Theoretical study of imidazole ⋯ NO complexes

Rachel Crespo-Otero; Kenny Bravo-Rodríguez; Reynier Suardíaz; Luis A. Montero; José M. García De La Vega

doi:10.1021/jp9042733

Theoretical study of imidazole ⋯ NO complexes

Rachel Crespo-Otero, Kenny Bravo-Rodríguez, Reynier Suardíaz, Luis A. Montero, José M. García De La Vega

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Abstract

A set of weak complexes between imidazole (Imi) and nitric oxide (NO) were calculated with UMP2/6-31++G(d,p) and UMP2/6-311++G(2d,2p) levels of theory. Planar and nonplanar geometries were considered. Complexes of NO and protonated imidazole (ImiH^-) were also studied due to the biological important effect of Imi protonation. It was found that ring protonation increases the stability of planar complexes and does not affect significantly nonplanar complexes. The Z-H⋯XY (Z = C, N and X, Y = N, O) interactions resulted as hydrogen bonds according to Koch and Popelier criteria based on AIM theory. Charge transfer was also found very important for complex stabilization within our theoretical framework. Planar NO⋯ImiH^- complexes are more stable than those obtained with neutral Imi.

Original language	English
Pages (from-to)	14595-14605
Number of pages	11
Journal	Journal of Physical Chemistry A
Volume	113
Issue number	52
DOIs	https://doi.org/10.1021/jp9042733
Publication status	Published - 3 Dec 2009

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title = "Theoretical study of imidazole ⋯ NO complexes",

abstract = "A set of weak complexes between imidazole (Imi) and nitric oxide (NO) were calculated with UMP2/6-31++G(d,p) and UMP2/6-311++G(2d,2p) levels of theory. Planar and nonplanar geometries were considered. Complexes of NO and protonated imidazole (ImiH-) were also studied due to the biological important effect of Imi protonation. It was found that ring protonation increases the stability of planar complexes and does not affect significantly nonplanar complexes. The Z-H⋯XY (Z = C, N and X, Y = N, O) interactions resulted as hydrogen bonds according to Koch and Popelier criteria based on AIM theory. Charge transfer was also found very important for complex stabilization within our theoretical framework. Planar NO⋯ImiH- complexes are more stable than those obtained with neutral Imi.",

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T1 - Theoretical study of imidazole ⋯ NO complexes

AU - Crespo-Otero, Rachel

AU - Bravo-Rodríguez, Kenny

AU - Suardíaz, Reynier

AU - Montero, Luis A.

AU - De La Vega, José M. García

PY - 2009/12/3

Y1 - 2009/12/3

N2 - A set of weak complexes between imidazole (Imi) and nitric oxide (NO) were calculated with UMP2/6-31++G(d,p) and UMP2/6-311++G(2d,2p) levels of theory. Planar and nonplanar geometries were considered. Complexes of NO and protonated imidazole (ImiH-) were also studied due to the biological important effect of Imi protonation. It was found that ring protonation increases the stability of planar complexes and does not affect significantly nonplanar complexes. The Z-H⋯XY (Z = C, N and X, Y = N, O) interactions resulted as hydrogen bonds according to Koch and Popelier criteria based on AIM theory. Charge transfer was also found very important for complex stabilization within our theoretical framework. Planar NO⋯ImiH- complexes are more stable than those obtained with neutral Imi.

AB - A set of weak complexes between imidazole (Imi) and nitric oxide (NO) were calculated with UMP2/6-31++G(d,p) and UMP2/6-311++G(2d,2p) levels of theory. Planar and nonplanar geometries were considered. Complexes of NO and protonated imidazole (ImiH-) were also studied due to the biological important effect of Imi protonation. It was found that ring protonation increases the stability of planar complexes and does not affect significantly nonplanar complexes. The Z-H⋯XY (Z = C, N and X, Y = N, O) interactions resulted as hydrogen bonds according to Koch and Popelier criteria based on AIM theory. Charge transfer was also found very important for complex stabilization within our theoretical framework. Planar NO⋯ImiH- complexes are more stable than those obtained with neutral Imi.

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JO - Journal of Physical Chemistry A

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ER -

Theoretical study of imidazole ⋯ NO complexes

Abstract

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