11-[(E)-2-Fluorobenzylidene]-8-(2-fluorophenyl)-14-hydroxy-6-thia-3,13-diazaheptacyclo[13.7.1.19,13.02,9.02,14.03,7.019,23]tetracosa-1(22),15(23),16,18,20-pentaen-10-one

Raju Suresh Kumar,Hasnah Osman,Ibrahim Abdul Razak,Suhana Arshad,Abdulrahman I Almansour

doi:10.1107/s1600536812025512

Abstract

In the title compound, C34H26F2N2O2S, an intramolecular O—H⋯N hydrogen bond forms an S(5) ring motif. The piperidine ring adopts a chair conformation. The thiazolidine ring and one of the pyrrolidine rings adopt envolope conformations with methylene C atoms at the flap, whereas the other pyrrolidine ring adopts a half-chair conformation. The fluoro-substituted benzene rings form dihedral angles of 32.25 (10) and 38.27 (10)°, respectively, with the mean plane of the dihydroacenaphthylene ring system [maximum deviation = 0.043 (2) Å]. The dihedral angle between the fluoro-substituted benzene rings is 64.13 (14)°. In the crystal, molecules are linked by weak C—H⋯O, C—H⋯F and C—H⋯S hydrogen bonds into a three-dimensional network.

Highlights

H N hydrogen bond forms an S(5) ring motif
Molecules are linked by weak C—H O, C—H F and C—H S hydrogen bonds into a three-dimensional network
For stability of the temperature controller used in the data collection, see: Cosier & Glazer (1986)

Summary

Structure Reports

Raju Suresh Kumar,a Hasnah Osman,a‡ Abdulrahman I. Experimental a School of Chemical Sciences, Universiti Sains Malaysia, 11800 USM, Penang, Malaysia, bDepartment of Chemistry, College of Sciences, King Saud University, PO Box 2455, Riyadh 11451, Saudi Arabia, and cSchool of Physics, Universiti Sains. H N hydrogen bond forms an S(5) ring motif. The piperidine ring adopts a chair conformation. The thiazolidine ring and one of the pyrrolidine rings adopt envolope conformations with methylene C atoms at the flap, whereas the other pyrrolidine ring adopts a half-chair conformation. The fluorosubstituted benzene rings form dihedral angles of 32.25 (10). The dihedral angle between the fluoro-substituted benzene rings is 64.13 (14). Molecules are linked by weak C—H O, C—H F and C—H S hydrogen bonds into a three-dimensional network

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