Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S160053680701940X/pk2012sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S160053680701940X/pk2012Isup2.hkl |
CCDC reference: 654728
Data collection: PROTEUM2 (Bruker, 2005); cell refinement: SAINT (Bruker, 2005); data reduction: SADABS (Bruker, 2000); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 (Farrugia, 1997), Mercury (Version 1.4.2, Build 2; Macrae et al., 2006) and RASTER3D (Merritt & Bacon, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999) and publCIF (Westrip, 2007).
[Mn2(C19H16N2)(CO)6] | F(000) = 1112 |
Mr = 550.28 | Dx = 1.593 Mg m−3 |
Monoclinic, P21/c | Cu Kα radiation, λ = 1.54178 Å |
Hall symbol: -P 2ybc | Cell parameters from 4204 reflections |
a = 12.3281 (3) Å | θ = 3.7–69.1° |
b = 14.9809 (4) Å | µ = 9.35 mm−1 |
c = 12.7137 (3) Å | T = 173 K |
β = 102.202 (1)° | Flake, yellow |
V = 2295.0 (1) Å3 | 0.19 × 0.12 × 0.05 mm |
Z = 4 |
Bruker Proteum diffractometer | 3998 reflections with I > 2σ(I) |
Radiation source: fine-focus rotating anode | Rint = 0.035 |
area detector scans | θmax = 69.1°, θmin = 3.7° |
Absorption correction: multi-scan (SADABS; Bruker, 2000) | h = −14→14 |
Tmin = 0.259, Tmax = 0.626 | k = −17→17 |
45918 measured reflections | l = −15→15 |
4204 independent reflections |
Refinement on F2 | 0 restraints |
Least-squares matrix: full | H-atom parameters constrained |
R[F2 > 2σ(F2)] = 0.026 | w = 1/[σ2(Fo2) + (0.0456P)2 + 0.8326P] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.070 | (Δ/σ)max = 0.004 |
S = 1.05 | Δρmax = 0.38 e Å−3 |
4204 reflections | Δρmin = −0.22 e Å−3 |
316 parameters |
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 | ||
Mn1 | 0.09883 (2) | 1.048827 (16) | 0.759598 (19) | 0.01782 (8) | |
Mn2 | 0.60923 (2) | 0.646565 (17) | 1.069138 (19) | 0.02019 (9) | |
N2 | 0.19326 (11) | 0.75748 (9) | 0.98444 (11) | 0.0214 (3) | |
O3 | 0.09187 (12) | 1.23885 (8) | 0.69833 (11) | 0.0355 (3) | |
C5 | 0.18953 (15) | 1.05683 (11) | 0.92285 (13) | 0.0219 (3) | |
H5 | 0.255 | 1.0912 | 0.9459 | 0.026* | |
C15 | 0.39727 (14) | 0.93761 (11) | 1.05877 (13) | 0.0207 (3) | |
O6 | 0.52453 (11) | 0.60576 (9) | 0.83992 (10) | 0.0338 (3) | |
O2 | −0.07780 (11) | 0.98716 (10) | 0.58084 (10) | 0.0356 (3) | |
N1 | 0.44359 (13) | 0.99568 (10) | 1.10691 (12) | 0.0295 (3) | |
O4 | 0.70013 (11) | 0.46679 (9) | 1.12601 (11) | 0.0353 (3) | |
O1 | 0.26334 (10) | 0.99996 (9) | 0.63208 (10) | 0.0308 (3) | |
C9 | 0.48409 (13) | 0.74634 (11) | 1.06451 (12) | 0.0196 (3) | |
C16 | 0.25711 (12) | 0.81784 (10) | 1.04630 (12) | 0.0176 (3) | |
O5 | 0.82232 (11) | 0.71041 (9) | 1.02786 (13) | 0.0400 (3) | |
C12 | 0.51838 (17) | 0.63739 (14) | 1.19512 (15) | 0.0348 (4) | |
H12 | 0.5124 | 0.5847 | 1.2351 | 0.042* | |
C17 | 0.25127 (13) | 0.83433 (10) | 1.15220 (13) | 0.0203 (3) | |
H17 | 0.2983 | 0.8775 | 1.1936 | 0.024* | |
C3 | 0.00626 (14) | 1.01612 (12) | 0.87900 (13) | 0.0248 (3) | |
H3 | −0.0724 | 1.0181 | 0.8669 | 0.03* | |
C20 | 0.12117 (14) | 0.71178 (11) | 1.02880 (14) | 0.0243 (3) | |
H20 | 0.0758 | 0.6684 | 0.9861 | 0.029* | |
C6 | 0.28168 (13) | 0.90686 (10) | 0.88129 (12) | 0.0185 (3) | |
H6A | 0.3369 | 0.9422 | 0.8528 | 0.022* | |
H6B | 0.2556 | 0.8582 | 0.8295 | 0.022* | |
C4 | 0.07915 (15) | 1.08664 (11) | 0.91695 (13) | 0.0256 (4) | |
H4 | 0.0581 | 1.1446 | 0.9356 | 0.031* | |
C2 | 0.07173 (14) | 0.94095 (11) | 0.86178 (13) | 0.0213 (3) | |
H2 | 0.0439 | 0.8839 | 0.8369 | 0.026* | |
C8 | 0.42794 (13) | 0.79769 (10) | 0.96717 (12) | 0.0197 (3) | |
H8A | 0.3914 | 0.7552 | 0.9112 | 0.024* | |
H8B | 0.4847 | 0.8308 | 0.9383 | 0.024* | |
C7 | 0.33956 (13) | 0.86505 (10) | 0.99082 (12) | 0.0178 (3) | |
C1 | 0.18495 (14) | 0.96590 (10) | 0.88808 (12) | 0.0188 (3) | |
C21 | 0.19983 (13) | 1.02098 (11) | 0.68092 (13) | 0.0217 (3) | |
C19 | 0.10913 (14) | 0.72431 (11) | 1.13369 (14) | 0.0247 (3) | |
H19 | 0.0563 | 0.6907 | 1.1617 | 0.03* | |
C18 | 0.17551 (14) | 0.78667 (11) | 1.19678 (13) | 0.0231 (3) | |
H18 | 0.1695 | 0.7967 | 1.2691 | 0.028* | |
C10 | 0.58017 (14) | 0.77069 (12) | 1.14181 (13) | 0.0260 (4) | |
H10 | 0.6229 | 0.8232 | 1.1403 | 0.031* | |
C25 | 0.73928 (15) | 0.68487 (11) | 1.04440 (15) | 0.0276 (4) | |
C24 | 0.66504 (14) | 0.53646 (12) | 1.10247 (14) | 0.0257 (4) | |
C13 | 0.44572 (14) | 0.66325 (12) | 1.09892 (14) | 0.0250 (4) | |
H13 | 0.3822 | 0.6311 | 1.063 | 0.03* | |
C11 | 0.60158 (16) | 0.70310 (14) | 1.22184 (14) | 0.0354 (4) | |
H11 | 0.6615 | 0.7023 | 1.2827 | 0.043* | |
C22 | −0.01039 (14) | 1.01364 (11) | 0.64989 (14) | 0.0246 (4) | |
C26 | 0.55945 (14) | 0.61955 (11) | 0.92943 (14) | 0.0243 (4) | |
C23 | 0.09418 (14) | 1.16451 (12) | 0.71986 (13) | 0.0247 (4) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Mn1 | 0.02015 (14) | 0.01698 (14) | 0.01693 (14) | 0.00201 (9) | 0.00523 (10) | 0.00292 (9) |
Mn2 | 0.01968 (14) | 0.02329 (15) | 0.01825 (14) | 0.00462 (9) | 0.00551 (10) | 0.00351 (10) |
N2 | 0.0246 (7) | 0.0191 (6) | 0.0202 (7) | −0.0007 (5) | 0.0037 (6) | 0.0000 (5) |
O3 | 0.0506 (8) | 0.0211 (7) | 0.0343 (7) | 0.0028 (6) | 0.0078 (6) | 0.0062 (5) |
C5 | 0.0309 (9) | 0.0190 (8) | 0.0158 (8) | 0.0008 (6) | 0.0049 (7) | 0.0007 (6) |
C15 | 0.0231 (8) | 0.0231 (8) | 0.0166 (7) | 0.0009 (7) | 0.0057 (6) | 0.0035 (6) |
O6 | 0.0355 (7) | 0.0430 (8) | 0.0221 (7) | 0.0031 (6) | 0.0045 (5) | −0.0011 (5) |
O2 | 0.0291 (7) | 0.0463 (8) | 0.0285 (7) | −0.0085 (6) | −0.0004 (6) | 0.0014 (6) |
N1 | 0.0374 (8) | 0.0295 (8) | 0.0216 (7) | −0.0100 (7) | 0.0065 (6) | −0.0036 (6) |
O4 | 0.0366 (7) | 0.0300 (7) | 0.0420 (8) | 0.0097 (6) | 0.0143 (6) | 0.0122 (6) |
O1 | 0.0285 (6) | 0.0397 (7) | 0.0274 (6) | 0.0050 (5) | 0.0127 (5) | 0.0056 (5) |
C9 | 0.0197 (7) | 0.0217 (8) | 0.0187 (8) | 0.0039 (6) | 0.0071 (6) | −0.0004 (6) |
C16 | 0.0173 (7) | 0.0159 (7) | 0.0192 (7) | 0.0035 (6) | 0.0030 (6) | 0.0017 (6) |
O5 | 0.0318 (7) | 0.0362 (7) | 0.0572 (9) | −0.0058 (6) | 0.0212 (6) | −0.0046 (7) |
C12 | 0.0418 (11) | 0.0400 (10) | 0.0289 (10) | 0.0186 (9) | 0.0214 (8) | 0.0149 (8) |
C17 | 0.0216 (8) | 0.0190 (7) | 0.0197 (8) | 0.0023 (6) | 0.0032 (6) | −0.0004 (6) |
C3 | 0.0262 (8) | 0.0301 (9) | 0.0209 (8) | 0.0059 (7) | 0.0110 (7) | 0.0073 (7) |
C20 | 0.0245 (8) | 0.0201 (8) | 0.0267 (9) | −0.0024 (6) | 0.0019 (7) | 0.0013 (7) |
C6 | 0.0223 (7) | 0.0177 (7) | 0.0151 (7) | 0.0013 (6) | 0.0032 (6) | 0.0005 (6) |
C4 | 0.0385 (9) | 0.0225 (8) | 0.0178 (8) | 0.0086 (7) | 0.0103 (7) | 0.0020 (6) |
C2 | 0.0255 (8) | 0.0205 (8) | 0.0191 (8) | −0.0001 (6) | 0.0076 (6) | 0.0048 (6) |
C8 | 0.0211 (7) | 0.0209 (8) | 0.0181 (7) | 0.0024 (6) | 0.0063 (6) | 0.0019 (6) |
C7 | 0.0203 (7) | 0.0168 (7) | 0.0160 (7) | 0.0002 (6) | 0.0031 (6) | −0.0003 (6) |
C1 | 0.0252 (8) | 0.0179 (7) | 0.0133 (7) | 0.0012 (6) | 0.0042 (6) | 0.0040 (6) |
C21 | 0.0232 (8) | 0.0211 (8) | 0.0197 (8) | 0.0002 (6) | 0.0018 (7) | 0.0057 (6) |
C19 | 0.0218 (8) | 0.0244 (8) | 0.0288 (9) | 0.0020 (7) | 0.0076 (7) | 0.0088 (7) |
C18 | 0.0266 (8) | 0.0246 (8) | 0.0196 (8) | 0.0070 (7) | 0.0081 (7) | 0.0033 (6) |
C10 | 0.0245 (8) | 0.0314 (9) | 0.0218 (8) | 0.0057 (7) | 0.0044 (7) | −0.0052 (7) |
C25 | 0.0303 (9) | 0.0239 (8) | 0.0292 (9) | 0.0037 (7) | 0.0074 (7) | −0.0010 (7) |
C24 | 0.0230 (8) | 0.0315 (9) | 0.0240 (8) | 0.0011 (7) | 0.0079 (7) | 0.0034 (7) |
C13 | 0.0237 (8) | 0.0256 (8) | 0.0295 (9) | 0.0061 (7) | 0.0142 (7) | 0.0066 (7) |
C11 | 0.0366 (10) | 0.0519 (12) | 0.0171 (8) | 0.0205 (9) | 0.0042 (7) | 0.0014 (8) |
C22 | 0.0250 (8) | 0.0258 (8) | 0.0251 (9) | 0.0010 (7) | 0.0099 (7) | 0.0066 (7) |
C26 | 0.0216 (8) | 0.0251 (8) | 0.0278 (9) | 0.0046 (7) | 0.0088 (7) | 0.0038 (7) |
C23 | 0.0287 (8) | 0.0252 (9) | 0.0199 (8) | 0.0020 (7) | 0.0046 (7) | 0.0019 (7) |
Mn1—C22 | 1.8007 (18) | C16—C17 | 1.386 (2) |
Mn1—C23 | 1.8027 (17) | C16—C7 | 1.528 (2) |
Mn1—C21 | 1.8032 (17) | O5—C25 | 1.153 (2) |
Mn1—C3 | 2.1399 (16) | C12—C13 | 1.409 (3) |
Mn1—C4 | 2.1417 (16) | C12—C11 | 1.410 (3) |
Mn1—C5 | 2.1428 (16) | C12—H12 | 0.95 |
Mn1—C2 | 2.1434 (16) | C17—C18 | 1.388 (2) |
Mn1—C1 | 2.1460 (15) | C17—H17 | 0.95 |
Mn2—C25 | 1.7921 (18) | C3—C4 | 1.405 (3) |
Mn2—C26 | 1.7985 (18) | C3—C2 | 1.429 (2) |
Mn2—C24 | 1.8030 (18) | C3—H3 | 0.95 |
Mn2—C11 | 2.1384 (18) | C20—C19 | 1.385 (2) |
Mn2—C9 | 2.1399 (15) | C20—H20 | 0.95 |
Mn2—C10 | 2.1400 (17) | C6—C1 | 1.502 (2) |
Mn2—C13 | 2.1428 (16) | C6—C7 | 1.556 (2) |
Mn2—C12 | 2.1440 (18) | C6—H6A | 0.99 |
N2—C20 | 1.337 (2) | C6—H6B | 0.99 |
N2—C16 | 1.339 (2) | C4—H4 | 0.95 |
O3—C23 | 1.146 (2) | C2—C1 | 1.415 (2) |
C5—C4 | 1.419 (2) | C2—H2 | 0.95 |
C5—C1 | 1.430 (2) | C8—C7 | 1.560 (2) |
C5—H5 | 0.95 | C8—H8A | 0.99 |
C15—N1 | 1.144 (2) | C8—H8B | 0.99 |
C15—C7 | 1.475 (2) | C19—C18 | 1.381 (2) |
O6—C26 | 1.147 (2) | C19—H19 | 0.95 |
O2—C22 | 1.145 (2) | C18—H18 | 0.95 |
O4—C24 | 1.145 (2) | C10—C11 | 1.420 (3) |
O1—C21 | 1.142 (2) | C10—H10 | 0.95 |
C9—C10 | 1.418 (2) | C13—H13 | 0.95 |
C9—C13 | 1.432 (2) | C11—H11 | 0.95 |
C9—C8 | 1.497 (2) | ||
C22—Mn1—C23 | 95.17 (8) | C16—C17—C18 | 118.86 (15) |
C22—Mn1—C21 | 89.63 (7) | C16—C17—H17 | 120.6 |
C23—Mn1—C21 | 92.97 (7) | C18—C17—H17 | 120.6 |
C22—Mn1—C3 | 93.38 (7) | C4—C3—C2 | 107.71 (15) |
C23—Mn1—C3 | 115.39 (7) | C4—C3—Mn1 | 70.92 (10) |
C21—Mn1—C3 | 151.03 (7) | C2—C3—Mn1 | 70.64 (9) |
C22—Mn1—C4 | 125.96 (7) | C4—C3—H3 | 126.1 |
C23—Mn1—C4 | 90.25 (7) | C2—C3—H3 | 126.1 |
C21—Mn1—C4 | 143.82 (7) | Mn1—C3—H3 | 123.9 |
C3—Mn1—C4 | 38.30 (7) | N2—C20—C19 | 123.54 (15) |
C22—Mn1—C5 | 156.69 (7) | N2—C20—H20 | 118.2 |
C23—Mn1—C5 | 101.35 (7) | C19—C20—H20 | 118.2 |
C21—Mn1—C5 | 105.67 (7) | C1—C6—C7 | 113.90 (12) |
C3—Mn1—C5 | 64.72 (7) | C1—C6—H6A | 108.8 |
C4—Mn1—C5 | 38.68 (7) | C7—C6—H6A | 108.8 |
C22—Mn1—C2 | 93.55 (7) | C1—C6—H6B | 108.8 |
C23—Mn1—C2 | 153.49 (7) | C7—C6—H6B | 108.8 |
C21—Mn1—C2 | 112.10 (7) | H6A—C6—H6B | 107.7 |
C3—Mn1—C2 | 38.98 (6) | C3—C4—C5 | 108.56 (15) |
C4—Mn1—C2 | 64.55 (6) | C3—C4—Mn1 | 70.78 (9) |
C5—Mn1—C2 | 64.62 (6) | C5—C4—Mn1 | 70.70 (9) |
C22—Mn1—C1 | 126.07 (7) | C3—C4—H4 | 125.7 |
C23—Mn1—C1 | 138.69 (7) | C5—C4—H4 | 125.7 |
C21—Mn1—C1 | 89.99 (7) | Mn1—C4—H4 | 124.4 |
C3—Mn1—C1 | 65.15 (6) | C1—C2—C3 | 108.45 (15) |
C4—Mn1—C1 | 65.02 (6) | C1—C2—Mn1 | 70.84 (9) |
C5—Mn1—C1 | 38.94 (6) | C3—C2—Mn1 | 70.38 (9) |
C2—Mn1—C1 | 38.53 (6) | C1—C2—H2 | 125.8 |
C25—Mn2—C26 | 91.71 (8) | C3—C2—H2 | 125.8 |
C25—Mn2—C24 | 91.32 (8) | Mn1—C2—H2 | 124.6 |
C26—Mn2—C24 | 93.43 (8) | C9—C8—C7 | 113.14 (13) |
C25—Mn2—C11 | 104.20 (8) | C9—C8—H8A | 109 |
C26—Mn2—C11 | 156.13 (7) | C7—C8—H8A | 109 |
C24—Mn2—C11 | 103.70 (8) | C9—C8—H8B | 109 |
C25—Mn2—C9 | 115.98 (7) | C7—C8—H8B | 109 |
C26—Mn2—C9 | 92.09 (7) | H8A—C8—H8B | 107.8 |
C24—Mn2—C9 | 151.96 (7) | C15—C7—C16 | 110.88 (13) |
C11—Mn2—C9 | 65.07 (6) | C15—C7—C6 | 107.51 (12) |
C25—Mn2—C10 | 92.01 (7) | C16—C7—C6 | 112.06 (12) |
C26—Mn2—C10 | 124.66 (7) | C15—C7—C8 | 108.64 (13) |
C24—Mn2—C10 | 141.62 (7) | C16—C7—C8 | 110.45 (12) |
C11—Mn2—C10 | 38.77 (7) | C6—C7—C8 | 107.14 (12) |
C9—Mn2—C10 | 38.69 (6) | C2—C1—C5 | 107.29 (14) |
C25—Mn2—C13 | 154.62 (7) | C2—C1—C6 | 125.90 (14) |
C26—Mn2—C13 | 93.63 (7) | C5—C1—C6 | 126.80 (15) |
C24—Mn2—C13 | 113.06 (7) | C2—C1—Mn1 | 70.64 (9) |
C11—Mn2—C13 | 64.52 (7) | C5—C1—Mn1 | 70.41 (9) |
C9—Mn2—C13 | 39.08 (6) | C6—C1—Mn1 | 124.63 (10) |
C10—Mn2—C13 | 64.71 (7) | O1—C21—Mn1 | 177.35 (15) |
C25—Mn2—C12 | 141.22 (8) | C18—C19—C20 | 118.67 (15) |
C26—Mn2—C12 | 126.89 (8) | C18—C19—H19 | 120.7 |
C24—Mn2—C12 | 89.97 (7) | C20—C19—H19 | 120.7 |
C11—Mn2—C12 | 38.46 (8) | C19—C18—C17 | 118.55 (15) |
C9—Mn2—C12 | 65.03 (6) | C19—C18—H18 | 120.7 |
C10—Mn2—C12 | 64.64 (7) | C17—C18—H18 | 120.7 |
C13—Mn2—C12 | 38.38 (7) | C9—C10—C11 | 108.35 (17) |
C20—N2—C16 | 117.29 (14) | C9—C10—Mn2 | 70.65 (9) |
C4—C5—C1 | 107.98 (15) | C11—C10—Mn2 | 70.56 (10) |
C4—C5—Mn1 | 70.62 (9) | C9—C10—H10 | 125.8 |
C1—C5—Mn1 | 70.65 (9) | C11—C10—H10 | 125.8 |
C4—C5—H5 | 126 | Mn2—C10—H10 | 124.6 |
C1—C5—H5 | 126 | O5—C25—Mn2 | 179.17 (17) |
Mn1—C5—H5 | 124.3 | O4—C24—Mn2 | 178.42 (16) |
N1—C15—C7 | 176.48 (17) | C12—C13—C9 | 108.28 (16) |
C10—C9—C13 | 107.06 (15) | C12—C13—Mn2 | 70.86 (10) |
C10—C9—C8 | 127.85 (15) | C9—C13—Mn2 | 70.35 (9) |
C13—C9—C8 | 125.04 (15) | C12—C13—H13 | 125.9 |
C10—C9—Mn2 | 70.66 (9) | C9—C13—H13 | 125.9 |
C13—C9—Mn2 | 70.57 (9) | Mn2—C13—H13 | 124.5 |
C8—C9—Mn2 | 125.91 (11) | C12—C11—C10 | 108.03 (16) |
N2—C16—C17 | 123.11 (15) | C12—C11—Mn2 | 70.99 (11) |
N2—C16—C7 | 114.03 (13) | C10—C11—Mn2 | 70.67 (10) |
C17—C16—C7 | 122.84 (14) | C12—C11—H11 | 126 |
C13—C12—C11 | 108.28 (16) | C10—C11—H11 | 126 |
C13—C12—Mn2 | 70.77 (10) | Mn2—C11—H11 | 124 |
C11—C12—Mn2 | 70.55 (11) | O2—C22—Mn1 | 176.67 (16) |
C13—C12—H12 | 125.9 | O6—C26—Mn2 | 176.79 (15) |
C11—C12—H12 | 125.9 | O3—C23—Mn1 | 177.61 (15) |
Mn2—C12—H12 | 124.4 |