catena-Poly[[di­aqua­bis­[1,4-bis­(pyridin-4-yl)buta-1,3-diyne-κN]iron(II)]-μ-cyanido-κ2N:C-[dicyan­ido-κ2C-platinum(II)]-μ-cyanido-κ2C:N]

Piñeiro-López, L.; Valverde-Muñoz, F.J.; Seredyuk, M.; Znovjyak, K.

doi:10.1107/S2414314617014134

metal-organic compounds

IUCrDATA

ISSN: 2414-3146

Volume 2| Part 10| October 2017| x171413

https://doi.org/10.1107/S2414314617014134

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catena-Poly[[diaquabis[1,4-bis(pyridin-4-yl)buta-1,3-diyne-κN]iron(II)]-μ-cyanido-κ²N:C-[dicyanido-κ²C-platinum(II)]-μ-cyanido-κ²C:N]

Lucia Piñeiro-López,^a Francisco Javier Valverde-Muñoz,^a Maksym Seredyuk ^a,^b ^* and Kateryna Znovjyak ^b

^aInstitut de Ciencia Molecular (ICMol), Departament de Quimica Inorganica, Universitat de Valencia, Catedratico José Beltran Martinez, 2, 46980, Paterna, Valencia, Spain, and ^bNational Taras Shevchenko University, Department of Chemistry, Volodymyrska str. 64, 01601 Kyiv, Ukraine
^*Correspondence e-mail: mlseredyuk@gmail.com

Edited by M. Zeller, Purdue University, USA (Received 12 September 2017; accepted 1 October 2017; online 6 October 2017)

The molecular structure of the title compound, [FePt(CN)₄(C₁₄H₈N₂)₂(H₂O)₂]_n, consists of one-dimensional polymeric [–Fe–NC–Pt(CN)₂–CN–]_∞ chains. Two water molecules and two monodentate 1,4-bis(pyridin-4-yl)buta-1,3-diyne (bpb) ligand molecules complete the octahedral coordination sphere of the Fe^II atoms. The Fe—N(py) bond length (py is pyridine) is 2.2700 (15) Å, Fe—N(cyanide) is 2.1185 (16) Å and the Fe—O distance is 2.1275 (14) Å. The water molecules are hydrogen bonded to either bpb ligands or cyanide groups of the planar [Pt(CN)₄]²⁻ anion of adjacent polymeric chains. These O—H⋯N hydrogen bonds, in conjunction with offset and tilted π–π stacking interactions between bpb ligands and cyanide groups, extend the one-dimensional chains into a three-dimensional assembly.

Keywords: crystal structure; bitopic bpb ligand; hydrogen bonding; π–π stacking interactions.

CCDC reference: 1577444

Structure description

The title compound [Fe(bpb)₂(H₂O)₂{Pt(CN)₄}_n (bpb = bis(pyridin-4-yl)butadiyne) results from ongoing research concerning the synthesis of Fe^II spin-crossover metal–organic frameworks containing polycyanometallates (Piñeiro-López et al., 2014 , 2017 ). The title compound was obtained as a side product during the synthesis of Hofmann clathrate [Fe(bpb)₂[Pt(CN)₄]·guest (Piñeiro-López et al., 2014). The structure of the compound is similar to that of a one-dimensional linear polymer with a bridging [Au(CN)₂]⁻-anion and a bitopic pyrazole-based ligand, {FeL₂(H₂O)₂[Au(CN)₂]}_n (L = bis(3,5-dimethyl-1H-pyrazolyl)selenide)(Seredyuk et al., 2007 ). Major structural differences are attributed to the linear [Au(CN)₂]⁻-bridging units instead of [Pt(CN)₄]^2–-anions, and a bent ligand L.

The molecular structure of the title compound [Fe(bpb)₂(H₂O)₂{Pt(CN)₄}]_n (bpb = bis(pyridin-4-yl)butadiyne) consists of one-dimensional polymeric [–Fe–NC–Pt(CN)₂–CN–]_∞ chains, repeating endlessly along [110] (Fig. 1). The Fe^II site has sixfold coordination with a distorted octahedral geometry, while the Pt^II ion is coordinated by four cyanide groups in an almost regular square-planar geometry. The metal ions reside on inversion centres. Two bitopic ligand molecules of bpb coordinate in a monodentate manner through a pyridine group together with two molecules of water and complete the octahedral coordination sphere of the Fe^II atoms. The Fe—N(py) bond length is 2.2700 (15) Å, Fe—N(_cyanide) is 2.1185 (16) Å and the Fe—O distance is 2.1275 (14) Å. The second pyridine group of the ligand molecule and two cyano-groups of planar [Pt(CN)₄]^2–-anion form O—H⋯N hydrogen bonds (Table 1) with the water molecule belonging to adjacent polymeric chains. As a result of the hydrogen bonding, the dimensionality of the system is extended to a three-dimensional network (Fig. 2). A centroid-to-centroid distance of 3.6254 (10) Å between the pyridine rings of adjacent ligand molecules points to weak π–π stacking interactions.

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O—H2O⋯N4ⁱ	0.84 (3)	1.95 (3)	2.792 (2)	173 (3)
O—H1O⋯N3ⁱⁱ	0.83 (3)	1.93 (3)	2.754 (2)	176 (3)
Symmetry codes: (i) -x+2, -y, -z-1; (ii) -x, -y+1, -z.

Figure 1
A fragment of the structure of the title compound showing hydrogen bonds with adjacent polymeric chains (dashed lines). [Symmetry codes: (i) −x, 1 − y, −z; (ii) 2 − x, −y, −1 − z; (iii) −x, 1 − y, −z; (iv): −x, −y, −z.]

Figure 2
A fragment of the endless polymeric chain of the title compound with the atom-numbering scheme.

Synthesis and crystallization

Single crystals of the title compound were grown using the slow-diffusion technique. One side of a multi-arm-shaped vessel contained (NH₄)₂Fe(SO₄)₂·6H₂O (20 mg, 51 mmol) dissolved in water (0.5 ml). The contiguous arm contained solid bpb (11 mg, 49 mmol) and naphthalene (50 mg), and the third arm contained K₂Pt(CN)₄·3H₂O (22 mg, 51 mmol) in water (0.5 ml). The vessel was filled with a water/methanol (1:1) solution. Square-shaped light-red crystals suitable for single-crystal X-ray analysis were obtained in the middle arm after six weeks as a side product of the yellow-colored complex {Fe(pbp)[Pt(CN)₄]}.2naphthalene (Piñeiro-López et al., 2014).

Refinement

Crystal data, data collection and structure refinement details are summarized in Table 2.

Table 2
Experimental details

Crystal data
Chemical formula	[FePt(CN)₄(C₁₄H₈N₂)₂(H₂O)₂]
M_r	799.50
Crystal system, space group	Triclinic, P $[\overline{1}]$
Temperature (K)	120
a, b, c (Å)	7.6572 (3), 9.0142 (4), 12.1781 (5)
α, β, γ (°)	106.975 (4), 102.042 (4), 102.408 (4)
V (Å³)	751.31 (6)
Z	1
Radiation type	Mo Kα
μ (mm⁻¹)	5.18
Crystal size (mm)	0.20 × 0.20 × 0.10

Data collection
Diffractometer	Agilent SuperNova Sapphire3 CCD
Absorption correction	Multi-scan (CrysAlis PRO; Agilent, 2011 )
T_min, T_max	0.742, 1.000
No. of measured, independent and observed [I > 2σ(I)] reflections	14516, 4981, 4976
R_int	0.043
(sin θ/λ)_max (Å⁻¹)	0.756

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.018, 0.042, 1.02
No. of reflections	4981
No. of parameters	210
H-atom treatment	H atoms treated by a mixture of independent and constrained refinement
Δρ_max, Δρ_min (e Å⁻³)	1.25, −1.16
Computer programs: CrysAlis PRO (Agilent, 2011), SHELXS97 (Sheldrick, 2008 ), SHELXL2014 (Sheldrick, 2015 ), DIAMOND (Brandenburg et al., 1999 ) and publCIF (Westrip, 2010 ).

Structural data

CCDC reference: 1577444

Crystal structure: contains datablocks I, Il. DOI: https://doi.org/10.1107/S2414314617014134/zl4019sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S2414314617014134/zl4019Isup2.hkl

Supporting information file. DOI: https://doi.org/10.1107/S2414314617014134/zl4019Isup3.cdx

checkCIF report

Computing details top

Data collection: CrysAlis PRO (Agilent, 2011); cell refinement: CrysAlis PRO (Agilent, 2011); data reduction: CrysAlis PRO (Agilent, 2011); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015); molecular graphics: DIAMOND (Brandenburg et al., 1999); software used to prepare material for publication: publCIF (Westrip, 2010).

catena-Poly[[diaquabis[1,4-bis(pyridin-4-yl)buta-1,3-diyne-κN]iron(II)]-µ-cyanido-κ²N:C-[dicyanido-κ²C-platinum(II)]-µ-cyanido-κ²C:N] top

Crystal data top

[FePt(CN)₄(C₁₄H₈N₂)₂(H₂O)₂]	Z = 1
M_r = 799.50	F(000) = 388
Triclinic, P1	D_x = 1.767 Mg m⁻³
a = 7.6572 (3) Å	Mo Kα radiation, λ = 0.71069 Å
b = 9.0142 (4) Å	Cell parameters from 10158 reflections
c = 12.1781 (5) Å	θ = 3.2–32.4°
α = 106.975 (4)°	µ = 5.18 mm⁻¹
β = 102.042 (4)°	T = 120 K
γ = 102.408 (4)°	Prismatic, red
V = 751.31 (6) Å³	0.20 × 0.20 × 0.10 mm

Data collection top

Agilent SuperNova Sapphire3 CCD diffractometer	4976 reflections with I > 2σ(I)
ω and phi scans	R_int = 0.043
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2011)	θ_max = 32.5°, θ_min = 3.2°
T_min = 0.742, T_max = 1.000	h = −11→11
14516 measured reflections	k = −13→13
4981 independent reflections	l = −18→18

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)] = 0.018	Hydrogen site location: mixed
wR(F²) = 0.042	H atoms treated by a mixture of independent and constrained refinement
S = 1.02	w = 1/[σ²(F_o²) + (0.0162P)² + 0.1718P] where P = (F_o² + 2F_c²)/3
4981 reflections	(Δ/σ)_max = 0.001
210 parameters	Δρ_max = 1.25 e Å⁻³
0 restraints	Δρ_min = −1.16 e Å⁻³

Special details top

Experimental. CrysAlisPro (Agilent Technologies, 2011). Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET) (compiled Sep 14 2012,17:21:16) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Refinement. H atoms attached to carbon atoms were positioned geometrically and constrained to ride on their parent atoms, with carbon hydrogen bond distances of 0.93. U_iso(H) values were set to 1.2 times U_eq(C). Water H atoms were freely refined with isotropic displacment parameters.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
Pt	0.0000	0.0000	0.0000	0.00881 (3)
Fe	0.5000	0.5000	0.0000	0.00981 (6)
O	0.33280 (19)	0.50060 (16)	−0.16295 (12)	0.0145 (2)
N1	0.6289 (2)	0.32518 (18)	−0.10666 (13)	0.0124 (3)
N2	0.2964 (2)	0.29769 (19)	−0.00226 (15)	0.0152 (3)
N3	−0.1740 (3)	0.2499 (2)	0.14476 (16)	0.0240 (4)
N4	1.4798 (3)	−0.4687 (2)	−0.66180 (15)	0.0215 (3)
C1	0.7935 (3)	0.3832 (2)	−0.12515 (16)	0.0137 (3)
H1	0.8500	0.4948	−0.0940	0.016*
C2	0.8827 (3)	0.2854 (2)	−0.18806 (16)	0.0148 (3)
H2	0.9958	0.3310	−0.1991	0.018*
C3	0.8008 (3)	0.1176 (2)	−0.23471 (15)	0.0142 (3)
C4	0.6312 (3)	0.0555 (2)	−0.21480 (16)	0.0157 (3)
H4	0.5730	−0.0557	−0.2435	0.019*
C5	0.5516 (3)	0.1633 (2)	−0.15140 (16)	0.0148 (3)
H5	0.4383	0.1211	−0.1392	0.018*
C6	0.8927 (3)	0.0153 (2)	−0.29969 (16)	0.0169 (3)
C7	0.9788 (3)	−0.0622 (2)	−0.35286 (17)	0.0183 (4)
C8	1.0789 (3)	−0.1493 (2)	−0.41274 (17)	0.0189 (4)
C9	1.1658 (3)	−0.2256 (3)	−0.46534 (18)	0.0202 (4)
C10	1.2732 (3)	−0.3111 (2)	−0.52906 (16)	0.0170 (3)
C11	1.4542 (3)	−0.2291 (3)	−0.52251 (17)	0.0209 (4)
H11	1.5088	−0.1207	−0.4736	0.025*
C12	1.5506 (3)	−0.3122 (3)	−0.59017 (17)	0.0234 (4)
H12	1.6707	−0.2567	−0.5857	0.028*
C13	1.3085 (3)	−0.5469 (2)	−0.66547 (18)	0.0218 (4)
H13	1.2591	−0.6561	−0.7135	0.026*
C14	1.1998 (3)	−0.4747 (2)	−0.60171 (18)	0.0209 (4)
H14	1.0808	−0.5339	−0.6073	0.025*
C15	0.1904 (3)	0.1867 (2)	−0.00073 (16)	0.0124 (3)
C16	−0.1121 (3)	0.1558 (2)	0.09247 (16)	0.0140 (3)
H1O	0.280 (4)	0.572 (3)	−0.158 (2)	0.027 (7)*
H2O	0.390 (4)	0.499 (3)	−0.215 (2)	0.032 (7)*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Pt	0.00875 (5)	0.00567 (4)	0.01247 (4)	0.00113 (3)	0.00495 (3)	0.00329 (3)
Fe	0.00918 (16)	0.00634 (14)	0.01392 (15)	0.00104 (12)	0.00582 (12)	0.00276 (12)
O	0.0158 (6)	0.0138 (6)	0.0161 (6)	0.0074 (5)	0.0074 (5)	0.0043 (5)
N1	0.0133 (7)	0.0104 (7)	0.0136 (6)	0.0033 (6)	0.0054 (5)	0.0034 (5)
N2	0.0147 (7)	0.0102 (7)	0.0222 (7)	0.0033 (6)	0.0093 (6)	0.0052 (6)
N3	0.0276 (10)	0.0241 (9)	0.0242 (8)	0.0155 (8)	0.0101 (7)	0.0069 (7)
N4	0.0253 (9)	0.0269 (9)	0.0163 (7)	0.0152 (8)	0.0091 (7)	0.0057 (6)
C1	0.0132 (8)	0.0112 (7)	0.0161 (7)	0.0036 (6)	0.0047 (6)	0.0035 (6)
C2	0.0131 (8)	0.0153 (8)	0.0162 (7)	0.0051 (7)	0.0057 (6)	0.0045 (6)
C3	0.0162 (8)	0.0157 (8)	0.0113 (7)	0.0072 (7)	0.0037 (6)	0.0041 (6)
C4	0.0178 (9)	0.0112 (8)	0.0166 (8)	0.0040 (7)	0.0067 (7)	0.0016 (6)
C5	0.0140 (8)	0.0121 (8)	0.0177 (8)	0.0032 (7)	0.0074 (7)	0.0030 (6)
C6	0.0187 (9)	0.0155 (8)	0.0158 (8)	0.0061 (7)	0.0051 (7)	0.0039 (6)
C7	0.0213 (10)	0.0179 (9)	0.0169 (8)	0.0079 (8)	0.0079 (7)	0.0046 (7)
C8	0.0219 (10)	0.0188 (9)	0.0181 (8)	0.0082 (8)	0.0084 (7)	0.0059 (7)
C9	0.0236 (10)	0.0211 (9)	0.0187 (8)	0.0094 (8)	0.0089 (8)	0.0072 (7)
C10	0.0222 (10)	0.0190 (9)	0.0137 (7)	0.0107 (8)	0.0082 (7)	0.0062 (6)
C11	0.0217 (10)	0.0210 (9)	0.0159 (8)	0.0065 (8)	0.0055 (7)	0.0004 (7)
C12	0.0183 (10)	0.0331 (11)	0.0168 (8)	0.0094 (9)	0.0063 (7)	0.0039 (8)
C13	0.0317 (11)	0.0174 (9)	0.0204 (9)	0.0116 (8)	0.0133 (8)	0.0055 (7)
C14	0.0266 (10)	0.0183 (9)	0.0241 (9)	0.0096 (8)	0.0152 (8)	0.0087 (7)
C15	0.0132 (8)	0.0104 (7)	0.0148 (7)	0.0047 (6)	0.0061 (6)	0.0037 (6)
C16	0.0139 (8)	0.0120 (8)	0.0165 (8)	0.0037 (7)	0.0059 (6)	0.0045 (6)

Geometric parameters (Å, º) top

Pt—C15ⁱ	1.9790 (17)	C2—C3	1.395 (3)
Pt—C15	1.9790 (17)	C2—H2	0.9300
Pt—C16	1.9940 (18)	C3—C4	1.398 (2)
Pt—C16ⁱ	1.9941 (18)	C3—C6	1.434 (2)
Fe—N2ⁱⁱ	2.1185 (16)	C4—C5	1.387 (2)
Fe—N2	2.1186 (16)	C4—H4	0.9300
Fe—Oⁱⁱ	2.1275 (14)	C5—H5	0.9300
Fe—O	2.1275 (14)	C6—C7	1.206 (3)
Fe—N1	2.2700 (15)	C7—C8	1.376 (3)
Fe—N1ⁱⁱ	2.2700 (15)	C8—C9	1.202 (3)
O—H1O	0.83 (3)	C9—C10	1.435 (3)
O—H2O	0.84 (3)	C10—C14	1.395 (3)
N1—C5	1.344 (2)	C10—C11	1.397 (3)
N1—C1	1.348 (2)	C11—C12	1.384 (3)
N2—C15	1.153 (3)	C11—H11	0.9300
N3—C16	1.154 (2)	C12—H12	0.9300
N4—C13	1.334 (3)	C13—C14	1.388 (3)
N4—C12	1.341 (3)	C13—H13	0.9300
C1—C2	1.383 (2)	C14—H14	0.9300
C1—H1	0.9300

C15ⁱ—Pt—C15	180.0	C1—C2—H2	120.4
C15ⁱ—Pt—C16	91.15 (7)	C3—C2—H2	120.4
C15—Pt—C16	88.85 (7)	C2—C3—C4	118.07 (16)
C15ⁱ—Pt—C16ⁱ	88.85 (7)	C2—C3—C6	119.49 (16)
C15—Pt—C16ⁱ	91.15 (7)	C4—C3—C6	122.43 (17)
C16—Pt—C16ⁱ	180.0	C5—C4—C3	118.65 (16)
N2ⁱⁱ—Fe—N2	180.0	C5—C4—H4	120.7
N2ⁱⁱ—Fe—Oⁱⁱ	92.14 (6)	C3—C4—H4	120.7
N2—Fe—Oⁱⁱ	87.86 (6)	N1—C5—C4	123.74 (16)
N2ⁱⁱ—Fe—O	87.86 (6)	N1—C5—H5	118.1
N2—Fe—O	92.14 (6)	C4—C5—H5	118.1
Oⁱⁱ—Fe—O	180.0	C7—C6—C3	175.9 (2)
N2ⁱⁱ—Fe—N1	91.29 (6)	C6—C7—C8	179.3 (2)
N2—Fe—N1	88.71 (6)	C9—C8—C7	179.8 (3)
Oⁱⁱ—Fe—N1	90.25 (5)	C8—C9—C10	177.7 (2)
O—Fe—N1	89.75 (5)	C14—C10—C11	118.15 (17)
N2ⁱⁱ—Fe—N1ⁱⁱ	88.71 (6)	C14—C10—C9	121.82 (18)
N2—Fe—N1ⁱⁱ	91.29 (6)	C11—C10—C9	119.99 (18)
Oⁱⁱ—Fe—N1ⁱⁱ	89.75 (5)	C12—C11—C10	118.77 (19)
O—Fe—N1ⁱⁱ	90.25 (5)	C12—C11—H11	120.6
N1—Fe—N1ⁱⁱ	180.0	C10—C11—H11	120.6
Fe—O—H1O	117.1 (18)	N4—C12—C11	123.4 (2)
Fe—O—H2O	112.8 (19)	N4—C12—H12	118.3
H1O—O—H2O	109 (3)	C11—C12—H12	118.3
C5—N1—C1	116.97 (15)	N4—C13—C14	123.71 (19)
C5—N1—Fe	123.42 (11)	N4—C13—H13	118.1
C1—N1—Fe	119.59 (11)	C14—C13—H13	118.1
C15—N2—Fe	177.61 (18)	C13—C14—C10	118.53 (19)
C13—N4—C12	117.42 (17)	C13—C14—H14	120.7
N1—C1—C2	123.43 (16)	C10—C14—H14	120.7
N1—C1—H1	118.3	N2—C15—Pt	177.63 (18)
C2—C1—H1	118.3	N3—C16—Pt	177.73 (17)
C1—C2—C3	119.12 (16)

C5—N1—C1—C2	0.8 (3)	C3—C4—C5—N1	−0.6 (3)
Fe—N1—C1—C2	179.39 (13)	C14—C10—C11—C12	1.5 (3)
N1—C1—C2—C3	−0.5 (3)	C9—C10—C11—C12	−176.41 (19)
C1—C2—C3—C4	−0.4 (3)	C13—N4—C12—C11	−1.1 (3)
C1—C2—C3—C6	−179.78 (17)	C10—C11—C12—N4	−0.4 (3)
C2—C3—C4—C5	0.9 (3)	C12—N4—C13—C14	1.4 (3)
C6—C3—C4—C5	−179.76 (17)	N4—C13—C14—C10	−0.3 (3)
C1—N1—C5—C4	−0.3 (3)	C11—C10—C14—C13	−1.2 (3)
Fe—N1—C5—C4	−178.80 (14)	C9—C10—C14—C13	176.68 (19)

Symmetry codes: (i) −x, −y, −z; (ii) −x+1, −y+1, −z.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O—H2O···N4ⁱⁱⁱ	0.84 (3)	1.95 (3)	2.792 (2)	173 (3)
O—H1O···N3^iv	0.83 (3)	1.93 (3)	2.754 (2)	176 (3)

Symmetry codes: (iii) −x+2, −y, −z−1; (iv) −x, −y+1, −z.

Funding information

The research reported here was supported by the Spanish Ministerio de Economía y Competitividad (MINECO) and FEDER funds (CTQ2013–46275-P) and Generalitat Valenciana (PROMETEO/2012/049). LPL thanks the Generalitat Valenciana for a predoctoral fellowship in the frame of the project PROMETEO/2012/049. MS thanks the EU for a Marie Curie fellowship (IIF-253254).

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