2-Bromo-3-phenyl-1-(3-phenyl­sydnon-4-yl)prop-2-en-1-one

نویسندگان

  • Jia Hao Goh
  • Hoong-Kun Fun
  • Nithinchandra
  • B. Kalluraya
چکیده

THE TITLE SYDNONE DERIVATIVE [SYSTEMATIC NAME: 2-bromo-1-(5-oxido-3-phenyl-1,2,3-oxadiazo-lium-4-yl)-3-phenyl-prop-2-en-1-one], C(17)H(11)BrN(2)O(3), exists in a Z configuration with respect to the acyclic C=C bond. An intra-molecular C-H⋯Br hydrogen bond generates a six-membered ring, producing an S(6) ring motif. The 1,2,3-oxadiazole ring in the sydnone unit is essentially planar [maximum deviation = 0.011 (2) Å] and forms dihedral angles of 55.39 (13) and 57.12 (12)° with the two benzene rings. In the crystal structure, inter-molecular C-H⋯O hydrogen bonds link mol-ecules into two-mol-ecule-thick arrays parallel to the bc plane. The crystal structure also features a short inter-molecular N⋯C contacts [3.030 (3) Å] as well as C-H⋯π and π-π inter-actions [centroid-centroid distances = 3.3798 (11) and 3.2403 (12) Å].

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منابع مشابه

Crystal structures of three 1-[4-(4-bromo­but­oxy)­phen­yl] chalcone derivatives: (E)-1-[4-(4-bromo­but­oxy)­phen­yl]-3-phenyl­prop-2-en-1-one, (E)-1-[4-(4-bromo­but­oxy)­phen­yl]-3-(4-meth­oxy­phen­yl)prop-2-en-1-one and (E)-1-[4-(4-bromo­but­oxy)­phen­yl]-3-(3,4-di­meth­oxy­phen­yl)prop-2-en-1-one

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2,3-Dibromo-3-(2-bromo­phen­yl)-1-(3-phenyl­sydnon-4-yl)propan-1-one

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(E)-1-(4-Bromo­phen­yl)-3-(2-meth­oxy­phen­yl)prop-2-en-1-one

In the title compound, C(16)H(13)BrO(2), the dihedral angle between the mean planes of the meth-oxy- and bromo-substituted benzene rings is 24.6 (1)°. The angles between the mean plane of the prop-2-en-1-one group and the 4-bromo-phenyl and 2-meth-oxy-phenyl ring planes are 18.8 (1) and 6.0 (1)°, respectively.

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Crystal structures of (2E)-1-(3-bromo­thio­phen-2-yl)-3-(2-meth­oxy­phen­yl)prop-2-en-1-one and (2E)-1-(3-bromo­thio­phen-2-yl)-3-(3,4-di­meth­oxy­phen­yl)prop-2-en-1-one

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(2E)-1-(2-Bromo­phen­yl)-3-(4-bromo­phen­yl)prop-2-en-1-one

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عنوان ژورنال:

دوره 66  شماره 

صفحات  -

تاریخ انتشار 2010