Crystal structure of 4-chloro-<i>N</i>-[2-(piperidin-1-yl)ethyl]benzamide monohydrate

Prathebha, K.; Jonathan, D. Reuben; Revathi, B.; Sathya, S.; Usha, G.

doi:10.1107/s2056989014026851

Cited by 8 publications

(10 citation statements)

References 12 publications

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“…The title compound, C 13 H 16 ClNO 2 , (I), crystallizes with two molecules in the asymmetric unit: agreement with values of a similar reported structure (Revathi et al, (2015)). The C=O distances in molecules A & B are [1.235 (3) and 1.233 (3) Å], respectively, and is comparable with the previously reported value (Prathebha et al, (2015).…”

Section: Related Literaturesupporting

confidence: 90%

Crystal structure of [4-(chloromethyl)phenyl](4-hydroxypiperidin-1-yl)methanone

Revathi¹,

Jonathan²,

Sevi

et al. 2015

Acta Cryst E

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The title compound, C13H16ClNO2, crystallized with two independent molecules in the asymmetric unit (A and B). The piperidinol ring in molecule B is disordered over two positions with a site occupancy ratio of 0.667 (5):0.333 (5). In both molecules these rings have a chair conformation, including the minor component in molecule B. Their mean planes are inclined to the benzene ring by 45.57 (13)° in molecule A, and by 50.5 (4)° for the major component of the piperidine ring in molecule B. In the crystal, the individual molecules are linked by O—H⋯O hydrogen bonds, forming chains of A and B molecules along the [100] direction. The chains are interlinked by C—H⋯O hydrogen bonds, forming ribbons.

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Section: Related Literaturesupporting

confidence: 90%

Crystal structure of [4-(chloromethyl)phenyl](4-hydroxypiperidin-1-yl)methanone

Revathi¹,

Jonathan²,

Sevi

et al. 2015

Acta Cryst E

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“…and all other primary bond lengths along with bond angles are well within the range reported for similar structures (Prathebha et al, 2015). The ring puckering parameters [q 2 = 0.005 (3), q 3 = À0.551 (3), Q T = 0.551 (3) Å , ' 2 = 203 (32) and = 180.0 (3) ] confirm that the piperidine ring adopts a chair conformation.…”

Section: Structural Commentarysupporting

confidence: 80%

Crystal structure of (4-chlorophenyl)(4-methylpiperidin-1-yl)methanone

et al. 2020

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The title compound, C13H16ClNO, contains a methylpiperidine ring in the stable chair conformation. The mean plane of the twisted piperidine ring subtends a dihedral angle of 39.89 (7)° with that of the benzene ring. In the crystal, weak C—H...O interactions link the molecules along the a-axis direction to form infinite molecular chains. H...H interatomic interactions, C—H...O intermolecular interactions and weak dispersive forces stabilize molecular packing and form a supramolecular network, as established by Hirshfeld surface analysis.

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“…1), the bond lengths are typical of such derivatives and are in good agreement with literature values (Allen et al, 1987). Prathebha et al, 2015). The +syn-periplanar(+sp) orientation of the keto group with the hydroxypiperidine ring is revealed by the torsion angle O1-C8-N1-C9 [15.1 (6)] .…”

Section: Structure Descriptionsupporting

confidence: 72%

(3-Hydroxypiperidin-1-yl)(4-methylphenyl)methanone

Gomathi¹,

Jonathan²,

Sumaya

et al. 2017

IUCr Data

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In the title molecule, C 13 H 17 NO 2 , the piperidine ring assumes a chair conformation. The dihedral angle between the mean plane of the piperidine ring and the benzene ring is 45.49 (1) . In the crystal, molecules are linked by O-HÁ Á ÁO intermolecular hydrogen bonds, leading to a molecular chain running along the c-axis direction. The atoms of the hydroxy piperidine ring and the methyl group of methylphenyl ring are disordered over two sets of sites with refined occupancies of 0.754 (5) and 0.246 (5). Structure descriptionPiperidine and its derivative have played vital roles in the design of pharmaceutical drugs (Das & Brahmachari, 2013). It has been shown that the antioxidant activity of the title molecule can be enhanced by the substitution of hydroxyl, methoxy, nitro and alkyl groups on the piperidine ring system (Ravindernath & Reddy, 2017).In the compound (Fig. 1)

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Crystal structure of 4-chloro-N-[2-(piperidin-1-yl)ethyl]benzamide monohydrate

Cited by 8 publications

References 12 publications

Crystal structure of [4-(chloromethyl)phenyl](4-hydroxypiperidin-1-yl)methanone

Crystal structure of [4-(chloromethyl)phenyl](4-hydroxypiperidin-1-yl)methanone

Crystal structure of (4-chlorophenyl)(4-methylpiperidin-1-yl)methanone

(3-Hydroxypiperidin-1-yl)(4-methylphenyl)methanone

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