The syntheses and structures of derivatives of a novel uninegative bidentate ligand, the dimethylbis(2-pyridyl)-borate anion, (py)(2)BMe(2)(-), are reported. Lithium dimethylbis(2-pyridyl)borate, Li(py)(2)BMe(2), was prepared by adding a solution of bromodimethylborane to a solution of 2-lithiopyridine in a 1:2 molar ratio, respectively; subsequent hydrolysis afforded hydrogen dimethylbis (2-pyridyl)berate, H(py)(2)BMet(2), in 44% yield. Reaction of Li(py)(2)BMe(2) with either bromodimethylborane or bromodiphenylborane afforded the corresponding tricyclic bis(organo)boronium dimethylbis(2-pyridyl)borate species R(2)B(mu-py)(2)BMe(2) (R = CH3, C6H5) in approximately 90% yields. Reaction of H(py)(2)BMe(2) with anhydrous zinc(II) chloride or nickel(II) chloride hexahydrate in a 4:1 molar ratio gave the tetrahedral complex bis[dimethylbis(2-pyridyl)borato-N,N’]zinc(II), Zn{(mu-py)(2)BMe(2)}(2), or the square planar complex bis[dimethylbis(2-pyridyl)borato-N,N’]nickel(II), Ni{(mu-py)(2)BMe(2)}(2), respectively. H(py)(2)BMe(2) is monoclinic, P2(1)/m, with a = 8.836(2) Angstrom, b = 7.1825(5) Angstrom, c = 9.2789(11) Angstrom, beta = 99.81(2)degrees, V = 580.29(13) Angstrom(3), and Z = 2. Ph(2)B(mu-py)(2)BMe(2) is monoclinic, P2(1)/n, a = 8.0334(12) Angstrom, b = 10.9169(9) Angstrom, c = 22.981(2) Angstrom, beta = 94.653(9)degrees, V = 2008.8(4) Angstrom(3), and Z = 4. Zn{(mu-py)(2)BMe(2)}(2) is monoclinic, Cc, with a = 8.010(2) Angstrom, b = 31.256(3) Angstrom, c = 18.753(3) Angstrom, beta = 90.83(2)degrees, V = 4694.8(13) Angstrom(3), and Z = 8. Ni{(mu-py)(2)BMe(2)}(2) is triclinic, , with a = 7.675(2) Angstrom, b = 8.819(2) Angstrom, c = 9.459(2) Angstrom, alpha = 115.72(3)degrees, beta = 96.89(3)degrees, gamma = 94.02(3)degrees, and Z = 1.