Structure and conformation of cis-benzoyl-2-chloroacetyl-4,5-hexamethylenepyrazolidine: An X-ray study

A. Kapor, S. Rakić, M. Stančić, L. Simon, G. S. Talpas, G. Bernáth, P. Engel

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

cis-1-Benzoyl-2-chloroacetyl-4,5-hexamethylenepyrazolidine (C18H23N2O2Cl, Mr = 334.83) was recrystallized from dilute methanol (m.p. 115-116°C) and has been established by X-ray crystallography from diffractometer data: it crystallizes in the monoclinic space group P21/c with a = 13.482(3) Å, b = 9.875(3) Å, c = 27.047(6) Å, β = 102.76(3)°, V = 3512(2) Å3, Z= 8, Dc = 1.267 g cm-3 and μ (MoKα) = 0.23 mm-1. The structure was solved by direct methods and refined to R = 0.044 for 2929 reflections (F > 3σ (F)). In both symmetry-independent molecules, A and B, exists cis annelation between the pyrazolidine ring and the cyclooctane ring. The chloroacetyl group lies in the plane of the pyrazolidine ring which with the phenyl ring forms an angle of 74.8(1)° (A) or 78.7(2)° (B). The conformations of the pyrazolidine and the condensed cyclooctane ring are envelope (5E) and boat-chair respectively.

Original languageEnglish
Pages (from-to)85-91
Number of pages7
JournalJournal of Molecular Structure
Volume380
Issue number1-2
Publication statusPublished - 1996

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Conformations
X-Rays
X rays
Ships
rings
X ray crystallography
X Ray Crystallography
Diffractometers
Boats
Methanol
x rays
Molecules
boats
diffractometers
seats
crystallography
envelopes
methyl alcohol
cyclooctane
symmetry

Keywords

  • Cis-1-Benzoyl-2-chloroacetyl-4,5-hexamethylenepyrazolidine
  • Conformational isomerism
  • X-ray crystallography

ASJC Scopus subject areas

  • Structural Biology
  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Spectroscopy
  • Atomic and Molecular Physics, and Optics

Cite this

Kapor, A., Rakić, S., Stančić, M., Simon, L., Talpas, G. S., Bernáth, G., & Engel, P. (1996). Structure and conformation of cis-benzoyl-2-chloroacetyl-4,5-hexamethylenepyrazolidine: An X-ray study. Journal of Molecular Structure, 380(1-2), 85-91.

Structure and conformation of cis-benzoyl-2-chloroacetyl-4,5-hexamethylenepyrazolidine : An X-ray study. / Kapor, A.; Rakić, S.; Stančić, M.; Simon, L.; Talpas, G. S.; Bernáth, G.; Engel, P.

In: Journal of Molecular Structure, Vol. 380, No. 1-2, 1996, p. 85-91.

Research output: Contribution to journalArticle

Kapor, A, Rakić, S, Stančić, M, Simon, L, Talpas, GS, Bernáth, G & Engel, P 1996, 'Structure and conformation of cis-benzoyl-2-chloroacetyl-4,5-hexamethylenepyrazolidine: An X-ray study', Journal of Molecular Structure, vol. 380, no. 1-2, pp. 85-91.
Kapor, A. ; Rakić, S. ; Stančić, M. ; Simon, L. ; Talpas, G. S. ; Bernáth, G. ; Engel, P. / Structure and conformation of cis-benzoyl-2-chloroacetyl-4,5-hexamethylenepyrazolidine : An X-ray study. In: Journal of Molecular Structure. 1996 ; Vol. 380, No. 1-2. pp. 85-91.
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abstract = "cis-1-Benzoyl-2-chloroacetyl-4,5-hexamethylenepyrazolidine (C18H23N2O2Cl, Mr = 334.83) was recrystallized from dilute methanol (m.p. 115-116°C) and has been established by X-ray crystallography from diffractometer data: it crystallizes in the monoclinic space group P21/c with a = 13.482(3) {\AA}, b = 9.875(3) {\AA}, c = 27.047(6) {\AA}, β = 102.76(3)°, V = 3512(2) {\AA}3, Z= 8, Dc = 1.267 g cm-3 and μ (MoKα) = 0.23 mm-1. The structure was solved by direct methods and refined to R = 0.044 for 2929 reflections (F > 3σ (F)). In both symmetry-independent molecules, A and B, exists cis annelation between the pyrazolidine ring and the cyclooctane ring. The chloroacetyl group lies in the plane of the pyrazolidine ring which with the phenyl ring forms an angle of 74.8(1)° (A) or 78.7(2)° (B). The conformations of the pyrazolidine and the condensed cyclooctane ring are envelope (5E) and boat-chair respectively.",
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T1 - Structure and conformation of cis-benzoyl-2-chloroacetyl-4,5-hexamethylenepyrazolidine

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AU - Kapor, A.

AU - Rakić, S.

AU - Stančić, M.

AU - Simon, L.

AU - Talpas, G. S.

AU - Bernáth, G.

AU - Engel, P.

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N2 - cis-1-Benzoyl-2-chloroacetyl-4,5-hexamethylenepyrazolidine (C18H23N2O2Cl, Mr = 334.83) was recrystallized from dilute methanol (m.p. 115-116°C) and has been established by X-ray crystallography from diffractometer data: it crystallizes in the monoclinic space group P21/c with a = 13.482(3) Å, b = 9.875(3) Å, c = 27.047(6) Å, β = 102.76(3)°, V = 3512(2) Å3, Z= 8, Dc = 1.267 g cm-3 and μ (MoKα) = 0.23 mm-1. The structure was solved by direct methods and refined to R = 0.044 for 2929 reflections (F > 3σ (F)). In both symmetry-independent molecules, A and B, exists cis annelation between the pyrazolidine ring and the cyclooctane ring. The chloroacetyl group lies in the plane of the pyrazolidine ring which with the phenyl ring forms an angle of 74.8(1)° (A) or 78.7(2)° (B). The conformations of the pyrazolidine and the condensed cyclooctane ring are envelope (5E) and boat-chair respectively.

AB - cis-1-Benzoyl-2-chloroacetyl-4,5-hexamethylenepyrazolidine (C18H23N2O2Cl, Mr = 334.83) was recrystallized from dilute methanol (m.p. 115-116°C) and has been established by X-ray crystallography from diffractometer data: it crystallizes in the monoclinic space group P21/c with a = 13.482(3) Å, b = 9.875(3) Å, c = 27.047(6) Å, β = 102.76(3)°, V = 3512(2) Å3, Z= 8, Dc = 1.267 g cm-3 and μ (MoKα) = 0.23 mm-1. The structure was solved by direct methods and refined to R = 0.044 for 2929 reflections (F > 3σ (F)). In both symmetry-independent molecules, A and B, exists cis annelation between the pyrazolidine ring and the cyclooctane ring. The chloroacetyl group lies in the plane of the pyrazolidine ring which with the phenyl ring forms an angle of 74.8(1)° (A) or 78.7(2)° (B). The conformations of the pyrazolidine and the condensed cyclooctane ring are envelope (5E) and boat-chair respectively.

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