El Ajlaoui Rahhal, Hakmaoui Yassine, Rakib El Mostapha, Ketatni El Mostafa, Saadi Mohamed, El Ammari Lahcen
Laboratory of Molecular Chemistry, Materials and Catalysis, Faculty of Sciences and Technics, Sultan Moulay Slimane University, Béni-Mellal, BP 523, Morocco.
Département de Chimie, Faculté des Sciences Appliquées Ait Melloul, Université IBN ZOHR, N10. BP 6146 Cité Azrou, Ait Melloul, 86150 Agadir, Morocco.
Acta Crystallogr E Crystallogr Commun. 2022 Jan 7;78(Pt 2):125-129. doi: 10.1107/S2056989021013621. eCollection 2022 Jan 1.
The title compound, CHBrNO, resulted from the 1,3-dipolar cyclo-addition reaction between dimethyl acetyl-enedi-carboxyl-ate and (3-bromo-benzyl-idene)-4-methyl-5-oxopyrazolidin-2-ium-1-ide in CHCl. The dihedral angle between the pyrazole rings (all atoms) is 32.91 (10)°; the oxo-pyrazole ring displays an envelope conformation whereas the other pyrazole ring adopts a twisted conformation. The bromo-phenyl ring subtends a dihedral angle of 88.95 (9)° with the mean plane of its attached pyrazole ring. In the crystal, the mol-ecules are linked by C-H⋯O hydrogen bonds and aromatic π-π inter-actions with an inter-centroid distance of 3.8369 (10) Å. The Hirshfeld surface analysis and fingerprint plots reveal that the mol-ecular packing is governed by H⋯H (37.1%), O⋯H/H⋯O (31.3%), Br⋯H/H⋯Br (13.5%) and C⋯H/H⋯C (10.6%) contacts. The energy framework indicates that dispersion energy is the major contributor to the mol-ecular packing.
标题化合物CHBrNO是由二甲基乙炔二羧酸酯与(3-溴亚苄基)-4-甲基-5-氧代吡唑烷-2-鎓-1-亚胺在CHCl中发生1,3-偶极环加成反应生成的。吡唑环(所有原子)之间的二面角为32.91 (10)°;氧代吡唑环呈信封式构象,而另一个吡唑环呈扭曲构象。溴代苯环与其相连的吡唑环平均平面的二面角为88.95 (9)°。在晶体中,分子通过C-H⋯O氢键和芳香π-π相互作用相连,质心间距为3.8369 (10) Å。Hirshfeld表面分析和指纹图谱表明,分子堆积受H⋯H(37.1%)、O⋯H/H⋯O(31.3%)、Br⋯H/H⋯Br(13.5%)和C⋯H/H⋯C(10.6%)接触的控制。能量框架表明,色散能是分子堆积的主要贡献因素。