A new two-dimensional Cd^II coordination polymer based on 2-(1H-imidazol-1-ylmeth­yl)-6-methyl-1H-benzimidazole and benzene-1,2-di­carboxyl­ate: synthesis, crystal structure and characterization

In the construction of coordination polymers, many factors can influence the formation of the final architectures, such as the nature of the metal centres, the organic ligands and the counter-anions. In the coordination polymer poly[aqua­(μ-benzene-1,2-di­carboxyl­ato-κ⁴O¹,O^1′:O²,O^2′)[μ-2-(1H-imidazol-1-ylmeth­yl)-6-methyl-1H-benzimidazole-κ²N²:N³]cadmium(II)], [Cd(C₁₂H₁₂N₄)(C₈H₄O₄)(H₂O)]_n or [Cd(immb)(1,2-bdic)(H₂O)]_n, each Cd^II ion is seven-coordinated by two N atoms from two symmetry-related 2-(1H-imidazol-1-ylmeth­yl)-6-methyl-1H-benzimidazole (immb) ligands, by four O atoms from two symmetry-related benzene-1,2-di­carboxyl­ate (1,2-bdic²⁻) ligands and by one water mol­ecule, leading to a CdN₂O₅ distorted penta­gonal bipyramidal coordination environment. The immb and 1,2-bdic²⁻ ligands bridge Cd^II ions and form a two-dimensional network structure. O—H...O and N—H...O hydrogen bonds stabilize the structure. In addition, the IR spectroscopic properties, PXRD patterns, thermogravimetric behaviour and fluorescence properties of the title polymer have been investigated.

Computing details

Data collection: CrystalClear (Rigaku/MSC, 2004); cell refinement: CrystalClear (Rigaku/MSC, 2004); data reduction: CrystalClear (Rigaku/MSC, 2004); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015); molecular graphics: DIAMOND (Brandenburg & Putz, 2005); software used to prepare material for publication: publCIF (Westrip, 2010).

Poly[aqua(µ-benzene-1,2-dicarboxylato-κ⁴O¹,O^1':O²,O^2')[µ-2-(1H-imidazol-1-ylmethyl)-6-methyl-1H-benzimidazole-κ²N²:N³]cadmium(II)]

Crystal data

[Cd(C12H12N4)(C8H4O4)(H2O)]	F(000) = 1016
Mr = 506.78	Dx = 1.703 Mg m^−3
Monoclinic, Cc	Mo Kα radiation, λ = 0.71073 Å
a = 8.6692 (17) Å	Cell parameters from 3595 reflections
b = 21.933 (4) Å	θ = 2.0–28.0°
c = 11.120 (2) Å	µ = 1.15 mm^−1
β = 110.77 (3)°	T = 293 K
V = 1977.0 (8) Å^3	Prism, light yellow
Z = 4	0.19 × 0.17 × 0.14 mm

Data collection

Rigaku Saturn diffractometer	4006 independent reflections
Radiation source: fine-focus sealed tube	3847 reflections with I > 2σ(I)
Detector resolution: 28.5714 pixels mm^-1	Rint = 0.024
ω scans	θmax = 28.0°, θmin = 2.7°
Absorption correction: multi-scan (CrystalClear; Rigaku/MSC, 2004)	h = −11→10
Tmin = 0.914, Tmax = 1.000	k = −21→28
8065 measured reflections	l = −14→14

Refinement

Refinement on F^2	Hydrogen site location: mixed
Least-squares matrix: full	H-atom parameters constrained
R[F^2 > 2σ(F^2)] = 0.028	w = 1/[σ^2(Fo^2) + (0.020P)^2 + 1.7102P] where P = (Fo^2 + 2Fc^2)/3
wR(F^2) = 0.057	(Δ/σ)max = 0.001
S = 1.10	Δρmax = 0.67 e Å^−3
4006 reflections	Δρmin = −0.44 e Å^−3
272 parameters	Absolute structure: Refined as an inversion twin
2 restraints	Absolute structure parameter: 0.05 (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. Refined as a 2-component inversion twin

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

	x	y	z	Uiso*/Ueq
Cd1	0.74077 (4)	0.29758 (2)	0.74776 (4)	0.02393 (8)
N1	0.6717 (5)	0.32534 (18)	0.9234 (4)	0.0260 (8)
N2	0.5770 (5)	0.3220 (2)	1.0847 (4)	0.0332 (10)
H2B	0.5165	0.3119	1.1283	0.040*
N3	0.2698 (5)	0.29369 (18)	0.8355 (4)	0.0296 (9)
N4	0.0129 (5)	0.3223 (2)	0.7939 (4)	0.0358 (10)
O1	0.8290 (4)	0.20175 (14)	0.8840 (3)	0.0321 (8)
O2	0.8301 (5)	0.20104 (14)	0.6862 (3)	0.0358 (8)
O3	1.1944 (5)	0.16706 (16)	1.0331 (3)	0.0362 (8)
O4	1.0705 (5)	0.11730 (17)	1.1440 (3)	0.0496 (11)
O5	0.4843 (4)	0.24874 (16)	0.6301 (3)	0.0358 (8)
H1W	0.4383	0.2669	0.5588	0.043*
H2W	0.5221	0.2194	0.5989	0.043*
C1	0.1338 (6)	0.2863 (2)	0.8640 (5)	0.0323 (11)
H1A	0.1251	0.2592	0.9257	0.039*
C2	0.0782 (7)	0.3539 (3)	0.7157 (6)	0.0441 (14)
H2A	0.0216	0.3827	0.6546	0.053*
C3	0.2352 (11)	0.3371 (2)	0.7409 (9)	0.0441 (13)
H3A	0.3065	0.3519	0.7019	0.053*
C4	0.4236 (5)	0.2599 (2)	0.8940 (5)	0.0293 (10)
H4A	0.4514	0.2391	0.8275	0.035*
H4B	0.4091	0.2294	0.9522	0.035*
C5	0.5604 (6)	0.30184 (19)	0.9660 (5)	0.0251 (10)
C6	0.7659 (6)	0.3642 (2)	1.0212 (4)	0.0255 (10)
C7	0.8985 (7)	0.4013 (3)	1.0278 (6)	0.0348 (14)
H7A	0.9377	0.4035	0.9602	0.042*
C8	0.9690 (8)	0.4345 (3)	1.1382 (7)	0.0513 (16)
H8A	1.0543	0.4612	1.1431	0.062*
C9	0.9175 (7)	0.4298 (3)	1.2443 (6)	0.0496 (15)
C10	0.7843 (7)	0.3933 (3)	1.2373 (6)	0.0444 (14)
H10A	0.7472	0.3900	1.3060	0.053*
C11	0.7085 (6)	0.3618 (2)	1.1232 (5)	0.0316 (11)
C12	1.0105 (10)	0.4641 (4)	1.3667 (8)	0.088 (3)
H12A	1.0985	0.4870	1.3550	0.133*
H12B	0.9366	0.4915	1.3867	0.133*
H12C	1.0553	0.4357	1.4360	0.133*
C13	0.8568 (6)	0.1750 (2)	0.7942 (4)	0.0265 (10)
C14	0.9185 (5)	0.1106 (2)	0.8096 (4)	0.0241 (9)
C15	0.8721 (6)	0.0726 (2)	0.7010 (5)	0.0333 (11)
H15A	0.8091	0.0884	0.6210	0.040*
C16	0.9185 (7)	0.0124 (2)	0.7110 (5)	0.0420 (14)
H16A	0.8868	−0.0122	0.6383	0.050*
C17	1.0118 (8)	−0.0113 (2)	0.8285 (5)	0.0423 (13)
H17A	1.0411	−0.0523	0.8355	0.051*
C18	1.0625 (7)	0.0255 (2)	0.9369 (5)	0.0359 (12)
H18A	1.1259	0.0091	1.0162	0.043*
C19	1.0191 (7)	0.0868 (2)	0.9274 (5)	0.0258 (11)
C20	1.0978 (6)	0.1264 (2)	1.0433 (4)	0.0289 (10)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cd1	0.02171 (15)	0.02771 (14)	0.02263 (13)	0.0019 (2)	0.00818 (11)	0.0008 (2)
N1	0.026 (2)	0.025 (2)	0.027 (2)	0.0057 (17)	0.0096 (18)	0.0038 (16)
N2	0.030 (2)	0.045 (2)	0.030 (2)	−0.0071 (19)	0.0175 (19)	−0.0037 (18)
N3	0.021 (2)	0.037 (2)	0.030 (2)	−0.0032 (17)	0.0085 (18)	0.0039 (17)
N4	0.022 (2)	0.046 (3)	0.039 (2)	−0.005 (2)	0.0101 (19)	0.008 (2)
O1	0.035 (2)	0.0307 (18)	0.0315 (18)	0.0072 (15)	0.0125 (16)	−0.0051 (14)
O2	0.044 (2)	0.036 (2)	0.0300 (18)	0.0139 (16)	0.0154 (17)	0.0076 (15)
O3	0.033 (2)	0.038 (2)	0.035 (2)	−0.0065 (17)	0.0089 (18)	−0.0055 (16)
O4	0.085 (3)	0.039 (2)	0.0294 (19)	−0.016 (2)	0.026 (2)	−0.0042 (16)
O5	0.035 (2)	0.041 (2)	0.0286 (18)	−0.0064 (17)	0.0079 (16)	−0.0007 (15)
C1	0.022 (3)	0.048 (3)	0.026 (2)	−0.008 (2)	0.008 (2)	0.004 (2)
C2	0.034 (3)	0.050 (3)	0.048 (3)	0.000 (3)	0.013 (3)	0.021 (3)
C3	0.033 (3)	0.052 (3)	0.051 (3)	0.001 (4)	0.020 (2)	0.026 (4)
C4	0.025 (3)	0.031 (3)	0.036 (3)	−0.003 (2)	0.015 (2)	−0.004 (2)
C5	0.023 (3)	0.026 (2)	0.027 (2)	0.0046 (19)	0.010 (2)	0.0028 (18)
C6	0.020 (2)	0.028 (2)	0.028 (2)	0.0064 (18)	0.007 (2)	0.0036 (19)
C7	0.032 (3)	0.032 (3)	0.044 (4)	−0.002 (2)	0.017 (3)	−0.004 (3)
C8	0.036 (3)	0.049 (4)	0.071 (4)	−0.012 (3)	0.023 (3)	−0.024 (3)
C9	0.035 (3)	0.054 (4)	0.055 (4)	−0.002 (3)	0.010 (3)	−0.024 (3)
C10	0.037 (4)	0.061 (4)	0.034 (3)	−0.001 (3)	0.011 (3)	−0.013 (3)
C11	0.027 (3)	0.039 (3)	0.030 (2)	0.005 (2)	0.011 (2)	−0.002 (2)
C12	0.063 (5)	0.116 (7)	0.079 (6)	−0.028 (5)	0.016 (4)	−0.057 (5)
C13	0.022 (2)	0.028 (2)	0.029 (2)	0.0007 (19)	0.0082 (19)	−0.0029 (19)
C14	0.020 (2)	0.026 (2)	0.027 (2)	−0.0012 (19)	0.0096 (19)	−0.0040 (18)
C15	0.031 (3)	0.036 (3)	0.030 (2)	0.001 (2)	0.006 (2)	−0.007 (2)
C16	0.046 (4)	0.034 (3)	0.040 (3)	−0.001 (3)	0.009 (3)	−0.015 (2)
C17	0.047 (3)	0.028 (3)	0.047 (3)	0.008 (2)	0.010 (3)	−0.005 (2)
C18	0.040 (3)	0.029 (3)	0.034 (3)	0.004 (2)	0.008 (2)	0.002 (2)
C19	0.029 (3)	0.024 (3)	0.026 (3)	−0.001 (2)	0.012 (2)	−0.0029 (19)
C20	0.037 (3)	0.024 (2)	0.022 (2)	0.006 (2)	0.005 (2)	0.0014 (19)

Geometric parameters (Å, º)

Cd1—N4^i	2.295 (4)	C3—H3A	0.9300
Cd1—N1	2.318 (4)	C4—C5	1.490 (7)
Cd1—O5	2.396 (3)	C4—H4A	0.9700
Cd1—O3^ii	2.404 (4)	C4—H4B	0.9700
Cd1—O4^ii	2.406 (4)	C6—C11	1.392 (6)
Cd1—O2	2.435 (3)	C6—C7	1.389 (7)
Cd1—O1	2.545 (3)	C7—C8	1.372 (8)
Cd1—C20^ii	2.737 (5)	C7—H7A	0.9300
N1—C5	1.320 (6)	C8—C9	1.405 (9)
N1—C6	1.394 (6)	C8—H8A	0.9300
N2—C5	1.351 (6)	C9—C10	1.384 (8)
N2—C11	1.378 (6)	C9—C12	1.514 (8)
N2—H2B	0.8600	C10—C11	1.389 (7)
N3—C1	1.336 (6)	C10—H10A	0.9300
N3—C3	1.371 (7)	C12—H12A	0.9600
N3—C4	1.461 (6)	C12—H12B	0.9600
N4—C1	1.322 (7)	C12—H12C	0.9600
N4—C2	1.380 (6)	C13—C14	1.500 (6)
N4—Cd1^iii	2.295 (4)	C14—C19	1.393 (7)
O1—C13	1.253 (5)	C14—C15	1.403 (6)
O2—C13	1.275 (6)	C15—C16	1.373 (7)
O3—C20	1.256 (6)	C15—H15A	0.9300
O3—Cd1^iv	2.404 (4)	C16—C17	1.372 (8)
O4—C20	1.240 (6)	C16—H16A	0.9300
O4—Cd1^iv	2.406 (4)	C17—C18	1.386 (7)
O5—H1W	0.8498	C17—H17A	0.9300
O5—H2W	0.8501	C18—C19	1.390 (7)
C1—H1A	0.9300	C18—H18A	0.9300
C2—C3	1.341 (10)	C19—C20	1.502 (7)
C2—H2A	0.9300	C20—Cd1^iv	2.737 (5)
N4^i—Cd1—N1	107.58 (16)	C5—C4—H4A	109.5
N4^i—Cd1—O5	155.39 (14)	N3—C4—H4B	109.5
N1—Cd1—O5	96.36 (14)	C5—C4—H4B	109.5
N4^i—Cd1—O3^ii	86.69 (14)	H4A—C4—H4B	108.1
N1—Cd1—O3^ii	138.56 (12)	N1—C5—N2	112.6 (4)
O5—Cd1—O3^ii	78.81 (13)	N1—C5—C4	126.3 (4)
N4^i—Cd1—O4^ii	109.35 (16)	N2—C5—C4	121.0 (4)
N1—Cd1—O4^ii	84.40 (13)	C11—C6—C7	120.5 (5)
O5—Cd1—O4^ii	78.00 (13)	C11—C6—N1	109.4 (4)
O3^ii—Cd1—O4^ii	54.23 (12)	C7—C6—N1	130.1 (5)
N4^i—Cd1—O2	82.18 (15)	C8—C7—C6	117.2 (6)
N1—Cd1—O2	131.93 (12)	C8—C7—H7A	121.4
O5—Cd1—O2	77.51 (13)	C6—C7—H7A	121.4
O3^ii—Cd1—O2	87.67 (12)	C7—C8—C9	122.6 (6)
O4^ii—Cd1—O2	137.93 (12)	C7—C8—H8A	118.7
N4^i—Cd1—O1	89.66 (14)	C9—C8—H8A	118.7
N1—Cd1—O1	80.09 (12)	C10—C9—C8	120.2 (5)
O5—Cd1—O1	88.90 (12)	C10—C9—C12	120.4 (6)
O3^ii—Cd1—O1	140.06 (11)	C8—C9—C12	119.4 (6)
O4^ii—Cd1—O1	158.45 (13)	C9—C10—C11	117.0 (5)
O2—Cd1—O1	52.47 (11)	C9—C10—H10A	121.5
N4^i—Cd1—C20^ii	99.71 (15)	C11—C10—H10A	121.5
N1—Cd1—C20^ii	111.33 (14)	N2—C11—C10	132.1 (5)
O5—Cd1—C20^ii	76.08 (13)	N2—C11—C6	105.4 (4)
O3^ii—Cd1—C20^ii	27.32 (13)	C10—C11—C6	122.4 (5)
O4^ii—Cd1—C20^ii	26.93 (13)	C9—C12—H12A	109.5
O2—Cd1—C20^ii	113.08 (13)	C9—C12—H12B	109.5
O1—Cd1—C20^ii	161.81 (12)	H12A—C12—H12B	109.5
C5—N1—C6	105.0 (4)	C9—C12—H12C	109.5
C5—N1—Cd1	129.7 (3)	H12A—C12—H12C	109.5
C6—N1—Cd1	124.2 (3)	H12B—C12—H12C	109.5
C5—N2—C11	107.5 (4)	O1—C13—O2	121.3 (4)
C5—N2—H2B	126.3	O1—C13—C14	120.8 (4)
C11—N2—H2B	126.3	O2—C13—C14	117.9 (4)
C1—N3—C3	107.2 (5)	C19—C14—C15	118.7 (4)
C1—N3—C4	125.2 (4)	C19—C14—C13	122.6 (4)
C3—N3—C4	127.6 (5)	C15—C14—C13	118.7 (4)
C1—N4—C2	104.8 (4)	C16—C15—C14	120.9 (5)
C1—N4—Cd1^iii	121.8 (3)	C16—C15—H15A	119.5
C2—N4—Cd1^iii	126.6 (4)	C14—C15—H15A	119.5
C13—O1—Cd1	90.8 (3)	C15—C16—C17	119.9 (5)
C13—O2—Cd1	95.4 (3)	C15—C16—H16A	120.0
C20—O3—Cd1^iv	91.3 (3)	C17—C16—H16A	120.0
C20—O4—Cd1^iv	91.6 (3)	C16—C17—C18	120.3 (5)
Cd1—O5—H1W	109.7	C16—C17—H17A	119.8
Cd1—O5—H2W	98.3	C18—C17—H17A	119.8
H1W—O5—H2W	95.5	C19—C18—C17	120.3 (5)
N4—C1—N3	111.7 (4)	C19—C18—H18A	119.9
N4—C1—H1A	124.2	C17—C18—H18A	119.9
N3—C1—H1A	124.2	C18—C19—C14	119.7 (5)
C3—C2—N4	110.1 (5)	C18—C19—C20	117.8 (5)
C3—C2—H2A	125.0	C14—C19—C20	122.2 (4)
N4—C2—H2A	125.0	O4—C20—O3	122.8 (5)
C2—C3—N3	106.3 (6)	O4—C20—C19	120.5 (5)
C2—C3—H3A	126.8	O3—C20—C19	116.6 (4)
N3—C3—H3A	126.8	O4—C20—Cd1^iv	61.5 (3)
N3—C4—C5	110.7 (4)	O3—C20—Cd1^iv	61.4 (3)
N3—C4—H4A	109.5	C19—C20—Cd1^iv	177.6 (3)
C2—N4—C1—N3	0.4 (6)	C9—C10—C11—C6	2.6 (8)
Cd1^iii—N4—C1—N3	153.3 (3)	C7—C6—C11—N2	179.1 (5)
C3—N3—C1—N4	0.0 (7)	N1—C6—C11—N2	−1.0 (5)
C4—N3—C1—N4	−178.7 (4)	C7—C6—C11—C10	−3.4 (8)
C1—N4—C2—C3	−0.6 (7)	N1—C6—C11—C10	176.5 (5)
Cd1^iii—N4—C2—C3	−151.8 (5)	Cd1—O1—C13—O2	−1.8 (5)
N4—C2—C3—N3	0.6 (8)	Cd1—O1—C13—C14	179.8 (4)
C1—N3—C3—C2	−0.3 (7)	Cd1—O2—C13—O1	1.9 (5)
C4—N3—C3—C2	178.3 (5)	Cd1—O2—C13—C14	−179.7 (4)
C1—N3—C4—C5	−116.8 (5)	O1—C13—C14—C19	−31.4 (7)
C3—N3—C4—C5	64.7 (7)	O2—C13—C14—C19	150.2 (5)
C6—N1—C5—N2	−0.8 (5)	O1—C13—C14—C15	148.2 (5)
Cd1—N1—C5—N2	167.9 (3)	O2—C13—C14—C15	−30.2 (6)
C6—N1—C5—C4	176.4 (4)	C19—C14—C15—C16	2.9 (8)
Cd1—N1—C5—C4	−15.0 (7)	C13—C14—C15—C16	−176.8 (5)
C11—N2—C5—N1	0.1 (6)	C14—C15—C16—C17	−0.1 (9)
C11—N2—C5—C4	−177.2 (4)	C15—C16—C17—C18	−1.4 (9)
N3—C4—C5—N1	−97.6 (5)	C16—C17—C18—C19	0.1 (9)
N3—C4—C5—N2	79.3 (5)	C17—C18—C19—C14	2.7 (8)
C5—N1—C6—C11	1.1 (5)	C17—C18—C19—C20	−171.2 (5)
Cd1—N1—C6—C11	−168.3 (3)	C15—C14—C19—C18	−4.1 (7)
C5—N1—C6—C7	−179.1 (5)	C13—C14—C19—C18	175.5 (5)
Cd1—N1—C6—C7	11.5 (7)	C15—C14—C19—C20	169.5 (5)
C11—C6—C7—C8	0.4 (8)	C13—C14—C19—C20	−10.9 (7)
N1—C6—C7—C8	−179.4 (5)	Cd1^iv—O4—C20—O3	3.6 (5)
C6—C7—C8—C9	3.2 (9)	Cd1^iv—O4—C20—C19	−178.6 (4)
C7—C8—C9—C10	−4.0 (10)	Cd1^iv—O3—C20—O4	−3.6 (5)
C7—C8—C9—C12	175.1 (7)	Cd1^iv—O3—C20—C19	178.5 (4)
C8—C9—C10—C11	1.0 (9)	C18—C19—C20—O4	−64.6 (7)
C12—C9—C10—C11	−178.1 (6)	C14—C19—C20—O4	121.7 (6)
C5—N2—C11—C10	−176.6 (6)	C18—C19—C20—O3	113.3 (6)
C5—N2—C11—C6	0.6 (5)	C14—C19—C20—O3	−60.4 (7)
C9—C10—C11—N2	179.3 (6)

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

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O5—H2W···O2	0.85	2.53	3.024 (5)	118
O5—H1W···O1^ii	0.85	1.96	2.804 (5)	173
N2—H2B···O2^v	0.86	1.96	2.797 (5)	164

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