PMCC PMCC

Search tips
Search criteria

Advanced
Results 1-25 (80783)

Clipboard (0)
None

Related Articles

1.  1-[5-Acetyl-4-(4-bromo­phen­yl)-2,6-dimethyl-1,4-dihydro­pyridin-3-yl]ethanone monohydrate 
The 1,4-dihydro­pyridine ring in the title hydrate, C17H18BrNO2·H2O, has a flattened-boat conformation, and the benzene ring is occupies a position orthogonal to this [dihedral angle: 82.19 (16)°]. In the crystal packing, supra­molecular arrays mediated by N—H⋯Owater and Owater—H⋯Ocarbon­yl hydrogen bonding are formed in the bc plane. A highly disordered solvent mol­ecule is present within a mol­ecular cavity defined by the organic and water mol­ecules. Its contribution to the electron density was removed from the observed data in the final cycles of refinement and the formula, mol­ecular weight and density are given without taking into account the contribution of the solvent mol­ecule.
doi:10.1107/S1600536810006124
PMCID: PMC2983612  PMID: 21580408
2.  Ethyl 2-methyl-4-phenyl­pyrido[1,2-a]benzimidazole-3-carboxyl­ate 
The title compound, C21H18N2O2, was synthesized using a novel tandem annulation reaction between (1H-benzimidazol-2-yl)(phen­yl)methanone and (E)-ethyl 4-bromo­but-2-enoate under mild conditions. The dihedral angles between the mean planes of the five-membered imidazole ring and the pyridine, benzene and phenyl rings are 0.45 (6), 1.69 (1) and 70.96 (8)°, respectively. In the crystal, mol­ecules are linked through inter­molecular C—H⋯N hydrogen bonds.
doi:10.1107/S1600536811039973
PMCID: PMC3247584  PMID: 22219889
3.  1-[5-(4-Bromo­phen­yl)-3-(4-fluoro­phen­yl)-4,5-dihydro-1H-pyrazol-1-yl]ethanone 
In the title mol­ecule, C17H14BrFN2O, the benzene rings form dihedral angles of 6.58 (6) and 85.31 (6)° with the mean plane of the 4,5-dihydro-1H-pyrazole ring (r.m.s. deviation = 0.0231 Å). The latter ring is planar with a maximum deviation of 0.032 (1) Å The dihedral angle between the benzene rings is 78.75 (6)°. In the crystal, weak C—H⋯O and C—H⋯F hydrogen bonds link the mol­ecules into corrugated layers parallel to the ab plane.
doi:10.1107/S1600536812033351
PMCID: PMC3415024  PMID: 22905011
4.  3-{3,5-Bis[(2-but­oxy­eth­oxy)carbon­yl]-2,6-dimethyl-1,4-dihydro­pyridin-4-yl}-1-[(3,4,5-trimeth­oxy­benzo­yl)meth­yl]pyridinium bromide 
In the title salt, C37H51N2O10 +·Br−, the 1,4-dihydro­pyridine (1,4-DHP) ring adopts a slighly puckered boat conformation. The N and opposite C atoms deviate from the least-squares plane calculated through the four other ring atoms by 0.068 (5) and 0.224 (5) Å, respectively. The orientation of both C=O groups is similar (cis with respect to the double bonds of 1,4-DHP. The pyridinium ring has an axial orientation with respect to the1,4-DHP ring and is almost perpendicular to the least-squares plane of the 1,4-DHP ring, making a dihedral angle of 89.2 (3)°. The mol­ecule has a compact shape due to the parallel orientation of the long-chain substituents. One of the but­oxy groups was fond to be disordered (occupancy ratio 0.70:0.30). In the crystal, the bromide anion accepts a weak hydrogen bond from the N—H group of a neighboring 1,4-DHP ring.
doi:10.1107/S1600536812049896
PMCID: PMC3588226  PMID: 23476440
5.  3-(2-Bromo­phen­yl)thia­zolo[3,2-a]benzimidazole 
The title compound, C15H9BrN2S, was prepared by the reaction of 1-bromo-2-(2,2-dibromo­vin­yl)benzene with 1H-benzo[d]imidazole-2(3H)-thione. The thia­zolo[3,2-a]benz­imidazole fused-ring system is nearly planar, the maximum atomic deviation being 0.049 (4) Å. This mean plane is oriented at a dihedral angle of 71.55 (17)° with respect ot the bromo­phenyl ring. π–π stacking is observed in the crystal structure, the centroid–centroid distance between the thia­zole and imidazole rings of adjacent mol­ecules being 3.582 (2) Å.
doi:10.1107/S1600536811034842
PMCID: PMC3200872  PMID: 22065022
6.  1,1′-[(2-Phenyl-2,3-dihydro-1H-benz­imidazole-1,3-di­yl)bis­(methyl­ene)]bis­(1H-benzotriazole) 
The imidazole ring in the title compound, C27H22N8, adopts a slight envelope conformation with the C atom carrying the phenyl ring being the flap atom. The phenyl ring is almost perpendicular to the mean plane of the imidazole ring [dihedral angle = 88.90 (7)°]. The (1H-benzotriazol-1-yl)methyl groups bound to the imidazole ring are positioned on the same side of the imidazole ring. The dihedral angle between these benzotriazolyl rings is 17.71 (5)°. The crystal packing is stabilized by a C—H⋯π inter­action, which connects the mol­ecules into zigzag chains running along the b axis.
doi:10.1107/S1600536811055486
PMCID: PMC3274994  PMID: 22346939
7.  Crystal structure of ethyl (E)-4-(4-chlorophen­yl)-4-meth­oxy-2-oxobut-3-enoate 
In the title compound, C13H13ClO4, the dihedral angle between the chloro­benezene ring and the least-squares plane through the 4-meth­oxy-2-oxobut-3-enoate ethyl ester residue (r.m.s. deviation = 0.0975 Å) is 54.10 (5)°. In the crystal, mol­ecules are connected by meth­oxy–ketone and benzene–carboxyl­ate carbonyl C—H⋯O inter­actions, generating a supra­molecular layer in the ac plane.
doi:10.1107/S1600536814017280
PMCID: PMC4186072  PMID: 25309205
crystal structure; meth­oxy–ketone inter­actions; benzene–carboxyl­ate carbonyl inter­actions; 4-meth­oxy-2-oxobut-3-enoate ethyl ester
8.  1-(6-Bromo-3,4-dihydro-2H-1,4-benz­oxazin-4-yl)-2,2-dichloro­ethanone 
The title compound, C10H8BrCl2NO2, is a target mol­ecule in our research on herbicide safeners. The oxazine ring has an envelope conformation, with puckering parameters close to ideal values [Q = 0.498 (3) Å, θ = 53.7 (3)° and ϕ = 253.4 (4)°]. The crystal structure is stabilized by C—H⋯O, C—H⋯Cl and C—H⋯Br inter­actions.
doi:10.1107/S1600536812032011
PMCID: PMC3414960  PMID: 22904947
9.  1-(2-Bromo­benz­yl)-3-isopropyl­benz­imid­azolin-2-one 
In the structure of the title compound, C17H17BrN2O, the central phenyl and imidazol-2-one rings are coplanar (dihedral angle between planes of 0.73 (11)°). The angles subtended by the substituents on the N atoms of the imidazol-2-one ring range from 109.71 (14)° to 128.53 (15) due to steric hindrance of these substituents with the phenyl H atoms. The carbonyl O and Br both make two weak C—H⋯O and C—H⋯Br inter­actions with two adjacent mol­ecules, thus forming an three-dimensional array.
doi:10.1107/S1600536809042871
PMCID: PMC2971215  PMID: 21578426
10.  Crystal structure of ethyl 2-[(4-bromo­phen­yl)amino]-3,4-di­methyl­pent-3-enoate 
In the title compound, C15H20BrNO2, there are two independent mol­ecules (A and B) comprising the asymmetric unit and these adopt very similar conformations. In A, the dihedral angle between the CO2 and MeC=CMe2 groups is 80.7 (3)°, and these make dihedral angles of 3.5 (3) and 84.09 (16)°, respectively, with the bromo­benzene ring. The equivalent dihedral angles for mol­ecule B are 78.4 (3), 2.1 (3) and 78.37 (12)°, respectively. The most prominent inter­actions in the crystal packing are amine-N—H⋯O(carbon­yl) hydrogen bonds between the two independent mol­ecules, resulting in non-centrosymmetric ten-membered {⋯OC2NH}2 synthons. Statistical disorder is noted for each of the terminal methyl groups of the ethyl residues.
doi:10.1107/S1600536814020832
PMCID: PMC4257164  PMID: 25484707
crystal structure; hydrogen bonding; amine
11.  2-Eth­oxy-6-[1-(3-eth­oxy-2-hy­droxy­benz­yl)-2,3-dihydro-1H-benzimidazol-2-yl]phenol acetonitrile monosolvate 
The title compound, C24H24N2O4·CH3CN, a disubstituted benzimidazole, crystallized as an acetonitrile monosolvate. The benzene ring of the 2-eth­oxy-6-methyl­phenol substiuent is approximately perpendicular to the nearly planar benzimidazole ring system [maximum deviation = 0.016 (1) Å], making a dihedral angle of 84.27 (8)°. The benzene ring of the 2-eth­oxy­phenol substituent is inclined to the benzimidazole mean plane by 29.68 (8)°. The dihedral angle between the benzene rings is 80.36 (9)°. In the mol­ecule, there are strong O—H⋯N and O—H⋯O hydrogen bonds. In the crystal, mol­ecules are connected by bifurcated O—H⋯(O,O) hydrogen bonds, forming chains propagating along [010].
doi:10.1107/S1600536812015449
PMCID: PMC3344524  PMID: 22590286
12.  1-[2-(3,4-Dichloro­phen­yl)-5-(3,4,5-trimethoxy­phen­yl)-2,3-dihydro-1,3,4-oxadiazol-3-yl]ethanone 
The title compound, C19H18Cl2N2O5, was synthesized by the reaction of N′-(3,4-dichloro­benzyl­idene)-3,4,5-trimethoxy­benzo­hydrazide and acetic anhydride. The oxadiazole ring makes dihedral angles of 82.82 (7) and 9.92 (7)° with the 3,4-dichloro­benzene and the 3,4,5-trimethoxy­benzene ring planes, respectively. The crystal structure is stabilized by inter­molecular C—H⋯ O and C—H⋯ N hydrogen bonds. Intra­molecular C—H⋯O and C—H⋯N hydrogen bonds are also present.
doi:10.1107/S1600536808020771
PMCID: PMC2962074  PMID: 21203158
13.  Methyl (2Z)-2-bromo­methyl-3-(2,4-dichloro­phen­yl)prop-2-enoate 
In the title compound C11H9BrCl2O2, which represents the Z isomer, the methyl­acrylate moiety is essentially planar within 0.039 (2) Å and has an extended trans configuration. The benzene ring makes a dihedral angle of 28.3 (1)° with the mean plane of the methyl­acrylate moiety. The crystal packing is characterized by C—H⋯O hydrogen bonding and halogen–halogen inter­actions [Cl⋯Cl = 3.486 (3) Å], resulting in the formation of R 2 2(11) ring motifs and connecting the mol­ecules into chains propagating along the b axis.
doi:10.1107/S1600536813007368
PMCID: PMC3629620  PMID: 23634107
14.  2-[(Z)-1,1-Dioxo-2-(2,4,5-tri­fluoro­benz­yl)-3,4-di­hydro-2H-1,2-benzo­thia­zin-4-yl­idene]acetic acid 
In the title compound, C17H12F3NO4S, the heterocyclic thia­zine ring adopts a half-chair conformation and the dihedral angle between the benzene rings is 43.28 (9)°. The α,β-unsaturated C=C group is inclined at an angle of 21.0 (3)° to the benzene ring of the benzo­thia­zine moiety. In the crystal, inversion dimers linked by pairs of carb­oxy­lic acid O—H⋯O hydrogen bonds generate R 2 2(8) loops. Each of the F atoms accepts a Ca—H⋯F (a = aromatic) hydrogen bond from an adjacent mol­ecule, resulting in (001) sheets.
doi:10.1107/S1600536814008903
PMCID: PMC4051037  PMID: 24940218
15.  Crystal structures of methyl 3-phenyl-4,5-di­hydro-1H,3H-benzo[4,5]imidazo[2,1-c][1,4]oxazepine-4-carboxyl­ate and methyl 1-methyl-3-phenyl-4,5-di­hydro-1H,3H-benzo[4,5]imidazo[2,1-c][1,4]oxazepine-4-carboxyl­ate 
In two benzo[4,5]imidazo[2,1-c][1,4]oxazepine-4-carboxyl­ates, the seven-membered oxazepane rings both have a twist-chair conformation. The dihedral angle between the phenyl ring and the benzimidazole ring system is significantly smaller in one of the compounds, viz. 73.42 (10) compared to 83.07 (17)°.
The title compounds, C19H18N2O3, (I), and C20H20N2O3, (II), differ only by a methyl substituent on the seven-membered oxazepine ring in (II). In both compounds, these rings have a twist-chair conformation. The phenyl ring makes a dihedral angle of 73.42 (10)° with the benzimidazole ring system mean plane (r.m.s. deviation = 0.015 Å) in (I) and 83.07 (7)° in (II) (r.m.s. deviation = 0.026 Å). The methyl carboxyl­ate groups are planar to within 0.031 (2) in (I) and 0.003 (2) Å in (II). They are inclined to the phenyl and benzimidazole ring system by 33.78 (16) and 87.56 (14)°, respectively, in (I) and by 53.04 (12) and 60.22 (11)°, respectively, in (II). In the crystal of (I), mol­ecules stack in a herringbone fashion and are linked by C—H⋯O hydrogen bonds, forming chains along [100]. In the crystal of (II), there are no significant inter­molecular inter­actions present.
doi:10.1107/S1600536814021655
PMCID: PMC4257324  PMID: 25484732
crystal structure; oxazepine; benzimidazole; angiogenesis; natural products.
16.  4-({[4-Amino-6-(p-bromo­benz­yl)-5-oxo-4,5-dihydro-1,2,4-triazin-3-yl]sulfan­yl}acet­yl)-3-phenyl­sydnone 
In the title compound, C20H15BrN6O4S [symstematic name: 4-({[4-amino-6-(p-bromo­benz­yl)-5-oxo-4,5-dihydro-1,2,4-triazin-3-yl]sulfan­yl}acet­yl)-3-phenyl-1,2,3-oxadiazol-3-ium-5-olate], the 4,5-dihydro-1,2,4-triazine ring is essentially planar [maximum deviation = 0.020 (1) Å] and is inclined at dihedral angles of 89.06 (9), 82.21 (8) and 83.98 (8)° with respect to the oxadiazol-3-ium, phenyl and benzene rings. The oxadiazol-3-ium ring forms dihedral angles of 52.71 (9) and 8.77 (9)°, respectively, with the phenyl and benzene rings. In the crystal, the mol­ecules are linked via pairs of inter­molecular N—H⋯O hydrogen bonds, generating R 2 2(10) ring motifs and are further linked via inter­molecular N—H⋯N and weak C—H⋯O hydrogen bonds into infinite columns along [100].
doi:10.1107/S1600536811010798
PMCID: PMC3099816  PMID: 21754025
17.  Ethyl 1-(2,4-dichloro­benz­yl)-4-oxo-7-trifluoro­meth­yl-1,4-dihydro­quinoline-3-carboxyl­ate 
In the title compound, C20H14Cl2F3NO3, the trifluromethyl group is disordered over two sets of sites in a 0.784 (10):0.216 (10) ratio. The quinoline ring system is essentially planar with a maximum deviation of 0.058 (2) Å for the N atom and forms dihedral angles of 89.23 (11) and 8.13 (17)°, respectively with the mean planes of the benzene ring and the carboxyl­ate group. In the crystal, pairs of weak C—H⋯O and C—H⋯F hydrogen bonds link mol­ecules into centrosymmetric dimers. The crystal structure is further stabilized by weak π–π [centroid–centroid distance = 3.624 (2) Å] inter­actions.
doi:10.1107/S1600536812001249
PMCID: PMC3275192  PMID: 22347048
18.  1-(1-Benzo­furan-2-yl)ethanone O-(2,6-di­fluoro­benz­yl)oxime 
In the title compound, C17H13F2NO2, the 2,2-di­fluoro­benz­yloxy residue assumes an E configuration with respect to the benzo­furan system. The benzene ring makes a dihedral angle of 61.70 (4)° with the fused ring system (r.m.s. deviation = 0.008 Å). In the crystal, mol­ecules are connected by weak C—H⋯F hydrogen bonds into chains extending parallel to the b-axis direction.
doi:10.1107/S1600536813034090
PMCID: PMC3914113  PMID: 24527020
19.  cis-6-Bromo-4-(1-methyl-1H-indol-3-yl)-10,10a-dihydro-1H,4H-2,9-dioxa-3-aza­benz[f]azulene 
In the title compound, C20H17BrN2O2, the seven-membered oxepine ring adopts a chair conformation. The indole moiety is essentially planar with a maximum deviation of 0.031 (3)Å. The indole ring system forms a dihedral angle of 21.87 (8)° with the mean plane of the 10-membered heterobicycle. The crystal packing is stabilized by inter­molecular C—H⋯O and C—H⋯π inter­actions.
doi:10.1107/S1600536811003084
PMCID: PMC3051555  PMID: 21523167
20.  (E,E)-4-{4-[3-(4-Chloro­anilino)-1-hydroxy­but-2-enyl­idene]-3-methyl-5-oxo-4,5-dihydro-1H-pyrazol-1-yl}­benzene­sulfonamide 
The mol­ecule of the title compound, C20H19ClN4O4S, features a central pyrazole ring that possesses a benzene substituent, as well as a conjugated =C—C=C—Cmeth­yl substituent. The benzene ring is slightly twisted [dihedral angle = 7.7 (2)°] with respect to the five-membered ring; the mean plane of the zigzag =C—C=C—C fragment [torsion angle = 178.0 (4)°] is also slightly twisted [dihedral angle = 10.6 (4)°]. The amine and hy­droxy groups form intra­molecular hydrogen bonds. The amide group uses one of its H atoms to form a hydrogen bond to the sulfamyl O atom of an inversion-related mol­ecule. Adjacent dimers are further linked by an N—Hamido⋯Npyrazole hydrogen bond to generate a linear chain. The crystal studied is a nonmerohedral twin with a minor twin component of 25.6 (2)%.
doi:10.1107/S1600536811020617
PMCID: PMC3151870  PMID: 21836998
21.  Diethyl 4-[4-(dimethyl­amino)phen­yl]-2,6-dimethyl-1,4-dihydro­pyridine-3,5-dicarboxyl­ate 
In the title compound, C21H28N2O4, the dihydro­pyridine ring adopts a flattened boat conformation. The mean plane of the dihydro­pyridine ring and the attached benzene ring form a dihedral angle of 85.1 (1) Å. One of two ethyl fragments is disordered between two conformations in a 0.67 (4):0.33 (4) ratio. In the crystal structure, mol­ecules related by translation along the a axis are linked into chains via inter­molecular N—H⋯O hydrogen bonds.
doi:10.1107/S1600536810003508
PMCID: PMC2983663  PMID: 21580293
22.  2-Bromo-2-(5-bromo-1H-1,2,4-triazol-1-yl)-1-(2,4-difluoro­phen­yl)ethanone 
In the title compound, C10H5Br2F2N3O, the mean planes of the benzene and triazole rings form a dihedral angle of 84.86 (2)°. In the crystal structure, weak inter­molecular C—H⋯O hydrogen bonds link mol­ecules into extended chains propagating along the c axis.
doi:10.1107/S1600536810011359
PMCID: PMC2983960  PMID: 21580782
23.  1-[5-(Anthracen-9-yl)-3-phenyl-4,5-dihydro-1H-pyrazol-1-yl]ethanone 
In the title compound, C25H20N2O, the pyrazoline ring is nearly planar [maximum atomic deviation = 0.0254 (17) Å]; but the anthracene ring system is distorted from a coplanar structure [maximum atomic deviation = 0.181 (3) Å], the dihedral angle between the outer benzene rings being 10.68 (13)°. The pyrazoline ring is almost perpendicular to the mean plane of the anthracene ring system [dihedral angle = 76.94 (8)°], but nearly coplanar with the phenyl ring [dihedral angle = 1.63 (7)°]. π–π stacking is observed between parallel benzene rings of adjacent anthracene units, the face-to-face distance being 3.27 (3) Å. Weak intra­molecular C—H⋯N hydrogen bonding also occurs.
doi:10.1107/S160053681005018X
PMCID: PMC3050129  PMID: 21522803
24.  Diethyl 2,6-dimethyl-4-[4-(3-phenyl­acrylo­yloxy)phen­yl]-1,4-dihydro­pyridine-3,5-dicarboxyl­ate hemihydrate 
In the title ester derivative, C28H29NO6·0.5H2O, the 1,4-dihydro­pyridine ring has a flattened boat conformation. The mean plane is almost perpendicular to the attached benzene ring, making a dihedral angle of 86.87 (9)°. The terminal phenyl ring is inclined to the central benzene ring by 67.56 (12)°. In the crystal, mol­ecules are bridged via O—H⋯O hydrogen bonds involving the partially occupied water mol­ecule, and this arrangement is strengthened by a pair of N—H⋯O hydrogen bonds and C—H⋯O inter­actions. The ethyl atoms of one of the ethyl ester groups are disordered over two sites with an occupancy ratio of 0.716 (5):0.284 (5).
doi:10.1107/S1600536813004108
PMCID: PMC3588479  PMID: 23476574
25.  9-(4-Bromo­but­yl)-9H-carbazole 
In the title compound, C16H16BrN, the bromo­butyl group lies on one side of the carbazole ring plane and has a zigzag shape. The dihedral angle between the two benzene rings is 0.55°. In the crystal, mol­ecules are connected by van der Waals inter­actions.
doi:10.1107/S1600536812010987
PMCID: PMC3344060  PMID: 22589969

Results 1-25 (80783)