2-(1-aminocyclohexyl)acetic acid (β 3,3-Ac6cH) is selected as a lead compound to synthesize a new series of mononuclear transition metal complexes of the type [MII-(Κ2-O,N- β 3,3-Ac6c)2(H2O)2] (M = CoIIC1, NiIIC2, CuIIC3, and ZnIIC4. All the complexes C1-C4 have been suitably characterized by relevant spectroscopic techniques, viz. NMR (1H, 13C, DEPT 135), UV–visible, IR, and HRMS (for C1) spectroscopies. These complexes displayed ν(M-N) and ν(M-O) bands in the region of 417–448 and 395–410 cm−1, respectively having maximum absorbance in the UV region. A clear blue shifts up to 20–51 nm of n→π* electronic transition band (360–390 nm), compared to its position in β3,3-Ac6cH, clearly demonstrates the participation of amine/carboxylate moieties in the complex formation. In addition, complexes C1, C2, and C3 exhibit weak d-d transition bands in the visible region at 560 nm, 630 nm, and 602 nm, respectively. The X-ray analysis of both complexes C3 and C4 confirms the distorted octahedral geometry around Cu and Zn centers. In both complexes, the equatorial positions are occupied by N, O donor sites of coordinated ligands, while the axial positions are occupied by oxygen atoms of the two water molecules. The molecules of C3 and C4 are predominantly stabilized by several intermolecular bifurcated non-conventional hydrogen bonding interactions, viz. NH…O, and OH…O in the solid state. Notably, the space fill model demonstrates the formation of rectangular voids in the molecular packing of C3, showing 2D sheet like architecture in ab-plane. The Hirshfeld surface and subsequent fingerprint plots were calculated to quantify the intermolecular contacts present within the crystal structure of compounds C3 and C4.