3-Amino-1-(4-bromo­phen­yl)-9,10-dihydro­phenanthrene-2,4-dicarbonitrile

In the title compound, C22H14BrN3, the fused-ring system is buckled owing to the ethyl­ene linkage in the central ring; the two flanking aromatic rings are twisted by 25.9 (1) ° with respect to each other. The phenyl ring is twisted by 77.0 (1)° relative to the amino- and cyano-bearing aromatic ring. In the crystal, adjacent mol­ecules are linked by two N–H⋯N hydrogen bonds, generating a zigzag chain along [101]

2-Amino-4-phenyl-5,6-dihydro­benzo[h]quinoline-3-carbonitrile–3-amino-1-phenyl-9,10-dihydro­phenanthrene-2,4-dicarbonitrile (5/3)

The asymmetric unit of the 5:3 title co-crystal of 2-amino-4-phenyl-5,6-dihydro­benzo[h]quinoline-3-carbonitrile and 3-amino-1-phenyl-9,10-dihydro­phenanthrene-2,4-dicarbonitrile, 0.625C20H15N3.0.375C22H15N3, has the atoms of the fused-ring system and those of the amino, cyano and phenyl substitutents overlapped. The fused-ring system is buckled owing to the ethyl­ene linkage in the central ring, the two flanking aromatic rings being twisted by 20.1 (1)°. This ethyl­ene portion is disordered over two positions in a 1:1 ratio. The phenyl ring is twisted by 69.5 (1)° relative to the amino- and cyano-bearing aromatic ring. In the crystal, two mol­ecules are linked by an N—H⋯N hydrogen bond, generating a a helical chain along [010]

3,5-Dimethyl-1-phenyl-1H-pyrazole-4-carbaldehyde

In the title mol­ecule, C12H12N2O, the five- and six-membered rings form a dihedral angle of 68.41 (16)°. The aldehyde group is nearly coplanar with the pyrazole ring [C—C—C—O torsion angle = −0.4 (5)°]. The three-dimensional architecture is sustained by weak C—H⋯O and C—H⋯π inter­actions

3-Amino-1-(thio­phen-2-yl)-9,10-dihydro­phenanthrene-2,4-dicarbonitrile

In the title compound, C20H13N3S, the partially saturated ring adopts a twisted half-boat conformation with the methyl­ene C atom closest to the amino­benzene ring lying 0.690 (6) Å out of the plane defined by the five remaining atoms. The dihydro­phenanthrene residue has a folded conformation [dihedral angle between the outer benzene rings = 26.27 (18)°]. The thio­phen-2-yl ring forms a dihedral angle of 63.76 (19)° with the benzene ring to which it is attached. In the crystal, inversion dimers linked by pairs of N—H⋯N hydrogen bonds generate R 2 2(12) loops. The dimers are linked into layers in the bc plane by weak C—H⋯π inter­actions. The thio­phen-2-yl ring is disordered over two essentially coplanar but opposite orientations in a 0.918 (4):0.082 (4) ratio

4a-Methyl-2,3,4,4a-tetra­hydro-1H-carbazole-6-sulfonamide

In the title mol­ecule, C13H16N2O2S, the nine non-H atoms comprising the indole residue are approximately coplanar (r.m.s. deviation = 0.031 Å). The partially saturated ring adopts a chair conformation. One amine H forms an inter­molecular N—H⋯O hydrogen bond to a sulfonamide O atom, while the other amine H form is connected to the indole N atom of an adjacent mol­ecule via an N—H⋯N hydrogen bond, resulting in a three-dimensional architecture

2-[(3,5-Dimethyl-1-phenyl-1H-pyrazol-4-yl)methyl­idene]indan-1,3-dione

In the title compound, C21H16N2O2, the five-membered heterocyclic ring makes a dihedral angle of 47.06 (6)° with the attached benzene ring, whereas the indan-1,3-dione ring system and the benzene ring are oriented at a dihedral angle of 21.92 (7)°. In the crystal, inversion dimers linked by pairs of C—H⋯O hydrogen bonds generate R 2 2(22) loops. Aromatic π–π stacking inter­actions [centroid–centroid distances = 3.8325 (12)–3.8600 (12) Å] also occur

(2E)-1-(2,5-Dimethyl­thio­phen-3-yl)-3-(3-nitro­phen­yl)prop-2-en-1-one

In the title compound, C15H13NO3S, the benzene ring and the five-membered heterocyclic ring are oriented at a dihedral angle of 12.00 (6)°. In the crystal, C—H⋯O inter­actions generate two types of cyclic motifs, R 2 2(14) and R 2 2(26), connecting the mol­ecules into tapes extending along [101]. In addition, there are π–π stacking inter­actions between the benzene and thio­phene rings with centroid-centroid distances of 3.7263 (14) and 3.7487 (14) Å

2-Amino-4-(3,4-dimeth­oxy­phen­yl)-5,6-dihydro­benzo[h]quinoline-3-carbo­nitrile–3-amino-1-(3,4-dimeth­oxy­phen­yl)-9,10-dihydro­phenanthrene-2,4-dicarbonitrile (1/19)

The asymmetric unit of the 1:19 title co-crystal of 2-amino-4-(3,4-dimeth­oxy­phen­yl)-5,6-dihydro­benzo[h]quinoline-3-carbo­nitrile and 3-amino-1-(3,4-dimeth­oxy­phen­yl)-9,10-dihydro­phenanthrene-2,4-dicarbonitrile, 0.05C22H19N3O2·0.95C24H19N3O2, has the atoms of the fused-ring system and those of the amino, cyano and dimeth­oxy­phenyl substitutents overlapped. The fused-ring system is buckled owing to the ethyl­ene linkage in the central ring with the two flanking aromatic rings being twisted by 31.9 (1)°. The ring of the dimeth­oxy­phenyl substituent is twisted by 72.4 (1)° relative to the amino- and cyano-bearing aromatic ring. In the crystal, mol­ecules are linked by duplex amine N—H⋯O(meth­oxy) hydrogen bonds in a cyclic association [graph-set R 2 2(7)], generating a helical chain structure extending along [201]

4-(4-Chloro­phen­yl)-8-methyl-2-oxo-1,2,3,4,4a,5,6,7-octa­hydro­quinoline-3-carbonitrile

The six-membered N-heterocyclic ring of title compound, C17H17ClN2O, is fused with a methyl-substituted cyclo­hexene ring. The nitro­gen-bearing ring has an envelope conformation with the benzene ring-bearing C atom lying 0.432 (6) Å out of the plane defined by the other five atoms (r.m.s. deviation 0.011 Å); its benzene substituent is aligned at 84.7 (1)° to the latter plane. The cyclo­hexene ring adopts a half-chair conformation. In the crystal, two mol­ecules are linked about a center of inversion by pairs of N–H⋯O hydrogen bonds, generating dimers. An ethyl­ene portion is disordered over two orientations in a 1:1 ratio. The crystal studied was a non-merohedral twin with a 15.3 (1)% minor component

4-(4-Chloro­phen­yl)-8-methyl-2-oxo-1,2,5,6,7,8-hexa­hydro­quinoline-3-carbonitrile

The six-membered N-heterocyclic ring of the title compound, C17H15ClN2O, is fused with a methyl-substituted cyclo­hexene ring. The approximately planar nitro­gen-bearing ring (r.m.s. deviation 0.019 Å) is aromatic, and the N atom shows a trigonal–planar coordination; its benzene substituent is aligned at 77.1 (1) °. The cyclo­hexene ring adopts a half-chair conformation. In the crystal, inversion-related mol­ecules are linked by pairs of N—H⋯O hydrogen bonds, generating dimers