Crystal structure of (2Z)-(3,3-dimethyl-3,4-dihydroisoquinolin- 1(2H)-ylidene)nitrosoacetonitrile

The crystal structure of (2Z)-(3,3-dimethyl-3,4-dihydroisoquinolin-1(2Н)-ylidene)nitrosoacetonitrile is determined (T = 150 K, R1 = 0.0435). The compound crystallizes as the E-cis and Z-cis isomers of the nitroso tautomer. Two independent molecules differ in the rotation of the nitroso group about the bond between the dihydroisoquinoline group and the substituent. Analysis of bond lengths reveals their conjugation and prevailing contribution of the zwitter-ionic structures with the positive charge located on the isoquinoline fragment and the negative charge located on the substituent. Molecules having E and Z conformations are connected by the N–HO hydrogen bond (NO 2.922(3) Å) into dimers. The N–H group of the other molecule forms the intramolecular N–HO hydrogen bond (NO 2.544(3) Å) which closes a sixmembered cycle. Electronic absorption spectra are studied, and quantum-chemical modeling of the compound is performed. © 2017, Pleiades Publishing, Inc.

Авторы
Номер выпуска
4
Язык
Английский
Страницы
566-571
Статус
Опубликовано
Том
62
Год
2017
Организации
  • 1 Peoples’ Friendship University of Russia, Moscow, 117198, Russian Federation
  • 2 Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, Moscow, 119991, Russian Federation
  • 3 Institute of Technical Chemistry, Ural Branch, Russian Academy of Sciences, Perm, 614990, Russian Federation
Ключевые слова
Complexation; Dimers; Hydrogen bonds; Isomers; Molecules; Nitrogen compounds; Quantum chemistry; Cis isomers; Electronic absorption spectra; Ionic structure; Isoquinolines; Negative charge; Nitroso; Positive charges; Quantum chemical modeling; Crystal structure
Дата создания
19.10.2018
Дата изменения
15.04.2021
Постоянная ссылка
https://repository.rudn.ru/ru/records/article/record/5451/