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In the title compound, C12H16N2O4, intramolecular N—H⋯O and C—H⋯O hydrogen bonds generate S(6) and S(5) ring motifs, respectively. The nitro group is almost coplanar with the benzene ring, forming a dihedral angle of 6.2 (2)°. In the crystal structure, neighbouring molecules are linked together by intermolecular N—H⋯O and O⋯O interactions. Of interest are the short intermolecular O⋯O interactions which cause a stacking arrangement of the molecules along the a axis.
doi:10.1107/S1600536808021314
PMCID: PMC2962130
PMID: 21203212
In the title compound, C10H11N3O2, the nitro group is essentially coplanar with the aromatic ring [dihedral angle = 1.3 (3)°] and forms an intramolecular amine–nitro N—H⋯O hydrogen bond. In the crystal, weak intermolecular aromatic C—H⋯Onitro hydrogen bonds link the molecules. Weak aromatic ring π–π interactions [minimum ring centroid separation = 3.7744 (13) Å] are also present.
doi:10.1107/S1600536811045533
PMCID: PMC3238940
PMID: 22199789
In the title compound, C17H21N3OS, the propyl and butyl groups are disordered over two positions; site occupation factors are 0.304 (10) and 0.696 (10). The three fused rings are coplanar. In the crystal structure, intermolecular N—H⋯O and C—H⋯O hydrogen bonds link the molecules. Further stability is provided by offset π–π stacking interactions. Adjacent thienophene–pyrimidine and pyrimidine–benzene rings have centroid–centroid distances of 3.96 (1) and 3.55 (2) Å, respectively.
doi:10.1107/S1600536807062484
PMCID: PMC2915000
PMID: 21200917
In the title compound, C25H25FN4OS, the thienopyrimidine fused-ring system is close to planar (r.m.s. deviation = 0.0089 Å), with a maximum deviation of 0.0261 (17) Å for the N atom adjacent to the benzene ring. This thienopyrimidine fused-ring system forms dihedral angles of 64.73 (3) and 81.56 (5)° with the adjacent benzyl and fluorophenyl rings, respectively. Intermolecular N—H⋯F and C—H⋯F hydrogen bonding, as well as C—F⋯π interactions [F⋯centroid = 3.449 (3) Å; C—F⋯centroid = 91.87 (15)°], help to stabilize the crystal structure.
doi:10.1107/S1600536812010318
PMCID: PMC3344049
PMID: 22589958
In the title compound, C21H28N2O5 (systematic name: methyl 1,4a-dimethyl-7-nitro-9-oxo-6-propylamino-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-1-carboxylate) the cyclohexane ring (A) and the central cyclohexene ring (B) exist at a trans ring junction, with the two methyl groups in the axial positions of the six-membered rings. Ring A has a chair conformation and ring B a half-chair conformation. An intramolecular N—H⋯O hydrogen bond occurs. The crystal structure is stabilized by intermolecular C—H⋯O and N—H⋯O interactions.
doi:10.1107/S1600536810032824
PMCID: PMC2983386
PMID: 21587581
The title compound, C13H16N4O4, is a new hydrazone. An intramolecular N—H⋯O hydrogen bond generates a six-membered ring, producing an S(6) ring motif. The nitro groups in the ortho and para positions are almost coplanar with the benzene ring to which they are bound, making dihedral angles of 0.60 (11) and 3.18 (11)°, respectively. Pairs of intermolecular C—H⋯O hydrogen bonds link neighbouring molecules into inversion dimers with R
2
2(10) motifs. The crystal structure is further stabilized by intermolecular π–π interactions, with a benzene centroid-to-centroid distance of 3.6601 (4) Å.
doi:10.1107/S1600536809002657
PMCID: PMC2968402
PMID: 21581978
The title compound, C19H21N3O3S, was synthesized via the aza-Wittig reaction of functionalized iminophosphorane with phenyl isocyanate under mild conditions. In the molecule, the fused thienopyrimidine ring system is essentially planar, with a maximum deviation of 0.072 (2) Å, and makes a dihedral angle of 60.11 (9)° with the phenyl ring. An intramolecular C—H⋯O hydrogen bond is present. The crystal packing is stabilized by intermolecular N—H⋯O and C—H⋯O hydrogen bonds.
doi:10.1107/S1600536809033595
PMCID: PMC2969942
PMID: 21577661
In the title molecule, C15H14N2O2, the substituted benzene ring forms a dihedral angle of 4.15 (1)° with the benzimidazole ring system. An intramolecular O—H⋯N hydrogen bond generates an S(6) ring motif. In the solid state, molecules are linked into chains along the [001] via intermolecular bifurcated N—H⋯(O,O) hydrogen bonds, which generate R
1
2(5) ring motifs. The crystal packing is also consolidated by C—H⋯π interactions, and π–π stacking interactions between the imidazole and substituted benzene rings [centroid–centroid distance = 3.5746 (13) Å]. The methyl group attached to the benzimidazole ring system is disordered over two positions with occupancies of 0.587 (6) and 0.413 (6), suggesting 180° rotational disorder for the benzimidazole group.
doi:10.1107/S1600536809022478
PMCID: PMC2969490
PMID: 21582885
The title compound, C27H18N4O·2CH4O, is a unsymmetrically substituted quinoxaline. An intramolecular O—H⋯N hydrogen bond involving the hydroxy and imino groups generates an S(6) ring motif. Intermolecular C—H⋯O and N—H⋯O hydrogen bonds form an R
2
1(7) ring motif involving a methanol O atom and two H atoms of the imidazole and benzene rings, respectively. The latter links neighbouring molecules into one-dimensional extended chains along the a axis. The two benzene rings are inclined towards each other, as indicated by the dihedral angle of 52.13 (10)°. The phenol ring is almost coplanar with the basic quinoxaline unit, making a dihedral angle of 2.43 (6)°. The short distances between the centroids of the five- and six-membered rings prove the existence of π–π interactions [centroid–centroid distances = 3.5234 (9)–3.7885 (10) Å]. The crystal structure is stabilized by intramolecular O—H⋯N, intermolecular O—H⋯O, N—H⋯O and C—H⋯O (× 2) hydrogen bonds and weak intermolecular C—H⋯π and π–π interactions.
doi:10.1107/S1600536808025269
PMCID: PMC2960492
PMID: 21201724
In the title compound, C24H18Cl4N4, the pyrimidine ring makes dihedral angles of 19.1 (2), 4.1 (2) and 67.5 (2)°, respectively, with phenyl and two benzene rings, and the molecular conformation is stabilized by an intramolecular N—H⋯N hydrogen bond closing a six-membered ring with an S(6) motif. In the crystal, a pair of intermolecular N—H⋯N hydrogen bonds connect two molecules, forming inversion dimers with R
2
2(12) motifs. C—H⋯π interactions links the dimers into a chain running along the a-axis direction. There are also π–π stacking interactions [centroid–centroid distance = 3.666 (4) Å] between the benzene rings of adjacent chains.
doi:10.1107/S160053681204665X
PMCID: PMC3588999
PMID: 23476235
In the title compound, C25H23FN4, the pyrimidine ring makes dihedral angles of 11.3 (2), 24.5 (2) and 70.1 (2)° with the phenyl and two benzene rings, and the molecular conformation is stabilized by an intramolecular N—H⋯N hydrogen bond with an S(6) ring motif. In the crystal, a pair of weak C—H⋯F hydrogen bonds link two molecules into an inversion dimer with an R
2
2(16) motif. In the dimer, there is also an intermolecular π–π stacking interaction [centroid–centroid distance = 3.708 (4) Å] between the fluorinated benzene rings. The dimers are further linked by a C—H⋯π interaction, so forming a column along the c axis.
doi:10.1107/S160053681203783X
PMCID: PMC3470299
PMID: 23125712
In the title compound, C3H5N2
+·C7H4NO4
−, the benzene ring forms a dihedral angle of 40.60 (5)° with the imidizolium ring. The nitrobenzoate anion is approximately planar: the benzene ring makes dihedral angles of 3.8 (3) and 3.2 (1)° with the nitro and carboxylate groups, respectively. In the crystal structure, the cations and anions are linked by intermolecular N—H⋯O hydrogen bonds, forming a zigzag chain along the b axis.
doi:10.1107/S1600536809013142
PMCID: PMC2977721
PMID: 21583857
In the title compound, C19H15N3O3, the anilino and benzamide rings make dihedral angles of 10.66 (16) and 50.39 (16)°, respectively, with the nitro-substituted benzene ring. The nitro group is slightly twisted by 11.49 (17)° with respect to the attached benzene ring. There is an intramolecular N—H⋯O hydrogen bond forming an S(6) ring. In the crystal, weak intermolecular N—H⋯O and C—H⋯O hydrogen bonds link the molecules into a chain parallel to the b axis. Futhermore, weak slipped π–π interactions [centroid–centroid distance = 3.819 (2) Å, interplanar distance = 3.567 Å and offset angle [how is the offset angle defined?] = 21°] between the anilino ring and its symmetry-related counterpart may help to stabilize the packing.
doi:10.1107/S1600536810043849
PMCID: PMC3011462
PMID: 21589566
In the title compound, C10H11NO3S, there is distorted tetrahedral geometry around the S atom. The heterocyclic thiazine ring adopts a half-chair conformation. The ethyl and sulfonyl groups form dihedral angles of 82.53 (13) and 88.91 (9)°, respectively, with the plane formed by the benzothiazine ring, excluding the S atom; the S atom and the ethyl group lie on opposite sides of the ring. The molecules are linked into dimers by intermolecular C—H⋯O hydrogen bonds involving benzene C—H and carbonyl O atoms, thus forming eight-membered rings. The dimers are linked into chains via interactions of a similar type. There is an intramolecular C—H⋯O hydrogen bond.
doi:10.1107/S1600536808003504
PMCID: PMC2960787
PMID: 21201901
In the molecule of the title compound, C12H16N2O4, an intramolecular N—H⋯O hydrogen bond results in the formation of a six-membered ring having an envelope conformation. In the crystal structure, a bifurcated intra/intermolecular N—H⋯(O,O) hydrogen bond generates inversion dimers.
doi:10.1107/S160053680901873X
PMCID: PMC2969622
PMID: 21583228
In the title molecule, C26H16BrN3O3, the anthracene and benzene mean planes make dihedral angles of 63.79 (2) and 14.67 (2)°, respectively, with the plane of the imidazole ring. In the crystal structure, weak intermolecular C—H⋯O hydrogen bonds link molecules to form centrosymmetric dimers. Weak π–π stacking interactions, with centroid–centroid distances of 3.779 (2) and 3.826 (2) Å, supply additional stabilization. The crystal packing also exhibits short intermolecular contacts between the nitro groups and Br atoms [Br⋯O = 3.114 (2) Å].
doi:10.1107/S1600536809018352
PMCID: PMC2969633
PMID: 21583241
The title compound, C10H10N2O, crystallizes with two independent molecules in the asymmetric unit, having closely comparable geometries. The dihedral angles between the 1H-pyrazole and benzene rings in the two molecules are 39.57 (14) and 41.95 (13)°. The two molecules are each connected to neighbouring molecules by pairs of intermolecular O—H⋯N hydrogen bonds, forming dimers with R
2
2(8) ring motifs. These dimers are further linked into R
4
4(10) ring motifs by intermolecular N—H⋯O hydrogen bonds, forming chains along [101]. The crystal structure is further stabilized by a C—H⋯π interaction.
doi:10.1107/S1600536810022828
PMCID: PMC3006807
PMID: 21587918
In the title molecule, C21H14BrFN4O4, the mean planes of the two nitro groups form dihedral angles of 3.1 (2) and 7.1 (5)° with the benzene ring to which they are attached. The dinitro-substituted ring forms dihedral angles of 8.6 (2) and 71.9 (2)° with the bromo- and fluoro-substituted benzene rings, respectively. The dihedral angle between the bromo- and fluoro-substituted benzene rings is 80.6 (2)°. There is an intramolecular N—H⋯O hydrogen bond. In the crystal, pairs of weak C—H⋯O hydrogen bonds form inversion dimers. In addition, π–π stacking interactions between the bromo- and dinitro-substituted rings [centroid–centroid separation = 3.768 (2) Å] are observed.
doi:10.1107/S1600536812027328
PMCID: PMC3393993
PMID: 22798858
In the title compound, C17H19N5O5, obtained from the condensation reaction of 4-diethylamino-2-hydroxybenzaldehyde and 2,4-dinitrophenylhydrazine, the two benzene rings are twisted by a dihedral angle of 1.75 (12)°. The nitro groups are slightly twisted with the respect to the benzene ring to which they are attached, making dihedral angles of 8.20 (15) and 5.78 (15)°. An intramolecular O—H⋯N hydrogen bond occurs. In the crystal, molecules are linked by pairs of intermolecular N—H⋯O hydrogen bonds, forming dimers through R
2
2(12) rings. These dimers are further linked by C—H⋯O and C—H⋯π and weak slipped π–π interactions [centroid–centroid distance = 3.743 (2)Å]. One of the ethyl groups is disordered over two positions, with occupancy factors in the ratio 0.72:0.28.
doi:10.1107/S1600536810044983
PMCID: PMC3011673
PMID: 21589414
In the title molecule, C17H16N2O3S, the benzothiazole fragment and the benzene ring form a dihedral angle of 13.8 (4)°, and an intramolecular O—H⋯N hydrogen bond occurs. In the crystal structure, pairs of weak intermolecular O—H⋯S and C—H⋯(O,O) hydrogen bonds link molecules into centrosymmetric dimers. These dimers are related by translation along the a axis and form stacks via π–π interactions, with a short intermolecular distance of 3.766 (5) Å between the centroids of the benzene and thiazole rings.
doi:10.1107/S1600536809009337
PMCID: PMC2969048
PMID: 21582552
The title compound, C21H25NO2, adopts a Z conformation about the C=C double bond. The molecular structure is stabilized by an intramolecular N—H⋯O hydrogen bond and the dihedral angle between the aromatic ring planes is 76.04 (12)°. The atoms of the ethyl substituent are disordered over two sets of sites in a 0.60 (2):0.40 (2) ratio.
doi:10.1107/S160053680804395X
PMCID: PMC2968183
PMID: 21581853
In the title compound, C9H8O2, an intramolecular O—H⋯O hydrogen bond generates an S(6) ring. The dihedral angle between the mean plane of the S(6) ring and the benzene ring is 1.89 (2)°. In the crystal, inversion-related molecules are linked by pairs of O—H⋯O hydrogen bonds, forming a cyclic dimers with R
2
2(12) graph-set motif. Weak intermolecular C—H⋯Ocarbonyl and C—H⋯Ohydroxy hydrogen bonds link the dimers into chains along [010], generating two C(6) motifs that overlap three C atoms, forming R
2
2(8) ring motifs.
doi:10.1107/S1600536811009718
PMCID: PMC3099748
PMID: 21754197
In the title compound, C19H16ClN5O2, the triazolopyrimidine ring system is essentially planar, with a maximum displacement of 0.021 (4) Å, and forms dihedral angles of 1.09 (9) and 87.74 (9)° with the phenyl and benzene rings, respectively. Short intramolecular C—H⋯O and C—H⋯N hydrogen-bonding interactions occur within the molecule. In the crystal structure, molecules are linked by intermolecular C—H⋯O hydrogen bonds into chains parallel to the b axis. In addition, π–π stacking interactions involving the triazole and pyrimidine rings of adjacent molecules are observed, with centroid–centroid distances of 3.600 (3) Å.
doi:10.1107/S160053680903788X
PMCID: PMC2970466
PMID: 21578020
In the title compound, C20H17N3O4, the dihedral angles between the heterocyclic ring and the toluene and nitrobenzene rings are 4.21 (15) and 11.43 (14)°, respectively. The whole molecule is close to planar (r.m.s. deviation for the 27 non-H atoms = 0.171 Å). Two S(6) rings are formed due to intramolecular C—H⋯O and O—H⋯O hydrogen bonds. In the crystal, inversion dimers linked by pairs of C—H⋯O bonds generate R
2
2(10) loops and further C—H⋯O bonds link the dimers along the b-axis direction. There exist π–π interactions between the heterocyclic rings at a centroid–centroid distance of 3.7126 (10) Å and between the centroids of the benzene rings at a distance of 3.8710 (16) Å.
doi:10.1107/S1600536812025238
PMCID: PMC3393312
PMID: 22807869
In the title compound, C16H11F3N4OS, the dihedral angle between the aromatic ring systems is 69.15 (10)°. Intramolecular N—H⋯N and N—H⋯O hydrogen bonds generate S(5) and S(6) rings, respectively. A short N—H⋯F contact also occurs. In the crystal, inversion dimers linked by pairs of N—H⋯O hydrogen bonds generate R
2
2(8) loops. The dimers are linked by N—H⋯F hydrogen bonds, forming polymeric chains propagating in [100]. π–π interactions also exist between the centroids of the benzene rings of the 2-oxoindoline group at a distance of 3.543 (3) Å and a short C=O⋯π contact occurs. Two F atoms of the trifluoromethyl group are disordered over two sets of sites in a 0.517 (8):0.483 (8) ratio.
doi:10.1107/S160053681003343X
PMCID: PMC3007868
PMID: 21588723