Sheets built from C-H center dot center dot center dot O and C-H center dot center dot center dot pi(arene) hydrogen bonds in (2RS,6SR)-N-diphenylacetyl-2,6-diphenylpiperidin-4-one and (2RS,3SR,5RS,6SR)-3,5-dimethyl-N-phenylacetyl-2,6-diphenyl-piperidin-4-one

K  Thanikasalam; R  Jeyaraman; K  Panchanatheswaran; J N  Low; C  Glidewell

doi:10.1107/S0108270106013874

Sheets built from C-H center dot center dot center dot O and C-H center dot center dot center dot pi(arene) hydrogen bonds in (2RS,6SR)-N-diphenylacetyl-2,6-diphenylpiperidin-4-one and (2RS,3SR,5RS,6SR)-3,5-dimethyl-N-phenylacetyl-2,6-diphenyl-piperidin-4-one

K Thanikasalam, R Jeyaraman, K Panchanatheswaran, J N Low, C Glidewell

School of Chemistry

Research output: Contribution to journal › Article › peer-review

Abstract

In (2RS, 6SR)-N-diphenylacetyl-2,6-diphenylpiperidin-4-one, C31H27NO2, ( I), the piperidinone ring adopts an almost ideal twist - boat conformation, and the molecules are linked into sheets by a combination of one C - H center dot center dot center dot O hydrogen bond and one C - H center dot center dot center dot pi( arene) hydrogen bond. ( 2RS, 3SR, 5RS, 6SR)3,5-Dimethyl-2,6-diphenyl-N-phenylacetylpiperidin-4-one, C27H27NO2, (II), crystallizes with Z' = 2 in the space group P (1) over bar; the piperidinone rings adopt an almost ideal boat conformation in one of the molecules and a conformation between boat and twist - boat in the other. The molecules of ( II) are linked into sheets by a combination of five C - H center dot center dot center dot O hydrogen bonds and one C - H center dot center dot center dot pi( arene) hydrogen bond.

Original language	English
Number of pages	4
Journal	Acta Crystallographica Section C-Crystal Structure Communications
Volume	62
DOIs	https://doi.org/10.1107/S0108270106013874
Publication status	Published - Jun 2006

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Thanikasalam, K., Jeyaraman, R., Panchanatheswaran, K., Low, J. N., & Glidewell, C. (2006). Sheets built from C-H center dot center dot center dot O and C-H center dot center dot center dot pi(arene) hydrogen bonds in (2RS,6SR)-N-diphenylacetyl-2,6-diphenylpiperidin-4-one and (2RS,3SR,5RS,6SR)-3,5-dimethyl-N-phenylacetyl-2,6-diphenyl-piperidin-4-one. Acta Crystallographica Section C-Crystal Structure Communications, 62. https://doi.org/10.1107/S0108270106013874

Thanikasalam, K ; Jeyaraman, R ; Panchanatheswaran, K et al. / Sheets built from C-H center dot center dot center dot O and C-H center dot center dot center dot pi(arene) hydrogen bonds in (2RS,6SR)-N-diphenylacetyl-2,6-diphenylpiperidin-4-one and (2RS,3SR,5RS,6SR)-3,5-dimethyl-N-phenylacetyl-2,6-diphenyl-piperidin-4-one. In: Acta Crystallographica Section C-Crystal Structure Communications. 2006 ; Vol. 62.

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title = "Sheets built from C-H center dot center dot center dot O and C-H center dot center dot center dot pi(arene) hydrogen bonds in (2RS,6SR)-N-diphenylacetyl-2,6-diphenylpiperidin-4-one and (2RS,3SR,5RS,6SR)-3,5-dimethyl-N-phenylacetyl-2,6-diphenyl-piperidin-4-one",

abstract = "In (2RS, 6SR)-N-diphenylacetyl-2,6-diphenylpiperidin-4-one, C31H27NO2, ( I), the piperidinone ring adopts an almost ideal twist - boat conformation, and the molecules are linked into sheets by a combination of one C - H center dot center dot center dot O hydrogen bond and one C - H center dot center dot center dot pi( arene) hydrogen bond. ( 2RS, 3SR, 5RS, 6SR)3,5-Dimethyl-2,6-diphenyl-N-phenylacetylpiperidin-4-one, C27H27NO2, (II), crystallizes with Z' = 2 in the space group P (1) over bar; the piperidinone rings adopt an almost ideal boat conformation in one of the molecules and a conformation between boat and twist - boat in the other. The molecules of ( II) are linked into sheets by a combination of five C - H center dot center dot center dot O hydrogen bonds and one C - H center dot center dot center dot pi( arene) hydrogen bond.",

author = "K Thanikasalam and R Jeyaraman and K Panchanatheswaran and Low, {J N} and C Glidewell",

year = "2006",

month = jun,

doi = "10.1107/S0108270106013874",

language = "English",

volume = "62",

journal = "Acta Crystallographica Section C-Crystal Structure Communications",

issn = "1600-5759",

publisher = "International Union of Crystallography",

}

Thanikasalam, K, Jeyaraman, R, Panchanatheswaran, K, Low, JN & Glidewell, C 2006, 'Sheets built from C-H center dot center dot center dot O and C-H center dot center dot center dot pi(arene) hydrogen bonds in (2RS,6SR)-N-diphenylacetyl-2,6-diphenylpiperidin-4-one and (2RS,3SR,5RS,6SR)-3,5-dimethyl-N-phenylacetyl-2,6-diphenyl-piperidin-4-one', Acta Crystallographica Section C-Crystal Structure Communications, vol. 62. https://doi.org/10.1107/S0108270106013874

Sheets built from C-H center dot center dot center dot O and C-H center dot center dot center dot pi(arene) hydrogen bonds in (2RS,6SR)-N-diphenylacetyl-2,6-diphenylpiperidin-4-one and (2RS,3SR,5RS,6SR)-3,5-dimethyl-N-phenylacetyl-2,6-diphenyl-piperidin-4-one. / Thanikasalam, K ; Jeyaraman, R ; Panchanatheswaran, K et al.
In: Acta Crystallographica Section C-Crystal Structure Communications, Vol. 62, 06.2006.

Research output: Contribution to journal › Article › peer-review

TY - JOUR

T1 - Sheets built from C-H center dot center dot center dot O and C-H center dot center dot center dot pi(arene) hydrogen bonds in (2RS,6SR)-N-diphenylacetyl-2,6-diphenylpiperidin-4-one and (2RS,3SR,5RS,6SR)-3,5-dimethyl-N-phenylacetyl-2,6-diphenyl-piperidin-4-one

AU - Thanikasalam, K

AU - Jeyaraman, R

AU - Panchanatheswaran, K

AU - Low, J N

AU - Glidewell, C

PY - 2006/6

Y1 - 2006/6

N2 - In (2RS, 6SR)-N-diphenylacetyl-2,6-diphenylpiperidin-4-one, C31H27NO2, ( I), the piperidinone ring adopts an almost ideal twist - boat conformation, and the molecules are linked into sheets by a combination of one C - H center dot center dot center dot O hydrogen bond and one C - H center dot center dot center dot pi( arene) hydrogen bond. ( 2RS, 3SR, 5RS, 6SR)3,5-Dimethyl-2,6-diphenyl-N-phenylacetylpiperidin-4-one, C27H27NO2, (II), crystallizes with Z' = 2 in the space group P (1) over bar; the piperidinone rings adopt an almost ideal boat conformation in one of the molecules and a conformation between boat and twist - boat in the other. The molecules of ( II) are linked into sheets by a combination of five C - H center dot center dot center dot O hydrogen bonds and one C - H center dot center dot center dot pi( arene) hydrogen bond.

AB - In (2RS, 6SR)-N-diphenylacetyl-2,6-diphenylpiperidin-4-one, C31H27NO2, ( I), the piperidinone ring adopts an almost ideal twist - boat conformation, and the molecules are linked into sheets by a combination of one C - H center dot center dot center dot O hydrogen bond and one C - H center dot center dot center dot pi( arene) hydrogen bond. ( 2RS, 3SR, 5RS, 6SR)3,5-Dimethyl-2,6-diphenyl-N-phenylacetylpiperidin-4-one, C27H27NO2, (II), crystallizes with Z' = 2 in the space group P (1) over bar; the piperidinone rings adopt an almost ideal boat conformation in one of the molecules and a conformation between boat and twist - boat in the other. The molecules of ( II) are linked into sheets by a combination of five C - H center dot center dot center dot O hydrogen bonds and one C - H center dot center dot center dot pi( arene) hydrogen bond.

U2 - 10.1107/S0108270106013874

DO - 10.1107/S0108270106013874

M3 - Article

SN - 1600-5759

VL - 62

JO - Acta Crystallographica Section C-Crystal Structure Communications

JF - Acta Crystallographica Section C-Crystal Structure Communications

ER -

Thanikasalam K, Jeyaraman R, Panchanatheswaran K, Low JN, Glidewell C. Sheets built from C-H center dot center dot center dot O and C-H center dot center dot center dot pi(arene) hydrogen bonds in (2RS,6SR)-N-diphenylacetyl-2,6-diphenylpiperidin-4-one and (2RS,3SR,5RS,6SR)-3,5-dimethyl-N-phenylacetyl-2,6-diphenyl-piperidin-4-one. Acta Crystallographica Section C-Crystal Structure Communications. 2006 Jun;62. doi: 10.1107/S0108270106013874