Plane Of Benzene Ring Research Articles

Acrinathrin: (S)-cyano(3-phenoxyphenyl)methyl (Z)-(1R,3S)-2,2-dimethyl-3-{2-[2,2,2-trifluoro-1-(trifluoromethyl)ethoxycarbonyl]vinyl}cyclopropane-1-carboxylate

In the title compound, C26H21F6NO5, the dihedral angle between the cyclo­propane ring plane and the vinyl group plane is 79.3 (3)°. The dihedral angle between the benzene and phenyl ring planes in the phen­oxy­benzyl group is 82.7 (1)°. In the crystal structure, weak inter­molecular C—H⋯π inter­actions and C—H⋯F hydrogen bonds contribute to the stabilization of the packing.

N,N′-Dicarboxy-N,N′-dicarboxylato(m-phenylene)dimethanaminium monohydrate

In the title inner salt, C16H20N2O8·H2O, two of four carboxyl groups are deprotonated, while the two imine groups are protonated. The two imino­diacetate groups are located on the same side of the benzene ring plane. Extensive inter­molecular O—H⋯O and N—H⋯O hydrogen bonds occur in the crystal.

(±)-4,12,15,18,26-Pentahydroxy-13,17-dioxaheptacyclo[14.10.0.03,14.04,12.06,11.018,26.019,24]hexacosa-1,3(14),6(11),7,9,15,19,21,23-nonaene-5,25-dione monohydrate

The title compound, C24H14O9·H2O, displays a cup-shaped form. The water mol­ecule is disordered over two set of sites with an occupancy ratio of 0.78:0.22. The mol­ecule of the compound has four stereocenters and corresponds to the SSRR/RRSS diastereoisomer. In the mol­ecule, the maximum dihedral angle between the planar benzene rings is 80.40 (4)°. The H atoms of the hy­droxy groups are engaged in hydrogen bonding, forming infinite chains parallel to the a axis. These chains are inter­linked through water mol­ecules, resulting in the formation of a two-dimensional network parallel to the (001) plane. Futhermore C—H⋯O, C—H⋯π and slipped π–π inter­actions result in the formation of a three-dimensional network.

Eprosartan mesylate, an angiotensin II receptor antagonist.

The title compound, eprosartan mesylate {systematic name: 2-butyl-1-(4-carb­oxy­benz­yl)-5-[(E)-2-carb­oxy-3-(thio­phen-2-yl)prop-1-en­yl]-1H-imidazol-3-ium methane­sulfonate}, C23H25N2O4S+·CH3O3S−, one of the angiotensin II-receptor antagonists, is effective in regulating hypertension, induced or exacerbated by angiotensin II, and in the treatment of congestive heart failure, renal failure and glaucoma. In the eprosartan residue, which appears in this crystal in the cationic imidazolium form, the benzene ring plane is almost orthogonal to that of the imidazole ring, making a dihedral angle of 87.89 (2)°. The thio­phene ring forms dihedral angles of 66.54 (2) and 67.12 (2)° with the benzene and imidazole rings, respectively. The imidazolium NH group and the H atom of the aromatic carboxyl group participate in hydrogen bonds with the the O atoms of the anion, thus forming centrosymmetric aggregates made up of two cations and two anions each. The second carboxyl group further links the above-mentioned aggregates through a conventional centrosymmetric hydrogen-bonding motif into infinite chains along [011].

(E)-Ethyl 2-cyano-3-[4-(4,5-diphenyl-1H-imidazol-2-yl)phenyl]acrylate dihydrate

In the title compound, C27H21N3O2·2H2O, the three benzene rings attached to the heterocyclic imidazole ring are not coplanar with the latter, making dihedral angles of 14.8 (2), 31.4 (2), and 37.5 (2)°, respectively, for the benzene ring planes in the 2-, 4- and 5-positions. In the crystal, there are two water mol­ecules which serve as connectors between the acrylate mol­ecules and stabilize the structure via N—H⋯O, O—H⋯N, C—H⋯O and O—H⋯O hydrogen bonding.

Gas electron diffraction and quantum chemical studies of the molecular structure of 2-nitrobenzenesulfonic acid

A combined gas electron diffraction and quantum chemical (B3LYP/6-311+G**, B3LYP/cc-pVTZ) study of the molecular structure of 2-nitrobenzenesulfonic acid (2-NBSA) is performed. Quantum chemical calculations show that the 2-NBSA molecule has five conformers, and the Gibbs energy of one of them is lower by more than 4.5 kcal/mol than the energy of the other conformers. It is found experimentally that the saturated vapor of 2-NBSA at T = 394(5) K contains only the low-energy conformer that has an intramolecular hydrogen bond between the H atom of the hydroxyl group and one of the O atoms of the NO2 group. The C-C-S-O(H) torsion angle determining the position of the S-O(H) bond is −72(7)°, while the NO2 group is substantially turned relative to the benzene ring plane (C1-C2-N-O = 40(5)°). The following experimental values of the internuclear distances are obtained for this conformer (A): r h1(C-H)av = 1.07(2), r h1(C-C)av = 1.401(4), r h1(C-S) = 1.767(6), r h1(S=O)av = 1.412(4), r h1(S-O) = 1.560(6), r h1(N-O)av = 1.217(5), r h1(C-N) = 1.461(8), r h1(O-H) = 0.99(3).

1,4-Bis(1H-benzimidazol-2-yl)benzene methanol monosolvate.

The asymmetric unit of the title compound, C20H14N4·CH4O, contains two independent half-mol­ecules, each located on an inversion centre, and a methanol solvent mol­ecule. The benzimidazolyl groups form different dihedral angles [24.0 (1) and 11.6 (1)°] with the plane of the central benzene ring in the two mol­ecules. In the crystal, a two-dimensional network is formed through N—H⋯ N, N—H⋯O and O—H⋯N hydrogen-bonding inter­actions between the benzimidazole units and methanol solvent mol­ecules. π–π stacking inter­actions also occur between the benzimidazole rings of adjacent mol­ecules, with centroid–centroid distances of 3.720 (14) Å and inter­planar distances of 3.53 (1) Å .

Adsorption Behaviors of 4-Mercaptobenzoic Acid on Silver and Gold Films

The adsorption behaviors of 4-mercaptobenzoic acid on silver and gold nanoparticles were studied by surface-enhanced Raman scattering (SERS) and density functional theory. The silver and gold films by electrodeposition have the same excellent characteristics as SERS-active substrates. At the same, the SERS spectra indicate that 4-mercaptobenzoic acid molecules are adsorbed on the surfaces of gold nanoparticles through the S atom, and that the carboxyl group is far away from surface of gold nanoparticles, and that there is a certain angle between the plane of benzene ring and gold film. However, 4-mercaptobenzoic acid molecules are adsorbed on the surfaces of silver nanoparticles through the carboxyl group, and the S atom is far away from surface of silver nanoparticles, and there is also a certain angle between the plane of benzene ring and the surface of silver nanoparticles. Here it is demonstrated the calculated Raman frequencies are in good agreement with experimental values, and the calculated Raman frequencies are also helpful to infer the adsorption behaviors of 4-mercaptobenzoic acid molecules.

1-[4-(4-Nitrophenyl)piperazin-1-yl]-2-(4,5,6,7-tetrahydrothieno[3,2-c]pyridin-5-yl)ethanone

The title compound, C19H22N4O3S, comprises a thienopyridine moiety which is characteristic for anti­platelet agents of the clopidogrel class of compounds. In the crystal, inversion dimers are formed through pairs of C—H⋯O inter­actions. The benzene ring plane and the nitro plane are almost coplanar, with a dihedral angle of 0.83 (2)°. The piperazine ring adopts a chair conformation.

(2,7-Dimethoxynaphthalen-1-yl)(phenyl)methanone

The asymmetric unit of the title compound, C19H16O3, contains three independent conformers. Each of the three conformers has essentially the same feature of non-coplanar aromatic rings whereby the aroyl group at the 1-position of the naphthalene ring is twisted in a perpendicular manner to the naphthalene ring. The dihedral angles between the benzene ring planes and the naphthalene ring systems are 75.34 (7), 86.47 (7) and 76.55 (6)° in the three conformers. The crystal structure is stabilized by inter­molecular C—H⋯O hydrogen bonds.

Molecular and crystal structure of n-hexyloxybenzoic anhydride at low and room temperatures

The crystal and molecular structures of n-hexyloxybenzoic anhydride, C6H13-O-C6H4-C(O)-O-C(O)-C6H4-C6H13, at low (120 K) and room (296 K) temperatures have been investigated. The molecule has an asymmetric bent structure. The dihedral angle between the benzene ring planes is 48.5°. The aliphatic chain on one side of the molecule has a transoid orientation with respect to the “internal” C4 atom of the closest benzene ring, whereas the aliphatic chain on the other side has a cissoid orientation with respect to the analogous C(4A) atom. The crystal packing does not exhibit any pronounced separation of the crystal space into closely packed aromatic or loosely packed aliphatic regions. No weak directional interactions are observed in the packing; this fact explains the absence of liquid-crystal properties for this compound.

Structure of a New Bioactive Agent Containing Combined Antibacterial and Antifungal Pharmacophore Sites: 4-{[(E)-(5-Bromo-2-hydroxyphenyl)methylidene]amino}-N-(5-methyl-1,2-oxazol-3-yl)benzenesulfonamide

The title compound (3), C17H14BrN3O4S, is a Schiff base compound of 5-bromosalicylaldehyde (1) and sulfamethoxazole (2). The structure of (3) was determined by spectral (IR, 1H and 13C NMR), elemental analyses and X-ray diffraction data. Compound (3) crystallizes in the monoclinic space group C2/c, with a = 31.936(3), b = 6.2571(5), c = 16.903(1) A, β = 94.867(8), V = 3365.5(5) A3, Z = 8. In the molecule of compound (3), the molecule is bent at the S atom with a C–SO2–NH–C torsion angle of −86.3(3)°. Pairs of molecules, related by inversion centres, form intermolecular N–H···N hydrogen bonds to produce a dimer. An intramolecular phenolic O–H···N hydrogen bond is also formed. Intermolecular hydrogen bonding and π–π stacking hold the molecules together. The average distance between stacked benzene ring planes is 3.625(2) A.

1-Diphenylmethyl-4-ethylpiperazine-1,4-diium dichloride

In the title compound, C19H26N2 2+·2Cl−, the piperazinediium ring exhibits a chair conformation. The dihedral angle between the two benzene ring planes is 76.45 (13)°. Both amine-group H atoms participate in hydrogen bonding with the two Cl atoms.

(1-Phenyl-1H-1,2,3-triazol-4-yl)methyl pyridine-3-carboxylate

In the title compound, C15H12N4O2, the dihedral angle between the planes of the nicotino­yloxy fragment and triazole ring is 88.61 (5)°. The dihedral angle between the planes of triazole and benzene rings is 16.54 (11)°. The crystal structure is stabilized by inter­molecular C—H⋯N, C—H⋯O and C—H⋯π(triazole) hydrogen bonds and aromatic π–π stacking inter­actions between the benzene and triazole rings [centroid–centroid distance = 3.895 (1) Å]

A Novel Nitrogen-Rich Cadmium Coordination Compound Based on 1,5-Diaminotetrazole: Synthesis, Structure Investigation, and Thermal Properties

A new coordination compound [Cd(DAT)6](PA)2·(H2O)4 using 1,5-diaminotetrazole (DAT) as a ligand was synthesized and characterized by applying X-ray single crystal diffraction, elemental analysis, and Fourier transform infrared (FT-IR) spectroscopy. The central cadmium(II) cation is coordinated by six N atoms from six DAT molecules to form a six-coordinated and slightly distorted octahedral configuration. The coordination cation is situated between the two picrate (PA) anions whose benzene-ring planes are parallel to each other. All of the molecular units are linked together by intermolecular hydrogen bonds. The thermal decomposition mechanism of the title compound was investigated through differential scanning calorimetry (DSC), thermogravimetric/differential analysis (TG-DTG), and FT-IR analyses. The kinetic parameters of the first exothermic process of this complex were calculated by applying Kissinger’s and Ozawa-Doyle’s methods.

N-[(Morpholin-4-yl)carbonothioyl]-4-nitrobenzamide

In the title compound, C12H13N3O4S, the nitro group is slightly twisted [6.58 (11)°] from the benzene ring plane. The morpholine ring adopts a chair form. In the crystal, inter­molecular N—H⋯O hydrogen bonds link the mol­ecules into chains along [110]. There are also π–π contacts [centroid–centroid distance = 3.8301 (11) Å] and C—H⋯π inter­actions to stack neighbouring benzene rings and link the chains into a three-dimensional network. C—H⋯O and C—H⋯S inter­actions are also observed.

N-Cyclohexyl-N′-(4-nitrobenzoyl)thiourea

In the title compound, C14H17N3O3S, the nitro group is twisted slightly by 2.6 (3)° from the benzene ring plane and the thio­ureido group makes a dihedral angle of 52.06 (4)° with the benzene ring. The cyclo­hexyl ring displays a chair conformation. An intra­molecular N—H⋯O inter­action is present. In the crystal, inter­molecular N—H⋯S hydrogen bonds link the mol­ecules into centrosymmetric dimers. π–π inter­actions between inversion-related benzene rings (centroid–centroid distance = 4.044 Å) and C—H⋯π inter­actions (H⋯centroid distance = 3.116 Å) between one methyl­ene cyclo­hexyl H atom and the benzene ring are also present.

Methyl 3,5-dibromo-4-methylbenzoate

In the title compound, C9H8Br2O2, the mol­ecule is essentially planar with an r.m.s. deviation of 0.0652 Å from the mean plane through all non-H atoms and a dihedral angle of 7.1 (2)° between the benzene ring plane and the carboxyl­ate substituent. In the crystal structure, weak C—H⋯Br hydrogen bonds and weak inter­molecular O⋯Br contacts [3.095 (2) Å], link adjacent mol­ecules into layers parallel to (102). Additional weak inter­molecular C—H⋯O hydrogen bond inter­actions stack the layers above and below the mol­ecular plane and down the a axis.

Bis(1H-imidazole-κN3){2,2′-[propane-1,2-diylbis(nitrilomethylidyne)]diphenolato-κ4O,N,N′,O′}iron(III) perchlorate

The title compound, [Fe(C17H16N2O2)(C3H4N2)2]ClO4, consists of monomeric [Fe(salmen)(HIm)2]+ cations {salmen is the 2,2′-[propane-1,2-diylbis(nitrilo­methyl­idyne)]diphen­olate dianion and HIm is 1H-imiazole} and perchlorate anions. In the cation, the Fe3+ ion is octahedrally coordinated by two N atoms and two O atoms from a tetra­dentate salmen anion and two N atoms from two Him mol­ecules. These ligands are coordinated to the iron ion in a direction perpendicular to the [Fe(salmen)]+ coordination plane. The benzene ring planes in the salmen ligands are oriented nearly parallel to one another inter­molecularly [dihedral angle = 6.36 (3)°]. The dihedral angle between the mean planes through the imidazole rings in the cation is 76.9 (2)°. In the crystal, N—H⋯O inter­actions link the mol­ecules into a one-dimensional double chain running along [101] and C—H⋯O inter­actions link the double chains into a two-dimensional network, running parallel to the ac plane.

Dimethyl 5-amino-2,4,6-triiodoisophthalate

The title compound, C10H8I3NO4, crystallizes with two mol­ecules in the asymmetric unit. The I atoms and the benzene ring plane in the two mol­ecules are approximately coplanar, the I atoms deviating by −0.1631 (1), 0.0704 (1) and −0.0507 (1) Å from the mean plane of the benzene ring in one mol­ecule and by 0.1500 (1), −0.0034 (1) and −0.1213 (1) Å in the other. The planes of the ester groups are almost orthogonal to those of the benzene rings in both mol­ecules, forming dihedral angles of 83.5 (3), 76.4 (3), 97.3 (1) and 75.7 (1)°. The mean planes of the benzene rings in two mol­ecules are inclined at 69.8 (3)° with respect to each other. In the crystal, inter­molecular I⋯O inter­actions link the mol­ecules into infinite chains. In addition, N—H⋯O and non-classical C—H⋯O hydrogen bonds are observed.