Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 2012 Nov 1;68(Pt 11):o3144-5.
doi: 10.1107/S160053681204264X. Epub 2012 Oct 20.

N,N-Diethyl-2-(4-methyl-benzene-sulfonamido)-benzamide

Maria Altamura  1 , Valentina Fedi, Rossano Nannicini, Paola Paoli, Patrizia Rossi
Affiliations

N,N-Diethyl-2-(4-methyl-benzene-sulfonamido)-benzamide

Maria Altamura et al. Acta Crystallogr Sect E Struct Rep Online. .

Abstract

The asymmetric unit of the title compound, C(18)H(22)N(2)O(3)S, contains two mol-ecules, exhibiting similar conformations [C-S-N-C torsion angles of -82.2 (2) and -70.4 (2)°, and dihedral angles between the mean planes of the aromatic rings of 56.6 (6) and 51.6 (6)° in mol-ecules I and II, respectively]. However, the two independent mol-ecules show distinctly different hydrogen-bonding patterns. In the crystal, molecules I form inversion dimers via pairs of N-H⋯O hydrogen bonds, whereas for molecules II the N-H⋯O hydrogen bond is intramolecular. The hydrogen-bonded dimers of I further propagate along the b-axis direction through π-π inter-actions [the distance between ring centroids is 3.8424 (8) Å].

PubMed Disclaimer

Figures

Fig. 1.
Fig. 1.
The symmetrically independent molecule I (molecule II has a similar shape and the same labelling scheme). Displacement ellipsoids are drawn at the 30% probability level.
Fig. 2.
Fig. 2.
Crystal structure of the title compound as viewed along the a-axis (molecules I are shown in blue and molecules II - in red). Intermolecular NH···O hydrogen bonding is shown as dashed lines.
See this image and copyright information in PMC

References

    1. Altamura, M., Fedi, V., Giannotti, D., Paoli, P. & Rossi, P. (2009). New J. Chem. 33, 2219–2231.
    1. Altomare, A., Burla, M. C., Camalli, M., Cascarano, G. L., Giacovazzo, C., Guagliardi, A., Moliterni, A. G. G., Polidori, G. & Spagna, R. (1999). J. Appl. Cryst. 32, 115–119.
    1. Bakker, W. I. I., Familoni, O. B., Padfield, J. & Snieckus, V. (1997). Synlett, 9, 1079–1080.
    1. Chegwidden, W. R., Carter, N. D. & Edwards, Y. H. (2000). The Carbonic Anhydrases New Horizons. Basel: Birkhauser Verlag.
    1. Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.