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The title compound, [CuCl(C12H8N2)(C13H13OP)], has a distorted tetrahedral coordination geometry at the copper(I) center, formed by the two N atoms from 1,10-phenanthroline, the P atom from the (hydroxy­methyl)­di­phenyl­phosphine group and the Cl atom. Both O—H...Cl and C—H...Cl interactions help to define the crystal packing.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804014771/hb6058sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536804014771/hb6058Isup2.hkl
Contains datablock I

CCDC reference: 245150

Key indicators

  • Single-crystal X-ray study
  • T = 293 K
  • Mean [sigma](C-C) = 0.005 Å
  • R factor = 0.031
  • wR factor = 0.072
  • Data-to-parameter ratio = 16.0

checkCIF/PLATON results

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Alert level C ABSTM02_ALERT_3_C The ratio of expected to reported Tmax/Tmin(RR) is > 1.10 Tmin and Tmax reported: 0.795 0.922 Tmin and Tmax expected: 0.622 0.922 RR = 1.278 Please check that your absorption correction is appropriate. PLAT060_ALERT_3_C Ratio Tmax/Tmin (Exp-to-Rep) (too) Large ....... 1.28 PLAT165_ALERT_3_C Nr. of Status R Flagged Non-Hydrogen Atoms ..... 12 PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.64 Ratio PLAT241_ALERT_2_C Check High U(eq) as Compared to Neighbors .... C17 PLAT301_ALERT_3_C Main Residue Disorder ......................... 16.00 Perc. PLAT779_ALERT_2_C Suspect or Irrelevant (Bond) Angle in CIF ...... 9.00 Deg. C13 -P1 -C13' 1.555 1.555 1.555
Alert level G REFLT03_ALERT_4_G Please check that the estimate of the number of Friedel pairs is correct. If it is not, please give the correct count in the _publ_section_exptl_refinement section of the submitted CIF. From the CIF: _diffrn_reflns_theta_max 27.61 From the CIF: _reflns_number_total 5022 Count of symmetry unique reflns 2815 Completeness (_total/calc) 178.40% TEST3: Check Friedels for noncentro structure Estimate of Friedel pairs measured 2207 Fraction of Friedel pairs measured 0.784 Are heavy atom types Z>Si present yes
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 7 ALERT level C = Check and explain 1 ALERT level G = General alerts; check 0 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 4 ALERT type 3 Indicator that the structure quality may be low 1 ALERT type 4 Improvement, methodology, query or suggestion

Computing details top

Data collection: COLLECT (Nonius, 1998); cell refinement: HKL SCALEPACK (Otwinowski & Minor, 1997); data reduction: HKL SCALEPACK and DENZO (Otwinowski & Minor, 1997), and SORTAV (Blessing, 1995); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Sheldrick, 1998); software used to prepare material for publication: SHELXTL.

(I) top
Crystal data top
[CuCl(C12H8N2)(C13H13OP)]F(000) = 508
Mr = 495.40Dx = 1.438 Mg m3
Monoclinic, P21Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2ybCell parameters from 670 reflections
a = 10.8736 (2) Åθ = 2.6–26.2°
b = 10.0773 (2) ŵ = 1.16 mm1
c = 11.7098 (3) ÅT = 293 K
β = 116.9420 (9)°Plate, orange
V = 1143.86 (4) Å30.52 × 0.35 × 0.07 mm
Z = 2
Data collection top
Nonius KappaCCD
diffractometer
5022 independent reflections
Radiation source: fine-focus sealed tube4005 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.045
Detector resolution: 0.76 pixels mm-1θmax = 27.6°, θmin = 3.5°
ω and φ scansh = 1313
Absorption correction: multi-scan
(SORTAV; Blessing, 1995)
k = 1312
Tmin = 0.795, Tmax = 0.922l = 1415
21658 measured reflections
Refinement top
Refinement on F2Hydrogen site location: difmap (O-H) and geom (C-H)
Least-squares matrix: fullH-atom parameters constrained
R[F2 > 2σ(F2)] = 0.031 w = 1/[σ2(Fo2) + (0.0423P)2]
where P = (Fo2 + 2Fc2)/3
wR(F2) = 0.072(Δ/σ)max = 0.001
S = 0.97Δρmax = 0.30 e Å3
5022 reflectionsΔρmin = 0.37 e Å3
314 parametersExtinction correction: SHELXL97, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
8 restraintsExtinction coefficient: 0.0102 (17)
Primary atom site location: structure-invariant direct methodsAbsolute structure: Flack (1983), 2207 Friedel pairs
Secondary atom site location: difference Fourier mapAbsolute structure parameter: 0.286 (10)
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*/UeqOcc. (<1)
Cu10.60944 (3)0.84148 (3)0.78493 (3)0.04862 (11)
C10.6251 (3)1.0414 (3)0.9933 (3)0.0599 (8)
H10.60331.10720.93140.072*
C20.6453 (4)1.0790 (4)1.1143 (4)0.0699 (9)
H20.63961.16761.13380.084*
C30.6738 (4)0.9820 (4)1.2040 (4)0.0754 (10)
H30.68591.00451.28540.090*
C40.6851 (3)0.8487 (4)1.1750 (2)0.0619 (7)
C50.7115 (5)0.7418 (5)1.2610 (4)0.0889 (12)
H50.72010.75891.34240.107*
C60.7243 (4)0.6174 (5)1.2297 (3)0.0871 (13)
H60.74390.55031.28990.105*
C70.7086 (3)0.5851 (3)1.1042 (3)0.0650 (8)
C80.6793 (3)0.6870 (3)1.0134 (3)0.0477 (6)
C90.6661 (3)0.8204 (3)1.0500 (2)0.0462 (6)
C100.7199 (4)0.4568 (3)1.0630 (4)0.0802 (11)
H100.74000.38541.11890.096*
C110.7017 (4)0.4367 (3)0.9426 (4)0.0758 (10)
H110.70870.35160.91540.091*
C120.6725 (3)0.5435 (3)0.8589 (3)0.0611 (8)
H120.66020.52760.77620.073*
C130.8191 (10)1.0767 (7)0.7657 (11)0.061 (3)0.57 (3)
C140.8881 (11)1.0695 (15)0.8986 (11)0.083 (3)0.57 (3)
H140.87680.99570.94060.100*0.57 (3)
C150.9741 (9)1.1726 (18)0.9687 (16)0.098 (4)0.57 (3)
H151.02031.16771.05760.117*0.57 (3)
C160.9911 (8)1.2828 (10)0.906 (2)0.109 (6)0.57 (3)
H161.04861.35180.95290.131*0.57 (3)
C170.9221 (11)1.2900 (6)0.773 (2)0.123 (7)0.57 (3)
H170.93341.36380.73110.147*0.57 (3)
C180.8361 (10)1.1869 (9)0.7029 (17)0.092 (4)0.57 (3)
H180.78991.19180.61400.110*0.57 (3)
C190.8187 (3)0.8247 (3)0.6416 (2)0.0502 (6)
C200.7718 (4)0.6957 (3)0.6075 (3)0.0634 (8)
H200.68910.67030.60650.076*
C210.8447 (5)0.6050 (4)0.5752 (4)0.0779 (10)
H210.81020.51990.54980.093*
C220.9671 (5)0.6403 (5)0.5804 (4)0.0898 (12)
H221.01770.57810.56060.108*
C231.0175 (4)0.7655 (5)0.6143 (4)0.0922 (12)
H231.10200.78820.61780.111*
C240.9422 (3)0.8599 (4)0.6439 (3)0.0724 (9)
H240.97530.94610.66490.087*
C250.5818 (3)0.9995 (4)0.5258 (3)0.0724 (9)
H250.53611.07580.54010.087*
H260.62901.02910.47720.087*
N10.6351 (2)0.9170 (2)0.9602 (2)0.0481 (5)
N20.6614 (2)0.6669 (2)0.8923 (2)0.0471 (5)
O10.4851 (3)0.9081 (3)0.4558 (2)0.0966 (9)
H1A0.44150.88620.49430.145*
P10.71110 (7)0.93514 (7)0.68275 (6)0.04741 (17)
Cl10.37351 (7)0.81010 (6)0.64995 (7)0.05528 (19)
C13'0.8232 (11)1.0806 (8)0.7435 (9)0.047 (3)0.43 (3)
C14'0.8801 (12)1.1070 (12)0.8740 (9)0.048 (3)0.43 (3)
H14'0.86081.05160.92730.058*0.43 (3)
C15'0.9657 (11)1.2163 (13)0.9247 (12)0.077 (4)0.43 (3)
H15'1.00381.23401.01200.093*0.43 (3)
C16'0.9945 (10)1.2992 (8)0.8450 (16)0.078 (4)0.43 (3)
H16'1.05181.37230.87890.094*0.43 (3)
C17'0.9376 (10)1.2728 (10)0.7145 (14)0.078 (4)0.43 (3)
H17'0.95691.32820.66110.094*0.43 (3)
C18'0.8520 (10)1.1634 (11)0.6637 (9)0.063 (3)0.43 (3)
H18'0.81401.14570.57640.075*0.43 (3)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cu10.05624 (19)0.05496 (18)0.04257 (17)0.00068 (15)0.02932 (14)0.00764 (15)
C10.0585 (19)0.0543 (17)0.073 (2)0.0018 (13)0.0352 (17)0.0078 (14)
C20.067 (2)0.070 (2)0.080 (3)0.0062 (16)0.039 (2)0.0231 (18)
C30.076 (2)0.097 (3)0.060 (2)0.017 (2)0.0369 (19)0.031 (2)
C40.0591 (16)0.088 (2)0.0419 (13)0.0057 (18)0.0262 (12)0.0011 (18)
C50.111 (3)0.109 (3)0.048 (2)0.012 (2)0.037 (2)0.008 (2)
C60.100 (3)0.104 (3)0.045 (2)0.018 (2)0.0214 (19)0.029 (2)
C70.064 (2)0.0601 (19)0.058 (2)0.0085 (14)0.0165 (16)0.0205 (14)
C80.0453 (15)0.0520 (14)0.0451 (16)0.0022 (11)0.0199 (13)0.0100 (11)
C90.0443 (13)0.0556 (16)0.0404 (12)0.0069 (11)0.0207 (11)0.0008 (11)
C100.081 (2)0.058 (2)0.085 (3)0.0025 (16)0.023 (2)0.0284 (18)
C110.072 (2)0.0456 (17)0.105 (3)0.0056 (14)0.036 (2)0.0046 (17)
C120.0647 (19)0.0521 (17)0.069 (2)0.0003 (13)0.0320 (17)0.0041 (14)
C130.064 (7)0.049 (5)0.082 (7)0.004 (4)0.044 (7)0.009 (4)
C140.060 (5)0.086 (7)0.076 (6)0.003 (5)0.007 (4)0.012 (5)
C150.058 (5)0.104 (8)0.115 (9)0.009 (5)0.025 (6)0.024 (8)
C160.071 (6)0.093 (8)0.158 (15)0.003 (5)0.048 (7)0.053 (8)
C170.144 (12)0.030 (4)0.182 (15)0.009 (5)0.064 (10)0.011 (6)
C180.113 (7)0.061 (5)0.102 (8)0.004 (4)0.049 (6)0.019 (5)
C190.0473 (13)0.0644 (17)0.0373 (12)0.0064 (13)0.0179 (10)0.0043 (13)
C200.069 (2)0.0709 (19)0.0568 (19)0.0098 (15)0.0341 (17)0.0021 (14)
C210.092 (3)0.076 (2)0.061 (2)0.0002 (19)0.030 (2)0.0013 (16)
C220.078 (3)0.108 (3)0.071 (3)0.025 (2)0.023 (2)0.015 (2)
C230.051 (2)0.134 (3)0.093 (3)0.000 (2)0.035 (2)0.022 (2)
C240.0576 (18)0.087 (2)0.081 (2)0.0150 (16)0.0389 (16)0.0187 (19)
C250.0548 (19)0.103 (3)0.0528 (18)0.0013 (17)0.0189 (16)0.0266 (18)
N10.0533 (13)0.0472 (12)0.0521 (14)0.0009 (10)0.0312 (11)0.0012 (10)
N20.0498 (13)0.0476 (12)0.0473 (13)0.0024 (9)0.0249 (11)0.0036 (9)
O10.0804 (18)0.146 (2)0.0487 (13)0.0235 (16)0.0162 (12)0.0141 (14)
P10.0446 (4)0.0587 (4)0.0389 (4)0.0035 (3)0.0189 (3)0.0101 (3)
Cl10.0482 (4)0.0633 (5)0.0571 (4)0.0035 (3)0.0263 (3)0.0002 (3)
C13'0.040 (7)0.050 (7)0.040 (5)0.007 (4)0.009 (5)0.006 (4)
C14'0.047 (5)0.048 (5)0.043 (6)0.001 (4)0.014 (4)0.004 (4)
C15'0.066 (7)0.082 (9)0.068 (7)0.014 (6)0.016 (5)0.007 (7)
C16'0.089 (9)0.061 (6)0.101 (11)0.016 (5)0.056 (8)0.025 (6)
C17'0.071 (7)0.066 (6)0.105 (9)0.001 (4)0.046 (6)0.006 (5)
C18'0.075 (6)0.059 (6)0.059 (5)0.012 (4)0.035 (5)0.005 (4)
Geometric parameters (Å, º) top
Cu1—N12.085 (2)C16—C171.3900
Cu1—N22.086 (2)C16—H160.9300
Cu1—P12.1777 (7)C17—C181.3900
Cu1—Cl12.3463 (8)C17—H170.9300
C1—N11.331 (4)C18—H180.9300
C1—C21.385 (5)C19—C241.378 (4)
C1—H10.9300C19—C201.387 (5)
C2—C31.363 (5)C19—P11.831 (3)
C2—H20.9300C20—C211.371 (5)
C3—C41.405 (5)C20—H200.9300
C3—H30.9300C21—C221.352 (6)
C4—C91.412 (4)C21—H210.9300
C4—C51.412 (5)C22—C231.361 (6)
C5—C61.332 (6)C22—H220.9300
C5—H50.9300C23—C241.396 (5)
C6—C71.437 (5)C23—H230.9300
C6—H60.9300C24—H240.9300
C7—C101.405 (5)C25—O11.358 (4)
C7—C81.407 (4)C25—P11.853 (3)
C8—N21.356 (4)C25—H250.9700
C8—C91.438 (4)C25—H260.9700
C9—N11.359 (3)O1—H1A0.8200
C10—C111.347 (5)P1—C13'1.832 (5)
C10—H100.9300C13'—C14'1.3900
C11—C121.391 (5)C13'—C18'1.3900
C11—H110.9300C14'—C15'1.3900
C12—N21.325 (4)C14'—H14'0.9300
C12—H120.9300C15'—C16'1.3900
C13—C141.3900C15'—H15'0.9300
C13—C181.3900C16'—C17'1.3900
C13—P11.823 (5)C16'—H16'0.9300
C14—C151.3900C17'—C18'1.3900
C14—H140.9300C17'—H17'0.9300
C15—C161.3900C18'—H18'0.9300
C15—H150.9300
N1—Cu1—N280.55 (9)C24—C19—C20118.4 (3)
N1—Cu1—P1120.50 (6)C24—C19—P1124.9 (3)
N2—Cu1—P1129.07 (6)C20—C19—P1116.7 (2)
N1—Cu1—Cl1109.26 (6)C21—C20—C19121.4 (3)
N2—Cu1—Cl1101.97 (7)C21—C20—H20119.3
P1—Cu1—Cl1111.13 (3)C19—C20—H20119.3
N1—C1—C2124.0 (3)C22—C21—C20119.5 (4)
N1—C1—H1118.0C22—C21—H21120.2
C2—C1—H1118.0C20—C21—H21120.2
C3—C2—C1117.9 (3)C21—C22—C23121.0 (4)
C3—C2—H2121.1C21—C22—H22119.5
C1—C2—H2121.1C23—C22—H22119.5
C2—C3—C4120.9 (3)C22—C23—C24120.0 (4)
C2—C3—H3119.5C22—C23—H23120.0
C4—C3—H3119.5C24—C23—H23120.0
C3—C4—C9117.1 (3)C19—C24—C23119.7 (4)
C3—C4—C5124.7 (3)C19—C24—H24120.2
C9—C4—C5118.2 (3)C23—C24—H24120.2
C6—C5—C4122.3 (4)O1—C25—P1113.2 (2)
C6—C5—H5118.9O1—C25—H25108.9
C4—C5—H5118.9P1—C25—H25108.9
C5—C6—C7121.1 (3)O1—C25—H26108.9
C5—C6—H6119.4P1—C25—H26108.9
C7—C6—H6119.4H25—C25—H26107.8
C10—C7—C8115.9 (3)C1—N1—C9118.3 (2)
C10—C7—C6124.9 (3)C1—N1—Cu1129.7 (2)
C8—C7—C6119.2 (3)C9—N1—Cu1112.06 (16)
N2—C8—C7123.9 (3)C12—N2—C8117.4 (2)
N2—C8—C9117.7 (2)C12—N2—Cu1130.5 (2)
C7—C8—C9118.4 (3)C8—N2—Cu1112.06 (17)
N1—C9—C4121.7 (3)C25—O1—H1A109.5
N1—C9—C8117.6 (2)C13—P1—C19106.3 (4)
C4—C9—C8120.7 (3)C13—P1—C13'9.0 (5)
C11—C10—C7120.2 (3)C19—P1—C13'101.3 (4)
C11—C10—H10119.9C13—P1—C25105.7 (4)
C7—C10—H10119.9C19—P1—C25103.89 (15)
C10—C11—C12120.0 (3)C13'—P1—C25100.2 (3)
C10—C11—H11120.0C13—P1—Cu1114.3 (5)
C12—C11—H11120.0C19—P1—Cu1115.16 (9)
N2—C12—C11122.7 (3)C13'—P1—Cu1123.2 (3)
N2—C12—H12118.7C25—P1—Cu1110.53 (11)
C11—C12—H12118.7C14'—C13'—C18'120.0
C14—C13—C18120.0C14'—C13'—P1117.8 (4)
C14—C13—P1116.5 (4)C18'—C13'—P1122.2 (4)
C18—C13—P1123.5 (4)C15'—C14'—C13'120.0
C13—C14—C15120.0C15'—C14'—H14'120.0
C13—C14—H14120.0C13'—C14'—H14'120.0
C15—C14—H14120.0C16'—C15'—C14'120.0
C16—C15—C14120.0C16'—C15'—H15'120.0
C16—C15—H15120.0C14'—C15'—H15'120.0
C14—C15—H15120.0C15'—C16'—C17'120.0
C15—C16—C17120.0C15'—C16'—H16'120.0
C15—C16—H16120.0C17'—C16'—H16'120.0
C17—C16—H16120.0C18'—C17'—C16'120.0
C18—C17—C16120.0C18'—C17'—H17'120.0
C18—C17—H17120.0C16'—C17'—H17'120.0
C16—C17—H17120.0C17'—C18'—C13'120.0
C17—C18—C13120.0C17'—C18'—H18'120.0
C17—C18—H18120.0C13'—C18'—H18'120.0
C13—C18—H18120.0
N1—C1—C2—C31.7 (5)C7—C8—N2—Cu1177.0 (2)
C1—C2—C3—C41.3 (5)C9—C8—N2—Cu12.5 (3)
C2—C3—C4—C90.2 (5)N1—Cu1—N2—C12178.8 (3)
C2—C3—C4—C5178.6 (4)P1—Cu1—N2—C1259.3 (3)
C3—C4—C5—C6178.4 (4)Cl1—Cu1—N2—C1271.0 (3)
C9—C4—C5—C62.8 (6)N1—Cu1—N2—C82.43 (18)
C4—C5—C6—C71.5 (7)P1—Cu1—N2—C8124.27 (16)
C5—C6—C7—C10179.7 (4)Cl1—Cu1—N2—C8105.43 (18)
C5—C6—C7—C80.1 (6)C14—C13—P1—C1993.5 (7)
C10—C7—C8—N20.4 (5)C18—C13—P1—C1985.6 (8)
C6—C7—C8—N2179.5 (3)C14—C13—P1—C13'150 (5)
C10—C7—C8—C9179.8 (3)C18—C13—P1—C13'29 (4)
C6—C7—C8—C90.0 (4)C14—C13—P1—C25156.5 (6)
C3—C4—C9—N11.5 (4)C18—C13—P1—C2524.5 (8)
C5—C4—C9—N1177.4 (3)C14—C13—P1—Cu134.7 (7)
C3—C4—C9—C8178.5 (3)C18—C13—P1—Cu1146.2 (7)
C5—C4—C9—C82.7 (4)C24—C19—P1—C1315.1 (5)
N2—C8—C9—N10.8 (4)C20—C19—P1—C13164.0 (5)
C7—C8—C9—N1178.7 (3)C24—C19—P1—C13'7.4 (4)
N2—C8—C9—C4179.2 (2)C20—C19—P1—C13'171.7 (4)
C7—C8—C9—C41.3 (4)C24—C19—P1—C2596.2 (3)
C8—C7—C10—C110.6 (5)C20—C19—P1—C2584.7 (2)
C6—C7—C10—C11179.2 (4)C24—C19—P1—Cu1142.8 (2)
C7—C10—C11—C120.4 (6)C20—C19—P1—Cu136.4 (2)
C10—C11—C12—N20.1 (5)O1—C25—P1—C13174.7 (5)
C18—C13—C14—C150.0O1—C25—P1—C1973.5 (3)
P1—C13—C14—C15179.1 (8)O1—C25—P1—C13'178.0 (5)
C13—C14—C15—C160.0O1—C25—P1—Cu150.6 (3)
C14—C15—C16—C170.0N1—Cu1—P1—C131.5 (4)
C15—C16—C17—C180.0N2—Cu1—P1—C13101.9 (4)
C16—C17—C18—C130.0Cl1—Cu1—P1—C13131.2 (4)
C14—C13—C18—C170.0N1—Cu1—P1—C19125.12 (11)
P1—C13—C18—C17179.0 (8)N2—Cu1—P1—C1921.65 (13)
C24—C19—C20—C210.7 (5)Cl1—Cu1—P1—C19105.23 (9)
P1—C19—C20—C21179.9 (3)N1—Cu1—P1—C13'0.6 (5)
C19—C20—C21—C222.1 (5)N2—Cu1—P1—C13'102.9 (5)
C20—C21—C22—C231.6 (6)Cl1—Cu1—P1—C13'130.3 (4)
C21—C22—C23—C240.2 (7)N1—Cu1—P1—C25117.56 (16)
C20—C19—C24—C231.1 (5)N2—Cu1—P1—C25138.98 (16)
P1—C19—C24—C23178.0 (3)Cl1—Cu1—P1—C2512.10 (15)
C22—C23—C24—C191.6 (6)C13—P1—C13'—C14'15 (4)
C2—C1—N1—C90.4 (4)C19—P1—C13'—C14'109.9 (6)
C2—C1—N1—Cu1179.7 (3)C25—P1—C13'—C14'143.5 (6)
C4—C9—N1—C11.2 (4)Cu1—P1—C13'—C14'20.6 (8)
C8—C9—N1—C1178.7 (3)C13—P1—C13'—C18'165 (5)
C4—C9—N1—Cu1178.7 (2)C19—P1—C13'—C18'70.2 (8)
C8—C9—N1—Cu11.4 (3)C25—P1—C13'—C18'36.4 (8)
N2—Cu1—N1—C1178.1 (3)Cu1—P1—C13'—C18'159.3 (6)
P1—Cu1—N1—C148.0 (3)C18'—C13'—C14'—C15'0.0
Cl1—Cu1—N1—C182.4 (2)P1—C13'—C14'—C15'179.9 (8)
N2—Cu1—N1—C92.04 (17)C13'—C14'—C15'—C16'0.0
P1—Cu1—N1—C9132.09 (15)C14'—C15'—C16'—C17'0.0
Cl1—Cu1—N1—C997.43 (16)C15'—C16'—C17'—C18'0.0
C11—C12—N2—C80.3 (4)C16'—C17'—C18'—C13'0.0
C11—C12—N2—Cu1176.5 (2)C14'—C13'—C18'—C17'0.0
C7—C8—N2—C120.1 (4)P1—C13'—C18'—C17'179.9 (9)
C9—C8—N2—C12179.4 (3)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O1—H1A···Cl10.822.383.181 (3)165
C23—H23···Cl1i0.932.813.728 (5)169
Symmetry code: (i) x+1, y, z.
 

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