The structures of chiral and racemate campho[2,3-c]pyrazole: A combined crystallographic, solid-state NMR and computational study

Glenn P.A. Yap; Rosa M. Claramunt; Concepción López; M. Ángeles García; Carlos Pérez-Medina; Ibon Alkorta; José Elguero

doi:10.1016/j.molstruc.2009.11.041

The structures of chiral and racemate campho[2,3-c]pyrazole: A combined crystallographic, solid-state NMR and computational study

Glenn P.A. Yap
, Rosa M. Claramunt
, Concepción López
, M. Ángeles García
, Carlos Pérez-Medina
, Ibon Alkorta
, José Elguero

Research output: Contribution to journal › Article › peer-review

13 Scopus citations

Abstract

Crystallographic and solid CPMAS NMR studies were performed on the (4S,7R)-enantiomer as well as on the (4S,7R)- and (4R,7S)-7,8,8-trimethyl-4,5,6,7-tetrahydro-4,7-methano-2H-indazole racemate. Both crystallize with six independent molecules forming two trimers. Assignment of the ¹³C chemical shifts to the six molecules, slighting differing in geometry, was carried out by comparison with GIAO/B3LYP/6-31G(d) calculations.

Original language	English
Pages (from-to)	74-81
Number of pages	8
Journal	Journal of Molecular Structure
Volume	965
Issue number	1-3
DOIs	https://doi.org/10.1016/j.molstruc.2009.11.041
State	Published - 25 Feb 2010
Externally published	Yes

Keywords

CPMAS NMR
Crystallography
GIAO
Pyrazole
Z' = 6

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10.1016/j.molstruc.2009.11.041

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@article{47d235d7486b4329a00598559758b715,

title = "The structures of chiral and racemate campho[2,3-c]pyrazole: A combined crystallographic, solid-state NMR and computational study",

abstract = "Crystallographic and solid CPMAS NMR studies were performed on the (4S,7R)-enantiomer as well as on the (4S,7R)- and (4R,7S)-7,8,8-trimethyl-4,5,6,7-tetrahydro-4,7-methano-2H-indazole racemate. Both crystallize with six independent molecules forming two trimers. Assignment of the 13C chemical shifts to the six molecules, slighting differing in geometry, was carried out by comparison with GIAO/B3LYP/6-31G(d) calculations.",

keywords = "CPMAS NMR, Crystallography, GIAO, Pyrazole, Z' = 6",

author = "Yap, \{Glenn P.A.\} and Claramunt, \{Rosa M.\} and Concepci{\'o}n L{\'o}pez and Garc{\'i}a, \{M. {\'A}ngeles\} and Carlos P{\'e}rez-Medina and Ibon Alkorta and Jos{\'e} Elguero",

note = "Funding Information: This work has been financed by the Spanish MEC ( CTQ2007-62113 and CTQ2007-61901/BQU ) and Comunidad Aut{\'o}noma de Madrid (Project MADRISOLAR, ref. S-0505/PPQ/0225).",

year = "2010",

month = feb,

day = "25",

doi = "10.1016/j.molstruc.2009.11.041",

language = "English",

volume = "965",

pages = "74--81",

journal = "Journal of Molecular Structure",

issn = "0022-2860",

publisher = "Elsevier B.V.",

number = "1-3",

}

TY - JOUR

T1 - The structures of chiral and racemate campho[2,3-c]pyrazole

T2 - A combined crystallographic, solid-state NMR and computational study

AU - Yap, Glenn P.A.

AU - Claramunt, Rosa M.

AU - López, Concepción

AU - García, M. Ángeles

AU - Pérez-Medina, Carlos

AU - Alkorta, Ibon

AU - Elguero, José

N1 - Funding Information: This work has been financed by the Spanish MEC ( CTQ2007-62113 and CTQ2007-61901/BQU ) and Comunidad Autónoma de Madrid (Project MADRISOLAR, ref. S-0505/PPQ/0225).

PY - 2010/2/25

Y1 - 2010/2/25

N2 - Crystallographic and solid CPMAS NMR studies were performed on the (4S,7R)-enantiomer as well as on the (4S,7R)- and (4R,7S)-7,8,8-trimethyl-4,5,6,7-tetrahydro-4,7-methano-2H-indazole racemate. Both crystallize with six independent molecules forming two trimers. Assignment of the 13C chemical shifts to the six molecules, slighting differing in geometry, was carried out by comparison with GIAO/B3LYP/6-31G(d) calculations.

AB - Crystallographic and solid CPMAS NMR studies were performed on the (4S,7R)-enantiomer as well as on the (4S,7R)- and (4R,7S)-7,8,8-trimethyl-4,5,6,7-tetrahydro-4,7-methano-2H-indazole racemate. Both crystallize with six independent molecules forming two trimers. Assignment of the 13C chemical shifts to the six molecules, slighting differing in geometry, was carried out by comparison with GIAO/B3LYP/6-31G(d) calculations.

KW - CPMAS NMR

KW - Crystallography

KW - GIAO

KW - Pyrazole

KW - Z' = 6

UR - https://www.scopus.com/pages/publications/74449086545

U2 - 10.1016/j.molstruc.2009.11.041

DO - 10.1016/j.molstruc.2009.11.041

M3 - Article

AN - SCOPUS:74449086545

SN - 0022-2860

VL - 965

SP - 74

EP - 81

JO - Journal of Molecular Structure

JF - Journal of Molecular Structure

IS - 1-3

ER -

The structures of chiral and racemate campho[2,3-c]pyrazole: A combined crystallographic, solid-state NMR and computational study

Abstract

Keywords

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