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In the title compound, C35H28Br2N2O2, the piperidone ring adopts a chair conformation and the five-membered ring of the pyrrolidine ring adopts an envelope conformation. The naphthalene ring system makes dihedral angles of 37.12 (8) and 50.62 (9)° with the terminal bromo-substituted benzene rings. The dihedral angle between the two bromo-substituted benzene rings is 72.54 (10)°. In the crystal, adjacent mol­ecules are connected by a pair of inter­molecular C—H⋯O hydrogen bonds, forming an inversion dimer. An intra­molecular O—H⋯N hydrogen bond is also present.

In the title pyrrolidine compound, C30H24Br2N2O3, the two fused pyrrolidine rings adopt envelope and twisted conformations, whereas the piperidine ring adopts an envelope conformation. The essentially planar 2,3-dihydro­indanone unit [maximum deviation = −0.0163 (19) Å] is inclined at inter­planar angles of 14.29 (9) and 61.07 (9)° to the two benzene rings. In the crystal, adjacent mol­ecules are linked into dimers by inter­molecular O—H⋯N and C—H⋯O hydrogen bonds. Short inter­molecular Br⋯Br inter­actions [3.5140 (6) Å] further inter­connect these dimers into double dimeric columns along the b axis.

The title compound, [CuI(C19H20Br2N2)], lies across a crystallographic mirror plane. The coordination around the copper centre is distorted trigonal planar, with a bite angle of 94.7 (3)°. A six-membered chelate ring in a chair conformation is formed by the coordination of the imine N atoms of the bidentate ligand to the CuI atom. This conformation is required by the crystallographic mirror symmetry. The inter­planar angle between the benzene rings is 74.85 (19)°. The crystal structure exhibits weak inter­molecular C—H⋯π inter­actions, which link the mol­ecules into chains along the b axis.

In the title compound, C18H17NO, the dihydro­indene ring system is approximately planar, with a maximum deviation of 0.041 (2) Å. This ring system is almost coplanar with the benzene ring, making a dihedral angle of 5.22 (9)°. In the crystal, inter­molecular C—H⋯O hydrogen bonds link the mol­ecules into chains along the b axis.

In the mol­ecule of the title compound, C16H10BrFO, the indane ring system is planar with a maximum deviation of 0.020 (3) Å. An intra­molecular C—H⋯O inter­action results in the formation of a planar ring, which is oriented at dihedral angles of 2.24 (3) and 2.34 (3)° with respect to the adjacent rings. π–π contacts between the benzene and indane rings [centroid–centroid distances = 3.699 (1) and 3.786 (1)Å] may stabilize the crystal structure.

In the title compound, C16H11ClO, the dihedral angle between the almost planar dihydro­indene ring system (r.m.s. deviation = 0.009 Å) and the chloro­benzene ring is 3.51 (14)°. In the crystal, mol­ecules are connected by C—H⋯O and weak C—H⋯Cl inter­actions, forming infinite layers parallel to (101).

In the title compound, C16H13BrFN3O2S, the dihedral angle between the aromatic rings is 2.55 (19)° and the C=N—N=C torsion angle is 178.9 (3)°. The conformation of the thia­zine ring is an envelope, with the S atom displaced by −0.811 (3) Å from the mean plane of the other five atoms (r.m.s. deviation = 0.042 Å). In the crystal, C—H⋯O inter­actions link the mol­ecules and weak aromatic π–π stacking between the fluoro­benzene and bromo­benzene rings [centroid–centroid separation = 3.720 (2) Å and inter­planar angle = 2.6 (2)°] is also observed.

In the title compound, C33H26Br2N2O2, the piperidine group adopts an envelope conformation while the two pyrrolidine groups adopt half-chair and envelope conformations. The dihydro­acenaphthyl­ene group is almost planar, with a maximum deviation of 0.105 (1) Å. The dihedral angle between the two bromo­phenyl rings is 60.19 (8)°. An intra­molecular O—H⋯N inter­action is observed, generating an S(5) ring motif. The crystal structure is stabilized by inter­molecular C—H⋯O inter­actions. Short Br⋯Br [3.461 (1) Å] and Br⋯C [3.322 (2) Å] inter­molecular contacts are observed, as well as π–π inter­actions [centroid–centroid distance = 3.793 (1) Å].

In the title compound, C22H17BrN2O4S, the central dihydropyrimidine ring, with a chiral C atom, is significantly puckered and adopts a half-chair conformation with the chiral C atom displaced from the mean plane of the remaining ring atoms by 0.305 (6) Å. The hydroxy-phenyl ring is positioned axially to the pyrimidine ring and almost bisects it, the dihedral angle between the mean-planes of the two rings being 89.78 (12)°. The meth­oxy­carbonyl group is disordered over two sites with an occupancy ratio of 0.568 (5):0.432 (5), resulting in a major and a minor conformer. In the crystal, O—H⋯N and C—H⋯S inter­actions result in sheets along the c axis. The supra­molecular assembly is stabilized by π–π stacking inter­actions between the 2-bromo­benzyl­idene and thia­zolopyrimidine rings [centroid–centroid distance = 3.632 (1) Å]. In addition, C—H⋯π inter­actions are also observed in the crystal structure.

The mol­ecule of the title compound, C19H20Br2N2, is a potential bidentate Schiff base ligand. The two benzene rings are inclined at a dihedral angle of 30.85 (8)°. An inter­esting feature of the crystal structure is a weak inter­molecular Br⋯Br [3.4752 (4) Å] inter­action which is shorter than the sum of the van der Waals radii of the Br atoms and links neighbouring mol­ecules into chains along the c axis. The crystal structure is further stabilized by inter­molecular C—H⋯π inter­actions.

The title compound, C9H9BrN2O2, crystallizes with two independent but essentially identical mol­ecules in the asymmetric unit. Each mol­ecule adopts a trans configuration with respect to the C=N bond. In one of the mol­ecules, the dihedral angle between the benzene ring and the hydrazinecarboxylic acid plane is 24.9 (2)°, and that in the other mol­ecule is 16.1 (2)°. The mol­ecules are linked into a three-dimensional network via inter­molecular N—H⋯O, C—H⋯O, C—H⋯N and C—H⋯Br hydrogen bonds. An intramolecular N—H⋯O hydrogen bond is also present.

The title indan-1-one derivative, C16H11BrO, is planar, the r.m.s. deviation for all 18 non-H atoms being 0.071 Å. The configuration about the C=C bond [1.337 (5) Å] is E. In the crystal, supra­molecular layers in the ab plane are formed by C—H⋯O inter­actions, involving the bifurcated carbonyl O atom, as well as C—H⋯π inter­actions. The studied crystal was an inversion twin.

The title compound, C10H11BrN2O2, crystallizes with two independent mol­ecules in the asymmetric unit, in which the dihedral angles between the benzene ring and the hydrazine carboxylic acid mean plane are 3.0 (4) and 45.3 (3)°. The mol­ecules are linked into a one-dimensional network by inter­molecular N—H⋯O hydrogen bonds.

The title compound, C14H10BrFN2O, adopts an E geometry about the C=N bond. The dihedral angle between the mean planes of the two benzene rings is 81.5 (6)°. In the crystal, mol­ecules are linked through inter­molecular N—H⋯O hydrogen bonds, forming chains running along the b axis.

In the title compound, C16H13BrN4O4S, the dihedral angle between the aromatic rings is 4.1 (2)° and the C=N—N=C torsion angle is 175.5 (3)°. The nitro group is almost coplanar with the benzene ring to which it is attached [dihedral angle = 2.9 (7)°]. The thia­zine ring has an S-envelope conformation with the S atom displaced by 0.819 (3) Å from the mean plane of the other five atoms (r.m.s. deviation = 0.017 Å). In the crystal, C—H⋯O inter­actions link the mol­ecules and weak aromatic π–π stacking [centroid–centroid separation = 3.874 (2) Å] is also observed.

In the title compound, C14H13BrN2O2S, a novel sulfonamide derivative, inter­molecular N—H⋯O and C—H⋯O hydrogen bonds link neighbouring mol­ecules into different dimers along the b axis, generating R 2 2(8) and R 2 2(16) ring motifs. The dihedral angle between the benzene rings is 82.39 (13)°. The crystal structure is further stabilized by inter­molecular π–π stacking inter­actions [centroid–centroid distances = 3.867 (2)–3.9548 (8) Å].

The mol­ecule of the title Schiff base compound, C16H14Br2N2, lies across a crystallographic inversion centre. The C=N bond adopts a trans configuration. The imino group is coplanar with the benzene ring. Within the mol­ecule, the planar units are parallel, but extend in opposite directions from the dimethyl­ene bridge. The inter­esting feature of the structure is the weak Br⋯Br inter­action [3.7501 (2) Å] linking the mol­ecules into chains along the c axis. These chains are stacked along the b axis.

In the title compound, C17H11F3O2, the dihydro­indene ring is approximately planar with a maximum deviation of 0.024 (2) Å and makes a dihedral angle of 3.17 (8) Å with the adjacent benzene ring. In the crystal, mol­ecules are inter­connected by C—H⋯O inter­actions, forming an infinite chain along the c axis.

In the title compound, C17H16BrN3O2S, the two fused rings are twisted by a dihedral angle of 6.61 (15)°. The thia­zine ring adopts a sofa conformation. The toluene ring is oriented at dihedral angles of 15.5 (2) and 20.6 (2)° with respect to the bromo­benzene and thia­zine rings, respectively. The benzyl­idene system is approximately planar [r.m.s. deviation = 0.0388 Å]. In the cyrstal, weak inter­molecular C—H⋯O hydrogen bonds connects the mol­ecules into a chain along the b axis.

In the title compound, C13H10BrNO, the dihedral angle between the benzene rings is 35.20 (8)°. In the crystal, mol­ecules are linked by O—H⋯N hydrogen bonds, forming a zigzag chain along the a axis. A weak C—H⋯π inter­action is observed between the chains.

In the title compound, C27H20BrNO3, two intra­molecular C—H⋯O hydrogen bonds both form S(6) rings. The pyrrolidine ring adopts a twisted conformation about the C—C bond bearing the indane ring systems. The other two five-membered rings within the indane systems are in shallow envelope conformations, with the spiro C atoms as the flap atoms. The mean plane of the pyrrolidine ring [maximum deviation = 0.275 (1) Å] makes dihedral angles of 65.25 (7), 78.33 (6) and 75.25 (6)° with the bromo-substituted benzene ring and the mean planes of the mono- and dioxo-substituted indane rings, respectively. In the crystal, mol­ecules are linked by C—H⋯O and C—H⋯N hydrogen bonds into a three-dimensional network. In addition, C—H⋯π inter­actions are observed.

The title compound, C17H17BrN2O4·CH4O, was synthesized by the condensation of 3,4,5-trimethoxy­benzohydrazide and 2-bromo­benzaldehyde. The two aromatic rings are approximately planar, the dihedral angle being 3.08 (9)°. The mol­ecules are linked by inter­molecular N—H⋯O and O—H⋯O hydrogen bonds into chains along the a axis.

In the title compound, C16H12BrN3O2S, the dihedral angle between the planes of the almost planar (r.m.s. deviation = 0.0263 Å) quinoline group and the bromo­phenyl group is 87.4 (1)°. The torsion angle of the central S—N—N—C bridge is 144.8 (2)°. The amino group has an intra­molecular contact to the quinoline N atom. The structure is stabilized by one N—H⋯O and two C—H⋯O inter­molecular hydrogen bonds.

The title compound, C29H29NO3, the nearly planar nine-membered indanedione ring [maximum deviation = 0.027 (2) Å] is located approximately parallel to its carrier pyridine ring [maximum deviation = 0.021 (2) Å] with a dihedral angle of 1.8 (1)° between the planes. However, because of steric hindrance, the benzene ring [maximum deviation = 0.006 (2) Å] is not parallel to the pyridine ring [dihedral angle = 37.29 (8)°]. The mol­ecules display numerous inter­molecular π–π inter­actions between the five- and six-membered rings, the shortest centroid–centroid distance being 3.796 (2) Å. There are inter- and intra­molecular O—H⋯O and C—H⋯O hydrogen bonds.

The asymmetric unit of the title compound, C20H23BrN2O, contains two independent mol­ecules (A and B), in which the orientations of the 4-isobutyl­phenyl units are different. The dihedral angle between the two benzene rings is 88.45 (8)° in mol­ecule A and 89.87 (8)° in mol­ecule B. Mol­ecules A and B are linked by a C—H⋯N hydrogen bond. In the crystal, mol­ecules are linked into chains running along the a axis by inter­molcular N—H⋯O and C—H⋯O hydrogen bonds. The crystal structure is further stabilized by C—H⋯π inter­actions. The presence of pseudosymmetry in the structure suggests the higher symmetry space group Pbca. However, attempts to refine the structure in this space group resulted in a disorder model with high R (0.097) and wR (0.257) values. The crystal studied was an inversion twin with a 0.595 (4):0.405 (4) domain ratio.