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In the title compound, C20H21NO4, the two benzene rings are almost perpendicular to each other, making a dihedral angle of 86.1 (7)°. The hydroxyethanimine group is essentially coplanar with the benzene ring, the largest deviation from the mean plane of the hydroxyethanimine [C=N—OH] group being 0.011 (1) Å for the O atom. An intramolecular C—H⋯O hydrogen bond occurs. The molecules are linked into cyclic centrosymmetric R
2
2(6) dimers via O—H⋯N hydrogen bonds. Intermolecular C—H⋯O hydrogen bonds link the molecules, forming a C(8) chain along the a axis. The crystal packing is further stabilized by C—H⋯π interactions.
doi:10.1107/S1600536811038359
PMCID: PMC3201344
PMID: 22058811
In the title compound, C20H21NO5, the dihedral angle between the mean planes through the two rings is 47.1 (8)°. The enoate group assumes an extended conformation. The hydroxyethanimine group is essentially coplanar with the benzene ring, the largest deviation from the mean plane being 0.061 (1) Å for the O atom. In the crystal, molecules are linked into cyclic centrosymmetric dimers with an R
2
2(6) motif via pairs of O—H⋯N hydrogen bonds. Intermolecular C—H⋯O hydrogen bonds form a C(8) chain along the b axis. The crystal packing is further stabilized by C—H⋯π interactions.
doi:10.1107/S1600536812014596
PMCID: PMC3344504
PMID: 22590266
In the title compound, C18H17NO4, the hydroxyethanimine group is essentially coplanar with the ring to which it is attached [C—C—N—O torsion angle = 179.94 (14)°]. The molecules are linked into cyclic centrosymmetric R
2
2(6) dimers via O—H⋯N hydrogen bonds and the crystal packing is further stabilized by C—H⋯O interactions.
doi:10.1107/S1600536812002711
PMCID: PMC3295410
PMID: 22412521
In the title compound, C18H16N2O2, the hydroxyethanimine group is essentially coplanar with the ring to which it is attached (C—C—N—O torsion angle = −176.9°). Molecules are linked into cyclic centrosymmetric R
2
2(6) dimers via O—H⋯N hydrogen bonds.
doi:10.1107/S160053681200270X
PMCID: PMC3297297
PMID: 22412487
In the title compound, C18H16N2O2, the dihedral angle between the mean planes through the two benzene rings is 56.8 (6)°. The enoate group assumes an extended conformation. The hydroxyethanimine group is essentially coplanar with the benzene ring, the largest deviation from the mean plane being 0.047 (1) Å for the hydroxyimino O atom. In the crystal, the molecules are linked into cyclic centrosymmetric dimers with R
2
2(6) motifs via O—H⋯N hydrogen bonds.
doi:10.1107/S1600536812001481
PMCID: PMC3275232
PMID: 22347088
In the title compound, C19H19NO4, the dihedral angle between the mean planes through the benzene rings is 82.18 (7)°. The C=N double bond is trans-configured. The molecules are linked into centrosymmetric dimers via pairs of O—H⋯N hydrogen bonds with the motif R
2
2(6). The crystal packing also features C—H⋯O interactions. The methyl group attached to one of the aromatic rings is disordered over two almost equally occupied positions [occpancy ratio = 0.51 (4):0.49 (4)].
doi:10.1107/S1600536812019046
PMCID: PMC3379223
PMID: 22719421
In the title compound, C17H14N2O2, the hydroxyethanimine group adopts an antiperiplanar conformation. In the crystal, molecules are linked by O—H⋯N hydrogen bonds, forming zigzag chains running along the c axis.
doi:10.1107/S1600536812003923
PMCID: PMC3297320
PMID: 22412510
In the title molecule, C24H18ClNO6S, the heterocyclic thiazine ring adopts a half chair conformation with the S and N atoms displaced by 0.318 (3) and 0.387 (3) Å, respectively, on the opposite sides from the mean plane formed by the remaining ring atoms. The benzene rings of the benzothiazin unit and methoxybenzoyl group are more or less coplanar, the dihedral angle between the mean planes of these rings being 12.37 (10)° while the chlorophenyl ring is inclined at 81.87 (4) and 73.30 (5)°, respectively, to these rings. The molecular structure is consolidated by intramolecular O—H⋯O and C—H⋯N interactions and the crystal packing is stabilized by weak intermolecular C—H⋯O hydrogen bonds.
doi:10.1107/S1600536812009014
PMCID: PMC3343952
PMID: 22590033
In the title molecule, C24H18ClNO6S, the heterocyclic thiazine ring adopts a half-chair conformation with the S and N atoms displaced by 0.406 (5) and 0.444 (5) Å, respectively, on opposite sides of the mean plane formed by the remaining ring atoms. The methoxybenzoyl and the chlorophenyl rings lie roughly parallel to each other, with a dihedral angle between the mean planes of these rings of 8.86 (10)°. The molecular structure is consolidated by intramolecular O—H⋯O and C—H⋯O interactions and the crystal packing is stabilized by intermolecular O—H⋯O and C—H⋯Cl hydrogen bonds.
doi:10.1107/S160053681201029X
PMCID: PMC3344017
PMID: 22589926
In the title compound, C14H11BrN2O2, the mean planes of the two benzene rings are almost parallel to each other, making a dihedral angle of 4.09 (1)°. An intramolecular O—H⋯N hydrogen bond occurs. In the crystal, intermolecular O—H⋯N and C—H⋯O hydrogen bonds link the molecules into a chain-like supramolecular structure.
doi:10.1107/S160053681002698X
PMCID: PMC3007216
PMID: 21588325
In the crystal structure of the title cocrystal, 2C24H18ClNO2·C6H12N2, the 1,4-diazabicyclo[2.2.2]octane molecule is located on a twofold rotation axis and linked to the two triarylimine molecules by O—H⋯N hydrogen bonds, forming a 2:1 aggregate. C—H⋯Cl interactions are also observed. In the triarylimine molecule, the naphthalene ring system makes dihedral angles of 80.39 (6) and 82.35 (6)°, respectively, with the phenyl and benzene rings. The dihedral angle between these two latter rings is 87.09 (7)°.
doi:10.1107/S1600536810034690
PMCID: PMC2983128
PMID: 21587495
In the title compound, C17H16ClNO3, the 4-hydroxy-3-methoxybenzyl group is planar [maximum atomic deviation = 0.0138 (16) Å] and is nearly perpendicular to the chlorobenzene ring, making a dihedral angle of 84.67 (4)°. The chlorobenzene and amide groups are located on the opposite sides of the C=C bond, showing an E configuration. The relatively long C=O bond distance of 1.2364 (19) Å and the short C—N bond distance of 1.341 (2) Å suggest electron delocalization in the amide fragment. Intermolecular O—H⋯O, N—H⋯O and weak C—H⋯O hydrogen bonding is present in the crystal structure.
doi:10.1107/S1600536810022713
PMCID: PMC3006917
PMID: 21587920
In the title resonance conformer, C15H12ClNO4, the central C–N bond [1.297 (2) Å] has considerable double-bond character and the N–O bond [1.3215 (18) Å] indicates formal negative charge on the oxygen atom. Considerable deviations from co-planarity are evident in the molecule, with both benzene rings twisted out of the central C–C–N–C plane [the dihedral angle formed between the rings = 81.99 (8)°]. Similarly, the carboxylic acid residue occupies a position almost normal to the plane of the benzene ring to which it is connected [C—C—O—C torsion angle = −78.42 (17)°]. The most prominent intermolecular interactions involve the carboxylic acid the N+–O− residues with the O—H⋯O hydrogen bonds leading to helical supramolecular chains along the b axis. These chains are connected into layers via C–H⋯Ocarbonyl interactions and the layers are consolidated into the crystal structure by C–H⋯Cl contacts.
doi:10.1107/S160053680905137X
PMCID: PMC2980074
PMID: 21580149
The CuII atom of the title complex, [Cu(C16H12ClNO3)(C3H4N2)]·H2O, has a distorted square-planar coordination geometry formed by a tridentate Schiff base dianion and an imidazole ligand. The imidazole is nearly coplanar with the coordination plane, the dihedral angle between the planes being 3.73 (12)°. In the Schiff base ligand, the two benzene rings are oriented at a dihedral angle of 75.87 (12)°. O—H⋯O and N—H⋯O hydrogen bonding is present in the crystal structure. One H atom of the uncoordinated water molecule is disordered equally over two sites.
doi:10.1107/S1600536810014765
PMCID: PMC2979152
PMID: 21579059
The title compound, C14H12ClNO, a Schiff base derived from 3-methylsalicylaldehyde, crystallizes in the phenol–imine tautomeric form with an E conformation for the imine functionality. The molecule is not planar, the dihedral angle between the aromatic rings being 36.38 (5)°. The hydroxy H atom is involved in a strong intramolecular O—H⋯N hydrogen bond, generating an S(6) ring.
doi:10.1107/S1600536810033969
PMCID: PMC3008053
PMID: 21588779
The title compound, C15H13ClN2O2, adopts an E conformation with respect to the azomethine C=N bond. The aniline and phenol rings are almost coplanar, making a dihedral angle of 3.33 (2)°. In the crystal, the molecules lie about inversion centers, forming dimers that are connected by intermolecular O—H⋯N hydrogen bonds, resulting in six-membered rings with graph-set motif R
2
2(6). In addition, there is a strong intermolecular O—H⋯N hydrogen-bonding interaction, resulting in an S(6) ring motif. Weak π–π interactions between the benzene rings [centroid–centroid distance = 3.809 (1) Å] further stabilize the crystal structure.
doi:10.1107/S1600536809045942
PMCID: PMC2972112
PMID: 21578758
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.
doi:10.1107/S1600536811006465
PMCID: PMC3051947
PMID: 21522458
The β-lactam ring of the title compound, C26H25ClN2O4, is nearly planar (r.m.s. deviation = 0.025 Å) and the morpholine ring adopts a chair conformation. The mean plane of the β-lactam ring makes dihedral angles of 21.6 (4), 84.4 (4) and 33.7 (4)° with the two benzene rings and the phenyl ring, respectively. The conformation of the title compound is stabilized by intramolecular C—H⋯O and O—H⋯N interactions. The crystal structure features C—H⋯π and aromatic π–π stacking interactions [centroid–centroid distances = 3.684 (4) and 3.883 (4) Å].
doi:10.1107/S1600536811000675
PMCID: PMC3051698
PMID: 21523011
In the title compound, C26H27ClN2O, the piperidine ring has a chair conformation and all of the ring substituents at Csp
3 atoms occupy equatorial positions. The dihedral angle formed between the phenyl rings is 48.11 (9)°. The chlorobenzene ring occupies a position orthogonal to the methoxy(methylidene)amine residue [N—O—C—C torsion angle = −87.90 (15)°]. The conformation about the imine C=N bond [1.278 (2) Å] is E, and the chloro substituent is anti to the piperidine N atom. Helical supramolecular chains along [010] are sustained by C—H⋯π interactions in the crystal packing.
doi:10.1107/S1600536812028899
PMCID: PMC3394051
PMID: 22798916
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.
doi:10.1107/S1600536811038815
PMCID: PMC3201500
PMID: 22058812
There are two independent molecules in the asymmetric unit of the title compound, C18H12ClN3O. The two pyridine rings are almost coplanar [dihedral angles between the rings: 2.87 (15) and 5.36 (16)°] while the chlorophenyl rings are twisted out of the plane of the adjacent bipyridine ring by 44.1 (1) and 43.8 (1)° in the two molecules. The crystal packing is stabilized by C—H⋯N and C—H⋯Cl interactions.
doi:10.1107/S1600536809012409
PMCID: PMC2977687
PMID: 21584030
In the cation of the title compound, C11H15ClNO+·C4H3O4
−·C4H4O4, the dihedral angle between the mean planes of the chlorine-substituted aromatic ring and the 4-hydroxypiperidinium ring (C–C–C–C–C–N) is 61.9 (8)°. Intramolecular O—H⋯O and intermolecular O—H⋯O and N—H⋯O hydrogen bonding, as well as weak π-stacking interactions [centroid–centroid distance = 3.646 (5) Å] help to establish the packing.
doi:10.1107/S1600536810026917
PMCID: PMC3007433
PMID: 21588324
The title compound, C13H9Cl2NO, was crystallized from a methanol solution of 5-chlorosalicylaldehyde and o-chloroaniline. The molecule displays a trans configuration with respect to the imine C=N double bond. The N atom is involved in an intramolecular O—H⋯N hydrogen bond. The two aromatic rings are essentially coplanar, the dihedral angle between them being 7.1 (1)°. A C—H⋯π interaction is present in the crystal.
doi:10.1107/S1600536809003924
PMCID: PMC2968492
PMID: 21582175
In the title epoxy monomer, C24H22O5, the dihedral angle in the biphenyl residue is 3.34 (19)°, indicating a nearly coplanar conformation; this residue is not planar with the adjacent benzene ring [dihedral angle = 58.93 (14)°]. Each of the epoxide rings is disordered. Each epoxide ring was resolved over two alternative positions with site-occupancy ratios of 0.638 (10):0.362 (10) and 0.797 (9):0.203 (9).
doi:10.1107/S1600536812005740
PMCID: PMC3295490
PMID: 22412601
The asymmetric unit of the title compound, C18H11Br2ClO3, contains two crystallographically independent molecules in which the dihedral angles between the naphthalene ring systems and the benzene rings are 55.64 (11) and 60.50 (11)°. In each molecule, an intramolecular O—H⋯O=C hydrogen bond generates a six-membered ring. In the crystal structure, intermolecular C—H⋯O and C—H⋯Cl hydrogen bonds and two different Br⋯O halogen bonds [2.9850 (19) and 3.2169 (19) Å] are observed.
doi:10.1107/S1600536810023299
PMCID: PMC3007072
PMID: 21587976