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1.  (E)-Benzaldehyde (2,4,6-trichloro­phen­yl)hydrazone 
The title compound, C13H9Cl3N2, was obtained from a condensation reaction of benzaldehyde and 2,4,6-trichloro­phenyl­hydrazine. The mol­ecule assumes an E configuration with the phenyl ring and trichloro­phenyl ring located on opposite sides of the C=N bond. The phenyl ring is oriented at a dihedral angle of 42.58 (12)° with respect to the tricholorophenyl ring. In the crystal, the mol­ecules are linked via N—H⋯N hydrogen bonds, forming supra­molecular chains running along the c axis. π–π stacking is present between parallel trichloro­phenyl rings of adjacent mol­ecules, the face-to-face and centroid–centroid distances being 3.369 (14) and 3.724 (2) Å, respectively.
doi:10.1107/S160053681100328X
PMCID: PMC3051786  PMID: 21523176
2.  2-[(E)-(2,4-Dimethyl­phen­yl)imino­meth­yl]phenol 
The asymmetric unit of the title compound, C15H15NO, contains two independent mol­ecules, both of which exist in trans configurations with respect to the C=N bonds [1.278 (2) and 1.279 (2) Å]. In each mol­ecule, intra­molecular O—H⋯N hydrogen bonds generate S(6) ring motifs. In one mol­ecule, the benzene rings form a dihedral angle of 13.38 (9)°, while in the other mol­ecule the dihedral angle is 30.60 (10)°. In the crystal, the two independent mol­ecules are linked via weak inter­molecular C—H⋯O hydrogen bonds.
doi:10.1107/S1600536811026110
PMCID: PMC3212320  PMID: 22090977
3.  Bis{2,6-bis­[(2-hy­droxy-5-methyl­phen­yl)imino­meth­yl]pyridine} monohydrate 
The title compound, 2C21H19N3O2·H2O, was synthesized by a Schiff base condensation of 2,6-diformyl­pyridine with 2-amino-4-methyl­phenol in ethanol. In the crystal, two mol­ecules of 2,6-bis­[(2-hy­droxy-5-methyl­phen­yl)imino­meth­yl]pyridine dimer­ize via hydrogen bonding to a water mol­ecule, which lies on a twofold axis. There are also intra­molecular phenol–imine hydrogen bonds. The dimers are further linked via π–π (phen­yl–pyridine) [centroid–centroid distance = 3.707 (2) Å] and π–π edge-to-edge [3.392 (2) Å] inter­actions. The dihedral angles between the central ring and the two pendant rings are 11.46 (8) and 2.06 (8)° while the pendant rings make a dihedral angle of 10.14 (8)°.
doi:10.1107/S1600536811045399
PMCID: PMC3238860  PMID: 22199713
4.  2-[(E)-(4-Methyl­phen­yl)imino­meth­yl]-6-(morpholin-4-ylmeth­yl)phenol 
In the title compound, C19H22N2O2, the morpholine ring adopts an almost perfect normal chair conformation with puckering parameters Q T, θ and ϕ of 0.5642 (18) Å, 177.32 (17) and ϕ = 10 (4)°, respectively. The two benzene rings make a dihedral angle of 42.67 (8)° with each other. An intra­molecular O—H⋯N hydrogen bond helps to stabilize the mol­ecular conformation. Aromatic C—H⋯π inter­actions and π–π stacking inter­actions [centroid–centroid distance = 3.6155 (15) Å] between the benzene rings contribute to the stabilization of the crystal structure.
doi:10.1107/S1600536810052311
PMCID: PMC3050317  PMID: 21522655
5.  (E)-3-(4-Chloro­phen­yl)-1-(2,3,4-trichloro­phen­yl)prop-2-en-1-one 
In the title chalcone derivative, C15H8Cl4O, the C=C double bond exists in an E configuration and the dihedral angle between the two benzene rings is 48.13 (11)°. In the crystal, mol­ecules are arranged into columns and stacked down the a axis featuring possible weak aromatic π–π stacking inter­actions [centroid–centroid separation = 3.888 (2) Å].
doi:10.1107/S1600536810053213
PMCID: PMC3051492  PMID: 21522935
6.  4-Chloro-2-[(E)-(4-fluoro­phen­yl)imino­meth­yl]phenol 
In the title Schiff base mol­ecule, C13H9ClFNO, the benzene rings are twisted slightly with respect to each other, making a dihedral angle of 7.92 (2)°. An intra­molecular O—H⋯N hydrogen bond occurs. In the crystal, an infinite chain is formed along the c-axis direction by π–π stacking inter­actions between the phenyl rings and the six-membered hydrogen-bonded ring of neighboring Schiff base ligands [centroid–centroid distances of 3.698 (2) and 3.660 (3) Å]. Neighboring chains are linked into a three-dimensional supra­molecular structure by C—H⋯O and C—H⋯F hydrogen bonds.
doi:10.1107/S1600536813033278
PMCID: PMC3914085  PMID: 24526988
7.  2-[(4-Meth­oxy-2-nitro­phen­yl)imino­meth­yl]phenol 
The crystal structure of the title compound, C14H12N2O4, contains four crystallographically independent mol­ecules in the asymmetric unit. All the mol­ecules have similar conformations; the dihedral angles between the aromatic rings are 33.1 (1), 33.76 (9), 31.41 (9) and 32.56 (10)°. Intra­molecular O—H⋯N hydrogen bonds form S(6) ring motifs in each molecule. In the crystal, there are two pairs of pseudo-inversion-related mol­ecules. Along the c axis, mol­ecules are stacked with π–π inter­actions between the 2-hy­droxy­phenyl and 4-meth­oxy-2-nitro­phenyl rings [centroid–centroid distances = 3.5441 (12)–3.7698 (12) Å].
doi:10.1107/S1600536812031212
PMCID: PMC3414359  PMID: 22904892
8.  (E)-4-[(3,5-Dimethyl­phen­yl)imino­meth­yl]-2-meth­oxy-3-nitro­phenol 
The mol­ecule of the title compound, C16H16N2O4, exists in the E configuration with respect to the central C=N double bond. The dihedral angle between the two benzene rings is 2.17 (9) Å. In the crystal, mol­ecules are linked via O—H⋯N hydrogen bonds into chains that propagate along the b-axis direction. There is also π–π stacking of inversion-related mol­ecules, with inter­planar spacings of 3.479 (5) Å and ring centroid–centroid distances of 3.876 (4) Å.
doi:10.1107/S1600536811054407
PMCID: PMC3254553  PMID: 22259502
9.  2-Bromo-4-chloro-6-[(E)-(2-chloro­phen­yl)imino­meth­yl]phenol 
The title compound, C13H8BrCl2NO, was obtained by reaction of 3-bromo-5-chloro­salicylaldehyde and 2-chloro­benzenamine in methanol. The mol­ecule displays an E configuration with respect to the imine C=N double bond. The dihedral angle between the two benzene rings is 4.57 (11)°. The mol­ecular conformation is stabilized by an intra­molecular O—H⋯N hydrogen bond. In the crystal structure, mol­ecules are linked by inter­molecular C—H⋯O hydrogen-bonding inter­actions into zigzag chains running parallel to the b axis. Inter­molecular Br⋯Cl [3.5289 (11) Å] and Cl⋯Cl [3.5042 (12) Å] inter­actions are present.
doi:10.1107/S1600536809007181
PMCID: PMC2968929  PMID: 21582411
10.  1-Benzoyl-3-(2,4,5-trichloro­phen­yl)thio­urea 
The benzene and phenyl rings in the title compound, C14H9Cl3N2OS, form a dihedral angle of 40.98 (6)°. The mol­ecule exists in the thione form with typical thio­urea C—S [1.666 (2) Å] and C—O [1.227 (3) Å] bond lengths as well as shortened C—N bonds [1.345 (3) and 1.386 (2) Å]. An intra­molecular N—H⋯O hydrogen bond stabilizes the mol­ecular conformation. In the crystal, pairs of N—H⋯S hydrogen bonds link the mol­ecules into centrosymmetric dimers.
doi:10.1107/S1600536811052780
PMCID: PMC3254466  PMID: 22259406
11.  2-[(2,6-Diisopropyl­phen­yl)imino­meth­yl]-4-iodo­phenol 
The asymmetric unit of title compound, C19H22INO, contains two independent mol­ecules. Classical intra­molecular O—H⋯N hydrogen bonds stabilize the mol­ecular structures. The crystal structure is stabilized by weak inter­molecular C—H⋯π and π–π [centroid–centroid = 3.8622 (18) Å] inter­actions. In both mol­ecules, the aromatic rings are nearly perpendicular to each other [dihedral angles = 84.26 (17) and 86.69 (15)°].
doi:10.1107/S1600536812023653
PMCID: PMC3379471  PMID: 22719669
12.  Bis{2-[(2-pyrid­yl)imino­meth­yl]phenolato}copper(II) 
In the title compound, [Cu(C12H9N2O)2], the CuII atom lies on a crystallographic inversion center and has a nearly square-planar geometry. The CuII center coordinates to the phenolic O and azomethine N atoms of the two symmetry-related 2-[(2-pyrid­yl)imino­meth­yl]phenolate ligands. The pyridyl N atoms do not coordinate to the CuII atom but participate in intra­molecular C—H⋯N hydrogen bonding. π–π stacking between the benzene rings and between the pyridyl rings [centroid–centroid distances 3.8142 (5) and 3.8142 (5) Å, respectively] links the mol­ecules into a chain propagating parallel to [100].
doi:10.1107/S1600536809026051
PMCID: PMC2977229  PMID: 21583364
13.  2-[(1H-Benzimidazol-2-yl)imino­meth­yl]-4,6-dibromo­phenol ethanol hemisolvate 
The title compound, C14H9Br2N3O·0.5C2H5OH, crystallizes with two 2-[(1H-benzimidazol-2-yl)imino­meth­yl]-4,6-dibromo­phenol mol­ecules and one ethanol solvent mol­ecule in the asymmetric unit. The benzene and benzimidazole rings subtend dihedral angles of 4.5 (3) and 5.2 (2)° in the two mol­ecules. In the crystal, one mol­ecule presents π–π stacking with the equivalent mol­ecule related by inversion, at a distance of 3.30 Å (separation between mol­ecular mean planes). A three-dimensional network is formed through N—H⋯N, N—H⋯O and O—H⋯N hydrogen bonds.
doi:10.1107/S1600536813002031
PMCID: PMC3588477  PMID: 23476552
14.  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
15.  (E)-3-[(4-Butyl­phen­yl)imino­meth­yl]benzene-1,2-diol 
The title compound, C17H19NO2, exists as an enol–imine tautomer. The dihedral angle between the two benzene rings is 4.6 (2)°. The mol­ecular structure is stabilized by intramol­ecular O—H⋯O and O—H⋯N hydrogen bonds which generate S(5) and S(6) ring motifs, respectively. In the crystal, mol­ecules are linked into centrosymmetric dimers by pairs of O—H⋯O hydrogen bonds. In addition, C—H⋯π inter­actions involving both benzene rings are observed.
doi:10.1107/S1600536809029316
PMCID: PMC2977352  PMID: 21583691
16.  (E)-2-[(4-Chloro­phen­yl)imino­meth­yl]-4-(trifluoro­meth­oxy)phenol 
The title compound, C14H9ClF3NO2, crystallizes in a phenol–imine tautomeric form, with a strong intra­molecular O—H⋯N hydrogen bond. The dihedral angle between the two benzene rings is 47.62 (9)°. In the crystal, mol­ecules are linked into chains along the c axis by C—H⋯O hydrogen bonds, and weak C—H⋯π inter­actions involving both benzene rings are also observed.
doi:10.1107/S1600536809040690
PMCID: PMC2971205  PMID: 21578304
17.  2-[(2-Chloro­phen­yl)imino­meth­yl]-4,6-di­iodo­phenol 
The asymmetric unit of the title compound, C13H8ClI2NO, contains half of the mol­ecule situated on a mirror plane. The hy­droxy group is involved in the formation of an intra­molecular O—H⋯N hydrogen bond. π–π inter­actions between the benzene rings of neighbouring mol­ecules [centroid–centroid distance = 3.629 (3) Å] form stacks along the b axis. In the crystal, weak C—H⋯O and C—H⋯Cl inter­actions are observed.
doi:10.1107/S1600536812007325
PMCID: PMC3297899  PMID: 22412702
18.  2,2-Diphenyl-N-(2,4,5-trichloro­phen­yl)acetamide 
The asymmetric unit of the title compound, C20H14Cl3NO, consists of two independent mol­ecules. In one mol­ecule, the chlorinated benzene ring forms dihedral angles of 12.00 (9) and 77.04 (9)° with the phenyl rings. The dihedral angle between the phenyl rings is 80.37 (10)°. The corresponding dihedral angles for the other mol­ecule are 26.34 (10), 62.98 (10) and 88.47 (11)°, respectively. One of the mol­ecules features an intra­molecular C—H⋯O hydrogen bond, which forms an S(6) ring motif. In the crystal, mol­ecules are linked by N—H⋯O hydrogen bonds into [100] chains. The chains are further linked by C—H⋯O and C—H⋯Cl hydrogen bonds into a three-dimensional network.
doi:10.1107/S160053681203440X
PMCID: PMC3435685  PMID: 22969556
19.  3-[(E)-(4-Ethyl­phen­yl)imino­meth­yl]benzene-1,2-diol 
The title compound, C15H15NO2, adopts the enol–imine tautomeric form. The dihedral angle between the two benzene rings is 48.1 (1)°. Intra­molecular O—H⋯N and O—H⋯O hydrogen bonds generate S(6) and S(5) ring motifs, respectively. In the crystal, mol­ecules are linked into centrosymmetric R 2 2(10) dimers via pairs of O—H⋯O hydrogen bonds and the dimers may interact through very weak by π–π inter­actions [centroid–centroid distance = 4.150 (1) Å]. The ethyl group is disordered over two orientations, with occupancies of 0.587 (11) and 0.413 (11).
doi:10.1107/S1600536809029924
PMCID: PMC2977215  PMID: 21583717
20.  1-(4-Chloro­benzo­yl)-3-(2,4,6-trichloro­phen­yl)thio­urea hemihydrate 
The asymmetric unit of the title compound, C14H8Cl4N2OS·0.5H2O, contains two independent mol­ecules with different conformations with respect to the aromatic ring planes, and one water mol­ecule. The bond lengths and angles are typical of thio­urea compounds of this class. The mol­ecule exists in the solid state in its thione form with typical thio­urea C—S and C—O bonds lengths, as well as shortened C—N bonds. The dihedral angles between the two aromatic planes are 66.93 (8) and 60.44 (9)° in the two independent mol­ecules. An intra­molecular N—H⋯O hydrogen bond stabilizes the mol­ecular conformation and the crystal packing is characterized by N—H⋯O, O—H⋯S and O—H⋯Cl hydrogen bonds.
doi:10.1107/S1600536808041251
PMCID: PMC2968059  PMID: 21581602
21.  2-[(2,6-Diethyl­phen­yl)imino­meth­yl]-N-(2-methoxy­phen­yl)aniline 
The title anilide–imine compound, C24H26N2O, features an intra­molecular N—H⋯N hydrogen bond involving the imine and anilide groups to generate an S(6) ring motif. The mol­ecule displays an E configuration about the imine C=N double bond, with the dihedral angle between the two benzene rings being 86.5°. The packing is stabilized by three different C—H⋯π inter­actions.
doi:10.1107/S1600536809037969
PMCID: PMC2970353  PMID: 21577981
22.  Crystal structure of methyl 6-meth­oxy-11-(4-meth­oxy­phen­yl)-16-methyl-14-phenyl-8,12-dioxa-14,15-di­aza­tetra­cyclo­[8.7.0.02,7.013,17]hepta­deca-2(7),3,5,13(17),15-penta­ene-10-carboxyl­ate 
In the title compound, the pyran and pyrone rings adopt slightly distorted half-chair and envelope conformations, respectively. In the crystal, C—H⋯O and π–π inter­actions connect the mol­ecules, forming double layers that stack along the c-axis direction.
In the title compound, C30H28N2O6, the pyran ring adopts a slightly distorted half-chair conformation and the pyrone ring adopts an envelope conformation, with the C atom bearing the carboxyl­ate group as the flap. The pyrazole ring [maximum deviation = 0.002 (2) Å] forms a dihedral angle of 13.2 (1)° with the attached benzene ring. The near-planar atoms of the pyran ring and the pyrazole ring are close to coplanar, the dihedral angles between their mean planes being 6.4 (1)°. The dihedral angle between the pyrone ring and the benzene ring of the chromene unit is 10.7 (1)°. The mol­ecular conformation is stabilized by an intra­molecular C—H⋯O hydrogen bond, which generates an S(6) ring motif. In the crystal, C—H⋯O inter­actions generate supra­molecular chains propagating in [100] and these are connected into double layers that stack along the c-axis direction by weak π–π inter­actions between pyrazole rings [centroid–centroid distance = 3.801 (1) Å].
doi:10.1107/S1600536814017929
PMCID: PMC4186142  PMID: 25309159
crystal structure; conformation; crystal packing; chromene
23.  N-[2-(5-Bromo-2-morpholin-4-ylpyrim­idin-4-ylsulfan­yl)-4-meth­oxy­phen­yl]-2,4,6-trimethyl­benzene­sulfonamide 
In the title compound, C24H27BrN4O4S2, the mol­ecule is twisted at the sulfonyl S atom with a C—S(O2)—N(H)—C torsion angle of 62.6 (3)°. The benzene rings bridged by the sulfonamide group are tilted to each other by a dihedral angle of 60.6 (1)°. The dihedral angle between the sulfur-bridged pyrimidine and benzene rings is 62.7 (1)°. The morpholine ring adopts a chair conformation. The mol­ecular conformation is stabilized by a weak intra­molecular π–π stacking inter­action between the pyrimidine and the 2,4,6-trimethyl­benzene rings [centroid–centroid distance = 3.793 (2) Å]. In the crystal, mol­ecules are linked by N—H⋯O hydrogen bonds into a chain along the b axis.
doi:10.1107/S1600536812040792
PMCID: PMC3515169  PMID: 23284396
24.  (E)-2-[(4-Iodo­phen­yl)imino­meth­yl]-6-methyl­phenol 
The title compound, C14H12INO, adopts the phenol–imine tautomeric form. The dihedral angle between the aromatic rings is 20.6 (3)°. The mol­ecular conformation is stabilized by an intra­molecular O—H⋯N hydrogen bond while in the crystal, weak inter­molecular C—H⋯O hydrogen bonds link the mol­ecules into a zigzag chain parallel to the b axis.
doi:10.1107/S160053681001826X
PMCID: PMC3006692  PMID: 21587810
25.  Dimethyl 2-[2-(2,4,6-tri­chloro­phen­yl)hydrazin-1-yl­idene]butane­dioate 
In the title compound, C12H11Cl3N2O4, the dihedral angle between the aromatic ring and the hydrazine (NH—N=C) grouping is 52.2 (3)°. The butanedioate groups exhibit planar conformations. An intra­molecular N—H⋯O hydrogen bond links the N—H group of the hydrazine to one of the meth­oxy groups of the butane­dioate moiety. In the crystal, mol­ecules are linked by C—H⋯O hydrogen bonds and π–π inter­actions are also observed [centroid–centroid separation = 3.535 (1) Å].
doi:10.1107/S160053681303242X
PMCID: PMC3914063  PMID: 24526964

Results 1-25 (207554)