Crystal structure of 2-[12-methyl-14-phenyl-10,13,14,16-tetraazatetracyclo[7.7.0.02,7.011,15]hexadeca-1(16),2,4,6,9,11(15),12-heptaen-8-ylidene]propandinitrile
In the title molecule, C22H12N6, the fused tetracyclic core shows a small lengthwise twist as indicated by the dihedral of 2.7 (2)° between the outer rings. In the crystal, molecules stack along the b-axis direction via offset π-stacking [centroid–centroid distances = 3.5282 (13) and 3.5597 (14) Å] with the stacks weakly associated through C—H⋯N hydrogen bonds. The phenyl ring is rotationally disordered over two orientations with an occupancy ratio of 0.516 (4):0.484 (4).
crystal structure; heptaene; propandinitrile; pyrazine scaffold compound; fused tetracyclic core
The title compound, C21H17N7O4, is in an ‘extended’ conformation aided by an intramolecular N—H⋯O hydrogen bond. The pyrazole ring makes dihedral angles of 29.17 (6), 65.47 (4) and 9.91 (7)°, respectively, with the phenyl, pyrrole and benzene rings. In the crystal, molecules are connected by pairs of N—H⋯O and C—H⋯O hydrogen bonds, forming inversion dimers which associate into ribbons running along the b axis through complementary C—H⋯O interactions.
crystal structure; pyrazole; azopyrazole; hydrogen bonding
In the title compound, C15H15N7, the phenyl ring is inclined by 19.86 (5)° to the mean plane of the pyrazolo[3,4-b]pyrazine core. In the crystal, N—H⋯N and C—H⋯N hydrogen bonds form  chains, which stack via π–π interactions [centroid–centroid distance between the pyrazole rings = 3.4322 (7) Å].
crystal structure; pyrazolo[3,4-b]pyrazine; hydrogen bonding; π–π interactions; scaffold compounds
The title compound, C15H14N4O, crystallizes with two molecules in the asymmetric unit with similar conformations (r.m.s. overlay fit for the 20 non-H atoms = 0.175 Å). In the first molecule, the dihedral angles between the planes of the central pyrazole ring and the pendant phenyl and pyrrole rings are 42.69 (8) and 51.88 (6)°, respectively, with corresponding angles of 54.49 (7) and 49.61 (9)°, respectively, in the second molecule. In the crystal, the two molecules, together with their inversion-symmetry counterparts, are linked into tetramers by O—H⋯N hydrogen bonds. The tetramers form layers parallel to (211) through pairwise C—H⋯π interactions.
crystal structure; pyrrole ring; hydrogen bonding; hydroxylamine
The title compound, C16H16N4O2, crystallizes with two molecules in the asymmetric unit, one of which shows disorder of the acetate group over two sets of sites in a 0.799 (2):0.201 (2) ratio. The phenyl group has a similar but opposite sense of twist relative to the pyrazole ring in the two molecules, as indicated by the syn N—N—Car—Car (ar = aromatic) torsion angles of 39.7 (2) and −36.9 (2)°. Each molecule features an intramolecular N—H⋯O hydrogen bond, which closes an S(6) ring. In the crystal, C—H⋯O and C—H⋯N interactions direct the packing into a layered structure parallel to (110).
crystal structure; pyrazole ring; disorder; acrylate compounds
In the title compound, C15H13N3O, the pyrrolyl and phenyl rings make dihedral angles of 58.99 (5) and 34.95 (5)°, respectively, with the central pyrazole ring. In the crystal, weak, pairwise C—H⋯O interactions across centers of symmetry form dimers, which are further associated into corrugated sheets running approximately parallel to (100) via weak C—H⋯N interactions.
crystal structure; pyrazole ring; pyrrolyl ring; dimers
In the title compound, C23H18BrN3OS·0.5H2O, the bromophenyl, phenyl and phenol rings make dihedral angles of 46.5 (1), 66.78 (8) and 15.4 (2)°, respectively, with the mean squares plane of the thiazolidene ring. In the crystal, the lattice water molecule is hydrogen bonded to the phenol group and makes a weaker O—H⋯N connection to an inversion-related molecule, forming a ring while weak pairwise C—H⋯S interactions involving inversion-related molecules form a second ring. Both these motifs result in the formation of two-dimensional networks lying parallel to (10-1).
crystal structure; phenol; C—H⋯S interactions; thiazole scaffold compounds; medicinal applications
The title compound, C21H22N2O, crystallizes with two independent molecules in the asymmetric unit. In both molecules, the anthracene ring systems are almost planar, with maximum deviations of 0.071 (8) and 0.028 (7) Å, and make dihedral angles of 73.4 (2) and 73.3 (2)° with the least-squares planes formed by the four C atoms of the morpholine rings, which adopt a chair conformation. An intramolecular C—H⋯π interaction occurs. In the crystal, the packing is stabilized by weak C—H⋯O hydrogen bonds, which connect pairs of molecules into parallel to the c axis, and C—H⋯π interactions.
crystal structure; C—H⋯π interactions; Schiff bases; anthracene; morpholine; methanimine
In the title molecule, C15H20N4OS2, the acetamido fragment is nearly coplanar with the pyridyl ring [C—N—C—C torsion angle = −4.1 (2)°], while the cyclohexylsulfanyl portion protrudes from this plane [N—C—C—S torsion angle = −40.8 (6)°]. In the crystal, alternating pairwise N—H⋯O and N—H⋯N hydrogen bonds across inversion centres form chains along , which are associated into stepped layers via offset π–π stacking between pyridyl rings [centroid–centroid distance = 3.566 (1) Å]. The cyclohexyl group and the two atoms of the S—C bond attached to it are disordered over two sets of sites with site-occupancy factors of 0.8845 (18) and 0.1155 (18).
crystal structure; acetamido; cyclohexylsulfanyl; hydrogen bonds; π–π stacking
The title compound, C6H6N4S, crystallizes with two independent molecules, A and B, in the asymmetric unit. Both independent molecules are almost planar [maximum deviations of 0.068 (6) Å in molecule A and 0.079 (6) Å in molecule B]. In the crystal, molecules A and B are linked by N—H⋯S, N—H⋯N and C—H⋯S hydrogen bonds, forming a three-dimensional network.
crystal structure; polyfuntional pyridines; 3-cyanopyridine-2(1H)-thiones; hydrogen bonding
The title salt, C3H5N2
−, was obtained during a study of the co-crystallization of N′-[bis(1H-imidazol-1-yl)methylene]isonicotinohydrazide with (1,3-dioxoisoindolin-2-yl)acetic acid under aqueous conditions. The 1,3-dioxoisoindolinyl ring system of the anion is essentially planar [maximum deviation = 0.023 (2) Å]. In the crystal, cations and anions are linked via classical N—H⋯O hydrogen bonds and weak C—H⋯O hydrogen bonds, forming a three-dimensional network. Weak C—H⋯π interactions and π–π stacking interactions [centroid–centroid distances = 3.4728 (13) and 3.7339 (13) Å] also occur in the crystal.
crystal structure; 1H-imidazol-3-ium salt; 2-(1,3-dioxoisoindolin-2-yl)acetate salt; hydrogen bonding; π–π stacking interactions; co-crystallization; pharmaceuticals
In the title compound, C13H18N2O3, the benzene ring makes a dihedral angle of 17.19 (11)° with the least-squares plane formed by the four C atoms of the morpholine ring, which adopts a chair conformation. In the crystal, C—H⋯N hydrogen bonds link the molecules into supramolecular chains running along a 21 screw axis parallel to the b-axis direction. Weak C—H⋯π interactions are also observed.
crystal structure; hydrogen bonding; C—H⋯π interactions; Schiff bases; morpholin-4-amine
In the title compound, C19H25N5O2, the morpholine ring has a chair conformation. The plane of the central benzene ring makes dihedral angles of 88.75 (12) and 60.02 (7)°, respectively, with the mean plane formed by the four planar C atoms of the morpholine ring and with the plane of the triazole ring. In the crystal, molecules are linked via C—H⋯π interactions, forming slabs lying parallel to (10-1). The C atoms of the bridging ethylene group, between the morpholine and benzene rings, and the terminal ethene group of the prop-1-ene substituent attached to the triazole ring, are disordered over two sets of sites, with an occupancy ratio of 0.634 (13):0.366 (13).
crystal structure; Schiff base; morpholine; 1,2,3-triazole; disorder
The asymmetric unit of the title compound, C16H12ClN3S, contains two independent molecules whose conformations differ primarily in the orientations of the phenyl and chlorobenzene rings with respect to the thiazole ring. In the first molecule, the dihedral angles are 3.0 (1) and 9.2 (1)°, respectively, for the phenyl ring and the chlorobenzene ring, while in the second molecule, the corresponding angles are 18.6 (1) and 23.4 (1)°. In the crystal, the two independent molecules are associated via complementary N—H⋯N hydrogen bonds into a dimer. These dimers are associated through weak C—H⋯Cl and C—H⋯S interactions into supramolecular chains propagating along the a-axis direction.
crystal structure; 1,3-thiazole; hydrogen bonding; hydrogen-bonded dimers
The title compound, C14H15N3O4, is nearly planar, the dihedral angle between the planes of the phenyl and pyrazolidine rings being 1.13 (7) Å, and that between the plane of the pyrazolidine ring and the mean plane of the side chain [C—N—C–C(=O)—O; r.m.s. deviation = 0.024 Å] being 2.52 (7)°. This is due in large part to the presence of the intramolecular N—H⋯O and C—H⋯O hydrogen bonds. In the crystal, pairwise N—H⋯O hydrogen bonds form inversion dimers, which are further associated into layers, lying very close to plane (-120), via pairwise C—H⋯O hydrogen bonds. The layers are then weakly connected through C—H⋯O hydrogen bonds, forming a three-dimensional structure.
crystal structure; hydrogen bonding; hydrogen-bonded dimers; pyrazolidine-3,5-dione; aminoacetic acid ester
In the title compound, C26H27N3O5, the β-lactam (azetidin-2-one) ring is nearly planar [maximum deviation = 0.011 (3) Å]. The mean plane formed by the four C atoms of the morpholine ring, which adopts a chair conformation, the benzene ring and the naphthalene ring system form dihedral angles of 72.85 (17), 87.46 (15) and 65.96 (11)°, respectively, with the β-lactam ring. In the crystal, molecules are linked via C—H⋯O hydrogen bonds, forming inversion dimers with R
The β-lactam ring of the title compound, C23H18Cl2N2O5, is nearly planar [maximum deviation = 0.019 (2) Å for the N atom] and its mean plane makes dihedral angles of 56.86 (15), 68.83 (15) and 83.75 (15)° with the dichloro-, nitro- and methoxy-substituted benzene rings, respectively. In the crystal, molecules are linked by pairs of C—H⋯O hydrogen bonds, forming inversion dimers with R
2(10) loops. The dimers are linked by further C—H⋯O hydrogen bonds, forming sheets lying parallel to (001). The molecular packing is further stabilized by C—H⋯π interactions.
The asymmetric unit of the title compound, C10H17N3S, consists of three symmetry-independent molecules with distinctly different conformations, as indicated for example by the C—N—C—C torsion angles of −155.9 (3), 89.9 (3) and 81.1 (4)° along the bond between thiourea and allyl units. In the crystal, molecules are connected via N—H⋯N and N—H⋯S hydrogen bonds into chains extending along  that are further associated through C—H⋯N interactions into layers parallel to (001). The allyl group in one of the independent molecules is disordered over two sets of sites with an occupancy ratio of 0.853 (6):0.147 (6).
In the title compound, C14H13N5OS, the dihedral angle between the fused ring system (r.m.s. deviation = 0.028 Å) and the phenyl ring is 48.24 (4)°. The molecule features both an intramolecular N—H⋯O and an N—H⋯N hydrogen bond. In the crystal, molecules are linked by N—H⋯O and N—H⋯N hydrogen bonds, generating a three-dimensional network. A weak N—H⋯π interaction is also observed.
In the title compound, C16H14N4O2, the pyrazole ring makes a dihedral angle of 10.49 (8)° with its N-bound phenyl group, while it is nearly perpendicular to the other phenyl ring [dihedral angle = 88.47 (5)°]. The molecular conformation is stabilized by intramolecular C—H⋯O and N—H⋯O hydrogen bonds. In the crystal, the packing involves sheets of molecules parallel to (100) linked by N—H⋯O hydrogen bonds. A C—H⋯O interaction is also observed.
In the title compound, C12H13N3O, the morpholine ring adopts a chair conformation and its mean plane is inclined to that of the benzene ring by 16.78 (12)°. The N—N=C—C bridge, which has an E conformation, has a torsion angle of 173.80 (19)°. In the crystal, molecules stack along the a axis but there are no significant intermolecular interactions present.
In the title compound, C22H21N3O5, the β-lactam (azetidin-2-one) ring is nearly planar [maximum deviation = 0.010 (1) Å] and makes dihedral angles of 69.22 (5), 55.32 (5) and 89.42 (4)° with the least-squares planes formed by the four C atoms of the morpholine ring, which adopts a chair conformation, the benzene ring and the xanthene ring system, respectively. In the crystal, C—H⋯O hydrogen-bond contacts connect neighbouring molecules into infinite zigzag chains running parallel to the b axis.
The title compound, C13H16N4O3S2·H2O, crystallizes in a ‘folded’ conformation with the ester group lying over the carbamoyl moiety, with one solvent water molecule. The molecular conformation is stabilized by an intramolecular C—H⋯O hydrogen bond, and an N—H⋯O hydrogen-bonding interaction involving the lattice water molecule. The packing involves N—H⋯N, N—H⋯O, O—H⋯N and O—H⋯O hydrogen bonds and consists of tilted layers running approximately parallel to the c axis, with the ester groups on the outer sides of the layers and with channels running parallel to (101).
In the title molecule, C17H15N3S, the phenyl group makes a dihedral angle of 57.29 (11)° with the mean plane of the triazole ring, which in turn makes an angle of 86.83 (12)° with the plane of the aromatic portion of the tetrahydronaphthalene moiety. In the crystal, molecules are linked by weak C—H⋯S hydrogen bonds into supramolecular chains propagating along the a-axis direction. Weak C—H⋯π interactions are also observed.
In the title compound, C20H18BrN3S, the cyclopentane ring adopts a half-chair conformation. The 4-bromophenyl and phenyl rings make dihedral angles of 34.6 (1) and 68.52 (6)°, respectively, with the dihydrothiazole ring. In the crystal, the molecules pack in sheets approximately parallel to (101) which are formed by weak C—H⋯Br interactions