Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804006579/ac6087sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536804006579/ac6087Isup2.hkl |
CCDC reference: 238673
Key indicators
- Single-crystal X-ray study
- T = 100 K
- Mean (C-C) = 0.003 Å
- R factor = 0.022
- wR factor = 0.059
- Data-to-parameter ratio = 17.7
checkCIF/PLATON results
No syntax errors found No errors found in this datablock
Data collection: SMART (Bruker, 1998); cell refinement: SMART; data reduction: SAINT (Bruker, 1998); program(s) used to solve structure: SHELXTL (Sheldrick, 1997); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.
[ZnCl2(C4H6N2)2] | F(000) = 608 |
Mr = 300.49 | Dx = 1.620 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 8529 reflections |
a = 7.946 (3) Å | θ = 2.3–26.0° |
b = 12.385 (4) Å | µ = 2.40 mm−1 |
c = 12.741 (4) Å | T = 100 K |
β = 100.789 (5)° | Block, colorless |
V = 1231.7 (7) Å3 | 0.50 × 0.48 × 0.24 mm |
Z = 4 |
Bruker SMART APEX diffractometer | 2410 independent reflections |
Radiation source: fine-focus sealed tube | 2289 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.033 |
ω scans | θmax = 26.0°, θmin = 2.3° |
Absorption correction: multi-scan (SADABS; Sheldrick, 2000) | h = −9→9 |
Tmin = 0.314, Tmax = 0.560 | k = −15→15 |
10426 measured reflections | l = −15→15 |
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)] = 0.022 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.059 | H-atom parameters constrained |
S = 1.02 | w = 1/[σ2(Fo2) + (0.033P)2 + 0.55P] where P = (Fo2 + 2Fc2)/3 |
2410 reflections | (Δ/σ)max = 0.002 |
136 parameters | Δρmax = 0.30 e Å−3 |
0 restraints | Δρmin = −0.29 e Å−3 |
Experimental. The first 50 frames were repeated at the end of data collection. The 201 peaks in common to the first and last sets of frames showed a decay in the crystal of 0.59%. |
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. |
x | y | z | Uiso*/Ueq | ||
Zn1 | 0.12957 (2) | 0.282313 (14) | 0.293036 (14) | 0.01386 (8) | |
Cl1 | −0.15389 (5) | 0.29035 (3) | 0.22902 (3) | 0.01881 (11) | |
Cl2 | 0.23693 (5) | 0.12965 (3) | 0.37432 (3) | 0.01931 (11) | |
N1 | 0.23371 (17) | 0.31332 (11) | 0.16426 (11) | 0.0154 (3) | |
C2 | 0.1518 (2) | 0.35548 (12) | 0.07354 (13) | 0.0159 (3) | |
H2 | 0.0326 | 0.3708 | 0.0581 | 0.019* | |
N3 | 0.26012 (17) | 0.37378 (11) | 0.00619 (11) | 0.0171 (3) | |
C4 | 0.4202 (2) | 0.34225 (13) | 0.05653 (14) | 0.0194 (3) | |
H4 | 0.5229 | 0.3459 | 0.0287 | 0.023* | |
C5 | 0.4029 (2) | 0.30495 (13) | 0.15375 (14) | 0.0184 (3) | |
H5 | 0.4932 | 0.2773 | 0.2065 | 0.022* | |
C6 | 0.2158 (2) | 0.42521 (15) | −0.09870 (14) | 0.0245 (4) | |
H6A | 0.0911 | 0.4250 | −0.1221 | 0.037* | |
H6B | 0.2690 | 0.3853 | −0.1503 | 0.037* | |
H6C | 0.2577 | 0.4998 | −0.0940 | 0.037* | |
N7 | 0.19076 (17) | 0.40071 (11) | 0.40081 (11) | 0.0172 (3) | |
C8 | 0.2795 (2) | 0.38835 (13) | 0.49895 (13) | 0.0162 (3) | |
H8 | 0.3214 | 0.3212 | 0.5290 | 0.019* | |
N9 | 0.30207 (17) | 0.48324 (11) | 0.55014 (11) | 0.0165 (3) | |
C10 | 0.2235 (2) | 0.56086 (14) | 0.48155 (15) | 0.0247 (4) | |
H10 | 0.2182 | 0.6360 | 0.4956 | 0.030* | |
C11 | 0.1548 (2) | 0.50949 (14) | 0.38983 (14) | 0.0249 (4) | |
H11 | 0.0918 | 0.5431 | 0.3277 | 0.030* | |
C12 | 0.3983 (2) | 0.50101 (14) | 0.65863 (13) | 0.0215 (4) | |
H12C | 0.5029 | 0.5418 | 0.6553 | 0.032* | |
H12B | 0.4289 | 0.4312 | 0.6932 | 0.032* | |
H12A | 0.3275 | 0.5419 | 0.6999 | 0.032* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Zn1 | 0.01418 (12) | 0.01507 (12) | 0.01187 (12) | 0.00004 (6) | 0.00121 (8) | −0.00020 (6) |
Cl1 | 0.0137 (2) | 0.0212 (2) | 0.0208 (2) | 0.00123 (14) | 0.00145 (16) | −0.00039 (15) |
Cl2 | 0.0226 (2) | 0.0179 (2) | 0.0167 (2) | 0.00412 (15) | 0.00185 (15) | 0.00236 (14) |
N1 | 0.0150 (6) | 0.0166 (6) | 0.0144 (7) | −0.0012 (5) | 0.0023 (5) | −0.0017 (5) |
C2 | 0.0164 (7) | 0.0156 (8) | 0.0163 (8) | −0.0008 (6) | 0.0041 (6) | −0.0018 (6) |
N3 | 0.0216 (7) | 0.0149 (7) | 0.0161 (7) | −0.0016 (5) | 0.0067 (6) | −0.0011 (5) |
C4 | 0.0159 (8) | 0.0189 (8) | 0.0248 (9) | −0.0044 (6) | 0.0073 (6) | −0.0065 (7) |
C5 | 0.0141 (8) | 0.0188 (8) | 0.0211 (9) | −0.0012 (6) | 0.0008 (6) | −0.0045 (7) |
C6 | 0.0349 (10) | 0.0234 (9) | 0.0169 (9) | −0.0004 (8) | 0.0087 (7) | 0.0025 (7) |
N7 | 0.0215 (7) | 0.0161 (7) | 0.0135 (7) | 0.0007 (5) | 0.0018 (5) | −0.0008 (5) |
C8 | 0.0190 (8) | 0.0146 (8) | 0.0150 (8) | 0.0009 (6) | 0.0032 (6) | 0.0003 (6) |
N9 | 0.0198 (7) | 0.0152 (7) | 0.0142 (7) | 0.0007 (5) | 0.0019 (5) | −0.0008 (5) |
C10 | 0.0349 (10) | 0.0141 (8) | 0.0234 (9) | 0.0028 (7) | 0.0009 (8) | 0.0010 (7) |
C11 | 0.0350 (10) | 0.0181 (8) | 0.0184 (9) | 0.0045 (7) | −0.0034 (7) | 0.0036 (7) |
C12 | 0.0282 (9) | 0.0213 (8) | 0.0135 (8) | −0.0007 (7) | 0.0000 (7) | −0.0041 (7) |
Zn1—N7 | 2.0055 (14) | C6—H6B | 0.9800 |
Zn1—N1 | 2.0081 (14) | C6—H6C | 0.9800 |
Zn1—Cl2 | 2.2460 (7) | N7—C8 | 1.324 (2) |
Zn1—Cl1 | 2.2495 (9) | N7—C11 | 1.379 (2) |
N1—C2 | 1.323 (2) | C8—N9 | 1.340 (2) |
N1—C5 | 1.380 (2) | C8—H8 | 0.9500 |
C2—N3 | 1.344 (2) | N9—C10 | 1.369 (2) |
C2—H2 | 0.9500 | N9—C12 | 1.466 (2) |
N3—C4 | 1.370 (2) | C10—C11 | 1.353 (3) |
N3—C6 | 1.463 (2) | C10—H10 | 0.9500 |
C4—C5 | 1.353 (2) | C11—H11 | 0.9500 |
C4—H4 | 0.9500 | C12—H12C | 0.9800 |
C5—H5 | 0.9500 | C12—H12B | 0.9800 |
C6—H6A | 0.9800 | C12—H12A | 0.9800 |
N7—Zn1—N1 | 109.60 (6) | N3—C6—H6C | 109.5 |
N7—Zn1—Cl2 | 106.10 (5) | H6A—C6—H6C | 109.5 |
N1—Zn1—Cl2 | 111.02 (4) | H6B—C6—H6C | 109.5 |
N7—Zn1—Cl1 | 108.29 (4) | C8—N7—C11 | 105.79 (14) |
N1—Zn1—Cl1 | 103.48 (5) | C8—N7—Zn1 | 125.45 (11) |
Cl2—Zn1—Cl1 | 118.199 (17) | C11—N7—Zn1 | 128.75 (12) |
C2—N1—C5 | 105.89 (14) | N7—C8—N9 | 110.94 (14) |
C2—N1—Zn1 | 125.36 (11) | N7—C8—H8 | 124.5 |
C5—N1—Zn1 | 128.54 (12) | N9—C8—H8 | 124.5 |
N1—C2—N3 | 110.82 (14) | C8—N9—C10 | 107.56 (14) |
N1—C2—H2 | 124.6 | C8—N9—C12 | 126.12 (14) |
N3—C2—H2 | 124.6 | C10—N9—C12 | 126.29 (14) |
C2—N3—C4 | 107.61 (14) | C11—C10—N9 | 106.46 (15) |
C2—N3—C6 | 125.71 (15) | C11—C10—H10 | 126.8 |
C4—N3—C6 | 126.55 (14) | N9—C10—H10 | 126.8 |
C5—C4—N3 | 106.36 (14) | C10—C11—N7 | 109.24 (15) |
C5—C4—H4 | 126.8 | C10—C11—H11 | 125.4 |
N3—C4—H4 | 126.8 | N7—C11—H11 | 125.4 |
C4—C5—N1 | 109.32 (15) | N9—C12—H12C | 109.5 |
C4—C5—H5 | 125.3 | N9—C12—H12B | 109.5 |
N1—C5—H5 | 125.3 | H12C—C12—H12B | 109.5 |
N3—C6—H6A | 109.5 | N9—C12—H12A | 109.5 |
N3—C6—H6B | 109.5 | H12C—C12—H12A | 109.5 |
H6A—C6—H6B | 109.5 | H12B—C12—H12A | 109.5 |
N7—Zn1—N1—C2 | −99.89 (13) | N1—Zn1—N7—C8 | −118.92 (14) |
Cl2—Zn1—N1—C2 | 143.22 (12) | Cl2—Zn1—N7—C8 | 1.02 (14) |
Cl1—Zn1—N1—C2 | 15.44 (14) | Cl1—Zn1—N7—C8 | 128.85 (13) |
N7—Zn1—N1—C5 | 73.98 (15) | N1—Zn1—N7—C11 | 59.71 (16) |
Cl2—Zn1—N1—C5 | −42.90 (14) | Cl2—Zn1—N7—C11 | 179.65 (14) |
Cl1—Zn1—N1—C5 | −170.68 (13) | Cl1—Zn1—N7—C11 | −52.51 (15) |
C5—N1—C2—N3 | 0.24 (18) | C11—N7—C8—N9 | −0.30 (19) |
Zn1—N1—C2—N3 | 175.26 (10) | Zn1—N7—C8—N9 | 178.60 (10) |
N1—C2—N3—C4 | −0.34 (18) | N7—C8—N9—C10 | 0.16 (19) |
N1—C2—N3—C6 | −176.40 (15) | N7—C8—N9—C12 | −178.03 (15) |
C2—N3—C4—C5 | 0.30 (18) | C8—N9—C10—C11 | 0.1 (2) |
C6—N3—C4—C5 | 176.31 (15) | C12—N9—C10—C11 | 178.23 (16) |
N3—C4—C5—N1 | −0.16 (18) | N9—C10—C11—N7 | −0.2 (2) |
C2—N1—C5—C4 | −0.04 (18) | C8—N7—C11—C10 | 0.3 (2) |
Zn1—N1—C5—C4 | −174.86 (11) | Zn1—N7—C11—C10 | −178.52 (12) |