Schinke Jascha, Gelbrich Thomas, Griesser Ulrich J
University of Innsbruck, Institute of Pharmacy, Innrain 52, 6020 Innsbruck, Austria.
Acta Crystallogr E Crystallogr Commun. 2022 Sep 6;78(Pt 10):979-983. doi: 10.1107/S2056989022008647. eCollection 2022 Oct 1.
In the isoxaflutole mol-ecule {systematic name: (5-cyclo-propyl-1,2-oxazol-4-yl)[2-(methyl-sulfon-yl)-4-(tri-fluoro-meth-yl)phen-yl]methanone; CHFNOS}, the 1,2-oxazole and methanone fragments form an almost coplanar unit, whereas the methanone and phenyl mean planes are inclined by an angle of more than 60°. This conformation differs fundamentally from all other known examples of the 1,2-oxazol-4-yl(phen-yl)methanone fragment and is ascribed to the presence of the bulky methyl-sulfonyl substituent at the phenyl ring. PIXEL calculations reveal that the largest contributions to the stabilization of the crystal persist within a columnar arrangement of mol-ecules along the twofold screw axis and in inter-actions between adjacent columns related by an inversion operation. Both these intra-column and inter-column motifs are dominated by the dispersion energy term but also display additional significant stabilization effects as a result of three short inter-molecular C-H⋯O contacts involving the methane-sulfonyl-O atoms.
在异恶唑草酮分子{系统名称：(5-环丙基-1,2-恶唑-4-基)[2-(甲基磺酰基)-4-(三氟甲基)苯基]甲酮；CHFNOS}中，1,2-恶唑和甲酮片段形成一个几乎共面的单元，而甲酮和苯基平均平面倾斜角度超过60°。这种构象与1,2-恶唑-4-基(苯基)甲酮片段的所有其他已知例子有根本不同，这归因于苯环上存在庞大的甲基磺酰基取代基。PIXEL计算表明，晶体稳定化的最大贡献存在于沿二重螺旋轴的分子柱状排列以及通过反演操作相关的相邻柱之间的相互作用中。这两种柱内和柱间基序均以色散能项为主导，但由于涉及甲磺酰基-O原子的三个短分子间C-H⋯O接触，也显示出额外的显著稳定化效应。
