Tris[2-(1H-imidazol-2-yl)phenolato-κ²N,O]chromium(III) methanol tris­olvate

In the title complex, [Cr(C₉H₇N₂O)₃]·3CH₄O, the Cr³⁺ ion is coordinated by three anionic 2-(1H-imidazol-2-yl)phenolate ligands. Each ligand provides one O atom and one N atom. The complex adopts octa­hedral geometry. The Cr³⁺ ion has site symmetry 3. A crystallographic threefold rotoinversion axis passes through the Cr atom.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.005 Å
• R factor = 0.047
• wR factor = 0.130
• Data-to-parameter ratio = 14.4

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density ....       3.00
PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given .......          ?
PLAT601_ALERT_2_C Structure Contains Solvent Accessible VOIDS of .      64.00 A   3 

Alert level G
PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature        293 K
PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature .        293 K

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

   2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   2 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
   1 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, 1998); cell refinement: SAINT-Plus (Bruker, 1998); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).

Tris[2-(1H-imidazol-2-yl)phenolato-κ²N,O]chromium(II) methanol trisolvate

Crystal data

[Cr(C9H7N2O)3]·3CH4O	Dx = 1.414 Mg m^−3
Mr = 625.62	Mo Kα radiation, λ = 0.71073 Å
Trigonal, R3	Cell parameters from 5363 reflections
a = 15.7764 (16) Å	θ = 1.8–27.6°
c = 20.455 (2) Å	µ = 0.44 mm^−1
V = 4409.0 (5) Å^3	T = 293 K
Z = 6	Prism, red
F(000) = 1962	0.20 × 0.20 × 0.20 mm

Data collection

Bruker SMART 1K CCD Diffractometer	1995 independent reflections
Radiation source: fine-focus sealed tube	1249 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.088
φ and ω scans	θmax = 26.3°, θmin = 1.8°
Absorption correction: multi-scan (SADABS; Sheldrick, 2002)	h = −18→19
Tmin = 0.917, Tmax = 0.917	k = −18→19
13892 measured reflections	l = −25→25

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)] = 0.047	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.130	H atoms treated by a mixture of independent and constrained refinement
S = 1.03	w = 1/[σ^2(Fo^2) + (0.0414P)^2 + 11.9066P] where P = (Fo^2 + 2Fc^2)/3
1995 reflections	(Δ/σ)max < 0.001
139 parameters	Δρmax = 0.77 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
Cr1	0.0000	0.0000	0.66300 (4)	0.0333 (3)
O1	0.07231 (15)	0.11499 (15)	0.71818 (10)	0.0404 (5)
N1	0.12427 (18)	0.04598 (18)	0.60903 (12)	0.0353 (6)
N2	0.2777 (2)	0.1336 (2)	0.57884 (14)	0.0439 (7)
O2	−0.0605 (2)	0.1416 (2)	0.79673 (15)	0.0600 (8)
C1	0.1504 (2)	0.2004 (2)	0.70472 (15)	0.0388 (8)
C2	0.1687 (3)	0.2817 (2)	0.74257 (17)	0.0466 (9)
H2	0.1252	0.2740	0.7758	0.056*
C3	0.2484 (3)	0.3720 (3)	0.73211 (19)	0.0566 (10)
H3	0.2586	0.4245	0.7583	0.068*
C4	0.3140 (3)	0.3858 (3)	0.68280 (19)	0.0601 (11)
H4	0.3678	0.4474	0.6752	0.072*
C5	0.2985 (3)	0.3073 (2)	0.64527 (17)	0.0498 (9)
H5	0.3429	0.3163	0.6124	0.060*
C6	0.2178 (2)	0.2146 (2)	0.65514 (15)	0.0384 (8)
C7	0.2064 (2)	0.1331 (2)	0.61565 (15)	0.0381 (8)
C8	0.1471 (2)	−0.0081 (2)	0.56779 (15)	0.0430 (8)
H8	0.1039	−0.0720	0.5547	0.052*
C9	0.2408 (2)	0.0445 (3)	0.54911 (16)	0.0464 (9)
H9	0.2741	0.0244	0.5214	0.056*
C10	−0.1026 (3)	0.0777 (3)	0.8499 (2)	0.0780 (13)
H10A	−0.0564	0.0607	0.8672	0.117*
H10B	−0.1603	0.0195	0.8356	0.117*
H10C	−0.1198	0.1092	0.8833	0.117*
H11	0.340 (3)	0.186 (3)	0.5739 (15)	0.051 (10)*
H12	−0.032 (4)	0.126 (4)	0.771 (2)	0.10 (2)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cr1	0.0301 (3)	0.0301 (3)	0.0397 (5)	0.01507 (17)	0.000	0.000
O1	0.0370 (13)	0.0332 (12)	0.0459 (13)	0.0138 (11)	0.0014 (10)	−0.0043 (10)
N1	0.0324 (15)	0.0336 (15)	0.0398 (14)	0.0164 (13)	−0.0023 (11)	−0.0035 (12)
N2	0.0303 (16)	0.0461 (18)	0.0516 (18)	0.0163 (15)	0.0007 (13)	−0.0009 (14)
O2	0.0588 (18)	0.0604 (18)	0.0701 (19)	0.0368 (15)	0.0061 (15)	−0.0003 (15)
C1	0.0364 (18)	0.0370 (19)	0.0433 (18)	0.0186 (16)	−0.0060 (15)	−0.0004 (15)
C2	0.046 (2)	0.042 (2)	0.050 (2)	0.0213 (18)	−0.0039 (16)	−0.0069 (16)
C3	0.057 (2)	0.039 (2)	0.069 (3)	0.020 (2)	−0.008 (2)	−0.0134 (18)
C4	0.053 (2)	0.038 (2)	0.071 (3)	0.0087 (19)	0.000 (2)	−0.0024 (19)
C5	0.042 (2)	0.042 (2)	0.056 (2)	0.0141 (17)	0.0021 (17)	0.0017 (17)
C6	0.0321 (18)	0.0358 (19)	0.0443 (18)	0.0147 (15)	−0.0046 (14)	0.0002 (15)
C7	0.0333 (18)	0.043 (2)	0.0400 (18)	0.0208 (16)	−0.0022 (14)	0.0022 (15)
C8	0.045 (2)	0.0392 (19)	0.0462 (19)	0.0217 (17)	0.0008 (16)	−0.0041 (15)
C9	0.042 (2)	0.051 (2)	0.051 (2)	0.0263 (19)	0.0036 (16)	−0.0047 (17)
C10	0.081 (3)	0.071 (3)	0.067 (3)	0.028 (3)	−0.009 (2)	−0.004 (2)

Geometric parameters (Å, º)

Cr1—O1	1.949 (2)	C2—C3	1.366 (5)
Cr1—O1^i	1.949 (2)	C2—H2	0.9300
Cr1—O1^ii	1.949 (2)	C3—C4	1.382 (5)
Cr1—N1^ii	2.041 (2)	C3—H3	0.9300
Cr1—N1^i	2.041 (2)	C4—C5	1.371 (5)
Cr1—N1	2.041 (2)	C4—H4	0.9300
O1—C1	1.323 (4)	C5—C6	1.393 (4)
N1—C7	1.344 (4)	C5—H5	0.9300
N1—C8	1.370 (4)	C6—C7	1.451 (4)
N2—C7	1.350 (4)	C8—C9	1.340 (5)
N2—C9	1.365 (4)	C8—H8	0.9300
N2—H11	0.92 (4)	C9—H9	0.9300
O2—C10	1.404 (5)	C10—H10A	0.9600
O2—H12	0.79 (5)	C10—H10B	0.9600
C1—C2	1.399 (4)	C10—H10C	0.9600
C1—C6	1.404 (4)
O1—Cr1—O1^i	89.81 (9)	C1—C2—H2	119.0
O1—Cr1—O1^ii	89.81 (9)	C2—C3—C4	120.3 (3)
O1^i—Cr1—O1^ii	89.81 (9)	C2—C3—H3	119.8
O1—Cr1—N1^ii	177.34 (10)	C4—C3—H3	119.8
O1^i—Cr1—N1^ii	88.26 (9)	C5—C4—C3	119.0 (3)
O1^ii—Cr1—N1^ii	88.35 (9)	C5—C4—H4	120.5
O1—Cr1—N1^i	88.26 (9)	C3—C4—H4	120.5
O1^i—Cr1—N1^i	88.35 (9)	C4—C5—C6	121.6 (3)
O1^ii—Cr1—N1^i	177.34 (10)	C4—C5—H5	119.2
N1^ii—Cr1—N1^i	93.51 (10)	C6—C5—H5	119.2
O1—Cr1—N1	88.35 (9)	C5—C6—C1	119.6 (3)
O1^i—Cr1—N1	177.34 (10)	C5—C6—C7	119.6 (3)
O1^ii—Cr1—N1	88.26 (9)	C1—C6—C7	120.8 (3)
N1^ii—Cr1—N1	93.51 (10)	N1—C7—N2	108.9 (3)
N1^i—Cr1—N1	93.51 (10)	N1—C7—C6	126.2 (3)
C1—O1—Cr1	129.9 (2)	N2—C7—C6	124.9 (3)
C7—N1—C8	106.3 (3)	C9—C8—N1	110.0 (3)
C7—N1—Cr1	124.9 (2)	C9—C8—H8	125.0
C8—N1—Cr1	128.0 (2)	N1—C8—H8	125.0
C7—N2—C9	108.5 (3)	C8—C9—N2	106.4 (3)
C7—N2—H11	126 (2)	C8—C9—H9	126.8
C9—N2—H11	126 (2)	N2—C9—H9	126.8
C10—O2—H12	115 (4)	O2—C10—H10A	109.5
O1—C1—C2	118.6 (3)	O2—C10—H10B	109.5
O1—C1—C6	123.9 (3)	H10A—C10—H10B	109.5
C2—C1—C6	117.5 (3)	O2—C10—H10C	109.5
C3—C2—C1	122.0 (3)	H10A—C10—H10C	109.5
C3—C2—H2	119.0	H10B—C10—H10C	109.5
O1^i—Cr1—O1—C1	−157.1 (3)	C4—C5—C6—C7	−177.8 (3)
O1^ii—Cr1—O1—C1	113.1 (3)	O1—C1—C6—C5	−179.3 (3)
N1^i—Cr1—O1—C1	−68.8 (3)	C2—C1—C6—C5	−0.4 (5)
N1—Cr1—O1—C1	24.8 (3)	O1—C1—C6—C7	−1.6 (5)
O1—Cr1—N1—C7	−8.5 (2)	C2—C1—C6—C7	177.3 (3)
O1^ii—Cr1—N1—C7	−98.3 (2)	C8—N1—C7—N2	0.9 (3)
N1^ii—Cr1—N1—C7	173.4 (2)	Cr1—N1—C7—N2	171.63 (19)
N1^i—Cr1—N1—C7	79.7 (3)	C8—N1—C7—C6	−179.7 (3)
O1—Cr1—N1—C8	160.2 (3)	Cr1—N1—C7—C6	−9.0 (4)
O1^ii—Cr1—N1—C8	70.3 (3)	C9—N2—C7—N1	−1.1 (4)
N1^ii—Cr1—N1—C8	−17.9 (3)	C9—N2—C7—C6	179.5 (3)
N1^i—Cr1—N1—C8	−111.6 (2)	C5—C6—C7—N1	−164.4 (3)
Cr1—O1—C1—C2	157.7 (2)	C1—C6—C7—N1	17.9 (5)
Cr1—O1—C1—C6	−23.4 (4)	C5—C6—C7—N2	14.9 (5)
O1—C1—C2—C3	179.2 (3)	C1—C6—C7—N2	−162.8 (3)
C6—C1—C2—C3	0.3 (5)	C7—N1—C8—C9	−0.4 (4)
C1—C2—C3—C4	0.4 (6)	Cr1—N1—C8—C9	−170.7 (2)
C2—C3—C4—C5	−0.9 (6)	N1—C8—C9—N2	−0.3 (4)
C3—C4—C5—C6	0.8 (6)	C7—N2—C9—C8	0.8 (4)
C4—C5—C6—C1	−0.1 (5)

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

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O2—H12···O1	0.79 (5)	2.06 (5)	2.834 (4)	165 (5)
O2—H12···O1^i	0.79 (5)	2.55 (5)	3.046 (4)	122 (4)
N2—H11···O2^iii	0.92 (4)	1.90 (4)	2.790 (4)	161 (3)

Symmetry codes: (i) −y, x−y, z; (iii) x−y+2/3, x+1/3, −z+4/3.