Structural characterization, computational and biological studies of a new third order NLO (1:1) organic adduct: 2-Aminopyrimidine: 3-nitrophthalic acid

Neutral and Ionic Form of (Benzylthio)Acetic Acid in Novel Aminopyrimidine Based Multi-Component Crystalline Phases

“…The ν as (NH 2 ) and ν s (NH 2 ) stretch of the amino group derived from the suitable aminopyrimidine component in the registered spectra of complexes 1-3 is active at 3376 cm −1 and 3180 cm −1 (1), 3346 cm −1 and 3181 cm −1 (2), and 3331 cm −1 and 3164 cm −1 (3), respectively. The spectral data concerning the ν as (NH 2 ) and ν s (NH 2 ) fundamentals found in the spectra of conglomerates 1-3 indicate that the basic ingredients remain in their original figure and are consistent with the previously published infrared data associated with co-crystals formed between 2-AP and 1,4-cyclohexanedicarboxylic [11] or 3-nitrophthalic [41] acid and between 2-A-4,6-DMP and benzoic [47], indole-3-acetic [27], or butyric-3-acetic [27] acid.…”

“…While for most interactions, the donor•••acceptor distance is equal to or greater than 3 Å, in the case of the O-H•••N synthon, it is equal to 2.6361( 14) Å for co-crystal 2 and 2.595(2) Å for co-crystal 1 (Table 2). Such short O-H•••N hydrogen bond distances between the hydroxyl group of carboxylic acid and the N-atom of the pyrimidine moiety are observed for analogous compounds [20,41] and indicate that the O-H•••N interaction plays a key role in the structure stabilization of the co-crystals in question.…”

“…2). Such hydrogen-bonding geometry, comprising the carboxylic/carboxylate O atoms associated with the heterocyclic N atom and the 2-amino group, is characteristic of co-crystals [20,41] and salts [2,16] 2). Such hydrogen-bonding geometry, comprising the carboxylic/carboxylate O atoms associated with the heterocyclic N atom and the 2-amino group, is characteristic of co-crystals [20,41] and salts [2,16] hydrogen bond and the C13-H•••O2 interaction (Figure 5).…”

“…Such hydrogen-bonding geometry, comprising the carboxylic/carboxylate O atoms associated with the heterocyclic N atom and the 2-amino group, is characteristic of co-crystals [20,41] and salts [2,16] 2). Such hydrogen-bonding geometry, comprising the carboxylic/carboxylate O atoms associated with the heterocyclic N atom and the 2-amino group, is characteristic of co-crystals [20,41] and salts [2,16] hydrogen bond and the C13-H•••O2 interaction (Figure 5). Both synthons partake in the formation of two further ring motifs: homomeric ring R2 2 (8) formed by the N3-H•••N2 bond and a tetramer based upon a centrosymmetric R4 4 (10) motif based on C13-H•••O2 contact and the O2-H•••N1 hydrogen bond.…”

“…This R 2 2 (8) heterodimer is formed by O2-H•••N1 and N3-H•••O1 hydrogen bonds (Donor•••Acceptor distances and D-H•••A angles are given in Table2). Such hydrogen-bonding geometry, comprising the carboxylic/carboxylate O atoms associated with the heterocyclic N atom and the 2-amino group, is characteristic of co-crystals[20,41] and salts[2,16] of 2-aminopyrimidine with…”