Download citation
Download citation
link to html
In the title copper(II) complex, di­chloro­[(RS)-1-(4-chloro­phenyl)-4,4-di­methyl-3-(1H-1,2,4-triazol-1-yl­methyl-κN4)­pentan-3-ol]copper(II) ethanol tetrasolvate, [CuCl2(C16H22ClN3O)4]·4C2H5OH, formed with the triazole fungicide tebuconazole, the Cu atom lies on an inversion center and has an elongated octahedral coordination. The mol­ecules are linked to form a network via O—H...Cl and O—H...O hydrogen bonds.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805004939/dn6189sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536805004939/dn6189Isup2.hkl
Contains datablock I

CCDC reference: 269550

Key indicators

  • Single-crystal X-ray study
  • T = 273 K
  • Mean [sigma](C-C) = 0.005 Å
  • Disorder in solvent or counterion
  • R factor = 0.051
  • wR factor = 0.118
  • Data-to-parameter ratio = 15.1

checkCIF/PLATON results

No syntax errors found



Alert level B PLAT029_ALERT_3_B _diffrn_measured_fraction_theta_full Low ....... 0.94
Alert level C REFLT03_ALERT_3_C Reflection count < 95% complete From the CIF: _diffrn_reflns_theta_max 25.35 From the CIF: _diffrn_reflns_theta_full 0.00 From the CIF: _reflns_number_total 7023 TEST2: Reflns within _diffrn_reflns_theta_max Count of symmetry unique reflns 7472 Completeness (_total/calc) 93.99% PLAT022_ALERT_3_C Ratio Unique / Expected Reflections too Low .... 0.94 PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT143_ALERT_4_C su on c - Axis Small or Missing (x 100000) ..... 10 Ang. PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.64 Ratio PLAT222_ALERT_3_C Large Non-Solvent H Ueq(max)/Ueq(min) ... 3.16 Ratio PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C40 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 C71 PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor .... 2.13 PLAT302_ALERT_4_C Anion/Solvent Disorder ......................... 33.00 Perc. PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 2
0 ALERT level A = In general: serious problem 1 ALERT level B = Potentially serious problem 12 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 4 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 4 ALERT type 4 Improvement, methodology, query or suggestion

Computing details top

Data collection: PROCESS-AUTO (Rigaku, 1998); cell refinement: PROCESS-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2004); program(s) used to solve structure: SIR97 (Altomare et al., 1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).

dichloro[(RS)-1-(4-chlorophenyl)-4,4-dimethyl-3-(1H-1,2,4-triazol-1-ylmethyl- κN4)pentan-3-ol]copper(II) ethanol tetrasolvate top
Crystal data top
[CuCl2(C16H22ClN3O)4]·4C2H6OZ = 1
Mr = 1549.98F(000) = 823.00
Triclinic, P1Dx = 1.263 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71069 Å
a = 9.7162 (1) ÅCell parameters from 7526 reflections
b = 14.3502 (2) Åθ = 2.2–27.4°
c = 15.8887 (1) ŵ = 0.52 mm1
α = 71.175 (3)°T = 273 K
β = 79.856 (3)°Chunk, blue
γ = 78.059 (1)°0.26 × 0.23 × 0.20 mm
V = 2037.12 (5) Å3
Data collection top
Rigaku R-AXIS RAPID
diffractometer
7023 independent reflections
Radiation source: rotation anode5140 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.043
Detector resolution: 10.00 pixels mm-1θmax = 25.4°, θmin = 2.3°
ω scansh = 1111
Absorption correction: multi-scan
(ABSCOR; Higashi, 1995)
k = 1717
Tmin = 0.864, Tmax = 0.901l = 1919
15280 measured reflections
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)] = 0.051Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.118H-atom parameters constrained
S = 1.01 w = 1/[σ2(Fo2) + (0.0531P)2 + 0.9071P]
where P = (Fo2 + 2Fc2)/3
7023 reflections(Δ/σ)max = 0.001
465 parametersΔρmax = 0.37 e Å3
3 restraintsΔρmin = 0.33 e Å3
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)
Cu10.50000.50000.50000.03829 (15)
Cl10.19339 (14)0.94469 (8)0.00449 (6)0.0929 (4)
Cl20.10710 (12)0.94129 (7)0.73364 (9)0.0916 (4)
Cl30.26646 (7)0.39299 (5)0.55509 (5)0.04698 (19)
O10.0851 (2)0.67221 (12)0.56382 (13)0.0404 (5)
H1010.13300.66650.52870.061*
O20.2831 (2)0.30044 (14)0.85305 (15)0.0512 (5)
H2010.23160.34660.82190.077*
O70.1195 (2)0.43371 (16)0.73114 (14)0.0518 (5)
H70.14610.41950.68420.078*
N10.3756 (2)0.62379 (16)0.52122 (15)0.0359 (5)
N20.2876 (2)0.78461 (17)0.50544 (18)0.0474 (6)
N30.1943 (2)0.72498 (16)0.55826 (15)0.0373 (5)
N40.5456 (2)0.45369 (16)0.62674 (15)0.0373 (5)
N50.6200 (3)0.4575 (2)0.75103 (18)0.0569 (7)
N60.5458 (2)0.38147 (17)0.76913 (16)0.0420 (6)
C10.2474 (3)0.62990 (19)0.56750 (18)0.0375 (6)
H10.20240.57600.60100.045*
C20.3937 (3)0.7200 (2)0.4848 (2)0.0465 (7)
H20.47510.73890.44800.056*
C30.0556 (3)0.7677 (2)0.5939 (2)0.0424 (7)
H3A0.06000.83440.59470.051*
H3B0.03410.72790.65540.051*
C40.0657 (3)0.77371 (18)0.54102 (18)0.0358 (6)
C50.0274 (3)0.81795 (19)0.43981 (18)0.0378 (6)
H5A0.11450.84950.41350.045*
H5B0.02850.86990.43050.045*
C60.0544 (3)0.7458 (2)0.38837 (18)0.0419 (7)
H6A0.14240.71390.41350.050*
H6B0.00110.69420.39560.050*
C70.0868 (3)0.79771 (19)0.29050 (18)0.0376 (6)
C80.0041 (3)0.7971 (2)0.2289 (2)0.0484 (7)
H80.07490.76530.24880.058*
C90.0347 (4)0.8421 (2)0.1388 (2)0.0578 (9)
H90.02190.83990.09820.069*
C100.1497 (4)0.8902 (2)0.1100 (2)0.0537 (8)
C110.2322 (3)0.8945 (2)0.1689 (2)0.0527 (8)
H110.30910.92850.14870.063*
C120.2011 (3)0.8480 (2)0.2587 (2)0.0479 (7)
H120.25820.85050.29890.057*
C130.2027 (3)0.8365 (2)0.5776 (2)0.0437 (7)
C140.3323 (3)0.8267 (3)0.5403 (2)0.0609 (9)
H14A0.34490.75800.55970.091*
H14B0.31830.84980.47610.091*
H14C0.41500.86600.56190.091*
C150.2286 (4)0.7979 (3)0.6795 (2)0.0642 (9)
H15A0.31970.82930.70000.096*
H15B0.15640.81310.70490.096*
H15C0.22590.72700.69780.096*
C160.1896 (3)0.9477 (2)0.5497 (2)0.0607 (9)
H16A0.27320.98370.57410.091*
H16B0.17910.97360.48560.091*
H16C0.10820.95510.57210.091*
C310.5016 (3)0.3809 (2)0.69513 (19)0.0426 (7)
H310.44770.33590.69180.051*
C320.6177 (3)0.4976 (2)0.6643 (2)0.0544 (8)
H320.66230.55190.63140.065*
C330.5165 (3)0.3205 (2)0.86108 (19)0.0468 (7)
H33A0.57510.33370.89800.056*
H33B0.54280.25070.86360.056*
C340.3607 (3)0.3391 (2)0.90011 (19)0.0422 (7)
C350.3035 (3)0.4508 (2)0.8798 (2)0.0453 (7)
H35A0.30530.47780.81530.054*
H35B0.20470.45700.90480.054*
C360.3705 (3)0.5194 (2)0.9101 (2)0.0553 (8)
H36A0.35200.50450.97470.066*
H36B0.47230.50860.89390.066*
C370.3103 (3)0.6270 (2)0.8665 (2)0.0507 (8)
C380.3558 (4)0.6766 (2)0.7798 (2)0.0596 (9)
H380.42900.64400.74820.072*
C390.2964 (4)0.7737 (3)0.7376 (3)0.0636 (9)
H390.32920.80610.67890.076*
C400.1886 (4)0.8205 (2)0.7846 (3)0.0585 (9)
C410.1422 (4)0.7745 (3)0.8703 (3)0.0684 (10)
H410.06940.80780.90160.082*
C420.2032 (4)0.6777 (3)0.9117 (3)0.0673 (10)
H420.17120.64660.97100.081*
C430.3412 (3)0.2754 (2)1.0006 (2)0.0517 (8)
C440.4399 (4)0.2914 (3)1.0572 (2)0.0767 (11)
H44A0.43380.36161.04790.115*
H44B0.53550.26381.04000.115*
H44C0.41290.25901.11920.115*
C450.3675 (5)0.1645 (3)1.0086 (3)0.0898 (13)
H45A0.46520.14450.98890.135*
H45B0.30850.15240.97190.135*
H45C0.34540.12681.06990.135*
C460.1885 (4)0.3018 (4)1.0407 (3)0.0947 (14)
H46A0.17140.25521.09890.142*
H46B0.12450.29891.00240.142*
H46C0.17390.36801.04610.142*
C710.0312 (3)0.4623 (2)0.7399 (2)0.0562 (8)
H71A0.07630.40590.74580.067*
H71B0.05910.51530.68700.067*
C720.0760 (4)0.4968 (4)0.8192 (3)0.1138 (19)
H72A0.06260.44130.87210.171*
H72B0.17430.52600.82030.171*
H72C0.02050.54570.81730.171*
O6A0.5683 (14)0.8488 (9)0.2206 (12)0.081 (3)0.50
H6A10.62850.80740.20360.121*0.50
C61A0.6346 (9)0.9068 (7)0.2536 (8)0.081 (3)0.50
H61A0.72050.92370.21490.097*0.50
H61B0.65910.87000.31330.097*0.50
C62A0.5305 (16)0.9998 (7)0.2553 (9)0.087 (3)0.50
H62A0.53351.04670.19650.131*0.50
H62B0.55481.02870.29640.131*0.50
H62C0.43690.98330.27430.131*0.50
O6B0.5826 (16)0.8352 (8)0.2439 (12)0.087 (3)0.50
H6B10.58570.81180.29800.131*0.50
C61B0.6110 (12)0.9344 (6)0.2152 (8)0.087 (3)0.50
H61C0.57680.97190.15810.105*0.50
H61D0.71130.93610.21100.105*0.50
C62B0.5262 (16)0.9731 (7)0.2915 (8)0.087 (3)0.50
H62D0.42710.97410.29150.131*0.50
H62E0.54281.03930.28300.131*0.50
H62F0.55570.93000.34760.131*0.50
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cu10.0371 (3)0.0388 (3)0.0369 (3)0.0054 (2)0.0059 (2)0.0147 (2)
Cl10.1276 (9)0.0935 (7)0.0425 (5)0.0238 (7)0.0021 (5)0.0022 (5)
Cl20.1034 (8)0.0479 (5)0.1269 (10)0.0036 (5)0.0480 (7)0.0223 (6)
Cl30.0381 (4)0.0539 (4)0.0549 (5)0.0115 (3)0.0020 (3)0.0236 (4)
O10.0468 (12)0.0301 (9)0.0437 (12)0.0057 (9)0.0080 (9)0.0093 (8)
O20.0561 (13)0.0473 (11)0.0579 (14)0.0051 (10)0.0231 (10)0.0196 (11)
O70.0432 (11)0.0631 (13)0.0510 (14)0.0063 (10)0.0078 (9)0.0200 (11)
N10.0287 (11)0.0366 (12)0.0424 (14)0.0022 (10)0.0044 (10)0.0136 (10)
N20.0374 (13)0.0345 (12)0.0738 (19)0.0065 (12)0.0073 (12)0.0198 (12)
N30.0344 (12)0.0358 (12)0.0462 (14)0.0019 (11)0.0075 (10)0.0190 (11)
N40.0347 (12)0.0417 (12)0.0361 (13)0.0033 (11)0.0043 (10)0.0141 (11)
N50.0529 (16)0.0756 (18)0.0475 (17)0.0320 (15)0.0074 (12)0.0114 (14)
N60.0367 (13)0.0454 (13)0.0421 (15)0.0055 (11)0.0073 (10)0.0098 (11)
C10.0383 (15)0.0338 (14)0.0418 (16)0.0043 (13)0.0068 (12)0.0132 (12)
C20.0367 (16)0.0416 (16)0.061 (2)0.0114 (14)0.0001 (14)0.0145 (14)
C30.0385 (15)0.0437 (15)0.0500 (18)0.0022 (13)0.0040 (13)0.0267 (14)
C40.0337 (14)0.0330 (13)0.0413 (16)0.0017 (12)0.0025 (11)0.0153 (12)
C50.0352 (14)0.0313 (13)0.0445 (17)0.0025 (12)0.0042 (12)0.0102 (12)
C60.0461 (16)0.0370 (14)0.0419 (17)0.0061 (13)0.0016 (13)0.0130 (13)
C70.0392 (15)0.0316 (13)0.0402 (16)0.0006 (12)0.0031 (12)0.0121 (12)
C80.0479 (17)0.0440 (16)0.055 (2)0.0139 (14)0.0074 (15)0.0124 (15)
C90.071 (2)0.0578 (19)0.047 (2)0.0106 (18)0.0223 (17)0.0111 (16)
C100.065 (2)0.0469 (17)0.0413 (19)0.0033 (17)0.0026 (15)0.0078 (14)
C110.0470 (17)0.0532 (18)0.055 (2)0.0143 (15)0.0019 (15)0.0117 (16)
C120.0446 (17)0.0518 (17)0.0483 (19)0.0102 (15)0.0064 (14)0.0142 (15)
C130.0359 (15)0.0376 (15)0.0531 (19)0.0013 (13)0.0008 (13)0.0150 (13)
C140.0356 (16)0.064 (2)0.079 (3)0.0054 (16)0.0039 (16)0.0259 (18)
C150.056 (2)0.071 (2)0.056 (2)0.0051 (18)0.0098 (16)0.0242 (18)
C160.054 (2)0.0398 (16)0.083 (3)0.0042 (15)0.0050 (17)0.0254 (17)
C310.0433 (16)0.0461 (16)0.0408 (18)0.0089 (14)0.0055 (13)0.0150 (14)
C320.0559 (19)0.062 (2)0.048 (2)0.0257 (17)0.0043 (15)0.0113 (16)
C330.0445 (16)0.0490 (17)0.0406 (17)0.0025 (14)0.0117 (13)0.0043 (14)
C340.0436 (16)0.0446 (16)0.0425 (17)0.0077 (14)0.0090 (13)0.0161 (13)
C350.0437 (16)0.0481 (16)0.0497 (19)0.0064 (14)0.0111 (13)0.0197 (14)
C360.060 (2)0.0537 (18)0.062 (2)0.0076 (16)0.0218 (16)0.0225 (16)
C370.0508 (18)0.0470 (17)0.067 (2)0.0094 (15)0.0205 (16)0.0264 (16)
C380.062 (2)0.058 (2)0.067 (2)0.0030 (17)0.0088 (17)0.0330 (18)
C390.079 (2)0.0538 (19)0.063 (2)0.0110 (19)0.0151 (19)0.0216 (17)
C400.059 (2)0.0435 (17)0.081 (3)0.0095 (17)0.0240 (19)0.0207 (18)
C410.054 (2)0.053 (2)0.100 (3)0.0029 (18)0.002 (2)0.031 (2)
C420.066 (2)0.064 (2)0.071 (3)0.0173 (19)0.0022 (19)0.0201 (19)
C430.0574 (19)0.0583 (19)0.0408 (18)0.0204 (16)0.0056 (14)0.0100 (15)
C440.099 (3)0.085 (3)0.051 (2)0.030 (2)0.031 (2)0.0058 (19)
C450.143 (4)0.060 (2)0.060 (3)0.034 (2)0.021 (3)0.0067 (19)
C460.073 (3)0.138 (4)0.059 (3)0.028 (3)0.008 (2)0.013 (3)
C710.0475 (18)0.0563 (19)0.061 (2)0.0012 (16)0.0136 (15)0.0127 (16)
C720.058 (2)0.197 (6)0.104 (4)0.014 (3)0.010 (2)0.089 (4)
O6A0.073 (4)0.078 (5)0.112 (8)0.012 (3)0.019 (4)0.052 (5)
C61A0.073 (4)0.078 (5)0.112 (8)0.012 (3)0.019 (4)0.052 (5)
C62A0.086 (3)0.062 (3)0.117 (8)0.012 (3)0.004 (4)0.038 (4)
O6B0.086 (3)0.062 (3)0.117 (8)0.012 (3)0.004 (4)0.038 (4)
C61B0.086 (3)0.062 (3)0.117 (8)0.012 (3)0.004 (4)0.038 (4)
C62B0.086 (3)0.062 (3)0.117 (8)0.012 (3)0.004 (4)0.038 (4)
Geometric parameters (Å, º) top
Cu1—N42.006 (2)C31—H310.9300
Cu1—N12.021 (2)C32—H320.9300
Cl1—C101.746 (3)C33—C341.535 (4)
Cl2—C401.743 (3)C33—H33A0.9700
O1—C41.427 (3)C33—H33B0.9700
O1—H1010.8200C34—C351.531 (4)
O2—C341.440 (3)C34—C431.563 (4)
O2—H2010.8200C35—C361.518 (4)
O7—C711.431 (3)C35—H35A0.9700
O7—H70.8200C35—H35B0.9700
N1—C11.332 (3)C36—C371.512 (4)
N1—C21.349 (4)C36—H36A0.9700
N2—C21.308 (4)C36—H36B0.9700
N2—N31.359 (3)C37—C381.371 (5)
N3—C11.325 (3)C37—C421.375 (5)
N3—C31.459 (3)C38—C391.388 (5)
N4—C311.320 (4)C38—H380.9300
N4—C321.348 (4)C39—C401.364 (5)
N5—C321.314 (4)C39—H390.9300
N5—N61.357 (3)C40—C411.350 (5)
N6—C311.324 (3)C41—C421.386 (5)
N6—C331.454 (4)C41—H410.9300
C1—H10.9300C42—H420.9300
C2—H20.9300C43—C441.519 (4)
C3—C41.537 (4)C43—C451.527 (5)
C3—H3A0.9700C43—C461.530 (5)
C3—H3B0.9700C44—H44A0.9600
C4—C51.535 (4)C44—H44B0.9600
C4—C131.579 (4)C44—H44C0.9600
C5—C61.532 (3)C45—H45A0.9600
C5—H5A0.9700C45—H45B0.9600
C5—H5B0.9700C45—H45C0.9600
C6—C71.500 (4)C46—H46A0.9600
C6—H6A0.9700C46—H46B0.9600
C6—H6B0.9700C46—H46C0.9600
C7—C81.375 (4)C71—C721.464 (5)
C7—C121.381 (4)C71—H71A0.9700
C8—C91.373 (4)C71—H71B0.9700
C8—H80.9300C72—H72A0.9600
C9—C101.367 (5)C72—H72B0.9600
C9—H90.9300C72—H72C0.9600
C10—C111.358 (5)O6A—C61A1.416 (13)
C11—C121.374 (4)O6A—H6A10.8200
C11—H110.9300C61A—C62A1.503 (12)
C12—H120.9300C61A—H61A0.9700
C13—C151.526 (4)C61A—H61B0.9700
C13—C141.531 (4)C62A—H62A0.9600
C13—C161.539 (4)C62A—H62B0.9600
C14—H14A0.9600C62A—H62C0.9600
C14—H14B0.9600O6B—C61B1.418 (14)
C14—H14C0.9600O6B—H6B10.8200
C15—H15A0.9600C61B—C62B1.532 (13)
C15—H15B0.9600C61B—H61C0.9700
C15—H15C0.9600C61B—H61D0.9700
C16—H16A0.9600C62B—H62D0.9600
C16—H16B0.9600C62B—H62E0.9600
C16—H16C0.9600C62B—H62F0.9600
N4—Cu1—N190.40 (9)N6—C33—C34113.6 (2)
N4i—Cu1—N189.60 (9)N6—C33—H33A108.9
N4i—Cu1—N1i90.40 (9)C34—C33—H33A108.9
C4—O1—H101109.5N6—C33—H33B108.9
C34—O2—H201109.5C34—C33—H33B108.9
C71—O7—H7109.5H33A—C33—H33B107.7
C1—N1—C2103.3 (2)O2—C34—C35106.6 (2)
C1—N1—Cu1127.27 (18)O2—C34—C33105.8 (2)
C2—N1—Cu1129.02 (19)C35—C34—C33111.3 (2)
C2—N2—N3102.3 (2)O2—C34—C43106.3 (2)
C1—N3—N2110.5 (2)C35—C34—C43116.2 (2)
C1—N3—C3128.7 (2)C33—C34—C43109.9 (2)
N2—N3—C3120.8 (2)C36—C35—C34121.9 (2)
C31—N4—C32103.3 (2)C36—C35—H35A106.9
C31—N4—Cu1129.3 (2)C34—C35—H35A106.9
C32—N4—Cu1127.1 (2)C36—C35—H35B106.9
C32—N5—N6102.2 (2)C34—C35—H35B106.9
C31—N6—N5110.2 (2)H35A—C35—H35B106.7
C31—N6—C33129.9 (3)C37—C36—C35110.0 (2)
N5—N6—C33119.8 (2)C37—C36—H36A109.7
N3—C1—N1109.1 (2)C35—C36—H36A109.7
N3—C1—H1125.4C37—C36—H36B109.7
N1—C1—H1125.4C35—C36—H36B109.7
N2—C2—N1114.7 (3)H36A—C36—H36B108.2
N2—C2—H2122.6C38—C37—C42117.4 (3)
N1—C2—H2122.6C38—C37—C36121.8 (3)
N3—C3—C4114.3 (2)C42—C37—C36120.7 (3)
N3—C3—H3A108.7C37—C38—C39122.3 (3)
C4—C3—H3A108.7C37—C38—H38118.8
N3—C3—H3B108.7C39—C38—H38118.8
C4—C3—H3B108.7C40—C39—C38118.2 (4)
H3A—C3—H3B107.6C40—C39—H39120.9
O1—C4—C5111.6 (2)C38—C39—H39120.9
O1—C4—C3103.2 (2)C41—C40—C39121.1 (3)
C5—C4—C3111.9 (2)C41—C40—Cl2118.8 (3)
O1—C4—C13109.6 (2)C39—C40—Cl2120.0 (3)
C5—C4—C13111.7 (2)C40—C41—C42119.9 (3)
C3—C4—C13108.3 (2)C40—C41—H41120.0
C6—C5—C4117.0 (2)C42—C41—H41120.0
C6—C5—H5A108.0C37—C42—C41120.9 (4)
C4—C5—H5A108.0C37—C42—H42119.5
C6—C5—H5B108.0C41—C42—H42119.5
C4—C5—H5B108.0C44—C43—C45107.6 (3)
H5A—C5—H5B107.3C44—C43—C46108.3 (3)
C7—C6—C5112.1 (2)C45—C43—C46107.7 (3)
C7—C6—H6A109.2C44—C43—C34113.5 (3)
C5—C6—H6A109.2C45—C43—C34110.4 (3)
C7—C6—H6B109.2C46—C43—C34109.2 (3)
C5—C6—H6B109.2C43—C44—H44A109.5
H6A—C6—H6B107.9C43—C44—H44B109.5
C8—C7—C12117.3 (3)H44A—C44—H44B109.5
C8—C7—C6121.4 (3)C43—C44—H44C109.5
C12—C7—C6121.3 (3)H44A—C44—H44C109.5
C9—C8—C7122.0 (3)H44B—C44—H44C109.5
C9—C8—H8119.0C43—C45—H45A109.5
C7—C8—H8119.0C43—C45—H45B109.5
C10—C9—C8118.8 (3)H45A—C45—H45B109.5
C10—C9—H9120.6C43—C45—H45C109.5
C8—C9—H9120.6H45A—C45—H45C109.5
C11—C10—C9121.0 (3)H45B—C45—H45C109.5
C11—C10—Cl1119.5 (3)C43—C46—H46A109.5
C9—C10—Cl1119.5 (3)C43—C46—H46B109.5
C10—C11—C12119.4 (3)H46A—C46—H46B109.5
C10—C11—H11120.3C43—C46—H46C109.5
C12—C11—H11120.3H46A—C46—H46C109.5
C11—C12—C7121.4 (3)H46B—C46—H46C109.5
C11—C12—H12119.3O7—C71—C72109.0 (3)
C7—C12—H12119.3O7—C71—H71A109.9
C15—C13—C14107.8 (3)C72—C71—H71A109.9
C15—C13—C16108.9 (3)O7—C71—H71B109.9
C14—C13—C16108.4 (3)C72—C71—H71B109.9
C15—C13—C4110.5 (2)H71A—C71—H71B108.3
C14—C13—C4109.9 (2)C71—C72—H72A109.5
C16—C13—C4111.3 (2)C71—C72—H72B109.5
C13—C14—H14A109.5H72A—C72—H72B109.5
C13—C14—H14B109.5C71—C72—H72C109.5
H14A—C14—H14B109.5H72A—C72—H72C109.5
C13—C14—H14C109.5H72B—C72—H72C109.5
H14A—C14—H14C109.5O6A—C61A—C62A106.9 (12)
H14B—C14—H14C109.5O6A—C61A—H61A110.3
C13—C15—H15A109.5C62A—C61A—H61A110.3
C13—C15—H15B109.5O6A—C61A—H61B110.3
H15A—C15—H15B109.5C62A—C61A—H61B110.3
C13—C15—H15C109.5H61A—C61A—H61B108.6
H15A—C15—H15C109.5C61B—O6B—H6B1109.5
H15B—C15—H15C109.5O6B—C61B—C62B100.6 (12)
C13—C16—H16A109.5O6B—C61B—H61C111.6
C13—C16—H16B109.5C62B—C61B—H61C111.6
H16A—C16—H16B109.5O6B—C61B—H61D111.6
C13—C16—H16C109.5C62B—C61B—H61D111.6
H16A—C16—H16C109.5H61C—C61B—H61D109.4
H16B—C16—H16C109.5C61B—C62B—H62D109.5
N4—C31—N6109.8 (3)C61B—C62B—H62E109.5
N4—C31—H31125.1H62D—C62B—H62E109.5
N6—C31—H31125.1C61B—C62B—H62F109.5
N5—C32—N4114.6 (3)H62D—C62B—H62F109.5
N5—C32—H32122.7H62E—C62B—H62F109.5
N4—C32—H32122.7
Symmetry code: (i) x+1, y+1, z+1.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O2—H201···O70.821.912.715 (3)166
O7—H7···Cl30.822.283.083 (2)167
O1—H101···Cl3ii0.822.453.247 (2)166
O6A—H6A1···O2i0.822.002.790 (13)160
Symmetry codes: (i) x+1, y+1, z+1; (ii) x, y+1, z+1.
 

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