In the title compound, the tautomer present in the solid state is that in which the immediately exocyclic N atom bears the H atom. The central five-membered ring is planar, but both its N atoms are significantly pyramidalized.
In the title compound, C14H15N5OS, the tautomer present in the solid state is that in which the immediately exocyclic N atom bears the H atom. The central five-membered ring is almost planar (r.m.s. deviation = 0.025 Å), but both its N atoms are significantly pyramidalized. A classical hydrogen bond from the N—H group to the cyanide N atom forms inversion-symmetric dimers, which are further linked by C—H⋯O interactions.
crystal structure; pyrazole; thiocarbamate; hydrogen bond
The molecule of the title compound, C9H9N5O, is approximately planar (the r.m.s. deviation of all non-H atoms is 0.08 Å). The amine substituent is pyramidal at the N atom. An intramolecular N—Hhydrazine⋯O=C hydrogen bond is present. In the crystal, molecules are connected via N—H⋯N and N—H⋯O hydrogen bonds, forming infinite layers parallel to (010). This polymorph is triclinic, space group P-1, whereas the previously reported form was monoclinic, space group P21/c [Elgemeie et al. (2013 ▶). Acta Cryst. E69, o187], with stepped layers and a significantly lower density.
Corrigendum to Acta Cryst. (2013), E69, o187.
The title in the paper by Elgemeie et al. [Acta Cryst. (2013), E69, o187] is corrected.
The title compound, [Ge2(C8H17N2)4O2], crystallizes with imposed twofold symmetry, which allows the monodentate amidinate ligands to be arranged in a cisoid fashion. The independent Ge—O distances within the central Ge2O2 ring, which is essentially planar (r.m.s. deviation = 0.039 Å), are 1.7797 (8) and 1.8568 (8) Å. The germanium centres adopt a distorted trigonal–bipyramidal geometry, being coordinated by the two O atoms and by one bidentate and one monodentate amidinate ligand (three N atoms). One N-isopropyl group is disordered over two positions; these are mutually exclusive because of ‘collisions’ between symmetry-equivalent methyl groups and thus each has 0.5 occupancy.
In the title molecule, C13H15N3O4S, the benzene and pyrazole rings are inclined to each other at 77.48 (3)°. Two amino H atoms are involved in bifurcated hydrogen bonds, viz. intramolecular N—H⋯O and intermolecular N—H⋯O(N). The intermolecular hydrogen bonds link the molecules related by translation in  into chains. A short distance of 3.680 (3) Å between the centroids of benzene and pyrazole rings from neighbouring molecules shows the presence of π–π interactions, which link the hydrogen-bonded chains into layers parallel to the ab plane.
The molecule of the title compound, C9H9N5O, is essentially planar (r.m.s. deviation of all atoms = 0.02 Å) except for the NH2 H atoms. An intramolecular hydrazinylidene–carbonyl N—H⋯O=C hydrogen bond is present. In the crystal, molecules are connected via N—H⋯N/O hydrogen bonds, forming thick layers parallel to (100).
The title compound, C9H12N2O2, is approximately planar (r.m.s. deviation = 0.13 Å for all non-H atoms). The carbonyl O atom is involved as acceptor in three different hydrogen-bond interactions. One N—H⋯O and the C—H⋯O(carbonyl) contact together with a weak C—H⋯O(ethoxy) interaction link the molecules into sheets parallel to (102). These are further linked into a three-dimensional network via the remaining C—H⋯O(carbonyl) hydrogen bond and a C(methylene)—H⋯π interaction
The title compound, C24H23N3O3S2, crystallizes with two independent molecules in the asymmetric unit. They differ essentially in the orientation of the tolyl rings, between which there is π–π stacking (centroid–centroid distance = 3.01 Å). The absolute configuration was confirmed by the determination of the Flack parameter [x = 0.008 (9)]. In the crystal, molecules are connected by two classical N—H⋯N hydrogen bonds and two weak but very short C—H⋯Osulfonyl interactions, forming layers lying parallel to the bc plane.
The title compound, C18H18ClN3O3S2, adopts by folding the form of a distorted disc. Interplanar angles are 29.51 (7) and 63.43 (7)° from the five-membered ring to the aromatic systems and 34.80 (6)° between these two latter rings. The absolute configuration was confirmed by determination of the Flack parameter. In the crystal, the molecules are linked by four hydrogen bonds, one classical (N—H⋯N) and three ‘weak’ (C—H⋯O), forming layers parallel to the ac plane; these are in turn linked in the third dimension by Cl⋯N [3.1689 (16) Å] and Cl⋯O [3.3148 (13) Å] contacts to the heterocyclic ring.
In the title compound, [Zr(C16H13P)Cl2], the geometry at the metal atom is distorted tetrahedral; the Cl—Zr—Cl angle is 101.490 (16)° and the cyclopentadienyl (Cp) centroids subtend an angle of 122.63 (3)° at the Zr atom. The P atom lies 0.474 (3) and 0.496 (3) Å out of the planes of the Cp rings. The C—P—C angle of 91.42 (7)° reflects the pincer effect of the two Cp rings. Three C—H⋯Cl, one C—H⋯P, one C—H⋯π and one Cl⋯P interaction link the molecules to form thick layers parallel to the bc plane.
In the title compound, [Ir(C13H9N4)(C15H10N)2]·2CDCl3, the coordination at iridium is octahedral, but with narrow ligand bite angles ranging from 74.85 (8) to 83.99 (8)°. The bond lengths at iridium show the expected trans influence, with Ir—N trans to C being appreciably longer than trans to N. The chelate rings are mutually perpendicular to a reasonable approximation [interplanar angles ranging from 77.79 (6) to 83.93 (7)°]. All ligands are approximately planar; the maximum interplanar angles within ligands are ca 12°. One CDCl3 solvent molecule is severly disordered and was excluded from the refinement.
In the title compound, [Ir(C13H9N4)(C13H8NS)2]·3.5CDCl3, the coordination at iridium is octahedral, but with narrow ligand bite angles. The bond lengths at iridium show the expected trans influence, with the Ir—N bonds trans to C being appreciably longer than those trans to N. The chelate rings are mutually perpendicular, the interplanar angles between them all lying within 6° of 90°. All ligands are approximately planar; the maximum interplanar angles within ligands are ca 10°. The three ordered deuterochloroform molecules are all involved in C⋯D—A contacts that can be interpreted as hydrogen bonds of various types. The fourth deuterochloroform is disordered over an inversion centre.
The title compound, C14H12Br4, crystallizes with imposed inversion symmetry. In the crystal, the molecules pack in layers parallel to (10). The layers involve two Br⋯Br and one H⋯Br contact. Between the layers, one contact each of types Br⋯Br, H⋯Br and Br⋯π is observed.
In the title compound, [Ca(C18H15N2O3S2)(H2O)4]·2C4H10O, the Ca atom, which lies on an inversion centre, is coordinated octahedrally by four water molecules and two anions of the ketene dithioacetal, the donor atoms of which are the amidic carbonyl O atoms. The central backbone of the ligands (excluding the naphthalene and oxoethyl groups) is essentially planar (r.m.s. deviation 0.035 Å). Intramolecular hydrogen bonds are observed from the NH group to the formally ‘thiolate’ S atom and from one coordinated water to the nitrile group and to the ether O atom. Intermolecular hydrogen bonds from the second independent water molecule to the thiolate S atom and the side-chain oxo group connect the molecules in chains parallel to the a axis.
In the title compound, C18H19FN2O, the hydrazide side chain is approximately perpendicular to the central ring [dihedral angle = 76.80 (5)°]. The F atom is disordered over two positions with occupancies of 0.818 (2) and 0.182 (2). The packing consists of chains of molecules parallel to the a axis, connected by a bifurcated N—H⋯(O,N) hydrogen bond and a weak Cphenyl—H⋯O hydrogen bond. The packing is extended to a layer structure parallel to the ab plane by a weak Cphenyl—H⋯F hydrogen bond.
In the title compound, [Ir(C11H6F2N)2(C22H17N4O)]·CH3OH, the coordination at iridium is essentially octahedral, but with distortions associated with the bite angles of the ligands [76.25 (9)–80.71 (12)°] and the differing trans influences of C and N ligands [Ir—N = 2.04 Å (average) trans to N but 2.14 Å trans to C]. All three bidentate ligands have coordinating ring systems that are almost coplanar [interplanar angles = 1.7 (1)–3.8 (2)°]. The vinylbenzyl group is disordered over two positions with occupations of 0.653 (4) and 0.347 (4). The methanol solvent molecule is involved in a classical O—H⋯N hydrogen bond to a triazole N atom.
In the title compound, C16H12BrNO, the ring systems subtend an interplanar dihedral angle of 75.95 (3)°. In the crystal packing, molecules are linked to form centrosymmetric pairs by pairs of classical N—H⋯O hydrogen bonds.
The title compound, C17H19N3O3S, crystallizes with two closely similar independent molecules related by a pseudotranslation of c/2. Each molecule consists of three approximately planar moieties centred on the N2CS group and the two ring systems. The packing involves classical H bonds of the form Namide—H⋯S and Nhydrazine—H⋯OC, together with various weak hydrogen bonds and Nhydrazine—H⋯π interactions. The overall packing is three-dimensional, but layer substructures parallel to the xz plane can be readily identified. Each molecule forms a topologically equivalent set of hydrogen-bond interactions.
The title compound, C12H9BrN2OS2, consists of two planar parts, viz. the thiophene ring including all substituents (r.m.s. deviation 0.007 Å) and the benzene ring including the respective substituents as well as the thione group (r.m.s. deviation 0.05 Å). The interplanar angle is 18.84 (6)°. An intramolecular Cphenyl—N—H⋯OC hydrogen bond is observed. The three-dimensional packing involves three types of interactions, viz. N—H⋯S, C—H⋯S (× 2) and Br⋯S [3.6924 (6) Å].
In the title compound, C16H11BrO2, the isocoumarin ring system is planar (r.m.s. deviation = 0.015 Å) and subtends a dihedral angle of 88.90 (2)° with the bromobenzene ring. In the crystal, molecules are linked, forming a three-dimensional packing pattern involving C—H⋯O interactions, Br⋯O contacts [3.4734 (10) Å] and π–π stacking interactions with centroid–centroid distances ranging from 3.667 (2) to 3.765 (2) Å.
The title compound, C27H22N2O2, consists of two chemically equivalent halves. However, it displays no crystallographic symmetry, only an approximate local twofold symmetry (r.m.s. deviation = 0.15 Å between the two halves of the molecule) is observed. In the crystal, molecules are connected by two antiparallel classical N—H⋯O hydrogen bonds, forming broad chains parallel to (10). A series of weak C—H⋯N/O hydrogen bonds is also present.
The molecule of the title compound, C15H10N4O3S2, is almost planar (r.m.s. deviation = 0.1Å for all non-H atoms). An intramolecular N—H⋯O=C hydrogen bond is observed. In the crystal, molecules are connected into layers parallel to (10) by a classical intermolecular hydrogen bond from the second NH group to a nitro O atom and by three weak hydrogen bonds of the C—H⋯X type (X = O or Sthione).
In the enantiomerically pure title compound, C11H19N3O3S, the chain C—N—C(O)—O—C—C (from the asymmetric carbon to a methyl of the tert-butyl group) displays an extended conformation. In the crystal, molecules are linked into chains parallel to the c axis by classical N—H⋯Odiazocarbonyl hydrogen bonding and an unusual intermolecular three-centre interaction involving the amino acid (aa) carbonyl Oaa and the diazocarbonyl grouping C(O)—CH—N N, with H⋯Oaa = 2.51 Å and N⋯Oaa = 2.8141 (14) Å.
The title compound, C14H10BrN3O3S, crystallizes as two concomitant polymorphs that differ in colour (one yellow and one colourless). Only the structure of the colourless form could be determined. The molecule exists in the thioamide form with an intramolecular N—H⋯O=C hydrogen bond across the thiourea system. Molecules are linked into layers parallel to (120) by Br⋯Onitro contacts [3.103 (1) Å], classical hydrogen bonds from the other NH function to the S atom and Nnitro⋯O=C contacts. The layers are linked by weak C—H⋯Onitro hydrogen bonds to produce the observed three-dimensional network.
In the enantiomerically pure title compound, C15H15NO6, the five-membered ring displays a twist conformation with the local axis through the N atom. The acetyl groups are perpendicular to the ring [dihedral angles 80.3 (1) and 89.3 (1)°] and project to opposite sides. The packing is governed by two weak C—H⋯O interactions, forming layers of molecules parallel to the ab plane.