Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807022118/tk2152sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807022118/tk2152Isup2.hkl |
CCDC reference: 650615
Data collection: SMART (Siemens, 1996); cell refinement: SMART; data reduction: SAINT (Siemens, 1996); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b); software used to prepare material for publication: SHELXTL.
[Cr(C11H15N2O2)2]Cl | F(000) = 1052 |
Mr = 501.95 | Dx = 1.452 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 1628 reflections |
a = 9.818 (7) Å | θ = 3.6–26.2° |
b = 24.895 (18) Å | µ = 0.65 mm−1 |
c = 10.431 (7) Å | T = 298 K |
β = 115.724 (11)° | Prism, dark-blue |
V = 2297 (3) Å3 | 0.37 × 0.25 × 0.13 mm |
Z = 4 |
Bruker SMART CCD diffractometer | 4052 independent reflections |
Radiation source: fine-focus sealed tube | 2404 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.069 |
φ and ω scans | θmax = 25.0°, θmin = 1.6° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −9→11 |
Tmin = 0.795, Tmax = 0.920 | k = −27→29 |
12142 measured reflections | l = −12→12 |
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)] = 0.056 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.159 | H-atom parameters constrained |
S = 0.93 | w = 1/[σ2(Fo2) + (0.0833P)2] where P = (Fo2 + 2Fc2)/3 |
4052 reflections | (Δ/σ)max = 0.001 |
289 parameters | Δρmax = 0.69 e Å−3 |
0 restraints | Δρmin = −0.38 e Å−3 |
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. |
Refinement. 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 | ||
Cr1 | 0.25210 (7) | 0.86498 (3) | 0.13517 (7) | 0.0302 (2) | |
Cl1 | 0.50308 (18) | 1.01183 (7) | 0.30601 (18) | 0.0911 (6) | |
N1 | 0.3933 (4) | 0.82192 (16) | 0.2822 (4) | 0.0457 (9) | |
N2 | 0.2551 (4) | 0.91144 (16) | 0.2953 (4) | 0.0516 (10) | |
H2 | 0.3172 | 0.9397 | 0.3042 | 0.062* | |
N3 | 0.1135 (4) | 0.91079 (15) | −0.0096 (4) | 0.0481 (10) | |
N4 | 0.4110 (4) | 0.90866 (15) | 0.1117 (4) | 0.0498 (10) | |
H4 | 0.4390 | 0.9351 | 0.1785 | 0.060* | |
O1 | 0.2498 (3) | 0.82024 (13) | −0.0119 (3) | 0.0526 (9) | |
O2 | 0.1913 (5) | 1.01963 (18) | 0.3841 (5) | 0.1013 (14) | |
H2A | 0.2764 | 1.0124 | 0.3929 | 0.152* | |
O3 | 0.0969 (3) | 0.82347 (13) | 0.1474 (3) | 0.0524 (9) | |
O4 | 0.7463 (4) | 0.94778 (18) | 0.2451 (5) | 0.0915 (13) | |
H4A | 0.6836 | 0.9672 | 0.2542 | 0.137* | |
C1 | 0.4267 (5) | 0.7730 (2) | 0.2684 (5) | 0.0485 (12) | |
H1 | 0.4802 | 0.7536 | 0.3515 | 0.058* | |
C2 | 0.3894 (5) | 0.74622 (19) | 0.1388 (5) | 0.0474 (12) | |
C3 | 0.3107 (5) | 0.7715 (2) | 0.0057 (5) | 0.0489 (12) | |
C4 | 0.2981 (5) | 0.7433 (2) | −0.1163 (5) | 0.0559 (13) | |
H4B | 0.2491 | 0.7594 | −0.2052 | 0.067* | |
C5 | 0.3572 (6) | 0.6924 (2) | −0.1061 (6) | 0.0624 (15) | |
H5 | 0.3492 | 0.6755 | −0.1885 | 0.075* | |
C6 | 0.4282 (6) | 0.6655 (2) | 0.0229 (6) | 0.0678 (15) | |
H6 | 0.4628 | 0.6305 | 0.0278 | 0.081* | |
C7 | 0.4448 (6) | 0.6930 (2) | 0.1420 (6) | 0.0617 (14) | |
H7 | 0.4947 | 0.6761 | 0.2298 | 0.074* | |
C8 | 0.4548 (6) | 0.8475 (2) | 0.4234 (5) | 0.0583 (14) | |
H8A | 0.5385 | 0.8710 | 0.4359 | 0.070* | |
H8B | 0.4902 | 0.8206 | 0.4980 | 0.070* | |
C9 | 0.3280 (6) | 0.8789 (2) | 0.4276 (6) | 0.0681 (16) | |
H9A | 0.3657 | 0.9023 | 0.5100 | 0.082* | |
H9B | 0.2545 | 0.8546 | 0.4352 | 0.082* | |
C10 | 0.1088 (5) | 0.9338 (2) | 0.2808 (6) | 0.0679 (16) | |
H10A | 0.0443 | 0.9042 | 0.2802 | 0.082* | |
H10B | 0.0600 | 0.9517 | 0.1893 | 0.082* | |
C11 | 0.1191 (6) | 0.9727 (2) | 0.3942 (6) | 0.0699 (16) | |
H11A | 0.0184 | 0.9812 | 0.3838 | 0.084* | |
H11B | 0.1752 | 0.9566 | 0.4871 | 0.084* | |
C12 | −0.0285 (6) | 0.9027 (2) | −0.0850 (5) | 0.0500 (12) | |
H12 | −0.0806 | 0.9263 | −0.1595 | 0.060* | |
C13 | −0.1113 (5) | 0.8596 (2) | −0.0611 (5) | 0.0512 (13) | |
C14 | −0.0442 (5) | 0.82189 (19) | 0.0506 (5) | 0.0467 (12) | |
C15 | −0.1380 (6) | 0.7813 (2) | 0.0615 (5) | 0.0567 (14) | |
H15 | −0.0965 | 0.7560 | 0.1337 | 0.068* | |
C16 | −0.2870 (6) | 0.7777 (2) | −0.0292 (6) | 0.0695 (16) | |
H16 | −0.3451 | 0.7502 | −0.0181 | 0.083* | |
C17 | −0.3539 (6) | 0.8150 (3) | −0.1395 (6) | 0.0751 (18) | |
H17 | −0.4559 | 0.8125 | −0.2018 | 0.090* | |
C18 | −0.2654 (6) | 0.8554 (2) | −0.1540 (5) | 0.0663 (16) | |
H18 | −0.3089 | 0.8804 | −0.2268 | 0.080* | |
C19 | 0.1869 (6) | 0.9559 (2) | −0.0437 (6) | 0.0596 (14) | |
H19A | 0.2011 | 0.9855 | 0.0214 | 0.072* | |
H19B | 0.1260 | 0.9683 | −0.1400 | 0.072* | |
C20 | 0.3375 (6) | 0.9352 (2) | −0.0289 (6) | 0.0644 (15) | |
H20A | 0.3232 | 0.9098 | −0.1042 | 0.077* | |
H20B | 0.3995 | 0.9646 | −0.0345 | 0.077* | |
C21 | 0.5518 (6) | 0.8802 (2) | 0.1299 (6) | 0.0620 (15) | |
H21A | 0.5253 | 0.8531 | 0.0561 | 0.074* | |
H21B | 0.5925 | 0.8617 | 0.2207 | 0.074* | |
C22 | 0.6742 (6) | 0.9151 (2) | 0.1242 (6) | 0.0621 (14) | |
H22A | 0.7492 | 0.8924 | 0.1142 | 0.074* | |
H22B | 0.6304 | 0.9379 | 0.0406 | 0.074* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cr1 | 0.0249 (4) | 0.0285 (4) | 0.0354 (4) | −0.0005 (3) | 0.0114 (3) | 0.0015 (3) |
Cl1 | 0.0885 (12) | 0.0762 (11) | 0.1075 (13) | −0.0192 (9) | 0.0415 (10) | −0.0300 (10) |
N1 | 0.043 (2) | 0.043 (3) | 0.052 (2) | −0.0001 (18) | 0.0207 (19) | 0.002 (2) |
N2 | 0.041 (2) | 0.051 (3) | 0.056 (3) | −0.0012 (18) | 0.016 (2) | −0.005 (2) |
N3 | 0.041 (3) | 0.043 (2) | 0.059 (3) | 0.0025 (18) | 0.021 (2) | 0.004 (2) |
N4 | 0.047 (2) | 0.041 (2) | 0.060 (3) | 0.0055 (18) | 0.023 (2) | 0.008 (2) |
O1 | 0.053 (2) | 0.049 (2) | 0.053 (2) | 0.0060 (16) | 0.0198 (17) | 0.0023 (16) |
O2 | 0.101 (3) | 0.077 (3) | 0.122 (4) | 0.008 (3) | 0.045 (3) | −0.011 (3) |
O3 | 0.046 (2) | 0.050 (2) | 0.059 (2) | −0.0044 (15) | 0.0204 (18) | 0.0051 (16) |
O4 | 0.054 (3) | 0.109 (4) | 0.103 (3) | −0.016 (2) | 0.027 (2) | −0.022 (3) |
C1 | 0.047 (3) | 0.048 (3) | 0.051 (3) | −0.001 (2) | 0.022 (2) | 0.009 (2) |
C2 | 0.044 (3) | 0.044 (3) | 0.054 (3) | −0.003 (2) | 0.021 (2) | 0.004 (2) |
C3 | 0.038 (3) | 0.047 (3) | 0.064 (3) | −0.007 (2) | 0.024 (3) | −0.004 (3) |
C4 | 0.054 (3) | 0.057 (4) | 0.055 (3) | −0.002 (3) | 0.022 (3) | −0.007 (3) |
C5 | 0.062 (4) | 0.060 (4) | 0.068 (4) | −0.007 (3) | 0.030 (3) | −0.023 (3) |
C6 | 0.081 (4) | 0.047 (4) | 0.077 (4) | 0.004 (3) | 0.036 (3) | −0.001 (3) |
C7 | 0.071 (4) | 0.045 (3) | 0.071 (4) | 0.002 (3) | 0.034 (3) | 0.006 (3) |
C8 | 0.062 (4) | 0.057 (4) | 0.047 (3) | 0.006 (3) | 0.016 (3) | −0.003 (3) |
C9 | 0.071 (4) | 0.073 (4) | 0.056 (3) | 0.003 (3) | 0.023 (3) | −0.007 (3) |
C10 | 0.045 (3) | 0.079 (4) | 0.076 (4) | 0.006 (3) | 0.023 (3) | −0.015 (3) |
C11 | 0.065 (4) | 0.075 (4) | 0.066 (4) | 0.011 (3) | 0.025 (3) | −0.008 (3) |
C12 | 0.048 (3) | 0.050 (3) | 0.049 (3) | 0.007 (2) | 0.018 (3) | 0.000 (2) |
C13 | 0.040 (3) | 0.061 (4) | 0.049 (3) | 0.000 (2) | 0.016 (2) | −0.006 (3) |
C14 | 0.041 (3) | 0.050 (3) | 0.049 (3) | −0.004 (2) | 0.020 (2) | −0.009 (2) |
C15 | 0.052 (4) | 0.053 (3) | 0.069 (3) | −0.007 (2) | 0.030 (3) | −0.005 (3) |
C16 | 0.056 (4) | 0.065 (4) | 0.088 (4) | −0.017 (3) | 0.032 (3) | −0.013 (3) |
C17 | 0.045 (4) | 0.094 (5) | 0.076 (4) | −0.022 (3) | 0.016 (3) | −0.023 (4) |
C18 | 0.047 (3) | 0.088 (5) | 0.057 (3) | −0.003 (3) | 0.016 (3) | −0.006 (3) |
C19 | 0.054 (3) | 0.042 (3) | 0.078 (4) | 0.001 (2) | 0.025 (3) | 0.014 (3) |
C20 | 0.050 (3) | 0.065 (4) | 0.078 (4) | 0.000 (3) | 0.027 (3) | 0.025 (3) |
C21 | 0.050 (3) | 0.054 (4) | 0.089 (4) | 0.003 (2) | 0.036 (3) | 0.008 (3) |
C22 | 0.047 (3) | 0.061 (4) | 0.084 (4) | 0.004 (3) | 0.035 (3) | 0.007 (3) |
Cr1—O1 | 1.888 (3) | C7—H7 | 0.9300 |
Cr1—O3 | 1.891 (3) | C8—C9 | 1.486 (7) |
Cr1—N1 | 1.891 (4) | C8—H8A | 0.9700 |
Cr1—N3 | 1.910 (4) | C8—H8B | 0.9700 |
Cr1—N4 | 2.002 (4) | C9—H9A | 0.9700 |
Cr1—N2 | 2.022 (4) | C9—H9B | 0.9700 |
N1—C1 | 1.285 (6) | C10—C11 | 1.498 (7) |
N1—C8 | 1.473 (6) | C10—H10A | 0.9700 |
N2—C10 | 1.485 (6) | C10—H10B | 0.9700 |
N2—C9 | 1.489 (6) | C11—H11A | 0.9700 |
N2—H2 | 0.9100 | C11—H11B | 0.9700 |
N3—C12 | 1.285 (5) | C12—C13 | 1.432 (7) |
N3—C19 | 1.460 (6) | C12—H12 | 0.9300 |
N4—C20 | 1.480 (6) | C13—C18 | 1.402 (6) |
N4—C21 | 1.491 (6) | C13—C14 | 1.416 (6) |
N4—H4 | 0.9100 | C14—C15 | 1.404 (6) |
O1—C3 | 1.330 (6) | C15—C16 | 1.357 (7) |
O2—C11 | 1.394 (7) | C15—H15 | 0.9300 |
O2—H2A | 0.8200 | C16—C17 | 1.399 (8) |
O3—C14 | 1.314 (5) | C16—H16 | 0.9300 |
O4—C22 | 1.406 (6) | C17—C18 | 1.380 (7) |
O4—H4A | 0.8200 | C17—H17 | 0.9300 |
C1—C2 | 1.406 (6) | C18—H18 | 0.9300 |
C1—H1 | 0.9300 | C19—C20 | 1.510 (7) |
C2—C3 | 1.410 (6) | C19—H19A | 0.9700 |
C2—C7 | 1.428 (7) | C19—H19B | 0.9700 |
C3—C4 | 1.410 (6) | C20—H20A | 0.9700 |
C4—C5 | 1.379 (7) | C20—H20B | 0.9700 |
C4—H4B | 0.9300 | C21—C22 | 1.505 (7) |
C5—C6 | 1.389 (7) | C21—H21A | 0.9700 |
C5—H5 | 0.9300 | C21—H21B | 0.9700 |
C6—C7 | 1.365 (7) | C22—H22A | 0.9700 |
C6—H6 | 0.9300 | C22—H22B | 0.9700 |
O1—Cr1—O3 | 90.37 (14) | C8—C9—N2 | 109.3 (4) |
O1—Cr1—N1 | 94.02 (16) | C8—C9—H9A | 109.8 |
O3—Cr1—N1 | 87.95 (15) | N2—C9—H9A | 109.8 |
O1—Cr1—N3 | 87.52 (16) | C8—C9—H9B | 109.8 |
O3—Cr1—N3 | 93.51 (16) | N2—C9—H9B | 109.8 |
N1—Cr1—N3 | 177.87 (17) | H9A—C9—H9B | 108.3 |
O1—Cr1—N4 | 87.49 (15) | N2—C10—C11 | 115.5 (4) |
O3—Cr1—N4 | 177.15 (15) | N2—C10—H10A | 108.4 |
N1—Cr1—N4 | 94.07 (16) | C11—C10—H10A | 108.4 |
N3—Cr1—N4 | 84.52 (16) | N2—C10—H10B | 108.4 |
O1—Cr1—N2 | 178.72 (15) | C11—C10—H10B | 108.4 |
O3—Cr1—N2 | 88.85 (15) | H10A—C10—H10B | 107.5 |
N1—Cr1—N2 | 84.94 (17) | O2—C11—C10 | 110.1 (5) |
N3—Cr1—N2 | 93.54 (16) | O2—C11—H11A | 109.6 |
N4—Cr1—N2 | 93.32 (16) | C10—C11—H11A | 109.6 |
C1—N1—C8 | 120.6 (4) | O2—C11—H11B | 109.6 |
C1—N1—Cr1 | 125.4 (3) | C10—C11—H11B | 109.6 |
C8—N1—Cr1 | 113.8 (3) | H11A—C11—H11B | 108.2 |
C10—N2—C9 | 110.7 (4) | N3—C12—C13 | 123.9 (4) |
C10—N2—Cr1 | 117.6 (3) | N3—C12—H12 | 118.0 |
C9—N2—Cr1 | 106.4 (3) | C13—C12—H12 | 118.0 |
C10—N2—H2 | 107.2 | C18—C13—C14 | 119.8 (5) |
C9—N2—H2 | 107.2 | C18—C13—C12 | 117.3 (5) |
Cr1—N2—H2 | 107.2 | C14—C13—C12 | 122.9 (4) |
C12—N3—C19 | 119.4 (4) | O3—C14—C15 | 118.0 (4) |
C12—N3—Cr1 | 127.0 (3) | O3—C14—C13 | 124.8 (4) |
C19—N3—Cr1 | 113.3 (3) | C15—C14—C13 | 117.1 (5) |
C20—N4—C21 | 111.4 (4) | C16—C15—C14 | 122.5 (5) |
C20—N4—Cr1 | 107.1 (3) | C16—C15—H15 | 118.7 |
C21—N4—Cr1 | 117.1 (3) | C14—C15—H15 | 118.7 |
C20—N4—H4 | 106.9 | C15—C16—C17 | 120.6 (5) |
C21—N4—H4 | 106.9 | C15—C16—H16 | 119.7 |
Cr1—N4—H4 | 106.9 | C17—C16—H16 | 119.7 |
C3—O1—Cr1 | 125.5 (3) | C18—C17—C16 | 118.7 (5) |
C11—O2—H2A | 109.5 | C18—C17—H17 | 120.6 |
C14—O3—Cr1 | 125.2 (3) | C16—C17—H17 | 120.6 |
C22—O4—H4A | 109.5 | C17—C18—C13 | 121.3 (5) |
N1—C1—C2 | 125.8 (5) | C17—C18—H18 | 119.3 |
N1—C1—H1 | 117.1 | C13—C18—H18 | 119.3 |
C2—C1—H1 | 117.1 | N3—C19—C20 | 106.1 (4) |
C1—C2—C3 | 122.5 (4) | N3—C19—H19A | 110.5 |
C1—C2—C7 | 118.7 (5) | C20—C19—H19A | 110.5 |
C3—C2—C7 | 118.5 (5) | N3—C19—H19B | 110.5 |
O1—C3—C2 | 124.3 (4) | C20—C19—H19B | 110.5 |
O1—C3—C4 | 118.1 (4) | H19A—C19—H19B | 108.7 |
C2—C3—C4 | 117.6 (5) | N4—C20—C19 | 106.7 (4) |
C5—C4—C3 | 121.2 (5) | N4—C20—H20A | 110.4 |
C5—C4—H4B | 119.4 | C19—C20—H20A | 110.4 |
C3—C4—H4B | 119.4 | N4—C20—H20B | 110.4 |
C4—C5—C6 | 122.4 (5) | C19—C20—H20B | 110.4 |
C4—C5—H5 | 118.8 | H20A—C20—H20B | 108.6 |
C6—C5—H5 | 118.8 | N4—C21—C22 | 115.6 (4) |
C7—C6—C5 | 116.9 (5) | N4—C21—H21A | 108.4 |
C7—C6—H6 | 121.6 | C22—C21—H21A | 108.4 |
C5—C6—H6 | 121.6 | N4—C21—H21B | 108.4 |
C6—C7—C2 | 123.4 (5) | C22—C21—H21B | 108.4 |
C6—C7—H7 | 118.3 | H21A—C21—H21B | 107.4 |
C2—C7—H7 | 118.3 | O4—C22—C21 | 113.5 (4) |
N1—C8—C9 | 105.8 (4) | O4—C22—H22A | 108.9 |
N1—C8—H8A | 110.6 | C21—C22—H22A | 108.9 |
C9—C8—H8A | 110.6 | O4—C22—H22B | 108.9 |
N1—C8—H8B | 110.6 | C21—C22—H22B | 108.9 |
C9—C8—H8B | 110.6 | H22A—C22—H22B | 107.7 |
H8A—C8—H8B | 108.7 | ||
O1—Cr1—N1—C1 | −17.2 (4) | Cr1—O1—C3—C4 | 179.7 (3) |
O3—Cr1—N1—C1 | 73.0 (4) | C1—C2—C3—O1 | −7.8 (7) |
N4—Cr1—N1—C1 | −104.9 (4) | C7—C2—C3—O1 | 177.9 (4) |
N2—Cr1—N1—C1 | 162.1 (4) | C1—C2—C3—C4 | 171.2 (4) |
O1—Cr1—N1—C8 | 168.6 (3) | C7—C2—C3—C4 | −3.1 (7) |
O3—Cr1—N1—C8 | −101.1 (3) | O1—C3—C4—C5 | −179.3 (4) |
N4—Cr1—N1—C8 | 80.9 (3) | C2—C3—C4—C5 | 1.7 (7) |
N2—Cr1—N1—C8 | −12.1 (3) | C3—C4—C5—C6 | 1.7 (8) |
O3—Cr1—N2—C10 | −51.6 (4) | C4—C5—C6—C7 | −3.5 (8) |
N1—Cr1—N2—C10 | −139.6 (4) | C5—C6—C7—C2 | 1.9 (8) |
N3—Cr1—N2—C10 | 41.8 (4) | C1—C2—C7—C6 | −173.2 (5) |
N4—Cr1—N2—C10 | 126.6 (4) | C3—C2—C7—C6 | 1.4 (7) |
O3—Cr1—N2—C9 | 73.2 (3) | C1—N1—C8—C9 | −138.4 (5) |
N1—Cr1—N2—C9 | −14.8 (3) | Cr1—N1—C8—C9 | 36.1 (5) |
N3—Cr1—N2—C9 | 166.7 (3) | N1—C8—C9—N2 | −48.3 (6) |
N4—Cr1—N2—C9 | −108.6 (3) | C10—N2—C9—C8 | 167.6 (4) |
O1—Cr1—N3—C12 | 76.2 (4) | Cr1—N2—C9—C8 | 38.7 (5) |
O3—Cr1—N3—C12 | −14.0 (4) | C9—N2—C10—C11 | 63.8 (6) |
N4—Cr1—N3—C12 | 163.9 (4) | Cr1—N2—C10—C11 | −173.6 (4) |
N2—Cr1—N3—C12 | −103.1 (4) | N2—C10—C11—O2 | 67.3 (6) |
O1—Cr1—N3—C19 | −96.7 (3) | C19—N3—C12—C13 | 179.7 (4) |
O3—Cr1—N3—C19 | 173.1 (3) | Cr1—N3—C12—C13 | 7.3 (7) |
N4—Cr1—N3—C19 | −9.0 (3) | N3—C12—C13—C18 | −178.9 (5) |
N2—Cr1—N3—C19 | 84.1 (3) | N3—C12—C13—C14 | 1.1 (7) |
O1—Cr1—N4—C20 | 68.0 (3) | Cr1—O3—C14—C15 | 167.4 (3) |
N1—Cr1—N4—C20 | 161.9 (3) | Cr1—O3—C14—C13 | −15.5 (6) |
N3—Cr1—N4—C20 | −19.7 (3) | C18—C13—C14—O3 | −176.7 (4) |
N2—Cr1—N4—C20 | −113.0 (3) | C12—C13—C14—O3 | 3.3 (7) |
O1—Cr1—N4—C21 | −57.8 (4) | C18—C13—C14—C15 | 0.4 (7) |
N1—Cr1—N4—C21 | 36.1 (4) | C12—C13—C14—C15 | −179.6 (4) |
N3—Cr1—N4—C21 | −145.5 (4) | O3—C14—C15—C16 | 177.0 (5) |
N2—Cr1—N4—C21 | 121.2 (4) | C13—C14—C15—C16 | −0.3 (7) |
O3—Cr1—O1—C3 | −76.9 (4) | C14—C15—C16—C17 | 0.1 (8) |
N1—Cr1—O1—C3 | 11.1 (4) | C15—C16—C17—C18 | 0.0 (8) |
N3—Cr1—O1—C3 | −170.4 (4) | C16—C17—C18—C13 | 0.1 (8) |
N4—Cr1—O1—C3 | 105.0 (4) | C14—C13—C18—C17 | −0.3 (8) |
O1—Cr1—O3—C14 | −69.8 (4) | C12—C13—C18—C17 | 179.7 (5) |
N1—Cr1—O3—C14 | −163.8 (4) | C12—N3—C19—C20 | −138.6 (4) |
N3—Cr1—O3—C14 | 17.7 (4) | Cr1—N3—C19—C20 | 34.9 (5) |
N2—Cr1—O3—C14 | 111.2 (4) | C21—N4—C20—C19 | 172.3 (4) |
C8—N1—C1—C2 | −172.4 (4) | Cr1—N4—C20—C19 | 43.2 (5) |
Cr1—N1—C1—C2 | 13.8 (7) | N3—C19—C20—N4 | −50.5 (5) |
N1—C1—C2—C3 | 1.1 (7) | C20—N4—C21—C22 | 61.5 (6) |
N1—C1—C2—C7 | 175.4 (4) | Cr1—N4—C21—C22 | −174.9 (4) |
Cr1—O1—C3—C2 | −1.3 (6) | N4—C21—C22—O4 | 72.1 (6) |
D—H···A | D—H | H···A | D···A | D—H···A |
N2—H2···Cl1 | 0.91 | 2.55 | 3.457 (5) | 172 |
N4—H4···Cl1 | 0.91 | 2.26 | 3.152 (4) | 168 |
O2—H2A···Cl1 | 0.82 | 2.74 | 3.498 (5) | 154 |
O4—H4A···Cl1 | 0.82 | 2.35 | 3.157 (5) | 170 |