catena-Poly­[[(pyridine-κN)copper(II)]-μ-N-salicyl­idene­glycinato-κ⁴O,N,O′:O′]

The tridentate Schiff base ligand derived from the condensation of salicyl­aldehyde and glycine, in the presence of pyridine, forms the title polymeric square-pyramidal five-coordinate copper complex, [Cu(C₅H₅N)(C₉H₇NO₃)(C₅H₅N)], in which the copper centers are linked via the carboxyl O atoms of neighboring groups occupying the apical site.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.004 Å
• R factor = 0.032
• wR factor = 0.086
• Data-to-parameter ratio = 14.9

checkCIF/PLATON results

No syntax errors found



Alert level A
PLAT052_ALERT_1_A (Proper) Absorption Correction Method Missing ..          ?
PLAT057_ALERT_3_A Correction for Absorption Required   RT(exp)   =       2.80

Alert level B
ABSTM02_ALERT_3_B  The ratio of expected to reported Tmax/Tmin(RR) is > 1.50
            Tmin and Tmax reported:      0.447     0.818
            Tmin and Tmax expected:      0.294     0.818
            RR =      1.522
            Please check that your absorption correction is appropriate.
REFLT03_ALERT_3_B  Reflection count < 90% complete (theta max?)
           From the CIF: _diffrn_reflns_theta_max           27.50
           From the CIF: _diffrn_reflns_theta_full           0.00
           From the CIF: _reflns_number_total               2698
           TEST2: Reflns within _diffrn_reflns_theta_max
           Count of symmetry unique reflns         3018
           Completeness (_total/calc)             89.40%
PLAT022_ALERT_3_B Ratio Unique / Expected Reflections too Low ....       0.89

Alert level C
PLAT063_ALERT_3_C Crystal Probably too Large for Beam Size .......       0.79 mm
PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given .......          ?
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #         11
            N1P -CU  -N1  -C7   -113.80  0.50   1.555   1.555   1.555   1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #         15
            N1P -CU  -N1  -C8     63.30  0.60   1.555   1.555   1.555   1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #         18
            N1  -CU  -N1P -C2P   142.60  0.50   1.555   1.555   1.555   1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #         22
            N1  -CU  -N1P -C6P   -38.00  0.60   1.555   1.555   1.555   1.555
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........          5

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

   1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   0 ALERT type 2 Indicator that the structure model may be wrong or deficient
   5 ALERT type 3 Indicator that the structure quality may be low
   6 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

Data collection: XSCANS (Siemens, 1994); cell refinement: XSCANS; data reduction: XSCANS; program(s) used to solve structure: SHELXTL (Sheldrick, 1997); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

catena-Poly[[(pyridine-κN)copper(II)]-µ-N-salicylideneglycinato- κ⁴O,N,O':O']

Crystal data

[Cu(C5H5N)(C9H7NO3)(C5H5N)]	F(000) = 652
Mr = 319.80	Dx = 1.624 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
a = 11.8517 (15) Å	Cell parameters from 40 reflections
b = 11.7867 (17) Å	θ = 4.7–12.5°
c = 9.6046 (11) Å	µ = 1.68 mm^−1
β = 102.929 (8)°	T = 293 K
V = 1307.7 (3) Å^3	Plate, green
Z = 4	0.79 × 0.63 × 0.12 mm

Data collection

Bruker P4 diffractometer	2267 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.000
Graphite monochromator	θmax = 27.5°, θmin = 2.8°
2θ/ω scans	h = −15→15
Absorption correction: ψ scan North et al., 1968	k = 0→15
Tmin = 0.447, Tmax = 0.818	l = 0→12
2698 measured reflections	3 standard reflections every 97 reflections
2698 independent reflections	intensity decay: 0.2%

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)] = 0.032	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.086	H-atom parameters constrained
S = 1.05	w = 1/[σ^2(Fo^2) + (0.0464P)^2 + 0.4318P] where P = (Fo^2 + 2Fc^2)/3
2698 reflections	(Δ/σ)max = 0.001
181 parameters	Δρmax = 0.42 e Å^−3
0 restraints	Δρmin = −0.28 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
Cu	0.19602 (2)	0.90885 (2)	0.13079 (3)	0.02659 (10)
O1	0.09180 (15)	0.98756 (14)	0.22547 (17)	0.0333 (4)
O2	0.28667 (14)	0.84338 (14)	0.00097 (16)	0.0322 (4)
O3	0.27627 (16)	0.72542 (16)	−0.18273 (19)	0.0407 (4)
N1	0.07128 (16)	0.81933 (16)	0.01678 (19)	0.0273 (4)
N1P	0.32611 (18)	1.01423 (17)	0.2188 (2)	0.0314 (4)
C1	−0.0831 (2)	0.8824 (2)	0.1252 (2)	0.0303 (5)
C2	−0.0165 (2)	0.96307 (19)	0.2201 (2)	0.0291 (5)
C3	−0.0745 (2)	1.0188 (2)	0.3153 (3)	0.0372 (5)
H3A	−0.0349	1.0736	0.3771	0.045*
C4	−0.1869 (3)	0.9942 (3)	0.3186 (3)	0.0464 (7)
H4A	−0.2216	1.0322	0.3829	0.056*
C5	−0.2501 (3)	0.9135 (3)	0.2277 (3)	0.0520 (7)
H5A	−0.3260	0.8967	0.2317	0.062*
C6	−0.1983 (2)	0.8592 (3)	0.1324 (3)	0.0436 (6)
H6A	−0.2403	0.8057	0.0707	0.052*
C7	−0.0355 (2)	0.8192 (2)	0.0233 (2)	0.0309 (5)
H7A	−0.0862	0.7750	−0.0428	0.037*
C8	0.1077 (2)	0.7499 (2)	−0.0909 (2)	0.0307 (5)
H8A	0.0587	0.7659	−0.1841	0.037*
H8B	0.0991	0.6702	−0.0700	0.037*
C9	0.2330 (2)	0.77428 (19)	−0.0932 (2)	0.0277 (4)
C2P	0.3323 (3)	1.0586 (3)	0.3488 (3)	0.0467 (7)
H2PA	0.2746	1.0409	0.3969	0.056*
C3P	0.4211 (3)	1.1295 (3)	0.4141 (4)	0.0621 (9)
H3PA	0.4243	1.1569	0.5057	0.074*
C4P	0.5052 (3)	1.1593 (3)	0.3419 (4)	0.0613 (9)
H4PA	0.5647	1.2086	0.3828	0.074*
C5P	0.4994 (3)	1.1146 (3)	0.2084 (4)	0.0550 (8)
H5PA	0.5549	1.1331	0.1574	0.066*
C6P	0.4098 (2)	1.0421 (3)	0.1512 (3)	0.0427 (6)
H6PB	0.4072	1.0111	0.0616	0.051*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cu	0.02387 (15)	0.02905 (16)	0.02795 (15)	−0.00477 (11)	0.00812 (11)	−0.00518 (10)
O1	0.0290 (8)	0.0326 (9)	0.0397 (9)	−0.0013 (7)	0.0110 (7)	−0.0075 (7)
O2	0.0276 (8)	0.0388 (9)	0.0313 (8)	−0.0054 (7)	0.0090 (6)	−0.0076 (7)
O3	0.0379 (10)	0.0462 (11)	0.0426 (9)	−0.0040 (8)	0.0186 (8)	−0.0154 (8)
N1	0.0260 (9)	0.0284 (10)	0.0280 (9)	−0.0034 (8)	0.0072 (7)	−0.0017 (7)
N1P	0.0281 (10)	0.0321 (10)	0.0339 (9)	−0.0070 (8)	0.0065 (8)	−0.0034 (8)
C1	0.0231 (11)	0.0329 (12)	0.0346 (11)	0.0028 (9)	0.0061 (9)	0.0054 (9)
C2	0.0308 (12)	0.0284 (11)	0.0291 (11)	0.0059 (9)	0.0092 (9)	0.0051 (8)
C3	0.0378 (14)	0.0391 (13)	0.0367 (12)	0.0073 (11)	0.0128 (10)	0.0010 (10)
C4	0.0444 (16)	0.0545 (18)	0.0464 (14)	0.0129 (13)	0.0230 (12)	0.0046 (13)
C5	0.0313 (14)	0.067 (2)	0.0630 (18)	0.0052 (14)	0.0209 (13)	0.0066 (15)
C6	0.0296 (13)	0.0477 (16)	0.0535 (16)	−0.0026 (12)	0.0095 (12)	0.0010 (12)
C7	0.0263 (11)	0.0320 (12)	0.0324 (11)	−0.0034 (9)	0.0025 (9)	−0.0002 (9)
C8	0.0314 (11)	0.0318 (11)	0.0298 (10)	−0.0071 (9)	0.0091 (9)	−0.0076 (9)
C9	0.0306 (11)	0.0268 (11)	0.0268 (10)	−0.0009 (9)	0.0084 (8)	0.0007 (8)
C2P	0.0423 (15)	0.0564 (17)	0.0423 (14)	−0.0124 (14)	0.0112 (12)	−0.0143 (12)
C3P	0.054 (2)	0.069 (2)	0.0583 (19)	−0.0123 (17)	0.0022 (16)	−0.0291 (17)
C4P	0.0343 (15)	0.0501 (19)	0.090 (2)	−0.0137 (14)	−0.0071 (16)	−0.0176 (17)
C5P	0.0326 (15)	0.0558 (19)	0.077 (2)	−0.0137 (13)	0.0140 (15)	−0.0018 (16)
C6P	0.0330 (14)	0.0483 (15)	0.0477 (14)	−0.0108 (12)	0.0111 (11)	−0.0039 (12)

Geometric parameters (Å, º)

Cu—O1	1.9277 (17)	C4—C5	1.391 (5)
Cu—N1	1.9426 (19)	C4—H4A	0.9300
Cu—O2	1.9757 (16)	C5—C6	1.370 (4)
Cu—N1P	2.013 (2)	C5—H5A	0.9300
Cu—O3^i	2.4197 (18)	C6—H6A	0.9300
O1—C2	1.305 (3)	C7—H7A	0.9300
O2—C9	1.277 (3)	C8—C9	1.518 (3)
O3—C9	1.237 (3)	C8—H8A	0.9700
O3—Cu^ii	2.4197 (18)	C8—H8B	0.9700
N1—C7	1.281 (3)	C2P—C3P	1.379 (4)
N1—C8	1.458 (3)	C2P—H2PA	0.9300
N1P—C2P	1.341 (3)	C3P—C4P	1.382 (5)
N1P—C6P	1.341 (3)	C3P—H3PA	0.9300
C1—C6	1.410 (3)	C4P—C5P	1.373 (5)
C1—C2	1.427 (3)	C4P—H4PA	0.9300
C1—C7	1.441 (3)	C5P—C6P	1.378 (4)
C2—C3	1.421 (3)	C5P—H5PA	0.9300
C3—C4	1.372 (4)	C6P—H6PB	0.9300
C3—H3A	0.9300
O1—Cu—N1	92.30 (8)	C6—C5—H5A	120.7
O1—Cu—O2	169.10 (7)	C4—C5—H5A	120.7
N1—Cu—O2	83.39 (7)	C5—C6—C1	121.8 (3)
O1—Cu—N1P	90.94 (8)	C5—C6—H6A	119.1
N1—Cu—N1P	170.66 (8)	C1—C6—H6A	119.1
O2—Cu—N1P	91.86 (8)	N1—C7—C1	125.0 (2)
O1—Cu—O3^i	98.79 (7)	N1—C7—H7A	117.5
N1—Cu—O3^i	100.69 (7)	C1—C7—H7A	117.5
O2—Cu—O3^i	91.86 (6)	N1—C8—C9	110.46 (18)
N1P—Cu—O3^i	87.45 (8)	N1—C8—H8A	109.6
C2—O1—Cu	127.09 (15)	C9—C8—H8A	109.6
C9—O2—Cu	116.18 (15)	N1—C8—H8B	109.6
C9—O3—Cu^ii	131.54 (16)	C9—C8—H8B	109.6
C7—N1—C8	119.09 (19)	H8A—C8—H8B	108.1
C7—N1—Cu	127.49 (16)	O3—C9—O2	124.8 (2)
C8—N1—Cu	113.35 (14)	O3—C9—C8	118.8 (2)
C2P—N1P—C6P	117.5 (2)	O2—C9—C8	116.43 (18)
C2P—N1P—Cu	120.59 (18)	N1P—C2P—C3P	122.5 (3)
C6P—N1P—Cu	121.86 (17)	N1P—C2P—H2PA	118.8
C6—C1—C2	120.1 (2)	C3P—C2P—H2PA	118.8
C6—C1—C7	117.6 (2)	C2P—C3P—C4P	119.2 (3)
C2—C1—C7	122.3 (2)	C2P—C3P—H3PA	120.4
O1—C2—C3	119.0 (2)	C4P—C3P—H3PA	120.4
O1—C2—C1	124.8 (2)	C5P—C4P—C3P	118.7 (3)
C3—C2—C1	116.2 (2)	C5P—C4P—H4PA	120.7
C4—C3—C2	122.0 (3)	C3P—C4P—H4PA	120.7
C4—C3—H3A	119.0	C4P—C5P—C6P	118.9 (3)
C2—C3—H3A	119.0	C4P—C5P—H5PA	120.6
C3—C4—C5	121.3 (3)	C6P—C5P—H5PA	120.6
C3—C4—H4A	119.3	N1P—C6P—C5P	123.1 (3)
C5—C4—H4A	119.3	N1P—C6P—H6PB	118.4
C6—C5—C4	118.7 (3)	C5P—C6P—H6PB	118.4
N1—Cu—O1—C2	10.27 (19)	C7—C1—C2—C3	−179.8 (2)
O2—Cu—O1—C2	76.7 (4)	O1—C2—C3—C4	−177.7 (2)
N1P—Cu—O1—C2	−178.49 (19)	C1—C2—C3—C4	1.8 (4)
O3^i—Cu—O1—C2	−90.92 (19)	C2—C3—C4—C5	−0.4 (4)
O1—Cu—O2—C9	−68.5 (4)	C3—C4—C5—C6	−0.8 (5)
N1—Cu—O2—C9	−1.31 (16)	C4—C5—C6—C1	0.6 (5)
N1P—Cu—O2—C9	−173.24 (16)	C2—C1—C6—C5	0.9 (4)
O3^i—Cu—O2—C9	99.24 (16)	C7—C1—C6—C5	178.7 (3)
O1—Cu—N1—C7	−3.6 (2)	C8—N1—C7—C1	179.1 (2)
O2—Cu—N1—C7	−173.5 (2)	Cu—N1—C7—C1	−4.0 (3)
N1P—Cu—N1—C7	−113.8 (5)	C6—C1—C7—N1	−170.3 (2)
O3^i—Cu—N1—C7	95.8 (2)	C2—C1—C7—N1	7.6 (4)
O1—Cu—N1—C8	173.48 (15)	C7—N1—C8—C9	172.4 (2)
O2—Cu—N1—C8	3.53 (15)	Cu—N1—C8—C9	−4.9 (2)
N1P—Cu—N1—C8	63.3 (6)	Cu^ii—O3—C9—O2	179.40 (16)
O3^i—Cu—N1—C8	−87.13 (16)	Cu^ii—O3—C9—C8	0.8 (3)
O1—Cu—N1P—C2P	32.2 (2)	Cu—O2—C9—O3	−179.87 (19)
N1—Cu—N1P—C2P	142.6 (5)	Cu—O2—C9—C8	−1.2 (3)
O2—Cu—N1P—C2P	−158.3 (2)	N1—C8—C9—O3	−177.3 (2)
O3^i—Cu—N1P—C2P	−66.5 (2)	N1—C8—C9—O2	4.0 (3)
O1—Cu—N1P—C6P	−148.3 (2)	C6P—N1P—C2P—C3P	−0.7 (5)
N1—Cu—N1P—C6P	−38.0 (6)	Cu—N1P—C2P—C3P	178.8 (3)
O2—Cu—N1P—C6P	21.2 (2)	N1P—C2P—C3P—C4P	2.1 (6)
O3^i—Cu—N1P—C6P	113.0 (2)	C2P—C3P—C4P—C5P	−1.8 (6)
Cu—O1—C2—C3	169.68 (16)	C3P—C4P—C5P—C6P	0.2 (5)
Cu—O1—C2—C1	−9.8 (3)	C2P—N1P—C6P—C5P	−1.0 (4)
C6—C1—C2—O1	177.5 (2)	Cu—N1P—C6P—C5P	179.5 (2)
C7—C1—C2—O1	−0.3 (4)	C4P—C5P—C6P—N1P	1.2 (5)
C6—C1—C2—C3	−2.0 (3)

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