PMCC PMCC

Search tips
Search criteria

Advanced
Results 1-25 (384218)

Clipboard (0)
None

Related Articles

1.  N-(2,4-Dimethyl­phen­yl)-2,2-diphenyl­acetamide 
The asymmetric unit of the title compound, C22H21NO, consists of two crystallographically independent mol­ecules (A and B). Each mol­ecule contains two benzene rings and one dimethyl­benzene ring. The dihedral angle between the two benzene rings is 87.75 (16)° in mol­ecule A and 89.25 (16)° in mol­ecule B. In mol­ecule A, the dimethyl­benzene ring forms dihedral angles of 89.65 (8) and 42.98 (11)° with the two benzene rings, whereas the corresponding angles are equal to 63.15 (7) and 58.67 (10)° in mol­ecule B. An intra­molecular C—H⋯O hydrogen bond generates an S(6) ring motif in each mol­ecule. In the crystal, mol­ecules are linked by bifurcated (N,C)—H⋯O hydrogen bonds, generating R 2 1(6) ring motifs and forming infinite chains along the a axis. The crystal is further stabilized by C—H⋯π and π–π inter­actions with centroid–centroid distances of 3.8543 (18) and 3.930 (2) Å.
doi:10.1107/S1600536812014079
PMCID: PMC3344457  PMID: 22590219
2.  2-[(2,4-Dimethyl­phen­yl)imino­meth­yl]-6-methyl­phenol 
The title compound, C16H17NO, is a Schiff base which adopts the phenol–imine tautomeric form in the solid state. The mol­ecule is almost planar, with a dihedral angle of 4.61 (4)° between the aromatic rings. The molecular structure is stabilized by an intramolecular O—H⋯N hydrogen bond which generates a six membered ring.
doi:10.1107/S1600536809033637
PMCID: PMC2969980  PMID: 21577683
3.  (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
4.  2-[(2,4-Dimethyl­phen­yl)imino­meth­yl]-3,5-dimethoxy­phenol 
X-ray analysis reveals that the title Schiff base compound, C17H19NO3, possesses both OH and NH tautomeric character in its mol­ecular structure. The occupancies of the enol and keto tautomers are 0.62 (3) and 0.38 (3), respectively. The presence of the minor keto form could not be confirmed from the IR spectrum. The mol­ecule is approximately planar, the dihedral angle between the planes of the two aromatic rings being 6.97 (8)°. The mol­ecular structure of the major component is stabilized by an intra­molecular O—H⋯N hydrogen bond, which generates an S(6) ring motif (N—H⋯O hydrogen bond in the minor component).
doi:10.1107/S1600536809021278
PMCID: PMC2969358  PMID: 21582851
5.  2-{(E)-[4-(Di­phenyl­amino)­phen­yl]imino­meth­yl}phenol 
The asymmetric unit of the title Schiff base molecule, C25H20N2O, contains two independent mol­ecules. In each mol­ecule, the C=N bond is in an E conformation. The most significant difference between the two mol­ecules is seen for the dihedral angles between the meth­oxy-substituted benzene ring and the two phenyl rings, which are 85.5 (1) and 82.3 (1)° in the first mol­ecule, and 49.0 (1) and 40.4 (1)° in the second. This conformational difference is reflected in the central C=N—C C torsion angle, which is 28.7 (2)° in the first mol­ecule and −29.8 (3)° in the other. In each mol­ecule, there is an intra­molecular O—H⋯N hydrogen bond.
doi:10.1107/S1600536814003195
PMCID: PMC3998446  PMID: 24765015
6.  N-{4-[(E)-(4-Methyl­phen­yl)imino­meth­yl]phen­yl}acetamide 
There are two symmetry-independent mol­ecules in the asymmetric unit of the title compound, C16H16N2O, that differ in conformation. The dihedral angles between the benzene rings in the two mol­ecules are 44.35 (19) and 48.14 (17)°, but the rings twist in opposite directions. The acetamide groups make nearly equal dihedral angles of 25.4 (3) and 25.7 (3)° with the parent benzene rings. An S(6) ring motif is formed in each mol­ecule by intra­molecular C—H⋯O close contacts. In the crystal, strong N—H⋯O hydrogen bonds between acetamide groups generate a C(4) chain motif arranging the mol­ecules into two symmetry-independent polymeric structures extending along [010].
doi:10.1107/S1600536811001887
PMCID: PMC3051704  PMID: 21523107
7.  1-[(Bromo­meth­yl)(phen­yl)meth­ylene]-2-(2,4-dinitro­phen­yl)hydrazine 
The title compound, C14H11BrN4O4, comprises two crystallographically independent mol­ecules (A and B) in the asymmetric unit. In mol­ecule B, intra­molecular bifurcated N—H⋯O and N—H⋯Br hydrogen bonds and in mol­ecule A, an intra­molecular N—H⋯O hydrogen bond generate S(6) ring motifs. The dihedral angle between the phenyl and benzene rings is 5.44 (6) in mol­ecule A and 7.63 (6)° in mol­ecule B. The ortho- and meta-nitro substituents make dihedral angles of 6.67 (15) and 2.26 (15)° to the attached benzene ring in mol­ecule A and 6.37 (17) and 5.81 (16)° in mol­ecule B. The Br atom in mol­ecule B is disordered over two positions with a refined site-occupancy ratio of 0.61 (3):0.39 (3). Inter­esting features of the crystal structure are the short Br⋯N [3.257 (3)–3.294 (4) Å], Br⋯O [3.279 (3)–3.307 (4) Å] and O⋯O [2.9319 (16)–2.9995 (16) Å] contacts, which are shorter than the sum of the van der Waals radii of these atoms. The crystal structure is further stabilized by inter­molecular C—H⋯O and π–π inter­actions [centroid–centroid distances = 3.6643 (8)–3.8514 (8) Å].
doi:10.1107/S1600536809016225
PMCID: PMC2969738  PMID: 21583090
8.  2-[(E)-(2,4,6-Trichloro­phen­yl)imino­meth­yl]phenol 
The title mol­ecule, C13H8Cl3NO, exists in a trans configuration with respect to the C=N bond [1.278 (2) Å]. The benzene rings form a dihedral angle of 24.64 (11)°. The mol­ecular structure is stabilized by an intra­molecular O—H⋯N hydrogen bond, which generates an S(6) ring motif. In the crystal, π–π stacking inter­actions [centroid–centroid distances = 3.6893 (14) Å] are observed.
doi:10.1107/S1600536811026122
PMCID: PMC3212321  PMID: 22090978
9.  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
10.  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
11.  (E)-2-Eth­oxy-6-[(4-ethoxy­phen­yl)imino­meth­yl]phenol 
In the asymmetric unit of the title compound, C17H19NO3, there are three independent mol­ecules, which are align nearly parallel to each other and adopt the phenol-imine tautomeric form. In each mol­ecule, an intra­molecular O—H⋯N hydrogen bond results in the formation of an S(6) ring motif. The dihedral angles between the aromatic rings in the three independent mol­ecules are 13.55 (2), 21.24 (2) and 46.26 (1)°. C—H⋯π inter­actions are also observed in the crystal structure.
doi:10.1107/S1600536810006434
PMCID: PMC2983578  PMID: 21580427
12.  N-(2,3-Dimethyl­phen­yl)-2-nitro­benzene­sulfonamide 
There are two independent mol­ecules in the asymmetric unit of the title compound, C14H14N2O4S. The N—H bonds are syn to the ortho-nitro groups in the sulfonyl benzene rings and anti to the methyl groups in the aniline benzene rings. The mol­ecules are twisted at the S—N bonds with torsion angles of −60.4 (3) and 58.8 (3)° in the two mol­ecules. The dihedral angles between the planes of the sulfonyl and the anilino benzene rings are 53.67 (8) and 56.99 (9)°. The amide H atoms of both mol­ecules are involved in an intra­molecular hydrogen bond, generating an S(7) motif. In the crystal, pairs of N—H⋯O(S) hydrogen bonds link like mol­ecules into inversion dimers.
doi:10.1107/S1600536812042845
PMCID: PMC3515279  PMID: 23284499
13.  2-[(4-Bromo­phen­yl)imino­meth­yl]-3,5-dimethoxy­phenol 
There are two independent mol­ecules in the asymmetric unit of the title compound, C15H14BrNO3, with very similar geometrical parameters. Each mol­ecule adopts the phenol–imine tautomeric form, with strong intra­molecular O—H⋯N hydrogen bonds. The two mol­ecules are non-planar, the dihedral angles between the two aromatic rings being are 24.6 (2) and 30.30 (13)°.
doi:10.1107/S1600536809011416
PMCID: PMC2968797  PMID: 21582634
14.  (E)-2-[(4-Ethoxy­phen­yl)imino­meth­yl]-4-methoxy­phenol 
In the mol­ecule of the title compound, C16H17NO3, the aromatic rings are oriented at a dihedral angle of 29.25 (8)°. An intra­molecular O—H⋯N hydrogen bond results in the formation of a nearly planar [maximum deviation 0.034 (13) Å] six-membered ring, which is oriented at dihedral angles of 0.91 (1) and 28.91 (12)° with respect to the aromatic rings. The title mol­ecule is a phenol–imine tautomer, as evidenced by C—O, C—N and C—C bond lengths. In the crystal, mol­ecules are linked by inter­molecular C—H⋯O hydrogen bonds that generate C(8) chains.
doi:10.1107/S1600536809040586
PMCID: PMC2971308  PMID: 21578305
15.  N-(3,5-Dimethyl­phen­yl)-2-nitro­benzene­sulfonamide 
The asymmetric unit of the title compound, C14H14N2O4S, consists of two crystallographically independent mol­ecules. The mol­ecules are twisted at the S—N bonds with C—S—N—C torsion angles of 44.2 (3) and −49.3 (3)°. The dihedral angles between the benzene rings in the two mol­ecules are 71.53 (7) and 72.11 (7)°. The amide H atoms exhibit bifurcated intra- and inter­molecular hydrogen bonds; the intra­molecular N—H⋯O(N) hydrogen bonds generate S(7) motifs. In the crystal, the independent mol­ecules are separately connected through the inter­molecular N—H⋯O(S) hydrogen bonds, generating a C(4) motif and a helical chain along the b axis for one mol­ecule and an R 2 2(8) motif and an inversion dimer for the other. The crystal studied was a pseudo-merohedral twin with twin law (-100/0-10/001), the refined ratio of the twin domains being 0.7876 (12):0.2124 (12).
doi:10.1107/S1600536812036926
PMCID: PMC3470185  PMID: 23125629
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-[(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
18.  (E)-2-[(4-Fluoro­phen­yl)imino­meth­yl]-5-methoxy­phenol 
In the mol­ecule of the title compound, C14H12FNO2, the aromatic rings are oriented at a dihedral angle of 48.17 (1)°. An intra­molecular O—H⋯N hydrogen bond results in the formation of a six-membered ring. The title mol­ecule is a phenol–imine tautomer, as evidenced by the C—O [1.351 (3) Å], C—N [1.282 (3) Å], and C—C [1.416 (3)–1.445 (3) Å] bond lengths. In the crystal, mol­ecules are linked by inter­molecular C—H⋯π inter­actions.
doi:10.1107/S1600536810000474
PMCID: PMC2979905  PMID: 21579745
19.  N-(4-Meth­oxy­phen­yl)-6-methyl-2-phenyl-5-{[4-(tri­fluoro­meth­yl)anilino]meth­yl}pyrimidin-4-amine 
The title compound, C26H23F3N4O, crystallizes with two symmetry-independent mol­ecules in the asymmetric unit, denoted A and B, which differ mainly in the rotation of the meth­oxy­phenyl ring. The –CF3 group of mol­ecule B is disordered by rotation, with the F atoms split over two sets of sites; the occupancy factor for the major component is 0.853 (4). The dihedral angles between the pyrimidine ring and the attached phenyl, meth­oxy­phenyl and tri­fluoro­methyl­phenyl rings are 8.1 (2), 37.5 (2) and 70.7 (2)°, respectively, in mol­ecule A, and 9.3 (2), 5.3 (2) and 79.7 (2)° in mol­ecule B. An intra­molecular N—H⋯N hydrogen bond occurs in each mol­ecule. In the crystal, two crystallographically independent mol­ecules associate into a dimer via a pair of N—H⋯N hydrogen bonds, with a resulting R 2 2(12) ring motif and π–π stacking inter­actions [centroid–centroid distance = 3.517 (4) Å] between the pyrimidine rings. For the A mol­ecules, there are inter­molecular C—H⋯O hydrogen bonds between an aryl C atom of meth­oxy­phenyl ring and a meth­oxy O atom of an adjacent mol­ecule. A similar inter­action is lacking in the B mol­ecules.
doi:10.1107/S160053681303170X
PMCID: PMC3885078  PMID: 24454254
20.  Crystal structure of (E)-2-{[(4-anilinophen­yl)imino]­meth­yl}phenol 
The title compound crystallized with two independent mol­ecules (A and B) in the asymmetric unit, which differ essentially in the orientation of the terminal amino­phenyl ring with respect to the central benzene ring. In the crystal, mol­ecules are linked via N—H⋯O hydrogen bonds forming –A-B–A–B– zigzag chains propagating along [010].
The title compound, C19H16N2O, crystallized with two independent mol­ecules (A and B) in the asymmetric unit. There is an intra­molecular O—H⋯N hydrogen bond in each mol­ecule with the phenol ring being inclined to the central benzene ring by 4.93 (14) and 7.12 (14)° in mol­ecules A and B, respectively. The conformation of the two mol­ecules differs essentially in the orientation of the terminal amino­phenyl ring with respect to the central benzene ring; this dihedral angle is 50.51 (4)° in mol­ecule A and 54.61 (14)° in mol­ecule B. The two outer aromatic rings are inclined to one another by 51.39 (14) and 49.88 (14)° in mol­ecules A and B, respectively. In the crystal, mol­ecules are connected by N—H⋯O hydrogen bonds generating –A-B–A–B– zigzag chains extending along [010]. The chains are linked via C—H⋯π inter­actions involving neighbouring A mol­ecules, forming slabs lying parallel to (100).
doi:10.1107/S2056989014026309
PMCID: PMC4331856
crystal structure; N-phenyl-p-phenyl­enedi­amine; salicyladehyde; PAIMP; Schiff base; hydrogen bonding
21.  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
22.  3-Meth­oxy-2-[(E)-(4-meth­oxy­phen­yl)imino­meth­yl]phenol 
The title compound, C15H15NO3, adopts the enol–imine tautomeric form. The two rings are twisted with respect to each other, making a dihedral angle of 44.08 (5)°. The 3-methoxy-2-[(E)-(4-methoxyphenyl)-iminomethyl]phenol unit is almost planar, the largest deviation from the mean plane being 0.047 (2) Å. Such a planar conformation might be related to the occurrence of an intra­molecular O—H⋯N hydrogen bond. In the crystal, inter­molecular C—H⋯O hydrogen bonds link the mol­ecules into sheets parallel to (010). These sheets are inter­connected by weak C—H⋯π inter­actions.
doi:10.1107/S1600536811000596
PMCID: PMC3051687  PMID: 21523025
23.  2-{[3-Chloro-4-(4-chloro­phen­oxy)phen­yl]imino­meth­yl}-4-nitro­phenol 
In the title compound, C19H12Cl2N2O4, the imine bond length of 1.257 (6) Å is typical of a double bond. The dihedral angle between the para-nitro benzene ring and the central benzene ring is 12.06 (3)° and that between the central benzene and the para-chloro benzene ring is 73.81 (2)°. An intra­molecular O—H⋯N hydrogen bond generates an S(6) ring motif. In the crystal, mol­ecules are linked together by two pairs of C—H⋯O interactions (to the same O atom acceptor), forming inversion dimers. A short Cl⋯Cl contact [3.232 (4) Å] is observed.
doi:10.1107/S1600536813012518
PMCID: PMC3685046  PMID: 23795065
24.  (Z)-3-Diethyl­amino-6-({2-[(E)-4-(diethyl­amino)-2-hy­droxy­benzyl­idene­amino]-4,5-dimethyl­phen­yl}amino­methyl­idene)cyclo­hexa-2,4-dienone–5,5′-bis­(diethyl­amino)-2,2′-[4,5-dimethyl-o-phenyl­enebis(nitrilo­methyl­idyne)]diphenol 
The asymmetric unit of the title Schiff base compound, C30H38N4O2, comprises two crystallographically independent mol­ecules, A and B. The structure is non-merohedrally twinned with a refined BASF ratio of 0.219 (6):0.701 (6). Mol­ecule B shows both phenol–imine and keto–amine tautomeric forms in a single structure. The dihedral angles between the central ring and the two outer rings are 5.9 (3) and 48.4 (3)° in mol­ecule A, and 48.3 (3) and 6.9 (3)° in mol­ecule B. Strong intra­molecular O—H⋯N and N—H⋯O hydrogen bonds generate S(6) ring motifs. The crystal structure is further stabilized by inter­molecular C—H⋯O, C—H⋯π and π–π inter­actions [centroid–centroid distances = 3.870 (4)–3.871 (4) Å].
doi:10.1107/S1600536810045290
PMCID: PMC3011455  PMID: 21589416
25.  4-tert-Butyl-N-[(2,6-dimethyl­phen­yl)carbamothio­yl]benzamide 
The asymmetric unit of the title compound, C20H24N2OS, consists of two crystallographically independent mol­ecules. In each mol­ecule, an intra­molecular N—H⋯O hydrogen bond forms an S(6) ring motif. The dihedral angles between the terminal benzene rings in the two mol­ecules are 75.52 (7) and 42.80 (7)°. In the crystal, inter­molecular N—H⋯S inter­actions link the mol­ecules into a chain along the c axis.
doi:10.1107/S1600536812034174
PMCID: PMC3435693  PMID: 22969564

Results 1-25 (384218)