There are two molecules in the asymmetric unit of the title compound, C23H21BrN2O4, which differ in the conformation of their ethoxy residues, i.e. almost co-planar with the pyridine ring in one molecule [C—O—C—C = −174.0 (2)°] but almost perpendicular in the other [C—O—C—C = 92.8 (3)°]. The dihedral angles between the central pyridine ring and the 4-bromophenyl and 2,4,5-trimethoxyphenyl rings are 11.05 (12) and 63.78 (12)°, respectively, in one molecule; the corresponding angles in the other molecule are 30.38 (13) and 65.38 (13)°, respectively. In the crystal structure, pairs of molecules are arranged in a face-to-face sandwich structure which further stacks along the b axis. The crystal packing features C—H⋯π interactions and Br⋯O [3.5417 (17) Å], Br⋯C [3.748 (3) Å], C⋯N [3.376 (4) Å] and C⋯O [3.351 (3)–3.409 (3) Å] contacts. Finally, π⋯π interactions [centroid⋯centroid distances = 3.6346 (19) and 3.6882 (19) Å] are observed.
The crystal structure of the title compound, C17H15BrO3, a chalcone derivative, exhibits two crystallographically independent molecules per asymmetric unit showing an E conformation about the ethylene double bond. In each molecule, the two phenyl rings are almost coplanar: the mean planes make dihedral angles of 9.3 (2) and 19.4 (2)°. In the crystal, molecules are linked through weak intermolecular C—H⋯O hydrogen bonds.
The title compound, C22H15BrO3S, crystallizes with four molecules in the asymmetric unit. The 4-bromophenyl rings are rotated out of the benzofuran planes, with dihedral angles for the four molecules of 20.8 (2), 17.8 (2), 23.5 (4) and 23.9 (4)°. The dihedral angles between the 3,4-methylenedioxyphenyl ring and the benzofuran plane are 13.5 (2), 7.1 (2), 18.6 (3) and 14.2 (3)° in the four molecules. The crystal structure is stabilized by weak nonclassical intermolecular C—H⋯O hydrogen bonds. The crystal structure also exhibits intermolecular aromatic π–π interactions between the benzene and furan rings and between the 4-bromophenyl and 3,4-methylenedioxyphenyl rings from molecules of the same type; the centroid–centroid distances are 3.92 (1) and 3.79 (1), 3.91 (1), 3.77 (1) and 3.77 (1), and 3.79 (1) and 3.75 (1)Å in the four molecules.
In the title compound, C20H18BrN5, the bromophenyl-substituted quinazoline unit is essentially planar [maximum deviation = 0.098 (3) Å] and makes a dihedral angle of 56.04 (14)° with the imidazole ring. In the crystal, molecules are associated by pairs of N—H⋯N hydrogen bonds to form inversion dimers. All the quinazoline planar systems are oriented almost perpendicular to the  direction, making π–π interactions possible between adjacent dimers [centroid–centroid distances = 3.7674 (16) and 3.7612 (17) Å]. There are also a number of C—H⋯π interactions present. The crystal is a nonmerohedral twin, with a minor twin fraction of 0.47.
In the title molecule, C24H15BrCl2N2O, the dihedral angles betwen the pyrazole ring and its N-bonded phenyl (A) and C-bonded bromobenzene (B) rings are 10.34 (16) and 40.95 (15)°, respectively. The dihedral angle between rings A and B is 56.89 (17)°. The title molecule exists in a trans conformation with respect to the acyclic C=C bond. In the crystal, molecules are linked into inversion dimers by pairs of C—H⋯O hydrogen bonds, generating R
2(14) loops. The crystal structure is further consolidated by C—H⋯π interactions.
In the asymmetric unit of the title nicotinonitrile derivative, C23H21BrN2O4, there are two non-planar independent molecules. The central pyridine ring makes dihedral angles of 9.05 (7) and 77.06 (7)°, respectively, with the 4-bromophenyl and 2,4,6-trimethoxyphenyl rings in one molecule, whereas the corresponding values are 5.96 (7) and 82.37 (7)° in the other. All the three methoxy groups are essentially in the plane of the attached benzene ring [C—O—C—C angles = 2.99 (19), 4.8 (2) and −6.2 (2)° in one molecule, and 2.69 (18), 176.73 (15) and 1.3 (2)° in the other]. The ethoxy group is slightly twisted in one molecule [C—C—O—C = 173.84 (12)°], whereas it is coplanar with the pyridine ring in the other [C—C—O—C = −177.23 (13)°]. Weak intramolecular C—H⋯N interactions generate S(5) ring motifs. In the crystal structure, the molecules are linked by weak intermolecular C—H⋯N and C—H⋯O interactions into a supramolecular three-dimensional network in such a way that the nicotinonitrile units of neighboring molecules are stacked in an antiparallel manner along the c axis. The crystal is further stabilized by C—H⋯π interactions.
The title compound, C15H10Br2O, is a chalcone with 2-bromophenyl and 4-bromophenyl rings bonded to opposite sides of a propenone group. The dihedral angle between mean planes of the benzene rings is 71.3 (1)°. The angle between the mean plane of the prop-2-ene-1-one group and the mean planes of the 2-bromophenyl and 4-bromophenyl rings are 64.2 (9) and 71.3 (1)°, respectively. A weak intermolecular C—H⋯O interaction and two weak C—Br⋯π interactions are observed, which contribute to the stability of the crystal packing.
The title compound, C17H15BrO2, consists of two substituted benzene rings connected by a prop-2-en-1-one group. The molecule is nearly planar and adopts an E configuration. The dihedral angle between the two benzene rings is 8.51 (19)°. The enone plane makes dihedral angles of 11.06 (19) and 7.69 (19)°, respectively, with the bromophenyl and ethoxyphenyl rings. The molecules are linked by C—H⋯O hydrogen bonds to form a zigzag ribbon-like structure along the b direction. The crystal structure is stabilized by weak intra- and intermolecular C—H⋯O interactions.
The molecule of the title pyrazole derivative, C18H19BrN4S, is twisted. The central pyrazole ring, which adopts a flattened envelope conformation, is almost coplanar with the 4-bromophenyl ring, whereas it is inclined to the 4-(dimethylamino)phenyl ring making dihedral angles of 1.68 (6) and 85.12 (6)°, respectively. The dihedral angle between the two benzene rings is 86.56 (6)°. The dimethylamino group is slightly twisted from the attached benzene ring [C—C—N—C torsion angles = 8.4 (2) and 8.9 (2)°]. In the crystal, molecules are linked by intermolecular N—H⋯S hydrogen bonds into chains along . The crystal is further stabilized by C—H⋯π interactions.
The asymmetric unit of the title compound, C11H11BrN2O4, contains two crystallographically independent molecules in which the bromophenyl rings are oriented at dihedral angles of 39.28 (3)°. The dioxolane rings adopt envelope conformations. Intramolecular N—H⋯O hydrogen bonds result in the formation of four five-membered rings, having planar and envelope conformations. In the crystal structure, intermolecular N—H⋯O hydrogen bonds link molecules into chains along the b axis, forming R
2(8) ring motifs.
In the title compound, C25H21BrN2O3·H2O, the benzimidazole fragment and the water molecule of crystallization are each disordered over two sets of sites of equal occupancy. The dihedral angles between the least-squares planes of the benzimidazole and the 3-ethoxy- and 4-bromobenzene rings are 86.9 (6) and 85.1 (1)°, respectively in one disorder component. The crystal packing is stabilized by intermolecular O—H⋯O, O—H⋯N and N—H⋯N hydrogen bonds, which link the molecules into chains along the a axis.
The title compound, C17H16Br2O3, which is a restricted commercial acaricide (common name bromopropylate), has two independent and conformationally similar molecules in the asymmetric unit [dihedral angles between the planes of the two phenyl rings = 68.7 (4) and 77.4 (5)°]. The C atoms of the isopropyl group of one of the molecules are disordered over two sites with occupancies of 0.638 (16) and 0.362 (16). Minor non-merohedral twinning was also present in the crystal. Intermolecular O—H⋯O hydrogen-bonding interactions involving the hydroxy groups and carboxyl O-atom acceptors give separate centrosymmetric homodimers through cyclic hydrogen-bonding motifs [graph set R
The asymmetric unit of the title compound, C15H10Br2O3, consists of three crystallographically independent molecules (A, B and C). The phenyl rings in molecules A, B and C make dihedral angles of 6.1 (3), 3.2 (2) and 54.6 (2)° to each other, respectively. In the crystal, molecules are linked into two-dimensional layers parallel to the ab plane by intermolecular C—H⋯O hydrogen bonds. The crystal structure is further stabilized by C—H⋯π interactions. The studied crystal is an inversion twin, the refined ratio of the twin components being 0.128 (8):0.872 (8).
In the title compound, C11H13BrN2OS, there are two independent molecules (A and B) in the asymmetric unit. The dihedral angle between the mean planes of the benzene ring and the carbamothioyl group is 63.66 (molecule A) and 80.3 (0)° (molecule B). The butanamide group in molecule A is disordered [0.532 (6) and 0.468 (6) occupancy]. The carbamothioyl group is twisted by 63.6 (6) (molecule A) and 80.3 (0)° (molecule B) from the respective benzene ring. A strong intramolecular N—H⋯O hydrogen bond occurs in each molecule. The crystal packing is stabilized by weak intermolecular N—H⋯O and N—H⋯S hydrogen-bond interactions, the latter forming an infinite co-operative hydrogen-bonded two-dimensional network along .
In the title molecule, C23H15BrO, the prop-2-en-1-one unit is planar and it makes dihedral angles of 20.9 (1) and 45.8 (1)°, respectively, with the 4-bromophenyl ring and the anthracene ring system. The interplanar angle between the 4-bromophenyl ring and the anthracene ring system is 35.52 (7)°. In the crystal structure, molecules are linked into dimers by C—H⋯Br hydrogen bonds, and the dimers are linked into a zigzag network parallel to the bc plane by weak C—H⋯O hydrogen bonds and C—H⋯π interactions involving the central benzene ring of the anthracene ring system.
The asymmetric unit of the title compound, C15H10BrNO4S, contains two different conformers in which the benzisothiazole rings are essentially planar, with r.m.s. deviations of 0.012 and 0.017 Å. The mean planes of the benzene rings form dihedral angles 70.49 (13) and 72.79 (11)° with the benzisothiazole rings. The orientation of the Br atoms in the two conformers exhibit the most pronounced difference, with opposing orientations in the two molecules. The crystal structure is stabilized by π–π interactions between the benzene rings of the benzisothiazole moieties of one molecule and bromobenzene rings of the other molecule, with distances between the ring centroids of 3.599 (3) and 3.620 (3) Å, respectively. The crystal packing is further consolidated by pairs of weak intermolecular C—H⋯O hydrogen bonds, which form inversion dimers.
There are two independent molecules in the asymmetric unit of the title compound, C21H18BrFO3, in which the dihedral angles between the fluorophenyl and bromophenyl groups are 77.0 (1) and 85.8 (1)°. In one of the molecules, two methine C—H groups of the cyclohexene ring are disordered over two sets of sites in a 0.53 (2):0.47 (2) ratio. In both molecules, the atoms of the ethyl group were refined as disordered over two sets of sites with occupancies of 0.67 (2):0.33 (2) and 0.63 (4):0.37 (4). The cyclohexene rings have slightly distorted sofa conformations in both molecules. In the crystal, C—H⋯O interactions link molecules into chains along the b axis.
The molecule of the title chalcone derivative, C18H17BrO4, is twisted, the dihedral angle between the 4-bromophenyl and 2,4,6-trimethoxyphenyl rings being 39.17 (6)°. The three methoxy groups are oriented in two different conformations whereby two methoxy groups are coplanar, whereas the third is twisted with respect to the attached benzene ring [C—O—C—C torsion angles of −2.84 (18), −2.80 (18) and −9.31 (18)°]. Weak intramolecular C—H⋯O interactions generate two S(5) and one S(6) ring motifs. In the crystal structure, molecules are linked into supramolecular sheets parallel to the bc plane by weak C—H⋯O interactions. These sheets are stacked along the a axis. The crystal structure is further stabilized by weak C—H⋯π interactions.
The title compound, C14H11BrN4O4, contains 3-bromophenyl and 2,4-dinitrophenyl groups on opposite sides of a hydrazone unit and crystallizes with two molecules in the asymmetric unit. The dihedral angles between the two ring systems in each molecule are 2.0 (1) and 2.5 (4)°. Weak C—H⋯O hydrogen bonds and weak π–π stacking interactions [centroid–centroid distance = 3.7269 (14) Å] help to establish the packing. Intramolecular N—H⋯O hydrogen bonds are also observed. On one of the rings, the Br atom is disordered over two equivalent positions of the phenyl ring [occupancy ratio 0.8734 (10):0.1266 (10).
The pyrazole ring in the title compound, C25H19BrN2O2, is almost planar (r.m.s. deviation = 0.003 Å) and forms dihedral angles of 7.56 (13) and 56.48 (13)° with the N- and C-bound benzene rings, respectively. The prop-2-en-1-one residue has an E conformation about the C=C double bond [1.328 (4) Å] and is almost coplanar with the pyrazole ring [C—C—C—C torsion angle = −174.4 (3)°]. A twist between the prop-2-en-1-one unit and the terminal benzene ring is evident [C—C—C—C torsion angle = −15.4 (4)°]. In the crystal, molecules are consolidated into a three-dimensional architecture by C—H⋯O, C—H⋯π and π–π [centroid–centroid separation = 3.7597 (16) Å] interactions.
In the structure of the title compound, C20H15BrN4O·C2H6O, the hydrogenated pyridinone ring adopts an envelope conformation. The dihedral angle between the bromo-substituted phenyl ring and the pyrazole ring is 79.6 (1)°, and that between the non-substituted phenyl ring and the pyrazole ring is 51.2 (1)°. In the crystal structure, molecules are linked via intermolecular N—H⋯O and O—H⋯N hydrogen bonds. A short intermolecular N⋯Br contact [3.213 (4) Å] is present in the crystal structure.
In the title molecule, C21H14BrFN4O4, the mean planes of the two nitro groups form dihedral angles of 3.1 (2) and 7.1 (5)° with the benzene ring to which they are attached. The dinitro-substituted ring forms dihedral angles of 8.6 (2) and 71.9 (2)° with the bromo- and fluoro-substituted benzene rings, respectively. The dihedral angle between the bromo- and fluoro-substituted benzene rings is 80.6 (2)°. There is an intramolecular N—H⋯O hydrogen bond. In the crystal, pairs of weak C—H⋯O hydrogen bonds form inversion dimers. In addition, π–π stacking interactions between the bromo- and dinitro-substituted rings [centroid–centroid separation = 3.768 (2) Å] are observed.
In the title compound, C21H13BrO4S·C6H6, the O atom and the phenyl group of the phenylsulfinyl substituent are located on opposite sides of the mean plane of the 5,6-methylenedioxybenzofuran fragment; the phenyl ring is almost perpendicular to this plane [83.66 (6)°]. The 4-bromophenyl ring is rotated slightly out of the 5,6-methylenedioxybenzofuran plane, making a dihedral angle of 2.9 (1)°. The crystal structure is stabilized by intermolecular C—H⋯O hydrogen bonds and intermolecular C—H⋯π interactions. The crystal structure also exhibits π–π interactions between the benzene ring and the 4-bromophenyl ring of an adjacent molecule [centroid–centroid distance = 3.586 (3) Å].
The structure of the title compound, C15H10BrClO, comprises two substituted benzene rings bridged by a prop-2-en-1-one group and exists in an E configuration about the C=N double bond. The dihedral angle formed between the 4-bromophenyl and 2-chlorophenyl rings is 23.77 (18)°. In the crystal structure, the molecules are linked by weak C—H⋯O interactions, forming a supramolecular zigzag chain. Intramolecular C—H⋯Cl and C—H⋯O hydrogen bonds are also present.
In the title compound, C18H17BrO4, the dihedral angle between the 4-bromophenyl and 3,4,5-trimethoxyphenyl rings is 44.18 (6)°. In the crystal structure, the molecules are linked by C—H⋯O and C—H⋯π interactions.