cis-Diaqua­(1,10-phenanthroline-κ²N,N′)(pyridine-2,5-dicarboxyl­ato-κ²N,O)manganese(II) monohydrate

In the title compound, [Mn(C₇H₃NO₄)(C₁₂H₈N₂)(H₂O)₂]·H₂O, the Mn^II atom is surrounded by one 1,10-phenanthroline (phen) ligand, one pyridine-2,5-dicarboxyl­ate (pydc) dianion and two water mol­ecules in a distorted octa­hedral MnN₃O₃ coordination. Hydrogen bonding between neighbouring mol­ecules leads to a two-dimensional network.

Key indicators

• Single-crystal X-ray study
• T = 295 K
• Mean [sigma](C-C) = 0.003 Å
• R factor = 0.031
• wR factor = 0.093
• Data-to-parameter ratio = 15.4

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT029_ALERT_3_B _diffrn_measured_fraction_theta_full Low .......       0.96

Alert level C
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X)  Mn     -   O6      ..       5.43 su
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X)  Mn     -   N1      ..       6.20 su

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

   0 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
   1 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: PROCESS-AUTO (Rigaku, 1998); cell refinement: PROCESS-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2002); program(s) used to solve structure: SIR92 (Altomare et al., 1993); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).

cis-Diaqua(1,10-phenanthroline-κ²N,N')(pyridine-2,5-dicarboxylato- κ²N,O)manganese(II) monohydrate

Crystal data

[Mn(C7H3NO4)(C12H8N2)(H2O)2]·H2O	Z = 2
Mr = 454.30	F(000) = 466.00
Triclinic, P1	Dx = 1.590 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71069 Å
a = 7.4549 (3) Å	Cell parameters from 3497 reflections
b = 10.2413 (4) Å	θ = 2.6–27.4°
c = 12.4397 (9) Å	µ = 0.75 mm^−1
α = 90.141 (4)°	T = 295 K
β = 92.127 (3)°	Needle, yellow
γ = 90.463 (1)°	0.28 × 0.13 × 0.10 mm
V = 949.06 (9) Å^3

Data collection

Rigaku R-AXIS RAPID diffractometer	4176 independent reflections
Radiation source: fine-focus sealed tube	3652 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.025
Detector resolution: 10.00 pixels mm^-1	θmax = 27.5°, θmin = 1.6°
ω scans	h = −9→8
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	k = −13→13
Tmin = 0.786, Tmax = 0.928	l = −16→16
8776 measured reflections

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)] = 0.031	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.093	H-atom parameters constrained
S = 1.06	w = 1/[σ^2(Fo^2) + (0.0506P)^2 + 0.3299P] where P = (Fo^2 + 2Fc^2)/3
4176 reflections	(Δ/σ)max < 0.001
271 parameters	Δρmax = 0.26 e Å^−3
0 restraints	Δρmin = −0.31 e Å^−3

Special details

Experimental. Higashi, T. (1995). Program for Absorption Correction. Rigaku Corporation, Tokyo, Japan.

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.

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

	x	y	z	Uiso*/Ueq
O7	0.3180 (2)	0.08946 (15)	−0.01101 (14)	0.0536 (4)
H71	0.3935	0.1345	−0.0426	0.064*
H72	0.3438	0.0026	−0.0193	0.064*
Mn	0.13127 (3)	0.23176 (3)	0.25195 (2)	0.02944 (10)
O6	0.03617 (17)	0.11404 (14)	0.11653 (11)	0.0393 (3)
H61	−0.0602	0.1390	0.0797	0.047*
H62	0.1115	0.1057	0.0698	0.047*
O2	−0.36844 (17)	0.40296 (13)	0.21221 (13)	0.0413 (3)
O4	0.26533 (18)	0.82264 (14)	−0.00285 (13)	0.0474 (4)
O3	0.46723 (18)	0.73606 (14)	0.11067 (12)	0.0433 (3)
O5	0.39583 (17)	0.21109 (14)	0.19289 (12)	0.0419 (3)
H52	0.4075	0.1756	0.1324	0.050*
H51	0.4769	0.2738	0.1994	0.050*
O1	−0.14202 (17)	0.28026 (13)	0.27190 (11)	0.0390 (3)
N3	0.09971 (19)	0.44241 (14)	0.18688 (12)	0.0290 (3)
C19	0.3140 (2)	0.74253 (17)	0.06739 (14)	0.0306 (4)
N2	0.2288 (2)	0.29153 (15)	0.42025 (13)	0.0358 (3)
C13	−0.2065 (2)	0.37730 (17)	0.22330 (14)	0.0300 (3)
C17	0.1733 (2)	0.64665 (16)	0.10482 (13)	0.0284 (3)
C14	−0.0746 (2)	0.47353 (16)	0.17751 (13)	0.0279 (3)
C6	0.2655 (2)	0.19198 (17)	0.48887 (14)	0.0304 (4)
N1	0.1566 (2)	0.04566 (14)	0.35031 (12)	0.0314 (3)
C5	0.2267 (2)	0.06097 (17)	0.45150 (14)	0.0291 (3)
C18	0.2210 (2)	0.52794 (17)	0.15082 (14)	0.0300 (4)
H18	0.3420	0.5067	0.1569	0.036*
C4	0.2597 (2)	−0.04443 (19)	0.52158 (15)	0.0349 (4)
C15	−0.1333 (2)	0.58854 (18)	0.13142 (15)	0.0348 (4)
H15	−0.2551	0.6072	0.1251	0.042*
C16	−0.0067 (2)	0.67547 (18)	0.09491 (16)	0.0353 (4)
H16	−0.0432	0.7537	0.0635	0.042*
C1	0.1183 (3)	−0.07400 (18)	0.31583 (16)	0.0387 (4)
H1	0.0713	−0.0851	0.2461	0.046*
C11	0.3343 (3)	−0.0205 (2)	0.62768 (16)	0.0440 (5)
H11	0.3579	−0.0906	0.6733	0.053*
C12	0.3708 (3)	0.1018 (2)	0.66225 (16)	0.0436 (5)
H12	0.4201	0.1150	0.7312	0.052*
C3	0.2148 (3)	−0.16990 (19)	0.48204 (18)	0.0432 (5)
H3	0.2326	−0.2426	0.5257	0.052*
C7	0.3349 (2)	0.2116 (2)	0.59446 (15)	0.0364 (4)
C8	0.3639 (3)	0.3413 (2)	0.62875 (17)	0.0459 (5)
H8	0.4109	0.3588	0.6976	0.055*
C10	0.2561 (3)	0.4118 (2)	0.45656 (18)	0.0494 (5)
H10	0.2296	0.4810	0.4105	0.059*
C9	0.3226 (4)	0.4404 (2)	0.56043 (19)	0.0538 (6)
H9	0.3385	0.5267	0.5825	0.065*
C2	0.1457 (3)	−0.18464 (19)	0.38013 (18)	0.0459 (5)
H2	0.1168	−0.2673	0.3533	0.055*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O7	0.0428 (8)	0.0386 (8)	0.0810 (12)	−0.0032 (7)	0.0239 (8)	0.0048 (7)
Mn	0.02824 (15)	0.02755 (15)	0.03220 (15)	−0.00167 (10)	−0.00373 (10)	0.00879 (10)
O6	0.0310 (6)	0.0524 (8)	0.0340 (7)	−0.0014 (6)	−0.0064 (5)	0.0041 (6)
O2	0.0241 (6)	0.0356 (7)	0.0641 (9)	−0.0020 (5)	0.0018 (6)	0.0060 (6)
O4	0.0359 (7)	0.0447 (8)	0.0605 (9)	−0.0102 (6)	−0.0130 (6)	0.0295 (7)
O3	0.0302 (7)	0.0447 (8)	0.0542 (9)	−0.0084 (6)	−0.0105 (6)	0.0200 (6)
O5	0.0306 (7)	0.0433 (8)	0.0518 (8)	−0.0068 (6)	0.0019 (6)	−0.0008 (6)
O1	0.0313 (6)	0.0370 (7)	0.0488 (8)	−0.0024 (6)	0.0045 (6)	0.0179 (6)
N3	0.0248 (7)	0.0276 (7)	0.0346 (7)	−0.0005 (6)	−0.0015 (5)	0.0084 (6)
C19	0.0282 (8)	0.0278 (8)	0.0354 (9)	−0.0034 (7)	−0.0022 (7)	0.0071 (7)
N2	0.0428 (9)	0.0299 (8)	0.0342 (8)	−0.0011 (7)	−0.0031 (6)	0.0055 (6)
C13	0.0275 (8)	0.0292 (8)	0.0332 (9)	−0.0031 (7)	0.0020 (6)	0.0019 (7)
C17	0.0278 (8)	0.0277 (8)	0.0294 (8)	−0.0013 (7)	−0.0018 (6)	0.0064 (6)
C14	0.0251 (8)	0.0287 (8)	0.0297 (8)	−0.0018 (7)	−0.0011 (6)	0.0053 (6)
C6	0.0265 (8)	0.0349 (9)	0.0297 (8)	0.0006 (7)	0.0007 (6)	0.0048 (7)
N1	0.0334 (8)	0.0289 (7)	0.0316 (7)	−0.0009 (6)	−0.0011 (6)	0.0050 (6)
C5	0.0255 (8)	0.0316 (8)	0.0304 (8)	0.0002 (7)	0.0009 (6)	0.0086 (6)
C18	0.0228 (8)	0.0302 (8)	0.0367 (9)	−0.0018 (7)	−0.0022 (6)	0.0084 (7)
C4	0.0321 (9)	0.0369 (9)	0.0359 (9)	0.0024 (8)	0.0038 (7)	0.0137 (7)
C15	0.0240 (8)	0.0362 (9)	0.0443 (10)	0.0021 (7)	0.0006 (7)	0.0127 (8)
C16	0.0309 (9)	0.0315 (9)	0.0437 (10)	0.0033 (7)	−0.0002 (7)	0.0161 (7)
C1	0.0462 (11)	0.0315 (9)	0.0380 (10)	−0.0033 (8)	−0.0019 (8)	0.0035 (7)
C11	0.0419 (11)	0.0531 (12)	0.0368 (10)	0.0020 (9)	−0.0031 (8)	0.0207 (9)
C12	0.0394 (10)	0.0610 (13)	0.0300 (9)	−0.0034 (10)	−0.0046 (8)	0.0114 (8)
C3	0.0495 (11)	0.0319 (9)	0.0487 (11)	0.0036 (9)	0.0058 (9)	0.0159 (8)
C7	0.0309 (9)	0.0473 (11)	0.0307 (9)	−0.0037 (8)	0.0004 (7)	0.0029 (7)
C8	0.0492 (12)	0.0531 (12)	0.0351 (10)	−0.0076 (10)	−0.0005 (8)	−0.0070 (9)
C10	0.0710 (15)	0.0315 (10)	0.0451 (12)	−0.0008 (10)	−0.0056 (10)	0.0031 (8)
C9	0.0729 (16)	0.0400 (11)	0.0479 (12)	−0.0071 (11)	−0.0020 (11)	−0.0080 (9)
C2	0.0580 (13)	0.0273 (9)	0.0526 (12)	−0.0026 (9)	0.0050 (10)	0.0048 (8)

Geometric parameters (Å, º)

O7—H71	0.8349	C6—C5	1.442 (2)
O7—H72	0.9175	N1—C1	1.323 (2)
Mn—O1	2.1242 (13)	N1—C5	1.353 (2)
Mn—O5	2.1420 (14)	C5—C4	1.407 (2)
Mn—O6	2.1636 (13)	C18—H18	0.9300
Mn—N2	2.2716 (16)	C4—C3	1.408 (3)
Mn—N1	2.2727 (15)	C4—C11	1.433 (3)
Mn—N3	2.3167 (14)	C15—C16	1.382 (2)
O6—H61	0.8776	C15—H15	0.9300
O6—H62	0.8275	C16—H16	0.9300
O2—C13	1.240 (2)	C1—C2	1.401 (3)
O4—C19	1.246 (2)	C1—H1	0.9300
O3—C19	1.247 (2)	C11—C12	1.345 (3)
O5—H52	0.8424	C11—H11	0.9300
O5—H51	0.8797	C12—C7	1.429 (3)
O1—C13	1.254 (2)	C12—H12	0.9300
N3—C14	1.342 (2)	C3—C2	1.358 (3)
N3—C18	1.344 (2)	C3—H3	0.9300
C19—C17	1.518 (2)	C7—C8	1.407 (3)
N2—C10	1.323 (3)	C8—C9	1.356 (3)
N2—C6	1.354 (2)	C8—H8	0.9300
C13—C14	1.514 (2)	C10—C9	1.396 (3)
C17—C16	1.377 (2)	C10—H10	0.9300
C17—C18	1.388 (2)	C9—H9	0.9300
C14—C15	1.378 (2)	C2—H2	0.9300
C6—C7	1.407 (2)
H71—O7—H72	109.4	C1—N1—Mn	126.12 (13)
O1—Mn—O5	164.75 (5)	C5—N1—Mn	115.43 (11)
O1—Mn—O6	86.35 (5)	N1—C5—C4	122.96 (17)
O5—Mn—O6	87.36 (5)	N1—C5—C6	117.92 (15)
O1—Mn—N2	95.97 (6)	C4—C5—C6	119.11 (16)
O5—Mn—N2	94.40 (6)	N3—C18—C17	122.74 (15)
O6—Mn—N2	161.48 (5)	N3—C18—H18	118.6
O1—Mn—N1	101.58 (5)	C17—C18—H18	118.6
O5—Mn—N1	92.12 (6)	C5—C4—C3	116.78 (17)
O6—Mn—N1	88.45 (5)	C5—C4—C11	119.76 (18)
N2—Mn—N1	73.08 (5)	C3—C4—C11	123.47 (18)
O1—Mn—N3	74.36 (5)	C14—C15—C16	118.41 (16)
O5—Mn—N3	93.52 (5)	C14—C15—H15	120.8
O6—Mn—N3	102.56 (5)	C16—C15—H15	120.8
N2—Mn—N3	95.74 (5)	C17—C16—C15	120.20 (16)
N1—Mn—N3	167.85 (5)	C17—C16—H16	119.9
Mn—O6—H61	118.6	C15—C16—H16	119.9
Mn—O6—H62	113.2	N1—C1—C2	122.65 (18)
H61—O6—H62	103.3	N1—C1—H1	118.7
Mn—O5—H52	118.6	C2—C1—H1	118.7
Mn—O5—H51	122.0	C12—C11—C4	121.00 (18)
H52—O5—H51	107.5	C12—C11—H11	119.5
C13—O1—Mn	119.21 (11)	C4—C11—H11	119.5
C14—N3—C18	118.28 (14)	C11—C12—C7	120.91 (18)
C14—N3—Mn	110.18 (10)	C11—C12—H12	119.5
C18—N3—Mn	131.26 (11)	C7—C12—H12	119.5
O4—C19—O3	125.58 (16)	C2—C3—C4	119.95 (18)
O4—C19—C17	116.99 (15)	C2—C3—H3	120.0
O3—C19—C17	117.43 (15)	C4—C3—H3	120.0
C10—N2—C6	117.55 (17)	C8—C7—C6	117.37 (18)
C10—N2—Mn	126.90 (14)	C8—C7—C12	122.84 (18)
C6—N2—Mn	115.54 (12)	C6—C7—C12	119.79 (18)
O2—C13—O1	125.66 (16)	C9—C8—C7	119.35 (19)
O2—C13—C14	117.32 (16)	C9—C8—H8	120.3
O1—C13—C14	116.99 (15)	C7—C8—H8	120.3
C16—C17—C18	117.80 (16)	N2—C10—C9	123.4 (2)
C16—C17—C19	120.80 (15)	N2—C10—H10	118.3
C18—C17—C19	121.40 (15)	C9—C10—H10	118.3
N3—C14—C15	122.56 (16)	C8—C9—C10	119.4 (2)
N3—C14—C13	116.69 (14)	C8—C9—H9	120.3
C15—C14—C13	120.73 (15)	C10—C9—H9	120.3
N2—C6—C7	122.89 (17)	C3—C2—C1	119.30 (19)
N2—C6—C5	117.70 (15)	C3—C2—H2	120.4
C7—C6—C5	119.39 (16)	C1—C2—H2	120.4
C1—N1—C5	118.35 (16)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O7—H71···O3^i	0.84	1.90	2.721 (2)	169
O7—H72···O4^ii	0.92	1.94	2.760 (2)	147
O6—H61···O4^iii	0.88	1.82	2.6953 (19)	176
O6—H62···O7	0.83	1.88	2.692 (2)	168
O5—H52···O7	0.84	2.07	2.861 (2)	155
O5—H51···O2^iv	0.88	1.75	2.6302 (19)	178

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