metal-organic compounds
Aquabis(1H-imidazole-κN3)bis(4-methylbenzoato-κ2O,O′)cadmium(II)
aCollege of Science, Guangdong Ocean University, Zhanjiang 524088, People's Republic of China, and bCollege of Fisheries, Guangdong Ocean University, ZhanJiang 524088, People's Republic of China
*Correspondence e-mail: songwd60@126.com
In the title compound, [Cd(C8H7O2)2(C3H4N2)2(H2O)], the CdII atom is coordinated by four carboxylate O atoms from two bidentate chelating 4-methylbenzoate ligands, two N atoms from two imidazole ligands and one water molecule in a distorted pentagonal bipyramidal geometry. Intermolecular O—H⋯O hydrogen bonds between the coordinated water molecule and the carboxylate O atoms of 4-methylbenzoate lead to an infinite chain. These chains are further self-assembled into a two-dimensional layer through N—H⋯O hydrogen bonds between the imidazole ligands and carboxylate groups. One of the imidazole ligands is disordered over two positions with site-occupancy factors of 0.737 (4) and 0.263 (4).
Experimental
Crystal data
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Refinement
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Data collection: APEX2 (Bruker, 2007); cell SAINT (Bruker, 2007); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.
Supporting information
10.1107/S1600536808011331/hy2128sup1.cif
contains datablocks I, global. DOI:Structure factors: contains datablock I. DOI: 10.1107/S1600536808011331/hy2128Isup2.hkl
A mixture of cadmium chloride (0.183 g, 1 mmol), 4-methylbenzoic acid (0.136 g, 1 mmol), imidazole (0.068 g, 1 mmol), NaOH (0.06 g, 1.5 mmol) and H2O (12 ml) was sealed in a 23 ml Teflon-lined reactor, which was heated at 433 K for 3 d and then cooled to room temperature at a rate of 10 K h-1. The crystals obtained were washed with water and dried in air.
H atoms attached to C and N atoms were positioned geometrically and refined as riding atoms, with C—H = 0.93 (aromatic) and 0.96 (methyl) Å and N—H = 0.86 Å and with Uiso(H) = 1.2Ueq(C,N). H atoms of the water molecule were located in a difference Fourier map and refined with restraints of O—H = 0.82 (1) Å and H···H= 1.34 (2) Å and with Uiso(H) = 1.5Ueq(O). Site occupancy factors of the disordered imidazole ligand were refined.
Data collection: APEX2 (Bruker, 2007); cell
SAINT (Bruker, 2007); data reduction: SAINT (Bruker, 2007); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).[Cd(C8H7O2)2(C3H4N2)2(H2O)] | Z = 2 |
Mr = 536.85 | F(000) = 544 |
Triclinic, P1 | Dx = 1.542 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 6.1355 (1) Å | Cell parameters from 3600 reflections |
b = 12.4338 (3) Å | θ = 1.4–28° |
c = 15.4771 (3) Å | µ = 0.98 mm−1 |
α = 91.396 (1)° | T = 296 K |
β = 97.765 (1)° | Block, colorless |
γ = 98.304 (1)° | 0.26 × 0.23 × 0.20 mm |
V = 1156.46 (4) Å3 |
Bruker SMART APEXII CCD area-detector diffractometer | 4764 independent reflections |
Radiation source: fine-focus sealed tube | 4515 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.037 |
ϕ and ω scans | θmax = 26.5°, θmin = 1.3° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −7→7 |
Tmin = 0.784, Tmax = 0.828 | k = −15→15 |
14653 measured reflections | l = −18→19 |
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)] = 0.023 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.059 | w = 1/[σ2(Fo2) + (0.0265P)2 + 0.2332P] where P = (Fo2 + 2Fc2)/3 |
S = 1.08 | (Δ/σ)max = 0.010 |
4764 reflections | Δρmax = 0.27 e Å−3 |
314 parameters | Δρmin = −0.46 e Å−3 |
37 restraints | Extinction correction: SHELXTL (Sheldrick, 2008), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0610 (16) |
[Cd(C8H7O2)2(C3H4N2)2(H2O)] | γ = 98.304 (1)° |
Mr = 536.85 | V = 1156.46 (4) Å3 |
Triclinic, P1 | Z = 2 |
a = 6.1355 (1) Å | Mo Kα radiation |
b = 12.4338 (3) Å | µ = 0.98 mm−1 |
c = 15.4771 (3) Å | T = 296 K |
α = 91.396 (1)° | 0.26 × 0.23 × 0.20 mm |
β = 97.765 (1)° |
Bruker SMART APEXII CCD area-detector diffractometer | 4764 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 4515 reflections with I > 2σ(I) |
Tmin = 0.784, Tmax = 0.828 | Rint = 0.037 |
14653 measured reflections |
R[F2 > 2σ(F2)] = 0.023 | 37 restraints |
wR(F2) = 0.059 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.08 | Δρmax = 0.27 e Å−3 |
4764 reflections | Δρmin = −0.46 e Å−3 |
314 parameters |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
C1 | 0.9109 (3) | 0.68747 (15) | 0.20150 (12) | 0.0325 (4) | |
C2 | 1.0359 (3) | 0.79413 (16) | 0.18052 (12) | 0.0360 (4) | |
C3 | 1.2641 (4) | 0.81996 (19) | 0.20736 (15) | 0.0462 (5) | |
H3 | 1.3405 | 0.7705 | 0.2383 | 0.055* | |
C4 | 1.3774 (5) | 0.9190 (2) | 0.18814 (17) | 0.0616 (7) | |
H4 | 1.5296 | 0.9354 | 0.2065 | 0.074* | |
C5 | 1.2686 (6) | 0.9941 (2) | 0.14216 (18) | 0.0694 (9) | |
C6 | 1.0429 (6) | 0.9680 (2) | 0.11549 (17) | 0.0636 (7) | |
H6 | 0.9671 | 1.0177 | 0.0844 | 0.076* | |
C7 | 0.9270 (4) | 0.86914 (19) | 0.13418 (15) | 0.0483 (5) | |
H7 | 0.7749 | 0.8531 | 0.1154 | 0.058* | |
C8 | 1.3923 (9) | 1.1036 (3) | 0.1231 (3) | 0.1242 (18) | |
H8A | 1.4616 | 1.0964 | 0.0717 | 0.186* | |
H8B | 1.5041 | 1.1289 | 0.1717 | 0.186* | |
H8C | 1.2895 | 1.1549 | 0.1139 | 0.186* | |
C9 | 0.7907 (3) | 0.29695 (15) | 0.32072 (12) | 0.0339 (4) | |
C10 | 0.8303 (3) | 0.18454 (15) | 0.34383 (12) | 0.0327 (4) | |
C11 | 1.0249 (3) | 0.14673 (16) | 0.33053 (14) | 0.0393 (4) | |
H11 | 1.1366 | 0.1925 | 0.3089 | 0.047* | |
C12 | 1.0542 (4) | 0.04120 (17) | 0.34930 (15) | 0.0422 (5) | |
H12 | 1.1843 | 0.0165 | 0.3384 | 0.051* | |
C13 | 0.8944 (4) | −0.02866 (16) | 0.38390 (13) | 0.0388 (4) | |
C14 | 0.7012 (4) | 0.01078 (17) | 0.39875 (15) | 0.0460 (5) | |
H14 | 0.5927 | −0.0338 | 0.4232 | 0.055* | |
C15 | 0.6680 (4) | 0.11496 (17) | 0.37780 (15) | 0.0429 (5) | |
H15 | 0.5355 | 0.1389 | 0.3865 | 0.052* | |
C16 | 0.9287 (5) | −0.14287 (18) | 0.40544 (17) | 0.0559 (6) | |
H16A | 1.0697 | −0.1560 | 0.3905 | 0.084* | |
H16B | 0.8119 | −0.1935 | 0.3728 | 0.084* | |
H16C | 0.9265 | −0.1519 | 0.4667 | 0.084* | |
C20 | 0.4871 (4) | 0.61585 (18) | 0.41076 (14) | 0.0424 (5) | |
H20 | 0.3509 | 0.6207 | 0.3777 | 0.051* | |
C21 | 0.5421 (4) | 0.64415 (19) | 0.49653 (15) | 0.0517 (6) | |
H21 | 0.4521 | 0.6709 | 0.5332 | 0.062* | |
C22 | 0.8214 (4) | 0.58717 (17) | 0.44726 (13) | 0.0396 (4) | |
H22 | 0.9619 | 0.5684 | 0.4451 | 0.047* | |
Cd1 | 0.68370 (2) | 0.491827 (10) | 0.250662 (8) | 0.02905 (7) | |
N1 | 0.6629 (3) | 0.57885 (13) | 0.38005 (10) | 0.0330 (3) | |
N2 | 0.7550 (4) | 0.62584 (15) | 0.51870 (12) | 0.0487 (5) | |
H2 | 0.8326 | 0.6372 | 0.5695 | 0.058* | |
O1 | 1.0144 (2) | 0.62012 (12) | 0.24245 (10) | 0.0424 (3) | |
O2 | 0.7032 (2) | 0.66821 (12) | 0.17868 (10) | 0.0408 (3) | |
O3 | 0.9568 (3) | 0.36908 (11) | 0.31565 (10) | 0.0420 (3) | |
O4 | 0.5945 (3) | 0.31678 (12) | 0.30732 (11) | 0.0468 (4) | |
O1W | 0.2938 (2) | 0.47353 (12) | 0.22005 (10) | 0.0395 (3) | |
H1W | 0.221 (4) | 0.4298 (14) | 0.2482 (15) | 0.059* | |
H2W | 0.228 (4) | 0.5262 (13) | 0.2184 (17) | 0.059* | |
C17 | 0.8273 (6) | 0.3438 (4) | 0.0917 (2) | 0.0580 (10) | 0.737 (4) |
H17 | 0.9576 | 0.3315 | 0.1257 | 0.070* | 0.737 (4) |
C18 | 0.7560 (6) | 0.3045 (4) | 0.0092 (2) | 0.0633 (11) | 0.737 (4) |
H18 | 0.8312 | 0.2643 | −0.0251 | 0.076* | 0.737 (4) |
C19 | 0.508 (3) | 0.3921 (12) | 0.0535 (6) | 0.0420 (16) | 0.737 (4) |
H19 | 0.3728 | 0.4179 | 0.0538 | 0.050* | 0.737 (4) |
N3 | 0.668 (2) | 0.4081 (12) | 0.1184 (10) | 0.0411 (13) | 0.737 (4) |
N4 | 0.5551 (7) | 0.3347 (5) | −0.0138 (5) | 0.0450 (11) | 0.737 (4) |
H4A | 0.4719 | 0.3196 | −0.0632 | 0.054* | 0.737 (4) |
C17' | 0.8520 (17) | 0.4185 (11) | 0.0683 (6) | 0.0580 (10) | 0.263 (4) |
H17' | 0.9919 | 0.4571 | 0.0883 | 0.070* | 0.263 (4) |
C18' | 0.7834 (18) | 0.3789 (12) | −0.0139 (6) | 0.0633 (11) | 0.263 (4) |
H18' | 0.8712 | 0.3675 | −0.0568 | 0.076* | 0.263 (4) |
C19' | 0.512 (7) | 0.379 (4) | 0.0592 (19) | 0.0420 (16) | 0.263 (4) |
H19' | 0.3690 | 0.3811 | 0.0721 | 0.050* | 0.263 (4) |
N3' | 0.690 (7) | 0.394 (4) | 0.117 (3) | 0.0411 (13) | 0.263 (4) |
N4' | 0.561 (2) | 0.3591 (18) | −0.0207 (18) | 0.0450 (11) | 0.263 (4) |
H4' | 0.4683 | 0.3381 | −0.0670 | 0.054* | 0.263 (4) |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.0379 (10) | 0.0348 (10) | 0.0259 (9) | 0.0070 (8) | 0.0076 (8) | −0.0024 (7) |
C2 | 0.0439 (11) | 0.0367 (10) | 0.0281 (9) | 0.0036 (8) | 0.0108 (8) | −0.0024 (8) |
C3 | 0.0432 (11) | 0.0526 (13) | 0.0419 (12) | 0.0010 (10) | 0.0103 (9) | −0.0041 (10) |
C4 | 0.0575 (15) | 0.0704 (17) | 0.0511 (14) | −0.0175 (13) | 0.0183 (12) | −0.0110 (13) |
C5 | 0.097 (2) | 0.0552 (15) | 0.0481 (15) | −0.0246 (15) | 0.0208 (15) | −0.0025 (12) |
C6 | 0.095 (2) | 0.0448 (13) | 0.0475 (14) | 0.0013 (14) | 0.0059 (14) | 0.0121 (11) |
C7 | 0.0587 (14) | 0.0435 (12) | 0.0412 (12) | 0.0043 (10) | 0.0039 (10) | 0.0052 (10) |
C8 | 0.179 (5) | 0.079 (2) | 0.092 (3) | −0.065 (3) | 0.025 (3) | 0.011 (2) |
C9 | 0.0439 (11) | 0.0332 (10) | 0.0256 (9) | 0.0082 (8) | 0.0060 (8) | 0.0000 (7) |
C10 | 0.0386 (10) | 0.0293 (9) | 0.0291 (9) | 0.0033 (7) | 0.0032 (8) | −0.0003 (7) |
C11 | 0.0404 (11) | 0.0339 (10) | 0.0454 (12) | 0.0041 (8) | 0.0138 (9) | 0.0038 (8) |
C12 | 0.0431 (11) | 0.0362 (11) | 0.0506 (13) | 0.0127 (9) | 0.0113 (10) | 0.0007 (9) |
C13 | 0.0500 (12) | 0.0281 (9) | 0.0363 (10) | 0.0036 (8) | 0.0023 (9) | −0.0014 (8) |
C14 | 0.0474 (12) | 0.0357 (11) | 0.0548 (13) | −0.0016 (9) | 0.0135 (10) | 0.0081 (9) |
C15 | 0.0363 (10) | 0.0381 (11) | 0.0554 (13) | 0.0048 (8) | 0.0108 (9) | 0.0032 (9) |
C16 | 0.0824 (18) | 0.0313 (11) | 0.0546 (14) | 0.0106 (11) | 0.0091 (13) | 0.0045 (10) |
C20 | 0.0400 (11) | 0.0468 (12) | 0.0405 (11) | 0.0038 (9) | 0.0100 (9) | −0.0049 (9) |
C21 | 0.0681 (16) | 0.0471 (12) | 0.0410 (12) | −0.0028 (11) | 0.0259 (12) | −0.0112 (10) |
C22 | 0.0473 (11) | 0.0346 (10) | 0.0341 (11) | 0.0025 (8) | −0.0010 (9) | 0.0037 (8) |
Cd1 | 0.03054 (9) | 0.03191 (10) | 0.02451 (9) | 0.00588 (5) | 0.00252 (5) | −0.00215 (5) |
N1 | 0.0391 (8) | 0.0324 (8) | 0.0271 (8) | 0.0045 (6) | 0.0050 (7) | −0.0009 (6) |
N2 | 0.0710 (14) | 0.0416 (10) | 0.0264 (9) | −0.0088 (9) | 0.0009 (8) | −0.0006 (7) |
O1 | 0.0410 (8) | 0.0393 (8) | 0.0496 (9) | 0.0120 (6) | 0.0089 (7) | 0.0074 (6) |
O2 | 0.0381 (8) | 0.0463 (8) | 0.0358 (8) | 0.0026 (6) | 0.0008 (6) | 0.0045 (6) |
O3 | 0.0522 (9) | 0.0313 (7) | 0.0417 (8) | 0.0018 (6) | 0.0085 (7) | 0.0054 (6) |
O4 | 0.0481 (9) | 0.0409 (8) | 0.0545 (10) | 0.0159 (7) | 0.0080 (7) | 0.0059 (7) |
O1W | 0.0303 (7) | 0.0441 (8) | 0.0447 (8) | 0.0086 (6) | 0.0041 (6) | 0.0038 (7) |
C17 | 0.0427 (15) | 0.089 (3) | 0.0413 (17) | 0.0138 (19) | 0.0016 (13) | −0.0240 (18) |
C18 | 0.0542 (18) | 0.092 (3) | 0.0433 (18) | 0.013 (2) | 0.0090 (14) | −0.0268 (19) |
C19 | 0.0507 (14) | 0.040 (4) | 0.0335 (17) | 0.008 (2) | −0.0013 (14) | 0.001 (2) |
N3 | 0.040 (3) | 0.053 (4) | 0.0312 (11) | 0.0127 (18) | 0.0034 (19) | −0.013 (2) |
N4 | 0.0624 (13) | 0.041 (3) | 0.0262 (17) | −0.0024 (13) | −0.0035 (9) | −0.002 (2) |
C17' | 0.0427 (15) | 0.089 (3) | 0.0413 (17) | 0.0138 (19) | 0.0016 (13) | −0.0240 (18) |
C18' | 0.0542 (18) | 0.092 (3) | 0.0433 (18) | 0.013 (2) | 0.0090 (14) | −0.0268 (19) |
C19' | 0.0507 (14) | 0.040 (4) | 0.0335 (17) | 0.008 (2) | −0.0013 (14) | 0.001 (2) |
N3' | 0.040 (3) | 0.053 (4) | 0.0312 (11) | 0.0127 (18) | 0.0034 (19) | −0.013 (2) |
N4' | 0.0624 (13) | 0.041 (3) | 0.0262 (17) | −0.0024 (13) | −0.0035 (9) | −0.002 (2) |
C1—O1 | 1.256 (2) | C20—N1 | 1.369 (3) |
C1—O2 | 1.262 (3) | C20—H20 | 0.9300 |
C1—C2 | 1.499 (3) | C21—N2 | 1.358 (3) |
C2—C7 | 1.383 (3) | C21—H21 | 0.9300 |
C2—C3 | 1.393 (3) | C22—N1 | 1.315 (3) |
C3—C4 | 1.384 (3) | C22—N2 | 1.331 (3) |
C3—H3 | 0.9300 | C22—H22 | 0.9300 |
C4—C5 | 1.381 (5) | Cd1—N3 | 2.257 (13) |
C4—H4 | 0.9300 | Cd1—N1 | 2.2805 (15) |
C5—C6 | 1.379 (5) | Cd1—O1W | 2.3514 (13) |
C5—C8 | 1.516 (4) | Cd1—O4 | 2.3842 (16) |
C6—C7 | 1.386 (3) | Cd1—O1 | 2.4128 (14) |
C6—H6 | 0.9300 | Cd1—O2 | 2.4788 (15) |
C7—H7 | 0.9300 | Cd1—O3 | 2.5507 (16) |
C8—H8A | 0.9600 | N2—H2 | 0.8600 |
C8—H8B | 0.9600 | O1W—H1W | 0.82 (2) |
C8—H8C | 0.9600 | O1W—H2W | 0.82 (2) |
C9—O4 | 1.254 (3) | C17—C18 | 1.347 (4) |
C9—O3 | 1.269 (2) | C17—N3 | 1.444 (10) |
C9—C10 | 1.496 (3) | C17—H17 | 0.9300 |
C10—C11 | 1.383 (3) | C18—N4 | 1.345 (5) |
C10—C15 | 1.390 (3) | C18—H18 | 0.9300 |
C11—C12 | 1.382 (3) | C19—N3 | 1.298 (4) |
C11—H11 | 0.9300 | C19—N4 | 1.337 (6) |
C12—C13 | 1.386 (3) | C19—H19 | 0.9300 |
C12—H12 | 0.9300 | N4—H4A | 0.8600 |
C13—C14 | 1.391 (3) | C17'—N3' | 1.33 (5) |
C13—C16 | 1.504 (3) | C17'—C18' | 1.343 (8) |
C14—C15 | 1.380 (3) | C17'—H17' | 0.9300 |
C14—H14 | 0.9300 | C18'—N4' | 1.343 (9) |
C15—H15 | 0.9300 | C18'—H18' | 0.9300 |
C16—H16A | 0.9600 | C19'—N3' | 1.300 (9) |
C16—H16B | 0.9600 | C19'—N4' | 1.337 (10) |
C16—H16C | 0.9600 | C19'—H19' | 0.9300 |
C20—C21 | 1.350 (3) | N4'—H4' | 0.8600 |
O1—C1—O2 | 121.53 (18) | N3—Cd1—O1 | 96.7 (5) |
O1—C1—C2 | 119.37 (18) | N1—Cd1—O1 | 86.88 (5) |
O2—C1—C2 | 119.09 (18) | O1W—Cd1—O1 | 141.36 (5) |
C7—C2—C3 | 118.6 (2) | O4—Cd1—O1 | 137.19 (5) |
C7—C2—C1 | 120.66 (19) | N3—Cd1—O2 | 88.6 (4) |
C3—C2—C1 | 120.8 (2) | N1—Cd1—O2 | 89.81 (5) |
C4—C3—C2 | 120.2 (2) | O1W—Cd1—O2 | 88.32 (5) |
C4—C3—H3 | 119.9 | O4—Cd1—O2 | 169.31 (5) |
C2—C3—H3 | 119.9 | O1—Cd1—O2 | 53.35 (5) |
C5—C4—C3 | 121.2 (3) | N3—Cd1—O3 | 89.8 (3) |
C5—C4—H4 | 119.4 | N1—Cd1—O3 | 95.21 (5) |
C3—C4—H4 | 119.4 | O1W—Cd1—O3 | 134.30 (5) |
C6—C5—C4 | 118.4 (2) | O4—Cd1—O3 | 53.05 (5) |
C6—C5—C8 | 120.6 (4) | O1—Cd1—O3 | 84.34 (5) |
C4—C5—C8 | 121.0 (3) | O2—Cd1—O3 | 137.09 (4) |
C5—C6—C7 | 121.1 (3) | C22—N1—C20 | 105.43 (17) |
C5—C6—H6 | 119.4 | C22—N1—Cd1 | 123.23 (14) |
C7—C6—H6 | 119.4 | C20—N1—Cd1 | 130.55 (14) |
C2—C7—C6 | 120.5 (2) | C22—N2—C21 | 107.39 (19) |
C2—C7—H7 | 119.8 | C22—N2—H2 | 126.3 |
C6—C7—H7 | 119.8 | C21—N2—H2 | 126.3 |
O4—C9—O3 | 122.22 (19) | C1—O1—Cd1 | 94.15 (12) |
O4—C9—C10 | 118.90 (18) | C1—O2—Cd1 | 90.92 (12) |
O3—C9—C10 | 118.88 (18) | C9—O3—Cd1 | 87.86 (12) |
C11—C10—C15 | 118.59 (18) | C9—O4—Cd1 | 95.91 (13) |
C11—C10—C9 | 121.38 (17) | Cd1—O1W—H1W | 117.5 (18) |
C15—C10—C9 | 120.02 (18) | Cd1—O1W—H2W | 121.9 (18) |
C10—C11—C12 | 120.31 (18) | H1W—O1W—H2W | 103.8 (15) |
C10—C11—H11 | 119.8 | C18—C17—N3 | 108.7 (6) |
C12—C11—H11 | 119.8 | C18—C17—H17 | 125.6 |
C11—C12—C13 | 121.63 (19) | N3—C17—H17 | 125.6 |
C11—C12—H12 | 119.2 | C17—C18—N4 | 106.7 (5) |
C13—C12—H12 | 119.2 | C17—C18—H18 | 126.6 |
C12—C13—C14 | 117.65 (19) | N4—C18—H18 | 126.6 |
C12—C13—C16 | 121.4 (2) | N3—C19—N4 | 113.3 (12) |
C14—C13—C16 | 121.0 (2) | N3—C19—H19 | 123.3 |
C15—C14—C13 | 121.05 (19) | N4—C19—H19 | 123.3 |
C15—C14—H14 | 119.5 | C19—N3—C17 | 102.8 (11) |
C13—C14—H14 | 119.5 | C19—N3—Cd1 | 130.1 (8) |
C14—C15—C10 | 120.7 (2) | C17—N3—Cd1 | 126.5 (8) |
C14—C15—H15 | 119.6 | C19—N4—C18 | 108.0 (9) |
C10—C15—H15 | 119.6 | C19—N4—H4A | 126.0 |
C21—C20—N1 | 109.4 (2) | C18—N4—H4A | 126.0 |
C21—C20—H20 | 125.3 | N3'—C17'—C18' | 110 (2) |
N1—C20—H20 | 125.3 | N3'—C17'—H17' | 125.1 |
C20—C21—N2 | 106.33 (19) | C18'—C17'—H17' | 125.1 |
C20—C21—H21 | 126.8 | C17'—C18'—N4' | 105.1 (14) |
N2—C21—H21 | 126.8 | C17'—C18'—H18' | 127.5 |
N1—C22—N2 | 111.4 (2) | N4'—C18'—H18' | 127.5 |
N1—C22—H22 | 124.3 | N3'—C19'—N4' | 111 (4) |
N2—C22—H22 | 124.3 | N3'—C19'—H19' | 124.3 |
N3—Cd1—N1 | 174.2 (3) | N4'—C19'—H19' | 124.3 |
N3—Cd1—O1W | 85.9 (3) | C19'—N3'—C17' | 103 (4) |
N1—Cd1—O1W | 88.49 (6) | C19'—N4'—C18' | 106 (3) |
N3—Cd1—O4 | 88.0 (5) | C19'—N4'—H4' | 127.1 |
N1—Cd1—O4 | 92.50 (6) | C18'—N4'—H4' | 127.1 |
O1W—Cd1—O4 | 81.32 (5) |
D—H···A | D—H | H···A | D···A | D—H···A |
O1W—H1W···O3i | 0.82 (2) | 2.104 (14) | 2.881 (2) | 157 (2) |
O1W—H2W···O1i | 0.82 (2) | 1.943 (13) | 2.723 (2) | 160 (2) |
N2—H2···O3ii | 0.86 | 2.06 | 2.905 (3) | 167 |
N4—H4A···O2iii | 0.86 | 1.98 | 2.813 (8) | 163 |
Symmetry codes: (i) x−1, y, z; (ii) −x+2, −y+1, −z+1; (iii) −x+1, −y+1, −z. |
Experimental details
Crystal data | |
Chemical formula | [Cd(C8H7O2)2(C3H4N2)2(H2O)] |
Mr | 536.85 |
Crystal system, space group | Triclinic, P1 |
Temperature (K) | 296 |
a, b, c (Å) | 6.1355 (1), 12.4338 (3), 15.4771 (3) |
α, β, γ (°) | 91.396 (1), 97.765 (1), 98.304 (1) |
V (Å3) | 1156.46 (4) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 0.98 |
Crystal size (mm) | 0.26 × 0.23 × 0.20 |
Data collection | |
Diffractometer | Bruker SMART APEXII CCD area-detector diffractometer |
Absorption correction | Multi-scan (SADABS; Sheldrick, 1996) |
Tmin, Tmax | 0.784, 0.828 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 14653, 4764, 4515 |
Rint | 0.037 |
(sin θ/λ)max (Å−1) | 0.628 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.023, 0.059, 1.08 |
No. of reflections | 4764 |
No. of parameters | 314 |
No. of restraints | 37 |
H-atom treatment | H atoms treated by a mixture of independent and constrained refinement |
Δρmax, Δρmin (e Å−3) | 0.27, −0.46 |
Computer programs: APEX2 (Bruker, 2007), SAINT (Bruker, 2007), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).
Cd1—N3 | 2.257 (13) | Cd1—O1 | 2.4128 (14) |
Cd1—N1 | 2.2805 (15) | Cd1—O2 | 2.4788 (15) |
Cd1—O1W | 2.3514 (13) | Cd1—O3 | 2.5507 (16) |
Cd1—O4 | 2.3842 (16) | ||
N3—Cd1—N1 | 174.2 (3) | N1—Cd1—O2 | 89.81 (5) |
N3—Cd1—O1W | 85.9 (3) | O1W—Cd1—O2 | 88.32 (5) |
N1—Cd1—O1W | 88.49 (6) | O4—Cd1—O2 | 169.31 (5) |
N3—Cd1—O4 | 88.0 (5) | O1—Cd1—O2 | 53.35 (5) |
N1—Cd1—O4 | 92.50 (6) | N3—Cd1—O3 | 89.8 (3) |
O1W—Cd1—O4 | 81.32 (5) | N1—Cd1—O3 | 95.21 (5) |
N3—Cd1—O1 | 96.7 (5) | O1W—Cd1—O3 | 134.30 (5) |
N1—Cd1—O1 | 86.88 (5) | O4—Cd1—O3 | 53.05 (5) |
O1W—Cd1—O1 | 141.36 (5) | O1—Cd1—O3 | 84.34 (5) |
O4—Cd1—O1 | 137.19 (5) | O2—Cd1—O3 | 137.09 (4) |
N3—Cd1—O2 | 88.6 (4) |
D—H···A | D—H | H···A | D···A | D—H···A |
O1W—H1W···O3i | 0.82 (2) | 2.104 (14) | 2.881 (2) | 157 (2) |
O1W—H2W···O1i | 0.82 (2) | 1.943 (13) | 2.723 (2) | 160 (2) |
N2—H2···O3ii | 0.86 | 2.06 | 2.905 (3) | 167 |
N4—H4A···O2iii | 0.86 | 1.98 | 2.813 (8) | 163 |
Symmetry codes: (i) x−1, y, z; (ii) −x+2, −y+1, −z+1; (iii) −x+1, −y+1, −z. |
Acknowledgements
The authors acknowledge Guangdong Ocean University for supporting this work.
References
Bruker (2007). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Song, W.-D., Gu, C.-S., Hao, X.-M. & Liu, J.-W. (2007). Acta Cryst. E63, m1023–m1024. Web of Science CSD CrossRef CAS IUCr Journals Google Scholar
This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
In the structural investigation of 4-methylbenzoate complexes, it has been found that the 4-methylbenzoate functions as bidentate and monodentate ligands (Song et al., 2007). In this paper, we report the crystal structure of the title compound, a new Cd complex obtained by the reaction of 4-methylbenzoic acid, imidazole and cadmium chloride in alkaline aqueous solution.
As illustrated in Fig. 1, the CdII atom exists in a distorted pentagonal bipyramidal geometry, defined by four carboxylate O atoms from two bidentate chelating 4-methylbenzoate ligands, two N atoms from two imidazole ligands and one water molecule (Table 1). One of the imidazole ligands is disordered over two positions with site occupancy factors of 0.737 (4) and 0.263 (4). Intermolecular O—H···O hydrogen bonds (Table 2) lead to infinite chains, involving the coordinated water molecules as donors and the O atoms of 4-methylbenzoate ligands as acceptors. These chains are further self-assembled into a two-dimensional supramolecular network through intermolecular N—H···O hydrogen bonds between the imidazole ligands and carboxylate groups (Fig. 2).