2-(Benzoylaminomethyl)pyridinium chloride

Abstract

The title compound, C13H13N2O+·Cl−, (1), was obtained as a colorless crystalline by-product during the synthesis of N-(2-pyridylmeth­yl)benzoyl­amine (2). The C—O bond length of 1.231 (2) Å in the benzoyl unit of (1) is slightly elongated in comparison with isolated C=O double bonds as also observed for (2) [1.237 (2) Å]. The N—C bond length of 1.345 (2) Å in the benzoic acid amide unit indicates the formation of an allylic O—C—N system and is very similar to the N—C bond lengths [1.345 (2) Å] of the pyridyl group. A further delocalization of charge from this allylic system into the phenyl fragment does not occur, which can be deduced from a characterisitc C—C single bond length of 1.499 (2) Å between these fragments. A dimer is formed via N—H⋯Cl hydrogen bonds. The two rings make a dihedral angle of 105.0 (2)°

Coordination Behavior of the (Diphenylphosphanyl)[α‐(2‐pyridyl)benzyl]amide Anion toward Lithium and Zinc Cations

“…This fact would also explain the slight elongation of the P–C19 bond [184.4(2) pm] relative to the P–C13 distance of 182.7(2) pm. Similar effects have been observed for bis(diphenylphosphanyl)(2‐pyridylmethyl)amine19 as well as for N ‐trialkylsilyl‐substituted (2‐pyridylmethyl)amines 26,27…”

“…Primary and secondary (2‐pyridylmethyl)amines (H 2 L ) offer a surprisingly wide spectrum of reactivity depending on the N ‐substituent. Deprotonation with organometallics such as LiR and ZnR 2 leads to the formation of the corresponding lithium and zinc amides 1–8. Starting from these amides (H L ) – (Scheme ) a fascinating chemistry opens up.…”

On the group-theoretical approach to the study of interpenetrating nets

“…These conditions are also fulfilled by pairs of interpenetrating, congruent 3-periodic nets without edge crossings independently of whether a balance surface separating them from each other actually exists. However, the conditions of Fischer and Koch are in general too restrictive because interpenetrating nets can be separated by self-intersecting surfaces (Koch, 2000a) or if three or more nets interpenetrate.…”

“…There exists a relation to self-intersecting minimal surfaces forming 3-periodic labyrinths. Indeed, all such surfaces derived by Koch (2000a) do not admit mirror planes interchanging the labyrinths (corresponding group-subgroup pairs G-H are Pn3m-Fd3m, P6/mcc-P6c2, P6/mcc-P6/m, P4/mcc-P4/mnc, P4/mcc-P4/m, Pccm-Cccm, Pccm-P112/m, i.e. the theorem is fulfilled).…”