PMCC PMCC

Search tips
Search criteria

Advanced
Results 1-25 (103281)

Clipboard (0)
None

Related Articles

1.  (2E)-2-{[3-Methyl-5-(2-naphth­yloxy)-1-phenyl-1H-pyrazol-4-yl]methyl­idene}hydrazinecarbothio­amide monohydrate 
In the title compound, C22H19N5OS·H2O, the naphthalene ring system and the benzene ring [dihedral angle = 85.19 (8)°] make dihedral angles of 87.02 (9) and 14.41 (10)°, respectively, with the pyrazole ring. The mean plane through the 2-methyl­enehydrazinecarbothio­amide group [C—N—N—C(=S)—N; maximum deviation = 0.022 (1) Å] is slightly twisted from the pyrazole ring [dihedral angle = 5.60 (11)°]. In the crystal, mol­ecules are linked by N—H⋯S, N—H⋯O, O—H⋯S, O—H⋯N and C—H⋯S hydrogen bonds into sheets parallel to the ab plane. π–π inter­actions are also observed [centroid-to-centroid distances = 3.7778 (12) and 3.7010 (12) Å].
doi:10.1107/S1600536812039815
PMCID: PMC3470403  PMID: 23125816
2.  1-(4-Bromo­phenyl­sulfon­yl)-2-methyl­naphtho­[2,1-b]furan 
In the title compound, C19H13BrO3S, the 4-bromo­phenyl ring makes a dihedral angle of 64.11 (2)° with the mean plane [r.m.s. deviation = 0.01 (2) Å] of the naphtho­furan ring. In the crystal, mol­ecules are linked by weak C—H⋯O and C—H⋯π inter­actions. The crystal structure also exhibits slipped π–π inter­actions between the central naphtho­furan benzene rings of neighbouring mol­ecules [centroid–centroid distance = 3.559 (2), slippage = 1.036 (2) Å], and between the central naphtho­furan benzene ring and the furan ring of neighbouring mol­ecules [centroid–centroid distance = 3.655 (2), slippage = 1.136 (2) Å].
doi:10.1107/S160053681202939X
PMCID: PMC3414189  PMID: 22904796
3.  2-Methyl-1-(4-methyl­phenyl­sulfinyl)naphtho­[2,1-b]furan 
In the title compound, C20H16O2S, the 4-methyl­phenyl ring makes a dihedral angle of 82.60 (4)° with the mean plane [r.m.s. deviation = 0.007 (1) Å] of the naphtho­furan fragment. In the crystal, mol­ecules are linked by weak inter­molecular C—H⋯O hydrogen bonds, and by a slipped π–π inter­action between the central naphtho­furan benzene rings of neighbouring mol­ecules [centroid-to-centroid distance = 3.671 (2) Å, inter­planar distance = 3.349 (2) Å and slippage = 1.503 (2)°].
doi:10.1107/S1600536812003121
PMCID: PMC3275285  PMID: 22347141
4.  1-(4-Bromo­phenyl­sulfin­yl)-2-methyl­naphtho­[2,1-b]furan 
In the title compound, C19H13BrO2S, the 4-bromo­phenyl ring makes a dihedral angle of 83.75 (4)° with the mean plane of the naphtho­furan fragment [r.m.s. deviation = 0.024 (2) Å]. In the crystal, mol­ecules are linked via pairs of C—H⋯O hydrogen bonds, forming inversion dimers. These dimers are connected by weak π–π inter­actions between the central naphtho­furan benzene rings of neighbouring mol­ecules [centroid–centroid distance = 3.483 (2) Å, inter­planar distance = 3.416 (2) Å and slippage = 0.680 (2) Å].
doi:10.1107/S1600536812012603
PMCID: PMC3344175  PMID: 22606178
5.  7-Bromo-1-(3-fluoro­phenyl­sulfon­yl)-2-methyl­naphtho­[2,1-b]furan 
In the title compound, C19H12BrFO3S, the 3-fluoro­phenyl ring makes a dihedral angle of 80.85 (5)° with the mean plane [r.m.s. deviation = 0.009 (2)Å] of the naphtho­furan fragment. In the crystal, mol­ecules are linked by slipped π–π inter­actions between the furan and the outer benzene rings of neighbouring mol­ecules [centroid–centroid distance = 3.756 (3) Å and slippage of 1.189 (3) Å].
doi:10.1107/S1600536812040470
PMCID: PMC3470396  PMID: 23125809
6.  7-Bromo-2-phenyl-1-(phenyl­sulfin­yl)naphtho[2,1-b]furan benzene hemisolvate 
The title compound, C24H15BrO2S·0.5C6H6, crystallizes as a benzene hemisolvate. The O atom and the phenyl group of the phenyl­sulfinyl substituent lie on opposite sides of the plane of the naphthofuran fragment, and the phenyl ring is almost perpendicular to the plane of the naphthofuran fragment [83.78 (8)°] and is tilted slightly towards it. The 2-phenyl ring is rotated out of the naphthofuran plane by a dihedral angle of 25.2 (1)°. The crystal structure is stabilized by aromatic π–π inter­actions between the central benzene ring and the furan ring of the neighbouring naphthofuran systems [centroid–centroid distance = 3.611 (3) Å], and by inter­molecular C—H⋯π inter­actions between the benzene H atom of the phenyl­sulfinyl substituent and the 2-phenyl ring of an adjacent mol­ecule. In addition, the crystal structure exhibits a weak non-classical inter­molecular C—H⋯O hydrogen bond.
doi:10.1107/S1600536809025860
PMCID: PMC2977353  PMID: 21583515
7.  3-(4-Chloro­phenyl­sulfon­yl)-2-methyl­naphtho[1,2-b]furan 
The title compound, C19H13ClO3S, was prepared by the oxidation of 3-(4-chloro­phenyl­sulfan­yl)-2-methyl­naphtho[1,2-b]furan with 3-chloro­peroxy­benzoic acid. The 4-chloro­phenyl ring makes a dihedral angle of 68.59 (5)° with the plane of the naphthofuran fragment. The crystal structure is stabilized by π–π inter­actions between the benzene rings of neighbouring mol­ecules [centroid–centroid distance = 3.635 (3) Å], and by C—H⋯π inter­actions between a methyl H atom and the furan ring of an adjacent mol­ecule. In addition, the crystal structure exhibits inter­molecular C—H⋯O inter­actions.
doi:10.1107/S1600536808009215
PMCID: PMC2961290  PMID: 21202325
8.  6-(4-Meth­oxy­phen­yl)naphtho[2,3-b][1]benzothio­phene 
The asymmetric unit of the title compound, C23H16OS, contains two independent mol­ecules with opposite orientations of the meth­oxy groups bonded to the benzene rings. The napthobenzothiophene group in the two molecules is separated by an average distance of 3.912 Å. In both mol­ecules, the napthobenzothio­phene unit is almost planar, with r.m.s deviations of 0.0522 and 0.0143 Å. The meth­oxy­phenyl ring makes dihedral angles of 67.0 (6)° and 70.4 (6)° with respect to the napthobenzothio­phene ring system in the two mol­ecules. The crystal packing features C—H⋯S, π–π [centroid–centroid distances = 3.666 (10) and 3.658 (10) Å] and C–H⋯π inter­actions, forming a sheet running along the b-axis direction.
doi:10.1107/S1600536812047137
PMCID: PMC3588996  PMID: 23476232
9.  N′-{(E)-[5-(Hy­droxy­meth­yl)furan-2-yl]methyl­idene}pyridine-4-carbohydrazide dihydrate 
In the title compound, C12H11N3O3·2H2O, the dihedral angle formed by the planes of the pyridine and the furan rings of the organic carbohydrazide mol­ecule is 4.66 (7)°. In the crystal, these mol­ecules form stacks along the b-axis direction, neighbouring mol­ecules within each stack being related by inversion and the shortest distance between the centroids of the pyridine and furan rings being 3.714 (1) Å. Mol­ecules from neighboring stacks are linked by pairs of N—H⋯O hydrogen bonds. The water mol­ecules fill the channels between the stacks being linked by O—H⋯O hydrogen bonds into helices along [010]. Besides this, water mol­ecules are involved in O—H⋯N and O—H⋯O hydrogen bonds with the carbohydrazide mol­ecules, thus forming a three-dimensional network, augmented by weak C—H⋯O interactions.
doi:10.1107/S1600536813020114
PMCID: PMC3793823  PMID: 24109410
10.  N′-[(E)-(3-Fluoro­pyridin-2-yl)methyl­idene]pyridine-3-carbohydrazide dihydrate 
The organic molecule in the title dihydrate, C12H9FN4O·2H2O, exists in the E conformation with respect to the azo­methane C=N double bond. The mol­ecule is approximately planar, with a maximum deviation of 0.117 (1) Å for the carbonyl O atom from the mean plane of the mol­ecule. Both pyridine rings are essentially coplanar with the central C(=O)N2C unit [dihedral angles = 1.99 (7) and 5.71 (8)°], exhibiting a significant difference in dihedral angles from its benzohydrazide analogue. The crystal packing features N—H⋯O, O—H⋯N and O—H⋯O hydrogen-bond inter­actions, which lead to the formation of a chain along the c-axis direction through one of the water mol­ecules present, and these chains are stacked one over the other by means of π–π inter­actions [with centroid–centroid distances of 3.7099 (10) and 3.6322 (10) Å] between the aromatic rings in neighbouring anti­parallel mol­ecules, building a three-dimensional supra­molecular network.
doi:10.1107/S1600536814006072
PMCID: PMC3998601  PMID: 24826177
11.  7-Bromo-2-methyl-1-(phenyl­sulfon­yl)naphtho[2,1-b]furan 
The title compound, C19H13BrO3S, was prepared by the oxidation of 7-bromo-2-methyl-1-(phenyl­sulfan­yl)naph­tho[2,1-b]furan with 3-chloro­peroxy­benzoic acid. The phenyl ring makes a dihedral angle of 80.4 (2)° with the plane of the naphthofuran fragment. The crystal structure is stabilized by aromatic π–π stacking inter­actions between the brominated benzene ring and the central benzene ring of the naphthofuran system of neighbouring mol­ecules; the centroid–centroid distances within the stack are 3.889 (3) and 3.981 (3) Å. In addition, the stacked mol­ecules exhibit C—H⋯π, inter- and intra­molecular C—H⋯O inter­actions.
doi:10.1107/S160053680801177X
PMCID: PMC2961282  PMID: 21202425
12.  2-Methyl-1-(phenyl­sulfon­yl)naphtho[2,1-b]furan 
The title compound, C19H14O3S, was prepared by the oxidation of 2-methyl-1-(phenyl­sulfan­yl)naphtho[2,1-b]furan with 3-chloro­peroxy­benzoic acid. The phenyl ring makes a dihedral angle of 87.13 (4)° with the plane of the naphthofuran fragment. The crystal structure is stabilized by π–π inter­actions between the furan and benzene rings of neighbouring mol­ecules [centroid–centroid distance = 3.850 (2) Å] and weak C—H⋯π inter­actions. In addition, there are also intra­molecular C—H⋯O inter­actions.
doi:10.1107/S1600536808007046
PMCID: PMC2961025  PMID: 21202117
13.  3-(4-Fluoro­phenyl­sulfon­yl)-2-methyl­naphtho­[1,2-b]furan 
In the title compound, C19H13FO3S, the 4-fluoro­phenyl ring makes a dihedral angle of 68.59 (5)° with the mean plane of the naphtho­furan fragment. In the crystal, mol­ecules are linked by weak inter­molecular C—H⋯O, C—H⋯F and C—H⋯π inter­actions. The crystal structure also exhibits aromatic π–π inter­actions between the central benzene and the outer benzene rings of neighbouring mol­ecules [centroid–centroid distance = 3.650 (3) Å].
doi:10.1107/S1600536810048361
PMCID: PMC3011502  PMID: 21589581
14.  7-Bromo-1-(4-fluoro­phenyl­sulfon­yl)-2-methyl­naphtho­[2,1-b]furan 
In the title compound, C19H12BrFO3S, the 4-fluoro­phenyl ring makes a dihedral angle of 80.32 (5)° with the mean plane of the naphtho­furan fragment. In the crystal, mol­ecules are linked by weak inter­molecular C—H⋯O and C—H⋯π inter­actions. The crystal structure also exhibits aromatic π–π inter­actions between the central benzene rings of neighbouring mol­ecules [centroid–centroid distance = 3.564 (3) Å].
doi:10.1107/S160053681005436X
PMCID: PMC3051741  PMID: 21522972
15.  7-Bromo-2-methyl-1-tosyl­naphtho[2,1-b]furan 
The title compound, C20H15BrO3S, was prepared by the oxidation of 7-bromo-2-methyl-1-(4-tolyl­sulfan­yl)naph­tho[2,1-b]furan with 3-chloro­peroxy­benzoic acid. The 4-tolyl ring makes a dihedral angle of 70.96 (6)° with the plane of the naphthofuran fragment. The crystal structure is stabilized by aromatic π–π stacking inter­actions, with centroid–centroid distances of 3.672 (3) and 3.858 (3) Å between the central benzene and furan rings, and between the brominated benzene and central benzene rings of the naphthofuran system of neighbouring mol­ecules, respectively. In addition, the stacked mol­ecules exhibit C—H⋯π and inter- and intra­molecular C—H⋯O inter­actions.
doi:10.1107/S1600536808015286
PMCID: PMC2961428  PMID: 21202666
16.  (E)-4-Meth­oxy-N′-[(6-methyl-4-oxo-4H-chromen-3-yl)methyl­idene]benzo­hydrazide monohydrate 
In the title hydrate, C19H16N2O4·H2O, the 4H-chromen-4-one segment is slightly twisted, with a dihedral angle between the two six-membered rings of 3.30 (5)°. The dihedral angles between the plane of the pyran­one ring and the hydrazide plane and between the planes of the pyran­one ring and the benzene ring of the p-meth­oxy­benzene unit are 26.69 (4) and 2.23 (3)°, respectively. The mol­ecule is connected to the solvent water mol­ecule by an N—H⋯O hydrogen bond. In the crystal, there are π–π stacking inter­actions between centrosymmetrically related pyran­one rings [centroid–centroid distance = 3.5394 (9) Å], as well as bridges formed by the water mol­ecules via O—H⋯O hydrogen bonds.
doi:10.1107/S1600536814013713
PMCID: PMC4120634  PMID: 25161570
17.  2-Phenyl­naphtho­[1,8-de][1,3,2]diaza­borinane 
The title compound, C16H13BN2, is one compound in a series of diaza­borinanes featuring substitution at the 1, 2 and 3 positions in the nitro­gen–boron heterocycle. The title compound is slightly distorted from planarity, with a dihedral angle of 9.0 (5)° between the mean planes of the naphthalene system and the benzene ring. The m-carbon atom of the benzene ring exhibits the greatest deviation of 0.164 (2) Å from the 19-atom mean plane defined by all non-H atoms. The two N—B—C—C torsion angles are 6.0 (3) and 5.6 (3)°. In the crystal, mol­ecules are linked by π–π inter­actions into columns, with a distance of 3.92 (3) Å between the naphthalene ring centroids. Adjacent π-stacked columns, co-linear with the b-axis, are linked by C—H⋯π inter­actions.
doi:10.1107/S1600536811026985
PMCID: PMC3213450  PMID: 22091029
18.  (N′,N′′Z,N′,N′′E)-N′,N′′-[1-(4-Chloro­phen­yl)ethane-1,2-diyl­idene]bis­(3-methyl-1-benzofuran-2-carbohydrazide) 
In the title compound, C28H21ClN4O4, the benzofuran ring systems make dihedral angles of 7.43 (8) and 30.92 (9)° with the chloro-substituted benzene ring. The dihedral angle between the two benzofuran ring systems is 27.41 (7)°. The two benzofuran rings are connected to the chloro-substituted benzene ring through C—N—N=C and C—N—N=C—C bridges which are nearly planar [maximum deviations = 0.003 (1) and 0.037 (1) Å]. An intra­molecular N—H⋯N hydrogen bond generates an S(6) ring motif. In the crystal, mol­ecules are linked by N—H⋯(O,N) and C—H⋯O hydrogen bonds into a tape along the c axis and these tapes are further connected by another weak C—H⋯O hydrogen bond into a sheet parallel to the bc plane. π–π inter­actions [centroid-to-centroid distances = 3.4845 (12)–3.6250 (13) Å] are also observed.
doi:10.1107/S1600536812030504
PMCID: PMC3414328  PMID: 22904861
19.  2-Methyl-1-(3-methyl­phenyl­sulfon­yl)naphtho­[2,1-b]furan 
In the title compound, C20H16O3S, the dihedral angle between the mean planes of the naphtho­furan and 3-methyl­phenyl fragments is 88.56 (2)°. In the crystal, mol­ecules are linked via pairs of C—H⋯O hydrogen bonds, forming inversion dimers. These dimers are linked by π–π inter­actions between the furan rings of neighbouring mol­ecules [centroid–centroid distance = 3.701 (2) Å] into supra­molecular chains running along the a-axis direction.
doi:10.1107/S1600536814005157
PMCID: PMC3998563  PMID: 24826129
20.  (1Z,2E)-N′-{1-[2-(4-Bromo­phen­yl)hydrazin-1-yl­idene]-1-chloro­propan-2-yl­idene}thio­phene-2-carbohydrazide 
In the title compound, C14H12BrClN4OS, the thienyl ring is disordered over two orientations with a site-occupancy ratio of 0.853 (2):0.147 (2). The mol­ecule is roughly planar, with the dihedral angles between the thienyl and benzene rings being 6.24 (16) and 9.7 (11)° for the major and minor components, respectively. The central fragment is almost planar [r.m.s. deviation = 0.0275 (2) Å for the ten non-H atoms]. The mean plane through this middle unit makes a dihedral angle of 2.71 (7)° with the benzene ring, whereas these values are 4.46 (15) and 7.7 (11)° for the major and minor components of the thienyl ring, respectively. In the crystal, mol­ecules are linked into dimers by pairs of N—H⋯O hydrogen bonds, forming R 2 2(8) ring motifs. These dimers are arranged into sheets parallel to the ac plane.
doi:10.1107/S1600536812017114
PMCID: PMC3344617  PMID: 22590379
21.  N′-[(1E)-(4-Fluoro­phen­yl)methyl­idene]thio­phene-2-carbohydrazide 
In the title compound, C12H9FN2OS, the thienyl ring is disordered over two positions, with the S atom of the major component [occupancy = 87.08 (16)°] oriented towards the ortho-H atom of the benzene ring. The mol­ecule is nearly planar, the dihedral angle between the thio­phene and benzene rings being 13.0 (2)° in the major component. The azomethine C=N double bond in the mol­ecule is of an E configuration. In the crystal, mol­ecules are linked by pairs of N—H⋯O hydrogen bonds, forming inversion dimers.
doi:10.1107/S1600536811056121
PMCID: PMC3275004  PMID: 22346949
22.  N′-[(1E)-(2,6-Difluoro­phen­yl)methyl­idene]thio­phene-2-carbohydrazide 
In the title compound, C12H8F2N2OS, the thienyl ring is disordered over two positions, with the S atom of the major component [occupancy = 75.03 (18)%] oriented away from an ortho-F atom of the benzene ring. The mol­ecule is nearly planar, the dihedral angle between the thio­phene and benzene rings being 6.19 (18) (in the major component) or 3.5 (6)° (in the minor component). The azomethine C=N double-bond in the mol­ecule is of an E configuration. In the crystal, mol­ecules are linked by pairs of N—H⋯O hydrogen bonds, generating inversion dimers.
doi:10.1107/S160053681105611X
PMCID: PMC3275005  PMID: 22346950
23.  2-(4-Bromo­phen­yl)-1-(phenyl­sulfin­yl)naphtho[2,1-b]furan 
In the title compound, C24H15BrO2S, the sulfinyl O atom and the phenyl group of the phenyl­sulfinyl substituent lie on opposite sides of the plane through the naphthofuran fragment. The phenyl ring is nearly perpendicular to the plane of the tricyclic naphthofuran system [81.77 (6)°] and is tilted slightly towards it. The 4-bromo­phenyl ring is rotated out of the naphthofuran plane by a dihedral angle of 31.12 (4)°. In the crystal structure, non-classical inter­molecular C—H⋯O and C—H⋯Br hydrogen bonds are observed. The crystal structure also exhibits aromatic π–π inter­actions between the furan ring and the central benzene ring of the adjacent naphthofuran system [centroid–centroid distance = 3.768 (3) Å]. In addition, inter­molecular C—Br⋯π inter­actions [3.866 (2) Å] between the Br atom and the phenyl ring of the phenyl­sulfinyl substituent are present.
doi:10.1107/S1600536809029250
PMCID: PMC2977400  PMID: 21583685
24.  2-Phenyl-1-(phenyl­sulfin­yl)naphtho[2,1-b]furan 
In the title compound, C24H16O2S, the O atom and the phenyl group of the phenyl­sulfinyl substituent lie on opposite sides of the plane of the naphthofuran fragment; the phenyl ring is almost perpendicular to this plane [82.34 (5)°]. The 2-phenyl ring is rotated out of the naphthofuran plane making a dihedral angle of 48.21 (6)°. The crystal structure shows π–π inter­actions between the central benzene rings of adjacent mol­ecules [centroid–centroid distance = 3.516 (3) Å], as well as non-classical C—H⋯O hydrogen bonds.
doi:10.1107/S1600536809019977
PMCID: PMC2969545  PMID: 21583281
25.  7-Bromo-1-(4-chloro­phenyl­sulfan­yl)-2-phenyl­naphtho[2,1-b]furan 
In the title compound, C24H14BrClOS, the S-bound 4-chloro­phenyl ring is nearly perpendicular to the plane of the naphthofuran fragment [dihedral angle = 83.34 (3)°] and the phenyl ring in the 2-position is rotated out of the naphthofuran plane by a dihedral angle of 15.23 (5)°. The crystal structure is stabilized by aromatic π–π inter­actions between the furan and the central benzene rings of the neighbouring naphthofuran fragments, and between the outer benzene rings of the neighbouring naphthofuran fragments; the centroid–centroid distances within the stack are 3.879 (2) and 3.857 (2) Å. In addition, inter­molecular C—Cl⋯π inter­actions [3.505 (2) Å] between the Cl atom and the 2-phenyl ring are present.
doi:10.1107/S1600536809052945
PMCID: PMC2980269  PMID: 21580059

Results 1-25 (103281)