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In the title compound, C23H22N4O4, the essentially planar [maximum deviation = 0.022 (1) Å] benzimidazole ring system forms dihedral angles of 86.16 (7) and 37.38 (6)°, respectively, with the imidazole and benzene rings. The dioxolane ring adopts an envelope conformation with the methyl­ene C atom at the flap. In the crystal, C—H⋯O and C—H⋯N inter­actions link the mol­ecules into a ribbon along the a axis. The crystal packing is further stabilized by weak π–π stacking inter­actions [centroid–centroid distances = 3.5954 (8) and 3.7134 (8) Å] and C—H⋯π inter­actions.

In the title compound, C24H27N3O5·H2O, the essentially planar benzimidazole ring system [maximum deviation = 0.020 (1) Å] forms dihedral angles of 54.10 (11) and 67.79 (6)°, respectively, with the mean plane of pyrrolidin-2-one ring and the benzene ring. The pyrrolidin-2-one ring adopts an envelope conformation with one of the methylene C atoms at the flap. An intra­molecular C—H⋯π inter­action is observed. In the crystal, O—H⋯O and O—H⋯N hydrogen bonds link the two components into a double-tape structure along the a axis. The crystal packing is further stabilized by weak π–π stacking [centroid–centroid distance = 3.6632 (9) Å] and C—H⋯O inter­actions.

In the title compound, C23H25N3O3, the benzimidazole ring system is essentially planar [maximum deviation = 0.0240 (18) Å]. The mean plane through this ring system forms a dihedral angle of 42.23 (7)° with the benzene ring. The pyrrolidine ring is in an envelope conformation with the flap atom disordered over two sites with occupancies of 0.813 (11) and 0.187 (11). In the crystal, weak C—H⋯O hydrogen bonds form R 2 2(10) ring motifs, which are connected by further C—H⋯O inter­actions, forming ribbons along the b axis. The crystal structure is further stabilized by weak π–π inter­actions involving the imidazole and benzene rings of the benzimidazole ring system [centroid–centroid distances = 3.6788 (11) and 3.6316 (10) Å] and weak C—H⋯π inter­actions.

In the title compound, C23H24N4O5, the essentially planar benzimidazole ring system [maximum deviation = 0.008 (2) Å] forms a dihedral angle of 39.22 (7)° with the attached nitro­benzene ring. The pyrrolidin-2-one ring adopts an envelope conformation with a C atom as the flap. In the crystal, mol­ecules are connected by C—H⋯O inter­actions, forming sheets propagating in (011). The crystal packing also features weak π–π stacking inter­actions [centroid–centroid = 3.6746 (12) Å].

In the title compound, C25H20N2O5S, the benzodioxole ring system is essentially planar [maximum deviation = 0.021 (2) Å] and forms dihedral angles of 85.2 (1) and 74.2 (1)°, respectively, with the formyl benzene and sulfonyl-bound benzene rings. In the crystal, C—H⋯O hydrogen bonds generate C(8) chains along [100] and R33(19) ring motifs. In addition, a weak π–π inter­action [centroid–centroid distance = 3.937 (3) Å] is also observed.

In the title compound, C9H8O3, the dihedral angle between the mean planes of the benzene and dioxole rings is 1.4 (8)°, with the dioxole group in a slightly distorted envelope configuration with the flap C atom displaced by 0.0645 Å from the plane through the other four atoms. In the crystal, weak inter­molecular C—H⋯O hydrogen-bond inter­actions link the mol­ecules into chains propagating in [011]. The crystal packing exhibits weak π–π inter­actions as evidenced by the relatively short distances [3.801 (9) Å] between the centroids of adjacent benzene rings.

In the title structure, C25H24FN3O5, a strong intra­molecular O—H⋯O hydrogen bond is present between the carb­oxy group at the 3-position and the carbonyl group at the 4-position. In the crystal, mol­ecules are held together by weak C—H⋯O, C—H⋯F and π–π [centroid–centroid distance 3.6080 (8) Å] inter­actions. The 1,4-dihydro­quinoline ring and cyclo­propyl group are not in the same plane, making an inter­planar angle of 57.52 (8)°.

In the title compound, C14H9O2S, the benzothia­zole unit is oriented at a dihedral angle of 7.1 (1)° with respect to the benzodioxole unit. The dioxole ring adopts flattened envelope conformation with the methyl­ene C atom at the flap. The crystal packing is stabilized by π–π inter­actions [centroid–centroid distances = 3.705 (1) and 3.752 (1) Å], C—H⋯π inter­actions and a short S⋯S contact of 3.485 (1) Å.

The asymmetric unit of the title compound, C27H32N4O4·H2O, contains two independent benzimidazole-5-carboxyl­ate mol­ecules and two water mol­ecules. In both main mol­ecules, the pyrrolidine rings are in an envelope conformation with a methyl­ene C atom as the flap. The morpholine rings adopt chair conformations. Both benzimidazole rings are essentially planar, with maximum deviations of 0.008 (1) Å, and form dihedral angles of 37.65 (6) and 45.44 (6)° with the benzene rings. In one mol­ecule, an intra­molecular C—H⋯O hydrogen bond forms an S(7) ring motif. In the crystal, O—H⋯O and O—H⋯N hydrogen bonds connect pairs of main mol­ecules and pairs of water mol­ecules into two independent centrosymmetric four-compoment aggregates. These aggregates are connect by C—H⋯O hydrogen bonds leading to the formation of a three-dimensional network, which is stabilized by C—H⋯π interactions.

In the title compound, C12H8N2O6, the 1,3-benzodioxole ring system is essentially planar [maximum deviation = 0.036 (2) Å] and the nitro group is oriented at a dihedral angle of 15.4 (1)° with respect to its mean plane. In the crystal, moleucles are linked into C(8) [101] chains by C—H⋯O hydrogen bonds, and weak aromatic π–π stacking [centroid–centroid distance = 3.887 (1) Å] also occurs.

In the mol­ecule of title compound, C12H14O3, the benzodioxole ring system is essentially planar. In the crystal structure, weak inter­molecular C—H⋯O hydrogen bonds link mol­ecules into chains along the c axis, and π–π contacts between dioxole rings and between dioxole and benzene rings of the benzodioxole ring systems [centroid–centroid distances 3.702 (3) and 3.903 (3) Å] may further stabilize the structure. Two C—H⋯π inter­actions are also found.

The asymmetric unit of the title compound, C24H27N3O4, contains two mol­ecules, A and B. The benzimidazole rings are essentially planar [maximum deviations = 0.0144 (10) and 0.0311 (8) Å in A and B, respectively]. The dihedral angle between the benzimidazole mean plane and its attached benzene ring is 36.90 (5) ° for mol­ecule A and 51.40 (5) ° for mol­ecule B. In both mol­ecules, the pyrrolidine ring adopts an envelope conformation with a C atom as the flap. In molecule B, the flap C atom is disordered over two positions in a 0.711 (6):0.289 (6) ratio. In the crystal, C—H⋯O inter­actions link the mol­ecules, generating [100] chains. The crystal packing also features weak π–π inter­actions between the imidazole and benzene rings [centroid–centroid distances = 3.8007 (7) and 3.8086 (7) Å] and between the benzene rings [centroid–centroid distance = 3.7001 (7) Å] and C—H⋯π inter­actions involving the benzene rings.

In the title compound, C19H12O4, the dioxole ring adopts a flattened envelope conformation with the methyl­ene C at the flap [deviation = 0.104 (2) Å]. The benzene ring of the benzodioxole ring system makes a dihedral angle of 76.45 (5)° with the planar [maximum deviation = 0.016 (1) Å] 3H-benzo[f]isobenzofuran-1-one ring system. In the crystal structure, the mol­ecules are linked into C(5) chains running along the b axis by inter­molecular C—H⋯O hydrogen bonds. In addition, C—H⋯π inter­actions are observed.

In the title compound, C13H12N2O3, the dihedral angle between the aromatic rings is 7.94 (12)°. In the crystal, inversion dimers linked by pairs of C—H⋯O hydrogen bonds generate R 2 2(6) loops. Weak π–π [centroid–centroid separations = 3.7480 (13) and 3.9047 (13) Å] and C—H⋯π inter­actions help to consolidate the packing.

The title compound, C11H9F3O5, crystallizes with three mol­ecules in the asymmetric unit. One –CF3 group is disordered by rotation, with the F atoms split over two sets of sites with occupancies which converged to 0.888 (6) and 0.112 (6). Weak π–π inter­actions are observed between adjacent benzene rings [the shortest centroid–centroid distance is 3.8858 (4) Å], resulting in the formation of a supra­molecular chain along [100].

In the title compound, C16H15NO3, the five-membered 1,3-dioxole ring is in an envelope conformation with the methyl­ene C atom as the flap atom [lying 0.202 (3) Å out of the plane formed by the other four atoms]. The benzene ring makes a dihedral angle of 84.65 (4)° with the best least-squares plane through the 1,3-benzodioxole fused-ring system, which substitutes the 2-methoxyphenol moiety in capsaicin. In the crystal, mol­ecules are connected into a zigzag supra­molecular chain along the c-axis direction by N—H⋯O hydrogen bonds. These chains are connected into a layer in the ac plane by C—H⋯π inter­actions.

In the title compound, C14H13ClO5, the five-membered ring is in an envelope conformation with the methyl­ene C-atom being the flap. The conformation about the C=C double bond [1.341 (2) Å] is E. The chloro­propan-2-one residue is approximately orthogonal to the remaining mol­ecule [dihedral angle = 88.03 (6)°]. In the crystal, the mol­ecules associate via C—H⋯O inter­actions, involving both carbonyl-O atoms, giving rise to an undulating two-dimensional array in the ac plane.

The 1,3-benzodioxole ring systems in the title compound, C22H22O8, are almost planar. The perhydro­furofuranyl system linking them adopts a distorted double-envelope conformation. Supra­molecular aggregation is effected by C—H⋯O, C—H⋯π and π–π [centroid–centroid distance of 3.755 Å, inter­planar distance of 3.633 Å and dihedral angle of 14.6°] inter­actions.

In the title mol­ecule, C14H9BrO3S, the the prop-2-en-1-one (enone) fragment is close to planar [C—C—C—O = 2.5 (7)°] and it subtends dihedral angles of 12.5 (3) and 5.3 (4)° with respect to the thio­phene and benzene rings, respectively. The dihedral angle between the aromatic ring systems is 12.60 (18)°. Two C—H⋯O inter­actions help to consolidate the non-centrosymmetic crystal packing, which features undulating (100) sheets incorporating C(11) and C(12) chain motifs.

There are two crystallographically independent mol­ecules in the asymmetric unit of the title compound, C29H30N2O5, each having an E conformation about the C=C double bond. The dihedral angles between the meth­oxy­benzene rings in the two mol­ecules are 71.39 (17) and 68.64 (17)°. In the crystal, mol­ecules are linked by C—H⋯O inter­actions.

In the title compound, [Fe(C5H5)(C24H18N3O2S)], the pyrazoline ring adopts a twist conformation. The thia­zole ring forms dihedral angles of 83.7 (2) and 34.4 (2)° with the benzene ring of the benzodioxole ring and the fused phenyl ring, respectively. The mol­ecular conformation is stabilized by an intra­molecular C—H⋯π inter­action. The crystal packing features inter­molecular C—H⋯N, C—H⋯O hydrogen bonds and weak C—H⋯π inter­actions.

In the title compound, C17H12O3, each of the five-membered rings in the inden-1-one and 1,3-benzodioxole residues is almost planar (r.m.s. deviations = 0.041 and 0.033 Å, respectively). A small twist about the single bond linking the two residues is evident [the C—C—C—C torsion angle = 8.7 (4)°]. Supra­molecular zigzag layers propagating in the ac plane are formed in the crystal via C—H⋯O inter­actions. The layers are linked via π–π inter­actions between the five- and six-membered rings of 1,3-benzodioxole residues [centroid–centroid distance = 3.4977 (14) Å].

In the title compound, C24H25N3O5, the eth­oxy group is disordered over two orientations in a 0.853 (14):0.147 (14) ratio. The benzimadazole ring system (r.m.s. deviation = 0.016 Å) makes a dihedral angle of 35.47 (7)° with the attached benzene ring. The pyrrolidine ring adopts an envelope conformation with a methyl­ene C atom as the flap. In the crystal, inversion dimers linked by pairs of O—H⋯N hydrogen bonds generate R 2 2(16) loops. C—H⋯O inter­actions link the dimers into a three-dimensional network.

The complete mol­ecule of the title compound, C16H12N2O4, is generated by the application of a centre of inversion. The (1,3-benzodioxol-5-yl)methyl­idene fused-ring system is approximately planar (r.m.s. deviation = 0.020 Å) and is essentially coplanar with the central hydrazine group [dihedral angle = 5.08 (9)°]. Weak π–π inter­molecular inter­actions are observed [centroid–centroid distance = 3.8553 (8) Å], providing some packing stability.

The title mol­ecule, C18H17NO4S, features a 1,3-thia­zolidine ring that is twisted about the S—C(methyl­ene) bond. With reference to this ring, the 1,3-benzodioxole and benzene rings lie to either side and form dihedral angles of 69.72 (16) and 83.60 (14)°, respectively, with the central ring. Significant twisting in the mol­ecule is confirmed by the dihedral angle of 79.91 (13)° formed between the outer rings. Linear supra­molecular chains along the a-axis direction mediated by C—H⋯O inter­actions feature in the crystal packing.