Buy article online - an online subscription or single-article purchase is required to access this article.
In the title complex, {[Cu(C8H4O4)(C12H8N2)(H2O)]·C3H7NO·H2O}n, the Cu atom is surrounded by two O atoms from two isophthalate dianions, an aqua O atom and two N atoms from a phenanthroline heterocycle in a distorted square-pyramidal geometry. The isophthalate dianion functions as a bridge between two Cu atoms and generates a one-dimensional zigzag chain coordination polymer.
Supporting information
CCDC reference: 238672
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.004 Å
- R factor = 0.039
- wR factor = 0.117
- Data-to-parameter ratio = 13.0
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT165_ALERT_3_C Nr. of Status R Flagged Non-Hydrogen Atoms ..... 2
PLAT244_ALERT_4_C Low Solvent U(eq) as Compared to Neighbors .... N3
PLAT380_ALERT_4_C Incorrectly Oriented X(sp2)-Methyl Moiety ...... C21
PLAT751_ALERT_4_C Bond Calc 1.46706, Rep 1.467(5) ...... Senseless su
N3 -C22 1.555 1.555
PLAT751_ALERT_4_C Bond Calc 1.52744, Rep 1.527(5) ...... Senseless su
N3 -C21 1.555 1.555
PLAT752_ALERT_4_C Angle Calc 119.23, Rep 119.2(3) ...... Senseless su
C23 -N3 -C22 1.555 1.555 1.555
PLAT752_ALERT_4_C Angle Calc 117.88, Rep 117.8(3) ...... Senseless su
C23 -N3 -C21 1.555 1.555 1.555
PLAT752_ALERT_4_C Angle Calc 122.25, Rep 122.3(3) ...... Senseless su
C22 -N3 -C21 1.555 1.555 1.555
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
8 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
0 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
1 ALERT type 3 Indicator that the structure quality may be low
7 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART (Bruker, 2000); cell refinement: SMART; data reduction: SAINT (Bruker, 2000); program(s) used to solve structure: SHELXTL (Bruker, 2000); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.
catena-Poly[[[aqua(1,10-phenanthroline)copper(II)]-µ-isophthalato]
N,
N -dimethylformamide solvate monohydrate]
top
Crystal data top
[Cu(C8H4O4)(C12H8N2)(H2O)]·C3H7NO·H2O | F(000) = 1068 |
Mr = 516.98 | Dx = 1.496 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 654 reflections |
a = 6.9009 (2) Å | θ = 2.4–23.0° |
b = 31.1833 (9) Å | µ = 1.00 mm−1 |
c = 10.7808 (3) Å | T = 293 K |
β = 98.312 (1)° | Prism, blue |
V = 2295.58 (11) Å3 | 0.45 × 0.38 × 0.27 mm |
Z = 4 | |
Data collection top
Bruker SMART CCD area-detector diffractometer | 4037 independent reflections |
Radiation source: fine-focus sealed tube | 3652 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.020 |
φ and ω scans | θmax = 25.0°, θmin = 2.0° |
Absorption correction: multi-scan (SADABS; Bruker, 2000) | h = −8→8 |
Tmin = 0.635, Tmax = 0.764 | k = −36→27 |
11975 measured reflections | l = −12→12 |
Refinement top
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.039 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.117 | w = 1/[σ2(Fo2) + (0.07P)2 + 1.5778P] where P = (Fo2 + 2Fc2)/3 |
S = 1.08 | (Δ/σ)max < 0.001 |
4037 reflections | Δρmax = 0.81 e Å−3 |
311 parameters | Δρmin = −0.74 e Å−3 |
2 restraints | Extinction correction: SHELXL97, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0009 (2) |
Special details top
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 (Å2) top | x | y | z | Uiso*/Ueq | |
Cu1 | 0.17475 (4) | 0.620016 (9) | 0.08646 (3) | 0.02989 (15) | |
O1 | 0.1552 (3) | 0.65439 (6) | 0.23691 (19) | 0.0378 (4) | |
O2 | −0.1451 (3) | 0.62753 (6) | 0.2188 (2) | 0.0424 (5) | |
O3 | 0.0544 (3) | 0.83322 (6) | 0.48437 (19) | 0.0419 (5) | |
O4 | 0.3102 (3) | 0.78868 (7) | 0.4960 (2) | 0.0543 (6) | |
O5 | 0.4928 (3) | 0.63671 (7) | 0.0615 (2) | 0.0465 (5) | |
H5C | 0.4992 | 0.6621 | 0.0425 | 0.070* | |
H5B | 0.5620 | 0.6366 | 0.1300 | 0.070* | |
O6 | 0.4930 (5) | 0.60213 (9) | 0.5488 (3) | 0.0793 (8) | |
O7 | 0.8216 (6) | 0.57293 (11) | 0.4354 (3) | 0.0885 (10) | |
N1 | 0.2378 (3) | 0.56465 (7) | 0.1782 (2) | 0.0334 (5) | |
N2 | 0.1606 (3) | 0.58028 (7) | −0.0637 (2) | 0.0315 (5) | |
N3 | 0.4726 (6) | 0.66380 (10) | 0.6575 (3) | 0.0706 (9) | |
C1 | 0.2737 (5) | 0.55781 (10) | 0.3010 (3) | 0.0461 (7) | |
H1 | 0.2666 | 0.5807 | 0.3553 | 0.055* | |
C2 | 0.3218 (5) | 0.51730 (12) | 0.3510 (3) | 0.0557 (8) | |
H2 | 0.3443 | 0.5135 | 0.4375 | 0.067* | |
C3 | 0.3359 (5) | 0.48348 (10) | 0.2744 (3) | 0.0519 (8) | |
H3 | 0.3699 | 0.4566 | 0.3079 | 0.062* | |
C4 | 0.2989 (4) | 0.48918 (8) | 0.1442 (3) | 0.0399 (7) | |
C5 | 0.3075 (4) | 0.45589 (9) | 0.0522 (4) | 0.0501 (8) | |
H5A | 0.3415 | 0.4282 | 0.0790 | 0.060* | |
C6 | 0.2676 (4) | 0.46394 (9) | −0.0708 (4) | 0.0489 (8) | |
H6 | 0.2743 | 0.4417 | −0.1275 | 0.059* | |
C7 | 0.2147 (4) | 0.50609 (9) | −0.1173 (3) | 0.0390 (6) | |
C8 | 0.1721 (4) | 0.51709 (11) | −0.2445 (3) | 0.0495 (8) | |
H8 | 0.1753 | 0.4963 | −0.3059 | 0.059* | |
C9 | 0.1257 (5) | 0.55848 (12) | −0.2778 (3) | 0.0535 (8) | |
H9 | 0.0975 | 0.5660 | −0.3619 | 0.064* | |
C10 | 0.1211 (4) | 0.58935 (10) | −0.1846 (3) | 0.0432 (7) | |
H10 | 0.0890 | 0.6174 | −0.2084 | 0.052* | |
C11 | 0.2064 (3) | 0.53919 (8) | −0.0306 (2) | 0.0311 (5) | |
C12 | 0.2489 (3) | 0.53049 (8) | 0.1009 (3) | 0.0304 (5) | |
C13 | −0.0204 (4) | 0.65528 (8) | 0.2586 (2) | 0.0317 (6) | |
C14 | −0.0804 (4) | 0.69192 (8) | 0.3353 (2) | 0.0322 (6) | |
C15 | 0.0504 (4) | 0.72539 (8) | 0.3724 (2) | 0.0322 (5) | |
H15 | 0.1774 | 0.7242 | 0.3532 | 0.039* | |
C16 | −0.0081 (4) | 0.76028 (8) | 0.4374 (2) | 0.0329 (6) | |
C17 | −0.1975 (4) | 0.76158 (9) | 0.4676 (3) | 0.0413 (7) | |
H17 | −0.2375 | 0.7848 | 0.5116 | 0.050* | |
C18 | −0.3263 (4) | 0.72828 (10) | 0.4322 (3) | 0.0473 (7) | |
H18 | −0.4526 | 0.7292 | 0.4527 | 0.057* | |
C19 | −0.2687 (4) | 0.69376 (9) | 0.3669 (3) | 0.0424 (7) | |
H19 | −0.3561 | 0.6715 | 0.3437 | 0.051* | |
C20 | 0.1335 (4) | 0.79641 (8) | 0.4763 (2) | 0.0345 (6) | |
C23 | 0.4160 (5) | 0.63539 (10) | 0.5687 (3) | 0.0718 (11) | |
H23 | 0.3021 | 0.6420 | 0.5149 | 0.086* | |
C21 | 0.3270 (5) | 0.69863 (10) | 0.6817 (3) | 0.145 (3) | |
H21A | 0.2156 | 0.6977 | 0.6171 | 0.217* | |
H21B | 0.3888 | 0.7262 | 0.6814 | 0.217* | |
H21C | 0.2851 | 0.6938 | 0.7616 | 0.217* | |
C22 | 0.6582 (5) | 0.65719 (10) | 0.7405 (3) | 0.143 (3) | |
H22A | 0.6961 | 0.6276 | 0.7377 | 0.214* | |
H22B | 0.6423 | 0.6647 | 0.8248 | 0.214* | |
H22C | 0.7578 | 0.6749 | 0.7134 | 0.214* | |
H7B | 0.818 (14) | 0.588 (3) | 0.374 (7) | 0.214* | |
H7C | 0.749 (13) | 0.590 (3) | 0.465 (9) | 0.214* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Cu1 | 0.0359 (2) | 0.0181 (2) | 0.0355 (2) | 0.00171 (11) | 0.00450 (14) | −0.00244 (11) |
O1 | 0.0358 (10) | 0.0300 (10) | 0.0476 (11) | 0.0013 (8) | 0.0053 (8) | −0.0142 (8) |
O2 | 0.0403 (11) | 0.0300 (10) | 0.0554 (12) | −0.0037 (8) | 0.0019 (9) | −0.0129 (9) |
O3 | 0.0473 (12) | 0.0208 (9) | 0.0553 (12) | −0.0007 (8) | −0.0005 (9) | −0.0057 (8) |
O4 | 0.0402 (12) | 0.0372 (12) | 0.0855 (17) | −0.0026 (9) | 0.0087 (11) | −0.0235 (11) |
O5 | 0.0361 (11) | 0.0348 (11) | 0.0664 (14) | −0.0001 (8) | −0.0004 (10) | 0.0022 (10) |
O6 | 0.109 (2) | 0.0588 (17) | 0.0692 (17) | 0.0075 (16) | 0.0095 (16) | −0.0078 (14) |
O7 | 0.123 (3) | 0.068 (2) | 0.077 (2) | 0.0182 (17) | 0.0242 (19) | 0.0142 (15) |
N1 | 0.0344 (12) | 0.0261 (11) | 0.0382 (12) | 0.0021 (9) | 0.0005 (9) | −0.0013 (9) |
N2 | 0.0318 (11) | 0.0268 (11) | 0.0363 (12) | −0.0021 (8) | 0.0056 (9) | −0.0016 (9) |
N3 | 0.108 (3) | 0.0552 (18) | 0.0475 (16) | 0.0152 (18) | 0.0072 (17) | 0.0018 (14) |
C1 | 0.0490 (18) | 0.0467 (17) | 0.0399 (15) | 0.0063 (14) | −0.0025 (13) | 0.0004 (13) |
C2 | 0.054 (2) | 0.059 (2) | 0.0505 (18) | 0.0084 (16) | −0.0032 (15) | 0.0174 (16) |
C3 | 0.0409 (17) | 0.0392 (17) | 0.074 (2) | 0.0072 (13) | 0.0030 (15) | 0.0204 (16) |
C4 | 0.0257 (13) | 0.0255 (13) | 0.068 (2) | 0.0005 (10) | 0.0064 (12) | 0.0028 (12) |
C5 | 0.0355 (15) | 0.0208 (14) | 0.096 (3) | 0.0016 (11) | 0.0160 (16) | −0.0031 (15) |
C6 | 0.0378 (16) | 0.0294 (15) | 0.082 (2) | −0.0027 (12) | 0.0156 (15) | −0.0222 (15) |
C7 | 0.0270 (13) | 0.0337 (15) | 0.0580 (18) | −0.0061 (11) | 0.0114 (12) | −0.0168 (13) |
C8 | 0.0415 (16) | 0.058 (2) | 0.0515 (18) | −0.0093 (14) | 0.0142 (14) | −0.0266 (15) |
C9 | 0.0535 (19) | 0.070 (2) | 0.0378 (16) | −0.0110 (16) | 0.0083 (14) | −0.0080 (15) |
C10 | 0.0462 (16) | 0.0416 (16) | 0.0415 (16) | −0.0031 (13) | 0.0056 (13) | 0.0015 (13) |
C11 | 0.0233 (12) | 0.0269 (13) | 0.0438 (14) | −0.0034 (9) | 0.0071 (10) | −0.0085 (11) |
C12 | 0.0233 (12) | 0.0216 (12) | 0.0461 (15) | 0.0002 (9) | 0.0047 (10) | −0.0012 (11) |
C13 | 0.0366 (14) | 0.0222 (12) | 0.0354 (13) | 0.0005 (10) | 0.0019 (11) | −0.0029 (10) |
C14 | 0.0363 (14) | 0.0236 (12) | 0.0370 (13) | −0.0010 (10) | 0.0059 (11) | −0.0025 (10) |
C15 | 0.0321 (13) | 0.0270 (13) | 0.0382 (13) | 0.0008 (10) | 0.0072 (11) | −0.0044 (11) |
C16 | 0.0396 (14) | 0.0226 (12) | 0.0367 (14) | 0.0004 (10) | 0.0066 (11) | −0.0025 (10) |
C17 | 0.0472 (17) | 0.0283 (14) | 0.0516 (17) | 0.0024 (11) | 0.0180 (13) | −0.0096 (12) |
C18 | 0.0406 (16) | 0.0385 (16) | 0.067 (2) | −0.0024 (13) | 0.0233 (15) | −0.0119 (14) |
C19 | 0.0388 (15) | 0.0310 (14) | 0.0589 (18) | −0.0063 (11) | 0.0123 (13) | −0.0085 (13) |
C20 | 0.0423 (16) | 0.0261 (13) | 0.0362 (14) | −0.0018 (11) | 0.0095 (11) | −0.0062 (10) |
C23 | 0.084 (3) | 0.073 (3) | 0.056 (2) | 0.006 (2) | 0.000 (2) | 0.005 (2) |
C21 | 0.277 (9) | 0.087 (4) | 0.083 (3) | 0.082 (5) | 0.066 (5) | 0.013 (3) |
C22 | 0.143 (6) | 0.099 (4) | 0.159 (6) | 0.009 (4) | −0.067 (5) | −0.033 (4) |
Geometric parameters (Å, º) top
Cu1—O3i | 1.9400 (18) | C5—H5A | 0.9300 |
Cu1—O1 | 1.9650 (18) | C6—C7 | 1.435 (4) |
Cu1—N1 | 2.006 (2) | C6—H6 | 0.9300 |
Cu1—N2 | 2.029 (2) | C7—C11 | 1.400 (4) |
Cu1—O5 | 2.309 (2) | C7—C8 | 1.403 (5) |
O1—C13 | 1.268 (3) | C8—C9 | 1.365 (5) |
O2—C13 | 1.252 (3) | C8—H8 | 0.9300 |
O3—C20 | 1.279 (3) | C9—C10 | 1.395 (4) |
O3—Cu1ii | 1.9400 (18) | C9—H9 | 0.9300 |
O4—C20 | 1.231 (3) | C10—H10 | 0.9300 |
O5—H5C | 0.8200 | C11—C12 | 1.431 (4) |
O5—H5B | 0.8201 | C13—C14 | 1.503 (3) |
O6—C23 | 1.199 (4) | C14—C19 | 1.391 (4) |
O7—H7B | 0.82 (6) | C14—C15 | 1.400 (4) |
O7—H7C | 0.82 (6) | C15—C16 | 1.386 (4) |
N1—C1 | 1.329 (4) | C15—H15 | 0.9300 |
N1—C12 | 1.361 (3) | C16—C17 | 1.393 (4) |
N2—C10 | 1.323 (4) | C16—C20 | 1.511 (4) |
N2—C11 | 1.355 (3) | C17—C18 | 1.384 (4) |
N3—C23 | 1.321 (4) | C17—H17 | 0.9300 |
N3—C22 | 1.467 (5) | C18—C19 | 1.376 (4) |
N3—C21 | 1.527 (5) | C18—H18 | 0.9300 |
C1—C2 | 1.394 (4) | C19—H19 | 0.9300 |
C1—H1 | 0.9300 | C23—H23 | 0.9300 |
C2—C3 | 1.352 (5) | C21—H21A | 0.9600 |
C2—H2 | 0.9300 | C21—H21B | 0.9600 |
C3—C4 | 1.401 (5) | C21—H21C | 0.9600 |
C3—H3 | 0.9300 | C22—H22A | 0.9600 |
C4—C12 | 1.397 (4) | C22—H22B | 0.9600 |
C4—C5 | 1.443 (4) | C22—H22C | 0.9600 |
C5—C6 | 1.339 (5) | | |
| | | |
O3i—Cu1—O1 | 89.04 (8) | C8—C9—H9 | 120.3 |
O3i—Cu1—N1 | 166.23 (9) | C10—C9—H9 | 120.3 |
O1—Cu1—N1 | 95.67 (8) | N2—C10—C9 | 122.6 (3) |
O3i—Cu1—N2 | 92.25 (9) | N2—C10—H10 | 118.7 |
O1—Cu1—N2 | 171.98 (8) | C9—C10—H10 | 118.7 |
N1—Cu1—N2 | 81.35 (8) | N2—C11—C7 | 123.5 (3) |
O3i—Cu1—O5 | 95.77 (8) | N2—C11—C12 | 116.5 (2) |
O1—Cu1—O5 | 98.81 (8) | C7—C11—C12 | 120.0 (2) |
N1—Cu1—O5 | 96.28 (8) | N1—C12—C4 | 123.4 (3) |
N2—Cu1—O5 | 88.93 (8) | N1—C12—C11 | 115.9 (2) |
C13—O1—Cu1 | 110.23 (16) | C4—C12—C11 | 120.7 (2) |
C20—O3—Cu1ii | 124.11 (18) | O2—C13—O1 | 123.4 (2) |
Cu1—O5—H5C | 109.5 | O2—C13—C14 | 118.9 (2) |
Cu1—O5—H5B | 109.5 | O1—C13—C14 | 117.7 (2) |
H5C—O5—H5B | 100.5 | C19—C14—C15 | 119.1 (2) |
H7B—O7—H7C | 90 (8) | C19—C14—C13 | 120.5 (2) |
C1—N1—C12 | 117.7 (2) | C15—C14—C13 | 120.4 (2) |
C1—N1—Cu1 | 128.7 (2) | C16—C15—C14 | 120.5 (2) |
C12—N1—Cu1 | 113.54 (17) | C16—C15—H15 | 119.8 |
C10—N2—C11 | 117.9 (2) | C14—C15—H15 | 119.8 |
C10—N2—Cu1 | 129.39 (19) | C15—C16—C17 | 119.5 (2) |
C11—N2—Cu1 | 112.64 (17) | C15—C16—C20 | 120.2 (2) |
C23—N3—C22 | 119.2 (3) | C17—C16—C20 | 120.3 (2) |
C23—N3—C21 | 117.8 (3) | C18—C17—C16 | 120.0 (2) |
C22—N3—C21 | 122.3 (3) | C18—C17—H17 | 120.0 |
N1—C1—C2 | 122.0 (3) | C16—C17—H17 | 120.0 |
N1—C1—H1 | 119.0 | C19—C18—C17 | 120.4 (3) |
C2—C1—H1 | 119.0 | C19—C18—H18 | 119.8 |
C3—C2—C1 | 120.3 (3) | C17—C18—H18 | 119.8 |
C3—C2—H2 | 119.8 | C18—C19—C14 | 120.5 (3) |
C1—C2—H2 | 119.8 | C18—C19—H19 | 119.8 |
C2—C3—C4 | 119.6 (3) | C14—C19—H19 | 119.8 |
C2—C3—H3 | 120.2 | O4—C20—O3 | 125.9 (2) |
C4—C3—H3 | 120.2 | O4—C20—C16 | 119.1 (2) |
C12—C4—C3 | 116.9 (3) | O3—C20—C16 | 115.0 (2) |
C12—C4—C5 | 117.8 (3) | O6—C23—N3 | 128.1 (3) |
C3—C4—C5 | 125.3 (3) | O6—C23—H23 | 115.9 |
C6—C5—C4 | 121.6 (3) | N3—C23—H23 | 115.9 |
C6—C5—H5A | 119.2 | N3—C21—H21A | 109.5 |
C4—C5—H5A | 119.2 | N3—C21—H21B | 109.5 |
C5—C6—C7 | 121.6 (3) | H21A—C21—H21B | 109.5 |
C5—C6—H6 | 119.2 | N3—C21—H21C | 109.5 |
C7—C6—H6 | 119.2 | H21A—C21—H21C | 109.5 |
C11—C7—C8 | 116.7 (3) | H21B—C21—H21C | 109.5 |
C11—C7—C6 | 118.4 (3) | N3—C22—H22A | 109.5 |
C8—C7—C6 | 124.9 (3) | N3—C22—H22B | 109.5 |
C9—C8—C7 | 119.7 (3) | H22A—C22—H22B | 109.5 |
C9—C8—H8 | 120.1 | N3—C22—H22C | 109.5 |
C7—C8—H8 | 120.1 | H22A—C22—H22C | 109.5 |
C8—C9—C10 | 119.5 (3) | H22B—C22—H22C | 109.5 |
Symmetry codes: (i) x, −y+3/2, z−1/2; (ii) x, −y+3/2, z+1/2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O7—H7C···O6 | 0.82 (6) | 2.14 (7) | 2.876 (5) | 151 (10) |
O7—H7B···O2iii | 0.82 (6) | 2.12 (6) | 2.926 (4) | 172 (10) |
O5—H5B···O2iii | 0.82 | 2.13 | 2.825 (3) | 143 |
O5—H5C···O4i | 0.82 | 2.03 | 2.691 (3) | 137 |
Symmetry codes: (i) x, −y+3/2, z−1/2; (iii) x+1, y, z. |
Subscribe to Acta Crystallographica Section E: Crystallographic Communications
The full text of this article is available to subscribers to the journal.
If you have already registered and are using a computer listed in your registration details, please email
support@iucr.org for assistance.