N. M. Blaton

cis-2-sec-Butyl-4-{4-[4-(4-{[2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)-1-piperazinyl]phenyl}-2,4-dihydro-3H-1,2,4-triazol-3-one (Itraconazole)

The molecular structure of itraconazole, C 35 H 38 C1 2 N 8 O 4 , has been determined from single-crystal X-ray diffraction data. The two molecules in the asymmetric unit differ mainly in the conformation of the methoxy-phenylpiperazine moiety. Apart from a 180° rotation of the triazole ring, the geometry of the dichlorophenylethoxytriazole moiety is almost the same as the dichlorophenylethoxyimidazole geometry found in miconazole, econazole and ketaconazole.

Structure of 4(5)-nitroimidazole at 100 K

4(5)-Nitroimidazole, C 3 H 3 N 3 O 2 , M r =113.08, monoclinic, P2 1 /n, a=6.9559 (4), b=9.9130 (6), c=7.3045 (4) A, β=119.41 (4) o , V=438.8 (4) A 3 , Z=4, D m (293 K)=1.64, D x =1.7117 Mg m -3 , λ(Mo Kα)=0.71069 A, μ=0.1367 mm -1 , F(000)=232, T=100 K. Final R=0.024 for 633 unique observed [F≥4σ(F)] reflections. The molecules are planar and are stacked in planes almost parallel to the bc plane. These molecular layers are built up by three hydrogen bonds. 4-5-tautomerism is discussed

3-{2-[4-(4-Fluorobenzoyl)piperidino]ethyl}-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one (Pirenperone)

Pirenperone, C 23 H 24 FN 3 O 2 , a serotonin-2 antagonist, has a nearly planar pyrido-pyrimidine moiety connected by an ethylpiperidyl bridge to an almost planar fluorobenzoyl moiety. The planar parts are perpendicular to each other [98.7 (2) o ]. The packing of the molecules is governed only by van der Waals contacts

1-{1-[4-(4-Fluorophenyl)-4-oxobutyl]-1,2,3,6-tetrahydro-4-pyridyl}-1,3-dihydro-2H-benzimidazol-2-one dihydrate (Dehydrobenzperidol®)

C=H=FN302.2H20 , M~ = 415.45, mono- clinic, P21/n, a = 9.693(2), b = 10.811 (3), c = 20-442 (5) /k, fl= 79.16(2) ° , V= 2104 (1) /k3, Dm = 1.32, D = 1.31 Mg m --~, Z = 4, 2(Cu K-) = 1.5418 X, /J(Cu Ka) = 0.82 mm-~; F(000) = 880, final conventional R = 6.2% for 1421 reflections with (sin 0/2),,,,~ = 0.459/k -~. Owing to the presence of two water molecules an extensive network of hydrogen bonds is formed. Introduction. The title compound, also called droperidol, is a potent neuroleptic. Crystals were grown at room temperature by slow evaporation from a water-methanol solution. The cell dimensions were obtained from a least- squares fit to the setting angles of 23 reflections. Intensity measurements were made on a Syntex P2~ diffractometer with graphite-monochromated Cu Ka radiation. During the collection of data, three reference reflections (measured every 50 reflections) showed a nearly linear intensity decrease of approximately 30% with time (0-20 scan technique). Intensities were measured for all independent reflections (1912) with 20 3-0o(I,~L)I and used in the refinement. The data were corrected for Lorentz-polarization effects, but not for absorption. The structure was solved by direct methods using MULTAN (Main, Woolfson, Lessinger, Germain & Declercq, 1974). All non-hydrogen atoms were located in the resultant E map. Refinement of the positional and anisotropic thermal parameters of the 17 non- hydrogen atoms by block-diagonal least-squares methods (CRYLSQ link of the XRAY system; Stewart, Machin, Dickinson, Ammon, Heck & Flack, 1976) resulted in R = 9-7%. The H atoms were then located from a difference synthesis and were included as a fixed-atom contribution with the overall tempera- ture factor. Further refinement converged at R =

2-Methylthio-10,11-dihydro-11-(4-methylpiperazin-1-yl)dibenzo[b,f]thiepine maleic acid (metitepine maleate)

The crystal structure of metitepine maleate, a mixed 5-HT 1 /5-HT 2 antagonist, has been determined from diffractometer data. The seven-membered ring has a boat-sofa conformation and folds about a line through the S atom and the opposite methylene group. The dihedral angle between the least-squares planes of the aromatic rings is 123.1 (1)°. The piperazine ring has the normal chair conformation and its mean plane is roughly parallel to the plane of one of the benzene rings

trans-Dichlorobis(metronidazole)palladium(II), [PdCl2(C6H9N3O3)2]

The title complex, dichlorobis(2-methyl-5-nitroimidazole-1-ethanol-N 3 )palladium(II), is trans square planar. The imidazole ring forms an angle of 88.8 (3) o with the square plane around the Pd atom, and an angle of 3.9 (4) o with the nitro group

5-Nitro-2-furaldehyde semicarbazone

The molecules of the title compound, C 6 H 6 N 4 O 4 , are linked through bifurcated hydrogen bonds. A three-dimensional network of molecules is observed

Structure and absolute configuration of (+)-6-[(4-chlorophenyl)(1H-1,2,4-triazol-1-yl)methyl]-1-methyl-1H-benzotriazole (vorozole) and its hydrobromide monohydrate

The (+)-6-[(4-chlorophenyl)(1H-1,2,4-triazol-1-yl)methyl]-1-methyl-1H-benzotriazole base (1) and its hydrobromide salt (II) show similar bond angles except for the C-N-C angle of the 1,2,4-triazolyl moiety, which is smaller in (I) than in (II) because of the presence of the lone-pair electrons on the N atom of (I). The molecular conformation of both structures is different, the dihedral angles between the planar moieties are 105.3 (2), 84.6 (1) and 81.3 (1) o in (I) and 110.4 (2), 79.2 (2) and 108.8 (2) o in (II). The absolute configuration at the central chiral C atom of both molecules is S

Static disorder in (−)-(1R,5R,9R,13S)-2'-hydroxy-5,9-dimethyl-2-(2-methyltetrahydrofurfuryl)-6,7-benzomorphan, C20H29NO2. Crystal structure and MM2 Pucker analysis of the tetrahydrofuran ring

The side-chain torsion angles about the exocyclic nitrogen bond are eclipsed while the N−C−C−O torsion angle is (−)-synclinal. Static disorder of the tetrahydrofuran ring is analyzed through MM2 force-field calculations of the pseudorotation pathway. Two equienergetic mirror-image puckering forms are identified as minima. A straightforward interpretation of the principles governing their selection is given

5-(4-Fluorophenyl)-1,8-dimethyl-2-(p-toluoylaminomethyl)-2,3-dihydro-1H-1,4-benzodiazepine Monohydrate

The title compound, N-{[5-(4-fluorophenyl)-1,8-dimethyl-2,3-dihydro-1H-1,4-benzodiazepin-2-yl]methyl}-p-toluamide monohydrate, C 26 H 26 FN 3 O.H 2 O, a benzodiazepine derivative with κ-opioid activity, crystallizes as a hydrate with two almost identical molecules in the asymmetric unit. The observed conformation, stabilized by two hydrogen bonds involving the H 2 O molecule, is common for the 2-(acylaminomethyl)benzodiazepines. Hydrogen bonds between H 2 O molecules and amidic O atoms link the non-equivalent molecules, with formation of endless chains in the a direction.