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Copper(II) coordination polymers have attracted considerable inter­est due to their catalytic, adsorption, luminescence and magnetic properties. The reactions of copper(II) with 2-amino-4-sulfo­benzoic acid (H2asba) in the presence/absence of the auxiliary chelating ligand 1,10-phenanthroline (phen) under ambient conditions yielded two supra­molecular coordination polymers, namely (3-amino-4-carb­oxy­benzene-1-sulfonato-[kappa]O1)bis­(1,10-phenanthroline-[kappa]2N,N')copper(II) 3-amino-4-carb­oxy­benzene-1-sulfonate monohydrate, [Cu(C7H6N2O5S)(C12H8N2)2](C7H6N2O5S)·H2O, (1), and catena-poly[[di­aqua­copper(II)]-[mu]-3-amino-4-carboxyl­ato­benzene-1-sulfonato-[kappa]2O4:O4'], [Cu(C7H6N2O5S)(H2O)2]n, (2). The products were characterized by FT-IR spectroscopy, thermo­gravimetric analysis (TGA), solid-state UV-Vis spectroscopy and single-crystal X-ray diffraction analysis, as well as by variable-temperature powder X-ray diffraction analysis (VT-PXRD). Inter­molecular [pi]-[pi] stacking inter­actions in (1) link the mononuclear copper(II) cation units into a supra­molecular polymeric chain, which is further extended into a supra­molecular double chain through inter­chain hydrogen bonds. Supra­molecular double chains are then extended into a two-dimensional supra­molecular double layer through hydrogen bonds between the lattice Hasba- anions, H2O molecules and double chains. Left- and right-handed 21 helices formed by the Hasba- anions are arranged alternately within the two-dimensional supra­molecular double layers. Complex (2) exhibits a polymeric chain which is further extended into a three-dimensional supra­molecular network through inter­chain hydrogen bonds. Complex (1) shows a reversible dehydration-rehydration behaviour, while complex (2) shows an irreversible dehydration-rehydration behaviour.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S2053229615011432/yf3088sup1.cif
Contains datablocks zl9, zl10

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2053229615011432/yf3088zl9sup2.hkl
Contains datablock zl9

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2053229615011432/yf3088zl10sup3.hkl
Contains datablock zl10

CCDC references: 1406470; 1406469

Computing details top

For both compounds, data collection: APEX2 (Bruker, 2005); cell refinement: SAINT (Bruker, 2003); data reduction: SAINT (Bruker, 2003); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg, 1999); software used to prepare material for publication: publCIF (Westrip, 2010).

(zl9) (3-Amino-4-carboxybenzene-1-sulfonato-κO1)bis(1,10-phenanthroline-κ2N,N')copper(II) 3-amino-4-carboxybenzene-1-sulfonate monohydrate top
Crystal data top
[Cu(C7H6N2O5S)(C12H8N2)2](C7H6N2O5S)·H2OF(000) = 1796
Mr = 874.37Dx = 1.625 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P2ybcCell parameters from 9881 reflections
a = 11.7178 (14) Åθ = 2.5–26.9°
b = 8.2765 (9) ŵ = 0.80 mm1
c = 37.404 (4) ÅT = 296 K
β = 99.806 (5)°Massive, green
V = 3574.5 (7) Å30.25 × 0.2 × 0.15 mm
Z = 4
Data collection top
Bruker APEXII CCD area-detector
diffractometer
8212 independent reflections
Radiation source: fine-focus sealed tube6137 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.048
phi and ω scansθmax = 27.5°, θmin = 1.9°
Absorption correction: empirical (using intensity measurements)
(SADABS; Bruker, 2003)
h = 1515
Tmin = 0.825, Tmax = 0.887k = 1010
52816 measured reflectionsl = 4848
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)] = 0.043Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.109H-atom parameters constrained
S = 1.02 w = 1/[σ2(Fo2) + (0.0505P)2 + 2.1869P]
where P = (Fo2 + 2Fc2)/3
8212 reflections(Δ/σ)max = 0.001
527 parametersΔρmax = 0.66 e Å3
10 restraintsΔρmin = 0.46 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
C10.1607 (2)0.7348 (4)0.90577 (8)0.0499 (7)
H10.12990.68930.92810.060*
C20.2534 (3)0.8428 (4)0.90396 (11)0.0669 (10)
H20.28250.86970.92480.080*
C30.3006 (3)0.9083 (4)0.87138 (12)0.0699 (10)
H30.36150.98130.87000.084*
C40.2579 (2)0.8659 (3)0.84020 (9)0.0555 (8)
C50.1637 (2)0.7599 (3)0.84444 (7)0.0399 (6)
C60.1142 (2)0.7141 (3)0.81373 (6)0.0393 (6)
C70.1639 (3)0.7655 (3)0.77846 (8)0.0540 (8)
C80.2604 (3)0.8717 (4)0.77519 (11)0.0749 (11)
H80.29390.90840.75230.090*
C90.3041 (3)0.9202 (4)0.80387 (12)0.0740 (11)
H90.36650.99130.80050.089*
C100.1135 (3)0.7049 (4)0.74997 (7)0.0652 (10)
H100.14500.73260.72620.078*
C110.0206 (3)0.6073 (4)0.75614 (7)0.0646 (9)
H110.01250.56810.73700.078*
C120.0249 (3)0.5665 (4)0.79152 (7)0.0566 (8)
H120.08980.50020.79580.068*
C130.2414 (2)0.7559 (3)0.85428 (7)0.0474 (6)
H130.20150.77270.83090.057*
C140.3508 (3)0.8207 (4)0.86379 (8)0.0552 (7)
H140.38350.87940.84690.066*
C150.4107 (2)0.7989 (4)0.89785 (8)0.0542 (7)
H150.48440.84290.90440.065*
C160.3610 (2)0.7094 (3)0.92323 (7)0.0418 (6)
C170.2496 (2)0.6489 (3)0.91134 (6)0.0348 (5)
C180.1926 (2)0.5594 (3)0.93577 (6)0.0331 (5)
C190.2489 (2)0.5292 (3)0.97122 (6)0.0380 (6)
C200.3622 (2)0.5941 (4)0.98251 (7)0.0482 (7)
H200.39980.57721.00620.058*
C210.4151 (2)0.6785 (4)0.95976 (8)0.0516 (7)
H210.48920.71840.96790.062*
C220.1885 (2)0.4350 (3)0.99327 (7)0.0453 (6)
H220.22190.41231.01710.054*
C230.0813 (2)0.3776 (3)0.97963 (7)0.0452 (6)
H230.04170.31390.99400.054*
C240.0306 (2)0.4147 (3)0.94395 (6)0.0410 (6)
H240.04290.37480.93490.049*
C250.21565 (19)0.0117 (3)0.96723 (6)0.0306 (5)
C260.28963 (18)0.0983 (3)0.94803 (6)0.0312 (5)
C270.24465 (19)0.1496 (3)0.91263 (6)0.0327 (5)
H270.29180.20700.89950.039*
C280.13309 (19)0.1165 (3)0.89722 (6)0.0320 (5)
C290.0589 (2)0.0316 (3)0.91592 (6)0.0386 (6)
H290.01730.01060.90530.046*
C300.1013 (2)0.0202 (3)0.95046 (6)0.0372 (5)
H300.05300.07790.96310.045*
C310.2570 (2)0.0429 (3)1.00470 (6)0.0362 (5)
C320.6343 (2)0.4615 (3)0.78522 (6)0.0342 (5)
C330.71962 (19)0.3591 (3)0.80419 (6)0.0349 (5)
C340.72128 (19)0.3344 (3)0.84147 (6)0.0358 (5)
H340.77640.26610.85440.043*
C350.64237 (19)0.4101 (3)0.85886 (6)0.0319 (5)
C360.5600 (2)0.5137 (3)0.84060 (6)0.0404 (6)
H360.50780.56590.85280.048*
C370.5565 (2)0.5386 (3)0.80387 (7)0.0403 (6)
H370.50110.60800.79140.048*
C380.6296 (2)0.4897 (3)0.74595 (7)0.0420 (6)
Cu10.03046 (3)0.56098 (4)0.871179 (7)0.03951 (10)
N10.11532 (16)0.6948 (3)0.87692 (5)0.0385 (5)
N20.02020 (19)0.6180 (3)0.81970 (5)0.0412 (5)
N30.19067 (17)0.6703 (2)0.87720 (5)0.0377 (5)
N40.08425 (17)0.5048 (3)0.92277 (5)0.0359 (4)
N50.40098 (17)0.1339 (3)0.96161 (6)0.0492 (6)
H5A0.44230.18660.94870.059*
H5B0.43060.10390.98320.059*
N60.8009 (2)0.2846 (3)0.78815 (6)0.0600 (7)
H6A0.85210.22380.80080.072*
H6B0.80130.29830.76540.072*
O10.00372 (14)0.3183 (2)0.85908 (4)0.0420 (4)
O20.17531 (16)0.2594 (3)0.83907 (5)0.0557 (5)
O30.01945 (19)0.0602 (2)0.83264 (5)0.0588 (5)
O40.35162 (15)0.0101 (3)1.02202 (5)0.0514 (5)
O50.18111 (15)0.1323 (3)1.01846 (5)0.0514 (5)
H50.21190.16931.03810.077*
O60.53864 (16)0.2549 (3)0.90272 (5)0.0599 (6)
O70.6247 (2)0.5106 (3)0.92356 (5)0.0691 (6)
O80.74524 (15)0.2787 (3)0.91882 (5)0.0567 (5)
O90.6873 (2)0.4156 (3)0.72731 (5)0.0688 (6)
O100.55839 (17)0.6071 (3)0.73244 (5)0.0531 (5)
H10A0.56890.62880.71190.080*
O1W0.40628 (18)0.1781 (3)0.83336 (5)0.0614 (6)
H1WB0.44400.21880.85160.090 (13)*
H1WA0.33300.20500.83770.098 (13)*
S10.07821 (5)0.19073 (8)0.853224 (15)0.03664 (15)
S20.63718 (5)0.36177 (8)0.905053 (15)0.03748 (15)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.0459 (15)0.0545 (17)0.0518 (16)0.0118 (13)0.0156 (12)0.0132 (13)
C20.0568 (19)0.057 (2)0.096 (3)0.0108 (16)0.0413 (19)0.0264 (19)
C30.0443 (17)0.0437 (18)0.126 (3)0.0001 (14)0.026 (2)0.001 (2)
C40.0359 (14)0.0391 (15)0.090 (2)0.0042 (12)0.0073 (14)0.0046 (15)
C50.0348 (12)0.0313 (13)0.0503 (15)0.0074 (10)0.0024 (11)0.0001 (11)
C60.0468 (14)0.0309 (12)0.0354 (13)0.0101 (11)0.0066 (11)0.0052 (10)
C70.0608 (17)0.0405 (15)0.0519 (17)0.0184 (13)0.0154 (14)0.0183 (13)
C80.066 (2)0.065 (2)0.080 (3)0.0143 (18)0.0271 (19)0.032 (2)
C90.0441 (17)0.0499 (19)0.118 (3)0.0014 (14)0.0156 (19)0.029 (2)
C100.105 (3)0.0579 (19)0.0252 (14)0.0314 (19)0.0090 (15)0.0113 (13)
C110.112 (3)0.0566 (19)0.0251 (14)0.008 (2)0.0110 (16)0.0040 (13)
C120.091 (2)0.0520 (17)0.0293 (13)0.0077 (16)0.0161 (14)0.0033 (12)
C130.0567 (16)0.0494 (16)0.0400 (14)0.0072 (13)0.0195 (12)0.0072 (12)
C140.0612 (18)0.0520 (17)0.0601 (19)0.0001 (14)0.0321 (15)0.0072 (14)
C150.0455 (15)0.0560 (17)0.066 (2)0.0050 (13)0.0225 (14)0.0082 (15)
C160.0391 (13)0.0437 (14)0.0443 (14)0.0012 (11)0.0120 (11)0.0084 (12)
C170.0389 (12)0.0345 (13)0.0321 (12)0.0055 (10)0.0095 (10)0.0038 (10)
C180.0383 (12)0.0341 (12)0.0267 (11)0.0047 (10)0.0052 (9)0.0040 (10)
C190.0448 (13)0.0414 (14)0.0273 (12)0.0093 (11)0.0047 (10)0.0045 (10)
C200.0435 (14)0.0635 (18)0.0343 (14)0.0085 (13)0.0026 (11)0.0078 (13)
C210.0382 (14)0.0652 (19)0.0493 (16)0.0006 (13)0.0018 (12)0.0166 (14)
C220.0595 (17)0.0519 (16)0.0240 (12)0.0101 (13)0.0055 (11)0.0013 (11)
C230.0583 (16)0.0501 (15)0.0302 (13)0.0011 (13)0.0159 (12)0.0032 (11)
C240.0445 (14)0.0481 (15)0.0311 (12)0.0046 (12)0.0087 (10)0.0020 (11)
C250.0341 (11)0.0342 (12)0.0229 (11)0.0068 (10)0.0030 (9)0.0038 (9)
C260.0291 (11)0.0383 (13)0.0258 (11)0.0044 (9)0.0035 (9)0.0017 (9)
C270.0330 (12)0.0405 (13)0.0253 (11)0.0022 (10)0.0073 (9)0.0053 (10)
C280.0362 (12)0.0340 (12)0.0245 (11)0.0028 (10)0.0016 (9)0.0025 (9)
C290.0329 (12)0.0451 (14)0.0347 (13)0.0053 (11)0.0034 (10)0.0058 (11)
C300.0368 (12)0.0409 (14)0.0331 (12)0.0044 (11)0.0037 (10)0.0086 (10)
C310.0378 (13)0.0443 (14)0.0271 (11)0.0058 (11)0.0068 (10)0.0050 (10)
C320.0388 (12)0.0371 (13)0.0252 (11)0.0092 (10)0.0015 (9)0.0025 (10)
C330.0331 (12)0.0409 (13)0.0303 (12)0.0056 (10)0.0045 (9)0.0017 (10)
C340.0324 (12)0.0444 (14)0.0294 (12)0.0021 (10)0.0023 (9)0.0100 (10)
C350.0349 (12)0.0366 (13)0.0233 (11)0.0082 (10)0.0028 (9)0.0037 (9)
C360.0477 (14)0.0409 (14)0.0336 (13)0.0042 (11)0.0102 (11)0.0032 (11)
C370.0445 (14)0.0412 (15)0.0333 (13)0.0012 (11)0.0007 (10)0.0073 (11)
C380.0437 (14)0.0515 (16)0.0285 (12)0.0087 (12)0.0002 (11)0.0037 (12)
Cu10.04311 (18)0.0542 (2)0.02061 (15)0.00513 (14)0.00367 (12)0.00409 (13)
N10.0362 (10)0.0426 (12)0.0371 (11)0.0058 (9)0.0076 (9)0.0072 (9)
N20.0578 (13)0.0398 (11)0.0246 (10)0.0027 (10)0.0033 (9)0.0031 (9)
N30.0440 (11)0.0402 (11)0.0298 (10)0.0045 (9)0.0092 (9)0.0033 (9)
N40.0385 (11)0.0465 (12)0.0222 (9)0.0008 (9)0.0039 (8)0.0001 (9)
N50.0314 (11)0.0784 (17)0.0351 (11)0.0063 (11)0.0018 (9)0.0149 (11)
N60.0578 (14)0.0846 (19)0.0399 (13)0.0161 (14)0.0147 (11)0.0110 (13)
O10.0413 (9)0.0471 (10)0.0346 (9)0.0051 (8)0.0024 (7)0.0062 (8)
O20.0495 (11)0.0855 (15)0.0327 (10)0.0056 (10)0.0091 (8)0.0190 (10)
O30.0849 (14)0.0521 (12)0.0318 (10)0.0050 (10)0.0119 (9)0.0044 (9)
O40.0422 (10)0.0790 (14)0.0297 (9)0.0033 (10)0.0033 (8)0.0132 (9)
O50.0475 (10)0.0744 (13)0.0304 (9)0.0044 (10)0.0010 (8)0.0218 (9)
O60.0489 (11)0.0942 (16)0.0362 (10)0.0267 (11)0.0061 (8)0.0155 (10)
O70.1083 (18)0.0675 (14)0.0323 (10)0.0017 (13)0.0145 (11)0.0055 (10)
O80.0478 (10)0.0874 (15)0.0348 (10)0.0050 (10)0.0069 (8)0.0269 (10)
O90.0830 (15)0.0944 (17)0.0296 (10)0.0211 (13)0.0112 (10)0.0043 (10)
O100.0569 (11)0.0682 (13)0.0318 (9)0.0012 (10)0.0007 (8)0.0163 (9)
O1W0.0588 (12)0.0852 (16)0.0415 (11)0.0202 (11)0.0129 (9)0.0246 (11)
S10.0407 (3)0.0453 (4)0.0215 (3)0.0019 (3)0.0015 (2)0.0044 (2)
S20.0386 (3)0.0510 (4)0.0225 (3)0.0065 (3)0.0043 (2)0.0059 (3)
Geometric parameters (Å, º) top
C1—N11.324 (3)C25—C301.404 (3)
C1—C21.399 (4)C25—C261.412 (3)
C1—H10.9300C25—C311.474 (3)
C2—C31.362 (5)C26—N51.350 (3)
C2—H20.9300C26—C271.405 (3)
C3—C41.390 (5)C27—C281.364 (3)
C3—H30.9300C27—H270.9300
C4—C51.398 (4)C28—C291.395 (3)
C4—C91.446 (5)C28—S11.772 (2)
C5—N11.361 (3)C29—C301.371 (3)
C5—C61.423 (4)C29—H290.9300
C6—N21.346 (3)C30—H300.9300
C6—C71.414 (3)C31—O41.216 (3)
C7—C101.396 (5)C31—O51.327 (3)
C7—C81.422 (5)C32—C371.394 (3)
C8—C91.327 (5)C32—C331.407 (3)
C8—H80.9300C32—C381.479 (3)
C9—H90.9300C33—N61.357 (3)
C10—C111.344 (5)C33—C341.407 (3)
C10—H100.9300C34—C351.370 (3)
C11—C121.382 (4)C34—H340.9300
C11—H110.9300C35—C361.382 (3)
C12—N21.327 (3)C35—S21.784 (2)
C12—H120.9300C36—C371.383 (3)
C13—N31.327 (3)C36—H360.9300
C13—C141.380 (4)C37—H370.9300
C13—H130.9300C38—O91.217 (3)
C14—C151.358 (4)C38—O101.323 (3)
C14—H140.9300Cu1—N21.9731 (19)
C15—C161.406 (4)Cu1—N41.9806 (18)
C15—H150.9300Cu1—N32.062 (2)
C16—C171.399 (3)Cu1—N12.077 (2)
C16—C211.428 (4)Cu1—O12.0824 (18)
C17—N31.356 (3)N5—H5A0.8600
C17—C181.427 (3)N5—H5B0.8600
C18—N41.357 (3)N6—H6A0.8600
C18—C191.399 (3)N6—H6B0.8600
C19—C221.409 (4)O1—S11.4686 (18)
C19—C201.428 (4)O2—S11.4501 (19)
C20—C211.333 (4)O3—S11.4332 (19)
C20—H200.9300O5—H50.8200
C21—H210.9300O6—S21.4450 (19)
C22—C231.359 (4)O7—S21.432 (2)
C22—H220.9300O8—S21.4558 (19)
C23—C241.399 (3)O10—H10A0.8200
C23—H230.9300O1W—H1WB0.8209
C24—N41.323 (3)O1W—H1WA0.9278
C24—H240.9300
N1—C1—C2122.4 (3)C28—C27—H27119.4
N1—C1—H1118.8C26—C27—H27119.4
C2—C1—H1118.8C27—C28—C29121.6 (2)
C3—C2—C1119.4 (3)C27—C28—S1119.56 (17)
C3—C2—H2120.3C29—C28—S1118.81 (17)
C1—C2—H2120.3C30—C29—C28118.2 (2)
C2—C3—C4120.1 (3)C30—C29—H29120.9
C2—C3—H3120.0C28—C29—H29120.9
C4—C3—H3120.0C29—C30—C25121.8 (2)
C3—C4—C5117.0 (3)C29—C30—H30119.1
C3—C4—C9125.4 (3)C25—C30—H30119.1
C5—C4—C9117.6 (3)O4—C31—O5121.9 (2)
N1—C5—C4123.4 (3)O4—C31—C25124.1 (2)
N1—C5—C6116.8 (2)O5—C31—C25114.0 (2)
C4—C5—C6119.9 (3)C37—C32—C33119.5 (2)
N2—C6—C7121.9 (3)C37—C32—C38120.5 (2)
N2—C6—C5117.2 (2)C33—C32—C38120.0 (2)
C7—C6—C5120.9 (3)N6—C33—C34118.7 (2)
C10—C7—C6116.3 (3)N6—C33—C32122.9 (2)
C10—C7—C8126.2 (3)C34—C33—C32118.4 (2)
C6—C7—C8117.5 (3)C35—C34—C33120.5 (2)
C9—C8—C7121.9 (3)C35—C34—H34119.7
C9—C8—H8119.1C33—C34—H34119.7
C7—C8—H8119.1C34—C35—C36121.4 (2)
C8—C9—C4122.1 (3)C34—C35—S2119.63 (17)
C8—C9—H9118.9C36—C35—S2118.80 (18)
C4—C9—H9118.9C35—C36—C37119.0 (2)
C11—C10—C7121.4 (3)C35—C36—H36120.5
C11—C10—H10119.3C37—C36—H36120.5
C7—C10—H10119.3C36—C37—C32121.1 (2)
C10—C11—C12118.7 (3)C36—C37—H37119.4
C10—C11—H11120.6C32—C37—H37119.4
C12—C11—H11120.6O9—C38—O10121.8 (2)
N2—C12—C11122.8 (3)O9—C38—C32124.0 (2)
N2—C12—H12118.6O10—C38—C32114.2 (2)
C11—C12—H12118.6N2—Cu1—N4178.95 (9)
N3—C13—C14122.7 (3)N2—Cu1—N396.81 (9)
N3—C13—H13118.7N4—Cu1—N382.18 (8)
C14—C13—H13118.7N2—Cu1—N181.80 (8)
C15—C14—C13120.0 (3)N4—Cu1—N198.94 (8)
C15—C14—H14120.0N2—Cu1—O190.22 (8)
C13—C14—H14120.0N4—Cu1—O190.15 (8)
C14—C15—C16119.7 (3)N3—Cu1—O1125.80 (7)
C14—C15—H15120.1N1—Cu1—O1113.92 (7)
C16—C15—H15120.1N3—Cu1—N1120.28 (8)
C17—C16—C15116.5 (2)C1—N1—C5117.7 (2)
C17—C16—C21118.6 (2)C1—N1—Cu1132.00 (19)
C15—C16—C21124.9 (3)C5—N1—Cu1110.07 (16)
N3—C17—C16123.4 (2)C12—N2—C6118.9 (2)
N3—C17—C18116.9 (2)C12—N2—Cu1127.17 (19)
C16—C17—C18119.7 (2)C6—N2—Cu1113.89 (16)
N4—C18—C19122.8 (2)C13—N3—C17117.8 (2)
N4—C18—C17117.0 (2)C13—N3—Cu1131.52 (19)
C19—C18—C17120.2 (2)C17—N3—Cu1110.68 (15)
C18—C19—C22116.8 (2)C24—N4—C18119.0 (2)
C18—C19—C20118.5 (2)C24—N4—Cu1127.68 (17)
C22—C19—C20124.7 (2)C18—N4—Cu1113.20 (15)
C21—C20—C19121.2 (2)C26—N5—H5A120.0
C21—C20—H20119.4C26—N5—H5B120.0
C19—C20—H20119.4H5A—N5—H5B120.0
C20—C21—C16121.7 (3)C33—N6—H6A120.0
C20—C21—H21119.1C33—N6—H6B120.0
C16—C21—H21119.1H6A—N6—H6B120.0
C23—C22—C19119.9 (2)S1—O1—Cu1128.28 (10)
C23—C22—H22120.1C31—O5—H5109.5
C19—C22—H22120.1C38—O10—H10A109.5
C22—C23—C24119.8 (2)H1WB—O1W—H1WA97.9
C22—C23—H23120.1O3—S1—O2115.74 (13)
C24—C23—H23120.1O3—S1—O1110.84 (12)
N4—C24—C23121.8 (2)O2—S1—O1110.26 (12)
N4—C24—H24119.1O3—S1—C28107.61 (11)
C23—C24—H24119.1O2—S1—C28106.97 (11)
C30—C25—C26119.3 (2)O1—S1—C28104.71 (10)
C30—C25—C31120.1 (2)O7—S2—O6114.16 (14)
C26—C25—C31120.6 (2)O7—S2—O8112.90 (13)
N5—C26—C27118.2 (2)O6—S2—O8111.74 (13)
N5—C26—C25123.9 (2)O7—S2—C35107.36 (12)
C27—C26—C25117.9 (2)O6—S2—C35103.72 (10)
C28—C27—C26121.1 (2)O8—S2—C35106.09 (11)
N1—C1—C2—C31.0 (4)C37—C32—C38—O9172.9 (3)
C1—C2—C3—C40.9 (5)C33—C32—C38—O98.6 (4)
C2—C3—C4—C52.2 (4)C37—C32—C38—O108.8 (3)
C2—C3—C4—C9176.7 (3)C33—C32—C38—O10169.7 (2)
C3—C4—C5—N11.8 (4)C2—C1—N1—C51.5 (4)
C9—C4—C5—N1177.2 (2)C2—C1—N1—Cu1172.4 (2)
C3—C4—C5—C6178.7 (2)C4—C5—N1—C10.1 (4)
C9—C4—C5—C62.3 (4)C6—C5—N1—C1179.5 (2)
N1—C5—C6—N23.6 (3)C4—C5—N1—Cu1175.1 (2)
C4—C5—C6—N2176.9 (2)C6—C5—N1—Cu15.4 (3)
N1—C5—C6—C7175.1 (2)N2—Cu1—N1—C1178.5 (2)
C4—C5—C6—C74.4 (4)N4—Cu1—N1—C10.7 (2)
N2—C6—C7—C102.9 (4)N3—Cu1—N1—C185.4 (2)
C5—C6—C7—C10175.7 (2)O1—Cu1—N1—C194.9 (2)
N2—C6—C7—C8177.7 (2)N2—Cu1—N1—C54.30 (16)
C5—C6—C7—C83.6 (4)N4—Cu1—N1—C5174.95 (16)
C10—C7—C8—C9178.4 (3)N3—Cu1—N1—C588.83 (16)
C6—C7—C8—C90.9 (5)O1—Cu1—N1—C590.88 (16)
C7—C8—C9—C41.2 (5)C11—C12—N2—C60.0 (4)
C3—C4—C9—C8178.4 (3)C11—C12—N2—Cu1176.7 (2)
C5—C4—C9—C80.4 (5)C7—C6—N2—C121.9 (4)
C6—C7—C10—C112.1 (4)C5—C6—N2—C12176.8 (2)
C8—C7—C10—C11178.6 (3)C7—C6—N2—Cu1179.06 (19)
C7—C10—C11—C120.3 (5)C5—C6—N2—Cu10.4 (3)
C10—C11—C12—N20.8 (5)N4—Cu1—N2—C1251 (5)
N3—C13—C14—C150.4 (4)N3—Cu1—N2—C1266.0 (3)
C13—C14—C15—C160.3 (4)N1—Cu1—N2—C12174.3 (3)
C14—C15—C16—C170.7 (4)O1—Cu1—N2—C1260.2 (2)
C14—C15—C16—C21179.8 (3)N4—Cu1—N2—C6133 (5)
C15—C16—C17—N31.1 (4)N3—Cu1—N2—C6117.17 (17)
C21—C16—C17—N3179.6 (2)N1—Cu1—N2—C62.55 (17)
C15—C16—C17—C18178.8 (2)O1—Cu1—N2—C6116.70 (17)
C21—C16—C17—C180.4 (4)C14—C13—N3—C170.9 (4)
N3—C17—C18—N40.5 (3)C14—C13—N3—Cu1179.6 (2)
C16—C17—C18—N4179.5 (2)C16—C17—N3—C131.2 (3)
N3—C17—C18—C19178.6 (2)C18—C17—N3—C13178.7 (2)
C16—C17—C18—C191.4 (3)C16—C17—N3—Cu1179.77 (19)
N4—C18—C19—C221.2 (3)C18—C17—N3—Cu10.2 (3)
C17—C18—C19—C22177.8 (2)N2—Cu1—N3—C132.1 (2)
N4—C18—C19—C20179.0 (2)N4—Cu1—N3—C13178.2 (2)
C17—C18—C19—C202.0 (3)N1—Cu1—N3—C1382.4 (2)
C18—C19—C20—C211.6 (4)O1—Cu1—N3—C1397.3 (2)
C22—C19—C20—C21178.1 (3)N2—Cu1—N3—C17179.15 (16)
C19—C20—C21—C160.6 (4)N4—Cu1—N3—C170.57 (16)
C17—C16—C21—C200.0 (4)N1—Cu1—N3—C1796.40 (17)
C15—C16—C21—C20179.2 (3)O1—Cu1—N3—C1783.93 (17)
C18—C19—C22—C230.5 (4)C23—C24—N4—C181.6 (4)
C20—C19—C22—C23179.3 (2)C23—C24—N4—Cu1176.73 (19)
C19—C22—C23—C241.1 (4)C19—C18—N4—C242.3 (3)
C22—C23—C24—N40.1 (4)C17—C18—N4—C24176.7 (2)
C30—C25—C26—N5179.5 (2)C19—C18—N4—Cu1178.07 (18)
C31—C25—C26—N51.5 (4)C17—C18—N4—Cu10.9 (3)
C30—C25—C26—C270.1 (3)N2—Cu1—N4—C24161 (5)
C31—C25—C26—C27178.9 (2)N3—Cu1—N4—C24176.2 (2)
N5—C26—C27—C28179.5 (2)N1—Cu1—N4—C2464.2 (2)
C25—C26—C27—C280.1 (3)O1—Cu1—N4—C2450.0 (2)
C26—C27—C28—C290.4 (4)N2—Cu1—N4—C1815 (5)
C26—C27—C28—S1177.37 (18)N3—Cu1—N4—C180.82 (16)
C27—C28—C29—C300.7 (4)N1—Cu1—N4—C18120.40 (16)
S1—C28—C29—C30177.68 (19)O1—Cu1—N4—C18125.34 (16)
C28—C29—C30—C250.7 (4)N2—Cu1—O1—S198.77 (13)
C26—C25—C30—C290.5 (4)N4—Cu1—O1—S180.25 (13)
C31—C25—C30—C29178.6 (2)N3—Cu1—O1—S10.20 (17)
C30—C25—C31—O4174.4 (2)N1—Cu1—O1—S1179.89 (12)
C26—C25—C31—O44.6 (4)Cu1—O1—S1—O3158.05 (12)
C30—C25—C31—O55.4 (3)Cu1—O1—S1—O228.56 (16)
C26—C25—C31—O5175.5 (2)Cu1—O1—S1—C2886.18 (14)
C37—C32—C33—N6177.5 (2)C27—C28—S1—O3133.2 (2)
C38—C32—C33—N61.0 (4)C29—C28—S1—O349.7 (2)
C37—C32—C33—C341.8 (3)C27—C28—S1—O28.2 (2)
C38—C32—C33—C34179.7 (2)C29—C28—S1—O2174.7 (2)
N6—C33—C34—C35178.5 (2)C27—C28—S1—O1108.8 (2)
C32—C33—C34—C350.8 (4)C29—C28—S1—O168.3 (2)
C33—C34—C35—C360.7 (4)C34—C35—S2—O7137.1 (2)
C33—C34—C35—S2173.92 (18)C36—C35—S2—O748.1 (2)
C34—C35—C36—C371.2 (4)C34—C35—S2—O6101.7 (2)
S2—C35—C36—C37173.51 (19)C36—C35—S2—O673.1 (2)
C35—C36—C37—C320.1 (4)C34—C35—S2—O816.2 (2)
C33—C32—C37—C361.3 (4)C36—C35—S2—O8169.1 (2)
C38—C32—C37—C36179.8 (2)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N5—H5A···O60.862.283.109 (3)162
N5—H5B···O40.862.082.703 (3)129
N6—H6A···O1i0.862.643.207 (3)125
N6—H6A···O3i0.862.513.365 (3)173
N6—H6B···O90.862.032.664 (3)130
O5—H5···O8ii0.821.842.651 (2)168
O10—H10A···O1Wiii0.821.812.631 (3)179
O1W—H1WB···O60.822.062.858 (3)164
O1W—H1WA···O20.931.912.832 (3)171
Symmetry codes: (i) x+1, y, z; (ii) x+1, y, z+2; (iii) x+1, y+1/2, z+3/2.
(zl10) catena-Poly[[diaquacopper(II)]-µ-3-amino-4-carboxylatobenzene-1-sulfonato-κ2O4:O4'] top
Crystal data top
[Cu(C7H6N2O5S)(H2O)2]F(000) = 636
Mr = 314.77Dx = 1.977 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P2ybcCell parameters from 9991 reflections
a = 8.4858 (9) Åθ = 2.6–27.6°
b = 9.9337 (11) ŵ = 2.29 mm1
c = 14.5512 (13) ÅT = 296 K
β = 120.445 (5)°Massive, green
V = 1057.47 (19) Å30.3 × 0.28 × 0.20 mm
Z = 4
Data collection top
Bruker APEXII CCD area-detector
diffractometer
2426 independent reflections
Radiation source: fine-focus sealed tube2186 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.027
phi and ω scansθmax = 27.6°, θmin = 2.6°
Absorption correction: empirical (using intensity measurements)
(SADABS; Bruker, 2003)
h = 1110
Tmin = 0.509, Tmax = 0.633k = 1210
15782 measured reflectionsl = 1818
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)] = 0.024Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.065H-atom parameters constrained
S = 1.07 w = 1/[σ2(Fo2) + (0.0322P)2 + 0.8556P]
where P = (Fo2 + 2Fc2)/3
2426 reflections(Δ/σ)max < 0.001
154 parametersΔρmax = 0.43 e Å3
7 restraintsΔρmin = 0.41 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
O1W1.0617 (6)0.4088 (5)0.4517 (4)0.0366 (10)
H1WA1.00970.32200.42470.055*
H1WB1.17920.39010.50780.055*
C10.8046 (7)0.3927 (5)0.0753 (4)0.0217 (11)
C20.7667 (7)0.5176 (5)0.1044 (4)0.0185 (10)
C30.6913 (7)0.6207 (5)0.0300 (4)0.0206 (10)
H30.66470.70350.04890.031*
C40.6561 (7)0.5987 (5)0.0728 (4)0.0221 (11)
C50.6891 (10)0.4745 (6)0.1033 (5)0.0320 (14)
H50.66280.46070.17280.048*
C60.7609 (9)0.3717 (6)0.0298 (5)0.0314 (13)
H60.78040.28770.05040.047*
C70.8958 (7)0.2816 (5)0.1548 (4)0.0195 (10)
Cu11.06908 (9)0.49189 (6)0.31066 (5)0.0201 (2)
N10.8075 (6)0.5373 (4)0.2122 (3)0.0198 (9)
H1A0.73570.48410.22560.030*
H1B0.78630.62350.22180.030*
O11.0102 (5)0.3090 (4)0.2503 (3)0.0221 (8)
O20.8535 (6)0.1641 (4)0.1185 (3)0.0271 (9)
O30.6608 (6)0.7278 (4)0.2253 (4)0.0341 (10)
O40.3681 (6)0.6927 (5)0.2396 (4)0.0388 (11)
O50.5817 (6)0.8532 (4)0.1127 (3)0.0337 (10)
O2W1.3303 (5)0.4500 (4)0.3643 (4)0.0295 (9)
H2WB1.38490.52340.36870.044*
H2WA1.33320.40020.31730.044*
S10.55818 (18)0.72806 (13)0.17057 (10)0.0209 (3)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
O1W0.046 (3)0.035 (2)0.036 (2)0.007 (2)0.026 (2)0.0070 (19)
C10.027 (3)0.014 (2)0.021 (3)0.000 (2)0.010 (2)0.0003 (19)
C20.018 (2)0.016 (2)0.020 (2)0.0016 (18)0.008 (2)0.0006 (18)
C30.023 (3)0.014 (2)0.025 (3)0.0012 (19)0.013 (2)0.0006 (19)
C40.027 (3)0.017 (2)0.021 (3)0.002 (2)0.011 (2)0.004 (2)
C50.050 (4)0.022 (3)0.022 (3)0.006 (3)0.017 (3)0.000 (2)
C60.050 (4)0.016 (2)0.025 (3)0.006 (2)0.016 (3)0.001 (2)
C70.023 (3)0.013 (2)0.023 (2)0.0010 (19)0.012 (2)0.0006 (19)
Cu10.0224 (4)0.0125 (3)0.0206 (4)0.0004 (2)0.0073 (3)0.0022 (2)
N10.024 (2)0.0149 (19)0.021 (2)0.0007 (17)0.0118 (19)0.0011 (17)
O10.0244 (19)0.0138 (16)0.0209 (18)0.0012 (14)0.0062 (16)0.0014 (14)
O20.035 (2)0.0120 (17)0.0229 (19)0.0015 (15)0.0063 (17)0.0006 (14)
O30.049 (3)0.025 (2)0.045 (3)0.0028 (18)0.036 (2)0.0058 (18)
O40.028 (2)0.040 (3)0.036 (2)0.0040 (19)0.007 (2)0.016 (2)
O50.046 (3)0.020 (2)0.033 (2)0.0098 (18)0.019 (2)0.0024 (17)
O2W0.027 (2)0.024 (2)0.039 (2)0.0049 (16)0.0181 (19)0.0063 (17)
S10.0253 (7)0.0163 (6)0.0225 (6)0.0019 (5)0.0129 (6)0.0042 (5)
Geometric parameters (Å, º) top
O1W—Cu12.243 (4)C7—O21.256 (6)
O1W—H1WA0.9577C7—O11.258 (7)
O1W—H1WB0.9324Cu1—O2i1.932 (4)
C1—C61.395 (8)Cu1—O11.969 (4)
C1—C21.399 (7)Cu1—O2W1.985 (4)
C1—C71.498 (7)Cu1—N11.990 (4)
C2—C31.389 (7)N1—H1A0.9000
C2—N11.439 (7)N1—H1B0.9000
C3—C41.386 (7)O2—Cu1ii1.932 (4)
C3—H30.9300O3—S11.448 (4)
C4—C51.386 (8)O4—S11.447 (5)
C4—S11.780 (5)O5—S11.457 (4)
C5—C61.377 (8)O2W—H2WB0.8491
C5—H50.9300O2W—H2WA0.8554
C6—H60.9300
Cu1—O1W—H1WA100.1O2i—Cu1—O1W89.85 (17)
Cu1—O1W—H1WB111.2O2W—Cu1—O1W96.09 (18)
H1WA—O1W—H1WB104.3O2i—Cu1—O1174.62 (16)
C6—C1—C2119.3 (5)O1—Cu1—N187.11 (17)
C6—C1—C7118.8 (5)O2W—Cu1—N1161.16 (18)
C2—C1—C7121.8 (5)O1—Cu1—O1W87.13 (17)
C3—C2—C1120.3 (5)N1—Cu1—O1W101.78 (18)
C3—C2—N1120.7 (4)O2i—Cu1—O2W88.03 (17)
C1—C2—N1119.0 (5)C2—N1—Cu1108.6 (3)
C4—C3—C2119.1 (5)C2—N1—H1A110.0
C4—C3—H3120.4Cu1—N1—H1A110.0
C2—C3—H3120.4C2—N1—H1B110.0
C5—C4—C3121.2 (5)Cu1—N1—H1B110.0
C5—C4—S1118.4 (4)H1A—N1—H1B108.4
C3—C4—S1120.4 (4)C7—O1—Cu1124.9 (3)
C6—C5—C4119.5 (5)C7—O2—Cu1ii130.7 (4)
C6—C5—H5120.2Cu1—O2W—H2WB107.9
C4—C5—H5120.2Cu1—O2W—H2WA106.6
C5—C6—C1120.5 (5)H2WB—O2W—H2WA108.7
C5—C6—H6119.7O4—S1—O3112.8 (3)
C1—C6—H6119.7O4—S1—O5112.7 (3)
O2—C7—O1124.1 (5)O3—S1—O5112.0 (3)
O2—C7—C1115.8 (5)O4—S1—C4106.5 (3)
O1—C7—C1120.1 (4)O3—S1—C4105.7 (3)
O1—Cu1—O2W87.87 (17)O5—S1—C4106.4 (2)
O2i—Cu1—N197.87 (17)
C6—C1—C2—C31.9 (8)O2i—Cu1—N1—C2121.3 (3)
C7—C1—C2—C3176.4 (5)O1—Cu1—N1—C260.8 (3)
C6—C1—C2—N1178.3 (5)O2W—Cu1—N1—C214.0 (7)
C7—C1—C2—N13.4 (8)O1W—Cu1—N1—C2147.2 (3)
C1—C2—C3—C40.7 (8)O2—C7—O1—Cu1176.6 (4)
N1—C2—C3—C4179.1 (5)C1—C7—O1—Cu15.3 (7)
C2—C3—C4—C52.3 (9)O2i—Cu1—O1—C7167.3 (17)
C2—C3—C4—S1179.6 (4)O2W—Cu1—O1—C7127.0 (4)
C3—C4—C5—C61.1 (10)N1—Cu1—O1—C734.9 (4)
S1—C4—C5—C6178.5 (5)O1W—Cu1—O1—C7136.8 (4)
C4—C5—C6—C11.5 (10)O1—C7—O2—Cu1ii3.0 (9)
C2—C1—C6—C53.0 (9)C1—C7—O2—Cu1ii178.8 (4)
C7—C1—C6—C5175.3 (6)C5—C4—S1—O473.5 (6)
C6—C1—C7—O232.0 (8)C3—C4—S1—O4103.9 (5)
C2—C1—C7—O2149.7 (5)C5—C4—S1—O346.7 (6)
C6—C1—C7—O1146.3 (6)C3—C4—S1—O3135.9 (5)
C2—C1—C7—O132.0 (8)C5—C4—S1—O5166.0 (5)
C3—C2—N1—Cu1125.3 (4)C3—C4—S1—O516.6 (5)
C1—C2—N1—Cu154.5 (5)
Symmetry codes: (i) x+2, y+1/2, z+1/2; (ii) x+2, y1/2, z+1/2.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O1W—H1WB···O5ii0.931.862.786 (7)176
N1—H1A···O4iii0.902.022.864 (6)156
N1—H1B···O3iv0.902.182.995 (6)151
O2W—H2WB···O5v0.851.982.786 (6)159
O2W—H2WA···O3vi0.861.862.715 (6)172
Symmetry codes: (ii) x+2, y1/2, z+1/2; (iii) x+1, y+1, z; (iv) x, y+3/2, z+1/2; (v) x+1, y+3/2, z+1/2; (vi) x+2, y+1, z.
 

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