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    Di(1<i>H</i>-tetrazol-5-yl)methane as Neutral Ligand in Energetic Transition Metal Complexes

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    The synthesis of di­(1<i>H</i>-tetrazol-5-yl)­methane (<b>1</b>, 5-DTM), starting from commercially available sodium azide and malononitrile, is described. This tetrazole was characterized and investigated for use as a neutral nitrogen-rich ligand in various energetic transition metal complexes: ([CuCl<sub>2</sub>­(5-DTM)<sub>2</sub>]·​2H<sub>2</sub>O (<b>2</b>), [Co­(H<sub>2</sub>O)<sub>2</sub>­(5-DTM)<sub>2</sub>]­Cl<sub>2</sub> (<b>3</b>), [Ni­(H<sub>2</sub>O)<sub>2</sub>­(5-DTM)<sub>2</sub>]­Cl<sub>2</sub> (<b>4</b>), [Co­(H<sub>2</sub>O)<sub>2</sub>­(5-DTM)<sub>2</sub>]­(NO<sub>3</sub>)<sub>2</sub> (<b>6</b>), [Ni­(H<sub>2</sub>O)<sub>2</sub>­(5-DTM)<sub>2</sub>]­(NO<sub>3</sub>)<sub>2</sub> (<b>7</b>), [Zn­(H<sub>2</sub>O)<sub>2</sub>­(5-DTM)<sub>2</sub>]­(NO<sub>3</sub>)<sub>2</sub> (<b>8</b>), {[Cu<sub>3</sub>­(SO<sub>4</sub>)<sub>2</sub>­(5-DTM<sub>–H</sub>)<sub>2</sub>­(H<sub>2</sub>O)<sub>4</sub>­(5-DTM)<sub>2</sub>]·​2H<sub>2</sub>O}<sub>∞</sub> (<b>9</b>), [Cu­(H<sub>2</sub>O)<sub>2</sub>­(5-DTM)<sub>2</sub>]­(NO<sub>3</sub>)<sub>2</sub> (<b>11</b>), [Cu­(NO<sub>3</sub>)<sub>2</sub>­(5-DTM)<sub>2</sub>]·​2H<sub>2</sub>O (<b>12</b>), [Cu­(NO<sub>3</sub>)<sub>2</sub>­(5-DTM)<sub>2</sub>] (<b>13</b>), [Cu­(H<sub>2</sub>O)<sub>2</sub>­(5-DTM)<sub>2</sub>]­(ClO<sub>4</sub>)<sub>2</sub> (<b>14</b>), and [Cu­(ClO<sub>4</sub>)<sub>2</sub>­(5-DTM)<sub>2</sub>] (<b>15</b>). Obtained coordination compounds were characterized using single crystal X-ray diffraction (except for <b>7</b> and <b>13</b>), IR spectroscopy, elemental analysis, and differential thermal analysis. The sensitivities to external stimuli (impact, friction, electrostatic discharge) were determined. Complexes <b>12</b> and <b>13</b> were tested for their ignitability by laser irradiation
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