catena-Poly[[[bis-(methyl-amine)zinc(II)]-μ-4,4'-oxydibenzoato] N,N-dimethyl-acetamide solvate].

In the title zinc(II) coordination polymer, {[Zn(C(14)H(8)O(5))(CH(5)N)(2)]·C(4)H(9)NO}(n), each Zn(II) cation is tetra-hedrally coordinated by two carboxyl-ato O atoms of two oba anions (H(2)oba is 4,4'-oxydibenzoic acid), and two N atoms from two methyl-amine mol-ecules. Each oba anion bridges two Zn(II) cations through the two carboxyl-ate groups in a monodentate fashion, forming one-dimensional polymeric chains. These chains are linked via N-H⋯O hydrogen bonds, forming a two-dimensional supra-molecular network.

Related literature

For related literature, see: Kondo et al. (2004 ▶); Luo et al. (2003 ▶); Sun et al. (2005 ▶); Yaghi et al. (1998 ▶).

Experimental

Crystal data

[Zn(C14H8O5)(CH5N)2]·C4H9NO

M = 470.82

Monoclinic,

a = 27.617 (6) Å

b = 8.9276 (18) Å

c = 21.212 (4) Å

β = 122.46 (3)°

V = 4413 (2) Å3

Z = 8

Mo Kα radiation

μ = 1.15 mm−1

T = 293 (2) K

0.35 × 0.34 × 0.15 mm

Data collection

Rigaku R-AXIS RAPID diffractometer

Absorption correction: multi-scan (Higashi, 1995 ▶) T min = 0.690, T max = 0.850

20180 measured reflections

4942 independent reflections

2843 reflections with I > 2σ(I)

R int = 0.056

Refinement

R[F 2 > 2σ(F 2)] = 0.053

wR(F 2) = 0.149

S = 1.04

4942 reflections

276 parameters

H-atom parameters constrained

Δρmax = 0.43 e Å−3

Δρmin = −0.47 e Å−3

Data collection: RAPID-AUTO (Rigaku, 1998 ▶); cell refinement: RAPID-AUTO; data reduction: RAPID-AUTO; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997 ▶); molecular graphics: SHELXTL (Bruker, 2000 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536807063155/fj2083sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536807063155/fj2083Isup2.hkl

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

[Zn(C14H8O5)(CH5N)2]·C4H9NO	F000 = 1968
Mr = 470.82	Dx = 1.417 Mg m−3
Monoclinic, C2/c	Mo Kα radiation λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 11100 reflections
a = 27.617 (6) Å	θ = 3.0–27.5º
b = 8.9276 (18) Å	µ = 1.15 mm−1
c = 21.212 (4) Å	T = 293 (2) K
β = 122.46 (3)º	Block, colorless
V = 4413 (2) Å3	0.35 × 0.34 × 0.15 mm
Z = 8

Rigaku RAXIS-RAPID diffractometer	4942 independent reflections
Radiation source: fine-focus sealed tube	2843 reflections with I > 2σ(I)
Monochromator: graphite	Rint = 0.056
Detector resolution: 10.0 pixels mm-1	θmax = 27.5º
T = 293(2) K	θmin = 3.0º
ω scan	h = −34→35
Absorption correction: multi-scan(Higashi, 1995)	k = −11→11
Tmin = 0.690, Tmax = 0.850	l = −27→27
20180 measured reflections

Refinement on F2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.053	H-atom parameters constrained
wR(F2) = 0.149	w = 1/[σ2(Fo2) + (0.065P)2 + 3.5742P] where P = (Fo2 + 2Fc2)/3
S = 1.04	(Δ/σ)max = 0.016
4942 reflections	Δρmax = 0.43 e Å−3
276 parameters	Δρmin = −0.47 e Å−3
Primary atom site location: structure-invariant direct methods	Extinction correction: none

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
Zn1	1.006041 (17)	0.74836 (5)	0.42522 (2)	0.05793 (17)
O1	0.92334 (11)	0.7166 (3)	0.37118 (16)	0.0679 (7)
O2	0.92687 (11)	0.9063 (3)	0.44038 (16)	0.0727 (8)
O3	0.66245 (11)	0.7259 (3)	0.26587 (18)	0.0794 (9)
O4	0.53662 (14)	0.9180 (4)	0.43119 (19)	0.0892 (10)
O5	0.53394 (11)	1.1281 (3)	0.37427 (16)	0.0699 (7)
O6	0.6660 (2)	0.4181 (4)	0.4624 (3)	0.1244 (15)
N1	1.04661 (18)	0.7142 (7)	0.5352 (2)	0.1189 (18)
H1A	1.0413	0.7967	0.5552	0.143*
H1B	1.0284	0.6387	0.5422	0.143*
N2	1.03183 (15)	0.9546 (4)	0.4121 (2)	0.0781 (11)
H2A	1.0374	1.0144	0.4497	0.094*
H2B	1.0657	0.9447	0.4159	0.094*
N3	0.7274 (2)	0.3980 (5)	0.4262 (3)	0.1002 (14)
C1	0.90007 (16)	0.8060 (4)	0.3942 (2)	0.0561 (9)
C2	0.83754 (14)	0.7855 (4)	0.3618 (2)	0.0489 (8)
C3	0.80568 (15)	0.6814 (4)	0.3053 (2)	0.0563 (9)
H3	0.8241	0.6228	0.2881	0.068*
C4	0.74798 (15)	0.6634 (4)	0.2745 (2)	0.0588 (9)
H4	0.7275	0.5935	0.2367	0.071*
C5	0.72034 (15)	0.7500 (4)	0.3001 (2)	0.0550 (9)
C6	0.75117 (15)	0.8530 (4)	0.3565 (2)	0.0581 (9)
H6	0.7328	0.9103	0.3741	0.070*
C7	0.80910 (15)	0.8709 (4)	0.3866 (2)	0.0538 (9)
H7	0.8294	0.9414	0.4241	0.065*
C8	0.63392 (16)	0.7940 (5)	0.2969 (2)	0.0612 (10)
C9	0.63948 (19)	0.7328 (4)	0.3591 (3)	0.0736 (12)
H9	0.6631	0.6501	0.3817	0.088*
C10	0.60983 (17)	0.7938 (4)	0.3885 (2)	0.0660 (11)
H10	0.6126	0.7505	0.4302	0.079*
C11	0.57618 (14)	0.9188 (4)	0.3560 (2)	0.0532 (9)
C12	0.57183 (15)	0.9781 (4)	0.2931 (2)	0.0578 (9)
H12	0.5493	1.0627	0.2710	0.069*
C13	0.60007 (15)	0.9151 (4)	0.2624 (2)	0.0615 (10)
H13	0.5961	0.9543	0.2192	0.074*
C14	0.54638 (16)	0.9909 (5)	0.3901 (2)	0.0618 (10)
C15	1.1043 (2)	0.6820 (8)	0.5769 (3)	0.1136 (18)
H15A	1.1097	0.5759	0.5765	0.170*
H15B	1.1203	0.7151	0.6274	0.170*
H15C	1.1231	0.7325	0.5559	0.170*
C16	0.9915 (2)	1.0269 (6)	0.3416 (3)	0.1081 (17)
H16A	0.9865	0.9662	0.3012	0.162*
H16B	1.0061	1.1234	0.3399	0.162*
H16C	0.9553	1.0388	0.3372	0.162*
C17	0.7729 (4)	0.4772 (9)	0.4917 (4)	0.176 (3)
H17A	0.7756	0.5780	0.4781	0.264*
H17B	0.8088	0.4268	0.5102	0.264*
H17C	0.7642	0.4790	0.5298	0.264*
C18	0.7438 (3)	0.3428 (8)	0.3747 (4)	0.135 (2)
H18A	0.7627	0.2477	0.3920	0.202*
H18B	0.7694	0.4132	0.3731	0.202*
H18C	0.7101	0.3315	0.3256	0.202*
C19	0.6771 (3)	0.3747 (5)	0.4157 (4)	0.0996 (17)
C20	0.6342 (3)	0.3043 (9)	0.3452 (5)	0.155 (3)
H20A	0.6380	0.1973	0.3502	0.233*
H20B	0.6398	0.3363	0.3064	0.233*
H20C	0.5965	0.3329	0.3326	0.233*

	U11	U22	U33	U12	U13	U23
Zn1	0.0438 (3)	0.0778 (3)	0.0601 (3)	0.00039 (19)	0.0331 (2)	−0.0105 (2)
O1	0.0482 (14)	0.0878 (19)	0.0793 (19)	−0.0015 (12)	0.0420 (14)	−0.0218 (14)
O2	0.0553 (16)	0.092 (2)	0.077 (2)	−0.0088 (14)	0.0396 (15)	−0.0233 (16)
O3	0.0444 (15)	0.107 (2)	0.092 (2)	−0.0008 (13)	0.0398 (15)	−0.0396 (17)
O4	0.094 (2)	0.116 (2)	0.095 (2)	−0.0078 (19)	0.076 (2)	−0.0023 (19)
O5	0.0635 (17)	0.086 (2)	0.078 (2)	0.0096 (14)	0.0498 (15)	−0.0068 (15)
O6	0.172 (4)	0.111 (3)	0.147 (4)	0.017 (3)	0.123 (4)	0.000 (3)
N1	0.062 (3)	0.237 (6)	0.069 (3)	0.002 (3)	0.043 (2)	0.012 (3)
N2	0.069 (2)	0.094 (3)	0.084 (3)	−0.0183 (19)	0.049 (2)	−0.030 (2)
N3	0.104 (4)	0.096 (3)	0.117 (4)	0.025 (3)	0.070 (3)	0.018 (3)
C1	0.048 (2)	0.069 (2)	0.060 (2)	0.0024 (18)	0.0350 (19)	−0.0031 (19)
C2	0.0444 (19)	0.061 (2)	0.049 (2)	0.0049 (14)	0.0307 (17)	0.0014 (15)
C3	0.047 (2)	0.069 (2)	0.060 (2)	0.0050 (17)	0.0333 (19)	−0.0123 (19)
C4	0.047 (2)	0.076 (2)	0.058 (2)	0.0005 (17)	0.0308 (18)	−0.0182 (19)
C5	0.0406 (18)	0.066 (2)	0.064 (2)	0.0024 (16)	0.0320 (17)	−0.0103 (19)
C6	0.052 (2)	0.063 (2)	0.074 (3)	0.0047 (17)	0.044 (2)	−0.0121 (19)
C7	0.049 (2)	0.060 (2)	0.059 (2)	0.0008 (15)	0.0335 (18)	−0.0095 (17)
C8	0.042 (2)	0.078 (2)	0.071 (3)	−0.0061 (17)	0.0349 (19)	−0.020 (2)
C9	0.063 (3)	0.064 (2)	0.099 (4)	0.0134 (19)	0.046 (3)	0.000 (2)
C10	0.060 (2)	0.071 (2)	0.076 (3)	−0.0045 (19)	0.042 (2)	0.005 (2)
C11	0.0364 (18)	0.067 (2)	0.063 (2)	−0.0029 (15)	0.0306 (17)	−0.0053 (18)
C12	0.0427 (19)	0.070 (2)	0.064 (2)	0.0070 (16)	0.0313 (18)	0.0011 (19)
C13	0.045 (2)	0.085 (3)	0.064 (2)	0.0033 (18)	0.0356 (19)	−0.005 (2)
C14	0.044 (2)	0.088 (3)	0.064 (3)	−0.0047 (19)	0.0354 (19)	−0.009 (2)
C15	0.080 (4)	0.155 (5)	0.082 (4)	0.006 (4)	0.028 (3)	0.022 (4)
C16	0.105 (4)	0.109 (4)	0.104 (4)	−0.023 (3)	0.052 (4)	0.005 (3)
C17	0.157 (7)	0.146 (6)	0.115 (6)	−0.024 (6)	0.000 (5)	−0.023 (5)
C18	0.159 (6)	0.149 (6)	0.153 (6)	0.025 (5)	0.121 (6)	0.012 (5)
C19	0.126 (5)	0.068 (3)	0.117 (5)	0.005 (3)	0.073 (4)	0.005 (3)
C20	0.125 (6)	0.154 (6)	0.180 (8)	−0.054 (5)	0.077 (6)	−0.062 (6)

Zn1—O1	1.949 (3)	C6—H6	0.9300
Zn1—O5i	1.952 (3)	C7—H7	0.9300
Zn1—N1	1.996 (4)	C8—C9	1.358 (6)
Zn1—N2	2.047 (4)	C8—C13	1.358 (5)
O1—C1	1.275 (4)	C9—C10	1.380 (6)
O2—C1	1.238 (4)	C9—H9	0.9300
O3—C5	1.372 (4)	C10—C11	1.377 (5)
O3—C8	1.407 (4)	C10—H10	0.9300
O4—C14	1.228 (5)	C11—C12	1.379 (5)
O5—C14	1.267 (5)	C11—C14	1.501 (5)
O5—Zn1ii	1.952 (3)	C12—C13	1.378 (5)
O6—C19	1.246 (6)	C12—H12	0.9300
N1—C15	1.374 (7)	C13—H13	0.9300
N1—H1A	0.9000	C15—H15A	0.9600
N1—H1B	0.9000	C15—H15B	0.9600
N2—C16	1.450 (6)	C15—H15C	0.9600
N2—H2A	0.9000	C16—H16A	0.9600
N2—H2B	0.9000	C16—H16B	0.9600
N3—C19	1.302 (7)	C16—H16C	0.9600
N3—C17	1.462 (8)	C17—H17A	0.9600
N3—C18	1.472 (7)	C17—H17B	0.9600
C1—C2	1.488 (5)	C17—H17C	0.9600
C2—C7	1.386 (4)	C18—H18A	0.9600
C2—C3	1.393 (5)	C18—H18B	0.9600
C3—C4	1.369 (5)	C18—H18C	0.9600
C3—H3	0.9300	C19—C20	1.460 (9)
C4—C5	1.386 (5)	C20—H20A	0.9600
C4—H4	0.9300	C20—H20B	0.9600
C5—C6	1.380 (5)	C20—H20C	0.9600
C6—C7	1.377 (5)
O1—Zn1—O5i	106.28 (11)	C10—C9—H9	120.2
O1—Zn1—N1	114.24 (15)	C11—C10—C9	119.9 (4)
O5i—Zn1—N1	114.99 (17)	C11—C10—H10	120.1
O1—Zn1—N2	115.75 (14)	C9—C10—H10	120.1
O5i—Zn1—N2	98.65 (12)	C10—C11—C12	118.7 (3)
N1—Zn1—N2	106.15 (19)	C10—C11—C14	120.2 (4)
C1—O1—Zn1	110.9 (2)	C12—C11—C14	121.0 (3)
C5—O3—C8	118.1 (3)	C13—C12—C11	121.6 (4)
C14—O5—Zn1ii	121.1 (3)	C13—C12—H12	119.2
C15—N1—Zn1	120.9 (3)	C11—C12—H12	119.2
C15—N1—H1A	107.1	C8—C13—C12	118.0 (4)
Zn1—N1—H1A	107.1	C8—C13—H13	121.0
C15—N1—H1B	107.1	C12—C13—H13	121.0
Zn1—N1—H1B	107.1	O4—C14—O5	124.7 (4)
H1A—N1—H1B	106.8	O4—C14—C11	120.0 (4)
C16—N2—Zn1	114.2 (3)	O5—C14—C11	115.3 (4)
C16—N2—H2A	108.7	N1—C15—H15A	109.5
Zn1—N2—H2A	108.7	N1—C15—H15B	109.5
C16—N2—H2B	108.7	H15A—C15—H15B	109.5
Zn1—N2—H2B	108.7	N1—C15—H15C	109.5
H2A—N2—H2B	107.6	H15A—C15—H15C	109.5
C19—N3—C17	122.3 (6)	H15B—C15—H15C	109.5
C19—N3—C18	123.1 (6)	N2—C16—H16A	109.5
C17—N3—C18	114.7 (6)	N2—C16—H16B	109.5
O2—C1—O1	123.1 (3)	H16A—C16—H16B	109.5
O2—C1—C2	120.5 (3)	N2—C16—H16C	109.5
O1—C1—C2	116.4 (3)	H16A—C16—H16C	109.5
C7—C2—C3	117.9 (3)	H16B—C16—H16C	109.5
C7—C2—C1	120.7 (3)	N3—C17—H17A	109.5
C3—C2—C1	121.3 (3)	N3—C17—H17B	109.5
C4—C3—C2	121.7 (3)	H17A—C17—H17B	109.5
C4—C3—H3	119.2	N3—C17—H17C	109.5
C2—C3—H3	119.2	H17A—C17—H17C	109.5
C3—C4—C5	119.5 (3)	H17B—C17—H17C	109.5
C3—C4—H4	120.3	N3—C18—H18A	109.5
C5—C4—H4	120.3	N3—C18—H18B	109.5
O3—C5—C6	124.4 (3)	H18A—C18—H18B	109.5
O3—C5—C4	115.8 (3)	N3—C18—H18C	109.5
C6—C5—C4	119.8 (3)	H18A—C18—H18C	109.5
C7—C6—C5	120.2 (3)	H18B—C18—H18C	109.5
C7—C6—H6	119.9	O6—C19—N3	120.7 (6)
C5—C6—H6	119.9	O6—C19—C20	122.5 (7)
C6—C7—C2	120.9 (3)	N3—C19—C20	116.7 (6)
C6—C7—H7	119.5	C19—C20—H20A	109.5
C2—C7—H7	119.5	C19—C20—H20B	109.5
C9—C8—C13	122.1 (4)	H20A—C20—H20B	109.5
C9—C8—O3	118.7 (4)	C19—C20—H20C	109.5
C13—C8—O3	119.2 (4)	H20A—C20—H20C	109.5
C8—C9—C10	119.7 (4)	H20B—C20—H20C	109.5
C8—C9—H9	120.2

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1B···O4iii	0.90	2.21	2.991 (5)	145
N2—H2A···O2iv	0.90	2.11	2.966 (4)	159
N2—H2B···O6v	0.90	2.40	3.276 (6)	164

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1B⋯O4i	0.90	2.21	2.991 (5)	145
N2—H2A⋯O2ii	0.90	2.11	2.966 (4)	159
N2—H2B⋯O6iii	0.90	2.40	3.276 (6)	164

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