2-(4-Bromobenzoyl)-1-ferrocenylspiro[11H-pyrrolidizine-3,11′-indeno[1,2-b]quinoxaline

Sivasubramanian Suhitha,Adukamparai Rajukrishnan Sureshbabu,Devadasan Velmurugan,Raghavachary Raghunathan,Krishnaswamy Gunasekaran

doi:10.1107/s1600536813023064

Sivasubramanian Suhitha, Adukamparai Rajukrishnan Sureshbabu + Show 3 more

Open Access

https://doi.org/10.1107/s1600536813023064

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Abstract

In the title compound, [Fe(C5H5)(C33H25BrN3O)], the fused four-ring system, 11H-indeno[1,2-b]quinoxaline is essentially planar, with a maximum deviation of 0.087 (3) Å from the least-squares plane of the attached benzene ring. The pyrrolidine rings adopt envelope conformation and make a dihedral angle of 51.76 (19)° with each other. The cyclopentadiene rings of the ferrocenyl moiety have an eclipsed conformation. The Br atom deviates by 0.0190 (9) Å from the attached benzene ring. The molecular structure features an intramolecular C—H⋯N interaction, which generates an S(8) ring motif. The crystal packing features C—H⋯O interactions, which generate R 2 2(18) centrosymmetric dimers, as well as C—H⋯π interactions.

Highlights

In the title compound, [Fe(C5H5)(C33H25BrN3O)], the fused four-ring system, 11H-indeno[1,2-b]quinoxaline is essentially planar, with a maximum deviation of 0.087 (3) Å from the least-squares plane of the attached benzene ring
The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry
An approximate treatment of cell esds is used for estimating esds involving l.s. planes

Summary

Bruker SMART APEXII areadetector diffractometer

Rint = 0.028 a Centre of Advanced Study in Crystallography and Biophysics, University of Madras, Guindy Campus, Chennai 600 025, India, and bDepartment of Organic Chemistry, University of Madras, Guindy Campus, Chennai 600 025, India. In the title compound, [Fe(C5H5)(C33H25BrN3O)], the fused four-ring system, 11H-indeno[1,2-b]quinoxaline is essentially planar, with a maximum deviation of 0.087 (3) Å from the least-squares plane of the attached benzene ring. The pyrrolidine rings adopt envelope conformation and make a dihedral angle of 51.76 (19) with each other. The cyclopentadiene rings of the ferrocenyl moiety have an eclipsed conformation. The Br atom deviates by 0.0190 (9) Å from the attached benzene ring. The molecular structure features an intramolecular C—H N interaction, which generates an. The crystal packing features C—H O interactions, which generate R22(18) centrosymmetric dimers, as well as C—H interactions

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