The march of progress: structures of the adducts of potassium dicyanidoaurate(I) with 2,2′-bipyridyl (redetermination) and 1,10-phenanthroline

The structure of the 2,2′-bipyridyl adduct poly[(μ₂-2,2′-bipyridyl-κ³N,N′:N)di-μ₃-cyanido-κ⁶C:N:N-gold(I)potassium(I)], [AuK(CN)₂(C₁₀H₈N₂)]_n, (1) (space group P2₁), has been redetermined [previous determination: Jones et al. (1980). Acta Cryst. B36, 160–162]. The bipyridyl ligands coordinate only the potassium ion, which has a coordination sphere consisting of seven N-atom donors; gold(I) remains in the form of linear dicyanidoaurate(I) ions. The extended structure consists of layers in which the Au^I atoms form chains parallel to the short a axis, with Au...Au contacts of 3.7286 (1) Å, whereas the chains of potassium ions, which are also parallel to a, are bridged by bipyridyl and dicyanidoaurate resi­dues. The analogous 1,10-phenanthroline adduct, namely poly[di-μ₃-cyanido-κ⁶C:N:N-(μ₂-1,10-phenanthroline-κ³N,N′:N)gold(I)potassium(I)], [AuK(CN)₂(C₁₂H₈N₂)]_n, (2), crystallizes as nonmerohedral twins in the space group C2/c. The packing is closely related to that of (1), but the chains are now parallel to the short b axis and the layers are parallel to (10). The two independent Au^I atoms occupy special positions on inversion centres and twofold axes; the Au...Au contacts are 3.6771 (2) Å.

Computing details

For both structures, data collection: CrysAlis PRO (Rigaku Oxford Diffraction, 2015); cell refinement: CrysAlis PRO (Rigaku Oxford Diffraction, 2015); data reduction: CrysAlis PRO (Rigaku Oxford Diffraction, 2015); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2017 (Sheldrick, 2015); molecular graphics: XP (Siemens, 1994). Software used to prepare material for publication: SHELXL97 for (1); SHELXL2017 for (2).

Poly[(µ₂-2,2'-bipyridyl-κ³N,N':N)di-µ₃-cyanido-κ⁶C:N:N-gold(I)potassium(I)] (1)

Crystal data

[AuK(CN)2(C10H8N2)]	F(000) = 412
Mr = 444.29	Dx = 2.329 Mg m^−3
Monoclinic, P21	Mo Kα radiation, λ = 0.71073 Å
a = 3.72856 (13) Å	Cell parameters from 17376 reflections
b = 18.8381 (4) Å	θ = 2.5–30.8°
c = 9.1981 (2) Å	µ = 11.93 mm^−1
β = 101.337 (3)°	T = 100 K
V = 633.46 (3) Å^3	Lath, colourless
Z = 2	0.20 × 0.05 × 0.03 mm

Data collection

Oxford Diffraction Xcalibur Eos diffractometer	3792 independent reflections
Radiation source: fine-focus sealed X-ray tube	3671 reflections with I > 2σ(I)
Detector resolution: 16.1419 pixels mm^-1	Rint = 0.038
ω scan	θmax = 30.9°, θmin = 2.2°
Absorption correction: multi-scan (CrysAlis PRO; Rigaku Oxford Diffraction, 2015)	h = −5→5
Tmin = 0.569, Tmax = 1.000	k = −27→26
33810 measured reflections	l = −13→13

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.015	H-atom parameters constrained
wR(F^2) = 0.030	w = 1/[σ^2(Fo^2) + (0.0106P)^2 + 0.399P] where P = (Fo^2 + 2Fc^2)/3
S = 1.06	(Δ/σ)max = 0.001
3792 reflections	Δρmax = 1.13 e Å^−3
163 parameters	Δρmin = −0.75 e Å^−3
1 restraint	Absolute structure: Flack x determined using 1700 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons et al., 2013)
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: −0.014 (3)

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Refinement. CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.

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

	x	y	z	Uiso*/Ueq
Au1	0.00381 (3)	0.25092 (2)	0.98032 (2)	0.01365 (4)
K1	0.2679 (3)	0.50836 (5)	0.75067 (10)	0.01257 (17)
N1	−0.1879 (10)	0.40128 (19)	0.8414 (4)	0.0182 (7)
C1	−0.1144 (11)	0.3473 (2)	0.8962 (4)	0.0146 (8)
N2	0.1704 (10)	0.09486 (19)	1.0918 (4)	0.0176 (7)
C2	0.1130 (11)	0.1525 (2)	1.0540 (4)	0.0148 (8)
N11	0.6390 (9)	0.48670 (17)	0.4907 (4)	0.0139 (6)
C12	0.6661 (10)	0.5326 (2)	0.3804 (4)	0.0121 (7)
C13	0.5964 (12)	0.5116 (3)	0.2314 (5)	0.0194 (10)
H13	0.620167	0.544535	0.155721	0.023*
C14	0.4925 (12)	0.4421 (2)	0.1956 (4)	0.0192 (8)
H14	0.448875	0.426571	0.095448	0.023*
C15	0.4535 (11)	0.3960 (2)	0.3074 (5)	0.0183 (8)
H15	0.374788	0.348496	0.285694	0.022*
C16	0.5317 (11)	0.4202 (2)	0.4526 (4)	0.0171 (8)
H16	0.507842	0.387889	0.529345	0.021*
N21	0.9864 (9)	0.61680 (18)	0.5568 (4)	0.0140 (6)
C22	0.7697 (11)	0.6068 (2)	0.4228 (4)	0.0120 (7)
C23	0.6449 (11)	0.6628 (2)	0.3283 (4)	0.0160 (8)
H23	0.494136	0.654060	0.234077	0.019*
C24	0.7425 (11)	0.7315 (2)	0.3726 (5)	0.0174 (9)
H24	0.658213	0.770587	0.309896	0.021*
C25	0.9645 (10)	0.7422 (4)	0.5098 (4)	0.0160 (11)
H25	1.036238	0.788707	0.543429	0.019*
C26	1.0803 (11)	0.6835 (2)	0.5973 (4)	0.0158 (8)
H26	1.234960	0.690988	0.691198	0.019*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Au1	0.01722 (7)	0.01062 (6)	0.01254 (5)	0.00043 (9)	0.00152 (4)	0.00143 (17)
K1	0.0127 (4)	0.0117 (4)	0.0128 (4)	0.0005 (4)	0.0012 (3)	0.0008 (3)
N1	0.0161 (19)	0.0161 (17)	0.0224 (17)	−0.0005 (14)	0.0038 (13)	0.0028 (13)
C1	0.013 (2)	0.0157 (19)	0.0152 (17)	−0.0023 (15)	0.0024 (14)	−0.0023 (14)
N2	0.0166 (19)	0.0168 (17)	0.0199 (17)	0.0001 (13)	0.0049 (13)	0.0035 (13)
C2	0.013 (2)	0.0173 (19)	0.0141 (17)	−0.0002 (15)	0.0034 (14)	−0.0003 (14)
N11	0.0154 (17)	0.0127 (16)	0.0141 (15)	0.0015 (12)	0.0037 (12)	0.0007 (12)
C12	0.0081 (18)	0.0143 (18)	0.0142 (17)	0.0006 (14)	0.0031 (13)	−0.0008 (13)
C13	0.015 (2)	0.029 (3)	0.013 (2)	−0.003 (2)	0.0023 (17)	0.0012 (18)
C14	0.014 (2)	0.028 (2)	0.0151 (18)	−0.0030 (16)	0.0019 (15)	−0.0063 (16)
C15	0.014 (2)	0.020 (2)	0.021 (2)	−0.0011 (16)	0.0022 (15)	−0.0053 (15)
C16	0.019 (2)	0.0173 (19)	0.0168 (18)	0.0025 (15)	0.0069 (15)	0.0022 (15)
N21	0.0132 (17)	0.0156 (16)	0.0128 (14)	0.0008 (13)	0.0013 (12)	0.0006 (12)
C22	0.0094 (19)	0.0153 (18)	0.0119 (16)	−0.0008 (14)	0.0035 (13)	0.0014 (13)
C23	0.012 (2)	0.020 (2)	0.0157 (18)	0.0030 (15)	0.0030 (14)	0.0042 (15)
C24	0.014 (2)	0.018 (2)	0.0217 (18)	0.0048 (14)	0.0080 (15)	0.0068 (13)
C25	0.0145 (17)	0.012 (3)	0.0234 (16)	0.0005 (17)	0.0075 (13)	0.0002 (17)
C26	0.014 (2)	0.0192 (19)	0.0143 (18)	−0.0003 (15)	0.0020 (14)	−0.0007 (14)

Geometric parameters (Å, º)

Au1—C2	1.988 (4)	C13—H13	0.9500
Au1—C1	1.989 (4)	C14—C15	1.376 (6)
K1—N21^i	2.778 (3)	C14—H14	0.9500
K1—N2^ii	2.819 (4)	C15—C16	1.387 (5)
K1—N1	2.866 (4)	C15—H15	0.9500
K1—N1^iii	2.866 (4)	C16—H16	0.9500
K1—N2^iv	2.891 (4)	N21—C26	1.337 (5)
K1—N11	3.017 (3)	N21—C22	1.348 (5)
K1—N11^i	3.030 (3)	C22—C23	1.388 (5)
N1—C1	1.144 (5)	C23—C24	1.384 (6)
N2—C2	1.148 (5)	C23—H23	0.9500
N11—C16	1.340 (5)	C24—C25	1.381 (5)
N11—C12	1.351 (5)	C24—H24	0.9500
C12—C13	1.401 (6)	C25—C26	1.386 (7)
C12—C22	1.482 (5)	C25—H25	0.9500
C13—C14	1.386 (7)	C26—H26	0.9500
C2—Au1—C1	177.03 (16)	N11—C12—C13	121.8 (4)
N21^i—K1—N2^ii	93.07 (10)	N11—C12—C22	117.4 (3)
N21^i—K1—N1	122.25 (11)	C13—C12—C22	120.9 (4)
N2^ii—K1—N1	132.88 (11)	C14—C13—C12	119.2 (4)
N21^i—K1—N1^iii	149.41 (11)	C14—C13—H13	120.4
N2^ii—K1—N1^iii	81.10 (10)	C12—C13—H13	120.4
N1—K1—N1^iii	81.15 (9)	C15—C14—C13	119.0 (4)
N21^i—K1—N2^iv	74.19 (10)	C15—C14—H14	120.5
N2^ii—K1—N2^iv	81.53 (9)	C13—C14—H14	120.5
N1—K1—N2^iv	79.91 (10)	C14—C15—C16	118.6 (4)
N1^iii—K1—N2^iv	133.50 (11)	C14—C15—H15	120.7
N21^i—K1—N11	76.41 (10)	C16—C15—H15	120.7
N2^ii—K1—N11	94.33 (10)	N11—C16—C15	123.7 (4)
N1—K1—N11	121.76 (10)	N11—C16—K1	57.9 (2)
N1^iii—K1—N11	74.16 (10)	C15—C16—K1	150.5 (3)
N2^iv—K1—N11	150.01 (10)	N11—C16—H16	118.1
N21^i—K1—N11^i	57.06 (9)	C15—C16—H16	118.1
N2^ii—K1—N11^i	149.88 (10)	K1—C16—H16	68.9
N1—K1—N11^i	73.97 (10)	C26—N21—C22	117.6 (3)
N1^iii—K1—N11^i	121.92 (10)	C26—N21—K1^iii	117.8 (2)
N2^iv—K1—N11^i	92.60 (10)	C22—N21—K1^iii	124.5 (3)
N11—K1—N11^i	76.14 (8)	N21—C22—C23	122.2 (4)
C1—N1—K1	130.5 (3)	N21—C22—C12	116.8 (3)
C1—N1—K1^i	148.0 (3)	C23—C22—C12	120.9 (3)
K1—N1—K1^i	81.15 (9)	C24—C23—C22	119.3 (4)
N1—C1—Au1	176.8 (4)	C24—C23—H23	120.3
C2—N2—K1^v	141.1 (3)	C22—C23—H23	120.3
C2—N2—K1^vi	126.6 (3)	C25—C24—C23	118.8 (4)
K1^v—N2—K1^vi	81.53 (9)	C25—C24—H24	120.6
N2—C2—Au1	177.7 (4)	C23—C24—H24	120.6
C16—N11—C12	117.6 (3)	C24—C25—C26	118.5 (5)
C16—N11—K1	100.0 (2)	C24—C25—H25	120.8
C12—N11—K1	128.5 (2)	C26—C25—H25	120.8
C16—N11—K1^iii	118.5 (3)	N21—C26—C25	123.6 (4)
C12—N11—K1^iii	110.2 (2)	N21—C26—H26	118.2
K1—N11—K1^iii	76.14 (8)	C25—C26—H26	118.2
C16—N11—C12—C13	−1.9 (6)	C14—C15—C16—K1	84.2 (7)
K1—N11—C12—C13	−133.8 (3)	C26—N21—C22—C23	0.0 (6)
K1^iii—N11—C12—C13	138.1 (3)	K1^iii—N21—C22—C23	−178.1 (3)
C16—N11—C12—C22	177.5 (3)	C26—N21—C22—C12	−179.5 (3)
K1—N11—C12—C22	45.6 (5)	K1^iii—N21—C22—C12	2.4 (5)
K1^iii—N11—C12—C22	−42.4 (4)	N11—C12—C22—N21	30.3 (5)
N11—C12—C13—C14	0.8 (7)	C13—C12—C22—N21	−150.3 (4)
C22—C12—C13—C14	−178.6 (4)	N11—C12—C22—C23	−149.2 (4)
C12—C13—C14—C15	1.3 (7)	C13—C12—C22—C23	30.2 (6)
C13—C14—C15—C16	−2.1 (6)	N21—C22—C23—C24	−0.6 (6)
C12—N11—C16—C15	1.1 (6)	C12—C22—C23—C24	179.0 (4)
K1—N11—C16—C15	144.8 (4)	C22—C23—C24—C25	0.5 (6)
K1^iii—N11—C16—C15	−135.7 (4)	C23—C24—C25—C26	0.0 (6)
C12—N11—C16—K1	−143.7 (4)	C22—N21—C26—C25	0.6 (6)
K1^iii—N11—C16—K1	79.58 (19)	K1^iii—N21—C26—C25	178.8 (3)
C14—C15—C16—N11	1.0 (6)	C24—C25—C26—N21	−0.6 (6)

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

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C13—H13···N2^vii	0.95	2.72	3.616 (6)	158

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

Poly[di-µ₃-cyanido-κ⁶C:N:N-(µ₂-1,10-phenanthroline-κ³N,N':N)gold(I)potassium(I)] (2)

Crystal data

[AuK(CN)2(C12H8N2)]	F(000) = 1744
Mr = 468.31	Dx = 2.336 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
a = 41.202 (3) Å	Cell parameters from 9090 reflections
b = 3.67714 (16) Å	θ = 3.0–28.5°
c = 19.5967 (14) Å	µ = 11.35 mm^−1
β = 116.232 (9)°	T = 105 K
V = 2663.2 (3) Å^3	Needle, colourless
Z = 8	0.24 × 0.02 × 0.01 mm

Data collection

Oxford Diffraction Xcalibur Eos diffractometer	6294 independent reflections
Radiation source: fine-focus sealed X-ray tube	3789 reflections with I > 2σ(I)
Detector resolution: 16.1419 pixels mm^-1	θmax = 29.4°, θmin = 2.2°
ω–scan	h = −56→55
Absorption correction: multi-scan (CrysAlis PRO; Rigaku Oxford Diffraction, 2015)	k = −5→5
Tmin = 0.847, Tmax = 1.000	l = −26→26
6294 measured reflections

Refinement

Refinement on F^2	96 restraints
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.033	H-atom parameters constrained
wR(F^2) = 0.037	w = 1/[σ^2(Fo^2) + (0.0075P)^2] where P = (Fo^2 + 2Fc^2)/3
S = 0.74	(Δ/σ)max = 0.002
6294 reflections	Δρmax = 2.47 e Å^−3
184 parameters	Δρmin = −1.12 e Å^−3

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Refinement. Refined as a 2-component twin

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

	x	y	z	Uiso*/Ueq
Au1	0.250000	0.250000	0.500000	0.01367 (8)
Au2	0.500000	0.43336 (7)	0.750000	0.01282 (8)
K1	0.37760 (3)	−0.1119 (3)	0.48572 (6)	0.0138 (3)
N1	0.32425 (10)	0.3712 (10)	0.4944 (2)	0.0178 (11)
C1	0.29712 (13)	0.3306 (12)	0.4951 (3)	0.0169 (13)
N2	0.42846 (10)	0.4119 (10)	0.5972 (2)	0.0168 (10)
C2	0.45444 (13)	0.4240 (13)	0.6526 (3)	0.0147 (12)
N11	0.41286 (10)	0.3757 (10)	0.4134 (2)	0.0126 (10)
N21	0.34013 (10)	0.5067 (10)	0.3440 (2)	0.0104 (10)
C3	0.44829 (13)	0.3181 (12)	0.4463 (3)	0.0152 (14)
H3	0.461480	0.368645	0.499039	0.018*
C4	0.46732 (12)	0.1863 (12)	0.4070 (3)	0.0169 (13)
H4	0.492773	0.152104	0.432635	0.020*
C5	0.44855 (12)	0.1085 (12)	0.3315 (3)	0.0150 (12)
H5	0.460990	0.014662	0.304498	0.018*
C6	0.41127 (12)	0.1651 (12)	0.2935 (3)	0.0121 (12)
C7	0.39000 (12)	0.0889 (12)	0.2152 (3)	0.0164 (12)
H7	0.401438	−0.005720	0.186241	0.020*
C8	0.35438 (13)	0.1465 (12)	0.1812 (3)	0.0173 (13)
H8	0.340948	0.089247	0.128851	0.021*
C9	0.33601 (12)	0.2935 (12)	0.2225 (3)	0.0126 (12)
C10	0.29883 (12)	0.3652 (12)	0.1885 (3)	0.0174 (13)
H10	0.284551	0.313625	0.136057	0.021*
C11	0.28326 (12)	0.5087 (12)	0.2307 (3)	0.0163 (13)
H11	0.258185	0.565522	0.208011	0.020*
C12	0.30485 (13)	0.5711 (13)	0.3081 (3)	0.0156 (13)
H12	0.293435	0.666501	0.337024	0.019*
C13	0.35579 (12)	0.3739 (12)	0.3007 (3)	0.0108 (12)
C14	0.39434 (12)	0.3044 (12)	0.3381 (3)	0.0109 (12)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Au1	0.01307 (17)	0.01568 (19)	0.01347 (18)	0.00033 (13)	0.00698 (14)	0.00015 (15)
Au2	0.01261 (18)	0.01431 (19)	0.01240 (18)	0.000	0.00631 (15)	0.000
K1	0.0151 (6)	0.0113 (7)	0.0157 (6)	−0.0011 (5)	0.0074 (5)	−0.0015 (5)
N1	0.021 (3)	0.014 (3)	0.023 (3)	0.0015 (19)	0.014 (2)	0.002 (2)
C1	0.020 (2)	0.013 (2)	0.016 (2)	0.0007 (17)	0.0068 (18)	0.0014 (17)
N2	0.019 (2)	0.014 (2)	0.014 (3)	0.0013 (19)	0.004 (2)	0.001 (2)
C2	0.017 (2)	0.011 (2)	0.020 (2)	−0.0001 (18)	0.0112 (18)	0.0001 (19)
N11	0.0124 (18)	0.0112 (19)	0.015 (2)	−0.0002 (15)	0.0067 (15)	−0.0008 (16)
N21	0.0103 (18)	0.006 (2)	0.0137 (19)	0.0004 (14)	0.0042 (15)	0.0009 (15)
C3	0.017 (2)	0.013 (2)	0.015 (2)	−0.0012 (17)	0.0061 (18)	0.0009 (18)
C4	0.012 (2)	0.016 (2)	0.024 (2)	0.0017 (16)	0.0090 (18)	0.0030 (18)
C5	0.018 (2)	0.013 (2)	0.019 (2)	0.0001 (17)	0.0121 (18)	0.0007 (18)
C6	0.015 (2)	0.009 (2)	0.016 (2)	−0.0015 (16)	0.0091 (17)	0.0020 (17)
C7	0.025 (2)	0.013 (2)	0.015 (2)	0.0019 (18)	0.0119 (18)	−0.0018 (18)
C8	0.025 (2)	0.014 (2)	0.012 (2)	−0.0069 (17)	0.0079 (18)	−0.0016 (17)
C9	0.016 (2)	0.007 (2)	0.014 (2)	−0.0032 (17)	0.0065 (17)	0.0013 (18)
C10	0.020 (2)	0.012 (2)	0.015 (2)	−0.0038 (17)	0.0029 (18)	0.0009 (18)
C11	0.014 (2)	0.014 (2)	0.018 (2)	−0.0014 (17)	0.0033 (17)	0.0028 (18)
C12	0.018 (2)	0.013 (2)	0.016 (2)	−0.0017 (17)	0.0080 (18)	−0.0001 (19)
C13	0.012 (2)	0.007 (2)	0.013 (2)	−0.0004 (16)	0.0064 (17)	0.0013 (17)
C14	0.013 (2)	0.007 (2)	0.013 (2)	−0.0012 (16)	0.0062 (17)	0.0008 (17)

Geometric parameters (Å, º)

Au1—C1	2.008 (5)	C3—H3	0.9500
Au1—C1^i	2.008 (5)	C4—C5	1.363 (6)
Au2—C2^ii	2.000 (5)	C4—H4	0.9500
Au2—C2	2.000 (5)	C5—C6	1.395 (6)
K1—N2^iii	2.861 (4)	C5—H5	0.9500
K1—N21^iii	2.876 (4)	C6—C7	1.419 (6)
K1—N1	2.889 (4)	C6—C14	1.431 (6)
K1—N1^iii	2.967 (4)	C7—C8	1.333 (6)
K1—N2	2.971 (4)	C7—H7	0.9500
K1—N11	3.025 (4)	C8—C9	1.435 (6)
K1—N11^iii	3.080 (4)	C8—H8	0.9500
K1—N21	3.388 (4)	C9—C10	1.399 (6)
N1—C1	1.134 (5)	C9—C13	1.413 (6)
N2—C2	1.140 (5)	C10—C11	1.358 (6)
N11—C3	1.327 (5)	C10—H10	0.9500
N11—C14	1.355 (6)	C11—C12	1.397 (6)
N21—C12	1.327 (5)	C11—H11	0.9500
N21—C13	1.364 (6)	C12—H12	0.9500
C3—C4	1.405 (6)	C13—C14	1.448 (6)
C1—Au1—C1^i	180.0	K1—N11—K1^iv	74.06 (9)
C2^ii—Au2—C2	178.0 (3)	C12—N21—C13	116.2 (4)
N2^iii—K1—N21^iii	109.76 (12)	C12—N21—K1^iv	114.9 (3)
N2^iii—K1—N1	130.62 (12)	C13—N21—K1^iv	125.2 (3)
N21^iii—K1—N1	105.02 (11)	C12—N21—K1	123.4 (3)
N2^iii—K1—N1^iii	82.84 (11)	C13—N21—K1	95.8 (3)
N21^iii—K1—N1^iii	69.38 (11)	K1^iv—N21—K1	71.37 (9)
N1—K1—N1^iii	77.78 (10)	N11—C3—C4	123.4 (5)
N2^iii—K1—N2	78.16 (10)	N11—C3—H3	118.3
N21^iii—K1—N2	158.31 (12)	C4—C3—H3	118.3
N1—K1—N2	82.30 (11)	C5—C4—C3	118.7 (5)
N1^iii—K1—N2	132.29 (12)	C5—C4—H4	120.6
N2^iii—K1—N11	112.27 (11)	C3—C4—H4	120.6
N21^iii—K1—N11	90.04 (11)	C4—C5—C6	120.7 (5)
N1—K1—N11	101.46 (11)	C4—C5—H5	119.6
N1^iii—K1—N11	158.09 (12)	C6—C5—H5	119.6
N2—K1—N11	68.37 (11)	C5—C6—C7	123.8 (4)
N2^iii—K1—N11^iii	68.99 (11)	C5—C6—C14	116.5 (4)
N21^iii—K1—N11^iii	54.45 (10)	C7—C6—C14	119.7 (4)
N1—K1—N11^iii	158.28 (12)	C8—C7—C6	121.8 (5)
N1^iii—K1—N11^iii	98.42 (11)	C8—C7—H7	119.1
N2—K1—N11^iii	114.32 (11)	C6—C7—H7	119.1
N11—K1—N11^iii	74.06 (9)	C7—C8—C9	121.1 (5)
N2^iii—K1—N21	162.07 (11)	C7—C8—H8	119.4
N21^iii—K1—N21	71.37 (9)	C9—C8—H8	119.4
N1—K1—N21	63.42 (11)	C10—C9—C13	117.5 (4)
N1^iii—K1—N21	113.35 (10)	C10—C9—C8	122.8 (4)
N2—K1—N21	94.89 (10)	C13—C9—C8	119.7 (4)
N11—K1—N21	50.02 (9)	C11—C10—C9	119.7 (5)
N11^iii—K1—N21	99.81 (11)	C11—C10—H10	120.1
C1—N1—K1	134.4 (3)	C9—C10—H10	120.1
C1—N1—K1^iv	147.6 (3)	C10—C11—C12	118.7 (5)
K1—N1—K1^iv	77.78 (10)	C10—C11—H11	120.7
N1—C1—Au1	178.0 (5)	C12—C11—H11	120.7
C2—N2—K1^iv	140.0 (4)	N21—C12—C11	124.7 (5)
C2—N2—K1	141.8 (4)	N21—C12—H12	117.6
K1^iv—N2—K1	78.16 (10)	C11—C12—H12	117.6
N2—C2—Au2	178.7 (5)	N21—C13—C9	123.1 (4)
C3—N11—C14	117.8 (4)	N21—C13—C14	117.6 (4)
C3—N11—K1	109.4 (3)	C9—C13—C14	119.3 (4)
C14—N11—K1	103.9 (3)	N11—C14—C6	122.8 (4)
C3—N11—K1^iv	121.1 (3)	N11—C14—C13	118.7 (4)
C14—N11—K1^iv	117.8 (3)	C6—C14—C13	118.5 (4)
C14—N11—C3—C4	−0.3 (7)	C12—N21—C13—C14	179.4 (4)
K1—N11—C3—C4	117.9 (4)	K1^iv—N21—C13—C14	22.4 (5)
K1^iv—N11—C3—C4	−159.4 (3)	K1—N21—C13—C14	−48.8 (4)
N11—C3—C4—C5	−0.9 (7)	C10—C9—C13—N21	1.9 (7)
C3—C4—C5—C6	1.2 (7)	C8—C9—C13—N21	−178.6 (4)
C4—C5—C6—C7	−179.7 (4)	C10—C9—C13—C14	−179.9 (4)
C4—C5—C6—C14	−0.4 (6)	C8—C9—C13—C14	−0.4 (6)
C5—C6—C7—C8	179.8 (4)	C3—N11—C14—C6	1.1 (7)
C14—C6—C7—C8	0.6 (7)	K1—N11—C14—C6	−120.0 (4)
C6—C7—C8—C9	0.8 (7)	K1^iv—N11—C14—C6	160.9 (3)
C7—C8—C9—C10	178.6 (4)	C3—N11—C14—C13	−178.5 (4)
C7—C8—C9—C13	−0.9 (7)	K1—N11—C14—C13	60.4 (4)
C13—C9—C10—C11	0.3 (6)	K1^iv—N11—C14—C13	−18.7 (5)
C8—C9—C10—C11	−179.2 (4)	C5—C6—C14—N11	−0.8 (7)
C9—C10—C11—C12	−1.9 (7)	C7—C6—C14—N11	178.5 (4)
C13—N21—C12—C11	0.8 (7)	C5—C6—C14—C13	178.8 (4)
K1^iv—N21—C12—C11	160.1 (4)	C7—C6—C14—C13	−1.9 (6)
K1—N21—C12—C11	−116.5 (5)	N21—C13—C14—N11	−0.4 (6)
C10—C11—C12—N21	1.4 (7)	C9—C13—C14—N11	−178.7 (4)
C12—N21—C13—C9	−2.4 (6)	N21—C13—C14—C6	−180.0 (4)
K1^iv—N21—C13—C9	−159.4 (3)	C9—C13—C14—C6	1.7 (6)
K1—N21—C13—C9	129.4 (4)

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