Crystal structure of N-[(8E)-12-methyl-14-phenyl-10,13,14,16-tetraazatetra-cyclo[7.7.0.02,7.011,15]hexadeca-1(16),2,4,6,9,11(15),12-heptaen-8-yl-idene]hydroxylamine 1,4-dioxane hemisolvate

Shaaban K Mohamed; Joel T Mague; Mehmet Akkurt; Talaat I. El-Emary; Mustafa R. Albayati; W. T A Harrison

doi:10.1107/S2056989014027285

Crystal structure of N-[(8E)-12-methyl-14-phenyl-10,13,14,16-tetraazatetra-cyclo[7.7.0.0^2,7.0^11,15]hexadeca-1(16),2,4,6,9,11(15),12-heptaen-8-yl-idene]hydroxylamine 1,4-dioxane hemisolvate

Shaaban K Mohamed, Joel T Mague, Mehmet Akkurt, Talaat I. El-Emary, Mustafa R. Albayati, W. T A Harrison (Editor)

Chemistry

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Abstract

In the title solvate, C₁₉H₁₃N₅O·0.5C₄H₈O₂, the main molecule is almost planar (r.m.s. deviation for the non-H atoms = 0.066 Å). The hydroxylamine group is disordered over two orientations in a 0.761 (4):0.239 (4) ratio. The complete dioxane solvent molecule is generated by a crystallographic inversion centre. In the crystal, both disorder components of the hydroxylamine group form O - H⋯N hydrogen bonds to the same N-atom acceptor, thereby generating [010] chains. The chains encompass [010] channels occupied by the solvent molecules. Aromatic π-π stacking is also observed [shortest centroid-centroid separation = 3.3394 (19) Å].

Original language	English
Pages (from-to)	o75-o76
Number of pages	2
Journal	Acta Crystallographica Section E: Structure Reports Online
Volume	71
Issue number	2
Early online date	3 Jan 2015
DOIs	https://doi.org/10.1107/S2056989014027285
Publication status	Published - 1 Feb 2015

Keywords

Crystal structure
Hydrogen bonding
Oximes
Pyrazinopyrazoles
π-π stacking

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Crystal structure of N-[(8E)-12-methyl-14-phenyl-10,13,14,16-tetraazatetracyclo[7.7.0.02,7.011,15]hexadeca-1(16),2,4,6,9,11(15)
© 2015 Mohamedet al. Licence: Creative Commons Attribution (CC-BY) https://creativecommons.org/licenses/by/4.0/
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Mohamed, S. K., Mague, J. T., Akkurt, M., El-Emary, T. I., Albayati, M. R., & Harrison, W. T. A. (Ed.) (2015). Crystal structure of N-[(8E)-12-methyl-14-phenyl-10,13,14,16-tetraazatetra-cyclo[7.7.0.0^2,7.0^11,15]hexadeca-1(16),2,4,6,9,11(15),12-heptaen-8-yl-idene]hydroxylamine 1,4-dioxane hemisolvate. Acta Crystallographica Section E: Structure Reports Online, 71(2), o75-o76. https://doi.org/10.1107/S2056989014027285

Crystal structure of N-[(8E)-12-methyl-14-phenyl-10,13,14,16-tetraazatetra-cyclo[7.7.0.0^2,7.0^11,15]hexadeca-1(16),2,4,6,9,11(15),12-heptaen-8-yl-idene]hydroxylamine 1,4-dioxane hemisolvate. / Mohamed, Shaaban K; Mague, Joel T; Akkurt, Mehmet et al.

In: Acta Crystallographica Section E: Structure Reports Online, Vol. 71, No. 2, 01.02.2015, p. o75-o76.

Research output: Contribution to journal › Article › peer-review

Mohamed, SK, Mague, JT, Akkurt, M, El-Emary, TI, Albayati, MR & Harrison, WTA (ed.) 2015, 'Crystal structure of N-[(8E)-12-methyl-14-phenyl-10,13,14,16-tetraazatetra-cyclo[7.7.0.0^2,7.0^11,15]hexadeca-1(16),2,4,6,9,11(15),12-heptaen-8-yl-idene]hydroxylamine 1,4-dioxane hemisolvate', Acta Crystallographica Section E: Structure Reports Online, vol. 71, no. 2, pp. o75-o76. https://doi.org/10.1107/S2056989014027285

Mohamed SK, Mague JT, Akkurt M, El-Emary TI, Albayati MR, Harrison WTA, (ed.). Crystal structure of N-[(8E)-12-methyl-14-phenyl-10,13,14,16-tetraazatetra-cyclo[7.7.0.0^2,7.0^11,15]hexadeca-1(16),2,4,6,9,11(15),12-heptaen-8-yl-idene]hydroxylamine 1,4-dioxane hemisolvate. Acta Crystallographica Section E: Structure Reports Online. 2015 Feb 1;71(2):o75-o76. Epub 2015 Jan 3. doi: 10.1107/S2056989014027285

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title = "Crystal structure of N-[(8E)-12-methyl-14-phenyl-10,13,14,16-tetraazatetra-cyclo[7.7.0.02,7.011,15]hexadeca-1(16),2,4,6,9,11(15),12-heptaen-8-yl-idene]hydroxylamine 1,4-dioxane hemisolvate",

abstract = "In the title solvate, C19H13N5O·0.5C4H8O2, the main molecule is almost planar (r.m.s. deviation for the non-H atoms = 0.066 {\AA}). The hydroxylamine group is disordered over two orientations in a 0.761 (4):0.239 (4) ratio. The complete dioxane solvent molecule is generated by a crystallographic inversion centre. In the crystal, both disorder components of the hydroxylamine group form O - H⋯N hydrogen bonds to the same N-atom acceptor, thereby generating [010] chains. The chains encompass [010] channels occupied by the solvent molecules. Aromatic π-π stacking is also observed [shortest centroid-centroid separation = 3.3394 (19) {\AA}].",

keywords = "Crystal structure, Hydrogen bonding, Oximes, Pyrazinopyrazoles, π-π stacking",

author = "Mohamed, {Shaaban K} and Mague, {Joel T} and Mehmet Akkurt and El-Emary, {Talaat I.} and Albayati, {Mustafa R.} and Harrison, {W. T A}",

note = "The support of NSF–MRI grant No. 1228232 for the purchase of the diffractometer and Tulane University for support of the Tulane Crystallography Laboratory are gratefully acknowledged.",

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AU - Mohamed, Shaaban K

AU - Mague, Joel T

AU - Akkurt, Mehmet

AU - El-Emary, Talaat I.

AU - Albayati, Mustafa R.

A2 - Harrison, W. T A

N1 - The support of NSF–MRI grant No. 1228232 for the purchase of the diffractometer and Tulane University for support of the Tulane Crystallography Laboratory are gratefully acknowledged.

PY - 2015/2/1

Y1 - 2015/2/1

N2 - In the title solvate, C19H13N5O·0.5C4H8O2, the main molecule is almost planar (r.m.s. deviation for the non-H atoms = 0.066 Å). The hydroxylamine group is disordered over two orientations in a 0.761 (4):0.239 (4) ratio. The complete dioxane solvent molecule is generated by a crystallographic inversion centre. In the crystal, both disorder components of the hydroxylamine group form O - H⋯N hydrogen bonds to the same N-atom acceptor, thereby generating [010] chains. The chains encompass [010] channels occupied by the solvent molecules. Aromatic π-π stacking is also observed [shortest centroid-centroid separation = 3.3394 (19) Å].

AB - In the title solvate, C19H13N5O·0.5C4H8O2, the main molecule is almost planar (r.m.s. deviation for the non-H atoms = 0.066 Å). The hydroxylamine group is disordered over two orientations in a 0.761 (4):0.239 (4) ratio. The complete dioxane solvent molecule is generated by a crystallographic inversion centre. In the crystal, both disorder components of the hydroxylamine group form O - H⋯N hydrogen bonds to the same N-atom acceptor, thereby generating [010] chains. The chains encompass [010] channels occupied by the solvent molecules. Aromatic π-π stacking is also observed [shortest centroid-centroid separation = 3.3394 (19) Å].

KW - Crystal structure

KW - Hydrogen bonding

KW - Oximes

KW - Pyrazinopyrazoles

KW - π-π stacking

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DO - 10.1107/S2056989014027285

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JO - Acta Crystallographica Section E: Structure Reports Online

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Crystal structure of N-[(8E)-12-methyl-14-phenyl-10,13,14,16-tetraazatetra-cyclo[7.7.0.0^2,7.0^11,15]hexadeca-1(16),2,4,6,9,11(15),12-heptaen-8-yl-idene]hydroxylamine 1,4-dioxane hemisolvate

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