Spectral analysis and crystal structure of two substituted spiro acenaphthene structures

J. Suresh; R. Vishnu Priya; S. Sivakumar; R. Ranjith Kumar

Spectral analysis and crystal structure of two substituted spiro acenaphthene structures

J. Suresh, R. Vishnu Priya, S. Sivakumar, R. Ranjith Kumar

Abstract

The crystal structure of spiro[2.2"]acenaphthene-1"-onespiro[3.3']-5'-(2-bromophenylmethylidene)-1'-methylpiperidin-4'-one-4-(2-bromophenyl)octahydroindolizine (Ia) and spiro[2.2"]acenaphthene-1"-onespiro[3.3']-5'-(4-bromophenylmethylidene)-1'-methylpiperidin-4'-one-4-(4-bromophenyl)octahydroindolizine (Ib) were elucidated by single crystal X ray diffraction. Compound (Ia), C₃₇H₃₂Br₂N₂O₂, crystallizes in the Orthorombic system, space group P2₁2₁2₁with a = 9.6989(5) Å, b = 16.3615(9) Å, c = 19.8997(11) Å and Z = 4. Compound (Ib), having the same molecular formula, crystallizes in the monoclinic system, space group P 2₁/n with a = 8.3169(5) Å, b = 16.9397(9) Å, c= 22.2466(13) Å, β = 96.943(3)° and Z = 4. The central piperidine ring adopts twisted conformation, the piperidine of octahydroindolizine ring is in half chair conformation and the pyrrole ring is in twisted envelope conformation in both the compounds (Ia) and (Ib). Details of the preparation, NMR and crystal structure determination and intra- and inter- molecular interactions of the compounds are given.

Keywords

Crystal structure; conformation; coordination interactions; hydrogen bond

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