Room-temperature phase of <i>n</i>-decylammonium chloride

Schenk, Klaus; Chapuis, G.

doi:10.1107/s0108270186093411

Cited by 11 publications

(7 citation statements)

References 6 publications

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“…The present study highlights the ability of water molecules to insert into N + -H/Br À hydrogen bonds. The hydrogen bonding network in 6 can also be described by ladder stacking, 10 and the resultant hydrogen bonding network is a single corrugated, two-dimensional sheet consisting of individual ladders, as illustrated schematically in Fig 5a. of the N + -H/Br À interactions occuring in the anhydrate structure to form the two-dimensional network observed in the hydrate.…”

Section: Comparison Of Hydrate and Anhydrous Structuresmentioning

confidence: 99%

Crystal structures and phase transitions of long-chain n-alkylammonium bromide monohydrates

2009

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The crystal structures of five long-chain n-alkylammonium bromide monohydrates, with carbon chain lengths ranging from 13 to 18, were determined. n-Tridecylammonium bromide monohydrate 1, n-tetradecylammonium bromide monohydrate 2, n-pentadecylammonium bromide monohydrate 3, n-hexadecylammonium bromide monohydrate 4, and n-octadecylammonium bromide monohydrate 5, all crystallise in layered structures, and the same hydrogen bonding network is observed for the oddand even carbon chain compounds. Comparison of an anhydrous and a hydrated n-alkylammonium bromide structure indicate that the structures differ in alkyl chain tilt angle, methylene subcell packing as well as hydrogen bonding network. The thermotropic phase transitions exhibited by the hydrates were investigated via DSC and TGA, and indicate stepwise melting behaviour through a number of high temperature phases, including a liquid crystalline phase.

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Section: Comparison Of Hydrate and Anhydrous Structuresmentioning

confidence: 99%

Crystal structures and phase transitions of long-chain n-alkylammonium bromide monohydrates

2009

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“…It is far from the all-trans conformation observed in some related ,!-diaminoalkanes, e.g. in ndecylammonium chloride (Schenk & Chapuis, 1986) or 4-bromocinnamate (Ballabn et al, 2006), and also the gttttttg conformation reported for the 3,7-diazanonane-1,9-diamine tetracation (Su et al, 2002), and is probably a consequence of both inter-and intramolecular hydrogen bonds. The intramolecular N4Á Á ÁN8 distance is 2.8480 16 conformation it would be almost 5 Å ) and the H8A atom is obviously involved in the interaction (Table 1); this hydrogen bond closes a six-membered chair-like ring.…”

Section: Commentmentioning

confidence: 80%

N-{3-[(2-Ammonioethyl)amino]propyl}ethane-1,2-diaminium tris(trifluoromethanesulfonate): a salt of a folded triply protonated tetramine

2008

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The structure of a trifluoromethanesulfonate salt of a nontypical triply protonated linear tetramine, C(7)H(23)N(4)(3+).3CF(3)SO(3)(-), with a layered crystal structure is presented. One N atom remains unprotonated. The conformation of the cation is enforced by intra- and intermolecular hydrogen bonds. The crystal structure is built of ca 10 A deep layers, within which cations and anions are hydrogen bonded. Each layer is only weakly bound to its neighbours. This study shows a rare example of an unsymmetrically protonated polyamine and the relation between the lack of protonation, intramolecular hydrogen bonding and the conformation of the cation.

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“…The RT structure of DAC is monoclinic, space group P 2 1 , a = 5.6996(4) Å, b = 7.1638(5) Å, c = 15.490(1) Å, β = 91.297(5)° . The structure contains polar layers, consisting of NH 3 groups and chlorine atoms, alternating with neutral layers consisting of aliphatic chains.…”

Section: Introductionmentioning

confidence: 99%

A Combined Theoretical and Experimental Study of Solid Octyl and Decylammonium Chlorides and of Their Aqueous Solutions

et al. 2013

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The analysis of the thermal behavior of octyl- (OAC) and decylammonium chloride (DAC) has provided relevant new information. OAC shows a polymorphic phase transition that starts at 308 K and is completed at 313 K, between a monoclinic and a tetragonal structure, which belongs to a space group different from what was observed for other alkylammonium chlorides. At the melting temperature (463 K), the growing of a strong first sharp diffraction peak (FSDP) occurring at a d-spacing of ca. 21.0 Å was observed. DAC is characterized by two phase transitions at 318 (T(d1)) and 323 K (T(d2)). At T(d1), the LT polymorph coexists with a new-formed phase. At T(d2) the LT polymorph is replaced by a further polymorphic modification of DAC that becomes the only one at 328 K. This second phase transition signals the occurrence of a phase, closely related to the LT polymorph of HeAC, that crystallizes in the tetragonal crystal system a = ca. 5.00 Å and c = ca. 28.5 Å, P4/nmm space group. DAC melting starts at 458 K and is accompanied, as in the case of OAC, by the growing of a strong FSDP at a d-spacing of ca. 24.8 Å. A parallel DSC study confirmed the above-mentioned transitions. In addition, the structural properties of OAC/water and DAC/water mixtures were studied using an integrated approach, which combines X-ray diffraction and molecular dynamics (MD) techniques. A very good agreement between theoretical and experimental diffraction patterns has been obtained for both investigated mixtures. A thorough analysis of the MD trajectories shows that strong anion-water interactions are present in the mixtures, where Cl(-) forms a rather unstructured first hydration shell of water molecules bound to the anion in a linear Cl···H-O configuration. Moreover, cations and anions were found to interact with each other, and to form "solvent-shared ion pairs", in which one or more water molecules are shared between Cl(-) and the alkylammonium cation.

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Room-temperature phase of n-decylammonium chloride

Cited by 11 publications

References 6 publications

Crystal structures and phase transitions of long-chain n-alkylammonium bromide monohydrates

Crystal structures and phase transitions of long-chain n-alkylammonium bromide monohydrates

N-{3-[(2-Ammonioethyl)amino]propyl}ethane-1,2-diaminium tris(trifluoromethanesulfonate): a salt of a folded triply protonated tetramine

A Combined Theoretical and Experimental Study of Solid Octyl and Decylammonium Chlorides and of Their Aqueous Solutions

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