The title compound, (NH4)[Fe(C23H24ClN3O3)2]·C3H6O, is a charge-control agent used in electrophotography. The central FeIII atom is coordinated by four O atoms and two N atoms of two symmetry-independent ligands. The metallic complex has no crystallographic symmetry.
Supporting information
CCDC reference: 647319
Key indicators
- Single-crystal X-ray study
- T = 100 K
- Mean (C-C) = 0.008 Å
- R factor = 0.089
- wR factor = 0.257
- Data-to-parameter ratio = 13.8
checkCIF/PLATON results
No syntax errors found
Alert level B
RINTA01_ALERT_3_B The value of Rint is greater than 0.15
Rint given 0.196
PLAT020_ALERT_3_B The value of Rint is greater than 0.10 ......... 0.20
Alert level C
RFACR01_ALERT_3_C The value of the weighted R factor is > 0.25
Weighted R factor given 0.257
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT066_ALERT_1_C Predicted and Reported Transmissions Identical . ?
PLAT084_ALERT_2_C High R2 Value .................................. 0.26
PLAT230_ALERT_2_C Hirshfeld Test Diff for O6 - C28 .. 5.89 su
PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 8
PLAT352_ALERT_3_C Short N-H Bond (0.87A) N7 - H1A ... 0.71 Ang.
PLAT353_ALERT_3_C Long N-H Bond (0.87A) N7 - H1B ... 1.01 Ang.
PLAT353_ALERT_3_C Long N-H Bond (0.87A) N7 - H1D ... 1.01 Ang.
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 33
N3 -FE1 -N1 -C40 33.00 18.00 1.555 1.555 1.555 1.555
PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 3
H4 N
0 ALERT level A = In general: serious problem
2 ALERT level B = Potentially serious problem
11 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
2 ALERT type 2 Indicator that the structure model may be wrong or deficient
7 ALERT type 3 Indicator that the structure quality may be low
2 ALERT type 4 Improvement, methodology, query or suggestion
0 ALERT type 5 Informative message, check
Data collection: PROCESS-AUTO (Rigaku, 1998); cell refinement: PROCESS-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2006 or 2005????); program(s) used to solve structure: SIR2004 (Burla et al., 2003); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPIII (Burnett & Johnson, 1996); software used to prepare material for publication: CrystalStructure.
Ammonium bis{3-anilinocarbonyl-1-[(5-chloro-2-oxidophenyl)diazenyl]-
2-naphtholato}ferrate(III) acetone solvate
top
Crystal data top
(NH4N)[Fe(C23H24ClN3O3)2]·C3H6O | F(000) = 1988.00 |
Mr = 963.61 | Dx = 1.480 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71075 Å |
Hall symbol: -P 2yn | Cell parameters from 25840 reflections |
a = 11.3199 (14) Å | θ = 3.4–26.1° |
b = 13.7962 (17) Å | µ = 0.54 mm−1 |
c = 27.757 (4) Å | T = 100 K |
β = 93.747 (3)° | Platelet, black |
V = 4325.6 (10) Å3 | 0.10 × 0.10 × 0.04 mm |
Z = 4 | |
Data collection top
Rigaku R-AXIS RAPID diffractometer | 4761 reflections with F2 > 2σ(F2) |
Detector resolution: 10.00 pixels mm-1 | Rint = 0.196 |
ω scans | θmax = 26.0° |
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | h = −13→13 |
Tmin = 0.950, Tmax = 0.979 | k = −16→16 |
53581 measured reflections | l = −34→34 |
8466 independent reflections | |
Refinement top
Refinement on F2 | H atoms treated by a mixture of independent and constrained refinement |
R[F2 > 2σ(F2)] = 0.089 | w = 1/[σ2(Fo2) + (0.1296P)2] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.257 | (Δ/σ)max < 0.001 |
S = 1.00 | Δρmax = 0.98 e Å−3 |
8466 reflections | Δρmin = −0.61 e Å−3 |
612 parameters | |
Special details top
Refinement. Refinement was performed using all reflections. The weighted R-factor
(wR) and goodness of fit (S) are based on F2.
R-factor (gt) are based on F. The threshold expression of
F2 > 2 σ(F2) is used only for calculating R-factor
(gt). |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Fe1 | 0.21487 (7) | 0.76853 (5) | 0.51841 (3) | 0.0398 (2) | |
Cl1 | 0.02245 (15) | 0.95536 (11) | 0.30403 (6) | 0.0569 (4) | |
Cl2 | −0.08330 (15) | 0.74126 (12) | 0.72061 (6) | 0.0581 (4) | |
O1 | 0.0497 (3) | 0.7323 (2) | 0.51960 (13) | 0.0429 (8) | |
O2 | 0.1578 (3) | 0.8980 (2) | 0.50934 (14) | 0.0448 (9) | |
O3 | 0.3729 (3) | 0.8127 (2) | 0.52097 (13) | 0.0407 (8) | |
O4 | 0.2634 (3) | 0.6372 (2) | 0.52365 (13) | 0.0408 (8) | |
O5 | 0.7199 (3) | 0.8882 (2) | 0.50362 (15) | 0.0522 (10) | |
O6 | 0.3147 (3) | 0.3443 (2) | 0.54840 (15) | 0.0513 (10) | |
O7 | −0.0200 (4) | 0.6631 (3) | 0.37983 (18) | 0.0667 (12) | |
N1 | 0.2126 (3) | 0.7740 (2) | 0.58653 (17) | 0.0395 (10) | |
N2 | 0.2937 (4) | 0.7919 (3) | 0.61973 (16) | 0.0435 (11) | |
N3 | 0.2156 (3) | 0.7635 (3) | 0.45023 (17) | 0.0411 (10) | |
N4 | 0.2564 (4) | 0.7018 (3) | 0.42215 (17) | 0.0454 (11) | |
N5 | 0.3146 (4) | 0.4919 (3) | 0.58535 (16) | 0.0431 (10) | |
N6 | 0.5355 (4) | 0.8866 (3) | 0.46648 (17) | 0.0453 (11) | |
N7 | −0.1252 (5) | 0.7851 (4) | 0.4485 (2) | 0.0517 (13) | |
C1 | 0.4042 (4) | 0.8177 (3) | 0.6074 (2) | 0.0398 (12) | |
C2 | 0.4846 (4) | 0.8373 (3) | 0.6490 (2) | 0.0414 (12) | |
C3 | 0.4548 (5) | 0.8188 (4) | 0.6964 (2) | 0.0468 (13) | |
C4 | 0.5314 (5) | 0.8385 (4) | 0.7346 (2) | 0.0524 (14) | |
C5 | 0.6436 (5) | 0.8788 (4) | 0.7276 (2) | 0.0601 (17) | |
C6 | 0.6762 (5) | 0.8969 (4) | 0.6817 (2) | 0.0573 (16) | |
C7 | 0.6005 (5) | 0.8744 (4) | 0.6414 (2) | 0.0487 (14) | |
C8 | 0.6326 (5) | 0.8864 (3) | 0.5937 (2) | 0.0445 (13) | |
C9 | 0.5598 (5) | 0.8655 (3) | 0.5538 (2) | 0.0438 (13) | |
C10 | 0.4407 (4) | 0.8296 (3) | 0.55976 (19) | 0.0392 (12) | |
C11 | 0.6119 (5) | 0.8801 (3) | 0.5057 (2) | 0.0432 (13) | |
C12 | 0.5607 (5) | 0.8979 (3) | 0.4178 (2) | 0.0460 (13) | |
C13 | 0.6630 (5) | 0.9446 (3) | 0.4037 (2) | 0.0513 (14) | |
C14 | 0.6792 (5) | 0.9540 (4) | 0.3549 (2) | 0.0562 (16) | |
C15 | 0.5965 (6) | 0.9203 (4) | 0.3202 (2) | 0.0582 (16) | |
C16 | 0.4934 (6) | 0.8756 (4) | 0.3343 (2) | 0.0609 (16) | |
C17 | 0.4779 (6) | 0.8644 (4) | 0.3832 (2) | 0.0555 (15) | |
C18 | 0.2984 (4) | 0.5827 (3) | 0.4880 (2) | 0.0415 (12) | |
C19 | 0.3014 (4) | 0.6160 (3) | 0.43994 (19) | 0.0414 (12) | |
C20 | 0.3453 (4) | 0.5542 (3) | 0.4029 (2) | 0.0419 (12) | |
C21 | 0.3551 (5) | 0.5861 (4) | 0.3547 (2) | 0.0461 (13) | |
C22 | 0.3919 (5) | 0.5231 (4) | 0.3200 (2) | 0.0499 (14) | |
C23 | 0.4213 (5) | 0.4262 (4) | 0.3316 (2) | 0.0482 (14) | |
C24 | 0.4145 (5) | 0.3954 (4) | 0.3782 (2) | 0.0462 (13) | |
C25 | 0.3776 (4) | 0.4568 (3) | 0.4146 (2) | 0.0428 (12) | |
C26 | 0.3677 (4) | 0.4253 (3) | 0.4624 (2) | 0.0453 (13) | |
C27 | 0.3296 (4) | 0.4830 (3) | 0.4983 (2) | 0.0414 (12) | |
C28 | 0.3183 (5) | 0.4339 (4) | 0.5463 (2) | 0.0481 (13) | |
C29 | 0.3066 (5) | 0.4661 (3) | 0.6341 (2) | 0.0452 (13) | |
C30 | 0.2867 (5) | 0.5422 (4) | 0.6658 (2) | 0.0492 (14) | |
C31 | 0.2818 (5) | 0.5240 (4) | 0.7147 (2) | 0.0541 (15) | |
C32 | 0.2930 (5) | 0.4305 (4) | 0.7322 (2) | 0.0571 (15) | |
C33 | 0.3118 (5) | 0.3560 (4) | 0.7010 (2) | 0.0567 (16) | |
C34 | 0.3203 (5) | 0.3720 (4) | 0.6520 (2) | 0.0528 (15) | |
C35 | 0.0151 (5) | 0.7351 (3) | 0.5646 (2) | 0.0403 (12) | |
C36 | −0.1033 (5) | 0.7211 (3) | 0.5766 (2) | 0.0436 (13) | |
C37 | −0.1330 (5) | 0.7247 (3) | 0.6237 (2) | 0.0467 (13) | |
C38 | −0.0453 (5) | 0.7420 (3) | 0.6607 (2) | 0.0453 (13) | |
C39 | 0.0703 (5) | 0.7571 (3) | 0.6506 (2) | 0.0421 (12) | |
C40 | 0.0983 (5) | 0.7546 (3) | 0.6029 (2) | 0.0406 (12) | |
C41 | 0.1309 (5) | 0.9149 (3) | 0.4636 (2) | 0.0429 (12) | |
C42 | 0.1586 (5) | 0.8474 (3) | 0.4282 (2) | 0.0439 (13) | |
C43 | 0.1296 (5) | 0.8569 (3) | 0.3799 (2) | 0.0460 (13) | |
C44 | 0.0683 (5) | 0.9396 (3) | 0.3643 (2) | 0.0487 (14) | |
C45 | 0.0401 (5) | 1.0105 (3) | 0.3977 (2) | 0.0466 (13) | |
C46 | 0.0710 (5) | 0.9996 (4) | 0.4461 (2) | 0.0466 (13) | |
C47 | 0.0053 (6) | 0.5341 (4) | 0.4368 (2) | 0.0602 (16) | |
C48 | 0.0015 (5) | 0.5781 (4) | 0.3870 (2) | 0.0556 (15) | |
C49 | 0.0257 (6) | 0.5100 (4) | 0.3469 (2) | 0.0619 (17) | |
H3 | 0.3795 | 0.7919 | 0.7018 | 0.056* | |
H4 | 0.5096 | 0.8251 | 0.7664 | 0.063* | |
H5 | 0.6965 | 0.8935 | 0.7546 | 0.072* | |
H5N | 0.3176 | 0.5545 | 0.5795 | 0.052* | |
H6 | 0.7512 | 0.9250 | 0.6772 | 0.069* | |
H6N | 0.4599 | 0.8833 | 0.4720 | 0.054* | |
H1A | −0.105 (6) | 0.779 (4) | 0.425 (2) | 0.05 (2)* | |
H1B | −0.155 (6) | 0.852 (5) | 0.456 (2) | 0.08 (2)* | |
H1C | −0.178 (7) | 0.730 (6) | 0.444 (2) | 0.09 (2)* | |
H1D | −0.060 (6) | 0.772 (4) | 0.474 (2) | 0.060 (18)* | |
H8 | 0.7096 | 0.9105 | 0.5889 | 0.053* | |
H13 | 0.7200 | 0.9693 | 0.4271 | 0.062* | |
H14 | 0.7489 | 0.9845 | 0.3451 | 0.067* | |
H15 | 0.6095 | 0.9274 | 0.2869 | 0.070* | |
H16 | 0.4350 | 0.8531 | 0.3108 | 0.073* | |
H17 | 0.4087 | 0.8330 | 0.3930 | 0.067* | |
H21 | 0.3362 | 0.6513 | 0.3462 | 0.055* | |
H22 | 0.3975 | 0.5454 | 0.2878 | 0.060* | |
H23 | 0.4454 | 0.3830 | 0.3074 | 0.058* | |
H24 | 0.4353 | 0.3304 | 0.3861 | 0.055* | |
H26 | 0.3887 | 0.3602 | 0.4701 | 0.054* | |
H30 | 0.2765 | 0.6063 | 0.6539 | 0.059* | |
H31 | 0.2707 | 0.5761 | 0.7363 | 0.065* | |
H32 | 0.2878 | 0.4181 | 0.7657 | 0.069* | |
H33 | 0.3192 | 0.2918 | 0.7133 | 0.068* | |
H34 | 0.3352 | 0.3197 | 0.6309 | 0.063* | |
H36 | −0.1631 | 0.7089 | 0.5517 | 0.052* | |
H37 | −0.2129 | 0.7154 | 0.6312 | 0.056* | |
H39 | 0.1295 | 0.7690 | 0.6757 | 0.050* | |
H43 | 0.1506 | 0.8085 | 0.3576 | 0.055* | |
H45 | −0.0012 | 1.0672 | 0.3868 | 0.056* | |
H46 | 0.0521 | 1.0491 | 0.4681 | 0.056* | |
H47a | −0.0185 | 0.4659 | 0.4344 | 0.072* | |
H47b | −0.0491 | 0.5693 | 0.4566 | 0.072* | |
H47c | 0.0859 | 0.5386 | 0.4518 | 0.072* | |
H49a | 0.0795 | 0.4587 | 0.3593 | 0.074* | |
H49b | 0.0624 | 0.5456 | 0.3212 | 0.074* | |
H49c | −0.0488 | 0.4810 | 0.3340 | 0.074* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Fe1 | 0.0430 (4) | 0.0347 (4) | 0.0413 (5) | 0.0017 (3) | 0.0002 (3) | −0.0001 (3) |
Cl1 | 0.0720 (10) | 0.0500 (8) | 0.0482 (9) | 0.0031 (7) | 0.0002 (7) | 0.0039 (6) |
Cl2 | 0.0585 (9) | 0.0720 (10) | 0.0445 (9) | 0.0039 (7) | 0.0099 (7) | 0.0074 (6) |
O1 | 0.047 (2) | 0.042 (2) | 0.039 (2) | −0.0005 (16) | −0.0009 (17) | 0.0018 (15) |
O2 | 0.051 (2) | 0.0334 (19) | 0.049 (2) | 0.0024 (16) | −0.0042 (18) | −0.0010 (16) |
O3 | 0.044 (2) | 0.0383 (19) | 0.040 (2) | 0.0011 (16) | 0.0017 (17) | 0.0006 (15) |
O4 | 0.046 (2) | 0.0367 (19) | 0.040 (2) | 0.0029 (16) | 0.0012 (16) | −0.0008 (15) |
O5 | 0.044 (2) | 0.058 (2) | 0.055 (2) | −0.0071 (18) | 0.0059 (19) | −0.0035 (18) |
O6 | 0.056 (2) | 0.034 (2) | 0.063 (2) | −0.0034 (18) | −0.002 (2) | 0.0009 (17) |
O7 | 0.055 (2) | 0.043 (2) | 0.100 (3) | −0.000 (2) | −0.000 (2) | −0.002 (2) |
N1 | 0.036 (2) | 0.034 (2) | 0.048 (2) | 0.0036 (18) | 0.003 (2) | −0.0006 (19) |
N2 | 0.051 (3) | 0.035 (2) | 0.044 (2) | 0.003 (2) | −0.002 (2) | −0.0029 (19) |
N3 | 0.036 (2) | 0.041 (2) | 0.046 (2) | 0.0035 (19) | 0.004 (2) | −0.001 (2) |
N4 | 0.045 (2) | 0.039 (2) | 0.052 (2) | −0.002 (2) | 0.002 (2) | −0.003 (2) |
N5 | 0.046 (2) | 0.037 (2) | 0.046 (2) | −0.003 (2) | −0.001 (2) | 0.002 (2) |
N6 | 0.036 (2) | 0.049 (2) | 0.052 (3) | 0.003 (2) | 0.008 (2) | −0.000 (2) |
N7 | 0.052 (3) | 0.060 (3) | 0.043 (3) | 0.001 (2) | 0.004 (3) | 0.006 (2) |
C1 | 0.041 (3) | 0.027 (2) | 0.052 (3) | 0.004 (2) | 0.002 (2) | −0.002 (2) |
C2 | 0.043 (3) | 0.035 (2) | 0.046 (3) | 0.006 (2) | 0.002 (2) | −0.004 (2) |
C3 | 0.050 (3) | 0.044 (3) | 0.046 (3) | 0.009 (2) | 0.001 (2) | −0.005 (2) |
C4 | 0.051 (3) | 0.062 (3) | 0.045 (3) | 0.005 (2) | 0.005 (2) | −0.010 (2) |
C5 | 0.056 (4) | 0.071 (4) | 0.052 (4) | −0.001 (3) | −0.012 (3) | −0.015 (3) |
C6 | 0.053 (3) | 0.063 (3) | 0.056 (4) | −0.000 (3) | −0.003 (3) | −0.016 (3) |
C7 | 0.048 (3) | 0.047 (3) | 0.051 (3) | 0.006 (2) | 0.002 (2) | −0.009 (2) |
C8 | 0.037 (3) | 0.041 (3) | 0.056 (3) | 0.003 (2) | 0.009 (2) | −0.004 (2) |
C9 | 0.049 (3) | 0.035 (2) | 0.047 (3) | 0.007 (2) | 0.001 (2) | −0.003 (2) |
C10 | 0.043 (3) | 0.033 (2) | 0.042 (3) | 0.004 (2) | 0.007 (2) | 0.003 (2) |
C11 | 0.048 (3) | 0.031 (2) | 0.051 (3) | −0.002 (2) | 0.003 (2) | −0.000 (2) |
C12 | 0.054 (3) | 0.039 (2) | 0.046 (3) | 0.008 (2) | 0.006 (2) | 0.002 (2) |
C13 | 0.062 (4) | 0.040 (3) | 0.053 (3) | 0.005 (2) | 0.009 (3) | 0.003 (2) |
C14 | 0.055 (3) | 0.050 (3) | 0.065 (4) | 0.008 (2) | 0.015 (3) | 0.004 (2) |
C15 | 0.072 (4) | 0.048 (3) | 0.057 (4) | 0.008 (3) | 0.022 (3) | −0.003 (2) |
C16 | 0.077 (4) | 0.054 (3) | 0.051 (3) | 0.003 (3) | 0.004 (3) | −0.007 (2) |
C17 | 0.062 (4) | 0.053 (3) | 0.052 (3) | 0.004 (3) | 0.011 (3) | −0.002 (2) |
C18 | 0.035 (2) | 0.043 (3) | 0.046 (3) | −0.005 (2) | 0.002 (2) | −0.004 (2) |
C19 | 0.043 (3) | 0.038 (2) | 0.043 (3) | −0.003 (2) | 0.001 (2) | −0.000 (2) |
C20 | 0.036 (2) | 0.043 (3) | 0.046 (3) | −0.001 (2) | 0.001 (2) | −0.004 (2) |
C21 | 0.045 (3) | 0.047 (3) | 0.045 (3) | 0.005 (2) | 0.001 (2) | −0.001 (2) |
C22 | 0.050 (3) | 0.053 (3) | 0.046 (3) | 0.001 (2) | 0.002 (2) | −0.004 (2) |
C23 | 0.042 (3) | 0.047 (3) | 0.055 (3) | −0.004 (2) | 0.004 (2) | −0.015 (2) |
C24 | 0.042 (3) | 0.041 (3) | 0.056 (3) | −0.001 (2) | 0.002 (2) | −0.004 (2) |
C25 | 0.041 (3) | 0.039 (2) | 0.048 (3) | −0.004 (2) | −0.001 (2) | −0.005 (2) |
C26 | 0.034 (3) | 0.039 (2) | 0.062 (3) | −0.002 (2) | −0.001 (2) | −0.002 (2) |
C27 | 0.040 (3) | 0.037 (2) | 0.047 (3) | −0.004 (2) | −0.001 (2) | 0.001 (2) |
C28 | 0.039 (3) | 0.055 (3) | 0.050 (3) | 0.000 (2) | −0.002 (2) | −0.000 (2) |
C29 | 0.041 (3) | 0.043 (3) | 0.051 (3) | −0.004 (2) | −0.004 (2) | 0.002 (2) |
C30 | 0.045 (3) | 0.048 (3) | 0.055 (3) | 0.002 (2) | 0.006 (2) | 0.006 (2) |
C31 | 0.044 (3) | 0.059 (3) | 0.060 (4) | −0.002 (2) | 0.010 (2) | 0.000 (2) |
C32 | 0.060 (4) | 0.059 (3) | 0.053 (3) | −0.006 (3) | 0.004 (3) | 0.008 (3) |
C33 | 0.057 (3) | 0.048 (3) | 0.064 (4) | −0.005 (2) | −0.008 (3) | 0.014 (2) |
C34 | 0.060 (3) | 0.043 (3) | 0.054 (3) | −0.004 (2) | −0.007 (3) | 0.005 (2) |
C35 | 0.046 (3) | 0.030 (2) | 0.044 (3) | 0.001 (2) | 0.002 (2) | 0.002 (2) |
C36 | 0.040 (3) | 0.038 (2) | 0.052 (3) | 0.005 (2) | −0.003 (2) | 0.002 (2) |
C37 | 0.051 (3) | 0.039 (2) | 0.050 (3) | 0.001 (2) | 0.008 (2) | 0.003 (2) |
C38 | 0.057 (3) | 0.040 (2) | 0.039 (3) | 0.004 (2) | 0.009 (2) | 0.004 (2) |
C39 | 0.048 (3) | 0.033 (2) | 0.044 (3) | 0.002 (2) | 0.001 (2) | 0.002 (2) |
C40 | 0.043 (3) | 0.031 (2) | 0.047 (3) | 0.005 (2) | −0.000 (2) | 0.001 (2) |
C41 | 0.047 (3) | 0.037 (2) | 0.044 (3) | −0.002 (2) | −0.001 (2) | 0.000 (2) |
C42 | 0.045 (3) | 0.043 (3) | 0.044 (3) | −0.003 (2) | 0.002 (2) | 0.006 (2) |
C43 | 0.048 (3) | 0.036 (2) | 0.055 (3) | −0.001 (2) | 0.008 (2) | −0.003 (2) |
C44 | 0.052 (3) | 0.040 (3) | 0.054 (3) | −0.003 (2) | −0.001 (2) | 0.003 (2) |
C45 | 0.048 (3) | 0.037 (2) | 0.055 (3) | 0.004 (2) | 0.005 (2) | 0.006 (2) |
C46 | 0.045 (3) | 0.043 (3) | 0.052 (3) | 0.000 (2) | 0.004 (2) | 0.002 (2) |
C47 | 0.056 (3) | 0.059 (3) | 0.066 (4) | −0.005 (3) | 0.005 (3) | −0.009 (3) |
C48 | 0.047 (3) | 0.044 (3) | 0.075 (4) | −0.003 (2) | −0.001 (3) | −0.002 (3) |
C49 | 0.066 (4) | 0.052 (3) | 0.068 (4) | 0.003 (3) | 0.007 (3) | 0.007 (3) |
Geometric parameters (Å, º) top
Fe1—O1 | 1.937 (3) | C16—H16 | 0.95 |
Fe1—O2 | 1.910 (3) | C17—H17 | 0.95 |
Fe1—O3 | 1.887 (3) | C18—C19 | 1.414 (7) |
Fe1—O4 | 1.896 (3) | C18—C27 | 1.444 (7) |
Fe1—N1 | 1.894 (4) | C19—C20 | 1.448 (7) |
Fe1—N3 | 1.894 (4) | C20—C21 | 1.421 (7) |
Cl1—C44 | 1.734 (6) | C20—C25 | 1.423 (7) |
Cl2—C38 | 1.745 (5) | C21—C22 | 1.382 (8) |
O1—C35 | 1.333 (6) | C21—H21 | 0.95 |
O2—C41 | 1.307 (6) | C22—C23 | 1.409 (8) |
O3—C10 | 1.302 (6) | C22—H22 | 0.95 |
O4—C18 | 1.323 (6) | C23—C24 | 1.369 (8) |
O5—C11 | 1.233 (7) | C23—H23 | 0.95 |
O6—C28 | 1.238 (6) | C24—C25 | 1.402 (8) |
O7—C48 | 1.212 (7) | C24—H24 | 0.95 |
N1—N2 | 1.282 (6) | C25—C26 | 1.409 (8) |
N1—C40 | 1.425 (7) | C26—C27 | 1.368 (8) |
N2—C1 | 1.366 (7) | C26—H26 | 0.95 |
N3—N4 | 1.262 (6) | C27—C28 | 1.507 (8) |
N3—C42 | 1.441 (6) | C29—C30 | 1.398 (8) |
N4—C19 | 1.368 (6) | C29—C34 | 1.395 (7) |
N5—C28 | 1.350 (7) | C30—C31 | 1.384 (8) |
N5—C29 | 1.407 (7) | C30—H30 | 0.95 |
N5—H5N | 0.88 | C31—C32 | 1.381 (8) |
N6—C11 | 1.349 (7) | C31—H31 | 0.95 |
N6—C12 | 1.407 (7) | C32—C33 | 1.370 (9) |
N6—H6N | 0.88 | C32—H32 | 0.95 |
N7—H1A | 0.70 (7) | C33—C34 | 1.389 (9) |
N7—H1B | 1.00 (7) | C33—H33 | 0.95 |
N7—H1C | 0.97 (8) | C34—H34 | 0.95 |
N7—H1D | 1.01 (6) | C35—C36 | 1.416 (8) |
C1—C2 | 1.448 (7) | C35—C40 | 1.400 (7) |
C1—C10 | 1.420 (7) | C36—C37 | 1.371 (8) |
C2—C3 | 1.404 (8) | C36—H36 | 0.95 |
C2—C7 | 1.437 (8) | C37—C38 | 1.402 (8) |
C3—C4 | 1.354 (8) | C37—H37 | 0.95 |
C3—H3 | 0.95 | C38—C39 | 1.371 (8) |
C4—C5 | 1.412 (9) | C39—C40 | 1.381 (8) |
C4—H4 | 0.95 | C39—H39 | 0.95 |
C5—C6 | 1.373 (9) | C41—C42 | 1.403 (7) |
C5—H5 | 0.95 | C41—C46 | 1.419 (7) |
C6—C7 | 1.398 (8) | C42—C43 | 1.367 (7) |
C6—H6 | 0.95 | C43—C44 | 1.389 (7) |
C7—C8 | 1.404 (8) | C43—H43 | 0.95 |
C8—C9 | 1.368 (7) | C44—C45 | 1.399 (8) |
C8—H8 | 0.95 | C45—C46 | 1.375 (8) |
C9—C10 | 1.456 (8) | C45—H45 | 0.95 |
C9—C11 | 1.507 (8) | C46—H46 | 0.95 |
C12—C13 | 1.404 (8) | C47—C48 | 1.508 (9) |
C12—C17 | 1.377 (8) | C47—H47a | 0.98 |
C13—C14 | 1.382 (9) | C47—H47b | 0.98 |
C13—H13 | 0.95 | C47—H47c | 0.98 |
C14—C15 | 1.380 (9) | C48—C49 | 1.496 (8) |
C14—H14 | 0.95 | C49—H49a | 0.98 |
C15—C16 | 1.398 (10) | C49—H49b | 0.98 |
C15—H15 | 0.95 | C49—H49c | 0.98 |
C16—C17 | 1.389 (9) | | |
| | | |
O1···H1D | 1.80 (6) | H1C···H47b | 2.66 |
O2···H46i | 2.601 | H1D···O1 | 1.80 (6) |
O5···N7ii | 2.791 (7) | H1D···C35 | 2.65 (6) |
O5···H1Bii | 2.06 (7) | H1D···H36 | 2.66 |
O5···H46iii | 2.785 | H13···H1Bii | 2.26 |
O6···N7iv | 2.797 (7) | H14···H32ix | 2.644 |
O6···H1Civ | 1.87 (8) | H15···H31ix | 2.376 |
O7···H1A | 2.28 (6) | H22···H5x | 2.543 |
O7···H1C | 2.76 (8) | H24···C1vi | 2.730 |
N7···O5v | 2.791 (7) | H24···C2vi | 2.691 |
N7···O6iv | 2.797 (7) | H24···H37iv | 2.610 |
C1···H24vi | 2.731 | H26···H36iv | 2.757 |
C2···H24vi | 2.691 | H31···H15xi | 2.376 |
C13···H1Bii | 2.76 (7) | H32···H3xii | 2.767 |
C18···H47c | 2.617 | H32···H14xi | 2.644 |
C19···H47c | 2.702 | H32···H39xii | 2.748 |
C24···H37iv | 2.744 | H34···H1Civ | 2.73 |
C28···H1Civ | 2.78 (8) | H36···H1D | 2.660 |
C30···H49civ | 2.713 | H36···H26iv | 2.757 |
C35···H1D | 2.65 (6) | H37···C24iv | 2.744 |
C35···H47aiv | 2.774 | H37···H24iv | 2.610 |
C37···H49aiv | 2.637 | H39···H32vii | 2.748 |
C39···H45i | 2.731 | H45···C39i | 2.731 |
C40···H45i | 2.717 | H45···C40i | 2.717 |
H3···H32vii | 2.767 | H46···O2i | 2.601 |
H4···H49bviii | 2.395 | H46···O5iii | 2.785 |
H5···H22viii | 2.543 | H46···H1Bi | 2.71 |
H5···H49bviii | 2.607 | H46···H46i | 2.575 |
H1A···O7 | 2.28 (6) | H47a···C35iv | 2.774 |
H1B···O5v | 2.06 (7) | H47b···H1C | 2.66 |
H1B···C13v | 2.76 (7) | H47c···C18 | 2.617 |
H1B···H13v | 2.26 | H47c···C19 | 2.702 |
H1B···H46i | 2.71 | H49a···C37iv | 2.637 |
H1C···O6iv | 1.87 (8) | H49b···H4x | 2.395 |
H1C···O7 | 2.76 (8) | H49b···H5x | 2.607 |
H1C···C28iv | 2.78 (8) | H49c···C30iv | 2.713 |
H1C···H34iv | 2.73 | | |
| | | |
O1—Fe1—O2 | 85.69 (15) | C19—C20—C21 | 122.5 (4) |
O1—Fe1—O3 | 174.98 (15) | C19—C20—C25 | 119.3 (4) |
O1—Fe1—O4 | 91.57 (15) | C21—C20—C25 | 118.1 (5) |
O1—Fe1—N1 | 85.24 (17) | C20—C21—C22 | 120.5 (5) |
O1—Fe1—N3 | 94.30 (17) | C20—C21—H21 | 119.7 |
O2—Fe1—O3 | 90.83 (15) | C22—C21—H21 | 119.8 |
O2—Fe1—O4 | 175.77 (15) | C21—C22—C23 | 121.0 (5) |
O2—Fe1—N1 | 93.88 (17) | C21—C22—H22 | 119.5 |
O2—Fe1—N3 | 85.76 (17) | C23—C22—H22 | 119.5 |
O3—Fe1—O4 | 92.10 (15) | C22—C23—C24 | 118.9 (5) |
O3—Fe1—N1 | 91.39 (17) | C22—C23—H23 | 120.5 |
O3—Fe1—N3 | 89.04 (17) | C24—C23—H23 | 120.5 |
O4—Fe1—N1 | 89.10 (16) | C23—C24—C25 | 122.0 (5) |
O4—Fe1—N3 | 91.24 (17) | C23—C24—H24 | 119.0 |
N1—Fe1—N3 | 179.44 (19) | C25—C24—H24 | 119.0 |
Fe1—O1—C35 | 110.6 (3) | C20—C25—C24 | 119.4 (5) |
Fe1—O2—C41 | 110.5 (3) | C20—C25—C26 | 118.1 (4) |
Fe1—O3—C10 | 126.5 (3) | C24—C25—C26 | 122.5 (4) |
Fe1—O4—C18 | 125.8 (3) | C25—C26—C27 | 123.8 (5) |
Fe1—N1—N2 | 132.0 (3) | C25—C26—H26 | 118.1 |
Fe1—N1—C40 | 112.5 (3) | C27—C26—H26 | 118.1 |
N2—N1—C40 | 115.4 (4) | C18—C27—C26 | 119.6 (5) |
N1—N2—C1 | 119.6 (4) | C18—C27—C28 | 124.7 (4) |
Fe1—N3—N4 | 131.9 (3) | C26—C27—C28 | 115.6 (4) |
Fe1—N3—C42 | 111.3 (3) | O6—C28—N5 | 123.5 (5) |
N4—N3—C42 | 116.9 (4) | O6—C28—C27 | 119.7 (5) |
N3—N4—C19 | 120.2 (4) | N5—C28—C27 | 116.9 (4) |
C28—N5—C29 | 129.0 (4) | N5—C29—C30 | 116.1 (4) |
C28—N5—H5N | 115.5 | N5—C29—C34 | 124.4 (5) |
C29—N5—H5N | 115.5 | C30—C29—C34 | 119.5 (5) |
C11—N6—C12 | 128.5 (4) | C29—C30—C31 | 120.0 (5) |
C11—N6—H6N | 115.7 | C29—C30—H30 | 120.0 |
C12—N6—H6N | 115.7 | C31—C30—H30 | 120.0 |
H1A—N7—H1B | 116 (6) | C30—C31—C32 | 120.4 (5) |
H1A—N7—H1C | 91 (7) | C30—C31—H31 | 119.8 |
H1A—N7—H1D | 112 (6) | C32—C31—H31 | 119.8 |
H1B—N7—H1C | 122 (6) | C31—C32—C33 | 119.5 (6) |
H1B—N7—H1D | 105 (5) | C31—C32—H32 | 120.2 |
H1C—N7—H1D | 112 (5) | C33—C32—H32 | 120.2 |
N2—C1—C2 | 112.7 (4) | C32—C33—C34 | 121.6 (5) |
N2—C1—C10 | 126.2 (4) | C32—C33—H33 | 119.2 |
C2—C1—C10 | 121.0 (4) | C34—C33—H33 | 119.2 |
C1—C2—C3 | 122.5 (5) | C29—C34—C33 | 119.0 (5) |
C1—C2—C7 | 118.8 (5) | C29—C34—H34 | 120.5 |
C3—C2—C7 | 118.7 (5) | C33—C34—H34 | 120.5 |
C2—C3—C4 | 121.2 (5) | O1—C35—C36 | 123.9 (4) |
C2—C3—H3 | 119.4 | O1—C35—C40 | 119.6 (5) |
C4—C3—H3 | 119.4 | C36—C35—C40 | 116.5 (5) |
C3—C4—C5 | 120.5 (5) | C35—C36—C37 | 121.0 (5) |
C3—C4—H4 | 119.8 | C35—C36—H36 | 119.5 |
C5—C4—H4 | 119.8 | C37—C36—H36 | 119.5 |
C4—C5—C6 | 119.9 (5) | C36—C37—C38 | 119.9 (5) |
C4—C5—H5 | 120.1 | C36—C37—H37 | 120.0 |
C6—C5—H5 | 120.1 | C38—C37—H37 | 120.1 |
C5—C6—C7 | 121.0 (6) | Cl2—C38—C37 | 119.4 (4) |
C5—C6—H6 | 119.5 | Cl2—C38—C39 | 119.6 (4) |
C7—C6—H6 | 119.5 | C37—C38—C39 | 121.0 (5) |
C2—C7—C6 | 118.6 (5) | C38—C39—C40 | 118.3 (5) |
C2—C7—C8 | 118.4 (5) | C38—C39—H39 | 120.9 |
C6—C7—C8 | 123.0 (5) | C40—C39—H39 | 120.9 |
C7—C8—C9 | 124.0 (5) | N1—C40—C35 | 111.9 (4) |
C7—C8—H8 | 118.0 | N1—C40—C39 | 124.9 (4) |
C9—C8—H8 | 118.0 | C35—C40—C39 | 123.3 (5) |
C8—C9—C10 | 119.6 (5) | O2—C41—C42 | 120.8 (4) |
C8—C9—C11 | 116.0 (5) | O2—C41—C46 | 123.6 (4) |
C10—C9—C11 | 124.4 (4) | C42—C41—C46 | 115.5 (4) |
O3—C10—C1 | 123.9 (4) | N3—C42—C41 | 110.6 (4) |
O3—C10—C9 | 117.9 (4) | N3—C42—C43 | 124.4 (4) |
C1—C10—C9 | 118.2 (4) | C41—C42—C43 | 125.0 (5) |
O5—C11—N6 | 122.8 (5) | C42—C43—C44 | 117.8 (5) |
O5—C11—C9 | 120.1 (5) | C42—C43—H43 | 121.1 |
N6—C11—C9 | 117.2 (5) | C44—C43—H43 | 121.1 |
N6—C12—C13 | 122.9 (5) | Cl1—C44—C43 | 121.0 (4) |
N6—C12—C17 | 117.4 (5) | Cl1—C44—C45 | 119.0 (4) |
C13—C12—C17 | 119.6 (5) | C43—C44—C45 | 120.0 (5) |
C12—C13—C14 | 118.8 (5) | C44—C45—C46 | 121.0 (5) |
C12—C13—H13 | 120.6 | C44—C45—H45 | 119.5 |
C14—C13—H13 | 120.6 | C46—C45—H45 | 119.5 |
C13—C14—C15 | 121.6 (6) | C41—C46—C45 | 120.6 (5) |
C13—C14—H14 | 119.2 | C41—C46—H46 | 119.7 |
C15—C14—H14 | 119.2 | C45—C46—H46 | 119.7 |
C14—C15—C16 | 119.6 (6) | C48—C47—H47a | 109.5 |
C14—C15—H15 | 120.2 | C48—C47—H47b | 109.5 |
C16—C15—H15 | 120.2 | C48—C47—H47c | 109.5 |
C15—C16—C17 | 119.0 (6) | H47a—C47—H47b | 109.5 |
C15—C16—H16 | 120.5 | H47a—C47—H47c | 109.5 |
C17—C16—H16 | 120.5 | H47b—C47—H47c | 109.5 |
C12—C17—C16 | 121.4 (6) | O7—C48—C47 | 122.3 (6) |
C12—C17—H17 | 119.3 | O7—C48—C49 | 122.0 (6) |
C16—C17—H17 | 119.3 | C47—C48—C49 | 115.7 (5) |
O4—C18—C19 | 123.2 (4) | C48—C49—H49a | 109.5 |
O4—C18—C27 | 118.3 (4) | C48—C49—H49b | 109.5 |
C19—C18—C27 | 118.4 (4) | C48—C49—H49c | 109.5 |
N4—C19—C18 | 126.2 (4) | H49a—C49—H49b | 109.5 |
N4—C19—C20 | 113.0 (4) | H49a—C49—H49c | 109.5 |
C18—C19—C20 | 120.6 (4) | H49b—C49—H49c | 109.5 |
| | | |
O1—Fe1—O2—C41 | −85.4 (3) | C6—C7—C8—C9 | −179.5 (5) |
O2—Fe1—O1—C35 | −90.3 (3) | C7—C8—C9—C10 | 0.7 (8) |
O1—Fe1—O4—C18 | 103.3 (4) | C7—C8—C9—C11 | −178.0 (4) |
O4—Fe1—O1—C35 | 92.9 (3) | C8—C9—C10—O3 | 178.4 (4) |
O1—Fe1—N1—N2 | 177.7 (4) | C8—C9—C10—C1 | 0.1 (5) |
O1—Fe1—N1—C40 | −2.5 (3) | C8—C9—C11—O5 | 16.1 (7) |
N1—Fe1—O1—C35 | 4.0 (3) | C8—C9—C11—N6 | −162.1 (4) |
O1—Fe1—N3—N4 | −103.9 (4) | C10—C9—C11—O5 | −162.6 (4) |
O1—Fe1—N3—C42 | 76.4 (3) | C10—C9—C11—N6 | 19.2 (7) |
N3—Fe1—O1—C35 | −175.7 (3) | C11—C9—C10—O3 | −3.0 (7) |
O2—Fe1—O3—C10 | 97.8 (3) | C11—C9—C10—C1 | 178.8 (4) |
O3—Fe1—O2—C41 | 98.2 (3) | N6—C12—C13—C14 | −178.7 (5) |
O2—Fe1—N1—N2 | −96.9 (4) | N6—C12—C17—C16 | 177.7 (5) |
O2—Fe1—N1—C40 | 82.9 (3) | C13—C12—C17—C16 | 0.2 (7) |
N1—Fe1—O2—C41 | −170.3 (3) | C17—C12—C13—C14 | −1.3 (8) |
O2—Fe1—N3—N4 | 170.7 (5) | C12—C13—C14—C15 | 1.2 (9) |
O2—Fe1—N3—C42 | −9.0 (3) | C13—C14—C15—C16 | 0.1 (7) |
N3—Fe1—O2—C41 | 9.3 (3) | C14—C15—C16—C17 | −1.3 (9) |
O3—Fe1—O4—C18 | −80.1 (4) | C15—C16—C17—C12 | 1.1 (9) |
O4—Fe1—O3—C10 | −85.2 (3) | O4—C18—C19—N4 | −8.6 (8) |
O3—Fe1—N1—N2 | −6.0 (4) | O4—C18—C19—C20 | 177.4 (4) |
O3—Fe1—N1—C40 | 173.8 (3) | O4—C18—C27—C26 | −179.1 (4) |
N1—Fe1—O3—C10 | 3.9 (4) | O4—C18—C27—C28 | 4.0 (7) |
O3—Fe1—N3—N4 | 79.8 (4) | C19—C18—C27—C26 | 3.8 (7) |
O3—Fe1—N3—C42 | −99.9 (3) | C19—C18—C27—C28 | −173.1 (5) |
N3—Fe1—O3—C10 | −176.5 (4) | C27—C18—C19—N4 | 168.4 (5) |
O4—Fe1—N1—N2 | 86.1 (4) | C27—C18—C19—C20 | −5.6 (7) |
O4—Fe1—N1—C40 | −94.1 (3) | N4—C19—C20—C21 | 8.2 (7) |
N1—Fe1—O4—C18 | −171.5 (4) | N4—C19—C20—C25 | −170.3 (4) |
O4—Fe1—N3—N4 | −12.3 (4) | C18—C19—C20—C21 | −177.0 (5) |
O4—Fe1—N3—C42 | 168.0 (3) | C18—C19—C20—C25 | 4.5 (7) |
N3—Fe1—O4—C18 | 9.0 (4) | C19—C20—C21—C22 | −176.7 (5) |
N3—Fe1—N1—C40 | 33 (18) | C19—C20—C25—C24 | 176.8 (5) |
Fe1—O1—C35—C36 | 174.0 (3) | C19—C20—C25—C26 | −1.4 (7) |
Fe1—O1—C35—C40 | −4.9 (5) | C21—C20—C25—C24 | −1.8 (7) |
Fe1—O2—C41—C42 | −7.9 (6) | C21—C20—C25—C26 | −179.9 (3) |
Fe1—O2—C41—C46 | 170.9 (4) | C25—C20—C21—C22 | 1.8 (8) |
Fe1—O3—C10—C1 | −0.6 (6) | C20—C21—C22—C23 | −0.4 (7) |
Fe1—O3—C10—C9 | −178.7 (3) | C21—C22—C23—C24 | −0.9 (8) |
Fe1—O4—C18—C19 | −1.5 (7) | C22—C23—C24—C25 | 0.9 (8) |
Fe1—O4—C18—C27 | −178.5 (3) | C23—C24—C25—C20 | 0.5 (7) |
Fe1—N1—N2—C1 | 4.2 (6) | C23—C24—C25—C26 | 178.5 (5) |
Fe1—N1—C40—C35 | 0.6 (5) | C20—C25—C26—C27 | −0.5 (7) |
Fe1—N1—C40—C39 | −177.6 (4) | C24—C25—C26—C27 | −178.5 (5) |
N2—N1—C40—C35 | −179.6 (4) | C25—C26—C27—C18 | −0.7 (8) |
N2—N1—C40—C39 | 2.3 (6) | C25—C26—C27—C28 | 176.5 (5) |
C40—N1—N2—C1 | −175.7 (4) | C18—C27—C28—O6 | 159.7 (5) |
N1—N2—C1—C2 | 178.8 (4) | C18—C27—C28—N5 | −21.4 (7) |
N1—N2—C1—C10 | 1.5 (7) | C26—C27—C28—O6 | −17.4 (7) |
Fe1—N3—N4—C19 | 6.7 (7) | C26—C27—C28—N5 | 161.5 (5) |
Fe1—N3—C42—C41 | 7.0 (5) | N5—C29—C30—C31 | −177.7 (5) |
Fe1—N3—C42—C43 | −169.4 (4) | N5—C29—C34—C33 | 179.2 (5) |
N4—N3—C42—C41 | −172.7 (4) | C30—C29—C34—C33 | 1.0 (8) |
N4—N3—C42—C43 | 10.8 (7) | C34—C29—C30—C31 | 0.6 (8) |
C42—N3—N4—C19 | −173.6 (4) | C29—C30—C31—C32 | −1.9 (8) |
N3—N4—C19—C18 | 6.1 (8) | C30—C31—C32—C33 | 1.5 (9) |
N3—N4—C19—C20 | −179.4 (4) | C31—C32—C33—C34 | 0.2 (7) |
C28—N5—C29—C30 | −170.8 (5) | C32—C33—C34—C29 | −1.5 (9) |
C28—N5—C29—C34 | 11.0 (9) | O1—C35—C36—C37 | 179.9 (3) |
C29—N5—C28—O6 | 0.1 (7) | O1—C35—C40—N1 | 3.0 (6) |
C29—N5—C28—C27 | −178.7 (5) | O1—C35—C40—C39 | −178.8 (4) |
C11—N6—C12—C13 | −28.3 (8) | C36—C35—C40—N1 | −176.0 (4) |
C11—N6—C12—C17 | 154.3 (5) | C36—C35—C40—C39 | 2.2 (7) |
C12—N6—C11—O5 | 3.4 (8) | C40—C35—C36—C37 | −1.2 (7) |
C12—N6—C11—C9 | −178.4 (4) | C35—C36—C37—C38 | −0.3 (6) |
N2—C1—C2—C3 | 7.9 (7) | C36—C37—C38—Cl2 | −177.3 (4) |
N2—C1—C2—C7 | −174.0 (4) | C36—C37—C38—C39 | 1.1 (7) |
N2—C1—C10—O3 | −3.3 (8) | Cl2—C38—C39—C40 | 178.2 (3) |
N2—C1—C10—C9 | 174.8 (4) | C37—C38—C39—C40 | −0.2 (5) |
C2—C1—C10—O3 | 179.6 (4) | C38—C39—C40—N1 | 176.4 (4) |
C2—C1—C10—C9 | −2.2 (7) | C38—C39—C40—C35 | −1.5 (7) |
C10—C1—C2—C3 | −174.6 (4) | O2—C41—C42—N3 | 0.7 (7) |
C10—C1—C2—C7 | 3.4 (7) | O2—C41—C42—C43 | 177.1 (5) |
C1—C2—C3—C4 | −179.5 (5) | O2—C41—C46—C45 | −176.7 (5) |
C1—C2—C7—C6 | 177.5 (5) | C42—C41—C46—C45 | 2.2 (8) |
C1—C2—C7—C8 | −2.5 (7) | C46—C41—C42—N3 | −178.2 (4) |
C3—C2—C7—C6 | −4.4 (8) | C46—C41—C42—C43 | −1.8 (8) |
C3—C2—C7—C8 | 175.6 (5) | N3—C42—C43—C44 | 176.1 (5) |
C7—C2—C3—C4 | 2.4 (8) | C41—C42—C43—C44 | 0.2 (6) |
C2—C3—C4—C5 | 0.3 (7) | C42—C43—C44—Cl1 | −177.3 (4) |
C3—C4—C5—C6 | −1.0 (9) | C42—C43—C44—C45 | 1.1 (8) |
C4—C5—C6—C7 | −1.0 (9) | Cl1—C44—C45—C46 | 177.8 (4) |
C5—C6—C7—C2 | 3.7 (9) | C43—C44—C45—C46 | −0.7 (8) |
C5—C6—C7—C8 | −176.3 (5) | C44—C45—C46—C41 | −1.0 (8) |
C2—C7—C8—C9 | 0.5 (8) | | |
Symmetry codes: (i) −x, −y+2, −z+1; (ii) x+1, y, z; (iii) −x+1, −y+2, −z+1; (iv) −x, −y+1, −z+1; (v) x−1, y, z; (vi) −x+1, −y+1, −z+1; (vii) −x+1/2, y+1/2, −z+3/2; (viii) x+1/2, −y+3/2, z+1/2; (ix) x+1/2, −y+3/2, z−1/2; (x) x−1/2, −y+3/2, z−1/2; (xi) x−1/2, −y+3/2, z+1/2; (xii) −x+1/2, y−1/2, −z+3/2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N5—H5N···O4 | 0.88 | 1.99 | 2.675 (5) | 134 |
N6—H6N···O3 | 0.88 | 1.98 | 2.661 (6) | 133 |
N7—H1A···O7 | 0.70 (7) | 2.28 (6) | 2.860 (8) | 140 (6) |
N7—H1B···O5v | 1.00 (7) | 2.06 (7) | 2.791 (7) | 128 (5) |
N7—H1C···O6iv | 0.98 (8) | 1.87 (8) | 2.797 (7) | 156 (7) |
N7—H1D···O1 | 1.01 (6) | 1.80 (6) | 2.800 (7) | 172 (5) |
Symmetry codes: (iv) −x, −y+1, −z+1; (v) x−1, y, z. |