Bis{1-[(E)-2-pyridinyl­methyl­idene]­semicarbazide}cobalt(II) diperchlorate monohydrate

The Co atom in the title complex, [Co(C₇H₈N₄O)₂](ClO₄)₂·H₂O, is octahedrally coordinated by two molecules of the neutral Schiff bases derived from the condensation of pyridine-2-carb­aldehyde and semicarbazone; the Schiff base molecules act as meridional tridentate ligands, coordinating the metal through the amido O atom, imine N and pyridyl N atoms. The ligands are perpendicular to each other [dihedral angle = 87.27 (5)°]. The crystal packing is stabilized by intermolecular hydrogen bonds involving the cations, perchlorate counter-ions and water mol­ecules.

Key indicators

• Single-crystal X-ray study
• T = 193 K
• Mean [sigma](C-C) = 0.005 Å
• R factor = 0.051
• wR factor = 0.105
• Data-to-parameter ratio = 15.4

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT420_ALERT_2_B D-H Without Acceptor       O1W    -   H1W1   ...          ?
PLAT731_ALERT_1_B Bond    Calc     0.85(5), Rep   0.848(10) ......       5.00 su-Rat
              O1W  -H1W2    1.555   1.555
PLAT735_ALERT_1_B D-H     Calc     0.85(5), Rep   0.848(10) ......       5.00 su-Rat
              O1W  -H2#     1.555   1.555

Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT244_ALERT_4_C Low Solvent  U(eq) as Compared to Neighbors ....        Cl1
PLAT244_ALERT_4_C Low Solvent  U(eq) as Compared to Neighbors ....        Cl2
PLAT480_ALERT_4_C Long H...A H-Bond Reported H4B    ..  O4      ..       2.61 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H8B    ..  O5      ..       2.65 Ang.
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........          2
PLAT731_ALERT_1_C Bond    Calc     0.84(4), Rep   0.846(10) ......       4.00 su-Rat
              O1W  -H1W1    1.555   1.555
PLAT732_ALERT_1_C Angle   Calc      111(6), Rep   110.9(18) ......       3.33 su-Rat
              H1W1 -O1W  -H1W2    1.555   1.555   1.555
PLAT736_ALERT_1_C H...A   Calc     2.22(5), Rep   2.221(19) ......       2.63 su-Rat
              H2#  -O4      1.555   2.677

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

   6 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
   5 ALERT type 4 Improvement, methodology, query or suggestion

---

Computing details

Data collection: CrystalClear (Rigaku, 1999); cell refinement: CrystalClear; data reduction: CrystalStructure (Rigaku/MSC, 2000); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Siemens, 1994); software used to prepare material for publication: SHELXTL.

Bis{1-[(E)-2-pyridinylmethylidene]semicarbazide}cobalt(II) diperchlorate monohydrate

Crystal data

[Co(C7H8N4O)2](ClO4)2·H2O	Z = 2
Mr = 604.19	F(000) = 614
Triclinic, P1	Dx = 1.769 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 9.984 (3) Å	Cell parameters from 4571 reflections
b = 11.082 (4) Å	θ = 3.3–27.5°
c = 12.196 (5) Å	µ = 1.07 mm^−1
α = 112.954 (4)°	T = 193 K
β = 110.050 (4)°	Chip, orange–red
γ = 94.017 (3)°	0.31 × 0.30 × 0.09 mm
V = 1134.4 (7) Å^3

Data collection

Rigaku Mercury diffractometer	5106 independent reflections
Radiation source: fine-focus sealed tube	4358 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.035
Detector resolution: 7.31 pixels mm^-1	θmax = 27.5°, θmin = 3.3°
ω scans	h = −11→12
Absorption correction: multi-scan (Jacobson, 1998)	k = −14→14
Tmin = 0.733, Tmax = 0.910	l = −15→13
12785 measured 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)] = 0.051	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.105	H atoms treated by a mixture of independent and constrained refinement
S = 1.14	w = 1/[σ^2(Fo^2) + (0.0346P)^2 + 1.3252P] where P = (Fo^2 + 2Fc^2)/3
5106 reflections	(Δ/σ)max = 0.001
331 parameters	Δρmax = 0.39 e Å^−3
3 restraints	Δρmin = −0.48 e Å^−3

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
Co1	0.44207 (4)	0.49908 (4)	0.72939 (3)	0.01993 (11)
Cl1	0.09103 (8)	0.79693 (8)	0.97529 (8)	0.03300 (18)
Cl2	0.40605 (10)	0.98753 (8)	0.69923 (7)	0.0371 (2)
O1	0.6161 (2)	0.4026 (2)	0.78164 (19)	0.0288 (5)
O2	0.5844 (2)	0.6898 (2)	0.79851 (19)	0.0313 (5)
O3	0.0833 (3)	0.6730 (3)	0.9842 (4)	0.0686 (9)
O4	0.1644 (3)	0.9066 (3)	1.1036 (3)	0.0631 (8)
O5	−0.0527 (3)	0.8105 (3)	0.9213 (4)	0.0855 (12)
O6	0.1698 (4)	0.8001 (3)	0.8992 (3)	0.0712 (10)
O7	0.3314 (4)	0.9512 (3)	0.7669 (3)	0.0707 (10)
O8	0.4743 (3)	1.1283 (2)	0.7714 (2)	0.0436 (6)
O9	0.3032 (3)	0.9589 (3)	0.5714 (2)	0.0509 (7)
O10	0.5154 (3)	0.9114 (3)	0.6867 (2)	0.0646 (9)
O1W	0.9163 (6)	0.8906 (4)	0.6892 (4)	0.0952 (13)
H1W1	1.005 (2)	0.911 (5)	0.702 (6)	0.114*
H1W2	0.894 (5)	0.955 (4)	0.740 (5)	0.114*
N1	0.2813 (3)	0.5382 (2)	0.5888 (2)	0.0241 (5)
N2	0.4445 (3)	0.3686 (2)	0.5563 (2)	0.0231 (5)
N3	0.5383 (3)	0.2863 (2)	0.5632 (2)	0.0279 (6)
H3B	0.5425	0.2230	0.4939	0.033*
N4	0.7206 (3)	0.2332 (3)	0.6990 (3)	0.0374 (7)
H4B	0.7813	0.2459	0.7766	0.045*
H4C	0.7228	0.1694	0.6289	0.045*
N5	0.2835 (3)	0.3720 (2)	0.7458 (2)	0.0223 (5)
N6	0.4363 (3)	0.6161 (2)	0.9043 (2)	0.0213 (5)
N7	0.5187 (3)	0.7440 (2)	0.9685 (2)	0.0256 (5)
H7A	0.5229	0.8014	1.0445	0.031*
N8	0.6749 (3)	0.9012 (3)	0.9646 (3)	0.0395 (7)
H8B	0.7256	0.9277	0.9283	0.047*
H8C	0.6776	0.9578	1.0403	0.047*
C1	0.2020 (3)	0.6307 (3)	0.6085 (3)	0.0318 (7)
H1	0.2139	0.6856	0.6951	0.038*
C2	0.1040 (4)	0.6501 (4)	0.5089 (4)	0.0393 (8)
H2	0.0504	0.7176	0.5267	0.047*
C3	0.0850 (4)	0.5696 (4)	0.3824 (3)	0.0391 (8)
H3	0.0170	0.5805	0.3122	0.047*
C4	0.1657 (3)	0.4731 (3)	0.3589 (3)	0.0339 (7)
H4	0.1548	0.4171	0.2728	0.041*
C5	0.2627 (3)	0.4602 (3)	0.4641 (3)	0.0246 (6)
C6	0.3548 (3)	0.3627 (3)	0.4493 (3)	0.0258 (6)
H6	0.3482	0.3000	0.3668	0.031*
C7	0.6260 (3)	0.3103 (3)	0.6875 (3)	0.0253 (6)
C8	0.2069 (3)	0.2461 (3)	0.6630 (3)	0.0291 (7)
H8	0.2144	0.2052	0.5815	0.035*
C9	0.1169 (4)	0.1723 (3)	0.6909 (3)	0.0336 (7)
H9	0.0627	0.0831	0.6292	0.040*
C10	0.1071 (3)	0.2303 (3)	0.8096 (3)	0.0330 (7)
H10	0.0481	0.1804	0.8316	0.040*
C11	0.1837 (3)	0.3612 (3)	0.8961 (3)	0.0290 (7)
H11	0.1764	0.4038	0.9775	0.035*
C12	0.2713 (3)	0.4293 (3)	0.8618 (3)	0.0216 (6)
C13	0.3557 (3)	0.5684 (3)	0.9468 (3)	0.0223 (6)
H13	0.3511	0.6198	1.0280	0.027*
C14	0.5952 (3)	0.7772 (3)	0.9060 (3)	0.0250 (6)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Co1	0.0266 (2)	0.0190 (2)	0.01370 (18)	0.00440 (15)	0.01079 (15)	0.00462 (14)
Cl1	0.0333 (4)	0.0306 (4)	0.0358 (4)	0.0068 (3)	0.0150 (3)	0.0145 (3)
Cl2	0.0598 (5)	0.0256 (4)	0.0234 (4)	0.0120 (4)	0.0217 (4)	0.0039 (3)
O1	0.0373 (12)	0.0341 (12)	0.0179 (10)	0.0154 (10)	0.0148 (9)	0.0100 (9)
O2	0.0446 (13)	0.0237 (11)	0.0203 (10)	−0.0043 (9)	0.0188 (10)	0.0017 (9)
O3	0.075 (2)	0.0523 (18)	0.120 (3)	0.0293 (16)	0.059 (2)	0.059 (2)
O4	0.0701 (19)	0.066 (2)	0.0325 (14)	−0.0130 (15)	0.0202 (14)	0.0074 (13)
O5	0.0481 (18)	0.071 (2)	0.094 (3)	0.0282 (17)	−0.0038 (18)	0.020 (2)
O6	0.116 (3)	0.0487 (18)	0.068 (2)	0.0059 (17)	0.071 (2)	0.0161 (15)
O7	0.127 (3)	0.0387 (16)	0.0523 (17)	−0.0033 (17)	0.0586 (19)	0.0098 (14)
O8	0.0623 (16)	0.0271 (12)	0.0338 (13)	0.0044 (11)	0.0254 (12)	0.0020 (10)
O9	0.0639 (17)	0.0495 (16)	0.0245 (12)	0.0209 (14)	0.0139 (12)	0.0042 (11)
O10	0.088 (2)	0.0586 (18)	0.0298 (13)	0.0477 (17)	0.0177 (14)	0.0028 (13)
O1W	0.147 (4)	0.057 (2)	0.063 (2)	−0.009 (2)	0.043 (3)	0.0129 (18)
N1	0.0271 (12)	0.0218 (12)	0.0223 (12)	0.0024 (10)	0.0097 (10)	0.0095 (10)
N2	0.0291 (13)	0.0217 (12)	0.0195 (12)	0.0046 (10)	0.0145 (10)	0.0061 (10)
N3	0.0370 (14)	0.0253 (13)	0.0199 (12)	0.0130 (11)	0.0158 (11)	0.0039 (10)
N4	0.0504 (17)	0.0452 (17)	0.0328 (15)	0.0273 (14)	0.0279 (14)	0.0207 (13)
N5	0.0265 (12)	0.0217 (12)	0.0207 (12)	0.0057 (10)	0.0121 (10)	0.0090 (10)
N6	0.0257 (12)	0.0209 (12)	0.0161 (11)	0.0060 (10)	0.0098 (10)	0.0059 (9)
N7	0.0340 (14)	0.0200 (12)	0.0168 (11)	0.0012 (10)	0.0142 (10)	−0.0003 (9)
N8	0.0588 (19)	0.0258 (14)	0.0265 (14)	−0.0079 (13)	0.0234 (14)	0.0020 (11)
C1	0.0365 (17)	0.0257 (16)	0.0320 (17)	0.0080 (13)	0.0132 (14)	0.0120 (13)
C2	0.0355 (18)	0.038 (2)	0.047 (2)	0.0121 (15)	0.0120 (16)	0.0256 (17)
C3	0.0280 (17)	0.050 (2)	0.0394 (19)	0.0049 (15)	0.0036 (15)	0.0290 (17)
C4	0.0294 (16)	0.0427 (19)	0.0235 (15)	−0.0038 (14)	0.0044 (13)	0.0160 (14)
C5	0.0275 (15)	0.0244 (15)	0.0184 (13)	−0.0023 (12)	0.0080 (12)	0.0085 (12)
C6	0.0331 (16)	0.0258 (15)	0.0134 (13)	−0.0003 (12)	0.0098 (12)	0.0047 (11)
C7	0.0334 (16)	0.0253 (15)	0.0239 (14)	0.0086 (13)	0.0170 (13)	0.0122 (12)
C8	0.0320 (16)	0.0257 (16)	0.0282 (16)	0.0044 (13)	0.0148 (14)	0.0086 (13)
C9	0.0333 (17)	0.0235 (16)	0.0388 (18)	0.0015 (13)	0.0128 (15)	0.0111 (14)
C10	0.0305 (16)	0.0372 (18)	0.0388 (18)	0.0065 (14)	0.0157 (14)	0.0228 (15)
C11	0.0306 (16)	0.0371 (18)	0.0270 (15)	0.0087 (14)	0.0157 (13)	0.0180 (14)
C12	0.0233 (14)	0.0269 (15)	0.0195 (13)	0.0099 (12)	0.0101 (11)	0.0131 (12)
C13	0.0246 (14)	0.0281 (15)	0.0167 (13)	0.0089 (12)	0.0104 (11)	0.0101 (11)
C14	0.0295 (15)	0.0231 (15)	0.0171 (13)	0.0018 (12)	0.0080 (12)	0.0058 (11)

Geometric parameters (Å, º)

Co1—N1	2.120 (2)	N5—C12	1.359 (3)
Co1—N2	2.051 (2)	N6—C13	1.278 (4)
Co1—N5	2.158 (2)	N6—N7	1.352 (3)
Co1—N6	2.043 (2)	N7—C14	1.370 (4)
Co1—O1	2.145 (2)	N7—H7A	0.8800
Co1—O2	2.136 (2)	N8—C14	1.312 (4)
Cl1—O5	1.406 (3)	N8—H8B	0.8800
Cl1—O6	1.415 (3)	N8—H8C	0.8800
Cl1—O3	1.418 (3)	C1—C2	1.377 (5)
Cl1—O4	1.438 (3)	C1—H1	0.9500
Cl2—O7	1.428 (3)	C2—C3	1.383 (5)
Cl2—O8	1.429 (2)	C2—H2	0.9500
Cl2—O9	1.434 (3)	C3—C4	1.384 (5)
Cl2—O10	1.439 (3)	C3—H3	0.9500
C7—O1	1.245 (3)	C4—C5	1.384 (4)
C14—O2	1.253 (3)	C4—H4	0.9500
O1W—H1W1	0.846 (10)	C5—C6	1.465 (4)
O1W—H1W2	0.848 (10)	C6—H6	0.9500
N1—C1	1.337 (4)	C8—C9	1.384 (4)
N1—C5	1.361 (4)	C8—H8	0.9500
N2—C6	1.277 (4)	C9—C10	1.377 (5)
N2—N3	1.357 (3)	C9—H9	0.9500
N3—C7	1.370 (4)	C10—C11	1.379 (4)
N3—H3B	0.8800	C10—H10	0.9500
N4—C7	1.326 (4)	C11—C12	1.383 (4)
N4—H4B	0.8800	C11—H11	0.9500
N4—H4C	0.8800	C12—C13	1.461 (4)
N5—C8	1.332 (4)	C13—H13	0.9500
N1—Co1—N2	76.26 (10)	N6—N7—C14	114.7 (2)
N1—Co1—N5	93.98 (9)	N6—N7—H7A	122.6
N1—Co1—N6	106.22 (9)	C14—N7—H7A	122.6
N2—Co1—N5	100.11 (9)	C14—N8—H8B	120.0
N2—Co1—N6	175.45 (10)	C14—N8—H8C	120.0
N5—Co1—N6	76.04 (9)	H8B—N8—H8C	120.0
N1—Co1—O1	150.79 (8)	N1—C1—C2	122.9 (3)
N1—Co1—O2	90.59 (9)	N1—C1—H1	118.5
N2—Co1—O1	74.83 (9)	C2—C1—H1	118.5
N2—Co1—O2	108.96 (9)	C1—C2—C3	118.9 (3)
N5—Co1—O1	95.03 (9)	C1—C2—H2	120.6
N5—Co1—O2	150.82 (8)	C3—C2—H2	120.6
N6—Co1—O1	102.90 (9)	C2—C3—C4	119.6 (3)
N6—Co1—O2	75.01 (9)	C2—C3—H3	120.2
O1—Co1—O2	94.87 (9)	C4—C3—H3	120.2
O5—Cl1—O6	111.6 (2)	C5—C4—C3	118.2 (3)
O5—Cl1—O3	108.4 (2)	C5—C4—H4	120.9
O6—Cl1—O3	109.94 (18)	C3—C4—H4	120.9
O5—Cl1—O4	108.1 (2)	N1—C5—C4	122.7 (3)
O6—Cl1—O4	109.27 (18)	N1—C5—C6	115.1 (2)
O3—Cl1—O4	109.4 (2)	C4—C5—C6	122.2 (3)
O7—Cl2—O8	108.32 (15)	N2—C6—C5	114.6 (2)
O7—Cl2—O9	109.7 (2)	N2—C6—H6	122.7
O8—Cl2—O9	110.20 (16)	C5—C6—H6	122.7
O7—Cl2—O10	110.3 (2)	O1—C7—N4	123.9 (3)
O8—Cl2—O10	109.79 (18)	O1—C7—N3	119.8 (3)
O9—Cl2—O10	108.50 (15)	N4—C7—N3	116.3 (3)
C7—O1—Co1	114.42 (19)	N5—C8—C9	122.6 (3)
C14—O2—Co1	114.86 (18)	N5—C8—H8	118.7
H1W1—O1W—H1W2	110.9 (18)	C9—C8—H8	118.7
C1—N1—C5	117.7 (3)	C10—C9—C8	119.0 (3)
C1—N1—Co1	128.3 (2)	C10—C9—H9	120.5
C5—N1—Co1	113.97 (19)	C8—C9—H9	120.5
C6—N2—N3	123.6 (2)	C9—C10—C11	119.4 (3)
C6—N2—Co1	120.0 (2)	C9—C10—H10	120.3
N3—N2—Co1	116.29 (17)	C11—C10—H10	120.3
N2—N3—C7	114.2 (2)	C10—C11—C12	118.6 (3)
N2—N3—H3B	122.9	C10—C11—H11	120.7
C7—N3—H3B	122.9	C12—C11—H11	120.7
C7—N4—H4B	120.0	N5—C12—C11	122.4 (3)
C7—N4—H4C	120.0	N5—C12—C13	115.2 (2)
H4B—N4—H4C	120.0	C11—C12—C13	122.5 (3)
C8—N5—C12	118.0 (2)	N6—C13—C12	115.4 (2)
C8—N5—Co1	128.82 (19)	N6—C13—H13	122.3
C12—N5—Co1	112.99 (18)	C12—C13—H13	122.3
C13—N6—N7	123.4 (2)	O2—C14—N8	124.6 (3)
C13—N6—Co1	120.2 (2)	O2—C14—N7	118.9 (3)
N7—N6—Co1	116.45 (17)	N8—C14—N7	116.5 (2)
N6—Co1—O1—C7	169.9 (2)	N1—Co1—N6—N7	−86.0 (2)
N2—Co1—O1—C7	−6.0 (2)	O2—Co1—N6—N7	0.20 (18)
N1—Co1—O1—C7	−14.3 (3)	O1—Co1—N6—N7	91.9 (2)
O2—Co1—O1—C7	−114.3 (2)	N5—Co1—N6—N7	−176.1 (2)
N5—Co1—O1—C7	93.1 (2)	C13—N6—N7—C14	−178.6 (3)
N6—Co1—O2—C14	−0.5 (2)	Co1—N6—N7—C14	0.0 (3)
N2—Co1—O2—C14	−178.1 (2)	C5—N1—C1—C2	−0.1 (5)
N1—Co1—O2—C14	106.2 (2)	Co1—N1—C1—C2	177.5 (2)
O1—Co1—O2—C14	−102.5 (2)	N1—C1—C2—C3	0.7 (5)
N5—Co1—O2—C14	6.9 (3)	C1—C2—C3—C4	−0.8 (5)
N6—Co1—N1—C1	7.0 (3)	C2—C3—C4—C5	0.4 (5)
N2—Co1—N1—C1	−177.0 (3)	C1—N1—C5—C4	−0.3 (4)
O2—Co1—N1—C1	−67.6 (3)	Co1—N1—C5—C4	−178.3 (2)
O1—Co1—N1—C1	−168.7 (2)	C1—N1—C5—C6	178.8 (3)
N5—Co1—N1—C1	83.6 (3)	Co1—N1—C5—C6	0.9 (3)
N6—Co1—N1—C5	−175.35 (19)	C3—C4—C5—N1	0.2 (4)
N2—Co1—N1—C5	0.71 (19)	C3—C4—C5—C6	−178.9 (3)
O2—Co1—N1—C5	110.1 (2)	N3—N2—C6—C5	179.6 (2)
O1—Co1—N1—C5	9.0 (3)	Co1—N2—C6—C5	3.8 (3)
N5—Co1—N1—C5	−98.7 (2)	N1—C5—C6—N2	−3.0 (4)
N1—Co1—N2—C6	−2.6 (2)	C4—C5—C6—N2	176.2 (3)
O2—Co1—N2—C6	−88.4 (2)	Co1—O1—C7—N4	−176.1 (2)
O1—Co1—N2—C6	−178.4 (2)	Co1—O1—C7—N3	5.7 (3)
N5—Co1—N2—C6	89.1 (2)	N2—N3—C7—O1	−0.9 (4)
N1—Co1—N2—N3	−178.7 (2)	N2—N3—C7—N4	−179.3 (3)
O2—Co1—N2—N3	95.5 (2)	C12—N5—C8—C9	−0.2 (4)
O1—Co1—N2—N3	5.52 (19)	Co1—N5—C8—C9	174.7 (2)
N5—Co1—N2—N3	−87.0 (2)	N5—C8—C9—C10	−0.9 (5)
C6—N2—N3—C7	179.5 (3)	C8—C9—C10—C11	1.8 (5)
Co1—N2—N3—C7	−4.6 (3)	C9—C10—C11—C12	−1.6 (5)
N6—Co1—N5—C8	−179.5 (3)	C8—N5—C12—C11	0.4 (4)
N2—Co1—N5—C8	−1.9 (3)	Co1—N5—C12—C11	−175.3 (2)
N1—Co1—N5—C8	74.8 (3)	C8—N5—C12—C13	−178.8 (2)
O2—Co1—N5—C8	173.2 (2)	Co1—N5—C12—C13	5.5 (3)
O1—Co1—N5—C8	−77.4 (3)	C10—C11—C12—N5	0.5 (4)
N6—Co1—N5—C12	−4.36 (18)	C10—C11—C12—C13	179.6 (3)
N2—Co1—N5—C12	173.17 (19)	N7—N6—C13—C12	178.2 (2)
N1—Co1—N5—C12	−110.10 (19)	Co1—N6—C13—C12	−0.5 (3)
O2—Co1—N5—C12	−11.7 (3)	N5—C12—C13—N6	−3.6 (4)
O1—Co1—N5—C12	97.71 (19)	C11—C12—C13—N6	177.2 (3)
N1—Co1—N6—C13	92.7 (2)	Co1—O2—C14—N8	−178.9 (3)
O2—Co1—N6—C13	178.9 (2)	Co1—O2—C14—N7	0.6 (4)
O1—Co1—N6—C13	−89.4 (2)	N6—N7—C14—O2	−0.5 (4)
N5—Co1—N6—C13	2.6 (2)	N6—N7—C14—N8	179.2 (3)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1w—H1w2···O4^i	0.85 (1)	2.22 (2)	3.052 (5)	166 (6)
N3—H3b···O10^ii	0.88	1.96	2.808 (3)	161
N4—H4b···O3^iii	0.88	2.50	3.353 (5)	165
N4—H4b···O4^iii	0.88	2.61	3.283 (4)	134
N4—H4c···O9^ii	0.88	2.21	3.063 (4)	165
N7—H7a···O8^i	0.88	2.06	2.899 (3)	159
N8—H8b···O4^i	0.88	2.30	3.102 (4)	151
N8—H8b···O5^iv	0.88	2.65	3.104 (5)	113
N8—H8c···O7^i	0.88	2.20	3.062 (4)	165

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