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1.  1-{(E)-[4-Bromo-2-(trifluoro­meth­oxy)phen­yl]imino­meth­yl}naphthalen-2-ol 
The title compound, C18H11BrF3NO2, crystallizes in the phenol–imine tautomeric form, with a strong intra­molecular O—H⋯N hydrogen bond. The dihedral angle between the naphthalene ring system and the benzene ring is 28.54 (10)°.
doi:10.1107/S160053681300679X
PMCID: PMC3629589  PMID: 23634076
2.  1-{(Z)-[2-Meth­oxy-5-(trifluoro­meth­yl)anilino]methyl­idene}naphthalen-2(1H)-one 
The title compound, C19H14F3NO2, crystallizes in the keto–amine tautomeric form, with a strong intra­molecular N—H⋯O hydrogen bond. The mol­ecule is almost planar; the dihedral angle between the naphthalene ring system and the benzene ring is 4.60 (7)°. In the crystal, mol­ecules are linked into chains along the c axis by C—H⋯O hydrogen bonds. The F atoms of the trifluoro­methyl group are disordered over two positions with refined site occupancies of 0.668 (9) and 0.332 (9).
doi:10.1107/S1600536812051410
PMCID: PMC3569228  PMID: 23424451
3.  (E)-N-[(2-Eth­oxy­naphthalen-1-yl)methyl­idene]-2-ethyl­aniline 
In the title compound, C21H21NO, the dihedral angle between the naphthalene ring system and the benzene ring is 64.61 (6)°. The mol­ecular structure is stabilized by an intra­molecular C—H⋯N hydrogen bond.
doi:10.1107/S1600536812043097
PMCID: PMC3515269  PMID: 23284489
4.  4-Meth­oxy-N-[(E)-(5-nitro­thio­phen-2-yl)methyl­idene]aniline 
The title mol­ecule, C12H10N2O3S, is nonplanar with an inter­planar angle of 33.44 (7)° between the benzene and thio­phene rings. In the crystal there exist only weak inter­molecular C—H⋯O inter­actions, π–π inter­actions between the benzene rings [centroid–centroid distance = 3.7465 (14) Å] and X—Y⋯π inter­actions to the thio­phene and benzene rings [N⋯centroid distances = 3.718 (3) and 3.355 (3) Å, respectively]. Inter­molecular C—H⋯O inter­actions link the mol­ecules into chains parallel to the a axis.
doi:10.1107/S1600536812034344
PMCID: PMC3470380  PMID: 23125793
5.  (E)-1-[(3-Iodo­phen­yl)imino­meth­yl]naphthalen-2-ol 
In the title mol­ecule, C17H12INO, the dihedral angle between the naphthaldeyde plane and the 3-iodo­aniline plane is20.07 (13)°. It exists in the solid state as an enol–imine tautomer with a strong intra­molecular O—H⋯N hydrogen bond.
doi:10.1107/S1600536812036793
PMCID: PMC3470381  PMID: 23125794
6.  (E)-1-[(3-Bromo­phen­yl)imino­meth­yl]naphthalen-2-ol 
The title compound, C17H12BrNO, exists in an enol–imine form and the mol­ecular structure features an intra­molecular O—H⋯N hydrogen bond. The dihedral angle between the benzene ring and the naphthalene ring system is 17.27 (15)°.
doi:10.1107/S1600536812034824
PMCID: PMC3435811  PMID: 22969657
7.  (Z)-3-Meth­oxy-N-[(5-nitro­thio­phen-2-yl)methyl­idene]aniline 
In the title compound, C12H10N2O3S, the dihedral angle between the benzene and thio­phene rings is 43.17 (4)°. The crystal structure is devoid of any hydrogen-bonding inter­actions. However, π–π inter­actions between the benzene and thio­phene rings [distance between ring centroids = 3.6850 (11) Å] stack the mol­ecules along the a axis. The absolute structure could not be determined as the crystal studied was a racemic twin with a BASF parameter of 0.31 (6).
doi:10.1107/S1600536812033120
PMCID: PMC3435696  PMID: 22969567
8.  (E)-1-[(2-Fluoro­phen­yl)imino­meth­yl]-2-naphthol–(Z)-1-[(2-fluoro­phen­yl)amino­methyl­idene]naphthalen-2(1H)-one (0.57/0.43) 
The title Schiff base compound, 0.57C17H12FNO·0.43C17H12FNO, reveals both the enol (OH) and keto (NH) tautomeric forms with occupancies of 0.57 (6) and 0.43 (6), respectively. The tautomeric forms are stabilized by intra­molecular O—H⋯N (enol) and N—H⋯O (keto) hydrogen bonds. The dihedral angle between the naphthalene ring system and the benzene ring is 32.76 (1)°.
doi:10.1107/S1600536810014777
PMCID: PMC2979202  PMID: 21579219
9.  (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
10.  2-[(E)-2-(4-Methyl­benzene­sulfonamido)ethyl­iminiometh­yl]-4-nitro­phenolate 
The mol­ecule of the title compound, C16H17N3O5S, crystallizes in a zwitterionic form, with a strong intra­molecular N—H⋯O hydrogen bond. The dihedral angle between the two benzene rings is 7.06 (9)°. In the crystal, mol­ecules are linked into chains along the c axis by inter­molecular N—H⋯O hydrogen bonds.
doi:10.1107/S1600536809031481
PMCID: PMC2969864  PMID: 21577552
11.  (E)-4-{2-[(4-Chloro­phen­yl)imino­meth­yl]phen­oxy}phthalonitrile 
In the title compound, C21H12ClN3O, the phenoxy ring makes dihedral angles of 51.42 (5) and 65.01 (6)°, respectively, with the chlorophenyl and phthalonitrile rings. In the crystal structure, the mol­ecules are inter­linked through weak C—H⋯N and C—H⋯π contacts, and π–π stacking inter­actions via crystallographic inversion centres form a three-dimensional network. The distance between the centroids of the phthalonitrile rings is 3.9104 (11)Å, with a slippage between the rings of 1.626 Å and a perpendicular distance between the rings of 3.556 Å.
doi:10.1107/S1600536809011933
PMCID: PMC2977715  PMID: 21583851
12.  (Z)-Ethyl 4-chloro-2-[(4-chloro­phen­yl)hydrazono]-3-oxobutanoate 
The title compound, C12H12Cl2N2O3, crystallizes as a non-merohedral twin with a twinning ratio of 0.51:0.49. The mol­ecule adopts a keto–hydrazo tautomeric form stabilized by an intra­molecular N—H⋯O hydrogen bond. The configuration around the N—N bond is trans.
doi:10.1107/S1600536807065300
PMCID: PMC2960280  PMID: 21201455

Results 1-12 (12)