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1.  (E)-Methyl 3-(4-ethyl­phen­yl)-2-{2-[(E)-(hy­droxy­imino)­meth­yl]phen­oxy­meth­yl}acrylate 
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
2.  (E)-Methyl 2-({2-eth­oxy-6-[(E)-(hy­droxy­imino)­meth­yl]phen­oxy}meth­yl)-3-phenyl­acrylate 
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
3.  Methyl (E)-2-({2-[(E)-(hy­droxy­imino)­meth­yl]phen­oxy}meth­yl)-3-phenyl­acrylate 
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
4.  (E)-2-({2-[(E)-(Hy­droxy­imino)­meth­yl]phen­oxy}meth­yl)-3-p-tolyl­acrylonitrile 
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
5.  (E)-2-({2-[(E)-(Hy­droxy­imino)­meth­yl]phen­oxy}meth­yl)-3-o-tolyl­acrylonitrile 
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
6.  Methyl (E)-2-({2-[(E)-(hy­droxy­imino)­meth­yl]phen­oxy}meth­yl)-3-(4-methyl­phen­yl)acrylate 
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
7.  (E)-2-({2-[(E)-(Hy­droxy­imino)­meth­yl]phen­oxy}meth­yl)-3-phenyl­acrylonitrile 
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
8.  2-[2-(3-Chloro­phen­yl)-2-oxoeth­yl]-4-hy­droxy-3-(3-meth­oxy­benzo­yl)-2H-1λ6,2-benzothia­zine-1,1-dione 
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
9.  1-(4-Chloro­phen­yl)-2-[4-hy­droxy-3-(3-meth­oxy­benzo­yl)-1,1-dioxo-2H-1λ6,2-benzothia­zin-2-yl]ethanone 
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
10.  4-Bromo-2-({4-[(hy­droxy­imino)­meth­yl]phen­yl}imino­meth­yl)phenol 
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
11.  1-[(4-Chloro­phen­yl)(phenyl­imino)­meth­yl]-7-meth­oxy-2-naphthol–1,4-diaza­bicyclo­[2.2.2]octane (2/1) 
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
12.  (E)-3-(3-Chloro­phen­yl)-N-(4-hy­droxy-3-meth­oxy­benz­yl)acryl­amide 
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
13.  1-[2-(Carboxy­meth­oxy)phen­yl]-N-(4-chloro­phen­yl)methanimine oxide1  
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
14.  (2-{[2-Carboxyl­ato-1-(4-chloro­phen­yl)eth­yl]imino­meth­yl}phenolato-κ3 O,N,O′)(1H-imidazole-κN 3)copper(II) monohydrate 
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
15.  2-[(E)-(2-Chloro­phen­yl)imino­meth­yl]-6-methyl­phenol 
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
16.  4-Chloro-2-((E)-{3-[1-(hydroxy­imino)eth­yl]phen­yl}imino­meth­yl)phenol 
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
17.  2-(2-Hy­droxy-3-meth­oxy­phen­yl)-6H-perimidin-6-one 
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
18.  (3R*,4R*)-1-(4-Chloro­phen­yl)-4-[2-hy­droxy-3-(morpholinomethyl)­phen­yl]-3-phen­oxy­azetidin-2-one 
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
19.  (4E)-N-[(2-Chloro­phen­yl)meth­oxy]-1,3-dimethyl-2,6-diphenyl­piperidin-4-imine 
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
20.  2-{(1E)-1-[(3-{(E)-[1-(2-Hy­droxy-4-meth­oxy­phen­yl)ethyl­idene]amino}-2,2-di­methyl­prop­yl)imino]­eth­yl}-5-meth­oxy­phenol 
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
21.  4-(4-Chloro­phen­yl)-6-meth­oxy-2,2′-bipyridine-5-carbonitrile 
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
22.  4-(4-Chloro­phen­yl)-4-hy­droxy­piperidinium maleate maleic acid solvate 
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
23.  4-Chloro-2-[(E)-(2-chloro­phen­yl)imino­meth­yl]phenol 
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
24.  2-(4-{4-[4-(Oxiran-2-ylmeth­oxy)phen­oxy]phen­yl}phen­oxy­meth­yl)oxirane 
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
25.  (4-Chloro­phen­yl)(3,6-dibromo-2-hy­droxy-7-meth­oxy-1-naphth­yl)methanone 
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

Results 1-25 (57520)