Limits...
Crystal structure of 2-hy-droxy-imino-2-(pyridin-2-yl)-N'-[1-(pyridin-2-yl)ethyl-idene]acetohydrazide.

Plutenko MO, Lampeka RD, Haukka M, Nordlander E - Acta Crystallogr Sect E Struct Rep Online (2014)

Bottom Line: The oxime group is syn to the amide group, probably due to the formation of an intra-molecular N-H⋯N hydrogen bond that forms an S(6) ring motif.The latter are linked via C-H⋯O and C-H⋯N hydrogen bonds, forming sheets lying parallel to (502).The sheets are linked via π-π stacking inter-actions [inter-centroid distance = 3.7588 (9) Å], involving the pyridine rings of inversion-related mol-ecules, forming a three-dimensional structure.

View Article: PubMed Central - HTML - PubMed

Affiliation: Department of Chemistry, National Taras Shevchenko University, Volodymyrska Street 64, 01601 Kyiv, Ukraine.

ABSTRACT
The mol-ecule of the title compound, C14H13N5O2, is approximately planar (r.m.s deviation for all non-H atoms = 0.093 Å), with the planes of the two pyridine rings inclined to one another by 5.51 (7)°. The oxime group is syn to the amide group, probably due to the formation of an intra-molecular N-H⋯N hydrogen bond that forms an S(6) ring motif. In the crystal, mol-ecules are linked by pairs of bifurcated O-H⋯(O,N) hydrogen bonds, forming inversion dimers. The latter are linked via C-H⋯O and C-H⋯N hydrogen bonds, forming sheets lying parallel to (502). The sheets are linked via π-π stacking inter-actions [inter-centroid distance = 3.7588 (9) Å], involving the pyridine rings of inversion-related mol-ecules, forming a three-dimensional structure.

No MeSH data available.


Related in: MedlinePlus

Crystal packing of the title compound viewed along the b axis. Hydrogen bonds are indicated by dashed lines (see Table 1 ▶ for details). H atoms not involved in hydrogen bonds have been omitted for clarity.
© Copyright Policy - open-access
Related In: Results  -  Collection

License
getmorefigures.php?uid=PMC4257442&req=5

fig2: Crystal packing of the title compound viewed along the b axis. Hydrogen bonds are indicated by dashed lines (see Table 1 ▶ for details). H atoms not involved in hydrogen bonds have been omitted for clarity.

Mentions: In the crystal, mol­ecules are linked by pairs of bifurcated O—H⋯(O,N) hydrogen bonds forming inversion dimers (Fig. 2 ▶ and Table 1 ▶). The dimers are linked via C—H⋯O and C—H⋯N hydrogen bonds, forming sheets lying parallel to plane (502). The sheets are linked via π–π stacking inter­actions, forming a three-dimensional structure [Cg1⋯Cg2i = 3.7588 (9) Å; Cg1 and Cg2 are the centroids of pyridine rings N1/C1–C5 and N5/C10–C14, respectively; symmetry code: (i) −x + 1, −y + 2, −z + 1].


Crystal structure of 2-hy-droxy-imino-2-(pyridin-2-yl)-N'-[1-(pyridin-2-yl)ethyl-idene]acetohydrazide.

Plutenko MO, Lampeka RD, Haukka M, Nordlander E - Acta Crystallogr Sect E Struct Rep Online (2014)

Crystal packing of the title compound viewed along the b axis. Hydrogen bonds are indicated by dashed lines (see Table 1 ▶ for details). H atoms not involved in hydrogen bonds have been omitted for clarity.
© Copyright Policy - open-access
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC4257442&req=5

fig2: Crystal packing of the title compound viewed along the b axis. Hydrogen bonds are indicated by dashed lines (see Table 1 ▶ for details). H atoms not involved in hydrogen bonds have been omitted for clarity.
Mentions: In the crystal, mol­ecules are linked by pairs of bifurcated O—H⋯(O,N) hydrogen bonds forming inversion dimers (Fig. 2 ▶ and Table 1 ▶). The dimers are linked via C—H⋯O and C—H⋯N hydrogen bonds, forming sheets lying parallel to plane (502). The sheets are linked via π–π stacking inter­actions, forming a three-dimensional structure [Cg1⋯Cg2i = 3.7588 (9) Å; Cg1 and Cg2 are the centroids of pyridine rings N1/C1–C5 and N5/C10–C14, respectively; symmetry code: (i) −x + 1, −y + 2, −z + 1].

Bottom Line: The oxime group is syn to the amide group, probably due to the formation of an intra-molecular N-H⋯N hydrogen bond that forms an S(6) ring motif.The latter are linked via C-H⋯O and C-H⋯N hydrogen bonds, forming sheets lying parallel to (502).The sheets are linked via π-π stacking inter-actions [inter-centroid distance = 3.7588 (9) Å], involving the pyridine rings of inversion-related mol-ecules, forming a three-dimensional structure.

View Article: PubMed Central - HTML - PubMed

Affiliation: Department of Chemistry, National Taras Shevchenko University, Volodymyrska Street 64, 01601 Kyiv, Ukraine.

ABSTRACT
The mol-ecule of the title compound, C14H13N5O2, is approximately planar (r.m.s deviation for all non-H atoms = 0.093 Å), with the planes of the two pyridine rings inclined to one another by 5.51 (7)°. The oxime group is syn to the amide group, probably due to the formation of an intra-molecular N-H⋯N hydrogen bond that forms an S(6) ring motif. In the crystal, mol-ecules are linked by pairs of bifurcated O-H⋯(O,N) hydrogen bonds, forming inversion dimers. The latter are linked via C-H⋯O and C-H⋯N hydrogen bonds, forming sheets lying parallel to (502). The sheets are linked via π-π stacking inter-actions [inter-centroid distance = 3.7588 (9) Å], involving the pyridine rings of inversion-related mol-ecules, forming a three-dimensional structure.

No MeSH data available.


Related in: MedlinePlus