Synthesis, crystal structure and Hirshfeld surface analysis of dimethyl 3-(3-bromo­phen­yl)-6-methyl-7-oxo-3,5,6,7-tetra­hydro­pyrazolo­[1,2-a]pyrazole-1,2-di­carboxyl­ate

Acta Crystallographica Section E Crystallographic Communications(2022)

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摘要
The title compound, C17H17BrN2O5, resulted from the 1,3-dipolar cyclo­addition reaction between dimethyl acetyl­enedi­carboxyl­ate and (3-bromo­benzyl­idene)-4-methyl-5-oxopyrazolidin-2-ium-1-ide in CHCl3. 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 bromo­phenyl ring subtends a dihedral angle of 88.95 (9)° with the mean plane of its attached pyrazole ring. In the crystal, the mol­ecules are linked by C—H⋯O hydrogen bonds and aromatic π–π inter­actions with an inter-centroid distance of 3.8369 (10) Å. The Hirshfeld surface analysis and fingerprint plots reveal that the mol­ecular 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 mol­ecular packing.
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关键词
crystal structure,tetra­hydro­pyrazolo­[1,2-a]pyrazolone,pyrazole-1,2-di­carboxyl­ate,Hirshfeld surface analysis,hydrogen bonds
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