Literature DB >> 21201001

catena-Poly[[aqua-(dipyrido[3,2-a:2',3'-c]phenazine-κN,N)iron(II)]-μ-pyrazine-2,3-dicarboxyl-ato-κN,O:O].

Zhan-Lin Xu¹, Xiu-Ying Li, Guang-Bo Che, Lu Lu, Chun-Hui Xu.

Abstract

In the title compound, [Fe(C(6)H(2)N(2)O(4))(C(18)H(10)N(4))(H(2)O)](n), the Fe(II) ion adopts a slightly distorted octahedral mer-FeN(3)O(3) geometry, arising from one N,N'-bidentate dipyrido[3,2-a:2',3'-c]phenazine ligand, one N,O-chelating pyrazine-2,3-dicarboxyl-ate dianion and one water mol-ecule. An O-bonded symmetry-related dianion completes the coordination of the metal. The bridging dianion results in a one-dimensional polymeric chain. Aromatic π-π stacking inter-actions between ligands [centroid-centroid separations = 3.528 (2) and 3.741 (2) Å] and O-H⋯O and O-H⋯N hydrogen bonds link the chains together, leading to a three-dimensional supra-molecular network.

Entities: Chemical Disease Species

Year: 2008 PMID： 21201001 PMCID： PMC2959433 DOI： 10.1107/S1600536808027153

Source DB: PubMed Journal: Acta Crystallogr Sect E Struct Rep Online ISSN： 1600-5368

Related literature

For related literature, see: Che et al. (2006 ▶); Stephenson & Hardie (2006 ▶); Wang et al. (2008 ▶); Xu et al. (2008 ▶).

Experimental

Crystal data

[Fe(C6H2N2O4)(C18H10N4)(H2O)] M = 522.26 Triclinic, a = 6.7868 (14) Å b = 7.4586 (15) Å c = 20.548 (4) Å α = 90.75 (3)° β = 95.89 (3)° γ = 98.54 (3)° V = 1022.8 (4) Å3 Z = 2 Mo Kα radiation μ = 0.79 mm−1 T = 292 (2) K 0.35 × 0.30 × 0.25 mm

Data collection

Rigaku R-AXIS RAPID diffractometer Absorption correction: multi-scan (ABSCOR; Higashi, 1995 ▶) T min = 0.756, T max = 0.821 10101 measured reflections 4633 independent reflections 2914 reflections with I > 2σ(I) R int = 0.056

Refinement

R[F 2 > 2σ(F 2)] = 0.056 wR(F 2) = 0.129 S = 1.04 4633 reflections 333 parameters H atoms treated by a mixture of independent and constrained refinement Δρmax = 0.47 e Å−3 Δρmin = −0.45 e Å−3 Data collection: PROCESS-AUTO (Rigaku, 1998 ▶); cell refinement: PROCESS-AUTO; data reduction: PROCESS-AUTO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL-Plus (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXL97. Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536808027153/hb2771sup1.cif Structure factors: contains datablocks I. DOI: 10.1107/S1600536808027153/hb2771Isup2.hkl Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Fe(C₆H₂N₂O₄)(C₁₈H₁₀N₄)(H₂O)]	Z = 2
M_r = 522.26	F(000) = 532
Triclinic, P1	D_x = 1.696 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 6.7868 (14) Å	Cell parameters from 2687 reflections
b = 7.4586 (15) Å	θ = 3.0–27.5°
c = 20.548 (4) Å	µ = 0.79 mm⁻¹
α = 90.75 (3)°	T = 292 K
β = 95.89 (3)°	Block, brown
γ = 98.54 (3)°	0.35 × 0.30 × 0.25 mm
V = 1022.8 (4) Å³

Rigaku R-AXIS RAPID diffractometer	4633 independent reflections
Radiation source: fine-focus sealed tube	2914 reflections with I > 2σ(I)
graphite	R_int = 0.056
Detector resolution: 10.0 pixels mm^-1	θ_max = 27.5°, θ_min = 3.0°
ω scans	h = −8→8
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	k = −9→8
T_min = 0.756, T_max = 0.821	l = −25→26
10101 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)] = 0.056	Hydrogen site location: difmap and geom
wR(F²) = 0.129	H atoms treated by a mixture of independent and constrained refinement
S = 1.04	w = 1/[σ²(F_o²) + (0.0428P)² + 1.0171P] where P = (F_o² + 2F_c²)/3
4633 reflections	(Δ/σ)_max = 0.004
333 parameters	Δρ_max = 0.47 e Å⁻³
0 restraints	Δρ_min = −0.45 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	U_iso*/U_eq
C1	−0.3579 (6)	0.3353 (5)	0.21577 (19)	0.0391 (10)
H1	−0.4134	0.2742	0.1769	0.047*
C2	−0.4714 (6)	0.3250 (5)	0.26882 (19)	0.0399 (10)
H2	−0.5990	0.2575	0.2657	0.048*
C3	−0.3893 (6)	0.4177 (5)	0.32583 (19)	0.0391 (9)
H3	−0.4625	0.4147	0.3618	0.047*
C4	−0.1974 (5)	0.5158 (5)	0.32993 (17)	0.0309 (8)
C5	−0.1015 (6)	0.6154 (5)	0.38923 (17)	0.0324 (8)
C6	−0.1076 (7)	0.7026 (5)	0.49600 (18)	0.0410 (10)
C7	−0.2116 (8)	0.7065 (6)	0.5526 (2)	0.0536 (12)
H7	−0.3433	0.6493	0.5517	0.064*
C8	−0.1156 (8)	0.7952 (6)	0.6082 (2)	0.0563 (13)
H8	−0.1829	0.7977	0.6454	0.068*
C9	0.0830 (8)	0.8825 (6)	0.6102 (2)	0.0545 (13)
H9	0.1454	0.9415	0.6487	0.065*
C10	0.1856 (7)	0.8821 (6)	0.55679 (19)	0.0478 (11)
H10	0.3172	0.9404	0.5588	0.057*
C11	0.0912 (7)	0.7924 (5)	0.49774 (18)	0.0391 (10)
C12	0.0969 (6)	0.7099 (5)	0.39062 (18)	0.0350 (9)
C13	0.2008 (6)	0.7143 (5)	0.33132 (17)	0.0324 (8)
C14	0.3877 (6)	0.8170 (5)	0.3279 (2)	0.0431 (10)
H14	0.4520	0.8862	0.3640	0.052*
C15	0.4771 (6)	0.8157 (5)	0.2708 (2)	0.0422 (10)
H15	0.5998	0.8873	0.2673	0.051*
C16	0.3807 (6)	0.7056 (5)	0.21845 (19)	0.0370 (9)
H16	0.4438	0.7016	0.1805	0.044*
C17	0.1100 (6)	0.6141 (5)	0.27547 (17)	0.0305 (8)
C18	−0.0933 (5)	0.5160 (5)	0.27466 (17)	0.0293 (8)
C19	−0.2089 (6)	0.2259 (5)	0.01794 (18)	0.0336 (9)
H19	−0.2207	0.3400	0.0016	0.040*
C20	−0.2698 (6)	0.0736 (5)	−0.02246 (18)	0.0365 (9)
H20	−0.3164	0.0881	−0.0660	0.044*
C21	−0.1979 (5)	−0.1099 (5)	0.06260 (18)	0.0303 (8)
C22	−0.1288 (5)	0.0440 (5)	0.10284 (17)	0.0285 (8)
C23	−0.0384 (6)	0.0397 (5)	0.17379 (18)	0.0346 (9)
C24	−0.2043 (5)	−0.2964 (5)	0.08552 (16)	0.0297 (8)
N1	−0.1746 (5)	0.4280 (4)	0.21800 (14)	0.0331 (7)
N2	0.2019 (5)	0.6055 (4)	0.22036 (14)	0.0314 (7)
N3	−0.2043 (5)	0.6123 (4)	0.44118 (15)	0.0411 (8)
N4	0.1938 (5)	0.7950 (4)	0.44469 (15)	0.0392 (8)
N5	−0.1343 (5)	0.2118 (4)	0.07921 (14)	0.0305 (7)
N6	−0.2634 (5)	−0.0942 (4)	−0.00061 (15)	0.0352 (8)
O1	0.0834 (4)	0.1821 (3)	0.19258 (13)	0.0424 (7)
O2	−0.0907 (5)	−0.0942 (4)	0.20571 (14)	0.0510 (8)
O1W	0.2777 (5)	0.4031 (4)	0.08593 (15)	0.0452 (8)
O3	−0.0399 (4)	−0.3617 (3)	0.09209 (12)	0.0375 (6)
O4	−0.3708 (5)	−0.3852 (4)	0.09181 (15)	0.0550 (9)
Fe	0.03575 (9)	0.42245 (7)	0.14403 (3)	0.03090 (17)
HW1B	0.402 (10)	0.456 (8)	0.081 (3)	0.10 (2)*
HW1A	0.279 (7)	0.315 (7)	0.063 (2)	0.056 (15)*

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
C1	0.039 (2)	0.038 (2)	0.036 (2)	−0.0039 (18)	−0.0006 (17)	−0.0008 (18)
C2	0.030 (2)	0.041 (2)	0.044 (2)	−0.0067 (18)	0.0026 (17)	0.0041 (19)
C3	0.041 (2)	0.044 (2)	0.033 (2)	0.0053 (19)	0.0061 (17)	0.0035 (18)
C4	0.029 (2)	0.0298 (19)	0.0337 (19)	0.0028 (16)	0.0041 (16)	0.0019 (16)
C5	0.040 (2)	0.0282 (19)	0.0289 (18)	0.0044 (16)	0.0051 (16)	0.0016 (16)
C6	0.056 (3)	0.037 (2)	0.031 (2)	0.011 (2)	0.0028 (18)	0.0013 (17)
C7	0.070 (3)	0.051 (3)	0.041 (2)	0.007 (2)	0.015 (2)	0.000 (2)
C8	0.090 (4)	0.051 (3)	0.032 (2)	0.021 (3)	0.015 (2)	−0.005 (2)
C9	0.085 (4)	0.045 (3)	0.033 (2)	0.015 (3)	−0.002 (2)	−0.006 (2)
C10	0.059 (3)	0.046 (3)	0.036 (2)	0.010 (2)	−0.005 (2)	−0.008 (2)
C11	0.053 (3)	0.033 (2)	0.031 (2)	0.0098 (19)	0.0004 (18)	−0.0010 (17)
C12	0.041 (2)	0.0308 (19)	0.0328 (19)	0.0059 (17)	0.0011 (17)	0.0008 (16)
C13	0.035 (2)	0.0278 (18)	0.0330 (19)	−0.0015 (16)	0.0030 (16)	−0.0010 (16)
C14	0.043 (3)	0.040 (2)	0.042 (2)	−0.0042 (19)	0.0025 (19)	−0.0093 (19)
C15	0.038 (2)	0.036 (2)	0.049 (2)	−0.0087 (18)	0.0076 (19)	−0.0047 (19)
C16	0.035 (2)	0.034 (2)	0.042 (2)	−0.0001 (17)	0.0087 (17)	0.0003 (18)
C17	0.030 (2)	0.0255 (18)	0.0344 (19)	−0.0007 (15)	0.0022 (15)	0.0026 (15)
C18	0.029 (2)	0.0276 (18)	0.0294 (18)	0.0002 (15)	0.0014 (15)	0.0032 (15)
C19	0.034 (2)	0.0312 (19)	0.036 (2)	0.0045 (16)	0.0067 (17)	0.0019 (16)
C20	0.036 (2)	0.042 (2)	0.0302 (19)	0.0026 (18)	0.0027 (16)	−0.0011 (17)
C21	0.0236 (19)	0.0274 (18)	0.040 (2)	0.0028 (15)	0.0058 (16)	−0.0001 (16)
C22	0.028 (2)	0.0237 (17)	0.0336 (19)	0.0007 (15)	0.0061 (15)	−0.0034 (15)
C23	0.039 (2)	0.030 (2)	0.0343 (19)	0.0043 (17)	0.0038 (17)	0.0022 (17)
C24	0.025 (2)	0.038 (2)	0.0240 (17)	−0.0043 (16)	0.0053 (15)	−0.0002 (15)
N1	0.0338 (18)	0.0331 (16)	0.0300 (15)	−0.0017 (14)	0.0028 (13)	−0.0009 (14)
N2	0.0305 (18)	0.0305 (16)	0.0324 (16)	0.0011 (13)	0.0048 (13)	0.0000 (13)
N3	0.050 (2)	0.0378 (19)	0.0347 (17)	0.0026 (16)	0.0059 (16)	0.0009 (15)
N4	0.046 (2)	0.0376 (18)	0.0330 (17)	0.0071 (16)	0.0007 (15)	−0.0060 (15)
N5	0.0311 (18)	0.0252 (15)	0.0344 (16)	0.0002 (13)	0.0062 (13)	−0.0005 (13)
N6	0.0367 (19)	0.0315 (17)	0.0354 (17)	−0.0023 (14)	0.0055 (14)	−0.0050 (14)
O1	0.0450 (17)	0.0328 (15)	0.0445 (16)	0.0000 (13)	−0.0099 (13)	0.0003 (13)
O2	0.068 (2)	0.0383 (16)	0.0451 (16)	0.0004 (15)	0.0098 (15)	0.0096 (14)
O1W	0.0364 (18)	0.0424 (17)	0.0549 (18)	−0.0070 (14)	0.0172 (14)	−0.0195 (15)
O3	0.0453 (18)	0.0302 (14)	0.0388 (14)	0.0069 (12)	0.0114 (13)	0.0064 (12)
O4	0.047 (2)	0.0442 (17)	0.068 (2)	−0.0158 (15)	0.0120 (16)	0.0024 (15)
Fe	0.0342 (3)	0.0253 (3)	0.0314 (3)	−0.0014 (2)	0.0042 (2)	−0.0020 (2)

C1—N1	1.326 (5)	C15—H15	0.9300
C1—C2	1.395 (5)	C16—N2	1.331 (5)
C1—H1	0.9300	C16—H16	0.9300
C2—C3	1.375 (5)	C17—N2	1.353 (4)
C2—H2	0.9300	C17—C18	1.461 (5)
C3—C4	1.390 (5)	C18—N1	1.353 (4)
C3—H3	0.9300	C19—N5	1.319 (5)
C4—C18	1.398 (5)	C19—C20	1.384 (5)
C4—C5	1.460 (5)	C19—H19	0.9300
C5—N3	1.332 (5)	C20—N6	1.340 (5)
C5—C12	1.421 (5)	C20—H20	0.9300
C6—N3	1.360 (5)	C21—N6	1.341 (5)
C6—C11	1.412 (6)	C21—C22	1.399 (5)
C6—C7	1.423 (6)	C21—C24	1.471 (5)
C7—C8	1.368 (6)	C22—N5	1.353 (4)
C7—H7	0.9300	C22—C23	1.525 (5)
C8—C9	1.403 (7)	C23—O2	1.230 (4)
C8—H8	0.9300	C23—O1	1.274 (4)
C9—C10	1.360 (6)	C24—O4	1.242 (4)
C9—H9	0.9300	C24—O3	1.278 (5)
C10—C11	1.422 (5)	Fe—N5	2.160 (3)
C10—H10	0.9300	Fe—N2	2.172 (3)
C11—N4	1.351 (5)	Fe—N1	2.193 (3)
C12—N4	1.333 (5)	Fe—O3ⁱ	2.042 (3)
C12—C13	1.468 (5)	Fe—O1	2.113 (3)
C13—C14	1.390 (5)	Fe—O1W	2.148 (3)
C13—C17	1.397 (5)	O1W—HW1B	0.89 (7)
C14—C15	1.375 (6)	O1W—HW1A	0.81 (5)
C14—H14	0.9300	O3—Feⁱⁱ	2.042 (3)
C15—C16	1.391 (5)

N1—C1—C2	123.2 (3)	N1—C18—C17	116.7 (3)
N1—C1—H1	118.4	C4—C18—C17	121.0 (3)
C2—C1—H1	118.4	N5—C19—C20	121.1 (4)
C3—C2—C1	118.0 (4)	N5—C19—H19	119.5
C3—C2—H2	121.0	C20—C19—H19	119.5
C1—C2—H2	121.0	N6—C20—C19	121.8 (4)
C2—C3—C4	120.2 (4)	N6—C20—H20	119.1
C2—C3—H3	119.9	C19—C20—H20	119.1
C4—C3—H3	119.9	N6—C21—C22	120.8 (3)
C3—C4—C18	117.8 (3)	N6—C21—C24	115.7 (3)
C3—C4—C5	122.8 (3)	C22—C21—C24	123.5 (3)
C18—C4—C5	119.4 (3)	N5—C22—C21	120.4 (3)
N3—C5—C12	122.0 (3)	N5—C22—C23	115.0 (3)
N3—C5—C4	118.1 (3)	C21—C22—C23	124.6 (3)
C12—C5—C4	120.0 (3)	O2—C23—O1	128.1 (4)
N3—C6—C11	121.7 (4)	O2—C23—C22	118.3 (3)
N3—C6—C7	118.6 (4)	O1—C23—C22	113.5 (3)
C11—C6—C7	119.7 (4)	O4—C24—O3	124.1 (4)
C8—C7—C6	119.2 (5)	O4—C24—C21	117.9 (4)
C8—C7—H7	120.4	O3—C24—C21	117.6 (3)
C6—C7—H7	120.4	C1—N1—C18	118.4 (3)
C7—C8—C9	121.0 (4)	C1—N1—Fe	126.7 (2)
C7—C8—H8	119.5	C18—N1—Fe	114.2 (2)
C9—C8—H8	119.5	C16—N2—C17	118.2 (3)
C10—C9—C8	121.0 (4)	C16—N2—Fe	127.2 (2)
C10—C9—H9	119.5	C17—N2—Fe	114.6 (2)
C8—C9—H9	119.5	C5—N3—C6	116.2 (4)
C9—C10—C11	119.8 (4)	C12—N4—C11	116.6 (4)
C9—C10—H10	120.1	C19—N5—C22	118.3 (3)
C11—C10—H10	120.1	C19—N5—Fe	128.0 (3)
N4—C11—C6	121.6 (3)	C22—N5—Fe	112.6 (2)
N4—C11—C10	119.3 (4)	C20—N6—C21	117.4 (3)
C6—C11—C10	119.1 (4)	C23—O1—Fe	116.1 (2)
N4—C12—C5	121.9 (3)	Fe—O1W—HW1B	141 (4)
N4—C12—C13	118.3 (3)	Fe—O1W—HW1A	122 (3)
C5—C12—C13	119.8 (3)	HW1B—O1W—HW1A	97 (5)
C14—C13—C17	117.8 (3)	C24—O3—Feⁱⁱ	130.2 (2)
C14—C13—C12	122.5 (3)	O3ⁱ—Fe—O1	173.46 (11)
C17—C13—C12	119.7 (3)	O3ⁱ—Fe—O1W	90.86 (12)
C15—C14—C13	119.7 (4)	O1—Fe—O1W	91.40 (13)
C15—C14—H14	120.1	O3ⁱ—Fe—N5	97.15 (12)
C13—C14—H14	120.1	O1—Fe—N5	76.90 (11)
C14—C15—C16	118.8 (4)	O1W—Fe—N5	85.84 (12)
C14—C15—H15	120.6	O3ⁱ—Fe—N2	90.36 (11)
C16—C15—H15	120.6	O1—Fe—N2	95.42 (11)
N2—C16—C15	122.8 (4)	O1W—Fe—N2	97.75 (12)
N2—C16—H16	118.6	N5—Fe—N2	171.65 (12)
C15—C16—H16	118.6	O3ⁱ—Fe—N1	97.51 (12)
N2—C17—C13	122.5 (3)	O1—Fe—N1	80.95 (12)
N2—C17—C18	117.4 (3)	O1W—Fe—N1	169.62 (13)
C13—C17—C18	120.0 (3)	N5—Fe—N1	99.12 (11)
N1—C18—C4	122.3 (3)	N2—Fe—N1	76.17 (11)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—HW1B···O4ⁱⁱⁱ	0.89 (7)	1.79 (7)	2.649 (4)	161 (5)
O1W—HW1A···N6^iv	0.81 (5)	2.05 (5)	2.861 (4)	176 (5)

Table 1

Selected bond lengths (Å)

Fe—N5	2.160 (3)
Fe—N2	2.172 (3)
Fe—N1	2.193 (3)
Fe—O3ⁱ	2.042 (3)
Fe—O1	2.113 (3)
Fe—O1W	2.148 (3)

Symmetry code: (i) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1W—HW1B⋯O4ⁱⁱ	0.89 (7)	1.79 (7)	2.649 (4)	161 (5)
O1W—HW1A⋯N6ⁱⁱⁱ	0.81 (5)	2.05 (5)	2.861 (4)	176 (5)

Symmetry codes: (ii) ; (iii) .

2 in total

1. A short history of SHELX.

Authors: George M Sheldrick
Journal: Acta Crystallogr A Date: 2007-12-21 Impact factor: 2.290

2. catena-Poly[[aqua-(dipyrido[3,2-a:2',3'-c]phenazine-κN,N)zinc(II)]-μ-pyrazine-2,3-dicarboxyl-ato-κN,O:O].

Authors: Xin Wang; Xiu-Ying Li; Qing-Wei Wang; Guang-Bo Che
Journal: Acta Crystallogr Sect E Struct Rep Online Date: 2008-07-26

2 in total