Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805001868/kp6037sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536805001868/kp6037Isup2.hkl |
CCDC reference: 269799
Key indicators
- Single-crystal X-ray study
- T = 105 K
- Mean (C-C) = 0.001 Å
- R factor = 0.032
- wR factor = 0.086
- Data-to-parameter ratio = 18.7
checkCIF/PLATON results
No syntax errors found
Alert level C PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings Differ .... ? PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT045_ALERT_1_C Calculated and Reported Z Differ by ............ 0.33 Ratio PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given ....... ? PLAT222_ALERT_3_C Large Non-Solvent H Ueq(max)/Ueq(min) ... 3.06 Ratio
Alert level G FORMU01_ALERT_1_G There is a discrepancy between the atom counts in the _chemical_formula_sum and _chemical_formula_moiety. This is usually due to the moiety formula being in the wrong format. Atom count from _chemical_formula_sum: C9 H19.67 N3 O5.33 Atom count from _chemical_formula_moiety:C9 H19.66 N3 O5.33 CELLZ01_ALERT_1_G Difference between formula and atom_site contents detected. CELLZ01_ALERT_1_G ALERT: check formula stoichiometry or atom site occupancies. From the CIF: _cell_formula_units_Z 12 From the CIF: _chemical_formula_sum C9 H19.67 N3 O5.33 TEST: Compare cell contents of formula and atom_site data atom Z*formula cif sites diff C 108.00 108.00 0.00 H 236.04 236.00 0.04 N 36.00 36.00 0.00 O 63.96 64.00 -0.04 REFLT03_ALERT_4_G Please check that the estimate of the number of Friedel pairs is correct. If it is not, please give the correct count in the _publ_section_exptl_refinement section of the submitted CIF. From the CIF: _diffrn_reflns_theta_max 37.37 From the CIF: _reflns_number_total 10215 Count of symmetry unique reflns 10593 Completeness (_total/calc) 96.43% TEST3: Check Friedels for noncentro structure Estimate of Friedel pairs measured 0 Fraction of Friedel pairs measured 0.000 Are heavy atom types Z>Si present no
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 5 ALERT level C = Check and explain 4 ALERT level G = General alerts; check 6 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 0 ALERT type 2 Indicator that the structure model may be wrong or deficient 1 ALERT type 3 Indicator that the structure quality may be low 2 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Bruker, 2000); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.
C9H17N3O4·1.33H2O | Dx = 1.367 Mg m−3 |
Mr = 255.28 | Mo Kα radiation, λ = 0.71073 Å |
Orthorhombic, P212121 | Cell parameters from 7607 reflections |
a = 9.0002 (5) Å | θ = 2.6–37,08° |
b = 15.0542 (7) Å | µ = 0.11 mm−1 |
c = 27.4541 (14) Å | T = 105 K |
V = 3719.8 (3) Å3 | Plate, colourless |
Z = 12 | 0.60 × 0.45 × 0.10 mm |
F(000) = 1648 |
Siemens SMART CCD diffractometer | 10215 independent reflections |
Radiation source: fine-focus sealed tube | 9027 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.031 |
Detector resolution: 8.3 pixels mm-1 | θmax = 37.4°, θmin = 1.5° |
Sets of exposures each taken over 0.3° ω rotation scans | h = −14→15 |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | k = −25→22 |
Tmin = 0.848, Tmax = 0.989 | l = −45→46 |
56666 measured reflections |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.032 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.086 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.05 | w = 1/[σ2(Fo2) + (0.0518P)2 + 0.1965P] where P = (Fo2 + 2Fc2)/3 |
10215 reflections | (Δ/σ)max = 0.004 |
547 parameters | Δρmax = 0.33 e Å−3 |
0 restraints | Δρmin = −0.23 e Å−3 |
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. |
Refinement. Data were collected by measuring two sets of exposures with the detector set at 2θ = 29° and three sets of exposures with the detector set at 2θ = 48°, crystal-to-detector distance 5.08 cm. Refinement of F2 against ALL reflections. |
x | y | z | Uiso*/Ueq | ||
O1A | 0.20605 (9) | 0.86687 (5) | 0.01907 (3) | 0.01967 (14) | |
O2A | 0.41840 (9) | 0.63462 (5) | 0.13275 (3) | 0.01851 (13) | |
O3A | 0.48184 (11) | 0.80449 (6) | −0.06192 (3) | 0.02634 (17) | |
O4A | 0.48586 (11) | 0.92153 (6) | −0.11194 (3) | 0.02686 (18) | |
N1A | 0.22529 (9) | 0.77860 (5) | 0.10537 (3) | 0.01458 (13) | |
H1A | 0.187 (2) | 0.8346 (11) | 0.1200 (6) | 0.022* | |
H2A | 0.2455 (19) | 0.7375 (12) | 0.1268 (6) | 0.022* | |
H3A | 0.148 (2) | 0.7556 (11) | 0.0876 (6) | 0.022* | |
N2A | 0.45308 (10) | 0.90221 (6) | 0.01887 (3) | 0.01581 (14) | |
H4A | 0.5360 (19) | 0.8835 (11) | 0.0286 (6) | 0.019* | |
N3A | 0.60315 (11) | 0.60031 (6) | 0.07974 (3) | 0.01925 (15) | |
H5A | 0.640 (2) | 0.5624 (11) | 0.1000 (6) | 0.023* | |
H6A | 0.641 (2) | 0.6001 (11) | 0.0509 (6) | 0.023* | |
C1A | 0.36447 (10) | 0.79485 (6) | 0.07714 (3) | 0.01322 (14) | |
H11A | 0.4422 | 0.8204 | 0.0991 | 0.016* | |
C2A | 0.42139 (11) | 0.70817 (6) | 0.05464 (3) | 0.01555 (15) | |
H21A | 0.3392 | 0.6790 | 0.0368 | 0.019* | |
H22A | 0.5008 | 0.7220 | 0.0309 | 0.019* | |
C3A | 0.48159 (10) | 0.64469 (6) | 0.09251 (3) | 0.01397 (14) | |
C4A | 0.33281 (10) | 0.85941 (6) | 0.03557 (3) | 0.01349 (14) | |
C5A | 0.44889 (11) | 0.95015 (6) | −0.02731 (3) | 0.01416 (14) | |
H51A | 0.3463 | 0.9748 | −0.0309 | 0.017* | |
C6A | 0.55674 (12) | 1.02957 (6) | −0.02741 (4) | 0.01796 (16) | |
H61A | 0.5422 | 1.0616 | −0.0590 | 0.022* | |
C7A | 0.71931 (13) | 1.00044 (9) | −0.02547 (6) | 0.0300 (2) | |
H71A | 0.7836 | 1.0530 | −0.0256 | 0.045* | |
H72A | 0.7419 | 0.9635 | −0.0539 | 0.045* | |
H73A | 0.7367 | 0.9661 | 0.0043 | 0.045* | |
C8A | 0.5184 (2) | 1.09468 (8) | 0.01326 (5) | 0.0328 (3) | |
H81A | 0.5883 | 1.1446 | 0.0126 | 0.049* | |
H82A | 0.5251 | 1.0644 | 0.0448 | 0.049* | |
H83A | 0.4171 | 1.1169 | 0.0085 | 0.049* | |
C9A | 0.47505 (11) | 0.88644 (7) | −0.07081 (4) | 0.01690 (16) | |
O1B | 0.24073 (9) | 0.34341 (5) | 0.18445 (3) | 0.01856 (13) | |
O2B | 0.11457 (10) | 0.67532 (5) | 0.21363 (3) | 0.02438 (16) | |
O3B | 0.70727 (9) | 0.49434 (5) | 0.15813 (3) | 0.02214 (15) | |
O4B | 0.75514 (9) | 0.36333 (5) | 0.19347 (3) | 0.02301 (15) | |
N1B | 0.02838 (9) | 0.46899 (6) | 0.19062 (3) | 0.01638 (14) | |
H1B | −0.029 (2) | 0.4989 (12) | 0.2085 (6) | 0.025* | |
H2B | 0.026 (2) | 0.4101 (12) | 0.2005 (6) | 0.025* | |
H3B | −0.010 (2) | 0.4746 (12) | 0.1630 (7) | 0.025* | |
N2B | 0.41348 (9) | 0.44196 (5) | 0.15635 (3) | 0.01482 (13) | |
H4B | 0.4347 (19) | 0.4988 (11) | 0.1512 (6) | 0.018* | |
N3B | 0.23120 (12) | 0.67291 (6) | 0.28678 (4) | 0.02164 (17) | |
H5B | 0.220 (2) | 0.7282 (12) | 0.2896 (6) | 0.026* | |
H6B | 0.293 (2) | 0.6437 (12) | 0.3073 (6) | 0.026* | |
C1B | 0.18555 (10) | 0.49966 (6) | 0.18975 (3) | 0.01310 (14) | |
H11B | 0.1965 | 0.5466 | 0.1642 | 0.016* | |
C2B | 0.23224 (11) | 0.53826 (6) | 0.23906 (4) | 0.01698 (16) | |
H21B | 0.1869 | 0.5024 | 0.2654 | 0.020* | |
H22B | 0.3415 | 0.5336 | 0.2423 | 0.020* | |
C3B | 0.18639 (11) | 0.63527 (6) | 0.24553 (4) | 0.01652 (15) | |
C4B | 0.28313 (10) | 0.42014 (6) | 0.17614 (3) | 0.01285 (14) | |
C5B | 0.53223 (10) | 0.37808 (6) | 0.14644 (3) | 0.01385 (14) | |
H51B | 0.5074 | 0.3208 | 0.1630 | 0.017* | |
C6B | 0.54775 (11) | 0.36069 (6) | 0.09112 (4) | 0.01650 (15) | |
H61B | 0.5463 | 0.4190 | 0.0737 | 0.020* | |
C7B | 0.41705 (13) | 0.30523 (8) | 0.07337 (4) | 0.0244 (2) | |
H71B | 0.4273 | 0.2943 | 0.0383 | 0.037* | |
H72B | 0.3242 | 0.3373 | 0.0796 | 0.037* | |
H73B | 0.4156 | 0.2484 | 0.0908 | 0.037* | |
C8B | 0.69364 (14) | 0.31356 (9) | 0.07934 (5) | 0.0272 (2) | |
H81B | 0.7003 | 0.3035 | 0.0441 | 0.041* | |
H82B | 0.6970 | 0.2564 | 0.0964 | 0.041* | |
H83B | 0.7772 | 0.3506 | 0.0899 | 0.041* | |
C9B | 0.67723 (11) | 0.41449 (6) | 0.16838 (3) | 0.01523 (15) | |
O1C | 0.85856 (10) | 0.55493 (5) | 0.25862 (3) | 0.02169 (15) | |
O2C | 0.62703 (9) | 0.81020 (5) | 0.16753 (3) | 0.02171 (15) | |
O3C | 0.88908 (9) | 0.43339 (5) | 0.35735 (3) | 0.01967 (14) | |
O4C | 0.66267 (9) | 0.49098 (6) | 0.34853 (3) | 0.02330 (15) | |
N1C | 0.80173 (11) | 0.66366 (6) | 0.18521 (3) | 0.01710 (14) | |
H1C | 0.901 (2) | 0.6644 (12) | 0.1824 (6) | 0.026* | |
H2C | 0.762 (2) | 0.7002 (12) | 0.1622 (6) | 0.026* | |
H3C | 0.767 (2) | 0.6061 (12) | 0.1791 (6) | 0.026* | |
N2C | 0.80351 (10) | 0.65055 (5) | 0.31861 (3) | 0.01441 (13) | |
H4C | 0.7770 (18) | 0.7050 (11) | 0.3252 (6) | 0.017* | |
N3C | 0.43139 (12) | 0.84194 (7) | 0.21582 (4) | 0.02318 (18) | |
H5C | 0.402 (2) | 0.8890 (13) | 0.1966 (7) | 0.028* | |
H6C | 0.383 (2) | 0.8317 (12) | 0.2427 (7) | 0.028* | |
C1C | 0.75604 (10) | 0.69601 (6) | 0.23445 (3) | 0.01333 (14) | |
H11C | 0.8082 | 0.7534 | 0.2410 | 0.016* | |
C2C | 0.58786 (11) | 0.71316 (6) | 0.23535 (3) | 0.01550 (15) | |
H21C | 0.5347 | 0.6602 | 0.2230 | 0.019* | |
H22C | 0.5552 | 0.7240 | 0.2693 | 0.019* | |
C3C | 0.54970 (11) | 0.79334 (6) | 0.20388 (3) | 0.01633 (15) | |
C4C | 0.80927 (11) | 0.62767 (6) | 0.27167 (3) | 0.01390 (14) | |
C5C | 0.87204 (10) | 0.59099 (6) | 0.35438 (3) | 0.01304 (14) | |
H51C | 0.9792 | 0.5841 | 0.3455 | 0.016* | |
C6C | 0.86471 (12) | 0.63202 (6) | 0.40562 (3) | 0.01675 (15) | |
H61C | 0.7585 | 0.6451 | 0.4135 | 0.020* | |
C7C | 0.95227 (16) | 0.71887 (8) | 0.40709 (5) | 0.0277 (2) | |
H71C | 0.9466 | 0.7444 | 0.4399 | 0.042* | |
H72C | 0.9100 | 0.7608 | 0.3836 | 0.042* | |
H73C | 1.0563 | 0.7072 | 0.3988 | 0.042* | |
C8C | 0.92597 (18) | 0.56847 (8) | 0.44409 (4) | 0.0301 (3) | |
H81C | 0.9198 | 0.5964 | 0.4763 | 0.045* | |
H82C | 1.0299 | 0.5546 | 0.4366 | 0.045* | |
H83C | 0.8675 | 0.5136 | 0.4440 | 0.045* | |
C9C | 0.79984 (11) | 0.49841 (6) | 0.35276 (3) | 0.01500 (14) | |
O1W | 0.80568 (12) | 0.94473 (7) | 0.12903 (4) | 0.03211 (19) | |
H11W | 0.773 (3) | 0.9074 (16) | 0.1481 (9) | 0.048* | |
H12W | 0.903 (3) | 0.9389 (16) | 0.1325 (9) | 0.048* | |
O2W | 0.73859 (11) | 0.82052 (7) | 0.05377 (4) | 0.03002 (19) | |
H21W | 0.805 (3) | 0.7785 (15) | 0.0557 (8) | 0.045* | |
H22W | 0.767 (3) | 0.8605 (15) | 0.0742 (8) | 0.045* | |
O3W | 0.99476 (10) | 0.84862 (6) | 0.22459 (3) | 0.02417 (15) | |
H31W | 1.052 (2) | 0.7965 (14) | 0.2216 (7) | 0.036* | |
H32W | 1.034 (2) | 0.8827 (14) | 0.2008 (8) | 0.036* | |
O4W | 0.59835 (14) | 1.08551 (8) | 0.14330 (4) | 0.0368 (2) | |
H41W | 0.523 (3) | 1.0635 (17) | 0.1480 (9) | 0.055* | |
H42W | 0.658 (3) | 1.0419 (17) | 0.1313 (9) | 0.055* |
U11 | U22 | U33 | U12 | U13 | U23 | |
O1A | 0.0164 (3) | 0.0224 (3) | 0.0202 (3) | −0.0001 (3) | −0.0024 (3) | 0.0068 (3) |
O2A | 0.0236 (3) | 0.0161 (3) | 0.0159 (3) | 0.0025 (3) | 0.0044 (3) | 0.0041 (2) |
O3A | 0.0314 (4) | 0.0156 (3) | 0.0320 (4) | 0.0015 (3) | 0.0096 (3) | −0.0034 (3) |
O4A | 0.0351 (5) | 0.0310 (4) | 0.0145 (3) | −0.0045 (4) | 0.0002 (3) | 0.0004 (3) |
N1A | 0.0168 (3) | 0.0121 (3) | 0.0149 (3) | 0.0002 (3) | 0.0016 (3) | 0.0010 (2) |
N2A | 0.0161 (3) | 0.0162 (3) | 0.0151 (3) | −0.0013 (3) | −0.0009 (3) | 0.0040 (3) |
N3A | 0.0196 (4) | 0.0192 (4) | 0.0190 (3) | 0.0062 (3) | 0.0039 (3) | 0.0066 (3) |
C1A | 0.0155 (3) | 0.0114 (3) | 0.0127 (3) | 0.0005 (3) | −0.0005 (3) | 0.0013 (3) |
C2A | 0.0199 (4) | 0.0135 (3) | 0.0133 (3) | 0.0031 (3) | 0.0001 (3) | 0.0014 (3) |
C3A | 0.0157 (3) | 0.0109 (3) | 0.0153 (3) | −0.0001 (3) | 0.0001 (3) | 0.0016 (3) |
C4A | 0.0172 (4) | 0.0107 (3) | 0.0125 (3) | 0.0002 (3) | 0.0002 (3) | 0.0005 (3) |
C5A | 0.0167 (3) | 0.0127 (3) | 0.0131 (3) | 0.0004 (3) | 0.0004 (3) | 0.0023 (3) |
C6A | 0.0232 (4) | 0.0125 (3) | 0.0182 (4) | −0.0023 (3) | −0.0005 (3) | 0.0019 (3) |
C7A | 0.0211 (5) | 0.0261 (5) | 0.0428 (6) | −0.0067 (4) | −0.0033 (5) | 0.0086 (5) |
C8A | 0.0540 (8) | 0.0185 (5) | 0.0260 (5) | −0.0039 (5) | 0.0015 (5) | −0.0055 (4) |
C9A | 0.0154 (4) | 0.0177 (4) | 0.0176 (4) | −0.0015 (3) | 0.0008 (3) | −0.0020 (3) |
O1B | 0.0194 (3) | 0.0096 (3) | 0.0267 (3) | −0.0011 (2) | 0.0072 (3) | 0.0001 (2) |
O2B | 0.0282 (4) | 0.0141 (3) | 0.0308 (4) | 0.0047 (3) | −0.0076 (3) | −0.0034 (3) |
O3B | 0.0223 (3) | 0.0138 (3) | 0.0303 (4) | −0.0048 (3) | −0.0084 (3) | 0.0072 (3) |
O4B | 0.0221 (3) | 0.0168 (3) | 0.0301 (4) | 0.0003 (3) | −0.0073 (3) | 0.0082 (3) |
N1B | 0.0134 (3) | 0.0151 (3) | 0.0206 (4) | −0.0001 (3) | 0.0017 (3) | −0.0036 (3) |
N2B | 0.0136 (3) | 0.0092 (3) | 0.0216 (3) | 0.0005 (2) | 0.0039 (3) | 0.0006 (3) |
N3B | 0.0261 (4) | 0.0147 (3) | 0.0241 (4) | 0.0009 (3) | −0.0024 (3) | −0.0070 (3) |
C1B | 0.0124 (3) | 0.0101 (3) | 0.0169 (3) | 0.0000 (3) | 0.0013 (3) | −0.0008 (3) |
C2B | 0.0186 (4) | 0.0121 (3) | 0.0202 (4) | 0.0022 (3) | −0.0032 (3) | −0.0031 (3) |
C3B | 0.0152 (3) | 0.0116 (3) | 0.0227 (4) | −0.0004 (3) | 0.0014 (3) | −0.0038 (3) |
C4B | 0.0133 (3) | 0.0099 (3) | 0.0153 (3) | 0.0007 (3) | 0.0017 (3) | −0.0005 (3) |
C5B | 0.0124 (3) | 0.0104 (3) | 0.0188 (3) | 0.0006 (3) | 0.0017 (3) | 0.0011 (3) |
C6B | 0.0160 (3) | 0.0142 (4) | 0.0194 (4) | 0.0006 (3) | 0.0022 (3) | −0.0011 (3) |
C7B | 0.0232 (5) | 0.0223 (5) | 0.0279 (5) | −0.0039 (4) | −0.0009 (4) | −0.0058 (4) |
C8B | 0.0215 (5) | 0.0292 (5) | 0.0308 (5) | 0.0063 (4) | 0.0057 (4) | −0.0058 (4) |
C9B | 0.0147 (3) | 0.0131 (3) | 0.0180 (4) | −0.0002 (3) | −0.0003 (3) | 0.0034 (3) |
O1C | 0.0338 (4) | 0.0144 (3) | 0.0169 (3) | 0.0094 (3) | 0.0043 (3) | 0.0000 (2) |
O2C | 0.0217 (3) | 0.0219 (3) | 0.0214 (3) | 0.0035 (3) | 0.0025 (3) | 0.0083 (3) |
O3C | 0.0262 (4) | 0.0111 (3) | 0.0217 (3) | 0.0023 (3) | 0.0005 (3) | 0.0016 (2) |
O4C | 0.0181 (3) | 0.0188 (3) | 0.0330 (4) | −0.0047 (3) | −0.0003 (3) | −0.0025 (3) |
N1C | 0.0225 (4) | 0.0141 (3) | 0.0147 (3) | 0.0025 (3) | 0.0031 (3) | 0.0013 (3) |
N2C | 0.0197 (3) | 0.0094 (3) | 0.0142 (3) | 0.0029 (3) | −0.0013 (3) | −0.0007 (2) |
N3C | 0.0237 (4) | 0.0229 (4) | 0.0229 (4) | 0.0091 (3) | 0.0024 (3) | 0.0049 (3) |
C1C | 0.0158 (3) | 0.0107 (3) | 0.0134 (3) | 0.0012 (3) | 0.0006 (3) | 0.0002 (3) |
C2C | 0.0156 (3) | 0.0148 (4) | 0.0161 (3) | 0.0011 (3) | 0.0004 (3) | 0.0027 (3) |
C3C | 0.0170 (4) | 0.0151 (4) | 0.0169 (3) | 0.0013 (3) | −0.0023 (3) | 0.0013 (3) |
C4C | 0.0155 (3) | 0.0118 (3) | 0.0144 (3) | 0.0011 (3) | 0.0012 (3) | 0.0004 (3) |
C5C | 0.0150 (3) | 0.0100 (3) | 0.0142 (3) | 0.0004 (3) | −0.0008 (3) | 0.0005 (3) |
C6C | 0.0214 (4) | 0.0136 (3) | 0.0152 (3) | 0.0002 (3) | −0.0029 (3) | −0.0025 (3) |
C7C | 0.0339 (6) | 0.0179 (4) | 0.0312 (5) | −0.0061 (4) | −0.0095 (5) | −0.0057 (4) |
C8C | 0.0505 (8) | 0.0229 (5) | 0.0171 (4) | 0.0050 (5) | −0.0091 (5) | 0.0000 (4) |
C9C | 0.0193 (4) | 0.0114 (3) | 0.0144 (3) | −0.0014 (3) | 0.0004 (3) | −0.0008 (3) |
O1W | 0.0283 (4) | 0.0291 (4) | 0.0389 (5) | −0.0084 (4) | 0.0021 (4) | 0.0037 (4) |
O2W | 0.0283 (4) | 0.0318 (5) | 0.0300 (4) | 0.0048 (4) | −0.0052 (4) | −0.0049 (4) |
O3W | 0.0250 (4) | 0.0191 (3) | 0.0284 (4) | −0.0022 (3) | 0.0052 (3) | 0.0014 (3) |
O4W | 0.0337 (5) | 0.0357 (5) | 0.0411 (5) | −0.0088 (4) | −0.0066 (4) | −0.0015 (4) |
O1A—C4A | 1.2327 (12) | C5B—C9B | 1.5382 (13) |
O2A—C3A | 1.2517 (11) | C5B—C6B | 1.5476 (14) |
O3A—C9A | 1.2590 (13) | C5B—H51B | 1.0000 |
O4A—C9A | 1.2503 (13) | C6B—C7B | 1.5226 (15) |
N1A—C1A | 1.4932 (12) | C6B—C8B | 1.5271 (15) |
N1A—H1A | 0.997 (17) | C6B—H61B | 1.0000 |
N1A—H2A | 0.873 (18) | C7B—H71B | 0.9800 |
N1A—H3A | 0.916 (18) | C7B—H72B | 0.9800 |
N2A—C4A | 1.3406 (12) | C7B—H73B | 0.9800 |
N2A—C5A | 1.4593 (12) | C8B—H81B | 0.9800 |
N2A—H4A | 0.841 (17) | C8B—H82B | 0.9800 |
N3A—C3A | 1.3291 (13) | C8B—H82B | 0.9800 |
N3A—H5A | 0.865 (18) | O1C—C4C | 1.2347 (11) |
N3A—H6A | 0.863 (17) | O2C—C3C | 1.2429 (13) |
C1A—C4A | 1.5258 (12) | O3C—C9C | 1.2723 (12) |
C1A—C2A | 1.5320 (13) | O4C—C9C | 1.2450 (13) |
C1A—H11A | 1.0000 | N1C—C1C | 1.4946 (12) |
C2A—C3A | 1.5127 (13) | N1C—H1C | 0.896 (19) |
C2A—H21A | 0.9900 | N1C—H2C | 0.909 (18) |
C2A—H22A | 0.9900 | N1C—H3C | 0.936 (18) |
C5A—C6A | 1.5400 (13) | N2C—C4C | 1.3348 (12) |
C5A—C9A | 1.5498 (13) | N2C—C5C | 1.4659 (12) |
C5A—H51A | 1.0000 | N2C—H4C | 0.873 (16) |
C6A—C8A | 1.5254 (16) | N3C—C3C | 1.3328 (14) |
C6A—C7A | 1.5284 (17) | N3C—H5C | 0.923 (19) |
C6A—H61A | 1.0000 | N3C—H6C | 0.873 (19) |
C7A—H71A | 0.9800 | C1C—C4C | 1.5271 (13) |
C7A—H72A | 0.9800 | C1C—C2C | 1.5357 (14) |
C7A—H73A | 0.9800 | C1C—H11C | 1.0000 |
C8A—H81A | 0.9800 | C2C—C3C | 1.5237 (13) |
C8A—H82A | 0.9800 | C2C—H21C | 0.9900 |
C8A—H83A | 0.9800 | C2C—H22C | 0.9900 |
O1B—C4B | 1.2377 (11) | C5C—C6C | 1.5378 (13) |
O2B—C3B | 1.2444 (13) | C5C—C9C | 1.5384 (13) |
O3B—C9B | 1.2639 (12) | C5C—H51C | 1.0000 |
O4B—C9B | 1.2488 (12) | C6C—C7C | 1.5271 (15) |
N1B—C1B | 1.4883 (12) | C6C—C8C | 1.5281 (15) |
N1B—H1B | 0.842 (18) | C6C—H61C | 1.0000 |
N1B—H2B | 0.927 (18) | C7C—H71C | 0.9800 |
N1B—H3B | 0.839 (18) | C7C—H72C | 0.9800 |
N2B—C4B | 1.3340 (12) | C7C—H73C | 0.9800 |
N2B—C5B | 1.4632 (12) | C8C—H81C | 0.9800 |
N2B—H4B | 0.887 (17) | C8C—H82C | 0.9800 |
N3B—C3B | 1.3290 (13) | C8C—H83C | 0.9800 |
N3B—H5B | 0.842 (18) | O1W—H11W | 0.82 (2) |
N3B—H6B | 0.905 (19) | O1W—H12W | 0.88 (3) |
C1B—C4B | 1.5310 (12) | O2W—H21W | 0.87 (2) |
C1B—C2B | 1.5321 (13) | O2W—H22W | 0.86 (2) |
C1B—H11B | 1.0000 | O3W—H31W | 0.94 (2) |
C2B—C3B | 1.5280 (13) | O3W—H32W | 0.90 (2) |
C2B—H21B | 0.9900 | O4W—H41W | 0.77 (3) |
C2B—H22B | 0.9900 | O4W—H42W | 0.91 (3) |
C1A—N1A—H1A | 111.3 (10) | N2B—C5B—C9B | 108.23 (7) |
C1A—N1A—H2A | 106.9 (12) | N2B—C5B—C6B | 111.07 (8) |
H1A—N1A—H2A | 113.6 (14) | C9B—C5B—C6B | 111.58 (8) |
C1A—N1A—H3A | 114.8 (10) | N2B—C5B—H51B | 108.6 |
H1A—N1A—H3A | 105.7 (15) | C9B—C5B—H51B | 108.6 |
H2A—N1A—H3A | 104.5 (15) | C6B—C5B—H51B | 108.6 |
C4A—N2A—C5A | 120.94 (8) | C7B—C6B—C8B | 109.98 (9) |
C4A—N2A—H4A | 116.6 (11) | C7B—C6B—C5B | 109.71 (8) |
C5A—N2A—H4A | 117.6 (11) | C8B—C6B—C5B | 111.36 (9) |
C3A—N3A—H5A | 118.7 (12) | C7B—C6B—H61B | 108.6 |
C3A—N3A—H6A | 125.0 (12) | C8B—C6B—H61B | 108.6 |
H5A—N3A—H6A | 115.7 (17) | C5B—C6B—H61B | 108.6 |
N1A—C1A—C4A | 109.63 (7) | C6B—C7B—H71B | 109.5 |
N1A—C1A—C2A | 110.51 (7) | C6B—C7B—H72B | 109.5 |
C4A—C1A—C2A | 107.66 (7) | H71B—C7B—H72B | 109.5 |
N1A—C1A—H11A | 109.7 | C6B—C7B—H73B | 109.5 |
C4A—C1A—H11A | 109.7 | H71B—C7B—H73B | 109.5 |
C2A—C1A—H11A | 109.7 | H72B—C7B—H73B | 109.5 |
C3A—C2A—C1A | 112.37 (7) | C6B—C8B—H81B | 109.5 |
C3A—C2A—H21A | 109.1 | C6B—C8B—H82B | 109.5 |
C1A—C2A—H21A | 109.1 | H81B—C8B—H82B | 109.5 |
C3A—C2A—H22A | 109.1 | C6B—C8B—H82B | 109.5 |
C1A—C2A—H22A | 109.1 | H81B—C8B—H82B | 109.5 |
H21A—C2A—H22A | 107.9 | H82B—C8B—H82B | 109.5 |
O2A—C3A—N3A | 123.10 (9) | O4B—C9B—O3B | 126.11 (10) |
O2A—C3A—C2A | 121.37 (8) | O4B—C9B—C5B | 118.20 (8) |
N3A—C3A—C2A | 115.53 (8) | O3B—C9B—C5B | 115.67 (8) |
O1A—C4A—N2A | 125.29 (8) | C1C—N1C—H1C | 110.4 (11) |
O1A—C4A—C1A | 120.39 (8) | C1C—N1C—H2C | 108.8 (11) |
N2A—C4A—C1A | 114.28 (8) | H1C—N1C—H2C | 108.8 (17) |
N2A—C5A—C6A | 111.67 (8) | C1C—N1C—H3C | 111.8 (11) |
N2A—C5A—C9A | 111.06 (8) | H1C—N1C—H3C | 109.3 (17) |
C6A—C5A—C9A | 112.54 (8) | H2C—N1C—H3C | 107.7 (16) |
N2A—C5A—H51A | 107.1 | C4C—N2C—C5C | 118.19 (7) |
C6A—C5A—H51A | 107.1 | C4C—N2C—H4C | 116.9 (10) |
C9A—C5A—H51A | 107.1 | C5C—N2C—H4C | 123.5 (10) |
C8A—C6A—C7A | 112.06 (11) | C3C—N3C—H5C | 120.8 (12) |
C8A—C6A—C5A | 110.78 (9) | C3C—N3C—H6C | 120.9 (12) |
C7A—C6A—C5A | 112.37 (8) | H5C—N3C—H6C | 118.3 (17) |
C8A—C6A—H61A | 107.1 | N1C—C1C—C4C | 107.42 (7) |
C7A—C6A—H61A | 107.1 | N1C—C1C—C2C | 109.91 (8) |
C5A—C6A—H61A | 107.1 | C4C—C1C—C2C | 114.31 (8) |
C6A—C7A—H71A | 109.5 | N1C—C1C—H11C | 108.3 |
C6A—C7A—H72A | 109.5 | C4C—C1C—H11C | 108.3 |
H71A—C7A—H72A | 109.5 | C2C—C1C—H11C | 108.3 |
C6A—C7A—H73A | 109.5 | C3C—C2C—C1C | 110.26 (8) |
H71A—C7A—H73A | 109.5 | C3C—C2C—H21C | 109.6 |
H72A—C7A—H73A | 109.5 | C1C—C2C—H21C | 109.6 |
C6A—C8A—H81A | 109.5 | C3C—C2C—H22C | 109.6 |
C6A—C8A—H82A | 109.5 | C1C—C2C—H22C | 109.6 |
H81A—C8A—H82A | 109.5 | O2C—C3C—N3C | 122.19 (9) |
C6A—C8A—H83A | 109.5 | O2C—C3C—C2C | 119.39 (9) |
H81A—C8A—H83A | 109.5 | N3C—C3C—C2C | 118.39 (9) |
H82A—C8A—H83A | 109.5 | O1C—C4C—N2C | 121.54 (8) |
O4A—C9A—O3A | 125.82 (10) | O1C—C4C—C1C | 121.07 (8) |
O4A—C9A—C5A | 116.50 (9) | N2C—C4C—C1C | 117.38 (8) |
O3A—C9A—C5A | 117.67 (9) | N2C—C5C—C6C | 110.43 (7) |
C1B—N1B—H1B | 115.1 (12) | N2C—C5C—C9C | 110.92 (7) |
C1B—N1B—H2B | 109.0 (12) | C6C—C5C—C9C | 111.85 (7) |
H1B—N1B—H2B | 109.0 (17) | N2C—C5C—H51C | 107.8 |
C1B—N1B—H3B | 110.5 (12) | C6C—C5C—H51C | 107.8 |
H1B—N1B—H3B | 102.5 (17) | C9C—C5C—H51C | 107.8 |
H2B—N1B—H3B | 110.6 (17) | C7C—C6C—C8C | 109.36 (9) |
C4B—N2B—C5B | 123.80 (8) | C7C—C6C—C5C | 110.25 (9) |
C4B—N2B—H4B | 119.4 (11) | C8C—C6C—C5C | 111.43 (8) |
C5B—N2B—H4B | 116.5 (11) | C7C—C6C—H61C | 108.6 |
C3B—N3B—H5B | 117.5 (12) | C8C—C6C—H61C | 108.6 |
C3B—N3B—H6B | 120.6 (11) | C5C—C6C—H61C | 108.6 |
H5B—N3B—H6B | 120.0 (17) | C6C—C7C—H71C | 109.5 |
N1B—C1B—C4B | 107.85 (7) | C6C—C7C—H72C | 109.5 |
N1B—C1B—C2B | 111.35 (8) | H71C—C7C—H72C | 109.5 |
C4B—C1B—C2B | 110.78 (7) | C6C—C7C—H73C | 109.5 |
N1B—C1B—H11B | 108.9 | H71C—C7C—H73C | 109.5 |
C4B—C1B—H11B | 108.9 | H72C—C7C—H73C | 109.5 |
C2B—C1B—H11B | 108.9 | C6C—C8C—H81C | 109.5 |
C3B—C2B—C1B | 113.03 (8) | C6C—C8C—H82C | 109.5 |
C3B—C2B—H21B | 109.0 | H81C—C8C—H82C | 109.5 |
C1B—C2B—H21B | 109.0 | C6C—C8C—H83C | 109.5 |
C3B—C2B—H22B | 109.0 | H81C—C8C—H83C | 109.5 |
C1B—C2B—H22B | 109.0 | H82C—C8C—H83C | 109.5 |
H21B—C2B—H22B | 107.8 | O4C—C9C—O3C | 124.48 (9) |
O2B—C3B—N3B | 123.42 (9) | O4C—C9C—C5C | 120.19 (9) |
O2B—C3B—C2B | 121.43 (9) | O3C—C9C—C5C | 115.30 (8) |
N3B—C3B—C2B | 115.13 (9) | H11W—O1W—H12W | 102 (2) |
O1B—C4B—N2B | 125.16 (8) | H21W—O2W—H22W | 105 (2) |
O1B—C4B—C1B | 120.53 (8) | H31W—O3W—H32W | 101.4 (18) |
N2B—C4B—C1B | 114.29 (8) | H41W—O4W—H42W | 106 (2) |
N1A—C1A—C4A—N2A | 157.91 (8) | C5B—N2B—C4B—O1B | −6.95 (15) |
C1A—C4A—N2A—C5A | 165.88 (8) | N1B—C1B—C4B—O1B | −25.29 (12) |
C4A—N2A—C5A—C9A | −83.12 (11) | C2B—C1B—C4B—O1B | 96.81 (10) |
N2A—C5A—C9A—O3A | 6.45 (13) | C2B—C1B—C4B—N2B | −81.87 (10) |
N1A—C1A—C2A—C3A | −70.21 (10) | C4B—N2B—C5B—C6B | 107.84 (10) |
C1A—C2A—C3A—O2A | 40.23 (13) | C9B—C5B—C6B—C7B | 166.74 (8) |
C1A—C2A—C3A—N3A | −140.72 (9) | C9B—C5B—C6B—C8B | 44.75 (11) |
N2A—C5A—C6A—C7A | 66.87 (12) | N2B—C5B—C9B—O4B | 132.46 (9) |
N2A—C5A—C6A—C8A | −59.32 (12) | C6B—C5B—C9B—O4B | −105.04 (10) |
C4A—C1A—C2A—C3A | 170.09 (8) | C6B—C5B—C9B—O3B | 73.63 (11) |
C5A—N2A—C4A—O1A | −11.79 (15) | N1C—C1C—C4C—N2C | 168.50 (8) |
N1A—C1A—C4A—O1A | −24.29 (12) | C1C—C4C—N2C—C5C | −172.04 (8) |
C2A—C1A—C4A—O1A | 95.96 (10) | C4C—N2C—C5C—C9C | −59.81 (11) |
C2A—C1A—C4A—N2A | −81.83 (10) | N2C—C5C—C9C—O3C | 140.32 (8) |
C4A—N2A—C5A—C6A | 150.36 (9) | N1C—C1C—C2C—C3C | −69.38 (10) |
C9A—C5A—C6A—C8A | 174.97 (9) | C1C—C2C—C3C—O2C | 31.02 (13) |
C9A—C5A—C6A—C7A | −58.83 (12) | C1C—C2C—C3C—N3C | −150.60 (9) |
N2A—C5A—C9A—O4A | −174.35 (9) | N2C—C5C—C6C—C7C | −62.23 (11) |
C6A—C5A—C9A—O4A | −48.31 (12) | N2C—C5C—C6C—C8C | 176.15 (9) |
C6A—C5A—C9A—O3A | 132.48 (10) | C4C—C1C—C2C—C3C | 169.75 (8) |
N1B—C1B—C4B—N2B | 156.04 (8) | C5C—N2C—C4C—O1C | 6.44 (14) |
C1B—C4B—N2B—C5B | 171.65 (8) | N1C—C1C—C4C—O1C | −9.99 (13) |
C4B—N2B—C5B—C9B | −129.34 (9) | C2C—C1C—C4C—O1C | 112.25 (11) |
N2B—C5B—C9B—O3B | −48.87 (11) | C2C—C1C—C4C—N2C | −69.26 (11) |
N1B—C1B—C2B—C3B | −83.00 (10) | C4C—N2C—C5C—C6C | 175.61 (8) |
C1B—C2B—C3B—O2B | 2.05 (14) | C9C—C5C—C6C—C7C | 173.71 (9) |
C1B—C2B—C3B—N3B | −176.72 (9) | C9C—C5C—C6C—C8C | 52.09 (12) |
N2B—C5B—C6B—C7B | −72.40 (10) | N2C—C5C—C9C—O4C | −41.54 (12) |
N2B—C5B—C6B—C8B | 165.61 (9) | C6C—C5C—C9C—O4C | 82.24 (11) |
C4B—C1B—C2B—C3B | 156.97 (8) | C6C—C5C—C9C—O3C | −95.91 (10) |
D—H···A | D—H | H···A | D···A | D—H···A |
N1A—H1A···O3Ci | 0.997 (17) | 1.750 (17) | 2.7454 (11) | 176.4 (16) |
N1A—H2A···O2A | 0.873 (18) | 2.202 (18) | 2.8782 (11) | 134.1 (15) |
N1A—H3A···O3Aii | 0.916 (18) | 1.886 (18) | 2.7909 (12) | 168.9 (16) |
N2A—H4A···O2W | 0.841 (17) | 2.168 (17) | 3.0056 (13) | 173.5 (16) |
N3A—H5A···O3B | 0.865 (18) | 1.989 (18) | 2.8381 (12) | 166.7 (16) |
N3A—H6A···O1Aiii | 0.863 (17) | 2.068 (17) | 2.9085 (12) | 164.4 (16) |
C1A—H11A···O2C | 1.00 | 2.51 | 3.4344 (12) | 153 |
N1B—H1B···O1Civ | 0.842 (18) | 1.906 (18) | 2.7377 (11) | 169.3 (17) |
N1B—H2B···O3Wv | 0.927 (18) | 2.262 (18) | 2.9573 (13) | 131.3 (14) |
N1B—H3B···O4Aii | 0.839 (18) | 2.100 (18) | 2.7441 (13) | 133.3 (17) |
N2B—H4B···O2A | 0.887 (17) | 2.112 (17) | 2.9721 (11) | 163.0 (16) |
N3B—H5B···O4Bi | 0.842 (18) | 2.100 (18) | 2.9199 (12) | 164.7 (18) |
N3B—H6B···O4Wv | 0.905 (19) | 1.889 (19) | 2.7874 (15) | 172.2 (17) |
C1B—H11B···O4Aii | 1.00 | 2.43 | 3.0333 (12) | 119 |
N1C—H1C···O2Bvi | 0.896 (19) | 2.112 (19) | 2.9270 (13) | 150.8 (15) |
N1C—H2C···O2C | 0.909 (18) | 2.060 (18) | 2.7522 (12) | 131.9 (15) |
N1C—H3C···O3B | 0.936 (18) | 1.858 (18) | 2.7879 (12) | 171.9 (16) |
N2C—H4C···O1Bi | 0.873 (16) | 2.106 (16) | 2.9317 (11) | 157.5 (15) |
N3C—H5C···O4Ci | 0.923 (19) | 2.056 (19) | 2.9786 (13) | 177.9 (17) |
N3C—H6C···O4Bi | 0.873 (19) | 2.198 (19) | 3.0205 (13) | 156.9 (16) |
C1C—H11C···O3W | 1.00 | 2.25 | 3.1572 (13) | 150 |
C8C—H83C···O1Av | 0.98 | 2.52 | 3.4126 (16) | 152 |
O1W—H11W···O2C | 0.82 (2) | 2.04 (3) | 2.7936 (13) | 153 (2) |
O1W—H12W···O3Cvii | 0.88 (3) | 1.90 (3) | 2.7778 (14) | 176 (2) |
O2W—H21W···O3Aiii | 0.87 (2) | 2.03 (3) | 2.8957 (14) | 171 (2) |
O2W—H22W···O1W | 0.86 (2) | 2.00 (2) | 2.8512 (15) | 170 (2) |
O3W—H31W···O2Bvi | 0.94 (2) | 1.92 (2) | 2.8390 (12) | 164.0 (19) |
O3W—H32W···O3Cvii | 0.90 (2) | 1.90 (2) | 2.7896 (12) | 168 (2) |
O4W—H41W···O4Ci | 0.77 (3) | 2.00 (3) | 2.7558 (15) | 170 (3) |
O4W—H42W···O1W | 0.91 (3) | 1.98 (3) | 2.8508 (17) | 160 (2) |
Symmetry codes: (i) −x+1, y+1/2, −z+1/2; (ii) x−1/2, −y+3/2, −z; (iii) x+1/2, −y+3/2, −z; (iv) x−1, y, z; (v) −x+1, y−1/2, −z+1/2; (vi) x+1, y, z; (vii) −x+2, y+1/2, −z+1/2. |
Subscribe to Acta Crystallographica Section E: Crystallographic Communications
The full text of this article is available to subscribers to the journal.
- Information on subscribing
- Sample issue
- If you have already subscribed, you may need to register