Hydrate frameworks involving the pyridazino[4,5-d]pyridazine unit as a multiple hydrogen-bond acceptor

Iryna S. Zhylenko; Pavlo V. Solntsev; Eduard B. Rusanov; Alexander N. Chernega; Konstantin V. Domasevitch

doi:10.1107/S0108270108007117

Hydrate frameworks involving the pyridazino[4,5-d]pyridazine unit as a multiple hydrogen-bond acceptor

Iryna S. Zhylenko, Pavlo V. Solntsev, Eduard B. Rusanov, Alexander N. Chernega, Konstantin V. Domasevitch

Chemistry (Twin Cities)

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

2 Scopus citations

Abstract

1,4,5,8-Tetra-methyl-pyridazino[4,5-d]pyridazine trihydrate, C10H12N4·3H2O, (I), and 1,2,3,6,7,8-hexa-hydro-cinnolino[5,4,3-cde] cinnoline tetra-hydrate, C12H12N4·4H2O, (II), exhibit exceptional functionality of the condensed N4-heteroaromatic frame as a symmetric acceptor of four hydrogen bonds [N⋯O = 2.843 (2)-2.8716 (10) Å]. Thus, all the N atoms of the electron-deficient and highly π-acidic polynitro-gen heterocycles function as lone-pair donors. In (I), all the mol-ecular components lie on or across special positions; the site symmetry is 2/m for the organic and m2m and m for the two water mol-ecules. In (II), the organic polycycle lies across a crystallographic inversion center. Both structures involve a hydrogen-bonded centrosymmetric water-pyridazine dimer as the basic supra-molecular unit, which is integrated into two-dimensional [in (I)] and three-dimensional [in (II)] hydrate frameworks by hydrogen bonding with the additional water mol-ecules [O⋯O = 2.744 (2)-2.8827 (19) Å]. The hydrate connectivity exists in the form of an (H2O)3 trimer in (I) and as a one-dimensional zigzag (H2O) n chain in (II).

Original language	English (US)
Pages (from-to)	o237-o241
Journal	Acta Crystallographica Section C: Crystal Structure Communications
Volume	64
Issue number	4
DOIs	https://doi.org/10.1107/S0108270108007117
State	Published - Mar 15 2008

Bibliographical note

Funding Information:
The present study was a part of the joint research between Port and Airport Research Institute, Mirai Construction CO., LTD., Sanshin Corporation, FUKKEN CO., LTD., Toko Geotech Corporation and ATON Civil Engineering & Technology, Inc. We would like to appreciate those involved in the joint research.

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title = "Hydrate frameworks involving the pyridazino[4,5-d]pyridazine unit as a multiple hydrogen-bond acceptor",

abstract = "1,4,5,8-Tetra-methyl-pyridazino[4,5-d]pyridazine trihydrate, C10H12N4·3H2O, (I), and 1,2,3,6,7,8-hexa-hydro-cinnolino[5,4,3-cde] cinnoline tetra-hydrate, C12H12N4·4H2O, (II), exhibit exceptional functionality of the condensed N4-heteroaromatic frame as a symmetric acceptor of four hydrogen bonds [N⋯O = 2.843 (2)-2.8716 (10) {\AA}]. Thus, all the N atoms of the electron-deficient and highly π-acidic polynitro-gen heterocycles function as lone-pair donors. In (I), all the mol-ecular components lie on or across special positions; the site symmetry is 2/m for the organic and m2m and m for the two water mol-ecules. In (II), the organic polycycle lies across a crystallographic inversion center. Both structures involve a hydrogen-bonded centrosymmetric water-pyridazine dimer as the basic supra-molecular unit, which is integrated into two-dimensional [in (I)] and three-dimensional [in (II)] hydrate frameworks by hydrogen bonding with the additional water mol-ecules [O⋯O = 2.744 (2)-2.8827 (19) {\AA}]. The hydrate connectivity exists in the form of an (H2O)3 trimer in (I) and as a one-dimensional zigzag (H2O) n chain in (II).",

author = "Zhylenko, {Iryna S.} and Solntsev, {Pavlo V.} and Rusanov, {Eduard B.} and Chernega, {Alexander N.} and Domasevitch, {Konstantin V.}",

note = "Funding Information: The present study was a part of the joint research between Port and Airport Research Institute, Mirai Construction CO., LTD., Sanshin Corporation, FUKKEN CO., LTD., Toko Geotech Corporation and ATON Civil Engineering & Technology, Inc. We would like to appreciate those involved in the joint research.",

year = "2008",

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doi = "10.1107/S0108270108007117",

language = "English (US)",

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T1 - Hydrate frameworks involving the pyridazino[4,5-d]pyridazine unit as a multiple hydrogen-bond acceptor

AU - Zhylenko, Iryna S.

AU - Solntsev, Pavlo V.

AU - Rusanov, Eduard B.

AU - Chernega, Alexander N.

AU - Domasevitch, Konstantin V.

N1 - Funding Information: The present study was a part of the joint research between Port and Airport Research Institute, Mirai Construction CO., LTD., Sanshin Corporation, FUKKEN CO., LTD., Toko Geotech Corporation and ATON Civil Engineering & Technology, Inc. We would like to appreciate those involved in the joint research.

PY - 2008/3/15

Y1 - 2008/3/15

N2 - 1,4,5,8-Tetra-methyl-pyridazino[4,5-d]pyridazine trihydrate, C10H12N4·3H2O, (I), and 1,2,3,6,7,8-hexa-hydro-cinnolino[5,4,3-cde] cinnoline tetra-hydrate, C12H12N4·4H2O, (II), exhibit exceptional functionality of the condensed N4-heteroaromatic frame as a symmetric acceptor of four hydrogen bonds [N⋯O = 2.843 (2)-2.8716 (10) Å]. Thus, all the N atoms of the electron-deficient and highly π-acidic polynitro-gen heterocycles function as lone-pair donors. In (I), all the mol-ecular components lie on or across special positions; the site symmetry is 2/m for the organic and m2m and m for the two water mol-ecules. In (II), the organic polycycle lies across a crystallographic inversion center. Both structures involve a hydrogen-bonded centrosymmetric water-pyridazine dimer as the basic supra-molecular unit, which is integrated into two-dimensional [in (I)] and three-dimensional [in (II)] hydrate frameworks by hydrogen bonding with the additional water mol-ecules [O⋯O = 2.744 (2)-2.8827 (19) Å]. The hydrate connectivity exists in the form of an (H2O)3 trimer in (I) and as a one-dimensional zigzag (H2O) n chain in (II).

AB - 1,4,5,8-Tetra-methyl-pyridazino[4,5-d]pyridazine trihydrate, C10H12N4·3H2O, (I), and 1,2,3,6,7,8-hexa-hydro-cinnolino[5,4,3-cde] cinnoline tetra-hydrate, C12H12N4·4H2O, (II), exhibit exceptional functionality of the condensed N4-heteroaromatic frame as a symmetric acceptor of four hydrogen bonds [N⋯O = 2.843 (2)-2.8716 (10) Å]. Thus, all the N atoms of the electron-deficient and highly π-acidic polynitro-gen heterocycles function as lone-pair donors. In (I), all the mol-ecular components lie on or across special positions; the site symmetry is 2/m for the organic and m2m and m for the two water mol-ecules. In (II), the organic polycycle lies across a crystallographic inversion center. Both structures involve a hydrogen-bonded centrosymmetric water-pyridazine dimer as the basic supra-molecular unit, which is integrated into two-dimensional [in (I)] and three-dimensional [in (II)] hydrate frameworks by hydrogen bonding with the additional water mol-ecules [O⋯O = 2.744 (2)-2.8827 (19) Å]. The hydrate connectivity exists in the form of an (H2O)3 trimer in (I) and as a one-dimensional zigzag (H2O) n chain in (II).

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VL - 64

SP - o237-o241

JO - Acta Crystallographica Section C: Crystal Structure Communications

JF - Acta Crystallographica Section C: Crystal Structure Communications

IS - 4

ER -

Hydrate frameworks involving the pyridazino[4,5-d]pyridazine unit as a multiple hydrogen-bond acceptor

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