Synthesis, crystal structure, supramolecular assembly exploration
by Hirshfeld surface analysis and computational study
of 6-bromo-2-oxo-2H-chromene-3-carbonitrile (BOCC)

ЖСХ, т.64, №2, 2023, 106486

Received: December, 7, 2022
Revised: December, 30, 2022
Accepted for publication: January, 2, 2023
DOI 10.26902/JSC_id106486
EDN: RSPHQZ
Views: 346

¹ Organic Chemistry Department, Baku State University, Baku, Azerbaijan

² Department of Physics, University of Sargodha, Sargodha, Punjab, Pakistan

³ Department of Physics, Faculty of Sciences, Ondokuz Mayıs University, Atakum, Samsun, Turkey

It has been found that CF₃COOH catalyzes the Knoevenagel condensation reaction of 5-bromo-2-hydroxybenzaldehyde and ethyl cyanoacetate. Consequently, the 6-bromo-2-oxo-2H-chromene-3-carbonitrile (BOCC) compound has been synthesized. The structure was proved by single crystal X-rays diffraction analysis. The asymmetric unit contained two identical molecules A and B which are different with respect to crystallography. The crystal packing is mainly stabilized by C—H⋯N and C—H⋯O bonding which is further stabilized by C—N⋯π and off-set π⋯π stacking interactions. Hirshfeld surface analysis is employed for the further exploration of the intermolecular interactions. Enrichment ratio is computed for the interatomic contacts to find the tendency of the contacts to form the crystal packing interactions. The void analysis is performed to predict the mechanical behaviour. Furthermore, the computational study is performed for finding the interaction energy between molecular pair by using B3LYP/6-31G(d,p) electron density model. The study inferred the role of various types of interaction energies in stabilizing the molecular pair.

Keywords: 6-bromo-2-oxo-2H-chromene-3-carbonitrile, single crystal X-rays diffraction, supramolecular assembly, Hirshfeld surface analysis, interaction energy between molecular pairs

Импакт-фактор 2024 1.4
Срок опубликования 4 мес

XII Национальная
кристаллохимическая
конференция

Апатиты, 4–12 июля 2026 г.

100-лет со дня рождения
Ю.Т. Стручкова

Началась публикация
статей в спецвыпуске:
подробнее

Уважаемые авторы и подписчики “Журнала структурной химии”,
в свободном доступе
архив ЖСХ до 2022 года ("Номера").

Разместить рекламу в ЖСХ

Обзоры

Подать статью

Synthesis, crystal structure, supramolecular assembly exploration by Hirshfeld surface analysis and computational study of 6-bromo-2-oxo-2H-chromene-3-carbonitrile (BOCC)

Synthesis, crystal structure, supramolecular assembly exploration
by Hirshfeld surface analysis and computational study
of 6-bromo-2-oxo-2H-chromene-3-carbonitrile (BOCC)