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1-(4-氟苯基)-3-甲基-4-苯硫基-1H-吡唑-5(4H)-酮

1-(4-Fluoro-phen-yl)-3-methyl-4-phenyl-sulfanyl-1H-pyrazol-5(4H)-one.

作者信息

Shahani Tara, Fun Hoong-Kun, Ragavan R Venkat, Vijayakumar V, Venkatesh M

出版信息

Acta Crystallogr Sect E Struct Rep Online. 2010 Oct 20;66(Pt 11):o2815-6. doi: 10.1107/S1600536810040596.

Abstract

The title compound, C(16)H(13)FN(2)OS, has undergone enol-to-keto tautomerism during the crystallization process. The 1H-pyrazole-5-one ring [maximum deviation = 0.0198 (11) Å] is inclined at angles of 33.10 (5) and 79.57 (5)° with respect to the fluoro-phenyl [maximum deviation = 0.0090 (12) Å] and phenyl-thiol [maximum deviation = 0.0229 (3) Å] rings attached to it. In the crystal, neighbouring mol-ecules are linked into inversion dimers, generating R(2) (2)(8) ring motifs. These dimers are further linked into two-dimensional arrays parallel to the bc plane via inter-molecular N-H⋯O, C-H⋯F and C-H⋯O hydrogen bonds. The crystal is further stabilized by weak π-π [centroid-centroid distance = 3.6921 (7) Å] and C-H⋯π inter-actions.

摘要

标题化合物C(16)H(13)FN(2)OS在结晶过程中发生了烯醇式到酮式的互变异构。1H-吡唑-5-酮环[最大偏差 = 0.0198 (11) Å]相对于与之相连的氟苯基[最大偏差 = 0.0090 (12) Å]和苯硫基[最大偏差 = 0.0229 (3) Å]环的倾斜角度分别为33.10 (5)°和79.57 (5)°。在晶体中,相邻分子通过反演形成二聚体,产生R(2) (2)(8)环模式。这些二聚体通过分子间的N-H⋯O、C-H⋯F和C-H⋯O氢键进一步连接成平行于bc平面的二维阵列。晶体通过弱的π-π[质心-质心距离 = 3.6921 (7) Å]和C-H⋯π相互作用进一步稳定。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c58a/3009262/31edf11047f7/e-66-o2815-fig1.jpg

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