research papers
In the title compound, [Fe(C10H8N2)3](C9H5N4O)2·2H2O, the chiral cations lie across twofold rotation axes in the space group C2/c. The anions and the water molecules are linked by two independent O—HN hydrogen bonds to form C22(8) chains, and these chains are linked by the cations via C—HN and C—HO hydrogen bonds to form two interpenetrating three-dimensional frameworks, each of which contains only one enantiomeric form of the chiral cation.
Keywords: crystal structure; hydrogen bonding; tris(2,2′-bipyridine)iron(II); 1,1,3,3-tetracyano-2-ethoxypropenide; interpenetrating chiral frameworks; polynitrile ligands; spin crossover (SCO) phenomenon.
Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S2053229614008092/yf3061sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S2053229614008092/yf3061Isup2.hkl |
CCDC reference: 996644
Computing details top
Data collection: APEX2 (Bruker, 2009); cell refinement: APEX2 and SAINT (Bruker, 2009); data reduction: SAINT (Bruker, 2009); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: PLATON (Spek, 2009); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008) and PLATON (Spek, 2009).
Tris(2,2'-bipyridine)iron(II) bis(1,1,3,3-tetracyano-2-ethoxypropenide)
dihydrate top
Crystal data top
[Fe(C10H8N2)3](C9H5N4O)2·2H2O | F(000) = 1928 |
Mr = 930.77 | Dx = 1.366 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -C 2yc | Cell parameters from 9124 reflections |
a = 20.273 (4) Å | θ = 3.3–34.8° |
b = 12.4463 (6) Å | µ = 0.40 mm−1 |
c = 19.4907 (16) Å | T = 150 K |
β = 113.080 (9)° | Block, red |
V = 4524.3 (9) Å3 | 0.16 × 0.10 × 0.05 mm |
Z = 4 |
Data collection top
Bruker APEXII CCD diffractometer | 5991 independent reflections |
Radiation source: fine-focus sealed tube | 4305 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.072 |
φ & ω scans | θmax = 29.0°, θmin = 2.1° |
Absorption correction: multi-scan (SADABS; Sheldrick, 2003) | h = −27→24 |
Tmin = 0.842, Tmax = 0.981 | k = −16→16 |
17754 measured reflections | l = −26→26 |
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)] = 0.065 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.135 | H-atom parameters constrained |
S = 1.09 | w = 1/[σ2(Fo2) + (0.0494P)2 + 3.4815P] where P = (Fo2 + 2Fc2)/3 |
5991 reflections | (Δ/σ)max = 0.001 |
304 parameters | Δρmax = 0.36 e Å−3 |
0 restraints | Δρmin = −0.45 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
x | y | z | Uiso*/Ueq | ||
Fe1 | 0.5000 | 0.63612 (4) | 0.7500 | 0.01652 (13) | |
N11 | 0.43186 (10) | 0.64656 (16) | 0.64498 (11) | 0.0198 (4) | |
C12 | 0.44707 (12) | 0.72318 (19) | 0.60388 (13) | 0.0209 (5) | |
C13 | 0.40172 (14) | 0.7440 (2) | 0.53006 (14) | 0.0279 (6) | |
H13 | 0.4140 | 0.7972 | 0.5021 | 0.033* | |
C14 | 0.33899 (13) | 0.6865 (2) | 0.49812 (14) | 0.0294 (6) | |
H14 | 0.3069 | 0.7005 | 0.4482 | 0.035* | |
C15 | 0.32346 (13) | 0.6082 (2) | 0.53967 (14) | 0.0297 (6) | |
H15 | 0.2807 | 0.5672 | 0.5186 | 0.036* | |
C16 | 0.37092 (13) | 0.5900 (2) | 0.61239 (14) | 0.0260 (6) | |
H16 | 0.3600 | 0.5354 | 0.6404 | 0.031* | |
N21 | 0.54926 (10) | 0.74922 (16) | 0.71649 (11) | 0.0202 (4) | |
C22 | 0.51385 (12) | 0.7822 (2) | 0.64485 (13) | 0.0213 (5) | |
C23 | 0.53931 (14) | 0.8649 (2) | 0.61423 (15) | 0.0304 (6) | |
H23 | 0.5134 | 0.8866 | 0.5641 | 0.037* | |
C24 | 0.60281 (14) | 0.9153 (2) | 0.65759 (16) | 0.0332 (6) | |
H24 | 0.6209 | 0.9726 | 0.6379 | 0.040* | |
C25 | 0.63942 (14) | 0.8809 (2) | 0.72990 (16) | 0.0326 (6) | |
H25 | 0.6837 | 0.9133 | 0.7603 | 0.039* | |
C26 | 0.61112 (13) | 0.7992 (2) | 0.75755 (15) | 0.0274 (6) | |
H26 | 0.6363 | 0.7771 | 0.8078 | 0.033* | |
N31 | 0.55029 (10) | 0.51615 (16) | 0.72530 (10) | 0.0192 (4) | |
C32 | 0.52812 (12) | 0.4162 (2) | 0.73492 (12) | 0.0198 (5) | |
C33 | 0.55661 (13) | 0.3240 (2) | 0.71713 (14) | 0.0256 (6) | |
H33 | 0.5398 | 0.2552 | 0.7241 | 0.031* | |
C34 | 0.60933 (14) | 0.3325 (2) | 0.68938 (15) | 0.0306 (6) | |
H34 | 0.6288 | 0.2703 | 0.6762 | 0.037* | |
C35 | 0.63307 (13) | 0.4337 (2) | 0.68120 (14) | 0.0292 (6) | |
H35 | 0.6701 | 0.4419 | 0.6633 | 0.035* | |
C36 | 0.60264 (13) | 0.5230 (2) | 0.69927 (14) | 0.0246 (6) | |
H36 | 0.6194 | 0.5921 | 0.6931 | 0.030* | |
C41 | 0.29850 (14) | 0.7499 (2) | 0.11874 (14) | 0.0279 (6) | |
C42 | 0.35522 (13) | 0.7675 (2) | 0.09577 (14) | 0.0277 (6) | |
C43 | 0.38757 (14) | 0.8649 (2) | 0.09320 (14) | 0.0306 (6) | |
C411 | 0.26362 (14) | 0.6494 (2) | 0.10597 (15) | 0.0319 (6) | |
N411 | 0.23421 (14) | 0.5681 (2) | 0.09626 (15) | 0.0423 (6) | |
C412 | 0.27632 (14) | 0.8256 (2) | 0.15939 (16) | 0.0336 (7) | |
N412 | 0.25669 (15) | 0.8829 (2) | 0.19377 (16) | 0.0490 (7) | |
O421 | 0.38154 (10) | 0.67546 (15) | 0.07861 (11) | 0.0320 (4) | |
C421 | 0.38097 (15) | 0.6646 (2) | 0.00419 (15) | 0.0328 (7) | |
H42A | 0.3818 | 0.7364 | −0.0173 | 0.039* | |
H42B | 0.3370 | 0.6267 | −0.0287 | 0.039* | |
C422 | 0.44608 (15) | 0.6018 (3) | 0.01022 (16) | 0.0372 (7) | |
H42C | 0.4463 | 0.5326 | 0.0344 | 0.056* | |
H42D | 0.4893 | 0.6423 | 0.0400 | 0.056* | |
H42E | 0.4452 | 0.5893 | −0.0398 | 0.056* | |
C431 | 0.45341 (16) | 0.8685 (2) | 0.08320 (15) | 0.0325 (6) | |
N431 | 0.50640 (14) | 0.8706 (2) | 0.07531 (14) | 0.0407 (6) | |
C432 | 0.35529 (15) | 0.9663 (2) | 0.09688 (15) | 0.0336 (7) | |
N432 | 0.32946 (14) | 1.0475 (2) | 0.09803 (14) | 0.0444 (7) | |
O1W | 0.27576 (16) | 0.8453 (2) | 0.34988 (16) | 0.0719 (8) | |
H1A | 0.2652 | 0.8601 | 0.2946 | 0.108* | |
H1B | 0.2792 | 0.9216 | 0.3686 | 0.108* |
Atomic displacement parameters (Å2) top
U11 | U22 | U33 | U12 | U13 | U23 | |
Fe1 | 0.0155 (2) | 0.0166 (2) | 0.0175 (2) | 0.000 | 0.00660 (17) | 0.000 |
N11 | 0.0195 (10) | 0.0186 (11) | 0.0227 (9) | 0.0007 (8) | 0.0098 (8) | −0.0005 (8) |
C12 | 0.0232 (12) | 0.0187 (13) | 0.0224 (11) | 0.0009 (9) | 0.0106 (9) | −0.0008 (10) |
C13 | 0.0317 (14) | 0.0304 (15) | 0.0233 (12) | 0.0002 (11) | 0.0125 (10) | 0.0044 (11) |
C14 | 0.0263 (13) | 0.0384 (16) | 0.0188 (12) | 0.0045 (11) | 0.0039 (10) | 0.0011 (11) |
C15 | 0.0212 (13) | 0.0354 (16) | 0.0273 (13) | −0.0058 (10) | 0.0037 (10) | −0.0023 (11) |
C16 | 0.0220 (12) | 0.0292 (14) | 0.0242 (12) | −0.0048 (10) | 0.0063 (10) | 0.0006 (11) |
N21 | 0.0191 (10) | 0.0204 (11) | 0.0237 (10) | −0.0035 (8) | 0.0111 (8) | −0.0029 (8) |
C22 | 0.0218 (12) | 0.0222 (13) | 0.0235 (12) | 0.0000 (9) | 0.0129 (10) | −0.0019 (10) |
C23 | 0.0327 (14) | 0.0308 (15) | 0.0309 (13) | −0.0023 (12) | 0.0158 (11) | 0.0046 (12) |
C24 | 0.0359 (15) | 0.0270 (16) | 0.0456 (17) | −0.0067 (12) | 0.0256 (13) | 0.0027 (13) |
C25 | 0.0296 (14) | 0.0319 (17) | 0.0390 (15) | −0.0118 (11) | 0.0166 (12) | −0.0091 (13) |
C26 | 0.0236 (13) | 0.0308 (15) | 0.0283 (13) | −0.0046 (10) | 0.0108 (10) | −0.0034 (11) |
N31 | 0.0165 (9) | 0.0233 (11) | 0.0164 (9) | −0.0001 (8) | 0.0049 (7) | −0.0015 (8) |
C32 | 0.0192 (11) | 0.0206 (13) | 0.0153 (10) | 0.0011 (9) | 0.0020 (9) | 0.0006 (9) |
C33 | 0.0274 (13) | 0.0224 (13) | 0.0240 (12) | 0.0022 (10) | 0.0069 (10) | −0.0022 (10) |
C34 | 0.0323 (14) | 0.0284 (15) | 0.0283 (13) | 0.0112 (11) | 0.0089 (11) | −0.0065 (11) |
C35 | 0.0221 (13) | 0.0385 (16) | 0.0289 (13) | 0.0050 (11) | 0.0120 (10) | −0.0062 (12) |
C36 | 0.0208 (12) | 0.0286 (15) | 0.0252 (12) | −0.0012 (10) | 0.0097 (10) | −0.0029 (11) |
C41 | 0.0266 (13) | 0.0309 (15) | 0.0255 (13) | 0.0098 (11) | 0.0094 (10) | −0.0001 (11) |
C42 | 0.0280 (14) | 0.0316 (16) | 0.0212 (12) | 0.0136 (11) | 0.0073 (10) | 0.0041 (11) |
C43 | 0.0367 (15) | 0.0294 (15) | 0.0243 (12) | 0.0098 (12) | 0.0103 (11) | 0.0033 (12) |
C411 | 0.0309 (14) | 0.0361 (18) | 0.0337 (14) | 0.0121 (12) | 0.0181 (11) | 0.0016 (13) |
N411 | 0.0415 (15) | 0.0421 (17) | 0.0533 (16) | 0.0046 (12) | 0.0293 (12) | −0.0022 (13) |
C412 | 0.0285 (14) | 0.0407 (17) | 0.0313 (14) | 0.0078 (12) | 0.0115 (11) | −0.0004 (13) |
N412 | 0.0537 (17) | 0.0511 (19) | 0.0526 (17) | 0.0065 (13) | 0.0320 (14) | −0.0113 (14) |
O421 | 0.0390 (11) | 0.0284 (10) | 0.0362 (10) | 0.0148 (8) | 0.0229 (9) | 0.0049 (9) |
C421 | 0.0348 (15) | 0.0347 (17) | 0.0249 (13) | 0.0064 (11) | 0.0073 (11) | −0.0050 (12) |
C422 | 0.0374 (16) | 0.0439 (19) | 0.0344 (15) | 0.0101 (13) | 0.0185 (12) | −0.0034 (13) |
C431 | 0.0419 (16) | 0.0264 (15) | 0.0259 (13) | 0.0037 (12) | 0.0097 (11) | 0.0032 (12) |
N431 | 0.0456 (15) | 0.0380 (15) | 0.0426 (14) | −0.0037 (12) | 0.0218 (12) | −0.0023 (12) |
C432 | 0.0392 (16) | 0.0348 (17) | 0.0223 (13) | 0.0068 (13) | 0.0074 (11) | 0.0021 (12) |
N432 | 0.0554 (16) | 0.0350 (16) | 0.0346 (13) | 0.0173 (12) | 0.0090 (12) | −0.0008 (12) |
O1W | 0.095 (2) | 0.0594 (19) | 0.0708 (18) | 0.0148 (15) | 0.0428 (16) | 0.0088 (14) |
Geometric parameters (Å, º) top
Fe1—N11 | 1.9744 (19) | C32—C32i | 1.473 (5) |
Fe1—N11i | 1.9744 (19) | C32—C33 | 1.389 (3) |
Fe1—N21i | 1.979 (2) | C33—H33 | 0.9500 |
Fe1—N21 | 1.979 (2) | C33—C34 | 1.378 (4) |
Fe1—N31 | 1.971 (2) | C34—H34 | 0.9500 |
Fe1—N31i | 1.971 (2) | C34—C35 | 1.379 (4) |
N11—C12 | 1.356 (3) | C35—H35 | 0.9500 |
N11—C16 | 1.345 (3) | C35—C36 | 1.382 (4) |
C12—C13 | 1.395 (3) | C36—H36 | 0.9500 |
C12—C22 | 1.470 (3) | C41—C42 | 1.405 (4) |
C13—H13 | 0.9500 | C41—C411 | 1.411 (4) |
C13—C14 | 1.377 (4) | C41—C412 | 1.413 (4) |
C14—H14 | 0.9500 | C42—C43 | 1.388 (4) |
C14—C15 | 1.380 (4) | C42—O421 | 1.360 (3) |
C15—H15 | 0.9500 | C43—C431 | 1.423 (4) |
C15—C16 | 1.384 (3) | C43—C432 | 1.436 (4) |
C16—H16 | 0.9500 | C411—N411 | 1.151 (4) |
N21—C22 | 1.359 (3) | C412—N412 | 1.151 (4) |
N21—C26 | 1.347 (3) | O421—C421 | 1.452 (3) |
C22—C23 | 1.387 (4) | C421—H42A | 0.9900 |
C23—H23 | 0.9500 | C421—H42B | 0.9900 |
C23—C24 | 1.383 (4) | C421—C422 | 1.499 (4) |
C24—H24 | 0.9500 | C422—H42C | 0.9800 |
C24—C25 | 1.378 (4) | C422—H42D | 0.9800 |
C25—H25 | 0.9500 | C422—H42E | 0.9800 |
C25—C26 | 1.377 (4) | C431—N431 | 1.144 (4) |
C26—H26 | 0.9500 | C432—N432 | 1.142 (4) |
N31—C32 | 1.360 (3) | O1W—H1A | 1.0292 |
N31—C36 | 1.347 (3) | O1W—H1B | 1.0099 |
N11—Fe1—N11i | 172.46 (12) | N21—C26—C25 | 122.8 (2) |
N11i—Fe1—N21 | 93.27 (8) | N21—C26—H26 | 118.6 |
N11—Fe1—N21i | 93.26 (8) | C25—C26—H26 | 118.6 |
N11i—Fe1—N21i | 81.35 (8) | C32—N31—Fe1 | 115.38 (16) |
N11—Fe1—N21 | 81.35 (8) | C36—N31—Fe1 | 127.14 (17) |
N21—Fe1—N21i | 89.33 (12) | C36—N31—C32 | 117.5 (2) |
N31—Fe1—N11 | 90.87 (8) | N31—C32—C32i | 113.83 (14) |
N31i—Fe1—N11i | 90.87 (8) | N31—C32—C33 | 122.0 (2) |
N31i—Fe1—N11 | 94.84 (8) | C33—C32—C32i | 124.21 (16) |
N31—Fe1—N11i | 94.84 (8) | C32—C33—H33 | 120.1 |
N31—Fe1—N21 | 94.70 (8) | C34—C33—C32 | 119.8 (3) |
N31—Fe1—N21i | 174.62 (8) | C34—C33—H33 | 120.1 |
N31i—Fe1—N21 | 174.62 (8) | C33—C34—H34 | 120.8 |
N31i—Fe1—N21i | 94.70 (8) | C33—C34—C35 | 118.4 (2) |
N31—Fe1—N31i | 81.50 (12) | C35—C34—H34 | 120.8 |
C12—N11—Fe1 | 115.46 (15) | C34—C35—H35 | 120.2 |
C16—N11—Fe1 | 126.50 (17) | C34—C35—C36 | 119.6 (3) |
C16—N11—C12 | 117.9 (2) | C36—C35—H35 | 120.2 |
N11—C12—C13 | 122.0 (2) | N31—C36—C35 | 122.8 (3) |
N11—C12—C22 | 113.9 (2) | N31—C36—H36 | 118.6 |
C13—C12—C22 | 124.2 (2) | C35—C36—H36 | 118.6 |
C12—C13—H13 | 120.4 | C42—C41—C411 | 119.9 (2) |
C14—C13—C12 | 119.2 (2) | C42—C41—C412 | 123.7 (3) |
C14—C13—H13 | 120.4 | C411—C41—C412 | 116.3 (3) |
C13—C14—H14 | 120.5 | C43—C42—C41 | 127.2 (2) |
C13—C14—C15 | 119.0 (2) | O421—C42—C41 | 113.3 (2) |
C15—C14—H14 | 120.5 | O421—C42—C43 | 119.4 (2) |
C14—C15—H15 | 120.4 | C42—C43—C431 | 121.0 (3) |
C14—C15—C16 | 119.3 (2) | C42—C43—C432 | 122.3 (3) |
C16—C15—H15 | 120.4 | C431—C43—C432 | 116.7 (3) |
N11—C16—C15 | 122.6 (2) | N411—C411—C41 | 178.5 (3) |
N11—C16—H16 | 118.7 | N412—C412—C41 | 176.4 (4) |
C15—C16—H16 | 118.7 | C42—O421—C421 | 118.3 (2) |
C22—N21—Fe1 | 114.96 (15) | O421—C421—H42A | 110.1 |
C26—N21—Fe1 | 127.25 (17) | O421—C421—H42B | 110.1 |
C26—N21—C22 | 117.7 (2) | O421—C421—C422 | 108.0 (2) |
N21—C22—C12 | 114.2 (2) | H42A—C421—H42B | 108.4 |
N21—C22—C23 | 122.0 (2) | C422—C421—H42A | 110.1 |
C23—C22—C12 | 123.8 (2) | C422—C421—H42B | 110.1 |
C22—C23—H23 | 120.4 | C421—C422—H42C | 109.5 |
C24—C23—C22 | 119.2 (2) | C421—C422—H42D | 109.5 |
C24—C23—H23 | 120.4 | C421—C422—H42E | 109.5 |
C23—C24—H24 | 120.5 | H42C—C422—H42D | 109.5 |
C25—C24—C23 | 118.9 (3) | H42C—C422—H42E | 109.5 |
C25—C24—H24 | 120.5 | H42D—C422—H42E | 109.5 |
C24—C25—H25 | 120.4 | N431—C431—C43 | 179.5 (3) |
C26—C25—C24 | 119.3 (2) | N432—C432—C43 | 178.3 (3) |
C26—C25—H25 | 120.4 | H1A—O1W—H1B | 99.5 |
Fe1—N11—C12—C13 | −176.4 (2) | N21—Fe1—N31—C36 | 3.60 (19) |
Fe1—N11—C12—C22 | 2.3 (3) | N21—C22—C23—C24 | 0.3 (4) |
Fe1—N11—C16—C15 | 175.1 (2) | C22—C12—C13—C14 | −177.4 (2) |
Fe1—N21—C22—C12 | −3.3 (3) | C22—N21—C26—C25 | −0.2 (4) |
Fe1—N21—C22—C23 | 176.4 (2) | C22—C23—C24—C25 | 0.7 (4) |
Fe1—N21—C26—C25 | −176.8 (2) | C23—C24—C25—C26 | −1.4 (4) |
Fe1—N31—C32—C32i | −2.2 (3) | C24—C25—C26—N21 | 1.2 (4) |
Fe1—N31—C32—C33 | 177.50 (17) | C26—N21—C22—C12 | 179.7 (2) |
Fe1—N31—C36—C35 | −177.79 (18) | C26—N21—C22—C23 | −0.6 (4) |
N11—Fe1—N21—C22 | 3.54 (17) | N31—Fe1—N11—C12 | −97.82 (18) |
N11i—Fe1—N21—C22 | −171.15 (17) | N31i—Fe1—N11—C12 | −179.37 (17) |
N11—Fe1—N21—C26 | −179.8 (2) | N31i—Fe1—N11—C16 | 4.6 (2) |
N11i—Fe1—N21—C26 | 5.5 (2) | N31—Fe1—N11—C16 | 86.2 (2) |
N11i—Fe1—N31—C32 | 91.00 (16) | N31—Fe1—N21—C22 | 93.71 (17) |
N11—Fe1—N31—C32 | −93.92 (16) | N31—Fe1—N21—C26 | −89.7 (2) |
N11—Fe1—N31—C36 | 84.99 (19) | N31i—Fe1—N31—C32 | 0.84 (11) |
N11i—Fe1—N31—C36 | −90.1 (2) | N31i—Fe1—N31—C36 | 179.8 (2) |
N11—C12—C13—C14 | 1.1 (4) | N31—C32—C33—C34 | 0.5 (3) |
N11—C12—C22—N21 | 0.6 (3) | C32—N31—C36—C35 | 1.1 (3) |
N11—C12—C22—C23 | −179.1 (2) | C32i—C32—C33—C34 | −179.8 (3) |
C12—N11—C16—C15 | −0.9 (4) | C32—C33—C34—C35 | 1.0 (4) |
C12—C13—C14—C15 | −1.3 (4) | C33—C34—C35—C36 | −1.4 (4) |
C12—C22—C23—C24 | 180.0 (2) | C34—C35—C36—N31 | 0.4 (4) |
C13—C12—C22—N21 | 179.3 (2) | C36—N31—C32—C32i | 178.7 (2) |
C13—C12—C22—C23 | −0.4 (4) | C36—N31—C32—C33 | −1.5 (3) |
C13—C14—C15—C16 | 0.5 (4) | C41—C42—C43—C431 | 167.2 (2) |
C14—C15—C16—N11 | 0.6 (4) | C41—C42—C43—C432 | −15.7 (4) |
C16—N11—C12—C13 | 0.0 (4) | C41—C42—O421—C421 | 122.0 (2) |
C16—N11—C12—C22 | 178.7 (2) | C42—O421—C421—C422 | 145.8 (2) |
N21i—Fe1—N11—C12 | 85.63 (18) | C43—C42—C41—C411 | 169.1 (2) |
N21—Fe1—N11—C12 | −3.20 (17) | C43—C42—C41—C412 | −15.5 (4) |
N21—Fe1—N11—C16 | −179.2 (2) | C43—C42—O421—C421 | −61.3 (3) |
N21i—Fe1—N11—C16 | −90.4 (2) | C411—C41—C42—O421 | −14.6 (3) |
N21i—Fe1—N21—C22 | −89.86 (17) | C412—C41—C42—O421 | 160.8 (2) |
N21i—Fe1—N21—C26 | 86.8 (2) | O421—C42—C43—C431 | −8.9 (4) |
N21—Fe1—N31—C32 | −175.31 (16) | O421—C42—C43—C432 | 168.2 (2) |
Symmetry code: (i) −x+1, y, −z+3/2. |
Hydrogen-bond geometry (Å, º) top
Cg1 represents the centroid of the N11/C12–C16 ring. |
D—H···A | D—H | H···A | D···A | D—H···A |
C14—H14···O1W | 0.95 | 2.52 | 3.316 (4) | 141 |
C15—H15···N432ii | 0.95 | 2.50 | 3.296 (4) | 142 |
C23—H23···N431iii | 0.95 | 2.59 | 3.439 (4) | 148 |
C26—H26···Cg1i | 0.95 | 2.91 | 3.697 (3) | 141 |
O1W—H1A···N412 | 1.03 | 1.93 | 2.950 (4) | 173 |
O1W—H1B···N411iv | 1.01 | 2.00 | 3.000 (4) | 169 |
Symmetry codes: (i) −x+1, y, −z+3/2; (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+1/2. |