Three different organic supramolecular architectures derived from 2-and 3-aminobenzoic acids are reported. 3-Aminobenzoic acid (3-ABA-H) forms complexes with 2-aminopyridine (2-AP) and 1,4-diazabicyclo[2,2,2]octane (DABCO) to yield [(3-ABA)(2-AP-H)] (1) and [(3-ABA)(DABCO-H)(H 2 O) 2 ] (2), respectively. 2-Aminobenzoic acid (2-ABA-H), on the other hand, interacts with sulfuric acid in the presence of V 2 O 5 to yield [(2-ABA-H 2 ) 4 (HSO 4 ) 2 -(SO 4 )(H 2 O)] (3). Compounds 1-3 have been obtained as single crystals and characterized by elemental analysis, IR and 1 H NMR spectroscopy, and single-crystal X-ray diffraction techniques. Compound 1 crystallizes in the monoclinic space group P2 1 /c [a ) 9.6455(5) Å, b ) 10.9229(7) Å, c ) 11.976(2) Å, β ) 112.932(7)°, R1 ) 0.0363]. It is an infinite two-dimensional layered polymer in which the carboxylic acid hydrogen is transferred to the pyridine nitrogen. Compound 2 crystallizes in the monoclinic space group Cc [a ) 14.2950(9), b ) 11.7660(7), c ) 9.813(1) Å, β ) 116.214(7)°, R1 ) 0.0492], in which one of the DABCO nitrogens is protonated by accepting the proton of the carboxylic acid. The two water molecules present in the asymmetric part of the unit cell of 2 form an unusual assembly of water to form a one-dimensional polymeric chain through hydrogen bonding. Compound 3 crystallizes in the triclinic space group P1 h [a ) 7.470(1), b ) 11.128(1), c ) 22.552(2) Å, R ) 85.075(7)°, β ) 88.712(9)°, γ ) 72.509(8)°, R1 ) 0.0573]. A number of N-H‚‚‚O, O-H‚‚‚O, and/or N-H‚‚‚N hydrogen bonds are prevalent in the structures of 1-3, resulting in the formation a two-or three-dimensional supramolecular architecture in these compounds.