Abstract

The title salt, C10H21N2O+·C7H12NO4S-, comprises a 3-methacryl-amido-N,N,N-tri-methyl-propan-1-aminium cation and a 2-acryl-amido-2-methyl-propane-1-sulfonate anion. The salt crystallizes with two unique cation-anion pairs in the asymmetric unit of the ortho-rhom-bic unit cell. The crystal studied was an inversion twin with a 0.52 (4):0.48 (4) domain ratio. In the crystal, the cations and anions stack along the b-axis direction and are linked by an extensive series of N-H⋯O and C-H⋯O hydrogen bonds, forming a three-dimensional network. Hirshfeld surface analysis was carried out on both the asymmetric unit and the two individual salts. The contribution of inter-atomic contacts to the surfaces of the individual cations and anions are also compared.

Highlights

  • The title salt, C10H21N2O+ÁC7H12NO4SÀ, comprises a 3-methacrylamido-N,N,Ntrimethylpropan-1-aminium cation and a 2-acrylamido-2-methylpropane-1sulfonate anion

  • The cations and anions stack along the b-axis direction and are linked by an extensive series of N—HÁ Á ÁO and C—HÁ Á ÁO hydrogen bonds, forming a three-dimensional network

  • One approach involves the polymerization of ion-pair comonomers (IPC) typically based on sulfonate anions and quaternary ammonium cations (McAdam et al, 2019)

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Summary

Chemical context

We are currently interested in tough hydrogels with a built-in capacity for self-healing, as a means of improving their performance in practical applications (Goswami et al, 2017; Pushparajan et al, 2018). A feature of both cation/anion pairs is the substantial number of intermolecular contacts, N— HÁ Á ÁO, C—HÁ Á ÁO and weaker C—HÁ Á ÁN hydrogen bonds, Table 1, linking the cations to the anions, with the O12 and. Closely comparable with only small variations around the amide N atoms and the vinyl groups, Fig. 5. While the cations both adopt stretched arrangements, aided by the central propyl units, the anions are U-shaped with the acrylamide and sulfonate residues on opposite vertices of the U. For the cations the most significant variations occur around the amide unit and for one of the methyl groups of the trimethylamine substituent, Fig. 4.

Supramolecular features
Hirshfeld Analysis
Refinement
Funding information
C18 C19 C110 N11 C11 C12 C13
Full Text
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