catena-Poly[[{2-meth-oxy-6-[(4-methyl-phen-yl)imino-meth-yl]phenolato}-cad-mium(II)]-di-μ(2)-chlorido-[dimethanol-cadmium(II)]-di-μ(2)-chlorido-[{2-meth-oxy-6-[(4-methyl-phen-yl)imino-meth-yl]-phenolato}cadmium(II)]-di-μ(2)-chlorido].

The structure of the title compound, [Cd(3)Cl(6)(C(15)H(15)NO(2))(2)(CH(4)O)(2)](n), is based on a layered zigzag polymeric chain along the c axis. The Cd(II) ions are linked by double chlorine bridges alternating between one CdCl(4)(CH(3)OH)(2) and two CdCl(4)(C(15)H(15)NO(2)) octa-hedral coordination units. Additional intrachain N-H⋯O and O-H⋯Cl hydrogen-bond interactions stabilize this arrangement.

Related literature

For related literature, see: Henkel & Krebs (2004 ▶); Suen & Wang (2007 ▶); Wang et al. (2005 ▶); Zhang & Bu (2008 ▶); De Girolamo et al. (2007 ▶).

Experimental

Crystal data

[Cd3Cl6(C15H15NO2)2(CH4O)2]

M = 1096.57

Monoclinic,

a = 19.7697 (5) Å

b = 13.9554 (3) Å

c = 15.1449 (4) Å

β = 110.4230 (10)°

V = 3915.74 (17) Å3

Z = 4

Mo Kα radiation

μ = 2.07 mm−1

T = 296 (2) K

0.15 × 0.13 × 0.05 mm

Data collection

Bruker APEXII area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.736, T max = 0.898

13592 measured reflections

3350 independent reflections

2773 reflections with I > 2σ(I)

R int = 0.033

Refinement

R[F 2 > 2σ(F 2)] = 0.026

wR(F 2) = 0.060

S = 1.05

3350 reflections

226 parameters

1 restraint

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.36 e Å−3

Δρmin = −0.34 e Å−3

Data collection: APEX2 (Bruker, 2006 ▶); cell refinement: SAINT (Bruker, 2006 ▶); 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: SHELXL97 (Sheldrick, 2008 ▶).

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808033527/at2645sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808033527/at2645Isup2.hkl

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

[Cd3Cl6(C15H15NO2)2(CH4O)2]	F(000) = 2152
Mr = 1096.57	Dx = 1.860 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 3942 reflections
a = 19.7697 (5) Å	θ = 1.8–25.0°
b = 13.9554 (3) Å	µ = 2.07 mm−1
c = 15.1449 (4) Å	T = 296 K
β = 110.423 (1)°	Block, red
V = 3915.74 (17) Å3	0.15 × 0.13 × 0.05 mm
Z = 4

Bruker APEXII diffractometer	3350 independent reflections
Radiation source: fine-focus sealed tube	2773 reflections with I > 2σ(I)
graphite	Rint = 0.033
ω scans	θmax = 25.0°, θmin = 1.8°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −23→23
Tmin = 0.736, Tmax = 0.898	k = −16→16
13592 measured reflections	l = −15→18

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)] = 0.026	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.060	H atoms treated by a mixture of independent and constrained refinement
S = 1.05	w = 1/[σ2(Fo2) + (0.0247P)2 + 2.9063P] where P = (Fo2 + 2Fc2)/3
3350 reflections	(Δ/σ)max = 0.002
226 parameters	Δρmax = 0.36 e Å−3
1 restraint	Δρmin = −0.34 e Å−3

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
Cd1	0.542829 (14)	1.284415 (15)	−0.113758 (18)	0.04061 (9)
Cd2	0.5000	1.5000	0.0000	0.04260 (11)
N1	0.46501 (15)	0.97593 (18)	−0.16754 (19)	0.0373 (6)
H1D	0.4710	1.0367	−0.1704	0.045*
O1	0.53998 (12)	1.12806 (14)	−0.10453 (16)	0.0440 (6)
O2	0.65586 (13)	1.21264 (15)	0.01463 (18)	0.0502 (6)
O3	0.41084 (17)	1.48567 (18)	−0.1495 (2)	0.0734 (9)
H3C	0.406 (3)	1.431 (2)	−0.174 (3)	0.110*
Cl1	0.59671 (6)	1.44929 (6)	−0.07253 (8)	0.0632 (3)
Cl2	0.48990 (5)	1.31686 (6)	0.02126 (6)	0.0447 (2)
Cl3	0.41178 (5)	1.27831 (6)	−0.24124 (6)	0.0449 (2)
C1	0.2053 (2)	0.8336 (3)	−0.4388 (3)	0.0702 (12)
H1A	0.2054	0.7648	−0.4396	0.105*
H1B	0.1995	0.8574	−0.5005	0.105*
H1C	0.1661	0.8558	−0.4206	0.105*
C2	0.27528 (19)	0.8692 (2)	−0.3696 (3)	0.0470 (9)
C3	0.3294 (2)	0.8076 (2)	−0.3173 (3)	0.0534 (10)
H3A	0.3228	0.7420	−0.3272	0.064*
C4	0.3923 (2)	0.8400 (2)	−0.2515 (3)	0.0487 (9)
H4A	0.4278	0.7968	−0.2177	0.058*
C5	0.40256 (18)	0.9373 (2)	−0.2360 (2)	0.0361 (8)
C6	0.3509 (2)	1.0007 (2)	−0.2894 (3)	0.0433 (8)
H6A	0.3586	1.0664	−0.2814	0.052*
C7	0.28796 (19)	0.9666 (2)	−0.3544 (3)	0.0469 (9)
H7A	0.2530	1.0098	−0.3891	0.056*
C8	0.51477 (18)	0.9305 (2)	−0.1005 (2)	0.0373 (8)
H8A	0.5095	0.8648	−0.0947	0.045*
C9	0.57599 (18)	0.9754 (2)	−0.0364 (2)	0.0356 (8)
C10	0.6274 (2)	0.9190 (2)	0.0325 (3)	0.0498 (9)
H10A	0.6196	0.8537	0.0365	0.060*
C11	0.6876 (2)	0.9600 (3)	0.0925 (3)	0.0557 (10)
H11A	0.7218	0.9222	0.1367	0.067*
C12	0.6997 (2)	1.0591 (3)	0.0893 (3)	0.0510 (9)
H12A	0.7414	1.0863	0.1315	0.061*
C13	0.65035 (18)	1.1156 (2)	0.0245 (2)	0.0398 (8)
C14	0.58669 (17)	1.0755 (2)	−0.0415 (2)	0.0344 (7)
C15	0.7108 (2)	1.2622 (3)	0.0885 (3)	0.0693 (12)
H15A	0.7460	1.2170	0.1252	0.104*
H15B	0.6893	1.2942	0.1282	0.104*
H15C	0.7338	1.3084	0.0614	0.104*
C16	0.3865 (3)	1.5562 (4)	−0.2154 (3)	0.110 (2)
H16A	0.3495	1.5309	−0.2701	0.165*
H16B	0.4257	1.5796	−0.2329	0.165*
H16C	0.3670	1.6078	−0.1897	0.165*

	U11	U22	U33	U12	U13	U23
Cd1	0.04572 (18)	0.02655 (13)	0.04443 (16)	−0.00188 (10)	0.00927 (13)	−0.00170 (10)
Cd2	0.0499 (3)	0.02725 (18)	0.0422 (2)	0.00221 (15)	0.00547 (19)	−0.00150 (14)
N1	0.0407 (18)	0.0263 (13)	0.0430 (17)	−0.0029 (12)	0.0120 (15)	−0.0001 (12)
O1	0.0432 (15)	0.0273 (11)	0.0472 (14)	0.0025 (10)	−0.0022 (12)	0.0032 (10)
O2	0.0454 (16)	0.0383 (13)	0.0571 (16)	−0.0100 (11)	0.0055 (13)	−0.0043 (11)
O3	0.086 (2)	0.0433 (16)	0.0607 (19)	0.0093 (15)	−0.0132 (17)	−0.0099 (14)
Cl1	0.0737 (7)	0.0389 (5)	0.0889 (8)	−0.0198 (5)	0.0433 (6)	−0.0183 (5)
Cl2	0.0541 (6)	0.0300 (4)	0.0472 (5)	−0.0023 (4)	0.0141 (5)	0.0016 (4)
Cl3	0.0422 (5)	0.0437 (5)	0.0436 (5)	−0.0017 (4)	0.0085 (4)	−0.0031 (4)
C1	0.044 (3)	0.060 (3)	0.087 (3)	−0.001 (2)	−0.002 (2)	−0.008 (2)
C2	0.039 (2)	0.045 (2)	0.053 (2)	−0.0029 (17)	0.0115 (19)	−0.0053 (17)
C3	0.054 (3)	0.0310 (18)	0.065 (3)	−0.0059 (17)	0.009 (2)	−0.0031 (17)
C4	0.047 (2)	0.0344 (19)	0.052 (2)	0.0025 (16)	0.002 (2)	0.0024 (16)
C5	0.036 (2)	0.0332 (17)	0.0384 (19)	−0.0032 (14)	0.0118 (17)	−0.0014 (14)
C6	0.048 (2)	0.0312 (17)	0.048 (2)	−0.0007 (16)	0.0138 (19)	0.0014 (15)
C7	0.038 (2)	0.0418 (19)	0.052 (2)	0.0071 (16)	0.005 (2)	0.0014 (17)
C8	0.043 (2)	0.0285 (16)	0.039 (2)	0.0009 (15)	0.0134 (18)	0.0027 (14)
C9	0.038 (2)	0.0323 (16)	0.0347 (19)	0.0039 (14)	0.0108 (17)	0.0013 (14)
C10	0.059 (3)	0.0365 (19)	0.047 (2)	0.0086 (18)	0.009 (2)	0.0056 (16)
C11	0.055 (3)	0.048 (2)	0.048 (2)	0.0139 (19)	−0.002 (2)	0.0068 (18)
C12	0.040 (2)	0.058 (2)	0.044 (2)	0.0038 (18)	0.0008 (19)	−0.0074 (18)
C13	0.040 (2)	0.0357 (18)	0.040 (2)	−0.0002 (15)	0.0102 (18)	−0.0027 (15)
C14	0.037 (2)	0.0319 (17)	0.0341 (18)	0.0030 (14)	0.0121 (17)	−0.0015 (14)
C15	0.069 (3)	0.059 (2)	0.066 (3)	−0.026 (2)	0.005 (2)	−0.016 (2)
C16	0.148 (6)	0.076 (3)	0.062 (3)	0.018 (3)	−0.018 (3)	−0.001 (3)

Cd1—O1	2.188 (2)	C2—C7	1.387 (5)
Cd1—Cl1	2.5208 (9)	C3—C4	1.371 (5)
Cd1—O2	2.597 (2)	C3—H3A	0.9300
Cd1—Cl3	2.6374 (9)	C4—C5	1.382 (4)
Cd1—Cl2	2.6410 (9)	C4—H4A	0.9300
Cd1—Cl3i	2.6476 (9)	C5—C6	1.380 (4)
Cd2—O3ii	2.343 (3)	C6—C7	1.375 (5)
Cd2—O3	2.343 (3)	C6—H6A	0.9300
Cd2—Cl2	2.5924 (8)	C7—H7A	0.9300
Cd2—Cl2ii	2.5924 (8)	C8—C9	1.407 (4)
Cd2—Cl1	2.6133 (10)	C8—H8A	0.9300
Cd2—Cl1ii	2.6133 (10)	C9—C10	1.414 (4)
N1—C8	1.306 (4)	C9—C14	1.418 (4)
N1—C5	1.413 (4)	C10—C11	1.348 (5)
N1—H1D	0.8600	C10—H10A	0.9300
O1—C14	1.299 (4)	C11—C12	1.408 (5)
O2—C13	1.372 (4)	C11—H11A	0.9300
O2—C15	1.435 (4)	C12—C13	1.366 (5)
O3—C16	1.365 (5)	C12—H12A	0.9300
O3—H3C	0.838 (19)	C13—C14	1.421 (4)
Cl3—Cd1i	2.6476 (9)	C15—H15A	0.9600
C1—C2	1.499 (5)	C15—H15B	0.9600
C1—H1A	0.9600	C15—H15C	0.9600
C1—H1B	0.9600	C16—H16A	0.9600
C1—H1C	0.9600	C16—H16B	0.9600
C2—C3	1.385 (5)	C16—H16C	0.9600
O1—Cd1—Cl1	155.83 (6)	C3—C2—C1	122.3 (3)
O1—Cd1—O2	66.56 (7)	C7—C2—C1	120.7 (3)
Cl1—Cd1—O2	89.30 (5)	C4—C3—C2	122.4 (3)
O1—Cd1—Cl3	88.51 (6)	C4—C3—H3A	118.8
Cl1—Cd1—Cl3	115.66 (3)	C2—C3—H3A	118.8
O2—Cd1—Cl3	154.74 (5)	C3—C4—C5	119.3 (3)
O1—Cd1—Cl2	95.48 (6)	C3—C4—H4A	120.3
Cl1—Cd1—Cl2	84.21 (3)	C5—C4—H4A	120.3
O2—Cd1—Cl2	87.50 (6)	C6—C5—C4	119.7 (3)
Cl3—Cd1—Cl2	91.09 (3)	C6—C5—N1	117.7 (3)
O1—Cd1—Cl3i	92.56 (6)	C4—C5—N1	122.6 (3)
Cl1—Cd1—Cl3i	89.92 (3)	C7—C6—C5	119.8 (3)
O2—Cd1—Cl3i	99.00 (6)	C7—C6—H6A	120.1
Cl3—Cd1—Cl3i	85.55 (3)	C5—C6—H6A	120.1
Cl2—Cd1—Cl3i	171.21 (3)	C6—C7—C2	121.7 (3)
O3ii—Cd2—O3	180.00 (12)	C6—C7—H7A	119.2
O3ii—Cd2—Cl2	91.64 (7)	C2—C7—H7A	119.2
O3—Cd2—Cl2	88.36 (7)	N1—C8—C9	123.6 (3)
O3ii—Cd2—Cl2ii	88.36 (7)	N1—C8—H8A	118.2
O3—Cd2—Cl2ii	91.64 (7)	C9—C8—H8A	118.2
Cl2—Cd2—Cl2ii	180.000 (1)	C8—C9—C10	119.0 (3)
O3ii—Cd2—Cl1	90.88 (9)	C8—C9—C14	120.7 (3)
O3—Cd2—Cl1	89.12 (9)	C10—C9—C14	120.4 (3)
Cl2—Cd2—Cl1	83.37 (3)	C11—C10—C9	120.0 (3)
Cl2ii—Cd2—Cl1	96.63 (3)	C11—C10—H10A	120.0
O3ii—Cd2—Cl1ii	89.12 (9)	C9—C10—H10A	120.0
O3—Cd2—Cl1ii	90.88 (9)	C10—C11—C12	120.9 (3)
Cl2—Cd2—Cl1ii	96.63 (3)	C10—C11—H11A	119.5
Cl2ii—Cd2—Cl1ii	83.37 (3)	C12—C11—H11A	119.5
Cl1—Cd2—Cl1ii	180.000 (1)	C13—C12—C11	120.3 (3)
C8—N1—C5	127.9 (3)	C13—C12—H12A	119.9
C8—N1—H1D	116.1	C11—C12—H12A	119.9
C5—N1—H1D	116.1	C12—C13—O2	125.7 (3)
C14—O1—Cd1	125.63 (19)	C12—C13—C14	120.9 (3)
C13—O2—C15	117.3 (3)	O2—C13—C14	113.4 (3)
C13—O2—Cd1	112.48 (19)	O1—C14—C9	121.0 (3)
C15—O2—Cd1	128.1 (2)	O1—C14—C13	121.5 (3)
C16—O3—Cd2	126.9 (3)	C9—C14—C13	117.5 (3)
C16—O3—H3C	112 (4)	O2—C15—H15A	109.5
Cd2—O3—H3C	116 (4)	O2—C15—H15B	109.5
Cd1—Cl1—Cd2	92.48 (3)	H15A—C15—H15B	109.5
Cd2—Cl2—Cd1	90.25 (3)	O2—C15—H15C	109.5
Cd1—Cl3—Cd1i	94.33 (3)	H15A—C15—H15C	109.5
C2—C1—H1A	109.5	H15B—C15—H15C	109.5
C2—C1—H1B	109.5	O3—C16—H16A	109.5
H1A—C1—H1B	109.5	O3—C16—H16B	109.5
C2—C1—H1C	109.5	H16A—C16—H16B	109.5
H1A—C1—H1C	109.5	O3—C16—H16C	109.5
H1B—C1—H1C	109.5	H16A—C16—H16C	109.5
C3—C2—C7	117.0 (3)	H16B—C16—H16C	109.5
Cl1—Cd1—O1—C14	9.2 (3)	Cl2—Cd1—Cl3—Cd1i	168.17 (2)
O2—Cd1—O1—C14	6.0 (2)	Cl3i—Cd1—Cl3—Cd1i	−3.70 (4)
Cl3—Cd1—O1—C14	−169.9 (2)	C7—C2—C3—C4	1.6 (6)
Cl2—Cd1—O1—C14	−78.9 (2)	C1—C2—C3—C4	−177.5 (4)
Cl3i—Cd1—O1—C14	104.7 (2)	C2—C3—C4—C5	0.3 (6)
O1—Cd1—O2—C13	−5.0 (2)	C3—C4—C5—C6	−2.7 (5)
Cl1—Cd1—O2—C13	176.3 (2)	C3—C4—C5—N1	178.1 (3)
Cl3—Cd1—O2—C13	4.8 (3)	C8—N1—C5—C6	168.6 (3)
Cl2—Cd1—O2—C13	92.1 (2)	C8—N1—C5—C4	−12.3 (5)
Cl3i—Cd1—O2—C13	−93.9 (2)	C4—C5—C6—C7	3.3 (5)
O1—Cd1—O2—C15	−167.6 (3)	N1—C5—C6—C7	−177.6 (3)
Cl1—Cd1—O2—C15	13.8 (3)	C5—C6—C7—C2	−1.4 (5)
Cl3—Cd1—O2—C15	−157.7 (3)	C3—C2—C7—C6	−1.0 (5)
Cl2—Cd1—O2—C15	−70.5 (3)	C1—C2—C7—C6	178.1 (4)
Cl3i—Cd1—O2—C15	103.6 (3)	C5—N1—C8—C9	178.9 (3)
Cl2—Cd2—O3—C16	−174.9 (4)	N1—C8—C9—C10	−178.8 (3)
Cl2ii—Cd2—O3—C16	5.1 (4)	N1—C8—C9—C14	0.3 (5)
Cl1—Cd2—O3—C16	−91.5 (4)	C8—C9—C10—C11	177.7 (3)
Cl1ii—Cd2—O3—C16	88.5 (4)	C14—C9—C10—C11	−1.4 (5)
O1—Cd1—Cl1—Cd2	−113.74 (16)	C9—C10—C11—C12	1.6 (6)
O2—Cd1—Cl1—Cd2	−110.81 (6)	C10—C11—C12—C13	−0.4 (6)
Cl3—Cd1—Cl1—Cd2	65.17 (4)	C11—C12—C13—O2	179.8 (3)
Cl2—Cd1—Cl1—Cd2	−23.25 (3)	C11—C12—C13—C14	−0.9 (5)
Cl3i—Cd1—Cl1—Cd2	150.19 (3)	C15—O2—C13—C12	−12.1 (5)
O3ii—Cd2—Cl1—Cd1	115.31 (7)	Cd1—O2—C13—C12	−176.7 (3)
O3—Cd2—Cl1—Cd1	−64.69 (7)	C15—O2—C13—C14	168.6 (3)
Cl2—Cd2—Cl1—Cd1	23.75 (3)	Cd1—O2—C13—C14	4.0 (3)
Cl2ii—Cd2—Cl1—Cd1	−156.25 (3)	Cd1—O1—C14—C9	173.8 (2)
O3ii—Cd2—Cl2—Cd1	−113.28 (9)	Cd1—O1—C14—C13	−6.4 (4)
O3—Cd2—Cl2—Cd1	66.72 (9)	C8—C9—C14—O1	0.8 (5)
Cl1—Cd2—Cl2—Cd1	−22.59 (3)	C10—C9—C14—O1	179.9 (3)
Cl1ii—Cd2—Cl2—Cd1	157.41 (3)	C8—C9—C14—C13	−178.9 (3)
O1—Cd1—Cl2—Cd2	179.14 (6)	C10—C9—C14—C13	0.1 (5)
Cl1—Cd1—Cl2—Cd2	23.43 (3)	C12—C13—C14—O1	−178.8 (3)
O2—Cd1—Cl2—Cd2	112.98 (5)	O2—C13—C14—O1	0.6 (4)
O1—Cd1—Cl3—Cd1i	−96.38 (6)	C12—C13—C14—C9	1.0 (5)
Cl1—Cd1—Cl3—Cd1i	84.07 (3)	O2—C13—C14—C9	−179.6 (3)
O2—Cd1—Cl3—Cd1i	−105.40 (14)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1D···O1	0.86	1.88	2.574 (3)	137
O3—H3C···Cl3	0.84 (2)	2.38 (2)	3.213 (3)	170 (5)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1D⋯O1	0.86	1.88	2.574 (3)	137
O3—H3C⋯Cl3	0.838 (19)	2.38 (2)	3.213 (3)	170 (5)