Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S2052520617003420/eb5060sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S2052520617003420/eb5060TPBHP_295Ksup2.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S2052520617003420/eb5060TPBHP_85Ksup3.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S2052520617003420/eb5060PBTT_295Ksup4.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S2052520617003420/eb5060PBTT_85Ksup5.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S2052520617003420/eb5060PDD_295Ksup6.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S2052520617003420/eb5060PDD_85Ksup7.hkl | |
Chemical Markup Language (CML) file https://doi.org/10.1107/S2052520617003420/eb5060PDD_85Ksup8.cml | |
Portable Document Format (PDF) file https://doi.org/10.1107/S2052520617003420/eb5060sup9.pdf |
CCDC references: 1520784; 1520785; 1520786; 1520787; 1520788; 1520789
For all compounds, data collection: CrysAlis CCD ver. 171.33.57 (Oxford Diffraction Ltd., 2010); cell refinement: CrysAlis PRO ver. 171.34.44 (Oxford Diffraction Ltd., 2010); data reduction: CrysAlis PRO ver. 171.34.44 (Oxford Diffraction Ltd., 2010); program(s) used to solve structure: SHELXS97 (G.M.Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (G.M.Sheldrick, 2008); molecular graphics: Mercury (C.F.Macrae at al., 2008); software used to prepare material for publication: SHELXL97 (G.M.Sheldrick, 2008).
2(SbI63−)·3(C4H12N22+)·5(H2O) | F(000) = 1876 |
Mr = 2120.87 | Dx = 3.031 Mg m−3 |
Monoclinic, P2/c | Mo Kα radiation, λ = 0.71073 Å |
a = 16.2050 (5) Å | Cell parameters from 5072 reflections |
b = 8.7361 (3) Å | θ = 2.9–29.6° |
c = 16.4295 (5) Å | µ = 9.16 mm−1 |
β = 92.216 (3)° | T = 295 K |
V = 2324.16 (13) Å3 | Tabular, red-orange |
Z = 2 | 0.10 × 0.09 × 0.06 mm |
Xcalibur diffractometer | 4788 independent reflections |
Radiation source: fine-focus sealed tube | 3105 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.035 |
ω–scan | θmax = 26.5°, θmin = 2.9° |
Absorption correction: analytical CrysAlis Pro ver. 171.33.57 (Oxford Diffraction Ltd., 2010) | h = −20→20 |
Tmin = 0.49, Tmax = 0.61 | k = −8→10 |
15908 measured reflections | l = −20→20 |
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)] = 0.028 | Hydrogen site location: difference Fourier map |
wR(F2) = 0.056 | H atoms treated by a mixture of independent and constrained refinement |
S = 0.85 | w = 1/[σ2(Fo2) + (0.0247P)2] where P = (Fo2 + 2Fc2)/3 |
4788 reflections | (Δ/σ)max = 0.001 |
183 parameters | Δρmax = 2.54 e Å−3 |
10 restraints | Δρmin = −1.31 e Å−3 |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > 2sigma(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. |
x | y | z | Uiso*/Ueq | ||
Sb1 | 0.28128 (2) | 0.34971 (4) | 0.43586 (2) | 0.03301 (11) | |
I1 | 0.38229 (3) | 0.59134 (5) | 0.50041 (3) | 0.05144 (13) | |
I2 | 0.15164 (2) | 0.09118 (5) | 0.36394 (3) | 0.04173 (12) | |
I3 | 0.38814 (3) | 0.09896 (5) | 0.49095 (3) | 0.04642 (12) | |
I4 | 0.13860 (3) | 0.56866 (5) | 0.35906 (3) | 0.04513 (12) | |
I5 | 0.36223 (3) | 0.35268 (5) | 0.28051 (3) | 0.04450 (12) | |
I6 | 0.20557 (3) | 0.33247 (5) | 0.60837 (3) | 0.05363 (14) | |
N11 | 0.5205 (3) | 0.1627 (5) | 0.6663 (3) | 0.0452 (13) | |
H111 | 0.5051 | 0.1626 | 0.6131 | 0.054* | |
H112 | 0.5761 | 0.1623 | 0.6702 | 0.054* | |
C12 | 0.4891 (4) | 0.3047 (7) | 0.7053 (4) | 0.0453 (17) | |
H121 | 0.4296 | 0.3103 | 0.6969 | 0.054* | |
H122 | 0.5130 | 0.3939 | 0.6801 | 0.054* | |
C13 | 0.4885 (4) | 0.0220 (7) | 0.7055 (3) | 0.0457 (17) | |
H131 | 0.5116 | −0.0678 | 0.6801 | 0.055* | |
H132 | 0.4289 | 0.0179 | 0.6978 | 0.055* | |
N21 | 0.1641 (3) | 0.7080 (6) | 0.6795 (3) | 0.0464 (14) | |
H211 | 0.1879 | 0.6203 | 0.6637 | 0.056* | |
H212 | 0.1730 | 0.7173 | 0.7337 | 0.056* | |
N22 | 0.0947 (3) | 0.8270 (6) | 0.5300 (3) | 0.0490 (14) | |
H221 | 0.0716 | 0.9143 | 0.5472 | 0.059* | |
H222 | 0.0848 | 0.8199 | 0.4758 | 0.059* | |
C23 | 0.0738 (4) | 0.7003 (7) | 0.6606 (4) | 0.0458 (17) | |
H231 | 0.0471 | 0.7893 | 0.6832 | 0.055* | |
H232 | 0.0512 | 0.6098 | 0.6857 | 0.055* | |
C24 | 0.0562 (4) | 0.6947 (7) | 0.5708 (4) | 0.0454 (17) | |
H241 | 0.0777 | 0.6001 | 0.5491 | 0.054* | |
H242 | −0.0030 | 0.6962 | 0.5598 | 0.054* | |
C25 | 0.2036 (4) | 0.8405 (7) | 0.6376 (4) | 0.0442 (16) | |
H251 | 0.1825 | 0.9359 | 0.6588 | 0.053* | |
H252 | 0.2628 | 0.8382 | 0.6484 | 0.053* | |
C26 | 0.1854 (4) | 0.8328 (8) | 0.5475 (4) | 0.0509 (18) | |
H261 | 0.2111 | 0.7423 | 0.5254 | 0.061* | |
H262 | 0.2084 | 0.9219 | 0.5214 | 0.061* | |
O1 | 0.0000 | 0.8293 (9) | 0.2500 | 0.096 (3) | |
H11 | 0.038 (3) | 0.769 (2) | 0.268 (6) | 0.145* | |
O2 | 0.0348 (3) | 0.1015 (6) | 0.5875 (3) | 0.0653 (14) | |
H21 | 0.024 (5) | 0.100 (8) | 0.6378 (14) | 0.098* | |
H22 | 0.067 (4) | 0.177 (6) | 0.584 (4) | 0.098* | |
O3 | 0.3141 (3) | 0.8418 (7) | 0.2966 (4) | 0.0853 (18) | |
H31 | 0.274 (3) | 0.901 (7) | 0.303 (5) | 0.128* | |
H32 | 0.294 (4) | 0.770 (5) | 0.267 (4) | 0.128* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Sb1 | 0.0330 (2) | 0.0340 (2) | 0.0319 (2) | 0.00318 (19) | −0.00162 (18) | −0.00124 (18) |
I1 | 0.0464 (3) | 0.0488 (3) | 0.0587 (3) | −0.0072 (2) | −0.0025 (2) | −0.0129 (2) |
I2 | 0.0432 (3) | 0.0398 (2) | 0.0420 (3) | −0.0049 (2) | −0.0012 (2) | 0.00732 (19) |
I3 | 0.0483 (3) | 0.0471 (3) | 0.0428 (3) | 0.0175 (2) | −0.0110 (2) | −0.0051 (2) |
I4 | 0.0534 (3) | 0.0404 (2) | 0.0414 (3) | 0.0103 (2) | −0.0012 (2) | −0.0022 (2) |
I5 | 0.0419 (3) | 0.0535 (3) | 0.0384 (3) | −0.0078 (2) | 0.0059 (2) | −0.0033 (2) |
I6 | 0.0689 (3) | 0.0493 (3) | 0.0437 (3) | 0.0002 (2) | 0.0138 (2) | −0.0024 (2) |
N11 | 0.041 (3) | 0.055 (3) | 0.039 (3) | −0.005 (3) | 0.001 (3) | −0.005 (3) |
C12 | 0.051 (4) | 0.044 (4) | 0.042 (4) | −0.007 (3) | 0.000 (3) | 0.007 (3) |
C13 | 0.051 (4) | 0.039 (4) | 0.048 (4) | −0.004 (3) | 0.008 (4) | 0.001 (3) |
N21 | 0.056 (4) | 0.053 (3) | 0.029 (3) | 0.006 (3) | −0.010 (3) | 0.004 (3) |
N22 | 0.055 (4) | 0.059 (4) | 0.033 (3) | 0.009 (3) | −0.003 (3) | 0.008 (3) |
C23 | 0.045 (4) | 0.053 (4) | 0.039 (4) | 0.000 (3) | 0.004 (3) | 0.003 (3) |
C24 | 0.039 (4) | 0.052 (4) | 0.045 (4) | −0.001 (3) | −0.004 (3) | 0.010 (3) |
C25 | 0.041 (4) | 0.048 (4) | 0.043 (4) | 0.003 (3) | −0.012 (3) | 0.004 (3) |
C26 | 0.036 (4) | 0.069 (5) | 0.048 (5) | 0.005 (3) | 0.000 (3) | 0.016 (4) |
O1 | 0.101 (7) | 0.090 (6) | 0.095 (7) | 0.000 | −0.034 (6) | 0.000 |
O2 | 0.058 (3) | 0.053 (3) | 0.084 (4) | −0.005 (3) | −0.002 (3) | 0.004 (3) |
O3 | 0.044 (3) | 0.098 (5) | 0.114 (5) | 0.001 (3) | −0.001 (3) | −0.039 (4) |
Sb1—I1 | 2.8505 (6) | N22—C24 | 1.486 (7) |
Sb1—I3 | 2.9146 (6) | N22—C26 | 1.488 (7) |
Sb1—I5 | 2.9146 (6) | N22—H221 | 0.9000 |
Sb1—I6 | 3.1352 (6) | N22—H222 | 0.9000 |
Sb1—I4 | 3.2204 (6) | C23—C24 | 1.492 (8) |
Sb1—I2 | 3.2739 (6) | C23—H231 | 0.9700 |
N11—C13 | 1.489 (7) | C23—H232 | 0.9700 |
N11—C12 | 1.494 (7) | C24—H241 | 0.9700 |
N11—H111 | 0.9000 | C24—H242 | 0.9700 |
N11—H112 | 0.9000 | C25—C26 | 1.500 (8) |
C12—C12i | 1.498 (12) | C25—H251 | 0.9700 |
C12—H121 | 0.9700 | C25—H252 | 0.9700 |
C12—H122 | 0.9700 | C26—H261 | 0.9700 |
C13—C13i | 1.496 (11) | C26—H262 | 0.9700 |
C13—H131 | 0.9700 | O1—H11 | 0.85 (1) |
C13—H132 | 0.9700 | O2—H21 | 0.85 (1) |
N21—C23 | 1.486 (8) | O2—H22 | 0.85 (1) |
N21—C25 | 1.502 (7) | O3—H31 | 0.85 (1) |
N21—H211 | 0.9000 | O3—H32 | 0.85 (1) |
N21—H212 | 0.9000 | ||
I1—Sb1—I3 | 96.623 (17) | C23—N21—H212 | 109.2 |
I1—Sb1—I5 | 92.742 (17) | C25—N21—H212 | 109.2 |
I3—Sb1—I5 | 89.798 (17) | H211—N21—H212 | 107.9 |
I1—Sb1—I6 | 86.467 (16) | C24—N22—C26 | 111.6 (5) |
I3—Sb1—I6 | 86.086 (16) | C24—N22—H221 | 109.3 |
I5—Sb1—I6 | 175.689 (19) | C26—N22—H221 | 109.3 |
I1—Sb1—I4 | 95.692 (16) | C24—N22—H222 | 109.3 |
I3—Sb1—I4 | 167.686 (18) | C26—N22—H222 | 109.3 |
I5—Sb1—I4 | 89.557 (15) | H221—N22—H222 | 108.0 |
I6—Sb1—I4 | 94.738 (16) | N21—C23—C24 | 110.9 (5) |
I1—Sb1—I2 | 175.102 (18) | N21—C23—H231 | 109.5 |
I3—Sb1—I2 | 87.639 (15) | C24—C23—H231 | 109.5 |
I5—Sb1—I2 | 89.676 (15) | N21—C23—H232 | 109.5 |
I6—Sb1—I2 | 91.435 (15) | C24—C23—H232 | 109.5 |
I4—Sb1—I2 | 80.060 (14) | H231—C23—H232 | 108.0 |
C13—N11—C12 | 111.7 (5) | N22—C24—C23 | 110.7 (5) |
C13—N11—H111 | 109.3 | N22—C24—H241 | 109.5 |
C12—N11—H111 | 109.3 | C23—C24—H241 | 109.5 |
C13—N11—H112 | 109.3 | N22—C24—H242 | 109.5 |
C12—N11—H112 | 109.3 | C23—C24—H242 | 109.5 |
H111—N11—H112 | 107.9 | H241—C24—H242 | 108.1 |
N11—C12—C12i | 110.4 (4) | C26—C25—N21 | 110.3 (5) |
N11—C12—H121 | 109.6 | C26—C25—H251 | 109.6 |
C12i—C12—H121 | 109.6 | N21—C25—H251 | 109.6 |
N11—C12—H122 | 109.6 | C26—C25—H252 | 109.6 |
C12i—C12—H122 | 109.6 | N21—C25—H252 | 109.6 |
H121—C12—H122 | 108.1 | H251—C25—H252 | 108.1 |
N11—C13—C13i | 110.2 (4) | C25—C26—N22 | 110.3 (5) |
N11—C13—H131 | 109.6 | C25—C26—H261 | 109.6 |
C13i—C13—H131 | 109.6 | N22—C26—H261 | 109.6 |
N11—C13—H132 | 109.6 | C25—C26—H262 | 109.6 |
C13i—C13—H132 | 109.6 | N22—C26—H262 | 109.6 |
H131—C13—H132 | 108.1 | H261—C26—H262 | 108.1 |
C23—N21—C25 | 111.9 (5) | H21—O2—H22 | 104 (2) |
C23—N21—H211 | 109.2 | H31—O3—H32 | 104 (2) |
C25—N21—H211 | 109.2 | ||
C13—N11—C12—C12i | 56.6 (8) | N21—C23—C24—N22 | −55.6 (7) |
C12—N11—C13—C13i | −57.3 (8) | C23—N21—C25—C26 | −55.6 (7) |
C25—N21—C23—C24 | 55.4 (7) | N21—C25—C26—N22 | 55.9 (7) |
C26—N22—C24—C23 | 57.2 (7) | C24—N22—C26—C25 | −57.5 (7) |
Symmetry code: (i) −x+1, y, −z+3/2. |
D—H···A | D—H | H···A | D···A | D—H···A |
N11—H111···I3 | 0.90 | 2.76 | 3.569 (5) | 150 |
N21—H211···I6 | 0.90 | 2.69 | 3.556 (5) | 161 |
N21—H212···I2ii | 0.90 | 2.75 | 3.514 (5) | 144 |
N22—H222···I4 | 0.90 | 3.06 | 3.693 (5) | 129 |
N11—H112···O3iii | 0.90 | 1.84 | 2.726 (7) | 167 |
N22—H221···O2iv | 0.90 | 1.87 | 2.767 (7) | 174 |
N22—H222···O2v | 0.90 | 2.27 | 2.864 (7) | 123 |
C12—H122···I5iii | 0.97 | 3.05 | 3.844 (6) | 140 |
C25—H252···I5ii | 0.97 | 3.13 | 3.809 (6) | 128 |
C26—H262···I2iv | 0.97 | 3.09 | 3.789 (6) | 130 |
O1—H11···I4 | 0.85 (1) | 2.79 (3) | 3.623 (5) | 166 (10) |
O2—H21···O1v | 0.85 (1) | 2.00 (3) | 2.816 (6) | 161 (7) |
O2—H22···I6 | 0.85 (1) | 2.64 (3) | 3.431 (5) | 156 (7) |
O3—H31···I2iv | 0.85 (1) | 2.80 (2) | 3.622 (5) | 166 (8) |
O3—H32···I6vi | 0.85 (1) | 3.05 (4) | 3.815 (6) | 150 (6) |
Symmetry codes: (ii) x, −y+1, z+1/2; (iii) −x+1, −y+1, −z+1; (iv) x, y+1, z; (v) −x, −y+1, −z+1; (vi) x, −y+1, z−1/2. |
2(SbI63−)·3(C4H12N22+)·5(H2O) | F(000) = 1876 |
Mr = 2120.87 | Dx = 3.113 Mg m−3 |
Monoclinic, P2/c | Mo Kα radiation, λ = 0.71073 Å |
a = 16.0632 (9) Å | Cell parameters from 2874 reflections |
b = 8.6414 (5) Å | θ = 2.9–29.6° |
c = 16.3102 (10) Å | µ = 9.41 mm−1 |
β = 91.994 (5)° | T = 85 K |
V = 2262.6 (2) Å3 | Tabular, red-orange |
Z = 2 | 0.10 × 0.09 × 0.06 mm |
Xcalibur diffractometer | 4663 independent reflections |
Radiation source: fine-focus sealed tube | 2475 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.074 |
ω–scan | θmax = 26.5°, θmin = 2.9° |
Absorption correction: analytical CrysAlis Pro ver. 171.33.57 (Oxford Diffraction Ltd., 2010) | h = −20→20 |
Tmin = 0.49, Tmax = 0.61 | k = −8→10 |
15379 measured reflections | l = −20→20 |
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)] = 0.041 | Hydrogen site location: difference Fourier map |
wR(F2) = 0.109 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.01 | w = 1/[σ^2^(Fo^2^) + (0.0339P)^2^] where P = (Fo^2^ + 2Fc^2^)/3 |
4663 reflections | (Δ/σ)max < 0.001 |
183 parameters | Δρmax = 1.72 e Å−3 |
48 restraints | Δρmin = −1.19 e Å−3 |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
Refinement. Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. |
x | y | z | Uiso*/Ueq | ||
Sb1 | 0.28247 (6) | 0.35187 (13) | 0.43513 (7) | 0.0126 (2) | |
I1 | 0.38456 (7) | 0.59592 (13) | 0.49865 (7) | 0.0175 (3) | |
I2 | 0.15029 (7) | 0.09323 (12) | 0.36543 (7) | 0.0149 (3) | |
I3 | 0.38835 (7) | 0.09791 (12) | 0.48943 (7) | 0.0158 (3) | |
I4 | 0.13825 (7) | 0.57222 (12) | 0.35813 (7) | 0.0156 (3) | |
I5 | 0.36311 (6) | 0.35323 (13) | 0.27809 (6) | 0.0155 (3) | |
I6 | 0.20894 (7) | 0.33426 (14) | 0.60992 (7) | 0.0176 (3) | |
N11 | 0.5210 (8) | 0.1633 (15) | 0.6659 (8) | 0.016 (3) | |
H111 | 0.5058 | 0.1630 | 0.6122 | 0.020* | |
H112 | 0.5771 | 0.1634 | 0.6697 | 0.020* | |
C12 | 0.4894 (10) | 0.3075 (18) | 0.7041 (9) | 0.016 (4) | |
H121 | 0.4295 | 0.3141 | 0.6950 | 0.019* | |
H122 | 0.5145 | 0.3969 | 0.6788 | 0.019* | |
C13 | 0.4897 (10) | 0.0204 (18) | 0.7044 (9) | 0.014 (4) | |
H131 | 0.5147 | −0.0692 | 0.6793 | 0.017* | |
H132 | 0.4298 | 0.0137 | 0.6952 | 0.017* | |
N21 | 0.1628 (8) | 0.7096 (14) | 0.6818 (8) | 0.014 (3) | |
H211 | 0.1865 | 0.6190 | 0.6686 | 0.017* | |
H212 | 0.1707 | 0.7236 | 0.7362 | 0.017* | |
N22 | 0.0932 (8) | 0.8265 (16) | 0.5288 (8) | 0.017 (3) | |
H221 | 0.0695 | 0.9148 | 0.5456 | 0.020* | |
H222 | 0.0837 | 0.8181 | 0.4743 | 0.020* | |
C23 | 0.0728 (10) | 0.702 (2) | 0.6618 (10) | 0.019 (4) | |
H231 | 0.0457 | 0.7926 | 0.6839 | 0.023* | |
H232 | 0.0495 | 0.6113 | 0.6873 | 0.023* | |
C24 | 0.0552 (10) | 0.6949 (19) | 0.5700 (9) | 0.017 (4) | |
H241 | 0.0773 | 0.5992 | 0.5486 | 0.020* | |
H242 | −0.0045 | 0.6958 | 0.5589 | 0.020* | |
C25 | 0.2044 (10) | 0.839 (2) | 0.6371 (10) | 0.021 (4) | |
H251 | 0.1857 | 0.9369 | 0.6584 | 0.025* | |
H252 | 0.2641 | 0.8320 | 0.6474 | 0.025* | |
C26 | 0.1865 (9) | 0.834 (2) | 0.5472 (9) | 0.017 (4) | |
H261 | 0.2131 | 0.7437 | 0.5241 | 0.020* | |
H262 | 0.2094 | 0.9252 | 0.5219 | 0.020* | |
O1 | 0.0000 | 0.828 (2) | 0.2500 | 0.027 (4) | |
H11 | 0.032 (4) | 0.768 (3) | 0.278 (4) | 0.040* | |
O2 | 0.0365 (7) | 0.1029 (14) | 0.5860 (8) | 0.025 (3) | |
H21 | 0.031 (8) | 0.086 (9) | 0.637 (2) | 0.038* | |
H22 | 0.081 (7) | 0.155 (19) | 0.584 (8) | 0.038* | |
O3 | 0.3136 (7) | 0.8460 (15) | 0.2960 (8) | 0.025 (3) | |
H31 | 0.276 (6) | 0.908 (14) | 0.310 (10) | 0.037* | |
H32 | 0.288 (8) | 0.777 (14) | 0.268 (9) | 0.037* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Sb1 | 0.0145 (6) | 0.0114 (5) | 0.0116 (6) | 0.0018 (5) | −0.0019 (5) | −0.0002 (5) |
I1 | 0.0181 (6) | 0.0155 (6) | 0.0187 (7) | −0.0014 (5) | −0.0032 (5) | −0.0034 (5) |
I2 | 0.0161 (6) | 0.0129 (6) | 0.0154 (6) | −0.0010 (5) | −0.0023 (5) | 0.0017 (5) |
I3 | 0.0178 (6) | 0.0150 (6) | 0.0141 (6) | 0.0047 (5) | −0.0053 (5) | −0.0015 (5) |
I4 | 0.0201 (6) | 0.0130 (6) | 0.0134 (6) | 0.0023 (5) | −0.0018 (5) | −0.0010 (5) |
I5 | 0.0160 (6) | 0.0171 (6) | 0.0132 (6) | −0.0022 (5) | −0.0011 (4) | −0.0008 (5) |
I6 | 0.0228 (6) | 0.0154 (6) | 0.0148 (6) | −0.0013 (5) | 0.0008 (5) | −0.0011 (5) |
N11 | 0.017 (5) | 0.018 (5) | 0.015 (5) | −0.004 (4) | 0.000 (4) | −0.001 (4) |
C12 | 0.016 (7) | 0.019 (8) | 0.012 (7) | −0.003 (6) | −0.007 (6) | 0.000 (6) |
C13 | 0.013 (7) | 0.010 (7) | 0.019 (7) | −0.004 (6) | 0.004 (6) | 0.003 (6) |
N21 | 0.016 (4) | 0.013 (4) | 0.012 (4) | −0.001 (3) | −0.003 (3) | 0.006 (3) |
N22 | 0.019 (8) | 0.016 (8) | 0.014 (7) | 0.004 (7) | −0.005 (6) | 0.002 (6) |
C23 | 0.018 (9) | 0.024 (10) | 0.015 (9) | −0.004 (8) | 0.002 (8) | 0.002 (8) |
C24 | 0.015 (5) | 0.018 (6) | 0.017 (5) | −0.001 (4) | −0.004 (4) | 0.006 (4) |
C25 | 0.021 (7) | 0.018 (7) | 0.023 (7) | −0.002 (7) | −0.007 (6) | 0.001 (7) |
C26 | 0.010 (8) | 0.026 (10) | 0.015 (9) | −0.003 (8) | 0.000 (7) | 0.006 (8) |
O1 | 0.029 (10) | 0.029 (10) | 0.022 (10) | 0.000 | −0.002 (8) | 0.000 |
O2 | 0.015 (6) | 0.033 (8) | 0.029 (7) | 0.006 (6) | −0.005 (5) | 0.001 (6) |
O3 | 0.018 (6) | 0.023 (7) | 0.032 (8) | 0.006 (6) | −0.012 (6) | −0.014 (6) |
Sb1—I1 | 2.8446 (15) | N22—C24 | 1.465 (19) |
Sb1—I3 | 2.8963 (15) | N22—C26 | 1.519 (19) |
Sb1—I5 | 2.9102 (15) | N22—H221 | 0.9000 |
Sb1—I6 | 3.1272 (16) | N22—H222 | 0.9000 |
Sb1—I4 | 3.2199 (15) | C23—C24 | 1.51 (2) |
Sb1—I2 | 3.2601 (15) | C23—H231 | 0.9700 |
N11—C13 | 1.482 (18) | C23—H232 | 0.9700 |
N11—C12 | 1.490 (19) | C24—H241 | 0.9700 |
N11—H111 | 0.9000 | C24—H242 | 0.9700 |
N11—H112 | 0.9000 | C25—C26 | 1.48 (2) |
C12—C12i | 1.52 (3) | C25—H251 | 0.9700 |
C12—H121 | 0.9700 | C25—H252 | 0.9700 |
C12—H122 | 0.9700 | C26—H261 | 0.9700 |
C13—C13i | 1.51 (3) | C26—H262 | 0.9700 |
C13—H131 | 0.9700 | O1—H11 | 0.85 (1) |
C13—H132 | 0.9700 | O2—H21 | 0.85 (1) |
N21—C23 | 1.47 (2) | O2—H22 | 0.85 (1) |
N21—C25 | 1.50 (2) | O3—H31 | 0.85 (1) |
N21—H211 | 0.9000 | O3—H32 | 0.85 (1) |
N21—H212 | 0.9000 | ||
I1—Sb1—I3 | 97.21 (4) | C23—N21—H212 | 109.2 |
I1—Sb1—I5 | 92.81 (4) | C25—N21—H212 | 109.2 |
I3—Sb1—I5 | 89.86 (4) | H211—N21—H212 | 107.9 |
I1—Sb1—I6 | 86.29 (4) | C24—N22—C26 | 111.4 (12) |
I3—Sb1—I6 | 85.46 (4) | C24—N22—H221 | 109.3 |
I5—Sb1—I6 | 175.08 (5) | C26—N22—H221 | 109.3 |
I1—Sb1—I4 | 95.82 (4) | C24—N22—H222 | 109.3 |
I3—Sb1—I4 | 166.97 (5) | C26—N22—H222 | 109.3 |
I5—Sb1—I4 | 89.46 (4) | H221—N22—H222 | 108.0 |
I6—Sb1—I4 | 95.44 (4) | N21—C23—C24 | 111.7 (13) |
I1—Sb1—I2 | 174.55 (5) | N21—C23—H231 | 109.3 |
I3—Sb1—I2 | 87.45 (4) | C24—C23—H231 | 109.3 |
I5—Sb1—I2 | 90.02 (4) | N21—C23—H232 | 109.3 |
I6—Sb1—I2 | 91.29 (4) | C24—C23—H232 | 109.3 |
I4—Sb1—I2 | 79.54 (4) | H231—C23—H232 | 107.9 |
C13—N11—C12 | 113.2 (11) | N22—C24—C23 | 110.8 (13) |
C13—N11—H111 | 108.9 | N22—C24—H241 | 109.5 |
C12—N11—H111 | 108.9 | C23—C24—H241 | 109.5 |
C13—N11—H112 | 108.9 | N22—C24—H242 | 109.5 |
C12—N11—H112 | 108.9 | C23—C24—H242 | 109.5 |
H111—N11—H112 | 107.8 | H241—C24—H242 | 108.1 |
N11—C12—C12i | 110.1 (10) | C26—C25—N21 | 112.6 (14) |
N11—C12—H121 | 109.6 | C26—C25—H251 | 109.1 |
C12i—C12—H121 | 109.6 | N21—C25—H251 | 109.1 |
N11—C12—H122 | 109.6 | C26—C25—H252 | 109.1 |
C12i—C12—H122 | 109.6 | N21—C25—H252 | 109.1 |
H121—C12—H122 | 108.2 | H251—C25—H252 | 107.8 |
N11—C13—C13i | 110.5 (10) | C25—C26—N22 | 110.6 (13) |
N11—C13—H131 | 109.5 | C25—C26—H261 | 109.5 |
C13i—C13—H131 | 109.5 | N22—C26—H261 | 109.5 |
N11—C13—H132 | 109.5 | C25—C26—H262 | 109.5 |
C13i—C13—H132 | 109.5 | N22—C26—H262 | 109.5 |
H131—C13—H132 | 108.1 | H261—C26—H262 | 108.1 |
C23—N21—C25 | 112.0 (12) | H21—O2—H22 | 104 (3) |
C23—N21—H211 | 109.2 | H31—O3—H32 | 104 (3) |
C25—N21—H211 | 109.2 | ||
C13—N11—C12—C12i | 55.9 (19) | N21—C23—C24—N22 | −56.1 (17) |
C12—N11—C13—C13i | −55.9 (19) | C23—N21—C25—C26 | −52.6 (18) |
C25—N21—C23—C24 | 53.1 (18) | N21—C25—C26—N22 | 52.8 (19) |
C26—N22—C24—C23 | 56.9 (17) | C24—N22—C26—C25 | −55.8 (18) |
Symmetry code: (i) −x+1, y, −z+3/2. |
D—H···A | D—H | H···A | D···A | D—H···A |
N11—H111···I3 | 0.90 | 2.76 | 3.566 (13) | 149 |
N21—H211···I6 | 0.90 | 2.67 | 3.536 (13) | 162 |
N21—H212···I2ii | 0.90 | 2.66 | 3.457 (13) | 147 |
N22—H222···I4 | 0.90 | 3.00 | 3.639 (13) | 130 |
N11—H112···O3iii | 0.90 | 1.83 | 2.708 (16) | 166 |
N22—H221···O2iv | 0.90 | 1.84 | 2.732 (18) | 171 |
N22—H222···O2v | 0.90 | 2.24 | 2.820 (16) | 122 |
C12—H122···I5iii | 0.97 | 2.99 | 3.774 (16) | 139 |
C25—H252···I5ii | 0.97 | 3.06 | 3.758 (16) | 130 |
C26—H262···I2iv | 0.97 | 3.06 | 3.747 (16) | 129 |
O1—H11···I4 | 0.85 (1) | 2.71 (13 | 3.558 (11) | 177 (8) |
O2—H21···O1v | 0.85 (1) | 2.07 (4) | 2.822 (13) | 148 (7) |
O2—H22···I6 | 0.85 (1) | 2.59 (4) | 3.427 (12) | 167 (13) |
O3—H31···I2iv | 0.85 (1) | 2.75 (2) | 3.596 (11) | 175 (17) |
O3—H32···I6vi | 0.85 (1) | 2.99 (9) | 3.756 (11) | 151 (16) |
Symmetry codes: (ii) x, −y+1, z+1/2; (iii) −x+1, −y+1, −z+1; (iv) x, y+1, z; (v) −x, −y+1, −z+1; (vi) x, −y+1, z−1/2. |
2(SbI4−)·C4H12N22+·4(H2O) | F(000) = 1232 |
Mr = 1418.94 | Dx = 3.519 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 3518 reflections |
a = 7.4437 (4) Å | θ = 3.0–29.5° |
b = 13.0949 (8) Å | µ = 11.25 mm−1 |
c = 13.7941 (8) Å | T = 295 K |
β = 95.161 (5)° | Tabular, red-orange |
V = 1339.12 (13) Å3 | 0.10 × 0.08 × 0.04 mm |
Z = 2 |
Xcalibur diffractometer | 2754 independent reflections |
Radiation source: fine-focus sealed tube | 2235 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.032 |
ω–scan | θmax = 26.5°, θmin = 3.0° |
Absorption correction: analytical CrysAlis Pro ver. 171.33.57 (Oxford Diffraction Ltd., 2010) | h = −9→6 |
Tmin = 0.43, Tmax = 0.63 | k = −16→16 |
9285 measured reflections | l = −17→16 |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.024 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.042 | w = 1/[σ^2^(Fo^2^) + (0.0109P)^2^] where P = (Fo^2^ + 2Fc^2^)/3 |
S = 1.01 | (Δ/σ)max = 0.001 |
2754 reflections | Δρmax = 0.74 e Å−3 |
114 parameters | Δρmin = −0.74 e Å−3 |
6 restraints | Extinction correction: SHELXL, Fc^*^=kFc[1+0.001xFc^2^λ^3^/sin(2θ)]^-1/4^ |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.00084 (4) |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
Refinement. Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
Sb1 | 0.76216 (4) | 0.47847 (2) | 0.09028 (2) | 0.03096 (9) | |
I1 | 0.63074 (5) | 0.31910 (3) | 0.20118 (3) | 0.04413 (11) | |
I2 | 1.08989 (4) | 0.34884 (3) | 0.05847 (2) | 0.04060 (10) | |
I3 | 0.94073 (5) | 0.57817 (3) | 0.25775 (3) | 0.04614 (11) | |
I4 | 0.44280 (4) | 0.61643 (3) | 0.10473 (2) | 0.04103 (10) | |
N11 | 0.5254 (8) | −0.0819 (4) | 0.0671 (4) | 0.0451 (14) | 0.80 |
H111 | 0.5978 | −0.1202 | 0.1084 | 0.054* | 0.80 |
H112 | 0.4124 | −0.1063 | 0.0672 | 0.054* | 0.80 |
N21 | 0.672 (3) | −0.0337 (15) | 0.0453 (14) | 0.040 (5) | 0.20 |
H211 | 0.7478 | 0.0111 | 0.0210 | 0.047* | 0.20 |
H212 | 0.7371 | −0.0756 | 0.0865 | 0.047* | 0.20 |
C12 | 0.5299 (7) | 0.0254 (4) | 0.1018 (4) | 0.0483 (14) | |
H121 | 0.6532 | 0.0502 | 0.1077 | 0.058* | |
H122 | 0.4843 | 0.0289 | 0.1654 | 0.058* | |
C13 | 0.5839 (7) | −0.0911 (4) | −0.0310 (4) | 0.0469 (14) | |
H131 | 0.5747 | −0.1618 | −0.0518 | 0.056* | |
H132 | 0.7092 | −0.0706 | −0.0303 | 0.056* | |
O1 | 0.1615 (7) | 0.3354 (3) | 0.3337 (3) | 0.0691 (12) | |
H11 | 0.142 (9) | 0.354 (4) | 0.2749 (16) | 0.104* | |
H12 | 0.160 (9) | 0.2708 (8) | 0.331 (4) | 0.104* | |
O2 | 0.8478 (6) | 0.3755 (4) | 0.4616 (4) | 0.0765 (13) | |
H21 | 0.882 (9) | 0.330 (4) | 0.503 (4) | 0.115* | |
H22 | 0.924 (7) | 0.372 (5) | 0.420 (4) | 0.115* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Sb1 | 0.03212 (18) | 0.02937 (19) | 0.03142 (19) | 0.00070 (15) | 0.00300 (14) | 0.00042 (14) |
I1 | 0.0543 (2) | 0.0368 (2) | 0.0422 (2) | −0.00850 (17) | 0.00916 (17) | 0.00576 (16) |
I2 | 0.03800 (19) | 0.0357 (2) | 0.0490 (2) | 0.00533 (15) | 0.00859 (16) | 0.00611 (16) |
I3 | 0.0517 (2) | 0.0413 (2) | 0.0431 (2) | −0.00400 (18) | −0.00869 (17) | −0.00584 (17) |
I4 | 0.04048 (19) | 0.0421 (2) | 0.0402 (2) | 0.00870 (16) | 0.00196 (15) | −0.01163 (16) |
N11 | 0.049 (3) | 0.039 (3) | 0.046 (4) | −0.003 (3) | −0.003 (3) | 0.012 (3) |
N21 | 0.055 (14) | 0.033 (12) | 0.028 (12) | 0.008 (11) | −0.011 (10) | 0.011 (10) |
C12 | 0.060 (4) | 0.051 (4) | 0.033 (3) | −0.004 (3) | −0.002 (3) | −0.009 (3) |
C13 | 0.060 (4) | 0.037 (3) | 0.045 (3) | 0.005 (3) | 0.006 (3) | −0.005 (3) |
O1 | 0.089 (3) | 0.047 (3) | 0.067 (3) | −0.003 (3) | −0.017 (3) | −0.002 (2) |
O2 | 0.077 (3) | 0.079 (3) | 0.073 (3) | 0.030 (3) | 0.008 (3) | 0.006 (3) |
Sb1—I1 | 2.8146 (5) | N21—H211 | 0.9000 |
Sb1—I3 | 2.8732 (5) | N21—H212 | 0.9000 |
Sb1—I4 | 3.0066 (5) | C12—C13iii | 1.504 (7) |
Sb1—I2 | 3.0361 (5) | C12—H121 | 0.9700 |
Sb1—I4i | 3.2201 (5) | C12—H122 | 0.9700 |
Sb1—I2ii | 3.3080 (5) | C13—H131 | 0.9700 |
N11—C13 | 1.463 (7) | C13—H132 | 0.9700 |
N11—C12 | 1.484 (7) | O1—H11 | 0.85 (1) |
N11—H111 | 0.9000 | O1—H12 | 0.85 (1) |
N11—H112 | 0.9000 | O2—H21 | 0.85 (1) |
N21—C13 | 1.41 (2) | O2—H22 | 0.85 (1) |
N21—C12 | 1.57 (2) | ||
I1—Sb1—I3 | 93.333 (14) | C13—N21—H212 | 109.6 |
I1—Sb1—I4 | 95.389 (14) | C12—N21—H212 | 109.6 |
I3—Sb1—I4 | 89.143 (14) | H211—N21—H212 | 108.1 |
I1—Sb1—I2 | 89.258 (14) | N11—C12—C13iii | 109.7 (4) |
I3—Sb1—I2 | 92.902 (14) | N11—C12—N21 | 51.0 (8) |
I4—Sb1—I2 | 174.810 (15) | C13iii—C12—N21 | 108.9 (7) |
I1—Sb1—I4i | 90.353 (13) | N11—C12—H121 | 109.7 |
I3—Sb1—I4i | 175.664 (15) | C13iii—C12—H121 | 109.7 |
I4—Sb1—I4i | 88.237 (12) | N21—C12—H121 | 62.2 |
I2—Sb1—I4i | 89.426 (13) | N11—C12—H122 | 109.7 |
I1—Sb1—I2ii | 174.487 (15) | C13iii—C12—H122 | 109.7 |
I3—Sb1—I2ii | 91.857 (13) | N21—C12—H122 | 141.0 |
I4—Sb1—I2ii | 86.544 (13) | H121—C12—H122 | 108.2 |
I2—Sb1—I2ii | 88.621 (12) | N21—C13—N11 | 54.6 (9) |
I4i—Sb1—I2ii | 84.538 (12) | N21—C13—C12iii | 112.2 (9) |
Sb1—I2—Sb1ii | 91.379 (12) | N11—C13—C12iii | 110.9 (4) |
Sb1—I4—Sb1i | 91.763 (12) | N21—C13—H131 | 138.4 |
C13—N11—C12 | 112.1 (5) | N11—C13—H131 | 109.5 |
C13—N11—H111 | 109.2 | C12iii—C13—H131 | 109.5 |
C12—N11—H111 | 109.2 | N21—C13—H132 | 57.4 |
C13—N11—H112 | 109.2 | N11—C13—H132 | 109.5 |
C12—N11—H112 | 109.2 | C12iii—C13—H132 | 109.5 |
H111—N11—H112 | 107.9 | H131—C13—H132 | 108.1 |
C13—N21—C12 | 110.2 (14) | H11—O1—H12 | 104 (2) |
C13—N21—H211 | 109.6 | H21—O2—H22 | 104 (2) |
C12—N21—H211 | 109.6 | ||
I1—Sb1—I2—Sb1ii | 174.911 (14) | C13—N11—C12—C13iii | 56.3 (7) |
I3—Sb1—I2—Sb1ii | −91.790 (13) | C13—N11—C12—N21 | −42.5 (9) |
I4i—Sb1—I2—Sb1ii | 84.550 (12) | C13—N21—C12—N11 | 43.9 (10) |
I2ii—Sb1—I2—Sb1ii | 0.0 | C13—N21—C12—C13iii | −56.5 (14) |
I1—Sb1—I4—Sb1i | −90.188 (14) | C12—N21—C13—N11 | −42.1 (9) |
I3—Sb1—I4—Sb1i | 176.545 (15) | C12—N21—C13—C12iii | 58.4 (14) |
I4i—Sb1—I4—Sb1i | 0.0 | C12—N11—C13—N21 | 46.0 (10) |
I2ii—Sb1—I4—Sb1i | 84.633 (12) | C12—N11—C13—C12iii | −57.0 (7) |
Symmetry codes: (i) −x+1, −y+1, −z; (ii) −x+2, −y+1, −z; (iii) −x+1, −y, −z. |
D—H···A | D—H | H···A | D···A | D—H···A |
N11—H111···O1iv | 0.90 | 1.98 | 2.811 (7) | 152 |
N11—H112···O2iv | 0.90 | 1.96 | 2.826 (7) | 162 |
N21—H211···O2v | 0.90 | 1.88 | 2.76 (2) | 164 |
N21—H212···O1iv | 0.90 | 1.73 | 2.624 (18) | 173 |
O1—H11···I2vi | 0.85 (1) | 2.98 (2) | 3.791 (4) | 162 (5) |
O1—H11···I3vi | 0.85 (1) | 3.30 (5) | 3.687 (4) | 111 (5) |
O1—H12···I3iv | 0.85 (1) | 2.87 (3) | 3.653 (4) | 154 (5) |
O2—H21···I2vii | 0.85 (1) | 2.88 (3) | 3.637 (4) | 151 (5) |
O2—H22···O1viii | 0.85 (1) | 2.27 (2) | 3.095 (7) | 166 (6) |
Symmetry codes: (iv) −x+1, y−1/2, −z+1/2; (v) x, −y+1/2, z−1/2; (vi) x−1, y, z; (vii) x, −y+1/2, z+1/2; (viii) x+1, y, z. |
2(SbI4−)·C4H12N22+·4(H2O) | F(000) = 1232 |
Mr = 1418.94 | Dx = 3.614 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 4310 reflections |
a = 7.31459 (16) Å | θ = 2.8–29.6° |
b = 12.9482 (3) Å | µ = 11.55 mm−1 |
c = 13.8097 (3) Å | T = 85 K |
β = 94.560 (2)° | Tabular, red-orange |
V = 1303.79 (5) Å3 | 0.10 × 0.08 × 0.04 mm |
Z = 2 |
Xcalibur diffractometer | 2680 independent reflections |
Radiation source: fine-focus sealed tube | 2316 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.030 |
ω–scan | θmax = 26.5°, θmin = 2.8° |
Absorption correction: analytical CrysAlis Pro ver. 171.33.57 (Oxford Diffraction Ltd., 2010) | h = −9→6 |
Tmin = 0.43, Tmax = 0.64 | k = −16→16 |
8963 measured reflections | l = −17→16 |
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)] = 0.022 | Hydrogen site location: difference Fourier map |
wR(F2) = 0.038 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.09 | w = 1/[σ^2^(Fo^2^) + (0.0093P)^2^] where P = (Fo^2^ + 2Fc^2^)/3 |
2680 reflections | (Δ/σ)max = 0.001 |
103 parameters | Δρmax = 0.71 e Å−3 |
6 restraints | Δρmin = −0.92 e Å−3 |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
Refinement. Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. |
x | y | z | Uiso*/Ueq | ||
Sb1 | 0.76039 (4) | 0.47971 (3) | 0.09006 (2) | 0.01057 (8) | |
I1 | 0.62508 (4) | 0.31947 (3) | 0.20205 (2) | 0.01357 (8) | |
I2 | 1.09279 (4) | 0.34775 (2) | 0.06094 (2) | 0.01268 (8) | |
I3 | 0.93816 (4) | 0.58140 (3) | 0.25750 (2) | 0.01409 (8) | |
I4 | 0.43658 (4) | 0.61943 (3) | 0.10332 (2) | 0.01294 (8) | |
N11 | 0.5267 (5) | −0.0830 (3) | 0.0678 (3) | 0.0163 (10) | |
H111 | 0.6004 | −0.1211 | 0.1091 | 0.020* | |
H112 | 0.4123 | −0.1085 | 0.0679 | 0.020* | |
C12 | 0.5281 (6) | 0.0273 (4) | 0.1025 (3) | 0.0136 (11) | |
H121 | 0.4809 | 0.0309 | 0.1661 | 0.016* | |
H122 | 0.6527 | 0.0536 | 0.1079 | 0.016* | |
C13 | 0.5894 (6) | −0.0915 (4) | −0.0312 (3) | 0.0143 (11) | |
H131 | 0.5844 | −0.1632 | −0.0516 | 0.017* | |
H132 | 0.7158 | −0.0687 | −0.0305 | 0.017* | |
O1 | 0.1530 (5) | 0.3394 (3) | 0.3335 (3) | 0.0201 (8) | |
H11 | 0.117 (7) | 0.368 (3) | 0.2799 (19) | 0.030* | |
H12 | 0.128 (7) | 0.2761 (11) | 0.324 (3) | 0.030* | |
O2 | 0.8456 (5) | 0.3738 (3) | 0.4603 (3) | 0.0217 (9) | |
H21 | 0.897 (6) | 0.330 (3) | 0.499 (3) | 0.033* | |
H22 | 0.910 (6) | 0.374 (4) | 0.412 (2) | 0.033* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Sb1 | 0.00974 (15) | 0.01068 (18) | 0.01132 (17) | 0.00044 (13) | 0.00095 (12) | −0.00017 (13) |
I1 | 0.01504 (16) | 0.01300 (18) | 0.01282 (17) | −0.00179 (14) | 0.00213 (13) | 0.00127 (13) |
I2 | 0.01105 (15) | 0.01191 (18) | 0.01524 (17) | 0.00170 (13) | 0.00207 (13) | 0.00155 (13) |
I3 | 0.01470 (16) | 0.01321 (18) | 0.01389 (17) | −0.00118 (14) | −0.00188 (13) | −0.00140 (13) |
I4 | 0.01222 (15) | 0.01364 (18) | 0.01288 (17) | 0.00234 (13) | 0.00051 (13) | −0.00275 (13) |
N11 | 0.016 (2) | 0.017 (2) | 0.015 (2) | 0.0012 (19) | −0.0042 (18) | 0.0038 (18) |
C12 | 0.018 (3) | 0.011 (3) | 0.012 (3) | 0.001 (2) | 0.001 (2) | −0.008 (2) |
C13 | 0.015 (2) | 0.014 (3) | 0.014 (3) | 0.002 (2) | 0.002 (2) | 0.000 (2) |
O1 | 0.025 (2) | 0.015 (2) | 0.020 (2) | −0.0031 (18) | −0.0039 (17) | 0.0023 (16) |
O2 | 0.0191 (19) | 0.023 (2) | 0.023 (2) | 0.0060 (17) | 0.0011 (16) | 0.0004 (18) |
Sb1—I1 | 2.8142 (5) | C12—C13iii | 1.506 (6) |
Sb1—I3 | 2.8798 (4) | C12—H121 | 0.9700 |
Sb1—I4 | 2.9975 (4) | C12—H122 | 0.9700 |
Sb1—I2 | 3.0246 (4) | C13—H131 | 0.9700 |
Sb1—I4i | 3.2006 (4) | C13—H132 | 0.9700 |
Sb1—I2ii | 3.2938 (4) | O1—H11 | 0.85 (1) |
N11—C13 | 1.481 (6) | O1—H12 | 0.85 (1) |
N11—C12 | 1.506 (6) | O2—H21 | 0.85 (1) |
N11—H111 | 0.9000 | O2—H22 | 0.85 (1) |
N11—H112 | 0.9000 | ||
I1—Sb1—I3 | 92.974 (13) | C12—N11—H111 | 109.3 |
I1—Sb1—I4 | 95.580 (13) | C13—N11—H112 | 109.3 |
I3—Sb1—I4 | 89.056 (12) | C12—N11—H112 | 109.3 |
I1—Sb1—I2 | 88.745 (13) | H111—N11—H112 | 107.9 |
I3—Sb1—I2 | 92.785 (12) | C13iii—C12—N11 | 109.1 (4) |
I4—Sb1—I2 | 175.209 (15) | C13iii—C12—H121 | 109.9 |
I1—Sb1—I4i | 90.470 (12) | N11—C12—H121 | 109.9 |
I3—Sb1—I4i | 176.310 (15) | C13iii—C12—H122 | 109.9 |
I4—Sb1—I4i | 89.289 (12) | N11—C12—H122 | 109.9 |
I2—Sb1—I4i | 88.614 (12) | H121—C12—H122 | 108.3 |
I1—Sb1—I2ii | 174.051 (15) | N11—C13—C12iii | 111.1 (4) |
I3—Sb1—I2ii | 92.814 (12) | N11—C13—H131 | 109.4 |
I4—Sb1—I2ii | 85.889 (12) | C12iii—C13—H131 | 109.4 |
I2—Sb1—I2ii | 89.601 (12) | N11—C13—H132 | 109.4 |
I4i—Sb1—I2ii | 83.777 (11) | C12iii—C13—H132 | 109.4 |
Sb1—I2—Sb1ii | 90.399 (12) | H131—C13—H132 | 108.0 |
Sb1—I4—Sb1i | 90.711 (12) | H11—O1—H12 | 104 (2) |
C13—N11—C12 | 111.7 (4) | H21—O2—H22 | 104 (2) |
C13—N11—H111 | 109.3 | ||
I1—Sb1—I2—Sb1ii | 174.286 (14) | I3—Sb1—I4—Sb1i | 176.701 (15) |
I3—Sb1—I2—Sb1ii | −92.798 (12) | I4i—Sb1—I4—Sb1i | 0.0 |
I4i—Sb1—I2—Sb1ii | 83.785 (11) | I2ii—Sb1—I4—Sb1i | 83.812 (11) |
I2ii—Sb1—I2—Sb1ii | 0.0 | C13—N11—C12—C13iii | 56.8 (5) |
I1—Sb1—I4—Sb1i | −90.403 (13) | C12—N11—C13—C12iii | −57.9 (5) |
Symmetry codes: (i) −x+1, −y+1, −z; (ii) −x+2, −y+1, −z; (iii) −x+1, −y, −z. |
D—H···A | D—H | H···A | D···A | D—H···A |
N11—H111···O1iv | 0.90 | 1.98 | 2.801 (5) | 151 |
N11—H112···O2iv | 0.90 | 1.91 | 2.777 (5) | 161 |
O1—H11···I2v | 0.85 (1) | 3.03 (3) | 3.757 (3) | 145 (4) |
O1—H11···I3v | 0.85 (1) | 3.07 (4) | 3.623 (4) | 125 (4) |
O1—H12···I3iv | 0.85 (1) | 2.79 (2) | 3.613 (4) | 164 (4) |
O2—H21···I2vi | 0.85 (1) | 2.81 (2) | 3.609 (4) | 159 (4) |
O2—H22···O1vii | 0.85 (1) | 2.20 (2) | 2.991 (5) | 156 (4) |
Symmetry codes: (iv) −x+1, y−1/2, −z+1/2; (v) x−1, y, z; (vi) x, −y+1/2, z+1/2; (vii) x+1, y, z. |
C4H12N22+·2(I−)·I2 | Z = 1 |
Mr = 595.76 | F(000) = 262 |
Triclinic, P1 | Dx = 3.051 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 6.5154 (6) Å | Cell parameters from 1913 reflections |
b = 7.4946 (7) Å | θ = 3.1–29.5° |
c = 8.1299 (6) Å | µ = 9.56 mm−1 |
α = 64.759 (9)° | T = 295 K |
β = 68.019 (8)° | Tabular, red |
γ = 69.500 (9)° | 0.23 × 0.18 × 0.13 mm |
V = 324.27 (6) Å3 |
Xcalibur diffractometer | 1325 independent reflections |
Radiation source: fine-focus sealed tube | 1218 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.011 |
ω–scan | θmax = 26.5°, θmin = 3.1° |
Absorption correction: analytical CrysAlis Pro ver. 171.33.57 (Oxford Diffraction Ltd., 2010) | h = −4→8 |
Tmin = 0.23, Tmax = 0.39 | k = −9→9 |
2297 measured reflections | l = −10→10 |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.022 | H-atom parameters constrained |
wR(F2) = 0.063 | w = 1/[σ^2^(Fo^2^) + (0.0287P)^2^ + 0.2957P] where P = (Fo^2^ + 2Fc^2^)/3 |
S = 1.17 | (Δ/σ)max < 0.001 |
1325 reflections | Δρmax = 0.97 e Å−3 |
47 parameters | Δρmin = −0.72 e Å−3 |
0 restraints | Extinction correction: SHELXL, Fc^*^=kFc[1+0.001xFc^2^λ^3^/sin(2θ)]^-1/4^ |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0234 (12) |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
Refinement. Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. |
x | y | z | Uiso*/Ueq | ||
I1 | 0.23323 (5) | 0.24003 (5) | 0.80815 (5) | 0.04546 (15) | |
I2 | −0.22218 (6) | 0.07360 (5) | 0.58767 (4) | 0.04926 (15) | |
N11 | 0.6386 (6) | 0.3302 (5) | 0.9426 (5) | 0.0378 (8) | |
H112 | 0.5340 | 0.2743 | 0.9471 | 0.045* | |
H111 | 0.7769 | 0.2549 | 0.9048 | 0.045* | |
C12 | 0.6165 (8) | 0.5404 (7) | 0.8031 (7) | 0.0436 (11) | |
H121 | 0.6298 | 0.5370 | 0.6814 | 0.052* | |
H122 | 0.7383 | 0.5963 | 0.7885 | 0.052* | |
C13 | 0.6074 (8) | 0.3277 (7) | 1.1336 (7) | 0.0416 (10) | |
H131 | 0.7289 | 0.3752 | 1.1321 | 0.050* | |
H132 | 0.6148 | 0.1900 | 1.2218 | 0.050* |
U11 | U22 | U33 | U12 | U13 | U23 | |
I1 | 0.0294 (2) | 0.0499 (2) | 0.0637 (2) | −0.00589 (14) | −0.01060 (15) | −0.02920 (17) |
I2 | 0.0601 (3) | 0.0543 (2) | 0.0385 (2) | −0.02055 (17) | −0.00936 (16) | −0.01764 (16) |
N11 | 0.0297 (19) | 0.0381 (19) | 0.050 (2) | 0.0004 (15) | −0.0107 (17) | −0.0251 (17) |
C12 | 0.042 (3) | 0.045 (3) | 0.040 (2) | −0.011 (2) | −0.007 (2) | −0.014 (2) |
C13 | 0.043 (3) | 0.036 (2) | 0.051 (3) | −0.0023 (19) | −0.023 (2) | −0.016 (2) |
I2—I2i | 2.7651 (8) | C12—C13ii | 1.494 (7) |
N11—C13 | 1.481 (6) | C12—H121 | 0.9700 |
N11—C12 | 1.493 (6) | C12—H122 | 0.9700 |
N11—H112 | 0.9000 | C13—H131 | 0.9700 |
N11—H111 | 0.9000 | C13—H132 | 0.9700 |
C13—N11—C12 | 111.8 (3) | N11—C12—H122 | 109.5 |
C13—N11—H112 | 109.3 | C13ii—C12—H122 | 109.5 |
C12—N11—H112 | 109.3 | H121—C12—H122 | 108.1 |
C13—N11—H111 | 109.3 | N11—C13—C12ii | 110.6 (4) |
C12—N11—H111 | 109.3 | N11—C13—H131 | 109.5 |
H112—N11—H111 | 107.9 | C12ii—C13—H131 | 109.5 |
N11—C12—C13ii | 110.7 (4) | N11—C13—H132 | 109.5 |
N11—C12—H121 | 109.5 | C12ii—C13—H132 | 109.5 |
C13ii—C12—H121 | 109.5 | H131—C13—H132 | 108.1 |
C13—N11—C12—C13ii | −56.2 (5) | C12—N11—C13—C12ii | 56.2 (5) |
Symmetry codes: (i) −x, −y, −z+1; (ii) −x+1, −y+1, −z+2. |
D—H···A | D—H | H···A | D···A | D—H···A |
N11—H111···I1iii | 0.90 | 2.75 | 3.506 (4) | 142 |
N11—H112···I1 | 0.90 | 2.73 | 3.559 (4) | 154 |
Symmetry code: (iii) x+1, y, z. |
C4H12N22+·2(I−)·I2 | Z = 1 |
Mr = 595.76 | F(000) = 262 |
Triclinic, P1 | Dx = 3.143 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 6.4948 (5) Å | Cell parameters from 2137 reflections |
b = 7.4032 (6) Å | θ = 3.1–29.5° |
c = 8.0819 (5) Å | µ = 9.85 mm−1 |
α = 64.087 (7)° | T = 85 K |
β = 67.276 (7)° | Tabular, red |
γ = 69.593 (7)° | 0.23 × 0.18 × 0.13 mm |
V = 314.73 (5) Å3 |
Xcalibur diffractometer | 1285 independent reflections |
Radiation source: fine-focus sealed tube | 1201 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.022 |
ω–scan | θmax = 26.5°, θmin = 3.1° |
Absorption correction: analytical CrysAlis Pro ver. 171.33.57 (Oxford Diffraction Ltd., 2010) | h = −5→8 |
Tmin = 0.23, Tmax = 0.40 | k = −9→9 |
2215 measured reflections | l = −10→10 |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.022 | H-atom parameters constrained |
wR(F2) = 0.054 | w = 1/[σ^2^(Fo^2^) + (0.0234P)^2^] where P = (Fo^2^ + 2Fc^2^)/3 |
S = 1.15 | (Δ/σ)max < 0.001 |
1285 reflections | Δρmax = 0.95 e Å−3 |
47 parameters | Δρmin = −0.73 e Å−3 |
0 restraints | Extinction correction: SHELXL, Fc^*^=kFc[1+0.001xFc^2^λ^3^/sin(2θ)]^-1/4^ |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0111 (7) |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
Refinement. Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. |
x | y | z | Uiso*/Ueq | ||
I1 | 0.22990 (4) | 0.24178 (4) | 0.80687 (4) | 0.01223 (12) | |
I2 | −0.22355 (5) | 0.07421 (4) | 0.58836 (4) | 0.01320 (12) | |
N11 | 0.6345 (6) | 0.3246 (5) | 0.9450 (5) | 0.0121 (8) | |
H111 | 0.7716 | 0.2460 | 0.9067 | 0.015* | |
H112 | 0.5258 | 0.2685 | 0.9547 | 0.015* | |
C12 | 0.6166 (8) | 0.5371 (7) | 0.7983 (6) | 0.0141 (9) | |
H121 | 0.6279 | 0.5314 | 0.6773 | 0.017* | |
H122 | 0.7418 | 0.5934 | 0.7789 | 0.017* | |
C13 | 0.6073 (7) | 0.3260 (6) | 1.1376 (6) | 0.0119 (9) | |
H131 | 0.7322 | 0.3748 | 1.1304 | 0.014* | |
H132 | 0.6131 | 0.1871 | 1.2302 | 0.014* |
U11 | U22 | U33 | U12 | U13 | U23 | |
I1 | 0.00796 (17) | 0.01262 (17) | 0.01701 (18) | −0.00138 (12) | −0.00322 (12) | −0.00682 (13) |
I2 | 0.01524 (18) | 0.01384 (18) | 0.01107 (17) | −0.00475 (12) | −0.00278 (12) | −0.00437 (13) |
N11 | 0.0088 (18) | 0.0112 (18) | 0.0160 (19) | −0.0011 (15) | −0.0030 (15) | −0.0057 (15) |
C12 | 0.013 (2) | 0.016 (2) | 0.011 (2) | −0.0017 (18) | −0.0031 (18) | −0.0043 (18) |
C13 | 0.010 (2) | 0.011 (2) | 0.014 (2) | −0.0009 (17) | −0.0045 (18) | −0.0039 (18) |
I2—I2i | 2.7608 (6) | C12—C13ii | 1.503 (6) |
N11—C12 | 1.498 (5) | C12—H121 | 0.9700 |
N11—C13 | 1.501 (5) | C12—H122 | 0.9700 |
N11—H111 | 0.9000 | C13—H131 | 0.9700 |
N11—H112 | 0.9000 | C13—H132 | 0.9700 |
C12—N11—C13 | 111.7 (3) | N11—C12—H122 | 109.6 |
C12—N11—H111 | 109.3 | C13ii—C12—H122 | 109.6 |
C13—N11—H111 | 109.3 | H121—C12—H122 | 108.1 |
C12—N11—H112 | 109.3 | N11—C13—C12ii | 110.5 (3) |
C13—N11—H112 | 109.3 | N11—C13—H131 | 109.6 |
H111—N11—H112 | 107.9 | C12ii—C13—H131 | 109.6 |
N11—C12—C13ii | 110.4 (3) | N11—C13—H132 | 109.6 |
N11—C12—H121 | 109.6 | C12ii—C13—H132 | 109.6 |
C13ii—C12—H121 | 109.6 | H131—C13—H132 | 108.1 |
C13—N11—C12—C13ii | −56.7 (5) | C12—N11—C13—C12ii | 56.7 (5) |
Symmetry codes: (i) −x, −y, −z+1; (ii) −x+1, −y+1, −z+2. |
D—H···A | D—H | H···A | D···A | D—H···A |
N11—H111···I1iii | 0.90 | 2.76 | 3.491 (4) | 139 |
N11—H112···I1 | 0.90 | 2.72 | 3.538 (3) | 151 |
Symmetry code: (iii) x+1, y, z. |