In the title molecule, C18H19BrN2O, the benzene ring is inclined to the oxadiazole ring by 10.44 (8)°. In the crystal, C—H⋯π interactions link the molecules in a head-to-tail fashion, forming chains extending along the c-axis direction. The chains are further connected by π–π stacking interactions, with centroid–centroid distances of 3.6385 (7) Å, forming layers parallel to the bc plane.
crystal structure; adamntane derivative; 1,3,4-oxadiazole; C—H⋯π hydrogen bonds; π–π interactions
In the molecule of the title compound, C7H9ClN2O2, the conformation is determined by intramolecular C—H⋯O and C—H⋯Cl hydrogen bonds, which generate S(6) and S(5) ring motifs. The isopropyl group is almost perpendicular to the pyrimidine ring with torsion angles of −70.8 (3) and 56.0 (3)°. In the crystal, two inversion-related molecules are linked via a pair of N—H⋯O hydrogen bonds into R
2(8) dimers; these dimers are connected into chains extending along the bc plane via an additional N—H⋯O hydrogen bond and weaker C—H⋯O hydrogen bonds. The crystal structure is further stabilized by a weak π–π interaction [3.6465 (10) Å] between adjacent pyrimidine-dione rings arranged in a head-to-tail fashion, producing a three-dimensional network.
crystal structure; pyrimidine-2,4-dione; hydrogen bonds; π–π interaction
In the square-planar [Ni(C14H11FNO)2] complex, weak C—H⋯F and C—H⋯π interactions play an important role in the molecular self-assembly, resulting in the formation of 2D molecular sheets which are stacked along the b axis.
The asymmetric unit of the title complex, [Ni(C14H11FNO)2], contains one-half of the molecule with the NiII cation lying on an inversion centre coordinated by a bidentate Schiff base anion. The cationic NiII center is in a distorted square-planar coordination environment chelated by the imine N and phenolate O donor atoms of the two Schiff base ligands. The N and O donor atoms of the two ligands are mutually trans with Ni—N and Ni—O bond lengths of 1.9242 (10) and 1.8336 (9) Å, respectively. The fluorophenyl ring is almost orthogonal to the coordination plane and makes a dihedral angle of 82.98 (7)° with the phenolate ring. In the crystal, molecules are linked into screw chains by weak C—H⋯F hydrogen bonds. Additional C—H⋯π contacts arrange the molecules into sheets parallel to the ac plane.
Crystal structure; Ni(II) complex; NO donors; Schiff base; antibacterial activity
The NiII atom in the title compound shows a square-planar NiN2O2 coordination with the imine N and phenolate O atoms of the two Schiff base ligands. C—H⋯O and C—H⋯π interactions result in the formation of sheets of molecules parallel to the ac plane.
The asymmetric unit of the title compound, [Ni(C15H14NO2)2], comprises an NiII cation, lying on an inversion centre, and a Schiff base anion that acts as a bidentate ligand. The NiII cation is in a square-planar coordination environment binding to the imine N and phenolate O atoms of the two Schiff base ligands. The N- and O-donor atoms of the two ligands are mutually trans, with Ni—N and Ni—O bond lengths of 1.9191 (11) and 1.8407 (9) Å, respectively. The plane of the methoxybenzene ring makes a dihedral angle of 84.92 (6)° with that of the phenolate ring. In the crystal, molecules are linked into screw chains by weak C—H⋯O hydrogen bonds. Additional C—H⋯O hydrogen bonds, together with C—H⋯π contacts, arrange the molecules into sheets parallel to the ac plane.
crystal structure; nickel(II) complex; NO donors; Schiff base
In the title complex, [Pd(C16H16NO2)2]·CHCl3, the PdII cation lies on an inversion center. One Cl atom of the CHCl3 solvent molecule lies on a twofold axis and the C—H group is disordered with equal occupancies about this axis with the other Cl atom in a general position with full occupancy. The PdII cation is four-coordinate and adopts a square-planar geometry via coordination of the imine N and phenolic O atoms of the two bidentate Schiff base anions. The N and O atoms of these ligands are mutually trans. The plane of the benzene ring makes a dihedral angle of 73.52 (10)° with that of the methoxyphenolate ring. In the crystal, molecules of the PdII complex are arranged into sheets parallel to the ac plane, and the chloroform solvent molecules are located in the interstitial areas between the complex molecules. Weak intermolecular C—H⋯O and C—H⋯π interactions stabilize the packing.
The title compound, C19H23N3S, is a functionalized triazoline-3-thione derivative. The benzyl ring is almost normal to the planar 1,2,4-triazole ring (r.m.s. deviation = 0.007 Å) with a dihedral angle of 86.90 (7)°. In the crystal, molecules are linked by pairs of N—H⋯S hydrogen bonds, forming inversion dimers that enclose R
2(8) loops. The crystal packing is further stabilized by weak C—H⋯π interactions that link adjacent dimeric units into supramolecular chains extending along the a-axis direction.
In the title pyrimidine-2,4-dione derivative, C14H16N2O2S, the dihedral angle between the six-membered rings is 77.81 (10)°. The molecule is twisted about the Cp—S (p = pyrimidine) bond, with a C—S—C—N torsion angle of −59.01 (17)°. An intramolecular C—H⋯S hydrogen bond generates an S(5) ring motif. In the crystal, bifurcated acceptor N—H⋯O and C—H⋯O hydrogen bonds generate inversion-related dimers incorporating R
1(9) and R
2(8) loops. These dimers are connected into a chain extending along the a-axis direction by a second pair of inversion-related N—H⋯O hydrogen bonds, forming another R
2(8) loop. The crystal structure is further stabilized by weak intermolecular C—H⋯π interactions, generating a three-dimensional network.
There are two crystallograpically independent molecules in the asymmetric unit of the title bischalcone derivative, C25H32N2O. Both molecules are twisted with a dihedral angle between the two substituted benzene rings of 11.19 (16)° in one molecule and 14.40 (15)° in the other. The central penta-1,4-dien-3-one fragments make dihedral angles of 8.49 (17) and 4.26 (17)° with the two adjacent benzene rings in one molecule, whereas the corresponding values are 8.42 (16) and 6.18 (16)° in the other. In the crystal, molecules are arranged into chains along the c-axis direction. Adjacent chains are inter-linked by weak intermolecular C—H⋯O interactions. The crystal is further stabilized by C—H⋯π interactions.
The asymmetric unit of the title salt, C36H32N2
2+·2C6H4ClO3S−, consists of one anion and one half-cation, the other half being generated by inversion symmetry. The dihedral angle between the pyridinium ring and the napthalene ring system in the asymmetric unit is 42.86 (6)°. In the crystal, cations and anions are linked by weak C—H⋯O interactions into chains along . Adjacent chains are further arranged in an antiparallel manner into sheets parallel to the bc plane. π–π interactions are observed involving the cations, with centroid–centroid distances of 3.7664 (8) and 3.8553 (8) Å.
The title compound, C20H28O3, known as ‘trichodermaerin’ [systematic name: (4E)-4,9,15,16,16-pentamethyl-6-oxatetracyclo[10.3.1.01,10.05,9]hexadec-4-ene-7,13-dione], is a diterpene lactone which was isolated from Trichoderma asperellum. The structure has a tetracycic 6–5–7–5 ring system, with the cyclohexanone ring adopting a twisted half-chair conformation and the cyclopentane ring adopting a half-chair conformation, whereas the cycloheptene and tetrahydrofurananone rings are in chair and envelope (with the methyl-substituted C atom as the flap) conformations, respectively. The three-dimensional architecture is stabilized by C—H⋯O interactions.
The asymmetric unit of the title hydrated salt, C22H25N2
+·C6H4ClO3S−·H2O, comprises two 2-[4-(diethylamino)styryl]-1-methylquinolin-1-ium cations, two 4-chlorobenzenesulfonate anions and two solvent water molecules. One ethyl group of both cations displays disorder over two positions in a 0.659 (2):0.341 (2) ratio in one molecule and in a 0.501 (2):0.499 (2) ratio in the other. The sulfonate group of one anion is also disordered over two positions in a 0.893 (7):0.107 (7) ratio. The dihedral angle between the mean plane of the quinolinium ring system and that of benzene ring is 10.57 (18)° in one cation and 14.4 (2)° in the other. In the crystal, cations, anions and water molecules are linked into chains along the  direction by O—H⋯Osulfonate hydrogen bonds, together with weak C—H⋯Osulfonate and C—H⋯Cl interactions. The cations are stacked by π–π interactions, with centroid–centroid distances in the range 3.675 (2)–4.162 (3) Å.
In the title salt, C6H14N+·NO3
−, the cyclohexyl ring adopts a chair conformation. The ammonium group occupies an equatorial position and the crystal struture is stabilized by intermolecular N—H⋯O hydrogen-bonding interactions, resulting in a three-dimensional network.
In the cation of the title salt, C11H17N2O+·C7H8ClN2O2
−, the piperazine ring adopts a distorted chair conformation and contains a positively charged N atom with quaternary character. Its mean plane makes a dihedral angle of 42.36 (8)° with the phenyl ring of its 2-methoxyphenyl substituent. The 2,4-dioxopyrimidin-1-ide anion is generated by deprotonation of the N atom at the 1-position of the pyrimidinedione ring. Intramolecular C—H⋯O hydrogen bonds generate S(6) ring motifs in both the cation and the anion. In the crystal, N—H⋯O, N—H⋯N and C—H⋯O hydrogen bonds are also observed, resulting in a two-dimensional network parallel to the ab plane. The crystal stability is further consolidated by weak C—H⋯π interactions.
In the title pymiridine-2,4-dione derivative, C14H16N2O2S, the dihedral angle between the six-membered rings is 66.69 (10)°. The molecule is twisted about the Cp—S (p = pyrimidine) bond, with a C—S—C—N torsion angle of −19.57 (16)°. In the crystal, adjacent molecules form inversion dimers through pairs of strong N—H⋯O hydrogen bonds, generating an R
2(8) ring motif. The dimers are connected into chains extending along the c-axis direction through additional N—H⋯O hydrogen bonds.
Molecules of the title compound, C16H16N4O7, are not planar with a dihedral angle of 5.50 (11)° between the substituted benzene rings. The two meta-methoxy groups of the 3,4,5-trimethoxybenzene moiety lie in the plane of the attached ring [Cmethyl–O–C–C torsion angles −0.1 (4)° and −3.7 (3)°] while the para-methoxy substituent lies out of the plane [Cmethyl—O—C—C, −86.0 (3)°]. An intramolecular N—H⋯O hydrogen bond involving the 2-nitro substituent generates an S(6) ring motif. In the crystal structure, molecules are linked by weak C—H⋯O interactions into screw chains, that are arranged into a sheet parallel to the bc plane. These sheets are connected by π–π stacking interactions between the nitro and methoxy substituted aromatic rings with a centroid–centroid separation of 3.9420 (13) Å. C—H⋯π contacts further stabilize the two-dimensional network.
The title compound crystallizes as a hemihydrate, C18H20N2O5·0.5H2O. The molecule exists in an E conformation with respect to the C=N imine bond. The 4-methoxyphenyl unit is disordered over two sets of sites with a refined occupancy ratio of 0.54 (2):0.46 (2). The dihedral angles between the benzene rings are 29.20 (9) and 26.59 (9)°, respectively, for the major and minor components of the 4-methoxy-substituted ring. All methoxy substituents lie close to the plane of the attached benzene rings [the Cmethyl—O—C—C torsion angles range from −4.0 (12) to 3.9 (2)°]. In the crystal, the components are linked into chains propagating along  via N—H⋯O and O—H⋯O hydrogen bonds and weak C—H⋯O interactions.
The molecule of the title hydrazine derivative, C15H14N4O6, is essentially planar, the dihedral angle between the substituted benzene rings being 2.25 (9)°. The ethoxy and hydroxy groups are almost coplanar with their bound benzene ring [r.m.s. deviation = 0.0153 (2) Å for the ten non-H atoms]. Intramolecular N—H⋯O and O—H⋯Oethoxy hydrogen bonds generate S(6) and S(5) ring motifs, respectively. In the crystal, molecules are linked by O—H⋯Onitro hydrogen bonds into chains propagating in . Weak aromatic π–π interactions, with centroid–centroid distances of 3.8192 (19) and 4.0491 (19) Å, are also observed.
There are two independent molecules in the asymmetric unit of the title compound, C16H17NO4, with similar conformations but some differences in their bond angles. Each molecule adopts a trans configuration with respect to the methylidene C=N bond and is twisted with a dihedral angle between the two substituted benzene rings of 80.52 (7)° in one molecule and 83.53 (7)° in the other. All methoxy groups are approximately coplanar with the attached benzene rings, with Cmethyl—O—C—C torsion angles ranging from −6.7 (2) to 5.07 (19)°. In the crystal, independent molecules are linked together by O—H⋯N and O—H⋯O hydrogen bonds and a π–π interaction [centroid–centroid distance of 3.6030 (9) Å], forming a dimer. The dimers are further linked by weak C—H⋯O interactions and another π–π interaction [centroid–centroid distance of 3.9452 (9) Å] into layers lying parallel to the ab plane.
In the title compound, C26H37N5OS, the piperazine ring adopts a chair conformation. The triazole ring forms dihedral angles of 67.85 (9) and 59.41 (9)° with the piperazine and benzene rings, respectively, resulting in an approximate V-shaped conformation for the molecule. An intramolecular C—H⋯O hydrogen bond generates an S(6) ring motif. The crystal structure features C—H⋯π interactions, producing a two-dimensional supramolecular architecture.
In the structure of the title salt, C20H20NO+·C6H4FO3S−, the 4-(ethoxyphenyl)ethenyl unit is disordered over two positions with a refined site-occupancy ratio of 0.610 (6):0.390 (6). The cation is nearly planar, the dihedral angle between the quinolinium and benzene rings being 6.7 (4) and 1.7 (7)° for the major and minor components, respectively. The ethoxy group is essentially coplanar with the benzene ring [C—O—C—Cmethy = 177.1 (8) and 177.8 (12)° for the major and minor components, respectively]. In the crystal, cations and anions are linked into chains along the b-axis direction by C—H⋯Osulfonyl weak interactions. These chains are further connected into sheets parallel to (001) by C—H⋯Osulfonyl weak interactions. The chains are also stacked along the a axis through π–π interactions involving the quinolinium and benzene rings [centroid–centroid distances = 3.636 (5) Å for the major component and 3.800 (9) Å for the minor component]. C—H⋯π interactions are also present.
The title salt crystallized as the monohydrate C15H16NO2
−·H2O. The cation exists in an E conformation with respect to the ethynyl bond and is essentially planar, with a dihedral angle of 6.52 (14)° between the pyridinium and the benzene rings. The hydroxy and methoxy substituents are coplanar with the benzene ring to which they are attached, with an r.m.s. deviation of 0.0116 (3) Å for the nine non-H atoms [Cmethyl—O—C—C torsion angle = −0.8 (4)°]. In the crystal, the cations and anions are stacked by π–π interactions, with centroid–centroid distances of 3.7818 (19) and 3.9004 (17) Å. The cations, anions and water molecules are linked by O—H⋯O hydrogen bonds and weak C—H⋯O interactions, forming a three-dimensional network.
In the title compound, C26H37N5S, the piperazine ring adopts a chair conformation with the exocyclic N—C bonds in pseudo-equatorial orientations. The piperazine ring (all atoms) subtends dihedral angles of 79.47 (9) and 73.07 (9)° with the triazole and benzene rings, respectively, resulting in an approximate U-shape for the molecule. No significant intermolecular interactions are observed in the crystal.
In the title compound, C20H26N2S, the N-containing six-membered ring adopts a boat conformation and the dihedral angle between the thiocarbamide group and the benzene ring is 49.67 (9)°. An intramolecular C—H⋯S hydrogen bond generates an S(6) ring motif. The N—H group is sterically hindered and there are no significant intermolecular interactions beyond van der Waals contacts.
In the structure of the title nicotinonitrile derivative, C19H15N3O, the pyridine ring makes dihedral angles of 11.50 (7) and 43.36 (8)° with the 4-aminophenyl and phenyl rings, respectively, and the dihedral angle between the phenyl rings is 36.28°. In the crystal, molecules are linked by N—H⋯N hydrogen bonds into wave-like sheets parallel to (10-2). These sheets are stacked by π–π interactions between the 4-aminophenyl rings of adjacent sheets, with centroid–centroid distances of 3.7499 (9) Å. C—H⋯π interactions are also present.
In the title mixed salt, 2C16H15N2
−, one of the cations shows whole molecule disorder over two sets of sites in a 0.711 (7):0.289 (7) ratio. The 4-chorobenzenesulfonate anion is also disordered over two orientations in a 0.503 (6):0.497 (6) ratio. The cations are close to planar, the dihedral angles between the pyridinium and indole rings being 1.48 (3)° in the ordered cation, and 5.62 (3) and 2.45 (3)°, respectively, for the major and minor components of the disordered cation. In the crystal, the cations are stacked in an antiparallel manner approximately along the a-axis direction and linked with the anions via N—H⋯O hydrogen bonds and C—H⋯O interactions, generating a three-dimensional network. Weak C—H⋯π and π–π interactions [with centroid–centroid distances of 3.561 (2)–3.969 (7) Å] are also observed.