The title compound,
D-(+)-glucosammonium potassium tetrathiocyanatocobaltate(II) dihydrate, K(C
6H
14NO
5)[Co(NCS)
4]·2H
2O or (GlcNH)(K)[Co(NCS)
4]·2H
2O, has been obtained as a side product of an incomplete salt metathesis reaction of
D-(+)-glucosamine hydrochloride (GlcN·HCl) and K
2[Co(NCS)
4]. The asymmetric unit contains a
D-(+)-glucosammonium cation, a potassium cation, a tetraisothiocyanatocobalt(II) complex anion and two water molecules. The water molecules coordinate to the potassium cation, which is further coordinated
via three short K
+
SCN
− contacts involving three [Co(NCS)
4]
2− complex anions and
via three O atoms of two
D-(+)-glucosammonium cations, leading to an overall eightfold coordination around the potassium cation. Hydrogen-bonding interactions between the building blocks consolidate the three-dimensional arrangement.
Supporting information
CCDC reference: 1947086
Key indicators
- Single-crystal X-ray study
- T = 173 K
- Mean
(C-C) = 0.002 Å
- R factor = 0.038
- wR factor = 0.058
- Data-to-parameter ratio = 34.0
checkCIF/PLATON results
No syntax errors found
Alert level B
PLAT420_ALERT_2_B D-H Without Acceptor O6 --H6B . Please Check
PLAT780_ALERT_1_B Coordinates do not Form a Properly Connected Set Please Do !
Alert level C
PLAT222_ALERT_3_C Non-Solv. Resd 1 H Uiso(max)/Uiso(min) Range 6.7 Ratio
| Author Response: The O-H distances of the H-atoms attached to O are restrained
in order to keep them at resonable ranges.
|
PLAT480_ALERT_4_C Long H...A H-Bond Reported H6B ..N3 . 2.69 Ang.
| Author Response: This is structurally caused
|
PLAT480_ALERT_4_C Long H...A H-Bond Reported H5E ..S4 . 2.93 Ang.
| Author Response: This is structurally caused
|
PLAT480_ALERT_4_C Long H...A H-Bond Reported H9A ..O3 . 2.63 Ang.
| Author Response: This is structurally caused
|
PLAT480_ALERT_4_C Long H...A H-Bond Reported H8A ..S3 . 2.90 Ang.
| Author Response: This is structurally caused
|
PLAT911_ALERT_3_C Missing FCF Refl Between Thmin & STh/L= 0.600 5 Report
| Author Response: These reflections have low 2Th values and are affected by the
beamstop, therefore they are eleiminated
|
Alert level G
PLAT002_ALERT_2_G Number of Distance or Angle Restraints on AtSite 14 Note
PLAT004_ALERT_5_G Polymeric Structure Found with Maximum Dimension 3 Info
PLAT007_ALERT_5_G Number of Unrefined Donor-H Atoms .............. 3 Report
PLAT042_ALERT_1_G Calc. and Reported MoietyFormula Strings Differ Please Check
PLAT063_ALERT_4_G Crystal Size Likely too Large for Beam Size .... 0.65 mm
PLAT172_ALERT_4_G The CIF-Embedded .res File Contains DFIX Records 3 Report
PLAT230_ALERT_2_G Hirshfeld Test Diff for S1 --C1 . 7.4 s.u.
PLAT230_ALERT_2_G Hirshfeld Test Diff for S2 --C2 . 7.5 s.u.
PLAT230_ALERT_2_G Hirshfeld Test Diff for S3 --C3 . 5.1 s.u.
PLAT230_ALERT_2_G Hirshfeld Test Diff for S4 --C4 . 6.3 s.u.
PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X) Co1 --N3 . 6.0 s.u.
PLAT764_ALERT_4_G Overcomplete CIF Bond List Detected (Rep/Expd) . 1.19 Ratio
PLAT791_ALERT_4_G Model has Chirality at C5 (Chiral SPGR) S Verify
PLAT791_ALERT_4_G Model has Chirality at C6 (Chiral SPGR) R Verify
PLAT791_ALERT_4_G Model has Chirality at C7 (Chiral SPGR) R Verify
PLAT791_ALERT_4_G Model has Chirality at C8 (Chiral SPGR) S Verify
PLAT791_ALERT_4_G Model has Chirality at C9 (Chiral SPGR) R Verify
PLAT794_ALERT_5_G Tentative Bond Valency for Co1 (II) . 1.73 Info
PLAT860_ALERT_3_G Number of Least-Squares Restraints ............. 10 Note
PLAT910_ALERT_3_G Missing # of FCF Reflection(s) Below Theta(Min). 2 Note
PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L= 0.600 26 Note
PLAT933_ALERT_2_G Number of OMIT Records in Embedded .res File ... 9 Note
PLAT978_ALERT_2_G Number C-C Bonds with Positive Residual Density. 2 Info
0 ALERT level A = Most likely a serious problem - resolve or explain
2 ALERT level B = A potentially serious problem, consider carefully
6 ALERT level C = Check. Ensure it is not caused by an omission or oversight
23 ALERT level G = General information/check it is not something unexpected
2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
9 ALERT type 2 Indicator that the structure model may be wrong or deficient
4 ALERT type 3 Indicator that the structure quality may be low
13 ALERT type 4 Improvement, methodology, query or suggestion
3 ALERT type 5 Informative message, check
Data collection: APEX2 (Bruker, 2005); cell refinement: SAINT (Bruker, 2005); data reduction: SAINT (Bruker, 2005); program(s) used to solve structure: SHELXS2014 (Sheldrick, 2015a); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015b); molecular graphics: DIAMOND (Crystal Impact, 2014); software used to prepare material for publication: ciftab2016 (Köckerling, 2016).
Poly[diaqua[µ-
D-(+)-glucosammonium]tri-µ-thiocyanato-thiocyanatocobalt(II)potassium(I)]
top
Crystal data top
[KCo(C6H14NO5)(NCS)4(H2O)2] | Dx = 1.745 Mg m−3 |
Mr = 546.56 | Mo Kα radiation, λ = 0.71073 Å |
Orthorhombic, P212121 | Cell parameters from 9954 reflections |
a = 9.3713 (2) Å | θ = 2.6–36.0° |
b = 14.1059 (3) Å | µ = 1.47 mm−1 |
c = 15.7347 (4) Å | T = 173 K |
V = 2079.98 (8) Å3 | Block, blue |
Z = 4 | 0.65 × 0.07 × 0.05 mm |
F(000) = 1116 | |
Data collection top
Bruker APEX-X8 CCD diffractometer | 7503 reflections with I > 2σ(I) |
Radiation source: sealed tube | Rint = 0.031 |
φ and ω scans | θmax = 36.4°, θmin = 2.6° |
Absorption correction: multi-scan (SADABS; Bruker, 2005) | h = −14→15 |
| k = −23→13 |
24428 measured reflections | l = −26→16 |
9699 independent reflections | |
Refinement top
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: mixed |
R[F2 > 2σ(F2)] = 0.038 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.058 | w = 1/[σ2(Fo2) + (0.0187P)2] where P = (Fo2 + 2Fc2)/3 |
S = 0.98 | (Δ/σ)max = 0.001 |
9699 reflections | Δρmax = 0.59 e Å−3 |
285 parameters | Δρmin = −0.68 e Å−3 |
10 restraints | Absolute structure: Flack x determined using 2715 quotients
[(I+)-(I-)]/[(I+)+(I-)]
(Parsons et al., 2013) |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0.004 (5) |
Special details top
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Co1 | 0.62109 (3) | 0.76616 (2) | 0.48158 (2) | 0.01938 (7) | |
N1 | 0.7606 (2) | 0.8376 (1) | 0.4133 (1) | 0.0268 (4) | |
C1 | 0.8322 (2) | 0.8742 (2) | 0.3636 (1) | 0.0191 (4) | |
S1 | 0.93387 (6) | 0.92611 (4) | 0.29276 (4) | 0.0223 (1) | |
N2 | 0.5171 (2) | 0.8625 (1) | 0.5476 (1) | 0.0232 (4) | |
C2 | 0.4283 (2) | 0.8943 (2) | 0.5915 (1) | 0.0189 (4) | |
S2 | 0.30724 (6) | 0.94110 (5) | 0.65107 (4) | 0.0305 (1) | |
N3 | 0.4981 (2) | 0.6893 (1) | 0.4099 (1) | 0.0274 (4) | |
C3 | 0.4293 (2) | 0.6383 (2) | 0.3688 (1) | 0.0200 (4) | |
S3 | 0.33187 (6) | 0.56658 (4) | 0.31185 (4) | 0.0257 (1) | |
N4 | 0.7071 (2) | 0.6805 (1) | 0.5650 (1) | 0.0250 (4) | |
C4 | 0.7734 (2) | 0.6367 (1) | 0.6135 (1) | 0.0185 (4) | |
S4 | 0.86663 (6) | 0.57317 (4) | 0.67975 (3) | 0.0233 (1) | |
K1 | 0.37801 (5) | 0.88532 (3) | 0.85226 (3) | 0.02172 (9) | |
O1 | 0.5999 (1) | 0.6576 (1) | 0.09269 (9) | 0.0165 (3) | |
O2 | 0.5319 (2) | 0.6440 (1) | −0.05053 (9) | 0.0199 (3) | |
H2A | 0.615 (1) | 0.635 (2) | −0.070 (2) | 0.06 (1)* | |
O3 | 0.1598 (1) | 0.6684 (1) | 0.0965 (1) | 0.0196 (3) | |
H3A | 0.150 (3) | 0.693 (2) | 0.1456 (7) | 0.049 (9)* | |
O4 | 0.3236 (2) | 0.8390 (1) | 0.12991 (9) | 0.0170 (3) | |
H4A | 0.324 (3) | 0.865 (2) | 0.1788 (7) | 0.039 (8)* | |
O5 | 0.7725 (1) | 0.8081 (1) | 0.14516 (9) | 0.0189 (3) | |
H5A | 0.819 (2) | 0.839 (2) | 0.182 (1) | 0.030 (7)* | |
N5 | 0.2920 (2) | 0.5419 (1) | −0.0135 (1) | 0.0168 (3) | |
H5B | 0.3322 | 0.4843 | −0.0242 | 0.025* | |
H5C | 0.2942 | 0.5777 | −0.0616 | 0.025* | |
H5D | 0.1999 | 0.5338 | 0.0033 | 0.025* | |
C5 | 0.5299 (2) | 0.6025 (2) | 0.0295 (1) | 0.0161 (4) | |
H5E | 0.5759 | 0.5386 | 0.0263 | 0.019* | |
C6 | 0.3738 (2) | 0.5909 (1) | 0.0554 (1) | 0.0141 (3) | |
H6A | 0.3684 | 0.5524 | 0.1086 | 0.017* | |
C7 | 0.3019 (2) | 0.6859 (1) | 0.0699 (1) | 0.0136 (4) | |
H7A | 0.2983 | 0.7202 | 0.0144 | 0.016* | |
C8 | 0.3854 (2) | 0.7460 (1) | 0.1321 (1) | 0.0126 (3) | |
H8A | 0.3768 | 0.7189 | 0.1906 | 0.015* | |
C9 | 0.5425 (2) | 0.7510 (1) | 0.1063 (1) | 0.0130 (4) | |
H9A | 0.5522 | 0.7892 | 0.0530 | 0.016* | |
C10 | 0.6299 (2) | 0.7957 (1) | 0.1758 (1) | 0.0169 (4) | |
H10A | 0.5886 | 0.8577 | 0.1919 | 0.020* | |
H10B | 0.6301 | 0.7543 | 0.2267 | 0.020* | |
O6 | 0.4544 (2) | 0.9728 (1) | 1.0028 (1) | 0.0300 (4) | |
H6B | 0.437 (3) | 1.0320 (4) | 1.001 (2) | 0.048 (9)* | |
H6C | 0.411 (3) | 0.948 (2) | 1.045 (1) | 0.10 (2)* | |
O7 | 0.5753 (2) | 0.7830 (1) | 0.7483 (1) | 0.0294 (4) | |
H7B | 0.635 (2) | 0.811 (1) | 0.716 (1) | 0.07 (1)* | |
H7C | 0.559 (3) | 0.7274 (8) | 0.730 (2) | 0.06 (1)* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Co1 | 0.0206 (1) | 0.0181 (1) | 0.0194 (1) | −0.0007 (1) | 0.0012 (1) | 0.0005 (1) |
N1 | 0.028 (1) | 0.027 (1) | 0.026 (1) | −0.0017 (9) | 0.0034 (8) | 0.0009 (9) |
C1 | 0.0209 (9) | 0.017 (1) | 0.019 (1) | 0.0008 (8) | −0.0048 (8) | −0.0036 (8) |
S1 | 0.0236 (2) | 0.0243 (3) | 0.0191 (2) | −0.0077 (2) | −0.0008 (2) | 0.0002 (2) |
N2 | 0.0247 (9) | 0.022 (1) | 0.0229 (9) | 0.0007 (8) | −0.0002 (8) | 0.0010 (8) |
C2 | 0.0215 (9) | 0.018 (1) | 0.018 (1) | −0.0027 (8) | −0.0057 (8) | 0.0033 (9) |
S2 | 0.0288 (3) | 0.0370 (3) | 0.0257 (3) | 0.0123 (3) | 0.0029 (2) | 0.0007 (3) |
N3 | 0.027 (1) | 0.023 (1) | 0.032 (1) | 0.0023 (8) | −0.0017 (9) | −0.0026 (9) |
C3 | 0.0221 (9) | 0.018 (1) | 0.020 (1) | 0.0030 (8) | 0.0028 (8) | 0.0033 (9) |
S3 | 0.0340 (3) | 0.0222 (3) | 0.0210 (3) | −0.0055 (2) | −0.0040 (2) | 0.0022 (2) |
N4 | 0.0235 (9) | 0.026 (1) | 0.025 (1) | 0.0006 (8) | 0.0017 (8) | 0.0020 (8) |
C4 | 0.0188 (9) | 0.017 (1) | 0.020 (1) | −0.0031 (8) | 0.0052 (8) | −0.0037 (8) |
S4 | 0.0280 (3) | 0.0238 (3) | 0.0180 (2) | 0.0046 (2) | −0.0015 (2) | −0.0023 (2) |
K1 | 0.0173 (2) | 0.0256 (2) | 0.0223 (2) | −0.0020 (2) | 0.0021 (2) | −0.0012 (2) |
O1 | 0.0141 (6) | 0.0158 (7) | 0.0196 (7) | 0.0024 (5) | −0.0052 (5) | −0.0050 (6) |
O2 | 0.0163 (7) | 0.0268 (9) | 0.0164 (7) | 0.0006 (6) | 0.0022 (6) | −0.0016 (6) |
O3 | 0.0133 (6) | 0.0248 (8) | 0.0207 (8) | −0.0039 (6) | 0.0027 (6) | −0.0065 (7) |
O4 | 0.0200 (7) | 0.0124 (7) | 0.0187 (7) | 0.0028 (6) | −0.0009 (6) | −0.0040 (6) |
O5 | 0.0130 (6) | 0.0270 (8) | 0.0168 (7) | −0.0062 (6) | −0.0004 (6) | −0.0045 (6) |
N5 | 0.0175 (7) | 0.0137 (8) | 0.0191 (8) | −0.0017 (6) | −0.0013 (7) | −0.0029 (7) |
C5 | 0.0156 (8) | 0.0164 (9) | 0.016 (1) | 0.0025 (7) | −0.0039 (7) | −0.0040 (8) |
C6 | 0.0175 (8) | 0.0123 (9) | 0.0125 (8) | −0.0011 (8) | −0.0028 (8) | −0.0001 (7) |
C7 | 0.0111 (8) | 0.0145 (9) | 0.0153 (9) | −0.0009 (7) | 0.0007 (7) | −0.0011 (7) |
C8 | 0.0138 (7) | 0.0113 (9) | 0.0126 (8) | 0.0002 (7) | 0.0008 (7) | 0.0002 (6) |
C9 | 0.0145 (8) | 0.0111 (9) | 0.0134 (8) | −0.0003 (7) | 0.0011 (7) | −0.0012 (7) |
C10 | 0.0137 (8) | 0.022 (1) | 0.0149 (9) | −0.0027 (8) | 0.0001 (8) | −0.0043 (8) |
O6 | 0.0395 (9) | 0.0252 (9) | 0.025 (1) | 0.0058 (8) | 0.0028 (8) | −0.0036 (7) |
O7 | 0.0303 (8) | 0.035 (1) | 0.0233 (8) | −0.0009 (8) | −0.0002 (7) | −0.0037 (8) |
Geometric parameters (Å, º) top
Co1—N3 | 1.944 (2) | O3—H3A | 0.850 (1) |
Co1—N4 | 1.958 (2) | O4—C8 | 1.434 (2) |
Co1—N2 | 1.968 (2) | O4—H4A | 0.850 (1) |
Co1—N1 | 1.970 (2) | O5—C10 | 1.432 (2) |
N1—C1 | 1.153 (3) | O5—K1iv | 2.902 (2) |
C1—S1 | 1.638 (2) | O5—H5A | 0.850 (1) |
N2—C2 | 1.171 (3) | N5—C6 | 1.497 (2) |
C2—S2 | 1.613 (2) | N5—H5B | 0.9100 |
N3—C3 | 1.163 (3) | N5—H5C | 0.9100 |
C3—S3 | 1.630 (2) | N5—H5D | 0.9100 |
N4—C4 | 1.162 (3) | C5—C6 | 1.527 (3) |
C4—S4 | 1.629 (2) | C5—H5E | 1.0000 |
S1—K1i | 3.3256 (7) | C6—C7 | 1.517 (3) |
S2—K1 | 3.3287 (8) | C6—H6A | 1.0000 |
S4—K1ii | 3.5399 (7) | C7—C8 | 1.513 (2) |
K1—O6 | 2.765 (2) | C7—H7A | 1.0000 |
K1—O1iii | 2.812 (1) | C8—C9 | 1.529 (2) |
K1—O7 | 2.860 (2) | C8—H8A | 1.0000 |
K1—O3iv | 2.864 (1) | C9—C10 | 1.505 (3) |
K1—O5iii | 2.902 (2) | C9—H9A | 1.0000 |
K1—C10iii | 3.481 (2) | C10—K1iv | 3.481 (2) |
O1—C5 | 1.422 (2) | C10—H10A | 0.9900 |
O1—C9 | 1.440 (2) | C10—H10B | 0.9900 |
O1—K1iv | 2.812 (1) | O6—H6B | 0.850 (1) |
O2—C5 | 1.389 (2) | O6—H6C | 0.850 (1) |
O2—H2A | 0.850 (1) | O7—H7B | 0.850 (1) |
O3—C7 | 1.417 (2) | O7—H7C | 0.850 (1) |
O3—K1iii | 2.864 (1) | | |
| | | |
N3—Co1—N4 | 106.83 (9) | C7—O3—H3A | 108 (2) |
N3—Co1—N2 | 113.43 (8) | K1iii—O3—H3A | 75 (2) |
N4—Co1—N2 | 106.02 (8) | C8—O4—H4A | 111 (2) |
N3—Co1—N1 | 111.26 (9) | C10—O5—K1iv | 101.4 (1) |
N4—Co1—N1 | 114.08 (8) | C10—O5—H5A | 108 (2) |
N2—Co1—N1 | 105.25 (8) | K1iv—O5—H5A | 108 (2) |
C1—N1—Co1 | 170.3 (2) | C6—N5—H5B | 109.5 |
N1—C1—S1 | 179.9 (2) | C6—N5—H5C | 109.5 |
C1—S1—K1i | 118.29 (7) | H5B—N5—H5C | 109.5 |
C2—N2—Co1 | 158.1 (2) | C6—N5—H5D | 109.5 |
N2—C2—S2 | 178.4 (2) | H5B—N5—H5D | 109.5 |
C2—S2—K1 | 108.43 (8) | H5C—N5—H5D | 109.5 |
C3—N3—Co1 | 175.6 (2) | O2—C5—O1 | 113.4 (2) |
N3—C3—S3 | 179.5 (2) | O2—C5—C6 | 107.4 (2) |
C4—N4—Co1 | 171.4 (2) | O1—C5—C6 | 108.3 (2) |
N4—C4—S4 | 178.6 (2) | O2—C5—H5E | 109.2 |
C4—S4—K1ii | 88.48 (7) | O1—C5—H5E | 109.2 |
O6—K1—O1iii | 94.13 (5) | C6—C5—H5E | 109.2 |
O6—K1—O7 | 123.22 (5) | N5—C6—C7 | 106.8 (2) |
O1iii—K1—O7 | 131.81 (5) | N5—C6—C5 | 110.3 (2) |
O6—K1—O3iv | 68.80 (5) | C7—C6—C5 | 111.8 (2) |
O1iii—K1—O3iv | 135.31 (4) | N5—C6—H6A | 109.3 |
O7—K1—O3iv | 55.32 (5) | C7—C6—H6A | 109.3 |
O6—K1—O5iii | 119.72 (5) | C5—C6—H6A | 109.3 |
O1iii—K1—O5iii | 58.51 (4) | O3—C7—C8 | 113.1 (2) |
O7—K1—O5iii | 75.74 (5) | O3—C7—C6 | 108.0 (2) |
O3iv—K1—O5iii | 93.51 (4) | C8—C7—C6 | 111.3 (2) |
O6—K1—S1v | 75.35 (4) | O3—C7—H7A | 108.1 |
O1iii—K1—S1v | 138.60 (3) | C8—C7—H7A | 108.1 |
O7—K1—S1v | 84.26 (4) | C6—C7—H7A | 108.1 |
O3iv—K1—S1v | 78.59 (3) | O4—C8—C7 | 106.8 (1) |
O5iii—K1—S1v | 159.46 (3) | O4—C8—C9 | 109.9 (1) |
O6—K1—S2 | 139.53 (4) | C7—C8—C9 | 110.6 (1) |
O1iii—K1—S2 | 99.16 (3) | O4—C8—H8A | 109.9 |
O7—K1—S2 | 72.81 (4) | C7—C8—H8A | 109.9 |
O3iv—K1—S2 | 120.94 (3) | C9—C8—H8A | 109.9 |
O5iii—K1—S2 | 99.65 (3) | O1—C9—C10 | 106.7 (2) |
S1v—K1—S2 | 69.44 (2) | O1—C9—C8 | 110.9 (2) |
O6—K1—C10iii | 127.51 (5) | C10—C9—C8 | 110.5 (2) |
O1iii—K1—C10iii | 42.47 (4) | O1—C9—H9A | 109.6 |
O7—K1—C10iii | 89.37 (5) | C10—C9—H9A | 109.6 |
O3iv—K1—C10iii | 117.23 (5) | C8—C9—H9A | 109.6 |
O5iii—K1—C10iii | 23.78 (4) | O5—C10—C9 | 108.3 (2) |
S1v—K1—C10iii | 154.80 (4) | O5—C10—K1iv | 54.79 (9) |
S2—K1—C10iii | 85.38 (4) | C9—C10—K1iv | 88.0 (1) |
O6—K1—S4vi | 87.44 (4) | O5—C10—H10A | 110.0 |
O1iii—K1—S4vi | 66.72 (3) | C9—C10—H10A | 110.0 |
O7—K1—S4vi | 135.67 (4) | K1iv—C10—H10A | 160.4 |
O3iv—K1—S4vi | 146.68 (3) | O5—C10—H10B | 110.0 |
O5iii—K1—S4vi | 119.02 (3) | C9—C10—H10B | 110.0 |
S1v—K1—S4vi | 72.82 (2) | K1iv—C10—H10B | 70.7 |
S2—K1—S4vi | 63.81 (2) | H10A—C10—H10B | 108.4 |
C10iii—K1—S4vi | 95.64 (3) | K1—O6—H6B | 111 (2) |
C5—O1—C9 | 115.6 (1) | K1—O6—H6C | 111 (2) |
C5—O1—K1iv | 121.7 (1) | H6B—O6—H6C | 109.5 (2) |
C9—O1—K1iv | 119.9 (1) | K1—O7—H7B | 122 (2) |
C5—O2—H2A | 107 (2) | K1—O7—H7C | 123 (2) |
C7—O3—K1iii | 174.6 (1) | H7B—O7—H7C | 109.5 (2) |
| | | |
C9—O1—C5—O2 | 59.7 (2) | C6—C7—C8—C9 | 50.5 (2) |
K1iv—O1—C5—O2 | −101.0 (2) | C5—O1—C9—C10 | 179.1 (2) |
C9—O1—C5—C6 | −59.5 (2) | K1iv—O1—C9—C10 | −19.9 (2) |
K1iv—O1—C5—C6 | 139.9 (1) | C5—O1—C9—C8 | 58.7 (2) |
O2—C5—C6—N5 | 51.3 (2) | K1iv—O1—C9—C8 | −140.2 (1) |
O1—C5—C6—N5 | 174.2 (2) | O4—C8—C9—O1 | −169.3 (1) |
O2—C5—C6—C7 | −67.4 (2) | C7—C8—C9—O1 | −51.7 (2) |
O1—C5—C6—C7 | 55.5 (2) | O4—C8—C9—C10 | 72.6 (2) |
N5—C6—C7—O3 | 61.3 (2) | C7—C8—C9—C10 | −169.8 (2) |
C5—C6—C7—O3 | −177.9 (1) | K1iv—O5—C10—C9 | −73.8 (2) |
N5—C6—C7—C8 | −174.0 (2) | O1—C9—C10—O5 | 65.5 (2) |
C5—C6—C7—C8 | −53.2 (2) | C8—C9—C10—O5 | −173.8 (2) |
O3—C7—C8—O4 | −68.2 (2) | O1—C9—C10—K1iv | 13.8 (1) |
C6—C7—C8—O4 | 170.0 (2) | C8—C9—C10—K1iv | 134.4 (1) |
O3—C7—C8—C9 | 172.3 (2) | | |
Symmetry codes: (i) −x+3/2, −y+2, z−1/2; (ii) −x+1, y−1/2, −z+3/2; (iii) x−1/2, −y+3/2, −z+1; (iv) x+1/2, −y+3/2, −z+1; (v) −x+3/2, −y+2, z+1/2; (vi) −x+1, y+1/2, −z+3/2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O3—H3A···O7iii | 0.85 (1) | 1.84 (1) | 2.657 (2) | 160 (3) |
N5—H5C···O5vii | 0.91 | 2.09 | 2.967 (2) | 162 |
O6—H6C···O4viii | 0.85 (1) | 2.20 (1) | 3.010 (2) | 160 (2) |
O2—H2A···O4ix | 0.85 (1) | 2.20 (1) | 3.015 (2) | 162 (3) |
N5—H5B···N2x | 0.91 | 2.26 | 3.145 (2) | 166 |
N5—H5D···O6iii | 0.91 | 2.30 | 3.175 (2) | 160 |
O5—H5A···S1 | 0.85 (1) | 2.38 (1) | 3.233 (2) | 176 (2) |
O4—H4A···S4iii | 0.85 (1) | 2.42 (1) | 3.266 (2) | 170 (3) |
O7—H7C···S1iii | 0.85 (1) | 2.49 (1) | 3.298 (2) | 159 (2) |
O7—H7B···S3iv | 0.85 (1) | 2.57 (1) | 3.344 (2) | 152 (2) |
O6—H6B···N3vi | 0.85 (1) | 2.69 (2) | 3.378 (3) | 139 (2) |
C7—H7A···O5vii | 1.00 | 2.55 | 3.397 (2) | 142 |
C5—H5E···S4xi | 1.00 | 2.93 | 3.560 (2) | 122 |
C9—H9A···O3ix | 1.00 | 2.63 | 3.560 (2) | 155 |
C8—H8A···S3 | 1.00 | 2.90 | 3.828 (2) | 154 |
Symmetry codes: (iii) x−1/2, −y+3/2, −z+1; (iv) x+1/2, −y+3/2, −z+1; (vi) −x+1, y+1/2, −z+3/2; (vii) x−1/2, −y+3/2, −z; (viii) x, y, z+1; (ix) x+1/2, −y+3/2, −z; (x) −x+1, y−1/2, −z+1/2; (xi) −x+3/2, −y+1, z−1/2. |