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1.  12-Benzoyl-2-methyl­naphtho­[2,3-b]indolizine-6,11-dione 
In the title compound, C24H15NO3, the fused naphthaquin­one–pyrrole unit is approximately planar, the naphthaquinone ring system making a dihedral angle of 2.91 (10)° with the pyrrole ring. The plane of the pyrrole ring makes a dihedral angle 61.64 (14)° with that of the benzene ring of the benzoyl­methyl­ene group. The crystal structure is stablized by intra­molecular C—H⋯O inter­actions.
doi:10.1107/S1600536811019623
PMCID: PMC3120298  PMID: 21754909
2.  4-(4-Meth­oxy­phen­yl)naphtho­[2,3-b]thio­phene 
In the title compound, C19H14OS, the naphtho­thio­phene moiety is almost planar except for the S atom of the five-membered ring, which is situated 0.047 (6) Å out of the C4 plane (with an r.m.s. deviation of fitted atoms = 0.0009 Å). The dihedral angle between the naphtho­thio­phene plane and the attached meth­oxy­phenyl ring is 67.6 (2)°. In the crystal, a C—H⋯π inter­action is observed between a meth­oxy­phenyl C—H group and the outer benzene ring of the naphtho­thio­phene moiety. The five-membered ring of the naphtho­thio­phene moiety is disordered, with the S and opposite non-fused C atom approximately exchanging positions, with a site-occupancy factors of 0.808 (3) and 0.187 (3).
doi:10.1107/S1600536812005697
PMCID: PMC3297925  PMID: 22412728
3.  9-[(2-Meth­oxy­benz­yl)amino]-5-(3,4,5-trimeth­oxy­phen­yl)-5,5a,8a,9-tetra­hydro­furo[3′,4′:6,7]naphtho­[2,3-d][1,3]dioxol-6(8H)-one 
In the title compound, C30H31NO8, the tetra­hydro­furan ring and the six-membered ring fused to it both display envelope conformations, both having the same C atom as the flap. The dihedral angles between the benzene ring of the benzo[d][1,3]dioxole ring system and the other two benzene rings are 53.73 (3) and 83.30 (2)°. An intra­molecular N—H⋯O hydrogen bond is present. In the crystal, weak inter­molecular C—H⋯O hydrogen bonds link the mol­ecules into chains parallel to the c axis.
doi:10.1107/S160053681202572X
PMCID: PMC3393313  PMID: 22807870
4.  5′′-(4-Meth­oxy­benzyl­idene)-1′-(4-meth­oxy­phen­yl)-1′′-methyl-1′,2′,3′,5′,6′,7′,8′,8a′-octa­hydro­dispiro­[acenaphthyl­ene-1,3′-indolizine-2′,3′′-piperidine]-2,4′′(1H)-dione 
In the title compound, C39H38N2O4, the pyridinone ring adopts a twisted half-chair conformation with the N atom deviating by 0.3304 (1) and with the methyl­ene C atom adjacent to the octa­hydro­indolizine unit deviating by 0.444 (3) Å from the mean plane defined by the other four atoms. In the octa­hydro­indolizine system, the pyrrolidine ring exhibits an envelope conformation, with the fused methyne C atom deviating by 0.6315 (1) Å from the mean plane defined by the other four atoms, and the piperidine ring exhibits a distorted chair conformation, as reflected in the puckering parameters Q = 0.568 (4) Å, θ = 1.5 (4) and ϕ = 161 (16)°. In the crystal pairs of weak C—H⋯O inter­actions form centrosymmetric dimers, which are further connected by C—H⋯π inter­actions. The crystal studied was a non-merohedral twin, with a domain ratio of 0.91:0.09.
doi:10.1107/S1600536813001177
PMCID: PMC3569788  PMID: 23424534
5.  2-(4-Fluoro­phen­yl)-1-(4-meth­oxy­phen­yl)-1H-phenanthro[9,10-d]imidazole 
In the title compound, C28H19FN2O, the phenanthrene fused with an imidazole ring, constituting an essentially planar tetra­cyclic system [maximum deviation = 0.032 (2) Å], makes dihedral angles of 60.83 (4) and 80.55 (4)° with the fluoro­benzene and meth­oxy­benzene rings, respectively. The dihedral angle between the the meth­oxy­benzene and fluoro­benzene rings is 69.45 (6)°. In the crystal, C—H⋯O hydrogen bonds connect the mol­ecules into infinite strands along the b axis. The crystal structure is further consolidated by C—H⋯π inter­actions.
doi:10.1107/S1600536813003504
PMCID: PMC3588432  PMID: 23476557
6.  3-(4-Meth­oxy­benzo­yl)-6-nitro­coumarin 
In the title coumarin derivative (also known as 2H-chromen-2-one or 2H-1-benzopyran-2-one), C17H11NO6, the coumarin ring system is nearly planar, with a dihedral angle of 3.35 (9)° between the pyrone and the benzene rings. The dihedral angle between the planes formed by the coumarin ring system and the benzene substituent is 54.60 (7)°, clearly showing the non-coplanarity of the whole aromatic system. The crystal studied was a non-merohedral twin; the minor component refined to approximately 0.44.
doi:10.1107/S1600536813002948
PMCID: PMC3588552  PMID: 23476538
7.  [2,7-Dimeth­oxy-8-(4-meth­oxy­benzo­yl)naphthalen-1-yl](4-meth­oxy­phen­yl)methanone chloro­form monosolvate 
In the title compound, C28H24O6·CHCl3, the two 4-meth­oxy­benzoyl groups at the 1- and 8-positions of the naphthalene ring system are aligned almost anti­parallel, the benzene rings making a dihedral angle of 25.76 (7)°. The naphthalene ring system makes dihedral angles of 72.51 (7) and 73.33 (7)° with the benzene rings. In the crystal, the naphthalene mol­ecules are linked by C—H⋯O inter­actions, forming a helical chain along the b-axis direction. A C—H⋯Cl inter­action is also observed between the aroylated naphthalene and chloro­form mol­ecules. The chloro­form mol­ecule is disordered over two positions with site occupancies of 0.478 (5) and 0.522 (5).
doi:10.1107/S1600536812050799
PMCID: PMC3588358  PMID: 23476400
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.  11-Butyl-3-meth­oxy-11H-benzo[a]carbazole 
The title compound, C21H21NO, consists of a carbazole skeleton with a meth­oxy­benzene ring fused to the carbazole, and a butyl group attached to the carbazole N atom. The carbazole skeleton is nearly planar [maximum deviation = 0.078 (2) Å], and it is oriented at a dihedral angle of 4.22 (4)° with respect to the adjacent meth­oxy­benzene ring.
doi:10.1107/S1600536810021963
PMCID: PMC3007054  PMID: 21587864
10.  Methyl (E)-3,5-dimeth­oxy-2-{[2-(4-meth­oxy­benzo­yl)hydrazin-1-yl­idene]meth­yl}benzoate 
In the title compound, C19H20N2O6, the azomethine [C=N = 1.269 (2) Å] double bond adopts an E conformation and the dihedral angle between the planes of the benzene rings is 17.41 (11)°. In the crystal, inversion dimers linked by pairs of N—H⋯O hydrogen bonds generate R 2 2(16) loops. The dimers are connected by C—H⋯O and C—H⋯N hydrogen bonds, forming sheets lying parallel to (100).
doi:10.1107/S1600536812034782
PMCID: PMC3435694  PMID: 22969565
11.  3-(4-Chloro­phen­oxy)-1-(4-meth­oxy­phen­yl)-4-(4-nitro­phen­yl)azetidin-2-one 
In the title compound, C22H17ClN2O5, the nearly planar four-membered β-lactam ring [maximum deviation of 0.016 (1) for the N atom] makes dihedral angles of 53.07 (9), 73.19 (9) and 6.61 (9)° with the chloro-, nitro- and meth­oxy­benzene rings, respectively. The crystal structure is stabilized by C—H⋯O hydrogen bonds, a weak C—H⋯π inter­action and a π–π stacking inter­action [centroid–centroid distance = 3.6513 (8) Å] between the meth­oxy­benzene rings of inversion-related mol­ecules.
doi:10.1107/S1600536811013018
PMCID: PMC3089293  PMID: 21754420
12.  N-{3-[2-(4-Fluoro­phen­oxy)eth­yl]-2,4-dioxo-1,3-diaza­spiro­[4.5]decan-7-yl}-4-meth­oxy­benzene­sulfonamide 
In the title compound, C23H26FN3O6S, the two terminal aromatic rings form a dihedral angle of 49.26 (12)°. The cyclo­hexane ring adopts a chair conformation and the five-membered ring is essentially planar, with a maximum deviation from planarity of 0.0456 (19) Å. The dihedral angles between the five-membered ring and the meth­oxy­benzene and fluoro­benzene rings are 33.56 (11) and 81.94 (12)°, respectively. The crystal structure displays N—H⋯O hydrogen bonds as well as weak inter­molecular C—H⋯O inter­actions.
doi:10.1107/S1600536811053980
PMCID: PMC3254531  PMID: 22259477
13.  4-Hy­droxy-2-[(4-iodo­benzo­yl)meth­yl]-3-(3-meth­oxy­benzo­yl)-2H-1,2-benzothia­zine 1,1-dioxide 
In the title mol­ecule, C24H18INO6S, the heterocyclic thia­zine ring adopts a half-chair conformation, with the S and N atoms displaced by 0.381 (5) and −0.449 (5) Å, respectively, from the plane formed by the remaining atoms in the ring; the puckering parameters are Q = 0.550 (2) Å, θ = 61.7 (2)° and ϕ = 31.4 (3)°. The conformation is stabilized by an intra­molecular O—H⋯O hydrogen bond. The two nonfused benzene rings lie almost parallel to each other [dihedral angle = 9.18 (4)°], with a separation of 3.754 (2) Å between the centres of gravity of the two rings, indicating strong π–π inter­actions.
doi:10.1107/S1600536810032265
PMCID: PMC3008120  PMID: 21588673
14.  1-(4-Meth­oxy­phen­yl)-4-(4-methyl­phen­yl)-3-phen­oxy­azetidin-2-one 
The central β-lactam ring of the title compound, C23H21NO3, is almost planar (r.m.s. deviation = 0.032Å). The meth­oxy­benzene ring is almost coplanar with the β-lactam ring [dihedral angle = 1.87 (11)°], whereas the tolyl ring is almost normal to it [75.73 (12)°]. The dihedral angle between the β-lactam ring and the O-bonded phenyl ring is 51.95 (12)°. An intra­molecular C—H⋯O inter­action generates an S(6) ring. The crystal structure features inter­molecular C—H⋯O hydrogen bonds, forming layers parallel to (011), and weak C—H⋯π inter­actions. Two aromatic π–π stacking inter­actions [centroid–centroid distances = 3.6744 (12) and 3.6799 (11) Å] are also observed.
doi:10.1107/S1600536811000663
PMCID: PMC3051730  PMID: 21523012
15.  3-(4-Meth­oxy­phen­yl)pyrido[2,3-b]pyrazine 
In the title mol­ecule, C14H11N3O, the benzene ring is twisted by 14.0 (2)° from the plane through the fused ring system. In the crystal, π–π inter­actions [centroid–centroid distances = 3.609 (1), 3.639 (1) and 3.735 (1) Å] form stacks of mol­ecules propagating along the b axis. The crystal packing is further stabilized by weak inter­molecular C—H⋯O and C—H⋯N hydrogen bonds.
doi:10.1107/S1600536810037943
PMCID: PMC2983270  PMID: 21587621
16.  N-(4-Meth­oxy­phen­yl)benzene­sulfonamide 
In the title compound, C13H13NO3S, the benzene ring of the benzene­sulfonamide moiety is disordered with an occupancy ratio of 0.56 (3):0.44 (3), the disorder components being twisted at and angle of 21 (1)° to each other. The meth­oxy­benzene group is roughly planar (r.m.s. deviation = 0.0144 Å) and the amide N atom is displaced from this plane by 0.090 (6) Å. The dihedral angles between the meth­oxy­benzene group and the major and minor occupancy components of the disordered benzene ring are 54.6 (4) and 62.9 (5)°, respectively. In the crystal, infinite polymeric chains are formed along [100] due to inter­molecular N—H⋯O hydrogen bonding. Weak C—H⋯π inter­actions are also present in the crystal.
doi:10.1107/S1600536811000365
PMCID: PMC3051711  PMID: 21522988
17.  2-[2-(3-Chloro­phen­yl)-2-oxoeth­yl]-4-hy­droxy-3-(3-meth­oxy­benzo­yl)-2H-1λ6,2-benzothia­zine-1,1-dione 
In the title mol­ecule, C24H18ClNO6S, the heterocyclic thia­zine ring adopts a half chair conformation with the S and N atoms displaced by 0.318 (3) and 0.387 (3) Å, respectively, on the opposite sides from the mean plane formed by the remaining ring atoms. The benzene rings of the benzothia­zin unit and meth­oxy­benzoyl group are more or less coplanar, the dihedral angle between the mean planes of these rings being 12.37 (10)° while the chloro­phenyl ring is inclined at 81.87 (4) and 73.30 (5)°, respectively, to these rings. The mol­ecular structure is consolidated by intra­molecular O—H⋯O and C—H⋯N inter­actions and the crystal packing is stabilized by weak inter­molecular C—H⋯O hydrogen bonds.
doi:10.1107/S1600536812009014
PMCID: PMC3343952  PMID: 22590033
18.  3-Ethyl-5-(4-meth­oxy­phen­oxy)-2-(pyridin-4-yl)-3H-imidazo[4,5-b]pyridine 
In the title compound, C20H18N4O2, the imidazopyridine fused ring system is almost perpendicular to the benzene ring [dihedral angle = 87.6 (5)°]. The pyridine ring makes a dihedral angle of 35.5 (5)° with the mean plane of the imidazopyridine fragment. The crystal structure is stabilized by an aromatic π–π stacking inter­action between the phenyl rings of neighbouring mol­ecules [centroid–centroid distance = 3.772 (2) Å, inter­planar distance = 3.546 (2) Å and slippage = 1.286 (2) Å].
doi:10.1107/S1600536811023543
PMCID: PMC3152004  PMID: 21837144
19.  1,1-Diethyl-3-(4-meth­oxy­benzo­yl)thio­urea 
In the title compound, C13H18N2O2S, the 4-meth­oxy­benzoyl fragment is approximately planar [maximum deviation = 0.057 (2) Å] and twisted relative to the thio­amide fragment, forming a dihedral angle of 86.62 (6)°. The two Csp 2—Nsp 2 bonds in the thio­urea unit differ significantly in length [1.327 (2) and 1.431 (2) Å]. In the crystal, N—H⋯O hydrogen bonds link the mol­ecules into chains parallel to [010].
doi:10.1107/S1600536811049208
PMCID: PMC3239051  PMID: 22199899
20.  N-Acetyl-N-[2,4-dicyano-1-(4-meth­oxy­phen­yl)-9,10-dihydro­phenanthren-3-yl]acetamide 
In the title compound, C27H21N3O3, the cyclo­hexa-1,3-diene ring has a screw-boat conformation, and the fused ring system is folded, the dihedral angle between the outer benzene rings being 27.61 (6)°. The N-acetyl­acetamide residue (r.m.s. deviation = 0.0935 Å) has an anti conformation and is essentially perpendicular to the benzene ring to which it is connected [dihedral angle = 89.14 (6)°]; the meth­oxy­benzene group is also twisted out of this ring [dihedral angle = 59.47 (7)°]. The three-dimensional architecture is consolidated by C—H⋯O and C—H⋯π inter­actions.
doi:10.1107/S160053681201210X
PMCID: PMC3344116  PMID: 22606119
21.  5-Meth­oxy-3-[(5-meth­oxy-1H-indol-3-yl)(phen­yl)meth­yl]-1H-indole 
In the title compound, C25H22N2O2, the indole rings are individually almost planar [with maximum deviations of 0.0116 (19) and 0.0113 (18) Å] and are almost orthogonal to each other, making a dihedral angle of 84.49 (6)°. The benzene ring is inclined at 72.83 (9) and 80.85 (9)° with respect to the indole rings. In the crystal, mol­ecules are linked by N—H⋯O inter­actions into chains running parallel to the c axis. The crystal structure is further stabilized by C—H⋯π inter­actions.
doi:10.1107/S1600536811045491
PMCID: PMC3238863  PMID: 22199716
22.  3-Meth­oxy-2-[2-({[6-(trifluoro­meth­yl)pyridin-2-yl]­oxy}meth­yl)phen­yl]prop-2-enoic acid 
The title mol­ecule, C17H14F3NO4, consists of two nearly planar fragments, viz. the 2-benzyl­oxypyridine (r.m.s. deviation 0.016 Å) and (E)-3-meth­oxy­prop2-enoic (r.m.s. deviation 0.004 Å) units, which form a dihedral angle of 84.19 (7)°. In the crystal, pairs of O—H⋯O hydrogen bonds link mol­ecules into dimers that are further connected by C—H⋯O and C—H⋯F inter­actions into (001) layers. In addition, π–π stacking inter­actions are observed within a layer between the pyridine and benzene rings [centroid–centroid distance = 3.768 (2) Å]. The F atoms of the trifluoro­methyl group are disordered over two sets of sites in a 0.53 (4):0.47 (4) ratio.
doi:10.1107/S1600536812042316
PMCID: PMC3515258  PMID: 23284478
23.  3-Amino-1-(4-meth­oxy­phen­yl)-9,10-dihydro­phenanthrene-2,4-dicarbonitrile 
In the title compound, C23H17N3O, significant deviations from planarity are evidenced. This is quanti­fied in the dihedral angles formed between the central amino-benzene ring and the benzene rings of the meth­oxy­benzene [67.93 (8)°] and 1,2-dihydro­naphthalene [28.27 (8)°] residues. In the crystal the amino-H atoms form hydrogen bonds to the meth­oxy-O atom and to one of the cyano-N atoms to generate a two-dimensional array with a zigzag topology that stacks along the ( 1) plane.
doi:10.1107/S1600536811033617
PMCID: PMC3200821  PMID: 22059017
24.  1-(2-Meth­oxy­phen­yl)-2-{[2-(2-meth­oxy­phen­yl)hydrazinyl­idene](nitro)­meth­yl}diazene 
In the title compound, C15H15N5O4, a nitro­formazan derivative, the formazan unit is essentially planar with an r.m.s. deviation of 0.0204 (6) Å and adopts a closed syn,s-cis configuration with an intra­molecular N—H⋯N hydrogen bond. The formazan plane makes dihedral angles of 4.32 (5) and 24.35 (5)° with the benzene rings. The dihedral angle between the formazan plane and the nitro group is 12.58 (8)°. In the crystal, C—H⋯O inter­actions connect the mol­ecules into an inversion dimer.
doi:10.1107/S1600536812004175
PMCID: PMC3295411  PMID: 22412522
25.  (2Z)-1-(5-Hy­droxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)-3-(4-meth­oxy­anilino)but-2-en-1-one 
The central residue in the title compound, C21H21N3O3, is close to planar (r.m.s. deviation = 0.0753 Å for all non-H atoms from OH to NH inclusive): the hy­droxy, amino and carbonyl groups all lie to the same side of the mol­ecule (the conformation about the ethene bond is Z), facilitating the formation of intra­molecular O—H⋯O and N—H⋯O hydrogen bonds that close S(6) rings. However, overall the mol­ecule is twisted as the terminal aromatic rings are not coplanar with the central plane [dihedral angles = 20.55 (5) and 80.90 (4)° for the N-bound phenyl ring and the meth­oxy­benzene ring, respectively]. The dihedral angle between the rings is 82.14 (7)°. Supra­molecular layers in the ac plane mediated by C—H⋯π inter­actions are found in the crystal.
doi:10.1107/S1600536811032491
PMCID: PMC3200693  PMID: 22064834

Results 1-25 (36813)