Crystal structures and Hirshfeld surface analyses of tetra­kis­(4,5-di­hydro­furan-2-yl)silane and tetra­kis­(4,5-di­hydro­furan-2-yl)germane

The crystal structures of a di­hydro­furylsilane and a di­hydro­furylgermane are reported. Hirshfeld surface analyses were performed to investigate the inter­molecular inter­actions.

Key indicators

Structure: 1

• Single-crystal X-ray study
• T = 100 K
• Mean [sigma](C-C) = 0.002 Å
• R factor = 0.037
• wR factor = 0.103
• Data-to-parameter ratio = 22.3

Structure: 2

• Single-crystal X-ray study
• T = 100 K
• Mean [sigma](C-C) = 0.002 Å
• R factor = 0.032
• wR factor = 0.077
• Data-to-parameter ratio = 25.1

checkCIF/PLATON results

No syntax errors found



Datablock: 1


Alert level C
PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density ....       2.33 Report
PLAT911_ALERT_3_C Missing FCF Refl Between Thmin & STh/L=    0.600          8 Report
PLAT918_ALERT_3_C Reflection(s) with I(obs) much Smaller I(calc) .          2 Check
PLAT939_ALERT_3_C Large Value of Not (SHELXL) Weight Optimized S .      10.42 Check

Alert level G
PLAT063_ALERT_4_G Crystal Size Possibly too Large for Beam Size ..       0.68 mm
PLAT398_ALERT_2_G Deviating  C-O-C   Angle From 120 for O1       .      106.8 Degree
PLAT398_ALERT_2_G Deviating  C-O-C   Angle From 120 for O2       .      107.3 Degree
PLAT398_ALERT_2_G Deviating  C-O-C   Angle From 120 for O3       .      107.1 Degree
PLAT398_ALERT_2_G Deviating  C-O-C   Angle From 120 for O4       .      107.3 Degree
PLAT398_ALERT_2_G Deviating  C-O-C   Angle From 120 for O5       .      107.1 Degree
PLAT398_ALERT_2_G Deviating  C-O-C   Angle From 120 for O6       .      107.1 Degree
PLAT398_ALERT_2_G Deviating  C-O-C   Angle From 120 for O7       .      106.2 Degree
PLAT398_ALERT_2_G Deviating  C-O-C   Angle From 120 for O8       .      107.3 Degree
PLAT480_ALERT_4_G Long H...A H-Bond Reported H8A      ..O5       .       2.61 Ang.
PLAT480_ALERT_4_G Long H...A H-Bond Reported H27B     ..O3       .       2.61 Ang.
PLAT910_ALERT_3_G Missing # of FCF Reflection(s) Below Theta(Min).          2 Note
PLAT933_ALERT_2_G Number of HKL-OMIT Records in Embedded .res File          7 Note
PLAT967_ALERT_5_G Note: Two-Theta Cutoff Value in Embedded .res ..       61.0 Degree
PLAT978_ALERT_2_G Number C-C Bonds with Positive Residual Density.         14 Info
PLAT992_ALERT_5_G Repd & Actual _reflns_number_gt Values Differ by          2 Check

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

   0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
  11 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
   3 ALERT type 4 Improvement, methodology, query or suggestion
   2 ALERT type 5 Informative message, check




Datablock: 2


Alert level C
PLAT041_ALERT_1_C Calc. and Reported SumFormula    Strings  Differ     Please Check
PLAT042_ALERT_1_C Calc. and Reported MoietyFormula Strings  Differ     Please Check
PLAT911_ALERT_3_C Missing FCF Refl Between Thmin & STh/L=    0.600          4 Report

Alert level G
PLAT164_ALERT_4_G Nr. of Refined C-H H-Atoms in Heavy-Atom Struct.         40 Note
PLAT398_ALERT_2_G Deviating  C-O-C   Angle From 120 for O1       .      107.1 Degree
PLAT398_ALERT_2_G Deviating  C-O-C   Angle From 120 for O2       .      106.8 Degree
PLAT398_ALERT_2_G Deviating  C-O-C   Angle From 120 for O3       .      106.8 Degree
PLAT398_ALERT_2_G Deviating  C-O-C   Angle From 120 for O4       .      107.3 Degree
PLAT398_ALERT_2_G Deviating  C-O-C   Angle From 120 for O5       .      107.0 Degree
PLAT398_ALERT_2_G Deviating  C-O-C   Angle From 120 for O6       .      107.0 Degree
PLAT398_ALERT_2_G Deviating  C-O-C   Angle From 120 for O7       .      106.6 Degree
PLAT398_ALERT_2_G Deviating  C-O-C   Angle From 120 for O8       .      107.0 Degree
PLAT480_ALERT_4_G Long H...A H-Bond Reported H4A      ..O7       .       2.63 Ang.
PLAT910_ALERT_3_G Missing # of FCF Reflection(s) Below Theta(Min).          3 Note
PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L=  0.600         15 Note
PLAT933_ALERT_2_G Number of HKL-OMIT Records in Embedded .res File          1 Note
PLAT967_ALERT_5_G Note: Two-Theta Cutoff Value in Embedded .res ..       70.0 Degree
PLAT978_ALERT_2_G Number C-C Bonds with Positive Residual Density.         12 Info

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

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

---

Computing details

Data collection: APEX2 (Bruker 2018) for (1); APEX2 (Bruker, 2018) for (2). For both structures, cell refinement: SAINT V8.38A (Bruker, 2018); data reduction: SAINT V8.38A (Bruker, 2018). Program(s) used to solve structure: SHELXS (Sheldrick, 2008) for (1); SHELXT (Sheldrick, 2015a) for (2). For both structures, program(s) used to refine structure: SHELXL2019/2 (Sheldrick, 2015b); molecular graphics: Olex2 1.5 (Dolomanov et al., 2009); software used to prepare material for publication: CrystalExplorer21 (Spackman et al., 2021), Mercury (Macrae et al., 2020), publCIF (Westrip, 2010).

Tetrakis(4,5-dihydrofuran-2-yl)silane (1)

Crystal data

C16H20O4Si	F(000) = 1296
Mr = 304.41	Dx = 1.322 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
a = 14.2044 (7) Å	Cell parameters from 9905 reflections
b = 14.2458 (7) Å	θ = 2.6–17.2°
c = 15.4851 (8) Å	µ = 0.17 mm^−1
β = 102.605 (2)°	T = 100 K
V = 3057.9 (3) Å^3	Block, white
Z = 8	0.68 × 0.54 × 0.48 mm

Data collection

Bruker D8 VENTURE diffractometer	9331 independent reflections
Radiation source: microfocus sealed X-ray tube, Incoatec Iµs	8779 reflections with I > 2σ(I)
HELIOS mirror optics monochromator	Rint = 0.036
Detector resolution: 10.4167 pixels mm^-1	θmax = 30.5°, θmin = 2.1°
ω and φ scans	h = −20→20
Absorption correction: multi-scan (SADABS; Krause et al., 2015)	k = −20→20
Tmin = 0.532, Tmax = 0.570	l = −22→22
371220 measured reflections

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.037	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.103	w = 1/[σ^2(Fo^2) + (0.0578P)^2 + 1.2587P] where P = (Fo^2 + 2Fc^2)/3
S = 1.03	(Δ/σ)max = 0.001
9331 reflections	Δρmax = 0.89 e Å^−3
419 parameters	Δρmin = −0.38 e Å^−3
0 restraints

Special details

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 (Ų)

	x	y	z	Uiso*/Ueq
Si1	0.74622 (2)	0.28841 (2)	0.75077 (2)	0.01509 (6)
O1	0.93162 (5)	0.25935 (5)	0.85344 (5)	0.02192 (14)
O2	0.66166 (7)	0.30739 (6)	0.89526 (5)	0.02813 (17)
O3	0.72770 (6)	0.45724 (6)	0.65291 (5)	0.02471 (15)
O4	0.68036 (6)	0.15675 (7)	0.61688 (6)	0.03055 (19)
C1	0.86791 (7)	0.32761 (7)	0.81134 (6)	0.01724 (16)
C2	0.90373 (7)	0.41431 (7)	0.82338 (7)	0.02177 (18)
H2	0.871274	0.469549	0.798507	0.026*
C3	1.00352 (8)	0.41171 (8)	0.88241 (7)	0.0249 (2)
H3A	1.003889	0.437693	0.941784	0.030*
H3B	1.050636	0.446387	0.855916	0.030*
C4	1.02411 (7)	0.30597 (8)	0.88647 (7)	0.02419 (19)
H4A	1.070235	0.289812	0.849205	0.029*
H4B	1.052002	0.286370	0.948076	0.029*
C5	0.67360 (7)	0.24575 (7)	0.82938 (6)	0.01708 (16)
C6	0.63131 (8)	0.16312 (7)	0.83393 (7)	0.02348 (19)
H6	0.630973	0.112660	0.793750	0.028*
C7	0.58398 (9)	0.16119 (7)	0.91211 (8)	0.0264 (2)
H7A	0.616413	0.116278	0.957809	0.032*
H7B	0.514695	0.144991	0.893973	0.032*
C8	0.59827 (10)	0.26230 (8)	0.94469 (8)	0.0310 (2)
C9	0.67957 (7)	0.39005 (7)	0.69126 (6)	0.01753 (16)
C10	0.58506 (7)	0.40639 (8)	0.68000 (7)	0.02276 (18)
H10	0.540808	0.367188	0.701030	0.027*
C11	0.55907 (8)	0.49611 (8)	0.62906 (8)	0.0270 (2)
H11A	0.537713	0.544989	0.666015	0.032*
H11B	0.507913	0.485739	0.575246	0.032*
C12	0.65508 (8)	0.52240 (8)	0.60570 (7)	0.0257 (2)
H12A	0.649902	0.517179	0.541082	0.031*
H12B	0.672832	0.587780	0.623997	0.031*
C13	0.76134 (7)	0.19008 (7)	0.67562 (6)	0.01761 (16)
C14	0.84148 (7)	0.14317 (7)	0.67128 (6)	0.02059 (17)
H14	0.903761	0.156174	0.706378	0.025*
C15	0.81904 (8)	0.06663 (8)	0.60272 (7)	0.02422 (19)
H15A	0.827125	0.003588	0.630249	0.029*
H15B	0.860033	0.071638	0.558782	0.029*
C16	0.71307 (7)	0.08715 (8)	0.56085 (7)	0.02435 (19)
H16A	0.706698	0.111915	0.500114	0.029*
H16B	0.674129	0.029137	0.557871	0.029*
Si2	0.27704 (2)	0.32421 (2)	0.76377 (2)	0.01562 (6)
O5	0.09592 (6)	0.28846 (5)	0.65743 (5)	0.02374 (15)
O6	0.27220 (6)	0.47644 (6)	0.87285 (5)	0.02643 (16)
O7	0.21828 (7)	0.14802 (6)	0.81068 (5)	0.03273 (19)
O8	0.34396 (7)	0.33545 (6)	0.60778 (5)	0.02971 (18)
C17	0.15457 (7)	0.35882 (6)	0.70150 (6)	0.01701 (16)
C18	0.11405 (8)	0.44363 (7)	0.69027 (7)	0.02251 (18)
H18	0.143122	0.499966	0.716098	0.027*
C19	0.01501 (8)	0.43670 (7)	0.63035 (7)	0.02359 (19)
H19A	0.013165	0.466606	0.572297	0.028*
H19B	−0.034782	0.465527	0.657760	0.028*
C20	0.00210 (7)	0.33032 (7)	0.62152 (7)	0.02269 (19)
H20A	−0.045780	0.308461	0.654906	0.027*
H20B	−0.020752	0.312609	0.558609	0.027*
C21	0.33102 (7)	0.42965 (7)	0.82634 (6)	0.01817 (16)
C22	0.41603 (8)	0.47116 (8)	0.83225 (8)	0.0262 (2)
H22	0.465781	0.449003	0.805262	0.031*
C23	0.42186 (8)	0.55853 (8)	0.88805 (9)	0.0290 (2)
C24	0.31965 (8)	0.56474 (7)	0.90322 (7)	0.02153 (18)
C25	0.26895 (7)	0.22739 (7)	0.84255 (6)	0.01758 (16)
C26	0.30693 (9)	0.22394 (8)	0.92899 (7)	0.0288 (2)
H26	0.343000	0.272690	0.962848	0.035*
C27	0.28359 (12)	0.13035 (9)	0.96465 (8)	0.0375 (3)
C28	0.20576 (9)	0.09462 (8)	0.88849 (8)	0.0285 (2)
H28A	0.213710	0.026545	0.879398	0.034*
H28B	0.140908	0.105698	0.900266	0.034*
C29	0.34752 (7)	0.28210 (7)	0.68322 (6)	0.01786 (16)
C30	0.39575 (7)	0.20199 (7)	0.68338 (7)	0.02305 (19)
H30	0.406776	0.157557	0.730256	0.028*
C31	0.43036 (8)	0.19189 (8)	0.59856 (8)	0.0278 (2)
C32	0.38774 (9)	0.28001 (8)	0.54776 (7)	0.0271 (2)
H32A	0.439067	0.316510	0.528906	0.033*
H32B	0.338577	0.262374	0.494472	0.033*
H23A	0.4712 (13)	0.5512 (12)	0.9465 (11)	0.041 (5)*
H23B	0.4341 (13)	0.6133 (13)	0.8545 (11)	0.041 (4)*
H8A	0.6292 (14)	0.2656 (14)	1.0055 (13)	0.052 (5)*
H8B	0.5353 (15)	0.2977 (14)	0.9324 (13)	0.053 (5)*
H27A	0.3448 (15)	0.0826 (15)	0.9746 (13)	0.059 (6)*
H27B	0.2664 (15)	0.1338 (15)	1.0187 (14)	0.061 (6)*
H31A	0.5013 (13)	0.1894 (13)	0.6088 (11)	0.040 (4)*
H31B	0.4046 (14)	0.1348 (14)	0.5651 (13)	0.050 (5)*
H24A	0.3158 (10)	0.5717 (11)	0.9629 (10)	0.024 (3)*
H24B	0.2840 (11)	0.6143 (11)	0.8672 (10)	0.030 (4)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Si1	0.01493 (11)	0.01596 (12)	0.01465 (11)	−0.00030 (8)	0.00382 (8)	−0.00069 (8)
O1	0.0174 (3)	0.0222 (3)	0.0238 (3)	−0.0004 (3)	−0.0006 (3)	0.0016 (3)
O2	0.0447 (5)	0.0198 (3)	0.0264 (4)	−0.0128 (3)	0.0220 (3)	−0.0079 (3)
O3	0.0213 (3)	0.0232 (3)	0.0288 (4)	0.0003 (3)	0.0036 (3)	0.0100 (3)
O4	0.0163 (3)	0.0400 (5)	0.0336 (4)	0.0013 (3)	0.0016 (3)	−0.0198 (4)
C1	0.0162 (4)	0.0208 (4)	0.0150 (4)	−0.0006 (3)	0.0039 (3)	0.0003 (3)
C2	0.0225 (4)	0.0212 (4)	0.0208 (4)	−0.0030 (3)	0.0030 (3)	−0.0010 (3)
C3	0.0218 (4)	0.0290 (5)	0.0230 (4)	−0.0070 (4)	0.0026 (4)	−0.0047 (4)
C4	0.0167 (4)	0.0316 (5)	0.0227 (4)	−0.0027 (4)	0.0008 (3)	0.0011 (4)
C5	0.0181 (4)	0.0170 (4)	0.0168 (4)	−0.0005 (3)	0.0054 (3)	−0.0019 (3)
C6	0.0285 (5)	0.0179 (4)	0.0278 (5)	−0.0048 (4)	0.0145 (4)	−0.0059 (4)
C7	0.0351 (5)	0.0192 (4)	0.0295 (5)	−0.0081 (4)	0.0171 (4)	−0.0036 (4)
C8	0.0477 (7)	0.0216 (5)	0.0322 (6)	−0.0104 (5)	0.0271 (5)	−0.0062 (4)
C9	0.0191 (4)	0.0174 (4)	0.0159 (4)	−0.0001 (3)	0.0033 (3)	−0.0011 (3)
C10	0.0194 (4)	0.0243 (5)	0.0241 (4)	0.0021 (3)	0.0037 (3)	0.0000 (4)
C11	0.0244 (5)	0.0257 (5)	0.0277 (5)	0.0067 (4)	−0.0016 (4)	0.0003 (4)
C12	0.0290 (5)	0.0210 (4)	0.0246 (5)	0.0032 (4)	0.0000 (4)	0.0048 (4)
C13	0.0171 (4)	0.0190 (4)	0.0168 (4)	−0.0010 (3)	0.0037 (3)	−0.0020 (3)
C14	0.0198 (4)	0.0205 (4)	0.0201 (4)	0.0029 (3)	0.0012 (3)	−0.0025 (3)
C15	0.0240 (4)	0.0221 (4)	0.0252 (5)	0.0048 (4)	0.0025 (4)	−0.0058 (4)
C16	0.0217 (4)	0.0270 (5)	0.0240 (4)	−0.0009 (4)	0.0043 (3)	−0.0096 (4)
Si2	0.01722 (12)	0.01467 (12)	0.01523 (11)	−0.00029 (8)	0.00411 (9)	−0.00052 (8)
O5	0.0218 (3)	0.0164 (3)	0.0287 (4)	0.0020 (2)	−0.0038 (3)	−0.0029 (3)
O6	0.0260 (4)	0.0261 (4)	0.0300 (4)	−0.0089 (3)	0.0122 (3)	−0.0140 (3)
O7	0.0474 (5)	0.0228 (4)	0.0234 (4)	−0.0128 (3)	−0.0022 (3)	0.0023 (3)
O8	0.0418 (5)	0.0291 (4)	0.0225 (4)	0.0143 (3)	0.0164 (3)	0.0068 (3)
C17	0.0193 (4)	0.0165 (4)	0.0158 (4)	0.0002 (3)	0.0051 (3)	−0.0006 (3)
C18	0.0257 (5)	0.0171 (4)	0.0238 (4)	0.0023 (3)	0.0035 (4)	−0.0006 (3)
C19	0.0244 (4)	0.0227 (4)	0.0234 (4)	0.0074 (4)	0.0046 (4)	0.0032 (4)
C20	0.0178 (4)	0.0252 (5)	0.0245 (4)	0.0024 (3)	0.0033 (3)	−0.0003 (4)
C21	0.0218 (4)	0.0156 (4)	0.0174 (4)	−0.0007 (3)	0.0048 (3)	−0.0001 (3)
C22	0.0233 (5)	0.0203 (4)	0.0365 (5)	−0.0024 (4)	0.0100 (4)	−0.0042 (4)
C23	0.0243 (5)	0.0195 (4)	0.0425 (6)	−0.0054 (4)	0.0060 (4)	−0.0061 (4)
C24	0.0268 (5)	0.0170 (4)	0.0202 (4)	−0.0022 (3)	0.0037 (3)	−0.0028 (3)
C25	0.0187 (4)	0.0159 (4)	0.0183 (4)	0.0007 (3)	0.0044 (3)	0.0002 (3)
C26	0.0353 (6)	0.0249 (5)	0.0216 (5)	−0.0109 (4)	−0.0037 (4)	0.0042 (4)
C27	0.0539 (8)	0.0304 (6)	0.0227 (5)	−0.0157 (5)	−0.0039 (5)	0.0089 (4)
C28	0.0301 (5)	0.0211 (5)	0.0324 (5)	−0.0068 (4)	0.0025 (4)	0.0044 (4)
C29	0.0181 (4)	0.0186 (4)	0.0174 (4)	−0.0007 (3)	0.0049 (3)	−0.0005 (3)
C30	0.0219 (4)	0.0208 (4)	0.0283 (5)	0.0028 (3)	0.0095 (4)	0.0027 (4)
C31	0.0267 (5)	0.0268 (5)	0.0330 (5)	0.0044 (4)	0.0133 (4)	−0.0041 (4)
C32	0.0300 (5)	0.0330 (5)	0.0210 (4)	0.0036 (4)	0.0111 (4)	−0.0027 (4)

Geometric parameters (Å, º)

Si1—C1	1.8632 (10)	Si2—C17	1.8621 (10)
Si1—C5	1.8611 (9)	Si2—C21	1.8598 (10)
Si1—C9	1.8604 (10)	Si2—C25	1.8615 (10)
Si1—C13	1.8633 (10)	Si2—C29	1.8609 (10)
O1—C1	1.3901 (11)	O5—C17	1.3843 (11)
O1—C4	1.4613 (12)	O5—C20	1.4552 (12)
O2—C5	1.3842 (11)	O6—C21	1.3869 (12)
O2—C8	1.4525 (13)	O6—C24	1.4559 (12)
O3—C9	1.3834 (12)	O7—C25	1.3729 (12)
O3—C12	1.4598 (12)	O7—C28	1.4683 (14)
O4—C13	1.3853 (11)	O8—C29	1.3853 (12)
O4—C16	1.4587 (12)	O8—C32	1.4583 (13)
C1—C2	1.3334 (13)	C17—C18	1.3332 (13)
C2—H2	0.9500	C18—H18	0.9500
C2—C3	1.5102 (14)	C18—C19	1.5099 (15)
C3—H3A	0.9900	C19—H19A	0.9900
C3—H3B	0.9900	C19—H19B	0.9900
C3—C4	1.5332 (16)	C19—C20	1.5291 (15)
C4—H4A	0.9900	C20—H20A	0.9900
C4—H4B	0.9900	C20—H20B	0.9900
C5—C6	1.3304 (13)	C21—C22	1.3297 (14)
C6—H6	0.9500	C22—H22	0.9500
C6—C7	1.5078 (14)	C22—C23	1.5071 (15)
C7—H7A	0.9900	C23—C24	1.5230 (15)
C7—H7B	0.9900	C23—H23A	1.022 (18)
C7—C8	1.5251 (15)	C23—H23B	0.974 (18)
C8—H8A	0.95 (2)	C24—H24A	0.942 (14)
C8—H8B	1.01 (2)	C24—H24B	0.971 (16)
C9—C10	1.3358 (13)	C25—C26	1.3303 (14)
C10—H10	0.9500	C26—H26	0.9500
C10—C11	1.5049 (15)	C26—C27	1.5073 (16)
C11—H11A	0.9900	C27—C28	1.5175 (17)
C11—H11B	0.9900	C27—H27A	1.09 (2)
C11—C12	1.5317 (16)	C27—H27B	0.92 (2)
C12—H12A	0.9900	C28—H28A	0.9900
C12—H12B	0.9900	C28—H28B	0.9900
C13—C14	1.3343 (13)	C29—C30	1.3307 (13)
C14—H14	0.9500	C30—H30	0.9500
C14—C15	1.5065 (14)	C30—C31	1.5065 (15)
C15—H15A	0.9900	C31—C32	1.5341 (17)
C15—H15B	0.9900	C31—H31A	0.986 (18)
C15—C16	1.5315 (15)	C31—H31B	0.99 (2)
C16—H16A	0.9900	C32—H32A	0.9900
C16—H16B	0.9900	C32—H32B	0.9900
C5—Si1—C1	110.75 (4)	C21—Si2—C17	106.75 (4)
C5—Si1—C13	108.60 (4)	C21—Si2—C25	109.54 (4)
C9—Si1—C1	109.39 (4)	C21—Si2—C29	112.87 (4)
C9—Si1—C5	106.46 (4)	C25—Si2—C17	110.57 (4)
C9—Si1—C13	113.04 (4)	C29—Si2—C17	108.47 (4)
C13—Si1—C1	108.60 (4)	C29—Si2—C25	108.64 (4)
C1—O1—C4	106.85 (8)	C17—O5—C20	107.10 (7)
C5—O2—C8	107.31 (8)	C21—O6—C24	107.11 (8)
C9—O3—C12	107.07 (8)	C25—O7—C28	106.23 (8)
C13—O4—C16	107.27 (8)	C29—O8—C32	107.34 (8)
O1—C1—Si1	117.64 (7)	O5—C17—Si2	117.21 (7)
C2—C1—Si1	129.18 (8)	C18—C17—Si2	129.46 (8)
C2—C1—O1	113.14 (8)	C18—C17—O5	113.31 (9)
C1—C2—H2	125.0	C17—C18—H18	125.1
C1—C2—C3	109.94 (9)	C17—C18—C19	109.80 (9)
C3—C2—H2	125.0	C19—C18—H18	125.1
C2—C3—H3A	111.5	C18—C19—H19A	111.5
C2—C3—H3B	111.5	C18—C19—H19B	111.5
C2—C3—C4	101.21 (8)	C18—C19—C20	101.38 (8)
H3A—C3—H3B	109.3	H19A—C19—H19B	109.3
C4—C3—H3A	111.5	C20—C19—H19A	111.5
C4—C3—H3B	111.5	C20—C19—H19B	111.5
O1—C4—C3	106.46 (8)	O5—C20—C19	106.85 (8)
O1—C4—H4A	110.4	O5—C20—H20A	110.4
O1—C4—H4B	110.4	O5—C20—H20B	110.4
C3—C4—H4A	110.4	C19—C20—H20A	110.4
C3—C4—H4B	110.4	C19—C20—H20B	110.4
H4A—C4—H4B	108.6	H20A—C20—H20B	108.6
O2—C5—Si1	116.71 (7)	O6—C21—Si2	115.61 (7)
C6—C5—Si1	130.14 (7)	C22—C21—Si2	131.30 (8)
C6—C5—O2	113.14 (8)	C22—C21—O6	113.05 (9)
C5—C6—H6	124.9	C21—C22—H22	125.0
C5—C6—C7	110.13 (9)	C21—C22—C23	110.01 (9)
C7—C6—H6	124.9	C23—C22—H22	125.0
C6—C7—H7A	111.5	C22—C23—C24	101.63 (8)
C6—C7—H7B	111.5	C22—C23—H23A	111.4 (10)
C6—C7—C8	101.42 (8)	C22—C23—H23B	110.5 (10)
H7A—C7—H7B	109.3	C24—C23—H23A	111.2 (10)
C8—C7—H7A	111.5	C24—C23—H23B	108.8 (10)
C8—C7—H7B	111.5	H23A—C23—H23B	112.7 (14)
O2—C8—C7	107.24 (8)	O6—C24—C23	106.83 (8)
O2—C8—H8A	107.2 (12)	O6—C24—H24A	106.6 (9)
O2—C8—H8B	107.8 (11)	O6—C24—H24B	107.2 (9)
C7—C8—H8A	112.0 (12)	C23—C24—H24A	114.7 (9)
C7—C8—H8B	111.2 (12)	C23—C24—H24B	110.5 (9)
H8A—C8—H8B	111.2 (16)	H24A—C24—H24B	110.6 (13)
O3—C9—Si1	120.36 (7)	O7—C25—Si2	118.49 (7)
C10—C9—Si1	126.06 (8)	C26—C25—Si2	128.12 (8)
C10—C9—O3	113.58 (9)	C26—C25—O7	113.39 (9)
C9—C10—H10	125.0	C25—C26—H26	125.4
C9—C10—C11	109.94 (9)	C25—C26—C27	109.14 (10)
C11—C10—H10	125.0	C27—C26—H26	125.4
C10—C11—H11A	111.4	C26—C27—C28	101.14 (9)
C10—C11—H11B	111.4	C26—C27—H27A	111.9 (11)
C10—C11—C12	101.67 (8)	C26—C27—H27B	114.0 (14)
H11A—C11—H11B	109.3	C28—C27—H27A	108.9 (11)
C12—C11—H11A	111.4	C28—C27—H27B	115.5 (14)
C12—C11—H11B	111.4	H27A—C27—H27B	105.5 (17)
O3—C12—C11	107.13 (8)	O7—C28—C27	105.41 (9)
O3—C12—H12A	110.3	O7—C28—H28A	110.7
O3—C12—H12B	110.3	O7—C28—H28B	110.7
C11—C12—H12A	110.3	C27—C28—H28A	110.7
C11—C12—H12B	110.3	C27—C28—H28B	110.7
H12A—C12—H12B	108.5	H28A—C28—H28B	108.8
O4—C13—Si1	118.38 (7)	O8—C29—Si2	117.54 (7)
C14—C13—Si1	128.60 (7)	C30—C29—Si2	128.85 (8)
C14—C13—O4	112.99 (8)	C30—C29—O8	113.34 (9)
C13—C14—H14	124.9	C29—C30—H30	124.9
C13—C14—C15	110.26 (9)	C29—C30—C31	110.25 (9)
C15—C14—H14	124.9	C31—C30—H30	124.9
C14—C15—H15A	111.5	C30—C31—C32	101.63 (8)
C14—C15—H15B	111.5	C30—C31—H31A	112.3 (10)
C14—C15—C16	101.39 (8)	C30—C31—H31B	112.4 (11)
H15A—C15—H15B	109.3	C32—C31—H31A	112.8 (11)
C16—C15—H15A	111.5	C32—C31—H31B	110.1 (11)
C16—C15—H15B	111.5	H31A—C31—H31B	107.6 (15)
O4—C16—C15	106.81 (8)	O8—C32—C31	106.97 (8)
O4—C16—H16A	110.4	O8—C32—H32A	110.3
O4—C16—H16B	110.4	O8—C32—H32B	110.3
C15—C16—H16A	110.4	C31—C32—H32A	110.3
C15—C16—H16B	110.4	C31—C32—H32B	110.3
H16A—C16—H16B	108.6	H32A—C32—H32B	108.6
Si1—C1—C2—C3	176.08 (7)	Si2—C17—C18—C19	177.05 (7)
Si1—C5—C6—C7	177.67 (8)	Si2—C21—C22—C23	176.66 (8)
Si1—C9—C10—C11	179.51 (7)	Si2—C25—C26—C27	−178.46 (9)
Si1—C13—C14—C15	177.84 (8)	Si2—C29—C30—C31	172.10 (8)
O1—C1—C2—C3	−1.60 (12)	O5—C17—C18—C19	−0.92 (12)
O2—C5—C6—C7	−1.12 (13)	O6—C21—C22—C23	−0.58 (14)
O3—C9—C10—C11	−1.00 (12)	O7—C25—C26—C27	1.49 (15)
O4—C13—C14—C15	−0.17 (13)	O8—C29—C30—C31	−1.61 (13)
C1—Si1—C5—O2	55.68 (9)	C17—Si2—C21—O6	47.49 (8)
C1—Si1—C5—C6	−123.08 (10)	C17—Si2—C21—C22	−129.70 (11)
C1—Si1—C9—O3	36.98 (9)	C17—Si2—C25—O7	53.20 (9)
C1—Si1—C9—C10	−143.56 (9)	C17—Si2—C25—C26	−126.85 (11)
C1—Si1—C13—O4	−173.06 (8)	C17—Si2—C29—O8	45.79 (9)
C1—Si1—C13—C14	9.04 (11)	C17—Si2—C29—C30	−127.70 (10)
C1—O1—C4—C3	14.79 (10)	C17—O5—C20—C19	12.05 (11)
C1—C2—C3—C4	10.34 (11)	C17—C18—C19—C20	8.05 (11)
C2—C3—C4—O1	−14.89 (10)	C18—C19—C20—O5	−11.93 (10)
C4—O1—C1—Si1	173.47 (7)	C20—O5—C17—Si2	174.56 (6)
C4—O1—C1—C2	−8.56 (11)	C20—O5—C17—C18	−7.20 (11)
C5—Si1—C1—O1	68.57 (8)	C21—Si2—C17—O5	−172.97 (7)
C5—Si1—C1—C2	−109.02 (10)	C21—Si2—C17—C18	9.12 (11)
C5—Si1—C9—O3	156.69 (7)	C21—Si2—C25—O7	170.57 (8)
C5—Si1—C9—C10	−23.85 (10)	C21—Si2—C25—C26	−9.48 (12)
C5—Si1—C13—O4	66.43 (9)	C21—Si2—C29—O8	−72.29 (9)
C5—Si1—C13—C14	−111.48 (10)	C21—Si2—C29—C30	114.22 (10)
C5—O2—C8—C7	8.28 (14)	C21—O6—C24—C23	−11.72 (11)
C5—C6—C7—C8	5.96 (13)	C21—C22—C23—C24	−6.51 (13)
C6—C7—C8—O2	−8.43 (13)	C22—C23—C24—O6	10.84 (11)
C8—O2—C5—Si1	176.40 (8)	C24—O6—C21—Si2	−169.79 (7)
C8—O2—C5—C6	−4.63 (13)	C24—O6—C21—C22	7.92 (12)
C9—Si1—C1—O1	−174.39 (7)	C25—Si2—C17—O5	−53.90 (8)
C9—Si1—C1—C2	8.02 (11)	C25—Si2—C17—C18	128.20 (9)
C9—Si1—C5—O2	−63.14 (8)	C25—Si2—C21—O6	−72.25 (8)
C9—Si1—C5—C6	118.10 (10)	C25—Si2—C21—C22	110.57 (11)
C9—Si1—C13—O4	−51.47 (9)	C25—Si2—C29—O8	166.02 (8)
C9—Si1—C13—C14	130.62 (9)	C25—Si2—C29—C30	−7.47 (11)
C9—O3—C12—C11	7.40 (11)	C25—O7—C28—C27	−20.72 (13)
C9—C10—C11—C12	5.34 (12)	C25—C26—C27—C28	−13.98 (15)
C10—C11—C12—O3	−7.57 (11)	C26—C27—C28—O7	20.51 (14)
C12—O3—C9—Si1	175.37 (7)	C28—O7—C25—Si2	−167.63 (7)
C12—O3—C9—C10	−4.16 (12)	C28—O7—C25—C26	12.41 (13)
C13—Si1—C1—O1	−50.60 (8)	C29—Si2—C17—O5	65.13 (8)
C13—Si1—C1—C2	131.81 (9)	C29—Si2—C17—C18	−112.78 (10)
C13—Si1—C5—O2	174.85 (7)	C29—Si2—C21—O6	166.57 (7)
C13—Si1—C5—C6	−3.91 (12)	C29—Si2—C21—C22	−10.62 (12)
C13—Si1—C9—O3	−84.16 (8)	C29—Si2—C25—O7	−65.72 (9)
C13—Si1—C9—C10	95.30 (9)	C29—Si2—C25—C26	114.22 (11)
C13—O4—C16—C15	11.15 (12)	C29—O8—C32—C31	−7.05 (12)
C13—C14—C15—C16	6.83 (12)	C29—C30—C31—C32	−2.78 (12)
C14—C15—C16—O4	−10.65 (11)	C30—C31—C32—O8	5.86 (12)
C16—O4—C13—Si1	174.68 (7)	C32—O8—C29—Si2	−168.91 (7)
C16—O4—C13—C14	−7.10 (12)	C32—O8—C29—C30	5.58 (13)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C23—H23B···O5^i	0.974 (18)	2.531 (18)	3.3484 (14)	141.5 (14)
C8—H8A···O5^ii	0.95 (2)	2.61 (2)	3.3800 (15)	137.9 (15)
C27—H27B···O3^iii	0.92 (2)	2.61 (2)	3.4200 (16)	147.1 (18)
C31—H31A···O4	0.986 (18)	2.561 (18)	3.5358 (14)	169.6 (15)

Symmetry codes: (i) −x+1/2, y+1/2, −z+3/2; (ii) x+1/2, −y+1/2, z+1/2; (iii) x−1/2, −y+1/2, z+1/2.

Tetrakis(4,5-dihydrofuran-2-yl)germane (2)

Crystal data

C16H20GeO4	F(000) = 1440
Mr = 348.91	Dx = 1.505 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
a = 14.3828 (5) Å	Cell parameters from 8295 reflections
b = 14.2069 (5) Å	θ = 2.6–23.2°
c = 15.3594 (6) Å	µ = 2.00 mm^−1
β = 101.159 (1)°	T = 100 K
V = 3079.13 (19) Å^3	Block, colourless
Z = 8	0.19 × 0.16 × 0.08 mm

Data collection

Bruker D8 VENTURE diffractometer	13541 independent reflections
Radiation source: microfocus sealed X-ray tube, Incoatec Iµs	10143 reflections with I > 2σ(I)
HELIOS mirror optics monochromator	Rint = 0.046
Detector resolution: 10.4167 pixels mm^-1	θmax = 35.0°, θmin = 2.2°
ω and φ scans	h = −23→23
Absorption correction: multi-scan (SADABS; Krause et al., 2015)	k = −22→22
Tmin = 0.496, Tmax = 0.568	l = −24→24
71639 measured reflections

Refinement

Refinement on F^2	Primary atom site location: dual
Least-squares matrix: full	Hydrogen site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.032	All H-atom parameters refined
wR(F^2) = 0.077	w = 1/[σ^2(Fo^2) + (0.0339P)^2 + 0.639P] where P = (Fo^2 + 2Fc^2)/3
S = 1.02	(Δ/σ)max = 0.002
13541 reflections	Δρmax = 0.67 e Å^−3
539 parameters	Δρmin = −0.56 e Å^−3
0 restraints

Special details

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 (Ų)

	x	y	z	Uiso*/Ueq
Ge1	0.76646 (2)	0.79656 (2)	0.25601 (2)	0.01725 (4)
O1	0.85960 (11)	0.80852 (8)	0.11071 (9)	0.0405 (3)
O2	0.57907 (7)	0.77199 (8)	0.15770 (7)	0.0234 (2)
O3	0.78696 (8)	0.96600 (8)	0.35784 (8)	0.0284 (2)
O4	0.82066 (8)	0.67821 (10)	0.40676 (8)	0.0360 (3)
C1	0.83902 (10)	0.74624 (10)	0.17308 (9)	0.0198 (2)
C2	0.87060 (12)	0.66001 (11)	0.16430 (11)	0.0266 (3)
H2	0.8597 (14)	0.6081 (15)	0.2001 (13)	0.042 (6)*
C3	0.91833 (13)	0.65498 (12)	0.08575 (12)	0.0284 (3)
H3A	0.8873 (15)	0.6142 (16)	0.0419 (14)	0.046 (6)*
H3B	0.9832 (15)	0.6336 (15)	0.1007 (13)	0.040 (6)*
C4	0.91262 (16)	0.75656 (12)	0.05442 (12)	0.0337 (4)
C5	0.64477 (10)	0.84006 (10)	0.19256 (9)	0.0192 (2)
C6	0.61438 (11)	0.92783 (11)	0.17540 (10)	0.0240 (3)
H6	0.6487 (14)	0.9854 (14)	0.1928 (12)	0.032 (5)*
C7	0.51501 (11)	0.92654 (13)	0.12080 (11)	0.0289 (3)
C8	0.49159 (10)	0.82158 (12)	0.11877 (10)	0.0250 (3)
H8A	0.4679 (15)	0.7944 (14)	0.0582 (14)	0.038 (6)*
H8B	0.4508 (13)	0.8053 (12)	0.1537 (12)	0.021 (4)*
C9	0.83515 (10)	0.90293 (10)	0.31455 (9)	0.0200 (2)
C10	0.92565 (11)	0.92402 (13)	0.31889 (11)	0.0288 (3)
H10	0.9719 (16)	0.8885 (15)	0.2931 (14)	0.049 (6)*
C11	0.94986 (12)	1.01363 (13)	0.37105 (12)	0.0319 (4)
H11A	0.9997 (14)	1.0013 (14)	0.4282 (13)	0.039 (6)*
H11B	0.9740 (13)	1.0595 (14)	0.3353 (12)	0.034 (5)*
C12	0.85364 (12)	1.04082 (12)	0.39196 (11)	0.0280 (3)
H12A	0.8284 (13)	1.0973 (14)	0.3656 (13)	0.034 (5)*
H12B	0.8548 (13)	1.0425 (13)	0.4541 (13)	0.032 (5)*
C13	0.74617 (9)	0.69873 (10)	0.33799 (9)	0.0188 (2)
C14	0.66946 (10)	0.64706 (11)	0.33906 (10)	0.0221 (3)
H14	0.6147 (14)	0.6514 (14)	0.2963 (13)	0.035 (5)*
C15	0.68669 (11)	0.58031 (12)	0.41642 (11)	0.0267 (3)
H15A	0.6842 (14)	0.5155 (14)	0.3967 (13)	0.033 (5)*
H15B	0.6374 (14)	0.5901 (14)	0.4575 (13)	0.036 (5)*
C16	0.78647 (11)	0.60903 (12)	0.46348 (10)	0.0259 (3)
H16A	0.8283 (14)	0.5559 (15)	0.4694 (13)	0.039 (6)*
H16B	0.7876 (12)	0.6372 (13)	0.5198 (12)	0.024 (5)*
Ge2	0.72156 (2)	0.67613 (2)	0.73024 (2)	0.01539 (3)
O5	0.66868 (7)	0.79050 (9)	0.57513 (7)	0.0292 (2)
O6	0.65130 (9)	0.67107 (9)	0.89028 (8)	0.0319 (3)
O7	0.90223 (7)	0.71570 (7)	0.83475 (7)	0.02075 (19)
O8	0.73350 (7)	0.50898 (8)	0.63530 (7)	0.0237 (2)
C17	0.73712 (9)	0.77827 (10)	0.65076 (9)	0.0172 (2)
C18	0.80834 (11)	0.83944 (11)	0.65802 (10)	0.0241 (3)
H18	0.8624 (14)	0.8432 (14)	0.7071 (13)	0.032 (5)*
C19	0.79407 (11)	0.90342 (12)	0.57842 (11)	0.0266 (3)
H19A	0.7938 (14)	0.9697 (14)	0.5976 (13)	0.035 (5)*
H19B	0.8440 (14)	0.8900 (14)	0.5411 (13)	0.037 (6)*
C20	0.69603 (11)	0.87337 (12)	0.52929 (11)	0.0265 (3)
H20A	0.6984 (13)	0.8555 (13)	0.4700 (12)	0.027 (5)*
H20B	0.6490 (14)	0.9218 (15)	0.5329 (13)	0.037 (5)*
C21	0.64670 (9)	0.72187 (10)	0.81286 (9)	0.0182 (2)
C22	0.59783 (10)	0.80127 (11)	0.81080 (10)	0.0235 (3)
H22	0.5888 (14)	0.8425 (14)	0.7631 (13)	0.038 (6)*
C23	0.56360 (13)	0.81459 (12)	0.89642 (12)	0.0294 (3)
C24	0.60078 (15)	0.72545 (13)	0.94731 (11)	0.0324 (4)
H24A	0.5493 (16)	0.6861 (15)	0.9582 (14)	0.045 (6)*
H24B	0.6453 (16)	0.7397 (16)	1.0018 (15)	0.046 (6)*
C25	0.84566 (9)	0.64211 (9)	0.79573 (8)	0.0166 (2)
C26	0.88659 (10)	0.55803 (11)	0.81029 (10)	0.0215 (3)
H26	0.8613 (14)	0.4975 (15)	0.7893 (13)	0.040 (6)*
C27	0.98385 (10)	0.56899 (11)	0.86794 (10)	0.0216 (3)
H27A	1.0330 (14)	0.5386 (14)	0.8448 (13)	0.034 (5)*
H27B	0.9826 (14)	0.5428 (14)	0.9284 (13)	0.033 (5)*
C28	0.99617 (10)	0.67601 (11)	0.86798 (9)	0.0203 (2)
H28A	1.0206 (14)	0.7041 (13)	0.9236 (13)	0.027 (5)*
H28B	1.0331 (13)	0.6967 (12)	0.8283 (12)	0.022 (5)*
C29	0.66849 (9)	0.56460 (10)	0.66718 (9)	0.0185 (2)
C30	0.58084 (10)	0.53090 (11)	0.64952 (10)	0.0236 (3)
H30	0.5260 (13)	0.5604 (14)	0.6667 (12)	0.032 (5)*
C31	0.57860 (10)	0.43934 (11)	0.59975 (11)	0.0250 (3)
H31A	0.5534 (13)	0.3918 (14)	0.6335 (12)	0.033 (5)*
H31B	0.5415 (15)	0.4461 (15)	0.5397 (14)	0.047 (6)*
C32	0.68365 (11)	0.42402 (10)	0.59885 (10)	0.0227 (3)
H23A	0.4953 (16)	0.8203 (15)	0.8901 (14)	0.043 (6)*
H23B	0.5908 (16)	0.8691 (16)	0.9306 (15)	0.050 (7)*
H4A	0.8817 (15)	0.7617 (15)	−0.0042 (14)	0.040 (6)*
H4B	0.9781 (17)	0.7862 (16)	0.0636 (15)	0.052 (7)*
H32A	0.6975 (14)	0.4156 (15)	0.5409 (14)	0.041 (6)*
H32B	0.7082 (13)	0.3748 (13)	0.6351 (12)	0.027 (5)*
H7A	0.4702 (16)	0.9630 (15)	0.1448 (14)	0.048 (6)*
H7B	0.5180 (15)	0.9528 (15)	0.0576 (14)	0.045 (6)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ge1	0.01688 (6)	0.01865 (7)	0.01668 (6)	0.00177 (5)	0.00433 (5)	0.00107 (5)
O1	0.0733 (10)	0.0227 (6)	0.0364 (6)	0.0195 (6)	0.0374 (7)	0.0121 (5)
O2	0.0211 (4)	0.0209 (5)	0.0254 (5)	0.0006 (4)	−0.0023 (4)	0.0009 (4)
O3	0.0227 (5)	0.0265 (6)	0.0361 (6)	−0.0032 (4)	0.0055 (4)	−0.0116 (5)
O4	0.0179 (4)	0.0551 (8)	0.0320 (6)	−0.0060 (5)	−0.0026 (4)	0.0239 (6)
C1	0.0215 (6)	0.0198 (6)	0.0192 (6)	0.0030 (5)	0.0070 (5)	0.0028 (5)
C2	0.0319 (7)	0.0198 (7)	0.0325 (8)	0.0051 (6)	0.0171 (6)	0.0063 (6)
C3	0.0369 (8)	0.0197 (7)	0.0323 (8)	0.0067 (6)	0.0161 (7)	0.0023 (6)
C4	0.0546 (11)	0.0231 (8)	0.0308 (8)	0.0133 (8)	0.0265 (8)	0.0067 (6)
C5	0.0195 (5)	0.0217 (7)	0.0169 (5)	0.0028 (5)	0.0047 (4)	0.0005 (5)
C6	0.0259 (6)	0.0211 (7)	0.0245 (7)	0.0041 (6)	0.0039 (5)	0.0028 (5)
C7	0.0270 (7)	0.0315 (9)	0.0276 (7)	0.0090 (7)	0.0034 (6)	0.0087 (6)
C8	0.0192 (6)	0.0334 (8)	0.0217 (6)	0.0038 (6)	0.0021 (5)	0.0010 (6)
C9	0.0202 (6)	0.0205 (6)	0.0190 (6)	−0.0008 (5)	0.0029 (5)	0.0006 (5)
C10	0.0201 (6)	0.0361 (9)	0.0300 (7)	−0.0024 (6)	0.0041 (5)	0.0017 (7)
C11	0.0253 (7)	0.0341 (9)	0.0322 (8)	−0.0095 (7)	−0.0045 (6)	0.0069 (7)
C12	0.0331 (8)	0.0209 (7)	0.0273 (7)	−0.0070 (6)	−0.0007 (6)	−0.0003 (6)
C13	0.0177 (5)	0.0215 (6)	0.0172 (5)	0.0033 (5)	0.0035 (4)	0.0016 (5)
C14	0.0223 (6)	0.0218 (7)	0.0208 (6)	−0.0018 (5)	0.0006 (5)	0.0023 (5)
C15	0.0231 (6)	0.0291 (8)	0.0271 (7)	−0.0021 (6)	0.0028 (5)	0.0074 (6)
C16	0.0218 (6)	0.0314 (8)	0.0240 (7)	0.0004 (6)	0.0030 (5)	0.0088 (6)
Ge2	0.01513 (6)	0.01417 (6)	0.01657 (6)	−0.00089 (5)	0.00231 (4)	−0.00060 (5)
O5	0.0213 (5)	0.0340 (6)	0.0278 (5)	−0.0084 (5)	−0.0062 (4)	0.0122 (5)
O6	0.0454 (7)	0.0298 (6)	0.0246 (5)	0.0172 (5)	0.0168 (5)	0.0083 (5)
O7	0.0192 (4)	0.0148 (5)	0.0254 (5)	0.0014 (4)	−0.0029 (4)	−0.0022 (4)
O8	0.0208 (4)	0.0193 (5)	0.0304 (5)	−0.0021 (4)	0.0036 (4)	−0.0091 (4)
C17	0.0168 (5)	0.0165 (6)	0.0174 (5)	0.0014 (5)	0.0014 (4)	0.0010 (4)
C18	0.0243 (6)	0.0230 (7)	0.0226 (6)	−0.0061 (5)	−0.0016 (5)	0.0029 (5)
C19	0.0234 (6)	0.0243 (7)	0.0299 (7)	−0.0048 (6)	−0.0001 (6)	0.0077 (6)
C20	0.0231 (6)	0.0293 (8)	0.0254 (7)	−0.0026 (6)	0.0005 (5)	0.0105 (6)
C21	0.0173 (5)	0.0186 (6)	0.0189 (6)	−0.0007 (5)	0.0041 (4)	0.0012 (5)
C22	0.0229 (6)	0.0215 (7)	0.0275 (7)	0.0037 (5)	0.0088 (5)	0.0046 (6)
C23	0.0310 (7)	0.0268 (8)	0.0338 (8)	0.0086 (7)	0.0149 (6)	0.0009 (6)
C24	0.0447 (10)	0.0310 (9)	0.0261 (7)	0.0095 (8)	0.0180 (7)	0.0020 (6)
C25	0.0168 (5)	0.0156 (6)	0.0171 (5)	−0.0003 (5)	0.0025 (4)	−0.0008 (4)
C26	0.0219 (6)	0.0165 (6)	0.0242 (6)	0.0014 (5)	−0.0001 (5)	0.0000 (5)
C27	0.0210 (6)	0.0203 (7)	0.0225 (6)	0.0054 (5)	0.0018 (5)	0.0011 (5)
C28	0.0172 (5)	0.0227 (7)	0.0200 (6)	0.0023 (5)	0.0015 (4)	0.0000 (5)
C29	0.0210 (5)	0.0158 (6)	0.0180 (5)	−0.0014 (5)	0.0023 (4)	−0.0008 (5)
C30	0.0205 (6)	0.0193 (7)	0.0293 (7)	−0.0024 (5)	0.0007 (5)	−0.0024 (5)
C31	0.0222 (6)	0.0163 (6)	0.0326 (8)	−0.0011 (5)	−0.0047 (6)	0.0009 (6)
C32	0.0264 (6)	0.0162 (6)	0.0238 (6)	−0.0027 (5)	0.0008 (5)	−0.0022 (5)

Geometric parameters (Å, º)

Ge1—C1	1.9331 (13)	Ge2—C17	1.9370 (13)
Ge1—C5	1.9326 (14)	Ge2—C21	1.9290 (13)
Ge1—C9	1.9299 (14)	Ge2—C25	1.9329 (13)
Ge1—C13	1.9351 (14)	Ge2—C29	1.9353 (14)
O1—C1	1.3776 (17)	O5—C17	1.3806 (16)
O1—C4	1.4592 (19)	O5—C20	1.4641 (19)
O2—C5	1.3852 (17)	O6—C21	1.3816 (17)
O2—C8	1.4649 (17)	O6—C24	1.4624 (19)
O3—C9	1.3797 (17)	O7—C25	1.3877 (16)
O3—C12	1.4595 (18)	O7—C28	1.4619 (16)
O4—C13	1.3822 (16)	O8—C29	1.3840 (17)
O4—C16	1.4603 (19)	O8—C32	1.4592 (17)
C1—C2	1.323 (2)	C17—C18	1.3314 (19)
C2—H2	0.95 (2)	C18—H18	0.97 (2)
C2—C3	1.501 (2)	C18—C19	1.505 (2)
C3—H3A	0.93 (2)	C19—H19A	0.99 (2)
C3—H3B	0.97 (2)	C19—H19B	1.02 (2)
C3—C4	1.518 (2)	C19—C20	1.526 (2)
C4—H4A	0.93 (2)	C20—H20A	0.952 (18)
C4—H4B	1.02 (2)	C20—H20B	0.97 (2)
C5—C6	1.331 (2)	C21—C22	1.326 (2)
C6—H6	0.97 (2)	C22—H22	0.93 (2)
C6—C7	1.511 (2)	C22—C23	1.503 (2)
C7—C8	1.528 (2)	C23—C24	1.529 (2)
C7—H7A	0.96 (2)	C23—H23A	0.97 (2)
C7—H7B	1.05 (2)	C23—H23B	0.97 (2)
C8—H8A	1.00 (2)	C24—H24A	0.97 (2)
C8—H8B	0.899 (18)	C24—H24B	0.97 (2)
C9—C10	1.325 (2)	C25—C26	1.3313 (19)
C10—H10	0.98 (2)	C26—H26	0.96 (2)
C10—C11	1.509 (3)	C26—C27	1.5119 (19)
C11—H11A	1.04 (2)	C27—H27A	0.95 (2)
C11—H11B	0.960 (19)	C27—H27B	1.00 (2)
C11—C12	1.530 (3)	C27—C28	1.531 (2)
C12—H12A	0.94 (2)	C28—H28A	0.946 (19)
C12—H12B	0.951 (19)	C28—H28B	0.930 (18)
C13—C14	1.328 (2)	C29—C30	1.3266 (19)
C14—H14	0.92 (2)	C30—H30	0.974 (19)
C14—C15	1.503 (2)	C30—C31	1.506 (2)
C15—H15A	0.97 (2)	C31—H31A	0.964 (19)
C15—H15B	1.046 (19)	C31—H31B	0.98 (2)
C15—C16	1.532 (2)	C31—C32	1.529 (2)
C16—H16A	0.96 (2)	C32—H32A	0.96 (2)
C16—H16B	0.950 (18)	C32—H32B	0.920 (19)
C1—Ge1—C13	109.37 (6)	C21—Ge2—C17	108.03 (6)
C5—Ge1—C1	109.74 (6)	C21—Ge2—C25	108.58 (5)
C5—Ge1—C13	108.78 (6)	C21—Ge2—C29	112.88 (6)
C9—Ge1—C1	107.67 (6)	C25—Ge2—C17	107.92 (5)
C9—Ge1—C5	108.46 (6)	C25—Ge2—C29	106.91 (6)
C9—Ge1—C13	112.79 (6)	C29—Ge2—C17	112.36 (6)
C1—O1—C4	107.12 (11)	C17—O5—C20	106.95 (11)
C5—O2—C8	106.84 (11)	C21—O6—C24	107.04 (12)
C9—O3—C12	106.83 (12)	C25—O7—C28	106.57 (10)
C13—O4—C16	107.29 (11)	C29—O8—C32	107.01 (11)
O1—C1—Ge1	115.90 (10)	O5—C17—Ge2	118.30 (9)
C2—C1—Ge1	130.51 (11)	C18—C17—Ge2	128.10 (11)
C2—C1—O1	113.56 (13)	C18—C17—O5	113.59 (12)
C1—C2—H2	124.1 (12)	C17—C18—H18	125.9 (12)
C1—C2—C3	110.22 (13)	C17—C18—C19	110.14 (13)
C3—C2—H2	125.5 (12)	C19—C18—H18	123.9 (12)
C2—C3—H3A	112.3 (13)	C18—C19—H19A	110.0 (11)
C2—C3—H3B	113.2 (12)	C18—C19—H19B	110.1 (11)
C2—C3—C4	101.79 (13)	C18—C19—C20	101.56 (12)
H3A—C3—H3B	106.4 (17)	H19A—C19—H19B	113.0 (16)
C4—C3—H3A	111.9 (14)	C20—C19—H19A	111.0 (12)
C4—C3—H3B	111.4 (13)	C20—C19—H19B	110.7 (11)
O1—C4—C3	107.18 (12)	O5—C20—C19	107.20 (12)
O1—C4—H4A	109.2 (13)	O5—C20—H20A	107.9 (11)
O1—C4—H4B	106.5 (13)	O5—C20—H20B	106.7 (12)
C3—C4—H4A	111.6 (13)	C19—C20—H20A	110.3 (11)
C3—C4—H4B	111.0 (13)	C19—C20—H20B	111.1 (12)
H4A—C4—H4B	111.1 (18)	H20A—C20—H20B	113.3 (16)
O2—C5—Ge1	117.07 (10)	O6—C21—Ge2	116.77 (10)
C6—C5—Ge1	129.06 (12)	C22—C21—Ge2	129.17 (11)
C6—C5—O2	113.85 (13)	C22—C21—O6	113.68 (13)
C5—C6—H6	127.5 (12)	C21—C22—H22	123.3 (13)
C5—C6—C7	109.74 (14)	C21—C22—C23	110.38 (13)
C7—C6—H6	122.8 (12)	C23—C22—H22	126.3 (12)
C6—C7—C8	101.79 (12)	C22—C23—C24	101.63 (12)
C6—C7—H7A	114.6 (13)	C22—C23—H23A	114.8 (13)
C6—C7—H7B	107.8 (12)	C22—C23—H23B	114.0 (13)
C8—C7—H7A	112.0 (13)	C24—C23—H23A	111.5 (13)
C8—C7—H7B	112.1 (12)	C24—C23—H23B	108.5 (14)
H7A—C7—H7B	108.5 (17)	H23A—C23—H23B	106.3 (17)
O2—C8—C7	107.01 (12)	O6—C24—C23	107.24 (13)
O2—C8—H8A	107.6 (12)	O6—C24—H24A	106.5 (13)
O2—C8—H8B	103.9 (11)	O6—C24—H24B	107.8 (13)
C7—C8—H8A	115.4 (12)	C23—C24—H24A	111.3 (13)
C7—C8—H8B	114.0 (11)	C23—C24—H24B	112.0 (14)
H8A—C8—H8B	108.1 (16)	H24A—C24—H24B	111.7 (18)
O3—C9—Ge1	118.25 (9)	O7—C25—Ge2	116.20 (9)
C10—C9—Ge1	127.58 (12)	C26—C25—Ge2	130.20 (11)
C10—C9—O3	114.16 (14)	C26—C25—O7	113.59 (12)
C9—C10—H10	127.0 (13)	C25—C26—H26	128.1 (12)
C9—C10—C11	109.94 (15)	C25—C26—C27	109.57 (13)
C11—C10—H10	123.1 (13)	C27—C26—H26	122.3 (12)
C10—C11—H11A	111.0 (12)	C26—C27—H27A	113.8 (12)
C10—C11—H11B	109.9 (12)	C26—C27—H27B	108.9 (11)
C10—C11—C12	101.51 (13)	C26—C27—C28	101.32 (11)
H11A—C11—H11B	109.4 (16)	H27A—C27—H27B	108.9 (16)
C12—C11—H11A	111.8 (11)	C28—C27—H27A	110.9 (12)
C12—C11—H11B	113.0 (12)	C28—C27—H27B	113.0 (11)
O3—C12—C11	107.40 (13)	O7—C28—C27	106.50 (11)
O3—C12—H12A	107.2 (12)	O7—C28—H28A	108.0 (12)
O3—C12—H12B	105.2 (12)	O7—C28—H28B	104.8 (11)
C11—C12—H12A	114.5 (12)	C27—C28—H28A	116.2 (12)
C11—C12—H12B	112.1 (12)	C27—C28—H28B	113.2 (11)
H12A—C12—H12B	110.0 (16)	H28A—C28—H28B	107.4 (16)
O4—C13—Ge1	117.16 (10)	O8—C29—Ge2	114.61 (9)
C14—C13—Ge1	129.45 (11)	C30—C29—Ge2	131.68 (11)
C14—C13—O4	113.39 (13)	C30—C29—O8	113.71 (12)
C13—C14—H14	123.4 (13)	C29—C30—H30	125.3 (12)
C13—C14—C15	110.38 (13)	C29—C30—C31	109.97 (13)
C15—C14—H14	126.2 (13)	C31—C30—H30	124.8 (12)
C14—C15—H15A	111.2 (11)	C30—C31—H31A	107.8 (12)
C14—C15—H15B	111.5 (11)	C30—C31—H31B	110.4 (13)
C14—C15—C16	101.60 (12)	C30—C31—C32	101.74 (12)
H15A—C15—H15B	109.1 (15)	H31A—C31—H31B	112.5 (17)
C16—C15—H15A	112.0 (12)	C32—C31—H31A	112.3 (11)
C16—C15—H15B	111.2 (11)	C32—C31—H31B	111.5 (13)
O4—C16—C15	106.89 (12)	O8—C32—C31	106.96 (12)
O4—C16—H16A	108.0 (12)	O8—C32—H32A	106.6 (13)
O4—C16—H16B	108.1 (11)	O8—C32—H32B	107.1 (12)
C15—C16—H16A	110.4 (12)	C31—C32—H32A	114.2 (12)
C15—C16—H16B	113.0 (11)	C31—C32—H32B	111.4 (11)
H16A—C16—H16B	110.2 (16)	H32A—C32—H32B	110.2 (16)
Ge1—C1—C2—C3	176.36 (12)	Ge2—C17—C18—C19	176.68 (11)
Ge1—C5—C6—C7	178.01 (11)	Ge2—C21—C22—C23	−170.77 (12)
Ge1—C9—C10—C11	179.83 (11)	Ge2—C25—C26—C27	−178.47 (10)
Ge1—C13—C14—C15	−179.37 (11)	Ge2—C29—C30—C31	−178.54 (11)
O1—C1—C2—C3	−1.5 (2)	O5—C17—C18—C19	−1.66 (19)
O2—C5—C6—C7	−0.57 (18)	O6—C21—C22—C23	1.84 (19)
O3—C9—C10—C11	−0.27 (19)	O7—C25—C26—C27	1.18 (17)
O4—C13—C14—C15	0.09 (19)	O8—C29—C30—C31	0.67 (18)
C1—O1—C4—C3	2.7 (2)	C17—O5—C20—C19	6.77 (18)
C1—C2—C3—C4	3.0 (2)	C17—C18—C19—C20	5.58 (19)
C2—C3—C4—O1	−3.4 (2)	C18—C19—C20—O5	−7.30 (18)
C4—O1—C1—Ge1	−179.00 (13)	C20—O5—C17—Ge2	178.16 (10)
C4—O1—C1—C2	−0.8 (2)	C20—O5—C17—C18	−3.32 (18)
C5—O2—C8—C7	8.45 (15)	C21—O6—C24—C23	0.6 (2)
C5—C6—C7—C8	5.62 (17)	C21—C22—C23—C24	−1.27 (19)
C6—C7—C8—O2	−8.37 (16)	C22—C23—C24—O6	0.35 (19)
C8—O2—C5—Ge1	176.14 (9)	C24—O6—C21—Ge2	172.03 (11)
C8—O2—C5—C6	−5.10 (16)	C24—O6—C21—C22	−1.55 (19)
C9—O3—C12—C11	−4.04 (16)	C25—O7—C28—C27	−15.01 (14)
C9—C10—C11—C12	−2.19 (18)	C25—C26—C27—C28	−10.12 (16)
C10—C11—C12—O3	3.72 (17)	C26—C27—C28—O7	14.94 (14)
C12—O3—C9—Ge1	−177.31 (10)	C28—O7—C25—Ge2	−171.34 (9)
C12—O3—C9—C10	2.78 (18)	C28—O7—C25—C26	8.96 (16)
C13—O4—C16—C15	6.62 (18)	C29—O8—C32—C31	7.81 (15)
C13—C14—C15—C16	3.90 (18)	C29—C30—C31—C32	4.11 (17)
C14—C15—C16—O4	−6.24 (17)	C30—C31—C32—O8	−7.10 (16)
C16—O4—C13—Ge1	175.18 (11)	C32—O8—C29—Ge2	173.88 (9)
C16—O4—C13—C14	−4.35 (19)	C32—O8—C29—C30	−5.48 (17)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C31—H31A···O7^i	0.964 (19)	2.60 (2)	3.3279 (18)	132.1 (14)
C23—H23A···O4^ii	0.97 (2)	2.57 (2)	3.530 (2)	168.0 (17)
C4—H4A···O7^iii	0.93 (2)	2.63 (2)	3.398 (2)	140.8 (17)

Symmetry codes: (i) −x+3/2, y−1/2, −z+3/2; (ii) x−1/2, −y+3/2, z+1/2; (iii) x, y, z−1.