Redetermination of the crystal structure of di-μ₂-hydroxido-bis­[di-tert-butyl­chlorido­tin(IV)] at 100 K

The structure of the dimeric title compound, [Sn₂(C₄H₉)₄Cl₂(OH)₂], was redetermined at 100 K by use of an area detector to provide new data to improve the structural parameters for detailed analysis. Noteworthy is the folding of the central, non-symmetric, four-membered [SnO]₂ ring [dihedral angle about the O...O axis = 1.09 (3)°], as well as the elongation of the Sn—Cl bonds [mean value = 2.5096 (4) Å], as a result of inter­molecular O—H...Cl hydrogen bonds; the latter lead to a chain-like arrangement of dimeric mol­ecules along [101].

Key indicators

Structure: I

• Single-crystal X-ray study
• T = 100 K
• Mean [sigma](C-C) = 0.002 Å
• R factor = 0.014
• wR factor = 0.034
• Data-to-parameter ratio = 25.3

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT910_ALERT_3_C Missing # of FCF Reflection(s) Below Theta(Min).          7 Note
PLAT911_ALERT_3_C Missing FCF Refl Between Thmin & STh/L=    0.600          5 Report

Alert level G
PLAT007_ALERT_5_G Number of Unrefined Donor-H Atoms ..............          2 Report
PLAT883_ALERT_1_G No Info/Value for _atom_sites_solution_primary .     Please Do !
PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L=  0.600          5 Note
PLAT913_ALERT_3_G Missing # of Very Strong Reflections in FCF ....          1 Note
PLAT933_ALERT_2_G Number of HKL-OMIT Records in Embedded .res File          6 Note
PLAT967_ALERT_5_G Note: Two-Theta Cutoff Value in Embedded .res ..       56.0 Degree
PLAT978_ALERT_2_G Number C-C Bonds with Positive Residual Density.         10 Info

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

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

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Computing details

Data collection: APEX2 (Bruker, 2009); cell refinement: SAINT (Bruker, 2009); data reduction: SAINT (Bruker, 2009); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2014/7 (Sheldrick, 2015); molecular graphics: DIAMOND (Brandenburg, 2006) and Mercury (Macrae et al., 2020); software used to prepare material for publication: publCIF (Westrip, 2010).

Di-µ₂-hydroxido-bis[di-tert-butylchloridotin(IV)]

Crystal data

[Sn2(C4H9)4Cl2(OH)2]	F(000) = 1136
Mr = 570.74	Dx = 1.611 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
a = 11.0632 (3) Å	Cell parameters from 9559 reflections
b = 16.9135 (5) Å	θ = 3.0–28.0°
c = 13.4178 (3) Å	µ = 2.36 mm^−1
β = 110.442 (1)°	T = 100 K
V = 2352.60 (11) Å^3	Bloc, colourless
Z = 4	0.17 × 0.09 × 0.07 mm

Data collection

Bruker APEXII CCD diffractometer	5148 reflections with I > 2σ(I)
φ and ω scans	Rint = 0.031
Absorption correction: multi-scan (SADABS; Krause et al., 2015)	θmax = 28.0°, θmin = 3.1°
Tmin = 0.515, Tmax = 0.745	h = −14→14
114387 measured reflections	k = −22→22
5668 independent reflections	l = −17→17

Refinement

Refinement on F^2	0 restraints
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.014	Only H-atom displacement parameters refined
wR(F^2) = 0.034	w = 1/[σ^2(Fo^2) + (0.0158P)^2 + 1.0738P] where P = (Fo^2 + 2Fc^2)/3
S = 1.06	(Δ/σ)max = 0.002
5668 reflections	Δρmax = 0.94 e Å^−3
224 parameters	Δρmin = −0.49 e Å^−3

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.

Refinement. Six reflections, i.e. (-1 1 1), (1 1 0), (0 2 1), (0 1 1), (1 0 1) and (0 0 2), were omitted from the final cycles of refinement owing to poor agreement.

The positions of all H atoms were clearly identified in difference Fourier syntheses. Those of the tert-butyl groups were refined with calculated positions (C—H = 0.98 Å) and common U_iso(H) parameters for each of the methyl groups. The position of the H atoms of the OH groups were refined with a fixed O—H distance of 0.96 Å before they were fixed and allowed to ride on their parent atoms with a common U_iso(H) parameter.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
Sn1	0.73501 (2)	0.26288 (2)	0.64133 (2)	0.00989 (3)
Sn2	0.42676 (2)	0.22975 (2)	0.65688 (2)	0.01001 (3)
Cl1	0.92792 (3)	0.29807 (2)	0.80086 (3)	0.01622 (7)
Cl2	0.23245 (3)	0.20159 (2)	0.49523 (3)	0.01753 (7)
O1	0.63487 (9)	0.25652 (6)	0.74333 (7)	0.01351 (19)
H1	0.6748	0.2674	0.8179	0.039 (4)*
O2	0.52774 (9)	0.23420 (6)	0.55544 (8)	0.0136 (2)
H2	0.4839	0.2239	0.4812	0.039 (4)*
C111	0.72855 (13)	0.37640 (8)	0.56249 (11)	0.0143 (3)
C112	0.61905 (14)	0.37644 (9)	0.45494 (11)	0.0203 (3)
H11A	0.6206	0.4260	0.4177	0.025 (3)*
H11B	0.5363	0.3715	0.4658	0.025 (3)*
H11C	0.6299	0.3318	0.4123	0.025 (3)*
C113	0.85829 (14)	0.38736 (9)	0.54696 (12)	0.0201 (3)
H11D	0.8704	0.3449	0.5017	0.027 (3)*
H11E	0.9281	0.3857	0.6162	0.027 (3)*
H11F	0.8593	0.4385	0.5130	0.027 (3)*
C114	0.70965 (15)	0.44211 (9)	0.63384 (12)	0.0202 (3)
H11G	0.7103	0.4935	0.6004	0.033 (3)*
H11H	0.7797	0.4402	0.7030	0.033 (3)*
H11I	0.6268	0.4347	0.6439	0.033 (3)*
C121	0.81282 (13)	0.15162 (8)	0.60755 (11)	0.0149 (3)
C122	0.94120 (15)	0.16949 (10)	0.59347 (14)	0.0267 (4)
H12A	0.9778	0.1204	0.5774	0.025 (3)*
H12B	1.0011	0.1925	0.6592	0.025 (3)*
H12C	0.9271	0.2070	0.5348	0.025 (3)*
C123	0.71987 (15)	0.11464 (9)	0.50566 (12)	0.0217 (3)
H12D	0.7040	0.1520	0.4467	0.030 (3)*
H12E	0.6382	0.1021	0.5153	0.030 (3)*
H12F	0.7578	0.0661	0.4896	0.030 (3)*
C124	0.83528 (16)	0.09618 (9)	0.70159 (13)	0.0252 (3)
H12G	0.7532	0.0860	0.7118	0.034 (3)*
H12H	0.8958	0.1206	0.7659	0.034 (3)*
H12I	0.8713	0.0462	0.6877	0.034 (3)*
C211	0.35215 (13)	0.34122 (8)	0.69386 (11)	0.0148 (3)
C212	0.32310 (15)	0.39629 (9)	0.59874 (12)	0.0224 (3)
H21A	0.2627	0.3704	0.5355	0.031 (3)*
H21B	0.4033	0.4087	0.5865	0.031 (3)*
H21C	0.2845	0.4452	0.6129	0.031 (3)*
C213	0.44854 (15)	0.37962 (9)	0.79313 (12)	0.0216 (3)
H21D	0.5282	0.3922	0.7801	0.027 (3)*
H21E	0.4679	0.3430	0.8533	0.027 (3)*
H21F	0.4113	0.4283	0.8097	0.027 (3)*
C214	0.22696 (15)	0.32214 (10)	0.71335 (14)	0.0248 (3)
H21G	0.1663	0.2964	0.6502	0.036 (3)*
H21H	0.1888	0.3712	0.7277	0.036 (3)*
H21I	0.2457	0.2866	0.7746	0.036 (3)*
C221	0.42891 (13)	0.11423 (8)	0.72947 (11)	0.0153 (3)
C222	0.29620 (15)	0.10024 (10)	0.73817 (13)	0.0255 (4)
H22A	0.2296	0.1034	0.6673	0.037 (3)*
H22B	0.2799	0.1406	0.7843	0.037 (3)*
H22C	0.2942	0.0478	0.7685	0.037 (3)*
C223	0.53316 (14)	0.11266 (9)	0.84006 (11)	0.0199 (3)
H22D	0.6181	0.1192	0.8335	0.025 (3)*
H22E	0.5301	0.0620	0.8744	0.025 (3)*
H22F	0.5181	0.1558	0.8831	0.025 (3)*
C224	0.45453 (16)	0.05138 (9)	0.65775 (13)	0.0241 (3)
H22G	0.3885	0.0548	0.5867	0.031 (3)*
H22H	0.4518	−0.0011	0.6877	0.031 (3)*
H22I	0.5398	0.0601	0.6528	0.031 (3)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Sn1	0.00886 (5)	0.01220 (5)	0.00797 (5)	−0.00117 (3)	0.00212 (3)	0.00024 (3)
Sn2	0.00854 (5)	0.01264 (5)	0.00809 (5)	−0.00064 (3)	0.00195 (3)	0.00097 (3)
Cl1	0.01183 (14)	0.02417 (18)	0.00977 (14)	−0.00356 (13)	0.00015 (12)	0.00008 (13)
Cl2	0.01190 (14)	0.02750 (19)	0.00997 (15)	−0.00395 (13)	−0.00023 (12)	0.00079 (13)
O1	0.0099 (4)	0.0218 (5)	0.0079 (4)	−0.0028 (4)	0.0021 (4)	−0.0015 (4)
O2	0.0107 (4)	0.0209 (5)	0.0085 (4)	−0.0024 (4)	0.0025 (4)	−0.0011 (4)
C111	0.0147 (6)	0.0146 (7)	0.0125 (6)	−0.0035 (5)	0.0031 (5)	0.0011 (5)
C112	0.0209 (7)	0.0215 (8)	0.0138 (7)	−0.0043 (6)	0.0000 (6)	0.0042 (6)
C113	0.0190 (7)	0.0229 (8)	0.0198 (7)	−0.0036 (6)	0.0087 (6)	0.0044 (6)
C114	0.0228 (7)	0.0156 (7)	0.0213 (7)	−0.0016 (6)	0.0063 (6)	−0.0013 (6)
C121	0.0125 (6)	0.0151 (7)	0.0159 (7)	0.0001 (5)	0.0034 (5)	−0.0020 (5)
C122	0.0184 (7)	0.0250 (8)	0.0406 (10)	−0.0003 (6)	0.0153 (7)	−0.0069 (7)
C123	0.0201 (7)	0.0223 (8)	0.0199 (7)	0.0015 (6)	0.0036 (6)	−0.0080 (6)
C124	0.0274 (8)	0.0190 (8)	0.0243 (8)	0.0044 (6)	0.0030 (7)	0.0037 (6)
C211	0.0132 (6)	0.0162 (7)	0.0147 (7)	0.0016 (5)	0.0042 (5)	−0.0001 (5)
C212	0.0239 (8)	0.0178 (7)	0.0229 (8)	0.0038 (6)	0.0047 (6)	0.0042 (6)
C213	0.0192 (7)	0.0228 (8)	0.0197 (7)	0.0031 (6)	0.0028 (6)	−0.0066 (6)
C214	0.0189 (7)	0.0253 (8)	0.0343 (9)	0.0009 (6)	0.0143 (7)	−0.0034 (7)
C221	0.0134 (6)	0.0156 (7)	0.0156 (7)	−0.0016 (5)	0.0037 (5)	0.0036 (5)
C222	0.0182 (7)	0.0295 (9)	0.0288 (9)	−0.0037 (6)	0.0082 (7)	0.0122 (7)
C223	0.0190 (7)	0.0218 (8)	0.0163 (7)	0.0012 (6)	0.0029 (6)	0.0070 (6)
C224	0.0277 (8)	0.0172 (7)	0.0247 (8)	−0.0019 (6)	0.0059 (7)	−0.0017 (6)

Geometric parameters (Å, º)

Sn1—O1	2.0424 (10)	C123—H12D	0.9800
Sn1—C111	2.1813 (14)	C123—H12E	0.9800
Sn1—C121	2.1818 (14)	C123—H12F	0.9800
Sn1—O2	2.2306 (9)	C124—H12G	0.9800
Sn1—Cl1	2.5100 (3)	C124—H12H	0.9800
Sn2—O2	2.0416 (10)	C124—H12I	0.9800
Sn2—C221	2.1796 (14)	C211—C212	1.521 (2)
Sn2—C211	2.1836 (14)	C211—C213	1.5301 (19)
Sn2—O1	2.2329 (9)	C211—C214	1.531 (2)
Sn2—Cl2	2.5092 (3)	C212—H21A	0.9800
O1—H1	0.9600	C212—H21B	0.9800
O2—H2	0.9600	C212—H21C	0.9800
C111—C112	1.5261 (19)	C213—H21D	0.9800
C111—C114	1.528 (2)	C213—H21E	0.9800
C111—C113	1.532 (2)	C213—H21F	0.9800
C112—H11A	0.9800	C214—H21G	0.9800
C112—H11B	0.9800	C214—H21H	0.9800
C112—H11C	0.9800	C214—H21I	0.9800
C113—H11D	0.9800	C221—C224	1.525 (2)
C113—H11E	0.9800	C221—C223	1.5289 (19)
C113—H11F	0.9800	C221—C222	1.531 (2)
C114—H11G	0.9800	C222—H22A	0.9800
C114—H11H	0.9800	C222—H22B	0.9800
C114—H11I	0.9800	C222—H22C	0.9800
C121—C124	1.521 (2)	C223—H22D	0.9800
C121—C122	1.527 (2)	C223—H22E	0.9800
C121—C123	1.5283 (19)	C223—H22F	0.9800
C122—H12A	0.9800	C224—H22G	0.9800
C122—H12B	0.9800	C224—H22H	0.9800
C122—H12C	0.9800	C224—H22I	0.9800
O1—Sn1—C111	115.96 (5)	H12B—C122—H12C	109.5
O1—Sn1—C121	116.07 (5)	C121—C123—H12D	109.5
C111—Sn1—C121	127.37 (5)	C121—C123—H12E	109.5
O1—Sn1—O2	68.55 (4)	H12D—C123—H12E	109.5
C111—Sn1—O2	95.00 (4)	C121—C123—H12F	109.5
C121—Sn1—O2	96.55 (4)	H12D—C123—H12F	109.5
O1—Sn1—Cl1	86.54 (3)	H12E—C123—H12F	109.5
C111—Sn1—Cl1	94.53 (4)	C121—C124—H12G	109.5
C121—Sn1—Cl1	95.86 (4)	C121—C124—H12H	109.5
O2—Sn1—Cl1	155.04 (3)	H12G—C124—H12H	109.5
O2—Sn2—C221	114.07 (5)	C121—C124—H12I	109.5
O2—Sn2—C211	117.25 (5)	H12G—C124—H12I	109.5
C221—Sn2—C211	128.20 (5)	H12H—C124—H12I	109.5
O2—Sn2—O1	68.52 (4)	C212—C211—C213	110.44 (12)
C221—Sn2—O1	95.82 (4)	C212—C211—C214	109.50 (12)
C211—Sn2—O1	96.31 (4)	C213—C211—C214	109.74 (12)
O2—Sn2—Cl2	86.21 (3)	C212—C211—Sn2	108.90 (10)
C221—Sn2—Cl2	95.07 (4)	C213—C211—Sn2	111.13 (9)
C211—Sn2—Cl2	94.74 (4)	C214—C211—Sn2	107.05 (10)
O1—Sn2—Cl2	154.72 (3)	C211—C212—H21A	109.5
Sn1—O1—Sn2	111.39 (4)	C211—C212—H21B	109.5
Sn1—O1—H1	121.9	H21A—C212—H21B	109.5
Sn2—O1—H1	126.6	C211—C212—H21C	109.5
Sn2—O2—Sn1	111.52 (4)	H21A—C212—H21C	109.5
Sn2—O2—H2	119.3	H21B—C212—H21C	109.5
Sn1—O2—H2	129.2	C211—C213—H21D	109.5
C112—C111—C114	110.79 (12)	C211—C213—H21E	109.5
C112—C111—C113	110.09 (12)	H21D—C213—H21E	109.5
C114—C111—C113	109.69 (12)	C211—C213—H21F	109.5
C112—C111—Sn1	109.86 (9)	H21D—C213—H21F	109.5
C114—C111—Sn1	108.95 (9)	H21E—C213—H21F	109.5
C113—C111—Sn1	107.39 (9)	C211—C214—H21G	109.5
C111—C112—H11A	109.5	C211—C214—H21H	109.5
C111—C112—H11B	109.5	H21G—C214—H21H	109.5
H11A—C112—H11B	109.5	C211—C214—H21I	109.5
C111—C112—H11C	109.5	H21G—C214—H21I	109.5
H11A—C112—H11C	109.5	H21H—C214—H21I	109.5
H11B—C112—H11C	109.5	C224—C221—C223	110.91 (12)
C111—C113—H11D	109.5	C224—C221—C222	109.56 (13)
C111—C113—H11E	109.5	C223—C221—C222	109.98 (12)
H11D—C113—H11E	109.5	C224—C221—Sn2	108.55 (10)
C111—C113—H11F	109.5	C223—C221—Sn2	109.63 (9)
H11D—C113—H11F	109.5	C222—C221—Sn2	108.15 (10)
H11E—C113—H11F	109.5	C221—C222—H22A	109.5
C111—C114—H11G	109.5	C221—C222—H22B	109.5
C111—C114—H11H	109.5	H22A—C222—H22B	109.5
H11G—C114—H11H	109.5	C221—C222—H22C	109.5
C111—C114—H11I	109.5	H22A—C222—H22C	109.5
H11G—C114—H11I	109.5	H22B—C222—H22C	109.5
H11H—C114—H11I	109.5	C221—C223—H22D	109.5
C124—C121—C122	109.58 (13)	C221—C223—H22E	109.5
C124—C121—C123	110.72 (12)	H22D—C223—H22E	109.5
C122—C121—C123	109.55 (13)	C221—C223—H22F	109.5
C124—C121—Sn1	108.74 (10)	H22D—C223—H22F	109.5
C122—C121—Sn1	107.84 (10)	H22E—C223—H22F	109.5
C123—C121—Sn1	110.35 (9)	C221—C224—H22G	109.5
C121—C122—H12A	109.5	C221—C224—H22H	109.5
C121—C122—H12B	109.5	H22G—C224—H22H	109.5
H12A—C122—H12B	109.5	C221—C224—H22I	109.5
C121—C122—H12C	109.5	H22G—C224—H22I	109.5
H12A—C122—H12C	109.5	H22H—C224—H22I	109.5

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1···Cl2^i	0.96	2.30	3.2469 (10)	169
O2—H2···Cl1^ii	0.96	2.31	3.2482 (10)	166

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