Redetermination of the crystal structure of benzyltriethylammoniumchloride monohydrate at 200 K – localization of hydrogen atoms, C13H24ClNO

Abstract

Source of materialThetitle compound was obtained commercially (Fluka).Crystals suitable for the diffraction study were obtained upon recrystallizationfromwater. Experimental detailsCarbon-bound Hatoms were placed in calculated positions(C-H 0.95 Åfor aromatic carbon atomsand C-H0.99Åfor methylene groups) and were included in the refinement in the riding model approximation, with U iso (H) setto1.2U eq (C). The Hatoms of the methyl groups were allowed to rotate with afixed angle around the C-C bond to best fit the experimental electron density (HFIX 137 in the SHELX program suite [12]), with U iso (H) sett o 1.5U eq (C). TheHatoms of the water molecule were located from adifference Fourier map and refined freely. DiscussionThe crystallization of ionic compounds is strongly influenced by therelativespatial size ratioofanion to cation,and thepresence of differentanionsmay influence on the conformation and as well as metric parameters of the cation in the case of bigger, organic cations.Atthe beginning of acomprehensive study of the influence of various anions on bond lengths and angles among aseries of tetra-organo ammonium compounds, we chose the title compound as areadily-available compound featuring asimple anion. Itscrystaland molecular structure have been reported earlier already, however, no hydrogen atoms have been taken into account for the refinement procedure [1].A dditionally, the respective data collection was conducted at room temperature only. Crystal and molecular structures for aseries of complex chlorido-based anions based, among others, on tellurium In the crystal, classical hydrogen bonds of the O-H×××Cl type are observed next to C-H×××Oa nd C-H×××Cl contacts whose ranges invariably fall below the sum of van-derWaals radii of the atomsp articipating in them.T he latter two types of contacts are exclusively supported by hydrogen atomson CH 2 groups of the ethyl substituents. In terms of graph-set analysis [10,11], the descriptor for the classical hydrogen bonds is DD on the unary level and, therefore, corresponds to the descriptors Z. Kristallogr.

The crystal structure of 4-hydroxybenzene-1,3-diaminium dichloride, C6H10Cl2N2O

“…Furthermore, the benefit of choosing the adequate size of counterions to crystallize ionic compounds has been confirmed on many occasions [12]. In continuation of our interest in metrical features of large cations [13][14][15] the title structure has been determined. Furthermore, the molecular and crystal structure of metaphenylene diamine has been determined earlier [16].…”

The crystal structure of methacholine chloride, C8H18ClNO2

“…Furthermore, the benefit of chosing the adequate size of counterions to crystallize ionic compounds has been confirmed on many occasions [12]. In continuation of our interest in metrical features of large cations [13][14][15] the structure of the title compound has been determined. Methacholine chloride is a synthetic derivative of acetylcholine, a neurotransmitter.…”

The crystal structure of 4-chloro-1-methylpiperidin-1-ium chloride, C6H13Cl2N

“…Furthermore, the benefit of choosing the adequate size of counterions to crystallize ionic compounds has been confirmed on many occasions [12]. In continuation of our interest in metrical features of large cations [13][14][15] the structure of the title compound has been determined. A comparable molecular connectivity pattern has been characterized structurally previously in form of the chloride [16] and perchlorate [17] salts of 4-chloro quinuclidinium.…”