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The title compound, [ZnCl2(C10H9N3)], has been investigated at 110 K. In contrast with the previously published room-temperature structure [Ho et al. (1999). J. Chem. Soc. Dalton Trans. pp. 1581-1586], the amine N atom is found to have a symmetrical planar environment. The two independent Zn-Cl distances are significantly different, but the difference of 0.0414 (3) Å is within the range found in other tetrahedral ZnCl2 complexes.
Supporting information
CCDC reference: 283761
Key indicators
- Single-crystal X-ray study
- T = 110 K
- Mean (C-C) = 0.001 Å
- R factor = 0.020
- wR factor = 0.047
- Data-to-parameter ratio = 27.6
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT164_ALERT_4_C Nr. of Refined C-H H-Atoms in Heavy-At Struct... 8
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
1 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
0 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
1 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: COLLECT (Nonius, 1999); cell refinement: PEAKREF (Schreurs, 2005); data reduction: EVALCCD (Duisenberg et al. 2003); program(s) used to solve structure: coordinates adapted from literature (Ho et al., 1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 2003); software used to prepare material for publication: PLATON.
Dichloro[bis(2-pyridyl)amine]zinc(II)
top
Crystal data top
[ZnCl2(C10H9N3)] | Z = 2 |
Mr = 307.47 | F(000) = 308 |
Triclinic, P1 | Dx = 1.787 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 7.34630 (18) Å | Cell parameters from 16716 reflections |
b = 8.58832 (18) Å | θ = 2.2–35.0° |
c = 9.4140 (2) Å | µ = 2.59 mm−1 |
α = 74.888 (2)° | T = 110 K |
β = 89.897 (1)° | Plate, colourless |
γ = 85.238 (1)° | 0.27 × 0.24 × 0.08 mm |
V = 571.31 (2) Å3 | |
Data collection top
Nonius KappaCCD diffractometer | 4993 independent reflections |
Radiation source: rotating anode | 4516 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.027 |
φ and ω scans | θmax = 35.0°, θmin = 2.2° |
Absorption correction: multi-scan (SADABS; Sheldrick, 2002) | h = −11→11 |
Tmin = 0.51, Tmax = 0.81 | k = −13→13 |
26436 measured reflections | l = −15→15 |
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)] = 0.020 | Hydrogen site location: difference Fourier map |
wR(F2) = 0.047 | All H-atom parameters refined |
S = 1.06 | w = 1/[σ2(Fo2) + (0.0187P)2 + 0.2075P] where P = (Fo2 + 2Fc2)/3 |
4993 reflections | (Δ/σ)max = 0.002 |
181 parameters | Δρmax = 0.56 e Å−3 |
0 restraints | Δρmin = −0.39 e Å−3 |
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 | x | y | z | Uiso*/Ueq | |
Zn1 | 0.750927 (15) | 0.690938 (12) | 0.659145 (12) | 0.01261 (3) | |
Cl1 | 0.97583 (3) | 0.78443 (3) | 0.75906 (3) | 0.01828 (5) | |
Cl2 | 0.47649 (3) | 0.81546 (3) | 0.68697 (3) | 0.01620 (4) | |
N1 | 0.79367 (10) | 0.68604 (9) | 0.44825 (9) | 0.01283 (13) | |
N2 | 0.71091 (11) | 0.41602 (9) | 0.48485 (9) | 0.01391 (13) | |
N3 | 0.72839 (11) | 0.44917 (9) | 0.72756 (9) | 0.01360 (13) | |
C1 | 0.84467 (13) | 0.82344 (11) | 0.35311 (11) | 0.01538 (15) | |
C2 | 0.86001 (14) | 0.84104 (11) | 0.20429 (11) | 0.01722 (16) | |
C3 | 0.81835 (14) | 0.71237 (12) | 0.14800 (11) | 0.01788 (16) | |
C4 | 0.76673 (13) | 0.57198 (11) | 0.24245 (10) | 0.01546 (15) | |
C5 | 0.75841 (12) | 0.56108 (10) | 0.39393 (10) | 0.01201 (14) | |
C6 | 0.70234 (12) | 0.35607 (10) | 0.63589 (10) | 0.01186 (14) | |
C7 | 0.66333 (13) | 0.19322 (11) | 0.68923 (11) | 0.01460 (15) | |
C8 | 0.65190 (14) | 0.12838 (11) | 0.83854 (11) | 0.01684 (16) | |
C9 | 0.68110 (14) | 0.22410 (12) | 0.93494 (11) | 0.01793 (17) | |
C10 | 0.71892 (14) | 0.38164 (12) | 0.87479 (11) | 0.01716 (16) | |
H2N | 0.682 (2) | 0.353 (2) | 0.4378 (18) | 0.030 (4)* | |
H1 | 0.869 (2) | 0.9064 (19) | 0.3950 (17) | 0.026 (4)* | |
H2 | 0.901 (2) | 0.9392 (19) | 0.1437 (18) | 0.028 (4)* | |
H3 | 0.823 (2) | 0.7193 (19) | 0.0481 (18) | 0.026 (4)* | |
H4 | 0.739 (2) | 0.4820 (18) | 0.2103 (16) | 0.020 (3)* | |
H7 | 0.647 (2) | 0.1334 (18) | 0.6209 (17) | 0.020 (3)* | |
H8 | 0.626 (2) | 0.0196 (19) | 0.8744 (17) | 0.025 (4)* | |
H9 | 0.672 (2) | 0.1849 (19) | 1.0380 (17) | 0.025 (4)* | |
H10 | 0.739 (2) | 0.4504 (19) | 0.9343 (17) | 0.026 (4)* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Zn1 | 0.01514 (5) | 0.01102 (5) | 0.01325 (5) | −0.00396 (3) | 0.00103 (3) | −0.00510 (3) |
Cl1 | 0.01727 (10) | 0.01764 (9) | 0.02267 (10) | −0.00525 (7) | −0.00204 (8) | −0.00896 (8) |
Cl2 | 0.01556 (9) | 0.01609 (9) | 0.01980 (10) | −0.00314 (7) | 0.00247 (7) | −0.00920 (7) |
N1 | 0.0139 (3) | 0.0111 (3) | 0.0142 (3) | −0.0031 (2) | 0.0015 (2) | −0.0040 (2) |
N2 | 0.0204 (4) | 0.0104 (3) | 0.0120 (3) | −0.0050 (2) | 0.0008 (3) | −0.0038 (2) |
N3 | 0.0168 (3) | 0.0118 (3) | 0.0129 (3) | −0.0033 (2) | −0.0004 (3) | −0.0039 (2) |
C1 | 0.0169 (4) | 0.0115 (3) | 0.0176 (4) | −0.0039 (3) | 0.0020 (3) | −0.0027 (3) |
C2 | 0.0183 (4) | 0.0142 (4) | 0.0173 (4) | −0.0029 (3) | 0.0032 (3) | −0.0004 (3) |
C3 | 0.0216 (4) | 0.0174 (4) | 0.0139 (4) | −0.0017 (3) | 0.0029 (3) | −0.0029 (3) |
C4 | 0.0197 (4) | 0.0141 (4) | 0.0132 (4) | −0.0019 (3) | 0.0021 (3) | −0.0046 (3) |
C5 | 0.0123 (3) | 0.0106 (3) | 0.0132 (3) | −0.0015 (3) | 0.0011 (3) | −0.0030 (3) |
C6 | 0.0123 (3) | 0.0103 (3) | 0.0131 (3) | −0.0020 (3) | −0.0002 (3) | −0.0028 (3) |
C7 | 0.0172 (4) | 0.0107 (3) | 0.0162 (4) | −0.0035 (3) | −0.0001 (3) | −0.0033 (3) |
C8 | 0.0193 (4) | 0.0123 (4) | 0.0176 (4) | −0.0035 (3) | 0.0008 (3) | −0.0010 (3) |
C9 | 0.0222 (4) | 0.0162 (4) | 0.0142 (4) | −0.0028 (3) | 0.0006 (3) | −0.0015 (3) |
C10 | 0.0235 (4) | 0.0157 (4) | 0.0131 (4) | −0.0038 (3) | −0.0004 (3) | −0.0045 (3) |
Geometric parameters (Å, º) top
Zn1—N1 | 2.0202 (8) | C2—H2 | 0.957 (16) |
Zn1—N3 | 2.0280 (8) | C3—C4 | 1.3798 (13) |
Zn1—Cl1 | 2.2088 (2) | C3—H3 | 0.928 (16) |
Zn1—Cl2 | 2.2502 (3) | C4—C5 | 1.4062 (13) |
N1—C5 | 1.3465 (11) | C4—H4 | 0.938 (15) |
N1—C1 | 1.3624 (11) | C6—C7 | 1.4107 (12) |
N2—C6 | 1.3835 (12) | C7—C8 | 1.3756 (13) |
N2—C5 | 1.3862 (11) | C7—H7 | 0.935 (15) |
N2—H2N | 0.827 (17) | C8—C9 | 1.4016 (14) |
N3—C6 | 1.3441 (11) | C8—H8 | 0.943 (15) |
N3—C10 | 1.3599 (12) | C9—C10 | 1.3751 (13) |
C1—C2 | 1.3749 (14) | C9—H9 | 0.945 (16) |
C1—H1 | 0.928 (16) | C10—H10 | 0.934 (16) |
C2—C3 | 1.3991 (14) | | |
| | | |
N1—Zn1—N3 | 93.19 (3) | C2—C3—H3 | 121.6 (10) |
N1—Zn1—Cl1 | 113.77 (2) | C3—C4—C5 | 119.05 (9) |
N3—Zn1—Cl1 | 116.57 (2) | C3—C4—H4 | 122.8 (9) |
N1—Zn1—Cl2 | 112.13 (2) | C5—C4—H4 | 118.1 (9) |
N3—Zn1—Cl2 | 107.20 (2) | N1—C5—N2 | 121.46 (8) |
Cl1—Zn1—Cl2 | 112.465 (10) | N1—C5—C4 | 121.62 (8) |
C5—N1—C1 | 118.34 (8) | N2—C5—C4 | 116.92 (8) |
C5—N1—Zn1 | 123.81 (6) | N3—C6—N2 | 121.51 (8) |
C1—N1—Zn1 | 117.54 (6) | N3—C6—C7 | 121.52 (8) |
C6—N2—C5 | 133.67 (8) | N2—C6—C7 | 116.97 (8) |
C6—N2—H2N | 114.1 (12) | C8—C7—C6 | 119.16 (8) |
C5—N2—H2N | 112.2 (11) | C8—C7—H7 | 122.7 (9) |
C6—N3—C10 | 118.21 (8) | C6—C7—H7 | 118.2 (9) |
C6—N3—Zn1 | 123.71 (6) | C7—C8—C9 | 119.66 (8) |
C10—N3—Zn1 | 117.66 (6) | C7—C8—H8 | 119.3 (10) |
N1—C1—C2 | 123.12 (9) | C9—C8—H8 | 121.1 (10) |
N1—C1—H1 | 115.7 (10) | C10—C9—C8 | 117.84 (9) |
C2—C1—H1 | 121.2 (10) | C10—C9—H9 | 119.8 (10) |
C1—C2—C3 | 118.24 (8) | C8—C9—H9 | 122.3 (10) |
C1—C2—H2 | 119.1 (10) | N3—C10—C9 | 123.60 (9) |
C3—C2—H2 | 122.6 (10) | N3—C10—H10 | 115.3 (10) |
C4—C3—C2 | 119.58 (9) | C9—C10—H10 | 121.1 (10) |
C4—C3—H3 | 118.8 (10) | | |
| | | |
N3—Zn1—N1—C5 | 15.55 (8) | C1—N1—C5—C4 | −2.33 (13) |
Cl1—Zn1—N1—C5 | 136.49 (7) | Zn1—N1—C5—C4 | 171.20 (7) |
Cl2—Zn1—N1—C5 | −94.47 (7) | C6—N2—C5—N1 | −6.30 (16) |
N3—Zn1—N1—C1 | −170.87 (7) | C6—N2—C5—C4 | 174.15 (10) |
Cl1—Zn1—N1—C1 | −49.93 (7) | C3—C4—C5—N1 | 2.23 (14) |
Cl2—Zn1—N1—C1 | 79.10 (7) | C3—C4—C5—N2 | −178.22 (9) |
N1—Zn1—N3—C6 | −15.39 (8) | C10—N3—C6—N2 | −179.63 (9) |
Cl1—Zn1—N3—C6 | −134.02 (7) | Zn1—N3—C6—N2 | 7.96 (12) |
Cl2—Zn1—N3—C6 | 98.96 (7) | C10—N3—C6—C7 | 0.97 (13) |
N1—Zn1—N3—C10 | 172.17 (7) | Zn1—N3—C6—C7 | −171.44 (7) |
Cl1—Zn1—N3—C10 | 53.53 (8) | C5—N2—C6—N3 | 6.47 (16) |
Cl2—Zn1—N3—C10 | −73.49 (7) | C5—N2—C6—C7 | −174.10 (9) |
C5—N1—C1—C2 | 0.68 (14) | N3—C6—C7—C8 | −0.06 (14) |
Zn1—N1—C1—C2 | −173.26 (8) | N2—C6—C7—C8 | −179.49 (9) |
N1—C1—C2—C3 | 1.03 (15) | C6—C7—C8—C9 | −0.72 (14) |
C1—C2—C3—C4 | −1.11 (15) | C7—C8—C9—C10 | 0.57 (15) |
C2—C3—C4—C5 | −0.44 (15) | C6—N3—C10—C9 | −1.14 (15) |
C1—N1—C5—N2 | 178.14 (8) | Zn1—N3—C10—C9 | 171.73 (8) |
Zn1—N1—C5—N2 | −8.33 (12) | C8—C9—C10—N3 | 0.38 (16) |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N2—H2N···Cl2i | 0.827 (17) | 2.447 (17) | 3.2563 (8) | 166.4 (15) |
C9—H9···Cl2ii | 0.945 (16) | 2.807 (16) | 3.6803 (10) | 154.1 (12) |
Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x+1, −y+1, −z+2. |
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