RESUMEN
In the crystal structure of the title compound, C13H11ClN2O2, the mol-ecules form a three-dimensional network based on two types of hydrogen bonds between NH groups and the carbonyl oxygen atoms and amides. The mol-ecule is highly twisted, as evidenced by the dihedral angle between the 6-oxo-1,6-di-hydro-pyridine and benzene rings [88.1â (2)°].
RESUMEN
Crystals of the title compound, C12H8Cl2N2O2, were obtained by slow evaporation of an ethano-lic solution. An intra-molecular amideN-Hâ¯O=Clactam hydrogen bond is observed. In the crystal, two mol-ecules pair up to form a centrosymmetric lactam-lactam dimers (LLD) by N-Hâ¯O=C hydrogen bonds, whereas the O=Camide group of the mol-ecule does not participate in hydrogen bonding.
RESUMEN
In the title compound, C19H20Cl2N2O, the seven-membered 1,4-diazepane ring adopts a chair conformation while the 4-chloro-phenyl substituents adopt equatorial orientations. The chloro-phenyl ring at position 7 is disordered over two positions [site occupancies 0.480â (16):0.520â (16)]. The dihedral angle between the two benzene rings is 63.0â (4)°. The methyl groups at position 3 have an axial and an equatorial orientation. The compound exists as a dimer exhibiting inter-molecular N-Hâ¯O hydrogen bonding with R 2 2(8) graph-set motifs. The crystal structure is further stabilized by C-Hâ¯O hydrogen bonds together with two C-Clâ¯π (ring) inter-actions. The geometry was optimized by DFT using the B3LYP/6-31â G(d,p) level basis set. In addition, the HOMO and LUMO energies, chemical reactivity parameters and mol-ecular electrostatic potential were calculated at the same level of theory. Hirshfeld surface analysis indicated that the most important contributions to the crystal packing are from Hâ¯H (45.6%), Clâ¯H/Hâ¯Cl (23.8%), Hâ¯C/Câ¯H (12.6%), Hâ¯O/Oâ¯H (8.7%) and Câ¯Cl/Clâ¯C (7.1%) inter-actions. Analysis of the inter-action energies showed that the dispersion energy is greater than the electrostatic energy. A crystal void volume of 237.16â Å3 is observed. A mol-ecular docking study with the human oestrogen receptor 3ERT protein revealed good docking with a score of -8.9 kcal mol-1.
RESUMEN
In the title compound, C16H21N3O4, the 1,4-di-hydro-pyridine ring adopts a flattened boat conformation, with the imidazole substituent in an axial orientation [dihedral angle between ring planes = 82.9â (6)°]. In the crystal structure, pairs of N-Hâ¯O and N-Hâ¯N hydrogen bonds with graph-set notation R 2 2(14) connect the mol-ecules into chains running along the c-axis direction.
RESUMEN
In the extended structure of the title mol-ecular salt, C6H9N2 +·C7H7O3S-, the cations and anions are linked by N-Hâ¯O hydrogen bonds to generate [010] chains.
RESUMEN
In the title compound, [Cd(NO3)2(C13H11N3)2], the CdII atom lies on a twofold rotation axis and is coordinated by four N atoms and two O atoms, provided by two bidentate 2-(1H-benzimidazol-2-yl)aniline ligands, and two nitrato O atoms, forming a distorted octa-hedral geometry [range of bond angles around the Cd atom = 73.82â (2)-106.95â (8)°]. In the ligand, the dihedral angle between the aniline ring and the benzimidazole ring system is 30.43â (7)°. The discrete complex mol-ecule is stabilized by an intra-molecular N-Hâ¯O hydrogen bond. In the crystal, inter-molecular N-Hâ¯O hydrogen bonds link the mol-ecules, forming a three-dimensional network.
RESUMEN
In the title compound, C24H31N3O2, the mean plane of the central pyrazole ring [r.m.s. deviation = 0.095â Å] makes dihedral angles of 11.93â (9) and 84.53â (8)°, respectively, with the phenyl and benzene rings. There is a short intra-molecular N-Hâ¯N contact, which generates an S(5) ring motif. In the crystal, pairs of N-Hâ¯O hydrogen bonds link inversion-related mol-ecules into dimers, generating an R 2 2(8) ring motif. The Hirshfeld surface analysis indicates that the most significant contribution involves Hâ¯H contacts of 68.6.
RESUMEN
The crystal structures of three isomeric compounds of formula C14H13Cl2NO2S, namely 3,5-di-chloro-N-(2,3-di-methyl-phen-yl)-benzene-sulfonamide (I), 3,5-di-chloro-N-(2,6-di-methyl-phen-yl)benzene-sulfonamide (II) and 3,5-di-chloro-N-(3,5-di-methyl-phen-yl)benzene-sulfonamide (III) are described. The mol-ecules of all the three compounds are U-shaped with the two aromatic rings inclined at 41.3â (6)° in (I), 42.1â (2)° in (II) and 54.4â (3)° in (III). The mol-ecular conformation of (II) is stabilized by intra-molecular C-Hâ¯O hydrogen bonds and C-Hâ¯π inter-actions. The crystal structure of (I) features N-Hâ¯O hydrogen-bonded R22(8) loops inter-connected via C(7) chains of C-Hâ¯O inter-actions, forming a three-dimensional architecture. The structure also features π-π inter-actions [Cgâ¯Cg = 3.6970â (14)â Å]. In (II), N-Hâ¯O hydrogen-bonded R22(8) loops are inter-connected via π-π inter-actions [inter-centroid distance = 3.606â (3)â Å] to form a one-dimensional architecture running parallel to the a axis. In (III), adjacent C(4) chains of N-Hâ¯O hydrogen-bonded mol-ecules running parallel to [010] are connected via C-Hâ¯π inter-actions, forming sheets parallel to the ab plane. Neighbouring sheets are linked via offset π-π inter-actions [inter-centroid distance = 3.8303â (16)â Å] to form a three-dimensional architecture.
RESUMEN
The syntheses and crystal structures of the isomeric 4-bromo-N-[(2-nitro-phen-yl)sulfon-yl]benzamide, (I), and 4-bromo-N-[(4-nitro-phen-yl)sulfon-yl]benzamide, (II), are described (mol-ecular formula = C13H9BrN2O5S in each case). The asymmetric unit of (I) contains two independent mol-ecules [(IA) and (IB)], while that of (II) contains one mol-ecule. The benzoic acid aromatic ring of mol-ecule (IA) is disordered due to rotation about the Car-C(=O) bond over two orientations in a 0.525â (9):0.475â (9) ratio. The dihedral angle between the benzene rings is 85.9â (3)° in (IA) and 65.22â (19)° in (IB), while in (II), the corresponding value is 56.7â (7)°. In the crystals of (I) and (II), N-Hâ¯O, C-Hâ¯O and C-Hâ¯π inter-actions generate three-dimensional networks.
RESUMEN
In the title compounds, C11H13N3O2S, (I), and C16H15N3O2S, (II), the thio-semicarbazone group adopts an extended conformation. The acetate ester (I) crystallizes with two independent mol-ecules in the asymmetric unit. In the benzoate ester (II), the planes of the two aryl rings are inclined to one another by 46.70â (7)°. In both compounds, there is a short intra-molecular N-Hâ¯N contact present, forming an S(5) ring motif. In the crystals of both compounds, mol-ecules are linked via pairs of N-Hâ¯S hydrogen bonds, forming dimers with R22(8) ring motifs. The dimers are linked by N-Hâ¯S and N-Hâ¯O hydrogen bonds, forming slabs parallel to (01-1). In (I), there are N-Hâ¯π and C-Hâ¯π inter-actions present within the slabs, while in (II), there are only N-Hâ¯π inter-actions present.
RESUMEN
We describe the syntheses and crystal structures of two indole derivatives, namely a second monoclinic polymorph of ethyl 5-chloro-1H-indole-2-carboxyl-ate C11H10ClNO2, (I), and ethyl 5-chloro-3-iodo-1H-indole-2-carboxyl-ate, C11H9ClINO2, (II). In their crystal structures, both compounds form inversion dimers linked by pairs of N-Hâ¯O hydrogen bonds, which generate R 2 (2)(10) loops. The dimers are linked into double chains in (I) and sheets in (II) by a variety of weak inter-actions, including π-π stacking, C-Iâ¯π, C-Cl-π inter-actions and Iâ¯Cl halogen bonds.
RESUMEN
The crystal structures of two N-(aryl-sulfon-yl)aryl-amides, namely N-(3-fluoro-benzo-yl)benzene-sulfonamide, C13H10FNO3S, (I), and N-(3-fluoro-benzo-yl)-4-methyl-benzene-sulfonamide, C14H12FNO3S, (II), are described and compared with related structures. The dihedral angle between the benzene rings is 82.73â (10)° in (I) compared to 72.60â (12)° in (II). In the crystal of (I), the mol-ecules are linked by C-Hâ¯O and C-Hâ¯π inter-actions, resulting in a three-dimensional grid-like architecture, while C-Hâ¯O inter-actions lead to one-dimensional ribbons in (II). The crystals of both (I) and (II) feature strong but non-structure-directing N-Hâ¯O hydrogen bonds with R 2 (2)(8) ring motifs. The structure of (I) also features π-π stacking inter-actions.
RESUMEN
The crystal structures of three N-aryl-sulfonyl-4-fluoro-benzamides, namely 4-fluoro-N-(2-methyl-phenyl-sulfon-yl)benzamide, C14H12FNO3S, (I), N-(2-chloro-phenyl-sulfon-yl)-4-fluorobenzamide, C13H9ClFNO3S, (II), and N-(4-chloro-phenyl-sulfon-yl)-4-fluoro-benzamide monohydrate, C13H9ClFNO3S·H2O, (III), are described and compared with related structures. The asymmetric unit of (I) contains two independent mol-ecules (A and B), while that of (II) contains just one mol-ecule, and that of (III) contains a mol-ecule of water in addition to one main mol-ecule. The dihedral angle between the benzene rings is 82.83â (11)° in mol-ecule A and 85.01â (10)° in mol-ecule B of (I), compared to 89.91â (10)° in (II) and 81.82â (11)° in (III). The crystal structure of (I) features strong N-Hâ¯O hydrogen bonds between the A and B mol-ecules, resulting in an R 4 (4)(16) tetra-meric unit. These tetra-meric units are connected into sheets in the bc plane by various C-Hâ¯O inter-actions, and adjacent sheets are further inter-linked via C-Hâ¯πar-yl inter-actions, forming a three-dimensional architecture. The crystal structure is further stabilized by πar-yl-πar-yl and S=Oâ¯πar-yl inter-actions. In the crystal of (II), mol-ecules are connected into R 2 (2)(8) and R 2 (2)(14) dimers via N-Hâ¯O hydrogen bonds and C-Hâ¯O inter-actions, respectively; the dimers are further inter-connected via a weak C=Oâ¯πar-yl inter-action, leading to the formation of chains along [1-10]. In the crystal of (III), N-Hâ¯O and O-Hâ¯O hydrogen bonds involving both the main mol-ecule and the solvent water mol-ecule results in the formation of sheets parallel to the bc plane. The sheets are further connected by C-Hâ¯O inter-actions and weak C-Clâ¯πar-yl, C-Fâ¯πar-yl and S=Oâ¯πar-yl inter-actions, forming a three-dimensional architecture.
RESUMEN
In the title compound, C27H21FN2O4, the mean planes of the indole ring systems (r.m.s. deviations = 0.0263 and 0.0160â Å) are approximately perpendic-ular to one another, making a dihedral angle of 84.0â (5)°; the fluoro-benzene ring is twisted with respect to the mean planes of the two indole ring systems at 89.5â (5) and 84.6â (3)°. In the crystal, pairs of N-Hâ¯O hydrogen bonds link the mol-ecules into inversion dimers, which are further linked by N-Hâ¯O hydrogen bonds into supra-molecular chains propagated along the b-axis direction. Weak C-Hâ¯π inter-actions are observed between neighbouring chains.
RESUMEN
The title compound, C11H9N5OS2, a 1-thio-phen-2-yl-methyl-ene-amino-pyrimidine derivative, displays an essentially planar C-NH2 group. The conformation across the N=C bond linking the pyrimidine and thienyl groups is E. The pyrimidine and thienyl ring systems subtend an inter-planar angle of 42.72â (5)°. In the crystal, mol-ecules are linked by N-Hâ¯Nnitrile and N-Hâ¯O=C hydrogen bonds, forming chains parallel to the b axis.
RESUMEN
In the title piperidine derivative, C21H22Cl2N2O, the piperidine ring adopts a chair conformation. The chloro-phenyl rings are oriented at an angle of 45.59â (14)° with respect to each other. In the crystal, mol-ecules are linked via N-Hâ¯O hydrogen bonds, forming C(4) chains along [100]. The chains are linked by C-Hâ¯O hydrogen bonds, forming sheets parallel to the ab plane. Within the sheets, there are N-Hâ¯π inter-actions present. The crystal studied was refined as an inversion twin.
RESUMEN
In the title pyrrolizidine derivative, C33H26F2N2O2, both pyrrolidine rings of the pyrrolizidine moiety adopt an envelope conformation. The di-fluoro-phenyl group is oriented at an angle of 54.3â (1)° with respect to the oxindole moiety. The crystal packing features an N-Hâ¯O hydrogen bond, which forms an R 2 (2)(8) motif, and a C-Hâ¯O inter-action, which generates a C(8) chain along [010]. In addition, this chain structure is stabilized by C-Hâ¯π inter-actions. In one of the pyrrolidine rings, the methyl-ene group forming the flap of an envelope and the H atoms of the adjacent methyl-ene groups are disordered over two sets of sites, with site-occupancy factors of 0.571â (4) and 0.429â (4).
RESUMEN
The title compound, C20H16ClNO3S, is built up from three fused rings, one five- and two six-membered rings, linked to a 3-eth-oxy-carbonyl group and to a 4-chloro-phenyl ring. The hydropyran ring has a flattened envelope conformation, with the C atom substituted by the 4-chloro-phenyl ring as the flap (displaced by 0.077â (2)â Å from the plane through the other atoms). The fused three-ring system is quasi-planar (r.m.s. deviation = 0.057â Å), with the largest deviation from the mean plane being 0.106â (1)â Å for the C atom substituted by the 4-chloro-phenyl ring. The 4-chloro-phenyl ring is approximately perpendicular to the mean plane of the fused ring system, as indicated by the dihedral angle of 77.32â (6)° between their mean planes. There is an intra-molecular N-Hâ¯O hydrogen bond forming an S(6) ring motif. In the crystal, mol-ecules are linked by pairs of N-Hâ¯O hydrogen bonds, forming inversion dimers with an R 2 (2)(12) ring motif. There are also short inter-molecular Clâ¯O inter-actions present [3.1226â (12)â Å] between neighbouring mol-ecules.
RESUMEN
In the cation of the title salt, [Ag(C13H11N3)2]NO3, the Ag(I) atom lies on a crystallographic inversion center and is coordinated by four N atoms from two bidentate 2-(1H-benzimidazol-2-yl)aniline ligands in a distorted square-planar geometry. The Ag-N(aniline) bond [2.729â (2)â Å] is significantly longer than the Ag-N(imidazole) bond [2.165â (1)â Å]. In the ligand, the aniline ring is twisted by 37.87â (6)° from the mean plane of the benzimidazole ring system. The nitrate anion lies on a crystallographic twofold rotation axis which passes through the N atom and one of the O atoms. In the crystal, N-Hâ¯O hydrogen bonds link the components, forming a layer parallel to the bc plane.
RESUMEN
The title compound, C24H31NO3 {systematic name: (E)-3-[(1R*,2S*,4aS*,8aR*)-2-(benzo[d][1,3]dioxol-5-yl)-1,2,4a,5,6,7,8,8a-octa-hydro-naphthalen-1-yl]-N-iso-butyl-acryl-amide}, is a natural product isolated from the stem bark of B. obscura. It is composed of an octa-hydro-naphthalene ring system substituted with an essentially planar benzodioxole ring system [r.m.s. deviation = 0.012â Å] and an extended iso-butyl-acryl-amide group. In the crystal, mol-ecules are linked by N-Hâ¯O hydrogen bonds, forming chains propagating along [100]. The chains are linked by pairs of C-Hâ¯O hydrogen bonds, involving inversion-related benzodioxole ring systems, forming ribbons lying parallel to (010). There are also C-Hâ¯π inter-actions present within the ribbons.