Crystal structure of (E)-4-(acet­­oxy­imino)-N-allyl-3-iso­propyl-2,6-di­phenyl­piperi­dine-1-carbo­thio­amide

T Mohandas; K Gokula Krishnan; S Balamurugan; William T A Harrison; V Thanikachalam; P Sakthivel

doi:10.1107/S2056989015012499

Crystal structure of (E)-4-(acetoxyimino)-N-allyl-3-isopropyl-2,6-diphenylpiperidine-1-carbothioamide

T Mohandas, K Gokula Krishnan, S Balamurugan, William T A Harrison, V Thanikachalam, P Sakthivel

Chemistry

Research output: Contribution to journal › Article

Abstract

The title compound, C26H31N3O2S, crystallizes with two mol-ecules (A and B) in the asymmetric unit. In each case, the piperidine ring exists in a twist-boat conformation. The dihedral angle between the phenyl rings is 46.16 (12)° in mol-ecule A and 44.95 (12)° in mol-ecule B. In both mol-ecules, the allyl side chain is disordered over two orientations in a 0.649 (9):0.351 (9) ratio for mol-ecule A and 0.826 (10):0.174 (10) ratio for mol-ecule B. In the crystal, neither mol-ecule forms a hydrogen bond from its N-H group, presumably due to steric hindrance. A+A and B+B inversion dimers are formed, linked by pairs of weak C-H⋯O hydrogen bonds enclosing R 2 (2)(22) ring motifs.

Original language	English
Pages (from-to)	o542-543
Number of pages	2
Journal	Acta Crystallographica Section E: Crystallographic Communications
Volume	71
Issue number	8
DOIs	https://doi.org/10.1107/S2056989015012499
Publication status	Published - 1 Aug 2015

Bibliographical note

Acknowledgements
The authors thank Dr Babu Varghese, Senior Scientific Officer SAIF, IIT Madras, India, for the data collection.

Keywords

Crystal structure
carbothiamide
piperidine
acetoxyimino
inversion dimers

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Cite this

@article{73edf95fcc1641ca995ab75be8f4579e,

title = "Crystal structure of (E)-4-(acetoxyimino)-N-allyl-3-isopropyl-2,6-diphenylpiperidine-1-carbothioamide",

abstract = "The title compound, C26H31N3O2S, crystallizes with two mol-ecules (A and B) in the asymmetric unit. In each case, the piperidine ring exists in a twist-boat conformation. The dihedral angle between the phenyl rings is 46.16 (12)° in mol-ecule A and 44.95 (12)° in mol-ecule B. In both mol-ecules, the allyl side chain is disordered over two orientations in a 0.649 (9):0.351 (9) ratio for mol-ecule A and 0.826 (10):0.174 (10) ratio for mol-ecule B. In the crystal, neither mol-ecule forms a hydrogen bond from its N-H group, presumably due to steric hindrance. A+A and B+B inversion dimers are formed, linked by pairs of weak C-H⋯O hydrogen bonds enclosing R 2 (2)(22) ring motifs.",

keywords = "Crystal structure, carbothiamide, piperidine, acetoxyimino, inversion dimers",

author = "T Mohandas and Krishnan, {K Gokula} and S Balamurugan and Harrison, {William T A} and V Thanikachalam and P Sakthivel",

note = "Acknowledgements The authors thank Dr Babu Varghese, Senior Scientific Officer SAIF, IIT Madras, India, for the data collection. ",

year = "2015",

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doi = "10.1107/S2056989015012499",

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TY - JOUR

T1 - Crystal structure of (E)-4-(acetoxyimino)-N-allyl-3-isopropyl-2,6-diphenylpiperidine-1-carbothioamide

AU - Mohandas, T

AU - Krishnan, K Gokula

AU - Balamurugan, S

AU - Harrison, William T A

AU - Thanikachalam, V

AU - Sakthivel, P

N1 - Acknowledgements The authors thank Dr Babu Varghese, Senior Scientific Officer SAIF, IIT Madras, India, for the data collection.

PY - 2015/8/1

Y1 - 2015/8/1

N2 - The title compound, C26H31N3O2S, crystallizes with two mol-ecules (A and B) in the asymmetric unit. In each case, the piperidine ring exists in a twist-boat conformation. The dihedral angle between the phenyl rings is 46.16 (12)° in mol-ecule A and 44.95 (12)° in mol-ecule B. In both mol-ecules, the allyl side chain is disordered over two orientations in a 0.649 (9):0.351 (9) ratio for mol-ecule A and 0.826 (10):0.174 (10) ratio for mol-ecule B. In the crystal, neither mol-ecule forms a hydrogen bond from its N-H group, presumably due to steric hindrance. A+A and B+B inversion dimers are formed, linked by pairs of weak C-H⋯O hydrogen bonds enclosing R 2 (2)(22) ring motifs.

AB - The title compound, C26H31N3O2S, crystallizes with two mol-ecules (A and B) in the asymmetric unit. In each case, the piperidine ring exists in a twist-boat conformation. The dihedral angle between the phenyl rings is 46.16 (12)° in mol-ecule A and 44.95 (12)° in mol-ecule B. In both mol-ecules, the allyl side chain is disordered over two orientations in a 0.649 (9):0.351 (9) ratio for mol-ecule A and 0.826 (10):0.174 (10) ratio for mol-ecule B. In the crystal, neither mol-ecule forms a hydrogen bond from its N-H group, presumably due to steric hindrance. A+A and B+B inversion dimers are formed, linked by pairs of weak C-H⋯O hydrogen bonds enclosing R 2 (2)(22) ring motifs.

KW - Crystal structure

KW - carbothiamide

KW - piperidine

KW - acetoxyimino

KW - inversion dimers

U2 - 10.1107/S2056989015012499

DO - 10.1107/S2056989015012499

M3 - Article

C2 - 26396787

SN - 2056-9890

VL - 71

SP - o542-543

JO - Acta Crystallographica Section E: Crystallographic Communications

JF - Acta Crystallographica Section E: Crystallographic Communications

IS - 8

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