organic compounds
Open access
The title compound, C30H28ClN3O2, features two spiro links, one connecting the piperidine and pyrrolidine rings, and the other connecting the pyrrolidine ring and indole residue. The configuration about the ethene bond is E. The piperidine ring adopts a half-chair conformation where the C atom connected to the spiro-C atom lies 0.713 (3) Å out of the plane of the remaining five atoms (r.m.s. deviation = 0.086 Å). The pyrrolidine ring has an envelope conformation with the flap atom being the methylene C atom. Centrosymmetric eight-membered {HNCO}2 amide synthons feature in the crystal packing. These are consolidated into a three-dimensional architecture by phenyl–pyrrolidine C—HN and chlorobenzene–pyrrolidine-bound phenyl C—Hπ interactions.
research communications
Open access
Solvent-dependent outcomes are noted in co-crystallization experiments between DABCO and 4-nitrobenzoic acid with mono- and diprotonated forms of DABCO are isolated.
organic compounds
Open access
Two spiro links are found in the title compound, C31H28Cl3N3O2, one connecting the piperidine and pyrrolidine rings, and the other connecting the pyrrolidine ring and indole residue. The piperidine ring adopts a half-chair conformation, in which the C atom connected to the spiro-C atom lies 0.741 (3) Å out of the plane of the remaining five atoms (r.m.s. deviation = 0.053 Å). The pyrrolidine ring has an envelope conformation with the flap atom being the methylene C atom. Centrosymmetric eight-membered {HNCO}2 amide dimers are the most significant feature of the crystal packing. These are connected into layers parallel to (-120) by C—HO and π–π interactions between pyrrolidine-bound benzene rings [inter-centroid distance = 3.8348 (15) Å]. Slipped face-to-face interactions between the edges of pyrrolidine-bound benzene [shortest CC separation = 3.484 (4) Å] connect the layers into a three-dimensional architecture.
research communications
Open access
Molecules in both polymorphs of the title compound display deviations from planarity owing to crystal packing effects.
organic compounds
Open access
The title compound, C34H38ClN5O2, has spiro links connecting the pyrrolidine ring and indole residue, as well as the piperidine and pyrrolidine rings. A half-chair conformation is found for the piperidine ring with the C atom connected to the spiro-C atom lying 0.738 (4) Å out of the plane of the remaining five atoms (r.m.s. deviation = 0.0407 Å). The methylene C atom is the flap in the envelope conformation for the pyrrolidine ring. In the crystal, supramolecular chains are sustained by alternating eight-membered {HNCO}2 and 14-membered {HC5O}2 synthons. Chains are connected into a three-dimensional network by (pyrrolidine-bound phenyl-methyl)C—Hπ(pyrrolidine-bound phenyl) edge-to-face interactions.
metal-organic compounds
Open access
The title complex, [Cu{μ3-O2CC6H3(NO2)2-3,5}(μ-OH)]n, features zigzag chains in which successive pairs of CuII atoms are connected by OH bridges and bidentate carboxylate ligands, leading to six-membered Cu(O)(OCO)Cu rings. The zigzag chains are connected into a three-dimensional architecture by Cu—O(nitro) bonds. The coordination geometry of the CuII atom is square-pyramidal, with the axial position occupied by the nitro O atom, which forms the longer Cu—O bond. Bifurcated hydroxy–nitro O—HO hydrogen bonds contribute to the stability of the crystal structure.
organic compounds
Open access
The 21 non-H atoms of the title compound, C15H10Cl2N4, are almost planar (r.m.s. deviation = 0.032 Å); the conformation about the N=C bond [1.277 (6) Å] is E. In the crystal, zigzag supramolecular chains along the c axis (glide symmetry) are formed via N—HN hydrogen bonds. These associate along the b axis by π–π interactions between the fused and terminal benzene rings [intercentroid distance = 3.602 (3) Å] so that layers form in the bc plane.
organic compounds
Open access
In the title compound, C14H8N4O6, the benzoxazin-4-one fused-ring system (r.m.s. deviation = 0.018 Å) is coplanar with the attached benzene ring [dihedral angle = 0.81 (4)°], there being an intramolecular N—HN hydrogen bond between them. Each nitro group is twisted out of the plane of the attached benzene ring [O—N—C—C torsion angles = 167.94 (11) and 170.38 (11)°]. In the crystal, amine–nitro N—HO hydrogen bonds lead to centrosymmetric dimeric aggregates that are connected into a three-dimensional architecture by oxazinyl–nitro C—HO and π–π interactions [inter-centroid distance between the oxazinyl and terminal benzene rings = 3.5069 (7) Å].
organic compounds
Open access
In the title compound, C8H7N3O4 (systematic name: 4-nitrobenzene-1,2-dicarboxamide), each of the substituents is twisted out of the plane of the benzene ring to which it is attached [dihedral angles of 11.36 (2)° for the nitro group, and 60.89 (6) and 34.39 (6)° for the amide groups]. The amide groups are orientated to either side of the least-squares plane through the benzene ring with the amine groups being directed furthest apart. In the crystal, a three-dimensional architecture is established by a network of N—HO hydrogen bonds.
organic compounds
Open access
In the title compound, C8H3N3O2 (systematic name: 4-nitrobenzene-1,2-dicarbonitrile), the nitro group is twisted out of the plane of the benzene ring to which it is attached [O—N—Cring—Cring torsion angle = 9.80 (13)°]. In the crystal packing, supramolecular layers with a zigzag topology in the ac plane are sustained by C—HN interactions.
organic compounds
Open access
The asymmetric unit of the title cyclic thiourea derivative, C10H12N2S, comprises two molecules, each of which has a twist about the CH2—CH2 bond within the five-membered ring. The major difference between the independent molecules is manifested in the relative orientations of the five- and six-membered rings [dihedral angles between the least-squares planes = 28.03 (11) and 41.54 (11)°]. A network of C—Hπ interactions consolidates the three-dimensional crystal packing.
organic compounds
Open access
In the title salt, C11H12ClN2O+·Cl−, the ten non-H atoms comprising the quinolinium residue are coplanar (r.m.s. deviation = 0.041 Å) and the hydroxyethyl group is approximately perpendicular to this plane [Cring—N—Cmethylene—C torsion angle = −74.61 (18)°]. A supramolecular chain aligned along [101] mediated by charge-assisted O/N—HCl− hydrogen bonds features in the crystal packing. Chains are connected into a three-dimensional architecture by C—HO(hydroxy) interactions.
organic compounds
Open access
The sulfathiazole molecule in the title 1:1 co-crystal, C9H9N3O2S2·C18H12N6, adopts an approximate L-shape [dihedral angle between the five- and six-membered rings = 86.20 (9)°] and features an intramolecular hypervalent SO interaction [2.8666 (15) Å]. Overall, the triazine molecule has the shape of a disk as the pendant pyridine rings are relatively close to coplanar with the central ring [dihedral angles = 18.35 (9), 6.12 (9) and 4.67 (9)°]. In the crystal packing, a linear supramolecular chain aligned along [01-1] is formed as a result of amino–pyridyl N—HN hydrogen bonding with syn-disposed pyridyl molecules of one triazine, and amine–pyridyl N—HN hydrogen bonding with the third pydridyl ring of a second triazine molecule. A three-dimensional architecture arises as the chains are connected by C—HO interactions.
organic compounds
Open access
The title compound, C15H24O2 [systematic name: (4S,4aR,6R,8aR)-4a-hydroxy-4,8a-dimethyl-6-(prop-1-en-2-yl)octahydronaphthalen-1(2H)-one], features two edge-shared six-membered rings with the hydroxyl and methyl substituents at this bridge being trans. One adopts a flattened chair conformation with the C atoms bearing the carbonyl and methyl substituents lying 0.5227 (16) and 0.6621 (15) Å, respectively, above and below the mean plane through the remaining four C atoms (r.m.s. deviation = 0.0145 Å). The second ring, bearing the prop-1-en-2-yl group, has a chair conformation. Supramolecular helical chains along the b axis are found in the crystal packing, which are sustained by hydroxy–carbonyl O—HO hydrogen bonding.
organic compounds
Open access
Four independent molecules (A–D) comprise the asymmetric unit of the title compound, C15H26O2, which differ only in the relative orientations of the terminal –C(Me)2OH groups [e.g. the range of Cmethylene—Cmethine—Cquaternary—Ohydroxy torsion angles is 52.7 (7)–57.1 (6)°, where the Cmethylene atom is bound to an epoxide C atom]. The five-membered rings adopt envelope conformations, with the methylene C atom adjacent to the methine C atom being the flap atom in each case. In each molecule, the conformation of the seven-membered ring is a half-chair, with the Cmethylene—Cmethine bond, flanked by methylene C atoms, being the back of the chair. Supramolecular helical chains along the b axis are found in the crystal packing, sustained by hydroxy–epoxide O—HO hydrogen bonding. Molecules of A self-associate into a chain as do those of D. A third independent chain comprising B and C molecules is also formed. The studied crystal is a pseudo-merohedral twin (minor component ca 21%).
data reports
Open access
In the title compound, C17H15NO4, the conformation about the C=C double bond [1.348 (2) Å] is E with the ketone group almost co-planar [C—C—C—C torsion angle = 7.2 (2)°] but the phenyl group twisted away [C—C—C—C = 160.93 (17)°]. The terminal aromatic rings are almost perpendicular to each other [dihedral angle = 81.61 (9)°] giving the molecule an overall U-shape. The crystal packing feature benzene-C—HO(ketone) contacts that lead to supramolecular helical chains along the b axis. These are connected by π–π interactions between benzene and phenyl rings [inter-centroid distance = 3.6648 (14) Å], resulting in the formation of a supramolecular layer in the bc plane.
data reports
Open access
In the title compound, C17H14N2O6, the conformation about the C=C double bond [1.345 (2) Å] is E, with the ketone moiety almost coplanar [C—C—C—C torsion angle = 9.5 (2)°] along with the phenyl ring [C—C—C—C = 5.9 (2)°]. The aromatic rings are almost perpendicular to each other [dihedral angle = 86.66 (7)°]. The 4-nitro moiety is approximately coplanar with the benzene ring to which it is attached [O—N—C—C = 4.2 (2)°], whereas the one in the ortho position is twisted [O—N—C—C = 138.28 (13)°]. The molecules associate via C—HO interactions, involving both O atoms from the 2-nitro group, to form a helical supramolecular chain along [010]. Nitro–nitro NO interactions [2.8461 (19) Å] connect the chains into layers that stack along [001].
data reports
Open access
In the title compound, C15H20BrNO2, there are two independent molecules (A and B) comprising the asymmetric unit and these adopt very similar conformations. In A, the dihedral angle between the CO2 and MeC=CMe2 groups is 80.7 (3)°, and these make dihedral angles of 3.5 (3) and 84.09 (16)°, respectively, with the bromobenzene ring. The equivalent dihedral angles for molecule B are 78.4 (3), 2.1 (3) and 78.37 (12)°, respectively. The most prominent interactions in the crystal packing are amine-N—HO(carbonyl) hydrogen bonds between the two independent molecules, resulting in non-centrosymmetric ten-membered {OC2NH}2 synthons. Statistical disorder is noted for each of the terminal methyl groups of the ethyl residues.
data reports
Open access
In the title salt of an S-substituted dithiocarbazate, C16H16N3S2+·Cl−, the dihedral angles between the almost planar (r.m.s deviation = 0.005 Å) central CN2S2 residue and the terminal pyridinium and phenyl rings are 80.09 (11) and 3.82 (11)°, respectively, indicating the cation has an L-shape; the amine H and thione S atoms are syn. The conformation about each of the imine [1.376 (3) Å] and ethene [1.333 (4) Å] bonds is E. The shortened C—C bond [1.444 (4) Å] linking the double bonds is consistent with conjugation in this part of the molecule. In the crystal, supramolecular layers with a jagged topology are formed by charged-assisted amine-HCl− and pyridinium-N+—HCl− hydrogen bonds. The layers stack along the a axis with no specific directional interactions between them.