Poly[di-μ₂-aqua-μ-pyrazole-3,5-dicarboxyl­ato-copper(II)]

The copper(II) coordination polymer [Cu(pydc)(H₂O)₂]_n (pydc = 3,5-pyrazole­dicarboxyl­ate, C₅H₂N₂O₄), was synthesized by treating Cu(II) nitrate with 3,5-pyrazole­dicarboxylic acid under hydro­thermal conditions. Single-crystal X-ray diffraction indicates that the copper coordination polymer has a pydc-bridged ladder-like chain structure.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.005 Å
• R factor = 0.030
• wR factor = 0.078
• Data-to-parameter ratio = 10.4

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT062_ALERT_4_C Rescale T(min) & T(max) by .....................       0.94
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor ....       2.88
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........          4
PLAT731_ALERT_1_C Bond    Calc     0.84(3), Rep   0.843(10) ......       3.00 su-Ra
              O1W  -H1WB    1.555   1.555
PLAT731_ALERT_1_C Bond    Calc     0.84(3), Rep   0.842(10) ......       3.00 su-Ra
              O1W  -H1WA    1.555   1.555
PLAT731_ALERT_1_C Bond    Calc     0.84(4), Rep   0.840(10) ......       4.00 su-Ra
              O2W  -H2WA    1.555   1.555
PLAT731_ALERT_1_C Bond    Calc     0.84(4), Rep   0.839(10) ......       4.00 su-Ra
              O2W  -H2WB    1.555   1.555
PLAT732_ALERT_1_C Angle   Calc      111(4), Rep   110.9(17) ......       2.35 su-Ra
              H1WB -O1W  -H1WA    1.555   1.555   1.555
PLAT732_ALERT_1_C Angle   Calc      111(4), Rep   111.6(18) ......       2.22 su-Ra
              H2WA -O2W  -H2WB    1.555   1.555   1.555
PLAT735_ALERT_1_C D-H     Calc     0.84(3), Rep   0.843(10) ......       3.00 su-Ra
              O1W  -H1#     1.555   1.555
PLAT735_ALERT_1_C D-H     Calc     0.84(3), Rep   0.843(10) ......       3.00 su-Ra
              O1W  -H1#     1.555   1.555
PLAT735_ALERT_1_C D-H     Calc     0.84(4), Rep   0.840(10) ......       4.00 su-Ra
              O2W  -H2#     1.555   1.555
PLAT735_ALERT_1_C D-H     Calc     0.84(4), Rep   0.839(10) ......       4.00 su-Ra
              O2W  -H3#     1.555   1.555
PLAT735_ALERT_1_C D-H     Calc     0.84(3), Rep   0.842(10) ......       3.00 su-Ra
              O1W  -H4#     1.555   1.555
PLAT736_ALERT_1_C H...A   Calc     1.82(3), Rep   1.823(12) ......       2.50 su-Ra
              H1#  -O3      1.555   2.652
PLAT736_ALERT_1_C H...A   Calc     1.96(4), Rep   1.959(15) ......       2.67 su-Ra
              H2#  -O1      1.555   2.563
PLAT736_ALERT_1_C H...A   Calc     1.95(4), Rep   1.954(11) ......       3.64 su-Ra
              H3#  -O4      1.555   2.662
PLAT764_ALERT_4_C Overcomplete CIF Bond List Detected (Rep/Expd) .       1.12 Ratio

Alert level G
ABSTM02_ALERT_3_G  When printed, the submitted absorption T values will be
            replaced by the scaled T values. Since the ratio of scaled T's
            is identical to the ratio of reported T values, the scaling
            does not imply a change to the absorption corrections used in
            the study.
            Ratio of Tmax expected/reported      0.944
            Tmax scaled      0.549 Tmin scaled      0.396
PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature        293 K
PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature .        293 K
PLAT804_ALERT_5_G ARU-Pack Problem in PLATON Analysis ............          2 Times

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

  16 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
   3 ALERT type 4 Improvement, methodology, query or suggestion
   1 ALERT type 5 Informative message, check

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Computing details

Data collection: SMART (Bruker, 2001); cell refinement: SMART; data reduction: SAINT (Bruker, 2001); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97; molecular graphics: SHELXL97; software used to prepare material for publication: SHELXL97.

Poly[di-µ₂-aqua-µ-pyrazole-3,5-dicarboxylato-copper(II)]

Crystal data

[Cu(C5H2N2O4)(H2O)2]	Z = 2
Mr = 253.66	F(000) = 254
Triclinic, P1	Dx = 2.196 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 6.8178 (7) Å	Cell parameters from 1300 reflections
b = 7.4015 (8) Å	θ = 2.7–18.7°
c = 8.5079 (9) Å	µ = 2.86 mm^−1
α = 104.775 (2)°	T = 293 K
β = 90.733 (2)°	Block, green
γ = 111.497 (2)°	0.37 × 0.25 × 0.21 mm
V = 383.55 (7) Å^3

Data collection

Bruker APEX area-detector diffractometer	1494 independent reflections
Radiation source: fine-focus sealed tube	1434 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.013
φ and ω scans	θmax = 26.0°, θmin = 2.5°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −8→8
Tmin = 0.419, Tmax = 0.582	k = −8→9
3017 measured reflections	l = −10→9

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: inferred from neighbouring sites
wR(F^2) = 0.078	H atoms treated by a mixture of independent and constrained refinement
S = 1.13	w = 1/[σ^2(Fo^2) + (0.029P)^2 + 1.0214P] where P = (Fo^2 + 2Fc^2)/3
1494 reflections	(Δ/σ)max < 0.001
143 parameters	Δρmax = 0.46 e Å^−3
6 restraints	Δρmin = −0.40 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	0.20375 (6)	0.21538 (6)	−1.44429 (4)	0.01572 (14)
C1	0.1269 (5)	0.2246 (4)	−0.7818 (4)	0.0147 (6)
C2	0.2191 (5)	0.2345 (5)	−0.9387 (3)	0.0146 (6)
C3	0.4144 (5)	0.2379 (5)	−0.9806 (4)	0.0164 (6)
H3A	0.5236	0.2363	−0.9151	0.020*
C4	0.4122 (5)	0.2444 (5)	−1.1431 (4)	0.0137 (6)
C5	0.5736 (5)	0.2577 (4)	−1.2605 (4)	0.0143 (6)
N1	0.1108 (4)	0.2372 (4)	−1.0721 (3)	0.0137 (5)
H1A	−0.0158	0.2362	−1.0755	0.016*
N2	0.2265 (4)	0.2417 (4)	−1.1976 (3)	0.0134 (5)
O1	−0.0515 (3)	0.2356 (4)	−0.7681 (3)	0.0202 (5)
O2	0.2399 (3)	0.1995 (3)	−0.6785 (3)	0.0187 (5)
O3	0.7484 (4)	0.2569 (4)	−1.2215 (3)	0.0237 (5)
O4	0.5160 (3)	0.2674 (3)	−1.3999 (2)	0.0167 (4)
O1W	0.1234 (3)	−0.1056 (3)	−1.5007 (3)	0.0147 (4)
O2W	0.2415 (4)	0.5106 (4)	−1.4014 (3)	0.0254 (5)
H1WB	0.175 (6)	−0.160 (6)	−1.580 (3)	0.033 (11)*
H2WA	0.174 (6)	0.572 (5)	−1.343 (4)	0.042 (13)*
H2WB	0.309 (6)	0.576 (5)	−1.464 (4)	0.031 (11)*
H1WA	0.142 (7)	−0.141 (6)	−1.417 (3)	0.035 (12)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cu1	0.0161 (2)	0.0235 (2)	0.0104 (2)	0.00891 (16)	0.00400 (14)	0.00725 (15)
C1	0.0191 (15)	0.0167 (14)	0.0089 (14)	0.0065 (12)	0.0044 (11)	0.0046 (11)
C2	0.0178 (14)	0.0197 (15)	0.0075 (14)	0.0071 (12)	0.0029 (11)	0.0058 (12)
C3	0.0160 (14)	0.0262 (16)	0.0103 (14)	0.0102 (13)	0.0021 (11)	0.0074 (12)
C4	0.0148 (14)	0.0190 (14)	0.0093 (14)	0.0078 (12)	0.0036 (11)	0.0053 (11)
C5	0.0151 (14)	0.0177 (14)	0.0107 (14)	0.0067 (12)	0.0051 (11)	0.0044 (11)
N1	0.0126 (12)	0.0231 (13)	0.0088 (12)	0.0087 (10)	0.0060 (9)	0.0072 (10)
N2	0.0138 (12)	0.0210 (13)	0.0079 (12)	0.0076 (10)	0.0051 (9)	0.0065 (10)
O1	0.0212 (11)	0.0316 (13)	0.0139 (11)	0.0145 (10)	0.0083 (9)	0.0098 (10)
O2	0.0209 (11)	0.0312 (12)	0.0097 (10)	0.0133 (10)	0.0060 (8)	0.0103 (9)
O3	0.0174 (11)	0.0450 (15)	0.0167 (11)	0.0189 (11)	0.0056 (9)	0.0115 (11)
O4	0.0144 (10)	0.0295 (12)	0.0097 (10)	0.0100 (9)	0.0053 (8)	0.0088 (9)
O1W	0.0154 (10)	0.0220 (11)	0.0114 (10)	0.0102 (9)	0.0062 (8)	0.0075 (9)
O2W	0.0342 (14)	0.0227 (12)	0.0282 (14)	0.0158 (11)	0.0196 (11)	0.0137 (11)

Geometric parameters (Å, º)

Cu1—O2^i	1.990 (2)	C4—N2	1.334 (4)
Cu1—O4	2.032 (2)	C4—C5	1.489 (4)
Cu1—O2W	2.038 (2)	C5—O3	1.236 (4)
Cu1—N2	2.056 (2)	C5—O4	1.272 (4)
Cu1—O1W^ii	2.075 (2)	N1—N2	1.336 (3)
Cu1—O1W	2.152 (2)	N1—H1A	0.8600
C1—O1	1.253 (4)	O2—Cu1^iii	1.990 (2)
C1—O2	1.254 (4)	O1W—Cu1^ii	2.075 (2)
C1—C2	1.490 (4)	O1W—H1WB	0.843 (10)
C2—N1	1.355 (4)	O1W—H1WA	0.842 (10)
C2—C3	1.375 (4)	O2W—H2WA	0.840 (10)
C3—C4	1.396 (4)	O2W—H2WB	0.839 (10)
C3—H3A	0.9300
O2^i—Cu1—O4	89.38 (9)	N2—C4—C3	110.7 (3)
O2^i—Cu1—O2W	89.72 (10)	N2—C4—C5	116.3 (2)
O4—Cu1—O2W	96.53 (10)	C3—C4—C5	133.0 (3)
O2^i—Cu1—N2	169.15 (9)	O3—C5—O4	124.2 (3)
O4—Cu1—N2	79.76 (9)	O3—C5—C4	120.7 (3)
O2W—Cu1—N2	91.44 (10)	O4—C5—C4	115.1 (3)
O2^i—Cu1—O1W^ii	90.38 (9)	N2—N1—C2	111.0 (2)
O4—Cu1—O1W^ii	169.26 (9)	N2—N1—H1A	124.5
O2W—Cu1—O1W^ii	94.21 (10)	C2—N1—H1A	124.5
N2—Cu1—O1W^ii	100.30 (9)	C4—N2—N1	106.2 (2)
O2^i—Cu1—O1W	89.24 (9)	C4—N2—Cu1	111.70 (19)
O4—Cu1—O1W	90.52 (9)	N1—N2—Cu1	141.7 (2)
O2W—Cu1—O1W	172.86 (9)	C1—O2—Cu1^iii	128.1 (2)
N2—Cu1—O1W	90.91 (9)	C5—O4—Cu1	115.53 (18)
O1W^ii—Cu1—O1W	78.74 (9)	Cu1^ii—O1W—Cu1	101.26 (9)
O1—C1—O2	127.5 (3)	Cu1^ii—O1W—H1WB	109 (3)
O1—C1—C2	118.7 (3)	Cu1—O1W—H1WB	118 (3)
O2—C1—C2	113.8 (3)	Cu1^ii—O1W—H1WA	105 (3)
N1—C2—C3	107.4 (2)	Cu1—O1W—H1WA	112 (3)
N1—C2—C1	122.7 (3)	H1WB—O1W—H1WA	110.9 (17)
C3—C2—C1	129.9 (3)	Cu1—O2W—H2WA	128 (2)
C2—C3—C4	104.7 (3)	Cu1—O2W—H2WB	119 (2)
C2—C3—H3A	127.6	H2WA—O2W—H2WB	111.6 (18)
C4—C3—H3A	127.6
O1—C1—C2—N1	−5.8 (4)	O2W—Cu1—N2—C4	−106.6 (2)
O2—C1—C2—N1	172.1 (3)	O1W^ii—Cu1—N2—C4	158.9 (2)
O1—C1—C2—C3	175.7 (3)	O1W—Cu1—N2—C4	80.2 (2)
O2—C1—C2—C3	−6.4 (5)	O2^i—Cu1—N2—N1	178.9 (4)
N1—C2—C3—C4	0.5 (3)	O4—Cu1—N2—N1	179.2 (3)
C1—C2—C3—C4	179.1 (3)	O2W—Cu1—N2—N1	82.8 (3)
C2—C3—C4—N2	−0.9 (4)	O1W^ii—Cu1—N2—N1	−11.7 (3)
C2—C3—C4—C5	177.5 (3)	O1W—Cu1—N2—N1	−90.4 (3)
N2—C4—C5—O3	−178.5 (3)	O1—C1—O2—Cu1^iii	−11.6 (5)
C3—C4—C5—O3	3.1 (5)	C2—C1—O2—Cu1^iii	170.69 (19)
N2—C4—C5—O4	0.7 (4)	O3—C5—O4—Cu1	169.4 (2)
C3—C4—C5—O4	−177.6 (3)	C4—C5—O4—Cu1	−9.8 (3)
C3—C2—N1—N2	0.2 (3)	O2^i—Cu1—O4—C5	−168.9 (2)
C1—C2—N1—N2	−178.6 (3)	O2W—Cu1—O4—C5	101.5 (2)
C3—C4—N2—N1	1.0 (3)	N2—Cu1—O4—C5	11.2 (2)
C5—C4—N2—N1	−177.7 (2)	O1W^ii—Cu1—O4—C5	−80.1 (5)
C3—C4—N2—Cu1	−172.9 (2)	O1W—Cu1—O4—C5	−79.6 (2)
C5—C4—N2—Cu1	8.4 (3)	O2^i—Cu1—O1W—Cu1^ii	−90.54 (9)
C2—N1—N2—C4	−0.7 (3)	O4—Cu1—O1W—Cu1^ii	−179.91 (9)
C2—N1—N2—Cu1	170.2 (2)	N2—Cu1—O1W—Cu1^ii	100.32 (10)
O2^i—Cu1—N2—C4	−10.5 (6)	O1W^ii—Cu1—O1W—Cu1^ii	0.0
O4—Cu1—N2—C4	−10.2 (2)

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

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1A···O3^iv	0.86	2.09	2.831 (3)	144
O1W—H1WB···O3^v	0.84 (1)	1.82 (1)	2.650 (3)	167 (3)
O1W—H1WB···O4^v	0.84 (1)	2.50 (3)	3.145 (3)	134 (3)
O2W—H2WA···O1^vi	0.84 (1)	1.96 (2)	2.782 (3)	166 (3)
O2W—H2WB···O4^vii	0.84 (1)	1.95 (1)	2.791 (3)	176 (4)
O1W—H1WA···O1^viii	0.84 (1)	1.90 (2)	2.684 (3)	154 (4)

Symmetry codes: (iv) x−1, y, z; (v) −x+1, −y, −z−3; (vi) −x, −y+1, −z−2; (vii) −x+1, −y+1, −z−3; (viii) −x, −y, −z−2.