Rearrangement of hydrogen bonds in dehydrated raffinose tetrahydrate: a time-of-flight neutron diffraction study

Structural changes of the raffinose crystal on dehydration from the pentahydrate to the tetrahydrate were investigated by single-crystal time-of-flight neutron diffraction. It was revealed that during the dehydration, rearrangement occurs in the hydrogen bonds related to the lost water molecule, while the symmetry of the crystal structure is retained. The hydrogen-bonding status of raffinose pentahydrate and tetrahydrate were discussed comprehensively according to Jeffrey's hydrogen-bonding classification. It was shown that the water molecules are hydrogen bonded to the surrounding molecules by moderate O—H...O hydrogen bonds and weak C—H...O hydrogen bonds, and the number of these two types of hydrogen bonds determines the water molecules that are removed by dehydration. The lattice constant c showed a significant decrease on dehydration and further dehydration leads to loss of crystallinity of the raffinose crystals.

Computing details

For both structures, data collection: STARGazer (Ohhara, 2009); cell refinement: STARGazer (Ohhara, 2009); data reduction: STARGazer (Ohhara, 2009); program(s) used to solve structure: JANA2006 (Petricek, 2014); program(s) used to refine structure: JANA2006 (Petricek, 2014); molecular graphics: Mercury (Macrae, 2008).

(I)

Crystal data

C18H32O16·5H2O	F(000) = 337.812
Mr = 594.5	Dx = 1.499 Mg m^−3
Orthorhombic, P212121	Neutron radiation, λ = 1 Å
Hall symbol: P 2ac 2ab	Cell parameters from 551 reflections
a = 8.8921 (13) Å	θ = 8.1–82.0°
b = 12.2495 (12) Å	µ = 0 mm^−1
c = 23.798 (3) Å	T = 120 K
V = 2592.1 (5) Å^3	Block, colorless
Z = 4	2 × 1 × 0.5 mm

Data collection

Time-of-flight Laue-type single crystal neutron diffractometer	5953 reflections with I > 4σ(I)
Radiation source: spallation neutron	Rint = 0.158
None monochromator	θmax = 82.0°, θmin = 8.1°
Detector resolution: 4 pixels mm^-1	h = −22→21
time–of–flight Laue method scans	k = −30→30
27274 measured reflections	l = −55→59
27274 independent reflections

Refinement

Refinement on F	All H-atom parameters refined
R[F > 3σ(F)] = 0.070	Weighting scheme based on measured s.u.'s w = 1/(σ^2(F) + 0.0001F^2)
wR(F) = 0.061	(Δ/σ)max = 0.016
S = 2.06	Δρmax = 1.77 e Å^−3
5953 reflections	Δρmin = −1.86 e Å^−3
736 parameters	Extinction correction: B-C type 1 Lorentzian isotropic (Becker & Coppens, 1974)
0 restraints	Extinction coefficient: 4.0 (4)
0 constraints	Absolute structure: 1082 of Friedel pairs used in the refinement

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
C_1	0.2236 (4)	0.3181 (2)	0.35724 (12)	0.0054 (8)
C_2	0.1079 (4)	0.3937 (2)	0.38483 (13)	0.0079 (8)
C_3	0.1397 (4)	0.5132 (2)	0.36910 (12)	0.0061 (8)
C_4	0.3031 (4)	0.5417 (2)	0.38352 (12)	0.0065 (8)
C_5	0.4111 (4)	0.4597 (2)	0.35726 (12)	0.0062 (8)
C_6	0.5724 (4)	0.4784 (2)	0.37501 (13)	0.0087 (9)
C_1'	0.7229 (4)	0.5058 (2)	0.45516 (13)	0.0067 (8)
C_2'	0.7338 (4)	0.4718 (2)	0.51695 (13)	0.0070 (8)
C_3'	0.6236 (4)	0.5367 (2)	0.55311 (12)	0.0069 (8)
C_4'	0.6471 (4)	0.6596 (2)	0.54294 (13)	0.0081 (8)
C_5'	0.6315 (4)	0.6832 (2)	0.48014 (13)	0.0077 (8)
C_6'	0.6646 (5)	0.8016 (2)	0.46484 (14)	0.0104 (9)
C_1''	0.1152 (5)	0.2114 (2)	0.22528 (13)	0.0114 (9)
C_2''	0.2504 (4)	0.2389 (2)	0.26202 (12)	0.0075 (8)
C_3''	0.3917 (4)	0.2743 (2)	0.22997 (12)	0.0065 (8)
C_4''	0.5172 (4)	0.2364 (2)	0.26855 (13)	0.0094 (9)
C_5''	0.4542 (5)	0.1276 (2)	0.28896 (14)	0.0108 (9)
C_6''	0.5075 (5)	0.0917 (3)	0.34601 (14)	0.0113 (9)
O_1	0.2006 (5)	0.3250 (2)	0.29911 (14)	0.0074 (10)
O_2	−0.0399 (5)	0.3615 (3)	0.37109 (15)	0.0099 (10)
O_3	0.0447 (5)	0.5848 (3)	0.39998 (15)	0.0101 (10)
O_4	0.3437 (5)	0.6460 (3)	0.36162 (15)	0.0118 (10)
O_5	0.3705 (5)	0.3504 (2)	0.37385 (13)	0.0068 (9)
O_6	0.5817 (5)	0.4719 (3)	0.43501 (15)	0.0073 (9)
O_2'	0.7153 (6)	0.3582 (3)	0.52394 (17)	0.0134 (11)
O_3'	0.6461 (5)	0.5147 (3)	0.61082 (15)	0.0114 (10)
O_4'	0.7885 (6)	0.6959 (3)	0.56416 (15)	0.0109 (10)
O_5'	0.7426 (5)	0.6212 (3)	0.44975 (14)	0.0085 (9)
O_6'	0.5531 (5)	0.8738 (3)	0.48588 (16)	0.0106 (10)
O_1''	0.1517 (6)	0.1272 (3)	0.18730 (15)	0.0135 (11)
O_2''	0.2927 (5)	0.1444 (3)	0.29121 (16)	0.0084 (9)
O_3''	0.3883 (6)	0.3872 (3)	0.21853 (16)	0.0123 (10)
O_4''	0.6641 (5)	0.2312 (3)	0.24396 (16)	0.0147 (11)
O_6''	0.4543 (6)	−0.0149 (3)	0.36066 (18)	0.0148 (12)
Hc_1	0.2114 (10)	0.2347 (4)	0.3728 (3)	0.0194 (19)
Hc_2	0.1197 (10)	0.3845 (5)	0.4306 (3)	0.022 (2)
Hc_3	0.1225 (10)	0.5262 (5)	0.3238 (3)	0.021 (2)
Hc_4	0.3172 (9)	0.5398 (5)	0.4292 (2)	0.0178 (19)
Hc_5	0.4042 (10)	0.4652 (5)	0.3113 (3)	0.0189 (19)
H'c_6	0.6455 (9)	0.4155 (5)	0.3563 (3)	0.023 (2)
Hc_6	0.6089 (10)	0.5602 (5)	0.3604 (3)	0.024 (2)
Hc_1'	0.8121 (9)	0.4689 (5)	0.4301 (3)	0.020 (2)
Hc_2'	0.8503 (9)	0.4898 (5)	0.5324 (3)	0.023 (2)
Hc_3'	0.5082 (10)	0.5167 (5)	0.5405 (3)	0.024 (2)
Hc_4'	0.5621 (9)	0.7059 (5)	0.5668 (3)	0.022 (2)
Hc_5'	0.5179 (9)	0.6614 (5)	0.4663 (3)	0.020 (2)
Hc_6'	0.7764 (10)	0.8250 (6)	0.4799 (4)	0.030 (3)
H'c_6'	0.6634 (11)	0.8099 (5)	0.4187 (3)	0.029 (3)
Hc_1''	0.0825 (11)	0.2842 (5)	0.2007 (3)	0.026 (2)
Hc_2''	0.0227 (11)	0.1885 (6)	0.2519 (3)	0.034 (3)
Hc_3''	0.3995 (10)	0.2265 (5)	0.1907 (3)	0.022 (2)
Hc_4''	0.5270 (10)	0.2920 (5)	0.3042 (3)	0.021 (2)
Hc_5''	0.4726 (9)	0.0637 (5)	0.2574 (3)	0.0183 (19)
Hc_6''	0.4749 (12)	0.1515 (5)	0.3771 (3)	0.033 (3)
H'c_6''	0.6293 (11)	0.0869 (6)	0.3458 (3)	0.028 (2)
Ho_2	−0.0636 (9)	0.3787 (5)	0.3305 (3)	0.021 (2)
Ho_3	−0.0352 (11)	0.6070 (5)	0.3756 (3)	0.027 (2)
Ho_4	0.3127 (10)	0.7036 (5)	0.3882 (3)	0.023 (2)
Ho_2'	0.6184 (11)	0.3332 (5)	0.5086 (3)	0.026 (2)
Ho_3'	0.5791 (11)	0.4535 (5)	0.6205 (3)	0.029 (3)
Ho_4'	0.8723 (9)	0.6641 (5)	0.5433 (3)	0.023 (2)
Ho_6'	0.5567 (10)	0.8798 (5)	0.5273 (3)	0.023 (2)
Ho_1''	0.1667 (10)	0.0595 (5)	0.2081 (3)	0.025 (2)
Ho_3''	0.4556 (10)	0.4064 (5)	0.1879 (3)	0.023 (2)
Ho_4''	0.6595 (10)	0.1942 (5)	0.2082 (3)	0.025 (2)
Ho_6''	0.3422 (11)	−0.0125 (6)	0.3661 (3)	0.027 (2)
O_w1	0.2037 (6)	0.4159 (3)	0.53565 (18)	0.0208 (14)
H_w11	0.1455 (12)	0.4816 (6)	0.5359 (3)	0.035 (3)
H_w12	0.1292 (11)	0.3570 (6)	0.5340 (3)	0.029 (2)
O_w2	0.9102 (6)	0.1348 (3)	0.37989 (18)	0.0150 (12)
H_w21	0.9212 (10)	0.2141 (5)	0.3775 (3)	0.025 (2)
H_w22	0.8450 (12)	0.1198 (6)	0.4095 (3)	0.032 (3)
O_w3	0.8525 (6)	0.4164 (3)	0.26701 (16)	0.0139 (11)
H_w31	0.9305 (10)	0.4342 (6)	0.2399 (3)	0.028 (2)
H_w32	0.7906 (11)	0.3573 (6)	0.2520 (3)	0.032 (3)
O_w4	0.4815 (6)	0.2510 (3)	0.47488 (18)	0.0144 (12)
H_w41	0.3855 (10)	0.2173 (5)	0.4844 (3)	0.026 (2)
H_w42	0.4583 (12)	0.2993 (6)	0.4446 (3)	0.033 (3)
O_w5	0.1027 (6)	0.5006 (3)	0.2172 (2)	0.0190 (13)
H_w51	0.1106 (12)	0.5484 (6)	0.1860 (3)	0.033 (3)
H_w52	0.2002 (12)	0.4625 (6)	0.2199 (3)	0.034 (3)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C_1	0.0044 (16)	0.0065 (11)	0.0053 (12)	0.0001 (11)	0.0001 (14)	−0.0009 (9)
C_2	0.0073 (17)	0.0094 (11)	0.0072 (13)	0.0023 (12)	0.0019 (16)	0.0005 (9)
C_3	0.0049 (16)	0.0069 (11)	0.0064 (12)	−0.0003 (11)	0.0014 (14)	−0.0004 (9)
C_4	0.0071 (17)	0.0070 (11)	0.0055 (12)	0.0027 (12)	−0.0004 (14)	0.0005 (9)
C_5	0.0047 (16)	0.0079 (11)	0.0061 (12)	0.0009 (11)	−0.0004 (14)	−0.0009 (9)
C_6	0.0086 (18)	0.0085 (12)	0.0091 (14)	0.0011 (12)	0.0024 (14)	−0.0002 (9)
C_1'	0.0042 (16)	0.0075 (11)	0.0085 (13)	−0.0023 (12)	0.0015 (14)	−0.0010 (9)
C_2'	0.0057 (17)	0.0047 (10)	0.0107 (13)	0.0017 (11)	−0.0030 (14)	−0.0004 (9)
C_3'	0.0078 (17)	0.0059 (10)	0.0072 (12)	−0.0012 (12)	−0.0003 (15)	0.0019 (9)
C_4'	0.0100 (19)	0.0069 (11)	0.0074 (13)	−0.0007 (12)	0.0012 (15)	−0.0018 (9)
C_5'	0.0065 (17)	0.0071 (11)	0.0093 (14)	−0.0004 (12)	0.0029 (15)	−0.0003 (9)
C_6'	0.011 (2)	0.0072 (11)	0.0130 (15)	0.0012 (13)	0.0015 (16)	0.0001 (10)
C_1''	0.016 (2)	0.0081 (12)	0.0107 (14)	0.0006 (14)	−0.0019 (17)	−0.0023 (10)
C_2''	0.0091 (18)	0.0071 (11)	0.0062 (12)	−0.0018 (11)	0.0006 (15)	−0.0020 (9)
C_3''	0.0065 (16)	0.0064 (10)	0.0065 (12)	−0.0008 (11)	0.0009 (14)	−0.0007 (9)
C_4''	0.0110 (19)	0.0085 (12)	0.0087 (13)	0.0012 (12)	−0.0013 (16)	−0.0020 (10)
C_5''	0.015 (2)	0.0078 (12)	0.0102 (14)	0.0020 (13)	0.0017 (17)	0.0001 (10)
C_6''	0.012 (2)	0.0114 (13)	0.0106 (15)	0.0023 (14)	−0.0042 (16)	0.0004 (11)
O_1	0.008 (2)	0.0076 (13)	0.0062 (15)	−0.0001 (13)	0.0008 (16)	0.0006 (10)
O_2	0.013 (2)	0.0096 (14)	0.0074 (15)	−0.0023 (15)	0.0031 (18)	−0.0009 (11)
O_3	0.012 (2)	0.0104 (14)	0.0080 (16)	0.0023 (15)	−0.0016 (18)	−0.0028 (11)
O_4	0.019 (2)	0.0075 (13)	0.0087 (15)	−0.0029 (15)	0.002 (2)	−0.0006 (11)
O_5	0.007 (2)	0.0072 (12)	0.0060 (14)	0.0009 (13)	−0.0016 (17)	−0.0020 (10)
O_6	0.0050 (19)	0.0095 (13)	0.0075 (14)	−0.0003 (13)	−0.0042 (16)	−0.0010 (11)
O_2'	0.018 (3)	0.0080 (15)	0.0144 (18)	0.0024 (16)	−0.004 (2)	−0.0002 (12)
O_3'	0.015 (2)	0.0119 (14)	0.0073 (15)	−0.0023 (16)	0.0001 (19)	0.0021 (11)
O_4'	0.015 (2)	0.0093 (14)	0.0084 (15)	0.0008 (16)	−0.0060 (19)	−0.0053 (12)
O_5'	0.009 (2)	0.0071 (12)	0.0097 (15)	0.0003 (14)	0.0018 (17)	−0.0025 (10)
O_6'	0.013 (2)	0.0097 (14)	0.0090 (16)	0.0021 (15)	−0.0033 (19)	0.0022 (11)
O_1''	0.022 (3)	0.0100 (14)	0.0089 (15)	−0.0023 (17)	−0.003 (2)	−0.0028 (11)
O_2''	0.007 (2)	0.0064 (12)	0.0114 (15)	−0.0035 (14)	−0.0019 (17)	0.0009 (11)
O_3''	0.013 (2)	0.0108 (14)	0.0127 (17)	0.0002 (16)	0.000 (2)	0.0041 (12)
O_4''	0.015 (2)	0.0163 (16)	0.0129 (17)	−0.0029 (17)	0.005 (2)	−0.0046 (13)
O_6''	0.018 (3)	0.0130 (16)	0.0132 (19)	0.0019 (17)	0.009 (2)	0.0039 (13)
Hc_1	0.028 (4)	0.012 (2)	0.019 (3)	−0.001 (3)	0.002 (4)	0.004 (2)
Hc_2	0.033 (5)	0.020 (3)	0.013 (3)	0.002 (3)	−0.001 (4)	0.000 (2)
Hc_3	0.027 (5)	0.023 (3)	0.012 (3)	0.002 (3)	−0.005 (4)	−0.001 (2)
Hc_4	0.017 (4)	0.027 (3)	0.009 (3)	−0.003 (3)	0.004 (3)	0.002 (2)
Hc_5	0.024 (4)	0.019 (3)	0.014 (3)	−0.001 (3)	−0.001 (3)	−0.002 (2)
H'c_6	0.021 (4)	0.028 (3)	0.019 (3)	0.008 (3)	0.001 (4)	−0.005 (2)
Hc_6	0.032 (5)	0.022 (3)	0.019 (3)	−0.013 (3)	−0.002 (4)	0.008 (2)
Hc_1'	0.017 (4)	0.017 (3)	0.028 (4)	−0.001 (3)	0.001 (4)	−0.005 (2)
Hc_2'	0.020 (5)	0.023 (3)	0.027 (4)	−0.004 (3)	−0.009 (4)	0.000 (2)
Hc_3'	0.025 (5)	0.021 (3)	0.027 (4)	0.007 (3)	−0.008 (4)	−0.004 (3)
Hc_4'	0.024 (5)	0.021 (3)	0.022 (3)	0.004 (3)	0.015 (4)	−0.005 (2)
Hc_5'	0.010 (4)	0.023 (3)	0.027 (4)	−0.004 (3)	−0.002 (4)	−0.004 (3)
Hc_6'	0.018 (5)	0.026 (4)	0.046 (5)	−0.002 (3)	−0.012 (4)	0.000 (3)
H'c_6'	0.046 (6)	0.024 (3)	0.019 (3)	0.002 (4)	0.008 (5)	0.000 (3)
Hc_1''	0.038 (5)	0.012 (2)	0.027 (3)	−0.002 (3)	−0.013 (4)	0.000 (2)
Hc_2''	0.039 (6)	0.030 (4)	0.032 (4)	−0.001 (4)	0.001 (5)	−0.004 (3)
Hc_3''	0.030 (5)	0.025 (3)	0.012 (3)	0.007 (3)	0.001 (4)	−0.002 (2)
Hc_4''	0.019 (4)	0.025 (3)	0.020 (3)	−0.001 (3)	−0.003 (4)	−0.009 (2)
Hc_5''	0.020 (4)	0.014 (3)	0.021 (3)	0.001 (3)	0.004 (4)	−0.004 (2)
Hc_6''	0.052 (7)	0.026 (3)	0.021 (3)	0.005 (4)	−0.014 (5)	−0.007 (3)
H'c_6''	0.024 (5)	0.029 (3)	0.032 (4)	0.002 (4)	0.000 (4)	0.005 (3)
Ho_2	0.019 (4)	0.028 (3)	0.017 (3)	−0.001 (3)	0.000 (4)	0.003 (2)
Ho_3	0.030 (5)	0.026 (3)	0.025 (4)	0.008 (3)	−0.012 (4)	0.003 (3)
Ho_4	0.034 (5)	0.014 (2)	0.021 (3)	−0.002 (3)	0.005 (4)	−0.007 (2)
Ho_2'	0.027 (5)	0.020 (3)	0.032 (4)	0.001 (3)	0.004 (4)	0.001 (3)
Ho_3'	0.047 (6)	0.017 (3)	0.024 (3)	−0.010 (3)	0.007 (4)	0.007 (2)
Ho_4'	0.015 (4)	0.023 (3)	0.032 (4)	0.001 (3)	0.011 (4)	−0.012 (3)
Ho_6'	0.027 (5)	0.028 (3)	0.013 (3)	0.001 (3)	−0.003 (4)	−0.004 (2)
Ho_1''	0.036 (5)	0.014 (3)	0.026 (3)	−0.001 (3)	−0.005 (4)	0.002 (2)
Ho_3''	0.022 (4)	0.025 (3)	0.022 (3)	−0.006 (3)	0.001 (4)	0.002 (3)
Ho_4''	0.026 (5)	0.030 (3)	0.019 (3)	0.008 (4)	0.003 (4)	−0.010 (3)
Ho_6''	0.020 (5)	0.035 (4)	0.026 (4)	0.004 (4)	0.005 (4)	0.003 (3)
O_w1	0.027 (3)	0.0150 (17)	0.020 (2)	0.005 (2)	0.000 (2)	0.0032 (15)
H_w11	0.041 (6)	0.023 (4)	0.040 (5)	0.004 (4)	−0.010 (5)	0.002 (3)
H_w12	0.029 (5)	0.021 (3)	0.037 (4)	−0.006 (4)	−0.005 (5)	0.000 (3)
O_w2	0.015 (2)	0.0104 (15)	0.020 (2)	0.0007 (16)	−0.004 (2)	−0.0017 (14)
H_w21	0.029 (5)	0.012 (2)	0.035 (4)	−0.004 (3)	0.004 (4)	−0.001 (2)
H_w22	0.048 (7)	0.027 (4)	0.022 (3)	0.007 (4)	0.006 (5)	0.004 (3)
O_w3	0.014 (2)	0.0166 (16)	0.0114 (17)	−0.0015 (18)	0.001 (2)	−0.0011 (13)
H_w31	0.028 (5)	0.034 (4)	0.022 (4)	0.004 (4)	0.014 (4)	0.006 (3)
H_w32	0.040 (6)	0.022 (3)	0.034 (4)	−0.003 (4)	−0.007 (5)	−0.005 (3)
O_w4	0.017 (3)	0.0091 (15)	0.0169 (19)	−0.0024 (16)	−0.005 (2)	0.0020 (13)
H_w41	0.024 (5)	0.027 (3)	0.026 (4)	−0.005 (4)	0.003 (4)	0.002 (3)
H_w42	0.044 (6)	0.026 (3)	0.028 (4)	−0.008 (4)	−0.007 (5)	0.008 (3)
O_w5	0.014 (2)	0.0203 (19)	0.023 (2)	0.0008 (19)	0.005 (2)	0.0097 (16)
H_w51	0.040 (6)	0.035 (4)	0.025 (4)	−0.001 (4)	0.004 (5)	0.014 (3)
H_w52	0.038 (6)	0.028 (4)	0.037 (5)	0.002 (4)	−0.007 (5)	0.007 (3)

Geometric parameters (Å, º)

C_1—C_2	1.532 (4)	C_2''—C_3''	1.532 (5)
C_1—O_1	1.400 (3)	C_2''—O_1	1.445 (4)
C_1—O_5	1.422 (5)	C_2''—O_2''	1.402 (5)
C_1—Hc_1	1.093 (6)	C_3''—C_4''	1.517 (4)
C_2—C_3	1.537 (4)	C_3''—O_3''	1.410 (4)
C_2—O_2	1.410 (6)	C_3''—Hc_3''	1.106 (7)
C_2—Hc_2	1.101 (8)	C_4''—C_5''	1.526 (4)
C_3—C_4	1.533 (5)	C_4''—O_4''	1.432 (6)
C_3—O_3	1.423 (5)	C_4''—Hc_4''	1.092 (7)
C_3—Hc_3	1.100 (8)	C_5''—C_6''	1.503 (4)
C_4—C_5	1.523 (4)	C_5''—O_2''	1.452 (6)
C_4—O_4	1.426 (4)	C_5''—Hc_5''	1.098 (7)
C_4—Hc_4	1.095 (5)	C_6''—O_6''	1.432 (5)
C_5—C_6	1.512 (5)	C_6''—Hc_6''	1.081 (8)
C_5—O_5	1.442 (4)	C_6''—H'c_6''	1.082 (10)
C_5—Hc_5	1.099 (8)	O_2—Ho_2	1.011 (9)
C_6—O_6	1.432 (3)	O_3—Ho_3	0.956 (9)
C_6—H'c_6	1.102 (8)	O_4—Ho_4	0.986 (8)
C_6—Hc_6	1.109 (7)	O_2'—Ho_2'	0.987 (10)
C_1'—C_2'	1.532 (3)	O_3'—Ho_3'	0.986 (8)
C_1'—O_6	1.407 (5)	O_4'—Ho_4'	0.977 (9)
C_1'—O_5'	1.430 (4)	O_6'—Ho_6'	0.989 (9)
C_1'—Hc_1'	1.091 (8)	O_1''—Ho_1''	0.975 (7)
C_2'—C_3'	1.527 (4)	O_3''—Ho_3''	0.974 (9)
C_2'—O_2'	1.411 (4)	O_4''—Ho_4''	0.966 (8)
C_2'—Hc_2'	1.121 (9)	O_6''—Ho_6''	1.007 (10)
C_3'—C_4'	1.539 (4)	O_w1—H_w11	0.954 (9)
C_3'—O_3'	1.414 (3)	O_w1—H_w12	0.982 (9)
C_3'—Hc_3'	1.098 (9)	H_w11—H_w12	1.534 (10)
C_4'—C_5'	1.529 (3)	O_w2—H_w21	0.978 (7)
C_4'—O_4'	1.427 (6)	O_w2—H_w22	0.931 (9)
C_4'—Hc_4'	1.103 (8)	H_w21—H_w22	1.540 (10)
C_5'—C_6'	1.524 (4)	O_w3—H_w31	0.969 (10)
C_5'—O_5'	1.440 (5)	O_w3—H_w32	0.975 (9)
C_5'—Hc_5'	1.095 (9)	H_w31—H_w32	1.580 (12)
C_6'—O_6'	1.420 (6)	O_w4—H_w41	0.979 (10)
C_6'—Hc_6'	1.092 (10)	O_w4—H_w42	0.956 (9)
C_6'—H'c_6'	1.102 (8)	H_w41—H_w42	1.526 (10)
C_1''—C_2''	1.524 (5)	O_w5—H_w51	0.948 (8)
C_1''—O_1''	1.410 (4)	O_w5—H_w52	0.985 (10)
C_1''—Hc_1''	1.107 (7)	H_w51—H_w52	1.544 (11)
C_1''—Hc_2''	1.073 (9)
C_2—C_1—O_1	106.8 (3)	O_6'—C_6'—H'c_6'	106.6 (5)
C_2—C_1—O_5	109.2 (2)	Hc_6'—C_6'—H'c_6'	108.4 (7)
C_2—C_1—Hc_1	110.5 (5)	C_2''—C_1''—O_1''	110.4 (4)
O_1—C_1—O_5	113.2 (3)	C_2''—C_1''—Hc_1''	109.6 (5)
O_1—C_1—Hc_1	112.1 (4)	C_2''—C_1''—Hc_2''	108.8 (5)
O_5—C_1—Hc_1	105.0 (5)	O_1''—C_1''—Hc_1''	108.2 (4)
C_1—C_2—C_3	110.4 (2)	O_1''—C_1''—Hc_2''	111.3 (5)
C_1—C_2—O_2	111.0 (3)	Hc_1''—C_1''—Hc_2''	108.6 (7)
C_1—C_2—Hc_2	107.3 (5)	C_1''—C_2''—C_3''	115.1 (2)
C_3—C_2—O_2	112.4 (3)	C_1''—C_2''—O_1	105.7 (3)
C_3—C_2—Hc_2	108.7 (4)	C_1''—C_2''—O_2''	108.3 (3)
O_2—C_2—Hc_2	106.9 (5)	C_3''—C_2''—O_1	110.4 (2)
C_2—C_3—C_4	109.7 (2)	C_3''—C_2''—O_2''	105.1 (3)
C_2—C_3—O_3	110.6 (3)	O_1—C_2''—O_2''	112.5 (3)
C_2—C_3—Hc_3	110.6 (4)	C_2''—C_3''—C_4''	102.5 (2)
C_4—C_3—O_3	107.9 (3)	C_2''—C_3''—O_3''	110.9 (3)
C_4—C_3—Hc_3	108.3 (5)	C_2''—C_3''—Hc_3''	109.0 (5)
O_3—C_3—Hc_3	109.7 (5)	C_4''—C_3''—O_3''	115.7 (3)
C_3—C_4—C_5	110.8 (2)	C_4''—C_3''—Hc_3''	107.4 (5)
C_3—C_4—O_4	111.2 (3)	O_3''—C_3''—Hc_3''	110.9 (4)
C_3—C_4—Hc_4	109.0 (5)	C_3''—C_4''—C_5''	101.0 (3)
C_5—C_4—O_4	106.4 (3)	C_3''—C_4''—O_4''	116.0 (3)
C_5—C_4—Hc_4	108.7 (4)	C_3''—C_4''—Hc_4''	109.7 (5)
O_4—C_4—Hc_4	110.7 (4)	C_5''—C_4''—O_4''	115.2 (3)
C_4—C_5—C_6	112.6 (2)	C_5''—C_4''—Hc_4''	109.0 (4)
C_4—C_5—O_5	110.0 (3)	O_4''—C_4''—Hc_4''	105.8 (6)
C_4—C_5—Hc_5	109.3 (5)	C_4''—C_5''—C_6''	115.4 (3)
C_6—C_5—O_5	107.6 (3)	C_4''—C_5''—O_2''	104.5 (3)
C_6—C_5—Hc_5	108.8 (5)	C_4''—C_5''—Hc_5''	110.4 (4)
O_5—C_5—Hc_5	108.4 (4)	C_6''—C_5''—O_2''	108.7 (3)
C_5—C_6—O_6	108.9 (3)	C_6''—C_5''—Hc_5''	111.3 (4)
C_5—C_6—H'c_6	109.9 (4)	O_2''—C_5''—Hc_5''	105.9 (5)
C_5—C_6—Hc_6	109.1 (5)	C_5''—C_6''—O_6''	112.5 (3)
O_6—C_6—H'c_6	109.2 (5)	C_5''—C_6''—Hc_6''	109.6 (5)
O_6—C_6—Hc_6	110.2 (4)	C_5''—C_6''—H'c_6''	109.1 (5)
H'c_6—C_6—Hc_6	109.4 (6)	O_6''—C_6''—Hc_6''	111.2 (5)
C_2'—C_1'—O_6	107.7 (3)	O_6''—C_6''—H'c_6''	106.3 (5)
C_2'—C_1'—O_5'	110.3 (2)	Hc_6''—C_6''—H'c_6''	107.9 (7)
C_2'—C_1'—Hc_1'	111.5 (4)	C_1—O_1—C_2''	121.0 (3)
O_6—C_1'—O_5'	111.7 (3)	C_2—O_2—Ho_2	110.9 (6)
O_6—C_1'—Hc_1'	109.8 (5)	C_3—O_3—Ho_3	107.6 (6)
O_5'—C_1'—Hc_1'	105.7 (4)	C_4—O_4—Ho_4	109.6 (5)
C_1'—C_2'—C_3'	111.0 (2)	C_1—O_5—C_5	114.3 (3)
C_1'—C_2'—O_2'	111.9 (3)	C_6—O_6—C_1'	112.1 (3)
C_1'—C_2'—Hc_2'	108.6 (4)	C_2'—O_2'—Ho_2'	111.4 (5)
C_3'—C_2'—O_2'	111.9 (3)	C_3'—O_3'—Ho_3'	106.7 (5)
C_3'—C_2'—Hc_2'	107.9 (4)	C_4'—O_4'—Ho_4'	111.5 (6)
O_2'—C_2'—Hc_2'	105.3 (4)	C_1'—O_5'—C_5'	113.1 (3)
C_2'—C_3'—C_4'	109.5 (2)	C_6'—O_6'—Ho_6'	112.0 (6)
C_2'—C_3'—O_3'	110.9 (3)	C_1''—O_1''—Ho_1''	109.2 (5)
C_2'—C_3'—Hc_3'	109.3 (4)	C_2''—O_2''—C_5''	111.4 (3)
C_4'—C_3'—O_3'	108.7 (2)	C_3''—O_3''—Ho_3''	111.6 (5)
C_4'—C_3'—Hc_3'	107.6 (4)	C_4''—O_4''—Ho_4''	109.7 (6)
O_3'—C_3'—Hc_3'	110.8 (5)	C_6''—O_6''—Ho_6''	109.4 (6)
C_3'—C_4'—C_5'	109.1 (2)	H_w11—O_w1—H_w12	104.8 (9)
C_3'—C_4'—O_4'	111.6 (3)	O_w1—H_w11—H_w12	38.2 (5)
C_3'—C_4'—Hc_4'	109.2 (4)	O_w1—H_w12—H_w11	37.0 (5)
C_5'—C_4'—O_4'	111.6 (3)	H_w21—O_w2—H_w22	107.6 (8)
C_5'—C_4'—Hc_4'	110.2 (4)	O_w2—H_w21—H_w22	35.2 (5)
O_4'—C_4'—Hc_4'	105.1 (5)	O_w2—H_w22—H_w21	37.3 (5)
C_4'—C_5'—C_6'	113.3 (2)	H_w31—O_w3—H_w32	108.8 (8)
C_4'—C_5'—O_5'	109.1 (2)	O_w3—H_w31—H_w32	35.7 (5)
C_4'—C_5'—Hc_5'	109.3 (4)	O_w3—H_w32—H_w31	35.5 (5)
C_6'—C_5'—O_5'	104.5 (3)	H_w41—O_w4—H_w42	104.1 (8)
C_6'—C_5'—Hc_5'	109.8 (4)	O_w4—H_w41—H_w42	37.4 (5)
O_5'—C_5'—Hc_5'	110.7 (4)	O_w4—H_w42—H_w41	38.5 (5)
C_5'—C_6'—O_6'	111.9 (3)	H_w51—O_w5—H_w52	106.0 (8)
C_5'—C_6'—Hc_6'	110.3 (5)	O_w5—H_w51—H_w52	37.8 (5)
C_5'—C_6'—H'c_6'	108.9 (4)	O_w5—H_w52—H_w51	36.2 (5)
O_6'—C_6'—Hc_6'	110.7 (5)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C_1—Hc_1···O_2′^i	1.093 (6)	2.709 (8)	3.560 (5)	134.4 (5)
C_1—Hc_1···O_w2^ii	1.093 (6)	2.946 (10)	3.619 (6)	120.1 (6)
C_2—Hc_2···O_w1	1.101 (8)	2.638 (9)	3.701 (5)	162.0 (6)
C_3—Hc_3···O_w5	1.100 (8)	2.563 (9)	3.633 (5)	164.2 (5)
C_5—Hc_5···O_3′′	1.099 (8)	2.410 (8)	3.426 (5)	153.1 (5)
C_6—H′c_6···O_2^iii	1.102 (8)	2.896 (9)	3.734 (6)	132.9 (5)
C_6—H′c_6···O_w3	1.102 (8)	2.811 (9)	3.659 (6)	133.5 (5)
C_6—Hc_6···O_1′′^iv	1.109 (7)	2.548 (10)	3.397 (5)	132.5 (6)
C_1′—Hc_1′···C_2^iii	1.091 (8)	2.988 (8)	4.051 (5)	164.8 (5)
C_1′—Hc_1′···O_2^iii	1.091 (8)	2.331 (8)	3.403 (5)	166.9 (6)
C_1′—Hc_1′···O_3^iii	1.091 (8)	2.609 (9)	3.294 (6)	120.1 (5)
C_2′—Hc_2′···O_6′^v	1.121 (9)	2.497 (8)	3.412 (5)	137.9 (5)
C_2′—Hc_2′···O_6′′^vi	1.121 (9)	2.724 (9)	3.549 (6)	129.9 (5)
C_3′—Hc_3′···O_w1	1.098 (9)	2.976 (10)	4.038 (6)	162.5 (5)
C_4′—Hc_4′···O_3^v	1.103 (8)	2.687 (7)	3.533 (5)	133.0 (5)
C_5′—Hc_5′···O_4	1.095 (9)	2.940 (8)	3.835 (5)	139.1 (5)
C_5′—Hc_5′···O_4′^vii	1.095 (9)	2.783 (9)	3.551 (6)	127.0 (4)
C_1′′—Hc_1′′···O_w5	1.107 (7)	2.686 (7)	3.550 (4)	134.4 (5)
C_1′′—Hc_2′′···O_w5^viii	1.073 (9)	2.662 (9)	3.506 (5)	135.2 (6)
C_3′′—Hc_3′′···O_4^ix	1.106 (7)	2.778 (9)	3.572 (5)	128.4 (6)
C_4′′—Hc_4′′···C_5	1.092 (7)	2.623 (7)	3.583 (4)	146.3 (6)
C_4′′—Hc_4′′···C_6	1.092 (7)	2.866 (7)	3.931 (4)	164.8 (5)
C_4′′—Hc_4′′···O_5	1.092 (7)	2.280 (8)	3.153 (4)	135.5 (7)
C_5′′—Hc_5′′···O_3′′^ix	1.098 (7)	2.556 (8)	3.266 (5)	121.4 (5)
C_6′′—Hc_6′′···O_5	1.081 (8)	2.609 (7)	3.459 (5)	135.1 (5)
C_6′′—Hc_6′′···O_w4	1.081 (8)	2.628 (8)	3.643 (5)	156.2 (6)
C_6′′—H′c_6′′···O_w2	1.082 (10)	2.694 (10)	3.708 (7)	156.0 (6)
O_2—Ho_2···O_w3^ii	1.011 (9)	1.747 (9)	2.740 (7)	166.0 (8)
O_3—Ho_3···C_1′′^x	0.956 (9)	2.812 (8)	3.649 (5)	146.7 (7)
O_3—Ho_3···O_1′′^x	0.956 (9)	1.838 (9)	2.763 (6)	162.1 (7)
O_4—Ho_4···C_4′^vii	0.986 (8)	2.770 (8)	3.727 (4)	163.7 (7)
O_4—Ho_4···O_4′^vii	0.986 (8)	1.687 (8)	2.666 (5)	171.3 (9)
O_2′—Ho_2′···O_w4	0.987 (10)	1.769 (9)	2.721 (7)	160.9 (7)
O_3′—Ho_3′···O_w2^i	0.986 (8)	1.850 (9)	2.793 (6)	159.2 (7)
O_3′—Ho_3′···O_w5^xi	0.986 (8)	2.867 (9)	3.368 (6)	112.3 (5)
O_4′—Ho_4′···C_6′^v	0.977 (9)	2.640 (9)	3.415 (7)	136.4 (6)
O_4′—Ho_4′···O_6′^v	0.977 (9)	1.812 (9)	2.772 (7)	167.0 (7)
O_6′—Ho_6′···C_3^v	0.989 (9)	2.887 (8)	3.797 (5)	153.3 (6)
O_6′—Ho_6′···O_3^v	0.989 (9)	1.787 (9)	2.763 (7)	168.8 (7)
O_1′′—Ho_1′′···O_w3^ix	0.975 (7)	1.858 (7)	2.802 (5)	162.0 (8)
O_3′′—Ho_3′′···C_6′′^iv	0.974 (9)	2.431 (7)	3.081 (5)	123.8 (6)
O_3′′—Ho_3′′···O_6′′^iv	0.974 (9)	1.704 (9)	2.636 (7)	159.0 (7)
O_4′′—Ho_4′′···C_4^ix	0.966 (8)	2.892 (7)	3.831 (5)	164.3 (6)
O_4′′—Ho_4′′···O_4^ix	0.966 (8)	1.763 (7)	2.722 (5)	171.3 (6)
O_6′′—Ho_6′′···C_2′^i	1.007 (10)	2.986 (8)	3.549 (6)	116.3 (6)
O_6′′—Ho_6′′···C_3′^i	1.007 (10)	2.749 (9)	3.595 (6)	141.9 (6)
O_6′′—Ho_6′′···O_3′^i	1.007 (10)	1.827 (10)	2.823 (7)	169.5 (7)
O_w1—H_w11···C_6′^vii	0.954 (9)	2.661 (8)	3.478 (4)	143.9 (7)
O_w1—H_w11···O_6′^vii	0.954 (9)	2.022 (9)	2.949 (6)	163.1 (7)
O_w1—H_w12···O_w4^i	0.982 (9)	1.875 (9)	2.854 (6)	175.4 (7)
O_w2—H_w21···C_2^iii	0.978 (7)	2.763 (8)	3.628 (5)	147.8 (7)
O_w2—H_w21···O_2^iii	0.978 (7)	1.845 (7)	2.820 (5)	174.6 (9)
O_w2—H_w22···O_w1^vi	0.931 (9)	1.863 (9)	2.791 (7)	175.1 (8)
O_w3—H_w31···O_w5^iii	0.969 (10)	1.820 (10)	2.724 (7)	154.0 (7)
O_w3—H_w32···C_4′′	0.975 (9)	2.877 (9)	3.708 (6)	143.8 (7)
O_w3—H_w32···O_4′′	0.975 (9)	1.922 (9)	2.873 (6)	164.2 (7)
O_w4—H_w41···C_2′^i	0.979 (10)	2.679 (7)	3.512 (5)	143.3 (6)
O_w4—H_w41···O_2′^i	0.979 (10)	1.781 (10)	2.719 (7)	159.4 (7)
O_w4—H_w42···C_1	0.956 (9)	2.954 (9)	3.712 (6)	137.2 (7)
O_w4—H_w42···C_5	0.956 (9)	2.890 (8)	3.842 (5)	174.1 (7)
O_w4—H_w42···C_6	0.956 (9)	2.931 (8)	3.750 (5)	144.5 (7)
O_w4—H_w42···O_5	0.956 (9)	1.957 (8)	2.869 (5)	159.0 (7)
O_w4—H_w42···O_6	0.956 (9)	2.394 (9)	3.003 (5)	121.2 (7)
O_w5—H_w51···O_w2^iv	0.948 (8)	1.901 (8)	2.838 (6)	169.0 (9)
O_w5—H_w52···C_2′′	0.985 (10)	2.951 (8)	3.625 (5)	126.5 (6)
O_w5—H_w52···C_3′′	0.985 (10)	2.877 (8)	3.792 (5)	154.9 (7)
O_w5—H_w52···O_1	0.985 (10)	2.528 (8)	3.030 (5)	111.5 (6)
O_w5—H_w52···O_3′′	0.985 (10)	1.912 (10)	2.895 (7)	175.2 (7)

Symmetry codes: (i) x−1/2, −y+1/2, −z+1; (ii) x−1, y, z; (iii) x+1, y, z; (iv) −x+1, y+1/2, −z+1/2; (v) x+1/2, −y+3/2, −z+1; (vi) x+1/2, −y+1/2, −z+1; (vii) x−1/2, −y+3/2, −z+1; (viii) −x, y−1/2, −z+1/2; (ix) −x+1, y−1/2, −z+1/2; (x) −x, y+1/2, −z+1/2; (xi) −x+1/2, −y+1, z+1/2.

(II)

Crystal data

C18H32O16·4H2O	F(000) = 344.512
Mr = 576.5	Dx = 1.461 Mg m^−3
Orthorhombic, P212121	Neutron radiation, λ = 1 Å
Hall symbol: P 2ac 2ab	Cell parameters from 180 reflections
a = 8.987 (2) Å	θ = 7.8–82.1°
b = 12.3973 (15) Å	µ = 0 mm^−1
c = 23.528 (4) Å	T = 298 K
V = 2621.3 (9) Å^3	Block, colorless
Z = 4	2 × 1 × 0.5 mm

Data collection

Time-of-flight Laue-type single crystal neutron diffractometer	3544 reflections with I > 4σ(I)
Radiation source: spallation neutron	Rint = 0.126
None monochromator	θmax = 82.1°, θmin = 7.8°
Detector resolution: 4 pixels mm^-1	h = −17→17
time–of–flight Laue method scans	k = −24→24
19956 measured reflections	l = −32→47
19956 independent reflections

Refinement

Refinement on F	0 constraints
R[F > 3σ(F)] = 0.075	All H-atom parameters refined
wR(F) = 0.068	Weighting scheme based on measured s.u.'s w = 1/(σ^2(F) + 0.0001F^2)
S = 2.61	(Δ/σ)max = 0.045
3544 reflections	Δρmax = 0.96 e Å^−3
668 parameters	Δρmin = −0.93 e Å^−3
0 restraints	Absolute structure: 794 of Friedel pairs used in the refinement

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
C_1	0.2168 (8)	0.3253 (4)	0.3577 (3)	0.0183 (19)
C_2	0.1015 (8)	0.4014 (4)	0.3830 (3)	0.021 (2)
C_3	0.1383 (8)	0.5194 (4)	0.3667 (3)	0.021 (2)
C_4	0.2973 (8)	0.5470 (4)	0.3827 (3)	0.019 (2)
C_5	0.4054 (8)	0.4639 (4)	0.3582 (3)	0.020 (2)
C_6	0.5639 (8)	0.4817 (6)	0.3752 (3)	0.023 (2)
C_1'	0.7127 (8)	0.5083 (4)	0.4556 (3)	0.021 (2)
C_2'	0.7281 (9)	0.4711 (5)	0.5178 (3)	0.026 (2)
C_3'	0.6228 (9)	0.5358 (5)	0.5551 (3)	0.027 (2)
C_4'	0.6435 (8)	0.6577 (4)	0.5458 (3)	0.024 (2)
C_5'	0.6280 (9)	0.6817 (4)	0.4825 (3)	0.020 (2)
C_6'	0.6517 (10)	0.7986 (5)	0.4673 (3)	0.030 (3)
C_1''	0.1234 (10)	0.2113 (5)	0.2260 (3)	0.032 (3)
C_2''	0.2557 (7)	0.2424 (4)	0.2638 (2)	0.021 (2)
C_3''	0.3960 (8)	0.2772 (4)	0.2320 (3)	0.023 (2)
C_4''	0.5198 (8)	0.2398 (5)	0.2716 (3)	0.029 (2)
C_5''	0.4542 (8)	0.1313 (4)	0.2930 (3)	0.024 (2)
C_6''	0.5096 (12)	0.0945 (6)	0.3500 (3)	0.038 (3)
O_1	0.2005 (9)	0.3286 (5)	0.2986 (3)	0.024 (2)
O_2	−0.0426 (11)	0.3723 (6)	0.3661 (4)	0.033 (3)
O_3	0.0413 (11)	0.5929 (6)	0.3966 (4)	0.034 (3)
O_4	0.3402 (10)	0.6501 (6)	0.3608 (3)	0.032 (3)
O_5	0.3633 (9)	0.3585 (4)	0.3762 (3)	0.019 (2)
O_6	0.5739 (9)	0.4760 (5)	0.4354 (3)	0.027 (3)
O_2'	0.7067 (13)	0.3591 (7)	0.5227 (4)	0.041 (3)
O_3'	0.6480 (12)	0.5120 (7)	0.6133 (3)	0.043 (3)
O_4'	0.7813 (11)	0.6917 (6)	0.5676 (4)	0.033 (3)
O_5'	0.7330 (9)	0.6205 (5)	0.4511 (3)	0.027 (2)
O_6'	0.5370 (10)	0.8663 (6)	0.4881 (4)	0.032 (3)
O_1''	0.1598 (12)	0.1243 (6)	0.1892 (3)	0.037 (3)
O_2''	0.2946 (10)	0.1508 (5)	0.2953 (3)	0.028 (2)
O_3''	0.3906 (11)	0.3872 (6)	0.2200 (4)	0.038 (3)
O_4''	0.6615 (10)	0.2323 (7)	0.2470 (4)	0.037 (3)
O_6''	0.4580 (14)	−0.0132 (6)	0.3618 (4)	0.046 (4)
Hc_1	0.2037 (17)	0.2447 (8)	0.3753 (5)	0.039 (5)
Hc_2	0.1046 (16)	0.3965 (9)	0.4287 (6)	0.042 (5)
Hc_3	0.1226 (18)	0.5293 (9)	0.3209 (6)	0.042 (5)
Hc_4	0.3083 (16)	0.5491 (8)	0.4284 (5)	0.037 (5)
Hc_5	0.4029 (16)	0.4682 (8)	0.3108 (5)	0.031 (4)
H'c_6	0.6353 (17)	0.4190 (12)	0.3560 (6)	0.044 (5)
Hc_6	0.5982 (18)	0.5616 (11)	0.3612 (5)	0.050 (5)
Hc_1'	0.8055 (16)	0.4740 (10)	0.4294 (6)	0.040 (5)
Hc_2'	0.841 (2)	0.4877 (11)	0.5311 (6)	0.047 (5)
Hc_3'	0.5064 (17)	0.5148 (9)	0.5438 (6)	0.040 (5)
Hc_4'	0.555 (2)	0.6994 (9)	0.5718 (6)	0.059 (6)
Hc_5'	0.5142 (19)	0.6603 (10)	0.4698 (6)	0.041 (5)
Hc_6'	0.7610 (17)	0.8258 (10)	0.4835 (7)	0.052 (6)
H'c_6'	0.658 (2)	0.8103 (10)	0.4216 (7)	0.052 (6)
Hc_1''	0.097 (2)	0.2808 (10)	0.1995 (6)	0.062 (6)
Hc_2''	0.0316 (19)	0.1906 (11)	0.2546 (7)	0.054 (6)
Hc_3''	0.4021 (18)	0.2271 (9)	0.1918 (5)	0.042 (5)
Hc_4''	0.5271 (19)	0.2936 (10)	0.3073 (6)	0.046 (5)
Hc_5''	0.4757 (18)	0.0695 (9)	0.2616 (6)	0.046 (5)
Hc_6''	0.474 (2)	0.1520 (11)	0.3824 (7)	0.065 (7)
H'c_6''	0.632 (3)	0.0922 (12)	0.3488 (7)	0.068 (7)
Ho_2	−0.060 (2)	0.3881 (11)	0.3275 (7)	0.049 (6)
Ho_3	−0.046 (2)	0.6077 (9)	0.3718 (6)	0.044 (5)
Ho_4	0.3106 (17)	0.7057 (9)	0.3863 (5)	0.037 (5)
Ho_2'	0.607 (2)	0.3376 (11)	0.5114 (8)	0.063 (7)
Ho_3'	0.591 (3)	0.4483 (11)	0.6232 (7)	0.093 (9)
Ho_4'	0.8710 (19)	0.6660 (10)	0.5423 (6)	0.049 (5)
Ho_6'	0.5405 (18)	0.8753 (10)	0.5294 (6)	0.040 (5)
Ho_1''	0.1733 (19)	0.0587 (10)	0.2133 (6)	0.051 (6)
Ho_3''	0.456 (2)	0.4069 (10)	0.1872 (6)	0.055 (6)
Ho_4''	0.6588 (19)	0.1972 (10)	0.2103 (7)	0.044 (5)
Ho_6''	0.352 (2)	−0.0124 (11)	0.3684 (7)	0.047 (6)
O_w2	0.9091 (15)	0.1475 (8)	0.3834 (6)	0.065 (5)
H_w21	0.920 (2)	0.2222 (13)	0.3711 (7)	0.063 (4)*
H_w22	0.889 (3)	0.1509 (15)	0.4180 (8)	0.068 (6)*
O_w3	0.8538 (15)	0.4208 (7)	0.2578 (5)	0.052 (4)
H_w31	0.915 (3)	0.4328 (17)	0.2321 (9)	0.084 (8)*
H_w32	0.783 (2)	0.3609 (13)	0.2481 (7)	0.060 (4)*
O_w6	0.4094 (14)	0.3038 (9)	0.4954 (4)	0.065 (4)
H_w61	0.351 (2)	0.2415 (15)	0.4935 (8)	0.067 (5)*
H_w62	0.414 (2)	0.3382 (15)	0.4617 (8)	0.073 (5)*
O_w5	0.1083 (18)	0.5026 (10)	0.2066 (7)	0.081 (6)
H_w51	0.118 (4)	0.538 (2)	0.1823 (11)	0.108 (10)*
H_w52	0.198 (3)	0.4677 (16)	0.2152 (9)	0.084 (6)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C_1	0.016 (4)	0.016 (3)	0.022 (4)	−0.005 (3)	0.003 (3)	−0.003 (2)
C_2	0.023 (4)	0.020 (3)	0.020 (4)	0.003 (3)	0.004 (3)	−0.006 (3)
C_3	0.021 (4)	0.021 (3)	0.020 (4)	0.005 (3)	0.000 (3)	−0.005 (3)
C_4	0.022 (4)	0.018 (3)	0.017 (3)	−0.002 (3)	0.002 (3)	−0.002 (2)
C_5	0.028 (4)	0.018 (3)	0.013 (3)	−0.004 (3)	−0.001 (3)	−0.005 (2)
C_6	0.019 (5)	0.027 (3)	0.022 (4)	−0.002 (3)	0.001 (3)	−0.006 (3)
C_1'	0.022 (4)	0.019 (3)	0.023 (4)	0.004 (3)	−0.001 (4)	−0.006 (2)
C_2'	0.023 (4)	0.019 (3)	0.035 (4)	0.005 (3)	−0.003 (4)	0.000 (3)
C_3'	0.034 (5)	0.021 (3)	0.027 (4)	0.001 (3)	−0.006 (4)	0.000 (3)
C_4'	0.027 (5)	0.016 (3)	0.029 (4)	0.005 (3)	0.010 (4)	−0.003 (2)
C_5'	0.020 (5)	0.020 (3)	0.018 (3)	0.004 (3)	−0.004 (4)	−0.004 (2)
C_6'	0.027 (5)	0.021 (3)	0.041 (5)	−0.001 (3)	0.000 (5)	0.004 (3)
C_1''	0.038 (6)	0.027 (3)	0.030 (4)	−0.002 (4)	0.003 (4)	−0.007 (3)
C_2''	0.025 (4)	0.019 (3)	0.018 (3)	−0.005 (3)	0.002 (3)	−0.001 (2)
C_3''	0.030 (4)	0.016 (3)	0.022 (3)	0.000 (3)	0.003 (3)	−0.006 (2)
C_4''	0.028 (5)	0.025 (3)	0.032 (4)	0.000 (3)	0.001 (4)	−0.006 (3)
C_5''	0.024 (4)	0.018 (3)	0.030 (4)	0.005 (3)	−0.002 (3)	−0.007 (3)
C_6''	0.043 (6)	0.036 (4)	0.034 (5)	0.013 (4)	0.001 (5)	0.002 (4)
O_1	0.028 (5)	0.021 (3)	0.024 (4)	0.001 (3)	0.000 (4)	−0.003 (3)
O_2	0.024 (5)	0.032 (4)	0.044 (6)	−0.005 (4)	0.005 (5)	−0.008 (4)
O_3	0.033 (6)	0.027 (4)	0.042 (5)	0.008 (4)	−0.009 (5)	−0.011 (4)
O_4	0.039 (6)	0.026 (4)	0.031 (5)	−0.004 (4)	0.012 (5)	0.002 (3)
O_5	0.017 (5)	0.023 (3)	0.017 (3)	−0.001 (3)	−0.002 (4)	0.000 (3)
O_6	0.026 (5)	0.024 (4)	0.031 (4)	−0.005 (3)	−0.005 (4)	0.001 (3)
O_2'	0.046 (6)	0.028 (4)	0.048 (5)	0.012 (5)	−0.021 (6)	−0.005 (4)
O_3'	0.059 (7)	0.039 (5)	0.031 (5)	−0.007 (5)	0.004 (5)	0.009 (4)
O_4'	0.030 (6)	0.030 (4)	0.040 (5)	0.003 (4)	0.002 (5)	−0.019 (4)
O_5'	0.022 (5)	0.034 (4)	0.023 (4)	0.001 (3)	0.002 (4)	−0.001 (3)
O_6'	0.031 (6)	0.036 (4)	0.030 (5)	0.012 (4)	−0.005 (5)	−0.003 (4)
O_1''	0.056 (7)	0.029 (4)	0.027 (5)	−0.002 (5)	−0.006 (5)	−0.011 (3)
O_2''	0.035 (5)	0.017 (3)	0.032 (4)	−0.003 (3)	0.002 (4)	0.001 (3)
O_3''	0.044 (6)	0.027 (4)	0.043 (5)	0.001 (4)	0.021 (5)	0.000 (4)
O_4''	0.020 (5)	0.049 (5)	0.042 (6)	0.001 (4)	0.010 (5)	−0.010 (4)
O_6''	0.066 (9)	0.037 (5)	0.035 (6)	0.009 (6)	0.007 (7)	0.010 (4)
Hc_1	0.054 (10)	0.016 (5)	0.047 (8)	−0.007 (6)	0.001 (8)	−0.003 (5)
Hc_2	0.050 (10)	0.041 (6)	0.035 (8)	0.009 (7)	0.005 (8)	0.015 (6)
Hc_3	0.053 (11)	0.043 (7)	0.030 (8)	0.008 (7)	0.005 (8)	−0.007 (6)
Hc_4	0.046 (10)	0.036 (6)	0.029 (8)	0.003 (6)	−0.005 (7)	−0.006 (6)
Hc_5	0.032 (8)	0.038 (6)	0.022 (7)	0.005 (6)	−0.011 (6)	−0.008 (5)
H'c_6	0.028 (9)	0.062 (8)	0.043 (8)	−0.015 (8)	0.005 (8)	−0.013 (7)
Hc_6	0.066 (12)	0.039 (7)	0.044 (8)	−0.017 (8)	0.012 (9)	0.005 (6)
Hc_1'	0.027 (9)	0.058 (8)	0.036 (8)	0.009 (7)	0.006 (7)	−0.013 (7)
Hc_2'	0.050 (12)	0.053 (8)	0.038 (8)	−0.004 (8)	−0.012 (9)	0.008 (6)
Hc_3'	0.036 (10)	0.034 (7)	0.050 (9)	−0.011 (6)	−0.007 (8)	0.003 (6)
Hc_4'	0.094 (15)	0.035 (7)	0.047 (9)	0.013 (8)	0.024 (10)	−0.008 (6)
Hc_5'	0.032 (10)	0.047 (8)	0.045 (9)	0.015 (6)	−0.004 (8)	−0.001 (7)
Hc_6'	0.025 (10)	0.047 (8)	0.084 (11)	−0.008 (7)	−0.021 (9)	0.001 (8)
H'c_6'	0.072 (13)	0.048 (7)	0.036 (8)	0.014 (8)	0.016 (9)	0.003 (7)
Hc_1''	0.100 (16)	0.031 (6)	0.055 (9)	0.015 (8)	−0.050 (11)	−0.009 (7)
Hc_2''	0.047 (10)	0.050 (8)	0.065 (11)	−0.005 (8)	0.022 (10)	−0.009 (7)
Hc_3''	0.056 (10)	0.040 (7)	0.031 (7)	−0.008 (7)	0.009 (8)	−0.010 (6)
Hc_4''	0.054 (11)	0.047 (7)	0.037 (8)	−0.012 (8)	0.008 (8)	−0.014 (6)
Hc_5''	0.053 (10)	0.035 (6)	0.050 (9)	−0.007 (7)	0.014 (8)	−0.024 (6)
Hc_6''	0.095 (16)	0.051 (7)	0.048 (9)	0.009 (10)	0.000 (10)	−0.013 (8)
H'c_6''	0.078 (16)	0.061 (10)	0.064 (12)	0.000 (11)	−0.027 (12)	0.018 (8)
Ho_2	0.051 (12)	0.044 (8)	0.054 (10)	−0.007 (8)	−0.008 (11)	0.001 (8)
Ho_3	0.050 (11)	0.031 (6)	0.049 (9)	0.005 (7)	−0.026 (9)	−0.001 (6)
Ho_4	0.044 (11)	0.027 (6)	0.039 (8)	−0.001 (6)	0.008 (7)	−0.002 (6)
Ho_2'	0.046 (12)	0.029 (7)	0.114 (15)	−0.025 (8)	−0.006 (12)	0.003 (8)
Ho_3'	0.18 (2)	0.040 (7)	0.059 (10)	−0.053 (12)	−0.014 (14)	0.002 (8)
Ho_4'	0.042 (11)	0.044 (7)	0.060 (9)	0.004 (7)	0.011 (10)	−0.021 (7)
Ho_6'	0.042 (10)	0.050 (7)	0.029 (8)	−0.006 (7)	−0.006 (8)	−0.007 (6)
Ho_1''	0.067 (12)	0.033 (6)	0.053 (9)	0.001 (7)	−0.001 (9)	−0.002 (7)
Ho_3''	0.078 (14)	0.035 (7)	0.053 (10)	−0.013 (8)	0.016 (10)	0.014 (7)
Ho_4''	0.041 (10)	0.039 (7)	0.051 (10)	0.000 (7)	−0.003 (9)	−0.003 (7)
Ho_6''	0.044 (11)	0.042 (8)	0.054 (10)	0.015 (8)	0.026 (11)	−0.008 (7)
O_w2	0.068 (9)	0.040 (5)	0.088 (9)	−0.010 (5)	−0.016 (8)	−0.005 (6)
O_w3	0.057 (8)	0.035 (5)	0.064 (8)	0.007 (5)	−0.003 (7)	−0.005 (5)
O_w6	0.073 (10)	0.069 (7)	0.053 (7)	−0.032 (6)	−0.024 (7)	0.016 (5)
O_w5	0.075 (11)	0.054 (6)	0.114 (12)	0.011 (7)	0.009 (10)	0.028 (7)

Geometric parameters (Å, º)

C_1—C_2	1.522 (9)	C_1''—Hc_1''	1.090 (15)
C_1—O_1	1.400 (9)	C_1''—Hc_2''	1.095 (18)
C_1—O_5	1.446 (10)	C_2''—C_3''	1.529 (9)
C_1—Hc_1	1.087 (11)	C_2''—O_1	1.435 (9)
C_2—C_3	1.547 (8)	C_2''—O_2''	1.400 (9)
C_2—O_2	1.401 (12)	C_3''—C_4''	1.523 (10)
C_2—Hc_2	1.078 (15)	C_3''—O_3''	1.394 (9)
C_3—C_4	1.517 (10)	C_3''—Hc_3''	1.132 (13)
C_3—O_3	1.445 (11)	C_4''—C_5''	1.553 (9)
C_3—Hc_3	1.093 (15)	C_4''—O_4''	1.401 (12)
C_4—C_5	1.529 (9)	C_4''—Hc_4''	1.074 (15)
C_4—O_4	1.430 (9)	C_5''—C_6''	1.502 (10)
C_4—Hc_4	1.081 (14)	C_5''—O_2''	1.455 (11)
C_5—C_6	1.496 (10)	C_5''—Hc_5''	1.082 (14)
C_5—O_5	1.425 (8)	C_6''—O_6''	1.440 (12)
C_5—Hc_5	1.115 (13)	C_6''—Hc_6''	1.091 (17)
C_6—O_6	1.422 (10)	C_6''—H'c_6''	1.10 (3)
C_6—H'c_6	1.104 (16)	O_2—Ho_2	0.94 (2)
C_6—Hc_6	1.088 (15)	O_3—Ho_3	0.993 (19)
C_1'—C_2'	1.541 (9)	O_4—Ho_4	0.952 (15)
C_1'—O_6	1.393 (11)	O_2'—Ho_2'	0.97 (2)
C_1'—O_5'	1.408 (9)	O_3'—Ho_3'	0.97 (2)
C_1'—Hc_1'	1.121 (15)	O_4'—Ho_4'	1.051 (19)
C_2'—C_3'	1.520 (10)	O_6'—Ho_6'	0.977 (17)
C_2'—O_2'	1.405 (10)	O_1''—Ho_1''	0.999 (15)
C_2'—Hc_2'	1.081 (19)	O_3''—Ho_3''	1.000 (19)
C_3'—C_4'	1.538 (8)	O_4''—Ho_4''	0.966 (18)
C_3'—O_3'	1.419 (10)	O_6''—Ho_6''	0.96 (2)
C_3'—Hc_3'	1.111 (17)	O_w2—H_w21	0.98 (2)
C_4'—C_5'	1.526 (9)	O_w2—H_w22	0.84 (2)
C_4'—O_4'	1.405 (12)	H_w21—H_w22	1.44 (3)
C_4'—Hc_4'	1.127 (18)	O_w3—H_w31	0.83 (3)
C_5'—C_6'	1.508 (8)	O_w3—H_w32	1.00 (2)
C_5'—O_5'	1.418 (10)	H_w31—H_w32	1.53 (3)
C_5'—Hc_5'	1.099 (18)	O_w6—H_w61	0.93 (2)
C_6'—O_6'	1.416 (11)	O_w6—H_w62	0.90 (2)
C_6'—Hc_6'	1.106 (18)	H_w61—H_w62	1.52 (3)
C_6'—H'c_6'	1.086 (17)	O_w5—H_w51	0.73 (3)
C_1''—C_2''	1.534 (10)	O_w5—H_w52	0.94 (3)
C_1''—O_1''	1.421 (10)	H_w51—H_w52	1.37 (4)
C_2—C_1—O_1	107.4 (5)	C_5'—C_6'—H'c_6'	111.7 (8)
C_2—C_1—O_5	109.0 (5)	O_6'—C_6'—Hc_6'	110.3 (10)
C_2—C_1—Hc_1	110.4 (9)	O_6'—C_6'—H'c_6'	107.6 (11)
O_1—C_1—O_5	112.6 (6)	Hc_6'—C_6'—H'c_6'	104.6 (15)
O_1—C_1—Hc_1	113.2 (8)	C_2''—C_1''—O_1''	111.4 (7)
O_5—C_1—Hc_1	104.2 (9)	C_2''—C_1''—Hc_1''	107.5 (11)
C_1—C_2—C_3	110.1 (5)	C_2''—C_1''—Hc_2''	106.7 (10)
C_1—C_2—O_2	111.0 (6)	O_1''—C_1''—Hc_1''	107.5 (10)
C_1—C_2—Hc_2	109.7 (9)	O_1''—C_1''—Hc_2''	111.7 (10)
C_3—C_2—O_2	111.8 (6)	Hc_1''—C_1''—Hc_2''	112.0 (15)
C_3—C_2—Hc_2	107.2 (8)	C_1''—C_2''—C_3''	115.3 (5)
O_2—C_2—Hc_2	107.0 (10)	C_1''—C_2''—O_1	104.5 (6)
C_2—C_3—C_4	110.7 (5)	C_1''—C_2''—O_2''	107.2 (5)
C_2—C_3—O_3	110.3 (6)	C_3''—C_2''—O_1	110.7 (5)
C_2—C_3—Hc_3	108.8 (8)	C_3''—C_2''—O_2''	106.4 (6)
C_4—C_3—O_3	107.8 (6)	O_1—C_2''—O_2''	112.9 (6)
C_4—C_3—Hc_3	109.9 (10)	C_2''—C_3''—C_4''	102.5 (5)
O_3—C_3—Hc_3	109.3 (9)	C_2''—C_3''—O_3''	110.3 (6)
C_3—C_4—C_5	110.6 (5)	C_2''—C_3''—Hc_3''	107.1 (9)
C_3—C_4—O_4	111.5 (6)	C_4''—C_3''—O_3''	116.6 (6)
C_3—C_4—Hc_4	109.8 (9)	C_4''—C_3''—Hc_3''	107.9 (9)
C_5—C_4—O_4	107.2 (6)	O_3''—C_3''—Hc_3''	111.7 (8)
C_5—C_4—Hc_4	109.5 (8)	C_3''—C_4''—C_5''	100.6 (5)
O_4—C_4—Hc_4	108.1 (8)	C_3''—C_4''—O_4''	115.6 (7)
C_4—C_5—C_6	113.8 (5)	C_3''—C_4''—Hc_4''	109.5 (10)
C_4—C_5—O_5	109.7 (6)	C_5''—C_4''—O_4''	114.9 (6)
C_4—C_5—Hc_5	109.4 (8)	C_5''—C_4''—Hc_4''	107.9 (9)
C_6—C_5—O_5	108.0 (6)	O_4''—C_4''—Hc_4''	108.0 (11)
C_6—C_5—Hc_5	106.2 (9)	C_4''—C_5''—C_6''	115.3 (6)
O_5—C_5—Hc_5	109.6 (7)	C_4''—C_5''—O_2''	104.0 (5)
C_5—C_6—O_6	108.6 (6)	C_4''—C_5''—Hc_5''	108.9 (9)
C_5—C_6—H'c_6	109.9 (10)	C_6''—C_5''—O_2''	110.1 (6)
C_5—C_6—Hc_6	108.9 (10)	C_6''—C_5''—Hc_5''	109.6 (9)
O_6—C_6—H'c_6	109.6 (9)	O_2''—C_5''—Hc_5''	108.6 (10)
O_6—C_6—Hc_6	109.1 (9)	C_5''—C_6''—O_6''	110.3 (7)
H'c_6—C_6—Hc_6	110.7 (12)	C_5''—C_6''—Hc_6''	109.1 (11)
C_2'—C_1'—O_6	108.6 (6)	C_5''—C_6''—H'c_6''	108.4 (11)
C_2'—C_1'—O_5'	110.8 (5)	O_6''—C_6''—Hc_6''	112.1 (12)
C_2'—C_1'—Hc_1'	110.0 (9)	O_6''—C_6''—H'c_6''	107.6 (11)
O_6—C_1'—O_5'	112.0 (6)	Hc_6''—C_6''—H'c_6''	109.3 (16)
O_6—C_1'—Hc_1'	111.7 (9)	C_1—O_1—C_2''	120.6 (6)
O_5'—C_1'—Hc_1'	103.7 (9)	C_2—O_2—Ho_2	112.1 (14)
C_1'—C_2'—C_3'	109.5 (5)	C_3—O_3—Ho_3	107.8 (11)
C_1'—C_2'—O_2'	111.1 (6)	C_4—O_4—Ho_4	110.2 (10)
C_1'—C_2'—Hc_2'	107.6 (9)	C_1—O_5—C_5	114.4 (6)
C_3'—C_2'—O_2'	112.9 (7)	C_6—O_6—C_1'	112.4 (6)
C_3'—C_2'—Hc_2'	108.4 (9)	C_2'—O_2'—Ho_2'	112.1 (12)
O_2'—C_2'—Hc_2'	107.1 (10)	C_3'—O_3'—Ho_3'	108.4 (13)
C_2'—C_3'—C_4'	111.2 (6)	C_4'—O_4'—Ho_4'	112.3 (11)
C_2'—C_3'—O_3'	110.4 (7)	C_1'—O_5'—C_5'	113.8 (6)
C_2'—C_3'—Hc_3'	108.9 (9)	C_6'—O_6'—Ho_6'	112.8 (12)
C_4'—C_3'—O_3'	108.8 (6)	C_1''—O_1''—Ho_1''	107.4 (10)
C_4'—C_3'—Hc_3'	108.0 (8)	C_2''—O_2''—C_5''	111.2 (6)
O_3'—C_3'—Hc_3'	109.4 (10)	C_3''—O_3''—Ho_3''	112.0 (10)
C_3'—C_4'—C_5'	108.7 (5)	C_4''—O_4''—Ho_4''	112.1 (13)
C_3'—C_4'—O_4'	110.5 (6)	C_6''—O_6''—Ho_6''	109.9 (12)
C_3'—C_4'—Hc_4'	106.8 (9)	H_w21—O_w2—H_w22	105 (2)
C_5'—C_4'—O_4'	112.2 (6)	O_w2—H_w21—H_w22	34.0 (12)
C_5'—C_4'—Hc_4'	112.1 (9)	O_w2—H_w22—H_w21	40.7 (13)
O_4'—C_4'—Hc_4'	106.5 (10)	H_w31—O_w3—H_w32	113 (2)
C_4'—C_5'—C_6'	114.0 (5)	O_w3—H_w31—H_w32	37.4 (14)
C_4'—C_5'—O_5'	110.1 (6)	O_w3—H_w32—H_w31	30.1 (12)
C_4'—C_5'—Hc_5'	107.6 (9)	H_w61—O_w6—H_w62	112 (2)
C_6'—C_5'—O_5'	107.3 (6)	O_w6—H_w61—H_w62	33.3 (12)
C_6'—C_5'—Hc_5'	107.4 (9)	O_w6—H_w62—H_w61	34.8 (13)
O_5'—C_5'—Hc_5'	110.4 (9)	H_w51—O_w5—H_w52	110 (4)
C_5'—C_6'—O_6'	112.6 (7)	O_w5—H_w51—H_w52	40 (2)
C_5'—C_6'—Hc_6'	109.6 (9)	O_w5—H_w52—H_w51	30.0 (18)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C_1—Hc_1···O_2′^i	1.087 (11)	2.725 (15)	3.627 (11)	140.2 (9)
C_1—Hc_1···O_w2^ii	1.087 (11)	2.916 (19)	3.587 (14)	120.2 (10)
C_3—Hc_3···O_w5	1.093 (15)	2.71 (2)	3.782 (17)	165.7 (10)
C_5—Hc_5···O_3′′	1.115 (13)	2.365 (14)	3.390 (11)	152.1 (8)
C_6—H′c_6···O_2^iii	1.104 (16)	2.961 (18)	3.793 (12)	132.3 (10)
C_6—Hc_6···O_1′′^iv	1.088 (15)	2.597 (18)	3.404 (12)	130.4 (11)
C_1′—Hc_1′···O_2^iii	1.121 (15)	2.381 (16)	3.480 (11)	166.2 (11)
C_1′—Hc_1′···O_3^iii	1.121 (15)	2.694 (16)	3.428 (12)	122.4 (9)
C_2′—Hc_2′···O_6′^v	1.081 (19)	2.566 (18)	3.434 (11)	136.7 (10)
C_2′—Hc_2′···O_6′′^vi	1.081 (19)	2.748 (18)	3.544 (13)	130.2 (11)
C_3′—Hc_3′···O_w6	1.111 (17)	2.983 (17)	3.732 (13)	124.9 (9)
C_4′—Hc_4′···O_3^v	1.127 (18)	2.683 (14)	3.499 (9)	128.6 (11)
C_5′—Hc_5′···O_4′^vii	1.099 (18)	2.919 (17)	3.683 (12)	126.7 (9)
C_1′′—Hc_1′′···O_w5	1.090 (15)	2.757 (17)	3.643 (14)	138.3 (11)
C_1′′—Hc_2′′···O_w5^viii	1.095 (18)	2.80 (2)	3.679 (16)	137.2 (11)
C_3′′—Hc_3′′···O_4^ix	1.132 (13)	2.794 (18)	3.587 (11)	126.7 (11)
C_4′′—Hc_4′′···C_5	1.074 (15)	2.662 (15)	3.595 (9)	145.0 (12)
C_4′′—Hc_4′′···C_6	1.074 (15)	2.846 (14)	3.884 (9)	162.6 (10)
C_4′′—Hc_4′′···O_5	1.074 (15)	2.333 (16)	3.193 (10)	135.9 (13)
C_5′′—Hc_5′′···O_3′′^ix	1.082 (14)	2.596 (15)	3.346 (10)	125.8 (10)
C_6′′—Hc_6′′···O_5	1.091 (17)	2.750 (16)	3.580 (10)	132.6 (11)
C_6′′—H′c_6′′···O_w2	1.10 (3)	2.71 (3)	3.733 (17)	154.7 (13)
C_6′′—H′c_6′′···O_w5^ix	1.10 (3)	2.90 (3)	3.855 (19)	145.9 (13)
O_2—Ho_2···O_w3^ii	0.94 (2)	1.86 (2)	2.780 (15)	165.2 (18)
O_3—Ho_3···C_1′′^x	0.993 (19)	2.726 (16)	3.559 (11)	141.7 (13)
O_3—Ho_3···O_1′′^x	0.993 (19)	1.776 (18)	2.737 (13)	162.0 (15)
O_4—Ho_4···C_4′^vii	0.952 (15)	2.771 (14)	3.692 (10)	163.3 (13)
O_4—Ho_4···O_4′^vii	0.952 (15)	1.693 (14)	2.639 (11)	172.7 (15)
O_2′—Ho_2′···O_w6	0.97 (2)	1.87 (2)	2.832 (17)	174.6 (17)
O_3′—Ho_3′···O_w2^i	0.97 (2)	2.03 (2)	2.920 (16)	152.4 (18)
O_4′—Ho_4′···C_6′^v	1.051 (19)	2.571 (19)	3.431 (13)	138.7 (12)
O_4′—Ho_4′···O_6′^v	1.051 (19)	1.703 (19)	2.742 (13)	168.9 (15)
O_6′—Ho_6′···C_3^v	0.977 (17)	2.909 (15)	3.809 (11)	153.6 (12)
O_6′—Ho_6′···O_3^v	0.977 (17)	1.787 (16)	2.760 (12)	173.6 (12)
O_1′′—Ho_1′′···O_w3^ix	0.999 (15)	1.855 (16)	2.817 (12)	160.4 (15)
O_3′′—Ho_3′′···C_6′′^iv	1.000 (19)	2.504 (15)	3.181 (11)	124.7 (11)
O_3′′—Ho_3′′···O_6′′^iv	1.000 (19)	1.705 (18)	2.661 (14)	158.4 (13)
O_4′′—Ho_4′′···C_4^ix	0.966 (18)	2.901 (15)	3.837 (11)	163.5 (13)
O_4′′—Ho_4′′···O_4^ix	0.966 (18)	1.773 (17)	2.734 (13)	172.4 (14)
O_6′′—Ho_6′′···C_2′^i	0.96 (2)	2.945 (19)	3.544 (13)	121.4 (14)
O_6′′—Ho_6′′···C_3′^i	0.96 (2)	2.752 (19)	3.601 (14)	147.5 (15)
O_6′′—Ho_6′′···O_3′^i	0.96 (2)	1.89 (2)	2.846 (17)	176.0 (17)
O_w2—H_w21···C_1^iii	0.98 (2)	2.97 (2)	3.587 (14)	122.2 (15)
O_w2—H_w21···C_2^iii	0.98 (2)	2.769 (18)	3.591 (12)	142.4 (16)
O_w2—H_w21···O_2^iii	0.98 (2)	1.894 (18)	2.849 (13)	165.7 (17)
O_w2—H_w22···O_w6^vi	0.84 (2)	2.12 (2)	2.916 (17)	158 (2)
O_w3—H_w31···O_3′^xi	0.83 (3)	2.93 (2)	3.499 (14)	128 (2)
O_w3—H_w31···O_w5^iii	0.83 (3)	2.03 (3)	2.78 (2)	149 (2)
O_w3—H_w32···C_4′′	1.00 (2)	2.86 (2)	3.762 (14)	150.3 (14)
O_w3—H_w32···O_4′′	1.00 (2)	1.93 (2)	2.918 (14)	166.3 (15)
O_w6—H_w61···C_2′^i	0.93 (2)	2.87 (2)	3.790 (13)	168.4 (18)
O_w6—H_w61···O_2′^i	0.93 (2)	1.84 (2)	2.753 (16)	165.0 (19)
O_w6—H_w62···C_5	0.90 (2)	2.89 (2)	3.789 (12)	174.2 (18)
O_w6—H_w62···O_5	0.90 (2)	2.08 (2)	2.915 (12)	154.2 (19)
O_w6—H_w62···O_6	0.90 (2)	2.32 (2)	2.955 (13)	127.6 (18)
O_w5—H_w51···O_w2^iv	0.73 (3)	2.07 (3)	2.781 (19)	166 (4)
O_w5—H_w52···C_3′′	0.94 (3)	2.98 (2)	3.854 (15)	155.0 (19)
O_w5—H_w52···O_1	0.94 (3)	2.61 (2)	3.166 (16)	118 (2)
O_w5—H_w52···O_3′′	0.94 (3)	2.00 (3)	2.930 (18)	171 (2)

Symmetry codes: (i) x−1/2, −y+1/2, −z+1; (ii) x−1, y, z; (iii) x+1, y, z; (iv) −x+1, y+1/2, −z+1/2; (v) x+1/2, −y+3/2, −z+1; (vi) x+1/2, −y+1/2, −z+1; (vii) x−1/2, −y+3/2, −z+1; (viii) −x, y−1/2, −z+1/2; (ix) −x+1, y−1/2, −z+1/2; (x) −x, y+1/2, −z+1/2; (xi) −x+3/2, −y+1, z−1/2.