Aqua­(imino­diacetato-κ3O,N,O′)(1,10-phenanthroline-κ2N,N′)cobalt(II) monohydrate

Ng, H.L.; Ng, C.H.; Ng, S.W.

doi:10.1107/S1600536808041226

Aqua(iminodiacetato-κ³O,N,O′)(1,10-phenanthroline-κ²N,N′)cobalt(II) monohydrate

The iminodiacetate dianion in the title compound, [Co(C₄H₅NO₄)(C₁₂H₈N₂)(H₂O)]·H₂O, chelates to the cobalt(II) atom, its N and two O atoms occupying the fac sites of the distorted octahedron around the metal atom. The metal atom is also chelated by the N-heterocycle. The dianion, and coordinated and uncoordinated water molecules interact through hydrogen bonds, generating a layer motif. The crystal studied was a racemic twin with a 0.62 (2):0.38 (2) domain ratio.

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Supporting information

	Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536808041226/sj2563sup1.cif Contains datablocks global, I
	Structure factor file (CIF format) https://doi.org/10.1107/S1600536808041226/sj2563Isup2.hkl Contains datablock I

CCDC reference: 717179

checkCIF report

Key indicators

Single-crystal X-ray study
T = 100 K
Mean (C-C) = 0.009 Å
R factor = 0.048
wR factor = 0.126
Data-to-parameter ratio = 14.7

checkCIF/PLATON results

No syntax errors found



Alert level C
            Value of measurement temperature given =   100.000
            Value of melting point given =     0.000
STRVA01_ALERT_4_C           Flack test results are ambiguous.
           From the CIF: _refine_ls_abs_structure_Flack    0.380
           From the CIF: _refine_ls_abs_structure_Flack_su    0.020
PLAT341_ALERT_3_C Low Bond Precision on C-C Bonds (x 1000) Ang ...          9
PLAT127_ALERT_1_C Implicit Hall Symbol  Inconsistent with Explicit     P 2yac
PLAT128_ALERT_4_C Non-standard setting of Space-group Pc      ....      Pn
PLAT234_ALERT_4_C Large Hirshfeld Difference C10    --  C11     ..       0.10  Ang.
PLAT234_ALERT_4_C Large Hirshfeld Difference C12    --  C14     ..       0.10  Ang.
PLAT715_ALERT_1_C D-H     Unknown or Inconsistent Label ..........    O1<I>W<
PLAT715_ALERT_1_C D-H     Unknown or Inconsistent Label ..........    O1<I>W<
PLAT715_ALERT_1_C D-H     Unknown or Inconsistent Label ..........    O2<I>W<
PLAT715_ALERT_1_C D-H     Unknown or Inconsistent Label ..........    O2<I>W<
PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd.  #          2
              H2 O

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           27.50
           From the CIF: _reflns_number_total               3639
           Count of symmetry unique reflns         1885
           Completeness (_total/calc)            193.05%
           TEST3: Check Friedels for noncentro structure
           Estimate of Friedel pairs measured      1754
           Fraction of Friedel pairs measured     0.931
           Are heavy atom types Z>Si present        yes
PLAT860_ALERT_3_G Note: Number of Least-Squares Restraints .......          8
PLAT033_ALERT_4_G Flack Parameter Value Deviates from Zero .......       0.38

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

   5 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   0 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
   7 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

Related literature top

For structural examples of the N-heterocycle adducts of cobalt iminodiacetate, see: Su & Xu (2004); Xu et al. (1989).

Experimental top

An aqueous solution of cobalt(II) chloride (0.24 g, 1 mmol) was mixed with an aqueous solutin of disodium iminodiacetate monohydrate (0.20 g, 1 mmol); this was added to a water-methanol solution of 1,10-phenanthroline (0.20 g, 1 mmol). The solution was set aside for the growth of orange crystals.

Computing details top

Data collection: APEX2 (Bruker, 2007); cell refinement: APEX2 (Bruker, 2007); data reduction: SAINT (Bruker, 2007); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: pubCIF (Westrip, 2009).

Figures top

Fig. 1. Thermal ellipsoid plot (Barbour, 2001) of Co(C₁₂H₈N₂)(C₄H₅NO₄)(H₂O)^.H₂O at the 70% probability level. Hydrogen atoms are drawn as spheres of arbitrary radius.

Aqua(iminodiacetato-κ³O,N,O')(1,10- phenanthroline-κ²N,N')cobalt(II) monohydrate top

Crystal data top

[Co(C₄H₅NO₄)(C₁₂H₈N₂)(H₂O)]·H₂O	F(000) = 418
M_r = 406.26	D_x = 1.650 Mg m⁻³
Monoclinic, Pn	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2yac	Cell parameters from 1265 reflections
a = 6.7884 (3) Å	θ = 2.6–24.5°
b = 12.0903 (5) Å	µ = 1.09 mm⁻¹
c = 10.4945 (4) Å	T = 100 K
β = 108.357 (3)°	Prism, orange
V = 817.49 (6) Å³	0.35 × 0.02 × 0.02 mm
Z = 2

Data collection top

Bruker SMART APEX diffractometer	3639 independent reflections
Radiation source: fine-focus sealed tube	2997 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.048
ω scans	θ_max = 27.5°, θ_min = 1.7°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −8→8
T_min = 0.701, T_max = 0.979	k = −15→15
6417 measured reflections	l = −13→13

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)] = 0.048	H atoms treated by a mixture of independent and constrained refinement
wR(F²) = 0.126	w = 1/[σ²(F_o²) + (0.0697P)²] where P = (F_o² + 2F_c²)/3
S = 1.00	(Δ/σ)_max = 0.001
3639 reflections	Δρ_max = 0.86 e Å⁻³
248 parameters	Δρ_min = −0.49 e Å⁻³
8 restraints	Absolute structure: Flack (1983), 1746 Friedel pairs
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: 0.38 (2)

Crystal data top

[Co(C₄H₅NO₄)(C₁₂H₈N₂)(H₂O)]·H₂O	V = 817.49 (6) Å³
M_r = 406.26	Z = 2
Monoclinic, Pn	Mo Kα radiation
a = 6.7884 (3) Å	µ = 1.09 mm⁻¹
b = 12.0903 (5) Å	T = 100 K
c = 10.4945 (4) Å	0.35 × 0.02 × 0.02 mm
β = 108.357 (3)°

Data collection top

Bruker SMART APEX diffractometer	3639 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	2997 reflections with I > 2σ(I)
T_min = 0.701, T_max = 0.979	R_int = 0.048
6417 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.048	H atoms treated by a mixture of independent and constrained refinement
wR(F²) = 0.126	Δρ_max = 0.86 e Å⁻³
S = 1.00	Δρ_min = −0.49 e Å⁻³
3639 reflections	Absolute structure: Flack (1983), 1746 Friedel pairs
248 parameters	Absolute structure parameter: 0.38 (2)
8 restraints

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
Co1	0.49999 (10)	0.85733 (5)	0.50000 (8)	0.01527 (16)
O1	0.4183 (7)	0.8730 (3)	0.6730 (4)	0.0222 (9)
O2	0.3360 (6)	1.0019 (3)	0.7965 (4)	0.0254 (8)
O3	0.7258 (6)	0.9787 (3)	0.5790 (3)	0.0196 (9)
O4	0.7806 (5)	1.1607 (3)	0.5786 (3)	0.0190 (7)
O1W	0.5702 (6)	0.8446 (3)	0.3211 (4)	0.0194 (9)
H11	0.652 (7)	0.896 (3)	0.317 (5)	0.029*
H12	0.493 (7)	0.830 (4)	0.243 (2)	0.029*
O2W	0.9365 (7)	1.2706 (3)	0.3875 (4)	0.0307 (9)
H21	0.939 (10)	1.225 (4)	0.327 (4)	0.046*
H22	0.870 (9)	1.243 (4)	0.435 (5)	0.046*
N1	0.3129 (7)	1.0058 (4)	0.4480 (4)	0.0162 (10)
H1	0.2104	0.9968	0.3727	0.019*
N2	0.6902 (8)	0.7165 (4)	0.5733 (5)	0.0171 (10)
N3	0.2824 (7)	0.7278 (4)	0.4343 (4)	0.0168 (11)
C1	0.3389 (7)	0.9654 (4)	0.6867 (5)	0.0193 (10)
C2	0.2335 (7)	1.0313 (4)	0.5604 (5)	0.0202 (10)
H2A	0.0826	1.0160	0.5320	0.024*
H2B	0.2533	1.1112	0.5814	0.024*
C3	0.4607 (8)	1.0907 (4)	0.4324 (5)	0.0183 (10)
H3A	0.4062	1.1653	0.4414	0.022*
H3B	0.4760	1.0849	0.3419	0.022*
C4	0.6704 (8)	1.0754 (4)	0.5382 (5)	0.0177 (10)
C5	0.8890 (9)	0.7128 (5)	0.6410 (5)	0.0217 (13)
H5	0.9625	0.7806	0.6638	0.026*
C6	0.9974 (10)	0.6143 (5)	0.6811 (6)	0.0256 (13)
H6	1.1410	0.6154	0.7310	0.031*
C7	0.8948 (9)	0.5164 (5)	0.6478 (5)	0.0246 (13)
H7	0.9666	0.4485	0.6736	0.030*
C8	0.6812 (10)	0.5167 (5)	0.5748 (5)	0.0221 (13)
C9	0.5835 (10)	0.6199 (5)	0.5401 (7)	0.0210 (14)
C10	0.5597 (10)	0.4182 (5)	0.5380 (6)	0.0269 (14)
H10	0.6247	0.3481	0.5601	0.032*
C11	0.3534 (10)	0.4234 (4)	0.4720 (6)	0.0230 (12)
H11A	0.2754	0.3570	0.4500	0.028*
C12	0.2518 (10)	0.5267 (5)	0.4351 (5)	0.0205 (13)
C13	0.3668 (10)	0.6250 (4)	0.4676 (6)	0.0128 (12)
C14	0.0390 (9)	0.5374 (4)	0.3682 (5)	0.0220 (12)
H14	−0.0462	0.4734	0.3459	0.026*
C15	−0.0462 (10)	0.6399 (4)	0.3350 (6)	0.0238 (14)
H15	−0.1902	0.6475	0.2884	0.029*
C16	0.0795 (8)	0.7328 (5)	0.3699 (6)	0.0182 (11)
H16	0.0175	0.8035	0.3467	0.022*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Co1	0.0158 (3)	0.0120 (3)	0.0173 (3)	0.0003 (3)	0.0041 (2)	−0.0001 (3)
O1	0.033 (3)	0.0132 (18)	0.024 (2)	0.0052 (16)	0.0135 (19)	0.0029 (14)
O2	0.0220 (19)	0.032 (2)	0.0207 (17)	0.0070 (16)	0.0052 (14)	−0.0024 (16)
O3	0.017 (2)	0.0178 (19)	0.021 (2)	0.0012 (15)	0.0013 (16)	0.0033 (15)
O4	0.0219 (18)	0.0127 (17)	0.0210 (17)	−0.0021 (14)	0.0048 (14)	0.0012 (13)
O1W	0.014 (2)	0.023 (2)	0.0183 (19)	−0.0049 (15)	0.0022 (16)	0.0039 (15)
O2W	0.049 (3)	0.0175 (19)	0.029 (2)	−0.0081 (18)	0.0165 (19)	−0.0030 (15)
N1	0.010 (2)	0.022 (3)	0.012 (2)	−0.0009 (18)	−0.0025 (17)	0.0020 (19)
N2	0.019 (2)	0.011 (2)	0.022 (2)	0.0010 (19)	0.0077 (19)	−0.0011 (19)
N3	0.021 (2)	0.015 (2)	0.014 (2)	0.0008 (19)	0.0053 (19)	−0.0012 (18)
C1	0.012 (2)	0.027 (3)	0.017 (2)	0.001 (2)	0.0017 (19)	−0.001 (2)
C2	0.015 (2)	0.021 (2)	0.025 (3)	0.0072 (19)	0.008 (2)	0.003 (2)
C3	0.017 (3)	0.013 (2)	0.022 (2)	−0.002 (2)	0.002 (2)	0.0032 (19)
C4	0.020 (3)	0.016 (3)	0.017 (2)	0.001 (2)	0.007 (2)	0.001 (2)
C5	0.019 (3)	0.026 (3)	0.018 (3)	0.002 (2)	0.003 (2)	−0.004 (2)
C6	0.017 (3)	0.034 (3)	0.022 (3)	0.008 (3)	0.002 (2)	0.004 (2)
C7	0.027 (3)	0.021 (3)	0.026 (3)	0.012 (2)	0.008 (2)	0.008 (2)
C8	0.027 (3)	0.020 (3)	0.023 (3)	0.004 (2)	0.013 (2)	0.007 (2)
C9	0.023 (3)	0.018 (3)	0.024 (3)	0.001 (2)	0.009 (2)	0.000 (2)
C10	0.041 (4)	0.011 (2)	0.033 (3)	0.004 (2)	0.017 (3)	0.002 (2)
C11	0.029 (3)	0.013 (2)	0.030 (3)	−0.001 (2)	0.014 (2)	0.001 (2)
C12	0.029 (3)	0.015 (3)	0.022 (3)	−0.004 (2)	0.013 (3)	0.000 (2)
C13	0.016 (3)	0.010 (3)	0.013 (2)	0.003 (2)	0.006 (2)	0.0001 (19)
C14	0.019 (3)	0.019 (3)	0.027 (3)	−0.007 (2)	0.006 (2)	−0.002 (2)
C15	0.019 (3)	0.025 (3)	0.027 (3)	−0.005 (2)	0.006 (2)	−0.003 (2)
C16	0.012 (2)	0.016 (3)	0.023 (3)	0.003 (2)	0.001 (2)	−0.003 (2)

Geometric parameters (Å, º) top

Co1—O1	2.067 (4)	C3—C4	1.516 (7)
Co1—O1W	2.083 (4)	C3—H3A	0.9900
Co1—O3	2.095 (4)	C3—H3B	0.9900
Co1—N3	2.113 (5)	C5—C6	1.394 (8)
Co1—N2	2.129 (5)	C5—H5	0.9500
Co1—N1	2.167 (5)	C6—C7	1.362 (8)
O1—C1	1.269 (6)	C6—H6	0.9500
O2—C1	1.240 (6)	C7—C8	1.411 (8)
O3—C4	1.260 (6)	C7—H7	0.9500
O4—C4	1.267 (6)	C8—C9	1.406 (9)
O1W—H11	0.84 (5)	C8—C10	1.430 (8)
O1W—H12	0.84 (6)	C9—C13	1.429 (8)
O2W—H21	0.84 (5)	C10—C11	1.355 (9)
O2W—H22	0.84 (6)	C10—H10	0.9500
N1—C2	1.476 (6)	C11—C12	1.420 (8)
N1—C3	1.480 (6)	C11—H11A	0.9500
N1—H1	0.8800	C12—C14	1.399 (9)
N2—C5	1.313 (8)	C12—C13	1.403 (8)
N2—C9	1.360 (8)	C14—C15	1.365 (8)
N3—C16	1.331 (7)	C14—H14	0.9500
N3—C13	1.368 (7)	C15—C16	1.389 (8)
C1—C2	1.518 (6)	C15—H15	0.9500
C2—H2A	0.9900	C16—H16	0.9500
C2—H2B	0.9900

O1—Co1—O1W	177.6 (2)	C4—C3—H3A	109.6
O1—Co1—O3	87.34 (16)	N1—C3—H3B	109.6
O1W—Co1—O3	93.54 (15)	C4—C3—H3B	109.6
O1—Co1—N3	90.07 (17)	H3A—C3—H3B	108.1
O1W—Co1—N3	89.20 (16)	O3—C4—O4	124.0 (5)
O3—Co1—N3	175.53 (17)	O3—C4—C3	118.3 (5)
O1—Co1—N2	93.20 (16)	O4—C4—C3	117.7 (4)
O1W—Co1—N2	88.95 (17)	N2—C5—C6	123.2 (6)
O3—Co1—N2	97.62 (17)	N2—C5—H5	118.4
N3—Co1—N2	78.88 (15)	C6—C5—H5	118.4
O1—Co1—N1	81.23 (15)	C7—C6—C5	119.1 (6)
O1W—Co1—N1	96.68 (15)	C7—C6—H6	120.4
O3—Co1—N1	79.47 (17)	C5—C6—H6	120.4
N3—Co1—N1	103.74 (19)	C6—C7—C8	119.5 (5)
N2—Co1—N1	173.79 (18)	C6—C7—H7	120.2
C1—O1—Co1	114.9 (3)	C8—C7—H7	120.2
C4—O3—Co1	114.3 (3)	C9—C8—C7	117.5 (5)
Co1—O1W—H11	109 (3)	C9—C8—C10	119.0 (5)
Co1—O1W—H12	130 (3)	C7—C8—C10	123.5 (5)
H11—O1W—H12	109 (5)	N2—C9—C8	121.7 (6)
H21—O2W—H22	109 (5)	N2—C9—C13	118.4 (6)
C2—N1—C3	111.9 (4)	C8—C9—C13	119.9 (6)
C2—N1—Co1	107.7 (3)	C11—C10—C8	121.0 (5)
C3—N1—Co1	103.8 (3)	C11—C10—H10	119.5
C2—N1—H1	111.0	C8—C10—H10	119.5
C3—N1—H1	111.0	C10—C11—C12	121.0 (6)
Co1—N1—H1	111.0	C10—C11—H11A	119.5
C5—N2—C9	118.9 (5)	C12—C11—H11A	119.5
C5—N2—Co1	128.7 (4)	C14—C12—C13	116.9 (5)
C9—N2—Co1	112.4 (4)	C14—C12—C11	123.6 (5)
C16—N3—C13	117.0 (5)	C13—C12—C11	119.5 (6)
C16—N3—Co1	129.6 (4)	N3—C13—C12	123.5 (6)
C13—N3—Co1	113.4 (4)	N3—C13—C9	116.9 (6)
O2—C1—O1	123.4 (5)	C12—C13—C9	119.6 (6)
O2—C1—C2	118.9 (4)	C15—C14—C12	119.9 (5)
O1—C1—C2	117.6 (4)	C15—C14—H14	120.0
N1—C2—C1	113.4 (4)	C12—C14—H14	120.0
N1—C2—H2A	108.9	C14—C15—C16	119.5 (6)
C1—C2—H2A	108.9	C14—C15—H15	120.3
N1—C2—H2B	108.9	C16—C15—H15	120.3
C1—C2—H2B	108.9	N3—C16—C15	123.3 (5)
H2A—C2—H2B	107.7	N3—C16—H16	118.4
N1—C3—C4	110.3 (4)	C15—C16—H16	118.4
N1—C3—H3A	109.6

O3—Co1—O1—C1	66.7 (4)	Co1—O3—C4—C3	−4.4 (6)
N3—Co1—O1—C1	−116.9 (4)	N1—C3—C4—O3	31.4 (6)
N2—Co1—O1—C1	164.2 (4)	N1—C3—C4—O4	−149.6 (4)
N1—Co1—O1—C1	−13.1 (4)	C9—N2—C5—C6	−0.1 (8)
O1—Co1—O3—C4	−96.3 (4)	Co1—N2—C5—C6	−178.6 (4)
O1W—Co1—O3—C4	81.5 (4)	N2—C5—C6—C7	0.8 (9)
N2—Co1—O3—C4	170.9 (3)	C5—C6—C7—C8	−0.6 (8)
N1—Co1—O3—C4	−14.7 (4)	C6—C7—C8—C9	−0.3 (8)
O1—Co1—N1—C2	−1.0 (3)	C6—C7—C8—C10	−178.6 (5)
O1W—Co1—N1—C2	177.7 (3)	C5—N2—C9—C8	−0.9 (8)
O3—Co1—N1—C2	−89.9 (3)	Co1—N2—C9—C8	177.9 (4)
N3—Co1—N1—C2	86.9 (3)	C5—N2—C9—C13	179.4 (5)
O1—Co1—N1—C3	117.8 (3)	Co1—N2—C9—C13	−1.9 (6)
O1W—Co1—N1—C3	−63.4 (3)	C7—C8—C9—N2	1.0 (8)
O3—Co1—N1—C3	28.9 (3)	C10—C8—C9—N2	179.4 (5)
N3—Co1—N1—C3	−154.3 (3)	C7—C8—C9—C13	−179.2 (5)
O1—Co1—N2—C5	−90.5 (5)	C10—C8—C9—C13	−0.8 (7)
O1W—Co1—N2—C5	90.7 (5)	C9—C8—C10—C11	−0.7 (8)
O3—Co1—N2—C5	−2.8 (5)	C7—C8—C10—C11	177.6 (5)
N3—Co1—N2—C5	−180.0 (5)	C8—C10—C11—C12	1.1 (8)
O1—Co1—N2—C9	90.9 (4)	C10—C11—C12—C14	−179.3 (5)
O1W—Co1—N2—C9	−88.0 (4)	C10—C11—C12—C13	0.0 (8)
O3—Co1—N2—C9	178.6 (4)	C16—N3—C13—C12	1.3 (8)
N3—Co1—N2—C9	1.4 (4)	Co1—N3—C13—C12	179.6 (4)
O1—Co1—N3—C16	84.0 (5)	C16—N3—C13—C9	−178.2 (5)
O1W—Co1—N3—C16	−93.7 (5)	Co1—N3—C13—C9	0.1 (6)
N2—Co1—N3—C16	177.2 (5)	C14—C12—C13—N3	−1.7 (8)
N1—Co1—N3—C16	3.0 (5)	C11—C12—C13—N3	179.0 (5)
O1—Co1—N3—C13	−94.1 (4)	C14—C12—C13—C9	177.8 (5)
O1W—Co1—N3—C13	88.3 (4)	C11—C12—C13—C9	−1.5 (7)
N2—Co1—N3—C13	−0.8 (4)	N2—C9—C13—N3	1.2 (7)
N1—Co1—N3—C13	−175.0 (3)	C8—C9—C13—N3	−178.5 (5)
Co1—O1—C1—O2	−158.4 (4)	N2—C9—C13—C12	−178.3 (5)
Co1—O1—C1—C2	24.6 (6)	C8—C9—C13—C12	1.9 (7)
C3—N1—C2—C1	−101.0 (5)	C13—C12—C14—C15	1.4 (8)
Co1—N1—C2—C1	12.5 (5)	C11—C12—C14—C15	−179.2 (5)
O2—C1—C2—N1	157.4 (4)	C12—C14—C15—C16	−0.9 (9)
O1—C1—C2—N1	−25.4 (6)	C13—N3—C16—C15	−0.7 (8)
C2—N1—C3—C4	77.1 (5)	Co1—N3—C16—C15	−178.7 (4)
Co1—N1—C3—C4	−38.8 (4)	C14—C15—C16—N3	0.5 (9)
Co1—O3—C4—O4	176.7 (4)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1w—H11···O2ⁱ	0.84 (5)	1.82 (4)	2.656 (5)	174 (6)
O1w—H12···O4ⁱⁱ	0.84 (6)	1.87 (4)	2.682 (5)	162 (6)
O2w—H21···O1ⁱ	0.84 (5)	1.98 (4)	2.815 (5)	174 (7)
O2w—H22···O4	0.84 (6)	2.05 (5)	2.871 (5)	165 (6)
N1—H1···O2ⁱⁱ	0.88	2.41	3.126 (6)	139

Symmetry codes: (i) x+1/2, −y+2, z−1/2; (ii) x−1/2, −y+2, z−1/2.

Experimental details

Crystal data
Chemical formula	[Co(C₄H₅NO₄)(C₁₂H₈N₂)(H₂O)]·H₂O
M_r	406.26
Crystal system, space group	Monoclinic, Pn
Temperature (K)	100
a, b, c (Å)	6.7884 (3), 12.0903 (5), 10.4945 (4)
β (°)	108.357 (3)
V (Å³)	817.49 (6)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	1.09
Crystal size (mm)	0.35 × 0.02 × 0.02

Data collection
Diffractometer	Bruker SMART APEX diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.701, 0.979
No. of measured, independent and observed [I > 2σ(I)] reflections	6417, 3639, 2997
R_int	0.048
(sin θ/λ)_max (Å⁻¹)	0.650

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.048, 0.126, 1.00
No. of reflections	3639
No. of parameters	248
No. of restraints	8
H-atom treatment	H atoms treated by a mixture of independent and constrained refinement
Δρ_max, Δρ_min (e Å⁻³)	0.86, −0.49
Absolute structure	Flack (1983), 1746 Friedel pairs
Absolute structure parameter	0.38 (2)

Computer programs: APEX2 (Bruker, 2007), SAINT (Bruker, 2007), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), X-SEED (Barbour, 2001), pubCIF (Westrip, 2009).