[{Me₄C₂(C₅H₄)₂}Zr(BH₄)₂], a bis(tetra­hydro­borate) complex of a bridged zirconocene

Bis(tetra­hydro­borato)­[1,1,2,2-tetra­methyl-1,2-ethyl­enebis­([eta]⁵-cyclo­penta­dienyl)]­zirconium, (I), was synthesized by the reaction of the zirconocene dichloride with lithium tetra­hydro­borate. Crystals suitable for X-ray structure analysis were obtained by recrystallization from toluene. The mol­ecule adopts an appproximate C_2v symmetry. Both tetra­hydro­borate ligands are [eta]²-coordinated and tilted by 18-19° out of the equatorial plane; the angle B1-Zr1-B2 is 104.7°. The cyclo­penta­dienyl rings show a normal [eta]⁵-coordinaton, with a centroid-Zr-centroid angle of 124.3°.

S1. Experimental

C₂Me₄(C₅H₄)₂ZrCl₂ (1.1 g, 2.9 mmol) and lithium tetrahydroborate (0.25 g, 11.5 mmol) were stirred in tetrahydrofuran at room temperature for 12 h (James et al., 1967). The solvent was removed and the residue extracted three times with 70 ml toluene. The yellow solution was concentrated until precipitation started. After warming and addition of 20 ml pentane, the solution was cooled to 193 K. Filtration and washing with pentane yielded 570 mg of a colourless powder (59% yield). NMR (250 MHz, C₆D₆): 6.18 (t, 4H), 5.59 (t, 4H), 0.76 (s, 12H), 1.0 [bq, J(BH) = 60 Hz, 8H]. Elemental analysis: calculated C 57.7, H 8.7%; found C 57.4, H 8.3% All operations were carried out under exclusion of air and moisture. Solvents were dried by standard techniques.

Computing details

Data collection: MolEN; cell refinement: MolEN; data reduction: MolEN; program(s) used to solve structure: SHELXS86 (Sheldrick, 1985); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997).

(I)

Crystal data

[Zr(BH4)2(C16H20)]	Z = 2
Mr = 333.22	F(000) = 348
Triclinic, P1	Dx = 1.315 Mg m^−3
a = 7.699 (2) Å	Mo Kα radiation, λ = 0.71073 Å
b = 9.341 (2) Å	Cell parameters from 25 reflections
c = 12.934 (3) Å	θ = 14.0–15.9°
α = 77.77 (3)°	µ = 0.64 mm^−1
β = 78.52 (3)°	T = 153 K
γ = 69.09 (3)°	Block cut from a needle, colourless
V = 841.4 (3) Å^3	0.4 × 0.4 × 0.4 mm

Data collection

Enraf-Nonius CAD-4 diffractometer	3360 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.014
Graphite monochromator	θmax = 26.9°, θmin = 2.4°
ω/2θ scans	h = 0→9
Absorption correction: ψ scan (MolEN; Enraf-Nonius, 1990)	k = −11→11
Tmin = 0.696, Tmax = 0.775	l = −16→16
5012 measured reflections	3 standard reflections every 60 min
3653 independent reflections	intensity decay: 1.0%

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.023	Hydrogen site location: difference Fourier map
wR(F^2) = 0.058	All H-atom parameters refined
S = 1.04	w = 1/[σ^2(Fo^2) + (0.0351P)^2 + 0.3682P] where P = (Fo^2 + 2Fc^2)/3
3653 reflections	(Δ/σ)max < 0.001
284 parameters	Δρmax = 0.81 e Å^−3
0 restraints	Δρmin = −0.69 e Å^−3

Special details

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 (Ų)

	x	y	z	Uiso*/Ueq
Zr1	−0.25624 (2)	−0.04144 (2)	0.25148 (1)	0.01553 (6)
B1	−0.3376 (3)	0.1093 (3)	0.41112 (17)	0.0287 (4)
B2	−0.1841 (4)	0.1515 (3)	0.08607 (18)	0.0336 (5)
C1	−0.4236 (2)	−0.20897 (18)	0.21681 (13)	0.0178 (3)
C2	−0.5218 (2)	−0.14160 (19)	0.30943 (14)	0.0194 (3)
C3	−0.6051 (2)	0.0197 (2)	0.27883 (16)	0.0252 (4)
C4	−0.5545 (3)	0.0551 (2)	0.16936 (16)	0.0275 (4)
C5	−0.4410 (3)	−0.0854 (2)	0.13072 (15)	0.0225 (3)
C6	−0.0768 (2)	−0.32500 (19)	0.28687 (14)	0.0213 (3)
C7	−0.0728 (3)	−0.2598 (2)	0.37514 (15)	0.0260 (4)
C8	0.0340 (3)	−0.1581 (2)	0.34076 (17)	0.0310 (4)
C9	0.0927 (3)	−0.1568 (2)	0.23129 (17)	0.0299 (4)
C10	0.0223 (2)	−0.2569 (2)	0.19692 (15)	0.0241 (4)
C11	−0.3233 (2)	−0.38148 (19)	0.21138 (14)	0.0208 (3)
C12	−0.1650 (2)	−0.44810 (19)	0.28787 (15)	0.0238 (4)
C13	−0.2445 (3)	−0.4029 (2)	0.09454 (16)	0.0290 (4)
C14	−0.4730 (3)	−0.4629 (2)	0.24496 (18)	0.0297 (4)
C15	−0.2425 (3)	−0.5001 (2)	0.40367 (17)	0.0331 (4)
C16	−0.0067 (3)	−0.5913 (2)	0.2514 (2)	0.0377 (5)
H2	−0.536 (3)	−0.192 (3)	0.3778 (19)	0.027 (5)*
H5	−0.383 (3)	−0.093 (2)	0.0589 (18)	0.023 (5)*
H1A	−0.361 (3)	−0.009 (3)	0.4068 (19)	0.034 (6)*
H15C	−0.342 (3)	−0.423 (3)	0.4339 (19)	0.034 (6)*
H2B	−0.154 (3)	0.016 (3)	0.0976 (19)	0.036 (6)*
H10	0.045 (3)	−0.277 (2)	0.1262 (19)	0.027 (5)*
H3	−0.673 (3)	0.090 (3)	0.324 (2)	0.035 (6)*
H13C	−0.349 (4)	−0.352 (3)	0.048 (2)	0.038 (6)*
H7	−0.129 (3)	−0.277 (3)	0.442 (2)	0.032 (6)*
H13B	−0.150 (3)	−0.356 (3)	0.0637 (19)	0.035 (6)*
H14C	−0.546 (3)	−0.443 (3)	0.315 (2)	0.032 (6)*
H4	−0.586 (3)	0.155 (3)	0.1277 (19)	0.032 (6)*
H15B	−0.141 (4)	−0.533 (3)	0.446 (2)	0.040 (6)*
H13A	−0.192 (3)	−0.512 (3)	0.0913 (19)	0.031 (6)*
H14B	−0.416 (3)	−0.564 (3)	0.250 (2)	0.041 (7)*
H8	0.054 (3)	−0.103 (3)	0.384 (2)	0.038 (6)*
H1C	−0.472 (4)	0.202 (3)	0.418 (2)	0.047 (7)*
H2D	−0.053 (4)	0.173 (3)	0.079 (2)	0.043 (7)*
H16C	0.063 (3)	−0.567 (3)	0.185 (2)	0.032 (6)*
H2A	−0.278 (4)	0.184 (3)	0.165 (2)	0.045 (7)*
H15A	−0.280 (3)	−0.592 (3)	0.409 (2)	0.040 (7)*
H14A	−0.561 (4)	−0.424 (3)	0.194 (2)	0.040 (6)*
H16B	0.076 (3)	−0.629 (3)	0.304 (2)	0.034 (6)*
H2C	−0.267 (4)	0.212 (3)	0.022 (2)	0.045 (7)*
H9	0.159 (4)	−0.099 (3)	0.187 (2)	0.044 (7)*
H1B	−0.247 (3)	0.135 (3)	0.330 (2)	0.042 (7)*
H1D	−0.248 (4)	0.086 (3)	0.473 (2)	0.046 (7)*
H16A	−0.051 (4)	−0.669 (4)	0.247 (2)	0.060 (9)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Zr1	0.01831 (9)	0.01429 (8)	0.01530 (9)	−0.00710 (6)	−0.00153 (5)	−0.00270 (5)
B1	0.0420 (12)	0.0304 (11)	0.0211 (10)	−0.0204 (10)	0.0018 (9)	−0.0104 (8)
B2	0.0502 (14)	0.0258 (10)	0.0233 (11)	−0.0178 (10)	0.0056 (10)	−0.0011 (8)
C1	0.0166 (7)	0.0159 (7)	0.0230 (8)	−0.0049 (6)	−0.0065 (6)	−0.0042 (6)
C2	0.0160 (7)	0.0205 (8)	0.0241 (9)	−0.0082 (6)	−0.0026 (6)	−0.0049 (7)
C3	0.0170 (8)	0.0215 (8)	0.0375 (10)	−0.0021 (7)	−0.0064 (7)	−0.0107 (8)
C4	0.0285 (9)	0.0171 (8)	0.0365 (10)	−0.0016 (7)	−0.0171 (8)	−0.0020 (7)
C5	0.0271 (9)	0.0199 (8)	0.0226 (9)	−0.0069 (7)	−0.0109 (7)	−0.0019 (7)
C6	0.0167 (7)	0.0185 (8)	0.0261 (9)	−0.0010 (6)	−0.0079 (6)	−0.0016 (6)
C7	0.0243 (9)	0.0274 (9)	0.0247 (9)	−0.0050 (7)	−0.0105 (7)	−0.0001 (7)
C8	0.0242 (9)	0.0364 (10)	0.0380 (11)	−0.0092 (8)	−0.0148 (8)	−0.0090 (9)
C9	0.0172 (8)	0.0338 (10)	0.0404 (11)	−0.0102 (7)	−0.0030 (7)	−0.0070 (8)
C10	0.0158 (8)	0.0260 (9)	0.0292 (10)	−0.0042 (7)	−0.0011 (7)	−0.0078 (7)
C11	0.0229 (8)	0.0146 (7)	0.0259 (9)	−0.0049 (6)	−0.0061 (7)	−0.0047 (6)
C12	0.0242 (8)	0.0147 (7)	0.0308 (9)	−0.0032 (7)	−0.0090 (7)	−0.0005 (7)
C13	0.0336 (10)	0.0239 (9)	0.0301 (10)	−0.0066 (8)	−0.0041 (8)	−0.0108 (7)
C14	0.0299 (10)	0.0193 (9)	0.0438 (12)	−0.0117 (8)	−0.0072 (9)	−0.0050 (8)
C15	0.0399 (11)	0.0260 (10)	0.0316 (11)	−0.0117 (9)	−0.0121 (9)	0.0074 (8)
C16	0.0322 (11)	0.0193 (9)	0.0571 (15)	0.0021 (8)	−0.0134 (11)	−0.0080 (9)

Geometric parameters (Å, º)

Zr1—C10	2.463 (2)	C4—C5	1.422 (3)
Zr1—C2	2.4647 (18)	C4—H4	0.95 (2)
Zr1—C7	2.485 (2)	C5—H5	0.95 (2)
Zr1—C5	2.4911 (18)	C6—C7	1.413 (3)
Zr1—C9	2.494 (2)	C6—C10	1.421 (3)
Zr1—C6	2.5020 (19)	C6—C12	1.527 (2)
Zr1—C8	2.504 (2)	C7—C8	1.417 (3)
Zr1—C1	2.5051 (17)	C7—H7	0.90 (2)
Zr1—C3	2.5057 (19)	C8—C9	1.397 (3)
Zr1—C4	2.510 (2)	C8—H8	0.90 (3)
Zr1—B1	2.594 (2)	C9—C10	1.414 (3)
Zr1—B2	2.597 (2)	C9—H9	0.91 (3)
Zr1—H1A	2.05 (2)	C10—H10	0.94 (2)
Zr1—H2B	2.02 (2)	C11—C13	1.539 (3)
Zr1—H2A	2.13 (3)	C11—C14	1.543 (3)
Zr1—H1B	2.15 (3)	C11—C12	1.590 (2)
B1—H1A	1.19 (2)	C12—C16	1.540 (3)
B1—H1C	1.09 (3)	C12—C15	1.542 (3)
B1—H1B	1.17 (3)	C13—H13C	1.02 (3)
B1—H1D	1.10 (3)	C13—H13B	0.96 (2)
B2—H2B	1.18 (2)	C13—H13A	0.96 (2)
B2—H2D	1.08 (3)	C14—H14C	0.98 (2)
B2—H2A	1.15 (3)	C14—H14B	0.89 (3)
B2—H2C	1.08 (3)	C14—H14A	0.97 (3)
C1—C5	1.412 (2)	C15—H15C	0.93 (2)
C1—C2	1.422 (2)	C15—H15B	0.97 (3)
C1—C11	1.528 (2)	C15—H15A	0.99 (3)
C2—C3	1.413 (2)	C16—H16C	0.94 (3)
C2—H2	0.91 (2)	C16—H16B	0.94 (2)
C3—C4	1.393 (3)	C16—H16A	0.92 (3)
C3—H3	0.92 (3)
C10—Zr1—C2	107.74 (6)	H2B—Zr1—H1B	104.1 (10)
C10—Zr1—C7	54.69 (7)	H2A—Zr1—H1B	60.0 (10)
C2—Zr1—C7	88.55 (7)	Zr1—B1—H1A	50.5 (11)
C10—Zr1—C5	91.44 (7)	Zr1—B1—H1C	117.6 (14)
C2—Zr1—C5	54.51 (6)	H1A—B1—H1C	110.3 (18)
C7—Zr1—C5	121.11 (6)	Zr1—B1—H1B	54.8 (12)
C10—Zr1—C9	33.14 (6)	H1A—B1—H1B	104.7 (17)
C2—Zr1—C9	135.75 (6)	H1C—B1—H1B	110.3 (18)
C7—Zr1—C9	54.42 (7)	Zr1—B1—H1D	125.1 (13)
C5—Zr1—C9	121.00 (7)	H1A—B1—H1D	108.0 (18)
C10—Zr1—C6	33.25 (6)	H1C—B1—H1D	117.2 (19)
C2—Zr1—C6	80.89 (6)	H1B—B1—H1D	105.6 (18)
C7—Zr1—C6	32.92 (6)	Zr1—B2—H2B	48.8 (12)
C5—Zr1—C6	91.60 (6)	Zr1—B2—H2D	116.1 (13)
C9—Zr1—C6	54.87 (7)	H2B—B2—H2D	109.0 (18)
C10—Zr1—C8	54.50 (7)	Zr1—B2—H2A	53.7 (13)
C2—Zr1—C8	120.93 (7)	H2B—B2—H2A	101.9 (17)
C7—Zr1—C8	33.00 (7)	H2D—B2—H2A	111.0 (18)
C5—Zr1—C8	144.38 (6)	Zr1—B2—H2C	128.3 (14)
C9—Zr1—C8	32.45 (7)	H2B—B2—H2C	111.3 (18)
C6—Zr1—C8	54.70 (7)	H2D—B2—H2C	115.6 (19)
C10—Zr1—C1	82.12 (6)	H2A—B2—H2C	107.2 (18)
C2—Zr1—C1	33.24 (6)	C5—C1—C2	106.41 (15)
C7—Zr1—C1	90.64 (6)	C5—C1—C11	126.92 (16)
C5—Zr1—C1	32.84 (6)	C2—C1—C11	126.65 (15)
C9—Zr1—C1	115.06 (6)	C5—C1—Zr1	73.03 (10)
C6—Zr1—C1	66.84 (6)	C2—C1—Zr1	71.82 (9)
C8—Zr1—C1	120.80 (6)	C11—C1—Zr1	121.39 (11)
C10—Zr1—C3	136.82 (6)	C3—C2—C1	108.71 (16)
C2—Zr1—C3	33.01 (6)	C3—C2—Zr1	75.09 (10)
C7—Zr1—C3	117.40 (7)	C1—C2—Zr1	74.94 (10)
C5—Zr1—C3	54.17 (7)	C3—C2—H2	123.8 (14)
C9—Zr1—C3	168.63 (6)	C1—C2—H2	127.4 (14)
C6—Zr1—C3	113.81 (6)	Zr1—C2—H2	118.8 (14)
C8—Zr1—C3	144.66 (7)	C4—C3—C2	108.17 (16)
C1—Zr1—C3	54.74 (6)	C4—C3—Zr1	74.07 (11)
C10—Zr1—C4	124.07 (7)	C2—C3—Zr1	71.90 (10)
C2—Zr1—C4	54.34 (6)	C4—C3—H3	125.9 (15)
C7—Zr1—C4	142.09 (7)	C2—C3—H3	125.7 (15)
C5—Zr1—C4	33.03 (6)	Zr1—C3—H3	116.1 (15)
C9—Zr1—C4	149.10 (7)	C3—C4—C5	107.87 (16)
C6—Zr1—C4	121.17 (6)	C3—C4—Zr1	73.69 (11)
C8—Zr1—C4	175.08 (6)	C5—C4—Zr1	72.74 (10)
C1—Zr1—C4	54.69 (6)	C3—C4—H4	126.7 (14)
C3—Zr1—C4	32.24 (7)	C5—C4—H4	125.4 (14)
C10—Zr1—B1	131.45 (8)	Zr1—C4—H4	117.9 (14)
C2—Zr1—B1	93.83 (7)	C1—C5—C4	108.76 (16)
C7—Zr1—B1	83.97 (8)	C1—C5—Zr1	74.13 (10)
C5—Zr1—B1	135.03 (7)	C4—C5—Zr1	74.23 (10)
C9—Zr1—B1	103.96 (8)	C1—C5—H5	126.4 (12)
C6—Zr1—B1	116.30 (7)	C4—C5—H5	124.8 (13)
C8—Zr1—B1	77.02 (8)	Zr1—C5—H5	116.1 (13)
C1—Zr1—B1	127.03 (7)	C7—C6—C10	106.62 (16)
C3—Zr1—B1	81.63 (8)	C7—C6—C12	126.97 (17)
C4—Zr1—B1	103.99 (8)	C10—C6—C12	126.39 (16)
C10—Zr1—B2	92.64 (8)	C7—C6—Zr1	72.87 (10)
C2—Zr1—B2	131.76 (8)	C10—C6—Zr1	71.87 (10)
C7—Zr1—B2	136.74 (8)	C12—C6—Zr1	121.76 (11)
C5—Zr1—B2	82.56 (8)	C6—C7—C8	108.69 (17)
C9—Zr1—B2	82.55 (9)	C6—C7—Zr1	74.21 (10)
C6—Zr1—B2	125.63 (7)	C8—C7—Zr1	74.25 (11)
C8—Zr1—B2	106.63 (9)	C6—C7—H7	127.1 (15)
C1—Zr1—B2	114.32 (7)	C8—C7—H7	124.2 (15)
C3—Zr1—B2	105.84 (8)	Zr1—C7—H7	116.8 (15)
C4—Zr1—B2	77.87 (8)	C9—C8—C7	108.01 (18)
B1—Zr1—B2	104.67 (7)	C9—C8—Zr1	73.38 (11)
C10—Zr1—H1A	124.6 (6)	C7—C8—Zr1	72.75 (10)
C2—Zr1—H1A	71.3 (7)	C9—C8—H8	128.0 (16)
C7—Zr1—H1A	70.1 (6)	C7—C8—H8	124.0 (16)
C5—Zr1—H1A	122.5 (7)	Zr1—C8—H8	117.8 (16)
C9—Zr1—H1A	110.2 (6)	C8—C9—C10	108.04 (18)
C6—Zr1—H1A	97.9 (6)	C8—C9—Zr1	74.17 (11)
C8—Zr1—H1A	78.0 (6)	C10—C9—Zr1	72.22 (10)
C1—Zr1—H1A	103.1 (7)	C8—C9—H9	128.1 (17)
C3—Zr1—H1A	70.4 (6)	C10—C9—H9	123.8 (17)
C4—Zr1—H1A	100.7 (6)	Zr1—C9—H9	117.0 (16)
B1—Zr1—H1A	26.7 (7)	C9—C10—C6	108.57 (17)
B2—Zr1—H1A	130.5 (7)	C9—C10—Zr1	74.64 (11)
C10—Zr1—H2B	70.5 (7)	C6—C10—Zr1	74.88 (10)
C2—Zr1—H2B	124.9 (7)	C9—C10—H10	124.3 (13)
C7—Zr1—H2B	123.0 (7)	C6—C10—H10	127.1 (13)
C5—Zr1—H2B	70.3 (7)	Zr1—C10—H10	119.3 (13)
C9—Zr1—H2B	71.7 (7)	C1—C11—C13	109.14 (15)
C6—Zr1—H2B	101.8 (7)	C1—C11—C14	107.37 (14)
C8—Zr1—H2B	102.8 (7)	C13—C11—C14	106.19 (15)
C1—Zr1—H2B	96.8 (7)	C1—C11—C12	109.42 (13)
C3—Zr1—H2B	112.5 (7)	C13—C11—C12	112.65 (15)
C4—Zr1—H2B	80.4 (7)	C14—C11—C12	111.89 (15)
B1—Zr1—H2B	129.7 (7)	C6—C12—C16	107.46 (16)
B2—Zr1—H2B	26.1 (7)	C6—C12—C15	109.23 (16)
H1A—Zr1—H2B	156.2 (10)	C16—C12—C15	106.33 (17)
C10—Zr1—H2A	116.7 (7)	C6—C12—C11	109.79 (13)
C2—Zr1—H2A	124.4 (7)	C16—C12—C11	111.71 (16)
C7—Zr1—H2A	144.5 (7)	C15—C12—C11	112.15 (16)
C5—Zr1—H2A	91.6 (7)	C11—C13—H13C	109.7 (14)
C9—Zr1—H2A	98.5 (7)	C11—C13—H13B	114.4 (14)
C6—Zr1—H2A	149.9 (7)	H13B—C13—H13C	105.3 (19)
C8—Zr1—H2A	111.8 (7)	C11—C13—H13A	108.3 (14)
C1—Zr1—H2A	123.9 (7)	H13C—C13—H13A	110.4 (19)
C3—Zr1—H2A	92.1 (7)	H13B—C13—H13A	108.7 (19)
C4—Zr1—H2A	73.1 (7)	C11—C14—H14C	113.0 (14)
B1—Zr1—H2A	81.1 (7)	C11—C14—H14B	108.9 (16)
B2—Zr1—H2A	25.9 (7)	H14C—C14—H14B	107 (2)
H1A—Zr1—H2A	105.5 (10)	C11—C14—H14A	109.2 (15)
H2B—Zr1—H2A	51.7 (10)	H14C—C14—H14A	107 (2)
C10—Zr1—H1B	123.7 (6)	H14B—C14—H14A	112 (2)
C2—Zr1—H1B	118.3 (7)	C12—C15—H15C	114.1 (15)
C7—Zr1—H1B	94.5 (7)	C12—C15—H15B	107.8 (15)
C5—Zr1—H1B	141.4 (6)	H15B—C15—H15C	108 (2)
C9—Zr1—H1B	90.8 (6)	C12—C15—H15A	111.0 (15)
C6—Zr1—H1B	126.3 (7)	H15C—C15—H15A	109 (2)
C8—Zr1—H1B	74.1 (6)	H15B—C15—H15A	106 (2)
C1—Zr1—H1B	151.0 (7)	C12—C16—H16C	112.5 (14)
C3—Zr1—H1B	98.1 (7)	C12—C16—H16B	106.5 (14)
C4—Zr1—H1B	109.0 (6)	H16C—C16—H16B	108 (2)
B1—Zr1—H1B	26.4 (7)	C12—C16—H16A	112.2 (19)
B2—Zr1—H1B	80.4 (7)	H16C—C16—H16A	109 (2)
H1A—Zr1—H1B	52.8 (9)	H16B—C16—H16A	108 (2)