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Crystal structures of two platinum(II) complexes containing ethyl eugenoxyacetate and 2-amino ­ pyridine

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ABSTRACT

In the title complexes, trans-(2-amino­pyridine-κN)di­chlorido­{4-eth­oxy­carbonyl­meth­oxy-3-meth­oxy-1-[(2,3-η)-prop-2-en-1-yl]benzene}­platinum(II), [PtCl2(C5H6N2)(C14H18O4)], (I), and (2-amino­pyridine-κN)chlorido{5-eth­oxy­car­bon­yl­meth­oxy-4-meth­oxy-1-[(2,3-η)-prop-2-en-1-yl]phenyl-κC1}­platinum(II), [Pt(C14H17O4)Cl(C5H6N2)], (II), the central PtII metal atom displays a distorted square-planar coordination, with the PtII atom coordinated by the pyridine N atom, the C=C double bond of the eugenol ligand and two Cl atoms for (I) or one Cl atom and a C atom of the phenyl ring for (II). The allyl fragment in (I) is disordered, with population parameters 0.614 (14) and 0.386 (14) for the two positions of the central C atom. The least-squares planes through the two aromatic ring systems make a dihedral angle of 51.10 (13)° for (I) and 78.5 (2)° for (II). Intra­molecular N—H⋯O and N—H⋯π inter­actions occur in (I). In (I), inversion dimers formed by C—H⋯Cl inter­actions are further linked into chains parallel to the b axis by C—H⋯O hydrogen bonds. Both aromatic rings are involved in π–π inter­actions, with centroid-to-centroid distances of 3.508 (3) and 3.791 (3) Å. In (II), inversion dimers form chains parallel to the b axis by C—H⋯O inter­actions.

No MeSH data available.


Views of the asymmetric units in (a) (I) and (b) (II), showing the atom-labelling schemes. Displacement ellipsoids are drawn at the 50% probability level. Orange bonds in (a) show the allyl fragment with a population parameter of 0.386 (14). Blue dotted lines indicate intra­molecular inter­actions in (a).
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fig1: Views of the asymmetric units in (a) (I) and (b) (II), showing the atom-labelling schemes. Displacement ellipsoids are drawn at the 50% probability level. Orange bonds in (a) show the allyl fragment with a population parameter of 0.386 (14). Blue dotted lines indicate intra­molecular inter­actions in (a).

Mentions: In both title complexes, the central PtII metal atom displays a distorted square-planar coordination (Fig. 1 ▸). In addition to the two Cl atoms in dichloride complex (I), the pyridine N atom and the C=C double bond of the eugenol ligand coordinate to the central PtII atom. In monochloride complex (II), one Cl atom is replaced by a C atom of the eugenol phenyl group. An overlay of the Pt–2-amino fragment present in both structures clearly shows the differences in coordination (Fig. 2 ▸). Where in (I) the Cl atoms are trans with respect to each other, this is the case for the two aromatic rings in (II). One Cl and the C=C coordinations in (I) are replaced by, respectively, C=C and a phenyl C atom in (II). In both cases, the 2-amino­pyridine ligand only inter­acts via the ring N atom. In (I), the CH2—CH=CH2 fragment is disordered, with population parameters of 0.614 (14) and 0.386 (14) for the two positions of the central C atom. The dihedral angles between the planes through the two aromatic rings are 78.5 (2) and 51.10 (13)° for (I) and (II), respectively. In (I), the H atoms of the amino group are involved in a weak intra­molecular N—H⋯O inter­action (N8—H8B⋯O25, Table 1 ▸) and an N—H⋯π inter­action (N8—H8A⋯Cg1, Table 1 ▸; Cg1 is the centroid of the C14–C19 ring). Similar inter­actions are not possible in (II) due to the different orientation of the ligands.


Crystal structures of two platinum(II) complexes containing ethyl eugenoxyacetate and 2-amino ­ pyridine
Views of the asymmetric units in (a) (I) and (b) (II), showing the atom-labelling schemes. Displacement ellipsoids are drawn at the 50% probability level. Orange bonds in (a) show the allyl fragment with a population parameter of 0.386 (14). Blue dotted lines indicate intra­molecular inter­actions in (a).
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fig1: Views of the asymmetric units in (a) (I) and (b) (II), showing the atom-labelling schemes. Displacement ellipsoids are drawn at the 50% probability level. Orange bonds in (a) show the allyl fragment with a population parameter of 0.386 (14). Blue dotted lines indicate intra­molecular inter­actions in (a).
Mentions: In both title complexes, the central PtII metal atom displays a distorted square-planar coordination (Fig. 1 ▸). In addition to the two Cl atoms in dichloride complex (I), the pyridine N atom and the C=C double bond of the eugenol ligand coordinate to the central PtII atom. In monochloride complex (II), one Cl atom is replaced by a C atom of the eugenol phenyl group. An overlay of the Pt–2-amino fragment present in both structures clearly shows the differences in coordination (Fig. 2 ▸). Where in (I) the Cl atoms are trans with respect to each other, this is the case for the two aromatic rings in (II). One Cl and the C=C coordinations in (I) are replaced by, respectively, C=C and a phenyl C atom in (II). In both cases, the 2-amino­pyridine ligand only inter­acts via the ring N atom. In (I), the CH2—CH=CH2 fragment is disordered, with population parameters of 0.614 (14) and 0.386 (14) for the two positions of the central C atom. The dihedral angles between the planes through the two aromatic rings are 78.5 (2) and 51.10 (13)° for (I) and (II), respectively. In (I), the H atoms of the amino group are involved in a weak intra­molecular N—H⋯O inter­action (N8—H8B⋯O25, Table 1 ▸) and an N—H⋯π inter­action (N8—H8A⋯Cg1, Table 1 ▸; Cg1 is the centroid of the C14–C19 ring). Similar inter­actions are not possible in (II) due to the different orientation of the ligands.

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ABSTRACT

In the title complexes, trans-(2-amino­pyridine-κN)di­chlorido­{4-eth­oxy­carbonyl­meth­oxy-3-meth­oxy-1-[(2,3-η)-prop-2-en-1-yl]benzene}­platinum(II), [PtCl2(C5H6N2)(C14H18O4)], (I), and (2-amino­pyridine-κN)chlorido{5-eth­oxy­car­bon­yl­meth­oxy-4-meth­oxy-1-[(2,3-η)-prop-2-en-1-yl]phenyl-κC1}­platinum(II), [Pt(C14H17O4)Cl(C5H6N2)], (II), the central PtII metal atom displays a distorted square-planar coordination, with the PtII atom coordinated by the pyridine N atom, the C=C double bond of the eugenol ligand and two Cl atoms for (I) or one Cl atom and a C atom of the phenyl ring for (II). The allyl fragment in (I) is disordered, with population parameters 0.614 (14) and 0.386 (14) for the two positions of the central C atom. The least-squares planes through the two aromatic ring systems make a dihedral angle of 51.10 (13)° for (I) and 78.5 (2)° for (II). Intra­molecular N—H⋯O and N—H⋯π inter­actions occur in (I). In (I), inversion dimers formed by C—H⋯Cl inter­actions are further linked into chains parallel to the b axis by C—H⋯O hydrogen bonds. Both aromatic rings are involved in π–π inter­actions, with centroid-to-centroid distances of 3.508 (3) and 3.791 (3) Å. In (II), inversion dimers form chains parallel to the b axis by C—H⋯O inter­actions.

No MeSH data available.