A second monoclinic polymorph of {bis-[5-methyl-3-(trifluoro-meth-yl)pyrazol-1-yl]borato}{tris-[5-methyl-3-(trifluoro-meth-yl)pyrazol-1-yl]borato}cobalt(II): a structure containing a B-H⋯Co agostic inter-action.

The title compound, [Co(C(10)H(10)BF(6)N(4))(C(15)H(13)BF(9)N(6))], is a polymorph of the previously reported neutral cobalt(II) complex [Stibrany & Potenza (2010 ▶). Acta Cryst. E66, m506-m507], which contains one each of the monoanionic ligands, bis-[5-methyl-3-(trifluoro-meth-yl)pyrazol-1-yl]borate (Bp) and tris-[5-methyl-3-(trifluoro-meth-yl)pyrazol-1-yl]borate (Tp). A distorted octahedral coordination geometry of the Co(II) atom results from ligation of an H atom, which is part of an agostic B-H⋯Co inter-action [H⋯Co = 2.12 (3) Å], and by five imine N atoms, two from a Bp ligand and three from a Tp ligand. Weak intra- and inter-molecular C-F⋯π inter-actions with F⋯centroid distances ranging from 3.025 (4) to 3.605 (4) Å are observed.

Related literature

For our study of nitro­gen-containing heterocyles and their complexes with metal ions, see: Stibrany & Potenza (2006 ▶, 2009a ▶,b ▶); Stibrany et al. (1999 ▶, 2005 ▶, 2006 ▶). For a polymorph of the title compound, see: Stibrany & Potenza (2010 ▶). For oxidation studies of copper and cobalt complexes utilizing the title ligand, see: Gorun et al. (2000 ▶). For agostic inter­actions, see: Ruman et al. (2001 ▶, 2002 ▶); Siemer et al. (2001 ▶); Ghosh et al. (1998 ▶).

Experimental

Crystal data

[Co(C10H10BF6N4)(C15H13BF9N6)]

M = 829.08

Monoclinic,

a = 18.593 (2) Å

b = 12.1167 (13) Å

c = 30.720 (3) Å

β = 102.721 (2)°

V = 6751.1 (13) Å3

Z = 8

Mo Kα radiation

μ = 0.63 mm−1

T = 298 K

0.28 × 0.24 × 0.12 mm

Data collection

Bruker SMART CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Blessing, 1995 ▶) T min = 0.875, T max = 1.00

32390 measured reflections

7431 independent reflections

5522 reflections with I > 2σ(I)

R int = 0.032

Refinement

R[F 2 > 2σ(F 2)] = 0.059

wR(F 2) = 0.167

S = 1.00

7431 reflections

495 parameters

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.69 e Å−3

Δρmin = −0.32 e Å−3

Data collection: SMART WNT/2000 (Bruker, 2000 ▶); cell refinement: SAINT-Plus (Bruker, 2000 ▶); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEPIII (Burnett & Johnson, 1996 ▶) and ORTEP-32 (Farrugia, 1997 ▶); software used to prepare material for publication: SHELXTL (Sheldrick, 2008 ▶) and PLATON (Spek, 2009 ▶).

Crystal structure: contains datablock(s) I. DOI: 10.1107/S1600536811021994/rz2601sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811021994/rz2601Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Co(C10H10BF6N4)(C15H13BF9N6)]	F(000) = 3320
Mr = 829.08	Dx = 1.631 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 910 reflections
a = 18.593 (2) Å	θ = 2.2–22.4°
b = 12.1167 (13) Å	µ = 0.63 mm−1
c = 30.720 (3) Å	T = 298 K
β = 102.721 (2)°	Prism, orange-red
V = 6751.1 (13) Å3	0.28 × 0.24 × 0.12 mm
Z = 8

Bruker SMART CCD area-detector diffractometer	7431 independent reflections
Radiation source: fine-focus sealed tube	5522 reflections with I > 2σ(I)
graphite	Rint = 0.032
φ and ω scans	θmax = 27.1°, θmin = 2.1°
Absorption correction: multi-scan (SADABS; Blessing, 1995)	h = −23→23
Tmin = 0.875, Tmax = 1.00	k = −15→15
32390 measured reflections	l = −38→39

Refinement on F2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.059	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.167	H atoms treated by a mixture of independent and constrained refinement
S = 1.00	w = 1/[σ2(Fo2) + (0.0985P)2 + 6.350P] where P = (Fo2 + 2Fc2)/3
7431 reflections	(Δ/σ)max = 0.001
495 parameters	Δρmax = 0.69 e Å−3
0 restraints	Δρmin = −0.32 e Å−3

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.

	x	y	z	Uiso*/Ueq
Co1	0.28653 (2)	0.88792 (3)	0.876253 (13)	0.04318 (14)
F1	0.2096 (2)	1.0806 (3)	0.97276 (12)	0.1186 (11)
F2	0.16548 (16)	0.9517 (3)	1.00620 (9)	0.1087 (10)
F3	0.15337 (14)	0.9479 (3)	0.93573 (9)	0.1045 (9)
F4	0.34590 (19)	1.0689 (3)	0.81275 (12)	0.1270 (12)
F5	0.4369 (3)	1.0278 (4)	0.78800 (13)	0.178 (2)
F6	0.4449 (3)	1.1573 (3)	0.83096 (17)	0.1721 (19)
F7	0.15694 (15)	0.6605 (3)	0.85333 (12)	0.1158 (11)
F8	0.18416 (17)	0.4977 (2)	0.84101 (12)	0.1135 (10)
F9	0.1996 (2)	0.6240 (3)	0.79751 (10)	0.1371 (14)
F10	0.38793 (14)	0.7600 (3)	0.81139 (9)	0.1108 (11)
F11	0.33643 (17)	0.6704 (3)	0.75392 (12)	0.1122 (10)
F12	0.38456 (17)	0.8212 (3)	0.74664 (13)	0.1245 (12)
F13	0.36640 (15)	1.1157 (2)	0.93361 (10)	0.1001 (9)
F14	0.36229 (18)	1.2527 (3)	0.89093 (12)	0.1275 (12)
F15	0.3115 (2)	1.2626 (3)	0.94472 (13)	0.1412 (14)
N1	0.30398 (14)	0.8830 (2)	0.94819 (8)	0.0483 (6)
N2	0.36749 (14)	0.8317 (2)	0.96912 (8)	0.0500 (6)
N3	0.40019 (15)	0.9216 (2)	0.88139 (9)	0.0533 (6)
N4	0.44793 (14)	0.8664 (2)	0.91406 (9)	0.0520 (6)
N5	0.30701 (14)	0.7122 (2)	0.88605 (9)	0.0488 (6)
N6	0.37587 (15)	0.6891 (2)	0.91109 (8)	0.0509 (6)
N7	0.25381 (13)	0.8603 (2)	0.80721 (8)	0.0482 (6)
N8	0.18320 (13)	0.8959 (2)	0.79314 (9)	0.0502 (6)
N9	0.24139 (13)	1.0495 (2)	0.87252 (8)	0.0483 (6)
N10	0.17078 (13)	1.0446 (2)	0.84856 (8)	0.0476 (6)
C1	0.2001 (2)	0.9716 (4)	0.97340 (14)	0.0728 (10)
C2	0.2703 (2)	0.9112 (3)	0.98080 (11)	0.0546 (8)
C3	0.3116 (2)	0.8782 (3)	1.02190 (12)	0.0673 (10)
H3	0.2997	0.8882	1.0495	0.081*
C4	0.3728 (2)	0.8286 (3)	1.01390 (11)	0.0605 (8)
C5	0.4365 (3)	0.7800 (4)	1.04622 (13)	0.0868 (13)
H5A	0.4474	0.7084	1.0360	0.130*
H5B	0.4244	0.7733	1.0749	0.130*
H5C	0.4788	0.8271	1.0486	0.130*
C6	0.4145 (3)	1.0583 (4)	0.82312 (17)	0.0884 (13)
C7	0.4429 (2)	0.9846 (3)	0.86181 (13)	0.0643 (9)
C8	0.5164 (2)	0.9703 (4)	0.88129 (15)	0.0771 (11)
H8	0.5564	1.0047	0.8734	0.093*
C9	0.51825 (19)	0.8952 (3)	0.91462 (14)	0.0681 (10)
C10	0.5832 (2)	0.8483 (6)	0.94721 (19)	0.1079 (18)
H10A	0.5791	0.8656	0.9771	0.162*
H10B	0.6278	0.8797	0.9418	0.162*
H10C	0.5842	0.7697	0.9436	0.162*
C11	0.2065 (2)	0.6009 (3)	0.83940 (14)	0.0686 (10)
C12	0.2820 (2)	0.6161 (3)	0.86740 (11)	0.0561 (8)
C13	0.3333 (2)	0.5337 (3)	0.87903 (13)	0.0668 (9)
H13	0.3286	0.4603	0.8700	0.080*
C14	0.3926 (2)	0.5815 (3)	0.90657 (12)	0.0630 (9)
C15	0.4641 (3)	0.5313 (4)	0.92941 (17)	0.0940 (14)
H15A	0.5040	0.5758	0.9241	0.141*
H15B	0.4679	0.4583	0.9179	0.141*
H15C	0.4665	0.5273	0.9609	0.141*
C16	0.3460 (2)	0.7703 (4)	0.77177 (13)	0.0711 (10)
C17	0.27437 (18)	0.8250 (3)	0.77033 (11)	0.0553 (8)
C18	0.2182 (2)	0.8380 (3)	0.73323 (12)	0.0637 (9)
H18	0.2188	0.8197	0.7039	0.076*
C19	0.16104 (19)	0.8835 (3)	0.74851 (11)	0.0583 (8)
C20	0.0860 (2)	0.9147 (4)	0.72326 (14)	0.0837 (13)
H20A	0.0529	0.8539	0.7232	0.126*
H20B	0.0878	0.9329	0.6931	0.126*
H20C	0.0689	0.9775	0.7372	0.126*
C21	0.3222 (2)	1.1949 (3)	0.91380 (15)	0.0767 (11)
C22	0.25220 (19)	1.1548 (3)	0.88547 (11)	0.0553 (8)
C23	0.1893 (2)	1.2165 (3)	0.86992 (13)	0.0632 (9)
H23	0.1830	1.2915	0.8742	0.076*
C24	0.13797 (19)	1.1441 (3)	0.84681 (11)	0.0546 (8)
C25	0.0598 (2)	1.1627 (4)	0.82443 (15)	0.0764 (11)
H25A	0.0505	1.1322	0.7949	0.115*
H25B	0.0498	1.2405	0.8227	0.115*
H25C	0.0284	1.1275	0.8412	0.115*
B1	0.4190 (2)	0.7788 (3)	0.94208 (12)	0.0532 (8)
B2	0.1443 (2)	0.9287 (3)	0.83098 (13)	0.0528 (8)
H1B	0.4671 (19)	0.741 (3)	0.9652 (12)	0.060 (9)*
H21B	0.1701 (18)	0.870 (3)	0.8601 (12)	0.055 (9)*
H22B	0.085 (2)	0.929 (3)	0.8187 (12)	0.061 (9)*

	U11	U22	U33	U12	U13	U23
Co1	0.0438 (2)	0.0430 (2)	0.0410 (2)	0.00260 (16)	0.00549 (15)	0.00325 (16)
F1	0.143 (3)	0.0821 (18)	0.145 (3)	0.0403 (18)	0.063 (2)	0.0102 (18)
F2	0.1070 (19)	0.156 (3)	0.0809 (17)	0.0325 (19)	0.0585 (15)	0.0171 (17)
F3	0.0719 (15)	0.173 (3)	0.0713 (16)	0.0321 (17)	0.0217 (13)	−0.0014 (17)
F4	0.103 (2)	0.150 (3)	0.122 (3)	−0.007 (2)	0.0127 (19)	0.072 (2)
F5	0.238 (5)	0.208 (5)	0.111 (3)	0.051 (4)	0.089 (3)	0.060 (3)
F6	0.196 (4)	0.096 (2)	0.207 (5)	−0.045 (3)	0.007 (3)	0.055 (3)
F7	0.0792 (17)	0.095 (2)	0.161 (3)	−0.0026 (15)	0.0009 (18)	−0.042 (2)
F8	0.110 (2)	0.0618 (14)	0.163 (3)	−0.0306 (14)	0.018 (2)	−0.0054 (16)
F9	0.129 (3)	0.192 (4)	0.0765 (19)	−0.080 (2)	−0.0068 (17)	0.014 (2)
F10	0.0732 (15)	0.178 (3)	0.0759 (16)	0.0625 (18)	0.0036 (13)	−0.0179 (17)
F11	0.108 (2)	0.093 (2)	0.137 (3)	0.0313 (16)	0.0305 (18)	−0.0323 (18)
F12	0.100 (2)	0.135 (3)	0.162 (3)	0.0265 (19)	0.080 (2)	0.032 (2)
F13	0.0914 (17)	0.0696 (15)	0.113 (2)	−0.0057 (13)	−0.0352 (15)	−0.0066 (13)
F14	0.115 (2)	0.119 (2)	0.135 (3)	−0.054 (2)	−0.002 (2)	0.019 (2)
F15	0.136 (3)	0.120 (2)	0.144 (3)	0.008 (2)	−0.020 (2)	−0.084 (2)
N1	0.0522 (14)	0.0476 (13)	0.0450 (13)	0.0039 (11)	0.0104 (11)	0.0029 (11)
N2	0.0582 (15)	0.0491 (14)	0.0400 (13)	0.0015 (12)	0.0047 (11)	0.0040 (11)
N3	0.0535 (15)	0.0562 (15)	0.0500 (14)	−0.0023 (12)	0.0106 (12)	0.0088 (12)
N4	0.0429 (13)	0.0603 (16)	0.0512 (15)	−0.0009 (11)	0.0065 (11)	−0.0004 (12)
N5	0.0528 (14)	0.0433 (13)	0.0492 (14)	0.0012 (11)	0.0088 (11)	0.0015 (11)
N6	0.0626 (16)	0.0455 (14)	0.0437 (13)	0.0090 (12)	0.0097 (12)	0.0072 (11)
N7	0.0433 (13)	0.0543 (14)	0.0451 (13)	0.0074 (11)	0.0058 (10)	−0.0027 (11)
N8	0.0422 (13)	0.0571 (15)	0.0476 (14)	0.0037 (11)	0.0022 (10)	−0.0063 (11)
N9	0.0477 (13)	0.0472 (14)	0.0454 (13)	0.0040 (11)	0.0007 (11)	0.0004 (11)
N10	0.0440 (13)	0.0531 (14)	0.0448 (13)	0.0069 (11)	0.0076 (10)	0.0010 (11)
C1	0.083 (3)	0.081 (3)	0.062 (2)	0.013 (2)	0.034 (2)	0.001 (2)
C2	0.068 (2)	0.0515 (18)	0.0476 (17)	−0.0029 (15)	0.0201 (15)	−0.0016 (13)
C3	0.092 (3)	0.069 (2)	0.0425 (17)	0.002 (2)	0.0194 (17)	−0.0003 (16)
C4	0.077 (2)	0.058 (2)	0.0428 (17)	−0.0026 (17)	0.0049 (16)	−0.0010 (14)
C5	0.102 (3)	0.105 (3)	0.0439 (19)	0.014 (3)	−0.005 (2)	0.006 (2)
C6	0.095 (3)	0.085 (3)	0.095 (3)	−0.012 (3)	0.041 (3)	0.022 (3)
C7	0.068 (2)	0.063 (2)	0.065 (2)	−0.0081 (17)	0.0233 (17)	0.0013 (17)
C8	0.063 (2)	0.088 (3)	0.087 (3)	−0.020 (2)	0.032 (2)	−0.005 (2)
C9	0.0462 (18)	0.085 (3)	0.073 (2)	−0.0031 (17)	0.0143 (16)	−0.015 (2)
C10	0.042 (2)	0.167 (5)	0.107 (4)	−0.002 (3)	−0.001 (2)	0.011 (4)
C11	0.081 (3)	0.053 (2)	0.071 (2)	−0.0135 (18)	0.016 (2)	−0.0053 (17)
C12	0.075 (2)	0.0457 (17)	0.0487 (17)	−0.0050 (16)	0.0167 (16)	−0.0002 (14)
C13	0.093 (3)	0.0423 (17)	0.065 (2)	0.0041 (18)	0.017 (2)	−0.0015 (16)
C14	0.086 (3)	0.0514 (18)	0.0540 (19)	0.0207 (18)	0.0209 (18)	0.0124 (15)
C15	0.109 (3)	0.079 (3)	0.091 (3)	0.045 (3)	0.015 (3)	0.013 (2)
C16	0.069 (2)	0.084 (3)	0.064 (2)	0.020 (2)	0.0221 (19)	−0.001 (2)
C17	0.0560 (18)	0.060 (2)	0.0492 (17)	0.0090 (15)	0.0106 (14)	−0.0003 (15)
C18	0.068 (2)	0.075 (2)	0.0458 (18)	0.0087 (19)	0.0090 (16)	−0.0024 (16)
C19	0.0547 (18)	0.069 (2)	0.0460 (17)	0.0036 (16)	−0.0002 (14)	−0.0044 (15)
C20	0.062 (2)	0.115 (4)	0.063 (2)	0.016 (2)	−0.0099 (18)	−0.011 (2)
C21	0.085 (3)	0.050 (2)	0.085 (3)	−0.009 (2)	−0.003 (2)	−0.003 (2)
C22	0.067 (2)	0.0434 (16)	0.0527 (18)	0.0017 (15)	0.0069 (15)	0.0021 (14)
C23	0.077 (2)	0.0462 (17)	0.068 (2)	0.0150 (17)	0.0185 (18)	0.0057 (16)
C24	0.0571 (18)	0.0566 (18)	0.0516 (18)	0.0141 (15)	0.0153 (14)	0.0050 (14)
C25	0.060 (2)	0.084 (3)	0.087 (3)	0.023 (2)	0.020 (2)	0.017 (2)
B1	0.055 (2)	0.057 (2)	0.0445 (18)	0.0105 (17)	0.0045 (15)	0.0072 (16)
B2	0.0422 (18)	0.060 (2)	0.056 (2)	−0.0015 (16)	0.0101 (15)	−0.0080 (17)

Co1—N7	2.100 (3)	C2—C3	1.384 (5)
Co1—H21B	2.12 (3)	C3—C4	1.356 (5)
Co1—N9	2.124 (3)	C3—H3	0.9300
Co1—N3	2.124 (3)	C4—C5	1.489 (5)
Co1—N1	2.163 (3)	C5—H5A	0.9600
Co1—N5	2.172 (3)	C5—H5B	0.9600
F1—C1	1.333 (5)	C5—H5C	0.9600
F2—C1	1.331 (4)	C6—C7	1.487 (6)
F3—C1	1.316 (5)	C7—C8	1.376 (6)
F4—C6	1.252 (6)	C8—C9	1.365 (6)
F5—C6	1.293 (6)	C8—H8	0.9300
F6—C6	1.325 (6)	C9—C10	1.500 (6)
F7—C11	1.315 (5)	C10—H10A	0.9600
F8—C11	1.322 (4)	C10—H10B	0.9600
F9—C11	1.295 (5)	C10—H10C	0.9600
F10—C16	1.298 (5)	C11—C12	1.487 (5)
F11—C16	1.324 (5)	C12—C13	1.373 (5)
F12—C16	1.317 (5)	C13—C14	1.363 (6)
F13—C21	1.321 (5)	C13—H13	0.9300
F14—C21	1.331 (5)	C14—C15	1.490 (6)
F15—C21	1.303 (5)	C15—H15A	0.9600
N1—C2	1.337 (4)	C15—H15B	0.9600
N1—N2	1.364 (4)	C15—H15C	0.9600
N2—C4	1.358 (4)	C16—C17	1.480 (5)
N2—B1	1.538 (5)	C17—C18	1.375 (5)
N3—C7	1.337 (4)	C18—C19	1.368 (5)
N3—N4	1.360 (4)	C18—H18	0.9300
N4—C9	1.350 (4)	C19—C20	1.488 (5)
N4—B1	1.538 (5)	C20—H20A	0.9600
N5—C12	1.335 (4)	C20—H20B	0.9600
N5—N6	1.370 (4)	C20—H20C	0.9600
N6—C14	1.354 (4)	C21—C22	1.480 (5)
N6—B1	1.547 (5)	C22—C23	1.381 (5)
N7—C17	1.343 (4)	C23—C24	1.373 (5)
N7—N8	1.359 (3)	C23—H23	0.9300
N8—C19	1.350 (4)	C24—C25	1.483 (5)
N8—B2	1.551 (5)	C25—H25A	0.9600
N9—C22	1.338 (4)	C25—H25B	0.9600
N9—N10	1.358 (3)	C25—H25C	0.9600
N10—C24	1.347 (4)	B1—H1B	1.11 (3)
N10—B2	1.546 (5)	B2—H21B	1.16 (3)
C1—C2	1.471 (5)	B2—H22B	1.08 (4)
N7—Co1—H21B	72.2 (9)	C9—C10—H10A	109.5
N7—Co1—N9	93.97 (10)	C9—C10—H10B	109.5
H21B—Co1—N9	73.4 (9)	H10A—C10—H10B	109.5
N7—Co1—N3	99.66 (10)	C9—C10—H10C	109.5
H21B—Co1—N3	169.7 (9)	H10A—C10—H10C	109.5
N9—Co1—N3	101.63 (10)	H10B—C10—H10C	109.5
N7—Co1—N1	166.50 (10)	F9—C11—F7	106.3 (4)
H21B—Co1—N1	98.7 (9)	F9—C11—F8	106.2 (4)
N9—Co1—N1	92.81 (10)	F7—C11—F8	105.0 (4)
N3—Co1—N1	90.37 (10)	F9—C11—C12	115.0 (3)
N7—Co1—N5	89.25 (10)	F7—C11—C12	112.6 (3)
H21B—Co1—N5	93.9 (9)	F8—C11—C12	111.2 (3)
N9—Co1—N5	165.12 (10)	N5—C12—C13	111.5 (3)
N3—Co1—N5	92.12 (10)	N5—C12—C11	123.5 (3)
N1—Co1—N5	81.32 (10)	C13—C12—C11	125.0 (3)
C2—N1—N2	105.2 (3)	C14—C13—C12	105.9 (3)
C2—N1—Co1	140.2 (2)	C14—C13—H13	127.1
N2—N1—Co1	114.44 (18)	C12—C13—H13	127.1
C4—N2—N1	110.6 (3)	N6—C14—C13	107.4 (3)
C4—N2—B1	128.4 (3)	N6—C14—C15	123.2 (4)
N1—N2—B1	120.8 (2)	C13—C14—C15	129.4 (4)
C7—N3—N4	104.9 (3)	C14—C15—H15A	109.5
C7—N3—Co1	139.2 (2)	C14—C15—H15B	109.5
N4—N3—Co1	115.93 (19)	H15A—C15—H15B	109.5
C9—N4—N3	110.8 (3)	C14—C15—H15C	109.5
C9—N4—B1	129.0 (3)	H15A—C15—H15C	109.5
N3—N4—B1	120.0 (2)	H15B—C15—H15C	109.5
C12—N5—N6	104.9 (3)	F10—C16—F12	107.6 (4)
C12—N5—Co1	139.6 (2)	F10—C16—F11	107.4 (4)
N6—N5—Co1	113.09 (19)	F12—C16—F11	103.1 (3)
C14—N6—N5	110.3 (3)	F10—C16—C17	114.9 (3)
C14—N6—B1	129.7 (3)	F12—C16—C17	112.0 (3)
N5—N6—B1	119.7 (2)	F11—C16—C17	111.0 (4)
C17—N7—N8	105.5 (2)	N7—C17—C18	110.9 (3)
C17—N7—Co1	146.1 (2)	N7—C17—C16	122.6 (3)
N8—N7—Co1	108.39 (18)	C18—C17—C16	126.2 (3)
C19—N8—N7	110.2 (3)	C19—C18—C17	105.5 (3)
C19—N8—B2	134.5 (3)	C19—C18—H18	127.2
N7—N8—B2	114.9 (2)	C17—C18—H18	127.2
C22—N9—N10	105.5 (2)	N8—C19—C18	107.9 (3)
C22—N9—Co1	146.2 (2)	N8—C19—C20	122.8 (3)
N10—N9—Co1	108.18 (18)	C18—C19—C20	129.3 (3)
C24—N10—N9	111.0 (3)	C19—C20—H20A	109.5
C24—N10—B2	133.8 (3)	C19—C20—H20B	109.5
N9—N10—B2	115.2 (2)	H20A—C20—H20B	109.5
F3—C1—F2	106.9 (4)	C19—C20—H20C	109.5
F3—C1—F1	105.5 (4)	H20A—C20—H20C	109.5
F2—C1—F1	106.2 (3)	H20B—C20—H20C	109.5
F3—C1—C2	114.7 (3)	F15—C21—F13	107.5 (4)
F2—C1—C2	110.7 (3)	F15—C21—F14	104.3 (4)
F1—C1—C2	112.2 (4)	F13—C21—F14	105.2 (4)
N1—C2—C3	110.6 (3)	F15—C21—C22	112.3 (4)
N1—C2—C1	123.9 (3)	F13—C21—C22	114.2 (3)
C3—C2—C1	125.4 (3)	F14—C21—C22	112.6 (4)
C4—C3—C2	106.4 (3)	N9—C22—C23	110.6 (3)
C4—C3—H3	126.8	N9—C22—C21	122.9 (3)
C2—C3—H3	126.8	C23—C22—C21	126.4 (3)
C3—C4—N2	107.1 (3)	C24—C23—C22	105.8 (3)
C3—C4—C5	129.1 (3)	C24—C23—H23	127.1
N2—C4—C5	123.8 (3)	C22—C23—H23	127.1
C4—C5—H5A	109.5	N10—C24—C23	107.1 (3)
C4—C5—H5B	109.5	N10—C24—C25	123.0 (3)
H5A—C5—H5B	109.5	C23—C24—C25	129.9 (3)
C4—C5—H5C	109.5	C24—C25—H25A	109.5
H5A—C5—H5C	109.5	C24—C25—H25B	109.5
H5B—C5—H5C	109.5	H25A—C25—H25B	109.5
F4—C6—F5	108.3 (5)	C24—C25—H25C	109.5
F4—C6—F6	108.8 (5)	H25A—C25—H25C	109.5
F5—C6—F6	102.0 (4)	H25B—C25—H25C	109.5
F4—C6—C7	115.3 (4)	N4—B1—N2	110.5 (3)
F5—C6—C7	111.9 (5)	N4—B1—N6	109.8 (3)
F6—C6—C7	109.6 (5)	N2—B1—N6	109.0 (3)
N3—C7—C8	111.4 (3)	N4—B1—H1B	108.1 (18)
N3—C7—C6	124.1 (4)	N2—B1—H1B	109.6 (18)
C8—C7—C6	124.5 (4)	N6—B1—H1B	109.8 (18)
C9—C8—C7	105.6 (3)	N10—B2—N8	109.2 (3)
C9—C8—H8	127.2	N10—B2—H21B	104.2 (17)
C7—C8—H8	127.2	N8—B2—H21B	103.6 (17)
N4—C9—C8	107.4 (3)	N10—B2—H22B	110.1 (19)
N4—C9—C10	123.0 (4)	N8—B2—H22B	110.1 (19)
C8—C9—C10	129.6 (4)	H21B—B2—H22B	119 (3)
N7—Co1—N1—C2	−78.5 (5)	N4—N3—C7—C8	0.1 (4)
H21B—Co1—N1—C2	−32.0 (10)	Co1—N3—C7—C8	179.3 (3)
N9—Co1—N1—C2	41.6 (3)	N4—N3—C7—C6	178.6 (4)
N3—Co1—N1—C2	143.3 (3)	Co1—N3—C7—C6	−2.2 (7)
N5—Co1—N1—C2	−124.6 (3)	F4—C6—C7—N3	8.4 (7)
N7—Co1—N1—N2	97.9 (4)	F5—C6—C7—N3	−116.0 (5)
H21B—Co1—N1—N2	144.4 (9)	F6—C6—C7—N3	131.6 (5)
N9—Co1—N1—N2	−142.0 (2)	F4—C6—C7—C8	−173.3 (5)
N3—Co1—N1—N2	−40.3 (2)	F5—C6—C7—C8	62.3 (7)
N5—Co1—N1—N2	51.8 (2)	F6—C6—C7—C8	−50.1 (6)
C2—N1—N2—C4	−0.2 (3)	N3—C7—C8—C9	−0.4 (5)
Co1—N1—N2—C4	−177.8 (2)	C6—C7—C8—C9	−178.8 (4)
C2—N1—N2—B1	175.2 (3)	N3—N4—C9—C8	−0.5 (4)
Co1—N1—N2—B1	−2.4 (3)	B1—N4—C9—C8	175.0 (3)
N7—Co1—N3—C7	49.1 (4)	N3—N4—C9—C10	179.7 (4)
H21B—Co1—N3—C7	13 (5)	B1—N4—C9—C10	−4.8 (6)
N9—Co1—N3—C7	−47.0 (4)	C7—C8—C9—N4	0.5 (5)
N1—Co1—N3—C7	−140.0 (4)	C7—C8—C9—C10	−179.7 (5)
N5—Co1—N3—C7	138.7 (4)	N6—N5—C12—C13	−1.3 (4)
N7—Co1—N3—N4	−131.7 (2)	Co1—N5—C12—C13	158.4 (3)
H21B—Co1—N3—N4	−168 (5)	N6—N5—C12—C11	176.0 (3)
N9—Co1—N3—N4	132.1 (2)	Co1—N5—C12—C11	−24.4 (5)
N1—Co1—N3—N4	39.2 (2)	F9—C11—C12—N5	86.5 (5)
N5—Co1—N3—N4	−42.1 (2)	F7—C11—C12—N5	−35.4 (5)
C7—N3—N4—C9	0.3 (4)	F8—C11—C12—N5	−152.9 (3)
Co1—N3—N4—C9	−179.2 (2)	F9—C11—C12—C13	−96.6 (5)
C7—N3—N4—B1	−175.7 (3)	F7—C11—C12—C13	141.5 (4)
Co1—N3—N4—B1	4.8 (4)	F8—C11—C12—C13	24.0 (5)
N7—Co1—N5—C12	−30.5 (3)	N5—C12—C13—C14	0.5 (4)
H21B—Co1—N5—C12	41.5 (10)	C11—C12—C13—C14	−176.7 (3)
N9—Co1—N5—C12	72.2 (5)	N5—N6—C14—C13	−1.3 (4)
N3—Co1—N5—C12	−130.2 (3)	B1—N6—C14—C13	172.8 (3)
N1—Co1—N5—C12	139.8 (3)	N5—N6—C14—C15	179.5 (4)
N7—Co1—N5—N6	128.0 (2)	B1—N6—C14—C15	−6.4 (6)
H21B—Co1—N5—N6	−159.9 (9)	C12—C13—C14—N6	0.5 (4)
N9—Co1—N5—N6	−129.3 (4)	C12—C13—C14—C15	179.6 (4)
N3—Co1—N5—N6	28.4 (2)	N8—N7—C17—C18	0.3 (4)
N1—Co1—N5—N6	−61.7 (2)	Co1—N7—C17—C18	−176.5 (3)
C12—N5—N6—C14	1.6 (3)	N8—N7—C17—C16	−174.5 (3)
Co1—N5—N6—C14	−164.2 (2)	Co1—N7—C17—C16	8.7 (7)
C12—N5—N6—B1	−173.2 (3)	F10—C16—C17—N7	−0.7 (6)
Co1—N5—N6—B1	21.0 (3)	F12—C16—C17—N7	−123.9 (4)
H21B—Co1—N7—C17	−156.8 (10)	F11—C16—C17—N7	121.4 (4)
N9—Co1—N7—C17	132.1 (4)	F10—C16—C17—C18	−174.6 (4)
N3—Co1—N7—C17	29.6 (4)	F12—C16—C17—C18	62.2 (6)
N1—Co1—N7—C17	−107.9 (5)	F11—C16—C17—C18	−52.5 (5)
N5—Co1—N7—C17	−62.4 (4)	N7—C17—C18—C19	0.1 (4)
H21B—Co1—N7—N8	26.5 (10)	C16—C17—C18—C19	174.6 (4)
N9—Co1—N7—N8	−44.6 (2)	N7—N8—C19—C18	0.6 (4)
N3—Co1—N7—N8	−147.1 (2)	B2—N8—C19—C18	−171.6 (4)
N1—Co1—N7—N8	75.4 (5)	N7—N8—C19—C20	179.7 (4)
N5—Co1—N7—N8	120.8 (2)	B2—N8—C19—C20	7.5 (6)
C17—N7—N8—C19	−0.5 (4)	C17—C18—C19—N8	−0.4 (4)
Co1—N7—N8—C19	177.6 (2)	C17—C18—C19—C20	−179.5 (4)
C17—N7—N8—B2	173.4 (3)	N10—N9—C22—C23	−0.1 (4)
Co1—N7—N8—B2	−8.5 (3)	Co1—N9—C22—C23	−175.9 (3)
N7—Co1—N9—C22	−134.0 (4)	N10—N9—C22—C21	178.1 (3)
H21B—Co1—N9—C22	155.9 (10)	Co1—N9—C22—C21	2.3 (6)
N3—Co1—N9—C22	−33.3 (4)	F15—C21—C22—N9	−137.6 (4)
N1—Co1—N9—C22	57.6 (4)	F13—C21—C22—N9	−14.9 (6)
N5—Co1—N9—C22	123.8 (5)	F14—C21—C22—N9	105.1 (4)
N7—Co1—N9—N10	50.21 (19)	F15—C21—C22—C23	40.3 (6)
H21B—Co1—N9—N10	−19.8 (10)	F13—C21—C22—C23	163.0 (4)
N3—Co1—N9—N10	150.93 (18)	F14—C21—C22—C23	−77.1 (5)
N1—Co1—N9—N10	−118.11 (19)	N9—C22—C23—C24	0.6 (4)
N5—Co1—N9—N10	−51.9 (5)	C21—C22—C23—C24	−177.5 (4)
C22—N9—N10—C24	−0.5 (3)	N9—N10—C24—C23	0.8 (4)
Co1—N9—N10—C24	177.1 (2)	B2—N10—C24—C23	178.0 (3)
C22—N9—N10—B2	−178.2 (3)	N9—N10—C24—C25	−177.5 (3)
Co1—N9—N10—B2	−0.6 (3)	B2—N10—C24—C25	−0.3 (6)
N2—N1—C2—C3	−0.1 (4)	C22—C23—C24—N10	−0.8 (4)
Co1—N1—C2—C3	176.5 (3)	C22—C23—C24—C25	177.3 (4)
N2—N1—C2—C1	178.3 (3)	C9—N4—B1—N2	121.5 (4)
Co1—N1—C2—C1	−5.1 (6)	N3—N4—B1—N2	−63.3 (4)
F3—C1—C2—N1	34.6 (5)	C9—N4—B1—N6	−118.2 (4)
F2—C1—C2—N1	155.7 (4)	N3—N4—B1—N6	57.0 (4)
F1—C1—C2—N1	−85.9 (5)	C4—N2—B1—N4	−124.1 (3)
F3—C1—C2—C3	−147.2 (4)	N1—N2—B1—N4	61.4 (4)
F2—C1—C2—C3	−26.2 (6)	C4—N2—B1—N6	115.1 (3)
F1—C1—C2—C3	92.3 (5)	N1—N2—B1—N6	−59.4 (4)
N1—C2—C3—C4	0.3 (4)	C14—N6—B1—N4	112.3 (4)
C1—C2—C3—C4	−178.1 (4)	N5—N6—B1—N4	−74.1 (3)
C2—C3—C4—N2	−0.4 (4)	C14—N6—B1—N2	−126.5 (3)
C2—C3—C4—C5	178.7 (4)	N5—N6—B1—N2	47.1 (4)
N1—N2—C4—C3	0.3 (4)	C24—N10—B2—N8	111.9 (4)
B1—N2—C4—C3	−174.6 (3)	N9—N10—B2—N8	−71.0 (3)
N1—N2—C4—C5	−178.7 (4)	C19—N8—B2—N10	−109.7 (4)
B1—N2—C4—C5	6.3 (6)	N7—N8—B2—N10	78.3 (3)

C—F···Cg	C—F	F···Cg	C···Cg	C—F···Cg
C1—F1···Cg4	1.333 (5)	3.319 (4)	3.798 (5)	100.7 (3)
C1—F2···Cg2i	1.331 (4)	3.341 (3)	4.565 (4)	152.6 (2)
C1—F3···Cg4	1.316 (5)	3.273 (3)	3.798 (5)	103.3 (3)
C11—F9···Cg3	1.295 (5)	3.025 (4)	3.826 (4)	119.1 (3)
C16—F10···Cg1	1.298 (5)	3.252 (4)	4.279 (4)	135.8 (3)
C16—F10···Cg2	1.298 (5)	3.208 (3)	4.061 (4)	122.8 (2)
C16—F11···Cg4ii	1.324 (5)	3.605 (4)	4.467 (4)	123.0 (3)
C21—F13···Cg1	1.321 (5)	3.373 (3)	4.346 (5)	130.3 (3)

Table 1

Selected bond lengths (Å)

Co1—N7	2.100 (3)
Co1—H21B	2.12 (3)
Co1—N9	2.124 (3)
Co1—N3	2.124 (3)
Co1—N1	2.163 (3)
Co1—N5	2.172 (3)

Table 2

Flourine inter­action geometry (Å, °)

Cg1, Cg2, Cg3 and Cg4 are the centroids of the N3/N4/C9/C8/C7, N5/N6/C14/C13/C12, N7/N8/C19/C18/C17 and N9/N10/C24/C23/C22 rings, respectively.

C—F⋯Cg	C—F	F⋯Cg	C⋯Cg	C—F⋯Cg
C1—F1⋯Cg4	1.333 (5)	3.319 (4)	3.798 (5)	100.7 (3)
C1—F2⋯Cg2i	1.331 (4)	3.341 (3)	4.565 (4)	152.6 (2)
C1—F3⋯Cg4	1.316 (5)	3.273 (3)	3.798 (5)	103.3 (3)
C11—F9⋯Cg3	1.295 (5)	3.025 (4)	3.826 (4)	119.1 (3)
C16—F10⋯Cg1	1.298 (5)	3.252 (4)	4.279 (4)	135.8 (3)
C16—F10⋯Cg2	1.298 (5)	3.208 (3)	4.061 (4)	122.8 (2)
C16—F11⋯Cg4ii	1.324 (5)	3.605 (4)	4.467 (4)	123.0 (3)
C21—F13⋯Cg1	1.321 (5)	3.373 (3)	4.346 (5)	130.3 (3)

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