Crystal structure of (2Z)-(3,3-dimethyl-3,4-dihydroisoquinolin- 1(2H)-ylidene)nitrosoacetonitrile
- Авторы: Polyakova E.1, Polyakova I.2, Davydov V.1, Ryabov M.1, Sergienko V.2, Shklyaev Y.3
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Учреждения:
- Peoples’ Friendship University of Russia
- Kurnakov Institute of General and Inorganic Chemistry
- Institute of Technical Chemistry, Ural Branch
- Выпуск: Том 62, № 4 (2017)
- Страницы: 566-571
- Раздел: Structure of Organic Compounds
- URL: https://journals.rcsi.science/1063-7745/article/view/191143
- DOI: https://doi.org/10.1134/S1063774517040162
- ID: 191143
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Аннотация
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 С–С 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–H···O hydrogen bond (N···O 2.922(3) Å) into dimers. The N–H group of the other molecule forms the intramolecular N–H···O hydrogen bond (N···O 2.544(3) Å) which closes a sixmembered cycle. Electronic absorption spectra are studied, and quantum-chemical modeling of the compound is performed.
Об авторах
E. Polyakova
Peoples’ Friendship University of Russia
Автор, ответственный за переписку.
Email: alania1980@mail.ru
Россия, Moscow, 117198
I. Polyakova
Kurnakov Institute of General and Inorganic Chemistry
Email: alania1980@mail.ru
Россия, Moscow, 119991
V. Davydov
Peoples’ Friendship University of Russia
Email: alania1980@mail.ru
Россия, Moscow, 117198
M. Ryabov
Peoples’ Friendship University of Russia
Email: alania1980@mail.ru
Россия, Moscow, 117198
V. Sergienko
Kurnakov Institute of General and Inorganic Chemistry
Email: alania1980@mail.ru
Россия, Moscow, 119991
Yu. Shklyaev
Institute of Technical Chemistry, Ural Branch
Email: alania1980@mail.ru
Россия, Perm, 614990