Tricarbon-yl(η-4',7-dimethoxy-iso-flavone)chromium(0).

The metal atom of the Cr(CO)(3) unit of the title compound, [Cr(C(17)H(14)O(4))(CO)(3)], is coordinated to the methoxy-phenyl ring of the isoflavone ligand; the Cr(CO)(3) unit exhibits a three-legged piano-stool conformation. The aromatic ring of the methoxy-phenyl group is twisted by 42.49 (9)° with respect to the γ-pyrone ring. In the fused-ring, the dihedral angle between the phenyl-ene and γ-pyrone rings is 3.08 (13)°.

Related literature

For tricarbon­yl(arene)chromium complexes in regioselective reactions, see: Dominique et al. (1999 ▶). For their photochromic properties, see: Hannesschlager et al. (1999 ▶). For Cr(CO)3 complexation to the aromatic ring of flavanone, see: Dominique et al. (1999 ▶). For Cr(CO)3 complexation to (1,3-dimeth­oxy­benzene), see: Zeller et al. (2004 ▶). For comparison bond distances, see: Allen (2002 ▶). For the synthesis of 4′,7-dimethoxy­isoflavone, see: Thakkar & Cushman (1995 ▶).

Experimental

Crystal data

[Cr(C17H14O4)(CO)3]

M = 418.31

Monoclinic,

a = 12.3454 (7) Å

b = 17.9984 (8) Å

c = 7.9988 (4) Å

β = 103.733 (2)°

V = 1726.50 (15) Å3

Z = 4

Mo Kα radiation

μ = 0.71 mm−1

T = 173 K

0.43 × 0.23 × 0.10 mm

Data collection

Bruker APEXII CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2004 ▶) T min = 0.751, T max = 0.933

9320 measured reflections

4145 independent reflections

3393 reflections with I > 2σ(I)

R int = 0.027

Refinement

R[F 2 > 2σ(F 2)] = 0.044

wR(F 2) = 0.117

S = 1.08

4145 reflections

255 parameters

H-atom parameters constrained

Δρmax = 0.86 e Å−3

Δρmin = −0.41 e Å−3

Data collection: APEX2 (Bruker, 2005 ▶); cell refinement: SAINT-Plus (Bruker, 2004 ▶); data reduction: SAINT-Plus; program(s) used to solve structure: SIR97 (Altomare et al., 1999 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: DIAMOND (Brandenburg & Putz, 2005 ▶); software used to prepare material for publication: WinGX (Farrugia, 1999 ▶).

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536809040537/ng2656sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809040537/ng2656Isup2.hkl

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

[Cr(C17H14O4)(CO)3]	F(000) = 856
Mr = 418.31	Dx = 1.609 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 3261 reflections
a = 12.3454 (7) Å	θ = 2.8–28.3°
b = 17.9984 (8) Å	µ = 0.71 mm−1
c = 7.9988 (4) Å	T = 173 K
β = 103.733 (2)°	Block, yellow
V = 1726.50 (15) Å3	0.43 × 0.23 × 0.1 mm
Z = 4

Bruker APEXII CCD diffractometer	4145 independent reflections
Radiation source: fine-focus sealed tube	3393 reflections with I > 2σ(I)
graphite	Rint = 0.027
φ and ω scans	θmax = 28°, θmin = 1.7°
Absorption correction: multi-scan (SADABS; Bruker, 2004)	h = −16→9
Tmin = 0.751, Tmax = 0.933	k = −23→21
9320 measured reflections	l = −10→9

Refinement on F2	0 restraints
Least-squares matrix: full	H-atom parameters constrained
R[F2 > 2σ(F2)] = 0.044	w = 1/[σ2(Fo2) + (0.0453P)2 + 2.2801P] where P = (Fo2 + 2Fc2)/3
wR(F2) = 0.117	(Δ/σ)max < 0.001
S = 1.08	Δρmax = 0.86 e Å−3
4145 reflections	Δρmin = −0.41 e Å−3
255 parameters

Experimental. The intensity data was collected on a Bruker Apex II CCD diffractometer using an exposure time of 10 s/frame. The 509 frames were collected with a frame width of 0.5° covering up to θ = 28° with 99.4% completeness accomplished.

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.

	x	y	z	Uiso*/Ueq
Cr	0.67866 (3)	0.08506 (2)	0.83271 (5)	0.01520 (12)
C71	−0.0137 (3)	0.34474 (18)	0.1743 (5)	0.0415 (8)
H71A	−0.0177	0.3606	0.29	0.062*
H71B	−0.0845	0.3559	0.0926	0.062*
H71C	0.0469	0.3713	0.1402	0.062*
C1'	0.5514 (2)	0.16695 (13)	0.8698 (3)	0.0170 (5)
C2	0.4317 (2)	0.26583 (14)	0.7185 (3)	0.0210 (5)
H2	0.4859	0.2986	0.7838	0.025*
C2'	0.6553 (2)	0.20306 (14)	0.8800 (3)	0.0198 (5)
H2'	0.6591	0.2432	0.8046	0.024*
C3'	0.7524 (2)	0.18039 (14)	0.9997 (3)	0.0212 (5)
H3'	0.8208	0.2058	1.0066	0.025*
C3	0.4495 (2)	0.19286 (14)	0.7448 (3)	0.0185 (5)
C4	0.3661 (2)	0.13983 (14)	0.6510 (3)	0.0192 (5)
C4'	0.7479 (2)	0.11970 (14)	1.1093 (3)	0.0201 (5)
C5	0.1963 (2)	0.13098 (15)	0.4082 (4)	0.0248 (6)
H5	0.2022	0.0784	0.4126	0.03*
C5'	0.6471 (2)	0.08121 (14)	1.0971 (3)	0.0182 (5)
H5'	0.6442	0.0395	1.1688	0.022*
C6	0.1094 (2)	0.16347 (16)	0.2927 (4)	0.0272 (6)
H6	0.0567	0.1336	0.2156	0.033*
C6'	0.5506 (2)	0.10521 (14)	0.9775 (3)	0.0185 (5)
H6'	0.4828	0.0789	0.9692	0.022*
C7	0.0986 (2)	0.24107 (16)	0.2887 (4)	0.0246 (6)
C8	0.1774 (2)	0.28543 (15)	0.3938 (4)	0.0241 (6)
H8	0.1713	0.338	0.3893	0.029*
C9	0.2667 (2)	0.25058 (14)	0.5070 (3)	0.0196 (5)
C10	0.2769 (2)	0.17415 (14)	0.5204 (3)	0.0196 (5)
C11	0.6772 (2)	0.11149 (14)	0.6116 (4)	0.0224 (5)
C12	0.8108 (2)	0.03640 (15)	0.8470 (4)	0.0252 (6)
C13	0.6030 (2)	−0.00087 (14)	0.7453 (3)	0.0213 (5)
C41'	0.8552 (3)	0.03005 (17)	1.2974 (4)	0.0326 (7)
H41A	0.8072	0.0277	1.3788	0.049*
H41B	0.9328	0.0212	1.3587	0.049*
H41C	0.8319	−0.0079	1.2082	0.049*
O1	0.6770 (2)	0.12958 (12)	0.4726 (3)	0.0362 (5)
O2	0.89489 (18)	0.00706 (14)	0.8540 (3)	0.0461 (6)
O3	0.55781 (18)	−0.05454 (11)	0.6900 (3)	0.0318 (5)
O4'	0.84603 (16)	0.10203 (11)	1.2190 (2)	0.0260 (4)
O4	0.36907 (17)	0.07292 (10)	0.6784 (3)	0.0271 (4)
O5	0.34364 (15)	0.29706 (10)	0.6077 (2)	0.0227 (4)
O7	0.00685 (17)	0.26705 (12)	0.1746 (3)	0.0347 (5)

	U11	U22	U33	U12	U13	U23
Cr	0.0162 (2)	0.01354 (19)	0.0156 (2)	−0.00044 (15)	0.00332 (14)	0.00014 (15)
C71	0.0309 (16)	0.0381 (18)	0.050 (2)	0.0135 (14)	−0.0004 (15)	0.0107 (15)
C1'	0.0199 (12)	0.0159 (11)	0.0154 (11)	0.0018 (9)	0.0048 (9)	−0.0032 (9)
C2	0.0205 (12)	0.0201 (12)	0.0211 (12)	0.0020 (10)	0.0024 (10)	0.0009 (10)
C2'	0.0242 (13)	0.0139 (11)	0.0208 (12)	−0.0011 (9)	0.0047 (10)	−0.0009 (9)
C3'	0.0204 (12)	0.0188 (12)	0.0228 (13)	−0.0029 (10)	0.0020 (10)	−0.0026 (10)
C3	0.0185 (12)	0.0199 (12)	0.0177 (12)	0.0012 (9)	0.0058 (10)	0.0018 (10)
C4	0.0187 (12)	0.0188 (12)	0.0203 (12)	0.0014 (9)	0.0054 (10)	0.0015 (10)
C4'	0.0218 (12)	0.0192 (12)	0.0173 (12)	0.0002 (10)	0.0007 (10)	−0.0037 (10)
C5	0.0249 (13)	0.0200 (13)	0.0277 (14)	−0.0016 (10)	0.0028 (11)	0.0021 (11)
C5'	0.0272 (13)	0.0156 (11)	0.0124 (11)	0.0003 (10)	0.0060 (9)	0.0014 (9)
C6	0.0227 (13)	0.0291 (14)	0.0268 (14)	−0.0044 (11)	0.0002 (11)	0.0029 (12)
C6'	0.0191 (12)	0.0193 (12)	0.0179 (12)	−0.0008 (9)	0.0059 (10)	−0.0012 (9)
C7	0.0173 (12)	0.0293 (14)	0.0269 (14)	0.0042 (10)	0.0049 (10)	0.0086 (11)
C8	0.0241 (13)	0.0209 (13)	0.0268 (14)	0.0044 (10)	0.0049 (11)	0.0062 (11)
C9	0.0187 (12)	0.0215 (12)	0.0190 (12)	0.0012 (10)	0.0051 (10)	0.0006 (10)
C10	0.0187 (12)	0.0198 (12)	0.0209 (12)	0.0004 (9)	0.0056 (10)	0.0027 (10)
C11	0.0237 (13)	0.0178 (12)	0.0247 (14)	−0.0014 (10)	0.0038 (10)	−0.0025 (10)
C12	0.0245 (13)	0.0227 (13)	0.0260 (14)	0.0002 (11)	0.0013 (11)	−0.0061 (11)
C13	0.0242 (13)	0.0210 (13)	0.0199 (12)	−0.0013 (10)	0.0073 (10)	0.0001 (10)
C41'	0.0289 (15)	0.0312 (15)	0.0324 (16)	0.0028 (12)	−0.0033 (12)	0.0096 (13)
O1	0.0576 (15)	0.0321 (11)	0.0212 (10)	−0.0032 (10)	0.0140 (10)	0.0037 (9)
O2	0.0268 (12)	0.0449 (14)	0.0615 (16)	0.0122 (10)	0.0002 (11)	−0.0138 (12)
O3	0.0364 (12)	0.0229 (10)	0.0373 (12)	−0.0090 (9)	0.0110 (9)	−0.0063 (9)
O4'	0.0216 (9)	0.0258 (10)	0.0255 (10)	−0.0009 (7)	−0.0041 (8)	0.0029 (8)
O4	0.0275 (10)	0.0177 (9)	0.0312 (11)	−0.0030 (7)	−0.0030 (8)	0.0048 (8)
O5	0.0232 (9)	0.0172 (9)	0.0253 (10)	0.0024 (7)	0.0009 (8)	0.0008 (7)
O7	0.0233 (10)	0.0340 (12)	0.0410 (13)	0.0039 (8)	−0.0038 (9)	0.0103 (10)

Cr—C11	1.827 (3)	C4—C10	1.463 (3)
Cr—C12	1.831 (3)	C4'—O4'	1.354 (3)
Cr—C13	1.855 (3)	C4'—C5'	1.407 (4)
Cr—C2'	2.188 (2)	C5—C6	1.369 (4)
Cr—C6'	2.200 (2)	C5—C10	1.405 (4)
Cr—C1'	2.225 (2)	C5—H5	0.95
Cr—C3'	2.231 (3)	C5'—C6'	1.407 (3)
Cr—C5'	2.241 (2)	C5'—H5'	0.95
Cr—C4'	2.262 (2)	C6—C7	1.403 (4)
C71—O7	1.421 (4)	C6—H6	0.95
C71—H71A	0.98	C6'—H6'	0.95
C71—H71B	0.98	C7—O7	1.358 (3)
C71—H71C	0.98	C7—C8	1.379 (4)
C1'—C6'	1.407 (3)	C8—C9	1.398 (4)
C1'—C2'	1.423 (3)	C8—H8	0.95
C1'—C3	1.484 (3)	C9—O5	1.374 (3)
C2—C3	1.340 (4)	C9—C10	1.383 (4)
C2—O5	1.351 (3)	C11—O1	1.158 (3)
C2—H2	0.95	C12—O2	1.154 (3)
C2'—C3'	1.406 (4)	C13—O3	1.150 (3)
C2'—H2'	0.95	C41'—O4'	1.432 (3)
C3'—C4'	1.410 (4)	C41'—H41A	0.98
C3'—H3'	0.95	C41'—H41B	0.98
C3—C4	1.472 (3)	C41'—H41C	0.98
C4—O4	1.223 (3)
C11—Cr—C12	89.38 (12)	C4'—C3'—Cr	72.89 (14)
C11—Cr—C13	87.92 (12)	C2'—C3'—H3'	120.2
C12—Cr—C13	89.19 (12)	C4'—C3'—H3'	120.2
C11—Cr—C2'	86.74 (11)	Cr—C3'—H3'	129.5
C12—Cr—C2'	127.26 (11)	C2—C3—C4	119.1 (2)
C13—Cr—C2'	143.03 (11)	C2—C3—C1'	119.7 (2)
C11—Cr—C6'	128.55 (11)	C4—C3—C1'	121.2 (2)
C12—Cr—C6'	141.88 (11)	O4—C4—C10	121.9 (2)
C13—Cr—C6'	88.62 (10)	O4—C4—C3	124.0 (2)
C2'—Cr—C6'	66.94 (10)	C10—C4—C3	114.0 (2)
C11—Cr—C1'	96.39 (11)	O4'—C4'—C5'	124.7 (2)
C12—Cr—C1'	162.83 (11)	O4'—C4'—C3'	115.1 (2)
C13—Cr—C1'	107.12 (10)	C5'—C4'—C3'	120.2 (2)
C2'—Cr—C1'	37.61 (9)	O4'—C4'—Cr	129.89 (18)
C6'—Cr—C1'	37.09 (9)	C5'—C4'—Cr	70.96 (14)
C11—Cr—C3'	106.73 (11)	C3'—C4'—Cr	70.53 (15)
C12—Cr—C3'	95.71 (11)	C6—C5—C10	121.1 (3)
C13—Cr—C3'	164.55 (11)	C6—C5—H5	119.4
C2'—Cr—C3'	37.07 (9)	C10—C5—H5	119.4
C6'—Cr—C3'	78.48 (10)	C6'—C5'—C4'	119.2 (2)
C1'—Cr—C3'	67.15 (9)	C6'—C5'—Cr	69.97 (14)
C11—Cr—C5'	163.24 (11)	C4'—C5'—Cr	72.62 (14)
C12—Cr—C5'	106.15 (11)	C6'—C5'—H5'	120.4
C13—Cr—C5'	98.36 (10)	C4'—C5'—H5'	120.4
C2'—Cr—C5'	78.88 (9)	Cr—C5'—H5'	129.3
C6'—Cr—C5'	36.93 (9)	C5—C6—C7	119.7 (3)
C1'—Cr—C5'	66.93 (9)	C5—C6—H6	120.2
C3'—Cr—C5'	66.21 (9)	C7—C6—H6	120.2
C11—Cr—C4'	142.14 (11)	C5'—C6'—C1'	122.1 (2)
C12—Cr—C4'	86.93 (11)	C5'—C6'—Cr	73.10 (14)
C13—Cr—C4'	129.64 (11)	C1'—C6'—Cr	72.42 (14)
C2'—Cr—C4'	66.30 (9)	C5'—C6'—H6'	119
C6'—Cr—C4'	65.90 (9)	C1'—C6'—H6'	119
C1'—Cr—C4'	78.58 (9)	Cr—C6'—H6'	127.7
C3'—Cr—C4'	36.57 (9)	O7—C7—C8	124.4 (3)
C5'—Cr—C4'	36.43 (9)	O7—C7—C6	114.7 (3)
O7—C71—H71A	109.5	C8—C7—C6	120.9 (2)
O7—C71—H71B	109.5	C7—C8—C9	117.9 (2)
H71A—C71—H71B	109.5	C7—C8—H8	121
O7—C71—H71C	109.5	C9—C8—H8	121
H71A—C71—H71C	109.5	O5—C9—C10	121.5 (2)
H71B—C71—H71C	109.5	O5—C9—C8	115.8 (2)
C6'—C1'—C2'	117.5 (2)	C10—C9—C8	122.7 (2)
C6'—C1'—C3	122.2 (2)	C9—C10—C5	117.6 (2)
C2'—C1'—C3	120.2 (2)	C9—C10—C4	121.0 (2)
C6'—C1'—Cr	70.49 (14)	C5—C10—C4	121.4 (2)
C2'—C1'—Cr	69.80 (14)	O1—C11—Cr	178.7 (2)
C3—C1'—Cr	129.11 (17)	O2—C12—Cr	178.4 (3)
C3—C2—O5	126.0 (2)	O3—C13—Cr	178.8 (2)
C3—C2—H2	117	O4'—C41'—H41A	109.5
O5—C2—H2	117	O4'—C41'—H41B	109.5
C3'—C2'—C1'	121.2 (2)	H41A—C41'—H41B	109.5
C3'—C2'—Cr	73.13 (15)	O4'—C41'—H41C	109.5
C1'—C2'—Cr	72.59 (14)	H41A—C41'—H41C	109.5
C3'—C2'—H2'	119.4	H41B—C41'—H41C	109.5
C1'—C2'—H2'	119.4	C4'—O4'—C41'	117.5 (2)
Cr—C2'—H2'	126.9	C2—O5—C9	117.9 (2)
C2'—C3'—C4'	119.7 (2)	C7—O7—C71	117.4 (2)
C2'—C3'—Cr	69.80 (14)
C11—Cr—C1'—C6'	153.08 (16)	C5'—Cr—C4'—O4'	119.8 (3)
C12—Cr—C1'—C6'	−97.9 (4)	C11—Cr—C4'—C5'	152.16 (18)
C13—Cr—C1'—C6'	63.30 (16)	C12—Cr—C4'—C5'	−122.82 (17)
C2'—Cr—C1'—C6'	−130.8 (2)	C13—Cr—C4'—C5'	−36.4 (2)
C3'—Cr—C1'—C6'	−101.42 (16)	C2'—Cr—C4'—C5'	103.89 (16)
C5'—Cr—C1'—C6'	−28.66 (14)	C6'—Cr—C4'—C5'	29.69 (14)
C4'—Cr—C1'—C6'	−64.94 (15)	C1'—Cr—C4'—C5'	66.45 (15)
C11—Cr—C1'—C2'	−76.17 (16)	C3'—Cr—C4'—C5'	133.3 (2)
C12—Cr—C1'—C2'	32.8 (4)	C11—Cr—C4'—C3'	18.8 (2)
C13—Cr—C1'—C2'	−165.95 (15)	C12—Cr—C4'—C3'	103.85 (17)
C6'—Cr—C1'—C2'	130.8 (2)	C13—Cr—C4'—C3'	−169.74 (16)
C3'—Cr—C1'—C2'	29.33 (15)	C2'—Cr—C4'—C3'	−29.44 (15)
C5'—Cr—C1'—C2'	102.09 (16)	C6'—Cr—C4'—C3'	−103.64 (17)
C4'—Cr—C1'—C2'	65.82 (15)	C1'—Cr—C4'—C3'	−66.88 (16)
C11—Cr—C1'—C3	36.9 (2)	C5'—Cr—C4'—C3'	−133.3 (2)
C12—Cr—C1'—C3	145.9 (4)	O4'—C4'—C5'—C6'	−180.0 (2)
C13—Cr—C1'—C3	−52.9 (2)	C3'—C4'—C5'—C6'	−1.6 (4)
C2'—Cr—C1'—C3	113.1 (3)	Cr—C4'—C5'—C6'	−54.1 (2)
C6'—Cr—C1'—C3	−116.1 (3)	O4'—C4'—C5'—Cr	−125.9 (3)
C3'—Cr—C1'—C3	142.4 (2)	C3'—C4'—C5'—Cr	52.5 (2)
C5'—Cr—C1'—C3	−144.8 (2)	C11—Cr—C5'—C6'	34.8 (4)
C4'—Cr—C1'—C3	178.9 (2)	C12—Cr—C5'—C6'	−167.93 (16)
C6'—C1'—C2'—C3'	−3.3 (4)	C13—Cr—C5'—C6'	−76.34 (16)
C3—C1'—C2'—C3'	178.8 (2)	C2'—Cr—C5'—C6'	66.23 (15)
Cr—C1'—C2'—C3'	−56.9 (2)	C1'—Cr—C5'—C6'	28.78 (14)
C6'—C1'—C2'—Cr	53.6 (2)	C3'—Cr—C5'—C6'	102.91 (16)
C3—C1'—C2'—Cr	−124.3 (2)	C4'—Cr—C5'—C6'	131.2 (2)
C11—Cr—C2'—C3'	−123.62 (17)	C11—Cr—C5'—C4'	−96.4 (4)
C12—Cr—C2'—C3'	−36.9 (2)	C12—Cr—C5'—C4'	60.89 (17)
C13—Cr—C2'—C3'	154.20 (18)	C13—Cr—C5'—C4'	152.48 (16)
C6'—Cr—C2'—C3'	101.74 (17)	C2'—Cr—C5'—C4'	−64.95 (15)
C1'—Cr—C2'—C3'	131.5 (2)	C6'—Cr—C5'—C4'	−131.2 (2)
C5'—Cr—C2'—C3'	65.04 (16)	C1'—Cr—C5'—C4'	−102.40 (16)
C4'—Cr—C2'—C3'	29.07 (15)	C3'—Cr—C5'—C4'	−28.27 (14)
C11—Cr—C2'—C1'	104.87 (16)	C10—C5—C6—C7	−1.7 (4)
C12—Cr—C2'—C1'	−168.40 (16)	C4'—C5'—C6'—C1'	−0.4 (4)
C13—Cr—C2'—C1'	22.7 (2)	Cr—C5'—C6'—C1'	−55.7 (2)
C6'—Cr—C2'—C1'	−29.77 (14)	C4'—C5'—C6'—Cr	55.4 (2)
C3'—Cr—C2'—C1'	−131.5 (2)	C2'—C1'—C6'—C5'	2.8 (4)
C5'—Cr—C2'—C1'	−66.47 (15)	C3—C1'—C6'—C5'	−179.4 (2)
C4'—Cr—C2'—C1'	−102.44 (16)	Cr—C1'—C6'—C5'	56.1 (2)
C1'—C2'—C3'—C4'	1.5 (4)	C2'—C1'—C6'—Cr	−53.3 (2)
Cr—C2'—C3'—C4'	−55.2 (2)	C3—C1'—C6'—Cr	124.6 (2)
C1'—C2'—C3'—Cr	56.7 (2)	C11—Cr—C6'—C5'	−167.85 (15)
C11—Cr—C3'—C2'	60.24 (18)	C12—Cr—C6'—C5'	19.0 (2)
C12—Cr—C3'—C2'	151.31 (17)	C13—Cr—C6'—C5'	105.92 (16)
C13—Cr—C3'—C2'	−100.7 (4)	C2'—Cr—C6'—C5'	−102.57 (16)
C6'—Cr—C3'—C2'	−66.83 (16)	C1'—Cr—C6'—C5'	−132.7 (2)
C1'—Cr—C3'—C2'	−29.73 (15)	C3'—Cr—C6'—C5'	−65.54 (15)
C5'—Cr—C3'—C2'	−103.53 (17)	C4'—Cr—C6'—C5'	−29.31 (14)
C4'—Cr—C3'—C2'	−131.7 (2)	C11—Cr—C6'—C1'	−35.1 (2)
C11—Cr—C3'—C4'	−168.06 (16)	C12—Cr—C6'—C1'	151.72 (18)
C12—Cr—C3'—C4'	−76.99 (17)	C13—Cr—C6'—C1'	−121.35 (16)
C13—Cr—C3'—C4'	31.0 (5)	C2'—Cr—C6'—C1'	30.16 (14)
C2'—Cr—C3'—C4'	131.7 (2)	C3'—Cr—C6'—C1'	67.20 (15)
C6'—Cr—C3'—C4'	64.87 (16)	C5'—Cr—C6'—C1'	132.7 (2)
C1'—Cr—C3'—C4'	101.97 (17)	C4'—Cr—C6'—C1'	103.42 (16)
C5'—Cr—C3'—C4'	28.17 (15)	C5—C6—C7—O7	−177.2 (3)
O5—C2—C3—C4	−2.0 (4)	C5—C6—C7—C8	3.3 (4)
O5—C2—C3—C1'	179.2 (2)	O7—C7—C8—C9	179.0 (3)
C6'—C1'—C3—C2	142.3 (3)	C6—C7—C8—C9	−1.6 (4)
C2'—C1'—C3—C2	−39.9 (4)	C7—C8—C9—O5	179.3 (2)
Cr—C1'—C3—C2	−127.5 (2)	C7—C8—C9—C10	−1.8 (4)
C6'—C1'—C3—C4	−36.6 (3)	O5—C9—C10—C5	−177.9 (2)
C2'—C1'—C3—C4	141.3 (2)	C8—C9—C10—C5	3.3 (4)
Cr—C1'—C3—C4	53.6 (3)	O5—C9—C10—C4	4.3 (4)
C2—C3—C4—O4	−172.4 (3)	C8—C9—C10—C4	−174.6 (2)
C1'—C3—C4—O4	6.4 (4)	C6—C5—C10—C9	−1.5 (4)
C2—C3—C4—C10	7.1 (4)	C6—C5—C10—C4	176.3 (3)
C1'—C3—C4—C10	−174.1 (2)	O4—C4—C10—C9	171.3 (3)
C2'—C3'—C4'—O4'	179.6 (2)	C3—C4—C10—C9	−8.3 (4)
Cr—C3'—C4'—O4'	125.8 (2)	O4—C4—C10—C5	−6.5 (4)
C2'—C3'—C4'—C5'	1.1 (4)	C3—C4—C10—C5	174.0 (2)
Cr—C3'—C4'—C5'	−52.7 (2)	C5'—C4'—O4'—C41'	15.9 (4)
C2'—C3'—C4'—Cr	53.8 (2)	C3'—C4'—O4'—C41'	−162.6 (2)
C11—Cr—C4'—O4'	−88.0 (3)	Cr—C4'—O4'—C41'	−77.7 (3)
C12—Cr—C4'—O4'	−3.0 (2)	C3—C2—O5—C9	−2.6 (4)
C13—Cr—C4'—O4'	83.4 (3)	C10—C9—O5—C2	1.4 (4)
C2'—Cr—C4'—O4'	−136.3 (3)	C8—C9—O5—C2	−179.7 (2)
C6'—Cr—C4'—O4'	149.5 (3)	C8—C7—O7—C71	−5.5 (4)
C1'—Cr—C4'—O4'	−173.8 (2)	C6—C7—O7—C71	175.0 (3)
C3'—Cr—C4'—O4'	−106.9 (3)