<i>m</i>-Aminobenzoic acid

Voogd, J. G. de; Verzijl, B. H. M.; Duisenberg, A. J. M.

doi:10.1107/s0567740880010102

Cited by 33 publications

(21 citation statements)

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“…The C(carboxyl)-C(phenyl) bond length is as that found in parent 3-aminobenzoic acid (Voogd et al, 1980). The geometry of the anion is similar within the experimental error in the three isomorphous structures.…”

Section: Resultssupporting

confidence: 61%

Crystal structures of isomorphous triaquatris- (3-aminobenzoato-O,O)yttrium(III) trihydrate and triaquatris(3-aminobenzoato-O,O)lanthanide(III) trihydrate

Kozioł¹,

Klimek²,

Stępniak³

et al. 1992

Zeitschrift Für Kristallographie - Crystalline Materials

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The space group and unit cell parameters of yttrium(III) and lanthanide(III) 3-aminobenzoate hexahydrate crystals have been determined. All compounds have the formula [M(C 7 H 6 N0 2 ) 3 · 3H 2 0] · 3H 2 0 and their crystals are isomorphous in the non-centrosymmetric trigonal space group R3c. Crystal structures of three of these salts have been deters mined: Y(III), Er(III) and Lu(III). The structures consist of the metal cation coordinated by water molecules, bidentate chelating 3-aminobenzoate anions, and crystallization water. The metal coordination polyhedron, with crystallographically imposed threefold symmetry axis, is formed by nine oxygen atoms: six of carboxylate groups and three of water molecules. The Brought to you by | University of California Authenticated Download Date | 6/9/15 2:47 PM Anna Ε. Koziol et al. crystal structure is stabilized by interligand hydrogen bonding between water molecules and either carboxylate or amino groups.

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Section: Resultssupporting

confidence: 61%

Crystal structures of isomorphous triaquatris- (3-aminobenzoato-O,O)yttrium(III) trihydrate and triaquatris(3-aminobenzoato-O,O)lanthanide(III) trihydrate

Kozioł¹,

Klimek²,

Stępniak³

et al. 1992

Zeitschrift Für Kristallographie - Crystalline Materials

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“…The observed values of the interior angles at vertices C I-C6, with the calculated values in brackets, are: 119.4 (2) [ 118.4 (3)], 120.6 (I) [ 120.2 (4)], 120.1 ( I ) [121.3(4)], 118.5(1) [117.9(4)], 121.8(1) [122.8(5)], and 119.4 (1) ° [119.8 (4)°]. The r.m.s, deviation between these pairs of values is 0.7 °, which may be compared with values of 0.5 and 0.6 ° calculated in a similar way for the related molecules 3-aminobenzoic acid (Voogd et al, 1980) and isophthalic acid (Derissen, 1974), respectively. Further, When the calculated and observed interior ring angles are ordered by magnitude, the orderings differ by only a single inversion.…”

Section: Commentmentioning

confidence: 77%

5-Aminoisophthalic Acid Hemihydrate

Dobson¹,

Gerkin²

1998

Acta Crystallogr C

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The title acid, C8H7NO4.0.5H2O, crystallized in the centrosymmetric space group C2/c in a zwitterionic form (5-ammonioisophthalate), with the water molecule on a twofold axis. The three ammonio H atoms and the H atom on the remaining carboxyl group, which are involved in hydrogen bonding, are ordered. Three intermolecular N-H...O hydrogen bonds have N...O distances ranging from 2.762 (2) to 2.905 (2) A and N-H...O angles ranging from 155 (2) to 163 (2) degrees. Two intermolecular O-H...O hydrogen bonds have O...O distances of 2.536 (2) and 2.746 (2) A, and O-H...O angles of 178 (2) and 176 (2) degrees. A three-dimensional network of hydrogen bonds is present. Through basic second-level graphs involving acid-to-acid hydrogen bonds, chains are more numerous than rings.

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“…The carboxylic acid group is essentially coplanar with the benzene ring [C2-C1-C7-O72 = 177.7 (4) ] because of the intramolecular O-H(phenol)Á Á ÁO(carboxyl) hydrogen bond [OÁ Á ÁO = 2.598 (5) Å ]. The carboxylic acid group of the MABA cation shows significant deviation from coplanarity with the benzene ring [C21-C11-C71-O711 = 167.1 (4) ] as is observed in the compound with 3,5-dinitrosalicylic acid (À153 ; Smith et al, 1995a) but different from the equivalent angle in the planar parent acid (À178 ; Voogd et al, 1980).…”

Section: Commentmentioning

confidence: 99%

3-Carboxyanilinium 3-carboxy-4-hydroxybenzenesulfonate: the 1:1 proton-transfer compound of 5-sulfosalicylic acid with 3-aminobenzoic acid

Smith

2005

Acta Cryst E

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The crystal structure of the anhydrous 1:1 proton‐transfer compound of 5‐sulfosalicylic acid (3‐carboxy‐4‐hydroxybenzenesulfonic acid) with 3‐aminobenzoic acid, C7H8NO2+·C7H5O6S−, shows heteromeric cyclic R22(8) carboxylic acid dimers formed through hydrogen‐bonding interactions between the cation and anion species. Aminium–sulfonate N—H⋯O interactions link these dimers into zigzag chains and also give interchain associations. Cation–anion π–π ring interactions are also present, resulting in a three‐dimensional layered polymer structure.

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m-Aminobenzoic acid

Cited by 33 publications

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Crystal structures of isomorphous triaquatris- (3-aminobenzoato-O,O)yttrium(III) trihydrate and triaquatris(3-aminobenzoato-O,O)lanthanide(III) trihydrate

Crystal structures of isomorphous triaquatris- (3-aminobenzoato-O,O)yttrium(III) trihydrate and triaquatris(3-aminobenzoato-O,O)lanthanide(III) trihydrate

5-Aminoisophthalic Acid Hemihydrate

3-Carboxyanilinium 3-carboxy-4-hydroxybenzenesulfonate: the 1:1 proton-transfer compound of 5-sulfosalicylic acid with 3-aminobenzoic acid

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