In the title complex, [Cd(C
7H
4ClO
3)
2(C
12H
8N
2)
2], the Cd atom is coordinated by two 5-chlorosalicylate ligands and two 1,10-phenanthroline ligands, displaying a distorted octahedral coordination geometry. The crystal structure is stabilized by O—H

O and C—H

O hydrogen bonds and π–π interactions between the 1,10-phenanthroline ligands and 5-chlorosalicylate ligands, with a centroid–centroid distance between neighbouring aromatic rings of 3.730 (1) Å.
Supporting information
CCDC reference: 696386
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean
(C-C) = 0.007 Å
- R factor = 0.045
- wR factor = 0.087
- Data-to-parameter ratio = 16.7
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT230_ALERT_2_C Hirshfeld Test Diff for Cl1 -- C5 .. 5.36 su
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for O1
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C5
PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given ....... ?
PLAT850_ALERT_4_C Check Flack Parameter Exact Value 0.00 and su .. 0.19
Alert level G
REFLT03_ALERT_4_G Please check that the estimate of the number of Friedel pairs is
correct. If it is not, please give the correct count in the
_publ_section_exptl_refinement section of the submitted CIF.
From the CIF: _diffrn_reflns_theta_max 27.48
From the CIF: _reflns_number_total 7696
Count of symmetry unique reflns 4306
Completeness (_total/calc) 178.73%
TEST3: Check Friedels for noncentro structure
Estimate of Friedel pairs measured 3390
Fraction of Friedel pairs measured 0.787
Are heavy atom types Z>Si present yes
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
5 ALERT level C = Check and explain
3 ALERT level G = General alerts; check
2 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
3 ALERT type 4 Improvement, methodology, query or suggestion
0 ALERT type 5 Informative message, check
A mixture of Cd(NO3)2.6H2O (0.1 mmol), 1,10-phenanthroline (0.1 mmol),
5-chlorosalicylic acid (0.2 mmol) and distilled water (10 ml) was put into a
Teflon-lined autoclave (20 ml) and then heated at 130 °C for 48 h. Colorless,
block-like crystals of the title compound suitable for X-ray analysis were
collected from the reaction mixture.
H atoms on C atoms were positioned geometrically and refined as riding, with
C—H = 0.93 Å and Uiso(H) = 1.2Ueq(C). H atoms of
hydroxyl groups were found in a difference Fourier map; they were then placed
in calculated positions and refined as riding, with O—H = 0.82 Å and
Uiso(H) = 1.2Ueq(O).
Data collection: RAPID-AUTO (Rigaku, 1998); cell refinement: RAPID-AUTO (Rigaku, 1998); data reduction: RAPID-AUTO (Rigaku, 1998); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL-Plus (Sheldrick, 2008); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).
Bis(5-chlorosalicylato-
κO)bis(1,10-phenanthroline-
κ2N,N')cadmium(II)
top
Crystal data top
[Cd(C7H4ClO3)2(C12H8N2)2] | Dx = 1.611 Mg m−3 |
Mr = 815.91 | Mo Kα radiation, λ = 0.71073 Å |
Orthorhombic, P212121 | Cell parameters from 7696 reflections |
a = 10.812 (3) Å | θ = 3.1–27.5° |
b = 16.495 (4) Å | µ = 0.86 mm−1 |
c = 18.862 (5) Å | T = 293 K |
V = 3363.9 (14) Å3 | Block, colourless |
Z = 4 | 0.25 × 0.23 × 0.22 mm |
F(000) = 1640 | |
Data collection top
Rigaku R-AXIS RAPID IP diffractometer | 5812 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.086 |
Graphite monochromator | θmax = 27.5°, θmin = 3.1° |
ω scans | h = −12→14 |
32955 measured reflections | k = −21→21 |
7696 independent reflections | l = −24→24 |
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)] = 0.045 | H-atom parameters constrained |
wR(F2) = 0.086 | w = 1/[σ2(Fo2) + (0.0296P)2] where P = (Fo2 + 2Fc2)/3 |
S = 1.01 | (Δ/σ)max = 0.001 |
7696 reflections | Δρmax = 0.64 e Å−3 |
461 parameters | Δρmin = −0.55 e Å−3 |
0 restraints | Absolute structure: Flack (1983), with 3402 Friedel pairs |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0.00 (19) |
Crystal data top
[Cd(C7H4ClO3)2(C12H8N2)2] | V = 3363.9 (14) Å3 |
Mr = 815.91 | Z = 4 |
Orthorhombic, P212121 | Mo Kα radiation |
a = 10.812 (3) Å | µ = 0.86 mm−1 |
b = 16.495 (4) Å | T = 293 K |
c = 18.862 (5) Å | 0.25 × 0.23 × 0.22 mm |
Data collection top
Rigaku R-AXIS RAPID IP diffractometer | 5812 reflections with I > 2σ(I) |
32955 measured reflections | Rint = 0.086 |
7696 independent reflections | |
Refinement top
R[F2 > 2σ(F2)] = 0.045 | H-atom parameters constrained |
wR(F2) = 0.086 | Δρmax = 0.64 e Å−3 |
S = 1.01 | Δρmin = −0.55 e Å−3 |
7696 reflections | Absolute structure: Flack (1983), with 3402 Friedel pairs |
461 parameters | Absolute structure parameter: 0.00 (19) |
0 restraints | |
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 | 0.59780 (3) | 0.543762 (17) | 0.728736 (18) | 0.03400 (8) | |
N1 | 0.6215 (3) | 0.42023 (19) | 0.6606 (2) | 0.0351 (8) | |
N2 | 0.6379 (3) | 0.57366 (19) | 0.6064 (2) | 0.0405 (9) | |
N3 | 0.8074 (3) | 0.51532 (19) | 0.7668 (2) | 0.0376 (8) | |
N4 | 0.7042 (3) | 0.66724 (19) | 0.7571 (2) | 0.0386 (9) | |
O1 | 0.5104 (3) | 0.5619 (2) | 0.8409 (2) | 0.0605 (10) | |
O2 | 0.5242 (4) | 0.4294 (3) | 0.8289 (2) | 0.0812 (13) | |
O3 | 0.3784 (5) | 0.3371 (2) | 0.8932 (3) | 0.1014 (17) | |
H3 | 0.4380 | 0.3512 | 0.8693 | 0.122* | |
O4 | 0.3969 (3) | 0.5341 (2) | 0.69660 (18) | 0.0548 (8) | |
O5 | 0.4036 (4) | 0.6686 (2) | 0.6992 (2) | 0.0669 (10) | |
O6 | 0.2125 (4) | 0.7513 (2) | 0.6663 (2) | 0.0731 (12) | |
H6 | 0.2842 | 0.7434 | 0.6786 | 0.088* | |
C1 | 0.3742 (4) | 0.4805 (2) | 0.9087 (3) | 0.0388 (11) | |
C2 | 0.3237 (6) | 0.4034 (3) | 0.9218 (3) | 0.0581 (15) | |
C3 | 0.2220 (6) | 0.3961 (4) | 0.9663 (4) | 0.0672 (17) | |
H3A | 0.1883 | 0.3451 | 0.9747 | 0.081* | |
C4 | 0.1713 (5) | 0.4616 (4) | 0.9977 (3) | 0.0624 (15) | |
H4A | 0.1029 | 0.4560 | 1.0272 | 0.075* | |
C5 | 0.2221 (4) | 0.5366 (3) | 0.9854 (3) | 0.0528 (13) | |
C6 | 0.3213 (4) | 0.5468 (3) | 0.9411 (3) | 0.0452 (11) | |
H6A | 0.3528 | 0.5984 | 0.9329 | 0.054* | |
C7 | 0.4778 (5) | 0.4913 (4) | 0.8564 (3) | 0.0526 (13) | |
C8 | 0.2189 (4) | 0.6063 (3) | 0.6605 (3) | 0.0405 (11) | |
C9 | 0.1585 (5) | 0.6802 (3) | 0.6510 (3) | 0.0493 (13) | |
C10 | 0.0397 (5) | 0.6807 (3) | 0.6231 (3) | 0.0572 (16) | |
H10A | −0.0011 | 0.7297 | 0.6165 | 0.069* | |
C11 | −0.0181 (5) | 0.6095 (3) | 0.6050 (3) | 0.0580 (15) | |
H11A | −0.0976 | 0.6104 | 0.5863 | 0.070* | |
C12 | 0.0422 (4) | 0.5369 (3) | 0.6149 (3) | 0.0473 (12) | |
C13 | 0.1593 (4) | 0.5347 (3) | 0.6422 (3) | 0.0397 (11) | |
H13A | 0.1991 | 0.4852 | 0.6485 | 0.048* | |
C14 | 0.3497 (4) | 0.6014 (3) | 0.6875 (3) | 0.0484 (12) | |
C15 | 0.6077 (5) | 0.3456 (2) | 0.6847 (3) | 0.0438 (11) | |
H15A | 0.5841 | 0.3391 | 0.7318 | 0.053* | |
C16 | 0.6260 (5) | 0.2764 (3) | 0.6442 (3) | 0.0531 (14) | |
H16A | 0.6136 | 0.2252 | 0.6635 | 0.064* | |
C17 | 0.6625 (5) | 0.2852 (3) | 0.5757 (3) | 0.0556 (14) | |
H17A | 0.6760 | 0.2397 | 0.5476 | 0.067* | |
C18 | 0.6800 (4) | 0.3631 (3) | 0.5471 (3) | 0.0443 (12) | |
C19 | 0.7225 (5) | 0.3769 (3) | 0.4766 (3) | 0.0563 (14) | |
H19A | 0.7415 | 0.3327 | 0.4480 | 0.068* | |
C20 | 0.7358 (5) | 0.4521 (4) | 0.4505 (3) | 0.0573 (13) | |
H20A | 0.7661 | 0.4595 | 0.4048 | 0.069* | |
C21 | 0.7036 (4) | 0.5214 (3) | 0.4930 (3) | 0.0448 (12) | |
C22 | 0.7083 (5) | 0.6011 (3) | 0.4667 (3) | 0.0592 (15) | |
H22A | 0.7336 | 0.6109 | 0.4203 | 0.071* | |
C23 | 0.6757 (6) | 0.6634 (3) | 0.5094 (3) | 0.0614 (16) | |
H23A | 0.6759 | 0.7164 | 0.4924 | 0.074* | |
C24 | 0.6420 (5) | 0.6471 (3) | 0.5792 (3) | 0.0499 (14) | |
H24A | 0.6212 | 0.6906 | 0.6083 | 0.060* | |
C25 | 0.6666 (4) | 0.5101 (3) | 0.5636 (3) | 0.0353 (10) | |
C26 | 0.6559 (4) | 0.4298 (2) | 0.5917 (3) | 0.0342 (10) | |
C27 | 0.8556 (4) | 0.4427 (3) | 0.7750 (3) | 0.0476 (11) | |
H27A | 0.8071 | 0.3979 | 0.7637 | 0.057* | |
C28 | 0.9760 (5) | 0.4291 (3) | 0.7999 (3) | 0.0541 (14) | |
H28A | 1.0064 | 0.3767 | 0.8052 | 0.065* | |
C29 | 1.0470 (5) | 0.4942 (3) | 0.8160 (3) | 0.0561 (14) | |
H29A | 1.1280 | 0.4868 | 0.8312 | 0.067* | |
C30 | 0.9987 (4) | 0.5725 (3) | 0.8097 (3) | 0.0442 (12) | |
C31 | 1.0676 (4) | 0.6433 (3) | 0.8284 (3) | 0.0568 (15) | |
H31A | 1.1500 | 0.6379 | 0.8416 | 0.068* | |
C32 | 1.0166 (5) | 0.7175 (3) | 0.8272 (3) | 0.0576 (15) | |
H32A | 1.0624 | 0.7623 | 0.8416 | 0.069* | |
C33 | 0.8916 (5) | 0.7276 (2) | 0.8039 (3) | 0.0449 (11) | |
C34 | 0.8324 (5) | 0.8039 (3) | 0.8018 (3) | 0.0583 (15) | |
H34A | 0.8747 | 0.8501 | 0.8164 | 0.070* | |
C35 | 0.7141 (4) | 0.8102 (3) | 0.7785 (4) | 0.0566 (14) | |
H35A | 0.6740 | 0.8601 | 0.7774 | 0.068* | |
C36 | 0.6538 (4) | 0.7391 (3) | 0.7561 (3) | 0.0498 (14) | |
H36A | 0.5730 | 0.7435 | 0.7396 | 0.060* | |
C37 | 0.8229 (4) | 0.6599 (2) | 0.7804 (3) | 0.0358 (10) | |
C38 | 0.8774 (4) | 0.5804 (2) | 0.7848 (2) | 0.0363 (10) | |
Cl1 | 0.15573 (18) | 0.61989 (11) | 1.02771 (12) | 0.1006 (7) | |
Cl2 | −0.02954 (12) | 0.44667 (9) | 0.58967 (9) | 0.0661 (4) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Cd1 | 0.02979 (13) | 0.03431 (13) | 0.03791 (16) | −0.00051 (14) | −0.00110 (16) | −0.00186 (15) |
N1 | 0.034 (2) | 0.0349 (16) | 0.037 (2) | −0.0032 (15) | 0.0010 (17) | −0.0025 (15) |
N2 | 0.049 (2) | 0.0334 (17) | 0.039 (2) | −0.0031 (16) | −0.0037 (18) | 0.0030 (16) |
N3 | 0.0365 (17) | 0.0416 (17) | 0.035 (2) | −0.0004 (15) | 0.000 (2) | −0.0025 (18) |
N4 | 0.0321 (17) | 0.0408 (17) | 0.043 (3) | −0.0007 (15) | 0.0025 (17) | −0.0043 (17) |
O1 | 0.053 (2) | 0.088 (3) | 0.041 (2) | −0.014 (2) | 0.0066 (17) | 0.001 (2) |
O2 | 0.079 (3) | 0.103 (3) | 0.061 (3) | 0.018 (2) | 0.021 (2) | −0.019 (2) |
O3 | 0.140 (4) | 0.051 (2) | 0.113 (4) | −0.002 (3) | 0.036 (4) | −0.015 (2) |
O4 | 0.0339 (15) | 0.066 (2) | 0.065 (2) | 0.008 (2) | −0.0101 (18) | −0.0056 (18) |
O5 | 0.0520 (19) | 0.072 (2) | 0.077 (3) | −0.022 (2) | −0.012 (2) | −0.0070 (19) |
O6 | 0.076 (3) | 0.0439 (19) | 0.100 (4) | −0.0039 (19) | −0.018 (3) | −0.004 (2) |
C1 | 0.038 (3) | 0.044 (2) | 0.034 (3) | 0.0016 (19) | 0.000 (2) | 0.0017 (19) |
C2 | 0.075 (4) | 0.048 (3) | 0.051 (4) | −0.001 (3) | −0.002 (3) | −0.001 (3) |
C3 | 0.070 (4) | 0.060 (3) | 0.071 (5) | −0.017 (3) | 0.004 (4) | 0.019 (3) |
C4 | 0.051 (3) | 0.077 (4) | 0.060 (4) | −0.001 (3) | 0.007 (3) | 0.018 (4) |
C5 | 0.047 (3) | 0.056 (3) | 0.055 (3) | 0.013 (3) | 0.010 (2) | 0.001 (3) |
C6 | 0.046 (2) | 0.043 (2) | 0.047 (3) | 0.000 (3) | 0.003 (2) | 0.011 (3) |
C7 | 0.047 (3) | 0.072 (3) | 0.039 (3) | 0.001 (3) | −0.005 (2) | −0.006 (3) |
C8 | 0.030 (2) | 0.048 (3) | 0.043 (3) | −0.003 (2) | −0.001 (2) | −0.001 (2) |
C9 | 0.049 (3) | 0.047 (3) | 0.052 (4) | 0.000 (2) | 0.001 (3) | 0.001 (2) |
C10 | 0.051 (3) | 0.049 (3) | 0.072 (5) | 0.011 (3) | −0.005 (3) | 0.010 (3) |
C11 | 0.034 (3) | 0.069 (3) | 0.071 (4) | 0.003 (3) | −0.012 (3) | 0.005 (3) |
C12 | 0.031 (2) | 0.054 (3) | 0.056 (3) | −0.007 (2) | −0.003 (2) | 0.011 (3) |
C13 | 0.031 (2) | 0.041 (2) | 0.048 (3) | 0.000 (2) | −0.004 (2) | 0.009 (2) |
C14 | 0.035 (2) | 0.066 (3) | 0.043 (3) | −0.008 (3) | 0.000 (2) | 0.001 (3) |
C15 | 0.050 (3) | 0.036 (2) | 0.046 (3) | −0.001 (2) | 0.008 (3) | 0.0002 (19) |
C16 | 0.065 (4) | 0.033 (2) | 0.062 (4) | 0.000 (2) | 0.008 (3) | 0.001 (2) |
C17 | 0.064 (4) | 0.046 (3) | 0.057 (4) | 0.003 (3) | 0.008 (3) | −0.007 (3) |
C18 | 0.042 (3) | 0.047 (3) | 0.044 (3) | −0.003 (2) | −0.005 (2) | −0.009 (2) |
C19 | 0.063 (3) | 0.062 (3) | 0.044 (4) | −0.005 (3) | 0.001 (3) | −0.019 (3) |
C20 | 0.064 (3) | 0.079 (3) | 0.029 (3) | −0.006 (3) | 0.000 (2) | −0.007 (3) |
C21 | 0.048 (3) | 0.057 (3) | 0.029 (3) | −0.011 (2) | −0.006 (2) | 0.005 (2) |
C22 | 0.069 (4) | 0.073 (4) | 0.035 (3) | −0.019 (3) | −0.008 (3) | 0.009 (3) |
C23 | 0.083 (4) | 0.048 (3) | 0.053 (4) | −0.011 (3) | −0.014 (3) | 0.015 (3) |
C24 | 0.055 (3) | 0.037 (2) | 0.057 (4) | −0.001 (2) | −0.005 (3) | 0.004 (2) |
C25 | 0.029 (2) | 0.042 (2) | 0.035 (3) | −0.0043 (19) | −0.008 (2) | −0.003 (2) |
C26 | 0.029 (2) | 0.039 (2) | 0.034 (3) | −0.0043 (18) | −0.007 (2) | 0.0000 (19) |
C27 | 0.051 (2) | 0.044 (3) | 0.048 (3) | 0.005 (2) | −0.004 (3) | −0.004 (3) |
C28 | 0.059 (3) | 0.048 (3) | 0.055 (4) | 0.013 (2) | −0.004 (3) | 0.003 (2) |
C29 | 0.043 (3) | 0.070 (3) | 0.055 (4) | 0.009 (3) | −0.012 (3) | 0.004 (3) |
C30 | 0.034 (2) | 0.049 (3) | 0.049 (3) | −0.002 (2) | −0.006 (2) | 0.005 (2) |
C31 | 0.037 (3) | 0.064 (3) | 0.070 (4) | −0.002 (2) | −0.021 (3) | −0.001 (3) |
C32 | 0.045 (3) | 0.058 (3) | 0.070 (4) | −0.010 (3) | −0.017 (3) | 0.000 (3) |
C33 | 0.040 (2) | 0.048 (2) | 0.046 (3) | −0.010 (2) | −0.003 (3) | 0.002 (2) |
C34 | 0.054 (3) | 0.044 (3) | 0.077 (4) | −0.012 (2) | −0.004 (3) | −0.014 (3) |
C35 | 0.053 (3) | 0.039 (2) | 0.078 (4) | 0.007 (2) | −0.008 (3) | −0.009 (3) |
C36 | 0.039 (2) | 0.045 (2) | 0.066 (4) | 0.004 (2) | −0.007 (2) | −0.001 (2) |
C37 | 0.034 (2) | 0.041 (2) | 0.033 (3) | −0.0050 (18) | 0.003 (2) | −0.002 (2) |
C38 | 0.036 (2) | 0.044 (2) | 0.029 (3) | −0.0012 (18) | −0.0002 (19) | 0.0018 (18) |
Cl1 | 0.1042 (14) | 0.0923 (12) | 0.1054 (17) | 0.0301 (10) | 0.0478 (12) | 0.0013 (11) |
Cl2 | 0.0482 (7) | 0.0668 (8) | 0.0834 (11) | −0.0173 (7) | −0.0204 (7) | 0.0048 (8) |
Geometric parameters (Å, º) top
Cd1—O4 | 2.261 (3) | C12—Cl2 | 1.745 (5) |
Cd1—O1 | 2.336 (4) | C13—H13A | 0.9300 |
Cd1—N4 | 2.400 (3) | C15—C16 | 1.388 (6) |
Cd1—N2 | 2.400 (4) | C15—H15A | 0.9300 |
Cd1—N1 | 2.422 (3) | C16—C17 | 1.360 (8) |
Cd1—N3 | 2.423 (3) | C16—H16A | 0.9300 |
N1—C15 | 1.320 (5) | C17—C18 | 1.406 (7) |
N1—C26 | 1.361 (6) | C17—H17A | 0.9300 |
N2—C24 | 1.316 (5) | C18—C26 | 1.410 (6) |
N2—C25 | 1.359 (5) | C18—C19 | 1.425 (7) |
N3—C27 | 1.316 (5) | C19—C20 | 1.343 (8) |
N3—C38 | 1.357 (5) | C19—H19A | 0.9300 |
N4—C36 | 1.304 (5) | C20—C21 | 1.438 (7) |
N4—C37 | 1.362 (5) | C20—H20A | 0.9300 |
O1—C7 | 1.252 (6) | C21—C25 | 1.403 (7) |
O2—C7 | 1.250 (6) | C21—C22 | 1.407 (7) |
O3—C2 | 1.356 (6) | C22—C23 | 1.352 (8) |
O3—H3 | 0.8200 | C22—H22A | 0.9300 |
O4—C14 | 1.233 (6) | C23—C24 | 1.393 (8) |
O5—C14 | 1.272 (5) | C23—H23A | 0.9300 |
O6—C9 | 1.342 (6) | C24—H24A | 0.9300 |
O6—H6 | 0.8200 | C25—C26 | 1.433 (6) |
C1—C6 | 1.377 (6) | C27—C28 | 1.402 (7) |
C1—C2 | 1.405 (7) | C27—H27A | 0.9300 |
C1—C7 | 1.504 (7) | C28—C29 | 1.355 (7) |
C2—C3 | 1.389 (8) | C28—H28A | 0.9300 |
C3—C4 | 1.348 (8) | C29—C30 | 1.397 (6) |
C3—H3A | 0.9300 | C29—H29A | 0.9300 |
C4—C5 | 1.374 (8) | C30—C38 | 1.399 (6) |
C4—H4A | 0.9300 | C30—C31 | 1.430 (6) |
C5—C6 | 1.370 (7) | C31—C32 | 1.343 (7) |
C5—Cl1 | 1.743 (5) | C31—H31A | 0.9300 |
C6—H6A | 0.9300 | C32—C33 | 1.430 (7) |
C8—C13 | 1.390 (6) | C32—H32A | 0.9300 |
C8—C9 | 1.394 (6) | C33—C37 | 1.412 (6) |
C8—C14 | 1.506 (6) | C33—C34 | 1.414 (6) |
C9—C10 | 1.388 (7) | C34—C35 | 1.356 (7) |
C10—C11 | 1.372 (7) | C34—H34A | 0.9300 |
C10—H10A | 0.9300 | C35—C36 | 1.407 (6) |
C11—C12 | 1.376 (7) | C35—H35A | 0.9300 |
C11—H11A | 0.9300 | C36—H36A | 0.9300 |
C12—C13 | 1.368 (6) | C37—C38 | 1.441 (6) |
| | | |
O4—Cd1—O1 | 82.14 (12) | N1—C15—C16 | 124.1 (5) |
O4—Cd1—N4 | 125.46 (12) | N1—C15—H15A | 117.9 |
O1—Cd1—N4 | 83.28 (13) | C16—C15—H15A | 117.9 |
O4—Cd1—N2 | 86.00 (13) | C17—C16—C15 | 118.5 (4) |
O1—Cd1—N2 | 156.59 (12) | C17—C16—H16A | 120.7 |
N4—Cd1—N2 | 87.33 (12) | C15—C16—H16A | 120.7 |
O4—Cd1—N1 | 84.29 (12) | C16—C17—C18 | 120.0 (5) |
O1—Cd1—N1 | 129.12 (13) | C16—C17—H17A | 120.0 |
N4—Cd1—N1 | 141.39 (12) | C18—C17—H17A | 120.0 |
N2—Cd1—N1 | 69.12 (12) | C17—C18—C26 | 117.3 (5) |
O4—Cd1—N3 | 164.68 (11) | C17—C18—C19 | 123.1 (5) |
O1—Cd1—N3 | 97.76 (14) | C26—C18—C19 | 119.5 (4) |
N4—Cd1—N3 | 69.51 (11) | C20—C19—C18 | 121.6 (5) |
N2—Cd1—N3 | 98.95 (13) | C20—C19—H19A | 119.2 |
N1—Cd1—N3 | 83.98 (12) | C18—C19—H19A | 119.2 |
C15—N1—C26 | 117.9 (4) | C19—C20—C21 | 120.3 (5) |
C15—N1—Cd1 | 126.1 (3) | C19—C20—H20A | 119.9 |
C26—N1—Cd1 | 116.0 (3) | C21—C20—H20A | 119.9 |
C24—N2—C25 | 118.1 (4) | C25—C21—C22 | 118.0 (5) |
C24—N2—Cd1 | 124.7 (3) | C25—C21—C20 | 119.5 (4) |
C25—N2—Cd1 | 117.0 (3) | C22—C21—C20 | 122.5 (5) |
C27—N3—C38 | 118.0 (4) | C23—C22—C21 | 119.4 (5) |
C27—N3—Cd1 | 125.6 (3) | C23—C22—H22A | 120.3 |
C38—N3—Cd1 | 116.3 (2) | C21—C22—H22A | 120.3 |
C36—N4—C37 | 118.6 (4) | C22—C23—C24 | 119.0 (5) |
C36—N4—Cd1 | 124.6 (3) | C22—C23—H23A | 120.5 |
C37—N4—Cd1 | 116.7 (2) | C24—C23—H23A | 120.5 |
C7—O1—Cd1 | 101.9 (3) | N2—C24—C23 | 123.7 (5) |
C2—O3—H3 | 109.5 | N2—C24—H24A | 118.2 |
C14—O4—Cd1 | 111.8 (3) | C23—C24—H24A | 118.2 |
C9—O6—H6 | 109.5 | N2—C25—C21 | 121.8 (4) |
C6—C1—C2 | 118.7 (4) | N2—C25—C26 | 118.4 (4) |
C6—C1—C7 | 120.4 (4) | C21—C25—C26 | 119.8 (4) |
C2—C1—C7 | 120.8 (4) | N1—C26—C18 | 122.1 (4) |
O3—C2—C3 | 121.1 (5) | N1—C26—C25 | 118.9 (4) |
O3—C2—C1 | 119.4 (5) | C18—C26—C25 | 119.1 (5) |
C3—C2—C1 | 119.4 (5) | N3—C27—C28 | 123.6 (4) |
C4—C3—C2 | 121.3 (5) | N3—C27—H27A | 118.2 |
C4—C3—H3A | 119.4 | C28—C27—H27A | 118.2 |
C2—C3—H3A | 119.4 | C29—C28—C27 | 118.3 (4) |
C3—C4—C5 | 119.0 (5) | C29—C28—H28A | 120.9 |
C3—C4—H4A | 120.5 | C27—C28—H28A | 120.9 |
C5—C4—H4A | 120.5 | C28—C29—C30 | 120.2 (4) |
C6—C5—C4 | 121.8 (5) | C28—C29—H29A | 119.9 |
C6—C5—Cl1 | 120.3 (4) | C30—C29—H29A | 119.9 |
C4—C5—Cl1 | 117.9 (4) | C29—C30—C38 | 117.7 (4) |
C5—C6—C1 | 119.8 (5) | C29—C30—C31 | 122.7 (4) |
C5—C6—H6A | 120.1 | C38—C30—C31 | 119.6 (4) |
C1—C6—H6A | 120.1 | C32—C31—C30 | 121.8 (4) |
O2—C7—O1 | 123.4 (5) | C32—C31—H31A | 119.1 |
O2—C7—C1 | 118.3 (5) | C30—C31—H31A | 119.1 |
O1—C7—C1 | 118.3 (5) | C31—C32—C33 | 119.9 (5) |
C13—C8—C9 | 119.6 (4) | C31—C32—H32A | 120.1 |
C13—C8—C14 | 118.2 (4) | C33—C32—H32A | 120.1 |
C9—C8—C14 | 122.1 (4) | C37—C33—C34 | 117.2 (4) |
O6—C9—C10 | 118.6 (5) | C37—C33—C32 | 120.2 (4) |
O6—C9—C8 | 122.2 (5) | C34—C33—C32 | 122.7 (4) |
C10—C9—C8 | 119.2 (5) | C35—C34—C33 | 120.3 (4) |
C11—C10—C9 | 120.7 (5) | C35—C34—H34A | 119.8 |
C11—C10—H10A | 119.6 | C33—C34—H34A | 119.8 |
C9—C10—H10A | 119.6 | C34—C35—C36 | 118.1 (4) |
C10—C11—C12 | 119.7 (5) | C34—C35—H35A | 121.0 |
C10—C11—H11A | 120.2 | C36—C35—H35A | 121.0 |
C12—C11—H11A | 120.2 | N4—C36—C35 | 124.0 (4) |
C13—C12—C11 | 120.9 (5) | N4—C36—H36A | 118.0 |
C13—C12—Cl2 | 119.4 (4) | C35—C36—H36A | 118.0 |
C11—C12—Cl2 | 119.7 (4) | N4—C37—C33 | 121.8 (4) |
C12—C13—C8 | 120.0 (5) | N4—C37—C38 | 119.0 (4) |
C12—C13—H13A | 120.0 | C33—C37—C38 | 119.1 (4) |
C8—C13—H13A | 120.0 | N3—C38—C30 | 122.2 (4) |
O4—C14—O5 | 124.8 (5) | N3—C38—C37 | 118.5 (4) |
O4—C14—C8 | 119.0 (4) | C30—C38—C37 | 119.2 (4) |
O5—C14—C8 | 116.2 (5) | | |
| | | |
O4—Cd1—N1—C15 | −88.3 (4) | C14—C8—C13—C12 | −177.4 (5) |
O1—Cd1—N1—C15 | −13.3 (4) | Cd1—O4—C14—O5 | −4.5 (7) |
N4—Cd1—N1—C15 | 127.7 (4) | Cd1—O4—C14—C8 | 175.4 (4) |
N2—Cd1—N1—C15 | −176.2 (4) | C13—C8—C14—O4 | −4.4 (8) |
N3—Cd1—N1—C15 | 81.8 (4) | C9—C8—C14—O4 | 178.1 (5) |
O4—Cd1—N1—C26 | 93.7 (3) | C13—C8—C14—O5 | 175.5 (5) |
O1—Cd1—N1—C26 | 168.7 (3) | C9—C8—C14—O5 | −2.0 (8) |
N4—Cd1—N1—C26 | −50.3 (4) | C26—N1—C15—C16 | 0.0 (7) |
N2—Cd1—N1—C26 | 5.8 (3) | Cd1—N1—C15—C16 | −177.9 (4) |
N3—Cd1—N1—C26 | −96.1 (3) | N1—C15—C16—C17 | 1.1 (8) |
O4—Cd1—N2—C24 | 92.3 (4) | C15—C16—C17—C18 | −0.5 (8) |
O1—Cd1—N2—C24 | 32.7 (6) | C16—C17—C18—C26 | −1.2 (8) |
N4—Cd1—N2—C24 | −33.6 (4) | C16—C17—C18—C19 | 177.6 (5) |
N1—Cd1—N2—C24 | 177.7 (4) | C17—C18—C19—C20 | 178.6 (5) |
N3—Cd1—N2—C24 | −102.3 (4) | C26—C18—C19—C20 | −2.6 (8) |
O4—Cd1—N2—C25 | −92.4 (3) | C18—C19—C20—C21 | −1.9 (8) |
O1—Cd1—N2—C25 | −152.0 (3) | C19—C20—C21—C25 | 4.6 (7) |
N4—Cd1—N2—C25 | 141.8 (3) | C19—C20—C21—C22 | −175.9 (5) |
N1—Cd1—N2—C25 | −7.0 (3) | C25—C21—C22—C23 | −1.0 (7) |
N3—Cd1—N2—C25 | 73.0 (3) | C20—C21—C22—C23 | 179.5 (5) |
O4—Cd1—N3—C27 | 7.9 (8) | C21—C22—C23—C24 | 2.0 (8) |
O1—Cd1—N3—C27 | 96.5 (4) | C25—N2—C24—C23 | −0.9 (7) |
N4—Cd1—N3—C27 | 176.3 (5) | Cd1—N2—C24—C23 | 174.3 (4) |
N2—Cd1—N3—C27 | −99.9 (4) | C22—C23—C24—N2 | −1.1 (8) |
N1—Cd1—N3—C27 | −32.2 (4) | C24—N2—C25—C21 | 2.0 (6) |
O4—Cd1—N3—C38 | −168.0 (4) | Cd1—N2—C25—C21 | −173.6 (3) |
O1—Cd1—N3—C38 | −79.4 (3) | C24—N2—C25—C26 | −176.7 (4) |
N4—Cd1—N3—C38 | 0.4 (3) | Cd1—N2—C25—C26 | 7.7 (5) |
N2—Cd1—N3—C38 | 84.1 (3) | C22—C21—C25—N2 | −1.1 (7) |
N1—Cd1—N3—C38 | 151.8 (3) | C20—C21—C25—N2 | 178.5 (4) |
O4—Cd1—N4—C36 | 0.0 (5) | C22—C21—C25—C26 | 177.6 (4) |
O1—Cd1—N4—C36 | −75.4 (4) | C20—C21—C25—C26 | −2.8 (7) |
N2—Cd1—N4—C36 | 83.1 (4) | C15—N1—C26—C18 | −1.9 (6) |
N1—Cd1—N4—C36 | 134.1 (4) | Cd1—N1—C26—C18 | 176.3 (3) |
N3—Cd1—N4—C36 | −176.3 (4) | C15—N1—C26—C25 | 177.5 (4) |
O4—Cd1—N4—C37 | 175.3 (3) | Cd1—N1—C26—C25 | −4.4 (5) |
O1—Cd1—N4—C37 | 99.9 (3) | C17—C18—C26—N1 | 2.4 (7) |
N2—Cd1—N4—C37 | −101.6 (3) | C19—C18—C26—N1 | −176.4 (4) |
N1—Cd1—N4—C37 | −50.6 (4) | C17—C18—C26—C25 | −176.9 (4) |
N3—Cd1—N4—C37 | −1.0 (3) | C19—C18—C26—C25 | 4.3 (6) |
O4—Cd1—O1—C7 | 75.3 (3) | N2—C25—C26—N1 | −2.1 (6) |
N4—Cd1—O1—C7 | −157.4 (4) | C21—C25—C26—N1 | 179.1 (4) |
N2—Cd1—O1—C7 | 135.6 (4) | N2—C25—C26—C18 | 177.2 (4) |
N1—Cd1—O1—C7 | −0.7 (4) | C21—C25—C26—C18 | −1.5 (6) |
N3—Cd1—O1—C7 | −89.2 (3) | C38—N3—C27—C28 | −1.5 (8) |
O1—Cd1—O4—C14 | 83.4 (4) | Cd1—N3—C27—C28 | −177.3 (4) |
N4—Cd1—O4—C14 | 7.4 (4) | N3—C27—C28—C29 | −0.4 (9) |
N2—Cd1—O4—C14 | −76.4 (4) | C27—C28—C29—C30 | 1.9 (9) |
N1—Cd1—O4—C14 | −145.8 (4) | C28—C29—C30—C38 | −1.6 (9) |
N3—Cd1—O4—C14 | 174.0 (5) | C28—C29—C30—C31 | 177.7 (6) |
C6—C1—C2—O3 | −176.7 (5) | C29—C30—C31—C32 | −174.7 (6) |
C7—C1—C2—O3 | 7.7 (8) | C38—C30—C31—C32 | 4.6 (9) |
C6—C1—C2—C3 | 0.4 (8) | C30—C31—C32—C33 | −2.8 (9) |
C7—C1—C2—C3 | −175.2 (5) | C31—C32—C33—C37 | −1.7 (8) |
O3—C2—C3—C4 | 176.6 (6) | C31—C32—C33—C34 | 179.7 (6) |
C1—C2—C3—C4 | −0.5 (10) | C37—C33—C34—C35 | 0.6 (8) |
C2—C3—C4—C5 | −0.4 (9) | C32—C33—C34—C35 | 179.3 (6) |
C3—C4—C5—C6 | 1.4 (9) | C33—C34—C35—C36 | −0.7 (9) |
C3—C4—C5—Cl1 | −179.2 (5) | C37—N4—C36—C35 | −0.7 (8) |
C4—C5—C6—C1 | −1.4 (8) | Cd1—N4—C36—C35 | 174.5 (4) |
Cl1—C5—C6—C1 | 179.1 (4) | C34—C35—C36—N4 | 0.8 (9) |
C2—C1—C6—C5 | 0.5 (7) | C36—N4—C37—C33 | 0.7 (7) |
C7—C1—C6—C5 | 176.1 (5) | Cd1—N4—C37—C33 | −174.9 (4) |
Cd1—O1—C7—O2 | 22.3 (7) | C36—N4—C37—C38 | 177.1 (5) |
Cd1—O1—C7—C1 | −155.3 (4) | Cd1—N4—C37—C38 | 1.5 (6) |
C6—C1—C7—O2 | 179.1 (5) | C34—C33—C37—N4 | −0.6 (7) |
C2—C1—C7—O2 | −5.4 (8) | C32—C33—C37—N4 | −179.3 (5) |
C6—C1—C7—O1 | −3.2 (7) | C34—C33—C37—C38 | −177.0 (5) |
C2—C1—C7—O1 | 172.4 (5) | C32—C33—C37—C38 | 4.3 (7) |
C13—C8—C9—O6 | −178.5 (5) | C27—N3—C38—C30 | 1.8 (7) |
C14—C8—C9—O6 | −1.0 (8) | Cd1—N3—C38—C30 | 178.0 (4) |
C13—C8—C9—C10 | −0.2 (8) | C27—N3—C38—C37 | −176.0 (4) |
C14—C8—C9—C10 | 177.3 (5) | Cd1—N3—C38—C37 | 0.2 (5) |
O6—C9—C10—C11 | 178.4 (6) | C29—C30—C38—N3 | −0.2 (8) |
C8—C9—C10—C11 | 0.1 (9) | C31—C30—C38—N3 | −179.6 (5) |
C9—C10—C11—C12 | 0.1 (10) | C29—C30—C38—C37 | 177.5 (5) |
C10—C11—C12—C13 | −0.2 (9) | C31—C30—C38—C37 | −1.8 (7) |
C10—C11—C12—Cl2 | −178.2 (5) | N4—C37—C38—N3 | −1.2 (7) |
C11—C12—C13—C8 | 0.0 (8) | C33—C37—C38—N3 | 175.4 (4) |
Cl2—C12—C13—C8 | 178.1 (4) | N4—C37—C38—C30 | −179.0 (5) |
C9—C8—C13—C12 | 0.2 (7) | C33—C37—C38—C30 | −2.5 (7) |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O3—H3···O2 | 0.82 | 1.76 | 2.504 (6) | 149 |
O6—H6···O5 | 0.82 | 1.83 | 2.553 (6) | 147 |
C15—H15A···O2 | 0.93 | 2.45 | 3.181 (6) | 136 |
C36—H36A···O5 | 0.93 | 2.34 | 3.134 (6) | 143 |
C24—H24A···O3i | 0.93 | 2.42 | 3.185 (6) | 140 |
Symmetry code: (i) −x+1, y+1/2, −z+3/2. |
Experimental details
Crystal data |
Chemical formula | [Cd(C7H4ClO3)2(C12H8N2)2] |
Mr | 815.91 |
Crystal system, space group | Orthorhombic, P212121 |
Temperature (K) | 293 |
a, b, c (Å) | 10.812 (3), 16.495 (4), 18.862 (5) |
V (Å3) | 3363.9 (14) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 0.86 |
Crystal size (mm) | 0.25 × 0.23 × 0.22 |
|
Data collection |
Diffractometer | Rigaku R-AXIS RAPID IP diffractometer |
Absorption correction | – |
No. of measured, independent and observed [I > 2σ(I)] reflections | 32955, 7696, 5812 |
Rint | 0.086 |
(sin θ/λ)max (Å−1) | 0.649 |
|
Refinement |
R[F2 > 2σ(F2)], wR(F2), S | 0.045, 0.086, 1.01 |
No. of reflections | 7696 |
No. of parameters | 461 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.64, −0.55 |
Absolute structure | Flack (1983), with 3402 Friedel pairs |
Absolute structure parameter | 0.00 (19) |
Selected geometric parameters (Å, º) topCd1—O4 | 2.261 (3) | Cd1—N2 | 2.400 (4) |
Cd1—O1 | 2.336 (4) | Cd1—N1 | 2.422 (3) |
Cd1—N4 | 2.400 (3) | Cd1—N3 | 2.423 (3) |
| | | |
O4—Cd1—O1 | 82.14 (12) | N4—Cd1—N1 | 141.39 (12) |
O4—Cd1—N4 | 125.46 (12) | N2—Cd1—N1 | 69.12 (12) |
O1—Cd1—N4 | 83.28 (13) | O4—Cd1—N3 | 164.68 (11) |
O4—Cd1—N2 | 86.00 (13) | O1—Cd1—N3 | 97.76 (14) |
O1—Cd1—N2 | 156.59 (12) | N4—Cd1—N3 | 69.51 (11) |
N4—Cd1—N2 | 87.33 (12) | N2—Cd1—N3 | 98.95 (13) |
O4—Cd1—N1 | 84.29 (12) | N1—Cd1—N3 | 83.98 (12) |
O1—Cd1—N1 | 129.12 (13) | | |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O3—H3···O2 | 0.82 | 1.76 | 2.504 (6) | 149.2 |
O6—H6···O5 | 0.82 | 1.83 | 2.553 (6) | 146.7 |
C15—H15A···O2 | 0.93 | 2.45 | 3.181 (6) | 135.7 |
C36—H36A···O5 | 0.93 | 2.34 | 3.134 (6) | 143.4 |
C24—H24A···O3i | 0.93 | 2.42 | 3.185 (6) | 139.8 |
Symmetry code: (i) −x+1, y+1/2, −z+3/2. |
Salicylic acid and its derivatives continue to attract attention because of their versatile coordination modes (Zhu et al., 2003; Yin et al., 2004; Wen, Liu & Ribas, 2007) and biological applications (Lemoine et al., 2004). We report here the structure of a Cd (II) complex with the 5-chlorosalicylate ligand (Melnik et al., 2001; Wen & Ying, 2007; Wen, Ta et al., 2007). The title complex, Cd(C7H4ClO3)2 (C12H8N2)2, was synthesized under hydrothermal conditions.
The Cd atom is coordinated in a distorted octahedral coordination geometry by two O atoms from two 5-chlorosalicylate ligands and four N atoms from two 1,10-phenanthroline ligands (Fig. 1 and Table 1). The crystal structure is stabilized by O—H···O and C—H···O hydrogen bonds (Table 2), and π–π interactions between the 1,10-phenanthroline ligands and 5-chlorosalicylate ligands, with a centroid–centroid distance between neighbouring aromatic rings of 3.730 (1) Å (Fig. 2).