Crystal structure and Hirshfeld surface analysis of a pyrrolo-thiazine complex

Abstract

In the title compound, diethyl 2,2-dioxo-4-(thiophen-2-yl)-1-[(thiophen-2-yl)methyl]-3,4,6,7,8,8a-hexahydro-1H-pyrrolo[2,1-c][1,4]thiazine-1,3-dicarboxylate, C22H28NO6S3, the pyrrolo ring is in an envelope conformation while the thiazine ring adopts a near chair conformation. The dihedral angles between the thiazine ring and the methylthienyl, thienyl and pyrrolo rings are 64.0 (2), 87.92 (7) and 5.6 (2)°, respectively. In the crystal, the molecules are linked by weak C—H...O hydrogen bonds. A Hirshfeld surface analysis was performed to investigate the intermolecular interactions. Disorder of the methylthienyl group with site occupancies of 0. 792 (3) and 0.208 (3) is observed

Spironolactone: New Polymorphic Form III and Revisiting Form II at Low Temperatures

“…In a study concerning the packing features of simple alkanes, Spackmann and McKinnon found a disordered structure of butane featuring the central sharp spike on the diagonal of the fingerprint plot . This seems to be a rather common appearance and is caused by overemphasized contacts of dynamically or statically disordered C–H groups to neighboring molecules. − The second type, the doubling of this central spike as found here in II (compared with Figure ), can be explained similarly, with the addition, that the intersection of disordered molecule parts simulate donor–acceptor interactions with an impact on the resulting d e and d i values. , Neighboring disordered alkyl chains also produce this effect frequently. , The third type is particularly puzzling, as in this study it appears in a disordered Z ′ = 2 structure ( II at 150 K, see the Supporting Information), but rather sparsely, hinting at lowly weighted contributions. This raises the question if this is just the second type again but in combination with multiple independent molecules in the asymmetric unit.…”

“…44−47 The second type, the doubling of this central spike as found here in II (compared with Figure 8), can be explained similarly, with the addition, that the intersection of disordered molecule parts simulate donor− acceptor interactions with an impact on the resulting d e and d i values. 48,49 Neighboring disordered alkyl chains also produce this effect frequently. 50,51 The third type is particularly puzzling, as in this study it appears in a disordered Z′ = 2 structure (II at 150 K, see the Supporting Information), but rather sparsely, hinting at lowly weighted contributions.…”