Halogen-bonded liquid-crystalline complexes formed from 4-alkoxyphenylpyridines with iodine and with interhalogens

TY - JOUR

T1 - Halogen-bonded liquid-crystalline complexes formed from 4-alkoxyphenylpyridines with iodine and with interhalogens

AU - McAllister, Linda J.

AU - Pridmore, Natalie E.

AU - McEllin, Alice J.

AU - Whitwood, Adrian C.

AU - Karadakov, Peter B.

AU - Bruce, Duncan W.

N1 - Publisher Copyright: © 2023 The Royal Society of Chemistry.

PY - 2023/3/21

Y1 - 2023/3/21

N2 - Strongly halogen-bonded complexes are formed between 4-alkoxyphenyl-4-pyridines and iodine as well as the interhalogen compounds ICl and IBr, and examples of each are characterised by single crystal X-ray crystallography. On heating, all but one of the complexes display a liquid-crystalline smectic A phase, although there is evidence of decomposition as the materials are heated through the mesophase. For such short molecules, the mesophases are rather stable and small-angle X-ray scattering shows that the complexes form a type of antiparallel, head-to-head dimeric arrangement in the mesophase. Quantum chemical calculations at the DFT (M06-2X) and MP2 levels of theory show the complexes to have very high dipole moments (between ≈ 9-12 D) and the mesophase stability of the complexes is rationalised in terms of antiparallel correlations induced by the strong molecular dipoles.

AB - Strongly halogen-bonded complexes are formed between 4-alkoxyphenyl-4-pyridines and iodine as well as the interhalogen compounds ICl and IBr, and examples of each are characterised by single crystal X-ray crystallography. On heating, all but one of the complexes display a liquid-crystalline smectic A phase, although there is evidence of decomposition as the materials are heated through the mesophase. For such short molecules, the mesophases are rather stable and small-angle X-ray scattering shows that the complexes form a type of antiparallel, head-to-head dimeric arrangement in the mesophase. Quantum chemical calculations at the DFT (M06-2X) and MP2 levels of theory show the complexes to have very high dipole moments (between ≈ 9-12 D) and the mesophase stability of the complexes is rationalised in terms of antiparallel correlations induced by the strong molecular dipoles.

UR - http://www.scopus.com/inward/record.url?scp=85149326425&partnerID=8YFLogxK

U2 - 10.1039/d2ce01555b

DO - 10.1039/d2ce01555b

M3 - Article

AN - SCOPUS:85149326425

SN - 1466-8033

VL - 25

SP - 1683

EP - 1692

JO - CrystEngComm

JF - CrystEngComm

IS - 11

ER -