[4-(Ferrocene-1-carboxamido)pyridine](tetra­phenyl­porphyrinato)zinc(II) toluene sesquisolvate

The title compound is a five-coordinate square-pyramidal zinc–porphyrin complex, [(C₄₄H₂₈N₄)Zn(C₁₀H₉N₂O)­Fe(C₅H₅)]·1.5C₇H₈, with a 4-(ferrocene-1-carboxamido)pyridine apical ligand. The complexes assemble in the crystal structure by head-to-tail stacking of the 4-(ferrocene-1-carboxamido)pyridine groups, which inter­act through π–π stacking of the pyridine and cyclo­penta­dienyl rings.

Key indicators

• Single-crystal X-ray study
• T = 87 K
• Mean [sigma](C-C) = 0.005 Å
• H-atom completeness 100%
• Disorder in solvent or counterion
• R factor = 0.060
• wR factor = 0.152
• Data-to-parameter ratio = 15.3

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT220_ALERT_2_B Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       4.00 Ratio

Alert level C
PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings    Differ ....          ?
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT045_ALERT_1_C Calculated and Reported Z Differ by ............       0.50 Ratio
PLAT141_ALERT_4_C su on a - Axis Small or Missing (x 100000) .....         10 Ang.
PLAT142_ALERT_4_C su on b - Axis Small or Missing (x 100000) .....         10 Ang.
PLAT143_ALERT_4_C su on c - Axis Small or Missing (x 100000) .....         10 Ang.
PLAT222_ALERT_3_C Large Non-Solvent    H     Ueq(max)/Ueq(min) ...       3.52 Ratio
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for        C59
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor ....       2.65
PLAT302_ALERT_4_C Anion/Solvent Disorder .........................       7.00 Perc.
PLAT380_ALERT_4_C Check Incorrectly? Oriented X(sp2)-Methyl Moiety        C70
PLAT380_ALERT_4_C Check Incorrectly? Oriented X(sp2)-Methyl Moiety        C61
PLAT420_ALERT_2_C D-H Without Acceptor       N6     -   H6     ...          ?

Alert level G
FORMU01_ALERT_2_G  There is a discrepancy between the atom counts in the
            _chemical_formula_sum and the formula from the _atom_site* data.
            Atom count from _chemical_formula_sum:C70.5 H54 Fe1 N6 O1 Zn1
            Atom count from the _atom_site data:  C70.5 H53.5 Fe1 N6 O1 Zn1
CELLZ01_ALERT_1_G Difference between formula and atom_site contents detected.
CELLZ01_ALERT_1_G WARNING: H atoms missing from atom site list. Is this intentional?
           From the CIF: _cell_formula_units_Z    2
           From the CIF: _chemical_formula_sum  C70.5 H54 Fe1 N6 O1 Zn1
           TEST: Compare cell contents of formula and atom_site data

           atom    Z*formula  cif sites diff
           C        141.00    141.00    0.00
           H        108.00    107.00    1.00
           Fe         2.00      2.00    0.00
           N         12.00     12.00    0.00
           O          2.00      2.00    0.00
           Zn         2.00      2.00    0.00

   0 ALERT level A = In general: serious problem
   1 ALERT level B = Potentially serious problem
  13 ALERT level C = Check and explain
   3 ALERT level G = General alerts; check

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

---

Computing details

Data collection: SMART (Siemens, 1995); cell refinement: SAINT (Siemens, 1995); data reduction: SAINT (Siemens, 1995); program(s) used to solve structure: SIR92 (Altomare et al., 1993); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: Mercury (Version 1.4.1; Bruno et al., 2002); software used to prepare material for publication: WinGX (Farrugia, 1999).

[4-(Ferrocene-1-carboxamido)pyridine](tetraphenylporphyrinato)zinc(II) toluene 1.5-solvate

Crystal data

[FeZn(C5H5)(C44H28N4)(C10H9N2O)]·1.5C7H8	Z = 2
Mr = 1121.98	F(000) = 1165
Triclinic, P1	Dx = 1.387 Mg m^−3
a = 11.0337 (1) Å	Mo Kα radiation, λ = 0.71073 Å
b = 11.2671 (1) Å	Cell parameters from 8192 reflections
c = 22.8406 (1) Å	θ = 0.9–26.6°
α = 82.020 (1)°	µ = 0.77 mm^−1
β = 89.865 (1)°	T = 87 K
γ = 73.030 (1)°	Lozenge, brown
V = 2687.45 (4) Å^3	0.28 × 0.18 × 0.1 mm

Data collection

Siemens SMART CCD diffractometer	11093 independent reflections
Radiation source: fine-focus sealed tube	8122 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.070
ω scans	θmax = 26.6°, θmin = 0.9°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −13→13
Tmin = 0.823, Tmax = 0.926	k = −14→14
26262 measured reflections	l = −28→28

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)] = 0.060	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.152	H atoms treated by a mixture of independent and constrained refinement
S = 1.02	w = 1/[σ^2(Fo^2) + (0.0708P)^2 + 1.5528P] where P = (Fo^2 + 2Fc^2)/3
11093 reflections	(Δ/σ)max < 0.001
724 parameters	Δρmax = 0.96 e Å^−3
0 restraints	Δρmin = −0.89 e Å^−3

Special details

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.

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

	x	y	z	Uiso*/Ueq	Occ. (<1)
Zn1	0.23471 (4)	0.36729 (4)	0.283648 (16)	0.01503 (11)
Fe1	0.32687 (6)	0.89344 (5)	−0.08047 (2)	0.02838 (15)
O1	0.5193 (3)	0.6678 (3)	0.04540 (11)	0.0305 (6)
N1	0.3656 (3)	0.3975 (3)	0.33973 (12)	0.0162 (6)
N2	0.3480 (3)	0.1852 (3)	0.28651 (12)	0.0153 (6)
N3	0.0855 (3)	0.3110 (3)	0.25381 (12)	0.0157 (6)
N4	0.1030 (3)	0.5217 (3)	0.30837 (12)	0.0170 (6)
N5	0.2831 (3)	0.4346 (3)	0.19768 (12)	0.0174 (6)
N6	0.3588 (3)	0.5876 (3)	0.02896 (13)	0.0208 (7)
C1	−0.0235 (3)	0.5652 (3)	0.29132 (14)	0.0179 (7)
C2	−0.0803 (3)	0.6817 (3)	0.31212 (15)	0.0203 (7)
H2	−0.1645	0.7302	0.3061	0.024*
C3	0.0114 (3)	0.7082 (3)	0.34218 (15)	0.0210 (7)
H3	0.0025	0.7784	0.3609	0.025*
C4	0.1255 (3)	0.6073 (3)	0.33974 (15)	0.0178 (7)
C5	0.2403 (3)	0.5980 (3)	0.36844 (14)	0.0170 (7)
C6	0.3492 (3)	0.4956 (3)	0.37032 (14)	0.0155 (7)
C7	0.4612 (3)	0.4797 (3)	0.40650 (14)	0.0182 (7)
H7	0.4734	0.5338	0.4316	0.022*
C8	0.5447 (3)	0.3710 (3)	0.39671 (14)	0.0184 (7)
H8	0.6260	0.3360	0.4138	0.022*
C9	0.4847 (3)	0.3190 (3)	0.35498 (14)	0.0170 (7)
C10	0.5367 (3)	0.2017 (3)	0.33733 (14)	0.0166 (7)
C11	0.4720 (3)	0.1399 (3)	0.30598 (14)	0.0166 (7)
C12	0.5257 (3)	0.0173 (3)	0.28966 (14)	0.0175 (7)
H12	0.6089	−0.0333	0.2973	0.021*
C13	0.4334 (3)	−0.0106 (3)	0.26121 (14)	0.0182 (7)
H13	0.4403	−0.0848	0.2462	0.022*
C14	0.3220 (3)	0.0952 (3)	0.25833 (14)	0.0170 (7)
C15	0.2052 (3)	0.1027 (3)	0.23164 (14)	0.0168 (7)
C16	0.0967 (3)	0.2050 (3)	0.22967 (14)	0.0170 (7)
C17	−0.0229 (3)	0.2147 (3)	0.20061 (14)	0.0182 (7)
H17	−0.0404	0.1554	0.1802	0.022*
C18	−0.1040 (3)	0.3255 (3)	0.20865 (14)	0.0184 (7)
H18	−0.1883	0.3569	0.1952	0.022*
C19	−0.0360 (3)	0.3865 (3)	0.24199 (14)	0.0161 (7)
C20	−0.0878 (3)	0.5035 (3)	0.25982 (14)	0.0170 (7)
C21	−0.2253 (3)	0.5657 (3)	0.24667 (14)	0.0162 (7)
C22	−0.2700 (3)	0.6356 (3)	0.19220 (15)	0.0220 (8)
H22	−0.2132	0.6431	0.1628	0.026*
C23	−0.3972 (4)	0.6938 (4)	0.18101 (17)	0.0261 (8)
H23	−0.4261	0.7402	0.1442	0.031*
C24	−0.4823 (3)	0.6837 (3)	0.22448 (16)	0.0229 (8)
H24	−0.5685	0.7231	0.2170	0.027*
C25	−0.4392 (3)	0.6153 (3)	0.27880 (16)	0.0217 (8)
H25	−0.4961	0.6090	0.3083	0.026*
C26	−0.3116 (3)	0.5561 (3)	0.28960 (15)	0.0201 (7)
H26	−0.2831	0.5088	0.3263	0.024*
C27	0.2464 (3)	0.7032 (3)	0.39981 (14)	0.0169 (7)
C28	0.2873 (3)	0.8007 (3)	0.37103 (15)	0.0198 (7)
H28	0.3121	0.7989	0.3321	0.024*
C29	0.2918 (3)	0.8994 (3)	0.39896 (16)	0.0225 (8)
H29	0.3204	0.9632	0.3791	0.027*
C30	0.2541 (3)	0.9045 (3)	0.45616 (15)	0.0201 (7)
H30	0.2570	0.9717	0.4750	0.024*
C31	0.2120 (3)	0.8094 (3)	0.48549 (15)	0.0212 (8)
H31	0.1861	0.8125	0.5242	0.025*
C32	0.2083 (3)	0.7098 (3)	0.45750 (15)	0.0213 (7)
H32	0.1798	0.6460	0.4775	0.026*
C33	0.6727 (3)	0.1371 (3)	0.35474 (14)	0.0171 (7)
C34	0.7651 (3)	0.1898 (3)	0.33243 (15)	0.0188 (7)
H34	0.7416	0.2645	0.3063	0.023*
C35	0.8910 (3)	0.1333 (3)	0.34824 (15)	0.0203 (7)
H35	0.9522	0.1692	0.3326	0.024*
C36	0.9267 (3)	0.0231 (4)	0.38743 (15)	0.0227 (8)
H36	1.0116	−0.0147	0.3988	0.027*
C37	0.8354 (3)	−0.0307 (3)	0.40969 (15)	0.0215 (8)
H37	0.8591	−0.1056	0.4357	0.026*
C38	0.7094 (3)	0.0263 (3)	0.39348 (14)	0.0186 (7)
H38	0.6485	−0.0102	0.4088	0.022*
C39	0.1947 (3)	−0.0058 (3)	0.20437 (14)	0.0183 (7)
C40	0.2591 (3)	−0.0389 (3)	0.15392 (15)	0.0206 (7)
H40	0.3104	0.0077	0.1368	0.025*
C41	0.2478 (4)	−0.1394 (3)	0.12915 (16)	0.0244 (8)
H41	0.2923	−0.1612	0.0957	0.029*
C42	0.1704 (4)	−0.2088 (3)	0.15367 (16)	0.0246 (8)
H42	0.1619	−0.2761	0.1364	0.030*
C43	0.1062 (3)	−0.1777 (3)	0.20362 (16)	0.0244 (8)
H43	0.0545	−0.2243	0.2203	0.029*
C44	0.1184 (3)	−0.0774 (3)	0.22897 (15)	0.0210 (7)
H44	0.0752	−0.0573	0.2629	0.025*
C45	0.2084 (3)	0.4469 (3)	0.14972 (15)	0.0209 (7)
H45	0.1350	0.4224	0.1546	0.025*
C46	0.2339 (3)	0.4935 (4)	0.09402 (15)	0.0229 (8)
H46	0.1799	0.4981	0.0620	0.028*
C47	0.3412 (3)	0.5339 (3)	0.08561 (14)	0.0179 (7)
C48	0.4212 (3)	0.5185 (3)	0.13444 (15)	0.0194 (7)
H48	0.4958	0.5411	0.1307	0.023*
C49	0.3888 (3)	0.4697 (3)	0.18814 (15)	0.0191 (7)
H49	0.4436	0.4600	0.2205	0.023*
C50	0.4409 (3)	0.6565 (3)	0.01160 (15)	0.0219 (8)
C51	0.4256 (3)	0.7131 (3)	−0.05071 (15)	0.0219 (8)
C52	0.3320 (4)	0.7194 (4)	−0.09485 (15)	0.0242 (8)
H52	0.2650	0.6850	−0.0897	0.029*
C53	0.3581 (4)	0.7862 (4)	−0.14744 (16)	0.0290 (9)
H53	0.3119	0.8032	−0.1832	0.035*
C54	0.4668 (4)	0.8233 (4)	−0.13664 (16)	0.0323 (9)
H54	0.5043	0.8691	−0.1641	0.039*
C55	0.5088 (4)	0.7790 (4)	−0.07714 (16)	0.0273 (8)
H55	0.5784	0.7907	−0.0585	0.033*
C56	0.1873 (4)	0.9686 (4)	−0.02585 (19)	0.0367 (10)
H56	0.1493	0.9240	0.0019	0.044*
C57	0.2957 (5)	1.0060 (4)	−0.01597 (19)	0.0400 (11)
H57	0.3418	0.9901	0.0198	0.048*
C58	0.3225 (6)	1.0704 (4)	−0.0683 (2)	0.0524 (13)
H58	0.3894	1.1048	−0.0736	0.063*
C59	0.2313 (6)	1.0746 (4)	−0.1117 (2)	0.0615 (16)
H59	0.2271	1.1124	−0.1509	0.074*
C60	0.1469 (5)	1.0115 (4)	−0.0857 (2)	0.0485 (13)
H60	0.0773	1.0002	−0.1046	0.058*
C61	0.9339 (5)	0.6998 (6)	0.5731 (2)	0.0587 (16)
H61A	0.9048	0.7482	0.6045	0.088*
H61B	0.9948	0.7317	0.5511	0.088*
H61C	0.9727	0.6137	0.5895	0.088*
C62	0.8235 (5)	0.7089 (4)	0.53264 (18)	0.0364 (10)
C63	0.8416 (4)	0.6473 (4)	0.48405 (17)	0.0359 (10)
H63	0.9222	0.5979	0.4768	0.043*
C64	0.7399 (5)	0.6585 (4)	0.44568 (19)	0.0430 (12)
H64	0.7530	0.6165	0.4129	0.052*
C65	0.6205 (5)	0.7308 (5)	0.4558 (2)	0.0447 (12)
H65	0.5528	0.7393	0.4298	0.054*
C66	0.6030 (5)	0.7897 (4)	0.5043 (2)	0.0425 (11)
H66	0.5219	0.8379	0.5118	0.051*
C67	0.7007 (5)	0.7801 (4)	0.5423 (2)	0.0436 (12)
H67	0.6857	0.8217	0.5752	0.052*
C68	0.9407 (4)	0.4697 (6)	0.04902 (19)	0.0483 (14)
H68	0.9000	0.4488	0.0829	0.058*
C69	1.0211 (5)	0.3752 (6)	0.0232 (2)	0.0510 (13)
C70	1.0443 (10)	0.2559 (9)	0.0441 (4)	0.049 (2)	0.50
H70A	1.1031	0.2065	0.0195	0.073*	0.50
H70B	0.9667	0.2336	0.0444	0.073*	0.50
H70C	1.0802	0.2404	0.0837	0.073*	0.50
C71	0.9186 (5)	0.5935 (6)	0.0267 (2)	0.0548 (14)
H71	0.8635	0.6555	0.0449	0.066*
H6	0.312 (5)	0.592 (5)	0.003 (2)	0.066*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Zn1	0.0115 (2)	0.0163 (2)	0.0201 (2)	−0.00694 (15)	0.00246 (14)	−0.00595 (15)
Fe1	0.0353 (3)	0.0246 (3)	0.0266 (3)	−0.0124 (3)	0.0024 (2)	−0.0007 (2)
O1	0.0327 (16)	0.0413 (17)	0.0262 (14)	−0.0256 (14)	−0.0002 (12)	−0.0021 (12)
N1	0.0133 (14)	0.0167 (15)	0.0202 (14)	−0.0061 (12)	0.0015 (11)	−0.0049 (11)
N2	0.0125 (14)	0.0144 (14)	0.0219 (14)	−0.0072 (11)	0.0020 (11)	−0.0056 (11)
N3	0.0133 (14)	0.0156 (15)	0.0216 (14)	−0.0073 (11)	0.0051 (11)	−0.0073 (11)
N4	0.0119 (14)	0.0178 (15)	0.0247 (15)	−0.0076 (12)	0.0030 (11)	−0.0076 (12)
N5	0.0141 (14)	0.0211 (16)	0.0194 (14)	−0.0080 (12)	0.0031 (11)	−0.0050 (12)
N6	0.0205 (17)	0.0251 (17)	0.0209 (15)	−0.0123 (13)	0.0024 (12)	−0.0048 (13)
C1	0.0147 (17)	0.0196 (18)	0.0216 (17)	−0.0070 (14)	0.0034 (13)	−0.0056 (14)
C2	0.0132 (17)	0.0205 (19)	0.0292 (19)	−0.0054 (14)	0.0053 (14)	−0.0093 (15)
C3	0.0159 (18)	0.0230 (19)	0.0289 (19)	−0.0085 (15)	0.0022 (14)	−0.0132 (15)
C4	0.0127 (17)	0.0200 (18)	0.0237 (17)	−0.0080 (14)	0.0019 (13)	−0.0064 (14)
C5	0.0161 (17)	0.0180 (18)	0.0195 (16)	−0.0077 (14)	0.0033 (13)	−0.0058 (13)
C6	0.0134 (17)	0.0176 (17)	0.0179 (16)	−0.0081 (13)	0.0022 (13)	−0.0034 (13)
C7	0.0166 (18)	0.0216 (19)	0.0199 (17)	−0.0092 (14)	−0.0003 (13)	−0.0066 (14)
C8	0.0149 (17)	0.0178 (18)	0.0245 (18)	−0.0072 (14)	−0.0007 (13)	−0.0049 (14)
C9	0.0123 (17)	0.0222 (18)	0.0182 (16)	−0.0079 (14)	0.0005 (13)	−0.0023 (14)
C10	0.0139 (17)	0.0172 (18)	0.0206 (17)	−0.0067 (14)	0.0011 (13)	−0.0043 (14)
C11	0.0130 (17)	0.0202 (18)	0.0191 (16)	−0.0085 (14)	0.0031 (13)	−0.0034 (13)
C12	0.0136 (17)	0.0187 (18)	0.0211 (17)	−0.0056 (14)	0.0018 (13)	−0.0042 (14)
C13	0.0189 (18)	0.0162 (18)	0.0217 (17)	−0.0065 (14)	0.0047 (14)	−0.0068 (14)
C14	0.0165 (17)	0.0185 (18)	0.0194 (16)	−0.0101 (14)	0.0051 (13)	−0.0044 (13)
C15	0.0164 (17)	0.0164 (17)	0.0198 (17)	−0.0075 (14)	0.0038 (13)	−0.0039 (13)
C16	0.0181 (18)	0.0197 (18)	0.0171 (16)	−0.0107 (14)	0.0048 (13)	−0.0044 (13)
C17	0.0159 (18)	0.0215 (19)	0.0207 (17)	−0.0093 (14)	0.0008 (13)	−0.0066 (14)
C18	0.0155 (17)	0.0227 (19)	0.0212 (17)	−0.0105 (14)	0.0015 (13)	−0.0069 (14)
C19	0.0130 (17)	0.0186 (18)	0.0197 (16)	−0.0089 (14)	0.0016 (13)	−0.0042 (13)
C20	0.0172 (18)	0.0168 (17)	0.0189 (16)	−0.0084 (14)	0.0033 (13)	−0.0016 (13)
C21	0.0128 (17)	0.0159 (17)	0.0229 (17)	−0.0063 (14)	−0.0003 (13)	−0.0080 (14)
C22	0.0205 (19)	0.026 (2)	0.0246 (18)	−0.0125 (16)	0.0028 (14)	−0.0067 (15)
C23	0.023 (2)	0.023 (2)	0.032 (2)	−0.0089 (16)	−0.0083 (16)	0.0001 (16)
C24	0.0160 (18)	0.0166 (18)	0.038 (2)	−0.0050 (14)	−0.0032 (15)	−0.0090 (15)
C25	0.0158 (18)	0.024 (2)	0.0297 (19)	−0.0097 (15)	0.0047 (14)	−0.0091 (15)
C26	0.0167 (18)	0.0244 (19)	0.0216 (17)	−0.0081 (15)	0.0003 (14)	−0.0062 (14)
C27	0.0097 (16)	0.0178 (18)	0.0235 (17)	−0.0029 (13)	−0.0020 (13)	−0.0068 (14)
C28	0.0179 (18)	0.0241 (19)	0.0203 (17)	−0.0086 (15)	0.0041 (14)	−0.0071 (14)
C29	0.0190 (19)	0.0221 (19)	0.0310 (19)	−0.0123 (15)	0.0040 (15)	−0.0057 (15)
C30	0.0149 (17)	0.0191 (18)	0.0278 (19)	−0.0043 (14)	−0.0030 (14)	−0.0100 (15)
C31	0.0215 (19)	0.0234 (19)	0.0196 (17)	−0.0063 (15)	0.0003 (14)	−0.0070 (14)
C32	0.0202 (19)	0.0178 (18)	0.0272 (18)	−0.0062 (15)	0.0009 (14)	−0.0063 (14)
C33	0.0135 (17)	0.0200 (18)	0.0202 (17)	−0.0058 (14)	0.0015 (13)	−0.0087 (14)
C34	0.0177 (18)	0.0183 (18)	0.0214 (17)	−0.0065 (14)	0.0019 (13)	−0.0035 (14)
C35	0.0147 (18)	0.027 (2)	0.0225 (17)	−0.0102 (15)	0.0022 (13)	−0.0081 (15)
C36	0.0144 (18)	0.028 (2)	0.0245 (18)	−0.0014 (15)	−0.0009 (14)	−0.0101 (15)
C37	0.0237 (19)	0.0175 (18)	0.0235 (18)	−0.0036 (15)	0.0001 (14)	−0.0091 (14)
C38	0.0179 (18)	0.0203 (19)	0.0199 (17)	−0.0069 (14)	0.0044 (13)	−0.0082 (14)
C39	0.0156 (17)	0.0172 (18)	0.0221 (17)	−0.0049 (14)	−0.0023 (13)	−0.0032 (14)
C40	0.0168 (18)	0.0204 (19)	0.0247 (18)	−0.0040 (14)	−0.0006 (14)	−0.0069 (14)
C41	0.023 (2)	0.024 (2)	0.0241 (18)	−0.0013 (16)	0.0002 (15)	−0.0090 (15)
C42	0.025 (2)	0.0172 (19)	0.032 (2)	−0.0055 (15)	−0.0078 (16)	−0.0075 (15)
C43	0.022 (2)	0.0204 (19)	0.033 (2)	−0.0095 (16)	−0.0041 (15)	−0.0044 (16)
C44	0.0211 (19)	0.0197 (19)	0.0245 (18)	−0.0087 (15)	−0.0001 (14)	−0.0054 (14)
C45	0.0162 (18)	0.025 (2)	0.0258 (18)	−0.0118 (15)	−0.0019 (14)	−0.0054 (15)
C46	0.0219 (19)	0.032 (2)	0.0204 (17)	−0.0162 (16)	−0.0021 (14)	−0.0028 (15)
C47	0.0187 (18)	0.0160 (18)	0.0208 (17)	−0.0069 (14)	0.0026 (13)	−0.0045 (14)
C48	0.0167 (18)	0.0189 (18)	0.0258 (18)	−0.0096 (14)	0.0022 (14)	−0.0044 (14)
C49	0.0183 (18)	0.0198 (18)	0.0231 (17)	−0.0101 (15)	−0.0016 (14)	−0.0064 (14)
C50	0.0207 (19)	0.0207 (19)	0.0269 (19)	−0.0079 (15)	0.0049 (15)	−0.0081 (15)
C51	0.0205 (19)	0.025 (2)	0.0231 (18)	−0.0095 (15)	0.0063 (14)	−0.0057 (15)
C52	0.025 (2)	0.027 (2)	0.0229 (18)	−0.0118 (16)	0.0038 (15)	−0.0043 (15)
C53	0.033 (2)	0.034 (2)	0.0241 (19)	−0.0154 (18)	0.0031 (16)	−0.0062 (16)
C54	0.040 (2)	0.038 (2)	0.0238 (19)	−0.022 (2)	0.0118 (17)	−0.0013 (17)
C55	0.028 (2)	0.030 (2)	0.0281 (19)	−0.0160 (18)	0.0036 (16)	−0.0042 (16)
C56	0.039 (3)	0.032 (2)	0.038 (2)	−0.004 (2)	0.0027 (19)	−0.0123 (19)
C57	0.058 (3)	0.031 (2)	0.036 (2)	−0.018 (2)	0.003 (2)	−0.0111 (19)
C58	0.081 (4)	0.031 (3)	0.052 (3)	−0.026 (3)	0.010 (3)	−0.008 (2)
C59	0.104 (5)	0.021 (2)	0.045 (3)	0.002 (3)	0.003 (3)	0.001 (2)
C60	0.050 (3)	0.033 (3)	0.047 (3)	0.014 (2)	−0.010 (2)	−0.011 (2)
C61	0.072 (4)	0.087 (4)	0.035 (3)	−0.058 (3)	−0.007 (2)	0.004 (3)
C62	0.051 (3)	0.039 (3)	0.030 (2)	−0.035 (2)	0.0019 (19)	0.0017 (18)
C63	0.039 (3)	0.039 (3)	0.032 (2)	−0.016 (2)	0.0063 (18)	−0.0019 (19)
C64	0.062 (3)	0.044 (3)	0.034 (2)	−0.031 (3)	0.000 (2)	−0.010 (2)
C65	0.040 (3)	0.052 (3)	0.048 (3)	−0.031 (2)	−0.008 (2)	0.007 (2)
C66	0.039 (3)	0.036 (3)	0.056 (3)	−0.021 (2)	0.008 (2)	0.003 (2)
C67	0.063 (3)	0.038 (3)	0.042 (3)	−0.032 (2)	0.025 (2)	−0.011 (2)
C68	0.037 (3)	0.094 (4)	0.030 (2)	−0.042 (3)	−0.0004 (19)	−0.013 (3)
C69	0.046 (3)	0.074 (4)	0.044 (3)	−0.034 (3)	−0.015 (2)	−0.009 (3)
C70	0.049 (6)	0.041 (6)	0.052 (6)	−0.007 (5)	−0.005 (5)	−0.005 (5)
C71	0.041 (3)	0.085 (4)	0.049 (3)	−0.031 (3)	−0.002 (2)	−0.018 (3)

Geometric parameters (Å, º)

Zn1—N2	2.059 (3)	C30—H30	0.9300
Zn1—N4	2.061 (3)	C31—C32	1.377 (5)
Zn1—N1	2.064 (3)	C31—H31	0.9300
Zn1—N3	2.076 (3)	C32—H32	0.9300
Zn1—N5	2.129 (3)	C33—C38	1.381 (5)
Fe1—C52	2.017 (4)	C33—C34	1.385 (5)
Fe1—C51	2.026 (4)	C34—C35	1.374 (5)
Fe1—C59	2.033 (5)	C34—H34	0.9300
Fe1—C60	2.036 (5)	C35—C36	1.381 (5)
Fe1—C57	2.039 (4)	C35—H35	0.9300
Fe1—C58	2.037 (5)	C36—C37	1.381 (5)
Fe1—C55	2.040 (4)	C36—H36	0.9300
Fe1—C56	2.041 (4)	C37—C38	1.378 (5)
Fe1—C53	2.046 (4)	C37—H37	0.9300
Fe1—C54	2.053 (4)	C38—H38	0.9300
O1—C50	1.206 (4)	C39—C40	1.390 (5)
N1—C6	1.356 (4)	C39—C44	1.394 (5)
N1—C9	1.367 (4)	C40—C41	1.371 (5)
N2—C11	1.364 (4)	C40—H40	0.9300
N2—C14	1.371 (4)	C41—C42	1.385 (5)
N3—C16	1.358 (4)	C41—H41	0.9300
N3—C19	1.366 (4)	C42—C43	1.374 (5)
N4—C4	1.356 (4)	C42—H42	0.9300
N4—C1	1.375 (4)	C43—C44	1.379 (5)
N5—C45	1.340 (4)	C43—H43	0.9300
N5—C49	1.344 (4)	C44—H44	0.9300
N6—C50	1.381 (4)	C45—C46	1.369 (5)
N6—C47	1.389 (4)	C45—H45	0.9300
N6—H6	0.78 (5)	C46—C47	1.391 (5)
C1—C20	1.392 (5)	C46—H46	0.9300
C1—C2	1.425 (5)	C47—C48	1.384 (5)
C2—C3	1.350 (5)	C48—C49	1.364 (5)
C2—H2	0.9300	C48—H48	0.9300
C3—C4	1.436 (5)	C49—H49	0.9300
C3—H3	0.9300	C50—C51	1.465 (5)
C4—C5	1.397 (5)	C51—C52	1.424 (5)
C5—C6	1.398 (5)	C51—C55	1.425 (5)
C5—C27	1.485 (5)	C52—C53	1.402 (5)
C6—C7	1.441 (5)	C52—H52	0.9300
C7—C8	1.348 (5)	C53—C54	1.412 (6)
C7—H7	0.9300	C53—H53	0.9300
C8—C9	1.440 (5)	C54—C55	1.411 (5)
C8—H8	0.9300	C54—H54	0.9300
C9—C10	1.393 (5)	C55—H55	0.9300
C10—C11	1.393 (5)	C56—C57	1.407 (6)
C10—C33	1.492 (5)	C56—C60	1.413 (6)
C11—C12	1.436 (5)	C56—H56	0.9300
C12—C13	1.344 (5)	C57—C58	1.387 (6)
C12—H12	0.9300	C57—H57	0.9300
C13—C14	1.435 (5)	C58—C59	1.401 (8)
C13—H13	0.9300	C58—H58	0.9300
C14—C15	1.402 (5)	C59—C60	1.412 (8)
C15—C16	1.393 (5)	C59—H59	0.9300
C15—C39	1.480 (5)	C60—H60	0.9300
C16—C17	1.447 (5)	C61—C62	1.501 (6)
C17—C18	1.343 (5)	C61—H61A	0.9600
C17—H17	0.9300	C61—H61B	0.9600
C18—C19	1.436 (5)	C61—H61C	0.9600
C18—H18	0.9300	C62—C63	1.373 (6)
C19—C20	1.392 (5)	C62—C67	1.393 (7)
C20—C21	1.485 (5)	C63—C64	1.391 (6)
C21—C26	1.381 (5)	C63—H63	0.9300
C21—C22	1.384 (5)	C64—C65	1.369 (7)
C22—C23	1.372 (5)	C64—H64	0.9300
C22—H22	0.9300	C65—C66	1.355 (7)
C23—C24	1.381 (5)	C65—H65	0.9300
C23—H23	0.9300	C66—C67	1.355 (7)
C24—C25	1.372 (5)	C66—H66	0.9300
C24—H24	0.9300	C67—H67	0.9300
C25—C26	1.377 (5)	C68—C71	1.367 (8)
C25—H25	0.9300	C68—C69	1.374 (8)
C26—H26	0.9300	C68—H68	0.9300
C27—C32	1.388 (5)	C69—C70	1.312 (11)
C27—C28	1.389 (5)	C69—C71^i	1.375 (7)
C28—C29	1.369 (5)	C70—H70A	0.9600
C28—H28	0.9300	C70—H70B	0.9600
C29—C30	1.374 (5)	C70—H70C	0.9600
C29—H29	0.9300	C71—C69^i	1.375 (7)
C30—C31	1.379 (5)	C71—H71	0.9300
N2—Zn1—N4	159.90 (11)	C29—C30—H30	120.2
N2—Zn1—N1	88.74 (11)	C31—C30—H30	120.2
N4—Zn1—N1	88.13 (11)	C32—C31—C30	120.0 (3)
N2—Zn1—N3	88.14 (11)	C32—C31—H31	120.0
N4—Zn1—N3	88.36 (11)	C30—C31—H31	120.0
N1—Zn1—N3	160.91 (10)	C31—C32—C27	121.0 (3)
N2—Zn1—N5	96.52 (11)	C31—C32—H32	119.5
N4—Zn1—N5	103.50 (11)	C27—C32—H32	119.5
N1—Zn1—N5	104.17 (10)	C38—C33—C34	118.7 (3)
N3—Zn1—N5	94.89 (10)	C38—C33—C10	121.7 (3)
C52—Fe1—C51	41.26 (15)	C34—C33—C10	119.6 (3)
C52—Fe1—C59	138.9 (2)	C35—C34—C33	121.0 (3)
C51—Fe1—C59	178.6 (2)	C35—C34—H34	119.5
C52—Fe1—C60	112.17 (19)	C33—C34—H34	119.5
C51—Fe1—C60	140.69 (19)	C34—C35—C36	119.9 (3)
C59—Fe1—C60	40.6 (2)	C34—C35—H35	120.1
C52—Fe1—C57	141.74 (16)	C36—C35—H35	120.1
C51—Fe1—C57	113.31 (17)	C35—C36—C37	119.6 (3)
C59—Fe1—C57	67.4 (2)	C35—C36—H36	120.2
C60—Fe1—C57	67.8 (2)	C37—C36—H36	120.2
C52—Fe1—C58	178.46 (17)	C38—C37—C36	120.1 (3)
C51—Fe1—C58	139.55 (19)	C38—C37—H37	119.9
C59—Fe1—C58	40.3 (2)	C36—C37—H37	119.9
C60—Fe1—C58	67.9 (2)	C37—C38—C33	120.7 (3)
C57—Fe1—C58	39.79 (18)	C37—C38—H38	119.7
C52—Fe1—C55	68.86 (15)	C33—C38—H38	119.7
C51—Fe1—C55	41.02 (14)	C40—C39—C44	118.2 (3)
C59—Fe1—C55	137.7 (2)	C40—C39—C15	121.6 (3)
C60—Fe1—C55	178.22 (19)	C44—C39—C15	120.2 (3)
C57—Fe1—C55	112.39 (18)	C41—C40—C39	120.8 (3)
C58—Fe1—C55	111.0 (2)	C41—C40—H40	119.6
C52—Fe1—C56	113.47 (17)	C39—C40—H40	119.6
C51—Fe1—C56	113.34 (16)	C40—C41—C42	120.4 (3)
C59—Fe1—C56	68.0 (2)	C40—C41—H41	119.8
C60—Fe1—C56	40.56 (17)	C42—C41—H41	119.8
C57—Fe1—C56	40.34 (18)	C43—C42—C41	119.7 (3)
C58—Fe1—C56	67.7 (2)	C43—C42—H42	120.1
C55—Fe1—C56	140.67 (16)	C41—C42—H42	120.1
C52—Fe1—C53	40.37 (14)	C42—C43—C44	120.0 (3)
C51—Fe1—C53	68.55 (15)	C42—C43—H43	120.0
C59—Fe1—C53	110.71 (19)	C44—C43—H43	120.0
C60—Fe1—C53	111.54 (18)	C43—C44—C39	120.9 (3)
C57—Fe1—C53	177.86 (16)	C43—C44—H44	119.5
C58—Fe1—C53	138.09 (17)	C39—C44—H44	119.5
C55—Fe1—C53	68.20 (16)	N5—C45—C46	123.7 (3)
C56—Fe1—C53	140.38 (17)	N5—C45—H45	118.2
C52—Fe1—C54	68.06 (15)	C46—C45—H45	118.2
C51—Fe1—C54	68.33 (15)	C45—C46—C47	119.5 (3)
C59—Fe1—C54	110.3 (2)	C45—C46—H46	120.2
C60—Fe1—C54	138.40 (18)	C47—C46—H46	120.2
C57—Fe1—C54	138.89 (18)	C48—C47—N6	125.2 (3)
C58—Fe1—C54	110.77 (19)	C48—C47—C46	117.5 (3)
C55—Fe1—C54	40.33 (15)	N6—C47—C46	117.3 (3)
C56—Fe1—C54	178.25 (17)	C49—C48—C47	118.8 (3)
C53—Fe1—C54	40.31 (16)	C49—C48—H48	120.6
C6—N1—C9	106.7 (3)	C47—C48—H48	120.6
C6—N1—Zn1	127.1 (2)	N5—C49—C48	124.7 (3)
C9—N1—Zn1	126.2 (2)	N5—C49—H49	117.7
C11—N2—C14	106.8 (3)	C48—C49—H49	117.7
C11—N2—Zn1	126.0 (2)	O1—C50—N6	122.0 (3)
C14—N2—Zn1	125.9 (2)	O1—C50—C51	123.3 (3)
C16—N3—C19	107.3 (3)	N6—C50—C51	114.7 (3)
C16—N3—Zn1	125.7 (2)	C52—C51—C55	107.3 (3)
C19—N3—Zn1	125.3 (2)	C52—C51—C50	130.7 (3)
C4—N4—C1	106.0 (3)	C55—C51—C50	122.0 (3)
C4—N4—Zn1	127.1 (2)	C52—C51—Fe1	69.0 (2)
C1—N4—Zn1	126.6 (2)	C55—C51—Fe1	70.0 (2)
C45—N5—C49	115.8 (3)	C50—C51—Fe1	124.6 (2)
C45—N5—Zn1	121.8 (2)	C53—C52—C51	108.4 (3)
C49—N5—Zn1	122.4 (2)	C53—C52—Fe1	70.9 (2)
C50—N6—C47	128.2 (3)	C51—C52—Fe1	69.7 (2)
C50—N6—H6	110 (4)	C53—C52—H52	125.8
C47—N6—H6	121 (4)	C51—C52—H52	125.8
N4—C1—C20	125.2 (3)	Fe1—C52—H52	125.2
N4—C1—C2	110.0 (3)	C52—C53—C54	108.1 (3)
C20—C1—C2	124.8 (3)	C52—C53—Fe1	68.7 (2)
C3—C2—C1	107.0 (3)	C54—C53—Fe1	70.1 (2)
C3—C2—H2	126.5	C52—C53—H53	126.0
C1—C2—H2	126.5	C54—C53—H53	126.0
C2—C3—C4	106.8 (3)	Fe1—C53—H53	126.8
C2—C3—H3	126.6	C55—C54—C53	108.5 (3)
C4—C3—H3	126.6	C55—C54—Fe1	69.3 (2)
N4—C4—C5	126.0 (3)	C53—C54—Fe1	69.6 (2)
N4—C4—C3	110.2 (3)	C55—C54—H54	125.8
C5—C4—C3	123.8 (3)	C53—C54—H54	125.8
C4—C5—C6	124.4 (3)	Fe1—C54—H54	126.9
C4—C5—C27	117.8 (3)	C54—C55—C51	107.8 (3)
C6—C5—C27	117.8 (3)	C54—C55—Fe1	70.3 (2)
N1—C6—C5	126.1 (3)	C51—C55—Fe1	69.0 (2)
N1—C6—C7	110.2 (3)	C54—C55—H55	126.1
C5—C6—C7	123.7 (3)	C51—C55—H55	126.1
C8—C7—C6	106.4 (3)	Fe1—C55—H55	126.2
C8—C7—H7	126.8	C57—C56—C60	107.4 (4)
C6—C7—H7	126.8	C57—C56—Fe1	69.7 (3)
C7—C8—C9	107.4 (3)	C60—C56—Fe1	69.5 (3)
C7—C8—H8	126.3	C57—C56—H56	126.3
C9—C8—H8	126.3	C60—C56—H56	126.3
N1—C9—C10	125.7 (3)	Fe1—C56—H56	126.0
N1—C9—C8	109.3 (3)	C58—C57—C56	108.8 (4)
C10—C9—C8	124.7 (3)	C58—C57—Fe1	70.0 (3)
C11—C10—C9	125.5 (3)	C56—C57—Fe1	69.9 (2)
C11—C10—C33	117.9 (3)	C58—C57—H57	125.6
C9—C10—C33	116.6 (3)	C56—C57—H57	125.6
N2—C11—C10	125.6 (3)	Fe1—C57—H57	126.0
N2—C11—C12	109.5 (3)	C57—C58—C59	108.3 (5)
C10—C11—C12	125.0 (3)	C57—C58—Fe1	70.2 (3)
C13—C12—C11	107.1 (3)	C59—C58—Fe1	69.7 (3)
C13—C12—H12	126.4	C57—C58—H58	125.9
C11—C12—H12	126.4	C59—C58—H58	125.9
C12—C13—C14	107.4 (3)	Fe1—C58—H58	125.9
C12—C13—H13	126.3	C58—C59—C60	108.0 (4)
C14—C13—H13	126.3	C58—C59—Fe1	70.0 (3)
N2—C14—C15	126.0 (3)	C60—C59—Fe1	69.8 (3)
N2—C14—C13	109.2 (3)	C58—C59—H59	126.0
C15—C14—C13	124.8 (3)	C60—C59—H59	126.0
C16—C15—C14	124.6 (3)	Fe1—C59—H59	125.7
C16—C15—C39	117.2 (3)	C56—C60—C59	107.5 (5)
C14—C15—C39	118.2 (3)	C56—C60—Fe1	69.9 (3)
N3—C16—C15	126.3 (3)	C59—C60—Fe1	69.6 (3)
N3—C16—C17	109.0 (3)	C56—C60—H60	126.2
C15—C16—C17	124.8 (3)	C59—C60—H60	126.2
C18—C17—C16	107.2 (3)	Fe1—C60—H60	125.8
C18—C17—H17	126.4	C62—C61—H61A	109.5
C16—C17—H17	126.4	C62—C61—H61B	109.5
C17—C18—C19	107.1 (3)	H61A—C61—H61B	109.5
C17—C18—H18	126.4	C62—C61—H61C	109.5
C19—C18—H18	126.4	H61A—C61—H61C	109.5
N3—C19—C20	126.0 (3)	H61B—C61—H61C	109.5
N3—C19—C18	109.3 (3)	C63—C62—C67	117.8 (4)
C20—C19—C18	124.7 (3)	C63—C62—C61	120.3 (5)
C1—C20—C19	125.8 (3)	C67—C62—C61	121.9 (4)
C1—C20—C21	116.7 (3)	C62—C63—C64	120.3 (4)
C19—C20—C21	117.4 (3)	C62—C63—H63	119.9
C26—C21—C22	118.5 (3)	C64—C63—H63	119.9
C26—C21—C20	120.0 (3)	C65—C64—C63	120.6 (4)
C22—C21—C20	121.6 (3)	C65—C64—H64	119.7
C23—C22—C21	120.8 (3)	C63—C64—H64	119.7
C23—C22—H22	119.6	C66—C65—C64	118.8 (4)
C21—C22—H22	119.6	C66—C65—H65	120.6
C22—C23—C24	120.0 (3)	C64—C65—H65	120.6
C22—C23—H23	120.0	C65—C66—C67	121.5 (5)
C24—C23—H23	120.0	C65—C66—H66	119.2
C25—C24—C23	119.8 (3)	C67—C66—H66	119.2
C25—C24—H24	120.1	C66—C67—C62	121.0 (4)
C23—C24—H24	120.1	C66—C67—H67	119.5
C24—C25—C26	120.0 (3)	C62—C67—H67	119.5
C24—C25—H25	120.0	C71—C68—C69	122.3 (5)
C26—C25—H25	120.0	C71—C68—H68	118.9
C25—C26—C21	120.9 (3)	C69—C68—H68	118.9
C25—C26—H26	119.5	C70—C69—C68	123.3 (7)
C21—C26—H26	119.5	C70—C69—C71^i	118.0 (7)
C32—C27—C28	118.0 (3)	C68—C69—C71^i	118.7 (5)
C32—C27—C5	121.7 (3)	C69—C70—H70A	109.5
C28—C27—C5	120.3 (3)	C69—C70—H70B	109.5
C29—C28—C27	121.1 (3)	H70A—C70—H70B	109.5
C29—C28—H28	119.5	C69—C70—H70C	109.5
C27—C28—H28	119.5	H70A—C70—H70C	109.5
C28—C29—C30	120.3 (3)	H70B—C70—H70C	109.5
C28—C29—H29	119.8	C68—C71—C69^i	119.0 (5)
C30—C29—H29	119.8	C68—C71—H71	120.5
C29—C30—C31	119.6 (3)	C69^i—C71—H71	120.5

Symmetry code: (i) −x+2, −y+1, −z.