Hydrogen bonding in 4,4′,6,6′-tetramethyl-biphenyl-2,2′-dicarboxylic acid

Allison J. Amonette; Roger E. Gerkin

doi:10.1107/S0108270198012761

Hydrogen bonding in 4,4′,6,6′-tetramethyl-biphenyl-2,2′-dicarboxylic acid

Allison J. Amonette, Roger E. Gerkin

Biochemistry, Chemistry & Physics

Ohio State University

Research output: Contribution to journal › Article › peer-review

1 Scopus citations

Abstract

The title compound, C₁₈H₁₈O₄, crystallizes in the centrosymmetric space group P2₁/c, with two molecules in the asymmetric unit. Each of the four independent carboxylic H atoms is ordered, and each participates in hydrogen bonding. The O_D⋯O_A distances in the hydrogen bonds are 2.598 (3), 2.608 (3), 2.652 (3) and 2.641 (3) Å. Two cyclic hydrogen-bonded dimers are found, neither occurring about a center of symmetry; each, however, occurs about a pseudo-center. Numerous hydrogen-bonded chains, all propagating along [010], are also present. The biphenyl twist angles are 88.4 (2) and 87.5 (2)°. Structural comparisons are made with the structures of the 'parent' compound, diphenic acid, and its 4,4′- and 6,6′-dimethyl derivatives.

Original language	English
Pages (from-to)	203-206
Number of pages	4
Journal	Acta Crystallographica Section C: Crystal Structure Communications
Volume	55
Issue number	2
DOIs	https://doi.org/10.1107/S0108270198012761
State	Published - Feb 15 1999

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General Biochemistry, Genetics and Molecular Biology

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title = "Hydrogen bonding in 4,4′,6,6′-tetramethyl-biphenyl-2,2′-dicarboxylic acid",

abstract = "The title compound, C18H18O4, crystallizes in the centrosymmetric space group P21/c, with two molecules in the asymmetric unit. Each of the four independent carboxylic H atoms is ordered, and each participates in hydrogen bonding. The OD⋯OA distances in the hydrogen bonds are 2.598 (3), 2.608 (3), 2.652 (3) and 2.641 (3) {\AA}. Two cyclic hydrogen-bonded dimers are found, neither occurring about a center of symmetry; each, however, occurs about a pseudo-center. Numerous hydrogen-bonded chains, all propagating along [010], are also present. The biphenyl twist angles are 88.4 (2) and 87.5 (2)°. Structural comparisons are made with the structures of the 'parent' compound, diphenic acid, and its 4,4′- and 6,6′-dimethyl derivatives.",

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T1 - Hydrogen bonding in 4,4′,6,6′-tetramethyl-biphenyl-2,2′-dicarboxylic acid

AU - Amonette, Allison J.

AU - Gerkin, Roger E.

PY - 1999/2/15

Y1 - 1999/2/15

N2 - The title compound, C18H18O4, crystallizes in the centrosymmetric space group P21/c, with two molecules in the asymmetric unit. Each of the four independent carboxylic H atoms is ordered, and each participates in hydrogen bonding. The OD⋯OA distances in the hydrogen bonds are 2.598 (3), 2.608 (3), 2.652 (3) and 2.641 (3) Å. Two cyclic hydrogen-bonded dimers are found, neither occurring about a center of symmetry; each, however, occurs about a pseudo-center. Numerous hydrogen-bonded chains, all propagating along [010], are also present. The biphenyl twist angles are 88.4 (2) and 87.5 (2)°. Structural comparisons are made with the structures of the 'parent' compound, diphenic acid, and its 4,4′- and 6,6′-dimethyl derivatives.

AB - The title compound, C18H18O4, crystallizes in the centrosymmetric space group P21/c, with two molecules in the asymmetric unit. Each of the four independent carboxylic H atoms is ordered, and each participates in hydrogen bonding. The OD⋯OA distances in the hydrogen bonds are 2.598 (3), 2.608 (3), 2.652 (3) and 2.641 (3) Å. Two cyclic hydrogen-bonded dimers are found, neither occurring about a center of symmetry; each, however, occurs about a pseudo-center. Numerous hydrogen-bonded chains, all propagating along [010], are also present. The biphenyl twist angles are 88.4 (2) and 87.5 (2)°. Structural comparisons are made with the structures of the 'parent' compound, diphenic acid, and its 4,4′- and 6,6′-dimethyl derivatives.

UR - https://www.scopus.com/pages/publications/5844253370

U2 - 10.1107/S0108270198012761

DO - 10.1107/S0108270198012761

M3 - Article

SN - 0108-2701

VL - 55

SP - 203

EP - 206

JO - Acta Crystallographica Section C: Crystal Structure Communications

JF - Acta Crystallographica Section C: Crystal Structure Communications

IS - 2

ER -

Hydrogen bonding in 4,4′,6,6′-tetramethyl-biphenyl-2,2′-dicarboxylic acid

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