Pyridine-4-carboxamidoxime N-oxide

Clifford W Padgett; Kirkland Sheriff; Will E Lynch

doi:10.1107/S2414314620013358

Pyridine-4-carboxamidoxime N-oxide

IUCrdata. 2020 Oct 9;5(Pt 10):x201335. doi: 10.1107/S2414314620013358. eCollection 2020 Oct.

Authors

Clifford W Padgett¹, Kirkland Sheriff¹, Will E Lynch¹

Affiliation

¹ Georgia Southern University, 11935 Abercorn St., Department of Chemistry and Biochemistry, Savannah GA 31419, USA.

Abstract

Our work in the area of synthesis of metal-organic frameworks (MOFs) based on organic N-oxides led to the crystallization of pyridine-4-carboxamidoxime N-oxide. Herein we report the first crystal structure of the title compound, C₆H₇N₃O₂ [systematic name: (Z)-4-(N'-hy-droxy-carbamimido-yl)pyridine N-oxide]. The hy-droxy-carbamimidoyl group is essentially coplanar with the aromatic ring, r.m.s.d. = 0.112 Å. The compound crystallizes in hydrogen-bonding layers built from the formation of strong O-H⋯O hydrogen bonds between the oxime oxygen atom and the oxygen atom of the N-oxide, and the formation of N-H⋯O hydrogen bonds between one amine nitro-gen atom and the N-oxide oxygen atom. These combined build R ³ ₄(24) ring motifs in the crystal. The crystal structure has no π-π inter-actions.

Keywords: N-oxide; crystal structure; hydrogen bonding; oxime; supramolecular structure.