catena-Poly[[(2,2′-bipyridine)copper(II)]-μ-5-nitro­isophthalato]

In the title compound, [Cu(C₈H₃NO₆)(C₁₀H₈N₂)]_n, the Cu atom exists in a four-coordinate environment defined by two carboxyl O atoms belonging to two 5-nitro­isophthalate dianions and two N atoms from a 2,2′-bipyridine molecule. The 5-nitro­isophthalate dianion acts as a bridge between two Cu atoms in a tris-monodentate coordination mode, resulting in a zigzag coordination polymer.

Key indicators

• Single-crystal X-ray study
• T = 298 K
• Mean [sigma](C-C) = 0.003 Å
• R factor = 0.040
• wR factor = 0.097
• Data-to-parameter ratio = 14.7

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT220_ALERT_2_C Large Non-Solvent    O     Ueq(max)/Ueq(min) ...       2.62 Ratio
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for         O1
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor ....       2.02

Alert level G

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

   1 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
   0 ALERT type 3 Indicator that the structure quality may be low
   0 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: XP (Bruker, 2002); software used to prepare material for publication: SHELXL97.

catena-Poly[[(2,2'-bipyridine)copper(II)]-µ-5-nitroisophthalato]

Crystal data

[Cu(C8H3NO6)(C10H8N2)]	F(000) = 868
Mr = 428.84	Dx = 1.728 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 3556 reflections
a = 9.5529 (11) Å	θ = 2.2–28.0°
b = 12.6089 (14) Å	µ = 1.37 mm^−1
c = 13.7463 (16) Å	T = 298 K
β = 95.238 (2)°	Block, blue
V = 1648.8 (3) Å^3	0.30 × 0.22 × 0.13 mm
Z = 4

Data collection

Bruker APEX area-detector diffractometer	3713 independent reflections
Radiation source: fine-focus sealed tube	3266 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.024
φ and ω scans	θmax = 27.5°, θmin = 2.1°
Absorption correction: integration (SADABS; Bruker, 2002)	h = −12→12
Tmin = 0.684, Tmax = 0.842	k = −7→16
9984 measured reflections	l = −17→17

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)] = 0.040	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.097	H-atom parameters not defined?
S = 1.05	w = 1/[σ^2(Fo^2) + (0.0472P)^2 + 0.9168P] where P = (Fo^2 + 2Fc^2)/3
3713 reflections	(Δ/σ)max < 0.001
253 parameters	Δρmax = 0.36 e Å^−3
0 restraints	Δρmin = −0.26 e Å^−3

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

	x	y	z	Uiso*/Ueq
Cu1	0.63928 (3)	0.49329 (2)	0.439222 (19)	0.02441 (11)
O1	0.69814 (19)	0.36958 (18)	0.27940 (14)	0.0496 (5)
O2	0.54298 (19)	0.49364 (12)	0.31078 (12)	0.0306 (4)
O3	0.54050 (18)	0.12488 (13)	−0.00557 (11)	0.0316 (4)
O4	0.4132 (2)	0.20218 (17)	−0.13129 (14)	0.0586 (6)
O5	0.2053 (2)	0.61591 (18)	0.05076 (16)	0.0626 (7)
O6	0.1410 (3)	0.5108 (2)	−0.06762 (17)	0.0803 (10)
N1	0.75910 (19)	0.61592 (15)	0.40514 (13)	0.0255 (4)
N2	0.7737 (2)	0.49919 (15)	0.56109 (15)	0.0295 (5)
N3	0.2168 (3)	0.5340 (2)	0.00489 (16)	0.0424 (6)
C1	0.7367 (2)	0.67571 (19)	0.32486 (17)	0.0313 (5)
H1	0.6605	0.6603	0.2801	0.038*
C2	0.8230 (3)	0.7593 (2)	0.3064 (2)	0.0431 (7)
H2	0.8053	0.8001	0.2502	0.052*
C3	0.9360 (3)	0.7813 (2)	0.3728 (2)	0.0509 (8)
H3	0.9970	0.8365	0.3612	0.061*
C4	0.9584 (3)	0.7214 (2)	0.4562 (2)	0.0416 (6)
H4	1.0334	0.7363	0.5022	0.050*
C5	0.8678 (2)	0.63852 (19)	0.47103 (16)	0.0275 (5)
C6	0.8790 (2)	0.56972 (19)	0.55786 (16)	0.0279 (5)
C7	0.9881 (2)	0.5748 (2)	0.63163 (18)	0.0349 (6)
H7	1.0607	0.6234	0.6282	0.042*
C8	0.9876 (3)	0.5067 (2)	0.70998 (19)	0.0405 (7)
H8	1.0615	0.5071	0.7590	0.049*
C9	0.8762 (3)	0.4379 (2)	0.71497 (19)	0.0434 (7)
H9	0.8723	0.3930	0.7683	0.052*
C10	0.7707 (3)	0.4371 (2)	0.63936 (18)	0.0390 (6)
H10	0.6948	0.3915	0.6432	0.047*
C11	0.5921 (2)	0.42224 (19)	0.25698 (16)	0.0295 (5)
C12	0.5083 (2)	0.40583 (18)	0.15967 (16)	0.0265 (5)
C13	0.4049 (3)	0.47762 (19)	0.12727 (17)	0.0290 (5)
H13	0.3879	0.5373	0.1641	0.035*
C14	0.3277 (2)	0.4589 (2)	0.03931 (17)	0.0292 (5)
C15	0.3491 (2)	0.37116 (19)	−0.01775 (16)	0.0289 (5)
H15	0.2952	0.3609	−0.0768	0.035*
C16	0.4521 (2)	0.29879 (18)	0.01453 (16)	0.0253 (5)
C17	0.5311 (2)	0.31728 (18)	0.10303 (16)	0.0274 (5)
H17	0.6009	0.2692	0.1248	0.033*
C18	0.4699 (3)	0.20208 (19)	−0.04856 (17)	0.0306 (5)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cu1	0.02518 (17)	0.02655 (17)	0.02028 (16)	−0.00525 (11)	−0.00451 (11)	0.00048 (10)
O1	0.0341 (10)	0.0678 (14)	0.0433 (11)	0.0121 (10)	−0.0161 (8)	−0.0090 (10)
O2	0.0382 (10)	0.0291 (9)	0.0224 (8)	−0.0058 (7)	−0.0079 (7)	−0.0012 (6)
O3	0.0389 (9)	0.0287 (9)	0.0259 (8)	0.0109 (7)	−0.0042 (7)	−0.0025 (7)
O4	0.0857 (16)	0.0521 (13)	0.0325 (10)	0.0363 (12)	−0.0251 (10)	−0.0152 (9)
O5	0.0792 (16)	0.0522 (13)	0.0526 (13)	0.0394 (12)	−0.0136 (11)	−0.0133 (11)
O6	0.090 (2)	0.089 (2)	0.0523 (15)	0.0562 (15)	−0.0422 (15)	−0.0247 (12)
N1	0.0251 (9)	0.0249 (10)	0.0258 (9)	−0.0016 (8)	−0.0010 (7)	−0.0012 (8)
N2	0.0292 (11)	0.0350 (12)	0.0232 (10)	−0.0003 (8)	−0.0048 (8)	0.0006 (8)
N3	0.0479 (14)	0.0461 (13)	0.0312 (12)	0.0224 (11)	−0.0064 (10)	−0.0008 (10)
C1	0.0298 (12)	0.0313 (13)	0.0317 (12)	−0.0033 (10)	−0.0025 (10)	0.0006 (10)
C2	0.0478 (16)	0.0374 (15)	0.0429 (15)	−0.0093 (12)	−0.0029 (12)	0.0102 (12)
C3	0.0526 (17)	0.0399 (16)	0.0586 (18)	−0.0227 (13)	−0.0045 (15)	0.0066 (14)
C4	0.0372 (14)	0.0418 (15)	0.0431 (15)	−0.0154 (12)	−0.0102 (12)	−0.0038 (12)
C5	0.0239 (11)	0.0283 (12)	0.0295 (11)	−0.0007 (9)	−0.0017 (9)	−0.0079 (9)
C6	0.0250 (11)	0.0321 (13)	0.0263 (11)	0.0014 (9)	0.0003 (9)	−0.0099 (9)
C7	0.0258 (12)	0.0448 (15)	0.0327 (13)	0.0019 (11)	−0.0060 (10)	−0.0133 (11)
C8	0.0372 (15)	0.0559 (18)	0.0261 (12)	0.0111 (12)	−0.0103 (11)	−0.0116 (11)
C9	0.0472 (16)	0.0569 (18)	0.0248 (12)	0.0098 (14)	−0.0045 (11)	0.0030 (12)
C10	0.0409 (14)	0.0456 (16)	0.0293 (13)	−0.0023 (12)	−0.0025 (11)	0.0044 (11)
C11	0.0296 (12)	0.0328 (13)	0.0247 (11)	−0.0082 (10)	−0.0048 (9)	0.0004 (10)
C12	0.0262 (11)	0.0294 (12)	0.0230 (11)	−0.0018 (9)	−0.0030 (9)	−0.0001 (9)
C13	0.0344 (13)	0.0265 (12)	0.0255 (11)	0.0012 (10)	−0.0014 (10)	−0.0032 (9)
C14	0.0313 (12)	0.0284 (12)	0.0267 (11)	0.0071 (10)	−0.0038 (10)	0.0026 (10)
C15	0.0327 (12)	0.0327 (13)	0.0200 (10)	0.0025 (10)	−0.0051 (9)	0.0008 (9)
C16	0.0277 (11)	0.0247 (11)	0.0230 (11)	0.0004 (9)	−0.0008 (9)	0.0005 (9)
C17	0.0266 (11)	0.0266 (12)	0.0278 (11)	0.0015 (9)	−0.0039 (9)	0.0014 (9)
C18	0.0332 (12)	0.0310 (13)	0.0264 (12)	0.0049 (10)	−0.0032 (10)	−0.0030 (10)

Geometric parameters (Å, º)

Cu1—O2	1.9149 (17)	C4—C5	1.383 (3)
Cu1—O3^i	1.9538 (16)	C4—H4	0.9300
Cu1—N1	2.0046 (19)	C5—C6	1.471 (3)
Cu1—N2	2.017 (2)	C6—C7	1.388 (3)
O1—C11	1.227 (3)	C7—C8	1.377 (4)
O2—C11	1.281 (3)	C7—H7	0.9300
O3—C18	1.296 (3)	C8—C9	1.379 (4)
O3—Cu1^ii	1.9538 (16)	C8—H8	0.9300
O4—C18	1.214 (3)	C9—C10	1.380 (4)
O5—N3	1.220 (3)	C9—H9	0.9300
O6—N3	1.213 (3)	C10—H10	0.9300
N1—C1	1.338 (3)	C11—C12	1.509 (3)
N1—C5	1.345 (3)	C12—C13	1.383 (3)
N2—C10	1.333 (3)	C12—C17	1.390 (3)
N2—C6	1.346 (3)	C13—C14	1.378 (3)
N3—C14	1.467 (3)	C13—H13	0.9300
C1—C2	1.376 (3)	C14—C15	1.382 (3)
C1—H1	0.9300	C15—C16	1.385 (3)
C2—C3	1.377 (4)	C15—H15	0.9300
C2—H2	0.9300	C16—C17	1.392 (3)
C3—C4	1.374 (4)	C16—C18	1.515 (3)
C3—H3	0.9300	C17—H17	0.9300
O2—Cu1—O3^i	98.71 (7)	C8—C7—H7	120.4
O2—Cu1—N1	91.11 (7)	C6—C7—H7	120.4
O3^i—Cu1—N1	170.18 (7)	C7—C8—C9	119.2 (2)
O2—Cu1—N2	168.97 (8)	C7—C8—H8	120.4
O3^i—Cu1—N2	89.94 (7)	C9—C8—H8	120.4
N1—Cu1—N2	80.32 (8)	C8—C9—C10	118.8 (3)
C11—O2—Cu1	111.11 (15)	C8—C9—H9	120.6
C18—O3—Cu1^ii	130.20 (15)	C10—C9—H9	120.6
C1—N1—C5	119.5 (2)	N2—C10—C9	122.3 (3)
C1—N1—Cu1	125.16 (15)	N2—C10—H10	118.8
C5—N1—Cu1	115.37 (15)	C9—C10—H10	118.8
C10—N2—C6	119.1 (2)	O1—C11—O2	125.0 (2)
C10—N2—Cu1	126.14 (18)	O1—C11—C12	120.5 (2)
C6—N2—Cu1	114.70 (16)	O2—C11—C12	114.5 (2)
O6—N3—O5	123.6 (2)	C13—C12—C17	119.3 (2)
O6—N3—C14	117.9 (2)	C13—C12—C11	120.1 (2)
O5—N3—C14	118.5 (2)	C17—C12—C11	120.6 (2)
N1—C1—C2	122.1 (2)	C14—C13—C12	118.7 (2)
N1—C1—H1	119.0	C14—C13—H13	120.7
C2—C1—H1	119.0	C12—C13—H13	120.7
C1—C2—C3	118.6 (3)	C13—C14—C15	122.7 (2)
C1—C2—H2	120.7	C13—C14—N3	119.0 (2)
C3—C2—H2	120.7	C15—C14—N3	118.3 (2)
C4—C3—C2	119.7 (3)	C14—C15—C16	118.9 (2)
C4—C3—H3	120.1	C14—C15—H15	120.6
C2—C3—H3	120.1	C16—C15—H15	120.6
C3—C4—C5	119.1 (2)	C15—C16—C17	118.9 (2)
C3—C4—H4	120.4	C15—C16—C18	117.43 (19)
C5—C4—H4	120.4	C17—C16—C18	123.7 (2)
N1—C5—C4	121.1 (2)	C12—C17—C16	121.6 (2)
N1—C5—C6	114.5 (2)	C12—C17—H17	119.2
C4—C5—C6	124.4 (2)	C16—C17—H17	119.2
N2—C6—C7	121.3 (2)	O4—C18—O3	126.7 (2)
N2—C6—C5	114.67 (19)	O4—C18—C16	118.1 (2)
C7—C6—C5	124.0 (2)	O3—C18—C16	115.13 (19)
C8—C7—C6	119.1 (2)

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