TY - JOUR

T1 - [N'-(4-Dec-yloxy-2-oxido-benzyl-idene)-3-hy-droxy-2-naphtho-hydrazidato-κ(3)N,O,O']di-methyl-tin(IV)

T2 - crystal structure and Hirshfeld surface analysis

AU - Rosely, Siti Nadiah Binti Mohd

AU - Hussen, Rusnah Syahila Duali

AU - Lee, See Mun

AU - Halcovitch, Nathan R.

AU - Jotani, Mukesh M.

AU - Tiekink, Edward R. T.

PY - 2017/3/1

Y1 - 2017/3/1

N2 - The title diorganotin compound, [Sn(CH3)2(C28H32N2O4)], features a distorted SnC2NO2 coordination geometry almost inter-mediate between ideal trigonal-bipyramidal and square-pyramidal. The dianionic Schiff base ligand coordinates in a tridentate fashion via two alkoxide O and hydrazinyl N atoms; an intra-molecular hy-droxy-O-H⋯N(hydrazin-yl) hydrogen bond is noted. The alk-oxy chain has an all-trans conformation, and to the first approximation, the mol-ecule has local mirror symmetry relating the two Sn-bound methyl groups. Supra-molecular layers sustained by imine-C-H⋯O(hy-droxy), π-π [between dec-yloxy-substituted benzene rings with an inter-centroid separation of 3.7724 (13) Å], C-H⋯π(arene) and C-H⋯π(chelate ring) inter-actions are formed in the crystal; layers stack along the c axis with no directional inter-actions between them. The presence of C-H⋯π(chelate ring) inter-actions in the crystal is clearly evident from an analysis of the calculated Hirshfeld surface.

AB - The title diorganotin compound, [Sn(CH3)2(C28H32N2O4)], features a distorted SnC2NO2 coordination geometry almost inter-mediate between ideal trigonal-bipyramidal and square-pyramidal. The dianionic Schiff base ligand coordinates in a tridentate fashion via two alkoxide O and hydrazinyl N atoms; an intra-molecular hy-droxy-O-H⋯N(hydrazin-yl) hydrogen bond is noted. The alk-oxy chain has an all-trans conformation, and to the first approximation, the mol-ecule has local mirror symmetry relating the two Sn-bound methyl groups. Supra-molecular layers sustained by imine-C-H⋯O(hy-droxy), π-π [between dec-yloxy-substituted benzene rings with an inter-centroid separation of 3.7724 (13) Å], C-H⋯π(arene) and C-H⋯π(chelate ring) inter-actions are formed in the crystal; layers stack along the c axis with no directional inter-actions between them. The presence of C-H⋯π(chelate ring) inter-actions in the crystal is clearly evident from an analysis of the calculated Hirshfeld surface.

U2 - 10.1107/S2056989017002365

DO - 10.1107/S2056989017002365

M3 - Journal article

C2 - 28316817

VL - 73

SP - 390

EP - 396

JO - Acta Crystallographica Section E: Crystallographic Communications

JF - Acta Crystallographica Section E: Crystallographic Communications

IS - 3

ER -