Planar 1,3 lambda(4)delta(2),2,4-benzodithiadiazine and its nonplanar 5,6,7,8-tetrafluoro derivative: Gas-phase structures studied by electron diffraction and ab initio calculations

Planar 1,3 lambda(4)delta(2),2,4-benzodithiadiazine and its nonplanar 5,6,7,8-tetrafluoro derivative: Gas-phase structures studied by electron diffraction and ab initio calculations Научная публикация

Журнал

Chemistry - A European Journal
ISSN: 0947-6539 , E-ISSN: 1521-3765

Вых. Данные

Год: 2001, Том: 7, Номер: 16, Страницы: 3592-3602 Страниц : 11 DOI: 10.1002/1521-3765(20010817)7:16<3592::AID-CHEM3592>3.0.CO;2-8

Ключевые слова

ab initio calculations; electron diffraction; heterocycles

Авторы

Blockhuys Frank ¹ , Hinchley Sarah L. ¹ , Marakov Alexander Yu. ² , Gatilov Yuri V. ² , Zibarev Andrey V. ² , Woollins J.Derek ³ , Rankin David W.H. ¹

Организации

1	Department of Chemistry, University of Edinburgh, West Mains Road, Edinburgh EH9 3JJ, United Kingdom
2	Institute of Organic Chemistry, Russian Academy of Sciences, 630 090 Novosibirsk, Russian Federation
3	(Данные Web of science) Univ St Andrews, Dept Chem, St Andrews KY16 9ST, Fife, Scotland

The gas-phase molecular structures of 1,3 lambda (4)delta (2),2,4-benzodithiadiazine and 5,6,7,8-tetrafluoro-1,3 lambda (4)delta (2),2,4-benzodithiadiazine have been investigated by ab initio calculations and electron diffraction using the SARACEN method of structural analysis. Important structural parameters (r(hl) structure) for the parent compound were found to be: < r(S=N) > 1.546(3), r(S-N) 1.697(5), r(C-S) 1.784(5), and r(C-N) 1.393(6) Angstrom. For the tetrafluoro derivative, these are (rh(1) structure): < r(S=N) > 1.552(3), r(S-N) 1.723(8), r(C-S) 1.812(9), and r(C-N) 1.396(7) Angstrom. Furthermore, the GED experiment (Gas Electron Diffraction) quite convincingly demonstrates the nonplanarity of the former and the planarity of the latter in agreement with DFT calculations; but the results contradict calculations at the MP2 level. The effect of the fluorine atoms on the conformations of the molecules is discussed.

Blockhuys F. , Hinchley S.L. , Marakov A.Y. , Gatilov Y.V. , Zibarev A.V. , Woollins J.D. , Rankin D.W.H.
Planar 1,3 lambda(4)delta(2),2,4-benzodithiadiazine and its nonplanar 5,6,7,8-tetrafluoro derivative: Gas-phase structures studied by electron diffraction and ab initio calculations
Chemistry - A European Journal. 2001. V.7. N16. P.3592-3602. DOI: 10.1002/1521-3765(20010817)7:16<3592::AID-CHEM3592>3.0.CO;2-8 WOS Scopus Scopus РИНЦ

Опубликована в печати:

17 авг. 2001 г.

Web of science	WOS:000170714700020
Scopus	2-s2.0-0035902814 , 2-s2.0-85046910237
РИНЦ	43200421
OpenAlex	W1967530638