Bis[(2S,4S)-4-(2-hy-droxy-eth-yl)-2-methyl-piperazine-1,4-diium] di-μ-chlorido-bis-[trichloridocadmium(II)].

The asymmetric unit of the title compound, (C(7)H(18)N(2)O)(2)[Cd(2)Cl(8)], comprises one 4-(2-hy-droxy-eth-yl)-2-methyl-piperazine-1,4-diium dication and a half [Cd(2)Cl(8)](4-) anion. The two Cd atoms are each coordinated by two bridging Cl atoms and three terminal Cl atoms and the [Cd(2)Cl(8)](4-) anion is located on an inversion centre. The crystal structure consists of N-H⋯Cl hydrogen-bonded sheets, which are further linked by C-H⋯Cl contacts, yielding a three-dimensional network.

Related literature

For general background to ferroelectric metal-organic frameworks, see: Fu et al. (2009 ▶, 2010 ▶); Ye et al. (2006 ▶); Zhang et al. (2008 ▶, 2010 ▶).

Experimental

Crystal data

(C7H18N2O)2[Cd2Cl8]

M = 800.86

Monoclinic,

a = 8.0318 (16) Å

b = 11.144 (2) Å

c = 15.816 (3) Å

β = 97.81 (3)°

V = 1402.6 (5) Å3

Z = 2

Mo Kα radiation

μ = 2.30 mm−1

T = 293 K

0.20 × 0.20 × 0.20 mm

Data collection

Rigaku SCXmini diffractometer

Absorption correction: multi-scan (CrystalClear; Rigaku, 2005 ▶) T min = 0.632, T max = 0.638

14193 measured reflections

3217 independent reflections

3008 reflections with I > 2σ(I)

R int = 0.037

Refinement

R[F 2 > 2σ(F 2)] = 0.025

wR(F 2) = 0.060

S = 1.19

3217 reflections

136 parameters

2 restraints

H-atom parameters constrained

Δρmax = 0.35 e Å−3

Δρmin = −0.88 e Å−3

Data collection: CrystalClear (Rigaku, 2005 ▶); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: DIAMOND (Brandenburg & Putz, 2005 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536811006945/rn2080sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536811006945/rn2080Isup2.hkl

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

(C7H18N2O)2[Cd2Cl8]	Z = 2
Mr = 800.86	F(000) = 792
Monoclinic, P21/n	Dx = 1.896 Mg m−3
Hall symbol: -P 2yn	Mo Kα radiation, λ = 0.71073 Å
a = 8.0318 (16) Å	θ = 3.0–27.5°
b = 11.144 (2) Å	µ = 2.30 mm−1
c = 15.816 (3) Å	T = 293 K
β = 97.81 (3)°	Prism, colourless
V = 1402.6 (5) Å3	0.20 × 0.20 × 0.20 mm

Rigaku SCXmini diffractometer	3217 independent reflections
Radiation source: fine-focus sealed tube	3008 reflections with I > 2σ(I)
graphite	Rint = 0.037
Detector resolution: 13.6612 pixels mm-1	θmax = 27.5°, θmin = 3.0°
CCD_Profile_fitting scans	h = −10→10
Absorption correction: multi-scan (CrystalClear; Rigaku, 2005)	k = −14→14
Tmin = 0.632, Tmax = 0.638	l = −20→20
14193 measured reflections

Refinement on F2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.025	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.060	H-atom parameters constrained
S = 1.19	w = 1/[σ2(Fo2) + (0.022P)2 + 0.433P] where P = (Fo2 + 2Fc2)/3
3217 reflections	(Δ/σ)max = 0.001
136 parameters	Δρmax = 0.35 e Å−3
2 restraints	Δρmin = −0.88 e Å−3

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
Cd1	0.07749 (3)	0.14056 (2)	0.435513 (16)	0.02832 (11)
Cl4	0.13747 (12)	0.02958 (8)	0.59105 (5)	0.0299 (2)
Cl2	0.34061 (12)	0.04831 (9)	0.39588 (6)	0.0364 (2)
Cl3	0.13624 (14)	0.33698 (9)	0.51000 (6)	0.0363 (2)
Cl1	−0.02934 (12)	0.23097 (9)	0.28873 (6)	0.0369 (2)
N2	1.0951 (4)	0.3458 (3)	0.78336 (19)	0.0267 (6)
H2A	1.0310	0.3654	0.8237	0.032*
H2D	1.2013	0.3360	0.8091	0.032*
N1	0.8525 (4)	0.3466 (3)	0.63036 (19)	0.0262 (6)
H1D	0.9222	0.3270	0.5917	0.031*
C6	0.8591 (5)	0.2469 (3)	0.6942 (2)	0.0266 (7)
H6A	0.8235	0.1729	0.6649	0.032*
H6B	0.7812	0.2642	0.7344	0.032*
C4	1.0905 (5)	0.4452 (3)	0.7205 (2)	0.0332 (8)
H4A	1.1679	0.4280	0.6800	0.040*
H4B	1.1262	0.5191	0.7499	0.040*
C5	1.0336 (5)	0.2302 (3)	0.7425 (2)	0.0261 (7)
H5A	1.1095	0.2063	0.7019	0.031*
C3	0.9163 (5)	0.4608 (3)	0.6735 (2)	0.0328 (8)
H3A	0.8411	0.4854	0.7134	0.039*
H3B	0.9173	0.5236	0.6311	0.039*
O1	0.7146 (4)	0.2021 (3)	0.49063 (18)	0.0422 (7)
H1A	0.6727	0.1408	0.4683	0.063*
C1	0.6018 (5)	0.2547 (4)	0.5418 (3)	0.0375 (9)
H1B	0.5787	0.1985	0.5857	0.045*
H1C	0.4965	0.2739	0.5068	0.045*
C7	1.0337 (6)	0.1329 (4)	0.8089 (3)	0.0410 (10)
H7A	1.1452	0.1236	0.8388	0.061*
H7B	0.9976	0.0587	0.7815	0.061*
H7C	0.9584	0.1546	0.8486	0.061*
C2	0.6798 (5)	0.3669 (4)	0.5825 (3)	0.0372 (9)
H2B	0.6075	0.3986	0.6215	0.045*
H2C	0.6868	0.4265	0.5384	0.045*

	U11	U22	U33	U12	U13	U23
Cd1	0.03076 (17)	0.02561 (17)	0.02899 (17)	−0.00180 (10)	0.00547 (12)	0.00126 (10)
Cl4	0.0366 (5)	0.0285 (5)	0.0240 (4)	−0.0056 (4)	0.0020 (3)	0.0008 (3)
Cl2	0.0334 (5)	0.0380 (5)	0.0409 (5)	0.0029 (4)	0.0160 (4)	0.0066 (4)
Cl3	0.0476 (6)	0.0283 (5)	0.0354 (5)	−0.0012 (4)	0.0140 (4)	−0.0020 (4)
Cl1	0.0296 (5)	0.0426 (6)	0.0379 (5)	−0.0037 (4)	0.0026 (4)	0.0134 (4)
N2	0.0242 (15)	0.0290 (16)	0.0268 (15)	0.0015 (12)	0.0028 (12)	−0.0039 (12)
N1	0.0293 (16)	0.0260 (16)	0.0234 (15)	0.0015 (12)	0.0037 (12)	−0.0019 (12)
C6	0.0281 (18)	0.0222 (18)	0.0298 (18)	−0.0016 (14)	0.0056 (14)	0.0004 (14)
C4	0.038 (2)	0.0281 (19)	0.0325 (19)	−0.0086 (16)	0.0027 (16)	0.0004 (16)
C5	0.0274 (18)	0.0234 (18)	0.0279 (17)	0.0014 (14)	0.0049 (14)	−0.0028 (14)
C3	0.043 (2)	0.0246 (19)	0.0294 (19)	−0.0022 (16)	−0.0009 (16)	0.0004 (15)
O1	0.0465 (17)	0.0395 (17)	0.0403 (16)	−0.0039 (13)	0.0052 (13)	−0.0102 (13)
C1	0.031 (2)	0.040 (2)	0.039 (2)	0.0002 (17)	−0.0041 (17)	−0.0033 (18)
C7	0.049 (3)	0.031 (2)	0.042 (2)	0.0033 (18)	0.003 (2)	0.0055 (18)
C2	0.038 (2)	0.034 (2)	0.037 (2)	0.0083 (17)	−0.0064 (18)	−0.0045 (17)

Cd1—Cl3	2.5003 (11)	C4—C3	1.502 (6)
Cd1—Cl2	2.5052 (11)	C4—H4A	0.9700
Cd1—Cl4i	2.5603 (10)	C4—H4B	0.9700
Cd1—Cl1	2.5690 (11)	C5—C7	1.509 (5)
Cd1—Cl4	2.7371 (10)	C5—H5A	0.9800
Cl4—Cd1i	2.5603 (10)	C3—H3A	0.9700
N2—C4	1.486 (5)	C3—H3B	0.9700
N2—C5	1.495 (4)	O1—C1	1.421 (5)
N2—H2A	0.9000	O1—H1A	0.8200
N2—H2D	0.9000	C1—C2	1.503 (5)
N1—C6	1.497 (4)	C1—H1B	0.9700
N1—C3	1.501 (5)	C1—H1C	0.9700
N1—C2	1.505 (5)	C7—H7A	0.9600
N1—H1D	0.9100	C7—H7B	0.9600
C6—C5	1.514 (5)	C7—H7C	0.9600
C6—H6A	0.9700	C2—H2B	0.9700
C6—H6B	0.9700	C2—H2C	0.9700
Cl3—Cd1—Cl2	111.44 (4)	C3—C4—H4B	109.5
Cl3—Cd1—Cl4i	143.67 (4)	H4A—C4—H4B	108.1
Cl2—Cd1—Cl4i	103.18 (4)	N2—C5—C7	110.4 (3)
Cl3—Cd1—Cl1	95.79 (4)	N2—C5—C6	109.9 (3)
Cl2—Cd1—Cl1	97.14 (4)	C7—C5—C6	110.7 (3)
Cl4i—Cd1—Cl1	90.41 (4)	N2—C5—H5A	108.6
Cl3—Cd1—Cl4	88.47 (3)	C7—C5—H5A	108.6
Cl2—Cd1—Cl4	89.31 (4)	C6—C5—H5A	108.6
Cl4i—Cd1—Cl4	81.10 (4)	N1—C3—C4	111.4 (3)
Cl1—Cd1—Cl4	170.34 (3)	N1—C3—H3A	109.4
Cd1i—Cl4—Cd1	98.90 (4)	C4—C3—H3A	109.4
C4—N2—C5	112.1 (3)	N1—C3—H3B	109.4
C4—N2—H2A	109.2	C4—C3—H3B	109.4
C5—N2—H2A	109.2	H3A—C3—H3B	108.0
C4—N2—H2D	109.2	C1—O1—H1A	109.5
C5—N2—H2D	109.2	O1—C1—C2	109.0 (3)
H2A—N2—H2D	107.9	O1—C1—H1B	109.9
C6—N1—C3	110.1 (3)	C2—C1—H1B	109.9
C6—N1—C2	113.4 (3)	O1—C1—H1C	109.9
C3—N1—C2	109.6 (3)	C2—C1—H1C	109.9
C6—N1—H1D	107.9	H1B—C1—H1C	108.3
C3—N1—H1D	107.9	C5—C7—H7A	109.5
C2—N1—H1D	107.9	C5—C7—H7B	109.5
N1—C6—C5	112.2 (3)	H7A—C7—H7B	109.5
N1—C6—H6A	109.2	C5—C7—H7C	109.5
C5—C6—H6A	109.2	H7A—C7—H7C	109.5
N1—C6—H6B	109.2	H7B—C7—H7C	109.5
C5—C6—H6B	109.2	C1—C2—N1	113.1 (3)
H6A—C6—H6B	107.9	C1—C2—H2B	109.0
N2—C4—C3	110.8 (3)	N1—C2—H2B	109.0
N2—C4—H4A	109.5	C1—C2—H2C	109.0
C3—C4—H4A	109.5	N1—C2—H2C	109.0
N2—C4—H4B	109.5	H2B—C2—H2C	107.8
Cl3—Cd1—Cl4—Cd1i	145.07 (4)	N1—C6—C5—N2	55.2 (4)
Cl2—Cd1—Cl4—Cd1i	−103.46 (4)	N1—C6—C5—C7	177.4 (3)
Cl4i—Cd1—Cl4—Cd1i	0.0	C6—N1—C3—C4	55.9 (4)
Cl1—Cd1—Cl4—Cd1i	28.7 (2)	C2—N1—C3—C4	−178.7 (3)
C3—N1—C6—C5	−55.7 (4)	N2—C4—C3—N1	−56.5 (4)
C2—N1—C6—C5	−178.9 (3)	O1—C1—C2—N1	−53.4 (5)
C5—N2—C4—C3	56.5 (4)	C6—N1—C2—C1	−52.8 (5)
C4—N2—C5—C7	−177.7 (3)	C3—N1—C2—C1	−176.3 (3)
C4—N2—C5—C6	−55.3 (4)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1A···Cl4ii	0.82	2.68	3.188 (3)	121
N1—H1D···Cl3iii	0.91	2.29	3.163 (3)	161
N2—H2D···Cl4iv	0.90	2.88	3.405 (3)	119
N2—H2D···Cl1v	0.90	2.35	3.125 (3)	144
N2—H2A···Cl2vi	0.90	2.25	3.119 (3)	164

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1—H1A⋯Cl4i	0.82	2.68	3.188 (3)	121
N1—H1D⋯Cl3ii	0.91	2.29	3.163 (3)	161
N2—H2D⋯Cl4iii	0.90	2.88	3.405 (3)	119
N2—H2D⋯Cl1iv	0.90	2.35	3.125 (3)	144
N2—H2A⋯Cl2v	0.90	2.25	3.119 (3)	164

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) ; (v) .