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A new guanine salt hydrate, K+·C5H4N5O−·H2O, was obtained and characterized by single-crystal X-ray diffraction in the temperature range 100 K–300 K and compared with that of the previously documented sodium salt hydrate (2Na+·C5H3N5O2−·7H2O) [Gur & Shimon (2015). Acta Cryst. E71, 281–283; Gaydamaka et al. (2019). CrystEngComm, 21, 4484–4492]. Both sodium and potassium salt hydrates have channels. However, the structure of the channels, the cation coordination, the protonation (and, respectively, the charge) of the guanine anions, as well as the role of water molecules in the crystal structure are different for the two salt hydrates. In the crystal structures of the potassium salt, the guanine anions are linked via hydrogen bonds into quartets that form open cylindrical channels in a honeycomb framework. Water molecules `line the walls' of the channels, whereas the potassium cations fill the intra-channel space. This contrasts with the structure of the sodium salt hydrate in which guanine anions form channels with water molecules filling in the channel space together with sodium cations coordinating them. The 1D anionic assembly generated through numerous hydrogen bonds and cation interactions with guanine anions and water molecules is energetically the most distinctive part of the structure of the potassium salt hydrate. In the case of the guanine sodium salt, the structure contains purely inorganic polymeric fragments – sodium cations coordinated to a water molecule forming a 1D polymeric structure and guanine anions interconnecting these polymers via hydrogen bonds with water molecules. The structural differences account for the difference in the anisotropy of strain on temperature variation for the two salt hydrates: whereas in both structures the values of the bulk thermal expansion coefficients are similar in the two structures and the major expansion is observed along the channel axes, the degree of anisotropy for the K salt is more than four times higher than that for the Na salt.
Supporting information
| Crystallographic Information File (CIF) https://doi.org/10.1107/S205252062100754X/xk5085sup1.cif Contains datablocks 100K, 150K, 200K, 250K, 300K, GuaNa_100K, GuaNa_125K, GuaNa_150K, GuaNa_175K, GuaNa_200K, GuaNa_225K, GuaNa_250K, GuaNa_275K, GuaNa_298K |
| Structure factor file (CIF format) https://doi.org/10.1107/S205252062100754X/xk5085100Ksup2.hkl Contains datablock 100K |
| Structure factor file (CIF format) https://doi.org/10.1107/S205252062100754X/xk5085150Ksup3.hkl Contains datablock 150K |
| Structure factor file (CIF format) https://doi.org/10.1107/S205252062100754X/xk5085200Ksup4.hkl Contains datablock 200K |
| Structure factor file (CIF format) https://doi.org/10.1107/S205252062100754X/xk5085250Ksup5.hkl Contains datablock 250K |
| Structure factor file (CIF format) https://doi.org/10.1107/S205252062100754X/xk5085300Ksup6.hkl Contains datablock 300K |
| Structure factor file (CIF format) https://doi.org/10.1107/S205252062100754X/xk5085GuaNa_100Ksup7.hkl Contains datablock GuaNa_100K |
| Structure factor file (CIF format) https://doi.org/10.1107/S205252062100754X/xk5085GuaNa_125Ksup8.hkl Contains datablock GuaNa_125K |
| Structure factor file (CIF format) https://doi.org/10.1107/S205252062100754X/xk5085GuaNa_150Ksup9.hkl Contains datablock GuaNa_150K |
| Structure factor file (CIF format) https://doi.org/10.1107/S205252062100754X/xk5085GuaNa_175Ksup10.hkl Contains datablock GuaNa_175K |
| Structure factor file (CIF format) https://doi.org/10.1107/S205252062100754X/xk5085GuaNa_200Ksup11.hkl Contains datablock GuaNa_200K |
| Structure factor file (CIF format) https://doi.org/10.1107/S205252062100754X/xk5085GuaNa_225Ksup12.hkl Contains datablock GuaNa_225K |
| Structure factor file (CIF format) https://doi.org/10.1107/S205252062100754X/xk5085GuaNa_250Ksup13.hkl Contains datablock GuaNa_250K |
| Structure factor file (CIF format) https://doi.org/10.1107/S205252062100754X/xk5085GuaNa_275Ksup14.hkl Contains datablock GuaNa_275K |
| Structure factor file (CIF format) https://doi.org/10.1107/S205252062100754X/xk5085GuaNa_298Ksup15.hkl Contains datablock GuaNa_298K |
| Portable Document Format (PDF) file https://doi.org/10.1107/S205252062100754X/xk5085sup16.pdf Tables S1-S8 and Figs. S1-S3 |
CCDC references: 2098600; 2098601; 2098602; 2098603; 2098604; 2098605; 2098606; 2098607; 2098608; 2098609; 2098610; 2098611; 2098612; 2098613
Data collection: CrysAlis PRO (Rigaku Oxford Diffraction,2018) for 100K, 150K, 200K, 250K, 300K; STOE X-AREA (Stoe & Cie, 2006) for GuaNa_100K, GuaNa_125K, GuaNa_150K, GuaNa_175K, GuaNa_200K, GuaNa_225K, GuaNa_250K, GuaNa_275K, GuaNa_298K. Cell refinement: CrysAlis PRO (Rigaku Oxford Diffraction,2018) for 100K, 150K, 200K, 250K, 300K; STOE X-AREA (Stoe & Cie, 2006) for GuaNa_100K, GuaNa_125K, GuaNa_150K, GuaNa_175K, GuaNa_200K, GuaNa_225K, GuaNa_250K, GuaNa_275K, GuaNa_298K. Data reduction: CrysAlis PRO (Rigaku Oxford Diffraction,2018) for 100K, 150K, 200K, 250K, 300K; CrysAlis PRO 1.171.38.43d (Rigaku OD, 2015) for GuaNa_100K, GuaNa_125K, GuaNa_150K, GuaNa_175K, GuaNa_200K, GuaNa_225K, GuaNa_250K, GuaNa_275K, GuaNa_298K. Program(s) used to solve structure: SHELXT-2018/3 (Sheldrick, 2018) for 100K, 150K, 200K, 250K, 300K. For all structures, program(s) used to refine structure: SHELXL2018/3 (Sheldrick, 2018); molecular graphics: Mercury (Macrae et al., 2020), Vesta(Momma,2011).
potassium{2-amino-6-oxo-1-hydro-purine-7(9)-ide/2-amino-6-oxo-7-hydro-purine-1(3)-ide}monohydrate (100K)
top
Crystal data top
C10H12K2N10O4 | F(000) = 1696 |
Mr = 414.50 | Dx = 1.784 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
a = 36.522 (3) Å | Cell parameters from 8346 reflections |
b = 3.82815 (13) Å | θ = 3.5–29.2° |
c = 28.639 (2) Å | µ = 0.66 mm−1 |
β = 129.573 (12)° | T = 100 K |
V = 3086.5 (5) Å3 | Needle, colourless |
Z = 8 | 0.4 × 0.1 × 0.03 mm |
Data collection top
Xcalibur, Ruby, Gemini ultra diffractometer | 4092 independent reflections |
Radiation source: fine-focus sealed X-ray tube, Enhance (Mo) X-ray Source | 2972 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.061 |
Detector resolution: 10.3457 pixels mm-1 | θmax = 29.5°, θmin = 3.5° |
ω scans | h = −49→50 |
Absorption correction: multi-scan CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm. | k = −5→5 |
Tmin = 0.771, Tmax = 1.000 | l = −37→39 |
25001 measured reflections | |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: structure-invariant direct methods |
R[F2 > 2σ(F2)] = 0.036 | Hydrogen site location: difference Fourier map |
wR(F2) = 0.085 | Only H-atom coordinates refined |
S = 0.91 | w = 1/[σ2(Fo2) + (0.0522P)2] where P = (Fo2 + 2Fc2)/3 |
4092 reflections | (Δ/σ)max < 0.001 |
271 parameters | Δρmax = 0.56 e Å−3 |
3 restraints | Δρmin = −0.41 e Å−3 |
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 | |
K1 | 0.49302 (2) | 0.14591 (10) | 0.92233 (2) | 0.01423 (11) | |
C8A | 0.33130 (6) | 0.0483 (5) | 0.79451 (9) | 0.0202 (4) | |
H1 | 0.3112 (7) | 0.117 (6) | 0.8055 (10) | 0.024* | |
C4A | 0.38670 (6) | −0.1478 (5) | 0.79607 (8) | 0.0132 (4) | |
C5A | 0.35054 (6) | −0.0415 (5) | 0.73741 (8) | 0.0132 (4) | |
C6A | 0.35565 (6) | −0.0676 (4) | 0.69255 (8) | 0.0121 (4) | |
C2A | 0.43023 (5) | −0.3090 (4) | 0.77056 (8) | 0.0114 (4) | |
N9A | 0.37440 (5) | −0.0902 (4) | 0.83199 (7) | 0.0181 (3) | |
N7A | 0.31513 (5) | 0.0847 (4) | 0.73755 (7) | 0.0158 (3) | |
H2 | 0.2870 (7) | 0.157 (5) | 0.7067 (10) | 0.019* | |
N1A | 0.39710 (5) | −0.2147 (4) | 0.71205 (6) | 0.0122 (3) | |
N3A | 0.42886 (5) | −0.2844 (4) | 0.81566 (6) | 0.0131 (3) | |
N2A | 0.47176 (5) | −0.4297 (4) | 0.78451 (8) | 0.0141 (3) | |
H3 | 0.4918 (7) | −0.532 (6) | 0.8205 (10) | 0.017* | |
H4 | 0.4684 (7) | −0.540 (6) | 0.7569 (10) | 0.017* | |
O1A | 0.32538 (4) | 0.0345 (3) | 0.63813 (5) | 0.0140 (3) | |
O2W | 0.45280 (4) | −0.3453 (4) | 0.94591 (6) | 0.0156 (3) | |
H5 | 0.4264 (6) | −0.294 (6) | 0.9131 (8) | 0.019* | |
H6 | 0.4454 (7) | −0.444 (6) | 0.9646 (9) | 0.019* | |
K2 | 0.26240 (2) | 0.52395 (10) | 0.57122 (2) | 0.01365 (10) | |
C8B | 0.11958 (6) | 0.7390 (5) | 0.54214 (9) | 0.0139 (4) | |
H7 | 0.1217 (7) | 0.639 (5) | 0.5737 (9) | 0.017* | |
C4B | 0.09106 (6) | 0.9982 (4) | 0.46003 (8) | 0.0107 (3) | |
C5B | 0.13918 (6) | 0.9361 (4) | 0.49158 (8) | 0.0113 (4) | |
C6B | 0.16087 (6) | 1.0483 (4) | 0.46754 (8) | 0.0109 (4) | |
C2B | 0.08202 (5) | 1.2711 (4) | 0.38375 (8) | 0.0103 (3) | |
N7B | 0.15776 (5) | 0.7691 (4) | 0.54561 (7) | 0.0133 (3) | |
N9B | 0.07812 (5) | 0.8705 (4) | 0.49186 (7) | 0.0124 (3) | |
N3B | 0.06138 (4) | 1.1680 (4) | 0.40567 (6) | 0.0106 (3) | |
N1B | 0.12910 (5) | 1.2117 (4) | 0.41197 (7) | 0.0110 (3) | |
H8 | 0.1402 (7) | 1.297 (5) | 0.3962 (9) | 0.013* | |
N2B | 0.05656 (5) | 1.4315 (4) | 0.32914 (7) | 0.0133 (3) | |
H9 | 0.0316 (7) | 1.533 (5) | 0.3178 (9) | 0.016* | |
H10 | 0.0723 (7) | 1.539 (6) | 0.3204 (9) | 0.016* | |
O1B | 0.20347 (4) | 1.0190 (3) | 0.49022 (5) | 0.0135 (3) | |
O3W | 0.22541 (4) | 0.2952 (4) | 0.63111 (6) | 0.0210 (3) | |
H11 | 0.2051 (7) | 0.486 (3) | 0.6056 (9) | 0.025* | |
H12 | 0.2073 (7) | 0.092 (3) | 0.6106 (9) | 0.025* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
K1 | 0.01328 (18) | 0.0148 (2) | 0.0155 (2) | −0.00301 (14) | 0.00959 (17) | −0.00209 (15) |
C8A | 0.0145 (9) | 0.0275 (11) | 0.0176 (10) | 0.0041 (7) | 0.0098 (8) | 0.0014 (8) |
C4A | 0.0113 (8) | 0.0131 (9) | 0.0118 (9) | −0.0012 (6) | 0.0058 (7) | −0.0010 (7) |
C5A | 0.0097 (8) | 0.0140 (9) | 0.0142 (9) | 0.0003 (6) | 0.0068 (7) | 0.0001 (7) |
C6A | 0.0088 (8) | 0.0106 (9) | 0.0122 (9) | −0.0029 (6) | 0.0045 (7) | −0.0018 (7) |
C2A | 0.0103 (8) | 0.0089 (8) | 0.0140 (9) | −0.0026 (6) | 0.0073 (7) | −0.0013 (7) |
N9A | 0.0137 (7) | 0.0262 (9) | 0.0147 (8) | 0.0046 (6) | 0.0092 (7) | 0.0023 (7) |
N7A | 0.0094 (7) | 0.0216 (9) | 0.0128 (8) | 0.0043 (6) | 0.0054 (7) | 0.0022 (6) |
N1A | 0.0100 (6) | 0.0120 (8) | 0.0124 (7) | −0.0008 (5) | 0.0061 (6) | 0.0006 (6) |
N3A | 0.0095 (7) | 0.0148 (8) | 0.0124 (8) | 0.0002 (6) | 0.0058 (6) | 0.0004 (6) |
N2A | 0.0102 (7) | 0.0192 (9) | 0.0107 (8) | 0.0028 (6) | 0.0056 (7) | 0.0008 (6) |
O1A | 0.0098 (6) | 0.0155 (7) | 0.0104 (6) | 0.0004 (5) | 0.0035 (5) | 0.0016 (5) |
O2W | 0.0109 (6) | 0.0206 (7) | 0.0137 (7) | 0.0014 (5) | 0.0072 (5) | 0.0047 (6) |
K2 | 0.01048 (18) | 0.0132 (2) | 0.0136 (2) | 0.00032 (14) | 0.00599 (16) | 0.00102 (15) |
C8B | 0.0144 (8) | 0.0133 (9) | 0.0138 (9) | −0.0013 (7) | 0.0089 (8) | 0.0006 (7) |
C4B | 0.0104 (8) | 0.0084 (8) | 0.0122 (9) | −0.0023 (6) | 0.0066 (7) | −0.0030 (7) |
C5B | 0.0101 (8) | 0.0100 (9) | 0.0108 (9) | −0.0003 (6) | 0.0054 (7) | −0.0003 (6) |
C6B | 0.0106 (8) | 0.0071 (8) | 0.0128 (9) | −0.0012 (6) | 0.0063 (7) | −0.0033 (6) |
C2B | 0.0086 (7) | 0.0078 (8) | 0.0121 (9) | −0.0007 (6) | 0.0054 (7) | −0.0031 (6) |
N7B | 0.0121 (7) | 0.0134 (8) | 0.0116 (8) | 0.0009 (6) | 0.0063 (6) | 0.0018 (6) |
N9B | 0.0119 (7) | 0.0124 (7) | 0.0125 (7) | −0.0003 (5) | 0.0076 (6) | 0.0007 (6) |
N3B | 0.0086 (6) | 0.0109 (7) | 0.0109 (7) | −0.0010 (5) | 0.0055 (6) | −0.0015 (6) |
N1B | 0.0084 (6) | 0.0129 (8) | 0.0122 (8) | −0.0014 (5) | 0.0067 (6) | −0.0001 (6) |
N2B | 0.0083 (7) | 0.0164 (8) | 0.0160 (8) | 0.0021 (6) | 0.0082 (7) | 0.0042 (6) |
O1B | 0.0062 (5) | 0.0166 (7) | 0.0142 (6) | 0.0009 (5) | 0.0049 (5) | 0.0010 (5) |
O3W | 0.0123 (6) | 0.0176 (7) | 0.0184 (7) | 0.0023 (5) | 0.0029 (6) | 0.0017 (6) |
Geometric parameters (Å, º) top
K1—O2W | 2.7230 (14) | O1A—K2v | 2.6771 (13) |
K1—O2Wi | 2.7698 (14) | O2W—H5 | 0.835 (16) |
K1—N3A | 2.9012 (16) | O2W—H6 | 0.828 (17) |
K1—N3Bii | 2.9130 (14) | K2—O1B | 2.6914 (13) |
K1—N9Bii | 3.0276 (16) | K2—O1Bv | 2.7182 (13) |
K1—O2Wiii | 3.0372 (15) | K2—O1Bvi | 2.7336 (14) |
K1—N9Biv | 3.1060 (15) | K2—O3W | 2.9130 (15) |
K1—N3Ai | 3.2339 (15) | K2—C6Bv | 3.4429 (17) |
K1—C4Bii | 3.3042 (18) | K2—K2v | 3.8282 (1) |
K1—C4A | 3.3952 (18) | K2—K2i | 3.8282 (1) |
K1—N9A | 3.4640 (16) | K2—K2vi | 3.9687 (8) |
K1—K1v | 3.8282 (1) | K2—K2vii | 4.1418 (9) |
K1—H5 | 2.83 (2) | K2—H11 | 2.83 (2) |
C8A—N9A | 1.326 (2) | C8B—N7B | 1.338 (2) |
C8A—N7A | 1.342 (3) | C8B—N9B | 1.357 (2) |
C8A—H1 | 1.00 (2) | C8B—H7 | 0.94 (2) |
C4A—N3A | 1.363 (2) | C4B—N9B | 1.358 (2) |
C4A—N9A | 1.378 (2) | C4B—N3B | 1.368 (2) |
C4A—C5A | 1.380 (3) | C4B—C5B | 1.392 (2) |
C5A—N7A | 1.383 (2) | C5B—N7B | 1.388 (2) |
C5A—C6A | 1.415 (3) | C5B—C6B | 1.407 (3) |
C6A—O1A | 1.268 (2) | C6B—O1B | 1.252 (2) |
C6A—N1A | 1.358 (2) | C6B—N1B | 1.385 (2) |
C6A—K2v | 3.3225 (18) | C2B—N3B | 1.312 (2) |
C2A—N3A | 1.327 (2) | C2B—N2B | 1.354 (2) |
C2A—N1A | 1.349 (2) | C2B—N1B | 1.375 (2) |
C2A—N2A | 1.379 (2) | N1B—H8 | 0.84 (2) |
N7A—H2 | 0.87 (2) | N2B—H9 | 0.84 (2) |
N2A—H3 | 0.89 (2) | N2B—H10 | 0.86 (2) |
N2A—H4 | 0.83 (2) | O3W—H11 | 0.963 (13) |
O1A—K2 | 2.6188 (13) | O3W—H12 | 0.947 (13) |
| | | |
O2W—K1—O2Wi | 88.36 (4) | K1iii—O2W—H6 | 62.3 (15) |
O2W—K1—N3A | 70.58 (4) | H5—O2W—H6 | 102 (2) |
O2Wi—K1—N3A | 117.26 (4) | O1A—K2—O1Ai | 92.57 (4) |
O2W—K1—N3Bii | 149.72 (4) | O1A—K2—O1B | 169.06 (4) |
O2Wi—K1—N3Bii | 120.73 (4) | O1Ai—K2—O1B | 87.34 (4) |
N3A—K1—N3Bii | 99.67 (4) | O1A—K2—O1Bv | 87.96 (4) |
O2W—K1—N9Bii | 138.51 (4) | O1Ai—K2—O1Bv | 169.16 (4) |
O2Wi—K1—N9Bii | 83.76 (4) | O1B—K2—O1Bv | 90.09 (4) |
N3A—K1—N9Bii | 147.34 (4) | O1A—K2—O1Bvi | 83.09 (4) |
N3Bii—K1—N9Bii | 47.97 (4) | O1Ai—K2—O1Bvi | 88.19 (4) |
O2W—K1—O2Wiii | 83.85 (4) | O1B—K2—O1Bvi | 85.97 (4) |
O2Wi—K1—O2Wiii | 63.08 (4) | O1Bv—K2—O1Bvi | 81.12 (4) |
N3A—K1—O2Wiii | 154.28 (4) | O1A—K2—O3W | 82.81 (4) |
N3Bii—K1—O2Wiii | 101.19 (4) | O1Ai—K2—O3W | 107.90 (4) |
N9Bii—K1—O2Wiii | 56.34 (4) | O1B—K2—O3W | 107.64 (4) |
O2W—K1—N9Biv | 83.05 (4) | O1Bv—K2—O3W | 82.92 (4) |
O2Wi—K1—N9Biv | 139.53 (4) | O1Bvi—K2—O3W | 159.01 (4) |
N3A—K1—N9Biv | 96.94 (4) | O1A—K2—C6Ai | 74.58 (4) |
N3Bii—K1—N9Biv | 69.44 (4) | O1Ai—K2—C6Ai | 21.09 (4) |
N9Bii—K1—N9Biv | 77.22 (3) | O1B—K2—C6Ai | 107.11 (4) |
O2Wiii—K1—N9Biv | 76.68 (4) | O1Bv—K2—C6Ai | 162.54 (4) |
O2W—K1—N3Ai | 121.28 (4) | O1Bvi—K2—C6Ai | 96.75 (4) |
O2Wi—K1—N3Ai | 65.07 (4) | O3W—K2—C6Ai | 94.40 (4) |
N3A—K1—N3Ai | 77.00 (4) | O1A—K2—C6Bv | 102.36 (4) |
N3Bii—K1—N3Ai | 82.02 (4) | O1Ai—K2—C6Bv | 164.94 (4) |
N9Bii—K1—N3Ai | 91.80 (4) | O1B—K2—C6Bv | 78.38 (4) |
O2Wiii—K1—N3Ai | 120.71 (4) | O1Bv—K2—C6Bv | 19.21 (4) |
N9Biv—K1—N3Ai | 149.52 (4) | O1Bvi—K2—C6Bv | 95.47 (4) |
O2W—K1—C4Bii | 147.92 (4) | O3W—K2—C6Bv | 72.55 (4) |
O2Wi—K1—C4Bii | 105.25 (4) | C6Ai—K2—C6Bv | 166.93 (5) |
N3A—K1—C4Bii | 123.94 (5) | O1A—K2—K2v | 44.32 (3) |
N3Bii—K1—C4Bii | 24.39 (4) | O1Ai—K2—K2v | 136.89 (3) |
N9Bii—K1—C4Bii | 24.26 (4) | O1B—K2—K2v | 134.76 (3) |
O2Wiii—K1—C4Bii | 77.16 (4) | O1Bv—K2—K2v | 44.67 (3) |
N9Biv—K1—C4Bii | 67.64 (4) | O1Bvi—K2—K2v | 86.55 (3) |
N3Ai—K1—C4Bii | 90.74 (4) | O3W—K2—K2v | 72.51 (3) |
O2W—K1—C4A | 66.66 (4) | C6Ai—K2—K2v | 118.07 (3) |
O2Wi—K1—C4A | 93.91 (4) | C6Bv—K2—K2v | 58.07 (3) |
N3A—K1—C4A | 23.36 (4) | O1A—K2—K2i | 135.68 (3) |
N3Bii—K1—C4A | 115.13 (4) | O1Ai—K2—K2i | 43.11 (3) |
N9Bii—K1—C4A | 154.34 (4) | O1B—K2—K2i | 45.24 (3) |
O2Wiii—K1—C4A | 143.55 (4) | O1Bv—K2—K2i | 135.33 (3) |
N9Biv—K1—C4A | 118.06 (5) | O1Bvi—K2—K2i | 93.45 (3) |
N3Ai—K1—C4A | 64.43 (4) | O3W—K2—K2i | 107.50 (3) |
C4Bii—K1—C4A | 138.64 (5) | C6Ai—K2—K2i | 61.93 (3) |
O2W—K1—N9A | 52.37 (4) | C6Bv—K2—K2i | 121.93 (3) |
O2Wi—K1—N9A | 76.13 (4) | K2v—K2—K2i | 180.0 |
N3A—K1—N9A | 43.82 (4) | O1A—K2—K2vi | 125.66 (3) |
N3Bii—K1—N9A | 137.40 (4) | O1Ai—K2—K2vi | 86.95 (3) |
N9Bii—K1—N9A | 157.25 (4) | O1B—K2—K2vi | 43.40 (3) |
O2Wiii—K1—N9A | 120.56 (4) | O1Bv—K2—K2vi | 83.96 (3) |
N9Biv—K1—N9A | 125.26 (4) | O1Bvi—K2—K2vi | 42.57 (3) |
N3Ai—K1—N9A | 70.22 (4) | O3W—K2—K2vi | 148.06 (3) |
C4Bii—K1—N9A | 158.60 (4) | C6Ai—K2—K2vi | 106.28 (4) |
C4A—K1—N9A | 23.15 (4) | C6Bv—K2—K2vi | 85.93 (3) |
O2W—K1—K1v | 46.32 (3) | K2v—K2—K2vi | 115.853 (12) |
O2Wi—K1—K1v | 134.68 (3) | K2i—K2—K2vi | 64.145 (12) |
N3A—K1—K1v | 55.40 (3) | O1A—K2—K2vii | 84.11 (3) |
N3Bii—K1—K1v | 104.16 (3) | O1Ai—K2—K2vii | 128.59 (3) |
N9Bii—K1—K1v | 127.70 (3) | O1B—K2—K2vii | 87.40 (3) |
O2Wiii—K1—K1v | 104.56 (3) | O1Bv—K2—K2vii | 40.70 (3) |
N9Biv—K1—K1v | 50.47 (3) | O1Bvi—K2—K2vii | 40.42 (3) |
N3Ai—K1—K1v | 132.40 (3) | O3W—K2—K2vii | 122.36 (3) |
C4Bii—K1—K1v | 114.35 (3) | C6Ai—K2—K2vii | 134.72 (3) |
C4A—K1—K1v | 70.66 (3) | C6Bv—K2—K2vii | 56.16 (3) |
N9A—K1—K1v | 74.88 (3) | K2v—K2—K2vii | 59.573 (11) |
O2W—K1—H5 | 17.2 (3) | K2i—K2—K2vii | 120.424 (11) |
O2Wi—K1—H5 | 83.3 (4) | K2vi—K2—K2vii | 56.280 (12) |
N3A—K1—H5 | 59.6 (4) | O1A—K2—H11 | 102.0 (3) |
N3Bii—K1—H5 | 155.0 (5) | O1Ai—K2—H11 | 106.1 (4) |
N9Bii—K1—H5 | 152.5 (4) | O1B—K2—H11 | 88.5 (3) |
O2Wiii—K1—H5 | 96.1 (4) | O1Bv—K2—H11 | 84.3 (4) |
N9Biv—K1—H5 | 97.5 (4) | O1Bvi—K2—H11 | 164.4 (4) |
N3Ai—K1—H5 | 104.5 (4) | O3W—K2—H11 | 19.2 (3) |
C4Bii—K1—H5 | 164.6 (4) | C6Ai—K2—H11 | 98.8 (4) |
C4A—K1—H5 | 51.1 (4) | C6Bv—K2—H11 | 69.1 (4) |
N9A—K1—H5 | 35.2 (4) | K2v—K2—H11 | 87.1 (3) |
K1v—K1—H5 | 53.5 (4) | K2i—K2—H11 | 92.9 (3) |
N9A—C8A—N7A | 113.67 (18) | K2vi—K2—H11 | 130.2 (3) |
N9A—C8A—H1 | 125.5 (12) | K2vii—K2—H11 | 124.8 (4) |
N7A—C8A—H1 | 120.8 (12) | N7B—C8B—N9B | 116.90 (17) |
N3A—C4A—N9A | 125.06 (16) | N7B—C8B—H7 | 121.4 (12) |
N3A—C4A—C5A | 124.62 (17) | N9B—C8B—H7 | 121.7 (12) |
N9A—C4A—C5A | 110.31 (15) | N9B—C4B—N3B | 124.95 (15) |
N3A—C4A—K1 | 57.53 (9) | N9B—C4B—C5B | 109.77 (15) |
N9A—C4A—K1 | 81.23 (10) | N3B—C4B—C5B | 125.27 (16) |
C5A—C4A—K1 | 139.19 (13) | N9B—C4B—K1viii | 66.38 (9) |
C4A—C5A—N7A | 105.72 (16) | N3B—C4B—K1viii | 61.57 (9) |
C4A—C5A—C6A | 120.46 (15) | C5B—C4B—K1viii | 159.99 (12) |
N7A—C5A—C6A | 133.80 (16) | N7B—C5B—C4B | 108.71 (15) |
O1A—C6A—N1A | 120.25 (17) | N7B—C5B—C6B | 131.18 (15) |
O1A—C6A—C5A | 125.33 (15) | C4B—C5B—C6B | 120.10 (16) |
N1A—C6A—C5A | 114.42 (15) | O1B—C6B—N1B | 119.42 (16) |
O1A—C6A—K2v | 49.43 (8) | O1B—C6B—C5B | 128.28 (16) |
N1A—C6A—K2v | 111.51 (11) | N1B—C6B—C5B | 112.29 (14) |
C5A—C6A—K2v | 110.04 (10) | O1B—C6B—K2i | 45.59 (8) |
N3A—C2A—N1A | 129.04 (16) | N1B—C6B—K2i | 113.94 (11) |
N3A—C2A—N2A | 117.27 (15) | C5B—C6B—K2i | 111.84 (11) |
N1A—C2A—N2A | 113.60 (16) | N3B—C2B—N2B | 120.51 (14) |
C8A—N9A—C4A | 104.08 (15) | N3B—C2B—N1B | 123.62 (16) |
C8A—N9A—K1 | 140.82 (13) | N2B—C2B—N1B | 115.80 (16) |
C4A—N9A—K1 | 75.62 (9) | C8B—N7B—C5B | 102.17 (14) |
C8A—N7A—C5A | 106.22 (15) | C8B—N9B—C4B | 102.45 (14) |
C8A—N7A—H2 | 126.0 (14) | C8B—N9B—K1viii | 155.32 (12) |
C5A—N7A—H2 | 127.6 (14) | C4B—N9B—K1viii | 89.36 (10) |
C2A—N1A—C6A | 120.32 (16) | C8B—N9B—K1ix | 115.38 (11) |
C2A—N3A—C4A | 111.08 (14) | C4B—N9B—K1ix | 115.65 (10) |
C2A—N3A—K1 | 123.98 (11) | K1viii—N9B—K1ix | 77.22 (3) |
C4A—N3A—K1 | 99.11 (11) | C2B—N3B—C4B | 114.02 (13) |
C2A—N3A—K1v | 114.69 (11) | C2B—N3B—K1viii | 144.94 (11) |
C4A—N3A—K1v | 126.59 (11) | C4B—N3B—K1viii | 94.03 (10) |
K1—N3A—K1v | 77.00 (4) | C2B—N1B—C6B | 124.67 (16) |
C2A—N2A—H3 | 115.0 (14) | C2B—N1B—H8 | 118.0 (13) |
C2A—N2A—H4 | 115.2 (14) | C6B—N1B—H8 | 117.1 (13) |
H3—N2A—H4 | 113 (2) | C2B—N2B—H9 | 115.5 (15) |
C6A—O1A—K2 | 142.31 (11) | C2B—N2B—H10 | 117.2 (13) |
C6A—O1A—K2v | 109.47 (10) | H9—N2B—H10 | 115 (2) |
K2—O1A—K2v | 92.57 (4) | C6B—O1B—K2 | 123.87 (11) |
K1—O2W—K1v | 88.36 (4) | C6B—O1B—K2i | 115.20 (11) |
K1—O2W—K1iii | 96.15 (4) | K2—O1B—K2i | 90.09 (4) |
K1v—O2W—K1iii | 116.92 (4) | C6B—O1B—K2vi | 126.65 (11) |
K1—O2W—H5 | 88.8 (15) | K2—O1B—K2vi | 94.03 (4) |
K1v—O2W—H5 | 107.6 (15) | K2i—O1B—K2vi | 98.87 (4) |
K1iii—O2W—H5 | 135.3 (15) | K2—O3W—H11 | 75.3 (14) |
K1—O2W—H6 | 157.7 (16) | K2—O3W—H12 | 106.5 (14) |
K1v—O2W—H6 | 106.1 (16) | H11—O3W—H12 | 104.9 (14) |
| | | |
N3A—C4A—C5A—N7A | −178.92 (17) | N3B—C4B—C5B—N7B | 177.88 (16) |
N9A—C4A—C5A—N7A | 0.0 (2) | K1viii—C4B—C5B—N7B | 74.1 (4) |
K1—C4A—C5A—N7A | −100.37 (19) | N9B—C4B—C5B—C6B | −179.50 (16) |
N3A—C4A—C5A—C6A | −0.4 (3) | N3B—C4B—C5B—C6B | −0.6 (3) |
N9A—C4A—C5A—C6A | 178.47 (16) | K1viii—C4B—C5B—C6B | −104.4 (4) |
K1—C4A—C5A—C6A | 78.1 (2) | N7B—C5B—C6B—O1B | 0.6 (3) |
C4A—C5A—C6A—O1A | −177.22 (17) | C4B—C5B—C6B—O1B | 178.72 (17) |
N7A—C5A—C6A—O1A | 0.8 (3) | N7B—C5B—C6B—N1B | −178.83 (17) |
C4A—C5A—C6A—N1A | 2.5 (2) | C4B—C5B—C6B—N1B | −0.7 (2) |
N7A—C5A—C6A—N1A | −179.55 (19) | N7B—C5B—C6B—K2i | −49.3 (2) |
C4A—C5A—C6A—K2v | 128.93 (15) | C4B—C5B—C6B—K2i | 128.82 (14) |
N7A—C5A—C6A—K2v | −53.1 (2) | N9B—C8B—N7B—C5B | −0.4 (2) |
N7A—C8A—N9A—C4A | −0.2 (2) | C4B—C5B—N7B—C8B | 0.84 (19) |
N7A—C8A—N9A—K1 | 84.3 (2) | C6B—C5B—N7B—C8B | 179.10 (19) |
N3A—C4A—N9A—C8A | 179.01 (18) | N7B—C8B—N9B—C4B | −0.2 (2) |
C5A—C4A—N9A—C8A | 0.1 (2) | N7B—C8B—N9B—K1viii | −117.1 (3) |
K1—C4A—N9A—C8A | 139.53 (14) | N7B—C8B—N9B—K1ix | 126.39 (14) |
N3A—C4A—N9A—K1 | 39.48 (16) | N3B—C4B—N9B—C8B | −178.19 (17) |
C5A—C4A—N9A—K1 | −139.42 (15) | C5B—C4B—N9B—C8B | 0.70 (19) |
N9A—C8A—N7A—C5A | 0.2 (2) | K1viii—C4B—N9B—C8B | −158.15 (13) |
C4A—C5A—N7A—C8A | −0.1 (2) | N3B—C4B—N9B—K1viii | −20.05 (17) |
C6A—C5A—N7A—C8A | −178.3 (2) | C5B—C4B—N9B—K1viii | 158.85 (13) |
N3A—C2A—N1A—C6A | 1.0 (3) | N3B—C4B—N9B—K1ix | 55.4 (2) |
N2A—C2A—N1A—C6A | −175.34 (15) | C5B—C4B—N9B—K1ix | −125.67 (12) |
O1A—C6A—N1A—C2A | 177.00 (16) | K1viii—C4B—N9B—K1ix | 75.48 (7) |
C5A—C6A—N1A—C2A | −2.7 (2) | N2B—C2B—N3B—C4B | 177.57 (16) |
K2v—C6A—N1A—C2A | −128.41 (14) | N1B—C2B—N3B—C4B | 0.8 (2) |
N1A—C2A—N3A—C4A | 1.1 (3) | N2B—C2B—N3B—K1viii | −42.2 (3) |
N2A—C2A—N3A—C4A | 177.34 (15) | N1B—C2B—N3B—K1viii | 141.09 (15) |
N1A—C2A—N3A—K1 | −116.54 (17) | N9B—C4B—N3B—C2B | 179.32 (16) |
N2A—C2A—N3A—K1 | 59.7 (2) | C5B—C4B—N3B—C2B | 0.6 (2) |
N1A—C2A—N3A—K1v | 152.81 (15) | K1viii—C4B—N3B—C2B | 158.40 (16) |
N2A—C2A—N3A—K1v | −30.98 (18) | N9B—C4B—N3B—K1viii | 20.92 (18) |
N9A—C4A—N3A—C2A | 179.91 (17) | C5B—C4B—N3B—K1viii | −157.80 (16) |
C5A—C4A—N3A—C2A | −1.3 (3) | N3B—C2B—N1B—C6B | −2.4 (3) |
K1—C4A—N3A—C2A | −131.95 (15) | N2B—C2B—N1B—C6B | −179.26 (16) |
N9A—C4A—N3A—K1 | −48.14 (19) | O1B—C6B—N1B—C2B | −177.35 (16) |
C5A—C4A—N3A—K1 | 130.61 (17) | C5B—C6B—N1B—C2B | 2.2 (2) |
N9A—C4A—N3A—K1v | 32.4 (2) | K2i—C6B—N1B—C2B | −126.30 (14) |
C5A—C4A—N3A—K1v | −148.87 (15) | N1B—C6B—O1B—K2 | −155.75 (12) |
K1—C4A—N3A—K1v | 80.52 (10) | C5B—C6B—O1B—K2 | 24.8 (2) |
N1A—C6A—O1A—K2 | −144.22 (14) | K2i—C6B—O1B—K2 | 108.53 (13) |
C5A—C6A—O1A—K2 | 35.5 (3) | N1B—C6B—O1B—K2i | 95.72 (16) |
K2v—C6A—O1A—K2 | 122.38 (19) | C5B—C6B—O1B—K2i | −83.7 (2) |
N1A—C6A—O1A—K2v | 93.40 (16) | N1B—C6B—O1B—K2vi | −28.5 (2) |
C5A—C6A—O1A—K2v | −86.91 (18) | C5B—C6B—O1B—K2vi | 152.05 (14) |
N9B—C4B—C5B—N7B | −1.0 (2) | K2i—C6B—O1B—K2vi | −124.24 (15) |
Symmetry codes: (i) x, y+1, z; (ii) x+1/2, −y+3/2, z+1/2; (iii) −x+1, −y, −z+2; (iv) x+1/2, −y+1/2, z+1/2; (v) x, y−1, z; (vi) −x+1/2, −y+3/2, −z+1; (vii) −x+1/2, −y+1/2, −z+1; (viii) x−1/2, −y+3/2, z−1/2; (ix) x−1/2, −y+1/2, z−1/2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O2W—H5···N9A | 0.84 (2) | 2.00 (2) | 2.810 (2) | 164 (2) |
N7A—H2···O3W | 0.87 (2) | 1.96 (2) | 2.820 (2) | 173 (2) |
O3W—H11···N7B | 0.96 (1) | 1.83 (2) | 2.7718 (19) | 167 (2) |
N2A—H3···N3Biv | 0.89 (2) | 2.19 (2) | 3.019 (2) | 155.5 (19) |
N1B—H8···O1Avi | 0.84 (2) | 2.13 (2) | 2.967 (2) | 173.1 (19) |
O3W—H12···N7Bv | 0.95 (1) | 1.99 (2) | 2.907 (2) | 162 (2) |
Symmetry codes: (iv) x+1/2, −y+1/2, z+1/2; (v) x, y−1, z; (vi) −x+1/2, −y+3/2, −z+1. |
potassium{2-amino-6-oxo-1-hydro-purine-7(9)-ide/2-amino-6-oxo-7-hydro-purine-1(3)-ide}monohydrate (150K)
top
Crystal data top
C10H12K2N10O4 | F(000) = 1696 |
Mr = 414.50 | Dx = 1.777 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
a = 36.534 (3) Å | Cell parameters from 7917 reflections |
b = 3.84179 (16) Å | θ = 2.8–29.1° |
c = 28.656 (2) Å | µ = 0.66 mm−1 |
β = 129.598 (12)° | T = 150 K |
V = 3099.1 (5) Å3 | Needle, colourless |
Z = 8 | 0.4 × 0.1 × 0.03 mm |
Data collection top
Xcalibur, Ruby, Gemini ultra diffractometer | 4123 independent reflections |
Radiation source: fine-focus sealed X-ray tube, Enhance (Mo) X-ray Source | 2877 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.067 |
Detector resolution: 10.357 pixels mm-1 | θmax = 29.6°, θmin = 2.2° |
ω scans | h = −49→50 |
Absorption correction: multi-scan CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm. | k = −5→5 |
Tmin = 0.743, Tmax = 1.000 | l = −37→39 |
26051 measured reflections | |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: structure-invariant direct methods |
R[F2 > 2σ(F2)] = 0.037 | Hydrogen site location: difference Fourier map |
wR(F2) = 0.089 | Only H-atom coordinates refined |
S = 0.91 | w = 1/[σ2(Fo2) + (0.0522P)2] where P = (Fo2 + 2Fc2)/3 |
4123 reflections | (Δ/σ)max = 0.003 |
271 parameters | Δρmax = 0.44 e Å−3 |
3 restraints | Δρmin = −0.39 e Å−3 |
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 | |
K1 | 0.49295 (2) | 0.14592 (12) | 0.92220 (2) | 0.01886 (11) | |
C8A | 0.33139 (7) | 0.0481 (6) | 0.79432 (9) | 0.0262 (5) | |
H1 | 0.3110 (8) | 0.116 (6) | 0.8052 (10) | 0.031* | |
C4A | 0.38668 (6) | −0.1471 (5) | 0.79592 (8) | 0.0164 (4) | |
C5A | 0.35046 (6) | −0.0417 (5) | 0.73728 (8) | 0.0159 (4) | |
C6A | 0.35567 (6) | −0.0672 (5) | 0.69258 (8) | 0.0142 (4) | |
C2A | 0.43020 (6) | −0.3079 (5) | 0.77046 (8) | 0.0138 (4) | |
N9A | 0.37438 (5) | −0.0899 (5) | 0.83175 (7) | 0.0229 (4) | |
N7A | 0.31520 (6) | 0.0845 (5) | 0.73740 (7) | 0.0207 (4) | |
H2 | 0.2881 (8) | 0.157 (6) | 0.7073 (10) | 0.025* | |
N1A | 0.39706 (5) | −0.2135 (4) | 0.71198 (7) | 0.0147 (3) | |
N3A | 0.42877 (5) | −0.2836 (4) | 0.81550 (7) | 0.0159 (3) | |
N2A | 0.47169 (5) | −0.4278 (4) | 0.78441 (8) | 0.0166 (3) | |
H3 | 0.4911 (7) | −0.532 (6) | 0.8207 (10) | 0.020* | |
H4 | 0.4678 (7) | −0.534 (6) | 0.7562 (10) | 0.020* | |
O1A | 0.32526 (4) | 0.0348 (4) | 0.63802 (6) | 0.0176 (3) | |
O2W | 0.45272 (5) | −0.3456 (4) | 0.94584 (6) | 0.0198 (3) | |
H5 | 0.4272 (6) | −0.298 (6) | 0.9135 (8) | 0.024* | |
H6 | 0.4450 (8) | −0.438 (6) | 0.9634 (10) | 0.024* | |
K2 | 0.26242 (2) | 0.52427 (11) | 0.57126 (2) | 0.01757 (11) | |
C8B | 0.11968 (6) | 0.7399 (5) | 0.54217 (9) | 0.0176 (4) | |
H7 | 0.1215 (7) | 0.640 (6) | 0.5722 (10) | 0.021* | |
C4B | 0.09110 (6) | 0.9993 (5) | 0.46013 (8) | 0.0133 (4) | |
C5B | 0.13923 (6) | 0.9356 (5) | 0.49170 (8) | 0.0136 (4) | |
C6B | 0.16094 (6) | 1.0478 (5) | 0.46776 (8) | 0.0139 (4) | |
C2B | 0.08208 (6) | 1.2710 (5) | 0.38386 (8) | 0.0127 (4) | |
N7B | 0.15777 (5) | 0.7697 (4) | 0.54556 (7) | 0.0166 (3) | |
N9B | 0.07821 (5) | 0.8710 (4) | 0.49188 (7) | 0.0152 (3) | |
N3B | 0.06140 (5) | 1.1683 (4) | 0.40573 (6) | 0.0128 (3) | |
N1B | 0.12920 (5) | 1.2123 (4) | 0.41217 (7) | 0.0131 (3) | |
H8 | 0.1399 (7) | 1.294 (6) | 0.3954 (9) | 0.016* | |
N2B | 0.05681 (5) | 1.4312 (5) | 0.32953 (7) | 0.0156 (3) | |
H9 | 0.0320 (8) | 1.523 (6) | 0.3173 (10) | 0.019* | |
H10 | 0.0724 (7) | 1.540 (6) | 0.3196 (9) | 0.019* | |
O1B | 0.20352 (4) | 1.0188 (4) | 0.49036 (6) | 0.0172 (3) | |
O3W | 0.22530 (5) | 0.2963 (4) | 0.63128 (6) | 0.0281 (4) | |
H11 | 0.2058 (8) | 0.485 (4) | 0.6079 (10) | 0.034* | |
H12 | 0.2097 (8) | 0.092 (3) | 0.6118 (10) | 0.034* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
K1 | 0.0181 (2) | 0.0215 (2) | 0.0189 (2) | −0.00423 (16) | 0.01271 (18) | −0.00296 (17) |
C8A | 0.0193 (10) | 0.0404 (14) | 0.0199 (11) | 0.0075 (9) | 0.0129 (9) | 0.0034 (9) |
C4A | 0.0133 (8) | 0.0206 (10) | 0.0127 (9) | −0.0010 (7) | 0.0071 (7) | −0.0006 (8) |
C5A | 0.0108 (8) | 0.0203 (10) | 0.0143 (9) | 0.0000 (7) | 0.0069 (8) | 0.0000 (7) |
C6A | 0.0106 (8) | 0.0136 (10) | 0.0131 (9) | −0.0028 (6) | 0.0051 (8) | −0.0003 (7) |
C2A | 0.0110 (8) | 0.0136 (10) | 0.0138 (9) | −0.0023 (7) | 0.0065 (7) | −0.0009 (7) |
N9A | 0.0172 (8) | 0.0368 (11) | 0.0158 (8) | 0.0066 (7) | 0.0109 (7) | 0.0031 (7) |
N7A | 0.0126 (8) | 0.0307 (11) | 0.0146 (8) | 0.0065 (7) | 0.0066 (7) | 0.0042 (7) |
N1A | 0.0117 (7) | 0.0191 (9) | 0.0119 (7) | −0.0009 (6) | 0.0068 (6) | 0.0005 (6) |
N3A | 0.0110 (7) | 0.0219 (9) | 0.0116 (8) | 0.0009 (6) | 0.0056 (6) | 0.0006 (6) |
N2A | 0.0120 (7) | 0.0244 (10) | 0.0109 (8) | 0.0039 (6) | 0.0062 (7) | 0.0015 (7) |
O1A | 0.0130 (6) | 0.0211 (8) | 0.0122 (7) | 0.0007 (5) | 0.0050 (5) | 0.0024 (5) |
O2W | 0.0136 (6) | 0.0295 (8) | 0.0148 (7) | 0.0004 (6) | 0.0084 (6) | 0.0053 (6) |
K2 | 0.01360 (19) | 0.0189 (2) | 0.0159 (2) | 0.00080 (15) | 0.00738 (17) | 0.00181 (16) |
C8B | 0.0180 (9) | 0.0198 (11) | 0.0157 (10) | −0.0011 (7) | 0.0111 (8) | 0.0015 (8) |
C4B | 0.0120 (8) | 0.0151 (9) | 0.0114 (9) | −0.0019 (7) | 0.0068 (7) | −0.0037 (7) |
C5B | 0.0106 (8) | 0.0155 (10) | 0.0110 (9) | 0.0005 (7) | 0.0052 (7) | −0.0004 (7) |
C6B | 0.0114 (8) | 0.0146 (10) | 0.0128 (9) | −0.0016 (7) | 0.0064 (8) | −0.0037 (7) |
C2B | 0.0105 (8) | 0.0143 (9) | 0.0117 (9) | −0.0015 (7) | 0.0063 (7) | −0.0046 (7) |
N7B | 0.0143 (7) | 0.0194 (9) | 0.0123 (8) | 0.0002 (6) | 0.0067 (6) | 0.0013 (6) |
N9B | 0.0153 (7) | 0.0169 (9) | 0.0149 (8) | −0.0012 (6) | 0.0102 (7) | 0.0008 (6) |
N3B | 0.0100 (7) | 0.0162 (8) | 0.0109 (7) | −0.0013 (6) | 0.0060 (6) | −0.0020 (6) |
N1B | 0.0103 (7) | 0.0178 (9) | 0.0126 (8) | −0.0009 (6) | 0.0079 (6) | 0.0006 (6) |
N2B | 0.0097 (7) | 0.0226 (10) | 0.0152 (8) | 0.0030 (6) | 0.0083 (7) | 0.0055 (6) |
O1B | 0.0081 (6) | 0.0245 (8) | 0.0153 (7) | 0.0024 (5) | 0.0058 (5) | 0.0023 (5) |
O3W | 0.0168 (7) | 0.0245 (9) | 0.0232 (8) | 0.0035 (6) | 0.0035 (6) | 0.0021 (6) |
Geometric parameters (Å, º) top
K1—O2W | 2.7302 (15) | O1A—K2v | 2.6792 (14) |
K1—O2Wi | 2.7758 (16) | O2W—H5 | 0.812 (17) |
K1—N3A | 2.9036 (17) | O2W—H6 | 0.799 (18) |
K1—N3Bii | 2.9140 (15) | K2—O1B | 2.6936 (14) |
K1—N9Bii | 3.0341 (17) | K2—O1Bv | 2.7234 (14) |
K1—O2Wiii | 3.0428 (15) | K2—O1Bvi | 2.7378 (14) |
K1—N9Biv | 3.1152 (16) | K2—O3W | 2.9218 (17) |
K1—N3Ai | 3.2421 (16) | K2—C6Bv | 3.4462 (18) |
K1—C4Bii | 3.3061 (18) | K2—K2v | 3.8418 (1) |
K1—C4A | 3.395 (2) | K2—K2i | 3.8418 (2) |
K1—N9A | 3.4627 (18) | K2—K2vi | 3.9732 (9) |
K1—K1v | 3.8418 (2) | K2—K2vii | 4.1496 (9) |
K1—H5 | 2.82 (2) | K2—H11 | 2.86 (2) |
C8A—N9A | 1.323 (3) | C8B—N7B | 1.336 (2) |
C8A—N7A | 1.342 (3) | C8B—N9B | 1.357 (2) |
C8A—H1 | 1.01 (2) | C8B—H7 | 0.91 (2) |
C4A—N3A | 1.362 (2) | C4B—N9B | 1.356 (2) |
C4A—N9A | 1.376 (2) | C4B—N3B | 1.368 (2) |
C4A—C5A | 1.380 (3) | C4B—C5B | 1.394 (2) |
C5A—N7A | 1.379 (2) | C5B—N7B | 1.384 (2) |
C5A—C6A | 1.413 (3) | C5B—C6B | 1.407 (3) |
C6A—O1A | 1.272 (2) | C6B—O1B | 1.252 (2) |
C6A—N1A | 1.357 (2) | C6B—N1B | 1.388 (2) |
C6A—K2v | 3.3251 (19) | C2B—N3B | 1.313 (2) |
C2A—N3A | 1.328 (2) | C2B—N2B | 1.350 (2) |
C2A—N1A | 1.349 (2) | C2B—N1B | 1.376 (2) |
C2A—N2A | 1.378 (2) | N1B—H8 | 0.85 (2) |
N7A—H2 | 0.84 (2) | N2B—H9 | 0.82 (2) |
N2A—H3 | 0.90 (2) | N2B—H10 | 0.89 (2) |
N2A—H4 | 0.83 (2) | O3W—H11 | 0.935 (13) |
O1A—K2 | 2.6205 (13) | O3W—H12 | 0.922 (13) |
| | | |
O2W—K1—O2Wi | 88.49 (4) | K1iii—O2W—H6 | 62.7 (17) |
O2W—K1—N3A | 70.56 (5) | H5—O2W—H6 | 102 (2) |
O2Wi—K1—N3A | 117.33 (4) | O1A—K2—O1Ai | 92.92 (4) |
O2W—K1—N3Bii | 149.65 (5) | O1A—K2—O1B | 169.11 (4) |
O2Wi—K1—N3Bii | 120.65 (5) | O1Ai—K2—O1B | 87.08 (4) |
N3A—K1—N3Bii | 99.73 (5) | O1A—K2—O1Bv | 87.65 (4) |
O2W—K1—N9Bii | 138.51 (4) | O1Ai—K2—O1Bv | 169.22 (4) |
O2Wi—K1—N9Bii | 83.69 (4) | O1B—K2—O1Bv | 90.34 (4) |
N3A—K1—N9Bii | 147.34 (5) | O1A—K2—O1Bvi | 83.15 (4) |
N3Bii—K1—N9Bii | 47.90 (4) | O1Ai—K2—O1Bvi | 88.28 (4) |
O2W—K1—O2Wiii | 83.91 (4) | O1B—K2—O1Bvi | 85.97 (4) |
O2Wi—K1—O2Wiii | 63.05 (5) | O1Bv—K2—O1Bvi | 81.10 (4) |
N3A—K1—O2Wiii | 154.32 (5) | O1A—K2—O3W | 82.79 (4) |
N3Bii—K1—O2Wiii | 101.07 (4) | O1Ai—K2—O3W | 107.88 (4) |
N9Bii—K1—O2Wiii | 56.29 (4) | O1B—K2—O3W | 107.58 (4) |
O2W—K1—N9Biv | 82.91 (4) | O1Bv—K2—O3W | 82.87 (4) |
O2Wi—K1—N9Biv | 139.54 (4) | O1Bvi—K2—O3W | 159.05 (5) |
N3A—K1—N9Biv | 96.84 (5) | O1A—K2—C6Ai | 74.84 (5) |
N3Bii—K1—N9Biv | 69.46 (4) | O1Ai—K2—C6Ai | 21.16 (4) |
N9Bii—K1—N9Biv | 77.32 (4) | O1B—K2—C6Ai | 106.92 (5) |
O2Wiii—K1—N9Biv | 76.72 (4) | O1Bv—K2—C6Ai | 162.48 (4) |
O2W—K1—N3Ai | 121.43 (4) | O1Bvi—K2—C6Ai | 96.83 (4) |
O2Wi—K1—N3Ai | 64.99 (4) | O3W—K2—C6Ai | 94.39 (4) |
N3A—K1—N3Ai | 77.16 (4) | O1A—K2—C6Bv | 102.03 (5) |
N3Bii—K1—N3Ai | 82.02 (4) | O1Ai—K2—C6Bv | 164.91 (4) |
N9Bii—K1—N3Ai | 91.67 (4) | O1B—K2—C6Bv | 78.63 (5) |
O2Wiii—K1—N3Ai | 120.56 (4) | O1Bv—K2—C6Bv | 19.21 (4) |
N9Biv—K1—N3Ai | 149.54 (4) | O1Bvi—K2—C6Bv | 95.44 (4) |
O2W—K1—C4Bii | 147.80 (4) | O3W—K2—C6Bv | 72.48 (4) |
O2Wi—K1—C4Bii | 105.18 (5) | C6Ai—K2—C6Bv | 166.85 (5) |
N3A—K1—C4Bii | 123.99 (5) | O1A—K2—K2v | 44.15 (3) |
N3Bii—K1—C4Bii | 24.38 (4) | O1Ai—K2—K2v | 137.06 (3) |
N9Bii—K1—C4Bii | 24.22 (4) | O1B—K2—K2v | 134.86 (3) |
O2Wiii—K1—C4Bii | 77.04 (4) | O1Bv—K2—K2v | 44.52 (3) |
N9Biv—K1—C4Bii | 67.67 (4) | O1Bvi—K2—K2v | 86.53 (3) |
N3Ai—K1—C4Bii | 90.70 (5) | O3W—K2—K2v | 72.56 (3) |
O2W—K1—C4A | 66.70 (4) | C6Ai—K2—K2v | 118.16 (3) |
O2Wi—K1—C4A | 94.00 (5) | C6Bv—K2—K2v | 57.92 (3) |
N3A—K1—C4A | 23.34 (4) | O1A—K2—K2i | 135.85 (3) |
N3Bii—K1—C4A | 115.15 (4) | O1Ai—K2—K2i | 42.94 (3) |
N9Bii—K1—C4A | 154.31 (5) | O1B—K2—K2i | 45.14 (3) |
O2Wiii—K1—C4A | 143.63 (4) | O1Bv—K2—K2i | 135.48 (3) |
N9Biv—K1—C4A | 117.96 (5) | O1Bvi—K2—K2i | 93.46 (3) |
N3Ai—K1—C4A | 64.57 (5) | O3W—K2—K2i | 107.44 (3) |
C4Bii—K1—C4A | 138.67 (5) | C6Ai—K2—K2i | 61.84 (3) |
O2W—K1—N9A | 52.43 (4) | C6Bv—K2—K2i | 122.08 (3) |
O2Wi—K1—N9A | 76.26 (4) | K2v—K2—K2i | 180.0 |
N3A—K1—N9A | 43.76 (4) | O1A—K2—K2vi | 125.70 (4) |
N3Bii—K1—N9A | 137.41 (4) | O1Ai—K2—K2vi | 86.84 (3) |
N9Bii—K1—N9A | 157.28 (5) | O1B—K2—K2vi | 43.42 (3) |
O2Wiii—K1—N9A | 120.67 (4) | O1Bv—K2—K2vi | 84.11 (3) |
N9Biv—K1—N9A | 125.15 (5) | O1Bvi—K2—K2vi | 42.55 (3) |
N3Ai—K1—N9A | 70.32 (4) | O3W—K2—K2vi | 148.02 (3) |
C4Bii—K1—N9A | 158.62 (4) | C6Ai—K2—K2vi | 106.22 (4) |
C4A—K1—N9A | 23.12 (4) | C6Bv—K2—K2vi | 86.08 (4) |
O2W—K1—K1v | 46.24 (3) | K2v—K2—K2vi | 115.882 (13) |
O2Wi—K1—K1v | 134.73 (3) | K2i—K2—K2vi | 64.116 (13) |
N3A—K1—K1v | 55.37 (3) | O1A—K2—K2vii | 83.94 (3) |
N3Bii—K1—K1v | 104.18 (3) | O1Ai—K2—K2vii | 128.68 (3) |
N9Bii—K1—K1v | 127.71 (3) | O1B—K2—K2vii | 87.57 (3) |
O2Wiii—K1—K1v | 104.60 (3) | O1Bv—K2—K2vii | 40.68 (3) |
N9Biv—K1—K1v | 50.40 (3) | O1Bvi—K2—K2vii | 40.42 (3) |
N3Ai—K1—K1v | 132.53 (3) | O3W—K2—K2vii | 122.32 (4) |
C4Bii—K1—K1v | 114.34 (3) | C6Ai—K2—K2vii | 134.78 (4) |
C4A—K1—K1v | 70.63 (4) | C6Bv—K2—K2vii | 56.14 (3) |
N9A—K1—K1v | 74.83 (3) | K2v—K2—K2vii | 59.479 (12) |
O2W—K1—H5 | 16.7 (4) | K2i—K2—K2vii | 120.519 (12) |
O2Wi—K1—H5 | 83.9 (5) | K2vi—K2—K2vii | 56.403 (13) |
N3A—K1—H5 | 59.5 (4) | O1A—K2—H11 | 101.3 (3) |
N3Bii—K1—H5 | 154.5 (5) | O1Ai—K2—H11 | 105.5 (4) |
N9Bii—K1—H5 | 152.4 (4) | O1B—K2—H11 | 89.1 (3) |
O2Wiii—K1—H5 | 96.1 (4) | O1Bv—K2—H11 | 84.9 (4) |
N9Biv—K1—H5 | 96.8 (4) | O1Bvi—K2—H11 | 165.1 (5) |
N3Ai—K1—H5 | 105.2 (4) | O3W—K2—H11 | 18.6 (3) |
C4Bii—K1—H5 | 164.0 (4) | C6Ai—K2—H11 | 98.0 (5) |
C4A—K1—H5 | 51.3 (4) | C6Bv—K2—H11 | 69.8 (5) |
N9A—K1—H5 | 35.7 (4) | K2v—K2—H11 | 87.0 (3) |
K1v—K1—H5 | 52.8 (5) | K2i—K2—H11 | 93.0 (3) |
N9A—C8A—N7A | 113.76 (19) | K2vi—K2—H11 | 131.0 (3) |
N9A—C8A—H1 | 125.5 (13) | K2vii—K2—H11 | 125.4 (4) |
N7A—C8A—H1 | 120.7 (13) | N7B—C8B—N9B | 116.83 (18) |
N3A—C4A—N9A | 125.05 (16) | N7B—C8B—H7 | 121.7 (13) |
N3A—C4A—C5A | 124.69 (17) | N9B—C8B—H7 | 121.4 (13) |
N9A—C4A—C5A | 110.25 (16) | N9B—C4B—N3B | 125.05 (15) |
N3A—C4A—K1 | 57.64 (9) | N9B—C4B—C5B | 109.54 (16) |
N9A—C4A—K1 | 81.21 (10) | N3B—C4B—C5B | 125.40 (17) |
C5A—C4A—K1 | 139.31 (14) | N9B—C4B—K1viii | 66.59 (9) |
C4A—C5A—N7A | 105.81 (17) | N3B—C4B—K1viii | 61.54 (9) |
C4A—C5A—C6A | 120.32 (16) | C5B—C4B—K1viii | 160.25 (13) |
N7A—C5A—C6A | 133.84 (17) | N7B—C5B—C4B | 108.85 (16) |
O1A—C6A—N1A | 120.23 (17) | N7B—C5B—C6B | 131.14 (15) |
O1A—C6A—C5A | 125.17 (16) | C4B—C5B—C6B | 119.97 (16) |
N1A—C6A—C5A | 114.61 (16) | O1B—C6B—N1B | 119.19 (17) |
O1A—C6A—K2v | 49.48 (9) | O1B—C6B—C5B | 128.40 (17) |
N1A—C6A—K2v | 111.37 (12) | N1B—C6B—C5B | 112.41 (15) |
C5A—C6A—K2v | 109.90 (11) | O1B—C6B—K2i | 45.70 (9) |
N3A—C2A—N1A | 128.95 (16) | N1B—C6B—K2i | 113.54 (12) |
N3A—C2A—N2A | 117.34 (16) | C5B—C6B—K2i | 112.01 (11) |
N1A—C2A—N2A | 113.61 (17) | N3B—C2B—N2B | 120.60 (15) |
C8A—N9A—C4A | 104.04 (16) | N3B—C2B—N1B | 123.64 (16) |
C8A—N9A—K1 | 140.73 (15) | N2B—C2B—N1B | 115.70 (17) |
C4A—N9A—K1 | 75.67 (10) | C8B—N7B—C5B | 102.22 (14) |
C8A—N7A—C5A | 106.14 (16) | C8B—N9B—C4B | 102.54 (15) |
C8A—N7A—H2 | 126.6 (15) | C8B—N9B—K1viii | 155.32 (13) |
C5A—N7A—H2 | 127.1 (15) | C4B—N9B—K1viii | 89.20 (10) |
C2A—N1A—C6A | 120.24 (16) | C8B—N9B—K1ix | 115.31 (12) |
C2A—N3A—C4A | 111.12 (15) | C4B—N9B—K1ix | 115.77 (11) |
C2A—N3A—K1 | 123.91 (11) | K1viii—N9B—K1ix | 77.31 (4) |
C4A—N3A—K1 | 99.02 (12) | C2B—N3B—C4B | 113.99 (14) |
C2A—N3A—K1v | 114.61 (11) | C2B—N3B—K1viii | 144.92 (12) |
C4A—N3A—K1v | 126.64 (12) | C4B—N3B—K1viii | 94.07 (10) |
K1—N3A—K1v | 77.16 (4) | C2B—N1B—C6B | 124.56 (16) |
C2A—N2A—H3 | 113.3 (14) | C2B—N1B—H8 | 117.4 (13) |
C2A—N2A—H4 | 114.1 (14) | C6B—N1B—H8 | 117.9 (13) |
H3—N2A—H4 | 115 (2) | C2B—N2B—H9 | 116.6 (16) |
C6A—O1A—K2 | 142.26 (12) | C2B—N2B—H10 | 118.5 (13) |
C6A—O1A—K2v | 109.36 (11) | H9—N2B—H10 | 115 (2) |
K2—O1A—K2v | 92.91 (4) | C6B—O1B—K2 | 123.76 (12) |
K1—O2W—K1v | 88.49 (4) | C6B—O1B—K2i | 115.09 (12) |
K1—O2W—K1iii | 96.09 (4) | K2—O1B—K2i | 90.34 (4) |
K1v—O2W—K1iii | 116.95 (5) | C6B—O1B—K2vi | 126.68 (12) |
K1—O2W—H5 | 88.1 (16) | K2—O1B—K2vi | 94.03 (4) |
K1v—O2W—H5 | 106.2 (16) | K2i—O1B—K2vi | 98.90 (4) |
K1iii—O2W—H5 | 136.7 (16) | K2—O3W—H11 | 77.0 (15) |
K1—O2W—H6 | 157.6 (18) | K2—O3W—H12 | 103.9 (16) |
K1v—O2W—H6 | 107.2 (18) | H11—O3W—H12 | 109.4 (16) |
| | | |
N3A—C4A—C5A—N7A | −178.93 (19) | N3B—C4B—C5B—N7B | 178.03 (17) |
N9A—C4A—C5A—N7A | 0.3 (2) | K1viii—C4B—C5B—N7B | 73.6 (4) |
K1—C4A—C5A—N7A | −100.1 (2) | N9B—C4B—C5B—C6B | −179.54 (17) |
N3A—C4A—C5A—C6A | −0.8 (3) | N3B—C4B—C5B—C6B | −0.1 (3) |
N9A—C4A—C5A—C6A | 178.36 (18) | K1viii—C4B—C5B—C6B | −104.6 (4) |
K1—C4A—C5A—C6A | 78.0 (3) | N7B—C5B—C6B—O1B | 0.8 (3) |
C4A—C5A—C6A—O1A | −177.15 (18) | C4B—C5B—C6B—O1B | 178.49 (19) |
N7A—C5A—C6A—O1A | 0.3 (4) | N7B—C5B—C6B—N1B | −178.57 (18) |
C4A—C5A—C6A—N1A | 2.7 (3) | C4B—C5B—C6B—N1B | −0.9 (3) |
N7A—C5A—C6A—N1A | −179.8 (2) | N7B—C5B—C6B—K2i | −49.3 (2) |
C4A—C5A—C6A—K2v | 129.03 (16) | C4B—C5B—C6B—K2i | 128.35 (15) |
N7A—C5A—C6A—K2v | −53.5 (3) | N9B—C8B—N7B—C5B | −0.4 (2) |
N7A—C8A—N9A—C4A | −0.1 (3) | C4B—C5B—N7B—C8B | 1.1 (2) |
N7A—C8A—N9A—K1 | 84.3 (3) | C6B—C5B—N7B—C8B | 178.9 (2) |
N3A—C4A—N9A—C8A | 179.1 (2) | N7B—C8B—N9B—C4B | −0.4 (2) |
C5A—C4A—N9A—C8A | −0.1 (2) | N7B—C8B—N9B—K1viii | −117.1 (3) |
K1—C4A—N9A—C8A | 139.44 (16) | N7B—C8B—N9B—K1ix | 126.30 (15) |
N3A—C4A—N9A—K1 | 39.65 (18) | N3B—C4B—N9B—C8B | −178.36 (18) |
C5A—C4A—N9A—K1 | −139.53 (16) | C5B—C4B—N9B—C8B | 1.1 (2) |
N9A—C8A—N7A—C5A | 0.3 (3) | K1viii—C4B—N9B—C8B | −158.10 (14) |
C4A—C5A—N7A—C8A | −0.3 (2) | N3B—C4B—N9B—K1viii | −20.26 (19) |
C6A—C5A—N7A—C8A | −178.0 (2) | C5B—C4B—N9B—K1viii | 159.17 (14) |
N3A—C2A—N1A—C6A | 1.0 (3) | N3B—C4B—N9B—K1ix | 55.2 (2) |
N2A—C2A—N1A—C6A | −175.31 (16) | C5B—C4B—N9B—K1ix | −125.35 (13) |
O1A—C6A—N1A—C2A | 177.10 (17) | K1viii—C4B—N9B—K1ix | 75.48 (7) |
C5A—C6A—N1A—C2A | −2.8 (3) | N2B—C2B—N3B—C4B | 177.83 (17) |
K2v—C6A—N1A—C2A | −128.31 (15) | N1B—C2B—N3B—C4B | 0.8 (3) |
N1A—C2A—N3A—C4A | 1.0 (3) | N2B—C2B—N3B—K1viii | −41.9 (3) |
N2A—C2A—N3A—C4A | 177.19 (17) | N1B—C2B—N3B—K1viii | 141.02 (16) |
N1A—C2A—N3A—K1 | −116.49 (18) | N9B—C4B—N3B—C2B | 179.58 (18) |
N2A—C2A—N3A—K1 | 59.7 (2) | C5B—C4B—N3B—C2B | 0.2 (3) |
N1A—C2A—N3A—K1v | 152.74 (16) | K1viii—C4B—N3B—C2B | 158.39 (17) |
N2A—C2A—N3A—K1v | −31.1 (2) | N9B—C4B—N3B—K1viii | 21.19 (19) |
N9A—C4A—N3A—C2A | 179.89 (19) | C5B—C4B—N3B—K1viii | −158.15 (17) |
C5A—C4A—N3A—C2A | −1.0 (3) | N3B—C2B—N1B—C6B | −2.0 (3) |
K1—C4A—N3A—C2A | −131.82 (17) | N2B—C2B—N1B—C6B | −179.18 (17) |
N9A—C4A—N3A—K1 | −48.3 (2) | O1B—C6B—N1B—C2B | −177.54 (17) |
C5A—C4A—N3A—K1 | 130.78 (18) | C5B—C6B—N1B—C2B | 1.9 (3) |
N9A—C4A—N3A—K1v | 32.4 (3) | K2i—C6B—N1B—C2B | −126.54 (15) |
C5A—C4A—N3A—K1v | −148.56 (16) | N1B—C6B—O1B—K2 | −155.89 (12) |
K1—C4A—N3A—K1v | 80.66 (11) | C5B—C6B—O1B—K2 | 24.8 (3) |
N1A—C6A—O1A—K2 | −143.91 (15) | K2i—C6B—O1B—K2 | 108.72 (14) |
C5A—C6A—O1A—K2 | 35.9 (3) | N1B—C6B—O1B—K2i | 95.40 (17) |
K2v—C6A—O1A—K2 | 122.8 (2) | C5B—C6B—O1B—K2i | −84.0 (2) |
N1A—C6A—O1A—K2v | 93.26 (17) | N1B—C6B—O1B—K2vi | −28.8 (2) |
C5A—C6A—O1A—K2v | −86.88 (19) | C5B—C6B—O1B—K2vi | 151.86 (15) |
N9B—C4B—C5B—N7B | −1.4 (2) | K2i—C6B—O1B—K2vi | −124.17 (16) |
Symmetry codes: (i) x, y+1, z; (ii) x+1/2, −y+3/2, z+1/2; (iii) −x+1, −y, −z+2; (iv) x+1/2, −y+1/2, z+1/2; (v) x, y−1, z; (vi) −x+1/2, −y+3/2, −z+1; (vii) −x+1/2, −y+1/2, −z+1; (viii) x−1/2, −y+3/2, z−1/2; (ix) x−1/2, −y+1/2, z−1/2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O2W—H5···N9A | 0.81 (2) | 2.02 (2) | 2.814 (2) | 165 (2) |
N7A—H2···O3W | 0.84 (2) | 1.98 (2) | 2.822 (2) | 174 (2) |
O3W—H11···N7B | 0.94 (1) | 1.86 (2) | 2.775 (2) | 165 (2) |
N2A—H3···N3Biv | 0.90 (2) | 2.20 (2) | 3.026 (2) | 153.1 (19) |
N1B—H8···O1Avi | 0.85 (2) | 2.13 (2) | 2.972 (2) | 172.9 (19) |
O3W—H12···N7Bv | 0.92 (1) | 2.03 (2) | 2.914 (2) | 159 (2) |
Symmetry codes: (iv) x+1/2, −y+1/2, z+1/2; (v) x, y−1, z; (vi) −x+1/2, −y+3/2, −z+1. |
potassium{2-amino-6-oxo-1-hydro-purine-7(9)-ide/2-amino-6-oxo-7-hydro-purine-1(3)-ide}monohydrate (200K)
top
Crystal data top
C10H12K2N10O4 | F(000) = 1696 |
Mr = 414.50 | Dx = 1.769 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
a = 36.553 (3) Å | Cell parameters from 8192 reflections |
b = 3.85466 (15) Å | θ = 2.8–29.2° |
c = 28.687 (2) Å | µ = 0.66 mm−1 |
β = 129.646 (12)° | T = 200 K |
V = 3112.3 (5) Å3 | Needle, colourless |
Z = 8 | 0.4 × 0.1 × 0.03 mm |
Data collection top
Xcalibur, Ruby, Gemini ultra diffractometer | 4145 independent reflections |
Radiation source: fine-focus sealed X-ray tube, Enhance (Mo) X-ray Source | 2899 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.055 |
Detector resolution: 10.3457 pixels mm-1 | θmax = 29.6°, θmin = 2.2° |
ω scans | h = −49→50 |
Absorption correction: multi-scan CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm. | k = −5→5 |
Tmin = 0.765, Tmax = 1.000 | l = −37→39 |
26502 measured reflections | |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: structure-invariant direct methods |
R[F2 > 2σ(F2)] = 0.032 | Hydrogen site location: difference Fourier map |
wR(F2) = 0.074 | Only H-atom coordinates refined |
S = 0.90 | w = 1/[σ2(Fo2) + (0.042P)2] where P = (Fo2 + 2Fc2)/3 |
4145 reflections | (Δ/σ)max = 0.002 |
271 parameters | Δρmax = 0.39 e Å−3 |
3 restraints | Δρmin = −0.27 e Å−3 |
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 | |
K1 | 0.49291 (2) | 0.14581 (10) | 0.92212 (2) | 0.02246 (10) | |
C8A | 0.33142 (6) | 0.0477 (6) | 0.79419 (8) | 0.0314 (4) | |
H1 | 0.3107 (7) | 0.121 (5) | 0.8050 (9) | 0.038* | |
C4A | 0.38660 (5) | −0.1466 (4) | 0.79567 (7) | 0.0185 (3) | |
C5A | 0.35045 (5) | −0.0414 (4) | 0.73708 (7) | 0.0186 (3) | |
C6A | 0.35558 (5) | −0.0664 (4) | 0.69246 (7) | 0.0159 (3) | |
C2A | 0.43016 (5) | −0.3055 (4) | 0.77032 (7) | 0.0154 (3) | |
N9A | 0.37434 (5) | −0.0893 (4) | 0.83152 (6) | 0.0273 (4) | |
N7A | 0.31521 (5) | 0.0846 (4) | 0.73729 (6) | 0.0247 (3) | |
H2 | 0.2878 (7) | 0.163 (5) | 0.7066 (9) | 0.030* | |
N1A | 0.39701 (4) | −0.2119 (4) | 0.71192 (6) | 0.0170 (3) | |
N3A | 0.42869 (4) | −0.2826 (4) | 0.81532 (6) | 0.0178 (3) | |
N2A | 0.47150 (5) | −0.4267 (4) | 0.78418 (7) | 0.0195 (3) | |
H3 | 0.4910 (6) | −0.519 (5) | 0.8198 (8) | 0.023* | |
H4 | 0.4680 (6) | −0.537 (5) | 0.7559 (8) | 0.023* | |
O1A | 0.32516 (4) | 0.0355 (3) | 0.63797 (5) | 0.0197 (3) | |
O2W | 0.45264 (4) | −0.3452 (3) | 0.94572 (5) | 0.0239 (3) | |
H5 | 0.4272 (6) | −0.297 (5) | 0.9142 (7) | 0.029* | |
H6 | 0.4448 (7) | −0.434 (5) | 0.9632 (8) | 0.029* | |
K2 | 0.26244 (2) | 0.52483 (10) | 0.57127 (2) | 0.02056 (10) | |
C8B | 0.11968 (5) | 0.7408 (4) | 0.54194 (7) | 0.0201 (4) | |
H7 | 0.1222 (6) | 0.640 (5) | 0.5732 (8) | 0.024* | |
C4B | 0.09117 (5) | 1.0001 (4) | 0.46014 (7) | 0.0143 (3) | |
C5B | 0.13921 (5) | 0.9360 (4) | 0.49160 (7) | 0.0150 (3) | |
C6B | 0.16096 (5) | 1.0481 (4) | 0.46775 (7) | 0.0143 (3) | |
C2B | 0.08225 (5) | 1.2707 (4) | 0.38407 (6) | 0.0139 (3) | |
N7B | 0.15784 (4) | 0.7697 (4) | 0.54565 (6) | 0.0190 (3) | |
N9B | 0.07821 (4) | 0.8718 (4) | 0.49187 (6) | 0.0176 (3) | |
N3B | 0.06151 (4) | 1.1690 (3) | 0.40588 (5) | 0.0145 (3) | |
N1B | 0.12931 (4) | 1.2115 (4) | 0.41239 (6) | 0.0152 (3) | |
H8 | 0.1401 (6) | 1.290 (5) | 0.3966 (8) | 0.018* | |
N2B | 0.05693 (5) | 1.4305 (4) | 0.32978 (6) | 0.0187 (3) | |
H9 | 0.0323 (6) | 1.517 (5) | 0.3178 (8) | 0.022* | |
H10 | 0.0736 (6) | 1.539 (5) | 0.3206 (8) | 0.022* | |
O1B | 0.20354 (3) | 1.0183 (3) | 0.49042 (5) | 0.0198 (3) | |
O3W | 0.22512 (4) | 0.2973 (4) | 0.63134 (5) | 0.0333 (3) | |
H11 | 0.2050 (7) | 0.484 (3) | 0.6070 (9) | 0.040* | |
H12 | 0.2095 (7) | 0.092 (3) | 0.6109 (9) | 0.040* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
K1 | 0.02369 (19) | 0.0238 (2) | 0.0236 (2) | −0.00569 (15) | 0.01686 (17) | −0.00388 (15) |
C8A | 0.0240 (9) | 0.0494 (13) | 0.0238 (10) | 0.0097 (8) | 0.0166 (8) | 0.0034 (8) |
C4A | 0.0154 (7) | 0.0231 (9) | 0.0150 (8) | 0.0004 (6) | 0.0088 (7) | 0.0011 (7) |
C5A | 0.0130 (7) | 0.0233 (9) | 0.0161 (8) | 0.0012 (6) | 0.0077 (7) | 0.0010 (6) |
C6A | 0.0134 (7) | 0.0159 (8) | 0.0142 (8) | −0.0028 (6) | 0.0067 (7) | −0.0003 (6) |
C2A | 0.0136 (7) | 0.0151 (8) | 0.0154 (8) | −0.0017 (6) | 0.0083 (6) | 0.0000 (6) |
N9A | 0.0220 (7) | 0.0442 (10) | 0.0175 (7) | 0.0097 (6) | 0.0134 (6) | 0.0056 (7) |
N7A | 0.0169 (7) | 0.0372 (10) | 0.0177 (7) | 0.0090 (6) | 0.0099 (6) | 0.0045 (6) |
N1A | 0.0146 (6) | 0.0214 (8) | 0.0131 (6) | −0.0002 (5) | 0.0080 (5) | 0.0014 (5) |
N3A | 0.0149 (6) | 0.0232 (8) | 0.0140 (7) | 0.0019 (5) | 0.0085 (6) | 0.0019 (5) |
N2A | 0.0147 (6) | 0.0285 (9) | 0.0134 (7) | 0.0042 (6) | 0.0081 (6) | 0.0019 (6) |
O1A | 0.0160 (5) | 0.0250 (6) | 0.0110 (5) | 0.0016 (4) | 0.0052 (5) | 0.0034 (5) |
O2W | 0.0176 (6) | 0.0362 (8) | 0.0180 (6) | 0.0011 (5) | 0.0114 (5) | 0.0072 (6) |
K2 | 0.01789 (17) | 0.0206 (2) | 0.01909 (19) | 0.00095 (14) | 0.00990 (15) | 0.00208 (14) |
C8B | 0.0222 (8) | 0.0222 (9) | 0.0175 (8) | 0.0004 (7) | 0.0133 (7) | 0.0029 (7) |
C4B | 0.0145 (7) | 0.0143 (8) | 0.0140 (8) | −0.0015 (6) | 0.0091 (6) | −0.0032 (6) |
C5B | 0.0139 (7) | 0.0164 (8) | 0.0127 (7) | −0.0005 (6) | 0.0076 (6) | −0.0006 (6) |
C6B | 0.0129 (7) | 0.0135 (8) | 0.0137 (8) | −0.0008 (6) | 0.0071 (6) | −0.0027 (6) |
C2B | 0.0117 (7) | 0.0158 (8) | 0.0124 (7) | −0.0009 (6) | 0.0068 (6) | −0.0035 (6) |
N7B | 0.0182 (6) | 0.0213 (8) | 0.0153 (7) | 0.0011 (5) | 0.0097 (6) | 0.0027 (5) |
N9B | 0.0178 (6) | 0.0205 (7) | 0.0171 (7) | −0.0005 (5) | 0.0124 (6) | 0.0006 (6) |
N3B | 0.0128 (6) | 0.0180 (7) | 0.0128 (6) | −0.0001 (5) | 0.0082 (5) | −0.0005 (5) |
N1B | 0.0132 (6) | 0.0205 (8) | 0.0146 (7) | −0.0007 (5) | 0.0101 (6) | 0.0012 (5) |
N2B | 0.0118 (6) | 0.0266 (9) | 0.0183 (7) | 0.0039 (5) | 0.0099 (6) | 0.0071 (6) |
O1B | 0.0106 (5) | 0.0278 (7) | 0.0181 (6) | 0.0022 (4) | 0.0078 (5) | 0.0028 (5) |
O3W | 0.0196 (6) | 0.0303 (8) | 0.0263 (7) | 0.0041 (5) | 0.0037 (5) | 0.0033 (6) |
Geometric parameters (Å, º) top
K1—O2W | 2.7347 (13) | O1A—K2v | 2.6822 (12) |
K1—O2Wi | 2.7834 (14) | O2W—H5 | 0.802 (15) |
K1—N3A | 2.9063 (14) | O2W—H6 | 0.796 (16) |
K1—N3Bii | 2.9163 (13) | K2—O1B | 2.6945 (12) |
K1—N9Bii | 3.0366 (14) | K2—O1Bv | 2.7305 (12) |
K1—O2Wiii | 3.0491 (13) | K2—O1Bvi | 2.7411 (12) |
K1—N9Biv | 3.1218 (14) | K2—O3W | 2.9329 (15) |
K1—N3Ai | 3.2518 (14) | K2—C6Bv | 3.4496 (16) |
K1—C4Bii | 3.3095 (16) | K2—K2v | 3.8547 (1) |
K1—C4A | 3.3973 (17) | K2—K2i | 3.8547 (2) |
K1—N9A | 3.4621 (16) | K2—K2vi | 3.9766 (8) |
K1—K1v | 3.8547 (2) | K2—K2vii | 4.1580 (8) |
K1—H5 | 2.84 (2) | K2—H11 | 2.87 (2) |
C8A—N9A | 1.320 (2) | C8B—N7B | 1.334 (2) |
C8A—N7A | 1.342 (2) | C8B—N9B | 1.356 (2) |
C8A—H1 | 1.02 (2) | C8B—H7 | 0.926 (19) |
C4A—N3A | 1.362 (2) | C4B—N9B | 1.359 (2) |
C4A—N9A | 1.377 (2) | C4B—N3B | 1.367 (2) |
C4A—C5A | 1.379 (2) | C4B—C5B | 1.392 (2) |
C5A—N7A | 1.380 (2) | C5B—N7B | 1.390 (2) |
C5A—C6A | 1.411 (2) | C5B—C6B | 1.407 (2) |
C6A—O1A | 1.2713 (18) | C6B—O1B | 1.2517 (17) |
C6A—N1A | 1.3565 (19) | C6B—N1B | 1.383 (2) |
C6A—K2v | 3.3250 (16) | C2B—N3B | 1.3136 (19) |
C2A—N3A | 1.329 (2) | C2B—N2B | 1.350 (2) |
C2A—N1A | 1.3471 (19) | C2B—N1B | 1.3738 (19) |
C2A—N2A | 1.376 (2) | N1B—H8 | 0.824 (18) |
N7A—H2 | 0.864 (19) | N2B—H9 | 0.802 (19) |
N2A—H3 | 0.867 (19) | N2B—H10 | 0.90 (2) |
N2A—H4 | 0.85 (2) | O3W—H11 | 0.943 (12) |
O1A—K2 | 2.6224 (11) | O3W—H12 | 0.931 (12) |
| | | |
O2W—K1—O2Wi | 88.62 (4) | K1iii—O2W—H6 | 62.5 (14) |
O2W—K1—N3A | 70.58 (4) | H5—O2W—H6 | 100.8 (19) |
O2Wi—K1—N3A | 117.40 (4) | O1A—K2—O1Ai | 93.21 (3) |
O2W—K1—N3Bii | 149.59 (4) | O1A—K2—O1B | 169.18 (4) |
O2Wi—K1—N3Bii | 120.56 (4) | O1Ai—K2—O1B | 86.90 (4) |
N3A—K1—N3Bii | 99.74 (4) | O1A—K2—O1Bv | 87.36 (4) |
O2W—K1—N9Bii | 138.52 (4) | O1Ai—K2—O1Bv | 169.32 (4) |
O2Wi—K1—N9Bii | 83.58 (4) | O1B—K2—O1Bv | 90.55 (3) |
N3A—K1—N9Bii | 147.31 (4) | O1A—K2—O1Bvi | 83.22 (4) |
N3Bii—K1—N9Bii | 47.88 (4) | O1Ai—K2—O1Bvi | 88.38 (4) |
O2W—K1—O2Wiii | 83.92 (4) | O1B—K2—O1Bvi | 85.97 (4) |
O2Wi—K1—O2Wiii | 63.05 (4) | O1Bv—K2—O1Bvi | 81.09 (4) |
N3A—K1—O2Wiii | 154.34 (4) | O1A—K2—O3W | 82.76 (4) |
N3Bii—K1—O2Wiii | 101.03 (4) | O1Ai—K2—O3W | 107.85 (4) |
N9Bii—K1—O2Wiii | 56.30 (4) | O1B—K2—O3W | 107.52 (4) |
O2W—K1—N9Biv | 82.78 (4) | O1Bv—K2—O3W | 82.81 (4) |
O2Wi—K1—N9Biv | 139.61 (4) | O1Bvi—K2—O3W | 159.07 (4) |
N3A—K1—N9Biv | 96.72 (4) | O1A—K2—C6Ai | 75.09 (4) |
N3Bii—K1—N9Biv | 69.51 (4) | O1Ai—K2—C6Ai | 21.16 (4) |
N9Bii—K1—N9Biv | 77.49 (3) | O1B—K2—C6Ai | 106.76 (4) |
O2Wiii—K1—N9Biv | 76.79 (4) | O1Bv—K2—C6Ai | 162.44 (4) |
O2W—K1—N3Ai | 121.54 (4) | O1Bvi—K2—C6Ai | 96.90 (4) |
O2Wi—K1—N3Ai | 64.89 (4) | O3W—K2—C6Ai | 94.43 (4) |
N3A—K1—N3Ai | 77.28 (3) | O1A—K2—C6Bv | 101.78 (4) |
N3Bii—K1—N3Ai | 82.01 (4) | O1Ai—K2—C6Bv | 164.86 (4) |
N9Bii—K1—N3Ai | 91.51 (4) | O1B—K2—C6Bv | 78.77 (4) |
O2Wiii—K1—N3Ai | 120.45 (4) | O1Bv—K2—C6Bv | 19.22 (3) |
N9Biv—K1—N3Ai | 149.58 (4) | O1Bvi—K2—C6Bv | 95.37 (4) |
O2W—K1—C4Bii | 147.80 (4) | O3W—K2—C6Bv | 72.46 (4) |
O2Wi—K1—C4Bii | 105.09 (4) | C6Ai—K2—C6Bv | 166.86 (4) |
N3A—K1—C4Bii | 123.95 (4) | O1A—K2—K2v | 44.01 (3) |
N3Bii—K1—C4Bii | 24.33 (4) | O1Ai—K2—K2v | 137.22 (2) |
N9Bii—K1—C4Bii | 24.24 (4) | O1B—K2—K2v | 134.90 (3) |
O2Wiii—K1—C4Bii | 77.06 (4) | O1Bv—K2—K2v | 44.35 (2) |
N9Biv—K1—C4Bii | 67.81 (4) | O1Bvi—K2—K2v | 86.53 (3) |
N3Ai—K1—C4Bii | 90.59 (4) | O3W—K2—K2v | 72.59 (3) |
O2W—K1—C4A | 66.73 (4) | C6Ai—K2—K2v | 118.28 (3) |
O2Wi—K1—C4A | 94.09 (4) | C6Bv—K2—K2v | 57.81 (3) |
N3A—K1—C4A | 23.32 (4) | O1A—K2—K2i | 135.99 (3) |
N3Bii—K1—C4A | 115.15 (4) | O1Ai—K2—K2i | 42.79 (2) |
N9Bii—K1—C4A | 154.26 (4) | O1B—K2—K2i | 45.10 (3) |
O2Wiii—K1—C4A | 143.68 (4) | O1Bv—K2—K2i | 135.65 (2) |
N9Biv—K1—C4A | 117.81 (4) | O1Bvi—K2—K2i | 93.48 (3) |
N3Ai—K1—C4A | 64.69 (4) | O3W—K2—K2i | 107.40 (3) |
C4Bii—K1—C4A | 138.61 (4) | C6Ai—K2—K2i | 61.72 (3) |
O2W—K1—N9A | 52.47 (4) | C6Bv—K2—K2i | 122.19 (3) |
O2Wi—K1—N9A | 76.35 (4) | K2v—K2—K2i | 180.0 |
N3A—K1—N9A | 43.76 (4) | O1A—K2—K2vi | 125.75 (3) |
N3Bii—K1—N9A | 137.42 (4) | O1Ai—K2—K2vi | 86.78 (3) |
N9Bii—K1—N9A | 157.25 (4) | O1B—K2—K2vi | 43.44 (3) |
O2Wiii—K1—N9A | 120.71 (4) | O1Bv—K2—K2vi | 84.25 (3) |
N9Biv—K1—N9A | 125.02 (4) | O1Bvi—K2—K2vi | 42.53 (2) |
N3Ai—K1—N9A | 70.41 (4) | O3W—K2—K2vi | 147.97 (3) |
C4Bii—K1—N9A | 158.58 (4) | C6Ai—K2—K2vi | 106.15 (3) |
C4A—K1—N9A | 23.13 (4) | C6Bv—K2—K2vi | 86.13 (3) |
O2W—K1—K1v | 46.21 (3) | K2v—K2—K2vi | 115.885 (11) |
O2Wi—K1—K1v | 134.83 (3) | K2i—K2—K2vi | 64.119 (11) |
N3A—K1—K1v | 55.38 (3) | O1A—K2—K2vii | 83.79 (3) |
N3Bii—K1—K1v | 104.17 (3) | O1Ai—K2—K2vii | 128.81 (3) |
N9Bii—K1—K1v | 127.76 (3) | O1B—K2—K2vii | 87.71 (3) |
O2Wiii—K1—K1v | 104.60 (3) | O1Bv—K2—K2vii | 40.64 (2) |
N9Biv—K1—K1v | 50.27 (3) | O1Bvi—K2—K2vii | 40.45 (3) |
N3Ai—K1—K1v | 132.65 (3) | O3W—K2—K2vii | 122.24 (3) |
C4Bii—K1—K1v | 114.35 (3) | C6Ai—K2—K2vii | 134.85 (3) |
C4A—K1—K1v | 70.63 (3) | C6Bv—K2—K2vii | 56.06 (3) |
N9A—K1—K1v | 74.83 (3) | K2v—K2—K2vii | 59.367 (11) |
O2W—K1—H5 | 16.4 (3) | K2i—K2—K2vii | 120.637 (10) |
O2Wi—K1—H5 | 83.8 (4) | K2vi—K2—K2vii | 56.518 (11) |
N3A—K1—H5 | 60.0 (4) | O1A—K2—H11 | 101.4 (3) |
N3Bii—K1—H5 | 154.9 (4) | O1Ai—K2—H11 | 105.8 (4) |
N9Bii—K1—H5 | 152.0 (4) | O1B—K2—H11 | 88.9 (3) |
O2Wiii—K1—H5 | 95.7 (4) | O1Bv—K2—H11 | 84.5 (4) |
N9Biv—K1—H5 | 96.6 (4) | O1Bvi—K2—H11 | 164.6 (4) |
N3Ai—K1—H5 | 105.5 (3) | O3W—K2—H11 | 18.7 (2) |
C4Bii—K1—H5 | 163.8 (3) | C6Ai—K2—H11 | 98.5 (4) |
C4A—K1—H5 | 51.8 (3) | C6Bv—K2—H11 | 69.4 (4) |
N9A—K1—H5 | 36.0 (3) | K2v—K2—H11 | 86.8 (3) |
K1v—K1—H5 | 53.0 (4) | K2i—K2—H11 | 93.2 (3) |
N9A—C8A—N7A | 113.76 (16) | K2vi—K2—H11 | 130.7 (3) |
N9A—C8A—H1 | 126.1 (11) | K2vii—K2—H11 | 124.9 (4) |
N7A—C8A—H1 | 120.1 (11) | N7B—C8B—N9B | 117.31 (15) |
N3A—C4A—N9A | 124.97 (14) | N7B—C8B—H7 | 120.3 (11) |
N3A—C4A—C5A | 124.66 (15) | N9B—C8B—H7 | 122.4 (11) |
N9A—C4A—C5A | 110.37 (14) | N9B—C4B—N3B | 125.00 (13) |
N3A—C4A—K1 | 57.66 (8) | N9B—C4B—C5B | 109.62 (13) |
N9A—C4A—K1 | 81.08 (9) | N3B—C4B—C5B | 125.37 (14) |
C5A—C4A—K1 | 139.25 (12) | N9B—C4B—K1viii | 66.55 (8) |
N7A—C5A—C4A | 105.62 (14) | N3B—C4B—K1viii | 61.50 (7) |
N7A—C5A—C6A | 133.87 (14) | C5B—C4B—K1viii | 160.38 (11) |
C4A—C5A—C6A | 120.48 (14) | N7B—C5B—C4B | 108.84 (14) |
O1A—C6A—N1A | 120.32 (15) | N7B—C5B—C6B | 131.08 (13) |
O1A—C6A—C5A | 125.18 (14) | C4B—C5B—C6B | 120.04 (14) |
N1A—C6A—C5A | 114.50 (13) | O1B—C6B—N1B | 119.36 (14) |
O1A—C6A—K2v | 49.61 (7) | O1B—C6B—C5B | 128.32 (14) |
N1A—C6A—K2v | 111.35 (10) | N1B—C6B—C5B | 112.32 (13) |
C5A—C6A—K2v | 109.93 (10) | O1B—C6B—K2i | 45.89 (8) |
N3A—C2A—N1A | 128.94 (14) | N1B—C6B—K2i | 113.46 (10) |
N3A—C2A—N2A | 117.35 (14) | C5B—C6B—K2i | 112.07 (10) |
N1A—C2A—N2A | 113.64 (14) | N3B—C2B—N2B | 120.42 (13) |
C8A—N9A—C4A | 104.05 (14) | N3B—C2B—N1B | 123.65 (14) |
C8A—N9A—K1 | 140.77 (14) | N2B—C2B—N1B | 115.87 (14) |
C4A—N9A—K1 | 75.79 (9) | C8B—N7B—C5B | 101.90 (12) |
C8A—N7A—C5A | 106.21 (14) | C8B—N9B—C4B | 102.31 (13) |
C8A—N7A—H2 | 126.9 (13) | C8B—N9B—K1viii | 155.54 (11) |
C5A—N7A—H2 | 126.8 (13) | C4B—N9B—K1viii | 89.20 (9) |
C2A—N1A—C6A | 120.31 (14) | C8B—N9B—K1ix | 115.17 (11) |
C2A—N3A—C4A | 111.04 (13) | C4B—N9B—K1ix | 115.82 (9) |
C2A—N3A—K1 | 123.78 (10) | K1viii—N9B—K1ix | 77.49 (3) |
C4A—N3A—K1 | 99.02 (10) | C2B—N3B—C4B | 113.89 (12) |
C2A—N3A—K1v | 114.71 (10) | C2B—N3B—K1viii | 145.03 (10) |
C4A—N3A—K1v | 126.63 (10) | C4B—N3B—K1viii | 94.17 (9) |
K1—N3A—K1v | 77.28 (3) | C2B—N1B—C6B | 124.70 (14) |
C2A—N2A—H3 | 114.0 (12) | C2B—N1B—H8 | 118.1 (12) |
C2A—N2A—H4 | 115.1 (12) | C6B—N1B—H8 | 117.1 (12) |
H3—N2A—H4 | 115.3 (18) | C2B—N2B—H9 | 116.0 (14) |
C6A—O1A—K2 | 142.29 (10) | C2B—N2B—H10 | 116.9 (11) |
C6A—O1A—K2v | 109.22 (9) | H9—N2B—H10 | 117.6 (18) |
K2—O1A—K2v | 93.21 (3) | C6B—O1B—K2 | 123.91 (10) |
K1—O2W—K1v | 88.62 (4) | C6B—O1B—K2i | 114.89 (10) |
K1—O2W—K1iii | 96.09 (4) | K2—O1B—K2i | 90.55 (3) |
K1v—O2W—K1iii | 116.95 (4) | C6B—O1B—K2vi | 126.59 (10) |
K1—O2W—H5 | 88.9 (14) | K2—O1B—K2vi | 94.03 (3) |
K1v—O2W—H5 | 107.5 (14) | K2i—O1B—K2vi | 98.92 (4) |
K1iii—O2W—H5 | 135.4 (14) | K2—O3W—H11 | 76.7 (13) |
K1—O2W—H6 | 157.0 (15) | K2—O3W—H12 | 102.3 (13) |
K1v—O2W—H6 | 107.8 (15) | H11—O3W—H12 | 107.7 (13) |
| | | |
N3A—C4A—C5A—N7A | −178.87 (16) | N3B—C4B—C5B—N7B | 177.98 (15) |
N9A—C4A—C5A—N7A | 0.2 (2) | K1viii—C4B—C5B—N7B | 73.6 (4) |
K1—C4A—C5A—N7A | −100.05 (17) | N9B—C4B—C5B—C6B | −179.49 (14) |
N3A—C4A—C5A—C6A | −0.8 (3) | N3B—C4B—C5B—C6B | 0.0 (2) |
N9A—C4A—C5A—C6A | 178.27 (15) | K1viii—C4B—C5B—C6B | −104.4 (3) |
K1—C4A—C5A—C6A | 78.1 (2) | N7B—C5B—C6B—O1B | 1.0 (3) |
N7A—C5A—C6A—O1A | 0.3 (3) | C4B—C5B—C6B—O1B | 178.49 (16) |
C4A—C5A—C6A—O1A | −177.18 (16) | N7B—C5B—C6B—N1B | −178.58 (16) |
N7A—C5A—C6A—N1A | −179.95 (18) | C4B—C5B—C6B—N1B | −1.1 (2) |
C4A—C5A—C6A—N1A | 2.6 (2) | N7B—C5B—C6B—K2i | −49.5 (2) |
N7A—C5A—C6A—K2v | −53.7 (2) | C4B—C5B—C6B—K2i | 128.04 (13) |
C4A—C5A—C6A—K2v | 128.81 (14) | N9B—C8B—N7B—C5B | −0.55 (19) |
N7A—C8A—N9A—C4A | −0.3 (2) | C4B—C5B—N7B—C8B | 1.18 (17) |
N7A—C8A—N9A—K1 | 84.3 (2) | C6B—C5B—N7B—C8B | 178.90 (17) |
N3A—C4A—N9A—C8A | 179.09 (18) | N7B—C8B—N9B—C4B | −0.31 (19) |
C5A—C4A—N9A—C8A | 0.1 (2) | N7B—C8B—N9B—K1viii | −116.7 (2) |
K1—C4A—N9A—C8A | 139.50 (14) | N7B—C8B—N9B—K1ix | 126.21 (13) |
N3A—C4A—N9A—K1 | 39.60 (16) | N3B—C4B—N9B—C8B | −178.40 (15) |
C5A—C4A—N9A—K1 | −139.44 (14) | C5B—C4B—N9B—C8B | 1.06 (17) |
N9A—C8A—N7A—C5A | 0.4 (2) | K1viii—C4B—N9B—C8B | −158.23 (12) |
C4A—C5A—N7A—C8A | −0.3 (2) | N3B—C4B—N9B—K1viii | −20.17 (15) |
C6A—C5A—N7A—C8A | −178.1 (2) | C5B—C4B—N9B—K1viii | 159.29 (11) |
N3A—C2A—N1A—C6A | 1.2 (3) | N3B—C4B—N9B—K1ix | 55.50 (18) |
N2A—C2A—N1A—C6A | −175.71 (14) | C5B—C4B—N9B—K1ix | −125.04 (11) |
O1A—C6A—N1A—C2A | 176.99 (14) | K1viii—C4B—N9B—K1ix | 75.67 (6) |
C5A—C6A—N1A—C2A | −2.8 (2) | N2B—C2B—N3B—C4B | 177.75 (14) |
K2v—C6A—N1A—C2A | −128.27 (13) | N1B—C2B—N3B—C4B | 0.6 (2) |
N1A—C2A—N3A—C4A | 0.7 (2) | N2B—C2B—N3B—K1viii | −41.7 (2) |
N2A—C2A—N3A—C4A | 177.57 (14) | N1B—C2B—N3B—K1viii | 141.18 (13) |
N1A—C2A—N3A—K1 | −116.64 (16) | N9B—C4B—N3B—C2B | 179.68 (15) |
N2A—C2A—N3A—K1 | 60.22 (18) | C5B—C4B—N3B—C2B | 0.3 (2) |
N1A—C2A—N3A—K1v | 152.44 (14) | K1viii—C4B—N3B—C2B | 158.58 (14) |
N2A—C2A—N3A—K1v | −30.70 (17) | N9B—C4B—N3B—K1viii | 21.10 (16) |
N9A—C4A—N3A—C2A | −179.80 (16) | C5B—C4B—N3B—K1viii | −158.28 (14) |
C5A—C4A—N3A—C2A | −0.9 (2) | N3B—C2B—N1B—C6B | −2.0 (2) |
K1—C4A—N3A—C2A | −131.62 (14) | N2B—C2B—N1B—C6B | −179.21 (14) |
N9A—C4A—N3A—K1 | −48.18 (18) | O1B—C6B—N1B—C2B | −177.55 (14) |
C5A—C4A—N3A—K1 | 130.72 (16) | C5B—C6B—N1B—C2B | 2.0 (2) |
N9A—C4A—N3A—K1v | 32.6 (2) | K2i—C6B—N1B—C2B | −126.34 (13) |
C5A—C4A—N3A—K1v | −148.47 (14) | N1B—C6B—O1B—K2 | −155.84 (10) |
K1—C4A—N3A—K1v | 80.81 (9) | C5B—C6B—O1B—K2 | 24.6 (2) |
N1A—C6A—O1A—K2 | −143.56 (13) | K2i—C6B—O1B—K2 | 108.95 (11) |
C5A—C6A—O1A—K2 | 36.2 (3) | N1B—C6B—O1B—K2i | 95.21 (14) |
K2v—C6A—O1A—K2 | 123.22 (17) | C5B—C6B—O1B—K2i | −84.32 (18) |
N1A—C6A—O1A—K2v | 93.22 (14) | N1B—C6B—O1B—K2vi | −28.6 (2) |
C5A—C6A—O1A—K2v | −87.02 (17) | C5B—C6B—O1B—K2vi | 151.82 (13) |
N9B—C4B—C5B—N7B | −1.47 (18) | K2i—C6B—O1B—K2vi | −123.86 (13) |
Symmetry codes: (i) x, y+1, z; (ii) x+1/2, −y+3/2, z+1/2; (iii) −x+1, −y, −z+2; (iv) x+1/2, −y+1/2, z+1/2; (v) x, y−1, z; (vi) −x+1/2, −y+3/2, −z+1; (vii) −x+1/2, −y+1/2, −z+1; (viii) x−1/2, −y+3/2, z−1/2; (ix) x−1/2, −y+1/2, z−1/2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O2W—H5···N9A | 0.80 (2) | 2.04 (2) | 2.8162 (19) | 164 (2) |
N7A—H2···O3W | 0.864 (19) | 1.965 (19) | 2.8254 (18) | 173.3 (19) |
O3W—H11···N7B | 0.94 (1) | 1.85 (1) | 2.7734 (18) | 167 (2) |
N2A—H3···N3Biv | 0.867 (19) | 2.224 (19) | 3.0376 (19) | 156.1 (17) |
N1B—H8···O1Avi | 0.824 (18) | 2.158 (19) | 2.9793 (18) | 174.1 (16) |
O3W—H12···N7Bv | 0.93 (1) | 2.03 (2) | 2.9175 (19) | 160 (2) |
Symmetry codes: (iv) x+1/2, −y+1/2, z+1/2; (v) x, y−1, z; (vi) −x+1/2, −y+3/2, −z+1. |
potassium{2-amino-6-oxo-1-hydro-purine-7(9)-ide/2-amino-6-oxo-7-hydro-purine-1(3)-ide}monohydrate (250K)
top
Crystal data top
C10H12K2N10O4 | F(000) = 1696 |
Mr = 414.50 | Dx = 1.760 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
a = 36.575 (3) Å | Cell parameters from 7629 reflections |
b = 3.86969 (17) Å | θ = 2.8–29.0° |
c = 28.723 (2) Å | µ = 0.65 mm−1 |
β = 129.689 (13)° | T = 250 K |
V = 3128.3 (6) Å3 | Needle, colourless |
Z = 8 | 0.4 × 0.1 × 0.03 mm |
Data collection top
Xcalibur, Ruby, Gemini ultra diffractometer | 4166 independent reflections |
Radiation source: fine-focus sealed X-ray tube, Enhance (Mo) X-ray Source | 2793 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.057 |
Detector resolution: 10.3457 pixels mm-1 | θmax = 29.5°, θmin = 2.2° |
ω scans | h = −49→50 |
Absorption correction: multi-scan CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm. | k = −5→5 |
Tmin = 0.824, Tmax = 1.000 | l = −37→39 |
26650 measured reflections | |
Refinement top
Refinement on F2 | Secondary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Hydrogen site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.033 | Only H-atom coordinates refined |
wR(F2) = 0.074 | w = 1/[σ2(Fo2) + (0.040P)2] where P = (Fo2 + 2Fc2)/3 |
S = 0.90 | (Δ/σ)max = 0.002 |
4166 reflections | Δρmax = 0.36 e Å−3 |
271 parameters | Δρmin = −0.26 e Å−3 |
3 restraints | |
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 | |
K1 | 0.49288 (2) | 0.14562 (11) | 0.92197 (2) | 0.02776 (11) | |
C8A | 0.33157 (6) | 0.0488 (6) | 0.79405 (9) | 0.0382 (5) | |
H1 | 0.3110 (7) | 0.112 (5) | 0.8048 (9) | 0.046* | |
C4A | 0.38658 (5) | −0.1457 (5) | 0.79545 (7) | 0.0215 (4) | |
C5A | 0.35047 (5) | −0.0397 (5) | 0.73699 (7) | 0.0222 (4) | |
C6A | 0.35565 (5) | −0.0651 (4) | 0.69240 (7) | 0.0191 (4) | |
C2A | 0.43006 (5) | −0.3043 (4) | 0.77019 (7) | 0.0181 (3) | |
N9A | 0.37444 (5) | −0.0883 (4) | 0.83135 (6) | 0.0330 (4) | |
N7A | 0.31527 (5) | 0.0850 (4) | 0.73722 (7) | 0.0298 (4) | |
H2 | 0.2875 (7) | 0.165 (5) | 0.7066 (9) | 0.036* | |
N1A | 0.39695 (4) | −0.2106 (4) | 0.71179 (6) | 0.0201 (3) | |
N3A | 0.42860 (4) | −0.2811 (4) | 0.81505 (6) | 0.0211 (3) | |
N2A | 0.47146 (5) | −0.4254 (4) | 0.78408 (7) | 0.0239 (3) | |
H3 | 0.4904 (6) | −0.525 (5) | 0.8189 (9) | 0.029* | |
H4 | 0.4673 (6) | −0.535 (5) | 0.7554 (9) | 0.029* | |
O1A | 0.32511 (4) | 0.0363 (3) | 0.63800 (5) | 0.0239 (3) | |
O2W | 0.45249 (4) | −0.3453 (4) | 0.94558 (5) | 0.0293 (3) | |
H5 | 0.4273 (6) | −0.292 (5) | 0.9134 (8) | 0.035* | |
H6 | 0.4461 (7) | −0.440 (5) | 0.9641 (8) | 0.035* | |
K2 | 0.26246 (2) | 0.52549 (10) | 0.57127 (2) | 0.02487 (10) | |
C8B | 0.11971 (6) | 0.7421 (5) | 0.54180 (8) | 0.0241 (4) | |
H7 | 0.1220 (6) | 0.642 (5) | 0.5733 (8) | 0.029* | |
C4B | 0.09129 (5) | 0.9999 (4) | 0.46022 (7) | 0.0167 (3) | |
C5B | 0.13925 (5) | 0.9364 (4) | 0.49163 (7) | 0.0177 (3) | |
C6B | 0.16105 (5) | 1.0478 (4) | 0.46789 (7) | 0.0175 (3) | |
C2B | 0.08229 (5) | 1.2700 (4) | 0.38422 (7) | 0.0163 (3) | |
N7B | 0.15785 (4) | 0.7706 (4) | 0.54546 (6) | 0.0229 (3) | |
N9B | 0.07833 (4) | 0.8728 (4) | 0.49191 (6) | 0.0211 (3) | |
N3B | 0.06157 (4) | 1.1685 (4) | 0.40594 (5) | 0.0173 (3) | |
N1B | 0.12934 (4) | 1.2117 (4) | 0.41264 (6) | 0.0182 (3) | |
H8 | 0.1395 (6) | 1.290 (5) | 0.3955 (8) | 0.022* | |
N2B | 0.05707 (5) | 1.4302 (4) | 0.33011 (6) | 0.0223 (3) | |
H9 | 0.0322 (7) | 1.521 (5) | 0.3177 (8) | 0.027* | |
H10 | 0.0735 (6) | 1.539 (5) | 0.3212 (8) | 0.027* | |
O1B | 0.20352 (3) | 1.0181 (3) | 0.49047 (5) | 0.0237 (3) | |
O3W | 0.22499 (4) | 0.2984 (4) | 0.63148 (6) | 0.0410 (4) | |
H11 | 0.2039 (7) | 0.482 (3) | 0.6079 (9) | 0.049* | |
H12 | 0.2090 (7) | 0.093 (3) | 0.6120 (9) | 0.049* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
K1 | 0.0295 (2) | 0.0294 (2) | 0.0295 (2) | −0.00704 (16) | 0.02116 (18) | −0.00482 (17) |
C8A | 0.0301 (10) | 0.0605 (15) | 0.0289 (10) | 0.0124 (9) | 0.0212 (9) | 0.0042 (9) |
C4A | 0.0184 (8) | 0.0276 (9) | 0.0162 (8) | 0.0000 (7) | 0.0099 (7) | 0.0000 (7) |
C5A | 0.0156 (8) | 0.0289 (10) | 0.0181 (8) | 0.0018 (7) | 0.0089 (7) | 0.0012 (7) |
C6A | 0.0161 (8) | 0.0193 (9) | 0.0168 (8) | −0.0031 (6) | 0.0082 (7) | −0.0005 (6) |
C2A | 0.0158 (7) | 0.0184 (9) | 0.0173 (8) | −0.0016 (6) | 0.0093 (7) | 0.0001 (7) |
N9A | 0.0264 (8) | 0.0530 (11) | 0.0218 (8) | 0.0121 (7) | 0.0164 (7) | 0.0068 (7) |
N7A | 0.0199 (7) | 0.0452 (10) | 0.0223 (8) | 0.0106 (7) | 0.0126 (7) | 0.0054 (7) |
N1A | 0.0165 (6) | 0.0261 (8) | 0.0152 (7) | −0.0001 (5) | 0.0089 (6) | 0.0020 (6) |
N3A | 0.0168 (6) | 0.0292 (8) | 0.0145 (7) | 0.0024 (6) | 0.0086 (6) | 0.0023 (6) |
N2A | 0.0185 (7) | 0.0344 (9) | 0.0168 (7) | 0.0062 (6) | 0.0104 (6) | 0.0040 (6) |
O1A | 0.0193 (6) | 0.0301 (7) | 0.0138 (6) | 0.0022 (5) | 0.0066 (5) | 0.0054 (5) |
O2W | 0.0223 (6) | 0.0433 (8) | 0.0222 (7) | 0.0010 (6) | 0.0142 (5) | 0.0094 (6) |
K2 | 0.02199 (18) | 0.0246 (2) | 0.0230 (2) | 0.00140 (15) | 0.01204 (16) | 0.00258 (15) |
C8B | 0.0260 (9) | 0.0277 (10) | 0.0205 (9) | −0.0003 (7) | 0.0158 (8) | 0.0029 (7) |
C4B | 0.0172 (7) | 0.0175 (8) | 0.0160 (8) | −0.0020 (6) | 0.0110 (7) | −0.0036 (6) |
C5B | 0.0162 (7) | 0.0198 (9) | 0.0151 (8) | −0.0001 (6) | 0.0091 (7) | 0.0001 (6) |
C6B | 0.0151 (8) | 0.0174 (8) | 0.0176 (8) | −0.0007 (6) | 0.0093 (7) | −0.0033 (6) |
C2B | 0.0141 (7) | 0.0176 (8) | 0.0148 (8) | −0.0009 (6) | 0.0081 (7) | −0.0037 (6) |
N7B | 0.0217 (7) | 0.0258 (8) | 0.0190 (7) | 0.0015 (6) | 0.0119 (6) | 0.0037 (6) |
N9B | 0.0214 (7) | 0.0255 (8) | 0.0200 (7) | −0.0008 (6) | 0.0148 (6) | 0.0013 (6) |
N3B | 0.0143 (6) | 0.0221 (7) | 0.0152 (7) | −0.0004 (5) | 0.0093 (6) | −0.0009 (6) |
N1B | 0.0144 (6) | 0.0245 (8) | 0.0164 (7) | −0.0003 (5) | 0.0102 (6) | 0.0023 (6) |
N2B | 0.0140 (7) | 0.0320 (9) | 0.0213 (7) | 0.0044 (6) | 0.0115 (6) | 0.0084 (6) |
O1B | 0.0122 (5) | 0.0333 (7) | 0.0217 (6) | 0.0018 (5) | 0.0090 (5) | 0.0030 (5) |
O3W | 0.0239 (7) | 0.0380 (9) | 0.0337 (8) | 0.0050 (6) | 0.0057 (6) | 0.0043 (6) |
Geometric parameters (Å, º) top
K1—O2W | 2.7441 (14) | O1A—K2v | 2.6873 (12) |
K1—O2Wi | 2.7933 (14) | O2W—H5 | 0.811 (15) |
K1—N3A | 2.9093 (15) | O2W—H6 | 0.795 (16) |
K1—N3Bii | 2.9186 (13) | K2—O1B | 2.6978 (12) |
K1—N9Bii | 3.0424 (15) | K2—O1Bv | 2.7382 (13) |
K1—O2Wiii | 3.0583 (14) | K2—O1Bvi | 2.7459 (13) |
K1—N9Biv | 3.1320 (14) | K2—O3W | 2.9443 (16) |
K1—N3Ai | 3.2646 (14) | K2—C6Bv | 3.4530 (16) |
K1—C4Bii | 3.3157 (16) | K2—K2i | 3.8697 (2) |
K1—C4A | 3.3982 (18) | K2—K2v | 3.8697 (2) |
K1—N9A | 3.4582 (17) | K2—K2vi | 3.9809 (8) |
K1—K1i | 3.8697 (2) | K2—K2vii | 4.1682 (8) |
K1—H5 | 2.82 (2) | K2—H11 | 2.93 (2) |
C8A—N9A | 1.320 (2) | C8B—N7B | 1.335 (2) |
C8A—N7A | 1.340 (2) | C8B—N9B | 1.353 (2) |
C8A—H1 | 1.01 (2) | C8B—H7 | 0.937 (19) |
C4A—N3A | 1.359 (2) | C4B—N9B | 1.359 (2) |
C4A—N9A | 1.376 (2) | C4B—N3B | 1.369 (2) |
C4A—C5A | 1.378 (2) | C4B—C5B | 1.389 (2) |
C5A—N7A | 1.379 (2) | C5B—N7B | 1.386 (2) |
C5A—C6A | 1.413 (2) | C5B—C6B | 1.408 (2) |
C6A—O1A | 1.2704 (19) | C6B—O1B | 1.2489 (18) |
C6A—N1A | 1.354 (2) | C6B—N1B | 1.384 (2) |
C6A—K2v | 3.3296 (17) | C2B—N3B | 1.3121 (19) |
C2A—N3A | 1.326 (2) | C2B—N2B | 1.349 (2) |
C2A—N1A | 1.348 (2) | C2B—N1B | 1.3728 (19) |
C2A—N2A | 1.378 (2) | N1B—H8 | 0.840 (18) |
N7A—H2 | 0.871 (19) | N2B—H9 | 0.815 (19) |
N2A—H3 | 0.862 (19) | N2B—H10 | 0.89 (2) |
N2A—H4 | 0.85 (2) | O3W—H11 | 0.945 (12) |
O1A—K2 | 2.6264 (12) | O3W—H12 | 0.933 (13) |
| | | |
O2W—K1—O2Wi | 88.66 (4) | K1iii—O2W—H6 | 61.4 (15) |
O2W—K1—N3A | 70.62 (4) | H5—O2W—H6 | 106 (2) |
O2Wi—K1—N3A | 117.41 (4) | O1A—K2—O1Ai | 93.47 (4) |
O2W—K1—N3Bii | 149.66 (4) | O1A—K2—O1B | 169.29 (4) |
O2Wi—K1—N3Bii | 120.43 (4) | O1Ai—K2—O1B | 86.72 (4) |
N3A—K1—N3Bii | 99.79 (4) | O1A—K2—O1Bv | 87.10 (4) |
O2W—K1—N9Bii | 138.50 (4) | O1Ai—K2—O1Bv | 169.44 (4) |
O2Wi—K1—N9Bii | 83.53 (4) | O1B—K2—O1Bv | 90.77 (4) |
N3A—K1—N9Bii | 147.30 (4) | O1A—K2—O1Bvi | 83.28 (4) |
N3Bii—K1—N9Bii | 47.82 (4) | O1Ai—K2—O1Bvi | 88.52 (4) |
O2W—K1—O2Wiii | 83.95 (4) | O1B—K2—O1Bvi | 86.02 (4) |
O2Wi—K1—O2Wiii | 63.03 (4) | O1Bv—K2—O1Bvi | 81.06 (4) |
N3A—K1—O2Wiii | 154.43 (4) | O1A—K2—O3W | 82.69 (4) |
N3Bii—K1—O2Wiii | 100.94 (4) | O1Ai—K2—O3W | 107.78 (4) |
N9Bii—K1—O2Wiii | 56.25 (4) | O1B—K2—O3W | 107.47 (4) |
O2W—K1—N9Biv | 82.66 (4) | O1Bv—K2—O3W | 82.76 (4) |
O2Wi—K1—N9Biv | 139.63 (4) | O1Bvi—K2—O3W | 159.05 (4) |
N3A—K1—N9Biv | 96.67 (4) | O1A—K2—C6Ai | 75.32 (4) |
N3Bii—K1—N9Biv | 69.65 (4) | O1Ai—K2—C6Ai | 21.11 (4) |
N9Bii—K1—N9Biv | 77.61 (3) | O1B—K2—C6Ai | 106.56 (4) |
O2Wiii—K1—N9Biv | 76.84 (4) | O1Bv—K2—C6Ai | 162.42 (4) |
O2W—K1—N3Ai | 121.66 (4) | O1Bvi—K2—C6Ai | 96.92 (4) |
O2Wi—K1—N3Ai | 64.80 (4) | O3W—K2—C6Ai | 94.48 (4) |
N3A—K1—N3Ai | 77.39 (3) | O1A—K2—C6Bv | 101.48 (4) |
N3Bii—K1—N3Ai | 81.93 (4) | O1Ai—K2—C6Bv | 164.89 (4) |
N9Bii—K1—N3Ai | 91.37 (4) | O1B—K2—C6Bv | 79.00 (4) |
O2Wiii—K1—N3Ai | 120.29 (4) | O1Bv—K2—C6Bv | 19.17 (3) |
N9Biv—K1—N3Ai | 149.64 (4) | O1Bvi—K2—C6Bv | 95.31 (4) |
O2W—K1—C4Bii | 147.82 (4) | O3W—K2—C6Bv | 72.42 (4) |
O2Wi—K1—C4Bii | 104.97 (4) | C6Ai—K2—C6Bv | 166.88 (4) |
N3A—K1—C4Bii | 123.99 (4) | O1A—K2—K2i | 136.12 (3) |
N3Bii—K1—C4Bii | 24.31 (4) | O1Ai—K2—K2i | 42.65 (2) |
N9Bii—K1—C4Bii | 24.19 (4) | O1B—K2—K2i | 45.04 (3) |
O2Wiii—K1—C4Bii | 76.98 (4) | O1Bv—K2—K2i | 135.81 (3) |
N9Biv—K1—C4Bii | 67.98 (4) | O1Bvi—K2—K2i | 93.53 (3) |
N3Ai—K1—C4Bii | 90.45 (4) | O3W—K2—K2i | 107.36 (3) |
O2W—K1—C4A | 66.78 (4) | C6Ai—K2—K2i | 61.58 (3) |
O2Wi—K1—C4A | 94.15 (4) | C6Bv—K2—K2i | 122.36 (3) |
N3A—K1—C4A | 23.28 (4) | O1A—K2—K2v | 43.88 (3) |
N3Bii—K1—C4A | 115.17 (4) | O1Ai—K2—K2v | 137.35 (3) |
N9Bii—K1—C4A | 154.24 (4) | O1B—K2—K2v | 134.96 (3) |
O2Wiii—K1—C4A | 143.75 (4) | O1Bv—K2—K2v | 44.19 (3) |
N9Biv—K1—C4A | 117.71 (4) | O1Bvi—K2—K2v | 86.48 (3) |
N3Ai—K1—C4A | 64.82 (4) | O3W—K2—K2v | 72.63 (3) |
C4Bii—K1—C4A | 138.60 (4) | C6Ai—K2—K2v | 118.42 (3) |
O2W—K1—N9A | 52.52 (4) | C6Bv—K2—K2v | 57.63 (3) |
O2Wi—K1—N9A | 76.40 (4) | K2i—K2—K2v | 180.0 |
N3A—K1—N9A | 43.73 (4) | O1A—K2—K2vi | 125.81 (3) |
N3Bii—K1—N9A | 137.43 (4) | O1Ai—K2—K2vi | 86.75 (3) |
N9Bii—K1—N9A | 157.24 (4) | O1B—K2—K2vi | 43.48 (3) |
O2Wiii—K1—N9A | 120.77 (4) | O1Bv—K2—K2vi | 84.38 (3) |
N9Biv—K1—N9A | 124.91 (4) | O1Bvi—K2—K2vi | 42.53 (3) |
N3Ai—K1—N9A | 70.51 (4) | O3W—K2—K2vi | 147.96 (3) |
C4Bii—K1—N9A | 158.54 (4) | C6Ai—K2—K2vi | 106.03 (3) |
C4A—K1—N9A | 23.14 (4) | C6Bv—K2—K2vi | 86.25 (3) |
O2W—K1—K1i | 133.81 (3) | K2i—K2—K2vi | 64.121 (12) |
O2Wi—K1—K1i | 45.15 (3) | K2v—K2—K2vi | 115.881 (11) |
N3A—K1—K1i | 124.58 (3) | O1A—K2—K2vii | 83.67 (3) |
N3Bii—K1—K1i | 75.74 (3) | O1Ai—K2—K2vii | 128.96 (3) |
N9Bii—K1—K1i | 52.23 (3) | O1B—K2—K2vii | 87.88 (3) |
O2Wiii—K1—K1i | 75.37 (3) | O1Bv—K2—K2vii | 40.60 (3) |
N9Biv—K1—K1i | 129.84 (3) | O1Bvi—K2—K2vii | 40.46 (3) |
N3Ai—K1—K1i | 47.20 (3) | O3W—K2—K2vii | 122.17 (3) |
C4Bii—K1—K1i | 65.56 (3) | C6Ai—K2—K2vii | 134.88 (3) |
C4A—K1—K1i | 109.38 (3) | C6Bv—K2—K2vii | 55.98 (3) |
N9A—K1—K1i | 105.17 (3) | K2i—K2—K2vii | 120.766 (11) |
O2W—K1—H5 | 16.7 (3) | K2v—K2—K2vii | 59.237 (11) |
O2Wi—K1—H5 | 83.8 (4) | K2vi—K2—K2vii | 56.644 (12) |
N3A—K1—H5 | 59.8 (4) | O1A—K2—H11 | 101.2 (3) |
N3Bii—K1—H5 | 154.9 (4) | O1Ai—K2—H11 | 105.7 (4) |
N9Bii—K1—H5 | 152.2 (4) | O1B—K2—H11 | 89.1 (3) |
O2Wiii—K1—H5 | 96.0 (4) | O1Bv—K2—H11 | 84.4 (4) |
N9Biv—K1—H5 | 96.7 (4) | O1Bvi—K2—H11 | 164.6 (4) |
N3Ai—K1—H5 | 105.4 (3) | O3W—K2—H11 | 18.5 (2) |
C4Bii—K1—H5 | 164.1 (3) | C6Ai—K2—H11 | 98.5 (4) |
C4A—K1—H5 | 51.5 (3) | C6Bv—K2—H11 | 69.4 (4) |
N9A—K1—H5 | 35.8 (3) | K2i—K2—H11 | 93.3 (3) |
K1i—K1—H5 | 127.0 (4) | K2v—K2—H11 | 86.7 (3) |
N9A—C8A—N7A | 113.85 (17) | K2vi—K2—H11 | 130.8 (3) |
N9A—C8A—H1 | 125.4 (11) | K2vii—K2—H11 | 124.9 (4) |
N7A—C8A—H1 | 120.7 (11) | N7B—C8B—N9B | 117.29 (15) |
N3A—C4A—N9A | 124.90 (14) | N7B—C8B—H7 | 121.0 (11) |
N3A—C4A—C5A | 124.72 (15) | N9B—C8B—H7 | 121.7 (11) |
N9A—C4A—C5A | 110.37 (14) | N9B—C4B—N3B | 124.91 (13) |
N3A—C4A—K1 | 57.74 (8) | N9B—C4B—C5B | 109.69 (14) |
N9A—C4A—K1 | 80.88 (9) | N3B—C4B—C5B | 125.39 (15) |
C5A—C4A—K1 | 139.10 (12) | N9B—C4B—K1viii | 66.56 (8) |
C4A—C5A—N7A | 105.64 (15) | N3B—C4B—K1viii | 61.37 (8) |
C4A—C5A—C6A | 120.33 (14) | C5B—C4B—K1viii | 160.33 (11) |
N7A—C5A—C6A | 134.01 (15) | N7B—C5B—C4B | 108.84 (14) |
O1A—C6A—N1A | 120.52 (15) | N7B—C5B—C6B | 130.98 (14) |
O1A—C6A—C5A | 124.89 (14) | C4B—C5B—C6B | 120.15 (14) |
N1A—C6A—C5A | 114.59 (14) | O1B—C6B—N1B | 119.41 (15) |
O1A—C6A—K2v | 49.64 (8) | O1B—C6B—C5B | 128.45 (15) |
N1A—C6A—K2v | 111.13 (10) | N1B—C6B—C5B | 112.13 (13) |
C5A—C6A—K2v | 109.86 (10) | O1B—C6B—K2i | 46.05 (8) |
N3A—C2A—N1A | 128.98 (14) | N1B—C6B—K2i | 113.21 (10) |
N3A—C2A—N2A | 117.39 (14) | C5B—C6B—K2i | 112.16 (10) |
N1A—C2A—N2A | 113.55 (15) | N3B—C2B—N2B | 120.51 (13) |
C8A—N9A—C4A | 103.96 (14) | N3B—C2B—N1B | 123.62 (14) |
C8A—N9A—K1 | 140.67 (15) | N2B—C2B—N1B | 115.82 (14) |
C4A—N9A—K1 | 75.99 (9) | C8B—N7B—C5B | 101.92 (12) |
C8A—N7A—C5A | 106.18 (14) | C8B—N9B—C4B | 102.24 (13) |
C8A—N7A—H2 | 126.2 (13) | C8B—N9B—K1viii | 155.66 (11) |
C5A—N7A—H2 | 127.5 (13) | C4B—N9B—K1viii | 89.25 (9) |
C2A—N1A—C6A | 120.22 (14) | C8B—N9B—K1ix | 115.02 (11) |
C2A—N3A—C4A | 111.09 (13) | C4B—N9B—K1ix | 115.74 (10) |
C2A—N3A—K1 | 123.85 (10) | K1viii—N9B—K1ix | 77.60 (3) |
C4A—N3A—K1 | 98.99 (10) | C2B—N3B—C4B | 113.85 (12) |
C2A—N3A—K1v | 114.61 (10) | C2B—N3B—K1viii | 144.90 (10) |
C4A—N3A—K1v | 126.59 (10) | C4B—N3B—K1viii | 94.32 (9) |
K1—N3A—K1v | 77.39 (3) | C2B—N1B—C6B | 124.84 (14) |
C2A—N2A—H3 | 114.1 (13) | C2B—N1B—H8 | 116.6 (12) |
C2A—N2A—H4 | 113.9 (12) | C6B—N1B—H8 | 118.5 (12) |
H3—N2A—H4 | 114.4 (18) | C2B—N2B—H9 | 116.8 (14) |
C6A—O1A—K2 | 142.38 (11) | C2B—N2B—H10 | 117.1 (11) |
C6A—O1A—K2v | 109.25 (10) | H9—N2B—H10 | 116.1 (18) |
K2—O1A—K2v | 93.47 (4) | C6B—O1B—K2 | 123.86 (10) |
K1—O2W—K1v | 88.66 (4) | C6B—O1B—K2i | 114.77 (10) |
K1—O2W—K1iii | 96.05 (4) | K2—O1B—K2i | 90.77 (3) |
K1v—O2W—K1iii | 116.97 (4) | C6B—O1B—K2vi | 126.62 (10) |
K1—O2W—H5 | 86.7 (15) | K2—O1B—K2vi | 93.98 (4) |
K1v—O2W—H5 | 107.0 (15) | K2i—O1B—K2vi | 98.94 (4) |
K1iii—O2W—H5 | 135.9 (15) | K2—O3W—H11 | 80.0 (14) |
K1—O2W—H6 | 157.0 (16) | K2—O3W—H12 | 104.5 (14) |
K1v—O2W—H6 | 105.3 (16) | H11—O3W—H12 | 107.5 (14) |
| | | |
N3A—C4A—C5A—N7A | −178.91 (16) | N3B—C4B—C5B—N7B | 178.01 (15) |
N9A—C4A—C5A—N7A | −0.2 (2) | K1viii—C4B—C5B—N7B | 74.1 (4) |
K1—C4A—C5A—N7A | −99.97 (18) | N9B—C4B—C5B—C6B | −179.38 (15) |
N3A—C4A—C5A—C6A | −0.5 (3) | N3B—C4B—C5B—C6B | −0.1 (2) |
N9A—C4A—C5A—C6A | 178.23 (16) | K1viii—C4B—C5B—C6B | −104.1 (3) |
K1—C4A—C5A—C6A | 78.4 (2) | N7B—C5B—C6B—O1B | 0.9 (3) |
C4A—C5A—C6A—O1A | −177.53 (16) | C4B—C5B—C6B—O1B | 178.57 (16) |
N7A—C5A—C6A—O1A | 0.3 (3) | N7B—C5B—C6B—N1B | −178.49 (16) |
C4A—C5A—C6A—N1A | 2.5 (2) | C4B—C5B—C6B—N1B | −0.8 (2) |
N7A—C5A—C6A—N1A | −179.62 (18) | N7B—C5B—C6B—K2i | −49.8 (2) |
C4A—C5A—C6A—K2v | 128.46 (15) | C4B—C5B—C6B—K2i | 127.87 (13) |
N7A—C5A—C6A—K2v | −53.7 (2) | N9B—C8B—N7B—C5B | −0.5 (2) |
N7A—C8A—N9A—C4A | −0.2 (3) | C4B—C5B—N7B—C8B | 1.01 (18) |
N7A—C8A—N9A—K1 | 84.6 (2) | C6B—C5B—N7B—C8B | 178.89 (17) |
N3A—C4A—N9A—C8A | 178.96 (18) | N7B—C8B—N9B—C4B | −0.2 (2) |
C5A—C4A—N9A—C8A | 0.2 (2) | N7B—C8B—N9B—K1viii | −116.8 (2) |
K1—C4A—N9A—C8A | 139.42 (15) | N7B—C8B—N9B—K1ix | 126.06 (14) |
N3A—C4A—N9A—K1 | 39.54 (16) | N3B—C4B—N9B—C8B | −178.39 (16) |
C5A—C4A—N9A—K1 | −139.20 (15) | C5B—C4B—N9B—C8B | 0.86 (18) |
N9A—C8A—N7A—C5A | 0.1 (3) | K1viii—C4B—N9B—C8B | −158.36 (13) |
C4A—C5A—N7A—C8A | 0.0 (2) | N3B—C4B—N9B—K1viii | −20.03 (16) |
C6A—C5A—N7A—C8A | −178.0 (2) | C5B—C4B—N9B—K1viii | 159.22 (12) |
N3A—C2A—N1A—C6A | 1.3 (3) | N3B—C4B—N9B—K1ix | 55.81 (18) |
N2A—C2A—N1A—C6A | −175.58 (15) | C5B—C4B—N9B—K1ix | −124.94 (11) |
O1A—C6A—N1A—C2A | 177.20 (15) | K1viii—C4B—N9B—K1ix | 75.84 (6) |
C5A—C6A—N1A—C2A | −2.8 (2) | N2B—C2B—N3B—C4B | 177.93 (14) |
K2v—C6A—N1A—C2A | −128.12 (13) | N1B—C2B—N3B—C4B | 0.5 (2) |
N1A—C2A—N3A—C4A | 0.8 (3) | N2B—C2B—N3B—K1viii | −41.5 (2) |
N2A—C2A—N3A—C4A | 177.58 (15) | N1B—C2B—N3B—K1viii | 141.01 (14) |
N1A—C2A—N3A—K1 | −116.56 (16) | N9B—C4B—N3B—C2B | 179.49 (15) |
N2A—C2A—N3A—K1 | 60.18 (19) | C5B—C4B—N3B—C2B | 0.4 (2) |
N1A—C2A—N3A—K1v | 152.41 (14) | K1viii—C4B—N3B—C2B | 158.51 (14) |
N2A—C2A—N3A—K1v | −30.85 (18) | N9B—C4B—N3B—K1viii | 20.98 (16) |
N9A—C4A—N3A—C2A | −179.73 (17) | C5B—C4B—N3B—K1viii | −158.15 (15) |
C5A—C4A—N3A—C2A | −1.2 (2) | N3B—C2B—N1B—C6B | −1.6 (2) |
K1—C4A—N3A—C2A | −131.71 (15) | N2B—C2B—N1B—C6B | −179.17 (15) |
N9A—C4A—N3A—K1 | −48.02 (19) | O1B—C6B—N1B—C2B | −177.79 (15) |
C5A—C4A—N3A—K1 | 130.55 (16) | C5B—C6B—N1B—C2B | 1.6 (2) |
N9A—C4A—N3A—K1v | 32.9 (2) | K2i—C6B—N1B—C2B | −126.48 (13) |
C5A—C4A—N3A—K1v | −148.53 (14) | N1B—C6B—O1B—K2 | −156.01 (11) |
K1—C4A—N3A—K1v | 80.92 (9) | C5B—C6B—O1B—K2 | 24.7 (2) |
N1A—C6A—O1A—K2 | −143.31 (14) | K2i—C6B—O1B—K2 | 109.12 (12) |
C5A—C6A—O1A—K2 | 36.7 (3) | N1B—C6B—O1B—K2i | 94.87 (15) |
K2v—C6A—O1A—K2 | 123.94 (17) | C5B—C6B—O1B—K2i | −84.46 (18) |
N1A—C6A—O1A—K2v | 92.75 (15) | N1B—C6B—O1B—K2vi | −28.9 (2) |
C5A—C6A—O1A—K2v | −87.19 (17) | C5B—C6B—O1B—K2vi | 151.74 (13) |
N9B—C4B—C5B—N7B | −1.23 (18) | K2i—C6B—O1B—K2vi | −123.80 (14) |
Symmetry codes: (i) x, y+1, z; (ii) x+1/2, −y+3/2, z+1/2; (iii) −x+1, −y, −z+2; (iv) x+1/2, −y+1/2, z+1/2; (v) x, y−1, z; (vi) −x+1/2, −y+3/2, −z+1; (vii) −x+1/2, −y+1/2, −z+1; (viii) x−1/2, −y+3/2, z−1/2; (ix) x−1/2, −y+1/2, z−1/2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O2W—H5···N9A | 0.81 (2) | 2.02 (2) | 2.8179 (19) | 166 (2) |
N7A—H2···O3W | 0.871 (19) | 1.962 (19) | 2.8285 (19) | 172.6 (19) |
O3W—H11···N7B | 0.95 (1) | 1.86 (1) | 2.7793 (19) | 165 (2) |
N2A—H3···N3Biv | 0.862 (19) | 2.242 (19) | 3.044 (2) | 154.8 (17) |
N1B—H8···O1Avi | 0.840 (18) | 2.155 (19) | 2.9893 (18) | 172.1 (16) |
O3W—H12···N7Bv | 0.93 (1) | 2.03 (2) | 2.925 (2) | 159 (2) |
Symmetry codes: (iv) x+1/2, −y+1/2, z+1/2; (v) x, y−1, z; (vi) −x+1/2, −y+3/2, −z+1. |
potassium{2-amino-6-oxo-1-hydro-purine-7(9)-ide/2-amino-6-oxo-7-hydro-purine-1(3)-ide}monohydrate (300K)
top
Crystal data top
C10H12K2N10O4 | F(000) = 1696 |
Mr = 414.50 | Dx = 1.751 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
a = 36.591 (3) Å | Cell parameters from 7120 reflections |
b = 3.8847 (2) Å | θ = 2.8–28.0° |
c = 28.759 (3) Å | µ = 0.65 mm−1 |
β = 129.719 (15)° | T = 300 K |
V = 3144.4 (7) Å3 | Needle, colourless |
Z = 8 | 0.4 × 0.1 × 0.03 mm |
Data collection top
Xcalibur, Ruby, Gemini ultra diffractometer | 4189 independent reflections |
Radiation source: fine-focus sealed X-ray tube, Enhance (Mo) X-ray Source | 2632 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.063 |
Detector resolution: 10.3457 pixels mm-1 | θmax = 29.5°, θmin = 2.2° |
ω scans | h = −50→49 |
Absorption correction: multi-scan CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm. | k = −5→5 |
Tmin = 0.833, Tmax = 1.000 | l = −39→37 |
26811 measured reflections | |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: structure-invariant direct methods |
R[F2 > 2σ(F2)] = 0.035 | Hydrogen site location: difference Fourier map |
wR(F2) = 0.077 | Only H-atom coordinates refined |
S = 0.87 | w = 1/[σ2(Fo2) + (0.041P)2] where P = (Fo2 + 2Fc2)/3 |
4189 reflections | (Δ/σ)max = 0.001 |
271 parameters | Δρmax = 0.31 e Å−3 |
3 restraints | Δρmin = −0.29 e Å−3 |
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 | |
K1 | 0.49288 (2) | 0.14562 (12) | 0.92182 (2) | 0.03421 (12) | |
C8A | 0.33165 (7) | 0.0501 (7) | 0.79376 (9) | 0.0466 (6) | |
H1 | 0.3119 (8) | 0.114 (6) | 0.8049 (9) | 0.056* | |
C4A | 0.38665 (6) | −0.1435 (5) | 0.79536 (7) | 0.0263 (4) | |
C5A | 0.35046 (5) | −0.0387 (5) | 0.73685 (7) | 0.0261 (4) | |
C6A | 0.35562 (5) | −0.0648 (4) | 0.69244 (7) | 0.0227 (4) | |
C2A | 0.42993 (5) | −0.3030 (4) | 0.76998 (7) | 0.0215 (4) | |
N9A | 0.37445 (5) | −0.0865 (5) | 0.83115 (7) | 0.0395 (4) | |
N7A | 0.31539 (5) | 0.0860 (5) | 0.73722 (7) | 0.0361 (4) | |
H2 | 0.2878 (7) | 0.164 (5) | 0.7068 (9) | 0.043* | |
N1A | 0.39680 (4) | −0.2091 (4) | 0.71169 (6) | 0.0239 (3) | |
N3A | 0.42856 (4) | −0.2793 (4) | 0.81485 (6) | 0.0254 (3) | |
N2A | 0.47122 (5) | −0.4243 (4) | 0.78391 (7) | 0.0290 (4) | |
H3 | 0.4896 (7) | −0.523 (5) | 0.8185 (9) | 0.035* | |
H4 | 0.4674 (6) | −0.534 (5) | 0.7550 (9) | 0.035* | |
O1A | 0.32507 (4) | 0.0369 (3) | 0.63803 (5) | 0.0286 (3) | |
O2W | 0.45245 (4) | −0.3458 (4) | 0.94549 (6) | 0.0363 (3) | |
H5 | 0.4267 (6) | −0.300 (6) | 0.9129 (8) | 0.044* | |
H6 | 0.4452 (7) | −0.435 (6) | 0.9640 (9) | 0.044* | |
K2 | 0.26246 (2) | 0.52594 (10) | 0.57129 (2) | 0.03006 (12) | |
C8B | 0.11975 (6) | 0.7425 (5) | 0.54155 (8) | 0.0296 (4) | |
H7 | 0.1216 (6) | 0.648 (5) | 0.5722 (9) | 0.036* | |
C4B | 0.09142 (5) | 1.0006 (4) | 0.46020 (7) | 0.0201 (3) | |
C5B | 0.13928 (5) | 0.9363 (4) | 0.49159 (7) | 0.0211 (4) | |
C6B | 0.16115 (5) | 1.0479 (4) | 0.46800 (7) | 0.0208 (4) | |
C2B | 0.08238 (5) | 1.2701 (4) | 0.38443 (7) | 0.0198 (4) | |
N7B | 0.15784 (5) | 0.7709 (4) | 0.54532 (6) | 0.0274 (3) | |
N9B | 0.07847 (5) | 0.8742 (4) | 0.49186 (6) | 0.0254 (3) | |
N3B | 0.06163 (4) | 1.1684 (4) | 0.40606 (6) | 0.0208 (3) | |
N1B | 0.12942 (4) | 1.2114 (4) | 0.41278 (6) | 0.0218 (3) | |
H8 | 0.1392 (6) | 1.289 (5) | 0.3959 (8) | 0.026* | |
N2B | 0.05720 (5) | 1.4302 (4) | 0.33032 (7) | 0.0268 (4) | |
H9 | 0.0326 (7) | 1.522 (5) | 0.3177 (9) | 0.032* | |
H10 | 0.0740 (6) | 1.536 (5) | 0.3214 (8) | 0.032* | |
O1B | 0.20352 (4) | 1.0182 (3) | 0.49051 (5) | 0.0286 (3) | |
O3W | 0.22480 (4) | 0.3000 (4) | 0.63164 (6) | 0.0496 (4) | |
H11 | 0.2045 (7) | 0.483 (3) | 0.6075 (10) | 0.060* | |
H12 | 0.2091 (7) | 0.095 (3) | 0.6135 (10) | 0.060* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
K1 | 0.0364 (2) | 0.0364 (2) | 0.0358 (2) | −0.00874 (18) | 0.0259 (2) | −0.00588 (19) |
C8A | 0.0349 (11) | 0.0752 (17) | 0.0352 (12) | 0.0157 (11) | 0.0249 (10) | 0.0053 (11) |
C4A | 0.0230 (8) | 0.0329 (10) | 0.0196 (8) | 0.0003 (7) | 0.0120 (7) | 0.0013 (8) |
C5A | 0.0197 (8) | 0.0336 (11) | 0.0215 (9) | 0.0023 (7) | 0.0116 (7) | 0.0020 (7) |
C6A | 0.0187 (8) | 0.0238 (10) | 0.0189 (9) | −0.0042 (6) | 0.0090 (7) | −0.0009 (7) |
C2A | 0.0192 (8) | 0.0221 (9) | 0.0199 (8) | −0.0021 (7) | 0.0109 (7) | 0.0002 (7) |
N9A | 0.0326 (8) | 0.0634 (12) | 0.0248 (8) | 0.0147 (8) | 0.0194 (7) | 0.0084 (8) |
N7A | 0.0248 (8) | 0.0554 (12) | 0.0256 (9) | 0.0137 (7) | 0.0149 (7) | 0.0075 (8) |
N1A | 0.0205 (7) | 0.0297 (8) | 0.0190 (7) | 0.0005 (6) | 0.0115 (6) | 0.0023 (6) |
N3A | 0.0209 (7) | 0.0339 (9) | 0.0183 (7) | 0.0029 (6) | 0.0111 (6) | 0.0022 (6) |
N2A | 0.0220 (7) | 0.0418 (10) | 0.0207 (8) | 0.0072 (7) | 0.0124 (7) | 0.0044 (7) |
O1A | 0.0234 (6) | 0.0353 (7) | 0.0168 (6) | 0.0030 (5) | 0.0080 (5) | 0.0057 (5) |
O2W | 0.0280 (7) | 0.0526 (9) | 0.0276 (7) | −0.0005 (6) | 0.0174 (6) | 0.0099 (7) |
K2 | 0.0266 (2) | 0.0296 (2) | 0.0280 (2) | 0.00176 (16) | 0.01464 (18) | 0.00339 (17) |
C8B | 0.0321 (10) | 0.0329 (11) | 0.0259 (10) | 0.0003 (8) | 0.0195 (9) | 0.0048 (8) |
C4B | 0.0213 (8) | 0.0213 (9) | 0.0189 (8) | −0.0017 (7) | 0.0134 (7) | −0.0030 (7) |
C5B | 0.0188 (8) | 0.0230 (9) | 0.0184 (8) | −0.0002 (6) | 0.0105 (7) | 0.0002 (7) |
C6B | 0.0181 (8) | 0.0214 (9) | 0.0201 (8) | −0.0012 (6) | 0.0109 (7) | −0.0036 (7) |
C2B | 0.0178 (8) | 0.0208 (9) | 0.0182 (8) | −0.0012 (6) | 0.0103 (7) | −0.0036 (7) |
N7B | 0.0252 (7) | 0.0314 (9) | 0.0226 (8) | 0.0028 (6) | 0.0139 (6) | 0.0056 (6) |
N9B | 0.0247 (7) | 0.0312 (9) | 0.0239 (8) | −0.0003 (6) | 0.0172 (7) | 0.0020 (6) |
N3B | 0.0175 (6) | 0.0273 (8) | 0.0188 (7) | 0.0000 (6) | 0.0121 (6) | −0.0003 (6) |
N1B | 0.0184 (7) | 0.0299 (9) | 0.0190 (7) | −0.0001 (6) | 0.0128 (6) | 0.0026 (6) |
N2B | 0.0187 (7) | 0.0373 (10) | 0.0251 (8) | 0.0059 (6) | 0.0142 (7) | 0.0104 (7) |
O1B | 0.0154 (6) | 0.0403 (8) | 0.0261 (7) | 0.0031 (5) | 0.0115 (5) | 0.0041 (6) |
O3W | 0.0300 (7) | 0.0462 (10) | 0.0404 (9) | 0.0058 (6) | 0.0075 (6) | 0.0058 (7) |
Geometric parameters (Å, º) top
K1—O2W | 2.7538 (15) | O1A—K2v | 2.6931 (13) |
K1—O2Wi | 2.8004 (16) | O2W—H5 | 0.819 (16) |
K1—N3A | 2.9110 (16) | O2W—H6 | 0.808 (17) |
K1—N3Bii | 2.9178 (14) | K2—O1B | 2.7022 (13) |
K1—N9Bii | 3.0469 (16) | K2—O1Bv | 2.7449 (14) |
K1—O2Wiii | 3.0678 (16) | K2—O1Bvi | 2.7508 (13) |
K1—N9Biv | 3.1435 (15) | K2—O3W | 2.9559 (18) |
K1—N3Ai | 3.2771 (15) | K2—C6Bv | 3.4555 (17) |
K1—C4Bii | 3.3201 (17) | K2—K2i | 3.8847 (2) |
K1—C4A | 3.3956 (19) | K2—K2v | 3.8847 (2) |
K1—N9A | 3.4567 (18) | K2—K2vi | 3.9874 (9) |
K1—K1v | 3.8846 (2) | K2—K2vii | 4.1791 (9) |
K1—H5 | 2.85 (2) | K2—H11 | 2.90 (2) |
C8A—N9A | 1.318 (3) | C8B—N7B | 1.332 (2) |
C8A—N7A | 1.335 (3) | C8B—N9B | 1.351 (2) |
C8A—H1 | 0.99 (2) | C8B—H7 | 0.92 (2) |
C4A—N3A | 1.359 (2) | C4B—N9B | 1.359 (2) |
C4A—N9A | 1.377 (2) | C4B—N3B | 1.367 (2) |
C4A—C5A | 1.379 (2) | C4B—C5B | 1.387 (2) |
C5A—N7A | 1.378 (2) | C5B—N7B | 1.386 (2) |
C5A—C6A | 1.409 (2) | C5B—C6B | 1.408 (2) |
C6A—O1A | 1.2722 (19) | C6B—O1B | 1.2465 (19) |
C6A—N1A | 1.351 (2) | C6B—N1B | 1.384 (2) |
C6A—K2v | 3.3328 (17) | C2B—N3B | 1.313 (2) |
C2A—N3A | 1.326 (2) | C2B—N2B | 1.351 (2) |
C2A—N1A | 1.347 (2) | C2B—N1B | 1.373 (2) |
C2A—N2A | 1.376 (2) | N1B—H8 | 0.821 (19) |
N7A—H2 | 0.86 (2) | N2B—H9 | 0.809 (19) |
N2A—H3 | 0.86 (2) | N2B—H10 | 0.90 (2) |
N2A—H4 | 0.86 (2) | O3W—H11 | 0.938 (13) |
O1A—K2 | 2.6310 (12) | O3W—H12 | 0.925 (13) |
| | | |
O2W—K1—O2Wi | 88.75 (4) | K1iii—O2W—H6 | 61.1 (16) |
O2W—K1—N3A | 70.67 (4) | H5—O2W—H6 | 103 (2) |
O2Wi—K1—N3A | 117.45 (4) | O1A—K2—O1Ai | 93.71 (4) |
O2W—K1—N3Bii | 149.63 (5) | O1A—K2—O1B | 169.33 (4) |
O2Wi—K1—N3Bii | 120.33 (5) | O1Ai—K2—O1B | 86.51 (4) |
N3A—K1—N3Bii | 99.86 (4) | O1A—K2—O1Bv | 86.88 (4) |
O2W—K1—N9Bii | 138.47 (4) | O1Ai—K2—O1Bv | 169.48 (4) |
O2Wi—K1—N9Bii | 83.51 (4) | O1B—K2—O1Bv | 90.98 (4) |
N3A—K1—N9Bii | 147.25 (4) | O1A—K2—O1Bvi | 83.32 (4) |
N3Bii—K1—N9Bii | 47.70 (4) | O1Ai—K2—O1Bvi | 88.64 (4) |
O2W—K1—O2Wiii | 83.95 (4) | O1B—K2—O1Bvi | 86.02 (4) |
O2Wi—K1—O2Wiii | 62.91 (5) | O1Bv—K2—O1Bvi | 80.99 (4) |
N3A—K1—O2Wiii | 154.48 (4) | O1A—K2—O3W | 82.68 (4) |
N3Bii—K1—O2Wiii | 100.88 (4) | O1Ai—K2—O3W | 107.69 (4) |
N9Bii—K1—O2Wiii | 56.27 (4) | O1B—K2—O3W | 107.43 (4) |
O2W—K1—N9Biv | 82.47 (4) | O1Bv—K2—O3W | 82.80 (4) |
O2Wi—K1—N9Biv | 139.66 (4) | O1Bvi—K2—O3W | 159.09 (5) |
N3A—K1—N9Biv | 96.57 (4) | O1A—K2—C6Ai | 75.50 (4) |
N3Bii—K1—N9Biv | 69.74 (4) | O1Ai—K2—C6Ai | 21.15 (4) |
N9Bii—K1—N9Biv | 77.72 (3) | O1B—K2—C6Ai | 106.40 (4) |
O2Wiii—K1—N9Biv | 77.00 (4) | O1Bv—K2—C6Ai | 162.38 (4) |
O2W—K1—N3Ai | 121.85 (4) | O1Bvi—K2—C6Ai | 97.03 (4) |
O2Wi—K1—N3Ai | 64.74 (4) | O3W—K2—C6Ai | 94.41 (4) |
N3A—K1—N3Ai | 77.52 (3) | O1A—K2—C6Bv | 101.23 (4) |
N3Bii—K1—N3Ai | 81.87 (4) | O1Ai—K2—C6Bv | 164.90 (4) |
N9Bii—K1—N3Ai | 91.23 (4) | O1B—K2—C6Bv | 79.22 (4) |
O2Wiii—K1—N3Ai | 120.07 (4) | O1Bv—K2—C6Bv | 19.14 (4) |
N9Biv—K1—N3Ai | 149.67 (4) | O1Bvi—K2—C6Bv | 95.21 (4) |
O2W—K1—C4Bii | 147.74 (4) | O3W—K2—C6Bv | 72.47 (4) |
O2Wi—K1—C4Bii | 104.91 (4) | C6Ai—K2—C6Bv | 166.85 (4) |
N3A—K1—C4Bii | 123.98 (4) | O1A—K2—K2i | 136.23 (3) |
N3Bii—K1—C4Bii | 24.23 (4) | O1Ai—K2—K2i | 42.52 (3) |
N9Bii—K1—C4Bii | 24.15 (4) | O1B—K2—K2i | 44.95 (3) |
O2Wiii—K1—C4Bii | 77.00 (4) | O1Bv—K2—K2i | 135.93 (3) |
N9Biv—K1—C4Bii | 68.11 (4) | O1Bvi—K2—K2i | 93.58 (3) |
N3Ai—K1—C4Bii | 90.33 (4) | O3W—K2—K2i | 107.27 (3) |
O2W—K1—C4A | 66.88 (4) | C6Ai—K2—K2i | 61.51 (3) |
O2Wi—K1—C4A | 94.17 (4) | C6Bv—K2—K2i | 122.50 (3) |
N3A—K1—C4A | 23.29 (4) | O1A—K2—K2v | 43.77 (3) |
N3Bii—K1—C4A | 115.21 (4) | O1Ai—K2—K2v | 137.48 (3) |
N9Bii—K1—C4A | 154.17 (4) | O1B—K2—K2v | 135.05 (3) |
O2Wiii—K1—C4A | 143.74 (4) | O1Bv—K2—K2v | 44.07 (3) |
N9Biv—K1—C4A | 117.63 (5) | O1Bvi—K2—K2v | 86.42 (3) |
N3Ai—K1—C4A | 64.92 (4) | O3W—K2—K2v | 72.73 (3) |
C4Bii—K1—C4A | 138.57 (4) | C6Ai—K2—K2v | 118.49 (3) |
O2W—K1—N9A | 52.64 (4) | C6Bv—K2—K2v | 57.49 (3) |
O2Wi—K1—N9A | 76.41 (4) | K2i—K2—K2v | 180.0 |
N3A—K1—N9A | 43.76 (4) | O1A—K2—K2vi | 125.85 (3) |
N3Bii—K1—N9A | 137.48 (4) | O1Ai—K2—K2vi | 86.70 (3) |
N9Bii—K1—N9A | 157.20 (4) | O1B—K2—K2vi | 43.49 (3) |
O2Wiii—K1—N9A | 120.74 (4) | O1Bv—K2—K2vi | 84.47 (3) |
N9Biv—K1—N9A | 124.84 (5) | O1Bvi—K2—K2vi | 42.54 (3) |
N3Ai—K1—N9A | 70.59 (4) | O3W—K2—K2vi | 147.94 (3) |
C4Bii—K1—N9A | 158.50 (4) | C6Ai—K2—K2vi | 106.01 (4) |
C4A—K1—N9A | 23.16 (4) | C6Bv—K2—K2vi | 86.32 (3) |
O2W—K1—K1v | 46.11 (3) | K2i—K2—K2vi | 64.113 (12) |
O2Wi—K1—K1v | 134.87 (3) | K2v—K2—K2vi | 115.885 (12) |
N3A—K1—K1v | 55.46 (3) | O1A—K2—K2vii | 83.55 (3) |
N3Bii—K1—K1v | 104.34 (3) | O1Ai—K2—K2vii | 129.06 (3) |
N9Bii—K1—K1v | 127.75 (3) | O1B—K2—K2vii | 88.03 (3) |
O2Wiii—K1—K1v | 104.69 (3) | O1Bv—K2—K2vii | 40.55 (3) |
N9Biv—K1—K1v | 50.03 (3) | O1Bvi—K2—K2vii | 40.44 (3) |
N3Ai—K1—K1v | 132.97 (3) | O3W—K2—K2vii | 122.18 (4) |
C4Bii—K1—K1v | 114.46 (3) | C6Ai—K2—K2vii | 134.95 (3) |
C4A—K1—K1v | 70.68 (3) | C6Bv—K2—K2vii | 55.89 (3) |
N9A—K1—K1v | 74.88 (3) | K2i—K2—K2vii | 120.862 (11) |
O2W—K1—H5 | 16.7 (3) | K2v—K2—K2vii | 59.136 (12) |
O2Wi—K1—H5 | 84.3 (4) | K2vi—K2—K2vii | 56.749 (13) |
N3A—K1—H5 | 59.6 (4) | O1A—K2—H11 | 101.1 (3) |
N3Bii—K1—H5 | 154.6 (5) | O1Ai—K2—H11 | 105.7 (4) |
N9Bii—K1—H5 | 152.4 (4) | O1B—K2—H11 | 89.1 (3) |
O2Wiii—K1—H5 | 96.2 (4) | O1Bv—K2—H11 | 84.5 (4) |
N9Biv—K1—H5 | 96.2 (4) | O1Bvi—K2—H11 | 164.6 (4) |
N3Ai—K1—H5 | 105.7 (4) | O3W—K2—H11 | 18.4 (2) |
C4Bii—K1—H5 | 163.9 (4) | C6Ai—K2—H11 | 98.4 (4) |
C4A—K1—H5 | 51.5 (4) | C6Bv—K2—H11 | 69.5 (4) |
N9A—K1—H5 | 36.0 (3) | K2i—K2—H11 | 93.3 (3) |
K1v—K1—H5 | 52.6 (4) | K2v—K2—H11 | 86.7 (3) |
N9A—C8A—N7A | 114.09 (19) | K2vi—K2—H11 | 130.9 (3) |
N9A—C8A—H1 | 124.7 (12) | K2vii—K2—H11 | 124.8 (4) |
N7A—C8A—H1 | 121.2 (12) | N7B—C8B—N9B | 117.33 (16) |
N3A—C4A—N9A | 125.02 (15) | N7B—C8B—H7 | 121.7 (12) |
N3A—C4A—C5A | 124.64 (16) | N9B—C8B—H7 | 120.9 (12) |
N9A—C4A—C5A | 110.34 (15) | N9B—C4B—N3B | 124.74 (14) |
N3A—C4A—K1 | 57.91 (9) | N9B—C4B—C5B | 109.57 (14) |
N9A—C4A—K1 | 80.91 (10) | N3B—C4B—C5B | 125.68 (15) |
C5A—C4A—K1 | 139.33 (13) | N9B—C4B—K1viii | 66.58 (9) |
N7A—C5A—C4A | 105.49 (15) | N3B—C4B—K1viii | 61.17 (8) |
N7A—C5A—C6A | 134.19 (16) | C5B—C4B—K1viii | 160.44 (12) |
C4A—C5A—C6A | 120.29 (15) | N7B—C5B—C4B | 108.92 (15) |
O1A—C6A—N1A | 120.41 (16) | N7B—C5B—C6B | 130.97 (14) |
O1A—C6A—C5A | 124.83 (15) | C4B—C5B—C6B | 120.07 (15) |
N1A—C6A—C5A | 114.75 (14) | O1B—C6B—N1B | 119.42 (16) |
O1A—C6A—K2v | 49.80 (8) | O1B—C6B—C5B | 128.50 (15) |
N1A—C6A—K2v | 111.00 (11) | N1B—C6B—C5B | 112.08 (14) |
C5A—C6A—K2v | 110.00 (10) | O1B—C6B—K2i | 46.22 (8) |
N3A—C2A—N1A | 128.93 (15) | N1B—C6B—K2i | 113.08 (10) |
N3A—C2A—N2A | 117.25 (14) | C5B—C6B—K2i | 112.27 (10) |
N1A—C2A—N2A | 113.74 (16) | N3B—C2B—N2B | 120.59 (14) |
C8A—N9A—C4A | 103.81 (15) | N3B—C2B—N1B | 123.62 (15) |
C8A—N9A—K1 | 140.68 (16) | N2B—C2B—N1B | 115.73 (15) |
C4A—N9A—K1 | 75.93 (10) | C8B—N7B—C5B | 101.89 (13) |
C8A—N7A—C5A | 106.28 (15) | C8B—N9B—C4B | 102.27 (14) |
C8A—N7A—H2 | 126.2 (14) | C8B—N9B—K1viii | 155.89 (12) |
C5A—N7A—H2 | 127.4 (14) | C4B—N9B—K1viii | 89.27 (9) |
C2A—N1A—C6A | 120.23 (15) | C8B—N9B—K1ix | 114.66 (12) |
C2A—N3A—C4A | 111.10 (14) | C4B—N9B—K1ix | 115.73 (10) |
C2A—N3A—K1 | 124.06 (11) | K1viii—N9B—K1ix | 77.72 (3) |
C4A—N3A—K1 | 98.80 (11) | C2B—N3B—C4B | 113.68 (13) |
C2A—N3A—K1v | 114.52 (10) | C2B—N3B—K1viii | 144.72 (11) |
C4A—N3A—K1v | 126.59 (11) | C4B—N3B—K1viii | 94.60 (9) |
K1—N3A—K1v | 77.52 (3) | C2B—N1B—C6B | 124.84 (15) |
C2A—N2A—H3 | 113.1 (13) | C2B—N1B—H8 | 116.2 (12) |
C2A—N2A—H4 | 114.6 (12) | C6B—N1B—H8 | 118.9 (12) |
H3—N2A—H4 | 115.0 (19) | C2B—N2B—H9 | 117.6 (14) |
C6A—O1A—K2 | 142.43 (11) | C2B—N2B—H10 | 116.8 (12) |
C6A—O1A—K2v | 109.05 (10) | H9—N2B—H10 | 115.9 (19) |
K2—O1A—K2v | 93.70 (4) | C6B—O1B—K2 | 123.81 (11) |
K1—O2W—K1v | 88.76 (4) | C6B—O1B—K2i | 114.64 (11) |
K1—O2W—K1iii | 96.05 (4) | K2—O1B—K2i | 90.98 (4) |
K1v—O2W—K1iii | 117.08 (5) | C6B—O1B—K2vi | 126.62 (11) |
K1—O2W—H5 | 88.5 (16) | K2—O1B—K2vi | 93.98 (4) |
K1v—O2W—H5 | 105.9 (16) | K2i—O1B—K2vi | 99.01 (4) |
K1iii—O2W—H5 | 136.8 (15) | K2—O3W—H11 | 77.6 (15) |
K1—O2W—H6 | 155.9 (17) | K2—O3W—H12 | 106.2 (16) |
K1v—O2W—H6 | 107.8 (17) | H11—O3W—H12 | 108.9 (15) |
| | | |
N3A—C4A—C5A—N7A | −179.07 (18) | N3B—C4B—C5B—N7B | 178.07 (16) |
N9A—C4A—C5A—N7A | 0.1 (2) | K1viii—C4B—C5B—N7B | 73.7 (4) |
K1—C4A—C5A—N7A | −99.83 (19) | N9B—C4B—C5B—C6B | −179.17 (15) |
N3A—C4A—C5A—C6A | −0.8 (3) | N3B—C4B—C5B—C6B | 0.1 (3) |
N9A—C4A—C5A—C6A | 178.42 (17) | K1viii—C4B—C5B—C6B | −104.2 (4) |
K1—C4A—C5A—C6A | 78.5 (2) | N7B—C5B—C6B—O1B | 1.1 (3) |
N7A—C5A—C6A—O1A | 0.5 (3) | C4B—C5B—C6B—O1B | 178.49 (17) |
C4A—C5A—C6A—O1A | −177.18 (17) | N7B—C5B—C6B—N1B | −178.46 (17) |
N7A—C5A—C6A—N1A | −179.8 (2) | C4B—C5B—C6B—N1B | −1.1 (2) |
C4A—C5A—C6A—N1A | 2.5 (3) | N7B—C5B—C6B—K2i | −49.9 (2) |
N7A—C5A—C6A—K2v | −53.8 (3) | C4B—C5B—C6B—K2i | 127.50 (14) |
C4A—C5A—C6A—K2v | 128.52 (15) | N9B—C8B—N7B—C5B | −0.8 (2) |
N7A—C8A—N9A—C4A | −0.1 (3) | C4B—C5B—N7B—C8B | 1.19 (19) |
N7A—C8A—N9A—K1 | 84.4 (3) | C6B—C5B—N7B—C8B | 178.81 (18) |
N3A—C4A—N9A—C8A | 179.2 (2) | N7B—C8B—N9B—C4B | 0.1 (2) |
C5A—C4A—N9A—C8A | 0.0 (2) | N7B—C8B—N9B—K1viii | −116.9 (3) |
K1—C4A—N9A—C8A | 139.43 (17) | N7B—C8B—N9B—K1ix | 126.15 (15) |
N3A—C4A—N9A—K1 | 39.74 (17) | N3B—C4B—N9B—C8B | −178.61 (16) |
C5A—C4A—N9A—K1 | −139.46 (16) | C5B—C4B—N9B—C8B | 0.71 (19) |
N9A—C8A—N7A—C5A | 0.2 (3) | K1viii—C4B—N9B—C8B | −158.66 (13) |
C4A—C5A—N7A—C8A | −0.2 (2) | N3B—C4B—N9B—K1viii | −19.96 (16) |
C6A—C5A—N7A—C8A | −178.1 (2) | C5B—C4B—N9B—K1viii | 159.37 (12) |
N3A—C2A—N1A—C6A | 0.9 (3) | N3B—C4B—N9B—K1ix | 56.02 (19) |
N2A—C2A—N1A—C6A | −175.80 (15) | C5B—C4B—N9B—K1ix | −124.65 (12) |
O1A—C6A—N1A—C2A | 177.15 (15) | K1viii—C4B—N9B—K1ix | 75.98 (7) |
C5A—C6A—N1A—C2A | −2.6 (2) | N2B—C2B—N3B—C4B | 177.92 (15) |
K2v—C6A—N1A—C2A | −128.04 (13) | N1B—C2B—N3B—C4B | 0.7 (2) |
N1A—C2A—N3A—C4A | 0.9 (3) | N2B—C2B—N3B—K1viii | −41.6 (3) |
N2A—C2A—N3A—C4A | 177.53 (15) | N1B—C2B—N3B—K1viii | 141.19 (14) |
N1A—C2A—N3A—K1 | −116.38 (17) | N9B—C4B—N3B—C2B | 179.31 (16) |
N2A—C2A—N3A—K1 | 60.2 (2) | C5B—C4B—N3B—C2B | 0.1 (2) |
N1A—C2A—N3A—K1v | 152.38 (15) | K1viii—C4B—N3B—C2B | 158.37 (15) |
N2A—C2A—N3A—K1v | −31.02 (19) | N9B—C4B—N3B—K1viii | 20.95 (17) |
N9A—C4A—N3A—C2A | 179.98 (18) | C5B—C4B—N3B—K1viii | −158.27 (15) |
C5A—C4A—N3A—C2A | −0.9 (3) | N3B—C2B—N1B—C6B | −1.9 (3) |
K1—C4A—N3A—C2A | −131.85 (16) | N2B—C2B—N1B—C6B | −179.19 (16) |
N9A—C4A—N3A—K1 | −48.2 (2) | O1B—C6B—N1B—C2B | −177.70 (16) |
C5A—C4A—N3A—K1 | 130.91 (17) | C5B—C6B—N1B—C2B | 1.9 (2) |
N9A—C4A—N3A—K1v | 32.8 (3) | K2i—C6B—N1B—C2B | −126.24 (14) |
C5A—C4A—N3A—K1v | −148.15 (15) | N1B—C6B—O1B—K2 | −155.97 (11) |
K1—C4A—N3A—K1v | 80.94 (10) | C5B—C6B—O1B—K2 | 24.5 (2) |
N1A—C6A—O1A—K2 | −143.12 (14) | K2i—C6B—O1B—K2 | 109.26 (12) |
C5A—C6A—O1A—K2 | 36.6 (3) | N1B—C6B—O1B—K2i | 94.76 (15) |
K2v—C6A—O1A—K2 | 124.12 (18) | C5B—C6B—O1B—K2i | −84.75 (19) |
N1A—C6A—O1A—K2v | 92.76 (15) | N1B—C6B—O1B—K2vi | −29.0 (2) |
C5A—C6A—O1A—K2v | −87.56 (18) | C5B—C6B—O1B—K2vi | 151.51 (14) |
N9B—C4B—C5B—N7B | −1.25 (19) | K2i—C6B—O1B—K2vi | −123.74 (14) |
Symmetry codes: (i) x, y+1, z; (ii) x+1/2, −y+3/2, z+1/2; (iii) −x+1, −y, −z+2; (iv) x+1/2, −y+1/2, z+1/2; (v) x, y−1, z; (vi) −x+1/2, −y+3/2, −z+1; (vii) −x+1/2, −y+1/2, −z+1; (viii) x−1/2, −y+3/2, z−1/2; (ix) x−1/2, −y+1/2, z−1/2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O2W—H5···N9A | 0.82 (2) | 2.03 (2) | 2.825 (2) | 163 (2) |
N7A—H2···O3W | 0.86 (2) | 1.97 (2) | 2.835 (2) | 173 (2) |
O3W—H11···N7B | 0.94 (1) | 1.86 (2) | 2.782 (2) | 167 (2) |
N2A—H3···N3Biv | 0.86 (2) | 2.26 (2) | 3.055 (2) | 153.6 (18) |
N1B—H8···O1Avi | 0.821 (19) | 2.181 (19) | 2.9957 (19) | 171.7 (17) |
O3W—H12···N7Bv | 0.93 (1) | 2.06 (2) | 2.935 (2) | 157 (2) |
Symmetry codes: (iv) x+1/2, −y+1/2, z+1/2; (v) x, y−1, z; (vi) −x+1/2, −y+3/2, −z+1. |
disodium 2-amino-6-oxo-6,7-dihydro-1H-purine-1,7-diide heptahydrate (GuaNa_100K)
top
Crystal data top
2(Na)·7(H2O)·C5H3N5O | F(000) = 672 |
Mr = 321.21 | Dx = 1.586 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 10.5290 (2) Å | Cell parameters from 6267 reflections |
b = 11.6677 (2) Å | θ = 2.6–29.6° |
c = 11.1762 (3) Å | µ = 0.20 mm−1 |
β = 101.608 (2)° | T = 100 K |
V = 1344.90 (5) Å3 | Prism, colourless |
Z = 4 | 0.5 × 0.5 × 0.25 mm |
Data collection top
STOE IPDS 2 diffractometer | 3768 independent reflections |
Radiation source: sealed X-ray tube, 12 x 0.4 mm long-fine focus | 3079 reflections with I > 2σ(I) |
Plane graphite monochromator | Rint = 0.053 |
Detector resolution: 6.67 pixels mm-1 | θmax = 29.6°, θmin = 2.0° |
rotation method scans | h = −14→14 |
Absorption correction: multi-scan CrysAlisPro 1.171.38.43d (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm. | k = −16→16 |
Tmin = 0.832, Tmax = 1.000 | l = −15→13 |
12423 measured reflections | |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: structure-invariant direct methods |
R[F2 > 2σ(F2)] = 0.032 | Hydrogen site location: difference Fourier map |
wR(F2) = 0.087 | Only H-atom coordinates refined |
S = 1.09 | w = 1/[σ2(Fo2) + (0.0365P)2 + 0.7432P] where P = (Fo2 + 2Fc2)/3 |
3768 reflections | (Δ/σ)max < 0.001 |
232 parameters | Δρmax = 0.50 e Å−3 |
0 restraints | Δρmin = −0.25 e Å−3 |
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 | |
N1 | 0.65496 (10) | 0.48310 (8) | 0.34808 (10) | 0.0110 (2) | |
C2 | 0.52571 (12) | 0.48348 (10) | 0.33921 (11) | 0.0109 (2) | |
N3 | 0.45233 (10) | 0.40271 (8) | 0.37681 (10) | 0.0112 (2) | |
C4 | 0.52332 (11) | 0.31348 (9) | 0.43279 (11) | 0.0100 (2) | |
C5 | 0.65758 (11) | 0.30531 (9) | 0.44965 (11) | 0.0105 (2) | |
C6 | 0.72600 (11) | 0.39407 (9) | 0.40459 (11) | 0.0099 (2) | |
N7 | 0.69782 (10) | 0.20358 (8) | 0.50960 (10) | 0.0121 (2) | |
C8 | 0.58566 (12) | 0.15761 (10) | 0.52392 (12) | 0.0133 (2) | |
H1 | 0.5849 (16) | 0.0874 (14) | 0.5631 (15) | 0.016* | |
N9 | 0.47618 (10) | 0.21804 (8) | 0.47990 (10) | 0.0119 (2) | |
N2 | 0.46125 (11) | 0.57534 (9) | 0.27861 (11) | 0.0164 (2) | |
H2 | 0.3814 (17) | 0.5867 (15) | 0.2876 (16) | 0.020* | |
H3 | 0.5109 (17) | 0.6356 (15) | 0.2731 (16) | 0.020* | |
O1 | 0.85035 (8) | 0.39330 (7) | 0.41334 (8) | 0.01105 (17) | |
Na1 | 0.11557 (5) | 0.25426 (4) | 0.18372 (5) | 0.01081 (11) | |
Na2 | 0.04857 (5) | 0.04504 (4) | 0.37262 (5) | 0.01089 (11) | |
O2W | 0.30720 (9) | 0.32585 (8) | 0.13623 (9) | 0.01338 (18) | |
H4 | 0.3522 (17) | 0.3073 (14) | 0.0916 (17) | 0.016* | |
H5 | 0.3589 (17) | 0.3415 (14) | 0.2032 (17) | 0.016* | |
O3W | 0.18420 (9) | 0.38032 (7) | 0.35539 (9) | 0.01291 (18) | |
H6 | 0.1464 (17) | 0.4409 (15) | 0.3520 (16) | 0.015* | |
H7 | 0.2636 (18) | 0.3946 (14) | 0.3715 (16) | 0.015* | |
O4W | 0.24325 (9) | 0.11497 (7) | 0.32009 (9) | 0.01206 (17) | |
H8 | 0.2777 (16) | 0.0757 (14) | 0.2756 (16) | 0.014* | |
H9 | 0.3047 (17) | 0.1412 (15) | 0.3662 (16) | 0.014* | |
O5W | −0.00212 (9) | 0.06863 (7) | 0.14533 (8) | 0.01141 (17) | |
H10 | 0.0506 (17) | 0.0220 (15) | 0.1284 (15) | 0.014* | |
H11 | −0.0502 (17) | 0.0878 (14) | 0.0820 (17) | 0.014* | |
O6W | −0.15486 (9) | 0.02106 (8) | 0.42389 (9) | 0.01343 (18) | |
H12 | −0.2067 (17) | −0.0317 (15) | 0.4082 (15) | 0.016* | |
H13 | −0.1992 (17) | 0.0773 (15) | 0.4401 (16) | 0.016* | |
O7W | 0.04304 (9) | 0.22700 (7) | 0.46327 (8) | 0.01232 (18) | |
H14 | −0.0266 (18) | 0.2641 (14) | 0.4469 (16) | 0.015* | |
H15 | 0.0924 (17) | 0.2696 (15) | 0.4383 (16) | 0.015* | |
O8W | 0.08256 (9) | −0.14985 (7) | 0.31503 (9) | 0.01099 (17) | |
H16 | 0.1074 (16) | −0.1450 (14) | 0.2515 (16) | 0.013* | |
H17 | 0.1461 (17) | −0.1732 (14) | 0.3665 (16) | 0.013* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
N1 | 0.0107 (5) | 0.0112 (4) | 0.0113 (5) | −0.0013 (3) | 0.0025 (4) | 0.0009 (4) |
C2 | 0.0114 (6) | 0.0118 (5) | 0.0095 (5) | 0.0005 (4) | 0.0020 (4) | 0.0000 (4) |
N3 | 0.0088 (5) | 0.0133 (4) | 0.0113 (5) | −0.0012 (3) | 0.0014 (4) | 0.0005 (4) |
C4 | 0.0088 (5) | 0.0123 (5) | 0.0088 (5) | −0.0010 (4) | 0.0021 (4) | −0.0011 (4) |
C5 | 0.0076 (5) | 0.0112 (5) | 0.0128 (6) | 0.0006 (4) | 0.0020 (4) | 0.0014 (4) |
C6 | 0.0091 (5) | 0.0117 (5) | 0.0092 (5) | −0.0004 (4) | 0.0020 (4) | −0.0009 (4) |
N7 | 0.0114 (5) | 0.0117 (4) | 0.0129 (5) | 0.0014 (4) | 0.0016 (4) | 0.0021 (4) |
C8 | 0.0118 (6) | 0.0132 (5) | 0.0147 (6) | 0.0004 (4) | 0.0026 (4) | 0.0018 (4) |
N9 | 0.0099 (5) | 0.0128 (4) | 0.0132 (5) | −0.0001 (3) | 0.0030 (4) | 0.0014 (4) |
N2 | 0.0117 (5) | 0.0147 (5) | 0.0232 (6) | 0.0024 (4) | 0.0040 (4) | 0.0066 (4) |
O1 | 0.0070 (4) | 0.0146 (4) | 0.0118 (4) | −0.0011 (3) | 0.0025 (3) | −0.0008 (3) |
Na1 | 0.0103 (2) | 0.0103 (2) | 0.0119 (2) | −0.00042 (16) | 0.00256 (18) | −0.00018 (17) |
Na2 | 0.0115 (2) | 0.0102 (2) | 0.0115 (2) | −0.00003 (16) | 0.00352 (19) | −0.00020 (17) |
O2W | 0.0108 (4) | 0.0175 (4) | 0.0125 (5) | −0.0006 (3) | 0.0038 (3) | −0.0022 (3) |
O3W | 0.0090 (4) | 0.0112 (4) | 0.0190 (5) | 0.0005 (3) | 0.0039 (3) | −0.0012 (3) |
O4W | 0.0101 (4) | 0.0131 (4) | 0.0132 (5) | −0.0002 (3) | 0.0030 (3) | −0.0033 (3) |
O5W | 0.0115 (4) | 0.0111 (4) | 0.0112 (4) | 0.0020 (3) | 0.0011 (3) | 0.0004 (3) |
O6W | 0.0116 (4) | 0.0119 (4) | 0.0177 (5) | −0.0007 (3) | 0.0049 (3) | −0.0023 (3) |
O7W | 0.0121 (4) | 0.0106 (4) | 0.0151 (5) | 0.0013 (3) | 0.0049 (3) | 0.0010 (3) |
O8W | 0.0099 (4) | 0.0137 (4) | 0.0093 (4) | 0.0008 (3) | 0.0018 (3) | 0.0016 (3) |
Geometric parameters (Å, º) top
N1—C2 | 1.3445 (15) | Na1—Na2ii | 4.1331 (7) |
N1—C6 | 1.3592 (15) | Na2—O6W | 2.3427 (10) |
C2—N3 | 1.3388 (14) | Na2—O7W | 2.3581 (9) |
C2—N2 | 1.3722 (16) | Na2—O4W | 2.3867 (10) |
N3—C4 | 1.3587 (15) | Na2—O8W | 2.4095 (9) |
C4—N9 | 1.3670 (14) | Na2—O6Wiii | 2.4485 (11) |
C4—C5 | 1.3913 (16) | Na2—O5W | 2.5035 (11) |
C5—N7 | 1.3867 (15) | Na2—Na2iii | 3.3807 (9) |
C5—C6 | 1.4111 (15) | O2W—H4 | 0.785 (18) |
C6—O1 | 1.2931 (14) | O2W—H5 | 0.852 (19) |
N7—C8 | 1.3356 (15) | O3W—H6 | 0.809 (18) |
C8—N9 | 1.3563 (16) | O3W—H7 | 0.836 (18) |
C8—H1 | 0.930 (17) | O4W—H8 | 0.813 (18) |
N2—H2 | 0.877 (18) | O4W—H9 | 0.802 (19) |
N2—H3 | 0.886 (18) | O5W—H10 | 0.826 (18) |
Na1—O2W | 2.3413 (10) | O5W—H11 | 0.814 (18) |
Na1—O8Wi | 2.3697 (10) | O6W—H12 | 0.818 (18) |
Na1—O3W | 2.4101 (10) | O6W—H13 | 0.845 (18) |
Na1—O7Wii | 2.4380 (11) | O7W—H14 | 0.839 (18) |
Na1—O4W | 2.4386 (10) | O7W—H15 | 0.808 (18) |
Na1—O5W | 2.4892 (10) | O8W—H16 | 0.807 (18) |
Na1—Na2 | 3.3931 (6) | O8W—H17 | 0.836 (18) |
Na1—Na2i | 3.8021 (6) | | |
| | | |
C2—N1—C6 | 119.41 (10) | O4W—Na2—O5W | 74.40 (3) |
N3—C2—N1 | 127.88 (11) | O8W—Na2—O5W | 81.11 (3) |
N3—C2—N2 | 116.45 (11) | O6Wiii—Na2—O5W | 160.28 (4) |
N1—C2—N2 | 115.58 (10) | O6W—Na2—Na2iii | 46.41 (3) |
C2—N3—C4 | 112.66 (10) | O7W—Na2—Na2iii | 83.12 (3) |
N3—C4—N9 | 126.36 (11) | O4W—Na2—Na2iii | 137.21 (4) |
N3—C4—C5 | 124.38 (10) | O8W—Na2—Na2iii | 91.03 (3) |
N9—C4—C5 | 109.26 (10) | O6Wiii—Na2—Na2iii | 43.86 (2) |
N7—C5—C4 | 109.11 (10) | O5W—Na2—Na2iii | 148.20 (3) |
N7—C5—C6 | 132.25 (11) | O6W—Na2—Na1 | 123.56 (3) |
C4—C5—C6 | 118.63 (11) | O7W—Na2—Na1 | 69.26 (2) |
O1—C6—N1 | 119.64 (10) | O4W—Na2—Na1 | 45.94 (2) |
O1—C6—C5 | 123.35 (11) | O8W—Na2—Na1 | 116.88 (3) |
N1—C6—C5 | 117.00 (10) | O6Wiii—Na2—Na1 | 133.72 (3) |
C8—N7—C5 | 102.13 (10) | O5W—Na2—Na1 | 47.01 (2) |
N7—C8—N9 | 117.08 (11) | Na2iii—Na2—Na1 | 152.09 (2) |
N7—C8—H1 | 120.1 (10) | O6W—Na2—Na1iv | 61.74 (3) |
N9—C8—H1 | 122.8 (10) | O7W—Na2—Na1iv | 145.57 (3) |
C8—N9—C4 | 102.43 (10) | O4W—Na2—Na1iv | 130.43 (3) |
C2—N2—H2 | 116.8 (12) | O8W—Na2—Na1iv | 36.93 (2) |
C2—N2—H3 | 114.5 (12) | O6Wiii—Na2—Na1iv | 88.87 (3) |
H2—N2—H3 | 118.8 (16) | O5W—Na2—Na1iv | 86.16 (2) |
O2W—Na1—O8Wi | 129.25 (4) | Na2iii—Na2—Na1iv | 69.977 (16) |
O2W—Na1—O3W | 80.14 (3) | Na1—Na2—Na1iv | 133.109 (15) |
O8Wi—Na1—O3W | 80.24 (3) | O6W—Na2—Na1v | 82.62 (3) |
O2W—Na1—O7Wii | 81.25 (4) | O7W—Na2—Na1v | 31.05 (2) |
O8Wi—Na1—O7Wii | 82.33 (3) | O4W—Na2—Na1v | 90.21 (3) |
O3W—Na1—O7Wii | 137.10 (4) | O8W—Na2—Na1v | 138.59 (3) |
O2W—Na1—O4W | 89.29 (3) | O6Wiii—Na2—Na1v | 55.14 (2) |
O8Wi—Na1—O4W | 133.33 (4) | O5W—Na2—Na1v | 139.17 (3) |
O3W—Na1—O4W | 82.53 (4) | Na2iii—Na2—Na1v | 59.804 (15) |
O7Wii—Na1—O4W | 135.44 (4) | Na1—Na2—Na1v | 95.402 (11) |
O2W—Na1—O5W | 133.88 (4) | Na1iv—Na2—Na1v | 129.780 (14) |
O8Wi—Na1—O5W | 90.20 (3) | Na1—O2W—H4 | 134.7 (12) |
O3W—Na1—O5W | 136.66 (4) | Na1—O2W—H5 | 107.7 (12) |
O7Wii—Na1—O5W | 81.95 (3) | H4—O2W—H5 | 104.9 (17) |
O4W—Na1—O5W | 73.77 (3) | Na1—O3W—H6 | 115.5 (12) |
O2W—Na1—Na2 | 133.97 (3) | Na1—O3W—H7 | 114.8 (12) |
O8Wi—Na1—Na2 | 92.44 (3) | H6—O3W—H7 | 107.3 (16) |
O3W—Na1—Na2 | 90.59 (3) | Na2—O4W—Na1 | 89.36 (3) |
O7Wii—Na1—Na2 | 129.14 (3) | Na2—O4W—H8 | 118.0 (12) |
O4W—Na1—Na2 | 44.70 (2) | Na1—O4W—H8 | 104.6 (12) |
O5W—Na1—Na2 | 47.37 (2) | Na2—O4W—H9 | 126.4 (12) |
O2W—Na1—Na2i | 91.59 (3) | Na1—O4W—H9 | 114.8 (12) |
O8Wi—Na1—Na2i | 37.66 (2) | H8—O4W—H9 | 101.9 (16) |
O3W—Na1—Na2i | 68.95 (3) | Na1—O5W—Na2 | 85.62 (3) |
O7Wii—Na1—Na2i | 73.33 (2) | Na1—O5W—H10 | 106.1 (12) |
O4W—Na1—Na2i | 150.84 (3) | Na2—O5W—H10 | 98.3 (12) |
O5W—Na1—Na2i | 123.64 (3) | Na1—O5W—H11 | 96.4 (12) |
Na2—Na1—Na2i | 126.910 (14) | Na2—O5W—H11 | 151.7 (12) |
O2W—Na1—Na2ii | 67.43 (3) | H10—O5W—H11 | 108.1 (17) |
O8Wi—Na1—Na2ii | 74.69 (3) | Na2—O6W—Na2iii | 89.73 (4) |
O3W—Na1—Na2ii | 107.28 (3) | Na2—O6W—H12 | 129.9 (12) |
O7Wii—Na1—Na2ii | 29.93 (2) | Na2iii—O6W—H12 | 97.0 (12) |
O4W—Na1—Na2ii | 151.96 (3) | Na2—O6W—H13 | 122.1 (11) |
O5W—Na1—Na2ii | 110.68 (3) | Na2iii—O6W—H13 | 102.4 (12) |
Na2—Na1—Na2ii | 155.42 (2) | H12—O6W—H13 | 104.8 (16) |
Na2i—Na1—Na2ii | 50.219 (14) | Na2—O7W—Na1v | 119.02 (4) |
O6W—Na2—O7W | 84.24 (3) | Na2—O7W—H14 | 117.8 (12) |
O6W—Na2—O4W | 166.84 (4) | Na1v—O7W—H14 | 104.8 (12) |
O7W—Na2—O4W | 83.95 (3) | Na2—O7W—H15 | 109.4 (12) |
O6W—Na2—O8W | 98.33 (3) | Na1v—O7W—H15 | 101.6 (12) |
O7W—Na2—O8W | 169.19 (4) | H14—O7W—H15 | 101.6 (16) |
O4W—Na2—O8W | 94.35 (3) | Na1iv—O8W—Na2 | 105.41 (4) |
O6W—Na2—O6Wiii | 90.27 (4) | Na1iv—O8W—H16 | 118.7 (12) |
O7W—Na2—O6Wiii | 86.03 (4) | Na2—O8W—H16 | 105.2 (12) |
O4W—Na2—O6Wiii | 94.68 (4) | Na1iv—O8W—H17 | 115.2 (11) |
O8W—Na2—O6Wiii | 83.46 (3) | Na2—O8W—H17 | 105.4 (11) |
O6W—Na2—O5W | 104.04 (4) | H16—O8W—H17 | 105.8 (16) |
O7W—Na2—O5W | 108.56 (3) | | |
| | | |
C6—N1—C2—N3 | −2.34 (19) | C2—N1—C6—C5 | 0.86 (17) |
C6—N1—C2—N2 | −178.70 (11) | N7—C5—C6—O1 | 0.2 (2) |
N1—C2—N3—C4 | 1.93 (18) | C4—C5—C6—O1 | −178.48 (11) |
N2—C2—N3—C4 | 178.26 (11) | N7—C5—C6—N1 | 179.29 (12) |
C2—N3—C4—N9 | −179.45 (11) | C4—C5—C6—N1 | 0.62 (17) |
C2—N3—C4—C5 | −0.20 (17) | C4—C5—N7—C8 | 0.34 (13) |
N3—C4—C5—N7 | −179.94 (11) | C6—C5—N7—C8 | −178.43 (13) |
N9—C4—C5—N7 | −0.58 (14) | C5—N7—C8—N9 | 0.01 (15) |
N3—C4—C5—C6 | −0.98 (18) | N7—C8—N9—C4 | −0.35 (15) |
N9—C4—C5—C6 | 178.38 (11) | N3—C4—N9—C8 | 179.89 (12) |
C2—N1—C6—O1 | 179.99 (11) | C5—C4—N9—C8 | 0.54 (13) |
Symmetry codes: (i) −x, y+1/2, −z+1/2; (ii) x, −y+1/2, z−1/2; (iii) −x, −y, −z+1; (iv) −x, y−1/2, −z+1/2; (v) x, −y+1/2, z+1/2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O2W—H5···N3 | 0.852 (19) | 2.115 (19) | 2.9521 (15) | 167.2 (16) |
O3W—H7···N3 | 0.836 (18) | 1.978 (18) | 2.7971 (13) | 166.2 (16) |
O4W—H9···N9 | 0.802 (19) | 2.180 (19) | 2.9814 (14) | 175.8 (17) |
O7W—H15···O3W | 0.808 (18) | 1.956 (18) | 2.7539 (12) | 169.6 (17) |
O6W—H12···O2Wiv | 0.818 (18) | 1.979 (19) | 2.7890 (13) | 170.3 (17) |
O3W—H6···O5Wi | 0.809 (18) | 2.132 (18) | 2.9149 (12) | 162.9 (16) |
O2W—H4···N9ii | 0.785 (18) | 2.001 (18) | 2.7806 (13) | 172.1 (17) |
O4W—H8···N1vi | 0.813 (18) | 1.994 (18) | 2.8034 (13) | 173.6 (17) |
O5W—H10···O1vi | 0.826 (18) | 1.938 (18) | 2.7551 (12) | 169.9 (16) |
O8W—H16···O1vi | 0.807 (18) | 2.030 (18) | 2.8271 (12) | 169.5 (16) |
O5W—H11···O1vii | 0.814 (18) | 1.976 (19) | 2.7770 (13) | 167.8 (16) |
O6W—H13···N7viii | 0.845 (18) | 2.072 (18) | 2.9081 (13) | 170.2 (16) |
O7W—H14···O1viii | 0.839 (18) | 1.974 (18) | 2.7815 (12) | 161.2 (16) |
O8W—H17···N7ix | 0.836 (18) | 1.956 (18) | 2.7853 (14) | 171.4 (16) |
Symmetry codes: (i) −x, y+1/2, −z+1/2; (ii) x, −y+1/2, z−1/2; (iv) −x, y−1/2, −z+1/2; (vi) −x+1, y−1/2, −z+1/2; (vii) x−1, −y+1/2, z−1/2; (viii) x−1, y, z; (ix) −x+1, −y, −z+1. |
disodium 2-amino-6-oxo-6,7-dihydro-1H-purine-1,7-diide heptahydrate (GuaNa_125K)
top
Crystal data top
2(Na)·7(H2O)·C5H3N5O | F(000) = 672 |
Mr = 321.21 | Dx = 1.584 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 10.5297 (2) Å | Cell parameters from 7204 reflections |
b = 11.67487 (19) Å | θ = 2.6–29.6° |
c = 11.1843 (2) Å | µ = 0.20 mm−1 |
β = 101.584 (2)° | T = 125 K |
V = 1346.91 (5) Å3 | Prism, colourless |
Z = 4 | 0.5 × 0.5 × 0.25 mm |
Data collection top
STOE IPDS 2 diffractometer | 3774 independent reflections |
Radiation source: sealed X-ray tube, 12 x 0.4 mm long-fine focus | 3060 reflections with I > 2σ(I) |
Plane graphite monochromator | Rint = 0.053 |
Detector resolution: 6.67 pixels mm-1 | θmax = 29.6°, θmin = 2.0° |
rotation method scans | h = −14→14 |
Absorption correction: multi-scan CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm. | k = −16→16 |
Tmin = 0.845, Tmax = 1.000 | l = −15→14 |
12905 measured reflections | |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: structure-invariant direct methods |
R[F2 > 2σ(F2)] = 0.031 | Hydrogen site location: difference Fourier map |
wR(F2) = 0.083 | Only H-atom coordinates refined |
S = 1.06 | w = 1/[σ2(Fo2) + (0.0353P)2 + 0.6901P] where P = (Fo2 + 2Fc2)/3 |
3774 reflections | (Δ/σ)max < 0.001 |
232 parameters | Δρmax = 0.53 e Å−3 |
0 restraints | Δρmin = −0.30 e Å−3 |
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 | |
N1 | 0.65496 (10) | 0.48289 (8) | 0.34803 (9) | 0.01227 (19) | |
C2 | 0.52573 (11) | 0.48320 (9) | 0.33934 (11) | 0.0130 (2) | |
N3 | 0.45246 (9) | 0.40244 (8) | 0.37665 (9) | 0.0129 (2) | |
C4 | 0.52340 (11) | 0.31327 (9) | 0.43252 (10) | 0.0113 (2) | |
C5 | 0.65768 (11) | 0.30520 (9) | 0.44957 (11) | 0.0114 (2) | |
C6 | 0.72601 (11) | 0.39387 (9) | 0.40435 (10) | 0.0111 (2) | |
N7 | 0.69791 (10) | 0.20360 (8) | 0.50939 (9) | 0.0138 (2) | |
C8 | 0.58572 (11) | 0.15757 (10) | 0.52394 (12) | 0.0148 (2) | |
H1 | 0.5855 (15) | 0.0871 (14) | 0.5626 (15) | 0.018* | |
N9 | 0.47618 (10) | 0.21795 (8) | 0.47966 (10) | 0.0138 (2) | |
N2 | 0.46144 (11) | 0.57500 (9) | 0.27884 (11) | 0.0190 (2) | |
H2 | 0.3825 (17) | 0.5870 (14) | 0.2904 (15) | 0.023* | |
H3 | 0.5114 (17) | 0.6357 (15) | 0.2729 (15) | 0.023* | |
O1 | 0.85034 (8) | 0.39324 (7) | 0.41325 (8) | 0.01242 (16) | |
Na1 | 0.11563 (4) | 0.25433 (4) | 0.18360 (4) | 0.01247 (11) | |
Na2 | 0.04856 (5) | 0.04509 (4) | 0.37253 (4) | 0.01257 (11) | |
O2W | 0.30733 (9) | 0.32581 (7) | 0.13599 (9) | 0.01531 (17) | |
H4 | 0.3527 (16) | 0.3079 (14) | 0.0903 (16) | 0.018* | |
H5 | 0.3580 (16) | 0.3421 (14) | 0.2030 (16) | 0.018* | |
O3W | 0.18433 (9) | 0.38028 (7) | 0.35536 (8) | 0.01443 (17) | |
H6 | 0.1453 (16) | 0.4415 (14) | 0.3520 (15) | 0.017* | |
H7 | 0.2631 (17) | 0.3946 (14) | 0.3736 (15) | 0.017* | |
O4W | 0.24334 (9) | 0.11491 (7) | 0.32006 (9) | 0.01374 (17) | |
H8 | 0.2769 (15) | 0.0776 (14) | 0.2742 (15) | 0.016* | |
H9 | 0.3051 (17) | 0.1419 (14) | 0.3657 (15) | 0.016* | |
O5W | −0.00209 (9) | 0.06873 (7) | 0.14522 (8) | 0.01291 (16) | |
H10 | 0.0499 (16) | 0.0214 (14) | 0.1250 (14) | 0.015* | |
H11 | −0.0494 (16) | 0.0866 (14) | 0.0806 (16) | 0.015* | |
O6W | −0.15486 (9) | 0.02106 (7) | 0.42388 (8) | 0.01525 (18) | |
H12 | −0.2060 (16) | −0.0300 (15) | 0.4075 (15) | 0.018* | |
H13 | −0.2001 (16) | 0.0769 (14) | 0.4407 (15) | 0.018* | |
O7W | 0.04312 (9) | 0.22701 (7) | 0.46310 (8) | 0.01406 (17) | |
H14 | −0.0257 (17) | 0.2631 (14) | 0.4486 (15) | 0.017* | |
H15 | 0.0932 (16) | 0.2704 (14) | 0.4370 (15) | 0.017* | |
O8W | 0.08246 (8) | −0.14990 (7) | 0.31512 (9) | 0.01287 (17) | |
H16 | 0.1069 (15) | −0.1456 (13) | 0.2536 (16) | 0.015* | |
H17 | 0.1462 (16) | −0.1720 (13) | 0.3664 (15) | 0.015* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
N1 | 0.0114 (5) | 0.0129 (4) | 0.0125 (5) | −0.0011 (3) | 0.0024 (4) | 0.0017 (3) |
C2 | 0.0122 (5) | 0.0137 (5) | 0.0127 (6) | 0.0006 (4) | 0.0017 (4) | 0.0005 (4) |
N3 | 0.0101 (5) | 0.0143 (4) | 0.0145 (5) | −0.0009 (3) | 0.0027 (4) | 0.0009 (4) |
C4 | 0.0099 (5) | 0.0142 (5) | 0.0097 (5) | −0.0011 (4) | 0.0020 (4) | −0.0008 (4) |
C5 | 0.0091 (5) | 0.0127 (5) | 0.0121 (5) | 0.0012 (4) | 0.0018 (4) | 0.0015 (4) |
C6 | 0.0105 (5) | 0.0134 (4) | 0.0098 (5) | −0.0006 (4) | 0.0027 (4) | −0.0010 (4) |
N7 | 0.0125 (5) | 0.0133 (4) | 0.0151 (5) | 0.0019 (3) | 0.0019 (4) | 0.0034 (4) |
C8 | 0.0127 (5) | 0.0151 (5) | 0.0167 (6) | 0.0001 (4) | 0.0032 (4) | 0.0021 (4) |
N9 | 0.0107 (5) | 0.0147 (4) | 0.0164 (5) | −0.0001 (3) | 0.0037 (4) | 0.0018 (4) |
N2 | 0.0134 (5) | 0.0171 (5) | 0.0264 (6) | 0.0031 (4) | 0.0037 (4) | 0.0079 (4) |
O1 | 0.0076 (4) | 0.0162 (4) | 0.0136 (4) | −0.0013 (3) | 0.0024 (3) | −0.0005 (3) |
Na1 | 0.0121 (2) | 0.0119 (2) | 0.0136 (2) | −0.00051 (16) | 0.00294 (18) | −0.00013 (16) |
Na2 | 0.0134 (2) | 0.0116 (2) | 0.0133 (2) | −0.00019 (16) | 0.00430 (18) | −0.00019 (16) |
O2W | 0.0124 (4) | 0.0203 (4) | 0.0141 (5) | −0.0007 (3) | 0.0046 (3) | −0.0023 (3) |
O3W | 0.0099 (4) | 0.0132 (4) | 0.0206 (5) | 0.0004 (3) | 0.0041 (3) | −0.0018 (3) |
O4W | 0.0112 (4) | 0.0150 (4) | 0.0154 (4) | −0.0004 (3) | 0.0036 (3) | −0.0035 (3) |
O5W | 0.0136 (4) | 0.0128 (3) | 0.0117 (4) | 0.0021 (3) | 0.0011 (3) | 0.0005 (3) |
O6W | 0.0125 (4) | 0.0136 (4) | 0.0205 (5) | −0.0009 (3) | 0.0055 (3) | −0.0031 (3) |
O7W | 0.0134 (4) | 0.0129 (3) | 0.0167 (4) | 0.0020 (3) | 0.0049 (3) | 0.0008 (3) |
O8W | 0.0109 (4) | 0.0164 (4) | 0.0114 (4) | 0.0007 (3) | 0.0023 (3) | 0.0020 (3) |
Geometric parameters (Å, º) top
N1—C2 | 1.3446 (15) | Na1—Na2ii | 4.1351 (7) |
N1—C6 | 1.3592 (15) | Na2—O6W | 2.3432 (9) |
C2—N3 | 1.3370 (14) | Na2—O7W | 2.3586 (9) |
C2—N2 | 1.3714 (15) | Na2—O4W | 2.3871 (9) |
N3—C4 | 1.3583 (15) | Na2—O8W | 2.4113 (9) |
C4—N9 | 1.3670 (14) | Na2—O6Wiii | 2.4516 (11) |
C4—C5 | 1.3914 (15) | Na2—O5W | 2.5059 (10) |
C5—N7 | 1.3857 (14) | Na2—Na2iii | 3.3847 (9) |
C5—C6 | 1.4111 (14) | O2W—H4 | 0.794 (17) |
C6—O1 | 1.2929 (14) | O2W—H5 | 0.850 (18) |
N7—C8 | 1.3372 (15) | O3W—H6 | 0.821 (17) |
C8—N9 | 1.3576 (15) | O3W—H7 | 0.830 (17) |
C8—H1 | 0.930 (16) | O4W—H8 | 0.807 (17) |
N2—H2 | 0.877 (17) | O4W—H9 | 0.805 (18) |
N2—H3 | 0.893 (18) | O5W—H10 | 0.840 (17) |
Na1—O2W | 2.3422 (9) | O5W—H11 | 0.818 (17) |
Na1—O8Wi | 2.3691 (9) | O6W—H12 | 0.800 (18) |
Na1—O3W | 2.4120 (10) | O6W—H13 | 0.851 (17) |
Na1—O7Wii | 2.4404 (10) | O7W—H14 | 0.825 (17) |
Na1—O4W | 2.4419 (10) | O7W—H15 | 0.825 (17) |
Na1—O5W | 2.4904 (9) | O8W—H16 | 0.783 (17) |
Na1—Na2 | 3.3956 (6) | O8W—H17 | 0.831 (17) |
Na1—Na2i | 3.8041 (6) | | |
| | | |
C2—N1—C6 | 119.37 (9) | O4W—Na2—O5W | 74.41 (3) |
N3—C2—N1 | 127.92 (10) | O8W—Na2—O5W | 81.17 (3) |
N3—C2—N2 | 116.51 (11) | O6Wiii—Na2—O5W | 160.30 (3) |
N1—C2—N2 | 115.46 (10) | O6W—Na2—Na2iii | 46.41 (3) |
C2—N3—C4 | 112.68 (10) | O7W—Na2—Na2iii | 83.16 (3) |
N3—C4—N9 | 126.32 (10) | O4W—Na2—Na2iii | 137.16 (3) |
N3—C4—C5 | 124.39 (10) | O8W—Na2—Na2iii | 90.95 (3) |
N9—C4—C5 | 109.29 (10) | O6Wiii—Na2—Na2iii | 43.81 (2) |
N7—C5—C4 | 109.14 (9) | O5W—Na2—Na2iii | 148.23 (3) |
N7—C5—C6 | 132.27 (10) | O6W—Na2—Na1 | 123.59 (3) |
C4—C5—C6 | 118.58 (10) | O7W—Na2—Na1 | 69.24 (2) |
O1—C6—N1 | 119.65 (10) | O4W—Na2—Na1 | 45.98 (2) |
O1—C6—C5 | 123.33 (10) | O8W—Na2—Na1 | 116.94 (3) |
N1—C6—C5 | 117.02 (10) | O6Wiii—Na2—Na1 | 133.74 (3) |
C8—N7—C5 | 102.17 (9) | O5W—Na2—Na1 | 46.99 (2) |
N7—C8—N9 | 116.97 (10) | Na2iii—Na2—Na1 | 152.11 (2) |
N7—C8—H1 | 119.8 (10) | O6W—Na2—Na1iv | 61.71 (2) |
N9—C8—H1 | 123.2 (10) | O7W—Na2—Na1iv | 145.58 (3) |
C8—N9—C4 | 102.43 (9) | O4W—Na2—Na1iv | 130.43 (3) |
C2—N2—H2 | 116.1 (11) | O8W—Na2—Na1iv | 36.89 (2) |
C2—N2—H3 | 114.6 (11) | O6Wiii—Na2—Na1iv | 88.84 (2) |
H2—N2—H3 | 118.3 (15) | O5W—Na2—Na1iv | 86.20 (2) |
O2W—Na1—O8Wi | 129.29 (3) | Na2iii—Na2—Na1iv | 69.952 (16) |
O2W—Na1—O3W | 80.18 (3) | Na1—Na2—Na1iv | 133.133 (15) |
O8Wi—Na1—O3W | 80.28 (3) | O6W—Na2—Na1v | 82.63 (3) |
O2W—Na1—O7Wii | 81.23 (3) | O7W—Na2—Na1v | 31.08 (2) |
O8Wi—Na1—O7Wii | 82.35 (3) | O4W—Na2—Na1v | 90.20 (3) |
O3W—Na1—O7Wii | 137.17 (3) | O8W—Na2—Na1v | 138.53 (3) |
O2W—Na1—O4W | 89.31 (3) | O6Wiii—Na2—Na1v | 55.11 (2) |
O8Wi—Na1—O4W | 133.30 (3) | O5W—Na2—Na1v | 139.18 (2) |
O3W—Na1—O4W | 82.48 (3) | Na2iii—Na2—Na1v | 59.791 (15) |
O7Wii—Na1—O4W | 135.43 (3) | Na1—Na2—Na1v | 95.420 (11) |
O2W—Na1—O5W | 133.84 (3) | Na1iv—Na2—Na1v | 129.743 (13) |
O8Wi—Na1—O5W | 90.19 (3) | Na1—O2W—H4 | 135.2 (12) |
O3W—Na1—O5W | 136.63 (3) | Na1—O2W—H5 | 107.2 (11) |
O7Wii—Na1—O5W | 81.93 (3) | H4—O2W—H5 | 105.9 (16) |
O4W—Na1—O5W | 73.76 (3) | Na1—O3W—H6 | 115.3 (11) |
O2W—Na1—Na2 | 133.96 (3) | Na1—O3W—H7 | 116.4 (11) |
O8Wi—Na1—Na2 | 92.43 (3) | H6—O3W—H7 | 107.5 (16) |
O3W—Na1—Na2 | 90.55 (3) | Na2—O4W—Na1 | 89.36 (3) |
O7Wii—Na1—Na2 | 129.13 (3) | Na2—O4W—H8 | 118.6 (11) |
O4W—Na1—Na2 | 44.66 (2) | Na1—O4W—H8 | 102.7 (11) |
O5W—Na1—Na2 | 47.38 (2) | Na2—O4W—H9 | 127.0 (12) |
O2W—Na1—Na2i | 91.63 (3) | Na1—O4W—H9 | 114.1 (11) |
O8Wi—Na1—Na2i | 37.66 (2) | H8—O4W—H9 | 102.3 (16) |
O3W—Na1—Na2i | 68.97 (2) | Na1—O5W—Na2 | 85.63 (3) |
O7Wii—Na1—Na2i | 73.38 (2) | Na1—O5W—H10 | 106.9 (11) |
O4W—Na1—Na2i | 150.81 (3) | Na2—O5W—H10 | 100.6 (11) |
O5W—Na1—Na2i | 123.64 (3) | Na1—O5W—H11 | 97.1 (11) |
Na2—Na1—Na2i | 126.887 (13) | Na2—O5W—H11 | 153.1 (11) |
O2W—Na1—Na2ii | 67.44 (3) | H10—O5W—H11 | 104.1 (15) |
O8Wi—Na1—Na2ii | 74.69 (2) | Na2—O6W—Na2iii | 89.78 (3) |
O3W—Na1—Na2ii | 107.34 (3) | Na2—O6W—H12 | 129.8 (12) |
O7Wii—Na1—Na2ii | 29.93 (2) | Na2iii—O6W—H12 | 97.9 (12) |
O4W—Na1—Na2ii | 151.99 (3) | Na2—O6W—H13 | 122.8 (11) |
O5W—Na1—Na2ii | 110.65 (3) | Na2iii—O6W—H13 | 102.0 (11) |
Na2—Na1—Na2ii | 155.40 (2) | H12—O6W—H13 | 104.0 (16) |
Na2i—Na1—Na2ii | 50.258 (13) | Na2—O7W—Na1v | 118.99 (4) |
O6W—Na2—O7W | 84.28 (3) | Na2—O7W—H14 | 118.1 (11) |
O6W—Na2—O4W | 166.89 (4) | Na1v—O7W—H14 | 103.7 (11) |
O7W—Na2—O4W | 83.93 (3) | Na2—O7W—H15 | 109.1 (11) |
O6W—Na2—O8W | 98.26 (3) | Na1v—O7W—H15 | 102.2 (11) |
O7W—Na2—O8W | 169.15 (4) | H14—O7W—H15 | 102.4 (15) |
O4W—Na2—O8W | 94.39 (3) | Na1iv—O8W—Na2 | 105.45 (3) |
O6W—Na2—O6Wiii | 90.23 (3) | Na1iv—O8W—H16 | 118.8 (12) |
O7W—Na2—O6Wiii | 86.03 (3) | Na2—O8W—H16 | 105.4 (12) |
O4W—Na2—O6Wiii | 94.67 (3) | Na1iv—O8W—H17 | 116.0 (11) |
O8W—Na2—O6Wiii | 83.43 (3) | Na2—O8W—H17 | 104.6 (11) |
O6W—Na2—O5W | 104.06 (4) | H16—O8W—H17 | 105.3 (16) |
O7W—Na2—O5W | 108.54 (3) | | |
| | | |
C6—N1—C2—N3 | −2.48 (19) | C2—N1—C6—C5 | 0.76 (16) |
C6—N1—C2—N2 | −178.65 (11) | N7—C5—C6—O1 | −0.1 (2) |
N1—C2—N3—C4 | 2.11 (18) | C4—C5—C6—O1 | −178.50 (10) |
N2—C2—N3—C4 | 178.24 (10) | N7—C5—C6—N1 | 179.31 (11) |
C2—N3—C4—N9 | −179.64 (11) | C4—C5—C6—N1 | 0.89 (16) |
C2—N3—C4—C5 | −0.18 (17) | C4—C5—N7—C8 | 0.14 (13) |
N3—C4—C5—N7 | −179.99 (11) | C6—C5—N7—C8 | −178.40 (13) |
N9—C4—C5—N7 | −0.45 (13) | C5—N7—C8—N9 | 0.23 (14) |
N3—C4—C5—C6 | −1.22 (18) | N7—C8—N9—C4 | −0.49 (14) |
N9—C4—C5—C6 | 178.32 (10) | N3—C4—N9—C8 | −179.93 (11) |
C2—N1—C6—O1 | −179.83 (10) | C5—C4—N9—C8 | 0.54 (13) |
Symmetry codes: (i) −x, y+1/2, −z+1/2; (ii) x, −y+1/2, z−1/2; (iii) −x, −y, −z+1; (iv) −x, y−1/2, −z+1/2; (v) x, −y+1/2, z+1/2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O2W—H5···N3 | 0.850 (18) | 2.117 (18) | 2.9544 (14) | 168.4 (15) |
O3W—H7···N3 | 0.830 (17) | 1.990 (17) | 2.7973 (13) | 164.0 (16) |
O4W—H9···N9 | 0.805 (18) | 2.177 (18) | 2.9811 (14) | 176.7 (16) |
O7W—H15···O3W | 0.825 (17) | 1.937 (17) | 2.7540 (12) | 170.1 (16) |
O6W—H12···O2Wiv | 0.800 (18) | 2.000 (18) | 2.7911 (12) | 170.1 (16) |
O3W—H6···O5Wi | 0.821 (17) | 2.121 (17) | 2.9186 (12) | 163.6 (15) |
O2W—H4···N9ii | 0.794 (17) | 1.990 (18) | 2.7799 (13) | 173.0 (16) |
O4W—H8···N1vi | 0.807 (17) | 2.000 (17) | 2.8044 (13) | 175.2 (16) |
O5W—H10···O1vi | 0.840 (17) | 1.925 (17) | 2.7566 (11) | 170.1 (15) |
O8W—H16···O1vi | 0.783 (17) | 2.056 (18) | 2.8291 (12) | 169.1 (16) |
O5W—H11···O1vii | 0.818 (17) | 1.970 (18) | 2.7791 (13) | 170.1 (16) |
O6W—H13···N7viii | 0.851 (17) | 2.065 (17) | 2.9078 (13) | 171.0 (15) |
O7W—H14···O1viii | 0.825 (17) | 1.991 (17) | 2.7827 (12) | 160.6 (15) |
O8W—H17···N7ix | 0.831 (17) | 1.961 (18) | 2.7876 (14) | 172.7 (15) |
Symmetry codes: (i) −x, y+1/2, −z+1/2; (ii) x, −y+1/2, z−1/2; (iv) −x, y−1/2, −z+1/2; (vi) −x+1, y−1/2, −z+1/2; (vii) x−1, −y+1/2, z−1/2; (viii) x−1, y, z; (ix) −x+1, −y, −z+1. |
disodium 2-amino-6-oxo-6,7-dihydro-1H-purine-1,7-diide heptahydrate (GuaNa_150K)
top
Crystal data top
2(Na)·7(H2O)·C5H3N5O | F(000) = 672 |
Mr = 321.21 | Dx = 1.581 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 10.5318 (2) Å | Cell parameters from 7122 reflections |
b = 11.68404 (19) Å | θ = 2.7–29.6° |
c = 11.1931 (2) Å | µ = 0.20 mm−1 |
β = 101.563 (2)° | T = 150 K |
V = 1349.40 (5) Å3 | Prism, colourless |
Z = 4 | 0.5 × 0.5 × 0.25 mm |
Data collection top
STOE IPDS 2 diffractometer | 3781 independent reflections |
Radiation source: sealed X-ray tube, 12 x 0.4 mm long-fine focus | 3058 reflections with I > 2σ(I) |
Plane graphite monochromator | Rint = 0.052 |
Detector resolution: 6.67 pixels mm-1 | θmax = 29.6°, θmin = 2.0° |
rotation method scans | h = −14→14 |
Absorption correction: multi-scan CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm. | k = −16→16 |
Tmin = 0.815, Tmax = 1.000 | l = −15→14 |
12926 measured reflections | |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: structure-invariant direct methods |
R[F2 > 2σ(F2)] = 0.032 | Hydrogen site location: difference Fourier map |
wR(F2) = 0.088 | Only H-atom coordinates refined |
S = 1.05 | w = 1/[σ2(Fo2) + (0.0401P)2 + 0.6266P] where P = (Fo2 + 2Fc2)/3 |
3781 reflections | (Δ/σ)max < 0.001 |
232 parameters | Δρmax = 0.54 e Å−3 |
0 restraints | Δρmin = −0.26 e Å−3 |
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 | |
N1 | 0.65506 (10) | 0.48267 (8) | 0.34799 (9) | 0.0138 (2) | |
C2 | 0.52588 (12) | 0.48291 (9) | 0.33938 (11) | 0.0144 (2) | |
N3 | 0.45267 (9) | 0.40209 (8) | 0.37648 (10) | 0.0145 (2) | |
C4 | 0.52371 (11) | 0.31312 (9) | 0.43255 (11) | 0.0126 (2) | |
C5 | 0.65781 (11) | 0.30506 (9) | 0.44954 (11) | 0.0129 (2) | |
C6 | 0.72603 (11) | 0.39372 (9) | 0.40422 (10) | 0.0120 (2) | |
N7 | 0.69808 (10) | 0.20364 (8) | 0.50918 (10) | 0.0157 (2) | |
C8 | 0.58599 (12) | 0.15765 (10) | 0.52348 (12) | 0.0171 (2) | |
H1 | 0.5865 (16) | 0.0878 (14) | 0.5632 (15) | 0.021* | |
N9 | 0.47637 (10) | 0.21785 (8) | 0.47934 (10) | 0.0152 (2) | |
N2 | 0.46148 (11) | 0.57470 (9) | 0.27904 (12) | 0.0223 (2) | |
H2 | 0.3812 (18) | 0.5862 (15) | 0.2919 (16) | 0.027* | |
H3 | 0.5108 (17) | 0.6347 (16) | 0.2703 (16) | 0.027* | |
O1 | 0.85047 (8) | 0.39317 (7) | 0.41329 (8) | 0.01376 (17) | |
Na1 | 0.11571 (5) | 0.25436 (4) | 0.18342 (4) | 0.01420 (11) | |
Na2 | 0.04853 (5) | 0.04506 (4) | 0.37241 (4) | 0.01441 (11) | |
O2W | 0.30748 (9) | 0.32579 (8) | 0.13576 (9) | 0.01759 (18) | |
H4 | 0.3540 (17) | 0.3068 (14) | 0.0910 (16) | 0.021* | |
H5 | 0.3593 (17) | 0.3433 (14) | 0.2022 (17) | 0.021* | |
O3W | 0.18447 (9) | 0.38018 (7) | 0.35525 (9) | 0.01657 (18) | |
H6 | 0.1456 (17) | 0.4408 (15) | 0.3536 (15) | 0.020* | |
H7 | 0.2627 (18) | 0.3937 (14) | 0.3735 (15) | 0.020* | |
O4W | 0.24329 (9) | 0.11480 (7) | 0.31972 (9) | 0.01566 (18) | |
H8 | 0.2776 (16) | 0.0742 (14) | 0.2746 (15) | 0.019* | |
H9 | 0.3043 (17) | 0.1405 (14) | 0.3648 (16) | 0.019* | |
O5W | −0.00206 (9) | 0.06867 (7) | 0.14520 (8) | 0.01482 (17) | |
H10 | 0.0500 (16) | 0.0212 (14) | 0.1255 (15) | 0.018* | |
H11 | −0.0481 (17) | 0.0870 (14) | 0.0836 (16) | 0.018* | |
O6W | −0.15477 (9) | 0.02108 (8) | 0.42398 (9) | 0.01755 (19) | |
H12 | −0.2049 (17) | −0.0295 (15) | 0.4078 (15) | 0.021* | |
H13 | −0.2007 (16) | 0.0781 (15) | 0.4401 (15) | 0.021* | |
O7W | 0.04310 (9) | 0.22697 (7) | 0.46286 (8) | 0.01583 (18) | |
H14 | −0.0263 (17) | 0.2633 (14) | 0.4496 (15) | 0.019* | |
H15 | 0.0935 (16) | 0.2710 (14) | 0.4381 (15) | 0.019* | |
O8W | 0.08253 (9) | −0.14993 (7) | 0.31515 (9) | 0.01447 (17) | |
H16 | 0.1075 (16) | −0.1456 (14) | 0.2505 (16) | 0.017* | |
H17 | 0.1449 (16) | −0.1723 (14) | 0.3672 (16) | 0.017* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
N1 | 0.0129 (5) | 0.0140 (4) | 0.0147 (5) | −0.0011 (3) | 0.0030 (4) | 0.0020 (3) |
C2 | 0.0131 (6) | 0.0152 (5) | 0.0144 (6) | 0.0006 (4) | 0.0018 (4) | 0.0005 (4) |
N3 | 0.0104 (5) | 0.0158 (4) | 0.0171 (5) | −0.0005 (3) | 0.0024 (4) | 0.0018 (4) |
C4 | 0.0102 (5) | 0.0160 (5) | 0.0118 (5) | −0.0008 (4) | 0.0025 (4) | −0.0003 (4) |
C5 | 0.0100 (5) | 0.0143 (5) | 0.0141 (6) | 0.0005 (4) | 0.0017 (4) | 0.0018 (4) |
C6 | 0.0112 (5) | 0.0151 (5) | 0.0097 (5) | −0.0003 (4) | 0.0022 (4) | −0.0006 (4) |
N7 | 0.0145 (5) | 0.0155 (4) | 0.0169 (5) | 0.0021 (4) | 0.0024 (4) | 0.0040 (4) |
C8 | 0.0145 (6) | 0.0165 (5) | 0.0202 (6) | 0.0006 (4) | 0.0033 (5) | 0.0031 (4) |
N9 | 0.0122 (5) | 0.0160 (4) | 0.0176 (5) | −0.0002 (3) | 0.0035 (4) | 0.0019 (4) |
N2 | 0.0164 (6) | 0.0186 (5) | 0.0318 (7) | 0.0037 (4) | 0.0044 (5) | 0.0096 (4) |
O1 | 0.0085 (4) | 0.0183 (4) | 0.0145 (4) | −0.0015 (3) | 0.0023 (3) | −0.0002 (3) |
Na1 | 0.0133 (2) | 0.0136 (2) | 0.0157 (3) | −0.00049 (16) | 0.00299 (18) | −0.00010 (17) |
Na2 | 0.0151 (2) | 0.0132 (2) | 0.0157 (2) | 0.00005 (16) | 0.00501 (19) | −0.00015 (17) |
O2W | 0.0141 (4) | 0.0227 (4) | 0.0169 (5) | −0.0012 (3) | 0.0053 (4) | −0.0027 (3) |
O3W | 0.0106 (4) | 0.0150 (4) | 0.0244 (5) | 0.0007 (3) | 0.0043 (4) | −0.0023 (3) |
O4W | 0.0122 (4) | 0.0167 (4) | 0.0183 (5) | −0.0003 (3) | 0.0036 (3) | −0.0042 (3) |
O5W | 0.0157 (4) | 0.0139 (4) | 0.0142 (4) | 0.0026 (3) | 0.0012 (3) | 0.0005 (3) |
O6W | 0.0147 (4) | 0.0154 (4) | 0.0234 (5) | −0.0010 (3) | 0.0059 (4) | −0.0033 (3) |
O7W | 0.0155 (4) | 0.0140 (4) | 0.0187 (5) | 0.0022 (3) | 0.0053 (3) | 0.0007 (3) |
O8W | 0.0129 (4) | 0.0179 (4) | 0.0125 (4) | 0.0010 (3) | 0.0021 (3) | 0.0021 (3) |
Geometric parameters (Å, º) top
N1—C2 | 1.3445 (15) | Na1—Na2ii | 4.1382 (7) |
N1—C6 | 1.3587 (15) | Na2—O6W | 2.3433 (10) |
C2—N3 | 1.3368 (14) | Na2—O7W | 2.3599 (9) |
C2—N2 | 1.3721 (16) | Na2—O4W | 2.3884 (10) |
N3—C4 | 1.3587 (15) | Na2—O8W | 2.4128 (9) |
C4—N9 | 1.3663 (14) | Na2—O6Wiii | 2.4537 (11) |
C4—C5 | 1.3899 (15) | Na2—O5W | 2.5069 (10) |
C5—N7 | 1.3843 (14) | Na2—Na2iii | 3.3885 (9) |
C5—C6 | 1.4116 (15) | O2W—H4 | 0.799 (18) |
C6—O1 | 1.2941 (14) | O2W—H5 | 0.855 (19) |
N7—C8 | 1.3356 (15) | O3W—H6 | 0.817 (17) |
C8—N9 | 1.3575 (16) | O3W—H7 | 0.823 (18) |
C8—H1 | 0.929 (16) | O4W—H8 | 0.827 (17) |
N2—H2 | 0.896 (18) | O4W—H9 | 0.792 (18) |
N2—H3 | 0.889 (18) | O5W—H10 | 0.839 (17) |
Na1—O2W | 2.3435 (10) | O5W—H11 | 0.789 (18) |
Na1—O8Wi | 2.3713 (10) | O6W—H12 | 0.789 (18) |
Na1—O3W | 2.4138 (10) | O6W—H13 | 0.864 (18) |
Na1—O4W | 2.4434 (10) | O7W—H14 | 0.832 (18) |
Na1—O7Wii | 2.4435 (11) | O7W—H15 | 0.826 (17) |
Na1—O5W | 2.4932 (10) | O8W—H16 | 0.820 (18) |
Na1—Na2 | 3.3994 (6) | O8W—H17 | 0.828 (18) |
Na1—Na2i | 3.8059 (6) | | |
| | | |
C2—N1—C6 | 119.31 (10) | O4W—Na2—O5W | 74.36 (3) |
N3—C2—N1 | 127.92 (11) | O8W—Na2—O5W | 81.20 (3) |
N3—C2—N2 | 116.49 (11) | O6Wiii—Na2—O5W | 160.31 (4) |
N1—C2—N2 | 115.48 (10) | O6W—Na2—Na2iii | 46.40 (3) |
C2—N3—C4 | 112.67 (10) | O7W—Na2—Na2iii | 83.16 (3) |
N3—C4—N9 | 126.22 (10) | O4W—Na2—Na2iii | 137.16 (4) |
N3—C4—C5 | 124.43 (10) | O8W—Na2—Na2iii | 90.94 (3) |
N9—C4—C5 | 109.34 (10) | O6Wiii—Na2—Na2iii | 43.75 (2) |
N7—C5—C4 | 109.19 (9) | O5W—Na2—Na2iii | 148.28 (3) |
N7—C5—C6 | 132.27 (11) | O6W—Na2—Na1 | 123.62 (3) |
C4—C5—C6 | 118.52 (10) | O7W—Na2—Na1 | 69.20 (2) |
O1—C6—N1 | 119.64 (10) | O4W—Na2—Na1 | 45.95 (2) |
O1—C6—C5 | 123.27 (10) | O8W—Na2—Na1 | 116.97 (3) |
N1—C6—C5 | 117.09 (10) | O6Wiii—Na2—Na1 | 133.75 (3) |
C8—N7—C5 | 102.09 (10) | O5W—Na2—Na1 | 47.00 (2) |
N7—C8—N9 | 117.10 (10) | Na2iii—Na2—Na1 | 152.09 (2) |
N7—C8—H1 | 119.4 (10) | O6W—Na2—Na1iv | 61.72 (2) |
N9—C8—H1 | 123.5 (10) | O7W—Na2—Na1iv | 145.58 (3) |
C8—N9—C4 | 102.28 (10) | O4W—Na2—Na1iv | 130.43 (3) |
C2—N2—H2 | 115.3 (11) | O8W—Na2—Na1iv | 36.92 (2) |
C2—N2—H3 | 115.3 (12) | O6Wiii—Na2—Na1iv | 88.80 (3) |
H2—N2—H3 | 119.4 (16) | O5W—Na2—Na1iv | 86.24 (2) |
O2W—Na1—O8Wi | 129.33 (4) | Na2iii—Na2—Na1iv | 69.951 (16) |
O2W—Na1—O3W | 80.21 (4) | Na1—Na2—Na1iv | 133.177 (15) |
O8Wi—Na1—O3W | 80.29 (3) | O6W—Na2—Na1v | 82.59 (3) |
O2W—Na1—O4W | 89.35 (3) | O7W—Na2—Na1v | 31.11 (2) |
O8Wi—Na1—O4W | 133.26 (4) | O4W—Na2—Na1v | 90.23 (3) |
O3W—Na1—O4W | 82.49 (4) | O8W—Na2—Na1v | 138.48 (3) |
O2W—Na1—O7Wii | 81.24 (4) | O6Wiii—Na2—Na1v | 55.09 (2) |
O8Wi—Na1—O7Wii | 82.36 (3) | O5W—Na2—Na1v | 139.19 (3) |
O3W—Na1—O7Wii | 137.21 (3) | Na2iii—Na2—Na1v | 59.766 (15) |
O4W—Na1—O7Wii | 135.39 (4) | Na1—Na2—Na1v | 95.408 (11) |
O2W—Na1—O5W | 133.84 (4) | Na1iv—Na2—Na1v | 129.716 (13) |
O8Wi—Na1—O5W | 90.18 (3) | Na1—O2W—H4 | 135.1 (12) |
O3W—Na1—O5W | 136.57 (4) | Na1—O2W—H5 | 108.5 (11) |
O4W—Na1—O5W | 73.67 (3) | H4—O2W—H5 | 104.3 (17) |
O7Wii—Na1—O5W | 81.96 (3) | Na1—O3W—H6 | 116.1 (12) |
O2W—Na1—Na2 | 133.96 (3) | Na1—O3W—H7 | 116.1 (12) |
O8Wi—Na1—Na2 | 92.39 (3) | H6—O3W—H7 | 108.1 (16) |
O3W—Na1—Na2 | 90.51 (3) | Na2—O4W—Na1 | 89.42 (3) |
O4W—Na1—Na2 | 44.63 (2) | Na2—O4W—H8 | 117.2 (11) |
O7Wii—Na1—Na2 | 129.12 (3) | Na1—O4W—H8 | 104.7 (11) |
O5W—Na1—Na2 | 47.34 (2) | Na2—O4W—H9 | 126.9 (12) |
O2W—Na1—Na2i | 91.65 (3) | Na1—O4W—H9 | 114.8 (12) |
O8Wi—Na1—Na2i | 37.67 (2) | H8—O4W—H9 | 102.0 (16) |
O3W—Na1—Na2i | 68.97 (3) | Na1—O5W—Na2 | 85.67 (3) |
O4W—Na1—Na2i | 150.81 (3) | Na1—O5W—H10 | 106.9 (11) |
O7Wii—Na1—Na2i | 73.42 (2) | Na2—O5W—H10 | 100.2 (11) |
O5W—Na1—Na2i | 123.67 (3) | Na1—O5W—H11 | 96.4 (12) |
Na2—Na1—Na2i | 126.852 (13) | Na2—O5W—H11 | 152.3 (12) |
O2W—Na1—Na2ii | 67.46 (3) | H10—O5W—H11 | 105.6 (16) |
O8Wi—Na1—Na2ii | 74.71 (3) | Na2—O6W—Na2iii | 89.85 (4) |
O3W—Na1—Na2ii | 107.38 (3) | Na2—O6W—H12 | 129.5 (12) |
O4W—Na1—Na2ii | 152.02 (3) | Na2iii—O6W—H12 | 97.9 (12) |
O7Wii—Na1—Na2ii | 29.93 (2) | Na2—O6W—H13 | 122.4 (11) |
O5W—Na1—Na2ii | 110.68 (3) | Na2iii—O6W—H13 | 102.7 (11) |
Na2—Na1—Na2ii | 155.38 (2) | H12—O6W—H13 | 104.4 (16) |
Na2i—Na1—Na2ii | 50.285 (13) | Na2—O7W—Na1v | 118.96 (4) |
O6W—Na2—O7W | 84.27 (3) | Na2—O7W—H14 | 118.6 (11) |
O6W—Na2—O4W | 166.89 (4) | Na1v—O7W—H14 | 102.8 (12) |
O7W—Na2—O4W | 83.94 (3) | Na2—O7W—H15 | 110.1 (11) |
O6W—Na2—O8W | 98.29 (3) | Na1v—O7W—H15 | 101.0 (12) |
O7W—Na2—O8W | 169.13 (4) | H14—O7W—H15 | 102.9 (16) |
O4W—Na2—O8W | 94.36 (3) | Na1iv—O8W—Na2 | 105.41 (4) |
O6W—Na2—O6Wiii | 90.15 (4) | Na1iv—O8W—H16 | 118.3 (11) |
O7W—Na2—O6Wiii | 86.04 (3) | Na2—O8W—H16 | 105.5 (11) |
O4W—Na2—O6Wiii | 94.73 (4) | Na1iv—O8W—H17 | 114.9 (11) |
O8W—Na2—O6Wiii | 83.40 (3) | Na2—O8W—H17 | 104.5 (11) |
O6W—Na2—O5W | 104.14 (4) | H16—O8W—H17 | 106.9 (16) |
O7W—Na2—O5W | 108.52 (3) | | |
| | | |
C6—N1—C2—N3 | −2.62 (19) | C2—N1—C6—C5 | 0.71 (16) |
C6—N1—C2—N2 | −178.70 (11) | N7—C5—C6—O1 | −0.3 (2) |
N1—C2—N3—C4 | 2.39 (18) | C4—C5—C6—O1 | −178.64 (11) |
N2—C2—N3—C4 | 178.44 (11) | N7—C5—C6—N1 | 179.28 (12) |
C2—N3—C4—N9 | −179.56 (11) | C4—C5—C6—N1 | 0.93 (17) |
C2—N3—C4—C5 | −0.45 (17) | C4—C5—N7—C8 | 0.24 (13) |
N3—C4—C5—N7 | −179.80 (11) | C6—C5—N7—C8 | −178.22 (13) |
N9—C4—C5—N7 | −0.56 (14) | C5—N7—C8—N9 | 0.17 (15) |
N3—C4—C5—C6 | −1.09 (18) | N7—C8—N9—C4 | −0.50 (15) |
N9—C4—C5—C6 | 178.14 (10) | N3—C4—N9—C8 | 179.83 (11) |
C2—N1—C6—O1 | −179.70 (10) | C5—C4—N9—C8 | 0.61 (13) |
Symmetry codes: (i) −x, y+1/2, −z+1/2; (ii) x, −y+1/2, z−1/2; (iii) −x, −y, −z+1; (iv) −x, y−1/2, −z+1/2; (v) x, −y+1/2, z+1/2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O2W—H5···N3 | 0.855 (19) | 2.115 (19) | 2.9566 (15) | 168.0 (16) |
O3W—H7···N3 | 0.823 (18) | 1.997 (18) | 2.7985 (13) | 164.3 (16) |
O4W—H9···N9 | 0.792 (18) | 2.194 (18) | 2.9848 (14) | 176.2 (17) |
O7W—H15···O3W | 0.826 (17) | 1.940 (18) | 2.7551 (12) | 169.2 (17) |
O6W—H12···O2Wiv | 0.789 (18) | 2.013 (19) | 2.7945 (13) | 170.6 (17) |
O3W—H6···O5Wi | 0.817 (17) | 2.127 (18) | 2.9218 (12) | 164.3 (16) |
O2W—H4···N9ii | 0.799 (18) | 1.988 (18) | 2.7817 (13) | 172.1 (16) |
O4W—H8···N1vi | 0.827 (17) | 1.980 (17) | 2.8034 (13) | 173.9 (16) |
O5W—H10···O1vi | 0.839 (17) | 1.926 (18) | 2.7570 (11) | 170.4 (16) |
O8W—H16···O1vi | 0.820 (18) | 2.021 (18) | 2.8307 (12) | 169.1 (16) |
O5W—H11···O1vii | 0.789 (18) | 2.003 (18) | 2.7808 (13) | 168.6 (17) |
O6W—H13···N7viii | 0.864 (18) | 2.053 (18) | 2.9075 (13) | 170.0 (16) |
O7W—H14···O1viii | 0.832 (18) | 1.985 (18) | 2.7827 (12) | 160.3 (16) |
O8W—H17···N7ix | 0.828 (18) | 1.966 (18) | 2.7888 (14) | 172.0 (16) |
Symmetry codes: (i) −x, y+1/2, −z+1/2; (ii) x, −y+1/2, z−1/2; (iv) −x, y−1/2, −z+1/2; (vi) −x+1, y−1/2, −z+1/2; (vii) x−1, −y+1/2, z−1/2; (viii) x−1, y, z; (ix) −x+1, −y, −z+1. |
disodium 2-amino-6-oxo-6,7-dihydro-1H-purine-1,7-diide heptahydrate (GuaNa_175K)
top
Crystal data top
2(Na)·7(H2O)·C5H3N5O | F(000) = 672 |
Mr = 321.21 | Dx = 1.577 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 10.5340 (2) Å | Cell parameters from 7028 reflections |
b = 11.69648 (19) Å | θ = 2.6–29.6° |
c = 11.2042 (2) Å | µ = 0.20 mm−1 |
β = 101.545 (2)° | T = 175 K |
V = 1352.54 (5) Å3 | Prism, colourless |
Z = 4 | 0.5 × 0.5 × 0.25 mm |
Data collection top
STOE IPDS 2 diffractometer | 3797 independent reflections |
Radiation source: sealed X-ray tube, 12 x 0.4 mm long-fine focus | 3045 reflections with I > 2σ(I) |
Plane graphite monochromator | Rint = 0.051 |
Detector resolution: 6.67 pixels mm-1 | θmax = 29.6°, θmin = 2.0° |
rotation method scans | h = −14→14 |
Absorption correction: multi-scan CrysAlisPro 1.171.38.43d (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm. | k = −16→16 |
Tmin = 0.977, Tmax = 1.000 | l = −15→14 |
12962 measured reflections | |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: structure-invariant direct methods |
R[F2 > 2σ(F2)] = 0.033 | Hydrogen site location: difference Fourier map |
wR(F2) = 0.091 | Only H-atom coordinates refined |
S = 1.08 | w = 1/[σ2(Fo2) + (0.0375P)2 + 0.7155P] where P = (Fo2 + 2Fc2)/3 |
3797 reflections | (Δ/σ)max < 0.001 |
232 parameters | Δρmax = 0.47 e Å−3 |
0 restraints | Δρmin = −0.23 e Å−3 |
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 | |
N1 | 0.65512 (10) | 0.48244 (9) | 0.34798 (10) | 0.0156 (2) | |
C2 | 0.52606 (12) | 0.48245 (10) | 0.33949 (12) | 0.0165 (2) | |
N3 | 0.45286 (10) | 0.40186 (9) | 0.37636 (10) | 0.0167 (2) | |
C4 | 0.52390 (12) | 0.31286 (10) | 0.43233 (11) | 0.0142 (2) | |
C5 | 0.65769 (12) | 0.30512 (10) | 0.44904 (12) | 0.0146 (2) | |
C6 | 0.72622 (12) | 0.39355 (10) | 0.40418 (11) | 0.0137 (2) | |
N7 | 0.69824 (11) | 0.20365 (9) | 0.50882 (11) | 0.0183 (2) | |
C8 | 0.58620 (13) | 0.15774 (11) | 0.52339 (13) | 0.0190 (3) | |
H1 | 0.5873 (16) | 0.0875 (15) | 0.5627 (16) | 0.023* | |
N9 | 0.47673 (11) | 0.21767 (9) | 0.47920 (11) | 0.0177 (2) | |
N2 | 0.46152 (13) | 0.57440 (11) | 0.27944 (13) | 0.0254 (3) | |
H2 | 0.3807 (19) | 0.5855 (16) | 0.2875 (17) | 0.030* | |
H3 | 0.5107 (19) | 0.6349 (17) | 0.2722 (17) | 0.030* | |
O1 | 0.85044 (8) | 0.39312 (7) | 0.41319 (8) | 0.01606 (19) | |
Na1 | 0.11585 (5) | 0.25441 (4) | 0.18321 (5) | 0.01652 (12) | |
Na2 | 0.04851 (5) | 0.04510 (4) | 0.37224 (5) | 0.01659 (12) | |
O2W | 0.30757 (10) | 0.32572 (9) | 0.13555 (10) | 0.0205 (2) | |
H4 | 0.3521 (18) | 0.3073 (15) | 0.0920 (18) | 0.025* | |
H5 | 0.3594 (18) | 0.3419 (15) | 0.2049 (18) | 0.025* | |
O3W | 0.18468 (10) | 0.38008 (8) | 0.35509 (9) | 0.0192 (2) | |
H6 | 0.1476 (18) | 0.4406 (16) | 0.3523 (16) | 0.023* | |
H7 | 0.2641 (19) | 0.3931 (15) | 0.3722 (16) | 0.023* | |
O4W | 0.24331 (10) | 0.11476 (8) | 0.31955 (10) | 0.01802 (19) | |
H8 | 0.2787 (17) | 0.0762 (15) | 0.2747 (16) | 0.022* | |
H9 | 0.3044 (18) | 0.1404 (15) | 0.3647 (17) | 0.022* | |
O5W | −0.00206 (10) | 0.06869 (8) | 0.14499 (9) | 0.01695 (18) | |
H10 | 0.0502 (17) | 0.0226 (15) | 0.1253 (16) | 0.020* | |
H11 | −0.0497 (18) | 0.0869 (15) | 0.0812 (17) | 0.020* | |
O6W | −0.15495 (10) | 0.02091 (8) | 0.42385 (9) | 0.0204 (2) | |
H12 | −0.2070 (18) | −0.0317 (16) | 0.4087 (16) | 0.024* | |
H13 | −0.1997 (18) | 0.0763 (16) | 0.4413 (17) | 0.024* | |
O7W | 0.04302 (10) | 0.22693 (8) | 0.46267 (9) | 0.01840 (19) | |
H14 | −0.0258 (19) | 0.2632 (15) | 0.4468 (16) | 0.022* | |
H15 | 0.0919 (18) | 0.2699 (15) | 0.4377 (17) | 0.022* | |
O8W | 0.08245 (9) | −0.14993 (8) | 0.31525 (9) | 0.01689 (19) | |
H16 | 0.1095 (17) | −0.1451 (15) | 0.2533 (17) | 0.020* | |
H17 | 0.1471 (18) | −0.1725 (15) | 0.3664 (17) | 0.020* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
N1 | 0.0138 (5) | 0.0169 (4) | 0.0161 (5) | −0.0016 (4) | 0.0032 (4) | 0.0019 (4) |
C2 | 0.0151 (6) | 0.0171 (5) | 0.0170 (6) | 0.0011 (4) | 0.0029 (5) | 0.0012 (4) |
N3 | 0.0111 (5) | 0.0193 (5) | 0.0195 (6) | −0.0009 (4) | 0.0027 (4) | 0.0016 (4) |
C4 | 0.0115 (6) | 0.0181 (5) | 0.0132 (6) | −0.0008 (4) | 0.0027 (4) | −0.0002 (4) |
C5 | 0.0113 (6) | 0.0168 (5) | 0.0160 (6) | 0.0006 (4) | 0.0033 (4) | 0.0016 (4) |
C6 | 0.0116 (6) | 0.0171 (5) | 0.0127 (6) | −0.0010 (4) | 0.0032 (4) | −0.0015 (4) |
N7 | 0.0150 (5) | 0.0183 (5) | 0.0212 (6) | 0.0024 (4) | 0.0027 (4) | 0.0044 (4) |
C8 | 0.0171 (6) | 0.0193 (6) | 0.0204 (7) | 0.0002 (5) | 0.0036 (5) | 0.0047 (5) |
N9 | 0.0130 (5) | 0.0194 (5) | 0.0208 (6) | −0.0004 (4) | 0.0042 (4) | 0.0034 (4) |
N2 | 0.0175 (6) | 0.0222 (5) | 0.0364 (7) | 0.0043 (4) | 0.0049 (5) | 0.0108 (5) |
O1 | 0.0092 (4) | 0.0212 (4) | 0.0181 (5) | −0.0014 (3) | 0.0035 (3) | 0.0003 (3) |
Na1 | 0.0151 (3) | 0.0165 (2) | 0.0180 (3) | −0.00069 (18) | 0.0036 (2) | −0.00009 (19) |
Na2 | 0.0171 (3) | 0.0159 (2) | 0.0177 (3) | 0.00010 (18) | 0.0057 (2) | 0.00003 (18) |
O2W | 0.0162 (5) | 0.0273 (5) | 0.0192 (5) | −0.0013 (4) | 0.0068 (4) | −0.0033 (4) |
O3W | 0.0125 (5) | 0.0184 (4) | 0.0274 (6) | 0.0007 (3) | 0.0056 (4) | −0.0022 (4) |
O4W | 0.0144 (5) | 0.0207 (4) | 0.0195 (5) | −0.0003 (3) | 0.0048 (4) | −0.0042 (4) |
O5W | 0.0171 (5) | 0.0174 (4) | 0.0157 (5) | 0.0031 (3) | 0.0018 (4) | 0.0009 (3) |
O6W | 0.0166 (5) | 0.0189 (4) | 0.0269 (5) | −0.0009 (4) | 0.0076 (4) | −0.0036 (4) |
O7W | 0.0175 (5) | 0.0169 (4) | 0.0218 (5) | 0.0029 (3) | 0.0063 (4) | 0.0017 (3) |
O8W | 0.0141 (4) | 0.0212 (4) | 0.0154 (5) | 0.0009 (3) | 0.0030 (4) | 0.0027 (3) |
Geometric parameters (Å, º) top
N1—C2 | 1.3437 (16) | Na1—Na2ii | 4.1415 (7) |
N1—C6 | 1.3600 (16) | Na2—O6W | 2.3460 (11) |
C2—N3 | 1.3347 (15) | Na2—O7W | 2.3614 (10) |
C2—N2 | 1.3742 (17) | Na2—O4W | 2.3892 (10) |
N3—C4 | 1.3597 (16) | Na2—O8W | 2.4148 (10) |
C4—N9 | 1.3663 (15) | Na2—O6Wiii | 2.4592 (12) |
C4—C5 | 1.3870 (17) | Na2—O5W | 2.5100 (11) |
C5—N7 | 1.3874 (16) | Na2—Na2iii | 3.3947 (10) |
C5—C6 | 1.4103 (16) | O2W—H4 | 0.77 (2) |
C6—O1 | 1.2921 (15) | O2W—H5 | 0.88 (2) |
N7—C8 | 1.3360 (16) | O3W—H6 | 0.806 (19) |
C8—N9 | 1.3557 (17) | O3W—H7 | 0.835 (19) |
C8—H1 | 0.931 (17) | O4W—H8 | 0.818 (19) |
N2—H2 | 0.88 (2) | O4W—H9 | 0.794 (19) |
N2—H3 | 0.89 (2) | O5W—H10 | 0.831 (18) |
Na1—O2W | 2.3433 (11) | O5W—H11 | 0.815 (19) |
Na1—O8Wi | 2.3728 (10) | O6W—H12 | 0.82 (2) |
Na1—O3W | 2.4158 (11) | O6W—H13 | 0.847 (19) |
Na1—O4W | 2.4460 (11) | O7W—H14 | 0.828 (19) |
Na1—O7Wii | 2.4461 (12) | O7W—H15 | 0.809 (19) |
Na1—O5W | 2.4964 (10) | O8W—H16 | 0.804 (19) |
Na1—Na2 | 3.4035 (7) | O8W—H17 | 0.840 (19) |
Na1—Na2i | 3.8097 (7) | | |
| | | |
C2—N1—C6 | 119.24 (10) | O4W—Na2—O5W | 74.35 (4) |
N3—C2—N1 | 128.10 (12) | O8W—Na2—O5W | 81.27 (4) |
N3—C2—N2 | 116.38 (12) | O6Wiii—Na2—O5W | 160.33 (4) |
N1—C2—N2 | 115.42 (11) | O6W—Na2—Na2iii | 46.42 (3) |
C2—N3—C4 | 112.63 (10) | O7W—Na2—Na2iii | 83.15 (3) |
N3—C4—N9 | 126.31 (11) | O4W—Na2—Na2iii | 137.12 (4) |
N3—C4—C5 | 124.25 (11) | O8W—Na2—Na2iii | 90.85 (3) |
N9—C4—C5 | 109.44 (11) | O6Wiii—Na2—Na2iii | 43.71 (3) |
C4—C5—N7 | 109.11 (10) | O5W—Na2—Na2iii | 148.32 (4) |
C4—C5—C6 | 118.87 (11) | O6W—Na2—Na1 | 123.68 (3) |
N7—C5—C6 | 132.01 (11) | O7W—Na2—Na1 | 69.22 (3) |
O1—C6—N1 | 119.63 (11) | O4W—Na2—Na1 | 45.94 (3) |
O1—C6—C5 | 123.50 (11) | O8W—Na2—Na1 | 117.04 (3) |
N1—C6—C5 | 116.87 (11) | O6Wiii—Na2—Na1 | 133.70 (3) |
C8—N7—C5 | 102.04 (10) | O5W—Na2—Na1 | 47.00 (2) |
N7—C8—N9 | 117.08 (11) | Na2iii—Na2—Na1 | 152.10 (3) |
N7—C8—H1 | 119.0 (11) | O6W—Na2—Na1iv | 61.63 (3) |
N9—C8—H1 | 123.9 (11) | O7W—Na2—Na1iv | 145.53 (3) |
C8—N9—C4 | 102.33 (10) | O4W—Na2—Na1iv | 130.45 (3) |
C2—N2—H2 | 117.2 (12) | O8W—Na2—Na1iv | 36.89 (2) |
C2—N2—H3 | 115.2 (13) | O6Wiii—Na2—Na1iv | 88.80 (3) |
H2—N2—H3 | 118.9 (17) | O5W—Na2—Na1iv | 86.30 (3) |
O2W—Na1—O8Wi | 129.34 (4) | Na2iii—Na2—Na1iv | 69.907 (17) |
O2W—Na1—O3W | 80.23 (4) | Na1—Na2—Na1iv | 133.235 (16) |
O8Wi—Na1—O3W | 80.30 (4) | O6W—Na2—Na1v | 82.65 (3) |
O2W—Na1—O4W | 89.40 (4) | O7W—Na2—Na1v | 31.12 (3) |
O8Wi—Na1—O4W | 133.19 (4) | O4W—Na2—Na1v | 90.22 (3) |
O3W—Na1—O4W | 82.46 (4) | O8W—Na2—Na1v | 138.41 (3) |
O2W—Na1—O7Wii | 81.28 (4) | O6Wiii—Na2—Na1v | 55.02 (3) |
O8Wi—Na1—O7Wii | 82.34 (4) | O5W—Na2—Na1v | 139.20 (3) |
O3W—Na1—O7Wii | 137.26 (4) | Na2iii—Na2—Na1v | 59.757 (16) |
O4W—Na1—O7Wii | 135.43 (4) | Na1—Na2—Na1v | 95.411 (12) |
O2W—Na1—O5W | 133.83 (4) | Na1iv—Na2—Na1v | 129.664 (14) |
O8Wi—Na1—O5W | 90.17 (4) | Na1—O2W—H4 | 134.8 (13) |
O3W—Na1—O5W | 136.54 (4) | Na1—O2W—H5 | 106.7 (12) |
O4W—Na1—O5W | 73.63 (4) | H4—O2W—H5 | 105.8 (18) |
O7Wii—Na1—O5W | 81.93 (4) | Na1—O3W—H6 | 116.0 (13) |
O2W—Na1—Na2 | 133.97 (3) | Na1—O3W—H7 | 114.9 (12) |
O8Wi—Na1—Na2 | 92.36 (3) | H6—O3W—H7 | 107.8 (17) |
O3W—Na1—Na2 | 90.48 (3) | Na2—O4W—Na1 | 89.47 (4) |
O4W—Na1—Na2 | 44.59 (2) | Na2—O4W—H8 | 118.9 (12) |
O7Wii—Na1—Na2 | 129.09 (3) | Na1—O4W—H8 | 104.2 (12) |
O5W—Na1—Na2 | 47.34 (3) | Na2—O4W—H9 | 126.7 (13) |
O2W—Na1—Na2i | 91.69 (3) | Na1—O4W—H9 | 114.8 (13) |
O8Wi—Na1—Na2i | 37.66 (2) | H8—O4W—H9 | 100.9 (17) |
O3W—Na1—Na2i | 68.96 (3) | Na1—O5W—Na2 | 85.66 (3) |
O4W—Na1—Na2i | 150.76 (3) | Na1—O5W—H10 | 106.1 (12) |
O7Wii—Na1—Na2i | 73.45 (3) | Na2—O5W—H10 | 100.4 (12) |
O5W—Na1—Na2i | 123.67 (3) | Na1—O5W—H11 | 97.0 (12) |
Na2—Na1—Na2i | 126.794 (15) | Na2—O5W—H11 | 152.4 (12) |
O2W—Na1—Na2ii | 67.48 (3) | H10—O5W—H11 | 105.1 (17) |
O8Wi—Na1—Na2ii | 74.71 (3) | Na2—O6W—Na2iii | 89.86 (4) |
O3W—Na1—Na2ii | 107.44 (3) | Na2—O6W—H12 | 130.2 (13) |
O4W—Na1—Na2ii | 152.09 (3) | Na2iii—O6W—H12 | 96.8 (13) |
O7Wii—Na1—Na2ii | 29.93 (2) | Na2—O6W—H13 | 122.9 (12) |
O5W—Na1—Na2ii | 110.66 (3) | Na2iii—O6W—H13 | 101.3 (12) |
Na2—Na1—Na2ii | 155.35 (2) | H12—O6W—H13 | 104.1 (17) |
Na2i—Na1—Na2ii | 50.336 (14) | Na2—O7W—Na1v | 118.95 (4) |
O6W—Na2—O7W | 84.31 (4) | Na2—O7W—H14 | 117.7 (12) |
O6W—Na2—O4W | 166.96 (4) | Na1v—O7W—H14 | 104.8 (12) |
O7W—Na2—O4W | 83.97 (4) | Na2—O7W—H15 | 109.8 (13) |
O6W—Na2—O8W | 98.17 (4) | Na1v—O7W—H15 | 101.6 (13) |
O7W—Na2—O8W | 169.09 (4) | H14—O7W—H15 | 101.4 (17) |
O4W—Na2—O8W | 94.41 (4) | Na1iv—O8W—Na2 | 105.45 (4) |
O6W—Na2—O6Wiii | 90.13 (4) | Na1iv—O8W—H16 | 120.3 (12) |
O7W—Na2—O6Wiii | 85.98 (4) | Na2—O8W—H16 | 105.0 (12) |
O4W—Na2—O6Wiii | 94.72 (4) | Na1iv—O8W—H17 | 116.2 (12) |
O8W—Na2—O6Wiii | 83.39 (4) | Na2—O8W—H17 | 105.1 (12) |
O6W—Na2—O5W | 104.14 (4) | H16—O8W—H17 | 103.4 (17) |
O7W—Na2—O5W | 108.53 (4) | | |
| | | |
C6—N1—C2—N3 | −2.7 (2) | C2—N1—C6—C5 | 0.84 (18) |
C6—N1—C2—N2 | −178.87 (12) | C4—C5—C6—O1 | −178.65 (11) |
N1—C2—N3—C4 | 2.4 (2) | N7—C5—C6—O1 | −0.1 (2) |
N2—C2—N3—C4 | 178.57 (12) | C4—C5—C6—N1 | 0.79 (18) |
C2—N3—C4—N9 | −179.68 (12) | N7—C5—C6—N1 | 179.37 (13) |
C2—N3—C4—C5 | −0.47 (18) | C4—C5—N7—C8 | 0.15 (14) |
N3—C4—C5—N7 | −179.88 (12) | C6—C5—N7—C8 | −178.54 (14) |
N9—C4—C5—N7 | −0.56 (15) | C5—N7—C8—N9 | 0.33 (16) |
N3—C4—C5—C6 | −0.99 (19) | N7—C8—N9—C4 | −0.66 (16) |
N9—C4—C5—C6 | 178.33 (11) | N3—C4—N9—C8 | −179.99 (13) |
C2—N1—C6—O1 | −179.70 (11) | C5—C4—N9—C8 | 0.70 (14) |
Symmetry codes: (i) −x, y+1/2, −z+1/2; (ii) x, −y+1/2, z−1/2; (iii) −x, −y, −z+1; (iv) −x, y−1/2, −z+1/2; (v) x, −y+1/2, z+1/2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O2W—H5···N3 | 0.88 (2) | 2.10 (2) | 2.9601 (16) | 168.5 (17) |
O3W—H7···N3 | 0.835 (19) | 1.982 (19) | 2.7988 (14) | 165.9 (17) |
O4W—H9···N9 | 0.794 (19) | 2.20 (2) | 2.9889 (15) | 176.1 (18) |
O7W—H15···O3W | 0.809 (19) | 1.958 (19) | 2.7583 (13) | 170.2 (18) |
O6W—H12···O2Wiv | 0.82 (2) | 1.98 (2) | 2.7949 (14) | 170.0 (18) |
O3W—H6···O5Wi | 0.806 (19) | 2.148 (19) | 2.9268 (13) | 162.5 (17) |
O2W—H4···N9ii | 0.77 (2) | 2.02 (2) | 2.7841 (14) | 171.9 (18) |
O4W—H8···N1vi | 0.818 (19) | 1.991 (19) | 2.8049 (14) | 173.2 (17) |
O5W—H10···O1vi | 0.831 (18) | 1.938 (19) | 2.7587 (12) | 169.1 (17) |
O8W—H16···O1vi | 0.804 (19) | 2.042 (19) | 2.8335 (13) | 168.0 (17) |
O5W—H11···O1vii | 0.815 (19) | 1.98 (2) | 2.7828 (14) | 169.2 (17) |
O6W—H13···N7viii | 0.847 (19) | 2.067 (19) | 2.9079 (14) | 172.0 (17) |
O7W—H14···O1viii | 0.828 (19) | 1.989 (19) | 2.7840 (13) | 160.9 (17) |
O8W—H17···N7ix | 0.840 (19) | 1.957 (19) | 2.7919 (15) | 172.3 (17) |
Symmetry codes: (i) −x, y+1/2, −z+1/2; (ii) x, −y+1/2, z−1/2; (iv) −x, y−1/2, −z+1/2; (vi) −x+1, y−1/2, −z+1/2; (vii) x−1, −y+1/2, z−1/2; (viii) x−1, y, z; (ix) −x+1, −y, −z+1. |
disodium 2-amino-6-oxo-6,7-dihydro-1H-purine-1,7-diide heptahydrate (GuaNa_200K)
top
Crystal data top
2(Na)·7(H2O)·C5H3N5O | F(000) = 672 |
Mr = 321.21 | Dx = 1.573 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 10.5373 (2) Å | Cell parameters from 6918 reflections |
b = 11.70992 (19) Å | θ = 2.5–29.6° |
c = 11.2176 (2) Å | µ = 0.19 mm−1 |
β = 101.523 (2)° | T = 200 K |
V = 1356.25 (5) Å3 | Prism, colourless |
Z = 4 | 0.5 × 0.5 × 0.25 mm |
Data collection top
STOE IPDS 2 diffractometer | 3812 independent reflections |
Radiation source: sealed X-ray tube, 12 x 0.4 mm long-fine focus | 3033 reflections with I > 2σ(I) |
Plane graphite monochromator | Rint = 0.048 |
Detector resolution: 6.67 pixels mm-1 | θmax = 29.6°, θmin = 2.0° |
rotation method scans | h = −14→14 |
Absorption correction: multi-scan CrysAlisPro 1.171.38.43d (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm. | k = −16→16 |
Tmin = 0.963, Tmax = 1.000 | l = −15→14 |
13069 measured reflections | |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: structure-invariant direct methods |
R[F2 > 2σ(F2)] = 0.033 | Hydrogen site location: difference Fourier map |
wR(F2) = 0.095 | Only H-atom coordinates refined |
S = 1.11 | w = 1/[σ2(Fo2) + (0.042P)2 + 0.533P] where P = (Fo2 + 2Fc2)/3 |
3812 reflections | (Δ/σ)max < 0.001 |
232 parameters | Δρmax = 0.51 e Å−3 |
0 restraints | Δρmin = −0.24 e Å−3 |
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 | |
N1 | 0.65528 (10) | 0.48205 (9) | 0.34800 (10) | 0.0176 (2) | |
C2 | 0.52631 (12) | 0.48216 (10) | 0.33982 (12) | 0.0183 (2) | |
N3 | 0.45291 (10) | 0.40141 (9) | 0.37618 (10) | 0.0185 (2) | |
C4 | 0.52400 (11) | 0.31266 (10) | 0.43197 (11) | 0.0158 (2) | |
C5 | 0.65793 (11) | 0.30494 (10) | 0.44881 (12) | 0.0161 (2) | |
C6 | 0.72631 (12) | 0.39342 (10) | 0.40418 (11) | 0.0154 (2) | |
N7 | 0.69847 (11) | 0.20366 (9) | 0.50855 (11) | 0.0203 (2) | |
C8 | 0.58652 (13) | 0.15778 (11) | 0.52314 (13) | 0.0213 (3) | |
H1 | 0.5868 (16) | 0.0872 (15) | 0.5624 (16) | 0.026* | |
N9 | 0.47698 (10) | 0.21762 (9) | 0.47889 (11) | 0.0198 (2) | |
N2 | 0.46164 (13) | 0.57397 (11) | 0.27988 (13) | 0.0289 (3) | |
H2 | 0.380 (2) | 0.5847 (17) | 0.2893 (17) | 0.035* | |
H3 | 0.5086 (19) | 0.6331 (17) | 0.2695 (17) | 0.035* | |
O1 | 0.85050 (8) | 0.39295 (7) | 0.41300 (8) | 0.01814 (19) | |
Na1 | 0.11604 (5) | 0.25451 (4) | 0.18305 (5) | 0.01856 (12) | |
Na2 | 0.04853 (5) | 0.04511 (4) | 0.37209 (5) | 0.01874 (12) | |
O2W | 0.30795 (10) | 0.32576 (9) | 0.13538 (10) | 0.0230 (2) | |
H4 | 0.3515 (18) | 0.3065 (15) | 0.0909 (18) | 0.028* | |
H5 | 0.3607 (18) | 0.3415 (15) | 0.2057 (18) | 0.028* | |
O3W | 0.18495 (10) | 0.38009 (8) | 0.35512 (9) | 0.0216 (2) | |
H6 | 0.1473 (18) | 0.4417 (16) | 0.3530 (16) | 0.026* | |
H7 | 0.2626 (19) | 0.3938 (15) | 0.3732 (16) | 0.026* | |
O4W | 0.24354 (9) | 0.11472 (8) | 0.31941 (10) | 0.0202 (2) | |
H8 | 0.2775 (17) | 0.0759 (15) | 0.2730 (16) | 0.024* | |
H9 | 0.3038 (18) | 0.1404 (15) | 0.3650 (17) | 0.024* | |
O5W | −0.00179 (10) | 0.06878 (8) | 0.14510 (9) | 0.01921 (19) | |
H10 | 0.0483 (17) | 0.0214 (16) | 0.1244 (16) | 0.023* | |
H11 | −0.0475 (18) | 0.0864 (15) | 0.0836 (17) | 0.023* | |
O6W | −0.15479 (10) | 0.02084 (8) | 0.42396 (10) | 0.0230 (2) | |
H12 | −0.2061 (18) | −0.0310 (17) | 0.4077 (16) | 0.028* | |
H13 | −0.2002 (18) | 0.0763 (16) | 0.4406 (16) | 0.028* | |
O7W | 0.04301 (10) | 0.22688 (8) | 0.46230 (9) | 0.0207 (2) | |
H14 | −0.0260 (19) | 0.2638 (15) | 0.4475 (16) | 0.025* | |
H15 | 0.0928 (18) | 0.2695 (16) | 0.4382 (16) | 0.025* | |
O8W | 0.08241 (9) | −0.14989 (8) | 0.31531 (9) | 0.01874 (19) | |
H16 | 0.1088 (17) | −0.1468 (14) | 0.2517 (17) | 0.022* | |
H17 | 0.1451 (17) | −0.1720 (15) | 0.3654 (17) | 0.022* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
N1 | 0.0154 (5) | 0.0184 (4) | 0.0192 (5) | −0.0016 (4) | 0.0037 (4) | 0.0023 (4) |
C2 | 0.0157 (6) | 0.0195 (5) | 0.0195 (6) | 0.0011 (4) | 0.0030 (5) | 0.0020 (4) |
N3 | 0.0127 (5) | 0.0204 (5) | 0.0222 (6) | −0.0008 (4) | 0.0029 (4) | 0.0021 (4) |
C4 | 0.0124 (5) | 0.0192 (5) | 0.0159 (6) | −0.0011 (4) | 0.0030 (4) | 0.0002 (4) |
C5 | 0.0122 (5) | 0.0180 (5) | 0.0182 (6) | 0.0007 (4) | 0.0030 (4) | 0.0018 (4) |
C6 | 0.0127 (6) | 0.0186 (5) | 0.0151 (6) | −0.0011 (4) | 0.0031 (4) | −0.0012 (4) |
N7 | 0.0166 (5) | 0.0198 (5) | 0.0242 (6) | 0.0025 (4) | 0.0029 (4) | 0.0057 (4) |
C8 | 0.0181 (6) | 0.0210 (6) | 0.0249 (7) | 0.0002 (5) | 0.0041 (5) | 0.0048 (5) |
N9 | 0.0147 (5) | 0.0211 (5) | 0.0241 (6) | −0.0011 (4) | 0.0051 (4) | 0.0033 (4) |
N2 | 0.0204 (6) | 0.0242 (5) | 0.0420 (8) | 0.0046 (5) | 0.0061 (5) | 0.0123 (5) |
O1 | 0.0105 (4) | 0.0231 (4) | 0.0211 (5) | −0.0017 (3) | 0.0040 (3) | 0.0005 (3) |
Na1 | 0.0171 (3) | 0.0184 (2) | 0.0203 (3) | −0.00091 (18) | 0.0039 (2) | −0.00019 (19) |
Na2 | 0.0194 (3) | 0.0178 (2) | 0.0202 (3) | −0.00001 (18) | 0.0066 (2) | −0.00007 (19) |
O2W | 0.0180 (5) | 0.0305 (5) | 0.0219 (5) | −0.0011 (4) | 0.0074 (4) | −0.0034 (4) |
O3W | 0.0143 (5) | 0.0203 (4) | 0.0307 (6) | 0.0006 (3) | 0.0058 (4) | −0.0023 (4) |
O4W | 0.0157 (5) | 0.0225 (4) | 0.0228 (5) | −0.0002 (3) | 0.0049 (4) | −0.0048 (4) |
O5W | 0.0203 (5) | 0.0190 (4) | 0.0175 (5) | 0.0038 (3) | 0.0019 (4) | 0.0016 (3) |
O6W | 0.0188 (5) | 0.0207 (4) | 0.0307 (6) | −0.0008 (4) | 0.0079 (4) | −0.0040 (4) |
O7W | 0.0202 (5) | 0.0187 (4) | 0.0240 (5) | 0.0029 (3) | 0.0067 (4) | 0.0007 (3) |
O8W | 0.0154 (4) | 0.0236 (4) | 0.0169 (5) | 0.0011 (3) | 0.0025 (4) | 0.0021 (3) |
Geometric parameters (Å, º) top
N1—C2 | 1.3436 (16) | Na1—Na2ii | 4.1458 (7) |
N1—C6 | 1.3587 (16) | Na2—O6W | 2.3467 (11) |
C2—N3 | 1.3359 (15) | Na2—O7W | 2.3625 (10) |
C2—N2 | 1.3745 (17) | Na2—O4W | 2.3919 (10) |
N3—C4 | 1.3585 (16) | Na2—O8W | 2.4162 (10) |
C4—N9 | 1.3657 (15) | Na2—O6Wiii | 2.4618 (12) |
C4—C5 | 1.3889 (16) | Na2—O5W | 2.5104 (11) |
C5—N7 | 1.3870 (15) | Na2—Na2iii | 3.4014 (10) |
C5—C6 | 1.4097 (15) | O2W—H4 | 0.776 (19) |
C6—O1 | 1.2925 (15) | O2W—H5 | 0.89 (2) |
N7—C8 | 1.3358 (16) | O3W—H6 | 0.821 (19) |
C8—N9 | 1.3567 (17) | O3W—H7 | 0.819 (19) |
C8—H1 | 0.936 (18) | O4W—H8 | 0.825 (18) |
N2—H2 | 0.89 (2) | O4W—H9 | 0.791 (19) |
N2—H3 | 0.87 (2) | O5W—H10 | 0.830 (19) |
Na1—O2W | 2.3459 (10) | O5W—H11 | 0.786 (19) |
Na1—O8Wi | 2.3753 (10) | O6W—H12 | 0.81 (2) |
Na1—O3W | 2.4199 (11) | O6W—H13 | 0.849 (19) |
Na1—O4W | 2.4501 (11) | O7W—H14 | 0.833 (19) |
Na1—O7Wii | 2.4515 (11) | O7W—H15 | 0.809 (19) |
Na1—O5W | 2.4984 (10) | O8W—H16 | 0.816 (19) |
Na1—Na2 | 3.4086 (7) | O8W—H17 | 0.819 (19) |
Na1—Na2i | 3.8133 (7) | | |
| | | |
C2—N1—C6 | 119.23 (10) | O4W—Na2—O5W | 74.31 (4) |
N3—C2—N1 | 128.16 (11) | O8W—Na2—O5W | 81.33 (4) |
N3—C2—N2 | 116.25 (12) | O6Wiii—Na2—O5W | 160.37 (4) |
N1—C2—N2 | 115.47 (11) | O6W—Na2—Na2iii | 46.37 (3) |
C2—N3—C4 | 112.49 (10) | O7W—Na2—Na2iii | 83.18 (3) |
N3—C4—N9 | 126.29 (11) | O4W—Na2—Na2iii | 137.07 (4) |
N3—C4—C5 | 124.35 (11) | O8W—Na2—Na2iii | 90.80 (3) |
N9—C4—C5 | 109.36 (11) | O6Wiii—Na2—Na2iii | 43.62 (3) |
N7—C5—C4 | 109.14 (10) | O5W—Na2—Na2iii | 148.41 (4) |
N7—C5—C6 | 132.07 (11) | O6W—Na2—Na1 | 123.76 (3) |
C4—C5—C6 | 118.78 (11) | O7W—Na2—Na1 | 69.17 (3) |
O1—C6—N1 | 119.62 (10) | O4W—Na2—Na1 | 45.95 (3) |
O1—C6—C5 | 123.44 (11) | O8W—Na2—Na1 | 117.11 (3) |
N1—C6—C5 | 116.93 (11) | O6Wiii—Na2—Na1 | 133.72 (3) |
C8—N7—C5 | 102.06 (10) | O5W—Na2—Na1 | 46.97 (2) |
N7—C8—N9 | 117.06 (11) | Na2iii—Na2—Na1 | 152.08 (2) |
N7—C8—H1 | 119.5 (10) | O6W—Na2—Na1iv | 61.58 (3) |
N9—C8—H1 | 123.4 (11) | O7W—Na2—Na1iv | 145.51 (3) |
C8—N9—C4 | 102.37 (10) | O4W—Na2—Na1iv | 130.49 (3) |
C2—N2—H2 | 116.5 (13) | O8W—Na2—Na1iv | 36.89 (2) |
C2—N2—H3 | 116.5 (13) | O6Wiii—Na2—Na1iv | 88.76 (3) |
H2—N2—H3 | 119.1 (18) | O5W—Na2—Na1iv | 86.38 (3) |
O2W—Na1—O8Wi | 129.38 (4) | Na2iii—Na2—Na1iv | 69.881 (17) |
O2W—Na1—O3W | 80.26 (4) | Na1—Na2—Na1iv | 133.292 (16) |
O8Wi—Na1—O3W | 80.31 (4) | O6W—Na2—Na1v | 82.63 (3) |
O2W—Na1—O4W | 89.42 (4) | O7W—Na2—Na1v | 31.18 (3) |
O8Wi—Na1—O4W | 133.14 (4) | O4W—Na2—Na1v | 90.20 (3) |
O3W—Na1—O4W | 82.43 (4) | O8W—Na2—Na1v | 138.34 (3) |
O2W—Na1—O7Wii | 81.32 (4) | O6Wiii—Na2—Na1v | 54.97 (3) |
O8Wi—Na1—O7Wii | 82.34 (4) | O5W—Na2—Na1v | 139.19 (3) |
O3W—Na1—O7Wii | 137.33 (4) | Na2iii—Na2—Na1v | 59.732 (16) |
O4W—Na1—O7Wii | 135.43 (4) | Na1—Na2—Na1v | 95.408 (12) |
O2W—Na1—O5W | 133.83 (4) | Na1iv—Na2—Na1v | 129.612 (14) |
O8Wi—Na1—O5W | 90.19 (4) | Na1—O2W—H4 | 133.7 (13) |
O3W—Na1—O5W | 136.44 (4) | Na1—O2W—H5 | 106.7 (12) |
O4W—Na1—O5W | 73.54 (4) | H4—O2W—H5 | 106.6 (18) |
O7Wii—Na1—O5W | 81.97 (4) | Na1—O3W—H6 | 116.4 (13) |
O2W—Na1—Na2 | 133.97 (3) | Na1—O3W—H7 | 116.3 (13) |
O8Wi—Na1—Na2 | 92.33 (3) | H6—O3W—H7 | 106.8 (17) |
O3W—Na1—Na2 | 90.43 (3) | Na2—O4W—Na1 | 89.48 (4) |
O4W—Na1—Na2 | 44.56 (2) | Na2—O4W—H8 | 118.1 (12) |
O7Wii—Na1—Na2 | 129.05 (3) | Na1—O4W—H8 | 103.1 (12) |
O5W—Na1—Na2 | 47.26 (3) | Na2—O4W—H9 | 126.0 (13) |
O2W—Na1—Na2i | 91.74 (3) | Na1—O4W—H9 | 114.7 (13) |
O8Wi—Na1—Na2i | 37.64 (2) | H8—O4W—H9 | 103.0 (17) |
O3W—Na1—Na2i | 68.98 (3) | Na1—O5W—Na2 | 85.77 (3) |
O4W—Na1—Na2i | 150.73 (3) | Na1—O5W—H10 | 107.9 (12) |
O7Wii—Na1—Na2i | 73.50 (3) | Na2—O5W—H10 | 101.1 (12) |
O5W—Na1—Na2i | 123.70 (3) | Na1—O5W—H11 | 96.8 (13) |
Na2—Na1—Na2i | 126.741 (14) | Na2—O5W—H11 | 152.5 (13) |
O2W—Na1—Na2ii | 67.53 (3) | H10—O5W—H11 | 104.0 (18) |
O8Wi—Na1—Na2ii | 74.72 (3) | Na2—O6W—Na2iii | 90.01 (4) |
O3W—Na1—Na2ii | 107.51 (3) | Na2—O6W—H12 | 129.6 (13) |
O4W—Na1—Na2ii | 152.12 (3) | Na2iii—O6W—H12 | 97.7 (13) |
O7Wii—Na1—Na2ii | 29.93 (2) | Na2—O6W—H13 | 123.0 (12) |
O5W—Na1—Na2ii | 110.70 (3) | Na2iii—O6W—H13 | 102.0 (12) |
Na2—Na1—Na2ii | 155.30 (2) | H12—O6W—H13 | 104.0 (17) |
Na2i—Na1—Na2ii | 50.387 (14) | Na2—O7W—Na1v | 118.89 (4) |
O6W—Na2—O7W | 84.32 (4) | Na2—O7W—H14 | 118.5 (12) |
O6W—Na2—O4W | 167.01 (4) | Na1v—O7W—H14 | 103.9 (12) |
O7W—Na2—O4W | 83.95 (4) | Na2—O7W—H15 | 109.9 (13) |
O6W—Na2—O8W | 98.12 (4) | Na1v—O7W—H15 | 100.9 (13) |
O7W—Na2—O8W | 169.09 (4) | H14—O7W—H15 | 102.2 (17) |
O4W—Na2—O8W | 94.44 (4) | Na1iv—O8W—Na2 | 105.47 (4) |
O6W—Na2—O6Wiii | 89.99 (4) | Na1iv—O8W—H16 | 118.8 (12) |
O7W—Na2—O6Wiii | 85.99 (4) | Na2—O8W—H16 | 106.4 (12) |
O4W—Na2—O6Wiii | 94.75 (4) | Na1iv—O8W—H17 | 115.9 (12) |
O8W—Na2—O6Wiii | 83.38 (4) | Na2—O8W—H17 | 105.0 (12) |
O6W—Na2—O5W | 104.27 (4) | H16—O8W—H17 | 104.2 (17) |
O7W—Na2—O5W | 108.46 (4) | | |
| | | |
C6—N1—C2—N3 | −3.3 (2) | C2—N1—C6—C5 | 1.20 (18) |
C6—N1—C2—N2 | −178.97 (12) | N7—C5—C6—O1 | 0.3 (2) |
N1—C2—N3—C4 | 2.9 (2) | C4—C5—C6—O1 | −178.46 (11) |
N2—C2—N3—C4 | 178.54 (12) | N7—C5—C6—N1 | 179.38 (13) |
C2—N3—C4—N9 | 179.99 (12) | C4—C5—C6—N1 | 0.67 (18) |
C2—N3—C4—C5 | −0.66 (18) | C4—C5—N7—C8 | 0.10 (14) |
N3—C4—C5—N7 | −179.95 (12) | C6—C5—N7—C8 | −178.71 (14) |
N9—C4—C5—N7 | −0.50 (15) | C5—N7—C8—N9 | 0.36 (16) |
N3—C4—C5—C6 | −0.96 (19) | N7—C8—N9—C4 | −0.65 (16) |
N9—C4—C5—C6 | 178.49 (11) | N3—C4—N9—C8 | −179.91 (12) |
C2—N1—C6—O1 | −179.64 (11) | C5—C4—N9—C8 | 0.66 (14) |
Symmetry codes: (i) −x, y+1/2, −z+1/2; (ii) x, −y+1/2, z−1/2; (iii) −x, −y, −z+1; (iv) −x, y−1/2, −z+1/2; (v) x, −y+1/2, z+1/2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O2W—H5···N3 | 0.89 (2) | 2.09 (2) | 2.9608 (16) | 167.8 (17) |
O3W—H7···N3 | 0.819 (19) | 2.001 (19) | 2.7972 (14) | 164.1 (18) |
O4W—H9···N9 | 0.791 (19) | 2.20 (2) | 2.9908 (15) | 175.3 (18) |
O7W—H15···O3W | 0.809 (19) | 1.962 (19) | 2.7604 (13) | 169.0 (18) |
O6W—H12···O2Wiv | 0.81 (2) | 2.00 (2) | 2.7995 (14) | 170.7 (18) |
O3W—H6···O5Wi | 0.821 (19) | 2.140 (19) | 2.9334 (13) | 162.5 (17) |
O2W—H4···N9ii | 0.776 (19) | 2.02 (2) | 2.7859 (14) | 170.6 (18) |
O4W—H8···N1vi | 0.825 (18) | 1.983 (19) | 2.8067 (14) | 175.2 (17) |
O5W—H10···O1vi | 0.830 (19) | 1.938 (19) | 2.7606 (12) | 170.9 (17) |
O8W—H16···O1vi | 0.816 (19) | 2.033 (19) | 2.8345 (13) | 167.1 (17) |
O5W—H11···O1vii | 0.786 (19) | 2.01 (2) | 2.7899 (14) | 169.4 (18) |
O6W—H13···N7viii | 0.849 (19) | 2.067 (19) | 2.9087 (14) | 171.2 (17) |
O7W—H14···O1viii | 0.833 (19) | 1.982 (19) | 2.7847 (13) | 161.3 (17) |
O8W—H17···N7ix | 0.819 (19) | 1.980 (19) | 2.7944 (15) | 172.4 (17) |
Symmetry codes: (i) −x, y+1/2, −z+1/2; (ii) x, −y+1/2, z−1/2; (iv) −x, y−1/2, −z+1/2; (vi) −x+1, y−1/2, −z+1/2; (vii) x−1, −y+1/2, z−1/2; (viii) x−1, y, z; (ix) −x+1, −y, −z+1. |
disodium 2-amino-6-oxo-6,7-dihydro-1H-purine-1,7-diide heptahydrate (GuaNa_225K)
top
Crystal data top
2(Na)·7(H2O)·C5H3N5O | F(000) = 672 |
Mr = 321.21 | Dx = 1.569 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 10.5404 (2) Å | Cell parameters from 5822 reflections |
b = 11.7241 (2) Å | θ = 2.6–29.6° |
c = 11.2296 (3) Å | µ = 0.19 mm−1 |
β = 101.504 (2)° | T = 225 K |
V = 1359.83 (5) Å3 | Prism, colourless |
Z = 4 | 0.5 × 0.5 × 0.25 mm |
Data collection top
STOE IPDS 2 diffractometer | 3824 independent reflections |
Radiation source: sealed X-ray tube, 12 x 0.4 mm long-fine focus | 3020 reflections with I > 2σ(I) |
Plane graphite monochromator | Rint = 0.045 |
Detector resolution: 6.67 pixels mm-1 | θmax = 29.6°, θmin = 2.0° |
rotation method scans | h = −14→14 |
Absorption correction: multi-scan CrysAlisPro 1.171.38.43d (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm. | k = −16→16 |
Tmin = 0.780, Tmax = 1.000 | l = −15→14 |
12552 measured reflections | |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: structure-invariant direct methods |
R[F2 > 2σ(F2)] = 0.033 | Hydrogen site location: difference Fourier map |
wR(F2) = 0.092 | Only H-atom coordinates refined |
S = 1.07 | w = 1/[σ2(Fo2) + (0.0411P)2 + 0.5137P] where P = (Fo2 + 2Fc2)/3 |
3824 reflections | (Δ/σ)max < 0.001 |
232 parameters | Δρmax = 0.50 e Å−3 |
0 restraints | Δρmin = −0.28 e Å−3 |
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 | |
N1 | 0.65529 (10) | 0.48178 (8) | 0.34812 (10) | 0.0194 (2) | |
C2 | 0.52647 (12) | 0.48180 (10) | 0.33952 (12) | 0.0201 (2) | |
N3 | 0.45331 (10) | 0.40107 (9) | 0.37626 (10) | 0.0202 (2) | |
C4 | 0.52439 (11) | 0.31237 (10) | 0.43172 (11) | 0.0174 (2) | |
C5 | 0.65826 (11) | 0.30473 (10) | 0.44880 (11) | 0.0177 (2) | |
C6 | 0.72651 (11) | 0.39319 (10) | 0.40407 (11) | 0.0166 (2) | |
N7 | 0.69863 (10) | 0.20375 (9) | 0.50824 (11) | 0.0226 (2) | |
C8 | 0.58682 (13) | 0.15782 (11) | 0.52278 (13) | 0.0240 (3) | |
H1 | 0.5875 (16) | 0.0875 (15) | 0.5613 (15) | 0.029* | |
N9 | 0.47730 (10) | 0.21741 (9) | 0.47850 (11) | 0.0221 (2) | |
N2 | 0.46179 (13) | 0.57347 (11) | 0.28021 (13) | 0.0318 (3) | |
H2 | 0.3814 (19) | 0.5845 (16) | 0.2905 (17) | 0.038* | |
H3 | 0.5107 (19) | 0.6342 (17) | 0.2736 (17) | 0.038* | |
O1 | 0.85046 (8) | 0.39297 (7) | 0.41295 (8) | 0.01987 (18) | |
Na1 | 0.11614 (5) | 0.25458 (4) | 0.18294 (5) | 0.02088 (12) | |
Na2 | 0.04858 (5) | 0.04516 (4) | 0.37188 (5) | 0.02116 (12) | |
O2W | 0.30801 (10) | 0.32568 (9) | 0.13493 (10) | 0.0258 (2) | |
H4 | 0.3522 (18) | 0.3064 (15) | 0.0920 (17) | 0.031* | |
H5 | 0.3593 (18) | 0.3403 (15) | 0.2028 (18) | 0.031* | |
O3W | 0.18537 (10) | 0.38007 (8) | 0.35511 (9) | 0.0242 (2) | |
H6 | 0.1495 (17) | 0.4417 (16) | 0.3538 (16) | 0.029* | |
H7 | 0.2651 (18) | 0.3933 (15) | 0.3751 (16) | 0.029* | |
O4W | 0.24367 (9) | 0.11467 (8) | 0.31930 (9) | 0.0225 (2) | |
H8 | 0.2771 (17) | 0.0763 (15) | 0.2725 (16) | 0.027* | |
H9 | 0.3060 (18) | 0.1391 (15) | 0.3649 (16) | 0.027* | |
O5W | −0.00162 (10) | 0.06884 (8) | 0.14489 (9) | 0.02162 (19) | |
H10 | 0.0512 (17) | 0.0206 (15) | 0.1252 (15) | 0.026* | |
H11 | −0.0473 (18) | 0.0857 (15) | 0.0840 (17) | 0.026* | |
O6W | −0.15475 (10) | 0.02081 (9) | 0.42399 (10) | 0.0256 (2) | |
H12 | −0.2055 (18) | −0.0316 (16) | 0.4076 (16) | 0.031* | |
H13 | −0.1994 (17) | 0.0778 (16) | 0.4393 (16) | 0.031* | |
O7W | 0.04288 (10) | 0.22693 (8) | 0.46190 (9) | 0.0230 (2) | |
H14 | −0.0267 (18) | 0.2647 (15) | 0.4478 (16) | 0.028* | |
H15 | 0.0929 (17) | 0.2689 (15) | 0.4387 (16) | 0.028* | |
O8W | 0.08244 (9) | −0.15000 (8) | 0.31563 (9) | 0.02082 (19) | |
H16 | 0.1072 (16) | −0.1464 (14) | 0.2539 (17) | 0.025* | |
H17 | 0.1461 (17) | −0.1719 (14) | 0.3677 (16) | 0.025* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
N1 | 0.0164 (5) | 0.0202 (4) | 0.0221 (5) | −0.0017 (4) | 0.0046 (4) | 0.0029 (4) |
C2 | 0.0178 (6) | 0.0207 (5) | 0.0207 (6) | 0.0009 (4) | 0.0016 (5) | 0.0017 (4) |
N3 | 0.0137 (5) | 0.0228 (5) | 0.0237 (6) | −0.0005 (4) | 0.0025 (4) | 0.0024 (4) |
C4 | 0.0134 (5) | 0.0211 (5) | 0.0176 (6) | −0.0015 (4) | 0.0030 (4) | −0.0008 (4) |
C5 | 0.0127 (5) | 0.0200 (5) | 0.0201 (6) | 0.0007 (4) | 0.0025 (4) | 0.0024 (4) |
C6 | 0.0141 (5) | 0.0203 (5) | 0.0154 (6) | −0.0010 (4) | 0.0033 (4) | −0.0012 (4) |
N7 | 0.0180 (5) | 0.0221 (5) | 0.0274 (6) | 0.0027 (4) | 0.0036 (4) | 0.0061 (4) |
C8 | 0.0201 (6) | 0.0233 (6) | 0.0288 (7) | 0.0000 (5) | 0.0050 (5) | 0.0052 (5) |
N9 | 0.0161 (5) | 0.0232 (5) | 0.0272 (6) | −0.0011 (4) | 0.0052 (4) | 0.0037 (4) |
N2 | 0.0221 (6) | 0.0274 (6) | 0.0454 (8) | 0.0054 (5) | 0.0059 (5) | 0.0139 (5) |
O1 | 0.0112 (4) | 0.0256 (4) | 0.0230 (5) | −0.0017 (3) | 0.0040 (3) | 0.0006 (3) |
Na1 | 0.0195 (3) | 0.0208 (2) | 0.0223 (3) | −0.00079 (18) | 0.0041 (2) | 0.00001 (19) |
Na2 | 0.0223 (3) | 0.0199 (2) | 0.0225 (3) | −0.00009 (18) | 0.0076 (2) | −0.00032 (19) |
O2W | 0.0206 (5) | 0.0346 (5) | 0.0237 (5) | −0.0011 (4) | 0.0080 (4) | −0.0038 (4) |
O3W | 0.0163 (5) | 0.0230 (4) | 0.0339 (6) | 0.0007 (3) | 0.0064 (4) | −0.0032 (4) |
O4W | 0.0169 (4) | 0.0261 (4) | 0.0249 (5) | −0.0005 (3) | 0.0052 (4) | −0.0061 (4) |
O5W | 0.0226 (5) | 0.0218 (4) | 0.0194 (5) | 0.0038 (3) | 0.0014 (4) | 0.0008 (4) |
O6W | 0.0206 (5) | 0.0231 (4) | 0.0342 (6) | −0.0009 (4) | 0.0083 (4) | −0.0048 (4) |
O7W | 0.0227 (5) | 0.0210 (4) | 0.0264 (5) | 0.0033 (3) | 0.0076 (4) | 0.0007 (4) |
O8W | 0.0175 (4) | 0.0265 (4) | 0.0180 (5) | 0.0009 (3) | 0.0025 (4) | 0.0025 (3) |
Geometric parameters (Å, º) top
N1—C2 | 1.3419 (16) | Na1—Na2ii | 4.1508 (7) |
N1—C6 | 1.3596 (16) | Na2—O6W | 2.3489 (11) |
C2—N3 | 1.3371 (15) | Na2—O7W | 2.3646 (10) |
C2—N2 | 1.3720 (17) | Na2—O4W | 2.3928 (10) |
N3—C4 | 1.3581 (16) | Na2—O8W | 2.4190 (10) |
C4—N9 | 1.3660 (15) | Na2—O6Wiii | 2.4661 (12) |
C4—C5 | 1.3886 (16) | Na2—O5W | 2.5133 (11) |
C5—N7 | 1.3838 (15) | Na2—Na2iii | 3.4096 (10) |
C5—C6 | 1.4105 (15) | O2W—H4 | 0.768 (19) |
C6—O1 | 1.2903 (14) | O2W—H5 | 0.86 (2) |
N7—C8 | 1.3350 (16) | O3W—H6 | 0.814 (18) |
C8—N9 | 1.3561 (17) | O3W—H7 | 0.840 (19) |
C8—H1 | 0.931 (17) | O4W—H8 | 0.823 (18) |
N2—H2 | 0.89 (2) | O4W—H9 | 0.801 (19) |
N2—H3 | 0.89 (2) | O5W—H10 | 0.853 (18) |
Na1—O2W | 2.3474 (11) | O5W—H11 | 0.779 (19) |
Na1—O8Wi | 2.3762 (10) | O6W—H12 | 0.81 (2) |
Na1—O3W | 2.4233 (11) | O6W—H13 | 0.854 (19) |
Na1—O4W | 2.4539 (11) | O7W—H14 | 0.844 (19) |
Na1—O7Wii | 2.4577 (11) | O7W—H15 | 0.802 (18) |
Na1—O5W | 2.5008 (10) | O8W—H16 | 0.789 (18) |
Na1—Na2 | 3.4118 (7) | O8W—H17 | 0.838 (18) |
Na1—Na2i | 3.8174 (7) | | |
| | | |
C2—N1—C6 | 119.40 (10) | O4W—Na2—O5W | 74.31 (4) |
N3—C2—N1 | 127.97 (11) | O8W—Na2—O5W | 81.48 (4) |
N3—C2—N2 | 116.29 (12) | O6Wiii—Na2—O5W | 160.41 (4) |
N1—C2—N2 | 115.65 (11) | O6W—Na2—Na2iii | 46.33 (3) |
C2—N3—C4 | 112.59 (10) | O7W—Na2—Na2iii | 83.20 (3) |
N3—C4—N9 | 126.23 (11) | O4W—Na2—Na2iii | 137.02 (4) |
N3—C4—C5 | 124.42 (11) | O8W—Na2—Na2iii | 90.66 (3) |
N9—C4—C5 | 109.36 (11) | O6Wiii—Na2—Na2iii | 43.55 (3) |
N7—C5—C4 | 109.15 (10) | O5W—Na2—Na2iii | 148.46 (4) |
N7—C5—C6 | 132.17 (11) | O6W—Na2—Na1 | 123.80 (3) |
C4—C5—C6 | 118.67 (11) | O7W—Na2—Na1 | 69.11 (3) |
O1—C6—N1 | 119.63 (10) | O4W—Na2—Na1 | 45.99 (3) |
O1—C6—C5 | 123.46 (11) | O8W—Na2—Na1 | 117.28 (3) |
N1—C6—C5 | 116.90 (10) | O6Wiii—Na2—Na1 | 133.74 (3) |
C8—N7—C5 | 102.13 (10) | O5W—Na2—Na1 | 46.97 (2) |
N7—C8—N9 | 117.07 (11) | Na2iii—Na2—Na1 | 152.06 (2) |
N7—C8—H1 | 119.3 (10) | O6W—Na2—Na1iv | 61.54 (3) |
N9—C8—H1 | 123.6 (10) | O7W—Na2—Na1iv | 145.46 (3) |
C8—N9—C4 | 102.30 (10) | O4W—Na2—Na1iv | 130.52 (3) |
C2—N2—H2 | 116.5 (12) | O8W—Na2—Na1iv | 36.85 (2) |
C2—N2—H3 | 115.3 (12) | O6Wiii—Na2—Na1iv | 88.71 (3) |
H2—N2—H3 | 118.6 (17) | O5W—Na2—Na1iv | 86.45 (3) |
O2W—Na1—O8Wi | 129.40 (4) | Na2iii—Na2—Na1iv | 69.845 (17) |
O2W—Na1—O3W | 80.30 (4) | Na1—Na2—Na1iv | 133.359 (16) |
O8Wi—Na1—O3W | 80.46 (4) | O6W—Na2—Na1v | 82.59 (3) |
O2W—Na1—O4W | 89.48 (4) | O7W—Na2—Na1v | 31.26 (3) |
O8Wi—Na1—O4W | 133.17 (4) | O4W—Na2—Na1v | 90.19 (3) |
O3W—Na1—O4W | 82.39 (4) | O8W—Na2—Na1v | 138.19 (3) |
O2W—Na1—O7Wii | 81.27 (4) | O6Wiii—Na2—Na1v | 54.92 (3) |
O8Wi—Na1—O7Wii | 82.27 (4) | O5W—Na2—Na1v | 139.21 (3) |
O3W—Na1—O7Wii | 137.41 (4) | Na2iii—Na2—Na1v | 59.699 (16) |
O4W—Na1—O7Wii | 135.39 (4) | Na1—Na2—Na1v | 95.407 (12) |
O2W—Na1—O5W | 133.71 (4) | Na1iv—Na2—Na1v | 129.544 (14) |
O8Wi—Na1—O5W | 90.19 (4) | Na1—O2W—H4 | 134.3 (13) |
O3W—Na1—O5W | 136.49 (4) | Na1—O2W—H5 | 106.6 (12) |
O4W—Na1—O5W | 73.50 (4) | H4—O2W—H5 | 105.3 (18) |
O7Wii—Na1—O5W | 81.89 (3) | Na1—O3W—H6 | 117.3 (13) |
O2W—Na1—Na2 | 134.00 (3) | Na1—O3W—H7 | 116.9 (12) |
O8Wi—Na1—Na2 | 92.36 (3) | H6—O3W—H7 | 106.0 (17) |
O3W—Na1—Na2 | 90.44 (3) | Na2—O4W—Na1 | 89.48 (4) |
O4W—Na1—Na2 | 44.53 (2) | Na2—O4W—H8 | 118.1 (12) |
O7Wii—Na1—Na2 | 128.98 (3) | Na1—O4W—H8 | 102.6 (12) |
O5W—Na1—Na2 | 47.28 (3) | Na2—O4W—H9 | 126.8 (13) |
O2W—Na1—Na2i | 91.78 (3) | Na1—O4W—H9 | 116.0 (12) |
O8Wi—Na1—Na2i | 37.63 (2) | H8—O4W—H9 | 101.7 (17) |
O3W—Na1—Na2i | 69.01 (3) | Na1—O5W—Na2 | 85.75 (3) |
O4W—Na1—Na2i | 150.71 (3) | Na1—O5W—H10 | 107.1 (11) |
O7Wii—Na1—Na2i | 73.57 (3) | Na2—O5W—H10 | 100.0 (11) |
O5W—Na1—Na2i | 123.73 (3) | Na1—O5W—H11 | 97.3 (13) |
Na2—Na1—Na2i | 126.719 (14) | Na2—O5W—H11 | 152.4 (13) |
O2W—Na1—Na2ii | 67.48 (3) | H10—O5W—H11 | 105.2 (17) |
O8Wi—Na1—Na2ii | 74.69 (3) | Na2—O6W—Na2iii | 90.13 (4) |
O3W—Na1—Na2ii | 107.57 (3) | Na2—O6W—H12 | 129.0 (12) |
O4W—Na1—Na2ii | 152.12 (3) | Na2iii—O6W—H12 | 97.4 (13) |
O7Wii—Na1—Na2ii | 29.95 (2) | Na2—O6W—H13 | 121.5 (12) |
O5W—Na1—Na2ii | 110.66 (3) | Na2iii—O6W—H13 | 102.9 (12) |
Na2—Na1—Na2ii | 155.28 (2) | H12—O6W—H13 | 105.8 (17) |
Na2i—Na1—Na2ii | 50.457 (14) | Na2—O7W—Na1v | 118.79 (4) |
O6W—Na2—O7W | 84.31 (4) | Na2—O7W—H14 | 119.2 (12) |
O6W—Na2—O4W | 167.05 (4) | Na1v—O7W—H14 | 103.3 (12) |
O7W—Na2—O4W | 83.97 (4) | Na2—O7W—H15 | 109.9 (12) |
O6W—Na2—O8W | 98.02 (4) | Na1v—O7W—H15 | 100.4 (13) |
O7W—Na2—O8W | 169.04 (4) | H14—O7W—H15 | 102.7 (17) |
O4W—Na2—O8W | 94.52 (4) | Na1iv—O8W—Na2 | 105.52 (4) |
O6W—Na2—O6Wiii | 89.87 (4) | Na1iv—O8W—H16 | 118.5 (12) |
O7W—Na2—O6Wiii | 86.03 (4) | Na2—O8W—H16 | 105.7 (12) |
O4W—Na2—O6Wiii | 94.77 (4) | Na1iv—O8W—H17 | 115.8 (11) |
O8W—Na2—O6Wiii | 83.27 (4) | Na2—O8W—H17 | 104.3 (11) |
O6W—Na2—O5W | 104.36 (4) | H16—O8W—H17 | 105.6 (17) |
O7W—Na2—O5W | 108.41 (4) | | |
| | | |
C6—N1—C2—N3 | −2.7 (2) | C2—N1—C6—C5 | 0.82 (17) |
C6—N1—C2—N2 | −179.09 (12) | N7—C5—C6—O1 | 0.0 (2) |
N1—C2—N3—C4 | 2.28 (19) | C4—C5—C6—O1 | −178.45 (11) |
N2—C2—N3—C4 | 178.68 (12) | N7—C5—C6—N1 | 179.41 (13) |
C2—N3—C4—N9 | −179.83 (12) | C4—C5—C6—N1 | 0.95 (17) |
C2—N3—C4—C5 | −0.21 (18) | C4—C5—N7—C8 | −0.01 (14) |
N3—C4—C5—N7 | 179.91 (11) | C6—C5—N7—C8 | −178.58 (14) |
N9—C4—C5—N7 | −0.41 (15) | C5—N7—C8—N9 | 0.46 (16) |
N3—C4—C5—C6 | −1.29 (19) | N7—C8—N9—C4 | −0.70 (16) |
N9—C4—C5—C6 | 178.38 (11) | N3—C4—N9—C8 | −179.70 (12) |
C2—N1—C6—O1 | −179.76 (11) | C5—C4—N9—C8 | 0.63 (14) |
Symmetry codes: (i) −x, y+1/2, −z+1/2; (ii) x, −y+1/2, z−1/2; (iii) −x, −y, −z+1; (iv) −x, y−1/2, −z+1/2; (v) x, −y+1/2, z+1/2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O2W—H5···N3 | 0.86 (2) | 2.12 (2) | 2.9690 (16) | 167.5 (17) |
O3W—H7···N3 | 0.840 (19) | 1.984 (19) | 2.7974 (14) | 163.0 (17) |
O4W—H9···N9 | 0.801 (19) | 2.194 (19) | 2.9925 (15) | 175.1 (17) |
O7W—H15···O3W | 0.802 (18) | 1.973 (19) | 2.7632 (13) | 168.3 (18) |
O6W—H12···O2Wiv | 0.81 (2) | 2.00 (2) | 2.8026 (14) | 171.6 (18) |
O3W—H6···O5Wi | 0.814 (18) | 2.159 (19) | 2.9410 (13) | 161.0 (17) |
O2W—H4···N9ii | 0.768 (19) | 2.028 (19) | 2.7885 (14) | 170.7 (18) |
O4W—H8···N1vi | 0.823 (18) | 1.989 (18) | 2.8098 (14) | 175.7 (17) |
O5W—H10···O1vi | 0.853 (18) | 1.917 (18) | 2.7613 (12) | 170.2 (16) |
O8W—H16···O1vi | 0.789 (18) | 2.063 (19) | 2.8401 (13) | 168.3 (17) |
O5W—H11···O1vii | 0.779 (19) | 2.022 (19) | 2.7921 (14) | 169.7 (18) |
O6W—H13···N7viii | 0.854 (19) | 2.066 (19) | 2.9098 (14) | 169.5 (17) |
O7W—H14···O1viii | 0.844 (19) | 1.972 (19) | 2.7857 (13) | 161.6 (17) |
O8W—H17···N7ix | 0.838 (18) | 1.962 (19) | 2.7953 (15) | 173.1 (16) |
Symmetry codes: (i) −x, y+1/2, −z+1/2; (ii) x, −y+1/2, z−1/2; (iv) −x, y−1/2, −z+1/2; (vi) −x+1, y−1/2, −z+1/2; (vii) x−1, −y+1/2, z−1/2; (viii) x−1, y, z; (ix) −x+1, −y, −z+1. |
disodium 2-amino-6-oxo-6,7-dihydro-1H-purine-1,7-diide heptahydrate (GuaNa_250K)
top
Crystal data top
2(Na)·7(H2O)·C5H3N5O | F(000) = 672 |
Mr = 321.21 | Dx = 1.564 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 10.5440 (2) Å | Cell parameters from 6590 reflections |
b = 11.7396 (2) Å | θ = 2.6–29.6° |
c = 11.2426 (3) Å | µ = 0.19 mm−1 |
β = 101.476 (2)° | T = 250 K |
V = 1363.81 (5) Å3 | Prism, colourless |
Z = 4 | 0.5 × 0.5 × 0.25 mm |
Data collection top
STOE IPDS 2 diffractometer | 3834 independent reflections |
Radiation source: sealed X-ray tube, 12 x 0.4 mm long-fine focus | 2965 reflections with I > 2σ(I) |
Plane graphite monochromator | Rint = 0.047 |
Detector resolution: 6.67 pixels mm-1 | θmax = 29.6°, θmin = 2.0° |
rotation method scans | h = −14→14 |
Absorption correction: multi-scan CrysAlisPro 1.171.38.43d (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm. | k = −16→16 |
Tmin = 0.806, Tmax = 1.000 | l = −15→14 |
13095 measured reflections | |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: structure-invariant direct methods |
R[F2 > 2σ(F2)] = 0.034 | Hydrogen site location: difference Fourier map |
wR(F2) = 0.096 | Only H-atom coordinates refined |
S = 1.10 | w = 1/[σ2(Fo2) + (0.0407P)2 + 0.5008P] where P = (Fo2 + 2Fc2)/3 |
3834 reflections | (Δ/σ)max < 0.001 |
232 parameters | Δρmax = 0.43 e Å−3 |
0 restraints | Δρmin = −0.22 e Å−3 |
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 | |
N1 | 0.65549 (11) | 0.48138 (9) | 0.34821 (11) | 0.0220 (2) | |
C2 | 0.52658 (13) | 0.48123 (11) | 0.33967 (13) | 0.0225 (3) | |
N3 | 0.45357 (10) | 0.40071 (9) | 0.37612 (11) | 0.0231 (2) | |
C4 | 0.52471 (12) | 0.31217 (10) | 0.43170 (12) | 0.0199 (2) | |
C5 | 0.65846 (12) | 0.30463 (10) | 0.44850 (12) | 0.0201 (2) | |
C6 | 0.72656 (12) | 0.39296 (10) | 0.40404 (11) | 0.0192 (2) | |
N7 | 0.69888 (11) | 0.20375 (9) | 0.50803 (11) | 0.0258 (2) | |
C8 | 0.58709 (13) | 0.15786 (12) | 0.52243 (14) | 0.0270 (3) | |
H1 | 0.5877 (17) | 0.0876 (16) | 0.5611 (16) | 0.032* | |
N9 | 0.47781 (11) | 0.21730 (10) | 0.47827 (11) | 0.0250 (2) | |
N2 | 0.46191 (14) | 0.57295 (12) | 0.28073 (14) | 0.0359 (3) | |
H2 | 0.378 (2) | 0.5834 (17) | 0.2913 (18) | 0.043* | |
H3 | 0.510 (2) | 0.6325 (18) | 0.2743 (18) | 0.043* | |
O1 | 0.85054 (9) | 0.39288 (8) | 0.41285 (9) | 0.0228 (2) | |
Na1 | 0.11637 (5) | 0.25468 (4) | 0.18273 (5) | 0.02402 (13) | |
Na2 | 0.04855 (5) | 0.04522 (4) | 0.37171 (5) | 0.02432 (13) | |
O2W | 0.30840 (10) | 0.32568 (9) | 0.13488 (11) | 0.0297 (2) | |
H4 | 0.3493 (19) | 0.3044 (16) | 0.0910 (19) | 0.036* | |
H5 | 0.3599 (19) | 0.3415 (16) | 0.2037 (19) | 0.036* | |
O3W | 0.18572 (10) | 0.38009 (9) | 0.35508 (10) | 0.0282 (2) | |
H6 | 0.1486 (18) | 0.4420 (16) | 0.3548 (17) | 0.034* | |
H7 | 0.265 (2) | 0.3927 (16) | 0.3755 (17) | 0.034* | |
O4W | 0.24383 (10) | 0.11463 (9) | 0.31907 (10) | 0.0258 (2) | |
H8 | 0.2775 (17) | 0.0755 (16) | 0.2728 (17) | 0.031* | |
H9 | 0.3055 (19) | 0.1399 (16) | 0.3650 (17) | 0.031* | |
O5W | −0.00130 (10) | 0.06896 (8) | 0.14477 (9) | 0.0248 (2) | |
H10 | 0.0482 (18) | 0.0212 (16) | 0.1257 (16) | 0.030* | |
H11 | −0.0464 (19) | 0.0857 (16) | 0.0848 (18) | 0.030* | |
O6W | −0.15473 (10) | 0.02076 (9) | 0.42402 (10) | 0.0292 (2) | |
H12 | −0.2055 (19) | −0.0307 (17) | 0.4081 (17) | 0.035* | |
H13 | −0.2002 (18) | 0.0773 (17) | 0.4390 (17) | 0.035* | |
O7W | 0.04299 (11) | 0.22684 (8) | 0.46171 (10) | 0.0263 (2) | |
H14 | −0.0264 (19) | 0.2632 (16) | 0.4474 (17) | 0.032* | |
H15 | 0.0927 (18) | 0.2697 (16) | 0.4370 (17) | 0.032* | |
O8W | 0.08234 (10) | −0.14992 (8) | 0.31554 (10) | 0.0240 (2) | |
H16 | 0.1083 (17) | −0.1460 (15) | 0.2513 (18) | 0.029* | |
H17 | 0.1432 (18) | −0.1714 (15) | 0.3663 (17) | 0.029* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
N1 | 0.0192 (5) | 0.0226 (5) | 0.0246 (6) | −0.0019 (4) | 0.0054 (4) | 0.0033 (4) |
C2 | 0.0192 (6) | 0.0243 (6) | 0.0236 (7) | 0.0009 (5) | 0.0034 (5) | 0.0018 (5) |
N3 | 0.0153 (5) | 0.0255 (5) | 0.0283 (6) | −0.0002 (4) | 0.0040 (4) | 0.0026 (4) |
C4 | 0.0157 (6) | 0.0245 (6) | 0.0195 (6) | −0.0009 (4) | 0.0041 (5) | 0.0008 (5) |
C5 | 0.0147 (6) | 0.0227 (5) | 0.0228 (7) | 0.0008 (4) | 0.0038 (5) | 0.0021 (5) |
C6 | 0.0160 (6) | 0.0240 (5) | 0.0179 (6) | −0.0013 (4) | 0.0043 (5) | −0.0018 (4) |
N7 | 0.0204 (5) | 0.0250 (5) | 0.0314 (7) | 0.0035 (4) | 0.0040 (5) | 0.0075 (5) |
C8 | 0.0225 (7) | 0.0265 (6) | 0.0321 (8) | −0.0001 (5) | 0.0055 (6) | 0.0073 (5) |
N9 | 0.0175 (5) | 0.0269 (5) | 0.0312 (7) | −0.0014 (4) | 0.0068 (5) | 0.0046 (5) |
N2 | 0.0259 (7) | 0.0301 (6) | 0.0513 (9) | 0.0057 (5) | 0.0070 (6) | 0.0149 (6) |
O1 | 0.0130 (4) | 0.0292 (4) | 0.0267 (5) | −0.0017 (3) | 0.0050 (4) | 0.0011 (4) |
Na1 | 0.0219 (3) | 0.0244 (2) | 0.0259 (3) | −0.00082 (19) | 0.0050 (2) | 0.0000 (2) |
Na2 | 0.0252 (3) | 0.0234 (2) | 0.0260 (3) | 0.0000 (2) | 0.0091 (2) | −0.0005 (2) |
O2W | 0.0239 (5) | 0.0397 (5) | 0.0273 (6) | −0.0016 (4) | 0.0094 (4) | −0.0047 (4) |
O3W | 0.0185 (5) | 0.0270 (5) | 0.0397 (6) | 0.0010 (4) | 0.0073 (4) | −0.0036 (4) |
O4W | 0.0199 (5) | 0.0291 (5) | 0.0293 (6) | −0.0005 (4) | 0.0068 (4) | −0.0065 (4) |
O5W | 0.0268 (5) | 0.0243 (4) | 0.0225 (5) | 0.0049 (4) | 0.0026 (4) | 0.0011 (4) |
O6W | 0.0237 (5) | 0.0272 (5) | 0.0382 (6) | −0.0012 (4) | 0.0097 (4) | −0.0051 (4) |
O7W | 0.0254 (5) | 0.0244 (4) | 0.0307 (6) | 0.0041 (4) | 0.0092 (4) | 0.0013 (4) |
O8W | 0.0197 (5) | 0.0304 (5) | 0.0216 (5) | 0.0006 (4) | 0.0033 (4) | 0.0027 (4) |
Geometric parameters (Å, º) top
N1—C2 | 1.3434 (17) | Na1—Na2ii | 4.1547 (8) |
N1—C6 | 1.3586 (17) | Na2—O6W | 2.3504 (11) |
C2—N3 | 1.3340 (16) | Na2—O7W | 2.3658 (11) |
C2—N2 | 1.3725 (18) | Na2—O4W | 2.3955 (11) |
N3—C4 | 1.3590 (16) | Na2—O8W | 2.4214 (11) |
C4—N9 | 1.3646 (16) | Na2—O6Wiii | 2.4707 (13) |
C4—C5 | 1.3880 (17) | Na2—O5W | 2.5159 (12) |
C5—N7 | 1.3851 (16) | Na2—Na2iii | 3.4164 (10) |
C5—C6 | 1.4085 (16) | O2W—H4 | 0.76 (2) |
C6—O1 | 1.2912 (15) | O2W—H5 | 0.87 (2) |
N7—C8 | 1.3347 (17) | O3W—H6 | 0.82 (2) |
C8—N9 | 1.3541 (18) | O3W—H7 | 0.84 (2) |
C8—H1 | 0.931 (18) | O4W—H8 | 0.826 (19) |
N2—H2 | 0.92 (2) | O4W—H9 | 0.80 (2) |
N2—H3 | 0.88 (2) | O5W—H10 | 0.823 (19) |
Na1—O2W | 2.3489 (11) | O5W—H11 | 0.77 (2) |
Na1—O8Wi | 2.3793 (11) | O6W—H12 | 0.80 (2) |
Na1—O3W | 2.4275 (12) | O6W—H13 | 0.86 (2) |
Na1—O4W | 2.4574 (12) | O7W—H14 | 0.83 (2) |
Na1—O7Wii | 2.4607 (12) | O7W—H15 | 0.814 (19) |
Na1—O5W | 2.5029 (11) | O8W—H16 | 0.82 (2) |
Na1—Na2 | 3.4171 (7) | O8W—H17 | 0.809 (19) |
Na1—Na2i | 3.8221 (7) | | |
| | | |
C2—N1—C6 | 119.29 (11) | O4W—Na2—O5W | 74.23 (4) |
N3—C2—N1 | 128.06 (12) | O8W—Na2—O5W | 81.50 (4) |
N3—C2—N2 | 116.27 (12) | O6Wiii—Na2—O5W | 160.38 (4) |
N1—C2—N2 | 115.59 (12) | O6W—Na2—Na2iii | 46.32 (3) |
C2—N3—C4 | 112.57 (11) | O7W—Na2—Na2iii | 83.22 (3) |
N3—C4—N9 | 126.28 (11) | O4W—Na2—Na2iii | 136.97 (4) |
N3—C4—C5 | 124.35 (11) | O8W—Na2—Na2iii | 90.61 (3) |
N9—C4—C5 | 109.37 (11) | O6Wiii—Na2—Na2iii | 43.47 (3) |
N7—C5—C4 | 109.08 (11) | O5W—Na2—Na2iii | 148.59 (4) |
N7—C5—C6 | 132.18 (12) | O6W—Na2—Na1 | 123.89 (3) |
C4—C5—C6 | 118.73 (11) | O7W—Na2—Na1 | 69.11 (3) |
O1—C6—N1 | 119.54 (11) | O4W—Na2—Na1 | 45.98 (3) |
O1—C6—C5 | 123.51 (12) | O8W—Na2—Na1 | 117.31 (3) |
N1—C6—C5 | 116.95 (11) | O6Wiii—Na2—Na1 | 133.74 (3) |
C8—N7—C5 | 102.09 (11) | O5W—Na2—Na1 | 46.93 (3) |
N7—C8—N9 | 117.07 (12) | Na2iii—Na2—Na1 | 152.08 (3) |
N7—C8—H1 | 119.3 (11) | O6W—Na2—Na1iv | 61.48 (3) |
N9—C8—H1 | 123.6 (11) | O7W—Na2—Na1iv | 145.44 (3) |
C8—N9—C4 | 102.38 (11) | O4W—Na2—Na1iv | 130.54 (3) |
C2—N2—H2 | 116.0 (13) | O8W—Na2—Na1iv | 36.85 (3) |
C2—N2—H3 | 115.1 (13) | O6Wiii—Na2—Na1iv | 88.66 (3) |
H2—N2—H3 | 119.4 (18) | O5W—Na2—Na1iv | 86.55 (3) |
O2W—Na1—O8Wi | 129.46 (4) | Na2iii—Na2—Na1iv | 69.797 (18) |
O2W—Na1—O3W | 80.28 (4) | Na1—Na2—Na1iv | 133.426 (17) |
O8Wi—Na1—O3W | 80.44 (4) | O6W—Na2—Na1v | 82.61 (3) |
O2W—Na1—O4W | 89.48 (4) | O7W—Na2—Na1v | 31.27 (3) |
O8Wi—Na1—O4W | 133.08 (4) | O4W—Na2—Na1v | 90.18 (3) |
O3W—Na1—O4W | 82.38 (4) | O8W—Na2—Na1v | 138.14 (3) |
O2W—Na1—O7Wii | 81.35 (4) | O6Wiii—Na2—Na1v | 54.88 (3) |
O8Wi—Na1—O7Wii | 82.32 (4) | O5W—Na2—Na1v | 139.21 (3) |
O3W—Na1—O7Wii | 137.46 (4) | Na2iii—Na2—Na1v | 59.695 (17) |
O4W—Na1—O7Wii | 135.39 (4) | Na1—Na2—Na1v | 95.403 (12) |
O2W—Na1—O5W | 133.69 (4) | Na1iv—Na2—Na1v | 129.492 (15) |
O8Wi—Na1—O5W | 90.23 (4) | Na1—O2W—H4 | 131.2 (15) |
O3W—Na1—O5W | 136.45 (4) | Na1—O2W—H5 | 106.6 (13) |
O4W—Na1—O5W | 73.41 (4) | H4—O2W—H5 | 108.2 (19) |
O7Wii—Na1—O5W | 81.89 (4) | Na1—O3W—H6 | 117.6 (13) |
O2W—Na1—Na2 | 133.97 (4) | Na1—O3W—H7 | 116.9 (13) |
O8Wi—Na1—Na2 | 92.30 (3) | H6—O3W—H7 | 107.1 (18) |
O3W—Na1—Na2 | 90.41 (3) | Na2—O4W—Na1 | 89.51 (4) |
O4W—Na1—Na2 | 44.51 (3) | Na2—O4W—H8 | 117.7 (12) |
O7Wii—Na1—Na2 | 128.95 (3) | Na1—O4W—H8 | 103.3 (13) |
O5W—Na1—Na2 | 47.25 (3) | Na2—O4W—H9 | 126.4 (13) |
O2W—Na1—Na2i | 91.84 (3) | Na1—O4W—H9 | 115.2 (13) |
O8Wi—Na1—Na2i | 37.62 (3) | H8—O4W—H9 | 102.4 (18) |
O3W—Na1—Na2i | 69.01 (3) | Na1—O5W—Na2 | 85.82 (4) |
O4W—Na1—Na2i | 150.68 (3) | Na1—O5W—H10 | 108.7 (13) |
O7Wii—Na1—Na2i | 73.62 (3) | Na2—O5W—H10 | 100.0 (13) |
O5W—Na1—Na2i | 123.76 (3) | Na1—O5W—H11 | 97.2 (14) |
Na2—Na1—Na2i | 126.649 (15) | Na2—O5W—H11 | 152.3 (14) |
O2W—Na1—Na2ii | 67.57 (3) | H10—O5W—H11 | 105.0 (19) |
O8Wi—Na1—Na2ii | 74.71 (3) | Na2—O6W—Na2iii | 90.21 (4) |
O3W—Na1—Na2ii | 107.63 (3) | Na2—O6W—H12 | 129.5 (13) |
O4W—Na1—Na2ii | 152.18 (3) | Na2iii—O6W—H12 | 97.5 (13) |
O7Wii—Na1—Na2ii | 29.93 (2) | Na2—O6W—H13 | 122.0 (12) |
O5W—Na1—Na2ii | 110.64 (3) | Na2iii—O6W—H13 | 103.2 (13) |
Na2—Na1—Na2ii | 155.22 (2) | H12—O6W—H13 | 104.7 (18) |
Na2i—Na1—Na2ii | 50.508 (15) | Na2—O7W—Na1v | 118.80 (5) |
O6W—Na2—O7W | 84.36 (4) | Na2—O7W—H14 | 118.3 (13) |
O6W—Na2—O4W | 167.12 (4) | Na1v—O7W—H14 | 103.7 (13) |
O7W—Na2—O4W | 83.96 (4) | Na2—O7W—H15 | 109.8 (13) |
O6W—Na2—O8W | 97.96 (4) | Na1v—O7W—H15 | 101.3 (13) |
O7W—Na2—O8W | 169.01 (5) | H14—O7W—H15 | 102.6 (18) |
O4W—Na2—O8W | 94.53 (4) | Na1iv—O8W—Na2 | 105.53 (4) |
O6W—Na2—O6Wiii | 89.79 (4) | Na1iv—O8W—H16 | 118.7 (12) |
O7W—Na2—O6Wiii | 86.00 (4) | Na2—O8W—H16 | 105.6 (12) |
O4W—Na2—O6Wiii | 94.79 (4) | Na1iv—O8W—H17 | 115.0 (13) |
O8W—Na2—O6Wiii | 83.27 (4) | Na2—O8W—H17 | 104.3 (13) |
O6W—Na2—O5W | 104.50 (4) | H16—O8W—H17 | 106.3 (17) |
O7W—Na2—O5W | 108.42 (4) | | |
| | | |
C6—N1—C2—N3 | −2.8 (2) | C2—N1—C6—C5 | 0.90 (18) |
C6—N1—C2—N2 | −179.26 (13) | N7—C5—C6—O1 | 0.2 (2) |
N1—C2—N3—C4 | 2.5 (2) | C4—C5—C6—O1 | −178.54 (12) |
N2—C2—N3—C4 | 178.94 (13) | N7—C5—C6—N1 | 179.53 (13) |
C2—N3—C4—N9 | −179.81 (13) | C4—C5—C6—N1 | 0.76 (18) |
C2—N3—C4—C5 | −0.50 (19) | C4—C5—N7—C8 | 0.17 (15) |
N3—C4—C5—N7 | 179.98 (12) | C6—C5—N7—C8 | −178.68 (15) |
N9—C4—C5—N7 | −0.61 (16) | C5—N7—C8—N9 | 0.35 (17) |
N3—C4—C5—C6 | −1.0 (2) | N7—C8—N9—C4 | −0.71 (18) |
N9—C4—C5—C6 | 178.42 (12) | N3—C4—N9—C8 | −179.85 (13) |
C2—N1—C6—O1 | −179.77 (12) | C5—C4—N9—C8 | 0.76 (15) |
Symmetry codes: (i) −x, y+1/2, −z+1/2; (ii) x, −y+1/2, z−1/2; (iii) −x, −y, −z+1; (iv) −x, y−1/2, −z+1/2; (v) x, −y+1/2, z+1/2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O2W—H5···N3 | 0.87 (2) | 2.11 (2) | 2.9703 (17) | 168.5 (18) |
O3W—H7···N3 | 0.84 (2) | 1.98 (2) | 2.7973 (15) | 162.8 (18) |
O4W—H9···N9 | 0.80 (2) | 2.20 (2) | 2.9977 (16) | 175.4 (18) |
O7W—H15···O3W | 0.814 (19) | 1.96 (2) | 2.7671 (14) | 169.8 (19) |
O6W—H12···O2Wiv | 0.80 (2) | 2.01 (2) | 2.8074 (16) | 171.0 (19) |
O3W—H6···O5Wi | 0.82 (2) | 2.15 (2) | 2.9494 (14) | 162.1 (17) |
O2W—H4···N9ii | 0.76 (2) | 2.05 (2) | 2.7922 (15) | 167 (2) |
O4W—H8···N1vi | 0.826 (19) | 1.988 (19) | 2.8115 (15) | 175.2 (18) |
O5W—H10···O1vi | 0.823 (19) | 1.94 (2) | 2.7621 (13) | 172.2 (18) |
O8W—H16···O1vi | 0.82 (2) | 2.03 (2) | 2.8407 (14) | 168.2 (17) |
O5W—H11···O1vii | 0.77 (2) | 2.04 (2) | 2.7962 (15) | 169.7 (19) |
O6W—H13···N7viii | 0.86 (2) | 2.07 (2) | 2.9102 (15) | 169.4 (18) |
O7W—H14···O1viii | 0.83 (2) | 1.99 (2) | 2.7884 (14) | 160.5 (18) |
O8W—H17···N7ix | 0.809 (19) | 1.99 (2) | 2.7990 (16) | 172.7 (18) |
Symmetry codes: (i) −x, y+1/2, −z+1/2; (ii) x, −y+1/2, z−1/2; (iv) −x, y−1/2, −z+1/2; (vi) −x+1, y−1/2, −z+1/2; (vii) x−1, −y+1/2, z−1/2; (viii) x−1, y, z; (ix) −x+1, −y, −z+1. |
disodium 2-amino-6-oxo-6,7-dihydro-1H-purine-1,7-diide heptahydrate (GuaNa_275K)
top
Crystal data top
2(Na)·7(H2O)·C5H3N5O | F(000) = 672 |
Mr = 321.21 | Dx = 1.559 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 10.5488 (2) Å | Cell parameters from 5541 reflections |
b = 11.7577 (2) Å | θ = 2.5–29.6° |
c = 11.2563 (3) Å | µ = 0.19 mm−1 |
β = 101.456 (2)° | T = 275 K |
V = 1368.31 (5) Å3 | Prism, colourless |
Z = 4 | 0.5 × 0.5 × 0.25 mm |
Data collection top
STOE IPDS 2 diffractometer | 3846 independent reflections |
Radiation source: sealed X-ray tube, 12 x 0.4 mm long-fine focus | 2961 reflections with I > 2σ(I) |
Plane graphite monochromator | Rint = 0.044 |
Detector resolution: 6.67 pixels mm-1 | θmax = 29.6°, θmin = 2.0° |
rotation method scans | h = −14→14 |
Absorption correction: multi-scan CrysAlisPro 1.171.38.43d (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm. | k = −16→16 |
Tmin = 0.890, Tmax = 1.000 | l = −15→14 |
12706 measured reflections | |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: structure-invariant direct methods |
R[F2 > 2σ(F2)] = 0.036 | Hydrogen site location: difference Fourier map |
wR(F2) = 0.112 | Only H-atom coordinates refined |
S = 1.10 | w = 1/[σ2(Fo2) + (0.0511P)2 + 0.5266P] where P = (Fo2 + 2Fc2)/3 |
3846 reflections | (Δ/σ)max < 0.001 |
232 parameters | Δρmax = 0.41 e Å−3 |
0 restraints | Δρmin = −0.23 e Å−3 |
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 | |
N1 | 0.65572 (12) | 0.48112 (10) | 0.34813 (12) | 0.0239 (2) | |
C2 | 0.52676 (14) | 0.48092 (12) | 0.33987 (14) | 0.0244 (3) | |
N3 | 0.45403 (11) | 0.40018 (10) | 0.37610 (12) | 0.0254 (3) | |
C4 | 0.52497 (13) | 0.31171 (11) | 0.43156 (13) | 0.0211 (3) | |
C5 | 0.65872 (13) | 0.30445 (11) | 0.44840 (13) | 0.0217 (3) | |
C6 | 0.72649 (13) | 0.39271 (11) | 0.40379 (12) | 0.0205 (3) | |
N7 | 0.69922 (12) | 0.20379 (10) | 0.50771 (12) | 0.0276 (3) | |
C8 | 0.58747 (15) | 0.15792 (13) | 0.52202 (16) | 0.0298 (3) | |
H1 | 0.5873 (19) | 0.0885 (17) | 0.5609 (18) | 0.036* | |
N9 | 0.47819 (12) | 0.21693 (11) | 0.47807 (13) | 0.0274 (3) | |
N2 | 0.46217 (15) | 0.57265 (13) | 0.28142 (16) | 0.0390 (4) | |
H2 | 0.379 (2) | 0.5812 (19) | 0.288 (2) | 0.047* | |
H3 | 0.512 (2) | 0.634 (2) | 0.273 (2) | 0.047* | |
O1 | 0.85067 (9) | 0.39275 (9) | 0.41288 (10) | 0.0251 (2) | |
Na1 | 0.11650 (6) | 0.25475 (5) | 0.18257 (6) | 0.02641 (15) | |
Na2 | 0.04863 (6) | 0.04523 (5) | 0.37154 (6) | 0.02681 (15) | |
O2W | 0.30862 (11) | 0.32546 (11) | 0.13466 (12) | 0.0322 (3) | |
H4 | 0.354 (2) | 0.3056 (18) | 0.090 (2) | 0.039* | |
H5 | 0.362 (2) | 0.3387 (18) | 0.204 (2) | 0.039* | |
O3W | 0.18630 (11) | 0.38023 (10) | 0.35523 (12) | 0.0315 (3) | |
H6 | 0.147 (2) | 0.4424 (18) | 0.3550 (19) | 0.038* | |
H7 | 0.269 (2) | 0.3925 (17) | 0.3772 (19) | 0.038* | |
O4W | 0.24399 (11) | 0.11469 (10) | 0.31903 (11) | 0.0287 (2) | |
H8 | 0.278 (2) | 0.0743 (18) | 0.2750 (19) | 0.034* | |
H9 | 0.308 (2) | 0.1403 (18) | 0.3632 (19) | 0.034* | |
O5W | −0.00100 (12) | 0.06912 (9) | 0.14484 (10) | 0.0277 (2) | |
H10 | 0.048 (2) | 0.0229 (18) | 0.1247 (18) | 0.033* | |
H11 | −0.044 (2) | 0.0865 (18) | 0.084 (2) | 0.033* | |
O6W | −0.15477 (11) | 0.02057 (10) | 0.42390 (11) | 0.0322 (3) | |
H12 | −0.208 (2) | −0.0315 (19) | 0.4077 (19) | 0.039* | |
H13 | −0.201 (2) | 0.0779 (19) | 0.4383 (19) | 0.039* | |
O7W | 0.04279 (12) | 0.22693 (9) | 0.46126 (11) | 0.0286 (2) | |
H14 | −0.029 (2) | 0.2639 (17) | 0.4460 (19) | 0.034* | |
H15 | 0.094 (2) | 0.2693 (18) | 0.4385 (19) | 0.034* | |
O8W | 0.08224 (11) | −0.14999 (9) | 0.31571 (11) | 0.0261 (2) | |
H16 | 0.1072 (19) | −0.1444 (16) | 0.251 (2) | 0.031* | |
H17 | 0.143 (2) | −0.1717 (17) | 0.3660 (19) | 0.031* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
N1 | 0.0211 (6) | 0.0249 (5) | 0.0262 (6) | −0.0026 (4) | 0.0056 (5) | 0.0038 (5) |
C2 | 0.0215 (7) | 0.0254 (6) | 0.0259 (7) | 0.0023 (5) | 0.0039 (5) | 0.0024 (5) |
N3 | 0.0175 (6) | 0.0275 (6) | 0.0312 (7) | −0.0003 (4) | 0.0046 (5) | 0.0033 (5) |
C4 | 0.0153 (6) | 0.0257 (6) | 0.0222 (7) | −0.0017 (5) | 0.0034 (5) | 0.0006 (5) |
C5 | 0.0154 (6) | 0.0249 (6) | 0.0244 (7) | 0.0009 (5) | 0.0031 (5) | 0.0029 (5) |
C6 | 0.0168 (6) | 0.0250 (6) | 0.0200 (6) | −0.0019 (5) | 0.0039 (5) | −0.0022 (5) |
N7 | 0.0209 (6) | 0.0276 (6) | 0.0338 (7) | 0.0033 (5) | 0.0041 (5) | 0.0077 (5) |
C8 | 0.0248 (7) | 0.0281 (7) | 0.0362 (9) | 0.0005 (6) | 0.0057 (6) | 0.0087 (6) |
N9 | 0.0204 (6) | 0.0283 (6) | 0.0343 (7) | −0.0016 (5) | 0.0076 (5) | 0.0055 (5) |
N2 | 0.0256 (7) | 0.0339 (7) | 0.0563 (10) | 0.0062 (6) | 0.0055 (7) | 0.0168 (7) |
O1 | 0.0149 (5) | 0.0314 (5) | 0.0296 (5) | −0.0022 (4) | 0.0056 (4) | 0.0017 (4) |
Na1 | 0.0240 (3) | 0.0266 (3) | 0.0286 (3) | −0.0010 (2) | 0.0050 (2) | −0.0002 (2) |
Na2 | 0.0283 (3) | 0.0251 (3) | 0.0289 (3) | 0.0000 (2) | 0.0104 (3) | −0.0003 (2) |
O2W | 0.0242 (6) | 0.0436 (6) | 0.0302 (6) | −0.0015 (5) | 0.0090 (5) | −0.0043 (5) |
O3W | 0.0203 (6) | 0.0302 (5) | 0.0448 (7) | 0.0016 (4) | 0.0082 (5) | −0.0033 (5) |
O4W | 0.0217 (5) | 0.0314 (5) | 0.0340 (6) | −0.0002 (4) | 0.0075 (5) | −0.0071 (5) |
O5W | 0.0312 (6) | 0.0267 (5) | 0.0245 (6) | 0.0055 (4) | 0.0037 (4) | 0.0015 (4) |
O6W | 0.0257 (6) | 0.0299 (5) | 0.0425 (7) | −0.0005 (4) | 0.0105 (5) | −0.0057 (5) |
O7W | 0.0262 (6) | 0.0266 (5) | 0.0342 (6) | 0.0040 (4) | 0.0089 (5) | 0.0010 (4) |
O8W | 0.0212 (5) | 0.0325 (5) | 0.0242 (5) | 0.0007 (4) | 0.0034 (4) | 0.0035 (4) |
Geometric parameters (Å, º) top
N1—C2 | 1.3450 (19) | Na1—Na2ii | 4.1599 (8) |
N1—C6 | 1.3581 (18) | Na2—O6W | 2.3532 (13) |
C2—N3 | 1.3343 (18) | Na2—O7W | 2.3690 (12) |
C2—N2 | 1.372 (2) | Na2—O4W | 2.3974 (12) |
N3—C4 | 1.3588 (18) | Na2—O8W | 2.4245 (12) |
C4—N9 | 1.3646 (17) | Na2—O6Wiii | 2.4760 (14) |
C4—C5 | 1.3884 (18) | Na2—O5W | 2.5167 (13) |
C5—N7 | 1.3840 (18) | Na2—Na2iii | 3.4244 (12) |
C5—C6 | 1.4081 (18) | O2W—H4 | 0.80 (2) |
C6—O1 | 1.2935 (16) | O2W—H5 | 0.88 (2) |
N7—C8 | 1.3349 (19) | O3W—H6 | 0.84 (2) |
C8—N9 | 1.352 (2) | O3W—H7 | 0.87 (2) |
C8—H1 | 0.93 (2) | O4W—H8 | 0.82 (2) |
N2—H2 | 0.90 (2) | O4W—H9 | 0.81 (2) |
N2—H3 | 0.91 (2) | O5W—H10 | 0.82 (2) |
Na1—O2W | 2.3503 (12) | O5W—H11 | 0.77 (2) |
Na1—O8Wi | 2.3803 (12) | O6W—H12 | 0.82 (2) |
Na1—O3W | 2.4347 (14) | O6W—H13 | 0.86 (2) |
Na1—O4W | 2.4617 (13) | O7W—H14 | 0.86 (2) |
Na1—O7Wii | 2.4673 (13) | O7W—H15 | 0.81 (2) |
Na1—O5W | 2.5043 (13) | O8W—H16 | 0.82 (2) |
Na1—Na2 | 3.4221 (8) | O8W—H17 | 0.81 (2) |
Na1—Na2i | 3.8274 (8) | | |
| | | |
C2—N1—C6 | 119.10 (12) | O4W—Na2—O5W | 74.21 (4) |
N3—C2—N1 | 127.96 (13) | O8W—Na2—O5W | 81.63 (4) |
N3—C2—N2 | 116.42 (14) | O6Wiii—Na2—O5W | 160.46 (5) |
N1—C2—N2 | 115.53 (13) | O6W—Na2—Na1 | 123.93 (4) |
C2—N3—C4 | 112.80 (12) | O7W—Na2—Na1 | 69.03 (3) |
N3—C4—N9 | 126.40 (12) | O4W—Na2—Na1 | 46.00 (3) |
N3—C4—C5 | 124.18 (12) | O8W—Na2—Na1 | 117.45 (3) |
N9—C4—C5 | 109.42 (12) | O6Wiii—Na2—Na1 | 133.73 (4) |
N7—C5—C4 | 109.05 (12) | O5W—Na2—Na1 | 46.88 (3) |
N7—C5—C6 | 132.25 (13) | O6W—Na2—Na2iii | 46.31 (3) |
C4—C5—C6 | 118.69 (12) | O7W—Na2—Na2iii | 83.26 (4) |
O1—C6—N1 | 119.43 (12) | O4W—Na2—Na2iii | 136.92 (5) |
O1—C6—C5 | 123.36 (13) | O8W—Na2—Na2iii | 90.49 (4) |
N1—C6—C5 | 117.20 (12) | O6Wiii—Na2—Na2iii | 43.41 (3) |
C8—N7—C5 | 102.03 (12) | O5W—Na2—Na2iii | 148.66 (4) |
N7—C8—N9 | 117.23 (13) | Na1—Na2—Na2iii | 152.05 (3) |
N7—C8—H1 | 119.8 (12) | O6W—Na2—Na1iv | 61.39 (3) |
N9—C8—H1 | 122.9 (12) | O7W—Na2—Na1iv | 145.39 (4) |
C8—N9—C4 | 102.26 (12) | O4W—Na2—Na1iv | 130.62 (3) |
C2—N2—H2 | 116.5 (15) | O8W—Na2—Na1iv | 36.80 (3) |
C2—N2—H3 | 115.6 (15) | O6Wiii—Na2—Na1iv | 88.66 (3) |
H2—N2—H3 | 121 (2) | O5W—Na2—Na1iv | 86.66 (3) |
O2W—Na1—O8Wi | 129.53 (5) | Na1—Na2—Na1iv | 133.492 (19) |
O2W—Na1—O3W | 80.27 (5) | Na2iii—Na2—Na1iv | 69.76 (2) |
O8Wi—Na1—O3W | 80.54 (4) | O6W—Na2—Na1v | 82.64 (4) |
O2W—Na1—O4W | 89.47 (5) | O7W—Na2—Na1v | 31.36 (3) |
O8Wi—Na1—O4W | 133.05 (5) | O4W—Na2—Na1v | 90.13 (3) |
O3W—Na1—O4W | 82.31 (5) | O8W—Na2—Na1v | 138.06 (4) |
O2W—Na1—O7Wii | 81.41 (5) | O6Wiii—Na2—Na1v | 54.80 (3) |
O8Wi—Na1—O7Wii | 82.28 (4) | O5W—Na2—Na1v | 139.17 (3) |
O3W—Na1—O7Wii | 137.54 (5) | Na1—Na2—Na1v | 95.387 (14) |
O4W—Na1—O7Wii | 135.40 (5) | Na2iii—Na2—Na1v | 59.680 (19) |
O2W—Na1—O5W | 133.61 (5) | Na1iv—Na2—Na1v | 129.437 (17) |
O8Wi—Na1—O5W | 90.25 (4) | Na1—O2W—H4 | 133.9 (15) |
O3W—Na1—O5W | 136.43 (5) | Na1—O2W—H5 | 106.8 (14) |
O4W—Na1—O5W | 73.35 (4) | H4—O2W—H5 | 105 (2) |
O7Wii—Na1—O5W | 81.88 (4) | Na1—O3W—H6 | 117.1 (15) |
O2W—Na1—Na2 | 133.92 (4) | Na1—O3W—H7 | 117.0 (14) |
O8Wi—Na1—Na2 | 92.31 (3) | H6—O3W—H7 | 109 (2) |
O3W—Na1—Na2 | 90.43 (3) | Na2—O4W—Na1 | 89.53 (4) |
O4W—Na1—Na2 | 44.47 (3) | Na2—O4W—H8 | 116.7 (14) |
O7Wii—Na1—Na2 | 128.87 (3) | Na1—O4W—H8 | 105.1 (14) |
O5W—Na1—Na2 | 47.19 (3) | Na2—O4W—H9 | 128.7 (15) |
O2W—Na1—Na2i | 91.93 (4) | Na1—O4W—H9 | 114.8 (15) |
O8Wi—Na1—Na2i | 37.60 (3) | H8—O4W—H9 | 100 (2) |
O3W—Na1—Na2i | 69.04 (3) | Na1—O5W—Na2 | 85.93 (4) |
O4W—Na1—Na2i | 150.60 (4) | Na1—O5W—H10 | 107.8 (14) |
O7Wii—Na1—Na2i | 73.69 (3) | Na2—O5W—H10 | 101.0 (14) |
O5W—Na1—Na2i | 123.81 (4) | Na1—O5W—H11 | 95.9 (16) |
Na2—Na1—Na2i | 126.620 (17) | Na2—O5W—H11 | 154.2 (16) |
O2W—Na1—Na2ii | 67.60 (4) | H10—O5W—H11 | 103 (2) |
O8Wi—Na1—Na2ii | 74.71 (3) | Na2—O6W—Na2iii | 90.29 (5) |
O3W—Na1—Na2ii | 107.67 (4) | Na2—O6W—H12 | 130.2 (15) |
O4W—Na1—Na2ii | 152.22 (3) | Na2iii—O6W—H12 | 97.7 (15) |
O7Wii—Na1—Na2ii | 29.98 (3) | Na2—O6W—H13 | 121.6 (14) |
O5W—Na1—Na2ii | 110.69 (3) | Na2iii—O6W—H13 | 103.6 (14) |
Na2—Na1—Na2ii | 155.20 (3) | H12—O6W—H13 | 104 (2) |
Na2i—Na1—Na2ii | 50.564 (17) | Na2—O7W—Na1v | 118.65 (5) |
O6W—Na2—O7W | 84.38 (5) | Na2—O7W—H14 | 117.8 (14) |
O6W—Na2—O4W | 167.15 (5) | Na1v—O7W—H14 | 104.2 (14) |
O7W—Na2—O4W | 83.93 (4) | Na2—O7W—H15 | 110.0 (14) |
O6W—Na2—O8W | 97.81 (4) | Na1v—O7W—H15 | 99.7 (15) |
O7W—Na2—O8W | 169.05 (5) | H14—O7W—H15 | 104 (2) |
O4W—Na2—O8W | 94.67 (4) | Na1iv—O8W—Na2 | 105.60 (4) |
O6W—Na2—O6Wiii | 89.71 (5) | Na1iv—O8W—H16 | 118.8 (14) |
O7W—Na2—O6Wiii | 86.02 (4) | Na2—O8W—H16 | 104.0 (14) |
O4W—Na2—O6Wiii | 94.80 (5) | Na1iv—O8W—H17 | 114.9 (14) |
O8W—Na2—O6Wiii | 83.27 (4) | Na2—O8W—H17 | 104.7 (14) |
O6W—Na2—O5W | 104.55 (5) | H16—O8W—H17 | 107.4 (19) |
O7W—Na2—O5W | 108.29 (4) | | |
| | | |
C6—N1—C2—N3 | −3.0 (2) | C2—N1—C6—C5 | 0.9 (2) |
C6—N1—C2—N2 | −179.43 (14) | N7—C5—C6—O1 | −0.1 (3) |
N1—C2—N3—C4 | 2.7 (2) | C4—C5—C6—O1 | −178.63 (13) |
N2—C2—N3—C4 | 179.13 (14) | N7—C5—C6—N1 | 179.50 (15) |
C2—N3—C4—N9 | −179.97 (14) | C4—C5—C6—N1 | 1.0 (2) |
C2—N3—C4—C5 | −0.5 (2) | C4—C5—N7—C8 | 0.09 (17) |
N3—C4—C5—N7 | 179.97 (13) | C6—C5—N7—C8 | −178.53 (16) |
N9—C4—C5—N7 | −0.52 (17) | C5—N7—C8—N9 | 0.39 (19) |
N3—C4—C5—C6 | −1.2 (2) | N7—C8—N9—C4 | −0.7 (2) |
N9—C4—C5—C6 | 178.32 (13) | N3—C4—N9—C8 | −179.81 (14) |
C2—N1—C6—O1 | −179.48 (13) | C5—C4—N9—C8 | 0.69 (17) |
Symmetry codes: (i) −x, y+1/2, −z+1/2; (ii) x, −y+1/2, z−1/2; (iii) −x, −y, −z+1; (iv) −x, y−1/2, −z+1/2; (v) x, −y+1/2, z+1/2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O2W—H5···N3 | 0.88 (2) | 2.12 (2) | 2.9757 (19) | 166 (2) |
O3W—H7···N3 | 0.87 (2) | 1.96 (2) | 2.7970 (16) | 162 (2) |
O4W—H9···N9 | 0.81 (2) | 2.19 (2) | 2.9994 (18) | 177 (2) |
O7W—H15···O3W | 0.81 (2) | 1.97 (2) | 2.7718 (16) | 168 (2) |
O6W—H12···O2Wiv | 0.82 (2) | 2.00 (2) | 2.8118 (17) | 170 (2) |
O3W—H6···O5Wi | 0.84 (2) | 2.15 (2) | 2.9585 (16) | 163 (2) |
O2W—H4···N9ii | 0.80 (2) | 2.01 (2) | 2.7941 (17) | 170 (2) |
O4W—H8···N1vi | 0.82 (2) | 2.00 (2) | 2.8137 (16) | 174 (2) |
O5W—H10···O1vi | 0.82 (2) | 1.96 (2) | 2.7652 (15) | 170 (2) |
O8W—H16···O1vi | 0.82 (2) | 2.03 (2) | 2.8456 (16) | 170.4 (19) |
O5W—H11···O1vii | 0.77 (2) | 2.04 (2) | 2.8007 (16) | 171 (2) |
O6W—H13···N7viii | 0.86 (2) | 2.06 (2) | 2.9120 (17) | 169 (2) |
O7W—H14···O1viii | 0.86 (2) | 1.96 (2) | 2.7869 (15) | 159.5 (19) |
O8W—H17···N7ix | 0.81 (2) | 2.00 (2) | 2.8010 (17) | 172 (2) |
Symmetry codes: (i) −x, y+1/2, −z+1/2; (ii) x, −y+1/2, z−1/2; (iv) −x, y−1/2, −z+1/2; (vi) −x+1, y−1/2, −z+1/2; (vii) x−1, −y+1/2, z−1/2; (viii) x−1, y, z; (ix) −x+1, −y, −z+1. |
disodium 2-amino-6-oxo-6,7-dihydro-1H-purine-1,7-diide heptahydrate (GuaNa_298K)
top
Crystal data top
2(Na)·7(H2O)·C5H3N5O | F(000) = 672 |
Mr = 321.21 | Dx = 1.554 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 10.5530 (2) Å | Cell parameters from 5377 reflections |
b = 11.7759 (2) Å | θ = 2.4–29.6° |
c = 11.2683 (3) Å | µ = 0.19 mm−1 |
β = 101.410 (2)° | T = 298 K |
V = 1372.65 (6) Å3 | Prism, colourless |
Z = 4 | 0.5 × 0.5 × 0.25 mm |
Data collection top
STOE IPDS 2 diffractometer | 3857 independent reflections |
Radiation source: sealed X-ray tube, 12 x 0.4 mm long-fine focus | 2924 reflections with I > 2σ(I) |
Plane graphite monochromator | Rint = 0.040 |
Detector resolution: 6.67 pixels mm-1 | θmax = 29.6°, θmin = 2.0° |
rotation method scans | h = −14→14 |
Absorption correction: multi-scan CrysAlisPro 1.171.38.43d (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm. | k = −16→16 |
Tmin = 0.860, Tmax = 1.000 | l = −15→14 |
12562 measured reflections | |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: structure-invariant direct methods |
R[F2 > 2σ(F2)] = 0.035 | Hydrogen site location: difference Fourier map |
wR(F2) = 0.097 | Only H-atom coordinates refined |
S = 1.05 | w = 1/[σ2(Fo2) + (0.0431P)2 + 0.476P] where P = (Fo2 + 2Fc2)/3 |
3857 reflections | (Δ/σ)max < 0.001 |
232 parameters | Δρmax = 0.44 e Å−3 |
0 restraints | Δρmin = −0.23 e Å−3 |
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 | |
N1 | 0.65575 (11) | 0.48069 (9) | 0.34814 (11) | 0.0257 (2) | |
C2 | 0.52688 (13) | 0.48031 (11) | 0.33985 (13) | 0.0265 (3) | |
N3 | 0.45435 (10) | 0.39968 (9) | 0.37605 (11) | 0.0272 (2) | |
C4 | 0.52534 (12) | 0.31142 (10) | 0.43134 (12) | 0.0231 (2) | |
C5 | 0.65908 (12) | 0.30410 (10) | 0.44816 (12) | 0.0233 (2) | |
C6 | 0.72674 (11) | 0.39249 (10) | 0.40384 (11) | 0.0221 (2) | |
N7 | 0.69950 (11) | 0.20369 (10) | 0.50736 (11) | 0.0303 (3) | |
C8 | 0.58786 (14) | 0.15785 (12) | 0.52179 (14) | 0.0324 (3) | |
H1 | 0.5876 (17) | 0.0882 (16) | 0.5606 (16) | 0.039* | |
N9 | 0.47864 (11) | 0.21681 (10) | 0.47781 (11) | 0.0293 (3) | |
N2 | 0.46235 (14) | 0.57175 (12) | 0.28177 (15) | 0.0430 (3) | |
H2 | 0.382 (2) | 0.5820 (18) | 0.2930 (18) | 0.052* | |
H3 | 0.508 (2) | 0.6308 (19) | 0.2708 (19) | 0.052* | |
O1 | 0.85070 (8) | 0.39259 (8) | 0.41270 (9) | 0.0270 (2) | |
Na1 | 0.11673 (5) | 0.25483 (4) | 0.18243 (5) | 0.02906 (14) | |
Na2 | 0.04862 (5) | 0.04528 (4) | 0.37128 (5) | 0.02916 (14) | |
O2W | 0.30887 (11) | 0.32538 (10) | 0.13458 (11) | 0.0355 (2) | |
H4 | 0.3514 (19) | 0.3053 (16) | 0.0907 (19) | 0.043* | |
H5 | 0.3622 (19) | 0.3402 (16) | 0.2060 (19) | 0.043* | |
O3W | 0.18668 (11) | 0.38020 (9) | 0.35536 (11) | 0.0358 (2) | |
H6 | 0.1504 (19) | 0.4424 (17) | 0.3594 (18) | 0.043* | |
H7 | 0.266 (2) | 0.3934 (16) | 0.3792 (17) | 0.043* | |
O4W | 0.24435 (10) | 0.11458 (9) | 0.31885 (10) | 0.0310 (2) | |
H8 | 0.2771 (18) | 0.0744 (16) | 0.2722 (17) | 0.037* | |
H9 | 0.3051 (19) | 0.1403 (16) | 0.3623 (18) | 0.037* | |
O5W | −0.00050 (11) | 0.06935 (9) | 0.14478 (10) | 0.0306 (2) | |
H10 | 0.0504 (18) | 0.0227 (17) | 0.1257 (17) | 0.037* | |
H11 | −0.0431 (19) | 0.0863 (16) | 0.0861 (18) | 0.037* | |
O6W | −0.15465 (10) | 0.02060 (10) | 0.42385 (11) | 0.0355 (2) | |
H12 | −0.206 (2) | −0.0304 (18) | 0.4074 (18) | 0.043* | |
H13 | −0.1998 (19) | 0.0795 (17) | 0.4392 (17) | 0.043* | |
O7W | 0.04286 (11) | 0.22682 (9) | 0.46087 (10) | 0.0318 (2) | |
H14 | −0.0242 (19) | 0.2635 (16) | 0.4488 (17) | 0.038* | |
H15 | 0.0933 (18) | 0.2685 (16) | 0.4361 (17) | 0.038* | |
O8W | 0.08209 (10) | −0.15000 (9) | 0.31609 (10) | 0.0286 (2) | |
H16 | 0.1078 (17) | −0.1449 (15) | 0.2532 (18) | 0.034* | |
H17 | 0.1425 (18) | −0.1727 (15) | 0.3650 (17) | 0.034* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
N1 | 0.0216 (5) | 0.0268 (5) | 0.0288 (6) | −0.0023 (4) | 0.0056 (4) | 0.0037 (4) |
C2 | 0.0228 (6) | 0.0276 (6) | 0.0285 (7) | 0.0021 (5) | 0.0035 (5) | 0.0030 (5) |
N3 | 0.0177 (5) | 0.0297 (5) | 0.0340 (6) | −0.0003 (4) | 0.0044 (4) | 0.0040 (5) |
C4 | 0.0172 (5) | 0.0281 (6) | 0.0238 (6) | −0.0016 (4) | 0.0039 (4) | 0.0006 (5) |
C5 | 0.0163 (5) | 0.0270 (6) | 0.0262 (6) | 0.0011 (4) | 0.0034 (5) | 0.0031 (5) |
C6 | 0.0164 (5) | 0.0277 (6) | 0.0221 (6) | −0.0019 (4) | 0.0038 (4) | −0.0022 (5) |
N7 | 0.0226 (5) | 0.0303 (5) | 0.0374 (7) | 0.0032 (4) | 0.0045 (5) | 0.0087 (5) |
C8 | 0.0260 (7) | 0.0318 (7) | 0.0396 (8) | 0.0004 (5) | 0.0070 (6) | 0.0091 (6) |
N9 | 0.0201 (5) | 0.0310 (5) | 0.0372 (7) | −0.0016 (4) | 0.0070 (5) | 0.0065 (5) |
N2 | 0.0309 (7) | 0.0356 (7) | 0.0624 (10) | 0.0075 (5) | 0.0087 (6) | 0.0182 (6) |
O1 | 0.0149 (4) | 0.0346 (5) | 0.0320 (5) | −0.0024 (3) | 0.0055 (4) | 0.0017 (4) |
Na1 | 0.0260 (3) | 0.0297 (3) | 0.0315 (3) | −0.0009 (2) | 0.0055 (2) | 0.0005 (2) |
Na2 | 0.0299 (3) | 0.0278 (3) | 0.0318 (3) | 0.0001 (2) | 0.0110 (2) | −0.0003 (2) |
O2W | 0.0273 (5) | 0.0485 (6) | 0.0324 (6) | −0.0019 (4) | 0.0103 (4) | −0.0051 (5) |
O3W | 0.0227 (5) | 0.0333 (5) | 0.0524 (7) | 0.0012 (4) | 0.0098 (5) | −0.0042 (5) |
O4W | 0.0230 (5) | 0.0356 (5) | 0.0352 (6) | −0.0007 (4) | 0.0074 (4) | −0.0078 (4) |
O5W | 0.0328 (6) | 0.0297 (5) | 0.0281 (5) | 0.0060 (4) | 0.0032 (4) | 0.0019 (4) |
O6W | 0.0277 (5) | 0.0331 (5) | 0.0472 (7) | −0.0014 (4) | 0.0113 (5) | −0.0071 (5) |
O7W | 0.0301 (5) | 0.0292 (5) | 0.0376 (6) | 0.0051 (4) | 0.0106 (4) | 0.0011 (4) |
O8W | 0.0234 (5) | 0.0358 (5) | 0.0262 (5) | 0.0014 (4) | 0.0038 (4) | 0.0038 (4) |
Geometric parameters (Å, º) top
N1—C2 | 1.3446 (17) | Na1—Na2ii | 4.1657 (8) |
N1—C6 | 1.3593 (17) | Na2—O6W | 2.3537 (12) |
C2—N3 | 1.3331 (17) | Na2—O7W | 2.3701 (11) |
C2—N2 | 1.3693 (18) | Na2—O4W | 2.4008 (11) |
N3—C4 | 1.3584 (17) | Na2—O8W | 2.4262 (11) |
C4—N9 | 1.3640 (16) | Na2—O6Wiii | 2.4822 (13) |
C4—C5 | 1.3890 (16) | Na2—O5W | 2.5178 (12) |
C5—N7 | 1.3829 (16) | Na2—Na2iii | 3.4328 (11) |
C5—C6 | 1.4085 (16) | O2W—H4 | 0.77 (2) |
C6—O1 | 1.2921 (14) | O2W—H5 | 0.90 (2) |
N7—C8 | 1.3347 (17) | O3W—H6 | 0.83 (2) |
C8—N9 | 1.3529 (18) | O3W—H7 | 0.84 (2) |
C8—H1 | 0.930 (19) | O4W—H8 | 0.832 (19) |
N2—H2 | 0.89 (2) | O4W—H9 | 0.79 (2) |
N2—H3 | 0.87 (2) | O5W—H10 | 0.83 (2) |
Na1—O2W | 2.3505 (11) | O5W—H11 | 0.75 (2) |
Na1—O8Wi | 2.3816 (11) | O6W—H12 | 0.81 (2) |
Na1—O3W | 2.4398 (13) | O6W—H13 | 0.88 (2) |
Na1—O4W | 2.4669 (12) | O7W—H14 | 0.82 (2) |
Na1—O7Wii | 2.4732 (13) | O7W—H15 | 0.81 (2) |
Na1—O5W | 2.5047 (12) | O8W—H16 | 0.81 (2) |
Na1—Na2 | 3.4262 (8) | O8W—H17 | 0.802 (19) |
Na1—Na2i | 3.8330 (7) | | |
| | | |
C2—N1—C6 | 119.14 (11) | O4W—Na2—O5W | 74.16 (4) |
N3—C2—N1 | 127.96 (12) | O8W—Na2—O5W | 81.84 (4) |
N3—C2—N2 | 116.42 (13) | O6Wiii—Na2—O5W | 160.47 (4) |
N1—C2—N2 | 115.54 (12) | O6W—Na2—Na1 | 123.98 (4) |
C2—N3—C4 | 112.79 (11) | O7W—Na2—Na1 | 68.97 (3) |
N3—C4—N9 | 126.35 (11) | O4W—Na2—Na1 | 46.05 (3) |
N3—C4—C5 | 124.29 (11) | O8W—Na2—Na1 | 117.67 (3) |
N9—C4—C5 | 109.36 (11) | O6Wiii—Na2—Na1 | 133.74 (3) |
N7—C5—C4 | 109.08 (11) | O5W—Na2—Na1 | 46.83 (3) |
N7—C5—C6 | 132.32 (11) | O6W—Na2—Na2iii | 46.31 (3) |
C4—C5—C6 | 118.58 (11) | O7W—Na2—Na2iii | 83.29 (3) |
O1—C6—N1 | 119.48 (11) | O4W—Na2—Na2iii | 136.81 (4) |
O1—C6—C5 | 123.35 (12) | O8W—Na2—Na2iii | 90.30 (3) |
N1—C6—C5 | 117.17 (11) | O6Wiii—Na2—Na2iii | 43.28 (3) |
C8—N7—C5 | 102.07 (11) | O5W—Na2—Na2iii | 148.82 (4) |
N7—C8—N9 | 117.15 (12) | Na1—Na2—Na2iii | 152.02 (3) |
N7—C8—H1 | 120.0 (11) | O6W—Na2—Na1iv | 61.34 (3) |
N9—C8—H1 | 122.9 (11) | O7W—Na2—Na1iv | 145.37 (3) |
C8—N9—C4 | 102.33 (11) | O4W—Na2—Na1iv | 130.65 (3) |
C2—N2—H2 | 115.9 (14) | O8W—Na2—Na1iv | 36.73 (3) |
C2—N2—H3 | 117.5 (14) | O6Wiii—Na2—Na1iv | 88.58 (3) |
H2—N2—H3 | 118.7 (19) | O5W—Na2—Na1iv | 86.81 (3) |
O2W—Na1—O8Wi | 129.52 (4) | Na1—Na2—Na1iv | 133.589 (17) |
O2W—Na1—O3W | 80.26 (4) | Na2iii—Na2—Na1iv | 69.717 (18) |
O8Wi—Na1—O3W | 80.65 (4) | O6W—Na2—Na1v | 82.65 (3) |
O2W—Na1—O4W | 89.44 (4) | O7W—Na2—Na1v | 31.41 (3) |
O8Wi—Na1—O4W | 133.14 (4) | O4W—Na2—Na1v | 90.08 (3) |
O3W—Na1—O4W | 82.29 (4) | O8W—Na2—Na1v | 137.87 (3) |
O2W—Na1—O7Wii | 81.46 (4) | O6Wiii—Na2—Na1v | 54.75 (3) |
O8Wi—Na1—O7Wii | 82.17 (4) | O5W—Na2—Na1v | 139.13 (3) |
O3W—Na1—O7Wii | 137.60 (4) | Na1—Na2—Na1v | 95.356 (13) |
O4W—Na1—O7Wii | 135.37 (4) | Na2iii—Na2—Na1v | 59.663 (18) |
O2W—Na1—O5W | 133.55 (4) | Na1iv—Na2—Na1v | 129.379 (15) |
O8Wi—Na1—O5W | 90.30 (4) | Na1—O2W—H4 | 132.8 (15) |
O3W—Na1—O5W | 136.40 (4) | Na1—O2W—H5 | 106.1 (12) |
O4W—Na1—O5W | 73.27 (4) | H4—O2W—H5 | 107.0 (19) |
O7Wii—Na1—O5W | 81.88 (4) | Na1—O3W—H6 | 120.4 (14) |
O2W—Na1—Na2 | 133.91 (4) | Na1—O3W—H7 | 119.4 (13) |
O8Wi—Na1—Na2 | 92.36 (3) | H6—O3W—H7 | 105.1 (18) |
O3W—Na1—Na2 | 90.41 (3) | Na2—O4W—Na1 | 89.47 (4) |
O4W—Na1—Na2 | 44.48 (3) | Na2—O4W—H8 | 116.6 (12) |
O7Wii—Na1—Na2 | 128.82 (3) | Na1—O4W—H8 | 103.4 (13) |
O5W—Na1—Na2 | 47.15 (3) | Na2—O4W—H9 | 127.8 (14) |
O2W—Na1—Na2i | 91.99 (3) | Na1—O4W—H9 | 114.0 (14) |
O8Wi—Na1—Na2i | 37.54 (3) | H8—O4W—H9 | 102.9 (18) |
O3W—Na1—Na2i | 69.05 (3) | Na1—O5W—Na2 | 86.03 (4) |
O4W—Na1—Na2i | 150.59 (3) | Na1—O5W—H10 | 107.4 (13) |
O7Wii—Na1—Na2i | 73.74 (3) | Na2—O5W—H10 | 100.1 (13) |
O5W—Na1—Na2i | 123.87 (3) | Na1—O5W—H11 | 96.2 (15) |
Na2—Na1—Na2i | 126.574 (16) | Na2—O5W—H11 | 153.1 (15) |
O2W—Na1—Na2ii | 67.68 (3) | H10—O5W—H11 | 104.8 (19) |
O8Wi—Na1—Na2ii | 74.60 (3) | Na2—O6W—Na2iii | 90.41 (4) |
O3W—Na1—Na2ii | 107.75 (3) | Na2—O6W—H12 | 129.9 (14) |
O4W—Na1—Na2ii | 152.23 (3) | Na2iii—O6W—H12 | 98.1 (14) |
O7Wii—Na1—Na2ii | 29.96 (3) | Na2—O6W—H13 | 120.6 (12) |
O5W—Na1—Na2ii | 110.67 (3) | Na2iii—O6W—H13 | 103.0 (12) |
Na2—Na1—Na2ii | 155.13 (2) | H12—O6W—H13 | 105.4 (18) |
Na2i—Na1—Na2ii | 50.620 (15) | Na2—O7W—Na1v | 118.64 (5) |
O6W—Na2—O7W | 84.42 (4) | Na2—O7W—H14 | 120.0 (13) |
O6W—Na2—O4W | 167.21 (4) | Na1v—O7W—H14 | 102.2 (13) |
O7W—Na2—O4W | 83.92 (4) | Na2—O7W—H15 | 108.9 (13) |
O6W—Na2—O8W | 97.68 (4) | Na1v—O7W—H15 | 101.3 (13) |
O7W—Na2—O8W | 168.93 (5) | H14—O7W—H15 | 103.2 (18) |
O4W—Na2—O8W | 94.77 (4) | Na1iv—O8W—Na2 | 105.73 (4) |
O6W—Na2—O6Wiii | 89.59 (4) | Na1iv—O8W—H16 | 119.3 (13) |
O7W—Na2—O6Wiii | 86.02 (4) | Na2—O8W—H16 | 104.2 (13) |
O4W—Na2—O6Wiii | 94.80 (4) | Na1iv—O8W—H17 | 114.8 (13) |
O8W—Na2—O6Wiii | 83.13 (4) | Na2—O8W—H17 | 106.0 (13) |
O6W—Na2—O5W | 104.71 (4) | H16—O8W—H17 | 105.6 (18) |
O7W—Na2—O5W | 108.23 (4) | | |
| | | |
C6—N1—C2—N3 | −3.0 (2) | C2—N1—C6—C5 | 1.05 (18) |
C6—N1—C2—N2 | −179.58 (13) | N7—C5—C6—O1 | 0.2 (2) |
N1—C2—N3—C4 | 2.6 (2) | C4—C5—C6—O1 | −178.55 (12) |
N2—C2—N3—C4 | 179.19 (13) | N7—C5—C6—N1 | 179.53 (13) |
C2—N3—C4—N9 | 180.00 (13) | C4—C5—C6—N1 | 0.74 (19) |
C2—N3—C4—C5 | −0.53 (19) | C4—C5—N7—C8 | 0.07 (15) |
N3—C4—C5—N7 | 179.92 (12) | C6—C5—N7—C8 | −178.80 (15) |
N9—C4—C5—N7 | −0.54 (16) | C5—N7—C8—N9 | 0.44 (18) |
N3—C4—C5—C6 | −1.0 (2) | N7—C8—N9—C4 | −0.76 (18) |
N9—C4—C5—C6 | 178.52 (12) | N3—C4—N9—C8 | −179.73 (13) |
C2—N1—C6—O1 | −179.64 (12) | C5—C4—N9—C8 | 0.74 (16) |
Symmetry codes: (i) −x, y+1/2, −z+1/2; (ii) x, −y+1/2, z−1/2; (iii) −x, −y, −z+1; (iv) −x, y−1/2, −z+1/2; (v) x, −y+1/2, z+1/2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O2W—H5···N3 | 0.90 (2) | 2.09 (2) | 2.9789 (17) | 167.5 (17) |
O3W—H7···N3 | 0.84 (2) | 1.99 (2) | 2.7974 (15) | 158.9 (18) |
O4W—H9···N9 | 0.79 (2) | 2.22 (2) | 3.0031 (16) | 177.4 (19) |
O7W—H15···O3W | 0.81 (2) | 1.97 (2) | 2.7736 (15) | 169.3 (19) |
O6W—H12···O2Wiv | 0.81 (2) | 2.02 (2) | 2.8184 (16) | 170.3 (19) |
O3W—H6···O5Wi | 0.83 (2) | 2.17 (2) | 2.9699 (15) | 161.2 (18) |
O2W—H4···N9ii | 0.77 (2) | 2.04 (2) | 2.7981 (16) | 169 (2) |
O4W—H8···N1vi | 0.832 (19) | 1.98 (2) | 2.8148 (15) | 175.9 (18) |
O5W—H10···O1vi | 0.83 (2) | 1.95 (2) | 2.7671 (14) | 169.9 (18) |
O8W—H16···O1vi | 0.81 (2) | 2.05 (2) | 2.8504 (14) | 169.4 (17) |
O5W—H11···O1vii | 0.75 (2) | 2.07 (2) | 2.8073 (15) | 170 (2) |
O6W—H13···N7viii | 0.88 (2) | 2.04 (2) | 2.9114 (16) | 169.1 (17) |
O7W—H14···O1viii | 0.82 (2) | 2.00 (2) | 2.7896 (14) | 161.7 (18) |
O8W—H17···N7ix | 0.802 (19) | 2.01 (2) | 2.8028 (16) | 171.0 (18) |
Symmetry codes: (i) −x, y+1/2, −z+1/2; (ii) x, −y+1/2, z−1/2; (iv) −x, y−1/2, −z+1/2; (vi) −x+1, y−1/2, −z+1/2; (vii) x−1, −y+1/2, z−1/2; (viii) x−1, y, z; (ix) −x+1, −y, −z+1. |
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