In the title polymeric complex, {[Fe(C17H16N2O2)(N3)]}n, the FeIII atom assumes a slightly distorted octahedral geometry, formed by one Schiff base and two azide ligands. The azide anion bridges the FeIII atoms through terminal N atoms, forming zigzag polymeric chains.
Supporting information
CCDC reference: 298551
Key indicators
- Single-crystal X-ray study
- T = 298 K
- Mean (C-C) = 0.006 Å
- R factor = 0.046
- wR factor = 0.116
- Data-to-parameter ratio = 14.1
checkCIF/PLATON results
No syntax errors found
Alert level B
SYMMS02_ALERT_1_B The unit-cell lengths a and b should not be equal for an
orthorhombic cell
Cell 11.9270 11.9270 11.2280
Angles 90.0000 90.0000 90.0000
Alert level C
PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density .... 2.63
Alert level G
REFLT03_ALERT_4_G Please check that the estimate of the number of Friedel pairs is
correct. If it is not, please give the correct count in the
_publ_section_exptl_refinement section of the submitted CIF.
From the CIF: _diffrn_reflns_theta_max 26.99
From the CIF: _reflns_number_total 3176
Count of symmetry unique reflns 1831
Completeness (_total/calc) 173.46%
TEST3: Check Friedels for noncentro structure
Estimate of Friedel pairs measured 1345
Fraction of Friedel pairs measured 0.735
Are heavy atom types Z>Si present yes
0 ALERT level A = In general: serious problem
1 ALERT level B = Potentially serious problem
1 ALERT level C = Check and explain
1 ALERT level G = General alerts; check
1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
1 ALERT type 2 Indicator that the structure model may be wrong or deficient
0 ALERT type 3 Indicator that the structure quality may be low
1 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART (Bruker, 2000); cell refinement: SMART; data reduction: SAINT (Bruker, 2000); program(s) used to solve structure: SHELXTL (Bruker, 2000); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.
catena-Poly[[{2,2'-[propane-1,3-
diylbis(nitrilomethylidyne)]diphenolato}iron(III)]-µ-azido]
top
Crystal data top
[Fe(C17H16N2O2)(N3)] | F(000) = 780 |
Mr = 378.20 | Dx = 1.573 Mg m−3 |
Orthorhombic, Pna21 | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: P 2c -2n | Cell parameters from 3123 reflections |
a = 11.927 (2) Å | θ = 2.3–25.4° |
b = 11.927 (1) Å | µ = 0.97 mm−1 |
c = 11.228 (2) Å | T = 298 K |
V = 1597.2 (4) Å3 | Rhombic, brown |
Z = 4 | 0.30 × 0.23 × 0.15 mm |
Data collection top
Bruker SMART APEX CCD area-detector diffractometer | 3176 independent reflections |
Radiation source: fine-focus sealed tube | 2847 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.036 |
φ and ω scans | θmax = 27.0°, θmin = 2.4° |
Absorption correction: multi-scan (SADABS; Bruker, 2000) | h = −15→15 |
Tmin = 0.760, Tmax = 0.869 | k = −15→13 |
9128 measured reflections | l = −14→12 |
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)] = 0.046 | H-atom parameters constrained |
wR(F2) = 0.116 | w = 1/[σ2(Fo2) + (0.0742P)2 + 0.1094P] where P = (Fo2 + 2Fc2)/3 |
S = 1.06 | (Δ/σ)max < 0.001 |
3176 reflections | Δρmax = 0.76 e Å−3 |
226 parameters | Δρmin = −0.29 e Å−3 |
1 restraint | Absolute structure: Flack (1983) |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0.05 (2) |
Special details top
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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Fe1 | 0.52544 (3) | 0.09664 (4) | 0.98823 (7) | 0.03114 (15) | |
O1 | 0.61952 (19) | 0.2027 (2) | 0.9127 (3) | 0.0367 (6) | |
O2 | 0.64573 (18) | −0.0034 (2) | 0.9708 (3) | 0.0397 (6) | |
N1 | 0.4088 (2) | 0.2183 (2) | 1.0058 (3) | 0.0288 (6) | |
N2 | 0.4255 (2) | −0.0270 (2) | 1.0586 (3) | 0.0297 (6) | |
N3 | 0.5733 (3) | 0.1174 (3) | 1.1875 (3) | 0.0459 (8) | |
N4 | 0.5661 (2) | 0.0368 (3) | 1.2500 (3) | 0.0333 (7) | |
N5 | 0.5603 (3) | −0.0433 (3) | 1.3082 (3) | 0.0409 (7) | |
C1 | 0.4855 (3) | 0.3389 (3) | 0.8512 (3) | 0.0347 (8) | |
C2 | 0.5920 (3) | 0.2892 (3) | 0.8463 (3) | 0.0323 (7) | |
C3 | 0.6722 (3) | 0.3371 (3) | 0.7702 (3) | 0.0375 (8) | |
H3 | 0.7438 | 0.3064 | 0.7665 | 0.045* | |
C4 | 0.6464 (4) | 0.4289 (4) | 0.7011 (4) | 0.0483 (10) | |
H4 | 0.7009 | 0.4593 | 0.6514 | 0.058* | |
C5 | 0.5399 (4) | 0.4771 (4) | 0.7042 (5) | 0.0532 (11) | |
H5 | 0.5224 | 0.5380 | 0.6559 | 0.064* | |
C6 | 0.4615 (3) | 0.4328 (4) | 0.7799 (4) | 0.0459 (10) | |
H6 | 0.3908 | 0.4655 | 0.7842 | 0.055* | |
C7 | 0.4034 (3) | 0.3047 (3) | 0.9378 (3) | 0.0326 (8) | |
H7 | 0.3401 | 0.3496 | 0.9453 | 0.039* | |
C8 | 0.3229 (3) | 0.2074 (3) | 1.0984 (4) | 0.0402 (9) | |
H8A | 0.2704 | 0.2691 | 1.0917 | 0.048* | |
H8B | 0.3582 | 0.2119 | 1.1761 | 0.048* | |
C9 | 0.2602 (3) | 0.0987 (3) | 1.0888 (4) | 0.0409 (9) | |
H9A | 0.2396 | 0.0867 | 1.0062 | 0.049* | |
H9B | 0.1915 | 0.1044 | 1.1346 | 0.049* | |
C10 | 0.3260 (3) | −0.0019 (3) | 1.1322 (3) | 0.0360 (8) | |
H10A | 0.3499 | 0.0116 | 1.2135 | 0.043* | |
H10B | 0.2772 | −0.0669 | 1.1327 | 0.043* | |
C11 | 0.4520 (3) | −0.1308 (4) | 1.0510 (4) | 0.0391 (9) | |
H11 | 0.4031 | −0.1817 | 1.0862 | 0.047* | |
C12 | 0.5500 (3) | −0.1773 (3) | 0.9932 (4) | 0.0370 (7) | |
C13 | 0.6412 (3) | −0.1142 (3) | 0.9586 (3) | 0.0368 (9) | |
C14 | 0.7340 (4) | −0.1691 (4) | 0.9105 (4) | 0.0487 (10) | |
H14 | 0.7971 | −0.1280 | 0.8888 | 0.058* | |
C15 | 0.7333 (4) | −0.2833 (4) | 0.8947 (4) | 0.0586 (13) | |
H15 | 0.7951 | −0.3185 | 0.8607 | 0.070* | |
C16 | 0.6429 (5) | −0.3458 (4) | 0.9282 (5) | 0.0689 (16) | |
H16 | 0.6433 | −0.4231 | 0.9174 | 0.083* | |
C17 | 0.5534 (4) | −0.2955 (3) | 0.9769 (6) | 0.0547 (12) | |
H17 | 0.4924 | −0.3387 | 1.0004 | 0.066* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Fe1 | 0.0259 (2) | 0.0397 (3) | 0.0278 (3) | 0.00009 (17) | 0.0021 (3) | 0.0014 (3) |
O1 | 0.0243 (10) | 0.0423 (13) | 0.0434 (15) | −0.0034 (9) | 0.0044 (11) | 0.0092 (12) |
O2 | 0.0305 (11) | 0.0406 (12) | 0.0480 (18) | 0.0056 (9) | 0.0084 (13) | 0.0059 (13) |
N1 | 0.0240 (12) | 0.0430 (14) | 0.0194 (17) | 0.0010 (10) | 0.0014 (11) | −0.0054 (12) |
N2 | 0.0269 (14) | 0.0437 (17) | 0.0183 (15) | −0.0037 (12) | −0.0031 (11) | 0.0032 (11) |
N3 | 0.047 (2) | 0.060 (2) | 0.0312 (19) | −0.0120 (16) | −0.0094 (16) | 0.0001 (16) |
N4 | 0.0278 (15) | 0.0509 (19) | 0.0213 (16) | −0.0028 (13) | −0.0047 (12) | −0.0039 (14) |
N5 | 0.0434 (18) | 0.055 (2) | 0.0246 (17) | 0.0015 (15) | −0.0017 (14) | 0.0040 (15) |
C1 | 0.0362 (17) | 0.038 (2) | 0.030 (2) | −0.0017 (15) | −0.0047 (16) | 0.0009 (16) |
C2 | 0.0345 (17) | 0.0358 (17) | 0.0265 (18) | −0.0078 (14) | −0.0025 (15) | −0.0024 (14) |
C3 | 0.0323 (17) | 0.050 (2) | 0.0304 (19) | −0.0065 (15) | 0.0026 (15) | 0.0008 (16) |
C4 | 0.056 (3) | 0.056 (2) | 0.033 (2) | −0.018 (2) | 0.008 (2) | 0.0080 (19) |
C5 | 0.065 (3) | 0.050 (3) | 0.044 (3) | −0.006 (2) | −0.004 (2) | 0.016 (2) |
C6 | 0.045 (2) | 0.049 (2) | 0.044 (3) | 0.0044 (17) | −0.0057 (18) | 0.0050 (19) |
C7 | 0.0310 (17) | 0.0333 (18) | 0.0336 (19) | 0.0018 (14) | −0.0027 (14) | −0.0027 (13) |
C8 | 0.0352 (19) | 0.060 (2) | 0.0253 (19) | 0.0062 (17) | 0.0121 (15) | −0.0004 (17) |
C9 | 0.0243 (17) | 0.070 (3) | 0.0281 (19) | −0.0048 (15) | 0.0039 (16) | 0.0066 (16) |
C10 | 0.0290 (16) | 0.051 (2) | 0.0278 (18) | −0.0069 (16) | 0.0016 (15) | 0.0043 (15) |
C11 | 0.0383 (19) | 0.047 (2) | 0.032 (2) | −0.0089 (17) | −0.0041 (17) | 0.0094 (17) |
C12 | 0.0431 (18) | 0.0408 (17) | 0.0271 (17) | 0.0055 (13) | −0.012 (2) | 0.0007 (19) |
C13 | 0.0406 (19) | 0.050 (2) | 0.020 (2) | 0.0130 (16) | −0.0027 (14) | 0.0048 (13) |
C14 | 0.050 (2) | 0.069 (3) | 0.0268 (19) | 0.0196 (19) | 0.0000 (18) | 0.0040 (19) |
C15 | 0.075 (3) | 0.067 (3) | 0.034 (2) | 0.038 (3) | −0.010 (2) | −0.006 (2) |
C16 | 0.102 (4) | 0.044 (3) | 0.060 (3) | 0.027 (3) | −0.031 (3) | −0.009 (2) |
C17 | 0.062 (2) | 0.0401 (19) | 0.062 (3) | 0.0051 (17) | −0.019 (3) | 0.000 (3) |
Geometric parameters (Å, º) top
Fe1—O1 | 1.892 (2) | C5—H5 | 0.9300 |
Fe1—O2 | 1.876 (2) | C6—H6 | 0.9300 |
Fe1—N1 | 2.019 (3) | C7—H7 | 0.9300 |
Fe1—N2 | 2.054 (3) | C8—C9 | 1.500 (6) |
Fe1—N3 | 2.323 (4) | C8—H8A | 0.9700 |
Fe1—N5i | 2.353 (3) | C8—H8B | 0.9700 |
O1—C2 | 1.314 (4) | C9—C10 | 1.514 (5) |
O2—C13 | 1.329 (4) | C9—H9A | 0.9700 |
N1—C7 | 1.284 (4) | C9—H9B | 0.9700 |
N1—C8 | 1.466 (4) | C10—H10A | 0.9700 |
N2—C11 | 1.281 (5) | C10—H10B | 0.9700 |
N2—C10 | 1.476 (4) | C11—C12 | 1.447 (5) |
N3—N4 | 1.193 (5) | C11—H11 | 0.9300 |
N4—N5 | 1.160 (4) | C12—C13 | 1.379 (5) |
N5—Fe1ii | 2.353 (3) | C12—C17 | 1.422 (5) |
C1—C2 | 1.402 (5) | C13—C14 | 1.395 (5) |
C1—C6 | 1.406 (6) | C14—C15 | 1.374 (6) |
C1—C7 | 1.440 (5) | C14—H14 | 0.9300 |
C2—C3 | 1.404 (5) | C15—C16 | 1.363 (8) |
C3—C4 | 1.377 (6) | C15—H15 | 0.9300 |
C3—H3 | 0.9300 | C16—C17 | 1.341 (7) |
C4—C5 | 1.395 (6) | C16—H16 | 0.9300 |
C4—H4 | 0.9300 | C17—H17 | 0.9300 |
C5—C6 | 1.369 (6) | | |
| | | |
O2—Fe1—O1 | 85.71 (11) | C1—C6—H6 | 119.3 |
O2—Fe1—N1 | 173.59 (11) | N1—C7—C1 | 126.5 (3) |
O1—Fe1—N1 | 88.40 (11) | N1—C7—H7 | 116.7 |
O2—Fe1—N2 | 91.56 (11) | C1—C7—H7 | 116.7 |
O1—Fe1—N2 | 175.35 (13) | N1—C8—C9 | 112.0 (3) |
N1—Fe1—N2 | 94.49 (12) | N1—C8—H8A | 109.2 |
O2—Fe1—N3 | 88.87 (14) | C9—C8—H8A | 109.2 |
O1—Fe1—N3 | 102.40 (13) | N1—C8—H8B | 109.2 |
N1—Fe1—N3 | 89.94 (13) | C9—C8—H8B | 109.2 |
N2—Fe1—N3 | 81.28 (12) | H8A—C8—H8B | 107.9 |
O2—Fe1—N5i | 94.05 (13) | C8—C9—C10 | 113.8 (3) |
O1—Fe1—N5i | 93.06 (13) | C8—C9—H9A | 108.8 |
N1—Fe1—N5i | 88.77 (12) | C10—C9—H9A | 108.8 |
N2—Fe1—N5i | 83.37 (12) | C8—C9—H9B | 108.8 |
N3—Fe1—N5i | 164.45 (12) | C10—C9—H9B | 108.8 |
C2—O1—Fe1 | 129.1 (2) | H9A—C9—H9B | 107.7 |
C13—O2—Fe1 | 127.7 (2) | N2—C10—C9 | 113.4 (3) |
C7—N1—C8 | 117.2 (3) | N2—C10—H10A | 108.9 |
C7—N1—Fe1 | 123.6 (2) | C9—C10—H10A | 108.9 |
C8—N1—Fe1 | 119.2 (2) | N2—C10—H10B | 108.9 |
C11—N2—C10 | 115.6 (3) | C9—C10—H10B | 108.9 |
C11—N2—Fe1 | 121.6 (2) | H10A—C10—H10B | 107.7 |
C10—N2—Fe1 | 122.4 (2) | N2—C11—C12 | 126.9 (3) |
N4—N3—Fe1 | 117.6 (3) | N2—C11—H11 | 116.6 |
N5—N4—N3 | 178.1 (4) | C12—C11—H11 | 116.6 |
N4—N5—Fe1ii | 137.1 (3) | C13—C12—C17 | 118.8 (4) |
C2—C1—C6 | 120.0 (4) | C13—C12—C11 | 123.7 (3) |
C2—C1—C7 | 121.5 (3) | C17—C12—C11 | 117.4 (4) |
C6—C1—C7 | 118.1 (3) | O2—C13—C12 | 123.0 (3) |
O1—C2—C1 | 122.4 (3) | O2—C13—C14 | 118.3 (4) |
O1—C2—C3 | 119.6 (3) | C12—C13—C14 | 118.6 (4) |
C1—C2—C3 | 117.9 (3) | C15—C14—C13 | 120.7 (4) |
C4—C3—C2 | 121.0 (4) | C15—C14—H14 | 119.7 |
C4—C3—H3 | 119.5 | C13—C14—H14 | 119.7 |
C2—C3—H3 | 119.5 | C16—C15—C14 | 120.8 (4) |
C3—C4—C5 | 121.1 (4) | C16—C15—H15 | 119.6 |
C3—C4—H4 | 119.4 | C14—C15—H15 | 119.6 |
C5—C4—H4 | 119.4 | C17—C16—C15 | 119.8 (4) |
C6—C5—C4 | 118.6 (4) | C17—C16—H16 | 120.1 |
C6—C5—H5 | 120.7 | C15—C16—H16 | 120.1 |
C4—C5—H5 | 120.7 | C16—C17—C12 | 121.3 (5) |
C5—C6—C1 | 121.4 (4) | C16—C17—H17 | 119.4 |
C5—C6—H6 | 119.3 | C12—C17—H17 | 119.4 |
Symmetry codes: (i) −x+1, −y, z−1/2; (ii) −x+1, −y, z+1/2. |