metal-organic compounds
In the title complex, [Cu(C12H8N2)2(CH3CN)](ClO4)2, the five-coordinate CuII ion has a distorted square-pyramidal coordination geometry composed of five N atoms, four from two bidentate chelating phenanthroline ligands and one from acetonitrile. The acetonitrile molecule and the Cu atom are situated on a crystallographic twofold rotation axis.
Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807015036/rk2006sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807015036/rk2006Isup2.hkl |
CCDC reference: 647306
Computing details top
Data collection: SMART (Bruker, 2001); cell refinement: SAINT-Plus (Bruker, 1999); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 2003); software used to prepare material for publication: SHELXL97.
(Acetonitrile)bis(1,10-phenanthroline)copper(II) bis(perchlorate) top
Crystal data top
[Cu(C12H8N2)2(C2H3N)](ClO4)2 | F(000) = 1348 |
Mr = 663.90 | Dx = 1.752 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -C 2yc | Cell parameters from 8096 reflections |
a = 19.597 (4) Å | θ = 2.1–28.4° |
b = 8.820 (2) Å | µ = 1.15 mm−1 |
c = 14.659 (3) Å | T = 130 K |
β = 96.618 (4)° | Prism, light blue |
V = 2516.9 (9) Å3 | 0.32 × 0.16 × 0.06 mm |
Z = 4 |
Data collection top
Bruker SMART APEX CCD diffractometer | 3125 independent reflections |
Radiation source: fine-focus sealed tube | 2663 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.062 |
ω scans | θmax = 28.4°, θmin = 2.1° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −25→25 |
Tmin = 0.711, Tmax = 0.935 | k = −11→11 |
12454 measured reflections | l = −19→19 |
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)] = 0.049 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.109 | H-atom parameters constrained |
S = 1.14 | w = 1/[σ2(Fo2) + (0.0423P)2 + 1.8848P] where P = (Fo2 + 2Fc2)/3 |
3125 reflections | (Δ/σ)max < 0.001 |
194 parameters | Δρmax = 0.48 e Å−3 |
0 restraints | Δρmin = −0.58 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
x | y | z | Uiso*/Ueq | Occ. (<1) | |
Cu1 | 0.0000 | 0.96229 (4) | 0.2500 | 0.01474 (9) | |
Cl1 | 0.81443 (3) | 0.48307 (7) | 0.18825 (4) | 0.01996 (13) | |
O1 | 0.84573 (9) | 0.5417 (2) | 0.27538 (12) | 0.0319 (5) | |
O2 | 0.74756 (9) | 0.5482 (2) | 0.16563 (13) | 0.0339 (5) | |
O3 | 0.85717 (10) | 0.5199 (2) | 0.11709 (12) | 0.0398 (5) | |
O4 | 0.80841 (11) | 0.3220 (2) | 0.19454 (14) | 0.0405 (5) | |
N1 | −0.08987 (9) | 0.9698 (2) | 0.17252 (13) | 0.0161 (4) | |
N2 | 0.02904 (9) | 1.0977 (2) | 0.14326 (12) | 0.0145 (4) | |
C5 | −0.09130 (11) | 1.0646 (2) | 0.09799 (14) | 0.0145 (5) | |
C8 | −0.02505 (11) | 1.2369 (3) | 0.00944 (14) | 0.0160 (5) | |
C2 | −0.20901 (11) | 0.9158 (3) | 0.12814 (15) | 0.0205 (5) | |
H2 | −0.2490 | 0.8611 | 0.1395 | 0.025* | |
C10 | 0.09646 (12) | 1.2609 (3) | 0.05805 (15) | 0.0206 (5) | |
H10 | 0.1402 | 1.3024 | 0.0505 | 0.025* | |
C4 | −0.15083 (11) | 1.0912 (3) | 0.03753 (14) | 0.0151 (5) | |
C11 | 0.08918 (11) | 1.1594 (3) | 0.13002 (15) | 0.0191 (5) | |
H11 | 0.1287 | 1.1337 | 0.1709 | 0.023* | |
C9 | −0.02733 (11) | 1.1347 (3) | 0.08355 (14) | 0.0152 (5) | |
C6 | −0.14716 (11) | 1.1964 (3) | −0.03710 (15) | 0.0183 (5) | |
H6 | −0.1872 | 1.2168 | −0.0782 | 0.022* | |
C3 | −0.21120 (12) | 1.0129 (3) | 0.05449 (16) | 0.0194 (5) | |
H3 | −0.2528 | 1.0274 | 0.0154 | 0.023* | |
C1 | −0.14783 (11) | 0.8976 (3) | 0.18627 (15) | 0.0196 (5) | |
H1 | −0.1474 | 0.8315 | 0.2375 | 0.023* | |
C12 | 0.03974 (12) | 1.3000 (3) | −0.00147 (15) | 0.0207 (5) | |
H12 | 0.0441 | 1.3695 | −0.0500 | 0.025* | |
C7 | −0.08729 (12) | 1.2666 (3) | −0.04955 (15) | 0.0186 (5) | |
H7 | −0.0866 | 1.3371 | −0.0984 | 0.022* | |
N3 | 0.0000 | 0.7301 (3) | 0.2500 | 0.0184 (6) | |
C31 | 0.0000 | 0.6028 (4) | 0.2500 | 0.0186 (7) | |
C32 | 0.0000 | 0.4359 (4) | 0.2500 | 0.0287 (9) | |
H32A | 0.0396 | 0.3989 | 0.2214 | 0.043* | 0.50 |
H32B | −0.0424 | 0.3989 | 0.2152 | 0.043* | 0.50 |
H32C | 0.0028 | 0.3989 | 0.3134 | 0.043* | 0.50 |
Atomic displacement parameters (Å2) top
U11 | U22 | U33 | U12 | U13 | U23 | |
Cu1 | 0.01323 (18) | 0.0160 (2) | 0.01383 (18) | 0.000 | −0.00340 (14) | 0.000 |
Cl1 | 0.0169 (3) | 0.0245 (3) | 0.0182 (3) | −0.0034 (2) | 0.0011 (2) | −0.0019 (2) |
O1 | 0.0297 (9) | 0.0446 (12) | 0.0199 (8) | −0.0109 (8) | −0.0036 (7) | −0.0070 (8) |
O2 | 0.0210 (9) | 0.0464 (12) | 0.0333 (10) | 0.0077 (8) | −0.0013 (8) | −0.0020 (9) |
O4 | 0.0586 (13) | 0.0238 (11) | 0.0380 (11) | 0.0000 (9) | 0.0012 (10) | −0.0040 (8) |
O3 | 0.0267 (9) | 0.0710 (15) | 0.0227 (9) | −0.0091 (9) | 0.0077 (8) | 0.0042 (9) |
N1 | 0.0154 (8) | 0.0166 (9) | 0.0161 (8) | −0.0011 (7) | 0.0012 (7) | −0.0008 (7) |
N2 | 0.0122 (8) | 0.0155 (9) | 0.0149 (9) | 0.0006 (7) | −0.0022 (7) | −0.0015 (7) |
C5 | 0.0164 (10) | 0.0142 (11) | 0.0123 (10) | 0.0023 (8) | −0.0006 (8) | −0.0024 (8) |
C8 | 0.0196 (10) | 0.0158 (11) | 0.0120 (9) | −0.0001 (8) | −0.0004 (8) | −0.0009 (8) |
C2 | 0.0136 (10) | 0.0276 (13) | 0.0204 (11) | −0.0064 (9) | 0.0024 (9) | −0.0055 (10) |
C10 | 0.0163 (10) | 0.0250 (13) | 0.0210 (11) | −0.0057 (9) | 0.0038 (9) | −0.0003 (9) |
C4 | 0.0147 (10) | 0.0152 (11) | 0.0147 (10) | 0.0021 (8) | −0.0018 (8) | −0.0046 (8) |
C11 | 0.0141 (10) | 0.0223 (12) | 0.0204 (11) | 0.0016 (9) | 0.0000 (9) | −0.0026 (9) |
C9 | 0.0162 (10) | 0.0169 (11) | 0.0119 (9) | 0.0011 (8) | −0.0005 (8) | −0.0027 (8) |
C6 | 0.0180 (10) | 0.0208 (12) | 0.0147 (10) | 0.0053 (9) | −0.0047 (9) | −0.0011 (9) |
C3 | 0.0148 (10) | 0.0239 (12) | 0.0188 (11) | 0.0024 (9) | −0.0013 (9) | −0.0056 (9) |
C1 | 0.0197 (11) | 0.0227 (12) | 0.0160 (10) | −0.0045 (9) | 0.0005 (9) | −0.0005 (9) |
C12 | 0.0240 (12) | 0.0220 (12) | 0.0162 (11) | −0.0023 (9) | 0.0027 (9) | 0.0020 (9) |
C7 | 0.0228 (11) | 0.0195 (12) | 0.0129 (10) | 0.0024 (9) | 0.0000 (9) | 0.0019 (9) |
N3 | 0.0194 (13) | 0.0177 (14) | 0.0176 (13) | 0.000 | 0.0003 (11) | 0.000 |
C31 | 0.0160 (14) | 0.0243 (18) | 0.0156 (15) | 0.000 | 0.0021 (12) | 0.000 |
C32 | 0.0271 (18) | 0.0171 (18) | 0.041 (2) | 0.000 | 0.0016 (16) | 0.000 |
Geometric parameters (Å, º) top
Cu1—N1i | 1.9836 (19) | C2—C1 | 1.398 (3) |
Cu1—N1 | 1.9836 (19) | C2—H2 | 0.9500 |
Cu1—N3 | 2.048 (3) | C10—C12 | 1.375 (3) |
Cu1—N2i | 2.0984 (18) | C10—C11 | 1.404 (3) |
Cu1—N2 | 2.0984 (19) | C10—H10 | 0.9500 |
Cl1—O4 | 1.430 (2) | C4—C3 | 1.416 (3) |
Cl1—O2 | 1.4344 (18) | C4—C6 | 1.443 (3) |
Cl1—O1 | 1.4472 (18) | C11—H11 | 0.9500 |
Cl1—O3 | 1.4479 (19) | C6—C7 | 1.358 (3) |
N1—C1 | 1.338 (3) | C6—H6 | 0.9500 |
N1—C5 | 1.373 (3) | C3—H3 | 0.9500 |
N2—C11 | 1.333 (3) | C1—H1 | 0.9500 |
N2—C9 | 1.367 (3) | C12—H12 | 0.9500 |
C5—C4 | 1.401 (3) | C7—H7 | 0.9500 |
C5—C9 | 1.435 (3) | N3—C31 | 1.123 (4) |
C8—C12 | 1.412 (3) | C31—C32 | 1.472 (5) |
C8—C9 | 1.416 (3) | C32—H32A | 0.9800 |
C8—C7 | 1.436 (3) | C32—H32B | 0.9800 |
C2—C3 | 1.375 (3) | C32—H32C | 0.9800 |
N1i—Cu1—N1 | 176.16 (11) | C11—C10—H10 | 120.3 |
N1i—Cu1—N3 | 91.92 (5) | C5—C4—C3 | 117.3 (2) |
N1—Cu1—N3 | 91.92 (5) | C5—C4—C6 | 118.5 (2) |
N1i—Cu1—N2i | 81.55 (7) | C3—C4—C6 | 124.2 (2) |
N1—Cu1—N2i | 96.24 (7) | N2—C11—C10 | 122.6 (2) |
N3—Cu1—N2i | 124.69 (5) | N2—C11—H11 | 118.7 |
N1i—Cu1—N2 | 96.24 (7) | C10—C11—H11 | 118.7 |
N1—Cu1—N2 | 81.55 (7) | N2—C9—C8 | 123.3 (2) |
N3—Cu1—N2 | 124.69 (5) | N2—C9—C5 | 117.24 (19) |
N2i—Cu1—N2 | 110.62 (10) | C8—C9—C5 | 119.50 (19) |
O4—Cl1—O2 | 109.46 (12) | C7—C6—C4 | 121.0 (2) |
O4—Cl1—O1 | 109.15 (12) | C7—C6—H6 | 119.5 |
O2—Cl1—O1 | 110.11 (11) | C4—C6—H6 | 119.5 |
O4—Cl1—O3 | 109.17 (13) | C2—C3—C4 | 119.4 (2) |
O2—Cl1—O3 | 109.41 (12) | C2—C3—H3 | 120.3 |
O1—Cl1—O3 | 109.51 (11) | C4—C3—H3 | 120.3 |
C1—N1—C5 | 118.03 (19) | N1—C1—C2 | 122.5 (2) |
C1—N1—Cu1 | 127.66 (16) | N1—C1—H1 | 118.8 |
C5—N1—Cu1 | 114.29 (14) | C2—C1—H1 | 118.8 |
C11—N2—C9 | 118.17 (19) | C10—C12—C8 | 120.1 (2) |
C11—N2—Cu1 | 131.41 (15) | C10—C12—H12 | 120.0 |
C9—N2—Cu1 | 110.16 (14) | C8—C12—H12 | 120.0 |
N1—C5—C4 | 123.0 (2) | C6—C7—C8 | 121.5 (2) |
N1—C5—C9 | 116.19 (18) | C6—C7—H7 | 119.2 |
C4—C5—C9 | 120.83 (19) | C8—C7—H7 | 119.2 |
C12—C8—C9 | 116.5 (2) | C31—N3—Cu1 | 180.000 (1) |
C12—C8—C7 | 124.9 (2) | N3—C31—C32 | 180.000 (1) |
C9—C8—C7 | 118.6 (2) | C31—C32—H32A | 109.5 |
C3—C2—C1 | 119.8 (2) | C31—C32—H32B | 109.5 |
C3—C2—H2 | 120.1 | H32A—C32—H32B | 109.5 |
C1—C2—H2 | 120.1 | C31—C32—H32C | 109.5 |
C12—C10—C11 | 119.5 (2) | H32A—C32—H32C | 109.5 |
C12—C10—H10 | 120.3 | H32B—C32—H32C | 109.5 |
Symmetry code: (i) −x, y, −z+1/2. |