Nine hydrated complexes of Group 2 (alkaline earth) cations with organic ligands which are N-substituted amino acids containing the 6-amino-3,4-dihydro-3-methyl-5-nitroso-4-oxopyrimidin-2-yl group have been structurally characterized. The octahydrated calcium glycinate complex, where the six-coordinate Ca cation lies on an inversion centre in the space group
P, forms a finite (zero-dimensional) complex. The hexahydrated barium glycinate complex contains eight-coordinate Ba and it is isostructural with the known Sr analogue, and its one-dimensional coordination polymer takes the form of a simple chain. The octahydrated calcium and strontium threonine complexes are isostructural, with eight-coordinate cations lying on twofold rotation axes in the space group
C2: the one-dimensional coordination polymers take the form of a chain of spiro-fused rings and a similar chain of spiro-fused rings is found in the heptahydrated barium serine complex, although here the ten-coordinate cation lies in a general position. In the tetrahydrated strontium and barium glycylglycinate complexes, the eight-coordinate cations lie on twofold rotation axes in the space group
C2/
c, but in the Sr complex the coordination polymer is a chain of spiro-fused rings, while in the Ba complex the coordination polymer forms deeply puckered sheets. There are two types of Ca site in the hexahydrated calcium valine complex: one is eight coordinate and gives rise to a two-dimensional coordination polymer, while the other is seven coordinate forming a finite, zero-dimensional coordination complex. In the heptahydrated barium methionine complex, the coordination polymer is three dimensional. In all of the complexes, the coordination aggregates are further linked by an extensive series of hydrogen bonds.
Supporting information
CCDC references: 230832; 230833; 230834; 230835; 230836; 230837; 230838; 230839; 230840
For all compounds, data collection: Kappa-CCD server software (Nonius, 1997); cell refinement: DENZO-SMN (Otwinowski & Minor, 1997); data reduction: DENZO-SMN (Otwinowski & Minor, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997b); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: PLATON (Spek, 2003); software used to prepare material for publication: SHELXL97 (Sheldrick, 1997a) and PRPKAPPA (Ferguson, 1999).
(I) #Ca(py-gly)
2. 8(H
2O)
top
Crystal data top
C14H24CaN10O12·4(H2O) | Z = 1 |
Mr = 636.58 | F(000) = 334 |
Triclinic, P1 | Dx = 1.605 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 7.4540 (7) Å | Cell parameters from 2833 reflections |
b = 7.6148 (11) Å | θ = 2.9–27.0° |
c = 12.5939 (17) Å | µ = 0.33 mm−1 |
α = 95.850 (6)° | T = 120 K |
β = 97.040 (8)° | Lath, pink |
γ = 110.038 (8)° | 0.10 × 0.07 × 0.01 mm |
V = 658.52 (14) Å3 | |
Data collection top
Kappa-CCD diffractometer | 2833 independent reflections |
Radiation source: fine-focus sealed X-ray tube | 1311 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.103 |
ϕ scans, and ω scans with κ offsets | θmax = 27.0°, θmin = 2.9° |
Absorption correction: multi-scan DENZO-SMN (Otwinowski & Minor, 1997) | h = −9→9 |
Tmin = 0.963, Tmax = 0.998 | k = −9→9 |
5368 measured reflections | l = −16→16 |
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)] = 0.057 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.150 | H-atom parameters constrained |
S = 0.90 | w = 1/[σ2(Fo2) + (0.0574P)2] where P = (Fo2 + 2Fc2)/3 |
2833 reflections | (Δ/σ)max < 0.001 |
188 parameters | Δρmax = 0.39 e Å−3 |
0 restraints | Δρmin = −0.51 e Å−3 |
Crystal data top
C14H24CaN10O12·4(H2O) | γ = 110.038 (8)° |
Mr = 636.58 | V = 658.52 (14) Å3 |
Triclinic, P1 | Z = 1 |
a = 7.4540 (7) Å | Mo Kα radiation |
b = 7.6148 (11) Å | µ = 0.33 mm−1 |
c = 12.5939 (17) Å | T = 120 K |
α = 95.850 (6)° | 0.10 × 0.07 × 0.01 mm |
β = 97.040 (8)° | |
Data collection top
Kappa-CCD diffractometer | 2833 independent reflections |
Absorption correction: multi-scan DENZO-SMN (Otwinowski & Minor, 1997) | 1311 reflections with I > 2σ(I) |
Tmin = 0.963, Tmax = 0.998 | Rint = 0.103 |
5368 measured reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.057 | 0 restraints |
wR(F2) = 0.150 | H-atom parameters constrained |
S = 0.90 | Δρmax = 0.39 e Å−3 |
2833 reflections | Δρmin = −0.51 e Å−3 |
188 parameters | |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Ca1 | 0.5000 | 0.5000 | 0.5000 | 0.0224 (3) | |
N1 | 0.1464 (4) | 0.6740 (4) | 0.9192 (3) | 0.0207 (8) | |
C2 | −0.0348 (5) | 0.6066 (5) | 0.8681 (3) | 0.0190 (9) | |
N2 | −0.0766 (4) | 0.4935 (4) | 0.7736 (3) | 0.0225 (8) | |
C121 | 0.0710 (5) | 0.4482 (5) | 0.7239 (3) | 0.0237 (10) | |
C122 | 0.1635 (5) | 0.5834 (6) | 0.6486 (3) | 0.0247 (10) | |
O121 | 0.2939 (4) | 0.5489 (4) | 0.6072 (2) | 0.0311 (8) | |
O122 | 0.1071 (4) | 0.7171 (4) | 0.6330 (2) | 0.0292 (7) | |
N3 | −0.1861 (4) | 0.6406 (4) | 0.9076 (3) | 0.0186 (8) | |
C3 | −0.3839 (5) | 0.5626 (6) | 0.8454 (3) | 0.0259 (10) | |
C4 | −0.1558 (5) | 0.7495 (5) | 1.0078 (3) | 0.0203 (9) | |
O4 | −0.2925 (3) | 0.7746 (4) | 1.0436 (2) | 0.0292 (7) | |
C5 | 0.0419 (5) | 0.8280 (5) | 1.0657 (3) | 0.0203 (9) | |
N5 | 0.0640 (4) | 0.9379 (5) | 1.1596 (3) | 0.0246 (8) | |
O5 | 0.2372 (4) | 1.0115 (4) | 1.2156 (2) | 0.0272 (7) | |
C6 | 0.1858 (5) | 0.7826 (5) | 1.0155 (3) | 0.0216 (10) | |
N6 | 0.3677 (4) | 0.8490 (5) | 1.0660 (3) | 0.0256 (9) | |
O1 | 0.2418 (3) | 0.2450 (4) | 0.3919 (2) | 0.0263 (7) | |
O2 | 0.4387 (4) | 0.7072 (4) | 0.3833 (2) | 0.0271 (7) | |
O3 | 0.2328 (4) | 0.8914 (4) | 0.4647 (2) | 0.0381 (8) | |
O4W | 0.6811 (4) | 0.9173 (4) | 0.2596 (2) | 0.0357 (8) | |
H2 | −0.1976 | 0.4448 | 0.7401 | 0.027* | |
H12A | 0.0122 | 0.3186 | 0.6825 | 0.028* | |
H12B | 0.1736 | 0.4484 | 0.7819 | 0.028* | |
H3A | −0.4304 | 0.4241 | 0.8361 | 0.039* | |
H3B | −0.3836 | 0.6040 | 0.7742 | 0.039* | |
H3C | −0.4695 | 0.6078 | 0.8845 | 0.039* | |
H6A | 0.4571 | 0.8212 | 1.0359 | 0.031* | |
H6B | 0.3993 | 0.9210 | 1.1297 | 0.031* | |
H1X | 0.1211 | 0.2598 | 0.3806 | 0.032* | |
H1Y | 0.2507 | 0.1624 | 0.3338 | 0.032* | |
H2X | 0.5286 | 0.7725 | 0.3416 | 0.033* | |
H2Y | 0.3700 | 0.7771 | 0.4135 | 0.033* | |
H3X | 0.1768 | 0.8379 | 0.5223 | 0.046* | |
H3Y | 0.2269 | 1.0131 | 0.4674 | 0.046* | |
H4X | 0.7438 | 0.9011 | 0.2010 | 0.043* | |
H4Y | 0.7418 | 1.0436 | 0.2935 | 0.043* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Ca1 | 0.0213 (6) | 0.0253 (7) | 0.0219 (7) | 0.0101 (5) | 0.0052 (5) | 0.0017 (5) |
N1 | 0.0195 (18) | 0.0234 (19) | 0.020 (2) | 0.0097 (15) | 0.0036 (15) | −0.0014 (16) |
C2 | 0.020 (2) | 0.020 (2) | 0.020 (2) | 0.0086 (17) | 0.0068 (17) | 0.0050 (18) |
N2 | 0.0181 (17) | 0.029 (2) | 0.020 (2) | 0.0080 (15) | 0.0039 (14) | 0.0001 (16) |
C121 | 0.024 (2) | 0.025 (2) | 0.028 (3) | 0.0130 (18) | 0.0120 (18) | 0.0071 (19) |
C122 | 0.020 (2) | 0.027 (3) | 0.022 (3) | 0.0050 (19) | 0.0022 (18) | −0.003 (2) |
O121 | 0.0297 (16) | 0.0368 (18) | 0.0344 (19) | 0.0179 (14) | 0.0149 (14) | 0.0072 (15) |
O122 | 0.0295 (15) | 0.0314 (18) | 0.0337 (19) | 0.0161 (14) | 0.0130 (14) | 0.0089 (14) |
N3 | 0.0155 (16) | 0.0196 (18) | 0.021 (2) | 0.0073 (14) | 0.0020 (14) | 0.0013 (15) |
C3 | 0.016 (2) | 0.032 (3) | 0.028 (3) | 0.0070 (18) | 0.0024 (18) | 0.005 (2) |
C4 | 0.020 (2) | 0.020 (2) | 0.023 (2) | 0.0071 (18) | 0.0063 (18) | 0.0079 (18) |
O4 | 0.0221 (14) | 0.0385 (18) | 0.0306 (18) | 0.0155 (13) | 0.0086 (13) | 0.0010 (14) |
C5 | 0.017 (2) | 0.019 (2) | 0.027 (3) | 0.0090 (17) | 0.0054 (17) | 0.0041 (19) |
N5 | 0.0291 (19) | 0.025 (2) | 0.020 (2) | 0.0102 (16) | 0.0038 (16) | 0.0024 (16) |
O5 | 0.0240 (15) | 0.0319 (17) | 0.0220 (17) | 0.0091 (13) | −0.0025 (13) | −0.0006 (14) |
C6 | 0.017 (2) | 0.018 (2) | 0.028 (3) | 0.0040 (17) | 0.0029 (18) | 0.0061 (19) |
N6 | 0.0182 (18) | 0.033 (2) | 0.026 (2) | 0.0106 (15) | 0.0040 (15) | 0.0004 (17) |
O1 | 0.0246 (14) | 0.0304 (17) | 0.0249 (17) | 0.0127 (13) | 0.0026 (12) | −0.0002 (13) |
O2 | 0.0285 (15) | 0.0278 (17) | 0.0290 (18) | 0.0130 (13) | 0.0105 (13) | 0.0049 (14) |
O3 | 0.055 (2) | 0.0322 (18) | 0.041 (2) | 0.0249 (16) | 0.0237 (16) | 0.0128 (15) |
O4W | 0.0350 (16) | 0.0350 (19) | 0.0300 (19) | 0.0034 (14) | 0.0134 (14) | −0.0033 (15) |
Geometric parameters (Å, º) top
Ca1—O121 | 2.263 (3) | C3—H3A | 0.98 |
Ca1—O121i | 2.263 (3) | C3—H3B | 0.98 |
Ca1—O1i | 2.363 (3) | C3—H3C | 0.98 |
Ca1—O1 | 2.363 (3) | C4—O4 | 1.227 (4) |
Ca1—O2i | 2.379 (3) | C4—C5 | 1.451 (5) |
Ca1—O2 | 2.379 (3) | C5—N5 | 1.335 (5) |
N1—C2 | 1.321 (5) | C5—C6 | 1.430 (5) |
N1—C6 | 1.336 (5) | N5—O5 | 1.296 (4) |
C2—N2 | 1.331 (5) | C6—N6 | 1.323 (5) |
C2—N3 | 1.377 (4) | N6—H6A | 0.88 |
N2—C121 | 1.451 (4) | N6—H6B | 0.88 |
N2—H2 | 0.88 | O1—H1X | 0.94 |
C121—C122 | 1.520 (5) | O1—H1Y | 0.94 |
C121—H12A | 0.99 | O2—H2X | 0.94 |
C121—H12B | 0.99 | O2—H2Y | 0.94 |
C122—O121 | 1.247 (4) | O3—H3X | 0.94 |
C122—O122 | 1.251 (5) | O3—H3Y | 0.94 |
N3—C4 | 1.386 (5) | O4W—H4X | 0.94 |
N3—C3 | 1.471 (4) | O4W—H4Y | 0.94 |
| | | |
O121—Ca1—O121i | 180.000 (1) | C122—O121—Ca1 | 167.9 (3) |
O121—Ca1—O1i | 90.01 (9) | C2—N3—C4 | 120.7 (3) |
O121i—Ca1—O1i | 89.99 (9) | C2—N3—C3 | 121.3 (3) |
O121—Ca1—O1 | 89.99 (9) | C4—N3—C3 | 118.0 (3) |
O121i—Ca1—O1 | 90.01 (9) | N3—C3—H3A | 109.5 |
O1i—Ca1—O1 | 180.0 | N3—C3—H3B | 109.5 |
O121—Ca1—O2i | 88.20 (10) | H3A—C3—H3B | 109.5 |
O121i—Ca1—O2i | 91.80 (10) | N3—C3—H3C | 109.5 |
O1i—Ca1—O2i | 89.41 (9) | H3A—C3—H3C | 109.5 |
O1—Ca1—O2i | 90.59 (9) | H3B—C3—H3C | 109.5 |
O121—Ca1—O2 | 91.80 (10) | O4—C4—N3 | 120.1 (3) |
O121i—Ca1—O2 | 88.20 (10) | O4—C4—C5 | 123.4 (4) |
O1i—Ca1—O2 | 90.59 (9) | N3—C4—C5 | 116.5 (3) |
O1—Ca1—O2 | 89.41 (9) | N5—C5—C6 | 128.8 (3) |
O2i—Ca1—O2 | 180.00 (10) | N5—C5—C4 | 113.9 (3) |
C2—N1—C6 | 117.9 (3) | C6—C5—C4 | 117.3 (4) |
N1—C2—N2 | 118.3 (3) | O5—N5—C5 | 117.0 (3) |
N1—C2—N3 | 124.4 (3) | N6—C6—N1 | 117.4 (3) |
N2—C2—N3 | 117.2 (3) | N6—C6—C5 | 119.4 (4) |
C2—N2—C121 | 122.1 (3) | N1—C6—C5 | 123.2 (3) |
C2—N2—H2 | 119.0 | C6—N6—H6A | 120.0 |
C121—N2—H2 | 119.0 | C6—N6—H6B | 120.0 |
N2—C121—C122 | 114.2 (3) | H6A—N6—H6B | 120.0 |
N2—C121—H12A | 108.7 | Ca1—O1—H1X | 116.3 |
C122—C121—H12A | 108.7 | Ca1—O1—H1Y | 126.6 |
N2—C121—H12B | 108.7 | H1X—O1—H1Y | 110.1 |
C122—C121—H12B | 108.7 | Ca1—O2—H2X | 122.9 |
H12A—C121—H12B | 107.6 | Ca1—O2—H2Y | 111.6 |
O121—C122—O122 | 125.5 (4) | H2X—O2—H2Y | 114.6 |
O121—C122—C121 | 114.9 (4) | H3X—O3—H3Y | 107.8 |
O122—C122—C121 | 119.6 (3) | H4X—O4W—H4Y | 107.4 |
| | | |
C6—N1—C2—N2 | −178.0 (4) | C2—N3—C4—O4 | −177.9 (3) |
C6—N1—C2—N3 | 0.0 (6) | C3—N3—C4—O4 | 1.9 (5) |
N1—C2—N2—C121 | −2.1 (6) | C2—N3—C4—C5 | 1.7 (5) |
N3—C2—N2—C121 | 179.8 (3) | C3—N3—C4—C5 | −178.5 (3) |
C2—N2—C121—C122 | −90.3 (5) | O4—C4—C5—N5 | −3.0 (6) |
N2—C121—C122—O121 | 178.4 (3) | N3—C4—C5—N5 | 177.4 (3) |
N2—C121—C122—O122 | −1.3 (5) | O4—C4—C5—C6 | 178.2 (4) |
O122—C122—O121—Ca1 | −42.6 (15) | N3—C4—C5—C6 | −1.4 (5) |
C121—C122—O121—Ca1 | 137.7 (11) | C6—C5—N5—O5 | −1.7 (6) |
O1i—Ca1—O121—C122 | 116.5 (13) | C4—C5—N5—O5 | 179.6 (3) |
O1—Ca1—O121—C122 | −63.5 (13) | C2—N1—C6—N6 | 179.9 (3) |
O2i—Ca1—O121—C122 | −154.1 (13) | C2—N1—C6—C5 | 0.2 (6) |
O2—Ca1—O121—C122 | 25.9 (13) | N5—C5—C6—N6 | 2.2 (6) |
N1—C2—N3—C4 | −1.0 (6) | C4—C5—C6—N6 | −179.1 (4) |
N2—C2—N3—C4 | 177.0 (4) | N5—C5—C6—N1 | −178.2 (4) |
N1—C2—N3—C3 | 179.2 (4) | C4—C5—C6—N1 | 0.5 (6) |
N2—C2—N3—C3 | −2.8 (5) | | |
Symmetry code: (i) −x+1, −y+1, −z+1. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N2—H2···O2ii | 0.88 | 2.12 | 2.962 (4) | 159 |
N6—H6A···O4iii | 0.88 | 2.01 | 2.818 (4) | 152 |
N6—H6B···O5 | 0.88 | 1.96 | 2.613 (4) | 130 |
O1—H1X···O122ii | 0.94 | 1.76 | 2.698 (4) | 177 |
O1—H1Y···O5iv | 0.94 | 1.75 | 2.688 (4) | 172 |
O2—H2X···O4W | 0.94 | 1.80 | 2.733 (3) | 172 |
O2—H2Y···O3 | 0.94 | 1.70 | 2.635 (4) | 176 |
O3—H3X···O122 | 0.94 | 1.78 | 2.710 (4) | 169 |
O3—H3Y···O1v | 0.94 | 2.07 | 2.914 (4) | 149 |
O4W—H4X···O4vi | 0.94 | 2.06 | 2.880 (4) | 145 |
O4W—H4X···N5vi | 0.94 | 2.43 | 3.220 (4) | 141 |
O4W—H4Y···O122vii | 0.94 | 1.85 | 2.787 (4) | 172 |
Symmetry codes: (ii) −x, −y+1, −z+1; (iii) x+1, y, z; (iv) x, y−1, z−1; (v) x, y+1, z; (vi) x+1, y, z−1; (vii) −x+1, −y+2, −z+1. |
(II) # Ba(py-gly)
2·6(H
2O)
top
Crystal data top
C14H26BaN10O13·H2O | F(000) = 1400 |
Mr = 697.79 | Dx = 1.836 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 5709 reflections |
a = 24.9613 (4) Å | θ = 3.0–27.5° |
b = 6.9157 (1) Å | µ = 1.66 mm−1 |
c = 14.6427 (2) Å | T = 120 K |
β = 93.149 (1)° | Plate, yellow |
V = 2523.88 (6) Å3 | 0.42 × 0.36 × 0.08 mm |
Z = 4 | |
Data collection top
Kappa-CCD diffractometer | 5709 independent reflections |
Radiation source: fine-focus sealed X-ray tube | 5255 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.074 |
ϕ scans, and ω scans with κ offsets | θmax = 27.5°, θmin = 3.0° |
Absorption correction: multi-scan DENZO-SMN (Otwinowski & Minor, 1997) | h = −32→32 |
Tmin = 0.548, Tmax = 0.881 | k = −8→8 |
26202 measured reflections | l = −18→18 |
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)] = 0.078 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.208 | H-atom parameters constrained |
S = 1.19 | w = 1/[σ2(Fo2) + (0.0001P)2 + 84.2219P] where P = (Fo2 + 2Fc2)/3 |
5739 reflections | (Δ/σ)max = 0.001 |
354 parameters | Δρmax = 3.61 e Å−3 |
0 restraints | Δρmin = −4.21 e Å−3 |
Crystal data top
C14H26BaN10O13·H2O | V = 2523.88 (6) Å3 |
Mr = 697.79 | Z = 4 |
Monoclinic, P21/c | Mo Kα radiation |
a = 24.9613 (4) Å | µ = 1.66 mm−1 |
b = 6.9157 (1) Å | T = 120 K |
c = 14.6427 (2) Å | 0.42 × 0.36 × 0.08 mm |
β = 93.149 (1)° | |
Data collection top
Kappa-CCD diffractometer | 5709 independent reflections |
Absorption correction: multi-scan DENZO-SMN (Otwinowski & Minor, 1997) | 5255 reflections with I > 2σ(I) |
Tmin = 0.548, Tmax = 0.881 | Rint = 0.074 |
26202 measured reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.078 | 0 restraints |
wR(F2) = 0.208 | H-atom parameters constrained |
S = 1.19 | w = 1/[σ2(Fo2) + (0.0001P)2 + 84.2219P] where P = (Fo2 + 2Fc2)/3 |
5739 reflections | Δρmax = 3.61 e Å−3 |
354 parameters | Δρmin = −4.21 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Ba1 | 0.28290 (2) | 0.15712 (8) | 0.40763 (4) | 0.01888 (17) | |
N11 | 0.0197 (3) | 0.2742 (13) | 0.5389 (5) | 0.0230 (17) | |
C12 | 0.0508 (4) | 0.2492 (15) | 0.4676 (7) | 0.0227 (19) | |
N12 | 0.1031 (3) | 0.2668 (14) | 0.4842 (6) | 0.0272 (19) | |
C121 | 0.1288 (4) | 0.3121 (17) | 0.5734 (7) | 0.028 (2) | |
C122 | 0.1876 (4) | 0.3548 (15) | 0.5618 (7) | 0.025 (2) | |
O121 | 0.2049 (3) | 0.3486 (14) | 0.4846 (6) | 0.0367 (19) | |
O122 | 0.2148 (3) | 0.3955 (13) | 0.6343 (6) | 0.0361 (19) | |
C13 | 0.0689 (5) | 0.193 (2) | 0.3045 (8) | 0.037 (3) | |
N13 | 0.0315 (3) | 0.2104 (13) | 0.3803 (5) | 0.0232 (17) | |
C14 | −0.0234 (4) | 0.1826 (17) | 0.3593 (7) | 0.029 (2) | |
O14 | −0.0390 (3) | 0.1406 (15) | 0.2808 (5) | 0.043 (2) | |
C15 | −0.0580 (4) | 0.2084 (15) | 0.4343 (7) | 0.024 (2) | |
N15 | −0.1100 (3) | 0.1776 (14) | 0.4129 (6) | 0.0290 (19) | |
O15 | −0.1430 (3) | 0.2029 (14) | 0.4762 (6) | 0.041 (2) | |
C16 | −0.0339 (4) | 0.2567 (15) | 0.5230 (7) | 0.023 (2) | |
N16 | −0.0638 (4) | 0.2839 (16) | 0.5935 (7) | 0.036 (2) | |
N21 | 0.4570 (3) | −0.1253 (12) | 0.1756 (5) | 0.0219 (17) | |
C22 | 0.4304 (4) | −0.1476 (14) | 0.0969 (6) | 0.0197 (18) | |
N22 | 0.3784 (3) | −0.1054 (12) | 0.0892 (5) | 0.0204 (16) | |
C221 | 0.3502 (4) | −0.0397 (15) | 0.1675 (6) | 0.0220 (19) | |
C222 | 0.3302 (4) | −0.2007 (15) | 0.2291 (6) | 0.0211 (19) | |
O221 | 0.3181 (3) | −0.1531 (11) | 0.3080 (5) | 0.0284 (16) | |
O222 | 0.3252 (4) | −0.3676 (11) | 0.1962 (5) | 0.037 (2) | |
C23 | 0.4202 (4) | −0.2492 (16) | −0.0678 (6) | 0.027 (2) | |
N23 | 0.4533 (3) | −0.2130 (12) | 0.0163 (5) | 0.0198 (16) | |
C24 | 0.5076 (4) | −0.2567 (14) | 0.0174 (6) | 0.0204 (19) | |
O24 | 0.5274 (3) | −0.3210 (12) | −0.0523 (5) | 0.0301 (17) | |
C25 | 0.5388 (4) | −0.2191 (15) | 0.1021 (6) | 0.0218 (19) | |
N25 | 0.5909 (3) | −0.2507 (13) | 0.0981 (6) | 0.0266 (18) | |
O25 | 0.6215 (3) | −0.2189 (12) | 0.1707 (5) | 0.0299 (16) | |
C26 | 0.5096 (4) | −0.1528 (14) | 0.1798 (6) | 0.0203 (18) | |
N26 | 0.5374 (4) | −0.1197 (15) | 0.2577 (6) | 0.031 (2) | |
O1 | 0.2525 (3) | 0.3755 (12) | 0.2564 (5) | 0.0342 (18) | |
O2 | 0.3531 (3) | 0.1068 (13) | 0.5582 (5) | 0.0328 (18) | |
O3 | 0.3013 (3) | 0.5615 (11) | 0.4386 (5) | 0.0304 (16) | |
O4 | 0.2469 (3) | −0.1107 (15) | 0.5340 (6) | 0.044 (2) | |
O5 | 0.1944 (3) | −0.0024 (13) | 0.3132 (6) | 0.0388 (19) | |
O6 | 0.1579 (4) | −0.3867 (15) | 0.2901 (6) | 0.047 (2) | |
H12 | 0.1239 | 0.2501 | 0.4382 | 0.033* | |
H12A | 0.1253 | 0.2012 | 0.6154 | 0.033* | |
H12B | 0.1113 | 0.4257 | 0.6001 | 0.033* | |
H13A | 0.0913 | 0.0777 | 0.3142 | 0.056* | |
H13B | 0.0918 | 0.3079 | 0.3036 | 0.056* | |
H13C | 0.0480 | 0.1818 | 0.2460 | 0.056* | |
H16A | −0.0486 | 0.3120 | 0.6475 | 0.043* | |
H16B | −0.0989 | 0.2740 | 0.5865 | 0.043* | |
H22 | 0.3608 | −0.1176 | 0.0358 | 0.024* | |
H22A | 0.3191 | 0.0390 | 0.1452 | 0.026* | |
H22B | 0.3745 | 0.0457 | 0.2050 | 0.026* | |
H23A | 0.3928 | −0.3463 | −0.0559 | 0.040* | |
H23B | 0.4429 | −0.2967 | −0.1154 | 0.040* | |
H23C | 0.4027 | −0.1288 | −0.0883 | 0.040* | |
H26A | 0.5209 | −0.0800 | 0.3059 | 0.037* | |
H26B | 0.5724 | −0.1374 | 0.2614 | 0.037* | |
H11C | 0.2795 | 0.4410 | 0.2349 | 0.041* | |
H12D | 0.2315 | 0.3045 | 0.2110 | 0.041* | |
H21C | 0.3886 | 0.1322 | 0.5474 | 0.039* | |
H22D | 0.3582 | 0.0155 | 0.6014 | 0.039* | |
H31C | 0.3075 | 0.6608 | 0.3987 | 0.036* | |
H32D | 0.2719 | 0.6050 | 0.4772 | 0.036* | |
H41C | 0.2119 | −0.1490 | 0.5410 | 0.053* | |
H42D | 0.2678 | −0.1216 | 0.5870 | 0.053* | |
H51C | 0.1875 | −0.1461 | 0.3192 | 0.047* | |
H51D | 0.1976 | 0.0241 | 0.2532 | 0.047* | |
H61C | 0.1394 | −0.3681 | 0.2295 | 0.056* | |
H62D | 0.1898 | −0.4768 | 0.2937 | 0.056* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Ba1 | 0.0210 (3) | 0.0207 (3) | 0.0151 (3) | 0.0007 (2) | 0.00249 (18) | 0.0004 (2) |
N11 | 0.020 (4) | 0.031 (5) | 0.019 (4) | 0.000 (3) | 0.002 (3) | 0.002 (3) |
C12 | 0.024 (5) | 0.022 (5) | 0.022 (5) | −0.003 (4) | 0.000 (4) | 0.005 (4) |
N12 | 0.019 (4) | 0.043 (5) | 0.020 (4) | 0.002 (4) | 0.000 (3) | −0.001 (4) |
C121 | 0.028 (5) | 0.031 (6) | 0.023 (5) | 0.004 (4) | 0.000 (4) | 0.007 (4) |
C122 | 0.018 (4) | 0.021 (5) | 0.036 (5) | 0.004 (4) | 0.001 (4) | −0.004 (4) |
O121 | 0.025 (4) | 0.051 (5) | 0.035 (4) | 0.001 (4) | 0.007 (3) | −0.009 (4) |
O122 | 0.025 (4) | 0.047 (5) | 0.035 (4) | 0.000 (4) | −0.009 (3) | 0.001 (4) |
C13 | 0.031 (5) | 0.057 (8) | 0.025 (5) | −0.009 (5) | 0.010 (4) | −0.007 (5) |
N13 | 0.021 (4) | 0.034 (5) | 0.015 (4) | −0.002 (3) | 0.004 (3) | 0.002 (3) |
C14 | 0.025 (5) | 0.033 (6) | 0.028 (5) | −0.006 (4) | −0.002 (4) | 0.004 (4) |
O14 | 0.039 (4) | 0.071 (7) | 0.019 (4) | −0.009 (4) | −0.007 (3) | −0.001 (4) |
C15 | 0.021 (4) | 0.025 (5) | 0.024 (5) | −0.001 (4) | −0.005 (4) | 0.006 (4) |
N15 | 0.023 (4) | 0.031 (5) | 0.032 (5) | −0.003 (4) | −0.002 (3) | 0.001 (4) |
O15 | 0.026 (4) | 0.049 (5) | 0.049 (5) | −0.001 (4) | 0.005 (4) | 0.000 (4) |
C16 | 0.025 (5) | 0.022 (5) | 0.022 (5) | 0.002 (4) | −0.001 (4) | 0.003 (4) |
N16 | 0.021 (4) | 0.052 (6) | 0.034 (5) | −0.002 (4) | 0.006 (4) | −0.008 (5) |
N21 | 0.027 (4) | 0.023 (4) | 0.016 (4) | 0.004 (3) | 0.005 (3) | 0.001 (3) |
C22 | 0.028 (5) | 0.017 (4) | 0.015 (4) | −0.001 (4) | 0.009 (3) | 0.002 (3) |
N22 | 0.022 (4) | 0.025 (4) | 0.014 (3) | 0.002 (3) | 0.005 (3) | −0.002 (3) |
C221 | 0.023 (4) | 0.021 (5) | 0.022 (4) | 0.003 (4) | 0.010 (4) | −0.001 (4) |
C222 | 0.021 (4) | 0.025 (5) | 0.018 (4) | 0.004 (4) | 0.003 (3) | −0.002 (4) |
O221 | 0.041 (4) | 0.029 (4) | 0.016 (3) | 0.002 (3) | 0.007 (3) | 0.001 (3) |
O222 | 0.062 (6) | 0.022 (4) | 0.029 (4) | −0.010 (4) | 0.017 (4) | −0.006 (3) |
C23 | 0.034 (5) | 0.029 (6) | 0.017 (4) | 0.004 (4) | 0.004 (4) | −0.001 (4) |
N23 | 0.026 (4) | 0.020 (4) | 0.013 (3) | 0.000 (3) | 0.005 (3) | −0.003 (3) |
C24 | 0.033 (5) | 0.017 (4) | 0.012 (4) | 0.003 (4) | 0.010 (4) | −0.001 (3) |
O24 | 0.029 (4) | 0.039 (5) | 0.023 (4) | 0.005 (3) | 0.009 (3) | −0.005 (3) |
C25 | 0.020 (4) | 0.025 (5) | 0.022 (4) | 0.006 (4) | 0.009 (4) | 0.007 (4) |
N25 | 0.026 (4) | 0.025 (5) | 0.030 (4) | 0.004 (4) | 0.007 (3) | 0.006 (4) |
O25 | 0.020 (3) | 0.039 (4) | 0.031 (4) | 0.004 (3) | 0.003 (3) | 0.001 (3) |
C26 | 0.024 (4) | 0.017 (4) | 0.021 (4) | 0.004 (4) | 0.011 (4) | 0.005 (4) |
N26 | 0.027 (4) | 0.048 (6) | 0.018 (4) | 0.008 (4) | 0.004 (3) | −0.001 (4) |
O1 | 0.038 (4) | 0.035 (5) | 0.029 (4) | −0.011 (4) | 0.000 (3) | 0.005 (3) |
O2 | 0.024 (4) | 0.049 (5) | 0.026 (4) | −0.005 (3) | 0.004 (3) | 0.016 (4) |
O3 | 0.036 (4) | 0.030 (4) | 0.027 (4) | −0.002 (3) | 0.007 (3) | 0.000 (3) |
O4 | 0.030 (4) | 0.065 (6) | 0.037 (4) | −0.018 (4) | 0.000 (3) | 0.018 (4) |
O5 | 0.037 (4) | 0.041 (5) | 0.038 (4) | −0.007 (4) | −0.001 (4) | 0.000 (4) |
O6 | 0.037 (5) | 0.053 (6) | 0.049 (5) | 0.003 (4) | −0.008 (4) | −0.002 (5) |
Geometric parameters (Å, º) top
Ba1—O121 | 2.656 (8) | C22—N23 | 1.414 (11) |
Ba1—O1 | 2.752 (8) | N22—C221 | 1.450 (11) |
Ba1—O2 | 2.762 (7) | N22—H22 | 0.88 |
Ba1—O221 | 2.765 (7) | C221—C222 | 1.534 (13) |
Ba1—O5 | 2.771 (8) | C221—H22A | 0.99 |
Ba1—O4 | 2.802 (8) | C221—H22B | 0.99 |
Ba1—O25i | 2.837 (7) | C222—O222 | 1.254 (12) |
Ba1—O3 | 2.866 (8) | C222—O221 | 1.255 (11) |
Ba1—N25i | 3.220 (9) | C23—N23 | 1.466 (12) |
N11—C12 | 1.346 (12) | C23—H23A | 0.98 |
N11—C16 | 1.350 (12) | C23—H23B | 0.98 |
C12—N12 | 1.321 (12) | C23—H23C | 0.98 |
C12—N13 | 1.367 (12) | N23—C24 | 1.390 (12) |
N12—C121 | 1.458 (13) | C24—O24 | 1.240 (11) |
N12—H12 | 0.88 | C24—C25 | 1.451 (13) |
C121—C122 | 1.516 (14) | C25—N25 | 1.323 (12) |
C121—H12A | 0.99 | C25—C26 | 1.457 (12) |
C121—H12B | 0.99 | N25—O25 | 1.293 (11) |
C122—O121 | 1.233 (13) | N25—Ba1ii | 3.220 (9) |
C122—O122 | 1.259 (13) | O25—Ba1ii | 2.837 (7) |
C13—N13 | 1.493 (13) | C26—N26 | 1.323 (13) |
C13—H13A | 0.98 | N26—H26A | 0.88 |
C13—H13B | 0.98 | N26—H26B | 0.88 |
C13—H13C | 0.98 | O1—H11C | 0.8841 |
N13—C14 | 1.402 (13) | O1—H12D | 0.9597 |
C14—O14 | 1.227 (13) | O2—H21C | 0.9255 |
C14—C15 | 1.446 (15) | O2—H22D | 0.8979 |
C15—N15 | 1.334 (12) | O3—H31C | 0.9206 |
C15—C16 | 1.440 (13) | O3—H32D | 0.9965 |
N15—O15 | 1.285 (12) | O4—H41C | 0.9226 |
C16—N16 | 1.320 (13) | O4—H42D | 0.9147 |
N16—H16A | 0.88 | O5—H51C | 1.0132 |
N16—H16B | 0.88 | O5—H51D | 0.9046 |
N21—C22 | 1.308 (12) | O6—H61C | 0.9868 |
N21—C26 | 1.325 (12) | O6—H62D | 1.0088 |
C22—N22 | 1.329 (12) | | |
| | | |
O121—Ba1—O1 | 83.8 (3) | C16—C15—C14 | 118.4 (9) |
O121—Ba1—O2 | 99.9 (2) | O15—N15—C15 | 117.6 (9) |
O1—Ba1—O2 | 147.8 (2) | N16—C16—N11 | 116.7 (9) |
O121—Ba1—O221 | 150.7 (2) | N16—C16—C15 | 120.8 (9) |
O1—Ba1—O221 | 94.8 (2) | N11—C16—C15 | 122.5 (9) |
O2—Ba1—O221 | 96.8 (2) | C16—N16—H16A | 120.0 |
O121—Ba1—O5 | 80.1 (3) | C16—N16—H16B | 120.0 |
O1—Ba1—O5 | 68.9 (2) | H16A—N16—H16B | 120.0 |
O2—Ba1—O5 | 143.3 (2) | C22—N21—C26 | 118.6 (8) |
O221—Ba1—O5 | 72.3 (2) | N21—C22—N22 | 119.8 (8) |
O121—Ba1—O4 | 77.3 (3) | N21—C22—N23 | 124.3 (9) |
O1—Ba1—O4 | 144.1 (2) | N22—C22—N23 | 115.9 (8) |
O2—Ba1—O4 | 66.5 (2) | C22—N22—C221 | 121.0 (8) |
O221—Ba1—O4 | 87.6 (3) | C22—N22—H22 | 119.5 |
O5—Ba1—O4 | 77.9 (3) | C221—N22—H22 | 119.5 |
O121—Ba1—O25i | 132.3 (3) | N22—C221—C222 | 115.1 (8) |
O1—Ba1—O25i | 73.1 (2) | N22—C221—H22A | 108.5 |
O2—Ba1—O25i | 81.4 (2) | C222—C221—H22A | 108.5 |
O221—Ba1—O25i | 73.9 (2) | N22—C221—H22B | 108.5 |
O5—Ba1—O25i | 125.8 (2) | C222—C221—H22B | 108.5 |
O4—Ba1—O25i | 140.8 (2) | H22A—C221—H22B | 107.5 |
O121—Ba1—O3 | 64.0 (2) | O222—C222—O221 | 124.9 (10) |
O1—Ba1—O3 | 68.1 (2) | O222—C222—C221 | 118.1 (8) |
O2—Ba1—O3 | 84.7 (2) | O221—C222—C221 | 117.0 (9) |
O221—Ba1—O3 | 142.0 (2) | C222—O221—Ba1 | 142.1 (7) |
O5—Ba1—O3 | 125.7 (2) | N23—C23—H23A | 109.5 |
O4—Ba1—O3 | 126.5 (3) | N23—C23—H23B | 109.5 |
O25i—Ba1—O3 | 68.8 (2) | H23A—C23—H23B | 109.5 |
O121—Ba1—N25i | 130.8 (2) | N23—C23—H23C | 109.5 |
O1—Ba1—N25i | 95.6 (2) | H23A—C23—H23C | 109.5 |
O2—Ba1—N25i | 57.8 (2) | H23B—C23—H23C | 109.5 |
O221—Ba1—N25i | 78.5 (2) | C24—N23—C22 | 120.0 (8) |
O5—Ba1—N25i | 145.1 (2) | C24—N23—C23 | 118.5 (8) |
O4—Ba1—N25i | 119.9 (2) | C22—N23—C23 | 121.4 (8) |
O25i—Ba1—N25i | 23.6 (2) | O24—C24—N23 | 120.2 (9) |
O3—Ba1—N25i | 70.3 (2) | O24—C24—C25 | 123.3 (9) |
C12—N11—C16 | 117.6 (8) | N23—C24—C25 | 116.6 (8) |
N12—C12—N11 | 116.9 (9) | N25—C25—C24 | 114.5 (9) |
N12—C12—N13 | 119.0 (9) | N25—C25—C26 | 128.3 (9) |
N11—C12—N13 | 124.2 (9) | C24—C25—C26 | 117.2 (8) |
C12—N12—C121 | 124.6 (9) | O25—N25—C25 | 118.3 (9) |
C12—N12—H12 | 117.7 | O25—N25—Ba1ii | 61.3 (5) |
C121—N12—H12 | 117.7 | C25—N25—Ba1ii | 177.8 (7) |
N12—C121—C122 | 108.8 (8) | N25—O25—Ba1ii | 95.1 (5) |
N12—C121—H12A | 109.9 | N26—C26—N21 | 119.1 (9) |
C122—C121—H12A | 109.9 | N26—C26—C25 | 117.9 (9) |
N12—C121—H12B | 109.9 | N21—C26—C25 | 123.0 (9) |
C122—C121—H12B | 109.9 | C26—N26—H26A | 120.0 |
H12A—C121—H12B | 108.3 | C26—N26—H26B | 120.0 |
O121—C122—O122 | 125.5 (10) | H26A—N26—H26B | 120.0 |
O121—C122—C121 | 119.1 (9) | Ba1—O1—H11C | 112.7 |
O122—C122—C121 | 115.4 (9) | Ba1—O1—H12D | 113.1 |
C122—O121—Ba1 | 135.1 (7) | H11C—O1—H12D | 114.4 |
N13—C13—H13A | 109.5 | Ba1—O2—H21C | 114.3 |
N13—C13—H13B | 109.5 | Ba1—O2—H22D | 135.3 |
H13A—C13—H13B | 109.5 | H21C—O2—H22D | 98.8 |
N13—C13—H13C | 109.5 | Ba1—O3—H31C | 131.2 |
H13A—C13—H13C | 109.5 | Ba1—O3—H32D | 105.6 |
H13B—C13—H13C | 109.5 | H31C—O3—H32D | 106.8 |
C12—N13—C14 | 121.5 (8) | Ba1—O4—H41C | 127.1 |
C12—N13—C13 | 120.6 (8) | Ba1—O4—H42D | 115.2 |
C14—N13—C13 | 117.9 (8) | H41C—O4—H42D | 112.5 |
O14—C14—N13 | 119.6 (10) | Ba1—O5—H51C | 118.7 |
O14—C14—C15 | 124.6 (10) | Ba1—O5—H51D | 107.0 |
N13—C14—C15 | 115.7 (9) | H51C—O5—H51D | 107.9 |
N15—C15—C16 | 127.0 (10) | H61C—O6—H62D | 117.2 |
N15—C15—C14 | 114.5 (9) | | |
| | | |
C16—N11—C12—N12 | 180.0 (9) | C26—N21—C22—N23 | 4.7 (14) |
C16—N11—C12—N13 | 1.1 (15) | N21—C22—N22—C221 | −1.7 (14) |
N11—C12—N12—C121 | −0.4 (16) | N23—C22—N22—C221 | 179.1 (8) |
N13—C12—N12—C121 | 178.6 (10) | C22—N22—C221—C222 | −84.1 (11) |
C12—N12—C121—C122 | −170.1 (10) | N22—C221—C222—O222 | −20.0 (13) |
N12—C121—C122—O121 | 0.7 (14) | N22—C221—C222—O221 | 162.5 (9) |
N12—C121—C122—O122 | −179.7 (9) | O222—C222—O221—Ba1 | −150.4 (9) |
O122—C122—O121—Ba1 | 56.6 (17) | C221—C222—O221—Ba1 | 26.9 (15) |
C121—C122—O121—Ba1 | −123.8 (9) | O121—Ba1—O221—C222 | 100.1 (11) |
O1—Ba1—O121—C122 | −176.3 (11) | O1—Ba1—O221—C222 | 14.3 (11) |
O2—Ba1—O121—C122 | −28.6 (11) | O2—Ba1—O221—C222 | −135.6 (11) |
O221—Ba1—O121—C122 | 95.1 (11) | O5—Ba1—O221—C222 | 80.3 (11) |
O5—Ba1—O121—C122 | 114.1 (11) | O4—Ba1—O221—C222 | 158.4 (11) |
O4—Ba1—O121—C122 | 34.4 (10) | O25i—Ba1—O221—C222 | −56.6 (11) |
O25i—Ba1—O121—C122 | −115.9 (10) | O3—Ba1—O221—C222 | −45.6 (12) |
O3—Ba1—O121—C122 | −107.7 (11) | N25i—Ba1—O221—C222 | −80.5 (11) |
N25i—Ba1—O121—C122 | −84.3 (11) | N21—C22—N23—C24 | −0.6 (14) |
N12—C12—N13—C14 | 177.4 (10) | N22—C22—N23—C24 | 178.6 (9) |
N11—C12—N13—C14 | −3.7 (16) | N21—C22—N23—C23 | 175.2 (9) |
N12—C12—N13—C13 | −1.4 (15) | N22—C22—N23—C23 | −5.7 (13) |
N11—C12—N13—C13 | 177.4 (10) | C22—N23—C24—O24 | 177.3 (9) |
C12—N13—C14—O14 | −177.2 (11) | C23—N23—C24—O24 | 1.4 (14) |
C13—N13—C14—O14 | 1.7 (17) | C22—N23—C24—C25 | −4.0 (13) |
C12—N13—C14—C15 | 3.4 (15) | C23—N23—C24—C25 | −179.8 (9) |
C13—N13—C14—C15 | −177.7 (10) | O24—C24—C25—N25 | 2.9 (15) |
O14—C14—C15—N15 | 1.7 (17) | N23—C24—C25—N25 | −175.8 (9) |
N13—C14—C15—N15 | −178.8 (9) | O24—C24—C25—C26 | −176.9 (9) |
O14—C14—C15—C16 | 179.7 (11) | N23—C24—C25—C26 | 4.4 (13) |
N13—C14—C15—C16 | −0.9 (15) | C24—C25—N25—O25 | 179.4 (9) |
C16—C15—N15—O15 | 3.9 (17) | C26—C25—N25—O25 | −0.7 (16) |
C14—C15—N15—O15 | −178.3 (10) | C25—N25—O25—Ba1ii | 177.6 (8) |
C12—N11—C16—N16 | −179.2 (10) | C22—N21—C26—N26 | 176.1 (9) |
C12—N11—C16—C15 | 1.5 (15) | C22—N21—C26—C25 | −4.1 (14) |
N15—C15—C16—N16 | −3.1 (17) | N25—C25—C26—N26 | −0.5 (16) |
C14—C15—C16—N16 | 179.2 (10) | C24—C25—C26—N26 | 179.4 (9) |
N15—C15—C16—N11 | 176.1 (10) | N25—C25—C26—N21 | 179.7 (10) |
C14—C15—C16—N11 | −1.6 (15) | C24—C25—C26—N21 | −0.4 (14) |
C26—N21—C22—N22 | −174.4 (9) | | |
Symmetry codes: (i) −x+1, y+1/2, −z+1/2; (ii) −x+1, y−1/2, −z+1/2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N16—H16A···O14iii | 0.88 | 1.98 | 2.827 (13) | 161 |
N16—H16B···O15 | 0.88 | 1.97 | 2.608 (13) | 129 |
N22—H22···O3iv | 0.88 | 2.04 | 2.862 (10) | 156 |
N26—H26A···O24v | 0.88 | 2.18 | 2.837 (12) | 131 |
N26—H26B···O25 | 0.88 | 1.94 | 2.607 (12) | 131 |
O1—H11C···O222vi | 0.88 | 1.86 | 2.721 (12) | 165 |
O1—H12D···O122iv | 0.96 | 1.82 | 2.722 (12) | 156 |
O2—H21C···O24i | 0.93 | 2.11 | 3.030 (11) | 168 |
O2—H21C···N25i | 0.93 | 2.36 | 2.918 (11) | 118 |
O2—H22D···O222v | 0.90 | 1.94 | 2.731 (11) | 145 |
O3—H31C···O221vi | 0.92 | 1.88 | 2.796 (11) | 174 |
O3—H32D···O4vi | 1.00 | 2.24 | 3.024 (12) | 135 |
O4—H41C···O15vii | 0.92 | 1.76 | 2.667 (11) | 165 |
O4—H42D···O222v | 0.91 | 2.09 | 2.996 (12) | 171 |
O5—H51C···O6 | 1.01 | 1.86 | 2.824 (14 | 158 |
O5—H51D···O122iv | 0.91 | 1.90 | 2.795 (12) | 170 |
O6—H61C···N15viii | 0.99 | 2.20 | 3.174 (12) | 172 |
O6—H62D···O1ix | 1.01 | 1.97 | 2.941 (13) | 160 |
Symmetry codes: (i) −x+1, y+1/2, −z+1/2; (iii) x, −y+1/2, z+1/2; (iv) x, −y+1/2, z−1/2; (v) x, −y−1/2, z+1/2; (vi) x, y+1, z; (vii) −x, −y, −z+1; (viii) −x, y−1/2, −z+1/2; (ix) x, y−1, z. |
(III) # Ca(py-
threo)
2·6(H
2O
top
Crystal data top
C18H28CaN10O12·4(H2O) | F(000) = 724 |
Mr = 688.65 | Dx = 1.609 Mg m−3 |
Monoclinic, C2 | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: C 2y | Cell parameters from 3182 reflections |
a = 30.2259 (11) Å | θ = 3.0–27.4° |
b = 6.4043 (2) Å | µ = 0.32 mm−1 |
c = 7.3667 (3) Å | T = 120 K |
β = 94.610 (2)° | Plate, pink |
V = 1421.40 (9) Å3 | 0.24 × 0.24 × 0.04 mm |
Z = 2 | |
Data collection top
Kappa-CCD diffractometer | 3182 independent reflections |
Radiation source: fine-focus sealed X-ray tube | 2469 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.073 |
ϕ scans, and ω scans with κ offsets | θmax = 27.4°, θmin = 3.0° |
Absorption correction: multi-scan DENZO-SMN (Otwinowski & Minor, 1997) | h = −38→38 |
Tmin = 0.867, Tmax = 0.990 | k = −8→8 |
9010 measured reflections | l = −9→9 |
Refinement top
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.049 | H-atom parameters constrained |
wR(F2) = 0.096 | w = 1/[σ2(Fo2) + (0.0339P)2] where P = (Fo2 + 2Fc2)/3 |
S = 1.03 | (Δ/σ)max < 0.001 |
3182 reflections | Δρmax = 0.30 e Å−3 |
206 parameters | Δρmin = −0.33 e Å−3 |
1 restraint | Absolute structure: Flack (1983), 1412 Friedel pairs |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: −0.08 (5) |
Crystal data top
C18H28CaN10O12·4(H2O) | V = 1421.40 (9) Å3 |
Mr = 688.65 | Z = 2 |
Monoclinic, C2 | Mo Kα radiation |
a = 30.2259 (11) Å | µ = 0.32 mm−1 |
b = 6.4043 (2) Å | T = 120 K |
c = 7.3667 (3) Å | 0.24 × 0.24 × 0.04 mm |
β = 94.610 (2)° | |
Data collection top
Kappa-CCD diffractometer | 3182 independent reflections |
Absorption correction: multi-scan DENZO-SMN (Otwinowski & Minor, 1997) | 2469 reflections with I > 2σ(I) |
Tmin = 0.867, Tmax = 0.990 | Rint = 0.073 |
9010 measured reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.049 | H-atom parameters constrained |
wR(F2) = 0.096 | Δρmax = 0.30 e Å−3 |
S = 1.03 | Δρmin = −0.33 e Å−3 |
3182 reflections | Absolute structure: Flack (1983), 1412 Friedel pairs |
206 parameters | Absolute structure parameter: −0.08 (5) |
1 restraint | |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Ca1 | 1.0000 | 0.23325 (12) | 0.5000 | 0.0152 (2) | |
N1 | 0.80400 (7) | 0.7798 (4) | 0.2875 (3) | 0.0150 (5) | |
C2 | 0.83047 (8) | 0.7773 (5) | 0.1529 (3) | 0.0139 (6) | |
N2 | 0.87444 (7) | 0.7755 (4) | 0.1953 (3) | 0.0156 (5) | |
C21 | 0.89310 (8) | 0.7782 (5) | 0.3845 (4) | 0.0141 (6) | |
C22 | 0.90594 (9) | 0.5593 (4) | 0.4570 (4) | 0.0159 (6) | |
O21 | 0.94321 (6) | 0.4799 (3) | 0.3682 (3) | 0.0173 (5) | |
C23 | 0.86750 (9) | 0.4052 (5) | 0.4443 (4) | 0.0198 (7) | |
C24 | 0.93285 (9) | 0.9259 (4) | 0.4113 (4) | 0.0157 (7) | |
O22 | 0.94650 (7) | 0.9676 (3) | 0.5730 (3) | 0.0206 (5) | |
O23 | 0.95003 (6) | 1.0024 (3) | 0.2762 (3) | 0.0194 (5) | |
N3 | 0.81585 (7) | 0.7775 (4) | −0.0295 (3) | 0.0145 (5) | |
C3 | 0.84744 (9) | 0.7775 (5) | −0.1707 (4) | 0.0184 (6) | |
C4 | 0.77063 (8) | 0.7760 (5) | −0.0850 (3) | 0.0143 (6) | |
O4 | 0.75843 (6) | 0.7758 (4) | −0.2471 (2) | 0.0231 (5) | |
C5 | 0.74062 (8) | 0.7752 (5) | 0.0603 (3) | 0.0137 (6) | |
N5 | 0.69742 (7) | 0.7761 (4) | 0.0010 (3) | 0.0172 (5) | |
O5 | 0.66907 (6) | 0.7746 (3) | 0.1243 (2) | 0.0206 (5) | |
C6 | 0.75991 (8) | 0.7761 (5) | 0.2456 (3) | 0.0148 (6) | |
N6 | 0.73384 (7) | 0.7724 (4) | 0.3809 (3) | 0.0196 (6) | |
O1 | 1.02434 (6) | 0.3724 (3) | 0.2231 (3) | 0.0191 (5) | |
O2 | 0.91546 (6) | 0.2882 (3) | 0.0294 (2) | 0.0195 (5) | |
O3 | 1.04686 (7) | 0.7819 (4) | 0.0791 (3) | 0.0379 (6) | |
H2 | 0.8925 | 0.7726 | 0.1073 | 0.019* | |
H21 | 0.8696 | 0.8330 | 0.4600 | 0.017* | |
H22 | 0.9159 | 0.5751 | 0.5891 | 0.019* | |
H21A | 0.9358 | 0.4437 | 0.2639 | 0.021* | |
H23A | 0.8587 | 0.3748 | 0.3161 | 0.030* | |
H23B | 0.8423 | 0.4658 | 0.5014 | 0.030* | |
H23C | 0.8767 | 0.2757 | 0.5074 | 0.030* | |
H3A | 0.8312 | 0.7685 | −0.2910 | 0.028* | |
H3B | 0.8674 | 0.6574 | −0.1528 | 0.028* | |
H3C | 0.8648 | 0.9068 | −0.1625 | 0.028* | |
H6A | 0.7455 | 0.7725 | 0.4944 | 0.024* | |
H6B | 0.7048 | 0.7699 | 0.3578 | 0.024* | |
H11 | 1.0458 | 0.3151 | 0.1450 | 0.023* | |
H12 | 1.0148 | 0.5068 | 0.1741 | 0.023* | |
H21B | 0.8888 | 0.2854 | −0.0115 | 0.023* | |
H22B | 0.9225 | 0.1837 | 0.0948 | 0.023* | |
H31 | 1.0363 | 0.8700 | −0.0223 | 0.045* | |
H32 | 1.0489 | 0.8559 | 0.1943 | 0.045* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Ca1 | 0.0140 (4) | 0.0166 (5) | 0.0152 (4) | 0.000 | 0.0013 (3) | 0.000 |
N1 | 0.0117 (11) | 0.0199 (14) | 0.0133 (11) | 0.0006 (11) | 0.0000 (9) | −0.0046 (12) |
C2 | 0.0159 (14) | 0.0113 (15) | 0.0140 (13) | 0.0020 (12) | −0.0010 (10) | 0.0010 (13) |
N2 | 0.0136 (12) | 0.0190 (14) | 0.0143 (11) | 0.0008 (11) | 0.0024 (9) | −0.0020 (12) |
C21 | 0.0140 (14) | 0.0154 (16) | 0.0128 (13) | 0.0016 (13) | 0.0013 (10) | 0.0001 (13) |
C22 | 0.0174 (16) | 0.0140 (15) | 0.0169 (16) | 0.0017 (12) | 0.0044 (13) | −0.0006 (12) |
O21 | 0.0158 (11) | 0.0194 (11) | 0.0171 (11) | 0.0037 (9) | 0.0025 (9) | −0.0028 (10) |
C23 | 0.0200 (17) | 0.0165 (16) | 0.0231 (18) | −0.0007 (13) | 0.0036 (13) | 0.0005 (13) |
C24 | 0.0148 (16) | 0.0104 (15) | 0.0220 (17) | 0.0017 (11) | 0.0018 (13) | −0.0006 (13) |
O22 | 0.0226 (11) | 0.0184 (11) | 0.0201 (12) | −0.0046 (9) | −0.0025 (9) | −0.0029 (10) |
O23 | 0.0163 (11) | 0.0207 (12) | 0.0212 (12) | −0.0004 (9) | 0.0021 (9) | 0.0023 (10) |
N3 | 0.0155 (12) | 0.0156 (13) | 0.0125 (11) | −0.0005 (11) | 0.0017 (9) | −0.0009 (11) |
C3 | 0.0215 (15) | 0.0228 (17) | 0.0118 (13) | −0.0013 (14) | 0.0071 (11) | −0.0012 (14) |
C4 | 0.0157 (14) | 0.0123 (15) | 0.0146 (14) | 0.0024 (12) | −0.0004 (11) | 0.0025 (13) |
O4 | 0.0212 (10) | 0.0346 (14) | 0.0128 (10) | 0.0007 (11) | −0.0028 (8) | −0.0002 (11) |
C5 | 0.0141 (14) | 0.0125 (15) | 0.0144 (13) | −0.0009 (12) | 0.0002 (10) | −0.0023 (13) |
N5 | 0.0152 (12) | 0.0162 (14) | 0.0202 (12) | −0.0011 (11) | 0.0008 (10) | 0.0007 (12) |
O5 | 0.0169 (10) | 0.0260 (12) | 0.0186 (10) | 0.0011 (10) | 0.0006 (8) | −0.0005 (10) |
C6 | 0.0186 (15) | 0.0124 (15) | 0.0133 (14) | 0.0002 (13) | 0.0011 (11) | −0.0008 (13) |
N6 | 0.0140 (12) | 0.0310 (15) | 0.0137 (11) | 0.0031 (13) | 0.0003 (9) | −0.0008 (13) |
O1 | 0.0200 (11) | 0.0206 (12) | 0.0175 (11) | 0.0014 (9) | 0.0074 (9) | 0.0011 (9) |
O2 | 0.0163 (10) | 0.0241 (12) | 0.0177 (10) | 0.0015 (9) | −0.0004 (8) | 0.0022 (10) |
O3 | 0.0519 (15) | 0.0357 (16) | 0.0262 (12) | −0.0136 (12) | 0.0042 (10) | −0.0055 (12) |
Geometric parameters (Å, º) top
Ca1—O1 | 2.395 (2) | C24—O22 | 1.258 (3) |
Ca1—O22i | 2.437 (2) | C24—O23 | 1.259 (3) |
Ca1—O21 | 2.473 (2) | N3—C4 | 1.395 (3) |
Ca1—O23i | 2.605 (2) | N3—C3 | 1.467 (3) |
Ca1—C24i | 2.865 (3) | C3—H3A | 0.98 |
N1—C2 | 1.323 (3) | C3—H3B | 0.98 |
N1—C6 | 1.344 (3) | C3—H3C | 0.98 |
C2—N2 | 1.341 (3) | C4—O4 | 1.221 (3) |
C2—N3 | 1.380 (3) | C4—C5 | 1.458 (4) |
N2—C21 | 1.461 (3) | C5—N5 | 1.343 (3) |
N2—H2 | 0.88 | C5—C6 | 1.440 (3) |
C21—C24 | 1.529 (4) | N5—O5 | 1.298 (3) |
C21—C22 | 1.539 (4) | C6—N6 | 1.320 (3) |
C21—H21 | 1.00 | N6—H6A | 0.88 |
C22—O21 | 1.440 (3) | N6—H6B | 0.88 |
C22—C23 | 1.522 (4) | O1—H11 | 0.97 |
C22—H22 | 1.00 | O1—H12 | 0.97 |
O21—H21A | 0.8173 | O2—H21B | 0.84 |
C23—H23A | 0.98 | O2—H22B | 0.84 |
C23—H23B | 0.98 | O3—H31 | 0.97 |
C23—H23C | 0.98 | O3—H32 | 0.97 |
| | | |
O1ii—Ca1—O1 | 136.32 (10) | C21—C22—H22 | 107.0 |
O1—Ca1—O22i | 134.61 (7) | C22—O21—Ca1 | 126.22 (17) |
O1—Ca1—O22iii | 79.46 (7) | C22—O21—H21A | 111.2 |
O22i—Ca1—O22iii | 91.44 (10) | Ca1—O21—H21A | 108.5 |
O1—Ca1—O21ii | 81.12 (7) | C22—C23—H23A | 109.5 |
O1ii—Ca1—O21 | 81.12 (7) | C22—C23—H23B | 109.5 |
O1—Ca1—O21 | 71.29 (7) | H23A—C23—H23B | 109.5 |
O22i—Ca1—O21 | 94.63 (7) | C22—C23—H23C | 109.5 |
O22iii—Ca1—O21 | 144.22 (7) | H23A—C23—H23C | 109.5 |
O21ii—Ca1—O21 | 100.60 (10) | H23B—C23—H23C | 109.5 |
O1ii—Ca1—O23i | 123.23 (6) | O22—C24—O23 | 122.8 (3) |
O1—Ca1—O23i | 82.77 (7) | O22—C24—C21 | 116.6 (3) |
O22i—Ca1—O23i | 51.84 (6) | O23—C24—C21 | 120.6 (3) |
O22iii—Ca1—O23i | 79.94 (7) | C2—N3—C4 | 121.0 (2) |
O21ii—Ca1—O23i | 163.70 (6) | C2—N3—C3 | 120.9 (2) |
O21—Ca1—O23i | 76.42 (6) | C4—N3—C3 | 118.1 (2) |
O1ii—Ca1—O23iii | 82.77 (7) | N3—C3—H3A | 109.5 |
O1—Ca1—O23iii | 123.23 (6) | N3—C3—H3B | 109.5 |
O22i—Ca1—O23iii | 79.94 (7) | H3A—C3—H3B | 109.5 |
O22iii—Ca1—O23iii | 51.84 (6) | N3—C3—H3C | 109.5 |
O21ii—Ca1—O23iii | 76.42 (6) | H3A—C3—H3C | 109.5 |
O21—Ca1—O23iii | 163.70 (6) | H3B—C3—H3C | 109.5 |
O23i—Ca1—O23iii | 110.85 (9) | O4—C4—N3 | 119.9 (2) |
C2—N1—C6 | 118.4 (2) | O4—C4—C5 | 124.2 (2) |
N1—C2—N2 | 118.3 (2) | N3—C4—C5 | 116.0 (2) |
N1—C2—N3 | 124.3 (2) | N5—C5—C6 | 128.1 (2) |
N2—C2—N3 | 117.4 (2) | N5—C5—C4 | 114.0 (2) |
C2—N2—C21 | 121.4 (2) | C6—C5—C4 | 117.9 (2) |
C2—N2—H2 | 119.3 | O5—N5—C5 | 116.8 (2) |
C21—N2—H2 | 119.3 | N6—C6—N1 | 117.9 (2) |
N2—C21—C24 | 111.7 (2) | N6—C6—C5 | 119.7 (2) |
N2—C21—C22 | 112.8 (2) | N1—C6—C5 | 122.4 (2) |
C24—C21—C22 | 110.2 (2) | C6—N6—H6A | 120.0 |
N2—C21—H21 | 107.3 | C6—N6—H6B | 120.0 |
C24—C21—H21 | 107.3 | H6A—N6—H6B | 120.0 |
C22—C21—H21 | 107.3 | Ca1—O1—H11 | 128.9 |
O21—C22—C23 | 111.4 (2) | Ca1—O1—H12 | 123.1 |
O21—C22—C21 | 110.4 (2) | H11—O1—H12 | 107.9 |
C23—C22—C21 | 113.6 (2) | H21B—O2—H22B | 112.3 |
O21—C22—H22 | 107.0 | H31—O3—H32 | 112.5 |
C23—C22—H22 | 107.0 | | |
| | | |
C6—N1—C2—N2 | −178.3 (3) | O23—C24—O22—Ca1iv | 6.1 (3) |
C6—N1—C2—N3 | 2.1 (4) | C21—C24—O22—Ca1iv | −172.8 (2) |
N1—C2—N2—C21 | −0.6 (4) | O22—C24—O23—Ca1iv | −5.7 (3) |
N3—C2—N2—C21 | 179.1 (2) | C21—C24—O23—Ca1iv | 173.2 (2) |
C2—N2—C21—C24 | −137.7 (3) | N1—C2—N3—C4 | −1.4 (4) |
C2—N2—C21—C22 | 97.6 (3) | N2—C2—N3—C4 | 179.0 (2) |
N2—C21—C22—O21 | 68.5 (3) | N1—C2—N3—C3 | 179.1 (3) |
C24—C21—C22—O21 | −57.0 (3) | N2—C2—N3—C3 | −0.5 (4) |
N2—C21—C22—C23 | −57.4 (3) | C2—N3—C4—O4 | −179.8 (3) |
C24—C21—C22—C23 | 177.0 (2) | C3—N3—C4—O4 | −0.4 (4) |
C23—C22—O21—Ca1 | −82.1 (3) | C2—N3—C4—C5 | 0.3 (4) |
C21—C22—O21—Ca1 | 150.76 (17) | C3—N3—C4—C5 | 179.8 (3) |
O1ii—Ca1—O21—C22 | −23.3 (2) | O4—C4—C5—N5 | −0.6 (4) |
O1—Ca1—O21—C22 | −169.0 (2) | N3—C4—C5—N5 | 179.3 (2) |
O22i—Ca1—O21—C22 | 55.2 (2) | O4—C4—C5—C6 | −179.9 (3) |
O22iii—Ca1—O21—C22 | 154.15 (19) | N3—C4—C5—C6 | 0.0 (4) |
O21ii—Ca1—O21—C22 | −92.3 (2) | C6—C5—N5—O5 | −1.1 (4) |
O23i—Ca1—O21—C22 | 104.1 (2) | C4—C5—N5—O5 | 179.7 (2) |
O23iii—Ca1—O21—C22 | −14.5 (4) | C2—N1—C6—N6 | 178.0 (3) |
C24i—Ca1—O21—C22 | 78.8 (2) | C2—N1—C6—C5 | −1.7 (4) |
N2—C21—C24—O22 | 168.0 (2) | N5—C5—C6—N6 | 1.8 (5) |
C22—C21—C24—O22 | −65.8 (3) | C4—C5—C6—N6 | −179.0 (3) |
N2—C21—C24—O23 | −10.9 (4) | N5—C5—C6—N1 | −178.4 (3) |
C22—C21—C24—O23 | 115.3 (3) | C4—C5—C6—N1 | 0.7 (4) |
Symmetry codes: (i) x, y−1, z; (ii) −x+2, y, −z+1; (iii) −x+2, y−1, −z+1; (iv) x, y+1, z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N2—H2···O3v | 0.88 | 2.37 | 3.243 (3) | 168 |
O21—H21A···O2 | 0.82 | 2.04 | 2.846 (3) | 167 |
N6—H6A···O4vi | 0.88 | 1.91 | 2.781 (3) | 168 |
N6—H6B···O5 | 0.88 | 1.95 | 2.609 (3) | 130 |
O1—H11···O2v | 0.97 | 1.82 | 2.758 (3) | 162 |
O1—H12···O3 | 0.97 | 2.16 | 2.931 (3) | 136 |
O2—H21B···N5vii | 0.84 | 2.61 | 3.402 (3) | 157 |
O2—H21B···O5vii | 0.84 | 1.88 | 2.711 (3) | 175 |
O2—H22B···O23i | 0.84 | 1.91 | 2.727 (3) | 164 |
O3—H31···O23v | 0.97 | 2.12 | 2.982 (3) | 147 |
O3—H32···O22ii | 0.97 | 1.85 | 2.818 (3) | 174 |
Symmetry codes: (i) x, y−1, z; (ii) −x+2, y, −z+1; (v) −x+2, y, −z; (vi) x, y, z+1; (vii) −x+3/2, y−1/2, −z. |
(IV) # Sr(py-
threo)
2·6(H
2O)
top
Crystal data top
C18H28N10O12Sr·4(H2O) | F(000) = 760 |
Mr = 736.19 | Dx = 1.673 Mg m−3 |
Monoclinic, C2 | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: C 2y | Cell parameters from 3314 reflections |
a = 30.6420 (5) Å | θ = 3.0–27.5° |
b = 6.4888 (1) Å | µ = 1.94 mm−1 |
c = 7.3733 (1) Å | T = 120 K |
β = 94.4319 (9)° | Block, red |
V = 1461.65 (4) Å3 | 0.70 × 0.50 × 0.25 mm |
Z = 2 | |
Data collection top
Kappa-CCD diffractometer | 3314 independent reflections |
Radiation source: fine-focus sealed X-ray tube | 3291 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.062 |
ϕ scans, and ω scans with κ offsets | θmax = 27.5°, θmin = 3.0° |
Absorption correction: multi-scan DENZO-SMN (Otwinowski & Minor, 1997) | h = −39→39 |
Tmin = 0.331, Tmax = 0.618 | k = −8→8 |
9899 measured reflections | l = −9→9 |
Refinement top
Refinement on F2 | Hydrogen site location: inferred from neighbouring sites |
Least-squares matrix: full | H-atom parameters constrained |
R[F2 > 2σ(F2)] = 0.028 | w = 1/[σ2(Fo2) + (0.030P)2 + 1.5757P] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.069 | (Δ/σ)max < 0.001 |
S = 1.04 | Δρmax = 0.33 e Å−3 |
3314 reflections | Δρmin = −0.46 e Å−3 |
209 parameters | Extinction correction: SHELXL, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
1 restraint | Extinction coefficient: 0.0164 (8) |
Primary atom site location: structure-invariant direct methods | Absolute structure: Flack (1983), 1486 Friedel pairs |
Secondary atom site location: difference Fourier map | Absolute structure parameter: −0.017 (4) |
Crystal data top
C18H28N10O12Sr·4(H2O) | V = 1461.65 (4) Å3 |
Mr = 736.19 | Z = 2 |
Monoclinic, C2 | Mo Kα radiation |
a = 30.6420 (5) Å | µ = 1.94 mm−1 |
b = 6.4888 (1) Å | T = 120 K |
c = 7.3733 (1) Å | 0.70 × 0.50 × 0.25 mm |
β = 94.4319 (9)° | |
Data collection top
Kappa-CCD diffractometer | 3314 independent reflections |
Absorption correction: multi-scan DENZO-SMN (Otwinowski & Minor, 1997) | 3291 reflections with I > 2σ(I) |
Tmin = 0.331, Tmax = 0.618 | Rint = 0.062 |
9899 measured reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.028 | H-atom parameters constrained |
wR(F2) = 0.069 | Δρmax = 0.33 e Å−3 |
S = 1.04 | Δρmin = −0.46 e Å−3 |
3314 reflections | Absolute structure: Flack (1983), 1486 Friedel pairs |
209 parameters | Absolute structure parameter: −0.017 (4) |
1 restraint | |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Sr1 | 1.0000 | 0.23593 (4) | 0.5000 | 0.01060 (9) | |
N1 | 0.80277 (6) | 0.7783 (3) | 0.2882 (2) | 0.0122 (5) | |
C2 | 0.82900 (8) | 0.7767 (3) | 0.1539 (3) | 0.0106 (5) | |
N2 | 0.87241 (6) | 0.7763 (3) | 0.1953 (2) | 0.0112 (5) | |
C21 | 0.89087 (7) | 0.7765 (3) | 0.3847 (3) | 0.0094 (5) | |
C22 | 0.90356 (7) | 0.5601 (4) | 0.4523 (3) | 0.0105 (4) | |
O21 | 0.93974 (6) | 0.4847 (3) | 0.3579 (2) | 0.0133 (4) | |
C23 | 0.86599 (8) | 0.4069 (4) | 0.4423 (3) | 0.0165 (5) | |
C24 | 0.93010 (8) | 0.9208 (4) | 0.4128 (3) | 0.0108 (5) | |
O22 | 0.94370 (6) | 0.9566 (3) | 0.5748 (2) | 0.0164 (4) | |
O23 | 0.94686 (6) | 0.9987 (3) | 0.2770 (2) | 0.0141 (4) | |
N3 | 0.81494 (6) | 0.7757 (3) | −0.0284 (2) | 0.0111 (5) | |
C3 | 0.84617 (8) | 0.7747 (4) | −0.1695 (3) | 0.0168 (6) | |
C4 | 0.77006 (8) | 0.7744 (3) | −0.0844 (3) | 0.0112 (5) | |
O4 | 0.75828 (6) | 0.7731 (3) | −0.2462 (2) | 0.0200 (5) | |
C5 | 0.74059 (7) | 0.7729 (3) | 0.0610 (3) | 0.0107 (5) | |
N5 | 0.69792 (6) | 0.7731 (3) | 0.0035 (3) | 0.0136 (5) | |
O5 | 0.66992 (5) | 0.7715 (3) | 0.1253 (2) | 0.0176 (5) | |
C6 | 0.75930 (8) | 0.7738 (3) | 0.2478 (3) | 0.0122 (5) | |
N6 | 0.73364 (6) | 0.7691 (4) | 0.3816 (2) | 0.0171 (6) | |
O1 | 1.02665 (6) | 0.3831 (3) | 0.2097 (2) | 0.0178 (4) | |
O2 | 0.91260 (5) | 0.2817 (2) | 0.0317 (2) | 0.0158 (4) | |
O3 | 1.04916 (7) | 0.7812 (3) | 0.0727 (3) | 0.0319 (6) | |
H2 | 0.8902 | 0.7760 | 0.1070 | 0.013* | |
H21 | 0.8677 | 0.8288 | 0.4614 | 0.011* | |
H22 | 0.9142 | 0.5734 | 0.5835 | 0.013* | |
H21A | 0.9323 | 0.4485 | 0.2535 | 0.016* | |
H23A | 0.8562 | 0.3813 | 0.3147 | 0.025* | |
H23B | 0.8417 | 0.4633 | 0.5058 | 0.025* | |
H23C | 0.8759 | 0.2773 | 0.5001 | 0.025* | |
H3A | 0.8302 | 0.7709 | −0.2898 | 0.025* | |
H3B | 0.8650 | 0.6530 | −0.1542 | 0.025* | |
H3C | 0.8642 | 0.8995 | −0.1588 | 0.025* | |
H6A | 0.7450 | 0.7689 | 0.4949 | 0.021* | |
H6B | 0.7051 | 0.7660 | 0.3582 | 0.021* | |
H11 | 1.0481 | 0.3258 | 0.1316 | 0.021* | |
H12 | 1.0171 | 0.5174 | 0.1608 | 0.021* | |
H21B | 0.8859 | 0.2788 | −0.0093 | 0.019* | |
H22B | 0.9196 | 0.1771 | 0.0970 | 0.019* | |
H31 | 1.0325 | 0.8452 | −0.0059 | 0.045 (11)* | |
H32 | 1.0524 | 0.8459 | 0.1731 | 0.063 (14)* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Sr1 | 0.00890 (13) | 0.01194 (14) | 0.01074 (13) | 0.000 | −0.00062 (9) | 0.000 |
N1 | 0.0091 (9) | 0.0187 (14) | 0.0084 (8) | 0.0005 (7) | −0.0023 (7) | −0.0009 (7) |
C2 | 0.0116 (10) | 0.0088 (14) | 0.0112 (9) | 0.0003 (7) | −0.0013 (8) | −0.0008 (7) |
N2 | 0.0091 (8) | 0.0155 (13) | 0.0090 (8) | 0.0004 (7) | −0.0002 (7) | −0.0005 (7) |
C21 | 0.0069 (9) | 0.0116 (14) | 0.0094 (9) | 0.0000 (7) | −0.0007 (8) | −0.0011 (7) |
C22 | 0.0059 (10) | 0.0140 (11) | 0.0114 (10) | 0.0004 (9) | 0.0002 (9) | −0.0022 (8) |
O21 | 0.0127 (9) | 0.0143 (9) | 0.0126 (8) | 0.0011 (7) | −0.0011 (7) | −0.0034 (7) |
C23 | 0.0162 (12) | 0.0118 (11) | 0.0218 (12) | −0.0016 (9) | 0.0032 (10) | −0.0003 (9) |
C24 | 0.0118 (12) | 0.0089 (11) | 0.0110 (11) | −0.0001 (9) | −0.0029 (9) | 0.0000 (9) |
O22 | 0.0176 (9) | 0.0201 (9) | 0.0111 (7) | −0.0039 (7) | −0.0015 (7) | 0.0000 (7) |
O23 | 0.0134 (8) | 0.0150 (9) | 0.0138 (8) | −0.0022 (7) | 0.0001 (7) | 0.0028 (7) |
N3 | 0.0102 (9) | 0.0162 (13) | 0.0069 (8) | −0.0005 (7) | 0.0005 (7) | −0.0001 (7) |
C3 | 0.0149 (11) | 0.0246 (18) | 0.0111 (9) | −0.0004 (9) | 0.0025 (8) | −0.0006 (9) |
C4 | 0.0133 (10) | 0.0104 (15) | 0.0096 (9) | −0.0011 (8) | −0.0016 (8) | −0.0007 (7) |
O4 | 0.0177 (8) | 0.0332 (15) | 0.0084 (7) | −0.0013 (7) | −0.0035 (6) | 0.0001 (7) |
C5 | 0.0115 (10) | 0.0105 (14) | 0.0095 (9) | −0.0005 (8) | −0.0023 (8) | 0.0004 (7) |
N5 | 0.0119 (9) | 0.0154 (13) | 0.0131 (8) | 0.0002 (7) | −0.0015 (7) | −0.0004 (7) |
O5 | 0.0089 (7) | 0.0263 (13) | 0.0177 (7) | −0.0003 (7) | 0.0006 (6) | −0.0006 (7) |
C6 | 0.0126 (10) | 0.0130 (15) | 0.0104 (9) | 0.0005 (8) | −0.0033 (8) | −0.0015 (8) |
N6 | 0.0094 (8) | 0.0327 (17) | 0.0088 (8) | 0.0010 (9) | −0.0016 (7) | −0.0019 (8) |
O1 | 0.0192 (9) | 0.0189 (9) | 0.0159 (8) | 0.0015 (7) | 0.0045 (7) | 0.0010 (7) |
O2 | 0.0118 (8) | 0.0207 (12) | 0.0143 (7) | −0.0002 (6) | −0.0021 (6) | 0.0031 (6) |
O3 | 0.0473 (13) | 0.0284 (14) | 0.0196 (9) | −0.0112 (9) | 0.0007 (9) | −0.0023 (8) |
Geometric parameters (Å, º) top
Sr1—O1 | 2.535 (2) | C24—O23 | 1.265 (3) |
Sr1—O22i | 2.591 (2) | N3—C4 | 1.405 (3) |
Sr1—O21 | 2.611 (2) | N3—C3 | 1.467 (3) |
Sr1—O23i | 2.704 (2) | C3—H3A | 0.98 |
N1—C2 | 1.323 (3) | C3—H3B | 0.98 |
N1—C6 | 1.343 (3) | C3—H3C | 0.98 |
C2—N2 | 1.342 (3) | C4—O4 | 1.220 (3) |
C2—N3 | 1.379 (3) | C4—C5 | 1.454 (3) |
N2—C21 | 1.466 (3) | C5—N5 | 1.343 (3) |
N2—H2 | 0.88 | C5—C6 | 1.451 (3) |
C21—C24 | 1.525 (3) | N5—O5 | 1.289 (3) |
C21—C22 | 1.530 (3) | C6—N6 | 1.308 (3) |
C21—H21 | 1.00 | N6—H6A | 0.88 |
C22—O21 | 1.440 (3) | N6—H6B | 0.88 |
C22—C23 | 1.519 (3) | O1—H11 | 0.9796 |
C22—H22 | 1.00 | O1—H12 | 0.9795 |
O21—H21A | 0.8201 | O2—H21B | 0.85 |
C23—H23A | 0.98 | O2—H22B | 0.8499 |
C23—H23B | 0.98 | O3—H31 | 0.8502 |
C23—H23C | 0.98 | O3—H32 | 0.8505 |
C24—O22 | 1.256 (3) | | |
| | | |
O1ii—Sr1—O1 | 135.76 (8) | C21—C22—H22 | 107.0 |
O1—Sr1—O22i | 134.94 (6) | C22—O21—Sr1 | 124.28 (13) |
O1—Sr1—O22iii | 79.66 (6) | C22—O21—H21A | 112.5 |
O22i—Sr1—O22iii | 91.21 (8) | Sr1—O21—H21A | 109.6 |
O1ii—Sr1—O21 | 80.91 (6) | C22—C23—H23A | 109.5 |
O1—Sr1—O21 | 72.07 (6) | C22—C23—H23B | 109.5 |
O22i—Sr1—O21 | 93.22 (6) | H23A—C23—H23B | 109.5 |
O22iii—Sr1—O21 | 144.01 (5) | C22—C23—H23C | 109.5 |
O21ii—Sr1—O21 | 103.59 (8) | H23A—C23—H23C | 109.5 |
O1ii—Sr1—O23i | 120.63 (6) | H23B—C23—H23C | 109.5 |
O1—Sr1—O23i | 85.37 (5) | O22—C24—O23 | 123.6 (2) |
O22i—Sr1—O23i | 49.57 (5) | O22—C24—C21 | 116.3 (2) |
O22iii—Sr1—O23i | 81.48 (5) | O23—C24—C21 | 120.1 (2) |
O21ii—Sr1—O23i | 165.99 (5) | C2—N3—C4 | 120.7 (2) |
O21—Sr1—O23i | 74.57 (5) | C2—N3—C3 | 121.28 (19) |
O1ii—Sr1—O23iii | 85.37 (5) | C4—N3—C3 | 117.98 (18) |
O1—Sr1—O23iii | 120.63 (6) | N3—C3—H3A | 109.5 |
O22i—Sr1—O23iii | 81.48 (5) | N3—C3—H3B | 109.5 |
O22iii—Sr1—O23iii | 49.57 (5) | H3A—C3—H3B | 109.5 |
O21ii—Sr1—O23iii | 74.57 (5) | N3—C3—H3C | 109.5 |
O21—Sr1—O23iii | 165.99 (5) | H3A—C3—H3C | 109.5 |
O23i—Sr1—O23iii | 110.60 (7) | H3B—C3—H3C | 109.5 |
C2—N1—C6 | 118.94 (19) | O4—C4—N3 | 119.8 (2) |
N1—C2—N2 | 118.60 (19) | O4—C4—C5 | 124.6 (2) |
N1—C2—N3 | 124.6 (2) | N3—C4—C5 | 115.67 (18) |
N2—C2—N3 | 116.8 (2) | N5—C5—C6 | 127.1 (2) |
C2—N2—C21 | 121.33 (19) | N5—C5—C4 | 114.36 (19) |
C2—N2—H2 | 119.3 | C6—C5—C4 | 118.5 (2) |
C21—N2—H2 | 119.3 | O5—N5—C5 | 117.65 (18) |
N2—C21—C24 | 111.85 (18) | N6—C6—N1 | 118.5 (2) |
N2—C21—C22 | 112.31 (17) | N6—C6—C5 | 120.0 (2) |
C24—C21—C22 | 109.96 (18) | N1—C6—C5 | 121.5 (2) |
N2—C21—H21 | 107.5 | C6—N6—H6A | 120.0 |
C24—C21—H21 | 107.5 | C6—N6—H6B | 120.0 |
C22—C21—H21 | 107.5 | H6A—N6—H6B | 120.0 |
O21—C22—C23 | 111.31 (19) | Sr1—O1—H11 | 128.9 |
O21—C22—C21 | 109.87 (18) | Sr1—O1—H12 | 122.7 |
C23—C22—C21 | 114.35 (19) | H11—O1—H12 | 108.4 |
O21—C22—H22 | 107.0 | H21B—O2—H22B | 112.2 |
C23—C22—H22 | 107.0 | H31—O3—H32 | 112.1 |
| | | |
C6—N1—C2—N2 | −178.44 (18) | O23—C24—O22—Sr1iv | 6.3 (3) |
C6—N1—C2—N3 | 1.7 (3) | C21—C24—O22—Sr1iv | −173.04 (17) |
N1—C2—N2—C21 | 0.4 (3) | O22—C24—O23—Sr1iv | −6.0 (3) |
N3—C2—N2—C21 | −179.76 (17) | C21—C24—O23—Sr1iv | 173.31 (19) |
C2—N2—C21—C24 | −138.5 (2) | N1—C2—N3—C4 | −0.6 (3) |
C2—N2—C21—C22 | 97.3 (2) | N2—C2—N3—C4 | 179.49 (17) |
N2—C21—C22—O21 | 67.4 (2) | N1—C2—N3—C3 | 179.8 (2) |
C24—C21—C22—O21 | −57.9 (2) | N2—C2—N3—C3 | −0.1 (3) |
N2—C21—C22—C23 | −58.6 (3) | C2—N3—C4—O4 | −179.8 (2) |
C24—C21—C22—C23 | 176.12 (19) | C3—N3—C4—O4 | −0.2 (3) |
C23—C22—O21—Sr1 | −84.0 (2) | C2—N3—C4—C5 | −0.3 (3) |
C21—C22—O21—Sr1 | 148.26 (13) | C3—N3—C4—C5 | 179.27 (18) |
O1ii—Sr1—O21—C22 | −21.81 (16) | O4—C4—C5—N5 | −1.0 (3) |
O1—Sr1—O21—C22 | −166.33 (17) | N3—C4—C5—N5 | 179.56 (18) |
O22i—Sr1—O21—C22 | 57.17 (16) | O4—C4—C5—C6 | 179.7 (2) |
O22iii—Sr1—O21—C22 | 153.69 (15) | N3—C4—C5—C6 | 0.3 (3) |
O21ii—Sr1—O21—C22 | −90.75 (16) | C6—C5—N5—O5 | −0.9 (3) |
O23i—Sr1—O21—C22 | 103.59 (17) | C4—C5—N5—O5 | 179.91 (19) |
O23iii—Sr1—O21—C22 | −10.1 (4) | C2—N1—C6—N6 | 177.9 (2) |
C24i—Sr1—O21—C22 | 79.27 (17) | C2—N1—C6—C5 | −1.7 (3) |
C24iii—Sr1—O21—C22 | 149.7 (3) | N5—C5—C6—N6 | 1.9 (3) |
N2—C21—C24—O22 | 169.0 (2) | C4—C5—C6—N6 | −178.9 (2) |
C22—C21—C24—O22 | −65.5 (3) | N5—C5—C6—N1 | −178.4 (2) |
N2—C21—C24—O23 | −10.4 (3) | C4—C5—C6—N1 | 0.8 (3) |
C22—C21—C24—O23 | 115.1 (2) | | |
Symmetry codes: (i) x, y−1, z; (ii) −x+2, y, −z+1; (iii) −x+2, y−1, −z+1; (iv) x, y+1, z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N2—H2···O3v | 0.88 | 2.36 | 3.224 (3) | 166 |
O21—H21A···O2 | 0.82 | 2.01 | 2.812 (2) | 164 |
N6—H6A···O4vi | 0.88 | 1.92 | 2.790 (2) | 169 |
N6—H6B···O5 | 0.88 | 1.95 | 2.610 (2) | 130 |
O1—H11···O2v | 0.98 | 1.79 | 2.753 (2) | 167 |
O1—H12···O3 | 0.98 | 2.10 | 2.877 (3) | 135 |
O2—H21B···N5vii | 0.85 | 2.57 | 3.377 (3) | 158 |
O2—H21B···O5vii | 0.85 | 1.85 | 2.699 (2) | 173 |
O2—H22B···O23i | 0.85 | 1.90 | 2.730 (2) | 163 |
O3—H31···O23v | 0.85 | 2.36 | 2.950 (4) | 127 |
O3—H31···O3v | 0.85 | 2.55 | 3.119 (4) | 126 |
O3—H32···O22ii | 0.85 | 1.99 | 2.831 (2) | 171 |
Symmetry codes: (i) x, y−1, z; (ii) −x+2, y, −z+1; (v) −x+2, y, −z; (vi) x, y, z+1; (vii) −x+3/2, y−1/2, −z. |
(V) # Ba(py-serin)
2·7H
2O
top
Crystal data top
C16H28BaN10O14·3(H2O) | Z = 1 |
Mr = 775.45 | F(000) = 392 |
Triclinic, P1 | Dx = 1.834 Mg m−3 |
Hall symbol: P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 7.1387 (2) Å | Cell parameters from 5818 reflections |
b = 7.4974 (2) Å | θ = 2.9–27.4° |
c = 13.5644 (4) Å | µ = 1.51 mm−1 |
α = 99.5040 (9)° | T = 120 K |
β = 94.308 (1)° | Plate, pink |
γ = 99.6000 (16)° | 0.40 × 0.26 × 0.02 mm |
V = 702.05 (3) Å3 | |
Data collection top
Kappa-CCD diffractometer | 5818 independent reflections |
Radiation source: fine-focus sealed X-ray tube | 5773 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.038 |
ϕ scans, and ω scans with κ offsets | θmax = 27.4°, θmin = 2.9° |
Absorption correction: multi-scan DENZO-SMN (Otwinowski & Minor, 1997) | h = −9→9 |
Tmin = 0.625, Tmax = 0.970 | k = −9→9 |
10911 measured reflections | l = −17→17 |
Refinement top
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.030 | H-atom parameters constrained |
wR(F2) = 0.075 | w = 1/[σ2(Fo2) + (0.0297P)2 + 0.7753P] where P = (Fo2 + 2Fc2)/3 |
S = 1.01 | (Δ/σ)max < 0.001 |
5818 reflections | Δρmax = 0.44 e Å−3 |
397 parameters | Δρmin = −0.93 e Å−3 |
3 restraints | Absolute structure: Flack (1983), 2609 Friedel pairs |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: −0.006 (12) |
Crystal data top
C16H28BaN10O14·3(H2O) | γ = 99.6000 (16)° |
Mr = 775.45 | V = 702.05 (3) Å3 |
Triclinic, P1 | Z = 1 |
a = 7.1387 (2) Å | Mo Kα radiation |
b = 7.4974 (2) Å | µ = 1.51 mm−1 |
c = 13.5644 (4) Å | T = 120 K |
α = 99.5040 (9)° | 0.40 × 0.26 × 0.02 mm |
β = 94.308 (1)° | |
Data collection top
Kappa-CCD diffractometer | 5818 independent reflections |
Absorption correction: multi-scan DENZO-SMN (Otwinowski & Minor, 1997) | 5773 reflections with I > 2σ(I) |
Tmin = 0.625, Tmax = 0.970 | Rint = 0.038 |
10911 measured reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.030 | H-atom parameters constrained |
wR(F2) = 0.075 | Δρmax = 0.44 e Å−3 |
S = 1.01 | Δρmin = −0.93 e Å−3 |
5818 reflections | Absolute structure: Flack (1983), 2609 Friedel pairs |
397 parameters | Absolute structure parameter: −0.006 (12) |
3 restraints | |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
Ba1 | 0.931361 (8) | 0.378877 (8) | 0.479290 (8) | 0.01160 (7) | |
N11 | 0.2435 (10) | 0.1423 (8) | 0.0327 (5) | 0.0126 (13) | |
C12 | 0.2782 (6) | 0.0188 (6) | 0.0884 (3) | 0.0120 (9) | |
N12 | 0.3547 (9) | 0.0775 (8) | 0.1820 (4) | 0.0150 (11) | |
C121 | 0.4022 (6) | 0.2722 (5) | 0.2289 (3) | 0.0091 (8) | |
C122 | 0.5516 (6) | 0.2922 (6) | 0.3193 (3) | 0.0126 (9) | |
O11 | 0.5577 (4) | 0.4182 (4) | 0.3930 (2) | 0.0169 (7) | |
O12 | 0.6721 (4) | 0.1847 (4) | 0.3101 (3) | 0.0165 (7) | |
C123 | 0.2255 (6) | 0.3480 (6) | 0.2557 (3) | 0.0110 (9) | |
O13 | 0.1169 (4) | 0.2415 (4) | 0.3176 (2) | 0.0143 (6) | |
N13 | 0.2437 (5) | −0.1694 (5) | 0.0548 (3) | 0.0113 (7) | |
C13 | 0.3026 (7) | −0.2946 (6) | 0.1198 (4) | 0.0169 (10) | |
C14 | 0.1633 (6) | −0.2453 (6) | −0.0421 (4) | 0.0133 (9) | |
O14 | 0.1416 (7) | −0.4112 (6) | −0.0727 (3) | 0.0234 (11) | |
C15 | 0.1080 (6) | −0.1147 (6) | −0.1021 (3) | 0.0116 (9) | |
N15 | 0.0158 (9) | −0.1957 (7) | −0.1925 (4) | 0.0160 (12) | |
O15 | −0.0422 (5) | −0.0901 (4) | −0.2499 (3) | 0.0207 (8) | |
C16 | 0.1564 (6) | 0.0798 (6) | −0.0609 (3) | 0.0104 (8) | |
N16 | 0.1130 (9) | 0.2000 (8) | −0.1155 (5) | 0.0129 (13) | |
N21 | 0.5817 (5) | 0.2463 (5) | 0.8511 (3) | 0.0116 (7) | |
C22 | 0.5248 (6) | 0.3650 (6) | 0.7981 (3) | 0.0102 (9) | |
N22 | 0.4342 (5) | 0.3016 (5) | 0.7067 (3) | 0.0134 (8) | |
C221 | 0.3983 (6) | 0.1084 (5) | 0.6595 (3) | 0.0096 (8) | |
C222 | 0.5586 (6) | 0.0617 (6) | 0.5963 (3) | 0.0100 (9) | |
O21 | 0.7001 (5) | 0.1833 (4) | 0.5944 (3) | 0.0187 (7) | |
O22 | 0.5353 (5) | −0.1017 (4) | 0.5480 (3) | 0.0143 (7) | |
C223 | 0.2053 (6) | 0.0612 (6) | 0.5947 (3) | 0.0106 (8) | |
O23 | 0.2097 (5) | 0.1653 (4) | 0.5151 (2) | 0.0151 (7) | |
N23 | 0.5502 (5) | 0.5520 (5) | 0.8330 (3) | 0.0114 (7) | |
C23 | 0.4901 (11) | 0.6754 (9) | 0.7669 (5) | 0.0114 (7) | |
C24 | 0.6293 (11) | 0.6301 (10) | 0.9309 (6) | 0.0106 (14) | |
O24 | 0.6416 (5) | 0.7948 (4) | 0.9622 (3) | 0.0190 (7) | |
C25 | 0.6906 (6) | 0.5009 (6) | 0.9915 (3) | 0.0107 (8) | |
N25 | 0.7696 (9) | 0.5807 (8) | 1.0840 (5) | 0.0146 (14) | |
O25 | 0.8299 (5) | 0.4778 (4) | 1.1422 (3) | 0.0169 (7) | |
C26 | 0.6643 (6) | 0.3095 (6) | 0.9457 (3) | 0.0108 (9) | |
N26 | 0.7186 (7) | 0.1899 (7) | 0.9978 (4) | 0.0153 (11) | |
O1 | 1.3087 (4) | 0.5563 (4) | 0.5245 (3) | 0.0188 (7) | |
O2 | 0.8211 (5) | 0.6821 (4) | 0.5756 (3) | 0.0212 (8) | |
O3 | 0.9626 (5) | 0.6377 (4) | 0.3414 (2) | 0.0156 (7) | |
O4 | 1.0045 (5) | 0.4159 (4) | 0.7016 (3) | 0.0197 (7) | |
O5 | 0.8102 (7) | −0.0617 (6) | 0.4054 (3) | 0.0222 (14) | 0.796 (13) |
O51 | 0.678 (3) | −0.146 (2) | 0.3782 (13) | 0.0222 (14) | 0.204 (13) |
O6 | −0.1330 (7) | −0.0041 (6) | 0.1710 (4) | 0.0228 (12) | |
O7 | 0.3022 (5) | −0.1079 (5) | 0.3594 (3) | 0.0164 (7) | |
H12 | 0.3785 | −0.0047 | 0.2184 | 0.018* | |
H121 | 0.4623 | 0.3420 | 0.1791 | 0.011* | |
H12A | 0.2637 | 0.4767 | 0.2918 | 0.013* | |
H12B | 0.1445 | 0.3486 | 0.1933 | 0.013* | |
H13 | 0.0463 | 0.1549 | 0.2759 | 0.017* | |
H13A | 0.4396 | −0.2579 | 0.1418 | 0.025* | |
H13B | 0.2767 | −0.4208 | 0.0820 | 0.025* | |
H13C | 0.2307 | −0.2879 | 0.1786 | 0.025* | |
H16A | 0.1411 | 0.3184 | −0.0906 | 0.015* | |
H16B | 0.0560 | 0.1618 | −0.1770 | 0.015* | |
H22 | 0.3937 | 0.3808 | 0.6728 | 0.016* | |
H22A | 0.3919 | 0.0325 | 0.7136 | 0.011* | |
H22B | 0.1771 | −0.0719 | 0.5661 | 0.013* | |
H22C | 0.1030 | 0.0895 | 0.6369 | 0.013* | |
H23 | 0.2398 | 0.1062 | 0.4613 | 0.018* | |
H23A | 0.5653 | 0.6714 | 0.7093 | 0.017* | |
H23B | 0.5110 | 0.8015 | 0.8047 | 0.017* | |
H23C | 0.3542 | 0.6349 | 0.7429 | 0.017* | |
H26A | 0.7005 | 0.0726 | 0.9706 | 0.018* | |
H26B | 0.7731 | 0.2274 | 1.0599 | 0.018* | |
H1A | 1.3572 | 0.4938 | 0.4772 | 0.023* | |
H1B | 1.3653 | 0.6693 | 0.5407 | 0.023* | |
H2A | 0.8715 | 0.7547 | 0.6324 | 0.025* | |
H2B | 0.7228 | 0.7327 | 0.5600 | 0.025* | |
H3A | 0.9315 | 0.5819 | 0.2785 | 0.019* | |
H3B | 0.8828 | 0.7150 | 0.3515 | 0.019* | |
H4A | 0.8861 | 0.3479 | 0.6877 | 0.024* | |
H4B | 1.0171 | 0.5197 | 0.7475 | 0.024* | |
H5A | 0.7554 | −0.0007 | 0.3575 | 0.027* | 0.796 (13) |
H5B | 0.7254 | −0.0736 | 0.4556 | 0.027* | 0.796 (13) |
H6A | −0.2385 | 0.0497 | 0.1914 | 0.027* | |
H6B | −0.1863 | −0.1059 | 0.1196 | 0.027* | |
H7A | 0.1807 | −0.1727 | 0.3690 | 0.020* | |
H7B | 0.3828 | −0.1351 | 0.4118 | 0.020* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Ba1 | 0.01037 (11) | 0.01203 (10) | 0.01140 (11) | 0.00041 (7) | −0.00032 (7) | 0.00156 (7) |
N11 | 0.018 (3) | 0.009 (3) | 0.009 (3) | 0.004 (2) | −0.002 (2) | −0.003 (2) |
C12 | 0.013 (2) | 0.0081 (19) | 0.015 (2) | 0.0040 (16) | 0.0007 (18) | −0.0003 (17) |
N12 | 0.023 (3) | 0.010 (2) | 0.010 (2) | 0.0021 (18) | −0.0035 (19) | −0.0005 (17) |
C121 | 0.012 (2) | 0.0062 (18) | 0.008 (2) | 0.0031 (15) | −0.0006 (16) | −0.0026 (16) |
C122 | 0.008 (2) | 0.014 (2) | 0.015 (2) | 0.0008 (16) | 0.0023 (17) | 0.0036 (18) |
O11 | 0.0113 (16) | 0.0235 (17) | 0.0135 (17) | 0.0054 (13) | −0.0014 (13) | −0.0047 (14) |
O12 | 0.0128 (16) | 0.0136 (15) | 0.0229 (19) | 0.0059 (12) | −0.0016 (14) | 0.0001 (13) |
C123 | 0.014 (2) | 0.0091 (19) | 0.010 (2) | 0.0022 (16) | −0.0004 (17) | 0.0025 (16) |
O13 | 0.0147 (16) | 0.0160 (15) | 0.0107 (16) | 0.0007 (12) | 0.0007 (13) | 0.0005 (12) |
N13 | 0.0149 (19) | 0.0074 (16) | 0.0102 (19) | 0.0026 (14) | −0.0013 (15) | −0.0018 (14) |
C13 | 0.025 (3) | 0.011 (2) | 0.016 (2) | 0.0054 (18) | 0.000 (2) | 0.0031 (18) |
C14 | 0.015 (2) | 0.011 (2) | 0.015 (2) | 0.0035 (17) | 0.0027 (18) | 0.0015 (17) |
O14 | 0.039 (3) | 0.0077 (18) | 0.021 (2) | 0.0034 (16) | −0.001 (2) | 0.0001 (16) |
C15 | 0.014 (2) | 0.009 (2) | 0.009 (2) | 0.0018 (16) | −0.0012 (17) | −0.0040 (16) |
N15 | 0.021 (3) | 0.015 (2) | 0.010 (2) | 0.0015 (19) | 0.0010 (19) | 0.0008 (19) |
O15 | 0.032 (2) | 0.0152 (16) | 0.0144 (18) | 0.0042 (14) | −0.0061 (15) | 0.0038 (13) |
C16 | 0.009 (2) | 0.0111 (19) | 0.010 (2) | −0.0017 (16) | 0.0046 (17) | 0.0012 (16) |
N16 | 0.018 (3) | 0.009 (2) | 0.012 (3) | 0.004 (2) | 0.002 (2) | 0.003 (2) |
N21 | 0.0109 (19) | 0.0120 (17) | 0.0122 (19) | 0.0021 (14) | 0.0030 (15) | 0.0021 (14) |
C22 | 0.008 (2) | 0.014 (2) | 0.010 (2) | 0.0042 (16) | 0.0058 (16) | −0.0002 (17) |
N22 | 0.018 (2) | 0.0094 (17) | 0.012 (2) | 0.0026 (14) | 0.0008 (16) | 0.0012 (15) |
C221 | 0.012 (2) | 0.0085 (19) | 0.009 (2) | 0.0023 (16) | 0.0026 (17) | 0.0012 (16) |
C222 | 0.010 (2) | 0.010 (2) | 0.010 (2) | −0.0004 (16) | −0.0009 (17) | 0.0020 (16) |
O21 | 0.0171 (17) | 0.0128 (15) | 0.0227 (19) | −0.0059 (13) | 0.0034 (14) | 0.0010 (13) |
O22 | 0.0102 (17) | 0.0129 (16) | 0.019 (2) | 0.0019 (12) | 0.0050 (15) | −0.0006 (15) |
C223 | 0.008 (2) | 0.0097 (19) | 0.014 (2) | 0.0022 (15) | 0.0005 (17) | 0.0029 (16) |
O23 | 0.0215 (18) | 0.0152 (15) | 0.0114 (16) | 0.0101 (13) | 0.0031 (13) | 0.0032 (12) |
N23 | 0.0181 (17) | 0.0061 (14) | 0.0107 (16) | 0.0053 (12) | −0.0019 (13) | 0.0023 (12) |
C23 | 0.0181 (17) | 0.0061 (14) | 0.0107 (16) | 0.0053 (12) | −0.0019 (13) | 0.0023 (12) |
C24 | 0.010 (3) | 0.010 (3) | 0.013 (4) | 0.000 (2) | 0.007 (3) | 0.004 (3) |
O24 | 0.030 (2) | 0.0082 (15) | 0.0180 (19) | 0.0037 (13) | −0.0004 (15) | 0.0006 (13) |
C25 | 0.007 (2) | 0.011 (2) | 0.014 (2) | 0.0008 (15) | 0.0031 (17) | 0.0021 (17) |
N25 | 0.012 (3) | 0.015 (3) | 0.017 (3) | 0.002 (2) | 0.000 (2) | 0.004 (2) |
O25 | 0.0174 (17) | 0.0170 (16) | 0.0168 (17) | 0.0051 (13) | −0.0022 (13) | 0.0042 (13) |
C26 | 0.008 (2) | 0.013 (2) | 0.012 (2) | 0.0005 (16) | 0.0036 (17) | 0.0028 (17) |
N26 | 0.013 (2) | 0.010 (2) | 0.021 (3) | 0.0023 (16) | −0.001 (2) | 0.0013 (18) |
O1 | 0.0121 (17) | 0.0103 (15) | 0.029 (2) | −0.0017 (12) | 0.0058 (14) | −0.0068 (14) |
O2 | 0.0266 (19) | 0.0164 (16) | 0.0175 (18) | 0.0084 (14) | −0.0061 (15) | −0.0068 (14) |
O3 | 0.0179 (17) | 0.0139 (15) | 0.0153 (17) | 0.0053 (12) | 0.0007 (13) | 0.0020 (13) |
O4 | 0.0198 (18) | 0.0182 (16) | 0.0160 (18) | −0.0009 (13) | −0.0045 (14) | −0.0044 (14) |
O5 | 0.025 (3) | 0.025 (3) | 0.022 (3) | 0.0102 (18) | 0.009 (2) | 0.0128 (19) |
O51 | 0.025 (3) | 0.025 (3) | 0.022 (3) | 0.0102 (18) | 0.009 (2) | 0.0128 (19) |
O6 | 0.019 (2) | 0.023 (2) | 0.021 (2) | 0.0009 (17) | −0.0037 (17) | −0.0060 (18) |
O7 | 0.0178 (18) | 0.0166 (17) | 0.0147 (19) | −0.0001 (13) | 0.0033 (15) | 0.0057 (15) |
Geometric parameters (Å, º) top
Ba1—O2 | 2.695 (3) | C22—N22 | 1.328 (6) |
Ba1—O21 | 2.765 (3) | C22—N23 | 1.380 (5) |
Ba1—O1 | 2.773 (3) | N22—C221 | 1.456 (5) |
Ba1—O13i | 2.787 (3) | N22—H22 | 0.88 |
Ba1—O23i | 2.815 (3) | C221—C223 | 1.532 (6) |
Ba1—O12 | 2.859 (3) | C221—C222 | 1.533 (6) |
Ba1—O3 | 2.903 (3) | C221—H22A | 1.00 |
Ba1—O11 | 2.912 (3) | C222—O21 | 1.248 (5) |
Ba1—O4 | 2.980 (3) | C222—O22 | 1.268 (5) |
Ba1—O5 | 3.238 (4) | C223—O23 | 1.433 (5) |
Ba1—C122 | 3.247 (4) | C223—H22B | 0.99 |
Ba1—H4A | 2.9124 | C223—H22C | 0.99 |
N11—C12 | 1.330 (7) | O23—Ba1ii | 2.815 (3) |
N11—C16 | 1.344 (8) | O23—H23 | 0.8499 |
C12—N12 | 1.318 (7) | N23—C24 | 1.395 (9) |
C12—N13 | 1.383 (5) | N23—C23 | 1.481 (7) |
N12—C121 | 1.465 (7) | C23—H23A | 0.98 |
N12—H12 | 0.88 | C23—H23B | 0.98 |
C121—C123 | 1.512 (6) | C23—H23C | 0.98 |
C121—C122 | 1.533 (6) | C24—O24 | 1.224 (8) |
C121—H121 | 1.00 | C24—C25 | 1.469 (8) |
C122—O11 | 1.249 (5) | C25—N25 | 1.335 (8) |
C122—O12 | 1.272 (5) | C25—C26 | 1.442 (6) |
C123—O13 | 1.434 (5) | N25—O25 | 1.291 (6) |
C123—H12A | 0.99 | C26—N26 | 1.318 (6) |
C123—H12B | 0.99 | N26—H26A | 0.88 |
O13—Ba1ii | 2.787 (3) | N26—H26B | 0.88 |
O13—H13 | 0.8498 | O1—H1A | 0.86 |
N13—C14 | 1.383 (6) | O1—H1B | 0.86 |
N13—C13 | 1.478 (5) | O2—H2A | 0.8799 |
C13—H13A | 0.98 | O2—H2B | 0.88 |
C13—H13B | 0.98 | O3—H3A | 0.88 |
C13—H13C | 0.98 | O3—H3B | 0.8799 |
C14—O14 | 1.225 (6) | O4—H4A | 0.8999 |
C14—C15 | 1.456 (6) | O4—H4B | 0.8999 |
C15—N15 | 1.343 (7) | O5—H5A | 0.9501 |
C15—C16 | 1.447 (6) | O5—H5B | 0.9501 |
N15—O15 | 1.292 (6) | O51—H5A | 1.2214 |
C16—N16 | 1.317 (7) | O51—H5B | 1.0980 |
N16—H16A | 0.88 | O6—H6A | 0.9498 |
N16—H16B | 0.88 | O6—H6B | 0.9499 |
N21—C22 | 1.327 (5) | O7—H7A | 0.9499 |
N21—C26 | 1.346 (6) | O7—H7B | 0.95 |
| | | |
O2—Ba1—O21 | 86.76 (10) | H12A—C123—H12B | 107.9 |
O2—Ba1—O1 | 89.14 (10) | C123—O13—Ba1ii | 126.2 (2) |
O21—Ba1—O1 | 129.23 (10) | C123—O13—H13 | 104.1 |
O2—Ba1—O13i | 144.28 (10) | Ba1ii—O13—H13 | 113.4 |
O21—Ba1—O13i | 128.05 (9) | C14—N13—C12 | 121.2 (4) |
O1—Ba1—O13i | 75.07 (9) | C14—N13—C13 | 118.0 (3) |
O2—Ba1—O23i | 136.89 (10) | C12—N13—C13 | 120.7 (4) |
O21—Ba1—O23i | 88.31 (10) | N13—C13—H13A | 109.5 |
O1—Ba1—O23i | 62.00 (9) | N13—C13—H13B | 109.5 |
O13i—Ba1—O23i | 61.91 (9) | H13A—C13—H13B | 109.5 |
O2—Ba1—O12 | 113.87 (9) | N13—C13—H13C | 109.5 |
O21—Ba1—O12 | 86.32 (10) | H13A—C13—H13C | 109.5 |
O1—Ba1—O12 | 139.91 (10) | H13B—C13—H13C | 109.5 |
O13i—Ba1—O12 | 67.19 (9) | O14—C14—N13 | 120.8 (4) |
O23i—Ba1—O12 | 108.50 (9) | O14—C14—C15 | 124.0 (4) |
O2—Ba1—O3 | 74.32 (10) | N13—C14—C15 | 115.2 (4) |
O21—Ba1—O3 | 147.28 (9) | N15—C15—C16 | 127.8 (4) |
O1—Ba1—O3 | 77.84 (10) | N15—C15—C14 | 113.2 (4) |
O13i—Ba1—O3 | 71.15 (9) | C16—C15—C14 | 119.0 (4) |
O23i—Ba1—O3 | 123.71 (9) | O15—N15—C15 | 117.4 (5) |
O12—Ba1—O3 | 77.67 (9) | N16—C16—N11 | 118.6 (5) |
O2—Ba1—O11 | 68.64 (9) | N16—C16—C15 | 119.7 (4) |
O21—Ba1—O11 | 80.13 (10) | N11—C16—C15 | 121.7 (4) |
O1—Ba1—O11 | 143.20 (10) | C16—N16—H16A | 120.0 |
O13i—Ba1—O11 | 105.78 (9) | C16—N16—H16B | 120.0 |
O23i—Ba1—O11 | 151.63 (9) | H16A—N16—H16B | 120.0 |
O12—Ba1—O11 | 45.39 (8) | C22—N21—C26 | 118.7 (4) |
O3—Ba1—O11 | 68.27 (9) | N21—C22—N22 | 118.8 (4) |
O2—Ba1—O4 | 68.59 (10) | N21—C22—N23 | 123.9 (4) |
O21—Ba1—O4 | 55.96 (9) | N22—C22—N23 | 117.3 (4) |
O1—Ba1—O4 | 75.57 (10) | C22—N22—C221 | 123.6 (4) |
O13i—Ba1—O4 | 134.08 (9) | C22—N22—H22 | 118.2 |
O23i—Ba1—O4 | 73.30 (9) | C221—N22—H22 | 118.2 |
O12—Ba1—O4 | 142.28 (9) | N22—C221—C223 | 109.6 (3) |
O3—Ba1—O4 | 134.10 (9) | N22—C221—C222 | 111.6 (3) |
O11—Ba1—O4 | 118.84 (9) | C223—C221—C222 | 110.6 (3) |
O2—Ba1—O5 | 144.77 (11) | N22—C221—H22A | 108.3 |
O21—Ba1—O5 | 62.24 (10) | C223—C221—H22A | 108.3 |
O1—Ba1—O5 | 122.80 (10) | C222—C221—H22A | 108.3 |
O13i—Ba1—O5 | 66.31 (10) | O21—C222—O22 | 124.3 (4) |
O23i—Ba1—O5 | 63.06 (10) | O21—C222—C221 | 119.4 (4) |
O12—Ba1—O5 | 52.00 (10) | O22—C222—C221 | 116.2 (4) |
O3—Ba1—O5 | 123.05 (10) | C222—O21—Ba1 | 147.5 (3) |
O11—Ba1—O5 | 88.70 (10) | O23—C223—C221 | 110.0 (3) |
O4—Ba1—O5 | 102.80 (10) | O23—C223—H22B | 109.7 |
O2—Ba1—C122 | 90.94 (10) | C221—C223—H22B | 109.7 |
O21—Ba1—C122 | 84.31 (11) | O23—C223—H22C | 109.7 |
O1—Ba1—C122 | 146.38 (11) | C221—C223—H22C | 109.7 |
O13i—Ba1—C122 | 85.69 (10) | H22B—C223—H22C | 108.2 |
O23i—Ba1—C122 | 131.09 (10) | C223—O23—Ba1ii | 122.2 (2) |
O12—Ba1—C122 | 22.93 (10) | C223—O23—H23 | 112.1 |
O3—Ba1—C122 | 69.87 (10) | Ba1ii—O23—H23 | 112.9 |
O11—Ba1—C122 | 22.57 (10) | C22—N23—C24 | 121.7 (4) |
O4—Ba1—C122 | 134.94 (10) | C22—N23—C23 | 120.2 (4) |
O5—Ba1—C122 | 70.88 (11) | C24—N23—C23 | 118.0 (5) |
O2—Ba1—H4A | 69.9 | N23—C23—H23A | 109.5 |
O21—Ba1—H4A | 38.8 | N23—C23—H23B | 109.5 |
O1—Ba1—H4A | 93.0 | H23A—C23—H23B | 109.5 |
O13i—Ba1—H4A | 141.2 | N23—C23—H23C | 109.5 |
O23i—Ba1—H4A | 79.8 | H23A—C23—H23C | 109.5 |
O12—Ba1—H4A | 125.0 | H23B—C23—H23C | 109.5 |
O3—Ba1—H4A | 143.2 | O24—C24—N23 | 120.8 (6) |
O11—Ba1—H4A | 105.4 | O24—C24—C25 | 123.9 (6) |
O4—Ba1—H4A | 17.5 | N23—C24—C25 | 115.3 (6) |
O5—Ba1—H4A | 92.1 | N25—C25—C26 | 128.1 (4) |
C122—Ba1—H4A | 118.5 | N25—C25—C24 | 113.7 (5) |
C12—N11—C16 | 117.8 (5) | C26—C25—C24 | 118.2 (5) |
N12—C12—N11 | 118.5 (5) | O25—N25—C25 | 118.0 (5) |
N12—C12—N13 | 116.6 (4) | N26—C26—N21 | 118.1 (4) |
N11—C12—N13 | 124.8 (4) | N26—C26—C25 | 119.7 (4) |
C12—N12—C121 | 123.6 (5) | N21—C26—C25 | 122.2 (4) |
C12—N12—H12 | 118.2 | C26—N26—H26A | 120.0 |
C121—N12—H12 | 118.2 | C26—N26—H26B | 120.0 |
N12—C121—C123 | 111.5 (4) | H26A—N26—H26B | 120.0 |
N12—C121—C122 | 108.1 (4) | Ba1—O1—H1A | 98.5 |
C123—C121—C122 | 113.4 (4) | Ba1—O1—H1B | 134.8 |
N12—C121—H121 | 107.9 | H1A—O1—H1B | 113.5 |
C123—C121—H121 | 107.9 | Ba1—O2—H2A | 129.2 |
C122—C121—H121 | 107.9 | Ba1—O2—H2B | 129.5 |
O11—C122—O12 | 124.0 (4) | H2A—O2—H2B | 101.3 |
O11—C122—C121 | 119.5 (4) | Ba1—O3—H3A | 111.8 |
O12—C122—C121 | 116.3 (4) | Ba1—O3—H3B | 112.0 |
O11—C122—Ba1 | 63.4 (2) | H3A—O3—H3B | 104.6 |
O12—C122—Ba1 | 61.1 (2) | Ba1—O4—H4A | 77.0 |
C121—C122—Ba1 | 167.2 (3) | Ba1—O4—H4B | 126.9 |
C122—O11—Ba1 | 94.0 (3) | H4A—O4—H4B | 116.0 |
C122—O12—Ba1 | 96.0 (3) | Ba1—O5—H5A | 70.6 |
O13—C123—C121 | 111.8 (3) | Ba1—O5—H5B | 92.7 |
O13—C123—H12A | 109.3 | H5A—O5—H5B | 107.8 |
C121—C123—H12A | 109.3 | H5A—O51—H5B | 82.7 |
O13—C123—H12B | 109.3 | H6A—O6—H6B | 105.1 |
C121—C123—H12B | 109.3 | H7A—O7—H7B | 102.0 |
| | | |
C16—N11—C12—N12 | −176.6 (6) | N12—C12—N13—C14 | 179.8 (5) |
C16—N11—C12—N13 | 4.9 (9) | N11—C12—N13—C14 | −1.7 (7) |
N11—C12—N12—C121 | 0.6 (8) | N12—C12—N13—C13 | −3.9 (7) |
N13—C12—N12—C121 | 179.3 (5) | N11—C12—N13—C13 | 174.7 (5) |
C12—N12—C121—C123 | 75.7 (7) | C12—N13—C14—O14 | 176.6 (5) |
C12—N12—C121—C122 | −158.9 (5) | C13—N13—C14—O14 | 0.1 (7) |
N12—C121—C122—O11 | −150.5 (5) | C12—N13—C14—C15 | −3.7 (6) |
C123—C121—C122—O11 | −26.3 (6) | C13—N13—C14—C15 | 179.9 (4) |
N12—C121—C122—O12 | 34.6 (6) | O14—C14—C15—N15 | 5.1 (7) |
C123—C121—C122—O12 | 158.9 (4) | N13—C14—C15—N15 | −174.6 (4) |
N12—C121—C122—Ba1 | 109.5 (12) | O14—C14—C15—C16 | −174.5 (5) |
C123—C121—C122—Ba1 | −126.3 (12) | N13—C14—C15—C16 | 5.7 (6) |
O2—Ba1—C122—O11 | −8.7 (3) | C16—C15—N15—O15 | −1.9 (8) |
O21—Ba1—C122—O11 | 77.9 (3) | C14—C15—N15—O15 | 178.5 (5) |
O1—Ba1—C122—O11 | −98.6 (3) | C12—N11—C16—N16 | 177.0 (6) |
O13i—Ba1—C122—O11 | −153.1 (3) | C12—N11—C16—C15 | −2.4 (8) |
O23i—Ba1—C122—O11 | 160.7 (2) | N15—C15—C16—N16 | −1.8 (8) |
O12—Ba1—C122—O11 | 171.9 (4) | C14—C15—C16—N16 | 177.7 (5) |
O3—Ba1—C122—O11 | −81.6 (3) | N15—C15—C16—N11 | 177.5 (6) |
O4—Ba1—C122—O11 | 51.3 (3) | C14—C15—C16—N11 | −2.9 (7) |
O5—Ba1—C122—O11 | 140.5 (3) | C26—N21—C22—N22 | −176.5 (4) |
O2—Ba1—C122—O12 | 179.3 (3) | C26—N21—C22—N23 | 2.0 (6) |
O21—Ba1—C122—O12 | −94.0 (3) | N21—C22—N22—C221 | −1.9 (6) |
O1—Ba1—C122—O12 | 89.5 (3) | N23—C22—N22—C221 | 179.4 (4) |
O13i—Ba1—C122—O12 | 34.9 (3) | C22—N22—C221—C223 | 145.1 (4) |
O23i—Ba1—C122—O12 | −11.3 (3) | C22—N22—C221—C222 | −92.0 (5) |
O3—Ba1—C122—O12 | 106.4 (3) | N22—C221—C222—O21 | 2.8 (6) |
O11—Ba1—C122—O12 | −171.9 (4) | C223—C221—C222—O21 | 125.1 (4) |
O4—Ba1—C122—O12 | −120.6 (3) | N22—C221—C222—O22 | −176.5 (4) |
O5—Ba1—C122—O12 | −31.5 (3) | C223—C221—C222—O22 | −54.2 (5) |
O2—Ba1—C122—C121 | 97.9 (13) | O22—C222—O21—Ba1 | 54.5 (8) |
O21—Ba1—C122—C121 | −175.4 (13) | C221—C222—O21—Ba1 | −124.8 (5) |
O1—Ba1—C122—C121 | 8.1 (14) | O2—Ba1—O21—C222 | 118.2 (5) |
O13i—Ba1—C122—C121 | −46.4 (12) | O1—Ba1—O21—C222 | −155.6 (5) |
O23i—Ba1—C122—C121 | −92.7 (12) | O13i—Ba1—O21—C222 | −53.1 (6) |
O12—Ba1—C122—C121 | −81.4 (13) | O23i—Ba1—O21—C222 | −104.7 (5) |
O3—Ba1—C122—C121 | 25.0 (12) | O12—Ba1—O21—C222 | 4.0 (5) |
O11—Ba1—C122—C121 | 106.7 (13) | O3—Ba1—O21—C222 | 64.3 (6) |
O4—Ba1—C122—C121 | 158.0 (12) | O11—Ba1—O21—C222 | 49.3 (5) |
O5—Ba1—C122—C121 | −112.8 (13) | O4—Ba1—O21—C222 | −175.6 (6) |
O12—C122—O11—Ba1 | 8.5 (5) | O5—Ba1—O21—C222 | −44.4 (5) |
C121—C122—O11—Ba1 | −165.9 (3) | C122—Ba1—O21—C222 | 26.9 (5) |
O2—Ba1—O11—C122 | 170.6 (3) | N22—C221—C223—O23 | 62.9 (4) |
O21—Ba1—O11—C122 | −99.0 (3) | C222—C221—C223—O23 | −60.6 (4) |
O1—Ba1—O11—C122 | 114.0 (3) | C221—C223—O23—Ba1ii | −127.4 (3) |
O13i—Ba1—O11—C122 | 27.9 (3) | N21—C22—N23—C24 | −3.9 (7) |
O23i—Ba1—O11—C122 | −31.7 (4) | N22—C22—N23—C24 | 174.6 (5) |
O12—Ba1—O11—C122 | −4.4 (2) | N21—C22—N23—C23 | 177.2 (5) |
O3—Ba1—O11—C122 | 89.6 (3) | N22—C22—N23—C23 | −4.3 (7) |
O4—Ba1—O11—C122 | −140.9 (3) | C22—N23—C24—O24 | −176.1 (5) |
O5—Ba1—O11—C122 | −37.0 (3) | C23—N23—C24—O24 | 2.8 (9) |
O11—C122—O12—Ba1 | −8.7 (5) | C22—N23—C24—C25 | 2.7 (8) |
C121—C122—O12—Ba1 | 165.9 (3) | C23—N23—C24—C25 | −178.4 (6) |
O2—Ba1—O12—C122 | −0.7 (3) | O24—C24—C25—N25 | −2.7 (9) |
O21—Ba1—O12—C122 | 84.1 (3) | N23—C24—C25—N25 | 178.5 (6) |
O1—Ba1—O12—C122 | −120.7 (3) | O24—C24—C25—C26 | 178.7 (6) |
O13i—Ba1—O12—C122 | −141.7 (3) | N23—C24—C25—C26 | 0.0 (8) |
O23i—Ba1—O12—C122 | 171.1 (3) | C26—C25—N25—O25 | −0.8 (9) |
O3—Ba1—O12—C122 | −67.2 (3) | C24—C25—N25—O25 | −179.2 (6) |
O11—Ba1—O12—C122 | 4.3 (2) | C22—N21—C26—N26 | 179.4 (4) |
O4—Ba1—O12—C122 | 84.7 (3) | C22—N21—C26—C25 | 0.8 (6) |
O5—Ba1—O12—C122 | 141.3 (3) | N25—C25—C26—N26 | 1.3 (8) |
N12—C121—C123—O13 | 54.7 (5) | C24—C25—C26—N26 | 179.7 (5) |
C122—C121—C123—O13 | −67.6 (4) | N25—C25—C26—N21 | 179.9 (5) |
C121—C123—O13—Ba1ii | 140.8 (3) | C24—C25—C26—N21 | −1.8 (7) |
Symmetry codes: (i) x+1, y, z; (ii) x−1, y, z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N12—H12···O7 | 0.88 | 2.25 | 2.989 (7) | 141 |
O13—H13···O6 | 0.85 | 1.93 | 2.772 (5) | 168 |
N16—H16A···O14iii | 0.88 | 2.00 | 2.845 (7) | 161 |
N16—H16B···O15 | 0.88 | 1.97 | 2.620 (7) | 130 |
O23—H23···O7 | 0.85 | 2.07 | 2.885 (5) | 160 |
N26—H26A···O24iv | 0.88 | 2.04 | 2.873 (6) | 158 |
N26—H26B···O25 | 0.88 | 1.98 | 2.631 (6) | 130 |
O1—H1A···O11i | 0.86 | 1.99 | 2.809 (4) | 158 |
O1—H1B···O22v | 0.86 | 1.91 | 2.750 (5) | 164 |
O2—H2A···O15vi | 0.88 | 1.81 | 2.691 (4) | 176 |
O2—H2A···N15vi | 0.88 | 2.46 | 3.261 (6) | 152 |
O2—H2B···O22iii | 0.88 | 1.99 | 2.849 (4) | 166 |
O3—H3A···O25vii | 0.88 | 1.92 | 2.793 (4) | 171 |
O3—H3B···O5iii | 0.88 | 1.88 | 2.707 (5) | 155 |
O3—H3B···O51iii | 0.88 | 1.96 | 2.831 (17) | 171 |
O4—H4A···O21 | 0.90 | 1.89 | 2.702 (5) | 149 |
O4—H4B···N15vi | 0.90 | 2.16 | 3.012 (6) | 159 |
O4—H4B···O14vi | 0.90 | 2.47 | 3.134 (4) | 131 |
O5—H5A···O12 | 0.95 | 1.79 | 2.695 (5) | 157 |
O5—H5B···O22 | 0.95 | 1.93 | 2.873 (6) | 175 |
O6—H6A···O12ii | 0.95 | 1.96 | 2.769 (6) | 141 |
O6—H6B···N25viii | 0.95 | 2.28 | 3.083 (8) | 142 |
O6—H6B···O24viii | 0.95 | 2.32 | 3.160 (6) | 147 |
O7—H7A···O3ix | 0.95 | 1.89 | 2.791 (4) | 157 |
O7—H7B···O22 | 0.95 | 2.03 | 2.935 (6) | 159 |
Symmetry codes: (i) x+1, y, z; (ii) x−1, y, z; (iii) x, y+1, z; (iv) x, y−1, z; (v) x+1, y+1, z; (vi) x+1, y+1, z+1; (vii) x, y, z−1; (viii) x−1, y−1, z−1; (ix) x−1, y−1, z. |
(VI) # Sr(py-glygly)
2·4H
2O
top
Crystal data top
C18H30N12O14Sr | F(000) = 1488 |
Mr = 726.16 | Dx = 1.837 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -C 2yc | Cell parameters from 2982 reflections |
a = 12.9517 (3) Å | θ = 3.1–27.5° |
b = 7.7020 (2) Å | µ = 2.15 mm−1 |
c = 26.5416 (7) Å | T = 120 K |
β = 97.2770 (12)° | Plate, purple |
V = 2626.30 (11) Å3 | 0.25 × 0.25 × 0.06 mm |
Z = 4 | |
Data collection top
Kappa-CCD diffractometer | 2982 independent reflections |
Radiation source: fine-focus sealed X-ray tube | 2369 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.073 |
ϕ scans, and ω scans with κ offsets | θmax = 27.5°, θmin = 3.1° |
Absorption correction: multi-scan DENZO-SMN (Otwinowski & Minor, 1997) | h = −12→16 |
Tmin = 0.616, Tmax = 0.882 | k = −9→9 |
16348 measured reflections | l = −34→34 |
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)] = 0.049 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.134 | H-atom parameters constrained |
S = 1.05 | w = 1/[σ2(Fo2) + (0.0779P)2 + 5.4996P] where P = (Fo2 + 2Fc2)/3 |
2982 reflections | (Δ/σ)max < 0.001 |
205 parameters | Δρmax = 1.43 e Å−3 |
0 restraints | Δρmin = −0.74 e Å−3 |
Crystal data top
C18H30N12O14Sr | V = 2626.30 (11) Å3 |
Mr = 726.16 | Z = 4 |
Monoclinic, C2/c | Mo Kα radiation |
a = 12.9517 (3) Å | µ = 2.15 mm−1 |
b = 7.7020 (2) Å | T = 120 K |
c = 26.5416 (7) Å | 0.25 × 0.25 × 0.06 mm |
β = 97.2770 (12)° | |
Data collection top
Kappa-CCD diffractometer | 2982 independent reflections |
Absorption correction: multi-scan DENZO-SMN (Otwinowski & Minor, 1997) | 2369 reflections with I > 2σ(I) |
Tmin = 0.616, Tmax = 0.882 | Rint = 0.073 |
16348 measured reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.049 | 0 restraints |
wR(F2) = 0.134 | H-atom parameters constrained |
S = 1.05 | Δρmax = 1.43 e Å−3 |
2982 reflections | Δρmin = −0.74 e Å−3 |
205 parameters | |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Sr1 | 0.5000 | 0.74133 (6) | 0.2500 | 0.01659 (17) | |
N1 | 0.7172 (2) | 0.9302 (4) | 0.03949 (10) | 0.0111 (6) | |
C2 | 0.8036 (2) | 0.9896 (4) | 0.06703 (12) | 0.0102 (6) | |
N21 | 0.8157 (2) | 0.9587 (4) | 0.11657 (10) | 0.0108 (6) | |
C21 | 0.7416 (3) | 0.8527 (4) | 0.14050 (13) | 0.0138 (7) | |
C22 | 0.6429 (3) | 0.9434 (4) | 0.15274 (12) | 0.0118 (7) | |
O21 | 0.58106 (19) | 0.8578 (3) | 0.17423 (9) | 0.0176 (5) | |
N22 | 0.6280 (2) | 1.1078 (4) | 0.13875 (10) | 0.0133 (6) | |
C23 | 0.5397 (3) | 1.2102 (4) | 0.14926 (13) | 0.0131 (7) | |
C24 | 0.5654 (3) | 1.3464 (4) | 0.19121 (12) | 0.0123 (7) | |
O22 | 0.64266 (19) | 1.3184 (4) | 0.22429 (9) | 0.0211 (6) | |
O23 | 0.50455 (18) | 1.4727 (3) | 0.18991 (8) | 0.0133 (5) | |
N3 | 0.8794 (2) | 1.0838 (4) | 0.04732 (10) | 0.0105 (6) | |
C3 | 0.9709 (3) | 1.1498 (5) | 0.08075 (12) | 0.0140 (7) | |
C4 | 0.8731 (3) | 1.1185 (4) | −0.00456 (12) | 0.0113 (7) | |
O4 | 0.94393 (19) | 1.1953 (3) | −0.02177 (9) | 0.0152 (5) | |
C5 | 0.7783 (3) | 1.0571 (4) | −0.03537 (12) | 0.0116 (7) | |
N5 | 0.7717 (2) | 1.1014 (4) | −0.08459 (10) | 0.0154 (6) | |
O5 | 0.69042 (19) | 1.0500 (3) | −0.11401 (9) | 0.0187 (6) | |
C6 | 0.7028 (3) | 0.9645 (4) | −0.01033 (12) | 0.0121 (7) | |
N6 | 0.6155 (2) | 0.9101 (4) | −0.03714 (11) | 0.0148 (6) | |
O1 | 0.6184 (2) | 1.0023 (4) | 0.28105 (10) | 0.0266 (6) | |
O2 | 0.6785 (2) | 0.6241 (4) | 0.27728 (10) | 0.0249 (6) | |
H21 | 0.8698 | 1.0032 | 0.1356 | 0.013* | |
H21A | 0.7782 | 0.8048 | 0.1725 | 0.017* | |
H21B | 0.7207 | 0.7533 | 0.1178 | 0.017* | |
H22 | 0.6747 | 1.1574 | 0.1221 | 0.016* | |
H23A | 0.4856 | 1.1312 | 0.1593 | 0.016* | |
H23B | 0.5103 | 1.2701 | 0.1177 | 0.016* | |
H3A | 1.0182 | 1.0533 | 0.0911 | 0.021* | |
H3B | 0.9480 | 1.2035 | 0.1109 | 0.021* | |
H3C | 1.0072 | 1.2363 | 0.0624 | 0.021* | |
H6A | 0.5690 | 0.8534 | −0.0221 | 0.018* | |
H6B | 0.6040 | 0.9309 | −0.0700 | 0.018* | |
H1A | 0.6318 | 1.1048 | 0.2646 | 0.032* | |
H1B | 0.6662 | 0.9894 | 0.3101 | 0.032* | |
H2A | 0.6787 | 0.5280 | 0.2561 | 0.030* | |
H2B | 0.7379 | 0.6903 | 0.2752 | 0.030* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Sr1 | 0.0151 (3) | 0.0191 (3) | 0.0155 (2) | 0.000 | 0.00167 (17) | 0.000 |
N1 | 0.0081 (13) | 0.0113 (14) | 0.0138 (13) | −0.0014 (11) | 0.0010 (10) | −0.0007 (10) |
C2 | 0.0100 (16) | 0.0061 (15) | 0.0152 (16) | 0.0028 (12) | 0.0047 (12) | 0.0001 (11) |
N21 | 0.0103 (14) | 0.0112 (14) | 0.0102 (13) | −0.0017 (11) | −0.0007 (10) | −0.0014 (10) |
C21 | 0.0164 (17) | 0.0099 (17) | 0.0154 (16) | 0.0005 (14) | 0.0029 (13) | 0.0035 (12) |
C22 | 0.0126 (16) | 0.0086 (16) | 0.0133 (15) | −0.0015 (13) | −0.0017 (12) | −0.0029 (12) |
O21 | 0.0180 (13) | 0.0130 (13) | 0.0224 (13) | −0.0014 (10) | 0.0047 (10) | 0.0019 (10) |
N22 | 0.0125 (14) | 0.0110 (14) | 0.0168 (14) | 0.0013 (11) | 0.0034 (11) | 0.0013 (11) |
C23 | 0.0100 (16) | 0.0111 (16) | 0.0170 (17) | 0.0005 (13) | −0.0028 (13) | −0.0019 (12) |
C24 | 0.0129 (17) | 0.0117 (18) | 0.0125 (16) | −0.0003 (13) | 0.0026 (13) | 0.0014 (12) |
O22 | 0.0148 (13) | 0.0271 (15) | 0.0195 (13) | 0.0083 (11) | −0.0056 (10) | −0.0087 (11) |
O23 | 0.0133 (12) | 0.0121 (12) | 0.0140 (11) | 0.0036 (10) | 0.0006 (9) | −0.0001 (9) |
N3 | 0.0074 (13) | 0.0118 (14) | 0.0118 (13) | −0.0010 (11) | −0.0009 (10) | −0.0024 (10) |
C3 | 0.0111 (16) | 0.0154 (18) | 0.0139 (16) | −0.0048 (14) | −0.0042 (13) | 0.0019 (12) |
C4 | 0.0120 (17) | 0.0078 (16) | 0.0135 (16) | 0.0028 (13) | −0.0003 (12) | −0.0004 (12) |
O4 | 0.0126 (12) | 0.0173 (13) | 0.0161 (12) | −0.0049 (10) | 0.0029 (9) | 0.0003 (9) |
C5 | 0.0118 (16) | 0.0103 (16) | 0.0127 (15) | 0.0013 (13) | 0.0017 (12) | −0.0007 (12) |
N5 | 0.0164 (15) | 0.0145 (16) | 0.0144 (14) | 0.0013 (12) | −0.0013 (11) | 0.0004 (11) |
O5 | 0.0181 (13) | 0.0208 (14) | 0.0151 (12) | −0.0014 (11) | −0.0057 (10) | −0.0014 (9) |
C6 | 0.0115 (17) | 0.0085 (16) | 0.0159 (16) | 0.0013 (13) | 0.0000 (13) | −0.0018 (12) |
N6 | 0.0116 (14) | 0.0171 (16) | 0.0147 (14) | −0.0046 (12) | −0.0013 (11) | 0.0002 (11) |
O1 | 0.0299 (16) | 0.0247 (15) | 0.0238 (14) | −0.0046 (12) | −0.0020 (11) | 0.0008 (11) |
O2 | 0.0192 (14) | 0.0224 (14) | 0.0315 (15) | −0.0013 (11) | −0.0026 (11) | −0.0042 (11) |
Geometric parameters (Å, º) top
Sr1—O2 | 2.502 (3) | C23—H23B | 0.99 |
Sr1—O21 | 2.547 (2) | C24—O23 | 1.249 (4) |
Sr1—O1 | 2.598 (3) | C24—O22 | 1.264 (4) |
Sr1—O1i | 2.598 (3) | N3—C4 | 1.395 (4) |
Sr1—O23ii | 2.618 (2) | N3—C3 | 1.477 (4) |
Sr1—H2A | 2.8264 | C3—H3A | 0.98 |
N1—C2 | 1.337 (4) | C3—H3B | 0.98 |
N1—C6 | 1.338 (4) | C3—H3C | 0.98 |
C2—N21 | 1.326 (4) | C4—O4 | 1.228 (4) |
C2—N3 | 1.377 (4) | C4—C5 | 1.464 (5) |
N21—C21 | 1.465 (4) | C5—N5 | 1.342 (4) |
N21—H21 | 0.88 | C5—C6 | 1.439 (5) |
C21—C22 | 1.528 (5) | N5—O5 | 1.291 (4) |
C21—H21A | 0.99 | C6—N6 | 1.326 (4) |
C21—H21B | 0.99 | N6—H6A | 0.88 |
C22—O21 | 1.231 (4) | N6—H6B | 0.88 |
C22—N22 | 1.327 (4) | O1—H1A | 0.93 |
N22—C23 | 1.445 (4) | O1—H1B | 0.9299 |
N22—H22 | 0.88 | O2—H2A | 0.9302 |
C23—C24 | 1.535 (5) | O2—H2B | 0.9302 |
C23—H23A | 0.99 | | |
| | | |
O2i—Sr1—O2 | 137.70 (13) | C22—C21—H21B | 108.1 |
O2i—Sr1—O21i | 84.11 (9) | H21A—C21—H21B | 107.3 |
O2—Sr1—O21i | 110.90 (8) | O21—C22—N22 | 124.1 (3) |
O2i—Sr1—O21 | 110.90 (8) | O21—C22—C21 | 117.7 (3) |
O2—Sr1—O21 | 84.11 (9) | N22—C22—C21 | 118.2 (3) |
O21i—Sr1—O21 | 138.75 (11) | C22—O21—Sr1 | 155.7 (2) |
O2i—Sr1—O1 | 149.05 (9) | C22—N22—C23 | 123.9 (3) |
O2—Sr1—O1 | 72.58 (9) | C22—N22—H22 | 118.1 |
O21i—Sr1—O1 | 76.28 (8) | C23—N22—H22 | 118.1 |
O21—Sr1—O1 | 72.08 (8) | N22—C23—C24 | 114.2 (3) |
O2i—Sr1—O1i | 72.58 (9) | N22—C23—H23A | 108.7 |
O2—Sr1—O1i | 149.05 (9) | C24—C23—H23A | 108.7 |
O21i—Sr1—O1i | 72.08 (8) | N22—C23—H23B | 108.7 |
O21—Sr1—O1i | 76.28 (8) | C24—C23—H23B | 108.7 |
O1—Sr1—O1i | 78.66 (12) | H23A—C23—H23B | 107.6 |
O2i—Sr1—O23iii | 78.45 (8) | O23—C24—O22 | 126.4 (3) |
O2—Sr1—O23iii | 68.27 (8) | O23—C24—C23 | 115.7 (3) |
O21i—Sr1—O23iii | 75.76 (7) | O22—C24—C23 | 117.8 (3) |
O21—Sr1—O23iii | 143.40 (8) | C24—O23—Sr1iv | 131.4 (2) |
O1—Sr1—O23iii | 118.43 (8) | C2—N3—C4 | 121.4 (3) |
O1i—Sr1—O23iii | 138.31 (8) | C2—N3—C3 | 120.6 (3) |
O2i—Sr1—O23ii | 68.27 (8) | C4—N3—C3 | 118.0 (3) |
O2—Sr1—O23ii | 78.45 (8) | N3—C3—H3A | 109.5 |
O21i—Sr1—O23ii | 143.40 (8) | N3—C3—H3B | 109.5 |
O21—Sr1—O23ii | 75.76 (7) | H3A—C3—H3B | 109.5 |
O1—Sr1—O23ii | 138.31 (8) | N3—C3—H3C | 109.5 |
O1i—Sr1—O23ii | 118.43 (8) | H3A—C3—H3C | 109.5 |
O23iii—Sr1—O23ii | 75.54 (10) | H3B—C3—H3C | 109.5 |
O2i—Sr1—H2A | 121.8 | O4—C4—N3 | 120.4 (3) |
O2—Sr1—H2A | 18.9 | O4—C4—C5 | 124.1 (3) |
O21i—Sr1—H2A | 125.2 | N3—C4—C5 | 115.5 (3) |
O21—Sr1—H2A | 80.4 | N5—C5—C6 | 127.7 (3) |
O1—Sr1—H2A | 89.2 | N5—C5—C4 | 114.0 (3) |
O1i—Sr1—H2A | 156.1 | C6—C5—C4 | 118.2 (3) |
O23iii—Sr1—H2A | 65.6 | O5—N5—C5 | 117.2 (3) |
O23ii—Sr1—H2A | 59.6 | N6—C6—N1 | 118.1 (3) |
C2—N1—C6 | 118.4 (3) | N6—C6—C5 | 119.5 (3) |
N21—C2—N1 | 117.8 (3) | N1—C6—C5 | 122.4 (3) |
N21—C2—N3 | 118.1 (3) | C6—N6—H6A | 120.0 |
N1—C2—N3 | 124.1 (3) | C6—N6—H6B | 120.0 |
C2—N21—C21 | 121.9 (3) | H6A—N6—H6B | 120.0 |
C2—N21—H21 | 119.1 | Sr1—O1—H1A | 130.2 |
C21—N21—H21 | 119.1 | Sr1—O1—H1B | 119.0 |
N21—C21—C22 | 116.7 (3) | H1A—O1—H1B | 109.6 |
N21—C21—H21A | 108.1 | Sr1—O2—H2A | 100.7 |
C22—C21—H21A | 108.1 | Sr1—O2—H2B | 121.7 |
N21—C21—H21B | 108.1 | H2A—O2—H2B | 109.6 |
| | | |
C6—N1—C2—N21 | 178.3 (3) | C23—C24—O23—Sr1iv | 178.2 (2) |
C6—N1—C2—N3 | −0.2 (5) | N21—C2—N3—C4 | 178.7 (3) |
N1—C2—N21—C21 | 4.4 (5) | N1—C2—N3—C4 | −2.8 (5) |
N3—C2—N21—C21 | −177.1 (3) | N21—C2—N3—C3 | −0.6 (4) |
C2—N21—C21—C22 | −82.0 (4) | N1—C2—N3—C3 | 177.9 (3) |
N21—C21—C22—O21 | −177.9 (3) | C2—N3—C4—O4 | −176.4 (3) |
N21—C21—C22—N22 | 3.4 (4) | C3—N3—C4—O4 | 2.9 (5) |
N22—C22—O21—Sr1 | −87.7 (6) | C2—N3—C4—C5 | 3.5 (4) |
C21—C22—O21—Sr1 | 93.7 (6) | C3—N3—C4—C5 | −177.2 (3) |
O2i—Sr1—O21—C22 | 161.8 (5) | O4—C4—C5—N5 | −3.9 (5) |
O2—Sr1—O21—C22 | −59.1 (5) | N3—C4—C5—N5 | 176.3 (3) |
O21i—Sr1—O21—C22 | 56.2 (5) | O4—C4—C5—C6 | 178.3 (3) |
O1—Sr1—O21—C22 | 14.5 (5) | N3—C4—C5—C6 | −1.6 (4) |
O1i—Sr1—O21—C22 | 96.8 (6) | C6—C5—N5—O5 | −3.0 (5) |
O23iii—Sr1—O21—C22 | −99.3 (5) | C4—C5—N5—O5 | 179.4 (3) |
O23ii—Sr1—O21—C22 | −138.6 (6) | C2—N1—C6—N6 | −177.9 (3) |
O21—C22—N22—C23 | 3.3 (5) | C2—N1—C6—C5 | 2.2 (5) |
C21—C22—N22—C23 | −178.1 (3) | N5—C5—C6—N6 | 1.3 (5) |
C22—N22—C23—C24 | 106.1 (4) | C4—C5—C6—N6 | 178.8 (3) |
N22—C23—C24—O23 | 156.5 (3) | N5—C5—C6—N1 | −178.7 (3) |
N22—C23—C24—O22 | −25.7 (4) | C4—C5—C6—N1 | −1.2 (5) |
O22—C24—O23—Sr1iv | 0.6 (5) | | |
Symmetry codes: (i) −x+1, y, −z+1/2; (ii) x, y−1, z; (iii) −x+1, y−1, −z+1/2; (iv) x, y+1, z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N21—H21···O23v | 0.88 | 2.13 | 2.928 (4) | 151 |
N21—H21···O2vi | 0.88 | 2.64 | 3.084 (4) | 112 |
N22—H22···N5vii | 0.88 | 2.26 | 3.041 (4) | 148 |
N6—H6A···O4viii | 0.88 | 2.03 | 2.841 (4) | 153 |
N6—H6B···O5 | 0.88 | 1.95 | 2.601 (4) | 130 |
O1—H1A···O22 | 0.93 | 1.98 | 2.901 (4) | 173 |
O1—H1B···O5ix | 0.93 | 2.02 | 2.852 (4) | 148 |
O2—H2A···O22ii | 0.93 | 1.85 | 2.752 (4) | 162 |
O2—H2B···O22x | 0.93 | 1.83 | 2.763 (4) | 176 |
Symmetry codes: (ii) x, y−1, z; (v) x+1/2, y−1/2, z; (vi) −x+3/2, y+1/2, −z+1/2; (vii) −x+3/2, −y+5/2, −z; (viii) x−1/2, y−1/2, z; (ix) x, −y+2, z+1/2; (x) −x+3/2, y−1/2, −z+1/2. |
(VII) Bis[
N-(6-amino-3,4-dihydro-3-methyl-5-nitroso-4-oxopyrimidin-2-yl) glycylglycinato] diaquabariuium:
top
Crystal data top
C18H30BaN12O14 | F(000) = 1560 |
Mr = 775.87 | Dx = 1.836 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -C 2yc | Cell parameters from 3148 reflections |
a = 13.3918 (3) Å | θ = 3.1–27.4° |
b = 7.4669 (2) Å | µ = 1.51 mm−1 |
c = 28.8211 (7) Å | T = 120 K |
β = 103.131 (1)° | Plate, pink |
V = 2806.62 (12) Å3 | 0.20 × 0.15 × 0.04 mm |
Z = 4 | |
Data collection top
Kappa-CCD diffractometer | 3148 independent reflections |
Radiation source: fine-focus sealed X-ray tube | 2905 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.046 |
ϕ scans, and ω scans with κ offsets | θmax = 27.4°, θmin = 3.1° |
Absorption correction: multi-scan DENZO-SMN (Otwinowski & Minor, 1997) | h = −17→8 |
Tmin = 0.753, Tmax = 0.942 | k = −9→8 |
7598 measured reflections | l = −37→37 |
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) = 0.085 | H-atom parameters constrained |
S = 1.24 | w = 1/[σ2(Fo2)P)2 + 16.8531P] where P = (Fo2 + 2Fc2)/3 |
3148 reflections | (Δ/σ)max = 0.001 |
205 parameters | Δρmax = 0.99 e Å−3 |
0 restraints | Δρmin = −0.84 e Å−3 |
Crystal data top
C18H30BaN12O14 | V = 2806.62 (12) Å3 |
Mr = 775.87 | Z = 4 |
Monoclinic, C2/c | Mo Kα radiation |
a = 13.3918 (3) Å | µ = 1.51 mm−1 |
b = 7.4669 (2) Å | T = 120 K |
c = 28.8211 (7) Å | 0.20 × 0.15 × 0.04 mm |
β = 103.131 (1)° | |
Data collection top
Kappa-CCD diffractometer | 3148 independent reflections |
Absorption correction: multi-scan DENZO-SMN (Otwinowski & Minor, 1997) | 2905 reflections with I > 2σ(I) |
Tmin = 0.753, Tmax = 0.942 | Rint = 0.046 |
7598 measured reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.034 | 0 restraints |
wR(F2) = 0.085 | H-atom parameters constrained |
S = 1.24 | w = 1/[σ2(Fo2)P)2 + 16.8531P] where P = (Fo2 + 2Fc2)/3 |
3148 reflections | Δρmax = 0.99 e Å−3 |
205 parameters | Δρmin = −0.84 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Ba1 | 0.5000 | 0.94154 (4) | 0.2500 | 0.01272 (10) | |
N1 | 0.4070 (2) | 0.4847 (4) | 0.03921 (10) | 0.0123 (6) | |
C2 | 0.4306 (3) | 0.3348 (4) | 0.06444 (13) | 0.0120 (7) | |
N21 | 0.4676 (2) | 0.3508 (4) | 0.11119 (10) | 0.0127 (6) | |
C21 | 0.4900 (3) | 0.5249 (5) | 0.13395 (13) | 0.0150 (7) | |
C22 | 0.3999 (3) | 0.6297 (5) | 0.14435 (12) | 0.0133 (7) | |
O21 | 0.4174 (2) | 0.7776 (3) | 0.16391 (9) | 0.0164 (5) | |
N22 | 0.3064 (2) | 0.5581 (4) | 0.13169 (11) | 0.0153 (6) | |
C23 | 0.2157 (3) | 0.6481 (5) | 0.14002 (13) | 0.0150 (7) | |
C24 | 0.1691 (3) | 0.5613 (5) | 0.17811 (12) | 0.0137 (7) | |
O22 | 0.22102 (19) | 0.4459 (3) | 0.20536 (9) | 0.0182 (5) | |
O23 | 0.08128 (19) | 0.6143 (3) | 0.17992 (9) | 0.0161 (5) | |
N3 | 0.4162 (2) | 0.1638 (4) | 0.04530 (10) | 0.0115 (6) | |
C3 | 0.4430 (3) | 0.0039 (5) | 0.07562 (13) | 0.0154 (7) | |
C4 | 0.3763 (3) | 0.1388 (5) | −0.00327 (12) | 0.0120 (7) | |
O4 | 0.3665 (2) | −0.0136 (3) | −0.01996 (9) | 0.0167 (5) | |
C5 | 0.3468 (3) | 0.2995 (4) | −0.03134 (13) | 0.0121 (7) | |
N5 | 0.2986 (2) | 0.2705 (4) | −0.07705 (11) | 0.0151 (6) | |
O5 | 0.2718 (2) | 0.4083 (3) | −0.10397 (9) | 0.0188 (6) | |
C6 | 0.3657 (3) | 0.4701 (4) | −0.00733 (12) | 0.0128 (7) | |
N6 | 0.3411 (2) | 0.6188 (4) | −0.03214 (11) | 0.0164 (6) | |
O1 | 0.6459 (2) | 1.1640 (4) | 0.30457 (10) | 0.0229 (6) | |
O2 | 0.3758 (2) | 0.6534 (4) | 0.26438 (10) | 0.0227 (6) | |
H21 | 0.4789 | 0.2535 | 0.1288 | 0.015* | |
H21A | 0.5231 | 0.5999 | 0.1134 | 0.018* | |
H21B | 0.5408 | 0.5071 | 0.1644 | 0.018* | |
H22 | 0.2993 | 0.4525 | 0.1178 | 0.018* | |
H2C | 0.1631 | 0.6513 | 0.1097 | 0.018* | |
H2D | 0.2339 | 0.7735 | 0.1495 | 0.018* | |
H3A | 0.4243 | 0.0237 | 0.1062 | 0.018* | |
H3B | 0.5169 | −0.0182 | 0.0812 | 0.018* | |
H3C | 0.4055 | −0.1000 | 0.0597 | 0.018* | |
H6A | 0.3520 | 0.7235 | −0.0179 | 0.020* | |
H6B | 0.3137 | 0.6131 | −0.0629 | 0.020* | |
H1A | 0.6843 | 1.1345 | 0.3334 | 0.027* | |
H1B | 0.6721 | 1.2731 | 0.3014 | 0.027* | |
H2A | 0.3353 | 0.5715 | 0.2463 | 0.027* | |
H2B | 0.3359 | 0.7329 | 0.2752 | 0.027* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Ba1 | 0.01633 (16) | 0.01032 (15) | 0.01042 (15) | 0.000 | 0.00073 (11) | 0.000 |
N1 | 0.0128 (14) | 0.0088 (14) | 0.0148 (15) | −0.0003 (11) | 0.0021 (12) | 0.0008 (11) |
C2 | 0.0088 (16) | 0.0112 (16) | 0.0167 (17) | 0.0011 (13) | 0.0042 (13) | −0.0012 (13) |
N21 | 0.0158 (15) | 0.0103 (14) | 0.0123 (14) | 0.0010 (11) | 0.0036 (12) | 0.0006 (11) |
C21 | 0.0124 (17) | 0.0162 (18) | 0.0153 (17) | 0.0005 (14) | 0.0010 (13) | −0.0029 (14) |
C22 | 0.0165 (17) | 0.0130 (16) | 0.0103 (16) | −0.0008 (14) | 0.0032 (14) | 0.0000 (13) |
O21 | 0.0205 (13) | 0.0116 (12) | 0.0159 (13) | −0.0010 (10) | 0.0018 (10) | −0.0020 (10) |
N22 | 0.0132 (14) | 0.0119 (14) | 0.0219 (16) | 0.0001 (12) | 0.0064 (12) | −0.0029 (12) |
C23 | 0.0130 (17) | 0.0133 (17) | 0.0201 (18) | 0.0023 (13) | 0.0064 (14) | 0.0023 (14) |
C24 | 0.0157 (17) | 0.0119 (16) | 0.0124 (16) | −0.0038 (14) | 0.0009 (13) | −0.0036 (14) |
O22 | 0.0193 (13) | 0.0165 (12) | 0.0174 (13) | 0.0029 (11) | 0.0012 (10) | 0.0019 (11) |
O23 | 0.0114 (12) | 0.0201 (13) | 0.0177 (13) | 0.0028 (10) | 0.0052 (10) | 0.0014 (10) |
N3 | 0.0137 (14) | 0.0083 (13) | 0.0120 (14) | 0.0009 (11) | 0.0018 (11) | 0.0014 (11) |
C3 | 0.0201 (18) | 0.0087 (15) | 0.0161 (18) | 0.0028 (13) | 0.0016 (14) | 0.0042 (13) |
C4 | 0.0111 (16) | 0.0119 (17) | 0.0134 (17) | −0.0004 (13) | 0.0031 (13) | −0.0007 (13) |
O4 | 0.0240 (14) | 0.0069 (12) | 0.0182 (13) | −0.0009 (10) | 0.0027 (11) | −0.0021 (10) |
C5 | 0.0105 (16) | 0.0110 (16) | 0.0149 (17) | 0.0008 (13) | 0.0030 (13) | 0.0024 (13) |
N5 | 0.0153 (15) | 0.0132 (15) | 0.0164 (15) | 0.0002 (12) | 0.0025 (12) | 0.0015 (12) |
O5 | 0.0242 (14) | 0.0135 (13) | 0.0166 (13) | 0.0015 (10) | 0.0007 (11) | 0.0036 (10) |
C6 | 0.0115 (16) | 0.0116 (17) | 0.0160 (17) | −0.0013 (13) | 0.0050 (13) | 0.0011 (13) |
N6 | 0.0260 (17) | 0.0060 (13) | 0.0153 (15) | 0.0003 (12) | 0.0008 (13) | 0.0009 (11) |
O1 | 0.0247 (15) | 0.0202 (14) | 0.0209 (14) | −0.0089 (11) | −0.0010 (11) | 0.0016 (11) |
O2 | 0.0164 (14) | 0.0260 (15) | 0.0249 (15) | −0.0041 (11) | 0.0030 (11) | −0.0031 (12) |
Geometric parameters (Å, º) top
Ba1—O21 | 2.762 (2) | C23—H2D | 0.9900 |
Ba1—O1 | 2.767 (3) | C24—O23 | 1.254 (4) |
Ba1—O2 | 2.808 (3) | C24—O22 | 1.262 (4) |
Ba1—O23i | 2.816 (2) | N3—C4 | 1.393 (4) |
Ba1—O23ii | 2.816 (2) | N3—C3 | 1.475 (4) |
Ba1—H2B | 2.9167 | C3—H3A | 0.9800 |
N1—C2 | 1.333 (4) | C3—H3B | 0.9800 |
N1—C6 | 1.334 (5) | C3—H3C | 0.9800 |
C2—N21 | 1.331 (4) | C4—O4 | 1.230 (4) |
C2—N3 | 1.386 (4) | C4—C5 | 1.451 (5) |
N21—C21 | 1.456 (4) | C5—N5 | 1.346 (5) |
N21—H21 | 0.8800 | C5—C6 | 1.444 (5) |
C21—C22 | 1.524 (5) | N5—O5 | 1.289 (4) |
C21—H21A | 0.9900 | C6—N6 | 1.321 (4) |
C21—H21B | 0.9900 | N6—H6A | 0.8800 |
C22—O21 | 1.238 (4) | N6—H6B | 0.8800 |
C22—N22 | 1.334 (5) | O1—H1A | 0.8999 |
N22—C23 | 1.455 (4) | O1—H1B | 0.9000 |
N22—H22 | 0.8800 | O2—H2A | 0.9000 |
C23—C24 | 1.525 (5) | O2—H2B | 0.9000 |
C23—H2C | 0.9900 | | |
| | | |
O21—Ba1—O21iii | 127.40 (10) | N22—C22—C21 | 118.4 (3) |
O21—Ba1—O1 | 149.72 (8) | C22—O21—Ba1 | 143.1 (2) |
O21iii—Ba1—O1 | 70.63 (8) | C22—N22—C23 | 122.4 (3) |
O21—Ba1—O1iii | 70.63 (8) | C22—N22—H22 | 118.8 |
O21iii—Ba1—O1iii | 149.72 (8) | C23—N22—H22 | 118.8 |
O1—Ba1—O1iii | 106.22 (12) | N22—C23—C24 | 114.5 (3) |
O21—Ba1—O2 | 70.32 (8) | N22—C23—H2C | 108.6 |
O21iii—Ba1—O2 | 69.98 (8) | C24—C23—H2C | 108.6 |
O1—Ba1—O2 | 137.89 (8) | N22—C23—H2D | 108.6 |
O1iii—Ba1—O2 | 100.26 (8) | C24—C23—H2D | 108.6 |
O21—Ba1—O2iii | 69.98 (8) | H2C—C23—H2D | 107.6 |
O21iii—Ba1—O2iii | 70.32 (8) | O23—C24—O22 | 125.4 (3) |
O1—Ba1—O2iii | 100.26 (8) | O23—C24—C23 | 115.9 (3) |
O1iii—Ba1—O2iii | 137.89 (8) | O22—C24—C23 | 118.7 (3) |
O2—Ba1—O2iii | 79.95 (11) | C24—O23—Ba1iv | 113.9 (2) |
O21—Ba1—O23i | 72.53 (7) | C2—N3—C4 | 120.7 (3) |
O21iii—Ba1—O23i | 134.92 (7) | C2—N3—C3 | 121.1 (3) |
O1—Ba1—O23i | 78.14 (8) | C4—N3—C3 | 118.2 (3) |
O1iii—Ba1—O23i | 69.85 (8) | N3—C3—H3A | 109.5 |
O2—Ba1—O23i | 142.72 (8) | N3—C3—H3B | 109.5 |
O2iii—Ba1—O23i | 84.64 (8) | H3A—C3—H3B | 109.5 |
O21—Ba1—O23ii | 134.92 (7) | N3—C3—H3C | 109.5 |
O21iii—Ba1—O23ii | 72.53 (7) | H3A—C3—H3C | 109.5 |
O1—Ba1—O23ii | 69.85 (8) | H3B—C3—H3C | 109.5 |
O1iii—Ba1—O23ii | 78.14 (8) | O4—C4—N3 | 120.0 (3) |
O2—Ba1—O23ii | 84.64 (8) | O4—C4—C5 | 123.7 (3) |
O2iii—Ba1—O23ii | 142.72 (8) | N3—C4—C5 | 116.3 (3) |
O23i—Ba1—O23ii | 125.46 (10) | N5—C5—C6 | 127.1 (3) |
C2—N1—C6 | 118.2 (3) | N5—C5—C4 | 115.0 (3) |
N21—C2—N1 | 117.7 (3) | C6—C5—C4 | 117.8 (3) |
N21—C2—N3 | 118.1 (3) | O5—N5—C5 | 117.8 (3) |
N1—C2—N3 | 124.2 (3) | N6—C6—N1 | 118.1 (3) |
C2—N21—C21 | 121.8 (3) | N6—C6—C5 | 119.1 (3) |
C2—N21—H21 | 119.1 | N1—C6—C5 | 122.7 (3) |
C21—N21—H21 | 119.1 | C6—N6—H6A | 120.0 |
N21—C21—C22 | 117.1 (3) | C6—N6—H6B | 120.0 |
N21—C21—H21A | 108.0 | H6A—N6—H6B | 120.0 |
C22—C21—H21A | 108.0 | Ba1—O1—H1A | 124.1 |
N21—C21—H21B | 108.0 | Ba1—O1—H1B | 136.6 |
C22—C21—H21B | 108.0 | H1A—O1—H1B | 99.3 |
H21A—C21—H21B | 107.3 | Ba1—O2—H2A | 137.2 |
O21—C22—N22 | 123.5 (3) | Ba1—O2—H2B | 87.9 |
O21—C22—C21 | 118.1 (3) | H2A—O2—H2B | 108.8 |
| | | |
C6—N1—C2—N21 | −177.2 (3) | C23—C24—O23—Ba1iv | 178.8 (2) |
C6—N1—C2—N3 | 1.0 (5) | N21—C2—N3—C4 | 179.1 (3) |
N1—C2—N21—C21 | −5.0 (5) | N1—C2—N3—C4 | 1.0 (5) |
N3—C2—N21—C21 | 176.8 (3) | N21—C2—N3—C3 | −1.1 (5) |
C2—N21—C21—C22 | 80.5 (4) | N1—C2—N3—C3 | −179.2 (3) |
N21—C21—C22—O21 | 179.6 (3) | C2—N3—C4—O4 | 178.2 (3) |
N21—C21—C22—N22 | −0.8 (5) | C3—N3—C4—O4 | −1.7 (5) |
N22—C22—O21—Ba1 | 106.5 (4) | C2—N3—C4—C5 | −2.9 (5) |
C21—C22—O21—Ba1 | −73.9 (5) | C3—N3—C4—C5 | 177.3 (3) |
O21iii—Ba1—O21—C22 | −1.3 (4) | O4—C4—C5—N5 | 5.6 (5) |
O1—Ba1—O21—C22 | 117.5 (4) | N3—C4—C5—N5 | −173.3 (3) |
O1iii—Ba1—O21—C22 | −153.3 (4) | O4—C4—C5—C6 | −178.1 (3) |
O2—Ba1—O21—C22 | −44.3 (4) | N3—C4—C5—C6 | 3.0 (5) |
O2iii—Ba1—O21—C22 | 41.9 (4) | C6—C5—N5—O5 | 5.2 (5) |
O23i—Ba1—O21—C22 | 132.5 (4) | C4—C5—N5—O5 | −178.9 (3) |
O23ii—Ba1—O21—C22 | −104.5 (4) | C2—N1—C6—N6 | 179.1 (3) |
O21—C22—N22—C23 | −0.3 (5) | C2—N1—C6—C5 | −0.8 (5) |
C21—C22—N22—C23 | −179.9 (3) | N5—C5—C6—N6 | −5.3 (5) |
C22—N22—C23—C24 | −110.0 (4) | C4—C5—C6—N6 | 178.9 (3) |
N22—C23—C24—O23 | −167.1 (3) | N5—C5—C6—N1 | 174.5 (3) |
N22—C23—C24—O22 | 13.8 (5) | C4—C5—C6—N1 | −1.2 (5) |
O22—C24—O23—Ba1iv | −2.2 (4) | | |
Symmetry codes: (i) x+1/2, y+1/2, z; (ii) −x+1/2, y+1/2, −z+1/2; (iii) −x+1, y, −z+1/2; (iv) x−1/2, y−1/2, z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N21—H21···O23v | 0.88 | 2.05 | 2.827 (4) | 146 |
N22—H22···N5vi | 0.88 | 2.27 | 3.077 (4) | 152 |
N6—H6A···O4vii | 0.88 | 1.97 | 2.779 (4) | 151 |
N6—H6B···O5 | 0.88 | 1.94 | 2.597 (4) | 131 |
O1—H1A···O5viii | 0.90 | 1.94 | 2.839 (4) | 175 |
O1—H1B···O22ix | 0.90 | 1.97 | 2.814 (4) | 156 |
O2—H2A···O22 | 0.90 | 1.95 | 2.826 (4) | 165 |
O2—H2B···O22ii | 0.90 | 1.90 | 2.779 (4) | 164 |
Symmetry codes: (ii) −x+1/2, y+1/2, −z+1/2; (v) x+1/2, y−1/2, z; (vi) −x+1/2, −y+1/2, −z; (vii) x, y+1, z; (viii) x+1/2, −y+3/2, z+1/2; (ix) −x+1, y+1, −z+1/2. |
Crystal data top
C20H36CaN10O12·C20H38CaN10O13·3.123(H2O) | F(000) = 1450 |
Mr = 1371.37 | Dx = 1.467 Mg m−3 |
Monoclinic, P21 | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: P 2yb | Cell parameters from 14077 reflections |
a = 7.5557 (3) Å | θ = 2.0–29.2° |
b = 13.9726 (6) Å | µ = 0.28 mm−1 |
c = 29.4179 (12) Å | T = 120 K |
β = 91.803 (2)° | Plate, pink |
V = 3104.2 (2) Å3 | 0.05 × 0.04 × 0.03 mm |
Z = 2 | |
Data collection top
Kappa-CCD diffractometer | 14077 independent reflections |
Radiation source: fine-focus sealed X-ray tube | 13181 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.027 |
ϕ scans, and ω scans with κ offsets | θmax = 29.2°, θmin = 2.0° |
Absorption correction: multi-scan DENZO-SMN (Otwinowski & Minor, 1997) | h = −10→7 |
Tmin = 0.967, Tmax = 0.992 | k = −18→17 |
21417 measured reflections | l = −40→41 |
Refinement top
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.037 | H-atom parameters constrained |
wR(F2) = 0.085 | w = 1/[σ2(Fo2) + (0.0407P)2 + 0.4491P] where P = (Fo2 + 2Fc2)/3 |
S = 1.05 | (Δ/σ)max = 0.003 |
14077 reflections | Δρmax = 0.40 e Å−3 |
888 parameters | Δρmin = −0.39 e Å−3 |
48 restraints | Absolute structure: Flack (1983), 5320 Friedel pairs |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0.085 (17) |
Crystal data top
C20H36CaN10O12·C20H38CaN10O13·3.123(H2O) | V = 3104.2 (2) Å3 |
Mr = 1371.37 | Z = 2 |
Monoclinic, P21 | Mo Kα radiation |
a = 7.5557 (3) Å | µ = 0.28 mm−1 |
b = 13.9726 (6) Å | T = 120 K |
c = 29.4179 (12) Å | 0.05 × 0.04 × 0.03 mm |
β = 91.803 (2)° | |
Data collection top
Kappa-CCD diffractometer | 14077 independent reflections |
Absorption correction: multi-scan DENZO-SMN (Otwinowski & Minor, 1997) | 13181 reflections with I > 2σ(I) |
Tmin = 0.967, Tmax = 0.992 | Rint = 0.027 |
21417 measured reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.037 | H-atom parameters constrained |
wR(F2) = 0.085 | Δρmax = 0.40 e Å−3 |
S = 1.05 | Δρmin = −0.39 e Å−3 |
14077 reflections | Absolute structure: Flack (1983), 5320 Friedel pairs |
888 parameters | Absolute structure parameter: 0.085 (17) |
48 restraints | |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
Ca1 | 0.26363 (5) | 0.88390 (3) | 0.653031 (13) | 0.01253 (8) | |
N11 | −0.1461 (2) | 1.21782 (12) | 0.55044 (6) | 0.0157 (3) | |
C12 | −0.2791 (2) | 1.20094 (14) | 0.57804 (7) | 0.0136 (4) | |
N12 | −0.2415 (2) | 1.17440 (13) | 0.62066 (6) | 0.0169 (3) | |
C121 | −0.0589 (3) | 1.15611 (15) | 0.63785 (7) | 0.0178 (4) | |
C122 | −0.0577 (3) | 1.06226 (15) | 0.66547 (7) | 0.0161 (4) | |
C123 | 0.0256 (5) | 1.2376 (3) | 0.66582 (12) | 0.0168 (7) | 0.722 (7) |
C124 | 0.0238 (8) | 1.3316 (5) | 0.6396 (2) | 0.0239 (12) | 0.722 (7) |
C125 | −0.0656 (5) | 1.2483 (3) | 0.71088 (11) | 0.0308 (9) | 0.722 (7) |
C126 | −0.0370 (14) | 1.2422 (6) | 0.6740 (3) | 0.017 (2) | 0.278 (7) |
C127 | −0.011 (2) | 1.3392 (16) | 0.6477 (7) | 0.025 (3) | 0.278 (7) |
C128 | 0.1275 (11) | 1.2282 (6) | 0.7058 (3) | 0.025 (2) | 0.278 (7) |
O121 | 0.0895 (2) | 1.02203 (11) | 0.67081 (5) | 0.0211 (3) | |
O122 | −0.2018 (2) | 1.03584 (12) | 0.68134 (6) | 0.0233 (3) | |
N13 | −0.4563 (2) | 1.21158 (13) | 0.56520 (6) | 0.0154 (3) | |
C13 | −0.5961 (3) | 1.19186 (16) | 0.59783 (8) | 0.0203 (4) | |
C14 | −0.5073 (3) | 1.24162 (15) | 0.52156 (7) | 0.0160 (4) | |
O14 | −0.66550 (19) | 1.25574 (12) | 0.51112 (5) | 0.0217 (3) | |
C15 | −0.3638 (2) | 1.25345 (15) | 0.48993 (7) | 0.0147 (4) | |
N15 | −0.4174 (2) | 1.27885 (13) | 0.44739 (6) | 0.0179 (3) | |
O15 | −0.29608 (19) | 1.28768 (11) | 0.41827 (5) | 0.0197 (3) | |
C16 | −0.1837 (2) | 1.24100 (14) | 0.50701 (7) | 0.0139 (4) | |
N16 | −0.0475 (2) | 1.25478 (13) | 0.48041 (6) | 0.0164 (3) | |
N21 | 0.6536 (2) | 0.55117 (12) | 0.55712 (6) | 0.0153 (3) | |
N22 | 0.7563 (2) | 0.59354 (13) | 0.62831 (6) | 0.0150 (3) | |
C22 | 0.7897 (3) | 0.56806 (14) | 0.58550 (7) | 0.0149 (4) | |
C221 | 0.5766 (2) | 0.61530 (14) | 0.64328 (7) | 0.0137 (4) | |
C222 | 0.5859 (3) | 0.70665 (14) | 0.67298 (6) | 0.0141 (4) | |
C223 | 0.4956 (3) | 0.53136 (15) | 0.66992 (7) | 0.0172 (4) | |
C224 | 0.4783 (3) | 0.44063 (16) | 0.64099 (8) | 0.0219 (4) | |
C225 | 0.5982 (3) | 0.50783 (17) | 0.71403 (8) | 0.0258 (5) | |
O221 | 0.44489 (19) | 0.75123 (11) | 0.67765 (5) | 0.0194 (3) | |
O222 | 0.73560 (19) | 0.72704 (11) | 0.69154 (5) | 0.0183 (3) | |
N23 | 0.9658 (2) | 0.56010 (12) | 0.57432 (6) | 0.0146 (3) | |
C23 | 1.1076 (3) | 0.58315 (16) | 0.60790 (8) | 0.0193 (4) | |
C24 | 1.0125 (3) | 0.53036 (15) | 0.53056 (7) | 0.0163 (4) | |
O24 | 1.17004 (19) | 0.51910 (12) | 0.52193 (6) | 0.0233 (3) | |
C25 | 0.8660 (2) | 0.51559 (15) | 0.49834 (7) | 0.0161 (4) | |
N25 | 0.9141 (2) | 0.48840 (13) | 0.45655 (6) | 0.0188 (4) | |
O25 | 0.7915 (2) | 0.47627 (12) | 0.42620 (5) | 0.0226 (3) | |
C26 | 0.6865 (2) | 0.52693 (14) | 0.51398 (7) | 0.0145 (4) | |
N26 | 0.5480 (2) | 0.51160 (13) | 0.48640 (6) | 0.0178 (3) | |
Ca2 | 0.78157 (5) | 0.86695 (3) | 0.820057 (12) | 0.01109 (7) | |
N31 | 0.7190 (2) | 1.22780 (13) | 0.95151 (6) | 0.0179 (3) | |
C32 | 0.8649 (3) | 1.21763 (15) | 0.92771 (7) | 0.0156 (4) | |
N32 | 0.8498 (2) | 1.19927 (13) | 0.88329 (6) | 0.0173 (3) | |
C321 | 0.6784 (3) | 1.19319 (15) | 0.85847 (7) | 0.0167 (4) | |
C322 | 0.6297 (3) | 1.08855 (15) | 0.84779 (7) | 0.0152 (4) | |
C323 | 0.6916 (4) | 1.2510 (2) | 0.81299 (10) | 0.0227 (6) | 0.880 (6) |
C324 | 0.6972 (4) | 1.3575 (2) | 0.82467 (15) | 0.0390 (9) | 0.880 (6) |
C325 | 0.5386 (4) | 1.2272 (2) | 0.77956 (10) | 0.0295 (7) | 0.880 (6) |
C32A | 0.643 (3) | 1.2612 (13) | 0.8275 (7) | 0.025 (4) | 0.120 (6) |
C32B | 0.774 (3) | 1.2525 (14) | 0.7895 (6) | 0.024 (4) | 0.120 (6) |
C32C | 0.648 (4) | 1.3622 (14) | 0.8473 (8) | 0.034 (5) | 0.120 (6) |
O321 | 0.74986 (19) | 1.03343 (11) | 0.83569 (5) | 0.0198 (3) | |
O322 | 0.46720 (19) | 1.06669 (11) | 0.85089 (5) | 0.0214 (3) | |
N33 | 1.0354 (2) | 1.22739 (14) | 0.94638 (6) | 0.0175 (4) | |
C33 | 1.1919 (3) | 1.2184 (2) | 0.91774 (8) | 0.0317 (6) | |
C34 | 1.0645 (3) | 1.24323 (15) | 0.99284 (7) | 0.0162 (4) | |
O34 | 1.21688 (19) | 1.24885 (13) | 1.00899 (5) | 0.0237 (3) | |
C35 | 0.9070 (2) | 1.25140 (15) | 1.01965 (7) | 0.0156 (4) | |
N35 | 0.9398 (2) | 1.26735 (13) | 1.06417 (6) | 0.0173 (3) | |
O35 | 0.80618 (19) | 1.27491 (11) | 1.09026 (5) | 0.0200 (3) | |
C36 | 0.7353 (3) | 1.24353 (16) | 0.99640 (7) | 0.0170 (4) | |
N36 | 0.5903 (2) | 1.25141 (16) | 1.02009 (6) | 0.0235 (4) | |
N41 | 1.1027 (2) | 0.53570 (13) | 0.92233 (6) | 0.0158 (3) | |
C42 | 0.9573 (3) | 0.55970 (14) | 0.89859 (7) | 0.0147 (4) | |
N42 | 0.9723 (2) | 0.58970 (13) | 0.85558 (6) | 0.0143 (3) | |
C421 | 1.1463 (2) | 0.60741 (14) | 0.83639 (7) | 0.0128 (4) | |
C422 | 1.1431 (2) | 0.70584 (14) | 0.81311 (6) | 0.0117 (3) | |
C423 | 1.1983 (3) | 0.52945 (16) | 0.80203 (8) | 0.0211 (4) | |
C424 | 1.0787 (4) | 0.53032 (19) | 0.75909 (8) | 0.0311 (5) | |
C425 | 1.2027 (3) | 0.43049 (17) | 0.82423 (10) | 0.0315 (6) | |
O421 | 0.99987 (18) | 0.75030 (11) | 0.80987 (5) | 0.0158 (3) | |
O422 | 1.28779 (17) | 0.73306 (11) | 0.79682 (5) | 0.0172 (3) | |
N43 | 0.7868 (2) | 0.55310 (13) | 0.91490 (6) | 0.0161 (3) | |
C43 | 0.6305 (3) | 0.58025 (17) | 0.88629 (7) | 0.0199 (4) | |
C44 | 0.7595 (3) | 0.52354 (15) | 0.95983 (7) | 0.0170 (4) | |
O44 | 0.60858 (19) | 0.51259 (13) | 0.97294 (5) | 0.0260 (4) | |
C45 | 0.9191 (2) | 0.50926 (15) | 0.98794 (7) | 0.0164 (4) | |
N45 | 0.8889 (2) | 0.49749 (14) | 1.03247 (6) | 0.0201 (4) | |
O45 | 1.0243 (2) | 0.49013 (13) | 1.05954 (5) | 0.0243 (3) | |
C46 | 1.0891 (2) | 0.51441 (15) | 0.96673 (7) | 0.0150 (4) | |
N46 | 1.2379 (2) | 0.49987 (14) | 0.99072 (6) | 0.0205 (4) | |
O1 | 0.1356 (2) | 0.81358 (13) | 0.71722 (5) | 0.0258 (4) | |
O2 | 0.4045 (2) | 0.98115 (12) | 0.71621 (5) | 0.0256 (3) | |
O3 | 0.53083 (19) | 0.95519 (12) | 0.62691 (5) | 0.0210 (3) | |
O4 | −0.02268 (19) | 0.81439 (11) | 0.62902 (5) | 0.0188 (3) | |
O5 | 0.70706 (19) | 0.82060 (11) | 0.89450 (5) | 0.0186 (3) | |
O6 | 0.46995 (18) | 0.90155 (11) | 0.80506 (5) | 0.0179 (3) | |
O7 | 1.05569 (18) | 0.92594 (11) | 0.85617 (5) | 0.0161 (3) | |
O8 | 0.80439 (18) | 0.89036 (10) | 0.74071 (4) | 0.0158 (3) | |
O9 | 0.64609 (18) | 0.71165 (11) | 0.79250 (5) | 0.0174 (3) | |
O10 | −0.75757 (18) | 1.39181 (12) | 0.43758 (5) | 0.0201 (3) | |
O11 | 0.4993 (2) | 0.95912 (12) | 0.93242 (5) | 0.0249 (3) | |
O12 | 1.1144 (2) | 1.12407 (13) | 0.81881 (6) | 0.0300 (4) | |
O1S | 0.503 (2) | 1.1815 (14) | 0.6986 (6) | 0.047 (7)* | 0.123 (8) |
H12 | −0.3290 | 1.1674 | 0.6394 | 0.020* | |
H121 | 0.0159 | 1.1456 | 0.6109 | 0.021* | |
H123 | 0.1520 | 1.2202 | 0.6726 | 0.020* | 0.722 (7) |
H12A | 0.0975 | 1.3254 | 0.6129 | 0.036* | 0.722 (7) |
H12B | 0.0707 | 1.3829 | 0.6592 | 0.036* | 0.722 (7) |
H12C | −0.0980 | 1.3470 | 0.6297 | 0.036* | 0.722 (7) |
H12D | −0.0089 | 1.2998 | 0.7286 | 0.046* | 0.722 (7) |
H12E | −0.0558 | 1.1881 | 0.7279 | 0.046* | 0.722 (7) |
H12F | −0.1908 | 1.2637 | 0.7052 | 0.046* | 0.722 (7) |
H126 | −0.1454 | 1.2463 | 0.6926 | 0.020* | 0.278 (7) |
H12G | −0.0051 | 1.3263 | 0.6150 | 0.037* | 0.278 (7) |
H12H | 0.0994 | 1.3698 | 0.6585 | 0.037* | 0.278 (7) |
H12I | −0.1108 | 1.3820 | 0.6532 | 0.037* | 0.278 (7) |
H12J | 0.2255 | 1.2034 | 0.6882 | 0.037* | 0.278 (7) |
H12K | 0.0999 | 1.1825 | 0.7298 | 0.037* | 0.278 (7) |
H12L | 0.1616 | 1.2897 | 0.7194 | 0.037* | 0.278 (7) |
H13A | −0.5902 | 1.1245 | 0.6071 | 0.030* | |
H13B | −0.7122 | 1.2050 | 0.5834 | 0.030* | |
H13C | −0.5787 | 1.2329 | 0.6246 | 0.030* | |
H16A | 0.0614 | 1.2486 | 0.4915 | 0.020* | |
H16B | −0.0660 | 1.2701 | 0.4516 | 0.020* | |
H22 | 0.8453 | 0.5974 | 0.6483 | 0.018* | |
H221 | 0.4991 | 0.6285 | 0.6158 | 0.016* | |
H223 | 0.3735 | 0.5509 | 0.6782 | 0.021* | |
H22A | 0.5964 | 0.4172 | 0.6339 | 0.033* | |
H22B | 0.4118 | 0.4552 | 0.6127 | 0.033* | |
H22C | 0.4154 | 0.3914 | 0.6579 | 0.033* | |
H22D | 0.5383 | 0.4560 | 0.7299 | 0.039* | |
H22E | 0.6037 | 0.5647 | 0.7335 | 0.039* | |
H22F | 0.7186 | 0.4877 | 0.7070 | 0.039* | |
H23A | 1.0945 | 0.6495 | 0.6180 | 0.029* | |
H23B | 1.2229 | 0.5752 | 0.5940 | 0.029* | |
H23C | 1.0999 | 0.5401 | 0.6341 | 0.029* | |
H26A | 0.4402 | 0.5174 | 0.4966 | 0.021* | |
H26B | 0.5635 | 0.4956 | 0.4579 | 0.021* | |
H32 | 0.9470 | 1.1904 | 0.8681 | 0.021* | |
H321 | 0.5846 | 1.2222 | 0.8773 | 0.020* | |
H323 | 0.8052 | 1.2335 | 0.7985 | 0.027* | 0.880 (6) |
H32A | 0.7363 | 1.3938 | 0.7983 | 0.058* | 0.880 (6) |
H32B | 0.7802 | 1.3680 | 0.8505 | 0.058* | 0.880 (6) |
H32C | 0.5788 | 1.3790 | 0.8327 | 0.058* | 0.880 (6) |
H32D | 0.5502 | 1.1610 | 0.7691 | 0.044* | 0.880 (6) |
H32E | 0.5418 | 1.2706 | 0.7534 | 0.044* | 0.880 (6) |
H32F | 0.4259 | 1.2349 | 0.7947 | 0.044* | 0.880 (6) |
H32G | 0.5215 | 1.2495 | 0.8142 | 0.030* | 0.120 (6) |
H32H | 0.7627 | 1.1893 | 0.7752 | 0.037* | 0.120 (6) |
H32I | 0.8950 | 1.2605 | 0.8020 | 0.037* | 0.120 (6) |
H32J | 0.7495 | 1.3022 | 0.7666 | 0.037* | 0.120 (6) |
H32K | 0.6416 | 1.4090 | 0.8225 | 0.052* | 0.120 (6) |
H32L | 0.7591 | 1.3712 | 0.8650 | 0.052* | 0.120 (6) |
H32M | 0.5477 | 1.3712 | 0.8671 | 0.052* | 0.120 (6) |
H33A | 1.2102 | 1.1509 | 0.9101 | 0.048* | |
H33B | 1.2967 | 1.2429 | 0.9344 | 0.048* | |
H33C | 1.1725 | 1.2554 | 0.8897 | 0.048* | |
H36A | 0.4855 | 1.2463 | 1.0064 | 0.028* | |
H36B | 0.5985 | 1.2617 | 1.0496 | 0.028* | |
H42 | 0.8760 | 0.5990 | 0.8385 | 0.017* | |
H421 | 1.2373 | 0.6087 | 0.8618 | 0.015* | |
H423 | 1.3212 | 0.5441 | 0.7925 | 0.025* | |
H42A | 0.9570 | 0.5150 | 0.7671 | 0.047* | |
H42B | 1.1208 | 0.4826 | 0.7375 | 0.047* | |
H42C | 1.0816 | 0.5939 | 0.7451 | 0.047* | |
H42D | 1.0826 | 0.4121 | 0.8324 | 0.047* | |
H42E | 1.2794 | 0.4323 | 0.8517 | 0.047* | |
H42F | 1.2489 | 0.3836 | 0.8028 | 0.047* | |
H43A | 0.6269 | 0.6500 | 0.8829 | 0.030* | |
H43B | 0.5226 | 0.5584 | 0.9008 | 0.030* | |
H43C | 0.6384 | 0.5504 | 0.8563 | 0.030* | |
H46A | 1.3406 | 0.5043 | 0.9775 | 0.025* | |
H46B | 1.2342 | 0.4858 | 1.0198 | 0.025* | |
H1A | 0.2121 | 0.7958 | 0.7373 | 0.031* | |
H1B | 0.0501 | 0.8406 | 0.7303 | 0.031* | |
H2A | 0.3097 | 1.0117 | 0.7213 | 0.031* | |
H2B | 0.4455 | 0.9585 | 0.7412 | 0.031* | |
H3A | 0.5950 | 0.9357 | 0.6056 | 0.025* | |
H3B | 0.5971 | 0.9682 | 0.6500 | 0.025* | |
H4A | −0.0852 | 0.7931 | 0.6503 | 0.023* | |
H4B | −0.0895 | 0.8426 | 0.6095 | 0.023* | |
H5A | 0.6338 | 0.8571 | 0.9073 | 0.022* | |
H5B | 0.7917 | 0.8082 | 0.9133 | 0.022* | |
H6A | 0.4454 | 0.9506 | 0.8207 | 0.021* | |
H6B | 0.3914 | 0.8591 | 0.8090 | 0.021* | |
H7A | 1.0204 | 0.9606 | 0.8779 | 0.019* | |
H7B | 1.1246 | 0.8830 | 0.8670 | 0.019* | |
H8A | 0.7610 | 0.8440 | 0.7253 | 0.019* | |
H8B | 0.7974 | 0.9414 | 0.7250 | 0.019* | |
H9A | 0.5207 | 0.7107 | 0.7938 | 0.021* | |
H9B | 0.6869 | 0.7184 | 0.7625 | 0.021* | |
H10A | −0.6983 | 1.3517 | 0.4560 | 0.024* | |
H10B | −0.8063 | 1.4363 | 0.4548 | 0.024* | |
H11A | 0.4597 | 0.9909 | 0.9079 | 0.030* | |
H11B | 0.4167 | 0.9689 | 0.9528 | 0.030* | |
H12M | 1.0524 | 1.0702 | 0.8208 | 0.036* | |
H12N | 1.2288 | 1.1094 | 0.8219 | 0.036* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Ca1 | 0.00854 (15) | 0.01470 (19) | 0.01428 (17) | 0.00022 (14) | −0.00090 (13) | −0.00014 (14) |
N11 | 0.0109 (7) | 0.0170 (9) | 0.0191 (8) | 0.0019 (6) | 0.0000 (6) | 0.0032 (6) |
C12 | 0.0083 (8) | 0.0122 (9) | 0.0204 (10) | 0.0004 (7) | −0.0002 (7) | 0.0009 (7) |
N12 | 0.0113 (8) | 0.0189 (9) | 0.0205 (9) | 0.0021 (7) | 0.0019 (7) | 0.0050 (7) |
C121 | 0.0143 (9) | 0.0175 (10) | 0.0211 (10) | −0.0015 (8) | −0.0057 (8) | 0.0059 (8) |
C122 | 0.0195 (9) | 0.0133 (9) | 0.0152 (9) | −0.0015 (8) | −0.0048 (8) | 0.0001 (7) |
C123 | 0.0097 (16) | 0.0172 (15) | 0.0236 (16) | −0.0050 (13) | 0.0015 (14) | 0.0041 (12) |
C124 | 0.023 (3) | 0.0150 (19) | 0.033 (3) | −0.0015 (18) | −0.0007 (19) | 0.0029 (18) |
C125 | 0.041 (2) | 0.0236 (17) | 0.0283 (18) | −0.0066 (15) | 0.0097 (15) | −0.0041 (13) |
C126 | 0.009 (3) | 0.019 (3) | 0.022 (4) | −0.007 (3) | 0.002 (3) | 0.001 (3) |
C127 | 0.028 (5) | 0.022 (4) | 0.024 (5) | −0.003 (4) | −0.003 (4) | 0.001 (3) |
C128 | 0.025 (3) | 0.025 (4) | 0.023 (3) | −0.003 (3) | −0.004 (2) | −0.003 (3) |
O121 | 0.0212 (7) | 0.0169 (8) | 0.0250 (8) | 0.0064 (6) | −0.0030 (6) | 0.0011 (6) |
O122 | 0.0162 (7) | 0.0239 (8) | 0.0295 (8) | −0.0046 (6) | −0.0045 (6) | 0.0113 (6) |
N13 | 0.0070 (7) | 0.0177 (9) | 0.0215 (8) | 0.0001 (6) | 0.0022 (6) | 0.0023 (6) |
C13 | 0.0101 (9) | 0.0245 (11) | 0.0267 (11) | −0.0014 (8) | 0.0075 (8) | 0.0021 (8) |
C14 | 0.0096 (8) | 0.0140 (9) | 0.0242 (10) | 0.0005 (7) | −0.0005 (7) | 0.0016 (7) |
O14 | 0.0081 (6) | 0.0273 (9) | 0.0295 (8) | 0.0028 (6) | −0.0012 (6) | 0.0033 (7) |
C15 | 0.0086 (8) | 0.0144 (9) | 0.0210 (10) | 0.0022 (7) | −0.0008 (7) | 0.0021 (7) |
N15 | 0.0155 (8) | 0.0166 (9) | 0.0214 (9) | 0.0001 (7) | −0.0016 (7) | 0.0030 (7) |
O15 | 0.0162 (7) | 0.0227 (8) | 0.0201 (7) | 0.0008 (6) | −0.0002 (6) | 0.0053 (6) |
C16 | 0.0092 (8) | 0.0123 (9) | 0.0200 (9) | 0.0010 (7) | 0.0002 (7) | 0.0013 (7) |
N16 | 0.0103 (7) | 0.0197 (9) | 0.0190 (8) | 0.0021 (6) | −0.0007 (6) | 0.0059 (7) |
N21 | 0.0095 (7) | 0.0164 (8) | 0.0198 (8) | 0.0013 (6) | −0.0024 (6) | −0.0044 (6) |
N22 | 0.0062 (7) | 0.0188 (9) | 0.0197 (9) | 0.0012 (6) | −0.0052 (6) | −0.0051 (6) |
C22 | 0.0092 (8) | 0.0128 (9) | 0.0228 (10) | 0.0008 (7) | −0.0007 (7) | −0.0022 (7) |
C221 | 0.0078 (8) | 0.0150 (9) | 0.0181 (9) | 0.0011 (7) | −0.0030 (7) | −0.0015 (7) |
C222 | 0.0134 (8) | 0.0143 (9) | 0.0144 (9) | −0.0001 (7) | −0.0011 (7) | 0.0014 (7) |
C223 | 0.0121 (8) | 0.0140 (9) | 0.0255 (11) | −0.0021 (7) | 0.0005 (8) | −0.0003 (8) |
C224 | 0.0179 (10) | 0.0164 (10) | 0.0311 (12) | −0.0036 (8) | −0.0035 (9) | −0.0032 (8) |
C225 | 0.0298 (12) | 0.0216 (11) | 0.0255 (11) | −0.0036 (9) | −0.0078 (9) | 0.0032 (9) |
O221 | 0.0160 (7) | 0.0192 (8) | 0.0230 (7) | 0.0063 (6) | 0.0008 (6) | −0.0010 (6) |
O222 | 0.0141 (6) | 0.0195 (8) | 0.0212 (7) | −0.0030 (6) | −0.0012 (6) | −0.0051 (6) |
N23 | 0.0068 (7) | 0.0150 (8) | 0.0218 (9) | −0.0003 (6) | −0.0021 (6) | −0.0015 (6) |
C23 | 0.0072 (8) | 0.0224 (11) | 0.0280 (11) | −0.0009 (8) | −0.0055 (8) | −0.0001 (8) |
C24 | 0.0114 (8) | 0.0134 (9) | 0.0242 (10) | 0.0017 (7) | 0.0012 (8) | −0.0011 (7) |
O24 | 0.0087 (6) | 0.0271 (9) | 0.0343 (9) | 0.0022 (6) | 0.0039 (6) | −0.0044 (7) |
C25 | 0.0105 (8) | 0.0135 (9) | 0.0244 (10) | 0.0017 (7) | 0.0023 (8) | −0.0039 (7) |
N25 | 0.0170 (8) | 0.0164 (9) | 0.0230 (9) | −0.0005 (7) | 0.0022 (7) | −0.0038 (7) |
O25 | 0.0209 (7) | 0.0248 (8) | 0.0221 (8) | 0.0007 (6) | 0.0006 (6) | −0.0067 (6) |
C26 | 0.0104 (8) | 0.0127 (9) | 0.0202 (10) | 0.0003 (7) | −0.0002 (7) | −0.0022 (7) |
N26 | 0.0117 (7) | 0.0226 (9) | 0.0191 (8) | 0.0008 (7) | −0.0002 (6) | −0.0066 (7) |
Ca2 | 0.00868 (15) | 0.01179 (18) | 0.01270 (16) | 0.00082 (13) | −0.00140 (13) | −0.00084 (13) |
N31 | 0.0104 (7) | 0.0215 (9) | 0.0215 (9) | 0.0005 (6) | −0.0036 (6) | −0.0047 (7) |
C32 | 0.0112 (8) | 0.0151 (10) | 0.0200 (10) | −0.0020 (7) | −0.0050 (7) | −0.0017 (7) |
N32 | 0.0093 (7) | 0.0205 (9) | 0.0218 (9) | 0.0023 (6) | −0.0026 (6) | −0.0047 (7) |
C321 | 0.0120 (9) | 0.0157 (10) | 0.0221 (10) | 0.0006 (7) | −0.0062 (8) | −0.0051 (7) |
C322 | 0.0147 (9) | 0.0155 (9) | 0.0153 (9) | 0.0007 (7) | −0.0036 (7) | 0.0006 (7) |
C323 | 0.0184 (13) | 0.0229 (14) | 0.0261 (15) | −0.0040 (10) | −0.0100 (11) | 0.0089 (11) |
C324 | 0.0301 (16) | 0.0192 (15) | 0.066 (2) | −0.0074 (12) | −0.0155 (16) | 0.0082 (15) |
C325 | 0.0282 (14) | 0.0287 (15) | 0.0310 (15) | −0.0049 (11) | −0.0115 (11) | 0.0098 (11) |
C32A | 0.023 (6) | 0.027 (6) | 0.025 (6) | 0.000 (5) | −0.001 (4) | 0.003 (4) |
C32B | 0.028 (6) | 0.027 (6) | 0.019 (5) | 0.001 (4) | −0.003 (4) | 0.004 (4) |
C32C | 0.039 (7) | 0.029 (6) | 0.035 (6) | 0.003 (4) | 0.000 (5) | −0.001 (4) |
O321 | 0.0147 (7) | 0.0168 (7) | 0.0276 (8) | 0.0024 (6) | −0.0029 (6) | −0.0043 (6) |
O322 | 0.0129 (7) | 0.0215 (8) | 0.0297 (8) | −0.0004 (6) | 0.0003 (6) | −0.0008 (6) |
N33 | 0.0070 (7) | 0.0260 (10) | 0.0196 (8) | −0.0002 (7) | −0.0007 (6) | −0.0025 (7) |
C33 | 0.0098 (9) | 0.0624 (18) | 0.0231 (11) | −0.0021 (10) | 0.0016 (8) | −0.0071 (11) |
C34 | 0.0112 (8) | 0.0151 (9) | 0.0222 (10) | −0.0003 (7) | −0.0033 (7) | −0.0034 (8) |
O34 | 0.0089 (6) | 0.0367 (9) | 0.0254 (8) | −0.0017 (6) | −0.0032 (6) | −0.0052 (7) |
C35 | 0.0089 (8) | 0.0170 (10) | 0.0204 (10) | 0.0003 (7) | −0.0038 (7) | −0.0020 (7) |
N35 | 0.0109 (7) | 0.0209 (9) | 0.0199 (8) | −0.0002 (7) | −0.0028 (6) | −0.0016 (7) |
O35 | 0.0137 (7) | 0.0256 (8) | 0.0208 (7) | 0.0001 (6) | −0.0003 (6) | −0.0026 (6) |
C36 | 0.0096 (8) | 0.0200 (10) | 0.0210 (10) | −0.0013 (7) | −0.0048 (7) | −0.0033 (8) |
N36 | 0.0088 (7) | 0.0408 (12) | 0.0207 (9) | −0.0005 (8) | −0.0041 (7) | −0.0072 (8) |
N41 | 0.0100 (7) | 0.0200 (9) | 0.0175 (8) | 0.0004 (6) | −0.0007 (6) | 0.0057 (6) |
C42 | 0.0121 (8) | 0.0137 (9) | 0.0183 (9) | −0.0022 (7) | 0.0013 (7) | 0.0026 (7) |
N42 | 0.0069 (7) | 0.0194 (9) | 0.0165 (8) | −0.0008 (6) | −0.0015 (6) | 0.0034 (6) |
C421 | 0.0075 (8) | 0.0147 (9) | 0.0163 (9) | −0.0004 (7) | 0.0001 (7) | 0.0021 (7) |
C422 | 0.0099 (8) | 0.0138 (9) | 0.0113 (8) | −0.0003 (7) | −0.0027 (7) | −0.0011 (7) |
C423 | 0.0166 (9) | 0.0166 (10) | 0.0303 (11) | 0.0021 (8) | 0.0063 (9) | −0.0014 (8) |
C424 | 0.0382 (13) | 0.0263 (13) | 0.0285 (12) | −0.0019 (11) | −0.0027 (11) | −0.0096 (10) |
C425 | 0.0261 (12) | 0.0169 (12) | 0.0516 (16) | 0.0050 (9) | 0.0052 (11) | 0.0011 (10) |
O421 | 0.0121 (6) | 0.0172 (7) | 0.0179 (7) | 0.0036 (5) | −0.0010 (5) | 0.0010 (5) |
O422 | 0.0089 (6) | 0.0207 (8) | 0.0220 (7) | −0.0019 (5) | 0.0003 (5) | 0.0047 (6) |
N43 | 0.0076 (7) | 0.0205 (9) | 0.0202 (8) | −0.0002 (6) | −0.0009 (6) | 0.0056 (7) |
C43 | 0.0098 (9) | 0.0265 (11) | 0.0232 (11) | 0.0008 (8) | −0.0014 (8) | 0.0095 (8) |
C44 | 0.0111 (8) | 0.0200 (10) | 0.0199 (10) | −0.0016 (8) | 0.0009 (7) | 0.0052 (8) |
O44 | 0.0110 (7) | 0.0409 (10) | 0.0263 (8) | −0.0016 (7) | 0.0033 (6) | 0.0116 (7) |
C45 | 0.0098 (8) | 0.0198 (10) | 0.0197 (10) | −0.0016 (7) | 0.0014 (7) | 0.0055 (7) |
N45 | 0.0168 (8) | 0.0234 (10) | 0.0202 (9) | 0.0004 (7) | 0.0007 (7) | 0.0074 (7) |
O45 | 0.0184 (7) | 0.0344 (10) | 0.0199 (8) | −0.0001 (7) | −0.0023 (6) | 0.0084 (7) |
C46 | 0.0106 (8) | 0.0159 (10) | 0.0187 (10) | −0.0004 (7) | 0.0016 (7) | 0.0034 (7) |
N46 | 0.0091 (7) | 0.0317 (11) | 0.0208 (9) | −0.0017 (7) | 0.0004 (6) | 0.0095 (8) |
O1 | 0.0136 (7) | 0.0445 (10) | 0.0194 (8) | 0.0077 (7) | 0.0023 (6) | 0.0124 (7) |
O2 | 0.0222 (8) | 0.0314 (9) | 0.0227 (8) | 0.0024 (7) | −0.0062 (6) | −0.0032 (7) |
O3 | 0.0135 (7) | 0.0272 (8) | 0.0223 (8) | −0.0037 (6) | 0.0004 (6) | −0.0019 (6) |
O4 | 0.0137 (7) | 0.0230 (8) | 0.0198 (7) | −0.0025 (6) | −0.0007 (6) | 0.0024 (6) |
O5 | 0.0156 (7) | 0.0238 (8) | 0.0161 (7) | 0.0024 (6) | −0.0024 (6) | 0.0006 (6) |
O6 | 0.0118 (6) | 0.0169 (7) | 0.0249 (7) | −0.0021 (5) | −0.0011 (5) | −0.0037 (6) |
O7 | 0.0121 (6) | 0.0186 (7) | 0.0175 (7) | 0.0018 (5) | −0.0016 (5) | −0.0033 (5) |
O8 | 0.0184 (6) | 0.0140 (7) | 0.0150 (6) | −0.0018 (6) | −0.0008 (5) | 0.0033 (5) |
O9 | 0.0124 (6) | 0.0192 (7) | 0.0204 (7) | −0.0017 (6) | 0.0002 (5) | −0.0024 (6) |
O10 | 0.0123 (6) | 0.0266 (8) | 0.0212 (7) | 0.0048 (6) | 0.0000 (5) | −0.0014 (6) |
O11 | 0.0198 (7) | 0.0339 (9) | 0.0213 (8) | 0.0052 (7) | 0.0056 (6) | 0.0005 (6) |
O12 | 0.0188 (8) | 0.0315 (10) | 0.0398 (10) | −0.0024 (7) | 0.0023 (7) | 0.0036 (8) |
Geometric parameters (Å, º) top
Ca1—O1 | 2.363 (2) | N32—H32 | 0.88 |
Ca1—O2 | 2.512 (2) | C321—C32A | 1.34 (2) |
Ca1—O3 | 2.399 (12) | C321—C322 | 1.538 (3) |
Ca1—O4 | 2.455 (2) | C321—C323 | 1.569 (4) |
Ca1—O121 | 2.403 (2) | C321—H321 | 1.00 |
Ca1—O221 | 2.403 (2) | C322—O321 | 1.251 (2) |
Ca1—O15i | 2.510 (2) | C322—O322 | 1.272 (2) |
Ca1—O25ii | 2.685 (2) | C323—C324 | 1.527 (4) |
N11—C12 | 1.333 (2) | C323—C325 | 1.530 (4) |
N11—C16 | 1.340 (3) | C323—H323 | 1.00 |
C12—N12 | 1.330 (3) | C324—H32A | 0.98 |
C12—N13 | 1.388 (2) | C324—H32B | 0.98 |
N12—C121 | 1.476 (3) | C324—H32C | 0.98 |
N12—H12 | 0.88 | C325—H32D | 0.98 |
C121—C123 | 1.533 (4) | C325—H32E | 0.98 |
C121—C122 | 1.543 (3) | C325—H32F | 0.98 |
C121—C126 | 1.612 (7) | C32A—C32B | 1.523 (10) |
C121—H121 | 1.00 | C32A—C32C | 1.527 (10) |
C122—O121 | 1.252 (3) | C32A—H32G | 1.00 |
C122—O122 | 1.253 (2) | C32B—H32H | 0.98 |
C123—C125 | 1.520 (5) | C32B—H32I | 0.98 |
C123—C124 | 1.523 (8) | C32B—H32J | 0.98 |
C123—H123 | 1.00 | C32C—H32K | 0.98 |
C124—H12A | 0.98 | C32C—H32L | 0.98 |
C124—H12B | 0.98 | C32C—H32M | 0.98 |
C124—H12C | 0.98 | N33—C34 | 1.395 (3) |
C125—H12D | 0.98 | N33—C33 | 1.479 (3) |
C125—H12E | 0.98 | C33—H33A | 0.98 |
C125—H12F | 0.98 | C33—H33B | 0.98 |
C126—C128 | 1.543 (13) | C33—H33C | 0.98 |
C126—C127 | 1.58 (2) | C34—O34 | 1.234 (2) |
C126—H126 | 1.00 | C34—C35 | 1.453 (3) |
C127—H12G | 0.98 | C35—N35 | 1.344 (3) |
C127—H12H | 0.98 | C35—C36 | 1.452 (3) |
C127—H12I | 0.98 | N35—O35 | 1.291 (2) |
C128—H12J | 0.98 | C36—N36 | 1.321 (3) |
C128—H12K | 0.98 | N36—H36A | 0.88 |
C128—H12L | 0.98 | N36—H36B | 0.88 |
N13—C14 | 1.393 (3) | N41—C42 | 1.326 (3) |
N13—C13 | 1.475 (2) | N41—C46 | 1.347 (3) |
C13—H13A | 0.98 | C42—N42 | 1.341 (2) |
C13—H13B | 0.98 | C42—N43 | 1.392 (2) |
C13—H13C | 0.98 | N42—C421 | 1.468 (2) |
C14—O14 | 1.241 (2) | N42—H42 | 0.88 |
C14—C15 | 1.460 (3) | C421—C422 | 1.536 (3) |
C15—N15 | 1.351 (3) | C421—C423 | 1.545 (3) |
C15—C16 | 1.446 (3) | C421—H421 | 1.00 |
N15—O15 | 1.280 (2) | C422—O421 | 1.249 (2) |
C16—N16 | 1.326 (2) | C422—O422 | 1.266 (2) |
N16—H16A | 0.88 | C423—C425 | 1.529 (3) |
N16—H16B | 0.88 | C423—C424 | 1.530 (4) |
N21—C22 | 1.325 (3) | C423—H423 | 1.00 |
N21—C26 | 1.344 (3) | C424—H42A | 0.98 |
N22—C22 | 1.340 (3) | C424—H42B | 0.98 |
N22—C221 | 1.472 (2) | C424—H42C | 0.98 |
N22—H22 | 0.88 | C425—H42D | 0.98 |
C22—N23 | 1.385 (2) | C425—H42E | 0.98 |
C221—C222 | 1.547 (3) | C425—H42F | 0.98 |
C221—C223 | 1.547 (3) | N43—C44 | 1.406 (3) |
C221—H221 | 1.00 | N43—C43 | 1.478 (3) |
C222—O221 | 1.246 (2) | C43—H43A | 0.98 |
C222—O222 | 1.273 (2) | C43—H43B | 0.98 |
C223—C225 | 1.526 (3) | C43—H43C | 0.98 |
C223—C224 | 1.530 (3) | C44—O44 | 1.225 (2) |
C223—H223 | 1.00 | C44—C45 | 1.455 (3) |
C224—H22A | 0.98 | C45—N45 | 1.347 (3) |
C224—H22B | 0.98 | C45—C46 | 1.447 (2) |
C224—H22C | 0.98 | N45—O45 | 1.281 (2) |
C225—H22D | 0.98 | C46—N46 | 1.324 (3) |
C225—H22E | 0.98 | N46—H46A | 0.88 |
C225—H22F | 0.98 | N46—H46B | 0.88 |
N23—C24 | 1.408 (3) | O1—H1A | 0.85 |
N23—C23 | 1.470 (3) | O1—H1B | 0.85 |
C23—H23A | 0.98 | O2—H2A | 0.85 |
C23—H23B | 0.98 | O2—H2B | 0.85 |
C23—H23C | 0.98 | O3—H3A | 0.85 |
C24—O24 | 1.235 (2) | O3—H3B | 0.85 |
C24—C25 | 1.449 (3) | O4—H4A | 0.85 |
C25—N25 | 1.347 (3) | O4—H4B | 0.85 |
C25—C26 | 1.455 (3) | O5—H5A | 0.85 |
N25—O25 | 1.278 (2) | O5—H5B | 0.85 |
C26—N26 | 1.321 (3) | O6—H6A | 0.85 |
N26—H26A | 0.88 | O6—H6B | 0.85 |
N26—H26B | 0.88 | O7—H7A | 0.85 |
Ca2—O421 | 2.3445 (2) | O7—H7B | 0.85 |
Ca2—O321 | 2.385 (2) | O8—H8A | 0.85 |
Ca2—O5 | 2.369 (2) | O8—H8B | 0.85 |
Ca2—O6 | 2.430 (2) | O9—H9A | 0.95 |
Ca2—O7 | 2.441 (2) | O9—H9B | 0.95 |
Ca2—O8 | 2.369 (2) | O10—H10A | 0.89 |
Ca2—O9 | 2.522 (2) | O10—H10B | 0.89 |
N31—C32 | 1.332 (3) | O11—H11A | 0.89 |
N31—C36 | 1.341 (3) | O11—H11B | 0.89 |
C32—N32 | 1.333 (3) | O12—H12M | 0.89 |
C32—N33 | 1.391 (2) | O12—H12N | 0.89 |
N32—C321 | 1.469 (3) | | |
| | | |
O1—Ca1—O3 | 142.99 (6) | O421—Ca2—O7 | 72.53 (5) |
O1—Ca1—O121 | 85.37 (6) | O8—Ca2—O7 | 107.17 (5) |
O3—Ca1—O121 | 102.02 (6) | O5—Ca2—O7 | 85.01 (5) |
O1—Ca1—O221 | 71.46 (5) | O321—Ca2—O7 | 71.08 (5) |
O3—Ca1—O221 | 86.53 (5) | O6—Ca2—O7 | 144.66 (5) |
O121—Ca1—O221 | 149.87 (5) | O421—Ca2—O9 | 68.95 (5) |
O1—Ca1—O4 | 71.71 (6) | O8—Ca2—O9 | 80.99 (5) |
O3—Ca1—O4 | 144.58 (5) | O5—Ca2—O9 | 87.48 (5) |
O121—Ca1—O4 | 84.08 (5) | O321—Ca2—O9 | 149.20 (5) |
O221—Ca1—O4 | 105.68 (6) | O6—Ca2—O9 | 74.44 (5) |
O1—Ca1—O15i | 119.89 (6) | O7—Ca2—O9 | 139.51 (5) |
O3—Ca1—O15i | 81.34 (5) | O421—Ca2—H7A | 87.7 |
O121—Ca1—O15i | 132.90 (5) | O8—Ca2—H7A | 118.3 |
O221—Ca1—O15i | 76.64 (5) | O5—Ca2—H7A | 74.4 |
O4—Ca1—O15i | 69.88 (5) | O321—Ca2—H7A | 59.2 |
O1—Ca1—O2 | 78.94 (6) | O6—Ca2—H7A | 128.8 |
O3—Ca1—O2 | 70.80 (5) | O7—Ca2—H7A | 17.4 |
O121—Ca1—O2 | 68.07 (5) | O9—Ca2—H7A | 148.7 |
O221—Ca1—O2 | 88.29 (6) | O421—Ca2—H9B | 64.4 |
O4—Ca1—O2 | 140.90 (5) | O8—Ca2—H9B | 61.6 |
O15i—Ca1—O2 | 149.08 (5) | O5—Ca2—H9B | 107.3 |
O1—Ca1—O25ii | 146.87 (5) | O321—Ca2—H9B | 145.7 |
O3—Ca1—O25ii | 68.37 (5) | O6—Ca2—H9B | 78.9 |
O121—Ca1—O25ii | 74.45 (5) | O7—Ca2—H9B | 136.1 |
O221—Ca1—O25ii | 134.73 (5) | O9—Ca2—H9B | 20.1 |
O4—Ca1—O25ii | 80.17 (5) | H7A—Ca2—H9B | 152.1 |
O15i—Ca1—O25ii | 63.17 (5) | C32—N31—C36 | 118.88 (17) |
O2—Ca1—O25ii | 115.64 (6) | N31—C32—N32 | 119.26 (18) |
O1—Ca1—H2A | 74.2 | N31—C32—N33 | 123.61 (18) |
O3—Ca1—H2A | 82.7 | N32—C32—N33 | 117.11 (17) |
O121—Ca1—H2A | 50.7 | C32—N32—C321 | 123.03 (16) |
O221—Ca1—H2A | 103.1 | C32—N32—H32 | 118.5 |
O4—Ca1—H2A | 124.6 | C321—N32—H32 | 118.5 |
O15i—Ca1—H2A | 164.1 | C32A—C321—N32 | 116.8 (9) |
O2—Ca1—H2A | 18.3 | C32A—C321—C322 | 119.7 (9) |
O25ii—Ca1—H2A | 109.9 | N32—C321—C322 | 110.97 (17) |
O1—Ca1—H3B | 126.5 | N32—C321—C323 | 108.38 (17) |
O3—Ca1—H3B | 16.9 | C322—C321—C323 | 109.66 (18) |
O121—Ca1—H3B | 99.8 | C32A—C321—H321 | 87.7 |
O221—Ca1—H3B | 80.1 | N32—C321—H321 | 109.3 |
O4—Ca1—H3B | 161.4 | C322—C321—H321 | 109.3 |
O15i—Ca1—H3B | 95.0 | C323—C321—H321 | 109.3 |
O2—Ca1—H3B | 55.4 | O321—C322—O322 | 125.7 (2) |
O25ii—Ca1—H3B | 83.4 | O321—C322—C321 | 118.22 (18) |
H2A—Ca1—H3B | 69.5 | O322—C322—C321 | 116.03 (17) |
C12—N11—C16 | 118.86 (17) | C324—C323—C325 | 111.8 (2) |
N12—C12—N11 | 118.74 (18) | C324—C323—C321 | 108.2 (3) |
N12—C12—N13 | 117.56 (16) | C325—C323—C321 | 111.7 (2) |
N11—C12—N13 | 123.68 (18) | C324—C323—H323 | 108.4 |
C12—N12—C121 | 122.74 (16) | C325—C323—H323 | 108.4 |
C12—N12—H12 | 118.6 | C321—C323—H323 | 108.4 |
C121—N12—H12 | 118.6 | C321—C32A—C32B | 108.9 (15) |
N12—C121—C123 | 115.1 (2) | C321—C32A—C32C | 113.3 (17) |
N12—C121—C122 | 108.49 (16) | C32B—C32A—C32C | 110.1 (12) |
C123—C121—C122 | 110.7 (2) | C321—C32A—H32G | 108.2 |
N12—C121—C126 | 99.9 (4) | C32B—C32A—H32G | 108.2 |
C122—C121—C126 | 106.7 (4) | C32C—C32A—H32G | 108.2 |
N12—C121—H121 | 107.4 | C32A—C32B—H32H | 109.5 |
C123—C121—H121 | 107.4 | C32A—C32B—H32I | 109.5 |
C122—C121—H121 | 107.4 | H32H—C32B—H32I | 109.5 |
C126—C121—H121 | 125.9 | C32A—C32B—H32J | 109.5 |
O121—C122—O122 | 126.9 (2) | H32H—C32B—H32J | 109.5 |
O121—C122—C121 | 115.97 (17) | H32I—C32B—H32J | 109.5 |
O122—C122—C121 | 117.13 (18) | C32A—C32C—H32K | 109.5 |
C125—C123—C124 | 111.1 (4) | C32A—C32C—H32L | 109.5 |
C125—C123—C121 | 110.4 (3) | H32K—C32C—H32L | 109.5 |
C124—C123—C121 | 111.8 (4) | C32A—C32C—H32M | 109.5 |
C125—C123—H123 | 107.8 | H32K—C32C—H32M | 109.5 |
C124—C123—H123 | 107.8 | H32L—C32C—H32M | 109.5 |
C121—C123—H123 | 107.8 | C322—O321—Ca2 | 137.21 (14) |
C128—C126—C127 | 107.2 (10) | C32—N33—C34 | 121.21 (16) |
C128—C126—C121 | 111.6 (7) | C32—N33—C33 | 120.92 (17) |
C127—C126—C121 | 109.2 (9) | C34—N33—C33 | 117.84 (17) |
C128—C126—H126 | 109.6 | N33—C33—H33A | 109.5 |
C127—C126—H126 | 109.6 | N33—C33—H33B | 109.5 |
C121—C126—H126 | 109.6 | H33A—C33—H33B | 109.5 |
C126—C127—H12G | 109.5 | N33—C33—H33C | 109.5 |
C126—C127—H12H | 109.5 | H33A—C33—H33C | 109.5 |
H12G—C127—H12H | 109.5 | H33B—C33—H33C | 109.5 |
C126—C127—H12I | 109.5 | O34—C34—N33 | 120.26 (17) |
H12G—C127—H12I | 109.5 | O34—C34—C35 | 123.78 (18) |
H12H—C127—H12I | 109.5 | N33—C34—C35 | 115.96 (17) |
C126—C128—H12J | 109.5 | N35—C35—C36 | 127.32 (17) |
C126—C128—H12K | 109.5 | N35—C35—C34 | 114.42 (17) |
H12J—C128—H12K | 109.5 | C36—C35—C34 | 118.25 (18) |
C126—C128—H12L | 109.5 | O35—N35—C35 | 117.99 (17) |
H12J—C128—H12L | 109.5 | N36—C36—N31 | 118.75 (18) |
H12K—C128—H12L | 109.5 | N36—C36—C35 | 119.26 (18) |
C122—O121—Ca1 | 145.47 (15) | N31—C36—C35 | 121.99 (17) |
C12—N13—C14 | 121.30 (16) | C36—N36—H36A | 120.0 |
C12—N13—C13 | 120.47 (17) | C36—N36—H36B | 120.0 |
C14—N13—C13 | 118.23 (17) | H36A—N36—H36B | 120.0 |
N13—C13—H13A | 109.5 | C42—N41—C46 | 118.62 (16) |
N13—C13—H13B | 109.5 | N41—C42—N42 | 118.86 (17) |
H13A—C13—H13B | 109.5 | N41—C42—N43 | 124.20 (17) |
N13—C13—H13C | 109.5 | N42—C42—N43 | 116.91 (18) |
H13A—C13—H13C | 109.5 | C42—N42—C421 | 121.25 (17) |
H13B—C13—H13C | 109.5 | C42—N42—H42 | 119.4 |
O14—C14—N13 | 120.82 (17) | C421—N42—H42 | 119.4 |
O14—C14—C15 | 123.59 (19) | N42—C421—C422 | 108.69 (15) |
N13—C14—C15 | 115.59 (17) | N42—C421—C423 | 112.45 (16) |
N15—C15—C16 | 127.25 (17) | C422—C421—C423 | 109.90 (16) |
N15—C15—C14 | 114.38 (17) | N42—C421—H421 | 108.6 |
C16—C15—C14 | 118.32 (17) | C422—C421—H421 | 108.6 |
O15—N15—C15 | 116.42 (17) | C423—C421—H421 | 108.6 |
N15—O15—Ca1iii | 134.56 (12) | O421—C422—O422 | 125.33 (18) |
N16—C16—N11 | 116.92 (18) | O421—C422—C421 | 118.75 (16) |
N16—C16—C15 | 121.11 (18) | O422—C422—C421 | 115.84 (16) |
N11—C16—C15 | 121.95 (16) | C425—C423—C424 | 111.4 (2) |
C16—N16—H16A | 120.0 | C425—C423—C421 | 111.15 (18) |
C16—N16—H16B | 120.0 | C424—C423—C421 | 112.25 (18) |
H16A—N16—H16B | 120.0 | C425—C423—H423 | 107.3 |
C22—N21—C26 | 118.49 (16) | C424—C423—H423 | 107.3 |
C22—N22—C221 | 122.60 (17) | C421—C423—H423 | 107.3 |
C22—N22—H22 | 118.7 | C423—C424—H42A | 109.5 |
C221—N22—H22 | 118.7 | C423—C424—H42B | 109.5 |
N21—C22—N22 | 118.29 (17) | H42A—C424—H42B | 109.5 |
N21—C22—N23 | 124.62 (18) | C423—C424—H42C | 109.5 |
N22—C22—N23 | 117.09 (18) | H42A—C424—H42C | 109.5 |
N22—C221—C222 | 108.25 (16) | H42B—C424—H42C | 109.5 |
N22—C221—C223 | 112.21 (16) | C423—C425—H42D | 109.5 |
C222—C221—C223 | 110.55 (16) | C423—C425—H42E | 109.5 |
N22—C221—H221 | 108.6 | H42D—C425—H42E | 109.5 |
C222—C221—H221 | 108.6 | C423—C425—H42F | 109.5 |
C223—C221—H221 | 108.6 | H42D—C425—H42F | 109.5 |
O221—C222—O222 | 126.33 (19) | H42E—C425—H42F | 109.5 |
O221—C222—C221 | 116.80 (18) | C422—O421—Ca2 | 161.34 (14) |
O222—C222—C221 | 116.81 (16) | C42—N43—C44 | 120.55 (17) |
C225—C223—C224 | 109.07 (18) | C42—N43—C43 | 121.21 (16) |
C225—C223—C221 | 113.31 (18) | C44—N43—C43 | 118.20 (15) |
C224—C223—C221 | 112.00 (17) | N43—C43—H43A | 109.5 |
C225—C223—H223 | 107.4 | N43—C43—H43B | 109.5 |
C224—C223—H223 | 107.4 | H43A—C43—H43B | 109.5 |
C221—C223—H223 | 107.4 | N43—C43—H43C | 109.5 |
C223—C224—H22A | 109.5 | H43A—C43—H43C | 109.5 |
C223—C224—H22B | 109.5 | H43B—C43—H43C | 109.5 |
H22A—C224—H22B | 109.5 | O44—C44—N43 | 119.90 (19) |
C223—C224—H22C | 109.5 | O44—C44—C45 | 124.56 (19) |
H22A—C224—H22C | 109.5 | N43—C44—C45 | 115.54 (16) |
H22B—C224—H22C | 109.5 | N45—C45—C46 | 127.24 (19) |
C223—C225—H22D | 109.5 | N45—C45—C44 | 114.02 (16) |
C223—C225—H22E | 109.5 | C46—C45—C44 | 118.63 (17) |
H22D—C225—H22E | 109.5 | O45—N45—C45 | 117.26 (17) |
C223—C225—H22F | 109.5 | N46—C46—N41 | 117.45 (16) |
H22D—C225—H22F | 109.5 | N46—C46—C45 | 120.85 (18) |
H22E—C225—H22F | 109.5 | N41—C46—C45 | 121.69 (18) |
C222—O221—Ca1 | 146.51 (13) | C46—N46—H46A | 120.0 |
C22—N23—C24 | 120.73 (17) | C46—N46—H46B | 120.0 |
C22—N23—C23 | 120.52 (17) | H46A—N46—H46B | 120.0 |
C24—N23—C23 | 118.76 (16) | Ca1—O1—H1A | 112.9 |
N23—C23—H23A | 109.5 | Ca1—O1—H1B | 120.9 |
N23—C23—H23B | 109.5 | H1A—O1—H1B | 109.0 |
H23A—C23—H23B | 109.5 | Ca1—O2—H2A | 93.6 |
N23—C23—H23C | 109.5 | Ca1—O2—H2B | 125.0 |
H23A—C23—H23C | 109.5 | H2A—O2—H2B | 108.6 |
H23B—C23—H23C | 109.5 | Ca1—O3—H3A | 127.5 |
O24—C24—N23 | 119.75 (19) | Ca1—O3—H3B | 108.2 |
O24—C24—C25 | 124.65 (19) | H3A—O3—H3B | 108.8 |
N23—C24—C25 | 115.60 (16) | Ca1—O4—H4A | 115.6 |
N25—C25—C24 | 114.50 (17) | Ca1—O4—H4B | 120.7 |
N25—C25—C26 | 126.88 (19) | H4A—O4—H4B | 109.2 |
C24—C25—C26 | 118.55 (18) | Ca2—O5—H5A | 115.0 |
O25—N25—C25 | 117.68 (17) | Ca2—O5—H5B | 117.5 |
N25—O25—Ca1iv | 139.42 (12) | H5A—O5—H5B | 108.7 |
N26—C26—N21 | 117.03 (16) | Ca2—O6—H6A | 106.8 |
N26—C26—C25 | 121.09 (18) | Ca2—O6—H6B | 120.9 |
N21—C26—C25 | 121.87 (18) | H6A—O6—H6B | 108.9 |
C26—N26—H26A | 120.0 | Ca2—O7—H7A | 103.7 |
C26—N26—H26B | 120.0 | Ca2—O7—H7B | 115.2 |
H26A—N26—H26B | 120.0 | H7A—O7—H7B | 108.8 |
O421—Ca2—O8 | 84.07 (5) | Ca2—O8—H8A | 112.4 |
O421—Ca2—O5 | 96.70 (5) | Ca2—O8—H8B | 130.2 |
O8—Ca2—O5 | 167.35 (5) | H8A—O8—H8B | 109.5 |
O421—Ca2—O321 | 141.08 (5) | Ca2—O9—H9A | 113.2 |
O8—Ca2—O321 | 93.80 (5) | Ca2—O9—H9B | 94.2 |
O5—Ca2—O321 | 93.45 (5) | H9A—O9—H9B | 113.1 |
O421—Ca2—O6 | 142.79 (5) | H10A—O10—H10B | 107.6 |
O8—Ca2—O6 | 83.90 (5) | H11A—O11—H11B | 104.1 |
O5—Ca2—O6 | 88.00 (5) | H12M—O12—H12N | 108.1 |
O321—Ca2—O6 | 74.83 (5) | | |
| | | |
C16—N11—C12—N12 | 177.47 (18) | N25—C25—C26—N21 | 177.5 (2) |
C16—N11—C12—N13 | −4.1 (3) | C24—C25—C26—N21 | 0.4 (3) |
N11—C12—N12—C121 | −4.5 (3) | C36—N31—C32—N32 | 178.1 (2) |
N13—C12—N12—C121 | 176.95 (18) | C36—N31—C32—N33 | −3.5 (3) |
C12—N12—C121—C123 | 100.8 (3) | N31—C32—N32—C321 | 2.4 (3) |
C12—N12—C121—C122 | −134.6 (2) | N33—C32—N32—C321 | −176.04 (18) |
C12—N12—C121—C126 | 113.9 (4) | C32—N32—C321—C32A | 113.2 (8) |
N12—C121—C122—O121 | 159.54 (18) | C32—N32—C321—C322 | −104.9 (2) |
C123—C121—C122—O121 | −73.3 (3) | C32—N32—C321—C323 | 134.7 (2) |
C126—C121—C122—O121 | −93.6 (4) | C32A—C321—C322—O321 | 100.6 (9) |
N12—C121—C122—O122 | −22.6 (3) | N32—C321—C322—O321 | −40.2 (3) |
C123—C121—C122—O122 | 104.6 (3) | C323—C321—C322—O321 | 79.5 (2) |
C126—C121—C122—O122 | 84.3 (4) | C32A—C321—C322—O322 | −77.4 (9) |
N12—C121—C123—C125 | 68.6 (3) | N32—C321—C322—O322 | 141.83 (18) |
C122—C121—C123—C125 | −54.9 (3) | C323—C321—C322—O322 | −98.5 (2) |
C126—C121—C123—C125 | 26.8 (12) | C32A—C321—C323—C324 | 45 (3) |
N12—C121—C123—C124 | −55.7 (4) | N32—C321—C323—C324 | −71.6 (3) |
C122—C121—C123—C124 | −179.2 (3) | C322—C321—C323—C324 | 167.1 (2) |
C126—C121—C123—C124 | −97.5 (13) | C32A—C321—C323—C325 | −78 (3) |
N12—C121—C126—C128 | 166.9 (6) | N32—C321—C323—C325 | 165.0 (2) |
C123—C121—C126—C128 | −50.9 (11) | C322—C321—C323—C325 | 43.7 (3) |
C122—C121—C126—C128 | 54.0 (7) | N32—C321—C32A—C32B | 64.7 (15) |
N12—C121—C126—C127 | −74.8 (9) | C322—C321—C32A—C32B | −73.8 (15) |
C123—C121—C126—C127 | 67.4 (13) | C323—C321—C32A—C32B | −6.7 (16) |
C122—C121—C126—C127 | 172.3 (8) | N32—C321—C32A—C32C | −58.1 (16) |
O122—C122—O121—Ca1 | 69.1 (3) | C322—C321—C32A—C32C | 163.3 (12) |
C121—C122—O121—Ca1 | −113.3 (2) | C323—C321—C32A—C32C | −130 (3) |
O1—Ca1—O121—C122 | −86.8 (2) | O322—C322—O321—Ca2 | −8.4 (3) |
O3—Ca1—O121—C122 | 129.9 (2) | C321—C322—O321—Ca2 | 173.85 (14) |
O221—Ca1—O121—C122 | −126.1 (2) | O421—Ca2—O321—C322 | −165.54 (18) |
O4—Ca1—O121—C122 | −14.8 (2) | O8—Ca2—O321—C322 | 109.2 (2) |
O15i—Ca1—O121—C122 | 40.6 (3) | O5—Ca2—O321—C322 | −60.4 (2) |
O2—Ca1—O121—C122 | −166.8 (3) | O6—Ca2—O321—C322 | 26.6 (2) |
O25ii—Ca1—O121—C122 | 66.6 (2) | O7—Ca2—O321—C322 | −143.9 (2) |
N12—C12—N13—C14 | 178.28 (19) | O9—Ca2—O321—C322 | 30.4 (3) |
N11—C12—N13—C14 | −0.2 (3) | N31—C32—N33—C34 | 3.9 (3) |
N12—C12—N13—C13 | −1.3 (3) | N32—C32—N33—C34 | −177.7 (2) |
N11—C12—N13—C13 | −179.74 (19) | N31—C32—N33—C33 | −177.9 (2) |
C12—N13—C14—O14 | −176.20 (19) | N32—C32—N33—C33 | 0.5 (3) |
C13—N13—C14—O14 | 3.4 (3) | C32—N33—C34—O34 | 177.8 (2) |
C12—N13—C14—C15 | 4.6 (3) | C33—N33—C34—O34 | −0.4 (3) |
C13—N13—C14—C15 | −175.85 (18) | C32—N33—C34—C35 | −1.7 (3) |
O14—C14—C15—N15 | −1.7 (3) | C33—N33—C34—C35 | −179.9 (2) |
N13—C14—C15—N15 | 177.46 (18) | O34—C34—C35—N35 | 1.0 (3) |
O14—C14—C15—C16 | 175.9 (2) | N33—C34—C35—N35 | −179.52 (19) |
N13—C14—C15—C16 | −4.9 (3) | O34—C34—C35—C36 | 179.9 (2) |
C16—C15—N15—O15 | 4.3 (3) | N33—C34—C35—C36 | −0.6 (3) |
C14—C15—N15—O15 | −178.33 (17) | C36—C35—N35—O35 | 1.6 (3) |
C15—N15—O15—Ca1iii | −152.99 (15) | C34—C35—N35—O35 | −179.62 (18) |
C12—N11—C16—N16 | −178.30 (18) | C32—N31—C36—N36 | −178.5 (2) |
C12—N11—C16—C15 | 3.5 (3) | C32—N31—C36—C35 | 1.1 (3) |
N15—C15—C16—N16 | 0.2 (3) | N35—C35—C36—N36 | −0.8 (3) |
C14—C15—C16—N16 | −177.11 (19) | C34—C35—C36—N36 | −179.5 (2) |
N15—C15—C16—N11 | 178.3 (2) | N35—C35—C36—N31 | 179.7 (2) |
C14—C15—C16—N11 | 1.0 (3) | C34—C35—C36—N31 | 0.9 (3) |
C26—N21—C22—N22 | 179.06 (19) | C46—N41—C42—N42 | 173.75 (19) |
C26—N21—C22—N23 | −1.8 (3) | C46—N41—C42—N43 | −8.3 (3) |
C221—N22—C22—N21 | −8.0 (3) | N41—C42—N42—C421 | −7.5 (3) |
C221—N22—C22—N23 | 172.81 (17) | N43—C42—N42—C421 | 174.45 (17) |
C22—N22—C221—C222 | −135.89 (19) | C42—N42—C421—C422 | −131.22 (19) |
C22—N22—C221—C223 | 101.8 (2) | C42—N42—C421—C423 | 106.9 (2) |
N22—C221—C222—O221 | 159.74 (17) | N42—C421—C422—O421 | −6.4 (2) |
C223—C221—C222—O221 | −77.0 (2) | C423—C421—C422—O421 | 117.03 (19) |
N22—C221—C222—O222 | −22.6 (2) | N42—C421—C422—O422 | 176.65 (17) |
C223—C221—C222—O222 | 100.6 (2) | C423—C421—C422—O422 | −59.9 (2) |
N22—C221—C223—C225 | 62.8 (2) | N42—C421—C423—C425 | −58.8 (2) |
C222—C221—C223—C225 | −58.1 (2) | C422—C421—C423—C425 | 180.00 (18) |
N22—C221—C223—C224 | −61.1 (2) | N42—C421—C423—C424 | 66.7 (2) |
C222—C221—C223—C224 | 177.97 (16) | C422—C421—C423—C424 | −54.5 (2) |
O222—C222—O221—Ca1 | 83.9 (3) | O422—C422—O421—Ca2 | −70.1 (5) |
C221—C222—O221—Ca1 | −98.7 (3) | C421—C422—O421—Ca2 | 113.3 (4) |
O1—Ca1—O221—C222 | −172.4 (3) | O8—Ca2—O421—C422 | 118.5 (4) |
O3—Ca1—O221—C222 | −22.6 (3) | O5—Ca2—O421—C422 | −74.2 (4) |
O121—Ca1—O221—C222 | −130.7 (2) | O321—Ca2—O421—C422 | 29.8 (4) |
O4—Ca1—O221—C222 | 123.6 (3) | O6—Ca2—O421—C422 | −169.8 (4) |
O15i—Ca1—O221—C222 | 59.3 (3) | O7—Ca2—O421—C422 | 8.4 (4) |
O2—Ca1—O221—C222 | −93.4 (3) | O9—Ca2—O421—C422 | −158.9 (4) |
O25ii—Ca1—O221—C222 | 32.0 (3) | N41—C42—N43—C44 | 3.0 (3) |
N21—C22—N23—C24 | −1.4 (3) | N42—C42—N43—C44 | −179.10 (19) |
N22—C22—N23—C24 | 177.71 (19) | N41—C42—N43—C43 | −179.4 (2) |
N21—C22—N23—C23 | 178.2 (2) | N42—C42—N43—C43 | −1.4 (3) |
N22—C22—N23—C23 | −2.7 (3) | C42—N43—C44—O44 | −175.7 (2) |
C22—N23—C24—O24 | −176.39 (19) | C43—N43—C44—O44 | 6.6 (3) |
C23—N23—C24—O24 | 4.0 (3) | C42—N43—C44—C45 | 5.1 (3) |
C22—N23—C24—C25 | 3.9 (3) | C43—N43—C44—C45 | −172.65 (19) |
C23—N23—C24—C25 | −175.71 (18) | O44—C44—C45—N45 | −10.2 (3) |
O24—C24—C25—N25 | −0.5 (3) | N43—C44—C45—N45 | 168.99 (19) |
N23—C24—C25—N25 | 179.16 (18) | O44—C44—C45—C46 | 173.2 (2) |
O24—C24—C25—C26 | 176.9 (2) | N43—C44—C45—C46 | −7.6 (3) |
N23—C24—C25—C26 | −3.4 (3) | C46—C45—N45—O45 | 0.2 (3) |
C24—C25—N25—O25 | −178.44 (17) | C44—C45—N45—O45 | −176.05 (19) |
C26—C25—N25—O25 | 4.4 (3) | C42—N41—C46—N46 | −173.53 (19) |
C25—N25—O25—Ca1iv | −158.44 (16) | C42—N41—C46—C45 | 5.3 (3) |
C22—N21—C26—N26 | −179.27 (19) | N45—C45—C46—N46 | 5.4 (4) |
C22—N21—C26—C25 | 2.2 (3) | C44—C45—C46—N46 | −178.5 (2) |
N25—C25—C26—N26 | −0.9 (3) | N45—C45—C46—N41 | −173.4 (2) |
C24—C25—C26—N26 | −178.01 (19) | C44—C45—C46—N41 | 2.7 (3) |
Symmetry codes: (i) −x, y−1/2, −z+1; (ii) −x+1, y+1/2, −z+1; (iii) −x, y+1/2, −z+1; (iv) −x+1, y−1/2, −z+1. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N16—H16A···O14v | 0.88 | 2.13 | 2.997 (2) | 170 |
N16—H16B···O15 | 0.88 | 1.98 | 2.620 (2) | 128 |
N16—H16B···O4iii | 0.88 | 2.56 | 3.383 (2) | 156 |
N26—H26A···O24vi | 0.88 | 2.20 | 3.073 (2) | 175 |
N26—H26B···O25 | 0.88 | 2.00 | 2.640 (2) | 128 |
N26—H26B···O3iv | 0.88 | 2.63 | 3.459 (2) | 157 |
N32—H32···O12 | 0.88 | 2.16 | 2.989 (2) | 156 |
N36—H36A···O34vi | 0.88 | 2.03 | 2.830 (2) | 150 |
N36—H36B···O35 | 0.88 | 1.95 | 2.611 (2) | 131 |
N46—H46A···O44v | 0.88 | 2.04 | 2.871 (2) | 158 |
N46—H46B···O45 | 0.88 | 2.00 | 2.632 (2) | 128 |
N46—H46B···O11vii | 0.88 | 2.45 | 3.016 (2) | 123 |
O1—H1A···O422vi | 0.85 | 2.03 | 2.811 (2) | 154 |
O1—H1B···O8vi | 0.85 | 2.02 | 2.828 (2) | 160 |
O2—H2A···O121 | 0.85 | 2.20 | 2.752 (2) | 122 |
O2—H2B···O6 | 0.85 | 2.04 | 2.869 (2) | 164 |
O3—H3A···O10i | 0.85 | 1.90 | 2.743 (2) | 174 |
O3—H3B···O122v | 0.85 | 1.99 | 2.777 (2) | 153 |
O4—H4A···O222vi | 0.85 | 2.06 | 2.902 (2) | 168 |
O4—H4B···O10viii | 0.85 | 1.90 | 2.750 (2) | 173 |
O5—H5A···O11 | 0.85 | 1.91 | 2.750 (2) | 169 |
O5—H5B···N35vii | 0.85 | 2.19 | 2.991 (2) | 157 |
O5—H5B···O34vii | 0.85 | 2.43 | 3.048 (2) | 130 |
O6—H6A···O322 | 0.85 | 1.85 | 2.673 (2) | 161 |
O6—H6B···O422vi | 0.85 | 1.96 | 2.734 (2) | 152 |
O7—H7A···O45ix | 0.85 | 1.93 | 2.723 (2) | 155 |
O7—H7B···O35vii | 0.85 | 2.02 | 2.815 (2) | 155 |
O7—H7B···N35vii | 0.85 | 2.65 | 3.225 (2) | 126 |
O8—H8A···O222 | 0.85 | 1.92 | 2.743 (2) | 163 |
O8—H8B···O122v | 0.85 | 1.84 | 2.680 (2) | 168 |
O9—H9A···O422vi | 0.95 | 1.79 | 2.730 (2) | 169 |
O9—H9B···O222 | 0.95 | 2.13 | 3.074 (2) | 171 |
O9—H9B···O8 | 0.95 | 2.65 | 3.178 (2) | 116 |
O10—H10A···O14 | 0.89 | 2.11 | 2.947 (2) | 156 |
O10—H10A···N15 | 0.89 | 2.37 | 3.022 (2) | 130 |
O10—H10B···N25x | 0.89 | 2.24 | 2.894 (2) | 130 |
O10—H10B···O24x | 0.89 | 2.30 | 3.115 (2) | 152 |
O11—H11A···O322 | 0.89 | 1.99 | 2.834 (2) | 159 |
O11—H11B···O44xi | 0.89 | 2.28 | 3.019 (2) | 140 |
O11—H11B···N45xi | 0.89 | 2.40 | 3.185 (2) | 148 |
O12—H12M···O7 | 0.89 | 2.27 | 3.017 (2) | 142 |
O12—H12M···O321 | 0.89 | 2.40 | 3.086 (2) | 135 |
O12—H12N···O322v | 0.89 | 2.06 | 2.912 (2) | 161 |
Symmetry codes: (i) −x, y−1/2, −z+1; (iii) −x, y+1/2, −z+1; (iv) −x+1, y−1/2, −z+1; (v) x+1, y, z; (vi) x−1, y, z; (vii) −x+2, y−1/2, −z+2; (viii) −x−1, y−1/2, −z+1; (ix) −x+2, y+1/2, −z+2; (x) x−2, y+1, z; (xi) −x+1, y+1/2, −z+2. |
(IX) # Ba(py-met)
2·7H
2O
top
Crystal data top
C20H36BaN10O12S2·3(H2O) | Dx = 1.646 Mg m−3 |
Mr = 864.11 | Mo Kα radiation, λ = 0.71073 Å |
Tetragonal, P43 | Cell parameters from 7394 reflections |
Hall symbol: P 4cw | θ = 3.0–27.5° |
a = 21.6978 (2) Å | µ = 1.34 mm−1 |
c = 7.4057 (1) Å | T = 120 K |
V = 3486.56 (7) Å3 | Plate, pink |
Z = 4 | 0.60 × 0.03 × 0.02 mm |
F(000) = 1760 | |
Data collection top
Kappa-CCD diffractometer | 7394 independent reflections |
Radiation source: fine-focus sealed X-ray tube | 7035 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.072 |
ϕ scans, and ω scans with κ offsets | θmax = 27.5°, θmin = 3.0° |
Absorption correction: multi-scan DENZO-SMN (Otwinowski & Minor, 1997) | h = −28→23 |
Tmin = 0.501, Tmax = 0.974 | k = −28→26 |
21371 measured reflections | l = −9→7 |
Refinement top
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.036 | H-atom parameters constrained |
wR(F2) = 0.089 | w = 1/[σ2(Fo2) + (0.0289P)2 + 4.0203P] where P = (Fo2 + 2Fc2)/3 |
S = 1.05 | (Δ/σ)max = 0.001 |
7394 reflections | Δρmax = 0.74 e Å−3 |
478 parameters | Δρmin = −0.71 e Å−3 |
46 restraints | Absolute structure: Flack (1983), 3077 Friedel pairs |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: −0.022 (13) |
Crystal data top
C20H36BaN10O12S2·3(H2O) | Z = 4 |
Mr = 864.11 | Mo Kα radiation |
Tetragonal, P43 | µ = 1.34 mm−1 |
a = 21.6978 (2) Å | T = 120 K |
c = 7.4057 (1) Å | 0.60 × 0.03 × 0.02 mm |
V = 3486.56 (7) Å3 | |
Data collection top
Kappa-CCD diffractometer | 7394 independent reflections |
Absorption correction: multi-scan DENZO-SMN (Otwinowski & Minor, 1997) | 7035 reflections with I > 2σ(I) |
Tmin = 0.501, Tmax = 0.974 | Rint = 0.072 |
21371 measured reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.036 | H-atom parameters constrained |
wR(F2) = 0.089 | Δρmax = 0.74 e Å−3 |
S = 1.05 | Δρmin = −0.71 e Å−3 |
7394 reflections | Absolute structure: Flack (1983), 3077 Friedel pairs |
478 parameters | Absolute structure parameter: −0.022 (13) |
46 restraints | |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
Ba1 | 0.957253 (10) | 0.462796 (9) | 0.21367 (4) | 0.01623 (6) | |
N11 | 0.81697 (14) | 0.19326 (14) | 0.4534 (5) | 0.0180 (6) | |
C12 | 0.85107 (19) | 0.20849 (18) | 0.3112 (6) | 0.0191 (8) | |
N12 | 0.90398 (16) | 0.23818 (16) | 0.3398 (5) | 0.0217 (7) | |
C121 | 0.9245 (2) | 0.25853 (19) | 0.5156 (6) | 0.0236 (9) | |
C122 | 0.94256 (17) | 0.32663 (17) | 0.5134 (5) | 0.0140 (7) | |
O11 | 0.96619 (13) | 0.34813 (12) | 0.3717 (4) | 0.0207 (6) | |
O12 | 0.93432 (13) | 0.35532 (13) | 0.6595 (4) | 0.0211 (6) | |
C123 | 0.9803 (3) | 0.22122 (18) | 0.5826 (9) | 0.0450 (15) | |
C12A | 0.9821 (5) | 0.1512 (3) | 0.568 (3) | 0.042 (3) | 0.39 |
S1A | 1.04813 (18) | 0.10993 (17) | 0.5036 (8) | 0.0556 (13) | 0.39 |
C12D | 1.0326 (12) | 0.1124 (11) | 0.2713 (12) | 0.085 (7) | 0.39 |
C12B | 0.9669 (5) | 0.1528 (4) | 0.605 (5) | 0.042 (3) | 0.27 |
S1B | 1.0321 (3) | 0.1090 (3) | 0.6610 (9) | 0.0402 (15) | 0.27 |
C12E | 1.0365 (10) | 0.1320 (9) | 0.8879 (14) | 0.043 (5) | 0.27 |
C12C | 0.9587 (9) | 0.1554 (5) | 0.616 (4) | 0.042 (3) | 0.34 |
S1C | 1.0062 (3) | 0.1086 (3) | 0.7504 (13) | 0.079 (3) | 0.34 |
C12F | 0.9591 (11) | 0.0444 (9) | 0.788 (6) | 0.130 (13) | 0.34 |
N13 | 0.83557 (17) | 0.19498 (17) | 0.1346 (5) | 0.0231 (8) | |
C131 | 0.8732 (2) | 0.2181 (3) | −0.0147 (7) | 0.0378 (12) | |
C14 | 0.7834 (2) | 0.15979 (19) | 0.0938 (6) | 0.0243 (9) | |
O14 | 0.77333 (15) | 0.14408 (16) | −0.0624 (4) | 0.0321 (8) | |
C15 | 0.74418 (19) | 0.14520 (18) | 0.2475 (6) | 0.0205 (9) | |
N15 | 0.69166 (15) | 0.11603 (15) | 0.2017 (6) | 0.0213 (7) | |
O15 | 0.65552 (13) | 0.10002 (15) | 0.3312 (4) | 0.0267 (7) | |
C16 | 0.76370 (18) | 0.16220 (18) | 0.4246 (6) | 0.0194 (9) | |
N16 | 0.73105 (17) | 0.14872 (18) | 0.5679 (5) | 0.0257 (8) | |
N21 | 0.69870 (15) | 0.67143 (15) | 0.2500 (5) | 0.0196 (7) | |
C22 | 0.72001 (17) | 0.64154 (18) | 0.1063 (6) | 0.0269 (8) | |
N22 | 0.74292 (16) | 0.58507 (15) | 0.1249 (5) | 0.0194 (7) | |
C221 | 0.74280 (18) | 0.55149 (19) | 0.2962 (6) | 0.0198 (8) | |
C222 | 0.80928 (19) | 0.53628 (19) | 0.3560 (6) | 0.0200 (8) | |
O21 | 0.84853 (12) | 0.52709 (13) | 0.2390 (4) | 0.0238 (6) | |
O22 | 0.81792 (14) | 0.53351 (14) | 0.5266 (4) | 0.0234 (6) | |
C223 | 0.7085 (2) | 0.4896 (2) | 0.2734 (7) | 0.0252 (9) | |
C224 | 0.6403 (2) | 0.4970 (2) | 0.2298 (9) | 0.0367 (12) | |
S2 | 0.60579 (6) | 0.42868 (6) | 0.1335 (2) | 0.0450 (4) | |
C225 | 0.6341 (3) | 0.4343 (3) | −0.0931 (9) | 0.0510 (16) | |
N23 | 0.72092 (15) | 0.66618 (15) | −0.0655 (5) | 0.0181 (7) | |
C231 | 0.7461 (2) | 0.6308 (2) | −0.2175 (6) | 0.0258 (9) | |
C24 | 0.69186 (19) | 0.72212 (18) | −0.1035 (6) | 0.0191 (8) | |
O24 | 0.69041 (16) | 0.74174 (14) | −0.2600 (4) | 0.0280 (7) | |
C25 | 0.66617 (18) | 0.75384 (18) | 0.0503 (6) | 0.0170 (8) | |
N25 | 0.63596 (15) | 0.80634 (15) | 0.0074 (5) | 0.0200 (7) | |
O25 | 0.60948 (13) | 0.83649 (13) | 0.1321 (4) | 0.0226 (6) | |
C26 | 0.67291 (16) | 0.72692 (17) | 0.2261 (6) | 0.0179 (7) | |
N26 | 0.65346 (17) | 0.75685 (17) | 0.3697 (5) | 0.0244 (8) | |
O1 | 0.93625 (13) | 0.54798 (11) | −0.0689 (4) | 0.0184 (6) | |
O2 | 1.06933 (13) | 0.52130 (12) | 0.0827 (4) | 0.0190 (6) | |
O3 | 1.01385 (12) | 0.41948 (12) | −0.1166 (4) | 0.0188 (6) | |
O4 | 0.87330 (12) | 0.40261 (12) | −0.0322 (5) | 0.0223 (6) | |
O5 | 0.7905 (2) | 0.49769 (17) | 0.8651 (5) | 0.0559 (12) | |
O6 | 1.10685 (14) | 0.36521 (14) | 0.0764 (5) | 0.0272 (7) | |
O7 | 1.01064 (16) | 0.26337 (17) | 0.1120 (6) | 0.0429 (9) | |
H12 | 0.9278 | 0.2458 | 0.2462 | 0.026* | |
H121 | 0.8900 | 0.2529 | 0.6034 | 0.028* | |
H1AA | 1.0169 | 0.2371 | 0.5178 | 0.054* | 0.39 |
H1AB | 0.9861 | 0.2315 | 0.7117 | 0.054* | 0.39 |
H1BA | 1.0146 | 0.2263 | 0.4958 | 0.054* | 0.27 |
H1BB | 0.9940 | 0.2381 | 0.7001 | 0.054* | 0.27 |
H1CA | 1.0134 | 0.2216 | 0.4907 | 0.054* | 0.34 |
H1CB | 0.9967 | 0.2394 | 0.6955 | 0.054* | 0.34 |
H12A | 0.9492 | 0.1395 | 0.4818 | 0.051* | 0.39 |
H12B | 0.9696 | 0.1349 | 0.6871 | 0.051* | 0.39 |
H12G | 1.0650 | 0.0903 | 0.2057 | 0.127* | 0.195 |
H12H | 1.0315 | 0.1554 | 0.2310 | 0.127* | 0.195 |
H12I | 0.9926 | 0.0929 | 0.2475 | 0.127* | 0.195 |
H12J | 0.9944 | 0.1355 | 0.2504 | 0.127* | 0.195 |
H12K | 1.0279 | 0.0703 | 0.2252 | 0.127* | 0.195 |
H12L | 1.0667 | 0.1328 | 0.2086 | 0.127* | 0.195 |
H12C | 0.9493 | 0.1368 | 0.4907 | 0.051* | 0.27 |
H12D | 0.9355 | 0.1474 | 0.7004 | 0.051* | 0.27 |
H12M | 1.0696 | 0.1092 | 0.9483 | 0.064* | 0.135 |
H12N | 0.9972 | 0.1234 | 0.9481 | 0.064* | 0.135 |
H12O | 1.0452 | 0.1763 | 0.8940 | 0.064* | 0.135 |
H12P | 1.0051 | 0.1634 | 0.9119 | 0.064* | 0.135 |
H12Q | 1.0775 | 0.1492 | 0.9122 | 0.064* | 0.135 |
H12R | 1.0295 | 0.0963 | 0.9663 | 0.064* | 0.135 |
H12E | 0.9535 | 0.1349 | 0.4979 | 0.051* | 0.34 |
H12F | 0.9176 | 0.1572 | 0.6739 | 0.051* | 0.34 |
H12S | 0.9809 | 0.0147 | 0.8647 | 0.195* | 0.17 |
H12T | 0.9490 | 0.0250 | 0.6722 | 0.195* | 0.17 |
H12U | 0.9211 | 0.0575 | 0.8482 | 0.195* | 0.17 |
H12V | 0.9198 | 0.0501 | 0.7254 | 0.195* | 0.17 |
H12Y | 0.9517 | 0.0398 | 0.9179 | 0.195* | 0.17 |
H12Z | 0.9796 | 0.0073 | 0.7419 | 0.195* | 0.17 |
H13A | 0.8802 | 0.2624 | 0.0009 | 0.057* | |
H13B | 0.8518 | 0.2108 | −0.1292 | 0.057* | |
H13C | 0.9129 | 0.1965 | −0.0158 | 0.057* | |
H16A | 0.7441 | 0.1598 | 0.6756 | 0.031* | |
H16B | 0.6961 | 0.1286 | 0.5565 | 0.031* | |
H22 | 0.7589 | 0.5670 | 0.0295 | 0.023* | |
H221 | 0.7220 | 0.5768 | 0.3912 | 0.024* | |
H22A | 0.7284 | 0.4658 | 0.1754 | 0.030* | |
H22B | 0.7127 | 0.4655 | 0.3863 | 0.030* | |
H22C | 0.6353 | 0.5316 | 0.1441 | 0.044* | |
H22D | 0.6180 | 0.5078 | 0.3420 | 0.044* | |
H22E | 0.6167 | 0.4710 | −0.1510 | 0.076* | |
H22F | 0.6220 | 0.3976 | −0.1611 | 0.076* | |
H22G | 0.6792 | 0.4375 | −0.0912 | 0.076* | |
H23A | 0.7891 | 0.6199 | −0.1920 | 0.039* | |
H23B | 0.7442 | 0.6558 | −0.3276 | 0.039* | |
H23C | 0.7219 | 0.5931 | −0.2343 | 0.039* | |
H26A | 0.6576 | 0.7403 | 0.4775 | 0.029* | |
H26B | 0.6363 | 0.7934 | 0.3579 | 0.029* | |
H11W | 0.9016 | 0.5341 | −0.0990 | 0.022* | |
H12W | 0.9272 | 0.5818 | −0.0204 | 0.022* | |
H21W | 1.0729 | 0.5585 | 0.1128 | 0.023* | |
H22W | 1.1041 | 0.5046 | 0.0714 | 0.023* | |
H31W | 1.0419 | 0.3983 | −0.0692 | 0.023* | |
H32W | 0.9928 | 0.3971 | −0.1856 | 0.023* | |
H41W | 0.8506 | 0.3841 | 0.0418 | 0.027* | |
H42W | 0.8839 | 0.3775 | −0.1129 | 0.027* | |
H51W | 0.8159 | 0.4708 | 0.8988 | 0.067* | |
H52W | 0.7930 | 0.5021 | 0.7526 | 0.067* | |
H61W | 1.1312 | 0.3952 | 0.0843 | 0.033* | |
H62W | 1.1086 | 0.3511 | 0.1820 | 0.033* | |
H71W | 1.0123 | 0.2950 | 0.1771 | 0.052* | |
H72W | 1.0467 | 0.2498 | 0.1233 | 0.052* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Ba1 | 0.02159 (11) | 0.01554 (10) | 0.01155 (11) | 0.00029 (8) | −0.00143 (9) | 0.00103 (9) |
N11 | 0.0230 (15) | 0.0178 (14) | 0.0132 (17) | −0.0080 (11) | −0.0011 (15) | 0.0015 (14) |
C12 | 0.024 (2) | 0.0162 (18) | 0.017 (2) | −0.0076 (15) | −0.0014 (16) | 0.0006 (15) |
N12 | 0.0250 (17) | 0.0230 (17) | 0.0171 (19) | −0.0125 (14) | 0.0009 (15) | 0.0022 (14) |
C121 | 0.035 (2) | 0.0185 (19) | 0.017 (2) | −0.0065 (17) | −0.0050 (17) | 0.0007 (15) |
C122 | 0.0141 (16) | 0.0160 (17) | 0.0119 (19) | −0.0013 (13) | −0.0048 (13) | 0.0007 (13) |
O11 | 0.0209 (14) | 0.0176 (13) | 0.0237 (17) | −0.0021 (11) | 0.0035 (12) | 0.0003 (12) |
O12 | 0.0270 (15) | 0.0197 (14) | 0.0165 (16) | −0.0018 (11) | −0.0028 (11) | −0.0023 (11) |
C123 | 0.070 (4) | 0.021 (2) | 0.044 (4) | 0.004 (2) | −0.034 (3) | 0.001 (2) |
C12A | 0.086 (9) | 0.016 (3) | 0.026 (7) | 0.010 (4) | 0.005 (6) | −0.006 (3) |
S1A | 0.0432 (19) | 0.0331 (18) | 0.091 (4) | 0.0097 (15) | −0.022 (2) | 0.006 (2) |
C12D | 0.105 (16) | 0.074 (13) | 0.074 (15) | 0.029 (12) | −0.010 (13) | −0.008 (11) |
C12B | 0.086 (9) | 0.016 (3) | 0.026 (7) | 0.010 (4) | 0.005 (6) | −0.006 (3) |
S1B | 0.048 (4) | 0.032 (3) | 0.041 (4) | 0.016 (3) | −0.014 (3) | −0.006 (2) |
C12E | 0.047 (11) | 0.029 (9) | 0.052 (13) | 0.012 (8) | −0.017 (10) | −0.013 (9) |
C12C | 0.086 (9) | 0.016 (3) | 0.026 (7) | 0.010 (4) | 0.005 (6) | −0.006 (3) |
S1C | 0.061 (4) | 0.042 (3) | 0.134 (8) | −0.009 (3) | −0.053 (4) | 0.040 (4) |
C12F | 0.12 (2) | 0.11 (2) | 0.16 (3) | 0.018 (19) | −0.05 (2) | 0.03 (2) |
N13 | 0.0261 (18) | 0.0290 (19) | 0.0143 (18) | −0.0146 (15) | 0.0015 (15) | −0.0004 (15) |
C131 | 0.044 (3) | 0.058 (3) | 0.012 (2) | −0.027 (2) | 0.003 (2) | −0.001 (2) |
C14 | 0.030 (2) | 0.023 (2) | 0.020 (2) | −0.0105 (17) | −0.0009 (18) | 0.0015 (17) |
O14 | 0.0398 (18) | 0.0464 (19) | 0.0101 (16) | −0.0203 (15) | −0.0032 (14) | −0.0023 (14) |
C15 | 0.0251 (19) | 0.0198 (18) | 0.017 (2) | −0.0040 (15) | 0.0002 (16) | 0.0009 (15) |
N15 | 0.0220 (15) | 0.0224 (15) | 0.0195 (18) | −0.0040 (12) | 0.0009 (15) | 0.0000 (16) |
O15 | 0.0223 (15) | 0.0363 (17) | 0.0214 (17) | −0.0129 (13) | 0.0051 (13) | −0.0075 (13) |
C16 | 0.0233 (19) | 0.0195 (18) | 0.015 (2) | −0.0041 (15) | −0.0001 (15) | −0.0010 (15) |
N16 | 0.0241 (18) | 0.039 (2) | 0.0141 (19) | −0.0127 (15) | 0.0035 (14) | −0.0025 (16) |
N21 | 0.0244 (16) | 0.0211 (16) | 0.0131 (19) | 0.0050 (13) | 0.0004 (13) | −0.0001 (13) |
C22 | 0.0244 (18) | 0.032 (2) | 0.024 (2) | −0.0017 (15) | −0.0032 (16) | 0.0028 (17) |
N22 | 0.0270 (18) | 0.0210 (17) | 0.0103 (18) | 0.0084 (13) | 0.0039 (14) | 0.0035 (14) |
C221 | 0.0203 (19) | 0.022 (2) | 0.017 (2) | 0.0061 (15) | 0.0042 (16) | 0.0028 (16) |
C222 | 0.023 (2) | 0.0183 (19) | 0.019 (2) | 0.0042 (15) | 0.0026 (17) | 0.0064 (16) |
O21 | 0.0214 (13) | 0.0313 (15) | 0.0185 (17) | 0.0051 (11) | 0.0023 (12) | 0.0038 (13) |
O22 | 0.0265 (15) | 0.0262 (15) | 0.0176 (16) | 0.0031 (12) | −0.0008 (12) | 0.0036 (12) |
C223 | 0.026 (2) | 0.024 (2) | 0.026 (2) | 0.0039 (17) | 0.0014 (17) | 0.0070 (17) |
C224 | 0.026 (2) | 0.036 (2) | 0.047 (3) | −0.0016 (18) | 0.001 (2) | 0.011 (3) |
S2 | 0.0360 (7) | 0.0393 (7) | 0.0596 (10) | −0.0125 (5) | −0.0058 (6) | 0.0117 (7) |
C225 | 0.056 (4) | 0.048 (3) | 0.049 (4) | −0.001 (3) | −0.008 (3) | −0.005 (3) |
N23 | 0.0225 (16) | 0.0195 (15) | 0.0122 (19) | 0.0063 (12) | 0.0015 (13) | 0.0039 (13) |
C231 | 0.033 (2) | 0.029 (2) | 0.015 (2) | 0.0074 (18) | 0.0032 (18) | 0.0005 (17) |
C24 | 0.0233 (19) | 0.0191 (18) | 0.015 (2) | 0.0038 (15) | −0.0005 (15) | 0.0027 (15) |
O24 | 0.0447 (18) | 0.0251 (14) | 0.0143 (17) | 0.0108 (13) | −0.0016 (14) | 0.0018 (13) |
C25 | 0.0212 (19) | 0.0153 (18) | 0.014 (2) | 0.0003 (14) | −0.0016 (15) | −0.0001 (15) |
N25 | 0.0228 (16) | 0.0140 (15) | 0.023 (2) | 0.0014 (12) | −0.0015 (14) | −0.0025 (13) |
O25 | 0.0275 (15) | 0.0169 (13) | 0.0232 (16) | 0.0033 (11) | 0.0020 (13) | −0.0034 (12) |
C26 | 0.0151 (16) | 0.0231 (17) | 0.015 (2) | 0.0005 (13) | −0.0023 (16) | −0.0001 (18) |
N26 | 0.034 (2) | 0.0280 (19) | 0.0110 (18) | 0.0114 (15) | 0.0005 (15) | −0.0013 (15) |
O1 | 0.0231 (13) | 0.0137 (12) | 0.0182 (17) | −0.0007 (10) | −0.0020 (12) | −0.0016 (10) |
O2 | 0.0213 (14) | 0.0163 (13) | 0.0195 (16) | −0.0042 (11) | 0.0053 (11) | −0.0033 (11) |
O3 | 0.0159 (13) | 0.0195 (13) | 0.0212 (16) | −0.0002 (10) | −0.0039 (11) | −0.0048 (12) |
O4 | 0.0227 (13) | 0.0248 (13) | 0.0193 (15) | −0.0044 (10) | 0.0035 (14) | 0.0010 (14) |
O5 | 0.106 (4) | 0.045 (2) | 0.017 (2) | 0.042 (2) | −0.009 (2) | −0.0061 (17) |
O6 | 0.0332 (17) | 0.0257 (15) | 0.0228 (17) | −0.0006 (13) | −0.0080 (14) | 0.0024 (13) |
O7 | 0.0344 (19) | 0.047 (2) | 0.047 (3) | −0.0118 (16) | 0.0079 (17) | −0.0118 (19) |
Geometric parameters (Å, º) top
Ba1—O11 | 2.756 (3) | N13—C14 | 1.399 (5) |
Ba1—O21 | 2.747 (3) | N13—C131 | 1.463 (6) |
Ba1—O2i | 2.815 (3) | C131—H13A | 0.98 |
Ba1—O1i | 2.826 (3) | C131—H13B | 0.98 |
Ba1—O1 | 2.829 (3) | C131—H13C | 0.98 |
Ba1—O2 | 2.909 (3) | C14—O14 | 1.226 (6) |
Ba1—O3 | 2.894 (3) | C14—C15 | 1.456 (6) |
Ba1—O4 | 2.888 (3) | C15—N15 | 1.347 (5) |
Ba1—O3i | 2.915 (3) | C15—C16 | 1.427 (6) |
Ba1—O25ii | 3.299 (3) | N15—O15 | 1.286 (5) |
Ba1—Ba1i | 4.4451 (2) | C16—N16 | 1.309 (5) |
Ba1—Ba1iii | 4.4451 (2) | N16—H16A | 0.88 |
N11—C12 | 1.329 (5) | N16—H16B | 0.88 |
N11—C16 | 1.355 (5) | N21—C22 | 1.329 (5) |
C12—N12 | 1.333 (5) | N21—C26 | 1.339 (5) |
C12—N13 | 1.382 (5) | C22—N22 | 1.329 (5) |
N12—C121 | 1.446 (6) | C22—N23 | 1.380 (5) |
N12—H12 | 0.88 | N22—C221 | 1.463 (5) |
C121—C122 | 1.529 (5) | N22—H22 | 0.88 |
C121—C123 | 1.538 (7) | C221—C222 | 1.545 (6) |
C121—H121 | 1.00 | C221—C223 | 1.545 (6) |
C122—O11 | 1.258 (5) | C221—H221 | 1.00 |
C122—O12 | 1.261 (5) | C222—O21 | 1.231 (5) |
C123—C12B | 1.523 (5) | C222—O22 | 1.279 (6) |
C123—C12A | 1.523 (5) | C223—C224 | 1.523 (6) |
C123—C12C | 1.524 (5) | C223—H22A | 0.99 |
C123—H1AA | 0.99 | C223—H22B | 0.99 |
C123—H1AB | 0.99 | C224—S2 | 1.807 (5) |
C123—H1BA | 0.99 | C224—H22C | 0.99 |
C123—H1BB | 0.99 | C224—H22D | 0.99 |
C123—H1CA | 0.99 | S2—C225 | 1.791 (7) |
C123—H1CB | 0.99 | C225—H22E | 0.98 |
C12A—S1A | 1.756 (5) | C225—H22F | 0.98 |
C12A—H12A | 0.99 | C225—H22G | 0.98 |
C12A—H12B | 0.99 | N23—C24 | 1.396 (5) |
S1A—C12D | 1.753 (5) | N23—C231 | 1.468 (5) |
C12D—H12G | 0.98 | C231—H23A | 0.98 |
C12D—H12H | 0.98 | C231—H23B | 0.98 |
C12D—H12I | 0.98 | C231—H23C | 0.98 |
C12D—H12J | 0.98 | C24—O24 | 1.235 (5) |
C12D—H12K | 0.98 | C24—C25 | 1.442 (6) |
C12D—H12L | 0.98 | C25—N25 | 1.352 (5) |
C12B—S1B | 1.754 (5) | C25—C26 | 1.435 (6) |
C12B—H12C | 0.99 | N25—O25 | 1.269 (5) |
C12B—H12D | 0.99 | O25—Ba1iv | 3.299 (3) |
S1B—C12E | 1.756 (5) | C26—N26 | 1.316 (6) |
C12E—H12M | 0.98 | N26—H26A | 0.88 |
C12E—H12N | 0.98 | N26—H26B | 0.88 |
C12E—H12O | 0.98 | O1—H11W | 0.84 |
C12E—H12P | 0.98 | O1—H12W | 0.84 |
C12E—H12Q | 0.98 | O2—H21W | 0.84 |
C12E—H12R | 0.98 | O2—H22W | 0.84 |
C12C—S1C | 1.754 (5) | O3—H31W | 0.84 |
C12C—H12E | 0.99 | O3—H32W | 0.84 |
C12C—H12F | 0.99 | O4—H41W | 0.84 |
S1C—C12F | 1.750 (5) | O4—H42W | 0.84 |
C12F—H12S | 0.98 | O5—H51W | 0.84 |
C12F—H12T | 0.98 | O5—H52W | 0.84 |
C12F—H12U | 0.98 | O6—H61W | 0.84 |
C12F—H12V | 0.98 | O6—H62W | 0.84 |
C12F—H12Y | 0.98 | O7—H71W | 0.84 |
C12F—H12Z | 0.98 | O7—H72W | 0.84 |
| | | |
O21—Ba1—O11 | 119.33 (8) | H12M—C12E—H12Q | 56.3 |
O21—Ba1—O2i | 72.27 (9) | H12N—C12E—H12Q | 141.1 |
O11—Ba1—O2i | 73.31 (8) | H12O—C12E—H12Q | 56.3 |
O21—Ba1—O1i | 134.84 (9) | H12P—C12E—H12Q | 109.5 |
O11—Ba1—O1i | 68.03 (8) | S1B—C12E—H12R | 109.5 |
O2i—Ba1—O1i | 67.93 (8) | H12M—C12E—H12R | 56.3 |
O21—Ba1—O1 | 65.19 (9) | H12N—C12E—H12R | 56.3 |
O11—Ba1—O1 | 156.23 (8) | H12O—C12E—H12R | 141.1 |
O2i—Ba1—O1 | 127.24 (8) | H12P—C12E—H12R | 109.5 |
O1i—Ba1—O1 | 127.39 (4) | H12Q—C12E—H12R | 109.5 |
O21—Ba1—O4 | 74.40 (9) | C123—C12C—S1C | 117.0 (6) |
O11—Ba1—O4 | 84.49 (8) | C123—C12C—H12E | 108.0 |
O2i—Ba1—O4 | 122.58 (8) | S1C—C12C—H12E | 108.0 |
O1i—Ba1—O4 | 146.89 (7) | C123—C12C—H12F | 108.0 |
O1—Ba1—O4 | 74.18 (8) | S1C—C12C—H12F | 108.0 |
O21—Ba1—O3 | 125.96 (9) | H12E—C12C—H12F | 107.3 |
O11—Ba1—O3 | 92.05 (8) | C12F—S1C—C12C | 102.0 (11) |
O2i—Ba1—O3 | 161.36 (8) | S1C—C12F—H12S | 109.5 |
O1i—Ba1—O3 | 96.19 (8) | S1C—C12F—H12T | 109.5 |
O1—Ba1—O3 | 69.85 (8) | H12S—C12F—H12T | 109.5 |
O4—Ba1—O3 | 65.66 (8) | S1C—C12F—H12U | 109.5 |
O21—Ba1—O2 | 121.26 (8) | H12S—C12F—H12U | 109.5 |
O11—Ba1—O2 | 118.46 (8) | H12T—C12F—H12U | 109.5 |
O2i—Ba1—O2 | 116.19 (7) | S1C—C12F—H12V | 109.5 |
O1i—Ba1—O2 | 62.78 (8) | H12S—C12F—H12V | 141.1 |
O1—Ba1—O2 | 66.61 (8) | H12T—C12F—H12V | 56.3 |
O4—Ba1—O2 | 120.96 (8) | H12U—C12F—H12V | 56.3 |
O3—Ba1—O2 | 60.35 (8) | S1C—C12F—H12Y | 109.5 |
O21—Ba1—O3i | 73.16 (8) | H12S—C12F—H12Y | 56.3 |
O11—Ba1—O3i | 126.35 (9) | H12T—C12F—H12Y | 141.1 |
O2i—Ba1—O3i | 61.17 (8) | H12U—C12F—H12Y | 56.3 |
O1i—Ba1—O3i | 69.57 (7) | H12V—C12F—H12Y | 109.5 |
O1—Ba1—O3i | 77.36 (8) | S1C—C12F—H12Z | 109.5 |
O4—Ba1—O3i | 143.50 (8) | H12S—C12F—H12Z | 56.3 |
O3—Ba1—O3i | 123.91 (6) | H12T—C12F—H12Z | 56.3 |
O2—Ba1—O3i | 65.27 (8) | H12U—C12F—H12Z | 141.1 |
O21—Ba1—O25ii | 62.19 (8) | H12V—C12F—H12Z | 109.5 |
O11—Ba1—O25ii | 57.74 (8) | H12Y—C12F—H12Z | 109.5 |
O2i—Ba1—O25ii | 61.85 (8) | C12—N13—C14 | 121.1 (3) |
O1i—Ba1—O25ii | 113.24 (8) | C12—N13—C131 | 120.5 (3) |
O1—Ba1—O25ii | 117.54 (8) | C14—N13—C131 | 118.4 (4) |
O4—Ba1—O25ii | 61.47 (8) | N13—C131—H13A | 109.5 |
O3—Ba1—O25ii | 120.16 (8) | N13—C131—H13B | 109.5 |
O2—Ba1—O25ii | 175.84 (8) | H13A—C131—H13B | 109.5 |
O3i—Ba1—O25ii | 115.10 (8) | N13—C131—H13C | 109.5 |
C12—N11—C16 | 118.3 (4) | H13A—C131—H13C | 109.5 |
N11—C12—N12 | 118.3 (4) | H13B—C131—H13C | 109.5 |
N11—C12—N13 | 124.2 (3) | O14—C14—N13 | 120.0 (4) |
N12—C12—N13 | 117.5 (4) | O14—C14—C15 | 125.0 (4) |
C12—N12—C121 | 123.8 (4) | N13—C14—C15 | 115.0 (4) |
C12—N12—H12 | 118.1 | N15—C15—C16 | 127.2 (4) |
C121—N12—H12 | 118.1 | N15—C15—C14 | 113.5 (4) |
N12—C121—C122 | 111.4 (3) | C16—C15—C14 | 119.3 (4) |
N12—C121—C123 | 111.9 (4) | O15—N15—C15 | 117.1 (4) |
C122—C121—C123 | 108.1 (3) | N16—C16—N11 | 116.4 (4) |
N12—C121—H121 | 108.5 | N16—C16—C15 | 121.8 (4) |
C122—C121—H121 | 108.5 | N11—C16—C15 | 121.8 (4) |
C123—C121—H121 | 108.5 | C16—N16—H16A | 120.0 |
O11—C122—O12 | 126.2 (3) | C16—N16—H16B | 120.0 |
O11—C122—C121 | 118.2 (4) | H16A—N16—H16B | 120.0 |
O12—C122—C121 | 115.6 (3) | C22—N21—C26 | 118.6 (4) |
C122—O11—Ba1 | 131.3 (2) | N21—C22—N22 | 119.8 (4) |
C12B—C123—C121 | 113.4 (5) | N21—C22—N23 | 123.6 (3) |
C12A—C123—C121 | 121.4 (7) | N22—C22—N23 | 116.6 (4) |
C12C—C123—C121 | 107.7 (6) | C22—N22—C221 | 123.3 (3) |
C12B—C123—H1AA | 123.1 | C22—N22—H22 | 118.4 |
C12A—C123—H1AA | 107.0 | C221—N22—H22 | 118.4 |
C12C—C123—H1AA | 130.7 | N22—C221—C222 | 110.7 (3) |
C121—C123—H1AA | 107.0 | N22—C221—C223 | 109.8 (3) |
C12B—C123—H1AB | 98.1 | C222—C221—C223 | 107.2 (3) |
C12A—C123—H1AB | 107.0 | N22—C221—H221 | 109.7 |
C12C—C123—H1AB | 95.3 | C222—C221—H221 | 109.7 |
C121—C123—H1AB | 107.0 | C223—C221—H221 | 109.7 |
H1AA—C123—H1AB | 106.7 | O21—C222—O22 | 125.9 (4) |
C12B—C123—H1BA | 108.9 | O21—C222—C221 | 118.6 (4) |
C12A—C123—H1BA | 92.6 | O22—C222—C221 | 115.5 (4) |
C12C—C123—H1BA | 116.3 | C222—O21—Ba1 | 136.4 (3) |
C121—C123—H1BA | 108.9 | C224—C223—C221 | 113.6 (3) |
H1AB—C123—H1BA | 120.4 | C224—C223—H22A | 108.9 |
C12B—C123—H1BB | 108.9 | C221—C223—H22A | 108.9 |
C12A—C123—H1BB | 115.2 | C224—C223—H22B | 108.9 |
C12C—C123—H1BB | 107.2 | C221—C223—H22B | 108.9 |
C121—C123—H1BB | 108.9 | H22A—C223—H22B | 107.7 |
H1AA—C123—H1BB | 93.3 | C223—C224—S2 | 113.6 (3) |
H1BA—C123—H1BB | 107.7 | C223—C224—H22C | 108.8 |
C12B—C123—H1CA | 102.9 | S2—C224—H22C | 108.8 |
C12A—C123—H1CA | 86.6 | C223—C224—H22D | 108.8 |
C12C—C123—H1CA | 110.2 | S2—C224—H22D | 108.8 |
C121—C123—H1CA | 110.2 | H22C—C224—H22D | 107.7 |
H1AB—C123—H1CA | 124.8 | C225—S2—C224 | 99.9 (3) |
H1BB—C123—H1CA | 112.6 | S2—C225—H22E | 109.5 |
C12B—C123—H1CB | 111.4 | S2—C225—H22F | 109.5 |
C12A—C123—H1CB | 116.7 | H22E—C225—H22F | 109.5 |
C12C—C123—H1CB | 110.2 | S2—C225—H22G | 109.5 |
C121—C123—H1CB | 110.2 | H22E—C225—H22G | 109.5 |
H1AA—C123—H1CB | 89.0 | H22F—C225—H22G | 109.5 |
H1BA—C123—H1CB | 103.5 | C22—N23—C24 | 121.1 (3) |
H1CA—C123—H1CB | 108.5 | C22—N23—C231 | 120.6 (3) |
C123—C12A—S1A | 123.3 (6) | C24—N23—C231 | 117.9 (3) |
C123—C12A—H12A | 106.5 | N23—C231—H23A | 109.5 |
S1A—C12A—H12A | 106.5 | N23—C231—H23B | 109.5 |
C123—C12A—H12B | 106.5 | H23A—C231—H23B | 109.5 |
S1A—C12A—H12B | 106.5 | N23—C231—H23C | 109.5 |
H12A—C12A—H12B | 106.5 | H23A—C231—H23C | 109.5 |
C12D—S1A—C12A | 95.3 (11) | H23B—C231—H23C | 109.5 |
S1A—C12D—H12G | 109.5 | O24—C24—N23 | 120.0 (4) |
S1A—C12D—H12H | 109.5 | O24—C24—C25 | 124.5 (4) |
H12G—C12D—H12H | 109.5 | N23—C24—C25 | 115.5 (4) |
S1A—C12D—H12I | 109.5 | N25—C25—C26 | 127.3 (4) |
H12G—C12D—H12I | 109.5 | N25—C25—C24 | 113.9 (4) |
H12H—C12D—H12I | 109.5 | C26—C25—C24 | 118.9 (3) |
S1A—C12D—H12J | 109.5 | O25—N25—C25 | 118.9 (4) |
H12G—C12D—H12J | 141.1 | N25—O25—Ba1iv | 110.5 (2) |
H12H—C12D—H12J | 56.3 | N26—C26—N21 | 118.1 (4) |
H12I—C12D—H12J | 56.3 | N26—C26—C25 | 120.0 (3) |
S1A—C12D—H12K | 109.5 | N21—C26—C25 | 121.9 (4) |
H12G—C12D—H12K | 56.3 | C26—N26—H26A | 120.0 |
H12H—C12D—H12K | 141.1 | C26—N26—H26B | 120.0 |
H12I—C12D—H12K | 56.3 | H26A—N26—H26B | 120.0 |
H12J—C12D—H12K | 109.5 | Ba1iii—O1—Ba1 | 103.64 (9) |
S1A—C12D—H12L | 109.5 | Ba1iii—O1—H11W | 123.4 |
H12G—C12D—H12L | 56.3 | Ba1—O1—H11W | 96.1 |
H12H—C12D—H12L | 56.3 | Ba1iii—O1—H12W | 120.4 |
H12I—C12D—H12L | 141.1 | Ba1—O1—H12W | 107.0 |
H12J—C12D—H12L | 109.5 | H11W—O1—H12W | 102.6 |
H12K—C12D—H12L | 109.5 | Ba1iii—O2—Ba1 | 101.88 (9) |
C123—C12B—S1B | 113.5 (6) | Ba1iii—O2—H21W | 99.1 |
C123—C12B—H12C | 108.9 | Ba1—O2—H21W | 114.1 |
S1B—C12B—H12C | 108.9 | Ba1iii—O2—H22W | 98.0 |
C123—C12B—H12D | 108.9 | Ba1—O2—H22W | 126.5 |
S1B—C12B—H12D | 108.9 | H21W—O2—H22W | 110.9 |
H12C—C12B—H12D | 107.7 | Ba1—O4—H41W | 100.1 |
C12B—S1B—C12E | 96.7 (15) | Ba1—O4—H42W | 124.7 |
S1B—C12E—H12M | 109.5 | H41W—O4—H42W | 108.3 |
S1B—C12E—H12N | 109.5 | Ba1—O3—Ba1iii | 99.85 (8) |
H12M—C12E—H12N | 109.5 | Ba1—O3—H31W | 97.6 |
S1B—C12E—H12O | 109.5 | Ba1iii—O3—H31W | 120.2 |
H12M—C12E—H12O | 109.5 | Ba1—O3—H32W | 118.1 |
H12N—C12E—H12O | 109.5 | Ba1iii—O3—H32W | 111.1 |
S1B—C12E—H12P | 109.5 | H31W—O3—H32W | 109.5 |
H12M—C12E—H12P | 141.1 | H51W—O5—H52W | 109.5 |
H12N—C12E—H12P | 56.3 | H61W—O6—H62W | 100.8 |
H12O—C12E—H12P | 56.3 | H71W—O7—H72W | 100.9 |
S1B—C12E—H12Q | 109.5 | | |
| | | |
C16—N11—C12—N12 | −178.9 (4) | N22—C221—C222—O22 | 149.5 (4) |
C16—N11—C12—N13 | 0.4 (6) | C223—C221—C222—O22 | −90.7 (4) |
N11—C12—N12—C121 | −4.4 (6) | O22—C222—O21—Ba1 | 24.8 (7) |
N13—C12—N12—C121 | 176.3 (4) | C221—C222—O21—Ba1 | −154.0 (3) |
C12—N12—C121—C122 | −128.6 (4) | O11—Ba1—O21—C222 | 40.2 (4) |
C12—N12—C121—C123 | 110.3 (5) | O2i—Ba1—O21—C222 | −18.1 (4) |
N12—C121—C122—O11 | −33.5 (5) | O1i—Ba1—O21—C222 | −47.1 (4) |
C123—C121—C122—O11 | 89.8 (5) | O1—Ba1—O21—C222 | −166.0 (4) |
N12—C121—C122—O12 | 149.4 (4) | O4—Ba1—O21—C222 | 114.5 (4) |
C123—C121—C122—O12 | −87.4 (5) | O3—Ba1—O21—C222 | 157.5 (4) |
O12—C122—O11—Ba1 | −37.4 (6) | O2—Ba1—O21—C222 | −128.4 (4) |
C121—C122—O11—Ba1 | 145.8 (3) | O3i—Ba1—O21—C222 | −82.5 (4) |
O21—Ba1—O11—C122 | −34.1 (3) | O25ii—Ba1—O21—C222 | 48.9 (4) |
O2i—Ba1—O11—C122 | 23.7 (3) | Ba1i—Ba1—O21—C222 | −49.9 (4) |
O1i—Ba1—O11—C122 | 96.1 (3) | Ba1iii—Ba1—O21—C222 | −165.3 (4) |
O1—Ba1—O11—C122 | −128.7 (3) | N22—C221—C223—C224 | −64.6 (5) |
O4—Ba1—O11—C122 | −102.7 (3) | C222—C221—C223—C224 | 175.1 (4) |
O3—Ba1—O11—C122 | −168.0 (3) | C221—C223—C224—S2 | 161.3 (3) |
O2—Ba1—O11—C122 | 134.9 (3) | C223—C224—S2—C225 | −77.4 (5) |
O3i—Ba1—O11—C122 | 56.0 (3) | N21—C22—N23—C24 | −8.3 (6) |
O25ii—Ba1—O11—C122 | −43.1 (3) | N22—C22—N23—C24 | 172.8 (4) |
Ba1i—Ba1—O11—C122 | 61.9 (3) | N21—C22—N23—C231 | 179.0 (4) |
Ba1iii—Ba1—O11—C122 | 179.6 (3) | N22—C22—N23—C231 | 0.0 (6) |
N12—C121—C123—C12B | −61.4 (17) | C22—N23—C24—O24 | −176.2 (4) |
C122—C121—C123—C12B | 175.6 (17) | C231—N23—C24—O24 | −3.2 (6) |
N12—C121—C123—C12A | −45.4 (10) | C22—N23—C24—C25 | 5.1 (5) |
C122—C121—C123—C12A | −168.4 (9) | C231—N23—C24—C25 | 178.0 (4) |
N12—C121—C123—C12C | −66.9 (15) | O24—C24—C25—N25 | 4.2 (6) |
C122—C121—C123—C12C | 170.1 (14) | N23—C24—C25—N25 | −177.1 (3) |
C12B—C123—C12A—S1A | −157 (6) | O24—C24—C25—C26 | −177.8 (4) |
C12C—C123—C12A—S1A | −161 (3) | N23—C24—C25—C26 | 0.9 (5) |
C121—C123—C12A—S1A | 138.9 (12) | C26—C25—N25—O25 | −0.6 (6) |
C123—C12A—S1A—C12D | −88.9 (17) | C24—C25—N25—O25 | 177.2 (3) |
C12A—C123—C12B—S1B | 52 (4) | C25—N25—O25—Ba1iv | −177.6 (3) |
C12C—C123—C12B—S1B | −142 (16) | C22—N21—C26—N26 | −178.2 (4) |
C121—C123—C12B—S1B | 174.5 (15) | C22—N21—C26—C25 | 1.8 (6) |
C123—C12B—S1B—C12E | 75 (2) | N25—C25—C26—N26 | −6.7 (6) |
C12B—C123—C12C—S1C | 58 (12) | C24—C25—C26—N26 | 175.6 (4) |
C12A—C123—C12C—S1C | 68 (3) | N25—C25—C26—N21 | 173.2 (4) |
C121—C123—C12C—S1C | −162.8 (17) | C24—C25—C26—N21 | −4.5 (6) |
C123—C12C—S1C—C12F | 170 (2) | O21—Ba1—O1—Ba1iii | 178.89 (12) |
N11—C12—N13—C14 | −4.3 (7) | O11—Ba1—O1—Ba1iii | −74.3 (2) |
N12—C12—N13—C14 | 175.0 (4) | O2i—Ba1—O1—Ba1iii | 139.51 (8) |
N11—C12—N13—C131 | 174.8 (4) | O1i—Ba1—O1—Ba1iii | 50.25 (13) |
N12—C12—N13—C131 | −5.9 (7) | O4—Ba1—O1—Ba1iii | −101.30 (9) |
C12—N13—C14—O14 | −174.0 (4) | O3—Ba1—O1—Ba1iii | −31.93 (8) |
C131—N13—C14—O14 | 6.9 (7) | O2—Ba1—O1—Ba1iii | 33.53 (8) |
C12—N13—C14—C15 | 6.6 (6) | O3i—Ba1—O1—Ba1iii | 101.81 (9) |
C131—N13—C14—C15 | −172.6 (4) | O25ii—Ba1—O1—Ba1iii | −146.27 (8) |
O14—C14—C15—N15 | −4.9 (6) | Ba1i—Ba1—O1—Ba1iii | 93.85 (7) |
N13—C14—C15—N15 | 174.5 (4) | O21—Ba1—O2—Ba1iii | −70.54 (12) |
O14—C14—C15—C16 | 175.1 (4) | O11—Ba1—O2—Ba1iii | 120.71 (10) |
N13—C14—C15—C16 | −5.5 (6) | O2i—Ba1—O2—Ba1iii | −154.89 (11) |
C16—C15—N15—O15 | −2.0 (6) | O1i—Ba1—O2—Ba1iii | 161.48 (11) |
C14—C15—N15—O15 | 178.0 (3) | O1—Ba1—O2—Ba1iii | −33.42 (8) |
C12—N11—C16—N16 | −179.2 (4) | O4—Ba1—O2—Ba1iii | 19.30 (12) |
C12—N11—C16—C15 | 0.7 (6) | O3—Ba1—O2—Ba1iii | 45.87 (8) |
N15—C15—C16—N16 | 1.9 (7) | O3i—Ba1—O2—Ba1iii | −119.79 (10) |
C14—C15—C16—N16 | −178.1 (4) | Ba1i—Ba1—O2—Ba1iii | −160.39 (8) |
N15—C15—C16—N11 | −177.9 (4) | O21—Ba1—O3—Ba1iii | 65.45 (11) |
C14—C15—C16—N11 | 2.0 (6) | O11—Ba1—O3—Ba1iii | −165.39 (9) |
C26—N21—C22—N22 | −176.5 (4) | O2i—Ba1—O3—Ba1iii | −127.9 (2) |
C26—N21—C22—N23 | 4.6 (6) | O1i—Ba1—O3—Ba1iii | −97.27 (8) |
N21—C22—N22—C221 | 3.8 (6) | O1—Ba1—O3—Ba1iii | 30.38 (7) |
N23—C22—N22—C221 | −177.2 (4) | O4—Ba1—O3—Ba1iii | 111.60 (10) |
C22—N22—C221—C222 | −119.2 (4) | O2—Ba1—O3—Ba1iii | −43.50 (8) |
C22—N22—C221—C223 | 122.6 (4) | O3i—Ba1—O3—Ba1iii | −27.77 (10) |
N22—C221—C222—O21 | −31.5 (5) | O25ii—Ba1—O3—Ba1iii | 141.26 (7) |
C223—C221—C222—O21 | 88.2 (5) | Ba1i—Ba1—O3—Ba1iii | −77.80 (9) |
Symmetry codes: (i) −x+2, −y+1, z+1/2; (ii) y, −x+1, z+1/4; (iii) −x+2, −y+1, z−1/2; (iv) −y+1, x, z−1/4. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N12—H12···O7 | 0.88 | 2.09 | 2.915 (5) | 156 |
N16—H16A···O14v | 0.88 | 2.07 | 2.890 (5) | 155 |
N16—H16B···O15 | 0.88 | 1.99 | 2.623 (5) | 128 |
N16—H16B···O6vi | 0.88 | 2.45 | 2.976 (5) | 119 |
N22—H22···O5vii | 0.88 | 2.05 | 2.891 (5) | 159 |
N26—H26A···O24v | 0.88 | 2.07 | 2.875 (5) | 152 |
N26—H26B···O25 | 0.88 | 2.00 | 2.644 (5) | 129 |
O1—H11W···O5vii | 0.84 | 2.55 | 3.379 (5) | 170 |
O1—H12W···O15iv | 0.84 | 1.86 | 2.702 (4) | 175 |
O1—H12W···N15iv | 0.84 | 2.57 | 3.321 (4) | 149 |
O2—H21W···O12iii | 0.84 | 1.91 | 2.738 (4) | 169 |
O2—H22W···O22iii | 0.84 | 1.91 | 2.752 (4) | 176 |
O3—H31W···O6 | 0.84 | 1.92 | 2.741 (4) | 167 |
O3—H32W···O12vii | 0.84 | 1.94 | 2.768 (4) | 171 |
O4—H41W···O25ii | 0.84 | 2.54 | 3.180 (5) | 134 |
O4—H41W···N25ii | 0.84 | 1.91 | 2.721 (5) | 161 |
O4—H42W···O12vii | 0.84 | 2.07 | 2.832 (4) | 151 |
O5—H51W···O4v | 0.84 | 2.00 | 2.842 (5) | 176 |
O5—H52W···O22 | 0.84 | 1.88 | 2.687 (5) | 160 |
O6—H61W···O22iii | 0.84 | 1.95 | 2.761 (4) | 163 |
O6—H62W···N15viii | 0.84 | 2.21 | 3.047 (6) | 176 |
O7—H71W···O11 | 0.84 | 2.10 | 2.832 (5) | 145 |
O7—H72W···O14viii | 0.84 | 2.22 | 3.055 (5) | 170 |
Symmetry codes: (ii) y, −x+1, z+1/4; (iii) −x+2, −y+1, z−1/2; (iv) −y+1, x, z−1/4; (v) x, y, z+1; (vi) −y+1, x−1, z+3/4; (vii) x, y, z−1; (viii) y+1, −x+1, z+1/4. |
Experimental details
| (I) | (II) | (III) | (IV) |
Crystal data |
Chemical formula | C14H24CaN10O12·4(H2O) | C14H26BaN10O13·H2O | C18H28CaN10O12·4(H2O) | C18H28N10O12Sr·4(H2O) |
Mr | 636.58 | 697.79 | 688.65 | 736.19 |
Crystal system, space group | Triclinic, P1 | Monoclinic, P21/c | Monoclinic, C2 | Monoclinic, C2 |
Temperature (K) | 120 | 120 | 120 | 120 |
a, b, c (Å) | 7.4540 (7), 7.6148 (11), 12.5939 (17) | 24.9613 (4), 6.9157 (1), 14.6427 (2) | 30.2259 (11), 6.4043 (2), 7.3667 (3) | 30.6420 (5), 6.4888 (1), 7.3733 (1) |
α, β, γ (°) | 95.850 (6), 97.040 (8), 110.038 (8) | 90, 93.149 (1), 90 | 90, 94.610 (2), 90 | 90, 94.4319 (9), 90 |
V (Å3) | 658.52 (14) | 2523.88 (6) | 1421.40 (9) | 1461.65 (4) |
Z | 1 | 4 | 2 | 2 |
Radiation type | Mo Kα | Mo Kα | Mo Kα | Mo Kα |
µ (mm−1) | 0.33 | 1.66 | 0.32 | 1.94 |
Crystal size (mm) | 0.10 × 0.07 × 0.01 | 0.42 × 0.36 × 0.08 | 0.24 × 0.24 × 0.04 | 0.70 × 0.50 × 0.25 |
|
Data collection |
Diffractometer | Kappa-CCD diffractometer | Kappa-CCD diffractometer | Kappa-CCD diffractometer | Kappa-CCD diffractometer |
Absorption correction | Multi-scan DENZO-SMN (Otwinowski & Minor, 1997) | Multi-scan DENZO-SMN (Otwinowski & Minor, 1997) | Multi-scan DENZO-SMN (Otwinowski & Minor, 1997) | Multi-scan DENZO-SMN (Otwinowski & Minor, 1997) |
Tmin, Tmax | 0.963, 0.998 | 0.548, 0.881 | 0.867, 0.990 | 0.331, 0.618 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 5368, 2833, 1311 | 26202, 5709, 5255 | 9010, 3182, 2469 | 9899, 3314, 3291 |
Rint | 0.103 | 0.074 | 0.073 | 0.062 |
(sin θ/λ)max (Å−1) | 0.640 | 0.649 | 0.647 | 0.649 |
|
Refinement |
R[F2 > 2σ(F2)], wR(F2), S | 0.057, 0.150, 0.90 | 0.078, 0.208, 1.19 | 0.049, 0.096, 1.03 | 0.028, 0.069, 1.04 |
No. of reflections | 2833 | 5739 | 3182 | 3314 |
No. of parameters | 188 | 354 | 206 | 209 |
No. of restraints | 0 | 0 | 1 | 1 |
H-atom treatment | H-atom parameters constrained | H-atom parameters constrained | H-atom parameters constrained | H-atom parameters constrained |
| w = 1/[σ2(Fo2) + (0.0574P)2] where P = (Fo2 + 2Fc2)/3 | w = 1/[σ2(Fo2) + (0.0001P)2 + 84.2219P] where P = (Fo2 + 2Fc2)/3 | w = 1/[σ2(Fo2) + (0.0339P)2] where P = (Fo2 + 2Fc2)/3 | w = 1/[σ2(Fo2) + (0.030P)2 + 1.5757P] where P = (Fo2 + 2Fc2)/3 |
Δρmax, Δρmin (e Å−3) | 0.39, −0.51 | 3.61, −4.21 | 0.30, −0.33 | 0.33, −0.46 |
Absolute structure | ? | ? | Flack (1983), 1412 Friedel pairs | Flack (1983), 1486 Friedel pairs |
Absolute structure parameter | ? | ? | −0.08 (5) | −0.017 (4) |
| (V) | (VI) | (VII) | (VIII) |
Crystal data |
Chemical formula | C16H28BaN10O14·3(H2O) | C18H30N12O14Sr | C18H30BaN12O14 | C20H36CaN10O12·C20H38CaN10O13·3.123(H2O) |
Mr | 775.45 | 726.16 | 775.87 | 1371.37 |
Crystal system, space group | Triclinic, P1 | Monoclinic, C2/c | Monoclinic, C2/c | Monoclinic, P21 |
Temperature (K) | 120 | 120 | 120 | 120 |
a, b, c (Å) | 7.1387 (2), 7.4974 (2), 13.5644 (4) | 12.9517 (3), 7.7020 (2), 26.5416 (7) | 13.3918 (3), 7.4669 (2), 28.8211 (7) | 7.5557 (3), 13.9726 (6), 29.4179 (12) |
α, β, γ (°) | 99.5040 (9), 94.308 (1), 99.6000 (16) | 90, 97.2770 (12), 90 | 90, 103.131 (1), 90 | 90, 91.803 (2), 90 |
V (Å3) | 702.05 (3) | 2626.30 (11) | 2806.62 (12) | 3104.2 (2) |
Z | 1 | 4 | 4 | 2 |
Radiation type | Mo Kα | Mo Kα | Mo Kα | Mo Kα |
µ (mm−1) | 1.51 | 2.15 | 1.51 | 0.28 |
Crystal size (mm) | 0.40 × 0.26 × 0.02 | 0.25 × 0.25 × 0.06 | 0.20 × 0.15 × 0.04 | 0.05 × 0.04 × 0.03 |
|
Data collection |
Diffractometer | Kappa-CCD diffractometer | Kappa-CCD diffractometer | Kappa-CCD diffractometer | Kappa-CCD diffractometer |
Absorption correction | Multi-scan DENZO-SMN (Otwinowski & Minor, 1997) | Multi-scan DENZO-SMN (Otwinowski & Minor, 1997) | Multi-scan DENZO-SMN (Otwinowski & Minor, 1997) | Multi-scan DENZO-SMN (Otwinowski & Minor, 1997) |
Tmin, Tmax | 0.625, 0.970 | 0.616, 0.882 | 0.753, 0.942 | 0.967, 0.992 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 10911, 5818, 5773 | 16348, 2982, 2369 | 7598, 3148, 2905 | 21417, 14077, 13181 |
Rint | 0.038 | 0.073 | 0.046 | 0.027 |
(sin θ/λ)max (Å−1) | 0.648 | 0.649 | 0.647 | 0.687 |
|
Refinement |
R[F2 > 2σ(F2)], wR(F2), S | 0.030, 0.075, 1.01 | 0.049, 0.134, 1.05 | 0.034, 0.085, 1.24 | 0.037, 0.085, 1.05 |
No. of reflections | 5818 | 2982 | 3148 | 14077 |
No. of parameters | 397 | 205 | 205 | 888 |
No. of restraints | 3 | 0 | 0 | 48 |
H-atom treatment | H-atom parameters constrained | H-atom parameters constrained | H-atom parameters constrained | H-atom parameters constrained |
| w = 1/[σ2(Fo2) + (0.0297P)2 + 0.7753P] where P = (Fo2 + 2Fc2)/3 | w = 1/[σ2(Fo2) + (0.0779P)2 + 5.4996P] where P = (Fo2 + 2Fc2)/3 | w = 1/[σ2(Fo2)P)2 + 16.8531P] where P = (Fo2 + 2Fc2)/3 | w = 1/[σ2(Fo2) + (0.0407P)2 + 0.4491P] where P = (Fo2 + 2Fc2)/3 |
Δρmax, Δρmin (e Å−3) | 0.44, −0.93 | 1.43, −0.74 | 0.99, −0.84 | 0.40, −0.39 |
Absolute structure | Flack (1983), 2609 Friedel pairs | ? | ? | Flack (1983), 5320 Friedel pairs |
Absolute structure parameter | −0.006 (12) | ? | ? | 0.085 (17) |
| (IX) |
Crystal data |
Chemical formula | C20H36BaN10O12S2·3(H2O) |
Mr | 864.11 |
Crystal system, space group | Tetragonal, P43 |
Temperature (K) | 120 |
a, b, c (Å) | 21.6978 (2), 21.6978 (2), 7.4057 (1) |
α, β, γ (°) | 90, 90, 90 |
V (Å3) | 3486.56 (7) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 1.34 |
Crystal size (mm) | 0.60 × 0.03 × 0.02 |
|
Data collection |
Diffractometer | Kappa-CCD diffractometer |
Absorption correction | Multi-scan DENZO-SMN (Otwinowski & Minor, 1997) |
Tmin, Tmax | 0.501, 0.974 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 21371, 7394, 7035 |
Rint | 0.072 |
(sin θ/λ)max (Å−1) | 0.649 |
|
Refinement |
R[F2 > 2σ(F2)], wR(F2), S | 0.036, 0.089, 1.05 |
No. of reflections | 7394 |
No. of parameters | 478 |
No. of restraints | 46 |
H-atom treatment | H-atom parameters constrained |
| w = 1/[σ2(Fo2) + (0.0289P)2 + 4.0203P] where P = (Fo2 + 2Fc2)/3 |
Δρmax, Δρmin (e Å−3) | 0.74, −0.71 |
Absolute structure | Flack (1983), 3077 Friedel pairs |
Absolute structure parameter | −0.022 (13) |
Hydrogen-bond geometry (Å, º) for (I) top
D—H···A | D—H | H···A | D···A | D—H···A |
N2—H2···O2i | 0.88 | 2.12 | 2.962 (4) | 159 |
N6—H6A···O4ii | 0.88 | 2.01 | 2.818 (4) | 152 |
N6—H6B···O5 | 0.88 | 1.96 | 2.613 (4) | 130 |
O1—H1X···O122i | 0.94 | 1.76 | 2.698 (4) | 177 |
O1—H1Y···O5iii | 0.94 | 1.75 | 2.688 (4) | 172 |
O2—H2X···O4W | 0.94 | 1.80 | 2.733 (3) | 172 |
O2—H2Y···O3 | 0.94 | 1.70 | 2.635 (4) | 176 |
O3—H3X···O122 | 0.94 | 1.78 | 2.710 (4) | 169 |
O3—H3Y···O1iv | 0.94 | 2.07 | 2.914 (4) | 149 |
O4W—H4X···O4v | 0.94 | 2.06 | 2.880 (4) | 145 |
O4W—H4X···N5v | 0.94 | 2.43 | 3.220 (4) | 141 |
O4W—H4Y···O122vi | 0.94 | 1.85 | 2.787 (4) | 172 |
Symmetry codes: (i) −x, −y+1, −z+1; (ii) x+1, y, z; (iii) x, y−1, z−1; (iv) x, y+1, z; (v) x+1, y, z−1; (vi) −x+1, −y+2, −z+1. |
Hydrogen-bond geometry (Å, º) for (II) top
D—H···A | D—H | H···A | D···A | D—H···A |
N16—H16A···O14i | 0.88 | 1.98 | 2.827 (13) | 161 |
N16—H16B···O15 | 0.88 | 1.97 | 2.608 (13) | 129 |
N22—H22···O3ii | 0.88 | 2.04 | 2.862 (10) | 156 |
N26—H26A···O24iii | 0.88 | 2.18 | 2.837 (12) | 131 |
N26—H26B···O25 | 0.88 | 1.94 | 2.607 (12) | 131 |
O1—H11C···O222iv | 0.88 | 1.86 | 2.721 (12) | 165 |
O1—H12D···O122ii | 0.96 | 1.82 | 2.722 (12) | 156 |
O2—H21C···O24v | 0.93 | 2.11 | 3.030 (11) | 168 |
O2—H21C···N25v | 0.93 | 2.36 | 2.918 (11) | 118 |
O2—H22D···O222iii | 0.90 | 1.94 | 2.731 (11) | 145 |
O3—H31C···O221iv | 0.92 | 1.88 | 2.796 (11) | 174 |
O3—H32D···O4iv | 1.00 | 2.24 | 3.024 (12) | 135 |
O4—H41C···O15vi | 0.92 | 1.76 | 2.667 (11) | 165 |
O4—H42D···O222iii | 0.91 | 2.09 | 2.996 (12) | 171 |
O5—H51C···O6 | 1.01 | 1.86 | 2.824(14 | 158 |
O5—H51D···O122ii | 0.91 | 1.90 | 2.795 (12) | 170 |
O6—H61C···N15vii | 0.99 | 2.20 | 3.174 (12) | 172 |
O6—H62D···O1viii | 1.01 | 1.97 | 2.941 (13) | 160 |
Symmetry codes: (i) x, −y+1/2, z+1/2; (ii) x, −y+1/2, z−1/2; (iii) x, −y−1/2, z+1/2; (iv) x, y+1, z; (v) −x+1, y+1/2, −z+1/2; (vi) −x, −y, −z+1; (vii) −x, y−1/2, −z+1/2; (viii) x, y−1, z. |
Hydrogen-bond geometry (Å, º) for (III) top
D—H···A | D—H | H···A | D···A | D—H···A |
N2—H2···O3i | 0.88 | 2.37 | 3.243 (3) | 168 |
O21—H21A···O2 | 0.82 | 2.04 | 2.846 (3) | 167 |
N6—H6A···O4ii | 0.88 | 1.91 | 2.781 (3) | 168 |
N6—H6B···O5 | 0.88 | 1.95 | 2.609 (3) | 130 |
O1—H11···O2i | 0.97 | 1.82 | 2.758 (3) | 162 |
O1—H12···O3 | 0.97 | 2.16 | 2.931 (3) | 136 |
O2—H21B···N5iii | 0.84 | 2.61 | 3.402 (3) | 157 |
O2—H21B···O5iii | 0.84 | 1.88 | 2.711 (3) | 175 |
O2—H22B···O23iv | 0.84 | 1.91 | 2.727 (3) | 164 |
O3—H31···O23i | 0.97 | 2.12 | 2.982 (3) | 147 |
O3—H32···O22v | 0.97 | 1.85 | 2.818 (3) | 174 |
Symmetry codes: (i) −x+2, y, −z; (ii) x, y, z+1; (iii) −x+3/2, y−1/2, −z; (iv) x, y−1, z; (v) −x+2, y, −z+1. |
Hydrogen-bond geometry (Å, º) for (IV) top
D—H···A | D—H | H···A | D···A | D—H···A |
N2—H2···O3i | 0.88 | 2.36 | 3.224 (3) | 166 |
O21—H21A···O2 | 0.82 | 2.01 | 2.812 (2) | 164 |
N6—H6A···O4ii | 0.88 | 1.92 | 2.790 (2) | 169 |
N6—H6B···O5 | 0.88 | 1.95 | 2.610 (2) | 130 |
O1—H11···O2i | 0.98 | 1.79 | 2.753 (2) | 167 |
O1—H12···O3 | 0.98 | 2.10 | 2.877 (3) | 135 |
O2—H21B···N5iii | 0.85 | 2.57 | 3.377 (3) | 158 |
O2—H21B···O5iii | 0.85 | 1.85 | 2.699 (2) | 173 |
O2—H22B···O23iv | 0.85 | 1.90 | 2.730 (2) | 163 |
O3—H31···O23i | 0.85 | 2.36 | 2.950 (4) | 127 |
O3—H31···O3i | 0.85 | 2.55 | 3.119 (4) | 126 |
O3—H32···O22v | 0.85 | 1.99 | 2.831 (2) | 171 |
Symmetry codes: (i) −x+2, y, −z; (ii) x, y, z+1; (iii) −x+3/2, y−1/2, −z; (iv) x, y−1, z; (v) −x+2, y, −z+1. |
Hydrogen-bond geometry (Å, º) for (V) top
D—H···A | D—H | H···A | D···A | D—H···A |
N12—H12···O7 | 0.88 | 2.25 | 2.989 (7) | 141 |
O13—H13···O6 | 0.85 | 1.93 | 2.772 (5) | 168 |
N16—H16A···O14i | 0.88 | 2.00 | 2.845 (7) | 161 |
N16—H16B···O15 | 0.88 | 1.97 | 2.620 (7) | 130 |
O23—H23···O7 | 0.85 | 2.07 | 2.885 (5) | 160 |
N26—H26A···O24ii | 0.88 | 2.04 | 2.873 (6) | 158 |
N26—H26B···O25 | 0.88 | 1.98 | 2.631 (6) | 130 |
O1—H1A···O11iii | 0.86 | 1.99 | 2.809 (4) | 158 |
O1—H1B···O22iv | 0.86 | 1.91 | 2.750 (5) | 164 |
O2—H2A···O15v | 0.88 | 1.81 | 2.691 (4) | 176 |
O2—H2A···N15v | 0.88 | 2.46 | 3.261 (6) | 152 |
O2—H2B···O22i | 0.88 | 1.99 | 2.849 (4) | 166 |
O3—H3A···O25vi | 0.88 | 1.92 | 2.793 (4) | 171 |
O3—H3B···O5i | 0.88 | 1.88 | 2.707 (5) | 155 |
O3—H3B···O51i | 0.88 | 1.96 | 2.831 (17) | 171 |
O4—H4A···O21 | 0.90 | 1.89 | 2.702 (5) | 149 |
O4—H4B···N15v | 0.90 | 2.16 | 3.012 (6) | 159 |
O4—H4B···O14v | 0.90 | 2.47 | 3.134 (4) | 131 |
O5—H5A···O12 | 0.95 | 1.79 | 2.695 (5) | 157 |
O5—H5B···O22 | 0.95 | 1.93 | 2.873 (6) | 175 |
O6—H6A···O12vii | 0.95 | 1.96 | 2.769 (6) | 141 |
O6—H6B···N25viii | 0.95 | 2.28 | 3.083 (8) | 142 |
O6—H6B···O24viii | 0.95 | 2.32 | 3.160 (6) | 147 |
O7—H7A···O3ix | 0.95 | 1.89 | 2.791 (4) | 157 |
O7—H7B···O22 | 0.95 | 2.03 | 2.935 (6) | 159 |
Symmetry codes: (i) x, y+1, z; (ii) x, y−1, z; (iii) x+1, y, z; (iv) x+1, y+1, z; (v) x+1, y+1, z+1; (vi) x, y, z−1; (vii) x−1, y, z; (viii) x−1, y−1, z−1; (ix) x−1, y−1, z. |
Hydrogen-bond geometry (Å, º) for (VI) top
D—H···A | D—H | H···A | D···A | D—H···A |
N21—H21···O23i | 0.88 | 2.13 | 2.928 (4) | 151 |
N21—H21···O2ii | 0.88 | 2.64 | 3.084 (4) | 112 |
N22—H22···N5iii | 0.88 | 2.26 | 3.041 (4) | 148 |
N6—H6A···O4iv | 0.88 | 2.03 | 2.841 (4) | 153 |
N6—H6B···O5 | 0.88 | 1.95 | 2.601 (4) | 130 |
O1—H1A···O22 | 0.93 | 1.98 | 2.901 (4) | 173 |
O1—H1B···O5v | 0.93 | 2.02 | 2.852 (4) | 148 |
O2—H2A···O22vi | 0.93 | 1.85 | 2.752 (4) | 162 |
O2—H2B···O22vii | 0.93 | 1.83 | 2.763 (4) | 176 |
Symmetry codes: (i) x+1/2, y−1/2, z; (ii) −x+3/2, y+1/2, −z+1/2; (iii) −x+3/2, −y+5/2, −z; (iv) x−1/2, y−1/2, z; (v) x, −y+2, z+1/2; (vi) x, y−1, z; (vii) −x+3/2, y−1/2, −z+1/2. |
Hydrogen-bond geometry (Å, º) for (VII) top
D—H···A | D—H | H···A | D···A | D—H···A |
N21—H21···O23i | 0.88 | 2.05 | 2.827 (4) | 146 |
N22—H22···N5ii | 0.88 | 2.27 | 3.077 (4) | 152 |
N6—H6A···O4iii | 0.88 | 1.97 | 2.779 (4) | 151 |
N6—H6B···O5 | 0.88 | 1.94 | 2.597 (4) | 131 |
O1—H1A···O5iv | 0.90 | 1.94 | 2.839 (4) | 175 |
O1—H1B···O22v | 0.90 | 1.97 | 2.814 (4) | 156 |
O2—H2A···O22 | 0.90 | 1.95 | 2.826 (4) | 165 |
O2—H2B···O22vi | 0.90 | 1.90 | 2.779 (4) | 164 |
Symmetry codes: (i) x+1/2, y−1/2, z; (ii) −x+1/2, −y+1/2, −z; (iii) x, y+1, z; (iv) x+1/2, −y+3/2, z+1/2; (v) −x+1, y+1, −z+1/2; (vi) −x+1/2, y+1/2, −z+1/2. |
Hydrogen-bond geometry (Å, º) for (VIII) top
D—H···A | D—H | H···A | D···A | D—H···A |
N16—H16A···O14i | 0.88 | 2.13 | 2.997 (2) | 170 |
N16—H16B···O15 | 0.88 | 1.98 | 2.620 (2) | 128 |
N16—H16B···O4ii | 0.88 | 2.56 | 3.383 (2) | 156 |
N26—H26A···O24iii | 0.88 | 2.20 | 3.073 (2) | 175 |
N26—H26B···O25 | 0.88 | 2.00 | 2.640 (2) | 128 |
N32—H32···O12 | 0.88 | 2.16 | 2.989 (2) | 156 |
N36—H36A···O34iii | 0.88 | 2.03 | 2.830 (2) | 150 |
N36—H36B···O35 | 0.88 | 1.95 | 2.611 (2) | 131 |
N46—H46A···O44i | 0.88 | 2.04 | 2.871 (2) | 158 |
N46—H46B···O45 | 0.88 | 2.00 | 2.632 (2) | 128 |
N46—H46B···O11iv | 0.88 | 2.45 | 3.016 (2) | 123 |
O1—H1A···O422iii | 0.85 | 2.03 | 2.811 (2) | 154 |
O1—H1B···O8iii | 0.85 | 2.02 | 2.828 (2) | 160 |
O2—H2A···O121 | 0.85 | 2.20 | 2.752 (2) | 122 |
O2—H2B···O6 | 0.85 | 2.04 | 2.869 (2) | 164 |
O3—H3A···O10v | 0.85 | 1.90 | 2.743 (2) | 174 |
O3—H3B···O122i | 0.85 | 1.99 | 2.777 (2) | 153 |
O4—H4A···O222iii | 0.85 | 2.06 | 2.902 (2) | 168 |
O4—H4B···O10vi | 0.85 | 1.90 | 2.750 (2) | 173 |
O5—H5A···O11 | 0.85 | 1.91 | 2.750 (2) | 169 |
O5—H5B···N35iv | 0.85 | 2.19 | 2.991 (2) | 157 |
O5—H5B···O34iv | 0.85 | 2.43 | 3.048 (2) | 130 |
O6—H6A···O322 | 0.85 | 1.85 | 2.673 (2) | 161 |
O6—H6B···O422iii | 0.85 | 1.96 | 2.734 (2) | 152 |
O7—H7A···O45vii | 0.85 | 1.93 | 2.723 (2) | 155 |
O7—H7B···O35iv | 0.85 | 2.02 | 2.815 (2) | 155 |
O7—H7B···N35iv | 0.85 | 2.65 | 3.225 (2) | 126 |
O8—H8A···O222 | 0.85 | 1.92 | 2.743 (2) | 163 |
O8—H8B···O122i | 0.85 | 1.84 | 2.680 (2) | 168 |
O9—H9A···O422iii | 0.95 | 1.79 | 2.730 (2) | 169 |
O9—H9B···O222 | 0.95 | 2.13 | 3.074 (2) | 171 |
O9—H9B···O8 | 0.95 | 2.65 | 3.178 (2) | 116 |
O10—H10A···O14 | 0.89 | 2.11 | 2.947 (2) | 156 |
O10—H10A···N15 | 0.89 | 2.37 | 3.022 (2) | 130 |
O10—H10B···N25viii | 0.89 | 2.24 | 2.894 (2) | 130 |
O10—H10B···O24viii | 0.89 | 2.30 | 3.115 (2) | 152 |
O11—H11A···O322 | 0.89 | 1.99 | 2.834 (2) | 159 |
O11—H11B···O44ix | 0.89 | 2.28 | 3.019 (2) | 140 |
O11—H11B···N45ix | 0.89 | 2.40 | 3.185 (2) | 148 |
O12—H12M···O7 | 0.89 | 2.27 | 3.017 (2) | 142 |
O12—H12M···O321 | 0.89 | 2.40 | 3.086 (2) | 135 |
O12—H12N···O322i | 0.89 | 2.06 | 2.912 (2) | 161 |
Symmetry codes: (i) x+1, y, z; (ii) −x, y+1/2, −z+1; (iii) x−1, y, z; (iv) −x+2, y−1/2, −z+2; (v) −x, y−1/2, −z+1; (vi) −x−1, y−1/2, −z+1; (vii) −x+2, y+1/2, −z+2; (viii) x−2, y+1, z; (ix) −x+1, y+1/2, −z+2. |
Hydrogen-bond geometry (Å, º) for (IX) top
D—H···A | D—H | H···A | D···A | D—H···A |
N12—H12···O7 | 0.88 | 2.09 | 2.915 (5) | 156 |
N16—H16A···O14i | 0.88 | 2.07 | 2.890 (5) | 155 |
N16—H16B···O15 | 0.88 | 1.99 | 2.623 (5) | 128 |
N22—H22···O5ii | 0.88 | 2.05 | 2.891 (5) | 159 |
N26—H26A···O24i | 0.88 | 2.07 | 2.875 (5) | 152 |
N26—H26B···O25 | 0.88 | 2.00 | 2.644 (5) | 129 |
O1—H12W···O15iii | 0.84 | 1.86 | 2.702 (4) | 175 |
O2—H21W···O12iv | 0.84 | 1.91 | 2.738 (4) | 169 |
O2—H22W···O22iv | 0.84 | 1.91 | 2.752 (4) | 176 |
O3—H31W···O6 | 0.84 | 1.92 | 2.741 (4) | 167 |
O3—H32W···O12ii | 0.84 | 1.94 | 2.768 (4) | 171 |
O4—H41W···N25v | 0.84 | 1.91 | 2.721 (5) | 161 |
O4—H42W···O12ii | 0.84 | 2.07 | 2.832 (4) | 151 |
O5—H51W···O4i | 0.84 | 2.00 | 2.842 (5) | 176 |
O5—H52W···O22 | 0.84 | 1.88 | 2.687 (5) | 160 |
O6—H61W···O22iv | 0.84 | 1.95 | 2.761 (4) | 163 |
O6—H62W···N15vi | 0.84 | 2.21 | 3.047 (6) | 176 |
O7—H71W···O11 | 0.84 | 2.10 | 2.832 (5) | 145 |
O7—H72W···O14vi | 0.84 | 2.22 | 3.055 (5) | 170 |
Symmetry codes: (i) x, y, z+1; (ii) x, y, z−1; (iii) −y+1, x, z−1/4; (iv) −x+2, −y+1, z−1/2; (v) y, −x+1, z+1/4; (vi) y+1, −x+1, z+1/4. |
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