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The title compound, (C3H5N2)2[Fe(CN)5(C3H4N2)], is com­posed of a mononuclear [Fe(CN)5(pyrazole)]2− dianion and two 1H-pyrazol-2-ium cations. A three-dimensional supra­molecular network is formed through a rich scheme of N—H...N hydrogen bonds and C—H...π inter­actions among the cations and anions.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S2053229614007128/sf3226sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2053229614007128/sf3226Isup2.hkl
Contains datablock I

CCDC reference: 994457

Computing details top

Data collection: CrystalClear (Rigaku, 2005); cell refinement: CrystalClear (Rigaku, 2005); data reduction: CrystalClear (Rigaku, 2005); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: PLATON (Spek, 2009) and DIAMOND (Brandenburg & Putz, 2005); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).

Bis(1H-pyrazol-2-ium) pentacyanido(1H-pyrazole-κN2)ferrate(III) top
Crystal data top
(C3H5N2)2[Fe(CN)5(C3H4N2)]F(000) = 402
Mr = 392.21Dx = 1.383 Mg m3
Monoclinic, P21Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2ybCell parameters from 4324 reflections
a = 7.0219 (14) Åθ = 3.2–27.5°
b = 14.955 (3) ŵ = 0.82 mm1
c = 8.9722 (18) ÅT = 293 K
β = 91.19 (3)°Block, red
V = 942.0 (3) Å30.26 × 0.24 × 0.22 mm
Z = 2
Data collection top
Rigaku SCXmini
diffractometer
4054 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tubeRint = 0.039
Graphite monochromatorθmax = 27.5°, θmin = 3.2°
ω scansh = 99
Absorption correction: multi-scan
(CrystalClear; Rigaku, 2005)
k = 1919
Tmin = 0.807, Tmax = 0.834l = 1111
9783 measured reflections3 standard reflections every 180 reflections
4324 independent reflections intensity decay: none
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.033H-atom parameters constrained
wR(F2) = 0.071 w = 1/[σ2(Fo2) + (0.0227P)2]
where P = (Fo2 + 2Fc2)/3
S = 1.09(Δ/σ)max = 0.001
4324 reflectionsΔρmax = 0.30 e Å3
236 parametersΔρmin = 0.36 e Å3
1 restraintAbsolute structure: Flack (1983), with how many Friedel pairs?
Primary atom site location: structure-invariant direct methodsAbsolute structure parameter: 0.009 (13)
Special details top

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
C10.9516 (3)0.95613 (16)0.8570 (3)0.0307 (5)
C20.9554 (3)0.97455 (15)1.1628 (3)0.0310 (5)
C30.6409 (3)1.08628 (15)1.1402 (3)0.0299 (5)
C40.6405 (3)1.06832 (15)0.8337 (3)0.0310 (5)
C50.9565 (3)1.12400 (17)0.9862 (3)0.0303 (5)
C60.5295 (4)0.77643 (18)1.0404 (3)0.0450 (7)
H60.53460.71461.05020.054*
C70.3672 (4)0.82821 (17)1.0342 (3)0.0464 (7)
H70.24180.80861.04020.056*
C80.4288 (3)0.91463 (17)1.0174 (3)0.0343 (5)
H80.34950.96431.00930.041*
C90.5215 (4)0.8659 (2)0.6366 (3)0.0534 (7)
H90.55610.84720.73230.064*
C100.6429 (4)0.8772 (2)0.5213 (3)0.0516 (7)
H100.77380.86770.52240.062*
C110.5324 (4)0.9053 (2)0.4051 (3)0.0543 (8)
H110.57540.91940.31060.065*
C120.9262 (5)0.6552 (3)0.3973 (3)0.0739 (11)
H120.96100.64970.29830.089*
C131.0434 (5)0.6787 (3)0.5125 (4)0.0762 (10)
H131.17210.69300.50810.091*
C140.9350 (4)0.6773 (2)0.6350 (3)0.0591 (8)
H140.97700.69030.73160.071*
Fe10.79424 (4)1.02011 (2)0.99859 (3)0.02194 (8)
N11.0398 (3)0.91860 (16)0.7707 (2)0.0475 (6)
N21.0465 (3)0.94890 (17)1.2607 (2)0.0521 (6)
N30.5492 (3)1.12183 (15)1.2273 (2)0.0476 (6)
N40.5522 (3)1.09499 (16)0.7347 (2)0.0504 (6)
N51.0462 (3)1.18743 (17)0.9790 (2)0.0476 (6)
N60.6206 (3)0.91734 (11)1.0142 (2)0.0251 (4)
N70.6772 (3)0.83135 (12)1.0298 (2)0.0326 (4)
H7A0.79430.81441.03260.039*
N80.3536 (3)0.90949 (16)0.4477 (2)0.0491 (6)
H8A0.25770.92500.39240.059*
N90.3470 (3)0.88577 (14)0.5900 (2)0.0417 (5)
H9A0.24630.88370.64290.050*
N100.7598 (3)0.65436 (15)0.5955 (2)0.0436 (5)
H10A0.66560.64870.65450.052*
N110.7537 (3)0.64151 (17)0.4495 (3)0.0504 (6)
H11A0.65450.62670.39740.060*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.0199 (11)0.0425 (13)0.0297 (13)0.0028 (10)0.0000 (9)0.0059 (11)
C20.0223 (12)0.0389 (13)0.0318 (13)0.0018 (9)0.0024 (10)0.0019 (10)
C30.0286 (12)0.0309 (12)0.0302 (12)0.0014 (10)0.0011 (10)0.0039 (10)
C40.0309 (12)0.0316 (12)0.0307 (12)0.0059 (9)0.0039 (10)0.0011 (10)
C50.0281 (12)0.0381 (13)0.0249 (11)0.0012 (10)0.0041 (9)0.0010 (10)
C60.0480 (16)0.0290 (13)0.0579 (19)0.0109 (11)0.0014 (13)0.0062 (13)
C70.0273 (13)0.0476 (16)0.0646 (18)0.0121 (11)0.0034 (12)0.0013 (14)
C80.0204 (11)0.0372 (12)0.0451 (14)0.0008 (9)0.0018 (10)0.0009 (11)
C90.0505 (17)0.081 (2)0.0285 (13)0.0213 (16)0.0103 (12)0.0020 (15)
C100.0292 (13)0.076 (2)0.0494 (16)0.0093 (14)0.0009 (12)0.0045 (16)
C110.0451 (16)0.078 (2)0.0403 (15)0.0045 (15)0.0109 (13)0.0148 (15)
C120.064 (2)0.114 (3)0.0445 (18)0.009 (2)0.0196 (16)0.020 (2)
C130.0402 (18)0.116 (3)0.072 (2)0.0138 (19)0.0062 (16)0.003 (2)
C140.060 (2)0.080 (2)0.0361 (15)0.0054 (17)0.0171 (14)0.0012 (16)
Fe10.01806 (13)0.02601 (13)0.02179 (13)0.00165 (13)0.00154 (9)0.00192 (14)
N10.0339 (11)0.0659 (15)0.0429 (13)0.0127 (11)0.0072 (10)0.0077 (12)
N20.0412 (13)0.0701 (16)0.0445 (14)0.0164 (12)0.0118 (11)0.0126 (13)
N30.0514 (14)0.0530 (14)0.0389 (12)0.0117 (11)0.0137 (10)0.0031 (11)
N40.0531 (15)0.0545 (14)0.0432 (13)0.0156 (11)0.0112 (11)0.0045 (12)
N50.0458 (13)0.0538 (14)0.0435 (12)0.0170 (12)0.0047 (10)0.0016 (11)
N60.0223 (9)0.0239 (9)0.0292 (9)0.0034 (7)0.0023 (7)0.0028 (8)
N70.0276 (10)0.0271 (10)0.0429 (11)0.0050 (8)0.0009 (8)0.0020 (8)
N80.0410 (13)0.0675 (16)0.0385 (13)0.0147 (12)0.0074 (11)0.0113 (12)
N90.0394 (13)0.0527 (14)0.0333 (12)0.0081 (11)0.0091 (10)0.0030 (11)
N100.0421 (13)0.0559 (14)0.0333 (12)0.0034 (11)0.0110 (10)0.0049 (11)
N110.0439 (14)0.0671 (16)0.0398 (13)0.0142 (12)0.0086 (11)0.0080 (13)
Geometric parameters (Å, º) top
C1—N11.148 (3)C10—C111.353 (4)
C1—Fe11.951 (2)C10—H100.9300
C2—N21.142 (3)C11—N81.322 (3)
C2—Fe11.961 (2)C11—H110.9300
C3—N31.153 (3)C12—N111.324 (4)
C3—Fe11.952 (2)C12—C131.354 (4)
C4—N41.145 (3)C12—H120.9300
C4—Fe11.951 (2)C13—C141.350 (4)
C5—N51.141 (3)C13—H130.9300
C5—Fe11.931 (3)C14—N101.318 (3)
C6—N71.328 (3)C14—H140.9300
C6—C71.378 (4)Fe1—N61.9686 (18)
C6—H60.9300N6—N71.352 (2)
C7—C81.372 (3)N7—H7A0.8600
C7—H70.9300N8—N91.327 (3)
C8—N61.348 (3)N8—H8A0.8600
C8—H80.9300N9—H9A0.8600
C9—N91.321 (3)N10—N111.324 (3)
C9—C101.364 (4)N10—H10A0.8600
C9—H90.9300N11—H11A0.8600
N1—C1—Fe1178.0 (2)C5—Fe1—C190.82 (10)
N2—C2—Fe1178.4 (2)C4—Fe1—C189.97 (9)
N3—C3—Fe1176.9 (2)C5—Fe1—C387.91 (10)
N4—C4—Fe1178.3 (2)C4—Fe1—C390.11 (9)
N5—C5—Fe1177.4 (2)C1—Fe1—C3178.72 (11)
N7—C6—C7107.2 (2)C5—Fe1—C289.48 (10)
N7—C6—H6126.4C4—Fe1—C2178.10 (11)
C7—C6—H6126.4C1—Fe1—C289.60 (9)
C8—C7—C6105.7 (2)C3—Fe1—C290.28 (10)
C8—C7—H7127.1C5—Fe1—N6177.68 (10)
C6—C7—H7127.1C4—Fe1—N690.50 (9)
N6—C8—C7110.4 (2)C1—Fe1—N691.35 (9)
N6—C8—H8124.8C3—Fe1—N689.92 (9)
C7—C8—H8124.8C2—Fe1—N691.36 (9)
N9—C9—C10108.8 (2)C8—N6—N7105.13 (18)
N9—C9—H9125.6C8—N6—Fe1130.19 (15)
C10—C9—H9125.6N7—N6—Fe1124.64 (14)
C11—C10—C9105.4 (2)C6—N7—N6111.5 (2)
C11—C10—H10127.3C6—N7—H7A124.2
C9—C10—H10127.3N6—N7—H7A124.2
N8—C11—C10109.0 (2)C11—N8—N9108.5 (2)
N8—C11—H11125.5C11—N8—H8A125.7
C10—C11—H11125.5N9—N8—H8A125.7
N11—C12—C13108.4 (3)C9—N9—N8108.3 (2)
N11—C12—H12125.8C9—N9—H9A125.9
C13—C12—H12125.8N8—N9—H9A125.9
C14—C13—C12105.8 (3)C14—N10—N11108.3 (2)
C14—C13—H13127.1C14—N10—H10A125.8
C12—C13—H13127.1N11—N10—H10A125.8
N10—C14—C13108.9 (3)C12—N11—N10108.5 (2)
N10—C14—H14125.5C12—N11—H11A125.8
C13—C14—H14125.5N10—N11—H11A125.8
C5—Fe1—C488.67 (10)
N7—C6—C7—C80.9 (3)N2—C2—Fe1—C594 (9)
C6—C7—C8—N60.4 (3)N2—C2—Fe1—C4108 (9)
N9—C9—C10—C110.4 (4)N2—C2—Fe1—C1175 (100)
C9—C10—C11—N80.8 (4)N2—C2—Fe1—C36 (9)
N11—C12—C13—C140.8 (5)N2—C2—Fe1—N684 (9)
C12—C13—C14—N100.3 (4)C7—C8—N6—N70.2 (3)
N5—C5—Fe1—C451 (5)C7—C8—N6—Fe1178.04 (18)
N5—C5—Fe1—C1140 (5)C5—Fe1—N6—C821 (2)
N5—C5—Fe1—C340 (5)C4—Fe1—N6—C847.5 (2)
N5—C5—Fe1—C2130 (5)C1—Fe1—N6—C8137.5 (2)
N5—C5—Fe1—N619 (7)C3—Fe1—N6—C842.6 (2)
N4—C4—Fe1—C5106 (8)C2—Fe1—N6—C8132.9 (2)
N4—C4—Fe1—C116 (8)C5—Fe1—N6—N7156 (2)
N4—C4—Fe1—C3166 (8)C4—Fe1—N6—N7135.01 (18)
N4—C4—Fe1—C292 (9)C1—Fe1—N6—N745.02 (18)
N4—C4—Fe1—N676 (8)C3—Fe1—N6—N7134.88 (18)
N1—C1—Fe1—C5112 (6)C2—Fe1—N6—N744.60 (18)
N1—C1—Fe1—C423 (6)C7—C6—N7—N61.1 (3)
N1—C1—Fe1—C3117 (7)C8—N6—N7—C60.8 (3)
N1—C1—Fe1—C2159 (6)Fe1—N6—N7—C6178.79 (16)
N1—C1—Fe1—N667 (6)C10—C11—N8—N90.8 (4)
N3—C3—Fe1—C5143 (4)C10—C9—N9—N80.1 (4)
N3—C3—Fe1—C4128 (4)C11—N8—N9—C90.6 (3)
N3—C3—Fe1—C1138 (5)C13—C14—N10—N110.3 (4)
N3—C3—Fe1—C253 (4)C13—C12—N11—N101.0 (4)
N3—C3—Fe1—N638 (4)C14—N10—N11—C120.8 (3)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N7—H7A···N5i0.862.212.901 (3)138
N8—H8A···N2ii0.861.912.768 (3)175
N9—H9A···N1iii0.861.942.769 (3)162
N10—H10A···N3iv0.861.902.760 (3)173
N11—H11A···N4v0.861.912.771 (3)175
Symmetry codes: (i) x+2, y1/2, z+2; (ii) x1, y, z1; (iii) x1, y, z; (iv) x+1, y1/2, z+2; (v) x+1, y1/2, z+1.
 

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