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The title complex, [Cd(C17H13N2O2)2(C2H5OH)2], is centrosymmetric with a distorted octahedral coordination geometry. The pyrazolone ring is almost coplanar with the adjacent fused chelate ring [dihedral angle = 2.90 (3)°].

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S160053680302854X/om6195sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S160053680302854X/om6195Isup2.hkl
Contains datablock I

CCDC reference: 195694

Key indicators

  • Single-crystal X-ray study
  • T = 293 K
  • Mean [sigma](C-C) = 0.007 Å
  • R factor = 0.041
  • wR factor = 0.084
  • Data-to-parameter ratio = 13.5

checkCIF/PLATON results

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Alert level A PLAT220_ALERT_2_A Large Non-Solvent C Ueq(max)/Ueq(min) ... 8.31 Ratio PLAT222_ALERT_3_A Large Non-Solvent H Ueq(max)/Ueq(min) ... 6.60 Ratio PLAT360_ALERT_2_A Short C(sp3)-C(sp3) Bond C18 - C19 = 1.20 Ang.
Alert level C PLAT213_ALERT_2_C Atom C19 has ADP max/min Ratio ............. 3.10 prolat PLAT241_ALERT_2_C Check High U(eq) as Compared to Neighbors .... C4 PLAT242_ALERT_2_C Check Low U(eq) as Compared to Neighbors .... O3 PLAT242_ALERT_2_C Check Low U(eq) as Compared to Neighbors .... C6 PLAT242_ALERT_2_C Check Low U(eq) as Compared to Neighbors .... C18 PLAT320_ALERT_2_C Check Hybridisation of C18 in Main Residue . ? PLAT331_ALERT_2_C Small Av. Phenyl C-C Dist. C1 - C6 = 1.37 Ang. PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 1 O1 -CD1 -O1 -C7 121.00100.00 2.666 1.555 1.555 1.555 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 8 O2 -CD1 -O2 -C11 -177.00100.00 2.666 1.555 1.555 1.555 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 15 O3 -CD1 -O3 -C18 119.00100.00 2.666 1.555 1.555 1.555
3 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 10 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 9 ALERT type 2 Indicator that the structure model may be wrong or deficient 1 ALERT type 3 Indicator that the structure quality may be low 3 ALERT type 4 Improvement, methodology, query or suggestion

Computing details top

Data collection: SMART (Bruker, 1998); cell refinement: SMART; data reduction: SHELXTL and SAINT (Bruker, 1999); program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

bis(4-benzoyl-3-methyl-1-phenyl-1H-pyrazol-5-one)diethanolcadmium(II) top
Crystal data top
[Cd(C17H13N2O2)2(C2H6O)2]Z = 1
Mr = 759.12F(000) = 390
Triclinic, P1Dx = 1.448 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 9.130 (3) ÅCell parameters from 825 reflections
b = 10.321 (4) Åθ = 2.6–26.0°
c = 10.904 (4) ŵ = 0.68 mm1
α = 106.791 (6)°T = 293 K
β = 107.621 (5)°Prism, colorless
γ = 104.581 (5)°0.25 × 0.20 × 0.20 mm
V = 870.4 (5) Å3
Data collection top
Bruker SMART CCD area-detector
diffractometer
3055 independent reflections
Radiation source: fine-focus sealed tube2492 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.020
φ and ω scansθmax = 25.0°, θmin = 2.2°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
h = 1010
Tmin = 0.849, Tmax = 0.876k = 912
3601 measured reflectionsl = 128
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)] = 0.041Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.084H atoms treated by a mixture of independent and constrained refinement
S = 0.98 w = 1/[σ2(Fo2) + (0.0401P)2]
where P = (Fo2 + 2Fc2)/3
3055 reflections(Δ/σ)max < 0.001
227 parametersΔρmax = 0.51 e Å3
2 restraintsΔρmin = 0.39 e Å3
Special details top

Experimental. Analysis, calculated for C38H38CdN4O6: C, 60.12; H, 5.04; N, 7.38%; found: C, 60.01, H, 4.98, N, 7.26%. IR spectra in the region of 4000 - 400 cm-1 were determined with a KBr pellet on PE1730(USA) IR Spectrophotometer. The C=O absorption bands, observed at 1637 and 1505 cm-1 for PMBP shifted to 1609 and 1497 cm-1 for the Cd2+ complex.

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
Cd10.50000.50000.50000.04080 (16)
O10.2323 (2)0.3975 (3)0.3586 (2)0.0416 (6)
O20.4159 (3)0.4038 (3)0.6418 (2)0.0481 (7)
O30.5444 (3)0.2936 (3)0.3856 (3)0.0573 (7)
H30.637 (3)0.307 (4)0.393 (4)0.065 (13)*
N10.0446 (3)0.3254 (3)0.3234 (3)0.0326 (6)
N20.1415 (3)0.2925 (3)0.3962 (3)0.0361 (7)
C10.2945 (4)0.2330 (5)0.1132 (4)0.0617 (12)
H1A0.35450.19860.16010.074*
C20.3754 (5)0.2126 (5)0.0241 (4)0.0725 (14)
H2A0.49000.16630.06830.087*
C30.2911 (5)0.2589 (5)0.0949 (4)0.0673 (13)
H3A0.34650.24420.18760.081*
C40.1249 (6)0.3269 (6)0.0297 (4)0.0854 (16)
H4A0.06570.35890.07830.102*
C50.0410 (5)0.3497 (5)0.1091 (4)0.0699 (14)
H5A0.07350.39660.15280.084*
C60.1262 (4)0.3036 (4)0.1808 (3)0.0344 (8)
C70.1202 (4)0.3598 (3)0.4008 (3)0.0311 (8)
C80.1277 (4)0.3391 (3)0.5261 (3)0.0302 (7)
C90.0394 (4)0.2994 (4)0.5149 (3)0.0332 (8)
C100.1059 (4)0.2770 (5)0.6195 (4)0.0536 (11)
H10A0.22380.25050.58010.080*
H10B0.05650.36550.70210.080*
H10C0.08040.20050.64350.080*
C110.2721 (4)0.3497 (4)0.6323 (3)0.0335 (8)
C120.2517 (4)0.2872 (4)0.7371 (3)0.0342 (8)
C130.3009 (4)0.3788 (4)0.8751 (4)0.0475 (10)
H13A0.35080.47910.90470.057*
C140.2745 (5)0.3187 (6)0.9689 (4)0.0689 (13)
H14A0.30630.37911.06170.083*
C150.2021 (6)0.1713 (7)0.9255 (6)0.0762 (15)
H15A0.18320.13230.98870.091*
C160.1573 (5)0.0809 (5)0.7906 (5)0.0694 (13)
H16A0.10990.01950.76220.083*
C170.1826 (4)0.1390 (4)0.6958 (4)0.0517 (10)
H17A0.15270.07740.60370.062*
C180.4390 (7)0.1472 (6)0.3204 (7)0.125 (3)
H18A0.37920.13110.22370.150*
H18B0.51100.09240.31850.150*
C190.3375 (12)0.0859 (8)0.3536 (11)0.251 (6)
H19A0.27510.01180.28420.376*
H19B0.26420.13730.36070.376*
H19C0.39170.08280.44260.376*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cd10.0238 (2)0.0542 (3)0.0467 (3)0.01071 (18)0.01608 (18)0.0244 (2)
O10.0245 (12)0.0620 (17)0.0411 (14)0.0101 (12)0.0160 (11)0.0264 (13)
O20.0273 (13)0.0709 (19)0.0472 (15)0.0104 (13)0.0129 (11)0.0339 (14)
O30.0343 (15)0.0529 (19)0.082 (2)0.0142 (14)0.0307 (15)0.0176 (15)
N10.0242 (14)0.0456 (19)0.0339 (16)0.0128 (13)0.0152 (12)0.0200 (14)
N20.0272 (14)0.049 (2)0.0392 (17)0.0151 (14)0.0180 (13)0.0213 (15)
C10.036 (2)0.100 (4)0.045 (2)0.020 (2)0.0162 (19)0.027 (2)
C20.040 (2)0.112 (4)0.046 (3)0.030 (3)0.008 (2)0.015 (3)
C30.066 (3)0.096 (4)0.032 (2)0.040 (3)0.009 (2)0.017 (2)
C40.064 (3)0.149 (5)0.042 (3)0.029 (3)0.025 (2)0.041 (3)
C50.039 (2)0.122 (4)0.047 (3)0.018 (2)0.017 (2)0.041 (3)
C60.0312 (18)0.040 (2)0.0329 (19)0.0166 (16)0.0123 (15)0.0140 (17)
C70.0231 (16)0.033 (2)0.0335 (19)0.0077 (15)0.0105 (14)0.0109 (16)
C80.0256 (16)0.034 (2)0.0336 (18)0.0102 (15)0.0134 (15)0.0160 (16)
C90.0307 (17)0.036 (2)0.038 (2)0.0129 (16)0.0173 (16)0.0165 (16)
C100.041 (2)0.086 (3)0.054 (2)0.028 (2)0.0292 (19)0.040 (2)
C110.0303 (18)0.038 (2)0.0317 (18)0.0113 (16)0.0131 (15)0.0136 (16)
C120.0231 (16)0.041 (2)0.039 (2)0.0117 (16)0.0102 (15)0.0200 (18)
C130.040 (2)0.056 (3)0.040 (2)0.0116 (19)0.0153 (17)0.018 (2)
C140.060 (3)0.112 (5)0.042 (2)0.032 (3)0.025 (2)0.036 (3)
C150.059 (3)0.115 (5)0.087 (4)0.031 (3)0.038 (3)0.076 (4)
C160.057 (3)0.068 (3)0.094 (4)0.019 (2)0.025 (3)0.055 (3)
C170.047 (2)0.052 (3)0.051 (2)0.013 (2)0.0161 (19)0.024 (2)
C180.085 (4)0.066 (4)0.182 (7)0.010 (3)0.078 (4)0.001 (4)
C190.312 (13)0.076 (6)0.401 (15)0.011 (7)0.301 (13)0.033 (7)
Geometric parameters (Å, º) top
Cd1—O12.224 (2)C7—C81.427 (4)
Cd1—O1i2.224 (2)C8—C111.421 (4)
Cd1—O22.278 (2)C8—C91.433 (4)
Cd1—O2i2.278 (2)C9—C101.492 (4)
Cd1—O32.338 (3)C10—H10A0.960
Cd1—O3i2.338 (3)C10—H10B0.960
O1—C71.264 (3)C10—H10C0.960
O2—C111.250 (4)C11—C121.500 (4)
O3—C181.396 (6)C12—C171.372 (5)
O3—H30.800 (18)C12—C131.385 (5)
N1—C71.376 (4)C13—C141.389 (5)
N1—N21.399 (3)C13—H13A0.930
N1—C61.427 (4)C14—C151.365 (6)
N2—C91.316 (4)C14—H14A0.930
C1—C61.369 (5)C15—C161.361 (6)
C1—C21.379 (5)C15—H15A0.930
C1—H1A0.9300C16—C171.384 (5)
C2—C31.343 (6)C16—H16A0.930
C2—H2A0.9300C17—H17A0.930
C3—C41.350 (6)C18—C191.196 (7)
C3—H3A0.9300C18—H18A0.970
C4—C51.391 (5)C18—H18B0.970
C4—H4A0.9300C19—H19A0.960
C5—C61.356 (5)C19—H19B0.960
C5—H5A0.9300C19—H19C0.960
O1—Cd1—O1i180.00 (7)C11—C8—C7125.5 (3)
O1—Cd1—O283.84 (8)C11—C8—C9129.5 (3)
O1i—Cd1—O296.16 (8)C7—C8—C9105.0 (3)
O1—Cd1—O2i96.16 (8)N2—C9—C8111.7 (3)
O1i—Cd1—O2i83.84 (8)N2—C9—C10118.5 (3)
O2—Cd1—O2i180.0C8—C9—C10129.6 (3)
O1—Cd1—O390.87 (9)C9—C10—H10A109.5
O1i—Cd1—O389.13 (9)C9—C10—H10B109.5
O2—Cd1—O393.46 (10)H10A—C10—H10B109.5
O2i—Cd1—O386.54 (10)C9—C10—H10C109.5
O1—Cd1—O3i89.13 (9)H10A—C10—H10C109.5
O1i—Cd1—O3i90.87 (9)H10B—C10—H10C109.5
O2—Cd1—O3i86.54 (10)O2—C11—C8124.2 (3)
O2i—Cd1—O3i93.46 (10)O2—C11—C12117.3 (3)
O3—Cd1—O3i180.000 (1)C8—C11—C12118.5 (3)
C7—O1—Cd1122.8 (2)C17—C12—C13119.9 (3)
C11—O2—Cd1128.6 (2)C17—C12—C11120.0 (3)
C18—O3—Cd1130.0 (3)C13—C12—C11120.1 (3)
C18—O3—H3114 (3)C12—C13—C14119.0 (4)
Cd1—O3—H3115 (3)C12—C13—H13A120.5
C7—N1—N2111.6 (2)C14—C13—H13A120.5
C7—N1—C6129.5 (2)C15—C14—C13120.4 (4)
N2—N1—C6118.5 (2)C15—C14—H14A119.8
C9—N2—N1106.0 (2)C13—C14—H14A119.8
C6—C1—C2120.3 (4)C16—C15—C14120.7 (4)
C6—C1—H1A119.8C16—C15—H15A119.7
C2—C1—H1A119.8C14—C15—H15A119.7
C3—C2—C1120.9 (4)C15—C16—C17119.7 (4)
C3—C2—H2A119.5C15—C16—H16A120.2
C1—C2—H2A119.5C17—C16—H16A120.2
C2—C3—C4119.2 (4)C12—C17—C16120.3 (4)
C2—C3—H3A120.4C12—C17—H17A119.8
C4—C3—H3A120.4C16—C17—H17A119.8
C3—C4—C5120.8 (4)C19—C18—O3127.6 (6)
C3—C4—H4A119.6C19—C18—H18A105.4
C5—C4—H4A119.6O3—C18—H18A105.4
C6—C5—C4120.0 (4)C19—C18—H18B105.4
C6—C5—H5A120.0O3—C18—H18B105.4
C4—C5—H5A120.0H18A—C18—H18B106.0
C5—C6—C1118.7 (3)C18—C19—H19A109.5
C5—C6—N1121.6 (3)C18—C19—H19B109.5
C1—C6—N1119.6 (3)H19A—C19—H19B109.5
O1—C7—N1123.2 (3)C18—C19—H19C109.5
O1—C7—C8131.2 (3)H19A—C19—H19C109.5
N1—C7—C8105.6 (2)H19B—C19—H19C109.5
O1i—Cd1—O1—C7121 (100)C6—N1—C7—O110.0 (5)
O2—Cd1—O1—C719.0 (2)N2—N1—C7—C83.6 (3)
O2i—Cd1—O1—C7161.0 (2)C6—N1—C7—C8168.5 (3)
O3—Cd1—O1—C7112.4 (3)O1—C7—C8—C114.0 (6)
O3i—Cd1—O1—C767.6 (3)N1—C7—C8—C11174.3 (3)
O1—Cd1—O2—C1112.1 (3)O1—C7—C8—C9178.9 (3)
O1i—Cd1—O2—C11167.9 (3)N1—C7—C8—C92.8 (3)
O2i—Cd1—O2—C11177 (100)N1—N2—C9—C80.9 (4)
O3—Cd1—O2—C11102.6 (3)N1—N2—C9—C10176.7 (3)
O3i—Cd1—O2—C1177.4 (3)C11—C8—C9—N2175.8 (3)
O1—Cd1—O3—C1831.5 (5)C7—C8—C9—N21.2 (4)
O1i—Cd1—O3—C18148.5 (5)C11—C8—C9—C109.0 (6)
O2—Cd1—O3—C1852.3 (5)C7—C8—C9—C10174.0 (3)
O2i—Cd1—O3—C18127.7 (5)Cd1—O2—C11—C80.6 (5)
O3i—Cd1—O3—C18119 (100)Cd1—O2—C11—C12177.0 (2)
C7—N1—N2—C92.9 (3)C7—C8—C11—O213.5 (5)
C6—N1—N2—C9170.1 (3)C9—C8—C11—O2170.1 (3)
C6—C1—C2—C31.3 (7)C7—C8—C11—C12164.0 (3)
C1—C2—C3—C40.4 (7)C9—C8—C11—C1212.4 (5)
C2—C3—C4—C50.2 (8)O2—C11—C12—C17108.8 (4)
C3—C4—C5—C60.1 (8)C8—C11—C12—C1768.9 (4)
C4—C5—C6—C11.0 (6)O2—C11—C12—C1372.0 (4)
C4—C5—C6—N1179.8 (4)C8—C11—C12—C13110.3 (4)
C2—C1—C6—C51.6 (6)C17—C12—C13—C141.9 (5)
C2—C1—C6—N1179.2 (4)C11—C12—C13—C14177.3 (3)
C7—N1—C6—C516.6 (6)C12—C13—C14—C150.4 (6)
N2—N1—C6—C5171.8 (3)C13—C14—C15—C161.1 (7)
C7—N1—C6—C1162.6 (4)C14—C15—C16—C171.2 (7)
N2—N1—C6—C19.0 (5)C13—C12—C17—C161.9 (5)
Cd1—O1—C7—N1165.8 (2)C11—C12—C17—C16177.4 (3)
Cd1—O1—C7—C816.2 (5)C15—C16—C17—C120.4 (6)
N2—N1—C7—O1177.9 (3)Cd1—O3—C18—C1934.0 (13)
Symmetry code: (i) x+1, y+1, z+1.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O3—H3···N2ii0.80 (2)2.05 (2)2.839 (4)168 (4)
Symmetry code: (ii) x+1, y, z.
 

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