Skip to main content
SpringerLink
Log in

Conformational analysis and X-ray structure of 1-(2,4-dichlorobenzyl)-1H-indazole-3-carboxylic acid

  • Published:
Journal of Crystallographic and Spectroscopic Research Aims and scope Submit manuscript

Abstract

The results of a X-ray structure determination and of a quantum-chemical Conformational analysis on the title compound are reported. The crystals belong to the triclinic system, space groupP¯1 (after structure determination), with two molecules in the unit cell, whose parameters are:a=11.966(2),b=8.118(2),c=7.693(2)Å,α=97.03(2),β=92.98(2), γ=106.15(2)°: observed density (by flotation) 1.49, calculated 1.503 g cm−3. The structure was solved from 1815 diffractometer-measured intensities, withI≥2.5σ(I) and refined by full-matrix least-squares to a final conventional indexR=0.035 (R w =0.043). The most relevant feature of the molecular structure is the orientation of the dichlorophenyl ring with respect to the planar indazole group, the dihedral angle being 83.1(1)°. A very close conformation corresponds to one of the minima calculated by the semiempirical AMI method.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  • Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G., and Taylor, R. (1987)J. Chem. Soc. Perkin Trans. II, 510.

    Google Scholar 

  • Baiocchi, L., Benetollo, F., Bombieri, G., and Del Pra, A. (1989) I∘ Congresso Congiunto Spagnolo-Italiano di Chimica Terapeutica, 262.

  • Benetollo, F., Del Pra, A., and Baiocchi, L. (1990)Farmaco Ed. Sci. 45, 1361.

    Google Scholar 

  • Dewar, M. J. S., Zofbisch, E. G., Healy, E. F., and Stewart, Y. Y. P. (1985)J. Am. Chem. Soc. 107, 3902.

    Google Scholar 

  • Johnson, C. K., (1976)ORTEP II Report ORNL-5138. (Oak Ridge National Laboratory, Tenn.).

    Google Scholar 

  • Klyne, W., and Prelog, V., (1960)Experimentia 16, 521.

    Google Scholar 

  • Motherwell, W. D. S., and Clegg, W. (1978)“PLUTO” Program for plotting molecular and crystal structures. (Univ. of Cambridge, England).

    Google Scholar 

  • Quantum Chemistry Program 1985, Exchange No. 527. (Indiana University).

  • Sheldrick, G. M. (1976)SHELX 76. Program for crystal structure determination. (Univ. of Cambridge, England).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. I.C.T.R.-C.N.R., Corso Stati Uniti 4, 35020, Padova, Italy

    F. Benetollo

  2. Istituto Chimico Farmaceutico e Tossicologico, Università di Milano, Viale Abruzzi 42, 20131, Milano, Italy

    A. Del Pra

  3. Centra di Studio per le Sostanze Organische Naturali, C. N. R., Via Venezian 21, 20188, Milano, Italy

    F. Orsini

  4. Dipartimento Chimico, Istituto di Ricerca F. Angelini, Viale della Stazione di S. Palomba, 00040, Pomezia, Roma, Italy

    L. Baiocchi

Authors
  1. F. Benetollo
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. A. Del Pra
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. F. Orsini
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. L. Baiocchi
    View author publications

    You can also search for this author in PubMed Google Scholar

Rights and permissions

Reprints and permissions

About this article

Cite this article

Benetollo, F., Del Pra, A., Orsini, F. et al. Conformational analysis and X-ray structure of 1-(2,4-dichlorobenzyl)-1H-indazole-3-carboxylic acid. Journal of Crystallographic and Spectroscopic Research 23, 987–992 (1993). https://doi.org/10.1007/BF01185548

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF01185548

Keywords

Search

Navigation