The pyramidal Si2N-O skeleton of O-methyl-N,N-disilylhydroxylamine: An inherent phenomenon as confirmed by structural studies in different phases

Mitzel NW, Breuning E, Blake AJ, Robertson HE, Smart BA, Rankin DWH (1996)
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 118(11): 2664-2668.

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Abstract
O-Methyl-N,N-disilylhydroxylamine, (H3Si)(2)NOCH3 (1), has been prepared by the reaction of bromosilane with O-methylhydroxylamine in the presence of 2,6-lutidine. The compound has been found to be reasonably stable at ambient temperature, but explodes if heated to 200 degrees C. 1 has been completely characterized by MS, HRMS, IR in the solid state and gas phase, and NMR spectra of the nuclei H-1, C-13, N-14/15, O-17, and Si-29. The NMR chemical shifts are compared with those of Si-methylated derivatives and with values obtained in high-level ab initio calculations. It has been concluded that there is close similarity between the structure in solution and the calculated one. A single crystal of 1 grown in situ and studied by X-ray diffraction is orthorhombic, space group P2(1)2(1)2(1), a = 6.3664(11) Angstrom, b = 8.488(2) Angstrom, c = 11.783(4) Angstrom, rho(calc) = 1.119 g cm(-1), Z = 4. Intermolecular Si ... O interactions (2.92 Angstrom) are found in the solid state structure leading to a zigzag type aggregation of the molecules. The gas phase structure of 1 has been determined by electron diffraction showing the molecule to have C-S symmetry. In both phases, the crystalline and the gas phase, the nitrogen atom configuration of 1 is pyramidal [
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Mitzel NW, Breuning E, Blake AJ, Robertson HE, Smart BA, Rankin DWH. The pyramidal Si2N-O skeleton of O-methyl-N,N-disilylhydroxylamine: An inherent phenomenon as confirmed by structural studies in different phases. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY. 1996;118(11):2664-2668.
Mitzel, N. W., Breuning, E., Blake, A. J., Robertson, H. E., Smart, B. A., & Rankin, D. W. H. (1996). The pyramidal Si2N-O skeleton of O-methyl-N,N-disilylhydroxylamine: An inherent phenomenon as confirmed by structural studies in different phases. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 118(11), 2664-2668.
Mitzel, N. W., Breuning, E., Blake, A. J., Robertson, H. E., Smart, B. A., and Rankin, D. W. H. (1996). The pyramidal Si2N-O skeleton of O-methyl-N,N-disilylhydroxylamine: An inherent phenomenon as confirmed by structural studies in different phases. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 118, 2664-2668.
Mitzel, N.W., et al., 1996. The pyramidal Si2N-O skeleton of O-methyl-N,N-disilylhydroxylamine: An inherent phenomenon as confirmed by structural studies in different phases. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 118(11), p 2664-2668.
N.W. Mitzel, et al., “The pyramidal Si2N-O skeleton of O-methyl-N,N-disilylhydroxylamine: An inherent phenomenon as confirmed by structural studies in different phases”, JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 118, 1996, pp. 2664-2668.
Mitzel, N.W., Breuning, E., Blake, A.J., Robertson, H.E., Smart, B.A., Rankin, D.W.H.: The pyramidal Si2N-O skeleton of O-methyl-N,N-disilylhydroxylamine: An inherent phenomenon as confirmed by structural studies in different phases. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY. 118, 2664-2668 (1996).
Mitzel, Norbert W., Breuning, E, Blake, AJ, Robertson, HE, Smart, BA, and Rankin, DWH. “The pyramidal Si2N-O skeleton of O-methyl-N,N-disilylhydroxylamine: An inherent phenomenon as confirmed by structural studies in different phases”. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 118.11 (1996): 2664-2668.
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