Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536802022249/su6007sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536802022249/su6007Isup2.hkl |
CCDC reference: 202971
Data collection: IPDS Manual (Stoe & Cie, 1996); cell refinement: IPDS Manual; data reduction: X-RED (Stoe & Cie, 1996); program(s) used to solve structure: SIR92 (Altomare et al., 1994); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: CAMERON (Watkin et al., 1996); software used to prepare material for publication: WinGX (Version 1.63.02; Farrugia, 1999).
[CuCl2(C14H12N2)(H2O)] | F(000) = 366 |
Mr = 360.71 | Dx = 1.652 Mg m−3 Dm = 1.63 (2) Mg m−3 Dm measured by flotation in CCl4/C2H4Br2 |
Monoclinic, P21 | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: P 2yb | Cell parameters from 5681 reflections |
a = 9.462 (1) Å | θ = 2.2–26.1° |
b = 8.093 (1) Å | µ = 1.87 mm−1 |
c = 9.823 (1) Å | T = 180 K |
β = 105.38 (1)° | Parallelepiped, green |
V = 725.3 (1) Å3 | 0.30 × 0.25 × 0.20 mm |
Z = 2 |
Stoe IPDS diffractometer | 2499 independent reflections |
Radiation source: fine-focus sealed tube | 2425 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.018 |
φ scans | θmax = 26.1°, θmin = 2.2° |
Absorption correction: empirical (using intensity measurements) multi-scan (SADABS; Sheldrick, 1996; Blessing, 1995) | h = −10→10 |
Tmin = 0.511, Tmax = 0.569 | k = −9→9 |
5663 measured reflections | l = −12→12 |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.017 | All H-atom parameters refined |
wR(F2) = 0.046 | w = 1/[σ2(Fo2) + (0.0354P)2] where P = (Fo2 + 2Fc2)/3 |
S = 1.05 | (Δ/σ)max < 0.001 |
2499 reflections | Δρmax = 0.27 e Å−3 |
225 parameters | Δρmin = −0.21 e Å−3 |
1 restraint | Absolute structure: Flack (1983), 0000 Friedel pairs [Please provide] |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0.538 (8) |
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 | ||
Cu1 | 0.15881 (2) | 0.220674 (18) | 0.19145 (2) | 0.01179 (7) | |
Cl1 | 0.05817 (6) | −0.02625 (6) | 0.23519 (5) | 0.01767 (12) | |
Cl2 | 0.18241 (6) | 0.50374 (6) | 0.19125 (5) | 0.01946 (12) | |
OW1 | −0.00771 (18) | 0.2446 (2) | 0.02469 (15) | 0.0195 (3) | |
N1 | 0.31411 (17) | 0.2231 (2) | 0.37350 (15) | 0.0128 (3) | |
C2 | 0.2898 (3) | 0.2593 (2) | 0.4977 (2) | 0.0158 (4) | |
C3 | 0.4097 (3) | 0.2829 (3) | 0.6175 (2) | 0.0189 (5) | |
C4 | 0.5498 (3) | 0.2745 (3) | 0.6073 (2) | 0.0195 (5) | |
C5 | 0.7203 (2) | 0.2218 (3) | 0.4567 (2) | 0.0235 (4) | |
C6 | 0.7400 (3) | 0.1813 (3) | 0.3303 (3) | 0.0234 (5) | |
C7 | 0.6322 (3) | 0.1035 (3) | 0.0778 (3) | 0.0237 (5) | |
C8 | 0.5093 (3) | 0.0765 (3) | −0.0298 (3) | 0.0220 (5) | |
C9 | 0.3682 (3) | 0.0996 (3) | −0.0091 (2) | 0.0174 (4) | |
N10 | 0.3519 (2) | 0.1454 (2) | 0.11619 (18) | 0.0138 (4) | |
C11 | 0.4741 (3) | 0.1697 (2) | 0.2252 (2) | 0.0145 (4) | |
C12 | 0.6164 (3) | 0.1528 (3) | 0.2105 (2) | 0.0181 (5) | |
C13 | 0.5768 (2) | 0.2363 (3) | 0.47618 (19) | 0.0176 (4) | |
C14 | 0.4533 (2) | 0.2103 (3) | 0.36087 (18) | 0.0136 (4) | |
C15 | 0.1362 (3) | 0.2746 (3) | 0.5066 (2) | 0.0222 (5) | |
C16 | 0.2336 (3) | 0.0715 (3) | −0.1262 (2) | 0.0244 (5) | |
HW1 | −0.013 (4) | 0.320 (4) | −0.024 (4) | 0.037 (2)* | |
HW2 | −0.037 (4) | 0.171 (4) | −0.020 (4) | 0.037 (2)* | |
H3 | 0.388 (4) | 0.311 (4) | 0.709 (3) | 0.037 (2)* | |
H4 | 0.629 (4) | 0.291 (4) | 0.686 (3) | 0.037 (2)* | |
H5 | 0.784 (4) | 0.249 (4) | 0.522 (3) | 0.037 (2)* | |
H6 | 0.824 (4) | 0.173 (4) | 0.318 (3) | 0.037 (2)* | |
H7 | 0.730 (5) | 0.094 (4) | 0.068 (4) | 0.037 (2)* | |
H8 | 0.514 (4) | 0.037 (4) | −0.117 (4) | 0.037 (2)* | |
H151 | 0.132 (4) | 0.314 (4) | 0.592 (3) | 0.037 (2)* | |
H152 | 0.095 (4) | 0.180 (5) | 0.497 (3) | 0.037 (2)* | |
H153 | 0.091 (4) | 0.344 (4) | 0.433 (3) | 0.037 (2)* | |
H161 | 0.163 (4) | −0.012 (4) | −0.105 (3) | 0.037 (2)* | |
H162 | 0.253 (4) | 0.027 (4) | −0.212 (3) | 0.037 (2)* | |
H163 | 0.185 (4) | 0.175 (4) | −0.148 (3) | 0.037 (2)* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cu1 | 0.01057 (13) | 0.01366 (12) | 0.00996 (11) | 0.00022 (10) | 0.00064 (7) | 0.00025 (9) |
Cl1 | 0.0217 (3) | 0.0154 (2) | 0.0154 (2) | −0.00353 (19) | 0.00407 (18) | 0.00025 (18) |
Cl2 | 0.0223 (3) | 0.0131 (2) | 0.0182 (2) | −0.00076 (19) | −0.00300 (19) | 0.00130 (17) |
OW1 | 0.0217 (9) | 0.0156 (8) | 0.0159 (7) | −0.0035 (7) | −0.0041 (6) | 0.0015 (6) |
N1 | 0.0128 (9) | 0.0128 (7) | 0.0124 (7) | −0.0003 (8) | 0.0025 (5) | 0.0011 (7) |
C2 | 0.0192 (13) | 0.0136 (10) | 0.0145 (9) | 0.0006 (7) | 0.0046 (8) | −0.0014 (7) |
C3 | 0.0221 (15) | 0.0192 (10) | 0.0143 (10) | 0.0018 (9) | 0.0031 (9) | −0.0006 (8) |
C4 | 0.0189 (14) | 0.0192 (10) | 0.0156 (10) | 0.0021 (8) | −0.0037 (8) | −0.0013 (7) |
C5 | 0.0110 (11) | 0.0289 (11) | 0.0255 (10) | −0.0010 (11) | −0.0041 (7) | −0.0015 (11) |
C6 | 0.0110 (13) | 0.0279 (13) | 0.0308 (12) | 0.0031 (8) | 0.0046 (9) | 0.0026 (9) |
C7 | 0.0197 (15) | 0.0286 (11) | 0.0267 (12) | 0.0040 (9) | 0.0131 (10) | 0.0013 (9) |
C8 | 0.0234 (15) | 0.0258 (13) | 0.0208 (12) | 0.0028 (9) | 0.0128 (9) | −0.0007 (8) |
C9 | 0.0192 (13) | 0.0183 (9) | 0.0156 (10) | −0.0007 (8) | 0.0064 (8) | 0.0005 (8) |
N10 | 0.0113 (11) | 0.0158 (8) | 0.0151 (8) | 0.0006 (6) | 0.0047 (7) | 0.0010 (6) |
C11 | 0.0136 (12) | 0.0124 (9) | 0.0168 (9) | −0.0005 (7) | 0.0028 (8) | 0.0009 (7) |
C12 | 0.0134 (13) | 0.0208 (10) | 0.0210 (11) | 0.0011 (8) | 0.0062 (8) | 0.0021 (8) |
C13 | 0.0172 (12) | 0.0147 (9) | 0.0188 (9) | 0.0015 (9) | 0.0010 (7) | 0.0025 (9) |
C14 | 0.0125 (10) | 0.0113 (8) | 0.0162 (8) | 0.0009 (9) | 0.0024 (7) | 0.0018 (8) |
C15 | 0.0168 (14) | 0.0328 (13) | 0.0173 (10) | 0.0003 (9) | 0.0051 (9) | −0.0048 (9) |
C16 | 0.0236 (16) | 0.0352 (14) | 0.0147 (11) | −0.0021 (10) | 0.0055 (9) | −0.0055 (8) |
Cu1—OW1 | 1.9582 (15) | C5—C13 | 1.425 (3) |
Cu1—N1 | 1.9911 (15) | C6—C12 | 1.441 (3) |
Cu1—N10 | 2.230 (2) | C7—C8 | 1.365 (4) |
Cu1—Cl2 | 2.3017 (5) | C7—C12 | 1.409 (3) |
Cu1—Cl1 | 2.3026 (6) | C8—C9 | 1.415 (4) |
N1—C2 | 1.333 (3) | C9—N10 | 1.332 (3) |
N1—C14 | 1.359 (3) | C9—C16 | 1.490 (4) |
C2—C3 | 1.415 (3) | N10—C11 | 1.366 (3) |
C2—C15 | 1.484 (4) | C11—C12 | 1.398 (4) |
C3—C4 | 1.357 (4) | C11—C14 | 1.436 (3) |
C4—C13 | 1.412 (3) | C13—C14 | 1.411 (3) |
C5—C6 | 1.344 (3) | ||
OW1—Cu1—N1 | 171.44 (7) | C8—C7—C12 | 118.9 (2) |
OW1—Cu1—N10 | 107.34 (7) | C7—C8—C9 | 120.7 (2) |
N1—Cu1—N10 | 79.98 (7) | N10—C9—C8 | 120.9 (2) |
OW1—Cu1—Cl2 | 87.57 (5) | N10—C9—C16 | 118.1 (2) |
N1—Cu1—Cl2 | 86.68 (6) | C8—C9—C16 | 121.0 (2) |
N10—Cu1—Cl2 | 100.57 (5) | C9—N10—C11 | 118.9 (2) |
OW1—Cu1—Cl1 | 87.77 (6) | C9—N10—Cu1 | 133.46 (16) |
N1—Cu1—Cl1 | 94.84 (5) | C11—N10—Cu1 | 107.36 (14) |
N10—Cu1—Cl1 | 103.92 (5) | N10—C11—C12 | 122.9 (2) |
Cl2—Cu1—Cl1 | 155.36 (2) | N10—C11—C14 | 117.7 (2) |
C2—N1—C14 | 120.47 (17) | C12—C11—C14 | 119.40 (19) |
C2—N1—Cu1 | 123.98 (15) | C11—C12—C7 | 117.7 (2) |
C14—N1—Cu1 | 114.81 (11) | C11—C12—C6 | 119.7 (2) |
N1—C2—C3 | 119.7 (2) | C7—C12—C6 | 122.6 (3) |
N1—C2—C15 | 118.81 (19) | C14—C13—C4 | 117.0 (2) |
C3—C2—C15 | 121.45 (19) | C14—C13—C5 | 119.70 (18) |
C4—C3—C2 | 121.0 (2) | C4—C13—C5 | 123.34 (19) |
C3—C4—C13 | 119.7 (2) | N1—C14—C13 | 122.11 (17) |
C6—C5—C13 | 121.0 (2) | N1—C14—C11 | 118.49 (17) |
C5—C6—C12 | 120.8 (3) | C13—C14—C11 | 119.4 (2) |
D—H···A | D—H | H···A | D···A | D—H···A |
OW1—HW1···Cl1i | 0.77 (4) | 2.36 (4) | 3.0882 (17) | 159 (3) |
OW1—HW2···Cl2ii | 0.75 (4) | 2.31 (4) | 3.0286 (17) | 162 (3) |
Symmetry codes: (i) −x, y+1/2, −z; (ii) −x, y−1/2, −z. |