Two-Dimensional Hydrogen-Bonded Crystal Structure, Hirshfeld Surface Analysis and Morphology Prediction of a New Polymorph of 1H-Nicotineamidium Chloride Salt

Sami A Al-Hussain,Abderrahmen Guesmi,Hela Ferjani,Obaid S Alruqi,Hammouda Chebbi

doi:10.3390/cryst9110571

Abstract

A new polymorph of 1H-nicotineamidium chloride salt, (C6H7N2O)+·Cl−, was grown by slow evaporation at room temperature. It crystallizes in the monoclinic space group P21/m. The crystal structure study shows that the organic cations (C6H7N2O)+ and chloride anions are organized into 2D-layers packed along the b-axis. The structural components interact by N–H···O, N–H···Cl and C–H···Cl hydrogen bonds building up a two-dimensional network. The protonated organic cations and the chloride anions show a π–Cl− interaction enhancing stability to the crystal structure. A description of the hydrogen-bonding network and comparison with similar related compounds of nicotinamide and isonicotineamide are presented. The bulk morphology was also predicted and it was found that the simulated morphology predicted by Bravais–Friedel–Donnay–Harker (BFDH) model matches with the morphology of as grown single crystal. Moreover, to illustrate the intermolecular interactions in the new studied polymorph, we report also the analysis of the Hirshfeld surface and its fingerprint polts.

Highlights

Crystalline organic materials are being actively explored for potential application in optoelectronics and as piezoelectric and other type of functional materials [1,2]
These ions are organized in the crystal to produce centrosymmetric assemblages with space group P21 /m
This means that organic cations (C6 H7 N2 O)+ and chloride anions are situated in the mirror plane (x, 1/4, z) creating strictly planar layers (Figures 2 and 3)

Summary

Introduction

Crystalline organic materials are being actively explored for potential application in optoelectronics and as piezoelectric and other type of functional materials [1,2]. Reasons behind a specific arrangement of molecules inside a crystal structure are usually concluded from the arrangement and nature of intermolecular interactions, and are sometimes sustained by theoretical calculations [3,4]. In many cases, these interactions take the form of 1D, 2D or 3D hydrogen bond networks joining charged or neutral molecules [5,6]. Apart from those, the selection of nicotinamide as an excellent crystallizing compound is a key for the construction of unusual salts and cocrystals It has two hydrogen bonding groups suitable for Crystals 2019, 9, 571; doi:10.3390/cryst9110571 www.mdpi.com/journal/crystals

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