The oxalate phosphites are chemical compounds containing oxalate and phosphite anions. They are also called oxalatophosphites or phosphite oxalates. Oxalate phosphates can form metal organic framework compounds.

Related compounds include the nitrite oxalates, arsenite oxalates,[1][2] phosphate oxalates and oxalatophosphonates.

The oxalate ion is rectangular and planar. The phosphite ion is shaped as a triangular pyramid. Because of high charge and stiff shape they will bridge across more than one cation, in particular those hard cations with a higher charge such as +3. Hydrogen can convert some of the oxygen on the anions to OH and reduce the charge. Many oxalate phosphite compounds have microporous structures where amines direct the structure formation.[3]

List

name chem mw crystal system space group unit cell Å volume density comment references
peha = pentaethylenehexamine [(H6peha)0.17(H2O)1.5][Al2(HPO3)2(C2O4)(HCOO)] +formate [4]
(H13C5NOH)0.5(H2C13H14N2)0.25[Al2(HPO3)2(C2O4)(OH)(H2O)]0.5H2O [4]
Li2(VOHPO3)2C2O4•6H2O triclinic P1 a=6.3592, b=8.0789, c=9.1692, α=64.390°, β=87.277°, γ=67.624° [5]
Li2(VOHPO3)2C2O4•4H2O monoclinic P21/a a=6.3555 b=12.6368 c=9.0242 β=105.167° [5]
Li2(VO)2(HPO3)2C2O4 [6]
diammonium (μ-oxalato)-bis(μ-phosphonato)-dioxo-di-vanadium hydrate (NH4)2(VOHPO3)2C2O4 2·9H2O triclinic P1 a = 6.3844, b = 7.2278, c = 9.2965, α = 67.260°, β = 72.927°, γ = 85.848° [7]
(μ6-Oxalato)-bis(μ4-hydrogen phosphonato)-bis(μ2-aqua)-bis(μ2-oxo)-di-sodium-di-vanadium Na2(VO)2(HPO3)2C2O4 463.87 triclinic P1 a 6.3255 b 6.7760 c 8.0759, α 104.992° β 101.679° γ 99.120° Z=1 319.20 2.413 blue [6]
K2(VO)2(HPO3)2C2O4 514.10 monoclinic C2/c a 17.75 b 6.370 c 13.977, β 115.42° Z=4 1427 2.393 blue [6]
K2MnII2(H2O)2C2O4(HPO3)2 472.09 hexagonal P63/m a=9.7371 c=22.4924 1846.8 2.547 pink [8]
(CN3H6)2·Mn2.5(HPO3)(C2O4)2.5(H2O)·H2O [9]
piperazine [C4N2H12][MnII2(HPO3)2(C2O4)] monoclinic P21/c a=6.0627 b=10.7122 c=10.387 β=97.956 Z=2 668.1 2.217 pale pink [10]
dab = 1,4-diaminobutane H2dab·Mn2(HPO3)2(C2O4)(H2O)2 monoclinic P21/n a = 5.616, b = 15.431, c = 9.445, β = 91.72(2)°, Z = 2 818.2 [11]
ethylenediammonium manganese phosphite-oxalate [C2N2H10][Mn2II(OH2)2(HPO3)2(C2O4)] monoclinic P21/c a 7.837 b 8.755 c 10.100, β 100.605° [12]
bis(1-(3-ammoniopropyl)imidazolium) tetrakis(μ-dihydrogen phosphato)-tetrakis(μ-oxalato)-tetra-manganes H2api·Mn2(H2PO4)2(C2O4)2 triclinic P1 a=7.6108 b=9.8476 c=15.2437, α=100.023° β=102.032° γ=110.612° [13]
(C6H14N2)0.5Mn(H2PO3)(C2O4) [14]
1,4-diazabicyclo[2.2.2]octane (DABCO) [C6N2H14]2[FeIII2F2(HPO3)2(C2O4)2]·2H2O monoclinic P21/n a=12.51 b=6.372 c=33.153 β=90.532 Z=4 2643.0 1.875 colourless; chains [15]
TREN [C6N4H21]2[FeII4(HPO3)2(C2O4)5]·5H2O triclinic P1 a=8.719 b=8.827 c=15.908 α=78.617 β=84.047 γ=68.241 Z=2 1114.1 1.770 brown; network [15]
[FeIII2(OH2)2(HPO3)2(C2O4)]·H2O monoclinic P21/c a=4.875 b=17.707 c=6.984 β=106.728 Z=4 577.46 2.368 colourless [15]
ethylenediammonium [C2N2H10][FeII2(OH2)2(HPO3)2(C2O4)] monoclinic P21/c a=7.684 b=8.651 c=10.053 β=100.821 Z=4 653.6 2.317 brown [15]
BAPEN [C8N4H26][FeIII6(HPO3)8(C2O4)3]·4H2O monoclinic P21/n a=8.493 b=16.685 c=16.215 β=95.919 Z=4 2280.35 2.157 colourless [15]
homopip [C5N2H14][FeII4(HPO3)2(C2O4)3] monoclinic P21/c a=7.682 b=7.726 c=18.092 β=94.443 Z=4 1070.8 2.004 brown [15]
Piperazinediium bis(μ4-phosphito)-(μ4-oxalato)-bis(μ3-oxalato)-tetra-iron(ii) [C4N2H12][FeII4(HPO3)2(C2O4)3] monoclinic P21/c a 7.7286 b 7.587 c 17.9816 β 98.214° [16]
dab = 1,4-diaminobutane (H2dab)0.5·Co(H2PO3)(C2O4) [17]
[C4N2H12][Co4(HPO3)2(C2O4)3] monoclinic P21/c a=7.614 b=7.51 c=17.750 β=97.351 Z=2 1007.3 2.466 [18]
CN3H6·Co(H2PO3)(C2O4) [8]
Co(H2PO3)(C2O4)·(C2H8N) triclinic P1 [19]
Co(H2PO3)(C2O4)·(C2H8N) monoclinic P21/n [19]
Co2(H2PO3)2(C2O4)3(C6N2H16)2 monoclinic P21/c a=5.8605 b=13.6144 c=19.361

β=105.582

 1487.9 1.733 pink [20]
Co2(H2PO3)2(C2O4)2(C6N2H16) monoclinic P21/c a=15.3007 b=8.2832 c=16.2601 β=113.487 Z=2 1890 2.010 pink; proton conductor [20]
(C4H14N2)0.5Co(HPO3)(C2O4) [14]
bis(1,4-Diazoniabicyclo[2.2.2]octane) bis(μ3-hydrogen phosphito)-dihydroxy-bis(oxalato)-di-gallium(iii) dihydrate (C6N2H14)2[Ga2(OH)2(C2O4)2(HPO3)2]·2H2O monoclinic P21/n a 12.401 b 6.283 c 33.306 β 91.197° [21]
N,N,N',N'-Tetramethylethylenediammonium bis(μ3-hydrogen phosphito)-(μ2-oxalato)-dihydroxy-di-gallium(iii) (C6N2H18)0.5[Ga(OH)(C2O4)0.5(HPO3)] triclinic P1 a 6.257 b 8.558 c 9.253, α 93.219° β 108.265° γ 106.956° [21]
bis(μ3-Hydrogen phosphito)-(μ2-oxalato)-bis(1H-imidazole)-di-gallium(iii) Ga(C2O4)0.5(C3N2H4)(HPO3) monoclinic P21/c a 8.038 b 8.709 c 11.487, β 91.85° [21]
Ga(HPO3)(C2O4)(C3N2H4)·(C3N2H5) orthorhombic Pnma a=13.288, b=6.361, c=1.5364, Z=4 [22]
[bis(1,4-dimethylpiperazinediium) tetrakis(μ2-phosphito)-tetrakis(μ2-hydrogen phosphito)-bis(μ2-oxalato)-tetra-gallium] [Ga2(HPO3)2(H2PO3)2(C2O4)](C6N2H16) monoclinic P21/c a =10.183 b=12.525 c=16.295 β=98.218° [23]
[hemikis(1,4-dimethylpiperazinediium) bis(μ3-phosphito)-(μ2-hydrogen phosphito)-(μ2-oxalato)-di-gallium] [Ga2(HPO3)2(H2PO3)(C2O4)](C6N2H16)0.5 monoclinic C 2/c a =23.462 b= 8.1170 c =16.898, β 112.873° [23]
phen = 1,10-phenanthroline Cd2(phen)2(H2PO4)(H2PO3)(C2O4) chains [17]
Cd(C10H8N2)(HPO3)(C2O4)0.5 [14]
catena-(Piperazinedi-ium bis(μ3-hydrogen phosphito)-(μ2-oxalato)-(μ2-hydrogen phosphito)-di-indium) [C4H12N2][In2(HPO3)3(C2O4)] orthorhombic Cmcm a=6.555 b=15.384 c=18.135 [24]
[C4N2H12]3[In2(HPO3)2(C2O4)4].4H2O [25]
1,4-diazabicyclo[2.2.2]octane (dabco) C6H14N2[In2(HPO3)3(C2O4)] 671.79 orthorhombic Pna21 a = 12.414, b = 7.7166, c = 18.327, Z = 4 1755.6 2.542 [26]
[C4N2H12]2[In2(HPO3)3(C2O4)2].3H2O [25]
[C4N2H12]3[In4(HPO3)6(C2O4)3] [25]
[C4N2H14][In4(H2O)(HPO3)5(C2O4)2].2H2O [25]
H[In5(HPO3)6(H2PO3)2(C2O4)2]·(C4N2H11)2·H2O triclinic P1 a =7.822 b =10.626 c =13.156, α =94.720° β =92.336° γ =110.181° [27]
1-methylpiperazine In5(HPO3)6(H1.5PO3)2(C2O4)2·(H2C5N2H12)2 triclinic P1 a 10.1574 b 10.4440 c 10.6857, α 70.006° β 76.100° γ 79.337° [28]
1-ethylpiperazine In5(HPO3)6(H1.5PO3)2(C2O4)2·(H2C6N2H14)2 triclinic P1 a 10.1904 b 10.4327 c 10.7158, α 69.373° β 77.185° γ 79.268° [28]
dbu = 1,8-diazabicyclo[5.4.0]undec-7-ene Hdbu·In2(HPO3)2(C2O4)1.5 [17]
Ba2(C2O4)(H2PO3)2 531.38 monoclinic C2/c a = 12.3829, b = 7.9124, c = 11.0858, β=114.788 (2)°, Z = 4 986.10 3.534 colourless [29]
[Pr(H2O)(C2O4)0.5(HPO3)]·H2O 300.93 triclinic P1 a=6.6764 b=7.0684 c=7.8103 α=111.141° β=95.415° γ=90.457° Z=2 2.923 [30]
[Nd(H2O)(C2O4)0.5(HPO3)]·H2O 304.26 triclinic P1 a=6.6544 b=7.0684 c=7.8103 α=111.160° β=95.307° γ=90.590° Z=2 2.985 [30]
[Sm(H2O)(C2O4)0.5(HPO3)]·H2O [30]
[Eu(H2O)(C2O4)0.5(HPO3)]·H2O 311.98 triclinic P1 a=6.5619 b=6.9442 c=7.7412 α=111.369° β=95.495° γ=90.824° Z=2 3.173 [30]
[Gd(H2O)(C2O4)0.5(HPO3)]·H2O 317.27 triclinic P1 a=6.5434 b=6.9311 c=7.7465 α=111.487° β=95.645° γ=90.833° Z=2 3.244 [30]
[Ho(H2O)(C2O4)0.5(HPO3)]·H2O 324.95 triclinic P1 a=6.4628 b=6.8519 c=7.6936 α=111.646° β=95.779° γ=91.028° Z=2 3.421 [30]
[Er(H2O)(C2O4)0.5(HPO3)]·H2O 327.28 triclinic P1 a=6.4400 b=6.8326 c=7.6747 α=111.654° β=95.757° γ=91.096° Z=2 3.487 [30]
[Tm(H2O)(C2O4)0.5(HPO3)]·H2O triclinic P1 [30]
[Yb(H2O)(C2O4)0.5(HPO3)]·H2O 333.06 triclinic P1 a=6.4075 b=6.8050 c=7.6647 α=111.753° β=95.858° γ=91.204° Z=2 3.589 [30]
[Lu(H2O)(C2O4)0.5(HPO3)]·H2O triclinic P1 [30]

References

  1. ↑ "Crystal Structure of Novel Layered Iron Arsenate-Oxalate (NH4)3K3[Fe2(HAsO4)2(C2O4)4]x2H2O" (PDF). Журнал структурной химии (4). 2016. doi:10.15372/JSC20160428.
  2. ↑ Chakrabarti, Sandip; Green, Mark A.; Natarajan, Srinivasan (March 2002). "Hydrothermal synthesis of the first iron arsenate-oxalate [C4N2H12]2[Fe4(HAsO4)6( C2O4)2], possessing open architecture". Solid State Sciences. 4 (3): 405–412. Bibcode:2002SSSci...4..405C. doi:10.1016/S1293-2558(02)01268-2.
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  12. ↑ Ramaswamy, Padmini; Mandal, Sukhendu; Natarajan, Srinivasan (September 2009). "Synthesis, structure and magnetic behavior of a new three-dimensional Manganese phosphite-oxalate: [C2N2H10][Mn2II(OH2)2(HPO3)2(C2O4)]". Journal of Solid State Chemistry. 182 (9): 2491–2496. Bibcode:2009JSSCh.182.2491R. doi:10.1016/j.jssc.2009.06.040.
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  24. ↑ Li, Huiduan; Zhang, Lirong; Huo, Qisheng; Liu, Yunling (January 2013). "Construction of two novel indium phosphites with (3,6)- and (3,5)-connected frameworks: Synthesis, structure and characterization". Journal of Solid State Chemistry. 197: 75–80. Bibcode:2013JSSCh.197...75L. doi:10.1016/j.jssc.2012.09.017.
  25. 1 2 3 4 Ramaswamy, Padmini; Hegde, Nayana N.; Prabhu, Ramanath; Vidya, V. M.; Datta, Ayan; Natarajan, Srinivasan (2009-12-21). "Synthesis, Structure, and Transformation Studies in a Family of Inorganic−Organic Hybrid Framework Structures Based on Indium". Inorganic Chemistry. 48 (24): 11697–11711. doi:10.1021/ic901744m. ISSN 0020-1669. PMID 19911816.
  26. ↑ Li, Huiduan; Zhang, Lirong; Liu, Li; Jiang, Tianchan; Yu, Yang; Li, Guanghua; Huo, Qisheng; Liu, Yunling (October 2009). "Organic template-directed indium phosphite-oxalate hybrid material: Synthesis and characterization of a novel 3D |C6H14N2|[In2(HPO3)3(C2O4)] compound with intersecting channels". Inorganic Chemistry Communications. 12 (10): 1020–1023. doi:10.1016/j.inoche.2009.08.011.
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  28. 1 2 Jiang, Yansong; Song, Jianshu; Xiu, Zhijia; Huang, Liangliang; Gao, Fan; Jiao, Shufei; Bi, Yanfeng (November 2019). "Solvent-free syntheses of two pcu topological indium phosphite-oxalates with a novel butterfly motif and proton conductivity". Microporous and Mesoporous Materials. 289: 109643. doi:10.1016/j.micromeso.2019.109643. S2CID 201230486.
  29. ↑ Iveson, Samuel J.; Johnston, Chloe B.; Harrison, William T.A. (2011-06-08). "Barium Oxalates Combined with Oxo-Anions and Organic Cations: Syntheses and Structures of Ba2(C2O4)(H2PO3)2 and C2H10N2·Ba(H2O)2(HC2O4)4". Crystals. 1 (2): 59–68. doi:10.3390/cryst1020059. ISSN 2073-4352.
  30. 1 2 3 4 5 6 7 8 9 10 Wang, Chih-Min; Wu, Yi-Ying; Chang, Yu-Wei; Lii, Kwang-Hwa (2008-05-01). "Luminescent Lanthanide Oxalatophosphites with a 3D Framework Structure: [Ln(H 2 O)(C 2 O 4 ) 0.5 (HPO 3 )]·H 2 O (Ln = Pr, Nd, and Sm−Lu)". Chemistry of Materials. 20 (9): 2857–2859. doi:10.1021/cm703703n. ISSN 0897-4756.
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