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In the title compound, [Ni(C21H24N2O2)]·H2O, both the complex mol­ecule and the water mol­ecule lie on a twofold rotation axis. The NiII ion is coordinated in a distorted square-planar geometry by the tetra­dentate ligand. The dihedral angle between the two symmetry-related benzene rings is 47.12 (8)°. In the crystal, pairs of symmetry-related O—H...O hydrogen bonds form R22(6) ring motifs. In addition, there are weak inter­molecular C—H...O hydrogen bonds, and π–π stacking inter­actions with a centroid–centroid distance of 3.4760 (8) Å.

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In the title compound, C19H18Cl4N2O2, a potential tetra­dentate Schiff base ligand, the dihedral angle between the two benzene rings is 48.01 (10)°. The configuration about the two C=N bonds is E and two intra­molecular O—H...N hydrogen bonds make S(6) ring motifs. In the crystal, mol­ecules are linked along the b axis via inter­molecular C—H...Cl inter­actions. The crystal structure is further stabilized by an inter­molecular π–π inter­action [centroid–centroid distance = 3.5744 (12) Å].

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In the title Schiff base complex, [Cu(C19H16Cl4N2O2)], the geometry around the CuII atom is distorted square-planar defined by the N2O2 donor atoms of the coordinated ligand. The dihedral angle between the substituted benzene rings is 29.95 (16)°. In the crystal, mol­ecules are linked along the b axis, forming individual dimers through C—H...O inter­actions. The crystal structure is further stabilized by inter­molecular π–π inter­actions [centroid–centroid distance = 3.6131 (17) Å].

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In the title compound, [Ni(C19H16Cl4N2O2)], the NiII ion is in a distorted square-planar environment coordinated by two N atoms and two O atoms of the tetra­dentate ligand. The dihedral angle between the benzene rings is 24.8 (2)°. In the crystal, mol­ecules are linked into chains along the b axis by weak C—H...O and C—H...Cl inter­actions. An inter­molecular Cl...Cl [3.4564 (19) Å] inter­action is present which is shorter than the sum of the van der Waals radii of Cl atoms (3.50 Å).

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The asymmetric unit of the title compound, C30H28N2O2, comprises half of a potential tetra­dentate Schiff base ligand; an inversion centre is situtated at the center of the butane­diamine spacer. The central methyl­ene segment of the diamine spacer is disordered over two positions with a refined site-occupancy ratio of 0.651 (7):0.349 (7). The phenyl ring and the hy­droxy-substituted benzene ring are almost perpendicular to each other, with a dihedral angle of 87.90 (8) Å. Intra­molecular O—H...N hydrogen bonds make S(6) ring motifs.

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In the title mol­ecule, C19H18Br4N2O2, the dihedral angle between the benzene rings is 73.9 (2)°. Two intra­molecular N—H...O hydrogen bonds make S(6) ring motifs. In the crystal, mol­ecules are linked via C—H...O inter­actions, forming chains propagating along the a-axis directon. A short C...Br [3.401 (5) Å] contact is present in the crystal structure, which is further stabilized by a π–π inter­action [centroid–centroid distance = 3.739 (3) Å].

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In the title mol­ecule, C9H11N3O2S, an intra­molecular O—H...N hydrogen bond generates an S(6) ring motif. In the crystal, mol­ecules are linked via pairs of N—H...S inter­actions, forming inversion dimers with R22(8) ring motifs. These dimers are further linked via N—H...S and N—H...O hydrogen bonds, forming a two-dimensional network lying parallel to (100). The crystal structure is further stabilized by inter­molecular π–π inter­actions [centroid–centroid distance = 3.7972 (9) Å].

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The title compound, C10H13N3O2S, crystallizes with two independent mol­ecules (A and B) in the asymmetric unit. In the crystal, the A and B mol­ecules are linked via pairs of N—H...O and O—H...S hydrogen bonds, forming dimers with R22(14) and R22(6) ring motifs. These dimers are linked via a pair of N—H...S hydrogen bonds with an R22(8) ring motif, forming chains propagating along the c-axis direction. The crystal was refined as an inversion twin with a final BASF ratio of 0.54 (11):0.46 (11).

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In the title compound, [Cu(C19H16Br4N2O2)], the CuII ion and the substituted C atom of the diamine fragment lie on a crystallographic twofold rotation axis. The geometry around the CuII ion is distorted square-planar, which is defined by the N2O2 donor atoms of the coordinated Schiff base ligand. The dihedral angle between the symmetry-related substituted benzene rings is 25.33 (14)°. The crystal structure is stabilized by an inter­molecular π–π inter­action [centroid–centroid distance = 3.8891 (18) Å].

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The asymmetric unit of the title compound, C19H18I4N2O2, comprises a potentially tetra­dentate Schiff base ligand. The disordered H atoms on the N and O atoms were refined with site occupancies of 0.54 (8)/0.46 (8) and 0.59 (7)/0.41 (7), respectively. The dihedral angle between the benzene rings is 73.3 (3)°. Intra­molecular O—H...N and N—H...O hydrogen bonds make S(6) ring motifs. Short I...I [3.8919 (7) Å] and I...Cg [Cg is a ring centroid; 3.911 (2) Å] contacts are present in the crystal structure. The crystal structure is further stabilized by inter­molecular π–π inter­actions [centroid-to-centroid distance = 3.827 (3) Å].

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In the title compound, [Cu(C19H16I4N2O2)], the CuII atom and the substituted C atom of the diamine segment lie on a crystallographic twofold rotation axis. The geometry around the CuII atom is distorted square-planar, which is supported by the N2O2 donor atoms of the coordinated Schiff base. The dihedral angle between the symmetry-related substituted benzene rings is 29.40 (19)°. In the crystal, a short I...I [3.8766 (6) Å] contact is present and links neighbouring mol­ecules into chains propagating along the a axis.

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The asymmetric unit of the title compound, [Ni(C19H16Br4N2O2)], comprises half of a Schiff base complex. The geometry around the NiII atom, located on a twofold rotation axis, is distorted square-planar, which is supported by the N2O2 donor atoms of the coordinated ligand. The dihedral angle between the substituted benzene rings is 23.19 (17)°. In the crystal, a short inter­molecular Br...Br [3.6475 (7) Å] inter­action is present.

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The asymmetric unit of the title compound, [Ni(C19H16I4N2O2)], comprises half of a Schiff base complex. The NiII atom is located on a twofold rotation axis which also bis­ects the central C atom of the 2,2-dimethyl­propane group of the ligand. The geometry around the NiII atom is distorted square-planar, with a dihedral angle of 21.7 (3)° between the symmetry-related N/Ni/O coordination planes. The dihedral angle between the symmetry-related benzene rings is 27.9 (3)°. In the crystal, short inter­molecular I...I [3.8178 (9) and 3.9013 (10) Å] inter­actions are present.

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The asymmetric unit of the title compound, [Zn(C19H16Cl4N2O2)(H2O)], comprises two crystallographically independent mol­ecules. The geometry around the ZnII atoms is distorted trigonal–bipyramidal, supported by the N2O2 donor atoms of the tetradentate Schiff base and a coordinating water mol­ecule. The dihedral angles between the benzene rings in the two mol­ecules are 34.10 (15) Å and 30.61 (15) Å. In the crystal, neighbouring independent mol­ecules are linked by pairs of O—H...O hydrogen bonds, forming dimers with R22(6) ring motifs, and by O—H...Cl hydrogen bonds. There are short Cl...Cl [3.4728 (16), 3.4863 (16), and 3.388 (1) Å] contacts present, and mol­ecules are also linked by C—H...O and π–π [centroid–centroid distance = 3.671 (2) Å] inter­actions.

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In the title Schiff base complex, [Ni(C18H14Cl4N2O2)(C3H7NO)2], the geometry around the NiII atom is distorted octa­hedral. It is coordinated by the N2O2 donor atoms of the tetra­dentate Schiff base ligand and the O atoms of two dimethyl­formamide mol­ecules, which are cis to one another. The benzene rings are almost normal to each other [dihedral angle = 88.60 (14)°]. The various intra­molecular C—H...O hydrogen bonds make S(5) and S(6) ring motifs. In the crystal, mol­ecules are linked by pairs of weak C—H...Cl inter­actions, forming inversion dimers.

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The asymmetric unit of the title compound, [Cu2(C18H14Cl4N2O2)2]n, contains two independent CuII ions which are bridged by a pair of 4,4′,6,6′-tetra­chloro-2,2′-[butane-1,4-diylbis(nitrilo­methanylyl­idene)]diphenolate ligands, forming a dinuclear unit. One of the CuII ions is coordinated in a distorted square-planar environment and the other is coordinated in a distorted square-pyramidal environment. The long apical Cu—O bond of the square-pyramidal coordinated CuII ion is formed by a symmetry-related O atom, creating a one-dimensional polymer along [010]. In addition, short inter­molecular Cl...Cl distances [3.444 (2) Å] and weak π–π inter­actions [centroid–centroid distances = 3.736 (2)–3.875 (3) Å] are observed. The crystal studied was an inversion twin with a refined twin component ratio of 0.60 (1):0.40 (1).

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The asymmetric unit of the title coordination polymer consists of a dinuclear neutral complex mol­ecule of formula [Cu2(C18H14Br4N2O2)2]n. One of the CuII ions is coordinated in a distorted square-planar geometry, whereas the other is coordinated in a distorted square-pyramidal geometry, the long apical Cu—O bond [2.885 (4) Å] of the square-pyramidal coordination being provided by a symmetry-related O atom creating a one-dimensional polymer along [010]. π–π stacking inter­actions [centroid–centroid distance = 3.783 (4) Å] and short inter­chain Br...Br inter­actions [3.6142 (12)–3.6797 (12) Å] are observed.

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In the title compound, C16H15NO4, a potential bidentate N,O-donor Schiff base ligand, the benzene rings are inclined to one another by 4.24 (12)°. The mol­ecule has an E conformation about the C=N bond. An intra­molecular O—H...N hydrogen bond makes an S(6) ring motif. In the crystal, pairs of O—H...O hydrogen bonds link the mol­ecules, forming inversion dimers with R22(8) ring motifs. These dimers are further connected by C—H...O inter­actions, forming a sheet in (104). There is also a C—H...π inter­action present involving neighbouring mol­ecules.

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In the title compound, C18H20N2O3, a potential bidentate N,O-donor Schiff base ligand, the benzene rings are inclined at an angle of 12.25 (19)°. The mol­ecule has an E conformation about the C=N bond. One of the ethyl groups is disordered over two positions, with a refined site-occupancy ratio of 0.55 (1):0.45 (1). An intra­molecular O—H...N hydrogen bond makes an S(6) ring motif. In the crystal, pairs of O—H...O hydrogen bonds link mol­ecules, forming inversion dimers with R22(8) ring motifs.

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In the title compound, C15H13NO4, the dihedral angle between the substituted benzene rings is 9.9 (8)°. Part of the mol­ecule (the salicylaldimine segment) is disordered over two sets of sites, with a refined site-occupancy ratio of 0.550 (14):0.450 (14). Intra­molecular O—H...N hydrogen bonds form S(6) ring motifs. In the crystal, pairs of O—H...O hydrogen bonds link mol­ecules into centrosymmetric dimers with R22(8) ring motifs. The crystal packing also features C—H...π inter­actions.

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The asymmetric unit of the title compound, [Ni(C17H12I4N2O2)], comprises half of a Schiff base complex. The NiII and central C atom of the propyl chain are located on a twofold rotation axis. The geometry around the NiII atom is square planar, supported by the N2O2 donor atoms of the coordinated ligand. In the crystal, there are no significant inter­molecular inter­actions present. The crystal studied was a non-merohedral twin with a refined twin component ratio of 0.944 (1):0.056 (1).

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In the title Schiff base complex, [Cu(C19H18Cl2N2O2)], the CuII ion is coordinated in a distorted square-planar environment by two N atoms and two O atoms of the tetra­dentate ligand. The dihedral angle between the benzene rings is 36.86 (14)°. In the crystal, mol­ecules are linked into inversion dimers by pairs of weak C—H...O hydrogen bonds. In addition, π–π [centroid–centroid distance = 3.7279 (16) Å] and weak C—H...π inter­actions are observed.

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The asymmetric unit of the title compound, [Cu(C21H24N2O2)]·H2O, comprises half of a Schiff base complex and half of a water mol­ecule. The whole compound is generated by crystallographic twofold rotation symmetry. The geometry around the CuII atom, located on a twofold axis, is distorted square-planar, which is supported by the N2O2 donor atoms of the coordinating Schiff base ligand. The dihedral angle between the symmetry-related benzene rings is 47.5 (4)°. In the crystal, the water mol­ecule that is hydrogen bonded to the coordinated O atoms links the mol­ecules via O—H...O inter­actions into chains parallel to [001]. The crystal structure is further stabilized by C—H...π inter­actions, and by π–π inter­actions involving inversion-related chelate rings [centroid–centroid distance = 3.480 (4) Å].

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The asymmetric unit of the title compound, [Mo(C19H16Cl4N2O2)O2], comprises two independent mol­ecules (A and B). The geometry around the MoVI atom is distorted octa­hedral in each complex mol­ecule, supported by two oxide O atoms and the N2O2 donor atoms of the coordinating ligand. The dihedral angle between the benzene rings is 74.96 (11) Å for mol­ecule A and 76.05 (11) Å for mol­ecule B. In the crystal, the B mol­ecules are linked by pairs of C—H...Cl hydrogen bonds, forming inversion dimers. The crystal structure is further stabilized by C—H...π inter­actions. An inter­esting feature of the crystal structure is a Cl...Cl contact [3.3748 (18) Å], which is shorter than the sum of the van der Waals radii of Cl atoms (3.50 Å).

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The asymmetric unit of the title compound, [Cu(C21H24N2O4)]·H2O, comprises half of a Schiff base complex and a water mol­ecule. The CuII atom, water mol­ecule and one C atom of the central propyl­ene segment are located on a twofold rotation axis. The geometry around the CuII atom is distorted square-planar, supported by the N2O2 donor atoms of the coordinating ligand. The dihedral angle between the symmetry-related benzene rings is 42.56 (19)°. In the crystal, O—H...O hydrogen bonds involving the water mol­ecule make an R21(6) ring motif. Complex mol­ecules are linked into a chain along the c axis via C—H...O inter­actions.

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The asymmetric unit of the title compound, [Mo(C19H16Br4N2O2)O2], comprises two mol­ecules. The coordination environments around the MoVI atoms are distorted octa­hedral, defined by two oxide ligands and an N2O2 donor set of the tetra­dentate Schiff base in each mol­ecule. The dihedral angles between the benzene rings in the mol­ecules are 76.2 (3) and 77.7 (3)°. An inter­esting feature of the crystal structure is the presence of Br...Br contacts [3.4407 (11), 3.5430 (11) and 3.6492 (10) Å], which are shorter than the sum of the van der Waals radius of Br atoms (3.70 Å). The crystal structure is further stabilized by inter­molcular C—H...Br and C—H...π inter­actions. The crystal under investigation was twinned by nonmerohedry in a 0.053 (1):0.947 (1) ratio.

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The asymmetric unit of the title compound, C7H9N3O2, comprises two crystallographically independent mol­ecules (A and B). In each mol­ecule there is an intra­molecular O—H...O hydrogen bond making an S(6) ring motif. In the crystal, a pair of N—H...N hydrogen bonds link the two mol­ecules (A and B) into a dimer with an R22(6) ring motif. The B mol­ecules are linked via pairs of N—H...O hydrogen bonds, forming inversion dimers with an R22(10) ring motif. The mol­ecules are further linked via other N—H...O hydrogen bonds, forming undulating two-dimensional networks lying parallel to the bc plane. These networks are finally linked via N—H...O hydrogen bonds, forming a three-dimensional structure.

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In the title hydrazide Schiff base compound, C14H12ClN3O2, the conformation around the C=N double bond is E. The dihedral angle between the benzene rings is 41.57 (14) Å. An intra­molecular O—H...N hydrogen bond makes an S(6) ring motif. In the crystal, mol­ecules are linked by N—H...O (bifurcated acceptor) and N—H...N hydrogen bonds, forming chains along the a axis. The inter­esting feature of the crystal structure is the short inter­molecular C...O [3.216 (3), 3.170 (3), and 2.992 (3) Å] contacts, one of which is significantly shorter than the sum of the van der Waals radii of these atoms [3.22 Å].

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In t the title compound, C14H12BrN3O2. H2O, the conformation of the C=N double bond in the hydrazide Schiff base mol­ecule is E. The dihedral angle between the benzene rings is 48.01 (11) °. An intra­molecular O—H...N hydrogen bond makes an S(6) ring motif. In the crystal, mol­ecules are linked through N—H...O (bifurcated acceptor) and O—H...O hydrogen bonds, forming two-dimensional networks lying parallel to (100).

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The asymmetric unit of the title compound, C15H15N3O2, comprises two crystallographically independent mol­ecules (A and B), each having an E conformation around the C=N bond. In each mol­ecule, there is an intra­molecular O—H...N hydrogen bond making an S(6) ring motif. The dihedral angles between the substituted phenyl rings are 17.49 (9) and 10.03 (9)°. In the crystal, N—H...O hydrogen bonds link neighbouring independent mol­ecules into infinite chains, of the type –ABAB–, along the a axis, enclosing R21(7) ring motifs. The chains are linked by N—H...O hydrogen bonds and C—H...O inter­actions, leading to the formation of a three-dimensional network.

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The asymmetric unit of the title compound, C16H12Cl4N2O2, comprises half of a potentially tetra­dentate Schiff base ligand, located about a twofold rotation axis which bis­ects the central C—C bond of the ethane-1,2-diamine group. In the solid state, the compound exists in the zwitterionic form. There are two intra­molecular N—H...O hydrogen bonds making S(6) ring motifs. In the crystal, mol­ecules are linked by C—H...O hydrogen bonds, forming two-dimensional frameworks which lie parallel to (100). There are also short Cl...Cl [3.4395 (9) Å] contacts present.

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The asymmetric unit of the title compound, C18H16Cl4N2O2, comprises half of a potentially tetra­dentate Schiff base ligand. It is located about a twofold rotation axis that bis­ects the central C—C bond of the butane-1,4-diamine group. There are two intra­molecular O—H...N hydrogen bonds making S(6) ring motifs. In the crystal, mol­ecules are linked by pairs of weak C—H...Cl inter­actions, forming inversion dimers, which are further connected by C—H...O hydrogen bonds into two-dimensional frameworks that lie parallel to (001).

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The asymmetric unit of the title compound, C18H16Br4N2O2, comprises half the molecule, which is located adjacent to an inversion centre at the mid-point of the central C—C bond of the butane-1,4-diamine segment. There are two intra­molecular O—H...N hydrogen bonds making S(6) ring motifs. In the crystal, mol­ecules are linked by pairs of weak C—H...Br inter­actions into chains along [101], which include R22(8) ring motifs. These chains are further linked by C—H...O hydrogen bonds, forming a three-dimensional network.

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In the title compound, C15H15N3O3·H2O, the hydazide Schiff base mol­ecule shows an E conformation around the C=N bond. An intra­molecular O—H...N hydrogen bond makes an S(6) ring motif. The dihedral angle between the substituted phenyl rings is 23.40 (11)°. The water mol­ecule mediates linking of neighbouring mol­ecules through O—H...(O,O) hydrogen bonds into infinite chains along the a axis, which are further connected together through N—H...O hydrogen bonds, forming a two-dimensional network parallel to (001). C—H...O inter­actions aso occur.

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The title compound, C17H14Cl4N2O2, is generated by crystallographic twofold symmetry. The two benzene rings are inclined to one another by 80.17 (10)°. There are two intra­molecular O—H...N hydrogen bonds, which make S(6) ring motifs. In the crystal, mol­ecules are linked by C—H...O and weak C—H...Cl inter­actions, forming a three-dimensional network.

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The asymmetric unit of the title compound, C16H12Br4N2O2, comprises half of a potential tetra­dentate Schiff base ligand. The whole mol­ecule is generated by an inversion center located in the middle of the C—C bond of the ethyl­ene segment. There are intra­molecular O—H...N hydrogen bonds making S(6) ring motifs. In the crystal, no significant inter­molecular inter­actions are observed.

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In the title compound, C17H14I4N2O2, there are two intra­molecular O—H...N hydrogen bonds, which make S(6) ring motifs. In the crystal, there are no significant inter­molecular inter­actions present.

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In the title mol­ecule, C15H13NO2S, an intra­molecular O—H...N hydrogen bond forms an S(6) ring motif. The benzothia­zole ring system and the benzene ring form a dihedral angle of 8.9 (3) Å. In the crystal, mol­ecules are linked by weak C—H...O hydrogen bonds, forming chains along the b axis. In addition, π–π inter­actions [centroid–centroid distances = 3.772 (4) and 3.879 (4) Å] are observed.

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The asymmetric unit of the title compound, C28H22Br2N2O2S2, comprises half of a Schiff base ligand, the whole mol­ecule being generated by a crystallographic inversion center located at the mid-point of the C—C bond of the central methyl­ene segment. Intra­molecular O—H...N and O—H...S hydrogen bonds make S(6) and S(5) ring motifs, respectively. In the crystal, there are no significant inter­molecular inter­actions.
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