Triaqua-(3-carb-oxy-5-sulfonatobenzoato-κO)(1,10-phenanthroline-κN,N')cobalt(II) monohydrate.

In the title compound, [Co(C(8)H(4)O(7)S)(C(12)H(8)N(2))(H(2)O)(3)]·H(2)O, the Co(II) cation is coordinated by one sulfoisophthalate dianion, one bidentate phenathroline (phen) mol-ecule and three water mol-ecules in a distorted cis-CoN(2)O(4) octa-hedral geometry. In the crystal structure, aromatic π-π stacking occurs [centroid-centroid distances 3.7630 (14) and 3.7269 (15) Å], as well as an extensive O-H⋯O and C-H⋯O hydrogen-bonding network.

Related literature

For related structures, see: Li et al. (2005 ▶); Liu et al. (2006 ▶).

Experimental

Crystal data

[Co(C8H4O7S)(C12H8N2)(H2O)3]·H2O

M = 555.37

Monoclinic,

a = 10.9968 (13) Å

b = 13.9358 (18) Å

c = 15.870 (2) Å

β = 109.645 (14)°

V = 2290.4 (5) Å3

Z = 4

Mo Kα radiation

μ = 0.91 mm−1

T = 295 (2) K

0.36 × 0.24 × 0.20 mm

Data collection

Rigaku R-AXIS RAPID IP diffractometer

Absorption correction: multi-scan (ABSCOR; Higashi, 1995 ▶) T min = 0.740, T max = 0.835

25103 measured reflections

4490 independent reflections

3416 reflections with I > 2σ(I)

R int = 0.051

Refinement

R[F 2 > 2σ(F 2)] = 0.035

wR(F 2) = 0.095

S = 1.06

4490 reflections

316 parameters

H-atom parameters constrained

Δρmax = 0.40 e Å−3

Δρmin = −0.28 e Å−3

Data collection: PROCESS-AUTO (Rigaku, 1998 ▶); cell refinement: PROCESS-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2002 ▶); program(s) used to solve structure: SIR92 (Altomare et al., 1993 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 (Farrugia, 1997 ▶); software used to prepare material for publication: WinGX (Farrugia, 1999 ▶).

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808019843/hb2753sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808019843/hb2753Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Co(C8H4O7S)(C12H8N2)(H2O)3]·H2O	F000 = 1140
Mr = 555.37	Dx = 1.611 Mg m−3
Monoclinic, P21/n	Mo Kα radiation λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 6846 reflections
a = 10.9968 (13) Å	θ = 2.0–25.0º
b = 13.9358 (18) Å	µ = 0.91 mm−1
c = 15.870 (2) Å	T = 295 (2) K
β = 109.645 (14)º	Prism, red
V = 2290.4 (5) Å3	0.36 × 0.24 × 0.20 mm
Z = 4

Rigaku R-AXIS RAPID IP diffractometer	4490 independent reflections
Radiation source: fine-focus sealed tube	3416 reflections with I > 2σ(I)
Monochromator: graphite	Rint = 0.051
Detector resolution: 10.0 pixels mm-1	θmax = 26.0º
T = 295(2) K	θmin = 2.0º
ω scans	h = −13→13
Absorption correction: multi-scan(ABSCOR; Higashi, 1995)	k = −17→16
Tmin = 0.740, Tmax = 0.835	l = −18→19
25103 measured reflections

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)] = 0.035	H-atom parameters constrained
wR(F2) = 0.095	w = 1/[σ2(Fo2) + (0.0494P)2 + 0.1783P] where P = (Fo2 + 2Fc2)/3
S = 1.06	(Δ/σ)max < 0.001
4490 reflections	Δρmax = 0.40 e Å−3
316 parameters	Δρmin = −0.28 e Å−3
Primary atom site location: structure-invariant direct methods	Extinction correction: none

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.

	x	y	z	Uiso*/Ueq
Co	0.32537 (3)	0.13651 (2)	0.35952 (2)	0.03134 (12)
S	0.05040 (5)	0.06815 (4)	0.78134 (4)	0.03161 (16)
N1	0.52786 (18)	0.12769 (13)	0.38882 (13)	0.0321 (4)
N2	0.3431 (2)	0.14723 (15)	0.22955 (13)	0.0387 (5)
O1	0.32643 (15)	0.12435 (12)	0.48995 (11)	0.0367 (4)
O2	0.11757 (17)	0.14036 (17)	0.47225 (13)	0.0674 (7)
O3	0.63866 (15)	0.09338 (13)	0.80484 (11)	0.0418 (4)
O4	0.55844 (17)	0.09929 (17)	0.91585 (12)	0.0585 (6)
H4A	0.6392	0.0966	0.9595	0.088*
O5	0.30048 (15)	−0.01239 (12)	0.33733 (11)	0.0386 (4)
H5A	0.2252	−0.0345	0.3241	0.058*
H5B	0.3245	−0.0352	0.2950	0.058*
O6	0.35517 (15)	0.28948 (12)	0.38099 (11)	0.0388 (4)
H6A	0.2923	0.3108	0.3420	0.058*
H6B	0.4197	0.3111	0.3694	0.058*
O7	0.12326 (15)	0.16385 (12)	0.31242 (11)	0.0405 (4)
H7A	0.1099	0.1588	0.3629	0.061*
H7B	0.0742	0.1278	0.2734	0.061*
O11	0.05105 (16)	−0.03233 (12)	0.80684 (11)	0.0435 (4)
O12	0.07483 (16)	0.13193 (13)	0.85730 (12)	0.0444 (5)
O13	−0.06484 (15)	0.09361 (14)	0.70756 (12)	0.0465 (5)
O1W	0.7986 (2)	0.1114 (2)	1.02278 (15)	0.0893 (9)
H1A	0.8596	0.1380	0.9985	0.134*
H1B	0.8576	0.0794	1.0741	0.134*
C1	0.6184 (2)	0.11688 (18)	0.46861 (17)	0.0395 (6)
H1	0.5929	0.1065	0.5181	0.047*
C2	0.7504 (3)	0.12047 (19)	0.4809 (2)	0.0488 (7)
H2	0.8108	0.1121	0.5377	0.059*
C3	0.7901 (2)	0.13620 (18)	0.4096 (2)	0.0482 (7)
H3	0.8777	0.1396	0.4175	0.058*
C4	0.6977 (2)	0.14729 (16)	0.32399 (19)	0.0393 (6)
C5	0.7295 (3)	0.16124 (19)	0.2445 (2)	0.0497 (7)
H5	0.8156	0.1661	0.2486	0.060*
C6	0.6364 (3)	0.16742 (19)	0.1640 (2)	0.0527 (8)
H6	0.6597	0.1761	0.1134	0.063*
C7	0.5023 (3)	0.16096 (18)	0.15414 (18)	0.0446 (7)
C8	0.4010 (3)	0.1641 (2)	0.07230 (19)	0.0596 (8)
H8	0.4191	0.1708	0.0194	0.071*
C9	0.2766 (3)	0.1574 (2)	0.0696 (2)	0.0637 (9)
H9	0.2094	0.1578	0.0151	0.076*
C10	0.2509 (3)	0.1500 (2)	0.14981 (19)	0.0537 (8)
H10	0.1653	0.1468	0.1473	0.064*
C11	0.4678 (2)	0.15056 (17)	0.23164 (17)	0.0349 (6)
C12	0.5665 (2)	0.14201 (16)	0.31698 (16)	0.0323 (5)
C13	0.2328 (2)	0.12619 (17)	0.51846 (16)	0.0348 (6)
C14	0.2602 (2)	0.10967 (16)	0.61750 (15)	0.0305 (5)
C15	0.1576 (2)	0.09694 (17)	0.64978 (16)	0.0320 (5)
H15	0.0731	0.0971	0.6102	0.038*
C16	0.1814 (2)	0.08409 (16)	0.74032 (15)	0.0293 (5)
C17	0.3073 (2)	0.08407 (16)	0.80040 (16)	0.0317 (5)
H17	0.3226	0.0759	0.8613	0.038*
C18	0.4098 (2)	0.09629 (17)	0.76915 (15)	0.0312 (5)
C19	0.3862 (2)	0.10878 (17)	0.67763 (16)	0.0313 (5)
H19	0.4551	0.1165	0.6567	0.038*
C20	0.5461 (2)	0.09713 (18)	0.83179 (16)	0.0351 (6)

	U11	U22	U33	U12	U13	U23
Co	0.02507 (18)	0.0439 (2)	0.0262 (2)	−0.00116 (13)	0.01016 (14)	0.00125 (14)
S	0.0246 (3)	0.0425 (3)	0.0300 (3)	−0.0027 (2)	0.0122 (3)	−0.0003 (3)
N1	0.0287 (10)	0.0399 (11)	0.0287 (11)	0.0004 (8)	0.0110 (9)	0.0012 (9)
N2	0.0379 (12)	0.0501 (13)	0.0271 (12)	0.0012 (10)	0.0095 (10)	0.0028 (9)
O1	0.0289 (9)	0.0581 (11)	0.0255 (9)	0.0008 (7)	0.0122 (7)	0.0025 (8)
O2	0.0307 (10)	0.141 (2)	0.0324 (11)	0.0098 (11)	0.0125 (9)	0.0141 (12)
O3	0.0264 (9)	0.0628 (11)	0.0378 (10)	−0.0036 (8)	0.0130 (8)	−0.0111 (9)
O4	0.0326 (10)	0.1136 (17)	0.0280 (10)	−0.0016 (11)	0.0086 (8)	−0.0058 (11)
O5	0.0324 (9)	0.0489 (10)	0.0370 (10)	−0.0058 (7)	0.0149 (8)	−0.0054 (8)
O6	0.0271 (8)	0.0478 (10)	0.0438 (10)	0.0009 (7)	0.0149 (8)	0.0058 (8)
O7	0.0306 (9)	0.0577 (11)	0.0318 (10)	−0.0018 (8)	0.0085 (8)	−0.0016 (8)
O11	0.0412 (10)	0.0457 (10)	0.0476 (11)	−0.0046 (8)	0.0205 (9)	0.0054 (9)
O12	0.0374 (10)	0.0588 (12)	0.0421 (11)	−0.0031 (8)	0.0200 (9)	−0.0150 (9)
O13	0.0248 (9)	0.0721 (13)	0.0401 (11)	−0.0009 (8)	0.0077 (8)	0.0100 (9)
O1W	0.0410 (12)	0.174 (3)	0.0463 (14)	−0.0109 (14)	0.0059 (10)	0.0314 (15)
C1	0.0319 (13)	0.0495 (15)	0.0355 (15)	0.0006 (11)	0.0093 (12)	0.0020 (12)
C2	0.0343 (14)	0.0544 (17)	0.0490 (18)	0.0024 (12)	0.0025 (13)	0.0004 (14)
C3	0.0264 (13)	0.0477 (16)	0.071 (2)	0.0014 (11)	0.0164 (14)	−0.0012 (14)
C4	0.0380 (14)	0.0310 (13)	0.0588 (18)	0.0015 (10)	0.0291 (14)	0.0002 (12)
C5	0.0503 (17)	0.0424 (16)	0.072 (2)	0.0004 (13)	0.0416 (17)	−0.0008 (14)
C6	0.077 (2)	0.0411 (15)	0.064 (2)	0.0034 (14)	0.0561 (19)	0.0034 (14)
C7	0.0640 (19)	0.0398 (15)	0.0406 (16)	0.0052 (13)	0.0316 (15)	0.0040 (12)
C8	0.089 (3)	0.063 (2)	0.0345 (17)	0.0117 (18)	0.0306 (17)	0.0098 (14)
C9	0.078 (2)	0.078 (2)	0.0265 (16)	0.0079 (18)	0.0057 (16)	0.0064 (15)
C10	0.0482 (17)	0.072 (2)	0.0343 (16)	0.0018 (15)	0.0059 (14)	0.0050 (14)
C11	0.0438 (15)	0.0335 (13)	0.0340 (14)	0.0020 (10)	0.0217 (12)	0.0021 (10)
C12	0.0350 (13)	0.0287 (12)	0.0389 (15)	−0.0009 (10)	0.0199 (12)	−0.0017 (10)
C13	0.0285 (13)	0.0493 (15)	0.0285 (13)	−0.0020 (11)	0.0123 (11)	0.0011 (11)
C14	0.0306 (12)	0.0347 (12)	0.0286 (13)	−0.0025 (10)	0.0132 (11)	−0.0027 (10)
C15	0.0261 (12)	0.0389 (13)	0.0317 (13)	−0.0010 (10)	0.0108 (10)	−0.0026 (11)
C16	0.0277 (12)	0.0329 (12)	0.0305 (13)	−0.0019 (9)	0.0139 (10)	−0.0022 (10)
C17	0.0305 (12)	0.0397 (14)	0.0276 (13)	−0.0024 (10)	0.0134 (11)	−0.0007 (10)
C18	0.0287 (12)	0.0345 (12)	0.0298 (13)	−0.0038 (10)	0.0089 (10)	−0.0022 (10)
C19	0.0270 (12)	0.0401 (13)	0.0320 (13)	−0.0019 (10)	0.0166 (10)	−0.0016 (11)
C20	0.0269 (12)	0.0452 (14)	0.0328 (14)	−0.0028 (11)	0.0096 (11)	−0.0012 (11)

Co—O1	2.0730 (16)	C2—C3	1.361 (4)
Co—O5	2.1070 (17)	C2—H2	0.9300
Co—O6	2.1663 (17)	C3—C4	1.405 (4)
Co—O7	2.1277 (16)	C3—H3	0.9300
Co—N1	2.1198 (19)	C4—C12	1.411 (3)
Co—N2	2.141 (2)	C4—C5	1.431 (4)
S—O11	1.4569 (18)	C5—C6	1.345 (4)
S—O12	1.4482 (18)	C5—H5	0.9300
S—O13	1.4509 (17)	C6—C7	1.432 (4)
S—C16	1.783 (2)	C6—H6	0.9300
N1—C1	1.330 (3)	C7—C8	1.399 (4)
N1—C12	1.359 (3)	C7—C11	1.411 (3)
N2—C10	1.330 (3)	C8—C9	1.357 (4)
N2—C11	1.361 (3)	C8—H8	0.9300
O1—C13	1.257 (3)	C9—C10	1.398 (4)
O2—C13	1.248 (3)	C9—H9	0.9300
O3—C20	1.231 (3)	C10—H10	0.9300
O4—C20	1.295 (3)	C11—C12	1.428 (3)
O4—H4A	0.9257	C13—C14	1.515 (3)
O5—H5A	0.8416	C14—C19	1.393 (3)
O5—H5B	0.8608	C14—C15	1.399 (3)
O6—H6A	0.8129	C15—C16	1.383 (3)
O6—H6B	0.8463	C15—H15	0.9300
O7—H7A	0.8645	C16—C17	1.392 (3)
O7—H7B	0.8385	C17—C18	1.386 (3)
O1W—H1A	0.9530	C17—H17	0.9300
O1W—H1B	0.9630	C18—C19	1.398 (3)
C1—C2	1.399 (4)	C18—C20	1.495 (3)
C1—H1	0.9300	C19—H19	0.9300
O1—Co—O5	92.48 (6)	C12—C4—C5	118.9 (3)
O1—Co—N1	97.09 (7)	C6—C5—C4	120.8 (3)
O5—Co—N1	92.72 (7)	C6—C5—H5	119.6
O1—Co—O7	91.14 (6)	C4—C5—H5	119.6
O5—Co—O7	93.21 (6)	C5—C6—C7	121.8 (3)
N1—Co—O7	169.64 (7)	C5—C6—H6	119.1
O1—Co—N2	174.74 (7)	C7—C6—H6	119.1
O5—Co—N2	87.51 (7)	C8—C7—C11	116.7 (3)
N1—Co—N2	77.66 (8)	C8—C7—C6	124.7 (3)
O7—Co—N2	94.11 (7)	C11—C7—C6	118.7 (3)
O1—Co—O6	88.49 (6)	C9—C8—C7	120.5 (3)
O5—Co—O6	178.49 (6)	C9—C8—H8	119.8
N1—Co—O6	86.00 (6)	C7—C8—H8	119.8
O7—Co—O6	87.93 (6)	C8—C9—C10	119.1 (3)
N2—Co—O6	91.43 (7)	C8—C9—H9	120.4
O12—S—O13	112.88 (11)	C10—C9—H9	120.4
O12—S—O11	112.12 (11)	N2—C10—C9	123.1 (3)
O13—S—O11	112.37 (11)	N2—C10—H10	118.5
O12—S—C16	106.31 (11)	C9—C10—H10	118.5
O13—S—C16	105.58 (11)	N2—C11—C7	123.1 (2)
O11—S—C16	106.98 (10)	N2—C11—C12	117.3 (2)
C1—N1—C12	118.0 (2)	C7—C11—C12	119.6 (2)
C1—N1—Co	127.59 (17)	N1—C12—C4	122.8 (2)
C12—N1—Co	114.17 (15)	N1—C12—C11	117.1 (2)
C10—N2—C11	117.5 (2)	C4—C12—C11	120.1 (2)
C10—N2—Co	129.16 (19)	O2—C13—O1	125.8 (2)
C11—N2—Co	113.33 (16)	O2—C13—C14	116.3 (2)
C13—O1—Co	128.88 (16)	O1—C13—C14	118.0 (2)
C20—O4—H4A	120.8	C19—C14—C15	119.1 (2)
Co—O5—H5A	117.7	C19—C14—C13	121.1 (2)
Co—O5—H5B	116.0	C15—C14—C13	119.7 (2)
H5A—O5—H5B	101.8	C16—C15—C14	120.2 (2)
Co—O6—H6A	101.2	C16—C15—H15	119.9
Co—O6—H6B	114.2	C14—C15—H15	119.9
H6A—O6—H6B	105.4	C15—C16—C17	120.6 (2)
Co—O7—H7A	98.2	C15—C16—S	120.11 (17)
Co—O7—H7B	119.3	C17—C16—S	119.32 (17)
H7A—O7—H7B	111.6	C18—C17—C16	119.7 (2)
H1A—O1W—H1B	99.1	C18—C17—H17	120.1
N1—C1—C2	122.5 (2)	C16—C17—H17	120.1
N1—C1—H1	118.7	C17—C18—C19	119.9 (2)
C2—C1—H1	118.7	C17—C18—C20	121.2 (2)
C3—C2—C1	119.8 (3)	C19—C18—C20	119.0 (2)
C3—C2—H2	120.1	C14—C19—C18	120.5 (2)
C1—C2—H2	120.1	C14—C19—H19	119.8
C2—C3—C4	119.5 (2)	C18—C19—H19	119.8
C2—C3—H3	120.3	O3—C20—O4	123.1 (2)
C4—C3—H3	120.3	O3—C20—C18	122.0 (2)
C3—C4—C12	117.3 (2)	O4—C20—C18	114.8 (2)
C3—C4—C5	123.8 (2)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1A···O6i	0.95	2.11	2.881 (3)	137
O1W—H1B···O11ii	0.96	1.93	2.873 (3)	165
O4—H4A···O1W	0.93	1.71	2.621 (3)	166
O5—H5A···O13iii	0.84	1.86	2.695 (3)	175
O5—H5B···O3iv	0.86	1.94	2.798 (2)	174
O6—H6A···O3v	0.81	2.08	2.803 (2)	149
O6—H6B···O12vi	0.85	1.95	2.790 (3)	173
O7—H7A···O2	0.86	1.73	2.579 (3)	168
O7—H7B···O11iii	0.84	2.03	2.859 (2)	172
C1—H1···O5iv	0.93	2.56	3.249 (3)	131
C2—H2···O13vii	0.93	2.59	3.506 (4)	167
C3—H3···O2vii	0.93	2.48	3.399 (3)	168
C6—H6···O1Wviii	0.93	2.59	3.391 (4)	145
C9—H9···O12viii	0.93	2.47	3.373 (4)	164

Table 1

Selected bond lengths (Å)

Co—O1	2.0730 (16)
Co—O5	2.1070 (17)
Co—O6	2.1663 (17)
Co—O7	2.1277 (16)
Co—N1	2.1198 (19)
Co—N2	2.141 (2)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1W—H1A⋯O6i	0.95	2.11	2.881 (3)	137
O1W—H1B⋯O11ii	0.96	1.93	2.873 (3)	165
O4—H4A⋯O1W	0.93	1.71	2.621 (3)	166
O5—H5A⋯O13iii	0.84	1.86	2.695 (3)	175
O5—H5B⋯O3iv	0.86	1.94	2.798 (2)	174
O6—H6A⋯O3v	0.81	2.08	2.803 (2)	149
O6—H6B⋯O12vi	0.85	1.95	2.790 (3)	173
O7—H7A⋯O2	0.86	1.73	2.579 (3)	168
O7—H7B⋯O11iii	0.84	2.03	2.859 (2)	172
C1—H1⋯O5iv	0.93	2.56	3.249 (3)	131
C2—H2⋯O13vii	0.93	2.59	3.506 (4)	167
C3—H3⋯O2vii	0.93	2.48	3.399 (3)	168
C6—H6⋯O1Wviii	0.93	2.59	3.391 (4)	145
C9—H9⋯O12viii	0.93	2.47	3.373 (4)	164

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) ; (v) ; (vi) ; (vii) ; (viii) .