(E)-N-[3-(Imidazol-1-yl)-1-phenyl­propyl­idene]hydroxyl­amine

The title compound, C₁₂H₁₃N₃O, exists in an E configuration with respect to the C=N bond [1.285 (2) Å]. The imidazole ring forms a dihedral angle of 75.97 (10)° with the phenyl ring. In the crystal, mol­ecules are linked via O—H...N and C—H...N hydrogen bonds into sheets lying parallel to (001). The crystal structure also features C—H...π inter­actions.

3-(1H-Imidazol-1-yl)-1-phenyl­propan-1-ol

In the title compound, C₁₂H₁₄N₂O, the imidazole ring forms a dihedral angle of 66.73 (5)° with the phenyl ring. In the crystal, mol­ecules are linked via O—H...N and C—H...O hydrogen bonds into sheets lying parallel to (100). The crystal structure is further consolidated by C—H...π inter­actions.

(E)-1-(1,3-Benzodioxol-5-yl)-4,4-di­methyl­pent-1-en-3-one

In the mol­ecule of the title compound, C₁₄H₁₆O₃, all non-H atoms except for one methyl C atom lie on a crystallographic mirror plane. The conformation with respect to the C=C bond [1.3465 (12) Å] is trans. In the crystal, mol­ecules are linked via C—H...O hydrogen bonds into C(5) chains propagating along [100].

N-Phenyl-2-(propan-2-yl­idene)­hydrazine­carboxamide

In the title compound, C₁₀H₁₃N₃O, the hydrazinecarboxamide N—N—C(=O)—N unit is nearly planar [maximum deviation = 0.018 (2) Å] and is inclined at a dihedral angle of 8.45 (10)° with respect to the plane of the phenyl ring. The mol­ecular structure is stabilized by an intra­molecular C—H...O hydrogen bond which generates an S(6) ring motif. In the crystal, mol­ecules are linked into an inversion dimer by pairs of N—H...O and C—H...O hydrogen bonds.

5-Meth­oxy-1-[(5-meth­oxy-1H-indol-2-yl)meth­yl]-1H-indole

In the title compound, C₁₉H₁₈N₂O₂, the two indole ring systems are essentially planar [maximum deviation = 0.015 (2) Å in both indole ring systems] and make a dihedral angle of 72.17 (7)° with each other. In the crystal, the mol­ecules are linked into a zigzag chain along the a axis via N—H...O hydrogen bonds.

6-(3,5-Dimethyl­benz­yl)-5-ethyl-1-[(2-phenyl­eth­oxy)meth­yl]pyrimidine-2,4(1H,3H)dione

In the title pyrimidine derivative, C₂₄H₂₈N₂O₃, the uracil unit is essentially planar with an r.m.s. deviation of 0.0054 (1) Å for the eight non-H atoms. The pyrimidine ring is tilted by a dihedral angle of 77.08 (7)° with respect to the aromatic ring of the 3,5-dimethyl­benzyl substituent, whereas it is nearly parallel to the benzene ring of the pheneth­oxy­methyl unit, with a dihedral angle of 8.17 (8)°. An intra­molecular C—H...O hydrogen bond generates an S(6) ring motif. In the crystal, mol­ecules are linked by a pair of amide–uracil N—H...O hydrogen bonds into an inversion R₂²(8) dimer. These dimers are stacked along the b axis through π–π inter­actions with a centroid–centroid distance of 3.9517 (8) Å. Weak C—H...π inter­actions are also present.

6-(4-Bromo­phen­yl)-3-methyl-7H-1,2,4-triazolo[3,4-b][1,3,4]thia­diazine

In the title compound, C₁₁H₉BrN₄S, the 1,2,4-triazole ring is essentially planar (r.m.s. deviation = 0.020 Å) and makes a dihedral angle of 29.1 (5)° with the bromo­benzene ring. The 3,6-dihydro-1,3,4-thia­diazine ring adopts a twist-boat conformation. In the crystal, mol­ecules are linked by C—H...N inter­actions into sheets lying parallel to the (010) plane. The same N atom accepts two such hydrogen bonds.

6-Methyl-1-({[(2E)-2-methyl-3-phenyl­prop-2-en-1-yl]­oxy}meth­yl)-1,2,3,4-tetra­hydro­quinazoline-2,4-dione

In the title compound, C₂₀H₂₀N₂O₃, the ten atoms comprising the quinazoline ring are essentially planar (r.m.s. deviation = 0.024 Å), and this plane is almost orthogonal to the terminal phenyl ring [dihedral angle = 82.87 (7)°]. The conformation about the ethyl­ene bond [1.335 (2) Å] is E and there is a significant twist between this residue and the adjacent phenyl ring [C—C—C— torsion angle = −48.4 (3)°]. The crystal structure features centrosymmetric dimeric units linked by pairs of N—H...O hydrogen bonds between the amide groups which lead to eight-membered {...HNCO}₂ synthons. These are consolidated into a three-dimensional architecture by C—H...O, C—H...π and π–π inter­actions [centroid–centroid distances = 3.5087 (8) and 3.5645 (9) Å].

6-Chloro-1-({[(2E)-2-methyl-3-phenyl­prop-2-en-1-yl]­oxy}meth­yl)-1,2,3,4-tetra­hydro­quinazoline-2,4-dione

In the title compound, C₁₉H₁₇ClN₂O₃, the conformation about the ethyl­ene bond [1.333 (2) Å] is E. The ten atoms comprising the quinazoline ring are essentially planar (r.m.s. deviation = 0.032 Å) and their mean plane forms a dihedral angle of 13.89 (7)° with the terminal phenyl ring; the mol­ecule has an open conformation as these substituents are directed away from each other. In the crystal, centrosymmetrically related mol­ecules are connected via N—H...O hydrogen bonds between the amide groups, leading to eight-membered {...HNCO}₂ synthons. These are consolidated into a three-dimensional architecture by C—H...O, C—H...π and π–π inter­actions [ring centroid(N₂C₄)...centroid(C₆) distance = 3.5820 (11) Å].

5-Meth­oxy-2-[(5-meth­oxy-1H-indol-1-yl)carbon­yl]-1H-indole

The asymmetric unit of the title compound, C₁₉H₁₆N₂O₃, comprises three independent mol­ecules (A, B and C). The inversion-related molecule of A is virtually superimposable upon the other two molecules. In each mol­ecule, there is a twist in the link between the approximately syn carbonyl and amine groups [the N—C—C—O torsion angles range from 19.73 (19) to −21.2 (2)°]. Each mol­ecule has a bent shape quanti­fied in terms of the dihedral angle between the indole and indole fused-ring systems [range = 45.69 (5)–47.91 (5)°]. In the crystal, the A and B mol­ecules form dimeric aggregates via ten-membered {...HNC₂O}₂ synthons, while the C mol­ecules self-associate similarly but about a centre of inversion.

2-[(Cyclo­hex-3-en-1-ylmeth­oxy)meth­yl]-6-phenyl-1,2,4-triazine-3,5(2H,4H)-dione

In the title 1,2,4-triazine derivative, C₁₇H₁₉N₃O₃, the heterocyclic ring is planar (r.m.s. deviation = 0.040 Å) and effectively coplanar with the adjacent phenyl ring [dihedral angle = 4.5 (2)°] but almost perpendicular to the (cyclo­hex-3-en-1-ylmeth­oxy)methyl residue [N—N—C—O torsion angle = 71.6 (5)°], so that the mol­ecule has an `L' shape. Supra­molecular chains along [001] are formed in the crystal via N—H...O hydrogen bonds where the acceptor O atom is the ether O atom. The adjacent carbonyl O atom forms a complementary C—H...O contact resulting in the formation of a seven-membered {...HNCO...HCO} heterosynthon; the second carbonyl O atom forms an intra­molecular C—H...O contact. Chains are connected into a supra­molecular layer in the ac plane by π–π inter­actions [ring centroid–centroid distance = 3.488 (3) Å]. The central atom in the –CH₂CH₂C(H)= residue of the cyclo­hexene ring is disordered over two sites, with the major component having a site-occupancy factor of 0.51 (2).

1-{(E)-[3-(1H-Imidazol-1-yl)-1-(4-meth­oxy­phen­yl)propyl­idene]amino}-3-(2-methyl­phen­yl)urea

In the title compound, C₂₁H₂₃N₅O₂, the conformation about the imine bond [1.287 (3) Å] is E. Overall, the mol­ecule has a disk shape, the dihedral angles between the imidazole ring and the meth­oxy­phenyl and methyl­phenyl rings being 49.42 (13) and 42.62 (13)°, respectively; the dihedral angle between the benzene rings is 20.11 (11)°. In the urea moiety, the N—H atoms are anti to each other and one of these forms an intra­molecular N—H...N hydrogen bond. In the crystal, centrosymmetric dimers are formed via N—H...N(imidazole) hydrogen bonds, which are connected into a three-dimensional architecture by C—H...O(carbon­yl) and (methyl­ene)C—H...π inter­actions. The crystal studied was a non-merohedral twin with a minor component of 48.3 (1)%.

1-{(E)-[3-(1H-Imidazol-1-yl)-1-phenyl­propyl­idene]amino}-3-(2-methyl­phen­yl)urea

In the title compound, C₂₀H₂₁N₅O, the conformation about the imine bond [1.289 (3) Å] is E. Overall, the mol­ecule is disk-shaped with the imidazole ring located above the remainder of the mol­ecule and with the dihedral angles of 10.97 (15) and 12.11 (15)°, respectively, between the imidazole ring and the phenyl and methyl­benzene rings; the dihedral angle between the aromatic rings is 8.17 (14)°. Within the urea unit, the N—H atoms are anti to each other and one of the N—H atoms forms an intra­molecular N—H...N hydrogen bond. Helical supra­molecular chains along [001] are formed via N—H...N(imidazole) hydrogen bonds in the crystal structure. These are connected into a three-dimensional architecture by C—H...O(carbon­yl) and C—H...π inter­actions.

1-{[(2,3-Dihydro-1H-inden-2-yl)­oxy]meth­yl}quinazoline-2,4(1H,3H)-dione

In the title mol­ecule, C₁₈H₁₆N₂O₃, the five-membered ring has an envelope conformation, with the substituted C atom deviating by 0.342 (4) Å from the mean plane P calculated for the remainder of the non-H atoms of the 2,3-dihydro-1H-indene fragment. The mean planes of quinazoline-2,4(1H,3H)-dione fragment and P form a dihedral angle of 59.08 (4)°. In the crystal, pairs of N—H...O hydrogen bonds link mol­ecules into inversion dimers, and weak C—H...O hydrogen bonds and π–π inter­actions between the benzene rings of the quinazoline ring systems [centroid–centroid distance = 3.538 (3) Å] further consolidate the packing.

5-(Adamantan-1-yl)-3-[(4-benzyl­piperazin-1-yl)meth­yl]-1,3,4-oxadiazole-2(3H)-thione

The mol­ecule of the title compound, C₂₄H₃₂N₄OS, is a functionalized 1,3,4-oxadiazole-2-thione with substituted piperazine and adamantanyl substituents attached at the 3- and 5-positions, respectively, of the oxadiazole spacer with an approximately C-shaped conformation. In the crystal, mol­ecules form dimers via C—H...S inter­action. The piperazine ring has a chair conformation; the substituents S, methyl­ene C and adamantane C of the essentially planar oxadiazole ring are approximately in the same plane, with distances of −0.046 (2), −0.085 (5) and 0.003 (4) Å, respectively. The dihedral angle between the planes of the phenyl and oxadiazole rings is 31.3 (3)°.

2-(2,3-Dimethyl­anilino)benzohydrazide

In the title compound, C₁₅H₁₇N₃O, the dihedral angle between the benzene rings is 58.05 (9)°. The non-H atoms of the hydrazide group lie in a common plane (r.m.s. deviation = 0.0006 Å) and are close to coplanar with their attached benzene ring [dihedral angle = 8.02 (9)°]. An intra­molecular N—H...O hydrogen bond generates an S(6) ring motif in the mol­ecule, and a short intra­molecular contact (H...H = 1.88 Å) is also observed. In the crystal, mol­ecules are linked by pairs of N—H...N hydrogen bonds into inversion dimers. The crystal packing also features C—H...π inter­actions.