2-(Prop-2-enyloxy)benzamide

Bernhard Bugenhagen, Yosef Al Jasem, Farah Barkhad, Bassam Al Hindawi, Thies Thiemann

Research output: Contribution to journalArticlepeer-review

2 Citations (Scopus)

Abstract

In the title molecule, C10H11NO2, the benzene ring forms dihedral angles of 33.15(2) and 6.20(2)°with the mean planes of the amide and propenoxy groups, respectively. The amide -NH 2 group is oriented toward the propenoxy substituent and forms a weak intramolecular N-H⋯O hydrogen bond to the propenoxy O atom. The conformation of the propenoxy group at the Csp 2-Csp 3 and Csp 3-O bonds is synperiplanar and antiperiplanar, respectively. In the crystal, N-H⋯O hydrogen bonds involving the amide groups generate C(4) and R 2 3(7) motifs that organize the molecules into tapes along the a-axis direction. There are C-H⋯π interactions between the propenoxy -CH2 group and the aromatic system of neighboring molecules within the tape. The mean planes of the aromatic ring and the propenoxy group belonging to molecules located on opposite sites of the tape form an angle of 83.16(2)°.

Original languageEnglish
Pages (from-to)o3169-o3170
JournalActa Crystallographica Section E: Structure Reports Online
Volume68
Issue number11
DOIs
Publication statusPublished - Nov 2012

Keywords

  • R factor = 0.033
  • T = 100 K
  • data-to-parameter ratio = 8.6
  • mean ̄(C-C) = 0.003 Å
  • single-crystal X-ray study
  • wR factor = 0.087

ASJC Scopus subject areas

  • Chemistry(all)
  • Materials Science(all)
  • Condensed Matter Physics

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