Crystal structure of methyl 1-methyl-2-oxospiro[indoline-3,2′-oxirane]-3′-carboxylate

M. P. Savithri; P. S. Yuvaraj; B. S R Reddy; R. Raja; A. SubbiahPandi; W. T A Harrison

doi:10.1107/S2056989015006398

Crystal structure of methyl 1-methyl-2-oxospiro[indoline-3,2′-oxirane]-3′-carboxylate

M. P. Savithri, P. S. Yuvaraj, B. S R Reddy, R. Raja, A. SubbiahPandi^*, W. T A Harrison (Editor)

^*Corresponding author for this work

Chemistry

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

2 Citations (Scopus)

5 Downloads (Pure)

Abstract

In the title compound, C₁₂H₁₁NO₄, the dihedral angle between the indole ring system (r.m.s. deviation = 0.019 Å) and the oxirane ring is 88.8 (2)°. The oxirane O atom and the bridging ester O atom are in an approximate syn conformation [O - C - C - O = - 25.4 (3)°] In the crystal, inversion dimers linked by pair of C - H⋯O hydrogen bonds generate R²₂(8) loops, where the C - H donor group forms part of the oxirane ring. A second C - H⋯O interaction arising from one of the C - H groups of the benzene ring links the dimers into [001] double chains.

Original language	English
Pages (from-to)	o274-o275
Number of pages	2
Journal	Acta Crystallographica Section E: Structure Reports Online
Volume	71
Issue number	5
Early online date	2 Apr 2015
DOIs	https://doi.org/10.1107/S2056989015006398
Publication status	Published - 1 May 2015

Keywords

Crystal structure
Ester
Hydrogen bonding
Indoline
Oxirane
Spiro compound

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Crystal structure of methyl 1-methyl-2-oxospiro[indoline-3,2′-oxirane]-3′-carboxylate
© 2015 Savithriet al. Licence: Creative Commons Attribution (CC-BY) https://creativecommons.org/licenses/by/4.0/
Final published version, 465 KBLicence: CC BY

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@article{663e5a0db2444e449094d5d05e0daacc,

title = "Crystal structure of methyl 1-methyl-2-oxospiro[indoline-3,2′-oxirane]-3′-carboxylate",

abstract = "In the title compound, C12H11NO4, the dihedral angle between the indole ring system (r.m.s. deviation = 0.019 {\AA}) and the oxirane ring is 88.8 (2)°. The oxirane O atom and the bridging ester O atom are in an approximate syn conformation [O - C - C - O = - 25.4 (3)°] In the crystal, inversion dimers linked by pair of C - H⋯O hydrogen bonds generate R22(8) loops, where the C - H donor group forms part of the oxirane ring. A second C - H⋯O interaction arising from one of the C - H groups of the benzene ring links the dimers into [001] double chains.",

keywords = "Crystal structure, Ester, Hydrogen bonding, Indoline, Oxirane, Spiro compound",

author = "Savithri, {M. P.} and Yuvaraj, {P. S.} and Reddy, {B. S R} and R. Raja and A. SubbiahPandi and Harrison, {W. T A}",

note = "Acknowledgements The authors thank Dr Babu Vargheese, SAIF, IIT, Madras, India, for the data collection.",

year = "2015",

month = may,

day = "1",

doi = "10.1107/S2056989015006398",

language = "English",

volume = "71",

pages = "o274--o275",

journal = "Acta Crystallographica Section E: Structure Reports Online",

issn = "1600-5368",

publisher = "International Union of Crystallography",

number = "5",

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TY - JOUR

T1 - Crystal structure of methyl 1-methyl-2-oxospiro[indoline-3,2′-oxirane]-3′-carboxylate

AU - Savithri, M. P.

AU - Yuvaraj, P. S.

AU - Reddy, B. S R

AU - Raja, R.

AU - SubbiahPandi, A.

A2 - Harrison, W. T A

N1 - Acknowledgements The authors thank Dr Babu Vargheese, SAIF, IIT, Madras, India, for the data collection.

PY - 2015/5/1

Y1 - 2015/5/1

N2 - In the title compound, C12H11NO4, the dihedral angle between the indole ring system (r.m.s. deviation = 0.019 Å) and the oxirane ring is 88.8 (2)°. The oxirane O atom and the bridging ester O atom are in an approximate syn conformation [O - C - C - O = - 25.4 (3)°] In the crystal, inversion dimers linked by pair of C - H⋯O hydrogen bonds generate R22(8) loops, where the C - H donor group forms part of the oxirane ring. A second C - H⋯O interaction arising from one of the C - H groups of the benzene ring links the dimers into [001] double chains.

AB - In the title compound, C12H11NO4, the dihedral angle between the indole ring system (r.m.s. deviation = 0.019 Å) and the oxirane ring is 88.8 (2)°. The oxirane O atom and the bridging ester O atom are in an approximate syn conformation [O - C - C - O = - 25.4 (3)°] In the crystal, inversion dimers linked by pair of C - H⋯O hydrogen bonds generate R22(8) loops, where the C - H donor group forms part of the oxirane ring. A second C - H⋯O interaction arising from one of the C - H groups of the benzene ring links the dimers into [001] double chains.

KW - Crystal structure

KW - Ester

KW - Hydrogen bonding

KW - Indoline

KW - Oxirane

KW - Spiro compound

UR - http://www.scopus.com/inward/record.url?scp=84928152290&partnerID=8YFLogxK

U2 - 10.1107/S2056989015006398

DO - 10.1107/S2056989015006398

M3 - Article

AN - SCOPUS:84928152290

VL - 71

SP - o274-o275

JO - Acta Crystallographica Section E: Structure Reports Online

JF - Acta Crystallographica Section E: Structure Reports Online

SN - 1600-5368

IS - 5

ER -

Crystal structure of methyl 1-methyl-2-oxospiro[indoline-3,2′-oxirane]-3′-carboxylate

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Keywords

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