Non-covalent interactions observed in nevirapinium pentaiodide hydrate which include the rare I4-I-···O=C halogen bonding

Research output

1 Citation (Scopus)

Abstract

In the course of screening for novel crystalline forms of antiviral drug nevirapine, co-crystallization of the latter with molecular iodine was attempted. This resulted in the formation of a hydrate salt form composed of the protonated nevirapinium cation and pentaiodide anion. In the X-ray structure of NVPH+I5 -·H2O, halogen and hydrogen bonding interactions were identified and studied by DFT calculations and topological analysis of the electron density distribution within the framework of QTAIM method at the B3LYP/DZP-DKH and M06/DZP-DKH levels of theory. Estimated energies of these contacts are 1.3-9.4 kcal/mol.

Original languageEnglish
Pages (from-to)101-108
JournalZeitschrift fur Kristallographie - Crystalline Materials
Volume234
Issue number2
Early online date27 Sep 2018
DOIs
Publication statusPublished - Feb 2019

Fingerprint

Nevirapine
Electronic density of states
Halogens
Crystallization
Hydrates
Iodine
Discrete Fourier transforms
hydrates
halogens
iodine
Antiviral Agents
Anions
density distribution
Cations
Hydrogen bonds
Screening
drugs
Negative ions
screening
Salts

Scopus subject areas

  • Materials Science(all)
  • Condensed Matter Physics
  • Inorganic Chemistry

Cite this

@article{418e245d745c4528abe9b1ca63a2c3ef,
title = "Non-covalent interactions observed in nevirapinium pentaiodide hydrate which include the rare I4-I-···O=C halogen bonding",
abstract = "In the course of screening for novel crystalline forms of antiviral drug nevirapine, co-crystallization of the latter with molecular iodine was attempted. This resulted in the formation of a hydrate salt form composed of the protonated nevirapinium cation and pentaiodide anion. In the X-ray structure of NVPH+I5 -·H2O, halogen and hydrogen bonding interactions were identified and studied by DFT calculations and topological analysis of the electron density distribution within the framework of QTAIM method at the B3LYP/DZP-DKH and M06/DZP-DKH levels of theory. Estimated energies of these contacts are 1.3-9.4 kcal/mol.",
keywords = "DFT, halogen bonding, nevirapine, non-covalent interactions, QTAIM",
author = "Kryukova, {Mariya A.} and Sapegin, {Alexander V.} and Novikov, {Alexander S.} and Mikhail Krasavin and Ivanov, {Daniil M.}",
year = "2019",
month = "2",
doi = "10.1515/zkri-2018-2081",
language = "English",
volume = "234",
pages = "101--108",
journal = "Zeitschrift fur Kristallographie - Crystalline Materials",
issn = "2194-4946",
publisher = "De Gruyter",
number = "2",

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TY - JOUR

T1 - Non-covalent interactions observed in nevirapinium pentaiodide hydrate which include the rare I4-I-···O=C halogen bonding

AU - Kryukova, Mariya A.

AU - Sapegin, Alexander V.

AU - Novikov, Alexander S.

AU - Krasavin, Mikhail

AU - Ivanov, Daniil M.

PY - 2019/2

Y1 - 2019/2

N2 - In the course of screening for novel crystalline forms of antiviral drug nevirapine, co-crystallization of the latter with molecular iodine was attempted. This resulted in the formation of a hydrate salt form composed of the protonated nevirapinium cation and pentaiodide anion. In the X-ray structure of NVPH+I5 -·H2O, halogen and hydrogen bonding interactions were identified and studied by DFT calculations and topological analysis of the electron density distribution within the framework of QTAIM method at the B3LYP/DZP-DKH and M06/DZP-DKH levels of theory. Estimated energies of these contacts are 1.3-9.4 kcal/mol.

AB - In the course of screening for novel crystalline forms of antiviral drug nevirapine, co-crystallization of the latter with molecular iodine was attempted. This resulted in the formation of a hydrate salt form composed of the protonated nevirapinium cation and pentaiodide anion. In the X-ray structure of NVPH+I5 -·H2O, halogen and hydrogen bonding interactions were identified and studied by DFT calculations and topological analysis of the electron density distribution within the framework of QTAIM method at the B3LYP/DZP-DKH and M06/DZP-DKH levels of theory. Estimated energies of these contacts are 1.3-9.4 kcal/mol.

KW - DFT

KW - halogen bonding

KW - nevirapine

KW - non-covalent interactions

KW - QTAIM

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UR - http://www.mendeley.com/research/noncovalent-interactions-observed-nevirapinium-pentaiodide-hydrate-include-rare-i4ioc-halogen-bondin

U2 - 10.1515/zkri-2018-2081

DO - 10.1515/zkri-2018-2081

M3 - Article

AN - SCOPUS:85054394349

VL - 234

SP - 101

EP - 108

JO - Zeitschrift fur Kristallographie - Crystalline Materials

JF - Zeitschrift fur Kristallographie - Crystalline Materials

SN - 2194-4946

IS - 2

ER -