ABSTRACT
The title compound, C8H8O2S2, contains a cyclo-hexane-1,3-dione ring, which has a twist-boat conformation. The C2S2 ring is close to planar (r.m.s. deviation = 0.023â Å) and the dihedral angle between the mean planes of the cyclo-hexane and 1,3-dithietane rings is 9.1â (3)°. Short intra-molecular Sâ¯O contacts occur [2.719â (5) and 2.740â (5)â Å]. In the crystal, the mol-ecules are linked by weak C-Hâ¯S hydrogen bonds and short [3.165â (5)â Å] Sâ¯O contacts, forming (010) layers. The prevalence of these inter-actions is illustrated by an analysis of the three-dimensional Hirshfeld surface and by two-dimensional fingerprint plots.
ABSTRACT
The title compound, C16H11ClN2O2, was obtained by diazo-tization of 2-amino-4-chloro-phenol followed by a coupling reaction with ß-naphthol. There are two mol-ecules (A and B) in the asymmetric unit. The crystal structure features only one type of inter-molecular inter-action, that is strong hydrogen bonds involving the hydroxyl group. The naphthol and phenol fragments attached to the C=N-N- moiety exhibit an s-trans conformation. In addition, those fragments are almost coplanar, subtending a dihedral angle of 13.11â (2)° in mol-ecule A and 10.35â (2)° in mol-ecule B. A Hirshfeld surface analysis indicates that the most important contributions to the crystal packing are from Hâ¯H (32.1%), Câ¯H/Hâ¯C (23.1%), Clâ¯H/Hâ¯Cl (15.2%), Oâ¯H/Hâ¯O (12.8%) and Câ¯C (9%) contacts.
ABSTRACT
In the title compound, [Cu(C16H8Br3N2O)2]·C2H6OS, the CuII atom is tetra-coordinated in a square-planar coordination, being surrounded by two N atoms and two O atoms from two N,O-bidentate (E)-1-[(2,4,6-tri-bromo-phen-yl)diazen-yl]naphthalen-2-olate ligands. The two N atoms and two O atoms around the metal center are trans to each other, with an O-Cu-O bond angle of 177.90â (16)° and a N-Cu-N bond angle of 177.8â (2)°. The average distances between the CuII atom and the coordinated O and N atoms are 1.892â (4) and 1.976â (4)â Å, respectively. In the crystal, complexes are linked by C-Hâ¯O hydrogen bonds and by π-π inter-actions involving adjacent naphthalene ring systems [centroid-centroid distance = 3.679â (4)â Å]. The disordered DMSO mol-ecules inter-act weakly with the complex mol-ecules, being positioned in the voids left by the packing arrangement of the square-planar complexes. The DMSO solvent mol-ecule is disordered over two positions with occupancies of 0.70 and 0.30.
ABSTRACT
In the title com-pound, C30H20Cl2O2Se, the C-Se-C angle is 99.0â (2)°, with the dihedral angle between the planes of the attached benzene rings being 79.1â (3)°. The average endocyclic angles (Se-C-C) facing the Se atom are 122.1â (5) and 122.2â (5)°. The Se atom is essentially coplanar with the attached benzene rings, deviating by 0.075â (1) and 0.091â (1)â Å. In the two phenyl-ene(4-chloro-phen-yl)prop-2-en-1-one units, the benzene rings are inclined to each other by 44.6â (3) and 7.8â (3)°. In the crystal, the mol-ecules stack up the a axis, forming layers parallel to the ac plane. There are no significant classical inter-molecular inter-actions present. Hirshfeld surface analysis, two-dimensional fingerprint plots and the mol-ecular electrostatic potential surface were used to analyse the crystal packing. The Hirshfeld surface analysis suggests that the most significant contributions to the crystal packing are by Câ¯H/Hâ¯C contacts (17.7%).
ABSTRACT
In the copper(II) complex, bis-{(E)-1-[(2,4,6-tri-bromo-phen-yl)diazen-yl]naph-thalen-2-olato}copper(II), [Cu(C16H8Br3N2O)2], (I), the metal cation is coord-inated by two N atoms and two O atoms from two bidentate (E)-1-[(2,4,6-tri-bromo-phen-yl)diazen-yl]naphthalen-2-olate ligands, forming a slightly distorted square-planar environment. In one of the ligands, the tri-bromo-benzene ring is inclined to the naphthalene ring system by 37.4â (5)°, creating a weak intra-molecular Cuâ¯Br inter-action [3.134â (2)â Å], while in the other ligand, the tri-bromo-benzene ring is inclined to the naphthalene ring system by 72.1â (6)°. In the isotypic nickel(II) and palladium(II) complexes, namely bis-{(E)-1-[(2,4,6-tri-bromo-phen-yl)diazen-yl]naphthalen-2-olato}nickel(II), [Ni(C16H8Br3N2O)2], (II), and bis-{(E)-1-[(2,4,6-tri-bromo-phen-yl)diazen-yl]naphthalen-2-olato}palladium(II), [Pd(C16H8Br3N2O)2], (III), respectively, the metal atoms are located on centres of inversion, hence the metal coordination spheres have perfect square-planar geometries. The tri-bromo-benzene rings are inclined to the naphthalene ring systems by 80.79â (18)° in (II) and by 80.8â (3)° in (III). In the crystal of (I), mol-ecules are linked by C-Hâ¯Br hydrogen bonds, forming chains along [010]. The chains are linked by C-Hâ¯π inter-actions, forming sheets parallel to (011). In the crystals of (II) and (III), mol-ecules are linked by C-Hâ¯π inter-actions, forming slabs parallel to (10-1). For the copper(II) complex (I), a region of disordered electron density was corrected for using the SQUEEZE routine in PLATON [Spek (2015 â¸). Acta Cryst. C71, 9-18]. The formula mass and unit-cell characteristics of the disordered solvent mol-ecules were not taken into account during refinement.
ABSTRACT
The title complex, [Cu(C17H13N2O2)2], crystallizes with two independent mol-ecules in the asymmetric unit. Each Cu(II) atom has a distorted ocahedral coordination environment defined by two N atoms and four O atoms from two tridentate 1-[(E)-(2-meth-oxy-phen-yl)diazen-yl]naphthalen-2-olate ligands. In the crystal, the two mol-ecules are linked via weak C-Hâ¯O hydrogen bonds which in turn stack parallel to [010]. A region of disordered electron density, most probably disordered methanol solvent molecules, was corrected for using the SQUEEZE routine in PLATON [Spek (2015). Acta Cryst. C71, 9-18]. Their formula mass and unit-cell characteristics were not taken into account during refinement.
ABSTRACT
The title dinuclear Cu(II) complex, [Cu2(C17H13N2O2)4], is located on an inversion centre. The Cu(II) atoms are each five-coordinated in a distorted square-pyramidal geometry by two N atoms and two O atoms from two bidentate ligands and one bridging O atom from another ligand. In the dinuclear complex, the Cuâ¯Cu separation is 3.366â (3)â Å. In the crystal, complex mol-ecules are linked via weak C-Hâ¯O hydrogen bonds, forming a layer parallel to (-101).
ABSTRACT
The title azo mol-ecule, C16H9Br3N2O, adopts a trans conformation with respect to the azo N=N double bond. An intra-molecular O-Hâ¯N hydrogen bond forms an S(6) ring motif. The dihedral angle between the naphthalene ring system and the benzene ring is 33.80â (16)°. In the crystal, mol-ecules are stacked in columns along the a axis by π-π inter-actions [centroid-centroid distances = 3.815â (3) and 3.990â (3)â Å].
ABSTRACT
The title zwitterion, C17H14N2O2, crystallizes with two independent mol-ecules in the asymmetric unit, both of which are approximately planar, the dihedral angles between the benzene ring and the naphthalene ring system being 4.39â (12)° in one mol-ecule and 5.83â (12)° in the other, and show an E conformation with respect to the azo double bond. An intra-molecular N-Hâ¯O hydrogen bond in each molecule helps to establish their near planar conformation. In the crystal, mol-ecules are linked through O-Hâ¯O hydrogen bonds into infinite chains running along the a-axis direction. In addition, the chains are stacked along the b axis via π-π inter-actions between the benzene and the naphthalene rings of adjacent mol-ecules, the centroid-centroid distances being 3.722â (3) and 3.823â (4)â Å.
ABSTRACT
In the title zwitterionic compound, C16H12N2O, the dihedral angle between the phenyl ring and the naphthalene ring system is 17.85â (8)°; an intra-molecular N-Hâ¯O hydrogen bond occurs. In the crystal, π-π stacking is observed between naphthalene ring systems of adjacent mol-ecules, the centroid-centroid distance being 3.6486â (11)â Å.
ABSTRACT
In the title compound, C16H12N2O2·0.5CH3OH, the H atom of the -OH group has been transfered to the N atom in the azo group, forming a zwitterion. Hence, there is an intra-molecular N-Hâ¯O, rather than an O-Hâ¯N, hydrogen bond in the mol-ecule. The mol-ecule is almost planar, the dihedral angle between the benzene ring and the mean plane of the naphthalene ring system being 4.51â (6)°. In the crystal, mol-ecules are linked to and bridged by O-Hâ¯O hydrogen bonds involving the methanol mol-ecule, which is located about a twofold rotation axis, and hence half-occupied, forming zigzag chains along [001]. Mol-ecules are also linked via C-Hâ¯π and π-π inter-actions, the latter involving adjacent benzene and naphthalene rings and having a centroid-centroid distance of 3.6616â (13)â Å, forming a three-dimensional network.