PMCC PMCC

Search tips
Search criteria

Advanced
Results 1-25 (378859)

Clipboard (0)
None

Related Articles

1.  Dimethyl 3,3′-(phenyl­methyl­ene)bis­(1H-indole-2-carboxyl­ate) 
In the title compound, C27H22N2O4, the two indole ring systems are approximately perpendicular to each other, with a dihedral angle of 84.5 (5)° between their planes; the benzene ring is twisted with respect to the two indole ring systems at angles of 78.5 (5) and 86.5 (3)°. In the crystal, mol­ecules are linked by N—H⋯O hydrogen bonds, weak C—H⋯O and C—H⋯N hydrogen bonds, and C—H⋯π inter­actions into a three-dimensional supra­molecular architecture.
doi:10.1107/S1600536813024471
PMCID: PMC3790385  PMID: 24098207
2.  1,1′-(Phenyl­methyl­ene)dinaphthalen-2-ol 
In the title compound, C27H20O2, the phenyl ring is oriented with respect to the naphthalene ring systems at 57.87 (6) and 85.12 (6)°. The two naphthalene ring systems make a dihedral angle of 70.10 (4)°. In the mol­ecule, the hy­droxy groups are involved in a strong intra­molecular O—H⋯O hydrogen bond. In the crystal, inversion dimers linked by pairs of O—H⋯O hydrogen bonds occur. A weak C—H⋯π inter­action is also observed in the crystal.
doi:10.1107/S1600536812004163
PMCID: PMC3295414  PMID: 22412525
3.  (4-Bromo­phen­yl)(1H-indol-7-yl)methanone 
In the crystal, the mol­ecules of the title compound, C15H10BrNO, are connected into centrosymmetric dimers by pairs of N—H⋯O hydrogen bonds. The dihedral angle between the planes of indole ring system and benzene ring is 50.13 (5)°. The indole plane is significantly less twisted from the plane of the central C—C(=O)—C bridge than the benzene plane [dihedral angles = 15.51 (3) and 40.13 (7)°, respectively]. The bond angles within the benzene ring show an approximately additive effect of the influence of both substituents.
doi:10.1107/S1600536809040914
PMCID: PMC2971073  PMID: 21578509
4.  Ethyl 8′′-chloro-1′-methyl-2,12′′-dioxo-12′′H-di­spiro­[indoline-3,2′-pyrrolidine- 3′,6′′-indolo[2,1-b]quinazoline]-4′-carboxyl­ate 
In the title compound, C29H23ClN4O4, the quinazoline-indole system and the indolin-2-one system are each essentially planar, with maximum deviations from their mean planes of 0.150 (2) and 0.072 (2) Å, respectively. The central pyrrolidine ring adopts a twisted conformation on the C—C bond involving the spiro C atoms. Its mean plane forms dihedral angles of 83.37 (9) and 86.56 (8)°, respectively, with the indole rings of the indolin-2-one and quinazoline-indole systems. In the crystal, mol­ecules are linked via pairs of N—H⋯O hydrogen bonds, forming inversion dimers. The dimers are linked via C—H⋯O hydrogen bonds, forming chains propagating along [001].
doi:10.1107/S1600536813015146
PMCID: PMC3772491  PMID: 24046634
5.  3′-[(1H-Indol-3-yl)carbon­yl]-1′-methyl-2-oxo-4′-(thio­phen-2-yl)­spiro­[indoline-3,2′-pyrrolidine]-3′-carbo­nitrile 
In the title compound, C26H20N4O2S, the central pyrrolidine ring adopts a twist conformation on the C—C bond involving the spiro C atom. Its mean plane makes dihedral angles of 78.83 (14), 65.91 (15) and 44.49 (18)° with the mean planes of the adjacent oxindole ring system, the indole system and the thio­phene ring, respectively. The indole and indoline units are essentially planar, with maximum deviations of 0.019 (3) and 0.090 (3) Å, respectively. In the oxindole fused-ring system, the pyrrole ring adopts an envelope conformation with the spiro C atom as the flap. In the crystal, pairs of N—H⋯O hydrogen bonds link the mol­ecules, forming inversion dimers with an R 2 2(8) ring motif. The dimers are linked by further N—H⋯O hydrogen bonds, forming a two-dimensional network lying parallel to (100).
doi:10.1107/S1600536813025890
PMCID: PMC3790442  PMID: 24098261
6.  1,1′,2,2′-Tetra­methyl-3,3′-(4-methoxy­benzyl­idene)di-1H-indole 
The title compound, C28H28N2O, was prepared by condensation of 1,2-bimethyl­indole and 4-methoxy­benzaldehyde. In the mol­ecular structure, the plane of the non-fused benzene ring is twisted with respect to the planes of the two indole ring systems, exhibiting dihedral angles of 72.04 (7) and 72.24 (7)°, while the planes of the two indole ring systems are oriented at a dihedral angle of 87.05 (5)°. Neither hydrogen bonding nor π–π stacking is observed in the crystal structure.
doi:10.1107/S1600536809017759
PMCID: PMC2969556  PMID: 21583186
7.  Diethyl [(3-cyano-1-phenyl­sulfonyl-1H-indol-2-yl)meth­yl]phospho­nate 
In the title compound, C20H21N2O5PS, the indole ring is essentially planar, with a maximum deviation of −0.0083 (18) Å. The methyl C atom of the methyl­phospho­nate group and the S atom lie 0.104 (2) and −0.2158 (6) Å, respectively, from the indole mean plane. The sulfonyl-bound phenyl ring is almost perpendicular to the indole ring system, with a dihedral angle of 82.30 (8)°. The ethyl side chains are disordered over two sets of sites, with occupancy factors of 0.737 (5)/0.263 (5) and 0.529 (11)/0.471 (11). In the crystal, mol­ecules are linked into centrosymmetric dimers via C—H⋯O hydrogen bonds, resulting in an R 2 2(18) graph-set motif. The crystal structure is further stabilized by C—H⋯π inter­actions.
doi:10.1107/S1600536811008038
PMCID: PMC3100058  PMID: 21754103
8.  5-Diethyl­amino-2-{[2-(2,4-dinitro­phen­yl)hydrazin-1-yl­idene]meth­yl}phenol 
In the title compound, C17H19N5O5, obtained from the condensation reaction of 4-diethyl­amino-2-hy­droxy­benzalde­hyde and 2,4-dinitro­phenyl­hydrazine, the two benzene rings are twisted by a dihedral angle of 1.75 (12)°. The nitro groups are slightly twisted with the respect to the benzene ring to which they are attached, making dihedral angles of 8.20 (15) and 5.78 (15)°. An intra­molecular O—H⋯N hydrogen bond occurs. In the crystal, mol­ecules are linked by pairs of inter­molecular N—H⋯O hydrogen bonds, forming dimers through R 2 2(12) rings. These dimers are further linked by C—H⋯O and C—H⋯π and weak slipped π–π inter­actions [centroid–centroid distance = 3.743 (2)Å]. One of the ethyl groups is disordered over two positions, with occupancy factors in the ratio 0.72:0.28.
doi:10.1107/S1600536810044983
PMCID: PMC3011673  PMID: 21589414
9.  2,2′-Dimethyl-5,5′-dipropan-2-yl-4,4′-(phenyl­methyl­ene)diphenol 
In the title mol­ecule, C27H32O2, the aromatic rings are in a propeller configuration. In the crystal, mol­ecules are linked through O—H⋯O hydrogen bonds forming a two-dimensional network which develops parallel to (010). Futhermore, weak C—H⋯π inter­actions involving the two substituted rings build up a three-dimensional network.
doi:10.1107/S1600536810033441
PMCID: PMC3007843  PMID: 21588726
10.  1-(5-Carboxy­pent­yl)-2,3,3-trimethyl-3H-indol-1-ium bromide monohydrate 
In the title compound, C17H24NO2 +·Br−·H2O, the pentyl group chain in the cation extends nearly perpendicular [N—C—C—C = −64.4 (3)°] to the mean plane of the indole ring with the carboxyl end group twisted such that the dihedral angle between the mean planes of the indole and carb­oxy groups measures 43.2 (4)°. Both ions in the salt form inter­molecular hydrogen bonds (O—H⋯Br and O—H⋯O) with the water mol­ecule. As a result of the Br⋯H—O—H⋯Br inter­actions, a zigzag chain is formed in the c-axis direction. The crystal packing is influenced by the collective action of the O—H⋯O and O—H⋯Br inter­molecular inter­actions as well as π–π stacking inter­molecular inter­actions between adjacent benzyl rings of the indole group [centroid–centroid distance = 3.721 (13) Å] and inter­molecular C—H⋯π inter­actions between a methyl hydrogen and the benzyl ring of the indole group. The O—H⋯Br inter­actions form a distorted tetra­hedral array about the central Br atom. A MOPAC AM1 calculation provides support to these observations.
doi:10.1107/S1600536809049204
PMCID: PMC2980276  PMID: 21580058
11.  Ethyl 4-(5-bromo-1H-indol-3-yl)-2,6,6-trimethyl-5-oxo-1,4,5,6,7,8-hexa­hydro­quinoline-3-carboxyl­ate 
The title compound, C23H25BrN2O3, crystallizes with two independent mol­ecules in the asymmetric unit (Z′ = 2) which differ in the twist of the 5-bromo-1H-indole ring with respect to the plane of the 4-methyl-1,4,5,6,7,8-hexa­hydro­quinoline ring [dihedral angles of 78.55 (9) and 89.70 (8)° in molecules A and B, respectively]. The indole ring is planar in both molecules [maximum deviations = 0.021 (3) and −0.020 (3) Å for the N atom] while the cyclo­hexene ring has adopts a sofa conformation. In the crystal, mol­ecules are linked by pairs of N—H⋯O hydrogen bonds, forming dimers with R 1 2(6) ring motifs. These dimers are connected by N—H⋯O hydrogen bonds, generating chains along [110]. A C—H⋯O contact occurs between the independent mol­ecules.
doi:10.1107/S1600536812046909
PMCID: PMC3588994  PMID: 23476230
12.  (E)-3-(2-Nitro­phen­yl)-1-{1-phenyl­sulfonyl-2-[(phenyl­sulfon­yl)meth­yl]-1H-indol-3-yl}prop-2-en-1-one 
In the title compound, C30H22N2O7S2, the configuration about the propene C=C bond is E. The indole unit is essentially planar, with a maximum deviation of 0.031 (3) Å. The dihedral angle between the planes of the phenyl rings of the two phenyl­sulfonyl groups is 80.95 (19)°. The central prop-2-ene-1-one group is oriented at a dihedral angle of 44.26 (11)° with respect to the nitro­phenyl ring and at 39.24 (8)° with respect to the indole unit. The S atoms are in a distorted tetra­hedral configuration. In the crystal, mol­ecules are linked into centrosymmetric dimers via pairs of C—H⋯O hydrogen bonds with an R 2 2(24) graph-set motif. The crystal structure is stabilized by further C—H⋯O inter­actions. Short intra­molecular C—H⋯O contacts result in several S(6) rings.
doi:10.1107/S1600536811051026
PMCID: PMC3254289  PMID: 22259588
13.  Ethyl 1′′-benzyl-1′-methyl-2′′-oxodi­spiro­[indeno­[1,2-b]quinoxaline-11,3′-pyrrolidine-2′,3′′-indoline]-4′-carboxyl­ate 
In the title compound, C36H30N4O3, the quinoxaline–indene system is roughly planar, with a maximum deviation from the mean plane of 0.218 Å for the C atom shared with the central pyrrolidine ring. This latter ring forms dihedral angles of 84.54 (7) and 83.91 (8)° with the quinoxaline–indene system and the indole ring, respectively. The central pyrrolidine ring has an envelope conformation with the N atom as the flap, while the pyrrolidine and five-membered rings of the indole group adopt twisted conformation and envelope (with the C atom bearing the quinoxaline–indene system as the flap) conformations, respectively. In the crystal, mol­ecules are linked via weak C—H⋯N hydrogen bonds, forming a chain running along [100].
doi:10.1107/S1600536813011525
PMCID: PMC3684912  PMID: 23795014
14.  (6bS*,14R*,14aR*)-Methyl 14-(4-methyl­phen­yl)-7-oxo-6b,6c,7,12b,14,14a-hexa­hydro-1H-pyrano[3,2-c:5,4-c′]dichromene-14a-carboxyl­ate 
In the title compound, C28H22O6, the chromeno ring system is almost planar, with a dihedral angle between the mean planes of the pyran and benzene rings of 1.87 (8)°. The pyran ring bearing the methyl­phenyl substituent has a half-chair conformation while the other pyran ring has an envelope conformation with the tetra­substituted C atom as the flap. The benzene ring of the chromeno ring system is inclined to the benzene ring fused to the latter pyran ring by 74.66 (9)°. These aromatic rings are inclined to the 4-methyl­phenyl ring by 52.67 (9) and 66.63 (10)°, respectively. In the crystal, mol­ecules are linked via C—H⋯O hydrogen bonds, forming a two-dimensional network parallel to the bc plane.
doi:10.1107/S1600536813001244
PMCID: PMC3569797  PMID: 23424543
15.  4-Phenyl­sulfon­yl-2-(p-tolyl­sulfon­yl)-1H,8H-pyrrolo­[2,3-b]indole 
The title compound, C23H18N2O4S2, contains a pyrrolo group fused onto the plane of an indole ring with phenyl­sulfonyl and p-toluene­sulfonyl groups bonded to the indole and pyrrolo rings. The angles between the mean planes of the pyrrolo-indole ring and the phenyl­sulfonyl and p-toluene­sulfonyl rings are 73.7 (6) and 80.6 (0)°, respectively. The dihedral angle between the mean planes of the two benzene rings is 78.7 (4)°. In the crystal, both classical N—H⋯O and non-classical C—H⋯O inter­molecular hydrogen-bonding inter­actions are observed, as well as weak π–π inter­actions [centroid–centroid distances = 3.6258 (8) and 3.9298 (8) Å], which contribute to the stability of the packing.
doi:10.1107/S1600536810039425
PMCID: PMC3009299  PMID: 21588961
16.  4-[Bis(1H-indol-3-yl)meth­yl]benzonitrile 
In the title mol­ecule, C24H17N3, the didhedral angles formed by the mean planes of the indole ring systems and the benzene ring are 86.44 (7) and 86.96 (7)°. The dihedral angle between the two indole ring systems is 72.08 (6)°. In the crystal, inter­molecular bifurcated (N—H)2⋯N hydrogen bonds link mol­ecules into sheets lying parallel to (010).
doi:10.1107/S1600536811020411
PMCID: PMC3151881  PMID: 21837011
17.  3-(1H-Indol-3-yl)-2-(2-nitro­benzene­sulfonamido)­propanoic acid including an unknown solvate 
In the title compound, C17H15N3O6S, which crystallized with highly disordered methanol and/or water solvent mol­ecules, the dihedral angle between the the indole and benzene ring systems is 5.3 (2)°, which allows for the formation of intra­molecular π–π stacking inter­actions [centroid–centroid separations = 3.641 (3) and 3.694 (3) Å] and an approximate overall U-shape for the mol­ecule. In the crystal, dimers linked by pairs of Ns—H⋯Oc (s = sulfonamide and c = carboxyl­ate) hydrogen bonds generate R 2 2(10) loops, whereas Ni—H⋯π (i = indole) inter­actions lead to chains propagating in [100] or [010]. Together, these lead to a three-dimensional network in which the solvent voids are present as inter­secting (two-dimensional) systems of [100] and [010] channels. The title compound was found to contain a heavily disordered solvent mol­ecule, which could be methanol or water or a mixture of the two. Due to its uncertain nature and the unresolvable disorder, the data were processed with the SQUEEZE option in PLATON [Spek (2009 ▶). Acta Cryst. D65, 148–155], which revealed 877.8 Å3 of solvent-accessible volume per unit cell and 126 electron-units of scattering density or 109.7 Å3 (16 electron units) per organic mol­ecule.. This was not included in the calculations of overall formula weight, density and absorption coefficient.
doi:10.1107/S1600536812023446
PMCID: PMC3393288  PMID: 22807845
18.  (E)-N-[(1,3-Dihydro­naphtho[2,3-c]furan-4-yl)phenyl­methyl­ene]aniline 
The title compound, C25H19NO was synthesized by a Pd-catalysed intra­molecular Diels–Alders reaction. The dihedral angle between the two benzene rings is 82.33 (5)° and the dihedral angles between the hydro­naphtho[2,3-c]furan plane and the two benzene rings are 89.50 (3) and 77.64 (2)°. The O atom is displaced by 0.5929 (3) Å from the hydro­naphtho[2,3-c]furan plane.
doi:10.1107/S1600536809041889
PMCID: PMC2971443  PMID: 21578374
19.  (E)-Methyl 3-(2-methyl-1-phenyl­sulfonyl-1H-indol-3-yl)but-2-enoate 
In the title compound, C20H19NO4S, the indole ring system is planar [r.m.s. deviation = 0.023 (2) Å]. The sulfonyl-bound phenyl ring is almost perpendicular to the indole ring system [dihedral angle = 86.75 (7)°]. The ester group is almost planar (r.m.s. deviation = 0.030 Å) and is oriented at an angle of 62.53 (5)° with respect to the indole ring system. Mol­ecules are linked into a two-dimensional network parallel to the ab plane by inter­molecular C—H⋯O hydrogen bonds.
doi:10.1107/S1600536809002931
PMCID: PMC2968289  PMID: 21582017
20.  Methyl 6-eth­oxy-3-phenyl-3a,4-dihydro-3H-chromeno[4,3-c]isoxazole-3a-car­boxylate 
In the title compound, C20H19NO5, the dihedral angle between the mean plane of the pyran ring (which has a half-chair conformation) and the benzene ring of the chromeno ring system is 7.21 (7)°. The dihedral angle between the mean plane of the chromeno ring system and the isoxazole ring is 21.78 (6)°, while the isoxazole ring forms a dihedral angle of 72.60 (8)° with the attached phenyl ring. In the crystal, mol­ecules are linked via pairs of C—H⋯O hydrogen bonds, forming inversion dimers with an R 2 2(10) ring motif. These dimers are linked via C—H⋯N hydrogen bonds, forming chains along [001].
doi:10.1107/S1600536812051720
PMCID: PMC3569242  PMID: 23424465
21.  3-Acetyl­benzoic acid 
In the crystal structure of the title compound, C9H8O3, essentially planar mol­ecules [the carboxyl group makes a dihedral angle of 4.53 (7)° with the plane of the ring, while the acid group forms a dihedral angle of 3.45 (8)° to the ring] aggregate by centrosymmetric hydrogen-bond pairing of ordered carboxyl groups. This yields dimers which have two orientations in a unit cell, creating a herringbone pattern. In addition, two close C—H⋯O inter­molecular contacts exist: one is between a methyl H atom and the ketone of a symmetry-related mol­ecule and the other involves a benzene H atom and the carboxyl group O atom of another mol­ecule. The crystal studied was a non-merohedral twin with twin law [100, 00, 0] and a domain ratio of 0.8104(14): 0.1896(14).
doi:10.1107/S1600536810021094
PMCID: PMC3006848  PMID: 21587832
22.  4-Cyclo­butyl­amino-3-nitro­benzoic acid 
The asymmetric unit of the title compound, C11H12N2O4, contains two crystallographically independent mol­ecules with similar geometries. Both mol­ecules contain an intra­molecular N—H⋯O hydrogen bond. The dihedral angles between the benzene ring and the mean plane of the cyclo­butane ring are 38.29 (7) and 57.04 (8)° in the two mol­ecules, and the nitro group is twisted slightly away from the plane of the benzene ring [dihedral angles = 9.15 (12) and 9.55 (12)° in the two mol­ecules]. In the crystal, the independent mol­ecules are linked into dimers by O—H⋯O hydrogen bonds between their carboxyl groups, and C—H⋯O and C—H⋯π inter­actions are formed between dimers.
doi:10.1107/S1600536809021412
PMCID: PMC2969240  PMID: 21582847
23.  Ethyl 1-sec-butyl-2-p-tolyl-1H-benzimidazole-5-carboxyl­ate 
In the title compound, C21H24N2O2, the butyl group is disordered over two orientations with refined site occupancies of 0.883 (3) and 0.117 (3). The dihedral angle between the mean plane of benzimidazole ring system and the benzene ring is 39.32 (4)° and the dihedral angle between the mean plane of carboxyl­ate group and the benzimidazole ring system is 6.87 (5)°. A weak intra­molecular C—H⋯π inter­action may have some influence on the conformation of the mol­ecule. In the crystal structure, mol­ecules are linked into infinite chains along the b axis by weak inter­molecular C—H⋯O hydrogen bonds.
doi:10.1107/S1600536810015242
PMCID: PMC2979236  PMID: 21579242
24.  (Z)-3-(1H-Indol-3-yl)-2-(3,4,5-tri­methoxy­phen­yl)acrylonitrile 
In the title compound, C20H18N2O3, the C=C bond of the acrylonitrile group that links the indole and the 3,4,5-trimeth­oxy­phenyl rings has Z geometry, with dihedral angles between the plane of the acrylonitrile unit and the planes of the benzene and indole ring systems of 21.96 (5) and 38.94 (7)°, respectively. The acrylonitrile group is planar (r.m.s. deviation from planarity = 0.037 Å). Mol­ecules are linked into head-to-tail chains that propagate along the b-axis direction by bifurcated N—H⋯O inter­molecular hydrogen bonds, which form an R 1 2(5) motif between the indole NH group and the two meth­oxy O atoms furthest from the nitrile group.
doi:10.1107/S1600536812005855
PMCID: PMC3295500  PMID: 22412611
25.  Monoclinic polymorph of 2,5-dide­oxy-2,5-epithio-1,3:4,6-bis-O-[(R)-phenyl­methyl­ene]-l-iditol1  
The title compound C20H20O4S, is polymorphic. In the tetra­gonal form, the mol­ecule lies on a crystallographic twofold axis, while the monoclinic form has only approximate C 2 mol­ecular symmetry. The greatest excursion from C 2 symmetry is in the orientation of the two phenyl rings; at 100 K, one of the rings is rotated −37.2 (3)° and the other by 46.9 (3)° from their symmetric (tetra­gonal) positions. There are only minor differences in the three-ring nucleus; the best mol­ecular fit of the tetra­gonal and monoclinic forms, both at 100 K and excluding phenyl rings and H atoms, shows an r.m.s. deviation of 0.066 Å. Both forms have the same absolute configuration.
doi:10.1107/S1600536812034514
PMCID: PMC3435692  PMID: 22969563

Results 1-25 (378859)