Hydrogen-bonded chains in isostructural 5-methyl-2-(4-methylphenyl)-7,8-dihydro-6H-cyclopenta[g]pyrazolo[1,5-a]pyrimidine, 2-(4-chlorophenyl)-5-methyl-7,8-dihydro-6H-cyclopenta[g]pyrazolo[1,5-a]pyrimidine and 2-(4-bromophenyl)-5-methyl-7,8-dihydro-6H-cyclopenta[g]pyrazolo[1,5-a]pyrimidine, and sheets of pi-stacked hydrogen-bonded chains in 2-(4-methoxyphenyl)-5-methyl-7,8-dihydro-6H-cyclopenta[g]pyrazolo [1,5-a]pyrimidine

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

doi:10.1107/S0108270105016720

Hydrogen-bonded chains in isostructural 5-methyl-2-(4-methylphenyl)-7,8-dihydro-6H-cyclopenta[g]pyrazolo[1,5-a]pyrimidine, 2-(4-chlorophenyl)-5-methyl-7,8-dihydro-6H-cyclopenta[g]pyrazolo[1,5-a]pyrimidine and 2-(4-bromophenyl)-5-methyl-7,8-dihydro-6H-cyclopenta[g]pyrazolo[1,5-a]pyrimidine, and sheets of pi-stacked hydrogen-bonded chains in 2-(4-methoxyphenyl)-5-methyl-7,8-dihydro-6H-cyclopenta[g]pyrazolo [1,5-a]pyrimidine

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

School of Chemistry

Research output: Contribution to journal › Article › peer-review

Abstract

5-Methyl-2-(4-methylphenyl)-7,8-dihydro-6H-cyclopenta[ g]pyrazolo[ 1,5-a] pyrimidine, C17H17N3, 2-(4-chlorophenyl)-5-methyl- 7,8-dihydro-6H-cyclopenta[g] pyrazolo[1,5-a] pyrimidine, C16H14ClN3, and 2-(4-bromophenyl)-5-methyl-7,8-dihydro-6H- cyclopenta[g] pyrazolo[ 1,5- a] pyrimidine, C16H14BrN3, are isostructural; in each compound, the molecules are linked into chains by a single C - H center dot center dot center dot pi(arene) hydrogen bond. Molecules of 2-(4-methoxyphenyl)-5-methyl- 7,8-dihydro-6H-cyclopenta[ g] pyrazolo[ 1,5- a] pyrimidine, C17H17N3O, are linked by a single C - H center dot center dot center dot N hydrogen bond into chains, which are themselves linked into sheets by a pi-pi stacking interaction.

Original language	English
Number of pages	5
Journal	Acta Crystallographica Section C-Crystal Structure Communications
Volume	61
DOIs	https://doi.org/10.1107/S0108270105016720
Publication status	Published - Jul 2005

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Portilla, J., Quiroga, J., Cobo, J., Low, J. N., & Glidewell, C. (2005). Hydrogen-bonded chains in isostructural 5-methyl-2-(4-methylphenyl)-7,8-dihydro-6H-cyclopenta[g]pyrazolo[1,5-a]pyrimidine, 2-(4-chlorophenyl)-5-methyl-7,8-dihydro-6H-cyclopenta[g]pyrazolo[1,5-a]pyrimidine and 2-(4-bromophenyl)-5-methyl-7,8-dihydro-6H-cyclopenta[g]pyrazolo[1,5-a]pyrimidine, and sheets of pi-stacked hydrogen-bonded chains in 2-(4-methoxyphenyl)-5-methyl-7,8-dihydro-6H-cyclopenta[g]pyrazolo [1,5-a]pyrimidine. Acta Crystallographica Section C-Crystal Structure Communications, 61. https://doi.org/10.1107/S0108270105016720

Portilla, J ; Quiroga, J ; Cobo, J et al. / Hydrogen-bonded chains in isostructural 5-methyl-2-(4-methylphenyl)-7,8-dihydro-6H-cyclopenta[g]pyrazolo[1,5-a]pyrimidine, 2-(4-chlorophenyl)-5-methyl-7,8-dihydro-6H-cyclopenta[g]pyrazolo[1,5-a]pyrimidine and 2-(4-bromophenyl)-5-methyl-7,8-dihydro-6H-cyclopenta[g]pyrazolo[1,5-a]pyrimidine, and sheets of pi-stacked hydrogen-bonded chains in 2-(4-methoxyphenyl)-5-methyl-7,8-dihydro-6H-cyclopenta[g]pyrazolo [1,5-a]pyrimidine. In: Acta Crystallographica Section C-Crystal Structure Communications. 2005 ; Vol. 61.

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title = "Hydrogen-bonded chains in isostructural 5-methyl-2-(4-methylphenyl)-7,8-dihydro-6H-cyclopenta[g]pyrazolo[1,5-a]pyrimidine, 2-(4-chlorophenyl)-5-methyl-7,8-dihydro-6H-cyclopenta[g]pyrazolo[1,5-a]pyrimidine and 2-(4-bromophenyl)-5-methyl-7,8-dihydro-6H-cyclopenta[g]pyrazolo[1,5-a]pyrimidine, and sheets of pi-stacked hydrogen-bonded chains in 2-(4-methoxyphenyl)-5-methyl-7,8-dihydro-6H-cyclopenta[g]pyrazolo [1,5-a]pyrimidine",

abstract = "5-Methyl-2-(4-methylphenyl)-7,8-dihydro-6H-cyclopenta[ g]pyrazolo[ 1,5-a] pyrimidine, C17H17N3, 2-(4-chlorophenyl)-5-methyl- 7,8-dihydro-6H-cyclopenta[g] pyrazolo[1,5-a] pyrimidine, C16H14ClN3, and 2-(4-bromophenyl)-5-methyl-7,8-dihydro-6H- cyclopenta[g] pyrazolo[ 1,5- a] pyrimidine, C16H14BrN3, are isostructural; in each compound, the molecules are linked into chains by a single C - H center dot center dot center dot pi(arene) hydrogen bond. Molecules of 2-(4-methoxyphenyl)-5-methyl- 7,8-dihydro-6H-cyclopenta[ g] pyrazolo[ 1,5- a] pyrimidine, C17H17N3O, are linked by a single C - H center dot center dot center dot N hydrogen bond into chains, which are themselves linked into sheets by a pi-pi stacking interaction.",

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

year = "2005",

month = jul,

doi = "10.1107/S0108270105016720",

language = "English",

volume = "61",

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

issn = "1600-5759",

publisher = "International Union of Crystallography",

}

Portilla, J, Quiroga, J, Cobo, J, Low, JN & Glidewell, C 2005, 'Hydrogen-bonded chains in isostructural 5-methyl-2-(4-methylphenyl)-7,8-dihydro-6H-cyclopenta[g]pyrazolo[1,5-a]pyrimidine, 2-(4-chlorophenyl)-5-methyl-7,8-dihydro-6H-cyclopenta[g]pyrazolo[1,5-a]pyrimidine and 2-(4-bromophenyl)-5-methyl-7,8-dihydro-6H-cyclopenta[g]pyrazolo[1,5-a]pyrimidine, and sheets of pi-stacked hydrogen-bonded chains in 2-(4-methoxyphenyl)-5-methyl-7,8-dihydro-6H-cyclopenta[g]pyrazolo [1,5-a]pyrimidine', Acta Crystallographica Section C-Crystal Structure Communications, vol. 61. https://doi.org/10.1107/S0108270105016720

Hydrogen-bonded chains in isostructural 5-methyl-2-(4-methylphenyl)-7,8-dihydro-6H-cyclopenta[g]pyrazolo[1,5-a]pyrimidine, 2-(4-chlorophenyl)-5-methyl-7,8-dihydro-6H-cyclopenta[g]pyrazolo[1,5-a]pyrimidine and 2-(4-bromophenyl)-5-methyl-7,8-dihydro-6H-cyclopenta[g]pyrazolo[1,5-a]pyrimidine, and sheets of pi-stacked hydrogen-bonded chains in 2-(4-methoxyphenyl)-5-methyl-7,8-dihydro-6H-cyclopenta[g]pyrazolo [1,5-a]pyrimidine. / Portilla, J ; Quiroga, J ; Cobo, J et al.
In: Acta Crystallographica Section C-Crystal Structure Communications, Vol. 61, 07.2005.

Research output: Contribution to journal › Article › peer-review

TY - JOUR

T1 - Hydrogen-bonded chains in isostructural 5-methyl-2-(4-methylphenyl)-7,8-dihydro-6H-cyclopenta[g]pyrazolo[1,5-a]pyrimidine, 2-(4-chlorophenyl)-5-methyl-7,8-dihydro-6H-cyclopenta[g]pyrazolo[1,5-a]pyrimidine and 2-(4-bromophenyl)-5-methyl-7,8-dihydro-6H-cyclopenta[g]pyrazolo[1,5-a]pyrimidine, and sheets of pi-stacked hydrogen-bonded chains in 2-(4-methoxyphenyl)-5-methyl-7,8-dihydro-6H-cyclopenta[g]pyrazolo [1,5-a]pyrimidine

AU - Portilla, J

AU - Quiroga, J

AU - Cobo, J

AU - Low, J N

AU - Glidewell, C

PY - 2005/7

Y1 - 2005/7

N2 - 5-Methyl-2-(4-methylphenyl)-7,8-dihydro-6H-cyclopenta[ g]pyrazolo[ 1,5-a] pyrimidine, C17H17N3, 2-(4-chlorophenyl)-5-methyl- 7,8-dihydro-6H-cyclopenta[g] pyrazolo[1,5-a] pyrimidine, C16H14ClN3, and 2-(4-bromophenyl)-5-methyl-7,8-dihydro-6H- cyclopenta[g] pyrazolo[ 1,5- a] pyrimidine, C16H14BrN3, are isostructural; in each compound, the molecules are linked into chains by a single C - H center dot center dot center dot pi(arene) hydrogen bond. Molecules of 2-(4-methoxyphenyl)-5-methyl- 7,8-dihydro-6H-cyclopenta[ g] pyrazolo[ 1,5- a] pyrimidine, C17H17N3O, are linked by a single C - H center dot center dot center dot N hydrogen bond into chains, which are themselves linked into sheets by a pi-pi stacking interaction.

AB - 5-Methyl-2-(4-methylphenyl)-7,8-dihydro-6H-cyclopenta[ g]pyrazolo[ 1,5-a] pyrimidine, C17H17N3, 2-(4-chlorophenyl)-5-methyl- 7,8-dihydro-6H-cyclopenta[g] pyrazolo[1,5-a] pyrimidine, C16H14ClN3, and 2-(4-bromophenyl)-5-methyl-7,8-dihydro-6H- cyclopenta[g] pyrazolo[ 1,5- a] pyrimidine, C16H14BrN3, are isostructural; in each compound, the molecules are linked into chains by a single C - H center dot center dot center dot pi(arene) hydrogen bond. Molecules of 2-(4-methoxyphenyl)-5-methyl- 7,8-dihydro-6H-cyclopenta[ g] pyrazolo[ 1,5- a] pyrimidine, C17H17N3O, are linked by a single C - H center dot center dot center dot N hydrogen bond into chains, which are themselves linked into sheets by a pi-pi stacking interaction.

U2 - 10.1107/S0108270105016720

DO - 10.1107/S0108270105016720

M3 - Article

SN - 1600-5759

VL - 61

JO - Acta Crystallographica Section C-Crystal Structure Communications

JF - Acta Crystallographica Section C-Crystal Structure Communications

ER -

Portilla J, Quiroga J, Cobo J, Low JN, Glidewell C. Hydrogen-bonded chains in isostructural 5-methyl-2-(4-methylphenyl)-7,8-dihydro-6H-cyclopenta[g]pyrazolo[1,5-a]pyrimidine, 2-(4-chlorophenyl)-5-methyl-7,8-dihydro-6H-cyclopenta[g]pyrazolo[1,5-a]pyrimidine and 2-(4-bromophenyl)-5-methyl-7,8-dihydro-6H-cyclopenta[g]pyrazolo[1,5-a]pyrimidine, and sheets of pi-stacked hydrogen-bonded chains in 2-(4-methoxyphenyl)-5-methyl-7,8-dihydro-6H-cyclopenta[g]pyrazolo [1,5-a]pyrimidine. Acta Crystallographica Section C-Crystal Structure Communications. 2005 Jul;61. doi: 10.1107/S0108270105016720