Crystal structure of di-μ-aqua-μ-(pyrazine N,N′-dioxide)-κ²O:O-bis­(di­aqua­sodium) tetra­phenyl­borate dihydrate pyrazine N,N′-dioxide monosolvate

The crystal structure of the title compound contains discrete [{Na(H₂O)₂}₂(μ-H₂O)₂(μ-pzdo)]²⁺ (pzdo is pyrazine N,N′-dioxide) cations, tetra­phenyl­borate anions and uncoordinating water and pzdo mol­ecules, held together by various hydrogen-bonding and C—H...π and O—H...π inter­actions.

Key indicators

• Single-crystal X-ray study
• T = 99 K
• Mean [sigma](C-C) = 0.002 Å
• R factor = 0.052
• wR factor = 0.140
• Data-to-parameter ratio = 22.5

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT420_ALERT_2_B D-H Without Acceptor       O6     --  H6A    ...     Please Check
PLAT420_ALERT_2_B D-H Without Acceptor       O7     --  H7A    ...     Please Check
PLAT420_ALERT_2_B D-H Without Acceptor       O7     --  H7B    ...     Please Check

Alert level C
PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density ....       2.27 Report
PLAT906_ALERT_3_C Large K value in the Analysis of Variance ......      3.294 Check

Alert level G
PLAT002_ALERT_2_G Number of Distance or Angle Restraints on AtSite         12 Note
PLAT005_ALERT_5_G No Embedded Refinement Details found in the CIF      Please Do !
PLAT042_ALERT_1_G Calc. and Reported MoietyFormula Strings  Differ     Please Check
PLAT045_ALERT_1_G Calculated and Reported Z Differ by ............       2.00 Ratio
PLAT860_ALERT_3_G Number of Least-Squares Restraints .............          8 Note
PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L=  0.600          5 Note

   0 ALERT level A = Most likely a serious problem - resolve or explain
   3 ALERT level B = A potentially serious problem, consider carefully
   2 ALERT level C = Check. Ensure it is not caused by an omission or oversight
   6 ALERT level G = General information/check it is not something unexpected

   2 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
   2 ALERT type 3 Indicator that the structure quality may be low
   1 ALERT type 4 Improvement, methodology, query or suggestion
   1 ALERT type 5 Informative message, check

---

Computing details

Data collection: SMART (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT (Bruker, 2007); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: X-SEED (Barbour, 2001).

Di-µ-aqua-µ-(pyrazine N,N'-dioxide)-κ²O:O-bis(diaquasodium) tetraphenylborate pyrazine N,N'-dioxide monosolvate dihydrate

Crystal data

[Na2(C4H4N2O2)(H2O)6](BC24H20)2·C4H4N2O2·2H2O	F(000) = 2224
Mr = 1052.71	Dx = 1.265 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 14931 reflections
a = 20.4224 (9) Å	θ = 2.2–30.5°
b = 10.1950 (4) Å	µ = 0.10 mm^−1
c = 27.2349 (11) Å	T = 99 K
β = 102.947 (1)°	Block, colorless
V = 5526.3 (4) Å^3	0.50 × 0.40 × 0.25 mm
Z = 4

Data collection

Bruker SMART APEX CCD diffractometer	8464 independent reflections
Radiation source: fine-focus sealed tube	6996 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.037
ω scans	θmax = 30.5°, θmin = 1.5°
Absorption correction: multi-scan (SADABS; Bruker, 2001)	h = −29→29
Tmin = 0.894, Tmax = 1.000	k = −14→14
32437 measured reflections	l = −37→38

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)] = 0.052	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.140	H atoms treated by a mixture of independent and constrained refinement
S = 1.04	w = 1/[σ^2(Fo^2) + (0.0739P)^2 + 3.1014P] where P = (Fo^2 + 2Fc^2)/3
8464 reflections	(Δ/σ)max = 0.001
377 parameters	Δρmax = 0.48 e Å^−3
8 restraints	Δρmin = −0.21 e Å^−3

Special details

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 (Ų)

	x	y	z	Uiso*/Ueq
Na1	0.57681 (3)	0.53904 (5)	0.27762 (2)	0.02408 (12)
O1	0.5000	0.70101 (12)	0.2500	0.0302 (3)
O2	0.5000	1.22491 (12)	0.2500	0.0253 (3)
O3	0.48519 (5)	0.52324 (10)	0.09489 (3)	0.0272 (2)
O4	0.52081 (5)	0.44163 (9)	0.19893 (4)	0.0266 (2)
O5	0.61154 (5)	0.62448 (11)	0.35909 (4)	0.0316 (2)
O6	0.68618 (6)	0.53238 (14)	0.27608 (5)	0.0441 (3)
O7	0.75011 (6)	0.56103 (14)	0.38213 (5)	0.0434 (3)
N1	0.5000	0.82883 (14)	0.2500	0.0210 (3)
N2	0.5000	1.09705 (14)	0.2500	0.0195 (3)
N3	0.49248 (5)	0.51216 (10)	0.04872 (4)	0.0196 (2)
C1	0.53467 (6)	0.89566 (12)	0.29054 (5)	0.0214 (2)
H1	0.5591	0.8492	0.3191	0.026*
C2	0.53468 (6)	1.02966 (12)	0.29060 (5)	0.0209 (2)
H2	0.5591	1.0760	0.3192	0.025*
C3	0.54999 (6)	0.55124 (12)	0.03612 (5)	0.0215 (2)
H3	0.5855	0.5872	0.0612	0.026*
C4	0.44262 (6)	0.46070 (12)	0.01235 (5)	0.0212 (2)
H4	0.4021	0.4326	0.0207	0.025*
C5	0.28988 (5)	0.68369 (11)	0.39692 (4)	0.0165 (2)
C6	0.29439 (6)	0.74729 (12)	0.44320 (4)	0.0204 (2)
H6	0.2623	0.7264	0.4624	0.024*
C7	0.34389 (6)	0.83982 (13)	0.46232 (5)	0.0240 (2)
H7	0.3450	0.8808	0.4938	0.029*
C8	0.39154 (6)	0.87171 (13)	0.43493 (5)	0.0257 (3)
H8	0.4258	0.9337	0.4478	0.031*
C9	0.38860 (6)	0.81212 (13)	0.38855 (5)	0.0249 (3)
H9	0.4208	0.8336	0.3695	0.030*
C10	0.33829 (6)	0.72066 (12)	0.37003 (4)	0.0202 (2)
H10	0.3367	0.6819	0.3381	0.024*
C11	0.28603 (6)	0.43432 (11)	0.40579 (4)	0.0176 (2)
C12	0.28816 (6)	0.39219 (12)	0.45536 (4)	0.0203 (2)
H12	0.2577	0.4301	0.4731	0.024*
C13	0.33308 (6)	0.29710 (13)	0.47952 (5)	0.0244 (2)
H13	0.3325	0.2711	0.5129	0.029*
C14	0.37864 (7)	0.24013 (13)	0.45489 (5)	0.0281 (3)
H14	0.4094	0.1754	0.4712	0.034*
C15	0.37846 (6)	0.27962 (13)	0.40590 (5)	0.0264 (3)
H15	0.4095	0.2421	0.3886	0.032*
C16	0.33281 (6)	0.37423 (12)	0.38211 (5)	0.0217 (2)
H16	0.3333	0.3990	0.3486	0.026*
C17	0.16906 (6)	0.57084 (11)	0.39863 (4)	0.0164 (2)
C18	0.13473 (6)	0.69104 (11)	0.39796 (4)	0.0186 (2)
H18	0.1562	0.7692	0.3909	0.022*
C19	0.07050 (6)	0.69938 (12)	0.40727 (4)	0.0215 (2)
H19	0.0487	0.7820	0.4058	0.026*
C20	0.03822 (6)	0.58705 (13)	0.41870 (5)	0.0232 (2)
H20	−0.0052	0.5927	0.4257	0.028*
C21	0.07032 (6)	0.46643 (12)	0.41976 (5)	0.0211 (2)
H21	0.0488	0.3889	0.4275	0.025*
C22	0.13431 (6)	0.45933 (11)	0.40948 (4)	0.0183 (2)
H22	0.1551	0.3759	0.4098	0.022*
C23	0.21392 (6)	0.54690 (11)	0.31871 (4)	0.0181 (2)
C24	0.19493 (6)	0.66032 (12)	0.28925 (4)	0.0209 (2)
H24	0.2043	0.7439	0.3047	0.025*
C25	0.16291 (6)	0.65426 (14)	0.23831 (5)	0.0254 (3)
H25	0.1507	0.7329	0.2198	0.030*
C26	0.14892 (7)	0.53359 (14)	0.21466 (5)	0.0273 (3)
H26	0.1270	0.5290	0.1800	0.033*
C27	0.16730 (7)	0.41963 (14)	0.24223 (5)	0.0268 (3)
H27	0.1583	0.3365	0.2264	0.032*
C28	0.19901 (6)	0.42686 (12)	0.29327 (5)	0.0220 (2)
H28	0.2109	0.3477	0.3115	0.026*
B1	0.23971 (6)	0.55838 (12)	0.37996 (5)	0.0161 (2)
H4A	0.5221 (12)	0.451 (2)	0.1677 (6)	0.057 (7)*
H5A	0.6528 (8)	0.605 (2)	0.3724 (8)	0.053 (6)*
H6A	0.7091 (14)	0.514 (3)	0.2547 (9)	0.090 (9)*
H5B	0.5879 (10)	0.597 (2)	0.3788 (8)	0.059 (7)*
H4B	0.5158 (11)	0.3594 (16)	0.2028 (8)	0.059 (6)*
H7A	0.7775 (12)	0.625 (2)	0.3922 (10)	0.086 (9)*
H6B	0.7144 (13)	0.543 (3)	0.3054 (8)	0.082 (9)*
H7B	0.7749 (15)	0.496 (2)	0.3939 (12)	0.101 (11)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Na1	0.0223 (2)	0.0254 (3)	0.0240 (3)	0.00197 (19)	0.00423 (19)	0.00052 (19)
O1	0.0338 (7)	0.0136 (6)	0.0365 (7)	0.000	−0.0068 (6)	0.000
O2	0.0339 (7)	0.0137 (5)	0.0280 (6)	0.000	0.0063 (5)	0.000
O3	0.0331 (5)	0.0334 (5)	0.0162 (4)	0.0025 (4)	0.0080 (4)	−0.0001 (3)
O4	0.0377 (5)	0.0205 (4)	0.0220 (4)	0.0011 (4)	0.0075 (4)	0.0000 (3)
O5	0.0267 (5)	0.0407 (6)	0.0266 (5)	−0.0035 (4)	0.0046 (4)	0.0008 (4)
O6	0.0254 (5)	0.0644 (8)	0.0446 (7)	−0.0014 (5)	0.0124 (5)	−0.0088 (6)
O7	0.0276 (6)	0.0469 (7)	0.0502 (7)	0.0008 (5)	−0.0030 (5)	0.0040 (6)
N1	0.0220 (7)	0.0159 (6)	0.0225 (7)	0.000	−0.0004 (5)	0.000
N2	0.0217 (7)	0.0156 (6)	0.0211 (7)	0.000	0.0046 (5)	0.000
N3	0.0221 (5)	0.0196 (5)	0.0168 (4)	0.0010 (4)	0.0037 (4)	0.0005 (3)
C1	0.0214 (5)	0.0211 (6)	0.0193 (5)	−0.0001 (4)	−0.0009 (4)	0.0006 (4)
C2	0.0221 (5)	0.0205 (5)	0.0183 (5)	−0.0013 (4)	0.0009 (4)	−0.0007 (4)
C3	0.0206 (5)	0.0217 (5)	0.0203 (5)	−0.0036 (4)	0.0003 (4)	0.0004 (4)
C4	0.0180 (5)	0.0238 (6)	0.0212 (5)	−0.0020 (4)	0.0032 (4)	0.0021 (4)
C5	0.0155 (5)	0.0173 (5)	0.0158 (5)	0.0009 (4)	0.0012 (4)	0.0021 (4)
C6	0.0200 (5)	0.0217 (5)	0.0192 (5)	−0.0012 (4)	0.0037 (4)	−0.0014 (4)
C7	0.0254 (6)	0.0225 (6)	0.0216 (6)	−0.0020 (4)	0.0001 (4)	−0.0035 (4)
C8	0.0233 (6)	0.0222 (6)	0.0283 (6)	−0.0057 (5)	−0.0011 (5)	0.0019 (5)
C9	0.0207 (5)	0.0278 (6)	0.0256 (6)	−0.0041 (5)	0.0039 (4)	0.0069 (5)
C10	0.0205 (5)	0.0229 (6)	0.0167 (5)	−0.0013 (4)	0.0028 (4)	0.0026 (4)
C11	0.0165 (5)	0.0165 (5)	0.0193 (5)	−0.0002 (4)	0.0031 (4)	0.0009 (4)
C12	0.0192 (5)	0.0210 (5)	0.0209 (5)	0.0006 (4)	0.0052 (4)	0.0025 (4)
C13	0.0256 (6)	0.0237 (6)	0.0231 (6)	0.0010 (5)	0.0035 (5)	0.0066 (4)
C14	0.0271 (6)	0.0226 (6)	0.0328 (7)	0.0076 (5)	0.0030 (5)	0.0053 (5)
C15	0.0246 (6)	0.0253 (6)	0.0293 (6)	0.0074 (5)	0.0064 (5)	−0.0008 (5)
C16	0.0217 (5)	0.0219 (6)	0.0219 (5)	0.0028 (4)	0.0058 (4)	0.0005 (4)
C17	0.0165 (5)	0.0184 (5)	0.0139 (5)	0.0009 (4)	0.0025 (4)	−0.0006 (4)
C18	0.0193 (5)	0.0177 (5)	0.0179 (5)	0.0001 (4)	0.0021 (4)	−0.0011 (4)
C19	0.0202 (5)	0.0224 (6)	0.0210 (5)	0.0050 (4)	0.0028 (4)	−0.0024 (4)
C20	0.0158 (5)	0.0311 (6)	0.0231 (6)	0.0021 (4)	0.0050 (4)	0.0006 (5)
C21	0.0179 (5)	0.0240 (6)	0.0213 (5)	−0.0022 (4)	0.0037 (4)	0.0034 (4)
C22	0.0180 (5)	0.0188 (5)	0.0176 (5)	0.0002 (4)	0.0026 (4)	0.0008 (4)
C23	0.0178 (5)	0.0205 (5)	0.0168 (5)	−0.0001 (4)	0.0055 (4)	−0.0008 (4)
C24	0.0212 (5)	0.0228 (6)	0.0182 (5)	0.0005 (4)	0.0036 (4)	0.0001 (4)
C25	0.0235 (6)	0.0321 (7)	0.0198 (6)	0.0011 (5)	0.0032 (4)	0.0035 (5)
C26	0.0246 (6)	0.0402 (8)	0.0165 (5)	−0.0029 (5)	0.0032 (4)	−0.0028 (5)
C27	0.0280 (6)	0.0308 (7)	0.0218 (6)	−0.0050 (5)	0.0063 (5)	−0.0079 (5)
C28	0.0228 (6)	0.0238 (6)	0.0198 (5)	−0.0004 (4)	0.0054 (4)	−0.0023 (4)
B1	0.0162 (5)	0.0166 (5)	0.0152 (5)	0.0000 (4)	0.0033 (4)	−0.0004 (4)

Geometric parameters (Å, º)

Na1—O6	2.2444 (13)	C9—C10	1.3954 (17)
Na1—O1	2.2857 (10)	C9—H9	0.9500
Na1—O5	2.3410 (12)	C10—H10	0.9500
Na1—O4	2.4059 (11)	C11—C16	1.4070 (16)
Na1—O4^i	2.4371 (12)	C11—C12	1.4083 (16)
O1—N1	1.3031 (19)	C11—B1	1.6404 (17)
O1—Na1^i	2.2857 (10)	C12—C13	1.3942 (17)
O2—N2	1.3035 (18)	C12—H12	0.9500
O3—N3	1.3040 (13)	C13—C14	1.3903 (19)
O4—Na1^i	2.4371 (12)	C13—H13	0.9500
O4—H4A	0.862 (16)	C14—C15	1.3927 (19)
O4—H4B	0.854 (16)	C14—H14	0.9500
O5—H5A	0.863 (15)	C15—C16	1.3959 (17)
O5—H5B	0.844 (16)	C15—H15	0.9500
O6—H6A	0.844 (17)	C16—H16	0.9500
O6—H6B	0.880 (17)	C17—C22	1.4062 (16)
O7—H7A	0.861 (17)	C17—C18	1.4100 (16)
O7—H7B	0.855 (18)	C17—B1	1.6386 (17)
N1—C1^i	1.3544 (14)	C18—C19	1.3932 (16)
N1—C1	1.3544 (14)	C18—H18	0.9500
N2—C2^i	1.3583 (14)	C19—C20	1.3910 (18)
N2—C2	1.3584 (14)	C19—H19	0.9500
N3—C3	1.3552 (16)	C20—C21	1.3909 (18)
N3—C4	1.3570 (15)	C20—H20	0.9500
C1—C2	1.3661 (17)	C21—C22	1.3982 (16)
C1—H1	0.9500	C21—H21	0.9500
C2—H2	0.9500	C22—H22	0.9500
C3—C4^ii	1.3673 (17)	C23—C28	1.4056 (17)
C3—H3	0.9500	C23—C24	1.4113 (16)
C4—C3^ii	1.3672 (17)	C23—B1	1.6373 (17)
C4—H4	0.9500	C24—C25	1.3962 (16)
C5—C6	1.4020 (16)	C24—H24	0.9500
C5—C10	1.4073 (16)	C25—C26	1.3884 (19)
C5—B1	1.6381 (17)	C25—H25	0.9500
C6—C7	1.3953 (17)	C26—C27	1.389 (2)
C6—H6	0.9500	C26—H26	0.9500
C7—C8	1.3908 (19)	C27—C28	1.3978 (17)
C7—H7	0.9500	C27—H27	0.9500
C8—C9	1.3909 (19)	C28—H28	0.9500
C8—H8	0.9500
O6—Na1—O1	128.92 (5)	C9—C10—H10	118.8
O6—Na1—O5	86.41 (5)	C5—C10—H10	118.8
O1—Na1—O5	94.76 (4)	C16—C11—C12	115.36 (10)
O6—Na1—O4	104.32 (5)	C16—C11—B1	121.65 (10)
O1—Na1—O4	81.42 (3)	C12—C11—B1	122.49 (10)
O5—Na1—O4	168.66 (4)	C13—C12—C11	122.70 (11)
O6—Na1—O4^i	150.29 (5)	C13—C12—H12	118.7
O1—Na1—O4^i	80.75 (3)	C11—C12—H12	118.7
O5—Na1—O4^i	89.72 (4)	C14—C13—C12	120.24 (12)
O4—Na1—O4^i	79.15 (4)	C14—C13—H13	119.9
N1—O1—Na1^i	136.26 (3)	C12—C13—H13	119.9
N1—O1—Na1	136.26 (3)	C13—C14—C15	118.88 (12)
Na1^i—O1—Na1	87.49 (5)	C13—C14—H14	120.6
Na1—O4—Na1^i	81.48 (4)	C15—C14—H14	120.6
Na1—O4—H4A	136.1 (15)	C14—C15—C16	120.17 (12)
Na1^i—O4—H4A	115.0 (15)	C14—C15—H15	119.9
Na1—O4—H4B	109.9 (15)	C16—C15—H15	119.9
Na1^i—O4—H4B	103.9 (15)	C15—C16—C11	122.66 (11)
H4A—O4—H4B	105 (2)	C15—C16—H16	118.7
Na1—O5—H5A	111.9 (15)	C11—C16—H16	118.7
Na1—O5—H5B	112.6 (16)	C22—C17—C18	115.62 (10)
H5A—O5—H5B	108 (2)	C22—C17—B1	121.57 (10)
Na1—O6—H6A	137 (2)	C18—C17—B1	122.22 (10)
Na1—O6—H6B	115.5 (19)	C19—C18—C17	122.44 (11)
H6A—O6—H6B	108 (3)	C19—C18—H18	118.8
H7A—O7—H7B	100 (3)	C17—C18—H18	118.8
O1—N1—C1^i	120.20 (7)	C20—C19—C18	120.22 (11)
O1—N1—C1	120.20 (7)	C20—C19—H19	119.9
C1^i—N1—C1	119.59 (15)	C18—C19—H19	119.9
O2—N2—C2^i	120.38 (7)	C21—C20—C19	119.19 (11)
O2—N2—C2	120.38 (7)	C21—C20—H20	120.4
C2^i—N2—C2	119.24 (14)	C19—C20—H20	120.4
O3—N3—C3	120.75 (10)	C20—C21—C22	119.93 (11)
O3—N3—C4	120.55 (10)	C20—C21—H21	120.0
C3—N3—C4	118.69 (10)	C22—C21—H21	120.0
N1—C1—C2	120.25 (11)	C21—C22—C17	122.59 (11)
N1—C1—H1	119.9	C21—C22—H22	118.7
C2—C1—H1	119.9	C17—C22—H22	118.7
N2—C2—C1	120.33 (11)	C28—C23—C24	115.57 (11)
N2—C2—H2	119.8	C28—C23—B1	123.30 (10)
C1—C2—H2	119.8	C24—C23—B1	120.36 (10)
N3—C3—C4^ii	120.51 (11)	C25—C24—C23	122.44 (12)
N3—C3—H3	119.7	C25—C24—H24	118.8
C4^ii—C3—H3	119.7	C23—C24—H24	118.8
N3—C4—C3^ii	120.80 (11)	C26—C25—C24	120.14 (12)
N3—C4—H4	119.6	C26—C25—H25	119.9
C3^ii—C4—H4	119.6	C24—C25—H25	119.9
C6—C5—C10	115.58 (10)	C25—C26—C27	119.20 (12)
C6—C5—B1	121.67 (10)	C25—C26—H26	120.4
C10—C5—B1	122.01 (10)	C27—C26—H26	120.4
C7—C6—C5	122.97 (11)	C26—C27—C28	120.17 (12)
C7—C6—H6	118.5	C26—C27—H27	119.9
C5—C6—H6	118.5	C28—C27—H27	119.9
C8—C7—C6	119.57 (12)	C27—C28—C23	122.48 (12)
C8—C7—H7	120.2	C27—C28—H28	118.8
C6—C7—H7	120.2	C23—C28—H28	118.8
C9—C8—C7	119.46 (11)	C23—B1—C5	112.40 (9)
C9—C8—H8	120.3	C23—B1—C17	102.54 (9)
C7—C8—H8	120.3	C5—B1—C17	113.00 (9)
C8—C9—C10	119.92 (12)	C23—B1—C11	113.87 (9)
C8—C9—H9	120.0	C5—B1—C11	102.49 (9)
C10—C9—H9	120.0	C17—B1—C11	112.96 (9)
C9—C10—C5	122.48 (11)

Symmetry codes: (i) −x+1, y, −z+1/2; (ii) −x+1, −y+1, −z.

Hydrogen-bond geometry (Å, º)

Cg1, Cg2, Cg3 and Cg4 are the centroids of the C5–C10, C11–C16, C17–C22 and C23–C28 rings, respectively.

D—H···A	D—H	H···A	D···A	D—H···A
O4—H4A···O3	0.86 (2)	2.09 (2)	2.8855 (13)	153 (2)
O4—H4B···O2^iii	0.85 (2)	1.95 (2)	2.6948 (14)	144 (2)
O5—H5B···O3^i	0.84 (2)	1.95 (2)	2.7655 (14)	163 (2)
O5—H5A···O7	0.86 (2)	2.00 (2)	2.8329 (16)	163 (2)
O6—H6B···O7	0.88 (2)	2.06 (2)	2.9055 (19)	160 (3)
C19—H19···O3^iv	0.95	2.55	3.4884 (16)	168
C2—H2···Cg3^v	0.95	2.40	3.2435 (14)	148
C3—H3···Cg1^i	0.95	2.46	3.2788 (14)	144
O6—H6A···Cg4^i	0.85 (3)	2.45 (3)	3.1713 (14)	144 (2)
C7—H7···Cg3^vi	0.95	2.66	3.5365 (14)	153
O7—H7A···Cg2^v	0.86 (2)	2.55 (2)	3.3871 (15)	165 (2)
O7—H7B···Cg1^vii	0.85 (3)	2.59 (2)	3.4337 (15)	171 (3)

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