The asymmetric unit of the title polymeric mononuclear CuII complex, [Cu(C2N3)2(NH3)2]n, contains one half-mol­ecule, the complex being completed through inversion symmetry, with the CuII atom situated on the centre of symmetry. The coordination polyhedron around CuII is a Jahn–Teller-distorted [CuN6] octa­hedron. The terminal N atoms of two dicyanamide ligands and two ammine ligands form an approximate square plane, with N—Cu—N bite angles of 89.72 (5) and 90.28 (5)°. The coordination polyhedron is completed in the axial positions by the central amide-type N atoms of two additional dicyanamide ligands, with an elongated Cu—N distance of 2.548 (1) Å. In turn, each of the four dicyanamide ligands, acting as bidentate, link the CuII ions into a two-dimensional polymeric structure parallel to (100). The ammine H atoms are involved in inter­molecular hydrogen bonding with the free terminal N atoms of neighbouring dicyanamide ligands, yielding a three-dimensional network.

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.

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.

In the title compound, C14H12ClNO, the two aromatic rings are almost coplanar, making a dihedral angle of 4.08 (18)°. In the crystal, N—H⋯O hydrogen bonds link the mol­ecules into infinite chains running along the a axis.

In the title compound, C15H14ClNO, the dihedral angle between the benzoyl and the aniline rings is 3.30 (18)°. In the crystal, N—H⋯O hydrogen bonds link the mol­ecules into chains running along the a axis.

In the mol­ecular structure of the title compound, C15H14ClNO, the amide group forms dihedral angles of 15.8 (2) and 27.2 (2)°, respectively, with the benzoyl and aniline rings, while the angle between the benzoyl and aniline rings is 11.5 (1)°. The crystal structure is stabilized by N—H⋯O hydrogen bonds, which give rise to infinite chains running along the c axis.

In the structure of the title compound, C14H12ClNO, the ortho-Cl atom in the benzoyl ring is positioned syn to the C=O bond, while the meta-methyl group in the aniline ring is positioned anti to the N—H bond. The amide group forms dihedral angles of 60.1 (1) and 22.0 (1)°, respectively, with the benzoyl and aniline rings, while the angle between these rings is 38.7 (1)°. The crystal structure is stabilized by N—H⋯O hydrogen bonds, which give rise to infinite chains running along the c axis.

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.

In the title compound, C16H17NO, the two aromatic rings make a dihedral angle of 5.9 (2)°, while the central amide core –NH—C(=O)– is twisted by 44.0 (3) and 47.1 (3)° out of the planes of the 2,3-dimethyl­phenyl and 2-methyl­phenyl rings, respectively. In the crystal, N—H⋯O hydrogen bonds link the mol­ecules into infinite chains running along the b axis.

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.

In the mol­ecular structure of the title compound, C11H10ClNO3, the conformation of the N—H bond in the amide segment is syn to the ortho-methyl group in the phenyl ring. The C=O and O—H bonds of the acid group are in the relatively rare anti position with respect to each other. This is an obvious consequence of the hydrogen bond donated to the amide carbonyl group. The central oxobutenoic acid core C(=O)—C=C—C—OH is twisted by 31.65 (6)° out of the plane of the 4-chloro-2-methyl­phenyl ring. An intra­molecular O—H⋯O hydrogen bond occurs. In the crystal, N—H⋯O hydrogen bonds link the mol­ecules into infinite chains running along the a axis.

In the title compound, C14H12ClNO, the aromatic rings make a dihedral angle of 59.25 (5)°. The methyl group is disordered over two equally occupied positions. In the crystal, N—H⋯O hydrogen bonds link the mol­ecules into infinite C(4) chains running along the a axis.

In the title compound, C15H15NO, the two aromatic rings make a dihedral angle of 70.06 (3)°, while the central amide core –NH—C(=O)– is twisted by 30.24 (4) and 40.16 (3)° out of the planes of the 3-methyphenyl and 4-methyphenyl rings, respectively. The methyl groups are disordered over two equally occupied positions. In the crystal, inter­molecular N—H⋯O hydrogen bonds link the mol­ecules into infinite chains running along the a axis.

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.

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.

In the title compound, C10H19NO2, the piperidine and pyrrolidine rings of the perhydro­indolizine ring system adopt chair and envelope conformations, respectively. In the crystal structure, inter­molecular O—H⋯N and O—H⋯O hydrogen bonds link the mol­ecules into a chain running along the a axis.

In the title compound, C10H15NO3, the central six-membered ring of the indolizine system adopts a chair conformation, while the oxopyrrolidine and hydro­furan rings attached to the indolizine ring system have envelope conformations. In the crystal, the mol­ecules form chains parallel to the b axis via inter­molecular O—H⋯O hydrogen bonds. The absolute configuration was assigned from the synthesis.

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.

The absolute configuration of the title compound, C14H17NO2, was assigned from the synthesis. There are two mol­ecules in the asymmetric unit. Their geometries are very similar and corresponding bond lengths are almost identical [mean deviation for all non-H atoms = 0.015 (2) Å]. The six-membered ring of the indolizine system adopts a chair conformation. In the crystal structure, mol­ecules form chains parallel to the a axis via inter­molecular O—H⋯O hydrogen bonds, which help to stabilize the crystal structure.

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.

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.