2,3-Dimethylanilinium chloride monohydrate

The crystal structure of the title salt, C8H12N+·Cl−·H2O, consists of discrete organic cations, chloride anions and water molecules which are connected by N—H⋯Cl, N—H⋯O and O—H⋯Cl hydrogen bonds. These interactions lead to the formation of layers lying parallel to the ab plane.

The crystal structure of the title salt, C 8 H 12 N + ÁCl À ÁH 2 O, consists of discrete organic cations, chloride anions and water molecules which are connected by N-HÁ Á ÁCl, N-HÁ Á ÁO and O-HÁ Á ÁCl hydrogen bonds. These interactions lead to the formation of layers lying parallel to the ab plane.

Comment
Hydrogen bonding is of interest because of their prevalent occurrence in biological systems. Therefore, it is extremely useful to search simple molecules allowing to understanding the configuration and the function of some complex macromolecules.
Furthermore, the hybrid materials are wealthy in H-bonds and they could be used to this outcome because of their capability emphasis in constructing sophisticated assemblies from isolated molecular or ionic building blocks due to its strength and directionality (Steiner, 2002;Jayaraman et al., 2002).
As shown in Fig. 1, the asymmetric unit of (I) contains a 2,3-dimethylanilinium cation, a chloride anion and a water molecule. Packing diagram of the structure across the a-axis is shown in Fig. 2. It shows that each chloride anion connected to two 2,3-dimethylanilinium cations via N-H···Cl hydrogen bonds and two water molecules. The title complex is a crystalline hydrate containing one water of crystallization, where form layers through N-H···O and O-H···Cl hydrogen bonds (Table   1).
The C-NH 3 , 1.465 (2) Å distance in the organic cations are close to respect to the C-NH 3 , 1.459 (2) Å observed in the crystal structure of 2,3-dimethylaniliniumchloride (Dai & Chen, 2010). Moreover the organic group moiety geometrical features shows the C-C-C and C-C-N angles are in the range usually found for this compound (Abid et al., 2007). Hydrogen bonds, electrostatic and van der Waals interactions participate to the cohesion of the three-dimensional network and add stability to this compound.

Experimental
An initial solution of 2,3-dimetylaniline was made in 10 ml methanol. To a crystallizer vessel initial solution was added in a 1:1 molar ratio of concentrated hydrochloric acid dropwise. For salt formation partnership, the obtained solution was stirrer for 1 h and then gradually evaporated in room temperature. Crystals of the title salt were removed from the crystallizer vessel to yield colorless crystals of the title salt, suitable for X-ray analysis.

Refinement
The H atoms of the protonated nitrogen and water molecule were found in difference Fourier map and refined isotropically.
The water H atoms H1W, H2W were refined with distance restraints of O-H 0.844 (2), 0.860 (2) Å, respectively. The   Fig. 1. The asymmetric unit of title compound with displacement ellipsoids drawn at 50% probability level.  Refinement. Refinement of F 2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F 2 , conventional R-factors R are based on F, with F set to zero for negative F 2 . The threshold expression of F 2 > σ(F 2 ) is used only for calculating Rfactors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F 2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.