5-Amino-6-benzoyl-8-nitro-2,3-dihydro-1H-spiro[imidazo[1,2-a]pyridine-7,3′-indolin]-2′-one dimethyl sulfoxide monosolvate

5-Amino-6-benzoyl-8-nitro-2,3-dihydro-1H-spiro[imidazo[1,2-a]pyridine-7,3′-indolin]-2′-one dimethyl sulfoxide monosolvate

In the title compound C21H17N5O4·C2H6OS, the central six-membered ring derived from 1,4-dihydropyridine adopts a distorted boat conformation with a small puckering amplitude of 0.127 (3) Å. The sums of bond angles around the pyridine N atom [358.7 (2)°] and the other imidazolidine N atom [60 (2)°] i...

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Main Authors: R. A. Nagalakshmi, J. Suresh, S. Sivakumar, R. Ranjith Kumar, P. L. Nilantha Lakshman
Format: Article
Language:English
Published: International Union of Crystallography 2014-05-01
Series:Acta Crystallographica Section E
Online Access:http://scripts.iucr.org/cgi-bin/paper?S1600536814008800
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spelling doaj-c6c5b80831a347c495a5ff3047d361102020-11-25T00:40:29ZengInternational Union of CrystallographyActa Crystallographica Section E1600-53682014-05-01705o604o60510.1107/S1600536814008800bh24965-Amino-6-benzoyl-8-nitro-2,3-dihydro-1H-spiro[imidazo[1,2-a]pyridine-7,3′-indolin]-2′-one dimethyl sulfoxide monosolvateR. A. Nagalakshmi0J. Suresh1S. Sivakumar2R. Ranjith Kumar3P. L. Nilantha Lakshman4Department of Physics, The Madura College, Madurai 625 011, IndiaDepartment of Physics, The Madura College, Madurai 625 011, IndiaDepartment of Organic Chemistry, School of Chemistry, Madurai Kamaraj University, Madurai 625 021, IndiaDepartment of Organic Chemistry, School of Chemistry, Madurai Kamaraj University, Madurai 625 021, IndiaDepartment of Food Science and Technology, University of Ruhuna, Mapalana, Kamburupitiya 81100, Sri LankaIn the title compound C21H17N5O4·C2H6OS, the central six-membered ring derived from 1,4-dihydropyridine adopts a distorted boat conformation with a small puckering amplitude of 0.127 (3) Å. The sums of bond angles around the pyridine N atom [358.7 (2)°] and the other imidazolidine N atom [60 (2)°] indicate that these atoms are in sp2 hybridization, leading to an essentially planar imidazolidine ring. The last heterocycle, an oxindole moiety, is also nearly planar with an r.m.s. deviation of 0.0185 (1) Å. The amine NH2 group forms an intramolecular hydrogen bond with the benzoyl group, giving a S(6) motif. In the crystal, N—H...O hydrogen bonds lead to the formation of chains along the c-axis direction. Within the chains there are further N—H...O and C—H...O hydrogen bonds enclosing R22(14) ring motifs. The chains are linked via N—H...O and C—H...O hydrogen bonds involving the dimethyl sulfoxide solvent molecule which acts as both an acceptor and a donor..http://scripts.iucr.org/cgi-bin/paper?S1600536814008800
collection DOAJ
language English
format Article
sources DOAJ
author R. A. Nagalakshmi
J. Suresh
S. Sivakumar
R. Ranjith Kumar
P. L. Nilantha Lakshman
spellingShingle R. A. Nagalakshmi
J. Suresh
S. Sivakumar
R. Ranjith Kumar
P. L. Nilantha Lakshman
5-Amino-6-benzoyl-8-nitro-2,3-dihydro-1H-spiro[imidazo[1,2-a]pyridine-7,3′-indolin]-2′-one dimethyl sulfoxide monosolvate
Acta Crystallographica Section E
author_facet R. A. Nagalakshmi
J. Suresh
S. Sivakumar
R. Ranjith Kumar
P. L. Nilantha Lakshman
author_sort R. A. Nagalakshmi
title 5-Amino-6-benzoyl-8-nitro-2,3-dihydro-1H-spiro[imidazo[1,2-a]pyridine-7,3′-indolin]-2′-one dimethyl sulfoxide monosolvate
title_short 5-Amino-6-benzoyl-8-nitro-2,3-dihydro-1H-spiro[imidazo[1,2-a]pyridine-7,3′-indolin]-2′-one dimethyl sulfoxide monosolvate
title_full 5-Amino-6-benzoyl-8-nitro-2,3-dihydro-1H-spiro[imidazo[1,2-a]pyridine-7,3′-indolin]-2′-one dimethyl sulfoxide monosolvate
title_fullStr 5-Amino-6-benzoyl-8-nitro-2,3-dihydro-1H-spiro[imidazo[1,2-a]pyridine-7,3′-indolin]-2′-one dimethyl sulfoxide monosolvate
title_full_unstemmed 5-Amino-6-benzoyl-8-nitro-2,3-dihydro-1H-spiro[imidazo[1,2-a]pyridine-7,3′-indolin]-2′-one dimethyl sulfoxide monosolvate
title_sort 5-amino-6-benzoyl-8-nitro-2,3-dihydro-1h-spiro[imidazo[1,2-a]pyridine-7,3′-indolin]-2′-one dimethyl sulfoxide monosolvate
publisher International Union of Crystallography
series Acta Crystallographica Section E
issn 1600-5368
publishDate 2014-05-01
description In the title compound C21H17N5O4·C2H6OS, the central six-membered ring derived from 1,4-dihydropyridine adopts a distorted boat conformation with a small puckering amplitude of 0.127 (3) Å. The sums of bond angles around the pyridine N atom [358.7 (2)°] and the other imidazolidine N atom [60 (2)°] indicate that these atoms are in sp2 hybridization, leading to an essentially planar imidazolidine ring. The last heterocycle, an oxindole moiety, is also nearly planar with an r.m.s. deviation of 0.0185 (1) Å. The amine NH2 group forms an intramolecular hydrogen bond with the benzoyl group, giving a S(6) motif. In the crystal, N—H...O hydrogen bonds lead to the formation of chains along the c-axis direction. Within the chains there are further N—H...O and C—H...O hydrogen bonds enclosing R22(14) ring motifs. The chains are linked via N—H...O and C—H...O hydrogen bonds involving the dimethyl sulfoxide solvent molecule which acts as both an acceptor and a donor..
url http://scripts.iucr.org/cgi-bin/paper?S1600536814008800
work_keys_str_mv AT ranagalakshmi 5amino6benzoyl8nitro23dihydro1hspiroimidazo12apyridine73indolin2onedimethylsulfoxidemonosolvate
AT jsuresh 5amino6benzoyl8nitro23dihydro1hspiroimidazo12apyridine73indolin2onedimethylsulfoxidemonosolvate
AT ssivakumar 5amino6benzoyl8nitro23dihydro1hspiroimidazo12apyridine73indolin2onedimethylsulfoxidemonosolvate
AT rranjithkumar 5amino6benzoyl8nitro23dihydro1hspiroimidazo12apyridine73indolin2onedimethylsulfoxidemonosolvate
AT plnilanthalakshman 5amino6benzoyl8nitro23dihydro1hspiroimidazo12apyridine73indolin2onedimethylsulfoxidemonosolvate
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