Crystal structure and Hirshfeld surface analysis of bis­(μ-4-tert-but­oxy-4-oxobut-2-en-2-olato)bis­[(4-tert-but­oxy-4-oxobut-2-en-2-olato)ethano­lzinc(II)]

Shtokvysh, O.O.; Dyakonenko, V.V.; Koval, L.I.; Pekhnyo, V.I.

doi:10.1107/S2056989023003377

Crystal structure and Hirshfeld surface analysis of bis(μ-4-tert-butoxy-4-oxobut-2-en-2-olato)bis[(4-tert-butoxy-4-oxobut-2-en-2-olato)ethanolzinc(II)]

O. O. Shtokvysh, V. V. Dyakonenko, L. I. Koval and V. I. Pekhnyo

The crystal structure of bis(μ-4-tert-butoxy-4-oxobut-2-en-2-olato)bis[(4-tert-butoxy-4-oxobut-2-en-2-olato)ethanolzinc(II)] is reported and discussed.

Keywords: crystal structure; complex; zinc; tert-butyl acetoacetate; keto ester; ethanol; binuclear structure.

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Supporting information

	Crystallographic Information File (CIF) https://doi.org/10.1107/S2056989023003377/yz2031sup1.cif Contains datablocks global, I
	Structure factor file (CIF format) https://doi.org/10.1107/S2056989023003377/yz2031Isup2.hkl Contains datablock I

CCDC reference: 2255847

checkCIF report

Key indicators

Structure: I

Single-crystal X-ray study
T = 295 K
Mean (C-C) = 0.007 Å
Disorder in main residue
R factor = 0.061
wR factor = 0.154
Data-to-parameter ratio = 17.2

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT242_ALERT_2_C Low    'MainMol' Ueq as Compared to Neighbors of         C5 Check
PLAT242_ALERT_2_C Low    'MainMol' Ueq as Compared to Neighbors of        C10 Check
PLAT242_ALERT_2_C Low    'MainMol' Ueq as Compared to Neighbors of        C13 Check
PLAT245_ALERT_2_C U(iso) H7        Smaller than U(eq) O7        by      0.012 Ang   2
PLAT341_ALERT_3_C Low Bond Precision on  C-C Bonds ...............      0.007 Ang.
PLAT906_ALERT_3_C Large K Value in the Analysis of Variance ......     14.531 Check
PLAT906_ALERT_3_C Large K Value in the Analysis of Variance ......      2.706 Check
PLAT910_ALERT_3_C Missing # of FCF Reflection(s) Below Theta(Min).          7 Note

Alert level G
PLAT002_ALERT_2_G Number of Distance or Angle Restraints on AtSite          6 Note
PLAT003_ALERT_2_G Number of Uiso or Uij Restrained non-H Atoms ...          5 Report
PLAT172_ALERT_4_G The CIF-Embedded .res File Contains DFIX Records          5 Report
PLAT178_ALERT_4_G The CIF-Embedded .res File Contains SIMU Records          1 Report
PLAT230_ALERT_2_G Hirshfeld Test Diff for    O7       --C17A     .       11.5 s.u.
PLAT230_ALERT_2_G Hirshfeld Test Diff for    O7       --C17B     .        7.5 s.u.
PLAT230_ALERT_2_G Hirshfeld Test Diff for    C17A     --C18A     .        6.1 s.u.
PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X)  Zn1      --O7       .        7.0 s.u.
PLAT301_ALERT_3_G Main Residue  Disorder ..............(Resd  1  )         8% Note
PLAT414_ALERT_2_G Short Intra D-H..H-X       H7       ..H17B     .       2.05 Ang.
                                                      x,y,z  =      1_555 Check
PLAT860_ALERT_3_G Number of Least-Squares Restraints .............         53 Note
PLAT913_ALERT_3_G Missing # of Very Strong Reflections in FCF ....          2 Note
PLAT941_ALERT_3_G Average HKL Measurement Multiplicity ...........        3.9 Low
PLAT978_ALERT_2_G Number C-C Bonds with Positive Residual Density.          1 Info

   0 ALERT level A = Most likely a serious problem - resolve or explain
   0 ALERT level B = A potentially serious problem, consider carefully
   8 ALERT level C = Check. Ensure it is not caused by an omission or oversight
  14 ALERT level G = General information/check it is not something unexpected

   0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
  12 ALERT type 2 Indicator that the structure model may be wrong or deficient
   8 ALERT type 3 Indicator that the structure quality may be low
   2 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

Computing details top

Data collection: CrysAlis PRO 1.171.39.46 (Rigaku OD, 2018); cell refinement: CrysAlis PRO 1.171.39.46 (Rigaku OD, 2018); data reduction: CrysAlis PRO 1.171.39.46 (Rigaku OD, 2018); program(s) used to solve structure: olex2.solve 1.5 (Bourhis et al., 2015); program(s) used to refine structure: SHELXL2019/3 (Sheldrick, 2015); molecular graphics: Olex2 1.5 (Dolomanov et al., 2009), Mercury 2022.3.0 (Macrae et al., 2020); software used to prepare material for publication: Olex2 1.5 (Dolomanov et al., 2009).

Bis(µ-4-tert-butoxy-4-oxobut-2-en-2-olato)bis[(4-tert-butoxy-4-oxobut-2-en-2-olato)ethanolzinc(II)] top

Crystal data top

[Zn₂(C₈H₁₃O₃)₄(C₂H₆O)₂]	F(000) = 904
M_r = 851.61	D_x = 1.249 Mg m⁻³
Monoclinic, P2₁/c	Mo Kα radiation, λ = 0.71073 Å
a = 9.1689 (5) Å	Cell parameters from 2231 reflections
b = 22.8882 (10) Å	θ = 3.7–21.8°
c = 11.0743 (5) Å	µ = 1.12 mm⁻¹
β = 103.043 (5)°	T = 295 K
V = 2264.10 (19) Å³	Block, colourless
Z = 2	0.5 × 0.4 × 0.2 mm

Data collection top

Xcalibur, Sapphire3 diffractometer	3257 reflections with I > 2σ(I)
Detector resolution: 16.1827 pixels mm^-1	R_int = 0.051
ω scans	θ_max = 26.4°, θ_min = 3.2°
Absorption correction: multi-scan (CrysAlisPro; Rigaku OD, 2018)	h = −11→11
T_min = 0.460, T_max = 1.000	k = −28→28
18037 measured reflections	l = −8→13
4622 independent reflections

Refinement top

Refinement on F²	Primary atom site location: iterative
Least-squares matrix: full	Hydrogen site location: mixed
R[F² > 2σ(F²)] = 0.061	H atoms treated by a mixture of independent and constrained refinement
wR(F²) = 0.154	w = 1/[σ²(F_o²) + (0.0617P)² + 0.6818P] where P = (F_o² + 2F_c²)/3
S = 1.09	(Δ/σ)_max < 0.001
4622 reflections	Δρ_max = 0.56 e Å⁻³
268 parameters	Δρ_min = −0.34 e Å⁻³
53 restraints

Special details top

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq	Occ. (<1)
Zn1	0.54544 (5)	0.44504 (2)	0.42445 (4)	0.0662 (2)
O1	0.3922 (3)	0.47158 (13)	0.2720 (3)	0.0764 (8)
O2	0.6833 (3)	0.41548 (12)	0.3169 (2)	0.0671 (7)
O3	0.7330 (3)	0.38286 (15)	0.1401 (3)	0.0882 (9)
O4	0.3987 (3)	0.46505 (12)	0.5364 (2)	0.0672 (7)
O5	0.4756 (3)	0.35898 (12)	0.4248 (3)	0.0772 (8)
O6	0.3134 (3)	0.28661 (12)	0.4379 (2)	0.0738 (7)
O7	0.7190 (4)	0.43704 (14)	0.5970 (3)	0.0911 (9)
C1	0.2636 (5)	0.4793 (2)	0.0629 (4)	0.0938 (15)
H1A	0.172653	0.468769	0.086530	0.141*
H1B	0.266070	0.461221	−0.014835	0.141*
H1C	0.267881	0.521015	0.054530	0.141*
C2	0.3957 (4)	0.45897 (18)	0.1606 (4)	0.0672 (10)
C3	0.5095 (4)	0.42909 (19)	0.1243 (4)	0.0706 (11)
H3	0.496600	0.421072	0.040242	0.085*
C4	0.6431 (4)	0.40970 (17)	0.2033 (4)	0.0666 (10)
C5	0.8841 (5)	0.3624 (2)	0.1982 (5)	0.0897 (14)
C6	0.9817 (5)	0.4121 (3)	0.2556 (6)	0.1108 (18)
H6A	0.963480	0.445332	0.201407	0.166*
H6B	1.084927	0.400825	0.268616	0.166*
H6C	0.959237	0.422025	0.333682	0.166*
C7	0.8762 (7)	0.3149 (3)	0.2906 (7)	0.131 (2)
H7A	0.845972	0.331407	0.360811	0.197*
H7B	0.972864	0.297042	0.317296	0.197*
H7C	0.804662	0.285930	0.252621	0.197*
C8	0.9363 (7)	0.3385 (4)	0.0867 (6)	0.155 (3)
H8A	0.862961	0.311646	0.042344	0.233*
H8B	1.030025	0.318583	0.114494	0.233*
H8C	0.948707	0.370145	0.033114	0.233*
C9	0.1984 (7)	0.4577 (2)	0.6368 (6)	0.123 (2)
H9A	0.256051	0.467295	0.717969	0.184*
H9B	0.120541	0.430766	0.643732	0.184*
H9C	0.154656	0.492652	0.596048	0.184*
C10	0.2986 (5)	0.43028 (19)	0.5624 (4)	0.0705 (11)
C11	0.2793 (5)	0.37331 (19)	0.5304 (4)	0.0739 (11)
H11	0.203184	0.353451	0.556179	0.089*
C12	0.3643 (5)	0.34110 (17)	0.4612 (3)	0.0652 (10)
C13	0.3831 (5)	0.24431 (19)	0.3696 (4)	0.0776 (12)
C14	0.2860 (7)	0.1908 (2)	0.3683 (5)	0.1141 (19)
H14A	0.285700	0.179792	0.451860	0.171*
H14B	0.325115	0.159240	0.327984	0.171*
H14C	0.185651	0.199405	0.324153	0.171*
C15	0.3773 (8)	0.2664 (3)	0.2393 (4)	0.122 (2)
H15A	0.275191	0.274108	0.198153	0.183*
H15B	0.418317	0.237424	0.193851	0.183*
H15C	0.434563	0.301784	0.243508	0.183*
C16	0.5409 (6)	0.2315 (2)	0.4396 (5)	0.1051 (17)
H16A	0.601067	0.265992	0.441878	0.158*
H16B	0.581885	0.200646	0.398803	0.158*
H16C	0.540080	0.219781	0.522665	0.158*
C17A	0.7360 (17)	0.3935 (4)	0.6946 (9)	0.120 (2)	0.502 (9)
H17A	0.640986	0.375180	0.695965	0.144*	0.502 (9)
H17B	0.777579	0.410583	0.775206	0.144*	0.502 (9)
C17B	0.7398 (17)	0.3790 (2)	0.6508 (10)	0.119 (2)	0.498 (9)
H17C	0.758504	0.352034	0.588523	0.142*	0.498 (9)
H17D	0.647661	0.367100	0.672769	0.142*	0.498 (9)
C18A	0.8418 (16)	0.3510 (6)	0.6591 (14)	0.151 (3)	0.502 (9)
H18A	0.939453	0.368299	0.671692	0.226*	0.502 (9)
H18B	0.807363	0.340685	0.573319	0.226*	0.502 (9)
H18C	0.846888	0.316516	0.709264	0.226*	0.502 (9)
C18B	0.8644 (15)	0.3742 (6)	0.7627 (12)	0.142 (3)	0.498 (9)
H18D	0.941201	0.349365	0.744778	0.212*	0.498 (9)
H18E	0.827299	0.357902	0.829736	0.212*	0.498 (9)
H18F	0.905194	0.412323	0.785632	0.212*	0.498 (9)
H7	0.692 (4)	0.4672 (10)	0.633 (3)	0.079 (14)*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Zn1	0.0695 (3)	0.0780 (3)	0.0560 (3)	0.0014 (2)	0.0247 (2)	0.0122 (2)
O1	0.0709 (18)	0.101 (2)	0.0607 (17)	0.0149 (15)	0.0226 (14)	0.0153 (15)
O2	0.0607 (15)	0.0879 (18)	0.0556 (16)	0.0049 (13)	0.0193 (13)	0.0093 (14)
O3	0.0650 (18)	0.133 (3)	0.0683 (19)	0.0093 (17)	0.0196 (15)	−0.0132 (18)
O4	0.0752 (17)	0.0740 (16)	0.0594 (16)	−0.0039 (14)	0.0297 (14)	0.0126 (13)
O5	0.0866 (19)	0.0788 (18)	0.0735 (19)	−0.0078 (16)	0.0333 (16)	0.0084 (14)
O6	0.0857 (19)	0.0751 (18)	0.0636 (17)	−0.0105 (15)	0.0233 (15)	−0.0032 (14)
O7	0.110 (2)	0.090 (2)	0.073 (2)	0.0219 (18)	0.0186 (18)	0.0182 (16)
C1	0.067 (3)	0.141 (4)	0.072 (3)	0.006 (3)	0.012 (2)	0.020 (3)
C2	0.058 (2)	0.086 (3)	0.059 (2)	−0.008 (2)	0.015 (2)	0.016 (2)
C3	0.058 (2)	0.106 (3)	0.050 (2)	−0.004 (2)	0.0160 (19)	0.002 (2)
C4	0.062 (2)	0.081 (3)	0.063 (3)	−0.009 (2)	0.026 (2)	−0.001 (2)
C5	0.067 (3)	0.120 (4)	0.085 (3)	0.015 (3)	0.023 (3)	−0.001 (3)
C6	0.063 (3)	0.155 (5)	0.113 (4)	−0.004 (3)	0.019 (3)	0.009 (4)
C7	0.114 (5)	0.112 (4)	0.171 (7)	0.034 (4)	0.039 (5)	0.020 (4)
C8	0.090 (4)	0.257 (9)	0.123 (5)	0.050 (5)	0.032 (4)	−0.049 (5)
C9	0.135 (5)	0.100 (4)	0.169 (6)	−0.036 (3)	0.108 (5)	−0.027 (4)
C10	0.074 (3)	0.086 (3)	0.058 (2)	−0.010 (2)	0.027 (2)	0.008 (2)
C11	0.078 (3)	0.084 (3)	0.067 (3)	−0.020 (2)	0.031 (2)	−0.002 (2)
C12	0.075 (3)	0.073 (3)	0.046 (2)	−0.003 (2)	0.0083 (19)	0.0114 (18)
C13	0.097 (3)	0.084 (3)	0.053 (2)	−0.007 (3)	0.020 (2)	−0.001 (2)
C14	0.144 (5)	0.089 (3)	0.113 (4)	−0.024 (3)	0.037 (4)	−0.018 (3)
C15	0.186 (6)	0.125 (4)	0.056 (3)	0.002 (4)	0.030 (4)	−0.001 (3)
C16	0.109 (4)	0.107 (4)	0.103 (4)	0.005 (3)	0.032 (4)	−0.001 (3)
C17A	0.140 (4)	0.111 (4)	0.095 (4)	0.033 (4)	−0.005 (4)	−0.002 (3)
C17B	0.138 (4)	0.109 (4)	0.095 (4)	0.038 (4)	−0.003 (4)	0.000 (3)
C18A	0.159 (6)	0.139 (6)	0.132 (6)	0.027 (6)	−0.014 (6)	0.004 (6)
C18B	0.157 (6)	0.135 (6)	0.114 (6)	0.032 (5)	−0.008 (6)	0.006 (5)

Geometric parameters (Å, º) top

Zn1—O1	2.031 (3)	C8—H8B	0.9600
Zn1—O2	2.039 (3)	C8—H8C	0.9600
Zn1—O4ⁱ	2.141 (3)	C9—H9A	0.9600
Zn1—O4	2.076 (2)	C9—H9B	0.9600
Zn1—O5	2.072 (3)	C9—H9C	0.9600
Zn1—O7	2.201 (3)	C9—C10	1.503 (6)
O1—C2	1.273 (5)	C10—C11	1.352 (6)
O2—C4	1.235 (5)	C11—H11	0.9300
O3—C4	1.345 (5)	C11—C12	1.417 (6)
O3—C5	1.467 (5)	C13—C14	1.512 (6)
O4—C10	1.295 (4)	C13—C15	1.519 (6)
O5—C12	1.248 (5)	C13—C16	1.508 (6)
O6—C12	1.336 (5)	C14—H14A	0.9600
O6—C13	1.461 (5)	C14—H14B	0.9600
O7—C17A	1.452 (2)	C14—H14C	0.9600
O7—C17B	1.450 (2)	C15—H15A	0.9600
O7—H7	0.860 (2)	C15—H15B	0.9600
C1—H1A	0.9600	C15—H15C	0.9600
C1—H1B	0.9600	C16—H16A	0.9600
C1—H1C	0.9600	C16—H16B	0.9600
C1—C2	1.505 (6)	C16—H16C	0.9600
C2—C3	1.381 (5)	C17A—H17A	0.9700
C3—H3	0.9300	C17A—H17B	0.9700
C3—C4	1.407 (6)	C17A—C18A	1.489 (2)
C5—C6	1.498 (7)	C17B—H17C	0.9700
C5—C7	1.506 (7)	C17B—H17D	0.9700
C5—C8	1.522 (7)	C17B—C18B	1.487 (2)
C6—H6A	0.9600	C18A—H18A	0.9600
C6—H6B	0.9600	C18A—H18B	0.9600
C6—H6C	0.9600	C18A—H18C	0.9600
C7—H7A	0.9600	C18B—H18D	0.9600
C7—H7B	0.9600	C18B—H18E	0.9600
C7—H7C	0.9600	C18B—H18F	0.9600
C8—H8A	0.9600

O1—Zn1—O2	90.99 (11)	H8A—C8—H8C	109.5
O1—Zn1—O4ⁱ	88.27 (12)	H8B—C8—H8C	109.5
O1—Zn1—O4	90.61 (11)	H9A—C9—H9B	109.5
O1—Zn1—O5	97.46 (12)	H9A—C9—H9C	109.5
O1—Zn1—O7	167.36 (12)	H9B—C9—H9C	109.5
O2—Zn1—O4	173.35 (10)	C10—C9—H9A	109.5
O2—Zn1—O4ⁱ	106.60 (10)	C10—C9—H9B	109.5
O2—Zn1—O5	85.30 (11)	C10—C9—H9C	109.5
O2—Zn1—O7	93.30 (12)	O4—C10—C9	114.6 (4)
O4—Zn1—O4ⁱ	79.90 (10)	O4—C10—C11	126.3 (4)
O4ⁱ—Zn1—O7	79.11 (11)	C11—C10—C9	119.1 (4)
O4—Zn1—O7	86.49 (12)	C10—C11—H11	117.0
O5—Zn1—O4	88.08 (11)	C10—C11—C12	126.0 (4)
O5—Zn1—O4ⁱ	166.76 (10)	C12—C11—H11	117.0
O5—Zn1—O7	94.74 (12)	O5—C12—O6	121.2 (4)
C2—O1—Zn1	125.0 (3)	O5—C12—C11	126.4 (4)
C4—O2—Zn1	123.2 (3)	O6—C12—C11	112.3 (4)
C4—O3—C5	123.2 (3)	O6—C13—C14	102.5 (4)
Zn1—O4—Zn1ⁱ	100.10 (10)	O6—C13—C15	110.2 (4)
C10—O4—Zn1ⁱ	134.0 (3)	O6—C13—C16	110.1 (4)
C10—O4—Zn1	125.8 (3)	C14—C13—C15	111.5 (4)
C12—O5—Zn1	126.0 (3)	C16—C13—C14	110.0 (4)
C12—O6—C13	123.0 (3)	C16—C13—C15	112.2 (4)
Zn1—O7—H7	96 (3)	C13—C14—H14A	109.5
C17A—O7—Zn1	129.7 (7)	C13—C14—H14B	109.5
C17A—O7—H7	102 (3)	C13—C14—H14C	109.5
C17B—O7—Zn1	115.8 (5)	H14A—C14—H14B	109.5
C17B—O7—H7	125 (3)	H14A—C14—H14C	109.5
H1A—C1—H1B	109.5	H14B—C14—H14C	109.5
H1A—C1—H1C	109.5	C13—C15—H15A	109.5
H1B—C1—H1C	109.5	C13—C15—H15B	109.5
C2—C1—H1A	109.5	C13—C15—H15C	109.5
C2—C1—H1B	109.5	H15A—C15—H15B	109.5
C2—C1—H1C	109.5	H15A—C15—H15C	109.5
O1—C2—C1	115.7 (4)	H15B—C15—H15C	109.5
O1—C2—C3	125.4 (4)	C13—C16—H16A	109.5
C3—C2—C1	118.8 (4)	C13—C16—H16B	109.5
C2—C3—H3	117.1	C13—C16—H16C	109.5
C2—C3—C4	125.7 (4)	H16A—C16—H16B	109.5
C4—C3—H3	117.1	H16A—C16—H16C	109.5
O2—C4—O3	120.1 (4)	H16B—C16—H16C	109.5
O2—C4—C3	128.1 (4)	O7—C17A—H17A	111.2
O3—C4—C3	111.7 (4)	O7—C17A—H17B	111.2
O3—C5—C6	111.0 (4)	O7—C17A—C18A	102.6 (8)
O3—C5—C7	110.1 (4)	H17A—C17A—H17B	109.2
O3—C5—C8	101.4 (4)	C18A—C17A—H17A	111.2
C6—C5—C7	112.0 (5)	C18A—C17A—H17B	111.2
C6—C5—C8	110.5 (5)	O7—C17B—H17C	108.6
C7—C5—C8	111.4 (5)	O7—C17B—H17D	108.6
C5—C6—H6A	109.5	O7—C17B—C18B	114.5 (8)
C5—C6—H6B	109.5	H17C—C17B—H17D	107.6
C5—C6—H6C	109.5	C18B—C17B—H17C	108.6
H6A—C6—H6B	109.5	C18B—C17B—H17D	108.6
H6A—C6—H6C	109.5	C17A—C18A—H18A	109.5
H6B—C6—H6C	109.5	C17A—C18A—H18B	109.5
C5—C7—H7A	109.5	C17A—C18A—H18C	109.5
C5—C7—H7B	109.5	H18A—C18A—H18B	109.5
C5—C7—H7C	109.5	H18A—C18A—H18C	109.5
H7A—C7—H7B	109.5	H18B—C18A—H18C	109.5
H7A—C7—H7C	109.5	C17B—C18B—H18D	109.5
H7B—C7—H7C	109.5	C17B—C18B—H18E	109.5
C5—C8—H8A	109.5	C17B—C18B—H18F	109.5
C5—C8—H8B	109.5	H18D—C18B—H18E	109.5
C5—C8—H8C	109.5	H18D—C18B—H18F	109.5
H8A—C8—H8B	109.5	H18E—C18B—H18F	109.5

Zn1—O1—C2—C1	175.2 (3)	C2—C3—C4—O2	0.0 (7)
Zn1—O1—C2—C3	−5.2 (6)	C2—C3—C4—O3	−178.9 (4)
Zn1—O2—C4—O3	−171.2 (3)	C4—O3—C5—C6	−60.4 (6)
Zn1—O2—C4—C3	10.0 (6)	C4—O3—C5—C7	64.2 (6)
Zn1ⁱ—O4—C10—C9	−0.3 (6)	C4—O3—C5—C8	−177.8 (5)
Zn1—O4—C10—C9	−174.9 (4)	C5—O3—C4—O2	−3.7 (6)
Zn1ⁱ—O4—C10—C11	−179.5 (3)	C5—O3—C4—C3	175.2 (4)
Zn1—O4—C10—C11	5.9 (6)	C9—C10—C11—C12	−179.8 (5)
Zn1—O5—C12—O6	168.2 (3)	C10—C11—C12—O5	4.4 (7)
Zn1—O5—C12—C11	−12.6 (6)	C10—C11—C12—O6	−176.3 (4)
Zn1—O7—C17A—C18A	95.5 (12)	C12—O6—C13—C14	−180.0 (4)
Zn1—O7—C17B—C18B	176.2 (11)	C12—O6—C13—C15	−61.2 (5)
O1—C2—C3—C4	−2.8 (7)	C12—O6—C13—C16	63.0 (5)
O4—C10—C11—C12	−0.6 (8)	C13—O6—C12—O5	0.2 (6)
C1—C2—C3—C4	176.8 (4)	C13—O6—C12—C11	−179.1 (4)

Symmetry code: (i) −x+1, −y+1, −z+1.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O7—H7···O1ⁱ	0.86 (1)	2.01 (1)	2.861 (4)	171 (4)