Biomedical subjects

J B Kyzioł

Publications and source records attributed to J B Kyzioł.

4 recordsLinked to original sources

PubMed2001

1-methyl-4-nitraminopyridinium nitrate and 4-nitraminopyridinium methanesulfonate.

In the title compounds, C6H8N3O2+*NO3- and C5H6N3O2+*-CH3SO3-, respectively, the cations are almost planar; the twist of the nitramino group about the C-N and N-N bonds does not exceed 10 degrees. The deviations from coplanarity are accounted for by intermolecular N-H...O interactions. The coplanarity of the NHNO2 group and the phenyl ring leads to the deformation of the nitramino group. The C-N-N angle and one C-C-N angle at the junction of the phenyl ring and the nitramino group are increased from 120 degrees by ca 6 degrees, whereas the other junction C-C-N angle is decreased by ca 5 degrees. Within the nitro group, the O-N-O angle is increased by ca 5 degrees and one O-N-N angle is decreased by ca 5 degrees, whereas the other O-N-N angle remains almost unchanged. The cations are connected to the anions by relatively strong N-H...O hydrogen bonds [shortest H.O separations 1.77 (2)-1.81 (3) A] and much weaker C-H...O hydrogen bonds [H...O separations 2.30 (2)-2.63 (3) A].

Journal Article↗

PubMed2001

Structure of N,4-dinitroaniline and its complex with sulfolane at 85 K; on the proton donor-acceptor affinity of the primary nitramine (HNNO2) group.

The NNO2 group of the title compound is significantly less twisted with respect to the aromatic ring in comparison to a typical secondary nitramine. The amide nitrogen is trigonally hybridized. The nitramino group is almost planar. The C-C-N-N torsion angles vary between ca 13 and 42 degrees, whereas the twist along the N-N bond is much smaller and amounts to between ca 1 and 15 degrees. Those twist angles are governed by a crystal packing and are much larger in the case of crystals of pure N,4-dinitroaniline in comparison to that of its complex with sulfolane. The deviations of the internal angles of the aromatic ring from 120 degrees do not exceed 3 degrees. The presence of the nitro group increases the C-C-C valence angle of ca 2.0-2.6 degrees, whereas an analogous effect associated with the nitramino group is much smaller (ca 0.3-1.3 degrees), pointing to its weak electron-withdrawing properties. The nitramino group displays no tendency to conjugate with an electron-demanding substituent across the ring. It participates in hydrogen bonding only as a hydrogen-bonding donor. It does not act as a proton acceptor, despite the fact that nitramine rearrangement is catalysed by acids.

Journal Article↗

PubMed2001

1-Nitroindoline.

In the title compound, C(8)H(8)N(2)O(2), the nitramino group is planar and only slightly twisted with respect to the indoline rings. The bridgehead N--C bond is slightly shorter than in typical secondary aromatic nitramines. The N--N bond has some double-bond character. The molecules are connected by weak C--H...O hydrogen bonds, forming chains parallel to the z direction.

Journal Article↗

PubMed2001

Two trans-4-aminoazoxybenzenes.

Two isomeric trans-4-aminoazoxybenzenes, trans-1-(4-aminophenyl)-2-phenyldiazene 2-oxide (alpha, C(12)H(11)N(3)O) and trans-2-(4-aminophenyl)-1-phenyldiazene 2-oxide (beta, C(12)H(11)N(3)O), have been characterized by X-ray diffraction. The alpha isomer is almost planar, having torsion angles along the C(aryl)-N bonds of only 4.9 (2) and 8.0 (2) degrees. The relatively short C(aryl)-N bond to the non-oxidized site of the azoxy group [1.401 (2) A], together with the significant quinoid deformation of the respective phenyl ring, is evidence of conjugation between the aromatic sextet and the pi-electron system of the azoxy group. The geometry of the beta isomer is different. The non-substituted phenyl ring is twisted with respect to the NNO plane by ca 50 degrees, whereas the substituted ring is almost coplanar with the NNO plane. The non-oxidized N atom in the beta isomer has increased sp(3) character, which leads to a decrease in the N-N-C bond angle to 116.8 (2) degrees, in contrast with 120.9 (1) degrees for the alpha isomer. The deformation of the C-C-C angles (1-2 degrees ) in the phenyl rings at the substitution positions is evidence of the different character of the oxidized and non-oxidized N atoms of the azoxy group. In the crystal structures, molecules of both isomers are arranged in chains connected by weak N-H.O (alpha and beta) and N-H.N (beta) hydrogen bonds.

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