Comparison of the crystal structures of methyl 4-bromo-2-(meth-oxy-meth-oxy)benzoate and 4-bromo-3-(meth-oxy-meth-oxy)benzoic acid.

ABSTRACT: The title compounds, C10H11BrO4, (I), and C9H9BrO4, (II), are derivatives of bromo-hy-droxy-benzoic acids. Compound (II) crystallizes with two independent mol-ecules (A and B) in the asymmetric unit. In both (I) and (II), the O-CH2-O-CH3 side chain is not in its fully extended conformation; the O-C-O-C torsion angle is 67.3?(3) ° in (I), and -65.8?(3) and -74.1?(3)° in mol-ecules A and B, respectively, in compound (II). In the crystal of (I), mol-ecules are linked by C-H?O hydrogen bonds, forming C(5) chains along [010]. The chains are linked by short Br?O contacts [3.047?(2)?Å], forming sheets parallel to the bc plane. The sheets are linked via C-H?? inter-actions, forming a three-dimensional architecture. In the crystal of (II), mol-ecules A and B are linked to form R 2 (2)(8) dimers via two strong O-H?O hydrogen bonds. These dimers are linked into ?A-B?A-B?A-B? [C 2 (2)(15)] chains along [011] by C-H?O hydrogen bonds. The chains are linked by slipped parallel ?-? inter-actions [inter-centroid distances = 3.6787?(18) and 3.8431?(17)?Å], leading to the formation of slabs parallel to the bc plane.

SUBMITTER: Suchetan PA 

PROVIDER: S-EPMC4910316 | biostudies-literature | 2016 Apr

REPOSITORIES: biostudies-literature