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In the title compound, C27H30N2O4, the pyrrolidine ring adopts a twisted conformation. The indoline ring system is almost perpendicular to the mean plane of the pyrrolidine ring, making a dihedral angle of 81.7 (8)°. In the crystal, mol­ecules are linked into centrosymmetric dimers with graph-set motif R22(16) via pairs of C—H...O hydrogen bonds. The terminal ethyl group of the ester group is disordered over two sets of sites, with a site-occupancy ratio of 0.587 (11):0.413 (11).

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In the title compound, C26H31NO4, the five-membered rings of the central pyrrolizine system adopt N-envelope conformations. The ethyl acetate group adopts an extended conformation. The dihedral angle between the benzene rings is 36.6 (1)°. In the crystal, C—H...O hydrogen bonds form a zigzag chain running along the b-axis directions. The crystal structure is futher consolidated by C—H...π inter­actions.

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In the title compound, C22H14S, the r.m.s. deviation from the mean plane of the four-fused-ring naphtho­thio­phene unit is 0.056 Å. The dihedral angle between the naphtho­thio­phene plane and the pendant phenyl ring is 67.24 (6)°. In the crystal, weak C—H...π and π–π stacking [minimum centroid–centroid separation = 3.7466 (10) Å] inter­actions are observed, which together lead to (010) sheets.

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The asymmetric unit of the title compound, C10H8O3, contains two independent mol­ecules, both of which are almost planar (r.m.s deviations for all non-H atoms of 0.044 and 0.053 Å). The dihedral angles between the benzene ring and the prop-1-yne group are 3.47 (1) and 3.07 (1)° in the two mol­ecules, and the prop-1-yne groups adopt extended conformations. In each mol­ecule, an intra­molecular O—H...O hydrogen bond involving the OH and aldehyde substituents forms an S(6) ring. In the crystal, mol­ecules are linked into cyclic centrosymmetric dimers via C—H...O hydrogen bonds, generating R22(14) ring motifs. The crystal structure is further stabilized by aromatic π–π stacking inter­actions between the benzene rings [centroid–centroid distances = 3.813 (2) and 3.843 (2) Å]

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In the title compound, C26H22F2O2, the cyclo­propane ring makes dihedral angles of 47.6 (2), 51.3 (2) and 63.9 (2)° with the 2-fluoro-substituted phenyl ring, the unsubstituted phenyl ring and the 4-fluoro-substituted phenyl ring, respectively. There is a short C—H...F contact in the molecule. In the crystal, weak C—H...F hydrogen bonds lead to chains of mol­ecules extending along the b-axis direction.

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In the title compound, C26H22ClFO2, the cyclo­propane ring makes dihedral angles of 45.7 (2), 49.0 (2) and 65.2 (2)° with the fluoro-substituted phenyl ring, the benzene ring and the chloro-substituted phenyl ring, respectively. The F and Cl atoms deviate by 0.0307 (11) and 0.0652 (6) Å, respectively, from the planes of the phenyl rings to which they are attached. In the crystal, mol­ecules are linked by C—H...F hydrogen bonds, forming chains along the b axis.

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The asymmetric unit of the title compound, C18H14ClNO3, contains two independent mol­ecules (A and B). In both mol­ecules, the cyclo­hexa­none ring has a chair conformation. The dihedral angles between the pyran ring and the pyridine and chloro­phenyl rings are 2.13 (9) and 2.19 (9)°, respectively, in A, and 0.82 (9) and 1.93 (9)°, respectively, in B. The carbonyl O atoms deviate from the pyran and benzene rings to which they are attached by −0.092 (2) and 0.064 (2) Å, respectively, in A, and by −0.080 (2) and −0.063 (2) Å, respectively, in B. In the crystal, the A mol­ecules are linked via C—H...O hydrogen bonds, forming double-stranded chains along [100]. They lie parallel to the double-stranded chains formed by the B mol­ecules, which are also linked via C—H...O hydrogen bonds. The chains stack up the c axis in an –AABBAA– manner, with a number of π–π inter­actions involving A and B mol­ecules; the centroid–centroid distances vary from 3.4862 (11) to 3.6848 (11) Å

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In the title compound, C18H15NO3, the fused benzopyran and pyridine rings are essentially coplanar [r.m.s. deviation = 0.0533 Å with a maximum deviation of 0.080 (1) Å for a benzene C atom]. The cyclo­hexa­none ring adopts an envelope conformation with the dimethyl-substituted C atom 0.660 (2) Å out of the plane formed by the remaining ring atoms (r.m.s. deviation = 0.0305 Å). The dihedral angle between the mean planes of the pyran and cyclo­hexa­none rings is 12.95 (6)°. In the crystal, mol­ecules are linked via C—H...O hydrogen bonds, leading to chains running along [011].

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In the title compound, C34H32N2O7, the furan ring adopts a twist conformation and both the pyrrolidine rings adopt envelope conformations with O and C as flap atoms. The β-lactam ring makes a dihedral angles of 80.20 (10)° with the furan ring, of 75.55 (10)° with the pyrrolidine ring, of 12.26 (10)° with the meth­oxy­phenyl ring and of 73.77 (13)° with the phenyl ring. The O atom attached to the β-lactam ring deviates by 0.0385 (13) Å from the ring plane. The mol­ecular conformation is stabilized by intra­molecular O—H...N and C—H...O hydrogen bonds. The packing of the crystal is stabilized by inter­molecular C—H...O hydrogen bonds, which form a chain running along the b axis.

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In the title compound, [Fe(C5H5)(C32H24N3OS)], both the thia­zolidine ring and the pyrrolidine ring adopt an envelope conformation, with the S atom and the phenyl-bearing C atom, respectively, as the flaps. The thia­zolidine ring mean plane makes a dihedral angle of 59.08 (11)° with the pyrrolidine ring mean plane, which in turn makes a dihedral angle of 83.40 (10)° with the cyclo­pentane ring, indicating that the latter two rings are almost orthogonal to one another. In the crystal, a pair of C—H...O hydrogen bonds link the mol­ecules forming inversion dimers. The dimers are linked via π–π inter­actions [centroid–centroid distance = 3.7764 (10) Å] involving the quinoxaline moieties forming chains propagating along [1-10].

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In the title compound, [Fe(C5H5)(C32H23FN3OS)], both the thia­zolidine ring and the pyrrolidine ring adopt a twist conformation on the N—C(H) bridging bond. Their mean planes are inclined to one another by 10.05 (10)°, and they make dihedral angles of 82.09 (10) and 89.67 (11)°, respectively, with the cyclo­pentane ring. The F atom deviates by −0.0238 (2) Å from the benzene ring to which it is attached. In the crystal, mol­ecules are linked by a pair of C—H...O hydrogen bonds, forming inversion dimers.

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In the title compound, [Fe(C5H5)(C33H25BrN3O)], the fused four-ring system, 11H-indeno­[1,2-b]quinoxaline is essentially planar, with a maximum deviation of 0.087 (3) Å from the least-squares plane of the attached benzene ring. The pyrrolidine rings adopt envelope conformation and make a dihedral angle of 51.76 (19)° with each other. The cyclopentadiene rings of the ferrocenyl moiety have an eclipsed conformation. The Br atom deviates by 0.0190 (9) Å from the attached benzene ring. The mol­ecular structure features an intra­molecular C—H...N inter­action, which generates an S(8) ring motif. The crystal packing features C—H...O inter­actions, which generate R22(18) centrosymmetric dimers, as well as C—H...π inter­actions.

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In the title compound, C14H8Cl2N4O2, the pyrazine rings are orthogonal to the benzene ring, making dihedral angles of 88.42 (8) and 89.22 (8)°. The Cl atoms attached to the pyrazine rings deviate by −0.0597 (5) and 0.0009 (5) Å from the ring plane. The crystal structure features C—H...N hydrogen bonds.

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In the title compound, C18H23N5, the imidazole ring makes a dihedral angles of 3.96 (8) and 19.02 (8)°, respectively, with the pyrazine and benzene rings while the dihedral angle between the pyrazine and benzene rings is 16.96 (7)°. In the crystal, mol­ecules are linked via N—H...N hydrogen bonds, forming chains along [010]. These chains are linked by C—H...N hydrogen bonds, forming two-dimensional networks lying parallel to (001).

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In the title mol­ecular salt, C18H22NO+·C7H7O3S, the dihedral angle between the aromatic rings in the cation is 10.00 (9)°; its alkyl side chain adopts an extended conformation. In the crystal, weak C—H...O and π–π [centroid–centroid distance = 3.7658 (17) Å] inter­actions link the components, generating a three-dimensional network.

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The mol­ecular conformation of the title compound, C41H29ClN4O3S, is stabilized by intra­molecular C—H...O and C—H...Cl hydrogen bonds. The thia­zole ring adopts an envelope conformation with the N atom as the flap, while the pyrrolidine ring has a twisted conformation on the N—C bond involving the spiro C atom. The β la­ctam ring makes dihedral angles of 39.74 (15) and 16.21 (16)° with the mean planes of the thia­zole and pyrrolidine rings, respectively. The thia­zole ring mean plane makes dihedral angles of 23.79 (13) and 70.88 (13) ° with the pyrrolidine and cyclo­pentane rings, respectively, while the pyrrolidine ring makes a dihedral angle of 85.63 (13)° with the cyclo­pentane ring. The O atom attached to the β la­ctam ring deviates from its mean plane by 0.040 (2) Å, while the O atom attached to the cyclo­pentane ring deviates from its mean plane by 0.132 (2) Å. In the crystal, mol­ecules are linked by C—H...O hydrogen bonds, forming chains along [010], and C—H...π and π-π inter­actions [centroid-centroid distance = 3.6928 (17) Å].

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In the title compound, C16H10Cl2N4O4, the pyrazine rings make dihedral angles of 67.82 (9) and 75.91 (9)° with the benzene ring, while the dihedral angle between the pyrazine rings is 44.69 (10)°. The meth­oxy­carbonyl group makes a dihedral angle of 16.82 (8)° with the benzene ring to which it is attached. In the crystal, C—H...O hydrogen bonds link the mol­ecules, forming chains running along the ab plane.

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In the title compound, C9H13N3O3, the morpholine ring adopts a chair conformation and its mean plane makes a dihedral angle of 68.00 (11)° with the pyridazine ring. The carbonyl O atom deviates from the plane of the pyridazine ring by 0.0482 (12) Å. An intra­molecular C—H...O hydrogen bond occurs. In the crystal, mol­ecules are linked by O—H...O and C—H...O hydrogen bonds, forming chains along [1-10].

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In the title compound, C16H16N2O, the phenyl and 2-amino­phenyl rings are almost perpendicular to one another, with a dihedral angle of 82.77 (8)°. There is an intra­molecular N—H...O hydrogen bond in the mol­ecule. In the crystal, mol­ecules are linked via N—H...O hydrogen bonds forming chains along [001]. There are also C—H...π inter­actions present, linking the chains to form a three-dimensional structure.

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In the title salt, C6H10N3O2+·C7H7O3S, the imidazole ring makes a dihedral angle of 70.93 (12)° with the plane of the toluene ring. In the crystal, the ions are linked via N—H...O and weak C—H...O hydrogen bonds forming two-dimensional networks lying parallel to (001). These networks are linked via C—H...π inter­actions, forming a three-dimensional structure.

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In the title compound, C16H12F2O3, the plane of the phenyl ring makes a dihedral angle of 3.22 (8)° with that of the benzene ring. The mol­ecule has an E conformation about the C=C bond. In the crystal, mol­ecules are linked via pairs of O—H...O hydrogen bonds, forming inversion dimers which are further consolidated by a pair of C—H...O hydrogen bonds. The dimers are linked via C—H...O hydrogen bonds, forming columns along the b-axis direction.

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The asymmetric unit of the title compound, C16H10N2O2, contains one half-mol­ecule, the complete mol­ecule being generated by twofold rotation symmetry. The plane of the pyrazine ring forms a dihedral angle of 64.87 (6)° with that of the benzene ring, and the planes of the two benzene rings are inclined to one another by 54.20 (6)°. The O atom deviates from the plane of the benzene ring by 0.1549 (8) Å. There are no significant inter­molecular inter­actions in the crystal.

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The asymmetric unit of the title compound, C14H8Cl2N4O2, contains one half-mol­ecule, the complete mol­ecule being generated by the operation of a twofold rotation axis. The Cl atom deviates significantly from the plane of the pyrazine ring [0.0215 (4) Å]. The central benzene ring makes a dihedral angle of 72.82 (7)° with the plane of the pyrazine ring.

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In the title compound, C26H22ClFO2, the cyclo­propane ring is disordered over two orientations, with site-occupancy factors of 0.64 (2) and 0.36 (2). The major occupancy component of the cyclo­propane ring makes dihedral angles of 47.6 (7), 50.4 (7) and 65.4 (7)° with the fluoro-, chloro- and unsubstituted benzene rings, respectively [the corresponding values for the minor occupancy component are 47.6 (12), 51.0 (12) and 60.9 (12)°]. An intra­molecular C—H...O hydrogen bond occurs. The F and Cl atoms deviate by 0.0508 (12) and 0.0592 (7) Å from the planes of their attached benzene rings. In the crystal, C—H...F hydrogen bonds link the mol­ecules into chains along the b-axis direction.

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In the title compound, C21H23NO3S, both the thia­zole and oxazolidine rings adopt twist conformations. The mean plane of the thia­zole ring makes a dihedral angle of 61.02 (7)° with the oxazolidine ring mean plane, and dihedral angles of 22.72 (6) and 75.07 (6)° with the benzene rings. The benzene rings are almost perpendicular to one another, making a dihedral angle of 89.14 (6)°. There are bifurcated intra­molecular C—H...O hydrogen bonds in the mol­ecular structure. In the crystal, mol­ecules are linked via C—H...π inter­actions, forming chains propagating along [100].

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In the title compound, C19H19NO3S, the thia­zole and oxazolidine rings each adopt an envelope conformation, with the S and O atoms as the respective flap atoms. The thia­zole and oxazolidine rings (all atoms) make a dihedral angle of 66.39 (11)° while the phenyl rings subtend a dihedral angle of 22.71 (10)°.

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In the title mol­ecular salt, C6H9N2+·C7H4NO4, the original pyridine N atom of 2-amino-4-methyl­pyridine is protonated and the carb­oxylic acid group of nitro­benzoic acid is deprotonated. In the crystal, the ions are linked by N—H...O hydrogen bonds, forming chains propagating along [001]. The chains are linked via C—H...O hydrogen bonds, forming two-dimensional networks lying parallel to the bc plane.

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In the title compound, C16H16Cl2N4, the imidazole ring mean plane makes a dihedral angle of 70.01 (1)° with the phenyl ring. The Cl atoms deviate by −0.0472 (6) and 0.0245 (8) Å from the plane of their attached benzene ring. In the crystal, mol­ecules are linked via pairs of C—H...N hydrogen bonds, forming inversion dimers.

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In the title compound, C28H25N3O4, the central pyrrolidine ring adopts adopts an envelope conformation with the N atom as the flap and the piperidine ring adopts a chair conformation. The pendant pyrrolidine ring is almost planar (r.m.s. deviation = 0.008 Å). An intra­molecular C—H...O inter­action closes an S(6) ring. In the crystal, inversion dimers linked by pairs of N—H...O hydrogen bonds generate R22(8) loops.

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In the title adduct, C6H5NO3·0.5C4H10N2, the piperazine ring possesses inversion symmetry and has a chair conformation. Its mean plane makes a dihedral angle of 65.45 (7)° with the 4-nitro­phenol ring. In the crystal, the piperazine ring is linked to two 4-nitro­phenol mol­ecules via O—H...N hydrogen bonds. The mol­ecules are also linked via bifurcated N—H...(O,O) hydrogen bonds involving the NO2 O atoms, forming a two-dimensional network lying parallel to (102). The networks are linked via C—H...O hydrogen bonds, forming a three-dimensional structure.

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In the title compound, C29H23N3O4, the 2-methylpyrrolidine ring adopts a twist conformation on the N—C bond involving the spiro C atom, while the hydropyran ring adopts an envelope conformation with the methine C atom bonded to the O atom as the flap. The mean plane of the indoline-2-one ring system is almost perpendicular to the mean plane of the pyrrolidine ring, making a dihedral angle of 89.73 (8)°. The latter ring makes dihedral angles of 47.80 (8) with the naphthalene ring system and 32.38 (8)° with the hydropyran ring mean plane. There is an intra­molecular C-H...O hydrogen bond involving the indoline-2-one O atom. In the crystal, adjacent mol­ecules are linked via N—H...O hydrogen bonds, forming chains propagating along [100]. The chains are linked via weak C—H...O hydrogen bonds, forming two-dimensional networks, lying parallel to (101), and consolidated by C—H...π inter­actions.

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In the title compound, C29H27N3O5, the hydropyran ring adopts an envelope conformation with the methine C atom bearing the para-meth­oxy­benzene ring as the flap. The central pyrrolidine ring has a twist conformation on the N—C bond involving the spiro C atom. The piperidine ring adopts a chair conformation. An intra­molecular C—H...O contact closes an S(7) ring. In the crystal, inversion dimers linked by C—H...O inter­actions generate R22(18) loops and N—H...O hydrogen bonds connect the dimers into [100] chains.

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In the title compound, C16H17ClO, the cyclo­hexene ring adopts a half-chair conformation and the best plane through the six ring atoms makes a dihedral angle of 6.69 (7)° with the chlorophenyl ring. In the crystal, pairs of C—H...O hydrogen bonds link the mol­ecules into centrosymmetric R22(20) dimers. The dimers are linked into an infinite chains along the b-axis direction by further C—H...O hydrogen bonds.

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In the title compound, C20H18O7, the dioxolane ring adopts an envelope conformation with the dimethyl-substituted C atom as the flap, and its mean plane makes a dihedral angle of 73.25 (2)° with the pyran ring mean plane. The furan ring makes dihedral angles of 67.43 (12) and 6.20 (11)° with the mean plane of the dioxolane and pyran rings, respectively. The O atom attached to the pyran ring deviates by 0.0219 (2) Å from its mean plane. In the crystal, mol­ecules are linked via C—H...O hydrogen bonds, forming chains along [010] and enclosing R22(9) loops. They stack along the a axis with π–π inter­actions involving the 4H-chromene units [centroid–centroid distances of 3.6389 (13) and 3.6555 (13) Å]. The terminal CH2=CH- atoms of the allyl acetate group are disordered over two sets of sites with a refined occupancy ratio of 0.717 (6):0.283 (6).

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In the title compound, C29H32N2O2, the piperidine ring exists in a chair conformation (the bond-angle sum at the sp2-hybridized C atom is 359.79°). The phenyl rings and the methyl group substituted on the heterocyclic ring are in equatorial orientations. In the crystal, pairs of C—H...π inter­actions result in the formation of inversion dimers.

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In the title mol­ecule, C18H16O7, the dioxolane ring adopts an envelope conformation with the dimethyl-substituted C atom as the flap. The furan ring is almost coplanar with the pyran ring, with a dihedral angle of 1.04 (10)° between the planes, and it makes a dihedral angle of 67.97 (11)° with the mean plane of the dioxolane ring. The latter makes a dihedral angle of 67.15 (10)° with the pyran ring. The O atom attached to the pyran ring deviates by −0.009 (1) Å. The crystal packing features C—H...O hydrogen bonds, forming a three-dimensional structure. The meth­oxy­carbonyl atoms are disordered over two positions, with a refined occupancy ratio of 0.508 (18):0.492 (18).

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In the title compound, C13H15NO3, the pyrrolidine ring makes a dihedral angle of 4.69 (9)° with the 3-meth­oxy-phenyl ring. In the crystal, hydrogen-bonded chains running along [101] are generated by connecting neighbouring mol­ecules via C—H...O hydrogen bonds. Parallel chains are linked by further C—H...O hydrogen bonds, forming a three-dimensional structure.

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In the title compound, C13H19NO3, the dioxane ring adopts a chair conformation. Its mean plane is inclined to the 4-meth­oxy­phenyl ring by 70.34 (9)°. In the crystal, mol­ecules are linked by pairs of C—H...O hydrogen bonds, forming inversion dimers with an R22(16) ring motif. The dimers are linked via C—H...π inter­actions, forming two-dimensional networks lying parallel to the ac plane.

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In the title compound, C12H16FNO3, the dioxane ring adopts a chair conformation with the methyl groups and amine N atom in equatorial positions. The best plane through the dioxane ring makes a dihedral angle of 43.16 (8)° with the phenyl ring. In the crystal, pairs of C—H...O hydrogen bonds link the mol­ecules into centrosymmetric R22(8) dimers, which are linked into [100] chains by further C—H...O hydrogen bonds. The N—H group does not participate in hydrogen bonding.

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In the title compound, C28H30N2O2, the piperidine ring exists in a chair conformation with an equatorial orientation of the phenyl rings and methyl group substituted on the heterocycle. In the crystal, C—H...π inter­actions result in chains of mol­ecules running parallel to the a-axis direction.

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In the title compound, C13H19NO2, the dioxane ring adopts a chair conformation and its mean plane makes a dihedral angle of 45.36 (8)° with the phenyl ring. In the crystal, mol­ecules are linked by pairs of N—H...O hydrogen bonds, forming inversion dimers with R22(12) ring motifs. These dimers are consolidated by pairs of C—H...O hydrogen bonds with R22(8) ring motifs.

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In the title compound, C12H16BrNO2, the dioxane ring adopts a chair conformation and its mean plane makes a dihedral angle of 60.63 (12)° with the 4-bromo­phenyl ring. In the crystal, mol­ecules are linked by pairs of N—H...O hydrogen bonds, forming inversion dimers with an R22(8) ring motif. These dimers are consolidated by pairs of C—H...O hydrogen bonds with an R22(16) ring motif. Adjacent dimers are connected via C—H...O hydrogen bonds, forming infinite chains propagating along the c-axis direction.

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In the title compound, C12H16FNO2, the dioxane ring adopts a chair conformation with the methyl substituents and the C—N bond in equatorial orientations. Its mean plane subtends a dihedral angle of 40.17 (6)° with the benzene ring. In the crystal, weak N—H...F hydrogen bonds link the mol­ecules into C(7) chains propagating in [100].

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In the title compound, C24H23N5O3, the oxindole ring system is nearly planar, with a dihedral angle between the two fused rings of 3.3 (1)°. In the fused pyrrolo–oxazole ring system, the oxazole and pyrrolidine rings adopt envelope conformations with the spiro C atom and one of the methyl­ene C atoms, respectively, as the flap atoms. In the crystal, mol­ecules are linked into a helical chain along the b axis via C—H...O inter­actions generating R21(7) and R22(8) ring motifs.

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In the title compound, C5H9NO2·2C6H5NO3, the pyrrolidine ring of the pyrrolidinium-2-carboxyl­ate zwitterion adopts a twisted conformation on the –CH2—CH2– bond adjacent to the N atom. The mean plane of this pyrrolidine ring forms dihedral angles of 25.3 (3) and 32.1 (3)° with the two nitro­phenol rings. An intra­molecular N—H...O hydrogen bond occurs in the pyrrolidinium-2-carboxyl­ate mol­ecule. In the crystal, mol­ecules are linked via O—H...O and N—H...O hydrogen bonds, enclosing R32(8) ring motifs, forming chains running parallel to the a axis. These chains are further cross-linked by O—H...O and C—H...O hydrogen bonds, forming undulating two-dimensional networks lying parallel to (001).
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