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In the title compound, C13H14N2OS, four C atoms of the phenyl ring are disordered over two sets of sites in a 0.60 (3):0.40 (3) ratio. The heterocyclic ring is essentially planar (r.m.s. deviation = 0.017 Å) and forms dihedral angles of 82.0 (2) and 79.3 (3)°, respectively, with the major and minor occupancy components of the phenyl ring. The crystal packing features N—H...O hydrogen bonds, which link the mol­ecules into C(6) chains running parallel to the b axis.

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In the title moleclue, C16H13ClN2O2, the cyclo­hexene ring is in a sofa conformation. The pyran ring is essentialy planar [maximum deviation = 0.038 (2) Å] and forms a dihedral angle of 89.68 (10)° with the benzene ring. In the crystal, mol­ecules are linked by pairs of N—H...N hydrogen bonds, forming inversion dimers with R22(12) ring motifs. These dimers are further linked by N—H...O hydrogen bonds into chains along [110]. Weak C—H...O hydrogen bonds are also present.

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In the crystal structure of the title compound, C19H20N2O3·C3H6O, mol­ecules are linked into inversion dimers with an R22(12) motif by pairs of N—H...N hydrogen bonds. These dimers are further connected into chains running along the a axis by N—H...O hydrogen bonds. C—H...N and C—H...π inter­actions also feature in the packing. The cyclohexene ring adopts nearly an envelope conformation [puckering parameters are QT = 0.456 (2) Å, θ = 54.6 (3)° and φ = 225.2 (3)°].
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