luminescence of HA – -based salts. In this article we present insight into the nature of the disorder factor and its influence on luminescent properties of organic salt built from N,N -dimethylanilinium cation (DMA + ) and 3-cyano-4-dicyanomethylene-5-oxo-4,5-dihydro-1 H -pyrrole-2-olate anion (HA – ).…”

Section: Introductionmentioning

confidence: 99%

Disorder for the Sake of Order

Тафеенко

Gurskiy

2016

Crystal Growth & Design

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Crystal structure analysis of two N,N-dimethylanilinium 3-cyano-4-dicyanomethylene-5-oxo-4,5-dihydro-1H-pyrrole-2-olate (DMA+_HA–) polymorphs (α, β) allowed us to conclude that a degree of disorder in crystal is a constant characteristic of the polymorph. A change in the degree of disorder in the crystal requires a change in the crystal phase. The disorder effect on solid-state luminescence of α, β polymorphs is presented.

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Section: Introductionmentioning

confidence: 99%

Disorder for the Sake of Order

Тафеенко

Gurskiy

2016

Crystal Growth & Design

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“…5 and Table 3). Although adjacent dimers are packed in a fashion similar to that found in the ammonium salt (Tafeenko et al, 2005), the arrangement of the dimers is somewhat different. In the ammonium salt, adjacent dimers are connected by (-C-N)Á Á Á(N-C-) dipole-dipole andinteractions, thus forming infinite planar ribbons, while for the The packing of the rubidium salt, viewed along the a axis, showing the coordination of the cations by the stacked anions.…”

Section: Commentmentioning

confidence: 86%

Luminescence properties of three structures built from 3-cyano-4-dicyanomethylene-5-oxo-4,5-dihydro-1H-pyrrol-2-olate and alkaline metals (Na, K and Rb)

Тафеенко¹,

Gurskiy²,

Баранов³

et al. 2009

Acta Crystallogr C

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The structures of three salts of 3-cyano-4-dicyanomethylene-5-oxo-4,5-dihydro-1H-pyrrol-2-olate with alkali metals (Na, K and Rb) are related to their luminescence properties. The Rb salt, rubidium(I) 3-cyano-4-dicyanomethylene-5-oxo-4,5-dihydro-1H-pyrrol-2-olate, Rb(+).C(8)HN(4)O(2)(-), is isomorphous with the previously reported potassium salt. For the Na compound, sodium(I) 3-cyano-4-dicyanomethylene-5-oxo-4,5-dihydro-1H-pyrrol-2-olate dihydrate, Na(+).C(8)HN(4)O(2)(-).2H(2)O, two independent sodium ions, located on inversion centers, are coordinated by four water molecules each and additionally by two cyano groups for one and two carbonyl groups for the other. The luminescence spectra in solution are unaffected by the nature of the cation but vary strongly with the dielectric constant of the solvent. In the solid state, the emission maxima vary with structural features; the redshift of the maximum luminescence varies inversely with the distance between the stacked anions.

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“…4). The ribbons of adjacent walls are parallel, in contrast to the crystal structure of the ammonium salt (Tafeenko et al, 2005), where ribbons of adjacent walls form a dihedral angle of 53.70 (4) . The distance between the anions in the stacks of the caesium salt is 3.244 (10) Å .…”

Section: Figurementioning

confidence: 93%

Luminescence properties of the structure built from 3-cyano-4-dicyanomethylene-5-oxo-4,5-dihydro-1H-pyrrol-2-olate and caesium(I)

et al. 2010

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The structure of caesium(I) 3-cyano-4-dicyanomethylene-5-oxo-4,5-dihydro-1H-pyrrol-2-olate (CsA), Cs(+).C(8)HN(4)O(2)(-), is related to its luminescence properties. The structure of CsA (triclinic, P-1) is not isomorphous with previously reported structures (monoclinic, P2(1)/c) of the KA and RbA salts. Nevertheless, the coordination numbers of the metals are equal for all salts (nine). Each anion in the CsA salt is connected by pairs of inversion-related N-H...O hydrogen bonds to another anion, forming a centrosymmetric dimer. The dimers are linked into infinite ribbons, stacked by means of pi-pi interactions, thus building up an anionic wall. Time-dependent density functional theory calculations show that the formation of the dimer shifts the wavelength of the luminescence maximum to the blue region. Shortening the distance between stacked anions in the row [from 3.431 (5) A for RbA to 3.388 (2) A for KA to 3.244 (10) A for CsA] correlates with a redshift of the luminescence maximum from 574 and 580 nm to 596 nm, respectively.

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Ammonium 3-cyano-4-(dicyanomethylene)-5-oxo-4,5-dihydro-1H-pyrrol-2-olate monohydrate

Cited by 7 publications

References 3 publications

Disorder for the Sake of Order

Disorder for the Sake of Order

Luminescence properties of three structures built from 3-cyano-4-dicyanomethylene-5-oxo-4,5-dihydro-1H-pyrrol-2-olate and alkaline metals (Na, K and Rb)

Luminescence properties of the structure built from 3-cyano-4-dicyanomethylene-5-oxo-4,5-dihydro-1H-pyrrol-2-olate and caesium(I)

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