Quasi-Isostructural Solvates of Bis(4-hydroxy-3,5-dimethylphenyl)(4‑<i>N</i>,<i>N</i>‑dimethylaminophenyl)methane
2012-12-05T00:00:00Z (GMT) by
The hydrogen-bond motifs in different solvates of bis(4-hydroxy-3,5-dimethylphenyl)(4-<i>N</i>,<i>N</i>-dimethylaminophenyl)methane (Ambp) at the O–H···O junctions of self-assembled host molecules are analyzed. The host molecules of the solvates, namely, Ambp.acetone (<b>2</b>), Ambp.dmso (<b>3</b>), Ambp.dma (<b>4</b>), Ambp.morpholine (<b>5</b>), and Ambp.piperidine (<b>6</b>), have one-dimensional hydrogen-bonded chainlike structures, and they crystallize in the <i>P</i>2<sub>1</sub>/<i>c</i> space group. Examination of the guest interactions at the O–H···O junctions of the hosts revealed that the solvent molecules in <b>2</b> and <b>3</b> bind to the bridging O–H···O of the host molecules through a single-point hydrogen bond. The guest <b>3</b> has bifurcated hydrogen bonds with O–H···O bridges of the hosts, making an R<sub>2</sub><sup>2</sup>(6) motif, whereas in the case of <b>4</b> and <b>5</b>, there are R<sub>3</sub><sup>3</sup>(7) motifs between hosts and guests at such junctions. The N–H bond of the morpholine or piperidine molecule in <b>4</b> or <b>5</b> interacts with the aromatic ring containing the NMe<sub>2</sub> group to form an η<sup>3</sup>-type N–H···π interaction. The asymmetric unit of 2Ambp.dabco.3H<sub>2</sub>O (<b>7</b>), has two symmetry nonequivalent Ambp molecules, whereas Ambp.diox.H<sub>2</sub>O (<b>8</b>) contains two symmetry nonequivalent dioxane molecules. The host molecules of Ambp.dbu (<b>9</b>) have structural similarities to <b>4</b> or <b>5</b> in terms of having R<sub>3</sub><sup>3</sup>(7) hydrogen-bond motifs (where diox = dioxane, dbu = 1,8-diazabicyclo[5.4.0]undec-7-ene, and dabco = 1,4-diazabicyclo[2.2.2]octane).