3-(3-Bromobenzyl)-1H-isochromen-1-one

Abstract

In the title compound, C16H11BrO2, the isocoumarin ring system is planar (r.m.s. deviation = 0.015 Å) and subtends a dihedral angle of 88.90 (2)° with the bromo­benzene ring. In the crystal, mol­ecules are linked, forming a three-dimensional packing pattern involving C—H⋯O inter­actions, Br⋯O contacts [3.4734 (10) Å] and π–π stacking inter­actions with centroid–centroid distances ranging from 3.667 (2) to 3.765 (2) Å.

3-(3-Bromobenzyl)isoquinolin-1(2H)-one

“…For the biological and pharmaceutical properties of isoquinolin-1(2H)-one derivatives, see: Chern & Li (2004); Coelho et al (2003); Jayaraman et al (2000); Thompson & Kallmerten (1990); Ukita et al (2001). For the structure of a related isochromene derivative, see: Ali et al (2009).…”

“…Bearing in mind the pharmaceutical importance of this class of compounds, the title compound, an isoquinolinone derivative containing a 3-bromobenzyl substituent, has been synthesized and its crystal structure is reported here. We have also determined the structure of the analogous isochromene derivative with an oxygen atom replacing the NH group (Ali et al, 2009).…”

Crystal Structure of 7-Amino-4-iodo-3-propyl-1<i>H</i>-isochromen-1-one

“…In the title compound, all bond lengths and angles are within the normal ranges by comparing with the earlier substituted isochromen-1-one structures. [7][8][9] Thus, the bond angles O(12)-C(8)-C(4), C(11)-C(10)-C(14), O(9)-C(10)-C(14) and C(10)-C(14)-C(15) were found at 125.4 (5), 128.8(5), 110.9(4) and 113.9(4) , respectively; they are appreciably similar to those previously described for 3-(3-bromobenzyl)-1H-isochromen-1-one. 8 The isocoumarin ring system is planar, with a maximum displacement from the mean plane of 0.068(4)Å for C(3), and subtends a dihedral angle of 86.86 with the propyl chain.…”