The title compound, {[CuCl2(C5H6N2)2]·H2O}n, comprises centrosymmetric mononuclear CuCl2L2 (L = 3-aminopyridine) units, with a trans geometry of the ligands, connected into infinite linear chains through bridging chloride ligands. The chains are oriented along the c axis and form channels, which are occupied by disordered water molecules.
Supporting information
CCDC reference: 283996
Key indicators
- Single-crystal X-ray study
- T = 150 K
- Mean (C-C) = 0.007 Å
- H-atom completeness 86%
- Disorder in solvent or counterion
- R factor = 0.069
- wR factor = 0.222
- Data-to-parameter ratio = 23.7
checkCIF/PLATON results
No syntax errors found
Alert level B
PLAT601_ALERT_2_B Structure Contains Solvent Accessible VOIDS of . 179.00 A 3
Alert level C
CELLV02_ALERT_1_C The supplied cell volume s.u. differs from that
calculated from the cell parameter s.u.'s by > 2
Calculated cell volume su = 12.83
Cell volume su given = 15.00
CHEMW01_ALERT_1_C The difference between the given and expected weight for
compound is greater 1 mass unit. Check that all hydrogen
atoms have been taken into account.
DIFMX01_ALERT_2_C The maximum difference density is > 0.1*ZMAX*0.75
_refine_diff_density_max given = 2.210
Test value = 2.175
DIFMX02_ALERT_1_C The minimum difference density is > 0.1*ZMAX*0.75
The relevant atom site should be identified.
PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings Differ .... ?
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT097_ALERT_2_C Maximum (Positive) Residual Density ............ 2.21 e/A 3
PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent ..... ?
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor .... 2.11
PLAT302_ALERT_4_C Anion/Solvent Disorder ......................... 50.00 Perc.
PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 7
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 1
Alert level G
FORMU01_ALERT_2_G There is a discrepancy between the atom counts in the
_chemical_formula_sum and the formula from the _atom_site* data.
Atom count from _chemical_formula_sum:C10 H14 Cl2 Cu1 N4 O1
Atom count from the _atom_site data: C10 H12 Cl2 Cu1 N4 O1
CELLZ01_ALERT_1_G Difference between formula and atom_site contents detected.
CELLZ01_ALERT_1_G WARNING: H atoms missing from atom site list. Is this intentional?
From the CIF: _cell_formula_units_Z 9
From the CIF: _chemical_formula_sum C10 H14 Cl2 Cu1 N4 O
TEST: Compare cell contents of formula and atom_site data
atom Z*formula cif sites diff
C 90.00 90.00 0.00
H 126.00 108.00 18.00
Cl 18.00 18.00 0.00
Cu 9.00 9.00 0.00
N 36.00 36.00 0.00
O 9.00 9.00 0.00
REFLT03_ALERT_1_G ALERT: Expected hkl max differ from CIF values
From the CIF: _diffrn_reflns_theta_max 27.50
From the CIF: _reflns_number_total 1991
From the CIF: _diffrn_reflns_limit_ max hkl 43. 37. 5.
From the CIF: _diffrn_reflns_limit_ min hkl -44. -36. -5.
TEST1: Expected hkl limits for theta max
Calculated maximum hkl 44. 44. 5.
Calculated minimum hkl -44. -44. -5.
0 ALERT level A = In general: serious problem
1 ALERT level B = Potentially serious problem
12 ALERT level C = Check and explain
4 ALERT level G = General alerts; check
9 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
5 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
2 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: COLLECT (Nonius, 1998); cell refinement: DENZO and SCALEPACK (Otwinowski & Minor, 1997); data reduction: DENZO and SCALEPACK; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: SHELXL97 and PLATON (Spek, 2003).
catena-Poly[[[bis(3-aminopyridine-
κN)copper(II)]-di-µ-chloro]
hydrate]
top
Crystal data top
[CuCl2(C5H6N2)2]·H2O | Dx = 1.294 Mg m−3 |
Mr = 338.68 | Mo Kα radiation, λ = 0.71073 Å |
Trigonal, R3 | Cell parameters from 2142 reflections |
Hall symbol: -R 3 | θ = 1.0–28.3° |
a = 33.9602 (7) Å | µ = 1.56 mm−1 |
c = 3.9152 (1) Å | T = 150 K |
V = 3910.43 (15) Å3 | Block, yellow–green |
Z = 9 | 0.15 × 0.10 × 0.10 mm |
F(000) = 1539 | |
Data collection top
Nonius KappaCCD diffractometer | 1652 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.024 |
Graphite monochromator | θmax = 27.5°, θmin = 1.2° |
ω scans at κ = 55 ° | h = −44→43 |
3701 measured reflections | k = −36→37 |
1991 independent reflections | l = −5→5 |
Refinement top
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.069 | H-atom parameters constrained |
wR(F2) = 0.222 | w = 1/[σ2(Fo2) + (0.1406P)2 + 3.9571P] where P = (Fo2 + 2Fc2)/3 |
S = 1.25 | (Δ/σ)max = 0.002 |
1991 reflections | Δρmax = 2.21 e Å−3 |
84 parameters | Δρmin = −1.25 e Å−3 |
0 restraints | Extinction correction: SHELXL97, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0092 (12) |
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 | Occ. (<1) |
Cu1 | 0.5000 | 0.0000 | 0.5000 | 0.0316 (4) | |
Cl1 | 0.56042 (3) | 0.04681 (3) | 0.8380 (3) | 0.0313 (4) | |
N1 | 0.48025 (12) | 0.04665 (12) | 0.4888 (9) | 0.0288 (8) | |
N2 | 0.38064 (13) | 0.05380 (14) | 0.7476 (11) | 0.0370 (9) | |
H2A | 0.3704 | 0.0724 | 0.7444 | 0.044* | |
H2B | 0.3644 | 0.0271 | 0.8334 | 0.044* | |
C2 | 0.43931 (14) | 0.03596 (15) | 0.6133 (11) | 0.0283 (9) | |
H2 | 0.4209 | 0.0070 | 0.7022 | 0.034* | |
C3 | 0.42328 (14) | 0.06690 (14) | 0.6142 (10) | 0.0262 (9) | |
C4 | 0.45063 (17) | 0.10937 (15) | 0.4735 (11) | 0.0331 (10) | |
H4 | 0.4408 | 0.1305 | 0.4639 | 0.040* | |
C5 | 0.49323 (16) | 0.12013 (17) | 0.3460 (13) | 0.0359 (10) | |
H5 | 0.5122 | 0.1486 | 0.2516 | 0.043* | |
C6 | 0.50721 (16) | 0.08815 (16) | 0.3605 (12) | 0.0343 (10) | |
H6 | 0.5359 | 0.0957 | 0.2793 | 0.041* | |
OW1 | 0.6144 (6) | 0.1832 (6) | −0.192 (5) | 0.128 (5)* | 0.50 |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Cu1 | 0.0285 (5) | 0.0296 (5) | 0.0466 (6) | 0.0221 (4) | −0.0167 (3) | −0.0161 (3) |
Cl1 | 0.0267 (6) | 0.0316 (6) | 0.0394 (7) | 0.0175 (5) | −0.0122 (4) | −0.0122 (4) |
N1 | 0.0276 (18) | 0.0279 (18) | 0.0354 (18) | 0.0173 (16) | −0.0106 (14) | −0.0095 (15) |
N2 | 0.030 (2) | 0.037 (2) | 0.052 (2) | 0.0225 (18) | −0.0018 (17) | 0.0020 (17) |
C2 | 0.028 (2) | 0.027 (2) | 0.035 (2) | 0.0179 (17) | −0.0071 (16) | −0.0046 (16) |
C3 | 0.027 (2) | 0.028 (2) | 0.029 (2) | 0.0180 (17) | −0.0063 (16) | −0.0057 (15) |
C4 | 0.042 (3) | 0.032 (2) | 0.039 (2) | 0.029 (2) | 0.0021 (19) | 0.0000 (18) |
C5 | 0.036 (2) | 0.030 (2) | 0.046 (3) | 0.019 (2) | 0.0095 (19) | 0.0060 (19) |
C6 | 0.033 (2) | 0.033 (2) | 0.043 (3) | 0.021 (2) | 0.0029 (19) | −0.0021 (19) |
Geometric parameters (Å, º) top
Cu1—N1i | 2.006 (3) | N2—H2B | 0.8600 |
Cu1—N1 | 2.006 (3) | C3—C4 | 1.381 (6) |
Cu1—Cl1i | 2.2862 (9) | C4—C5 | 1.396 (6) |
Cu1—Cl1 | 2.2862 (9) | C4—H4 | 0.9300 |
Cu1—Cl1ii | 3.1926 (12) | C5—C6 | 1.387 (6) |
Cu1—Cl1iii | 3.1926 (12) | C5—H5 | 0.9300 |
Cu1—Cu1iii | 3.9152 (1) | C6—H6 | 0.9300 |
N1—C2 | 1.341 (5) | N1—C6 | 1.337 (6) |
N2—H2A | 0.8600 | N2—C3 | 1.387 (6) |
| | | |
N1i—Cu1—N1 | 180.00 (13) | C6—N1—C2 | 119.6 (4) |
N1i—Cu1—Cl1i | 90.10 (10) | C6—N1—Cu1 | 121.2 (3) |
N1—Cu1—Cl1i | 89.90 (10) | C2—N1—Cu1 | 119.3 (3) |
N1i—Cu1—Cl1 | 89.90 (10) | C3—N2—H2A | 120.0 |
N1—Cu1—Cl1 | 90.10 (10) | C3—N2—H2B | 120.0 |
Cl1i—Cu1—Cl1 | 180.00 (9) | H2A—N2—H2B | 120.0 |
N1i—Cu1—Cl1ii | 88.53 (11) | N1—C2—C3 | 122.4 (4) |
N1—Cu1—Cl1ii | 91.47 (11) | N1—C2—H2 | 118.8 |
Cl1i—Cu1—Cl1ii | 89.64 (3) | C3—C2—H2 | 118.8 |
Cl1—Cu1—Cl1ii | 90.36 (3) | C4—C3—N2 | 122.3 (4) |
N1i—Cu1—Cl1iii | 91.47 (11) | C4—C3—C2 | 118.1 (4) |
N1—Cu1—Cl1iii | 88.53 (11) | N2—C3—C2 | 119.6 (4) |
Cl1i—Cu1—Cl1iii | 90.36 (3) | C3—C4—C5 | 118.9 (4) |
Cl1—Cu1—Cl1iii | 89.64 (3) | C3—C4—H4 | 120.5 |
Cl1ii—Cu1—Cl1iii | 180.00 (7) | C5—C4—H4 | 120.5 |
N1i—Cu1—Cu1iii | 91.25 (10) | C6—C5—C4 | 119.8 (4) |
N1—Cu1—Cu1iii | 88.75 (10) | C6—C5—H5 | 120.1 |
Cl1i—Cu1—Cu1iii | 54.63 (3) | C4—C5—H5 | 120.1 |
Cl1—Cu1—Cu1iii | 125.37 (3) | N1—C6—C5 | 121.2 (4) |
Cl1ii—Cu1—Cu1iii | 144.273 (17) | N1—C6—H6 | 119.4 |
Cl1iii—Cu1—Cu1iii | 35.727 (17) | C5—C6—H6 | 119.4 |
Symmetry codes: (i) −x+1, −y, −z+1; (ii) −x+1, −y, −z+2; (iii) x, y, z−1. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N2—H2A···Cl1iv | 0.86 | 2.61 | 3.394 (4) | 152 |
Symmetry code: (iv) y+1/3, −x+y+2/3, −z+5/3. |