3,7,8-Tri­hydroxy-3-methyl-10-oxo-4,10-di­hydro-1H,3H-pyrano­[4,3-b]­chromene-9-carboxyl­ic acid (fulvic acid) methanol 0.75-solvate

The title compound, C₁₄H₁₂O₈·0.75CH₄O, crystallizes in a centrosymmetric triclinic unit cell, which contains four independent essentially planar mol­ecules and three methanol solvent mol­ecules in the asymmetric unit. The mol­ecules in the crystal are linked by a hydrogen-bonding network.

Key indicators

• Single-crystal X-ray study
• T = 298 K
• Mean [sigma](C-C) = 0.007 Å
• R factor = 0.075
• wR factor = 0.196
• Data-to-parameter ratio = 10.9

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT022_ALERT_3_C Ratio Unique / Expected Reflections too Low ....       0.93
PLAT026_ALERT_3_C Ratio Observed / Unique Reflections too Low ....         49 Perc.
PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings    Differ ....          ?
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT045_ALERT_1_C Calculated and Reported Z Differ by ............       0.25 Ratio
PLAT242_ALERT_2_C Check Low    U(eq) as Compared to Neighbors ....       C11A
PLAT250_ALERT_2_C Large U3/U1 ratio for average U(i,j) tensor ....       2.09
PLAT250_ALERT_2_C Large U3/U1 ratio for average U(i,j) tensor ....       2.51
PLAT250_ALERT_2_C Large U3/U1 ratio for average U(i,j) tensor ....       2.11
PLAT340_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...          7
PLAT432_ALERT_2_C Short Inter X...Y Contact  O8A    ..  C9B      =       2.94 Ang.
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........          4

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
  12 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   3 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   5 ALERT type 2 Indicator that the structure model may be wrong or deficient
   3 ALERT type 3 Indicator that the structure quality may be low
   1 ALERT type 4 Improvement, methodology, query or suggestion

---

Computing details

Data collection: SMART (Bruker, 2001); cell refinement: SMART; data reduction: SAINT (Bruker, 2001); program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: SHELXL97 (Sheldrick, 1997).

3,7,8-Trihydroxy-3-methyl-10-oxo-4,10-dihydro-1H,3H-pyrano[4,3-b]chromene- 9-carboxylic acid (fulvic acid)

Crystal data

C14H12O8·0.75CH4O	Z = 8
Mr = 332.27	F(000) = 1388
Triclinic, P1	Dx = 1.521 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 12.4830 (7) Å	Cell parameters from 1065 reflections
b = 12.6558 (8) Å	θ = 2.2–19.4°
c = 19.0259 (13) Å	µ = 0.13 mm^−1
α = 94.608 (3)°	T = 298 K
β = 100.871 (3)°	Chunk, yellow
γ = 98.399 (3)°	0.23 × 0.15 × 0.13 mm
V = 2902.1 (3) Å^3

Data collection

Bruker APEX area-detector diffractometer	9473 independent reflections
Radiation source: fine-focus sealed tube	4625 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.052
φ and ω scans	θmax = 25.0°, θmin = 1.1°
Absorption correction: multi-scan (SADABS; Bruker, 2001)	h = −14→14
Tmin = 0.953, Tmax = 0.985	k = −14→15
14782 measured reflections	l = −22→10

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.075	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.196	H-atom parameters constrained
S = 1.01	w = 1/[σ^2(Fo^2) + (0.0668P)^2] where P = (Fo^2 + 2Fc^2)/3
9473 reflections	(Δ/σ)max = 0.002
873 parameters	Δρmax = 0.41 e Å^−3
0 restraints	Δρmin = −0.31 e Å^−3

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

	x	y	z	Uiso*/Ueq
O1A	0.2068 (2)	0.7952 (3)	0.2622 (2)	0.0439 (9)
O2A	−0.0189 (3)	0.6433 (3)	0.3645 (2)	0.0635 (12)
O3A	−0.1155 (3)	0.8141 (3)	0.1913 (2)	0.0738 (14)
O4A	−0.1421 (3)	0.9480 (3)	0.1110 (2)	0.0737 (13)
O5A	−0.0457 (3)	1.0744 (3)	0.0674 (2)	0.0656 (12)
O6A	0.1548 (3)	1.1007 (3)	0.0785 (2)	0.0573 (11)
O7A	0.3501 (3)	1.0491 (3)	0.1263 (2)	0.0520 (10)
O8A	0.0471 (4)	0.5119 (3)	0.3025 (2)	0.0726 (13)
C1A	0.0596 (4)	0.9643 (4)	0.1380 (3)	0.0415 (13)
C2A	0.1532 (4)	1.0203 (4)	0.1204 (3)	0.0438 (14)
C3A	0.2608 (4)	0.9953 (4)	0.1459 (3)	0.0396 (13)
C4A	0.2738 (4)	0.9194 (4)	0.1925 (3)	0.0435 (14)
C5A	0.1808 (4)	0.8664 (4)	0.2132 (3)	0.0387 (13)
C6A	0.0728 (4)	0.8834 (4)	0.1870 (3)	0.0383 (13)
C7A	−0.0131 (4)	0.8155 (4)	0.2131 (3)	0.0479 (15)
C8A	0.0195 (4)	0.7476 (4)	0.2663 (3)	0.0439 (14)
C9A	0.1258 (4)	0.7394 (4)	0.2889 (3)	0.0394 (13)
C10A	0.1684 (4)	0.6739 (4)	0.3460 (3)	0.0496 (15)
C11A	0.0737 (4)	0.5941 (4)	0.3611 (3)	0.0420 (14)
C12A	−0.0673 (4)	0.6821 (5)	0.2981 (3)	0.0652 (19)
C13A	0.1030 (4)	0.5462 (5)	0.4312 (3)	0.0641 (18)
C14A	−0.0481 (4)	0.9977 (5)	0.1043 (3)	0.0496 (15)
H4A	−0.1327	0.9059	0.1413	0.110*
H6A	0.0913	1.1063	0.0602	0.086*
H7A	0.3312	1.0960	0.1016	0.078*
H8A	0.0232	0.4551	0.3162	0.109*
H4AA	0.3436	0.9033	0.2100	0.052*
H10G	0.2037	0.7206	0.3896	0.060*
H10H	0.2232	0.6354	0.3306	0.060*
H12G	−0.1216	0.7261	0.3074	0.078*
H12H	−0.1051	0.6214	0.2636	0.078*
H13A	0.1100	0.6003	0.4709	0.096*
H13B	0.1718	0.5199	0.4335	0.096*
H13C	0.0458	0.4879	0.4338	0.096*
O1B	0.1174 (2)	0.4003 (3)	0.1734 (2)	0.0398 (9)
O2B	−0.1088 (3)	0.1737 (3)	0.2331 (2)	0.0536 (10)
O3B	−0.2086 (3)	0.4250 (3)	0.1225 (2)	0.0662 (12)
O4B	−0.2396 (3)	0.5762 (4)	0.0600 (2)	0.0763 (14)
O5B	−0.1547 (3)	0.6957 (3)	0.0054 (2)	0.0651 (12)
O6B	0.0461 (3)	0.7337 (3)	0.0157 (2)	0.0543 (10)
O7B	0.2469 (3)	0.6897 (3)	0.0599 (2)	0.0602 (11)
O8B	−0.0187 (3)	0.2966 (3)	0.3318 (2)	0.0498 (10)
C1B	−0.0402 (4)	0.5867 (4)	0.0716 (2)	0.0363 (12)
C2B	0.0512 (4)	0.6490 (4)	0.0548 (2)	0.0378 (13)
C3B	0.1610 (4)	0.6281 (4)	0.0773 (3)	0.0428 (14)
C4B	0.1783 (4)	0.5431 (4)	0.1164 (2)	0.0387 (13)
C5B	0.0873 (4)	0.4808 (4)	0.1328 (2)	0.0341 (12)
C6B	−0.0226 (4)	0.4967 (4)	0.1128 (2)	0.0363 (13)
C7B	−0.1061 (4)	0.4200 (4)	0.1346 (3)	0.0428 (14)
C8B	−0.0698 (4)	0.3355 (4)	0.1738 (2)	0.0387 (13)
C9B	0.0389 (4)	0.3312 (4)	0.1934 (2)	0.0343 (12)
C10B	0.0823 (4)	0.2554 (4)	0.2436 (3)	0.0460 (14)
C11B	−0.0071 (4)	0.2093 (4)	0.2829 (3)	0.0445 (14)
C12B	−0.1542 (4)	0.2579 (4)	0.1979 (3)	0.0520 (15)
C13B	0.0200 (5)	0.1148 (4)	0.3234 (3)	0.0647 (18)
C14B	−0.1503 (4)	0.6223 (5)	0.0441 (3)	0.0465 (14)
H4B	−0.2254	0.5297	0.0863	0.114*
H6B	−0.0177	0.7454	0.0068	0.082*
H7B	0.2242	0.7335	0.0338	0.090*
H8B	−0.0674	0.2768	0.3536	0.075*
H4BA	0.2491	0.5278	0.1314	0.046*
H10A	0.1463	0.2930	0.2784	0.055*
H10B	0.1054	0.1974	0.2167	0.055*
H12A	−0.1893	0.2969	0.2307	0.062*
H12B	−0.2108	0.2262	0.1564	0.062*
H13D	−0.0388	0.0915	0.3476	0.097*
H13E	0.0878	0.1364	0.3582	0.097*
H13F	0.0280	0.0569	0.2901	0.097*
O1C	0.5987 (2)	0.1707 (3)	0.23126 (17)	0.0411 (9)
O2C	0.3992 (3)	0.3881 (3)	0.16508 (17)	0.0469 (10)
O3C	0.3252 (3)	0.1831 (3)	0.31545 (19)	0.0621 (12)
O4C	0.2952 (3)	0.0411 (4)	0.3898 (2)	0.0824 (15)
O5C	0.3778 (3)	−0.0807 (3)	0.4392 (2)	0.0722 (13)
O6C	0.5583 (3)	−0.1213 (3)	0.4222 (2)	0.0637 (12)
O7C	0.7318 (3)	−0.0939 (3)	0.3612 (2)	0.0644 (12)
O8C	0.3696 (3)	0.2467 (3)	0.07298 (19)	0.0492 (10)
C1C	0.4761 (4)	0.0191 (4)	0.3643 (2)	0.0405 (13)
C2C	0.5593 (4)	−0.0426 (4)	0.3787 (3)	0.0486 (15)
C3C	0.6536 (4)	−0.0317 (4)	0.3470 (3)	0.0470 (14)
C4C	0.6644 (4)	0.0427 (4)	0.2993 (3)	0.0464 (14)
C5C	0.5807 (4)	0.1038 (4)	0.2830 (2)	0.0387 (13)
C6C	0.4866 (4)	0.0985 (4)	0.3139 (2)	0.0372 (13)
C7C	0.4129 (4)	0.1753 (4)	0.2923 (2)	0.0389 (13)
C8C	0.4385 (4)	0.2434 (4)	0.2398 (3)	0.0395 (13)
C9C	0.5253 (4)	0.2369 (4)	0.2096 (3)	0.0385 (13)
C10C	0.5485 (4)	0.2942 (4)	0.1475 (3)	0.0441 (14)
C11C	0.4468 (4)	0.3384 (4)	0.1115 (3)	0.0404 (13)
C12C	0.3577 (4)	0.3153 (4)	0.2119 (3)	0.0443 (14)
C13C	0.4743 (4)	0.4210 (4)	0.0619 (3)	0.0526 (16)
C14C	0.3793 (4)	−0.0079 (5)	0.3998 (3)	0.0528 (16)
H4C	0.3074	0.0912	0.3661	0.124*
H6C	0.5012	−0.1271	0.4380	0.096*
H7C	0.7184	−0.1314	0.3927	0.097*
H8C	0.3182	0.2674	0.0472	0.074*
H4CA	0.7261	0.0522	0.2782	0.056*
H10E	0.5697	0.2451	0.1127	0.053*
H10F	0.6097	0.3529	0.1641	0.053*
H12E	0.2895	0.2711	0.1858	0.053*
H12F	0.3407	0.3566	0.2524	0.053*
H13G	0.4081	0.4458	0.0402	0.079*
H13H	0.5064	0.3892	0.0250	0.079*
H13I	0.5261	0.4805	0.0891	0.079*
O1D	0.6749 (2)	0.5578 (3)	0.27929 (17)	0.0448 (9)
O2D	0.4875 (3)	0.7893 (3)	0.22805 (18)	0.0484 (10)
O3D	0.3919 (3)	0.5564 (3)	0.3543 (2)	0.0613 (11)
O4D	0.3713 (3)	0.4281 (4)	0.4381 (2)	0.0741 (13)
O5D	0.4550 (3)	0.3076 (3)	0.4887 (2)	0.0758 (13)
O6D	0.6302 (3)	0.2618 (3)	0.4683 (2)	0.0563 (11)
O7D	0.8000 (3)	0.2826 (3)	0.40396 (19)	0.0492 (10)
O8D	0.4676 (3)	0.6673 (3)	0.1261 (2)	0.0612 (11)
C1D	0.5466 (4)	0.3996 (4)	0.4075 (2)	0.0382 (13)
C2D	0.6306 (4)	0.3358 (4)	0.4227 (3)	0.0418 (13)
C3D	0.7226 (4)	0.3468 (4)	0.3895 (2)	0.0371 (13)
C4D	0.7348 (4)	0.4233 (4)	0.3434 (2)	0.0413 (13)
C5D	0.6537 (4)	0.4883 (4)	0.3287 (3)	0.0386 (13)
C6D	0.5585 (4)	0.4797 (4)	0.3579 (3)	0.0382 (13)
C7D	0.4844 (4)	0.5542 (4)	0.3354 (3)	0.0412 (13)
C8D	0.5129 (4)	0.6287 (4)	0.2867 (3)	0.0388 (13)
C9D	0.6045 (4)	0.6274 (4)	0.2608 (3)	0.0396 (13)
C10D	0.6385 (4)	0.6989 (4)	0.2076 (3)	0.0473 (15)
C11D	0.5407 (4)	0.7504 (5)	0.1732 (3)	0.0483 (15)
C12D	0.4381 (4)	0.7077 (4)	0.2648 (3)	0.0517 (15)
C13D	0.5742 (5)	0.8453 (4)	0.1340 (3)	0.0691 (19)
C14D	0.4533 (4)	0.3770 (5)	0.4468 (3)	0.0526 (16)
H4D	0.3837	0.4776	0.4139	0.111*
H6D	0.5739	0.2584	0.4848	0.084*
H7D	0.7797	0.2376	0.4294	0.074*
H8D	0.4147	0.6917	0.1049	0.092*
H4DA	0.7963	0.4318	0.3221	0.050*
H10C	0.6636	0.6574	0.1706	0.057*
H10D	0.6992	0.7545	0.2315	0.057*
H12C	0.3704	0.6698	0.2337	0.062*
H12D	0.4187	0.7409	0.3074	0.062*
H13J	0.6058	0.8217	0.0945	0.104*
H13K	0.6277	0.8980	0.1666	0.104*
H13L	0.5102	0.8766	0.1161	0.104*
O1	0.7551 (3)	0.1438 (3)	0.0163 (2)	0.0734 (13)
O2	0.7988 (3)	0.1351 (4)	0.4928 (2)	0.0732 (13)
O3	0.7243 (4)	0.7420 (5)	0.4397 (3)	0.1075 (19)
C1	0.6625 (4)	0.0780 (5)	0.0314 (3)	0.0675 (18)
C2	0.8893 (5)	0.0816 (5)	0.5165 (3)	0.080 (2)
C3	0.8148 (5)	0.7136 (6)	0.4787 (4)	0.096 (3)
H1	0.8120	0.1262	0.0377	0.110*
H2	0.7490	0.1166	0.5141	0.110*
H3	0.6728	0.7313	0.4608	0.161*
H1A	0.6755	0.0688	0.0818	0.101*
H1B	0.6509	0.0092	0.0036	0.101*
H1C	0.5981	0.1114	0.0193	0.101*
H2A	0.9548	0.1338	0.5343	0.119*
H2B	0.9005	0.0354	0.4769	0.119*
H2C	0.8737	0.0395	0.5542	0.119*
H3A	0.8387	0.7608	0.5228	0.144*
H3B	0.8727	0.7188	0.4518	0.144*
H3C	0.7978	0.6410	0.4895	0.144*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O1A	0.035 (2)	0.041 (2)	0.061 (2)	0.011 (2)	0.011 (2)	0.026 (2)
O2A	0.056 (2)	0.077 (3)	0.077 (3)	0.026 (2)	0.035 (2)	0.043 (2)
O3A	0.034 (2)	0.091 (3)	0.099 (3)	0.002 (2)	0.005 (2)	0.057 (3)
O4A	0.045 (2)	0.075 (3)	0.100 (4)	0.008 (2)	−0.002 (2)	0.050 (3)
O5A	0.058 (2)	0.063 (3)	0.079 (3)	0.011 (2)	0.005 (2)	0.042 (2)
O6A	0.059 (2)	0.046 (3)	0.065 (3)	0.001 (2)	0.005 (2)	0.030 (2)
O7A	0.051 (2)	0.041 (3)	0.068 (3)	0.002 (2)	0.022 (2)	0.019 (2)
O8A	0.115 (4)	0.050 (3)	0.053 (3)	−0.004 (3)	0.029 (2)	0.009 (2)
C1A	0.042 (3)	0.036 (4)	0.046 (3)	0.004 (3)	0.005 (3)	0.014 (3)
C2A	0.062 (4)	0.031 (3)	0.037 (3)	0.006 (3)	0.006 (3)	0.008 (3)
C3A	0.048 (3)	0.028 (3)	0.043 (3)	0.004 (3)	0.012 (3)	0.002 (3)
C4A	0.036 (3)	0.043 (4)	0.053 (3)	0.009 (3)	0.007 (3)	0.014 (3)
C5A	0.040 (3)	0.032 (3)	0.047 (3)	0.007 (3)	0.016 (3)	0.010 (3)
C6A	0.034 (3)	0.037 (3)	0.043 (3)	0.008 (3)	0.005 (2)	0.005 (3)
C7A	0.037 (3)	0.043 (4)	0.064 (4)	0.004 (3)	0.009 (3)	0.020 (3)
C8A	0.034 (3)	0.049 (4)	0.049 (3)	0.006 (3)	0.006 (3)	0.015 (3)
C9A	0.039 (3)	0.035 (3)	0.051 (3)	0.010 (3)	0.017 (3)	0.014 (3)
C10A	0.043 (3)	0.052 (4)	0.058 (4)	0.010 (3)	0.013 (3)	0.026 (3)
C11A	0.051 (3)	0.040 (4)	0.038 (3)	0.005 (3)	0.016 (3)	0.008 (3)
C12A	0.046 (3)	0.076 (5)	0.082 (4)	0.011 (3)	0.015 (3)	0.055 (4)
C13A	0.073 (4)	0.068 (5)	0.059 (4)	0.011 (3)	0.020 (3)	0.032 (3)
C14A	0.047 (4)	0.040 (4)	0.062 (4)	0.008 (3)	0.006 (3)	0.016 (3)
O1B	0.035 (2)	0.042 (2)	0.050 (2)	0.014 (2)	0.016 (2)	0.025 (2)
O2B	0.054 (2)	0.043 (3)	0.062 (3)	−0.002 (2)	0.013 (2)	0.018 (2)
O3B	0.031 (2)	0.080 (3)	0.094 (3)	0.010 (2)	0.015 (2)	0.044 (3)
O4B	0.042 (2)	0.098 (4)	0.099 (4)	0.025 (2)	0.012 (2)	0.058 (3)
O5B	0.058 (2)	0.065 (3)	0.078 (3)	0.024 (2)	0.008 (2)	0.035 (2)
O6B	0.056 (2)	0.050 (3)	0.062 (2)	0.014 (2)	0.011 (2)	0.028 (2)
O7B	0.045 (2)	0.065 (3)	0.076 (3)	0.008 (2)	0.010 (2)	0.043 (2)
O8B	0.058 (2)	0.046 (2)	0.053 (2)	0.006 (2)	0.028 (2)	0.011 (2)
C1B	0.041 (3)	0.037 (3)	0.032 (3)	0.012 (3)	0.006 (2)	0.005 (3)
C2B	0.048 (3)	0.032 (3)	0.035 (3)	0.012 (3)	0.006 (3)	0.012 (3)
C3B	0.036 (3)	0.048 (4)	0.044 (3)	−0.003 (3)	0.009 (3)	0.015 (3)
C4B	0.033 (3)	0.045 (4)	0.041 (3)	0.007 (3)	0.008 (2)	0.017 (3)
C5B	0.036 (3)	0.037 (3)	0.035 (3)	0.012 (3)	0.014 (2)	0.009 (3)
C6B	0.039 (3)	0.037 (3)	0.034 (3)	0.008 (3)	0.007 (2)	0.008 (3)
C7B	0.040 (3)	0.046 (4)	0.044 (3)	0.007 (3)	0.010 (3)	0.010 (3)
C8B	0.039 (3)	0.040 (4)	0.038 (3)	0.004 (3)	0.011 (2)	0.006 (3)
C9B	0.040 (3)	0.035 (3)	0.031 (3)	0.003 (3)	0.016 (2)	0.008 (2)
C10B	0.047 (3)	0.047 (4)	0.052 (3)	0.012 (3)	0.021 (3)	0.019 (3)
C11B	0.054 (4)	0.039 (4)	0.047 (3)	0.014 (3)	0.018 (3)	0.011 (3)
C12B	0.048 (3)	0.045 (4)	0.062 (4)	0.001 (3)	0.010 (3)	0.016 (3)
C13B	0.077 (4)	0.053 (4)	0.078 (4)	0.024 (3)	0.031 (3)	0.033 (4)
C14B	0.047 (3)	0.048 (4)	0.045 (3)	0.013 (3)	0.005 (3)	0.009 (3)
O1C	0.032 (2)	0.048 (2)	0.050 (2)	0.009 (2)	0.012 (2)	0.027 (2)
O2C	0.052 (2)	0.043 (2)	0.054 (2)	0.014 (2)	0.019 (2)	0.023 (2)
O3C	0.054 (2)	0.078 (3)	0.073 (3)	0.028 (2)	0.034 (2)	0.045 (2)
O4C	0.070 (3)	0.102 (4)	0.107 (4)	0.038 (3)	0.053 (3)	0.073 (3)
O5C	0.078 (3)	0.078 (3)	0.080 (3)	0.019 (2)	0.039 (2)	0.056 (3)
O6C	0.068 (3)	0.068 (3)	0.068 (3)	0.021 (2)	0.023 (2)	0.046 (2)
O7C	0.062 (2)	0.068 (3)	0.076 (3)	0.026 (2)	0.021 (2)	0.041 (2)
O8C	0.044 (2)	0.046 (3)	0.057 (2)	0.001 (2)	0.0065 (19)	0.024 (2)
C1C	0.046 (3)	0.038 (3)	0.038 (3)	0.006 (3)	0.006 (2)	0.013 (3)
C2C	0.056 (4)	0.046 (4)	0.047 (3)	0.013 (3)	0.006 (3)	0.027 (3)
C3C	0.046 (3)	0.053 (4)	0.047 (3)	0.019 (3)	0.006 (3)	0.021 (3)
C4C	0.040 (3)	0.047 (4)	0.057 (4)	0.010 (3)	0.014 (3)	0.018 (3)
C5C	0.042 (3)	0.035 (3)	0.040 (3)	0.002 (3)	0.008 (2)	0.020 (3)
C6C	0.039 (3)	0.035 (3)	0.038 (3)	0.002 (3)	0.007 (2)	0.009 (3)
C7C	0.040 (3)	0.042 (4)	0.034 (3)	0.002 (3)	0.011 (2)	0.007 (3)
C8C	0.034 (3)	0.041 (4)	0.044 (3)	0.004 (3)	0.008 (2)	0.013 (3)
C9C	0.040 (3)	0.035 (3)	0.041 (3)	0.002 (3)	0.007 (3)	0.016 (3)
C10C	0.040 (3)	0.050 (4)	0.047 (3)	0.010 (3)	0.012 (3)	0.023 (3)
C11C	0.037 (3)	0.038 (4)	0.048 (3)	0.003 (3)	0.008 (3)	0.018 (3)
C12C	0.049 (3)	0.049 (4)	0.046 (3)	0.017 (3)	0.022 (3)	0.025 (3)
C13C	0.053 (3)	0.054 (4)	0.055 (3)	0.005 (3)	0.012 (3)	0.033 (3)
C14C	0.054 (4)	0.056 (4)	0.053 (4)	0.002 (3)	0.019 (3)	0.024 (3)
O1D	0.037 (2)	0.054 (2)	0.052 (2)	0.0140 (2)	0.018 (2)	0.028 (2)
O2D	0.049 (2)	0.039 (2)	0.063 (2)	0.014 (2)	0.014 (2)	0.019 (2)
O3D	0.048 (2)	0.074 (3)	0.083 (3)	0.031 (2)	0.036 (2)	0.039 (2)
O4D	0.064 (3)	0.083 (4)	0.103 (3)	0.033 (3)	0.052 (2)	0.054 (3)
O5D	0.072 (3)	0.092 (3)	0.092 (3)	0.038 (2)	0.047 (2)	0.066 (3)
O6D	0.053 (2)	0.066 (3)	0.064 (3)	0.022 (2)	0.025 (2)	0.038 (2)
O7D	0.050 (2)	0.050 (3)	0.062 (3)	0.024 (2)	0.026 (2)	0.028 (2)
O8D	0.056 (3)	0.059 (3)	0.067 (3)	0.016 (2)	0.001 (2)	0.013 (2)
C1D	0.036 (3)	0.041 (3)	0.043 (3)	0.010 (3)	0.017 (2)	0.010 (3)
C2D	0.047 (3)	0.040 (4)	0.044 (3)	0.010 (3)	0.019 (3)	0.017 (3)
C3D	0.037 (3)	0.039 (3)	0.038 (3)	0.010 (3)	0.010 (2)	0.008 (3)
C4D	0.039 (3)	0.047 (4)	0.045 (3)	0.012 (3)	0.017 (3)	0.019 (3)
C5D	0.037 (3)	0.038 (3)	0.045 (3)	0.006 (3)	0.012 (2)	0.013 (3)
C6D	0.031 (3)	0.038 (3)	0.046 (3)	0.003 (3)	0.009 (2)	0.009 (3)
C7D	0.035 (3)	0.048 (4)	0.048 (3)	0.017 (3)	0.016 (3)	0.016 (3)
C8D	0.031 (3)	0.041 (4)	0.046 (3)	0.003 (3)	0.009 (2)	0.015 (3)
C9D	0.033 (3)	0.039 (3)	0.050 (3)	0.010 (3)	0.008 (3)	0.018 (3)
C10D	0.036 (3)	0.051 (4)	0.059 (4)	0.010 (3)	0.011 (3)	0.025 (3)
C11D	0.047 (3)	0.039 (4)	0.060 (4)	0.009 (3)	0.006 (3)	0.017 (3)
C12D	0.043 (3)	0.050 (4)	0.069 (4)	0.011 (3)	0.015 (3)	0.026 (3)
C13D	0.080 (4)	0.059 (4)	0.078 (4)	0.020 (4)	0.020 (4)	0.038 (4)
C14D	0.049 (3)	0.058 (4)	0.063 (4)	0.018 (3)	0.027 (3)	0.024 (3)
O1	0.048 (2)	0.075 (3)	0.100 (3)	0.004 (2)	0.008 (2)	0.054 (3)
O2	0.067 (3)	0.086 (3)	0.090 (3)	0.037 (3)	0.036 (2)	0.055 (3)
O3	0.081 (3)	0.138 (5)	0.148 (4)	0.062 (3)	0.064 (3)	0.108 (4)
C1	0.067 (4)	0.070 (5)	0.064 (4)	0.007 (4)	0.013 (3)	0.009 (4)
C2	0.076 (4)	0.083 (5)	0.098 (5)	0.039 (4)	0.034 (4)	0.029 (4)
C3	0.053 (4)	0.140 (7)	0.104 (6)	0.022 (4)	0.018 (4)	0.057 (5)

Geometric parameters (Å, º)

O1A—C9A	1.350 (5)	O7C—C3C	1.344 (6)
O1A—C5A	1.375 (5)	O8C—C11C	1.443 (6)
O2A—C11A	1.401 (6)	C1C—C2C	1.388 (7)
O2A—C12A	1.450 (5)	C1C—C6C	1.453 (6)
O3A—C7A	1.265 (5)	C1C—C14C	1.502 (6)
O4A—C14A	1.281 (6)	C2C—C3C	1.415 (7)
O5A—C14A	1.244 (6)	C3C—C4C	1.370 (6)
O6A—C2A	1.342 (5)	C4C—C5C	1.392 (6)
O7A—C3A	1.350 (5)	C5C—C6C	1.404 (6)
O8A—C11A	1.417 (6)	C6C—C7C	1.464 (6)
C1A—C2A	1.387 (6)	C7C—C8C	1.423 (6)
C1A—C6A	1.445 (6)	C8C—C9C	1.328 (6)
C1A—C14A	1.511 (7)	C8C—C12C	1.508 (6)
C2A—C3A	1.429 (7)	C9C—C10C	1.487 (6)
C3A—C4A	1.364 (6)	C10C—C11C	1.529 (6)
C4A—C5A	1.394 (6)	C11C—C13C	1.508 (6)
C5A—C6A	1.400 (6)	O4C—H4C	0.8200
C6A—C7A	1.462 (6)	O6C—H6C	0.8200
C7A—C8A	1.419 (6)	O7C—H7C	0.8200
C8A—C9A	1.337 (6)	O8C—H8C	0.8200
C8A—C12A	1.514 (6)	C4C—H4CA	0.9300
C9A—C10A	1.484 (6)	C10C—H10E	0.9700
C10A—C11A	1.525 (6)	C10C—H10F	0.9700
C11A—C13A	1.514 (6)	C12C—H12E	0.9700
O4A—H4A	0.8200	C12C—H12F	0.9700
O6A—H6A	0.8200	C13C—H13G	0.9600
O7A—H7A	0.8200	C13C—H13H	0.9600
O8A—H8A	0.8200	C13C—H13I	0.9600
C4A—H4AA	0.9300	O1D—C9D	1.353 (5)
C10A—H10G	0.9700	O1D—C5D	1.374 (5)
C10A—H10H	0.9700	O2D—C12D	1.425 (5)
C12A—H12G	0.9700	O2D—C11D	1.431 (6)
C12A—H12H	0.9700	O3D—C7D	1.276 (5)
C13A—H13A	0.9600	O4D—C14D	1.280 (6)
C13A—H13B	0.9600	O5D—C14D	1.233 (6)
C13A—H13C	0.9600	O6D—C2D	1.327 (5)
O1B—C9B	1.346 (5)	O7D—C3D	1.354 (5)
O1B—C5B	1.381 (5)	O8D—C11D	1.414 (6)
O2B—C11B	1.422 (6)	C1D—C2D	1.417 (6)
O2B—C12B	1.433 (5)	C1D—C6D	1.451 (6)
O3B—C7B	1.268 (5)	C1D—C14D	1.504 (6)
O4B—C14B	1.281 (6)	C2D—C3D	1.406 (6)
O5B—C14B	1.232 (6)	C3D—C4D	1.369 (6)
O6B—C2B	1.356 (5)	C4D—C5D	1.399 (6)
O7B—C3B	1.342 (5)	C5D—C6D	1.397 (6)
O8B—C11B	1.427 (6)	C6D—C7D	1.449 (6)
C1B—C2B	1.393 (6)	C7D—C8D	1.429 (6)
C1B—C6B	1.453 (6)	C8D—C9D	1.329 (6)
C1B—C14B	1.520 (6)	C8D—C12D	1.495 (6)
C2B—C3B	1.427 (6)	C9D—C10D	1.489 (6)
C3B—C4B	1.375 (6)	C10D—C11D	1.531 (6)
C4B—C5B	1.385 (6)	C11D—C13D	1.513 (6)
C5B—C6B	1.401 (6)	O4D—H4D	0.8200
C6B—C7B	1.461 (6)	O6D—H6D	0.8200
C7B—C8B	1.431 (6)	O7D—H7D	0.8200
C8B—C9B	1.348 (6)	O8D—H8D	0.8200
C8B—C12B	1.496 (6)	C4D—H4DA	0.9300
C9B—C10B	1.494 (6)	C10D—H10C	0.9700
C10B—C11B	1.531 (6)	C10D—H10D	0.9700
C11B—C13B	1.518 (6)	C12D—H12C	0.9700
O4B—H4B	0.8200	C12D—H12D	0.9700
O6B—H6B	0.8200	C13D—H13J	0.9600
O7B—H7B	0.8200	C13D—H13K	0.9600
O8B—H8B	0.8200	C13D—H13L	0.9600
C4B—H4BA	0.9300	O1—C1	1.413 (6)
C10B—H10A	0.9700	O2—C2	1.420 (6)
C10B—H10B	0.9700	O3—C3	1.342 (6)
C12B—H12A	0.9700	O1—H1	0.8200
C12B—H12B	0.9700	O2—H2	0.8200
C13B—H13D	0.9600	O3—H3	0.8200
C13B—H13E	0.9600	C1—H1A	0.9600
C13B—H13F	0.9600	C1—H1B	0.9600
O1C—C9C	1.359 (5)	C1—H1C	0.9600
O1C—C5C	1.378 (5)	C2—H2A	0.9600
O2C—C11C	1.423 (6)	C2—H2B	0.9600
O2C—C12C	1.441 (5)	C2—H2C	0.9600
O3C—C7C	1.268 (5)	C3—H3A	0.9600
O4C—C14C	1.287 (6)	C3—H3B	0.9600
O5C—C14C	1.233 (6)	C3—H3C	0.9600
O6C—C2C	1.344 (5)
C9A—O1A—C5A	119.6 (4)	C3C—C4C—C5C	118.3 (5)
C11A—O2A—C12A	114.8 (4)	O1C—C5C—C4C	112.3 (4)
C2A—C1A—C6A	118.8 (4)	O1C—C5C—C6C	122.6 (4)
C2A—C1A—C14A	115.0 (4)	C4C—C5C—C6C	125.1 (4)
C6A—C1A—C14A	126.3 (4)	C5C—C6C—C1C	115.9 (4)
O6A—C2A—C1A	125.7 (5)	C5C—C6C—C7C	115.8 (4)
O6A—C2A—C3A	112.7 (4)	C1C—C6C—C7C	128.3 (4)
C1A—C2A—C3A	121.6 (5)	O3C—C7C—C8C	117.3 (4)
O7A—C3A—C4A	119.8 (5)	O3C—C7C—C6C	124.6 (4)
O7A—C3A—C2A	120.4 (4)	C8C—C7C—C6C	118.1 (4)
C4A—C3A—C2A	119.8 (5)	C9C—C8C—C7C	121.6 (5)
C3A—C4A—C5A	118.9 (5)	C9C—C8C—C12C	119.4 (4)
O1A—C5A—C4A	112.5 (4)	C7C—C8C—C12C	118.6 (4)
O1A—C5A—C6A	123.8 (4)	C8C—C9C—O1C	121.7 (4)
C4A—C5A—C6A	123.8 (4)	C8C—C9C—C10C	124.5 (4)
C5A—C6A—C1A	117.0 (4)	O1C—C9C—C10C	113.7 (4)
C5A—C6A—C7A	114.8 (4)	C9C—C10C—C11C	110.8 (4)
C1A—C6A—C7A	128.2 (4)	O2C—C11C—O8C	109.4 (4)
O3A—C7A—C8A	117.8 (4)	O2C—C11C—C13C	107.9 (4)
O3A—C7A—C6A	123.6 (4)	O8C—C11C—C13C	111.6 (4)
C8A—C7A—C6A	118.6 (4)	O2C—C11C—C10C	109.6 (4)
C9A—C8A—C7A	121.4 (5)	O8C—C11C—C10C	106.0 (4)
C9A—C8A—C12A	118.9 (4)	C13C—C11C—C10C	112.4 (4)
C7A—C8A—C12A	119.7 (4)	O2C—C12C—C8C	112.8 (4)
C8A—C9A—O1A	121.6 (4)	O5C—C14C—O4C	117.7 (5)
C8A—C9A—C10A	125.4 (4)	O5C—C14C—C1C	119.9 (5)
O1A—C9A—C10A	113.0 (4)	O4C—C14C—C1C	122.4 (5)
C9A—C10A—C11A	110.1 (4)	C14C—O4C—H4C	109.5
O2A—C11A—O8A	109.4 (4)	C2C—O6C—H6C	109.5
O2A—C11A—C13A	107.2 (4)	C3C—O7C—H7C	109.5
O8A—C11A—C13A	110.0 (5)	C11C—O8C—H8C	109.5
O2A—C11A—C10A	110.9 (4)	C3C—C4C—H4CA	120.8
O8A—C11A—C10A	106.0 (4)	C5C—C4C—H4CA	120.8
C13A—C11A—C10A	113.3 (4)	C9C—C10C—H10E	109.5
O2A—C12A—C8A	111.7 (4)	C11C—C10C—H10E	109.5
O5A—C14A—O4A	118.8 (5)	C9C—C10C—H10F	109.5
O5A—C14A—C1A	118.9 (5)	C11C—C10C—H10F	109.5
O4A—C14A—C1A	122.2 (5)	H10E—C10C—H10F	108.1
C14A—O4A—H4A	109.5	O2C—C12C—H12E	109.0
C2A—O6A—H6A	109.5	C8C—C12C—H12E	109.0
C3A—O7A—H7A	109.5	O2C—C12C—H12F	109.0
C11A—O8A—H8A	109.5	C8C—C12C—H12F	109.0
C3A—C4A—H4AA	120.6	H12E—C12C—H12F	107.8
C5A—C4A—H4AA	120.6	C11C—C13C—H13G	109.5
C9A—C10A—H10G	109.6	C11C—C13C—H13H	109.5
C11A—C10A—H10G	109.6	H13G—C13C—H13H	109.5
C9A—C10A—H10H	109.6	C11C—C13C—H13I	109.5
C11A—C10A—H10H	109.6	H13G—C13C—H13I	109.5
H10G—C10A—H10H	108.2	H13H—C13C—H13I	109.5
O2A—C12A—H12G	109.3	C9D—O1D—C5D	119.1 (4)
C8A—C12A—H12G	109.3	C12D—O2D—C11D	114.4 (4)
O2A—C12A—H12H	109.3	C2D—C1D—C6D	118.4 (4)
C8A—C12A—H12H	109.3	C2D—C1D—C14D	114.9 (4)
H12G—C12A—H12H	108.0	C6D—C1D—C14D	126.6 (4)
C11A—C13A—H13A	109.5	O6D—C2D—C3D	114.4 (4)
C11A—C13A—H13B	109.5	O6D—C2D—C1D	124.0 (4)
H13A—C13A—H13B	109.5	C3D—C2D—C1D	121.6 (4)
C11A—C13A—H13C	109.5	O7D—C3D—C4D	119.9 (4)
H13A—C13A—H13C	109.5	O7D—C3D—C2D	120.0 (4)
H13B—C13A—H13C	109.5	C4D—C3D—C2D	120.1 (4)
C9B—O1B—C5B	119.7 (4)	C3D—C4D—C5D	119.2 (4)
C11B—O2B—C12B	114.1 (4)	O1D—C5D—C6D	123.6 (4)
C2B—C1B—C6B	118.5 (4)	O1D—C5D—C4D	112.4 (4)
C2B—C1B—C14B	114.8 (4)	C6D—C5D—C4D	123.9 (4)
C6B—C1B—C14B	126.7 (4)	C5D—C6D—C7D	115.2 (4)
O6B—C2B—C1B	124.5 (4)	C5D—C6D—C1D	116.8 (4)
O6B—C2B—C3B	113.2 (4)	C7D—C6D—C1D	127.9 (4)
C1B—C2B—C3B	122.3 (4)	O3D—C7D—C8D	116.4 (4)
O7B—C3B—C4B	120.0 (4)	O3D—C7D—C6D	124.5 (4)
O7B—C3B—C2B	120.5 (4)	C8D—C7D—C6D	119.0 (4)
C4B—C3B—C2B	119.5 (4)	C9D—C8D—C7D	120.4 (4)
C3B—C4B—C5B	118.2 (4)	C9D—C8D—C12D	120.5 (4)
O1B—C5B—C4B	111.8 (4)	C7D—C8D—C12D	119.2 (4)
O1B—C5B—C6B	122.7 (4)	C8D—C9D—O1D	122.5 (4)
C4B—C5B—C6B	125.5 (4)	C8D—C9D—C10D	124.1 (4)
C5B—C6B—C1B	116.0 (4)	O1D—C9D—C10D	113.4 (4)
C5B—C6B—C7B	116.3 (4)	C9D—C10D—C11D	109.9 (4)
C1B—C6B—C7B	127.6 (4)	O8D—C11D—O2D	110.0 (4)
O3B—C7B—C8B	117.8 (4)	O8D—C11D—C13D	111.6 (4)
O3B—C7B—C6B	124.1 (4)	O2D—C11D—C13D	106.7 (5)
C8B—C7B—C6B	118.0 (4)	O8D—C11D—C10D	105.8 (5)
C9B—C8B—C7B	120.5 (4)	O2D—C11D—C10D	109.4 (4)
C9B—C8B—C12B	120.8 (4)	O2D—C12D—C8D	112.4 (4)
C7B—C8B—C12B	118.5 (4)	C13D—C11D—C10D	113.4 (4)
O1B—C9B—C8B	122.5 (4)	O5D—C14D—O4D	118.5 (5)
O1B—C9B—C10B	114.6 (4)	O5D—C14D—C1D	119.7 (5)
C8B—C9B—C10B	122.7 (4)	O4D—C14D—C1D	121.8 (5)
C9B—C10B—C11B	110.1 (4)	C14D—O4D—H4D	109.5
O2B—C11B—O8B	109.7 (4)	C2D—O6D—H6D	109.5
O2B—C11B—C13B	107.2 (4)	C3D—O7D—H7D	109.5
O8B—C11B—C13B	110.3 (4)	C11D—O8D—H8D	109.5
O2B—C11B—C10B	110.2 (4)	C3D—C4D—H4DA	120.4
O8B—C11B—C10B	105.2 (4)	C5D—C4D—H4DA	120.4
C13B—C11B—C10B	114.2 (4)	C9D—C10D—H10C	109.7
O2B—C12B—C8B	113.3 (4)	C11D—C10D—H10C	109.7
O5B—C14B—O4B	119.0 (5)	C9D—C10D—H10D	109.7
O5B—C14B—C1B	120.1 (5)	C11D—C10D—H10D	109.7
O4B—C14B—C1B	120.9 (5)	H10C—C10D—H10D	108.2
C14B—O4B—H4B	109.5	O2D—C12D—H12C	109.1
C2B—O6B—H6B	109.5	C8D—C12D—H12C	109.1
C3B—O7B—H7B	109.5	O2D—C12D—H12D	109.1
C11B—O8B—H8B	109.5	C8D—C12D—H12D	109.1
C3B—C4B—H4BA	120.9	H12C—C12D—H12D	107.9
C5B—C4B—H4BA	120.9	C11D—C13D—H13J	109.5
C9B—C10B—H10A	109.6	C11D—C13D—H13K	109.5
C11B—C10B—H10A	109.6	H13J—C13D—H13K	109.5
C9B—C10B—H10B	109.6	C11D—C13D—H13L	109.5
C11B—C10B—H10B	109.6	H13J—C13D—H13L	109.5
H10A—C10B—H10B	108.1	H13K—C13D—H13L	109.5
O2B—C12B—H12A	108.9	C1—O1—H1	109.5
C8B—C12B—H12A	108.9	C2—O2—H2	109.5
O2B—C12B—H12B	108.9	C3—O3—H3	109.5
C8B—C12B—H12B	108.9	O1—C1—H1A	109.5
H12A—C12B—H12B	107.7	O1—C1—H1B	109.5
C11B—C13B—H13D	109.5	H1A—C1—H1B	109.5
C11B—C13B—H13E	109.5	O1—C1—H1C	109.5
H13D—C13B—H13E	109.5	H1A—C1—H1C	109.5
C11B—C13B—H13F	109.5	H1B—C1—H1C	109.5
H13D—C13B—H13F	109.5	O2—C2—H2A	109.5
H13E—C13B—H13F	109.5	O2—C2—H2B	109.5
C9C—O1C—C5C	120.0 (4)	H2A—C2—H2B	109.5
C11C—O2C—C12C	114.0 (4)	O2—C2—H2C	109.5
C2C—C1C—C6C	118.1 (4)	H2A—C2—H2C	109.5
C2C—C1C—C14C	115.9 (4)	H2B—C2—H2C	109.5
C6C—C1C—C14C	126.0 (5)	O3—C3—H3A	109.5
O6C—C2C—C1C	124.3 (5)	O3—C3—H3B	109.5
O6C—C2C—C3C	112.3 (4)	H3A—C3—H3B	109.5
C1C—C2C—C3C	123.3 (4)	O3—C3—H3C	109.5
O7C—C3C—C4C	118.9 (5)	H3A—C3—H3C	109.5
O7C—C3C—C2C	121.8 (4)	H3B—C3—H3C	109.5
C4C—C3C—C2C	119.2 (5)
C6A—C1A—C2A—O6A	−176.7 (5)	C6C—C1C—C2C—O6C	−177.6 (5)
C14A—C1A—C2A—O6A	1.7 (8)	C14C—C1C—C2C—O6C	−1.1 (8)
C6A—C1A—C2A—C3A	3.9 (8)	C6C—C1C—C2C—C3C	0.2 (8)
C14A—C1A—C2A—C3A	−177.7 (5)	C14C—C1C—C2C—C3C	176.7 (5)
O6A—C2A—C3A—O7A	−1.3 (7)	O6C—C2C—C3C—O7C	−0.9 (8)
C1A—C2A—C3A—O7A	178.2 (5)	C1C—C2C—C3C—O7C	−179.0 (5)
O6A—C2A—C3A—C4A	176.3 (5)	O6C—C2C—C3C—C4C	177.7 (5)
C1A—C2A—C3A—C4A	−4.2 (8)	C1C—C2C—C3C—C4C	−0.4 (9)
O7A—C3A—C4A—C5A	178.6 (5)	O7C—C3C—C4C—C5C	177.7 (5)
C2A—C3A—C4A—C5A	1.0 (8)	C2C—C3C—C4C—C5C	−1.0 (8)
C9A—O1A—C5A—C4A	178.4 (4)	C9C—O1C—C5C—C4C	−179.3 (4)
C9A—O1A—C5A—C6A	−1.8 (7)	C9C—O1C—C5C—C6C	1.7 (7)
C3A—C4A—C5A—O1A	−177.7 (4)	C3C—C4C—C5C—O1C	−176.3 (4)
C3A—C4A—C5A—C6A	2.5 (8)	C3C—C4C—C5C—C6C	2.6 (8)
O1A—C5A—C6A—C1A	177.5 (4)	O1C—C5C—C6C—C1C	176.2 (4)
C4A—C5A—C6A—C1A	−2.7 (8)	C4C—C5C—C6C—C1C	−2.6 (8)
O1A—C5A—C6A—C7A	−2.7 (7)	O1C—C5C—C6C—C7C	−5.1 (7)
C4A—C5A—C6A—C7A	177.1 (5)	C4C—C5C—C6C—C7C	176.1 (5)
C2A—C1A—C6A—C5A	−0.5 (7)	C2C—C1C—C6C—C5C	1.2 (7)
C14A—C1A—C6A—C5A	−178.7 (5)	C14C—C1C—C6C—C5C	−174.9 (5)
C2A—C1A—C6A—C7A	179.8 (5)	C2C—C1C—C6C—C7C	−177.4 (5)
C14A—C1A—C6A—C7A	1.6 (9)	C14C—C1C—C6C—C7C	6.5 (9)
C5A—C6A—C7A—O3A	−174.7 (6)	C5C—C6C—C7C—O3C	−179.0 (5)
C1A—C6A—C7A—O3A	5.1 (9)	C1C—C6C—C7C—O3C	−0.4 (9)
C5A—C6A—C7A—C8A	5.7 (7)	C5C—C6C—C7C—C8C	3.5 (7)
C1A—C6A—C7A—C8A	−174.5 (5)	C1C—C6C—C7C—C8C	−177.9 (5)
O3A—C7A—C8A—C9A	175.8 (6)	O3C—C7C—C8C—C9C	−176.3 (5)
C6A—C7A—C8A—C9A	−4.7 (8)	C6C—C7C—C8C—C9C	1.4 (8)
O3A—C7A—C8A—C12A	−3.7 (8)	O3C—C7C—C8C—C12C	−3.5 (7)
C6A—C7A—C8A—C12A	175.8 (5)	C6C—C7C—C8C—C12C	174.2 (4)
C7A—C8A—C9A—O1A	0.0 (9)	C7C—C8C—C9C—O1C	−5.2 (8)
C12A—C8A—C9A—O1A	179.5 (5)	C12C—C8C—C9C—O1C	−177.9 (4)
C7A—C8A—C9A—C10A	177.7 (5)	C7C—C8C—C9C—C10C	171.1 (5)
C12A—C8A—C9A—C10A	−2.8 (9)	C12C—C8C—C9C—C10C	−1.6 (8)
C5A—O1A—C9A—C8A	3.3 (7)	C5C—O1C—C9C—C8C	3.6 (7)
C5A—O1A—C9A—C10A	−174.6 (4)	C5C—O1C—C9C—C10C	−173.0 (4)
C8A—C9A—C10A—C11A	15.3 (8)	C8C—C9C—C10C—C11C	−14.1 (8)
O1A—C9A—C10A—C11A	−166.8 (4)	O1C—C9C—C10C—C11C	162.4 (4)
C12A—O2A—C11A—O8A	−53.4 (5)	C12C—O2C—C11C—O8C	52.2 (5)
C12A—O2A—C11A—C13A	−172.6 (4)	C12C—O2C—C11C—C13C	173.7 (4)
C12A—O2A—C11A—C10A	63.2 (6)	C12C—O2C—C11C—C10C	−63.6 (5)
C9A—C10A—C11A—O2A	−43.6 (6)	C9C—C10C—C11C—O2C	44.7 (6)
C9A—C10A—C11A—O8A	75.1 (5)	C9C—C10C—C11C—O8C	−73.2 (5)
C9A—C10A—C11A—C13A	−164.1 (5)	C9C—C10C—C11C—C13C	164.7 (4)
C11A—O2A—C12A—C8A	−48.6 (7)	C11C—O2C—C12C—C8C	47.2 (6)
C9A—C8A—C12A—O2A	17.2 (8)	C9C—C8C—C12C—O2C	−13.4 (7)
C7A—C8A—C12A—O2A	−163.3 (5)	C7C—C8C—C12C—O2C	173.7 (4)
C2A—C1A—C14A—O5A	−3.7 (8)	C2C—C1C—C14C—O5C	0.5 (8)
C6A—C1A—C14A—O5A	174.6 (5)	C6C—C1C—C14C—O5C	176.7 (5)
C2A—C1A—C14A—O4A	174.5 (5)	C2C—C1C—C14C—O4C	−178.3 (6)
C6A—C1A—C14A—O4A	−7.3 (9)	C6C—C1C—C14C—O4C	−2.1 (9)
C6B—C1B—C2B—O6B	178.7 (5)	C6D—C1D—C2D—O6D	178.4 (5)
C14B—C1B—C2B—O6B	−1.7 (7)	C14D—C1D—C2D—O6D	−0.7 (8)
C6B—C1B—C2B—C3B	−0.6 (7)	C6D—C1D—C2D—C3D	−1.5 (8)
C14B—C1B—C2B—C3B	179.0 (5)	C14D—C1D—C2D—C3D	179.3 (5)
O6B—C2B—C3B—O7B	0.4 (7)	O6D—C2D—C3D—O7D	1.7 (7)
C1B—C2B—C3B—O7B	179.8 (5)	C1D—C2D—C3D—O7D	−178.4 (5)
O6B—C2B—C3B—C4B	−178.8 (4)	O6D—C2D—C3D—C4D	−177.5 (5)
C1B—C2B—C3B—C4B	0.6 (8)	C1D—C2D—C3D—C4D	2.4 (8)
O7B—C3B—C4B—C5B	−179.5 (5)	O7D—C3D—C4D—C5D	179.5 (5)
C2B—C3B—C4B—C5B	−0.3 (7)	C2D—C3D—C4D—C5D	−1.3 (8)
C9B—O1B—C5B—C4B	−179.2 (4)	C9D—O1D—C5D—C6D	4.7 (7)
C9B—O1B—C5B—C6B	2.1 (7)	C9D—O1D—C5D—C4D	−178.7 (4)
C3B—C4B—C5B—O1B	−178.7 (4)	C3D—C4D—C5D—O1D	−177.4 (4)
C3B—C4B—C5B—C6B	0.0 (8)	C3D—C4D—C5D—C6D	−0.8 (8)
O1B—C5B—C6B—C1B	178.5 (4)	O1D—C5D—C6D—C7D	−3.3 (7)
C4B—C5B—C6B—C1B	−0.1 (7)	C4D—C5D—C6D—C7D	−179.6 (5)
O1B—C5B—C6B—C7B	−2.6 (7)	O1D—C5D—C6D—C1D	177.8 (4)
C4B—C5B—C6B—C7B	178.8 (5)	C4D—C5D—C6D—C1D	1.6 (8)
C2B—C1B—C6B—C5B	0.4 (7)	C2D—C1D—C6D—C5D	−0.4 (7)
C14B—C1B—C6B—C5B	−179.2 (5)	C14D—C1D—C6D—C5D	178.6 (5)
C2B—C1B—C6B—C7B	−178.4 (5)	C2D—C1D—C6D—C7D	−179.1 (5)
C14B—C1B—C6B—C7B	2.0 (8)	C14D—C1D—C6D—C7D	−0.1 (9)
C5B—C6B—C7B—O3B	177.9 (5)	C5D—C6D—C7D—O3D	177.6 (5)
C1B—C6B—C7B—O3B	−3.3 (9)	C1D—C6D—C7D—O3D	−3.7 (9)
C5B—C6B—C7B—C8B	−0.3 (7)	C5D—C6D—C7D—C8D	0.1 (7)
C1B—C6B—C7B—C8B	178.4 (5)	C1D—C6D—C7D—C8D	178.7 (5)
O3B—C7B—C8B—C9B	−174.5 (5)	O3D—C7D—C8D—C9D	−175.8 (5)
C6B—C7B—C8B—C9B	3.9 (7)	C6D—C7D—C8D—C9D	1.9 (8)
O3B—C7B—C8B—C12B	0.2 (7)	O3D—C7D—C8D—C12D	3.8 (7)
C6B—C7B—C8B—C12B	178.6 (5)	C6D—C7D—C8D—C12D	−178.5 (5)
C5B—O1B—C9B—C8B	1.7 (7)	C7D—C8D—C9D—O1D	−0.7 (8)
C5B—O1B—C9B—C10B	−173.7 (4)	C12D—C8D—C9D—O1D	179.7 (5)
C7B—C8B—C9B—O1B	−4.7 (8)	C7D—C8D—C9D—C10D	177.4 (5)
C12B—C8B—C9B—O1B	−179.3 (4)	C12D—C8D—C9D—C10D	−2.2 (8)
C7B—C8B—C9B—C10B	170.4 (5)	C5D—O1D—C9D—C8D	−2.5 (7)
C12B—C8B—C9B—C10B	−4.2 (8)	C5D—O1D—C9D—C10D	179.2 (4)
O1B—C9B—C10B—C11B	160.3 (4)	C8D—C9D—C10D—C11D	−14.9 (8)
C8B—C9B—C10B—C11B	−15.1 (7)	O1D—C9D—C10D—C11D	163.4 (5)
C12B—O2B—C11B—O8B	51.6 (5)	C12D—O2D—C11D—O8D	51.4 (5)
C12B—O2B—C11B—C13B	171.3 (4)	C12D—O2D—C11D—C13D	172.6 (4)
C12B—O2B—C11B—C10B	−63.8 (5)	C12D—O2D—C11D—C10D	−64.4 (5)
C9B—C10B—C11B—O2B	47.3 (6)	C9D—C10D—C11D—O8D	−72.8 (5)
C9B—C10B—C11B—O8B	−70.8 (5)	C9D—C10D—C11D—O2D	45.6 (6)
C9B—C10B—C11B—C13B	168.1 (5)	C9D—C10D—C11D—C13D	164.6 (5)
C11B—O2B—C12B—C8B	43.2 (6)	C11D—O2D—C12D—C8D	46.3 (6)
C9B—C8B—C12B—O2B	−8.4 (7)	C9D—C8D—C12D—O2D	−12.0 (7)
C7B—C8B—C12B—O2B	176.8 (4)	C7D—C8D—C12D—O2D	168.4 (4)
C2B—C1B—C14B—O5B	5.5 (7)	C2D—C1D—C14D—O5D	0.5 (8)
C6B—C1B—C14B—O5B	−174.9 (5)	C6D—C1D—C14D—O5D	−178.5 (5)
C2B—C1B—C14B—O4B	−175.3 (5)	C2D—C1D—C14D—O4D	−179.6 (5)
C6B—C1B—C14B—O4B	4.2 (8)	C6D—C1D—C14D—O4D	1.3 (9)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O4A—H4A···O3A	0.82	1.57	2.389 (5)	173
O6A—H6A···O5A	0.82	1.73	2.443 (5)	144
O8A—H8A···O8B	0.82	2.06	2.860 (5)	166
O4B—H4B···O3B	0.82	1.56	2.373 (5)	168
O6B—H6B···O5B	0.82	1.73	2.449 (5)	146
O4C—H4C···O3C	0.82	1.59	2.405 (5)	176
O6C—H6C···O5C	0.82	1.73	2.456 (5)	147
O4D—H4D···O3D	0.82	1.58	2.386 (5)	168
O6D—H6D···O5D	0.82	1.70	2.435 (5)	148
O7D—H7D···O2	0.82	1.85	2.618 (4)	155
O8D—H8D···O7B	0.82	2.10	2.869 (5)	155
O7A—H7A···O8C^i	0.82	2.04	2.768 (5)	148
O7B—H7B···O1^ii	0.82	1.90	2.653 (5)	153
O8B—H8B···O7D^iii	0.82	2.07	2.852 (4)	159
O7C—H7C···O3^iv	0.82	1.90	2.655 (5)	152
O8C—H8C···O5B^v	0.82	2.23	3.031 (5)	166
O1—H1···O5A^vi	0.82	1.98	2.786 (5)	167
O2—H2···O5C^vii	0.82	1.97	2.789 (5)	175
O3—H3···O5D^viii	0.82	2.03	2.850 (5)	176

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