organic compounds
The amino alcohol MeN(CH2CMe2OH)2
aLehrstuhl für Anorganische Chemie II, Technische Universität Dortmund, Otto-Hahn-Strasse 6, 44221 Dortmund, Germany
*Correspondence e-mail: klaus.jurkschat@tu-dortmund.de
The 9H21NO2, is reported. The structure is characterized by unsymmetrical intra- and intermolecular O—H⋯O hydrogen bridges, giving rise to the formation of an infinite polymer consisting of eight-membered rings arranged in zigzag chains running along the a axis.
including a graph-set analysis, of 1-[(2-hydroxy-2-methylpropyl)methylamino]-2-methylpropan-2-ol, CKeywords: crystal structure; amino alcohol; graph set analysis; hydrogen bridge.
CCDC reference: 1551877
Structure description
Amino et al., 2009). In the context with our long-standing interest in tin and silicon derivatives of amino (Berends et al., 2009; Glowacki et al., 2016, 2017; Gock et al., 2013; Iovkova-Berends, Zöller, Bradtmöller et al., 2012; Iovkova-Berends, Berends, Zöller, Schollmeyer et al., 2012; Lutter et al., 2012; Zöller et al., 2011, 2012; Zöller & Jurkschat, 2013), we report here the of the title compound (Fig. 1). The latter crystallizes in the orthorhombic Pna21 with eight molecules in the and two molecules in the Each of the crystallographic independent molecules shows an intramolecular O—H⋯O hydrogen bridge with O11⋯O17 and O31⋯O37 distances of 2.621 (4) and 2.715 (4) Å, respectively (Table 1). The two eight-membered rings thus formed are linked by an intermolecular O—H⋯O hydrogen bridge with an O11⋯O37 distance of 2.656 (3) Å giving a dimer. The dimers are linked via intermolecular O—H⋯O hydrogen bridges with an O17⋯O31 distance of 2.712 (3) Å, giving an infinite polymer.
are an important industrial commodity with widespread applications. Some representatives of these compounds have also characterized by single-crystal X-ray (ChurakovThe structure resembles those of Ph(Me)(H)CN(CH2CMe2OH)2 (Churakov et al., 2009) and p-FC6H4N(CH2CMe2OH)2 (Lutter et al., 2012). A graph-set analysis according to Etter and Bernstein (Bernstein et al., 1990, 1995; Bernstein, 1991; Etter, 1990, 1991; Etter et al., 1990) gives the unitary graph set N1 = S(8)DS(8)D.
Synthesis and crystallization
The synthesis and the chemical and physical properties of the title compound were published by Hong et al. (2008). The latter crystallizes from the melt as colourless column-shaped crystals.
Refinement
Crystal data, data collection and structure . The exhibits with a percentage fit of 83% for the higher symmetry Pbcn. However, in the Pbcn is non-satisfactory.
details are summarized in Table 2
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Structural data
CCDC reference: 1551877
https://doi.org/10.1107/S2414314617007994/bt4050sup1.cif
contains datablocks global, I. DOI:Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S2414314617007994/bt4050Isup2.hkl
Supporting information file. DOI: https://doi.org/10.1107/S2414314617007994/bt4050Isup3.cdx
Supporting information file. DOI: https://doi.org/10.1107/S2414314617007994/bt4050Isup4.cml
Data collection: CrysAlis PRO (Oxford Diffraction, 2006); cell
CrysAlis PRO (Oxford Diffraction, 2006); data reduction: CrysAlis PRO (Oxford Diffraction, 2006); program(s) used to solve structure: SHELXS (Sheldrick, 2008); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012); software used to prepare material for publication: enCIFer (Allen et al., 2004).C9H21NO2 | Dx = 1.039 Mg m−3 |
Mr = 175.27 | Mo Kα radiation, λ = 0.71073 Å |
Orthorhombic, Pna21 | Cell parameters from 1703 reflections |
a = 14.152 (2) Å | θ = 2.4–29.2° |
b = 9.8983 (16) Å | µ = 0.07 mm−1 |
c = 15.9939 (19) Å | T = 173 K |
V = 2240.5 (5) Å3 | Column, colourless |
Z = 8 | 0.40 × 0.19 × 0.06 mm |
F(000) = 784 |
Oxford Diffraction Xcalibur Sapphire3 diffractometer | 4390 independent reflections |
Graphite monochromator | 1763 reflections with I > 2σ(I) |
Detector resolution: 16.0560 pixels mm-1 | Rint = 0.039 |
ω und ψ scan | θmax = 27.5°, θmin = 2.4° |
Absorption correction: multi-scan (CrysAlis PRO; Oxford Diffraction, 2006) | h = −14→18 |
Tmin = 0.872, Tmax = 1.000 | k = −12→6 |
8013 measured reflections | l = −20→18 |
Refinement on F2 | Hydrogen site location: mixed |
Least-squares matrix: full | H atoms treated by a mixture of independent and constrained refinement |
R[F2 > 2σ(F2)] = 0.039 | w = 1/[σ2(Fo2) + (0.005P)2] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.045 | (Δ/σ)max = 0.036 |
S = 0.80 | Δρmax = 0.13 e Å−3 |
4390 reflections | Δρmin = −0.15 e Å−3 |
239 parameters | Absolute structure: Flack x determined using 585 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons et al., 2013). |
5 restraints |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 > 2sigma(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. The OH protons were located in the difference Fourier map. Their coordinates were refined using a restraint of O—H = 0.84 (2) Å. The H atoms bonded to C were refined as riding on their parent atom. The U values of all H atoms were set to Uiso(H) = 1.2Ueq(C) or Uiso(H) = 1.5Ueq(Cmethyl,O). |
x | y | z | Uiso*/Ueq | ||
O11 | 0.4659 (2) | 0.3733 (3) | 0.5278 (2) | 0.0561 (9) | |
H11 | 0.476 (3) | 0.298 (2) | 0.522 (3) | 0.084* | |
C12 | 0.5439 (3) | 0.4601 (4) | 0.5463 (3) | 0.0399 (11) | |
C13 | 0.4990 (3) | 0.5893 (4) | 0.5796 (2) | 0.0407 (11) | |
H13A | 0.5490 | 0.6583 | 0.5866 | 0.049* | |
H13B | 0.4537 | 0.6237 | 0.5375 | 0.049* | |
N14 | 0.4499 (2) | 0.5737 (3) | 0.65840 (18) | 0.0404 (9) | |
C14 | 0.5045 (3) | 0.6325 (4) | 0.7268 (3) | 0.0708 (16) | |
H14A | 0.5671 | 0.5904 | 0.7287 | 0.106* | |
H14B | 0.4716 | 0.6166 | 0.7798 | 0.106* | |
H14C | 0.5113 | 0.7299 | 0.7176 | 0.106* | |
C15 | 0.3512 (3) | 0.6184 (4) | 0.6587 (2) | 0.0466 (13) | |
H15A | 0.3439 | 0.6903 | 0.6162 | 0.056* | |
H15B | 0.3373 | 0.6589 | 0.7139 | 0.056* | |
C16 | 0.2785 (3) | 0.5092 (4) | 0.6414 (2) | 0.0338 (11) | |
O17 | 0.29330 (19) | 0.4557 (3) | 0.55810 (14) | 0.0441 (8) | |
H17 | 0.3433 (19) | 0.418 (4) | 0.554 (2) | 0.066* | |
C18 | 0.5966 (3) | 0.4929 (5) | 0.4649 (2) | 0.0595 (14) | |
H18A | 0.6225 | 0.4096 | 0.4411 | 0.089* | |
H18B | 0.6482 | 0.5561 | 0.4767 | 0.089* | |
H18C | 0.5526 | 0.5340 | 0.4249 | 0.089* | |
C19 | 0.6092 (3) | 0.3933 (4) | 0.6075 (2) | 0.0436 (12) | |
H19A | 0.5750 | 0.3747 | 0.6595 | 0.065* | |
H19B | 0.6627 | 0.4532 | 0.6191 | 0.065* | |
H19C | 0.6324 | 0.3083 | 0.5838 | 0.065* | |
C20 | 0.2889 (3) | 0.3954 (3) | 0.70317 (19) | 0.0489 (12) | |
H20A | 0.2439 | 0.3234 | 0.6894 | 0.073* | |
H20B | 0.2761 | 0.4289 | 0.7597 | 0.073* | |
H20C | 0.3534 | 0.3596 | 0.7006 | 0.073* | |
C21 | 0.1808 (3) | 0.5690 (4) | 0.6412 (2) | 0.0526 (14) | |
H21A | 0.1346 | 0.4987 | 0.6273 | 0.079* | |
H21B | 0.1774 | 0.6415 | 0.5996 | 0.079* | |
H21C | 0.1665 | 0.6058 | 0.6967 | 0.079* | |
O31 | 0.6890 (2) | 0.0885 (3) | 0.41852 (14) | 0.0383 (7) | |
H31 | 0.725 (2) | 0.081 (4) | 0.4514 (19) | 0.057* | |
C32 | 0.7068 (3) | −0.0168 (4) | 0.35925 (19) | 0.0330 (11) | |
C33 | 0.6370 (3) | −0.1301 (4) | 0.3741 (2) | 0.0393 (12) | |
H33A | 0.6514 | −0.2050 | 0.3351 | 0.047* | |
H33B | 0.6454 | −0.1645 | 0.4317 | 0.047* | |
N34 | 0.5380 (2) | −0.0898 (3) | 0.36282 (15) | 0.0321 (9) | |
C34 | 0.4953 (4) | −0.1566 (4) | 0.2901 (3) | 0.0593 (13) | |
H34A | 0.5305 | −0.1322 | 0.2395 | 0.089* | |
H34B | 0.4294 | −0.1275 | 0.2843 | 0.089* | |
H34C | 0.4975 | −0.2548 | 0.2978 | 0.089* | |
C35 | 0.4787 (3) | −0.0994 (4) | 0.4377 (2) | 0.0409 (12) | |
H35A | 0.5167 | −0.1374 | 0.4841 | 0.049* | |
H35B | 0.4258 | −0.1622 | 0.4266 | 0.049* | |
C36 | 0.4393 (3) | 0.0357 (5) | 0.4642 (2) | 0.0371 (11) | |
O37 | 0.51499 (19) | 0.1230 (3) | 0.48663 (15) | 0.0444 (8) | |
H37 | 0.5662 (19) | 0.111 (4) | 0.463 (2) | 0.067* | |
C38 | 0.8072 (3) | −0.0694 (4) | 0.3662 (2) | 0.0495 (13) | |
H38A | 0.8515 | 0.0066 | 0.3639 | 0.074* | |
H38B | 0.8201 | −0.1314 | 0.3198 | 0.074* | |
H38C | 0.8149 | −0.1174 | 0.4194 | 0.074* | |
C39 | 0.6915 (3) | 0.0493 (3) | 0.27373 (18) | 0.0543 (14) | |
H39A | 0.7316 | 0.1297 | 0.2691 | 0.081* | |
H39B | 0.6251 | 0.0756 | 0.2679 | 0.081* | |
H39C | 0.7081 | −0.0150 | 0.2295 | 0.081* | |
C40 | 0.3803 (3) | 0.0181 (5) | 0.5426 (2) | 0.0577 (13) | |
H40A | 0.4193 | −0.0215 | 0.5869 | 0.087* | |
H40B | 0.3268 | −0.0417 | 0.5307 | 0.087* | |
H40C | 0.3567 | 0.1064 | 0.5610 | 0.087* | |
C41 | 0.3790 (3) | 0.1033 (4) | 0.3960 (2) | 0.0557 (13) | |
H41A | 0.3523 | 0.1876 | 0.4177 | 0.084* | |
H41B | 0.3277 | 0.0423 | 0.3795 | 0.084* | |
H41C | 0.4187 | 0.1230 | 0.3473 | 0.084* |
U11 | U22 | U33 | U12 | U13 | U23 | |
O11 | 0.0255 (18) | 0.039 (2) | 0.104 (2) | 0.0015 (18) | −0.0051 (17) | −0.029 (2) |
C12 | 0.029 (2) | 0.035 (3) | 0.055 (2) | −0.002 (2) | 0.001 (3) | −0.001 (3) |
C13 | 0.037 (3) | 0.031 (3) | 0.055 (3) | −0.012 (2) | −0.011 (2) | 0.009 (2) |
N14 | 0.034 (2) | 0.043 (3) | 0.045 (2) | 0.002 (2) | −0.0089 (17) | −0.0028 (17) |
C14 | 0.062 (4) | 0.095 (4) | 0.055 (3) | −0.004 (3) | −0.005 (3) | −0.018 (3) |
C15 | 0.055 (3) | 0.035 (3) | 0.051 (2) | 0.009 (3) | 0.004 (2) | −0.001 (2) |
C16 | 0.033 (3) | 0.034 (3) | 0.034 (2) | 0.003 (2) | −0.003 (2) | 0.004 (2) |
O17 | 0.0292 (18) | 0.068 (2) | 0.0355 (16) | 0.0103 (16) | −0.0004 (15) | −0.0111 (14) |
C18 | 0.047 (3) | 0.086 (4) | 0.046 (2) | 0.004 (3) | 0.002 (3) | 0.002 (3) |
C19 | 0.030 (3) | 0.043 (3) | 0.058 (3) | −0.001 (2) | −0.006 (2) | 0.012 (2) |
C20 | 0.055 (3) | 0.051 (3) | 0.040 (2) | −0.001 (2) | −0.001 (2) | 0.012 (2) |
C21 | 0.038 (3) | 0.070 (4) | 0.050 (2) | 0.021 (3) | 0.008 (2) | 0.008 (2) |
O31 | 0.0303 (18) | 0.0394 (17) | 0.0452 (16) | 0.0008 (15) | −0.0075 (13) | −0.0113 (15) |
C32 | 0.023 (2) | 0.046 (3) | 0.030 (2) | 0.012 (2) | 0.003 (2) | −0.002 (2) |
C33 | 0.049 (3) | 0.035 (3) | 0.034 (2) | −0.001 (2) | 0.002 (2) | −0.0092 (19) |
N34 | 0.030 (2) | 0.032 (2) | 0.034 (2) | −0.0035 (18) | −0.0050 (18) | −0.0084 (16) |
C34 | 0.043 (3) | 0.089 (4) | 0.046 (2) | 0.000 (3) | −0.014 (2) | −0.028 (3) |
C35 | 0.047 (3) | 0.038 (3) | 0.037 (3) | −0.005 (2) | −0.006 (2) | 0.001 (2) |
C36 | 0.029 (3) | 0.040 (3) | 0.041 (2) | −0.003 (2) | 0.006 (2) | −0.003 (2) |
O37 | 0.0283 (19) | 0.043 (2) | 0.0613 (18) | −0.0015 (17) | 0.0105 (14) | −0.0197 (15) |
C38 | 0.035 (3) | 0.066 (4) | 0.047 (2) | 0.013 (3) | −0.004 (2) | −0.013 (2) |
C39 | 0.050 (3) | 0.072 (4) | 0.041 (2) | 0.011 (3) | 0.008 (2) | 0.023 (2) |
C40 | 0.040 (3) | 0.083 (4) | 0.050 (2) | −0.007 (3) | 0.014 (3) | 0.001 (3) |
C41 | 0.044 (3) | 0.065 (3) | 0.058 (3) | 0.013 (3) | −0.006 (2) | 0.006 (3) |
O11—C12 | 1.430 (5) | O31—C32 | 1.431 (4) |
O11—H11 | 0.76 (2) | O31—H31 | 0.74 (2) |
C12—C19 | 1.499 (5) | C32—C33 | 1.513 (5) |
C12—C13 | 1.525 (5) | C32—C38 | 1.518 (5) |
C12—C18 | 1.535 (5) | C32—C39 | 1.532 (4) |
C13—N14 | 1.446 (4) | C33—N34 | 1.468 (5) |
C13—H13A | 0.9900 | C33—H33A | 0.9900 |
C13—H13B | 0.9900 | C33—H33B | 0.9900 |
N14—C14 | 1.459 (4) | N34—C35 | 1.465 (4) |
N14—C15 | 1.465 (4) | N34—C34 | 1.468 (4) |
C14—H14A | 0.9800 | C34—H34A | 0.9800 |
C14—H14B | 0.9800 | C34—H34B | 0.9800 |
C14—H14C | 0.9800 | C34—H34C | 0.9800 |
C15—C16 | 1.517 (5) | C35—C36 | 1.510 (5) |
C15—H15A | 0.9900 | C35—H35A | 0.9900 |
C15—H15B | 0.9900 | C35—H35B | 0.9900 |
C16—O17 | 1.449 (4) | C36—O37 | 1.423 (5) |
C16—C20 | 1.506 (4) | C36—C40 | 1.516 (5) |
C16—C21 | 1.505 (5) | C36—C41 | 1.539 (5) |
O17—H17 | 0.80 (2) | O37—H37 | 0.83 (2) |
C18—H18A | 0.9800 | C38—H38A | 0.9800 |
C18—H18B | 0.9800 | C38—H38B | 0.9800 |
C18—H18C | 0.9800 | C38—H38C | 0.9800 |
C19—H19A | 0.9800 | C39—H39A | 0.9800 |
C19—H19B | 0.9800 | C39—H39B | 0.9800 |
C19—H19C | 0.9800 | C39—H39C | 0.9800 |
C20—H20A | 0.9800 | C40—H40A | 0.9800 |
C20—H20B | 0.9800 | C40—H40B | 0.9800 |
C20—H20C | 0.9800 | C40—H40C | 0.9800 |
C21—H21A | 0.9800 | C41—H41A | 0.9800 |
C21—H21B | 0.9800 | C41—H41B | 0.9800 |
C21—H21C | 0.9800 | C41—H41C | 0.9800 |
C12—O11—H11 | 118 (4) | C32—O31—H31 | 106 (3) |
O11—C12—C19 | 110.2 (4) | O31—C32—C33 | 108.7 (3) |
O11—C12—C13 | 104.8 (3) | O31—C32—C38 | 111.4 (3) |
C19—C12—C13 | 113.5 (4) | C33—C32—C38 | 110.2 (4) |
O11—C12—C18 | 109.0 (4) | O31—C32—C39 | 104.8 (3) |
C19—C12—C18 | 110.4 (3) | C33—C32—C39 | 111.4 (3) |
C13—C12—C18 | 108.8 (3) | C38—C32—C39 | 110.1 (3) |
N14—C13—C12 | 114.5 (3) | N34—C33—C32 | 113.7 (3) |
N14—C13—H13A | 108.6 | N34—C33—H33A | 108.8 |
C12—C13—H13A | 108.6 | C32—C33—H33A | 108.8 |
N14—C13—H13B | 108.6 | N34—C33—H33B | 108.8 |
C12—C13—H13B | 108.6 | C32—C33—H33B | 108.8 |
H13A—C13—H13B | 107.6 | H33A—C33—H33B | 107.7 |
C13—N14—C14 | 110.8 (4) | C33—N34—C35 | 115.4 (3) |
C13—N14—C15 | 115.3 (3) | C33—N34—C34 | 111.6 (3) |
C14—N14—C15 | 112.4 (3) | C35—N34—C34 | 112.5 (3) |
N14—C14—H14A | 109.5 | N34—C34—H34A | 109.5 |
N14—C14—H14B | 109.5 | N34—C34—H34B | 109.5 |
H14A—C14—H14B | 109.5 | H34A—C34—H34B | 109.5 |
N14—C14—H14C | 109.5 | N34—C34—H34C | 109.5 |
H14A—C14—H14C | 109.5 | H34A—C34—H34C | 109.5 |
H14B—C14—H14C | 109.5 | H34B—C34—H34C | 109.5 |
N14—C15—C16 | 115.5 (4) | N34—C35—C36 | 112.6 (3) |
N14—C15—H15A | 108.4 | N34—C35—H35A | 109.1 |
C16—C15—H15A | 108.4 | C36—C35—H35A | 109.1 |
N14—C15—H15B | 108.4 | N34—C35—H35B | 109.1 |
C16—C15—H15B | 108.4 | C36—C35—H35B | 109.1 |
H15A—C15—H15B | 107.5 | H35A—C35—H35B | 107.8 |
O17—C16—C20 | 108.4 (3) | O37—C36—C35 | 109.3 (3) |
O17—C16—C21 | 105.9 (3) | O37—C36—C40 | 106.0 (3) |
C20—C16—C21 | 112.6 (3) | C35—C36—C40 | 109.6 (4) |
O17—C16—C15 | 109.3 (3) | O37—C36—C41 | 109.4 (3) |
C20—C16—C15 | 110.3 (3) | C35—C36—C41 | 113.0 (3) |
C21—C16—C15 | 110.1 (4) | C40—C36—C41 | 109.4 (4) |
C16—O17—H17 | 112 (3) | C36—O37—H37 | 117 (3) |
C12—C18—H18A | 109.5 | C32—C38—H38A | 109.5 |
C12—C18—H18B | 109.5 | C32—C38—H38B | 109.5 |
H18A—C18—H18B | 109.5 | H38A—C38—H38B | 109.5 |
C12—C18—H18C | 109.5 | C32—C38—H38C | 109.5 |
H18A—C18—H18C | 109.5 | H38A—C38—H38C | 109.5 |
H18B—C18—H18C | 109.5 | H38B—C38—H38C | 109.5 |
C12—C19—H19A | 109.5 | C32—C39—H39A | 109.5 |
C12—C19—H19B | 109.5 | C32—C39—H39B | 109.5 |
H19A—C19—H19B | 109.5 | H39A—C39—H39B | 109.5 |
C12—C19—H19C | 109.5 | C32—C39—H39C | 109.5 |
H19A—C19—H19C | 109.5 | H39A—C39—H39C | 109.5 |
H19B—C19—H19C | 109.5 | H39B—C39—H39C | 109.5 |
C16—C20—H20A | 109.5 | C36—C40—H40A | 109.5 |
C16—C20—H20B | 109.5 | C36—C40—H40B | 109.5 |
H20A—C20—H20B | 109.5 | H40A—C40—H40B | 109.5 |
C16—C20—H20C | 109.5 | C36—C40—H40C | 109.5 |
H20A—C20—H20C | 109.5 | H40A—C40—H40C | 109.5 |
H20B—C20—H20C | 109.5 | H40B—C40—H40C | 109.5 |
C16—C21—H21A | 109.5 | C36—C41—H41A | 109.5 |
C16—C21—H21B | 109.5 | C36—C41—H41B | 109.5 |
H21A—C21—H21B | 109.5 | H41A—C41—H41B | 109.5 |
C16—C21—H21C | 109.5 | C36—C41—H41C | 109.5 |
H21A—C21—H21C | 109.5 | H41A—C41—H41C | 109.5 |
H21B—C21—H21C | 109.5 | H41B—C41—H41C | 109.5 |
O11—C12—C13—N14 | 65.9 (4) | O31—C32—C33—N34 | 61.5 (4) |
C19—C12—C13—N14 | −54.4 (5) | C38—C32—C33—N34 | −176.0 (3) |
C18—C12—C13—N14 | −177.7 (3) | C39—C32—C33—N34 | −53.5 (4) |
C12—C13—N14—C14 | 105.6 (4) | C32—C33—N34—C35 | −117.1 (4) |
C12—C13—N14—C15 | −125.2 (4) | C32—C33—N34—C34 | 112.8 (4) |
C13—N14—C15—C16 | 94.1 (4) | C33—N34—C35—C36 | 118.2 (4) |
C14—N14—C15—C16 | −137.5 (3) | C34—N34—C35—C36 | −112.2 (4) |
N14—C15—C16—O17 | −62.5 (4) | N34—C35—C36—O37 | −63.3 (4) |
N14—C15—C16—C20 | 56.6 (4) | N34—C35—C36—C40 | −179.0 (3) |
N14—C15—C16—C21 | −178.5 (3) | N34—C35—C36—C41 | 58.7 (4) |
D—H···A | D—H | H···A | D···A | D—H···A |
O11—H11···O37 | 0.76 (2) | 1.91 (2) | 2.656 (3) | 168 (5) |
O17—H17···O11 | 0.80 (2) | 1.84 (2) | 2.621 (4) | 165 (4) |
O31—H31···O17i | 0.74 (2) | 1.99 (2) | 2.712 (3) | 165 (4) |
O37—H37···O31 | 0.83 (2) | 1.89 (2) | 2.715 (4) | 174 (4) |
Symmetry code: (i) x+1/2, −y+1/2, z. |
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