Download citation
Download citation
link to html
The four title CuII compounds are chloro­[(2-furyl­methyl)­bis(2-pyridyl­methyl)­amine-N,N',N'']copper(II) perchlorate, [CuCl(C17H17N3O)]ClO4, (I), chloro{2-[bis(2-pyridyl­methyl)­amino]­ethano­lato-N,N',N'',O}­copper(II) hemi­[tetra­chloro­copper(II)], [CuCl(C14H17N3O)][CuCl4]1/2, (II), chloro­[(2-morpholino­ethyl)­bis(2-pyridyl­methyl)­amine-N,N',N'',N''']copper(II) perchlorate, [CuCl(C18H24N4O)]ClO4, (III), and chloro­[(2-piperidinyl­ethyl)­bis(2-pyridyl­methyl)­amine-N,N',N'',N''']­copper(II) hexa­fluoro­phosphate, [CuCl(C19H26N4)]­PF6, (IV). They have tripodal potentially tetradentate ligands. In (I), the O atom of the furan moiety weakly coordinates to the Cu atom at a distance of 2.750 (3) Å.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S010827010000603X/qa0275sup1.cif
Contains datablocks global, I, II, III, IV

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S010827010000603X/qa0275Isup2.hkl
Contains datablock I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S010827010000603X/qa0275IIsup3.hkl
Contains datablock II

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S010827010000603X/qa0275IIIsup4.hkl
Contains datablock III

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S010827010000603X/qa0275IVsup5.hkl
Contains datablock IV

CCDC references: 146078; 146079; 146080; 146081

Computing details top

For all compounds, data collection: MSC/AFC Diffractometer Control Software (Molecular Structure Corporation, 1993); cell refinement: MSC/AFC Diffractometer Control Software; data reduction: TEXSAN (Molecular Structure Corporation, 1999). Program(s) used to solve structure: SIR92 (Altomare et al., 1994) for (I), (III), (IV); DIRDIF94 (Beurskens et al., 1994) for (II). For all compounds, program(s) used to refine structure: TEXSAN; software used to prepare material for publication: TEXSAN.

(I) top
Crystal data top
[CuCl(C17H17N3O)]ClO4Z = 4
Mr = 477.79Dx = 1.637 Mg m3
Triclinic, P1Mo Kα radiation, λ = 0.71073 Å
a = 13.658 (2) ÅCell parameters from 25 reflections
b = 14.199 (3) Åθ = 10–15°
c = 11.720 (3) ŵ = 1.44 mm1
α = 104.92 (2)°T = 299 K
β = 112.08 (2)°Plate, blue-
γ = 68.32 (1)°0.5 × 0.4 × 0.2 mm
V = 1938.5 (8) Å3
Data collection top
Rigaku AFC-5S
diffractometer
Rint = 0.011
θ–2θ scansθmax = 27.5°
Absorption correction: integration
(Coppens et al., 1965)
h = 018
Tmin = 0.477, Tmax = 0.780k = 1818
9268 measured reflectionsl = 1515
8895 independent reflections3 standard reflections every 100 reflections
6332 reflections with I > 2σ(I) intensity decay: none
Refinement top
Refinement on F2H-atom parameters not refined
R[F2 > 2σ(F2)] = 0.046 w = 1/[σ2(Fo2) + (0.1(Fo2 + 2Fc2)/3)2]
wR(F2) = 0.148(Δ/σ)max = 0.003
S = 0.99Δρmax = 0.42 e Å3
8895 reflectionsΔρmin = 0.53 e Å3
505 parameters
Special details top

Refinement. Refinement using reflections with F2 > 0.0 σ(F2). The weighted R-factor (wR) and goodness of fit (S) are based on F2. R-factor (gt) are based on F. The threshold expression of F2 > 2.0 σ(F2) is used only for calculating R-factor (gt).

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Cu10.49866 (3)0.49143 (3)0.34506 (4)0.0383 (1)
Cu20.94462 (3)0.90680 (3)0.39059 (4)0.0417 (1)
Cl10.38467 (8)0.61852 (6)0.43799 (8)0.0498 (2)
Cl21.08464 (8)0.87583 (7)0.56800 (9)0.0526 (2)
Cl30.57409 (8)0.09827 (8)0.11273 (9)0.0549 (3)
Cl41.01086 (9)0.7156 (1)0.7826 (1)0.0698 (3)
O10.3908 (2)0.5272 (2)0.1024 (2)0.0516 (7)
O20.9373 (3)0.7027 (3)0.2866 (3)0.075 (1)
O30.6413 (4)0.1478 (4)0.0197 (5)0.147 (2)
O40.6341 (5)0.0016 (3)0.1512 (5)0.136 (2)
O50.5202 (9)0.1483 (6)0.2097 (6)0.265 (4)
O60.4984 (7)0.1006 (7)0.0636 (9)0.242 (5)
O70.9923 (4)0.6825 (4)0.6551 (4)0.127 (2)
O81.0314 (4)0.6382 (5)0.8488 (7)0.161 (3)
O90.9158 (3)0.7944 (3)0.8006 (4)0.101 (1)
O101.1042 (4)0.7489 (5)0.8269 (4)0.133 (2)
N10.4116 (2)0.3942 (2)0.2886 (3)0.0415 (7)
N20.5984 (2)0.3806 (2)0.2532 (2)0.0397 (7)
N30.6106 (3)0.5609 (2)0.3778 (3)0.0493 (8)
N41.0369 (2)0.8773 (2)0.2825 (3)0.0466 (8)
N50.8169 (2)0.9257 (2)0.2274 (3)0.0491 (8)
N60.8206 (2)0.9411 (2)0.4584 (3)0.0480 (8)
C10.3086 (3)0.4132 (3)0.2912 (4)0.053 (1)
C20.2555 (4)0.3399 (4)0.2508 (4)0.064 (1)
C30.3102 (4)0.2428 (3)0.2047 (4)0.062 (1)
C40.4156 (3)0.2223 (3)0.1994 (4)0.053 (1)
C50.4649 (3)0.2995 (2)0.2438 (3)0.0418 (8)
C60.5822 (3)0.2827 (2)0.2503 (3)0.0443 (9)
C70.7133 (3)0.3855 (3)0.3258 (4)0.052 (1)
C80.7080 (3)0.4960 (3)0.3653 (3)0.050 (1)
C90.7975 (4)0.5313 (4)0.3883 (4)0.068 (1)
C100.7836 (5)0.6348 (5)0.4236 (5)0.082 (2)
C110.6843 (5)0.6999 (4)0.4323 (5)0.080 (2)
C120.5973 (4)0.6620 (3)0.4090 (4)0.066 (1)
C130.5699 (3)0.4025 (3)0.1233 (3)0.0472 (10)
C140.4498 (3)0.4322 (3)0.0590 (3)0.0444 (9)
C150.3798 (4)0.3878 (3)0.0363 (4)0.058 (1)
C160.2726 (4)0.4577 (4)0.0529 (4)0.065 (1)
C170.2822 (4)0.5396 (3)0.0305 (4)0.061 (1)
C181.1471 (3)0.8291 (3)0.3085 (4)0.053 (1)
C191.2019 (4)0.8143 (4)0.2257 (4)0.064 (1)
C201.1429 (4)0.8471 (4)0.1114 (5)0.068 (1)
C211.0305 (4)0.8930 (3)0.0825 (4)0.064 (1)
C220.9793 (3)0.9075 (3)0.1697 (4)0.051 (1)
C230.8571 (4)0.9599 (3)0.1474 (4)0.060 (1)
C240.7206 (3)1.0049 (3)0.2603 (4)0.057 (1)
C250.7216 (3)0.9900 (3)0.3826 (4)0.0520 (10)
C260.6283 (3)1.0283 (4)0.4216 (5)0.067 (1)
C270.6383 (4)1.0168 (4)0.5397 (5)0.073 (1)
C280.7390 (4)0.9634 (4)0.6135 (4)0.062 (1)
C290.8287 (3)0.9266 (3)0.5712 (4)0.055 (1)
C300.7872 (3)0.8284 (3)0.1690 (4)0.060 (1)
C310.8843 (3)0.7365 (3)0.1736 (4)0.054 (1)
C320.9380 (4)0.6765 (4)0.0918 (5)0.071 (1)
C331.0282 (5)0.6001 (4)0.1583 (7)0.088 (2)
C341.0244 (5)0.6187 (4)0.2730 (7)0.093 (2)
H10.27050.48090.32260.0632*
H20.18200.35570.25450.0766*
H30.27520.18990.17660.0742*
H40.45390.15570.16550.0632*
H50.59710.23660.17860.0531*
H60.63230.25340.32420.0531*
H70.74130.35140.39780.0620*
H80.76100.35310.27490.0620*
H90.86700.48470.37980.0817*
H100.84440.66070.44210.0990*
H110.67400.77210.45450.0961*
H120.52690.70830.41520.0793*
H130.59710.45730.12800.0566*
H140.60520.34220.07640.0566*
H150.39950.32140.08340.0691*
H160.20520.44800.11330.0778*
H170.22140.59940.03950.0737*
H181.18800.80450.38730.0641*
H191.28050.78140.24700.0772*
H201.18020.83790.05240.0822*
H210.98790.91480.00240.0766*
H220.81770.94320.06160.0718*
H230.84381.03260.16690.0718*
H240.72581.07170.26650.0689*
H250.65300.99830.19740.0689*
H260.55761.06230.36740.0805*
H270.57541.04590.56970.0876*
H280.74630.95190.69390.0748*
H290.89900.88970.62310.0660*
H300.74390.82030.21190.0723*
H310.74380.83410.08350.0723*
H320.91920.68390.00630.0847*
H331.08180.54540.12580.1056*
H341.07580.57860.33800.1112*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cu10.0366 (2)0.0348 (2)0.0426 (2)0.0069 (2)0.0165 (2)0.0020 (2)
Cu20.0342 (2)0.0457 (2)0.0406 (2)0.0064 (2)0.0080 (2)0.0113 (2)
Cl10.0480 (5)0.0418 (4)0.0490 (5)0.0020 (4)0.0197 (4)0.0033 (3)
Cl20.0438 (5)0.0605 (5)0.0484 (5)0.0093 (4)0.0053 (4)0.0209 (4)
Cl30.0479 (5)0.0580 (5)0.0538 (5)0.0130 (4)0.0194 (4)0.0036 (4)
Cl40.0457 (5)0.0917 (8)0.0722 (7)0.0143 (5)0.0145 (5)0.0244 (6)
O10.052 (1)0.048 (1)0.052 (1)0.007 (1)0.019 (1)0.008 (1)
O20.071 (2)0.078 (2)0.082 (2)0.008 (2)0.031 (2)0.030 (2)
O30.110 (4)0.136 (4)0.162 (5)0.053 (3)0.042 (3)0.063 (4)
O40.168 (5)0.063 (2)0.152 (4)0.002 (3)0.077 (4)0.017 (3)
O50.37 (1)0.164 (6)0.109 (4)0.080 (7)0.038 (6)0.055 (4)
O60.230 (9)0.28 (1)0.33 (1)0.144 (8)0.210 (9)0.061 (9)
O70.109 (3)0.136 (4)0.083 (3)0.024 (3)0.003 (2)0.013 (3)
O80.106 (4)0.161 (5)0.236 (7)0.017 (3)0.052 (4)0.140 (5)
O90.064 (2)0.101 (3)0.127 (3)0.005 (2)0.029 (2)0.021 (3)
O100.097 (3)0.235 (6)0.100 (3)0.103 (4)0.052 (3)0.039 (3)
N10.039 (1)0.043 (1)0.039 (1)0.008 (1)0.013 (1)0.006 (1)
N20.039 (1)0.041 (1)0.040 (1)0.005 (1)0.017 (1)0.009 (1)
N30.049 (2)0.051 (2)0.052 (2)0.018 (1)0.014 (1)0.010 (1)
N40.043 (2)0.047 (2)0.047 (2)0.011 (1)0.012 (1)0.007 (1)
N50.041 (2)0.049 (2)0.047 (2)0.005 (1)0.008 (1)0.009 (1)
N60.043 (2)0.048 (2)0.052 (2)0.010 (1)0.015 (1)0.011 (1)
C10.045 (2)0.056 (2)0.058 (2)0.014 (2)0.020 (2)0.004 (2)
C20.051 (2)0.079 (3)0.068 (3)0.027 (2)0.017 (2)0.010 (2)
C30.070 (3)0.062 (2)0.060 (2)0.035 (2)0.012 (2)0.007 (2)
C40.063 (2)0.047 (2)0.052 (2)0.020 (2)0.017 (2)0.007 (2)
C50.050 (2)0.039 (2)0.036 (2)0.010 (1)0.013 (1)0.008 (1)
C60.050 (2)0.036 (2)0.046 (2)0.003 (1)0.022 (2)0.008 (1)
C70.035 (2)0.062 (2)0.056 (2)0.006 (2)0.015 (2)0.015 (2)
C80.042 (2)0.069 (2)0.044 (2)0.019 (2)0.010 (2)0.013 (2)
C90.056 (2)0.098 (3)0.060 (2)0.038 (2)0.013 (2)0.011 (2)
C100.089 (4)0.109 (4)0.072 (3)0.064 (3)0.017 (3)0.006 (3)
C110.101 (4)0.075 (3)0.087 (3)0.057 (3)0.030 (3)0.003 (3)
C120.071 (3)0.056 (2)0.074 (3)0.027 (2)0.020 (2)0.005 (2)
C130.051 (2)0.052 (2)0.046 (2)0.011 (2)0.023 (2)0.011 (2)
C140.053 (2)0.044 (2)0.040 (2)0.010 (1)0.018 (2)0.012 (1)
C150.069 (3)0.055 (2)0.050 (2)0.024 (2)0.013 (2)0.007 (2)
C160.056 (2)0.076 (3)0.063 (3)0.023 (2)0.003 (2)0.027 (2)
C170.051 (2)0.066 (2)0.070 (3)0.008 (2)0.019 (2)0.025 (2)
C180.047 (2)0.054 (2)0.056 (2)0.013 (2)0.014 (2)0.007 (2)
C190.052 (2)0.073 (3)0.071 (3)0.019 (2)0.028 (2)0.002 (2)
C200.077 (3)0.075 (3)0.073 (3)0.029 (2)0.041 (3)0.002 (2)
C210.083 (3)0.065 (2)0.052 (2)0.026 (2)0.025 (2)0.010 (2)
C220.060 (2)0.044 (2)0.049 (2)0.014 (2)0.017 (2)0.007 (2)
C230.056 (2)0.065 (2)0.047 (2)0.005 (2)0.009 (2)0.019 (2)
C240.039 (2)0.057 (2)0.059 (2)0.000 (2)0.007 (2)0.010 (2)
C250.042 (2)0.048 (2)0.059 (2)0.007 (2)0.014 (2)0.004 (2)
C260.045 (2)0.069 (3)0.077 (3)0.007 (2)0.019 (2)0.005 (2)
C270.056 (3)0.078 (3)0.093 (3)0.022 (2)0.038 (3)0.006 (3)
C280.064 (3)0.073 (3)0.065 (3)0.027 (2)0.029 (2)0.007 (2)
C290.052 (2)0.059 (2)0.059 (2)0.016 (2)0.018 (2)0.014 (2)
C300.046 (2)0.062 (2)0.062 (2)0.016 (2)0.008 (2)0.001 (2)
C310.049 (2)0.052 (2)0.060 (2)0.021 (2)0.010 (2)0.006 (2)
C320.071 (3)0.063 (3)0.072 (3)0.022 (2)0.023 (2)0.008 (2)
C330.070 (3)0.064 (3)0.124 (5)0.010 (2)0.036 (3)0.004 (3)
C340.078 (4)0.075 (3)0.125 (5)0.004 (3)0.033 (4)0.047 (3)
Geometric parameters (Å, º) top
Cu1—Cl12.248 (1)C7—H70.960
Cu1—Cl1i2.933 (1)C7—H80.960
Cu1—O12.750 (3)C8—C91.397 (6)
Cu1—N11.977 (3)C9—C101.381 (7)
Cu1—N22.034 (3)C9—H90.960
Cu1—N31.984 (3)C10—C111.354 (8)
Cu2—Cl22.244 (1)C10—H100.960
Cu2—Cl2ii2.896 (1)C11—C121.389 (7)
Cu2—O22.864 (4)C11—H110.960
Cu2—N41.977 (3)C12—H120.960
Cu2—N52.046 (3)C13—C141.469 (5)
Cu2—N61.985 (3)C13—H130.960
Cl3—O31.362 (5)C13—H140.960
Cl3—O41.373 (4)C14—C151.357 (5)
Cl3—O51.318 (6)C15—C161.406 (6)
Cl3—O61.347 (6)C15—H150.960
Cl4—O71.400 (4)C16—C171.324 (6)
Cl4—O81.392 (5)C16—H160.960
Cl4—O91.412 (4)C17—H170.960
Cl4—O101.393 (4)C18—C191.368 (6)
O1—C141.371 (4)C18—H180.960
O1—C171.373 (5)C19—C201.376 (7)
O2—C311.363 (5)C19—H190.960
O2—C341.363 (6)C20—C211.372 (7)
N1—C11.342 (5)C20—H200.960
N1—C51.347 (4)C21—C221.378 (6)
N2—C61.477 (4)C21—H210.960
N2—C71.496 (5)C22—C231.504 (6)
N2—C131.508 (4)C23—H220.960
N3—C81.346 (5)C23—H230.960
N3—C121.346 (5)C24—C251.496 (6)
N4—C181.352 (5)C24—H240.960
N4—C221.345 (5)C24—H250.960
N5—C231.495 (5)C25—C261.388 (6)
N5—C241.486 (5)C26—C271.385 (7)
N5—C301.504 (5)C26—H260.960
N6—C251.349 (5)C27—C281.374 (7)
N6—C291.348 (5)C27—H270.960
C1—C21.370 (6)C28—C291.367 (6)
C1—H10.960C28—H280.960
C2—C31.383 (6)C29—H290.960
C2—H20.960C30—C311.472 (6)
C3—C41.382 (6)C30—H300.960
C3—H30.960C30—H310.960
C4—C51.383 (5)C31—C321.353 (6)
C4—H40.960C32—C331.424 (8)
C5—C61.505 (5)C32—H320.960
C6—H50.960C33—C341.319 (9)
C6—H60.960C33—H330.960
C7—C81.500 (6)C34—H340.960
Cu1···Cl1i2.933 (1)O6···O6vi3.53 (2)
Cu1···Cu1i3.5640 (8)O6···C24iii3.585 (9)
Cu2···Cl2ii2.896 (1)O7···C103.258 (7)
Cu2···Cu2ii3.5237 (8)O7···C9viii3.403 (7)
Cl1···N1i3.356 (3)O7···C293.516 (7)
Cl1···C6i3.480 (4)O8···C17ix3.276 (7)
Cl1···C7i3.518 (4)O8···C16ix3.344 (7)
Cl1···N2i3.536 (3)O8···C32x3.384 (8)
Cl2···C24ii3.398 (4)O8···C2i3.559 (7)
Cl2···N6ii3.424 (3)O9···C21x3.267 (6)
Cl2···N5ii3.520 (3)O9···C293.273 (6)
Cl2···C23ii3.545 (4)O9···C283.293 (6)
Cl2···N4ii3.583 (3)O9···C3i3.296 (6)
O1···C13iii3.332 (4)O9···C2i3.336 (6)
O2···C103.570 (6)O10···C20x3.188 (6)
O3···C63.463 (6)O10···C7viii3.338 (6)
O3···C23iv3.490 (8)O10···C21x3.430 (6)
O3···C133.513 (6)N3···C1i3.571 (5)
O3···C20v3.525 (8)C1···C12i3.558 (6)
O4···C3vi3.210 (6)C13···C14iii3.439 (5)
O4···C4vi3.357 (6)C13···C17iii3.569 (6)
O4···C28vii3.402 (7)C14···C14iii3.500 (7)
O5···C11iii3.496 (9)C18···C29ii3.480 (6)
O5···C12iii3.538 (8)C18···C28ii3.588 (6)
O6···C30iii3.446 (10)C19···C28ii3.443 (6)
O6···C43.492 (9)
Cl1—Cu1—O199.7 (1)N3—C8—C7115.8 (3)
Cl1—Cu1—N197.3 (1)N3—C8—C9121.0 (4)
Cl1—Cu1—N2177.0 (1)C7—C8—C9123.1 (4)
Cl1—Cu1—N397.6 (1)C8—C9—C10118.4 (5)
O1—Cu1—Cl1i160.22 (6)C8—C9—H9120.8
O1—Cu1—N180.5 (1)C10—C9—H9120.8
O1—Cu1—N277.4 (1)C9—C10—C11120.1 (4)
O1—Cu1—N396.0 (1)C9—C10—H10119.9
N1—Cu1—N283.3 (1)C11—C10—H10119.9
N1—Cu1—N3165.1 (1)C10—C11—C12119.8 (5)
N2—Cu1—N381.8 (1)C10—C11—H11120.1
Cl2—Cu2—O2100.0 (1)C12—C11—H11120.1
Cl2—Cu2—N496.9 (1)N3—C12—C11120.7 (5)
Cl2—Cu2—N5176.4 (1)N3—C12—H12119.7
Cl2—Cu2—N697.8 (1)C11—C12—H12119.7
O2—Cu2—Cl2ii165.23 (7)N2—C13—C14112.4 (3)
O2—Cu2—N482.4 (1)N2—C13—H13108.7
O2—Cu2—N576.5 (1)N2—C13—H14108.7
O2—Cu2—N694.2 (1)C14—C13—H13108.7
N4—Cu2—N583.4 (1)C14—C13—H14108.7
N4—Cu2—N6165.3 (1)H13—C13—H14109.5
N5—Cu2—N681.9 (1)O1—C14—C13115.2 (3)
Cu1—Cl1i—Cu1i85.85 (3)O1—C14—C15109.5 (3)
Cu2—Cl2ii—Cu2ii85.58 (3)C13—C14—C15135.3 (3)
O3—Cl3—O4111.0 (4)C14—C15—C16106.8 (4)
O3—Cl3—O5111.7 (5)C14—C15—H15126.6
O3—Cl3—O6104.0 (5)C16—C15—H15126.6
O4—Cl3—O5108.4 (4)C15—C16—C17107.1 (4)
O4—Cl3—O6114.4 (5)C15—C16—H16126.4
O5—Cl3—O6107.3 (7)C17—C16—H16126.4
O7—Cl4—O8112.9 (4)O1—C17—C16110.8 (4)
O7—Cl4—O9109.1 (3)O1—C17—H17124.6
O7—Cl4—O10107.2 (3)C16—C17—H17124.6
O8—Cl4—O9107.6 (3)N4—C18—C19121.9 (4)
O8—Cl4—O10108.1 (4)N4—C18—H18119.1
O9—Cl4—O10112.1 (3)C19—C18—H18119.1
Cu1—O1—C1491.8 (2)C18—C19—C20119.2 (4)
Cu1—O1—C17131.1 (2)C18—C19—H19120.4
C14—O1—C17105.8 (3)C20—C19—H19120.4
Cu2—O2—C3187.5 (2)C19—C20—C21119.3 (4)
Cu2—O2—C34127.0 (4)C19—C20—H20120.3
C31—O2—C34106.7 (4)C21—C20—H20120.3
Cu1—N1—C1127.1 (2)C20—C21—C22119.3 (4)
Cu1—N1—C5114.1 (2)C20—C21—H21120.4
C1—N1—C5118.8 (3)C22—C21—H21120.4
Cu1—N2—C6107.0 (2)N4—C22—C21121.6 (4)
Cu1—N2—C7105.2 (2)N4—C22—C23115.5 (3)
Cu1—N2—C13110.9 (2)C21—C22—C23122.8 (4)
C6—N2—C7113.7 (3)N5—C23—C22110.3 (3)
C6—N2—C13110.9 (3)N5—C23—H22109.3
C7—N2—C13109.0 (3)N5—C23—H23109.3
Cu1—N3—C8113.2 (3)C22—C23—H22109.3
Cu1—N3—C12126.9 (3)C22—C23—H23109.3
C8—N3—C12119.9 (4)H22—C23—H23109.5
Cu2—N4—C18127.5 (3)N5—C24—C25108.9 (3)
Cu2—N4—C22113.8 (3)N5—C24—H24109.6
C18—N4—C22118.6 (3)N5—C24—H25109.6
Cu2—N5—C23105.0 (2)C25—C24—H24109.6
Cu2—N5—C24106.0 (2)C25—C24—H25109.6
Cu2—N5—C30111.4 (2)H24—C24—H25109.5
C23—N5—C24113.0 (3)N6—C25—C24116.4 (3)
C23—N5—C30112.3 (3)N6—C25—C26120.4 (4)
C24—N5—C30108.9 (3)C24—C25—C26123.1 (4)
Cu2—N6—C25113.2 (3)C25—C26—C27119.2 (4)
Cu2—N6—C29126.7 (3)C25—C26—H26120.4
C25—N6—C29120.0 (3)C27—C26—H26120.4
N1—C1—C2122.6 (4)C26—C27—C28119.4 (4)
N1—C1—H1118.7C26—C27—H27120.3
C2—C1—H1118.7C28—C27—H27120.3
C1—C2—C3118.5 (4)C27—C28—C29119.4 (4)
C1—C2—H2120.7C27—C28—H28120.3
C3—C2—H2120.7C29—C28—H28120.3
C2—C3—C4119.7 (4)N6—C29—C28121.6 (4)
C2—C3—H3120.2N6—C29—H29119.2
C4—C3—H3120.2C28—C29—H29119.2
C3—C4—C5118.7 (4)N5—C30—C31113.6 (3)
C3—C4—H4120.7N5—C30—H30108.4
C5—C4—H4120.7N5—C30—H31108.4
N1—C5—C4121.7 (3)C31—C30—H30108.4
N1—C5—C6115.6 (3)C31—C30—H31108.4
C4—C5—C6122.6 (3)H30—C30—H31109.5
N2—C6—C5110.5 (3)O2—C31—C30115.1 (4)
N2—C6—H5109.2O2—C31—C32109.6 (4)
N2—C6—H6109.2C30—C31—C32135.3 (4)
C5—C6—H5109.2C31—C32—C33106.1 (5)
C5—C6—H6109.2C31—C32—H32127.0
H5—C6—H6109.5C33—C32—H32127.0
N2—C7—C8108.1 (3)C32—C33—C34107.1 (5)
N2—C7—H7109.8C32—C33—H33126.4
N2—C7—H8109.8C34—C33—H33126.4
C8—C7—H7109.8O2—C34—C33110.6 (5)
C8—C7—H8109.8O2—C34—H34124.7
H7—C7—H8109.5C33—C34—H34124.7
Symmetry codes: (i) x+1, y+1, z+1; (ii) x+2, y+2, z+1; (iii) x+1, y+1, z; (iv) x, y1, z; (v) x+2, y+1, z; (vi) x+1, y, z; (vii) x, y1, z1; (viii) x+2, y+1, z+1; (ix) x+1, y, z+1; (x) x, y, z+1.
(II) top
Crystal data top
[Cu(C14H17N3O)Cl][CuCl4]0.5Dx = 1.720 Mg m3
Mr = 444.99Mo Kα radiation, λ = 0.71073 Å
Monoclinic, C2/cCell parameters from 25 reflections
a = 23.377 (4) Åθ = 10–15°
b = 9.204 (2) ŵ = 2.34 mm1
c = 16.361 (3) ÅT = 295 K
β = 102.43 (1)°Plate, dark blue
V = 3437.8 (10) Å30.6 × 0.5 × 0.4 mm
Z = 8
Data collection top
Rigaku AFC-5S
diffractometer
Rint = 0.041
θ–2θ scansθmax = 27.5°
Absorption correction: integration
(Coppens et al., 1965)
h = 030
Tmin = 0.331, Tmax = 0.446k = 012
4290 measured reflectionsl = 2121
3943 independent reflections3 standard reflections every 100 reflections
3182 reflections with I > 2σ(I) intensity decay: none
Refinement top
Refinement on F2H-atom parameters not refined
R[F2 > 2σ(F2)] = 0.040 w = 1/[σ2(Fo2) + (0.1(Fo2 + 2Fc2)/3)2]
wR(F2) = 0.131(Δ/σ)max = 0.026
S = 1.00Δρmax = 0.51 e Å3
3943 reflectionsΔρmin = 0.86 e Å3
207 parameters
Special details top

Refinement. Refinement using reflections with F2 > 0.0 σ(F2). The weighted R-factor (wR) and goodness of fit (S) are based on F2. R-factor (gt) are based on F. The threshold expression of F2 > 2.0 σ(F2) is used only for calculating R-factor (gt).

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Cu10.16739 (2)0.34527 (4)0.44410 (2)0.03629 (9)
Cu20.00000.14495 (5)0.25000.0433 (1)
Cl10.23894 (4)0.4717 (1)0.40455 (6)0.0664 (3)
Cl20.04792 (4)0.01008 (9)0.18383 (6)0.0505 (2)
Cl30.02483 (5)0.3064 (1)0.35798 (9)0.0771 (3)
O10.08743 (10)0.4067 (3)0.3406 (1)0.0459 (6)
N10.1777 (1)0.1594 (3)0.3872 (2)0.0433 (6)
N20.1054 (1)0.2297 (3)0.4882 (1)0.0370 (6)
N30.1579 (1)0.4811 (3)0.5357 (1)0.0384 (6)
C10.2114 (2)0.1383 (4)0.3306 (2)0.0544 (9)
C20.2169 (2)0.0066 (5)0.2952 (2)0.067 (1)
C30.1884 (2)0.1106 (5)0.3186 (3)0.070 (1)
C40.1530 (2)0.0919 (4)0.3759 (2)0.0588 (10)
C50.1482 (1)0.0459 (4)0.4088 (2)0.0444 (7)
C60.1109 (2)0.0725 (4)0.4712 (2)0.0515 (9)
C70.1170 (1)0.2617 (4)0.5791 (2)0.0427 (7)
C80.1301 (1)0.4214 (3)0.5918 (2)0.0388 (7)
C90.1156 (1)0.5015 (4)0.6554 (2)0.0497 (8)
C100.1297 (2)0.6470 (4)0.6623 (2)0.0556 (9)
C110.1584 (2)0.7077 (4)0.6058 (2)0.0554 (10)
C120.1722 (2)0.6226 (4)0.5433 (2)0.0480 (8)
C130.0463 (1)0.2871 (4)0.4459 (2)0.0422 (7)
C140.0426 (1)0.3085 (4)0.3536 (2)0.0465 (8)
H10.073 (2)0.502 (2)0.348 (3)0.0714*
H20.23240.21960.31480.0653*
H30.24060.00380.25430.0806*
H40.19280.20490.29570.0838*
H50.13210.17270.39250.0705*
H60.07260.03330.44960.0619*
H70.12830.02440.52260.0619*
H80.14990.20580.60770.0512*
H90.08320.23730.60070.0512*
H100.09590.45640.69450.0596*
H110.11960.70490.70590.0667*
H120.16880.80880.60980.0665*
H130.19260.66550.50430.0576*
H140.03980.37860.47060.0507*
H150.01680.21920.45350.0507*
H160.04760.21660.32830.0558*
H170.00490.34790.32830.0558*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cu10.0339 (2)0.0451 (2)0.0347 (2)0.0036 (1)0.0180 (1)0.0012 (1)
Cu20.0406 (3)0.0293 (2)0.0645 (4)0.00000.0212 (3)0.0000
Cl10.0593 (5)0.0875 (7)0.0635 (5)0.0276 (5)0.0380 (4)0.0041 (5)
Cl20.0553 (4)0.0391 (4)0.0642 (5)0.0014 (3)0.0284 (4)0.0048 (3)
Cl30.0633 (6)0.0598 (6)0.1180 (9)0.0185 (5)0.0412 (6)0.0426 (6)
O10.046 (1)0.053 (1)0.042 (1)0.0011 (9)0.0158 (8)0.0045 (10)
N10.042 (1)0.053 (1)0.038 (1)0.011 (1)0.015 (1)0.001 (1)
N20.038 (1)0.040 (1)0.037 (1)0.0035 (9)0.0163 (9)0.0001 (9)
N30.038 (1)0.045 (1)0.035 (1)0.0046 (10)0.0125 (9)0.0015 (9)
C10.050 (2)0.079 (2)0.038 (2)0.018 (2)0.016 (1)0.002 (1)
C20.066 (2)0.091 (2)0.046 (2)0.031 (2)0.016 (2)0.010 (2)
C30.077 (3)0.070 (2)0.060 (2)0.025 (2)0.007 (2)0.024 (2)
C40.064 (2)0.049 (2)0.059 (2)0.009 (2)0.004 (1)0.009 (2)
C50.044 (2)0.047 (1)0.042 (1)0.011 (1)0.007 (1)0.001 (1)
C60.059 (2)0.041 (1)0.061 (2)0.000 (1)0.029 (2)0.001 (1)
C70.047 (2)0.049 (1)0.035 (1)0.003 (1)0.018 (1)0.005 (1)
C80.035 (1)0.051 (1)0.033 (1)0.004 (1)0.012 (1)0.000 (1)
C90.045 (2)0.066 (2)0.041 (2)0.007 (1)0.017 (1)0.012 (1)
C100.048 (2)0.065 (2)0.054 (2)0.002 (1)0.012 (1)0.018 (2)
C110.059 (2)0.045 (2)0.061 (2)0.003 (2)0.009 (1)0.007 (1)
C120.050 (2)0.048 (1)0.047 (2)0.008 (1)0.011 (1)0.006 (1)
C130.036 (1)0.050 (2)0.044 (1)0.006 (1)0.015 (1)0.005 (1)
C140.043 (2)0.052 (2)0.044 (1)0.003 (1)0.007 (1)0.003 (1)
Geometric parameters (Å, º) top
Cu1—Cl12.244 (1)C3—H40.960
Cu1—O12.306 (2)C4—C51.392 (5)
Cu1—N11.987 (3)C4—H50.960
Cu1—N22.050 (2)C5—C61.498 (4)
Cu1—N32.001 (3)C6—H60.960
Cu2—Cl2i2.233 (1)C6—H70.960
Cu2—Cl22.233 (1)C7—C81.507 (4)
Cu2—Cl3i2.286 (1)C7—H80.960
Cu2—Cl32.286 (1)C7—H90.960
O1—C141.434 (4)C8—C91.375 (4)
O1—H10.958 (8)C9—C101.378 (5)
N1—C11.352 (4)C9—H100.960
N1—C51.340 (4)C10—C111.373 (6)
N2—C61.485 (4)C10—H110.960
N2—C71.482 (4)C11—C121.380 (5)
N2—C131.501 (4)C11—H120.960
N3—C81.349 (4)C12—H130.960
N3—C121.344 (4)C13—C141.507 (4)
C1—C21.362 (6)C13—H140.960
C1—H20.960C13—H150.960
C2—C31.365 (7)C14—H160.960
C2—H30.960C14—H170.960
C3—C41.388 (6)
Cl1···C5ii3.583 (3)N3···C1ii3.529 (4)
Cl2···C14i3.440 (3)N3···C2ii3.570 (5)
Cl3···O1iii3.061 (3)C1···C10iv3.588 (5)
Cl3···C43.546 (4)C2···C12ii3.487 (5)
Cl3···C14iii3.571 (4)C3···C12ii3.544 (6)
O1···C10iv3.312 (4)C9···H1v3.51 (4)
O1···C9iv3.347 (4)C14···C14i3.542 (6)
Cl1—Cu1—O1101.4 (1)N1—C5—C4121.3 (3)
Cl1—Cu1—N197.9 (1)N1—C5—C6117.4 (3)
Cl1—Cu1—N2176.2 (1)C4—C5—C6121.3 (3)
Cl1—Cu1—N395.9 (1)N2—C6—C5112.0 (3)
O1—Cu1—N191.6 (1)N2—C6—H6108.8
O1—Cu1—N282.1 (1)N2—C6—H7108.8
O1—Cu1—N3101.2 (1)C5—C6—H6108.9
N1—Cu1—N283.4 (1)C5—C6—H7108.9
N1—Cu1—N3159.0 (1)H6—C6—H7109.5
N2—Cu1—N381.9 (1)N2—C7—C8108.7 (2)
Cl2—Cu2—Cl2i100.6 (1)N2—C7—H8109.7
Cl2—Cu2—Cl3136.0 (1)N2—C7—H9109.7
Cl2—Cu2—Cl3i96.4 (1)C8—C7—H8109.7
Cl2i—Cu2—Cl396.4 (1)C8—C7—H9109.7
Cl2i—Cu2—Cl3i136.0 (1)H8—C7—H9109.5
Cl3—Cu2—Cl3i98.9 (1)N3—C8—C7114.6 (2)
Cu1—O1—C14103.9 (2)N3—C8—C9121.9 (3)
Cu1—O1—H1112 (2)C7—C8—C9123.5 (3)
C14—O1—H1105 (2)C8—C9—C10119.4 (3)
Cu1—N1—C1126.3 (3)C8—C9—H10120.3
Cu1—N1—C5115.2 (2)C10—C9—H10120.3
C1—N1—C5118.5 (3)C9—C10—C11118.8 (3)
Cu1—N2—C6110.1 (2)C9—C10—H11120.6
Cu1—N2—C7105.1 (2)C11—C10—H11120.6
Cu1—N2—C13107.8 (2)C10—C11—C12119.6 (3)
C6—N2—C7112.2 (2)C10—C11—H12120.2
C6—N2—C13111.4 (2)C12—C11—H12120.2
C7—N2—C13110.1 (2)N3—C12—C11121.6 (3)
Cu1—N3—C8113.7 (2)N3—C12—H13119.2
Cu1—N3—C12127.5 (2)C11—C12—H13119.2
C8—N3—C12118.6 (3)N2—C13—C14111.0 (2)
N1—C1—C2122.8 (4)N2—C13—H14109.1
N1—C1—H2118.6N2—C13—H15109.1
C2—C1—H2118.6C14—C13—H14109.1
C1—C2—C3119.1 (3)C14—C13—H15109.1
C1—C2—H3120.4H14—C13—H15109.5
C3—C2—H3120.4O1—C14—C13110.1 (2)
C2—C3—C4119.3 (4)O1—C14—H16109.3
C2—C3—H4120.3O1—C14—H17109.3
C4—C3—H4120.3C13—C14—H16109.3
C3—C4—C5118.9 (4)C13—C14—H17109.3
C3—C4—H5120.6H16—C14—H17109.5
C5—C4—H5120.6
Symmetry codes: (i) x, y, z+1/2; (ii) x+1/2, y1/2, z+1; (iii) x, y+1, z; (iv) x, y1, z1/2; (v) x, y1, z+1/2.
(III) top
Crystal data top
[Cu(C18H24N4O)Cl]ClO4Dx = 1.599 Mg m3
Mr = 510.86Mo Kα radiation, λ = 0.71073 Å
Monoclinic, P21/nCell parameters from 25 reflections
a = 9.282 (3) Åθ = 10–15°
b = 11.592 (4) ŵ = 1.32 mm1
c = 19.731 (3) ÅT = 299 K
β = 90.76 (2)°Prism, blue
V = 2122.8 (9) Å30.6 × 0.3 × 0.2 mm
Z = 4
Data collection top
Rigaku AFC-5S
diffractometer
Rint = 0.015
θ–2θ scansθmax = 27.5°
Absorption correction: integration
(Coppens et al., 1965)
h = 012
Tmin = 0.638, Tmax = 0.799k = 015
5433 measured reflectionsl = 2626
4878 independent reflections3 standard reflections every 100 reflections
3479 reflections with I > 2σ(I) intensity decay: none
Refinement top
Refinement on F2H-atom parameters not refined
R[F2 > 2σ(F2)] = 0.049 w = 1/[σ2(Fo2) + (0.1(Fo2 + 2Fc2)/3)2]
wR(F2) = 0.197(Δ/σ)max = 0.011
S = 1.32Δρmax = 0.59 e Å3
4878 reflectionsΔρmin = 0.48 e Å3
271 parameters
Special details top

Refinement. Refinement using reflections with F2 > 0.0 σ(F2). The weighted R-factor (wR) and goodness of fit (S) are based on F2. R-factor (gt) are based on F. The threshold expression of F2 > 2.0 σ(F2) is used only for calculating R-factor (gt).

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Cu10.29803 (6)0.14321 (5)0.42748 (3)0.0326 (2)
Cl10.1413 (1)0.0017 (1)0.41111 (7)0.0514 (4)
Cl20.3531 (2)0.4078 (1)0.68156 (7)0.0512 (4)
O10.1291 (4)0.3132 (4)0.4439 (2)0.065 (1)
O20.2571 (8)0.3365 (7)0.6442 (3)0.118 (3)
O30.285 (1)0.5102 (6)0.6981 (4)0.150 (3)
O40.3898 (8)0.3430 (6)0.7394 (3)0.112 (2)
O50.4689 (8)0.4197 (7)0.6368 (3)0.126 (3)
N10.3453 (4)0.1664 (3)0.3302 (2)0.039 (1)
N20.4797 (4)0.2418 (3)0.4439 (2)0.0344 (9)
N30.3263 (4)0.1119 (3)0.5265 (2)0.038 (1)
N40.1802 (4)0.3274 (3)0.4293 (2)0.038 (1)
C10.2587 (6)0.1399 (5)0.2763 (3)0.052 (2)
C20.2947 (8)0.1702 (7)0.2114 (3)0.067 (2)
C30.4207 (9)0.2306 (8)0.2008 (3)0.086 (3)
C40.5110 (7)0.2564 (7)0.2551 (3)0.069 (2)
C50.4681 (5)0.2238 (4)0.3193 (2)0.041 (1)
C60.5635 (5)0.2470 (4)0.3801 (3)0.041 (1)
C70.5619 (5)0.1861 (4)0.5004 (3)0.041 (1)
C80.4590 (5)0.1377 (4)0.5511 (2)0.037 (1)
C90.4974 (6)0.1153 (5)0.6178 (3)0.048 (1)
C100.3954 (7)0.0688 (5)0.6608 (3)0.054 (2)
C110.2596 (6)0.0439 (5)0.6355 (3)0.052 (2)
C120.2291 (5)0.0660 (4)0.5690 (3)0.042 (1)
C130.4324 (5)0.3586 (4)0.4660 (3)0.041 (1)
C140.3075 (5)0.4028 (4)0.4237 (3)0.044 (1)
C150.1074 (6)0.3469 (5)0.4948 (3)0.048 (1)
C160.0325 (6)0.2807 (6)0.4976 (3)0.061 (2)
C170.0613 (6)0.2893 (6)0.3809 (3)0.060 (2)
C180.0754 (5)0.3563 (5)0.3747 (3)0.048 (1)
H10.17030.09910.28380.0630*
H20.23300.14960.17390.0807*
H30.44570.25440.15590.1039*
H40.60080.29580.24850.0827*
H50.60540.32230.37580.0492*
H60.63860.19010.38200.0492*
H70.62000.12490.48260.0496*
H80.62290.24230.52210.0496*
H90.59310.13170.63420.0580*
H100.41920.05400.70750.0651*
H110.18770.01150.66440.0620*
H120.13450.04820.55160.0503*
H130.40350.35460.51250.0498*
H140.51170.41110.46190.0498*
H150.33580.40610.37710.0525*
H160.28270.47890.43890.0525*
H170.16960.32180.53110.0582*
H180.08770.42770.49980.0582*
H190.07760.29580.54020.0736*
H200.01220.19970.49390.0736*
H210.04010.20830.37830.0718*
H220.12560.31010.34430.0718*
H230.05360.43710.37700.0579*
H240.11790.33920.33170.0579*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cu10.0274 (3)0.0329 (3)0.0376 (3)0.0049 (2)0.0009 (2)0.0011 (2)
Cl10.0420 (7)0.0484 (7)0.0638 (8)0.0182 (5)0.0033 (6)0.0059 (6)
Cl20.0669 (9)0.0443 (7)0.0424 (7)0.0011 (6)0.0020 (6)0.0027 (5)
O10.033 (2)0.099 (3)0.062 (2)0.012 (2)0.004 (2)0.013 (2)
O20.132 (6)0.134 (6)0.089 (4)0.037 (4)0.033 (4)0.013 (4)
O30.26 (1)0.071 (4)0.116 (5)0.054 (5)0.058 (6)0.001 (4)
O40.134 (6)0.123 (6)0.080 (4)0.018 (4)0.012 (4)0.039 (4)
O50.120 (5)0.150 (7)0.109 (5)0.006 (5)0.050 (4)0.036 (5)
N10.036 (2)0.040 (2)0.040 (2)0.001 (2)0.001 (2)0.003 (2)
N20.028 (2)0.031 (2)0.044 (2)0.001 (1)0.000 (1)0.001 (2)
N30.035 (2)0.033 (2)0.048 (2)0.001 (2)0.003 (2)0.003 (2)
N40.031 (2)0.037 (2)0.047 (2)0.006 (2)0.001 (2)0.002 (2)
C10.048 (3)0.062 (4)0.047 (3)0.007 (3)0.003 (2)0.011 (3)
C20.077 (4)0.085 (5)0.039 (3)0.012 (4)0.008 (3)0.008 (3)
C30.096 (6)0.125 (7)0.038 (3)0.030 (5)0.006 (3)0.003 (4)
C40.071 (4)0.091 (5)0.046 (3)0.024 (4)0.012 (3)0.003 (3)
C50.040 (2)0.043 (3)0.040 (2)0.001 (2)0.004 (2)0.001 (2)
C60.032 (2)0.045 (3)0.046 (3)0.005 (2)0.002 (2)0.000 (2)
C70.030 (2)0.042 (3)0.051 (3)0.000 (2)0.007 (2)0.005 (2)
C80.036 (2)0.035 (2)0.040 (2)0.001 (2)0.003 (2)0.001 (2)
C90.048 (3)0.051 (3)0.046 (3)0.005 (2)0.008 (2)0.001 (2)
C100.070 (4)0.056 (3)0.038 (3)0.005 (3)0.000 (2)0.007 (2)
C110.057 (3)0.045 (3)0.053 (3)0.001 (2)0.017 (2)0.007 (2)
C120.034 (2)0.042 (3)0.050 (3)0.000 (2)0.005 (2)0.004 (2)
C130.039 (2)0.031 (2)0.054 (3)0.004 (2)0.006 (2)0.007 (2)
C140.043 (3)0.030 (2)0.058 (3)0.002 (2)0.004 (2)0.002 (2)
C150.050 (3)0.053 (3)0.042 (3)0.019 (2)0.001 (2)0.003 (2)
C160.044 (3)0.089 (5)0.051 (3)0.011 (3)0.008 (2)0.014 (3)
C170.039 (3)0.087 (5)0.054 (3)0.007 (3)0.006 (2)0.010 (3)
C180.037 (2)0.059 (3)0.048 (3)0.011 (2)0.001 (2)0.007 (3)
Geometric parameters (Å, º) top
Cu1—Cl12.243 (1)C5—C61.506 (7)
Cu1—N11.993 (4)C6—H50.960
Cu1—N22.059 (4)C6—H60.960
Cu1—N32.000 (4)C7—C81.501 (7)
Cu1—N42.399 (4)C7—H70.960
Cl2—O21.416 (6)C7—H80.960
Cl2—O31.385 (6)C8—C91.384 (7)
Cl2—O41.404 (5)C9—C101.388 (8)
Cl2—O51.407 (6)C9—H90.960
O1—C161.429 (7)C10—C111.380 (8)
O1—C171.429 (7)C10—H100.961
N1—C11.359 (7)C11—C121.364 (7)
N1—C51.339 (6)C11—H110.960
N2—C61.490 (6)C12—H120.960
N2—C71.489 (6)C13—C141.509 (7)
N2—C131.490 (6)C13—H130.960
N3—C81.352 (6)C13—H140.960
N3—C121.349 (6)C14—H150.960
N4—C141.475 (6)C14—H160.960
N4—C151.483 (6)C15—C161.510 (9)
N4—C181.481 (6)C15—H170.960
C1—C21.372 (8)C15—H180.960
C1—H10.961C16—H190.960
C2—C31.381 (10)C16—H200.960
C2—H20.960C17—C181.494 (8)
C3—C41.386 (10)C17—H210.960
C3—H30.960C17—H220.960
C4—C51.385 (7)C18—H230.960
C4—H40.960C18—H240.960
Cl1···C12i3.544 (5)O3···C10iv3.340 (8)
O1···C6ii3.197 (6)O3···C4v3.42 (1)
O1···C7ii3.423 (6)O3···C17vi3.474 (10)
O2···C153.244 (8)O3···C6v3.511 (9)
O2···C4iii3.361 (10)O4···C17vii3.212 (8)
O2···C103.37 (1)O4···C1vii3.497 (9)
O2···C113.395 (9)O4···C103.538 (9)
O2···C3iii3.42 (1)O5···C14v3.167 (8)
O2···C93.44 (1)O5···C13v3.407 (8)
O2···C123.477 (9)O5···C133.457 (9)
O2···C83.505 (9)O5···C2vii3.50 (1)
O2···N33.553 (8)O5···C93.56 (1)
O3···C11iv3.338 (9)C6···C17viii3.517 (7)
Cl1—Cu1—N196.5 (1)N2—C7—H7109.4
Cl1—Cu1—N2165.2 (1)N2—C7—H8109.4
Cl1—Cu1—N394.7 (1)C8—C7—H7109.4
Cl1—Cu1—N4111.9 (1)C8—C7—H8109.4
N1—Cu1—N283.5 (2)H7—C7—H8109.5
N1—Cu1—N3159.6 (2)N3—C8—C7115.3 (4)
N1—Cu1—N490.0 (1)N3—C8—C9121.5 (4)
N2—Cu1—N381.4 (2)C7—C8—C9123.1 (4)
N2—Cu1—N482.9 (1)C8—C9—C10119.0 (5)
N3—Cu1—N4101.6 (1)C8—C9—H9120.5
O2—Cl2—O3109.8 (6)C10—C9—H9120.5
O2—Cl2—O4104.8 (4)C9—C10—C11119.2 (5)
O2—Cl2—O5102.2 (5)C9—C10—H10120.4
O3—Cl2—O4111.9 (4)C11—C10—H10120.4
O3—Cl2—O5114.6 (5)C10—C11—C12119.1 (5)
O4—Cl2—O5112.5 (4)C10—C11—H11120.5
C16—O1—C17108.4 (4)C12—C11—H11120.5
Cu1—N1—C1126.0 (4)N3—C12—C11122.7 (5)
Cu1—N1—C5114.8 (3)N3—C12—H12118.6
C1—N1—C5118.9 (4)C11—C12—H12118.7
Cu1—N2—C6109.0 (3)N2—C13—C14112.0 (4)
Cu1—N2—C7106.7 (3)N2—C13—H13108.8
Cu1—N2—C13107.8 (3)N2—C13—H14108.8
C6—N2—C7112.4 (4)C14—C13—H13108.8
C6—N2—C13111.7 (4)C14—C13—H14108.8
C7—N2—C13109.0 (4)H13—C13—H14109.5
Cu1—N3—C8114.7 (3)N4—C14—C13111.5 (4)
Cu1—N3—C12126.7 (3)N4—C14—H15109.0
C8—N3—C12118.5 (4)N4—C14—H16109.0
Cu1—N4—C1499.2 (3)C13—C14—H15109.0
Cu1—N4—C15111.2 (3)C13—C14—H16108.9
Cu1—N4—C18119.0 (3)H15—C14—H16109.5
C14—N4—C15110.5 (4)N4—C15—C16110.9 (5)
C14—N4—C18109.3 (4)N4—C15—H17109.1
C15—N4—C18107.3 (4)N4—C15—H18109.1
N1—C1—C2121.5 (5)C16—C15—H17109.1
N1—C1—H1119.2C16—C15—H18109.1
C2—C1—H1119.2H17—C15—H18109.5
C1—C2—C3119.3 (6)O1—C16—C15111.7 (5)
C1—C2—H2120.4O1—C16—H19108.9
C3—C2—H2120.4O1—C16—H20108.9
C2—C3—C4119.8 (6)C15—C16—H19108.9
C2—C3—H3120.2C15—C16—H20108.9
C4—C3—H3120.0H19—C16—H20109.4
C3—C4—C5118.0 (6)O1—C17—C18110.8 (5)
C3—C4—H4121.0O1—C17—H21109.2
C5—C4—H4121.0O1—C17—H22109.2
N1—C5—C4122.5 (5)C18—C17—H21109.2
N1—C5—C6117.0 (4)C18—C17—H22109.2
C4—C5—C6120.4 (5)H21—C17—H22109.4
N2—C6—C5111.0 (4)N4—C18—C17111.9 (4)
N2—C6—H5109.1N4—C18—H23108.8
N2—C6—H6109.1N4—C18—H24108.8
C5—C6—H5109.1C17—C18—H23108.9
C5—C6—H6109.1C17—C18—H24108.9
H5—C6—H6109.4H23—C18—H24109.5
N2—C7—C8109.6 (4)
Symmetry codes: (i) x, y, z+1; (ii) x1, y, z; (iii) x1/2, y+1/2, z+1/2; (iv) x+1/2, y+1/2, z+3/2; (v) x+1, y+1, z+1; (vi) x, y+1, z+1; (vii) x+1/2, y+1/2, z+1/2; (viii) x+1, y, z.
(IV) top
Crystal data top
[Cu(C19H26N4)Cl]PF6Dx = 1.599 Mg m3
Mr = 554.41Mo Kα radiation, λ = 0.71073 Å
Monoclinic, P21/cCell parameters from 25 reflections
a = 11.855 (3) Åθ = 10–15°
b = 15.258 (2) ŵ = 1.20 mm1
c = 13.186 (3) ÅT = 299 K
β = 105.14 (2)°Prism, blue
V = 2302.2 (7) Å30.6 × 0.3 × 0.3 mm
Z = 4
Data collection top
Rigaku AFC-5S
diffractometer
Rint = 0.026
θ–2θ scansθmax = 25.0°
Absorption correction: integration
(Coppens et al., 1965)
h = 014
Tmin = 0.654, Tmax = 0.717k = 018
4439 measured reflectionsl = 1515
4048 independent reflections3 standard reflections every 100 reflections
2903 reflections with I > 2σ(I) intensity decay: none
Refinement top
Refinement on F2H-atom parameters not refined
R[F2 > 2σ(F2)] = 0.045 w = 1/[σ2(Fo2) + (0.1(Fo2 + 2Fc2)/3)2]
wR(F2) = 0.147(Δ/σ)max = 0.002
S = 0.99Δρmax = 0.33 e Å3
4048 reflectionsΔρmin = 0.27 e Å3
289 parameters
Special details top

Refinement. Refinement using reflections with F2 > 0.0 σ(F2). The weighted R-factor (wR) and goodness of fit (S) are based on F2. R-factor (gt) are based on F. The threshold expression of F2 > 2.0 σ(F2) is used only for calculating R-factor (gt).

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Cu10.85260 (4)0.07907 (3)0.00216 (4)0.0493 (2)
Cl10.9661 (1)0.15244 (9)0.0808 (1)0.0729 (4)
P10.3561 (1)0.13326 (8)0.37571 (10)0.0655 (4)
F10.2400 (4)0.0775 (3)0.4051 (4)0.137 (2)
F20.3049 (4)0.2016 (3)0.4638 (4)0.153 (2)
F30.3086 (4)0.1851 (3)0.2936 (4)0.150 (2)
F40.4062 (3)0.0630 (3)0.2877 (3)0.107 (1)
F50.4700 (3)0.1899 (3)0.3446 (3)0.112 (1)
F60.4120 (5)0.0785 (3)0.4510 (3)0.144 (2)
N10.9544 (3)0.0936 (2)0.1488 (3)0.059 (1)
N20.7619 (3)0.0055 (2)0.0733 (3)0.0520 (9)
N30.7592 (3)0.0177 (2)0.1264 (2)0.0489 (9)
N40.7161 (3)0.1857 (2)0.0383 (2)0.0501 (9)
C11.0384 (4)0.1551 (4)0.1794 (4)0.072 (1)
C21.0948 (5)0.1671 (5)0.2849 (5)0.094 (2)
C31.0629 (6)0.1157 (5)0.3577 (5)0.101 (2)
C40.9784 (5)0.0536 (4)0.3260 (4)0.089 (2)
C50.9246 (4)0.0431 (3)0.2195 (4)0.064 (1)
C60.8343 (4)0.0264 (4)0.1798 (3)0.067 (1)
C70.7348 (4)0.0840 (3)0.0052 (4)0.061 (1)
C80.7071 (4)0.0564 (3)0.1083 (3)0.052 (1)
C90.6371 (4)0.1048 (3)0.1891 (4)0.063 (1)
C100.6231 (4)0.0767 (3)0.2909 (4)0.068 (1)
C110.6767 (4)0.0006 (3)0.3098 (3)0.068 (1)
C120.7434 (4)0.0444 (3)0.2266 (3)0.059 (1)
C130.6497 (4)0.0382 (3)0.0753 (4)0.062 (1)
C140.6688 (4)0.1327 (3)0.1108 (3)0.059 (1)
C150.6223 (4)0.2086 (3)0.0571 (3)0.058 (1)
C160.6654 (4)0.2684 (3)0.1280 (3)0.066 (1)
C170.7163 (5)0.3519 (3)0.0728 (4)0.079 (2)
C180.8090 (5)0.3298 (3)0.0263 (4)0.073 (2)
C190.7635 (4)0.2679 (3)0.0949 (3)0.062 (1)
H11.05950.19110.12740.0861*
H21.15490.21060.30630.1125*
H31.10010.12330.43110.1212*
H40.95600.01730.37690.1062*
H50.78470.03080.22660.0807*
H60.87290.08150.17780.0807*
H70.80100.12260.02040.0738*
H80.66870.11380.01820.0738*
H90.59900.15700.17460.0759*
H100.57620.11000.34840.0813*
H110.66710.02030.38020.0820*
H120.78090.09740.23980.0714*
H130.59780.03670.00590.0742*
H140.61510.00700.12280.0742*
H150.72280.13420.17920.0709*
H160.59540.15720.11450.0709*
H170.59370.15580.09460.0701*
H180.55980.23690.03590.0701*
H190.72480.23880.15240.0794*
H200.60140.28320.18690.0794*
H210.75050.38580.11850.0945*
H220.65540.38530.05510.0945*
H230.87410.30300.00760.0877*
H240.83440.38280.06470.0877*
H250.70220.29650.11760.0746*
H260.82600.25310.15490.0746*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cu10.0438 (3)0.0582 (3)0.0480 (3)0.0068 (2)0.0156 (2)0.0054 (2)
Cl10.0632 (7)0.0835 (8)0.0832 (8)0.0214 (6)0.0391 (6)0.0119 (6)
P10.0777 (8)0.0535 (7)0.0613 (7)0.0110 (6)0.0113 (6)0.0022 (5)
F10.118 (3)0.113 (3)0.146 (4)0.052 (2)0.024 (3)0.031 (3)
F20.146 (3)0.114 (3)0.161 (4)0.017 (3)0.027 (3)0.072 (3)
F30.180 (4)0.106 (3)0.206 (5)0.001 (3)0.125 (4)0.036 (3)
F40.117 (3)0.115 (3)0.090 (2)0.018 (2)0.028 (2)0.035 (2)
F50.093 (2)0.123 (3)0.120 (3)0.043 (2)0.029 (2)0.023 (2)
F60.253 (6)0.108 (3)0.090 (3)0.012 (3)0.080 (3)0.025 (2)
N10.045 (2)0.071 (2)0.056 (2)0.004 (2)0.007 (2)0.008 (2)
N20.047 (2)0.055 (2)0.055 (2)0.003 (2)0.015 (1)0.007 (2)
N30.051 (2)0.047 (2)0.049 (2)0.006 (2)0.016 (1)0.005 (1)
N40.049 (2)0.056 (2)0.047 (2)0.006 (2)0.015 (1)0.000 (1)
C10.048 (2)0.082 (3)0.081 (3)0.004 (2)0.009 (2)0.024 (3)
C20.056 (3)0.112 (5)0.098 (4)0.010 (3)0.008 (3)0.038 (4)
C30.075 (4)0.140 (6)0.070 (4)0.019 (4)0.011 (3)0.026 (4)
C40.073 (3)0.122 (5)0.062 (3)0.025 (3)0.001 (3)0.003 (3)
C50.053 (2)0.080 (3)0.058 (3)0.022 (2)0.010 (2)0.001 (2)
C60.069 (3)0.081 (3)0.052 (2)0.011 (2)0.016 (2)0.011 (2)
C70.059 (2)0.051 (2)0.073 (3)0.002 (2)0.015 (2)0.011 (2)
C80.048 (2)0.046 (2)0.063 (3)0.002 (2)0.015 (2)0.000 (2)
C90.052 (2)0.053 (2)0.082 (3)0.007 (2)0.013 (2)0.009 (2)
C100.063 (3)0.073 (3)0.062 (3)0.004 (2)0.008 (2)0.016 (2)
C110.078 (3)0.069 (3)0.055 (3)0.000 (3)0.013 (2)0.009 (2)
C120.073 (3)0.055 (2)0.053 (2)0.001 (2)0.021 (2)0.000 (2)
C130.050 (2)0.072 (3)0.069 (3)0.000 (2)0.026 (2)0.010 (2)
C140.052 (2)0.076 (3)0.055 (2)0.010 (2)0.024 (2)0.002 (2)
C150.051 (2)0.065 (3)0.055 (2)0.007 (2)0.007 (2)0.008 (2)
C160.080 (3)0.063 (3)0.052 (2)0.009 (2)0.011 (2)0.002 (2)
C170.092 (4)0.063 (3)0.080 (3)0.003 (3)0.022 (3)0.004 (3)
C180.079 (3)0.060 (3)0.083 (3)0.009 (2)0.025 (3)0.023 (2)
C190.063 (3)0.066 (3)0.055 (2)0.009 (2)0.012 (2)0.015 (2)
Geometric parameters (Å, º) top
Cu1—Cl12.243 (1)C6—H60.960
Cu1—N12.006 (3)C7—C81.506 (6)
Cu1—N22.056 (3)C7—H70.960
Cu1—N31.998 (3)C7—H80.960
Cu1—N42.428 (3)C8—C91.381 (6)
P1—F11.579 (4)C9—C101.377 (7)
P1—F21.561 (4)C9—H90.960
P1—F31.560 (4)C10—C111.378 (7)
P1—F41.578 (4)C10—H100.960
P1—F51.565 (3)C11—C121.358 (6)
P1—F61.570 (4)C11—H110.960
N1—C11.352 (6)C12—H120.960
N1—C51.327 (6)C13—C141.514 (7)
N2—C61.477 (5)C13—H130.960
N2—C71.480 (6)C13—H140.960
N2—C131.495 (5)C14—H150.960
N3—C81.340 (5)C14—H160.960
N3—C121.349 (5)C15—C161.490 (7)
N4—C141.471 (5)C15—H170.960
N4—C151.487 (5)C15—H180.960
N4—C191.492 (6)C16—C171.513 (7)
C1—C21.390 (7)C16—H190.960
C1—H10.960C16—H200.960
C2—C31.367 (10)C17—C181.509 (7)
C2—H20.960C17—H210.960
C3—C41.362 (9)C17—H220.960
C3—H30.960C18—C191.502 (7)
C4—C51.391 (7)C18—H230.960
C4—H40.960C18—H240.960
C5—C61.501 (7)C19—H250.960
C6—H50.960C19—H260.960
Cl1···C6i3.551 (5)F4···C103.348 (6)
Cl1···C7i3.579 (5)F4···C13iii3.411 (6)
F1···C3ii3.331 (7)F4···C113.434 (6)
F1···C6iii3.402 (7)F4···C6iii3.547 (6)
F1···C17iv3.504 (7)F5···C163.391 (6)
F2···C7v3.330 (6)F5···C9v3.452 (6)
F2···C3ii3.459 (7)F6···C11vi3.277 (6)
F2···C9v3.541 (7)F6···C10vi3.319 (6)
F3···C9v3.291 (6)F6···C113.423 (8)
F3···C6iii3.508 (7)C2···C10i3.600 (7)
Cl1—Cu1—N197.4 (1)N2—C7—C8109.4 (3)
Cl1—Cu1—N2171.0 (1)N2—C7—H7109.5
Cl1—Cu1—N395.2 (1)N2—C7—H8109.5
Cl1—Cu1—N4106.1 (1)C8—C7—H7109.5
N1—Cu1—N283.3 (1)C8—C7—H8109.5
N1—Cu1—N3158.4 (1)H7—C7—H8109.5
N1—Cu1—N490.0 (1)N3—C8—C7114.9 (4)
N2—Cu1—N381.5 (1)N3—C8—C9121.7 (4)
N2—Cu1—N482.9 (1)C7—C8—C9123.3 (4)
N3—Cu1—N4103.3 (1)C8—C9—C10118.8 (4)
F1—P1—F291.9 (2)C8—C9—H9120.6
F1—P1—F389.6 (3)C10—C9—H9120.6
F1—P1—F487.2 (2)C9—C10—C11119.6 (4)
F1—P1—F5178.6 (3)C9—C10—H10120.2
F1—P1—F692.4 (3)C11—C10—H10120.2
F2—P1—F392.1 (3)C10—C11—C12118.6 (4)
F2—P1—F4179.0 (2)C10—C11—H11120.7
F2—P1—F588.1 (2)C12—C11—H11120.7
F2—P1—F691.8 (3)N3—C12—C11122.8 (4)
F3—P1—F488.2 (3)N3—C12—H12118.6
F3—P1—F588.9 (2)C11—C12—H12118.6
F3—P1—F6175.5 (3)N2—C13—C14111.7 (3)
F4—P1—F592.8 (2)N2—C13—H13108.9
F4—P1—F687.9 (2)N2—C13—H14108.9
F5—P1—F689.0 (3)C14—C13—H13108.9
Cu1—N1—C1125.1 (3)C14—C13—H14108.9
Cu1—N1—C5114.2 (3)H13—C13—H14109.5
C1—N1—C5120.3 (4)N4—C14—C13111.9 (3)
Cu1—N2—C6109.0 (3)N4—C14—H15108.9
Cu1—N2—C7106.7 (2)N4—C14—H16108.9
Cu1—N2—C13107.5 (2)C13—C14—H15108.9
C6—N2—C7112.5 (3)C13—C14—H16108.9
C6—N2—C13112.2 (3)H15—C14—H16109.5
C7—N2—C13108.6 (3)N4—C15—C16111.8 (4)
Cu1—N3—C8115.1 (3)N4—C15—H17108.9
Cu1—N3—C12126.5 (3)N4—C15—H18108.9
C8—N3—C12118.5 (4)C16—C15—H17108.9
Cu1—N4—C1498.4 (2)C16—C15—H18108.9
Cu1—N4—C15112.4 (2)H17—C15—H18109.5
Cu1—N4—C19118.6 (2)C15—C16—C17111.9 (4)
C14—N4—C15110.5 (3)C15—C16—H19108.9
C14—N4—C19107.2 (3)C15—C16—H20108.9
C15—N4—C19109.0 (3)C17—C16—H19108.9
N1—C1—C2120.9 (6)C17—C16—H20108.9
N1—C1—H1119.5H19—C16—H20109.5
C2—C1—H1119.5C16—C17—C18109.7 (4)
C1—C2—C3118.6 (6)C16—C17—H21109.4
C1—C2—H2120.7C16—C17—H22109.4
C3—C2—H2120.7C18—C17—H21109.4
C2—C3—C4119.9 (5)C18—C17—H22109.4
C2—C3—H3120.0H21—C17—H22109.5
C4—C3—H3120.0C17—C18—C19111.5 (4)
C3—C4—C5119.8 (6)C17—C18—H23109.0
C3—C4—H4120.1C17—C18—H24109.0
C5—C4—H4120.1C19—C18—H23109.0
N1—C5—C4120.4 (5)C19—C18—H24109.0
N1—C5—C6117.4 (4)H23—C18—H24109.5
C4—C5—C6122.1 (5)N4—C19—C18112.1 (3)
N2—C6—C5111.4 (4)N4—C19—H25108.8
N2—C6—H5109.0N4—C19—H26108.8
N2—C6—H6109.0C18—C19—H25108.8
C5—C6—H5109.0C18—C19—H26108.8
C5—C6—H6109.0H25—C19—H26109.5
H5—C6—H6109.5
Symmetry codes: (i) x+2, y, z; (ii) x1, y, z1; (iii) x+1, y, z; (iv) x+1, y1/2, z1/2; (v) x+1, y+1/2, z1/2; (vi) x+1, y, z1.
 

Follow Acta Cryst. C
Sign up for e-alerts
Follow Acta Cryst. on Twitter
Follow us on facebook
Sign up for RSS feeds