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The title compound, [Cu(C24H16N2)(C18H15P)2]BF4, consists of mononuclear Cu(PPh3)2(NN)+ and BF4- ions (NN is 4,7-diphenyl-1,10-phenanthroline). The CuI atom is four-coordinated by two P atoms of PPh3 groups and two N donors of two NN ligands to form a tetra­hedral coordination geometry.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805039851/ng6240sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536805039851/ng6240Isup2.hkl
Contains datablock I

CCDC reference: 296616

Key indicators

  • Single-crystal X-ray study
  • T = 293 K
  • Mean [sigma](C-C) = 0.004 Å
  • R factor = 0.045
  • wR factor = 0.136
  • Data-to-parameter ratio = 15.8

checkCIF/PLATON results

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Alert level C PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given ....... ? PLAT199_ALERT_1_C Check the Reported _cell_measurement_temperature 293 K PLAT200_ALERT_1_C Check the Reported _diffrn_ambient_temperature . 293 K PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Cu - P1 .. 8.27 su PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C47 PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C43 PLAT244_ALERT_4_C Low 'Solvent' Ueq as Compared to Neighbors for B
Alert level G FORMU01_ALERT_1_G There is a discrepancy between the atom counts in the _chemical_formula_sum and _chemical_formula_moiety. This is usually due to the moiety formula being in the wrong format. Atom count from _chemical_formula_sum: C60 H46 B1 Cu1 F4 N2 P2 Atom count from _chemical_formula_moiety:C60 H46 B2 Cu1 F8 N2 P2
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 8 ALERT level C = Check and explain 1 ALERT level G = General alerts; check 4 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 3 ALERT type 2 Indicator that the structure model may be wrong or deficient 0 ALERT type 3 Indicator that the structure quality may be low 2 ALERT type 4 Improvement, methodology, query or suggestion

Comment top

It is well known that the mixed-ligand complexes Cu(PPh3)2(NN)+, where PPh3 and NN denote triphenylphosphine and 4,7-diphenyl-1,10-phenanthroline, respectively, both exhibit strong phosphorescent emissions in the solid state at room temperature. These CuI complexes have been investigated for a long time, with regard to their preparation (Kirchhoff et al., 1985), photophysical properties (Palmer et al., 1987) and so on. However, reports on the crystal structures of complexes with 4,7-diphenyl-1,10-phenanthroline or its derivatives are rare (Chesnut et al., 2001). We report here the crystal structure of a 4,7-diphenyl-1,10-phenanthroline CuI complex, (I).

The title compound, Cu(PPh3)2(NN)+·BF4, consists of mononuclear Cu(PPh3)2(NN)+ and BF4. The CuI atom is four-coordinated by two P atoms of distinct PPh3 groups and two N donors of derivatives of 1,10-phenanthroline, to form a tetrahedron coordination geometry (Fig. 1). The mean Cu—P1 and Cu—P2 bond lengths are 2.2796 (7) and 2.2271 (6) Å, respectively. (Fig. 1). The configuration around the Cu atom is given by the angles listed in Table 1.

Experimental top

Complex (I) was synthesized according to the method of Cuttell et al. (2002). A mixture of [Cu(NCCH3)4]BF4 (310.0 mg, 1.0 mmol) and triphenylphosphine (524.6 mg, 2.0 mmol) in CH2Cl2 (30 ml) was stirred at room temperature for 1 h, and then 4,7- diphenyl-1,10-phenanthroline (332.4 mg, 1.0 mmol) was added to the mixture. The reaction mixture was stirred for an additional 1 h and filtered, and the clear yellow filtrate was concentrated to ca 12 ml. Acetonitrile (about 10 ml) was added, and the vapor diffusion of diethyl ether into the resulting solution gave yellow crystals of the complex (80% yield).

Refinement top

H atoms were included in calculated positions and treated as riding atoms, with C—H = 0.93 Å and Uiso(H) = 1.2Ueq(C).

Computing details top

Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1998); software used to prepare material for publication: SHELXTL.

Figures top
[Figure 1] Fig. 1. The molecular structure of the title compound, with 30% probability displacement ellipsoids.
(4,7-Diphenyl-1,10-phenanthroline)bis(triphenylphosphine)copper(I) tetrafluoroborate top
Crystal data top
[Cu(C24H16N2)(C18H15P)2]BF4Dx = 1.321 Mg m3
Mr = 1007.28Melting point: not measured K
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
a = 20.5552 (15) ÅCell parameters from 5088 reflections
b = 11.9349 (9) Åθ = 2.3–25.9°
c = 21.2725 (15) ŵ = 0.55 mm1
β = 103.870 (1)°T = 293 K
V = 5066.5 (6) Å3Plate, yellow
Z = 40.40 × 0.29 × 0.06 mm
F(000) = 2080
Data collection top
Bruker SMART APEX CCD area-detector
diffractometer
9962 independent reflections
Radiation source: fine-focus sealed tube7512 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.028
ϕ and ω scansθmax = 26.0°, θmin = 2.0°
Absorption correction: multi-scan
(SADABS; Bruker, 1998)
h = 2425
Tmin = 0.845, Tmax = 0.966k = 1411
27936 measured reflectionsl = 2621
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.045Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.136H-atom parameters constrained
S = 1.05 w = 1/[σ2(Fo2) + (0.0841P)2]
where P = (Fo2 + 2Fc2)/3
9962 reflections(Δ/σ)max = 0.001
631 parametersΔρmax = 0.70 e Å3
0 restraintsΔρmin = 0.36 e Å3
Crystal data top
[Cu(C24H16N2)(C18H15P)2]BF4V = 5066.5 (6) Å3
Mr = 1007.28Z = 4
Monoclinic, P21/nMo Kα radiation
a = 20.5552 (15) ŵ = 0.55 mm1
b = 11.9349 (9) ÅT = 293 K
c = 21.2725 (15) Å0.40 × 0.29 × 0.06 mm
β = 103.870 (1)°
Data collection top
Bruker SMART APEX CCD area-detector
diffractometer
9962 independent reflections
Absorption correction: multi-scan
(SADABS; Bruker, 1998)
7512 reflections with I > 2σ(I)
Tmin = 0.845, Tmax = 0.966Rint = 0.028
27936 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0450 restraints
wR(F2) = 0.136H-atom parameters constrained
S = 1.05Δρmax = 0.70 e Å3
9962 reflectionsΔρmin = 0.36 e Å3
631 parameters
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
xyzUiso*/Ueq
Cu0.455273 (13)0.39074 (2)0.201706 (13)0.04292 (11)
P10.48944 (3)0.56892 (6)0.23115 (3)0.04952 (17)
P20.51629 (3)0.29169 (5)0.14805 (3)0.04151 (15)
F10.88483 (14)0.7772 (5)0.06710 (19)0.272 (3)
F20.7936 (2)0.8083 (4)0.09472 (15)0.2216 (19)
F30.79908 (10)0.8227 (2)0.00819 (11)0.1292 (9)
F40.8039 (2)0.6648 (3)0.04541 (13)0.1993 (17)
N10.43069 (9)0.33170 (16)0.28508 (8)0.0407 (4)
N20.35140 (9)0.39038 (16)0.17070 (9)0.0433 (4)
C10.46993 (11)0.3067 (2)0.34234 (11)0.0477 (6)
H1A0.51580.30150.34570.057*
C20.44697 (12)0.2880 (2)0.39752 (11)0.0506 (6)
H2A0.47720.27080.43640.061*
C30.37986 (12)0.2945 (2)0.39521 (10)0.0454 (5)
C40.26466 (11)0.3210 (2)0.32451 (11)0.0504 (6)
H4A0.24560.30230.35860.061*
C50.22458 (12)0.3503 (2)0.26713 (12)0.0529 (6)
H5A0.17840.35030.26220.063*
C60.21156 (12)0.4201 (2)0.15292 (12)0.0475 (6)
C70.24348 (13)0.4351 (2)0.10349 (12)0.0556 (6)
H7A0.21870.45660.06270.067*
C80.31161 (13)0.4187 (2)0.11366 (11)0.0537 (6)
H8A0.33100.42800.07870.064*
C90.36363 (10)0.33747 (18)0.28148 (10)0.0386 (5)
C100.32081 (11)0.37041 (18)0.21967 (10)0.0397 (5)
C110.33579 (11)0.31778 (19)0.33436 (10)0.0414 (5)
C120.25172 (11)0.38175 (19)0.21327 (11)0.0433 (5)
C130.35408 (11)0.2823 (2)0.45467 (11)0.0486 (6)
C140.32609 (15)0.3747 (2)0.47864 (13)0.0661 (8)
H14A0.32150.44250.45640.079*
C150.30534 (17)0.3651 (3)0.53526 (15)0.0780 (9)
H15A0.28760.42730.55160.094*
C160.31021 (18)0.2673 (3)0.56744 (15)0.0890 (10)
H16A0.29590.26220.60560.107*
C170.33653 (18)0.1745 (3)0.54357 (15)0.0872 (10)
H17A0.33920.10660.56550.105*
C180.35893 (13)0.1818 (2)0.48723 (12)0.0615 (7)
H18A0.37710.11940.47160.074*
C190.13911 (12)0.4453 (2)0.14344 (13)0.0526 (6)
C200.11470 (14)0.5077 (2)0.18691 (14)0.0638 (7)
H20A0.14420.53550.22380.077*
C210.04650 (16)0.5302 (3)0.17675 (18)0.0786 (9)
H21A0.03050.57210.20670.094*
C220.00378 (17)0.4903 (4)0.1228 (2)0.0949 (12)
H22A0.04180.50540.11570.114*
C230.02659 (16)0.4288 (4)0.0793 (2)0.0938 (12)
H23A0.00360.40200.04250.113*
C240.09434 (14)0.4050 (3)0.08848 (15)0.0679 (8)
H24A0.10960.36260.05820.081*
C250.46637 (14)0.6020 (2)0.30686 (14)0.0569 (7)
C260.39873 (16)0.6124 (2)0.30488 (16)0.0673 (8)
H26A0.36740.61320.26520.081*
C270.37747 (19)0.6219 (3)0.3625 (2)0.0816 (10)
H27A0.33220.63040.36100.098*
C280.4230 (2)0.6186 (3)0.42053 (19)0.0921 (12)
H28A0.40860.62300.45870.111*
C290.4893 (2)0.6089 (3)0.42293 (17)0.0950 (12)
H29A0.52010.60750.46290.114*
C300.51166 (17)0.6010 (3)0.36697 (15)0.0801 (10)
H30A0.55730.59500.36940.096*
C310.57941 (13)0.5911 (2)0.24678 (13)0.0535 (6)
C320.62187 (14)0.5180 (2)0.28775 (13)0.0635 (7)
H32A0.60360.46150.30830.076*
C350.67761 (19)0.6822 (3)0.2278 (2)0.0943 (11)
H35A0.69670.73760.20720.113*
C330.69036 (16)0.5269 (3)0.29880 (16)0.0777 (9)
H33A0.71780.47650.32630.093*
C340.71795 (17)0.6096 (3)0.26946 (19)0.0856 (11)
H34A0.76430.61670.27780.103*
C360.60827 (15)0.6736 (3)0.21596 (16)0.0731 (8)
H36A0.58110.72300.18740.088*
C370.44997 (13)0.6816 (2)0.17722 (14)0.0560 (6)
C380.41520 (14)0.6550 (3)0.11452 (15)0.0665 (7)
H38A0.41480.58110.10050.080*
C390.38120 (16)0.7354 (3)0.07250 (17)0.0821 (9)
H39A0.35800.71570.03090.099*
C400.38201 (18)0.8449 (3)0.0929 (2)0.0877 (11)
H40A0.35910.89960.06510.105*
C410.41661 (18)0.8733 (3)0.1541 (2)0.0839 (10)
H41A0.41740.94770.16720.101*
C420.45046 (14)0.7933 (2)0.19714 (15)0.0664 (8)
H42A0.47320.81390.23880.080*
C430.57920 (11)0.3737 (2)0.11989 (11)0.0436 (5)
C440.55771 (14)0.4649 (2)0.08085 (14)0.0655 (7)
H44A0.51220.48130.06850.079*
C450.60288 (17)0.5328 (3)0.05974 (15)0.0759 (9)
H45A0.58720.59250.03220.091*
C460.66928 (17)0.5132 (3)0.07857 (16)0.0779 (9)
H46A0.69960.55960.06490.094*
C470.69097 (16)0.4247 (4)0.11776 (19)0.0922 (11)
H47A0.73670.41050.13090.111*
C480.64662 (13)0.3544 (3)0.13881 (15)0.0712 (8)
H48A0.66280.29420.16580.085*
C490.56292 (11)0.1755 (2)0.19338 (11)0.0449 (5)
C500.59621 (13)0.1904 (2)0.25763 (12)0.0611 (7)
H50A0.59700.26110.27620.073*
C510.62831 (16)0.1024 (3)0.29455 (14)0.0722 (9)
H51A0.65040.11400.33760.087*
C520.62763 (15)0.0008 (3)0.26800 (16)0.0737 (8)
H52A0.64870.06040.29300.088*
C530.59606 (18)0.0172 (3)0.20468 (17)0.0875 (11)
H53A0.59640.08790.18640.105*
C540.56372 (16)0.0699 (2)0.16757 (14)0.0709 (8)
H54A0.54210.05720.12450.085*
C550.46887 (11)0.22534 (19)0.07415 (11)0.0454 (5)
C560.49558 (14)0.2031 (2)0.02140 (11)0.0579 (7)
H56A0.53960.22300.02280.069*
C570.45732 (18)0.1517 (3)0.03307 (14)0.0780 (9)
H57A0.47590.13640.06790.094*
C580.39238 (18)0.1231 (3)0.03620 (16)0.0810 (9)
H58A0.36670.08960.07340.097*
C590.36479 (15)0.1435 (3)0.01511 (16)0.0746 (8)
H59A0.32060.12350.01310.089*
C600.40317 (12)0.1944 (2)0.07019 (14)0.0600 (7)
H60A0.38440.20810.10510.072*
B0.8229 (2)0.7711 (5)0.04944 (19)0.0914 (14)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cu0.03950 (17)0.04885 (19)0.04452 (18)0.00028 (12)0.01815 (12)0.00510 (12)
P10.0515 (4)0.0457 (4)0.0564 (4)0.0028 (3)0.0227 (3)0.0080 (3)
P20.0397 (3)0.0444 (3)0.0437 (3)0.0006 (2)0.0163 (2)0.0059 (3)
F10.0774 (18)0.479 (8)0.217 (3)0.067 (3)0.047 (2)0.179 (4)
F20.333 (5)0.240 (4)0.112 (2)0.079 (4)0.094 (3)0.002 (2)
F30.0821 (14)0.199 (3)0.1026 (16)0.0002 (15)0.0137 (12)0.0616 (17)
F40.320 (5)0.163 (3)0.0974 (19)0.096 (3)0.017 (2)0.0014 (19)
N10.0353 (10)0.0476 (11)0.0406 (10)0.0010 (8)0.0119 (8)0.0018 (8)
N20.0401 (10)0.0539 (12)0.0378 (10)0.0022 (8)0.0129 (8)0.0001 (8)
C10.0359 (12)0.0611 (16)0.0455 (13)0.0031 (11)0.0087 (10)0.0008 (11)
C20.0475 (14)0.0647 (16)0.0380 (12)0.0069 (12)0.0073 (10)0.0017 (11)
C30.0499 (14)0.0489 (14)0.0386 (12)0.0001 (11)0.0131 (10)0.0022 (10)
C40.0425 (13)0.0688 (17)0.0444 (13)0.0008 (11)0.0192 (10)0.0056 (12)
C50.0357 (12)0.0695 (17)0.0561 (15)0.0014 (12)0.0162 (11)0.0085 (13)
C60.0396 (13)0.0522 (14)0.0497 (13)0.0005 (11)0.0084 (10)0.0047 (11)
C70.0485 (14)0.0729 (18)0.0424 (13)0.0032 (13)0.0049 (11)0.0087 (12)
C80.0519 (15)0.0721 (17)0.0392 (13)0.0006 (12)0.0153 (11)0.0029 (12)
C90.0368 (12)0.0399 (12)0.0397 (11)0.0010 (9)0.0104 (9)0.0022 (9)
C100.0391 (12)0.0430 (12)0.0384 (12)0.0010 (10)0.0118 (9)0.0025 (9)
C110.0415 (12)0.0453 (13)0.0394 (12)0.0001 (10)0.0140 (9)0.0014 (10)
C120.0355 (12)0.0507 (14)0.0442 (12)0.0001 (10)0.0103 (10)0.0019 (10)
C130.0450 (13)0.0627 (16)0.0385 (12)0.0029 (11)0.0110 (10)0.0026 (11)
C140.082 (2)0.0672 (19)0.0559 (16)0.0033 (15)0.0290 (15)0.0037 (13)
C150.092 (2)0.090 (2)0.0619 (18)0.0042 (19)0.0368 (17)0.0149 (17)
C160.108 (3)0.112 (3)0.0595 (18)0.000 (2)0.0460 (18)0.001 (2)
C170.113 (3)0.093 (3)0.067 (2)0.004 (2)0.0435 (19)0.0213 (18)
C180.0657 (17)0.0690 (19)0.0527 (15)0.0032 (14)0.0196 (13)0.0046 (13)
C190.0407 (13)0.0534 (15)0.0619 (15)0.0035 (11)0.0091 (11)0.0152 (12)
C200.0550 (16)0.0615 (17)0.0756 (18)0.0085 (13)0.0167 (13)0.0112 (15)
C210.0617 (19)0.073 (2)0.108 (3)0.0202 (16)0.0327 (19)0.0224 (19)
C220.0464 (18)0.103 (3)0.133 (3)0.0163 (19)0.017 (2)0.031 (3)
C230.0477 (18)0.116 (3)0.104 (3)0.0080 (19)0.0089 (19)0.015 (2)
C240.0502 (16)0.076 (2)0.0712 (19)0.0002 (14)0.0016 (14)0.0111 (15)
C250.0659 (17)0.0457 (15)0.0665 (17)0.0062 (12)0.0304 (14)0.0149 (12)
C260.076 (2)0.0553 (17)0.080 (2)0.0011 (14)0.0362 (16)0.0116 (14)
C270.086 (2)0.063 (2)0.116 (3)0.0069 (16)0.064 (2)0.0215 (19)
C280.128 (3)0.084 (2)0.082 (2)0.017 (2)0.058 (2)0.0316 (19)
C290.110 (3)0.115 (3)0.066 (2)0.011 (2)0.033 (2)0.0364 (19)
C300.075 (2)0.101 (3)0.068 (2)0.0106 (17)0.0251 (16)0.0354 (17)
C310.0550 (15)0.0490 (15)0.0613 (16)0.0046 (12)0.0235 (12)0.0154 (12)
C320.0641 (17)0.0654 (18)0.0631 (17)0.0003 (14)0.0194 (14)0.0116 (14)
C350.081 (2)0.078 (2)0.141 (3)0.019 (2)0.059 (2)0.013 (2)
C330.0624 (19)0.092 (2)0.079 (2)0.0052 (17)0.0172 (16)0.0275 (18)
C340.0567 (19)0.101 (3)0.105 (3)0.0081 (19)0.0308 (19)0.037 (2)
C360.0694 (19)0.0583 (18)0.101 (2)0.0047 (15)0.0384 (17)0.0024 (16)
C370.0540 (15)0.0523 (16)0.0701 (17)0.0017 (12)0.0311 (13)0.0019 (13)
C380.0672 (18)0.0649 (18)0.0726 (19)0.0008 (15)0.0267 (15)0.0059 (15)
C390.075 (2)0.097 (3)0.077 (2)0.0012 (19)0.0237 (16)0.019 (2)
C400.080 (2)0.089 (3)0.104 (3)0.020 (2)0.042 (2)0.036 (2)
C410.087 (2)0.060 (2)0.121 (3)0.0151 (17)0.058 (2)0.010 (2)
C420.0678 (18)0.0553 (17)0.084 (2)0.0049 (14)0.0341 (16)0.0012 (15)
C430.0422 (12)0.0479 (14)0.0451 (13)0.0009 (10)0.0189 (10)0.0078 (10)
C440.0569 (16)0.0620 (18)0.083 (2)0.0023 (13)0.0272 (14)0.0131 (15)
C450.090 (2)0.0631 (19)0.083 (2)0.0055 (17)0.0368 (18)0.0124 (16)
C460.074 (2)0.086 (2)0.083 (2)0.0254 (18)0.0380 (17)0.0033 (19)
C470.0448 (17)0.120 (3)0.116 (3)0.0115 (18)0.0278 (17)0.017 (2)
C480.0463 (15)0.081 (2)0.090 (2)0.0041 (14)0.0238 (14)0.0199 (17)
C490.0440 (13)0.0493 (14)0.0440 (13)0.0012 (10)0.0153 (10)0.0010 (10)
C500.0619 (16)0.0704 (18)0.0525 (15)0.0118 (14)0.0164 (13)0.0113 (13)
C510.0697 (19)0.099 (3)0.0460 (15)0.0130 (17)0.0104 (13)0.0046 (16)
C520.073 (2)0.067 (2)0.078 (2)0.0043 (16)0.0114 (16)0.0208 (17)
C530.108 (3)0.0475 (17)0.088 (2)0.0024 (17)0.015 (2)0.0008 (16)
C540.092 (2)0.0482 (16)0.0616 (17)0.0002 (15)0.0041 (15)0.0030 (13)
C550.0460 (13)0.0431 (13)0.0467 (13)0.0021 (10)0.0104 (10)0.0037 (10)
C560.0602 (16)0.0664 (17)0.0486 (14)0.0037 (13)0.0162 (12)0.0108 (12)
C570.090 (2)0.089 (2)0.0530 (17)0.0055 (19)0.0138 (16)0.0199 (16)
C580.082 (2)0.086 (2)0.0635 (19)0.0065 (18)0.0046 (17)0.0208 (16)
C590.0502 (16)0.078 (2)0.089 (2)0.0021 (15)0.0025 (15)0.0173 (17)
C600.0479 (15)0.0630 (17)0.0693 (17)0.0009 (12)0.0144 (12)0.0162 (14)
B0.078 (3)0.131 (4)0.059 (2)0.040 (3)0.0050 (19)0.015 (2)
Geometric parameters (Å, º) top
Cu—N22.0782 (19)C26—H26A0.9300
Cu—N12.0802 (17)C27—C281.360 (5)
Cu—P22.2271 (6)C27—H27A0.9300
Cu—P12.2796 (7)C28—C291.357 (5)
P1—C311.818 (3)C28—H28A0.9300
P1—C371.826 (3)C29—C301.378 (4)
P1—C251.828 (3)C29—H29A0.9300
P2—C551.820 (2)C30—H30A0.9300
P2—C491.824 (2)C31—C321.385 (4)
P2—C431.833 (2)C31—C361.392 (4)
F1—B1.239 (5)C32—C331.375 (4)
F2—B1.329 (5)C32—H32A0.9300
F3—B1.354 (4)C35—C341.368 (5)
F4—B1.324 (6)C35—C361.390 (4)
N1—C11.324 (3)C35—H35A0.9300
N1—C91.364 (3)C33—C341.362 (5)
N2—C81.334 (3)C33—H33A0.9300
N2—C101.361 (3)C34—H34A0.9300
C1—C21.384 (3)C36—H36A0.9300
C1—H1A0.9300C37—C381.391 (4)
C2—C31.371 (3)C37—C421.399 (4)
C2—H2A0.9300C38—C391.381 (4)
C3—C111.418 (3)C38—H38A0.9300
C3—C131.491 (3)C39—C401.376 (5)
C4—C51.345 (3)C39—H39A0.9300
C4—C111.427 (3)C40—C411.369 (5)
C4—H4A0.9300C40—H40A0.9300
C5—C121.439 (3)C41—C421.388 (4)
C5—H5A0.9300C41—H41A0.9300
C6—C71.378 (3)C42—H42A0.9300
C6—C121.425 (3)C43—C481.367 (3)
C6—C191.485 (3)C43—C441.377 (4)
C7—C81.379 (3)C44—C451.385 (4)
C7—H7A0.9300C44—H44A0.9300
C8—H8A0.9300C45—C461.348 (4)
C9—C111.399 (3)C45—H45A0.9300
C9—C101.450 (3)C46—C471.353 (5)
C10—C121.400 (3)C46—H46A0.9300
C13—C181.377 (4)C47—C481.390 (4)
C13—C141.396 (4)C47—H47A0.9300
C14—C151.376 (4)C48—H48A0.9300
C14—H14A0.9300C49—C541.376 (4)
C15—C161.344 (5)C49—C501.385 (3)
C15—H15A0.9300C50—C511.381 (4)
C16—C171.382 (5)C50—H50A0.9300
C16—H16A0.9300C51—C521.354 (4)
C17—C181.386 (4)C51—H51A0.9300
C17—H17A0.9300C52—C531.362 (4)
C18—H18A0.9300C52—H52A0.9300
C19—C201.373 (4)C53—C541.377 (4)
C19—C241.389 (4)C53—H53A0.9300
C20—C211.392 (4)C54—H54A0.9300
C20—H20A0.9300C55—C601.383 (3)
C21—C221.353 (5)C55—C561.388 (3)
C21—H21A0.9300C56—C571.379 (4)
C22—C231.351 (5)C56—H56A0.9300
C22—H22A0.9300C57—C581.364 (5)
C23—C241.388 (4)C57—H57A0.9300
C23—H23A0.9300C58—C591.367 (5)
C24—H24A0.9300C58—H58A0.9300
C25—C261.386 (4)C59—C601.386 (4)
C25—C301.389 (4)C59—H59A0.9300
C26—C271.401 (4)C60—H60A0.9300
N2—Cu—N180.14 (7)C29—C28—C27120.2 (3)
N2—Cu—P2119.88 (5)C29—C28—H28A119.9
N1—Cu—P2122.61 (5)C27—C28—H28A119.9
N2—Cu—P1108.34 (5)C28—C29—C30120.9 (4)
N1—Cu—P1101.75 (5)C28—C29—H29A119.6
P2—Cu—P1117.50 (2)C30—C29—H29A119.6
C31—P1—C37106.67 (12)C29—C30—C25120.4 (3)
C31—P1—C25105.94 (12)C29—C30—H30A119.8
C37—P1—C25102.96 (12)C25—C30—H30A119.8
C31—P1—Cu114.78 (8)C32—C31—C36117.8 (3)
C37—P1—Cu116.93 (10)C32—C31—P1118.9 (2)
C25—P1—Cu108.41 (8)C36—C31—P1123.1 (2)
C55—P2—C49103.33 (11)C33—C32—C31121.6 (3)
C55—P2—C43102.93 (10)C33—C32—H32A119.2
C49—P2—C43104.84 (10)C31—C32—H32A119.2
C55—P2—Cu115.00 (8)C34—C35—C36120.4 (3)
C49—P2—Cu114.94 (7)C34—C35—H35A119.8
C43—P2—Cu114.34 (8)C36—C35—H35A119.8
C1—N1—C9116.61 (18)C34—C33—C32120.0 (3)
C1—N1—Cu129.93 (15)C34—C33—H33A120.0
C9—N1—Cu112.57 (14)C32—C33—H33A120.0
C8—N2—C10116.5 (2)C33—C34—C35120.1 (3)
C8—N2—Cu130.33 (16)C33—C34—H34A119.9
C10—N2—Cu112.68 (14)C35—C34—H34A119.9
N1—C1—C2124.1 (2)C35—C36—C31120.1 (3)
N1—C1—H1A118.0C35—C36—H36A120.0
C2—C1—H1A118.0C31—C36—H36A120.0
C3—C2—C1120.3 (2)C38—C37—C42118.2 (3)
C3—C2—H2A119.8C38—C37—P1118.9 (2)
C1—C2—H2A119.8C42—C37—P1122.8 (2)
C2—C3—C11117.4 (2)C39—C38—C37121.8 (3)
C2—C3—C13121.6 (2)C39—C38—H38A119.1
C11—C3—C13121.0 (2)C37—C38—H38A119.1
C5—C4—C11121.6 (2)C40—C39—C38119.3 (3)
C5—C4—H4A119.2C40—C39—H39A120.3
C11—C4—H4A119.2C38—C39—H39A120.3
C4—C5—C12121.4 (2)C41—C40—C39120.0 (3)
C4—C5—H5A119.3C41—C40—H40A120.0
C12—C5—H5A119.3C39—C40—H40A120.0
C7—C6—C12116.8 (2)C40—C41—C42121.4 (3)
C7—C6—C19121.0 (2)C40—C41—H41A119.3
C12—C6—C19122.2 (2)C42—C41—H41A119.3
C6—C7—C8120.9 (2)C41—C42—C37119.3 (3)
C6—C7—H7A119.6C41—C42—H42A120.3
C8—C7—H7A119.6C37—C42—H42A120.3
N2—C8—C7123.8 (2)C48—C43—C44117.8 (2)
N2—C8—H8A118.1C48—C43—P2124.0 (2)
C7—C8—H8A118.1C44—C43—P2118.04 (18)
N1—C9—C11123.31 (19)C43—C44—C45121.0 (3)
N1—C9—C10116.76 (18)C43—C44—H44A119.5
C11—C9—C10119.88 (19)C45—C44—H44A119.5
N2—C10—C12123.5 (2)C46—C45—C44120.8 (3)
N2—C10—C9116.75 (19)C46—C45—H45A119.6
C12—C10—C9119.69 (19)C44—C45—H45A119.6
C9—C11—C3118.17 (19)C45—C46—C47118.6 (3)
C9—C11—C4118.7 (2)C45—C46—H46A120.7
C3—C11—C4123.15 (19)C47—C46—H46A120.7
C10—C12—C6118.3 (2)C46—C47—C48121.7 (3)
C10—C12—C5118.4 (2)C46—C47—H47A119.2
C6—C12—C5123.3 (2)C48—C47—H47A119.2
C18—C13—C14119.4 (2)C43—C48—C47120.0 (3)
C18—C13—C3120.9 (2)C43—C48—H48A120.0
C14—C13—C3119.6 (2)C47—C48—H48A120.0
C15—C14—C13119.7 (3)C54—C49—C50117.5 (2)
C15—C14—H14A120.2C54—C49—P2122.69 (19)
C13—C14—H14A120.2C50—C49—P2119.75 (19)
C16—C15—C14121.2 (3)C51—C50—C49121.3 (3)
C16—C15—H15A119.4C51—C50—H50A119.4
C14—C15—H15A119.4C49—C50—H50A119.4
C15—C16—C17119.8 (3)C52—C51—C50119.9 (3)
C15—C16—H16A120.1C52—C51—H51A120.0
C17—C16—H16A120.1C50—C51—H51A120.0
C16—C17—C18120.5 (3)C51—C52—C53119.9 (3)
C16—C17—H17A119.8C51—C52—H52A120.0
C18—C17—H17A119.8C53—C52—H52A120.0
C13—C18—C17119.4 (3)C52—C53—C54120.6 (3)
C13—C18—H18A120.3C52—C53—H53A119.7
C17—C18—H18A120.3C54—C53—H53A119.7
C20—C19—C24118.6 (3)C49—C54—C53120.9 (3)
C20—C19—C6122.4 (2)C49—C54—H54A119.6
C24—C19—C6119.0 (3)C53—C54—H54A119.6
C19—C20—C21121.1 (3)C60—C55—C56118.0 (2)
C19—C20—H20A119.4C60—C55—P2118.79 (18)
C21—C20—H20A119.4C56—C55—P2123.20 (18)
C22—C21—C20119.2 (3)C57—C56—C55120.5 (3)
C22—C21—H21A120.4C57—C56—H56A119.7
C20—C21—H21A120.4C55—C56—H56A119.7
C23—C22—C21120.7 (3)C58—C57—C56120.4 (3)
C23—C22—H22A119.6C58—C57—H57A119.8
C21—C22—H22A119.6C56—C57—H57A119.8
C22—C23—C24121.0 (3)C57—C58—C59120.3 (3)
C22—C23—H23A119.5C57—C58—H58A119.8
C24—C23—H23A119.5C59—C58—H58A119.8
C23—C24—C19119.2 (3)C58—C59—C60119.5 (3)
C23—C24—H24A120.4C58—C59—H59A120.3
C19—C24—H24A120.4C60—C59—H59A120.3
C26—C25—C30118.3 (3)C55—C60—C59121.2 (3)
C26—C25—P1117.6 (2)C55—C60—H60A119.4
C30—C25—P1123.4 (2)C59—C60—H60A119.4
C25—C26—C27120.1 (3)F1—B—F4110.0 (5)
C25—C26—H26A120.0F1—B—F2111.8 (4)
C27—C26—H26A120.0F4—B—F2100.8 (4)
C28—C27—C26120.1 (3)F1—B—F3111.7 (3)
C28—C27—H27A120.0F4—B—F3109.9 (4)
C26—C27—H27A120.0F2—B—F3112.0 (5)
N2—Cu—P1—C31170.13 (11)C19—C20—C21—C220.5 (5)
N1—Cu—P1—C31106.50 (11)C20—C21—C22—C230.3 (5)
P2—Cu—P1—C3130.28 (10)C21—C22—C23—C240.1 (6)
N2—Cu—P1—C3744.06 (10)C22—C23—C24—C190.0 (5)
N1—Cu—P1—C37127.43 (10)C20—C19—C24—C230.1 (4)
P2—Cu—P1—C3795.79 (9)C6—C19—C24—C23179.7 (3)
N2—Cu—P1—C2571.68 (11)C31—P1—C25—C26168.1 (2)
N1—Cu—P1—C2511.70 (11)C37—P1—C25—C2656.2 (2)
P2—Cu—P1—C25148.48 (10)Cu—P1—C25—C2668.3 (2)
N2—Cu—P2—C555.36 (11)C31—P1—C25—C3021.6 (3)
N1—Cu—P2—C55103.01 (10)C37—P1—C25—C30133.5 (3)
P1—Cu—P2—C55129.73 (9)Cu—P1—C25—C30102.0 (2)
N2—Cu—P2—C49114.47 (10)C30—C25—C26—C270.1 (4)
N1—Cu—P2—C4916.82 (11)P1—C25—C26—C27170.9 (2)
P1—Cu—P2—C49110.44 (9)C25—C26—C27—C281.3 (5)
N2—Cu—P2—C43124.17 (10)C26—C27—C28—C291.6 (5)
N1—Cu—P2—C43138.18 (10)C27—C28—C29—C300.7 (6)
P1—Cu—P2—C4310.92 (9)C28—C29—C30—C250.5 (6)
N2—Cu—N1—C1177.1 (2)C26—C25—C30—C290.8 (5)
P2—Cu—N1—C163.6 (2)P1—C25—C30—C29169.5 (3)
P1—Cu—N1—C170.3 (2)C37—P1—C31—C32178.8 (2)
N2—Cu—N1—C98.53 (15)C25—P1—C31—C3269.6 (2)
P2—Cu—N1—C9127.82 (13)Cu—P1—C31—C3250.0 (2)
P1—Cu—N1—C998.33 (14)C37—P1—C31—C365.9 (3)
N1—Cu—N2—C8179.4 (2)C25—P1—C31—C36115.1 (2)
P2—Cu—N2—C857.4 (2)Cu—P1—C31—C36125.3 (2)
P1—Cu—N2—C881.3 (2)C36—C31—C32—C331.0 (4)
N1—Cu—N2—C109.19 (15)P1—C31—C32—C33176.6 (2)
P2—Cu—N2—C10131.26 (14)C31—C32—C33—C340.4 (4)
P1—Cu—N2—C1090.02 (15)C32—C33—C34—C351.6 (5)
C9—N1—C1—C20.8 (4)C36—C35—C34—C331.3 (5)
Cu—N1—C1—C2167.47 (19)C34—C35—C36—C310.2 (5)
N1—C1—C2—C30.1 (4)C32—C31—C36—C351.4 (4)
C1—C2—C3—C111.7 (4)P1—C31—C36—C35176.7 (2)
C1—C2—C3—C13175.8 (2)C31—P1—C37—C38113.7 (2)
C11—C4—C5—C121.1 (4)C25—P1—C37—C38135.1 (2)
C12—C6—C7—C83.1 (4)Cu—P1—C37—C3816.3 (2)
C19—C6—C7—C8175.7 (2)C31—P1—C37—C4269.4 (2)
C10—N2—C8—C74.2 (4)C25—P1—C37—C4241.9 (2)
Cu—N2—C8—C7166.9 (2)Cu—P1—C37—C42160.57 (18)
C6—C7—C8—N21.5 (4)C42—C37—C38—C390.6 (4)
C1—N1—C9—C110.5 (3)P1—C37—C38—C39176.4 (2)
Cu—N1—C9—C11170.71 (18)C37—C38—C39—C400.4 (5)
C1—N1—C9—C10176.9 (2)C38—C39—C40—C410.4 (5)
Cu—N1—C9—C106.7 (2)C39—C40—C41—C421.0 (5)
C8—N2—C10—C122.2 (3)C40—C41—C42—C370.9 (4)
Cu—N2—C10—C12170.49 (17)C38—C37—C42—C410.0 (4)
C8—N2—C10—C9178.9 (2)P1—C37—C42—C41177.0 (2)
Cu—N2—C10—C98.5 (2)C55—P2—C43—C48115.8 (2)
N1—C9—C10—N21.2 (3)C49—P2—C43—C488.0 (3)
C11—C9—C10—N2178.7 (2)Cu—P2—C43—C48118.8 (2)
N1—C9—C10—C12177.8 (2)C55—P2—C43—C4468.9 (2)
C11—C9—C10—C120.3 (3)C49—P2—C43—C44176.7 (2)
N1—C9—C11—C32.3 (3)Cu—P2—C43—C4456.6 (2)
C10—C9—C11—C3175.1 (2)C48—C43—C44—C452.1 (4)
N1—C9—C11—C4177.1 (2)P2—C43—C44—C45177.7 (2)
C10—C9—C11—C45.5 (3)C43—C44—C45—C462.1 (5)
C2—C3—C11—C92.8 (3)C44—C45—C46—C471.0 (5)
C13—C3—C11—C9174.8 (2)C45—C46—C47—C480.1 (6)
C2—C3—C11—C4176.6 (2)C44—C43—C48—C471.1 (5)
C13—C3—C11—C45.9 (4)P2—C43—C48—C47176.5 (3)
C5—C4—C11—C94.9 (4)C46—C47—C48—C430.1 (6)
C5—C4—C11—C3175.7 (2)C55—P2—C49—C547.3 (3)
N2—C10—C12—C62.3 (3)C43—P2—C49—C54100.1 (2)
C9—C10—C12—C6176.7 (2)Cu—P2—C49—C54133.5 (2)
N2—C10—C12—C5175.5 (2)C55—P2—C49—C50168.92 (19)
C9—C10—C12—C55.5 (3)C43—P2—C49—C5083.6 (2)
C7—C6—C12—C104.8 (3)Cu—P2—C49—C5042.8 (2)
C19—C6—C12—C10173.9 (2)C54—C49—C50—C510.7 (4)
C7—C6—C12—C5172.9 (3)P2—C49—C50—C51175.7 (2)
C19—C6—C12—C58.4 (4)C49—C50—C51—C520.1 (5)
C4—C5—C12—C106.3 (4)C50—C51—C52—C530.9 (5)
C4—C5—C12—C6176.0 (2)C51—C52—C53—C541.1 (5)
C2—C3—C13—C1866.8 (3)C50—C49—C54—C530.5 (4)
C11—C3—C13—C18115.7 (3)P2—C49—C54—C53175.9 (3)
C2—C3—C13—C14111.6 (3)C52—C53—C54—C490.4 (5)
C11—C3—C13—C1465.9 (3)C49—P2—C55—C6096.7 (2)
C18—C13—C14—C151.7 (4)C43—P2—C55—C60154.3 (2)
C3—C13—C14—C15176.8 (3)Cu—P2—C55—C6029.3 (2)
C13—C14—C15—C161.4 (5)C49—P2—C55—C5682.7 (2)
C14—C15—C16—C170.1 (6)C43—P2—C55—C5626.3 (2)
C15—C16—C17—C181.0 (6)Cu—P2—C55—C56151.27 (19)
C14—C13—C18—C170.6 (4)C60—C55—C56—C570.0 (4)
C3—C13—C18—C17177.8 (3)P2—C55—C56—C57179.4 (2)
C16—C17—C18—C130.7 (5)C55—C56—C57—C580.8 (5)
C7—C6—C19—C20132.1 (3)C56—C57—C58—C591.0 (5)
C12—C6—C19—C2046.5 (4)C57—C58—C59—C600.5 (5)
C7—C6—C19—C2447.5 (4)C56—C55—C60—C590.5 (4)
C12—C6—C19—C24133.8 (3)P2—C55—C60—C59179.9 (2)
C24—C19—C20—C210.3 (4)C58—C59—C60—C550.2 (5)
C6—C19—C20—C21179.9 (3)

Experimental details

Crystal data
Chemical formula[Cu(C24H16N2)(C18H15P)2]BF4
Mr1007.28
Crystal system, space groupMonoclinic, P21/n
Temperature (K)293
a, b, c (Å)20.5552 (15), 11.9349 (9), 21.2725 (15)
β (°) 103.870 (1)
V3)5066.5 (6)
Z4
Radiation typeMo Kα
µ (mm1)0.55
Crystal size (mm)0.40 × 0.29 × 0.06
Data collection
DiffractometerBruker SMART APEX CCD area-detector
diffractometer
Absorption correctionMulti-scan
(SADABS; Bruker, 1998)
Tmin, Tmax0.845, 0.966
No. of measured, independent and
observed [I > 2σ(I)] reflections
27936, 9962, 7512
Rint0.028
(sin θ/λ)max1)0.618
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.045, 0.136, 1.05
No. of reflections9962
No. of parameters631
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)0.70, 0.36

Computer programs: SMART (Bruker, 1998), SAINT (Bruker, 1998), SAINT, SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), SHELXTL (Bruker, 1998), SHELXTL.

Selected geometric parameters (Å, º) top
Cu—N22.0782 (19)Cu—P22.2271 (6)
Cu—N12.0802 (17)Cu—P12.2796 (7)
N2—Cu—N180.14 (7)N2—Cu—P1108.34 (5)
N2—Cu—P2119.88 (5)N1—Cu—P1101.75 (5)
N1—Cu—P2122.61 (5)P2—Cu—P1117.50 (2)
 

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