Diaqua­bis[2-(1-pyrid­yl)butane­dioato-κO]copper(II)

The crystal structure of the title complex, [Cu(C₉H₈NO₄)₂(H₂O)₂], consists of discrete Cu^II complex mol­ecules, which are linked to each other by classical O—H...O and weak C—H...O hydrogen bonding. The Cu^II ion is located on an inversion centre and coordinated by two water mol­ecules and two carboxylate groups from two 2-(1-pyridyl)butane­dioate ligands, with a square-planar geometry.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.003 Å
• R factor = 0.025
• wR factor = 0.070
• Data-to-parameter ratio = 14.2

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low .......       0.96
PLAT199_ALERT_1_C Check the Reported _cell_measurement_temperature        293 K
PLAT200_ALERT_1_C Check the Reported _diffrn_ambient_temperature .        293 K
PLAT432_ALERT_2_C Short Inter X...Y Contact  O3     ..  C1      ..       2.94 Ang.
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........          2

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   5 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
   1 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
   1 ALERT type 4 Improvement, methodology, query or suggestion

---

Computing details

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

Diaquabis[2-(1-pyridyl)butanedioato-κO]copper(II)

Crystal data

[Cu(C9H8NO4)2(H2O)2]	F(000) = 502
Mr = 487.90	Dx = 1.651 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 2016 reflections
a = 5.109 (1) Å	θ = 2.1–26.4°
b = 19.187 (4) Å	µ = 1.17 mm^−1
c = 10.290 (2) Å	T = 293 K
β = 103.30 (3)°	Block, blue
V = 981.6 (4) Å^3	0.25 × 0.23 × 0.20 mm
Z = 2

Data collection

Bruker SMART 1000 CCD area-detector diffractometer	2016 independent reflections
Radiation source: fine-focus sealed tube	1739 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.020
φ and ω scans	θmax = 26.4°, θmin = 2.1°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −5→6
Tmin = 0.743, Tmax = 0.790	k = −13→23
5019 measured reflections	l = −12→12

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)] = 0.025	Hydrogen site location: difference Fourier map
wR(F^2) = 0.070	H-atom parameters constrained
S = 1.07	w = 1/[σ^2(Fo^2) + (0.0409P)^2 + 0.3152P] where P = (Fo^2 + 2Fc^2)/3
2016 reflections	(Δ/σ)max < 0.001
142 parameters	Δρmax = 0.31 e Å^−3
0 restraints	Δρmin = −0.26 e Å^−3

Special details

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
Cu1	0.0000	0.0000	0.5000	0.01874 (11)
O1W	0.2763 (2)	0.05059 (6)	0.62632 (10)	0.0250 (2)
O1	0.2276 (3)	0.00286 (5)	0.37215 (12)	0.0250 (3)
O2	−0.0247 (3)	0.09491 (7)	0.29972 (13)	0.0351 (3)
C1	0.1482 (3)	0.05266 (8)	0.28795 (15)	0.0240 (3)
C2	0.2882 (4)	0.05368 (8)	0.17255 (16)	0.0264 (3)
H2B	0.4784	0.0622	0.2078	0.032*
H2A	0.2701	0.0081	0.1308	0.032*
C3	0.1801 (3)	0.10812 (8)	0.06662 (15)	0.0240 (3)
H3A	−0.0136	0.1004	0.0342	0.029*
N1	0.2215 (3)	0.18104 (7)	0.11796 (13)	0.0255 (3)
C4	0.0235 (4)	0.22678 (9)	0.07270 (19)	0.0342 (4)
H4A	−0.1384	0.2115	0.0189	0.041*
C5	0.0582 (5)	0.29603 (10)	0.1053 (2)	0.0463 (5)
H5A	−0.0791	0.3277	0.0732	0.056*
C6	0.2964 (5)	0.31841 (10)	0.1856 (2)	0.0465 (5)
H6A	0.3208	0.3652	0.2090	0.056*
C7	0.4980 (4)	0.27108 (10)	0.2309 (2)	0.0421 (5)
H7A	0.6608	0.2856	0.2849	0.051*
C8	0.4578 (4)	0.20160 (10)	0.19586 (18)	0.0339 (4)
H8A	0.5937	0.1692	0.2261	0.041*
O3	0.2116 (3)	0.05233 (7)	−0.13220 (12)	0.0353 (3)
O4	0.5005 (3)	0.13889 (7)	−0.06182 (13)	0.0386 (3)
C9	0.3148 (3)	0.09951 (8)	−0.05292 (15)	0.0232 (3)
H1WA	0.4447	0.0372	0.6302	0.037*
H1WB	0.2629	0.0507	0.7141	0.037*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cu1	0.01902 (17)	0.02360 (15)	0.01560 (15)	0.00002 (9)	0.00810 (11)	0.00122 (9)
O1W	0.0232 (6)	0.0317 (6)	0.0216 (5)	−0.0021 (5)	0.0084 (5)	−0.0028 (4)
O1	0.0229 (7)	0.0347 (6)	0.0198 (6)	0.0001 (4)	0.0101 (5)	0.0030 (4)
O2	0.0358 (7)	0.0385 (7)	0.0356 (6)	0.0083 (6)	0.0177 (6)	0.0052 (5)
C1	0.0220 (8)	0.0302 (8)	0.0206 (7)	−0.0038 (6)	0.0067 (6)	−0.0007 (6)
C2	0.0313 (9)	0.0261 (8)	0.0244 (7)	0.0014 (6)	0.0118 (7)	0.0018 (6)
C3	0.0266 (8)	0.0234 (7)	0.0226 (7)	−0.0015 (6)	0.0068 (6)	−0.0023 (6)
N1	0.0294 (8)	0.0234 (6)	0.0263 (6)	−0.0029 (5)	0.0121 (6)	−0.0038 (5)
C4	0.0291 (9)	0.0335 (9)	0.0414 (10)	0.0004 (7)	0.0108 (8)	−0.0029 (7)
C5	0.0473 (13)	0.0312 (9)	0.0638 (13)	0.0074 (9)	0.0199 (11)	−0.0017 (9)
C6	0.0567 (14)	0.0252 (9)	0.0648 (13)	−0.0075 (9)	0.0286 (11)	−0.0121 (9)
C7	0.0416 (11)	0.0414 (11)	0.0449 (11)	−0.0121 (9)	0.0130 (9)	−0.0168 (8)
C8	0.0333 (10)	0.0359 (9)	0.0319 (9)	−0.0002 (7)	0.0063 (8)	−0.0051 (7)
O3	0.0442 (8)	0.0394 (7)	0.0264 (6)	−0.0119 (6)	0.0167 (6)	−0.0120 (5)
O4	0.0370 (8)	0.0481 (8)	0.0351 (7)	−0.0146 (6)	0.0173 (6)	−0.0081 (6)
C9	0.0251 (8)	0.0273 (8)	0.0175 (7)	0.0013 (6)	0.0056 (6)	0.0013 (6)

Geometric parameters (Å, º)

Cu1—O1^i	1.9468 (13)	C3—H3A	0.9800
Cu1—O1	1.9468 (13)	N1—C4	1.339 (2)
Cu1—O1W	1.9442 (12)	N1—C8	1.345 (2)
Cu1—O1W^i	1.9442 (12)	C4—C5	1.372 (3)
O1W—H1WA	0.8899	C4—H4A	0.9300
O1W—H1WB	0.9214	C5—C6	1.373 (3)
O1—C1	1.2909 (19)	C5—H5A	0.9300
O2—C1	1.225 (2)	C6—C7	1.372 (3)
C1—C2	1.521 (2)	C6—H6A	0.9300
C2—C3	1.519 (2)	C7—C8	1.384 (3)
C2—H2B	0.9700	C7—H7A	0.9300
C2—H2A	0.9700	C8—H8A	0.9300
C3—N1	1.4933 (19)	O3—C9	1.2510 (19)
C3—C9	1.550 (2)	O4—C9	1.233 (2)
O1W—Cu1—O1W^i	180.00 (6)	C2—C3—H3A	108.2
O1W—Cu1—O1^i	90.97 (5)	C9—C3—H3A	108.2
O1W^i—Cu1—O1^i	89.03 (5)	C4—N1—C8	121.16 (15)
O1W—Cu1—O1	89.03 (5)	C4—N1—C3	117.17 (14)
O1W^i—Cu1—O1	90.97 (5)	C8—N1—C3	121.35 (14)
O1^i—Cu1—O1	180.0	N1—C4—C5	120.30 (18)
Cu1—O1W—H1WA	115.6	N1—C4—H4A	119.8
Cu1—O1W—H1WB	116.8	C5—C4—H4A	119.8
H1WA—O1W—H1WB	104.2	C4—C5—C6	119.81 (19)
C1—O1—Cu1	109.27 (10)	C4—C5—H5A	120.1
O2—C1—O1	123.07 (15)	C6—C5—H5A	120.1
O2—C1—C2	123.22 (14)	C7—C6—C5	119.32 (17)
O1—C1—C2	113.71 (14)	C7—C6—H6A	120.3
C3—C2—C1	114.25 (14)	C5—C6—H6A	120.3
C3—C2—H2B	108.7	C6—C7—C8	119.61 (19)
C1—C2—H2B	108.7	C6—C7—H7A	120.2
C3—C2—H2A	108.7	C8—C7—H7A	120.2
C1—C2—H2A	108.7	N1—C8—C7	119.79 (18)
H2B—C2—H2A	107.6	N1—C8—H8A	120.1
N1—C3—C2	113.07 (13)	C7—C8—H8A	120.1
N1—C3—C9	109.14 (12)	O4—C9—O3	127.68 (16)
C2—C3—C9	109.98 (13)	O4—C9—C3	118.90 (14)
N1—C3—H3A	108.2	O3—C9—C3	113.39 (14)

Symmetry code: (i) −x, −y, −z+1.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1WA···O1^ii	0.89	1.85	2.7309 (19)	172
O1W—H1WB···O3^iii	0.92	1.66	2.5812 (17)	175
C2—H2B···O2^iv	0.97	2.57	3.542 (3)	176
C3—H3A···O4^v	0.98	2.56	3.470 (2)	154
C4—H4A···O4^v	0.93	2.31	3.193 (3)	159
C7—H7A···O4^vi	0.93	2.52	3.407 (3)	160
C8—H8A···O2^iv	0.93	2.39	3.320 (3)	174

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