Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536802005524/na6151sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536802005524/na6151Isup2.hkl |
CCDC reference: 185737
Key indicators
- Single-crystal X-ray study
- T = 297 K
- Mean (C-C) = 0.014 Å
- R factor = 0.089
- wR factor = 0.317
- Data-to-parameter ratio = 13.1
checkCIF results
No syntax errors found ADDSYM reports no extra symmetry
Alert Level B:
PLAT_420 Alert B D-H Without Acceptor O(6) - H(6A) ?
Author response: see the last part of _publ_section_comment |
PLAT_420 Alert B D-H Without Acceptor O(6) - H(6B) ?
Author response: see the last part of _publ_section_comment |
Alert Level C:
RFACR_01 Alert C The value of the weighted R factor is > 0.25 Weighted R factor given 0.317
0 Alert Level A = Potentially serious problem
2 Alert Level B = Potential problem
1 Alert Level C = Please check
The preparation of the title complex has been described previously (Seki et al., 1997). Crystals were grown from a dichloromethane solution.
The crystal specimen was sealed in a capillary with the mother liquor to avoid efflorescence. However, the intensity of the standard reflections decayed 36%, which was corrected. All H-atom positional parameters were calculated geometrically and fixed with Uiso(H) = 1.2Ueq(parent atom). The positions of the aqua H atoms were calculated assuming the O sp2 hybridization based on a suitable peak in difference synthesis. The largely elongated displacement ellipsoid of the C12, which is the central C atom of the dichloromethane molecule, suggests the positional disorder, although a refinement of the split-atom model was unsuccessful.
Data collection: WinAFC Diffractometer Control Software (Rigaku, 1999); cell refinement: WinAFC Diffractometer Control Software; data reduction: TEXSAN (Molecular Structure Corporation, 2001); program(s) used to solve structure: SIR92 (Altomare et al., 1994); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: TEXSAN.
Fig. 1. The molecular structure of (I) with displacement ellipsoids plotted at the 50% probability level. | |
Fig. 2. The projection of the crystal structure of (I) along c. |
[Co(NO2)(C44H28N4)(H2O)]·CH2Cl2 | F(000) = 1688.0 |
Mr = 820.62 | Dx = 1.444 Mg m−3 |
Monoclinic, P21/a | Mo Kα radiation, λ = 0.7107 Å |
a = 14.713 (3) Å | Cell parameters from 24 reflections |
b = 19.540 (6) Å | θ = 11.0–12.1° |
c = 13.413 (4) Å | µ = 0.65 mm−1 |
β = 101.74 (2)° | T = 297 K |
V = 3775.5 (19) Å3 | Plate, purple |
Z = 4 | 0.3 × 0.3 × 0.3 mm |
Rigaku AFC-7R diffractometer | Rint = 0.055 |
θ–2θ scans | θmax = 25.0°, θmin = 2.5° |
Absorption correction: integration (Coppens et al, 1965) | h = 0→17 |
Tmin = 0.820, Tmax = 0.857 | k = 0→23 |
9711 measured reflections | l = −15→15 |
6636 independent reflections | 3 standard reflections every 150 reflections |
3288 reflections with I > 2σ(I) | intensity decay: 36.3% |
Refinement on F2 | H-atom parameters not refined |
R[F2 > 2σ(F2)] = 0.089 | w = 1/[σ2(Fo2) + (0.1368P)2 + 20.8126P] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.317 | (Δ/σ)max = 0.001 |
S = 1.04 | Δρmax = 0.60 e Å−3 |
6636 reflections | Δρmin = −1.22 e Å−3 |
505 parameters |
[Co(NO2)(C44H28N4)(H2O)]·CH2Cl2 | V = 3775.5 (19) Å3 |
Mr = 820.62 | Z = 4 |
Monoclinic, P21/a | Mo Kα radiation |
a = 14.713 (3) Å | µ = 0.65 mm−1 |
b = 19.540 (6) Å | T = 297 K |
c = 13.413 (4) Å | 0.3 × 0.3 × 0.3 mm |
β = 101.74 (2)° |
Rigaku AFC-7R diffractometer | 3288 reflections with I > 2σ(I) |
Absorption correction: integration (Coppens et al, 1965) | Rint = 0.055 |
Tmin = 0.820, Tmax = 0.857 | 3 standard reflections every 150 reflections |
9711 measured reflections | intensity decay: 36.3% |
6636 independent reflections |
R[F2 > 2σ(F2)] = 0.089 | H-atom parameters not refined |
wR(F2) = 0.317 | w = 1/[σ2(Fo2) + (0.1368P)2 + 20.8126P] where P = (Fo2 + 2Fc2)/3 |
S = 1.04 | Δρmax = 0.60 e Å−3 |
6636 reflections | Δρmin = −1.22 e Å−3 |
505 parameters |
Refinement. Refinement using reflections with F2 > -10.0 σ(F2). 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 > 2.0 σ(F2) is used only for calculating R-factor (gt). |
x | y | z | Uiso*/Ueq | ||
Co1 | 0.22482 (7) | 0.37668 (6) | 0.19449 (8) | 0.0395 (4) | |
Cl2 | 0.2092 (3) | 0.7213 (2) | 0.1995 (3) | 0.108 (1) | |
Cl3 | 0.3224 (3) | 0.7128 (3) | 0.4003 (3) | 0.127 (2) | |
O4 | 0.1998 (5) | 0.5049 (3) | 0.1179 (6) | 0.067 (2) | |
O5 | 0.2781 (5) | 0.5013 (4) | 0.2709 (6) | 0.076 (2) | |
O6 | 0.2164 (5) | 0.2687 (4) | 0.1954 (5) | 0.070 (2) | |
N7 | 0.2353 (5) | 0.4717 (4) | 0.1948 (6) | 0.052 (2) | |
N8 | 0.0919 (5) | 0.3757 (4) | 0.1283 (5) | 0.046 (2) | |
N9 | 0.2587 (4) | 0.3735 (4) | 0.0606 (5) | 0.045 (2) | |
N10 | 0.3557 (5) | 0.3681 (4) | 0.2599 (5) | 0.048 (2) | |
N11 | 0.1898 (5) | 0.3748 (4) | 0.3291 (5) | 0.047 (2) | |
C12 | 0.269 (1) | 0.6672 (6) | 0.293 (2) | 0.152 (9) | |
C13 | 0.0166 (6) | 0.3702 (5) | 0.1763 (7) | 0.050 (2) | |
C14 | −0.0678 (6) | 0.3687 (6) | 0.1001 (7) | 0.056 (3) | |
C15 | −0.0450 (6) | 0.3739 (6) | 0.0093 (6) | 0.056 (2) | |
C16 | 0.0547 (5) | 0.3794 (5) | 0.0258 (6) | 0.044 (2) | |
C17 | 0.1037 (5) | 0.3862 (5) | −0.0501 (6) | 0.043 (2) | |
C18 | 0.1997 (6) | 0.3844 (5) | −0.0347 (6) | 0.049 (2) | |
C19 | 0.2535 (6) | 0.3923 (5) | −0.1107 (6) | 0.054 (3) | |
C20 | 0.3417 (6) | 0.3850 (5) | −0.0665 (7) | 0.053 (2) | |
C21 | 0.3459 (5) | 0.3744 (5) | 0.0397 (6) | 0.047 (2) | |
C22 | 0.4277 (5) | 0.3647 (5) | 0.1103 (6) | 0.045 (2) | |
C23 | 0.4317 (5) | 0.3607 (5) | 0.2133 (6) | 0.048 (2) | |
C24 | 0.5162 (6) | 0.3530 (6) | 0.2887 (7) | 0.057 (3) | |
C25 | 0.4928 (6) | 0.3606 (6) | 0.3808 (7) | 0.056 (3) | |
C26 | 0.3940 (6) | 0.3704 (5) | 0.3635 (6) | 0.046 (2) | |
C27 | 0.3462 (5) | 0.3801 (4) | 0.4415 (6) | 0.038 (2) | |
C28 | 0.2517 (6) | 0.3829 (5) | 0.4221 (6) | 0.044 (2) | |
C29 | 0.1982 (7) | 0.3899 (6) | 0.5016 (6) | 0.060 (3) | |
C30 | 0.1076 (6) | 0.3863 (7) | 0.4574 (6) | 0.066 (3) | |
C31 | 0.1017 (6) | 0.3758 (6) | 0.3496 (6) | 0.051 (2) | |
C32 | 0.0202 (5) | 0.3709 (5) | 0.2791 (6) | 0.048 (2) | |
C33 | 0.0509 (6) | 0.3914 (5) | −0.1583 (6) | 0.045 (2) | |
C34 | −0.0101 (6) | 0.4442 (5) | −0.1889 (7) | 0.052 (2) | |
C35 | −0.0618 (6) | 0.4482 (5) | −0.2888 (7) | 0.056 (3) | |
C36 | −0.0517 (7) | 0.3988 (6) | −0.3580 (7) | 0.061 (3) | |
C37 | 0.0068 (7) | 0.3438 (6) | −0.3283 (7) | 0.059 (3) | |
C38 | 0.0575 (7) | 0.3409 (5) | −0.2301 (7) | 0.053 (2) | |
C39 | 0.5169 (6) | 0.3634 (5) | 0.0721 (6) | 0.051 (2) | |
C40 | 0.5742 (8) | 0.4199 (7) | 0.0831 (9) | 0.080 (4) | |
C41 | 0.6534 (7) | 0.4215 (7) | 0.0433 (9) | 0.079 (4) | |
C42 | 0.6786 (6) | 0.3653 (6) | −0.0046 (7) | 0.059 (3) | |
C43 | 0.6235 (7) | 0.3092 (6) | −0.0163 (8) | 0.063 (3) | |
C44 | 0.5419 (6) | 0.3066 (5) | 0.0216 (8) | 0.059 (3) | |
C45 | 0.3995 (6) | 0.3885 (5) | 0.5475 (6) | 0.047 (2) | |
C46 | 0.4373 (8) | 0.4510 (6) | 0.5805 (8) | 0.069 (3) | |
C47 | 0.4886 (8) | 0.4600 (6) | 0.6776 (8) | 0.075 (3) | |
C48 | 0.5014 (7) | 0.4052 (6) | 0.7444 (8) | 0.062 (3) | |
C49 | 0.4634 (8) | 0.3448 (6) | 0.7139 (7) | 0.071 (3) | |
C50 | 0.4097 (7) | 0.3347 (6) | 0.6156 (8) | 0.067 (3) | |
C51 | −0.0702 (5) | 0.3723 (5) | 0.3166 (6) | 0.048 (2) | |
C52 | −0.1256 (7) | 0.4295 (6) | 0.3049 (9) | 0.075 (3) | |
C53 | −0.2088 (8) | 0.4281 (8) | 0.342 (1) | 0.087 (4) | |
C54 | −0.2335 (6) | 0.3708 (7) | 0.3886 (8) | 0.070 (3) | |
C55 | −0.1777 (8) | 0.3154 (6) | 0.4004 (8) | 0.067 (3) | |
C56 | −0.0976 (7) | 0.3164 (5) | 0.3643 (7) | 0.058 (3) | |
H6A | 0.2577 | 0.2420 | 0.1659 | 0.0814* | |
H6B | 0.1706 | 0.2452 | 0.2248 | 0.0814* | |
H12A | 0.2269 | 0.6352 | 0.3112 | 0.1828* | |
H12B | 0.3153 | 0.6434 | 0.2660 | 0.1828* | |
H14 | −0.1289 | 0.3647 | 0.1123 | 0.0677* | |
H15 | −0.0869 | 0.3740 | −0.0548 | 0.0673* | |
H19 | 0.2301 | 0.4013 | −0.1809 | 0.0648* | |
H20 | 0.3931 | 0.3866 | −0.0994 | 0.0633* | |
H24 | 0.5764 | 0.3443 | 0.2763 | 0.0681* | |
H25 | 0.5342 | 0.3597 | 0.4451 | 0.0672* | |
H29 | 0.2229 | 0.3959 | 0.5721 | 0.0723* | |
H30 | 0.0568 | 0.3899 | 0.4909 | 0.0790* | |
H34 | −0.0172 | 0.4789 | −0.1414 | 0.0629* | |
H35 | −0.1039 | 0.4850 | −0.3083 | 0.0668* | |
H36 | −0.0847 | 0.4023 | −0.4265 | 0.0733* | |
H37 | 0.0119 | 0.3084 | −0.3752 | 0.0704* | |
H38 | 0.0984 | 0.3033 | −0.2105 | 0.0638* | |
H40 | 0.5587 | 0.4586 | 0.1191 | 0.0965* | |
H41 | 0.6902 | 0.4618 | 0.0491 | 0.0955* | |
H42 | 0.7346 | 0.3655 | −0.0296 | 0.0703* | |
H43 | 0.6407 | 0.2705 | −0.0512 | 0.0758* | |
H44 | 0.5043 | 0.2667 | 0.0131 | 0.0707* | |
H46 | 0.4279 | 0.4888 | 0.5350 | 0.0829* | |
H47 | 0.5145 | 0.5035 | 0.6987 | 0.0904* | |
H48 | 0.5373 | 0.4104 | 0.8113 | 0.0746* | |
H49 | 0.4726 | 0.3074 | 0.7602 | 0.0849* | |
H50 | 0.3813 | 0.2918 | 0.5965 | 0.0812* | |
H52 | −0.1084 | 0.4693 | 0.2723 | 0.0901* | |
H53 | −0.2477 | 0.4673 | 0.3349 | 0.1045* | |
H54 | −0.2900 | 0.3700 | 0.4124 | 0.0841* | |
H55 | −0.1941 | 0.2758 | 0.4338 | 0.0802* | |
H56 | −0.0594 | 0.2769 | 0.3726 | 0.0697* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Co1 | 0.0330 (6) | 0.0526 (7) | 0.0334 (6) | 0.0025 (6) | 0.0078 (4) | −0.0002 (6) |
Cl2 | 0.090 (2) | 0.131 (3) | 0.099 (3) | 0.014 (2) | 0.011 (2) | −0.021 (2) |
Cl3 | 0.101 (3) | 0.186 (5) | 0.092 (3) | 0.001 (3) | 0.016 (2) | 0.031 (3) |
O4 | 0.082 (5) | 0.051 (4) | 0.066 (5) | 0.007 (4) | 0.014 (4) | 0.011 (4) |
O5 | 0.077 (5) | 0.067 (5) | 0.074 (5) | −0.007 (4) | −0.007 (4) | −0.016 (4) |
O6 | 0.069 (5) | 0.077 (5) | 0.060 (4) | 0.004 (4) | 0.010 (4) | 0.005 (4) |
N7 | 0.043 (4) | 0.065 (5) | 0.048 (4) | 0.003 (4) | 0.009 (4) | 0.001 (4) |
N8 | 0.045 (4) | 0.062 (5) | 0.034 (4) | −0.004 (4) | 0.017 (3) | −0.002 (4) |
N9 | 0.029 (3) | 0.067 (5) | 0.037 (4) | 0.007 (4) | 0.004 (3) | 0.001 (4) |
N10 | 0.049 (4) | 0.066 (5) | 0.031 (4) | −0.005 (4) | 0.010 (3) | −0.003 (4) |
N11 | 0.044 (4) | 0.064 (5) | 0.035 (4) | 0.008 (4) | 0.014 (3) | 0.001 (4) |
C12 | 0.11 (1) | 0.035 (7) | 0.32 (3) | −0.005 (8) | 0.06 (2) | −0.03 (1) |
C13 | 0.041 (5) | 0.067 (6) | 0.046 (5) | 0.006 (5) | 0.018 (4) | 0.003 (5) |
C14 | 0.029 (4) | 0.094 (8) | 0.044 (5) | −0.003 (5) | 0.004 (4) | 0.002 (5) |
C15 | 0.037 (4) | 0.095 (8) | 0.034 (5) | −0.001 (5) | 0.002 (4) | 0.003 (5) |
C16 | 0.034 (4) | 0.060 (6) | 0.036 (4) | −0.001 (4) | 0.003 (3) | −0.002 (4) |
C17 | 0.031 (4) | 0.074 (7) | 0.023 (4) | 0.002 (4) | 0.004 (3) | 0.000 (4) |
C18 | 0.039 (5) | 0.078 (7) | 0.030 (4) | 0.004 (5) | 0.007 (4) | 0.002 (4) |
C19 | 0.045 (5) | 0.091 (8) | 0.028 (4) | −0.004 (5) | 0.012 (4) | 0.006 (5) |
C20 | 0.042 (5) | 0.077 (7) | 0.045 (5) | 0.004 (5) | 0.020 (4) | 0.006 (5) |
C21 | 0.030 (4) | 0.071 (6) | 0.043 (5) | 0.004 (4) | 0.015 (4) | 0.005 (5) |
C22 | 0.030 (4) | 0.063 (6) | 0.041 (5) | 0.004 (4) | 0.008 (4) | 0.001 (4) |
C23 | 0.029 (4) | 0.084 (7) | 0.030 (4) | 0.010 (4) | 0.002 (3) | −0.004 (4) |
C24 | 0.025 (4) | 0.101 (8) | 0.043 (5) | 0.003 (5) | 0.003 (4) | 0.005 (5) |
C25 | 0.029 (4) | 0.089 (8) | 0.047 (5) | 0.012 (5) | 0.001 (4) | 0.006 (5) |
C26 | 0.042 (5) | 0.056 (6) | 0.039 (5) | 0.002 (4) | 0.002 (4) | −0.001 (4) |
C27 | 0.045 (5) | 0.038 (5) | 0.026 (4) | 0.001 (4) | −0.003 (3) | −0.006 (4) |
C28 | 0.039 (4) | 0.057 (6) | 0.030 (4) | 0.001 (4) | −0.003 (3) | 0.003 (4) |
C29 | 0.053 (6) | 0.103 (9) | 0.025 (4) | 0.006 (5) | 0.008 (4) | −0.004 (5) |
C30 | 0.043 (5) | 0.13 (1) | 0.028 (5) | −0.002 (6) | 0.013 (4) | −0.002 (5) |
C31 | 0.033 (4) | 0.092 (7) | 0.030 (4) | 0.004 (5) | 0.009 (4) | −0.002 (5) |
C32 | 0.030 (4) | 0.076 (7) | 0.041 (5) | 0.001 (4) | 0.016 (4) | −0.002 (5) |
C33 | 0.038 (4) | 0.070 (7) | 0.027 (4) | 0.008 (4) | 0.003 (3) | 0.003 (4) |
C34 | 0.055 (6) | 0.058 (6) | 0.044 (5) | 0.005 (5) | 0.012 (4) | −0.004 (4) |
C35 | 0.045 (5) | 0.075 (7) | 0.044 (5) | 0.014 (5) | 0.004 (4) | 0.013 (5) |
C36 | 0.055 (6) | 0.094 (9) | 0.033 (5) | 0.012 (6) | 0.005 (4) | 0.005 (5) |
C37 | 0.067 (6) | 0.071 (7) | 0.037 (5) | 0.008 (5) | 0.010 (5) | −0.008 (5) |
C38 | 0.060 (6) | 0.060 (6) | 0.039 (5) | 0.015 (5) | 0.008 (4) | −0.001 (4) |
C39 | 0.032 (4) | 0.083 (8) | 0.040 (5) | 0.002 (5) | 0.012 (4) | −0.006 (5) |
C40 | 0.069 (7) | 0.095 (9) | 0.088 (8) | −0.016 (7) | 0.043 (6) | −0.030 (7) |
C41 | 0.047 (6) | 0.11 (1) | 0.087 (8) | −0.025 (6) | 0.031 (6) | −0.033 (7) |
C42 | 0.034 (5) | 0.095 (9) | 0.051 (6) | −0.002 (5) | 0.017 (4) | 0.004 (5) |
C43 | 0.049 (6) | 0.091 (9) | 0.054 (6) | 0.016 (6) | 0.020 (5) | −0.003 (6) |
C44 | 0.048 (5) | 0.070 (7) | 0.062 (6) | 0.004 (5) | 0.018 (5) | 0.002 (5) |
C45 | 0.041 (5) | 0.064 (7) | 0.035 (5) | −0.006 (4) | 0.003 (4) | −0.004 (4) |
C46 | 0.092 (8) | 0.061 (7) | 0.049 (6) | −0.012 (6) | 0.001 (6) | 0.004 (5) |
C47 | 0.092 (8) | 0.073 (8) | 0.050 (6) | −0.018 (6) | −0.009 (6) | −0.002 (6) |
C48 | 0.054 (6) | 0.084 (8) | 0.044 (6) | −0.006 (6) | 0.000 (5) | −0.011 (6) |
C49 | 0.086 (8) | 0.085 (8) | 0.037 (6) | −0.007 (7) | 0.001 (5) | 0.001 (6) |
C50 | 0.069 (7) | 0.082 (8) | 0.044 (6) | −0.017 (6) | −0.005 (5) | 0.002 (6) |
C51 | 0.028 (4) | 0.081 (7) | 0.038 (4) | −0.003 (5) | 0.012 (3) | 0.003 (5) |
C52 | 0.047 (6) | 0.091 (9) | 0.096 (9) | 0.017 (6) | 0.034 (6) | 0.023 (7) |
C53 | 0.058 (7) | 0.11 (1) | 0.102 (9) | 0.021 (7) | 0.029 (7) | 0.000 (8) |
C54 | 0.035 (5) | 0.12 (1) | 0.056 (6) | −0.017 (6) | 0.012 (4) | −0.003 (7) |
C55 | 0.060 (6) | 0.088 (8) | 0.057 (6) | −0.012 (6) | 0.020 (5) | 0.007 (6) |
C56 | 0.050 (6) | 0.072 (7) | 0.057 (6) | −0.003 (5) | 0.023 (5) | 0.001 (5) |
Co1—O6 | 2.114 (8) | C29—H29 | 0.949 |
Co1—N7 | 1.863 (8) | C30—C31 | 1.45 (1) |
Co1—N8 | 1.977 (6) | C30—H30 | 0.950 |
Co1—N9 | 1.960 (7) | C31—C32 | 1.37 (1) |
Co1—N10 | 1.954 (7) | C32—C51 | 1.51 (1) |
Co1—N11 | 1.975 (7) | C33—C34 | 1.38 (1) |
Cl2—C12 | 1.73 (2) | C33—C38 | 1.40 (1) |
Cl3—C12 | 1.74 (2) | C34—C35 | 1.40 (1) |
O4—N7 | 1.24 (1) | C34—H34 | 0.951 |
O5—N7 | 1.23 (1) | C35—C36 | 1.37 (1) |
O6—H6A | 0.947 | C35—H35 | 0.950 |
O6—H6B | 0.963 | C36—C37 | 1.38 (1) |
N8—C13 | 1.39 (1) | C36—H36 | 0.950 |
N8—C16 | 1.374 (10) | C37—C38 | 1.38 (1) |
N9—C18 | 1.407 (10) | C37—H37 | 0.949 |
N9—C21 | 1.37 (1) | C38—H38 | 0.951 |
N10—C23 | 1.40 (1) | C39—C40 | 1.38 (2) |
N10—C26 | 1.39 (1) | C39—C44 | 1.39 (1) |
N11—C28 | 1.396 (9) | C40—C41 | 1.38 (2) |
N11—C31 | 1.38 (1) | C40—H40 | 0.950 |
C12—H12A | 0.951 | C41—C42 | 1.36 (2) |
C12—H12B | 0.948 | C41—H41 | 0.949 |
C13—C14 | 1.44 (1) | C42—C43 | 1.35 (2) |
C13—C32 | 1.37 (1) | C42—H42 | 0.950 |
C14—C15 | 1.33 (1) | C43—C44 | 1.40 (2) |
C14—H14 | 0.950 | C43—H43 | 0.951 |
C15—C16 | 1.44 (1) | C44—H44 | 0.949 |
C15—H15 | 0.950 | C45—C46 | 1.38 (1) |
C16—C17 | 1.37 (1) | C45—C50 | 1.38 (1) |
C17—C18 | 1.38 (1) | C46—C47 | 1.38 (1) |
C17—C33 | 1.50 (1) | C46—H46 | 0.950 |
C18—C19 | 1.42 (1) | C47—C48 | 1.39 (2) |
C19—C20 | 1.32 (1) | C47—H47 | 0.950 |
C19—H19 | 0.950 | C48—C49 | 1.33 (2) |
C20—C21 | 1.43 (1) | C48—H48 | 0.949 |
C20—H20 | 0.950 | C49—C50 | 1.41 (1) |
C21—C22 | 1.39 (1) | C49—H49 | 0.951 |
C22—C23 | 1.37 (1) | C50—H50 | 0.949 |
C22—C39 | 1.50 (1) | C51—C52 | 1.37 (2) |
C23—C24 | 1.44 (1) | C51—C56 | 1.37 (1) |
C24—C25 | 1.36 (1) | C52—C53 | 1.41 (2) |
C24—H24 | 0.950 | C52—H52 | 0.951 |
C25—C26 | 1.44 (1) | C53—C54 | 1.37 (2) |
C25—H25 | 0.950 | C53—H53 | 0.951 |
C26—C27 | 1.39 (1) | C54—C55 | 1.35 (2) |
C27—C28 | 1.36 (1) | C54—H54 | 0.950 |
C27—C45 | 1.49 (1) | C55—C56 | 1.36 (2) |
C28—C29 | 1.45 (1) | C55—H55 | 0.949 |
C29—C30 | 1.35 (1) | C56—H56 | 0.949 |
O4···C34i | 3.28 (1) | O6···C44iii | 3.43 (1) |
O4···C35i | 3.48 (1) | O6···C56iv | 3.59 (1) |
O4···C15i | 3.48 (1) | N7···C35i | 3.44 (1) |
O5···C35i | 3.39 (1) | C30···C37v | 3.59 (1) |
O5···C47ii | 3.45 (1) | C31···C35i | 3.56 (1) |
O6···C43iii | 3.27 (1) | C32···C35i | 3.59 (1) |
O6···C55iv | 3.31 (1) | ||
O6—Co1—N7 | 178.6 (3) | C27—C28—C29 | 123.1 (7) |
O6—Co1—N8 | 86.5 (3) | C28—C29—C30 | 107.9 (7) |
O6—Co1—N9 | 90.0 (3) | C28—C29—H29 | 126.1 |
O6—Co1—N10 | 88.0 (3) | C30—C29—H29 | 126.0 |
O6—Co1—N11 | 87.1 (3) | C29—C30—C31 | 107.4 (8) |
N7—Co1—N8 | 94.8 (3) | C29—C30—H30 | 126.3 |
N7—Co1—N9 | 89.8 (4) | C31—C30—H30 | 126.3 |
N7—Co1—N10 | 90.6 (3) | N11—C31—C30 | 109.5 (7) |
N7—Co1—N11 | 93.0 (4) | N11—C31—C32 | 126.0 (8) |
N8—Co1—N9 | 90.0 (3) | C30—C31—C32 | 124.4 (8) |
N8—Co1—N10 | 174.5 (3) | C13—C32—C31 | 122.9 (8) |
N8—Co1—N11 | 89.5 (3) | C13—C32—C51 | 118.6 (7) |
N9—Co1—N10 | 89.9 (3) | C31—C32—C51 | 118.3 (8) |
N9—Co1—N11 | 177.1 (3) | C17—C33—C34 | 121.1 (8) |
N10—Co1—N11 | 90.3 (3) | C17—C33—C38 | 121.6 (8) |
Co1—O6—H6A | 120.2 | C34—C33—C38 | 117.2 (7) |
Co1—O6—H6B | 121.6 | C33—C34—C35 | 121.4 (9) |
H6A—O6—H6B | 118.1 | C33—C34—H34 | 119.3 |
Co1—N7—O4 | 119.9 (6) | C35—C34—H34 | 119.3 |
Co1—N7—O5 | 120.0 (6) | C34—C35—C36 | 119.8 (9) |
O4—N7—O5 | 120.2 (8) | C34—C35—H35 | 120.1 |
Co1—N8—C13 | 126.9 (5) | C36—C35—H35 | 120.1 |
Co1—N8—C16 | 127.3 (6) | C35—C36—C37 | 119.9 (8) |
C13—N8—C16 | 105.8 (6) | C35—C36—H36 | 120.0 |
Co1—N9—C18 | 127.1 (6) | C37—C36—H36 | 120.1 |
Co1—N9—C21 | 127.7 (5) | C36—C37—C38 | 119.5 (9) |
C18—N9—C21 | 104.1 (7) | C36—C37—H37 | 120.2 |
Co1—N10—C23 | 127.9 (5) | C38—C37—H37 | 120.3 |
Co1—N10—C26 | 127.5 (6) | C33—C38—C37 | 122.0 (9) |
C23—N10—C26 | 104.6 (6) | C33—C38—H38 | 119.0 |
Co1—N11—C28 | 124.8 (6) | C37—C38—H38 | 119.0 |
Co1—N11—C31 | 127.8 (5) | C22—C39—C40 | 120.4 (9) |
C28—N11—C31 | 106.8 (7) | C22—C39—C44 | 121.1 (9) |
Cl2—C12—Cl3 | 111.2 (7) | C40—C39—C44 | 118.4 (9) |
Cl2—C12—H12A | 108.9 | C39—C40—C41 | 121 (1) |
Cl2—C12—H12B | 109.1 | C39—C40—H40 | 119.3 |
Cl3—C12—H12A | 109.0 | C41—C40—H40 | 119.2 |
Cl3—C12—H12B | 109.1 | C40—C41—C42 | 119 (1) |
H12A—C12—H12B | 109.6 | C40—C41—H41 | 120.1 |
N8—C13—C14 | 109.0 (7) | C42—C41—H41 | 120.1 |
N8—C13—C32 | 126.3 (7) | C41—C42—C43 | 119.6 (10) |
C14—C13—C32 | 124.5 (8) | C41—C42—H42 | 120.2 |
C13—C14—C15 | 107.8 (8) | C43—C42—H42 | 120.2 |
C13—C14—H14 | 126.1 | C42—C43—C44 | 121 (1) |
C15—C14—H14 | 126.1 | C42—C43—H43 | 119.2 |
C14—C15—C16 | 107.7 (7) | C44—C43—H43 | 119.1 |
C14—C15—H15 | 126.2 | C39—C44—C43 | 118.7 (9) |
C16—C15—H15 | 126.2 | C39—C44—H44 | 120.6 |
N8—C16—C15 | 109.6 (7) | C43—C44—H44 | 120.7 |
N8—C16—C17 | 125.8 (7) | C27—C45—C46 | 120.3 (8) |
C15—C16—C17 | 124.5 (7) | C27—C45—C50 | 121.0 (8) |
C16—C17—C18 | 124.2 (7) | C46—C45—C50 | 118.7 (8) |
C16—C17—C33 | 118.4 (7) | C45—C46—C47 | 121.7 (10) |
C18—C17—C33 | 117.2 (7) | C45—C46—H46 | 119.1 |
N9—C18—C17 | 124.1 (8) | C47—C46—H46 | 119.2 |
N9—C18—C19 | 109.7 (7) | C46—C47—C48 | 119 (1) |
C17—C18—C19 | 126.1 (7) | C46—C47—H47 | 120.4 |
C18—C19—C20 | 107.8 (7) | C48—C47—H47 | 120.4 |
C18—C19—H19 | 126.1 | C47—C48—C49 | 119.5 (9) |
C20—C19—H19 | 126.1 | C47—C48—H48 | 120.3 |
C19—C20—C21 | 107.6 (8) | C49—C48—H48 | 120.2 |
C19—C20—H20 | 126.2 | C48—C49—C50 | 122 (1) |
C21—C20—H20 | 126.2 | C48—C49—H49 | 119.0 |
N9—C21—C20 | 110.7 (7) | C50—C49—H49 | 118.9 |
N9—C21—C22 | 125.4 (8) | C45—C50—C49 | 118 (1) |
C20—C21—C22 | 123.9 (8) | C45—C50—H50 | 120.8 |
C21—C22—C23 | 123.3 (8) | C49—C50—H50 | 120.7 |
C21—C22—C39 | 117.8 (8) | C32—C51—C52 | 121.2 (9) |
C23—C22—C39 | 118.7 (7) | C32—C51—C56 | 120.2 (9) |
N10—C23—C22 | 124.8 (7) | C52—C51—C56 | 118.6 (9) |
N10—C23—C24 | 110.6 (7) | C51—C52—C53 | 118 (1) |
C22—C23—C24 | 124.5 (8) | C51—C52—H52 | 120.7 |
C23—C24—C25 | 106.6 (8) | C53—C52—H52 | 120.7 |
C23—C24—H24 | 126.7 | C52—C53—C54 | 120 (1) |
C25—C24—H24 | 126.7 | C52—C53—H53 | 119.7 |
C24—C25—C26 | 107.6 (7) | C54—C53—H53 | 119.8 |
C24—C25—H25 | 126.2 | C53—C54—C55 | 119 (1) |
C26—C25—H25 | 126.2 | C53—C54—H54 | 120.0 |
N10—C26—C25 | 110.4 (8) | C55—C54—H54 | 120.0 |
N10—C26—C27 | 126.4 (7) | C54—C55—C56 | 119 (1) |
C25—C26—C27 | 123.2 (7) | C54—C55—H55 | 120.1 |
C26—C27—C28 | 121.0 (7) | C56—C55—H55 | 120.2 |
C26—C27—C45 | 119.1 (7) | C51—C56—C55 | 122.5 (10) |
C28—C27—C45 | 119.8 (8) | C51—C56—H56 | 118.8 |
N11—C28—C27 | 128.4 (8) | C55—C56—H56 | 118.7 |
N11—C28—C29 | 108.3 (7) |
Symmetry codes: (i) −x, −y+1, −z; (ii) −x+1, −y+1, −z+1; (iii) x−1/2, −y+1/2, z; (iv) x+1/2, −y+1/2, z; (v) x, y, z+1. |
Experimental details
Crystal data | |
Chemical formula | [Co(NO2)(C44H28N4)(H2O)]·CH2Cl2 |
Mr | 820.62 |
Crystal system, space group | Monoclinic, P21/a |
Temperature (K) | 297 |
a, b, c (Å) | 14.713 (3), 19.540 (6), 13.413 (4) |
β (°) | 101.74 (2) |
V (Å3) | 3775.5 (19) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 0.65 |
Crystal size (mm) | 0.3 × 0.3 × 0.3 |
Data collection | |
Diffractometer | Rigaku AFC-7R diffractometer |
Absorption correction | Integration (Coppens et al, 1965) |
Tmin, Tmax | 0.820, 0.857 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 9711, 6636, 3288 |
Rint | 0.055 |
(sin θ/λ)max (Å−1) | 0.595 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.089, 0.317, 1.04 |
No. of reflections | 6636 |
No. of parameters | 505 |
No. of restraints | ? |
H-atom treatment | H-atom parameters not refined |
w = 1/[σ2(Fo2) + (0.1368P)2 + 20.8126P] where P = (Fo2 + 2Fc2)/3 | |
Δρmax, Δρmin (e Å−3) | 0.60, −1.22 |
Computer programs: WinAFC Diffractometer Control Software (Rigaku, 1999), WinAFC Diffractometer Control Software, TEXSAN (Molecular Structure Corporation, 2001), SIR92 (Altomare et al., 1994), SHELXL97 (Sheldrick, 1997), ORTEPII (Johnson, 1976), TEXSAN.
Co1—O6 | 2.114 (8) | Co1—N9 | 1.960 (7) |
Co1—N7 | 1.863 (8) | Co1—N10 | 1.954 (7) |
Co1—N8 | 1.977 (6) | Co1—N11 | 1.975 (7) |
O6···C43i | 3.27 (1) | O6···C44i | 3.43 (1) |
O6···C55ii | 3.31 (1) | O6···C56ii | 3.59 (1) |
O6—Co1—N7 | 178.6 (3) | N7—Co1—N11 | 93.0 (4) |
O6—Co1—N8 | 86.5 (3) | N8—Co1—N9 | 90.0 (3) |
O6—Co1—N9 | 90.0 (3) | N8—Co1—N10 | 174.5 (3) |
O6—Co1—N10 | 88.0 (3) | N8—Co1—N11 | 89.5 (3) |
O6—Co1—N11 | 87.1 (3) | N9—Co1—N10 | 89.9 (3) |
N7—Co1—N8 | 94.8 (3) | N9—Co1—N11 | 177.1 (3) |
N7—Co1—N9 | 89.8 (4) | N10—Co1—N11 | 90.3 (3) |
N7—Co1—N10 | 90.6 (3) |
Symmetry codes: (i) x−1/2, −y+1/2, z; (ii) x+1/2, −y+1/2, z. |
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The nitro-to-nitrito photoisomerization of the title complex, [Co(tpp)(NO2)], where tpp is α,β,γ,δ-tetraphenylporphyrinate, was investigated in a benzene solution using the laser flash technique (Seki et al., 1997). The crystals grown from a dimethylformamide (DMF) solution, were determined to be [Co(tpp)(NO2)(H2O)]·2DMF and there was orientational disorder such that the positions of the nitro and aqua ligands were exchanged (Ohba et al., 2000). The crystal structure of [Co(tpp)(NO2)].benzene, has also been determined recently to reveal that there is no aqua ligand in the compound obtained from a benzene solution (Ohba & Seki, 2002). The present paper reports the structure of the title crystal, [Co(tpp)(NO2)(H2O)].dichloromethane, (I), which was grown from a dichloromethane solution.
The Co atom has an distorted octahedral coordination with the water molecule at the trans position to the nitro ligand (Fig. 1). The Co1 atom is shifted by 0.072 (4) Å from the N8/N9/N10/N11 coordination plane toward the nitro ligand. In the tpp coordination plane, the N8—Co1—N10 and N9—Co1—N11 linkages are almost linear, 174.5 (3)–177.1 (3)°, with Co—N bond distances in the range 1.954 (7)–1.977 (6) Å (Table 1). The pyrrole ring moieties involving the N8 and N10 atoms are bent opposite to the nitro group, and those involving the N9 and N11 atoms are bent towards the nitro group. The dihedral angles between the N8/N9/N10/N11 plane and the pyrrole rings are 6.7 (3), 8.6 (3), 6.1 (3), and 8.6 (3)° for the N8, N9, N10, and N11 pyrrole rings, respectively.
The Co1—N7(nitro) bond length is 1.863 (8) Å, which is comparable to that of 1.880 (3) Å in [Co(tpp)(NO2)].benzene (Ohba & Seki, 2002). The Co1—O6(aqua) bond distance is 2.114 (8) Å, which is apparently longer than those in other CoIII(tpp) complexes, 1.932 (8)–1.979 (3) Å (Masuda et al., 1982; Iimura et al., 1988). There is no intermolecular hydrogen bond involving the aqua ligand. The O6 atom is surrounded by the phenyl groups of neighboring complexes in the crystal (Table 2 and Fig. 2).