π-stacking and C - X⋯D (X = H, NO2; D = O, π) inter-actions in the crystal network of both C - H⋯N and π-stacked dimers of 1,2-bis-(4-bromo-phenyl)-1H-benzimidazole and 2-(4-bromo-phenyl)-1-(4- nitro-phenyl)-1H-benzimidazole

Jazmin E. González-Padilla; Martha C. Rosales-Hernández; Itzia I. Padilla-Martínez; Efren V. García-Báez; Susana Rojas-Lima; Veronica Salazar-Pereda

doi:10.1107/S2053229613033329

π-stacking and C - X⋯D (X = H, NO₂; D = O, π) inter-actions in the crystal network of both C - H⋯N and π-stacked dimers of 1,2-bis-(4-bromo-phenyl)-1H-benzimidazole and 2-(4-bromo-phenyl)-1-(4- nitro-phenyl)-1H-benzimidazole

Jazmin E. González-Padilla, Martha C. Rosales-Hernández, Itzia I. Padilla-Martínez, Efren V. García-Báez, Susana Rojas-Lima, Veronica Salazar-Pereda

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

3 Scopus citations

Abstract

Mol-ecules of 1,2-bis-(4-bromo-phenyl)-1H-benzimidazole, C19H12Br2N2, (I), and 2-(4-bromo-phenyl)-1-(4-nitro-phenyl)-1H-benzimidazole, C19H12BrN3O2, (II), are arranged in dimeric units through C - H⋯N and parallel-displaced π-stacking inter-actions favoured by the appropriate disposition of N- and C-bonded phenyl rings with respect to the mean benzimidazole plane. The mol-ecular packing of the dimers of (I) and (II) arises by the concurrence of a diverse set of weak inter-molecular C - X⋯D (X = H, NO2; D = O, π) inter-actions.

Original language	English
Pages (from-to)	55-59
Number of pages	5
Journal	Acta Crystallographica Section C: Structural Chemistry
Volume	70
Issue number	1
DOIs	https://doi.org/10.1107/S2053229613033329
State	Published - Jan 2014

Keywords

crystal structure
hydrogen bonding
phenylbenzimidazole
supra-molecular structures
π-stacking

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González-Padilla, J. E., Rosales-Hernández, M. C., Padilla-Martínez, I. I., García-Báez, E. V., Rojas-Lima, S., & Salazar-Pereda, V. (2014). π-stacking and C - X⋯D (X = H, NO₂; D = O, π) inter-actions in the crystal network of both C - H⋯N and π-stacked dimers of 1,2-bis-(4-bromo-phenyl)-1H-benzimidazole and 2-(4-bromo-phenyl)-1-(4- nitro-phenyl)-1H-benzimidazole. Acta Crystallographica Section C: Structural Chemistry, 70(1), 55-59. https://doi.org/10.1107/S2053229613033329

González-Padilla, Jazmin E. ; Rosales-Hernández, Martha C. ; Padilla-Martínez, Itzia I. et al. / π-stacking and C - X⋯D (X = H, NO₂; D = O, π) inter-actions in the crystal network of both C - H⋯N and π-stacked dimers of 1,2-bis-(4-bromo-phenyl)-1H-benzimidazole and 2-(4-bromo-phenyl)-1-(4- nitro-phenyl)-1H-benzimidazole. In: Acta Crystallographica Section C: Structural Chemistry. 2014 ; Vol. 70, No. 1. pp. 55-59.

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title = "π-stacking and C - X⋯D (X = H, NO2; D = O, π) inter-actions in the crystal network of both C - H⋯N and π-stacked dimers of 1,2-bis-(4-bromo-phenyl)-1H-benzimidazole and 2-(4-bromo-phenyl)-1-(4- nitro-phenyl)-1H-benzimidazole",

abstract = "Mol-ecules of 1,2-bis-(4-bromo-phenyl)-1H-benzimidazole, C19H12Br2N2, (I), and 2-(4-bromo-phenyl)-1-(4-nitro-phenyl)-1H-benzimidazole, C19H12BrN3O2, (II), are arranged in dimeric units through C - H⋯N and parallel-displaced π-stacking inter-actions favoured by the appropriate disposition of N- and C-bonded phenyl rings with respect to the mean benzimidazole plane. The mol-ecular packing of the dimers of (I) and (II) arises by the concurrence of a diverse set of weak inter-molecular C - X⋯D (X = H, NO2; D = O, π) inter-actions.",

keywords = "crystal structure, hydrogen bonding, phenylbenzimidazole, supra-molecular structures, π-stacking",

author = "Gonz{\'a}lez-Padilla, {Jazmin E.} and Rosales-Hern{\'a}ndez, {Martha C.} and Padilla-Mart{\'i}nez, {Itzia I.} and Garc{\'i}a-B{\'a}ez, {Efren V.} and Susana Rojas-Lima and Veronica Salazar-Pereda",

year = "2014",

month = jan,

doi = "10.1107/S2053229613033329",

language = "Ingl{\'e}s",

volume = "70",

pages = "55--59",

journal = "Acta Crystallographica Section C: Structural Chemistry",

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González-Padilla, JE, Rosales-Hernández, MC , Padilla-Martínez, II , García-Báez, EV, Rojas-Lima, S & Salazar-Pereda, V 2014, 'π-stacking and C - X⋯D (X = H, NO₂; D = O, π) inter-actions in the crystal network of both C - H⋯N and π-stacked dimers of 1,2-bis-(4-bromo-phenyl)-1H-benzimidazole and 2-(4-bromo-phenyl)-1-(4- nitro-phenyl)-1H-benzimidazole', Acta Crystallographica Section C: Structural Chemistry, vol. 70, no. 1, pp. 55-59. https://doi.org/10.1107/S2053229613033329

π-stacking and C - X⋯D (X = H, NO₂; D = O, π) inter-actions in the crystal network of both C - H⋯N and π-stacked dimers of 1,2-bis-(4-bromo-phenyl)-1H-benzimidazole and 2-(4-bromo-phenyl)-1-(4- nitro-phenyl)-1H-benzimidazole. / González-Padilla, Jazmin E.; Rosales-Hernández, Martha C.; Padilla-Martínez, Itzia I. et al.
In: Acta Crystallographica Section C: Structural Chemistry, Vol. 70, No. 1, 01.2014, p. 55-59.

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

TY - JOUR

T1 - π-stacking and C - X⋯D (X = H, NO2; D = O, π) inter-actions in the crystal network of both C - H⋯N and π-stacked dimers of 1,2-bis-(4-bromo-phenyl)-1H-benzimidazole and 2-(4-bromo-phenyl)-1-(4- nitro-phenyl)-1H-benzimidazole

AU - González-Padilla, Jazmin E.

AU - Rosales-Hernández, Martha C.

AU - Padilla-Martínez, Itzia I.

AU - García-Báez, Efren V.

AU - Rojas-Lima, Susana

AU - Salazar-Pereda, Veronica

PY - 2014/1

Y1 - 2014/1

N2 - Mol-ecules of 1,2-bis-(4-bromo-phenyl)-1H-benzimidazole, C19H12Br2N2, (I), and 2-(4-bromo-phenyl)-1-(4-nitro-phenyl)-1H-benzimidazole, C19H12BrN3O2, (II), are arranged in dimeric units through C - H⋯N and parallel-displaced π-stacking inter-actions favoured by the appropriate disposition of N- and C-bonded phenyl rings with respect to the mean benzimidazole plane. The mol-ecular packing of the dimers of (I) and (II) arises by the concurrence of a diverse set of weak inter-molecular C - X⋯D (X = H, NO2; D = O, π) inter-actions.

AB - Mol-ecules of 1,2-bis-(4-bromo-phenyl)-1H-benzimidazole, C19H12Br2N2, (I), and 2-(4-bromo-phenyl)-1-(4-nitro-phenyl)-1H-benzimidazole, C19H12BrN3O2, (II), are arranged in dimeric units through C - H⋯N and parallel-displaced π-stacking inter-actions favoured by the appropriate disposition of N- and C-bonded phenyl rings with respect to the mean benzimidazole plane. The mol-ecular packing of the dimers of (I) and (II) arises by the concurrence of a diverse set of weak inter-molecular C - X⋯D (X = H, NO2; D = O, π) inter-actions.

KW - crystal structure

KW - hydrogen bonding

KW - phenylbenzimidazole

KW - supra-molecular structures

KW - π-stacking

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U2 - 10.1107/S2053229613033329

DO - 10.1107/S2053229613033329

M3 - Artículo

C2 - 24399227

SN - 2053-2296

VL - 70

SP - 55

EP - 59

JO - Acta Crystallographica Section C: Structural Chemistry

JF - Acta Crystallographica Section C: Structural Chemistry

IS - 1

ER -

González-Padilla JE, Rosales-Hernández MC , Padilla-Martínez II , García-Báez EV, Rojas-Lima S, Salazar-Pereda V. π-stacking and C - X⋯D (X = H, NO₂; D = O, π) inter-actions in the crystal network of both C - H⋯N and π-stacked dimers of 1,2-bis-(4-bromo-phenyl)-1H-benzimidazole and 2-(4-bromo-phenyl)-1-(4- nitro-phenyl)-1H-benzimidazole. Acta Crystallographica Section C: Structural Chemistry. 2014 Jan;70(1):55-59. doi: 10.1107/S2053229613033329