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1.  3,3-Dimethyl-cis-9a,13a-diphenyl-2,3,9a,11,12,13a-hexa­hydro-1H-benzo[h][1,4]dioxino[2′,3′:5,6][1,4]dioxino[2,3-f]chromene 
In the title di­hydro­dioxin, C31H28O5, the dioxane ring has a chair conformation, whereas each of the pyran and dioxine rings has an envelope conformation with methyl­ene and quaternary C atoms, respectively, being the flap atoms. The phenyl rings are cis and form a dihedral angle of 82.11 (10)°. The molecular structure is stabilized by C—H⋯O contacts. In the crystal packing, supra­molecular layers parallel to (101) are sustained by C—H⋯π inter­actions.
PMCID: PMC3884479  PMID: 24427106
2.  (2E)-N′-[(E)-2-Hy­droxy­benzyl­idene]-3-phenyl­prop-2-enohydrazide 
In the non-planar title compound, C16H14N2O2, the dihedral angle between the phenyl rings is 16.67 (8)°. An E conformation is found for each of the imine [1.286 (2) Å] and ethyl­ene [1.335 (2) Å] bonds. The amide O and H atoms are anti, and an intra­molecular hy­droxy O—H⋯N hydrogen bond is noted. The formation of N—H⋯O(hy­droxy) hydrogen bonds in the crystal packing leads to helical chains along the b axis. Supra­molecular layers in the ab plane are formed as the chains are linked by C—H⋯O inter­actions.
PMCID: PMC3394040  PMID: 22798905
3.  (2E)-N′-[(E)-Benzyl­idene]-3-phenyl­prop-2-enohydrazide from synchrotron radiation 
In the title compound, C16H14N2O, the dihedral angle between the phenyl rings is 25.48 (12)°. An E conformation is found for each of the imine [1.269 (3) Å] and ethyl­ene [1.313 (3) Å] bonds. In the crystal, mol­ecules are linked by N—H⋯O hydrogen bonds, leading to zigzag chains along [010]. Supra­molecular layers in the ab plane are formed, whereby the chains are linked by C—H⋯N and C—H⋯π inter­actions.
PMCID: PMC3394041  PMID: 22798906
4.  4-(3-Fluoro­anilino)thieno[2,3-b]pyridine-6-carb­oxy­lic acid 
In the title compound, C14H9FN2O2S, the thieno[2,3-b]pyridine residue is almost planar (r.m.s. deviation = 0.0194 Å), with the carb­oxy­lic acid group [dihedral angle = 11.9 (3)°] and the benzene ring [71.1 (4)°] being twisted out of this plane to different extents. An intra­molecular N—H⋯O(carbon­yl) hydrogen bond closes an S(6) ring. Supra­molecular chains along [01-1] mediated by O—H⋯N(pyridine) hydrogen bonds feature in the crystal. A three-dimensional architecture is completed by π–π inter­actions occurring between the benzene ring and the two rings of the thieno[2,3-b]pyridine residue [centroid–centroid distances = 3.6963 (13) and 3.3812 (13) Å]. The F atom is disordered over the two meta sites in a near statistical ratio [0.545 (5):0.455 (5)].
PMCID: PMC3394012  PMID: 22798877
5.  N-(4-Chloro­phen­yl)-5-(4,5-dihydro-1H-imidazol-2-yl)thieno[2,3-b]pyridin-4-amine 
In the title compound, C16H13ClN4S, the thienopyridine fused-ring system is nearly planar (r.m.s. deviation = 0.0333 Å) and forms a dihedral angle of 4.4 (3)° with the attached dihydro­imidazole ring (r.m.s. deviation = 0.0429 Å) allowing for the formation of an intra­molecular (exocyclic amine)N—H⋯N(imine) hydrogen bond. The benzene rings of the disordered (50:50) –N(H)—C6H4Cl residue form dihedral angles of 59.1 (3) and 50.59 (15)° with the fused ring system. In the crystal, (imidazole amine)N—H⋯N(pyridine) hydrogen bonds lead to a supra­molecular helical chain along the b axis. The chains assemble into layers (ab plane) with inter-digitation of the chloro­benzene rings which results in weak C—H⋯Cl inter­actions in the c-axis direction.
PMCID: PMC3393946  PMID: 22798811
6.  4-[(E)-2-(2-Chloro­benzyl­idene)hydrazin-1-yl]quinolin-1-ium chloride dihydrate 
In the title hydrated salt, C16H13ClN3 +·Cl−·2H2O, a small twist is evident in the cation so that the chloro­benzene ring is not coplanar with the central hydrazinyl group [the N—C—C—C torsion angle = −4.8 (12)°]. The conformation about the imine N=C bond [1.284 (10) Å] is E. The components of the structure are connected into a three-dimensional architecture via O—H⋯O, O—H⋯Cl and N—H⋯Cl hydrogen bonds. One water H atom is disposed over two sites of equal occupancy.
PMCID: PMC3379418  PMID: 22719616
7.  4-[(E)-2-(2,4-Dichloro­benzyl­idene)hydrazin-1-yl]quinolin-1-ium chloride monohydrate 
In the title hydrated salt, C16H12Cl2N3 +·Cl−·H2O, there is a small twist in the cation as seen in the torsion angle linking the benzene ring to the rest of the mol­ecule [171.96 (17)°]. In the crystal, the quinolinium H atom forms a hydrogen bond to the lattice water mol­ecule, which also forms hydrogen bonds to two Cl− anions. Each Cl− ion also accepts a hydrogen bond from the hydrazine H atom. The three-dimensional architecture is also stabilized by π–π inter­actions between centrosymmetrically related quinoline residues [centroid–centroid distance = 3.5574 (11) Å].
PMCID: PMC3344163  PMID: 22606166
8.  7-Chloro-4-[(E)-2-(2,5-dimeth­oxy­benzyl­idene)hydrazin-1-yl]quinoline 
In the nearly planar title compound (r.m.s. deviation for the 24 non-H atoms = 0.064 Å), C18H16ClN3O2, the conformation about the N=C bond is E. Supra­molecular chains propagated by glide symmetry along [001] are found in the crystal packing. These are sustained by N—H⋯N hydrogen bonds with the quinoline N atom being the acceptor. The chains are connected into a three-dimensional architecture by π–π inter­actions involving all three aromatic rings [centroid–centroid distances = 3.5650 (9)–3.6264 (9) Å].
PMCID: PMC3344174  PMID: 22606177
9.  7-Chloro-4-[(E)-2-(3,4,5-trimeth­oxy­benzyl­idene)hydrazin-1-yl]quinoline 
In the title compound, C19H18ClN3O3, the r.m.s. deviation through the 23 non-H and non-meth­oxy atoms is 0.088 Å, indicating a planar mol­ecule with the exception of the meth­oxy groups. One meth­oxy group, surrounded on either side by the other meth­oxy groups, is almost normal to the benzene ring to which it is connected [C—O—Car—Car torsion angle = 81.64 (15)°]. In the crystal, N—H⋯O, C—H⋯O and π–π inter­actions [between quinoline residues; centroid–centroid distance = 3.4375 (8) Å] link mol­ecules into a three-dimensional architecture.
PMCID: PMC3344149  PMID: 22606152
10.  (2S,3R)-tert-Butyl N-[4-(N-benzyl-4-fluoro­benzene­sulfonamido)-3-hy­droxy-1-phenyl­butan-2-yl]carbamate 
In the title mol­ecule, C28H33FN2O5S, the mean plane about the tertiary amine group (sum of the angles subtended at the sp 2-hybridized N atom = 359.7°) forms a dihedral angle of 16.66 (6)° with the phenyl ring adjacent to the carbamate group. The sulfonamide benzene ring and the hy­droxy group lie to either side of the C2NS plane, whereas the benzyl­phenyl (connected to the N atom) and carbamate substituents lie to the other side. Supra­molecular layers propagating in the ac plane are found in the crystal, linked by hy­droxy–sulfonamide O—H⋯O and carbamate–carbamate N—H⋯O hydrogen bonds along with C—H⋯O and C—H⋯π inter­actions.
PMCID: PMC3344084  PMID: 22606087
11.  1-(4-Methyl­phen­yl)-3-phenyl-1H-pyrazol-5-yl 4-nitro­benzene­sulfonate 
In the title mol­ecule, C22H17N3O5S, the pyrazole ring is planar (r.m.s. deviation = 0.018 Å) and forms dihedral angles of 21.45 (10) and 6.96 (10)° with the N- and C-bound benzene rings, respectively. Supra­molecular layers in the bc plane are formed in the crystal via C—H⋯O and π–π inter­actions involving the sulfonamide benzene ring inter­acting with the N- and C-bound benzene rings [centroid–centroid distances = 3.790 (2) and 3.730 (2) Å, respectively]. The crystal studied was found to be a merohedral twin (twin law 1 0 0.678, 0 -1 0, 0 0 -1), the fractional contribution of the minor component being approximately 36%.
PMCID: PMC3344041  PMID: 22589950
12.  4-[3,4-Dimethyl-1-(4-methyl­phen­yl)-5-oxo-4,5-dihydro-1H-pyrazol-4-yl]-3,4-dimethyl-1-(4-methyl­phen­yl)-4,5-dihydro-1H-pyrazol-5-one 
In the title compound, C24H26N4O2, the complete mol­ecule is generated by the application of twofold symmetry. The pyrazole ring is approximately planar [r.m.s. deviation = 0.026 Å] and the benzene ring is twisted out of this plane [dihedral angle = 21.94 (7)°]. A twist in the mol­ecule about the central C—C bond [1.566 (3) Å] is also evident [C—C—C—C torsion angle = 44.30 (14)°]. Supra­molecular layers in the bc plane are formed in the crystal packing via C—H⋯O and C—H⋯π inter­actions.
PMCID: PMC3343962  PMID: 22590043
13.  1,3-Diphenyl-4,5-dihydro-1H-pyrazol-5-one 
In the title pyrazolone derivative, C15H12N2O, the five-membered ring is approximately planar (r.m.s. deviation = 0.018 Å), and the N- and C-bound benzene rings are inclined to this plane [dihedral angles = 21.45 (10) and 6.96 (10)°, respectively] and form a dihedral angle of 20.42 (10)° with each other. Supra­molecular layers are formed in the crystal structure via C—H⋯O and C—H⋯N inter­actions, and these are assembled into double layers by C—H⋯π and π–π inter­actions between the pyrazole and C-bound benzene rings [ring centroid–centroid distance = 3.6476 (12) Å]. The double layers stack along the a axis being connected by π–π inter­actions between the N- and C-bound benzene rings [ring centroid–centroid distance = 3.7718 (12) Å].
PMCID: PMC3343981  PMID: 22589890
14.  3,5-Dimethyl-1-(4-nitro­phen­yl)-1H-pyrazole 
In the title pyrazole derivative, C11H11N3O2, the benzene ring is twisted [dihedral angle = 31.38 (12)°] with respect to the pyrazole ring (r.m.s. deviation = 0.009 Å). The nitro group is effectively coplanar with the benzene ring to which it is attached [O—N—C—C torsion angle = −6.5 (3)°]. Supra­molecular chains along the b axis are formed owing to π–π inter­actions [3.8653 (2) Å] between translationally related mol­ecules involving both the five- and six-membered rings.
PMCID: PMC3343982  PMID: 22589891
15.  2-[(E)-Phen­yl(2-phenyl­hydrazin-1-yl­idene)meth­yl]phenol 
In the title hydrazone derivative, C19H16N2O, a twist is found between the hy­droxy­phenyl and N-bound phenyl rings [dihedral angle = 24.37 (7)°]. The C-bound phenyl ring is almost perpendicular to each of these planes [dihedral angles = 75.30 (7) and 86.00 (7)°, respectively]. The conformation about the imine bond [1.2935 (17) Å] is E. The hy­droxy group forms an intra­molecular hydrogen bond with the imine N atom. Zigzag chains along [001] mediated by N—H⋯O hydrogen bonds feature in the crystal packing.
PMCID: PMC3297864  PMID: 22412667
16.  2-{(E)-1-[2-(2-Nitro­phen­yl)hydrazin-1-yl­idene]eth­yl}benzene-1,3-diol mono­hydrate 
The hydrazone mol­ecule in title monohydrate, C14H13N3O4·H2O, is almost coplanar, the dihedral angle between the terminal benzene rings being 3.22 (15)°; the nitro group is coplanar with the benzene ring to which it is bonded [O—N—C—C = −2.8 (4)°]. The hy­droxy group forms an intra­molecular hydrogen bond with the imine N atom, and the conformation about the imine bond [1.305 (3) Å] is E. In the crystal, supra­molecular layers in the (203) plane are connected into a double layer via water–nitro O—H⋯O hydrogen bonds, along with π–π inter­actions [ring centroid–centroid distance = 3.7859 (19) Å].
PMCID: PMC3295529  PMID: 22412640
17.  2-{(E)-1-[2-(4-Nitro­phen­yl)hydrazin-1-yl­idene]eth­yl}benzene-1,3-diol 
The title compound, C14H13N3O4, is close to planar, the dihedral angle between the terminal benzene rings being 5.80 (16)°; the nitro group is coplanar with the benzene ring to which it is bonded [O—N—C—C torsion angle = −177.3 (3)°]. The hy­droxy group forms an intra­molecular hydrogen bond with the imine N atom, and the conformation about the imine bond is E. In the crystal, layers in the (101) plane with an undulating topology are formed by O—H⋯O and N—H⋯O hydrogen bonds along with C—H⋯O inter­actions. Centrosymmetrically related layers are connected via π–π inter­actions [ring centroid–centroid distance = 3.5739 (19) Å] into double layers.
PMCID: PMC3295468  PMID: 22412579
18.  Benzyl 2-{[2,8-bis­(trifluoro­meth­yl)quinolin-4-yl](hy­droxy)meth­yl}piperidine-1-carboxyl­ate 
The title mol­ecule, C25H22F6N2O3, adopts an open conformation whereby the quinoline and carboxyl­ate ester groups are orientated in opposite directions but to the same side of the piperidine ring so that the mol­ecule has an approximate U-shape. The piperidine ring adopts a distorted boat conformation. In the crystal, inversion dimers linked by pairs of O—H⋯O hydrogen bonds generate R 2 2(14) loops.
PMCID: PMC3238965  PMID: 22199814
19.  tert-Butyl 2-{[2,8-bis­(trifluoro­meth­yl)quinolin-4-yl](hy­droxy)meth­yl}piperidine-1-carboxyl­ate 
The title mol­ecule, C22H24F6N2O3, adopts a folded conformation whereby the carboxyl­ate residue lies over the quinolinyl residue, with the dihedral angle between the carbamate and quinoline planes being 41.64 (7)°. Helical supra­molecular C(7) chains sustained by O—H⋯O hydrogen bonds propagating along the a-axis direction feature in the crystal packing. The F atoms of one of the CF3 groups are disordered over two orientations; the major component has a site occupancy of 0.824 (7).
PMCID: PMC3238966  PMID: 22199815
20.  3-(2H-1,3-Benzodioxol-5-ylmeth­yl)-2-(2-meth­oxy­phen­yl)-1,3-thia­zolidin-4-one 
The title mol­ecule, C18H17NO4S, features a 1,3-thia­zolidine ring that is twisted about the S—C(methyl­ene) bond. With reference to this ring, the 1,3-benzodioxole and benzene rings lie to either side and form dihedral angles of 69.72 (16) and 83.60 (14)°, respectively, with the central ring. Significant twisting in the mol­ecule is confirmed by the dihedral angle of 79.91 (13)° formed between the outer rings. Linear supra­molecular chains along the a-axis direction mediated by C—H⋯O inter­actions feature in the crystal packing.
PMCID: PMC3247375  PMID: 22219993
21.  2-{[2,8-Bis(trifluoro­meth­yl)quinolin-4-yl](hy­droxy)meth­yl}piperidin-1-ium 3-amino-5-nitro­benzoate sesquihydrate 
The asymmetric unit of the title salt solvate, C17H17F6N2O+·C7H5N2O4 −·1.5H2O, comprises a piperidin-1-ium cation, a 3-amino-5-nitro­benzoate anion, and three fractionally occupied [i.e. 0.414 (3), 0.627 (6) and 0.459 (5)] disordered water mol­ecules of solvation. The cation has an L shape with a C—C—C—C torsion angle of −102.9 (3)° for the atoms linking the quinolinyl group to the rest of the cation. In the anion, the carboxyl­ate and nitro groups are essentially coplanar with the benzene ring [O—C—C—C torsion angle = 179.7 (2)° and O—N—C—C torsion angle = −3.9 (3)°]. In the crystal, extensive O—H⋯O, O—H⋯F and N—H⋯·O hydrogen bonding leads to the formation of a layer in the ab plane.
PMCID: PMC3247418  PMID: 22220036
22.  (2-Carbamoylethyl-κ2 C 1,O)triiodidotin(IV) 
Two independent but virtually identical mol­ecules comprise the asymmetric unit of the title compound, [Sn(C3H6NO)I3]. The CI3O coordination geometry around the SnIV atom is defined by a chelating carbamoylethyl ligand (C 1,O-bidentate) and three I atoms, and is based on a distorted trigonal bipyramid with the carbonyl O atom occupying a position trans to one of the I atoms which forms the longer of the Sn—I bonds. The independent mol­ecules are linked via N—H⋯O hydrogen bonds, which leads to the formation on an eight-membered amide {⋯HNCO}2 synthon. N—H⋯I hydrogen-bonding inter­actions are also present between neighbouring mol­ecules.
PMCID: PMC3246961  PMID: 22219781
23.  [1-(3-Chloro­phen­yl)-1H-1,2,3-triazol-4-yl]methanol hemihydrate 
The asymmetric unit of the title hydrate, C9H8ClN3O·0.5H2O, comprises two independent 1,2,3-triazole mol­ecules and a water mol­ecule of crystallization. The dihedral angles between the six- and five-membered rings in the 1,2,3-triazole mol­ecules are 12.71 (19) and 17.3 (2)°. The most significant different between them is found in the relative orientations of the terminal CH2OH groups with one being close to perpendicular to the five-membered ring [N—C—C—O torsion angle = 82.2 (5)°], while in the other mol­ecule, a notable deviation from a perpendicular disposition is found [torsion angle = −60.3 (5)°]. Supra­molecular chains feature in the crystal packing sustained by O—H⋯(O,N) inter­actions along the a-axis direction. The chains are connected via C—H⋯N inter­actions and the resultant layers stack along the b axis.
PMCID: PMC3247347  PMID: 22219965
24.  (R*,S*)-(±)-1-(2-{[2,8-Bis(trifluoromethyl)quinolin-4-yl](hydroxy)methyl}piperidin-1-yl)ethanone methanol monosolvate 
The title mefloquine derivative has been crystallized as its 1:1 methanol solvate, C19H18F6N2O2·CH3OH. Each of the meth­ine­hydroxyl residue [the C—C—C—O torsion angle is −16.35 (17) °] and the piperidinyl group [distorted chair conformation] lies to one side of the quinolinyl ring system. The hydroxyl and carbonyl groups lie to either side of the mol­ecule, enabling their participation in inter­molecular inter­actions. Thus, the hydroxyl and carbonyl groups of two centrosymmetrically related mol­ecules are bridged by two methanol mol­ecules via O—H⋯O hydrogen bonds, leading to a four-mol­ecule aggregate. These are linked into a supra­molecular chain along the a axis via C—H⋯O inter­actions involving the hydroxyl-O atom. The chains assemble into layers that inter­digitate along the c axis being connected by C—H⋯F inter­actions.
PMCID: PMC3201357  PMID: 22065251
25.  fac-(2-Amido­ethyl-κ2 C 1,O)trichlorido(urea-κO)tin(IV) 
The Sn atom in the title compound, [Sn(C3H6NO)Cl3(CH4N2O)], is octa­hedrally coordinated within a CCl3NO donor set provided by a chelating amido­ethyl ligand (C and O), a urea-O atom and three facially arranged Cl atoms. Systematic variations in the Sn—Cl bond distances are correlated with the relative trans influence exerted by the C and carbonyl-O atoms. The three-dimensional crystal packing is stabilized by N—H⋯O and N—H⋯Cl hydrogen bonds.
PMCID: PMC3201406  PMID: 22064619

Results 1-25 (81)