Poly[[(1,10-phenanthroline)(μ₃-pyridine-2,3-dicarboxyl­ato)manganese(II)] monohydrate]

The title complex, {[Mn(C₇H₃NO₄)(C₁₂H₈N₂)]·H₂O}_n, conventionally abbreviated to {[Mn(2,3-pddc)(phen)]·H₂O}_n (phen is 1,10-phenanthroline and 2,3-pddc is 2,3-pyridine­dicarboxyl­ate), has been synthesized under hydro­thermal conditions. In the complex, the Mn atom is coordinated by three O atoms of three symmetry-equivalent 2,3-pddc mol­ecules. The complex thus extends in two dimensions, resulting in the formation of a two-dimensional network structure. The complex is further assembled into a three-dimensional network by π–π stacking inter­actions involving the phen ligands.

Key indicators

• Single-crystal X-ray study
• T = 298 K
• Mean [sigma](C-C) = 0.008 Å
• R factor = 0.060
• wR factor = 0.196
• Data-to-parameter ratio = 16.0

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low .......       0.96
PLAT127_ALERT_1_C Implicit Hall Symbol  Inconsistent with Explicit    -P 2ybn
PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent .....          ?
PLAT220_ALERT_2_C Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       3.35 Ratio
PLAT222_ALERT_3_C Large Non-Solvent    H     Ueq(max)/Ueq(min) ...       3.31 Ratio
PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...          8
PLAT369_ALERT_2_C Long   C(sp2)-C(sp2) Bond  C1     -   C6     ...       1.53 Ang.

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   7 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   2 ALERT type 2 Indicator that the structure model may be wrong or deficient
   3 ALERT type 3 Indicator that the structure quality may be low
   0 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b); software used to prepare material for publication: SHELXTL.

[(1,10–phenanthroline–κ₂N,N')(2,3–pyridinedicarboxylate) manganese(II)].hydrate

Crystal data

[Mn(C12H8N2)(C7H3NO4)]·H2O	F(000) = 852
Mr = 418.26	Dx = 1.621 Mg m^−3
Monoclinic, P21/n	Melting point > 300 K
Hall symbol: -P 2ybn	Mo Kα radiation, λ = 0.71073 Å
a = 11.649 (4) Å	Cell parameters from 1897 reflections
b = 11.774 (4) Å	θ = 2.4–23.9°
c = 13.292 (4) Å	µ = 0.81 mm^−1
β = 109.939 (5)°	T = 298 K
V = 1713.6 (9) Å^3	Rod, yellow
Z = 4	0.38 × 0.35 × 0.29 mm

Data collection

Siemens SMART CCD area-detector diffractometer	4136 independent reflections
Radiation source: fine-focus sealed tube	2336 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.055
φ and ω scans	θmax = 28.4°, θmin = 2.0°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −15→13
Tmin = 0.748, Tmax = 0.799	k = −15→15
10888 measured reflections	l = −17→16

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.060	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.196	H atoms treated by a mixture of independent and constrained refinement
S = 1.00	w = 1/[σ^2(Fo^2) + (0.1091P)^2] where P = (Fo^2 + 2Fc^2)/3
4136 reflections	(Δ/σ)max = 0.001
259 parameters	Δρmax = 0.65 e Å^−3
403 restraints	Δρmin = −0.84 e Å^−3

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

	x	y	z	Uiso*/Ueq
Mn1	0.96099 (5)	0.91660 (5)	0.82927 (5)	0.0279 (2)
N1	0.7678 (3)	0.8427 (3)	0.7819 (3)	0.0298 (8)
N2	0.8964 (4)	1.0262 (3)	0.6736 (3)	0.0436 (9)
N3	1.1266 (3)	0.9953 (3)	0.8108 (3)	0.0392 (9)
O1	0.8457 (3)	0.6427 (3)	0.6186 (2)	0.0375 (7)
O2	0.9577 (2)	0.7699 (2)	0.7340 (2)	0.0358 (7)
O3	0.6049 (2)	0.5376 (2)	0.5869 (2)	0.0324 (7)
O4	0.5624 (3)	0.6788 (2)	0.4688 (2)	0.0375 (7)
O5	0.5104 (9)	0.9206 (6)	0.4219 (7)	0.203 (4)
C1	0.7470 (3)	0.7637 (3)	0.7064 (3)	0.0271 (8)
C2	0.6282 (4)	0.7268 (3)	0.6506 (3)	0.0293 (9)
C3	0.5338 (3)	0.7657 (3)	0.6736 (3)	0.0240 (8)
H3	0.4548	0.7402	0.6375	0.029*
C4	0.5569 (4)	0.8427 (4)	0.7507 (4)	0.0450 (11)
H4	0.4921	0.8715	0.7686	0.054*
C5	0.6730 (4)	0.8818 (4)	0.8054 (4)	0.0377 (10)
H5	0.6850	0.9359	0.8590	0.045*
C6	0.8595 (3)	0.7200 (3)	0.6836 (3)	0.0258 (8)
C7	0.5969 (3)	0.6389 (4)	0.5620 (3)	0.0286 (9)
C8	0.7824 (5)	1.0457 (5)	0.6077 (4)	0.0629 (15)
H8	0.7178	1.0152	0.6248	0.075*
C9	0.7565 (7)	1.1097 (6)	0.5148 (5)	0.0800 (19)
H9	0.6759	1.1217	0.4712	0.096*
C10	0.8485 (7)	1.1543 (5)	0.4882 (5)	0.0759 (17)
H10	0.8319	1.1959	0.4254	0.091*
C11	0.9679 (6)	1.1380 (5)	0.5546 (4)	0.0601 (14)
C12	1.0703 (7)	1.1886 (5)	0.5362 (5)	0.0798 (18)
H12	1.0573	1.2332	0.4755	0.096*
C13	1.1823 (7)	1.1742 (5)	0.6025 (5)	0.0777 (18)
H13	1.2468	1.2064	0.5863	0.093*
C14	1.2077 (6)	1.1096 (4)	0.6996 (5)	0.0570 (14)
C15	1.3247 (6)	1.0938 (5)	0.7744 (6)	0.0738 (17)
H15	1.3917	1.1261	0.7625	0.089*
C16	1.3413 (5)	1.0315 (5)	0.8644 (5)	0.0654 (15)
H16	1.4191	1.0211	0.9142	0.078*
C17	1.2392 (4)	0.9832 (4)	0.8807 (4)	0.0509 (13)
H17	1.2504	0.9412	0.9426	0.061*
C18	1.1102 (5)	1.0573 (4)	0.7210 (4)	0.0422 (11)
C19	0.9883 (5)	1.0721 (4)	0.6482 (4)	0.0423 (11)
H2	0.541 (5)	0.8578 (12)	0.462 (3)	0.080*
H1	0.566 (2)	0.970 (2)	0.460 (3)	0.080*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Mn1	0.0294 (4)	0.0266 (4)	0.0235 (3)	−0.0032 (3)	0.0036 (2)	−0.0009 (3)
N1	0.0317 (18)	0.0266 (18)	0.0301 (17)	−0.0039 (15)	0.0093 (14)	−0.0076 (15)
N2	0.056 (2)	0.039 (2)	0.0319 (19)	−0.0004 (19)	0.0090 (18)	0.0037 (17)
N3	0.043 (2)	0.036 (2)	0.038 (2)	−0.0099 (17)	0.0129 (17)	−0.0028 (17)
O1	0.0413 (17)	0.0344 (17)	0.0375 (17)	−0.0062 (14)	0.0143 (13)	−0.0156 (14)
O2	0.0226 (14)	0.0417 (18)	0.0374 (16)	−0.0026 (13)	0.0029 (12)	−0.0123 (14)
O3	0.0353 (16)	0.0235 (15)	0.0334 (16)	−0.0013 (12)	0.0051 (13)	0.0023 (13)
O4	0.0467 (17)	0.0308 (16)	0.0243 (15)	−0.0075 (14)	−0.0018 (13)	0.0007 (12)
O5	0.228 (10)	0.137 (7)	0.200 (10)	0.003 (6)	0.015 (7)	0.027 (6)
C1	0.028 (2)	0.0236 (19)	0.0267 (19)	−0.0011 (16)	0.0052 (16)	0.0015 (16)
C2	0.034 (2)	0.025 (2)	0.0278 (19)	−0.0019 (17)	0.0088 (17)	0.0000 (16)
C3	0.0093 (16)	0.029 (2)	0.0311 (19)	−0.0041 (15)	0.0038 (14)	−0.0097 (17)
C4	0.040 (2)	0.043 (3)	0.056 (3)	0.002 (2)	0.022 (2)	−0.008 (2)
C5	0.038 (2)	0.035 (2)	0.043 (2)	−0.0020 (19)	0.017 (2)	−0.015 (2)
C6	0.030 (2)	0.025 (2)	0.0213 (18)	0.0009 (16)	0.0074 (16)	0.0012 (16)
C7	0.0223 (19)	0.030 (2)	0.030 (2)	−0.0044 (17)	0.0039 (16)	−0.0020 (18)
C8	0.066 (3)	0.061 (3)	0.045 (3)	0.003 (3)	−0.002 (3)	0.015 (3)
C9	0.089 (4)	0.075 (4)	0.053 (3)	0.010 (3)	−0.005 (3)	0.022 (3)
C10	0.109 (4)	0.069 (4)	0.042 (3)	0.015 (4)	0.016 (3)	0.025 (3)
C11	0.099 (4)	0.047 (3)	0.045 (3)	0.004 (3)	0.038 (3)	0.011 (2)
C12	0.124 (5)	0.067 (4)	0.068 (4)	0.002 (4)	0.057 (4)	0.018 (3)
C13	0.105 (4)	0.064 (4)	0.091 (4)	−0.016 (4)	0.069 (4)	0.013 (3)
C14	0.072 (3)	0.044 (3)	0.072 (3)	−0.012 (3)	0.046 (3)	0.000 (3)
C15	0.068 (4)	0.068 (4)	0.100 (4)	−0.027 (3)	0.048 (3)	−0.014 (3)
C16	0.046 (3)	0.070 (4)	0.080 (4)	−0.017 (3)	0.021 (3)	−0.014 (3)
C17	0.046 (3)	0.055 (3)	0.052 (3)	−0.015 (2)	0.018 (2)	−0.009 (2)
C18	0.056 (3)	0.034 (2)	0.046 (3)	−0.007 (2)	0.029 (2)	−0.003 (2)
C19	0.070 (3)	0.032 (2)	0.030 (2)	−0.005 (2)	0.024 (2)	0.0025 (18)

Geometric parameters (Å, º)

Mn1—O3^i	2.108 (3)	C3—H3	0.9300
Mn1—O2	2.134 (3)	C4—C5	1.378 (6)
Mn1—O4^ii	2.145 (3)	C4—H4	0.9300
Mn1—N3	2.228 (4)	C5—H5	0.9300
Mn1—N1	2.292 (3)	C8—C9	1.389 (8)
Mn1—N2	2.335 (4)	C8—H8	0.9300
N1—C5	1.328 (5)	C9—C10	1.344 (9)
N1—C1	1.329 (5)	C9—H9	0.9300
N2—C8	1.338 (6)	C10—C11	1.384 (8)
N2—C19	1.341 (6)	C10—H10	0.9300
N3—C17	1.332 (6)	C11—C19	1.415 (6)
N3—C18	1.355 (6)	C11—C12	1.427 (8)
O1—C6	1.227 (4)	C12—C13	1.313 (8)
O2—C6	1.257 (4)	C12—H12	0.9300
O3—C7	1.233 (5)	C13—C14	1.439 (8)
O3—Mn1^iii	2.108 (3)	C13—H13	0.9300
O4—C7	1.256 (4)	C14—C15	1.399 (9)
O4—Mn1^iv	2.145 (3)	C14—C18	1.404 (7)
O5—H2	0.909 (18)	C15—C16	1.358 (9)
O5—H1	0.887 (18)	C15—H15	0.9300
C1—C2	1.398 (5)	C16—C17	1.401 (7)
C1—C6	1.531 (5)	C16—H16	0.9300
C2—C3	1.320 (5)	C17—H17	0.9300
C2—C7	1.516 (5)	C18—C19	1.431 (7)
C3—C4	1.325 (6)
O3^i—Mn1—O2	157.58 (11)	O1—C6—O2	126.8 (4)
O3^i—Mn1—O4^ii	95.12 (11)	O1—C6—C1	118.2 (3)
O2—Mn1—O4^ii	88.98 (11)	O2—C6—C1	115.0 (3)
O3^i—Mn1—N3	105.21 (13)	O3—C7—O4	126.6 (4)
O2—Mn1—N3	96.45 (12)	O3—C7—C2	118.5 (3)
O4^ii—Mn1—N3	94.07 (13)	O4—C7—C2	115.0 (4)
O3^i—Mn1—N1	84.32 (11)	N2—C8—C9	122.8 (6)
O2—Mn1—N1	73.30 (11)	N2—C8—H8	118.6
O4^ii—Mn1—N1	103.78 (12)	C9—C8—H8	118.6
N3—Mn1—N1	159.03 (13)	C10—C9—C8	119.6 (6)
O3^i—Mn1—N2	91.69 (13)	C10—C9—H9	120.2
O2—Mn1—N2	89.23 (12)	C8—C9—H9	120.2
O4^ii—Mn1—N2	166.30 (13)	C9—C10—C11	119.8 (5)
N3—Mn1—N2	72.64 (14)	C9—C10—H10	120.1
N1—Mn1—N2	88.69 (13)	C11—C10—H10	120.1
C5—N1—C1	117.9 (3)	C10—C11—C19	117.8 (5)
C5—N1—Mn1	128.4 (3)	C10—C11—C12	123.4 (6)
C1—N1—Mn1	112.5 (2)	C19—C11—C12	118.7 (6)
C8—N2—C19	117.7 (4)	C13—C12—C11	121.9 (6)
C8—N2—Mn1	128.5 (4)	C13—C12—H12	119.1
C19—N2—Mn1	113.7 (3)	C11—C12—H12	119.1
C17—N3—C18	118.8 (4)	C12—C13—C14	121.6 (6)
C17—N3—Mn1	124.2 (3)	C12—C13—H13	119.2
C18—N3—Mn1	117.0 (3)	C14—C13—H13	119.2
C6—O2—Mn1	121.5 (2)	C15—C14—C18	117.1 (5)
C7—O3—Mn1^iii	142.0 (3)	C15—C14—C13	124.1 (5)
C7—O4—Mn1^iv	123.6 (3)	C18—C14—C13	118.7 (6)
H2—O5—H1	97 (3)	C16—C15—C14	120.7 (5)
N1—C1—C2	120.7 (4)	C16—C15—H15	119.7
N1—C1—C6	115.9 (3)	C14—C15—H15	119.7
C2—C1—C6	123.3 (3)	C15—C16—C17	118.8 (6)
C3—C2—C1	121.4 (4)	C15—C16—H16	120.6
C3—C2—C7	114.7 (3)	C17—C16—H16	120.6
C1—C2—C7	123.8 (3)	N3—C17—C16	122.3 (5)
C2—C3—C4	116.8 (4)	N3—C17—H17	118.8
C2—C3—H3	121.6	C16—C17—H17	118.8
C4—C3—H3	121.6	N3—C18—C14	122.3 (5)
C3—C4—C5	122.7 (4)	N3—C18—C19	118.1 (4)
C3—C4—H4	118.6	C14—C18—C19	119.6 (5)
C5—C4—H4	118.6	N2—C19—C11	122.2 (5)
N1—C5—C4	120.3 (4)	N2—C19—C18	118.3 (4)
N1—C5—H5	119.8	C11—C19—C18	119.5 (5)
C4—C5—H5	119.8

Symmetry codes: (i) −x+3/2, y+1/2, −z+3/2; (ii) x+1/2, −y+3/2, z+1/2; (iii) −x+3/2, y−1/2, −z+3/2; (iv) x−1/2, −y+3/2, z−1/2.