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 crystal system space group unit cell Å volume density comment references
N,N′-dimethylpiperazine [Mg(H2PO3)2(C2O4)0.5](C6N2H16)0.5 monoclinic P21/n a=9.1064 b=8.6820 c=14.0425 β=102.561° Z=4 1083.65 1.768 proton conductor [4][5]
ethane-1,2-bis(ammonium) bis(μ-hydrogen phosphonato)-oxalato-magnesium monoclinic P21 a=7.3313 b=9.0913 c=8.7803 β=93.714° [6]
N1,N1,N3,N3-tetramethylpropane-1,3-bis(ammonium) bis(μ-hydrogen phosphonato)-bis(μ-oxalato)-di-magnesium monohydrate triclinic P1 a=8.2680 b=8.8920 c=9.5432 α=110.668° β=104.445° γ=107.384° [6]
(bis(dimethylammonium) 1,4-dimethylpiperazine-1,4-di-ium bis(bis(μ-oxalato)-(μ-hydrogen phosphito)-aqua-di-magnesium) dihydrate) [Mg2(H2O)(HPO3)(C2O4)2](C6N2H16)0.5·(C2NH8)·H2O monoclinic P21/c a=9.0231 b=13.0696 c=15.691 β=102.615° proton conductor [7]
peha = pentaethylenehexamine [(H6peha)0.17(H2O)1.5][Al2(HPO3)2(C2O4)(HCOO)] +formate [8]
(H13C5NOH)0.5(H2C13H14N2)0.25[Al2(HPO3)2(C2O4)(OH)(H2O)]0.5H2O [8]
piperazine-1,4-diium (μ-hydrogen phosphato)-(ethanedioato)-oxido-vanadium monohydrate V2O2(HPO4)(HPO3)(C2O4)2·(C4N2H12)2·2H2O monoclinic P21/n a=12.5398 b=6.4390 c=15.4038 β=107.251° proton conductor [9]
Li2(VOHPO3)2C2O4•6H2O triclinic P1 a=6.3592, b=8.0789, c=9.1692, α=64.390°, β=87.277°, γ=67.624° [10]
Li2(VOHPO3)2C2O4•4H2O monoclinic P21/a a=6.3555 b=12.6368 c=9.0242 β=105.167° [10]
Li2(VO)2(HPO3)2C2O4 [11]
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° [12]
(μ6-Oxalato)-bis(μ4-hydrogen phosphonato)-bis(μ2-aqua)-bis(μ2-oxo)-di-sodium-di-vanadium Na2(VO)2(HPO3)2C2O4 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 [11]
Na₂[(VO)₂(HPO₃)₂(C₂O₄)]·2H₂O [13]
K2(VO)2(HPO3)2C2O4 monoclinic C2/c a 17.75 b 6.370 c 13.977, β 115.42° Z=4 1427 2.393 blue [11]
tetrakis(Guanidinium) (μ4-oxalato)-bis(μ3-hydrogen phosphito)-tetrakis(μ2-oxalato)-diaqua-penta-manganese dihydrate (CN3H6)2·Mn2.5(HPO3)(C2O4)2.5(H2O)·H2O triclinic P1 a=9.7205 b=9.7468 c=10.8926 α=83.989° β=75.467° γ=78.545° [14]
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 [15]
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 [16]
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° [17]
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° [18]
N,N′-dimethylpiperazine (Me2ppz) [Mn(H2PO3)(C2O4)](H2Me2ppz)0.5·H2O monoclinic P21/n a= 9.3396 b= 13.3332 c=9.6168 β=109.495° Z=4 1128.89 1.765 proton conductor [19]
(C6H14N2)0.5Mn(H2PO3)(C2O4) [20]
N,N′-dimethylpiperazine (Me2ppz) [Mn2Cl(H2O)(H2PO3)2(C2O4)1.5](H2Me2ppz) triclinic P1 a=7.4564 b=11.114 c=13.0787 α=92.767° β=99.906° γ=107.304° Z=2 1013.7 1.879 [21]
K2MnII2(H2O)2C2O4(HPO3)2 hexagonal P63/m a=9.7371 c=22.4924 1846.8 2.547 pink [22]
[C6N2H14]2[FeIII2F2(HPO3)2(C2O4)2 [23]
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 [24]
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 [24]
[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 [24]
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 [24]
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 [24]
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 [24]
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° [25]
bis(2,6-dimethylpiperazine-1,4-diium) tris(μ-oxalato)-bis(hydrogen phosphonato)-di-cobalt Co2(H2PO3)2(C2O4)3(C6N2H16)2 monoclinic P21/c a=5.8605 b=13.6144 c=19.360 β=105.582° 1D [26]
tetrakis(dimethylammonium) tetrakis(μ-hydroxyphosphaniumbis(olato))-tetrakis(oxalato)-tetra-cobalt(ii) Co(H2PO3)(C2O4)·(C2H8N) triclinic P1 a=8.6454 b=9.6156 c=12.7507 α=69.318° β=82.346° γ=74.616° [27]
bis(dimethylammonium) bis(μ-hydroxyphosphaniumbis(olato))-bis(μ-oxalato)-di-cobalt(ii) Co(H2PO3)(C2O4)·(C2H8N) monoclinic P21/n a=9.5434 b=7.3028 c=14.2274 β=104.395° [27]
dab = 1,4-diaminobutane (H2dab)0.5·Co(H2PO3)(C2O4) [28]
[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 [29]
bis(Guanidinium) bis(μ2-hydrogen phosphito)-bis(μ2-oxalato)-di-cobalt CN3H6·Co(H2PO3)(C2O4) monoclinic P21/n a=8.8749 b=7.4104 c=15.2333 β=102.172° [22][30]
Co(H2PO3)(C2O4)·(C2H8N) triclinic P1 [31]
Co(H2PO3)(C2O4)·(C2H8N) monoclinic P21/n [31]
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 [32]
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 [32]
(C4H14N2)0.5Co(HPO3)(C2O4) [20]
N, N-dimethyl-piperazine [Ga2(HPO3)2(H2PO3)2(C2O4)](C6N2H16) monoclinic P21/c a=10.183 b=12.525 c=16.295 β=98.218° [33]
N, N-dimethyl-piperazine [Ga2(HPO3)2(H2PO3)(C2O4)](C6N2H16)0.5 monoclinic C2/c a=23.462 b=8.1170 c=16.898 β=112.873° [33]
N-(3-aminopropyl)morpholine [H2apm][Ga2(H2PO3)2(HPO3)2(C2O4)] orthorhombic Pbcm a=8.569 b=20.245 c=12.604 [34]
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° [35]
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° [35]
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° [35]
Ga(HPO3)(C2O4)(C3N2H4)·(C3N2H5) orthorhombic Pnma a=13.288, b=6.361, c=1.5364, Z=4 [36]
[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° [37]
[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° [37]
phen = 1,10-phenanthroline Cd2(phen)2(H2PO4)(H2PO3)(C2O4) chains [28]
Cd(C10H8N2)(HPO3)(C2O4)0.5 [20]
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 [38]
[C4N2H12]3[In2(HPO3)2(C2O4)4].4H2O [39]
tetrakis(μ-phosphonato)-tris(μ-oxalato)-bis(2-azaniumyl-3-(1H-imidazol-3-ium-5-yl)propanoato)-tetra-indium monohydrate In2(C6H10N3O2)(HPO3)2(C2O4)1.5·0.5H2O triclinic P1 a=8.7050 b=10.4508 c=12.1060 α=107.888° β=103.691° γ=104.046° [40]
5-(2-azaniumyl-2-carboxyethyl)-1H-imidazol-3-ium pentakis(μ-phosphonato)-(μ-hydrogen phosphonato)-bis(μ-oxalato)-(2-azaniumyl-3-(1H-imidazol-3-ium-5-yl)propanoato)-tetra-indium (C6H11N3O2)·[In4(C6H10N3O2)(HPO3)5(H2PO3)(C2O4)2] monoclinic P21 a=8.3970 b=23.4886 c=9.9675 β=108.292° [41]
1,4-diazabicyclo[2.2.2]octane (dabco) C6H14N2[In2(HPO3)3(C2O4)] orthorhombic Pna21 a = 12.414, b = 7.7166, c = 18.327, Z = 4 1755.6 2.542 [42]
[C4N2H12]2[In2(HPO3)3(C2O4)2].3H2O [39]
[C4N2H12]3[In4(HPO3)6(C2O4)3] [39]
[C4N2H14][In4(H2O)(HPO3)5(C2O4)2].2H2O [39]
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° [43]
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° proton conductor [44]
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° [44]
dbu = 1,8-diazabicyclo[5.4.0]undec-7-ene Hdbu·In2(HPO3)2(C2O4)1.5 triclinic P1 a=9.5647 b=9.5781 c=12.1268 α=91.514° β=103.535° γ=112.440° [28]
SbHPO3F monoclinic P21/c a=4.5655 b=13.1125 c=6.7048 β=98.650° Z=4 396.82 3.695 [45]
Ba2(C2O4)(H2PO3)2 monoclinic C2/c a = 12.3829, b = 7.9124, c = 11.0858, β=114.788 (2)°, Z = 4 986.10 3.534 colourless [46]
ethylenediammonium C2H10N2·Ba(H2O)2(HC2O4)4 monoclinic C2/m a = 12.7393 b = 13.0111 c = 5.6050 β = 104.208 ° Z=2 900.62 [46]
1-ethylpiperazine [Ce2(H2PO3)(C2O4)4](C6N2H16)·H3O·3H2O orthorhombic P212121 a=12.168 b=13.404 c=16.611 proton conductor [47]
L-histidine Ce2(H2O)2(H2PO3)2(C2O4)3·C6H11N3O2·H2O monoclinic P21/c a= 10.22 b=29.41 c=8.778 β=101.46° Z=4 2587 2.351 [48]
[Pr(H2O)(C2O4)0.5(HPO3)]·H2O triclinic P1 a=6.6764 b=7.0684 c=7.8103 α=111.141° β=95.415° γ=90.457° Z=2 2.923 [49]
[Nd(H2O)(C2O4)0.5(HPO3)]·H2O triclinic P1 a=6.6544 b=7.0684 c=7.8103 α=111.160° β=95.307° γ=90.590° Z=2 2.985 [49]
[Sm(H2O)(C2O4)0.5(HPO3)]·H2O [49]
[Eu(H2O)(C2O4)0.5(HPO3)]·H2O triclinic P1 a=6.5619 b=6.9442 c=7.7412 α=111.369° β=95.495° γ=90.824° Z=2 3.173 [49]
[Gd(H2O)(C2O4)0.5(HPO3)]·H2O triclinic P1 a=6.5434 b=6.9311 c=7.7465 α=111.487° β=95.645° γ=90.833° Z=2 3.244 [49]
[Ho(H2O)(C2O4)0.5(HPO3)]·H2O triclinic P1 a=6.4628 b=6.8519 c=7.6936 α=111.646° β=95.779° γ=91.028° Z=2 3.421 [49]
[Er(H2O)(C2O4)0.5(HPO3)]·H2O triclinic P1 a=6.4400 b=6.8326 c=7.6747 α=111.654° β=95.757° γ=91.096° Z=2 3.487 [49]
[Tm(H2O)(C2O4)0.5(HPO3)]·H2O triclinic P1 [49]
[Yb(H2O)(C2O4)0.5(HPO3)]·H2O triclinic P1 a=6.4075 b=6.8050 c=7.6647 α=111.753° β=95.858° γ=91.204° Z=2 3.589 [49]
[Lu(H2O)(C2O4)0.5(HPO3)]·H2O triclinic P1 [49]

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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  5. ↑ Zhao, Shanshan; Huang, Liangliang; Lu, Yang; Shao, Xin; Yuan, Yue; Bi, Yanfeng (December 2024). "[Ce2(H2PO3)(C2O4)4](C6N2H16)·H3O·3H2O: A lanthanide phosphite-oxalate compound with high proton conductivity". Journal of Solid State Chemistry. 340 124989. doi:10.1016/j.jssc.2024.124989.
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  13. ↑ Zhang, Qianqian; Zhu, Yaru; Yang, Min; Zhang, Yanru; Wang, Jialin; Liu, Shanshan; Liu, Ye; Yang, Xin; Feng, Kai; Li, Wenzuo (January 2026). "Synergistic redox reaction of vanadium ions and phosphite ions dedrived high-performance Na₂[(VO)₂(HPO₃)₂(C₂O₄)]·2H₂O cathode material for aqueous zinc-ion batteries". Journal of Energy Storage. 141 119483. Bibcode:2026JEnSt.14119483Z. doi:10.1016/j.est.2025.119483.
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source: https://en.wikipedia.org/wiki/Oxalate_phosphite