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RESEARCH PRODUCT

Crystal and molecular structure of 1,2-dihydro-1-methyl-2-nitriminopyridine: X-ray and infrared studies

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Abstract The crystal and molecular structure of 1,2 dihydro-1-methyl-2-nitriminopyridine ( 1 ) at 90.0(1) K have been determined. It crystallises in an orthorhombic Pna2 1 space group with a =7.753(2), b =13.829(3) and c =6.070(1) A, Z =4, R ( F )=0.0259 for 1856 unique reflections. The pyridine ring is planar, the N(1) nitrogen atom remains sp 2 hybridised. The NNO 2 group is twisted 26° along C–N bond and 15° along N–N bond. The twist is caused by a steric hindrance and/or weak C–H⋯O hydrogen bonds. IR spectra of ( 1 ), N -(2-pyridyl)-nitramine ( 4 ) and N -methyl- N -(2-pyridyl)-nitramine ( 9 ) were recorded in solution and in the solid state. The frequencies characteristic of the nitrimino group (1260 and 1436 cm −1 ) and the isomeric nitramine (1236 and 1536) differ markedly in the region of asymmetric stretching vibration. The spectra of ( 4 ) indicate that it exists in the nitrimino form in solution as well as in the solid state.