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In the title adduct, C6H5NO3·0.5C4H10N2, the piperazine ring possesses inversion symmetry and has a chair conformation. Its mean plane makes a dihedral angle of 65.45 (7)° with the 4-nitro­phenol ring. In the crystal, the piperazine ring is linked to two 4-nitro­phenol mol­ecules via O—H...N hydrogen bonds. The mol­ecules are also linked via bifurcated N—H...(O,O) hydrogen bonds involving the NO2 O atoms, forming a two-dimensional network lying parallel to (102). The networks are linked via C—H...O hydrogen bonds, forming a three-dimensional structure.

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In the title compound, C29H23N3O4, the 2-methylpyrrolidine ring adopts a twist conformation on the N—C bond involving the spiro C atom, while the hydropyran ring adopts an envelope conformation with the methine C atom bonded to the O atom as the flap. The mean plane of the indoline-2-one ring system is almost perpendicular to the mean plane of the pyrrolidine ring, making a dihedral angle of 89.73 (8)°. The latter ring makes dihedral angles of 47.80 (8) with the naphthalene ring system and 32.38 (8)° with the hydropyran ring mean plane. There is an intra­molecular C-H...O hydrogen bond involving the indoline-2-one O atom. In the crystal, adjacent mol­ecules are linked via N—H...O hydrogen bonds, forming chains propagating along [100]. The chains are linked via weak C—H...O hydrogen bonds, forming two-dimensional networks, lying parallel to (101), and consolidated by C—H...π inter­actions.

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In the title compound, C29H27N3O5, the hydropyran ring adopts an envelope conformation with the methine C atom bearing the para-meth­oxy­benzene ring as the flap. The central pyrrolidine ring has a twist conformation on the N—C bond involving the spiro C atom. The piperidine ring adopts a chair conformation. An intra­molecular C—H...O contact closes an S(7) ring. In the crystal, inversion dimers linked by C—H...O inter­actions generate R22(18) loops and N—H...O hydrogen bonds connect the dimers into [100] chains.

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In the title compound, C16H17ClO, the cyclo­hexene ring adopts a half-chair conformation and the best plane through the six ring atoms makes a dihedral angle of 6.69 (7)° with the chlorophenyl ring. In the crystal, pairs of C—H...O hydrogen bonds link the mol­ecules into centrosymmetric R22(20) dimers. The dimers are linked into an infinite chains along the b-axis direction by further C—H...O hydrogen bonds.
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