tert-Butyl-dimethyl-silanol hemihydrate.

The crystal structure of the title compound, C(6)H(16)OSi·0.5H(2)O, reveals an asymmetric unit containing two mol-ecules of the silanol and a single water mol-ecule. There is evidence of hydrogen bonding between the three mol-ecules in the asymmetric unit. The H atoms of the silanol OH groups and the water H atoms are each disordered equally over two positions.

Related literature

For related literature, see: Krall et al. (2005 ▶); Lickiss et al. (1995 ▶); Mansfeld, Schürmann & Mehring (2005 ▶); Mansfeld, Mehring & Schürmann (2005 ▶); McGeary et al. (1991 ▶); Veith et al. (2006 ▶); Barry & Rutledge (2008 ▶); Görbitz (1999 ▶).

Experimental

Crystal data

C6H16OSi·0.5H2O

M = 141.29

Monoclinic,

a = 7.7078 (18) Å

b = 22.119 (5) Å

c = 11.058 (3) Å

β = 90.307 (4)°

V = 1885.2 (8) Å3

Z = 8

Mo Kα radiation

μ = 0.19 mm−1

T = 100 (2) K

1.00 × 1.00 × 0.80 mm

Data collection

Bruker SMART APEX detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 2000 ▶) T min = 0.519, T max = 0.865

15971 measured reflections

4093 independent reflections

3529 reflections with I > 2σ(I)

R int = 0.054

Refinement

R[F 2 > 2σ(F 2)] = 0.055

wR(F 2) = 0.149

S = 1.05

4093 reflections

181 parameters

6 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.55 e Å−3

Δρmin = −0.49 e Å−3

Data collection: SMART (Bruker, 2001 ▶); cell refinement: SAINT (Bruker, 2001 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808015444/kj2088sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808015444/kj2088Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

C6H16OSi·0.5H2O	F000 = 632
Mr = 141.29	Dx = 0.996 Mg m−3
Monoclinic, P21/c	Mo Kα radiation λ = 0.71073 Å
a = 7.7078 (18) Å	Cell parameters from 5333 reflections
b = 22.119 (5) Å	θ = 2.6–29.4º
c = 11.058 (3) Å	µ = 0.19 mm−1
β = 90.307 (4)º	T = 100 (2) K
V = 1885.2 (8) Å3	Block, colourless
Z = 8	1.00 × 1.00 × 0.80 mm

Bruker SMART APEX detector diffractometer	4093 independent reflections
Radiation source: fine-focus sealed tube	3529 reflections with I > 2σ(I)
Monochromator: graphite	Rint = 0.054
T = 100(2) K	θmax = 27.0º
φ and ω scans	θmin = 0.9º
Absorption correction: multi-scan(SADABS; Sheldrick, 2000)	h = −9→9
Tmin = 0.519, Tmax = 0.865	k = −28→28
15971 measured reflections	l = −14→14

Refinement on F2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.055	H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.149	w = 1/[σ2(Fo2) + (0.0859P)2 + 1.0972P] where P = (Fo2 + 2Fc2)/3
S = 1.05	(Δ/σ)max = 0.040
4093 reflections	Δρmax = 0.55 e Å−3
181 parameters	Δρmin = −0.49 e Å−3
6 restraints	Extinction correction: none
Primary atom site location: structure-invariant direct methods

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.

	x	y	z	Uiso*/Ueq	Occ. (<1)
Si1	0.08637 (10)	0.59717 (3)	1.24126 (7)	0.01975 (18)
O1	0.0393 (3)	0.56062 (9)	1.1151 (2)	0.0313 (5)
H1O1	−0.0509	0.5399	1.1251	0.047*	0.50
H2O1	0.1314	0.5488	1.0825	0.047*	0.50
C1	0.0225 (5)	0.55098 (15)	1.3734 (3)	0.0408 (8)
H1A	−0.1001	0.5398	1.3660	0.061*
H1B	0.0400	0.5744	1.4477	0.061*
H1C	0.0937	0.5143	1.3766	0.061*
C2	0.3243 (4)	0.60908 (15)	1.2437 (3)	0.0350 (7)
H2A	0.3834	0.5699	1.2401	0.052*
H2B	0.3575	0.6301	1.3184	0.052*
H2C	0.3580	0.6336	1.1738	0.052*
C3	−0.0367 (4)	0.67096 (12)	1.2379 (2)	0.0227 (5)
C4	−0.0021 (5)	0.70679 (15)	1.3542 (3)	0.0385 (8)
H4A	0.1224	0.7151	1.3616	0.058*
H4B	−0.0405	0.6831	1.4240	0.058*
H4C	−0.0661	0.7451	1.3512	0.058*
C5	0.0191 (6)	0.70852 (15)	1.1297 (3)	0.0471 (10)
H5A	−0.0453	0.7467	1.1288	0.071*
H5B	−0.0051	0.6861	1.0550	0.071*
H5C	0.1437	0.7169	1.1355	0.071*
C6	−0.2315 (4)	0.65768 (16)	1.2285 (3)	0.0425 (8)
H6A	−0.2677	0.6336	1.2984	0.064*
H6B	−0.2553	0.6351	1.1541	0.064*
H6C	−0.2961	0.6958	1.2271	0.064*
Si2	0.41635 (10)	0.62186 (3)	0.80713 (7)	0.02124 (19)
O2	0.4716 (3)	0.56071 (10)	0.8832 (2)	0.0345 (5)
H1O2	0.5780	0.5619	0.8996	0.052*	0.50
H2O2	0.3931	0.5346	0.8761	0.052*	0.50
C7	0.4726 (5)	0.68968 (15)	0.8981 (3)	0.0402 (8)
H7A	0.3994	0.6911	0.9703	0.060*
H7B	0.4531	0.7261	0.8496	0.060*
H7C	0.5948	0.6876	0.9225	0.060*
C8	0.1783 (4)	0.61756 (15)	0.7803 (3)	0.0381 (8)
H8A	0.1509	0.5805	0.7356	0.057*
H8B	0.1407	0.6528	0.7332	0.057*
H8C	0.1179	0.6172	0.8581	0.057*
C9	0.5397 (4)	0.62185 (11)	0.6618 (2)	0.0226 (6)
C10	0.4979 (5)	0.56497 (14)	0.5889 (3)	0.0379 (8)
H10A	0.5657	0.5650	0.5142	0.057*
H10B	0.3739	0.5643	0.5690	0.057*
H10C	0.5274	0.5291	0.6369	0.057*
C11	0.7347 (4)	0.62329 (15)	0.6898 (3)	0.0375 (8)
H11A	0.7654	0.5886	0.7407	0.056*
H11B	0.7634	0.6608	0.7325	0.056*
H11C	0.7998	0.6214	0.6140	0.056*
C12	0.4920 (5)	0.67741 (14)	0.5854 (3)	0.0364 (7)
H12A	0.5209	0.7143	0.6303	0.055*
H12B	0.3673	0.6769	0.5674	0.055*
H12C	0.5572	0.6766	0.5096	0.055*
O3	0.2501 (2)	0.48396 (9)	0.99424 (19)	0.0261 (4)
H1O3	0.190 (7)	0.503 (2)	1.043 (5)	0.039*	0.50
H2O3	0.316 (7)	0.506 (2)	0.956 (5)	0.039*	0.50
H3O3	0.327 (6)	0.464 (2)	1.026 (6)	0.039*	0.50
H4O3	0.172 (6)	0.464 (2)	0.963 (6)	0.039*	0.50

	U11	U22	U33	U12	U13	U23
Si1	0.0189 (3)	0.0196 (3)	0.0207 (3)	−0.0005 (3)	−0.0001 (3)	0.0000 (3)
O1	0.0248 (11)	0.0336 (12)	0.0354 (11)	−0.0016 (8)	0.0018 (9)	−0.0151 (9)
C1	0.050 (2)	0.0316 (17)	0.0408 (18)	0.0045 (14)	0.0121 (16)	0.0115 (14)
C2	0.0251 (16)	0.0441 (18)	0.0357 (17)	0.0006 (13)	−0.0040 (13)	−0.0035 (14)
C3	0.0275 (14)	0.0209 (13)	0.0198 (12)	−0.0004 (10)	0.0043 (10)	−0.0001 (10)
C4	0.055 (2)	0.0293 (16)	0.0317 (16)	−0.0003 (14)	0.0047 (15)	−0.0066 (13)
C5	0.077 (3)	0.0299 (17)	0.0342 (17)	0.0152 (17)	0.0179 (18)	0.0108 (14)
C6	0.0287 (17)	0.0419 (18)	0.057 (2)	0.0116 (14)	−0.0020 (15)	−0.0126 (16)
Si2	0.0187 (4)	0.0208 (3)	0.0242 (4)	−0.0002 (3)	−0.0008 (3)	0.0022 (3)
O2	0.0254 (11)	0.0366 (12)	0.0415 (12)	0.0014 (9)	0.0020 (10)	0.0170 (10)
C7	0.053 (2)	0.0360 (17)	0.0315 (16)	−0.0072 (15)	0.0082 (15)	−0.0135 (14)
C8	0.0212 (15)	0.0394 (18)	0.054 (2)	0.0025 (12)	−0.0009 (14)	0.0073 (15)
C9	0.0282 (14)	0.0184 (12)	0.0211 (13)	0.0008 (10)	0.0008 (11)	−0.0017 (10)
C10	0.053 (2)	0.0259 (16)	0.0349 (17)	0.0045 (14)	−0.0021 (15)	−0.0099 (13)
C11	0.0272 (16)	0.0475 (19)	0.0379 (17)	−0.0007 (13)	0.0123 (14)	0.0009 (14)
C12	0.055 (2)	0.0263 (15)	0.0279 (15)	0.0023 (14)	0.0011 (15)	0.0053 (12)
O3	0.0188 (11)	0.0259 (10)	0.0334 (11)	0.0004 (8)	−0.0024 (9)	−0.0003 (9)

Si1—O1	1.651 (2)	Si2—C8	1.859 (3)
Si1—C1	1.852 (3)	Si2—C9	1.871 (3)
Si1—C2	1.853 (3)	O2—H1O2	0.8400
Si1—C3	1.888 (3)	O2—H2O2	0.8400
O1—H1O1	0.8400	C7—H7A	0.9800
O1—H2O1	0.8400	C7—H7B	0.9800
C1—H1A	0.9800	C7—H7C	0.9800
C1—H1B	0.9800	C8—H8A	0.9800
C1—H1C	0.9800	C8—H8B	0.9800
C2—H2A	0.9800	C8—H8C	0.9800
C2—H2B	0.9800	C9—C10	1.528 (4)
C2—H2C	0.9800	C9—C11	1.533 (4)
C3—C5	1.521 (4)	C9—C12	1.535 (4)
C3—C4	1.532 (4)	C10—H10A	0.9800
C3—C6	1.533 (4)	C10—H10B	0.9800
C4—H4A	0.9800	C10—H10C	0.9800
C4—H4B	0.9800	C11—H11A	0.9800
C4—H4C	0.9800	C11—H11B	0.9800
C5—H5A	0.9800	C11—H11C	0.9800
C5—H5B	0.9800	C12—H12A	0.9800
C5—H5C	0.9800	C12—H12B	0.9800
C6—H6A	0.9800	C12—H12C	0.9800
C6—H6B	0.9800	O3—H1O3	0.824 (19)
C6—H6C	0.9800	O3—H2O3	0.82 (2)
Si2—O2	1.648 (2)	O3—H3O3	0.822 (19)
Si2—C7	1.856 (3)	O3—H4O3	0.815 (19)
O1—Si1—C1	109.79 (15)	O2—Si2—C9	107.90 (12)
O1—Si1—C2	107.15 (13)	C7—Si2—C9	110.33 (14)
C1—Si1—C2	109.53 (17)	C8—Si2—C9	111.62 (16)
O1—Si1—C3	107.38 (12)	Si2—O2—H1O2	109.5
C1—Si1—C3	110.88 (14)	Si2—O2—H2O2	109.5
C2—Si1—C3	112.00 (14)	Si2—C7—H7A	109.5
Si1—O1—H1O1	109.5	Si2—C7—H7B	109.5
Si1—O1—H2O1	109.5	H7A—C7—H7B	109.5
Si1—C1—H1A	109.5	Si2—C7—H7C	109.5
Si1—C1—H1B	109.5	H7A—C7—H7C	109.5
H1A—C1—H1B	109.5	H7B—C7—H7C	109.5
Si1—C1—H1C	109.5	Si2—C8—H8A	109.5
H1A—C1—H1C	109.5	Si2—C8—H8B	109.5
H1B—C1—H1C	109.5	H8A—C8—H8B	109.5
Si1—C2—H2A	109.5	Si2—C8—H8C	109.5
Si1—C2—H2B	109.5	H8A—C8—H8C	109.5
H2A—C2—H2B	109.5	H8B—C8—H8C	109.5
Si1—C2—H2C	109.5	C10—C9—C11	109.1 (3)
H2A—C2—H2C	109.5	C10—C9—C12	108.6 (3)
H2B—C2—H2C	109.5	C11—C9—C12	109.0 (3)
C5—C3—C4	109.2 (2)	C10—C9—Si2	110.3 (2)
C5—C3—C6	109.4 (3)	C11—C9—Si2	109.2 (2)
C4—C3—C6	108.8 (3)	C12—C9—Si2	110.6 (2)
C5—C3—Si1	110.1 (2)	C9—C10—H10A	109.5
C4—C3—Si1	110.2 (2)	C9—C10—H10B	109.5
C6—C3—Si1	109.13 (19)	H10A—C10—H10B	109.5
C3—C4—H4A	109.5	C9—C10—H10C	109.5
C3—C4—H4B	109.5	H10A—C10—H10C	109.5
H4A—C4—H4B	109.5	H10B—C10—H10C	109.5
C3—C4—H4C	109.5	C9—C11—H11A	109.5
H4A—C4—H4C	109.5	C9—C11—H11B	109.5
H4B—C4—H4C	109.5	H11A—C11—H11B	109.5
C3—C5—H5A	109.5	C9—C11—H11C	109.5
C3—C5—H5B	109.5	H11A—C11—H11C	109.5
H5A—C5—H5B	109.5	H11B—C11—H11C	109.5
C3—C5—H5C	109.5	C9—C12—H12A	109.5
H5A—C5—H5C	109.5	C9—C12—H12B	109.5
H5B—C5—H5C	109.5	H12A—C12—H12B	109.5
C3—C6—H6A	109.5	C9—C12—H12C	109.5
C3—C6—H6B	109.5	H12A—C12—H12C	109.5
H6A—C6—H6B	109.5	H12B—C12—H12C	109.5
C3—C6—H6C	109.5	H1O3—O3—H2O3	113 (4)
H6A—C6—H6C	109.5	H1O3—O3—H3O3	113 (7)
H6B—C6—H6C	109.5	H2O3—O3—H3O3	95 (6)
O2—Si2—C7	109.13 (16)	H1O3—O3—H4O3	98 (7)
O2—Si2—C8	106.94 (13)	H2O3—O3—H4O3	123 (7)
C7—Si2—C8	110.79 (16)	H3O3—O3—H4O3	115 (4)
O1—Si1—C3—C5	−60.8 (2)	O2—Si2—C9—C10	59.0 (2)
C1—Si1—C3—C5	179.3 (2)	C7—Si2—C9—C10	178.1 (2)
C2—Si1—C3—C5	56.6 (3)	C8—Si2—C9—C10	−58.3 (2)
O1—Si1—C3—C4	178.8 (2)	O2—Si2—C9—C11	−60.9 (2)
C1—Si1—C3—C4	58.8 (3)	C7—Si2—C9—C11	58.3 (2)
C2—Si1—C3—C4	−63.9 (2)	C8—Si2—C9—C11	−178.1 (2)
O1—Si1—C3—C6	59.4 (2)	O2—Si2—C9—C12	179.1 (2)
C1—Si1—C3—C6	−60.6 (3)	C7—Si2—C9—C12	−61.7 (3)
C2—Si1—C3—C6	176.7 (2)	C8—Si2—C9—C12	61.9 (2)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1O1···O3i	0.84	2.09	2.717 (3)	131
O1—H2O1···O3	0.84	1.96	2.706 (3)	147
O2—H1O2···O3ii	0.84	2.04	2.718 (3)	138
O2—H2O2···O3	0.84	2.05	2.707 (3)	135
O3—H1O3···O1	0.824 (19)	1.91 (3)	2.706 (3)	163 (6)
O3—H4O3···O1i	0.815 (19)	1.92 (2)	2.717 (3)	164 (6)
O3—H2O3···O2	0.82 (2)	1.89 (2)	2.707 (3)	173 (6)
O3—H3O3···O2ii	0.822 (19)	1.92 (2)	2.718 (3)	164 (6)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1—H1O1⋯O3i	0.84	2.09	2.717 (3)	131
O1—H2O1⋯O3	0.84	1.96	2.706 (3)	147
O2—H1O2⋯O3ii	0.84	2.04	2.718 (3)	138
O2—H2O2⋯O3	0.84	2.05	2.707 (3)	135
O3—H1O3⋯O1	0.824 (19)	1.91 (3)	2.706 (3)	163 (6)
O3—H4O3⋯O1i	0.815 (19)	1.92 (2)	2.717 (3)	164 (6)
O3—H2O3⋯O2	0.82 (2)	1.89 (2)	2.707 (3)	173 (6)
O3—H3O3⋯O2ii	0.822 (19)	1.92 (2)	2.718 (3)	164 (6)

Symmetry codes: (i) ; (ii) .