A one-dimensional coordination polymer of copper(II) with 2-pyrazine­carboxyl­ate

A new one-dimensional coordination polymer, catena-poly­[[aqua­(nitrato-κ²O,O′)copper(II)]-μ-pyrazine-2-carboxyl­ato- κ³N¹,O:N⁴], [Cu(C₅H₃N₂O₂)(NO₃)(H₂O)]_n, has been synthesized and characterized. The coordination environment of the copper(II) ion is distorted octahedral, arising from an N,O-bidentate 2-pyrazine­carboxyl­ate ligand, an N atom from a symmetry-related 2-pyrazine­carboxyl­ate ligand, a bidentate nitrate group and a water mol­ecule. The chains interact by way of O—H...O hydrogen bonds and C—H...O interactions.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.007 Å
• R factor = 0.047
• wR factor = 0.111
• Data-to-parameter ratio = 13.7

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT026_ALERT_3_C Ratio Observed / Unique Reflections too Low ....         48 Perc.
PLAT031_ALERT_4_C Refined Extinction Parameter within Range ......       3.00 Sigma
PLAT220_ALERT_2_C Large Non-Solvent    O     Ueq(max)/Ueq(min) ...       3.27 Ratio
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for        O13
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        N11
PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...          7
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........          2
PLAT731_ALERT_1_C Bond    Calc     0.85(4), Rep   0.845(10) ......       4.00 su-Rat
              O1W  -H1WA    1.555   1.555
PLAT735_ALERT_1_C D-H     Calc     0.85(4), Rep   0.845(10) ......       4.00 su-Rat
              O1W  -H1#     1.555   1.555
PLAT764_ALERT_4_C Overcomplete CIF Bond List Detected (Rep/Expd) .       1.17 Ratio

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
  10 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
   3 ALERT type 2 Indicator that the structure model may be wrong or deficient
   2 ALERT type 3 Indicator that the structure quality may be low
   3 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

Data collection: RAPID-AUTO (Rigaku, 2001); cell refinement: RAPID-AUTO; data reduction: RAPID-AUTO; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: XP (Siemens, 1994); software used to prepare material for publication: SHELXTL (Siemens, 1995).

catena-poly[[aqua(nitrato-κ²O,O')copper(II)]-µ-pyrazine-2-carboxylato- κ³N¹,O:N⁴]

Crystal data

[Cu(C5H3N2O2)(NO3)(H2O)]	F(000) = 1064
Mr = 266.66	Dx = 2.039 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 3139 reflections
a = 21.027 (5) Å	θ = 3.1–27.5°
b = 6.3196 (17) Å	µ = 2.53 mm^−1
c = 13.382 (4) Å	T = 293 K
β = 102.354 (16)°	Rod, blue
V = 1737.0 (8) Å^3	0.34 × 0.09 × 0.07 mm
Z = 8

Data collection

Rigaku R-AXIS RAPID IP diffractometer	1966 independent reflections
Radiation source: Rotating anode	948 reflections with I > 2σ(I)'
Graphite monochromator	Rint = 0.064
Oscillation scans	θmax = 27.5°, θmin = 3.1°
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	h = −27→27
Tmin = 0.761, Tmax = 0.838	k = −7→8
3139 measured reflections	l = −17→17

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.047	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.111	w = 1/[σ^2(Fo^2) + (0.0481P)^2] where P = (Fo^2 + 2Fc^2)/3
S = 0.81	(Δ/σ)max < 0.001
1966 reflections	Δρmax = 0.50 e Å^−3
143 parameters	Δρmin = −0.84 e Å^−3
1 restraint	Extinction correction: SHELXL97, Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.0006 (2)

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	0.36641 (3)	0.06802 (12)	0.84868 (4)	0.0342 (3)
N1	0.37253 (19)	0.0570 (8)	0.9999 (3)	0.0301 (10)
N2	0.3701 (2)	−0.0195 (8)	1.2015 (3)	0.0324 (12)
O1	0.32784 (17)	−0.2133 (6)	0.8544 (2)	0.0358 (10)
O2	0.29681 (18)	−0.4410 (7)	0.9615 (2)	0.0407 (10)
C1	0.3228 (2)	−0.2773 (10)	0.9428 (4)	0.0351 (15)
C2	0.3496 (2)	−0.1241 (9)	1.0290 (3)	0.0296 (13)
C3	0.3486 (3)	−0.1624 (9)	1.1298 (3)	0.0335 (14)
H3A	0.3326	−0.2907	1.1480	0.040*
C4	0.3932 (3)	0.1600 (10)	1.1720 (4)	0.0382 (15)
H4A	0.4086	0.2627	1.2210	0.046*
C5	0.3952 (2)	0.2003 (9)	1.0705 (4)	0.0349 (14)
H5A	0.4123	0.3269	1.0525	0.042*
N11	0.4747 (3)	0.2954 (13)	0.8663 (4)	0.0611 (18)
O11	0.4130 (2)	0.3386 (6)	0.8513 (3)	0.0441 (10)
O12	0.5123 (3)	0.4429 (11)	0.8679 (4)	0.116 (2)
O13	0.4915 (2)	0.1084 (11)	0.8770 (4)	0.0784 (17)
O1W	0.2729 (2)	0.2365 (8)	0.8204 (3)	0.0548 (13)
H1WA	0.2361 (15)	0.256 (11)	0.781 (4)	0.080*
H1WB	0.277 (3)	0.341 (10)	0.866 (4)	0.080*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cu1	0.0400 (4)	0.0442 (5)	0.0182 (3)	−0.0016 (4)	0.0055 (2)	−0.0001 (3)
N1	0.035 (3)	0.032 (3)	0.021 (2)	0.000 (3)	0.0020 (18)	−0.003 (2)
N2	0.035 (3)	0.042 (4)	0.022 (2)	0.002 (2)	0.0098 (19)	−0.001 (2)
O1	0.052 (2)	0.037 (3)	0.0172 (16)	−0.011 (2)	0.0067 (15)	−0.0009 (16)
O2	0.053 (3)	0.040 (3)	0.0306 (19)	−0.013 (2)	0.0104 (17)	−0.0044 (19)
C1	0.026 (3)	0.051 (5)	0.030 (3)	0.005 (3)	0.010 (2)	0.000 (3)
C2	0.029 (3)	0.032 (4)	0.027 (3)	0.003 (3)	0.003 (2)	0.001 (2)
C3	0.038 (3)	0.040 (4)	0.021 (2)	0.001 (3)	0.002 (2)	0.000 (3)
C4	0.041 (4)	0.044 (4)	0.027 (3)	−0.005 (3)	0.001 (2)	0.003 (3)
C5	0.037 (3)	0.036 (4)	0.034 (3)	−0.006 (3)	0.012 (2)	0.000 (3)
N11	0.056 (4)	0.089 (6)	0.040 (3)	−0.033 (5)	0.013 (3)	−0.012 (4)
O11	0.052 (3)	0.038 (3)	0.044 (2)	−0.008 (2)	0.0127 (19)	−0.0035 (19)
O12	0.099 (5)	0.135 (6)	0.118 (5)	−0.085 (4)	0.032 (4)	−0.032 (4)
O13	0.052 (3)	0.101 (5)	0.077 (3)	0.016 (4)	0.004 (2)	0.001 (4)
O1W	0.050 (3)	0.066 (4)	0.041 (2)	0.016 (3)	−0.007 (2)	−0.016 (2)

Geometric parameters (Å, º)

Cu1—O1	1.963 (4)	O1—C1	1.276 (6)
Cu1—O11	1.968 (4)	O2—C1	1.221 (6)
Cu1—N1	2.002 (4)	C1—C2	1.519 (7)
Cu1—N2^i	2.011 (4)	C2—C3	1.376 (6)
Cu1—O1W	2.196 (4)	C3—H3A	0.9300
Cu1—O13	2.589 (5)	C4—C5	1.392 (6)
Cu1—Cu1^ii	5.9490 (15)	C4—H4A	0.9300
Cu1—Cu1^i	6.7458 (19)	C5—H5A	0.9300
N1—C5	1.321 (6)	N11—O12	1.219 (7)
N1—C2	1.331 (6)	N11—O13	1.233 (7)
N2—C3	1.325 (6)	N11—O11	1.298 (7)
N2—C4	1.326 (6)	O1W—H1WA	0.845 (10)
N2—Cu1^iii	2.011 (4)	O1W—H1WB	0.89 (6)
O1—Cu1—O11	174.34 (16)	C5—N1—Cu1	129.4 (4)
O1—Cu1—N1	82.36 (16)	C2—N1—Cu1	112.1 (3)
O11—Cu1—N1	95.06 (17)	C3—N2—C4	117.3 (4)
O1—Cu1—N2^i	90.15 (16)	C3—N2—Cu1^iii	121.7 (4)
O11—Cu1—N2^i	91.51 (16)	C4—N2—Cu1^iii	121.0 (4)
N1—Cu1—N2^i	167.77 (19)	C1—O1—Cu1	116.1 (3)
O1—Cu1—O1W	94.81 (18)	O2—C1—O1	126.1 (5)
O11—Cu1—O1W	90.35 (18)	O2—C1—C2	119.6 (4)
N1—Cu1—O1W	93.00 (16)	O1—C1—C2	114.3 (5)
N2^i—Cu1—O1W	97.26 (17)	N1—C2—C3	121.4 (5)
O1—Cu1—O13	119.93 (19)	N1—C2—C1	115.1 (4)
O11—Cu1—O13	54.89 (19)	C3—C2—C1	123.5 (5)
N1—Cu1—O13	90.68 (16)	N2—C3—C2	121.0 (5)
N2^i—Cu1—O13	84.68 (17)	N2—C3—H3A	119.5
O1W—Cu1—O13	145.2 (2)	C2—C3—H3A	119.5
O1—Cu1—Cu1^ii	101.00 (11)	N2—C4—C5	122.4 (5)
O11—Cu1—Cu1^ii	84.60 (13)	N2—C4—H4A	118.8
N1—Cu1—Cu1^ii	109.64 (12)	C5—C4—H4A	118.8
N2^i—Cu1—Cu1^ii	81.20 (13)	N1—C5—C4	119.4 (5)
O1W—Cu1—Cu1^ii	17.22 (11)	N1—C5—H5A	120.3
O13—Cu1—Cu1^ii	136.60 (15)	C4—C5—H5A	120.3
O1—Cu1—Cu1^i	90.61 (9)	O12—N11—O13	124.2 (7)
O11—Cu1—Cu1^i	91.30 (10)	O12—N11—O11	117.7 (8)
N1—Cu1—Cu1^i	170.02 (14)	O13—N11—O11	118.1 (6)
N2^i—Cu1—Cu1^i	2.62 (13)	N11—O11—Cu1	107.3 (4)
O1W—Cu1—Cu1^i	94.65 (11)	N11—O13—Cu1	79.7 (4)
O13—Cu1—Cu1^i	86.69 (11)	Cu1—O1W—H1WA	148 (5)
Cu1^ii—Cu1—Cu1^i	78.581 (19)	Cu1—O1W—H1WB	106 (4)
C5—N1—C2	118.5 (4)	H1WA—O1W—H1WB	105 (6)

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

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1WA···O1^ii	0.85 (1)	2.02 (3)	2.817 (5)	156 (6)
O1W—H1WB···O2^iv	0.89 (6)	1.86 (6)	2.751 (6)	173 (7)
C5—H5A···O12^v	0.93	2.25	2.977 (8)	135

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