Di­chloro­dipyridazinezinc(II)

In the title compound, [ZnCl₂(C₄H₄N₂)₂], the tetrahedral coordination sphere of Zn^II is formed by two Cl ions and two pyridazine ligands. The rings of the two pyridazine ligands in the coordination sphere are almost perpendicular to each other. Each pyridazine is involved in one C—H...Cl interaction but only one chloride participates in these contacts.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.004 Å
• R factor = 0.034
• wR factor = 0.087
• Data-to-parameter ratio = 26.1

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low .......       0.96
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X)  Zn1    -   Cl1     ..       5.11 su

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   2 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   0 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
   1 ALERT type 3 Indicator that the structure quality may be low
   0 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

Data collection: CrysAlis CCD (Oxford Diffraction, 2000); cell refinement: CrysAlis CCD; data reduction: CrysAlis RED (Oxford Diffraction, 2000); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); software used to prepare material for publication: CIFTAB (Sheldrick, 1997).

Dichlorobispyridazinezinc(II)

Crystal data

[ZnCl2(C4H4N2)2]	F(000) = 592
Mr = 296.45	Dx = 1.696 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P2ybc	Cell parameters from 3552 reflections
a = 8.033 (1) Å	θ = 2.6–31.3°
b = 17.034 (2) Å	µ = 2.55 mm^−1
c = 8.531 (1) Å	T = 293 K
β = 96.09 (1)°	Plate, colourless
V = 1160.7 (2) Å^3	0.29 × 0.25 × 0.11 mm
Z = 4

Data collection

Oxford Sapphire CCD diffractometer	3552 independent reflections
Radiation source: fine-focus sealed tube	2894 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.029
θ/2θ scans	θmax = 31.3°, θmin = 2.6°
Absorption correction: numerical (CrysAlis RED; Oxford Diffraction, 2000)	h = −8→11
Tmin = 0.513, Tmax = 0.743	k = −24→23
11321 measured reflections	l = −12→12

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)] = 0.034	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.087	H-atom parameters constrained
S = 1.06	w = 1/[σ^2(Fo^2) + (0.0403P)^2 + 0.3919P] where P = (Fo^2 + 2Fc^2)/3
3552 reflections	(Δ/σ)max = 0.001
136 parameters	Δρmax = 0.40 e Å^−3
0 restraints	Δρmin = −0.44 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
Zn1	0.26392 (3)	0.602779 (13)	0.21246 (3)	0.03844 (8)
Cl1	0.46234 (7)	0.66817 (4)	0.35522 (8)	0.05522 (15)
Cl2	0.15436 (8)	0.49945 (4)	0.31600 (8)	0.05545 (15)
N1	0.3285 (2)	0.57132 (10)	−0.0036 (2)	0.0380 (3)
N2	0.4383 (3)	0.61915 (12)	−0.0621 (3)	0.0537 (5)
C3	0.4694 (4)	0.60642 (17)	−0.2082 (3)	0.0626 (7)
H3	0.5451	0.6395	−0.2505	0.080*
C4	0.3979 (3)	0.54775 (18)	−0.3025 (3)	0.0596 (6)
H4	0.4243	0.5411	−0.4052	0.080*
C5	0.2890 (3)	0.50053 (18)	−0.2417 (3)	0.0588 (6)
H5	0.2364	0.4599	−0.3006	0.080*
C6	0.2573 (3)	0.51411 (14)	−0.0883 (3)	0.0484 (5)
H6	0.1826	0.4814	−0.0434	0.080*
N11	0.0888 (2)	0.68738 (10)	0.1423 (2)	0.0401 (4)
N12	−0.0714 (2)	0.66692 (12)	0.1270 (3)	0.0567 (5)
C13	−0.1819 (3)	0.72167 (17)	0.0833 (4)	0.0665 (7)
H13	−0.2944	0.7076	0.0717	0.080*
C14	−0.1422 (3)	0.79816 (16)	0.0537 (4)	0.0609 (7)
H14	−0.2252	0.8353	0.0266	0.080*
C15	0.0203 (3)	0.81760 (15)	0.0651 (4)	0.0659 (7)
H15	0.0548	0.8681	0.0428	0.080*
C16	0.1339 (3)	0.75937 (14)	0.1114 (4)	0.0577 (6)
H16	0.2474	0.7715	0.1213	0.080*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Zn1	0.03654 (13)	0.03650 (13)	0.04201 (14)	0.00096 (9)	0.00299 (9)	0.00096 (9)
Cl1	0.0455 (3)	0.0566 (3)	0.0603 (3)	−0.0031 (2)	−0.0094 (2)	−0.0077 (3)
Cl2	0.0562 (3)	0.0494 (3)	0.0620 (4)	−0.0053 (2)	0.0123 (3)	0.0142 (3)
N1	0.0369 (8)	0.0366 (8)	0.0406 (8)	0.0002 (6)	0.0056 (6)	0.0017 (7)
N2	0.0582 (12)	0.0506 (11)	0.0538 (11)	−0.0132 (9)	0.0131 (9)	0.0052 (9)
C3	0.0669 (16)	0.0672 (17)	0.0571 (15)	−0.0048 (13)	0.0218 (12)	0.0126 (13)
C4	0.0613 (14)	0.0774 (18)	0.0409 (12)	0.0197 (13)	0.0094 (10)	0.0015 (12)
C5	0.0590 (14)	0.0677 (16)	0.0485 (13)	0.0028 (12)	0.0005 (11)	−0.0156 (12)
C6	0.0455 (11)	0.0489 (12)	0.0512 (12)	−0.0062 (9)	0.0068 (9)	−0.0057 (10)
N11	0.0316 (8)	0.0372 (8)	0.0513 (10)	0.0009 (6)	0.0037 (7)	0.0020 (7)
N12	0.0371 (9)	0.0462 (10)	0.0847 (16)	−0.0061 (8)	−0.0032 (10)	0.0096 (10)
C13	0.0339 (11)	0.0637 (16)	0.099 (2)	0.0007 (10)	−0.0073 (12)	0.0056 (15)
C14	0.0461 (13)	0.0533 (14)	0.0800 (18)	0.0123 (10)	−0.0086 (12)	0.0045 (13)
C15	0.0536 (14)	0.0430 (13)	0.099 (2)	0.0021 (10)	−0.0004 (14)	0.0156 (14)
C16	0.0360 (10)	0.0441 (12)	0.0918 (19)	−0.0029 (9)	0.0010 (11)	0.0122 (12)

Geometric parameters (Å, º)

Zn1—N1	2.0388 (17)	C5—H5	0.9300
Zn1—N11	2.0582 (17)	C6—H6	0.9300
Zn1—Cl2	2.1949 (6)	N11—C16	1.313 (3)
Zn1—Cl1	2.2029 (6)	N11—N12	1.326 (2)
N1—C6	1.308 (3)	N12—C13	1.314 (3)
N1—N2	1.335 (3)	C13—C14	1.371 (4)
N2—C3	1.315 (3)	C13—H13	0.9300
C3—C4	1.370 (4)	C14—C15	1.340 (4)
C3—H3	0.9300	C14—H14	0.9300
C4—C5	1.333 (4)	C15—C16	1.377 (3)
C4—H4	0.9300	C15—H15	0.9300
C5—C6	1.380 (3)	C16—H16	0.9300
N1—Zn1—N11	98.78 (7)	N1—C6—C5	122.3 (2)
N1—Zn1—Cl2	107.72 (5)	N1—C6—H6	118.8
N11—Zn1—Cl2	112.81 (5)	C5—C6—H6	118.8
N1—Zn1—Cl1	113.21 (5)	C16—N11—N12	120.75 (18)
N11—Zn1—Cl1	103.82 (5)	C16—N11—Zn1	121.16 (14)
Cl2—Zn1—Cl1	118.72 (3)	N12—N11—Zn1	118.08 (13)
C6—N1—N2	121.06 (19)	C13—N12—N11	117.4 (2)
C6—N1—Zn1	123.81 (15)	N12—C13—C14	124.3 (2)
N2—N1—Zn1	114.75 (14)	N12—C13—H13	117.9
C3—N2—N1	116.9 (2)	C14—C13—H13	117.9
N2—C3—C4	124.5 (2)	C15—C14—C13	117.7 (2)
N2—C3—H3	117.7	C15—C14—H14	121.1
C4—C3—H3	117.7	C13—C14—H14	121.1
C5—C4—C3	117.6 (2)	C14—C15—C16	117.0 (2)
C5—C4—H4	121.2	C14—C15—H15	121.5
C3—C4—H4	121.2	C16—C15—H15	121.5
C4—C5—C6	117.6 (2)	N11—C16—C15	122.8 (2)
C4—C5—H5	121.2	N11—C16—H16	118.6
C6—C5—H5	121.2	C15—C16—H16	118.6
N11—Zn1—N1—C6	−92.13 (18)	N1—Zn1—N11—C16	−82.1 (2)
Cl2—Zn1—N1—C6	25.34 (19)	Cl2—Zn1—N11—C16	164.41 (19)
Cl1—Zn1—N1—C6	158.65 (16)	Cl1—Zn1—N11—C16	34.6 (2)
N11—Zn1—N1—N2	80.92 (16)	N1—Zn1—N11—N12	97.10 (18)
Cl2—Zn1—N1—N2	−161.62 (14)	Cl2—Zn1—N11—N12	−16.43 (19)
Cl1—Zn1—N1—N2	−28.31 (16)	Cl1—Zn1—N11—N12	−146.24 (17)
C6—N1—N2—C3	0.7 (3)	C16—N11—N12—C13	−1.3 (4)
Zn1—N1—N2—C3	−172.56 (19)	Zn1—N11—N12—C13	179.5 (2)
N1—N2—C3—C4	−0.4 (4)	N11—N12—C13—C14	−0.4 (5)
N2—C3—C4—C5	0.2 (4)	N12—C13—C14—C15	2.3 (5)
C3—C4—C5—C6	−0.3 (4)	C13—C14—C15—C16	−2.3 (5)
N2—N1—C6—C5	−0.9 (4)	N12—N11—C16—C15	1.3 (4)
Zn1—N1—C6—C5	171.74 (19)	Zn1—N11—C16—C15	−179.6 (2)
C4—C5—C6—N1	0.7 (4)	C14—C15—C16—N11	0.6 (5)