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The X-ray diffraction pattern obtained for a crystal of triammonium bis(O-phospho-L-serinate) trihydrate at 100 K displays the presence of weak superstructure reflections with odd l indices. Omission of the superstructure reflections leads to orthorhombic Laue symmetry. The structure may be solved and refined in the space group P212121 as an average structure omitting the weak reflections. The model reveals the presence of O-phospho-L-serinate monoanions, ammonium cations and partly disordered water molecules. The structure solution for the whole data set could be obtained only in the space group P21. There are two monoanions and two dianions of O-phospho-L-serinate per asymmetric unit, as well as six ordered ammonium cations and six water molecules.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S0108768106023573/gp5011sup1.cif
Contains datablocks global, 100_K_whole-dataset, 100_K_average, 150_K_whole-dataset, 200_K_whole-dataset, 250_K_whole-dataset

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S0108768106023573/gp5011100_K_whole-datasetsup2.hkl
Contains datablock hol4

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S0108768106023573/gp5011100_K_averagesup3.hkl
Contains datablock hol4

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S0108768106023573/gp5011150_K_whole-datasetsup4.hkl
Contains datablock hol150ab

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S0108768106023573/gp5011200_K_whole-datasetsup5.hkl
Contains datablock hol200ab

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S0108768106023573/gp5011250_K_whole-datasetsup6.hkl
Contains datablock hol250ab

CCDC references: 624357; 624358; 624359; 624360; 624361

Computing details top

Figures top
[Figure 1]
[Figure 2]
[Figure 3]
[Figure 4]
[Figure 5]
[Figure 6]
(100_K_whole-dataset) top
Crystal data top
C3H7NO6P·C3H6NO6P·3(H4N)·3(H2O)Z = 4
Mr = 475.30F(000) = 1008
Monoclinic, P21Dx = 1.615 Mg m3
Hall symbol: P 2ybMo Kα radiation, λ = 0.71073 Å
a = 7.851 (3) ÅCell parameters from 17710 reflections
b = 21.976 (5) ŵ = 0.31 mm1
c = 11.332 (4) ÅT = 100 K
β = 90.00 (3)°Plates, colourless
V = 1955.2 (11) Å30.40 × 0.18 × 0.10 mm
Data collection top
Xcalibur PX
diffractometer
16051 independent reflections
Radiation source: fine-focus sealed tube9264 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.043
ω scansθmax = 38.6°, θmin = 4.5°
Absorption correction: numerical
CrysAlis RED, ver. 1.171, Oxford Diffraction Poland (1995-2003)
h = 1313
Tmin = 0.888, Tmax = 0.970k = 3828
49395 measured reflectionsl = 1919
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.046H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.087 w = 1/[σ2(Fo2) + (0.0209P)2]
where P = (Fo2 + 2Fc2)/3
S = 1.15(Δ/σ)max = 0.004
16051 reflectionsΔρmax = 0.41 e Å3
619 parametersΔρmin = 0.45 e Å3
37 restraintsAbsolute structure: Flack H D (1983), Acta Cryst. A39, 876-881
Primary atom site location: structure-invariant direct methodsAbsolute structure parameter: 0.03 (5)
Crystal data top
C3H7NO6P·C3H6NO6P·3(H4N)·3(H2O)V = 1955.2 (11) Å3
Mr = 475.30Z = 4
Monoclinic, P21Mo Kα radiation
a = 7.851 (3) ŵ = 0.31 mm1
b = 21.976 (5) ÅT = 100 K
c = 11.332 (4) Å0.40 × 0.18 × 0.10 mm
β = 90.00 (3)°
Data collection top
Xcalibur PX
diffractometer
16051 independent reflections
Absorption correction: numerical
CrysAlis RED, ver. 1.171, Oxford Diffraction Poland (1995-2003)
9264 reflections with I > 2σ(I)
Tmin = 0.888, Tmax = 0.970Rint = 0.043
49395 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.046H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.087Δρmax = 0.41 e Å3
S = 1.15Δρmin = 0.45 e Å3
16051 reflectionsAbsolute structure: Flack H D (1983), Acta Cryst. A39, 876-881
619 parametersAbsolute structure parameter: 0.03 (5)
37 restraints
Special details top

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
P10.24153 (6)0.85279 (3)1.11825 (5)0.01163 (11)
O110.26133 (18)0.91620 (7)1.07421 (13)0.0175 (3)
O210.22154 (19)0.85170 (7)1.25490 (12)0.0173 (3)
H2100.25310.81771.28090.021*
O310.06029 (17)0.83039 (6)1.06550 (12)0.0131 (3)
O410.37528 (17)0.80719 (6)1.08190 (13)0.0154 (3)
C110.2271 (2)0.77946 (9)0.93718 (18)0.0124 (4)
C210.1885 (2)0.76684 (9)1.06883 (17)0.0115 (4)
H210.22930.72491.08820.014*
C310.0007 (2)0.77015 (9)1.09543 (19)0.0136 (4)
H3110.06280.73931.04860.016*
H3120.02110.76191.18020.016*
N10.2827 (2)0.81092 (8)1.14417 (15)0.0141 (4)
H1N10.39500.81051.12440.017*
H2N10.27090.80031.22130.017*
H3N10.23980.84901.13290.017*
O610.2044 (2)0.73575 (7)0.86714 (14)0.0233 (4)
O620.27933 (18)0.83089 (7)0.90887 (13)0.0173 (3)
P20.74494 (7)0.49784 (2)0.86704 (5)0.01152 (13)
O120.76497 (18)0.43449 (7)0.82252 (13)0.0175 (3)
O220.72781 (19)0.49917 (6)1.00356 (12)0.0158 (3)
H2200.76470.53251.02940.019*
O320.56288 (16)0.52007 (6)0.81572 (12)0.0119 (3)
O420.87841 (17)0.54375 (7)0.82853 (13)0.0152 (3)
C120.2767 (2)0.57327 (9)0.68658 (18)0.0122 (4)
C220.3149 (2)0.58417 (9)0.81808 (17)0.0111 (4)
H220.27420.62590.83920.013*
C320.5044 (2)0.58032 (9)0.84641 (19)0.0126 (4)
H3210.56800.61130.80060.015*
H3220.52350.58800.93150.015*
N20.2199 (2)0.53930 (8)0.89193 (15)0.0124 (3)
H1N20.10650.54210.87610.015*
H2N20.23840.54740.96960.015*
H3N20.25690.50100.87500.015*
O510.3008 (2)0.61713 (7)0.61739 (15)0.0249 (4)
O520.22210 (19)0.52189 (7)0.65672 (13)0.0176 (3)
P30.74982 (7)0.50220 (2)0.36481 (5)0.01077 (12)
O130.76939 (18)0.43916 (7)0.31540 (13)0.0153 (3)
O430.88334 (17)0.54753 (6)0.32224 (13)0.0151 (3)
O330.56766 (17)0.52464 (6)0.31172 (12)0.0131 (3)
O230.73621 (18)0.50468 (7)0.49935 (12)0.0162 (3)
C130.2832 (3)0.57358 (10)0.18358 (18)0.0139 (4)
C230.3149 (2)0.58536 (9)0.31634 (17)0.0102 (4)
H230.27050.62670.33650.012*
C330.5040 (2)0.58332 (9)0.34499 (19)0.0131 (4)
H3310.56490.61560.30100.016*
H3320.52190.59010.43050.016*
O530.22571 (19)0.52293 (7)0.15397 (14)0.0169 (3)
O630.3220 (2)0.61604 (7)0.11476 (14)0.0240 (4)
N30.2222 (2)0.53964 (8)0.38849 (15)0.0130 (3)
H1N30.11130.53820.36530.016*
H2N30.22770.55030.46600.016*
H3N30.27070.50240.37840.016*
P40.25186 (6)0.85281 (2)0.61625 (5)0.01030 (10)
O140.27195 (17)0.91587 (6)0.56698 (12)0.0148 (3)
O440.38433 (17)0.80712 (6)0.57241 (13)0.0140 (3)
O340.06889 (16)0.83089 (6)0.56436 (12)0.0118 (3)
O240.23933 (17)0.85032 (6)0.75064 (12)0.0145 (3)
C140.2148 (3)0.78010 (9)0.43539 (18)0.0137 (4)
C240.1825 (2)0.76947 (8)0.56870 (17)0.0100 (4)
H240.22640.72820.59020.012*
C340.0058 (2)0.77218 (8)0.59827 (19)0.0118 (4)
H3410.06780.73990.55520.014*
H3420.02280.76580.68390.014*
O540.27299 (18)0.83057 (7)0.40537 (13)0.0169 (3)
O640.1749 (2)0.73767 (7)0.36763 (14)0.0235 (4)
N40.2764 (2)0.81584 (8)0.63956 (15)0.0115 (3)
H1N40.38910.81460.62080.014*
H2N40.26310.80770.71780.014*
H3N40.23440.85350.62330.014*
N111.0205 (3)0.92891 (9)0.37794 (19)0.0180 (4)
H11N0.940 (2)0.9562 (8)0.356 (2)0.022*
H21N1.085 (3)0.9545 (9)0.4223 (18)0.022*
H31N1.070 (3)0.9211 (11)0.3071 (10)0.022*
H41N0.992 (3)0.8930 (6)0.4128 (19)0.022*
N211.5197 (3)0.92494 (10)0.8754 (2)0.0189 (4)
H12N1.567 (3)0.9316 (11)0.9474 (9)0.023*
H22N1.587 (3)0.9054 (10)0.8223 (16)0.023*
H32N1.435 (2)0.8986 (9)0.894 (2)0.023*
H42N1.482 (3)0.9603 (6)0.843 (2)0.023*
N311.0013 (2)0.92349 (10)0.86407 (18)0.0155 (4)
H13N1.084 (2)0.9285 (10)0.8085 (15)0.019*
H23N0.937 (3)0.9574 (6)0.875 (2)0.019*
H33N1.041 (3)0.9057 (9)0.9310 (11)0.019*
H43N0.925 (2)0.8956 (8)0.836 (2)0.019*
N411.5002 (2)0.92942 (9)0.38612 (18)0.0154 (4)
H14N1.431 (2)0.8963 (7)0.380 (2)0.019*
H24N1.5907 (18)0.9254 (10)0.4357 (16)0.019*
H34N1.532 (3)0.9433 (10)0.3139 (9)0.019*
H44N1.427 (2)0.9574 (8)0.4174 (19)0.019*
N510.8629 (3)0.60202 (9)0.61423 (18)0.0183 (4)
H15N0.861 (3)0.5899 (11)0.6909 (7)0.022*
H25N0.787 (2)0.6332 (8)0.618 (2)0.022*
H35N0.9696 (13)0.6178 (10)0.607 (2)0.022*
H45N0.820 (3)0.5688 (7)0.5768 (19)0.022*
N610.6347 (3)0.75172 (9)0.86315 (18)0.0183 (4)
H16N0.622 (3)0.7695 (10)0.9351 (10)0.022*
H26N0.708 (2)0.7197 (7)0.861 (2)0.022*
H36N0.5311 (14)0.7355 (10)0.846 (2)0.022*
H46N0.646 (3)0.7863 (6)0.8195 (18)0.022*
O1W0.8612 (2)0.59363 (9)0.09925 (16)0.0283 (4)
H1010.881 (3)0.5780 (12)0.1635 (12)0.034*
H1020.791 (3)0.6211 (9)0.103 (3)0.034*
O2W0.9099 (2)0.67048 (8)0.8564 (2)0.0339 (5)
H2010.995 (2)0.6906 (12)0.871 (2)0.041*
H2020.871 (4)0.6387 (8)0.883 (3)0.041*
O3W0.6462 (2)0.75799 (9)0.35318 (16)0.0274 (4)
H3010.619 (3)0.7739 (11)0.4159 (12)0.033*
H3020.725 (2)0.7337 (10)0.359 (3)0.033*
O4W0.6126 (3)0.68018 (8)0.10271 (19)0.0343 (5)
H4010.528 (2)0.6607 (12)0.121 (2)0.041*
H4020.614 (4)0.7141 (6)0.132 (2)0.041*
O5W0.5936 (2)0.68573 (8)0.63467 (17)0.0291 (4)
H5010.4974 (15)0.6718 (12)0.626 (2)0.035*
H5020.577 (4)0.7221 (3)0.623 (3)0.035*
O6W0.1110 (2)0.66948 (8)0.38383 (18)0.0309 (4)
H6010.0157 (16)0.6841 (12)0.375 (2)0.037*
H6020.090 (4)0.6333 (3)0.375 (3)0.037*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
P10.0095 (2)0.0132 (2)0.0122 (3)0.0009 (2)0.00017 (19)0.0011 (2)
O110.0186 (7)0.0152 (7)0.0186 (8)0.0035 (6)0.0001 (6)0.0014 (6)
O210.0233 (7)0.0172 (7)0.0113 (7)0.0032 (7)0.0010 (6)0.0012 (6)
O310.0107 (6)0.0137 (7)0.0150 (7)0.0024 (5)0.0030 (5)0.0030 (6)
O410.0106 (7)0.0172 (7)0.0183 (8)0.0009 (6)0.0020 (6)0.0027 (6)
C110.0091 (9)0.0158 (9)0.0125 (10)0.0008 (7)0.0005 (7)0.0012 (8)
C210.0091 (9)0.0134 (9)0.0120 (10)0.0005 (7)0.0019 (7)0.0012 (8)
C310.0101 (9)0.0141 (9)0.0166 (10)0.0030 (8)0.0023 (8)0.0027 (8)
N10.0122 (8)0.0174 (9)0.0127 (9)0.0001 (7)0.0009 (6)0.0012 (7)
O610.0352 (9)0.0202 (8)0.0146 (8)0.0021 (8)0.0028 (7)0.0067 (7)
O620.0188 (7)0.0170 (7)0.0160 (8)0.0056 (6)0.0018 (6)0.0044 (6)
P20.0085 (2)0.0137 (3)0.0124 (3)0.0013 (2)0.00090 (19)0.0027 (2)
O120.0178 (7)0.0163 (8)0.0185 (8)0.0041 (6)0.0007 (6)0.0022 (6)
O220.0217 (7)0.0153 (8)0.0105 (7)0.0020 (6)0.0004 (6)0.0015 (6)
O320.0093 (6)0.0115 (7)0.0148 (7)0.0028 (5)0.0017 (5)0.0023 (5)
O420.0106 (7)0.0191 (7)0.0159 (8)0.0002 (6)0.0012 (5)0.0038 (6)
C120.0100 (9)0.0143 (10)0.0124 (10)0.0009 (8)0.0005 (7)0.0009 (8)
C220.0132 (9)0.0093 (8)0.0107 (9)0.0004 (7)0.0014 (7)0.0008 (7)
C320.0101 (9)0.0098 (9)0.0179 (11)0.0000 (7)0.0001 (7)0.0007 (8)
N20.0103 (8)0.0154 (8)0.0114 (9)0.0005 (7)0.0001 (6)0.0011 (7)
O510.0373 (10)0.0203 (8)0.0172 (8)0.0034 (8)0.0041 (7)0.0076 (7)
O520.0215 (8)0.0208 (8)0.0104 (7)0.0025 (6)0.0011 (6)0.0040 (6)
P30.0088 (2)0.0098 (3)0.0137 (3)0.00011 (19)0.00087 (19)0.0008 (2)
O130.0144 (7)0.0107 (7)0.0207 (8)0.0027 (5)0.0003 (6)0.0005 (6)
O430.0093 (6)0.0124 (7)0.0237 (8)0.0013 (5)0.0010 (6)0.0009 (6)
O330.0095 (7)0.0124 (7)0.0175 (8)0.0013 (5)0.0020 (5)0.0030 (6)
O230.0182 (7)0.0177 (8)0.0127 (7)0.0011 (6)0.0035 (6)0.0001 (6)
C130.0110 (9)0.0189 (10)0.0118 (10)0.0042 (8)0.0031 (7)0.0005 (8)
C230.0084 (8)0.0093 (8)0.0129 (10)0.0025 (7)0.0011 (7)0.0008 (8)
C330.0104 (9)0.0128 (9)0.0160 (10)0.0008 (7)0.0019 (7)0.0031 (8)
O530.0161 (7)0.0150 (7)0.0195 (8)0.0025 (6)0.0021 (6)0.0037 (6)
O630.0348 (10)0.0234 (9)0.0138 (8)0.0024 (8)0.0015 (7)0.0055 (7)
N30.0111 (8)0.0162 (9)0.0116 (9)0.0012 (7)0.0005 (6)0.0019 (7)
P40.0081 (2)0.0099 (2)0.0128 (3)0.0004 (2)0.00070 (18)0.0003 (2)
O140.0129 (7)0.0127 (6)0.0187 (8)0.0018 (6)0.0023 (6)0.0012 (6)
O440.0094 (7)0.0137 (7)0.0188 (8)0.0006 (5)0.0005 (5)0.0031 (6)
O340.0082 (6)0.0110 (6)0.0163 (7)0.0022 (5)0.0013 (5)0.0019 (6)
O240.0166 (7)0.0159 (7)0.0111 (7)0.0001 (6)0.0018 (5)0.0005 (6)
C140.0124 (9)0.0146 (9)0.0140 (10)0.0027 (8)0.0018 (7)0.0001 (8)
C240.0112 (9)0.0083 (8)0.0106 (9)0.0016 (7)0.0001 (7)0.0008 (7)
C340.0092 (9)0.0101 (9)0.0162 (10)0.0013 (7)0.0007 (7)0.0026 (8)
O540.0168 (7)0.0183 (8)0.0158 (8)0.0009 (6)0.0028 (6)0.0044 (6)
O640.0310 (9)0.0246 (9)0.0149 (8)0.0049 (8)0.0019 (7)0.0053 (7)
N40.0103 (8)0.0129 (8)0.0114 (8)0.0009 (6)0.0009 (6)0.0002 (7)
N110.0193 (9)0.0144 (9)0.0203 (9)0.0053 (8)0.0033 (7)0.0021 (8)
N210.0169 (9)0.0183 (10)0.0214 (9)0.0018 (8)0.0012 (7)0.0004 (8)
N310.0144 (9)0.0163 (9)0.0158 (9)0.0020 (7)0.0005 (7)0.0010 (7)
N410.0142 (9)0.0151 (9)0.0171 (9)0.0057 (7)0.0044 (7)0.0033 (8)
N510.0233 (10)0.0164 (10)0.0153 (9)0.0008 (8)0.0049 (8)0.0017 (7)
N610.0201 (10)0.0166 (10)0.0184 (10)0.0012 (8)0.0020 (8)0.0035 (8)
O1W0.0293 (10)0.0300 (10)0.0255 (10)0.0083 (8)0.0008 (8)0.0085 (8)
O2W0.0272 (10)0.0149 (8)0.0596 (13)0.0037 (8)0.0026 (9)0.0086 (9)
O3W0.0339 (10)0.0277 (10)0.0207 (9)0.0039 (8)0.0004 (8)0.0063 (8)
O4W0.0303 (11)0.0188 (9)0.0537 (13)0.0054 (8)0.0024 (9)0.0067 (9)
O5W0.0279 (10)0.0151 (8)0.0442 (11)0.0004 (7)0.0001 (8)0.0085 (8)
O6W0.0256 (10)0.0178 (8)0.0493 (12)0.0035 (8)0.0046 (9)0.0080 (9)
Geometric parameters (Å, º) top
P1—O111.4883 (16)P4—O241.5271 (16)
P1—O411.5088 (16)P4—O441.5286 (15)
P1—O211.5566 (16)P4—O341.6252 (15)
P1—O311.6199 (15)O34—C341.435 (2)
O21—H2100.8400C14—O541.247 (2)
O31—C311.445 (2)C14—O641.248 (2)
C11—O621.244 (2)C14—C241.549 (3)
C11—O611.259 (2)C24—N41.492 (2)
C11—C211.548 (3)C24—C341.517 (3)
C21—N11.488 (3)C24—H241.0000
C21—C311.517 (3)C34—H3410.9900
C21—H211.0000C34—H3420.9900
C31—H3110.9900N4—H1N40.9100
C31—H3120.9900N4—H2N40.9100
N1—H1N10.9100N4—H3N40.9100
N1—H2N10.9100N11—H11N0.909 (3)
N1—H3N10.9100N11—H21N0.910 (3)
P2—O121.4891 (16)N11—H31N0.909 (3)
P2—O421.5187 (16)N11—H41N0.910 (3)
P2—O221.5532 (16)N21—H12N0.909 (3)
P2—O321.6186 (15)N21—H22N0.910 (3)
O22—H2200.8400N21—H32N0.909 (3)
O32—C321.444 (2)N21—H42N0.909 (3)
C12—O521.254 (2)N31—H13N0.910 (3)
C12—O511.257 (2)N31—H23N0.909 (3)
C12—C221.539 (3)N31—H33N0.909 (3)
C22—N21.493 (3)N31—H43N0.910 (3)
C22—C321.525 (3)N41—H14N0.909 (3)
C22—H221.0000N41—H24N0.910 (3)
C32—H3210.9900N41—H34N0.909 (3)
C32—H3220.9900N41—H44N0.911 (3)
N2—H1N20.9100N51—H15N0.909 (3)
N2—H2N20.9100N51—H25N0.909 (3)
N2—H3N20.9100N51—H35N0.911 (3)
P3—O131.5021 (15)N51—H45N0.910 (3)
P3—O431.5244 (15)N61—H16N0.910 (3)
P3—O231.5294 (16)N61—H26N0.911 (3)
P3—O331.6280 (15)N61—H36N0.910 (3)
O33—C331.434 (2)N61—H46N0.910 (3)
C13—O531.247 (2)O1W—H1010.820 (2)
C13—O631.254 (3)O1W—H1020.820 (2)
C13—C231.547 (3)O2W—H2010.820 (2)
C23—N31.486 (3)O2W—H2020.819 (2)
C23—C331.521 (3)O3W—H3010.820 (2)
C23—H231.0000O3W—H3020.820 (2)
C33—H3310.9900O4W—H4010.820 (2)
C33—H3320.9900O4W—H4020.819 (2)
N3—H1N30.9100O5W—H5010.820 (2)
N3—H2N30.9100O5W—H5020.820 (2)
N3—H3N30.9100O6W—H6010.820 (2)
P4—O141.5024 (16)O6W—H6020.820 (2)
O11—P1—O41117.23 (9)C23—C33—H332110.1
O11—P1—O21111.00 (9)H331—C33—H332108.4
O41—P1—O21109.36 (9)C23—N3—H1N3109.5
O11—P1—O31104.63 (8)C23—N3—H2N3109.5
O41—P1—O31107.99 (8)H1N3—N3—H2N3109.5
O21—P1—O31105.89 (9)C23—N3—H3N3109.5
P1—O21—H210109.5H1N3—N3—H3N3109.5
C31—O31—P1118.46 (12)H2N3—N3—H3N3109.5
O62—C11—O61125.3 (2)O14—P4—O24114.24 (9)
O62—C11—C21118.43 (18)O14—P4—O44114.44 (8)
O61—C11—C21116.31 (18)O24—P4—O44110.15 (8)
N1—C21—C31109.97 (16)O14—P4—O34103.40 (8)
N1—C21—C11109.80 (16)O24—P4—O34107.05 (8)
C31—C21—C11112.03 (16)O44—P4—O34106.80 (8)
N1—C21—H21108.3C34—O34—P4118.36 (12)
C31—C21—H21108.3O54—C14—O64126.1 (2)
C11—C21—H21108.3O54—C14—C24117.38 (18)
O31—C31—C21108.33 (16)O64—C14—C24116.51 (18)
O31—C31—H311110.0N4—C24—C34109.62 (15)
C21—C31—H311110.0N4—C24—C14109.93 (15)
O31—C31—H312110.0C34—C24—C14111.64 (16)
C21—C31—H312110.0N4—C24—H24108.5
H311—C31—H312108.4C34—C24—H24108.5
C21—N1—H1N1109.5C14—C24—H24108.5
C21—N1—H2N1109.5O34—C34—C24108.23 (15)
H1N1—N1—H2N1109.5O34—C34—H341110.1
C21—N1—H3N1109.5C24—C34—H341110.1
H1N1—N1—H3N1109.5O34—C34—H342110.1
H2N1—N1—H3N1109.5C24—C34—H342110.1
O12—P2—O42116.80 (9)H341—C34—H342108.4
O12—P2—O22111.36 (9)C24—N4—H1N4109.5
O42—P2—O22109.48 (9)C24—N4—H2N4109.5
O12—P2—O32104.70 (8)H1N4—N4—H2N4109.5
O42—P2—O32107.79 (8)C24—N4—H3N4109.5
O22—P2—O32106.01 (9)H1N4—N4—H3N4109.5
P2—O22—H220109.5H2N4—N4—H3N4109.5
C32—O32—P2118.09 (12)H11N—N11—H21N98 (2)
O52—C12—O51125.00 (19)H11N—N11—H31N100 (2)
O52—C12—C22117.90 (18)H21N—N11—H31N111 (2)
O51—C12—C22117.09 (18)H11N—N11—H41N121 (2)
N2—C22—C32109.43 (16)H21N—N11—H41N116 (2)
N2—C22—C12110.04 (16)H31N—N11—H41N109 (2)
C32—C22—C12112.66 (16)H12N—N21—H22N115 (2)
N2—C22—H22108.2H12N—N21—H32N101 (2)
C32—C22—H22108.2H22N—N21—H32N106 (2)
C12—C22—H22108.2H12N—N21—H42N111 (2)
O32—C32—C22108.09 (15)H22N—N21—H42N109 (2)
O32—C32—H321110.1H32N—N21—H42N113 (2)
C22—C32—H321110.1H13N—N31—H23N113 (2)
O32—C32—H322110.1H13N—N31—H33N113 (2)
C22—C32—H322110.1H23N—N31—H33N116 (2)
H321—C32—H322108.4H13N—N31—H43N108 (2)
C22—N2—H1N2109.5H23N—N31—H43N103 (2)
C22—N2—H2N2109.5H33N—N31—H43N103 (2)
H1N2—N2—H2N2109.5H14N—N41—H24N116 (2)
C22—N2—H3N2109.5H14N—N41—H34N111 (2)
H1N2—N2—H3N2109.5H24N—N41—H34N112 (2)
H2N2—N2—H3N2109.5H14N—N41—H44N101 (2)
O13—P3—O43114.48 (8)H24N—N41—H44N108 (2)
O13—P3—O23114.30 (9)H34N—N41—H44N107 (2)
O43—P3—O23109.89 (9)H15N—N51—H25N100 (2)
O13—P3—O33103.38 (8)H15N—N51—H35N102 (2)
O43—P3—O33106.81 (8)H25N—N51—H35N109 (2)
O23—P3—O33107.23 (9)H15N—N51—H45N102 (2)
C33—O33—P3118.79 (12)H25N—N51—H45N112 (2)
O53—C13—O63125.8 (2)H35N—N51—H45N127 (2)
O53—C13—C23117.98 (18)H16N—N61—H26N115 (2)
O63—C13—C23116.21 (18)H16N—N61—H36N106 (2)
N3—C23—C33109.93 (16)H26N—N61—H36N105 (2)
N3—C23—C13110.09 (16)H16N—N61—H46N98 (2)
C33—C23—C13111.07 (16)H26N—N61—H46N125 (2)
N3—C23—H23108.6H36N—N61—H46N107 (2)
C33—C23—H23108.6H101—O1W—H102113 (3)
C13—C23—H23108.6H201—O2W—H202134 (3)
O33—C33—C23108.10 (15)H301—O3W—H302114 (3)
O33—C33—H331110.1H401—O4W—H402113 (3)
C23—C33—H331110.1H501—O5W—H502101 (3)
O33—C33—H332110.1H601—O6W—H602100 (3)
O11—P1—O31—C31178.29 (14)O13—P3—O33—C33177.67 (14)
O41—P1—O31—C3156.12 (16)O43—P3—O33—C3361.21 (16)
O21—P1—O31—C3160.94 (16)O23—P3—O33—C3356.56 (16)
O62—C11—C21—N121.8 (2)O53—C13—C23—N316.8 (2)
O61—C11—C21—N1157.42 (18)O63—C13—C23—N3164.74 (17)
O62—C11—C21—C31100.7 (2)O53—C13—C23—C33105.2 (2)
O61—C11—C21—C3180.1 (2)O63—C13—C23—C3373.3 (2)
P1—O31—C31—C21162.94 (13)P3—O33—C33—C23162.85 (13)
N1—C21—C31—O3162.8 (2)N3—C23—C33—O3363.5 (2)
C11—C21—C31—O3159.6 (2)C13—C23—C33—O3358.6 (2)
O12—P2—O32—C32178.57 (13)O14—P4—O34—C34177.74 (14)
O42—P2—O32—C3256.42 (15)O24—P4—O34—C3456.78 (15)
O22—P2—O32—C3260.73 (15)O44—P4—O34—C3461.19 (15)
O52—C12—C22—N221.1 (2)O54—C14—C24—N416.9 (2)
O51—C12—C22—N2157.99 (18)O64—C14—C24—N4165.17 (18)
O52—C12—C22—C32101.3 (2)O54—C14—C24—C34104.9 (2)
O51—C12—C22—C3279.6 (2)O64—C14—C24—C3473.0 (2)
P2—O32—C32—C22164.50 (12)P4—O34—C34—C24164.22 (12)
N2—C22—C32—O3262.4 (2)N4—C24—C34—O3463.12 (19)
C12—C22—C32—O3260.4 (2)C14—C24—C34—O3458.9 (2)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O21—H210···O3Wi0.841.742.561 (2)166
N1—H1N1···O41ii0.911.872.778 (2)178
N1—H2N1···O54iii0.912.192.992 (2)147
N1—H2N1···O64iii0.912.283.118 (3)152
N1—H3N1···O12iv0.911.952.767 (2)149
O22—H220···O1Wiii0.841.732.565 (3)170
N2—H1N2···O42v0.911.872.778 (2)174
N2—H2N2···O53iii0.912.162.991 (2)152
N2—H2N2···O63iii0.912.333.141 (3)149
N2—H3N2···O11vi0.911.952.752 (2)146
N3—H1N3···O43v0.911.872.769 (2)172
N3—H2N3···O520.912.253.065 (2)149
N3—H2N3···O510.912.333.164 (3)152
N3—H3N3···O14vii0.912.002.794 (2)145
N4—H1N4···O44ii0.911.872.777 (2)175
N4—H2N4···O620.912.233.070 (2)154
N4—H2N4···O610.912.363.173 (2)148
N4—H3N4···O13viii0.912.012.781 (2)142
N11—H11N···O52viii0.91 (1)1.93 (1)2.821 (3)167 (2)
N11—H31N···O12ix0.91 (1)1.98 (1)2.831 (3)155 (2)
N11—H41N···O34ii0.91 (1)2.25 (1)3.098 (3)156 (2)
N21—H12N···O11x0.91 (1)2.00 (1)2.840 (3)154 (2)
N21—H22N···O24x0.91 (1)2.00 (1)2.875 (3)162 (2)
N21—H32N···O62ii0.91 (1)1.93 (1)2.824 (3)167 (2)
N21—H42N···O33ix0.91 (1)2.29 (1)3.125 (3)153 (2)
N31—H13N···O13ix0.91 (1)1.83 (1)2.738 (3)174 (2)
N31—H23N···O53viii0.91 (1)1.95 (1)2.827 (3)161 (2)
N31—H33N···O31ii0.91 (1)2.39 (2)3.103 (3)136 (2)
N31—H33N···O62ii0.91 (1)2.50 (2)3.027 (3)117 (2)
N31—H43N···O24ii0.91 (1)1.90 (1)2.794 (3)167 (2)
N41—H14N···O54ii0.91 (1)1.93 (1)2.820 (3)166 (2)
N41—H24N···O14x0.91 (1)1.85 (1)2.736 (3)164 (2)
N41—H34N···O32ix0.91 (1)2.36 (2)3.073 (2)135 (2)
N41—H44N···O23ix0.91 (1)1.90 (1)2.805 (3)170 (2)
N51—H15N···O420.91 (1)1.87 (1)2.748 (3)163 (2)
N51—H15N···O2W0.91 (1)2.61 (2)3.151 (3)119 (2)
N51—H25N···O5W0.91 (1)1.92 (1)2.812 (3)168 (2)
N51—H35N···O51ii0.91 (1)2.60 (1)3.454 (3)156 (2)
N51—H45N···O230.91 (1)1.79 (1)2.695 (3)178 (2)
N61—H16N···O41ii0.91 (1)1.86 (1)2.764 (3)173 (2)
N61—H26N···O2W0.91 (1)1.92 (1)2.804 (3)164 (2)
N61—H36N···O610.91 (1)2.58 (1)3.397 (3)150 (2)
N61—H46N···O24ii0.91 (1)1.85 (1)2.701 (3)156 (2)
O1W—H101···O430.82 (1)1.92 (1)2.728 (2)168 (3)
O1W—H102···O4W0.82 (1)1.91 (1)2.725 (3)174 (3)
O2W—H201···O61ii0.82 (1)1.92 (1)2.724 (3)167 (3)
O2W—H202···O420.82 (1)2.17 (2)2.814 (2)135 (3)
O2W—H202···O1Wiii0.82 (1)2.65 (2)3.251 (3)132 (3)
O3W—H301···O44ii0.82 (1)1.92 (1)2.719 (2)165 (3)
O3W—H302···O6Wii0.82 (1)1.93 (1)2.745 (3)172 (3)
O4W—H401···O630.82 (1)1.89 (1)2.685 (3)163 (3)
O4W—H402···O41xi0.82 (1)2.13 (2)2.803 (2)140 (3)
O5W—H501···O510.82 (1)1.96 (1)2.756 (3)164 (3)
O5W—H502···O44ii0.82 (1)1.98 (1)2.765 (2)161 (3)
O6W—H601···O640.82 (1)1.91 (1)2.705 (3)164 (3)
Symmetry codes: (i) x1, y, z+1; (ii) x+1, y, z; (iii) x, y, z+1; (iv) x+1, y+1/2, z+2; (v) x1, y, z; (vi) x, y1/2, z+2; (vii) x, y1/2, z+1; (viii) x+1, y+1/2, z+1; (ix) x+2, y+1/2, z+1; (x) x+2, y, z; (xi) x+1, y, z1.
(100_K_average) top
Crystal data top
C6H13N2O12P2·H6NO·2(H4N)·2(H2O)F(000) = 504
Mr = 475.30Dx = 1.615 Mg m3
Orthorhombic, P212121Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2ac 2abCell parameters from 17710 reflections
a = 7.851 (3) ŵ = 0.31 mm1
b = 21.976 (5) ÅT = 100 K
c = 5.666 (2) ÅPlates, colourless
V = 977.6 (6) Å30.40 × 0.18 × 0.10 mm
Z = 2
Data collection top
Xcalibur PX
diffractometer
5369 independent reflections
Radiation source: fine-focus sealed tube4404 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.046
/w scansθmax = 38.5°, θmin = 4.5°
Absorption correction: numerical
CrysAlis RED, ver. 1.171, Oxford Diffraction Poland (1995-2003)
h = 1313
Tmin = 0.888, Tmax = 0.970k = 3828
24631 measured reflectionsl = 99
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.039H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.103 w = 1/[σ2(Fo2) + (0.0599P)2]
where P = (Fo2 + 2Fc2)/3
S = 1.02(Δ/σ)max < 0.001
5369 reflectionsΔρmax = 0.36 e Å3
184 parametersΔρmin = 0.42 e Å3
26 restraintsAbsolute structure: Flack H D (1983), Acta Cryst. A39, 876-881
Primary atom site location: structure-invariant direct methodsAbsolute structure parameter: 0.16 (8)
Crystal data top
C6H13N2O12P2·H6NO·2(H4N)·2(H2O)V = 977.6 (6) Å3
Mr = 475.30Z = 2
Orthorhombic, P212121Mo Kα radiation
a = 7.851 (3) ŵ = 0.31 mm1
b = 21.976 (5) ÅT = 100 K
c = 5.666 (2) Å0.40 × 0.18 × 0.10 mm
Data collection top
Xcalibur PX
diffractometer
5369 independent reflections
Absorption correction: numerical
CrysAlis RED, ver. 1.171, Oxford Diffraction Poland (1995-2003)
4404 reflections with I > 2σ(I)
Tmin = 0.888, Tmax = 0.970Rint = 0.046
24631 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.039H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.103Δρmax = 0.36 e Å3
S = 1.02Δρmin = 0.42 e Å3
5369 reflectionsAbsolute structure: Flack H D (1983), Acta Cryst. A39, 876-881
184 parametersAbsolute structure parameter: 0.16 (8)
26 restraints
Special details top

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/UeqOcc. (<1)
P10.25297 (4)0.176373 (12)0.48324 (5)0.01177 (6)
O10.23300 (12)0.23961 (4)0.38964 (16)0.01733 (16)
O40.11981 (11)0.13075 (4)0.40253 (18)0.01627 (16)
O30.43511 (11)0.15424 (4)0.37913 (17)0.01333 (15)
O20.26847 (13)0.17443 (4)0.75465 (15)0.01790 (17)
H2100.23580.14030.80410.021*0.50
C30.49629 (14)0.09467 (5)0.4429 (2)0.01345 (19)
H320.43410.06310.35280.016*
H310.47760.08730.61330.016*
C20.68536 (14)0.09175 (5)0.3864 (2)0.01103 (17)
H20.72780.05020.42770.013*
C10.72061 (15)0.10307 (5)0.1213 (2)0.01375 (19)
O50.77599 (12)0.15424 (4)0.06262 (16)0.01742 (17)
O60.68900 (16)0.05995 (4)0.01633 (19)0.0278 (2)
N10.77944 (12)0.13696 (4)0.53223 (18)0.01365 (17)
H110.73660.17480.50520.016*
H120.89180.13620.49300.016*
H130.76740.12750.68770.016*
N20.51025 (16)0.24943 (5)0.0098 (3)0.0222 (2)
H210.548 (2)0.2351 (7)0.1305 (15)0.027*
H220.4386 (15)0.2203 (5)0.070 (3)0.027*
H230.5947 (15)0.2543 (6)0.118 (2)0.027*
H240.4453 (16)0.2835 (4)0.004 (3)0.027*
O70.1456 (11)0.0819 (4)0.0527 (12)0.0220 (11)0.50
H710.103 (5)0.1026 (16)0.052 (5)0.026*0.50
H720.225 (4)0.0583 (14)0.034 (8)0.026*0.50
N70.1303 (11)0.0747 (4)0.0145 (13)0.0164 (8)0.50
H170.122 (4)0.0901 (12)0.135 (2)0.020*0.50
H270.202 (3)0.0420 (8)0.015 (5)0.020*0.50
H370.173 (3)0.1047 (9)0.109 (4)0.020*0.50
H470.0248 (18)0.0636 (11)0.066 (5)0.020*0.50
O810.3962 (6)0.0050 (2)0.039 (4)0.0316 (17)0.60 (5)
O820.4008 (11)0.0087 (4)0.035 (3)0.0225 (15)0.40 (5)
H820.4910 (10)0.0075 (8)0.003 (3)0.027*
H810.406 (3)0.0421 (2)0.029 (3)0.027*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
P10.00983 (10)0.01262 (10)0.01287 (11)0.00100 (9)0.00037 (11)0.00042 (9)
O10.0167 (4)0.0140 (3)0.0212 (4)0.0031 (3)0.0000 (4)0.0028 (3)
O40.0106 (3)0.0167 (4)0.0214 (4)0.0004 (3)0.0026 (3)0.0024 (3)
O30.0097 (3)0.0139 (3)0.0164 (4)0.0027 (3)0.0023 (3)0.0025 (3)
O20.0228 (4)0.0186 (4)0.0123 (3)0.0000 (4)0.0031 (3)0.0001 (3)
C30.0100 (4)0.0137 (4)0.0166 (5)0.0000 (3)0.0011 (3)0.0023 (4)
C20.0111 (4)0.0113 (4)0.0107 (4)0.0002 (3)0.0006 (4)0.0011 (4)
C10.0134 (5)0.0153 (4)0.0125 (4)0.0015 (3)0.0015 (4)0.0008 (4)
O50.0181 (4)0.0178 (4)0.0164 (4)0.0023 (3)0.0019 (3)0.0053 (3)
O60.0461 (6)0.0222 (4)0.0151 (4)0.0057 (4)0.0033 (4)0.0059 (4)
N10.0115 (4)0.0166 (4)0.0129 (4)0.0005 (3)0.0001 (3)0.0013 (3)
N20.0224 (5)0.0194 (4)0.0248 (5)0.0085 (4)0.0084 (4)0.0063 (4)
O70.0252 (17)0.028 (2)0.013 (2)0.0020 (14)0.0056 (14)0.0024 (14)
N70.0202 (17)0.0172 (14)0.012 (2)0.0000 (12)0.0034 (15)0.0006 (14)
O810.0376 (15)0.0156 (11)0.042 (5)0.0038 (9)0.0052 (16)0.0098 (13)
O820.029 (2)0.0188 (14)0.020 (3)0.0022 (12)0.0007 (17)0.0050 (17)
Geometric parameters (Å, º) top
P1—O11.4956 (9)N2—H230.908 (3)
P1—O41.5190 (10)N2—H240.909 (3)
P1—O21.5432 (10)O7—H710.820 (2)
P1—O31.6216 (10)O7—H720.820 (2)
O3—C31.4404 (14)O7—H171.094 (15)
O2—H2100.8400O7—H271.004 (17)
C3—C21.5199 (17)O7—H370.631 (12)
C3—H320.9900O7—H471.033 (17)
C3—H310.9900N7—H710.75 (2)
C2—N11.4885 (15)N7—H720.84 (2)
C2—C11.5473 (17)N7—H170.913 (3)
C2—H21.0000N7—H270.911 (3)
C1—O51.2507 (14)N7—H370.913 (3)
C1—O61.2521 (15)N7—H470.911 (3)
N1—H110.9100O81—H820.819 (2)
N1—H120.9100O81—H810.821 (2)
N1—H130.9100O82—H820.820 (2)
N2—H210.906 (3)O82—H810.819 (2)
N2—H220.918 (3)
O1—P1—O4115.74 (6)H23—N2—H24111.8 (9)
O1—P1—O2112.79 (5)H71—O7—H72125 (5)
O4—P1—O2109.63 (6)H71—O7—H1730 (3)
O1—P1—O3104.01 (5)H72—O7—H1796 (4)
O4—P1—O3107.42 (5)H71—O7—H27121 (3)
O2—P1—O3106.54 (6)H72—O7—H2724 (3)
C3—O3—P1118.39 (7)H17—O7—H2790.6 (13)
P1—O2—H210109.5H71—O7—H3794 (4)
O3—C3—C2108.13 (9)H72—O7—H37108 (4)
O3—C3—H32110.1H17—O7—H37115 (2)
C2—C3—H32110.1H27—O7—H37131 (2)
O3—C3—H31110.1H71—O7—H4784 (4)
C2—C3—H31110.1H72—O7—H47118 (3)
H32—C3—H31108.4H17—O7—H4788.7 (12)
N1—C2—C3109.85 (9)H27—O7—H4794.5 (15)
N1—C2—C1110.05 (9)H37—O7—H47125 (3)
C3—C2—C1111.86 (9)H71—N7—H72133 (5)
N1—C2—H2108.3H71—N7—H1738 (3)
C3—C2—H2108.3H72—N7—H17110 (4)
C1—C2—H2108.3H71—N7—H27145 (4)
O5—C1—O6125.72 (12)H72—N7—H2727 (3)
O5—C1—C2117.70 (10)H17—N7—H27109.8 (10)
O6—C1—C2116.58 (10)H71—N7—H3779 (3)
C2—N1—H11109.5H72—N7—H3785 (3)
C2—N1—H12109.5H17—N7—H37107.8 (10)
H11—N1—H12109.5H27—N7—H37110.0 (10)
C2—N1—H13109.5H71—N7—H4797 (4)
H11—N1—H13109.5H72—N7—H47131 (3)
H12—N1—H13109.5H17—N7—H47109.2 (10)
H21—N2—H22106.5 (9)H27—N7—H47110.3 (10)
H21—N2—H23113.1 (9)H37—N7—H47109.6 (10)
H22—N2—H23106.2 (9)H82—O81—H81103.3 (18)
H21—N2—H24113.2 (9)H82—O82—H81103.4 (18)
H22—N2—H24105.2 (9)
O1—P1—O3—C3178.20 (8)O3—C3—C2—C159.65 (12)
O4—P1—O3—C358.60 (10)N1—C2—C1—O519.43 (14)
O2—P1—O3—C358.82 (9)C3—C2—C1—O5102.97 (12)
P1—O3—C3—C2163.73 (8)N1—C2—C1—O6161.34 (11)
O3—C3—C2—N162.87 (12)C3—C2—C1—O676.26 (13)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O2—H210···O7i0.841.682.501 (6)167
O2—H210···N7i0.841.952.773 (7)164
N1—H11···O1ii0.911.972.7725 (14)146
N1—H12···O4iii0.911.872.7749 (16)177
N1—H13···O5i0.912.213.0292 (17)150
N1—H13···O6i0.912.323.1482 (17)151
N2—H21···O30.91 (1)2.43 (1)3.0953 (17)130 (1)
N2—H21···O50.91 (1)2.55 (2)2.9828 (16)110 (1)
N2—H22···O2iv0.92 (1)1.95 (1)2.8462 (19)166 (2)
N2—H23···O1v0.91 (1)1.89 (1)2.7835 (18)168 (2)
N2—H24···O5vi0.91 (1)1.95 (1)2.8202 (15)161 (2)
O7—H71···O40.82 (1)2.08 (2)2.801 (8)146 (4)
O7—H71···O40.82 (1)2.08 (2)2.801 (8)146 (4)
O7—H72···O810.82 (1)1.93 (1)2.744 (10)170 (4)
O7—H72···O820.82 (1)2.05 (2)2.868 (15)172 (4)
N7—H17···O40.91 (1)1.76 (1)2.666 (9)170 (3)
N7—H17···O81vii0.91 (1)2.63 (3)3.106 (18)113 (2)
N7—H27···O810.91 (1)1.85 (1)2.729 (10)162 (2)
N7—H27···O820.91 (1)1.94 (2)2.819 (15)161 (2)
N7—H37···O2iv0.91 (1)1.87 (1)2.773 (7)168 (3)
N7—H47···O6viii0.91 (1)2.65 (2)3.480 (9)151 (2)
O81—H82···O60.82 (1)1.94 (1)2.709 (5)157 (2)
O82—H81···O4ix0.82 (1)2.00 (1)2.790 (6)163 (2)
O81—H81···O4ix0.82 (1)2.00 (1)2.786 (4)161 (2)
O82—H82···O60.82 (1)1.94 (1)2.734 (6)164 (2)
Symmetry codes: (i) x, y, z+1; (ii) x+1/2, y+1/2, z+1; (iii) x+1, y, z; (iv) x, y, z1; (v) x+1/2, y+1/2, z; (vi) x1/2, y+1/2, z; (vii) x+1/2, y, z+1/2; (viii) x1, y, z; (ix) x+1/2, y, z1/2.
(150_K_whole-dataset) top
Crystal data top
C3H7NO6P·C3H6NO6P·3(H4N)·3(H2O)Z = 4
Mr = 475.30F(000) = 1008
Monoclinic, P21Dx = 1.610 Mg m3
Hall symbol: P 2ybMo Kα radiation, λ = 0.71073 Å
a = 7.851 (2) ÅCell parameters from 17710 reflections
b = 22.048 (4) ŵ = 0.31 mm1
c = 11.325 (3) ÅT = 50 K
β = 90.04 (2)°Plates, colourless
V = 1960.3 (8) Å30.40 × 0.18 × 0.10 mm
Data collection top
KM4CCD
diffractometer
16153 independent reflections
Radiation source: fine-focus sealed tube9474 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.034
/w scansθmax = 38.6°, θmin = 4.5°
Absorption correction: numerical
?
h = 1313
Tmin = 0.889, Tmax = 0.966k = 3828
49468 measured reflectionsl = 1919
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.045H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.107 w = 1/[σ2(Fo2) + (0.043P)2]
where P = (Fo2 + 2Fc2)/3
S = 1.00(Δ/σ)max = 0.001
16153 reflectionsΔρmax = 0.41 e Å3
595 parametersΔρmin = 0.46 e Å3
37 restraintsAbsolute structure: Flack H D (1983), Acta Cryst. A39, 876-881
Primary atom site location: structure-invariant direct methodsAbsolute structure parameter: 0.06 (5)
Crystal data top
C3H7NO6P·C3H6NO6P·3(H4N)·3(H2O)V = 1960.3 (8) Å3
Mr = 475.30Z = 4
Monoclinic, P21Mo Kα radiation
a = 7.851 (2) ŵ = 0.31 mm1
b = 22.048 (4) ÅT = 50 K
c = 11.325 (3) Å0.40 × 0.18 × 0.10 mm
β = 90.04 (2)°
Data collection top
KM4CCD
diffractometer
16153 independent reflections
Absorption correction: numerical
?
9474 reflections with I > 2σ(I)
Tmin = 0.889, Tmax = 0.966Rint = 0.034
49468 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.045H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.107Δρmax = 0.41 e Å3
S = 1.00Δρmin = 0.46 e Å3
16153 reflectionsAbsolute structure: Flack H D (1983), Acta Cryst. A39, 876-881
595 parametersAbsolute structure parameter: 0.06 (5)
37 restraints
Special details top

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
P10.25609 (6)0.06010 (2)0.13293 (4)0.01366 (13)
O110.6982 (2)0.17955 (7)0.38192 (14)0.0302 (4)
O210.27285 (19)0.06164 (6)0.00391 (12)0.0207 (3)
H2100.23850.09530.02930.025*
O310.77807 (19)0.08502 (7)0.34397 (12)0.0218 (3)
O410.43774 (15)0.08227 (6)0.18382 (11)0.0147 (3)
O510.12235 (16)0.10552 (6)0.17156 (12)0.0190 (3)
O610.23734 (18)0.00322 (7)0.17718 (13)0.0220 (3)
N10.78058 (14)0.10152 (5)0.10860 (9)0.0147 (3)
H1N10.89340.10330.12670.018*
H2N10.76570.11030.03080.018*
H3N10.74050.06360.12370.018*
C110.72357 (19)0.13587 (6)0.31376 (9)0.0138 (4)
C210.68601 (14)0.14629 (5)0.18155 (9)0.0140 (3)
H210.72650.18780.15990.017*
C310.4968 (2)0.14215 (8)0.15308 (17)0.0135 (3)
H3110.43310.17310.19860.016*
H3120.47790.14970.06790.016*
P21.24039 (6)0.41536 (2)0.11844 (4)0.01388 (10)
O120.71960 (18)0.39284 (7)0.09156 (13)0.0223 (3)
O221.22080 (18)0.41408 (7)0.25539 (11)0.0215 (3)
H2201.26610.38240.28220.026*
O320.7964 (2)0.29850 (7)0.13238 (13)0.0288 (4)
O421.05951 (16)0.39289 (6)0.06618 (11)0.0158 (3)
O521.25948 (18)0.47864 (7)0.07454 (13)0.0215 (3)
O621.37431 (16)0.36991 (6)0.08194 (12)0.0185 (3)
N20.71658 (14)0.37373 (5)0.14386 (9)0.0173 (3)
H1N20.60380.37240.12570.021*
H2N20.73110.36410.22130.021*
H3N20.75730.41170.13040.021*
C120.77253 (19)0.34155 (6)0.06248 (9)0.0146 (4)
C220.81069 (14)0.32955 (5)0.06905 (9)0.0134 (3)
H220.76970.28780.08900.016*
C320.9997 (2)0.33290 (8)0.09620 (17)0.0157 (4)
H3211.06210.30210.04960.019*
H3221.01950.32480.18110.019*
P31.25126 (6)0.41504 (2)0.38337 (4)0.01188 (9)
O130.8248 (2)0.30011 (7)0.63169 (13)0.0283 (4)
O230.72675 (18)0.39283 (7)0.59489 (13)0.0207 (3)
O331.06849 (15)0.39329 (6)0.43461 (11)0.0141 (3)
O431.27159 (17)0.47775 (6)0.43286 (12)0.0187 (3)
O531.23921 (17)0.41260 (6)0.24901 (11)0.0181 (3)
O631.38336 (16)0.36959 (6)0.42710 (12)0.0165 (3)
N30.72237 (14)0.37863 (5)0.36012 (9)0.0132 (3)
H1N30.61000.37760.37970.016*
H2N30.73430.37050.28180.016*
H3N30.76540.41610.37600.016*
C130.7852 (2)0.34277 (6)0.56449 (9)0.0153 (4)
C230.81649 (14)0.33219 (5)0.43038 (9)0.0119 (3)
H230.77230.29110.40880.014*
C331.0045 (2)0.33495 (8)0.40037 (16)0.0130 (3)
H3311.06670.30260.44290.016*
H3321.02090.32880.31450.016*
P40.25079 (6)0.06478 (2)0.63489 (4)0.01245 (12)
O140.77411 (18)0.08547 (6)0.84654 (13)0.0203 (3)
O240.6782 (2)0.17819 (7)0.88453 (14)0.0291 (4)
O340.43284 (16)0.08710 (6)0.68730 (12)0.0153 (3)
O440.23112 (17)0.00194 (6)0.68424 (12)0.0185 (3)
O540.11787 (16)0.10995 (6)0.67745 (13)0.0177 (3)
O640.26401 (17)0.06688 (6)0.50049 (12)0.0185 (3)
N40.77886 (14)0.10160 (5)0.61220 (9)0.0158 (3)
H1N40.89130.10280.63150.019*
H2N40.76620.11000.53400.019*
H3N40.73660.06400.62780.019*
C140.7169 (2)0.13577 (6)0.81589 (9)0.0168 (4)
C240.68536 (14)0.14714 (5)0.68255 (9)0.0119 (3)
H240.73020.18830.66210.014*
C340.4979 (2)0.14543 (9)0.65378 (17)0.0152 (4)
H3410.43740.17780.69740.018*
H3420.48040.15210.56820.018*
N110.0015 (2)0.48591 (9)0.13581 (18)0.0195 (4)
H11N0.080 (2)0.4905 (10)0.1944 (14)0.023*
H21N0.062 (3)0.5203 (6)0.129 (2)0.023*
H31N0.048 (3)0.4697 (9)0.0695 (12)0.023*
H41N0.077 (2)0.4576 (8)0.158 (2)0.023*
N210.4801 (2)0.48698 (9)0.12487 (19)0.0220 (4)
H12N0.565 (2)0.4614 (9)0.102 (2)0.026*
H22N0.430 (3)0.4916 (11)0.0531 (10)0.026*
H32N0.518 (3)0.5239 (5)0.149 (2)0.026*
H42N0.415 (2)0.4676 (9)0.1798 (15)0.026*
N310.0200 (2)0.49163 (9)0.62233 (18)0.0211 (4)
H13N0.082 (2)0.5161 (9)0.5740 (17)0.025*
H23N0.061 (2)0.5182 (8)0.647 (2)0.025*
H33N0.079 (3)0.4811 (10)0.6883 (12)0.025*
H43N0.005 (3)0.4578 (6)0.5797 (18)0.025*
N410.4994 (2)0.49171 (9)0.61314 (17)0.0192 (4)
H14N0.577 (2)0.4613 (7)0.622 (2)0.023*
H24N0.4089 (18)0.4878 (10)0.5635 (16)0.023*
H34N0.574 (2)0.5192 (8)0.5827 (19)0.023*
H44N0.472 (3)0.5064 (10)0.6856 (9)0.023*
N510.1380 (3)0.16459 (9)0.38522 (17)0.0224 (4)
H15N0.139 (3)0.1543 (11)0.3074 (6)0.027*
H25N0.0326 (13)0.1813 (10)0.393 (2)0.027*
H35N0.215 (2)0.1953 (8)0.379 (2)0.027*
H45N0.194 (3)0.1342 (7)0.4233 (18)0.027*
N610.3626 (3)0.31381 (9)0.13602 (17)0.0233 (4)
H16N0.375 (3)0.3350 (9)0.0676 (11)0.028*
H26N0.4674 (13)0.2986 (10)0.154 (2)0.028*
H36N0.289 (2)0.2820 (7)0.132 (2)0.028*
H46N0.361 (3)0.3493 (6)0.1771 (18)0.028*
O1W0.1410 (2)0.15627 (8)0.90080 (16)0.0325 (4)
H1010.123 (4)0.1411 (11)0.8359 (11)0.039*
H1020.210 (3)0.1841 (9)0.894 (3)0.039*
O2W0.3523 (2)0.32023 (8)0.64681 (15)0.0328 (4)
H2010.374 (4)0.3400 (11)0.5873 (14)0.039*
H2020.279 (3)0.2939 (9)0.641 (3)0.039*
O3W0.3889 (3)0.24283 (8)0.89539 (19)0.0414 (5)
H3010.471 (2)0.2218 (11)0.878 (3)0.050*
H3020.379 (4)0.2787 (4)0.878 (3)0.050*
O4W0.4074 (2)0.24856 (8)0.36458 (17)0.0350 (4)
H4010.5020 (16)0.2336 (12)0.374 (2)0.042*
H4020.403 (4)0.2855 (2)0.373 (3)0.042*
O5W0.1097 (2)0.23170 (8)0.61561 (18)0.0364 (4)
H5010.0152 (17)0.2474 (12)0.619 (3)0.044*
H5020.095 (4)0.1953 (3)0.626 (3)0.044*
O6W0.0892 (2)0.23225 (8)0.14290 (19)0.0393 (4)
H6010.004 (2)0.2528 (12)0.130 (3)0.047*
H6020.095 (4)0.2095 (11)0.0859 (17)0.047*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
P10.0104 (2)0.0162 (3)0.0144 (2)0.00129 (18)0.00069 (18)0.0028 (2)
O110.0452 (10)0.0267 (8)0.0188 (8)0.0056 (8)0.0035 (7)0.0086 (6)
O210.0262 (7)0.0217 (8)0.0142 (7)0.0028 (6)0.0006 (5)0.0030 (6)
O310.0253 (8)0.0266 (8)0.0134 (7)0.0059 (6)0.0013 (6)0.0084 (6)
O410.0102 (6)0.0148 (7)0.0192 (7)0.0031 (5)0.0021 (5)0.0032 (5)
O510.0126 (6)0.0255 (8)0.0190 (7)0.0018 (6)0.0016 (5)0.0060 (6)
O610.0218 (7)0.0202 (8)0.0242 (8)0.0046 (6)0.0018 (6)0.0017 (6)
N10.0117 (7)0.0196 (8)0.0126 (8)0.0012 (6)0.0003 (6)0.0012 (6)
C110.0120 (8)0.0165 (9)0.0128 (9)0.0001 (7)0.0010 (7)0.0005 (7)
C210.0135 (8)0.0136 (8)0.0149 (9)0.0003 (7)0.0005 (7)0.0003 (7)
C310.0115 (8)0.0125 (8)0.0164 (9)0.0005 (7)0.0009 (7)0.0002 (7)
P20.0114 (2)0.0160 (2)0.0143 (2)0.0012 (2)0.00011 (17)0.0018 (2)
O120.0244 (7)0.0247 (8)0.0178 (7)0.0059 (6)0.0028 (6)0.0065 (6)
O220.0279 (7)0.0234 (7)0.0133 (7)0.0052 (7)0.0020 (5)0.0029 (6)
O320.0443 (10)0.0250 (8)0.0171 (7)0.0021 (8)0.0032 (7)0.0076 (6)
O420.0124 (6)0.0163 (6)0.0185 (7)0.0036 (5)0.0026 (5)0.0045 (5)
O520.0226 (7)0.0166 (7)0.0255 (8)0.0052 (6)0.0002 (6)0.0009 (6)
O620.0126 (6)0.0218 (7)0.0210 (7)0.0014 (5)0.0015 (5)0.0041 (6)
N20.0132 (7)0.0234 (9)0.0154 (8)0.0002 (7)0.0018 (6)0.0030 (7)
C120.0113 (8)0.0182 (9)0.0144 (9)0.0009 (7)0.0005 (7)0.0009 (7)
C220.0123 (8)0.0138 (8)0.0141 (8)0.0007 (7)0.0012 (7)0.0007 (7)
C320.0129 (8)0.0159 (9)0.0185 (9)0.0016 (7)0.0037 (7)0.0030 (7)
P30.00928 (19)0.0117 (2)0.0147 (2)0.0004 (2)0.00048 (17)0.00040 (19)
O130.0370 (9)0.0289 (9)0.0189 (8)0.0055 (8)0.0019 (7)0.0075 (6)
O230.0209 (7)0.0228 (7)0.0184 (7)0.0013 (6)0.0008 (6)0.0062 (6)
O330.0085 (5)0.0136 (6)0.0201 (7)0.0017 (5)0.0023 (5)0.0021 (5)
O430.0170 (6)0.0150 (6)0.0240 (8)0.0025 (5)0.0041 (5)0.0024 (6)
O530.0210 (6)0.0196 (7)0.0136 (6)0.0009 (6)0.0025 (5)0.0001 (6)
O630.0112 (6)0.0152 (6)0.0230 (7)0.0001 (5)0.0000 (5)0.0026 (6)
N30.0125 (7)0.0158 (8)0.0115 (7)0.0011 (6)0.0018 (6)0.0008 (6)
C130.0134 (8)0.0193 (9)0.0131 (9)0.0032 (7)0.0016 (7)0.0017 (7)
C230.0118 (7)0.0126 (8)0.0112 (8)0.0015 (6)0.0012 (6)0.0018 (7)
C330.0102 (8)0.0116 (8)0.0172 (9)0.0009 (6)0.0012 (7)0.0026 (7)
P40.0102 (2)0.0118 (3)0.0154 (2)0.00040 (18)0.00067 (18)0.00050 (19)
O140.0199 (7)0.0183 (7)0.0227 (7)0.0025 (6)0.0019 (6)0.0048 (6)
O240.0402 (10)0.0294 (9)0.0177 (8)0.0066 (8)0.0024 (7)0.0080 (6)
O340.0123 (6)0.0151 (6)0.0186 (7)0.0016 (5)0.0026 (5)0.0028 (5)
O440.0178 (6)0.0131 (6)0.0245 (8)0.0035 (5)0.0025 (6)0.0004 (6)
O540.0104 (6)0.0164 (6)0.0264 (8)0.0017 (5)0.0005 (5)0.0015 (6)
O640.0212 (7)0.0196 (7)0.0145 (7)0.0010 (6)0.0037 (5)0.0011 (6)
N40.0130 (7)0.0193 (8)0.0150 (8)0.0021 (6)0.0004 (6)0.0011 (6)
C140.0136 (8)0.0240 (10)0.0129 (9)0.0055 (8)0.0019 (7)0.0003 (8)
C240.0118 (7)0.0115 (8)0.0125 (8)0.0031 (6)0.0019 (6)0.0025 (7)
C340.0116 (8)0.0151 (9)0.0188 (9)0.0007 (7)0.0023 (7)0.0056 (7)
N110.0170 (8)0.0207 (9)0.0208 (9)0.0016 (7)0.0014 (6)0.0025 (7)
N210.0202 (9)0.0184 (9)0.0275 (9)0.0008 (8)0.0009 (7)0.0007 (8)
N310.0204 (9)0.0182 (9)0.0246 (9)0.0055 (7)0.0025 (7)0.0010 (7)
N410.0178 (8)0.0189 (9)0.0209 (9)0.0057 (7)0.0031 (7)0.0026 (7)
N510.0281 (10)0.0196 (9)0.0197 (9)0.0002 (8)0.0035 (8)0.0019 (7)
N610.0281 (10)0.0203 (10)0.0214 (9)0.0006 (8)0.0023 (8)0.0025 (7)
O1W0.0363 (10)0.0327 (10)0.0286 (9)0.0077 (8)0.0007 (8)0.0078 (8)
O2W0.0403 (10)0.0333 (10)0.0248 (9)0.0036 (8)0.0005 (8)0.0063 (8)
O3W0.0393 (11)0.0224 (9)0.0626 (13)0.0084 (8)0.0019 (10)0.0081 (9)
O4W0.0361 (10)0.0180 (8)0.0510 (11)0.0033 (8)0.0021 (9)0.0085 (8)
O5W0.0327 (10)0.0226 (8)0.0539 (12)0.0054 (8)0.0056 (9)0.0116 (9)
O6W0.0352 (10)0.0209 (9)0.0617 (13)0.0027 (8)0.0015 (10)0.0076 (9)
Geometric parameters (Å, º) top
P1—O611.4907 (16)P4—O541.5212 (14)
P1—O511.5156 (15)P4—O641.5263 (15)
P1—O211.5557 (15)P4—O341.6237 (14)
P1—O411.6137 (14)O14—C141.2456 (17)
O11—C111.2502 (18)O24—C141.2536 (18)
O21—H2100.8400O34—C341.435 (2)
O31—C111.2478 (17)N4—C241.4773
O41—C311.442 (2)N4—H1N40.9100
N1—C211.4863N4—H2N40.9100
N1—H1N10.9100N4—H3N40.9100
N1—H2N10.9100C14—C241.5506
N1—H3N10.9100C24—C341.507 (2)
C11—C211.5430C24—H241.0000
C21—C311.523 (2)C34—H3410.9900
C21—H211.0000C34—H3420.9900
C31—H3110.9900N11—H11N0.911 (3)
C31—H3120.9900N11—H21N0.909 (3)
P2—O521.4885 (16)N11—H31N0.908 (3)
P2—O621.5100 (15)N11—H41N0.909 (3)
P2—O221.5587 (15)N21—H12N0.910 (3)
P2—O421.6167 (14)N21—H22N0.910 (3)
O12—C121.2492 (18)N21—H32N0.909 (3)
O22—H2200.8400N21—H42N0.911 (3)
O32—C121.2498 (18)N31—H13N0.910 (3)
O42—C321.444 (2)N31—H23N0.909 (3)
N2—C221.4872N31—H33N0.909 (3)
N2—H1N20.9100N31—H43N0.909 (3)
N2—H2N20.9100N41—H14N0.909 (3)
N2—H3N20.9100N41—H24N0.910 (3)
C12—C221.5425N41—H34N0.911 (3)
C22—C321.517 (2)N41—H44N0.908 (3)
C22—H221.0000N51—H15N0.910 (3)
C32—H3210.9900N51—H25N0.910 (3)
C32—H3220.9900N51—H35N0.910 (3)
P3—O431.5003 (15)N51—H45N0.910 (3)
P3—O631.5246 (14)N61—H16N0.909 (3)
P3—O531.5255 (15)N61—H26N0.910 (3)
P3—O331.6208 (13)N61—H36N0.911 (3)
O13—C131.2489 (18)N61—H46N0.910 (3)
O23—C131.2440 (17)O1W—H1010.820 (2)
O33—C331.434 (2)O1W—H1020.821 (2)
N3—C231.4922O2W—H2010.820 (2)
N3—H1N30.9100O2W—H2020.820 (2)
N3—H2N30.9100O3W—H3010.820 (2)
N3—H3N30.9100O3W—H3020.819 (2)
C13—C231.5563O4W—H4010.820 (2)
C23—C331.516 (2)O4W—H4020.820 (2)
C23—H231.0000O5W—H5010.820 (2)
C33—H3310.9900O5W—H5020.820 (2)
C33—H3320.9900O6W—H6010.820 (2)
P4—O441.5019 (15)O6W—H6020.819 (2)
O61—P1—O51116.94 (8)C33—C23—H23108.6
O61—P1—O21111.34 (8)C13—C23—H23108.6
O51—P1—O21109.40 (8)O33—C33—C23108.43 (13)
O61—P1—O41104.54 (8)O33—C33—H331110.0
O51—P1—O41108.00 (8)C23—C33—H331110.0
O21—P1—O41105.89 (8)O33—C33—H332110.0
P1—O21—H210109.5C23—C33—H332110.0
C31—O41—P1118.38 (11)H331—C33—H332108.4
C21—N1—H1N1109.5O44—P4—O54114.54 (8)
C21—N1—H2N1109.5O44—P4—O64113.97 (8)
H1N1—N1—H2N1109.5O54—P4—O64110.08 (8)
C21—N1—H3N1109.5O44—P4—O34103.55 (7)
H1N1—N1—H3N1109.5O54—P4—O34106.83 (8)
H2N1—N1—H3N1109.5O64—P4—O34107.15 (8)
O31—C11—O11125.28 (13)C34—O34—P4119.24 (11)
O31—C11—C21117.71 (9)C24—N4—H1N4109.5
O11—C11—C21117.00 (10)C24—N4—H2N4109.5
N1—C21—C31109.28 (8)H1N4—N4—H2N4109.5
N1—C21—C11110.2C24—N4—H3N4109.5
C31—C21—C11112.48 (11)H1N4—N4—H3N4109.5
N1—C21—H21108.3H2N4—N4—H3N4109.5
C31—C21—H21108.3O14—C14—O24125.37 (13)
C11—C21—H21108.3O14—C14—C24118.20 (9)
O41—C31—C21108.51 (13)O24—C14—C24116.40 (9)
O41—C31—H311110.0N4—C24—C34110.60 (9)
C21—C31—H311110.0N4—C24—C14109.6
O41—C31—H312110.0C34—C24—C14111.21 (11)
C21—C31—H312110.0N4—C24—H24108.4
H311—C31—H312108.4C34—C24—H24108.4
O52—P2—O62117.43 (8)C14—C24—H24108.4
O52—P2—O22111.05 (9)O34—C34—C24108.25 (13)
O62—P2—O22109.18 (8)O34—C34—H341110.0
O52—P2—O42104.67 (8)C24—C34—H341110.0
O62—P2—O42107.93 (8)O34—C34—H342110.0
O22—P2—O42105.82 (8)C24—C34—H342110.0
P2—O22—H220109.5H341—C34—H342108.4
C32—O42—P2118.70 (11)H11N—N11—H21N110 (2)
C22—N2—H1N2109.5H11N—N11—H31N112 (2)
C22—N2—H2N2109.5H21N—N11—H31N119 (2)
H1N2—N2—H2N2109.5H11N—N11—H41N109 (2)
C22—N2—H3N2109.5H21N—N11—H41N103 (2)
H1N2—N2—H3N2109.5H31N—N11—H41N103 (2)
H2N2—N2—H3N2109.5H12N—N21—H22N97 (2)
O12—C12—O32124.77 (13)H12N—N21—H32N114 (2)
O12—C12—C22118.34 (9)H22N—N21—H32N108 (2)
O32—C12—C22116.89 (10)H12N—N21—H42N108 (2)
N2—C22—C32109.77 (8)H22N—N21—H42N115 (2)
N2—C22—C12109.9H32N—N21—H42N113 (2)
C32—C22—C12112.20 (12)H13N—N31—H23N100 (2)
N2—C22—H22108.3H13N—N31—H33N112 (2)
C32—C22—H22108.3H23N—N31—H33N105 (2)
C12—C22—H22108.3H13N—N31—H43N106 (2)
O42—C32—C22108.35 (13)H23N—N31—H43N123 (2)
O42—C32—H321110.0H33N—N31—H43N110 (2)
C22—C32—H321110.0H14N—N41—H24N121 (2)
O42—C32—H322110.0H14N—N41—H34N96 (2)
C22—C32—H322110.0H24N—N41—H34N109 (2)
H321—C32—H322108.4H14N—N41—H44N109 (2)
O43—P3—O63114.34 (8)H24N—N41—H44N114 (2)
O43—P3—O53114.31 (8)H34N—N41—H44N105 (2)
O63—P3—O53110.03 (8)H15N—N51—H25N102 (2)
O43—P3—O33103.47 (7)H15N—N51—H35N96 (2)
O63—P3—O33106.94 (7)H25N—N51—H35N108 (2)
O53—P3—O33107.00 (8)H15N—N51—H45N106 (2)
C33—O33—P3118.59 (11)H25N—N51—H45N134 (2)
C23—N3—H1N3109.5H35N—N51—H45N105 (2)
C23—N3—H2N3109.5H16N—N61—H26N106 (2)
H1N3—N3—H2N3109.5H16N—N61—H36N115 (2)
C23—N3—H3N3109.5H26N—N61—H36N107 (2)
H1N3—N3—H3N3109.5H16N—N61—H46N90 (2)
H2N3—N3—H3N3109.5H26N—N61—H46N103 (2)
O23—C13—O13126.24 (13)H36N—N61—H46N132 (2)
O23—C13—C23117.49 (9)H101—O1W—H102110 (3)
O13—C13—C23116.26 (9)H201—O2W—H202117 (3)
N3—C23—C33109.56 (8)H301—O3W—H302124 (3)
N3—C23—C13109.8H401—O4W—H402115 (3)
C33—C23—C13111.53 (11)H501—O5W—H502106 (3)
N3—C23—H23108.6H601—O6W—H602104 (3)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O21—H210···O1Wi0.841.742.567 (2)169
N1—H1N1···O51ii0.911.872.7773 (18)177
N1—H2N1···O14i0.912.162.989 (2)152
N1—H2N1···O24i0.912.343.153 (2)149
N1—H3N1···O52iii0.911.952.7546 (19)146
O22—H220···O2Wiv0.841.732.564 (2)173
N2—H1N2···O62v0.911.872.7789 (19)178
N2—H2N2···O23i0.912.182.9895 (19)148
N2—H2N2···O13i0.912.303.134 (2)152
N2—H3N2···O61vi0.911.952.7629 (19)148
N3—H1N3···O63v0.911.872.7753 (18)175
N3—H2N3···O120.912.213.0575 (19)154
N3—H2N3···O320.912.373.180 (2)148
N3—H3N3···O44vii0.912.012.7888 (18)142
N4—H1N4···O54ii0.911.862.7679 (18)176
N4—H2N4···O310.912.223.0596 (19)153
N4—H2N4···O110.912.373.186 (2)150
N4—H3N4···O43viii0.912.022.8059 (19)143
N11—H11N···O44ix0.91 (1)1.84 (1)2.745 (2)177 (2)
N11—H21N···O14vii0.91 (1)1.95 (1)2.836 (2)165 (2)
N11—H31N···O42v0.91 (1)2.44 (2)3.110 (2)131 (2)
N11—H31N···O12v0.91 (1)2.50 (2)3.042 (3)119 (2)
N11—H41N···O53v0.91 (1)1.92 (1)2.797 (2)162 (2)
N21—H12N···O120.91 (1)1.94 (1)2.826 (2)163 (2)
N21—H22N···O52v0.91 (1)1.99 (1)2.851 (3)158 (2)
N21—H32N···O34vii0.91 (1)2.35 (1)3.140 (3)145 (2)
N21—H42N···O53v0.91 (1)2.00 (1)2.872 (3)160 (2)
N31—H13N···O64ix0.91 (1)2.00 (1)2.890 (3)165 (2)
N31—H23N···O31vii0.91 (1)1.94 (1)2.827 (2)163 (2)
N31—H33N···O61ix0.91 (1)2.00 (1)2.843 (3)154 (2)
N31—H43N···O33v0.91 (1)2.23 (1)3.115 (2)164 (2)
N41—H14N···O230.91 (1)1.94 (1)2.825 (2)164 (2)
N41—H24N···O43v0.91 (1)1.84 (1)2.731 (2)164 (2)
N41—H34N···O64vii0.91 (1)1.90 (1)2.803 (3)171 (2)
N41—H44N···O41vii0.91 (1)2.34 (2)3.085 (2)139 (2)
N51—H15N···O510.91 (1)1.88 (1)2.751 (2)159 (2)
N51—H15N···O6W0.91 (1)2.57 (2)3.147 (3)122 (2)
N51—H25N···O11v0.91 (1)2.63 (1)3.469 (3)154 (2)
N51—H35N···O4W0.91 (1)1.92 (1)2.821 (3)169 (2)
N51—H45N···O640.91 (1)1.81 (1)2.706 (2)169 (2)
N61—H16N···O62v0.91 (1)1.86 (1)2.763 (2)171 (2)
N61—H26N···O320.91 (1)2.59 (1)3.422 (3)152 (2)
N61—H36N···O6W0.91 (1)1.92 (1)2.802 (3)163 (2)
N61—H46N···O53v0.91 (1)1.88 (1)2.706 (2)150 (2)
O1W—H101···O540.82 (1)1.92 (1)2.734 (2)170 (3)
O1W—H102···O3W0.82 (1)1.91 (1)2.727 (3)172 (3)
O2W—H201···O63v0.82 (1)1.93 (1)2.727 (2)164 (3)
O2W—H202···O5W0.82 (1)1.93 (1)2.750 (3)176 (3)
O3W—H301···O240.82 (1)1.89 (1)2.684 (3)163 (3)
O3W—H302···O62x0.82 (1)2.06 (2)2.816 (2)153 (3)
O4W—H401···O110.82 (1)1.95 (1)2.750 (3)165 (3)
O4W—H402···O63v0.82 (1)1.96 (1)2.767 (2)168 (3)
O5W—H501···O13v0.82 (1)1.90 (1)2.704 (2)167 (3)
O5W—H502···O540.82 (1)1.98 (1)2.775 (2)164 (3)
O6W—H601···O32v0.82 (1)1.92 (1)2.726 (3)168 (3)
O6W—H602···O1Wi0.82 (1)2.43 (1)3.239 (3)170 (3)
Symmetry codes: (i) x, y, z1; (ii) x+1, y, z; (iii) x+2, y1/2, z; (iv) x+1, y, z1; (v) x1, y, z; (vi) x+1, y+1/2, z; (vii) x+1, y+1/2, z+1; (viii) x+2, y1/2, z+1; (ix) x, y+1/2, z+1; (x) x1, y, z+1.
(200_K_whole-dataset) top
Crystal data top
C3H7NO6P·C3H6NO6P·3(H4N)·3(H2O)Z = 4
Mr = 475.30F(000) = 1008
Monoclinic, P21Dx = 1.607 Mg m3
Hall symbol: P 2ybMo Kα radiation, λ = 0.71073 Å
a = 7.855 (2) ÅCell parameters from 17710 reflections
b = 22.105 (4) ŵ = 0.30 mm1
c = 11.317 (3) ÅT = 200 K
β = 90.05 (2)°Plates, colourless
V = 1965.0 (8) Å30.40 × 0.18 × 0.10 mm
Data collection top
KM4CCD
diffractometer
16120 independent reflections
Radiation source: fine-focus sealed tube8153 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.034
/w scansθmax = 38.5°, θmin = 4.5°
Absorption correction: numerical
?
h = 1313
Tmin = 0.889, Tmax = 0.966k = 3828
45319 measured reflectionsl = 1919
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.044H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.092 w = 1/[σ2(Fo2) + (0.029P)2]
where P = (Fo2 + 2Fc2)/3
S = 1.01(Δ/σ)max = 0.007
16120 reflectionsΔρmax = 0.34 e Å3
619 parametersΔρmin = 0.41 e Å3
37 restraintsAbsolute structure: Flack H D (1983), Acta Cryst. A39, 876-881
Primary atom site location: structure-invariant direct methodsAbsolute structure parameter: 0.02 (5)
Crystal data top
C3H7NO6P·C3H6NO6P·3(H4N)·3(H2O)V = 1965.0 (8) Å3
Mr = 475.30Z = 4
Monoclinic, P21Mo Kα radiation
a = 7.855 (2) ŵ = 0.30 mm1
b = 22.105 (4) ÅT = 200 K
c = 11.317 (3) Å0.40 × 0.18 × 0.10 mm
β = 90.05 (2)°
Data collection top
KM4CCD
diffractometer
16120 independent reflections
Absorption correction: numerical
?
8153 reflections with I > 2σ(I)
Tmin = 0.889, Tmax = 0.966Rint = 0.034
45319 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.044H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.092Δρmax = 0.34 e Å3
S = 1.01Δρmin = 0.41 e Å3
16120 reflectionsAbsolute structure: Flack H D (1983), Acta Cryst. A39, 876-881
619 parametersAbsolute structure parameter: 0.02 (5)
37 restraints
Special details top

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
P10.25661 (7)0.05999 (3)0.13298 (5)0.01742 (16)
O110.6976 (3)0.17943 (8)0.38216 (15)0.0378 (4)
O210.27351 (19)0.06152 (7)0.00362 (13)0.0255 (4)
H2100.22990.09350.02970.031*
O310.77880 (19)0.08531 (7)0.34435 (13)0.0279 (4)
O410.43772 (16)0.08229 (6)0.18371 (12)0.0183 (3)
O510.12286 (17)0.10497 (7)0.17190 (13)0.0238 (4)
O610.23869 (18)0.00313 (7)0.17721 (14)0.0279 (4)
N10.7813 (2)0.10115 (8)0.10870 (16)0.0189 (4)
H1N10.89390.10260.12750.023*
H2N10.76750.11000.03070.023*
H3N10.74040.06340.12350.023*
C110.7232 (2)0.13588 (10)0.31376 (19)0.0179 (5)
C210.6863 (2)0.14612 (9)0.18152 (18)0.0169 (4)
H210.72680.18750.15970.020*
C310.4970 (2)0.14184 (9)0.15293 (19)0.0170 (4)
H3110.43320.17270.19830.020*
H3120.47820.14930.06770.020*
P21.23985 (6)0.41553 (3)0.11821 (5)0.01758 (12)
O120.71949 (19)0.39243 (7)0.09228 (14)0.0277 (4)
O221.22070 (19)0.41436 (7)0.25516 (13)0.0265 (3)
H2201.25620.38110.28130.032*
O320.7981 (2)0.29872 (8)0.13187 (14)0.0362 (4)
O421.05911 (16)0.39291 (6)0.06667 (12)0.0197 (3)
O521.25825 (18)0.47856 (7)0.07487 (14)0.0275 (4)
O621.37357 (17)0.37017 (7)0.08170 (13)0.0226 (3)
N20.7157 (2)0.37398 (9)0.14382 (15)0.0199 (4)
H1N20.60330.37300.12440.024*
H2N20.72840.36390.22130.024*
H3N20.75740.41190.13140.024*
C120.7721 (2)0.34165 (10)0.06240 (18)0.0176 (4)
C220.8105 (2)0.33013 (9)0.06924 (18)0.0170 (4)
H220.76970.28850.08940.020*
C320.9985 (2)0.33341 (9)0.09687 (19)0.0191 (5)
H3211.06100.30250.05080.023*
H3221.01760.32550.18190.023*
P31.25095 (6)0.41489 (2)0.38283 (5)0.01501 (11)
O130.8243 (2)0.30033 (8)0.63081 (14)0.0355 (4)
O230.72729 (18)0.39256 (7)0.59490 (14)0.0258 (4)
O331.06817 (16)0.39311 (6)0.43408 (12)0.0179 (3)
O431.27080 (18)0.47727 (7)0.43295 (13)0.0237 (3)
O531.23903 (17)0.41260 (7)0.24850 (13)0.0222 (3)
O631.38277 (16)0.36968 (7)0.42706 (13)0.0215 (3)
N30.7221 (2)0.37890 (8)0.36035 (15)0.0165 (4)
H1N30.60950.37750.37910.020*
H2N30.73550.37130.28190.020*
H3N30.76400.41630.37740.020*
C130.7857 (3)0.34281 (10)0.56377 (19)0.0188 (4)
C230.8159 (2)0.33254 (9)0.43017 (17)0.0146 (4)
H230.77130.29170.40850.017*
C331.0036 (2)0.33511 (9)0.39962 (19)0.0165 (4)
H3311.06570.30270.44180.020*
H3321.01940.32910.31360.020*
P40.25115 (7)0.06484 (2)0.63448 (5)0.01529 (14)
O140.77410 (19)0.08565 (7)0.84650 (14)0.0258 (4)
O240.6786 (2)0.17801 (8)0.88321 (15)0.0354 (4)
O340.43320 (16)0.08703 (6)0.68666 (13)0.0186 (3)
O440.23164 (18)0.00252 (7)0.68426 (13)0.0232 (4)
O540.11871 (17)0.10990 (6)0.67735 (14)0.0223 (3)
O640.26356 (18)0.06692 (7)0.50006 (13)0.0234 (4)
N40.7792 (2)0.10108 (8)0.61167 (15)0.0188 (4)
H1N40.89090.10110.63310.023*
H2N40.77020.11020.53350.023*
H3N40.73380.06380.62510.023*
C140.7170 (2)0.13568 (10)0.81524 (19)0.0197 (5)
C240.6857 (2)0.14695 (9)0.68233 (17)0.0142 (4)
H240.73050.18790.66170.017*
C340.4986 (2)0.14493 (9)0.6527 (2)0.0189 (4)
H3410.43750.17740.69550.023*
H3420.48190.15120.56680.023*
N110.0011 (2)0.48587 (11)0.1356 (2)0.0247 (4)
H11N0.077 (2)0.4910 (10)0.1955 (14)0.030*
H21N0.060 (3)0.5207 (6)0.130 (2)0.030*
H31N0.053 (3)0.4698 (10)0.0712 (13)0.030*
H41N0.069 (2)0.4559 (7)0.162 (2)0.030*
N210.4811 (3)0.48701 (10)0.1261 (2)0.0270 (4)
H12N0.564 (2)0.4624 (9)0.098 (2)0.032*
H22N0.437 (3)0.4899 (11)0.0520 (9)0.032*
H32N0.519 (3)0.5252 (4)0.140 (2)0.032*
H42N0.417 (2)0.4666 (9)0.1799 (16)0.032*
N310.0189 (3)0.49150 (10)0.6216 (2)0.0262 (4)
H13N0.084 (2)0.5176 (8)0.5786 (18)0.031*
H23N0.053 (2)0.5205 (8)0.649 (2)0.031*
H33N0.075 (3)0.4779 (10)0.6869 (12)0.031*
H43N0.002 (3)0.4543 (5)0.591 (2)0.031*
N410.4995 (3)0.49141 (10)0.61295 (19)0.0236 (4)
H14N0.570 (2)0.4591 (7)0.620 (2)0.028*
H24N0.4111 (19)0.4872 (10)0.5617 (16)0.028*
H34N0.576 (2)0.5182 (8)0.583 (2)0.028*
H44N0.478 (3)0.5069 (10)0.6857 (9)0.028*
N510.1398 (3)0.16472 (9)0.38481 (19)0.0278 (5)
H15N0.128 (3)0.1547 (11)0.3073 (7)0.033*
H25N0.0352 (14)0.1816 (10)0.395 (2)0.033*
H35N0.207 (3)0.1979 (7)0.376 (2)0.033*
H45N0.191 (3)0.1322 (7)0.4188 (19)0.033*
N610.3614 (3)0.31393 (10)0.13604 (19)0.0292 (5)
H16N0.372 (3)0.3312 (10)0.0635 (10)0.035*
H26N0.4639 (15)0.2984 (10)0.158 (2)0.035*
H36N0.285 (2)0.2828 (7)0.134 (2)0.035*
H46N0.349 (3)0.3490 (6)0.1770 (19)0.035*
O1W0.1431 (3)0.15660 (9)0.90069 (17)0.0397 (5)
H1010.127 (4)0.1392 (12)0.8377 (13)0.048*
H1020.214 (3)0.1837 (9)0.896 (3)0.048*
O2W0.3510 (3)0.32018 (9)0.64620 (17)0.0405 (5)
H2010.371 (4)0.3385 (11)0.5847 (14)0.049*
H2020.273 (2)0.2956 (10)0.644 (3)0.049*
O3W0.3904 (3)0.24330 (9)0.8939 (2)0.0504 (5)
H3010.477 (2)0.2243 (13)0.878 (3)0.060*
H3020.388 (4)0.2795 (3)0.879 (3)0.060*
O4W0.4084 (3)0.24879 (8)0.36482 (19)0.0436 (5)
H4010.5011 (18)0.2322 (12)0.373 (3)0.052*
H4020.410 (4)0.2855 (2)0.375 (3)0.052*
O5W0.1089 (2)0.23170 (9)0.6159 (2)0.0460 (5)
H5010.0139 (17)0.2469 (13)0.620 (3)0.055*
H5020.104 (4)0.1955 (3)0.631 (3)0.055*
O6W0.0882 (3)0.23178 (8)0.1409 (2)0.0479 (5)
H6010.006 (2)0.2535 (12)0.127 (3)0.057*
H6020.102 (4)0.1986 (7)0.110 (3)0.057*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
P10.0127 (2)0.0212 (4)0.0184 (3)0.0018 (2)0.0006 (2)0.0036 (2)
O110.0573 (12)0.0325 (10)0.0235 (10)0.0061 (9)0.0060 (8)0.0120 (8)
O210.0311 (8)0.0282 (10)0.0174 (8)0.0052 (7)0.0010 (6)0.0033 (7)
O310.0320 (9)0.0360 (10)0.0158 (8)0.0077 (7)0.0016 (7)0.0086 (8)
O410.0130 (6)0.0195 (8)0.0224 (8)0.0028 (6)0.0020 (6)0.0043 (6)
O510.0140 (7)0.0336 (9)0.0239 (9)0.0022 (6)0.0011 (6)0.0072 (7)
O610.0281 (8)0.0251 (10)0.0306 (10)0.0060 (7)0.0010 (7)0.0026 (7)
N10.0140 (8)0.0253 (10)0.0174 (10)0.0006 (7)0.0000 (7)0.0023 (8)
C110.0141 (9)0.0221 (11)0.0173 (12)0.0006 (8)0.0005 (8)0.0004 (9)
C210.0165 (9)0.0165 (10)0.0176 (11)0.0001 (8)0.0006 (8)0.0018 (9)
C310.0140 (9)0.0161 (10)0.0208 (11)0.0013 (8)0.0020 (8)0.0023 (9)
P20.0139 (2)0.0204 (3)0.0184 (3)0.0011 (3)0.0008 (2)0.0025 (2)
O120.0308 (8)0.0312 (9)0.0211 (9)0.0078 (7)0.0039 (7)0.0082 (7)
O220.0348 (8)0.0268 (9)0.0179 (8)0.0064 (8)0.0011 (6)0.0036 (7)
O320.0569 (11)0.0314 (10)0.0202 (9)0.0029 (9)0.0051 (8)0.0099 (8)
O420.0150 (7)0.0205 (7)0.0235 (8)0.0027 (6)0.0040 (6)0.0064 (6)
O520.0280 (8)0.0228 (8)0.0317 (10)0.0059 (7)0.0016 (7)0.0009 (8)
O620.0151 (7)0.0276 (8)0.0251 (8)0.0028 (6)0.0018 (6)0.0042 (7)
N20.0176 (9)0.0273 (10)0.0149 (9)0.0017 (8)0.0010 (7)0.0016 (8)
C120.0129 (9)0.0262 (12)0.0137 (11)0.0002 (8)0.0015 (8)0.0037 (9)
C220.0135 (9)0.0184 (10)0.0190 (11)0.0006 (8)0.0004 (8)0.0013 (9)
C320.0162 (10)0.0197 (11)0.0214 (11)0.0022 (8)0.0040 (8)0.0049 (9)
P30.0119 (2)0.0149 (3)0.0183 (3)0.0010 (2)0.0014 (2)0.0006 (2)
O130.0452 (11)0.0379 (11)0.0233 (9)0.0079 (9)0.0020 (8)0.0095 (8)
O230.0263 (8)0.0268 (9)0.0241 (9)0.0031 (7)0.0022 (6)0.0067 (7)
O330.0118 (6)0.0179 (7)0.0238 (8)0.0022 (5)0.0023 (5)0.0021 (6)
O430.0227 (7)0.0172 (7)0.0312 (9)0.0030 (6)0.0054 (6)0.0027 (7)
O530.0246 (7)0.0248 (8)0.0173 (8)0.0007 (7)0.0039 (6)0.0002 (7)
O630.0129 (7)0.0216 (8)0.0299 (9)0.0001 (6)0.0003 (6)0.0035 (7)
N30.0151 (8)0.0187 (9)0.0156 (9)0.0029 (7)0.0000 (7)0.0000 (7)
C130.0149 (9)0.0224 (11)0.0191 (12)0.0050 (8)0.0019 (8)0.0004 (9)
C230.0167 (9)0.0136 (10)0.0134 (10)0.0021 (8)0.0030 (7)0.0019 (8)
C330.0132 (9)0.0145 (10)0.0216 (11)0.0018 (8)0.0017 (8)0.0015 (9)
P40.0127 (2)0.0144 (3)0.0188 (3)0.0003 (2)0.0009 (2)0.0003 (2)
O140.0266 (8)0.0236 (9)0.0272 (9)0.0031 (7)0.0028 (7)0.0044 (7)
O240.0483 (11)0.0357 (10)0.0220 (10)0.0075 (9)0.0039 (8)0.0091 (8)
O340.0132 (6)0.0177 (8)0.0249 (8)0.0021 (6)0.0034 (6)0.0042 (6)
O440.0226 (7)0.0169 (8)0.0301 (9)0.0035 (6)0.0025 (6)0.0008 (7)
O540.0153 (7)0.0191 (8)0.0324 (10)0.0006 (6)0.0006 (6)0.0030 (7)
O640.0252 (8)0.0256 (9)0.0193 (9)0.0007 (6)0.0042 (6)0.0015 (7)
N40.0163 (8)0.0261 (10)0.0139 (9)0.0023 (7)0.0002 (7)0.0003 (8)
C140.0163 (10)0.0262 (12)0.0165 (12)0.0061 (9)0.0023 (8)0.0001 (9)
C240.0134 (9)0.0125 (9)0.0168 (11)0.0031 (7)0.0034 (8)0.0019 (8)
C340.0149 (9)0.0177 (10)0.0240 (12)0.0009 (8)0.0014 (8)0.0044 (9)
N110.0215 (10)0.0271 (11)0.0254 (11)0.0009 (8)0.0003 (8)0.0026 (9)
N210.0230 (10)0.0219 (11)0.0361 (12)0.0012 (9)0.0019 (8)0.0018 (10)
N310.0239 (10)0.0189 (10)0.0358 (12)0.0043 (8)0.0007 (8)0.0016 (9)
N410.0227 (10)0.0249 (11)0.0232 (11)0.0044 (8)0.0048 (8)0.0043 (9)
N510.0379 (12)0.0218 (11)0.0237 (11)0.0016 (9)0.0019 (9)0.0028 (9)
N610.0337 (11)0.0273 (12)0.0267 (11)0.0021 (9)0.0009 (9)0.0027 (9)
O1W0.0461 (11)0.0419 (12)0.0310 (11)0.0077 (9)0.0020 (9)0.0060 (9)
O2W0.0497 (12)0.0406 (12)0.0313 (11)0.0040 (9)0.0014 (9)0.0087 (9)
O3W0.0461 (12)0.0293 (12)0.0756 (15)0.0097 (10)0.0014 (11)0.0097 (11)
O4W0.0439 (12)0.0235 (10)0.0635 (13)0.0013 (9)0.0026 (10)0.0123 (10)
O5W0.0411 (12)0.0292 (11)0.0677 (14)0.0053 (10)0.0070 (10)0.0119 (11)
O6W0.0463 (12)0.0222 (10)0.0751 (16)0.0056 (9)0.0006 (11)0.0115 (11)
Geometric parameters (Å, º) top
P1—O611.4890 (17)P4—O541.5202 (15)
P1—O511.5124 (16)P4—O641.5251 (17)
P1—O211.5521 (17)P4—O341.6226 (14)
P1—O411.6108 (14)O14—C141.245 (3)
O11—C111.252 (3)O24—C141.248 (3)
O21—H2100.8400O34—C341.432 (2)
O31—C111.249 (2)N4—C241.486 (3)
O41—C311.439 (2)N4—H1N40.9100
N1—C211.492 (3)N4—H2N40.9100
N1—H1N10.9100N4—H3N40.9100
N1—H2N10.9100C14—C241.544 (3)
N1—H3N10.9100C24—C341.508 (3)
C11—C211.541 (3)C24—H241.0000
C21—C311.525 (3)C34—H3410.9900
C21—H211.0000C34—H3420.9900
C31—H3110.9900N11—H11N0.911 (3)
C31—H3120.9900N11—H21N0.909 (3)
P2—O521.4841 (17)N11—H31N0.908 (3)
P2—O621.5094 (15)N11—H41N0.910 (3)
P2—O221.5573 (17)N21—H12N0.909 (3)
P2—O421.6146 (14)N21—H22N0.911 (3)
O12—C121.243 (2)N21—H32N0.909 (3)
O22—H2200.8400N21—H42N0.911 (3)
O32—C121.249 (3)N31—H13N0.910 (3)
O42—C321.440 (2)N31—H23N0.909 (3)
N2—C221.485 (3)N31—H33N0.910 (3)
N2—H1N20.9100N31—H43N0.909 (3)
N2—H2N20.9100N41—H14N0.909 (3)
N2—H3N20.9100N41—H24N0.910 (3)
C12—C221.541 (3)N41—H34N0.910 (3)
C22—C321.511 (3)N41—H44N0.908 (3)
C22—H221.0000N51—H15N0.910 (3)
C32—H3210.9900N51—H25N0.910 (3)
C32—H3220.9900N51—H35N0.910 (3)
P3—O431.4990 (16)N51—H45N0.910 (3)
P3—O631.5234 (15)N61—H16N0.910 (3)
P3—O531.5239 (16)N61—H26N0.910 (3)
P3—O331.6220 (14)N61—H36N0.911 (3)
O13—C131.244 (3)N61—H46N0.909 (3)
O23—C131.243 (2)O1W—H1010.820 (2)
O33—C331.433 (2)O1W—H1020.820 (2)
N3—C231.489 (2)O2W—H2010.820 (2)
N3—H1N30.9100O2W—H2020.820 (2)
N3—H2N30.9100O3W—H3010.820 (2)
N3—H3N30.9100O3W—H3020.819 (2)
C13—C231.547 (3)O4W—H4010.820 (2)
C23—C331.515 (3)O4W—H4020.819 (2)
C23—H231.0000O5W—H5010.820 (2)
C33—H3310.9900O5W—H5020.819 (2)
C33—H3320.9900O6W—H6010.820 (2)
P4—O441.4962 (16)O6W—H6020.819 (2)
O61—P1—O51116.89 (9)C33—C23—H23108.6
O61—P1—O21111.31 (9)C13—C23—H23108.6
O51—P1—O21109.62 (9)O33—C33—C23108.40 (15)
O61—P1—O41104.52 (8)O33—C33—H331110.0
O51—P1—O41107.97 (8)C23—C33—H331110.0
O21—P1—O41105.79 (9)O33—C33—H332110.0
P1—O21—H210109.5C23—C33—H332110.0
C31—O41—P1118.65 (12)H331—C33—H332108.4
C21—N1—H1N1109.5O44—P4—O54114.38 (8)
C21—N1—H2N1109.5O44—P4—O64114.21 (9)
H1N1—N1—H2N1109.5O54—P4—O64110.05 (9)
C21—N1—H3N1109.5O44—P4—O34103.40 (8)
H1N1—N1—H3N1109.5O54—P4—O34106.79 (8)
H2N1—N1—H3N1109.5O64—P4—O34107.27 (8)
O31—C11—O11125.0 (2)C34—O34—P4119.25 (12)
O31—C11—C21117.78 (19)C24—N4—H1N4109.5
O11—C11—C21117.23 (19)C24—N4—H2N4109.5
N1—C21—C31109.24 (16)H1N4—N4—H2N4109.5
N1—C21—C11110.20 (16)C24—N4—H3N4109.5
C31—C21—C11112.29 (16)H1N4—N4—H3N4109.5
N1—C21—H21108.3H2N4—N4—H3N4109.5
C31—C21—H21108.3O14—C14—O24125.3 (2)
C11—C21—H21108.3O14—C14—C24118.50 (19)
O41—C31—C21108.73 (15)O24—C14—C24116.2 (2)
O41—C31—H311109.9N4—C24—C34110.01 (15)
C21—C31—H311109.9N4—C24—C14109.62 (16)
O41—C31—H312109.9C34—C24—C14111.49 (16)
C21—C31—H312109.9N4—C24—H24108.5
H311—C31—H312108.3C34—C24—H24108.5
O52—P2—O62117.75 (9)C14—C24—H24108.5
O52—P2—O22110.71 (9)O34—C34—C24108.44 (15)
O62—P2—O22109.15 (9)O34—C34—H341110.0
O52—P2—O42104.87 (8)C24—C34—H341110.0
O62—P2—O42107.90 (8)O34—C34—H342110.0
O22—P2—O42105.68 (9)C24—C34—H342110.0
P2—O22—H220109.5H341—C34—H342108.4
C32—O42—P2119.20 (12)H11N—N11—H21N107 (2)
C22—N2—H1N2109.5H11N—N11—H31N111 (2)
C22—N2—H2N2109.5H21N—N11—H31N121 (2)
H1N2—N2—H2N2109.5H11N—N11—H41N104 (2)
C22—N2—H3N2109.5H21N—N11—H41N109 (2)
H1N2—N2—H3N2109.5H31N—N11—H41N104 (2)
H2N2—N2—H3N2109.5H12N—N21—H22N89 (2)
O12—C12—O32124.7 (2)H12N—N21—H32N112 (2)
O12—C12—C22118.52 (19)H22N—N21—H32N103 (2)
O32—C12—C22116.80 (19)H12N—N21—H42N110 (2)
N2—C22—C32109.91 (16)H22N—N21—H42N116 (2)
N2—C22—C12110.06 (16)H32N—N21—H42N122 (2)
C32—C22—C12112.59 (16)H13N—N31—H23N95 (2)
N2—C22—H22108.0H13N—N31—H33N112 (2)
C32—C22—H22108.0H23N—N31—H33N105 (2)
C12—C22—H22108.0H13N—N31—H43N118 (2)
O42—C32—C22108.53 (16)H23N—N31—H43N131 (2)
O42—C32—H321110.0H33N—N31—H43N96 (2)
C22—C32—H321110.0H14N—N41—H24N116 (2)
O42—C32—H322110.0H14N—N41—H34N98 (2)
C22—C32—H322110.0H24N—N41—H34N109 (2)
H321—C32—H322108.4H14N—N41—H44N110 (2)
O43—P3—O63114.12 (8)H24N—N41—H44N118 (2)
O43—P3—O53114.48 (9)H34N—N41—H44N103 (2)
O63—P3—O53110.31 (8)H15N—N51—H25N98 (2)
O43—P3—O33103.27 (8)H15N—N51—H35N98 (2)
O63—P3—O33106.82 (8)H25N—N51—H35N102 (2)
O53—P3—O33107.05 (8)H15N—N51—H45N105 (2)
C33—O33—P3118.79 (12)H25N—N51—H45N132 (2)
C23—N3—H1N3109.5H35N—N51—H45N115 (2)
C23—N3—H2N3109.5H16N—N61—H26N109 (2)
H1N3—N3—H2N3109.5H16N—N61—H36N111 (2)
C23—N3—H3N3109.5H26N—N61—H36N108 (2)
H1N3—N3—H3N3109.5H16N—N61—H46N96 (2)
H2N3—N3—H3N3109.5H26N—N61—H46N106 (2)
O23—C13—O13125.8 (2)H36N—N61—H46N126 (2)
O23—C13—C23117.62 (19)H101—O1W—H102113 (3)
O13—C13—C23116.59 (19)H201—O2W—H202117 (3)
N3—C23—C33109.53 (15)H301—O3W—H302118 (3)
N3—C23—C13109.97 (15)H401—O4W—H402115 (3)
C33—C23—C13111.56 (16)H501—O5W—H502110 (3)
N3—C23—H23108.6H601—O6W—H602123 (3)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O21—H210···O1Wi0.841.742.576 (3)174
N1—H1N1···O51ii0.911.872.777 (2)178
N1—H2N1···O14i0.912.152.987 (2)152
N1—H2N1···O24i0.912.353.169 (3)149
N1—H3N1···O52iii0.911.952.754 (2)146
O22—H220···O2Wiv0.841.742.575 (3)170
N2—H1N2···O62v0.911.872.780 (2)179
N2—H2N2···O23i0.912.172.987 (2)148
N2—H2N2···O13i0.912.313.144 (3)152
N2—H3N2···O61vi0.911.952.766 (2)148
N3—H1N3···O63v0.911.872.779 (2)175
N3—H2N3···O120.912.203.048 (2)155
N3—H2N3···O320.912.393.191 (2)147
N3—H3N3···O44vii0.912.032.803 (2)142
N4—H1N4···O54ii0.911.872.775 (2)174
N4—H2N4···O310.912.213.045 (2)152
N4—H2N4···O110.912.373.187 (3)150
N4—H3N4···O43viii0.912.022.811 (2)144
N11—H11N···O44ix0.91 (1)1.84 (1)2.753 (3)179 (2)
N11—H21N···O14vii0.91 (1)1.96 (1)2.843 (3)165 (2)
N11—H31N···O42v0.91 (1)2.47 (2)3.113 (3)128 (2)
N11—H31N···O12v0.91 (1)2.48 (2)3.053 (3)121 (2)
N11—H41N···O53v0.91 (1)1.91 (1)2.794 (3)162 (2)
N21—H12N···O120.91 (1)1.97 (1)2.833 (3)158 (2)
N21—H22N···O52v0.91 (1)2.02 (1)2.875 (3)156 (2)
N21—H32N···O34vii0.91 (1)2.42 (2)3.135 (3)136 (2)
N21—H42N···O53v0.91 (1)2.00 (1)2.871 (3)161 (2)
N31—H13N···O64ix0.91 (1)2.00 (1)2.892 (3)169 (2)
N31—H23N···O31vii0.91 (1)1.95 (1)2.829 (3)162 (2)
N31—H33N···O61ix0.91 (1)2.05 (1)2.861 (3)148 (2)
N31—H43N···O33v0.91 (1)2.29 (1)3.115 (3)151 (2)
N41—H14N···O230.91 (1)1.94 (1)2.832 (3)167 (2)
N41—H24N···O43v0.91 (1)1.84 (1)2.733 (3)167 (2)
N41—H34N···O64vii0.91 (1)1.91 (1)2.809 (3)172 (2)
N41—H44N···O41vii0.91 (1)2.33 (2)3.094 (3)142 (2)
N51—H15N···O510.91 (1)1.89 (1)2.751 (3)158 (2)
N51—H15N···O6W0.91 (1)2.56 (2)3.159 (3)124 (2)
N51—H25N···O11v0.91 (1)2.66 (1)3.489 (3)152 (2)
N51—H35N···O4W0.91 (1)1.95 (1)2.821 (3)161 (2)
N51—H45N···O640.91 (1)1.80 (1)2.705 (3)171 (2)
N61—H16N···O62v0.91 (1)1.86 (1)2.762 (3)174 (2)
N61—H26N···O320.91 (1)2.64 (1)3.447 (3)148 (2)
N61—H36N···O6W0.91 (1)1.92 (1)2.812 (3)167 (2)
N61—H46N···O53v0.91 (1)1.84 (1)2.703 (3)158 (2)
O1W—H101···O540.82 (1)1.93 (1)2.737 (3)169 (3)
O1W—H102···O3W0.82 (1)1.91 (1)2.730 (3)175 (3)
O2W—H201···O63v0.82 (1)1.92 (1)2.722 (2)168 (3)
O2W—H202···O5W0.82 (1)1.94 (1)2.749 (3)170 (3)
O3W—H301···O240.82 (1)1.89 (1)2.688 (3)166 (3)
O3W—H302···O62x0.82 (1)2.05 (1)2.821 (3)156 (3)
O4W—H401···O110.82 (1)1.94 (1)2.748 (3)169 (3)
O4W—H402···O63v0.82 (1)1.96 (1)2.771 (2)168 (3)
O5W—H501···O13v0.82 (1)1.91 (1)2.707 (3)166 (3)
O5W—H502···O540.82 (1)1.97 (1)2.782 (2)173 (3)
O6W—H601···O32v0.82 (1)1.92 (1)2.719 (3)166 (3)
O6W—H602···O1Wi0.82 (1)2.56 (2)3.216 (3)138 (3)
N21—H32N···O21vi0.91 (1)2.38 (2)2.890 (3)115 (2)
O6W—H602···O510.82 (1)2.19 (2)2.838 (3)136 (3)
Symmetry codes: (i) x, y, z1; (ii) x+1, y, z; (iii) x+2, y1/2, z; (iv) x+1, y, z1; (v) x1, y, z; (vi) x+1, y+1/2, z; (vii) x+1, y+1/2, z+1; (viii) x+2, y1/2, z+1; (ix) x, y+1/2, z+1; (x) x1, y, z+1.
(250_K_whole-dataset) top
Crystal data top
C3H7NO6P·C3H6NO6P·3(H4N)·3(H2O)Z = 4
Mr = 475.30F(000) = 1008
Monoclinic, P21Dx = 1.601 Mg m3
Hall symbol: P 2ybMo Kα radiation, λ = 0.71073 Å
a = 7.861 (2) ÅCell parameters from 17710 reflections
b = 22.163 (4) ŵ = 0.30 mm1
c = 11.315 (3) ÅT = 250 K
β = 90.06 (2)°Plates, colourless
V = 1971.3 (8) Å30.40 × 0.18 × 0.10 mm
Data collection top
KM4CCD
diffractometer
16208 independent reflections
Radiation source: fine-focus sealed tube9135 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.031
/w scansθmax = 38.5°, θmin = 4.5°
Absorption correction: numerical
?
h = 1313
Tmin = 0.889, Tmax = 0.966k = 3827
47886 measured reflectionsl = 1919
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.047H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.122 w = 1/[σ2(Fo2) + (0.051P)2]
where P = (Fo2 + 2Fc2)/3
S = 1.01(Δ/σ)max = 0.008
16208 reflectionsΔρmax = 0.36 e Å3
619 parametersΔρmin = 0.42 e Å3
37 restraintsAbsolute structure: Flack H D (1983), Acta Cryst. A39, 876-881
Primary atom site location: structure-invariant direct methodsAbsolute structure parameter: 0.12 (6)
Crystal data top
C3H7NO6P·C3H6NO6P·3(H4N)·3(H2O)V = 1971.3 (8) Å3
Mr = 475.30Z = 4
Monoclinic, P21Mo Kα radiation
a = 7.861 (2) ŵ = 0.30 mm1
b = 22.163 (4) ÅT = 250 K
c = 11.315 (3) Å0.40 × 0.18 × 0.10 mm
β = 90.06 (2)°
Data collection top
KM4CCD
diffractometer
16208 independent reflections
Absorption correction: numerical
?
9135 reflections with I > 2σ(I)
Tmin = 0.889, Tmax = 0.966Rint = 0.031
47886 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.047H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.122Δρmax = 0.36 e Å3
S = 1.01Δρmin = 0.42 e Å3
16208 reflectionsAbsolute structure: Flack H D (1983), Acta Cryst. A39, 876-881
619 parametersAbsolute structure parameter: 0.12 (6)
37 restraints
Special details top

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
P10.25753 (6)0.05967 (2)0.13338 (5)0.01978 (16)
O110.6987 (3)0.17942 (8)0.38121 (16)0.0439 (5)
O210.2735 (2)0.06121 (7)0.00346 (13)0.0294 (4)
H2100.25380.09590.02760.035*
O310.7792 (2)0.08563 (8)0.34436 (14)0.0333 (4)
O410.43869 (16)0.08202 (6)0.18345 (13)0.0218 (3)
O510.12389 (17)0.10438 (7)0.17230 (13)0.0277 (4)
O610.2412 (2)0.00330 (7)0.17726 (15)0.0329 (4)
N10.7820 (2)0.10110 (8)0.10885 (15)0.0206 (3)
H1N10.89320.10300.12730.025*
H2N10.76790.10960.03170.025*
H3N10.74260.06380.12390.025*
C110.7238 (2)0.13596 (10)0.31375 (17)0.0205 (4)
C210.6864 (2)0.14569 (9)0.18100 (17)0.0188 (4)
H210.72640.18650.15920.023*
C310.4975 (2)0.14164 (9)0.15224 (19)0.0206 (4)
H3110.43440.17210.19700.025*
H3120.47900.14900.06780.025*
P21.23868 (6)0.41573 (3)0.11815 (5)0.01977 (11)
O120.7186 (2)0.39208 (8)0.09214 (14)0.0332 (4)
O221.2199 (2)0.41455 (8)0.25532 (13)0.0312 (3)
H2201.26580.38370.28190.037*
O320.7974 (3)0.29873 (8)0.13111 (15)0.0418 (4)
O421.05800 (17)0.39311 (6)0.06684 (13)0.0228 (3)
O521.2560 (2)0.47844 (7)0.07472 (15)0.0321 (4)
O621.37220 (17)0.37081 (7)0.08148 (13)0.0272 (3)
N20.7149 (2)0.37409 (9)0.14392 (15)0.0226 (4)
H1N20.60360.37260.12570.027*
H2N20.72900.36480.22070.027*
H3N20.75480.41150.13030.027*
C120.7715 (2)0.34170 (10)0.06221 (17)0.0212 (4)
C220.8092 (2)0.33039 (9)0.07010 (17)0.0186 (4)
H220.76890.28930.09040.022*
C320.9982 (2)0.33384 (9)0.09759 (18)0.0218 (4)
H3211.06010.30330.05200.026*
H3221.01750.32620.18180.026*
P31.25085 (6)0.41477 (2)0.38253 (4)0.01722 (11)
O130.8251 (2)0.30062 (8)0.62976 (15)0.0402 (4)
O230.7284 (2)0.39247 (8)0.59503 (14)0.0300 (4)
O331.06780 (16)0.39327 (6)0.43280 (12)0.0204 (3)
O431.27019 (19)0.47686 (7)0.43278 (14)0.0281 (3)
O531.23973 (18)0.41253 (7)0.24824 (13)0.0258 (3)
O631.38268 (17)0.36962 (7)0.42688 (13)0.0245 (3)
N30.7212 (2)0.37932 (8)0.36002 (14)0.0197 (3)
H1N30.61100.37900.38160.024*
H2N30.72940.37090.28240.024*
H3N30.76590.41600.37430.024*
C130.7861 (3)0.34286 (10)0.56345 (18)0.0216 (4)
C230.8161 (2)0.33294 (8)0.42928 (16)0.0166 (4)
H230.77170.29260.40760.020*
C331.0028 (2)0.33533 (9)0.39845 (18)0.0191 (4)
H3311.06430.30330.44020.023*
H3321.01810.32940.31330.023*
P40.25138 (6)0.06508 (2)0.63438 (5)0.01718 (13)
O140.7726 (2)0.08568 (7)0.84682 (15)0.0298 (4)
O240.6779 (3)0.17789 (8)0.88270 (15)0.0410 (4)
O340.43350 (17)0.08730 (6)0.68574 (12)0.0216 (3)
O440.23221 (19)0.00276 (7)0.68460 (14)0.0268 (3)
O540.11892 (17)0.10976 (7)0.67757 (14)0.0259 (3)
O640.26289 (19)0.06707 (7)0.50017 (13)0.0262 (3)
N40.7800 (2)0.10069 (8)0.61161 (15)0.0214 (4)
H1N40.89040.10090.63250.026*
H2N40.77050.10950.53420.026*
H3N40.73550.06390.62550.026*
C140.7164 (2)0.13568 (10)0.81519 (18)0.0222 (4)
C240.6866 (2)0.14652 (8)0.68190 (16)0.0170 (4)
H240.73120.18690.66130.020*
C340.4994 (2)0.14464 (9)0.65217 (18)0.0206 (4)
H3410.43920.17670.69460.025*
H3420.48300.15090.56720.025*
O1W0.1442 (3)0.15636 (10)0.90106 (18)0.0459 (5)
H1010.120 (4)0.1429 (13)0.8358 (12)0.055*
H1020.214 (3)0.1837 (10)0.893 (3)0.055*
O2W0.3502 (3)0.32032 (10)0.64632 (18)0.0458 (5)
H2010.375 (4)0.3438 (11)0.5931 (19)0.055*
H2020.275 (3)0.2946 (10)0.647 (3)0.055*
O3W0.3903 (3)0.24343 (9)0.8940 (2)0.0556 (6)
H3010.471 (3)0.2209 (12)0.881 (3)0.067*
H3020.387 (5)0.2801 (2)0.903 (3)0.067*
O4W0.4100 (3)0.24912 (9)0.3641 (2)0.0484 (5)
H4010.5050 (17)0.2340 (13)0.369 (3)0.058*
H4020.400 (4)0.2853 (4)0.378 (3)0.058*
O5W0.1080 (3)0.23188 (9)0.6149 (2)0.0516 (5)
H5010.015 (2)0.2476 (15)0.625 (3)0.062*
H5020.101 (4)0.1956 (3)0.628 (3)0.062*
O6W0.0869 (3)0.23137 (9)0.1416 (2)0.0541 (6)
H6010.005 (3)0.2519 (14)0.121 (3)0.065*
H6020.070 (5)0.2062 (12)0.090 (2)0.065*
N110.0010 (3)0.48584 (11)0.1360 (2)0.0287 (4)
H11N0.079 (2)0.4875 (11)0.1954 (15)0.034*
H21N0.061 (3)0.5205 (7)0.135 (2)0.034*
H31N0.047 (3)0.4685 (10)0.0707 (13)0.034*
H41N0.082 (2)0.4585 (8)0.151 (2)0.034*
N210.4818 (3)0.48693 (10)0.1269 (2)0.0308 (4)
H12N0.561 (2)0.4625 (10)0.094 (2)0.037*
H22N0.430 (3)0.4906 (12)0.0554 (11)0.037*
H32N0.533 (3)0.5157 (8)0.1717 (19)0.037*
H42N0.404 (2)0.4662 (10)0.1710 (19)0.037*
N310.0191 (3)0.49157 (10)0.6208 (2)0.0290 (4)
H13N0.082 (3)0.5140 (10)0.5697 (17)0.035*
H23N0.049 (3)0.5217 (8)0.648 (2)0.035*
H33N0.076 (3)0.4807 (11)0.6875 (13)0.035*
H43N0.009 (3)0.4602 (8)0.5727 (18)0.035*
N410.4999 (3)0.49163 (10)0.61198 (19)0.0271 (4)
H14N0.578 (2)0.4613 (8)0.616 (2)0.033*
H24N0.4064 (19)0.4864 (11)0.5656 (18)0.033*
H34N0.575 (2)0.5184 (8)0.581 (2)0.033*
H44N0.481 (3)0.4991 (11)0.6897 (6)0.033*
N510.1396 (3)0.16470 (10)0.38432 (19)0.0330 (5)
H15N0.144 (3)0.1557 (12)0.3059 (6)0.040*
H25N0.0454 (19)0.1877 (9)0.396 (2)0.040*
H35N0.205 (3)0.1970 (8)0.365 (2)0.040*
H45N0.192 (3)0.1316 (7)0.415 (2)0.040*
N610.3604 (3)0.31310 (10)0.13534 (19)0.0349 (5)
H16N0.373 (3)0.3327 (10)0.0653 (12)0.042*
H26N0.4595 (17)0.3005 (11)0.169 (2)0.042*
H36N0.284 (3)0.2822 (8)0.132 (2)0.042*
H46N0.368 (3)0.3477 (7)0.178 (2)0.042*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
P10.0146 (2)0.0234 (4)0.0213 (3)0.0017 (2)0.00079 (19)0.0040 (2)
O110.0637 (13)0.0399 (11)0.0280 (9)0.0078 (10)0.0053 (8)0.0127 (8)
O210.0368 (8)0.0322 (10)0.0192 (8)0.0036 (7)0.0014 (6)0.0046 (6)
O310.0391 (9)0.0402 (10)0.0206 (8)0.0099 (8)0.0001 (7)0.0120 (7)
O410.0149 (6)0.0216 (7)0.0289 (8)0.0036 (5)0.0035 (5)0.0063 (6)
O510.0169 (6)0.0391 (9)0.0271 (8)0.0037 (6)0.0001 (6)0.0080 (7)
O610.0355 (9)0.0262 (9)0.0370 (10)0.0078 (7)0.0008 (7)0.0037 (7)
N10.0178 (7)0.0281 (9)0.0158 (8)0.0005 (7)0.0008 (6)0.0011 (7)
C110.0179 (8)0.0254 (10)0.0182 (10)0.0004 (8)0.0003 (7)0.0010 (8)
C210.0174 (8)0.0192 (9)0.0199 (9)0.0000 (7)0.0006 (7)0.0002 (7)
C310.0158 (8)0.0189 (9)0.0270 (11)0.0007 (7)0.0025 (7)0.0032 (8)
P20.0158 (2)0.0229 (3)0.0206 (3)0.0010 (2)0.00058 (18)0.0028 (2)
O120.0377 (9)0.0379 (9)0.0239 (8)0.0098 (8)0.0040 (7)0.0099 (7)
O220.0372 (8)0.0348 (9)0.0216 (8)0.0074 (8)0.0014 (6)0.0042 (7)
O320.0613 (12)0.0396 (11)0.0245 (9)0.0051 (9)0.0064 (8)0.0108 (7)
O420.0170 (6)0.0239 (7)0.0276 (8)0.0036 (6)0.0045 (5)0.0065 (6)
O520.0329 (9)0.0267 (8)0.0369 (10)0.0070 (7)0.0007 (7)0.0008 (7)
O620.0172 (7)0.0352 (9)0.0290 (8)0.0034 (6)0.0008 (6)0.0063 (7)
N20.0188 (8)0.0318 (10)0.0171 (8)0.0008 (7)0.0014 (6)0.0021 (7)
C120.0164 (9)0.0300 (11)0.0172 (10)0.0007 (8)0.0025 (7)0.0003 (8)
C220.0171 (8)0.0194 (9)0.0192 (9)0.0004 (7)0.0012 (7)0.0021 (7)
C320.0167 (9)0.0238 (10)0.0249 (10)0.0025 (8)0.0068 (8)0.0054 (8)
P30.0130 (2)0.0175 (2)0.0212 (3)0.0010 (2)0.00053 (18)0.0008 (2)
O130.0496 (11)0.0433 (11)0.0277 (9)0.0081 (9)0.0036 (8)0.0116 (8)
O230.0310 (8)0.0336 (9)0.0253 (8)0.0038 (7)0.0012 (6)0.0094 (7)
O330.0127 (6)0.0205 (7)0.0280 (8)0.0019 (5)0.0035 (5)0.0042 (6)
O430.0246 (7)0.0212 (7)0.0386 (10)0.0023 (6)0.0060 (7)0.0049 (7)
O530.0287 (7)0.0294 (8)0.0193 (7)0.0008 (7)0.0025 (6)0.0020 (7)
O630.0150 (6)0.0239 (7)0.0345 (8)0.0012 (6)0.0005 (6)0.0047 (6)
N30.0170 (7)0.0237 (9)0.0184 (8)0.0016 (7)0.0011 (6)0.0005 (7)
C130.0180 (9)0.0262 (10)0.0206 (10)0.0041 (8)0.0019 (7)0.0006 (8)
C230.0158 (8)0.0176 (9)0.0165 (9)0.0019 (7)0.0015 (7)0.0014 (7)
C330.0140 (8)0.0183 (9)0.0251 (10)0.0017 (7)0.0023 (7)0.0017 (8)
P40.0142 (2)0.0161 (3)0.0212 (3)0.00002 (19)0.00114 (19)0.0001 (2)
O140.0302 (8)0.0300 (9)0.0291 (8)0.0040 (7)0.0031 (6)0.0073 (7)
O240.0530 (12)0.0443 (11)0.0256 (9)0.0103 (9)0.0032 (8)0.0134 (8)
O340.0167 (6)0.0231 (8)0.0249 (8)0.0030 (5)0.0045 (5)0.0045 (6)
O440.0262 (7)0.0178 (7)0.0365 (9)0.0034 (6)0.0047 (6)0.0014 (6)
O540.0171 (6)0.0233 (7)0.0373 (9)0.0019 (6)0.0023 (6)0.0049 (7)
O640.0298 (7)0.0281 (8)0.0206 (8)0.0010 (7)0.0050 (6)0.0011 (6)
N40.0160 (7)0.0268 (9)0.0214 (9)0.0027 (7)0.0000 (6)0.0016 (7)
C140.0168 (8)0.0295 (11)0.0204 (10)0.0045 (8)0.0027 (7)0.0008 (8)
C240.0143 (8)0.0171 (8)0.0196 (9)0.0036 (7)0.0036 (7)0.0030 (7)
C340.0166 (8)0.0210 (10)0.0243 (10)0.0013 (7)0.0032 (7)0.0046 (8)
O1W0.0534 (12)0.0457 (12)0.0386 (11)0.0068 (9)0.0034 (9)0.0065 (9)
O2W0.0564 (13)0.0452 (13)0.0357 (10)0.0048 (10)0.0055 (9)0.0051 (9)
O3W0.0529 (13)0.0343 (12)0.0796 (16)0.0122 (10)0.0019 (11)0.0111 (11)
O4W0.0518 (13)0.0272 (10)0.0662 (13)0.0018 (9)0.0040 (11)0.0103 (10)
O5W0.0482 (12)0.0319 (10)0.0748 (15)0.0073 (10)0.0102 (11)0.0144 (11)
O6W0.0524 (13)0.0286 (10)0.0813 (17)0.0034 (10)0.0013 (12)0.0093 (11)
N110.0226 (9)0.0321 (11)0.0314 (11)0.0005 (8)0.0026 (7)0.0046 (9)
N210.0235 (9)0.0284 (11)0.0406 (11)0.0017 (8)0.0005 (8)0.0009 (9)
N310.0268 (10)0.0232 (10)0.0369 (11)0.0042 (8)0.0016 (8)0.0015 (8)
N410.0261 (9)0.0280 (10)0.0272 (10)0.0023 (8)0.0031 (8)0.0008 (9)
N510.0449 (12)0.0259 (11)0.0282 (10)0.0002 (9)0.0035 (9)0.0020 (9)
N610.0436 (12)0.0321 (12)0.0290 (11)0.0024 (10)0.0008 (9)0.0045 (9)
Geometric parameters (Å, º) top
P1—O611.4871 (17)P4—O541.5181 (15)
P1—O511.5100 (16)P4—O641.5220 (17)
P1—O211.5540 (17)P4—O341.6211 (14)
P1—O411.6102 (14)O14—C141.246 (3)
O11—C111.245 (3)O24—C141.245 (3)
O21—H2100.8300O34—C341.424 (2)
O31—C111.247 (3)N4—C241.485 (3)
O41—C311.444 (2)N4—H1N40.9000
N1—C211.486 (3)N4—H2N40.9000
N1—H1N10.9000N4—H3N40.9000
N1—H2N10.9000C14—C241.545 (3)
N1—H3N10.9000C24—C341.510 (3)
C11—C211.545 (3)C24—H240.9900
C21—C311.523 (3)C34—H3410.9800
C21—H210.9900C34—H3420.9800
C31—H3110.9800O1W—H1010.820 (2)
C31—H3120.9800O1W—H1020.820 (2)
P2—O521.4804 (18)O2W—H2010.820 (2)
P2—O621.5046 (16)O2W—H2020.820 (2)
P2—O221.5591 (16)O3W—H3010.820 (2)
P2—O421.6147 (14)O3W—H3020.819 (2)
O12—C121.239 (3)O4W—H4010.820 (2)
O22—H2200.8300O4W—H4020.820 (2)
O32—C121.247 (3)O5W—H5010.820 (2)
O42—C321.438 (2)O5W—H5020.819 (2)
N2—C221.478 (3)O6W—H6010.820 (2)
N2—H1N20.9000O6W—H6020.819 (2)
N2—H2N20.9000N11—H11N0.911 (3)
N2—H3N20.9000N11—H21N0.910 (3)
C12—C221.547 (3)N11—H31N0.909 (3)
C22—C321.520 (3)N11—H41N0.909 (3)
C22—H220.9900N21—H12N0.909 (3)
C32—H3210.9800N21—H22N0.910 (3)
C32—H3220.9800N21—H32N0.910 (3)
P3—O431.4964 (16)N21—H42N0.911 (3)
P3—O531.5227 (16)N31—H13N0.909 (3)
P3—O631.5252 (15)N31—H23N0.909 (3)
P3—O331.6195 (14)N31—H33N0.909 (3)
O13—C131.238 (3)N31—H43N0.909 (3)
O23—C131.242 (3)N41—H14N0.910 (3)
O33—C331.436 (2)N41—H24N0.910 (3)
N3—C231.492 (2)N41—H34N0.910 (3)
N3—H1N30.9000N41—H44N0.908 (3)
N3—H2N30.9000N51—H15N0.910 (3)
N3—H3N30.9000N51—H25N0.910 (3)
C13—C231.552 (3)N51—H35N0.910 (3)
C23—C331.510 (3)N51—H45N0.910 (3)
C23—H230.9900N61—H16N0.910 (3)
C33—H3310.9800N61—H26N0.910 (3)
C33—H3320.9800N61—H36N0.911 (3)
P4—O441.5012 (16)N61—H46N0.909 (3)
O61—P1—O51117.26 (9)C33—C23—H23108.4
O61—P1—O21111.12 (9)C13—C23—H23108.4
O51—P1—O21109.46 (9)O33—C33—C23108.33 (15)
O61—P1—O41104.36 (9)O33—C33—H331110.0
O51—P1—O41108.11 (9)C23—C33—H331110.0
O21—P1—O41105.75 (9)O33—C33—H332110.0
P1—O21—H210109.5C23—C33—H332110.0
C31—O41—P1118.60 (11)H331—C33—H332108.4
C21—N1—H1N1109.5O44—P4—O54114.15 (9)
C21—N1—H2N1109.5O44—P4—O64114.23 (9)
H1N1—N1—H2N1109.5O54—P4—O64110.11 (9)
C21—N1—H3N1109.5O44—P4—O34103.46 (8)
H1N1—N1—H3N1109.5O54—P4—O34106.99 (8)
H2N1—N1—H3N1109.5O64—P4—O34107.19 (8)
O11—C11—O31125.3 (2)C34—O34—P4119.78 (12)
O11—C11—C21117.25 (19)C24—N4—H1N4109.5
O31—C11—C21117.45 (18)C24—N4—H2N4109.5
N1—C21—C31109.68 (15)H1N4—N4—H2N4109.5
N1—C21—C11110.21 (16)C24—N4—H3N4109.5
C31—C21—C11112.58 (16)H1N4—N4—H3N4109.5
N1—C21—H21108.1H2N4—N4—H3N4109.5
C31—C21—H21108.1O24—C14—O14125.3 (2)
C11—C21—H21108.1O24—C14—C24116.46 (19)
O41—C31—C21108.30 (15)O14—C14—C24118.18 (19)
O41—C31—H311110.0N4—C24—C34110.12 (15)
C21—C31—H311110.0N4—C24—C14110.02 (16)
O41—C31—H312110.0C34—C24—C14111.08 (16)
C21—C31—H312110.0N4—C24—H24108.5
H311—C31—H312108.4C34—C24—H24108.5
O52—P2—O62117.76 (9)C14—C24—H24108.5
O52—P2—O22110.78 (10)O34—C34—C24108.65 (15)
O62—P2—O22109.19 (9)O34—C34—H341110.0
O52—P2—O42104.63 (9)C24—C34—H341110.0
O62—P2—O42108.00 (8)O34—C34—H342110.0
O22—P2—O42105.68 (9)C24—C34—H342110.0
P2—O22—H220109.5H341—C34—H342108.3
C32—O42—P2118.95 (12)H101—O1W—H102109 (3)
C22—N2—H1N2109.5H201—O2W—H202128 (3)
C22—N2—H2N2109.5H301—O3W—H302131 (4)
H1N2—N2—H2N2109.5H401—O4W—H402118 (4)
C22—N2—H3N2109.5H501—O5W—H502109 (4)
H1N2—N2—H3N2109.5H601—O6W—H60293 (3)
H2N2—N2—H3N2109.5H11N—N11—H21N110 (2)
O12—C12—O32124.9 (2)H11N—N11—H31N110 (2)
O12—C12—C22118.38 (19)H21N—N11—H31N124 (2)
O32—C12—C22116.75 (19)H11N—N11—H41N112 (2)
N2—C22—C32109.94 (16)H21N—N11—H41N100 (2)
N2—C22—C12110.15 (16)H31N—N11—H41N99 (2)
C32—C22—C12112.21 (16)H12N—N21—H22N90 (2)
N2—C22—H22108.1H12N—N21—H32N110 (2)
C32—C22—H22108.1H22N—N21—H32N129 (2)
C12—C22—H22108.1H12N—N21—H42N113 (2)
O42—C32—C22108.40 (15)H22N—N21—H42N103 (2)
O42—C32—H321110.0H32N—N21—H42N110 (2)
C22—C32—H321110.0H13N—N31—H23N98 (2)
O42—C32—H322110.0H13N—N31—H33N114 (2)
C22—C32—H322110.0H23N—N31—H33N102 (2)
H321—C32—H322108.4H13N—N31—H43N100 (2)
O43—P3—O53114.51 (9)H23N—N31—H43N128 (2)
O43—P3—O63114.18 (9)H33N—N31—H43N114 (2)
O53—P3—O63110.19 (9)H14N—N41—H24N118 (2)
O43—P3—O33103.13 (8)H14N—N41—H34N93 (2)
O53—P3—O33106.90 (8)H24N—N41—H34N113 (2)
O63—P3—O33107.16 (8)H14N—N41—H44N102 (2)
C33—O33—P3118.96 (11)H24N—N41—H44N117 (2)
C23—N3—H1N3109.5H34N—N41—H44N111 (2)
C23—N3—H2N3109.5H15N—N51—H25N108 (2)
H1N3—N3—H2N3109.5H15N—N51—H35N85 (2)
C23—N3—H3N3109.5H25N—N51—H35N93 (2)
H1N3—N3—H3N3109.5H15N—N51—H45N100 (2)
H2N3—N3—H3N3109.5H25N—N51—H45N139 (2)
O13—C13—O23125.8 (2)H35N—N51—H45N118 (2)
O13—C13—C23116.62 (19)H16N—N61—H26N114 (2)
O23—C13—C23117.55 (18)H16N—N61—H36N114 (2)
N3—C23—C33109.88 (15)H26N—N61—H36N110 (2)
N3—C23—C13109.87 (15)H16N—N61—H46N93 (2)
C33—C23—C13111.68 (15)H26N—N61—H46N89 (2)
N3—C23—H23108.4H36N—N61—H46N134 (2)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O21—H210···O1Wi0.831.792.578 (3)159
N1—H1N1···O51ii0.901.882.782 (2)177
N1—H2N1···O14i0.902.162.985 (2)153
N1—H2N1···O24i0.902.373.179 (3)149
N1—H3N1···O52iii0.901.972.762 (2)146
O22—H220···O2Wiv0.831.752.579 (3)173
N2—H1N2···O62v0.901.892.787 (2)178
N2—H2N2···O23i0.902.172.984 (2)150
N2—H2N2···O13i0.902.343.157 (3)152
N2—H3N2···O61vi0.901.962.765 (3)148
N3—H1N3···O63v0.901.882.775 (2)174
N3—H2N3···O120.902.213.044 (2)155
N3—H2N3···O320.902.403.203 (3)148
N3—H3N3···O44vii0.902.042.806 (2)143
N4—H1N4···O54ii0.901.882.774 (2)174
N4—H2N4···O310.902.213.042 (3)153
N4—H2N4···O110.902.393.201 (3)150
N4—H3N4···O43viii0.902.042.818 (2)144
N11—H11N···O44ix0.91 (1)1.85 (1)2.752 (3)172 (2)
N11—H21N···O14vii0.91 (1)1.96 (1)2.856 (3)168 (2)
N11—H31N···O42v0.91 (1)2.43 (2)3.116 (3)132 (2)
N11—H31N···O12v0.91 (1)2.51 (2)3.069 (3)120 (2)
N11—H41N···O53v0.91 (1)1.94 (1)2.798 (3)156 (2)
N21—H12N···O120.91 (1)1.99 (1)2.836 (3)154 (2)
N21—H22N···O52v0.91 (1)2.03 (1)2.895 (3)159 (2)
N21—H32N···O34vii0.91 (1)2.28 (1)3.144 (3)159 (2)
N21—H42N···O53v0.91 (1)1.96 (1)2.869 (3)172 (2)
N31—H13N···O64ix0.91 (1)2.01 (1)2.888 (3)163 (2)
N31—H23N···O31vii0.91 (1)1.96 (1)2.838 (3)162 (2)
N31—H33N···O61ix0.91 (1)2.04 (1)2.879 (3)153 (2)
N31—H43N···O33v0.91 (1)2.22 (1)3.121 (3)171 (2)
N41—H14N···O230.91 (1)1.95 (1)2.845 (3)170 (2)
N41—H24N···O43v0.91 (1)1.86 (1)2.733 (3)161 (2)
N41—H34N···O64vii0.91 (1)1.90 (1)2.809 (3)173 (2)
N41—H44N···O41vii0.91 (1)2.42 (2)3.099 (3)132 (2)
N51—H15N···O510.91 (1)1.90 (1)2.749 (3)155 (2)
N51—H15N···O6W0.91 (1)2.54 (2)3.146 (3)124 (2)
N51—H25N···O11v0.91 (1)2.74 (2)3.481 (3)140 (2)
N51—H35N···O4W0.91 (1)1.98 (1)2.841 (3)157 (3)
N51—H45N···O640.91 (1)1.81 (1)2.709 (3)168 (3)
N61—H16N···O62v0.91 (1)1.86 (1)2.768 (3)173 (3)
N61—H26N···O320.91 (1)2.69 (2)3.450 (3)142 (2)
N61—H36N···O6W0.91 (1)1.92 (1)2.812 (3)166 (3)
N61—H46N···O53v0.91 (1)1.92 (2)2.718 (3)145 (2)
O1W—H101···O540.82 (1)1.94 (1)2.739 (3)166 (3)
O1W—H102···O3W0.82 (1)1.92 (1)2.734 (3)172 (3)
O2W—H201···O63v0.82 (1)1.97 (1)2.725 (3)153 (3)
O2W—H202···O5W0.82 (1)1.95 (1)2.755 (3)169 (3)
O3W—H301···O240.82 (1)1.89 (1)2.690 (3)166 (4)
O3W—H302···O62x0.82 (1)2.02 (1)2.840 (3)178 (4)
O4W—H401···O110.82 (1)1.95 (1)2.752 (3)166 (3)
O4W—H402···O63v0.82 (1)1.96 (1)2.772 (2)174 (3)
O5W—H501···O13v0.82 (1)1.90 (1)2.701 (3)166 (4)
O5W—H502···O540.82 (1)1.99 (1)2.799 (3)170 (3)
O6W—H601···O32v0.82 (1)1.94 (1)2.725 (3)160 (3)
O6W—H602···O1Wi0.82 (1)2.48 (2)3.221 (3)152 (3)
O3W—H302···N61xi0.82 (1)2.74 (3)3.146 (3)112 (3)
N21—H32N···O44vii0.91 (1)2.47 (2)3.117 (3)128 (2)
N31—H43N···O43v0.91 (1)2.62 (2)3.133 (3)116 (2)
N61—H26N···O4W0.91 (1)2.52 (2)2.977 (3)112 (2)
Symmetry codes: (i) x, y, z1; (ii) x+1, y, z; (iii) x+2, y1/2, z; (iv) x+1, y, z1; (v) x1, y, z; (vi) x+1, y+1/2, z; (vii) x+1, y+1/2, z+1; (viii) x+2, y1/2, z+1; (ix) x, y+1/2, z+1; (x) x1, y, z+1; (xi) x, y, z+1.

Experimental details

(100_K_whole-dataset)(100_K_average)(150_K_whole-dataset)(200_K_whole-dataset)
Crystal data
Chemical formulaC3H7NO6P·C3H6NO6P·3(H4N)·3(H2O)C6H13N2O12P2·H6NO·2(H4N)·2(H2O)C3H7NO6P·C3H6NO6P·3(H4N)·3(H2O)C3H7NO6P·C3H6NO6P·3(H4N)·3(H2O)
Mr475.30475.30475.30475.30
Crystal system, space groupMonoclinic, P21Orthorhombic, P212121Monoclinic, P21Monoclinic, P21
Temperature (K)10010050200
a, b, c (Å)7.851 (3), 21.976 (5), 11.332 (4)7.851 (3), 21.976 (5), 5.666 (2)7.851 (2), 22.048 (4), 11.325 (3)7.855 (2), 22.105 (4), 11.317 (3)
α, β, γ (°)90, 90.00 (3), 9090, 90, 9090, 90.04 (2), 9090, 90.05 (2), 90
V3)1955.2 (11)977.6 (6)1960.3 (8)1965.0 (8)
Z4244
Radiation typeMo KαMo KαMo KαMo Kα
µ (mm1)0.310.310.310.30
Crystal size (mm)0.40 × 0.18 × 0.100.40 × 0.18 × 0.100.40 × 0.18 × 0.100.40 × 0.18 × 0.10
Data collection
DiffractometerXcalibur PX
diffractometer
Xcalibur PX
diffractometer
KM4CCD
diffractometer
KM4CCD
diffractometer
Absorption correctionNumerical
CrysAlis RED, ver. 1.171, Oxford Diffraction Poland (1995-2003)
Numerical
CrysAlis RED, ver. 1.171, Oxford Diffraction Poland (1995-2003)
NumericalNumerical
Tmin, Tmax0.888, 0.9700.888, 0.9700.889, 0.9660.889, 0.966
No. of measured, independent and
observed [I > 2σ(I)] reflections
49395, 16051, 9264 24631, 5369, 4404 49468, 16153, 9474 45319, 16120, 8153
Rint0.0430.0460.0340.034
(sin θ/λ)max1)0.8770.8750.8770.876
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.046, 0.087, 1.15 0.039, 0.103, 1.02 0.045, 0.107, 1.00 0.044, 0.092, 1.01
No. of reflections1605153691615316120
No. of parameters619184595619
No. of restraints37263737
H-atom treatmentH atoms treated by a mixture of independent and constrained refinementH atoms treated by a mixture of independent and constrained refinementH atoms treated by a mixture of independent and constrained refinementH atoms treated by a mixture of independent and constrained refinement
Δρmax, Δρmin (e Å3)0.41, 0.450.36, 0.420.41, 0.460.34, 0.41
Absolute structureFlack H D (1983), Acta Cryst. A39, 876-881Flack H D (1983), Acta Cryst. A39, 876-881Flack H D (1983), Acta Cryst. A39, 876-881Flack H D (1983), Acta Cryst. A39, 876-881
Absolute structure parameter0.03 (5)0.16 (8)0.06 (5)0.02 (5)


(250_K_whole-dataset)
Crystal data
Chemical formulaC3H7NO6P·C3H6NO6P·3(H4N)·3(H2O)
Mr475.30
Crystal system, space groupMonoclinic, P21
Temperature (K)250
a, b, c (Å)7.861 (2), 22.163 (4), 11.315 (3)
α, β, γ (°)90, 90.06 (2), 90
V3)1971.3 (8)
Z4
Radiation typeMo Kα
µ (mm1)0.30
Crystal size (mm)0.40 × 0.18 × 0.10
Data collection
DiffractometerKM4CCD
diffractometer
Absorption correctionNumerical
Tmin, Tmax0.889, 0.966
No. of measured, independent and
observed [I > 2σ(I)] reflections
47886, 16208, 9135
Rint0.031
(sin θ/λ)max1)0.876
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.047, 0.122, 1.01
No. of reflections16208
No. of parameters619
No. of restraints37
H-atom treatmentH atoms treated by a mixture of independent and constrained refinement
Δρmax, Δρmin (e Å3)0.36, 0.42
Absolute structureFlack H D (1983), Acta Cryst. A39, 876-881
Absolute structure parameter0.12 (6)

Hydrogen-bond geometry (Å, º) for (100_K_whole-dataset) top
D—H···AD—HH···AD···AD—H···A
O21—H210···O3Wi0.841.742.561 (2)166.2
N1—H1N1···O41ii0.911.872.778 (2)178.3
N1—H2N1···O54iii0.912.192.992 (2)146.8
N1—H2N1···O64iii0.912.283.118 (3)152.4
N1—H3N1···O12iv0.911.952.767 (2)149.0
O22—H220···O1Wiii0.841.732.565 (3)170.1
N2—H1N2···O42v0.911.872.778 (2)173.9
N2—H2N2···O53iii0.912.162.991 (2)151.6
N2—H2N2···O63iii0.912.333.141 (3)148.9
N2—H3N2···O11vi0.911.952.752 (2)145.8
N3—H1N3···O43v0.911.872.769 (2)171.6
N3—H2N3···O520.912.253.065 (2)148.7
N3—H2N3···O510.912.333.164 (3)152.2
N3—H3N3···O14vii0.912.002.794 (2)144.9
N4—H1N4···O44ii0.911.872.777 (2)175.1
N4—H2N4···O620.912.233.070 (2)153.5
N4—H2N4···O610.912.363.173 (2)148.4
N4—H3N4···O13viii0.912.012.781 (2)142.1
N11—H11N···O52viii0.909 (3)1.927 (7)2.821 (3)167 (2)
N11—H31N···O12ix0.909 (3)1.980 (11)2.831 (3)155 (2)
N11—H41N···O34ii0.910 (3)2.246 (10)3.098 (3)156 (2)
N21—H12N···O11x0.909 (3)1.998 (11)2.840 (3)154 (2)
N21—H22N···O24x0.910 (3)1.995 (8)2.875 (3)162 (2)
N21—H32N···O62ii0.909 (3)1.930 (7)2.824 (3)167 (2)
N21—H42N···O33ix0.909 (3)2.286 (12)3.125 (3)153 (2)
N31—H13N···O13ix0.910 (3)1.831 (5)2.738 (3)174 (2)
N31—H23N···O53viii0.909 (3)1.951 (8)2.827 (3)161 (2)
N31—H33N···O31ii0.909 (3)2.387 (16)3.103 (3)135.7 (19)
N31—H33N···O62ii0.909 (3)2.50 (2)3.027 (3)117.2 (17)
N31—H43N···O24ii0.910 (3)1.899 (7)2.794 (3)167 (2)
N41—H14N···O54ii0.909 (3)1.927 (7)2.820 (3)166 (2)
N41—H24N···O14x0.910 (3)1.849 (7)2.736 (3)164 (2)
N41—H34N···O32ix0.909 (3)2.359 (17)3.073 (2)135.4 (19)
N41—H44N···O23ix0.911 (3)1.903 (6)2.805 (3)170 (2)
N51—H15N···O420.909 (3)1.865 (8)2.748 (3)163 (2)
N51—H15N···O2W0.909 (3)2.61 (2)3.151 (3)119.0 (19)
N51—H25N···O5W0.909 (3)1.917 (7)2.812 (3)168 (2)
N51—H35N···O51ii0.911 (3)2.603 (11)3.454 (3)156 (2)
N51—H45N···O230.910 (3)1.785 (4)2.695 (3)178 (2)
N61—H16N···O41ii0.910 (3)1.858 (5)2.764 (3)173 (2)
N61—H26N···O2W0.911 (3)1.918 (8)2.804 (3)164 (2)
N61—H36N···O610.910 (3)2.576 (12)3.397 (3)150 (2)
N61—H46N···O24ii0.910 (3)1.846 (11)2.701 (3)156 (2)
O1W—H101···O430.820 (2)1.919 (6)2.728 (2)168 (3)
O1W—H102···O4W0.820 (2)1.908 (4)2.725 (3)174 (3)
O2W—H201···O61ii0.820 (2)1.920 (7)2.724 (3)167 (3)
O2W—H202···O420.819 (2)2.17 (2)2.814 (2)135 (3)
O2W—H202···O1Wiii0.819 (2)2.65 (2)3.251 (3)132 (3)
O3W—H301···O44ii0.820 (2)1.918 (8)2.719 (2)165 (3)
O3W—H302···O6Wii0.820 (2)1.931 (5)2.745 (3)172 (3)
O4W—H401···O630.820 (2)1.891 (9)2.685 (3)163 (3)
O4W—H402···O41xi0.819 (2)2.13 (2)2.803 (2)140 (3)
O5W—H501···O510.820 (2)1.959 (9)2.756 (3)164 (3)
O5W—H502···O44ii0.820 (2)1.978 (10)2.765 (2)161 (3)
O6W—H601···O640.820 (2)1.906 (8)2.705 (3)164 (3)
Symmetry codes: (i) x1, y, z+1; (ii) x+1, y, z; (iii) x, y, z+1; (iv) x+1, y+1/2, z+2; (v) x1, y, z; (vi) x, y1/2, z+2; (vii) x, y1/2, z+1; (viii) x+1, y+1/2, z+1; (ix) x+2, y+1/2, z+1; (x) x+2, y, z; (xi) x+1, y, z1.
Hydrogen-bond geometry (Å, º) for (100_K_average) top
D—H···AD—HH···AD···AD—H···A
O2—H210···O7i0.841.682.501 (6)166.9
O2—H210···N7i0.841.952.773 (7)164.3
N1—H11···O1ii0.911.972.7725 (14)145.7
N1—H12···O4iii0.911.872.7749 (16)176.8
N1—H13···O5i0.912.213.0292 (17)150.3
N1—H13···O6i0.912.323.1482 (17)150.7
N2—H21···O30.906 (3)2.434 (12)3.0953 (17)130.0 (13)
N2—H21···O50.906 (3)2.550 (15)2.9828 (16)109.9 (12)
N2—H22···O2iv0.918 (3)1.946 (5)2.8462 (19)166.3 (15)
N2—H23···O1v0.908 (3)1.890 (5)2.7835 (18)167.6 (15)
N2—H24···O5vi0.909 (3)1.945 (6)2.8202 (15)161.0 (15)
O7—H71···O40.820 (2)2.08 (2)2.801 (8)146 (4)
O7—H71···O40.820 (2)2.08 (2)2.801 (8)146 (4)
O7—H72···O810.820 (2)1.933 (13)2.744 (10)170 (4)
O7—H72···O820.820 (2)2.054 (16)2.868 (15)172 (4)
N7—H17···O40.913 (3)1.761 (11)2.666 (9)170 (3)
N7—H17···O81vii0.913 (3)2.63 (3)3.106 (18)113 (2)
N7—H27···O810.911 (3)1.849 (14)2.729 (10)162 (2)
N7—H27···O820.911 (3)1.940 (17)2.819 (15)161 (2)
N7—H37···O2iv0.913 (3)1.873 (9)2.773 (7)168 (3)
N7—H47···O6viii0.911 (3)2.653 (15)3.480 (9)151 (2)
O81—H82···O60.819 (2)1.937 (5)2.709 (5)156.8 (18)
O82—H81···O4ix0.819 (2)1.997 (4)2.790 (6)162.8 (19)
O81—H81···O4ix0.821 (2)1.997 (4)2.786 (4)161.0 (18)
O82—H82···O60.820 (2)1.937 (5)2.734 (6)164 (2)
Symmetry codes: (i) x, y, z+1; (ii) x+1/2, y+1/2, z+1; (iii) x+1, y, z; (iv) x, y, z1; (v) x+1/2, y+1/2, z; (vi) x1/2, y+1/2, z; (vii) x+1/2, y, z+1/2; (viii) x1, y, z; (ix) x+1/2, y, z1/2.
Hydrogen-bond geometry (Å, º) for (150_K_whole-dataset) top
D—H···AD—HH···AD···AD—H···A
O21—H210···O1Wi0.841.742.567 (2)168.7
N1—H1N1···O51ii0.911.872.7773 (18)177.1
N1—H2N1···O14i0.912.162.989 (2)151.5
N1—H2N1···O24i0.912.343.153 (2)149.4
N1—H3N1···O52iii0.911.952.7546 (19)145.9
O22—H220···O2Wiv0.841.732.564 (2)173.4
N2—H1N2···O62v0.911.872.7789 (19)177.7
N2—H2N2···O23i0.912.182.9895 (19)148.4
N2—H2N2···O13i0.912.303.134 (2)151.7
N2—H3N2···O61vi0.911.952.7629 (19)148.0
N3—H1N3···O63v0.911.872.7753 (18)175.1
N3—H2N3···O120.912.213.0575 (19)154.1
N3—H2N3···O320.912.373.180 (2)148.1
N3—H3N3···O44vii0.912.012.7888 (18)142.3
N4—H1N4···O54ii0.911.862.7679 (18)176.0
N4—H2N4···O310.912.223.0596 (19)152.6
N4—H2N4···O110.912.373.186 (2)149.7
N4—H3N4···O43viii0.912.022.8059 (19)143.3
N11—H11N···O44ix0.911 (3)1.835 (4)2.745 (2)177 (2)
N11—H21N···O14vii0.909 (3)1.949 (7)2.836 (2)165 (2)
N11—H31N···O42v0.908 (3)2.439 (17)3.110 (2)130.8 (18)
N11—H31N···O12v0.908 (3)2.50 (2)3.042 (3)118.5 (17)
N11—H41N···O53v0.909 (3)1.919 (8)2.797 (2)162 (2)
N21—H12N···O120.910 (3)1.943 (8)2.826 (2)163 (2)
N21—H22N···O52v0.910 (3)1.989 (10)2.851 (3)158 (2)
N21—H32N···O34vii0.909 (3)2.350 (14)3.140 (3)145 (2)
N21—H42N···O53v0.911 (3)1.999 (9)2.872 (3)160 (2)
N31—H13N···O64ix0.910 (3)2.001 (7)2.890 (3)165 (2)
N31—H23N···O31vii0.909 (3)1.944 (8)2.827 (2)163 (2)
N31—H33N···O61ix0.909 (3)1.999 (11)2.843 (3)154 (2)
N31—H43N···O33v0.909 (3)2.231 (7)3.115 (2)164 (2)
N41—H14N···O230.909 (3)1.940 (7)2.825 (2)164 (2)
N41—H24N···O43v0.910 (3)1.843 (7)2.731 (2)164 (2)
N41—H34N···O64vii0.911 (3)1.901 (5)2.803 (3)171 (2)
N41—H44N···O41vii0.908 (3)2.343 (16)3.085 (2)138.8 (19)
N51—H15N···O510.910 (3)1.881 (9)2.751 (2)159 (2)
N51—H15N···O6W0.910 (3)2.57 (2)3.147 (3)122.3 (19)
N51—H25N···O11v0.910 (3)2.629 (11)3.469 (3)153.8 (19)
N51—H35N···O4W0.910 (3)1.921 (6)2.821 (3)169 (2)
N51—H45N···O640.910 (3)1.808 (6)2.706 (2)169 (2)
N61—H16N···O62v0.909 (3)1.861 (5)2.763 (2)171 (2)
N61—H26N···O320.910 (3)2.594 (11)3.422 (3)151.6 (19)
N61—H36N···O6W0.911 (3)1.917 (8)2.802 (3)163 (2)
N61—H46N···O53v0.910 (3)1.878 (13)2.706 (2)150 (2)
O1W—H101···O540.820 (2)1.922 (6)2.734 (2)170 (3)
O1W—H102···O3W0.821 (2)1.912 (5)2.727 (3)172 (3)
O2W—H201···O63v0.820 (2)1.929 (8)2.727 (2)164 (3)
O2W—H202···O5W0.820 (2)1.931 (4)2.750 (3)176 (3)
O3W—H301···O240.820 (2)1.889 (10)2.684 (3)163 (3)
O3W—H302···O62x0.819 (2)2.062 (15)2.816 (2)153 (3)
O4W—H401···O110.820 (2)1.949 (8)2.750 (3)165 (3)
O4W—H402···O63v0.820 (2)1.961 (7)2.767 (2)168 (3)
O5W—H501···O13v0.820 (2)1.899 (7)2.704 (2)167 (3)
O5W—H502···O540.820 (2)1.977 (9)2.775 (2)164 (3)
O6W—H601···O32v0.820 (2)1.919 (7)2.726 (3)168 (3)
O6W—H602···O1Wi0.819 (2)2.430 (6)3.239 (3)170 (3)
Symmetry codes: (i) x, y, z1; (ii) x+1, y, z; (iii) x+2, y1/2, z; (iv) x+1, y, z1; (v) x1, y, z; (vi) x+1, y+1/2, z; (vii) x+1, y+1/2, z+1; (viii) x+2, y1/2, z+1; (ix) x, y+1/2, z+1; (x) x1, y, z+1.
Hydrogen-bond geometry (Å, º) for (200_K_whole-dataset) top
D—H···AD—HH···AD···AD—H···A
O21—H210···O1Wi0.841.742.576 (3)173.7
N1—H1N1···O51ii0.911.872.777 (2)177.8
N1—H2N1···O14i0.912.152.987 (2)151.9
N1—H2N1···O24i0.912.353.169 (3)149.4
N1—H3N1···O52iii0.911.952.754 (2)145.8
O22—H220···O2Wiv0.841.742.575 (3)169.5
N2—H1N2···O62v0.911.872.780 (2)178.8
N2—H2N2···O23i0.912.172.987 (2)148.3
N2—H2N2···O13i0.912.313.144 (3)151.8
N2—H3N2···O61vi0.911.952.766 (2)148.4
N3—H1N3···O63v0.911.872.779 (2)175.2
N3—H2N3···O120.912.203.048 (2)155.0
N3—H2N3···O320.912.393.191 (2)147.4
N3—H3N3···O44vii0.912.032.803 (2)141.8
N4—H1N4···O54ii0.911.872.775 (2)174.0
N4—H2N4···O310.912.213.045 (2)152.0
N4—H2N4···O110.912.373.187 (3)150.0
N4—H3N4···O43viii0.912.022.811 (2)143.9
N11—H11N···O44ix0.911 (3)1.842 (4)2.753 (3)179 (2)
N11—H21N···O14vii0.909 (3)1.955 (7)2.843 (3)165 (2)
N11—H31N···O42v0.908 (3)2.470 (18)3.113 (3)128.0 (18)
N11—H31N···O12v0.908 (3)2.48 (2)3.053 (3)121.2 (18)
N11—H41N···O53v0.910 (3)1.914 (8)2.794 (3)162 (2)
N21—H12N···O120.909 (3)1.970 (10)2.833 (3)158 (2)
N21—H22N···O52v0.911 (3)2.021 (10)2.875 (3)156 (2)
N21—H32N···O34vii0.909 (3)2.420 (17)3.135 (3)136 (2)
N21—H42N···O53v0.911 (3)1.995 (9)2.871 (3)161 (2)
N31—H13N···O64ix0.910 (3)1.995 (6)2.892 (3)169 (2)
N31—H23N···O31vii0.909 (3)1.951 (9)2.829 (3)162 (2)
N31—H33N···O61ix0.910 (3)2.051 (13)2.861 (3)148 (2)
N31—H43N···O33v0.909 (3)2.290 (12)3.115 (3)151 (2)
N41—H14N···O230.909 (3)1.940 (7)2.832 (3)167 (2)
N41—H24N···O43v0.910 (3)1.839 (6)2.733 (3)167 (2)
N41—H34N···O64vii0.910 (3)1.905 (5)2.809 (3)172 (2)
N41—H44N···O41vii0.908 (3)2.325 (15)3.094 (3)142 (2)
N51—H15N···O510.910 (3)1.885 (10)2.751 (3)158 (2)
N51—H15N···O6W0.910 (3)2.56 (2)3.159 (3)124 (2)
N51—H25N···O11v0.910 (3)2.656 (12)3.489 (3)152 (2)
N51—H35N···O4W0.910 (3)1.945 (9)2.821 (3)161 (2)
N51—H45N···O640.910 (3)1.802 (5)2.705 (3)171 (2)
N61—H16N···O62v0.910 (3)1.855 (5)2.762 (3)174 (2)
N61—H26N···O320.910 (3)2.642 (13)3.447 (3)148 (2)
N61—H36N···O6W0.911 (3)1.918 (7)2.812 (3)167 (2)
N61—H46N···O53v0.909 (3)1.838 (10)2.703 (3)158 (2)
O1W—H101···O540.820 (2)1.927 (6)2.737 (3)169 (3)
O1W—H102···O3W0.820 (2)1.911 (4)2.730 (3)175 (3)
O2W—H201···O63v0.820 (2)1.915 (7)2.722 (2)168 (3)
O2W—H202···O5W0.820 (2)1.938 (6)2.749 (3)170 (3)
O3W—H301···O240.820 (2)1.886 (8)2.688 (3)166 (3)
O3W—H302···O62x0.819 (2)2.052 (14)2.821 (3)156 (3)
O4W—H401···O110.820 (2)1.938 (7)2.748 (3)169 (3)
O4W—H402···O63v0.819 (2)1.964 (7)2.771 (2)168 (3)
O5W—H501···O13v0.820 (2)1.905 (8)2.707 (3)166 (3)
O5W—H502···O540.819 (2)1.967 (5)2.782 (2)173 (3)
O6W—H601···O32v0.820 (2)1.916 (8)2.719 (3)166 (3)
O6W—H602···O1Wi0.819 (2)2.56 (2)3.216 (3)138 (3)
N21—H32N···O21vi0.909 (3)2.38 (2)2.890 (3)115.3 (18)
O6W—H602···O510.819 (2)2.19 (2)2.838 (3)136 (3)
Symmetry codes: (i) x, y, z1; (ii) x+1, y, z; (iii) x+2, y1/2, z; (iv) x+1, y, z1; (v) x1, y, z; (vi) x+1, y+1/2, z; (vii) x+1, y+1/2, z+1; (viii) x+2, y1/2, z+1; (ix) x, y+1/2, z+1; (x) x1, y, z+1.
Hydrogen-bond geometry (Å, º) for (250_K_whole-dataset) top
D—H···AD—HH···AD···AD—H···A
O21—H210···O1Wi0.831.792.578 (3)159.0
N1—H1N1···O51ii0.901.882.782 (2)177.2
N1—H2N1···O14i0.902.162.985 (2)152.5
N1—H2N1···O24i0.902.373.179 (3)149.1
N1—H3N1···O52iii0.901.972.762 (2)145.7
O22—H220···O2Wiv0.831.752.579 (3)173.2
N2—H1N2···O62v0.901.892.787 (2)177.7
N2—H2N2···O23i0.902.172.984 (2)149.5
N2—H2N2···O13i0.902.343.157 (3)151.5
N2—H3N2···O61vi0.901.962.765 (3)147.8
N3—H1N3···O63v0.901.882.775 (2)174.0
N3—H2N3···O120.902.213.044 (2)154.9
N3—H2N3···O320.902.403.203 (3)148.1
N3—H3N3···O44vii0.902.042.806 (2)142.9
N4—H1N4···O54ii0.901.882.774 (2)174.2
N4—H2N4···O310.902.213.042 (3)152.9
N4—H2N4···O110.902.393.201 (3)149.7
N4—H3N4···O43viii0.902.042.818 (2)143.9
N11—H11N···O44ix0.911 (3)1.848 (5)2.752 (3)172 (2)
N11—H21N···O14vii0.910 (3)1.960 (7)2.856 (3)168 (2)
N11—H31N···O42v0.909 (3)2.430 (18)3.116 (3)132 (2)
N11—H31N···O12v0.909 (3)2.51 (2)3.069 (3)120.0 (19)
N11—H41N···O53v0.909 (3)1.944 (11)2.798 (3)156 (2)
N21—H12N···O120.909 (3)1.991 (12)2.836 (3)154 (2)
N21—H22N···O52v0.910 (3)2.026 (10)2.895 (3)159 (2)
N21—H32N···O34vii0.910 (3)2.277 (10)3.144 (3)159 (2)
N21—H42N···O53v0.911 (3)1.964 (6)2.869 (3)172 (2)
N31—H13N···O64ix0.909 (3)2.007 (8)2.888 (3)163 (2)
N31—H23N···O31vii0.909 (3)1.959 (9)2.838 (3)162 (2)
N31—H33N···O61ix0.909 (3)2.041 (12)2.879 (3)153 (2)
N31—H43N···O33v0.909 (3)2.219 (6)3.121 (3)171 (2)
N41—H14N···O230.910 (3)1.946 (6)2.845 (3)170 (2)
N41—H24N···O43v0.910 (3)1.856 (9)2.733 (3)161 (2)
N41—H34N···O64vii0.910 (3)1.903 (5)2.809 (3)173 (2)
N41—H44N···O41vii0.908 (3)2.415 (19)3.099 (3)132 (2)
N51—H15N···O510.910 (3)1.898 (12)2.749 (3)155 (2)
N51—H15N···O6W0.910 (3)2.54 (2)3.146 (3)124 (2)
N51—H25N···O11v0.910 (3)2.736 (17)3.481 (3)140 (2)
N51—H35N···O4W0.910 (3)1.982 (12)2.841 (3)157 (3)
N51—H45N···O640.910 (3)1.811 (7)2.709 (3)168 (3)
N61—H16N···O62v0.910 (3)1.863 (5)2.768 (3)173 (3)
N61—H26N···O320.910 (3)2.691 (16)3.450 (3)142 (2)
N61—H36N···O6W0.911 (3)1.919 (8)2.812 (3)166 (3)
N61—H46N···O53v0.909 (3)1.924 (16)2.718 (3)145 (2)
O1W—H101···O540.820 (2)1.935 (8)2.739 (3)166 (3)
O1W—H102···O3W0.820 (2)1.919 (6)2.734 (3)172 (3)
O2W—H201···O63v0.820 (2)1.967 (14)2.725 (3)153 (3)
O2W—H202···O5W0.820 (2)1.946 (7)2.755 (3)169 (3)
O3W—H301···O240.820 (2)1.887 (9)2.690 (3)166 (4)
O3W—H302···O62x0.819 (2)2.022 (4)2.840 (3)178 (4)
O4W—H401···O110.820 (2)1.950 (9)2.752 (3)166 (3)
O4W—H402···O63v0.820 (2)1.955 (5)2.772 (2)174 (3)
O5W—H501···O13v0.820 (2)1.899 (9)2.701 (3)166 (4)
O5W—H502···O540.819 (2)1.989 (7)2.799 (3)170 (3)
O6W—H601···O32v0.820 (2)1.940 (12)2.725 (3)160 (3)
O6W—H602···O1Wi0.819 (2)2.475 (17)3.221 (3)152 (3)
O3W—H302···N61xi0.819 (2)2.74 (3)3.146 (3)112 (3)
N21—H32N···O44vii0.910 (3)2.47 (2)3.117 (3)128 (2)
N31—H43N···O43v0.909 (3)2.62 (2)3.133 (3)116.3 (19)
N61—H26N···O4W0.910 (3)2.52 (2)2.977 (3)111.8 (18)
Symmetry codes: (i) x, y, z1; (ii) x+1, y, z; (iii) x+2, y1/2, z; (iv) x+1, y, z1; (v) x1, y, z; (vi) x+1, y+1/2, z; (vii) x+1, y+1/2, z+1; (viii) x+2, y1/2, z+1; (ix) x, y+1/2, z+1; (x) x1, y, z+1; (xi) x, y, z+1.
 

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