NEt₄OH·5H₂O containing hydro­xide–water layers

In the title compound, tetraethyl­ammonium hydro­xide pentahydrate, C₈H₂₀N⁺·OH⁻·5H₂O, layers of approximately hexagonally close-packed NEt₄⁺ cations and anionic layers of hydro­xide and water mol­ecules are stacked alternately along the b axis. All hydro­xide and water H atoms are in ordered positions, giving rise to a network of hydrogen bonds [O...O 2.633 (1)–2.947 (2) Å] with four- and six-membered rings. The hydro­xide ion accepts four hydrogen bonds from four water mol­ecules but does not act as a proton donor.

S1. Comment

Higher hydrates of tetraalkylammonium hydroxides crystallize as ionic clathrate hydrates (Jeffrey, 1996). This has been demonstrated in particular for the binary system tetramethylammonium hydroxide-water by detailed phase analytical and structural investigations (Mootz & Seidel, 1990; Mootz & Stäben, 1992; Hesse & Jansen, 1991). As many as ten (stable and metastable) solid hydrate phases containing at least four water molecules per base molecule have been found to exist in that system. Reports of various hydrates of tetraethylammonium hydroxide are also available (Harmon et al., 1994), but only the crystal structure of the tetrahydrate has so far been determined (Wiebcke & Felsche, 2000). In the course of our investigations of alkylammonium silicate heteronetwork clathrates we are also performing structural studies on polyhydrates of alkylammonium hydroxides. Here we report the X-ray structure of the title low-melting tetraethylammonium hydroxide pentahydrate, (I). \sch

One NEt₄⁺ cation of approximate 42m (D_{2 d}) molecular symmetry and one six-membered ring of hydrogen-bonded hydroxide and water molecules, which together comprise the asymmetric unit of (I), are shown in Fig. 1. As can be seen in Fig. 2, slightly corrugated cationic layers, A, and anionic hydroxide-water layers, a, are extended parallel to (010) and stacked alternately along [010] in the sequence AaAa. An anionic layer is based on a planar (3,4)-connected net (Wells, 1984) with a ratio of three- to four-connected nodes of 2:1 [the short Schläfli symbol (O'Keeffe & Brese, 1992) is (4.6²)₂,(4².6²)]. This net contains equal numbers of four- and six-rings.

The four-connected nodes are occupied by the hydroxide ion (atom O3) and one water molecule (O1). The OH⁻ ion does not act as a proton donor but its O3 atom accepts four hydrogen bonds from four water molecules in an approximately square-planar configuration. Each water molecule donates two and accepts two (O1) or one (O2, O4, O5, O6) hydrogen bonds. All H atoms are in ordered positions. The hydrogen-bonding geometry is listed in Table 1. Three crystallographically distinct four- and six-membered oxygen rings exist, which differ in the number of hydroxide ions (two, one, none) involved. The rings containing two or none OH⁻ ions are arranged around inversion centres of the space group; some six-membered rings are slightly puckered. The proton positions clearly reflect the well known cooperativity in extended hydrogen-bonding systems, in that those rings which are built exclusively from water molecules are homodromic (Jeffrey & Saenger, 1994). Cooperativity is interrupted by the OH⁻ ions, which act only as proton acceptors.

The NEt₄⁺ cations in (I) interleave the hydroxide-water layers in two-dimensional approximately hexagonal close-packed arrays, with each N atom being located above and below the centres of two symmetry-related (by translation along [010]) six-membered oxygen rings [Fig. 1 and Fig. 2 (right)]. The water O1, O2, O5 and O6 atoms and the hydroxide O3 atom are each involved in one C—H···O interaction that may be considered as a very weak hydrogen bond. The geometrical parameters are given in Table 1. It should be noted that the C—H···O contact at the OH⁻ ion is in a trans position to the hydroxide proton and that this is the longest and most bent C—H···O interaction considered.

The coordination geometry observed for the OH⁻ ion is quite common in crystalline alkylammonium and metal hydroxide hydrates and also exists in the hydroxide-water ribbons of NEt₄OH·4H₂O (references are given in Wiebcke & Felsche, 2000). Quite a large number of chemically very different inorganic and organic compounds containing neutral, cationic or anionic hydrogen-bonded layers composed mainly of water molecules have meanwhile been structurally characterized. Such layers have been characterized in some recent compilations according to the sizes of the component rings (Jeffrey, 1996; Mootz & Rütter, 1992; Stäben & Mootz, 1993; Mootz & Stäben, 1993). However, it is interesting also to look at the connectivities of the atoms or molecules in the layers. Most of those layers are based on (3,4)-connected nets with ratios of three- to four-connected nodes of 2:1, which are otherwise rare in crystal chemistry (Wells, 1984). Layers with the same topology as those in (I) occur in the form of neutral water layers in the different forms of deuterated and undeuterated trifluoroacetic acid tetrahydrate (Mootz & Schilling, 1992) and, with regard to the Si atoms, in a layered tetramethylammonium silicate hydrate named RUB15 (Oberhagemann et al., 1996).

S2. Experimental

To prepare compound (I), an aqueous solution of NEt₄OH, with a molar ratio of base to water of 1:7.8, was sealed in a thin-walled glass capillary with a diameter of 0.3 mm and placed in the cold gas stream of the X-ray diffractometer. Crystal growth was performed at 258 K by applying a miniature zone-melting technique using focused heat radiation (Brodalla et al., 1985).

S3. Refinement

All H atoms were located on a difference Fourier map and refined independently.

Computing details

Data collection: CAD-4 Software (Enraf-Nonius, 1989); cell refinement: CAD-4 Software; data reduction: MolEN (Fair, 1990); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997) and DIAMOND (Brandenburg & Berndt, 1999); software used to prepare material for publication: SHELXL97.

Figures

Fig. 1. The molecular view (ORTEP-3 for Windows; Farrugia, 1997) of (I) showing one cation and an adjacent six-membered hydroxide-water ring. Displacement ellipsoids are drawn at the 50% probability level and H atoms are shown as small spheres of arbitrary radii.

Fig. 2. (a) The layered structure as seen along the a axis; only non-H atoms are shown. (b) One hydroxide-water layer as seen along the b axis, with N atoms of adjacent NEt4^+ cations and hydroxide and water O atoms in the asymmetric unit indicated by their respective numbers. Large open spheres are N and C atoms of the cations, medium-sized black spheres are water O atoms, medium-sized open spheres are hydroxide O atoms and small open spheres are H atoms.

tetraethylammonium hydroxide-water (1/5)

Crystal data

C8H20N^+·OH^−·5H2O	Z = 2
Mr = 237.34	F(000) = 268
Triclinic, P1	Dx = 1.112 Mg m^−3
a = 7.306 (2) Å	Mo Kα radiation, λ = 0.71073 Å
b = 7.759 (2) Å	Cell parameters from 25 reflections
c = 13.141 (3) Å	θ = 11.5–18.1°
α = 89.28 (2)°	µ = 0.09 mm^−1
β = 79.34 (2)°	T = 213 K
γ = 75.63 (2)°	Irregular polyhedron, white
V = 708.7 (3) Å^3	<0.3 × <0.3 × <0.3 mm

Data collection

Enraf-Nonius CAD-4 diffractometer	Rint = 0.022
Radiation source: fine-focus sealed tube	θmax = 29.9°, θmin = 2.7°
Graphite monochromator	h = 0→10
ω/2θ scans	k = −10→10
4409 measured reflections	l = −18→18
4105 independent reflections	3 standard reflections every 100 reflections
2584 reflections with I > 2σ(I)	intensity decay: none

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Hydrogen site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.040	All H-atom parameters refined
wR(F^2) = 0.108	w = 1/[σ^2(Fo^2) + (0.0609P)^2] where P = (Fo^2 + 2Fc^2)/3
S = 0.98	(Δ/σ)max = 0.003
4105 reflections	Δρmax = 0.22 e Å^−3
260 parameters	Δρmin = −0.16 e Å^−3
0 restraints

Special details

Experimental. A reliable estimation of the size and shape of the crystal within the capillary was not possible.

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
O1	1.10373 (14)	0.12068 (14)	0.11854 (8)	0.0423 (2)
O2	1.07533 (14)	−0.00253 (12)	0.31269 (7)	0.0407 (2)
O3	0.33748 (12)	0.12563 (13)	0.38893 (7)	0.0365 (2)
O4	0.70400 (14)	0.06597 (15)	0.43224 (8)	0.0454 (2)
O5	0.42417 (14)	0.21172 (14)	0.19468 (8)	0.0453 (2)
O6	0.75836 (16)	0.10009 (14)	0.05547 (8)	0.0452 (2)
N	0.72178 (12)	0.60551 (10)	0.24365 (6)	0.02487 (19)
C1	0.54656 (17)	0.71502 (16)	0.31628 (10)	0.0366 (3)
C2	0.81596 (17)	0.44041 (14)	0.29551 (9)	0.0322 (2)
C3	0.85786 (17)	0.72418 (15)	0.21483 (10)	0.0337 (2)
C4	0.66542 (19)	0.54216 (17)	0.14790 (9)	0.0366 (3)
C5	0.3964 (2)	0.6171 (2)	0.35777 (13)	0.0498 (3)
C7	1.0388 (2)	0.6414 (2)	0.13963 (12)	0.0489 (3)
C6	0.8872 (2)	0.4746 (2)	0.39165 (11)	0.0492 (3)
C8	0.5766 (3)	0.6883 (3)	0.08256 (15)	0.0604 (5)
H1A	0.499 (2)	0.815 (2)	0.2765 (11)	0.045 (4)*
H1B	0.593 (2)	0.760 (2)	0.3705 (12)	0.053 (4)*
H2A	0.915 (2)	0.3773 (19)	0.2467 (11)	0.040 (3)*
H2B	0.7205 (19)	0.3729 (18)	0.3103 (10)	0.039 (3)*
H3A	0.8856 (19)	0.7576 (18)	0.2787 (11)	0.040 (3)*
H3B	0.783 (2)	0.826 (2)	0.1874 (11)	0.043 (4)*
H4A	0.5835 (19)	0.4669 (18)	0.1722 (10)	0.034 (3)*
H4B	0.782 (2)	0.463 (2)	0.1096 (12)	0.050 (4)*
H5A	0.292 (2)	0.698 (2)	0.4003 (13)	0.062 (5)*
H5B	0.444 (3)	0.521 (3)	0.3962 (14)	0.068 (5)*
H5C	0.347 (3)	0.568 (3)	0.3055 (15)	0.075 (6)*
H6A	0.936 (3)	0.367 (3)	0.4238 (14)	0.077 (5)*
H6B	0.990 (3)	0.530 (3)	0.3771 (14)	0.071 (5)*
H6C	0.786 (3)	0.550 (3)	0.4426 (15)	0.073 (5)*
H7A	1.116 (3)	0.536 (3)	0.1644 (14)	0.068 (5)*
H7B	1.115 (3)	0.719 (2)	0.1319 (13)	0.064 (5)*
H7C	1.016 (3)	0.614 (3)	0.0730 (15)	0.079 (6)*
H8A	0.655 (3)	0.756 (3)	0.0567 (14)	0.073 (6)*
H8B	0.467 (3)	0.759 (3)	0.1170 (16)	0.075 (6)*
H8C	0.543 (3)	0.635 (3)	0.0299 (16)	0.081 (6)*
H11	1.154 (3)	0.050 (3)	0.0749 (16)	0.067 (6)*
H12	1.103 (2)	0.062 (2)	0.1725 (14)	0.047 (4)*
H21	1.144 (3)	0.039 (2)	0.3423 (13)	0.055 (5)*
H22	0.967 (3)	0.022 (2)	0.3517 (15)	0.067 (5)*
H3	0.288 (2)	0.216 (2)	0.4120 (13)	0.052 (5)*
H41	0.597 (3)	0.088 (2)	0.4156 (12)	0.052 (4)*
H42	0.699 (3)	0.008 (3)	0.4852 (16)	0.066 (5)*
H51	0.403 (3)	0.179 (3)	0.2576 (16)	0.072 (6)*
H52	0.339 (3)	0.195 (2)	0.1677 (13)	0.054 (5)*
H61	0.661 (3)	0.128 (2)	0.0986 (14)	0.063 (5)*
H62	0.839 (3)	0.122 (2)	0.0762 (13)	0.052 (5)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O1	0.0418 (5)	0.0514 (5)	0.0333 (5)	−0.0136 (4)	−0.0031 (4)	−0.0071 (4)
O2	0.0357 (5)	0.0509 (5)	0.0377 (5)	−0.0157 (4)	−0.0048 (4)	−0.0060 (4)
O3	0.0326 (4)	0.0396 (5)	0.0358 (4)	−0.0053 (4)	−0.0074 (3)	−0.0024 (4)
O4	0.0329 (5)	0.0719 (7)	0.0370 (5)	−0.0245 (5)	−0.0059 (4)	0.0098 (5)
O5	0.0418 (5)	0.0662 (6)	0.0353 (5)	−0.0307 (5)	−0.0025 (4)	0.0024 (4)
O6	0.0332 (5)	0.0573 (6)	0.0412 (5)	−0.0059 (4)	−0.0041 (4)	−0.0079 (4)
N	0.0272 (4)	0.0211 (4)	0.0264 (4)	−0.0080 (3)	−0.0026 (3)	−0.0004 (3)
C1	0.0319 (6)	0.0279 (5)	0.0431 (7)	−0.0012 (4)	0.0022 (5)	−0.0044 (5)
C2	0.0349 (6)	0.0239 (5)	0.0327 (5)	−0.0028 (4)	0.0001 (5)	0.0047 (4)
C3	0.0358 (6)	0.0287 (5)	0.0415 (6)	−0.0167 (5)	−0.0085 (5)	0.0047 (5)
C4	0.0473 (7)	0.0399 (6)	0.0310 (5)	−0.0249 (6)	−0.0094 (5)	0.0019 (5)
C5	0.0344 (7)	0.0518 (8)	0.0554 (8)	−0.0098 (6)	0.0103 (6)	−0.0016 (7)
C7	0.0403 (7)	0.0555 (8)	0.0528 (8)	−0.0252 (7)	0.0045 (6)	0.0043 (7)
C6	0.0477 (8)	0.0600 (9)	0.0401 (7)	−0.0116 (7)	−0.0125 (6)	0.0147 (6)
C8	0.0711 (12)	0.0750 (11)	0.0561 (9)	−0.0403 (10)	−0.0364 (9)	0.0257 (9)

Geometric parameters (Å, º)

O3—H3	0.745 (17)	C4—H4A	0.948 (14)
N—C3	1.5119 (14)	C4—H4B	0.974 (16)
N—C2	1.5143 (14)	C5—H5A	0.951 (17)
N—C1	1.5166 (14)	C5—H5B	0.927 (19)
N—C4	1.5172 (14)	C5—H5C	0.958 (19)
C1—C5	1.5033 (19)	C7—H7A	0.96 (2)
C1—H1A	0.961 (15)	C7—H7B	0.906 (19)
C1—H1B	0.950 (16)	C7—H7C	0.957 (19)
C2—C6	1.5025 (19)	C6—H6A	0.95 (2)
C2—H2A	0.913 (14)	C6—H6B	0.94 (2)
C2—H2B	0.963 (14)	C6—H6C	0.98 (2)
C3—C7	1.4991 (19)	C8—H8A	0.89 (2)
C3—H3A	0.952 (14)	C8—H8B	0.89 (2)
C3—H3B	0.948 (15)	C8—H8C	0.91 (2)
C4—C8	1.504 (2)
H2A—O1—O2	71.2 (3)	H4A—O5—H52	128.3 (12)
H2A—O1—O6^i	163.6 (3)	O3—O5—H52	105.3 (12)
O2—O1—O6^i	122.73 (5)	O6—O5—H52	107.1 (12)
H2A—O1—O6	90.2 (3)	O1^iii—O5—H52	7.6 (12)
O2—O1—O6	105.00 (5)	O2^iii—O5—H52	56.1 (12)
O6^i—O1—O6	78.22 (5)	H51—O5—H52	107.6 (17)
H2A—O1—O5^ii	80.2 (3)	O5—O6—O1^i	138.04 (6)
O2—O1—O5^ii	76.37 (4)	O5—O6—O1	117.53 (5)
O6^i—O1—O5^ii	110.23 (5)	O1^i—O6—O1	101.78 (5)
O6—O1—O5^ii	169.30 (5)	O5—O6—H61	3.3 (13)
H2A—O1—H11	173.0 (14)	O1^i—O6—H61	137.6 (12)
O2—O1—H11	115.2 (14)	O1—O6—H61	116.5 (12)
O6^i—O1—H11	9.4 (14)	O5—O6—H62	109.7 (13)
O6—O1—H11	85.3 (14)	O1^i—O6—H62	111.0 (13)
O5^ii—O1—H11	103.8 (14)	O1—O6—H62	10.6 (13)
H2A—O1—H12	82.5 (11)	H61—O6—H62	109.2 (18)
O2—O1—H12	11.5 (11)	C3—N—C2	111.02 (9)
O6^i—O1—H12	111.2 (11)	C3—N—C1	106.80 (8)
O6—O1—H12	103.1 (11)	C2—N—C1	110.78 (9)
O5^ii—O1—H12	80.3 (11)	C3—N—C4	110.83 (9)
H11—O1—H12	103.8 (17)	C2—N—C4	106.70 (8)
O1—O2—O3^ii	102.52 (5)	C1—N—C4	110.77 (9)
O1—O2—O4	116.16 (5)	C5—C1—N	114.99 (10)
O3^ii—O2—O4	116.88 (5)	C5—C1—H1A	112.9 (9)
O1—O2—O5^ii	54.96 (4)	N—C1—H1A	104.0 (8)
O3^ii—O2—O5^ii	48.15 (3)	C5—C1—H1B	111.6 (10)
O4—O2—O5^ii	141.90 (5)	N—C1—H1B	106.2 (9)
O1—O2—H21	107.7 (12)	H1A—C1—H1B	106.4 (13)
O3^ii—O2—H21	7.2 (12)	C6—C2—N	115.18 (10)
O4—O2—H21	109.7 (12)	C6—C2—H2A	110.6 (8)
O5^ii—O2—H21	54.2 (12)	N—C2—H2A	106.3 (9)
O1—O2—H22	118.2 (12)	C6—C2—H2B	111.1 (8)
O3^ii—O2—H22	112.7 (12)	N—C2—H2B	105.3 (8)
O4—O2—H22	4.2 (12)	H2A—C2—H2B	107.8 (11)
O5^ii—O2—H22	139.3 (13)	C7—C3—N	115.00 (10)
H21—O2—H22	105.6 (17)	C7—C3—H3A	111.2 (8)
O5—O3—O2^iii	81.81 (4)	N—C3—H3A	105.4 (8)
O5—O3—O4	96.88 (5)	C7—C3—H3B	111.4 (8)
O2^iii—O3—O4	148.33 (5)	N—C3—H3B	104.3 (9)
O5—O3—O4^iv	162.91 (5)	H3A—C3—H3B	109.1 (12)
O2^iii—O3—O4^iv	92.30 (4)	C8—C4—N	114.80 (11)
O4—O3—O4^iv	79.73 (4)	C8—C4—H4A	112.9 (8)
O5—O3—H3	98.8 (13)	N—C4—H4A	105.6 (8)
O2^iii—O3—H3	107.4 (12)	C8—C4—H4B	112.4 (9)
O4—O3—H3	104.0 (12)	N—C4—H4B	105.6 (9)
O4^iv—O3—H3	98.3 (13)	H4A—C4—H4B	104.7 (12)
O3—O4—O3^iv	100.27 (4)	C1—C5—H5A	108.4 (10)
O3—O4—O2	134.88 (5)	C1—C5—H5B	111.9 (12)
O3^iv—O4—O2	115.99 (5)	H5A—C5—H5B	109.4 (15)
O3—O4—H41	4.4 (11)	C1—C5—H5C	114.3 (12)
O3^iv—O4—H41	104.6 (11)	H5A—C5—H5C	107.8 (15)
O2—O4—H41	131.5 (11)	H5B—C5—H5C	105.0 (16)
O3—O4—H42	103.7 (13)	C3—C7—H7A	113.5 (11)
O3^iv—O4—H42	3.5 (12)	C3—C7—H7B	108.2 (11)
O2—O4—H42	112.6 (13)	H7A—C7—H7B	104.2 (15)
H41—O4—H42	108.1 (17)	C3—C7—H7C	113.0 (12)
H4A—O5—O3	113.7 (3)	H7A—C7—H7C	108.7 (16)
H4A—O5—O6	72.6 (3)	H7B—C7—H7C	108.8 (16)
O3—O5—O6	129.47 (5)	C2—C6—H6A	111.7 (11)
H4A—O5—O1^iii	135.4 (3)	C2—C6—H6B	112.0 (11)
O3—O5—O1^iii	98.17 (4)	H6A—C6—H6B	105.4 (15)
O6—O5—O1^iii	110.68 (5)	C2—C6—H6C	111.8 (11)
H4A—O5—O2^iii	154.0 (3)	H6A—C6—H6C	107.9 (16)
O3—O5—O2^iii	50.04 (3)	H6B—C6—H6C	107.7 (16)
O6—O5—O2^iii	133.05 (5)	C4—C8—H8A	113.4 (12)
O1^iii—O5—O2^iii	48.67 (3)	C4—C8—H8B	112.4 (13)
H4A—O5—H51	113.4 (13)	H8A—C8—H8B	108.3 (18)
O3—O5—H51	3.8 (13)	C4—C8—H8C	107.1 (13)
O6—O5—H51	125.7 (12)	H8A—C8—H8C	109.5 (17)
O1^iii—O5—H51	100.4 (12)	H8B—C8—H8C	105.9 (17)
O2^iii—O5—H51	51.9 (12)

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

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H11···O6^i	0.77 (2)	1.99 (2)	2.751 (2)	167 (2)
O1—H12···O2	0.83 (2)	1.89 (2)	2.703 (2)	163 (1)
O2—H21···O3^ii	0.82 (2)	1.90 (2)	2.709 (1)	170 (2)
O2—H22···O4	0.84 (2)	1.96 (2)	2.800 (2)	174 (2)
O4—H41···O3	0.82 (2)	1.94 (2)	2.766 (1)	174 (2)
O4—H42···O3^iv	0.83 (2)	1.95 (2)	2.774 (1)	175 (2)
O5—H51···O3	0.86 (2)	1.78 (2)	2.633 (1)	174 (2)
O5—H52···O1^iii	0.80 (2)	2.15 (2)	2.947 (2)	170 (2)
O6—H61···O5	0.81 (2)	1.92 (2)	2.719 (2)	175 (2)
O6—H62···O1	0.75 (2)	2.10 (2)	2.838 (2)	166 (2)
C1—H1A···O3^v	0.96 (1)	2.72 (1)	3.243 (2)	115 (1)
C2—H2A···O1	0.91 (1)	2.56 (1)	3.425 (2)	158 (1)
C3—H3A···O2^v	0.95 (1)	2.67 (1)	3.342 (2)	128 (1)
C3—H3B···O6^v	0.95 (1)	2.72 (1)	3.575 (2)	150 (1)
C4—H4A···O5	0.95 (1)	2.52 (1)	3.444 (2)	164 (1)

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