Bis­(ethyl­enedi­ammonium) tris­(pyridine-2,6-di­carboxyl­ato-κ³O,O′,N)­cadmium(II) hexahydrate

In the title complex, (C₂H₁₀N₂)₂[Cd(C₇H₃NO₄)₃]·6H₂O, the Cd^II atom is nine-coordinated by three pyridine-2,6-di­carboxyl­ate ligands via six O atoms and three N atoms in a distorted tricapped trigonal prismatic structure. A crystallographic twofold rotation axis passes through the Cd atom and three atoms of one pyridine ring, viz. N, the C in the p-position and its attached H atom. The pyridine-2,6-di­carboxyl­ate ligands, ethyl­enedi­ammonium cations and uncoordinated water mol­ecules contribute to the formation of intermolecular hydrogen bonds, forming a three-dimensional network.

Key indicators

• Single-crystal X-ray study
• T = 298 K
• Mean [sigma](C-C) = 0.003 Å
• R factor = 0.028
• wR factor = 0.067
• Data-to-parameter ratio = 12.5

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low .......       0.97
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given .......          ?
PLAT164_ALERT_4_C Nr. of Refined C-H H-Atoms in Heavy-At Struct...          9
PLAT222_ALERT_3_C Large Non-Solvent    H     Ueq(max)/Ueq(min) ...       3.15 Ratio
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X)  Cd1    -   O1      ..       5.75 su
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X)  Cd1    -   O5      ..       5.43 su
PLAT731_ALERT_1_C Bond    Calc     0.87(3), Rep   0.867(10) ......       3.00 su-Rat
              O7   -H17     1.555   1.555
PLAT731_ALERT_1_C Bond    Calc     0.88(3), Rep   0.876(10) ......       3.00 su-Rat
              O8   -H19     1.555   1.555
PLAT735_ALERT_1_C D-H     Calc     0.87(3), Rep   0.867(10) ......       3.00 su-Rat
              O7   -H17     1.555   1.555
PLAT735_ALERT_1_C D-H     Calc     0.88(3), Rep   0.876(10) ......       3.00 su-Rat
              O8   -H19     1.555   1.555
PLAT736_ALERT_1_C H...A   Calc     1.81(3), Rep   1.804(13) ......       2.31 su-Rat
              H19  -O3      1.555   3.655

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

   6 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   2 ALERT type 2 Indicator that the structure model may be wrong or deficient
   2 ALERT type 3 Indicator that the structure quality may be low
   2 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

Data collection: SMART (Bruker,1997); cell refinement: SMART; data reduction: SAINT (Bruker, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1997); software used to prepare material for publication: SHELXTL.

Bis(ethylenediammonium) tris(pyridine-2,6-dicarboxylato-κ³O,O',N)cadmium(II) hexahydrate

Crystal data

(C2H10N2)2[Cd(C7H3NO4)3]·6H2O	Dx = 1.705 Mg m^−3
Mr = 840.05	Mo Kα radiation, λ = 0.71073 Å
Orthorhombic, Pbcn	Cell parameters from 5899 reflections
a = 16.250 (3) Å	θ = 2.4–26.6°
b = 10.0614 (15) Å	µ = 0.76 mm^−1
c = 20.021 (3) Å	T = 298 K
V = 3273.4 (9) Å^3	Block, colourless
Z = 4	0.40 × 0.30 × 0.15 mm
F(000) = 1728

Data collection

Bruker SMART 1000 CCD area-detector diffractometer	3930 independent reflections
Radiation source: fine-focus sealed tube	2680 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.033
φ and ω scans	θmax = 28.3°, θmin = 2.0°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −21→20
Tmin = 0.751, Tmax = 0.895	k = −13→12
19430 measured reflections	l = −23→25

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)] = 0.028	Hydrogen site location: difmap and geom
wR(F^2) = 0.067	H atoms treated by a mixture of independent and constrained refinement
S = 0.95	w = 1/[σ^2(Fo^2) + (0.035P)^2] where P = (Fo^2 + 2Fc^2)/3
3930 reflections	(Δ/σ)max < 0.001
314 parameters	Δρmax = 0.46 e Å^−3
6 restraints	Δρmin = −0.41 e Å^−3

Special details

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 (Ų)

	x	y	z	Uiso*/Ueq
Cd1	1.0000	0.62545 (2)	0.2500	0.02407 (7)
N1	0.88153 (10)	0.74815 (16)	0.21056 (8)	0.0263 (4)
N2	1.0000	0.3872 (2)	0.2500	0.0227 (5)
N3	0.16046 (14)	0.9064 (2)	0.08264 (11)	0.0369 (5)
N4	0.09979 (14)	0.6123 (2)	0.04394 (12)	0.0350 (5)
O1	1.03209 (9)	0.79277 (14)	0.15859 (8)	0.0352 (4)
O2	0.97935 (10)	0.92180 (18)	0.07915 (8)	0.0429 (4)
O3	0.86523 (9)	0.55836 (14)	0.30265 (8)	0.0374 (4)
O4	0.73626 (10)	0.61870 (15)	0.32455 (9)	0.0477 (5)
O5	0.96419 (10)	0.52147 (14)	0.13657 (7)	0.0335 (4)
O6	0.98238 (10)	0.33841 (16)	0.07528 (8)	0.0398 (4)
O7	0.11138 (12)	0.15613 (17)	0.02829 (9)	0.0446 (4)
O8	0.17597 (11)	0.35586 (19)	0.11868 (9)	0.0442 (4)
O9	0.15520 (13)	0.60130 (18)	0.45670 (10)	0.0515 (5)
C1	0.97305 (14)	0.8521 (2)	0.13053 (11)	0.0288 (5)
C2	0.88875 (13)	0.8380 (2)	0.16159 (10)	0.0281 (5)
C3	0.82353 (15)	0.9143 (2)	0.13942 (13)	0.0397 (6)
C4	0.74713 (16)	0.8951 (3)	0.16806 (13)	0.0463 (7)
C5	0.73832 (15)	0.8001 (3)	0.21722 (13)	0.0396 (6)
C6	0.80723 (13)	0.7297 (2)	0.23776 (10)	0.0295 (5)
C7	0.80186 (13)	0.6271 (2)	0.29296 (11)	0.0303 (5)
C8	0.97850 (12)	0.3997 (2)	0.12971 (11)	0.0266 (5)
C9	0.99116 (12)	0.3189 (2)	0.19282 (10)	0.0251 (4)
C10	0.99175 (15)	0.1819 (2)	0.19087 (12)	0.0399 (6)
C11	1.0000	0.1132 (3)	0.2500	0.0437 (9)
C12	0.15909 (17)	0.8350 (2)	0.01798 (12)	0.0379 (6)
C13	0.17388 (15)	0.6884 (3)	0.02502 (14)	0.0375 (6)
H1	0.8347 (14)	0.974 (2)	0.1046 (13)	0.044 (7)*
H2	0.7011 (14)	0.949 (2)	0.1574 (12)	0.042 (7)*
H3	0.6901 (15)	0.785 (2)	0.2407 (11)	0.038 (7)*
H4	0.9864 (12)	0.137 (2)	0.1460 (13)	0.033 (6)*
H5	1.0000	0.020 (5)	0.2500	0.104 (19)*
H6	0.2156 (18)	0.900 (2)	0.0988 (13)	0.055 (8)*
H7	0.1212 (17)	0.869 (2)	0.1088 (14)	0.054 (8)*
H8	0.1488 (16)	0.991 (3)	0.0757 (13)	0.056 (9)*
H9	0.1070 (14)	0.8535 (19)	−0.0078 (11)	0.028 (6)*
H10	0.2037 (16)	0.868 (2)	−0.0078 (12)	0.038 (7)*
H11	0.1917 (14)	0.654 (2)	−0.0164 (12)	0.032 (6)*
H12	0.2143 (16)	0.671 (2)	0.0557 (13)	0.050 (7)*
H13	0.1095 (16)	0.527 (3)	0.0450 (14)	0.059 (9)*
H14	0.0660 (18)	0.626 (2)	0.0137 (15)	0.056 (9)*
H15	0.0808 (17)	0.633 (2)	0.0812 (14)	0.050 (9)*
H16	0.0773 (14)	0.126 (2)	−0.0012 (11)	0.063 (10)*
H17	0.0838 (18)	0.207 (3)	0.0550 (13)	0.095 (12)*
H18	0.1856 (17)	0.2836 (19)	0.1417 (13)	0.074 (11)*
H19	0.167 (2)	0.415 (3)	0.1499 (13)	0.097 (12)*
H20	0.139 (2)	0.671 (2)	0.4777 (14)	0.083 (11)*
H21	0.1103 (11)	0.586 (3)	0.4340 (12)	0.057 (9)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cd1	0.02507 (12)	0.02111 (11)	0.02603 (11)	0.000	−0.00007 (9)	0.000
N1	0.0307 (10)	0.0223 (9)	0.0261 (10)	0.0010 (7)	0.0001 (7)	−0.0028 (7)
N2	0.0208 (11)	0.0239 (12)	0.0235 (11)	0.000	−0.0003 (10)	0.000
N3	0.0320 (12)	0.0304 (12)	0.0484 (14)	−0.0046 (9)	−0.0045 (10)	−0.0007 (10)
N4	0.0407 (13)	0.0341 (12)	0.0304 (12)	−0.0032 (10)	−0.0027 (10)	0.0004 (10)
O1	0.0308 (8)	0.0366 (9)	0.0381 (9)	0.0004 (7)	−0.0003 (7)	0.0087 (7)
O2	0.0440 (10)	0.0511 (10)	0.0335 (10)	−0.0070 (8)	−0.0018 (7)	0.0156 (8)
O3	0.0283 (8)	0.0345 (9)	0.0494 (10)	0.0016 (7)	0.0034 (7)	0.0124 (8)
O4	0.0372 (10)	0.0495 (10)	0.0565 (12)	0.0061 (8)	0.0171 (8)	0.0153 (8)
O5	0.0424 (9)	0.0269 (8)	0.0311 (9)	0.0019 (7)	−0.0047 (7)	0.0008 (7)
O6	0.0535 (11)	0.0407 (9)	0.0253 (9)	0.0081 (7)	−0.0064 (7)	−0.0063 (7)
O7	0.0588 (13)	0.0344 (10)	0.0407 (11)	−0.0004 (9)	−0.0073 (9)	−0.0066 (8)
O8	0.0397 (10)	0.0481 (12)	0.0447 (11)	0.0034 (8)	−0.0017 (8)	−0.0149 (10)
O9	0.0584 (13)	0.0413 (11)	0.0547 (13)	0.0043 (10)	−0.0186 (10)	−0.0066 (9)
C1	0.0356 (12)	0.0229 (11)	0.0278 (12)	−0.0063 (9)	−0.0031 (9)	−0.0050 (9)
C2	0.0324 (12)	0.0277 (11)	0.0243 (11)	0.0015 (9)	−0.0009 (9)	−0.0001 (9)
C3	0.0440 (15)	0.0400 (14)	0.0350 (14)	0.0078 (11)	0.0009 (11)	0.0089 (11)
C4	0.0400 (15)	0.0586 (18)	0.0404 (15)	0.0197 (12)	−0.0035 (11)	0.0071 (13)
C5	0.0321 (14)	0.0517 (16)	0.0350 (14)	0.0070 (11)	0.0016 (11)	0.0040 (13)
C6	0.0285 (12)	0.0283 (11)	0.0317 (14)	0.0013 (9)	−0.0005 (9)	−0.0012 (9)
C7	0.0305 (12)	0.0278 (11)	0.0325 (12)	−0.0037 (10)	0.0004 (9)	−0.0019 (10)
C8	0.0231 (11)	0.0330 (13)	0.0238 (11)	−0.0019 (8)	−0.0016 (8)	0.0003 (9)
C9	0.0263 (11)	0.0230 (10)	0.0260 (11)	−0.0018 (8)	−0.0002 (8)	−0.0014 (8)
C10	0.0630 (18)	0.0263 (11)	0.0304 (13)	−0.0028 (11)	−0.0046 (11)	−0.0029 (10)
C11	0.077 (3)	0.0185 (15)	0.0361 (18)	0.000	0.0011 (18)	0.000
C12	0.0343 (14)	0.0433 (14)	0.0362 (14)	−0.0066 (11)	0.0016 (11)	0.0051 (11)
C13	0.0321 (14)	0.0417 (14)	0.0386 (15)	−0.0007 (11)	0.0007 (11)	−0.0059 (12)

Geometric parameters (Å, º)

Cd1—N2	2.397 (2)	O7—H16	0.864 (10)
Cd1—N1^i	2.4194 (17)	O7—H17	0.867 (10)
Cd1—N1	2.4194 (17)	O8—H18	0.874 (10)
Cd1—O3	2.5225 (15)	O8—H19	0.876 (10)
Cd1—O3^i	2.5225 (15)	O9—H20	0.861 (10)
Cd1—O1^i	2.5408 (15)	O9—H21	0.872 (10)
Cd1—O1	2.5408 (15)	C1—C2	1.511 (3)
Cd1—O5	2.5671 (15)	C2—C3	1.382 (3)
Cd1—O5^i	2.5671 (15)	C3—C4	1.381 (3)
N1—C6	1.337 (3)	C3—H1	0.94 (2)
N1—C2	1.339 (3)	C4—C5	1.379 (4)
N2—C9^i	1.343 (2)	C4—H2	0.95 (2)
N2—C9	1.343 (2)	C5—C6	1.387 (3)
N3—C12	1.481 (3)	C5—H3	0.93 (2)
N3—H6	0.95 (3)	C6—C7	1.515 (3)
N3—H7	0.91 (3)	C8—C9	1.516 (3)
N3—H8	0.88 (3)	C9—C10	1.380 (3)
N4—C13	1.476 (3)	C10—C11	1.377 (3)
N4—H13	0.88 (3)	C10—H4	1.01 (2)
N4—H14	0.83 (3)	C11—C10^i	1.377 (3)
N4—H15	0.83 (3)	C11—H5	0.94 (5)
O1—C1	1.262 (3)	C12—C13	1.501 (3)
O2—C1	1.249 (3)	C12—H9	1.01 (2)
O3—C7	1.255 (2)	C12—H10	0.95 (2)
O4—C7	1.242 (3)	C13—H11	0.94 (2)
O5—C8	1.255 (2)	C13—H12	0.92 (3)
O6—C8	1.254 (3)
N2—Cd1—N1^i	120.68 (4)	H14—N4—H15	112 (3)
N2—Cd1—N1	120.68 (4)	C1—O1—Cd1	118.54 (14)
N1^i—Cd1—N1	118.64 (8)	C7—O3—Cd1	120.02 (13)
N2—Cd1—O3	74.48 (3)	C8—O5—Cd1	116.93 (13)
N1^i—Cd1—O3	133.71 (5)	H16—O7—H17	107 (3)
N1—Cd1—O3	65.30 (5)	H18—O8—H19	103 (3)
N2—Cd1—O3^i	74.48 (3)	H20—O9—H21	98 (3)
N1^i—Cd1—O3^i	65.30 (5)	O2—C1—O1	124.7 (2)
N1—Cd1—O3^i	133.71 (5)	O2—C1—C2	117.8 (2)
O3—Cd1—O3^i	148.95 (7)	O1—C1—C2	117.5 (2)
N2—Cd1—O1^i	131.50 (3)	N1—C2—C3	122.9 (2)
N1^i—Cd1—O1^i	65.81 (5)	N1—C2—C1	116.37 (18)
N1—Cd1—O1^i	74.55 (5)	C3—C2—C1	120.7 (2)
O3—Cd1—O1^i	72.43 (5)	C4—C3—C2	118.6 (2)
O3^i—Cd1—O1^i	131.04 (5)	C4—C3—H1	124.8 (14)
N2—Cd1—O1	131.50 (3)	C2—C3—H1	116.6 (14)
N1^i—Cd1—O1	74.55 (5)	C5—C4—C3	119.1 (2)
N1—Cd1—O1	65.81 (5)	C5—C4—H2	118.4 (14)
O3—Cd1—O1	131.04 (5)	C3—C4—H2	122.3 (14)
O3^i—Cd1—O1	72.43 (5)	C4—C5—C6	118.8 (2)
O1^i—Cd1—O1	97.01 (7)	C4—C5—H3	124.2 (15)
N2—Cd1—O5	65.95 (3)	C6—C5—H3	116.7 (15)
N1^i—Cd1—O5	132.61 (5)	N1—C6—C5	122.5 (2)
N1—Cd1—O5	74.86 (5)	N1—C6—C7	116.33 (18)
O3—Cd1—O5	93.66 (5)	C5—C6—C7	121.2 (2)
O3^i—Cd1—O5	73.62 (5)	O4—C7—O3	126.0 (2)
O1^i—Cd1—O5	149.40 (5)	O4—C7—C6	117.84 (19)
O1—Cd1—O5	71.30 (5)	O3—C7—C6	116.15 (19)
N2—Cd1—O5^i	65.95 (3)	O6—C8—O5	125.8 (2)
N1^i—Cd1—O5^i	74.86 (5)	O6—C8—C9	117.00 (19)
N1—Cd1—O5^i	132.61 (5)	O5—C8—C9	117.21 (19)
O3—Cd1—O5^i	73.62 (5)	N2—C9—C10	122.3 (2)
O3^i—Cd1—O5^i	93.66 (5)	N2—C9—C8	116.79 (18)
O1^i—Cd1—O5^i	71.30 (5)	C10—C9—C8	120.9 (2)
O1—Cd1—O5^i	149.40 (5)	C11—C10—C9	118.5 (2)
O5—Cd1—O5^i	131.90 (6)	C11—C10—H4	123.3 (12)
C6—N1—C2	118.10 (18)	C9—C10—H4	118.1 (13)
C6—N1—Cd1	120.98 (14)	C10^i—C11—C10	119.8 (3)
C2—N1—Cd1	120.92 (13)	C10^i—C11—H5	120.09 (15)
C9^i—N2—C9	118.5 (2)	C10—C11—H5	120.09 (15)
C9^i—N2—Cd1	120.77 (12)	N3—C12—C13	113.1 (2)
C9—N2—Cd1	120.77 (12)	N3—C12—H9	111.7 (12)
C12—N3—H6	106.0 (16)	C13—C12—H9	111.4 (11)
C12—N3—H7	107.0 (16)	N3—C12—H10	107.1 (14)
H6—N3—H7	116 (2)	C13—C12—H10	105.7 (13)
C12—N3—H8	109.0 (18)	H9—C12—H10	107.3 (19)
H6—N3—H8	109 (2)	N4—C13—C12	113.8 (2)
H7—N3—H8	110 (2)	N4—C13—H11	106.5 (13)
C13—N4—H13	111.6 (18)	C12—C13—H11	109.3 (13)
C13—N4—H14	105.2 (19)	N4—C13—H12	108.3 (16)
H13—N4—H14	108 (2)	C12—C13—H12	111.4 (15)
C13—N4—H15	113.9 (18)	H11—C13—H12	107 (2)
H13—N4—H15	107 (2)
N3—C12—C13—N4	81.9 (3)

Symmetry code: (i) −x+2, y, −z+1/2.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N3—H6···O8^ii	0.95 (3)	1.86 (3)	2.801 (3)	168 (2)
N3—H7···O1^iii	0.91 (3)	1.92 (3)	2.823 (3)	176 (2)
N3—H8···O7^iv	0.88 (3)	2.01 (3)	2.852 (3)	160 (2)
N4—H13···O9^v	0.88 (3)	2.31 (3)	2.912 (3)	126 (2)
N4—H14···O6^vi	0.83 (3)	1.98 (3)	2.779 (3)	162 (3)
N4—H15···O1^iii	0.83 (3)	2.37 (3)	3.126 (3)	151 (2)
O7—H16···O2^vi	0.86 (1)	1.88 (1)	2.723 (3)	167 (3)
O7—H17···O6^iii	0.87 (1)	2.15 (2)	2.940 (2)	151 (3)
O8—H18···O4^vii	0.87 (1)	1.97 (1)	2.819 (2)	163 (3)
O8—H19···O3^viii	0.88 (1)	1.80 (1)	2.661 (2)	165 (3)
O9—H20···O7^ix	0.86 (1)	2.06 (1)	2.919 (3)	175 (3)
O9—H21···O5^viii	0.87 (1)	1.97 (1)	2.810 (2)	161 (3)

Symmetry codes: (ii) −x+1/2, y+1/2, z; (iii) x−1, y, z; (iv) x, y+1, z; (v) x, −y+1, z−1/2; (vi) −x+1, −y+1, −z; (vii) x−1/2, y−1/2, −z+1/2; (viii) −x+1, y, −z+1/2; (ix) x, −y+1, z+1/2.