trans-Di­fluorido­tetra­kis­(pyridine-κN)chromium(III) perchlorate from synchrotron radiation

The are two independent complex cations in the title salt, [CrF₂(C₅H₅N)₄]ClO₄, each located on a centre of inversion, as well as an independent perchlorate counter-ion. The complex cations adopt slightly distorted octa­hedral coordination environments around the Cr^III ion, defined by four pyridine (py) N atoms in the equatorial plane and two F⁻ ligands in the axial positions; intra­molecular C—H...F contacts are noted. The mean Cr—N(py) and Cr—F bond lengths are 2.088 (6) and 1.8559 (10) Å, respectively. The three-dimensional architecture is sustained by hydrogen bonds involving the pyridine C—H groups as donors, and F and O atoms as acceptors.

Key indicators

• Single-crystal synchrotron study
• T = 99 K
• Mean [sigma](C-C) = 0.003 Å
• R factor = 0.036
• wR factor = 0.099
• Data-to-parameter ratio = 19.9

checkCIF/PLATON results

No syntax errors found



Alert level B
            Crystal system given = triclinic
PLAT029_ALERT_3_B _diffrn_measured_fraction_theta_full Low .......      0.944

Alert level C
CRYSC01_ALERT_1_C The word below has not been recognised as a standard
            identifier.
            plate
CRYSC01_ALERT_1_C No recognised colour has been given for crystal colour.
PLAT244_ALERT_4_C Low   'Solvent' Ueq as Compared to Neighbors of        Cl1P
PLAT480_ALERT_4_C Long H...A H-Bond Reported H14    ..  O1P     ..       2.61 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H9     ..  O2P     ..       2.63 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H15    ..  O3P     ..       2.64 Ang.
PLAT911_ALERT_3_C Missing # FCF Refl Between THmin & STh/L=  0.600        225
PLAT913_ALERT_3_C Missing # of Very Strong Reflections in FCF ....          5

Alert level G
ABSMU01_ALERT_1_G  Calculation of _exptl_absorpt_correction_mu
                not performed for this radiation type.
PLAT005_ALERT_5_G No _iucr_refine_instructions_details  in the CIF          ? Do !
PLAT154_ALERT_1_G The su's on the Cell Angles are Equal ..........    0.03000 Deg.
PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L=  0.600        199

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

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

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S1. Comment

The study of geometrical isomerism in octahedral transition metal complexes with mixed ligands has generated considerable interest, and has provided much basic structural information and spectroscopic properties (Knight & Scott, 2003). The geometry of various ligands in the metal complexes are very important in medical applications, and is likely to be a major factor in determining the anti-viral activity and its side-effects (Ronconi & Sadler, 2007). The [Cr(py)₄X₂]ⁿ⁺ cation (X = monodentate; py = pyridine) can be either trans or cis geometric isomers. The infrared, electronic absorption and emission spectroscopic properties are useful in distinguishing the geometric isomers of chromium(III) complexes. However, it should be noted that the geometric and conformational assignments based on spectroscopic properties are not always definitive.

In this communication, we describe the structure of trans-[Cr(py)₄F₂]ClO₄ in order to confirm the coordination of four pyridine molecules in equatorial plane and two fluoride ligands in axial positions. Counter anionic species play a very important role in coordination chemistry. This is another example of a trans-[Cr(py)₄F₂]⁺ structure but with a different counter anion.

The structural analysis shows the Cr^III complex cation to be coordinated by four nitrogen atoms of four py ligands in the equatorial sites and the two mutually trans fluoride atoms. The Cr1 and Cr2 complex cations are in half occupancy in the asymmetric unit. That is, each molecule is contributing a charge of +0.5. Thus, the salt comprises trans-[Cr(py)₄F₂]⁺ and ClO₄^-. An ellipsoid plot of one independent complex cation and the anion is depicted in Fig. 1.

Atoms Cr1 and Cr2 are located at a crystallographic center of symmetry, so these Cr complex cations have molecular C_i symmetry.

The Cr—N(py) distances vary from 2.0799 (17) to 2.0929 (15) Å and the Cr–F distances are in the range of 1.8552 (10) to 1.8566 (10) Å. These bond lengths are in good agreement with those observed in trans-[Cr(py)₄F₂]PF₆ (Fochi et al., 1991).

The ClO₄^- anion remains outside the coordination sphere. The crystal packing is stabilized by hydrogen bonding interactions between the C—H groups of the py ligand and the oxygens of the ClO₄^- anion, Table 1. As expected, the ClO₄^- counter ion has slightly distorted tetrahedral geometry due to the influence of hydrogen bonding on the Cl—O bond lengths and the O—Cl–O angles. Consideration of the crystal packing shows that intermolecular C—H···F hydrogen bonds are also present, Table 1.

Related literature

For background to geometric isomerism in transition metal comlexes, see: Knight & Scott (2003); Ronconi & Sadler (2007). For the synthesis, see: Glerup et al. (1970). For the structure of trans-[Cr(py)₄F₂]PF₆, see: Fochi et al. (1991).

S2. Experimental

All chemicals were reagent grade materials and used without further purification. The trans-[Cr(py)₄F₂]ClO₄ salt was prepared as described previously (Glerup et al., 1970), and allowed to stand in 0.1 M HClO₄ solution at room temperature for 1-2 days to give very small crystals suitable for X-ray structural analysis.

S3. Refinement

C-bound H-atoms were placed in calculated positions (C—H = 0.95) and were included in the refinement in the riding model approximation with U_iso(H) set to 1.2U_eq(C).

Computing details

Data collection: PAL ADSC Quantum-210 ADX Software (Arvai & Nielsen, 1983); cell refinement: HKL3000sm (Otwinowski & Minor, 1997); data reduction: HKL3000sm (Otwinowski & Minor, 1997); program(s) used to solve structure: SHELX-2013-XS (Sheldrick, 2008); program(s) used to refine structure: SHELX-2013-XL (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg, 2007); software used to prepare material for publication: WinGX (Farrugia, 2012).

Figures

Fig. 1. A perspective drawing (50% probability level) of one independent complex cation and the unique perchlorate anion in the structure of trans-[Cr(py)4F2]ClO4

trans-Difluoridotetrakis(pyridine-κN)chromium(III) perchlorate

Crystal data

[CrF2(C5H5N)4]ClO4	Z = 2
Mr = 505.85	F(000) = 518
Triclinic, P1	Dx = 1.514 Mg m^−3
Hall symbol: -P 1	Synchrotron radiation, λ = 0.63001 Å
a = 9.5690 (19) Å	Cell parameters from 33119 reflections
b = 10.615 (2) Å	θ = 0.4–33.6°
c = 12.663 (3) Å	µ = 0.49 mm^−1
α = 68.46 (3)°	T = 99 K
β = 68.31 (3)°	Pink, plate
γ = 79.38 (3)°	0.03 × 0.03 × 0.02 mm
V = 1109.9 (5) Å^3

Data collection

ADSC Q210 CCD area-detector diffractometer	4912 reflections with I > 2σ(I)
Radiation source: PLSII 2D bending magnet	Rint = 0.020
ω scan	θmax = 26.0°, θmin = 1.6°
Absorption correction: empirical (using intensity measurements) (HKL3000sm; Otwinowski & Minor, 1997)	h = −13→13
Tmin = 0.985, Tmax = 0.993	k = −14→14
11523 measured reflections	l = −17→17
5842 independent reflections

Refinement

Refinement on F^2	Hydrogen site location: inferred from neighbouring sites
Least-squares matrix: full	H-atom parameters constrained
R[F^2 > 2σ(F^2)] = 0.036	w = 1/[σ^2(Fo^2) + (0.0543P)^2 + 0.5188P] where P = (Fo^2 + 2Fc^2)/3
wR(F^2) = 0.099	(Δ/σ)max = 0.001
S = 1.05	Δρmax = 0.51 e Å^−3
5842 reflections	Δρmin = −0.61 e Å^−3
293 parameters	Extinction correction: SHELXL, Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
0 restraints	Extinction coefficient: 0.062 (4)

Special details

Experimental. Since the Pohang Accelerator Laboratory goniostat has only one omega-axis, diffrn_measured_fraction_theta_full is not fully covered as 0.944, especially for the low symmetry such as a triclinic system. As this is an inherent problem, other command and option (such as OMIT) were not helpful to improve the completeness.

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.

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

	x	y	z	Uiso*/Ueq
Cr1	0.0000	1.0000	0.0000	0.01263 (9)
F1	0.01103 (10)	1.14193 (9)	0.04859 (8)	0.01655 (19)
N1	−0.16449 (15)	0.91455 (13)	0.16450 (12)	0.0144 (2)
C1	−0.24067 (17)	0.99130 (16)	0.23459 (14)	0.0160 (3)
H1	−0.2177	1.0836	0.2077	0.019*
C2	−0.35141 (18)	0.94021 (17)	0.34453 (15)	0.0184 (3)
H2	−0.4036	0.9969	0.3918	0.022*
C3	−0.38521 (19)	0.80573 (18)	0.38478 (15)	0.0206 (3)
H3	−0.4594	0.7682	0.4605	0.025*
C4	−0.30797 (19)	0.72648 (17)	0.31164 (16)	0.0213 (3)
H4	−0.3294	0.6341	0.3366	0.026*
C5	−0.19964 (18)	0.78444 (16)	0.20218 (15)	0.0177 (3)
H5	−0.1484	0.7307	0.1520	0.021*
N2	0.17550 (15)	0.89172 (13)	0.06286 (12)	0.0150 (3)
C6	0.24772 (18)	0.94873 (16)	0.10540 (14)	0.0182 (3)
H6	0.2131	1.0362	0.1120	0.022*
C7	0.37130 (19)	0.88404 (18)	0.14009 (16)	0.0212 (3)
H7	0.4210	0.9271	0.1691	0.025*
C8	0.42122 (19)	0.75607 (18)	0.13180 (15)	0.0214 (3)
H8	0.5052	0.7097	0.1556	0.026*
C9	0.34678 (19)	0.69668 (17)	0.08827 (16)	0.0210 (3)
H9	0.3789	0.6089	0.0817	0.025*
C10	0.22513 (18)	0.76705 (16)	0.05457 (15)	0.0181 (3)
H10	0.1746	0.7262	0.0245	0.022*
Cr2	0.0000	1.0000	0.5000	0.01280 (9)
F2	−0.15818 (10)	1.01373 (10)	0.44431 (8)	0.01706 (19)
N3	0.08874 (14)	0.82597 (13)	0.45187 (11)	0.0148 (3)
C11	0.02042 (18)	0.77691 (17)	0.40054 (15)	0.0179 (3)
H11	−0.0646	0.8267	0.3805	0.022*
C12	0.06960 (19)	0.65643 (17)	0.37590 (15)	0.0204 (3)
H12	0.0185	0.6242	0.3400	0.024*
C13	0.19391 (19)	0.58355 (17)	0.40415 (15)	0.0209 (3)
H13	0.2300	0.5010	0.3875	0.025*
C14	0.26469 (19)	0.63353 (17)	0.45721 (15)	0.0205 (3)
H14	0.3502	0.5855	0.4776	0.025*
C15	0.20934 (18)	0.75428 (17)	0.48022 (14)	0.0179 (3)
H15	0.2578	0.7877	0.5171	0.022*
N4	0.12228 (15)	1.12831 (14)	0.33344 (12)	0.0157 (3)
C16	0.05298 (18)	1.21171 (16)	0.25660 (14)	0.0177 (3)
H16	−0.0518	1.2052	0.2758	0.021*
C17	0.1294 (2)	1.30722 (17)	0.14993 (15)	0.0215 (3)
H17	0.0773	1.3660	0.0976	0.026*
C18	0.2822 (2)	1.31577 (18)	0.12077 (16)	0.0246 (4)
H18	0.3368	1.3805	0.0483	0.030*
C19	0.3546 (2)	1.2278 (2)	0.19953 (17)	0.0263 (4)
H19	0.4600	1.2304	0.1809	0.032*
C20	0.27139 (18)	1.13681 (18)	0.30494 (15)	0.0211 (3)
H20	0.3208	1.0781	0.3593	0.025*
Cl1P	0.64390 (4)	0.40483 (4)	0.24420 (3)	0.01718 (10)
O1P	0.53210 (15)	0.45637 (14)	0.33397 (13)	0.0305 (3)
O2P	0.5964 (2)	0.44001 (15)	0.14139 (13)	0.0374 (4)
O3P	0.66002 (17)	0.26002 (13)	0.29401 (13)	0.0304 (3)
O4P	0.78435 (15)	0.46338 (17)	0.20959 (16)	0.0387 (4)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cr1	0.01311 (16)	0.01227 (16)	0.01356 (16)	0.00203 (12)	−0.00396 (13)	−0.00714 (12)
F1	0.0183 (4)	0.0153 (4)	0.0190 (4)	0.0016 (3)	−0.0062 (4)	−0.0100 (3)
N1	0.0146 (6)	0.0150 (6)	0.0150 (6)	0.0008 (5)	−0.0050 (5)	−0.0071 (5)
C1	0.0153 (7)	0.0167 (7)	0.0178 (7)	0.0020 (5)	−0.0060 (6)	−0.0086 (6)
C2	0.0142 (7)	0.0245 (8)	0.0184 (7)	0.0011 (6)	−0.0046 (6)	−0.0110 (6)
C3	0.0161 (7)	0.0263 (8)	0.0183 (7)	−0.0041 (6)	−0.0036 (6)	−0.0067 (6)
C4	0.0225 (8)	0.0195 (8)	0.0223 (8)	−0.0046 (6)	−0.0066 (7)	−0.0063 (6)
C5	0.0197 (7)	0.0157 (7)	0.0195 (7)	0.0000 (6)	−0.0065 (6)	−0.0081 (6)
N2	0.0149 (6)	0.0152 (6)	0.0149 (6)	0.0021 (5)	−0.0042 (5)	−0.0069 (5)
C6	0.0188 (7)	0.0180 (7)	0.0182 (7)	0.0018 (6)	−0.0054 (6)	−0.0085 (6)
C7	0.0196 (7)	0.0241 (8)	0.0227 (8)	0.0014 (6)	−0.0089 (7)	−0.0101 (6)
C8	0.0176 (7)	0.0234 (8)	0.0212 (8)	0.0047 (6)	−0.0068 (6)	−0.0075 (6)
C9	0.0198 (7)	0.0193 (7)	0.0230 (8)	0.0061 (6)	−0.0067 (7)	−0.0098 (6)
C10	0.0185 (7)	0.0170 (7)	0.0188 (7)	0.0022 (6)	−0.0053 (6)	−0.0083 (6)
Cr2	0.00999 (15)	0.01573 (17)	0.01295 (16)	0.00214 (12)	−0.00418 (12)	−0.00595 (12)
F2	0.0138 (4)	0.0204 (5)	0.0191 (4)	0.0021 (3)	−0.0077 (4)	−0.0080 (4)
N3	0.0133 (6)	0.0163 (6)	0.0135 (6)	0.0011 (5)	−0.0033 (5)	−0.0057 (5)
C11	0.0153 (7)	0.0199 (7)	0.0187 (7)	0.0013 (6)	−0.0056 (6)	−0.0076 (6)
C12	0.0190 (7)	0.0213 (8)	0.0225 (8)	0.0003 (6)	−0.0065 (6)	−0.0101 (6)
C13	0.0200 (7)	0.0180 (7)	0.0218 (8)	0.0023 (6)	−0.0035 (6)	−0.0084 (6)
C14	0.0172 (7)	0.0214 (8)	0.0198 (7)	0.0056 (6)	−0.0053 (6)	−0.0072 (6)
C15	0.0146 (7)	0.0220 (8)	0.0176 (7)	0.0033 (6)	−0.0055 (6)	−0.0087 (6)
N4	0.0140 (6)	0.0183 (6)	0.0149 (6)	0.0007 (5)	−0.0035 (5)	−0.0076 (5)
C16	0.0175 (7)	0.0193 (7)	0.0165 (7)	0.0023 (6)	−0.0056 (6)	−0.0077 (6)
C17	0.0266 (8)	0.0191 (7)	0.0178 (7)	0.0018 (6)	−0.0068 (7)	−0.0068 (6)
C18	0.0272 (9)	0.0224 (8)	0.0196 (8)	−0.0054 (7)	−0.0003 (7)	−0.0073 (6)
C19	0.0183 (8)	0.0327 (10)	0.0242 (8)	−0.0051 (7)	−0.0013 (7)	−0.0090 (7)
C20	0.0149 (7)	0.0275 (8)	0.0194 (7)	−0.0010 (6)	−0.0046 (6)	−0.0073 (6)
Cl1P	0.01680 (17)	0.01445 (17)	0.02051 (18)	0.00369 (12)	−0.00615 (14)	−0.00815 (13)
O1P	0.0234 (6)	0.0276 (7)	0.0369 (8)	0.0019 (5)	0.0019 (6)	−0.0201 (6)
O2P	0.0580 (10)	0.0308 (8)	0.0269 (7)	−0.0049 (7)	−0.0253 (7)	−0.0007 (6)
O3P	0.0427 (8)	0.0139 (6)	0.0382 (8)	0.0093 (5)	−0.0219 (7)	−0.0092 (5)
O4P	0.0178 (6)	0.0411 (8)	0.0597 (10)	−0.0049 (6)	−0.0017 (7)	−0.0291 (8)

Geometric parameters (Å, º)

Cr1—F1^i	1.8566 (10)	Cr2—N4	2.0799 (17)
Cr1—F1	1.8566 (10)	Cr2—N4^ii	2.0800 (17)
Cr1—N1^i	2.0867 (16)	Cr2—N3^ii	2.0908 (14)
Cr1—N1	2.0867 (16)	Cr2—N3	2.0908 (14)
Cr1—N2^i	2.0929 (15)	N3—C11	1.345 (2)
Cr1—N2	2.0929 (15)	N3—C15	1.350 (2)
N1—C1	1.3478 (19)	C11—C12	1.385 (2)
N1—C5	1.348 (2)	C11—H11	0.9500
C1—C2	1.386 (2)	C12—C13	1.383 (2)
C1—H1	0.9500	C12—H12	0.9500
C2—C3	1.384 (2)	C13—C14	1.386 (3)
C2—H2	0.9500	C13—H13	0.9500
C3—C4	1.396 (2)	C14—C15	1.385 (2)
C3—H3	0.9500	C14—H14	0.9500
C4—C5	1.386 (2)	C15—H15	0.9500
C4—H4	0.9500	N4—C16	1.341 (2)
C5—H5	0.9500	N4—C20	1.348 (2)
N2—C6	1.343 (2)	C16—C17	1.387 (2)
N2—C10	1.350 (2)	C16—H16	0.9500
C6—C7	1.388 (2)	C17—C18	1.382 (3)
C6—H6	0.9500	C17—H17	0.9500
C7—C8	1.383 (2)	C18—C19	1.391 (3)
C7—H7	0.9500	C18—H18	0.9500
C8—C9	1.386 (3)	C19—C20	1.378 (3)
C8—H8	0.9500	C19—H19	0.9500
C9—C10	1.381 (2)	C20—H20	0.9500
C9—H9	0.9500	Cl1P—O4P	1.4342 (15)
C10—H10	0.9500	Cl1P—O3P	1.4342 (14)
Cr2—F2^ii	1.8552 (10)	Cl1P—O2P	1.4351 (15)
Cr2—F2	1.8552 (10)	Cl1P—O1P	1.4416 (14)
F1^i—Cr1—F1	180.0	F2^ii—Cr2—N4^ii	90.36 (6)
F1^i—Cr1—N1^i	90.52 (5)	F2—Cr2—N4^ii	89.64 (6)
F1—Cr1—N1^i	89.48 (5)	N4—Cr2—N4^ii	180.0
F1^i—Cr1—N1	89.48 (5)	F2^ii—Cr2—N3^ii	90.31 (5)
F1—Cr1—N1	90.52 (5)	F2—Cr2—N3^ii	89.69 (5)
N1^i—Cr1—N1	180.00 (7)	N4—Cr2—N3^ii	87.08 (6)
F1^i—Cr1—N2^i	90.40 (5)	N4^ii—Cr2—N3^ii	92.92 (6)
F1—Cr1—N2^i	89.60 (5)	F2^ii—Cr2—N3	89.68 (5)
N1^i—Cr1—N2^i	92.68 (6)	F2—Cr2—N3	90.32 (5)
N1—Cr1—N2^i	87.32 (6)	N4—Cr2—N3	92.92 (6)
F1^i—Cr1—N2	89.60 (5)	N4^ii—Cr2—N3	87.08 (6)
F1—Cr1—N2	90.40 (5)	N3^ii—Cr2—N3	180.0
N1^i—Cr1—N2	87.32 (6)	C11—N3—C15	118.33 (14)
N1—Cr1—N2	92.68 (6)	C11—N3—Cr2	120.91 (11)
N2^i—Cr1—N2	180.0	C15—N3—Cr2	120.55 (11)
C1—N1—C5	118.53 (14)	N3—C11—C12	122.38 (15)
C1—N1—Cr1	119.68 (11)	N3—C11—H11	118.8
C5—N1—Cr1	121.77 (11)	C12—C11—H11	118.8
N1—C1—C2	122.25 (15)	C13—C12—C11	119.25 (16)
N1—C1—H1	118.9	C13—C12—H12	120.4
C2—C1—H1	118.9	C11—C12—H12	120.4
C3—C2—C1	119.33 (15)	C12—C13—C14	118.63 (15)
C3—C2—H2	120.3	C12—C13—H13	120.7
C1—C2—H2	120.3	C14—C13—H13	120.7
C2—C3—C4	118.55 (15)	C15—C14—C13	119.30 (15)
C2—C3—H3	120.7	C15—C14—H14	120.4
C4—C3—H3	120.7	C13—C14—H14	120.4
C5—C4—C3	119.09 (16)	N3—C15—C14	122.11 (15)
C5—C4—H4	120.5	N3—C15—H15	118.9
C3—C4—H4	120.5	C14—C15—H15	118.9
N1—C5—C4	122.22 (15)	C16—N4—C20	118.68 (15)
N1—C5—H5	118.9	C16—N4—Cr2	120.86 (11)
C4—C5—H5	118.9	C20—N4—Cr2	120.25 (12)
C6—N2—C10	118.41 (14)	N4—C16—C17	122.13 (16)
C6—N2—Cr1	120.40 (10)	N4—C16—H16	118.9
C10—N2—Cr1	121.05 (11)	C17—C16—H16	118.9
N2—C6—C7	122.17 (15)	C18—C17—C16	119.13 (17)
N2—C6—H6	118.9	C18—C17—H17	120.4
C7—C6—H6	118.9	C16—C17—H17	120.4
C8—C7—C6	119.12 (16)	C17—C18—C19	118.76 (17)
C8—C7—H7	120.4	C17—C18—H18	120.6
C6—C7—H7	120.4	C19—C18—H18	120.6
C7—C8—C9	118.91 (16)	C20—C19—C18	119.08 (17)
C7—C8—H8	120.5	C20—C19—H19	120.5
C9—C8—H8	120.5	C18—C19—H19	120.5
C10—C9—C8	119.00 (15)	N4—C20—C19	122.20 (17)
C10—C9—H9	120.5	N4—C20—H20	118.9
C8—C9—H9	120.5	C19—C20—H20	118.9
N2—C10—C9	122.39 (16)	O4P—Cl1P—O3P	110.13 (10)
N2—C10—H10	118.8	O4P—Cl1P—O2P	109.84 (11)
C9—C10—H10	118.8	O3P—Cl1P—O2P	109.44 (9)
F2^ii—Cr2—F2	180.0	O4P—Cl1P—O1P	109.02 (9)
F2^ii—Cr2—N4	89.64 (6)	O3P—Cl1P—O1P	108.90 (9)
F2—Cr2—N4	90.36 (6)	O2P—Cl1P—O1P	109.50 (10)
C5—N1—C1—C2	1.2 (2)	C15—N3—C11—C12	−0.1 (2)
Cr1—N1—C1—C2	179.81 (12)	Cr2—N3—C11—C12	−175.00 (12)
N1—C1—C2—C3	0.3 (2)	N3—C11—C12—C13	−0.4 (3)
C1—C2—C3—C4	−1.2 (2)	C11—C12—C13—C14	0.4 (3)
C2—C3—C4—C5	0.5 (3)	C12—C13—C14—C15	0.0 (2)
C1—N1—C5—C4	−1.9 (2)	C11—N3—C15—C14	0.5 (2)
Cr1—N1—C5—C4	179.55 (13)	Cr2—N3—C15—C14	175.44 (12)
C3—C4—C5—N1	1.0 (3)	C13—C14—C15—N3	−0.5 (2)
C10—N2—C6—C7	0.4 (2)	C20—N4—C16—C17	−0.9 (2)
Cr1—N2—C6—C7	−175.43 (12)	Cr2—N4—C16—C17	173.85 (12)
N2—C6—C7—C8	−0.6 (3)	N4—C16—C17—C18	0.9 (2)
C6—C7—C8—C9	0.4 (3)	C16—C17—C18—C19	0.1 (2)
C7—C8—C9—C10	0.0 (3)	C17—C18—C19—C20	−1.2 (3)
C6—N2—C10—C9	0.1 (2)	C16—N4—C20—C19	−0.3 (2)
Cr1—N2—C10—C9	175.84 (12)	Cr2—N4—C20—C19	−175.00 (14)
C8—C9—C10—N2	−0.2 (3)	C18—C19—C20—N4	1.3 (3)

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

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C1—H1···F1	0.95	2.36	2.892 (2)	115
C6—H6···F1	0.95	2.31	2.874 (2)	118
C11—H11···F2	0.95	2.32	2.879 (2)	117
C16—H16···F2	0.95	2.39	2.915 (2)	115
C14—H14···O1P	0.95	2.61	3.154 (2)	117
C9—H9···O2P	0.95	2.63	3.320 (3)	130
C1—H1···O3P^iii	0.95	2.41	3.107 (2)	130
C4—H4···O1P^iv	0.95	2.51	3.368 (2)	150
C5—H5···F1^i	0.95	2.38	2.900 (2)	114
C10—H10···F1^i	0.95	2.31	2.863 (2)	117
C15—H15···F2^ii	0.95	2.29	2.856 (2)	117
C20—H20···F2^ii	0.95	2.34	2.860 (2)	114
C15—H15···O3P^v	0.95	2.64	3.466 (2)	146
C19—H19···O2P^vi	0.95	2.58	3.227 (3)	125

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