Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S160053680302659X/lh6138sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S160053680302659X/lh6138Isup2.hkl |
CCDC reference: 227779
Data collection: XPRESS (MacScience, 1989); cell refinement: DENZO and SCALEPACK (Otwinowski & Minor, 1997); data reduction: DENZO and SCALEPACK; program(s) used to solve structure: SIR97 (Altomare et al., 1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: XP in SHELXTL (Bruker, 1997) and Material Studio (Accelrys, 2002); software used to prepare material for publication: PLATON (Spek, 2002).
(C8H12N)[MnCl3(H2O)2] | F(000) = 1304 |
Mr = 319.51 | Dx = 1.548 Mg m−3 |
Orthorhombic, Pbca | Mo Kα radiation, λ = 0.71069 Å |
Hall symbol: -P 2ac 2ab | Cell parameters from 12699 reflections |
a = 24.959 (2) Å | θ = 1.0–13.3° |
b = 11.951 (1) Å | µ = 1.53 mm−1 |
c = 9.192 (2) Å | T = 110 K |
V = 2741.8 (7) Å3 | Block, colourless |
Z = 8 | 0.50 × 0.20 × 0.15 mm |
DIP2000 diffractometer | 1732 reflections with I > 2σ(I) |
Radiation source: Sealed Tube | Rint = 0.04 |
Graphite monochromator | θmax = 24.8°, θmin = 1.6° |
ω scans | h = −30→30 |
Absorption correction: multi-scan (DENZO and SCALEPACK, Otwinowski & Minor, 1997) | k = −14→14 |
Tmin = 0.520, Tmax = 0.800 | l = −11→11 |
12699 measured reflections | 12699 standard reflections every 1440 min |
2356 independent reflections | intensity decay: 0.0% |
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)] = 0.047 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.127 | w = 1/[σ2(Fo2) + (0.0532P)2 + 6.9025P] where P = (Fo2 + 2Fc2)/3 |
S = 1.07 | (Δ/σ)max = 0.001 |
2356 reflections | Δρmax = 0.51 e Å−3 |
149 parameters | Δρmin = −0.61 e Å−3 |
4 restraints | Extinction correction: SHELXL97, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0082 (6) |
Experimental. X-ray crystallographic data for I were collected from a single-crystal sample, which was mounted on a loop fiber. Data were collected using a DIP 2000 diffractometer, equipped with a imaging plate area detector using the program XPress (MacScience, 1989) and normal focus sealed tube source graphite monochromated Mo—Kα radiation. |
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. Distance DIS1 12.4997 (0.0010) Mn1 - Mn1_$5 $5 = x - 0.5, y, 3.5 - z Least-squares planes (x,y,z in crystal coordinates) and deviations from them (* indicates atom used to define plane) 4.5739 (0.0673) x - 8.1217 (0.0260) y + 6.5294 (0.0188) z = 5.9397 (0.0521) * 0.0020 (0.0045) C10 * 0.0050 (0.0049) C11 * -0.0081 (0.0053) C12 * 0.0041 (0.0054) C13 * 0.0030 (0.0054) C14 * -0.0060 (0.0050) C15 Rms deviation of fitted atoms = 0.0051 |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. |
x | y | z | Uiso*/Ueq | ||
Mn1 | 0.99227 (3) | 0.23618 (5) | 0.71141 (8) | 0.0285 (2) | |
Cl2 | 0.91780 (4) | 0.11096 (9) | 0.79466 (14) | 0.0338 (3) | |
Cl3 | 1.06409 (4) | 0.10877 (9) | 0.79476 (14) | 0.0339 (3) | |
Cl4 | 0.99303 (4) | 0.34617 (8) | 0.95076 (12) | 0.0270 (3) | |
N7 | 0.88703 (16) | −0.0020 (3) | 0.4966 (5) | 0.0391 (10) | |
H71 | 0.9180 | −0.0176 | 0.4465 | 0.047* | |
H72 | 0.8963 | 0.0385 | 0.5779 | 0.047* | |
C8 | 0.8630 (2) | −0.1078 (4) | 0.5437 (7) | 0.0527 (15) | |
H81 | 0.8885 | −0.1485 | 0.6052 | 0.079* | |
H82 | 0.8542 | −0.1533 | 0.4582 | 0.079* | |
H83 | 0.8303 | −0.0925 | 0.5992 | 0.079* | |
C9 | 0.8519 (2) | 0.0698 (5) | 0.4021 (6) | 0.0498 (14) | |
H91 | 0.8713 | 0.1396 | 0.3779 | 0.060* | |
H92 | 0.8446 | 0.0297 | 0.3100 | 0.060* | |
C10 | 0.79976 (19) | 0.0991 (4) | 0.4730 (7) | 0.0452 (14) | |
C11 | 0.7539 (2) | 0.0443 (6) | 0.4374 (8) | 0.0646 (18) | |
H11 | 0.7550 | −0.0135 | 0.3665 | 0.078* | |
C12 | 0.7062 (2) | 0.0709 (6) | 0.5019 (10) | 0.079 (2) | |
H12 | 0.6742 | 0.0332 | 0.4748 | 0.095* | |
C13 | 0.7053 (3) | 0.1530 (7) | 0.6065 (10) | 0.080 (2) | |
H13 | 0.6725 | 0.1709 | 0.6532 | 0.096* | |
C14 | 0.7495 (3) | 0.2080 (6) | 0.6438 (9) | 0.080 (2) | |
H14 | 0.7479 | 0.2646 | 0.7162 | 0.095* | |
C15 | 0.7977 (2) | 0.1832 (5) | 0.5778 (8) | 0.0622 (18) | |
H15 | 0.8292 | 0.2231 | 0.6036 | 0.075* | |
O5 | 0.93236 (15) | 0.3533 (3) | 0.6299 (4) | 0.0423 (9) | |
H51 | 0.927 (3) | 0.351 (6) | 0.534 (2) | 0.090* | |
H52 | 0.934 (3) | 0.426 (2) | 0.650 (8) | 0.090* | |
O6 | 1.05261 (16) | 0.3546 (3) | 0.6334 (4) | 0.0482 (10) | |
H61 | 1.060 (3) | 0.359 (6) | 0.538 (3) | 0.090* | |
H62 | 1.058 (3) | 0.423 (3) | 0.670 (7) | 0.090* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Mn1 | 0.0253 (4) | 0.0174 (4) | 0.0430 (4) | 0.0008 (3) | 0.0003 (3) | 0.0019 (3) |
Cl2 | 0.0298 (6) | 0.0275 (6) | 0.0441 (7) | −0.0102 (4) | −0.0003 (5) | 0.0013 (5) |
Cl3 | 0.0291 (6) | 0.0261 (6) | 0.0466 (7) | 0.0120 (4) | −0.0023 (5) | −0.0018 (5) |
Cl4 | 0.0299 (5) | 0.0149 (5) | 0.0364 (5) | 0.0021 (4) | 0.0014 (5) | −0.0013 (4) |
N7 | 0.021 (2) | 0.039 (2) | 0.057 (3) | −0.0039 (17) | 0.0071 (17) | −0.009 (2) |
C8 | 0.040 (3) | 0.043 (3) | 0.076 (4) | −0.004 (2) | 0.000 (3) | 0.001 (3) |
C9 | 0.036 (3) | 0.050 (3) | 0.063 (4) | 0.002 (2) | 0.005 (3) | 0.000 (3) |
C10 | 0.026 (3) | 0.040 (3) | 0.069 (4) | 0.000 (2) | 0.003 (2) | 0.008 (3) |
C11 | 0.036 (3) | 0.058 (4) | 0.099 (5) | −0.005 (3) | −0.011 (3) | −0.005 (4) |
C12 | 0.025 (3) | 0.070 (5) | 0.142 (8) | −0.006 (3) | −0.007 (4) | 0.034 (5) |
C13 | 0.040 (4) | 0.079 (5) | 0.121 (7) | 0.026 (4) | 0.022 (4) | 0.036 (5) |
C14 | 0.054 (4) | 0.074 (5) | 0.110 (6) | 0.031 (4) | 0.014 (4) | −0.006 (5) |
C15 | 0.039 (3) | 0.055 (4) | 0.093 (5) | 0.008 (3) | 0.003 (3) | −0.011 (4) |
O5 | 0.055 (2) | 0.0259 (17) | 0.046 (2) | 0.0173 (16) | −0.0027 (19) | 0.0012 (19) |
O6 | 0.064 (2) | 0.0338 (19) | 0.047 (2) | −0.0264 (18) | 0.007 (2) | 0.0002 (19) |
Mn1—O5 | 2.180 (3) | C9—H92 | 0.99 |
Mn1—O6 | 2.187 (3) | C10—C11 | 1.358 (8) |
Mn1—Cl3 | 2.4737 (12) | C10—C15 | 1.393 (8) |
Mn1—Cl2 | 2.5061 (12) | C11—C12 | 1.369 (9) |
Mn1—Cl4 | 2.5629 (13) | C11—H11 | 0.95 |
Mn1—Cl4i | 2.5902 (13) | C12—C13 | 1.375 (11) |
Cl4—Mn1ii | 2.5902 (13) | C12—H12 | 0.95 |
N7—C8 | 1.465 (6) | C13—C14 | 1.328 (10) |
N7—C9 | 1.503 (7) | C13—H13 | 0.95 |
N7—H71 | 0.92 | C14—C15 | 1.379 (8) |
N7—H72 | 0.92 | C14—H14 | 0.95 |
C8—H81 | 0.98 | C15—H15 | 0.95 |
C8—H82 | 0.98 | O5—H51 | 0.89 (2) |
C8—H83 | 0.98 | O5—H52 | 0.89 (2) |
C9—C10 | 1.497 (7) | O6—H61 | 0.90 (2) |
C9—H91 | 0.99 | O6—H62 | 0.90 (2) |
O5—Mn1—O6 | 86.82 (16) | C10—C9—H91 | 109 |
O5—Mn1—Cl3 | 176.70 (11) | N7—C9—H91 | 109 |
O6—Mn1—Cl3 | 90.05 (12) | C10—C9—H92 | 109 |
O5—Mn1—Cl2 | 88.82 (11) | N7—C9—H92 | 109 |
O6—Mn1—Cl2 | 175.63 (12) | H91—C9—H92 | 107.8 |
Cl3—Mn1—Cl2 | 94.32 (4) | C11—C10—C15 | 118.9 (5) |
O5—Mn1—Cl4 | 88.33 (10) | C11—C10—C9 | 121.0 (6) |
O6—Mn1—Cl4 | 86.83 (11) | C15—C10—C9 | 120.2 (5) |
CL3—Mn1—Cl4 | 92.55 (4) | C10—C11—C12 | 121.2 (6) |
Cl2—Mn1—Cl4 | 92.84 (4) | C10—C11—H11 | 119.4 |
O5—Mn1—Cl4i | 86.05 (11) | C12—C11—H11 | 119.4 |
O6—Mn1—Cl4i | 86.41 (11) | C11—C12—C13 | 118.8 (6) |
Cl3—Mn1—Cl4i | 92.71 (4) | C11—C12—H12 | 120.6 |
Cl2—Mn1—Cl4i | 93.49 (4) | C13—C12—H12 | 120.6 |
Cl4—Mn1—Cl4i | 171.44 (3) | C14—C13—C12 | 121.4 (6) |
Mn1—CL4—Mn1ii | 126.81 (4) | C14—C13—H13 | 119.3 |
C8—N7—C9 | 115.1 (4) | C12—C13—H13 | 119.3 |
C8—N7—H71 | 108.5 | C13—C14—C15 | 120.3 (7) |
C9—N7—H71 | 108.5 | C13—C14—H14 | 119.9 |
C8—N7—H72 | 108.5 | C15—C14—H14 | 119.9 |
C9—N7—H72 | 108.5 | C14—C15—C10 | 119.5 (6) |
H71—N7—H72 | 107.5 | C14—C15—H15 | 120.3 |
N7—C8—H81 | 109.5 | C10—C15—H15 | 120.3 |
N7—C8—H82 | 109.5 | Mn1—O5—H51 | 115 (5) |
H81—C8—H82 | 109.5 | Mn1—O5—H52 | 121 (5) |
N7—C8—H83 | 109.5 | H51—O5—H52 | 104 (7) |
H81—C8—H83 | 109.5 | Mn1—O6—H61 | 120 (5) |
H82—C8—H83 | 109.5 | Mn1—O6—H62 | 125 (5) |
C10—C9—N7 | 112.9 (5) | H61—O6—H62 | 106 (6) |
O5—Mn1—Cl4—Mn1ii | 135.82 (11) | C8—N7—C9—C10 | 57.5 (6) |
O6—Mn1—Cl4—Mn1ii | −137.27 (13) | N7—C9—C10—C11 | −101.3 (7) |
Cl3—Mn1—Cl4—Mn1ii | −47.37 (7) | N7—C9—C10—C15 | 78.3 (7) |
Cl2—Mn1—Cl4—Mn1ii | 47.09 (7) | C9—C10—C15—C14 | −179.0 (6) |
Symmetry codes: (i) x, −y+1/2, z−1/2; (ii) x, −y+1/2, z+1/2. |
D—H···A | D—H | H···A | D···A | D—H···A |
N7—H71···Cl3iii | 0.92 | 2.51 | 3.208 (4) | 133 |
N7—H71···Cl4i | 0.92 | 2.78 | 3.263 (4) | 114 |
N7—H72···Cl2 | 0.92 | 2.24 | 3.149 (4) | 171 |
O5—H51···Cl2i | 0.89 (2) | 2.26 (3) | 3.133 (4) | 167 (7) |
O5—H52···Cl3iv | 0.89 (2) | 2.24 (2) | 3.132 (4) | 178 (7) |
O6—H61···Cl3i | 0.90 (2) | 2.27 (2) | 3.156 (4) | 169 (7) |
O6—H62···Cl2iv | 0.90 (2) | 2.34 (3) | 3.221 (4) | 165 (6) |
Symmetry codes: (i) x, −y+1/2, z−1/2; (iii) −x+2, −y, −z+1; (iv) −x+2, y+1/2, −z+3/2. |