The title compound, 2C20H29N2O5S+·C6H8O4
2−·4H2O, which was found to be optically active, is a relatively rare example of a chiral compound crystallizing in the triclinic crystal system. The dihedral angles between the phenyl rings of the cations are 60.03 (15) and 62.03 (16)°, while the C atoms of the anion are almost coplanar (r.m.s. deviation 0.085 Å) and all trans to each other. In the crystal, the components are connected by an extensive network of N—H⋯O and O—H⋯O hydrogen bonds. The sulfonamide groups link the cations into pairs via two N—H⋯O hydrogen bonds about the pseudo-inversion centre, leading to the formation of R
2(8) rings. The anions are stacked in between four cationic pairs. Pairs of water molecules bridge the larger building units, forming hydrogen bonds with the remaining two O atoms of the anion.
In the cation of the title organic ion pair compound, C23H20ClN2O3
+·CH3O−, the cyclohexyl ring shows a half-boat conformation and the dihedral angles between two benzene rings and the pyran ring are 83.14 (7) and 73.18 (9)°. In the crystal, centrosymmetrically related cations are linked into a dimer by pairs of N—H⋯N hydrogen bonds, generating an R
2(12) ring motif. The anion interacts with the dimer through an N—H⋯O hydrogen bond. π–π interactions between pyran rings of adjacent dimers, with a centroid–centroid distance of 3.861 (2) Å, are also observed.
In the molecule of title pyrazoline derivative, C17H18N4OS, the pyrazole ring adopts an envelope conformation with the flap atom, which bears the methoxyphenyl substituent, displaced by 0.0750 (12) Å from the plane through the other ring atoms. The two substituted benzene rings make a dihedral angle of 70.59 (6)°. The methoxy group is twisted slightly with respect to the attached benzene ring [Cmethyl—O—C—C torsion angle = −8.84 (15)°]. An intramolecular N—H⋯N hydrogen bond occurs. In the crystal, the pyrazoline molecules are linked by N—H⋯O and N—H⋯S hydrogen bonds into zigzag layers parallel to the bc plane and stacked along the a axis by π–π interactions with centroid–centroid distances of 3.4690 (7) and 3.5792 (7) Å. C—H⋯π interactions are also present.
The title compound, C15H15NO3, adopts the enol–imine tautomeric form. The two rings are twisted with respect to each other, making a dihedral angle of 44.08 (5)°. The 3-methoxy-2-[(E)-(4-methoxyphenyl)-iminomethyl]phenol unit is almost planar, the largest deviation from the mean plane being 0.047 (2) Å. Such a planar conformation might be related to the occurrence of an intramolecular O—H⋯N hydrogen bond. In the crystal, intermolecular C—H⋯O hydrogen bonds link the molecules into sheets parallel to (010). These sheets are interconnected by weak C—H⋯π interactions.
In the title compound, C15H15N5O4, a nitroformazan derivative, the formazan unit is essentially planar with an r.m.s. deviation of 0.0204 (6) Å and adopts a closed syn,s-cis configuration with an intramolecular N—H⋯N hydrogen bond. The formazan plane makes dihedral angles of 4.32 (5) and 24.35 (5)° with the benzene rings. The dihedral angle between the formazan plane and the nitro group is 12.58 (8)°. In the crystal, C—H⋯O interactions connect the molecules into an inversion dimer.
In the title compound, C21H18O3, the xanthene system and the methoxyphenyl ring are practically orthogonal with a dihedral angle between their mean planes of 89.27 (3)°. The methoxy group attached to the phenyl ring makes a C—O—C—C torsion angle of 11.56 (18)°. In the crystal, molecules are linked by C—H⋯O interactions into chains along . Weak C—H⋯π interactions also occur.
The central β-lactam ring of the title compound, C23H21NO3, is almost planar (r.m.s. deviation = 0.032Å). The methoxybenzene ring is almost coplanar with the β-lactam ring [dihedral angle = 1.87 (11)°], whereas the tolyl ring is almost normal to it [75.73 (12)°]. The dihedral angle between the β-lactam ring and the O-bonded phenyl ring is 51.95 (12)°. An intramolecular C—H⋯O interaction generates an S(6) ring. The crystal structure features intermolecular C—H⋯O hydrogen bonds, forming layers parallel to (011), and weak C—H⋯π interactions. Two aromatic π–π stacking interactions [centroid–centroid distances = 3.6744 (12) and 3.6799 (11) Å] are also observed.
In the title compound, C35H32N4O4, the pyrazole ring forms a dihedral angle of 15.04 (8)° with the adjacent pyrimidine ring. The pyrimidine ring forms dihedral angles of 9.95 (8) and 1.86 (7)° with its adjacent methoxy-substituted benzene rings, whereas the equivalent angles are 80.24 (9) and 11.55 (9)° for the pyrazole ring and its adjacent benzene rings. The crystal packing features π–π interactions, the centroid–centroid distance between the pyrimidine and methoxyphenyl rings being 3.604 (1) Å. The pyrazole ring is nearly planar, with a maximum deviation of 0.020 (3) Å for the –CH2– carbon.
In the crystal structure of the title compound, C22H19N3O3, intermolecular C—H⋯O hydrogen bonds link the molecules into a zigzag chain parallel to the face diagonal of the ac plane. The methoxy phenyl rings make a dihdral angle of 32.38 (7)° and form dihedral angles of 0.66 (8) and 24.17 (7)° with the fused benzooxazine ring system.
In the title compound, C21H16O, the dihedral angle between the anthracene ring system and the benzene ring is 74.3 (5)°. The anthracene ring system is essentially planar (r.m.s. deviation = 0.0257 Å) and the methoxy group lies in the plane of the benzene ring [C1—O1—C2—C7 torsion angle = 0.5 (2)°]. The crystal structure features π–π [centroid–centroid distance = 3.9487 (12) Å] and C–H⋯π interactions, forming a sheet running along the a-axis direction.
In the title compound, C19H21N2O2
−, the 1H-indole ring system is essentially planar [maximum deviation = 0.0257 (14) Å] and forms a dihedral angle of 87.92 (7) Å with the benzene ring attached to the tetrahydropyridinium fragment. The tetrahydropyridinium ring adopts a half-chair conformation. In the crystal, cations and anions are linked by interionic N—H⋯O, C—H⋯O and C—H⋯N hydrogen bonds into chains along the a axis.
In the molecule of the title compound, C31H36N2O5, the piperazine ring displays a chair conformation. The dihedral angle between the benzene rings of the bis(4-methoxyphenyl)methyl group is 83.42 (15)°. In the crystal, centrosymmetrically related molecules are linked through pairs of C—H⋯O hydrogen bonds into dimers, generating an R
2(10) ring motif. The dimers are further connected into chains parallel to [2-10] by C—H⋯O hydrogen bonds involving the methoxy groups.
The asymmetric unit of the title compound, C24H21FN2O5S, consists of two crystallographically independent molecules. In each molecule, the central dihydropyrimidine ring is significantly puckered and adopts a conformation which is best described as an intermediate between a boat and a screw boat. The least-squares planes of the dihydropyrimidine rings are almost coplanar with the fluoro-substituted benzene rings, making dihedral angles of 9.04 (7) and 6.68 (7)°, and almost perpendicular to the methoxy-substituted benzene rings with dihedral angles of 89.23 (7) and 88.30 (7)°. In the molecular structure, S(6) ring motifs are formed by C—H⋯O and C—H⋯S hydrogen bonds. In the crystal, molecules are linked into a three-dimensional network by intermolecular C—H⋯O and C—H⋯F hydrogen bonds. The crystal structure is further stabilized by a C—H⋯π interaction.
In the crystal structure of the title salt, C8H12NO+·Cl−, the methoxy group of the cation is co-planar with the phenylene moiety with an r.m.s. deviation from the mean plane of only 0.005 Å. The ammonium N atom deviates from this plane by 1.403 (1) Å. In the crystal, the (4-methoxyphenyl)methanaminium cations and chloride anions are linked by N—H⋯Cl and C—H⋯O hydrogen bonds, resulting in an open framework architecture with hydrogen-bonded ammonium groups and chloride anions located in layers parallel to (011), separated by more hydrophobic layers with interdigitating anisole groups.
In the title compound, C14H12ClNO2, the chloro- and methoxy-substituted benzene rings are close to orthogonal [dihedral angle = 79.20 (3)°]. These rings also make angles of 45.9 (3) and 33.5 (3)° with the amide –CONH– unit. The methoxy substituent lies close to the methoxybenzene ring plane, with a maximum deviation of 0.142 (3) Å for the methyl C atom. The N—H bond is anti to the 2-chloro substituent of the aniline ring. In the crystal structure, intermolecular N—H⋯O hydrogen bonds form C(4) chains augmented by a weak C—H⋯O interaction involving an ortho H atom of the methoxy benzene ring that generates an R
1(6) motif. The chains stack the molecules into columns down the b axis. Adjacent columns are linked by additional C—H⋯O and C—H⋯π contacts, generating a three-dimensional network.
Molecules of the title compound, C23H30N2O4, are located on a crystallographic mirror plane. The molecule has a curved shape with the dihedral angle formed between the two benzene rings being 55.26 (5)°. Intramolecular O—H⋯N hydrogen bonds are noted. In the crystal, supramolecular layers are formed in the ac plane owing to the presence of C—H⋯π interactions.
In the title molecule, C26H25FN2O5, the fluoromethoxy-, methoxy- and trimethoxy-substituted benzene rings form dihedral angles of 12.65 (2), 84.15 (2) and 55.67 (2)°, respectively, with the imidazole ring. The crystal structure is stabilized weak intermolecular C—H⋯F and C—H⋯O hydrogen bonds.
The molecule of the title perimidine derivative, C18H12N2O3, is essentially planar, the dihedral angle between the benzene and perimidine rings being 3.25 (5)°. The hydroxy and methoxy groups lie in the plane of the benzene ring to which they are bound [O—C—C—C = 179.96 (11)° and C—O—C—C = −177.96 (12)°]. An intramolecular O—H⋯N interaction generates an S(6) ring motif. In the crystal, molecules are linked by pairs of C—H⋯O interactions into dimers, which generate S(16) ring motifs. These dimers are arranged into sheets parallel to the ac plane and further stacked down the b axis by π–π interactions, with centroid–centroid distances in the range 3.5066 (8)–3.7241 (7) Å.
The title compound, C20H20N2O4, crystallizes with four independent molecules in the asymmetric unit. In the molecules, the dihedral angles between the benzene rings and indole mean planes are 24.5 (1), 22.5 (1), 8.8 (1) and 13.9 (1)°. In the crystal, intermolecular N—H⋯O hydrogen bonds are present between the imino groups and the adjacent carbonyl groups. π–π stacking is also observed with a centroid–centroid distance between nearly parallel pyrrole rings of 3.745 (3) Å.
In the title compound, C40H44O3, the fluorene ring system is essentially planar, with a maximum deviation of 0.075 (3) Å, and forms dihedral angles of 70.62 (8) and 70.31 (8)° with the mean planes of the central benzene ring and the methoxyphenyl ring, respectively. Both the hexyl side chains have different conformations, i.e. an anti–gauche–anti–gauche conformation with C—C—C—C torsion angles of −169.3 (2), 74.2 (4), −178.0 (3) and −76.0 (6)° for one hexyl side chain and an anti–anti–anti–gauche conformation with C—C—C—C torsion angles of −177.9 (2), −176.5 (3), 171.7 (4) and 80.4 (9)° for the other. Four C atoms in one and two C atoms in the other hexyl side chains are each disordered over two sets of sites, with occupancy factors of 0.761 (3):0.239 (3) and 0.660 (6):0.340 (6). In the crystal, molecules are via pairs of C—H⋯O hydrogen bonds, forming inversion dimers and resulting in R
2(28) graph-set motifs.
In the title compound, C16H16N4OS, the dihedral angle between the pyridine and benzene rings is 81.08 (6)°. The pyrazole ring makes dihedral angles of 12.36 (7) and 87.96 (6)°, respectively, with the pyridine and benzene rings. In the crystal, molecules are linked by N—H⋯O and N—H⋯S hydrogen bonds and a weak C—H⋯S interaction into a layer parallel to the ab plane. Weak C—H⋯π and π–π interactions [centroid–centroid distances = 3.7043 (9) and 3.8120 (7) Å] are also observed.
In the title compound, C19H14OS, the naphthothiophene moiety is almost planar except for the S atom of the five-membered ring, which is situated 0.047 (6) Å out of the C4 plane (with an r.m.s. deviation of fitted atoms = 0.0009 Å). The dihedral angle between the naphthothiophene plane and the attached methoxyphenyl ring is 67.6 (2)°. In the crystal, a C—H⋯π interaction is observed between a methoxyphenyl C—H group and the outer benzene ring of the naphthothiophene moiety. The five-membered ring of the naphthothiophene moiety is disordered, with the S and opposite non-fused C atom approximately exchanging positions, with a site-occupancy factors of 0.808 (3) and 0.187 (3).
In the title compound, C18H17ClN2O, the quinoline ring system is essentially planar; the r.m.s. deviation for the non-H atoms is 0.04 Å with a maximum deviation from the mean plane of 0.026 (4) Å for the C atom bonded to the –CH2– group. The methoxy-substituted benzene ring forms a dihedral angle of 70.22 (4)° with this ring system. The crystal structure can be described as zigzag layers in which the quinoline ring systems are parallel to (011) and molecules are connected via intermolecular N—H⋯N hydrogen bonds, forming chains along . The crystal studied was an inversion twin with a 0.86 (5):0.14 (5) domain ratio.
In the title compound, C29H19F3N2O, a phenanthroline-fused imidazole tetracyclic system, the fused benzene rings deviate slightly from the central ring and make dihedral angles with this ring of 3.47 (8) and 3.05 (8)°. The trifluoromethylphenyl ring is roughly coplanar with the phenanthroline-fused imidazole tetracyclic system [dihedral angle = 11.02 (6)°], while the methoxyphenyl ring is almost perpendicular [dihedral angle = 87.65 (6)°]. There are intramolecular C—H ⋯π interactions involving the methoxyphenyl ring and the central phenanthroline ring, as well as an intermolecular C—H⋯π interaction involving the phenanthroline ring. In addition, there is an intermolecular π–π interaction involving the central phenanthroline ring and the trifluoromethylphenyl ring [centroid–centroid distance = 3.685 (2) Å], as well as C—H⋯N interactions linking the molecules into dimers.
In the molecule of the title benzohydrazide derivative, C17H18N2O4, the dihedral angle between the benzene rings is 6.86 (11)°. The methoxy group of the 4-methoxyphenyl fragment deviates slightly [Cmethyl—O—C—C = 10.0 (4)°] with respect to the benzene ring, whereas the ethoxy group of the 3-ethoxy-4-hydroxyphenyl fragment is is almost coplanar [C—O—C—Cmethyl = 178.5 (2)°]. In the crystal, molecules are linked by N—H⋯O, O—H⋯O and C—H⋯O hydrogen bonds into a two-dimensional network parallel to the ab plane. C—H⋯π interactions and C⋯O [2.980 (3) Å] short contacts are also observed.