catena-Poly[[bis­(O,O′-diisopropyl dithio­phosphato-κ²S,S′)zinc(II)]-μ-1,2-bis­(3-pyridylmethyl­ene)hydrazine-κ²N:N′]

In the polymeric title compound, [Zn(C₆H₁₄O₂PS₂)₂(C₁₂H₁₀N₄)]_n, the Zn atom lies on a centre of inversion and the bridging diimine ligand is disposed about another centre of inversion. The Zn atom is in an octa­hedral geometry defined by a trans-N₂S₄ donor set. The polymer topology is that of a step-ladder.

Key indicators

• Single-crystal X-ray study
• T = 150 K
• Mean [sigma](C-C) = 0.006 Å
• R factor = 0.044
• wR factor = 0.109
• Data-to-parameter ratio = 16.1

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT220_ALERT_2_B Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       4.01 Ratio
PLAT222_ALERT_3_B Large Non-Solvent    H     Ueq(max)/Ueq(min) ...       4.96 Ratio

Alert level C
PLAT062_ALERT_4_C Rescale T(min) & T(max) by .....................       0.91
PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density ....       2.56
PLAT153_ALERT_1_C The su's on the Cell Axes are Equal (x 100000) .        300 Ang.
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for         C1
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for         C4

Alert level G
ABSTM02_ALERT_3_G  When printed, the submitted absorption T values will be
            replaced by the scaled T values. Since the ratio of scaled T's
            is identical to the ratio of reported T values, the scaling
            does not imply a change to the absorption corrections used in
            the study.
            Ratio of Tmax expected/reported      0.912
            Tmax scaled      0.912 Tmin scaled      0.659

   0 ALERT level A = In general: serious problem
   2 ALERT level B = Potentially serious problem
   5 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
   4 ALERT type 2 Indicator that the structure model may be wrong or deficient
   2 ALERT type 3 Indicator that the structure quality may be low
   1 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

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Computing details

Data collection: CrystalClear (Rigaku, 2005); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: PATTY in DIRDIF92 (Beurskens et al., 1992); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976) and DIAMOND (Brandenburg, 2006); software used to prepare material for publication: SHELXL97.

catena-Poly[[bis(O,O'-diisopropyl dithiophosphato-κ²S,S')zinc(II)]- µ-1,2-bis(3-pyridylmethylene)hydrazine-κ²N:N']

Crystal data

[Zn(C6H14O2PS2)2(C12H10N4)]	F(000) = 732
Mr = 702.13	Dx = 1.434 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71070 Å
Hall symbol: -P 2yn	Cell parameters from 5726 reflections
a = 11.809 (3) Å	θ = 2.7–27.5°
b = 11.243 (3) Å	µ = 1.15 mm^−1
c = 12.933 (3) Å	T = 150 K
β = 108.712 (5)°	Needle, yellow
V = 1626.3 (7) Å^3	0.30 × 0.25 × 0.08 mm
Z = 2

Data collection

AFC12K/SATURN724 diffractometer	2864 independent reflections
Radiation source: fine-focus sealed tube	2793 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.035
ω scans	θmax = 25.0°, θmin = 2.6°
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	h = −14→14
Tmin = 0.722, Tmax = 1	k = −13→13
34154 measured reflections	l = −15→15

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.044	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.109	H-atom parameters constrained
S = 1.08	w = 1/[σ^2(Fo^2) + (0.0527P)^2 + 4.0311P] where P = (Fo^2 + 2Fc^2)/3
2864 reflections	(Δ/σ)max < 0.001
178 parameters	Δρmax = 1.46 e Å^−3
0 restraints	Δρmin = −0.57 e Å^−3

Special details

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 (Ų)

	x	y	z	Uiso*/Ueq
Zn	0.0000	0.0000	0.5000	0.01853 (16)
S1	−0.19705 (6)	0.06014 (7)	0.52511 (6)	0.02023 (19)
S2	−0.05145 (7)	−0.19684 (7)	0.57289 (6)	0.0223 (2)
P1	−0.18488 (7)	−0.10211 (7)	0.59145 (6)	0.0184 (2)
O1	−0.1666 (2)	−0.0984 (2)	0.71783 (17)	0.0247 (5)
O2	−0.31083 (19)	−0.1673 (2)	0.54779 (17)	0.0246 (5)
N1	0.0971 (2)	0.0659 (2)	0.6675 (2)	0.0190 (5)
N2	0.4483 (2)	0.0355 (2)	0.9795 (2)	0.0215 (5)
C1	−0.2475 (4)	−0.0309 (4)	0.7608 (3)	0.0381 (9)
H1	−0.2990	0.0233	0.7036	0.046*
C2	−0.1700 (6)	0.0393 (5)	0.8562 (5)	0.0750 (17)
H2A	−0.1232	0.0974	0.8305	0.113*
H2B	−0.1158	−0.0147	0.9086	0.113*
H2C	−0.2205	0.0811	0.8916	0.113*
C3	−0.3229 (5)	−0.1198 (6)	0.7965 (5)	0.0791 (18)
H3A	−0.3738	−0.1630	0.7327	0.119*
H3B	−0.3732	−0.0780	0.8321	0.119*
H3C	−0.2708	−0.1761	0.8480	0.119*
C4	−0.3825 (3)	−0.1747 (3)	0.4330 (3)	0.0368 (9)
H4	−0.3746	−0.0998	0.3942	0.044*
C5	−0.5110 (4)	−0.1869 (6)	0.4376 (5)	0.0735 (17)
H5A	−0.5312	−0.1163	0.4725	0.110*
H5B	−0.5163	−0.2578	0.4799	0.110*
H5C	−0.5671	−0.1944	0.3633	0.110*
C6	−0.3505 (4)	−0.2757 (5)	0.3800 (4)	0.0668 (16)
H6A	−0.2685	−0.2660	0.3787	0.100*
H6B	−0.4053	−0.2816	0.3051	0.100*
H6C	−0.3558	−0.3482	0.4202	0.100*
C7	0.1965 (3)	0.0119 (3)	0.7300 (2)	0.0197 (6)
H7	0.2192	−0.0610	0.7051	0.024*
C8	0.2683 (3)	0.0572 (3)	0.8298 (2)	0.0200 (6)
C9	0.2326 (3)	0.1620 (3)	0.8677 (2)	0.0234 (7)
H9	0.2789	0.1953	0.9356	0.028*
C10	0.1287 (3)	0.2168 (3)	0.8047 (3)	0.0249 (7)
H10	0.1017	0.2877	0.8292	0.030*
C11	0.0641 (3)	0.1666 (3)	0.7049 (3)	0.0221 (6)
H11	−0.0065	0.2056	0.6614	0.027*
C12	0.3795 (3)	−0.0047 (3)	0.8897 (3)	0.0223 (7)
H12	0.4003	−0.0760	0.8607	0.027*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Zn	0.0158 (3)	0.0231 (3)	0.0150 (3)	−0.00056 (18)	0.00247 (19)	−0.00048 (18)
S1	0.0187 (4)	0.0196 (4)	0.0218 (4)	0.0020 (3)	0.0057 (3)	0.0015 (3)
S2	0.0231 (4)	0.0212 (4)	0.0223 (4)	0.0043 (3)	0.0068 (3)	0.0023 (3)
P1	0.0180 (4)	0.0200 (4)	0.0167 (4)	−0.0009 (3)	0.0049 (3)	−0.0003 (3)
O1	0.0287 (12)	0.0288 (12)	0.0180 (11)	0.0009 (9)	0.0093 (9)	−0.0002 (9)
O2	0.0215 (11)	0.0272 (12)	0.0249 (11)	−0.0050 (9)	0.0071 (9)	−0.0024 (9)
N1	0.0164 (12)	0.0218 (13)	0.0171 (12)	−0.0002 (10)	0.0029 (10)	0.0008 (10)
N2	0.0182 (12)	0.0233 (13)	0.0184 (12)	0.0007 (11)	−0.0003 (10)	0.0021 (11)
C1	0.044 (2)	0.048 (2)	0.0291 (18)	0.0118 (18)	0.0215 (16)	0.0009 (17)
C2	0.099 (4)	0.065 (3)	0.075 (4)	−0.022 (3)	0.048 (3)	−0.042 (3)
C3	0.071 (4)	0.113 (5)	0.076 (4)	−0.031 (3)	0.055 (3)	−0.034 (3)
C4	0.0332 (19)	0.035 (2)	0.0281 (18)	−0.0082 (16)	−0.0093 (15)	0.0064 (15)
C5	0.035 (2)	0.089 (4)	0.083 (4)	0.004 (2)	0.001 (2)	−0.033 (3)
C6	0.054 (3)	0.091 (4)	0.039 (2)	0.023 (3)	−0.008 (2)	−0.028 (3)
C7	0.0214 (15)	0.0203 (15)	0.0164 (14)	0.0013 (12)	0.0047 (12)	−0.0010 (11)
C8	0.0195 (15)	0.0208 (15)	0.0168 (14)	−0.0025 (12)	0.0018 (12)	0.0020 (11)
C9	0.0236 (16)	0.0248 (16)	0.0187 (14)	−0.0028 (13)	0.0025 (12)	−0.0040 (12)
C10	0.0263 (16)	0.0221 (16)	0.0239 (16)	0.0009 (13)	0.0046 (13)	−0.0046 (13)
C11	0.0180 (14)	0.0228 (15)	0.0231 (15)	0.0017 (12)	0.0032 (12)	0.0009 (12)
C12	0.0218 (16)	0.0220 (16)	0.0200 (16)	0.0009 (12)	0.0025 (13)	−0.0005 (12)

Geometric parameters (Å, º)

Zn—S1	2.5420 (9)	C3—H3A	0.9800
Zn—S2	2.5540 (9)	C3—H3B	0.9800
Zn—N1^i	2.228 (2)	C3—H3C	0.9800
Zn—N1	2.228 (2)	C4—C6	1.438 (6)
Zn—S1^i	2.5420 (9)	C4—C5	1.543 (6)
Zn—S2^i	2.5540 (9)	C4—H4	1.0000
S1—P1	2.0013 (11)	C5—H5A	0.9800
S2—P1	1.9792 (11)	C5—H5B	0.9800
P1—O1	1.579 (2)	C5—H5C	0.9800
P1—O2	1.590 (2)	C6—H6A	0.9800
O1—C1	1.462 (4)	C6—H6B	0.9800
O2—C4	1.457 (4)	C6—H6C	0.9800
N1—C11	1.337 (4)	C7—C8	1.393 (4)
N1—C7	1.338 (4)	C7—H7	0.9500
N2—N2^ii	1.412 (5)	C8—C9	1.393 (4)
N2—C12	1.268 (4)	C8—C12	1.468 (4)
C1—C3	1.506 (7)	C9—C10	1.381 (5)
C1—C2	1.503 (7)	C9—H9	0.9500
C1—H1	1.0000	C10—C11	1.391 (4)
C2—H2A	0.9800	C10—H10	0.9500
C2—H2B	0.9800	C11—H11	0.9500
C2—H2C	0.9800	C12—H12	0.9500
S1—Zn—S2	81.23 (3)	C1—C3—H3B	109.5
S1—Zn—N1	89.65 (7)	H3A—C3—H3B	109.5
S1—Zn—S2^i	98.77 (3)	C1—C3—H3C	109.5
S1^i—Zn—N1	90.35 (7)	H3A—C3—H3C	109.5
S2—Zn—N1	92.20 (7)	H3B—C3—H3C	109.5
S2—Zn—N1^i	87.80 (7)	C6—C4—O2	112.0 (3)
N1—Zn—S2^i	87.80 (7)	C6—C4—C5	111.1 (4)
S1—Zn—S2^i	98.77 (3)	O2—C4—C5	102.9 (3)
S1^i—Zn—S1	180	C6—C4—H4	110.2
N1^i—Zn—N1	180	O2—C4—H4	110.2
S2—Zn—S2^i	180	C5—C4—H4	110.2
N1^i—Zn—S2^i	92.20 (7)	C4—C5—H5A	109.5
S1^i—Zn—S2^i	81.23 (3)	C4—C5—H5B	109.5
N1^i—Zn—S1^i	89.65 (7)	H5A—C5—H5B	109.5
N1—Zn—S1^i	90.35 (7)	C4—C5—H5C	109.5
Zn—S1—P1	82.50 (3)	H5A—C5—H5C	109.5
Zn—S2—P1	82.61 (4)	H5B—C5—H5C	109.5
O1—P1—O2	100.45 (12)	C4—C6—H6A	109.5
O1—P1—S2	106.86 (9)	C4—C6—H6B	109.5
O2—P1—S2	113.53 (9)	H6A—C6—H6B	109.5
O1—P1—S1	112.75 (9)	C4—C6—H6C	109.5
O2—P1—S1	109.72 (9)	H6A—C6—H6C	109.5
S2—P1—S1	112.89 (5)	H6B—C6—H6C	109.5
C1—O1—P1	121.2 (2)	N1—C7—C8	123.3 (3)
C4—O2—P1	124.0 (2)	N1—C7—H7	118.3
C11—N1—C7	117.8 (3)	C8—C7—H7	118.3
C11—N1—Zn	120.94 (19)	C7—C8—C9	118.1 (3)
C7—N1—Zn	121.0 (2)	C7—C8—C12	119.4 (3)
C12—N2—N2^ii	111.4 (3)	C9—C8—C12	122.4 (3)
O1—C1—C3	107.2 (4)	C10—C9—C8	118.8 (3)
O1—C1—C2	106.5 (4)	C10—C9—H9	120.6
C3—C1—C2	111.2 (4)	C8—C9—H9	120.6
O1—C1—H1	110.6	C9—C10—C11	119.1 (3)
C3—C1—H1	110.6	C9—C10—H10	120.5
C2—C1—H1	110.6	C11—C10—H10	120.5
C1—C2—H2A	109.5	N1—C11—C10	122.8 (3)
C1—C2—H2B	109.5	N1—C11—H11	118.6
H2A—C2—H2B	109.5	C10—C11—H11	118.6
C1—C2—H2C	109.5	N2—C12—C8	121.1 (3)
H2A—C2—H2C	109.5	N2—C12—H12	119.5
H2B—C2—H2C	109.5	C8—C12—H12	119.5
C1—C3—H3A	109.5
N1^i—Zn—S1—P1	93.37 (7)	S2^i—Zn—N1—C11	58.4 (2)
N1—Zn—S1—P1	−86.63 (7)	S1^i—Zn—N1—C7	−34.3 (2)
S2—Zn—S1—P1	5.65 (3)	S1—Zn—N1—C7	145.7 (2)
S2^i—Zn—S1—P1	−174.35 (3)	S2—Zn—N1—C7	64.4 (2)
N1^i—Zn—S2—P1	−96.40 (7)	S2^i—Zn—N1—C7	−115.6 (2)
N1—Zn—S2—P1	83.59 (7)	P1—O1—C1—C3	107.7 (4)
S1^i—Zn—S2—P1	174.29 (3)	P1—O1—C1—C2	−133.2 (3)
S1—Zn—S2—P1	−5.71 (3)	P1—O2—C4—C6	87.3 (4)
Zn—S2—P1—O1	−116.71 (9)	P1—O2—C4—C5	−153.3 (3)
Zn—S2—P1—O2	133.49 (10)	C11—N1—C7—C8	−1.9 (4)
Zn—S2—P1—S1	7.80 (4)	Zn—N1—C7—C8	172.2 (2)
Zn—S1—P1—O1	113.39 (10)	N1—C7—C8—C9	2.1 (5)
Zn—S1—P1—O2	−135.55 (9)	N1—C7—C8—C12	−176.4 (3)
Zn—S1—P1—S2	−7.83 (4)	C7—C8—C9—C10	−0.5 (4)
O2—P1—O1—C1	−63.8 (3)	C12—C8—C9—C10	177.9 (3)
S2—P1—O1—C1	177.5 (2)	C8—C9—C10—C11	−1.0 (5)
S1—P1—O1—C1	52.9 (3)	C7—N1—C11—C10	0.3 (4)
O1—P1—O2—C4	167.9 (3)	Zn—N1—C11—C10	−173.9 (2)
S2—P1—O2—C4	−78.4 (3)	C9—C10—C11—N1	1.2 (5)
S1—P1—O2—C4	49.0 (3)	N2^ii—N2—C12—C8	−177.8 (3)
S1^i—Zn—N1—C11	139.6 (2)	C7—C8—C12—N2	178.4 (3)
S1—Zn—N1—C11	−40.4 (2)	C9—C8—C12—N2	0.0 (5)
S2—Zn—N1—C11	−121.6 (2)

Symmetry codes: (i) −x, −y, −z+1; (ii) −x+1, −y, −z+2.