Effect of substitution on the dimensionality of supramolecular aggregation in dihydrobenzo-pyrazoloquinolines

J  Portilla; J  Quiroga; J  Cobo; J N  Low; C  Glidewell

doi:10.1107/S0108270105020093

Effect of substitution on the dimensionality of supramolecular aggregation in dihydrobenzo-pyrazoloquinolines

J Portilla, J Quiroga, J Cobo, J N Low, C Glidewell

School of Chemistry

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Abstract

Molecules of 8-methyl-10-phenyl-6,10-dihydro-5H-benzo[h]pyrazolo[3,4-b]quinoline, C21H17N3, (I), are linked into cyclic centrosymmetric dimers by means of paired C-H center dot center dot center dot N hydrogen bonds. In each of 8-methyl-7,10-diphenyl-6,10-dihydro-5H-benzo[h] pyrazolo[3,4-b] quinoline, C27H21N3, (II), and 8-methyl-7-(4-methylphenyl)-10-phenyl-6,10-dihydro-5H-benzo[h] pyrazolo[3,4-b] quinoline, C28H23N3, (III), the molecules are linked by C-H center dot center dot center dot pi(arene) hydrogen bonds into sheets, although the detailed construction of the sheets is entirely different in (II) and (III). The molecules of 7-(4-methoxyphenyl)-8-methyl-10-phenyl-6,10-dihydro-5H-benzo[h] pyrazolo[3,4-b] quinoline, C28H23N3O, (IV), are linked into a complex three-dimensional framework structure by a combination of C-H center dot center dot center dot N, C-H center dot center dot center dot O and three independent C-H center dot center dot center dot pi(arene) hydrogen bonds.

Original language	English
Number of pages	7
Journal	Acta Crystallographica Section C-Crystal Structure Communications
Volume	61
DOIs	https://doi.org/10.1107/S0108270105020093
Publication status	Published - Aug 2005

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@article{d63ab87b31ab4c51a8eca9fa351d077a,

title = "Effect of substitution on the dimensionality of supramolecular aggregation in dihydrobenzo-pyrazoloquinolines",

abstract = "Molecules of 8-methyl-10-phenyl-6,10-dihydro-5H-benzo[h]pyrazolo[3,4-b]quinoline, C21H17N3, (I), are linked into cyclic centrosymmetric dimers by means of paired C-H center dot center dot center dot N hydrogen bonds. In each of 8-methyl-7,10-diphenyl-6,10-dihydro-5H-benzo[h] pyrazolo[3,4-b] quinoline, C27H21N3, (II), and 8-methyl-7-(4-methylphenyl)-10-phenyl-6,10-dihydro-5H-benzo[h] pyrazolo[3,4-b] quinoline, C28H23N3, (III), the molecules are linked by C-H center dot center dot center dot pi(arene) hydrogen bonds into sheets, although the detailed construction of the sheets is entirely different in (II) and (III). The molecules of 7-(4-methoxyphenyl)-8-methyl-10-phenyl-6,10-dihydro-5H-benzo[h] pyrazolo[3,4-b] quinoline, C28H23N3O, (IV), are linked into a complex three-dimensional framework structure by a combination of C-H center dot center dot center dot N, C-H center dot center dot center dot O and three independent C-H center dot center dot center dot pi(arene) hydrogen bonds.",

author = "J Portilla and J Quiroga and J Cobo and Low, {J N} and C Glidewell",

year = "2005",

month = aug,

doi = "10.1107/S0108270105020093",

language = "English",

volume = "61",

journal = "Acta Crystallographica Section C-Crystal Structure Communications",

issn = "1600-5759",

publisher = "International Union of Crystallography",

}

TY - JOUR

T1 - Effect of substitution on the dimensionality of supramolecular aggregation in dihydrobenzo-pyrazoloquinolines

AU - Portilla, J

AU - Quiroga, J

AU - Cobo, J

AU - Low, J N

AU - Glidewell, C

PY - 2005/8

Y1 - 2005/8

N2 - Molecules of 8-methyl-10-phenyl-6,10-dihydro-5H-benzo[h]pyrazolo[3,4-b]quinoline, C21H17N3, (I), are linked into cyclic centrosymmetric dimers by means of paired C-H center dot center dot center dot N hydrogen bonds. In each of 8-methyl-7,10-diphenyl-6,10-dihydro-5H-benzo[h] pyrazolo[3,4-b] quinoline, C27H21N3, (II), and 8-methyl-7-(4-methylphenyl)-10-phenyl-6,10-dihydro-5H-benzo[h] pyrazolo[3,4-b] quinoline, C28H23N3, (III), the molecules are linked by C-H center dot center dot center dot pi(arene) hydrogen bonds into sheets, although the detailed construction of the sheets is entirely different in (II) and (III). The molecules of 7-(4-methoxyphenyl)-8-methyl-10-phenyl-6,10-dihydro-5H-benzo[h] pyrazolo[3,4-b] quinoline, C28H23N3O, (IV), are linked into a complex three-dimensional framework structure by a combination of C-H center dot center dot center dot N, C-H center dot center dot center dot O and three independent C-H center dot center dot center dot pi(arene) hydrogen bonds.

AB - Molecules of 8-methyl-10-phenyl-6,10-dihydro-5H-benzo[h]pyrazolo[3,4-b]quinoline, C21H17N3, (I), are linked into cyclic centrosymmetric dimers by means of paired C-H center dot center dot center dot N hydrogen bonds. In each of 8-methyl-7,10-diphenyl-6,10-dihydro-5H-benzo[h] pyrazolo[3,4-b] quinoline, C27H21N3, (II), and 8-methyl-7-(4-methylphenyl)-10-phenyl-6,10-dihydro-5H-benzo[h] pyrazolo[3,4-b] quinoline, C28H23N3, (III), the molecules are linked by C-H center dot center dot center dot pi(arene) hydrogen bonds into sheets, although the detailed construction of the sheets is entirely different in (II) and (III). The molecules of 7-(4-methoxyphenyl)-8-methyl-10-phenyl-6,10-dihydro-5H-benzo[h] pyrazolo[3,4-b] quinoline, C28H23N3O, (IV), are linked into a complex three-dimensional framework structure by a combination of C-H center dot center dot center dot N, C-H center dot center dot center dot O and three independent C-H center dot center dot center dot pi(arene) hydrogen bonds.

U2 - 10.1107/S0108270105020093

DO - 10.1107/S0108270105020093

M3 - Article

SN - 1600-5759

VL - 61

JO - Acta Crystallographica Section C-Crystal Structure Communications

JF - Acta Crystallographica Section C-Crystal Structure Communications

ER -

Effect of substitution on the dimensionality of supramolecular aggregation in dihydrobenzo-pyrazoloquinolines

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