Bis(methanol-κO)bis­{5-(pyridin-2-yl-κN)-3-[4-(pyridin-4-yl)phen­yl]-1H-1,2,4-triazol-1-ido-κN¹}cobalt(II)

The asymmetric unit of the title Co^II complex, [Co(C₁₈H₁₂N₅)₂(CH₃OH)₂], contains one half-mol­ecule, and the complex is completed by application of an inversion centre. The Co^II cation is coordinated by two deprotonated 1,2,4-triazole-based ligands, and two methanol mol­ecules, in an N₄O₂ octa­hedral coordination geometry. Four N atoms are placed in the equatorial plane, while trans-methanol mol­ecules occupy the axial positions. In the crystal, neighbouring complexes are linked via O—H...N hydrogen-bonding inter­actions, involving the methanol as donor and non-coordinating N triazole sites as acceptor groups, forming a two-dimensional network parallel to (100).

Key indicators

• Single-crystal X-ray study
• T = 296 K
• Mean [sigma](C-C) = 0.006 Å
• R factor = 0.074
• wR factor = 0.193
• Data-to-parameter ratio = 16.3

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT125_ALERT_4_C No '_symmetry_space_group_name_Hall' Given .....     Please Do !
PLAT220_ALERT_2_C Non-Solvent Resd 1   C   Ueq(max)/Ueq(min) Range        3.1 Ratio
PLAT242_ALERT_2_C Low    'MainMol' Ueq as Compared to Neighbors of        C14 Check
PLAT341_ALERT_3_C Low Bond Precision on  C-C Bonds ...............    0.00612 Ang.
PLAT906_ALERT_3_C Large K value in the Analysis of Variance ......     18.249 Check
PLAT906_ALERT_3_C Large K value in the Analysis of Variance ......      3.087 Check
PLAT911_ALERT_3_C Missing # FCF Refl Between THmin & STh/L=  0.600          6 Report

Alert level G
PLAT002_ALERT_2_G Number of Distance or Angle Restraints on AtSite          2 Note
PLAT005_ALERT_5_G No Embedded Refinement Details found  in the CIF     Please Do !
PLAT066_ALERT_1_G Predicted and Reported Tmin&Tmax Range Identical          ? Check
PLAT860_ALERT_3_G Number of Least-Squares Restraints .............          1 Note
PLAT910_ALERT_3_G Missing # of FCF Reflection(s) Below Theta(Min)           2 Note
PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L=  0.600         16 Note
PLAT978_ALERT_2_G Number C-C Bonds with Positive Residual Density           5 Note

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

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

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Computing details

Data collection: SMART (Bruker, 2007); cell refinement: SAINT (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: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: publCIF (Westrip, 2010).

Bis(methanol-κO)bis{5-(pyridin-2-yl-κN)-3-[4-(pyridin-4-yl)phenyl]-1H-1,2,4-triazol-1-ido-κN¹}cobalt(II)

Crystal data

[Co(C18H12N5)2(CH4O)2]	F(000) = 746
Mr = 719.67	Dx = 1.442 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
a = 13.414 (4) Å	Cell parameters from 3457 reflections
b = 12.654 (3) Å	θ = 2.2–27.5°
c = 9.964 (1) Å	µ = 0.57 mm^−1
β = 101.43 (2)°	T = 296 K
V = 1657.8 (7) Å^3	Prism, yellow
Z = 2	0.23 × 0.21 × 0.18 mm

Data collection

Bruker SMART 1000 CCD diffractometer	3842 independent reflections
Radiation source: fine-focus sealed tube	2915 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.112
φ and ω scans	θmax = 27.7°, θmin = 2.6°
Absorption correction: multi-scan (SADABS; Bruker, 2001)	h = −17→17
Tmin = 0.880, Tmax = 0.904	k = −16→16
17371 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)] = 0.074	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.193	H atoms treated by a mixture of independent and constrained refinement
S = 1.00	w = 1/[σ^2(Fo^2) + (0.0867P)^2 + 2.491P] where P = (Fo^2 + 2Fc^2)/3
3842 reflections	(Δ/σ)max < 0.001
235 parameters	Δρmax = 0.43 e Å^−3
1 restraint	Δρmin = −0.55 e Å^−3

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

	x	y	z	Uiso*/Ueq
Co1	0.5000	0.5000	0.0000	0.0276 (2)
O1	0.4016 (2)	0.5716 (2)	0.1228 (3)	0.0366 (6)
H1	0.398 (4)	0.6381 (10)	0.132 (5)	0.055*
N1	0.4240 (2)	0.3508 (2)	−0.0040 (3)	0.0279 (7)
N2	0.5827 (2)	0.4245 (2)	0.1702 (3)	0.0310 (7)
N3	0.6646 (2)	0.4464 (2)	0.2708 (3)	0.0315 (7)
N4	0.6079 (2)	0.2819 (2)	0.3071 (3)	0.0282 (7)
N5	1.1509 (3)	0.3720 (4)	1.0761 (4)	0.0662 (13)
C1	0.3465 (3)	0.3180 (3)	−0.1010 (4)	0.0334 (8)
H1A	0.3178	0.3651	−0.1694	0.040*
C2	0.3072 (3)	0.2164 (3)	−0.1036 (4)	0.0387 (9)
H2A	0.2534	0.1953	−0.1725	0.046*
C3	0.3500 (3)	0.1477 (3)	−0.0015 (4)	0.0399 (10)
H3B	0.3256	0.0789	−0.0018	0.048*
C4	0.4283 (3)	0.1795 (3)	0.1010 (4)	0.0337 (8)
H4B	0.4561	0.1336	0.1714	0.040*
C5	0.4649 (3)	0.2818 (3)	0.0968 (4)	0.0255 (7)
C6	0.5516 (3)	0.3269 (3)	0.1939 (3)	0.0264 (7)
C7	0.6775 (3)	0.3599 (3)	0.3507 (4)	0.0277 (7)
C8	0.7604 (3)	0.3551 (3)	0.4717 (4)	0.0299 (8)
C9	0.8303 (3)	0.4378 (3)	0.4960 (4)	0.0364 (9)
H9A	0.8252	0.4930	0.4335	0.044*
C10	0.9068 (3)	0.4394 (3)	0.6113 (4)	0.0412 (10)
H10A	0.9520	0.4958	0.6250	0.049*
C11	0.9178 (3)	0.3579 (3)	0.7077 (4)	0.0353 (9)
C12	0.8490 (3)	0.2738 (4)	0.6814 (4)	0.0412 (10)
H12A	0.8553	0.2175	0.7426	0.049*
C13	0.7711 (3)	0.2723 (3)	0.5654 (4)	0.0358 (9)
H13A	0.7261	0.2156	0.5507	0.043*
C14	0.9990 (3)	0.3617 (4)	0.8330 (4)	0.0404 (10)
C15	1.0129 (4)	0.2820 (5)	0.9295 (5)	0.0670 (17)
H15A	0.9722	0.2220	0.9157	0.080*
C16	1.0886 (4)	0.2912 (6)	1.0489 (6)	0.076 (2)
H16A	1.0949	0.2367	1.1125	0.091*
C17	1.1400 (5)	0.4469 (5)	0.9823 (6)	0.080 (2)
H17A	1.1837	0.5046	0.9979	0.096*
C18	1.0668 (5)	0.4453 (5)	0.8609 (6)	0.0734 (18)
H18A	1.0636	0.5005	0.7986	0.088*
C19	0.3625 (4)	0.5204 (3)	0.2296 (5)	0.0445 (10)
H19A	0.3210	0.5691	0.2682	0.067*
H19B	0.4180	0.4971	0.2996	0.067*
H19C	0.3222	0.4605	0.1927	0.067*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Co1	0.0360 (4)	0.0185 (3)	0.0245 (4)	−0.0016 (3)	−0.0034 (3)	0.0023 (3)
O1	0.0509 (17)	0.0258 (14)	0.0336 (14)	0.0025 (12)	0.0100 (13)	−0.0025 (11)
N1	0.0338 (16)	0.0222 (15)	0.0246 (15)	−0.0017 (12)	−0.0020 (13)	0.0029 (11)
N2	0.0351 (17)	0.0245 (15)	0.0294 (16)	−0.0022 (12)	−0.0036 (14)	0.0007 (12)
N3	0.0360 (17)	0.0251 (16)	0.0290 (16)	−0.0004 (13)	−0.0043 (14)	−0.0003 (12)
N4	0.0335 (16)	0.0230 (15)	0.0265 (15)	0.0001 (12)	0.0021 (13)	0.0039 (11)
N5	0.052 (3)	0.092 (4)	0.044 (2)	−0.005 (2)	−0.015 (2)	0.002 (2)
C1	0.034 (2)	0.031 (2)	0.0311 (19)	−0.0014 (15)	−0.0019 (16)	0.0038 (15)
C2	0.039 (2)	0.037 (2)	0.034 (2)	−0.0082 (17)	−0.0060 (18)	−0.0045 (17)
C3	0.048 (2)	0.028 (2)	0.042 (2)	−0.0094 (17)	0.005 (2)	−0.0016 (16)
C4	0.041 (2)	0.0261 (19)	0.0324 (19)	−0.0020 (15)	0.0035 (17)	0.0044 (15)
C5	0.0308 (18)	0.0193 (16)	0.0257 (17)	0.0013 (13)	0.0041 (14)	0.0037 (13)
C6	0.0312 (18)	0.0228 (17)	0.0239 (17)	0.0016 (14)	0.0027 (14)	0.0030 (13)
C7	0.0321 (19)	0.0249 (17)	0.0250 (17)	0.0039 (14)	0.0031 (15)	−0.0001 (13)
C8	0.0286 (18)	0.0310 (19)	0.0281 (18)	0.0020 (14)	0.0010 (15)	−0.0012 (14)
C9	0.041 (2)	0.030 (2)	0.035 (2)	−0.0015 (16)	−0.0002 (17)	0.0049 (15)
C10	0.041 (2)	0.039 (2)	0.038 (2)	−0.0078 (18)	−0.0053 (19)	0.0011 (17)
C11	0.0308 (19)	0.045 (2)	0.0284 (19)	−0.0004 (16)	0.0015 (16)	0.0031 (16)
C12	0.042 (2)	0.046 (2)	0.031 (2)	−0.0021 (18)	−0.0049 (18)	0.0109 (18)
C13	0.037 (2)	0.039 (2)	0.0290 (19)	−0.0073 (16)	0.0007 (17)	0.0056 (16)
C14	0.036 (2)	0.049 (2)	0.034 (2)	0.0000 (18)	0.0024 (18)	0.0002 (18)
C15	0.055 (3)	0.084 (4)	0.051 (3)	−0.028 (3)	−0.015 (3)	0.023 (3)
C16	0.055 (3)	0.111 (5)	0.053 (3)	−0.022 (3)	−0.012 (3)	0.037 (3)
C17	0.083 (4)	0.073 (4)	0.062 (4)	−0.020 (3)	−0.036 (3)	0.007 (3)
C18	0.076 (4)	0.061 (4)	0.066 (4)	−0.023 (3)	−0.028 (3)	0.014 (3)
C19	0.054 (3)	0.038 (2)	0.045 (2)	−0.0061 (19)	0.017 (2)	−0.0009 (18)

Geometric parameters (Å, º)

Co1—N2	2.067 (3)	C5—C6	1.473 (5)
Co1—N2^i	2.067 (3)	C7—C8	1.471 (5)
Co1—N1^i	2.142 (3)	C8—C13	1.392 (5)
Co1—N1	2.142 (3)	C8—C9	1.394 (5)
Co1—O1^i	2.168 (3)	C9—C10	1.381 (6)
Co1—O1	2.168 (3)	C9—H9A	0.9300
O1—C19	1.432 (5)	C10—C11	1.396 (6)
O1—H1	0.849 (10)	C10—H10A	0.9300
N1—C1	1.338 (5)	C11—C12	1.400 (6)
N1—C5	1.362 (4)	C11—C14	1.486 (6)
N2—C6	1.339 (5)	C12—C13	1.396 (5)
N2—N3	1.361 (4)	C12—H12A	0.9300
N3—C7	1.344 (5)	C13—H13A	0.9300
N4—C6	1.353 (4)	C14—C15	1.380 (7)
N4—C7	1.369 (5)	C14—C18	1.387 (7)
N5—C16	1.314 (8)	C15—C16	1.407 (7)
N5—C17	1.320 (8)	C15—H15A	0.9300
C1—C2	1.388 (6)	C16—H16A	0.9300
C1—H1A	0.9300	C17—C18	1.399 (7)
C2—C3	1.374 (6)	C17—H17A	0.9300
C2—H2A	0.9300	C18—H18A	0.9300
C3—C4	1.372 (6)	C19—H19A	0.9600
C3—H3B	0.9300	C19—H19B	0.9600
C4—C5	1.388 (5)	C19—H19C	0.9600
C4—H4B	0.9300
N2—Co1—N2^i	180.0	N4—C6—C5	128.5 (3)
N2—Co1—N1^i	102.48 (12)	N3—C7—N4	113.6 (3)
N2^i—Co1—N1^i	77.52 (12)	N3—C7—C8	120.5 (3)
N2—Co1—N1	77.52 (12)	N4—C7—C8	125.9 (3)
N2^i—Co1—N1	102.48 (12)	C13—C8—C9	118.2 (4)
N1^i—Co1—N1	180.00 (16)	C13—C8—C7	122.8 (3)
N2—Co1—O1^i	88.97 (14)	C9—C8—C7	119.0 (3)
N2^i—Co1—O1^i	91.03 (14)	C10—C9—C8	121.3 (4)
N1^i—Co1—O1^i	92.20 (13)	C10—C9—H9A	119.4
N1—Co1—O1^i	87.80 (13)	C8—C9—H9A	119.4
N2—Co1—O1	91.03 (14)	C9—C10—C11	121.4 (4)
N2^i—Co1—O1	88.97 (14)	C9—C10—H10A	119.3
N1^i—Co1—O1	87.80 (13)	C11—C10—H10A	119.3
N1—Co1—O1	92.20 (13)	C10—C11—C12	117.2 (4)
O1^i—Co1—O1	180.00 (11)	C10—C11—C14	121.0 (4)
C19—O1—Co1	125.7 (3)	C12—C11—C14	121.8 (4)
C19—O1—H1	109 (3)	C13—C12—C11	121.5 (4)
Co1—O1—H1	122 (3)	C13—C12—H12A	119.2
C1—N1—C5	118.4 (3)	C11—C12—H12A	119.2
C1—N1—Co1	125.9 (2)	C12—C13—C8	120.4 (4)
C5—N1—Co1	115.5 (2)	C12—C13—H13A	119.8
C6—N2—N3	107.0 (3)	C8—C13—H13A	119.8
C6—N2—Co1	115.8 (2)	C15—C14—C18	115.1 (4)
N3—N2—Co1	137.2 (2)	C15—C14—C11	122.6 (4)
C7—N3—N2	105.1 (3)	C18—C14—C11	122.3 (4)
C6—N4—C7	101.2 (3)	C14—C15—C16	120.3 (5)
C16—N5—C17	115.8 (5)	C14—C15—H15A	119.8
N1—C1—C2	122.6 (3)	C16—C15—H15A	119.8
N1—C1—H1A	118.7	N5—C16—C15	124.2 (5)
C2—C1—H1A	118.7	N5—C16—H16A	117.9
C3—C2—C1	118.0 (4)	C15—C16—H16A	117.9
C3—C2—H2A	121.0	N5—C17—C18	124.2 (6)
C1—C2—H2A	121.0	N5—C17—H17A	117.9
C4—C3—C2	120.8 (4)	C18—C17—H17A	117.9
C4—C3—H3B	119.6	C14—C18—C17	120.3 (5)
C2—C3—H3B	119.6	C14—C18—H18A	119.8
C3—C4—C5	118.3 (4)	C17—C18—H18A	119.8
C3—C4—H4B	120.8	O1—C19—H19A	109.5
C5—C4—H4B	120.8	O1—C19—H19B	109.5
N1—C5—C4	121.8 (3)	H19A—C19—H19B	109.5
N1—C5—C6	112.7 (3)	O1—C19—H19C	109.5
C4—C5—C6	125.5 (3)	H19A—C19—H19C	109.5
N2—C6—N4	113.2 (3)	H19B—C19—H19C	109.5
N2—C6—C5	118.3 (3)
N2—Co1—O1—C19	−40.9 (3)	C7—N4—C6—N2	−0.7 (4)
N2^i—Co1—O1—C19	139.1 (3)	C7—N4—C6—C5	178.2 (4)
N1^i—Co1—O1—C19	−143.3 (3)	N1—C5—C6—N2	−3.0 (5)
N1—Co1—O1—C19	36.7 (3)	C4—C5—C6—N2	175.0 (4)
N2—Co1—N1—C1	−176.5 (3)	N1—C5—C6—N4	178.2 (4)
N2^i—Co1—N1—C1	3.5 (3)	C4—C5—C6—N4	−3.8 (6)
O1^i—Co1—N1—C1	−87.1 (3)	N2—N3—C7—N4	0.2 (4)
O1—Co1—N1—C1	92.9 (3)	N2—N3—C7—C8	180.0 (3)
N2—Co1—N1—C5	−1.8 (3)	C6—N4—C7—N3	0.3 (4)
N2^i—Co1—N1—C5	178.2 (3)	C6—N4—C7—C8	−179.5 (4)
O1^i—Co1—N1—C5	87.7 (3)	N3—C7—C8—C13	173.3 (4)
O1—Co1—N1—C5	−92.3 (3)	N4—C7—C8—C13	−6.9 (6)
N1^i—Co1—N2—C6	−179.9 (3)	N3—C7—C8—C9	−5.1 (6)
N1—Co1—N2—C6	0.1 (3)	N4—C7—C8—C9	174.7 (4)
O1^i—Co1—N2—C6	−87.9 (3)	C13—C8—C9—C10	−1.4 (6)
O1—Co1—N2—C6	92.1 (3)	C7—C8—C9—C10	177.1 (4)
N1^i—Co1—N2—N3	−0.3 (4)	C8—C9—C10—C11	0.4 (7)
N1—Co1—N2—N3	179.7 (4)	C9—C10—C11—C12	1.1 (7)
O1^i—Co1—N2—N3	91.7 (4)	C9—C10—C11—C14	−178.5 (4)
O1—Co1—N2—N3	−88.3 (4)	C10—C11—C12—C13	−1.5 (7)
C6—N2—N3—C7	−0.6 (4)	C14—C11—C12—C13	178.1 (4)
Co1—N2—N3—C7	179.8 (3)	C11—C12—C13—C8	0.5 (7)
C5—N1—C1—C2	−0.8 (6)	C9—C8—C13—C12	0.9 (6)
Co1—N1—C1—C2	173.8 (3)	C7—C8—C13—C12	−177.4 (4)
N1—C1—C2—C3	0.3 (7)	C10—C11—C14—C15	−179.1 (5)
C1—C2—C3—C4	0.9 (7)	C12—C11—C14—C15	1.3 (7)
C2—C3—C4—C5	−1.7 (6)	C10—C11—C14—C18	0.4 (7)
C1—N1—C5—C4	0.0 (5)	C12—C11—C14—C18	−179.2 (5)
Co1—N1—C5—C4	−175.2 (3)	C18—C14—C15—C16	2.8 (9)
C1—N1—C5—C6	178.1 (3)	C11—C14—C15—C16	−177.7 (5)
Co1—N1—C5—C6	3.0 (4)	C17—N5—C16—C15	−0.7 (10)
C3—C4—C5—N1	1.3 (6)	C14—C15—C16—N5	−1.3 (11)
C3—C4—C5—C6	−176.6 (4)	C16—N5—C17—C18	1.1 (11)
N3—N2—C6—N4	0.8 (4)	C15—C14—C18—C17	−2.5 (9)
Co1—N2—C6—N4	−179.5 (2)	C11—C14—C18—C17	178.0 (6)
N3—N2—C6—C5	−178.2 (3)	N5—C17—C18—C14	0.6 (12)
Co1—N2—C6—C5	1.5 (4)

Symmetry code: (i) −x+1, −y+1, −z.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1···N4^ii	0.85 (1)	1.92 (2)	2.760 (5)	168 (5)

Symmetry code: (ii) −x+1, y+1/2, −z+1/2.