catena-Poly[[[diaqua-cadmium(II)]-bis-[μ-3,5-bis-(isonicotinamido)benzoato]] tetra-hydrate].

The title compound, {[Cd(C(19)H(13)N(4)O(4))(2)(H(2)O)(2)]·4H(2)O}(n) or {[Cd(BBA)(2)(H(2)O)(2)]·4H(2)O}(n), where BBA is 3,5-bis-(iso-nicotin-amido)-benzoate, is isotypic with its Mn isologue [Chen et al. (2009 ▶). J. Coord. Chem.62, 2421-2428]. The cation sits on a twofold axis and is six-coordinated in a slightly distorted octa-hedral geometry; the polyhedra are linked into zigzag chains, which are further connected by N-H⋯O, O-H⋯O and O-H⋯N hydrogen bonds as well as π-π inter-actions [centroid-centroid distance of 3.639 (2) Å], giving a three-dimensional supra-molecular framework.

Related literature

For the isotypic Mn structure, see: Chen et al. (2009 ▶). For the properties of coordination polymers, see: Evans & Lin (2002 ▶); Yaghi et al. (2003 ▶); Kitagawa et al. (2004 ▶); Biradha et al. (2006 ▶); Wu et al. (2009 ▶). For the rational design and synthesis of new supra­molecular frameworks by covalent and weak intra/inter­molecular inter­actions, see: Eddaoudi et al. (2001 ▶); Moulton & Zaworotko (2001 ▶); Cheng et al. (2002 ▶); Zhang et al. (2003 ▶); Go et al. (2004 ▶). For the coordination capacities of carboxyl­ate, n class="Chemical">pyridine and amide groups, see: Bent (1968 ▶); Huyskens (1977 ▶); Lee & Kumler (1962 ▶); Wang et al. (2007 ▶).

Experimental

Crystal data

[Cd(C19H13N4O4)2(H2O)2]·4H2O

M = 943.16

Monoclinic,

a = 17.584 (3) Å

b = 10.8568 (19) Å

c = 21.891 (4) Å

β = 103.801 (2)°

V = 4058.5 (12) Å3

Z = 4

Mo Kα radiation

μ = 0.62 mm−1

T = 293 K

0.20 × 0.16 × 0.10 mm

Data collection

Bruker SMART APEX CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2000 ▶) T min = 0.887, T max = 0.941

10338 measured reflections

3867 independent reflections

3391 reflections with I > 2σ(I)

R int = 0.055

Refinement

R[F 2 > 2σ(F 2)] = 0.047

wR(F 2) = 0.110

S = 1.08

3867 reflections

300 parameters

13 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.80 e Å−3

Δρmin = −0.48 e Å−3

Data collection: SMART (Bruker, 2000 ▶); cell refinement: SAINT (Bruker, 2000 ▶); data reduction: SAIn class="Chemical">NT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536810036147/bg2362sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810036147/bg2362Isup2.hkl

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

[Cd(C19H13N4O4)2(H2O)2]·4H2O	F(000) = 1928
Mr = 943.16	Dx = 1.544 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 3272 reflections
a = 17.584 (3) Å	θ = 2.3–25.3°
b = 10.8568 (19) Å	µ = 0.62 mm−1
c = 21.891 (4) Å	T = 293 K
β = 103.801 (2)°	Block, colorless
V = 4058.5 (12) Å3	0.20 × 0.16 × 0.10 mm
Z = 4

Bruker SMART APEX CCD diffractometer	3867 independent reflections
Radiation source: fine-focus sealed tube	3391 reflections with I > 2σ(I)
graphite	Rint = 0.055
phi and ω scans	θmax = 25.8°, θmin = 1.9°
Absorption correction: multi-scan (SADABS; Bruker, 2000)	h = −21→21
Tmin = 0.887, Tmax = 0.941	k = −13→6
10338 measured reflections	l = −26→26

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)] = 0.047	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.110	H atoms treated by a mixture of independent and constrained refinement
S = 1.08	w = 1/[σ2(Fo2) + (0.0527P)2] where P = (Fo2 + 2Fc2)/3
3867 reflections	(Δ/σ)max = 0.022
300 parameters	Δρmax = 0.80 e Å−3
13 restraints	Δρmin = −0.48 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	0.0000	0.74023 (3)	−0.2500	0.03203 (14)
C1	0.1391 (2)	0.6471 (3)	−0.14433 (15)	0.0341 (8)
C2	0.16577 (18)	0.6286 (3)	−0.07425 (14)	0.0304 (7)
C3	0.21138 (19)	0.5274 (3)	−0.04962 (15)	0.0340 (8)
H3A	0.2266	0.4705	−0.0762	0.041*
C4	0.23363 (19)	0.5125 (3)	0.01481 (16)	0.0334 (8)
C5	0.2124 (2)	0.5954 (3)	0.05570 (15)	0.0360 (8)
H5	0.2276	0.5832	0.0990	0.043*
C6	0.16780 (19)	0.6977 (3)	0.03069 (15)	0.0312 (7)
C7	0.14483 (19)	0.7127 (3)	−0.03395 (15)	0.0316 (7)
H7	0.1147	0.7807	−0.0505	0.038*
C8	0.3530 (2)	0.3931 (3)	0.03346 (16)	0.0390 (8)
C9	0.3967 (2)	0.2847 (3)	0.06802 (18)	0.0406 (9)
C10	0.4431 (2)	0.2140 (4)	0.0395 (2)	0.0550 (11)
H10	0.4453	0.2292	−0.0018	0.066*
C11	0.4868 (3)	0.1191 (4)	0.0739 (2)	0.0638 (13)
H11	0.5172	0.0701	0.0541	0.077*
C12	0.4417 (3)	0.1640 (4)	0.1594 (2)	0.0609 (12)
H12	0.4406	0.1472	0.2008	0.073*
C13	0.3957 (3)	0.2595 (3)	0.1292 (2)	0.0532 (11)
H13	0.3648	0.3054	0.1499	0.064*
C14	0.1521 (2)	0.7883 (3)	0.13085 (16)	0.0372 (8)
C15	0.1209 (2)	0.9006 (3)	0.15632 (15)	0.0352 (8)
C16	0.1481 (3)	0.9300 (4)	0.21868 (17)	0.0524 (11)
H16	0.1864	0.8819	0.2446	0.063*
C17	0.1180 (3)	1.0315 (4)	0.24232 (18)	0.0534 (11)
H17	0.1380	1.0517	0.2844	0.064*
C18	0.0367 (2)	1.0727 (4)	0.14846 (17)	0.0487 (10)
H18	−0.0018	1.1220	0.1236	0.058*
C19	0.0636 (2)	0.9741 (3)	0.12058 (17)	0.0460 (9)
H19	0.0433	0.9572	0.0782	0.055*
N1	0.4871 (2)	0.0953 (3)	0.13331 (19)	0.0625 (10)
N2	0.06210 (18)	1.1019 (3)	0.20837 (13)	0.0398 (7)
N3	0.28104 (17)	0.4100 (3)	0.04134 (13)	0.0402 (7)
H3	0.2624	0.3573	0.0632	0.048*
N4	0.14702 (16)	0.7905 (3)	0.06830 (12)	0.0353 (7)
H4	0.1288	0.8572	0.0491	0.042*
O1	0.09323 (16)	0.7351 (2)	−0.16214 (11)	0.0429 (6)
O2	0.16316 (16)	0.5753 (2)	−0.17948 (11)	0.0505 (7)
O3	0.38414 (17)	0.4597 (2)	0.00154 (13)	0.0585 (8)
O4	0.17829 (19)	0.7016 (2)	0.16454 (12)	0.0571 (8)
O5	0.07154 (19)	0.6011 (3)	−0.29733 (14)	0.0501 (7)
O6	0.1941 (3)	0.3124 (5)	0.1269 (2)	0.1053 (14)
O7	0.2760 (3)	0.1472 (3)	0.20727 (17)	0.0782 (11)
H5A	0.050 (2)	0.539 (3)	−0.3152 (17)	0.055 (13)*
H7B	0.299 (3)	0.154 (6)	0.2454 (12)	0.12 (2)*
H7A	0.283 (3)	0.073 (2)	0.198 (2)	0.11 (2)*
H5B	0.109 (2)	0.575 (4)	−0.2698 (18)	0.088 (19)*
H6B	0.150 (2)	0.325 (7)	0.135 (3)	0.16 (3)*
H6A	0.207 (4)	0.243 (3)	0.143 (3)	0.112 (6)*

	U11	U22	U33	U12	U13	U23
Cd1	0.0418 (2)	0.0269 (2)	0.0257 (2)	0.000	0.00478 (15)	0.000
C1	0.0364 (19)	0.0347 (19)	0.0303 (18)	−0.0015 (16)	0.0064 (15)	−0.0028 (15)
C2	0.0296 (17)	0.0320 (17)	0.0274 (17)	0.0024 (14)	0.0027 (14)	0.0007 (13)
C3	0.038 (2)	0.0279 (18)	0.0353 (19)	0.0029 (15)	0.0069 (16)	−0.0035 (14)
C4	0.0333 (19)	0.0292 (18)	0.0377 (19)	0.0076 (14)	0.0082 (15)	0.0049 (14)
C5	0.043 (2)	0.0360 (19)	0.0276 (18)	0.0080 (16)	0.0061 (15)	0.0047 (14)
C6	0.0327 (18)	0.0293 (17)	0.0324 (18)	0.0043 (14)	0.0095 (15)	0.0024 (14)
C7	0.0304 (18)	0.0292 (17)	0.0348 (18)	0.0057 (14)	0.0069 (15)	0.0022 (14)
C8	0.045 (2)	0.0354 (19)	0.035 (2)	0.0108 (17)	0.0064 (17)	0.0046 (15)
C9	0.040 (2)	0.0330 (19)	0.047 (2)	0.0070 (16)	0.0064 (17)	0.0066 (16)
C10	0.055 (3)	0.049 (2)	0.062 (3)	0.016 (2)	0.015 (2)	0.010 (2)
C11	0.053 (3)	0.045 (2)	0.095 (4)	0.016 (2)	0.020 (3)	0.013 (2)
C12	0.054 (3)	0.063 (3)	0.060 (3)	0.001 (2)	0.003 (2)	0.024 (2)
C13	0.053 (2)	0.052 (3)	0.053 (3)	0.013 (2)	0.010 (2)	0.0152 (19)
C14	0.041 (2)	0.0374 (19)	0.0326 (19)	0.0035 (16)	0.0077 (16)	−0.0008 (15)
C15	0.043 (2)	0.0338 (18)	0.0314 (18)	0.0054 (16)	0.0139 (16)	0.0018 (14)
C16	0.066 (3)	0.049 (2)	0.038 (2)	0.023 (2)	0.0029 (19)	−0.0039 (18)
C17	0.071 (3)	0.054 (3)	0.030 (2)	0.014 (2)	0.0031 (19)	−0.0071 (18)
C18	0.056 (2)	0.053 (2)	0.037 (2)	0.023 (2)	0.0090 (18)	0.0032 (18)
C19	0.054 (2)	0.053 (2)	0.0300 (19)	0.014 (2)	0.0076 (17)	−0.0028 (17)
N1	0.044 (2)	0.050 (2)	0.090 (3)	0.0065 (17)	0.006 (2)	0.027 (2)
N2	0.0495 (19)	0.0383 (17)	0.0319 (16)	0.0079 (14)	0.0104 (14)	0.0013 (13)
N3	0.0494 (19)	0.0319 (16)	0.0403 (18)	0.0120 (14)	0.0127 (15)	0.0111 (12)
N4	0.0453 (18)	0.0305 (15)	0.0307 (16)	0.0105 (13)	0.0104 (14)	0.0038 (12)
O1	0.0536 (16)	0.0396 (14)	0.0300 (13)	0.0159 (12)	−0.0009 (11)	−0.0014 (10)
O2	0.0682 (19)	0.0500 (16)	0.0320 (14)	0.0208 (14)	0.0094 (13)	−0.0039 (12)
O3	0.0618 (18)	0.0565 (18)	0.0640 (18)	0.0204 (15)	0.0286 (15)	0.0286 (15)
O4	0.094 (2)	0.0429 (15)	0.0350 (15)	0.0257 (16)	0.0179 (15)	0.0076 (12)
O5	0.0571 (19)	0.0382 (16)	0.0509 (18)	0.0037 (13)	0.0048 (14)	−0.0158 (13)
O6	0.105 (3)	0.114 (3)	0.112 (3)	0.032 (3)	0.057 (3)	0.061 (3)
O7	0.124 (3)	0.058 (2)	0.053 (2)	0.027 (2)	0.021 (2)	−0.0028 (17)

Cd1—O1	2.210 (2)	C11—H11	0.9300
Cd1—O1i	2.210 (2)	C12—N1	1.318 (5)
Cd1—N2ii	2.331 (3)	C12—C13	1.382 (5)
Cd1—N2iii	2.331 (3)	C12—H12	0.9300
Cd1—O5i	2.358 (3)	C13—H13	0.9300
Cd1—O5	2.358 (3)	C14—O4	1.217 (4)
C1—O2	1.239 (4)	C14—N4	1.351 (4)
C1—O1	1.252 (4)	C14—C15	1.498 (5)
C1—C2	1.507 (4)	C15—C16	1.372 (5)
C2—C7	1.379 (4)	C15—C19	1.374 (5)
C2—C3	1.391 (4)	C16—C17	1.376 (5)
C3—C4	1.380 (4)	C16—H16	0.9300
C3—H3A	0.9300	C17—N2	1.325 (5)
C4—C5	1.382 (4)	C17—H17	0.9300
C4—N3	1.428 (4)	C18—N2	1.319 (4)
C5—C6	1.394 (4)	C18—C19	1.371 (5)
C5—H5	0.9300	C18—H18	0.9300
C6—C7	1.386 (4)	C19—H19	0.9300
C6—N4	1.404 (4)	N2—Cd1ii	2.331 (3)
C7—H7	0.9300	N3—H3	0.8600
C8—O3	1.222 (4)	N4—H4	0.8600
C8—N3	1.330 (4)	O5—H5A	0.829 (19)
C8—C9	1.507 (5)	O5—H5B	0.83 (3)
C9—C13	1.372 (6)	O6—H6B	0.84 (2)
C9—C10	1.373 (6)	O6—H6A	0.83 (2)
C10—C11	1.394 (5)	O7—H7B	0.84 (2)
C10—H10	0.9300	O7—H7A	0.85 (2)
C11—N1	1.325 (5)
O1—Cd1—O1i	177.13 (12)	C11—C10—H10	120.7
O1—Cd1—N2ii	89.86 (9)	N1—C11—C10	123.1 (4)
O1i—Cd1—N2ii	92.25 (10)	N1—C11—H11	118.5
O1—Cd1—N2iii	92.25 (10)	C10—C11—H11	118.5
O1i—Cd1—N2iii	89.86 (9)	N1—C12—C13	124.4 (4)
N2ii—Cd1—N2iii	85.36 (15)	N1—C12—H12	117.8
O1—Cd1—O5i	87.95 (10)	C13—C12—H12	117.8
O1i—Cd1—O5i	90.21 (10)	C9—C13—C12	118.2 (4)
N2ii—Cd1—O5i	87.17 (11)	C9—C13—H13	120.9
N2iii—Cd1—O5i	172.53 (10)	C12—C13—H13	120.9
O1—Cd1—O5	90.21 (10)	O4—C14—N4	123.5 (3)
O1i—Cd1—O5	87.95 (10)	O4—C14—C15	121.6 (3)
N2ii—Cd1—O5	172.53 (10)	N4—C14—C15	114.9 (3)
N2iii—Cd1—O5	87.17 (11)	C16—C15—C19	117.8 (3)
O5i—Cd1—O5	100.30 (15)	C16—C15—C14	119.2 (3)
O2—C1—O1	125.3 (3)	C19—C15—C14	123.0 (3)
O2—C1—C2	118.7 (3)	C15—C16—C17	119.1 (4)
O1—C1—C2	116.1 (3)	C15—C16—H16	120.5
C7—C2—C3	119.5 (3)	C17—C16—H16	120.5
C7—C2—C1	119.8 (3)	N2—C17—C16	123.5 (4)
C3—C2—C1	120.7 (3)	N2—C17—H17	118.2
C4—C3—C2	119.0 (3)	C16—C17—H17	118.2
C4—C3—H3A	120.5	N2—C18—C19	124.0 (3)
C2—C3—H3A	120.5	N2—C18—H18	118.0
C3—C4—C5	122.1 (3)	C19—C18—H18	118.0
C3—C4—N3	120.2 (3)	C15—C19—C18	118.9 (3)
C5—C4—N3	117.7 (3)	C15—C19—H19	120.5
C4—C5—C6	118.5 (3)	C18—C19—H19	120.5
C4—C5—H5	120.7	C12—N1—C11	117.0 (4)
C6—C5—H5	120.7	C18—N2—C17	116.7 (3)
C7—C6—C5	119.6 (3)	C18—N2—Cd1ii	119.1 (2)
C7—C6—N4	117.5 (3)	C17—N2—Cd1ii	124.0 (2)
C5—C6—N4	122.9 (3)	C8—N3—C4	122.4 (3)
C2—C7—C6	121.2 (3)	C8—N3—H3	118.8
C2—C7—H7	119.4	C4—N3—H3	118.8
C6—C7—H7	119.4	C14—N4—C6	128.2 (3)
O3—C8—N3	124.2 (3)	C14—N4—H4	115.9
O3—C8—C9	120.3 (3)	C6—N4—H4	115.9
N3—C8—C9	115.5 (3)	C1—O1—Cd1	125.4 (2)
C13—C9—C10	118.7 (3)	Cd1—O5—H5A	120 (3)
C13—C9—C8	121.5 (3)	Cd1—O5—H5B	109 (3)
C10—C9—C8	119.7 (4)	H5A—O5—H5B	105 (4)
C9—C10—C11	118.6 (4)	H6B—O6—H6A	104 (6)
C9—C10—H10	120.7	H7B—O7—H7A	104 (5)
O2—C1—C2—C7	175.0 (3)	O4—C14—C15—C19	−151.8 (4)
O1—C1—C2—C7	−5.5 (5)	N4—C14—C15—C19	26.8 (5)
O2—C1—C2—C3	−5.1 (5)	C19—C15—C16—C17	−0.9 (6)
O1—C1—C2—C3	174.5 (3)	C14—C15—C16—C17	−178.5 (4)
C7—C2—C3—C4	1.0 (5)	C15—C16—C17—N2	1.8 (7)
C1—C2—C3—C4	−179.0 (3)	C16—C15—C19—C18	0.3 (6)
C2—C3—C4—C5	−0.4 (5)	C14—C15—C19—C18	177.8 (4)
C2—C3—C4—N3	−179.4 (3)	N2—C18—C19—C15	−0.5 (6)
C3—C4—C5—C6	−0.7 (5)	C13—C12—N1—C11	−1.2 (7)
N3—C4—C5—C6	178.4 (3)	C10—C11—N1—C12	1.9 (7)
C4—C5—C6—C7	1.1 (5)	C19—C18—N2—C17	1.3 (6)
C4—C5—C6—N4	−176.4 (3)	C19—C18—N2—Cd1ii	−173.3 (3)
C3—C2—C7—C6	−0.6 (5)	C16—C17—N2—C18	−1.9 (6)
C1—C2—C7—C6	179.4 (3)	C16—C17—N2—Cd1ii	172.4 (3)
C5—C6—C7—C2	−0.5 (5)	O3—C8—N3—C4	−2.7 (6)
N4—C6—C7—C2	177.1 (3)	C9—C8—N3—C4	176.3 (3)
O3—C8—C9—C13	135.5 (4)	C3—C4—N3—C8	62.3 (5)
N3—C8—C9—C13	−43.5 (5)	C5—C4—N3—C8	−116.8 (4)
O3—C8—C9—C10	−40.0 (5)	O4—C14—N4—C6	1.7 (6)
N3—C8—C9—C10	141.0 (4)	C15—C14—N4—C6	−176.9 (3)
C13—C9—C10—C11	0.4 (6)	C7—C6—N4—C14	169.1 (3)
C8—C9—C10—C11	176.0 (4)	C5—C6—N4—C14	−13.4 (6)
C9—C10—C11—N1	−1.5 (7)	O2—C1—O1—Cd1	31.5 (5)
C10—C9—C13—C12	0.2 (6)	C2—C1—O1—Cd1	−148.0 (2)
C8—C9—C13—C12	−175.3 (4)	N2ii—Cd1—O1—C1	160.5 (3)
N1—C12—C13—C9	0.2 (7)	N2iii—Cd1—O1—C1	−114.2 (3)
O4—C14—C15—C16	25.7 (6)	O5i—Cd1—O1—C1	73.3 (3)
N4—C14—C15—C16	−155.7 (3)	O5—Cd1—O1—C1	−27.0 (3)

D—H···A	D—H	H···A	D···A	D—H···A
N3—H3···O6	0.86	2.10	2.885 (5)	151
N4—H4···O3iv	0.86	2.26	3.096 (4)	164
O5—H5B···O2	0.83 (3)	1.98 (3)	2.710 (4)	145 (4)
O5—H5A···N1v	0.83 (2)	2.00 (2)	2.825 (4)	172 (4)
O6—H6B···O5vi	0.84 (2)	2.40 (4)	3.163 (6)	151 (6)
O6—H6A···O7	0.82 (3)	1.92 (4)	2.681 (6)	148 (5)
O7—H7A···O2vii	0.85 (2)	1.96 (3)	2.767 (4)	162 (5)
O7—H7B···O4viii	0.84 (2)	1.99 (3)	2.791 (4)	159 (6)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N3—H3⋯O6	0.86	2.10	2.885 (5)	151
N4—H4⋯O3i	0.86	2.26	3.096 (4)	164
O5—H5B⋯O2	0.83 (3)	1.98 (3)	2.710 (4)	145 (4)
O5—H5A⋯N1ii	0.83 (2)	2.00 (2)	2.825 (4)	172 (4)
O6—H6B⋯O5iii	0.84 (2)	2.40 (4)	3.163 (6)	151 (6)
O6—H6A⋯O7	0.82 (3)	1.92 (4)	2.681 (6)	148 (5)
O7—H7A⋯O2iv	0.85 (2)	1.96 (3)	2.767 (4)	162 (5)
O7—H7B⋯O4v	0.84 (2)	1.99 (3)	2.791 (4)	159 (6)

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