The structure of sodium p-nitrophenolate tetrahydrate, Na+·C6H4NO3-·4H2O, is presented. The nature of the hydrogen and coordination bonds in this structure is discussed and compared with that of sodium p-nitrophenolate dihydrate.
Supporting information
CCDC reference: 189301
Key indicators
- Single-crystal X-ray study
- T = 123 K
- Mean (C-C) = 0.003 Å
- R factor = 0.041
- wR factor = 0.101
- Data-to-parameter ratio = 12.5
checkCIF results
No syntax errors found
ADDSYM reports no extra symmetry
Data collection: MSC/AFC Diffractometer Control Software
(Molecular Structure Corporation, 1985); cell refinement: MSC/AFC Diffractometer Control Software; data reduction: TEXSAN (Molecular Structure Corporation, 1993); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: INSIGHTII (Biosym Technologies, 1995) and Xtal_GX (Hall & du Boulay, 1995); software used to prepare material for publication: WinGX publication routines (Farrugia, 1999).
Sodium
p-Nitrophenolate Tetrahydrate
top
Crystal data top
2Na+·2C6H4NO3−·8H2O | F(000) = 976 |
Mr = 466.31 | Dx = 1.49 Mg m−3 Dm = 1.44 Mg m−3 Dm measured by flotation in CHBr3/C6H5CH3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 11.844 (2) Å | Cell parameters from 25 reflections |
b = 6.8736 (12) Å | θ = 12.0–15.1° |
c = 25.939 (6) Å | µ = 0.17 mm−1 |
β = 101.038 (17)° | T = 123 K |
V = 2072.6 (7) Å3 | Plate, yellow |
Z = 4 | 0.3 × 0.2 × 0.2 mm |
Data collection top
Rigaku AFC7S four-circle diffractometer | Rint = 0.016 |
Radiation source: fine-focus sealed tube | θmax = 27.5°, θmin = 2.6° |
Graphite monochromator | h = 0→15 |
ω scans | k = 0→8 |
5184 measured reflections | l = −33→31 |
4641 independent reflections | 3 standard reflections every 150 reflections |
4267 reflections with I > 2σ(I) | intensity decay: 4.0% |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.041 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.101 | All H-atom parameters refined |
S = 1.12 | w = 1/[σ2(Fo2) + ( 0.0304P)2 + 2.0621P] where P = (Fo2 + 2Fc2)/3 |
4641 reflections | (Δ/σ)max = 0.001 |
370 parameters | Δρmax = 0.27 e Å−3 |
0 restraints | Δρmin = −0.22 e Å−3 |
Special details top
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell e.s.d.'s are taken
into account individually in the estimation of e.s.d.'s in distances, angles
and torsion angles; correlations between e.s.d.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s.
planes. |
Refinement. Refinement on F2 for ALL reflections except for 0 with very negative
F2 or flagged by the user for potential systematic errors. Weighted
R-factors wR and all goodnesses of fit S are based on
F2, conventional R-factors R are based on F,
with F set to zero for negative F2. The observed criterion of
F2 > σ(F2) is used only for calculating R_factor_obs
etc. and is not relevant to the choice of reflections for refinement.
R-factors based on F2 are statistically about twice as large
as those based on F, and R- factors based on ALL data will be
even larger. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
H7 | 0.4701 (17) | 1.510 (3) | 0.2646 (8) | 0.018 (5)* | |
H3 | 0.7081 (18) | 0.803 (3) | 0.2584 (8) | 0.019 (5)* | |
H5 | 0.7903 (18) | 1.306 (3) | 0.2565 (8) | 0.018 (5)* | |
H8 | 0.4223 (19) | 1.509 (3) | 0.1724 (8) | 0.023 (5)* | |
H4 | 0.6839 (18) | 0.795 (3) | 0.1677 (8) | 0.017 (5)* | |
H13 | 0.099 (2) | 0.898 (4) | −0.0815 (10) | 0.031 (6)* | |
H9 | 0.375 (2) | 0.817 (4) | −0.0797 (10) | 0.035 (7)* | |
H1 | 1.0412 (18) | 0.989 (3) | 0.2682 (8) | 0.019 (5)* | |
H14 | 0.020 (2) | 0.645 (4) | 0.0489 (10) | 0.044 (8)* | |
H12 | 0.202 (2) | 0.957 (4) | 0.0763 (11) | 0.040 (7)* | |
H6 | 0.7382 (18) | 1.303 (3) | 0.1656 (8) | 0.021 (5)* | |
H2 | 1.0186 (19) | 0.965 (3) | 0.1782 (9) | 0.028 (6)* | |
H15 | 0.174 (2) | 0.422 (4) | 0.0717 (12) | 0.049 (8)* | |
H16 | 0.468 (2) | 0.647 (4) | 0.0735 (10) | 0.032 (6)* | |
H10 | 0.296 (2) | 0.967 (4) | −0.0800 (10) | 0.039 (7)* | |
H11 | 0.250 (2) | 1.068 (4) | 0.0451 (10) | 0.041 (7)* | |
H17 | 0.043 (2) | 0.734 (4) | −0.0853 (11) | 0.045 (8)* | |
H19 | −0.061 (2) | 0.744 (4) | 0.0695 (11) | 0.041 (7)* | |
H23 | 0.343 (2) | 0.476 (4) | −0.0740 (11) | 0.046 (8)* | |
H22 | 0.357 (2) | 1.292 (4) | 0.0115 (12) | 0.045 (8)* | |
H18 | 0.124 (2) | 0.410 (4) | 0.0207 (11) | 0.046 (8)* | |
H21 | 0.419 (2) | 1.278 (4) | 0.0587 (12) | 0.047 (8)* | |
H24 | 0.252 (3) | 0.359 (5) | −0.0736 (12) | 0.051 (8)* | |
H20 | 0.416 (3) | 0.807 (5) | 0.0818 (12) | 0.056 (9)* | |
Na1 | 0.24765 (6) | 0.71033 (10) | −0.00353 (2) | 0.01625 (16) | |
Na2 | 0.5000 | 1.0000 | 0.0000 | 0.0172 (2) | |
Na3 | 0.0000 | 1.0000 | 0.0000 | 0.0157 (2) | |
O5W | 0.19567 (11) | 0.9866 (2) | 0.04590 (5) | 0.0181 (3) | |
O4W | 0.29264 (11) | 0.43647 (19) | −0.05386 (5) | 0.0185 (3) | |
O3W | 0.34576 (11) | 0.89615 (19) | −0.06110 (5) | 0.0169 (2) | |
O6W | 0.15303 (11) | 0.4899 (2) | 0.04362 (5) | 0.0200 (3) | |
O7W | 0.07673 (11) | 0.8150 (2) | −0.06294 (5) | 0.0181 (3) | |
O1W | −0.03901 (11) | 0.7195 (2) | 0.04237 (5) | 0.0198 (3) | |
O2W | 0.43063 (11) | 0.7428 (2) | 0.05731 (5) | 0.0194 (3) | |
O1B | 0.83407 (10) | 0.87430 (18) | 0.11094 (4) | 0.0176 (3) | |
O8W | 0.38121 (11) | 1.21836 (19) | 0.03549 (5) | 0.0186 (3) | |
O1A | 0.54894 (10) | 1.41048 (18) | 0.10715 (4) | 0.0173 (2) | |
O3B | 0.98409 (12) | 0.9544 (2) | 0.35413 (5) | 0.0271 (3) | |
O2A | 0.59212 (12) | 1.4668 (2) | 0.35012 (5) | 0.0279 (3) | |
O3A | 0.76001 (13) | 1.3487 (2) | 0.34580 (5) | 0.0322 (3) | |
O2B | 0.81027 (13) | 0.8438 (2) | 0.34857 (5) | 0.0319 (3) | |
N1A | 0.66347 (14) | 1.4087 (2) | 0.32434 (6) | 0.0215 (3) | |
N1B | 0.89076 (14) | 0.8981 (2) | 0.32782 (6) | 0.0208 (3) | |
C5B | 0.96872 (15) | 0.9451 (3) | 0.24792 (7) | 0.0189 (3) | |
C3B | 0.77041 (15) | 0.8380 (3) | 0.24199 (7) | 0.0183 (3) | |
C1B | 0.84845 (14) | 0.8792 (2) | 0.16231 (6) | 0.0153 (3) | |
C1A | 0.57470 (14) | 1.4068 (2) | 0.15859 (6) | 0.0156 (3) | |
C5A | 0.71320 (15) | 1.3422 (3) | 0.23911 (7) | 0.0180 (3) | |
C4B | 0.87655 (15) | 0.8945 (2) | 0.27161 (6) | 0.0169 (3) | |
C4A | 0.63332 (15) | 1.4079 (3) | 0.26817 (6) | 0.0170 (3) | |
C6B | 0.95508 (15) | 0.9358 (3) | 0.19399 (7) | 0.0184 (3) | |
C2B | 0.75680 (15) | 0.8322 (3) | 0.18805 (7) | 0.0176 (3) | |
C3A | 0.52398 (15) | 1.4717 (3) | 0.24375 (7) | 0.0180 (3) | |
C6A | 0.68449 (15) | 1.3429 (3) | 0.18527 (7) | 0.0173 (3) | |
C2A | 0.49498 (15) | 1.4695 (3) | 0.18965 (7) | 0.0175 (3) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Na1 | 0.0185 (3) | 0.0162 (3) | 0.0140 (3) | 0.0005 (3) | 0.0029 (2) | 0.0004 (3) |
Na2 | 0.0167 (4) | 0.0181 (5) | 0.0158 (4) | −0.0002 (4) | 0.0007 (3) | −0.0037 (4) |
Na3 | 0.0171 (4) | 0.0160 (5) | 0.0140 (4) | 0.0005 (4) | 0.0031 (3) | 0.0009 (4) |
O5W | 0.0192 (6) | 0.0209 (7) | 0.0131 (6) | −0.0012 (5) | 0.0005 (4) | 0.0001 (5) |
O4W | 0.0225 (6) | 0.0186 (6) | 0.0152 (6) | −0.0033 (5) | 0.0050 (5) | −0.0018 (5) |
O3W | 0.0188 (6) | 0.0180 (6) | 0.0132 (6) | 0.0017 (5) | 0.0008 (5) | −0.0010 (5) |
O6W | 0.0249 (6) | 0.0192 (6) | 0.0161 (6) | 0.0006 (5) | 0.0043 (5) | 0.0013 (5) |
O7W | 0.0217 (6) | 0.0182 (6) | 0.0142 (6) | −0.0020 (5) | 0.0028 (5) | −0.0010 (5) |
O1W | 0.0237 (7) | 0.0198 (7) | 0.0172 (6) | 0.0027 (5) | 0.0069 (5) | 0.0016 (5) |
O2W | 0.0231 (6) | 0.0190 (6) | 0.0154 (6) | 0.0042 (5) | 0.0018 (5) | 0.0008 (5) |
O1B | 0.0236 (6) | 0.0180 (6) | 0.0109 (5) | 0.0010 (5) | 0.0023 (4) | 0.0006 (5) |
O8W | 0.0210 (6) | 0.0175 (6) | 0.0158 (6) | −0.0004 (5) | −0.0001 (5) | −0.0010 (5) |
O1A | 0.0210 (6) | 0.0192 (6) | 0.0113 (5) | −0.0009 (5) | 0.0022 (4) | −0.0005 (5) |
O3B | 0.0346 (7) | 0.0282 (7) | 0.0150 (6) | −0.0003 (6) | −0.0037 (5) | 0.0001 (5) |
O2A | 0.0378 (8) | 0.0332 (8) | 0.0143 (6) | 0.0039 (6) | 0.0084 (5) | 0.0001 (6) |
O3A | 0.0346 (8) | 0.0428 (9) | 0.0159 (6) | 0.0082 (7) | −0.0036 (5) | −0.0005 (6) |
O2B | 0.0402 (8) | 0.0409 (9) | 0.0164 (6) | −0.0061 (7) | 0.0096 (6) | −0.0003 (6) |
N1A | 0.0298 (8) | 0.0204 (8) | 0.0135 (7) | −0.0012 (6) | 0.0023 (6) | 0.0008 (6) |
N1B | 0.0312 (8) | 0.0179 (7) | 0.0126 (7) | 0.0024 (6) | 0.0021 (6) | 0.0005 (6) |
C5B | 0.0205 (8) | 0.0186 (8) | 0.0157 (8) | 0.0006 (7) | −0.0015 (6) | −0.0005 (7) |
C3B | 0.0223 (8) | 0.0157 (8) | 0.0175 (8) | −0.0009 (7) | 0.0055 (6) | 0.0016 (6) |
C1B | 0.0215 (8) | 0.0111 (7) | 0.0124 (7) | 0.0021 (6) | 0.0013 (6) | 0.0007 (6) |
C1A | 0.0203 (8) | 0.0122 (8) | 0.0137 (7) | −0.0025 (6) | 0.0020 (6) | −0.0001 (6) |
C5A | 0.0205 (8) | 0.0152 (8) | 0.0169 (8) | 0.0012 (6) | 0.0003 (6) | 0.0008 (6) |
C4B | 0.0252 (8) | 0.0138 (8) | 0.0110 (7) | 0.0022 (6) | 0.0013 (6) | 0.0008 (6) |
C4A | 0.0240 (8) | 0.0152 (8) | 0.0114 (7) | −0.0018 (6) | 0.0023 (6) | 0.0006 (6) |
C6B | 0.0192 (8) | 0.0206 (9) | 0.0159 (8) | −0.0001 (7) | 0.0042 (6) | 0.0015 (7) |
C2B | 0.0196 (8) | 0.0159 (8) | 0.0158 (8) | −0.0026 (6) | 0.0001 (6) | −0.0007 (6) |
C3A | 0.0225 (8) | 0.0162 (8) | 0.0164 (8) | −0.0012 (7) | 0.0065 (6) | 0.0005 (6) |
C6A | 0.0193 (8) | 0.0167 (8) | 0.0159 (8) | 0.0012 (6) | 0.0035 (6) | −0.0009 (6) |
C2A | 0.0186 (8) | 0.0171 (8) | 0.0163 (8) | 0.0013 (6) | 0.0023 (6) | 0.0005 (6) |
Geometric parameters (Å, º) top
Na1—O6W | 2.361 (2) | O8W—H22 | 0.81 (3) |
Na1—O4W | 2.4080 (17) | O8W—H21 | 0.79 (3) |
Na1—O3W | 2.424 (3) | O1A—C1A | 1.311 (2) |
Na1—O5W | 2.4355 (17) | O3B—N1B | 1.244 (3) |
Na1—Na3 | 3.5606 (9) | O2A—N1A | 1.240 (2) |
Na1—Na2 | 3.5778 (9) | O3A—N1A | 1.242 (3) |
Na1—H18 | 2.67 (3) | O2B—N1B | 1.239 (2) |
Na2—O8Wi | 2.361 (2) | N1A—C4A | 1.432 (2) |
Na2—O2Wi | 2.5450 (19) | N1B—C4B | 1.436 (2) |
Na2—Na1i | 3.5778 (9) | C5B—C6B | 1.379 (2) |
Na2—H9 | 2.62 (3) | C5B—C4B | 1.395 (3) |
Na3—O1Wii | 2.3096 (15) | C5B—H1 | 0.97 (2) |
Na3—O7Wii | 2.383 (2) | C3B—C2B | 1.378 (2) |
Na3—Na1ii | 3.5606 (9) | C3B—C4B | 1.397 (3) |
O5W—H12 | 0.80 (3) | C3B—H3 | 0.95 (2) |
O5W—H11 | 0.86 (3) | C1B—C2B | 1.416 (3) |
O4W—H23 | 0.91 (3) | C1B—C6B | 1.423 (3) |
O4W—H24 | 0.83 (3) | C1A—C2A | 1.420 (3) |
O3W—H9 | 0.84 (3) | C1A—C6A | 1.421 (3) |
O3W—H10 | 0.85 (3) | C5A—C6A | 1.373 (3) |
O6W—H15 | 0.86 (3) | C5A—C4A | 1.393 (3) |
O6W—H18 | 0.83 (3) | C5A—H5 | 0.97 (2) |
O7W—H13 | 0.82 (3) | C4A—C3A | 1.399 (3) |
O7W—H17 | 0.84 (3) | C6B—H2 | 0.94 (2) |
O1W—H14 | 0.86 (3) | C2B—H4 | 0.96 (2) |
O1W—H19 | 0.81 (3) | C3A—C2A | 1.380 (3) |
O2W—H16 | 0.86 (3) | C3A—H7 | 0.95 (2) |
O2W—H20 | 0.82 (3) | C6A—H6 | 0.93 (2) |
O1B—C1B | 1.311 (2) | C2A—H8 | 0.93 (2) |
| | | |
O7W—Na1—H18 | 87.2 (6) | H15—O6W—H18 | 105 (3) |
O4W—Na1—H18 | 73.2 (6) | Na3—O7W—H13 | 103.5 (17) |
O3W—Na1—H18 | 154.1 (6) | Na1—O7W—H13 | 105.1 (17) |
O2W—Na1—H18 | 112.1 (6) | Na3—O7W—H17 | 129.2 (18) |
O5W—Na1—H18 | 105.9 (6) | Na1—O7W—H17 | 117.9 (19) |
Na3—Na1—H18 | 86.4 (6) | H13—O7W—H17 | 103 (2) |
Na2—Na1—H18 | 156.2 (6) | Na3—O1W—H14 | 111.0 (18) |
O3W—Na2—O3Wi | 180.00 (5) | Na3—O1W—H19 | 112 (2) |
O3Wi—Na2—O8Wi | 90.69 (5) | H14—O1W—H19 | 110 (3) |
O3Wi—Na2—O8W | 89.31 (5) | Na1—O2W—H16 | 124.1 (16) |
O8Wi—Na2—O8W | 180.00 (7) | Na2—O2W—H16 | 128.5 (16) |
O8Wi—Na2—O2Wi | 86.03 (9) | Na1—O2W—H20 | 105 (2) |
O8W—Na2—O2Wi | 93.97 (9) | Na2—O2W—H20 | 103 (2) |
O3Wi—Na2—O2W | 96.67 (7) | H16—O2W—H20 | 102 (3) |
O8Wi—Na2—O2W | 93.97 (9) | Na2—O8W—H22 | 104 (2) |
O8W—Na2—O2W | 86.03 (9) | Na2—O8W—H21 | 109 (2) |
O2Wi—Na2—O2W | 180.00 (4) | H22—O8W—H21 | 109 (3) |
O2W—Na2—Na1i | 137.14 (9) | O2A—N1A—O3A | 121.93 (15) |
O8Wi—Na2—Na1 | 101.15 (6) | O2A—N1A—C4A | 119.15 (18) |
O2Wi—Na2—Na1 | 137.14 (9) | O3A—N1A—C4A | 118.9 (2) |
Na1i—Na2—Na1 | 180.0 | O2B—N1B—O3B | 122.15 (15) |
O3Wi—Na2—H9 | 161.8 (6) | O2B—N1B—C4B | 119.06 (19) |
O8Wi—Na2—H9 | 71.1 (6) | O3B—N1B—C4B | 118.8 (2) |
O8W—Na2—H9 | 108.9 (6) | C6B—C5B—C4B | 119.1 (2) |
O2Wi—Na2—H9 | 93.9 (6) | C6B—C5B—H1 | 119.2 (12) |
O2W—Na2—H9 | 86.1 (6) | C4B—C5B—H1 | 121.8 (12) |
Na1i—Na2—H9 | 129.0 (6) | C2B—C3B—C4B | 119.0 (2) |
Na1—Na2—H9 | 51.0 (6) | C2B—C3B—H3 | 119.8 (13) |
O1Wii—Na3—O1W | 180.00 (6) | C4B—C3B—H3 | 121.2 (13) |
O1Wii—Na3—O7W | 88.98 (7) | O1B—C1B—C2B | 120.74 (19) |
O1Wii—Na3—O7Wii | 91.02 (7) | O1B—C1B—C6B | 121.5 (2) |
O1W—Na3—O7Wii | 88.98 (7) | C2B—C1B—C6B | 117.75 (15) |
O7W—Na3—O7Wii | 180.00 (7) | O1A—C1A—C2A | 121.40 (18) |
O1Wii—Na3—O5W | 90.34 (8) | O1A—C1A—C6A | 121.0 (2) |
O7W—Na3—O5W | 81.98 (10) | C2A—C1A—C6A | 117.59 (15) |
O7Wii—Na3—O5W | 98.02 (10) | C6A—C5A—C4A | 119.20 (18) |
O1Wii—Na3—O5Wii | 89.66 (8) | C6A—C5A—H5 | 120.0 (12) |
O1W—Na3—O5Wii | 90.34 (8) | C4A—C5A—H5 | 120.6 (12) |
O7W—Na3—O5Wii | 98.02 (10) | C5B—C4B—C3B | 121.64 (15) |
O7Wii—Na3—O5Wii | 81.98 (10) | C5B—C4B—N1B | 119.57 (19) |
O5W—Na3—O5Wii | 180.00 (7) | C3B—C4B—N1B | 118.8 (2) |
O1Wii—Na3—Na1 | 102.34 (8) | C5A—C4A—C3A | 121.50 (16) |
O1Wii—Na3—Na1ii | 77.66 (8) | C5A—C4A—N1A | 119.27 (18) |
O1W—Na3—Na1ii | 102.34 (8) | C3A—C4A—N1A | 119.2 (2) |
Na1—Na3—Na1ii | 180.0 | C5B—C6B—C1B | 121.2 (2) |
Na3—O5W—H12 | 113.7 (18) | C5B—C6B—H2 | 118.8 (14) |
Na1—O5W—H12 | 109 (2) | C1B—C6B—H2 | 120.0 (14) |
Na3—O5W—H11 | 128.7 (18) | C3B—C2B—C1B | 121.40 (19) |
Na1—O5W—H11 | 103.0 (18) | C3B—C2B—H4 | 119.0 (12) |
H12—O5W—H11 | 105 (2) | C1B—C2B—H4 | 119.6 (12) |
Na1—O4W—H23 | 108.4 (18) | C2A—C3A—C4A | 119.1 (2) |
Na1—O4W—H24 | 133 (2) | C2A—C3A—H7 | 121.3 (12) |
H23—O4W—H24 | 102 (3) | C4A—C3A—H7 | 119.5 (12) |
Na2—O3W—H9 | 103.5 (17) | C5A—C6A—C1A | 121.5 (2) |
Na1—O3W—H9 | 108.2 (17) | C5A—C6A—H6 | 119.7 (13) |
Na2—O3W—H10 | 126.8 (18) | C1A—C6A—H6 | 118.8 (13) |
Na1—O3W—H10 | 107.1 (17) | C3A—C2A—C1A | 121.15 (18) |
H9—O3W—H10 | 111 (2) | C3A—C2A—H8 | 120.9 (13) |
Na1—O6W—H15 | 134.4 (19) | C1A—C2A—H8 | 118.0 (13) |
Na1—O6W—H18 | 102.9 (19) | | |
| | | |
C6B—C5B—C4B—C3B | −1.1 (3) | C4B—C5B—C6B—C1B | 1.2 (3) |
C6B—C5B—C4B—N1B | 178.18 (16) | O1B—C1B—C6B—C5B | 178.43 (16) |
C2B—C3B—C4B—C5B | 0.0 (3) | C2B—C1B—C6B—C5B | −0.2 (3) |
C2B—C3B—C4B—N1B | −179.28 (16) | C4B—C3B—C2B—C1B | 1.0 (3) |
O2B—N1B—C4B—C5B | −176.49 (17) | O1B—C1B—C2B—C3B | −179.56 (16) |
O3B—N1B—C4B—C5B | 3.0 (2) | C6B—C1B—C2B—C3B | −0.9 (3) |
O2B—N1B—C4B—C3B | 2.8 (2) | C5A—C4A—C3A—C2A | −0.1 (3) |
O3B—N1B—C4B—C3B | −177.71 (16) | N1A—C4A—C3A—C2A | −179.59 (16) |
C6A—C5A—C4A—C3A | 1.0 (3) | C4A—C5A—C6A—C1A | −0.8 (3) |
C6A—C5A—C4A—N1A | −179.49 (16) | O1A—C1A—C6A—C5A | 178.65 (16) |
O2A—N1A—C4A—C5A | −179.82 (16) | C2A—C1A—C6A—C5A | −0.3 (3) |
O3A—N1A—C4A—C5A | −0.7 (3) | C4A—C3A—C2A—C1A | −1.0 (3) |
O2A—N1A—C4A—C3A | −0.3 (3) | O1A—C1A—C2A—C3A | −177.71 (16) |
O3A—N1A—C4A—C3A | 178.78 (17) | C6A—C1A—C2A—C3A | 1.2 (3) |
Symmetry codes: (i) −x+1, −y+2, −z; (ii) −x, −y+2, −z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O3W—H9···O1Ai | 0.84 (3) | 2.00 (3) | 2.828 (2) | 166 (3) |
O3W—H10···O1Bi | 0.85 (3) | 1.93 (3) | 2.765 (2) | 168 (2) |
O5W—H11···O8W | 0.86 (3) | 1.92 (3) | 2.769 (2) | 170 (3) |
O5W—H12···O3Aiii | 0.80 (3) | 2.12 (3) | 2.916 (2) | 171 (3) |
O7W—H13···O1Bi | 0.82 (3) | 1.97 (3) | 2.781 (2) | 167 (2) |
O1W—H14···O6W | 0.86 (3) | 1.93 (3) | 2.763 (2) | 164 (2) |
O6W—H15···O2Biii | 0.86 (3) | 2.11 (3) | 2.924 (2) | 158 (3) |
O2W—H16···O1Aiv | 0.86 (3) | 2.00 (3) | 2.857 (2) | 176 (3) |
O7W—H17···O3Bv | 0.85 (3) | 2.05 (3) | 2.891 (2) | 170 (2) |
O6W—H18···O1Wvi | 0.83 (3) | 1.96 (3) | 2.778 (2) | 166 (3) |
O1W—H19···O1Bvii | 0.81 (3) | 2.01 (3) | 2.753 (2) | 153 (3) |
O2W—H20···O2Aiii | 0.82 (3) | 2.10 (3) | 2.908 (2) | 170 (3) |
O8W—H21···O1A | 0.79 (3) | 2.01 (3) | 2.781 (2) | 164 (3) |
O8W—H22···O4Wviii | 0.81 (3) | 1.99 (3) | 2.791 (2) | 171 (3) |
O4W—H23···O1Ai | 0.91 (3) | 1.85 (3) | 2.744 (2) | 171 (2) |
O4W—H24···O1Bix | 0.83 (3) | 2.04 (3) | 2.856 (2) | 168 (3) |
Symmetry codes: (i) −x+1, −y+2, −z; (iii) −x+1, y−1/2, −z+1/2; (iv) x, y−1, z; (v) x−1, −y+3/2, z−1/2; (vi) −x, −y+1, −z; (vii) x−1, y, z; (viii) x, y+1, z; (ix) −x+1, −y+1, −z. |