(2,2′-Bi­pyridine-κ²N,N′)(pyridine-2,6-di­carboxyl­ato-κ²N,O)palladium(II) monohydrate

In the title compound, [Pd(C₇H₃NO₄)(C₁₀H₈N₂)]·H₂O, the Pd^II cation is four-coordinated in a distorted square-planar coordination geometry defined by the two N atoms of the 2,2′-bi­pyridine ligand, one O atom and one N atom from the pyridine-2,6-di­carboxyl­ate anion. The complex and solvent water mol­ecule are linked by inter­molecular hydrogen bonds. In the crystal, the complex mol­ecules are stacked in columns along the a axis.

Key indicators

• Single-crystal X-ray study
• T = 223 K
• Mean [sigma](C-C) = 0.005 Å
• R factor = 0.030
• wR factor = 0.061
• Data-to-parameter ratio = 13.2

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT369_ALERT_2_C Long   C(sp2)-C(sp2) Bond  C11      - C16      .       1.54 Ang.
PLAT975_ALERT_2_C Check Calcd Resid. Dens.  1.07A   From O5              0.76 eA-3
PLAT976_ALERT_2_C Check Calcd Resid. Dens.  0.95A   From O5             -0.60 eA-3

Alert level G
PLAT007_ALERT_5_G Number of Unrefined Donor-H Atoms ..............          2 Report
PLAT432_ALERT_2_G Short Inter X...Y Contact  O5       ..C8               3.00 Ang.
                                             x,3/2-y,-1/2+z  =      4_575 Check
PLAT794_ALERT_5_G Tentative Bond Valency for Pd1       (II)      .       2.29 Info
PLAT910_ALERT_3_G Missing # of FCF Reflection(s) Below Theta(Min).          1 Note
PLAT933_ALERT_2_G Number of OMIT Records in Embedded .res File ...          1 Note
PLAT978_ALERT_2_G Number C-C Bonds with Positive Residual Density.          2 Info

   0 ALERT level A = Most likely a serious problem - resolve or explain
   0 ALERT level B = A potentially serious problem, consider carefully
   3 ALERT level C = Check. Ensure it is not caused by an omission or oversight
   6 ALERT level G = General information/check it is not something unexpected

   0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   6 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
   2 ALERT type 5 Informative message, check

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Computing details

Data collection: APEX2 (Bruker, 2016); cell refinement: SAINT (Bruker, 2016); data reduction: SAINT (Bruker, 2016); program(s) used to solve structure: SHELXL2014 (Sheldrick, 2015); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012) and PLATON (Spek, 2009); software used to prepare material for publication: SHELXL2014 (Sheldrick, 2015).

(2,2'-Bipyridine-κ²N,N')(pyridine-2,6-dicarboxylato-κ²N,O)palladium(II) monohydrate

Crystal data

[Pd(C7H3NO4)(C10H8N2)]·H2O	F(000) = 888
Mr = 445.70	Dx = 1.883 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
a = 12.9031 (10) Å	Cell parameters from 8336 reflections
b = 12.1751 (10) Å	θ = 2.4–26.0°
c = 10.4256 (7) Å	µ = 1.22 mm^−1
β = 106.246 (2)°	T = 223 K
V = 1572.4 (2) Å^3	Rod, yellow
Z = 4	0.17 × 0.11 × 0.06 mm

Data collection

PHOTON 100 CMOS detector diffractometer	2325 reflections with I > 2σ(I)
Radiation source: sealed tube	Rint = 0.110
φ and ω scans	θmax = 26.1°, θmin = 2.4°
Absorption correction: multi-scan (SADABS; Bruker, 2016)	h = −15→15
Tmin = 0.683, Tmax = 0.745	k = −15→15
40118 measured reflections	l = −12→12
3110 independent 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)] = 0.030	Hydrogen site location: mixed
wR(F^2) = 0.061	H-atom parameters constrained
S = 1.06	w = 1/[σ^2(Fo^2) + (0.0181P)^2 + 2.4725P] where P = (Fo^2 + 2Fc^2)/3
3110 reflections	(Δ/σ)max < 0.001
235 parameters	Δρmax = 0.69 e Å^−3
0 restraints	Δρmin = −0.71 e Å^−3

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

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

	x	y	z	Uiso*/Ueq
Pd1	0.18480 (2)	0.62619 (2)	0.56502 (2)	0.01608 (8)
O1	0.40895 (19)	0.5298 (2)	0.5905 (2)	0.0247 (6)
O2	0.4447 (2)	0.3619 (2)	0.6786 (2)	0.0345 (7)
O3	0.06841 (19)	0.6372 (2)	0.3919 (2)	0.0229 (6)
O4	−0.0568 (2)	0.5284 (2)	0.2619 (2)	0.0313 (7)
N1	0.2794 (2)	0.6223 (3)	0.7542 (2)	0.0179 (6)
N2	0.1816 (2)	0.7845 (2)	0.6120 (3)	0.0172 (6)
N3	0.1930 (2)	0.4707 (2)	0.4962 (2)	0.0169 (6)
C1	0.3089 (3)	0.5325 (3)	0.8287 (3)	0.0201 (8)
H1	0.2861	0.4633	0.7914	0.024*
C2	0.3721 (3)	0.5389 (3)	0.9590 (3)	0.0240 (9)
H2	0.3906	0.4748	1.0107	0.029*
C3	0.4080 (3)	0.6398 (3)	1.0131 (3)	0.0239 (8)
H3	0.4541	0.6448	1.1004	0.029*
C4	0.3758 (3)	0.7334 (3)	0.9383 (3)	0.0220 (8)
H4	0.3984	0.8030	0.9744	0.026*
C5	0.3094 (3)	0.7229 (3)	0.8088 (3)	0.0170 (8)
C6	0.2582 (3)	0.8153 (3)	0.7249 (3)	0.0165 (8)
C7	0.2802 (3)	0.9246 (3)	0.7548 (3)	0.0215 (8)
H7	0.3349	0.9451	0.8314	0.026*
C8	0.2205 (3)	1.0037 (3)	0.6703 (3)	0.0247 (8)
H8	0.2335	1.0787	0.6897	0.030*
C9	0.1419 (3)	0.9715 (3)	0.5575 (4)	0.0246 (8)
H9	0.1002	1.0242	0.4996	0.030*
C10	0.1252 (3)	0.8617 (3)	0.5306 (3)	0.0240 (8)
H10	0.0725	0.8400	0.4527	0.029*
C11	0.2729 (3)	0.3955 (3)	0.5297 (3)	0.0195 (8)
C12	0.2544 (3)	0.2891 (3)	0.4812 (3)	0.0291 (9)
H12	0.3095	0.2363	0.5069	0.035*
C13	0.1559 (3)	0.2602 (3)	0.3956 (4)	0.0308 (9)
H13	0.1419	0.1874	0.3660	0.037*
C14	0.0777 (3)	0.3407 (3)	0.3540 (3)	0.0246 (9)
H14	0.0111	0.3241	0.2924	0.029*
C15	0.0991 (3)	0.4453 (3)	0.4042 (3)	0.0187 (8)
C16	0.3866 (3)	0.4333 (3)	0.6088 (3)	0.0194 (8)
C17	0.0287 (3)	0.5420 (3)	0.3484 (3)	0.0215 (8)
O5	0.4222 (2)	0.3608 (3)	0.2280 (3)	0.0690 (11)
H5A	0.4744	0.3891	0.2854	0.104*
H5B	0.4281	0.2921	0.2325	0.104*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Pd1	0.01601 (14)	0.01669 (13)	0.01266 (12)	0.00058 (13)	−0.00074 (9)	−0.00092 (12)
O1	0.0225 (14)	0.0201 (14)	0.0276 (13)	−0.0024 (11)	0.0008 (11)	−0.0002 (11)
O2	0.0296 (15)	0.0246 (15)	0.0370 (15)	0.0053 (13)	−0.0113 (12)	0.0063 (13)
O3	0.0223 (13)	0.0220 (14)	0.0182 (12)	0.0034 (12)	−0.0045 (10)	−0.0004 (11)
O4	0.0222 (15)	0.0333 (16)	0.0290 (14)	−0.0037 (12)	−0.0083 (12)	−0.0014 (12)
N1	0.0173 (15)	0.0217 (15)	0.0152 (13)	0.0002 (14)	0.0055 (11)	0.0002 (13)
N2	0.0152 (15)	0.0223 (16)	0.0143 (14)	0.0021 (13)	0.0042 (12)	−0.0014 (12)
N3	0.0203 (17)	0.0166 (16)	0.0118 (14)	−0.0040 (13)	0.0011 (12)	0.0024 (12)
C1	0.021 (2)	0.019 (2)	0.0208 (18)	0.0001 (16)	0.0075 (16)	0.0022 (15)
C2	0.020 (2)	0.035 (2)	0.0174 (18)	0.0067 (18)	0.0061 (15)	0.0068 (16)
C3	0.0214 (19)	0.036 (2)	0.0111 (15)	0.0022 (18)	−0.0005 (14)	−0.0025 (16)
C4	0.018 (2)	0.029 (2)	0.0185 (18)	0.0009 (16)	0.0035 (15)	−0.0071 (16)
C5	0.0150 (18)	0.023 (2)	0.0145 (16)	0.0006 (16)	0.0067 (14)	−0.0040 (14)
C6	0.0160 (19)	0.0203 (19)	0.0155 (17)	0.0001 (15)	0.0083 (14)	−0.0019 (14)
C7	0.022 (2)	0.025 (2)	0.0183 (18)	−0.0005 (16)	0.0067 (15)	−0.0053 (15)
C8	0.030 (2)	0.0188 (19)	0.030 (2)	0.0003 (17)	0.0165 (17)	−0.0036 (16)
C9	0.022 (2)	0.024 (2)	0.028 (2)	0.0058 (17)	0.0067 (16)	0.0059 (16)
C10	0.0209 (19)	0.027 (2)	0.0217 (17)	0.0026 (17)	0.0024 (15)	−0.0017 (17)
C11	0.0224 (19)	0.018 (2)	0.0155 (16)	−0.0002 (15)	0.0013 (14)	0.0025 (14)
C12	0.035 (2)	0.018 (2)	0.027 (2)	0.0040 (18)	−0.0033 (18)	0.0004 (16)
C13	0.038 (2)	0.019 (2)	0.030 (2)	−0.0077 (18)	−0.0003 (18)	−0.0021 (16)
C14	0.027 (2)	0.026 (2)	0.0161 (17)	−0.0120 (16)	−0.0017 (15)	−0.0018 (15)
C15	0.0164 (19)	0.026 (2)	0.0117 (16)	−0.0042 (16)	0.0008 (14)	0.0025 (14)
C16	0.020 (2)	0.022 (2)	0.0138 (17)	0.0006 (16)	0.0008 (15)	−0.0029 (15)
C17	0.017 (2)	0.030 (2)	0.0168 (18)	0.0010 (17)	0.0034 (16)	−0.0009 (16)
O5	0.043 (2)	0.037 (2)	0.099 (3)	0.0097 (16)	−0.0277 (18)	−0.0245 (19)

Geometric parameters (Å, º)

Pd1—N2	1.992 (3)	C4—H4	0.9400
Pd1—O3	2.004 (2)	C5—C6	1.465 (5)
Pd1—N1	2.009 (2)	C6—C7	1.378 (5)
Pd1—N3	2.038 (3)	C7—C8	1.385 (5)
O1—C16	1.238 (4)	C7—H7	0.9400
O2—C16	1.242 (4)	C8—C9	1.378 (5)
O3—C17	1.296 (4)	C8—H8	0.9400
O4—C17	1.225 (4)	C9—C10	1.371 (5)
N1—C1	1.334 (4)	C9—H9	0.9400
N1—C5	1.361 (4)	C10—H10	0.9400
N2—C10	1.337 (4)	C11—C12	1.387 (5)
N2—C6	1.361 (4)	C11—C16	1.538 (5)
N3—C11	1.350 (4)	C12—C13	1.379 (5)
N3—C15	1.354 (4)	C12—H12	0.9400
C1—C2	1.378 (5)	C13—C14	1.386 (5)
C1—H1	0.9400	C13—H13	0.9400
C2—C3	1.376 (5)	C14—C15	1.375 (5)
C2—H2	0.9400	C14—H14	0.9400
C3—C4	1.377 (5)	C15—C17	1.501 (5)
C3—H3	0.9400	O5—H5A	0.8400
C4—C5	1.388 (4)	O5—H5B	0.8400
N2—Pd1—O3	95.44 (10)	C6—C7—C8	119.0 (3)
N2—Pd1—N1	80.21 (12)	C6—C7—H7	120.5
O3—Pd1—N1	169.28 (10)	C8—C7—H7	120.5
N2—Pd1—N3	172.85 (11)	C9—C8—C7	119.4 (3)
O3—Pd1—N3	81.07 (10)	C9—C8—H8	120.3
N1—Pd1—N3	104.28 (11)	C7—C8—H8	120.3
C17—O3—Pd1	112.2 (2)	C10—C9—C8	119.2 (3)
C1—N1—C5	119.5 (3)	C10—C9—H9	120.4
C1—N1—Pd1	125.9 (2)	C8—C9—H9	120.4
C5—N1—Pd1	114.4 (2)	N2—C10—C9	122.0 (3)
C10—N2—C6	119.3 (3)	N2—C10—H10	119.0
C10—N2—Pd1	124.7 (2)	C9—C10—H10	119.0
C6—N2—Pd1	114.8 (2)	N3—C11—C12	119.9 (3)
C11—N3—C15	119.7 (3)	N3—C11—C16	118.7 (3)
C11—N3—Pd1	130.6 (2)	C12—C11—C16	121.0 (3)
C15—N3—Pd1	109.7 (2)	C13—C12—C11	120.5 (4)
N1—C1—C2	121.4 (3)	C13—C12—H12	119.8
N1—C1—H1	119.3	C11—C12—H12	119.8
C2—C1—H1	119.3	C12—C13—C14	118.7 (3)
C3—C2—C1	119.5 (3)	C12—C13—H13	120.6
C3—C2—H2	120.2	C14—C13—H13	120.6
C1—C2—H2	120.2	C15—C14—C13	119.0 (3)
C2—C3—C4	119.6 (3)	C15—C14—H14	120.5
C2—C3—H3	120.2	C13—C14—H14	120.5
C4—C3—H3	120.2	N3—C15—C14	121.7 (3)
C3—C4—C5	118.7 (3)	N3—C15—C17	114.9 (3)
C3—C4—H4	120.6	C14—C15—C17	122.9 (3)
C5—C4—H4	120.6	O1—C16—O2	128.8 (3)
N1—C5—C4	121.0 (3)	O1—C16—C11	115.4 (3)
N1—C5—C6	114.4 (3)	O2—C16—C11	115.7 (3)
C4—C5—C6	124.3 (3)	O4—C17—O3	124.4 (3)
N2—C6—C7	121.1 (3)	O4—C17—C15	120.1 (3)
N2—C6—C5	113.7 (3)	O3—C17—C15	115.4 (3)
C7—C6—C5	125.2 (3)	H5A—O5—H5B	109.1
C5—N1—C1—C2	−2.0 (5)	C8—C9—C10—N2	1.2 (5)
Pd1—N1—C1—C2	−178.4 (3)	C15—N3—C11—C12	−7.2 (5)
N1—C1—C2—C3	−1.6 (5)	Pd1—N3—C11—C12	171.6 (3)
C1—C2—C3—C4	3.2 (5)	C15—N3—C11—C16	166.2 (3)
C2—C3—C4—C5	−1.3 (5)	Pd1—N3—C11—C16	−15.0 (4)
C1—N1—C5—C4	4.0 (5)	N3—C11—C12—C13	2.0 (6)
Pd1—N1—C5—C4	−179.3 (3)	C16—C11—C12—C13	−171.2 (3)
C1—N1—C5—C6	−170.6 (3)	C11—C12—C13—C14	3.1 (6)
Pd1—N1—C5—C6	6.1 (4)	C12—C13—C14—C15	−3.0 (6)
C3—C4—C5—N1	−2.4 (5)	C11—N3—C15—C14	7.3 (5)
C3—C4—C5—C6	171.7 (3)	Pd1—N3—C15—C14	−171.6 (3)
C10—N2—C6—C7	−1.6 (5)	C11—N3—C15—C17	−164.5 (3)
Pd1—N2—C6—C7	166.6 (3)	Pd1—N3—C15—C17	16.5 (3)
C10—N2—C6—C5	176.6 (3)	C13—C14—C15—N3	−2.2 (5)
Pd1—N2—C6—C5	−15.2 (4)	C13—C14—C15—C17	169.0 (3)
N1—C5—C6—N2	5.9 (4)	N3—C11—C16—O1	−28.4 (4)
C4—C5—C6—N2	−168.6 (3)	C12—C11—C16—O1	144.9 (3)
N1—C5—C6—C7	−176.0 (3)	N3—C11—C16—O2	154.0 (3)
C4—C5—C6—C7	9.6 (6)	C12—C11—C16—O2	−32.6 (5)
N2—C6—C7—C8	2.2 (5)	Pd1—O3—C17—O4	163.9 (3)
C5—C6—C7—C8	−175.8 (3)	Pd1—O3—C17—C15	−20.6 (4)
C6—C7—C8—C9	−1.0 (5)	N3—C15—C17—O4	178.1 (3)
C7—C8—C9—C10	−0.6 (5)	C14—C15—C17—O4	6.3 (5)
C6—N2—C10—C9	−0.1 (5)	N3—C15—C17—O3	2.4 (4)
Pd1—N2—C10—C9	−167.0 (3)	C14—C15—C17—O3	−169.4 (3)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O5—H5A···O1^i	0.84	1.96	2.792 (4)	174
O5—H5B···O2^ii	0.84	1.99	2.790 (4)	160
C2—H2···O5^iii	0.94	2.59	3.460 (5)	154
C3—H3···O2^iv	0.94	2.31	3.245 (4)	173
C4—H4···O1^v	0.94	2.35	3.261 (4)	162
C8—H8···O5^v	0.94	2.47	2.997 (5)	116
C10—H10···O3	0.94	2.55	3.083 (4)	117
C13—H13···O4^vi	0.94	2.43	3.336 (5)	161

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