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The structure of [Cd(C8H4O4)(C9H10N2O)2(H2O)2]n, consists of linear chains with terephthalate anions bridging the Cd atoms. The Cd atom exists in an octahedral coordination environment, coordinated by two water O atoms, two N atoms of the benzimidazole ligands and two terephthalate O atoms. The Cd atom and the terephthalate group both lie on inversion centers. Interchain hydrogen bonds form a three-dimensional supramolecular framework.
Supporting information
CCDC reference: 633974
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.004 Å
- R factor = 0.028
- wR factor = 0.064
- Data-to-parameter ratio = 15.9
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given ....... ?
PLAT153_ALERT_1_C The su's on the Cell Axes are Equal (x 100000) . 500 Ang.
PLAT154_ALERT_1_C The su's on the Cell Angles are Equal (x 10000) 500 Deg.
PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.79 Ratio
PLAT731_ALERT_1_C Bond Calc 0.86(3), Rep 0.857(10) ...... 3.00 su-Ra
O3W -H3A 1.555 1.555
PLAT735_ALERT_1_C D-H Calc 0.86(3), Rep 0.857(10) ...... 3.00 su-Ra
O3W -H3A 1.555 1.555
Alert level G
PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature 293 K
PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature . 293 K
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
6 ALERT level C = Check and explain
2 ALERT level G = General alerts; check
6 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
0 ALERT type 3 Indicator that the structure quality may be low
1 ALERT type 4 Improvement, methodology, query or suggestion
0 ALERT type 5 Informative message, check
Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL-Plus (Sheldrick, 1990); software used to prepare material for publication: SHELXL97.
Crystal data top
C26H28CdN4O8 | Z = 1 |
Mr = 636.92 | F(000) = 324 |
Triclinic, P1 | Dx = 1.611 Mg m−3 |
a = 7.622 (5) Å | Mo Kα radiation, λ = 0.71069 Å |
b = 8.714 (5) Å | Cell parameters from 286 reflections |
c = 11.082 (5) Å | θ = 2.1–28.2° |
α = 94.120 (5)° | µ = 0.89 mm−1 |
β = 103.502 (5)° | T = 293 K |
γ = 111.320 (5)° | Block, colorless |
V = 656.7 (6) Å3 | 0.22 × 0.19 × 0.17 mm |
Data collection top
Bruker SMART APEX2 CCD diffractometer | 2957 independent reflections |
Radiation source: fine-focus sealed tube | 2888 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.014 |
φ and ω scans | θmax = 28.3°, θmin = 1.9° |
Absorption correction: multi-scan (SADABS; Bruker, 2004) | h = −10→10 |
Tmin = 0.829, Tmax = 0.864 | k = −11→11 |
4086 measured reflections | l = −14→10 |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.028 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.064 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.05 | w = 1/[σ2(Fo2) + (0.0261P)2 + 0.3405P] where P = (Fo2 + 2Fc2)/3 |
2957 reflections | (Δ/σ)max < 0.001 |
186 parameters | Δρmax = 0.34 e Å−3 |
3 restraints | Δρmin = −0.37 e Å−3 |
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 | |
Cd1 | 0.0000 | 0.0000 | 0.0000 | 0.02386 (8) | |
O1 | 0.2081 (2) | 0.0342 (2) | 0.19844 (14) | 0.0325 (4) | |
O3W | −0.2438 (3) | 0.0440 (2) | 0.07786 (17) | 0.0365 (4) | |
O2 | 0.4052 (2) | −0.0866 (2) | 0.15584 (15) | 0.0324 (4) | |
N1 | −0.1281 (3) | −0.2802 (2) | 0.00180 (18) | 0.0282 (4) | |
O4 | −0.2183 (4) | −0.5525 (2) | −0.28498 (19) | 0.0614 (6) | |
N2 | −0.2735 (3) | −0.5555 (2) | −0.05820 (19) | 0.0328 (4) | |
H2 | −0.3170 | −0.6518 | −0.1051 | 0.039* | |
C3 | −0.1793 (3) | −0.4071 (3) | −0.0889 (2) | 0.0294 (5) | |
C4 | −0.2880 (3) | −0.5250 (3) | 0.0625 (2) | 0.0301 (5) | |
C5 | −0.3743 (4) | −0.6294 (3) | 0.1395 (3) | 0.0384 (6) | |
H5 | −0.4383 | −0.7445 | 0.1129 | 0.046* | |
C11 | 0.4231 (3) | −0.0094 (3) | 0.3706 (2) | 0.0267 (5) | |
C2 | −0.1427 (4) | −0.3930 (3) | −0.2150 (2) | 0.0363 (5) | |
H2A | −0.2058 | −0.3254 | −0.2575 | 0.044* | |
H2B | −0.0030 | −0.3399 | −0.2053 | 0.044* | |
C10 | 0.3390 (3) | −0.0217 (3) | 0.2308 (2) | 0.0252 (4) | |
C9 | −0.1946 (3) | −0.3517 (3) | 0.1003 (2) | 0.0274 (5) | |
C8 | −0.1815 (4) | −0.2778 (3) | 0.2191 (2) | 0.0354 (5) | |
H8 | −0.1183 | −0.1627 | 0.2457 | 0.042* | |
C12 | 0.3376 (4) | 0.0370 (3) | 0.4562 (2) | 0.0359 (6) | |
H12 | 0.2283 | 0.0625 | 0.4275 | 0.043* | |
C6 | −0.3608 (4) | −0.5552 (3) | 0.2564 (3) | 0.0422 (6) | |
H6 | −0.4159 | −0.6216 | 0.3108 | 0.051* | |
C7 | −0.2657 (4) | −0.3816 (3) | 0.2961 (3) | 0.0423 (6) | |
H7 | −0.2594 | −0.3353 | 0.3761 | 0.051* | |
C1 | −0.2059 (6) | −0.5525 (4) | −0.4080 (3) | 0.0699 (10) | |
H1A | −0.2599 | −0.6657 | −0.4521 | 0.105* | |
H1B | −0.0709 | −0.4999 | −0.4074 | 0.105* | |
H1C | −0.2782 | −0.4921 | −0.4496 | 0.105* | |
C13 | 0.4132 (4) | 0.0459 (3) | 0.5844 (2) | 0.0364 (6) | |
H13 | 0.3536 | 0.0767 | 0.6407 | 0.044* | |
H3B | −0.308 (4) | 0.061 (4) | 0.0087 (18) | 0.068 (11)* | |
H3A | −0.328 (3) | −0.004 (4) | 0.117 (2) | 0.059 (10)* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Cd1 | 0.02560 (13) | 0.02390 (12) | 0.02063 (12) | 0.01003 (9) | 0.00297 (8) | 0.00485 (8) |
O1 | 0.0363 (9) | 0.0393 (9) | 0.0221 (8) | 0.0195 (8) | 0.0005 (7) | 0.0054 (7) |
O3W | 0.0340 (9) | 0.0488 (11) | 0.0319 (10) | 0.0200 (8) | 0.0117 (8) | 0.0107 (8) |
O2 | 0.0404 (9) | 0.0381 (9) | 0.0217 (8) | 0.0186 (8) | 0.0085 (7) | 0.0063 (7) |
N1 | 0.0312 (10) | 0.0262 (10) | 0.0258 (10) | 0.0110 (8) | 0.0058 (8) | 0.0048 (8) |
O4 | 0.1039 (19) | 0.0377 (11) | 0.0346 (11) | 0.0143 (12) | 0.0286 (11) | 0.0001 (9) |
N2 | 0.0394 (11) | 0.0239 (9) | 0.0329 (11) | 0.0107 (9) | 0.0103 (9) | 0.0008 (8) |
C3 | 0.0309 (12) | 0.0277 (11) | 0.0286 (12) | 0.0125 (10) | 0.0054 (9) | 0.0041 (9) |
C4 | 0.0335 (12) | 0.0263 (11) | 0.0319 (12) | 0.0148 (10) | 0.0070 (10) | 0.0031 (9) |
C5 | 0.0451 (15) | 0.0274 (12) | 0.0472 (15) | 0.0150 (11) | 0.0181 (12) | 0.0119 (11) |
C11 | 0.0310 (12) | 0.0281 (11) | 0.0201 (10) | 0.0134 (9) | 0.0025 (9) | 0.0037 (8) |
C2 | 0.0426 (14) | 0.0358 (13) | 0.0286 (12) | 0.0130 (11) | 0.0109 (11) | 0.0034 (10) |
C10 | 0.0275 (11) | 0.0234 (10) | 0.0199 (10) | 0.0070 (9) | 0.0022 (8) | 0.0045 (8) |
C9 | 0.0278 (11) | 0.0283 (11) | 0.0264 (11) | 0.0121 (9) | 0.0056 (9) | 0.0075 (9) |
C8 | 0.0464 (15) | 0.0286 (12) | 0.0305 (13) | 0.0140 (11) | 0.0113 (11) | 0.0040 (10) |
C12 | 0.0387 (14) | 0.0540 (16) | 0.0250 (12) | 0.0317 (12) | 0.0050 (10) | 0.0082 (11) |
C6 | 0.0526 (16) | 0.0399 (14) | 0.0414 (15) | 0.0186 (13) | 0.0220 (13) | 0.0198 (12) |
C7 | 0.0582 (17) | 0.0431 (15) | 0.0312 (13) | 0.0224 (13) | 0.0176 (12) | 0.0094 (11) |
C1 | 0.106 (3) | 0.059 (2) | 0.0381 (17) | 0.021 (2) | 0.0276 (18) | −0.0004 (15) |
C13 | 0.0445 (14) | 0.0536 (16) | 0.0212 (11) | 0.0310 (13) | 0.0085 (10) | 0.0059 (10) |
Geometric parameters (Å, º) top
Cd1—N1 | 2.280 (2) | C5—C6 | 1.370 (4) |
Cd1—N1i | 2.280 (2) | C5—H5 | 0.9300 |
Cd1—O1 | 2.3183 (18) | C11—C12 | 1.383 (3) |
Cd1—O1i | 2.3183 (18) | C11—C13ii | 1.389 (3) |
Cd1—O3W | 2.359 (2) | C11—C10 | 1.512 (3) |
Cd1—O3Wi | 2.359 (2) | C2—H2A | 0.9700 |
O1—C10 | 1.254 (3) | C2—H2B | 0.9700 |
O3W—H3B | 0.862 (10) | C9—C8 | 1.388 (3) |
O3W—H3A | 0.857 (10) | C8—C7 | 1.380 (3) |
O2—C10 | 1.265 (3) | C8—H8 | 0.9300 |
N1—C3 | 1.315 (3) | C12—C13 | 1.388 (3) |
N1—C9 | 1.402 (3) | C12—H12 | 0.9300 |
O4—C2 | 1.386 (3) | C6—C7 | 1.402 (4) |
O4—C1 | 1.389 (3) | C6—H6 | 0.9300 |
N2—C3 | 1.343 (3) | C7—H7 | 0.9300 |
N2—C4 | 1.382 (3) | C1—H1A | 0.9600 |
N2—H2 | 0.8600 | C1—H1B | 0.9600 |
C3—C2 | 1.493 (3) | C1—H1C | 0.9600 |
C4—C5 | 1.388 (3) | C13—C11ii | 1.389 (3) |
C4—C9 | 1.397 (3) | C13—H13 | 0.9300 |
| | | |
N1—Cd1—N1i | 180.00 (15) | C12—C11—C10 | 120.7 (2) |
N1—Cd1—O1 | 88.26 (6) | C13ii—C11—C10 | 120.6 (2) |
N1i—Cd1—O1 | 91.74 (6) | O4—C2—C3 | 108.3 (2) |
N1—Cd1—O1i | 91.74 (6) | O4—C2—H2A | 110.0 |
N1i—Cd1—O1i | 88.26 (6) | C3—C2—H2A | 110.0 |
O1—Cd1—O1i | 180.00 (5) | O4—C2—H2B | 110.0 |
N1—Cd1—O3W | 92.80 (7) | C3—C2—H2B | 110.0 |
N1i—Cd1—O3W | 87.20 (7) | H2A—C2—H2B | 108.4 |
O1—Cd1—O3W | 94.20 (7) | O1—C10—O2 | 125.1 (2) |
O1i—Cd1—O3W | 85.80 (7) | O1—C10—C11 | 116.81 (19) |
N1—Cd1—O3Wi | 87.20 (7) | O2—C10—C11 | 118.10 (19) |
N1i—Cd1—O3Wi | 92.80 (7) | C8—C9—C4 | 120.5 (2) |
O1—Cd1—O3Wi | 85.80 (7) | C8—C9—N1 | 130.5 (2) |
O1i—Cd1—O3Wi | 94.20 (7) | C4—C9—N1 | 108.9 (2) |
O3W—Cd1—O3Wi | 180.00 (7) | C7—C8—C9 | 117.5 (2) |
C10—O1—Cd1 | 128.85 (14) | C7—C8—H8 | 121.3 |
Cd1—O3W—H3B | 97 (2) | C9—C8—H8 | 121.3 |
Cd1—O3W—H3A | 140 (2) | C11—C12—C13 | 120.6 (2) |
H3B—O3W—H3A | 107 (2) | C11—C12—H12 | 119.7 |
C3—N1—C9 | 105.10 (19) | C13—C12—H12 | 119.7 |
C3—N1—Cd1 | 129.85 (16) | C5—C6—C7 | 121.5 (2) |
C9—N1—Cd1 | 124.52 (14) | C5—C6—H6 | 119.2 |
C2—O4—C1 | 112.9 (2) | C7—C6—H6 | 119.2 |
C3—N2—C4 | 107.52 (19) | C8—C7—C6 | 121.5 (2) |
C3—N2—H2 | 126.2 | C8—C7—H7 | 119.3 |
C4—N2—H2 | 126.2 | C6—C7—H7 | 119.3 |
N1—C3—N2 | 113.1 (2) | O4—C1—H1A | 109.5 |
N1—C3—C2 | 125.0 (2) | O4—C1—H1B | 109.5 |
N2—C3—C2 | 121.9 (2) | H1A—C1—H1B | 109.5 |
N2—C4—C5 | 132.6 (2) | O4—C1—H1C | 109.5 |
N2—C4—C9 | 105.3 (2) | H1A—C1—H1C | 109.5 |
C5—C4—C9 | 122.1 (2) | H1B—C1—H1C | 109.5 |
C6—C5—C4 | 117.0 (2) | C12—C13—C11ii | 120.7 (2) |
C6—C5—H5 | 121.5 | C12—C13—H13 | 119.7 |
C4—C5—H5 | 121.5 | C11ii—C13—H13 | 119.7 |
C12—C11—C13ii | 118.7 (2) | | |
| | | |
N1—Cd1—O1—C10 | 62.65 (19) | N2—C3—C2—O4 | −0.8 (3) |
N1i—Cd1—O1—C10 | −117.35 (19) | Cd1—O1—C10—O2 | 12.5 (3) |
O3W—Cd1—O1—C10 | 155.33 (19) | Cd1—O1—C10—C11 | −167.71 (14) |
O3Wi—Cd1—O1—C10 | −24.67 (19) | C12—C11—C10—O1 | 9.8 (3) |
O1—Cd1—N1—C3 | −139.2 (2) | C13ii—C11—C10—O1 | −170.8 (2) |
O1i—Cd1—N1—C3 | 40.8 (2) | C12—C11—C10—O2 | −170.4 (2) |
O3W—Cd1—N1—C3 | 126.7 (2) | C13ii—C11—C10—O2 | 9.1 (3) |
O3Wi—Cd1—N1—C3 | −53.3 (2) | N2—C4—C9—C8 | −179.7 (2) |
O1—Cd1—N1—C9 | 50.53 (18) | C5—C4—C9—C8 | 1.3 (4) |
O1i—Cd1—N1—C9 | −129.47 (18) | N2—C4—C9—N1 | 0.9 (3) |
O3W—Cd1—N1—C9 | −43.59 (18) | C5—C4—C9—N1 | −178.1 (2) |
O3Wi—Cd1—N1—C9 | 136.41 (18) | C3—N1—C9—C8 | −179.9 (2) |
C9—N1—C3—N2 | 0.0 (3) | Cd1—N1—C9—C8 | −7.6 (3) |
Cd1—N1—C3—N2 | −171.76 (15) | C3—N1—C9—C4 | −0.6 (3) |
C9—N1—C3—C2 | 178.9 (2) | Cd1—N1—C9—C4 | 171.75 (15) |
Cd1—N1—C3—C2 | 7.2 (3) | C4—C9—C8—C7 | −0.7 (4) |
C4—N2—C3—N1 | 0.6 (3) | N1—C9—C8—C7 | 178.6 (2) |
C4—N2—C3—C2 | −178.4 (2) | C13ii—C11—C12—C13 | −0.4 (4) |
C3—N2—C4—C5 | 177.9 (3) | C10—C11—C12—C13 | 179.1 (2) |
C3—N2—C4—C9 | −0.9 (3) | C4—C5—C6—C7 | 0.6 (4) |
N2—C4—C5—C6 | −179.9 (3) | C9—C8—C7—C6 | 0.1 (4) |
C9—C4—C5—C6 | −1.2 (4) | C5—C6—C7—C8 | −0.1 (4) |
C1—O4—C2—C3 | 175.1 (3) | C11—C12—C13—C11ii | 0.4 (4) |
N1—C3—C2—O4 | −179.6 (2) | | |
Symmetry codes: (i) −x, −y, −z; (ii) −x+1, −y, −z+1. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N2—H2···O2iii | 0.86 | 2.12 | 2.939 (3) | 159 |
O3W—H3B···O2i | 0.86 (1) | 1.86 (1) | 2.709 (3) | 167 (3) |
O3W—H3A···O2iv | 0.86 (1) | 2.06 (2) | 2.864 (3) | 157 (3) |
Symmetry codes: (i) −x, −y, −z; (iii) −x, −y−1, −z; (iv) x−1, y, z. |
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