The title compounds, Na[{AmO2}(C2H3O2)3], (I), and (CH6N3)[{AmO2}(C4H5O2)3], (II), contain complex anions in which AmO22+ cations are surrounded by three bidentate-chelating carboxylate groups. The atoms of the AmO2 group and the Na atoms in (I) are situated on threefold axes. All the atoms in (II) occupy general positions. Both compounds are isomorphous with earlier studied analogous compounds of previous members of the actinide (An) series.
Supporting information
CCDC references: 833409; 833410
For both compounds, data collection: APEX2 (Bruker, 2006); cell refinement: SAINT-Plus (Bruker, 1998); data reduction: SAINT-Plus (Bruker, 1998); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).
(I) Sodium tris(acetato-
κ2O,
O')dioxidoamericate(VI)
top
Crystal data top
Na[Am(C2H3O2)3O2] | Dx = 2.652 Mg m−3 |
Mr = 475.12 | Mo Kα radiation, λ = 0.71073 Å |
Cubic, P213 | Cell parameters from 1202 reflections |
Hall symbol: P 2ac 2ab 3 | θ = 3.3–23.3° |
a = 10.5967 (2) Å | µ = 6.51 mm−1 |
V = 1189.90 (4) Å3 | T = 100 K |
Z = 4 | Fragment, brown-yellow |
F(000) = 860 | 0.04 × 0.04 × 0.04 mm |
Data collection top
Bruker Kappa APEXII area-detector diffractometer | 1167 independent reflections |
Radiation source: fine-focus sealed tube | 1017 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.135 |
ω and φ scans | θmax = 30.0°, θmin = 4.7° |
Absorption correction: multi-scan (SADABS; Sheldrick, 2004) | h = −14→13 |
Tmin = 0.640, Tmax = 0.810 | k = −14→14 |
15606 measured reflections | l = −14→14 |
Refinement top
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.032 | H-atom parameters constrained |
wR(F2) = 0.056 | w = 1/[σ2(Fo2) + (0.0213P)2] where P = (Fo2 + 2Fc2)/3 |
S = 1.03 | (Δ/σ)max < 0.001 |
1167 reflections | Δρmax = 0.97 e Å−3 |
50 parameters | Δρmin = −0.86 e Å−3 |
0 restraints | Absolute structure: Flack (1983), 502 Friedel pairs |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: −0.02 (4) |
Special details top
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell e.s.d.'s are taken
into account individually in the estimation of e.s.d.'s in distances, angles
and torsion angles; correlations between e.s.d.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s.
planes. |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor
wR and goodness of fit S are based on F2, conventional
R-factors R are based on F, with F set to zero for
negative F2. The threshold expression of F2 >
σ(F2) is used only for calculating R-factors(gt) etc.
and is not relevant to the choice of reflections for refinement.
R-factors based on F2 are statistically about twice as large
as those based on F, and R- factors based on ALL data will be
even larger. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Am1 | 0.81974 (2) | 0.81974 (2) | 0.81974 (2) | 0.01028 (10) | |
Na1 | 0.5769 (3) | 0.9231 (3) | 1.0769 (3) | 0.0126 (10) | |
O1 | 0.9143 (5) | 0.9143 (5) | 0.9143 (5) | 0.019 (2) | |
O2 | 0.7248 (5) | 0.7248 (5) | 0.7248 (5) | 0.019 (2) | |
O3 | 0.7481 (5) | 1.0049 (4) | 0.6986 (5) | 0.0147 (11) | |
O4 | 0.6371 (4) | 0.9549 (5) | 0.8651 (4) | 0.0160 (11) | |
C1 | 0.6545 (6) | 1.0244 (7) | 0.7685 (7) | 0.0141 (16) | |
C2 | 0.5646 (8) | 1.1291 (8) | 0.7403 (8) | 0.026 (2) | |
H2A | 0.6119 | 1.2069 | 0.7242 | 0.039* | |
H2B | 0.5083 | 1.1417 | 0.8126 | 0.039* | |
H2C | 0.5145 | 1.1074 | 0.6656 | 0.039* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Am1 | 0.01028 (10) | 0.01028 (10) | 0.01028 (10) | 0.00018 (11) | 0.00018 (11) | 0.00018 (11) |
Na1 | 0.0126 (10) | 0.0126 (10) | 0.0126 (10) | 0.0003 (11) | −0.0003 (11) | 0.0003 (11) |
O1 | 0.019 (2) | 0.019 (2) | 0.019 (2) | 0.003 (2) | 0.003 (2) | 0.003 (2) |
O2 | 0.019 (2) | 0.019 (2) | 0.019 (2) | −0.002 (2) | −0.002 (2) | −0.002 (2) |
O3 | 0.013 (2) | 0.014 (2) | 0.017 (3) | 0.0049 (19) | −0.002 (2) | 0.000 (2) |
O4 | 0.018 (3) | 0.015 (3) | 0.015 (3) | 0.005 (2) | 0.003 (2) | 0.002 (2) |
C1 | 0.014 (4) | 0.011 (3) | 0.016 (3) | 0.001 (3) | −0.004 (3) | −0.003 (3) |
C2 | 0.020 (4) | 0.033 (5) | 0.025 (4) | 0.012 (4) | 0.004 (3) | 0.008 (4) |
Geometric parameters (Å, º) top
Am1—O1 | 1.735 (9) | Na1—O3v | 2.384 (6) |
Am1—O2 | 1.742 (9) | Na1—O3vi | 2.384 (6) |
Am1—O3 | 2.464 (5) | Na1—O3ii | 2.384 (6) |
Am1—O4 | 2.455 (5) | O3—C1 | 1.255 (8) |
Am1—O4i | 2.455 (5) | O3—Na1vii | 2.384 (6) |
Am1—O4ii | 2.455 (5) | O4—C1 | 1.274 (8) |
Am1—O3i | 2.464 (5) | C1—C2 | 1.492 (9) |
Am1—O3ii | 2.464 (5) | C2—H2A | 0.9800 |
Na1—O4iii | 2.358 (5) | C2—H2B | 0.9800 |
Na1—O4iv | 2.358 (5) | C2—H2C | 0.9800 |
Na1—O4 | 2.358 (5) | | |
| | | |
O1—Am1—O2 | 180.00 | O4iii—Na1—O4 | 99.21 (19) |
O3—Am1—O4 | 52.74 (16) | O4iv—Na1—O4 | 99.21 (19) |
O4i—Am1—O3 | 67.26 (16) | O4iii—Na1—O3v | 70.13 (16) |
O1—Am1—O4ii | 90.30 (12) | O4iv—Na1—O3v | 154.76 (17) |
O2—Am1—O4ii | 89.70 (12) | O4—Na1—O3v | 104.99 (17) |
O1—Am1—O4i | 90.30 (12) | O4iii—Na1—O3vi | 104.99 (16) |
O2—Am1—O4i | 89.70 (12) | O4iv—Na1—O3vi | 70.13 (16) |
O4ii—Am1—O4i | 119.997 (2) | O4—Na1—O3vi | 154.75 (17) |
O1—Am1—O4 | 90.30 (12) | O3v—Na1—O3vi | 90.1 (2) |
O2—Am1—O4 | 89.70 (12) | O4iii—Na1—O3ii | 154.75 (17) |
O4ii—Am1—O4 | 119.997 (2) | O4iv—Na1—O3ii | 104.99 (17) |
O4i—Am1—O4 | 119.997 (2) | O4—Na1—O3ii | 70.13 (16) |
O1—Am1—O3i | 91.09 (12) | O3v—Na1—O3ii | 90.1 (2) |
O2—Am1—O3i | 88.91 (12) | O3vi—Na1—O3ii | 90.1 (2) |
O4ii—Am1—O3i | 67.26 (16) | C1—O3—Na1vii | 151.8 (5) |
O4i—Am1—O3i | 52.74 (16) | C1—O3—Am1 | 93.9 (4) |
O4—Am1—O3i | 172.61 (16) | Na1vii—O3—Am1 | 107.28 (19) |
O1—Am1—O3 | 91.09 (12) | C1—O4—Na1 | 152.4 (5) |
O2—Am1—O3 | 88.91 (12) | C1—O4—Am1 | 93.8 (4) |
O4ii—Am1—O3 | 172.61 (16) | Na1—O4—Am1 | 108.4 (2) |
O3i—Am1—O3 | 119.964 (8) | O3—C1—O4 | 119.5 (6) |
O1—Am1—O3ii | 91.09 (12) | O3—C1—C2 | 120.6 (7) |
O2—Am1—O3ii | 88.91 (12) | O4—C1—C2 | 119.9 (6) |
O4ii—Am1—O3ii | 52.74 (16) | C1—C2—H2A | 109.5 |
O4i—Am1—O3ii | 172.61 (16) | C1—C2—H2B | 109.5 |
O4—Am1—O3ii | 67.26 (16) | H2A—C2—H2B | 109.5 |
O3i—Am1—O3ii | 119.964 (8) | C1—C2—H2C | 109.5 |
O3—Am1—O3ii | 119.964 (8) | H2A—C2—H2C | 109.5 |
O4iii—Na1—O4iv | 99.21 (19) | H2B—C2—H2C | 109.5 |
| | | |
O1—Am1—O3—C1 | −91.1 (4) | O4ii—Am1—O4—C1 | −176.8 (3) |
O2—Am1—O3—C1 | 88.9 (4) | O4i—Am1—O4—C1 | 2.1 (5) |
O4i—Am1—O3—C1 | 179.0 (5) | O3—Am1—O4—C1 | 1.5 (4) |
O4—Am1—O3—C1 | −1.5 (4) | O3ii—Am1—O4—C1 | −176.3 (4) |
O3i—Am1—O3—C1 | 177.0 (3) | C1i—Am1—O4—C1 | −0.4 (4) |
O3ii—Am1—O3—C1 | 0.8 (6) | C1ii—Am1—O4—C1 | −175.9 (5) |
C1i—Am1—O3—C1 | 177.4 (5) | Na1vii—O3—C1—O4 | −136.3 (7) |
C1ii—Am1—O3—C1 | 3.1 (4) | Am1—O3—C1—O4 | 2.7 (7) |
O4iii—Na1—O4—C1 | −6.3 (10) | Na1vii—O3—C1—C2 | 43.0 (14) |
O4iv—Na1—O4—C1 | 94.6 (9) | Am1—O3—C1—C2 | −178.0 (7) |
O3v—Na1—O4—C1 | −78.1 (10) | Na1—O4—C1—O3 | 141.5 (8) |
O3vi—Na1—O4—C1 | 157.0 (9) | Am1—O4—C1—O3 | −2.7 (7) |
O3ii—Na1—O4—C1 | −162.6 (10) | Na1—O4—C1—C2 | −37.8 (14) |
O1—Am1—O4—C1 | 92.7 (4) | Am1—O4—C1—C2 | 178.0 (7) |
O2—Am1—O4—C1 | −87.3 (4) | | |
Symmetry codes: (i) y, z, x; (ii) z, x, y; (iii) −y+3/2, −z+2, x+1/2; (iv) z−1/2, −x+3/2, −y+2; (v) −x+3/2, −y+2, z+1/2; (vi) y−1/2, −z+3/2, −x+2; (vii) −x+3/2, −y+2, z−1/2. |
(II) guanidinium
tris(cyclopropanecarboxylato-
κ2O,
O')dioxidoamericate(VI)
top
Crystal data top
(CH6N3)[Am(C4H5O2)3O2] | F(000) = 1116 |
Mr = 590.33 | Dx = 2.170 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 3266 reflections |
a = 9.5421 (3) Å | θ = 2.9–24.8° |
b = 13.2830 (4) Å | µ = 4.29 mm−1 |
c = 14.2737 (4) Å | T = 100 K |
β = 92.927 (2)° | Plate, light brown–yellow |
V = 1806.80 (9) Å3 | 0.14 × 0.06 × 0.02 mm |
Z = 4 | |
Data collection top
Bruker Kappa APEXII area-detector diffractometer | 5218 independent reflections |
Radiation source: fine-focus sealed tube | 3801 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.088 |
ω and φ scans | θmax = 30.0°, θmin = 4.5° |
Absorption correction: multi-scan (SADABS; Sheldrick, 2004) | h = −12→13 |
Tmin = 0.712, Tmax = 0.924 | k = −18→18 |
26314 measured reflections | l = −19→20 |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.034 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.065 | H-atom parameters constrained |
S = 1.00 | w = 1/[σ2(Fo2) + (0.0204P)2] where P = (Fo2 + 2Fc2)/3 |
5218 reflections | (Δ/σ)max = 0.001 |
226 parameters | Δρmax = 1.27 e Å−3 |
0 restraints | Δρmin = −1.16 e Å−3 |
Special details top
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell e.s.d.'s are taken
into account individually in the estimation of e.s.d.'s in distances, angles
and torsion angles; correlations between e.s.d.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s.
planes. |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor
wR and goodness of fit S are based on F2, conventional
R-factors R are based on F, with F set to zero for
negative F2. The threshold expression of F2 >
σ(F2) is used only for calculating R-factors(gt) etc.
and is not relevant to the choice of reflections for refinement.
R-factors based on F2 are statistically about twice as large
as those based on F, and R- factors based on ALL data will be
even larger. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Am1 | 0.32846 (2) | 0.674070 (12) | 0.458603 (12) | 0.00981 (5) | |
O1 | 0.2598 (4) | 0.7756 (3) | 0.3931 (3) | 0.0206 (9) | |
O2 | 0.3939 (4) | 0.5731 (3) | 0.5251 (3) | 0.0176 (8) | |
O11 | 0.5585 (4) | 0.7484 (3) | 0.4467 (3) | 0.0230 (9) | |
O12 | 0.4502 (4) | 0.7899 (3) | 0.5730 (3) | 0.0185 (8) | |
O21 | 0.1770 (4) | 0.7172 (3) | 0.5872 (3) | 0.0174 (8) | |
O22 | 0.0937 (4) | 0.6078 (3) | 0.4841 (2) | 0.0143 (8) | |
O31 | 0.2392 (4) | 0.5609 (3) | 0.3325 (3) | 0.0161 (8) | |
O32 | 0.4620 (4) | 0.6001 (3) | 0.3305 (2) | 0.0143 (8) | |
N1 | 0.3197 (5) | 0.9135 (3) | 0.8850 (3) | 0.0194 (10) | |
H1A | 0.3934 | 0.9392 | 0.9160 | 0.023* | |
H1B | 0.2368 | 0.9158 | 0.9092 | 0.023* | |
N2 | 0.2207 (5) | 0.8355 (3) | 0.7548 (3) | 0.0197 (10) | |
H2A | 0.2280 | 0.8090 | 0.6987 | 0.024* | |
H2B | 0.1384 | 0.8383 | 0.7798 | 0.024* | |
N3 | 0.4572 (5) | 0.8667 (3) | 0.7637 (3) | 0.0146 (9) | |
H3A | 0.4642 | 0.8402 | 0.7077 | 0.018* | |
H3B | 0.5323 | 0.8903 | 0.7946 | 0.018* | |
C1 | 0.3338 (6) | 0.8711 (4) | 0.8015 (4) | 0.0141 (11) | |
C11 | 0.5533 (6) | 0.8004 (4) | 0.5205 (4) | 0.0177 (12) | |
C12 | 0.6643 (7) | 0.8757 (4) | 0.5448 (4) | 0.0227 (12) | |
H12A | 0.6690 | 0.9017 | 0.6106 | 0.027* | |
C13 | 0.8005 (7) | 0.8694 (4) | 0.4970 (4) | 0.0238 (13) | |
H13A | 0.8871 | 0.8890 | 0.5336 | 0.029* | |
H13B | 0.8122 | 0.8132 | 0.4525 | 0.029* | |
C14 | 0.7009 (8) | 0.9497 (4) | 0.4688 (4) | 0.0310 (16) | |
H14A | 0.6501 | 0.9436 | 0.4068 | 0.037* | |
H14B | 0.7249 | 1.0194 | 0.4881 | 0.037* | |
C21 | 0.0830 (6) | 0.6533 (3) | 0.5619 (4) | 0.0134 (11) | |
C22 | −0.0328 (6) | 0.6278 (4) | 0.6216 (4) | 0.0143 (11) | |
H22A | −0.0983 | 0.5738 | 0.5977 | 0.017* | |
C23 | −0.0963 (7) | 0.7101 (4) | 0.6809 (4) | 0.0195 (12) | |
H23A | −0.0582 | 0.7791 | 0.6758 | 0.023* | |
H23B | −0.1982 | 0.7066 | 0.6906 | 0.023* | |
C24 | −0.0044 (6) | 0.6323 (4) | 0.7277 (4) | 0.0165 (11) | |
H24A | −0.0495 | 0.5809 | 0.7663 | 0.020* | |
H24B | 0.0904 | 0.6533 | 0.7515 | 0.020* | |
C31 | 0.3591 (6) | 0.5470 (4) | 0.2996 (3) | 0.0118 (10) | |
C32 | 0.3763 (6) | 0.4668 (4) | 0.2292 (4) | 0.0162 (11) | |
H32A | 0.2881 | 0.4317 | 0.2066 | 0.019* | |
C33 | 0.5054 (8) | 0.4020 (4) | 0.2384 (4) | 0.0301 (16) | |
H33A | 0.5758 | 0.4179 | 0.2897 | 0.036* | |
H33B | 0.4949 | 0.3294 | 0.2240 | 0.036* | |
C34 | 0.4895 (6) | 0.4740 (4) | 0.1592 (4) | 0.0195 (12) | |
H34A | 0.4688 | 0.4462 | 0.0957 | 0.023* | |
H34B | 0.5498 | 0.5348 | 0.1613 | 0.023* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Am1 | 0.00979 (9) | 0.01152 (7) | 0.00818 (9) | −0.00111 (9) | 0.00105 (6) | −0.00023 (8) |
O1 | 0.024 (2) | 0.0205 (19) | 0.018 (2) | 0.0043 (17) | 0.0036 (18) | 0.0028 (15) |
O2 | 0.012 (2) | 0.0222 (19) | 0.019 (2) | 0.0038 (16) | 0.0001 (16) | 0.0049 (15) |
O11 | 0.015 (2) | 0.035 (2) | 0.020 (2) | −0.0095 (18) | 0.0054 (18) | −0.0116 (17) |
O12 | 0.017 (2) | 0.0243 (19) | 0.015 (2) | −0.0068 (16) | 0.0047 (17) | −0.0068 (15) |
O21 | 0.015 (2) | 0.0195 (18) | 0.019 (2) | −0.0053 (16) | 0.0059 (17) | −0.0058 (15) |
O22 | 0.011 (2) | 0.0193 (18) | 0.0131 (19) | −0.0003 (15) | 0.0030 (16) | −0.0037 (14) |
O31 | 0.011 (2) | 0.0218 (18) | 0.016 (2) | 0.0002 (15) | 0.0018 (16) | −0.0035 (15) |
O32 | 0.011 (2) | 0.0182 (18) | 0.0146 (19) | −0.0010 (15) | 0.0046 (16) | −0.0030 (14) |
N1 | 0.012 (3) | 0.031 (3) | 0.016 (2) | −0.002 (2) | 0.001 (2) | −0.0092 (19) |
N2 | 0.013 (2) | 0.031 (3) | 0.015 (2) | 0.000 (2) | −0.0005 (19) | −0.008 (2) |
N3 | 0.013 (2) | 0.019 (2) | 0.011 (2) | −0.0008 (18) | −0.0059 (19) | −0.0038 (17) |
C1 | 0.015 (3) | 0.012 (2) | 0.015 (3) | 0.002 (2) | 0.003 (2) | −0.0002 (19) |
C11 | 0.019 (3) | 0.021 (3) | 0.013 (3) | −0.005 (2) | 0.000 (2) | −0.003 (2) |
C12 | 0.021 (3) | 0.030 (3) | 0.018 (3) | −0.010 (3) | 0.003 (2) | −0.011 (3) |
C13 | 0.022 (3) | 0.033 (3) | 0.016 (3) | −0.016 (3) | 0.002 (3) | −0.004 (2) |
C14 | 0.038 (4) | 0.027 (3) | 0.027 (4) | −0.011 (3) | −0.001 (3) | 0.004 (3) |
C21 | 0.013 (3) | 0.016 (3) | 0.012 (3) | 0.0000 (19) | 0.004 (2) | 0.0010 (18) |
C22 | 0.014 (3) | 0.012 (2) | 0.017 (3) | −0.006 (2) | 0.005 (2) | −0.004 (2) |
C23 | 0.018 (3) | 0.023 (3) | 0.019 (3) | 0.000 (2) | 0.009 (2) | −0.004 (2) |
C24 | 0.018 (3) | 0.021 (2) | 0.010 (3) | −0.004 (2) | 0.005 (2) | −0.002 (2) |
C31 | 0.012 (3) | 0.014 (2) | 0.010 (3) | −0.0032 (19) | 0.005 (2) | −0.0015 (18) |
C32 | 0.018 (3) | 0.018 (2) | 0.013 (3) | −0.001 (2) | 0.004 (2) | −0.004 (2) |
C33 | 0.041 (4) | 0.024 (3) | 0.026 (4) | 0.015 (3) | 0.002 (3) | −0.005 (2) |
C34 | 0.018 (3) | 0.023 (3) | 0.017 (3) | 0.005 (2) | −0.001 (2) | −0.008 (2) |
Geometric parameters (Å, º) top
Am1—O1 | 1.749 (4) | C12—C14 | 1.517 (8) |
Am1—O2 | 1.740 (4) | C12—H12A | 1.0000 |
Am1—O11 | 2.421 (4) | C13—C14 | 1.471 (9) |
Am1—O12 | 2.488 (4) | C13—H13A | 0.9900 |
Am1—O21 | 2.461 (4) | C13—H13B | 0.9900 |
Am1—O22 | 2.451 (4) | C14—H14A | 0.9900 |
Am1—O31 | 2.464 (4) | C14—H14B | 0.9900 |
Am1—O32 | 2.483 (3) | C21—C22 | 1.469 (7) |
O11—C11 | 1.263 (6) | C22—C24 | 1.526 (7) |
O12—C11 | 1.275 (7) | C22—C23 | 1.527 (7) |
O21—C21 | 1.274 (6) | C22—H22A | 1.0000 |
O22—C21 | 1.273 (6) | C23—C24 | 1.491 (8) |
O31—C31 | 1.272 (6) | C23—H23A | 0.9900 |
O32—C31 | 1.270 (6) | C23—H23B | 0.9900 |
N1—C1 | 1.331 (6) | C24—H24A | 0.9900 |
N1—H1A | 0.8800 | C24—H24B | 0.9900 |
N1—H1B | 0.8800 | C31—C32 | 1.479 (7) |
N2—C1 | 1.327 (7) | C32—C33 | 1.503 (8) |
N2—H2A | 0.8800 | C32—C34 | 1.512 (8) |
N2—H2B | 0.8800 | C32—H32A | 1.0000 |
N3—C1 | 1.321 (7) | C33—C34 | 1.483 (8) |
N3—H3A | 0.8800 | C33—H33A | 0.9900 |
N3—H3B | 0.8800 | C33—H33B | 0.9900 |
C11—C12 | 1.486 (8) | C34—H34A | 0.9900 |
C12—C13 | 1.500 (9) | C34—H34B | 0.9900 |
| | | |
O1—Am1—O2 | 178.85 (18) | C14—C13—C12 | 61.4 (4) |
O2—Am1—O11 | 92.93 (17) | C14—C13—H13A | 117.6 |
O1—Am1—O11 | 87.97 (17) | C12—C13—H13A | 117.6 |
O2—Am1—O22 | 86.99 (16) | C14—C13—H13B | 117.6 |
O1—Am1—O22 | 92.05 (16) | C12—C13—H13B | 117.6 |
O11—Am1—O22 | 174.70 (12) | H13A—C13—H13B | 114.7 |
O2—Am1—O21 | 88.88 (16) | C13—C14—C12 | 60.3 (4) |
O1—Am1—O21 | 90.04 (16) | C13—C14—H14A | 117.7 |
O11—Am1—O21 | 121.77 (12) | C12—C14—H14A | 117.7 |
O11—Am1—O12 | 53.09 (12) | C13—C14—H14B | 117.7 |
O21—Am1—O22 | 52.93 (12) | C12—C14—H14B | 117.7 |
O31—Am1—O32 | 52.55 (12) | H14A—C14—H14B | 114.9 |
O11—Am1—O32 | 66.94 (12) | O22—C21—O21 | 118.5 (5) |
O22—Am1—O31 | 66.72 (12) | O22—C21—C22 | 119.5 (5) |
O21—Am1—O12 | 68.81 (13) | O21—C21—C22 | 121.9 (4) |
O2—Am1—O31 | 91.69 (15) | C21—C22—C24 | 117.8 (5) |
O1—Am1—O31 | 88.51 (15) | C21—C22—C23 | 119.2 (4) |
O11—Am1—O31 | 118.57 (12) | C24—C22—C23 | 58.5 (3) |
O21—Am1—O31 | 119.54 (13) | C21—C22—H22A | 116.3 |
O2—Am1—O32 | 85.04 (15) | C24—C22—H22A | 116.3 |
O1—Am1—O32 | 95.97 (15) | C23—C22—H22A | 116.3 |
O22—Am1—O32 | 118.31 (12) | C24—C23—C22 | 60.7 (4) |
O21—Am1—O32 | 169.72 (11) | C24—C23—H23A | 117.7 |
O2—Am1—O12 | 88.61 (16) | C22—C23—H23A | 117.7 |
O1—Am1—O12 | 91.35 (16) | C24—C23—H23B | 117.7 |
O22—Am1—O12 | 121.62 (12) | C22—C23—H23B | 117.7 |
O31—Am1—O12 | 171.65 (13) | H23A—C23—H23B | 114.8 |
O32—Am1—O12 | 119.21 (13) | C23—C24—C22 | 60.8 (3) |
C11—O11—Am1 | 95.2 (3) | C23—C24—H24A | 117.7 |
C11—O12—Am1 | 91.7 (3) | C22—C24—H24A | 117.7 |
C21—O21—Am1 | 93.7 (3) | C23—C24—H24B | 117.7 |
C21—O22—Am1 | 94.2 (3) | C22—C24—H24B | 117.7 |
C31—O31—Am1 | 94.3 (3) | H24A—C24—H24B | 114.8 |
C31—O32—Am1 | 93.4 (3) | O32—C31—O31 | 119.0 (4) |
C1—N1—H1A | 120.0 | O32—C31—C32 | 121.8 (5) |
C1—N1—H1B | 120.0 | O31—C31—C32 | 119.2 (5) |
H1A—N1—H1B | 120.0 | C31—C32—C33 | 118.1 (5) |
C1—N2—H2A | 120.0 | C31—C32—C34 | 120.7 (5) |
C1—N2—H2B | 120.0 | C33—C32—C34 | 58.9 (4) |
H2A—N2—H2B | 120.0 | C31—C32—H32A | 115.7 |
C1—N3—H3A | 120.0 | C33—C32—H32A | 115.7 |
C1—N3—H3B | 120.0 | C34—C32—H32A | 115.7 |
H3A—N3—H3B | 120.0 | C34—C33—C32 | 60.8 (4) |
N3—C1—N2 | 119.8 (5) | C34—C33—H33A | 117.7 |
N3—C1—N1 | 121.2 (5) | C32—C33—H33A | 117.7 |
N2—C1—N1 | 119.0 (5) | C34—C33—H33B | 117.7 |
O11—C11—O12 | 119.7 (5) | C32—C33—H33B | 117.7 |
O11—C11—C12 | 120.3 (5) | H33A—C33—H33B | 114.8 |
O12—C11—C12 | 119.9 (5) | C33—C34—C32 | 60.2 (4) |
C11—C12—C13 | 118.7 (5) | C33—C34—H34A | 117.7 |
C11—C12—C14 | 117.2 (5) | C32—C34—H34A | 117.7 |
C13—C12—C14 | 58.3 (4) | C33—C34—H34B | 117.7 |
C11—C12—H12A | 116.6 | C32—C34—H34B | 117.7 |
C13—C12—H12A | 116.6 | H34A—C34—H34B | 114.9 |
C14—C12—H12A | 116.6 | | |
| | | |
O2—Am1—O11—C11 | −89.4 (4) | O22—Am1—O32—C31 | 7.1 (3) |
O1—Am1—O11—C11 | 89.9 (4) | O21—Am1—O32—C31 | 37.0 (8) |
O21—Am1—O11—C11 | 1.1 (4) | O31—Am1—O32—C31 | −5.0 (3) |
O31—Am1—O11—C11 | 177.1 (3) | O12—Am1—O32—C31 | 176.6 (3) |
O32—Am1—O11—C11 | −172.7 (4) | Am1—O11—C11—O12 | 6.0 (6) |
O12—Am1—O11—C11 | −3.3 (3) | Am1—O11—C11—C12 | −172.1 (5) |
O2—Am1—O12—C11 | 98.0 (3) | Am1—O12—C11—O11 | −5.8 (5) |
O1—Am1—O12—C11 | −83.1 (3) | Am1—O12—C11—C12 | 172.3 (5) |
O11—Am1—O12—C11 | 3.3 (3) | O11—C11—C12—C13 | −17.0 (9) |
O22—Am1—O12—C11 | −176.4 (3) | O12—C11—C12—C13 | 165.0 (5) |
O21—Am1—O12—C11 | −172.7 (3) | O11—C11—C12—C14 | 50.0 (8) |
O32—Am1—O12—C11 | 14.5 (4) | O12—C11—C12—C14 | −128.1 (6) |
O2—Am1—O21—C21 | −82.5 (3) | C11—C12—C13—C14 | 106.0 (6) |
O1—Am1—O21—C21 | 97.1 (3) | C11—C12—C14—C13 | −108.5 (6) |
O11—Am1—O21—C21 | −175.3 (3) | Am1—O22—C21—O21 | 8.0 (5) |
O22—Am1—O21—C21 | 4.6 (3) | Am1—O22—C21—C22 | −169.3 (4) |
O31—Am1—O21—C21 | 8.8 (3) | Am1—O21—C21—O22 | −8.0 (5) |
O32—Am1—O21—C21 | −28.8 (9) | Am1—O21—C21—C22 | 169.3 (4) |
O12—Am1—O21—C21 | −171.5 (3) | O22—C21—C22—C24 | 145.8 (5) |
O2—Am1—O22—C21 | 86.3 (3) | O21—C21—C22—C24 | −31.4 (7) |
O1—Am1—O22—C21 | −93.1 (3) | O22—C21—C22—C23 | −146.7 (5) |
O21—Am1—O22—C21 | −4.6 (3) | O21—C21—C22—C23 | 36.0 (8) |
O31—Am1—O22—C21 | 179.4 (3) | C21—C22—C23—C24 | −106.4 (6) |
O32—Am1—O22—C21 | 169.0 (3) | C21—C22—C24—C23 | 108.9 (5) |
O12—Am1—O22—C21 | −0.2 (3) | Am1—O32—C31—O31 | 8.8 (5) |
O2—Am1—O31—C31 | −77.4 (3) | Am1—O32—C31—C32 | −168.6 (4) |
O1—Am1—O31—C31 | 103.7 (3) | Am1—O31—C31—O32 | −8.9 (5) |
O11—Am1—O31—C31 | 16.8 (3) | Am1—O31—C31—C32 | 168.6 (4) |
O22—Am1—O31—C31 | −163.4 (3) | O32—C31—C32—C33 | 39.8 (7) |
O21—Am1—O31—C31 | −167.1 (3) | O31—C31—C32—C33 | −137.7 (5) |
O32—Am1—O31—C31 | 5.0 (3) | O32—C31—C32—C34 | −28.9 (8) |
O2—Am1—O32—C31 | 90.9 (3) | O31—C31—C32—C34 | 153.6 (5) |
O1—Am1—O32—C31 | −88.5 (3) | C31—C32—C33—C34 | −110.7 (5) |
O11—Am1—O32—C31 | −173.7 (3) | C31—C32—C34—C33 | 106.4 (6) |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N1—H1A···O22i | 0.88 | 2.19 | 2.922 (6) | 140 |
N2—H2A···O21 | 0.88 | 2.04 | 2.874 (6) | 157 |
N2—H2B···O32ii | 0.88 | 2.04 | 2.876 (6) | 159 |
N3—H3A···O12 | 0.88 | 2.03 | 2.904 (6) | 171 |
N3—H3B···O31i | 0.88 | 2.12 | 2.977 (6) | 164 |
Symmetry codes: (i) x+1/2, −y+3/2, z+1/2; (ii) x−1/2, −y+3/2, z+1/2. |