Crystal structure of (E)-2-amino-4-methyl-sulfanyl-6-oxo-1-{[(thiophen-2-yl)-methyl-idene]-amino}-1,6-di-hydro-pyrimidine-5-carbo-nitrile.
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The title compound, C11H9N5OS2, a 1-thio-phen-2-yl-methyl-ene-amino-pyrimidine derivative, displays an essentially planar C-NH2 group.The conformation across the N=C bond linking the pyrimidine and thienyl groups is E.The pyrimidine and thienyl ring systems subtend an inter-planar angle of 42.72 (5)°.
Affiliation: Chemistry Department, Faculty of Science, Helwan University, Cairo, Egypt.
ABSTRACT
The title compound, C11H9N5OS2, a 1-thio-phen-2-yl-methyl-ene-amino-pyrimidine derivative, displays an essentially planar C-NH2 group. The conformation across the N=C bond linking the pyrimidine and thienyl groups is E. The pyrimidine and thienyl ring systems subtend an inter-planar angle of 42.72 (5)°. In the crystal, mol-ecules are linked by N-H⋯Nnitrile and N-H⋯O=C hydrogen bonds, forming chains parallel to the b axis. No MeSH data available. Related in: MedlinePlus |
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fig1: The molecule structure of the title compound, with atom labelling. Displacement ellipsoids are drawn at the 50% probability level. The intramolecular hydrogen bond, H042⋯N1, is not shown. Mentions: The molecular structure of the title compound is shown in Fig. 1 ▸. The E conformation across the double bond N2=C10 is confirmed, with a bond length of 1.2879 (14) Å. Both ring systems are, as expected, planar (r.m.s. deviations are 0.017 Å for the pyrimidine and 0.001 Å for the thienyl ring). Atom N2 lies 0.189 (2) Å out of the pyrimidine plane; all other immediate substituent atoms lie effectively in the ring plane. Carbon atom C7 of the thiomethyl group is rotated slightly out of the ring plane, with torsion angle N3—C4—S1—C7 being −6.30 (10)°. The inter-planar angle between the rings is 42.72 (5)°; the relative orientation is influenced by the torsion angles C6—N1—N2—C10 = −51.78 (13), N1—N2—C10—C11 = 174.68 (9) and N2—C10—C11—S12 = 5.22 (15)°. The NH2 group is planar; the nitrogen atom lies only 0.048 (9) Å out of the plane of its substituents. The intramolecular contact H041⋯N2 = 2.22 (2) Å may be construed as a hydrogen bond, although the angle at the H atom is necessarily narrow at 108.4 (14) ° (Table 1 ▸). |
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Affiliation: Chemistry Department, Faculty of Science, Helwan University, Cairo, Egypt.
No MeSH data available.