Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807055468/cv2339sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807055468/cv2339Isup2.hkl |
CCDC reference: 672602
Key indicators
- Single-crystal X-ray study
- T = 100 K
- Mean (C-C) = 0.004 Å
- R factor = 0.042
- wR factor = 0.081
- Data-to-parameter ratio = 14.2
checkCIF/PLATON results
No syntax errors found
Alert level C PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT432_ALERT_2_C Short Inter X...Y Contact O6 .. C21 .. 2.97 Ang. PLAT432_ALERT_2_C Short Inter X...Y Contact O8 .. C3 .. 2.99 Ang. PLAT432_ALERT_2_C Short Inter X...Y Contact C11 .. C20 .. 3.16 Ang. PLAT717_ALERT_1_C D...A Unknown or Inconsistent Label .......... CG4(N1/
Alert level G FORMU01_ALERT_1_G There is a discrepancy between the atom counts in the _chemical_formula_sum and _chemical_formula_moiety. This is usually due to the moiety formula being in the wrong format. Atom count from _chemical_formula_sum: C32 H26 Fe2 N6 O17 Atom count from _chemical_formula_moiety: PLAT794_ALERT_5_G Check Predicted Bond Valency for Fe1 (3) 3.02 PLAT794_ALERT_5_G Check Predicted Bond Valency for Fe2 (3) 2.96
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 5 ALERT level C = Check and explain 3 ALERT level G = General alerts; check 3 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 3 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 0 ALERT type 4 Improvement, methodology, query or suggestion 2 ALERT type 5 Informative message, check
For related crystal structures, see: Aghabozorg, Attar Gharamaleki et al. (2007a,b); Aghabozorg, Motyeian et al. (2007); Aghabozorg, Sadrkhanlou et al. (2007); Sheshmani et al. (2006).
The proton transfer compound (pipzH2)(pydcH)2.3H2O, was prepared by the reaction of pyridine-2,6-dicarboxylic acid (pydcH2) with piperazine (pipz), (Sheshmani et al., 2006). The reaction between FeSO4.7H2O (139 mg, 0.5 mmol) in water (25 ml) and the proton transfer compound (pipzH2)(pydcH)2.3H2O (253 mg, 1.0 mmol) in water (25 ml), in a 1:2 molar ratio was carried by slow evaporation of the solvent at room temperature.
The C– and N-bound H atoms were geometrically positioned (C—H 0.93–0.97 Å, N—H 0.90 Å). Hydrogen atoms of water molecule were found in difference Fourier map and placed in idealized positions with O—H = 0.85, 0.87 Å. All hydrogen atoms were refined in riding model, with Uiso(H) = 1.2 Ueq of the parent atom.
Data collection: APEX2 (Bruker, 2005); cell refinement: APEX2 (Bruker, 2005); data reduction: APEX2 (Bruker, 2005); program(s) used to solve structure: SHELXTL (Sheldrick, 1998); program(s) used to refine structure: SHELXTL (Sheldrick, 1998); molecular graphics: SHELXTL (Sheldrick, 1998); software used to prepare material for publication: SHELXTL (Sheldrick, 1998).
(C4H12N2)·[Fe(C7H3NO4)2]2·H2O | F(000) = 1792 |
Mr = 878.29 | Dx = 1.743 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
a = 7.016 (3) Å | Cell parameters from 3260 reflections |
b = 24.855 (9) Å | θ = 3–25° |
c = 19.422 (7) Å | µ = 0.96 mm−1 |
β = 98.697 (14)° | T = 100 K |
V = 3348 (2) Å3 | Prism, light yellow |
Z = 4 | 0.23 × 0.15 × 0.14 mm |
Bruker SMART APEXII CCD area-detector diffractometer | 7296 independent reflections |
Radiation source: fine-focus sealed tube | 5113 reflections with I > 2u(I) |
Graphite monochromator | Rint = 0.090 |
phi and ω scans | θmax = 27.0°, θmin = 2.0° |
Absorption correction: multi-scan (APEX2; Bruker, 2005) | h = −8→8 |
Tmin = 0.795, Tmax = 0.878 | k = −31→31 |
34715 measured reflections | l = −24→24 |
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)] = 0.042 | Hydrogen site location: mixed |
wR(F2) = 0.081 | H-atom parameters constrained |
S = 1.00 | w = 1/[σ2(Fo2) + (0.01P)2 + 5.P] where P = (Fo2 + 2Fc2)/3 |
7296 reflections | (Δ/σ)max < 0.001 |
514 parameters | Δρmax = 0.43 e Å−3 |
0 restraints | Δρmin = −0.39 e Å−3 |
(C4H12N2)·[Fe(C7H3NO4)2]2·H2O | V = 3348 (2) Å3 |
Mr = 878.29 | Z = 4 |
Monoclinic, P21/n | Mo Kα radiation |
a = 7.016 (3) Å | µ = 0.96 mm−1 |
b = 24.855 (9) Å | T = 100 K |
c = 19.422 (7) Å | 0.23 × 0.15 × 0.14 mm |
β = 98.697 (14)° |
Bruker SMART APEXII CCD area-detector diffractometer | 7296 independent reflections |
Absorption correction: multi-scan (APEX2; Bruker, 2005) | 5113 reflections with I > 2u(I) |
Tmin = 0.795, Tmax = 0.878 | Rint = 0.090 |
34715 measured reflections |
R[F2 > 2σ(F2)] = 0.042 | 0 restraints |
wR(F2) = 0.081 | H-atom parameters constrained |
S = 1.00 | Δρmax = 0.43 e Å−3 |
7296 reflections | Δρmin = −0.39 e Å−3 |
514 parameters |
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 | ||
Fe1 | 0.71620 (6) | 0.207066 (17) | 0.04276 (2) | 0.01291 (11) | |
O1 | 0.4764 (3) | 0.24328 (8) | 0.06569 (11) | 0.0166 (5) | |
O2 | 0.2727 (3) | 0.31326 (9) | 0.04273 (12) | 0.0211 (5) | |
O3 | 0.9642 (3) | 0.20780 (8) | 0.00102 (11) | 0.0165 (5) | |
O4 | 1.1158 (3) | 0.24126 (9) | −0.08327 (11) | 0.0207 (5) | |
O5 | 0.5842 (3) | 0.15623 (8) | −0.02932 (11) | 0.0163 (5) | |
O6 | 0.5183 (3) | 0.06986 (8) | −0.05937 (11) | 0.0174 (5) | |
O7 | 0.8526 (3) | 0.22327 (8) | 0.14032 (10) | 0.0156 (5) | |
O8 | 0.9823 (3) | 0.19068 (8) | 0.24467 (11) | 0.0175 (5) | |
N1 | 0.6895 (4) | 0.27400 (9) | −0.01967 (13) | 0.0121 (5) | |
N2 | 0.7583 (3) | 0.13279 (10) | 0.08960 (12) | 0.0116 (5) | |
C1 | 0.5311 (4) | 0.30378 (12) | −0.02266 (15) | 0.0137 (7) | |
C2 | 0.4961 (5) | 0.34517 (12) | −0.07039 (16) | 0.0171 (7) | |
H2A | 0.3861 | 0.3664 | −0.0727 | 0.021* | |
C3 | 0.6304 (5) | 0.35402 (12) | −0.11464 (16) | 0.0176 (7) | |
H3A | 0.6095 | 0.3814 | −0.1476 | 0.021* | |
C4 | 0.7966 (5) | 0.32254 (12) | −0.11064 (16) | 0.0174 (7) | |
H4A | 0.8875 | 0.3287 | −0.1400 | 0.021* | |
C5 | 0.8212 (4) | 0.28188 (12) | −0.06154 (15) | 0.0133 (7) | |
C6 | 0.4107 (4) | 0.28637 (12) | 0.03254 (15) | 0.0141 (7) | |
C7 | 0.9836 (4) | 0.24122 (12) | −0.04780 (15) | 0.0142 (7) | |
C8 | 0.6869 (4) | 0.08948 (12) | 0.05390 (15) | 0.0125 (6) | |
C9 | 0.6972 (4) | 0.03904 (12) | 0.08467 (16) | 0.0138 (7) | |
H9A | 0.6493 | 0.0087 | 0.0600 | 0.017* | |
C10 | 0.7826 (4) | 0.03575 (12) | 0.15446 (16) | 0.0146 (7) | |
H10A | 0.7899 | 0.0026 | 0.1769 | 0.018* | |
C11 | 0.8566 (4) | 0.08114 (12) | 0.19087 (16) | 0.0135 (7) | |
H11A | 0.9132 | 0.0789 | 0.2373 | 0.016* | |
C12 | 0.8435 (4) | 0.12969 (12) | 0.15588 (15) | 0.0123 (6) | |
C13 | 0.5878 (4) | 0.10475 (12) | −0.01869 (15) | 0.0129 (7) | |
C14 | 0.9016 (4) | 0.18461 (12) | 0.18457 (16) | 0.0139 (7) | |
Fe2 | 0.13045 (6) | 0.498478 (18) | 0.22775 (2) | 0.01192 (10) | |
O9 | 0.0081 (3) | 0.57045 (8) | 0.19928 (10) | 0.0158 (5) | |
O10 | −0.0516 (3) | 0.65490 (8) | 0.23228 (11) | 0.0192 (5) | |
O11 | 0.2693 (3) | 0.44742 (8) | 0.30124 (10) | 0.0139 (5) | |
O12 | 0.4383 (3) | 0.43939 (9) | 0.40847 (11) | 0.0174 (5) | |
O13 | −0.1175 (3) | 0.45562 (8) | 0.22040 (10) | 0.0155 (5) | |
O14 | −0.3321 (3) | 0.40362 (8) | 0.15340 (11) | 0.0171 (5) | |
O15 | 0.3776 (3) | 0.51753 (8) | 0.19324 (10) | 0.0161 (5) | |
O16 | 0.5341 (3) | 0.52268 (8) | 0.10081 (11) | 0.0180 (5) | |
N3 | 0.1764 (3) | 0.54382 (10) | 0.31847 (12) | 0.0110 (5) | |
N4 | 0.1015 (4) | 0.46452 (10) | 0.13012 (13) | 0.0126 (5) | |
C15 | 0.1258 (4) | 0.59589 (12) | 0.31464 (16) | 0.0132 (7) | |
C16 | 0.1758 (4) | 0.62933 (12) | 0.37140 (16) | 0.0152 (7) | |
H16A | 0.1431 | 0.6656 | 0.3689 | 0.018* | |
C17 | 0.2763 (4) | 0.60755 (13) | 0.43247 (16) | 0.0153 (7) | |
H17A | 0.3119 | 0.6294 | 0.4711 | 0.018* | |
C18 | 0.3234 (4) | 0.55302 (12) | 0.43571 (15) | 0.0137 (7) | |
H18A | 0.3860 | 0.5377 | 0.4767 | 0.016* | |
C19 | 0.2742 (4) | 0.52220 (12) | 0.37614 (15) | 0.0123 (6) | |
C20 | 0.0167 (4) | 0.60987 (12) | 0.24339 (16) | 0.0150 (7) | |
C21 | 0.3333 (4) | 0.46497 (12) | 0.36450 (15) | 0.0124 (6) | |
C22 | −0.0591 (4) | 0.43742 (12) | 0.10654 (15) | 0.0124 (6) | |
C23 | −0.0907 (4) | 0.41764 (12) | 0.03954 (16) | 0.0157 (7) | |
H23A | −0.2026 | 0.3987 | 0.0229 | 0.019* | |
C24 | 0.0505 (5) | 0.42688 (12) | −0.00249 (16) | 0.0173 (7) | |
H24A | 0.0324 | 0.4142 | −0.0481 | 0.021* | |
C25 | 0.2179 (5) | 0.45485 (12) | 0.02302 (15) | 0.0145 (7) | |
H25A | 0.3134 | 0.4607 | −0.0045 | 0.017* | |
C26 | 0.2377 (4) | 0.47350 (12) | 0.09018 (16) | 0.0129 (6) | |
C27 | −0.1845 (4) | 0.43116 (12) | 0.16316 (16) | 0.0140 (7) | |
C28 | 0.4009 (4) | 0.50685 (12) | 0.12910 (15) | 0.0129 (6) | |
N5 | 0.7543 (4) | 0.27251 (11) | 0.29327 (13) | 0.0203 (6) | |
H5A | 0.8324 | 0.2478 | 0.2784 | 0.024* | |
H5B | 0.7175 | 0.2602 | 0.3328 | 0.024* | |
N6 | 0.5561 (4) | 0.37357 (10) | 0.27689 (13) | 0.0166 (6) | |
H6A | 0.4776 | 0.3982 | 0.2918 | 0.020* | |
H6B | 0.5913 | 0.3858 | 0.2370 | 0.020* | |
C29 | 0.5805 (5) | 0.28004 (13) | 0.23931 (17) | 0.0209 (8) | |
H29A | 0.5115 | 0.2462 | 0.2314 | 0.025* | |
H29B | 0.6200 | 0.2912 | 0.1958 | 0.025* | |
C30 | 0.4504 (5) | 0.32196 (12) | 0.26320 (17) | 0.0185 (7) | |
H30A | 0.3391 | 0.3273 | 0.2277 | 0.022* | |
H30B | 0.4052 | 0.3098 | 0.3054 | 0.022* | |
C31 | 0.7309 (5) | 0.36691 (13) | 0.33023 (16) | 0.0189 (7) | |
H31A | 0.6925 | 0.3568 | 0.3744 | 0.023* | |
H31B | 0.7997 | 0.4008 | 0.3367 | 0.023* | |
C32 | 0.8625 (5) | 0.32418 (13) | 0.30800 (17) | 0.0209 (7) | |
H32A | 0.9122 | 0.3360 | 0.2665 | 0.025* | |
H32B | 0.9710 | 0.3186 | 0.3446 | 0.025* | |
O1W | 0.0582 (3) | 0.32196 (9) | 0.15291 (11) | 0.0226 (5) | |
H1W | 0.1188 | 0.3197 | 0.1181 | 0.027* | |
H2W | 0.0181 | 0.2892 | 0.1568 | 0.027* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Fe1 | 0.0157 (2) | 0.0105 (2) | 0.0122 (2) | 0.00008 (19) | 0.00130 (18) | 0.00209 (18) |
O1 | 0.0188 (12) | 0.0156 (12) | 0.0168 (12) | 0.0003 (10) | 0.0070 (9) | 0.0033 (9) |
O2 | 0.0193 (13) | 0.0191 (12) | 0.0262 (13) | 0.0045 (10) | 0.0079 (10) | −0.0017 (10) |
O3 | 0.0163 (12) | 0.0166 (11) | 0.0167 (11) | 0.0039 (10) | 0.0033 (9) | 0.0028 (10) |
O4 | 0.0174 (12) | 0.0284 (13) | 0.0176 (12) | 0.0019 (10) | 0.0073 (10) | −0.0019 (10) |
O5 | 0.0185 (12) | 0.0131 (11) | 0.0160 (11) | 0.0004 (9) | −0.0018 (9) | 0.0015 (9) |
O6 | 0.0177 (12) | 0.0165 (12) | 0.0180 (12) | −0.0033 (10) | 0.0023 (9) | −0.0029 (10) |
O7 | 0.0211 (12) | 0.0109 (11) | 0.0142 (11) | 0.0005 (9) | 0.0010 (9) | 0.0014 (9) |
O8 | 0.0178 (12) | 0.0189 (12) | 0.0148 (12) | 0.0027 (10) | −0.0004 (9) | −0.0017 (9) |
N1 | 0.0132 (13) | 0.0103 (13) | 0.0125 (13) | −0.0005 (11) | 0.0005 (10) | −0.0016 (11) |
N2 | 0.0108 (13) | 0.0119 (13) | 0.0129 (13) | 0.0017 (10) | 0.0042 (10) | 0.0007 (11) |
C1 | 0.0137 (16) | 0.0122 (16) | 0.0139 (16) | −0.0014 (13) | −0.0016 (13) | −0.0035 (12) |
C2 | 0.0228 (18) | 0.0126 (16) | 0.0146 (16) | 0.0010 (14) | −0.0017 (14) | −0.0013 (13) |
C3 | 0.0299 (19) | 0.0080 (15) | 0.0137 (16) | −0.0013 (14) | 0.0000 (14) | −0.0001 (13) |
C4 | 0.0249 (18) | 0.0159 (16) | 0.0123 (16) | −0.0038 (14) | 0.0061 (14) | −0.0020 (13) |
C5 | 0.0140 (16) | 0.0146 (16) | 0.0107 (15) | −0.0030 (13) | 0.0000 (12) | −0.0033 (12) |
C6 | 0.0143 (16) | 0.0154 (16) | 0.0125 (16) | −0.0007 (14) | 0.0014 (12) | −0.0010 (13) |
C7 | 0.0160 (17) | 0.0146 (16) | 0.0110 (15) | −0.0023 (13) | −0.0009 (13) | −0.0042 (13) |
C8 | 0.0090 (15) | 0.0135 (16) | 0.0161 (16) | 0.0024 (13) | 0.0051 (12) | −0.0005 (13) |
C9 | 0.0120 (16) | 0.0097 (15) | 0.0209 (17) | 0.0007 (13) | 0.0065 (13) | −0.0010 (13) |
C10 | 0.0138 (16) | 0.0108 (15) | 0.0205 (17) | 0.0036 (13) | 0.0064 (13) | 0.0050 (13) |
C11 | 0.0135 (16) | 0.0150 (16) | 0.0130 (16) | 0.0059 (13) | 0.0052 (13) | 0.0029 (13) |
C12 | 0.0087 (15) | 0.0173 (16) | 0.0116 (15) | 0.0031 (13) | 0.0035 (12) | 0.0005 (13) |
C13 | 0.0095 (15) | 0.0173 (17) | 0.0130 (16) | −0.0001 (13) | 0.0055 (12) | −0.0024 (13) |
C14 | 0.0122 (16) | 0.0155 (16) | 0.0150 (17) | 0.0027 (13) | 0.0055 (13) | 0.0001 (13) |
Fe2 | 0.0134 (2) | 0.0123 (2) | 0.0103 (2) | −0.00072 (19) | 0.00259 (17) | −0.00144 (18) |
O9 | 0.0195 (12) | 0.0147 (11) | 0.0124 (11) | −0.0005 (10) | 0.0002 (9) | 0.0002 (9) |
O10 | 0.0218 (13) | 0.0143 (12) | 0.0228 (12) | 0.0033 (10) | 0.0082 (10) | 0.0048 (10) |
O11 | 0.0163 (12) | 0.0135 (11) | 0.0123 (11) | 0.0023 (9) | 0.0034 (9) | −0.0015 (9) |
O12 | 0.0169 (12) | 0.0194 (12) | 0.0152 (12) | 0.0041 (10) | 0.0000 (9) | 0.0025 (10) |
O13 | 0.0166 (12) | 0.0159 (12) | 0.0144 (11) | −0.0004 (9) | 0.0041 (9) | −0.0024 (9) |
O14 | 0.0158 (12) | 0.0179 (12) | 0.0172 (12) | −0.0049 (10) | 0.0014 (9) | −0.0005 (9) |
O15 | 0.0154 (12) | 0.0208 (12) | 0.0130 (11) | −0.0039 (9) | 0.0046 (9) | −0.0034 (9) |
O16 | 0.0170 (12) | 0.0188 (12) | 0.0193 (12) | −0.0035 (10) | 0.0065 (10) | −0.0004 (10) |
N3 | 0.0088 (13) | 0.0121 (13) | 0.0131 (13) | −0.0005 (10) | 0.0046 (10) | −0.0021 (10) |
N4 | 0.0148 (14) | 0.0109 (13) | 0.0128 (13) | 0.0019 (11) | 0.0044 (11) | 0.0005 (11) |
C15 | 0.0122 (16) | 0.0134 (16) | 0.0160 (16) | −0.0003 (13) | 0.0086 (13) | 0.0004 (13) |
C16 | 0.0138 (16) | 0.0139 (16) | 0.0203 (17) | −0.0014 (13) | 0.0109 (13) | −0.0030 (13) |
C17 | 0.0105 (16) | 0.0205 (17) | 0.0159 (16) | −0.0043 (13) | 0.0059 (13) | −0.0085 (13) |
C18 | 0.0103 (16) | 0.0205 (17) | 0.0109 (15) | −0.0020 (13) | 0.0038 (12) | −0.0003 (13) |
C19 | 0.0097 (15) | 0.0157 (16) | 0.0125 (15) | −0.0010 (13) | 0.0047 (12) | 0.0013 (13) |
C20 | 0.0119 (16) | 0.0160 (17) | 0.0189 (17) | −0.0028 (13) | 0.0078 (13) | 0.0027 (14) |
C21 | 0.0108 (15) | 0.0150 (16) | 0.0127 (16) | −0.0023 (13) | 0.0056 (12) | −0.0005 (13) |
C22 | 0.0147 (16) | 0.0089 (15) | 0.0127 (15) | 0.0001 (13) | −0.0006 (12) | 0.0009 (12) |
C23 | 0.0152 (17) | 0.0142 (16) | 0.0166 (16) | −0.0008 (13) | −0.0007 (13) | −0.0013 (13) |
C24 | 0.0289 (19) | 0.0122 (16) | 0.0104 (15) | 0.0011 (14) | 0.0022 (14) | −0.0021 (13) |
C25 | 0.0205 (17) | 0.0121 (16) | 0.0119 (16) | 0.0016 (13) | 0.0055 (13) | 0.0007 (13) |
C26 | 0.0155 (16) | 0.0076 (15) | 0.0159 (16) | 0.0007 (13) | 0.0038 (13) | 0.0019 (12) |
C27 | 0.0154 (17) | 0.0113 (16) | 0.0146 (16) | 0.0012 (13) | 0.0004 (13) | 0.0030 (13) |
C28 | 0.0138 (16) | 0.0112 (16) | 0.0144 (15) | 0.0041 (13) | 0.0042 (12) | 0.0020 (13) |
N5 | 0.0276 (16) | 0.0215 (15) | 0.0125 (14) | 0.0096 (13) | 0.0055 (12) | 0.0026 (12) |
N6 | 0.0182 (15) | 0.0155 (14) | 0.0171 (14) | 0.0019 (12) | 0.0058 (11) | −0.0023 (11) |
C29 | 0.027 (2) | 0.0171 (18) | 0.0182 (17) | −0.0006 (14) | 0.0004 (15) | −0.0008 (14) |
C30 | 0.0163 (17) | 0.0156 (17) | 0.0238 (18) | −0.0012 (14) | 0.0037 (14) | 0.0015 (14) |
C31 | 0.0204 (18) | 0.0203 (18) | 0.0158 (17) | −0.0035 (14) | 0.0018 (14) | −0.0036 (14) |
C32 | 0.0147 (17) | 0.030 (2) | 0.0180 (17) | 0.0030 (15) | 0.0021 (14) | 0.0005 (15) |
O1W | 0.0269 (14) | 0.0192 (12) | 0.0228 (13) | −0.0035 (10) | 0.0077 (10) | −0.0009 (10) |
Fe1—O5 | 2.005 (2) | O13—C27 | 1.292 (3) |
Fe1—O1 | 2.017 (2) | O14—C27 | 1.232 (4) |
Fe1—O3 | 2.028 (2) | O15—C28 | 1.308 (3) |
Fe1—O7 | 2.030 (2) | O16—C28 | 1.219 (3) |
Fe1—N1 | 2.050 (2) | N3—C19 | 1.335 (4) |
Fe1—N2 | 2.060 (3) | N3—C15 | 1.341 (4) |
O1—C6 | 1.297 (4) | N4—C22 | 1.333 (4) |
O2—C6 | 1.217 (4) | N4—C26 | 1.338 (4) |
O3—C7 | 1.283 (4) | C15—C16 | 1.383 (4) |
O4—C7 | 1.236 (3) | C15—C20 | 1.517 (4) |
O5—C13 | 1.296 (4) | C16—C17 | 1.394 (4) |
O6—C13 | 1.224 (3) | C16—H16A | 0.9300 |
O7—C14 | 1.300 (3) | C17—C18 | 1.394 (4) |
O8—C14 | 1.227 (4) | C17—H17A | 0.9300 |
N1—C1 | 1.329 (4) | C18—C19 | 1.387 (4) |
N1—C5 | 1.335 (4) | C18—H18A | 0.9300 |
N2—C8 | 1.336 (4) | C19—C21 | 1.508 (4) |
N2—C12 | 1.337 (4) | C22—C23 | 1.377 (4) |
C1—C2 | 1.382 (4) | C22—C27 | 1.517 (4) |
C1—C6 | 1.524 (4) | C23—C24 | 1.395 (4) |
C2—C3 | 1.385 (4) | C23—H23A | 0.9300 |
C2—H2A | 0.9300 | C24—C25 | 1.390 (4) |
C3—C4 | 1.397 (4) | C24—H24A | 0.9300 |
C3—H3A | 0.9300 | C25—C26 | 1.371 (4) |
C4—C5 | 1.382 (4) | C25—H25A | 0.9300 |
C4—H4A | 0.9300 | C26—C28 | 1.519 (4) |
C5—C7 | 1.516 (4) | N5—C29 | 1.494 (4) |
C8—C9 | 1.386 (4) | N5—C32 | 1.497 (4) |
C8—C13 | 1.523 (4) | N5—H5A | 0.9000 |
C9—C10 | 1.399 (4) | N5—H5B | 0.9000 |
C9—H9A | 0.9300 | N6—C30 | 1.485 (4) |
C10—C11 | 1.390 (4) | N6—C31 | 1.490 (4) |
C10—H10A | 0.9300 | N6—H6A | 0.9000 |
C11—C12 | 1.381 (4) | N6—H6B | 0.9000 |
C11—H11A | 0.9300 | C29—C30 | 1.504 (4) |
C12—C14 | 1.507 (4) | C29—H29A | 0.9700 |
Fe2—O15 | 2.008 (2) | C29—H29B | 0.9700 |
Fe2—O9 | 2.025 (2) | C30—H30A | 0.9700 |
Fe2—O13 | 2.026 (2) | C30—H30B | 0.9700 |
Fe2—O11 | 2.044 (2) | C31—C32 | 1.512 (4) |
Fe2—N4 | 2.057 (3) | C31—H31A | 0.9700 |
Fe2—N3 | 2.075 (2) | C31—H31B | 0.9700 |
O9—C20 | 1.297 (4) | C32—H32A | 0.9700 |
O10—C20 | 1.224 (4) | C32—H32B | 0.9700 |
O11—C21 | 1.317 (3) | O1W—H1W | 0.8540 |
O12—C21 | 1.219 (3) | O1W—H2W | 0.8677 |
O5—Fe1—O1 | 97.06 (9) | C19—N3—C15 | 122.2 (3) |
O5—Fe1—O3 | 93.44 (9) | C19—N3—Fe2 | 119.2 (2) |
O1—Fe1—O3 | 151.57 (9) | C15—N3—Fe2 | 118.1 (2) |
O5—Fe1—O7 | 151.57 (8) | C22—N4—C26 | 121.7 (3) |
O1—Fe1—O7 | 89.81 (9) | C22—N4—Fe2 | 119.0 (2) |
O3—Fe1—O7 | 93.41 (9) | C26—N4—Fe2 | 119.1 (2) |
O5—Fe1—N1 | 96.14 (9) | N3—C15—C16 | 120.2 (3) |
O1—Fe1—N1 | 76.33 (9) | N3—C15—C20 | 111.4 (3) |
O3—Fe1—N1 | 76.32 (9) | C16—C15—C20 | 128.4 (3) |
O7—Fe1—N1 | 112.28 (9) | C15—C16—C17 | 118.6 (3) |
O5—Fe1—N2 | 76.34 (9) | C15—C16—H16A | 120.7 |
O1—Fe1—N2 | 111.80 (9) | C17—C16—H16A | 120.7 |
O3—Fe1—N2 | 96.32 (9) | C18—C17—C16 | 120.1 (3) |
O7—Fe1—N2 | 75.50 (9) | C18—C17—H17A | 119.9 |
N1—Fe1—N2 | 169.31 (10) | C16—C17—H17A | 119.9 |
C6—O1—Fe1 | 120.28 (19) | C19—C18—C17 | 118.2 (3) |
C7—O3—Fe1 | 119.63 (19) | C19—C18—H18A | 120.9 |
C13—O5—Fe1 | 121.01 (19) | C17—C18—H18A | 120.9 |
C14—O7—Fe1 | 120.71 (19) | N3—C19—C18 | 120.6 (3) |
C1—N1—C5 | 122.9 (3) | N3—C19—C21 | 111.8 (3) |
C1—N1—Fe1 | 118.6 (2) | C18—C19—C21 | 127.3 (3) |
C5—N1—Fe1 | 118.0 (2) | O10—C20—O9 | 126.6 (3) |
C8—N2—C12 | 122.1 (3) | O10—C20—C15 | 120.0 (3) |
C8—N2—Fe1 | 118.4 (2) | O9—C20—C15 | 113.4 (3) |
C12—N2—Fe1 | 119.4 (2) | O12—C21—O11 | 124.4 (3) |
N1—C1—C2 | 120.4 (3) | O12—C21—C19 | 122.5 (3) |
N1—C1—C6 | 111.1 (3) | O11—C21—C19 | 112.9 (3) |
C2—C1—C6 | 128.5 (3) | N4—C22—C23 | 120.8 (3) |
C1—C2—C3 | 117.8 (3) | N4—C22—C27 | 110.8 (3) |
C1—C2—H2A | 121.1 | C23—C22—C27 | 128.3 (3) |
C3—C2—H2A | 121.1 | C22—C23—C24 | 117.8 (3) |
C2—C3—C4 | 121.1 (3) | C22—C23—H23A | 121.1 |
C2—C3—H3A | 119.4 | C24—C23—H23A | 121.1 |
C4—C3—H3A | 119.4 | C25—C24—C23 | 120.7 (3) |
C5—C4—C3 | 117.6 (3) | C25—C24—H24A | 119.7 |
C5—C4—H4A | 121.2 | C23—C24—H24A | 119.7 |
C3—C4—H4A | 121.2 | C26—C25—C24 | 117.8 (3) |
N1—C5—C4 | 120.1 (3) | C26—C25—H25A | 121.1 |
N1—C5—C7 | 111.5 (3) | C24—C25—H25A | 121.1 |
C4—C5—C7 | 128.4 (3) | N4—C26—C25 | 121.1 (3) |
O2—C6—O1 | 127.1 (3) | N4—C26—C28 | 110.7 (3) |
O2—C6—C1 | 119.8 (3) | C25—C26—C28 | 128.2 (3) |
O1—C6—C1 | 113.0 (3) | O14—C27—O13 | 125.6 (3) |
O4—C7—O3 | 125.8 (3) | O14—C27—C22 | 120.8 (3) |
O4—C7—C5 | 120.6 (3) | O13—C27—C22 | 113.6 (3) |
O3—C7—C5 | 113.6 (3) | O16—C28—O15 | 125.4 (3) |
N2—C8—C9 | 120.9 (3) | O16—C28—C26 | 121.6 (3) |
N2—C8—C13 | 111.3 (3) | O15—C28—C26 | 113.0 (2) |
C9—C8—C13 | 127.7 (3) | C29—N5—C32 | 111.3 (2) |
C8—C9—C10 | 117.2 (3) | C29—N5—H5A | 109.4 |
C8—C9—H9A | 121.4 | C32—N5—H5A | 109.4 |
C10—C9—H9A | 121.4 | C29—N5—H5B | 109.4 |
C11—C10—C9 | 121.2 (3) | C32—N5—H5B | 109.4 |
C11—C10—H10A | 119.4 | H5A—N5—H5B | 108.0 |
C9—C10—H10A | 119.4 | C30—N6—C31 | 111.4 (2) |
C12—C11—C10 | 117.8 (3) | C30—N6—H6A | 109.4 |
C12—C11—H11A | 121.1 | C31—N6—H6A | 109.4 |
C10—C11—H11A | 121.1 | C30—N6—H6B | 109.4 |
N2—C12—C11 | 120.7 (3) | C31—N6—H6B | 109.4 |
N2—C12—C14 | 111.1 (3) | H6A—N6—H6B | 108.0 |
C11—C12—C14 | 128.0 (3) | N5—C29—C30 | 109.8 (3) |
O6—C13—O5 | 126.9 (3) | N5—C29—H29A | 109.7 |
O6—C13—C8 | 120.2 (3) | C30—C29—H29A | 109.7 |
O5—C13—C8 | 112.9 (3) | N5—C29—H29B | 109.7 |
O8—C14—O7 | 125.2 (3) | C30—C29—H29B | 109.7 |
O8—C14—C12 | 121.5 (3) | H29A—C29—H29B | 108.2 |
O7—C14—C12 | 113.3 (3) | N6—C30—C29 | 110.1 (3) |
O15—Fe2—O9 | 93.01 (9) | N6—C30—H30A | 109.6 |
O15—Fe2—O13 | 151.16 (8) | C29—C30—H30A | 109.6 |
O9—Fe2—O13 | 96.96 (9) | N6—C30—H30B | 109.6 |
O15—Fe2—O11 | 92.01 (9) | C29—C30—H30B | 109.6 |
O9—Fe2—O11 | 151.29 (8) | H30A—C30—H30B | 108.2 |
O13—Fe2—O11 | 92.08 (9) | N6—C31—C32 | 110.7 (3) |
O15—Fe2—N4 | 76.05 (9) | N6—C31—H31A | 109.5 |
O9—Fe2—N4 | 97.59 (9) | C32—C31—H31A | 109.5 |
O13—Fe2—N4 | 75.84 (9) | N6—C31—H31B | 109.5 |
O11—Fe2—N4 | 111.05 (9) | C32—C31—H31B | 109.5 |
O15—Fe2—N3 | 97.14 (9) | H31A—C31—H31B | 108.1 |
O9—Fe2—N3 | 75.94 (9) | N5—C32—C31 | 110.1 (3) |
O13—Fe2—N3 | 111.51 (9) | N5—C32—H32A | 109.6 |
O11—Fe2—N3 | 75.39 (9) | C31—C32—H32A | 109.6 |
N4—Fe2—N3 | 170.52 (10) | N5—C32—H32B | 109.6 |
C20—O9—Fe2 | 120.76 (19) | C31—C32—H32B | 109.6 |
C21—O11—Fe2 | 120.34 (18) | H32A—C32—H32B | 108.2 |
C27—O13—Fe2 | 120.33 (19) | H1W—O1W—H2W | 102.4 |
C28—O15—Fe2 | 120.59 (19) | ||
O5—Fe1—O1—C6 | −91.3 (2) | O13—Fe2—O9—C20 | 113.2 (2) |
O3—Fe1—O1—C6 | 19.5 (3) | O11—Fe2—O9—C20 | 5.8 (3) |
O7—Fe1—O1—C6 | 116.3 (2) | N4—Fe2—O9—C20 | −170.2 (2) |
N1—Fe1—O1—C6 | 3.3 (2) | N3—Fe2—O9—C20 | 2.7 (2) |
N2—Fe1—O1—C6 | −169.4 (2) | O15—Fe2—O11—C21 | 91.7 (2) |
O5—Fe1—O3—C7 | 86.8 (2) | O9—Fe2—O11—C21 | −8.3 (3) |
O1—Fe1—O3—C7 | −24.9 (3) | O13—Fe2—O11—C21 | −116.8 (2) |
O7—Fe1—O3—C7 | −120.8 (2) | N4—Fe2—O11—C21 | 167.5 (2) |
N1—Fe1—O3—C7 | −8.7 (2) | N3—Fe2—O11—C21 | −5.2 (2) |
N2—Fe1—O3—C7 | 163.4 (2) | O15—Fe2—O13—C27 | −17.0 (3) |
O1—Fe1—O5—C13 | −113.5 (2) | O9—Fe2—O13—C27 | 92.4 (2) |
O3—Fe1—O5—C13 | 93.0 (2) | O11—Fe2—O13—C27 | −114.9 (2) |
O7—Fe1—O5—C13 | −10.7 (3) | N4—Fe2—O13—C27 | −3.7 (2) |
N1—Fe1—O5—C13 | 169.6 (2) | N3—Fe2—O13—C27 | 170.0 (2) |
N2—Fe1—O5—C13 | −2.7 (2) | O9—Fe2—O15—C28 | −90.1 (2) |
O5—Fe1—O7—C14 | 8.1 (3) | O13—Fe2—O15—C28 | 20.2 (3) |
O1—Fe1—O7—C14 | 112.7 (2) | O11—Fe2—O15—C28 | 118.2 (2) |
O3—Fe1—O7—C14 | −95.6 (2) | N4—Fe2—O15—C28 | 7.0 (2) |
N1—Fe1—O7—C14 | −172.2 (2) | N3—Fe2—O15—C28 | −166.3 (2) |
N2—Fe1—O7—C14 | 0.1 (2) | O15—Fe2—N3—C19 | −86.9 (2) |
O5—Fe1—N1—C1 | 88.3 (2) | O9—Fe2—N3—C19 | −178.3 (2) |
O1—Fe1—N1—C1 | −7.5 (2) | O13—Fe2—N3—C19 | 89.7 (2) |
O3—Fe1—N1—C1 | −179.6 (2) | O11—Fe2—N3—C19 | 3.3 (2) |
O7—Fe1—N1—C1 | −91.5 (2) | O15—Fe2—N3—C15 | 85.4 (2) |
N2—Fe1—N1—C1 | 133.1 (5) | O9—Fe2—N3—C15 | −5.9 (2) |
O5—Fe1—N1—C5 | −83.9 (2) | O13—Fe2—N3—C15 | −98.0 (2) |
O1—Fe1—N1—C5 | −179.7 (2) | O11—Fe2—N3—C15 | 175.6 (2) |
O3—Fe1—N1—C5 | 8.2 (2) | O15—Fe2—N4—C22 | 179.6 (2) |
O7—Fe1—N1—C5 | 96.3 (2) | O9—Fe2—N4—C22 | −89.1 (2) |
N2—Fe1—N1—C5 | −39.1 (6) | O13—Fe2—N4—C22 | 6.2 (2) |
O5—Fe1—N2—C8 | 0.4 (2) | O11—Fe2—N4—C22 | 92.9 (2) |
O1—Fe1—N2—C8 | 92.6 (2) | O15—Fe2—N4—C26 | −5.2 (2) |
O3—Fe1—N2—C8 | −91.6 (2) | O9—Fe2—N4—C26 | 86.1 (2) |
O7—Fe1—N2—C8 | 176.5 (2) | O13—Fe2—N4—C26 | −178.6 (2) |
N1—Fe1—N2—C8 | −45.7 (6) | O11—Fe2—N4—C26 | −91.9 (2) |
O5—Fe1—N2—C12 | −175.0 (2) | C19—N3—C15—C16 | 0.4 (4) |
O1—Fe1—N2—C12 | −82.7 (2) | Fe2—N3—C15—C16 | −171.7 (2) |
O3—Fe1—N2—C12 | 93.0 (2) | C19—N3—C15—C20 | 179.8 (3) |
O7—Fe1—N2—C12 | 1.1 (2) | Fe2—N3—C15—C20 | 7.7 (3) |
N1—Fe1—N2—C12 | 139.0 (5) | N3—C15—C16—C17 | −1.0 (4) |
C5—N1—C1—C2 | −0.1 (4) | C20—C15—C16—C17 | 179.6 (3) |
Fe1—N1—C1—C2 | −171.9 (2) | C15—C16—C17—C18 | −0.4 (4) |
C5—N1—C1—C6 | −178.6 (3) | C16—C17—C18—C19 | 2.5 (4) |
Fe1—N1—C1—C6 | 9.7 (3) | C15—N3—C19—C18 | 1.8 (4) |
N1—C1—C2—C3 | 0.4 (4) | Fe2—N3—C19—C18 | 173.8 (2) |
C6—C1—C2—C3 | 178.5 (3) | C15—N3—C19—C21 | −173.3 (3) |
C1—C2—C3—C4 | −0.7 (5) | Fe2—N3—C19—C21 | −1.3 (3) |
C2—C3—C4—C5 | 0.7 (5) | C17—C18—C19—N3 | −3.1 (4) |
C1—N1—C5—C4 | 0.2 (4) | C17—C18—C19—C21 | 171.1 (3) |
Fe1—N1—C5—C4 | 172.0 (2) | Fe2—O9—C20—O10 | −179.9 (2) |
C1—N1—C5—C7 | −178.5 (3) | Fe2—O9—C20—C15 | 0.5 (3) |
Fe1—N1—C5—C7 | −6.7 (3) | N3—C15—C20—O10 | 175.1 (3) |
C3—C4—C5—N1 | −0.5 (4) | C16—C15—C20—O10 | −5.6 (5) |
C3—C4—C5—C7 | 178.0 (3) | N3—C15—C20—O9 | −5.3 (4) |
Fe1—O1—C6—O2 | −177.1 (2) | C16—C15—C20—O9 | 174.1 (3) |
Fe1—O1—C6—C1 | 0.7 (3) | Fe2—O11—C21—O12 | −170.2 (2) |
N1—C1—C6—O2 | 171.4 (3) | Fe2—O11—C21—C19 | 6.0 (3) |
C2—C1—C6—O2 | −6.9 (5) | N3—C19—C21—O12 | 173.4 (3) |
N1—C1—C6—O1 | −6.6 (4) | C18—C19—C21—O12 | −1.3 (5) |
C2—C1—C6—O1 | 175.1 (3) | N3—C19—C21—O11 | −2.9 (3) |
Fe1—O3—C7—O4 | −170.4 (2) | C18—C19—C21—O11 | −177.5 (3) |
Fe1—O3—C7—C5 | 7.7 (3) | C26—N4—C22—C23 | −0.1 (4) |
N1—C5—C7—O4 | 177.7 (3) | Fe2—N4—C22—C23 | 175.0 (2) |
C4—C5—C7—O4 | −0.9 (5) | C26—N4—C22—C27 | 177.7 (3) |
N1—C5—C7—O3 | −0.5 (4) | Fe2—N4—C22—C27 | −7.2 (3) |
C4—C5—C7—O3 | −179.1 (3) | N4—C22—C23—C24 | 0.0 (4) |
C12—N2—C8—C9 | 0.5 (4) | C27—C22—C23—C24 | −177.4 (3) |
Fe1—N2—C8—C9 | −174.8 (2) | C22—C23—C24—C25 | 0.5 (4) |
C12—N2—C8—C13 | 176.7 (2) | C23—C24—C25—C26 | −0.9 (4) |
Fe1—N2—C8—C13 | 1.4 (3) | C22—N4—C26—C25 | −0.3 (4) |
N2—C8—C9—C10 | 0.9 (4) | Fe2—N4—C26—C25 | −175.4 (2) |
C13—C8—C9—C10 | −174.7 (3) | C22—N4—C26—C28 | 178.0 (3) |
C8—C9—C10—C11 | −1.0 (4) | Fe2—N4—C26—C28 | 2.9 (3) |
C9—C10—C11—C12 | −0.1 (4) | C24—C25—C26—N4 | 0.8 (4) |
C8—N2—C12—C11 | −1.7 (4) | C24—C25—C26—C28 | −177.2 (3) |
Fe1—N2—C12—C11 | 173.5 (2) | Fe2—O13—C27—O14 | 179.1 (2) |
C8—N2—C12—C14 | −177.1 (3) | Fe2—O13—C27—C22 | 1.1 (3) |
Fe1—N2—C12—C14 | −1.9 (3) | N4—C22—C27—O14 | −174.2 (3) |
C10—C11—C12—N2 | 1.5 (4) | C23—C22—C27—O14 | 3.5 (5) |
C10—C11—C12—C14 | 176.1 (3) | N4—C22—C27—O13 | 3.9 (4) |
Fe1—O5—C13—O6 | −177.5 (2) | C23—C22—C27—O13 | −178.5 (3) |
Fe1—O5—C13—C8 | 4.2 (3) | Fe2—O15—C28—O16 | 170.3 (2) |
N2—C8—C13—O6 | 178.1 (3) | Fe2—O15—C28—C26 | −7.4 (3) |
C9—C8—C13—O6 | −6.0 (5) | N4—C26—C28—O16 | −175.1 (3) |
N2—C8—C13—O5 | −3.5 (4) | C25—C26—C28—O16 | 3.1 (5) |
C9—C8—C13—O5 | 172.4 (3) | N4—C26—C28—O15 | 2.7 (4) |
Fe1—O7—C14—O8 | −179.2 (2) | C25—C26—C28—O15 | −179.1 (3) |
Fe1—O7—C14—C12 | −1.1 (3) | C32—N5—C29—C30 | −58.2 (3) |
N2—C12—C14—O8 | −180.0 (3) | C31—N6—C30—C29 | −58.1 (3) |
C11—C12—C14—O8 | 5.0 (5) | N5—C29—C30—N6 | 58.1 (3) |
N2—C12—C14—O7 | 1.9 (4) | C30—N6—C31—C32 | 56.8 (3) |
C11—C12—C14—O7 | −173.1 (3) | C29—N5—C32—C31 | 56.7 (3) |
O15—Fe2—O9—C20 | −93.9 (2) | N6—C31—C32—N5 | −55.4 (3) |
D—H···A | D—H | H···A | D···A | D—H···A |
N5—H5A···O8 | 0.90 | 1.94 | 2.836 (4) | 175 |
N5—H5B···O4i | 0.90 | 1.88 | 2.742 (4) | 161 |
N6—H6A···O11 | 0.90 | 1.94 | 2.816 (4) | 165 |
N6—H6B···O14ii | 0.90 | 1.84 | 2.738 (4) | 174 |
O1W—H1W···O2 | 0.85 | 1.95 | 2.805 (4) | 176 |
O1W—H2W···O7iii | 0.87 | 2.01 | 2.837 (4) | 160 |
C4—H4A···O10iv | 0.93 | 2.31 | 3.221 (4) | 167 |
C9—H9A···O6v | 0.93 | 2.28 | 3.103 (4) | 148 |
C11—H11A···O15vi | 0.93 | 2.39 | 3.126 (4) | 136 |
C16—H16A···O1vii | 0.93 | 2.52 | 3.324 (4) | 144 |
C17—H17A···O3viii | 0.93 | 2.51 | 3.237 (4) | 135 |
C18—H18A···O12ix | 0.93 | 2.45 | 3.234 (4) | 142 |
C25—H25A···O16iv | 0.93 | 2.33 | 3.223 (4) | 162 |
C29—H29A···O10x | 0.97 | 2.38 | 3.171 (4) | 138 |
C30—H30A···O1W | 0.97 | 2.27 | 3.221 (4) | 167 |
C31—H31B···O6xi | 0.97 | 2.45 | 3.135 (4) | 127 |
C32—H32A···O1Wii | 0.97 | 2.59 | 3.495 (4) | 155 |
C32—H32B···O5xi | 0.97 | 2.54 | 3.340 (4) | 140 |
C23—H23A···Cg4(N1/C1-C5)iii | 0.93 | 2.81 | 3.591 (4) | 142 |
Symmetry codes: (i) x−1/2, −y+1/2, z+1/2; (ii) x+1, y, z; (iii) x−1, y, z; (iv) −x+1, −y+1, −z; (v) −x+1, −y, −z; (vi) −x+3/2, y−1/2, −z+1/2; (vii) −x+1/2, y+1/2, −z+1/2; (viii) −x+3/2, y+1/2, −z+1/2; (ix) −x+1, −y+1, −z+1; (x) −x+1/2, y−1/2, −z+1/2; (xi) x+1/2, −y+1/2, z+1/2. |
Experimental details
Crystal data | |
Chemical formula | (C4H12N2)·[Fe(C7H3NO4)2]2·H2O |
Mr | 878.29 |
Crystal system, space group | Monoclinic, P21/n |
Temperature (K) | 100 |
a, b, c (Å) | 7.016 (3), 24.855 (9), 19.422 (7) |
β (°) | 98.697 (14) |
V (Å3) | 3348 (2) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 0.96 |
Crystal size (mm) | 0.23 × 0.15 × 0.14 |
Data collection | |
Diffractometer | Bruker SMART APEXII CCD area-detector diffractometer |
Absorption correction | Multi-scan (APEX2; Bruker, 2005) |
Tmin, Tmax | 0.795, 0.878 |
No. of measured, independent and observed [I > 2u(I)] reflections | 34715, 7296, 5113 |
Rint | 0.090 |
(sin θ/λ)max (Å−1) | 0.639 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.042, 0.081, 1.00 |
No. of reflections | 7296 |
No. of parameters | 514 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.43, −0.39 |
Computer programs: APEX2 (Bruker, 2005), SHELXTL (Sheldrick, 1998).
D—H···A | D—H | H···A | D···A | D—H···A |
N5—H5A···O8 | 0.90 | 1.94 | 2.836 (4) | 175 |
N5—H5B···O4i | 0.90 | 1.88 | 2.742 (4) | 161 |
N6—H6A···O11 | 0.90 | 1.94 | 2.816 (4) | 165 |
N6—H6B···O14ii | 0.90 | 1.84 | 2.738 (4) | 174 |
O1W—H1W···O2 | 0.85 | 1.95 | 2.805 (4) | 176 |
O1W—H2W···O7iii | 0.87 | 2.01 | 2.837 (4) | 160 |
C4—H4A···O10iv | 0.93 | 2.31 | 3.221 (4) | 167 |
C9—H9A···O6v | 0.93 | 2.28 | 3.103 (4) | 148 |
C11—H11A···O15vi | 0.93 | 2.39 | 3.126 (4) | 136 |
C16—H16A···O1vii | 0.93 | 2.52 | 3.324 (4) | 144 |
C17—H17A···O3viii | 0.93 | 2.51 | 3.237 (4) | 135 |
C18—H18A···O12ix | 0.93 | 2.45 | 3.234 (4) | 142 |
C25—H25A···O16iv | 0.93 | 2.33 | 3.223 (4) | 162 |
C29—H29A···O10x | 0.97 | 2.38 | 3.171 (4) | 138 |
C30—H30A···O1W | 0.97 | 2.27 | 3.221 (4) | 167 |
C31—H31B···O6xi | 0.97 | 2.45 | 3.135 (4) | 127 |
C32—H32A···O1Wii | 0.97 | 2.59 | 3.495 (4) | 155 |
C32—H32B···O5xi | 0.97 | 2.54 | 3.340 (4) | 140 |
Symmetry codes: (i) x−1/2, −y+1/2, z+1/2; (ii) x+1, y, z; (iii) x−1, y, z; (iv) −x+1, −y+1, −z; (v) −x+1, −y, −z; (vi) −x+3/2, y−1/2, −z+1/2; (vii) −x+1/2, y+1/2, −z+1/2; (viii) −x+3/2, y+1/2, −z+1/2; (ix) −x+1, −y+1, −z+1; (x) −x+1/2, y−1/2, −z+1/2; (xi) x+1/2, −y+1/2, z+1/2. |
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Recent interest of our research group has focused on self-assembling synthesis and characterization of novel metal complexes of proton transfer compounds (Aghabozorg, Sadrkhanlou et al., 2007; Aghabozorg, Motyeian et al., 2007; Aghabozorg, Attar Gharamaleki et al., 2007a,b). The pyridine-2,6-dicarboxylate ion is an effective tridentate chelating ligand forming stable complexes with most metal ions (Sheshmani et al., 2006). This compound has not been crystallized until now but its metal-organic derivatives can be obtained as suitable crystals. We have recently reported the crystal structures of new compounds synthesized using this ligand and piperazinediium as counter-ion. In this report, the crystal structure of the title iron(III) derivative, (I), is described.
The Fe1III and Fe2III ions are located at the centers of a distorted octahedrons (Fig.1). The angles N1—Fe1—N2 [169.31 (10)°], O1—Fe1—O3 [151.57 (9)°], O5—Fe1—O7 [151.57 (8)°], N3—Fe2—N4 [170.52 (10)°], O9—Fe2—O11 [151.29 (8)°] and O13—Fe2—O15 [151.16 (8)°] indicate some difference in Fe1III and Fe2III coordination geometries.
The torsion angles C7—O3—Fe1—O5 [86.8 (2)°] and C6— O1—Fe1—O5 [-91.3 (2)°] indicate that two dianionic pydc2– units connecting to Fe1III ion,are almost perpendicular to each other. The same is valid for Fe2 center, proved by torsion angles C27— O13—Fe2—O9 [92.4 (2)°] and C28— O15—Fe2—O9 [-90.1 (2)°]
In this work we use Fe2+ ions as starting material. Most probably, during the synthesis, Fe2+ ions oxidize into Fe3+ ions and in our crystalline product we obtain FeIII complexes.
There are π-π stacking interactions between the anions, proved by short distances Cg1···Cg2i, Cg1···Cg2ii and Cg3···Cg3iii of 3.500 (2), 3.533 (2) and 3.724 (2) Å, respectively [Cg1, Cg2 and Cg3 are centroids of N2/C8—C12, N3/C15—C19 and N4/C22—C26 rings, respectively. Symmetry codes: (i) 1/2 - x, -1/2 + y, 1/2-z ; (ii) 3/2 - x, -1/2 + y, 1/2 - z; (iii) -x, 1 - y, -z]. Also C—H···π interactions exist in the crystal, with C23···Cg4iv distance of 3.591 (4) Å (Fig. 2) [symmetry code: (iv) -1 + x, y, z]. The extensive O—H···O, N—H···O and C—H···O hydrogen bonds (Table 1) between [Fe1(pydc)2]-, [Fe2(pydc)2]-, (pipzH2)2+ and uncoordinated water molecules play an important role in stabilization of the crystal packing (Fig. 3).