Intermolecular Interactions in Crystalline Theobromine as
Reflected in Electron Deformation Density and 13C NMR Chemical
Shift Tensors

J 2013

Intermolecular Interactions in Crystalline Theobromine as Reflected in Electron Deformation Density and 13C NMR Chemical Shift Tensors

BOUZKOVÁ, Kateřina, Martin BABINSKÝ, Lucie NOVOSADOVÁ a Radek MAREK

Základní údaje

Originální název

Intermolecular Interactions in Crystalline Theobromine as Reflected in Electron Deformation Density and 13C NMR Chemical Shift Tensors

Autoři

BOUZKOVÁ, Kateřina (203 Česká republika, domácí), Martin BABINSKÝ (703 Slovensko, domácí), Lucie NOVOSADOVÁ (203 Česká republika, domácí) a Radek MAREK (203 Česká republika, garant, domácí)

Vydání

Journal of Chemical Theory and Computation, American Chemical Society, 2013, 1549-9618

Další údaje

Jazyk

angličtina

Typ výsledku

Článek v odborném periodiku

Obor

10403 Physical chemistry

Stát vydavatele

Spojené státy

Utajení

není předmětem státního či obchodního tajemství

Odkazy

DOI: 10.1021/ct400209b

Impakt faktor

Impact factor: 5.310

Kód RIV

RIV/00216224:14740/13:00066168

Organizační jednotka

Středoevropský technologický institut

DOI

http://dx.doi.org/10.1021/ct400209b

UT WoS

000320484500012

Klíčová slova anglicky

crystal packing; hydrogen bonding; aromatic stacking; solid-state NMR spectroscopy; density functional theory

Štítky

rivok

Příznaky

Mezinárodní význam, Recenzováno

Změněno: 5. 4. 2014 23:30, Olga Křížová

Anotace

V originále

We characterize a full set of crystal interactions in a sample of anhydrous theobromine as reflected in ¹³C NMR chemical shift tensors (CSTs). The important intermolecular contacts are identified by comparing the DFT-calculated NMR CSTs for an isolated theobromine molecule and for clusters composed of several molecules as selected from the available X-ray diffraction data. Furthermore, electron deformation density (EDD) and shielding deformation density (SDD) in the proximity of the nuclei involved in the proposed interactions are calculated and visualized. In addition to the recently reported observations for hydrogen bonding, we focus here particularly on the stacking interactions. On the example of theobromine, we demonstrate the power of this approach to identify and classify the intermolecular forces that govern the packing motifs in crystals and modulate the NMR CSTs.

Návaznosti

GAP206/11/0550, projekt VaV

Název: NMR spektroskopie pevného stavu organických molekul, polymorfů, solvátů a komplexů (Akronym: ssNMR)

Investor: Grantová agentura ČR, NMR spektroskopie pevného stavu organických molekul, polymorfů, solvátů a komplexů

Přiložené soubory

JCTC13_9_2629_ct400209b.pdf

Požádat o autorskou verzi souboru

Citovat

BOUZKOVÁ, Kateřina, Martin BABINSKÝ, Lucie NOVOSADOVÁ a Radek MAREK. Intermolecular Interactions in Crystalline Theobromine as Reflected in Electron Deformation Density and 13C NMR Chemical Shift Tensors. Journal of Chemical Theory and Computation. American Chemical Society, 2013, roč. 9, č. 6, s. 2629-2638. ISSN 1549-9618. Dostupné z: https://dx.doi.org/10.1021/ct400209b.

@article{1111031,
   author = {Bouzková, Kateřina and Babinský, Martin and Novosadová, Lucie and Marek, Radek},
   article_number = {6},
   doi = {http://dx.doi.org/10.1021/ct400209b},
   keywords = {crystal packing; hydrogen bonding; aromatic stacking; solid-state NMR spectroscopy; density functional theory},
   language = {eng},
   issn = {1549-9618},
   journal = {Journal of Chemical Theory and Computation},
   title = {Intermolecular Interactions in Crystalline Theobromine as Reflected in Electron Deformation Density and 13C NMR Chemical Shift Tensors},
   url = {http://dx.doi.org/10.1021/ct400209b},
   volume = {9},
   year = {2013}
}

TY  - JOUR
ID  - 1111031
AU  - Bouzková, Kateřina - Babinský, Martin - Novosadová, Lucie - Marek, Radek
PY  - 2013
TI  - Intermolecular Interactions in Crystalline Theobromine as Reflected in Electron Deformation Density and 13C NMR Chemical Shift Tensors
JF  - Journal of Chemical Theory and Computation
VL  - 9
IS  - 6
SP  - 2629-2638
EP  - 2629-2638
PB  - American Chemical Society
SN  - 15499618
KW  - crystal packing
KW  - hydrogen bonding
KW  - aromatic stacking
KW  - solid-state NMR spectroscopy
KW  - density functional theory
UR  - http://dx.doi.org/10.1021/ct400209b
L2  - http://dx.doi.org/10.1021/ct400209b
N2  - We characterize a full set of crystal interactions in a sample of anhydrous theobromine as reflected in ¹³C NMR chemical shift tensors (CSTs). The important intermolecular contacts are identified by comparing the DFT-calculated NMR CSTs for an isolated theobromine molecule and for clusters composed of several molecules as selected from the available X-ray diffraction data. Furthermore, electron deformation density (EDD) and shielding deformation density (SDD) in the proximity of the nuclei involved in the proposed interactions are calculated and visualized. In addition to the recently reported observations for hydrogen bonding, we focus here particularly on the stacking interactions. On the example of theobromine, we demonstrate the power of this approach to identify and classify the intermolecular forces that govern the packing motifs in crystals and modulate the NMR CSTs.
ER  -

BOUZKOVÁ, Kateřina, Martin BABINSKÝ, Lucie NOVOSADOVÁ a Radek MAREK. Intermolecular Interactions in Crystalline Theobromine as Reflected in Electron Deformation Density and 13C NMR Chemical Shift Tensors. \textit{Journal of Chemical Theory and Computation}. American Chemical Society, 2013, roč.~9, č.~6, s.~2629-2638. ISSN~1549-9618. Dostupné z: https://dx.doi.org/10.1021/ct400209b.

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