Complete crystal structure of decafluorocyclohex-1-ene at 4.2 K from original neutron diffraction data

The crystal structure model of decafluorocyclohex-1-ene at 4.2 K derived from simulated powder diffraction data and solid-state energy minimization [Smrcok et al. (2013). Acta Cryst. B69, 395-404] is found to be incomplete. In this study it is completed by an additional alternative molecular orientation revealed from the difference density analysis and direct space search. The structure is refined by the derivative difference method in the rigid-body approximation leading to perfect agreement between observed and calculated neutron powder patterns.

S1. Experimental

S1.1. Refinement

Crystal data, data collection and structure refinement details are summarized in Table 1.

S2. Results and discussion

Computing details

Program(s) used to refine structure: Powder diffraction, Derivative Difference Method (DDM) L.A. Solovyov, J. Appl. Cryst. 37 (2004) 743.

(I)

Crystal data

C6F10	V = 765.2 (2) Å^3
Mr = 262.06	Z = 4
Monoclinic, P21/n	Dx = 2.276 Mg m^−3
Hall symbol: -P 2yn	Neutron radiation, λ = 1.9090 Å
a = 11.9302 (18) Å	T = 4 K
b = 7.2371 (11) Å	white
c = 9.6574 (14) Å	?, ? × ? × ? mm
β = 113.408 (3)°

Data collection

D1A diffractometer

2θmin = 10.000°, 2θmax = 53.950°, 2θstep = 0.050°

Refinement

Least-squares matrix: full	χ^2 = 1.189
Rp = 0.023	880 data points
Rwp = 0.026	15 parameters
Rexp = 0.024	0 restraints
RBragg = 0.016	(Δ/σ)max = 0.004
R(F) = 0.013

Special details

Refinement. Two independent C6F10 molecules were refined as rigid-bodies The molecular conformations were derived from DFT energy minimization

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

	x	y	z	Uiso*/Ueq	Occ. (<1)
C1	0.28017	0.31597	0.03928	0.012 (2)*	0.5613 (36)
C2	0.21245	0.48241	−0.05893	0.012 (2)*	0.5613 (36)
C3	0.30225	0.64368	−0.04860	0.012 (2)*	0.5613 (36)
C4	0.39367	0.67412	0.10920	0.012 (2)*	0.5613 (36)
C5	0.35140	0.37295	0.20749	0.012 (2)*	0.5613 (36)
C6	0.41518	0.55498	0.22272	0.012 (2)*	0.5613 (36)
F1	0.45731	0.83080	0.12841	0.0235 (15)*	0.5613 (36)
F2	0.36231	0.60485	−0.14047	0.0235 (15)*	0.5613 (36)
F3	0.23645	0.80149	−0.10200	0.0235 (15)*	0.5613 (36)
F4	0.15444	0.42784	−0.20460	0.0235 (15)*	0.5613 (36)
F5	0.12714	0.54334	−0.00821	0.0235 (15)*	0.5613 (36)
F6	0.49917	0.59075	0.36072	0.0235 (15)*	0.5613 (36)
F7	0.27043	0.38048	0.27693	0.0235 (15)*	0.5613 (36)
F8	0.43454	0.23834	0.27830	0.0235 (15)*	0.5613 (36)
F9	0.36179	0.25022	−0.01606	0.0235 (15)*	0.5613 (36)
F10	0.19961	0.17950	0.02990	0.0235 (15)*	0.5613 (36)
C11	0.85045	0.15282	0.68327	0.012 (2)*	0.4387 (36)
C12	0.77404	0.18367	0.51310	0.012 (2)*	0.4387 (36)
C13	0.70225	0.00616	0.43667	0.012 (2)*	0.4387 (36)
C14	0.77945	−0.16442	0.48557	0.012 (2)*	0.4387 (36)
C15	0.94052	−0.01268	0.71026	0.012 (2)*	0.4387 (36)
C16	0.88399	−0.17348	0.60838	0.012 (2)*	0.4387 (36)
F11	0.73521	−0.31193	0.39749	0.0235 (15)*	0.4387 (36)
F12	0.60120	−0.00999	0.47156	0.0235 (15)*	0.4387 (36)
F13	0.66080	0.02618	0.28409	0.0235 (15)*	0.4387 (36)
F14	0.85208	0.22791	0.44611	0.0235 (15)*	0.4387 (36)
F15	0.69531	0.32562	0.49376	0.0235 (15)*	0.4387 (36)
F16	0.94857	−0.32991	0.64663	0.0235 (15)*	0.4387 (36)
F17	1.04159	0.04708	0.68716	0.0235 (15)*	0.4387 (36)
F18	0.98065	−0.06532	0.85764	0.0235 (15)*	0.4387 (36)
F19	0.77290	0.11453	0.75235	0.0235 (15)*	0.4387 (36)
F110	0.91347	0.30880	0.74460	0.0235 (15)*	0.4387 (36)

Geometric parameters (Å, º)

C1—C2	1.549	C11—C12	1.550
C1—C5	1.562	C11—C15	1.562
C1—F9	1.369	C11—F19	1.371
C1—F10	1.357	C11—F110	1.358
C2—C1	1.549	C12—C11	1.550
C2—C3	1.560	C12—C13	1.563
C2—F4	1.356	C12—F14	1.368
C2—F5	1.368	C12—F15	1.359
C3—C2	1.560	C13—C12	1.563
C3—C4	1.502	C13—C14	1.499
C3—F2	1.381	C13—F12	1.375
C3—F3	1.365	C13—F13	1.367
C4—C3	1.502	C14—C13	1.499
C4—C6	1.341	C14—C16	1.339
C4—F1	1.338	C14—F11	1.338
C5—C1	1.562	C15—C11	1.562
C5—C6	1.502	C15—C16	1.501
C5—F7	1.382	C15—F17	1.380
C5—F8	1.365	C15—F18	1.366
C6—C4	1.341	C16—C14	1.339
C6—C5	1.502	C16—C15	1.501
C6—F6	1.338	C16—F16	1.339
C2—C1—C5	111.38	C12—C11—C15	111.62
C2—C1—F9	108.67	C12—C11—F19	108.08
C2—C1—F10	109.56	C12—C11—F110	110.01
C5—C1—F9	108.52	C15—C11—F19	108.70
C5—C1—F10	109.91	C15—C11—F110	109.92
F9—C1—F10	108.74	F19—C11—F110	108.43
C1—C2—C3	111.45	C11—C12—C13	111.40
C1—C2—F4	109.88	C11—C12—F14	108.26
C1—C2—F5	108.18	C11—C12—F15	109.65
C3—C2—F4	109.84	C13—C12—F14	109.03
C3—C2—F5	108.60	C13—C12—F15	109.79
F4—C2—F5	108.83	F14—C12—F15	108.65
C2—C3—C4	112.09	C12—C13—C14	112.29
C2—C3—F2	108.89	C12—C13—F12	109.09
C2—C3—F3	108.64	C12—C13—F13	108.91
C4—C3—F2	109.90	C14—C13—F12	109.38
C4—C3—F3	109.98	C14—C13—F13	109.79
F2—C3—F3	107.21	F12—C13—F13	107.26
C3—C4—C6	123.98	C13—C14—C16	124.40
C3—C4—F1	114.78	C13—C14—F11	114.23
C6—C4—F1	121.23	C16—C14—F11	121.33
C1—C5—C6	112.67	C11—C15—C16	112.32
C1—C5—F7	108.69	C11—C15—F17	108.65
C1—C5—F8	108.78	C11—C15—F18	108.67
C6—C5—F7	109.35	C16—C15—F17	110.12
C6—C5—F8	110.36	C16—C15—F18	109.78
F7—C5—F8	106.81	F17—C15—F18	107.15
C4—C6—C5	124.14	C14—C16—C15	124.16
C4—C6—F6	121.24	C14—C16—F16	121.10
C5—C6—F6	114.59	C15—C16—F16	114.73