Solid-State Structure of a Layered Hydrogen-Bonded Salt: Guanidinium 5-Benzoyl-4-hydroxy-2-methoxybenzenesulfonate Methanol Solvate

Victoria A. Russell, Michael D. Ward

Research output: Contribution to journalArticle

Abstract

Guanidinium 5-benzoyl-4-hydroxy-2-methoxybenzene-sulfonate methanol solvate [C(NH2)3+.(C14H11O 3)SO3-.-CH3OH] crystallizes into a layered structure containing a two-dimensional hydrogen-bonded network typical of guanidinium alkane- and arenesulfonates. All six guanidinium protons and six sulfonate oxygen lone-pair acceptors participate in hydrogen bonding to form nearly planar pseudohexagonal hydrogen-bonded sheets, which can be viewed as parallel connected hydrogen-bonded ribbons. The 5-benzoyl-4-hydroxy-2-methoxybenzene groups are oriented to the same side of each ribbon, but the orientation of these groups on adjacent ribbons alternates with respect to the hydrogen-bonded sheet. The planar sheets stack with interdigitation of the arene groups, resulting in a structure in which layers of 5-benzoyl-4-hydroxy-2-methoxybenzene groups are separated by ionic hydrogen-bonded sheets. Each methanol molecule forms a hydrogen bond to one of the sulfonate O atoms, resulting in this oxygen forming a total of three hydrogen bonds, and fills void volume between the interdigitated 5-benzoyl-4-hydroxy-2-methoxybenzene groups of neighboring sheets. The benzophenone hydroxyl proton forms an intramolecular hydrogen bond to the carbonyl oxygen.

Original languageEnglish (US)
Pages (from-to)209-214
Number of pages6
JournalActa Crystallographica Section B: Structural Science
Volume52
Issue number1
DOIs
StatePublished - Feb 1 1996

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ASJC Scopus subject areas

  • Biochemistry, Genetics and Molecular Biology(all)

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