In situ decarbonylation of N,N-dimethylformamide to form dimethylammonium cations in the hybrid framework compound {[(CH3)2NH2]2 [Zn{O3PC6H2 (OH)2PO3}]}n

Josemaria S. Soriano; Bryan E. Galeas; Paul Garrett; Ryan A. Flores; Juan L. Pinedo; Tsuyoshi A. Kohlgruber; Daniel Felton; Pius O. Adelani

doi:10.1107/S2056989019012969

In situ decarbonylation of N,N-dimethylformamide to form dimethylammonium cations in the hybrid framework compound {[(CH₃)₂NH₂]₂ [Zn{O₃PC₆H₂ (OH)₂PO₃}]}_n

Josemaria S. Soriano
, Bryan E. Galeas
, Paul Garrett
, Ryan A. Flores
, Juan L. Pinedo
, Tsuyoshi A. Kohlgruber
, Daniel Felton
, Pius O. Adelani

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

Abstract

The title phosphonate-based organic-inorganic hybrid framework, poly[bis(dimethylammonium) [(μ4-2,5-dihydroxybenzene-1,4-diphosphonato)zinc(II)]], {(C2H8N)2[Zn(C6H4O8P2)]} n , was formed unexpectedly when dimethylammonium cations were formed from the in situ decarbonylation of the N,N-dimethylformamide solvent. The framework is built up from ZnO4 tetrahedra and bridging diphosphonate tetra-anions to generate a three-dimensional network comprising [100] channels occupied by the (CH3)2NH2 ⁺ cations. Within the channels, an array of N - H⋯O hydrogen bonds help to establish the structure. In addition, intramolecular O - H⋯O hydrogen bonds between the appended -OH groups of the phenyl ring and adjacent PO3 ^2- groups are observed.

Original language	English
Pages (from-to)	1540-1543
Number of pages	4
Journal	Acta Crystallographica Section E: Crystallographic Communications
Volume	75
DOIs	https://doi.org/10.1107/S2056989019012969
State	Published - Oct 1 2019
Externally published	Yes

Funding

This research was provided by: Welch Foundation Departmental Research Grant Program (grant No. U-0047); St. Mary's University Internal Faculty Research Grant Award. Funding for this research was provided by: Welch Foundation Departmental Research Grant Program (grant No. U-0047); St. Mary’s University Internal Faculty Research Grant Award.

Keywords

Crystal structure
Decarbonylation
Hydrogen bonding
Inorganic-organic hybrid framework
Phosphonic acid

Access to Document

10.1107/S2056989019012969

Cite this

Soriano, J. S., Galeas, B. E., Garrett, P., Flores, R. A., Pinedo, J. L., Kohlgruber, T. A., Felton, D., & Adelani, P. O. (2019). In situ decarbonylation of N,N-dimethylformamide to form dimethylammonium cations in the hybrid framework compound {[(CH₃)₂NH₂]₂ [Zn{O₃PC₆H₂ (OH)₂PO₃}]}_n. Acta Crystallographica Section E: Crystallographic Communications, 75, 1540-1543. https://doi.org/10.1107/S2056989019012969

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title = "In situ decarbonylation of N,N-dimethylformamide to form dimethylammonium cations in the hybrid framework compound \{[(CH3)2NH2]2 [Zn\{O3PC6H2 (OH)2PO3\}]\}n",

abstract = "The title phosphonate-based organic-inorganic hybrid framework, poly[bis(dimethylammonium) [(μ4-2,5-dihydroxybenzene-1,4-diphosphonato)zinc(II)]], \{(C2H8N)2[Zn(C6H4O8P2)]\} n , was formed unexpectedly when dimethylammonium cations were formed from the in situ decarbonylation of the N,N-dimethylformamide solvent. The framework is built up from ZnO4 tetrahedra and bridging diphosphonate tetra-anions to generate a three-dimensional network comprising [100] channels occupied by the (CH3)2NH2 + cations. Within the channels, an array of N - H⋯O hydrogen bonds help to establish the structure. In addition, intramolecular O - H⋯O hydrogen bonds between the appended -OH groups of the phenyl ring and adjacent PO3 2- groups are observed.",

keywords = "Crystal structure, Decarbonylation, Hydrogen bonding, Inorganic-organic hybrid framework, Phosphonic acid",

author = "Soriano, \{Josemaria S.\} and Galeas, \{Bryan E.\} and Paul Garrett and Flores, \{Ryan A.\} and Pinedo, \{Juan L.\} and Kohlgruber, \{Tsuyoshi A.\} and Daniel Felton and Adelani, \{Pius O.\}",

year = "2019",

month = oct,

day = "1",

doi = "10.1107/S2056989019012969",

language = "English",

volume = "75",

pages = "1540--1543",

journal = "Acta Crystallographica Section E: Crystallographic Communications",

issn = "2056-9890",

publisher = "International Union of Crystallography",

}

Soriano, JS, Galeas, BE, Garrett, P, Flores, RA, Pinedo, JL, Kohlgruber, TA, Felton, D & Adelani, PO 2019, 'In situ decarbonylation of N,N-dimethylformamide to form dimethylammonium cations in the hybrid framework compound {[(CH₃)₂NH₂]₂ [Zn{O₃PC₆H₂ (OH)₂PO₃}]}_n', Acta Crystallographica Section E: Crystallographic Communications, vol. 75, pp. 1540-1543. https://doi.org/10.1107/S2056989019012969

In situ decarbonylation of N,N-dimethylformamide to form dimethylammonium cations in the hybrid framework compound {[(CH₃)₂NH₂]₂ [Zn{O₃PC₆H₂ (OH)₂PO₃}]}_n. / Soriano, Josemaria S.; Galeas, Bryan E.; Garrett, Paul et al.
In: Acta Crystallographica Section E: Crystallographic Communications, Vol. 75, 01.10.2019, p. 1540-1543.

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

TY - JOUR

T1 - In situ decarbonylation of N,N-dimethylformamide to form dimethylammonium cations in the hybrid framework compound {[(CH3)2NH2]2 [Zn{O3PC6H2 (OH)2PO3}]}n

AU - Soriano, Josemaria S.

AU - Galeas, Bryan E.

AU - Garrett, Paul

AU - Flores, Ryan A.

AU - Pinedo, Juan L.

AU - Kohlgruber, Tsuyoshi A.

AU - Felton, Daniel

AU - Adelani, Pius O.

PY - 2019/10/1

Y1 - 2019/10/1

N2 - The title phosphonate-based organic-inorganic hybrid framework, poly[bis(dimethylammonium) [(μ4-2,5-dihydroxybenzene-1,4-diphosphonato)zinc(II)]], {(C2H8N)2[Zn(C6H4O8P2)]} n , was formed unexpectedly when dimethylammonium cations were formed from the in situ decarbonylation of the N,N-dimethylformamide solvent. The framework is built up from ZnO4 tetrahedra and bridging diphosphonate tetra-anions to generate a three-dimensional network comprising [100] channels occupied by the (CH3)2NH2 + cations. Within the channels, an array of N - H⋯O hydrogen bonds help to establish the structure. In addition, intramolecular O - H⋯O hydrogen bonds between the appended -OH groups of the phenyl ring and adjacent PO3 2- groups are observed.

AB - The title phosphonate-based organic-inorganic hybrid framework, poly[bis(dimethylammonium) [(μ4-2,5-dihydroxybenzene-1,4-diphosphonato)zinc(II)]], {(C2H8N)2[Zn(C6H4O8P2)]} n , was formed unexpectedly when dimethylammonium cations were formed from the in situ decarbonylation of the N,N-dimethylformamide solvent. The framework is built up from ZnO4 tetrahedra and bridging diphosphonate tetra-anions to generate a three-dimensional network comprising [100] channels occupied by the (CH3)2NH2 + cations. Within the channels, an array of N - H⋯O hydrogen bonds help to establish the structure. In addition, intramolecular O - H⋯O hydrogen bonds between the appended -OH groups of the phenyl ring and adjacent PO3 2- groups are observed.

KW - Crystal structure

KW - Decarbonylation

KW - Hydrogen bonding

KW - Inorganic-organic hybrid framework

KW - Phosphonic acid

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DO - 10.1107/S2056989019012969

M3 - Article

AN - SCOPUS:85073056106

SN - 2056-9890

VL - 75

SP - 1540

EP - 1543

JO - Acta Crystallographica Section E: Crystallographic Communications

JF - Acta Crystallographica Section E: Crystallographic Communications

ER -