The absolute configuration of the title compound, C14H13NO3S, was assigned from the synthesis and confirmed by the structure determination. The central six-membered ring of the indolizine moiety adopts an envelope conformation, with the greatest deviation from the mean plane of the ring being 0.661 (2) Å for the bridgehead C atom. The benzothiene ring attached to the indolizine ring system is planar to within 0.008 (2) Å. In the crystal, molecules form chains parallel to the b axis via O—H⋯O hydrogen bonds.
doi:10.1107/S1600536812045394
PMCID: PMC3588932
PMID: 23476168
The title compound, C10H11NO3, crystallizes with four independent molecules in the asymmetric unit. Their geometries are very similar and corresponding bond distances are almost identical. The central six-membered ring of the indolizine moiety adopts a envelope conformation [the displacement of the flap atom (the C atom opposite the N atom) being 0.539 (2), 0.548 (3), 0.509 (3) and 0.544 (3) Å in the four molecules], while the conformation of the oxopyrrolidine ring is close to that of a flat envelope. The displacements of the non-fused C atom opposite the C=O group of the pyrrolidine ring of the four molecules are 0.366 (3), 0.335 (3), 0.173 (3) and −0.310 (3) Å. In the crystal, O—H⋯O hydrogen bonds link the molecules into chains, which run parallel to the c axis. The absolute configuration was assigned from the synthesis.
doi:10.1107/S1600536812040378
PMCID: PMC3470388
PMID: 23125801
3.
(6S,7S,8S,8aS)-6-Ethyl-3-oxo-1,2,3,5,6,7,8,8a-octahydroindolizine-7,8-diyl diacetate
In the molecular structure of the title compound, C14H21NO5, the six-membered ring of the indolizine moiety adopts a chair conformation. There are two independent molecules in the asymmetric unit. The oxopyrrolidine ring attached to the indolizine ring system is nearly planar, with mean deviations of 0.018 (3) and 0.010 (3) Å for the two molecules. The absolute configuration of the title compound was assigned from the synthesis.
doi:10.1107/S1600536812005144
PMCID: PMC3295453
PMID: 22412564
4.
(4R,6S,7S,8S,8aS)-6-Ethyl-7,8-dihydroxy-4-methyl-1,2,3,5,6,7,8,8a-octahydroindolizin-4-ium iodide
The title compound, C11H22NO2
+·I−, is a chiral molecule with five stereogenic centres. The absolute configuration was assigned from the synthesis and confirmed by the structure determination. The central six-membered ring of the indolizine system adopts a chair conformation, with two atoms displaced by −0.690 (2) and 0.550 (2) Å from the plane of the other four atoms. The conformation of the pyrrolidine ring is close to that of an envelope, with the flap atom displaced by 0.563 (2) Å from the plane of the remaining four atoms. In the crystal, there are two O—H⋯I hydrogen bonds.
doi:10.1107/S1600536811051099
PMCID: PMC3239140
PMID: 22199988
The title compound, C10H9NO3, is a chiral molecule with one stereogenic carbon atom, but which crystallizes as a racemate in the centrosymmetric space group P21/n. The central six-membered ring of the indolizine moiety adopts a definite envelope conformation, while the conformation of the oxopyrrolidine ring is close to that of a flat-envelope with a maximum deviation of 0.352 (1) Å for the flap atom.
doi:10.1107/S1600536811027383
PMCID: PMC3213484
PMID: 22091063
The absolute configuration of the title compound, C10H17NO3·H2O, was assigned from the synthesis. In the molecular structure, the central six-membered ring of the indolizine moiety adopts a chair conformation, with two atoms displaced by −0.578 (2) and 0.651 (1) Å from the plane of the other four atoms [maximum deviation 0.019 (2) Å] The conformation of the fused oxopyrrolidine ring is close to that of a flat envelope, with the flap atom displaced by 0.294 (1) Å from the plane through the remaining four atoms. In the crystal, one of the hydroxy groups is hydrogen-bonded to two water molecules, while the other hydroxy group exhibits an intermolecular hydrogen bond to the carbonyl O atom, resulting in a chain parallel to the b axis.
doi:10.1107/S1600536810044855
PMCID: PMC3011597
PMID: 21589417
In the title compound, C14H17NO2, the six-membered ring of the indolizine system adopts a chair conformation. In the crystal, molecules form chains parallel to the b axis via intermolecular O—H⋯O hydrogen bonds. The absolute molecular configuration was assigned from the synthesis.
doi:10.1107/S1600536809018455
PMCID: PMC2969627
PMID: 21583218
In the molecular structure of the title compound, C10H11NOS, the central six-membered ring of the indolizine unit adopts an envelope conformation, the maximum deviations from the mean plane of the ring being 0.533 (2) Å. The fused thieno ring is nearly coplanar [mean deviation = 0.007 (2) Å]. The conformation of the fused oxopyrrolidine ring is close to that of a flat-envelope, with a maximum deviation of 0.339 (3) Å. The crystal structure is stabilized by C—H⋯O hydrogen bonds.
doi:10.1107/S1600536809007405
PMCID: PMC2968850
PMID: 21582436
The absolute configuration of the title compound, C14H13NO2S, was assigned from the synthesis and confirmed by the structure determination. The central six-membered ring of the indolizine system adopts an envelope conformation, the greatest deviation from the mean plane of the ring being 0.459 (2) Å for the N atom. The benzothieno system is planar [mean deviation = 0.009 (2) Å]. In the crystal structure, molecules form chains parallel to the b axis via intermolecular O—H⋯O hydrogen bonds.
doi:10.1107/S1600536808015456
PMCID: PMC2961476
PMID: 21202672