8-Chloro-4-[1-(phenylsulfonyl)indol-3-yl]-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline

Abstract

Key indicatorsSingle-crystal X-ray study T = 293 K Mean '(C±C) = 0.003 A Ê R factor = 0.045 wR factor = 0.124 Data-to-parameter ratio = 18.6For details of how these key indicators were automatically derived from the article, see http://journals.iucr.org/e. # 2003 International Union of Crystallography Printed in Great Britain ± all rights reservedIn the title compound, C 26 H 21 ClN 2 O 2 S, the tetrahydropyridine ring adopts a sofa conformation and the cyclopentene ring adopts an envelope conformation. In the crystal, centrosymmetrically related molecules exist as NÐHÁ Á ÁO and CÐ HÁ Á ÁO hydrogen-bonded dimers, and the molecular packing is stabilized by CÐHÁ Á Á% and van der Waals interactions.

3-[2-(2,4-Dichlorophenyl)vinyl]-2-methyl-1-phenylsulfonyl-1H-indole

“…The asymmetric unit contains two molecules, A and B; the correponding bond lengths and angles of these two molecules agree with each other and no conformational changes are observed. Bond lengths and angles in the indole moiety are comparable with those observed in related N-phenylsulfonyl indole derivatives (Sankaranarayanan et al, 2000;Sankaranarayanan, Yogavel, Velmurugan, Sekar, Babu et al, 2003;Sankaranarayanan, Yogavel, Velmurugan, Sekar, Srinivasan et al, 2003;SethuSankar et al, 2002;Govindasamy et al, 1998). The lengthening of C-N bonds in the indole moiety is due to the electron-withdrawing character of the phenylsulfonyl group.…”

“…Atom N1 deviates from the plane passing through C2, C5 and S1 by 0.186 (2) A Ê in molecule A and 0.179 (2) A Ê in molecule B, and the sum of the angles around N1 is 355.4 (1) in molecule A and 355.7 (1) in molecule B. This slight pyramidalization is also observed in related indole derivatives (Sankaranarayanan et al, 2000;Sankaranarayanan, Yogavel, Velmurugan, Sekar, Babu et al, 2003;Sankaranarayanan, Yogavel, Velmurugan, Sekar, Srinivasan et al, 2003;SethuSankar et al, 2002).…”

{N,N-Bis[3-(phenylysulfanyl)-1-(phenylsulfonyl)indol-2-ylmethyl]amino}acetaldehyde dimethyl acetal

“…Atom N25 deviates by 0.217 (3) Å from the plane through atoms C26, C29 and S3, and the sum of the angles around N25 is 353.8 (2)°. This slight pyramidalization behaviour is also observed in related indole dervatives (Sankaranarayan et al, 2000(Sankaranarayan et al, , 2001Sankaranarayan, Yogavel, Velmurugan, Sekar, Babu et al, 2003;Sankaranarayan, Yogavel, Velmurugan, Sekar, Srinivasan et al, 2003;SethuSankar et al, 2002;Ganesh et al, 2003;Krishna et al, 2003).…”