Crystal structure of tris-(ethyl-enedi-ammonium) hexasulfatopraseodymium(III) hexa-hydrate.

In the title salt, (C2H10N2)3[Pr2(SO4)6]·6H2O, the Pr(III) cation is surrounded ninefold by five sulfate groups (two monodentate and three chelating) and by one water mol-ecule [range of Pr-O bond lengths 2.383 (3) to 2.582 (3) Å]. The [Pr(SO4)5(H2O)] groups are arranged in sheets parallel to (010). Two crystal water mol-ecules and two ethyl-enedi-ammonium cations (one with point group symmetry -1) connect the sheets via O-H⋯O and N-H⋯O hydrogen bonds from weak up to medium strength into a three-dimensional framework structure.

Chemical context

In the course of a systematic search for new ‘double salts’ of simple secondary amines and mono- or divalent cations of various inorganic acids, the structures of (C2H10N2)[Li2(SO4)2] and (C2H8N)[Cu(HSO4)(SO4)(H2O)4] have been described previously (Held, 2003 ▶, 2014 ▶). In continuation of these studies, lithium was replaced by trivalent praseodymium, yielding crystals of the title compound with composition (C2H10N2)3[Pr2(SO4)6]·6H2O.

Structural commentary

The asymmetric unit of the title compound contains three (SO4)2− anions, one and a half [NH2(CH3)]2+ cations (the other half being generated by inversion symmetry), one Pr3+ cation as well as three water mol­ecules (Fig. 1 ▶). The Pr3+ cation is surrounded by nine O atoms from five sulfate groups, two of which are monodentately bonding and three chelating, and of one water mol­ecule. The averaged Pr—O distance in the resulting distorted monocapped square-anti­prism, [Pr(SO4)5(H2O)], is 2.52 (7) Å. Praseodymium reaches an overall bond-valence sum (Brown & Altermatt, 1985 ▶) of 3.23 valence units. The S—O distances are nearly equal [average distance 1.479 (13) Å], however, the O—S—O angles vary [average bond angle 109.48 (2.05)°] clearly. One sulfate group (S2) inter­connects two [PrO9] polyhedra via two common edges parallel to [001], while another sulfate group (S3) connects via a common edge and a common vertex parallel to [100], leading to the formation of sheets parallel to (010).

Figure 1

The mol­ecular entities in the structure of the title compound, showing the atom-numbering scheme. Displacement ellipsoids are drawn at the 50% probability level. [Symmetry codes: (i) x, −y + , z + ; (ii) x + 1, y, z; (iii) −x, −y, −z + 1].

Supra­molecular features

Hydrogen bonds of medium strength involving water mol­ecules as donor groups and O atoms of the sulfate anions as acceptor groups inter­connect neighbouring [Pr(SO4)5(H2O)] units. Together with relatively weaker N—H⋯O hydrogen bonds of the ammonium groups atoms to sulfate anions, a three-dimensional framework is formed (Table 1 ▶, Fig. 2 ▶).

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1—H11⋯O32	0.72 (8)	2.53 (8)	2.974 (6)	121 (7)
O1—H12⋯O13	0.78 (6)	1.92 (6)	2.674 (5)	162 (6)
O2—H21⋯O3	1.00 (12)	1.89 (12)	2.858 (7)	163 (9)
O2—H22⋯O21i	0.77 (8)	2.29 (8)	2.905 (6)	137 (7)
O3—H31⋯O11ii	0.87 (7)	1.95 (8)	2.795 (5)	165 (7)
O3—H32⋯O12iii	0.80 (8)	2.00 (8)	2.766 (5)	162 (8)
N1—H1A⋯O33	0.87 (8)	2.48 (8)	3.291 (5)	155 (6)
N1—H1B⋯O3	0.88 (7)	1.92 (7)	2.758 (6)	158 (6)
N1—H1C⋯O13iv	0.99 (9)	1.85 (9)	2.841 (6)	176 (7)
N2—H2A⋯O24	0.76 (7)	2.21 (7)	2.976 (5)	177 (7)
N2—H2B⋯O22v	0.83 (8)	2.17 (8)	2.967 (6)	162 (7)
N2—H2C⋯O34vi	0.94 (7)	2.20 (6)	3.020 (5)	146 (5)
N3—H3A⋯O2vii	0.85 (7)	2.12 (7)	2.901 (8)	153 (6)
N3—H3B⋯O11	0.90 (7)	1.95 (8)	2.847 (6)	175 (6)
N3—H3C⋯O33	0.87 (7)	2.20 (7)	3.066 (5)	173 (6)

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) ; (v) ; (vi) ; (vii) .

Figure 2

(100)-projection of the crystal structure of the title compound. Hydrogen bonds are shown as light-grey dashed lines. Colour scheme: (SO4) tetra­hedra (yellow), monocapped anti­prism [PrO9] (red), O (blue), N (green), C (grey), H (white).

Synthesis and crystallization

The title compound was obtained by reaction of an aqueous solution of praseodymium(III) sulfate with ethyl­enedi­amine and sulfuric acid (18 mol/l) in a stoichiometric ratio 1:1:2. The title compound crystallized by slow evaporation of the solvent at room temperature in form of light-green crystals with dimensions up to 3 mm within a few weeks.

Refinement

Crystal data, data collection and structure refinement details are summarized in Table 2 ▶. All H atoms were clearly discernible from difference Fourier maps. Methyl­ene H atoms were refined with a riding-model constraint, using a C—H distance of 0.97 Å and U iso(H) = 1.2U eq(C). Ammonium and water H atoms were refined freely.

Table 2

Experimental details

Crystal data
Chemical formula	(C2H10N2)3[Pr2(SO4)6]·6H2O
M r	1152.70
Crystal system, space group	Monoclinic, P21/c
Temperature (K)	295
a, b, c (Å)	6.6174 (8), 26.668 (4), 10.0264 (13)
β (°)	104.446 (15)
V (Å3)	1713.4 (4)
Z	2
Radiation type	Mo Kα
μ (mm−1)	3.29
Crystal size (mm)	0.22 × 0.21 × 0.20
Data collection
Diffractometer	Stoe IPDS-II
Absorption correction	Multi-scan (X-SHAPE and X-RED32; Stoe & Cie, 2002 ▶)
T min, T max	0.491, 0.620
No. of measured, independent and observed [I > 2σ(I)] reflections	14346, 3922, 3091
R int	0.044
(sin θ/λ)max (Å−1)	0.662
Refinement
R[F 2 > 2σ(F 2)], wR(F 2), S	0.028, 0.069, 0.97
No. of reflections	3923
No. of parameters	311
H-atom treatment	All H-atom parameters refined
Δρmax, Δρmin (e Å−3)	0.72, −1.08

Computer programs: X-AREA (Stoe & Cie, 2002 ▶), SIR92 (Altomare et al., 1993 ▶), SHELXL97 (Sheldrick, 2008 ▶), ATOMS (Dowty, 2002 ▶) and publCIF (Westrip, 2010 ▶).

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536814020704/wm5057sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536814020704/wm5057Isup2.hkl

CCDC reference: 1024418

Additional supporting information: crystallographic information; 3D view; checkCIF report

(C2H10N2)3[Pr2(SO4)6]·6H2O	F(000) = 1148
Mr = 1152.70	Dx = 2.234 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 25 reflections
a = 6.6174 (8) Å	θ = 20.0–24.3°
b = 26.668 (4) Å	µ = 3.29 mm−1
c = 10.0264 (13) Å	T = 295 K
β = 104.446 (15)°	Parallelepiped, light-green
V = 1713.4 (4) Å3	0.22 × 0.21 × 0.20 mm
Z = 2

Stoe IPDS-II diffractometer	3922 independent reflections
Radiation source: fine-focus sealed tube	3091 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.044
ω and φ scans	θmax = 28.1°, θmin = 2.6°
Absorption correction: multi-scan (X-SHAPE and X-RED32; Stoe & Cie, 2002)	h = −8→8
Tmin = 0.491, Tmax = 0.620	k = −34→35
14346 measured reflections	l = −13→13

Refinement on F2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.028	All H-atom parameters refined
wR(F2) = 0.069	w = 1/[σ2(Fo2) + (0.0454P)2] where P = (Fo2 + 2Fc2)/3
S = 0.97	(Δ/σ)max < 0.001
3923 reflections	Δρmax = 0.72 e Å−3
311 parameters	Δρmin = −1.08 e Å−3
0 restraints	Extinction correction: SHELXL, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.0150 (6)

Experimental. A suitable single-crystal was carefully selected under a polarizing microscope and mounted in a glass capillary. The scattering intensities were collected on an imaging plate diffractometer (IPDS II, Stoe & Cie) equipped with a fine focus sealed tube X-ray source (Mo Kα, λ = 0.71073 Å) operating at 50 kV and 30 mA. Intensity data for the title compound were collected at room temperature by ω-scans in 180 frames (0 < ω < 180°; φ = 0° and 90°, Δω = 2°, exposure time of 10 min) in the 2Θ range 2.29 to 59.53°. Structure solution and refinement were carried out using the programs SIR97 (Altomare et al., 1999) and SHELXL97 (Sheldrick, 2008). The last cycles of refinement included atomic positions and anisotropic parameters for all atoms. The final difference maps were free of any chemically significant features. The refinement was based on F2 for ALL reflections.

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.

	x	y	z	Uiso*/Ueq
Pr	0.54622 (3)	0.177147 (7)	0.465046 (19)	0.01075 (8)
S1	0.40656 (17)	0.06427 (3)	0.24648 (10)	0.0167 (2)
S2	0.52984 (15)	0.25100 (3)	0.21431 (9)	0.01307 (18)
S3	0.03251 (16)	0.15704 (4)	0.54283 (9)	0.0158 (2)
O11	0.1979 (5)	0.05421 (12)	0.1565 (3)	0.0283 (7)
O12	0.5682 (6)	0.05230 (12)	0.1764 (3)	0.0294 (7)
O13	0.4331 (5)	0.03414 (11)	0.3740 (3)	0.0269 (7)
O14	0.4203 (5)	0.11866 (10)	0.2836 (3)	0.0259 (7)
O21	0.5603 (5)	0.30594 (11)	0.2203 (3)	0.0205 (6)
O22	0.7151 (5)	0.22494 (11)	0.3007 (3)	0.0205 (6)
O23	0.3524 (5)	0.23557 (10)	0.2694 (3)	0.0183 (6)
O24	0.4972 (5)	0.23684 (10)	0.0667 (3)	0.0177 (6)
O31	0.1767 (5)	0.17700 (11)	0.4653 (3)	0.0222 (6)
O32	0.1426 (6)	0.12685 (14)	0.6597 (4)	0.0382 (9)
O33	−0.1327 (5)	0.12693 (11)	0.4480 (3)	0.0235 (6)
O34	−0.0807 (5)	0.19921 (12)	0.5890 (3)	0.0227 (6)
O1	0.5360 (6)	0.09619 (12)	0.5899 (4)	0.0298 (8)
H11	0.505 (12)	0.097 (3)	0.654 (8)	0.06 (2)*
H12	0.501 (9)	0.074 (2)	0.539 (6)	0.030 (15)*
O2	0.5314 (10)	0.1112 (3)	0.9028 (7)	0.100 (3)
H21	0.438 (17)	0.082 (4)	0.883 (10)	0.12 (4)*
H22	0.495 (12)	0.138 (3)	0.877 (8)	0.06 (2)*
O3	0.2361 (7)	0.03214 (16)	0.8914 (4)	0.0380 (9)
H31	0.220 (11)	0.033 (3)	0.975 (8)	0.056 (19)*
H32	0.310 (13)	0.009 (3)	0.888 (8)	0.07 (3)*
N1	−0.0784 (7)	0.02857 (16)	0.6520 (5)	0.0283 (8)
H1A	−0.090 (11)	0.060 (3)	0.623 (7)	0.06 (2)*
H1B	−0.005 (11)	0.032 (3)	0.738 (7)	0.053 (19)*
H1C	−0.204 (14)	0.008 (3)	0.646 (9)	0.08 (3)*
C1	0.0524 (8)	0.0008 (2)	0.5757 (5)	0.0300 (10)
H1D	0.082 (10)	−0.034 (3)	0.615 (6)	0.048 (17)*
H1E	0.173 (11)	0.014 (2)	0.595 (6)	0.045 (18)*
N2	0.0775 (8)	0.20727 (16)	−0.1020 (4)	0.0257 (8)
H2A	0.183 (11)	0.216 (2)	−0.057 (7)	0.040 (18)*
H2B	−0.011 (12)	0.230 (3)	−0.113 (7)	0.06 (2)*
H2C	0.086 (10)	0.199 (2)	−0.192 (7)	0.042 (16)*
C2	0.0133 (9)	0.16060 (18)	−0.0433 (5)	0.0278 (10)
H2D	0.115 (10)	0.136 (2)	−0.031 (6)	0.044 (17)*
H2E	−0.095 (13)	0.144 (3)	−0.107 (8)	0.08 (3)*
N3	−0.1249 (8)	0.12597 (16)	0.1435 (5)	0.0279 (9)
H3A	−0.245 (11)	0.119 (2)	0.094 (6)	0.039 (17)*
H3B	−0.023 (12)	0.103 (3)	0.153 (7)	0.06 (2)*
H3C	−0.126 (11)	0.129 (3)	0.230 (8)	0.05 (2)*
C3	−0.0508 (8)	0.17187 (17)	0.0867 (5)	0.0257 (9)
H3D	0.054 (10)	0.184 (2)	0.148 (6)	0.031 (15)*
H3E	−0.145 (9)	0.197 (2)	0.085 (6)	0.035 (15)*

	U11	U22	U33	U12	U13	U23
Pr	0.01069 (13)	0.01111 (11)	0.01082 (11)	0.00001 (7)	0.00336 (7)	−0.00053 (8)
S1	0.0203 (6)	0.0136 (4)	0.0153 (4)	−0.0014 (3)	0.0026 (3)	−0.0027 (3)
S2	0.0144 (5)	0.0144 (4)	0.0107 (4)	0.0007 (3)	0.0038 (3)	0.0022 (3)
S3	0.0113 (5)	0.0182 (4)	0.0184 (4)	0.0002 (3)	0.0046 (3)	0.0041 (4)
O11	0.0219 (18)	0.0306 (17)	0.0283 (16)	−0.0023 (13)	−0.0014 (13)	−0.0069 (13)
O12	0.032 (2)	0.0285 (17)	0.0332 (17)	0.0017 (13)	0.0178 (14)	−0.0027 (13)
O13	0.037 (2)	0.0216 (15)	0.0219 (15)	−0.0055 (13)	0.0063 (13)	0.0041 (12)
O14	0.038 (2)	0.0132 (14)	0.0225 (15)	−0.0009 (12)	0.0005 (13)	−0.0048 (11)
O21	0.0296 (18)	0.0156 (13)	0.0170 (13)	−0.0024 (11)	0.0070 (12)	−0.0003 (10)
O22	0.0148 (16)	0.0265 (15)	0.0203 (14)	0.0032 (11)	0.0045 (11)	0.0095 (11)
O23	0.0148 (16)	0.0227 (14)	0.0192 (13)	−0.0006 (11)	0.0075 (11)	0.0064 (11)
O24	0.0223 (16)	0.0190 (14)	0.0128 (13)	0.0025 (11)	0.0064 (11)	0.0012 (10)
O31	0.0144 (16)	0.0258 (15)	0.0290 (15)	−0.0014 (11)	0.0101 (11)	0.0065 (12)
O32	0.0218 (19)	0.049 (2)	0.042 (2)	0.0036 (15)	0.0032 (15)	0.0301 (17)
O33	0.0167 (17)	0.0166 (14)	0.0376 (17)	−0.0033 (11)	0.0076 (12)	−0.0072 (12)
O34	0.0159 (17)	0.0282 (16)	0.0243 (15)	−0.0017 (12)	0.0057 (12)	−0.0115 (12)
O1	0.050 (2)	0.0174 (16)	0.0246 (17)	−0.0035 (14)	0.0150 (16)	−0.0012 (14)
O2	0.067 (4)	0.106 (5)	0.101 (5)	−0.043 (4)	−0.026 (3)	0.074 (4)
O3	0.049 (3)	0.039 (2)	0.0219 (17)	0.0071 (18)	0.0004 (15)	−0.0071 (15)
N1	0.030 (2)	0.023 (2)	0.033 (2)	−0.0027 (16)	0.0083 (17)	−0.0027 (17)
C1	0.023 (3)	0.037 (3)	0.028 (2)	0.001 (2)	0.0030 (19)	−0.004 (2)
N2	0.026 (3)	0.025 (2)	0.026 (2)	−0.0076 (17)	0.0056 (17)	0.0038 (16)
C2	0.036 (3)	0.023 (2)	0.030 (2)	0.0009 (19)	0.020 (2)	0.0038 (18)
N3	0.026 (3)	0.033 (2)	0.028 (2)	−0.0022 (17)	0.0126 (18)	0.0050 (17)
C3	0.028 (3)	0.022 (2)	0.030 (2)	−0.0035 (18)	0.0127 (19)	0.0000 (18)

Pr—O14	2.383 (3)	O34—Priv	2.541 (3)
Pr—O31	2.446 (3)	O1—H11	0.72 (8)
Pr—O1	2.505 (3)	O1—H12	0.78 (6)
Pr—O34i	2.541 (3)	O2—H21	1.00 (12)
Pr—O22	2.551 (3)	O2—H22	0.77 (8)
Pr—O33i	2.553 (3)	O3—H31	0.87 (7)
Pr—O24ii	2.564 (3)	O3—H32	0.80 (8)
Pr—O21ii	2.577 (3)	N1—C1	1.487 (6)
Pr—O23	2.582 (3)	N1—H1A	0.87 (8)
Pr—S3i	3.1621 (11)	N1—H1B	0.88 (7)
Pr—S2ii	3.1725 (9)	N1—H1C	0.99 (9)
Pr—S2	3.1741 (9)	C1—C1v	1.504 (9)
S1—O12	1.454 (3)	C1—H1D	1.01 (7)
S1—O11	1.473 (3)	C1—H1E	0.84 (7)
S1—O13	1.483 (3)	N2—C2	1.483 (6)
S1—O14	1.495 (3)	N2—H2A	0.76 (7)
S2—O23	1.475 (3)	N2—H2B	0.83 (8)
S2—O21	1.478 (3)	N2—H2C	0.94 (7)
S2—O22	1.485 (3)	C2—C3	1.499 (7)
S2—O24	1.490 (3)	C2—H2D	0.92 (7)
S3—O32	1.458 (3)	C2—H2E	0.94 (8)
S3—O31	1.472 (3)	N3—C3	1.484 (6)
S3—O34	1.488 (3)	N3—H3A	0.85 (7)
S3—O33	1.492 (3)	N3—H3B	0.90 (7)
O21—Priii	2.577 (3)	N3—H3C	0.87 (7)
O24—Priii	2.564 (3)	C3—H3D	0.87 (6)
O33—Priv	2.553 (3)	C3—H3E	0.92 (6)
O14—Pr—O31	80.82 (11)	O31—S3—O33	109.05 (18)
O14—Pr—O1	76.67 (11)	O34—S3—O33	105.04 (17)
O31—Pr—O1	81.17 (12)	S1—O14—Pr	144.42 (18)
O14—Pr—O34i	129.57 (10)	S2—O21—Priii	99.34 (13)
O31—Pr—O34i	148.16 (10)	S2—O22—Pr	100.34 (14)
O1—Pr—O34i	95.70 (12)	S2—O23—Pr	99.30 (14)
O14—Pr—O22	87.71 (10)	S2—O24—Priii	99.60 (14)
O31—Pr—O22	126.92 (9)	S3—O31—Pr	141.33 (18)
O1—Pr—O22	145.50 (11)	S3—O33—Priv	99.49 (14)
O34i—Pr—O22	70.82 (9)	S3—O34—Priv	100.13 (14)
O14—Pr—O33i	75.16 (10)	Pr—O1—H11	117 (6)
O31—Pr—O33i	148.01 (9)	Pr—O1—H12	112 (4)
O1—Pr—O33i	73.03 (12)	H11—O1—H12	121 (7)
O34i—Pr—O33i	55.31 (9)	H21—O2—H22	122 (8)
O22—Pr—O33i	73.30 (10)	H31—O3—H32	107 (7)
O14—Pr—O24ii	146.56 (10)	C1—N1—H1A	108 (5)
O31—Pr—O24ii	77.02 (10)	C1—N1—H1B	108 (5)
O1—Pr—O24ii	123.41 (11)	H1A—N1—H1B	102 (6)
O34i—Pr—O24ii	78.58 (9)	C1—N1—H1C	106 (5)
O22—Pr—O24ii	85.94 (9)	H1A—N1—H1C	120 (7)
O33i—Pr—O24ii	133.31 (9)	H1B—N1—H1C	111 (6)
O14—Pr—O21ii	142.34 (10)	N1—C1—C1v	110.7 (5)
O31—Pr—O21ii	77.75 (10)	N1—C1—H1D	110 (4)
O1—Pr—O21ii	69.73 (11)	C1v—C1—H1D	111 (4)
O34i—Pr—O21ii	71.56 (10)	N1—C1—H1E	109 (4)
O22—Pr—O21ii	129.86 (10)	C1v—C1—H1E	114 (4)
O33i—Pr—O21ii	109.50 (10)	H1D—C1—H1E	102 (5)
O24ii—Pr—O21ii	54.92 (8)	C2—N2—H2A	109 (5)
O14—Pr—O23	78.58 (10)	C2—N2—H2B	114 (5)
O31—Pr—O23	72.22 (9)	H2A—N2—H2B	112 (7)
O1—Pr—O23	146.05 (12)	C2—N2—H2C	106 (4)
O34i—Pr—O23	118.03 (10)	H2A—N2—H2C	112 (6)
O22—Pr—O23	54.71 (9)	H2B—N2—H2C	104 (6)
O33i—Pr—O23	121.97 (10)	N2—C2—C3	110.4 (4)
O24ii—Pr—O23	70.99 (9)	N2—C2—H2D	112 (4)
O21ii—Pr—O23	122.48 (9)	C3—C2—H2D	112 (4)
O12—S1—O11	110.7 (2)	N2—C2—H2E	112 (5)
O12—S1—O13	110.8 (2)	C3—C2—H2E	110 (5)
O11—S1—O13	108.69 (19)	H2D—C2—H2E	100 (6)
O12—S1—O14	109.09 (19)	C3—N3—H3A	108 (4)
O11—S1—O14	108.60 (19)	C3—N3—H3B	107 (5)
O13—S1—O14	108.92 (17)	H3A—N3—H3B	118 (6)
O23—S2—O21	111.99 (17)	C3—N3—H3C	113 (5)
O23—S2—O22	105.65 (16)	H3A—N3—H3C	111 (6)
O21—S2—O22	110.84 (18)	H3B—N3—H3C	99 (6)
O23—S2—O24	111.67 (17)	N3—C3—C2	111.2 (4)
O21—S2—O24	106.03 (16)	N3—C3—H3D	109 (4)
O22—S2—O24	110.75 (17)	C2—C3—H3D	110 (4)
O32—S3—O31	111.4 (2)	N3—C3—H3E	109 (4)
O32—S3—O34	110.9 (2)	C2—C3—H3E	118 (4)
O31—S3—O34	109.50 (18)	H3D—C3—H3E	99 (5)
O32—S3—O33	110.8 (2)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H11···O32	0.72 (8)	2.53 (8)	2.974 (6)	121 (7)
O1—H12···O13	0.78 (6)	1.92 (6)	2.674 (5)	162 (6)
O2—H21···O3	1.00 (12)	1.89 (12)	2.858 (7)	163 (9)
O2—H22···O21ii	0.77 (8)	2.29 (8)	2.905 (6)	137 (7)
O3—H31···O11vi	0.87 (7)	1.95 (8)	2.795 (5)	165 (7)
O3—H32···O12vii	0.80 (8)	2.00 (8)	2.766 (5)	162 (8)
N1—H1A···O33	0.87 (8)	2.48 (8)	3.291 (5)	155 (6)
N1—H1B···O3	0.88 (7)	1.92 (7)	2.758 (6)	158 (6)
N1—H1C···O13v	0.99 (9)	1.85 (9)	2.841 (6)	176 (7)
N2—H2A···O24	0.76 (7)	2.21 (7)	2.976 (5)	177 (7)
N2—H2B···O22viii	0.83 (8)	2.17 (8)	2.967 (6)	162 (7)
N2—H2C···O34ix	0.94 (7)	2.20 (6)	3.020 (5)	146 (5)
N3—H3A···O2x	0.85 (7)	2.12 (7)	2.901 (8)	153 (6)
N3—H3B···O11	0.90 (7)	1.95 (8)	2.847 (6)	175 (6)
N3—H3C···O33	0.87 (7)	2.20 (7)	3.066 (5)	173 (6)