Author/Authors :
Viswanathan, Vijayan Centre of Advanced Study in Crystallography and Biophysics - University of Madras - Guindy Campus, India , Siva Rao, Naga Department of Organic Chemistry - University of Madras, India , Raghunathan, Raghavachary Department of Organic Chemistry - University of Madras, India , Velmurugan, Devadasan Centre of Advanced Study in Crystallography and Biophysics - University of Madras - Guindy Campus, India
Abstract :
In the first of the compounds reported herein, namely 6′-ferrocenyl-6a′-nitro-6′,6a′,6b′,7′,9′,11a′-hexahydro-2H-spiro[acenaphthylene-1,11′-chromeno[3′,4′:3,4]pyrrolo[1,2-c]thiazol]-2-one, [Fe(C5H5)(C29H21N2O4S)], (I), the thiazolidine ring adopts a twist conformation on the methine N—C atoms. In the second compound, viz. 6′-(4-methoxyphenyl)-6a′-nitro-6′,6a′,6b′,7′,9′,11a′-hexahydro-2H-spiro[acenaphthylene-1,11′-chromeno[3′,4′:3,4]pyrrolo[1,2-c]thiazol]-2-one, [Fe(C5H5)(C26H19N2O5S)], (II), the thiazolidine ring adopts an envelope conformation with a methine C atom as the flap. In both compounds, the pyrrolidine ring adopts a twist conformation on the thiazolidine and tetrahydropyran C atoms. The mean planes of the thiazolidine and pyrrolidine rings subtend angles of 67.30 (1) and 62.95 (7)° in (I) and (II), respectively, while the mean plane of the pyrrolidine ring makes dihedral angles of 76.53 (1) and 87.74 (7)° with the acenaphthylene ring system in (I) and (II), respectively. In both compounds, an intramolecular C—H⋯O hydrogen bond forms an S(7) ring motif. In the crystal of (I), molecules are linked via two different C—H⋯O hydrogen bonds, forming chains along [001] and [100]. In (II), they are linked through C—H⋯O hydrogen bonds, forming dimers with an R22(10) ring motif while C—H⋯π interactions link the molecules in a head-to-tail fashion, forming chains along the a-axis direction.
Keywords :
crystal structure , ferrocenyl , thiazolidine derivative , acenaphthylene , C—H⋯π interactions , hydrogen bonding , chromane