Bis[2-(4-methyl­anilinometh­yl)-6-methoxy­phenolato-κ²O,O′]bis­(nitrato-κO)cobalt(II)

The centrosymmetric title complex, [Co(NO₃)₂(C₁₅H₁₅NO₂)₂], is a neutral mol­ecule whose Co atom is six-coordinated in an octa­hedral geometry by four O atoms of the phen­oxy and meth­oxy groups of the 2-(4-methyl­anilinometh­yl)-6-methoxy­phenolate Schiff base ligands, and by two O atoms of nitrate groups.

Key indicators

• Single-crystal X-ray study
• T = 296 K
• Mean [sigma](C-C) = 0.003 Å
• R factor = 0.036
• wR factor = 0.097
• Data-to-parameter ratio = 15.3

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT029_ALERT_3_B _diffrn_measured_fraction_theta_full Low .......       0.96

Alert level C
PLAT066_ALERT_1_C Predicted and Reported Transmissions Identical .          ?
PLAT154_ALERT_1_C The su's on the Cell Angles are Equal (x 10000)        3000 Deg.
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X)  Co1    -   O2      ..       6.30 su
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for         O3
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for         N2

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

   2 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
   1 ALERT type 3 Indicator that the structure quality may be low
   0 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

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Computing details

Data collection: SMART (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2002); software used to prepare material for publication: SHELXL97.

Bis[2-(4-methylanilinomethyl)-6-methoxyphenolato- κ²O,O']bis(nitrato-κO)cobalt(II)

Crystal data

[Co(NO3)2(C15H15NO2)2]	Z = 1
Mr = 665.51	F(000) = 345
Triclinic, P1	Dx = 1.512 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 8.3029 (17) Å	Cell parameters from 3680 reflections
b = 9.4201 (19) Å	θ = 3.0–27.2°
c = 9.5979 (19) Å	µ = 0.65 mm^−1
α = 84.32 (3)°	T = 296 K
β = 80.47 (3)°	Block, red
γ = 82.01 (3)°	0.24 × 0.19 × 0.10 mm
V = 730.9 (3) Å^3

Data collection

Bruker APEX-II area-detector diffractometer	3227 independent reflections
Radiation source: fine-focus sealed tube	2733 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.023
ω scans	θmax = 27.5°, θmin = 2.2°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −10→10
Tmin = 0.859, Tmax = 0.940	k = −12→12
9334 measured reflections	l = −12→12

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)] = 0.037	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.097	H atoms treated by a mixture of independent and constrained refinement
S = 1.02	w = 1/[σ^2(Fo^2) + (0.0483P)^2 + 0.2339P] where P = (Fo^2 + 2Fc^2)/3
3227 reflections	(Δ/σ)max < 0.001
211 parameters	Δρmax = 0.32 e Å^−3
0 restraints	Δρmin = −0.26 e Å^−3

Special details

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 (Ų)

	x	y	z	Uiso*/Ueq
Co1	0.5000	0.5000	0.5000	0.04127 (14)
O1	0.57369 (18)	0.29137 (13)	0.46890 (13)	0.0449 (3)
O2	0.38774 (19)	0.46833 (14)	0.31720 (14)	0.0482 (4)
O3	0.7197 (2)	0.55213 (17)	0.37843 (17)	0.0635 (5)
O4	0.8615 (3)	0.7036 (2)	0.2468 (2)	0.0766 (5)
O5	0.6099 (3)	0.7014 (2)	0.2261 (2)	0.0968 (7)
N1	0.73488 (19)	0.03858 (16)	0.51305 (16)	0.0375 (4)
H1	0.690 (3)	0.127 (2)	0.541 (2)	0.055 (6)*
N2	0.7305 (3)	0.65297 (19)	0.28048 (18)	0.0531 (5)
C1	0.5536 (2)	0.25096 (18)	0.34773 (18)	0.0344 (4)
C2	0.4577 (2)	0.34398 (19)	0.25737 (19)	0.0359 (4)
C3	0.4400 (3)	0.3064 (2)	0.1278 (2)	0.0432 (4)
H3	0.3779	0.3692	0.0703	0.052*
C4	0.5153 (3)	0.1733 (2)	0.0807 (2)	0.0491 (5)
H4	0.5050	0.1491	−0.0088	0.059*
C5	0.6033 (3)	0.0792 (2)	0.1652 (2)	0.0465 (5)
H5	0.6506	−0.0097	0.1340	0.056*
C6	0.6232 (2)	0.11578 (18)	0.30014 (19)	0.0356 (4)
C7	0.2746 (3)	0.5657 (2)	0.2463 (3)	0.0572 (6)
H7A	0.1904	0.5149	0.2247	0.086*
H7B	0.3320	0.6070	0.1600	0.086*
H7C	0.2253	0.6407	0.3064	0.086*
C8	0.7140 (2)	0.01535 (18)	0.3868 (2)	0.0382 (4)
H8	0.7610	−0.0717	0.3511	0.046*
C9	0.8231 (2)	−0.05358 (19)	0.6082 (2)	0.0369 (4)
C10	0.9031 (2)	−0.1874 (2)	0.5743 (2)	0.0431 (4)
H10	0.9006	−0.2205	0.4867	0.052*
C11	0.9867 (3)	−0.2714 (2)	0.6724 (2)	0.0453 (5)
H11	1.0414	−0.3610	0.6492	0.054*
C12	0.9913 (2)	−0.2257 (2)	0.8044 (2)	0.0453 (5)
C13	0.9105 (3)	−0.0920 (2)	0.8354 (2)	0.0541 (5)
H13	0.9121	−0.0592	0.9234	0.065*
C14	0.8270 (3)	−0.0054 (2)	0.7384 (2)	0.0505 (5)
H14	0.7738	0.0848	0.7610	0.061*
C15	1.0790 (3)	−0.3201 (3)	0.9115 (2)	0.0603 (6)
H15A	1.1737	−0.2785	0.9254	0.090*
H15B	1.1132	−0.4138	0.8776	0.090*
H15C	1.0059	−0.3283	0.9997	0.090*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Co1	0.0558 (3)	0.03249 (19)	0.03395 (19)	0.01463 (15)	−0.01680 (16)	−0.00675 (13)
O1	0.0629 (9)	0.0359 (6)	0.0356 (6)	0.0155 (6)	−0.0211 (6)	−0.0086 (5)
O2	0.0617 (9)	0.0378 (7)	0.0444 (7)	0.0167 (6)	−0.0239 (7)	−0.0049 (6)
O3	0.0652 (11)	0.0566 (9)	0.0575 (9)	0.0163 (8)	−0.0055 (8)	0.0092 (7)
O4	0.0746 (13)	0.0754 (12)	0.0773 (12)	−0.0144 (10)	0.0050 (10)	−0.0149 (10)
O5	0.1095 (18)	0.0983 (15)	0.0918 (15)	−0.0295 (13)	−0.0571 (14)	0.0407 (12)
N1	0.0392 (9)	0.0297 (7)	0.0417 (8)	0.0053 (6)	−0.0088 (7)	−0.0027 (6)
N2	0.0702 (14)	0.0477 (10)	0.0420 (9)	0.0000 (9)	−0.0120 (9)	−0.0103 (8)
C1	0.0372 (10)	0.0335 (8)	0.0320 (8)	0.0001 (7)	−0.0077 (7)	−0.0024 (7)
C2	0.0373 (10)	0.0341 (9)	0.0369 (9)	−0.0004 (7)	−0.0111 (8)	−0.0017 (7)
C3	0.0458 (12)	0.0469 (11)	0.0402 (10)	−0.0064 (9)	−0.0181 (9)	0.0004 (8)
C4	0.0602 (14)	0.0523 (12)	0.0402 (10)	−0.0077 (10)	−0.0184 (10)	−0.0116 (9)
C5	0.0558 (13)	0.0407 (10)	0.0459 (10)	−0.0025 (9)	−0.0126 (9)	−0.0141 (8)
C6	0.0367 (10)	0.0315 (8)	0.0392 (9)	−0.0015 (7)	−0.0087 (8)	−0.0050 (7)
C7	0.0586 (14)	0.0445 (11)	0.0696 (14)	0.0127 (10)	−0.0330 (12)	0.0024 (10)
C8	0.0404 (10)	0.0279 (8)	0.0457 (10)	−0.0009 (7)	−0.0058 (8)	−0.0067 (7)
C9	0.0352 (10)	0.0318 (8)	0.0425 (9)	0.0001 (7)	−0.0084 (8)	0.0014 (7)
C10	0.0442 (11)	0.0373 (10)	0.0457 (10)	0.0032 (8)	−0.0079 (9)	−0.0022 (8)
C11	0.0413 (11)	0.0368 (9)	0.0536 (11)	0.0042 (8)	−0.0075 (9)	0.0037 (8)
C12	0.0358 (11)	0.0477 (11)	0.0491 (11)	−0.0036 (8)	−0.0072 (9)	0.0110 (9)
C13	0.0624 (14)	0.0573 (13)	0.0426 (11)	0.0008 (11)	−0.0153 (10)	−0.0033 (9)
C14	0.0597 (14)	0.0423 (10)	0.0470 (11)	0.0092 (9)	−0.0121 (10)	−0.0069 (8)
C15	0.0559 (14)	0.0648 (14)	0.0550 (13)	−0.0008 (11)	−0.0138 (11)	0.0200 (11)

Geometric parameters (Å, º)

Co1—O1^i	2.0118 (13)	C5—C6	1.413 (3)
Co1—O1	2.0118 (13)	C5—H5	0.9300
Co1—O3^i	2.0885 (18)	C6—C8	1.417 (3)
Co1—O3	2.0885 (18)	C7—H7A	0.9600
Co1—O2^i	2.1815 (14)	C7—H7B	0.9600
Co1—O2	2.1815 (14)	C7—H7C	0.9600
O1—C1	1.302 (2)	C8—H8	0.9300
O2—C2	1.368 (2)	C9—C14	1.377 (3)
O2—C7	1.427 (2)	C9—C10	1.383 (3)
O3—N2	1.270 (2)	C10—C11	1.382 (3)
O4—N2	1.230 (3)	C10—H10	0.9300
O5—N2	1.218 (3)	C11—C12	1.386 (3)
N1—C8	1.296 (2)	C11—H11	0.9300
N1—C9	1.418 (2)	C12—C13	1.378 (3)
N1—H1	0.91 (2)	C12—C15	1.504 (3)
C1—C6	1.410 (2)	C13—C14	1.386 (3)
C1—C2	1.428 (2)	C13—H13	0.9300
C2—C3	1.362 (3)	C14—H14	0.9300
C3—C4	1.403 (3)	C15—H15A	0.9600
C3—H3	0.9300	C15—H15B	0.9600
C4—C5	1.360 (3)	C15—H15C	0.9600
C4—H4	0.9300
O1^i—Co1—O1	180.0	C4—C5—H5	119.8
O1^i—Co1—O3^i	89.36 (7)	C6—C5—H5	119.8
O1—Co1—O3^i	90.64 (7)	C1—C6—C5	120.26 (17)
O1^i—Co1—O3	90.64 (7)	C1—C6—C8	120.42 (16)
O1—Co1—O3	89.36 (7)	C5—C6—C8	119.32 (16)
O3^i—Co1—O3	180.0	O2—C7—H7A	109.5
O1^i—Co1—O2^i	77.00 (6)	O2—C7—H7B	109.5
O1—Co1—O2^i	103.00 (5)	H7A—C7—H7B	109.5
O3^i—Co1—O2^i	94.28 (7)	O2—C7—H7C	109.5
O3—Co1—O2^i	85.72 (7)	H7A—C7—H7C	109.5
O1^i—Co1—O2	103.00 (5)	H7B—C7—H7C	109.5
O1—Co1—O2	77.00 (5)	N1—C8—C6	123.41 (16)
O3^i—Co1—O2	85.72 (7)	N1—C8—H8	118.3
O3—Co1—O2	94.28 (7)	C6—C8—H8	118.3
O2^i—Co1—O2	180.000 (1)	C14—C9—C10	120.09 (18)
C1—O1—Co1	115.67 (11)	C14—C9—N1	117.52 (16)
C2—O2—C7	119.17 (15)	C10—C9—N1	122.39 (17)
C2—O2—Co1	111.29 (10)	C11—C10—C9	119.16 (19)
C7—O2—Co1	128.91 (13)	C11—C10—H10	120.4
N2—O3—Co1	124.88 (15)	C9—C10—H10	120.4
C8—N1—C9	128.09 (15)	C10—C11—C12	121.79 (18)
C8—N1—H1	114.2 (15)	C10—C11—H11	119.1
C9—N1—H1	117.6 (15)	C12—C11—H11	119.1
O5—N2—O4	121.4 (2)	C13—C12—C11	117.84 (18)
O5—N2—O3	119.6 (2)	C13—C12—C15	121.0 (2)
O4—N2—O3	118.9 (2)	C11—C12—C15	121.12 (19)
O1—C1—C6	122.42 (16)	C12—C13—C14	121.4 (2)
O1—C1—C2	120.33 (15)	C12—C13—H13	119.3
C6—C1—C2	117.24 (16)	C14—C13—H13	119.3
C3—C2—O2	126.06 (16)	C9—C14—C13	119.70 (19)
C3—C2—C1	121.44 (17)	C9—C14—H14	120.2
O2—C2—C1	112.49 (15)	C13—C14—H14	120.2
C2—C3—C4	120.18 (18)	C12—C15—H15A	109.5
C2—C3—H3	119.9	C12—C15—H15B	109.5
C4—C3—H3	119.9	H15A—C15—H15B	109.5
C5—C4—C3	120.39 (18)	C12—C15—H15C	109.5
C5—C4—H4	119.8	H15A—C15—H15C	109.5
C3—C4—H4	119.8	H15B—C15—H15C	109.5
C4—C5—C6	120.41 (18)
O3^i—Co1—O1—C1	99.71 (15)	C6—C1—C2—O2	176.23 (16)
O3—Co1—O1—C1	−80.29 (15)	O2—C2—C3—C4	−178.25 (19)
O2^i—Co1—O1—C1	−165.75 (14)	C1—C2—C3—C4	0.7 (3)
O2—Co1—O1—C1	14.25 (14)	C2—C3—C4—C5	1.5 (3)
O1^i—Co1—O2—C2	164.21 (12)	C3—C4—C5—C6	−1.5 (3)
O1—Co1—O2—C2	−15.79 (12)	O1—C1—C6—C5	−177.46 (19)
O3^i—Co1—O2—C2	−107.44 (13)	C2—C1—C6—C5	2.9 (3)
O3—Co1—O2—C2	72.56 (13)	O1—C1—C6—C8	2.4 (3)
O1^i—Co1—O2—C7	−6.42 (19)	C2—C1—C6—C8	−177.29 (17)
O1—Co1—O2—C7	173.58 (19)	C4—C5—C6—C1	−0.8 (3)
O3^i—Co1—O2—C7	81.93 (19)	C4—C5—C6—C8	179.4 (2)
O3—Co1—O2—C7	−98.07 (19)	C9—N1—C8—C6	−179.84 (18)
O1^i—Co1—O3—N2	−46.74 (17)	C1—C6—C8—N1	1.9 (3)
O1—Co1—O3—N2	133.26 (17)	C5—C6—C8—N1	−178.28 (19)
O2^i—Co1—O3—N2	−123.65 (17)	C8—N1—C9—C14	−179.4 (2)
O2—Co1—O3—N2	56.35 (17)	C8—N1—C9—C10	0.4 (3)
Co1—O3—N2—O5	−19.6 (3)	C14—C9—C10—C11	−0.2 (3)
Co1—O3—N2—O4	157.40 (16)	N1—C9—C10—C11	179.98 (18)
Co1—O1—C1—C6	169.20 (14)	C9—C10—C11—C12	0.7 (3)
Co1—O1—C1—C2	−11.1 (2)	C10—C11—C12—C13	−0.6 (3)
C7—O2—C2—C3	5.4 (3)	C10—C11—C12—C15	178.3 (2)
Co1—O2—C2—C3	−166.25 (17)	C11—C12—C13—C14	0.0 (3)
C7—O2—C2—C1	−173.62 (18)	C15—C12—C13—C14	−178.8 (2)
Co1—O2—C2—C1	14.7 (2)	C10—C9—C14—C13	−0.3 (3)
O1—C1—C2—C3	177.47 (18)	N1—C9—C14—C13	179.5 (2)
C6—C1—C2—C3	−2.8 (3)	C12—C13—C14—C9	0.4 (4)
O1—C1—C2—O2	−3.4 (3)

Symmetry code: (i) −x+1, −y+1, −z+1.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1···O1	0.91 (2)	1.84 (2)	2.597 (2)	139 (2)