In the title compound, [Cu2(SO4)2(C20H36N8)(H2O)2]·6H2O, the dinuclear molecule lies across an inversion centre and contains square-pyramidal CuII ions separated by 7.5709 (18) Å. Symmetry-related molecules are linked together by hydrogen bonds between the coordinated water molecules and the sulfate ligands. They are further linked by a framework of fused cyclic water tetrameric and pseudo-hexagonal units in a three-dimensional hydrogen-bonded network involving both coordinated and uncoordinated water molecules, as well as sulfate ligands. While the tetrameric units are purely composed of water molecules, the pseudo-hexagonal units involve O atoms from the sulfate. Further hydrogen bonding also involves the NH group from the imidazole in addition to the above-mentioned units.
Supporting information
CCDC reference: 270562
Key indicators
- Single-crystal X-ray study
- T = 298 K
- Mean (C-C) = 0.006 Å
- R factor = 0.061
- wR factor = 0.148
- Data-to-parameter ratio = 20.3
checkCIF/PLATON results
No syntax errors found
Alert level B
PLAT480_ALERT_4_B Long H...A H-Bond Reported H4W .. O5 .. 2.98 Ang.
PLAT480_ALERT_4_B Long H...A H-Bond Reported H2O .. O3W .. 3.00 Ang.
Alert level C
PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 3.09 Ratio
PLAT222_ALERT_3_C Large Non-Solvent H Ueq(max)/Ueq(min) ... 3.42 Ratio
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for S1
PLAT480_ALERT_4_C Long H...A H-Bond Reported H1O .. O2 .. 2.80 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H2W .. S1 .. 2.98 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H2W .. O3 .. 2.95 Ang.
PLAT481_ALERT_4_C Long D...A H-Bond Reported O2W .. O5 .. 3.57 Ang.
0 ALERT level A = In general: serious problem
2 ALERT level B = Potentially serious problem
7 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
2 ALERT type 2 Indicator that the structure model may be wrong or deficient
1 ALERT type 3 Indicator that the structure quality may be low
6 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: XSCANS (Siemens, 1996); cell refinement: XSCANS; data reduction: XSCANS; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).
µ-[2,8-Dimethyl-5,11-bis(dimethylethyleneamine)-1,4,5,6,7,10,11,12-
octahydroimidazo[4,5-
h]imidazo[4,5-
c][1,6]diazecine]bis[aquasulfatocopper(II)] hexahydrate
top
Crystal data top
[Cu2(SO4)2(C20H36N8)(H2O)2]·6H2O | Z = 1 |
Mr = 851.9 | F(000) = 446 |
Triclinic, P1 | Dx = 1.643 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 6.902 (2) Å | Cell parameters from 51 reflections |
b = 9.036 (2) Å | θ = 5.0–22.6° |
c = 15.164 (4) Å | µ = 1.44 mm−1 |
α = 103.60 (1)° | T = 298 K |
β = 93.36 (1)° | Prism, green |
γ = 108.75 (1)° | 0.25 × 0.1 × 0.1 mm |
V = 861.1 (4) Å3 | |
Data collection top
Siemens P4 diffractometer | θmax = 30°, θmin = 1.4° |
Graphite monochromator | h = −1→9 |
2θ/ω scans | k = −12→11 |
6105 measured reflections | l = −21→21 |
4960 independent reflections | 3 standard reflections every 97 reflections |
2931 reflections with I > 2σ(I) | intensity decay: 6.3% |
Rint = 0.050 | |
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)] = 0.061 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.148 | H atoms treated by a mixture of independent and constrained refinement |
S = 0.98 | w = 1/[σ2(Fo2) + (0.0626P)2] where P = (Fo2 + 2Fc2)/3 |
4960 reflections | (Δ/σ)max < 0.001 |
244 parameters | Δρmax = 0.66 e Å−3 |
12 restraints | Δρmin = −0.57 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 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 (Å2) top | x | y | z | Uiso*/Ueq | |
Cu1 | 0.91530 (9) | 0.78851 (6) | 0.70690 (4) | 0.01848 (15) | |
C2 | 0.7129 (7) | 0.7272 (5) | 0.5026 (3) | 0.0222 (9) | |
C4 | 0.7944 (6) | 0.5371 (5) | 0.5427 (3) | 0.0176 (8) | |
C5 | 0.7452 (7) | 0.4852 (5) | 0.4500 (3) | 0.0205 (9) | |
C6 | 0.8753 (7) | 0.4720 (5) | 0.6138 (3) | 0.0199 (9) | |
H6A | 0.7697 | 0.4345 | 0.6509 | 0.024* | |
H6B | 0.9183 | 0.3823 | 0.5849 | 0.024* | |
C8 | 1.1243 (7) | 0.5762 (5) | 0.7575 (3) | 0.0237 (9) | |
H8A | 1.2689 | 0.6406 | 0.7792 | 0.028* | |
H8B | 1.1097 | 0.4625 | 0.7451 | 0.028* | |
C9 | 0.9963 (9) | 0.6158 (6) | 0.8295 (3) | 0.0320 (11) | |
H9A | 0.8586 | 0.5346 | 0.8141 | 0.038* | |
H9B | 1.0574 | 0.6126 | 0.888 | 0.038* | |
C12 | 1.1806 (10) | 0.9094 (7) | 0.8826 (4) | 0.0501 (16) | |
H12A | 1.1668 | 1.0136 | 0.8885 | 0.075* | |
H12B | 1.2868 | 0.8998 | 0.8459 | 0.075* | |
H12C | 1.2169 | 0.8988 | 0.9424 | 0.075* | |
C11 | 0.8161 (12) | 0.7931 (8) | 0.8953 (4) | 0.0546 (18) | |
H11A | 0.8504 | 0.778 | 0.954 | 0.082* | |
H11B | 0.6865 | 0.7116 | 0.8652 | 0.082* | |
H11C | 0.8052 | 0.8986 | 0.9035 | 0.082* | |
C13 | 0.6654 (9) | 0.8767 (6) | 0.5040 (3) | 0.0325 (11) | |
H13A | 0.6037 | 0.9053 | 0.5576 | 0.049* | |
H13B | 0.571 | 0.8578 | 0.4501 | 0.049* | |
H13C | 0.7908 | 0.9637 | 0.5052 | 0.049* | |
C14 | 1.2291 (7) | 0.6565 (5) | 0.6157 (3) | 0.0216 (9) | |
H14A | 1.2027 | 0.728 | 0.5815 | 0.026* | |
H14B | 1.3577 | 0.7165 | 0.6571 | 0.026* | |
N1 | 0.6929 (6) | 0.6092 (4) | 0.4261 (2) | 0.0231 (8) | |
H1 | 0.6541 | 0.6099 | 0.3713 | 0.028* | |
N3 | 0.7759 (6) | 0.6867 (4) | 0.5751 (2) | 0.0219 (8) | |
N7 | 1.0562 (5) | 0.6110 (4) | 0.6716 (2) | 0.0177 (7) | |
N10 | 0.9812 (7) | 0.7795 (5) | 0.8380 (3) | 0.0312 (9) | |
O1 | 1.1668 (6) | 0.9836 (4) | 0.6799 (3) | 0.0367 (9) | |
O2 | 0.7332 (5) | 0.9176 (4) | 0.7371 (2) | 0.0270 (7) | |
O1W | 0.2731 (6) | 0.3758 (5) | 0.8992 (3) | 0.0409 (9) | |
O3 | 0.9299 (6) | 1.1708 (4) | 0.7052 (3) | 0.0446 (10) | |
O2W | 0.6273 (8) | 0.3235 (7) | 0.9753 (3) | 0.0656 (15) | |
O4 | 0.8566 (7) | 1.1692 (5) | 0.8585 (3) | 0.0505 (11) | |
O3W | 0.4710 (6) | 0.3846 (4) | 0.7449 (2) | 0.0316 (8) | |
O5 | 0.5820 (6) | 1.1208 (5) | 0.7389 (4) | 0.0580 (13) | |
S1 | 0.77740 (19) | 1.09736 (14) | 0.76037 (9) | 0.0297 (3) | |
H1O | 1.121 (7) | 1.061 (6) | 0.689 (4) | 0.045* | |
H2O | 1.286 (6) | 1.024 (6) | 0.712 (4) | 0.045* | |
H1W | 0.284 (9) | 0.449 (5) | 0.941 (3) | 0.045* | |
H2W | 0.152 (4) | 0.315 (6) | 0.894 (4) | 0.045* | |
H5W | 0.409 (8) | 0.393 (7) | 0.792 (3) | 0.045* | |
H6W | 0.522 (8) | 0.315 (6) | 0.748 (4) | 0.045* | |
H3W | 0.521 (7) | 0.321 (7) | 0.945 (4) | 0.045* | |
H4W | 0.690 (7) | 0.282 (7) | 0.939 (4) | 0.045* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Cu1 | 0.0230 (3) | 0.0169 (3) | 0.0167 (3) | 0.0102 (2) | 0.0025 (2) | 0.00214 (19) |
C2 | 0.020 (2) | 0.023 (2) | 0.025 (2) | 0.0096 (18) | 0.0033 (18) | 0.0063 (18) |
C4 | 0.0157 (19) | 0.0145 (19) | 0.022 (2) | 0.0058 (16) | 0.0041 (16) | 0.0016 (16) |
C5 | 0.019 (2) | 0.021 (2) | 0.021 (2) | 0.0073 (17) | 0.0022 (17) | 0.0043 (17) |
C6 | 0.021 (2) | 0.018 (2) | 0.020 (2) | 0.0057 (17) | 0.0039 (17) | 0.0040 (16) |
C8 | 0.032 (3) | 0.025 (2) | 0.019 (2) | 0.017 (2) | 0.0000 (19) | 0.0062 (17) |
C9 | 0.045 (3) | 0.033 (3) | 0.023 (2) | 0.020 (2) | 0.006 (2) | 0.008 (2) |
C12 | 0.066 (4) | 0.043 (3) | 0.030 (3) | 0.014 (3) | −0.019 (3) | 0.002 (2) |
C11 | 0.090 (5) | 0.068 (4) | 0.034 (3) | 0.056 (4) | 0.031 (3) | 0.021 (3) |
C13 | 0.048 (3) | 0.031 (3) | 0.027 (2) | 0.025 (2) | 0.003 (2) | 0.010 (2) |
C14 | 0.018 (2) | 0.021 (2) | 0.022 (2) | 0.0062 (17) | 0.0032 (17) | −0.0002 (17) |
N1 | 0.026 (2) | 0.028 (2) | 0.0169 (18) | 0.0138 (17) | 0.0015 (15) | 0.0035 (15) |
N3 | 0.027 (2) | 0.0219 (18) | 0.0185 (18) | 0.0135 (16) | 0.0046 (15) | 0.0016 (14) |
N7 | 0.0215 (18) | 0.0153 (17) | 0.0158 (17) | 0.0082 (14) | 0.0013 (14) | 0.0009 (13) |
N10 | 0.050 (3) | 0.027 (2) | 0.0204 (19) | 0.021 (2) | 0.0025 (19) | 0.0022 (16) |
O1 | 0.0298 (19) | 0.0247 (18) | 0.056 (3) | 0.0089 (16) | 0.0089 (18) | 0.0117 (17) |
O2 | 0.0306 (18) | 0.0176 (15) | 0.0333 (18) | 0.0117 (14) | 0.0064 (15) | 0.0024 (13) |
O1W | 0.039 (2) | 0.047 (2) | 0.036 (2) | 0.0183 (19) | 0.0045 (18) | 0.0046 (18) |
O3 | 0.048 (2) | 0.0287 (19) | 0.062 (3) | 0.0153 (18) | 0.013 (2) | 0.0175 (18) |
O2W | 0.072 (3) | 0.082 (4) | 0.045 (3) | 0.054 (3) | −0.011 (2) | −0.014 (2) |
O4 | 0.054 (3) | 0.039 (2) | 0.044 (2) | 0.014 (2) | −0.003 (2) | −0.0125 (18) |
O3W | 0.038 (2) | 0.039 (2) | 0.0279 (18) | 0.0230 (17) | 0.0049 (15) | 0.0135 (16) |
O5 | 0.033 (2) | 0.032 (2) | 0.110 (4) | 0.0215 (18) | −0.008 (2) | 0.009 (2) |
S1 | 0.0252 (6) | 0.0201 (6) | 0.0416 (7) | 0.0133 (5) | −0.0018 (5) | −0.0020 (5) |
Geometric parameters (Å, º) top
Cu1—O2 | 1.977 (3) | C12—H12C | 0.96 |
Cu1—N3 | 2.027 (4) | C11—N10 | 1.491 (7) |
Cu1—N10 | 2.039 (4) | C11—H11A | 0.96 |
Cu1—N7 | 2.113 (3) | C11—H11B | 0.96 |
Cu1—O1 | 2.179 (4) | C11—H11C | 0.96 |
C2—N3 | 1.329 (6) | C13—H13A | 0.96 |
C2—N1 | 1.343 (5) | C13—H13B | 0.96 |
C2—C13 | 1.485 (6) | C13—H13C | 0.96 |
C4—C5 | 1.358 (6) | C14—C5i | 1.493 (6) |
C4—N3 | 1.375 (5) | C14—N7 | 1.511 (6) |
C4—C6 | 1.503 (6) | C14—H14A | 0.97 |
C5—N1 | 1.396 (6) | C14—H14B | 0.97 |
C5—C14i | 1.493 (6) | N1—H1 | 0.86 |
C6—N7 | 1.501 (5) | O1—H1O | 0.84 (4) |
C6—H6A | 0.97 | O1—H2O | 0.85 (4) |
C6—H6B | 0.97 | O2—S1 | 1.502 (3) |
C8—N7 | 1.494 (5) | O1W—H1W | 0.78 (4) |
C8—C9 | 1.494 (6) | O1W—H2W | 0.83 (2) |
C8—H8A | 0.97 | O3—S1 | 1.471 (4) |
C8—H8B | 0.97 | O2W—H3W | 0.83 (4) |
C9—N10 | 1.493 (6) | O2W—H4W | 0.81 (4) |
C9—H9A | 0.97 | O4—S1 | 1.469 (4) |
C9—H9B | 0.97 | O3W—H5W | 0.85 (4) |
C12—N10 | 1.486 (7) | O3W—H6W | 0.82 (4) |
C12—H12A | 0.96 | O5—S1 | 1.461 (4) |
C12—H12B | 0.96 | | |
| | | |
O2—Cu1—N3 | 93.79 (14) | N10—C11—H11C | 109.5 |
O2—Cu1—N10 | 95.13 (15) | H11A—C11—H11C | 109.5 |
N3—Cu1—N10 | 152.59 (17) | H11B—C11—H11C | 109.5 |
O2—Cu1—N7 | 168.72 (13) | C2—C13—H13A | 109.5 |
N3—Cu1—N7 | 81.75 (14) | C2—C13—H13B | 109.5 |
N10—Cu1—N7 | 84.53 (15) | H13A—C13—H13B | 109.5 |
O2—Cu1—O1 | 95.41 (14) | C2—C13—H13C | 109.5 |
N3—Cu1—O1 | 96.43 (15) | H13A—C13—H13C | 109.5 |
N10—Cu1—O1 | 108.43 (17) | H13B—C13—H13C | 109.5 |
N7—Cu1—O1 | 95.38 (14) | C5i—C14—N7 | 113.9 (4) |
N3—C2—N1 | 109.5 (4) | C5i—C14—H14A | 108.8 |
N3—C2—C13 | 126.2 (4) | N7—C14—H14A | 108.8 |
N1—C2—C13 | 124.2 (4) | C5i—C14—H14B | 108.8 |
C5—C4—N3 | 110.4 (4) | N7—C14—H14B | 108.8 |
C5—C4—C6 | 134.0 (4) | H14A—C14—H14B | 107.7 |
N3—C4—C6 | 115.4 (3) | C2—N1—C5 | 109.0 (4) |
C4—C5—N1 | 104.3 (4) | C2—N1—H1 | 125.5 |
C4—C5—C14i | 129.4 (4) | C5—N1—H1 | 125.5 |
N1—C5—C14i | 125.7 (4) | C2—N3—C4 | 106.7 (3) |
N7—C6—C4 | 105.7 (3) | C2—N3—Cu1 | 140.7 (3) |
N7—C6—H6A | 110.6 | C4—N3—Cu1 | 110.3 (3) |
C4—C6—H6A | 110.6 | C8—N7—C6 | 111.8 (3) |
N7—C6—H6B | 110.6 | C8—N7—C14 | 112.8 (3) |
C4—C6—H6B | 110.6 | C6—N7—C14 | 110.2 (3) |
H6A—C6—H6B | 108.7 | C8—N7—Cu1 | 108.4 (2) |
N7—C8—C9 | 109.9 (4) | C6—N7—Cu1 | 99.8 (2) |
N7—C8—H8A | 109.7 | C14—N7—Cu1 | 113.2 (3) |
C9—C8—H8A | 109.7 | C12—N10—C11 | 109.6 (5) |
N7—C8—H8B | 109.7 | C12—N10—C9 | 110.8 (4) |
C9—C8—H8B | 109.7 | C11—N10—C9 | 107.4 (4) |
H8A—C8—H8B | 108.2 | C12—N10—Cu1 | 109.8 (3) |
N10—C9—C8 | 111.5 (4) | C11—N10—Cu1 | 113.7 (3) |
N10—C9—H9A | 109.3 | C9—N10—Cu1 | 105.5 (3) |
C8—C9—H9A | 109.3 | Cu1—O1—H1O | 103 (4) |
N10—C9—H9B | 109.3 | Cu1—O1—H2O | 123 (4) |
C8—C9—H9B | 109.3 | H1O—O1—H2O | 104 (4) |
H9A—C9—H9B | 108 | S1—O2—Cu1 | 131.3 (2) |
N10—C12—H12A | 109.5 | H1W—O1W—H2W | 104 (5) |
N10—C12—H12B | 109.5 | H3W—O2W—H4W | 107 (4) |
H12A—C12—H12B | 109.5 | H5W—O3W—H6W | 104 (4) |
N10—C12—H12C | 109.5 | O5—S1—O4 | 110.0 (3) |
H12A—C12—H12C | 109.5 | O5—S1—O3 | 110.3 (3) |
H12B—C12—H12C | 109.5 | O4—S1—O3 | 110.2 (3) |
N10—C11—H11A | 109.5 | O5—S1—O2 | 107.0 (2) |
N10—C11—H11B | 109.5 | O4—S1—O2 | 109.5 (2) |
H11A—C11—H11B | 109.5 | O3—S1—O2 | 109.8 (2) |
| | | |
N3—C4—C5—N1 | −0.6 (5) | C5i—C14—N7—Cu1 | −149.0 (3) |
C6—C4—C5—N1 | −176.0 (4) | O2—Cu1—N7—C8 | −88.7 (7) |
N3—C4—C5—C14i | 170.4 (4) | N3—Cu1—N7—C8 | −156.1 (3) |
C6—C4—C5—C14i | −4.9 (8) | N10—Cu1—N7—C8 | 0.1 (3) |
C5—C4—C6—N7 | 129.9 (5) | O1—Cu1—N7—C8 | 108.2 (3) |
N3—C4—C6—N7 | −45.2 (5) | O2—Cu1—N7—C6 | 28.3 (8) |
N7—C8—C9—N10 | −48.3 (5) | N3—Cu1—N7—C6 | −39.1 (2) |
N3—C2—N1—C5 | 0.1 (5) | N10—Cu1—N7—C6 | 117.1 (3) |
C13—C2—N1—C5 | −178.4 (4) | O1—Cu1—N7—C6 | −134.8 (2) |
C4—C5—N1—C2 | 0.3 (5) | O2—Cu1—N7—C14 | 145.4 (6) |
C14i—C5—N1—C2 | −171.2 (4) | N3—Cu1—N7—C14 | 78.0 (3) |
N1—C2—N3—C4 | −0.4 (5) | N10—Cu1—N7—C14 | −125.8 (3) |
C13—C2—N3—C4 | 178.0 (4) | O1—Cu1—N7—C14 | −17.7 (3) |
N1—C2—N3—Cu1 | 159.5 (4) | C8—C9—N10—C12 | −72.4 (5) |
C13—C2—N3—Cu1 | −22.1 (8) | C8—C9—N10—C11 | 167.8 (4) |
C5—C4—N3—C2 | 0.7 (5) | C8—C9—N10—Cu1 | 46.3 (5) |
C6—C4—N3—C2 | 177.0 (4) | O2—Cu1—N10—C12 | −96.3 (4) |
C5—C4—N3—Cu1 | −165.9 (3) | N3—Cu1—N10—C12 | 155.2 (4) |
C6—C4—N3—Cu1 | 10.4 (4) | N7—Cu1—N10—C12 | 95.0 (4) |
O2—Cu1—N3—C2 | 48.2 (5) | O1—Cu1—N10—C12 | 1.2 (4) |
N10—Cu1—N3—C2 | 157.0 (5) | O2—Cu1—N10—C11 | 26.9 (4) |
N7—Cu1—N3—C2 | −142.2 (5) | N3—Cu1—N10—C11 | −81.6 (5) |
O1—Cu1—N3—C2 | −47.7 (5) | N7—Cu1—N10—C11 | −141.8 (4) |
O2—Cu1—N3—C4 | −152.4 (3) | O1—Cu1—N10—C11 | 124.3 (4) |
N10—Cu1—N3—C4 | −43.5 (5) | O2—Cu1—N10—C9 | 144.3 (3) |
N7—Cu1—N3—C4 | 17.2 (3) | N3—Cu1—N10—C9 | 35.8 (5) |
O1—Cu1—N3—C4 | 111.8 (3) | N7—Cu1—N10—C9 | −24.4 (3) |
C9—C8—N7—C6 | −84.2 (4) | O1—Cu1—N10—C9 | −118.3 (3) |
C9—C8—N7—C14 | 151.0 (4) | N3—Cu1—O2—S1 | −112.5 (3) |
C9—C8—N7—Cu1 | 24.8 (4) | N10—Cu1—O2—S1 | 93.5 (3) |
C4—C6—N7—C8 | 167.4 (3) | N7—Cu1—O2—S1 | −178.8 (6) |
C4—C6—N7—C14 | −66.4 (4) | O1—Cu1—O2—S1 | −15.7 (3) |
C4—C6—N7—Cu1 | 52.9 (3) | Cu1—O2—S1—O5 | 156.7 (3) |
C5i—C14—N7—C8 | 87.4 (4) | Cu1—O2—S1—O4 | −84.0 (3) |
C5i—C14—N7—C6 | −38.2 (5) | Cu1—O2—S1—O3 | 37.0 (3) |
Symmetry code: (i) −x+2, −y+1, −z+1. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1—H1O···O2 | 0.84 (4) | 2.80 (5) | 3.077 (5) | 102 (4) |
O1—H1O···O3 | 0.84 (4) | 1.89 (4) | 2.688 (5) | 159 (5) |
O1—H1O···S1 | 0.84 (4) | 2.75 (5) | 3.368 (4) | 132 (5) |
O2W—H3W···O1W | 0.83 (4) | 2.06 (4) | 2.864 (6) | 163 (5) |
O3W—H5W···O1W | 0.85 (4) | 1.94 (4) | 2.783 (5) | 170 (5) |
O2W—H4W···O4ii | 0.81 (4) | 2.05 (4) | 2.859 (6) | 174 (6) |
O2W—H4W···O5ii | 0.81 (4) | 2.98 (5) | 3.566 (7) | 131 (4) |
O3W—H6W···O5ii | 0.82 (4) | 1.91 (4) | 2.713 (5) | 167 (6) |
O1—H2O···O5iii | 0.85 (4) | 1.92 (4) | 2.728 (5) | 158 (6) |
O1W—H1W···O2Wiv | 0.78 (4) | 2.02 (4) | 2.773 (6) | 162 (6) |
N1—H1···O3Wv | 0.86 | 1.93 | 2.788 (5) | 171 |
O1—H2O···O3Wvi | 0.85 (4) | 3.00 (5) | 3.420 (5) | 113 (4) |
O1W—H2W···S1vii | 0.83 (2) | 2.98 (4) | 3.688 (4) | 145 (5) |
O1W—H2W···O3vii | 0.83 (2) | 2.95 (5) | 3.391 (6) | 116 (5) |
O1W—H2W···O4vii | 0.83 (2) | 2.00 (2) | 2.815 (6) | 170 (6) |
Symmetry codes: (ii) x, y−1, z; (iii) x+1, y, z; (iv) −x+1, −y+1, −z+2; (v) −x+1, −y+1, −z+1; (vi) x+1, y+1, z; (vii) x−1, y−1, z. |