Di­aqua­bis­[4-(di­methyl­amino)pyridine-κN¹]bis­[2-(1,3-dioxo-2,3-di­hydro-1H-isoindol-2-yl)acetato-κO¹]cobalt(II)

In the mononuclear title complex, [Co(C₁₀H₆NO₄)₂(C₇H₁₀N₂)₂(H₂O)₂], the Co^II ion is located on an inversion centre and has a distorted octa­hedral coordination geometry of type CoN₂O₄ by two N atoms from the two 4-(di­methyl­amino)­pyridine (DMAP) ligands, two carboxyl­ate O atoms from the two deprotonated N-phthaloylglycine (Nphgly) ligands [systematic name: 2-(1,3-dioxo-2,3-di­hydro-1H-isoindol-2-yl)acetate] and two coordination water mol­ecules. In the crystal, O—H...O, C—H...O hydrogen bonds and π–π stacking inter­actions link the mol­ecules into the supra­molecular structure.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.004 Å
• R factor = 0.040
• wR factor = 0.114
• Data-to-parameter ratio = 19.4

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT911_ALERT_3_C Missing FCF Refl Between Thmin & STh/L=    0.600          4 Report
PLAT934_ALERT_3_C Number of (Iobs-Icalc)/SigmaW > 10 Outliers ....          1 Check

Alert level G
PLAT002_ALERT_2_G Number of Distance or Angle Restraints on AtSite          3 Note
PLAT154_ALERT_1_G The s.u.'s on the Cell Angles are Equal ..(Note)      0.003 Degree
PLAT172_ALERT_4_G The CIF-Embedded .res File Contains DFIX Records          3 Report
PLAT180_ALERT_4_G Check Cell Rounding: # of Values Ending with 0 =          3 Note
PLAT199_ALERT_1_G Reported _cell_measurement_temperature ..... (K)        293 Check
PLAT200_ALERT_1_G Reported   _diffrn_ambient_temperature ..... (K)        293 Check
PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X)  Co1      --O1W      .        7.5 s.u.
PLAT380_ALERT_4_G Incorrectly? Oriented X(sp2)-Methyl Moiety .....       C16A Check
PLAT380_ALERT_4_G Incorrectly? Oriented X(sp2)-Methyl Moiety .....       C17A Check
PLAT720_ALERT_4_G Number of Unusual/Non-Standard Labels ..........          2 Note
PLAT794_ALERT_5_G Tentative Bond Valency for Co1       (II)      .       1.79 Info
PLAT860_ALERT_3_G Number of Least-Squares Restraints .............          3 Note
PLAT899_ALERT_4_G SHELXL97   is Deprecated and Succeeded by SHELXL       2018 Note
PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L=  0.600         10 Note
PLAT978_ALERT_2_G Number C-C Bonds with Positive Residual Density.          6 Info

   0 ALERT level A = Most likely a serious problem - resolve or explain
   0 ALERT level B = A potentially serious problem, consider carefully
   2 ALERT level C = Check. Ensure it is not caused by an omission or oversight
  15 ALERT level G = General information/check it is not something unexpected

   3 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   3 ALERT type 2 Indicator that the structure model may be wrong or deficient
   3 ALERT type 3 Indicator that the structure quality may be low
   7 ALERT type 4 Improvement, methodology, query or suggestion
   1 ALERT type 5 Informative message, check


checkCIF publication errors

Alert level A
PUBL024_ALERT_1_A The number of authors is greater than 5.
              Please specify the role of each of the co-authors
              for your paper.

   1 ALERT level A = Data missing that is essential or data in wrong format
   0 ALERT level G = General alerts. Data that may be required is missing

---

Computing details

Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT (Bruker, 2004); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012); software used to prepare material for publication: WinGX (Farrugia, 2012), Mercury (Macrae et al., 2008) and POVRay (Persistence of Vision Team, 2004).

\ Diaquabis[4-(dimethylamino)pyridine-κN¹]bis[2-(1,3-dioxo-2,3-\ dihydro-1H-isoindol-2-yl)acetato-κO¹]cobalt(II)

Crystal data

[Co(C10H6NO4)2(C7H10N2)2(H2O)2]	Z = 1
Mr = 747.62	F(000) = 389
Triclinic, P1	Dx = 1.389 Mg m^−3
a = 8.6830 (9) Å	Mo Kα radiation, λ = 0.71073 Å
b = 10.2560 (11) Å	Cell parameters from 2690 reflections
c = 11.2980 (12) Å	θ = 1.9–28.8°
α = 83.547 (3)°	µ = 0.54 mm^−1
β = 72.194 (3)°	T = 293 K
γ = 68.901 (3)°	Prism, blue
V = 893.70 (17) Å^3	0.1 × 0.09 × 0.08 mm

Data collection

Bruker APEXII QUAZAR CCD diffractometer	3658 reflections with I > 2σ(I)
Radiation source: ImuS	Rint = 0.060
f\ and ω scans	θmax = 28.8°, θmin = 1.9°
Absorption correction: multi-scan (SADABS; Bruker, 2004)	h = −11→11
Tmin = 0.950, Tmax = 0.970	k = −13→13
22559 measured reflections	l = −15→15
4629 independent reflections

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)] = 0.040	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.114	H atoms treated by a mixture of independent and constrained refinement
S = 1.05	w = 1/[σ^2(Fo^2) + (0.0463P)^2 + 0.3707P] where P = (Fo^2 + 2Fc^2)/3
4629 reflections	(Δ/σ)max < 0.001
238 parameters	Δρmax = 0.32 e Å^−3
3 restraints	Δρmin = −0.23 e Å^−3

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 > 2sigma(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
Co1	0.5000	1.0000	1.0000	0.03061 (12)
O1A	0.45480 (17)	0.99688 (14)	0.82838 (12)	0.0374 (3)
O1W	0.24026 (17)	1.13925 (15)	1.07614 (13)	0.0390 (3)
H11W	0.195 (3)	1.152 (3)	1.0160 (14)	0.059*
H21W	0.176 (3)	1.113 (3)	1.1393 (13)	0.059*
N1A	0.5758 (2)	1.17785 (17)	0.93996 (15)	0.0369 (4)
N3A	0.1690 (2)	1.0721 (2)	0.63725 (15)	0.0414 (4)
O2A	0.1816 (2)	1.1375 (2)	0.85983 (15)	0.0614 (5)
C3A	0.0278 (3)	1.0292 (2)	0.66807 (18)	0.0392 (4)
O3A	0.0192 (2)	0.92469 (18)	0.72650 (16)	0.0568 (4)
C4A	−0.1014 (2)	1.1350 (2)	0.61425 (18)	0.0382 (4)
C9A	−0.0343 (3)	1.2380 (2)	0.55858 (19)	0.0413 (5)
O4A	0.2396 (2)	1.2623 (2)	0.54431 (19)	0.0698 (5)
C15A	0.7243 (3)	1.1837 (2)	0.9467 (2)	0.0398 (4)
H15A	0.7944	1.1068	0.9803	0.048*
C1A	0.3167 (2)	1.0511 (2)	0.79943 (17)	0.0360 (4)
C10A	0.1395 (3)	1.2001 (2)	0.57571 (19)	0.0445 (5)
C13A	0.6808 (3)	1.4125 (2)	0.85706 (19)	0.0446 (5)
C5A	−0.2617 (3)	1.1408 (3)	0.6127 (2)	0.0505 (6)
H5A	−0.3076	1.0725	0.6510	0.061*
C2A	0.3226 (3)	1.0008 (3)	0.6763 (2)	0.0486 (5)
H2A1	0.4207	1.0130	0.6126	0.058*
H2A2	0.3406	0.9016	0.6828	0.058*
C11A	0.4790 (3)	1.2922 (2)	0.8915 (2)	0.0422 (5)
H11A	0.3746	1.2926	0.8852	0.051*
C6A	−0.3516 (3)	1.2532 (3)	0.5512 (3)	0.0628 (7)
H6A	−0.4598	1.2600	0.5476	0.075*
C14A	0.7810 (3)	1.2935 (2)	0.9083 (2)	0.0462 (5)
H14A	0.8862	1.2895	0.9161	0.055*
N2A	0.7346 (3)	1.5225 (2)	0.8160 (2)	0.0621 (6)
C12A	0.5239 (3)	1.4080 (2)	0.8508 (2)	0.0473 (5)
H12A	0.4501	1.4839	0.8189	0.057*
C8A	−0.1236 (3)	1.3495 (3)	0.4985 (2)	0.0576 (6)
H8A	−0.0784	1.4187	0.4614	0.069*
C7A	−0.2841 (3)	1.3549 (3)	0.4955 (3)	0.0665 (7)
H7A	−0.3476	1.4288	0.4549	0.080*
C17A	0.8965 (4)	1.5217 (3)	0.8262 (3)	0.0851 (10)
H17A	0.9144	1.6070	0.7923	0.128*
H17B	0.9885	1.4437	0.7809	0.128*
H17C	0.8944	1.5138	0.9121	0.128*
C16A	0.6279 (5)	1.6452 (3)	0.7642 (3)	0.0781 (9)
H16A	0.6856	1.7122	0.7397	0.117*
H16B	0.5198	1.6858	0.8257	0.117*
H16C	0.6076	1.6186	0.6931	0.117*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Co1	0.03132 (19)	0.03084 (19)	0.02919 (19)	−0.00865 (14)	−0.01154 (14)	0.00303 (13)
O1A	0.0352 (7)	0.0442 (8)	0.0327 (7)	−0.0094 (6)	−0.0153 (6)	0.0023 (6)
O1W	0.0374 (7)	0.0412 (8)	0.0356 (7)	−0.0113 (6)	−0.0099 (6)	0.0015 (6)
N1A	0.0391 (9)	0.0342 (8)	0.0355 (9)	−0.0106 (7)	−0.0113 (7)	0.0027 (7)
N3A	0.0377 (9)	0.0592 (11)	0.0321 (9)	−0.0177 (8)	−0.0166 (7)	0.0031 (8)
O2A	0.0413 (9)	0.0829 (12)	0.0446 (9)	0.0075 (8)	−0.0197 (7)	−0.0162 (8)
C3A	0.0415 (10)	0.0486 (11)	0.0269 (9)	−0.0165 (9)	−0.0067 (8)	−0.0030 (8)
O3A	0.0597 (10)	0.0536 (10)	0.0508 (10)	−0.0212 (8)	−0.0081 (8)	0.0090 (8)
C4A	0.0353 (10)	0.0508 (12)	0.0287 (9)	−0.0143 (9)	−0.0077 (8)	−0.0069 (8)
C9A	0.0408 (11)	0.0518 (12)	0.0333 (10)	−0.0160 (9)	−0.0137 (8)	0.0004 (9)
O4A	0.0642 (11)	0.0924 (14)	0.0743 (13)	−0.0521 (11)	−0.0290 (10)	0.0267 (11)
C15A	0.0382 (10)	0.0334 (10)	0.0438 (11)	−0.0092 (8)	−0.0105 (9)	0.0008 (8)
C1A	0.0334 (9)	0.0418 (10)	0.0308 (10)	−0.0093 (8)	−0.0117 (8)	0.0026 (8)
C10A	0.0456 (12)	0.0620 (14)	0.0334 (10)	−0.0264 (10)	−0.0149 (9)	0.0069 (9)
C13A	0.0542 (13)	0.0338 (10)	0.0352 (11)	−0.0148 (9)	0.0036 (9)	−0.0065 (8)
C5A	0.0376 (11)	0.0687 (15)	0.0472 (13)	−0.0214 (10)	−0.0056 (9)	−0.0155 (11)
C2A	0.0405 (11)	0.0639 (14)	0.0393 (11)	−0.0081 (10)	−0.0187 (9)	−0.0050 (10)
C11A	0.0429 (11)	0.0392 (10)	0.0413 (11)	−0.0100 (9)	−0.0138 (9)	0.0039 (8)
C6A	0.0345 (12)	0.090 (2)	0.0603 (16)	−0.0078 (12)	−0.0171 (11)	−0.0200 (14)
C14A	0.0395 (11)	0.0405 (11)	0.0548 (13)	−0.0141 (9)	−0.0059 (10)	−0.0063 (9)
N2A	0.0835 (16)	0.0378 (10)	0.0592 (13)	−0.0285 (10)	−0.0027 (11)	−0.0004 (9)
C12A	0.0577 (13)	0.0324 (10)	0.0412 (12)	−0.0062 (9)	−0.0120 (10)	0.0037 (8)
C8A	0.0572 (14)	0.0620 (15)	0.0525 (14)	−0.0174 (12)	−0.0219 (12)	0.0113 (11)
C7A	0.0504 (14)	0.0755 (18)	0.0601 (16)	0.0012 (13)	−0.0250 (12)	0.0009 (14)
C17A	0.086 (2)	0.0629 (18)	0.104 (3)	−0.0485 (17)	0.0064 (19)	−0.0085 (17)
C16A	0.120 (3)	0.0393 (13)	0.0609 (17)	−0.0300 (15)	−0.0058 (17)	0.0068 (12)

Geometric parameters (Å, º)

Co1—O1A	2.0984 (13)	C13A—N2A	1.354 (3)
Co1—O1A^i	2.0984 (13)	C13A—C14A	1.402 (3)
Co1—N1A	2.1293 (16)	C13A—C12A	1.404 (3)
Co1—N1A^i	2.1293 (16)	C5A—C6A	1.387 (4)
Co1—O1W^i	2.1533 (14)	C5A—H5A	0.9300
Co1—O1W	2.1533 (14)	C2A—H2A1	0.9700
O1A—C1A	1.254 (2)	C2A—H2A2	0.9700
O1W—H11W	0.859 (9)	C11A—C12A	1.369 (3)
O1W—H21W	0.848 (9)	C11A—H11A	0.9300
N1A—C15A	1.337 (3)	C6A—C7A	1.376 (4)
N1A—C11A	1.345 (2)	C6A—H6A	0.9300
N3A—C3A	1.383 (3)	C14A—H14A	0.9300
N3A—C10A	1.391 (3)	N2A—C17A	1.442 (4)
N3A—C2A	1.447 (3)	N2A—C16A	1.452 (4)
O2A—C1A	1.235 (2)	C12A—H12A	0.9300
C3A—O3A	1.208 (3)	C8A—C7A	1.385 (4)
C3A—C4A	1.482 (3)	C8A—H8A	0.9300
C4A—C5A	1.377 (3)	C7A—H7A	0.9300
C4A—C9A	1.386 (3)	C17A—H17A	0.9600
C9A—C8A	1.371 (3)	C17A—H17B	0.9600
C9A—C10A	1.485 (3)	C17A—H17C	0.9600
O4A—C10A	1.203 (3)	C16A—H16A	0.9600
C15A—C14A	1.363 (3)	C16A—H16B	0.9600
C15A—H15A	0.9300	C16A—H16C	0.9600
C1A—C2A	1.518 (3)
O1A—Co1—O1A^i	180.0	N2A—C13A—C12A	123.2 (2)
O1A—Co1—N1A	89.62 (6)	C14A—C13A—C12A	115.20 (19)
O1A^i—Co1—N1A	90.38 (6)	C4A—C5A—C6A	117.0 (2)
O1A—Co1—N1A^i	90.38 (6)	C4A—C5A—H5A	121.5
O1A^i—Co1—N1A^i	89.62 (6)	C6A—C5A—H5A	121.5
N1A—Co1—N1A^i	180.0	N3A—C2A—C1A	114.20 (18)
O1A—Co1—O1W^i	88.93 (5)	N3A—C2A—H2A1	108.7
O1A^i—Co1—O1W^i	91.07 (5)	C1A—C2A—H2A1	108.7
N1A—Co1—O1W^i	91.28 (6)	N3A—C2A—H2A2	108.7
N1A^i—Co1—O1W^i	88.72 (6)	C1A—C2A—H2A2	108.7
O1A—Co1—O1W	91.07 (5)	H2A1—C2A—H2A2	107.6
O1A^i—Co1—O1W	88.93 (5)	N1A—C11A—C12A	124.4 (2)
N1A—Co1—O1W	88.72 (6)	N1A—C11A—H11A	117.8
N1A^i—Co1—O1W	91.28 (6)	C12A—C11A—H11A	117.8
O1W^i—Co1—O1W	180.0	C7A—C6A—C5A	121.4 (2)
C1A—O1A—Co1	128.90 (13)	C7A—C6A—H6A	119.3
Co1—O1W—H11W	104.0 (17)	C5A—C6A—H6A	119.3
Co1—O1W—H21W	118.6 (17)	C15A—C14A—C13A	120.1 (2)
H11W—O1W—H21W	108.2 (14)	C15A—C14A—H14A	120.0
C15A—N1A—C11A	114.92 (18)	C13A—C14A—H14A	120.0
C15A—N1A—Co1	122.42 (13)	C13A—N2A—C17A	120.6 (2)
C11A—N1A—Co1	122.66 (14)	C13A—N2A—C16A	120.6 (3)
C3A—N3A—C10A	112.13 (17)	C17A—N2A—C16A	118.8 (2)
C3A—N3A—C2A	124.14 (19)	C11A—C12A—C13A	120.2 (2)
C10A—N3A—C2A	123.40 (19)	C11A—C12A—H12A	119.9
O3A—C3A—N3A	124.6 (2)	C13A—C12A—H12A	119.9
O3A—C3A—C4A	129.3 (2)	C9A—C8A—C7A	117.1 (3)
N3A—C3A—C4A	106.07 (17)	C9A—C8A—H8A	121.5
C5A—C4A—C9A	121.4 (2)	C7A—C8A—H8A	121.5
C5A—C4A—C3A	130.6 (2)	C6A—C7A—C8A	121.5 (2)
C9A—C4A—C3A	107.97 (17)	C6A—C7A—H7A	119.2
C8A—C9A—C4A	121.6 (2)	C8A—C7A—H7A	119.2
C8A—C9A—C10A	130.4 (2)	N2A—C17A—H17A	109.5
C4A—C9A—C10A	107.96 (18)	N2A—C17A—H17B	109.5
N1A—C15A—C14A	125.17 (19)	H17A—C17A—H17B	109.5
N1A—C15A—H15A	117.4	N2A—C17A—H17C	109.5
C14A—C15A—H15A	117.4	H17A—C17A—H17C	109.5
O2A—C1A—O1A	127.18 (18)	H17B—C17A—H17C	109.5
O2A—C1A—C2A	118.74 (17)	N2A—C16A—H16A	109.5
O1A—C1A—C2A	114.08 (17)	N2A—C16A—H16B	109.5
O4A—C10A—N3A	124.7 (2)	H16A—C16A—H16B	109.5
O4A—C10A—C9A	129.6 (2)	N2A—C16A—H16C	109.5
N3A—C10A—C9A	105.73 (17)	H16A—C16A—H16C	109.5
N2A—C13A—C14A	121.6 (2)	H16B—C16A—H16C	109.5

Symmetry code: (i) −x+1, −y+2, −z+2.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H11W···O2A	0.86 (1)	1.83 (1)	2.648 (2)	158 (2)
O1W—H21W···O3A^ii	0.85 (1)	2.02 (1)	2.853 (2)	168 (2)
C14A—H14A···O2A^iii	0.93	2.40	3.160 (3)	139

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