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The title cadmium coordination polymer, {[Cd(C12H6O4)(C12H8N2)2]·H2O}n, has been synthesized and characterized by single-crystal X-ray diffraction. Each CdII cation is coordinated by two carboxyl­ate O atoms belonging to two NDC anions (NDC is naphthalene-2,6-dicarboxyl­ate) and four N atoms from two phen ligands (phen is 1,10-phenanthroline). Each NDC anion bridges two CdII cations through the two terminal carb­oxylate groups in a monodentate fashion to form a zigzag polymeric chain and there are π–π inter­actions between adjacent chains. The title coordination polymer exhibits an extended three-dimensional network feature based on inter­chain hydrogen bonding and and π–π stacking inter­actions.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806051427/ww2063sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536806051427/ww2063Isup2.hkl
Contains datablock I

CCDC reference: 605869

Key indicators

  • Single-crystal X-ray study
  • T = 293 K
  • Mean [sigma](C-C) = 0.002 Å
  • R factor = 0.027
  • wR factor = 0.069
  • Data-to-parameter ratio = 15.6

checkCIF/PLATON results

No syntax errors found



Alert level C PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density .... 3.20 PLAT480_ALERT_4_C Long H...A H-Bond Reported H13 .. O2 .. 2.65 Ang. PLAT480_ALERT_4_C Long H...A H-Bond Reported H8 .. O3 .. 2.65 Ang. PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 2
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 4 ALERT level C = Check and explain 2 ALERT level G = General alerts; check 2 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 3 ALERT type 4 Improvement, methodology, query or suggestion 0 ALERT type 5 Informative message, check

Computing details top

Data collection: RAPID-AUTO (Rigaku, 1998); cell refinement: RAPID-AUTO; data reduction: RAPID-AUTO; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2000) and DIAMOND (Brandenburg, 1999); software used to prepare material for publication: SHELXL97.

catena-Poly[[[bis(1,10-phenanthroline)cadmium(II)]- µ-naphthalene-2,6-dicarboxylato] monohydrate] top
Crystal data top
[Cd(C12H6O4)(C12H8N2)2]·H2OF(000) = 1424
Mr = 704.99Dx = 1.622 Mg m3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 24977 reflections
a = 12.413 (4) Åθ = 3.1–27.5°
b = 18.573 (5) ŵ = 0.81 mm1
c = 12.555 (4) ÅT = 293 K
β = 93.970 (14)°Block, colourless
V = 2887.5 (15) Å30.44 × 0.33 × 0.22 mm
Z = 4
Data collection top
Rigaku R-AXIS RAPID
diffractometer
6582 independent reflections
Radiation source: fine-focus sealed tube5812 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.020
Detector resolution: 10.0 pixels mm-1θmax = 27.5°, θmin = 3.1°
ω scansh = 1616
Absorption correction: empirical (using intensity measurements)
(ABSCOR; Higashi, 1995)
k = 2324
Tmin = 0.718, Tmax = 0.841l = 1616
27995 measured reflections
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.027Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.069H atoms treated by a mixture of independent and constrained refinement
S = 1.16 w = 1/[σ2(Fo2) + (0.0323P)2 + 1.3871P]
where P = (Fo2 + 2Fc2)/3
6582 reflections(Δ/σ)max = 0.001
423 parametersΔρmax = 0.82 e Å3
0 restraintsΔρmin = 0.26 e Å3
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
xyzUiso*/Ueq
Cd10.933644 (8)0.160431 (5)0.304600 (7)0.02655 (2)
O10.76857 (9)0.12334 (6)0.34826 (9)0.0454 (3)
O20.86603 (9)0.09038 (8)0.49272 (11)0.0558 (4)
O30.93851 (10)0.26421 (6)0.39955 (10)0.0463 (3)
O40.84335 (13)0.31436 (7)0.26491 (11)0.0659 (4)
O1W0.63569 (12)0.23879 (10)0.27572 (14)0.0733 (5)
N11.10388 (10)0.14133 (6)0.40011 (10)0.0319 (3)
N21.08037 (10)0.20635 (7)0.20460 (9)0.0319 (3)
N30.96202 (10)0.03797 (6)0.23902 (10)0.0322 (3)
N40.84552 (10)0.14209 (6)0.12763 (9)0.0310 (3)
C11.11414 (14)0.11649 (9)0.49933 (13)0.0410 (4)
H11.05240.10230.53170.080*
C21.21413 (15)0.11071 (9)0.55731 (14)0.0465 (4)
H21.21840.09410.62730.080*
C31.30507 (14)0.12979 (9)0.50969 (15)0.0459 (4)
H31.37220.12560.54690.080*
C41.29753 (13)0.15562 (8)0.40498 (15)0.0401 (4)
C51.38936 (13)0.17844 (10)0.35059 (18)0.0522 (5)
H51.45800.17350.38440.080*
C61.37862 (14)0.20670 (10)0.25219 (18)0.0543 (5)
H61.43990.21990.21830.080*
C71.27404 (13)0.21694 (8)0.19829 (14)0.0415 (4)
C81.25880 (15)0.24950 (10)0.09757 (15)0.0504 (4)
H81.31800.26310.06070.080*
C91.15628 (16)0.26107 (9)0.05415 (14)0.0478 (4)
H91.14480.28310.01220.080*
C101.06917 (14)0.23939 (8)0.11091 (13)0.0400 (4)
H100.99970.24860.08150.080*
C111.18111 (11)0.19492 (7)0.24863 (12)0.0318 (3)
C121.19351 (12)0.16188 (7)0.35297 (12)0.0316 (3)
C131.01679 (14)0.01308 (8)0.29290 (13)0.0409 (4)
H131.05180.00120.35840.080*
C141.02466 (16)0.08383 (9)0.25634 (15)0.0492 (5)
H141.06370.11800.29700.080*
C150.97438 (16)0.10192 (9)0.16041 (16)0.0504 (5)
H150.97820.14880.13500.080*
C160.91677 (14)0.04942 (8)0.10023 (13)0.0409 (4)
C170.86159 (17)0.06426 (10)0.00184 (16)0.0545 (5)
H170.86450.11040.03020.080*
C180.80614 (16)0.01313 (11)0.05685 (14)0.0537 (5)
H180.77190.02430.12300.080*
C190.79858 (13)0.05857 (9)0.01571 (12)0.0405 (4)
C200.73627 (15)0.11233 (11)0.06797 (13)0.0493 (5)
H200.70110.10320.13440.080*
C210.72724 (15)0.17767 (10)0.02165 (15)0.0500 (5)
H210.68400.21320.05460.080*
C220.78398 (14)0.19092 (8)0.07655 (13)0.0410 (4)
H220.77820.23620.10740.080*
C230.85181 (11)0.07558 (8)0.08401 (11)0.0308 (3)
C240.91247 (11)0.02051 (8)0.14317 (11)0.0314 (3)
C250.67611 (12)0.04376 (9)0.58941 (12)0.0373 (4)
H250.73460.05500.63680.080*
C260.68000 (11)0.06023 (7)0.48014 (12)0.0313 (3)
C270.59402 (12)0.04365 (8)0.41056 (11)0.0319 (3)
H270.59610.05610.33900.080*
C280.50195 (11)0.00808 (7)0.44500 (11)0.0298 (3)
C290.41286 (13)0.01142 (9)0.37386 (12)0.0376 (4)
H290.41510.00200.30130.080*
C300.77980 (12)0.09368 (8)0.43866 (13)0.0352 (3)
C311.11277 (15)0.54561 (9)0.65911 (13)0.0439 (4)
H311.15680.55070.72160.080*
C321.08540 (15)0.47850 (9)0.62376 (13)0.0427 (4)
H321.11150.43830.66140.080*
C331.01738 (12)0.46978 (8)0.52996 (11)0.0335 (3)
C340.98575 (13)0.39966 (8)0.49033 (12)0.0374 (4)
H341.00780.35910.52930.080*
C350.92455 (12)0.39142 (8)0.39752 (12)0.0351 (3)
C360.89867 (13)0.31754 (8)0.35040 (12)0.0370 (4)
H1WA0.6863 (19)0.2660 (13)0.2694 (19)0.074 (7)*
H1WB0.672 (2)0.2021 (17)0.289 (2)0.107 (10)*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cd10.02563 (5)0.02620 (5)0.02809 (5)0.00442 (4)0.00391 (4)0.00199 (4)
O10.0386 (6)0.0476 (6)0.0515 (6)0.0089 (5)0.0146 (5)0.0101 (5)
O20.0296 (5)0.0677 (8)0.0700 (8)0.0119 (6)0.0020 (6)0.0106 (7)
O30.0579 (7)0.0304 (5)0.0508 (6)0.0011 (5)0.0062 (6)0.0096 (5)
O40.0949 (10)0.0508 (7)0.0486 (7)0.0238 (7)0.0201 (7)0.0071 (6)
O1W0.0400 (7)0.0869 (11)0.0935 (11)0.0067 (7)0.0083 (7)0.0032 (9)
N10.0303 (6)0.0317 (6)0.0334 (6)0.0029 (5)0.0001 (5)0.0014 (5)
N20.0321 (6)0.0303 (6)0.0338 (6)0.0050 (5)0.0055 (5)0.0007 (5)
N30.0360 (6)0.0274 (5)0.0334 (6)0.0013 (5)0.0037 (5)0.0007 (5)
N40.0348 (6)0.0270 (5)0.0313 (6)0.0043 (5)0.0028 (5)0.0016 (5)
C10.0423 (8)0.0429 (8)0.0370 (7)0.0026 (7)0.0026 (7)0.0021 (7)
C20.0521 (9)0.0427 (8)0.0429 (8)0.0037 (7)0.0106 (7)0.0002 (7)
C30.0392 (8)0.0372 (8)0.0585 (10)0.0065 (7)0.0158 (7)0.0069 (7)
C40.0295 (7)0.0307 (7)0.0592 (10)0.0015 (6)0.0030 (7)0.0078 (7)
C50.0259 (7)0.0472 (9)0.0831 (13)0.0002 (7)0.0006 (8)0.0047 (9)
C60.0295 (7)0.0489 (9)0.0865 (13)0.0048 (7)0.0181 (8)0.0035 (9)
C70.0352 (7)0.0328 (7)0.0582 (9)0.0054 (6)0.0146 (7)0.0048 (7)
C80.0508 (9)0.0429 (8)0.0608 (10)0.0108 (7)0.0267 (8)0.0030 (8)
C90.0605 (10)0.0381 (8)0.0463 (9)0.0075 (8)0.0152 (8)0.0075 (7)
C100.0448 (8)0.0365 (8)0.0391 (8)0.0065 (7)0.0063 (7)0.0038 (6)
C110.0303 (6)0.0242 (6)0.0418 (7)0.0038 (5)0.0080 (6)0.0065 (6)
C120.0293 (6)0.0245 (6)0.0410 (7)0.0020 (5)0.0015 (6)0.0070 (5)
C130.0488 (9)0.0336 (7)0.0404 (8)0.0019 (7)0.0037 (7)0.0044 (6)
C140.0581 (10)0.0326 (7)0.0573 (10)0.0069 (7)0.0071 (8)0.0068 (7)
C150.0592 (10)0.0286 (7)0.0645 (11)0.0006 (7)0.0115 (9)0.0070 (7)
C160.0428 (8)0.0328 (7)0.0477 (8)0.0032 (6)0.0077 (7)0.0087 (7)
C170.0625 (11)0.0437 (9)0.0571 (10)0.0049 (8)0.0019 (9)0.0241 (8)
C180.0567 (10)0.0588 (10)0.0447 (9)0.0100 (9)0.0036 (8)0.0214 (8)
C190.0385 (8)0.0465 (8)0.0364 (7)0.0090 (7)0.0012 (6)0.0041 (7)
C200.0489 (9)0.0602 (10)0.0374 (8)0.0127 (8)0.0073 (7)0.0051 (8)
C210.0506 (9)0.0461 (9)0.0514 (9)0.0079 (8)0.0105 (8)0.0171 (8)
C220.0439 (8)0.0322 (7)0.0464 (8)0.0042 (7)0.0011 (7)0.0080 (7)
C230.0299 (6)0.0320 (7)0.0310 (6)0.0063 (5)0.0054 (5)0.0018 (5)
C240.0311 (6)0.0290 (6)0.0348 (7)0.0054 (5)0.0069 (5)0.0038 (6)
C250.0328 (7)0.0403 (8)0.0386 (7)0.0077 (6)0.0015 (6)0.0004 (6)
C260.0292 (6)0.0260 (6)0.0397 (7)0.0031 (5)0.0092 (6)0.0002 (6)
C270.0326 (7)0.0302 (6)0.0338 (7)0.0028 (6)0.0090 (6)0.0036 (6)
C280.0296 (6)0.0273 (6)0.0333 (7)0.0027 (5)0.0070 (5)0.0025 (5)
C290.0369 (7)0.0445 (8)0.0318 (7)0.0072 (7)0.0048 (6)0.0036 (6)
C300.0333 (7)0.0261 (6)0.0478 (8)0.0047 (5)0.0137 (6)0.0035 (6)
C310.0528 (9)0.0396 (8)0.0385 (8)0.0035 (7)0.0030 (7)0.0053 (7)
C320.0537 (9)0.0366 (8)0.0363 (7)0.0015 (7)0.0075 (7)0.0015 (6)
C330.0354 (7)0.0356 (7)0.0297 (6)0.0005 (6)0.0033 (6)0.0014 (6)
C340.0402 (8)0.0348 (7)0.0377 (7)0.0008 (6)0.0048 (6)0.0050 (6)
C350.0357 (7)0.0327 (7)0.0379 (7)0.0067 (6)0.0087 (6)0.0111 (6)
C360.0415 (8)0.0331 (7)0.0374 (7)0.0134 (6)0.0088 (6)0.0104 (6)
Geometric parameters (Å, º) top
Cd1—O12.2648 (13)C13—H130.9300
Cd1—O32.2649 (12)C14—C151.360 (3)
Cd1—N12.3829 (14)C14—H140.9300
Cd1—N42.4316 (13)C15—C161.399 (2)
Cd1—N22.4367 (13)C15—H150.9300
Cd1—N32.4526 (13)C16—C241.409 (2)
O1—C301.2606 (19)C16—C171.437 (2)
O2—C301.2286 (19)C17—C181.337 (3)
O3—C361.251 (2)C17—H170.9300
O4—C361.235 (2)C18—C191.434 (3)
O1W—H1WA0.81 (2)C18—H180.9300
O1W—H1WB0.83 (3)C19—C201.398 (3)
N1—C11.326 (2)C19—C231.410 (2)
N1—C121.351 (2)C20—C211.354 (3)
N2—C101.325 (2)C20—H200.9300
N2—C111.3486 (19)C21—C221.399 (2)
N3—C131.325 (2)C21—H210.9300
N3—C241.3524 (19)C22—H220.9300
N4—C221.323 (2)C23—C241.445 (2)
N4—C231.3556 (18)C25—C29i1.365 (2)
C1—C21.399 (2)C25—C261.410 (2)
C1—H10.9300C25—H250.9300
C2—C31.361 (3)C26—C271.367 (2)
C2—H20.9300C26—C301.510 (2)
C3—C41.396 (3)C27—C281.413 (2)
C3—H30.9300C27—H270.9300
C4—C121.411 (2)C28—C28i1.417 (3)
C4—C51.433 (3)C28—C291.420 (2)
C5—C61.340 (3)C29—C25i1.365 (2)
C5—H50.9300C29—H290.9300
C6—C71.434 (2)C31—C321.358 (2)
C6—H60.9300C31—C35ii1.429 (2)
C7—C81.403 (3)C31—H310.9300
C7—C111.414 (2)C32—C331.410 (2)
C8—C91.366 (3)C32—H320.9300
C8—H80.9300C33—C33ii1.403 (3)
C9—C101.395 (2)C33—C341.439 (2)
C9—H90.9300C34—C351.355 (2)
C10—H100.9300C34—H340.9300
C11—C121.445 (2)C35—C31ii1.429 (2)
C13—C141.397 (2)C35—C361.520 (2)
O1—Cd1—O397.07 (5)C15—C14—C13119.02 (16)
O1—Cd1—N1128.21 (5)C15—C14—H14120.5
O3—Cd1—N182.61 (4)C13—C14—H14120.5
O1—Cd1—N479.70 (5)C14—C15—C16119.47 (15)
O3—Cd1—N4126.45 (4)C14—C15—H15120.3
N1—Cd1—N4140.00 (4)C16—C15—H15120.3
O1—Cd1—N2162.22 (4)C15—C16—C24117.86 (15)
O3—Cd1—N288.84 (5)C15—C16—C17122.81 (15)
N1—Cd1—N269.08 (5)C24—C16—C17119.32 (15)
N4—Cd1—N283.29 (5)C18—C17—C16121.40 (16)
O1—Cd1—N387.28 (4)C18—C17—H17119.3
O3—Cd1—N3165.16 (4)C16—C17—H17119.3
N1—Cd1—N383.56 (4)C17—C18—C19121.19 (16)
N4—Cd1—N368.24 (4)C17—C18—H18119.4
N2—Cd1—N391.25 (4)C19—C18—H18119.4
C30—O1—Cd1107.78 (10)C20—C19—C23117.81 (15)
C36—O3—Cd1114.77 (10)C20—C19—C18122.82 (15)
H1WA—O1W—H1WB97 (3)C23—C19—C18119.31 (15)
C1—N1—C12118.77 (13)C21—C20—C19119.87 (16)
C1—N1—Cd1123.27 (11)C21—C20—H20120.1
C12—N1—Cd1117.77 (10)C19—C20—H20120.1
C10—N2—C11118.30 (13)C20—C21—C22119.00 (16)
C10—N2—Cd1125.67 (10)C20—C21—H21120.5
C11—N2—Cd1116.02 (9)C22—C21—H21120.5
C13—N3—C24117.94 (13)N4—C22—C21123.04 (15)
C13—N3—Cd1124.95 (10)N4—C22—H22118.5
C24—N3—Cd1117.00 (9)C21—C22—H22118.5
C22—N4—C23118.46 (13)N4—C23—C19121.74 (13)
C22—N4—Cd1123.72 (10)N4—C23—C24118.68 (12)
C23—N4—Cd1117.51 (9)C19—C23—C24119.56 (13)
N1—C1—C2122.65 (16)N3—C24—C16122.32 (13)
N1—C1—H1118.7N3—C24—C23118.46 (12)
C2—C1—H1118.7C16—C24—C23119.22 (13)
C3—C2—C1118.99 (16)C29i—C25—C26120.48 (14)
C3—C2—H2120.5C29i—C25—H25119.8
C1—C2—H2120.5C26—C25—H25119.8
C2—C3—C4119.97 (15)C27—C26—C25119.69 (13)
C2—C3—H3120.0C27—C26—C30119.68 (13)
C4—C3—H3120.0C25—C26—C30120.60 (13)
C3—C4—C12117.62 (15)C26—C27—C28121.46 (13)
C3—C4—C5123.13 (16)C26—C27—H27119.3
C12—C4—C5119.20 (16)C28—C27—H27119.3
C6—C5—C4121.56 (16)C27—C28—C28i118.68 (16)
C6—C5—H5119.2C27—C28—C29122.55 (13)
C4—C5—H5119.2C28i—C28—C29118.77 (16)
C5—C6—C7121.05 (17)C25i—C29—C28120.86 (14)
C5—C6—H6119.5C25i—C29—H29119.6
C7—C6—H6119.5C28—C29—H29119.6
C8—C7—C11117.68 (15)O2—C30—O1123.84 (15)
C8—C7—C6122.94 (16)O2—C30—C26119.54 (14)
C11—C7—C6119.37 (16)O1—C30—C26116.61 (13)
C9—C8—C7119.42 (16)C32—C31—C35ii121.55 (15)
C9—C8—H8120.3C32—C31—H31119.2
C7—C8—H8120.3C35ii—C31—H31119.2
C8—C9—C10118.97 (16)C31—C32—C33120.00 (15)
C8—C9—H9120.5C31—C32—H32120.0
C10—C9—H9120.5C33—C32—H32120.0
N2—C10—C9123.34 (16)C33ii—C33—C32120.00 (17)
N2—C10—H10118.3C33ii—C33—C34118.20 (16)
C9—C10—H10118.3C32—C33—C34121.73 (14)
N2—C11—C7122.23 (14)C35—C34—C33121.52 (14)
N2—C11—C12118.42 (13)C35—C34—H34119.2
C7—C11—C12119.29 (14)C33—C34—H34119.2
N1—C12—C4121.94 (14)C34—C35—C31ii118.59 (14)
N1—C12—C11118.55 (13)C34—C35—C36121.84 (14)
C4—C12—C11119.42 (14)C31ii—C35—C36119.52 (13)
N3—C13—C14123.39 (15)O4—C36—O3124.61 (15)
N3—C13—H13118.3O4—C36—C35118.13 (14)
C14—C13—H13118.3O3—C36—C35117.21 (14)
Symmetry codes: (i) x+1, y, z+1; (ii) x+2, y+1, z+1.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C13—H13···O2iii0.932.653.298 (2)127.6
C6—H6···O1Wiv0.932.513.240 (3)135.4
C8—H8···O3v0.932.653.463 (2)146.8
C1—H1···O20.932.343.113 (2)140
C22—H22···O40.932.543.339 (2)144
O1W—H1WB···O10.83 (3)2.00 (3)2.818 (2)169 (3)
O1W—H1WA···O40.81 (2)2.15 (2)2.946 (2)166 (2)
Symmetry codes: (iii) x+2, y, z+1; (iv) x+1, y, z; (v) x+1/2, y+1/2, z1/2.
 

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