metal-organic compounds
The structure of blue [Cu2(O2PH2)2(C10H8N2)2](NO3)2 consists of dimeric [Cu(O2PH2)(bipy)] subunits (bipy = 2,2′-bipyridine) joined by two hypophosphite bridging ligands, with each metal center in a distorted planar arrangement. These joined subunits exist as a discrete cation with the equivalent of two nitrates as counter-ions. The subunits have a four-coordinated distorted square-planar arrangement of N and O atoms from the 2,2′-bipyridine and hypophosphite ligands, with the fifth and sixth positions of the copper coordination occupied by neighboring O atoms of the nitrate counter-ions.
Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S160053680200778X/ci6121sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S160053680200778X/ci6121Isup2.hkl |
CCDC reference: 189288
Key indicators
- Single-crystal X-ray study
- T = 295 K
- Mean (C-C) = 0.004 Å
- R factor = 0.024
- wR factor = 0.070
- Data-to-parameter ratio = 11.6
checkCIF results
No syntax errors found ADDSYM reports no extra symmetry
Alert Level C:
PLAT_420 Alert C D-H Without Acceptor P - H(40A) ?
0 Alert Level A = Potentially serious problem
0 Alert Level B = Potential problem
1 Alert Level C = Please check
Computing details top
Data collection: CAD-4 Manual (Schagen et al., 1989); cell refinement: CAD-4 Manual; data reduction: MolEN (Fair, 1990); program(s) used to solve structure: SHELXTL/PC (Siemens , 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL/PC; software used to prepare material for publication: SHELXTL/PC.
(I) top
Crystal data top
[Cu2(H2PO2)2(C10H8N2)2](NO3)2 | F(000) = 700 |
Mr = 346.73 | Dx = 1.851 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 25 reflections |
a = 6.727 (3) Å | θ = 20.0–24.9° |
b = 12.8420 (13) Å | µ = 1.91 mm−1 |
c = 15.209 (7) Å | T = 295 K |
β = 108.72 (2)° | Prism, blue |
V = 1244.4 (8) Å3 | 0.50 × 0.30 × 0.20 mm |
Z = 4 |
Data collection top
Enraf-Nonius CAD-4 diffractometer | Rint = 0.010 |
θ/2θ scans | θmax = 25.0° |
Absorption correction: ψ scan MolEN (Fair, 1990) | h = −7→7 |
Tmin = 0.513, Tmax = 0.683 | k = 0→15 |
2251 measured reflections | l = 0→17 |
2165 independent reflections | 1 standard reflections every 167 min |
2090 reflections with I > 2σ(I) | intensity decay: 1.1% |
Refinement top
Refinement on F2 | H-atom parameters constrained |
R[F2 > 2σ(F2)] = 0.024 | w = 1/[σ2(Fo2) + (0.0366P)2 + 0.9392P] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.070 | (Δ/σ)max = 0.001 |
S = 1.16 | Δρmax = 0.32 e Å−3 |
2165 reflections | Δρmin = −0.28 e Å−3 |
187 parameters |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
x | y | z | Uiso*/Ueq | ||
Cu | 0.01098 (4) | 0.197063 (18) | 0.472137 (17) | 0.02809 (11) | |
P | −0.25122 (8) | −0.00012 (4) | 0.42439 (4) | 0.02823 (15) | |
H40A | −0.437 (6) | −0.025 (3) | 0.366 (2) | 0.080* | |
H40B | −0.287 (6) | 0.013 (3) | 0.500 (2) | 0.080* | |
O1 | −0.1809 (2) | 0.09920 (11) | 0.38931 (10) | 0.0301 (3) | |
O2 | −0.1068 (3) | −0.09195 (11) | 0.43206 (10) | 0.0315 (3) | |
O4 | −0.5309 (3) | 0.29020 (15) | 0.37638 (15) | 0.0544 (5) | |
C5 | 0.0805 (3) | 0.39498 (16) | 0.40663 (15) | 0.0272 (4) | |
C6 | 0.1957 (3) | 0.39698 (16) | 0.50766 (15) | 0.0273 (4) | |
N1 | −0.0215 (3) | 0.30531 (13) | 0.37583 (13) | 0.0277 (4) | |
N2 | 0.1783 (3) | 0.30844 (13) | 0.55231 (13) | 0.0295 (4) | |
C2 | −0.1333 (4) | 0.3722 (2) | 0.22166 (17) | 0.0423 (6) | |
H2B | −0.2072 | 0.3620 | 0.1568 | 0.080* | |
N3 | −0.4810 (3) | 0.23597 (16) | 0.44684 (17) | 0.0415 (5) | |
C9 | 0.3963 (4) | 0.3807 (2) | 0.69422 (17) | 0.0402 (6) | |
H9A | 0.4661 | 0.3733 | 0.7597 | 0.080* | |
O3 | −0.3143 (3) | 0.25649 (18) | 0.51158 (14) | 0.0591 (5) | |
C10 | 0.2767 (4) | 0.30077 (17) | 0.64395 (17) | 0.0367 (5) | |
H10A | 0.2634 | 0.2376 | 0.6754 | 0.080* | |
C3 | −0.0318 (4) | 0.4646 (2) | 0.25298 (18) | 0.0432 (6) | |
H3A | −0.0366 | 0.5202 | 0.2102 | 0.080* | |
C7 | 0.3123 (4) | 0.48054 (18) | 0.55445 (17) | 0.0339 (5) | |
H7A | 0.3225 | 0.5434 | 0.5220 | 0.080* | |
C8 | 0.4144 (4) | 0.47157 (19) | 0.64934 (18) | 0.0384 (5) | |
H8A | 0.4970 | 0.5283 | 0.6833 | 0.080* | |
C4 | 0.0774 (4) | 0.47713 (19) | 0.34653 (17) | 0.0369 (5) | |
H4A | 0.1494 | 0.5411 | 0.3694 | 0.080* | |
C1 | −0.1269 (4) | 0.29448 (18) | 0.28496 (16) | 0.0349 (5) | |
H1A | −0.2001 | 0.2305 | 0.2634 | 0.080* | |
O5 | 0.4075 (4) | 0.16036 (16) | 0.45229 (19) | 0.0697 (7) |
Atomic displacement parameters (Å2) top
U11 | U22 | U33 | U12 | U13 | U23 | |
Cu | 0.03652 (18) | 0.01912 (16) | 0.02482 (17) | −0.00294 (10) | 0.00453 (12) | 0.00234 (9) |
P | 0.0270 (3) | 0.0225 (3) | 0.0307 (3) | −0.0022 (2) | 0.0030 (2) | 0.0040 (2) |
O1 | 0.0361 (8) | 0.0222 (7) | 0.0275 (8) | −0.0024 (6) | 0.0038 (6) | 0.0025 (6) |
O2 | 0.0429 (9) | 0.0228 (7) | 0.0268 (8) | 0.0020 (6) | 0.0087 (7) | 0.0035 (6) |
O4 | 0.0537 (12) | 0.0443 (11) | 0.0634 (13) | 0.0053 (9) | 0.0165 (10) | 0.0147 (10) |
C5 | 0.0256 (10) | 0.0250 (10) | 0.0345 (11) | 0.0037 (8) | 0.0144 (9) | 0.0048 (8) |
C6 | 0.0241 (10) | 0.0230 (10) | 0.0371 (12) | 0.0015 (8) | 0.0132 (9) | 0.0007 (9) |
N1 | 0.0289 (9) | 0.0260 (9) | 0.0291 (9) | 0.0011 (7) | 0.0104 (8) | 0.0041 (7) |
N2 | 0.0304 (10) | 0.0239 (9) | 0.0309 (10) | 0.0007 (7) | 0.0052 (8) | 0.0006 (7) |
C2 | 0.0503 (15) | 0.0488 (15) | 0.0299 (12) | 0.0080 (12) | 0.0160 (11) | 0.0098 (11) |
N3 | 0.0413 (12) | 0.0302 (11) | 0.0617 (14) | 0.0072 (9) | 0.0289 (11) | 0.0035 (10) |
C9 | 0.0383 (13) | 0.0375 (13) | 0.0371 (13) | 0.0013 (10) | 0.0014 (10) | −0.0069 (10) |
O3 | 0.0619 (13) | 0.0656 (14) | 0.0485 (12) | 0.0083 (11) | 0.0160 (10) | −0.0037 (10) |
C10 | 0.0418 (13) | 0.0300 (12) | 0.0324 (12) | 0.0009 (9) | 0.0036 (10) | 0.0004 (9) |
C3 | 0.0548 (15) | 0.0410 (13) | 0.0421 (14) | 0.0078 (12) | 0.0272 (12) | 0.0164 (11) |
C7 | 0.0309 (11) | 0.0261 (11) | 0.0484 (13) | −0.0026 (9) | 0.0179 (10) | −0.0038 (10) |
C8 | 0.0298 (11) | 0.0349 (12) | 0.0488 (14) | −0.0055 (10) | 0.0102 (10) | −0.0123 (11) |
C4 | 0.0389 (13) | 0.0312 (12) | 0.0472 (14) | 0.0021 (10) | 0.0231 (11) | 0.0090 (10) |
C1 | 0.0385 (13) | 0.0348 (12) | 0.0308 (12) | 0.0010 (10) | 0.0104 (10) | 0.0024 (9) |
O5 | 0.0637 (14) | 0.0386 (11) | 0.125 (2) | 0.0017 (10) | 0.0562 (14) | 0.0160 (12) |
Geometric parameters (Å, º) top
Cu—O2i | 1.9385 (15) | N2—C10 | 1.341 (3) |
Cu—O1 | 1.9466 (15) | C2—C3 | 1.376 (4) |
Cu—N2 | 1.9794 (19) | C2—C1 | 1.378 (3) |
Cu—N1 | 1.9799 (18) | C2—H2B | 0.96 |
Cu—O3 | 2.564 (2) | N3—O5ii | 1.246 (3) |
Cu—O5 | 2.819 (2) | N3—O3 | 1.260 (3) |
P—O2 | 1.5085 (16) | C9—C10 | 1.375 (3) |
P—O1 | 1.5155 (15) | C9—C8 | 1.377 (4) |
P—H40A | 1.32 (4) | C9—H9A | 0.96 |
P—H40B | 1.27 (3) | C10—H10A | 0.96 |
O4—N3 | 1.231 (3) | C3—C4 | 1.385 (4) |
C5—N1 | 1.345 (3) | C3—H3A | 0.96 |
C5—C4 | 1.392 (3) | C7—C8 | 1.390 (4) |
C5—C6 | 1.482 (3) | C7—H7A | 0.96 |
C6—N2 | 1.349 (3) | C8—H8A | 0.96 |
C6—C7 | 1.384 (3) | C4—H4A | 0.96 |
N1—C1 | 1.343 (3) | C1—H1A | 0.96 |
O2i—Cu—O1 | 91.62 (7) | C10—N2—C6 | 119.44 (19) |
O2i—Cu—N2 | 93.10 (7) | C10—N2—Cu | 125.50 (15) |
O1—Cu—N2 | 173.22 (7) | C6—N2—Cu | 115.03 (15) |
O2i—Cu—N1 | 167.45 (7) | C3—C2—C1 | 118.8 (2) |
O1—Cu—N1 | 94.69 (7) | C3—C2—H2B | 120.6 |
N2—Cu—N1 | 81.62 (8) | C1—C2—H2B | 120.6 |
O2i—Cu—O3 | 97.72 (7) | O4—N3—O5ii | 119.8 (3) |
O1—Cu—O3 | 84.54 (7) | O4—N3—O3 | 119.2 (2) |
N2—Cu—O3 | 90.00 (8) | O5ii—N3—O3 | 121.0 (2) |
N1—Cu—O3 | 93.67 (8) | C10—C9—C8 | 119.1 (2) |
O2i—Cu—O5 | 82.31 (7) | C10—C9—H9A | 120.5 |
O1—Cu—O5 | 106.06 (8) | C8—C9—H9A | 120.5 |
N2—Cu—O5 | 79.42 (8) | N3—O3—Cu | 111.55 (15) |
N1—Cu—O5 | 85.52 (7) | N2—C10—C9 | 121.9 (2) |
O3—Cu—O5 | 169.39 (7) | N2—C10—H10A | 119.0 |
O2—P—O1 | 114.79 (9) | C9—C10—H10A | 119.0 |
O2—P—H40A | 107.9 (16) | C2—C3—C4 | 119.8 (2) |
O1—P—H40A | 107.8 (16) | C2—C3—H3A | 120.1 |
O2—P—H40B | 109.9 (17) | C4—C3—H3A | 120.1 |
O1—P—H40B | 112.5 (16) | C6—C7—C8 | 118.6 (2) |
H40A—P—H40B | 103 (2) | C6—C7—H7A | 120.7 |
P—O1—Cu | 122.18 (9) | C8—C7—H7A | 120.7 |
P—O2—Cui | 130.77 (10) | C9—C8—C7 | 119.5 (2) |
N1—C5—C4 | 121.4 (2) | C9—C8—H8A | 120.3 |
N1—C5—C6 | 114.46 (18) | C7—C8—H8A | 120.3 |
C4—C5—C6 | 124.1 (2) | C3—C4—C5 | 118.5 (2) |
N2—C6—C7 | 121.4 (2) | C3—C4—H4A | 120.7 |
N2—C6—C5 | 113.98 (18) | C5—C4—H4A | 120.7 |
C7—C6—C5 | 124.6 (2) | N1—C1—C2 | 122.1 (2) |
C1—N1—C5 | 119.26 (19) | N1—C1—H1A | 118.9 |
C1—N1—Cu | 125.82 (15) | C2—C1—H1A | 118.9 |
C5—N1—Cu | 114.87 (15) | N3iii—O5—Cu | 119.16 (16) |
Symmetry codes: (i) −x, −y, −z+1; (ii) x−1, y, z; (iii) x+1, y, z. |